Journal Information

Article Information


Macrocyclic Copper(II) Complex with Unusual Involvement of btc4-(btc = 1,2,4,5-Benzenetetracarboxylate Ion) Ligand


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SchemeS1.

Versatility of btc and their moieties in coordination and the degree of deprotonation.

jkcs-63-s209-f001.jpg
FigureS1.

Complex cation [Cu(L1)(H2O)2]2+ in 1.

jkcs-63-s209-f002.jpg
FigureS2.

IR spectrum for 1.

jkcs-63-s209-f003.jpg
FigureS3.

Electronic spectrum for 1 in DMF.

jkcs-63-s209-f004.jpg
TableS1.

CIF file for 1

data_d1716_a
_audit_creation_method 'SHELXL-2014/7'
_shelx_SHELXL_version_number '2014/7'
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical-formula_moiety
'C50 H82 Cu2 N8 O8, C20 H44 Cu N4 O2, 2(Cl O4), 1.454(C2 H3 N), 6(H2 O)'
_chemical-formula_sum
'C72.91 H142.36 Cl2 Cu3 N13.45 O24'
_chemical-formula_weight 1853.09
# start Validation Reply Form
_vrf_PLAT041_d1716_a
;
PROBLEM: Calc. and Reported SumFormula Strings
Differ Please Check
RESPONSE: One of the water molecules is disordered over two sites of sites which are fairly close to each other.
The H atoms of these molecules O4W/O5W were not included in the refinment as these H atoms could neither be seen in a difference fourier map nor could their positions be calculated easily.
The H atoms are included in the chemical formula.
;
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C' 'C' 0.0033 0.0016
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H' 'H' 0.0000 0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'N' 'N' 0.0061 0.0033
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'O' 'O' 0.0106 0.0060
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'Cu' 'Cu' 0.3201 1.2651
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'Cl' 'Cl' 0.1484 0.1585
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.3618(8)
_cell_length_b 13.8049(11)
_cell_length_c 17.9693(15)
_cell_angle_alpha 68.000(2)
_cell_angle_beta 78.583(2)
_cell_angle_gamma 86.534(2)
_cell_volume 2110.4(3)
_cell-formula_units_Z 1
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 9813
_cell_measurement_theta_min 2.33
_cell_measurement_theta_max 27.56
_exptl_crystal_description plate
_exptl_crystal_colour violet
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_density_diffrn 1.458
_exptl_crystal_F_000 987
_exptl_transmission-factor_min ?
_exptl_transmission-factor_max ?
_exptl_crystal_size_max 0.320
_exptl_crystal_size_mid 0.220
_exptl_crystal_size_min 0.100
_exptl_absorpt_coefficient_mu 0.894
_shelx_estimated_absorpt_T_min 0.763
_shelx_estimated_absorpt_T_max 0.916
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6751
_exptl_absorpt_correction_T_max 0.7456
_exptl_absorpt_process_details 'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details ?
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source
'sealed tube with Bruker Triumph monochromator'
_diffrn_measurement_device_type 'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 52648
_diffrn_reflns_av_unetI/netI 0.0244
_diffrn_reflns_av_R_equivalents 0.0336
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_theta_min 1.245
_diffrn_reflns_theta_max 27.630
_diffrn_reflns_theta-full 25.242
_diffrn_measured-fraction_theta_max 0.995
_diffrn_measured-fraction_theta-full 1.000
_diffrn_reflns_Laue_measured-fraction_max 0.995
_diffrn_reflns_Laue_measured-fraction-full 1.000
_diffrn_reflns_point_group_measured-fraction_max 0.995
_diffrn_reflns_point_group_measured-fraction-full 1.000
_reflns_number_total 9762
_reflns_number_gt 8169
_reflns_threshold_expression 'I > 2\s(I)'
_reflns_Friedel_coverage 0.000
_reflns_Friedel-fraction_max .
_reflns_Friedel-fraction-full .
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement.
_reflns_Friedel-fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences.
;
_computing_cell_refinement 'APEX2'
_computing_data_reduction 'SAINT (Bruker, 2014)'
_computing_structure_solution 'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_molecular_graphics 'PLATON (Spek, 2009)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details ?
_refine_ls_structure-factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+2.5947P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
_atom_sites_solution_hydrogens mixed
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_number_reflns 9762
_refine_ls_number_parameters 553
_refine_ls_number_restraints 0
_refine_ls_R-factor_all 0.0476
_refine_ls_R-factor_gt 0.0355
_refine_ls_wR-factor_ref 0.0933
_refine_ls_wR-factor_gt 0.0846
_refine_ls_goodness_of-fit_ref 1.049
_refine_ls_restrained_S_all 1.049
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
Cu1 Cu 0.13549(2) 0.32492(2) 0.33208(2) 0.01564(6) Uani 1 1 d . . . . .
O1 O 0.32138(16) 0.36894(11) 0.21333(8) 0.0220(3) Uani 1 1 d . . . . .
O2 O 0.32839(18) 0.53987(12) 0.18840(9) 0.0283(3) Uani 1 1 d . . . . .
C25 C 0.7750(5) 0.6161(5) -0.0569(2) 0.0339(11) Uani 0.719(9) 1 d . . P A 1
O3 O 0.8815(3) 0.5696(4) -0.08284(16) 0.0372(10) Uani 0.719(9) 1 d . . P A 1
O4 O 0.7810(4) 0.7007(4) -0.0475(2) 0.0526(15) Uani 0.719(9) 1 d . . P A 1
C25A C 0.7432(11) 0.6511(7) -0.0693(6) 0.015(2) Uiso 0.281(9) 1 d . . P A 2
O3A O 0.8641(11) 0.6078(6) -0.0804(5) 0.0230(19) Uiso 0.281(9) 1 d . . P A 2
O4A O 0.7272(7) 0.7432(5) -0.0784(4) 0.0242(19) Uiso 0.281(9) 1 d . . P A 2
N1 N 0.26118(19) 0.27718(13) 0.42127(10) 0.0216(3) Uani 1 1 d . . . . .
