#------------------------------------------------------------------------------
#$Date: 2022-05-16 07:31:14 +0200 (Mon 16 de May de 2022) $
#$Revision: 275434 $
#$URL: svn://www.crystallography.net/cod/cif/1/56/56/1565652.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_1565652
loop_
_publ_author_name
'Louka, Febee R.'
'Haq, Sabriah J.'
'Guidry, Hollie R.'
'Williams, Bailey R.'
'Henary, Maher M.'
'Fischer, Roland C.'
'Torvisco, Ana'
'Massoud, Salah S.'
'Mautner, Franz A.'
_publ_section_title
;
 Polynuclear and coordination polymers of copper(II) complexes assembled
 by flexible polyamines and bridging rigid N-heterocyclic
 multicarboxylates
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119240
_journal_paper_doi               10.1016/j.ica.2019.119240
_journal_volume                  500
_journal_year                    2020
_chemical_formula_moiety         'C24 H24 Cu N6 O4, 1.5(H2 O)'
_chemical_formula_sum            'C24 H27 Cu N6 O5.5'
_chemical_formula_weight         551.05
_chemical_name_common            '[Cu(bdmpzpy)(2,6-pydc)]1.5H2O'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 100.8120(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7746(2)
_cell_length_b                   27.9151(9)
_cell_length_c                   10.9829(4)
_cell_measurement_reflns_used    9508
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.138
_cell_measurement_theta_min      2.767
_cell_volume                     2341.29(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            63388
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         1.888
_exptl_absorpt_coefficient_mu    0.986
_exptl_absorpt_correction_T_max  0.8198
_exptl_absorpt_correction_T_min  0.6232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.597(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         13322
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0245
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0355P)²+0.9405P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0650
_reflns_Friedel_coverage         0.963
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                12992
_reflns_number_total             13322
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-500-119240.cif
_cod_data_source_block           s1754i
_cod_depositor_comments
;

2022-05-06
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C48 H54 Cu2 N12 O11'
_cod_original_formula_weight         1102.10
_cod_original_formula_moiety         '2(C24 H24 Cu N6 O4), 3(H2 O)'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1565652
_shelx_shelxl_version_number     2016/6
_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_min   0.623
_shelx_estimated_absorpt_t_max   0.820
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
C1 C -0.3069(3) 0.41220(9) -0.0139(2) 0.0180(5) Uani 1 1 d . . . . .
H1A H -0.280800 0.419508 0.074937 0.027 Uiso 1 1 calc R U . . .
H1B H -0.430330 0.403160 -0.038167 0.027 Uiso 1 1 calc R U . . .
H1C H -0.283495 0.440522 -0.060978 0.027 Uiso 1 1 calc R U . . .
C2 C -0.1936(3) 0.37157(9) -0.0406(2) 0.0136(4) Uani 1 1 d . . . . .
C3 C -0.2446(3) 0.32406(9) -0.0725(2) 0.0165(4) Uani 1 1 d . . . . .
H3 H -0.359512 0.311202 -0.082531 0.020 Uiso 1 1 calc R U . . .
C4 C -0.0940(3) 0.29981(9) -0.0863(2) 0.0142(4) Uani 1 1 d . . . . .
C5 C -0.0651(3) 0.24865(8) -0.1174(2) 0.0202(5) Uani 1 1 d . . . . .
H5A H -0.016653 0.247174 -0.193520 0.030 Uiso 1 1 calc R U . . .
H5B H -0.176884 0.231422 -0.129847 0.030 Uiso 1 1 calc R U . . .
H5C H 0.017103 0.233809 -0.049298 0.030 Uiso 1 1 calc R U . . .
C6 C 0.2235(3) 0.32511(8) -0.0655(2) 0.0126(4) Uani 1 1 d . . . . .
H6A H 0.261951 0.348361 -0.123003 0.015 Uiso 1 1 calc R U . . .
H6B H 0.242051 0.292431 -0.095576 0.015 Uiso 1 1 calc R U . . .
C7 C 0.3306(3) 0.33173(8) 0.0625(2) 0.0114(4) Uani 1 1 d . . . . .
C8 C 0.4353(3) 0.29499(8) 0.1217(2) 0.0141(4) Uani 1 1 d . . . . .
H8 H 0.441490 0.265021 0.081749 0.017 Uiso 1 1 calc R U . . .
C9 C 0.5306(3) 0.30296(8) 0.2401(2) 0.0151(4) Uani 1 1 d . . . . .
H9 H 0.602718 0.278461 0.282718 0.018 Uiso 1 1 calc R U . . .
C10 C 0.5189(3) 0.34742(9) 0.2954(2) 0.0146(4) Uani 1 1 d . . . . .
H10 H 0.584057 0.353797 0.375958 0.018 Uiso 1 1 calc R U . . .
C11 C 0.4111(3) 0.38222(8) 0.2316(2) 0.0121(4) Uani 1 1 d . . . . .
C12 C 0.3924(3) 0.43076(9) 0.2876(2) 0.0134(4) Uani 1 1 d . . . . .
