#------------------------------------------------------------------------------
#$Date: 2022-05-12 00:52:49 +0300 (Thu, 12 May 2022) $
#$Revision: 275342 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/00/7130070.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_7130070
loop_
_publ_author_name
'Shima, Yuto'
'Suzuki, Takashi'
'Abe, Hitoshi'
'Yajima, Tatsuo'
'Mori, Seiji'
'Shimazaki, Yuichi'
_publ_section_title
;
 Non-innocent redox behavior of CuII--p-dimethylaminophenolate complexes:
 formation and characterization of the CuI--phenoxyl radical species
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01409B
_journal_year                    2022
_chemical_formula_moiety         'C61 H59 B Cu N4 O'
_chemical_formula_sum            'C61 H59 B Cu N4 O'
_chemical_formula_weight         938.52
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2022-02-22 deposited with the CCDC.	2022-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                115.095(8)
_cell_angle_beta                 102.698(7)
_cell_angle_gamma                96.747(7)
_cell_formula_units_Z            2
_cell_length_a                   11.7542(9)
_cell_length_b                   15.1892(15)
_cell_length_c                   16.2630(14)
_cell_measurement_reflns_used    21693
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.57
_cell_measurement_theta_min      1.83
_cell_volume                     2491.1(4)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24218
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         1.829
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.485
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             990.00
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.50
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     613
_refine_ls_number_reflns         11312
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0513P)²+1.4664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1033
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9828
_reflns_number_total             11312
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d2cc01409b2.cif
_cod_data_source_block           211105-2
_cod_database_code               7130070
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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 0.29530(2) 0.32162(2) 0.71137(2) 0.02129(6) Uani 1 1 d . . . . .
O1 O 0.43152(10) 0.42437(8) 0.83164(9) 0.0224(2) Uani 1 1 d . . . . .
N1 N 0.15314(12) 0.29096(10) 0.75039(10) 0.0211(3) Uani 1 1 d . . . . .
N2 N 0.35466(12) 0.32007(10) 0.60545(10) 0.0218(3) Uani 1 1 d . . . . .
N3 N 0.21837(13) 0.44399(11) 0.70221(10) 0.0246(3) Uani 1 1 d . . . . .
N4 N 0.63009(15) 0.80097(11) 0.89666(12) 0.0314(3) Uani 1 1 d . . . . .
C1 C 0.47847(14) 0.51036(12) 0.84342(11) 0.0199(3) Uani 1 1 d . . . . .
C2 C 0.60823(14) 0.54969(12) 0.87867(11) 0.0203(3) Uani 1 1 d . . . . .
C3 C 0.65366(15) 0.64450(12) 0.89454(12) 0.0233(3) Uani 1 1 d . . . . .
H3 H 0.736502 0.669516 0.917489 0.028 Uiso 1 1 calc R U . . .
C4 C 0.58004(16) 0.70670(12) 0.87756(12) 0.0249(3) Uani 1 1 d . . . . .
C5 C 0.45322(16) 0.66703(13) 0.84117(13) 0.0264(3) Uani 1 1 d . . . . .
H5 H 0.403583 0.706087 0.828696 0.032 Uiso 1 1 calc R U . . .
C6 C 0.40319(15) 0.57288(12) 0.82428(12) 0.0220(3) Uani 1 1 d . . . . .
C7 C 0.26802(15) 0.53632(12) 0.79364(12) 0.0227(3) Uani 1 1 d . . . . .
H7A H 0.245564 0.524484 0.842678 0.027 Uiso 1 1 calc R U . . .
H7B H 0.231756 0.588716 0.788664 0.027 Uiso 1 1 calc R U . . .
C8 C 0.19163(16) 0.07717(12) 0.78696(12) 0.0243(3) Uani 1 1 d . . . . .
H8 H 0.111691 0.042114 0.757033 0.029 Uiso 1 1 calc R U . . .
C9 C 0.27811(17) 0.02909(13) 0.80850(13) 0.0289(4) Uani 1 1 d . . . . .
H9 H 0.256477 -0.038755 0.790907 0.035 Uiso 1 1 calc R U . . .
C10 C 0.39623(18) 0.08168(14) 0.85598(14) 0.0329(4) Uani 1 1 d . . . . .
H10 H 0.453636 0.049522 0.871510 0.039 Uiso 1 1 calc R U . . .
C11 C 0.42953(16) 0.18271(14) 0.88064(14) 0.0307(4) Uani 1 1 d . . . . .
