#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:47:55 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179674 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/26/4512657.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4512657
loop_
_publ_author_name
'Ferguson, Jayne L.'
'Fitchett, Christopher M.'
_publ_section_title
;
 N,N′-Dimethylene-2,2′-biimidazole---A Mimic of Carboxylate
 for the Formation of Complexes with Copper(I) And the Anion Directed
 Formation of a Solvent Pocket
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1280
_journal_paper_doi               10.1021/cg5016803
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety
'0.5(C32 H32 Cl2 Cu2 N16 O8), Cl O4, 0.25(C6 H6), 1.25(C2 H3 N)'
_chemical_formula_sum            'C20 H21.25 Cl2 Cu N9.25 O8'
_chemical_formula_weight         653.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-09-17
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.597(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.8116(5)
_cell_length_b                   18.5505(6)
_cell_length_c                   16.6880(5)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.37
_cell_measurement_theta_min      2.28
_cell_volume                     5255.9(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            120755
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.759
_diffrn_reflns_theta_min         1.098
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. 
wR2(int) was 0.0931 before and 0.0613 after correction. The Ratio 
of minimum to maximum transmission is 0.7851. The λ/2 correction 
factor is 0.0015.'
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       rod
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.325
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     784
_refine_ls_number_reflns         12328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0560P)²+10.2053P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1196
_refine_ls_wR_factor_ref         0.1426
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8304
_reflns_number_total             12328
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg5016803_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 4512656--4512665.cif.'
_cod_database_code               4512657
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-2
_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.
;
_shelx_estimated_absorpt_t_max   0.917
_shelx_estimated_absorpt_t_min   0.655
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H0AA(0.5) H0AB(0.5) H0AC(0.5) O77(0.66666) O76(0.66666)
 O72(0.66666) O74(0.33333) O75(0.33333) O73(0.33333) O63(0.5) O58(0.5) O62(0.5)
 O64(0.5) O60(0.5) O59(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C37(H37A,H37B), C36(H36A,H36B), C6(H6A,H6B), C19(H19A,H19B),
 C48(H48A,H48B), C18(H18A,H18B), C30(H30A,H30B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C12(H12), C4(H4), C11(H11), C24(H24), C35(H35), C29(H29), C42(H42),
 C23(H23), C41(H41), C47(H47), C34(H34), C79(H79), C80(H80), C46(H46), C78(H78),
  C17(H17), C28(H28), C16(H16)
3.c Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C86(H86A,H86B,H86C), C83(H83A,H83B,H83C)
;
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.53713(2) 0.21071(2) 0.34169(2) 0.02152(10) Uani 1 1 d . . . . .
Cu2 Cu 1.03427(2) 0.29729(3) 0.84245(3) 0.04024(13) Uani 1 1 d . . . . .
Cl49 Cl 0.61248(5) 0.21297(5) 0.56797(5) 0.03255(19) Uani 1 1 d . . . . .
Cl65 Cl 0.78997(5) 0.57452(5) 0.50433(5) 0.03205(19) Uani 1 1 d . . . . .
Cl57 Cl 1.09547(6) 0.29701(5) 1.06409(6) 0.0452(2) Uani 1 1 d . . . . .
N1 N 0.49620(15) 0.11112(14) 0.34338(16) 0.0236(5) Uani 1 1 d . . . . .
N10 N 0.70963(15) 0.09193(15) 0.28144(18) 0.0298(6) Uani 1 1 d . . . . .
N8 N 0.63281(14) 0.16933(14) 0.31973(16) 0.0242(6) Uani 1 1 d . . . . .
N20 N 0.57855(16) 0.30936(14) 0.33237(17) 0.0278(6) Uani 1 1 d . . . . .
N33 N 0.80607(16) 0.24966(17) 0.83847(19) 0.0333(7) Uani 1 1 d . . . . .
N13 N 0.43683(16) 0.25186(16) 0.35188(17) 0.0292(6) Uani 1 1 d . . . . .
N40 N 0.76116(16) 0.35211(17) 0.71394(18) 0.0334(7) Uani 1 1 d . . . . .
C5 C 0.5315(2) 0.05713(18) 0.3994(2) 0.0286(7) Uani 1 1 d . . . . .
H5 H 0.5820 0.0594 0.4372 0.034 Uiso 1 1 calc R . . . .
N3 N 0.41405(16) 0.01952(15) 0.32853(17) 0.0289(6) Uani 1 1 d . . . . .
N22 N 0.65883(19) 0.38894(17) 0.3046(2) 0.0444(8) Uani 1 1 d . . . . .