H12A H 0.268243 0.436311 0.292775 0.016 Uiso 1 1 calc R U . . .
H12B H 0.462321 0.431748 0.372805 0.016 Uiso 1 1 calc R U . . .
C13 C 0.6910(4) 0.50191(10) 0.3758(2) 0.0225(5) Uani 1 1 d . . . . .
H13A H 0.619393 0.511920 0.435784 0.034 Uiso 1 1 calc R U . . .
H13B H 0.787595 0.524615 0.377419 0.034 Uiso 1 1 calc R U . . .
H13C H 0.738552 0.469861 0.397392 0.034 Uiso 1 1 calc R U . . .
C14 C 0.5802(3) 0.50090(8) 0.2484(2) 0.0151(4) Uani 1 1 d . . . . .
C15 C 0.5808(3) 0.52970(9) 0.1468(2) 0.0159(4) Uani 1 1 d . . . . .
H15 H 0.655685 0.556250 0.142128 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4499(3) 0.51246(8) 0.0518(2) 0.0135(4) Uani 1 1 d . . . . .
C17 C 0.4020(3) 0.53110(9) -0.0780(2) 0.0187(5) Uani 1 1 d . . . . .
H17A H 0.403567 0.504728 -0.136717 0.028 Uiso 1 1 calc R U . . .
H17B H 0.486607 0.555627 -0.091608 0.028 Uiso 1 1 calc R U . . .
H17C H 0.284468 0.545150 -0.090736 0.028 Uiso 1 1 calc R U . . .
C18 C -0.0286(3) 0.51513(8) 0.0064(2) 0.0126(4) Uani 1 1 d . . . . .
C19 C -0.1119(3) 0.55627(9) -0.0473(2) 0.0172(5) Uani 1 1 d . . . . .
H19 H -0.146393 0.580899 0.002746 0.021 Uiso 1 1 calc R U . . .
C20 C -0.1434(3) 0.56049(9) -0.1760(3) 0.0193(5) Uani 1 1 d . . . . .
H20 H -0.205370 0.587406 -0.215007 0.023 Uiso 1 1 calc R U . . .
C21 C -0.0837(3) 0.52500(9) -0.2474(2) 0.0177(4) Uani 1 1 d . . . . .
H21 H -0.105630 0.527093 -0.335274 0.021 Uiso 1 1 calc R U . . .
C22 C 0.0088(3) 0.48654(8) -0.1869(2) 0.0129(4) Uani 1 1 d . . . . .
C23 C 0.0015(3) 0.50460(9) 0.1448(2) 0.0134(4) Uani 1 1 d . . . . .
C24 C 0.1001(3) 0.44910(8) -0.2536(2) 0.0151(4) Uani 1 1 d . . . . .
N1 N -0.0197(3) 0.37635(7) -0.03492(19) 0.0122(4) Uani 1 1 d . . . . .
N2 N 0.0378(3) 0.33223(7) -0.06409(19) 0.0124(4) Uani 1 1 d . . . . .
N3 N 0.3188(2) 0.37484(7) 0.11613(19) 0.0112(4) Uani 1 1 d . . . . .
N4 N 0.4516(2) 0.46832(7) 0.21356(18) 0.0123(4) Uani 1 1 d . . . . .
N5 N 0.3696(3) 0.47444(7) 0.09294(19) 0.0123(4) Uani 1 1 d . . . . .
N6 N 0.0302(3) 0.48164(7) -0.06361(19) 0.0114(3) Uani 1 1 d . . . . .
O1 O 0.0245(2) 0.46083(6) 0.17347(16) 0.0147(3) Uani 1 1 d . . . . .
O2 O 0.0019(2) 0.53891(6) 0.21705(17) 0.0179(3) Uani 1 1 d . . . . .
O3 O 0.2135(2) 0.42364(6) -0.18506(15) 0.0167(3) Uani 1 1 d . . . . .
O4 O 0.0572(3) 0.44741(7) -0.36896(17) 0.0232(4) Uani 1 1 d . . . . .
Cu1 Cu 0.16924(3) 0.42787(2) 0.02319(2) 0.01008(6) Uani 1 1 d . . . . .
C25 C 0.1148(3) 0.13461(9) 0.6150(2) 0.0193(5) Uani 1 1 d . . . . .
H25A H 0.232275 0.120550 0.626962 0.029 Uiso 1 1 calc R U . . .
H25B H 0.030528 0.110113 0.629328 0.029 Uiso 1 1 calc R U . . .
H25C H 0.114086 0.161038 0.673625 0.029 Uiso 1 1 calc R U . . .
C26 C 0.0654(3) 0.15305(8) 0.4858(2) 0.0144(4) Uani 1 1 d . . . . .
C27 C -0.0609(3) 0.13402(9) 0.3900(2) 0.0176(4) Uani 1 1 d . . . . .
H27 H -0.129947 0.106208 0.394121 0.021 Uiso 1 1 calc R U . . .
