#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/12/7201243.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_7201243
loop_
_publ_author_name
'Colacio, Enrique'
'Aouryaghal, Hakima'
'Mota, Antonio J.'
'Cano, Joan'
'Sillanpää, Reijo'
'Rodríguez-Diéguez, A.'
_publ_section_title
;
 Anion encapsulation promoted by anion⋯π interactions in
 rationally designed hexanuclear antiferromagnetic wheels: synthesis,
 structure and magnetic properties
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              2054
_journal_paper_doi               10.1039/b906382j
_journal_volume                  11
_journal_year                    2009
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C39 H75 Cl Cu4 N14 O7, 4(Cl O4), 4.5(H2 O)'
_chemical_formula_sum            'C39 H84 Cl5 Cu4 N14 O27.5'
_chemical_formula_weight         1620.61
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2008-12-02T13:40:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 114.6400(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   43.2705(9)
_cell_length_b                   7.95110(10)
_cell_length_c                   20.8778(4)
_cell_measurement_reflns_used    15718
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407
_cell_measurement_wavelength     0.71073
_cell_volume                     6528.9(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.053
_diffrn_reflns_limit_h_max       53
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            23679
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         2.61
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_correction_T_min  0.603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             3348
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.97
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         6377
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0542P)²+23.8481P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1218
_reflns_number_gt                5016
_reflns_number_total             6377
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b906382j.txt
_cod_data_source_block           h127s
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C39 H84 Cl5 Cu4 N14 O27.50'
_cod_database_code               7201243
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.830769(11) 0.18863(5) 0.68578(2) 0.02218(13) Uani 1 1 d U E .
Cu2 Cu 0.935662(11) -0.09498(5) 0.63323(2) 0.01937(13) Uani 1 1 d . . .
Cl1 Cl 0.7949(2) -0.0315(12) 0.6044(6) 0.0386(13) Uani 0.5 1 d P . .
O1 O 0.85537(7) 0.2215(4) 0.62641(15) 0.0340(7) Uani 1 1 d . . .
O2 O 0.89883(6) 0.1280(3) 0.60459(13) 0.0253(6) Uani 1 1 d . . .
O3 O 0.7956(7) -0.009(3) 0.6184(14) 0.035(4) Uani 0.5 1 d PU . .
O4 O 0.97532(6) -0.2819(3) 0.70165(13) 0.0245(6) Uani 1 1 d . . .
O13A O 0.7232(2) -0.1643(14) 0.5897(6) 0.044(3) Uani 0.503(5) 1 d P . .
O14A O 0.7907(2) -0.0780(11) 0.4527(4) 0.047(2) Uani 0.497(5) 1 d P . .
Cl2 Cl 0.93825(3) 0.33546(13) 0.82949(6) 0.0363(3) Uani 1 1 d . A 2
Cl3 Cl 0.83399(3) 0.29364(12) 0.40535(5) 0.0393(3) Uani 1 1 d D B 2
O5 O 0.92184(10) 0.3626(5) 0.75536(18) 0.0580(10) Uani 1 1 d . A 2
O6 O 0.91586(13) 0.3672(6) 0.8612(3) 0.0963(18) Uani 1 1 d . A 2
O7 O 0.95059(9) 0.1669(4) 0.84290(19) 0.0562(9) Uani 1 1 d . A 2
O8 O 0.96612(12) 0.4489(5) 0.8562(2) 0.0824(13) Uani 1 1 d . A 2
O9 O 0.84014(11) 0.1217(4) 0.4262(2) 0.0635(11) Uani 1 1 d D B 2
O10A O 0.8247(3) 0.3825(11) 0.4534(4) 0.056(3) Uiso 0.492(11) 1 d PD B 2
O10B O 0.8363(3) 0.4161(11) 0.4569(4) 0.064(3) Uiso 0.508(11) 1 d PD B 2
O11A O 0.8182(2) 0.3159(11) 0.3338(4) 0.071(3) Uiso 0.492(11) 1 d PD B 2
O11B O 0.7993(2) 0.3099(9) 0.3462(4) 0.061(3) Uiso 0.508(11) 1 d PD B 2
O12A O 0.8690(2) 0.3540(12) 0.4178(6) 0.080(3) Uiso 0.492(11) 1 d PD B 2
O12B O 0.8540(3) 0.3460(12) 0.3722(6) 0.078(3) Uiso 0.508(11) 1 d P B 2
O16 O 1.0206(4) 0.460(2) 0.9923(11) 0.088(6) Uani 0.25 1 d P C 2
O13B O 0.7339(3) -0.1134(15) 0.6045(7) 0.048(3) Uani 0.503(5) 1 d P D 1
O14B O 0.7949(2) -0.0363(11) 0.4869(4) 0.045(2) Uani 0.497(5) 1 d P D 1
N1 N 0.87020(8) 0.0136(4) 0.73445(16) 0.0235(7) Uani 1 1 d . . .