O50 O 0.6085(2) 0.20639(17) 0.48222(17) 0.0577(8) Uani 1 1 d . . . A 1
C7 C 0.7280(2) 0.0334(2) 0.2314(2) 0.0382(9) Uani 1 1 d . . . . .
H7A H 0.7759 0.0092 0.2636 0.046 Uiso 1 1 calc R . . . .
H7B H 0.7365 0.0530 0.1809 0.046 Uiso 1 1 calc R . . . .
C2 C 0.42571(18) 0.08565(17) 0.30091(19) 0.0248(6) Uani 1 1 d . . . . .
O51 O 0.59269(19) 0.28443(16) 0.58593(19) 0.0539(8) Uani 1 1 d . . . . .
C12 C 0.70971(19) 0.17960(19) 0.3689(2) 0.0312(7) Uani 1 1 d . . . . .
H12 H 0.7264 0.2139 0.4113 0.037 Uiso 1 1 calc R . . . .
C37 C 0.71078(19) 0.3417(2) 0.7681(2) 0.0352(8) Uani 1 1 d . . . . .
H37A H 0.6561 0.3490 0.7357 0.042 Uiso 1 1 calc R . . . .
H37B H 0.7244 0.3767 0.8134 0.042 Uiso 1 1 calc R . . . .
C9 C 0.63549(18) 0.11668(17) 0.26662(19) 0.0245(6) Uani 1 1 d . . . . .
N38 N 1.13245(17) 0.3393(2) 0.8265(2) 0.0438(8) Uani 1 1 d . . . . .
C21 C 0.61294(19) 0.33086(18) 0.2760(2) 0.0320(8) Uani 1 1 d . . . . .
O67 O 0.78770(18) 0.53577(15) 0.42934(19) 0.0532(8) Uani 1 1 d . . . . .
C36 C 0.72161(18) 0.2662(2) 0.8041(2) 0.0348(8) Uani 1 1 d . . . . .
H36A H 0.6967 0.2623 0.8483 0.042 Uiso 1 1 calc R . . . .
H36B H 0.6967 0.2317 0.7605 0.042 Uiso 1 1 calc R . . . .
C14 C 0.3887(2) 0.3003(2) 0.3035(2) 0.0333(8) Uani 1 1 d . . . . .
N25 N 1.07400(17) 0.1979(2) 0.8328(2) 0.0449(8) Uani 1 1 d . . . . .
O68 O 0.73342(17) 0.54308(16) 0.5398(2) 0.0543(8) Uani 1 1 d . . . . .
C4 C 0.4817(2) 0.00065(19) 0.3910(2) 0.0327(8) Uani 1 1 d . . . . .
H4 H 0.4911 -0.0422 0.4213 0.039 Uiso 1 1 calc R . . . .
C11 C 0.7570(2) 0.1320(2) 0.3459(2) 0.0374(8) Uani 1 1 d . . . . .
H11 H 0.8113 0.1273 0.3693 0.045 Uiso 1 1 calc R . . . .
N31 N 0.93209(16) 0.25492(19) 0.8469(2) 0.0393(7) Uani 1 1 d . . . . .
O69 O 0.76927(19) 0.64836(15) 0.4830(2) 0.0553(8) Uani 1 1 d . . . . .
C32 C 0.8594(2) 0.2766(2) 0.8039(2) 0.0351(8) Uani 1 1 d . . . . .
N27 N 1.0736(2) 0.0813(2) 0.8072(2) 0.0528(9) Uani 1 1 d . . . . .
C44 C 0.9899(2) 0.4488(2) 0.7886(2) 0.0418(9) Uani 1 1 d . . . . .
O61 O 1.01710(18) 0.31741(19) 1.0659(2) 0.0623(9) Uani 1 1 d . . . . .
C6 C 0.3398(2) -0.0199(2) 0.2922(2) 0.0374(8) Uani 1 1 d . . . . .
H6A H 0.3320 -0.0543 0.3327 0.045 Uiso 1 1 calc R . . . .
H6B H 0.3419 -0.0462 0.2427 0.045 Uiso 1 1 calc R . . . .
N43 N 0.98823(17) 0.3953(2) 0.8408(2) 0.0422(8) Uani 1 1 d . . . . .
N45 N 0.96729(18) 0.5115(2) 0.8147(2) 0.0452(8) Uani 1 1 d . . . . .
C24 C 0.6026(2) 0.35760(19) 0.3982(2) 0.0376(8) Uani 1 1 d . . . . .
H24 H 0.5870 0.3564 0.4466 0.045 Uiso 1 1 calc R . . . .