H1N H 0.1897 0.2437 0.4732 0.026 Uiso 1 1 calc R U . . .
N2 N 0.13940(18) 0.46460(12) 0.34396(10) 0.0190(3) Uani 1 1 d . . . . .
H2N H 0.2176 0.5071 0.2987 0.023 Uiso 1 1 calc R U . . .
N3 N -0.01190(18) 0.36428(13) 0.25550(10) 0.0207(3) Uani 1 1 d . . . . .
H3N H 0.0489 0.3965 0.1996 0.025 Uiso 1 1 calc R U . . .
N4 N 0.11468(17) 0.17932(12) 0.33511(10) 0.0163(3) Uani 1 1 d . . . . .
H4N H 0.0411 0.1413 0.3850 0.020 Uiso 1 1 calc R U . . .
C1 C 0.2505(2) 0.11776(16) 0.34007(13) 0.0230(4) Uani 1 1 d . . . . .
H1A H 0.3270 0.1551 0.2925 0.028 Uiso 1 1 calc R U . . .
H1B H 0.2322 0.0493 0.3376 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3046(2) 0.10035(15) 0.41839(13) 0.0241(4) Uani 1 1 d . . . . .
H2A H 0.3773 0.0440 0.4262 0.029 Uiso 1 1 calc R U . . .
H2B H 0.2215 0.0755 0.4649 0.029 Uiso 1 1 calc R U . . .
C3 C 0.3731(2) 0.19590(16) 0.42140(13) 0.0248(4) Uani 1 1 d . . . . .
H3A H 0.4505 0.2252 0.3715 0.030 Uiso 1 1 calc R U . . .
C4 C 0.4447(3) 0.16290(19) 0.49692(15) 0.0336(5) Uani 1 1 d . . . . .
H4A H 0.5175 0.1095 0.4948 0.050 Uiso 1 1 calc R U . . .
H4B H 0.4921 0.2238 0.4977 0.050 Uiso 1 1 calc R U . . .
H4C H 0.3700 0.1344 0.5465 0.050 Uiso 1 1 calc R U . . .
C5 C 0.3146(2) 0.37165(15) 0.42937(12) 0.0213(4) Uani 1 1 d . . . . .
H5A H 0.3355 0.3508 0.4857 0.026 Uiso 1 1 calc R U . . .
C6 C 0.4536(2) 0.41898(16) 0.36856(13) 0.0231(4) Uani 1 1 d . . . . .
H6A H 0.4382 0.4344 0.3123 0.028 Uiso 1 1 calc R U . . .
H6B H 0.5334 0.3681 0.3789 0.028 Uiso 1 1 calc R U . . .
C7 C 0.4968(3) 0.51975(18) 0.37610(15) 0.0323(5) Uani 1 1 d . . . . .
H7A H 0.5231 0.5029 0.4303 0.039 Uiso 1 1 calc R U . . .
H7B H 0.5835 0.5516 0.3337 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3731(3) 0.59798(18) 0.36623(16) 0.0350(5) Uani 1 1 d . . . . .
H8A H 0.3531 0.6204 0.3102 0.042 Uiso 1 1 calc R U . . .
H8B H 0.4023 0.6605 0.3744 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2358(3) 0.54883(18) 0.42821(15) 0.0326(5) Uani 1 1 d . . . . .
H9A H 0.1556 0.5996 0.4194 0.039 Uiso 1 1 calc R U . . .
H9B H 0.2537 0.5327 0.4841 0.039 Uiso 1 1 calc R U . . .
C10 C 0.1894(2) 0.44851(16) 0.42126(12) 0.0222(4) Uani 1 1 d . . . . .
H10A H 0.1071 0.4157 0.4677 0.027 Uiso 1 1 calc R U . . .
C11 C 0.0058(2) 0.52803(17) 0.33604(15) 0.0293(5) Uani 1 1 d . . . . .
H11A H 0.0266 0.5978 0.3354 0.035 Uiso 1 1 calc R U . . .
H11B H -0.0713 0.4940 0.3842 0.035 Uiso 1 1 calc R U . . .
C12 C -0.0492(3) 0.54107(17) 0.25924(16) 0.0343(5) Uani 1 1 d . . . . .
H12A H 0.0341 0.5616 0.2127 0.041 Uiso 1 1 calc R U . . .
H12B H -0.1191 0.5992 0.2490 0.041 Uiso 1 1 calc R U . . .
C13 C -0.1231(2) 0.44513(17) 0.26085(15) 0.0303(5) Uani 1 1 d . . . . .
H13A H -0.1926 0.4154 0.3141 0.036 Uiso 1 1 calc R U . . .
C14 C -0.2100(3) 0.4765(2) 0.19203(17) 0.0418(6) Uani 1 1 d . . . . .
H14A H -0.2813 0.5293 0.1979 0.063 Uiso 1 1 calc R U . . .
H14B H -0.1435 0.5052 0.1392 0.063 Uiso 1 1 calc R U . . .
H14C H -0.2610 0.4149 0.1948 0.063 Uiso 1 1 calc R U . . .
C15 C -0.0723(2) 0.26589(15) 0.25581(12) 0.0194(4) Uani 1 1 d . . . . .
H15A H -0.1024 0.2818 0.2021 0.023 Uiso 1 1 calc R U . . .
C16 C -0.2051(2) 0.22159(16) 0.32379(12) 0.0218(4) Uani 1 1 d . . . . .
H16A H -0.2860 0.2717 0.3146 0.026 Uiso 1 1 calc R U . . .
H16B H -0.1803 0.2120 0.3771 0.026 Uiso 1 1 calc R U . . .
C17 C -0.2542(2) 0.11647(17) 0.32581(14) 0.0270(4) Uani 1 1 d . . . . .