N3 N 0.91331(7) -0.1086(4) 0.70708(16) 0.0216(7) Uani 1 1 d . . .
N4 N 0.80669(10) 0.4080(5) 0.6462(2) 0.0395(9) Uani 1 1 d . . .
N5 N 0.80949(9) 0.2043(4) 0.75598(18) 0.0334(8) Uani 1 1 d . . .
N6 N 0.97301(7) 0.0564(3) 0.70192(16) 0.0200(6) Uani 1 1 d . . .
N7 N 0.94993(8) -0.0447(4) 0.55126(17) 0.0294(7) Uani 1 1 d . . .
N8 N 0.90362(8) -0.2741(4) 0.56855(16) 0.0247(7) Uani 1 1 d . . .
C2 C 0.88879(9) 0.0035(4) 0.69752(19) 0.0213(7) Uani 1 1 d . . .
C4 C 0.92057(9) -0.2181(5) 0.7605(2) 0.0246(8) Uani 1 1 d . . .
H4 H 0.938 -0.2994 0.7693 0.03 Uiso 1 1 calc R . .
C5 C 0.90311(10) -0.2142(5) 0.8025(2) 0.0291(9) Uani 1 1 d . . .
H5 H 0.9084 -0.2903 0.8407 0.035 Uiso 1 1 calc R . .
C6 C 0.87774(10) -0.0967(5) 0.7874(2) 0.0291(9) Uani 1 1 d . . .
H6 H 0.8652 -0.0935 0.8154 0.035 Uiso 1 1 calc R . .
C7 C 0.88054(9) 0.1282(5) 0.63701(19) 0.0232(8) Uani 1 1 d . . .
C11 C 0.78680(16) 0.3984(8) 0.5703(3) 0.0749(19) Uani 1 1 d . E .
H111 H 0.7764 0.5081 0.5527 0.112 Uiso 1 1 calc R . .
H112 H 0.7689 0.3136 0.5598 0.112 Uiso 1 1 calc R . .
H113 H 0.8017 0.3672 0.5474 0.112 Uiso 1 1 calc R . .
C12 C 0.79146(12) 0.0502(7) 0.7608(2) 0.0446(12) Uani 1 1 d . E .
H12A H 0.8069 -0.0463 0.7709 0.067 Uiso 1 1 calc R . .
H12B H 0.7717 0.0319 0.716 0.067 Uiso 1 1 calc R . .
H12C H 0.7839 0.0629 0.7987 0.067 Uiso 1 1 calc R . .
C13 C 0.83555(13) 0.2466(7) 0.8280(3) 0.0497(12) Uani 1 1 d . E .
H13A H 0.8242 0.2741 0.8586 0.075 Uiso 1 1 calc R . .
H13B H 0.8489 0.3435 0.8252 0.075 Uiso 1 1 calc R . .
H14C H 0.8506 0.15 0.8475 0.075 Uiso 1 1 calc R . .
C14 C 1 -0.0211(6) 0.75 0.0182(10) Uani 1 2 d S . .
C15 C 1 0.3157(6) 0.75 0.0276(12) Uani 1 2 d S . .
H15 H 1 0.4352 0.75 0.033 Uiso 1 2 calc SR . .
C16 C 0.97287(10) 0.2263(4) 0.7032(2) 0.0258(8) Uani 1 1 d . . .
H16 H 0.9536 0.2852 0.6709 0.031 Uiso 1 1 calc R . .
C17 C 1 -0.2144(6) 0.75 0.0188(10) Uani 1 2 d S . .
C18 C 0.92159(12) -0.1172(6) 0.4886(2) 0.0400(11) Uani 1 1 d . . .
H18A H 0.9284 -0.1267 0.449 0.048 Uiso 1 1 calc R . .
H18B H 0.9014 -0.0428 0.4737 0.048 Uiso 1 1 calc R . .
C19 C 0.91288(12) -0.2896(5) 0.5074(2) 0.0374(10) Uani 1 1 d . . .
H19A H 0.8936 -0.338 0.4665 0.045 Uiso 1 1 calc R . .
H19B H 0.9326 -0.3657 0.5197 0.045 Uiso 1 1 calc R . .
C20 C 0.98290(11) -0.1257(6) 0.5647(3) 0.0424(11) Uani 1 1 d . . .
H20A H 0.9821 -0.2444 0.5765 0.064 Uiso 1 1 calc R . .
H20B H 1.0011 -0.069 0.6041 0.064 Uiso 1 1 calc R . .