C39 C 0.83296(19) 0.3217(2) 0.7311(2) 0.0350(8) Uani 1 1 d . . . . .
C35 C 0.9225(2) 0.2097(2) 0.9085(3) 0.0413(9) Uani 1 1 d . . . . .
H35 H 0.9629 0.1849 0.9470 0.050 Uiso 1 1 calc R . . . .
N15 N 0.33102(19) 0.3186(2) 0.3362(2) 0.0527(10) Uani 1 1 d . . . . .
C29 C 1.1407(2) 0.1669(3) 0.8864(3) 0.0533(12) Uani 1 1 d . . . . .
H29 H 1.1799 0.1917 0.9266 0.064 Uiso 1 1 calc R . . . .
C42 C 1.1842(2) 0.3855(2) 0.8812(3) 0.0466(10) Uani 1 1 d . . . . .
H42 H 1.1754 0.4076 0.9275 0.056 Uiso 1 1 calc R . . . .
C23 C 0.6520(2) 0.4066(2) 0.3821(3) 0.0462(10) Uani 1 1 d . . . . .
H23 H 0.6765 0.4446 0.4164 0.055 Uiso 1 1 calc R . . . .
C41 C 0.7501(2) 0.3937(2) 0.6430(2) 0.0406(9) Uani 1 1 d . . . . .
H41 H 0.7064 0.4219 0.6169 0.049 Uiso 1 1 calc R . . . .
C47 C 0.9607(2) 0.4258(2) 0.9017(2) 0.0436(10) Uani 1 1 d . . . . .
H47 H 0.9524 0.4010 0.9467 0.052 Uiso 1 1 calc R . . . .
C26 C 1.0359(2) 0.1449(3) 0.7845(2) 0.0446(10) Uani 1 1 d . . . . .
C19 C 0.7050(3) 0.4235(3) 0.2556(3) 0.0685(16) Uani 1 1 d . . . . .
H19A H 0.7491 0.4495 0.2928 0.082 Uiso 1 1 calc R . . . .
H19B H 0.6723 0.4576 0.2161 0.082 Uiso 1 1 calc R . . . .
C34 C 0.8452(2) 0.2067(2) 0.9045(2) 0.0393(9) Uani 1 1 d . . . . .
H34 H 0.8233 0.1807 0.9396 0.047 Uiso 1 1 calc R . . . .
C79 C 0.9195(2) 0.0090(2) 0.4708(3) 0.0529(11) Uani 1 1 d . . . . .
H79 H 0.8651 0.0152 0.4512 0.064 Uiso 1 1 calc R . . . .
C48 C 0.9658(3) 0.5793(3) 0.7685(3) 0.0538(11) Uani 1 1 d . . . . .
H48A H 0.9705 0.6200 0.8062 0.065 Uiso 1 1 calc R . . . .
H48B H 0.9163 0.5835 0.7239 0.065 Uiso 1 1 calc R . . . .
C80 C 0.9682(3) 0.0554(2) 0.4444(3) 0.0533(11) Uani 1 1 d . . . . .
H80 H 0.9468 0.0925 0.4071 0.064 Uiso 1 1 calc R . . . .
O52 O 0.6864(2) 0.1913(2) 0.6211(2) 0.0797(12) Uani 1 1 d . . . B 1
C46 C 0.9475(2) 0.4967(3) 0.8865(3) 0.0485(11) Uani 1 1 d . . . . .
H46 H 0.9287 0.5293 0.9183 0.058 Uiso 1 1 calc R . . . .
C78 C 0.9510(3) -0.0461(2) 0.5260(3) 0.0525(11) Uani 1 1 d . . . . .
H78 H 0.9179 -0.0771 0.5434 0.063 Uiso 1 1 calc R . . . .
C17 C 0.4066(2) 0.2381(2) 0.4174(2) 0.0432(10) Uani 1 1 d . . . . .
H17 H 0.4275 0.2058 0.4610 0.052 Uiso 1 1 calc R . . . .
O53 O 0.5533(2) 0.16574(19) 0.5814(2) 0.0768(11) Uani 1 1 d . . . C 1
O66 O 0.86634(18) 0.5706(2) 0.5625(2) 0.0774(11) Uani 1 1 d . . . . .
C28 C 1.1407(3) 0.0953(3) 0.8719(3) 0.0610(13) Uani 1 1 d . . . . .
H28 H 1.1786 0.0620 0.9001 0.073 Uiso 1 1 calc R . . . .
C16 C 0.3418(2) 0.2791(3) 0.4082(3) 0.0601(14) Uani 1 1 d . . . . .
H16 H 0.3105 0.2803 0.4438 0.072 Uiso 1 1 calc R . . . .