H17A H -0.3360 0.0873 0.3724 0.032 Uiso 1 1 calc R U . . .
H17B H -0.2898 0.1275 0.2749 0.032 Uiso 1 1 calc R U . . .
C18 C -0.1300(2) 0.03890(17) 0.33415(14) 0.0281(5) Uani 1 1 d . . . . .
H18A H -0.1005 0.0225 0.3875 0.034 Uiso 1 1 calc R U . . .
H18B H -0.1634 -0.0268 0.3325 0.034 Uiso 1 1 calc R U . . .
C19 C 0.0001(2) 0.08405(18) 0.26531(14) 0.0272(5) Uani 1 1 d . . . . .
H19A H -0.0275 0.0942 0.2125 0.033 Uiso 1 1 calc R U . . .
H19B H 0.0808 0.0337 0.2730 0.033 Uiso 1 1 calc R U . . .
C20 C 0.0524(2) 0.18828(16) 0.26246(12) 0.0197(4) Uani 1 1 d . . . . .
H20A H 0.1299 0.2177 0.2126 0.024 Uiso 1 1 calc R U . . .
C21 C 0.3506(2) 0.46222(16) 0.16692(11) 0.0203(4) Uani 1 1 d . . . . .
C22 C 0.4235(2) 0.48322(17) 0.07923(12) 0.0225(4) Uani 1 1 d . . . . .
C23 C 0.5457(2) 0.54827(19) 0.04608(12) 0.0278(5) Uani 1 1 d . . . . .
H23 H 0.5770 0.5820 0.0776 0.033 Uiso 1 1 calc R U . . .
C24 C 0.6235(2) 0.56521(19) -0.03230(13) 0.0291(5) Uani 1 1 d . . . . .
Cu2 Cu 0.5000 1.0000 0.0000 0.02211(9) Uani 1 2 d S . P . .
N5 N 0.33702(18) 1.06043(14) -0.06243(10) 0.0206(3) Uani 1 1 d . . . . .
H5N H 0.3111 1.0084 -0.0843 0.025 Uiso 1 1 calc R U . . .
N6 N 0.36461(18) 0.91308(14) 0.10508(10) 0.0210(3) Uani 1 1 d . . . . .
H6N H 0.3426 0.8495 0.0951 0.025 Uiso 1 1 calc R U . . .
C26 C 0.2021(2) 1.08384(18) -0.01336(13) 0.0261(4) Uani 1 1 d . . . . .
H26A H 0.1293 1.1129 -0.0488 0.031 Uiso 1 1 calc R U . . .
H26B H 0.2244 1.1377 0.0069 0.031 Uiso 1 1 calc R U . . .
C27 C 0.1374(2) 0.98791(19) 0.05880(13) 0.0268(5) Uani 1 1 d . . . . .
H27A H 0.1350 0.9298 0.0395 0.032 Uiso 1 1 calc R U . . .
H27B H 0.0354 1.0028 0.0789 0.032 Uiso 1 1 calc R U . . .
C28 C 0.2177(2) 0.95188(18) 0.13018(13) 0.0240(4) Uani 1 1 d . . . . .
H28A H 0.2303 1.0127 0.1459 0.029 Uiso 1 1 calc R U . . .
C29 C 0.1278(2) 0.86646(19) 0.20357(14) 0.0305(5) Uani 1 1 d . . . . .
H29A H 0.0320 0.8938 0.2188 0.046 Uiso 1 1 calc R U . . .
H29B H 0.1152 0.8063 0.1889 0.046 Uiso 1 1 calc R U . . .
H29C H 0.1786 0.8447 0.2498 0.046 Uiso 1 1 calc R U . . .
C30 C 0.4515(2) 0.87203(16) 0.17191(12) 0.0208(4) Uani 1 1 d . . . . .
H30 H 0.4034 0.8061 0.2138 0.025 Uiso 1 1 calc R U . . .
C31 C 0.4633(2) 0.94785(17) 0.21427(12) 0.0231(4) Uani 1 1 d . . . . .
H31A H 0.3648 0.9614 0.2405 0.028 Uiso 1 1 calc R U . . .
H31B H 0.5059 1.0151 0.1733 0.028 Uiso 1 1 calc R U . . .
C32 C 0.5590(2) 0.90227(19) 0.27900(13) 0.0291(5) Uani 1 1 d . . . . .
H32A H 0.5707 0.9544 0.3031 0.035 Uiso 1 1 calc R U . . .
H32B H 0.5098 0.8397 0.3233 0.035 Uiso 1 1 calc R U . . .
C33 C 0.7094(2) 0.87208(19) 0.24339(13) 0.0305(5) Uani 1 1 d . . . . .
H33A H 0.7649 0.9360 0.2051 0.037 Uiso 1 1 calc R U . . .
H33B H 0.7638 0.8366 0.2881 0.037 Uiso 1 1 calc R U . . .
C34 C 0.6965(2) 0.79988(18) 0.19839(14) 0.0300(5) Uani 1 1 d . . . . .
H34A H 0.6545 0.7319 0.2385 0.036 Uiso 1 1 calc R U . . .
H34B H 0.7951 0.7871 0.1718 0.036 Uiso 1 1 calc R U . . .
C35 C 0.6010(2) 0.84494(16) 0.13347(13) 0.0227(4) Uani 1 1 d . . . . .
H35 H 0.5869 0.7896 0.1122 0.027 Uiso 1 1 calc R U . . .
Cl1 Cl -0.10559(6) 0.19579(4) 0.54157(3) 0.02260(11) Uani 1 1 d . . . . .
O5 O -0.1206(2) 0.28895(13) 0.47224(10) 0.0436(5) Uani 1 1 d . . . . .
O6 O -0.2356(2) 0.17179(16) 0.60175(11) 0.0445(5) Uani 1 1 d . . . . .