H20C H 0.9873 -0.1173 0.5224 0.064 Uiso 1 1 calc R . .
C21 C 0.95212(12) 0.1360(5) 0.5358(2) 0.0395(10) Uani 1 1 d . . .
H21A H 0.9714 0.1876 0.5749 0.059 Uiso 1 1 calc R . .
H21B H 0.931 0.193 0.5301 0.059 Uiso 1 1 calc R . .
H21C H 0.9554 0.1469 0.4923 0.059 Uiso 1 1 calc R . .
C22 C 0.86744(9) -0.2237(5) 0.5423(2) 0.0305(9) Uani 1 1 d . . .
H22A H 0.8531 -0.3106 0.5104 0.046 Uiso 1 1 calc R . .
H22B H 0.864 -0.1168 0.5169 0.046 Uiso 1 1 calc R . .
H22C H 0.8613 -0.2105 0.5822 0.046 Uiso 1 1 calc R . .
C23 C 0.90805(11) -0.4409(5) 0.6034(2) 0.0353(10) Uani 1 1 d . . .
H23A H 0.902 -0.4326 0.6436 0.053 Uiso 1 1 calc R . .
H23B H 0.9318 -0.4767 0.6199 0.053 Uiso 1 1 calc R . .
H23C H 0.8933 -0.5234 0.5697 0.053 Uiso 1 1 calc R . .
C8A C 0.7923(3) 0.4750(8) 0.6945(6) 0.046(3) Uani 0.549(19) 1 d PR E 1
H8A1 H 0.8098 0.5353 0.7347 0.055 Uiso 0.549(19) 1 calc PR E 1
H8A2 H 0.7731 0.5526 0.6693 0.055 Uiso 0.549(19) 1 calc PR E 1
C9A C 0.7805(5) 0.323(3) 0.7186(9) 0.052(5) Uani 0.549(19) 1 d PU E 1
H9A1 H 0.7629 0.2655 0.6776 0.062 Uiso 0.549(19) 1 calc PR E 1
H9A2 H 0.7701 0.3564 0.7509 0.062 Uiso 0.549(19) 1 calc PR E 1
C10A C 0.8352(5) 0.541(2) 0.6518(14) 0.084(6) Uani 0.549(19) 1 d P E 1
H101 H 0.8248 0.6529 0.6382 0.125 Uiso 0.549(19) 1 calc PR E 1
H102 H 0.8457 0.5084 0.6202 0.125 Uiso 0.549(19) 1 calc PR E 1
H103 H 0.8526 0.5453 0.7004 0.125 Uiso 0.549(19) 1 calc PR E 1
C8B C 0.7759(3) 0.400(2) 0.6665(7) 0.039(4) Uani 0.451(19) 1 d P E 2
H8B1 H 0.7636 0.5091 0.6555 0.047 Uiso 0.451(19) 1 calc PR E 2
H8B2 H 0.7599 0.3113 0.6389 0.047 Uiso 0.451(19) 1 calc PR E 2
C9B C 0.7882(6) 0.364(3) 0.7430(10) 0.044(5) Uani 0.451(19) 1 d P E 2
H9B1 H 0.7688 0.3466 0.7557 0.053 Uiso 0.451(19) 1 calc PR E 2
H9B2 H 0.8021 0.4585 0.7713 0.053 Uiso 0.451(19) 1 calc PR E 2
C10B C 0.8262(6) 0.547(3) 0.6698(13) 0.063(5) Uani 0.451(19) 1 d P E 2
H104 H 0.8449 0.543 0.655 0.094 Uiso 0.451(19) 1 calc PR E 2
H105 H 0.8355 0.5506 0.7214 0.094 Uiso 0.451(19) 1 calc PR E 2
H106 H 0.8124 0.6472 0.6502 0.094 Uiso 0.451(19) 1 calc PR E 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 0 '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 0.006 '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'
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
O1 Cu1 N4 87.13(13) . . ?
O1 Cu1 N5 167.53(14) . . ?
N4 Cu1 N5 86.02(14) . . ?
O1 Cu1 N1 81.30(11) . . ?
N4 Cu1 N1 160.48(14) . . ?
N5 Cu1 N1 102.23(12) . . ?
O1 Cu1 O3 95.9(7) . . ?
N4 Cu1 O3 104.5(8) . . ?
N5 Cu1 O3 95.9(7) . . ?
N1 Cu1 O3 92.4(8) . . ?
O1 Cu1 Cl1 90.6(3) . . ?
N4 Cu1 Cl1 105.1(3) . . ?
N5 Cu1 Cl1 101.2(3) . . ?
N1 Cu1 Cl1 90.8(3) . . ?
O3 Cu1 Cl1 5.4(9) . . ?
N6 Cu2 N8 171.50(12) . . ?
