#------------------------------------------------------------------------------
#$Date: 2022-07-06 10:26:25 +0200 (Wed 06 de Jul de 2022) $
#$Revision: 276658 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/15/7061590.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_7061590
loop_
_publ_author_name
'Chaibuth, Pawittra'
'Chuaytanee, Nontakarn'
'Hojitsiriyanont, Jutawat'
'Chainok, Kittipong'
'Wacharasindhu, Sumrit'
'Reiser, Oliver'
'Sukwattanasinitt, Mongkol'
_publ_section_title
;
 Copper(ii) complexes of quinoline-based ligands for efficient photoredox
 catalysis of atom transfer radical addition (ATRA) reaction
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12158
_journal_page_last               12168
_journal_paper_doi               10.1039/D2NJ01218A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         '2(C24 H18 Cl Cu N4), 2(Cl), 2(H2 O)'
_chemical_formula_sum            'C48 H40 Cl4 Cu2 N8 O2'
_chemical_formula_weight         1029.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-01-18
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2022-02-21 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.542(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3798(14)
_cell_length_b                   24.690(3)
_cell_length_c                   14.1358(14)
_cell_measurement_reflns_used    9877
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.438
_cell_measurement_theta_min      3.752
_cell_volume                     4427.3(8)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'PHOTON 200 CMOS DETECTOR'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_detector_type            'PHOTON 200 CMOS'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'κ-Geometry Diffractometer'
_diffrn_measurement_device_type  'BRUKER D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            52938
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.480
_diffrn_reflns_theta_min         3.753
_diffrn_source                   'X-ray tube'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_target            Cu
_diffrn_source_type              'Micro focus tube'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.816
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0508 before and 0.0472 after correction.
The Ratio of minimum to maximum transmission is 0.9262.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_description       block
_exptl_crystal_F_000             2104
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         8704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0248
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0323P)²+3.3846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0666
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8392
_reflns_number_total             8704
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj01218a2.cif
_cod_data_source_block           q2
_cod_depositor_comments
'Adding full bibliography for 7061589--7061591.cif.'
_cod_database_code               7061590
_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.
;
_shelx_estimated_absorpt_t_max   0.501
_shelx_estimated_absorpt_t_min   0.437
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1(H1A,H1B), O2(H2A,H2B)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28), C32(H32), C33(H33), C34(H34), C37(H37),
 C38(H38), C39(H39), C41(H41), C42(H42), C43(H43), C46(H46), C47(H47), C48(H48)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_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 0.88695(2) 0.50579(2) 0.59700(2) 0.01199(6) Uani 1 1 d . . . . .
Cu2 Cu 0.49731(2) 0.79453(2) 0.59447(2) 0.01217(6) Uani 1 1 d . . . . .
Cl1 Cl 0.99433(3) 0.43583(2) 0.66515(3) 0.01936(8) Uani 1 1 d . . . . .
Cl2 Cl 0.64437(3) 0.81638(2) 0.55995(3) 0.02079(8) Uani 1 1 d . . . . .
Cl3 Cl 0.63968(3) 0.42665(2) 0.99818(3) 0.01858(8) Uani 1 1 d . . . . .
Cl4 Cl 0.62662(3) 0.68896(2) 0.30051(2) 0.01646(8) Uani 1 1 d . . . . .
O1 O 0.53580(10) 0.53905(5) 0.90114(9) 0.0260(3) Uani 1 1 d G . . . .
H1A H 0.565773 0.509722 0.926464 0.039 Uiso 1 1 d G U . . .
H1B H 0.490678 0.544913 0.930930 0.039 Uiso 1 1 d G U . . .
O2 O 0.58893(10) 0.59050(5) 0.15736(10) 0.0327(3) Uani 1 1 d G . . . .
H2A H 0.588526 0.618816 0.191435 0.049 Uiso 1 1 d G U . . .
H2B H 0.526317 0.588192 0.117391 0.049 Uiso 1 1 d G U . . .
N1 N 0.81861(10) 0.47270(5) 0.46264(9) 0.0142(2) Uani 1 1 d . . . . .
N2 N 0.78981(9) 0.57098(5) 0.52802(8) 0.0106(2) Uani 1 1 d . . . . .
N3 N 0.97072(9) 0.56343(5) 0.68695(9) 0.0142(2) Uani 1 1 d . . . . .