O7 O 0.0127(2) 0.21322(15) 0.57628(11) 0.0396(4) Uani 1 1 d . . . . .
O8 O -0.06999(19) 0.11021(12) 0.51369(10) 0.0323(4) Uani 1 1 d . . . . .
O1W O 0.5235(3) 0.82816(19) -0.04033(13) 0.0744(8) Uani 1 1 d . . . . .
H1WA H 0.5976 0.7912 -0.0427 0.112 Uiso 1 1 d R U . . .
H1WB H 0.4511 0.7970 -0.0052 0.112 Uiso 1 1 d R U . . .
O2W O 0.2857(3) 0.72692(14) 0.07754(12) 0.0508(5) Uani 1 1 d . . . . .
H2WB H 0.2996 0.6682 0.1124 0.076 Uiso 1 1 d R U . . .
H2WA H 0.2070 0.7316 0.0608 0.076 Uiso 1 1 d R U . . .
O3W O 0.7882(2) 0.12155(19) 0.10283(12) 0.0600(6) Uani 1 1 d . . . . .
H3WA H 0.7153 0.1481 0.1233 0.090 Uiso 1 1 d R U . . .
H3WB H 0.8467 0.1635 0.0640 0.090 Uiso 1 1 d R U . . .
O4W O 0.6208(6) 0.2732(3) 0.1446(3) 0.0607(16) Uani 0.575(7) 1 d . . P B 1
O5W O 0.5273(5) 0.2175(4) 0.1763(3) 0.0384(16) Uani 0.425(7) 1 d . . P B 2
N1S N 0.0234(8) 0.7379(5) 0.0246(5) 0.157(4) Uani 0.727(5) 1 d . . P . .
C1S C 0.0682(4) 0.6605(3) 0.0053(3) 0.0487(11) Uani 0.727(5) 1 d . . P . .
C2S C 0.1340(4) 0.5988(4) -0.0328(3) 0.0534(12) Uani 0.727(5) 1 d . . P . .
H2S1 H 0.0659 0.5808 -0.0608 0.080 Uiso 0.727(5) 1 calc R U P . .
H2S2 H 0.1651 0.5348 0.0074 0.080 Uiso 0.727(5) 1 calc R U P . .
H2S3 H 0.2193 0.6354 -0.0728 0.080 Uiso 0.727(5) 1 calc R U P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.01510(11) 0.01410(11) 0.01667(12) -0.00489(9) -0.00264(8) 0.00138(8)
O1 0.0244(7) 0.0251(7) 0.0132(6) -0.0051(6) 0.0006(5) -0.0026(6)
O2 0.0393(9) 0.0264(8) 0.0155(7) -0.0068(6) 0.0037(6) -0.0068(7)
C25 0.027(2) 0.058(3) 0.0133(16) -0.0097(19) 0.0016(15) -0.018(2)
O3 0.0190(13) 0.064(3) 0.0187(12) -0.0035(15) -0.0017(9) -0.0105(15)
O4 0.042(2) 0.079(3) 0.046(2) -0.037(2) 0.0121(16) -0.038(2)
N1 0.0256(9) 0.0180(8) 0.0209(8) -0.0057(7) -0.0066(7) -0.0007(7)
N2 0.0193(8) 0.0154(8) 0.0192(8) -0.0053(6) 0.0007(6) 0.0015(6)
N3 0.0177(8) 0.0196(8) 0.0200(8) -0.0012(7) -0.0045(6) -0.0004(6)
N4 0.0154(7) 0.0179(8) 0.0157(7) -0.0064(6) -0.0031(6) 0.0014(6)
C1 0.0215(10) 0.0211(10) 0.0299(11) -0.0131(8) -0.0074(8) 0.0066(8)
C2 0.0237(10) 0.0173(9) 0.0299(11) -0.0058(8) -0.0095(8) 0.0049(8)
C3 0.0254(10) 0.0225(10) 0.0261(10) -0.0065(8) -0.0102(8) 0.0042(8)
C4 0.0392(13) 0.0294(12) 0.0335(12) -0.0073(10) -0.0207(11) 0.0057(10)
C5 0.0289(11) 0.0203(9) 0.0157(9) -0.0073(7) -0.0036(8) -0.0049(8)
C6 0.0243(10) 0.0255(10) 0.0212(10) -0.0107(8) -0.0036(8) -0.0012(8)
C7 0.0344(12) 0.0319(12) 0.0319(12) -0.0138(10) -0.0018(10) -0.0121(10)
C8 0.0441(14) 0.0232(11) 0.0397(13) -0.0158(10) -0.0009(11) -0.0100(10)
C9 0.0411(13) 0.0290(12) 0.0328(12) -0.0209(10) 0.0010(10) -0.0022(10)
C10 0.0277(10) 0.0211(10) 0.0162(9) -0.0085(8) 0.0041(8) -0.0036(8)
C11 0.0265(11) 0.0185(10) 0.0404(13) -0.0119(9) -0.0007(9) 0.0059(8)
C12 0.0272(11) 0.0210(10) 0.0452(14) -0.0014(10) -0.0086(10) 0.0059(9)
C13 0.0228(11) 0.0237(11) 0.0384(13) -0.0041(9) -0.0093(9) 0.0063(8)
C14 0.0342(13) 0.0360(13) 0.0487(16) -0.0028(12) -0.0210(12) 0.0074(11)
C15 0.0172(9) 0.0229(10) 0.0162(9) -0.0047(7) -0.0032(7) -0.0022(7)
C16 0.0155(9) 0.0269(10) 0.0207(9) -0.0073(8) -0.0014(7) -0.0006(8)
C17 0.0211(10) 0.0313(11) 0.0271(11) -0.0087(9) -0.0037(8) -0.0061(8)
C18 0.0306(11) 0.0239(10) 0.0335(12) -0.0115(9) -0.0111(9) -0.0039(9)
C19 0.0279(11) 0.0328(11) 0.0310(11) -0.0216(10) -0.0092(9) 0.0026(9)
C20 0.0184(9) 0.0271(10) 0.0149(9) -0.0095(8) -0.0024(7) 0.0006(8)
C21 0.0176(9) 0.0288(10) 0.0126(8) -0.0060(8) 0.0001(7) -0.0058(8)
C22 0.0201(10) 0.0342(11) 0.0112(8) -0.0066(8) -0.0004(7) -0.0050(8)
C23 0.0273(11) 0.0422(13) 0.0157(9) -0.0128(9) 0.0001(8) -0.0141(9)