H11 H 0.508999 0.218102 0.913166 0.037 Uiso 1 1 calc R U . . .
C12 C 0.34445(15) 0.23067(12) 0.85679(12) 0.0240(3) Uani 1 1 d . . . . .
H12 H 0.367218 0.297729 0.871818 0.029 Uiso 1 1 calc R U . . .
C13 C 0.22450(15) 0.17822(12) 0.81017(12) 0.0209(3) Uani 1 1 d . . . . .
C14 C 0.13097(15) 0.22985(12) 0.78927(12) 0.0230(3) Uani 1 1 d . . . . .
C15 C 0.02414(17) 0.21565(15) 0.81093(16) 0.0344(4) Uani 1 1 d . . . . .
H15 H 0.010167 0.172338 0.836307 0.041 Uiso 1 1 calc R U . . .
C16 C -0.06069(19) 0.26655(18) 0.79431(19) 0.0444(5) Uani 1 1 d . . . . .
H16 H -0.132702 0.257578 0.807922 0.053 Uiso 1 1 calc R U . . .
C17 C -0.03730(17) 0.33095(16) 0.75722(17) 0.0388(5) Uani 1 1 d . . . . .
H17 H -0.092584 0.367115 0.747082 0.047 Uiso 1 1 calc R U . . .
C18 C 0.06959(15) 0.34124(13) 0.73519(13) 0.0269(4) Uani 1 1 d . . . . .
C19 C 0.09075(16) 0.40354(14) 0.68561(14) 0.0313(4) Uani 1 1 d . . . . .
H19A H 0.052718 0.362672 0.617706 0.038 Uiso 1 1 calc R U . . .
H19B H 0.052320 0.458812 0.707192 0.038 Uiso 1 1 calc R U . . .
C20 C 0.36477(17) 0.12679(13) 0.60511(14) 0.0292(4) Uani 1 1 d . . . . .
H20 H 0.288098 0.138355 0.597688 0.035 Uiso 1 1 calc R U . . .
C21 C 0.3901(2) 0.05276(15) 0.62963(16) 0.0374(4) Uani 1 1 d . . . . .
H21 H 0.330303 0.014450 0.638010 0.045 Uiso 1 1 calc R U . . .
C22 C 0.5046(2) 0.03563(15) 0.64171(15) 0.0384(5) Uani 1 1 d . . . . .
H22 H 0.521529 -0.013642 0.658834 0.046 Uiso 1 1 calc R U . . .
C23 C 0.59381(18) 0.09192(15) 0.62827(14) 0.0346(4) Uani 1 1 d . . . . .
H23 H 0.670406 0.080201 0.636105 0.042 Uiso 1 1 calc R U . . .
C24 C 0.56846(16) 0.16574(14) 0.60311(13) 0.0282(4) Uani 1 1 d . . . . .
H24 H 0.628265 0.203217 0.593929 0.034 Uiso 1 1 calc R U . . .
C25 C 0.45359(15) 0.18419(12) 0.59147(12) 0.0226(3) Uani 1 1 d . . . . .
C26 C 0.42601(14) 0.26244(12) 0.56373(12) 0.0218(3) Uani 1 1 d . . . . .
C27 C 0.47060(15) 0.27500(14) 0.49595(13) 0.0279(4) Uani 1 1 d . . . . .
H27 H 0.518238 0.234179 0.467441 0.033 Uiso 1 1 calc R U . . .
C28 C 0.44389(17) 0.34836(16) 0.47107(14) 0.0334(4) Uani 1 1 d . . . . .
H28 H 0.473359 0.357598 0.425978 0.040 Uiso 1 1 calc R U . . .
C29 C 0.37281(16) 0.40749(14) 0.51431(13) 0.0285(4) Uani 1 1 d . . . . .
H29 H 0.354513 0.457800 0.499211 0.034 Uiso 1 1 calc R U . . .
C30 C 0.32871(15) 0.39150(12) 0.58053(12) 0.0231(3) Uani 1 1 d . . . . .
C31 C 0.2442(2) 0.45345(15) 0.62211(13) 0.0333(4) Uani 1 1 d . . . . .
H31A H 0.279154 0.523296 0.642865 0.040 Uiso 1 1 calc R U . . .
H31B H 0.169200 0.433620 0.572331 0.040 Uiso 1 1 calc R U . . .
C32 C 0.75728(18) 0.84689(14) 0.94704(15) 0.0353(4) Uani 1 1 d . . . . .
H32A H 0.775833 0.913335 0.953826 0.042 Uiso 1 1 calc R U . . .
