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#$Date: 2021-06-08 12:25:03 +0300 (Tue, 08 Jun 2021) $
#$Revision: 266263 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/32/1563223.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_1563223
loop_
_publ_author_name
'Shi, Ling'
'Yang, Ping'
'Huang, Guang'
'Li, Qian'
'Wang, Ning'
'Wu, Jian-Zhong'
'Yu, Ying'
_publ_section_title
;
 C--H⋯Cl relevant discrepancy on structure, magnetic and electronic
 conductivity of two mixed-valence CuICuII coordination polymers
;
_journal_issue                   7
_journal_name_full               'Journal of Solid State Chemistry'
_journal_page_first              1699
_journal_page_last               1706
_journal_paper_doi               10.1016/j.jssc.2011.05.016
_journal_volume                  184
_journal_year                    2011
_chemical_formula_sum            'C20 H12 Cl Cu2 N4 O2'
_chemical_formula_weight         502.87
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 126.823(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6427(14)
_cell_length_b                   13.0324(17)
_cell_length_c                   15.2079(15)
_cell_measurement_reflns_used    2040
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.61
_cell_measurement_theta_min      2.39
_cell_volume                     1688.5(4)
_computing_cell_refinement       'APEX2 (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'APEX2 (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXS97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0439
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8508
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    2.705
_exptl_absorpt_correction_T_max  0.582
_exptl_absorpt_correction_T_min  0.514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,Bruker(2002)
_exptl_crystal_colour            'black green'
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.827
_refine_diff_density_min         -2.113
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0613
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0462P)²+12.0809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1452
_reflns_number_gt                2349
_reflns_number_total             3090
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            JSSC-2011-184-1689.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1563223
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5275(8) 0.5562(5) 0.6270(6) 0.0352(15) Uani 1 1 d . . .
H1 H 0.4414 0.5881 0.5650 0.042 Uiso 1 1 calc R . .
C2 C 0.6587(8) 0.6156(5) 0.7047(6) 0.0384(16) Uani 1 1 d . . .
H2 H 0.6585 0.6861 0.6949 0.046 Uiso 1 1 calc R . .
C3 C 0.7857(8) 0.5696(6) 0.7942(6) 0.0395(16) Uani 1 1 d . . .
H3 H 0.8715 0.6091 0.8468 0.047 Uiso 1 1 calc R . .
C4 C 0.7895(8) 0.4631(5) 0.8085(6) 0.0364(16) Uani 1 1 d . . .
C5 C 0.9183(8) 0.4057(6) 0.8973(6) 0.0417(17) Uani 1 1 d . . .
H5 H 1.0115 0.4395 0.9498 0.050 Uiso 1 1 calc R . .
C6 C 0.9077(8) 0.3042(6) 0.9065(5) 0.0406(17) Uani 1 1 d . . .
H6 H 0.9920 0.2697 0.9671 0.049 Uiso 1 1 calc R . .
C7 C 0.7694(8) 0.2475(5) 0.8250(5) 0.0345(15) Uani 1 1 d . . .
C8 C 0.7509(8) 0.1405(6) 0.8275(6) 0.0389(17) Uani 1 1 d . . .
H8 H 0.8305 0.1012 0.8857 0.047 Uiso 1 1 calc R . .
C9 C 0.6148(9) 0.0958(5) 0.7434(6) 0.0390(16) Uani 1 1 d . . .
H9 H 0.6020 0.0253 0.7435 0.047 Uiso 1 1 calc R . .
C10 C 0.6422(7) 0.3013(5) 0.7361(5) 0.0298(14) Uani 1 1 d . . .
C11 C 0.6526(7) 0.4103(5) 0.7290(5) 0.0302(14) Uani 1 1 d . . .
C12 C 0.1076(7) 0.3045(4) 0.3401(5) 0.0233(12) Uani 1 1 d . . .
C13 C 0.0894(7) 0.4164(4) 0.3497(5) 0.0274(13) Uani 1 1 d . . .
C14 C -0.1348(7) 0.4154(4) 0.1706(5) 0.0236(12) Uani 1 1 d . . .
C15 C -0.2658(7) 0.4662(5) 0.0815(5) 0.0338(15) Uani 1 1 d . . .
H15 H -0.2794 0.5357 0.0871 0.041 Uiso 1 1 calc R . .
C16 C -0.3736(8) 0.4153(5) -0.0133(5) 0.0363(16) Uani 1 1 d . . .
