#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/37/4303720.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_4303720
loop_
_publ_author_name
'Eugénie Peyroux'
'Wadih Ghattas'
'Renaud Hardré'
'Michel Giorgi'
'Bruno Faure'
'A. Jalila Simaan'
'Catherine Belle'
'Marius Réglier'
_publ_section_title
;
Binding of 2-Hydroxypyridine-N-oxide on Dicopper(II) Centers: Insights into
Tyrosinase Inhibition Mechanism by Transition-State Analogs
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10874
_journal_page_last               10876
_journal_paper_doi               10.1021/ic901593x
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C54 H54 Cu2 F6 N8 O11 S2'
_chemical_formula_weight         1296.29
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2008-12-16 # Formatted by publCIF
;
_cell_angle_alpha                97.528(3)
_cell_angle_beta                 92.715(2)
_cell_angle_gamma                113.105(3)
_cell_formula_units_Z            2
_cell_length_a                   12.4600(7)
_cell_length_b                   14.923(1)
_cell_length_c                   16.827(1)
_cell_measurement_reflns_used    36409
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.68
_cell_measurement_theta_min      1.23
_cell_volume                     2836.3(3)
_computing_cell_refinement
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Bruker-Nonius, 1998)'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'Phi + omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.135
_diffrn_reflns_av_sigmaI/netI    0.1001
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            36409
_diffrn_reflns_theta_full        28.68
_diffrn_reflns_theta_max         28.68
_diffrn_reflns_theta_min         1.50
_exptl_absorpt_coefficient_mu    0.910
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          .2
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .04
_refine_diff_density_max         0.976
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     748
_refine_ls_number_reflns         14193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1842
_refine_ls_R_factor_gt           0.1019
_refine_ls_shift/su_max          0.048
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0505P)²+16.1814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1965
_refine_ls_wR_factor_ref         0.2408
_reflns_number_gt                7781
_reflns_number_total             14193
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901593x_si_001_1.cif
_cod_data_source_block           shelxl_compound3
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4303720
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.09895(7) -0.21032(6) -0.34705(5) 0.0451(2) Uani 1 1 d . . .
Cu2 Cu -0.47738(7) -0.18353(6) -0.05466(5) 0.0411(2) Uani 1 1 d . . .
S1 S -0.5916(3) -0.2336(2) -0.54905(18) 0.0945(9) Uani 1 1 d . . .
S2 S -0.89078(18) -0.71343(15) -0.14480(13) 0.0600(5) Uani 1 1 d . . .
F1 F -0.7257(9) -0.1569(7) -0.6054(6) 0.172(4) Uani 1 1 d . . .
F2 F -0.7721(8) -0.3071(7) -0.6553(5) 0.171(4) Uani 1 1 d . . .
F3 F -0.8068(11) -0.2653(13) -0.5437(10) 0.270(9) Uani 1 1 d . . .
F4 F -0.9463(7) -0.6353(7) -0.2594(5) 0.160(4) Uani 1 1 d . . .
F5 F -1.0571(9) -0.7769(7) -0.2593(7) 0.204(5) Uani 1 1 d . . .
F6 F -1.0666(7) -0.6687(7) -0.1784(4) 0.155(3) Uani 1 1 d . . .
O1 O 0.0066(4) -0.0773(3) -0.2955(3) 0.0516(12) Uani 1 1 d . . .
O2 O -0.1025(4) -0.2349(3) -0.2362(3) 0.0592(14) Uani 1 1 d . . .
O3 O -0.5261(4) -0.1851(3) -0.1672(3) 0.0518(12) Uani 1 1 d . . .
O4 O -0.3283(4) -0.0906(4) -0.0802(3) 0.0534(12) Uani 1 1 d . . .
O5 O -0.6076(9) -0.3305(6) -0.5471(6) 0.146(4) Uani 1 1 d . . .
O6 O -0.5651(10) -0.1707(8) -0.4789(6) 0.175(5) Uani 1 1 d . . .
H1W H -0.6322 -0.0643 -0.4442 0.210 Uiso 1 1 d R . .
H2W H -0.6075 0.0506 -0.4164 0.210 Uiso 1 1 d R . .
O7 O -0.5137(10) -0.1966(10) -0.6106(8) 0.198(5) Uani 1 1 d . . .
O8 O -0.9590(7) -0.7846(6) -0.1004(5) 0.122(3) Uani 1 1 d . . .