H32B H 0.775368 0.850013 1.008866 0.042 Uiso 1 1 calc R U . . .
H32C H 0.804394 0.807565 0.911613 0.042 Uiso 1 1 calc R U . . .
C33 C 0.5581(2) 0.86454(15) 0.87496(19) 0.0466(5) Uani 1 1 d . . . . .
H33A H 0.609315 0.928084 0.893565 0.056 Uiso 1 1 calc R U . . .
H33B H 0.517595 0.832975 0.807849 0.056 Uiso 1 1 calc R U . . .
H33C H 0.499807 0.874443 0.909169 0.056 Uiso 1 1 calc R U . . .
C34 C 0.68932(14) 0.48466(12) 0.89872(12) 0.0218(3) Uani 1 1 d . . . . .
C35 C 0.66423(17) 0.46526(14) 0.97908(13) 0.0277(4) Uani 1 1 d . . . . .
H35A H 0.679339 0.527938 1.035117 0.033 Uiso 1 1 calc R U . . .
H35B H 0.581898 0.430232 0.959701 0.033 Uiso 1 1 calc R U . . .
H35C H 0.715769 0.425466 0.992678 0.033 Uiso 1 1 calc R U . . .
C36 C 0.66540(16) 0.38495(13) 0.80909(13) 0.0258(3) Uani 1 1 d . . . . .
H36A H 0.716690 0.344958 0.822581 0.031 Uiso 1 1 calc R U . . .
H36B H 0.582976 0.349974 0.789368 0.031 Uiso 1 1 calc R U . . .
H36C H 0.681525 0.397414 0.759134 0.031 Uiso 1 1 calc R U . . .
C37 C 0.82323(16) 0.53565(14) 0.93012(15) 0.0329(4) Uani 1 1 d . . . . .
H37A H 0.840940 0.598572 0.986376 0.039 Uiso 1 1 calc R U . . .
H37B H 0.870833 0.493373 0.943455 0.039 Uiso 1 1 calc R U . . .
H37C H 0.841559 0.546849 0.880144 0.039 Uiso 1 1 calc R U . . .
C38 C -0.09138(14) 0.64747(11) 0.68425(11) 0.0178(3) Uani 1 1 d . . . . .
C39 C -0.19653(14) 0.62576(12) 0.70742(11) 0.0210(3) Uani 1 1 d . . . . .
H39 H -0.218248 0.678001 0.752237 0.025 Uiso 1 1 calc R U . . .
C40 C -0.26902(15) 0.52965(13) 0.66612(12) 0.0233(3) Uani 1 1 d . . . . .
H40 H -0.336540 0.518203 0.684472 0.028 Uiso 1 1 calc R U . . .
C41 C -0.24006(14) 0.45086(12) 0.59735(12) 0.0228(3) Uani 1 1 d . . . . .
H41 H -0.287196 0.386107 0.570045 0.027 Uiso 1 1 calc R U . . .
C42 C -0.14005(14) 0.46965(12) 0.56970(12) 0.0214(3) Uani 1 1 d . . . . .
H42 H -0.121441 0.417661 0.522240 0.026 Uiso 1 1 calc R U . . .
C43 C -0.06739(14) 0.56639(11) 0.61298(11) 0.0190(3) Uani 1 1 d . . . . .
H43 H -0.000553 0.577323 0.593708 0.023 Uiso 1 1 calc R U . . .
C44 C 0.08499(14) 0.76158(11) 0.84485(11) 0.0185(3) Uani 1 1 d . . . . .
C45 C 0.04879(15) 0.69709(12) 0.88063(12) 0.0227(3) Uani 1 1 d . . . . .
H45 H -0.023807 0.649497 0.846667 0.027 Uiso 1 1 calc R U . . .
C46 C 0.11650(16) 0.70100(13) 0.96466(12) 0.0261(3) Uani 1 1 d . . . . .
H46 H 0.088047 0.657240 0.985832 0.031 Uiso 1 1 calc R U . . .
C47 C 0.22544(15) 0.76949(13) 1.01643(12) 0.0255(3) Uani 1 1 d . . . . .
H47 H 0.271600 0.771761 1.071963 0.031 Uiso 1 1 calc R U . . .
C48 C 0.26484(15) 0.83502(13) 0.98399(12) 0.0258(3) Uani 1 1 d . . . . .
H48 H 0.338062 0.881760 1.018082 0.031 Uiso 1 1 calc R U . . .