C24 0.0246(11) 0.0456(13) 0.0161(10) -0.0112(9) 0.0034(8) -0.0182(10)
Cu2 0.01262(16) 0.0364(2) 0.01394(16) -0.00561(14) -0.00197(12) -0.00108(14)
N5 0.0159(8) 0.0274(9) 0.0175(8) -0.0067(7) -0.0034(6) -0.0026(7)
N6 0.0159(8) 0.0297(9) 0.0179(8) -0.0084(7) -0.0035(6) -0.0033(7)
C26 0.0150(9) 0.0377(12) 0.0254(10) -0.0114(9) -0.0043(8) 0.0009(8)
C27 0.0134(9) 0.0427(13) 0.0244(10) -0.0130(9) -0.0017(8) -0.0030(8)
C28 0.0166(9) 0.0332(11) 0.0214(10) -0.0106(9) 0.0002(8) -0.0042(8)
C29 0.0207(10) 0.0430(13) 0.0246(11) -0.0099(10) 0.0013(8) -0.0113(9)
C30 0.0183(9) 0.0244(10) 0.0176(9) -0.0043(8) -0.0039(7) -0.0039(8)
C31 0.0220(10) 0.0285(11) 0.0173(9) -0.0072(8) -0.0012(8) -0.0054(8)
C32 0.0287(11) 0.0381(12) 0.0193(10) -0.0072(9) -0.0061(9) -0.0084(9)
C33 0.0247(11) 0.0408(13) 0.0211(10) -0.0023(9) -0.0098(9) -0.0061(9)
C34 0.0256(11) 0.0312(12) 0.0263(11) -0.0013(9) -0.0087(9) 0.0022(9)
C35 0.0204(10) 0.0242(10) 0.0222(10) -0.0063(8) -0.0052(8) -0.0009(8)
Cl1 0.0283(3) 0.0206(2) 0.0161(2) -0.00677(18) 0.00262(18) -0.00168(18)
O5 0.0838(15) 0.0215(8) 0.0262(9) -0.0064(7) -0.0178(9) 0.0038(9)
O6 0.0326(9) 0.0579(12) 0.0395(10) -0.0237(9) 0.0141(8) -0.0062(8)
O7 0.0396(10) 0.0482(11) 0.0325(9) -0.0149(8) -0.0076(8) -0.0086(8)
O8 0.0443(10) 0.0232(8) 0.0287(8) -0.0128(7) 0.0000(7) 0.0035(7)
O1W 0.0814(17) 0.0729(16) 0.0474(13) 0.0188(11) -0.0301(12) -0.0518(14)
O2W 0.0834(16) 0.0237(9) 0.0410(11) -0.0054(8) -0.0138(10) -0.0046(9)
O3W 0.0468(12) 0.0816(16) 0.0360(11) -0.0031(11) -0.0102(9) 0.0016(11)
O4W 0.091(4) 0.037(2) 0.058(3) -0.0124(19) -0.034(3) 0.003(2)
O5W 0.042(3) 0.042(3) 0.032(2) -0.016(2) -0.010(2) 0.009(2)
N1S 0.111(5) 0.095(5) 0.180(8) 0.001(5) 0.056(5) 0.024(4)
C1S 0.039(2) 0.048(2) 0.056(3) -0.008(2) -0.0237(19) -0.0110(18)
C2S 0.036(2) 0.065(3) 0.049(2) -0.004(2) -0.0165(18) -0.0096(19)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ-flag
Cu1 N4 2.0105(16) . ?
Cu1 N2 2.0213(16) . ?
Cu1 N3 2.0479(17) . ?
Cu1 N1 2.0613(17) . ?
Cu1 O1 2.3742(14) . ?
O1 C21 1.255(2) . ?
O2 C21 1.262(3) . ?
C25 O4 1.247(6) . ?
C25 O3 1.260(6) . ?
C25 C24 1.530(4) . ?
C25A O4A 1.223(10) . ?
C25A O3A 1.263(12) . ?
C25A C24 1.542(10) . ?
N1 C3 1.488(3) . ?
N1 C5 1.491(2) . ?
N1 H1N 1.0000 . ?
N2 C11 1.482(3) . ?
N2 C10 1.487(3) . ?
N2 H2N 1.0000 . ?
N3 C13 1.496(3) . ?
N3 C15 1.500(3) . ?
N3 H3N 1.0000 . ?
N4 C1 1.485(2) . ?
N4 C20 1.494(2) . ?
N4 H4N 1.0000 . ?
C1 C2 1.519(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.525(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.535(3) . ?
C3 H3A 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.523(3) . ?
C5 C10 1.524(3) . ?
C5 H5A 1.0000 . ?
C6 C7 1.532(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.525(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.525(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.532(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 1.0000 . ?
C11 C12 1.512(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.519(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.528(3) . ?
C13 H13A 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C20 1.528(3) . ?
C15 C16 1.530(3) . ?
C15 H15A 1.0000 . ?
C16 C17 1.534(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.523(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.523(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.528(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 1.0000 . ?
C21 C22 1.513(3) . ?
C22 C23 1.387(3) . ?
C22 C24 1.399(3) 2_665 ?
C23 C24 1.392(3) . ?
C23 H23 0.9500 . ?
C24 C22 1.399(3) 2_665 ?