C18 C 0.2654(3) 0.3661(4) 0.2912(3) 0.0786(19) Uani 1 1 d . . . . .
H18A H 0.2427 0.3885 0.3310 0.094 Uiso 1 1 calc R . . . .
H18B H 0.2247 0.3380 0.2519 0.094 Uiso 1 1 calc R . . . .
Cl70 Cl 0.70185(5) 0.92203(5) 0.48160(6) 0.0392(2) Uani 1 1 d . . . . .
O71 O 0.7716(2) 0.8993(3) 0.5396(3) 0.1136(19) Uani 1 1 d . . . . .
C85 C 0.1096(3) 0.1871(3) 0.3046(3) 0.0579(12) Uani 1 1 d . . . . .
C1 C 0.5000 0.2366(6) 0.7500 0.074(2) Uani 1 2 d S T P . .
C30 C 1.0441(3) 0.0142(3) 0.7630(3) 0.0705(14) Uani 1 1 d . . . . .
H30A H 1.0643 -0.0265 0.7996 0.085 Uiso 1 1 calc R . . . .
H30B H 1.0620 0.0098 0.7138 0.085 Uiso 1 1 calc R . . . .
N3AA N 0.5000 0.2977(5) 0.7500 0.116(3) Uani 1 2 d S T P . .
C0AA C 0.5000 0.1604(4) 0.7500 0.079(2) Uani 1 2 d S T P . .
H0AA H 0.5300 0.1431 0.7148 0.119 Uiso 0.5 1 calc GR . . D -1
H0AB H 0.4468 0.1431 0.7289 0.119 Uiso 0.5 1 calc GR . . D -1
H0AC H 0.5232 0.1431 0.8063 0.119 Uiso 0.5 1 calc GR . . D -1
C86 C 0.1118(5) 0.2424(3) 0.3618(5) 0.108(2) Uani 1 1 d . . . . .
H86A H 0.1141 0.2880 0.3355 0.162 Uiso 1 1 calc GR . . . .
H86B H 0.1575 0.2368 0.4098 0.162 Uiso 1 1 calc GR . . . .
H86C H 0.0653 0.2404 0.3794 0.162 Uiso 1 1 calc GR . . . .
N84 N 0.1107(5) 0.1430(4) 0.2589(4) 0.135(3) Uani 1 1 d . . . . .
C82 C 0.5134(3) 0.4460(4) 0.6011(6) 0.108(3) Uani 1 1 d . . . . .
C83 C 0.4451(3) 0.4043(4) 0.5755(6) 0.121(3) Uani 1 1 d . . . . .
H83A H 0.4056 0.4295 0.5327 0.182 Uiso 1 1 calc GR . . . .
H83B H 0.4262 0.3954 0.6227 0.182 Uiso 1 1 calc GR . . . .
H83C H 0.4566 0.3592 0.5535 0.182 Uiso 1 1 calc GR . . . .
N81 N 0.5680(4) 0.4788(4) 0.6196(7) 0.183(4) Uani 1 1 d . . . . .
O77 O 0.6451(4) 0.9403(4) 0.5211(4) 0.057(2) Uani 0.6667 1 d . . . E 2
O76 O 0.7111(4) 0.9735(5) 0.4242(6) 0.099(3) Uani 0.6667 1 d . . . E 2
O72 O 0.6801(5) 0.8555(5) 0.4403(7) 0.134(4) Uani 0.6667 1 d . . . E 2
O74 O 0.7125(9) 0.9946(7) 0.5144(12) 0.127(7) Uani 0.3333 1 d . . . E 1
O75 O 0.7039(15) 0.9222(15) 0.4029(9) 0.149(11) Uani 0.3333 1 d . . . E 1
O73 O 0.6269(9) 0.9087(13) 0.4840(15) 0.146(11) Uani 0.3333 1 d . . . E 1
O63 O 1.0963(3) 0.2180(3) 1.0588(4) 0.0471(14) Uani 0.5 1 d . . . F 1
O58 O 1.0960(4) 0.3221(4) 0.9797(4) 0.057(2) Uani 0.5 1 d . . . F 1
O62 O 1.0978(4) 0.2727(5) 0.9909(4) 0.0595(19) Uani 0.5 1 d . . . F 2
O64 O 1.1527(5) 0.3215(4) 1.1241(5) 0.079(3) Uani 0.5 1 d . . . F 1
O60 O 1.1430(4) 0.3638(5) 1.0873(6) 0.080(2) Uani 0.5 1 d . . . F 2
O59 O 1.1289(6) 0.2503(5) 1.1351(6) 0.105(3) Uani 0.5 1 d . . . F 2
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'
Cl Cl 0.1484 0.1585 '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'
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'
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
N1 Cu1 Cu1 87.90(7) . 2_655
N1 Cu1 N8 88.98(11) . .