N6 Cu2 N7 92.57(12) . . ?
N8 Cu2 N7 86.74(13) . . ?
N6 Cu2 N3 89.25(11) . . ?
N8 Cu2 N3 93.14(12) . . ?
N7 Cu2 N3 168.33(12) . . ?
N6 Cu2 O4 77.00(10) . . ?
N8 Cu2 O4 94.92(11) . . ?
N7 Cu2 O4 103.72(11) . . ?
N3 Cu2 O4 87.92(10) . . ?
N6 Cu2 O2 89.31(10) . . ?
N8 Cu2 O2 99.19(11) . . ?
N7 Cu2 O2 92.82(11) . . ?
N3 Cu2 O2 75.67(10) . . ?
O4 Cu2 O2 158.82(9) . . ?
C7 O1 Cu1 118.0(2) . . ?
C7 O2 Cu2 113.1(2) . . ?
C17 O4 Cu2 113.3(2) . . ?
O6 Cl2 O8 109.9(3) . . ?
O6 Cl2 O5 110.8(3) . . ?
O8 Cl2 O5 106.7(3) . . ?
O6 Cl2 O7 110.6(2) . . ?
O8 Cl2 O7 109.4(3) . . ?
O5 Cl2 O7 109.4(2) . . ?
O11A Cl3 O10A 123.3(5) . . ?
O12B Cl3 O10B 108.2(6) . . ?
O11A Cl3 O9 113.7(4) . . ?
O12B Cl3 O9 111.5(4) . . ?
O10A Cl3 O9 109.6(4) . . ?
O10B Cl3 O9 118.7(4) . . ?
O12B Cl3 O11B 100.5(5) . . ?
O10B Cl3 O11B 107.1(5) . . ?
O9 Cl3 O11B 109.2(3) . . ?
O11A Cl3 O12A 98.9(6) . . ?
O10A Cl3 O12A 106.3(6) . . ?
O9 Cl3 O12A 101.9(4) . . ?
C2 N1 C6 116.2(3) . . ?
C2 N1 Cu1 108.9(2) . . ?
C6 N1 Cu1 134.4(3) . . ?
C2 N3 C4 116.9(3) . . ?
C2 N3 Cu2 115.4(2) . . ?
C4 N3 Cu2 127.7(2) . . ?
C10B N4 C11 115.8(11) . . ?
C11 N4 C8A 122.1(6) . . ?
C10B N4 C8B 114.0(9) . . ?
C11 N4 C8B 96.3(7) . . ?
C11 N4 C10A 101.7(10) . . ?
C8A N4 C10A 104.0(8) . . ?
C10B N4 Cu1 114.7(9) . . ?
C11 N4 Cu1 111.7(3) . . ?
C8A N4 Cu1 108.8(3) . . ?
C8B N4 Cu1 102.0(5) . . ?
C10A N4 Cu1 107.1(7) . . ?
C12 N5 C13 108.4(3) . . ?
C12 N5 C9A 101.8(9) . . ?
C13 N5 C9A 119.8(8) . . ?
C12 N5 C9B 113.9(11) . . ?
C13 N5 C9B 97.9(9) . . ?
C12 N5 Cu1 114.1(3) . . ?
C13 N5 Cu1 111.2(3) . . ?
C9A N5 Cu1 101.3(7) . . ?
C9B N5 Cu1 110.1(8) . . ?
C14 N6 C16 117.2(3) . . ?
C14 N6 Cu2 116.4(2) . . ?
C16 N6 Cu2 126.4(3) . . ?
C20 N7 C21 108.6(3) . . ?
C20 N7 C18 112.0(3) . . ?
C21 N7 C18 106.7(3) . . ?
C20 N7 Cu2 110.6(3) . . ?
C21 N7 Cu2 115.6(2) . . ?
C18 N7 Cu2 103.3(2) . . ?
C22 N8 C23 108.8(3) . . ?
C22 N8 C19 109.0(3) . . ?
C23 N8 C19 108.6(3) . . ?
C22 N8 Cu2 112.1(2) . . ?
C23 N8 Cu2 112.5(2) . . ?
C19 N8 Cu2 105.7(2) . . ?
N1 C2 N3 126.1(3) . . ?
N1 C2 C7 116.9(3) . . ?
N3 C2 C7 117.0(3) . . ?
N3 C4 C5 120.9(3) . . ?
N3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.9(3) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
N1 C6 C5 122.0(4) . . ?
N1 C6 H6 119 . . ?
C5 C6 H6 119 . . ?
O2 C7 O1 127.5(3) . . ?
O2 C7 C2 118.0(3) . . ?
O1 C7 C2 114.5(3) . . ?
N4 C11 H111 109.5 . . ?