H16 H -0.4610 0.4499 -0.0714 0.044 Uiso 1 1 calc R . .
C17 C -0.3536(8) 0.3111(5) -0.0237(6) 0.0382(16) Uani 1 1 d . . .
H17 H -0.4270 0.2768 -0.0889 0.046 Uiso 1 1 calc R . .
C18 C -0.2268(7) 0.2601(5) 0.0615(5) 0.0334(15) Uani 1 1 d . . .
H18 H -0.2139 0.1908 0.0541 0.040 Uiso 1 1 calc R . .
C19 C -0.1161(7) 0.3103(4) 0.1596(5) 0.0254(13) Uani 1 1 d . . .
C23 C 0.4939(8) 0.1552(5) 0.6568(6) 0.0346(15) Uani 1 1 d . . .
H23 H 0.4021 0.1233 0.5997 0.042 Uiso 1 1 calc R . .
Cl Cl 0.21307(19) 0.35344(11) 0.65239(13) 0.0358(2) Uani 1 1 d . . .
Cu1 Cu 0.34445(10) 0.35664(6) 0.54676(7) 0.0358(2) Uani 1 1 d . . .
Cu2 Cu 0.05223(10) 0.11538(6) 0.22359(7) 0.0358(2) Uani 1 1 d . . .
N1 N 0.5229(6) 0.4559(4) 0.6393(4) 0.0312(12) Uani 1 1 d . . .
N2 N 0.5078(6) 0.2561(4) 0.6545(4) 0.0305(12) Uani 1 1 d . . .
N3 N -0.0274(6) 0.4684(3) 0.2671(4) 0.0260(11) Uani 1 1 d . . .
N4 N 0.0106(5) 0.2551(4) 0.2470(4) 0.0237(11) Uani 1 1 d . . .
O1 O 0.1986(5) 0.4583(3) 0.4418(3) 0.0337(11) Uani 1 1 d . . .
O2 O 0.2232(5) 0.2588(3) 0.4265(4) 0.0328(10) 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'
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'
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'
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
N1 C1 C2 121.8(6) . .
N1 C1 H1 119.1 . .
C2 C1 H1 119.1 . .
C3 C2 C1 119.5(7) . .
C3 C2 H2 120.3 . .
C1 C2 H2 120.3 . .
C2 C3 C4 120.9(6) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C11 C4 C3 115.8(6) . .
C11 C4 C5 118.3(6) . .
C3 C4 C5 125.9(6) . .
C6 C5 C4 121.4(6) . .
C6 C5 H5 119.3 . .
C4 C5 H5 119.3 . .
C5 C6 C7 121.6(6) . .
C5 C6 H6 119.2 . .
C7 C6 H6 119.2 . .
C10 C7 C8 116.8(6) . .
C10 C7 C6 118.2(6) . .
C8 C7 C6 125.0(6) . .
C9 C8 C7 119.0(6) . .
C9 C8 H8 120.5 . .
C7 C8 H8 120.5 . .
C8 C9 C23 120.6(7) . .
C8 C9 H9 119.7 . .
C23 C9 H9 119.7 . .
N2 C10 C7 123.4(6) . .
N2 C10 C11 116.9(5) . .
C7 C10 C11 119.7(6) . .
N1 C11 C4 123.9(6) . .
N1 C11 C10 115.4(6) . .
C4 C11 C10 120.7(6) . .
O2 C12 N4 121.7(5) . .
O2 C12 C13 117.0(5) . .
N4 C12 C13 121.3(5) . .
O1 C13 N3 123.0(5) . .
O1 C13 C12 115.8(5) . .
N3 C13 C12 121.2(5) . .
N3 C14 C15 120.0(5) . .
N3 C14 C19 121.6(5) . .
C15 C14 C19 118.4(5) . .
C16 C15 C14 120.9(6) . .
C16 C15 H15 119.5 . .
C14 C15 H15 119.5 . .
C15 C16 C17 120.3(6) . .
C15 C16 H16 119.9 . .
C17 C16 H16 119.9 . .
C18 C17 C16 120.0(6) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
C17 C18 C19 120.7(6) . .
C17 C18 H18 119.6 . .
C19 C18 H18 119.6 . .
C18 C19 N4 119.5(5) . .
C18 C19 C14 119.7(5) . .
N4 C19 C14 120.8(5) . .