N4 N 0.76636(10) 0.49543(5) 0.66462(9) 0.0142(2) Uani 1 1 d . . . . .
N5 N 0.42647(10) 0.86611(5) 0.55766(9) 0.0162(2) Uani 1 1 d . . . . .
N6 N 0.36704(9) 0.78186(5) 0.64681(9) 0.0117(2) Uani 1 1 d . . . . .
N7 N 0.55731(9) 0.73165(5) 0.68286(9) 0.0134(2) Uani 1 1 d . . . . .
N8 N 0.40214(10) 0.74583(5) 0.47372(9) 0.0138(2) Uani 1 1 d . . . . .
C1 C 0.81355(13) 0.41934(6) 0.44181(11) 0.0185(3) Uani 1 1 d . . . . .
H1 H 0.849070 0.394609 0.492940 0.022 Uiso 1 1 calc R U . . .
C2 C 0.75831(13) 0.39941(6) 0.34840(12) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.755617 0.361569 0.335650 0.024 Uiso 1 1 calc R U . . .
C3 C 0.70675(12) 0.43561(6) 0.27339(11) 0.0178(3) Uani 1 1 d . . . . .
H3 H 0.668896 0.422843 0.208469 0.021 Uiso 1 1 calc R U . . .
C4 C 0.71127(11) 0.49066(6) 0.29456(11) 0.0146(3) Uani 1 1 d . . . . .
H4 H 0.676440 0.516125 0.244558 0.018 Uiso 1 1 calc R U . . .
C5 C 0.76777(11) 0.50778(6) 0.39038(10) 0.0124(3) Uani 1 1 d . . . . .
C6 C 0.78091(11) 0.56658(6) 0.41994(10) 0.0125(3) Uani 1 1 d . . . . .
H6A H 0.845125 0.581334 0.408945 0.015 Uiso 1 1 calc R U . . .
H6B H 0.719450 0.587641 0.378859 0.015 Uiso 1 1 calc R U . . .
C7 C 0.84298(11) 0.62098(6) 0.57342(10) 0.0117(3) Uani 1 1 d . . . . .
C8 C 0.80862(11) 0.67160(6) 0.53807(11) 0.0141(3) Uani 1 1 d . . . . .
H8 H 0.748905 0.675517 0.480117 0.017 Uiso 1 1 calc R U . . .
C9 C 0.86214(12) 0.71809(6) 0.58792(11) 0.0161(3) Uani 1 1 d . . . . .
H9 H 0.838055 0.753067 0.562875 0.019 Uiso 1 1 calc R U . . .
C10 C 0.94818(12) 0.71328(6) 0.67177(11) 0.0163(3) Uani 1 1 d . . . . .
H10 H 0.982410 0.744845 0.705170 0.020 Uiso 1 1 calc R U . . .
C11 C 0.98621(11) 0.66143(6) 0.70879(11) 0.0150(3) Uani 1 1 d . . . . .
C12 C 0.93439(11) 0.61471(6) 0.65785(10) 0.0127(3) Uani 1 1 d . . . . .
C13 C 1.07449(12) 0.65331(7) 0.79532(11) 0.0186(3) Uani 1 1 d . . . . .
H13 H 1.110471 0.683487 0.832518 0.022 Uiso 1 1 calc R U . . .
C14 C 1.10747(12) 0.60184(7) 0.82485(11) 0.0204(3) Uani 1 1 d . . . . .
H14 H 1.165607 0.595912 0.883423 0.025 Uiso 1 1 calc R U . . .
C15 C 1.05438(12) 0.55762(7) 0.76756(11) 0.0178(3) Uani 1 1 d . . . . .
H15 H 1.079609 0.522093 0.787524 0.021 Uiso 1 1 calc R U . . .
C16 C 0.68723(11) 0.56497(6) 0.54551(10) 0.0122(3) Uani 1 1 d . . . . .
C17 C 0.60047(11) 0.59494(6) 0.49461(11) 0.0155(3) Uani 1 1 d . . . . .
H17 H 0.603991 0.619107 0.443474 0.019 Uiso 1 1 calc R U . . .
C18 C 0.50575(12) 0.58988(6) 0.51819(12) 0.0197(3) Uani 1 1 d . . . . .