N4 C11 H112 109.5 . . ?
H111 C11 H112 109.5 . . ?
N4 C11 H113 109.5 . . ?
H111 C11 H113 109.5 . . ?
H112 C11 H113 109.5 . . ?
N5 C12 H12A 109.5 . . ?
N5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H14C 109.5 . . ?
H13A C13 H14C 109.5 . . ?
H13B C13 H14C 109.5 . . ?
N6 C14 N6 124.9(4) 2_756 . ?
N6 C14 C17 117.6(2) 2_756 . ?
N6 C14 C17 117.6(2) . . ?
C16 C15 C16 117.6(5) . 2_756 ?
C16 C15 H15 121.2 . . ?
C16 C15 H15 121.2 2_756 . ?
N6 C16 C15 121.5(4) . . ?
N6 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
O4 C17 O4 128.9(4) 2_756 . ?
O4 C17 C14 115.6(2) 2_756 . ?
O4 C17 C14 115.6(2) . . ?
N7 C18 C19 109.0(4) . . ?
N7 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
N7 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
N8 C19 C18 109.3(3) . . ?
N8 C19 H19A 109.8 . . ?
C18 C19 H19A 109.8 . . ?
N8 C19 H19B 109.8 . . ?
C18 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
N7 C20 H20A 109.5 . . ?
N7 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N7 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 H21A 109.5 . . ?
N7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N8 C22 H22A 109.5 . . ?
N8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N8 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N8 C23 H23A 109.5 . . ?
N8 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N8 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9A C8A N4 103.9(9) . . ?
C9A C8A H8A1 111 . . ?
N4 C8A H8A1 111 . . ?
C9A C8A H8A2 111 . . ?
N4 C8A H8A2 111 . . ?
H8A1 C8A H8A2 109 . . ?
C8A C9A N5 110.9(14) . . ?
C8A C9A H9A1 109.5 . . ?
N5 C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
N5 C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 108 . . ?
N4 C10A H101 109.5 . . ?
N4 C10A H102 109.5 . . ?
N4 C10A H103 109.5 . . ?
C9B C8B N4 109.6(13) . . ?
C9B C8B H8B1 109.7 . . ?
N4 C8B H8B1 109.7 . . ?
C9B C8B H8B2 109.7 . . ?
N4 C8B H8B2 109.7 . . ?
H8B1 C8B H8B2 108.2 . . ?
C8B C9B N5 105.8(13) . . ?
C8B C9B H9B1 110.6 . . ?
N5 C9B H9B1 110.6 . . ?
C8B C9B H9B2 110.6 . . ?
N5 C9B H9B2 110.6 . . ?
H9B1 C9B H9B2 108.7 . . ?
N4 C10B H104 109.5 . . ?
N4 C10B H105 109.5 . . ?
H104 C10B H105 109.5 . . ?
N4 C10B H106 109.5 . . ?
H104 C10B H106 109.5 . . ?
H105 C10B H106 109.5 . . ?
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 O1 1.959(3) . ?
Cu1 N4 2.023(3) . ?
Cu1 N5 2.034(3) . ?
Cu1 N1 2.106(3) . ?
Cu1 O3 2.233(18) . ?
Cu1 Cl1 2.482(6) . ?
Cu2 N6 2.046(3) . ?
Cu2 N8 2.052(3) . ?
Cu2 N7 2.086(3) . ?
Cu2 N3 2.137(3) . ?
Cu2 O4 2.270(2) . ?
Cu2 O2 2.290(2) . ?
O1 C7 1.259(4) . ?
O2 C7 1.238(4) . ?
O4 C17 1.245(3) . ?
Cl2 O6 1.405(4) . ?
Cl2 O8 1.421(4) . ?
Cl2 O5 1.425(3) . ?
Cl2 O7 1.427(3) . ?
Cl3 O11A 1.370(8) . ?
Cl3 O12B 1.379(9) . ?
Cl3 O10A 1.414(8) . ?
Cl3 O10B 1.424(8) . ?
Cl3 O9 1.425(3) . ?
Cl3 O11B 1.499(7) . ?
Cl3 O12A 1.505(9) . ?
N1 C2 1.328(5) . ?
N1 C6 1.341(5) . ?
N3 C2 1.335(5) . ?
N3 C4 1.344(5) . ?
N4 C10B 1.35(2) . ?
N4 C11 1.456(7) . ?
N4 C8A 1.488(6) . ?
N4 C8B 1.560(11) . ?
N4 C10A 1.593(17) . ?
N5 C12 1.478(6) . ?
N5 C13 1.494(6) . ?
N5 C9A 1.50(2) . ?
N5 C9B 1.527(19) . ?
N6 C14 1.332(4) . ?
N6 C16 1.352(4) . ?