C28 C -0.0656(3) 0.16346(9) 0.2884(2) 0.0162(4) Uani 1 1 d . . . . .
C29 C -0.1734(4) 0.16114(10) 0.1614(3) 0.0232(5) Uani 1 1 d . . . . .
H29A H -0.238606 0.191138 0.143153 0.035 Uiso 1 1 calc R U . . .
H29B H -0.255809 0.134330 0.156397 0.035 Uiso 1 1 calc R U . . .
H29C H -0.096766 0.156417 0.101021 0.035 Uiso 1 1 calc R U . . .
C30 C 0.1106(3) 0.23632(9) 0.2505(2) 0.0138(4) Uani 1 1 d . . . . .
H30A H 0.038259 0.235413 0.166140 0.017 Uiso 1 1 calc R U . . .
H30B H 0.234196 0.231223 0.243135 0.017 Uiso 1 1 calc R U . . .
C31 C 0.0923(3) 0.28460(8) 0.3077(2) 0.0124(4) Uani 1 1 d . . . . .
C32 C -0.0154(3) 0.31982(8) 0.2444(2) 0.0141(4) Uani 1 1 d . . . . .
H32 H -0.081528 0.313577 0.164048 0.017 Uiso 1 1 calc R U . . .
C33 C -0.0255(3) 0.36423(8) 0.2997(2) 0.0155(4) Uani 1 1 d . . . . .
H33 H -0.097803 0.388808 0.257595 0.019 Uiso 1 1 calc R U . . .
C34 C 0.0723(3) 0.37211(8) 0.4181(2) 0.0145(4) Uani 1 1 d . . . . .
H34 H 0.067247 0.402062 0.458281 0.017 Uiso 1 1 calc R U . . .
C35 C 0.1775(3) 0.33529(8) 0.4761(2) 0.0118(4) Uani 1 1 d . . . . .
C36 C 0.2851(3) 0.34194(8) 0.6040(2) 0.0129(4) Uani 1 1 d . . . . .
H36A H 0.267804 0.374742 0.633756 0.015 Uiso 1 1 calc R U . . .
H36B H 0.246257 0.318923 0.661869 0.015 Uiso 1 1 calc R U . . .
C37 C 0.5770(3) 0.41739(9) 0.6565(2) 0.0197(5) Uani 1 1 d . . . . .
H37A H 0.495587 0.432535 0.588423 0.030 Uiso 1 1 calc R U . . .
H37B H 0.689520 0.434230 0.669222 0.030 Uiso 1 1 calc R U . . .
H37C H 0.528348 0.418998 0.732520 0.030 Uiso 1 1 calc R U . . .
C38 C 0.6035(3) 0.36620(9) 0.6250(2) 0.0147(4) Uani 1 1 d . . . . .
C39 C 0.7534(3) 0.34122(9) 0.6117(2) 0.0154(4) Uani 1 1 d . . . . .
H39 H 0.869159 0.353550 0.622925 0.018 Uiso 1 1 calc R U . . .
C40 C 0.7004(3) 0.29434(8) 0.5786(2) 0.0137(4) Uani 1 1 d . . . . .
C41 C 0.8124(3) 0.25342(9) 0.5516(2) 0.0174(4) Uani 1 1 d . . . . .
H41A H 0.797927 0.226254 0.605254 0.026 Uiso 1 1 calc R U . . .
H41B H 0.935460 0.263386 0.567129 0.026 Uiso 1 1 calc R U . . .
H41C H 0.777077 0.243873 0.464586 0.026 Uiso 1 1 calc R U . . .
C43 C 0.5427(3) 0.15279(8) 0.5326(2) 0.0126(4) Uani 1 1 d . . . . .
C44 C 0.6375(3) 0.11399(9) 0.5892(2) 0.0164(4) Uani 1 1 d . . . . .
H44 H 0.680295 0.090165 0.540780 0.020 Uiso 1 1 calc R U . . .
C45 C 0.6689(3) 0.11053(9) 0.7180(2) 0.0190(5) Uani 1 1 d . . . . .
H45 H 0.736602 0.084817 0.758522 0.023 Uiso 1 1 calc R U . . .
C46 C 0.6008(3) 0.14478(9) 0.7863(2) 0.0165(4) Uani 1 1 d . . . . .
H46 H 0.621430 0.143007 0.874180 0.020 Uiso 1 1 calc R U . . .
C47 C 0.5016(3) 0.18194(8) 0.7245(2) 0.0128(4) Uani 1 1 d . . . . .
C48 C 0.5069(3) 0.16223(8) 0.3926(2) 0.0128(4) Uani 1 1 d . . . . .
C49 C 0.4055(3) 0.21835(8) 0.7905(2) 0.0142(4) Uani 1 1 d . . . . .
N7 N 0.1377(3) 0.19250(7) 0.44519(19) 0.0129(4) Uani 1 1 d . . . . .
N8 N 0.0558(3) 0.19818(7) 0.32469(19) 0.0137(4) Uani 1 1 d . . . . .