N1 Cu1 N20 176.22(11) . .
N1 Cu1 N13 90.72(11) . .
N1 Cu1 O50 92.58(11) . .
N8 Cu1 Cu1 87.11(7) . 2_655
N8 Cu1 O50 86.26(11) . .
N20 Cu1 Cu1 88.82(8) . 2_655
N20 Cu1 N8 88.98(11) . .
N20 Cu1 N13 91.00(11) . .
N20 Cu1 O50 90.46(12) . .
N13 Cu1 Cu1 87.48(8) . 2_655
N13 Cu1 N8 174.59(11) . .
N13 Cu1 O50 99.16(11) . .
O50 Cu1 Cu1 173.33(9) . 2_655
N38 Cu2 Cu2 87.90(9) . 2_756
N38 Cu2 O58 83.0(2) . .
N38 Cu2 O62 92.98(19) . .
N25 Cu2 Cu2 87.73(9) . 2_756
N25 Cu2 N38 90.24(14) . .
N25 Cu2 N31 89.35(13) . .
N25 Cu2 O58 101.1(2) . .
N25 Cu2 O62 80.9(2) . .
N31 Cu2 Cu2 86.87(9) . 2_756
N31 Cu2 N38 174.76(13) . .
N31 Cu2 O58 102.2(2) . .
N31 Cu2 O62 92.11(19) . .
N43 Cu2 Cu2 86.96(9) . 2_756
N43 Cu2 N38 90.85(14) . .
N43 Cu2 N25 174.53(13) . .
N43 Cu2 N31 89.08(13) . .
N43 Cu2 O58 84.3(2) . .
N43 Cu2 O62 104.4(2) . .
O58 Cu2 Cu2 167.31(16) . 2_756
O62 Cu2 Cu2 168.63(18) . 2_756
O50 Cl49 O51 110.63(19) . .
O50 Cl49 O53 106.8(2) . .
O51 Cl49 O53 107.1(2) . .
O52 Cl49 O50 111.3(2) . .
O52 Cl49 O51 112.1(2) . .
O52 Cl49 O53 108.6(3) . .
O67 Cl65 O68 108.52(18) . .
O67 Cl65 O69 108.99(19) . .
O69 Cl65 O68 109.26(18) . .
O66 Cl65 O67 109.9(2) . .
O66 Cl65 O68 110.2(2) . .
O66 Cl65 O69 109.9(2) . .
O61 Cl57 O63 106.7(3) . .
O61 Cl57 O58 102.6(3) . .
O61 Cl57 O60 104.6(3) . .
O63 Cl57 O58 104.6(4) . .
O62 Cl57 O61 114.1(3) . .
O62 Cl57 O60 110.6(5) . .
O62 Cl57 O59 115.9(5) . .
O64 Cl57 O61 115.8(5) . .
O64 Cl57 O63 112.4(4) . .
O64 Cl57 O58 113.6(5) . .
O59 Cl57 O61 107.4(4) . .
O59 Cl57 O60 103.1(6) . .
C5 N1 Cu1 126.0(2) . .
C2 N1 Cu1 127.9(2) . .
C2 N1 C5 105.4(3) . .
C9 N10 C7 121.5(3) . .
C9 N10 C11 107.3(3) . .
C11 N10 C7 131.2(3) . .
C12 N8 Cu1 125.8(2) . .
C9 N8 Cu1 127.5(2) . .
C9 N8 C12 105.6(3) . .
C21 N20 Cu1 126.2(2) . .
C21 N20 C24 105.7(3) . .
C24 N20 Cu1 124.4(2) . .
C32 N33 C36 121.8(3) . .
C32 N33 C34 107.9(3) . .
C34 N33 C36 130.3(3) . .
C14 N13 Cu1 129.3(2) . .
C14 N13 C17 105.8(3) . .
C17 N13 Cu1 124.7(3) . .
C39 N40 C37 122.2(3) . .
C39 N40 C41 107.3(3) . .
C41 N40 C37 130.5(3) . .
N1 C5 H5 125.1 . .
C4 C5 N1 109.9(3) . .
C4 C5 H5 125.1 . .
C2 N3 C4 107.5(3) . .
C2 N3 C6 121.5(3) . .
C4 N3 C6 131.0(3) . .
C21 N22 C23 107.9(3) . .
C21 N22 C19 122.1(4) . .
C23 N22 C19 130.0(4) . .