O9 O -0.8188(6) -0.7429(6) -0.1944(4) 0.107(3) Uani 1 1 d . . .
O10 O -0.8351(10) -0.6195(6) -0.0997(6) 0.169(5) Uani 1 1 d . . .
O11 O -0.6650(9) -0.0170(8) -0.4283(7) 0.185(5) Uani 1 1 d . . .
N1 N -0.2566(5) -0.3324(4) -0.3808(3) 0.0412(12) Uani 1 1 d . . .
N2 N -0.0828(5) -0.1685(4) -0.4550(3) 0.0510(14) Uani 1 1 d . . .
N3 N 0.0272(5) -0.2881(4) -0.3589(4) 0.0582(16) Uani 1 1 d . . .
N4 N 0.0235(5) -0.0738(4) -0.2149(3) 0.0483(13) Uani 1 1 d . . .
N5 N -0.4515(4) -0.3262(3) -0.0593(3) 0.0360(11) Uani 1 1 d . . .
N6 N -0.6477(5) -0.2508(4) -0.0364(3) 0.0444(12) Uani 1 1 d . . .
N7 N -0.4246(5) -0.1366(4) 0.0639(3) 0.0475(13) Uani 1 1 d . . .
N8 N -0.4358(5) -0.1266(4) -0.2017(3) 0.0520(14) Uani 1 1 d . . .
C1 C 0.0262(7) -0.1228(5) -0.4745(4) 0.0558(18) Uani 1 1 d . . .
H1 H 0.0892 -0.1121 -0.4371 0.067 Uiso 1 1 calc R . .
C2 C 0.0489(8) -0.0915(6) -0.5468(5) 0.069(2) Uani 1 1 d . . .
H2 H 0.1257 -0.0605 -0.5586 0.083 Uiso 1 1 calc R . .
C3 C -0.0434(9) -0.1065(7) -0.6015(5) 0.077(3) Uani 1 1 d . . .
H3 H -0.0301 -0.0859 -0.6513 0.092 Uiso 1 1 calc R . .
C4 C -0.1561(8) -0.1521(6) -0.5825(4) 0.068(2) Uani 1 1 d . . .
H4 H -0.2196 -0.1623 -0.6192 0.081 Uiso 1 1 calc R . .
C5 C -0.1746(7) -0.1830(5) -0.5080(4) 0.0517(17) Uani 1 1 d . . .
C6 C -0.2948(7) -0.2377(6) -0.4849(5) 0.062(2) Uani 1 1 d . . .
H6A H -0.3526 -0.2471 -0.5294 0.075 Uiso 1 1 calc R . .
H6B H -0.3085 -0.1984 -0.4390 0.075 Uiso 1 1 calc R . .
C7 C -0.3107(6) -0.3376(5) -0.4634(4) 0.0523(17) Uani 1 1 d . . .
H7A H -0.3940 -0.3788 -0.4676 0.063 Uiso 1 1 calc R . .
H7B H -0.2764 -0.3692 -0.5025 0.063 Uiso 1 1 calc R . .
C8 C 0.1316(7) -0.2444(6) -0.3150(6) 0.074(2) Uani 1 1 d . . .
H8 H 0.1678 -0.1758 -0.3073 0.089 Uiso 1 1 calc R . .
C9 C 0.1881(8) -0.2931(7) -0.2813(6) 0.078(3) Uani 1 1 d . . .
H9 H 0.2613 -0.2593 -0.2517 0.094 Uiso 1 1 calc R . .
C10 C 0.1342(8) -0.3933(7) -0.2919(6) 0.081(3) Uani 1 1 d . . .
H10 H 0.1691 -0.4295 -0.2681 0.097 Uiso 1 1 calc R . .
C11 C 0.0292(7) -0.4399(6) -0.3376(5) 0.068(2) Uani 1 1 d . . .
H11 H -0.0070 -0.5085 -0.3464 0.082 Uiso 1 1 calc R . .
C12 C -0.0239(6) -0.3870(5) -0.3707(4) 0.0494(16) Uani 1 1 d . . .
C13 C -0.1401(6) -0.4343(5) -0.4201(4) 0.0529(17) Uani 1 1 d . . .
H13A H -0.1579 -0.5039 -0.4365 0.063 Uiso 1 1 calc R . .
H13B H -0.1353 -0.4049 -0.4686 0.063 Uiso 1 1 calc R . .