N10 N 0.1869(2) 0.29231(7) 0.42250(18) 0.0112(3) Uani 1 1 d . . . . .
N11 N 0.4707(3) 0.33427(7) 0.60183(19) 0.0132(4) Uani 1 1 d . . . . .
N12 N 0.5267(3) 0.29008(7) 0.57238(19) 0.0121(4) Uani 1 1 d . . . . .
N13 N 0.4775(3) 0.18583(7) 0.6003(2) 0.0113(4) Uani 1 1 d . . . . .
O5 O 0.4802(2) 0.20555(6) 0.36225(16) 0.0157(3) Uani 1 1 d . . . . .
O6 O 0.5058(2) 0.12732(6) 0.32143(17) 0.0187(4) Uani 1 1 d . . . . .
O7 O 0.2902(2) 0.24279(6) 0.72207(15) 0.0159(3) Uani 1 1 d . . . . .
O8 O 0.4475(3) 0.21998(7) 0.90592(17) 0.0234(4) Uani 1 1 d . . . . .
O9 O 0.3063(4) 0.16002(9) 0.0777(2) 0.0376(6) Uani 1 1 d D . . . .
H2D H 0.371(6) 0.1578(18) 0.137(5) 0.056 Uiso 1 1 d D U . . .
H1D H 0.371(6) 0.1733(19) 0.025(5) 0.056 Uiso 1 1 d D U . . .
O10 O 0.1681(4) 0.51249(10) 0.4642(2) 0.0436(7) Uani 1 1 d D . . . .
H4D H 0.112(7) 0.5195(19) 0.394(5) 0.065 Uiso 1 1 d D U . . .
H3D H 0.128(7) 0.494(2) 0.502(5) 0.065 Uiso 1 1 d D U . . .
O11 O 0.5075(3) 0.02673(8) 0.3716(2) 0.0359(5) Uani 1 1 d D . . . .
H6D H 0.621(6) 0.0226(16) 0.425(4) 0.054 Uiso 1 1 d D U . . .
H5D H 0.496(6) 0.0615(16) 0.358(4) 0.054 Uiso 1 1 d D U . . .
Cu2 Cu 0.33643(3) 0.23916(2) 0.51404(2) 0.01018(6) 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'
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C3 109.7(2) . .
N1 C2 C1 122.5(2) . .
C3 C2 C1 127.8(2) . .
C4 C3 C2 106.4(2) . .
C4 C3 H3 126.8 . .
C2 C3 H3 126.8 . .
N2 C4 C3 106.3(2) . .
N2 C4 C5 122.6(2) . .
C3 C4 C5 131.1(2) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N2 C6 C7 110.37(18) . .
N2 C6 H6A 109.6 . .
C7 C6 H6A 109.6 . .
N2 C6 H6B 109.6 . .
C7 C6 H6B 109.6 . .
H6A C6 H6B 108.1 . .
N3 C7 C8 122.3(2) . .
N3 C7 C6 116.50(19) . .
C8 C7 C6 121.2(2) . .
C9 C8 C7 118.8(2) . .
C9 C8 H8 120.6 . .
C7 C8 H8 120.6 . .
C8 C9 C10 119.0(2) . .
C8 C9 H9 120.5 . .
C10 C9 H9 120.5 . .
C11 C10 C9 119.2(2) . .
C11 C10 H10 120.4 . .
C9 C10 H10 120.4 . .
N3 C11 C10 122.2(2) . .
N3 C11 C12 116.51(19) . .
C10 C11 C12 121.3(2) . .
N4 C12 C11 110.80(18) . .
N4 C12 H12A 109.5 . .
C11 C12 H12A 109.5 . .
N4 C12 H12B 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 108.1 . .
C14 C13 H13A 109.5 . .
C14 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C14 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N4 C14 C15 106.1(2) . .
N4 C14 C13 122.8(2) . .
C15 C14 C13 131.1(2) . .
C14 C15 C16 107.0(2) . .
C14 C15 H15 126.5 . .
C16 C15 H15 126.5 . .
N5 C16 C15 109.7(2) . .
N5 C16 C17 122.9(2) . .
C15 C16 C17 127.4(2) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N6 C18 C19 120.8(2) . .
N6 C18 C23 115.6(2) . .
C19 C18 C23 123.6(2) . .
C20 C19 C18 118.6(2) . .
C20 C19 H19 120.7 . .
C18 C19 H19 120.7 . .
C19 C20 C21 119.7(2) . .
C19 C20 H20 120.1 . .
C21 C20 H20 120.1 . .
C22 C21 C20 118.5(2) . .
C22 C21 H21 120.8 . .
C20 C21 H21 120.8 . .
N6 C22 C21 121.1(2) . .
N6 C22 C24 115.8(2) . .
C21 C22 C24 123.0(2) . .
O2 C23 O1 126.9(2) . .
O2 C23 C18 118.0(2) . .
O1 C23 C18 115.0(2) . .
O4 C24 O3 127.3(2) . .
