#------------------------------------------------------------------------------
#$Date: 2024-09-26 23:38:57 +0200 (Thu 26 de Sep de 2024) $
#$Revision: 294896 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/26/1572694.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_1572694
loop_
_publ_author_name
'Chang Liao, Nien-Chi'
'Basha, Sidick R.'
'Shih, Bo-Hao'
'Liu, Chia-Chun'
'Wang, Miao-Han'
'Lin, Po-Heng'
'Lee, Chin-Fa'
_publ_section_title
;
 Copper Cluster Complex Catalyzed C-S bond Formation
;
_journal_name_full               'Catalysis Science & Technology'
_journal_paper_doi               10.1039/D4CY00968A
_journal_year                    2024
_chemical_formula_moiety         '2(C23 H31 Cu2 N6 O8), 2(N O3)'
_chemical_formula_sum            'C46 H62 Cu4 N14 O22'
_chemical_formula_weight         1417.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2022-12-18
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_audit_update_record
;
2022-12-20 deposited with the CCDC.	2024-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                111.425(5)
_cell_angle_beta                 91.674(4)
_cell_angle_gamma                104.299(4)
_cell_formula_units_Z            1
_cell_length_a                   6.9906(3)
_cell_length_b                   13.5843(8)
_cell_length_c                   16.4969(10)
_cell_measurement_reflns_used    26315
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.90
_cell_volume                     1400.71(15)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0311
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9605
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.033
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.590
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             728
_refine_diff_density_max         0.592
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         4920
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.185
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0284P)²+2.5735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1057
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4171
_reflns_number_total             4920
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cy00968a2.cif
_cod_data_source_block           cwd106_pl
_cod_original_cell_volume        1400.71(14)
_cod_database_code               1572694
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C12(H12), C10(H10), C5(H5), C4(H4), C3(H3A), C8(H8),
 C18(H18), C21(H21)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C1(H1A,H1B,H1C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C20(H20A,H20B,H20C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.03248(8) 0.49833(4) 0.14408(3) 0.01835(14) Uani 1 1 d . . . . .
Cu2 Cu 0.15010(7) 0.48859(4) 0.42693(3) 0.01444(14) Uani 1 1 d . . . . .
O1 O -0.1146(5) 0.2152(2) -0.10912(18) 0.0253(7) Uani 1 1 d . . . . .
O2 O -0.0279(4) 0.3666(2) 0.04426(18) 0.0223(7) Uani 1 1 d . . . . .
O3 O 0.1116(4) 0.6285(2) 0.25177(17) 0.0187(6) Uani 1 1 d . . . . .
O6 O 0.0929(4) 0.3280(2) 0.39173(17) 0.0174(6) Uani 1 1 d . . . . .
O5 O 0.3307(4) 0.4560(2) 0.66878(18) 0.0240(7) Uani 1 1 d . . . . .
O8 O -0.1253(5) 0.5657(3) 0.0850(2) 0.0199(6) Uani 1 1 d . . . . .
O4 O 0.1968(4) 0.5050(2) 0.54537(17) 0.0183(6) Uani 1 1 d . . . . .
O7 O 0.3056(4) 0.5662(2) 0.08533(18) 0.0210(6) Uani 1 1 d . . . . .
N4 N 0.2492(5) 0.6482(3) 0.4632(2) 0.0148(7) Uani 1 1 d . . . . .
N3 N 0.2087(5) 0.6819(3) 0.3970(2) 0.0193(8) Uani 1 1 d . . . . .
H3 H 0.250816 0.743398 0.402280 0.023 Uiso 1 1 d R . . . .
N6 N 0.5313(5) 0.7195(3) 0.0845(2) 0.0216(8) Uani 1 1 d . . . . .
N2 N 0.1022(5) 0.4972(3) 0.3118(2) 0.0145(7) Uani 1 1 d . . . . .
N1 N 0.0357(4) 0.4249(3) 0.2249(2) 0.0130(7) Uani 1 1 d . . . . .
N5 N 0.0836(6) 0.1828(3) 0.4302(3) 0.0284(9) Uani 1 1 d . . . . .
C15 C 0.3960(6) 0.5651(3) 0.6810(3) 0.0178(9) Uani 1 1 d . . . . .
C14 C 0.5165(6) 0.6486(3) 0.7531(3) 0.0211(9) Uani 1 1 d . . . . .
H14 H 0.560191 0.633267 0.799789 0.025 Uiso 1 1 calc R . . . .