C49 C 0.19556(15) 0.83121(12) 0.90087(12) 0.0229(3) Uani 1 1 d . . . . .
H49 H 0.223600 0.876766 0.881449 0.028 Uiso 1 1 calc R U . . .
C50 C 0.09049(14) 0.77175(11) 0.68281(11) 0.0186(3) Uani 1 1 d . . . . .
C51 C 0.20199(15) 0.74612(12) 0.68869(12) 0.0233(3) Uani 1 1 d . . . . .
H51 H 0.227523 0.719168 0.729299 0.028 Uiso 1 1 calc R U . . .
C52 C 0.27619(16) 0.75912(13) 0.63659(13) 0.0285(4) Uani 1 1 d . . . . .
H52 H 0.349960 0.742206 0.643839 0.034 Uiso 1 1 calc R U . . .
C53 C 0.24010(18) 0.79714(13) 0.57423(14) 0.0311(4) Uani 1 1 d . . . . .
H53 H 0.289831 0.807563 0.540319 0.037 Uiso 1 1 calc R U . . .
C54 C 0.12893(19) 0.81940(15) 0.56308(14) 0.0339(4) Uani 1 1 d . . . . .
H54 H 0.102251 0.842691 0.519573 0.041 Uiso 1 1 calc R U . . .
C55 C 0.05635(16) 0.80720(13) 0.61661(13) 0.0268(4) Uani 1 1 d . . . . .
H55 H -0.017828 0.823274 0.607980 0.032 Uiso 1 1 calc R U . . .
C56 C -0.06923(14) 0.84722(11) 0.77068(11) 0.0194(3) Uani 1 1 d . . . . .
C57 C -0.03062(15) 0.93753(12) 0.85549(12) 0.0218(3) Uani 1 1 d . . . . .
H57 H 0.037923 0.946602 0.902420 0.026 Uiso 1 1 calc R U . . .
C58 C -0.09080(16) 1.01432(12) 0.87238(13) 0.0259(3) Uani 1 1 d . . . . .
H58 H -0.062556 1.072856 0.929930 0.031 Uiso 1 1 calc R U . . .
C59 C -0.19246(17) 1.00367(13) 0.80370(14) 0.0299(4) Uani 1 1 d . . . . .
H59 H -0.232488 1.054926 0.814429 0.036 Uiso 1 1 calc R U . . .
C60 C -0.23366(17) 0.91574(14) 0.71893(14) 0.0321(4) Uani 1 1 d . . . . .
H60 H -0.301736 0.907596 0.672074 0.039 Uiso 1 1 calc R U . . .
C61 C -0.17317(16) 0.83936(13) 0.70372(13) 0.0262(3) Uani 1 1 d . . . . .
H61 H -0.203131 0.780489 0.646550 0.031 Uiso 1 1 calc R U . . .
B1 B 0.00375(15) 0.75764(13) 0.74597(12) 0.0173(3) 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cu Cu 0.3201 1.2651
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(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
N1 Cu1 N2 146.12(6) . . ?
N1 Cu1 O1 108.55(5) . . ?
N2 Cu1 O1 103.31(5) . . ?
N1 Cu1 N3 84.66(6) . . ?
N2 Cu1 N3 83.92(6) . . ?
O1 Cu1 N3 90.31(5) . . ?
C1 O1 Cu1 123.07(10) . . ?
C18 N1 C14 118.30(15) . . ?
C18 N1 Cu1 112.18(11) . . ?
C14 N1 Cu1 129.52(11) . . ?
C30 N2 C26 118.50(14) . . ?
C30 N2 Cu1 114.26(11) . . ?
C26 N2 Cu1 126.92(11) . . ?
C31 N3 C19 114.17(15) . . ?
C31 N3 C7 113.71(14) . . ?
C19 N3 C7 110.95(14) . . ?
C31 N3 Cu1 106.64(10) . . ?
C19 N3 Cu1 100.44(10) . . ?
C7 N3 Cu1 109.95(9) . . ?
C4 N4 C32 121.61(16) . . ?
C4 N4 C33 121.81(17) . . ?
C32 N4 C33 116.40(16) . . ?
O1 C1 C6 120.47(14) . . ?
O1 C1 C2 121.15(14) . . ?
C6 C1 C2 118.36(14) . . ?
C3 C2 C1 118.74(14) . . ?
C3 C2 C34 122.06(15) . . ?
C1 C2 C34 119.19(14) . . ?
C2 C3 C4 123.05(16) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
N4 C4 C3 120.40(16) . . ?
