#------------------------------------------------------------------------------
#$Date: 2016-02-16 21:30:59 +0100 (mar 16 de feb de 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/31/4313173.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_4313173
loop_
_publ_author_name
'Paul V. Bernhardt'
'Elizabeth J. Hayes'
_publ_section_title
;
 Redox Active Macrocyclic Receptors for Neutral Guests
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1371
_journal_page_last               1377
_journal_paper_doi               10.1021/ic026000c
_journal_volume                  42
_journal_year                    2003
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C20 H38 Cl1 Cu1 I0 N12 O9'
_chemical_formula_structural     'C20 H38 CL1.5 CU I0.5 N12 O9'
_chemical_formula_sum            'C20 H38 Cl1.5 Cu I0.5 N12 O9'
_chemical_formula_weight         770.79
_chemical_name_systematic
;
   ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2002-09-05T13:10:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                93.580(10)
_cell_angle_beta                 108.330(10)
_cell_angle_gamma                108.820(10)
_cell_formula_units_Z            2
_cell_length_a                   11.7150(10)
_cell_length_b                   12.1080(10)
_cell_length_c                   13.423(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_measurement_wavelength     0.71073
_cell_volume                     1682.1(4)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_av_unetI/netI     0.4656
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6289
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    1.289
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             790
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.851
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.149
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.941
_refine_ls_R_factor_all          0.3857
_refine_ls_R_factor_gt           0.0945
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0507P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2314
_refine_ls_wR_factor_ref         0.3674
_reflns_number_gt                1280
_reflns_number_total             5903
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic026000c_2.cif
_cod_data_source_block           eh22078
_cod_original_cell_volume        1682.1(3)
_cod_original_formula_sum        'C20 H38 Cl1.50 Cu I0.50 N12 O9'
_cod_database_code               4313173
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 -0.0698(3) 0.0766(3) 0.69273(19) 0.0560(10) Uani 1 1 d . . .
I1 I 0 0 0.5 0.0754(11) Uani 1 2 d S C .
C1 C -0.139(3) 0.281(2) 0.6199(19) 0.075(8) Uiso 1 1 d . . .
H1A H -0.189 0.3096 0.5622 0.09 Uiso 1 1 d R C .
H1B H -0.1576 0.2991 0.6833 0.09 Uiso 1 1 d R . .
C2 C -0.310(3) 0.090(2) 0.578(2) 0.090(9) Uiso 1 1 d . . .
H2A H -0.3267 0.116 0.6398 0.108 Uiso 1 1 d R C .
H2B H -0.3651 0.1075 0.5154 0.108 Uiso 1 1 d R . .
C3 C -0.333(3) -0.034(3) 0.565(2) 0.116(11) Uiso 1 1 d . C .
H3A H -0.3221 -0.0604 0.4999 0.139 Uiso 1 1 d R . .
H3B H -0.421 -0.0774 0.5593 0.139 Uiso 1 1 d R . .
C4 C -0.231(3) -0.179(3) 0.656(2) 0.102(10) Uiso 1 1 d . . .
H4A H -0.2089 -0.1952 0.5946 0.122 Uiso 1 1 d R C .
H4B H -0.3154 -0.2375 0.6454 0.122 Uiso 1 1 d R . .
C5 C -0.135(3) -0.192(3) 0.752(2) 0.105(10) Uiso 1 1 d . C .
H5A H -0.1468 -0.2752 0.7472 0.126 Uiso 1 1 d R . .
H5B H -0.1542 -0.1693 0.8143 0.126 Uiso 1 1 d R . .
C6 C 0.003(3) -0.124(3) 0.772(2) 0.096(10) Uani 1 1 d . . .
H6A H 0.0576 -0.1496 0.829 0.115 Uiso 1 1 d R C .
H6B H 0.0212 -0.1384 0.7079 0.115 Uiso 1 1 d R . .
C7 C 0.171(3) 0.076(3) 0.8291(18) 0.079(8) Uani 1 1 d . . .
H7A H 0.2022 0.0541 0.7751 0.095 Uiso 1 1 d R C .