Cu2 N5 2.0261(16) . ?
Cu2 N5 2.0261(16) 2_675 ?
Cu2 N6 2.0372(17) 2_675 ?
Cu2 N6 2.0372(17) . ?
N5 C26 1.483(3) . ?
N5 C35 1.491(3) 2_675 ?
N5 H5N 1.0000 . ?
N6 C28 1.493(3) . ?
N6 C30 1.499(2) . ?
N6 H6N 1.0000 . ?
C26 C27 1.517(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.522(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.534(3) . ?
C28 H28A 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C35 1.525(3) . ?
C30 C31 1.527(3) . ?
C30 H30 1.0000 . ?
C31 C32 1.532(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.529(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.523(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.533(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 N5 1.490(3) 2_675 ?
C35 H35 1.0000 . ?
Cl1 O6 1.4209(17) . ?
Cl1 O5 1.4397(17) . ?
Cl1 O8 1.4448(16) . ?
Cl1 O7 1.4465(18) . ?
O1W H1WA 0.8400 . ?
O1W H1WB 0.8401 . ?
O2W H2WB 0.8397 . ?
O2W H2WA 0.8402 . ?
O3W H3WA 0.8401 . ?
O3W H3WB 0.8400 . ?
N1S C1S 1.267(8) . ?
C1S C2S 1.333(7) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ-flag
N4 Cu1 N2 172.38(6) . . ?
N4 Cu1 N3 85.15(7) . . ?
N2 Cu1 N3 96.59(7) . . ?
N4 Cu1 N1 93.06(6) . . ?
N2 Cu1 N1 84.26(7) . . ?
N3 Cu1 N1 172.57(7) . . ?
N4 Cu1 O1 92.11(6) . . ?
N2 Cu1 O1 95.39(6) . . ?
N3 Cu1 O1 87.25(6) . . ?
N1 Cu1 O1 100.03(6) . . ?
C21 O1 Cu1 121.59(13) . . ?
O4 C25 O3 125.9(4) . . ?
O4 C25 C24 115.5(4) . . ?
O3 C25 C24 118.6(4) . . ?
O4A C25A O3A 125.3(9) . . ?
O4A C25A C24 126.3(7) . . ?
O3A C25A C24 108.0(7) . . ?
C3 N1 C5 114.49(16) . . ?
C3 N1 Cu1 119.57(13) . . ?
C5 N1 Cu1 108.50(12) . . ?
C3 N1 H1N 104.2 . . ?
C5 N1 H1N 104.2 . . ?
Cu1 N1 H1N 104.2 . . ?
C11 N2 C10 112.02(16) . . ?
C11 N2 Cu1 117.47(13) . . ?
C10 N2 Cu1 108.52(12) . . ?
C11 N2 H2N 106.0 . . ?
C10 N2 H2N 106.0 . . ?
Cu1 N2 H2N 106.0 . . ?
C13 N3 C15 114.70(16) . . ?
C13 N3 Cu1 118.98(14) . . ?
C15 N3 Cu1 108.67(11) . . ?
C13 N3 H3N 104.3 . . ?
C15 N3 H3N 104.3 . . ?
Cu1 N3 H3N 104.3 . . ?
C1 N4 C20 112.32(15) . . ?
C1 N4 Cu1 114.67(12) . . ?
C20 N4 Cu1 107.29(12) . . ?
C1 N4 H4N 107.4 . . ?
C20 N4 H4N 107.4 . . ?
Cu1 N4 H4N 107.4 . . ?
N4 C1 C2 111.75(16) . . ?
N4 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
N4 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 C3 115.29(17) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
N1 C3 C2 110.03(17) . . ?
N1 C3 C4 111.92(18) . . ?
C2 C3 C4 109.44(17) . . ?
N1 C3 H3A 108.5 . . ?
C2 C3 H3A 108.5 . . ?
C4 C3 H3A 108.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 113.28(16) . . ?
N1 C5 C10 106.74(16) . . ?
C6 C5 C10 112.52(17) . . ?
N1 C5 H5A 108.0 . . ?
C6 C5 H5A 108.0 . . ?
C10 C5 H5A 108.0 . . ?
C5 C6 C7 110.68(17) . . ?
C5 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 111.49(19) . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 C9 110.3(2) . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 111.97(18) . . ?
C8 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N2 C10 C5 108.34(15) . . ?
N2 C10 C9 114.47(17) . . ?
C5 C10 C9 110.17(18) . . ?
N2 C10 H10A 107.9 . . ?
C5 C10 H10A 107.9 . . ?
C9 C10 H10A 107.9 . . ?
N2 C11 C12 112.33(18) . . ?
N2 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 115.37(19) . . ?
C11 C12 H12A 108.4 . . ?
C13 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
N3 C13 C12 109.91(18) . . ?
N3 C13 C14 112.3(2) . . ?
C12 C13 C14 109.75(19) . . ?
N3 C13 H13A 108.3 . . ?
C12 C13 H13A 108.3 . . ?
C14 C13 H13A 108.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C15 C20 106.75(15) . . ?
N3 C15 C16 113.14(16) . . ?
C20 C15 C16 112.05(16) . . ?
N3 C15 H15A 108.2 . . ?
C20 C15 H15A 108.2 . . ?
C16 C15 H15A 108.2 . . ?
C15 C16 C17 110.89(17) . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.0 . . ?
C18 C17 C16 111.35(17) . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C19 C18 C17 110.47(18) . . ?
C19 C18 H18A 109.6 . . ?
C17 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
C17 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C18 C19 C20 111.97(17) . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
N4 C20 C19 113.63(16) . . ?
N4 C20 C15 108.10(15) . . ?
C19 C20 C15 110.58(17) . . ?
N4 C20 H20A 108.1 . . ?
C19 C20 H20A 108.1 . . ?
C15 C20 H20A 108.1 . . ?
O1 C21 O2 125.05(18) . . ?