N4 C4 C5 121.64(16) . . ?
C3 C4 C5 117.96(15) . . ?
C6 C5 C4 121.35(15) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 120.52(15) . . ?
C5 C6 C7 119.98(14) . . ?
C1 C6 C7 119.28(14) . . ?
N3 C7 C6 114.26(14) . . ?
N3 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N3 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C13 120.07(16) . . ?
C9 C8 H8 120.0 . . ?
C13 C8 H8 120.0 . . ?
C10 C9 C8 120.19(16) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.13(16) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 120.11(17) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.96(16) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C8 119.49(15) . . ?
C12 C13 C14 120.70(14) . . ?
C8 C13 C14 119.74(15) . . ?
N1 C14 C15 121.82(16) . . ?
N1 C14 C13 118.55(14) . . ?
C15 C14 C13 119.62(15) . . ?
C16 C15 C14 119.30(18) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 119.17(18) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 119.40(17) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
N1 C18 C17 121.97(17) . . ?
N1 C18 C19 118.05(16) . . ?
C17 C18 C19 119.80(16) . . ?
N3 C19 C18 113.99(13) . . ?
N3 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
N3 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C25 120.44(17) . . ?
C21 C20 H20 119.8 . . ?
C25 C20 H20 119.8 . . ?
C20 C21 C22 120.16(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C23 120.12(18) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 119.85(18) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.52(18) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C20 C25 C24 118.91(16) . . ?
C20 C25 C26 120.48(15) . . ?
C24 C25 C26 120.60(16) . . ?
N2 C26 C27 121.29(15) . . ?
N2 C26 C25 118.01(14) . . ?
C27 C26 C25 120.69(15) . . ?
C28 C27 C26 119.82(17) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C29 C28 C27 118.77(17) . . ?
C29 C28 H28 120.6 . . ?
C27 C28 H28 120.6 . . ?
C28 C29 C30 119.56(16) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
N2 C30 C29 122.03(16) . . ?
N2 C30 C31 119.70(15) . . ?
C29 C30 C31 118.21(15) . . ?
N3 C31 C30 114.39(14) . . ?
N3 C31 H31A 108.7 . . ?
C30 C31 H31A 108.7 . . ?
N3 C31 H31B 108.7 . . ?
C30 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
N4 C32 H32A 109.5 . . ?
N4 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N4 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N4 C33 H33A 109.5 . . ?
N4 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N4 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C36 C34 C2 110.29(13) . . ?
C36 C34 C35 109.75(14) . . ?
C2 C34 C35 109.12(13) . . ?
C36 C34 C37 107.60(14) . . ?
C2 C34 C37 112.06(14) . . ?
C35 C34 C37 107.97(15) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C43 C38 C39 115.53(14) . . ?
C43 C38 B1 122.47(14) . . ?
C39 C38 B1 121.63(14) . . ?
C40 C39 C38 122.83(15) . . ?
C40 C39 H39 118.6 . . ?
C38 C39 H39 118.6 . . ?
C41 C40 C39 119.63(15) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C42 119.37(15) . . ?
C40 C41 H41 120.3 . . ?
C42 C41 H41 120.3 . . ?
C41 C42 C43 120.13(15) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C42 C43 C38 122.43(15) . . ?
C42 C43 H43 118.8 . . ?
C38 C43 H43 118.8 . . ?
C45 C44 C49 114.52(14) . . ?
C45 C44 B1 123.02(14) . . ?
C49 C44 B1 122.45(14) . . ?
C46 C45 C44 123.16(16) . . ?
C46 C45 H45 118.4 . . ?
C44 C45 H45 118.4 . . ?
C47 C46 C45 120.26(16) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C46 C47 C48 118.65(15) . . ?
C46 C47 H47 120.7 . . ?
C48 C47 H47 120.7 . . ?
C47 C48 C49 120.43(16) . . ?
C47 C48 H48 119.8 . . ?
C49 C48 H48 119.8 . . ?
C48 C49 C44 122.96(16) . . ?
C48 C49 H49 118.5 . . ?
C44 C49 H49 118.5 . . ?
C55 C50 C51 114.64(15) . . ?
C55 C50 B1 122.38(14) . . ?
C51 C50 B1 122.95(14) . . ?
C52 C51 C50 123.19(16) . . ?
C52 C51 H51 118.4 . . ?
C50 C51 H51 118.4 . . ?
C53 C52 C51 119.97(17) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C54 C53 C52 118.87(17) . . ?
C54 C53 H53 120.6 . . ?