H18 H 0.446097 0.610828 0.482556 0.024 Uiso 1 1 calc R U . . .
C19 C 0.49860(12) 0.55534(6) 0.59141(12) 0.0196(3) Uani 1 1 d . . . . .
H19 H 0.434922 0.553179 0.607401 0.024 Uiso 1 1 calc R U . . .
C20 C 0.58595(12) 0.52281(6) 0.64343(11) 0.0167(3) Uani 1 1 d . . . . .
C21 C 0.68079(11) 0.52729(6) 0.61961(10) 0.0130(3) Uani 1 1 d . . . . .
C22 C 0.58383(13) 0.48495(6) 0.71845(12) 0.0211(3) Uani 1 1 d . . . . .
H22 H 0.522075 0.481141 0.737296 0.025 Uiso 1 1 calc R U . . .
C23 C 0.67051(14) 0.45406(6) 0.76345(11) 0.0219(3) Uani 1 1 d . . . . .
H23 H 0.670058 0.428806 0.814014 0.026 Uiso 1 1 calc R U . . .
C24 C 0.76061(13) 0.46033(6) 0.73348(11) 0.0183(3) Uani 1 1 d . . . . .
H24 H 0.820295 0.438273 0.764230 0.022 Uiso 1 1 calc R U . . .
C25 C 0.44535(13) 0.90111(7) 0.49235(13) 0.0233(3) Uani 1 1 d . . . . .
H25 H 0.499999 0.893328 0.464906 0.028 Uiso 1 1 calc R U . . .
C26 C 0.38723(14) 0.94815(7) 0.46411(13) 0.0265(4) Uani 1 1 d . . . . .
H26 H 0.402163 0.972449 0.418255 0.032 Uiso 1 1 calc R U . . .
C27 C 0.30702(13) 0.95937(6) 0.50351(13) 0.0238(3) Uani 1 1 d . . . . .
H27 H 0.266035 0.991370 0.484823 0.029 Uiso 1 1 calc R U . . .
C28 C 0.28733(12) 0.92316(6) 0.57078(12) 0.0188(3) Uani 1 1 d . . . . .
H28 H 0.232391 0.929876 0.598384 0.023 Uiso 1 1 calc R U . . .
C29 C 0.34916(11) 0.87709(6) 0.59691(11) 0.0147(3) Uani 1 1 d . . . . .
C30 C 0.33874(11) 0.83717(6) 0.67380(11) 0.0146(3) Uani 1 1 d . . . . .
H30A H 0.386303 0.847524 0.740612 0.017 Uiso 1 1 calc R U . . .
H30B H 0.265465 0.837182 0.675836 0.017 Uiso 1 1 calc R U . . .
C31 C 0.40300(11) 0.74444(6) 0.73180(10) 0.0129(3) Uani 1 1 d . . . . .
C32 C 0.34783(12) 0.73440(6) 0.79667(11) 0.0155(3) Uani 1 1 d . . . . .
H32 H 0.285022 0.753951 0.790943 0.019 Uiso 1 1 calc R U . . .
C33 C 0.38461(12) 0.69483(6) 0.87223(11) 0.0173(3) Uani 1 1 d . . . . .
H33 H 0.346413 0.688306 0.917408 0.021 Uiso 1 1 calc R U . . .
C34 C 0.47421(12) 0.66584(6) 0.88125(11) 0.0175(3) Uani 1 1 d . . . . .
H34 H 0.496617 0.638743 0.931251 0.021 Uiso 1 1 calc R U . . .
C35 C 0.53368(12) 0.67604(6) 0.81642(11) 0.0151(3) Uani 1 1 d . . . . .
C36 C 0.49884(11) 0.71680(6) 0.74252(10) 0.0127(3) Uani 1 1 d . . . . .
C37 C 0.62819(12) 0.64831(6) 0.82221(11) 0.0189(3) Uani 1 1 d . . . . .
H37 H 0.652983 0.619877 0.869102 0.023 Uiso 1 1 calc R U . . .
C38 C 0.68334(12) 0.66285(6) 0.75972(12) 0.0200(3) Uani 1 1 d . . . . .
H38 H 0.746163 0.644167 0.762084 0.024 Uiso 1 1 calc R U . . .
C39 C 0.64643(12) 0.70572(6) 0.69177(11) 0.0168(3) Uani 1 1 d . . . . .