C13 C 0.5736(6) 0.7561(4) 0.7565(3) 0.0254(10) Uani 1 1 d . . . . .
H13 H 0.652698 0.812384 0.805964 0.030 Uiso 1 1 calc R . . . .
C11 C 0.3922(6) 0.6952(3) 0.6121(3) 0.0159(8) Uani 1 1 d . . . . .
C12 C 0.5135(6) 0.7791(3) 0.6872(3) 0.0220(9) Uani 1 1 d . . . . .
H12 H 0.553364 0.850882 0.689857 0.026 Uiso 1 1 calc R . . . .
C16 C 0.3259(6) 0.5877(3) 0.6097(3) 0.0162(8) Uani 1 1 d . . . . .
C10 C 0.3426(6) 0.7221(3) 0.5386(3) 0.0171(9) Uani 1 1 d . . . . .
H10 H 0.379045 0.795551 0.545334 0.021 Uiso 1 1 calc R . . . .
C9 C 0.1384(6) 0.6012(3) 0.3168(3) 0.0160(8) Uani 1 1 d . . . . .
C17 C 0.3909(7) 0.4268(4) 0.7384(3) 0.0272(10) Uani 1 1 d . . . . .
H17A H 0.337186 0.349069 0.722684 0.041 Uiso 1 1 calc GR . . . .
H17B H 0.342248 0.466011 0.791038 0.041 Uiso 1 1 calc GR . . . .
H17C H 0.533624 0.445695 0.748338 0.041 Uiso 1 1 calc GR . . . .
C7 C -0.0839(6) 0.2661(3) 0.0431(3) 0.0178(9) Uani 1 1 d . . . . .
C6 C -0.0919(6) 0.2397(3) 0.1181(3) 0.0203(9) Uani 1 1 d . . . . .
C5 C -0.1639(8) 0.1280(4) 0.1063(3) 0.0378(13) Uani 1 1 d . . . . .
H5 H -0.173870 0.109716 0.155405 0.045 Uiso 1 1 calc R . . . .
C4 C -0.2193(9) 0.0464(4) 0.0247(3) 0.0485(16) Uani 1 1 d . . . . .
H4 H -0.266742 -0.026531 0.018676 0.058 Uiso 1 1 calc R . . . .
C3 C -0.2049(8) 0.0723(4) -0.0504(3) 0.0354(12) Uani 1 1 d . . . . .
H3A H -0.240239 0.016492 -0.106095 0.042 Uiso 1 1 calc R . . . .
C2 C -0.1390(6) 0.1791(3) -0.0414(3) 0.0204(9) Uani 1 1 d . . . . .
C1 C -0.1654(7) 0.1339(4) -0.1969(3) 0.0308(11) Uani 1 1 d . . . . .
H1A H -0.141891 0.169336 -0.237878 0.046 Uiso 1 1 calc GR . . . .
H1B H -0.303529 0.094066 -0.205937 0.046 Uiso 1 1 calc GR . . . .
H1C H -0.085008 0.083850 -0.205602 0.046 Uiso 1 1 calc GR . . . .
C8 C -0.0282(6) 0.3209(3) 0.2062(3) 0.0190(9) Uani 1 1 d . . . . .
H8 H -0.033619 0.296610 0.252262 0.023 Uiso 1 1 calc R . . . .
C22 C 0.6411(7) 0.8334(4) 0.1331(3) 0.0363(12) Uani 1 1 d . . . . .
H22A H 0.634943 0.851491 0.194775 0.054 Uiso 1 1 calc GR . . . .
H22B H 0.583674 0.880123 0.114360 0.054 Uiso 1 1 calc GR . . . .
H22C H 0.777581 0.844200 0.122501 0.054 Uiso 1 1 calc GR . . . .
C23 C 0.5426(7) 0.6737(4) -0.0090(3) 0.0299(11) Uani 1 1 d . . . . .
H23A H 0.465321 0.702896 -0.038667 0.045 Uiso 1 1 calc GR . . . .
H23B H 0.490973 0.595025 -0.031078 0.045 Uiso 1 1 calc GR . . . .
H23C H 0.678844 0.692729 -0.019094 0.045 Uiso 1 1 calc GR . . . .
C20 C -0.0302(9) 0.1026(4) 0.3477(4) 0.0489(15) Uani 1 1 d . . . . .
H20A H -0.106311 0.136931 0.322634 0.073 Uiso 1 1 calc GR . . . .