H7B H 0.2198 0.062 0.897 0.095 Uiso 1 1 d R . .
C8 C 0.1830(19) 0.206(2) 0.8386(15) 0.055(7) Uani 1 1 d . C .
H8A H 0.159 0.2295 0.8972 0.066 Uiso 1 1 d R . .
H8B H 0.2712 0.2565 0.851 0.066 Uiso 1 1 d R . .
C9 C 0.084(2) 0.3379(19) 0.7404(15) 0.050(6) Uani 1 1 d . . .
H9A H 0.0517 0.3525 0.7959 0.061 Uiso 1 1 d R C .
H9B H 0.1682 0.3993 0.7556 0.061 Uiso 1 1 d R . .
C10 C 0.041(3) 0.3684(19) 0.5556(18) 0.052(6) Uani 1 1 d . . .
C11 C 0.204(2) 0.4369(18) 0.5005(16) 0.045(5) Uiso 1 1 d . . .
C12 C 0.000(2) 0.383(2) 0.3876(16) 0.054(6) Uani 1 1 d . . .
C13 C 0.138(2) 0.5109(19) 0.1411(15) 0.046(6) Uani 1 1 d . . .
C14 C 0.348(3) 0.5266(18) 0.2567(15) 0.051(6) Uani 1 1 d . . .
C15 C 0.294(2) 0.5472(19) 0.0588(17) 0.055(6) Uiso 1 1 d . . .
C16 C 0.405(2) 0.5662(19) 0.1668(15) 0.048(6) Uiso 1 1 d . B .
C17 C 0.492(2) 0.502(2) 0.1562(18) 0.070(8) Uani 1 1 d . . .
H17A H 0.529 0.5314 0.1033 0.106 Uiso 1 1 d R D .
H17B H 0.5626 0.5191 0.2237 0.106 Uiso 1 1 d R . .
C18 C 0.425(3) 0.373(3) 0.126(2) 0.096(9) Uiso 1 1 d . D .
H18A H 0.4841 0.3356 0.1199 0.144 Uiso 1 1 d R . .
H18B H 0.3563 0.3553 0.0585 0.144 Uiso 1 1 d R . .
H18C H 0.3899 0.3431 0.1789 0.144 Uiso 1 1 d R . .
C19 C 0.478(3) 0.701(2) 0.196(2) 0.099(9) Uiso 1 1 d . . .
H19A H 0.5236 0.7181 0.1467 0.119 Uiso 0.5 1 d PR A 1
H19B H 0.4105 0.7338 0.1742 0.119 Uiso 0.5 1 d PR A 1
H19C H 0.5588 0.7123 0.2521 0.119 Uiso 0.5 1 d PR A 2
H19D H 0.4991 0.7229 0.1341 0.119 Uiso 0.5 1 d PR A 2
C20A C 0.562(4) 0.772(3) 0.294(3) 0.076(15) Uiso 0.5 1 d P B 1
H20A H 0.5909 0.8527 0.2844 0.113 Uiso 0.5 1 d PR B 1
H20B H 0.635 0.7471 0.318 0.113 Uiso 0.5 1 d PR B 1
H20C H 0.5205 0.7642 0.3453 0.113 Uiso 0.5 1 d PR B 1
C20B C 0.439(4) 0.775(3) 0.224(3) 0.086(17) Uiso 0.5 1 d PR B 2
H20D H 0.4238 0.7618 0.2895 0.129 Uiso 0.5 1 d PR B 2
H20E H 0.3597 0.7698 0.1699 0.129 Uiso 0.5 1 d PR B 2
H20F H 0.503 0.8516 0.2349 0.129 Uiso 0.5 1 d PR B 2
N1 N -0.1745(15) 0.1526(16) 0.5908(12) 0.057(6) Uani 1 1 d . C 2
H1 H -0.1664 0.1382 0.5265 0.069 Uiso 1 1 d R C 2
N2 N -0.237(2) -0.0595(18) 0.6624(14) 0.086(7) Uani 1 1 d . C 2
H2 H -0.263 -0.0493 0.7184 0.103 Uiso 1 1 d R C 2