C52 C53 H53 120.6 . . ?
C53 C54 C55 120.46(17) . . ?
C53 C54 H54 119.8 . . ?
C55 C54 H54 119.8 . . ?
C54 C55 C50 122.77(17) . . ?
C54 C55 H55 118.6 . . ?
C50 C55 H55 118.6 . . ?
C61 C56 C57 115.16(15) . . ?
C61 C56 B1 120.84(14) . . ?
C57 C56 B1 123.91(14) . . ?
C58 C57 C56 122.67(16) . . ?
C58 C57 H57 118.7 . . ?
C56 C57 H57 118.7 . . ?
C59 C58 C57 120.17(16) . . ?
C59 C58 H58 119.9 . . ?
C57 C58 H58 119.9 . . ?
C60 C59 C58 119.06(16) . . ?
C60 C59 H59 120.5 . . ?
C58 C59 H59 120.5 . . ?
C59 C60 C61 119.98(17) . . ?
C59 C60 H60 120.0 . . ?
C61 C60 H60 120.0 . . ?
C60 C61 C56 122.96(16) . . ?
C60 C61 H61 118.5 . . ?
C56 C61 H61 118.5 . . ?
C38 B1 C56 110.26(12) . . ?
C38 B1 C44 107.44(12) . . ?
C56 B1 C44 110.60(13) . . ?
C38 B1 C50 109.43(12) . . ?
C56 B1 C50 108.51(12) . . ?
C44 B1 C50 110.59(12) . . ?
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 N1 1.9863(14) . ?
Cu1 N2 1.9882(14) . ?
Cu1 O1 2.0669(13) . ?
Cu1 N3 2.2057(14) . ?
O1 C1 1.2724(19) . ?
N1 C18 1.356(2) . ?
N1 C14 1.358(2) . ?
N2 C30 1.353(2) . ?
N2 C26 1.360(2) . ?
N3 C31 1.460(2) . ?
N3 C19 1.472(2) . ?
N3 C7 1.475(2) . ?
N4 C4 1.355(2) . ?
N4 C32 1.458(3) . ?
N4 C33 1.457(3) . ?
C1 C6 1.452(2) . ?
C1 C2 1.457(2) . ?
C2 C3 1.367(2) . ?
C2 C34 1.533(2) . ?
C3 C4 1.423(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.426(3) . ?
C5 C6 1.366(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.514(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.387(2) . ?
C8 C13 1.397(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.381(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.397(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.484(2) . ?
C14 C15 1.394(2) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.513(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.385(3) . ?
C20 C25 1.397(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.388(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.388(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.388(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.400(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.484(2) . ?
C26 C27 1.391(2) . ?
C27 C28 1.383(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.378(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.388(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.518(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C36 1.531(2) . ?
C34 C35 1.535(2) . ?
C34 C37 1.537(2) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C43 1.398(2) . ?
C38 C39 1.412(2) . ?
C38 B1 1.643(2) . ?
C39 C40 1.390(2) . ?
C39 H39 0.9300 . ?
C40 C41 1.388(2) . ?
C40 H40 0.9300 . ?
C41 C42 1.389(2) . ?
C41 H41 0.9300 . ?
C42 C43 1.396(2) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C44 C45 1.405(2) . ?
C44 C49 1.406(2) . ?
C44 B1 1.653(2) . ?
C45 C46 1.395(2) . ?
C45 H45 0.9300 . ?
C46 C47 1.379(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.389(3) . ?
C47 H47 0.9300 . ?
C48 C49 1.390(2) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 C55 1.401(2) . ?
C50 C51 1.405(2) . ?
C50 B1 1.654(2) . ?
C51 C52 1.394(2) . ?
C51 H51 0.9300 . ?
C52 C53 1.381(3) . ?
C52 H52 0.9300 . ?
C53 C54 1.381(3) . ?
C53 H53 0.9300 . ?
C54 C55 1.395(3) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
C56 C61 1.401(2) . ?
C56 C57 1.401(2) . ?
C56 B1 1.647(2) . ?
C57 C58 1.394(2) . ?
C57 H57 0.9300 . ?
C58 C59 1.384(3) . ?
C58 H58 0.9300 . ?
C59 C60 1.383(3) . ?
C59 H59 0.9300 . ?
C60 C61 1.393(2) . ?
C60 H60 0.9300 . ?
C61 H61 0.9300 . ?
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 O1 C1 C6 46.87(19) . . . . ?
Cu1 O1 C1 C2 -134.77(13) . . . . ?