H39 H 0.687078 0.716434 0.650758 0.020 Uiso 1 1 calc R U . . .
C40 C 0.28075(11) 0.75677(5) 0.56639(10) 0.0120(3) Uani 1 1 d . . . . .
C41 C 0.18164(11) 0.75076(6) 0.57337(11) 0.0145(3) Uani 1 1 d . . . . .
H41 H 0.165163 0.765826 0.628462 0.017 Uiso 1 1 calc R U . . .
C42 C 0.10346(11) 0.72205(6) 0.49845(11) 0.0160(3) Uani 1 1 d . . . . .
H42 H 0.034769 0.718152 0.503673 0.019 Uiso 1 1 calc R U . . .
C43 C 0.12587(12) 0.69993(6) 0.41879(11) 0.0160(3) Uani 1 1 d . . . . .
H43 H 0.073318 0.679951 0.370196 0.019 Uiso 1 1 calc R U . . .
C44 C 0.22670(12) 0.70663(5) 0.40837(10) 0.0143(3) Uani 1 1 d . . . . .
C45 C 0.30464(11) 0.73620(5) 0.48180(10) 0.0124(3) Uani 1 1 d . . . . .
C46 C 0.25523(13) 0.68534(6) 0.32706(11) 0.0180(3) Uani 1 1 d . . . . .
H46 H 0.205711 0.664870 0.276612 0.022 Uiso 1 1 calc R U . . .
C47 C 0.35378(13) 0.69438(6) 0.32165(11) 0.0201(3) Uani 1 1 d . . . . .
H47 H 0.373931 0.679842 0.268178 0.024 Uiso 1 1 calc R U . . .
C48 C 0.42545(12) 0.72563(6) 0.39664(11) 0.0172(3) Uani 1 1 d . . . . .
H48 H 0.493416 0.732462 0.391518 0.021 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N1 Cu1 Cl1 97.43(4) . . ?
N1 Cu1 N2 81.02(5) . . ?
N1 Cu1 N4 101.16(5) . . ?
N2 Cu1 Cl1 177.36(3) . . ?
N2 Cu1 N4 81.71(5) . . ?
N3 Cu1 Cl1 96.97(4) . . ?
N3 Cu1 N1 152.77(5) . . ?
N3 Cu1 N2 83.62(5) . . ?
N3 Cu1 N4 98.70(5) . . ?
N4 Cu1 Cl1 100.73(4) . . ?
N5 Cu2 Cl2 96.16(4) . . ?
N5 Cu2 N6 81.19(5) . . ?
N5 Cu2 N8 100.17(5) . . ?
N6 Cu2 Cl2 171.05(3) . . ?
N6 Cu2 N8 81.32(5) . . ?
N7 Cu2 Cl2 96.75(4) . . ?
N7 Cu2 N5 156.39(5) . . ?
N7 Cu2 N6 83.01(5) . . ?
N7 Cu2 N8 94.65(5) . . ?
N8 Cu2 Cl2 107.59(4) . . ?
H1A O1 H1B 104.5 . . ?
H2A O2 H2B 104.4 . . ?
C1 N1 Cu1 125.64(10) . . ?
C1 N1 C5 119.01(13) . . ?
C5 N1 Cu1 115.17(10) . . ?
C6 N2 Cu1 104.73(8) . . ?
C7 N2 Cu1 107.39(8) . . ?
C7 N2 C6 112.17(10) . . ?
C7 N2 C16 111.01(10) . . ?
C16 N2 Cu1 108.40(8) . . ?
C16 N2 C6 112.74(11) . . ?
C12 N3 Cu1 113.14(9) . . ?
C15 N3 Cu1 128.23(11) . . ?
C15 N3 C12 118.63(13) . . ?
C21 N4 Cu1 111.26(9) . . ?
C24 N4 Cu1 129.52(11) . . ?
C24 N4 C21 118.87(13) . . ?
C25 N5 Cu2 124.79(11) . . ?
C25 N5 C29 119.29(13) . . ?
C29 N5 Cu2 115.73(10) . . ?
C30 N6 Cu2 104.85(8) . . ?
C31 N6 Cu2 106.61(8) . . ?
C31 N6 C30 114.10(11) . . ?
C31 N6 C40 109.80(11) . . ?