C14 C -0.2414(6) -0.4245(5) -0.3760(4) 0.0480(16) Uani 1 1 d . . .
H14A H -0.3139 -0.4798 -0.3984 0.058 Uiso 1 1 calc R . .
H14B H -0.2277 -0.4287 -0.3196 0.058 Uiso 1 1 calc R . .
C15 C -0.3353(5) -0.3173(4) -0.3179(4) 0.0421(14) Uani 1 1 d . . .
H15A H -0.2959 -0.3101 -0.2649 0.051 Uiso 1 1 calc R . .
H15B H -0.3423 -0.2555 -0.3219 0.051 Uiso 1 1 calc R . .
C16 C -0.4579(6) -0.3975(5) -0.3233(4) 0.0417(14) Uani 1 1 d . . .
C17 C -0.5473(6) -0.3922(6) -0.3716(4) 0.0530(17) Uani 1 1 d . . .
H17 H -0.5307 -0.3395 -0.3998 0.064 Uiso 1 1 calc R . .
C18 C -0.6601(6) -0.4627(6) -0.3792(4) 0.061(2) Uani 1 1 d . . .
H18 H -0.7187 -0.4578 -0.4125 0.074 Uiso 1 1 calc R . .
C19 C -0.6860(7) -0.5404(6) -0.3372(5) 0.066(2) Uani 1 1 d . . .
H19 H -0.7616 -0.5897 -0.3433 0.079 Uiso 1 1 calc R . .
C20 C -0.5998(6) -0.5447(5) -0.2863(4) 0.0547(18) Uani 1 1 d . . .
H20 H -0.6183 -0.5966 -0.2571 0.066 Uiso 1 1 calc R . .
C21 C -0.4851(6) -0.4734(5) -0.2771(4) 0.0437(14) Uani 1 1 d . . .
C22 C -0.3965(5) -0.4820(5) -0.2178(4) 0.0409(14) Uani 1 1 d . . .
C23 C -0.3674(6) -0.5633(5) -0.2332(4) 0.0515(17) Uani 1 1 d . . .
H23 H -0.4045 -0.6112 -0.2782 0.062 Uiso 1 1 calc R . .
C24 C -0.2840(7) -0.5738(6) -0.1823(5) 0.060(2) Uani 1 1 d . . .
H24 H -0.2635 -0.6272 -0.1940 0.072 Uiso 1 1 calc R . .
C25 C -0.2324(7) -0.5057(6) -0.1151(5) 0.059(2) Uani 1 1 d . . .
H25 H -0.1773 -0.5132 -0.0804 0.071 Uiso 1 1 calc R . .
C26 C -0.2611(6) -0.4256(6) -0.0979(4) 0.0515(17) Uani 1 1 d . . .
H26 H -0.2236 -0.3789 -0.0521 0.062 Uiso 1 1 calc R . .
C27 C -0.3457(5) -0.4127(4) -0.1479(4) 0.0381(13) Uani 1 1 d . . .
C28 C -0.3754(5) -0.3238(4) -0.1257(3) 0.0387(13) Uani 1 1 d . . .
H28A H -0.3022 -0.2660 -0.1110 0.046 Uiso 1 1 calc R . .
H28B H -0.4137 -0.3147 -0.1737 0.046 Uiso 1 1 calc R . .
C29 C -0.5645(5) -0.4152(5) -0.0782(4) 0.0437(15) Uani 1 1 d . . .
H29A H -0.5931 -0.4359 -0.0282 0.052 Uiso 1 1 calc R . .
H29B H -0.5505 -0.4686 -0.1087 0.052 Uiso 1 1 calc R . .
C30 C -0.6590(6) -0.3965(5) -0.1266(4) 0.0484(16) Uani 1 1 d . . .
H30A H -0.6237 -0.3595 -0.1687 0.058 Uiso 1 1 calc R . .
H30B H -0.7191 -0.4593 -0.1524 0.058 Uiso 1 1 calc R . .
C31 C -0.7145(6) -0.3412(5) -0.0762(4) 0.0450(15) Uani 1 1 d . . .
C32 C -0.8341(6) -0.3826(6) -0.0680(5) 0.065(2) Uani 1 1 d . . .
H32 H -0.8809 -0.4453 -0.0958 0.078 Uiso 1 1 calc R . .
C33 C -0.8830(7) -0.3315(7) -0.0193(6) 0.076(3) Uani 1 1 d . . .