N7 C20 1.482(5) . ?
N7 C21 1.484(5) . ?
N7 C18 1.487(6) . ?
N8 C22 1.482(5) . ?
N8 C23 1.487(5) . ?
N8 C19 1.494(5) . ?
C2 C7 1.527(5) . ?
C4 C5 1.377(5) . ?
C4 H4 0.95 . ?
C5 C6 1.374(5) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C11 H111 0.98 . ?
C11 H112 0.98 . ?
C11 H113 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H14C 0.98 . ?
C14 N6 1.332(4) 2_756 ?
C14 C17 1.537(6) . ?
C15 C16 1.372(5) . ?
C15 C16 1.372(5) 2_756 ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
C17 O4 1.245(3) 2_756 ?
C18 C19 1.516(6) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
C20 H20A 0.98 . ?
C20 H20B 0.98 . ?
C20 H20C 0.98 . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 H23A 0.98 . ?
C23 H23B 0.98 . ?
C23 H23C 0.98 . ?
C8A C9A 1.48(2) . ?
C8A H8A1 0.99 . ?
C8A H8A2 0.99 . ?
C9A H9A1 0.99 . ?
C9A H9A2 0.99 . ?
C10A H101 0.98 . ?
C10A H102 0.98 . ?
C10A H103 0.98 . ?
C8B C9B 1.48(2) . ?
C8B H8B1 0.99 . ?
C8B H8B2 0.99 . ?
C9B H9B1 0.99 . ?
C9B H9B2 0.99 . ?
C10B H104 0.98 . ?
C10B H105 0.98 . ?
C10B H106 0.98 . ?
Cl1 O13A 3.171(13) . ?
Cl1 O14A 3.118(14) . ?
O3 O13B 2.69(3) . ?
O3 O14B 2.74(3) . ?
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
N4 Cu1 O1 C7 168.3(3) . . . . ?
N5 Cu1 O1 C7 111.6(6) . . . . ?
N1 Cu1 O1 C7 4.1(3) . . . . ?
O3 Cu1 O1 C7 -87.4(9) . . . . ?
Cl1 Cu1 O1 C7 -86.6(4) . . . . ?
N6 Cu2 O2 C7 -97.5(3) . . . . ?
N8 Cu2 O2 C7 82.9(3) . . . . ?
N7 Cu2 O2 C7 170.0(3) . . . . ?
N3 Cu2 O2 C7 -8.1(3) . . . . ?
O4 Cu2 O2 C7 -48.3(4) . . . . ?
N6 Cu2 O4 C17 3.18(17) . . . . ?
N8 Cu2 O4 C17 -179.50(18) . . . . ?
N7 Cu2 O4 C17 92.66(19) . . . . ?
N3 Cu2 O4 C17 -86.52(18) . . . . ?
O2 Cu2 O4 C17 -47.7(4) . . . . ?
O1 Cu1 N1 C2 -5.8(2) . . . . ?
N4 Cu1 N1 C2 -60.1(5) . . . . ?
N5 Cu1 N1 C2 -173.6(2) . . . . ?
O3 Cu1 N1 C2 89.8(8) . . . . ?
Cl1 Cu1 N1 C2 84.7(4) . . . . ?
O1 Cu1 N1 C6 -177.4(4) . . . . ?
N4 Cu1 N1 C6 128.3(5) . . . . ?
N5 Cu1 N1 C6 14.8(4) . . . . ?
O3 Cu1 N1 C6 -81.8(8) . . . . ?
Cl1 Cu1 N1 C6 -86.9(5) . . . . ?
N6 Cu2 N3 C2 94.1(3) . . . . ?
N8 Cu2 N3 C2 -94.1(3) . . . . ?
N7 Cu2 N3 C2 -5.0(7) . . . . ?
O4 Cu2 N3 C2 171.1(3) . . . . ?
O2 Cu2 N3 C2 4.6(2) . . . . ?
N6 Cu2 N3 C4 -87.5(3) . . . . ?
N8 Cu2 N3 C4 84.4(3) . . . . ?
N7 Cu2 N3 C4 173.5(5) . . . . ?
O4 Cu2 N3 C4 -10.4(3) . . . . ?
O2 Cu2 N3 C4 -176.9(3) . . . . ?
O1 Cu1 N4 C10B -72.1(11) . . . . ?
N5 Cu1 N4 C10B 97.5(11) . . . . ?
N1 Cu1 N4 C10B -18.6(12) . . . . ?
O3 Cu1 N4 C10B -167.5(13) . . . . ?
Cl1 Cu1 N4 C10B -162.0(11) . . . . ?
O1 Cu1 N4 C11 62.2(4) . . . . ?
N5 Cu1 N4 C11 -128.2(4) . . . . ?