C40 N6 Cu2 108.77(8) . . ?
C40 N6 C30 112.32(11) . . ?
C36 N7 Cu2 113.53(9) . . ?
C39 N7 Cu2 127.37(10) . . ?
C39 N7 C36 119.03(13) . . ?
C45 N8 Cu2 111.85(9) . . ?
C48 N8 Cu2 129.14(10) . . ?
C48 N8 C45 119.01(13) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 122.09(14) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 118.97(14) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.19(14) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.70(13) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.03(13) . . ?
N1 C5 C6 115.04(12) . . ?
C4 C5 C6 122.87(13) . . ?
N2 C6 C5 108.50(11) . . ?
N2 C6 H6A 110.0 . . ?
N2 C6 H6B 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C8 C7 N2 123.26(12) . . ?
C8 C7 C12 120.38(13) . . ?
C12 C7 N2 116.37(12) . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 119.99(13) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.87(14) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.19(13) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C12 119.19(13) . . ?
C10 C11 C13 123.34(14) . . ?
C12 C11 C13 117.47(14) . . ?
N3 C12 C7 118.77(12) . . ?
N3 C12 C11 121.93(13) . . ?
C11 C12 C7 119.29(13) . . ?
C11 C13 H13 120.2 . . ?
C14 C13 C11 119.62(14) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.35(14) . . ?
C15 C14 H14 120.3 . . ?
N3 C15 C14 122.89(14) . . ?
N3 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C17 C16 N2 122.30(12) . . ?
C17 C16 C21 119.95(13) . . ?
C21 C16 N2 117.74(12) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.06(14) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.11(14) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.13(14) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C21 119.06(14) . . ?
C19 C20 C22 123.49(14) . . ?
C21 C20 C22 117.44(14) . . ?
N4 C21 C16 118.71(13) . . ?
N4 C21 C20 121.66(13) . . ?
C20 C21 C16 119.62(13) . . ?
C20 C22 H22 120.0 . . ?
C23 C22 C20 119.99(15) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.72(14) . . ?
C24 C23 H23 120.6 . . ?
N4 C24 C23 123.30(15) . . ?
N4 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
N5 C25 H25 119.1 . . ?
N5 C25 C26 121.73(15) . . ?
C26 C25 H25 119.1 . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.21(15) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 120.5 . . ?
C26 C27 C28 119.07(15) . . ?
C28 C27 H27 120.5 . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 118.90(15) . . ?
C29 C28 H28 120.5 . . ?
N5 C29 C28 121.79(14) . . ?
N5 C29 C30 115.13(12) . . ?
C28 C29 C30 123.03(14) . . ?
N6 C30 C29 108.89(11) . . ?
N6 C30 H30A 109.9 . . ?
N6 C30 H30B 109.9 . . ?
C29 C30 H30A 109.9 . . ?
C29 C30 H30B 109.9 . . ?
H30A C30 H30B 108.3 . . ?
C32 C31 N6 123.68(13) . . ?
C32 C31 C36 120.19(13) . . ?
C36 C31 N6 116.10(12) . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.86(14) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 121.06(14) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.26(14) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C36 118.87(14) . . ?
C34 C35 C37 123.51(14) . . ?
C37 C35 C36 117.61(13) . . ?
N7 C36 C31 118.65(13) . . ?
N7 C36 C35 121.68(13) . . ?
C31 C36 C35 119.64(13) . . ?
C35 C37 H37 120.3 . . ?
C38 C37 C35 119.41(14) . . ?
C38 C37 H37 120.3 . . ?
C37 C38 H38 120.2 . . ?
C37 C38 C39 119.57(14) . . ?
C39 C38 H38 120.2 . . ?
N7 C39 C38 122.56(14) . . ?
N7 C39 H39 118.7 . . ?
C38 C39 H39 118.7 . . ?
C41 C40 N6 121.93(12) . . ?
C41 C40 C45 120.17(13) . . ?
C45 C40 N6 117.83(12) . . ?
C40 C41 H41 120.0 . . ?
C40 C41 C42 120.09(13) . . ?
C42 C41 H41 120.0 . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.75(14) . . ?
C43 C42 H42 119.6 . . ?
C42 C43 H43 119.8 . . ?
C42 C43 C44 120.39(13) . . ?
C44 C43 H43 119.8 . . ?