H33 H -0.9628 -0.3597 -0.0137 0.091 Uiso 1 1 calc R . .
C34 C -0.8148(7) -0.2394(7) 0.0212(6) 0.073(2) Uani 1 1 d . . .
H34 H -0.8467 -0.2032 0.0539 0.088 Uiso 1 1 calc R . .
C35 C -0.6979(7) -0.2022(5) 0.0119(5) 0.0572(19) Uani 1 1 d . . .
H35 H -0.6503 -0.1401 0.0402 0.069 Uiso 1 1 calc R . .
C36 C -0.3911(6) -0.3233(5) 0.0197(4) 0.0423(14) Uani 1 1 d . . .
H36A H -0.3112 -0.2739 0.0248 0.051 Uiso 1 1 calc R . .
H36B H -0.3873 -0.3868 0.0211 0.051 Uiso 1 1 calc R . .
C37 C -0.4513(7) -0.2997(5) 0.0913(4) 0.0511(17) Uani 1 1 d . . .
H37A H -0.5354 -0.3353 0.0777 0.061 Uiso 1 1 calc R . .
H37B H -0.4291 -0.3255 0.1364 0.061 Uiso 1 1 calc R . .
C38 C -0.4268(6) -0.1940(5) 0.1189(4) 0.0475(16) Uani 1 1 d . . .
C39 C -0.4065(8) -0.1550(6) 0.2006(4) 0.068(2) Uani 1 1 d . . .
H39 H -0.4086 -0.1953 0.2388 0.082 Uiso 1 1 calc R . .
C40 C -0.3836(9) -0.0572(8) 0.2251(5) 0.086(3) Uani 1 1 d . . .
H40 H -0.3711 -0.0313 0.2798 0.103 Uiso 1 1 calc R . .
C41 C -0.3792(8) 0.0017(7) 0.1692(5) 0.076(2) Uani 1 1 d . . .
H41 H -0.3638 0.0681 0.1846 0.091 Uiso 1 1 calc R . .
C42 C -0.3980(7) -0.0397(6) 0.0895(5) 0.062(2) Uani 1 1 d . . .
H42 H -0.3924 0.0008 0.0509 0.074 Uiso 1 1 calc R . .
C43 C -0.0335(6) -0.1588(5) -0.1859(4) 0.0447(15) Uani 1 1 d . . .
C44 C -0.0132(7) -0.1572(6) -0.1033(4) 0.060(2) Uani 1 1 d . . .
H44 H -0.0491 -0.2148 -0.0818 0.073 Uiso 1 1 calc R . .
C45 C 0.0576(7) -0.0737(6) -0.0547(5) 0.063(2) Uani 1 1 d . . .
H45 H 0.0706 -0.0739 0.0001 0.076 Uiso 1 1 calc R . .
C46 C 0.1114(7) 0.0125(6) -0.0858(5) 0.065(2) Uani 1 1 d . . .
H46 H 0.1592 0.0706 -0.0518 0.079 Uiso 1 1 calc R . .
C47 C 0.0938(6) 0.0120(5) -0.1663(5) 0.0577(19) Uani 1 1 d . . .
H47 H 0.1293 0.0696 -0.1879 0.069 Uiso 1 1 calc R . .
C49 C -0.3330(6) -0.0791(5) -0.1561(4) 0.0440(15) Uani 1 1 d . . .
C50 C -0.2371(7) -0.0190(6) -0.1899(5) 0.069(2) Uani 1 1 d . . .
H50 H -0.1645 0.0143 -0.1594 0.082 Uiso 1 1 calc R . .
C51 C -0.2508(9) -0.0093(7) -0.2692(5) 0.080(3) Uani 1 1 d . . .
H51 H -0.1864 0.0303 -0.2925 0.096 Uiso 1 1 calc R . .
C52 C -0.3565(8) -0.0564(6) -0.3147(5) 0.070(2) Uani 1 1 d . . .
H52 H -0.3647 -0.0473 -0.3679 0.084 Uiso 1 1 calc R . .
C53 C -0.4498(7) -0.1168(5) -0.2816(4) 0.0542(18) Uani 1 1 d . . .
H53 H -0.5221 -0.1511 -0.3123 0.065 Uiso 1 1 calc R . .
C55 C -0.7185(19) -0.2366(12) -0.6018(14) 0.196(11) Uani 1 1 d . . .