Cl49 O50 Cu1 150.2(2) . .
N10 C7 H7A 109.8 . .
N10 C7 H7B 109.8 . .
N10 C7 C6 109.4(3) . 2_655
H7A C7 H7B 108.2 . .
C6 C7 H7A 109.8 2_655 .
C6 C7 H7B 109.8 2_655 .
N1 C2 N3 111.1(3) . .
N1 C2 C9 130.5(3) . 2_655
N3 C2 C9 118.4(3) . 2_655
N8 C12 H12 125.3 . .
C11 C12 N8 109.4(3) . .
C11 C12 H12 125.3 . .
N40 C37 H37A 109.7 . .
N40 C37 H37B 109.7 . .
N40 C37 C36 109.8(3) . .
H37A C37 H37B 108.2 . .
C36 C37 H37A 109.7 . .
C36 C37 H37B 109.7 . .
N10 C9 C2 118.6(3) . 2_655
N8 C9 N10 111.0(3) . .
N8 C9 C2 130.4(3) . 2_655
C39 N38 Cu2 127.8(3) 2_756 .
C39 N38 C42 105.5(3) 2_756 .
C42 N38 Cu2 126.1(2) . .
N20 C21 N22 110.4(3) . .
N20 C21 C14 130.6(3) . 2_655
N22 C21 C14 118.9(3) . 2_655
N33 C36 C37 109.9(3) . .
N33 C36 H36A 109.7 . .
N33 C36 H36B 109.7 . .
C37 C36 H36A 109.7 . .
C37 C36 H36B 109.7 . .
H36A C36 H36B 108.2 . .
N13 C14 C21 131.0(3) . 2_655
N13 C14 N15 110.7(3) . .
N15 C14 C21 118.2(3) . 2_655
C29 N25 Cu2 126.1(3) . .
C26 N25 Cu2 127.3(3) . .
C26 N25 C29 105.6(4) . .
C5 C4 N3 106.1(3) . .
C5 C4 H4 126.9 . .
N3 C4 H4 126.9 . .
N10 C11 H11 126.6 . .
C12 C11 N10 106.7(3) . .
C12 C11 H11 126.6 . .
C32 N31 Cu2 127.2(3) . .
C32 N31 C35 105.4(3) . .
C35 N31 Cu2 125.8(2) . .
N33 C32 C39 119.1(3) . .
N31 C32 N33 110.6(3) . .
N31 C32 C39 130.3(3) . .
C26 N27 C28 107.2(4) . .
C26 N27 C30 122.0(4) . .
C28 N27 C30 130.7(4) . .
N43 C44 C44 130.5(2) . 2_756
N43 C44 N45 111.4(3) . .
N45 C44 C44 118.1(2) . 2_756
N3 C6 C7 109.2(3) . 2_655
N3 C6 H6A 109.8 . .
N3 C6 H6B 109.8 . .
C7 C6 H6A 109.8 2_655 .
C7 C6 H6B 109.8 2_655 .
H6A C6 H6B 108.3 . .
C44 N43 Cu2 127.0(3) . .
C44 N43 C47 105.1(3) . .
C47 N43 Cu2 127.0(3) . .
C44 N45 C48 121.9(3) . .
C44 N45 C46 107.0(4) . .
C46 N45 C48 131.1(4) . .
N20 C24 H24 125.0 . .
C23 C24 N20 110.1(4) . .
C23 C24 H24 125.0 . .
N40 C39 C32 118.2(3) . .
N38 C39 N40 111.1(3) 2_756 .
N38 C39 C32 130.7(3) 2_756 .
N31 C35 H35 125.0 . .
C34 C35 N31 110.0(3) . .
C34 C35 H35 125.0 . .
C14 N15 C16 107.5(3) . .
C14 N15 C18 121.9(4) . .
C16 N15 C18 130.2(4) . .
N25 C29 H29 125.1 . .
C28 C29 N25 109.9(4) . .
C28 C29 H29 125.1 . .
N38 C42 H42 125.1 . .
C41 C42 N38 109.7(3) 2_756 .
C41 C42 H42 125.1 2_756 .
N22 C23 H23 127.0 . .
C24 C23 N22 106.0(3) . .
C24 C23 H23 127.0 . .
N40 C41 H41 126.9 . .
C42 C41 N40 106.3(3) 2_756 .
C42 C41 H41 126.9 2_756 .
N43 C47 H47 124.9 . .
C46 C47 N43 110.1(4) . .
C46 C47 H47 124.9 . .
N25 C26 N27 111.0(3) . .