N3 N 0.031(2) 0.005(2) 0.8015(13) 0.063(6) Uani 1 1 d . C 2
H3 H 0.0107 0.0147 0.861 0.076 Uiso 1 1 d R C 2
N4 N 0.0942(16) 0.2182(15) 0.7354(12) 0.051(5) Uani 1 1 d . C 2
H4 H 0.1308 0.2116 0.6858 0.061 Uiso 1 1 calc R C 2
N5 N -0.0019(19) 0.3384(16) 0.6397(12) 0.058(6) Uani 1 1 d . C 2
N6 N 0.1655(18) 0.4047(18) 0.5799(12) 0.061(6) Uani 1 1 d . C 2
N7 N 0.1238(17) 0.4272(16) 0.3982(12) 0.050(5) Uani 1 1 d . C 2
N8 N -0.0519(16) 0.3513(16) 0.4608(13) 0.051(5) Uani 1 1 d . C 2
N9 N 0.3271(18) 0.4784(19) 0.5176(13) 0.086(7) Uani 1 1 d . C 2
H9C H 0.3814 0.4839 0.5799 0.104 Uiso 1 1 d R C 2
H9D H 0.3541 0.4999 0.4667 0.104 Uiso 1 1 d R C 2
N10 N -0.0909(17) 0.3651(16) 0.2857(12) 0.061(5) Uani 1 1 d . C 2
H10A H -0.0664 0.3819 0.2326 0.073 Uiso 1 1 d R C 2
H10B H -0.1717 0.3367 0.2761 0.073 Uiso 1 1 d R C 2
N11 N 0.1767(16) 0.5291(17) 0.0598(12) 0.057(5) Uani 1 1 d . D 2
H11 H 0.1201 0.5282 0.0003 0.068 Uiso 1 1 d R D 2
N12 N 0.2266(15) 0.5121(16) 0.2371(10) 0.048(5) Uani 1 1 d . D 2
H12 H 0.2001 0.5042 0.2901 0.057 Uiso 1 1 d R D 2
O1 O -0.144(2) 0.1808(18) 0.8341(12) 0.114(8) Uani 1 1 d . C 2
O2 O -0.113(3) 0.0608(19) 0.9537(15) 0.162(12) Uani 1 1 d . C 2
O3 O 0.012(3) 0.256(3) 0.995(2) 0.180(12) Uani 1 1 d . C 2
O4 O -0.199(2) 0.200(2) 0.9850(16) 0.128(8) Uani 1 1 d . C 2
O5 O 0.4224(14) 0.5155(15) 0.3377(11) 0.066(5) Uani 1 1 d . D 2
O6 O 0.3156(17) 0.550(2) -0.0250(11) 0.121(9) Uani 1 1 d . D 2
O7 O 0.0268(15) 0.4956(13) 0.1357(9) 0.051(4) Uani 1 1 d . D 2
Cl1 Cl -0.1152(8) 0.1692(7) 0.9416(5) 0.077(2) Uani 1 1 d . C 2
Cl2 Cl -0.4128(19) 0.1282(18) 0.2792(15) 0.120(6) Uani 0.5 1 d P E 2
O8 O -0.322(4) 0.094(3) 0.337(3) 0.095(12) Uiso 0.5 1 d P E 2
O9 O -0.357(5) 0.181(5) 0.195(4) 0.153(18) Uiso 0.5 1 d P E 2
O10 O -0.545(5) 0.075(4) 0.230(4) 0.131(15) Uiso 0.5 1 d P E 2
O11 O -0.414(6) 0.217(5) 0.343(5) 0.17(2) Uiso 0.5 1 d P E 2
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
I I -0.4742 1.8119 '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
N3 Cu1 N4 85.9(8) . . ?
N3 Cu1 N1 176.2(8) . . ?
N4 Cu1 N1 94.2(7) . . ?
N3 Cu1 N2 93.1(9) . . ?
N4 Cu1 N2 174.5(8) . . ?
N1 Cu1 N2 86.3(8) . . ?
N3 Cu1 O1 94.0(7) . . ?
N4 Cu1 O1 89.6(7) . . ?