H20B H -0.118665 0.043104 0.357809 0.073 Uiso 1 1 calc GR . . . .
H20C H 0.058971 0.074698 0.307935 0.073 Uiso 1 1 calc GR . . . .
C18 C 0.1377(6) 0.2882(3) 0.4455(3) 0.0207(9) Uani 1 1 d . . . . .
H18 H 0.213443 0.336327 0.498921 0.025 Uiso 1 1 calc R . . . .
C19 C 0.1404(9) 0.1428(4) 0.4964(4) 0.0450(14) Uani 1 1 d . . . . .
H19A H 0.023258 0.112547 0.517829 0.068 Uiso 1 1 calc GR . . . .
H19B H 0.228683 0.202745 0.544259 0.068 Uiso 1 1 calc GR . . . .
H19C H 0.206451 0.086842 0.470241 0.068 Uiso 1 1 calc GR . . . .
C21 C 0.4125(6) 0.6625(3) 0.1230(3) 0.0197(9) Uani 1 1 d . . . . .
H21 H 0.409094 0.697149 0.182907 0.024 Uiso 1 1 calc R . . . .
O9 O 0.4477(5) 0.1435(3) 0.6529(2) 0.0402(9) Uani 1 1 d . . . . .
O11 O 0.5131(5) -0.0104(2) 0.6337(2) 0.0388(9) Uani 1 1 d . . . . .
O10 O 0.6831(5) 0.0994(2) 0.5777(2) 0.0337(8) Uani 1 1 d . . . . .
N7 N 0.5450(6) 0.0762(3) 0.6207(2) 0.0263(9) Uani 1 1 d . . . . .
H8A H -0.187(8) 0.520(4) 0.040(3) 0.031(15) Uiso 1 1 d . . . . .
H8B H -0.064(8) 0.622(5) 0.077(4) 0.047(17) Uiso 1 1 d . . . . .
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'
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
_geom_angle_publ_flag
O2 Cu1 O3 174.53(12) . . ?
O2 Cu1 O8 91.67(13) . . ?
O2 Cu1 O7 88.94(11) . . ?
O2 Cu1 N1 93.55(12) . . ?
O3 Cu1 O8 93.76(13) . . ?
O3 Cu1 O7 90.63(11) . . ?
O8 Cu1 O7 87.83(11) . . ?
N1 Cu1 O3 82.26(12) . . ?
N1 Cu1 O8 146.57(12) . . ?
N1 Cu1 O7 125.24(12) . . ?
O4 Cu2 O6 88.80(11) . . ?
O4 Cu2 N4 89.60(12) . . ?
O4 Cu2 N2 170.56(12) . . ?
N4 Cu2 O6 171.34(13) . . ?
N4 Cu2 N2 81.54(13) . . ?
N2 Cu2 O6 100.45(12) . . ?
C2 O1 C1 117.5(3) . . ?
C7 O2 Cu1 126.5(3) . . ?
C9 O3 Cu1 109.9(2) . . ?
C18 O6 Cu2 120.5(3) . . ?
C15 O5 C17 116.8(3) . . ?
Cu1 O8 H8A 110(4) . . ?
Cu1 O8 H8B 118(4) . . ?
H8A O8 H8B 110(5) . . ?
C16 O4 Cu2 127.3(2) . . ?
C21 O7 Cu1 121.1(2) . . ?
N3 N4 Cu2 112.0(2) . . ?
C10 N4 Cu2 129.2(3) . . ?
C10 N4 N3 118.8(3) . . ?
N4 N3 H3 121.1 . . ?
C9 N3 N4 116.1(3) . . ?
C9 N3 H3 120.8 . . ?
C22 N6 C23 117.4(3) . . ?
C21 N6 C22 120.9(4) . . ?
C21 N6 C23 121.5(4) . . ?
N1 N2 Cu2 137.9(2) . . ?
C9 N2 Cu2 112.8(2) . . ?
C9 N2 N1 109.3(3) . . ?
N2 N1 Cu1 113.5(2) . . ?
C8 N1 Cu1 126.5(3) . . ?
C8 N1 N2 119.9(3) . . ?
C20 N5 C19 118.2(4) . . ?
C18 N5 C20 121.3(4) . . ?
C18 N5 C19 120.5(4) . . ?
O5 C15 C14 126.4(4) . . ?
O5 C15 C16 113.2(3) . . ?
C14 C15 C16 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C15 C14 C13 120.4(4) . . ?
C13 C14 H14 119.8 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13 119.9 . . ?