N1 Cu1 N4 C11 115.8(5) . . . . ?
O3 Cu1 N4 C11 -33.1(8) . . . . ?
Cl1 Cu1 N4 C11 -27.6(5) . . . . ?
O1 Cu1 N4 C8A -160.1(6) . . . . ?
N5 Cu1 N4 C8A 9.5(6) . . . . ?
N1 Cu1 N4 C8A -106.6(7) . . . . ?
O3 Cu1 N4 C8A 104.5(10) . . . . ?
Cl1 Cu1 N4 C8A 110.1(7) . . . . ?
O1 Cu1 N4 C8B 164.1(7) . . . . ?
N5 Cu1 N4 C8B -26.3(7) . . . . ?
N1 Cu1 N4 C8B -142.4(8) . . . . ?
O3 Cu1 N4 C8B 68.7(10) . . . . ?
Cl1 Cu1 N4 C8B 74.2(8) . . . . ?
O1 Cu1 N4 C10A -48.3(10) . . . . ?
N5 Cu1 N4 C10A 121.3(10) . . . . ?
N1 Cu1 N4 C10A 5.2(11) . . . . ?
O3 Cu1 N4 C10A -143.6(12) . . . . ?
Cl1 Cu1 N4 C10A -138.1(10) . . . . ?
O1 Cu1 N5 C12 -174.1(5) . . . . ?
N4 Cu1 N5 C12 129.1(3) . . . . ?
N1 Cu1 N5 C12 -68.8(3) . . . . ?
O3 Cu1 N5 C12 24.9(9) . . . . ?
Cl1 Cu1 N5 C12 24.5(4) . . . . ?
O1 Cu1 N5 C13 -51.1(7) . . . . ?
N4 Cu1 N5 C13 -107.9(3) . . . . ?
N1 Cu1 N5 C13 54.2(3) . . . . ?
O3 Cu1 N5 C13 147.9(9) . . . . ?
Cl1 Cu1 N5 C13 147.5(4) . . . . ?
O1 Cu1 N5 C9A 77.3(10) . . . . ?
N4 Cu1 N5 C9A 20.5(9) . . . . ?
N1 Cu1 N5 C9A -177.4(9) . . . . ?
O3 Cu1 N5 C9A -83.7(12) . . . . ?
Cl1 Cu1 N5 C9A -84.1(9) . . . . ?
O1 Cu1 N5 C9B 56.4(12) . . . . ?
N4 Cu1 N5 C9B -0.5(10) . . . . ?
N1 Cu1 N5 C9B 161.6(10) . . . . ?
O3 Cu1 N5 C9B -104.6(13) . . . . ?
Cl1 Cu1 N5 C9B -105.1(11) . . . . ?
N8 Cu2 N6 C14 -19.2(9) . . . . ?
N7 Cu2 N6 C14 -104.3(2) . . . . ?
N3 Cu2 N6 C14 87.25(19) . . . . ?
O4 Cu2 N6 C14 -0.79(17) . . . . ?
O2 Cu2 N6 C14 162.93(19) . . . . ?
N8 Cu2 N6 C16 160.9(7) . . . . ?
N7 Cu2 N6 C16 75.8(3) . . . . ?
N3 Cu2 N6 C16 -92.7(3) . . . . ?
O4 Cu2 N6 C16 179.3(3) . . . . ?
O2 Cu2 N6 C16 -17.0(3) . . . . ?
N6 Cu2 N7 C20 70.7(3) . . . . ?
N8 Cu2 N7 C20 -100.9(3) . . . . ?
N3 Cu2 N7 C20 169.4(5) . . . . ?
O4 Cu2 N7 C20 -6.6(3) . . . . ?
O2 Cu2 N7 C20 160.1(3) . . . . ?
N6 Cu2 N7 C21 -53.2(3) . . . . ?
N8 Cu2 N7 C21 135.3(3) . . . . ?
N3 Cu2 N7 C21 45.5(8) . . . . ?
O4 Cu2 N7 C21 -130.4(3) . . . . ?
O2 Cu2 N7 C21 36.2(3) . . . . ?
N6 Cu2 N7 C18 -169.4(3) . . . . ?
N8 Cu2 N7 C18 19.1(3) . . . . ?
N3 Cu2 N7 C18 -70.6(7) . . . . ?
O4 Cu2 N7 C18 113.4(3) . . . . ?
O2 Cu2 N7 C18 -79.9(3) . . . . ?
N6 Cu2 N8 C22 165.9(7) . . . . ?
N7 Cu2 N8 C22 -108.6(3) . . . . ?
N3 Cu2 N8 C22 59.7(3) . . . . ?
O4 Cu2 N8 C22 147.9(2) . . . . ?