N25 C26 C26 131.0(2) . 2_756
N27 C26 C26 118.0(3) . 2_756
N22 C19 H19A 109.9 . .
N22 C19 H19B 109.9 . .
N22 C19 C18 108.8(4) . 2_655
H19A C19 H19B 108.3 . .
C18 C19 H19A 109.9 2_655 .
C18 C19 H19B 109.9 2_655 .
N33 C34 H34 127.0 . .
C35 C34 N33 106.0(3) . .
C35 C34 H34 127.0 . .
C80 C79 H79 119.8 . .
C78 C79 H79 119.8 . .
C78 C79 C80 120.4(4) . .
N45 C48 C48 108.8(3) . 2_756
N45 C48 H48A 109.9 . .
N45 C48 H48B 109.9 . .
C48 C48 H48A 109.9 2_756 .
C48 C48 H48B 109.9 2_756 .
H48A C48 H48B 108.3 . .
C79 C80 H80 120.2 . .
C78 C80 C79 119.6(4) 3_756 .
C78 C80 H80 120.2 3_756 .
N45 C46 H46 126.9 . .
C47 C46 N45 106.3(4) . .
C47 C46 H46 126.9 . .
C79 C78 C80 120.0(4) . 3_756
C79 C78 H78 120.0 . .
C80 C78 H78 120.0 3_756 .
N13 C17 H17 125.4 . .
C16 C17 N13 109.3(4) . .
C16 C17 H17 125.4 . .
N27 C28 H28 126.9 . .
C29 C28 N27 106.2(4) . .
C29 C28 H28 126.9 . .
N15 C16 H16 126.6 . .
C17 C16 N15 106.8(3) . .
C17 C16 H16 126.6 . .
N15 C18 C19 109.8(4) . 2_655
N15 C18 H18A 109.7 . .
N15 C18 H18B 109.7 . .
C19 C18 H18A 109.7 2_655 .
C19 C18 H18B 109.7 2_655 .
H18A C18 H18B 108.2 . .
O71 Cl70 O77 111.4(3) . .
O71 Cl70 O76 114.8(4) . .
O71 Cl70 O72 97.4(5) . .
O71 Cl70 O74 91.9(6) . .
O77 Cl70 O72 108.0(4) . .
O76 Cl70 O77 114.1(5) . .
O76 Cl70 O72 109.6(6) . .
O75 Cl70 O71 113.9(9) . .
O75 Cl70 O74 109.6(14) . .
O75 Cl70 O73 110.4(16) . .
O73 Cl70 O71 126.8(9) . .
O73 Cl70 O74 100.0(13) . .
N84 C85 C86 177.5(7) . .
N3AA C1 C0AA 180.0 . .
N27 C30 C30 109.4(3) . 2_756
N27 C30 H30A 109.8 . .
N27 C30 H30B 109.8 . .
C30 C30 H30A 109.8 2_756 .
C30 C30 H30B 109.8 2_756 .
H30A C30 H30B 108.2 . .
C1 C0AA H0AA 109.5 . .
C1 C0AA H0AB 109.5 . .
C1 C0AA H0AC 109.5 . .
H0AA C0AA H0AB 109.5 . .
H0AA C0AA H0AC 109.5 . .
H0AB C0AA H0AC 109.5 . .
C85 C86 H86A 109.5 . .
C85 C86 H86B 109.5 . .
C85 C86 H86C 109.5 . .
H86A C86 H86B 109.5 . .
H86A C86 H86C 109.5 . .
H86B C86 H86C 109.5 . .
N81 C82 C83 178.3(12) . .
C82 C83 H83A 109.5 . .
C82 C83 H83B 109.5 . .
C82 C83 H83C 109.5 . .
H83A C83 H83B 109.5 . .
H83A C83 H83C 109.5 . .
H83B C83 H83C 109.5 . .
Cl57 O58 Cu2 138.9(4) . .
Cl57 O62 Cu2 138.3(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 Cu1 2.9441(7) 2_655
Cu1 N1 1.989(3) .
Cu1 N8 2.001(3) .
Cu1 N20 1.997(3) .
Cu1 N13 1.997(3) .
Cu1 O50 2.306(3) .
Cu2 Cu2 2.9555(9) 2_756
Cu2 N38 2.004(3) .
Cu2 N25 1.999(4) .
Cu2 N31 2.004(3) .
Cu2 N43 1.991(4) .
Cu2 O58 2.267(7) .
Cu2 O62 2.434(7) .
Cl49 O50 1.417(3) .
Cl49 O51 1.427(3) .
Cl49 O52 1.405(3) .
Cl49 O53 1.439(3) .
Cl65 O67 1.433(3) .