O1 C21 C22 117.72(18) . . ?
O2 C21 C22 117.19(18) . . ?
C23 C22 C24 119.16(18) . 2_665 ?
C23 C22 C21 118.62(18) . . ?
C24 C22 C21 122.12(18) 2_665 . ?
C22 C23 C24 121.45(19) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C22 119.38(19) . 2_665 ?
C23 C24 C25 118.1(2) . . ?
C22 C24 C25 121.2(2) 2_665 . ?
C23 C24 C25A 118.0(4) . . ?
C22 C24 C25A 121.9(4) 2_665 . ?
N5 Cu2 N5 180.0 . 2_675 ?
N5 Cu2 N6 85.38(7) . 2_675 ?
N5 Cu2 N6 94.62(7) 2_675 2_675 ?
N5 Cu2 N6 94.63(7) . . ?
N5 Cu2 N6 85.37(7) 2_675 . ?
N6 Cu2 N6 180.0 2_675 . ?
C26 N5 C35 111.96(16) . 2_675 ?
C26 N5 Cu2 114.95(12) . . ?
C35 N5 Cu2 106.43(12) 2_675 . ?
C26 N5 H5N 107.7 . . ?
C35 N5 H5N 107.7 2_675 . ?
Cu2 N5 H5N 107.7 . . ?
C28 N6 C30 114.17(15) . . ?
C28 N6 Cu2 120.86(13) . . ?
C30 N6 Cu2 108.39(12) . . ?
C28 N6 H6N 103.8 . . ?
C30 N6 H6N 103.8 . . ?
Cu2 N6 H6N 103.8 . . ?
N5 C26 C27 112.46(18) . . ?
N5 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
N5 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C26 C27 C28 115.25(17) . . ?
C26 C27 H27A 108.5 . . ?
C28 C27 H27A 108.5 . . ?
C26 C27 H27B 108.5 . . ?
C28 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
N6 C28 C27 109.68(16) . . ?
N6 C28 C29 111.07(18) . . ?
C27 C28 C29 109.68(17) . . ?
N6 C28 H28A 108.8 . . ?
C27 C28 H28A 108.8 . . ?
C29 C28 H28A 108.8 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N6 C30 C35 106.65(16) . . ?
N6 C30 C31 113.60(17) . . ?
C35 C30 C31 111.64(16) . . ?
N6 C30 H30 108.3 . . ?
C35 C30 H30 108.3 . . ?
C31 C30 H30 108.3 . . ?
C30 C31 C32 110.39(18) . . ?
C30 C31 H31A 109.6 . . ?
C32 C31 H31A 109.6 . . ?
C30 C31 H31B 109.6 . . ?
C32 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
C33 C32 C31 112.15(18) . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32B 109.2 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 111.03(18) . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 C35 112.66(18) . . ?
C33 C34 H34A 109.1 . . ?
C35 C34 H34A 109.1 . . ?
C33 C34 H34B 109.1 . . ?
C35 C34 H34B 109.1 . . ?
H34A C34 H34B 107.8 . . ?
N5 C35 C30 108.22(16) 2_675 . ?
N5 C35 C34 114.80(17) 2_675 . ?
C30 C35 C34 110.12(17) . . ?
N5 C35 H35 107.8 2_675 . ?
C30 C35 H35 107.8 . . ?
C34 C35 H35 107.8 . . ?
O6 Cl1 O5 111.47(13) . . ?
O6 Cl1 O8 109.94(11) . . ?
O5 Cl1 O8 108.63(10) . . ?
O6 Cl1 O7 109.50(11) . . ?
O5 Cl1 O7 107.93(11) . . ?
O8 Cl1 O7 109.33(11) . . ?
H1WA O1W H1WB 114.8 . . ?
H2WB O2W H2WA 114.5 . . ?
H3WA O3W H3WB 116.2 . . ?
N1S C1S C2S 164.8(5) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ-flag
C20 N4 C1 C2 -174.48(16) . . . . ?
Cu1 N4 C1 C2 62.69(19) . . . . ?
N4 C1 C2 C3 -73.6(2) . . . . ?
C5 N1 C3 C2 176.35(16) . . . . ?
Cu1 N1 C3 C2 -52.4(2) . . . . ?
C5 N1 C3 C4 54.4(2) . . . . ?
Cu1 N1 C3 C4 -174.30(14) . . . . ?
C1 C2 C3 N1 65.9(2) . . . . ?
C1 C2 C3 C4 -170.76(19) . . . . ?
C3 N1 C5 C6 51.2(2) . . . . ?
Cu1 N1 C5 C6 -85.17(18) . . . . ?
C3 N1 C5 C10 175.63(16) . . . . ?
Cu1 N1 C5 C10 39.22(17) . . . . ?
N1 C5 C6 C7 176.11(17) . . . . ?
C10 C5 C6 C7 54.9(2) . . . . ?
C5 C6 C7 C8 -55.4(2) . . . . ?
C6 C7 C8 C9 56.2(3) . . . . ?
C7 C8 C9 C10 -56.5(3) . . . . ?
C11 N2 C10 C5 172.87(16) . . . . ?
Cu1 N2 C10 C5 41.55(17) . . . . ?
C11 N2 C10 C9 -63.8(2) . . . . ?
Cu1 N2 C10 C9 164.93(14) . . . . ?
N1 C5 C10 N2 -53.61(19) . . . . ?
C6 C5 C10 N2 71.2(2) . . . . ?
N1 C5 C10 C9 -179.54(16) . . . . ?
C6 C5 C10 C9 -54.7(2) . . . . ?
C8 C9 C10 N2 -67.0(3) . . . . ?
C8 C9 C10 C5 55.4(3) . . . . ?
C10 N2 C11 C12 -177.69(17) . . . . ?
Cu1 N2 C11 C12 -51.1(2) . . . . ?
N2 C11 C12 C13 74.3(3) . . . . ?