N1 Cu1 O1 82.2(7) . . ?
N2 Cu1 O1 85.1(8) . . ?
N3 Cu1 I1 98.4(5) . . ?
N4 Cu1 I1 86.8(5) . . ?
N1 Cu1 I1 85.5(5) . . ?
N2 Cu1 I1 98.7(6) . . ?
O1 Cu1 I1 166.9(4) . . ?
N5 C1 N1 108(2) . . ?
N5 C1 H1A 110 . . ?
N1 C1 H1A 109.8 . . ?
N5 C1 H1B 110.1 . . ?
N1 C1 H1B 110.3 . . ?
H1A C1 H1B 108.3 . . ?
C3 C2 N1 108(2) . . ?
C3 C2 H2A 110.7 . . ?
N1 C2 H2A 110.4 . . ?
C3 C2 H2B 110 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.5 . . ?
C2 C3 N2 109(2) . . ?
C2 C3 H3A 110.1 . . ?
N2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.4 . . ?
N2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.1 . . ?
N2 C4 C5 113(2) . . ?
N2 C4 H4A 108.3 . . ?
C5 C4 H4A 108.9 . . ?
N2 C4 H4B 110.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.6 . . ?
C4 C5 C6 117(3) . . ?
C4 C5 H5A 107.7 . . ?
C6 C5 H5A 107.5 . . ?
C4 C5 H5B 108.5 . . ?
C6 C5 H5B 108.2 . . ?
H5A C5 H5B 107.4 . . ?
C5 C6 N3 110(2) . . ?
C5 C6 H6A 110.5 . . ?
N3 C6 H6A 109.7 . . ?
C5 C6 H6B 109.6 . . ?
N3 C6 H6B 109.4 . . ?
H6A C6 H6B 108.2 . . ?
N3 C7 C8 106(2) . . ?
N3 C7 H7A 111.3 . . ?
C8 C7 H7A 111.2 . . ?
N3 C7 H7B 109.7 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.7 . . ?
N4 C8 C7 106.9(17) . . ?
N4 C8 H8A 109.9 . . ?
C7 C8 H8A 111 . . ?
N4 C8 H8B 110.3 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
N5 C9 N4 106.6(16) . . ?
N5 C9 H9A 110.1 . . ?
N4 C9 H9A 110.3 . . ?
N5 C9 H9B 110.5 . . ?
N4 C9 H9B 110.8 . . ?
H9A C9 H9B 108.5 . . ?
N6 C10 N8 129.6(19) . . ?
N6 C10 N5 115(2) . . ?
N8 C10 N5 115(2) . . ?
N9 C11 N6 118.8(19) . . ?
N9 C11 N7 116.0(19) . . ?
N6 C11 N7 125(2) . . ?
N8 C12 N7 129.2(19) . . ?
N8 C12 N10 113(2) . . ?
N7 C12 N10 117.4(17) . . ?
O7 C13 N11 122.8(19) . . ?
O7 C13 N12 118.6(19) . . ?
N11 C13 N12 119(2) . . ?
O5 C14 N12 126.9(18) . . ?
O5 C14 C16 116(2) . . ?
N12 C14 C16 117.1(18) . . ?
O6 C15 N11 121(2) . . ?
O6 C15 C16 121(2) . . ?
N11 C15 C16 118.2(19) . . ?
C17 C16 C19 111(2) . . ?
C17 C16 C15 111.4(18) . . ?
C19 C16 C15 104.7(18) . . ?
C17 C16 C14 111.2(19) . . ?
C19 C16 C14 108.1(18) . . ?
C15 C16 C14 110.6(18) . . ?
C18 C17 C16 112(2) . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17B 108.1 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.8 . . ?
C17 C18 H18B 108.6 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 110 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20B C19 C20A 68.2(18) . . ?
C20B C19 C16 126(3) . . ?
C20A C19 C16 130(3) . . ?
C20B C19 H19A 118.1 . . ?
C20A C19 H19A 105.7 . . ?
C16 C19 H19A 104.9 . . ?
C20B C19 H19B 36 . . ?
C20A C19 H19B 104.1 . . ?