O4 C24 C22 117.0(2) . .
O3 C24 C22 115.7(2) . .
C2 N1 N2 105.59(19) . .
C2 N1 Cu1 136.96(16) . .
N2 N1 Cu1 116.96(14) . .
C4 N2 N1 111.97(19) . .
C4 N2 C6 128.6(2) . .
N1 N2 C6 119.47(18) . .
C11 N3 C7 118.6(2) . .
C11 N3 Cu1 120.86(15) . .
C7 N3 Cu1 120.57(16) . .
C14 N4 N5 112.03(19) . .
C14 N4 C12 128.4(2) . .
N5 N4 C12 119.53(18) . .
C16 N5 N4 105.15(18) . .
C16 N5 Cu1 137.27(16) . .
N4 N5 Cu1 117.58(14) . .
C22 N6 C18 121.1(2) . .
C22 N6 Cu1 121.04(16) . .
C18 N6 Cu1 117.66(17) . .
C23 O1 Cu1 105.45(14) . .
C24 O3 Cu1 109.51(14) . .
N6 Cu1 N3 177.58(8) . .
N6 Cu1 N5 90.41(8) . .
N3 Cu1 N5 87.21(8) . .
N6 Cu1 N1 94.95(8) . .
N3 Cu1 N1 87.42(8) . .
N5 Cu1 N1 174.52(8) . .
N6 Cu1 O1 75.65(7) . .
N3 Cu1 O1 103.66(7) . .
N5 Cu1 O1 85.43(7) . .
N1 Cu1 O1 94.75(7) . .
N6 Cu1 O3 74.92(7) . .
N3 Cu1 O3 105.91(7) . .
N5 Cu1 O3 98.81(7) . .
N1 Cu1 O3 83.76(7) . .
O1 Cu1 O3 150.28(6) . .
C26 C25 H25A 109.5 . .
C26 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C26 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
N7 C26 C27 109.7(2) . .
N7 C26 C25 123.2(2) . .
C27 C26 C25 127.1(2) . .
C28 C27 C26 106.8(2) . .
C28 C27 H27 126.6 . .
C26 C27 H27 126.6 . .
N8 C28 C27 106.0(2) . .
N8 C28 C29 122.9(2) . .
C27 C28 C29 131.0(2) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
N8 C30 C31 111.25(18) . .
N8 C30 H30A 109.4 . .
C31 C30 H30A 109.4 . .
N8 C30 H30B 109.4 . .
C31 C30 H30B 109.4 . .
H30A C30 H30B 108.0 . .
N10 C31 C32 121.6(2) . .
N10 C31 C30 117.0(2) . .
C32 C31 C30 121.3(2) . .
C33 C32 C31 119.4(2) . .
C33 C32 H32 120.3 . .
C31 C32 H32 120.3 . .
C32 C33 C34 118.8(2) . .
C32 C33 H33 120.6 . .
C34 C33 H33 120.6 . .
C35 C34 C33 118.8(2) . .
C35 C34 H34 120.6 . .
C33 C34 H34 120.6 . .
N10 C35 C34 122.3(2) . .
N10 C35 C36 116.89(19) . .
C34 C35 C36 120.8(2) . .
N11 C36 C35 110.13(19) . .
N11 C36 H36A 109.6 . .
C35 C36 H36A 109.6 . .
N11 C36 H36B 109.6 . .
C35 C36 H36B 109.6 . .
H36A C36 H36B 108.1 . .
C38 C37 H37A 109.5 . .
C38 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C38 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
N11 C38 C39 106.0(2) . .
N11 C38 C37 122.7(2) . .
C39 C38 C37 131.3(2) . .
C38 C39 C40 106.6(2) . .
C38 C39 H39 126.7 . .
C40 C39 H39 126.7 . .
N12 C40 C39 109.9(2) . .
N12 C40 C41 122.5(2) . .
C39 C40 C41 127.6(2) . .
C40 C41 H41A 109.5 . .
C40 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C40 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
N13 C43 C44 120.7(2) . .
N13 C43 C48 114.9(2) . .
C44 C43 C48 124.4(2) . .
C43 C44 C45 119.1(2) . .
C43 C44 H44 120.5 . .
C45 C44 H44 120.5 . .
C46 C45 C44 119.4(2) . .
C46 C45 H45 120.3 . .
C44 C45 H45 120.3 . .
C45 C46 C47 119.1(2) . .
C45 C46 H46 120.5 . .
C47 C46 H46 120.5 . .
N13 C47 C46 120.9(2) . .
N13 C47 C49 116.16(19) . .
C46 C47 C49 122.8(2) . .
O6 C48 O5 127.0(2) . .
O6 C48 C43 118.2(2) . .
O5 C48 C43 114.8(2) . .
O8 C49 O7 127.4(2) . .
O8 C49 C47 116.7(2) . .
O7 C49 C47 115.9(2) . .
C26 N7 N8 105.52(19) . .
C26 N7 Cu2 136.64(17) . .
N8 N7 Cu2 117.70(14) . .