C43 C44 C45 119.23(13) . . ?
C43 C44 C46 123.49(14) . . ?
C45 C44 C46 117.27(14) . . ?
N8 C45 C40 118.87(12) . . ?
N8 C45 C44 121.87(13) . . ?
C44 C45 C40 119.26(13) . . ?
C44 C46 H46 120.1 . . ?
C47 C46 C44 119.86(14) . . ?
C47 C46 H46 120.1 . . ?
C46 C47 H47 120.5 . . ?
C46 C47 C48 119.05(14) . . ?
C48 C47 H47 120.5 . . ?
N8 C48 C47 122.88(14) . . ?
N8 C48 H48 118.6 . . ?
C47 C48 H48 118.6 . . ?
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 Cl1 2.2573(4) . ?
Cu1 N1 2.0016(12) . ?
Cu1 N2 2.1034(12) . ?
Cu1 N3 1.9981(13) . ?
Cu1 N4 2.1361(13) . ?
Cu2 Cl2 2.2385(4) . ?
Cu2 N5 1.9947(13) . ?
Cu2 N6 2.1222(12) . ?
Cu2 N7 1.9944(12) . ?
Cu2 N8 2.1445(12) . ?
O1 H1A 0.8498 . ?
O1 H1B 0.8512 . ?
O2 H2A 0.8500 . ?
O2 H2B 0.8504 . ?
N1 C1 1.3472(19) . ?
N1 C5 1.3469(18) . ?
N2 C6 1.4982(17) . ?
N2 C7 1.4670(17) . ?
N2 C16 1.4773(18) . ?
N3 C12 1.3714(19) . ?
N3 C15 1.3269(19) . ?
N4 C21 1.3680(19) . ?
N4 C24 1.3236(19) . ?
N5 C25 1.346(2) . ?
N5 C29 1.3477(19) . ?
N6 C30 1.4985(17) . ?
N6 C31 1.4699(18) . ?
N6 C40 1.4745(17) . ?
N7 C36 1.3700(19) . ?
N7 C39 1.3237(19) . ?
N8 C45 1.3661(19) . ?
N8 C48 1.3226(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(2) . ?
C5 C6 1.5054(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.370(2) . ?
C7 C12 1.4198(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.416(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.370(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.415(2) . ?
C11 C12 1.419(2) . ?
C11 C13 1.419(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.366(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.409(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.372(2) . ?
C16 C21 1.424(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.415(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.368(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.416(2) . ?
C20 C21 1.417(2) . ?
C20 C22 1.421(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.365(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.408(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.384(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.390(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.386(2) . ?
C29 C30 1.506(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.370(2) . ?
C31 C36 1.418(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.415(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.367(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.414(2) . ?
C35 C36 1.418(2) . ?
C35 C37 1.417(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.367(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.409(2) . ?
C39 H39 0.9500 . ?
C40 C41 1.369(2) . ?
C40 C45 1.4258(19) . ?
C41 H41 0.9500 . ?
C41 C42 1.419(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.368(2) . ?
C43 H43 0.9500 . ?
C43 C44 1.413(2) . ?
C44 C45 1.418(2) . ?
C44 C46 1.422(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.363(2) . ?
C47 H47 0.9500 . ?
C47 C48 1.411(2) . ?
C48 H48 0.9500 . ?
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 N1 C1 C2 175.27(12) . . . . ?
Cu1 N1 C5 C4 -176.21(11) . . . . ?
Cu1 N1 C5 C6 6.41(15) . . . . ?
Cu1 N2 C6 C5 41.25(12) . . . . ?
Cu1 N2 C7 C8 171.57(11) . . . . ?
Cu1 N2 C7 C12 -8.27(14) . . . . ?
Cu1 N2 C16 C17 -167.28(11) . . . . ?
Cu1 N2 C16 C21 14.03(14) . . . . ?
Cu1 N3 C12 C7 2.44(16) . . . . ?
Cu1 N3 C12 C11 -176.71(10) . . . . ?
Cu1 N3 C15 C14 179.55(11) . . . . ?
Cu1 N4 C21 C16 -6.19(15) . . . . ?
Cu1 N4 C21 C20 172.43(10) . . . . ?
Cu1 N4 C24 C23 -172.65(11) . . . . ?
Cu2 N5 C25 C26 174.65(13) . . . . ?