C16 C19 H19B 104.2 . . ?
H19A C19 H19B 105.7 . . ?
C20B C19 H19C 106.1 . . ?
C20A C19 H19C 37.8 . . ?
C16 C19 H19C 105.8 . . ?
H19A C19 H19C 88.8 . . ?
H19B C19 H19C 141.9 . . ?
C20B C19 H19D 106.1 . . ?
C20A C19 H19D 115.7 . . ?
C16 C19 H19D 105.4 . . ?
H19A C19 H19D 18.4 . . ?
H19B C19 H19D 88 . . ?
H19C C19 H19D 106 . . ?
C19 C20A H19C 43.6 . . ?
C19 C20A H20A 109 . . ?
H19C C20A H20A 124.8 . . ?
C19 C20A H20B 108.8 . . ?
H19C C20A H20B 65.2 . . ?
H20A C20A H20B 109.5 . . ?
C19 C20A H20C 110.6 . . ?
H19C C20A H20C 124.4 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C19 C20A H20D 74.2 . . ?
H19C C20A H20D 111.2 . . ?
H20A C20A H20D 96.9 . . ?
H20B C20A H20D 150 . . ?
H20C C20A H20D 45.8 . . ?
C19 C20A H20F 75.8 . . ?
H19C C20A H20F 113.3 . . ?
H20A C20A H20F 43.2 . . ?
H20B C20A H20F 148.5 . . ?
H20C C20A H20F 97.1 . . ?
H20D C20A H20F 61.5 . . ?
C19 C20B H19B 52.7 . . ?
C19 C20B H20D 110.1 . . ?
H19B C20B H20D 128 . . ?
C19 C20B H20E 110.1 . . ?
H19B C20B H20E 57.5 . . ?
H20D C20B H20E 109.5 . . ?
C19 C20B H20F 108.2 . . ?
H19B C20B H20F 122.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C2 N1 C1 110(2) . . ?
C2 N1 Cu1 106.8(14) . . ?
C1 N1 Cu1 116.6(14) . . ?
C2 N1 H1 107.6 . . ?
C1 N1 H1 107.6 . . ?
Cu1 N1 H1 107.4 . . ?
C4 N2 C3 118(2) . . ?
C4 N2 Cu1 116.5(19) . . ?
C3 N2 Cu1 103.9(15) . . ?
C4 N2 H2 105.7 . . ?
C3 N2 H2 106.1 . . ?
Cu1 N2 H2 106.1 . . ?
C7 N3 C6 111(2) . . ?
C7 N3 Cu1 107.9(15) . . ?
C6 N3 Cu1 116.1(15) . . ?
C7 N3 H3 107.8 . . ?
C6 N3 H3 106.6 . . ?
Cu1 N3 H3 106.9 . . ?
C9 N4 C8 111.8(16) . . ?
C9 N4 Cu1 117.7(13) . . ?
C8 N4 Cu1 107.3(12) . . ?
C9 N4 H4 106.5 . . ?
C8 N4 H4 106.5 . . ?
Cu1 N4 H4 106.5 . . ?
C10 N5 C9 121(2) . . ?
C10 N5 C1 121(2) . . ?
C9 N5 C1 116.9(16) . . ?
C10 N6 C11 113.9(18) . . ?
C12 N7 C11 112.1(17) . . ?
C12 N8 C10 109.9(18) . . ?
C11 N9 H9C 119.7 . . ?
C11 N9 H9D 120.3 . . ?
H9C N9 H9D 120 . . ?
C12 N10 H10A 120.3 . . ?
C12 N10 H10B 119.7 . . ?
H10A N10 H10B 120 . . ?
C13 N11 C15 126.8(19) . . ?
C13 N11 H11 117.3 . . ?
C15 N11 H11 115.9 . . ?
C14 N12 C13 126.6(17) . . ?
C14 N12 H12 116.8 . . ?
C13 N12 H12 116.7 . . ?
Cl1 O1 Cu1 125.1(13) . . ?
O2 Cl1 O1 110.6(13) . . ?
O2 Cl1 O4 113.5(14) . . ?