C28 N8 N7 111.90(19) . .
C28 N8 C30 128.2(2) . .
N7 N8 C30 119.75(18) . .
C35 N10 C31 119.1(2) . .
C35 N10 Cu2 120.53(15) . .
C31 N10 Cu2 120.39(16) . .
C38 N11 N12 111.93(19) . .
C38 N11 C36 128.4(2) . .
N12 N11 C36 119.63(18) . .
C40 N12 N11 105.62(18) . .
C40 N12 Cu2 136.97(16) . .
N11 N12 Cu2 116.96(14) . .
C43 N13 C47 120.7(2) . .
C43 N13 Cu2 118.93(17) . .
C47 N13 Cu2 120.30(15) . .
C48 O5 Cu2 105.66(15) . .
C49 O7 Cu2 109.32(14) . .
H2D O9 H1D 103(5) . .
H4D O10 H3D 117(5) . .
H6D O11 H5D 105(4) . .
N13 Cu2 N10 178.23(9) . .
N13 Cu2 N7 90.59(8) . .
N10 Cu2 N7 87.69(8) . .
N13 Cu2 N12 93.94(8) . .
N10 Cu2 N12 87.77(8) . .
N7 Cu2 N12 175.28(8) . .
N13 Cu2 O5 75.33(7) . .
N10 Cu2 O5 104.06(7) . .
N7 Cu2 O5 84.91(7) . .
N12 Cu2 O5 94.94(7) . .
N13 Cu2 O7 75.10(7) . .
N10 Cu2 O7 105.57(7) . .
N7 Cu2 O7 98.15(7) . .
N12 Cu2 O7 84.33(7) . .
O5 Cu2 O7 150.30(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.498(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 N1 1.348(3) .
C2 C3 1.410(3) .
C3 C4 1.385(3) .
C3 H3 0.9500 .
C4 N2 1.354(3) .
C4 C5 1.495(3) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 N2 1.460(3) .
C6 C7 1.505(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 N3 1.350(3) .
C7 C8 1.392(3) .
C8 C9 1.389(3) .
C8 H8 0.9500 .
C9 C10 1.392(3) .
C9 H9 0.9500 .
C10 C11 1.385(3) .
C10 H10 0.9500 .
C11 N3 1.350(3) .
C11 C12 1.507(3) .
C12 N4 1.454(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.499(3) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 N4 1.353(3) .
C14 C15 1.376(3) .
C15 C16 1.399(3) .
C15 H15 0.9500 .
C16 N5 1.351(3) .
C16 C17 1.498(3) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 N6 1.344(3) .
C18 C19 1.394(3) .
C18 C23 1.522(3) .
C19 C20 1.393(4) .
C19 H19 0.9500 .
C20 C21 1.396(4) .
C20 H20 0.9500 .
C21 C22 1.390(3) .
C21 H21 0.9500 .
C22 N6 1.340(3) .
C22 C24 1.526(3) .
C23 O2 1.244(3) .
C23 O1 1.266(3) .
C24 O4 1.249(3) .
C24 O3 1.265(3) .
N1 N2 1.369(3) .
N1 Cu1 2.069(2) .
N3 Cu1 2.0349(19) .
N4 N5 1.369(3) .
N5 Cu1 2.063(2) .
N6 Cu1 1.986(2) .
O1 Cu1 2.3526(17) .
O3 Cu1 2.3787(17) .
C25 C26 1.490(4) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 N7 1.350(3) .
C26 C27 1.402(3) .
C27 C28 1.380(4) .
C27 H27 0.9500 .
C28 N8 1.359(3) .
C28 C29 1.488(4) .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 N8 1.452(3) .
C30 C31 1.505(3) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 N10 1.353(3) .
C31 C32 1.390(3) .
C32 C33 1.389(3) .
C32 H32 0.9500 .
C33 C34 1.395(3) .
C33 H33 0.9500 .
C34 C35 1.391(3) .
C34 H34 0.9500 .
C35 N10 1.345(3) .
C35 C36 1.505(3) .
C36 N11 1.463(3) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.494(3) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 N11 1.352(3) .
C38 C39 1.389(3) .
C39 C40 1.399(3) .
C39 H39 0.9500 .
C40 N12 1.345(3) .
C40 C41 1.500(3) .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C43 N13 1.342(3) .
C43 C44 1.390(3) .
C43 C48 1.533(3) .
C44 C45 1.393(4) .
C44 H44 0.9500 .
C45 C46 1.380(4) .
C45 H45 0.9500 .
C46 C47 1.391(3) .
C46 H46 0.9500 .
C47 N13 1.346(3) .
C47 C49 1.523(3) .
C48 O6 1.248(3) .
C48 O5 1.261(3) .
C49 O8 1.250(3) .
C49 O7 1.258(3) .
N7 N8 1.366(3) .
N7 Cu2 2.053(2) .
N10 Cu2 2.0311(19) .
N11 N12 1.367(3) .
N12 Cu2 2.065(2) .