O1 C1 C2 C3 -176.77(15) . . . . ?
C6 C1 C2 C3 1.6(2) . . . . ?
O1 C1 C2 C34 2.0(2) . . . . ?
C6 C1 C2 C34 -179.62(14) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C34 C2 C3 C4 -179.20(15) . . . . ?
C32 N4 C4 C3 -8.8(3) . . . . ?
C33 N4 C4 C3 176.35(18) . . . . ?
C32 N4 C4 C5 170.54(17) . . . . ?
C33 N4 C4 C5 -4.4(3) . . . . ?
C2 C3 C4 N4 178.51(16) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
N4 C4 C5 C6 -178.37(17) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 C7 174.81(16) . . . . ?
O1 C1 C6 C5 176.89(16) . . . . ?
C2 C1 C6 C5 -1.5(2) . . . . ?
O1 C1 C6 C7 2.3(2) . . . . ?
C2 C1 C6 C7 -176.14(14) . . . . ?
C31 N3 C7 C6 -59.72(18) . . . . ?
C19 N3 C7 C6 169.96(13) . . . . ?
Cu1 N3 C7 C6 59.76(15) . . . . ?
C5 C6 C7 N3 122.56(17) . . . . ?
C1 C6 C7 N3 -62.8(2) . . . . ?
C13 C8 C9 C10 2.3(3) . . . . ?
C8 C9 C10 C11 -1.4(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C13 1.7(3) . . . . ?
C11 C12 C13 C8 -0.8(3) . . . . ?
C11 C12 C13 C14 176.30(16) . . . . ?
C9 C8 C13 C12 -1.3(3) . . . . ?
C9 C8 C13 C14 -178.34(16) . . . . ?
C18 N1 C14 C15 1.9(3) . . . . ?
Cu1 N1 C14 C15 -178.83(14) . . . . ?
C18 N1 C14 C13 -177.24(15) . . . . ?
Cu1 N1 C14 C13 2.0(2) . . . . ?
C12 C13 C14 N1 46.8(2) . . . . ?
C8 C13 C14 N1 -136.12(17) . . . . ?
C12 C13 C14 C15 -132.35(19) . . . . ?
C8 C13 C14 C15 44.7(2) . . . . ?
N1 C14 C15 C16 -1.4(3) . . . . ?
C13 C14 C15 C16 177.80(19) . . . . ?
C14 C15 C16 C17 -0.5(3) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C14 N1 C18 C17 -0.7(3) . . . . ?
Cu1 N1 C18 C17 179.92(16) . . . . ?
C14 N1 C18 C19 -175.82(15) . . . . ?
Cu1 N1 C18 C19 4.8(2) . . . . ?
C16 C17 C18 N1 -1.1(3) . . . . ?
C16 C17 C18 C19 174.0(2) . . . . ?
C31 N3 C19 C18 147.54(16) . . . . ?
C7 N3 C19 C18 -82.39(18) . . . . ?
Cu1 N3 C19 C18 33.84(17) . . . . ?
N1 C18 C19 N3 -29.6(2) . . . . ?
C17 C18 C19 N3 155.22(18) . . . . ?
C25 C20 C21 C22 0.6(3) . . . . ?
C20 C21 C22 C23 -0.7(3) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C21 C20 C25 C24 -0.1(3) . . . . ?
C21 C20 C25 C26 179.04(17) . . . . ?
C23 C24 C25 C20 -0.3(3) . . . . ?
C23 C24 C25 C26 -179.45(16) . . . . ?
C30 N2 C26 C27 -0.8(2) . . . . ?
Cu1 N2 C26 C27 -173.95(12) . . . . ?
C30 N2 C26 C25 -179.85(14) . . . . ?
Cu1 N2 C26 C25 7.0(2) . . . . ?
C20 C25 C26 N2 40.3(2) . . . . ?
C24 C25 C26 N2 -140.56(16) . . . . ?
C20 C25 C26 C27 -138.71(18) . . . . ?
C24 C25 C26 C27 40.4(2) . . . . ?
N2 C26 C27 C28 1.0(3) . . . . ?
C25 C26 C27 C28 180.00(16) . . . . ?
C26 C27 C28 C29 -0.2(3) . . . . ?
C27 C28 C29 C30 -0.8(3) . . . . ?
C26 N2 C30 C29 -0.2(2) . . . . ?
Cu1 N2 C30 C29 173.81(13) . . . . ?
C26 N2 C30 C31 176.91(16) . . . . ?