C15 N3 C13 C12 -179.48(18) . . . . ?
Cu1 N3 C13 C12 49.4(2) . . . . ?
C15 N3 C13 C14 -57.0(2) . . . . ?
Cu1 N3 C13 C14 171.87(15) . . . . ?
C11 C12 C13 N3 -72.1(3) . . . . ?
C11 C12 C13 C14 164.0(2) . . . . ?
C13 N3 C15 C20 -172.01(16) . . . . ?
Cu1 N3 C15 C20 -36.10(17) . . . . ?
C13 N3 C15 C16 -48.3(2) . . . . ?
Cu1 N3 C15 C16 87.61(16) . . . . ?
N3 C15 C16 C17 -175.18(16) . . . . ?
C20 C15 C16 C17 -54.4(2) . . . . ?
C15 C16 C17 C18 55.4(2) . . . . ?
C16 C17 C18 C19 -56.4(2) . . . . ?
C17 C18 C19 C20 56.7(2) . . . . ?
C1 N4 C20 C19 65.3(2) . . . . ?
Cu1 N4 C20 C19 -167.80(13) . . . . ?
C1 N4 C20 C15 -171.57(16) . . . . ?
Cu1 N4 C20 C15 -44.67(17) . . . . ?
C18 C19 C20 N4 66.3(2) . . . . ?
C18 C19 C20 C15 -55.5(2) . . . . ?
N3 C15 C20 N4 53.66(19) . . . . ?
C16 C15 C20 N4 -70.7(2) . . . . ?
N3 C15 C20 C19 178.63(16) . . . . ?
C16 C15 C20 C19 54.2(2) . . . . ?
Cu1 O1 C21 O2 26.0(3) . . . . ?
Cu1 O1 C21 C22 -156.58(13) . . . . ?
O1 C21 C22 C23 -131.3(2) . . . . ?
O2 C21 C22 C23 46.3(3) . . . . ?
O1 C21 C22 C24 45.1(3) . . . 2_665 ?
O2 C21 C22 C24 -137.2(2) . . . 2_665 ?
C24 C22 C23 C24 -0.9(4) 2_665 . . . ?
C21 C22 C23 C24 175.7(2) . . . . ?
C22 C23 C24 C22 0.9(4) . . . 2_665 ?
C22 C23 C24 C25 -165.9(4) . . . . ?
C22 C23 C24 C25A 170.9(4) . . . . ?
O4 C25 C24 C23 -53.8(5) . . . . ?
O3 C25 C24 C23 124.9(3) . . . . ?
O4 C25 C24 C22 139.7(3) . . . 2_665 ?
O3 C25 C24 C22 -41.6(5) . . . 2_665 ?
O4A C25A C24 C23 -56.6(10) . . . . ?
O3A C25A C24 C23 116.3(7) . . . . ?
O4A C25A C24 C22 113.1(9) . . . 2_665 ?
O3A C25A C24 C22 -74.0(9) . . . 2_665 ?
C35 N5 C26 C27 179.57(17) 2_675 . . . ?
Cu2 N5 C26 C27 -58.8(2) . . . . ?
N5 C26 C27 C28 74.9(2) . . . . ?
C30 N6 C28 C27 -177.99(17) . . . . ?
Cu2 N6 C28 C27 49.9(2) . . . . ?
C30 N6 C28 C29 -56.6(2) . . . . ?
Cu2 N6 C28 C29 171.28(13) . . . . ?
C26 C27 C28 N6 -67.0(2) . . . . ?
C26 C27 C28 C29 170.78(19) . . . . ?
C28 N6 C30 C35 -175.35(16) . . . . ?
Cu2 N6 C30 C35 -37.47(18) . . . . ?
C28 N6 C30 C31 -51.9(2) . . . . ?
Cu2 N6 C30 C31 85.95(17) . . . . ?
N6 C30 C31 C32 -177.51(16) . . . . ?
C35 C30 C31 C32 -56.9(2) . . . . ?
C30 C31 C32 C33 55.1(2) . . . . ?
C31 C32 C33 C34 -53.4(2) . . . . ?
C32 C33 C34 C35 53.6(2) . . . . ?
N6 C30 C35 N5 55.0(2) . . . 2_675 ?
C31 C30 C35 N5 -69.6(2) . . . 2_675 ?
N6 C30 C35 C34 -178.79(17) . . . . ?
C31 C30 C35 C34 56.6(2) . . . . ?
C33 C34 C35 N5 67.3(2) . . . 2_675 ?
C33 C34 C35 C30 -55.1(2) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N Cl1 1.00 2.80 3.6652(19) 144.8 .
N1 H1N O7 1.00 2.15 3.129(3) 164.6 .
N2 H2N O2 1.00 1.94 2.848(2) 148.9 .
N3 H3N O3 1.00 1.95 2.909(3) 159.5 2_665
N3 H3N O3A 1.00 2.16 3.065(10) 150.1 2_665
N4 H4N O8 1.00 2.23 3.147(2) 151.8 .
N5 H5N O3W 1.00 2.23 3.205(3) 165.2 2_665
N6 H6N O2W 1.00 1.95 2.953(3) 176.2 .
O1W H1WA O4 0.84 2.07 2.908(6) 179.2 .
O1W H1WA O4A 0.84 1.50 2.301(7) 159.6 .
O1W H1WB O2W 0.84 1.93 2.773(3) 178.5 .
O2W H2WB O2 0.84 1.83 2.670(2) 179.6 .
O2W H2WA N1S 0.84 1.94 2.780(9) 178.2 .
O3W H3WA O4W 0.84 2.02 2.778(5) 149.2 .
O3W H3WA O5W 0.84 2.18 3.018(5) 179.7 .
O3W H3WB N1S 0.84 1.92 2.758(7) 178.5 2_665
_refine_diff_density_max 0.726
_refine_diff_density_min -0.724
_refine_diff_density_rms 0.065