N13 Cu2 1.982(2) .
O5 Cu2 2.3682(17) .
O7 Cu2 2.3808(16) .
O9 H2D 0.75(5) .
O9 H1D 0.92(5) .
O10 H4D 0.83(5) .
O10 H3D 0.77(6) .
O11 H6D 0.97(5) .
O11 H5D 0.98(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
N1 C2 C3 C4 -0.1(3) . . . .
C1 C2 C3 C4 -179.1(2) . . . .
C2 C3 C4 N2 -0.4(3) . . . .
C2 C3 C4 C5 178.9(2) . . . .
N2 C6 C7 N3 -59.3(3) . . . .
N2 C6 C7 C8 120.6(2) . . . .
N3 C7 C8 C9 0.2(3) . . . .
C6 C7 C8 C9 -179.6(2) . . . .
C7 C8 C9 C10 -0.3(3) . . . .
C8 C9 C10 C11 0.8(3) . . . .
C9 C10 C11 N3 -1.2(3) . . . .
C9 C10 C11 C12 179.5(2) . . . .
N3 C11 C12 N4 -61.0(3) . . . .
C10 C11 C12 N4 118.4(2) . . . .
N4 C14 C15 C16 -0.7(3) . . . .
C13 C14 C15 C16 179.7(3) . . . .
C14 C15 C16 N5 0.5(3) . . . .
C14 C15 C16 C17 -178.5(2) . . . .
N6 C18 C19 C20 4.2(3) . . . .
C23 C18 C19 C20 -175.4(2) . . . .
C18 C19 C20 C21 -3.3(4) . . . .
C19 C20 C21 C22 -1.0(4) . . . .
C20 C21 C22 N6 4.5(4) . . . .
C20 C21 C22 C24 -172.0(2) . . . .
N6 C18 C23 O2 157.9(2) . . . .
C19 C18 C23 O2 -22.4(3) . . . .
N6 C18 C23 O1 -21.8(3) . . . .
C19 C18 C23 O1 157.9(2) . . . .
N6 C22 C24 O4 167.3(2) . . . .
C21 C22 C24 O4 -16.0(3) . . . .
N6 C22 C24 O3 -13.8(3) . . . .
C21 C22 C24 O3 162.9(2) . . . .
C3 C2 N1 N2 0.5(3) . . . .
C1 C2 N1 N2 179.7(2) . . . .
C3 C2 N1 Cu1 -170.77(18) . . . .
C1 C2 N1 Cu1 8.4(4) . . . .
C3 C4 N2 N1 0.8(3) . . . .
C5 C4 N2 N1 -178.7(2) . . . .
C3 C4 N2 C6 179.5(2) . . . .
C5 C4 N2 C6 0.0(4) . . . .
C2 N1 N2 C4 -0.8(3) . . . .
Cu1 N1 N2 C4 172.52(16) . . . .
C2 N1 N2 C6 -179.6(2) . . . .
Cu1 N1 N2 C6 -6.3(3) . . . .
C7 C6 N2 C4 -114.2(3) . . . .
C7 C6 N2 N1 64.4(3) . . . .
C10 C11 N3 C7 1.1(3) . . . .
C12 C11 N3 C7 -179.55(19) . . . .
C10 C11 N3 Cu1 -177.64(17) . . . .
C12 C11 N3 Cu1 1.7(3) . . . .
C8 C7 N3 C11 -0.6(3) . . . .
C6 C7 N3 C11 179.3(2) . . . .
C8 C7 N3 Cu1 178.16(17) . . . .
C6 C7 N3 Cu1 -2.0(3) . . . .
C15 C14 N4 N5 0.7(3) . . . .
C13 C14 N4 N5 -179.6(2) . . . .
C15 C14 N4 C12 -177.5(2) . . . .
C13 C14 N4 C12 2.1(4) . . . .
C11 C12 N4 C14 -121.0(2) . . . .
C11 C12 N4 N5 60.9(3) . . . .
C15 C16 N5 N4 -0.1(3) . . . .
C17 C16 N5 N4 179.0(2) . . . .
C15 C16 N5 Cu1 179.47(18) . . . .
C17 C16 N5 Cu1 -1.5(4) . . . .
C14 N4 N5 C16 -0.4(3) . . . .
C12 N4 N5 C16 178.02(19) . . . .
C14 N4 N5 Cu1 179.99(15) . . . .
C12 N4 N5 Cu1 -1.6(3) . . . .
C21 C22 N6 C18 -3.7(3) . . . .
C24 C22 N6 C18 173.1(2) . . . .
C21 C22 N6 Cu1 -177.88(18) . . . .
C24 C22 N6 Cu1 -1.1(3) . . . .
C19 C18 N6 C22 -0.8(3) . . . .
C23 C18 N6 C22 178.91(19) . . . .
C19 C18 N6 Cu1 173.59(17) . . . .
C23 C18 N6 Cu1 -6.7(3) . . . .
O2 C23 O1 Cu1 -146.8(2) . . . .