Cu1 N2 C30 C31 -9.1(2) . . . . ?
C28 C29 C30 N2 1.0(3) . . . . ?
C28 C29 C30 C31 -176.14(17) . . . . ?
C19 N3 C31 C30 -118.77(17) . . . . ?
C7 N3 C31 C30 112.53(17) . . . . ?
Cu1 N3 C31 C30 -8.81(19) . . . . ?
N2 C30 C31 N3 12.6(2) . . . . ?
C29 C30 C31 N3 -170.23(16) . . . . ?
C3 C2 C34 C36 -124.24(17) . . . . ?
C1 C2 C34 C36 57.05(19) . . . . ?
C3 C2 C34 C35 115.13(17) . . . . ?
C1 C2 C34 C35 -63.58(19) . . . . ?
C3 C2 C34 C37 -4.4(2) . . . . ?
C1 C2 C34 C37 176.89(15) . . . . ?
C43 C38 C39 C40 3.1(2) . . . . ?
B1 C38 C39 C40 -170.03(14) . . . . ?
C38 C39 C40 C41 -1.6(2) . . . . ?
C39 C40 C41 C42 -1.1(2) . . . . ?
C40 C41 C42 C43 2.0(2) . . . . ?
C41 C42 C43 C38 -0.4(2) . . . . ?
C39 C38 C43 C42 -2.1(2) . . . . ?
B1 C38 C43 C42 170.95(14) . . . . ?
C49 C44 C45 C46 -0.2(2) . . . . ?
B1 C44 C45 C46 -179.23(15) . . . . ?
C44 C45 C46 C47 -0.9(3) . . . . ?
C45 C46 C47 C48 1.0(3) . . . . ?
C46 C47 C48 C49 -0.1(3) . . . . ?
C47 C48 C49 C44 -1.1(3) . . . . ?
C45 C44 C49 C48 1.2(2) . . . . ?
B1 C44 C49 C48 -179.78(15) . . . . ?
C55 C50 C51 C52 3.0(2) . . . . ?
B1 C50 C51 C52 -179.10(15) . . . . ?
C50 C51 C52 C53 -1.2(3) . . . . ?
C51 C52 C53 C54 -1.5(3) . . . . ?
C52 C53 C54 C55 2.4(3) . . . . ?
C53 C54 C55 C50 -0.5(3) . . . . ?
C51 C50 C55 C54 -2.1(3) . . . . ?
B1 C50 C55 C54 179.96(16) . . . . ?
C61 C56 C57 C58 -0.1(2) . . . . ?
B1 C56 C57 C58 176.44(15) . . . . ?
C56 C57 C58 C59 -0.6(3) . . . . ?
C57 C58 C59 C60 0.6(3) . . . . ?
C58 C59 C60 C61 0.2(3) . . . . ?
C59 C60 C61 C56 -0.9(3) . . . . ?
C57 C56 C61 C60 0.8(3) . . . . ?
B1 C56 C61 C60 -175.80(17) . . . . ?
C43 C38 B1 C56 144.85(14) . . . . ?
C39 C38 B1 C56 -42.53(19) . . . . ?
C43 C38 B1 C44 -94.55(16) . . . . ?
C39 C38 B1 C44 78.08(17) . . . . ?
C43 C38 B1 C50 25.57(19) . . . . ?
C39 C38 B1 C50 -161.80(14) . . . . ?
C61 C56 B1 C38 -38.5(2) . . . . ?
C57 C56 B1 C38 145.14(15) . . . . ?
C61 C56 B1 C44 -157.21(15) . . . . ?
C57 C56 B1 C44 26.5(2) . . . . ?
C61 C56 B1 C50 81.32(18) . . . . ?
C57 C56 B1 C50 -95.02(17) . . . . ?
C45 C44 B1 C38 -19.5(2) . . . . ?
C49 C44 B1 C38 161.51(14) . . . . ?
C45 C44 B1 C56 100.88(17) . . . . ?
C49 C44 B1 C56 -78.10(18) . . . . ?
C45 C44 B1 C50 -138.88(15) . . . . ?
C49 C44 B1 C50 42.13(19) . . . . ?
C55 C50 B1 C38 85.54(18) . . . . ?
C51 C50 B1 C38 -92.22(17) . . . . ?
C55 C50 B1 C56 -34.8(2) . . . . ?
C51 C50 B1 C56 147.42(14) . . . . ?
C55 C50 B1 C44 -156.29(15) . . . . ?
C51 C50 B1 C44 25.9(2) . . . . ?