Cu2 N5 C29 C28 -174.32(11) . . . . ?
Cu2 N5 C29 C30 8.29(16) . . . . ?
Cu2 N6 C30 C29 39.48(12) . . . . ?
Cu2 N6 C31 C32 167.46(11) . . . . ?
Cu2 N6 C31 C36 -14.58(14) . . . . ?
Cu2 N6 C40 C41 -170.69(11) . . . . ?
Cu2 N6 C40 C45 12.35(14) . . . . ?
Cu2 N7 C36 C31 3.33(16) . . . . ?
Cu2 N7 C36 C35 -174.45(10) . . . . ?
Cu2 N7 C39 C38 177.54(11) . . . . ?
Cu2 N8 C45 C40 -2.15(15) . . . . ?
Cu2 N8 C45 C44 177.53(10) . . . . ?
Cu2 N8 C48 C47 -179.39(11) . . . . ?
N1 C1 C2 C3 0.3(2) . . . . ?
N1 C5 C6 N2 -33.27(16) . . . . ?
N2 C7 C8 C9 177.89(12) . . . . ?
N2 C7 C12 N3 4.36(18) . . . . ?
N2 C7 C12 C11 -176.47(12) . . . . ?
N2 C16 C17 C18 -176.36(13) . . . . ?
N2 C16 C21 N4 -5.48(19) . . . . ?
N2 C16 C21 C20 175.87(12) . . . . ?
N5 C25 C26 C27 -0.5(3) . . . . ?
N5 C29 C30 N6 -33.44(17) . . . . ?
N6 C31 C32 C33 175.47(13) . . . . ?
N6 C31 C36 N7 8.43(18) . . . . ?
N6 C31 C36 C35 -173.74(12) . . . . ?
N6 C40 C41 C42 -174.29(12) . . . . ?
N6 C40 C45 N8 -7.15(18) . . . . ?
N6 C40 C45 C44 173.16(12) . . . . ?
C1 N1 C5 C4 -0.8(2) . . . . ?
C1 N1 C5 C6 -178.17(13) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C3 C4 C5 N1 0.5(2) . . . . ?
C3 C4 C5 C6 177.66(13) . . . . ?
C4 C5 C6 N2 149.38(13) . . . . ?
C5 N1 C1 C2 0.4(2) . . . . ?
C6 N2 C7 C8 57.03(17) . . . . ?
C6 N2 C7 C12 -122.82(13) . . . . ?
C6 N2 C16 C17 -51.81(17) . . . . ?
C6 N2 C16 C21 129.50(13) . . . . ?
C7 N2 C6 C5 157.42(11) . . . . ?
C7 N2 C16 C17 75.00(16) . . . . ?
C7 N2 C16 C21 -103.69(14) . . . . ?
C7 C8 C9 C10 -0.2(2) . . . . ?
C8 C7 C12 N3 -175.49(13) . . . . ?
C8 C7 C12 C11 3.7(2) . . . . ?
C8 C9 C10 C11 1.3(2) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C9 C10 C11 C13 -179.73(14) . . . . ?
C10 C11 C12 N3 176.52(13) . . . . ?
C10 C11 C12 C7 -2.6(2) . . . . ?
C10 C11 C13 C14 -178.62(14) . . . . ?
C11 C13 C14 C15 1.3(2) . . . . ?
C12 N3 C15 C14 0.2(2) . . . . ?
C12 C7 C8 C9 -2.3(2) . . . . ?
C12 C11 C13 C14 1.4(2) . . . . ?
C13 C11 C12 N3 -3.5(2) . . . . ?
C13 C11 C12 C7 177.31(13) . . . . ?
C13 C14 C15 N3 -2.2(2) . . . . ?
C15 N3 C12 C7 -178.11(13) . . . . ?
C15 N3 C12 C11 2.7(2) . . . . ?
C16 N2 C6 C5 -76.39(14) . . . . ?
C16 N2 C7 C8 -70.09(16) . . . . ?
C16 N2 C7 C12 110.06(13) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C17 C16 C21 N4 175.80(13) . . . . ?
C17 C16 C21 C20 -2.8(2) . . . . ?
C17 C18 C19 C20 -1.6(2) . . . . ?
C18 C19 C20 C21 1.0(2) . . . . ?