C18 C23 O1 Cu1 32.9(2) . . . .
O4 C24 O3 Cu1 -162.6(2) . . . .
C22 C24 O3 Cu1 18.6(2) . . . .
N7 C26 C27 C28 -0.6(3) . . . .
C25 C26 C27 C28 178.2(2) . . . .
C26 C27 C28 N8 0.5(3) . . . .
C26 C27 C28 C29 -180.0(3) . . . .
N8 C30 C31 N10 60.7(3) . . . .
N8 C30 C31 C32 -120.0(2) . . . .
N10 C31 C32 C33 0.5(3) . . . .
C30 C31 C32 C33 -178.7(2) . . . .
C31 C32 C33 C34 -0.4(3) . . . .
C32 C33 C34 C35 0.4(3) . . . .
C33 C34 C35 N10 -0.6(3) . . . .
C33 C34 C35 C36 -179.8(2) . . . .
N10 C35 C36 N11 59.3(3) . . . .
C34 C35 C36 N11 -121.4(2) . . . .
N11 C38 C39 C40 0.8(3) . . . .
C37 C38 C39 C40 -178.6(3) . . . .
C38 C39 C40 N12 -0.4(3) . . . .
C38 C39 C40 C41 178.9(2) . . . .
N13 C43 C44 C45 -2.0(3) . . . .
C48 C43 C44 C45 176.8(2) . . . .
C43 C44 C45 C46 2.0(4) . . . .
C44 C45 C46 C47 0.2(4) . . . .
C45 C46 C47 N13 -2.7(3) . . . .
C45 C46 C47 C49 173.4(2) . . . .
N13 C43 C48 O6 -155.2(2) . . . .
C44 C43 C48 O6 26.0(3) . . . .
N13 C43 C48 O5 24.4(3) . . . .
C44 C43 C48 O5 -154.4(2) . . . .
N13 C47 C49 O8 -169.2(2) . . . .
C46 C47 C49 O8 14.5(3) . . . .
N13 C47 C49 O7 12.1(3) . . . .
C46 C47 C49 O7 -164.2(2) . . . .
C27 C26 N7 N8 0.4(3) . . . .
C25 C26 N7 N8 -178.5(2) . . . .
C27 C26 N7 Cu2 -174.98(18) . . . .
C25 C26 N7 Cu2 6.1(4) . . . .
C27 C28 N8 N7 -0.3(3) . . . .
C29 C28 N8 N7 -179.8(2) . . . .
C27 C28 N8 C30 175.8(2) . . . .
C29 C28 N8 C30 -3.8(4) . . . .
C26 N7 N8 C28 0.0(3) . . . .
Cu2 N7 N8 C28 176.36(15) . . . .
C26 N7 N8 C30 -176.51(19) . . . .
Cu2 N7 N8 C30 -0.1(3) . . . .
C31 C30 N8 C28 125.2(2) . . . .
C31 C30 N8 N7 -59.0(3) . . . .
C34 C35 N10 C31 0.6(3) . . . .
C36 C35 N10 C31 179.9(2) . . . .
C34 C35 N10 Cu2 -177.96(17) . . . .
C36 C35 N10 Cu2 1.3(3) . . . .
C32 C31 N10 C35 -0.6(3) . . . .
C30 C31 N10 C35 178.6(2) . . . .
C32 C31 N10 Cu2 177.97(17) . . . .
C30 C31 N10 Cu2 -2.8(3) . . . .
C39 C38 N11 N12 -0.9(3) . . . .
C37 C38 N11 N12 178.6(2) . . . .
C39 C38 N11 C36 179.6(2) . . . .
C37 C38 N11 C36 -0.9(4) . . . .
C35 C36 N11 C38 115.3(3) . . . .
C35 C36 N11 N12 -64.1(3) . . . .
C39 C40 N12 N11 -0.1(3) . . . .
C41 C40 N12 N11 -179.5(2) . . . .
C39 C40 N12 Cu2 171.51(18) . . . .
C41 C40 N12 Cu2 -7.9(4) . . . .
C38 N11 N12 C40 0.7(3) . . . .
C36 N11 N12 C40 -179.8(2) . . . .
C38 N11 N12 Cu2 -172.92(16) . . . .
C36 N11 N12 Cu2 6.6(3) . . . .
C44 C43 N13 C47 -0.4(3) . . . .
C48 C43 N13 C47 -179.29(19) . . . .
C44 C43 N13 Cu2 -177.91(17) . . . .
C48 C43 N13 Cu2 3.2(3) . . . .
C46 C47 N13 C43 2.8(3) . . . .
C49 C47 N13 C43 -173.6(2) . . . .
C46 C47 N13 Cu2 -179.79(17) . . . .
C49 C47 N13 Cu2 3.9(3) . . . .
O6 C48 O5 Cu2 146.2(2) . . . .
C43 C48 O5 Cu2 -33.3(2) . . . .
O8 C49 O7 Cu2 163.0(2) . . . .
C47 C49 O7 Cu2 -18.4(2) . . . .