C56 C -0.9939(7) -0.6970(7) -0.2128(5) 0.065(2) Uani 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'
S S 0.1246 0.1234 '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'
F F 0.0171 0.0103 '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'
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 O1 82.47(18) . . ?
O2 Cu1 N2 173.1(2) . . ?
O1 Cu1 N2 90.7(2) . . ?
O2 Cu1 N1 90.40(19) . . ?
O1 Cu1 N1 157.6(2) . . ?
N2 Cu1 N1 95.9(2) . . ?
O2 Cu1 N3 85.8(2) . . ?
O1 Cu1 N3 101.6(2) . . ?
N2 Cu1 N3 95.8(2) . . ?
N1 Cu1 N3 98.9(2) . . ?
O4 Cu2 O3 82.46(18) . . ?
O4 Cu2 N7 90.3(2) . . ?
O3 Cu2 N7 161.1(2) . . ?
O4 Cu2 N6 163.7(2) . . ?
O3 Cu2 N6 89.4(2) . . ?
N7 Cu2 N6 93.1(2) . . ?
O4 Cu2 N5 103.62(19) . . ?
O3 Cu2 N5 103.12(19) . . ?
N7 Cu2 N5 95.5(2) . . ?
N6 Cu2 N5 91.92(19) . . ?
O6 S1 O5 118.7(7) . . ?
O6 S1 O7 114.3(8) . . ?
O5 S1 O7 108.5(8) . . ?
O6 S1 C55 109.9(8) . . ?
O5 S1 C55 107.2(7) . . ?
O7 S1 C55 95.8(11) . . ?
O10 S2 O8 113.6(7) . . ?
O10 S2 O9 114.4(7) . . ?
O8 S2 O9 114.9(5) . . ?
O10 S2 C56 101.8(5) . . ?
O8 S2 C56 105.3(4) . . ?
O9 S2 C56 105.1(4) . . ?
N4 O1 Cu1 110.2(3) . . ?
C43 O2 Cu1 112.4(4) . . ?
N8 O3 Cu2 110.4(4) . . ?
C49 O4 Cu2 111.6(4) . . ?
H1W O11 H2W 113.9 . . ?
C14 N1 C7 109.3(5) . . ?
C14 N1 C15 110.1(5) . . ?
C7 N1 C15 109.9(5) . . ?
C14 N1 Cu1 110.9(4) . . ?
C7 N1 Cu1 113.3(4) . . ?
C15 N1 Cu1 103.3(3) . . ?
C1 N2 C5 119.2(6) . . ?
C1 N2 Cu1 117.2(5) . . ?
C5 N2 Cu1 123.6(5) . . ?
C8 N3 C12 117.6(6) . . ?
C8 N3 Cu1 117.6(5) . . ?
C12 N3 Cu1 115.3(5) . . ?
O1 N4 C43 116.8(5) . . ?
O1 N4 C47 120.6(6) . . ?
C43 N4 C47 122.6(6) . . ?
C36 N5 C29 110.9(5) . . ?
C36 N5 C28 111.7(5) . . ?
C29 N5 C28 110.1(5) . . ?
C36 N5 Cu2 107.7(4) . . ?
C29 N5 Cu2 112.4(3) . . ?
C28 N5 Cu2 103.9(3) . . ?
C31 N6 C35 119.0(6) . . ?
C31 N6 Cu2 120.6(4) . . ?
C35 N6 Cu2 120.2(5) . . ?
C38 N7 C42 118.6(6) . . ?
C38 N7 Cu2 125.7(5) . . ?
C42 N7 Cu2 115.2(5) . . ?
C49 N8 O3 117.5(5) . . ?
C49 N8 C53 122.0(6) . . ?
O3 N8 C53 120.5(6) . . ?
N2 C1 C2 122.8(8) . . ?
N2 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 118.7(8) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C2 C3 C4 119.6(7) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.5(8) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N2 C5 C4 120.2(7) . . ?
N2 C5 C6 117.3(6) . . ?
C4 C5 C6 122.4(7) . . ?
C5 C6 C7 112.2(6) . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
N1 C7 C6 114.0(6) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N3 C8 C9 124.3(8) . . ?
N3 C8 H8 117.9 . . ?
C9 C8 H8 117.9 . . ?
C8 C9 C10 117.7(8) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C11 C10 C9 119.3(8) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.5(8) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
N3 C12 C11 120.5(7) . . ?