C12 C11 C10 118.8(4) . . ?
C16 C11 C12 119.6(4) . . ?
C16 C11 C10 121.7(4) . . ?
C13 C12 C11 120.7(4) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
O4 C16 C15 117.3(3) . . ?
O4 C16 C11 124.1(4) . . ?
C11 C16 C15 118.6(4) . . ?
N4 C10 C11 123.1(4) . . ?
N4 C10 H10 118.5 . . ?
C11 C10 H10 118.5 . . ?
O3 C9 N3 118.5(3) . . ?
O3 C9 N2 124.8(4) . . ?
N2 C9 N3 116.7(3) . . ?
O5 C17 H17A 109.5 . . ?
O5 C17 H17B 109.5 . . ?
O5 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C7 C6 125.0(4) . . ?
O2 C7 C2 116.2(4) . . ?
C6 C7 C2 118.8(4) . . ?
C7 C6 C5 118.4(4) . . ?
C7 C6 C8 123.3(4) . . ?
C5 C6 C8 118.4(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.6(4) . . ?
C4 C5 H5 119.2 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.1(5) . . ?
C3 C4 H4 120.0 . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 C4 119.8(4) . . ?
C2 C3 H3A 120.1 . . ?
O1 C2 C7 113.2(4) . . ?
C3 C2 O1 125.6(4) . . ?
C3 C2 C7 121.3(4) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C8 C6 123.8(4) . . ?
N1 C8 H8 118.1 . . ?
C6 C8 H8 118.1 . . ?
N6 C22 H22A 109.5 . . ?
N6 C22 H22B 109.5 . . ?
N6 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N6 C23 H23A 109.5 . . ?
N6 C23 H23B 109.5 . . ?
N6 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N5 C20 H20A 109.5 . . ?
N5 C20 H20B 109.5 . . ?
N5 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 C18 N5 123.7(4) . . ?
O6 C18 H18 118.2 . . ?
N5 C18 H18 118.2 . . ?
N5 C19 H19A 109.5 . . ?
N5 C19 H19B 109.5 . . ?
N5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O7 C21 N6 125.2(4) . . ?
O7 C21 H21 117.4 . . ?
N6 C21 H21 117.4 . . ?
O9 N7 O10 119.1(4) . . ?
O11 N7 O9 120.9(4) . . ?
O11 N7 O10 119.9(4) . . ?
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 O2 1.878(3) . ?
Cu1 O3 1.938(3) . ?
Cu1 O8 2.022(3) . ?
Cu1 O7 2.308(3) . ?
Cu1 N1 1.938(3) . ?
Cu2 O6 1.972(3) . ?
Cu2 O4 1.893(3) . ?
Cu2 N4 1.956(3) . ?
Cu2 N2 1.969(3) . ?
O1 C2 1.375(5) . ?
O1 C1 1.432(5) . ?
O2 C7 1.317(5) . ?
O3 C9 1.280(5) . ?
O6 C18 1.263(5) . ?
O5 C15 1.373(5) . ?
O5 C17 1.429(5) . ?
O8 H8A 0.80(5) . ?
O8 H8B 0.84(6) . ?
O4 C16 1.332(5) . ?
O7 C21 1.245(5) . ?
N4 N3 1.377(4) . ?
N4 C10 1.302(5) . ?
N3 H3 0.7843 . ?
N3 C9 1.353(5) . ?
N6 C22 1.449(6) . ?
N6 C23 1.450(5) . ?
N6 C21 1.329(5) . ?
N2 N1 1.394(4) . ?
N2 C9 1.343(5) . ?
N1 C8 1.286(5) . ?
N5 C20 1.449(7) . ?
N5 C18 1.311(5) . ?
N5 C19 1.469(6) . ?
C15 C14 1.376(6) . ?
C15 C16 1.423(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.395(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.370(6) . ?
C11 C12 1.408(6) . ?
C11 C16 1.405(5) . ?
C11 C10 1.445(5) . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C7 C6 1.406(6) . ?
C7 C2 1.424(6) . ?
C6 C5 1.412(6) . ?
C6 C8 1.441(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.364(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.406(7) . ?
C3 H3A 0.9300 . ?
C3 C2 1.359(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C8 H8 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21 0.9300 . ?
O9 N7 1.247(5) . ?
O11 N7 1.240(4) . ?
O10 N7 1.260(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
Cu1 O2 C7 C6 -5.7(6) . . . . ?