O2 Cu2 N8 C22 -16.2(3) . . . . ?
N6 Cu2 N8 C23 42.9(9) . . . . ?
N7 Cu2 N8 C23 128.4(3) . . . . ?
N3 Cu2 N8 C23 -63.3(3) . . . . ?
O4 Cu2 N8 C23 24.9(3) . . . . ?
O2 Cu2 N8 C23 -139.3(2) . . . . ?
N6 Cu2 N8 C19 -75.5(9) . . . . ?
N7 Cu2 N8 C19 10.0(2) . . . . ?
N3 Cu2 N8 C19 178.3(2) . . . . ?
O4 Cu2 N8 C19 -93.5(2) . . . . ?
O2 Cu2 N8 C19 102.3(2) . . . . ?
C6 N1 C2 N3 2.1(5) . . . . ?
Cu1 N1 C2 N3 -171.2(3) . . . . ?
C6 N1 C2 C7 -180.0(3) . . . . ?
Cu1 N1 C2 C7 6.7(4) . . . . ?
C4 N3 C2 N1 -2.2(5) . . . . ?
Cu2 N3 C2 N1 176.5(3) . . . . ?
C4 N3 C2 C7 179.9(3) . . . . ?
Cu2 N3 C2 C7 -1.4(4) . . . . ?
C2 N3 C4 C5 0.5(5) . . . . ?
Cu2 N3 C4 C5 -178.0(3) . . . . ?
N3 C4 C5 C6 1.0(6) . . . . ?
C2 N1 C6 C5 -0.3(6) . . . . ?
Cu1 N1 C6 C5 170.8(3) . . . . ?
C4 C5 C6 N1 -1.1(6) . . . . ?
Cu2 O2 C7 O1 -170.6(3) . . . . ?
Cu2 O2 C7 C2 9.8(4) . . . . ?
Cu1 O1 C7 O2 178.9(3) . . . . ?
Cu1 O1 C7 C2 -1.6(4) . . . . ?
N1 C2 C7 O2 175.7(3) . . . . ?
N3 C2 C7 O2 -6.2(5) . . . . ?
N1 C2 C7 O1 -3.9(5) . . . . ?
N3 C2 C7 O1 174.2(3) . . . . ?
C16 N6 C14 N6 -1.3(2) . . . 2_756 ?
Cu2 N6 C14 N6 178.7(2) . . . 2_756 ?
C16 N6 C14 C17 178.7(2) . . . . ?
Cu2 N6 C14 C17 -1.3(2) . . . . ?
C14 N6 C16 C15 2.7(5) . . . . ?
Cu2 N6 C16 C15 -177.4(2) . . . . ?
C16 C15 C16 N6 -1.4(2) 2_756 . . . ?
Cu2 O4 C17 O4 175.39(18) . . . 2_756 ?
Cu2 O4 C17 C14 -4.61(18) . . . . ?
N6 C14 C17 O4 4.20(19) 2_756 . . 2_756 ?
N6 C14 C17 O4 -175.80(19) . . . 2_756 ?
N6 C14 C17 O4 -175.80(19) 2_756 . . . ?
N6 C14 C17 O4 4.20(19) . . . . ?
C20 N7 C18 C19 74.1(4) . . . . ?
C21 N7 C18 C19 -167.2(3) . . . . ?
Cu2 N7 C18 C19 -44.9(4) . . . . ?
C22 N8 C19 C18 83.0(4) . . . . ?
C23 N8 C19 C18 -158.6(4) . . . . ?
Cu2 N8 C19 C18 -37.7(4) . . . . ?
N7 C18 C19 N8 57.8(5) . . . . ?
C10B N4 C8A C9A -150.6(16) . . . . ?
C11 N4 C8A C9A 94.8(11) . . . . ?
C8B N4 C8A C9A 46.6(11) . . . . ?
C10A N4 C8A C9A -151.5(14) . . . . ?
Cu1 N4 C8A C9A -37.6(13) . . . . ?
N4 C8A C9A N5 59.9(16) . . . . ?
C12 N5 C9A C8A -167.8(11) . . . . ?
C13 N5 C9A C8A 72.7(13) . . . . ?
Cu1 N5 C9A C8A -49.9(13) . . . . ?
C10B N4 C8B C9B -72.4(18) . . . . ?
C11 N4 C8B C9B 165.6(14) . . . . ?
C8A N4 C8B C9B -53.8(12) . . . . ?
Cu1 N4 C8B C9B 51.8(15) . . . . ?
N4 C8B C9B N5 -54(2) . . . . ?
C12 N5 C9B C8B -100.6(16) . . . . ?
C13 N5 C9B C8B 145.2(16) . . . . ?
Cu1 N5 C9B C8B 29(2) . . . . ?