N3 C12 C13 116.7(6) . . ?
C11 C12 C13 122.7(7) . . ?
C12 C13 C14 113.8(6) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
N1 C14 C13 114.6(5) . . ?
N1 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
N1 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C16 C15 N1 116.8(5) . . ?
C16 C15 H15A 108.1 . . ?
N1 C15 H15A 108.1 . . ?
C16 C15 H15B 108.1 . . ?
N1 C15 H15B 108.1 . . ?
H15A C15 H15B 107.3 . . ?
C17 C16 C21 118.7(6) . . ?
C17 C16 C15 119.1(6) . . ?
C21 C16 C15 122.1(6) . . ?
C18 C17 C16 121.8(7) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 119.6(7) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 119.5(7) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 121.8(7) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C20 C21 C16 118.4(6) . . ?
C20 C21 C22 118.3(6) . . ?
C16 C21 C22 123.3(6) . . ?
C23 C22 C27 119.7(6) . . ?
C23 C22 C21 118.2(6) . . ?
C27 C22 C21 122.1(6) . . ?
C24 C23 C22 120.9(7) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.7(7) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.5(7) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 121.4(7) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C22 C27 C26 117.7(6) . . ?
C22 C27 C28 122.8(5) . . ?
C26 C27 C28 119.5(6) . . ?
N5 C28 C27 117.6(5) . . ?
N5 C28 H28A 107.9 . . ?
C27 C28 H28A 107.9 . . ?
N5 C28 H28B 107.9 . . ?
C27 C28 H28B 107.9 . . ?
H28A C28 H28B 107.2 . . ?
N5 C29 C30 112.7(5) . . ?
N5 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
N5 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C31 C30 C29 113.0(6) . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30A 109.0 . . ?
C31 C30 H30B 109.0 . . ?
C29 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
N6 C31 C32 119.5(7) . . ?
N6 C31 C30 119.2(6) . . ?
C32 C31 C30 121.2(7) . . ?
C33 C32 C31 120.3(8) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C34 C33 C32 120.0(8) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 117.6(8) . . ?
C33 C34 H34 121.2 . . ?
C35 C34 H34 121.2 . . ?
N6 C35 C34 123.5(8) . . ?
N6 C35 H35 118.3 . . ?
C34 C35 H35 118.3 . . ?
N5 C36 C37 113.4(5) . . ?
N5 C36 H36A 108.9 . . ?
C37 C36 H36A 108.9 . . ?
N5 C36 H36B 108.9 . . ?
C37 C36 H36B 108.9 . . ?
H36A C36 H36B 107.7 . . ?
C38 C37 C36 117.2(5) . . ?
C38 C37 H37A 108.0 . . ?
C36 C37 H37A 108.0 . . ?
C38 C37 H37B 108.0 . . ?
C36 C37 H37B 108.0 . . ?
H37A C37 H37B 107.2 . . ?
N7 C38 C39 120.1(7) . . ?
N7 C38 C37 119.0(6) . . ?
C39 C38 C37 120.9(6) . . ?
C40 C39 C38 120.2(8) . . ?
C40 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C41 C40 C39 119.7(8) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C42 118.0(8) . . ?
C40 C41 H41 121.0 . . ?
C42 C41 H41 121.0 . . ?
N7 C42 C41 123.3(8) . . ?
N7 C42 H42 118.3 . . ?
C41 C42 H42 118.3 . . ?
O2 C43 N4 118.0(6) . . ?
O2 C43 C44 124.6(6) . . ?
N4 C43 C44 117.4(6) . . ?
C45 C44 C43 120.8(7) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C44 C45 C46 120.4(7) . . ?
C44 C45 H45 119.8 . . ?
C46 C45 H45 119.8 . . ?
C47 C46 C45 119.6(7) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
N4 C47 C46 119.2(7) . . ?
N4 C47 H47 120.4 . . ?
C46 C47 H47 120.4 . . ?
O4 C49 N8 117.9(6) . . ?
O4 C49 C50 122.8(6) . . ?
N8 C49 C50 119.2(6) . . ?
C51 C50 C49 118.8(8) . . ?
C51 C50 H50 120.6 . . ?
C49 C50 H50 120.6 . . ?
C52 C51 C50 121.5(8) . . ?
C52 C51 H51 119.2 . . ?
C50 C51 H51 119.2 . . ?
C53 C52 C51 119.4(7) . . ?