Cl65 O68 1.437(3) .
Cl65 O69 1.435(3) .
Cl65 O66 1.414(3) .
Cl57 O61 1.455(3) .
Cl57 O63 1.468(5) .
Cl57 O58 1.486(6) .
Cl57 O62 1.315(6) .
Cl57 O64 1.277(8) .
Cl57 O60 1.484(8) .
Cl57 O59 1.444(7) .
N1 C5 1.385(4) .
N1 C2 1.328(4) .
N10 C7 1.465(4) .
N10 C9 1.348(4) .
N10 C11 1.368(4) .
N8 C12 1.381(4) .
N8 C9 1.329(4) .
N20 C21 1.330(4) .
N20 C24 1.381(4) .
N33 C36 1.471(4) .
N33 C32 1.348(4) .
N33 C34 1.369(5) .
N13 C14 1.333(4) .
N13 C17 1.381(4) .
N40 C37 1.466(4) .
N40 C39 1.347(4) .
N40 C41 1.377(5) .
C5 H5 0.9300 .
C5 C4 1.353(5) .
N3 C2 1.348(4) .
N3 C4 1.379(4) .
N3 C6 1.472(4) .
N22 C21 1.350(4) .
N22 C23 1.374(5) .
N22 C19 1.471(5) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C7 C6 1.519(5) 2_655
C2 C9 1.431(4) 2_655
C12 H12 0.9300 .
C12 C11 1.355(5) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C37 C36 1.514(5) .
C9 C2 1.431(4) 2_655
N38 C39 1.331(4) 2_756
N38 C42 1.380(5) .
C21 C14 1.434(5) 2_655
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C14 C21 1.434(5) 2_655
C14 N15 1.345(4) .
N25 C29 1.378(5) .
N25 C26 1.320(5) .
C4 H4 0.9300 .
C11 H11 0.9300 .
N31 C32 1.338(4) .
N31 C35 1.377(5) .
C32 C39 1.432(5) .
N27 C26 1.353(5) .
N27 C28 1.371(6) .
N27 C30 1.461(6) .
C44 C44 1.439(7) 2_756
C44 N43 1.326(5) .
C44 N45 1.345(5) .
C6 C7 1.519(5) 2_655
C6 H6A 0.9700 .
C6 H6B 0.9700 .
N43 C47 1.376(5) .
N45 C48 1.472(6) .
N45 C46 1.375(5) .
C24 H24 0.9300 .
C24 C23 1.347(5) .
C39 N38 1.331(4) 2_756
C35 H35 0.9300 .
C35 C34 1.360(5) .
N15 C16 1.369(6) .
N15 C18 1.476(5) .
C29 H29 0.9300 .
C29 C28 1.351(7) .
C42 H42 0.9300 .
C42 C41 1.356(5) 2_756
C23 H23 0.9300 .
C41 C42 1.356(5) 2_756
C41 H41 0.9300 .
C47 H47 0.9300 .
C47 C46 1.348(6) .
C26 C26 1.440(8) 2_756
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C19 C18 1.506(8) 2_655
C34 H34 0.9300 .
C79 H79 0.9300 .
C79 C80 1.386(6) .
C79 C78 1.378(6) .
C48 C48 1.524(8) 2_756
C48 H48A 0.9700 .
C48 H48B 0.9700 .
C80 H80 0.9300 .
C80 C78 1.384(6) 3_756
C46 H46 0.9300 .
C78 C80 1.384(6) 3_756
C78 H78 0.9300 .
C17 H17 0.9300 .
C17 C16 1.352(6) .
C28 H28 0.9300 .
C16 H16 0.9300 .
C18 C19 1.506(8) 2_655
C18 H18A 0.9700 .
C18 H18B 0.9700 .
Cl70 O71 1.389(4) .
Cl70 O77 1.405(6) .
Cl70 O76 1.398(6) .
Cl70 O72 1.410(6) .
Cl70 O74 1.444(12) .
Cl70 O75 1.324(13) .
Cl70 O73 1.370(16) .
C85 C86 1.393(8) .
C85 N84 1.122(7) .
C1 N3AA 1.132(11) .
C1 C0AA 1.415(12) .
C30 C30 1.498(10) 2_756
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C0AA H0AA 0.9600 .
C0AA H0AB 0.9600 .
C0AA H0AC 0.9600 .
C86 H86A 0.9600 .
C86 H86B 0.9600 .
C86 H86C 0.9600 .
C82 C83 1.395(8) .
C82 N81 1.109(8) .
C83 H83A 0.9600 .
C83 H83B 0.9600 .
C83 H83C 0.9600 .