C18 C19 C20 C22 -178.25(15) . . . . ?
C19 C20 C21 N4 -177.43(13) . . . . ?
C19 C20 C21 C16 1.2(2) . . . . ?
C19 C20 C22 C23 178.33(15) . . . . ?
C20 C22 C23 C24 -0.4(2) . . . . ?
C21 N4 C24 C23 -0.2(2) . . . . ?
C21 C16 C17 C18 2.3(2) . . . . ?
C21 C20 C22 C23 -1.0(2) . . . . ?
C22 C20 C21 N4 1.9(2) . . . . ?
C22 C20 C21 C16 -179.49(13) . . . . ?
C22 C23 C24 N4 1.1(2) . . . . ?
C24 N4 C21 C16 -179.95(13) . . . . ?
C24 N4 C21 C20 -1.3(2) . . . . ?
C25 N5 C29 C28 0.9(2) . . . . ?
C25 N5 C29 C30 -176.44(13) . . . . ?
C25 C26 C27 C28 0.3(3) . . . . ?
C26 C27 C28 C29 0.5(2) . . . . ?
C27 C28 C29 N5 -1.1(2) . . . . ?
C27 C28 C29 C30 176.08(14) . . . . ?
C28 C29 C30 N6 149.21(13) . . . . ?
C29 N5 C25 C26 -0.2(2) . . . . ?
C30 N6 C31 C32 52.22(18) . . . . ?
C30 N6 C31 C36 -129.83(13) . . . . ?
C30 N6 C40 C41 -55.09(17) . . . . ?
C30 N6 C40 C45 127.95(13) . . . . ?
C31 N6 C30 C29 155.76(11) . . . . ?
C31 N6 C40 C41 73.00(16) . . . . ?
C31 N6 C40 C45 -103.97(14) . . . . ?
C31 C32 C33 C34 -0.6(2) . . . . ?
C32 C31 C36 N7 -173.54(13) . . . . ?
C32 C31 C36 C35 4.3(2) . . . . ?
C32 C33 C34 C35 1.8(2) . . . . ?
C33 C34 C35 C36 0.2(2) . . . . ?
C33 C34 C35 C37 178.95(14) . . . . ?
C34 C35 C36 N7 174.61(13) . . . . ?
C34 C35 C36 C31 -3.1(2) . . . . ?
C34 C35 C37 C38 -176.60(14) . . . . ?
C35 C37 C38 C39 1.1(2) . . . . ?
C36 N7 C39 C38 0.7(2) . . . . ?
C36 C31 C32 C33 -2.4(2) . . . . ?
C36 C35 C37 C38 2.2(2) . . . . ?
C37 C35 C36 N7 -4.2(2) . . . . ?
C37 C35 C36 C31 178.00(13) . . . . ?
C37 C38 C39 N7 -2.7(2) . . . . ?
C39 N7 C36 C31 -179.40(13) . . . . ?
C39 N7 C36 C35 2.8(2) . . . . ?
C40 N6 C30 C29 -78.46(14) . . . . ?
C40 N6 C31 C32 -74.88(16) . . . . ?
C40 N6 C31 C36 103.08(14) . . . . ?
C40 C41 C42 C43 0.2(2) . . . . ?
C41 C40 C45 N8 175.83(13) . . . . ?
C41 C40 C45 C44 -3.9(2) . . . . ?
C41 C42 C43 C44 -1.8(2) . . . . ?
C42 C43 C44 C45 0.5(2) . . . . ?
C42 C43 C44 C46 -179.26(14) . . . . ?
C43 C44 C45 N8 -177.37(12) . . . . ?
C43 C44 C45 C40 2.3(2) . . . . ?
C43 C44 C46 C47 178.91(14) . . . . ?
C44 C46 C47 C48 -1.0(2) . . . . ?
C45 N8 C48 C47 0.1(2) . . . . ?
C45 C40 C41 C42 2.6(2) . . . . ?
C45 C44 C46 C47 -0.8(2) . . . . ?
C46 C44 C45 N8 2.4(2) . . . . ?
C46 C44 C45 C40 -177.95(12) . . . . ?
C46 C47 C48 N8 1.5(2) . . . . ?
C48 N8 C45 C40 178.31(13) . . . . ?
C48 N8 C45 C44 -2.0(2) . . . . ?