Cu1 O2 C7 C2 174.5(3) . . . . ?
Cu1 O3 C9 N3 175.2(3) . . . . ?
Cu1 O3 C9 N2 -4.7(5) . . . . ?
Cu1 O7 C21 N6 -158.4(3) . . . . ?
Cu1 N1 C8 C6 7.9(6) . . . . ?
Cu2 O6 C18 N5 171.7(3) . . . . ?
Cu2 O4 C16 C15 -154.9(3) . . . . ?
Cu2 O4 C16 C11 26.6(5) . . . . ?
Cu2 N4 N3 C9 -9.8(4) . . . . ?
Cu2 N4 C10 C11 0.5(6) . . . . ?
Cu2 N2 N1 Cu1 -179.0(2) . . . . ?
Cu2 N2 N1 C8 5.5(5) . . . . ?
Cu2 N2 C9 O3 -177.3(3) . . . . ?
Cu2 N2 C9 N3 2.8(4) . . . . ?
O2 C7 C6 C5 177.1(4) . . . . ?
O2 C7 C6 C8 -3.6(6) . . . . ?
O2 C7 C2 O1 3.1(5) . . . . ?
O2 C7 C2 C3 -178.0(4) . . . . ?
O6 Cu2 O4 C16 147.1(3) . . . . ?
O5 C15 C14 C13 179.3(4) . . . . ?
O5 C15 C16 O4 5.2(5) . . . . ?
O5 C15 C16 C11 -176.3(3) . . . . ?
O8 Cu1 O2 C7 -135.6(3) . . . . ?
O7 Cu1 O2 C7 136.6(3) . . . . ?
N4 Cu2 O4 C16 -24.4(3) . . . . ?
N4 N3 C9 O3 -175.2(3) . . . . ?
N4 N3 C9 N2 4.7(5) . . . . ?
N3 N4 C10 C11 -180.0(3) . . . . ?
N2 N1 C8 C6 -177.3(3) . . . . ?
N1 Cu1 O2 C7 11.4(3) . . . . ?
N1 N2 C9 O3 1.3(5) . . . . ?
N1 N2 C9 N3 -178.6(3) . . . . ?
C15 C14 C13 C12 -1.4(6) . . . . ?
C14 C15 C16 O4 -174.6(3) . . . . ?
C14 C15 C16 C11 3.9(6) . . . . ?
C14 C13 C12 C11 0.6(6) . . . . ?
C12 C11 C16 O4 173.8(3) . . . . ?
C12 C11 C16 C15 -4.6(5) . . . . ?
C12 C11 C10 N4 172.6(4) . . . . ?
C16 C15 C14 C13 -0.9(6) . . . . ?
C16 C11 C12 C13 2.4(6) . . . . ?
C16 C11 C10 N4 -6.1(6) . . . . ?
C10 N4 N3 C9 170.6(3) . . . . ?
C10 C11 C12 C13 -176.3(4) . . . . ?
C10 C11 C16 O4 -7.6(6) . . . . ?
C10 C11 C16 C15 174.0(3) . . . . ?
C9 N2 N1 Cu1 2.9(3) . . . . ?
C9 N2 N1 C8 -172.6(3) . . . . ?
C17 O5 C15 C14 1.2(6) . . . . ?
C17 O5 C15 C16 -178.6(3) . . . . ?
C7 C6 C5 C4 2.0(8) . . . . ?
C7 C6 C8 N1 2.3(6) . . . . ?
C6 C7 C2 O1 -176.7(3) . . . . ?
C6 C7 C2 C3 2.2(6) . . . . ?
C6 C5 C4 C3 0.2(9) . . . . ?
C5 C6 C8 N1 -178.4(4) . . . . ?
C5 C4 C3 C2 -1.2(9) . . . . ?
C4 C3 C2 O1 178.7(5) . . . . ?
C4 C3 C2 C7 0.0(8) . . . . ?
C2 C7 C6 C5 -3.1(6) . . . . ?
C2 C7 C6 C8 176.2(4) . . . . ?
C1 O1 C2 C7 179.8(3) . . . . ?
C1 O1 C2 C3 1.0(6) . . . . ?
C8 C6 C5 C4 -177.4(5) . . . . ?
C22 N6 C21 O7 176.3(4) . . . . ?
C23 N6 C21 O7 1.8(6) . . . . ?
C20 N5 C18 O6 1.5(6) . . . . ?
C19 N5 C18 O6 -179.6(4) . . . . ?