O1 Cl1 O4 111.5(13) . . ?
O2 Cl1 O3 109.0(19) . . ?
O1 Cl1 O3 104.4(13) . . ?
O4 Cl1 O3 107.3(16) . . ?
O8 Cl2 O11 106(3) . . ?
O8 Cl2 O10 134(3) . . ?
O11 Cl2 O10 97(3) . . ?
O8 Cl2 O9 102(3) . . ?
O11 Cl2 O9 108(3) . . ?
O10 Cl2 O9 108(3) . . ?
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 N3 1.999(17) . ?
Cu1 N4 2.004(16) . ?
Cu1 N1 2.013(16) . ?
Cu1 N2 2.013(19) . ?
Cu1 O1 2.718(19) . ?
Cu1 I1 3.121(3) . ?
C1 N5 1.46(3) . ?
C1 N1 1.46(3) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
C2 C3 1.43(3) . ?
C2 N1 1.46(3) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 N2 1.55(3) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C4 N2 1.47(3) . ?
C4 C5 1.48(4) . ?
C4 H4A 0.97 . ?
C4 H4B 0.97 . ?
C5 C6 1.48(4) . ?
C5 H5A 0.97 . ?
C5 H5B 0.97 . ?
C6 N3 1.49(3) . ?
C6 H6A 0.97 . ?
C6 H6B 0.97 . ?
C7 N3 1.49(3) . ?
C7 C8 1.53(3) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C8 N4 1.50(2) . ?
C8 H8A 0.97 . ?
C8 H8B 0.97 . ?
C9 N5 1.41(2) . ?
C9 N4 1.49(3) . ?
C9 H9A 0.97 . ?
C9 H9B 0.97 . ?
C10 N6 1.30(3) . ?
C10 N8 1.34(3) . ?
C10 N5 1.40(2) . ?
C11 N9 1.30(2) . ?
C11 N6 1.31(2) . ?
C11 N7 1.37(2) . ?
C12 N8 1.33(2) . ?
C12 N7 1.33(2) . ?
C12 N10 1.40(2) . ?
C13 O7 1.24(2) . ?
C13 N11 1.31(2) . ?
C13 N12 1.37(2) . ?
C14 O5 1.21(2) . ?
C14 N12 1.31(3) . ?
C14 C16 1.58(3) . ?
C15 O6 1.23(2) . ?
C15 N11 1.33(3) . ?
C15 C16 1.55(3) . ?
C16 C17 1.50(3) . ?
C16 C19 1.53(3) . ?
C17 C18 1.47(3) . ?
C17 H17A 0.97 . ?
C17 H17B 0.97 . ?
C18 H18A 0.96 . ?
C18 H18B 0.96 . ?
C18 H18C 0.96 . ?
C19 C20B 1.22(4) . ?
C19 C20A 1.39(4) . ?
C19 H19A 0.97 . ?
C19 H19B 0.97 . ?
C19 H19C 0.97 . ?
C19 H19D 0.97 . ?
C20A H19C 0.8622 . ?
C20A H20A 0.96 . ?
C20A H20B 0.96 . ?
C20A H20C 0.96 . ?
C20A H20D 1.5712 . ?
C20A H20F 1.4929 . ?
C20B H19B 0.7172 . ?
C20B H20D 0.96 . ?
C20B H20E 0.96 . ?
C20B H20F 0.96 . ?
N1 H1 0.91 . ?
N2 H2 0.91 . ?
N3 H3 0.91 . ?
N4 H4 0.91 . ?
N9 H9C 0.86 . ?
N9 H9D 0.86 . ?
N10 H10A 0.86 . ?
N10 H10B 0.86 . ?
N11 H11 0.86 . ?
N12 H12 0.86 . ?
O1 Cl1 1.401(15) . ?
O2 Cl1 1.34(2) . ?
O3 Cl1 1.44(3) . ?
O4 Cl1 1.42(2) . ?
Cl2 O8 1.31(4) . ?
Cl2 O11 1.34(6) . ?
Cl2 O10 1.38(5) . ?
Cl2 O9 1.55(5) . ?