C53 C52 H52 120.3 . . ?
C51 C52 H52 120.3 . . ?
C52 C53 N8 119.0(7) . . ?
C52 C53 H53 120.5 . . ?
N8 C53 H53 120.5 . . ?
F2 C55 F1 119.0(15) . . ?
F2 C55 F3 96.1(19) . . ?
F1 C55 F3 94.0(15) . . ?
F2 C55 S1 118.0(9) . . ?
F1 C55 S1 117.6(12) . . ?
F3 C55 S1 103.1(16) . . ?
F5 C56 F4 105.3(10) . . ?
F5 C56 F6 104.8(9) . . ?
F4 C56 F6 106.2(9) . . ?
F5 C56 S2 111.8(7) . . ?
F4 C56 S2 113.7(6) . . ?
F6 C56 S2 114.2(6) . . ?
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 1.947(4) . ?
Cu1 O1 1.953(4) . ?
Cu1 N2 1.991(5) . ?
Cu1 N1 2.077(5) . ?
Cu1 N3 2.293(6) . ?
Cu2 O4 1.941(4) . ?
Cu2 O3 1.955(4) . ?
Cu2 N7 2.013(6) . ?
Cu2 N6 2.019(5) . ?
Cu2 N5 2.268(5) . ?
S1 O6 1.347(8) . ?
S1 O5 1.384(7) . ?
S1 O7 1.464(10) . ?
S1 C55 1.759(13) . ?
S2 O10 1.390(8) . ?
S2 O8 1.403(6) . ?
S2 O9 1.407(7) . ?
S2 C56 1.789(8) . ?
F1 C55 1.236(15) . ?
F2 C55 1.227(13) . ?
F3 C55 1.48(3) . ?
F4 C56 1.272(10) . ?
F5 C56 1.270(10) . ?
F6 C56 1.273(10) . ?
O1 N4 1.354(7) . ?
O2 C43 1.287(8) . ?
O3 N8 1.337(7) . ?
O4 C49 1.313(7) . ?
O11 H1W 0.9613 . ?
O11 H2W 0.9678 . ?
N1 C14 1.470(8) . ?
N1 C7 1.496(8) . ?
N1 C15 1.530(8) . ?
N2 C1 1.338(9) . ?
N2 C5 1.345(9) . ?
N3 C8 1.334(9) . ?
N3 C12 1.340(9) . ?
N4 C43 1.356(8) . ?
N4 C47 1.361(8) . ?
N5 C36 1.482(7) . ?
N5 C29 1.493(7) . ?
N5 C28 1.495(7) . ?
N6 C31 1.338(8) . ?
N6 C35 1.352(8) . ?
N7 C38 1.335(8) . ?
N7 C42 1.354(9) . ?
N8 C49 1.335(8) . ?
N8 C53 1.382(8) . ?
C1 C2 1.363(10) . ?
C1 H1 0.9300 . ?
C2 C3 1.365(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.496(10) . ?
C6 C7 1.520(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.349(11) . ?
C8 H8 0.9300 . ?
C9 C10 1.360(12) . ?
C9 H9 0.9300 . ?
C10 C11 1.356(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.365(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.489(10) . ?
C13 C14 1.540(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.515(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.381(9) . ?
C16 C21 1.399(9) . ?
C17 C18 1.373(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.368(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.393(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.507(9) . ?
C22 C23 1.395(9) . ?
C22 C27 1.397(9) . ?
C23 C24 1.384(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.357(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.377(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.404(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.518(8) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.535(9) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.482(9) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.394(9) . ?
C32 C33 1.369(11) . ?
C32 H32 0.9300 . ?
C33 C34 1.363(12) . ?
C33 H33 0.9300 . ?
C34 C35 1.365(10) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 C37 1.524(9) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.487(9) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.391(10) . ?
C39 C40 1.374(12) . ?
C39 H39 0.9300 . ?
C40 C41 1.358(12) . ?
C40 H40 0.9300 . ?
C41 C42 1.369(11) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 C44 1.397(9) . ?
C44 C45 1.342(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.382(11) . ?
C45 H45 0.9300 . ?
C46 C47 1.362(11) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C49 C50 1.383(9) . ?
C50 C51 1.371(11) . ?
C50 H50 0.9300 . ?
C51 C52 1.360(12) . ?
C51 H51 0.9300 . ?
C52 C53 1.358(10) . ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139127336