N2 C23 C9 121.2(6) . .
N2 C23 H23 119.4 . .
C9 C23 H23 119.4 . .
Cu2 Cl Cu1 166.90(7) 4_566 .
O1 Cu1 O2 85.47(17) . .
O1 Cu1 N2 175.6(2) . .
O2 Cu1 N2 95.83(19) . .
O1 Cu1 N1 95.2(2) . .
O2 Cu1 N1 153.1(2) . .
N2 Cu1 N1 81.7(2) . .
O1 Cu1 Cl 93.23(15) . .
O2 Cu1 Cl 105.14(15) . .
N2 Cu1 Cl 90.46(16) . .
N1 Cu1 Cl 101.71(16) . .
N3 Cu2 N4 147.8(2) 2_545 .
N3 Cu2 Cl 110.01(15) 2_545 4_565
N4 Cu2 Cl 102.22(15) . 4_565
C1 N1 C11 118.0(6) . .
C1 N1 Cu1 129.4(5) . .
C11 N1 Cu1 112.6(4) . .
C23 N2 C10 119.0(6) . .
C23 N2 Cu1 127.9(5) . .
C10 N2 Cu1 113.0(4) . .
C13 N3 C14 117.7(5) . .
C13 N3 Cu2 122.1(4) . 2
C14 N3 Cu2 120.3(4) . 2
C12 N4 C19 117.3(5) . .
C12 N4 Cu2 122.2(4) . .
C19 N4 Cu2 120.1(4) . .
C13 O1 Cu1 111.2(4) . .
C12 O2 Cu1 110.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.325(8) .
C1 C2 1.403(9) .
C1 H1 0.9300 .
C2 C3 1.354(10) .
C2 H2 0.9300 .
C3 C4 1.401(10) .
C3 H3 0.9300 .
C4 C11 1.396(9) .
C4 C5 1.429(10) .
C5 C6 1.343(10) .
C5 H5 0.9300 .
C6 C7 1.436(10) .
C6 H6 0.9300 .
C7 C10 1.400(9) .
C7 C8 1.411(10) .
C8 C9 1.361(10) .
C8 H8 0.9300 .
C9 C23 1.399(9) .
C9 H9 0.9300 .
C10 N2 1.343(8) .
C10 C11 1.435(9) .
C11 N1 1.364(8) .
C12 O2 1.287(7) .
C12 N4 1.317(7) .
C12 C13 1.490(8) .
C13 O1 1.288(7) .
C13 N3 1.307(7) .
C14 N3 1.388(7) .
C14 C15 1.398(8) .
C14 C19 1.408(8) .
C15 C16 1.361(9) .
C15 H15 0.9300 .
C16 C17 1.397(9) .
C16 H16 0.9300 .
C17 C18 1.358(9) .
C17 H17 0.9300 .
C18 C19 1.392(8) .
C18 H18 0.9300 .
C19 N4 1.397(7) .
C23 N2 1.326(8) .
C23 H23 0.9300 .
Cl Cu2 2.548(2) 4_566
Cl Cu1 2.689(2) .
Cu1 O1 1.934(4) .
Cu1 O2 1.951(4) .
Cu1 N2 2.003(5) .
Cu1 N1 2.015(5) .
Cu2 N3 1.951(5) 2_545
Cu2 N4 1.957(5) .
Cu2 Cl 2.548(2) 4_565
N3 Cu2 1.951(5) 2
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 C1 C2 C3 1.1(11) . . . .
C1 C2 C3 C4 1.8(11) . . . .
C2 C3 C4 C11 -3.5(10) . . . .
C2 C3 C4 C5 177.8(7) . . . .
C11 C4 C5 C6 -1.9(11) . . . .
C3 C4 C5 C6 176.7(7) . . . .
C4 C5 C6 C7 3.0(11) . . . .
C5 C6 C7 C10 -1.8(10) . . . .
C5 C6 C7 C8 178.3(7) . . . .
C10 C7 C8 C9 1.8(10) . . . .
C6 C7 C8 C9 -178.4(7) . . . .
C7 C8 C9 C23 -1.1(10) . . . .
C8 C7 C10 N2 -1.0(10) . . . .
C6 C7 C10 N2 179.2(6) . . . .
C8 C7 C10 C11 179.5(6) . . . .
C6 C7 C10 C11 -0.4(9) . . . .
C3 C4 C11 N1 2.6(10) . . . .
C5 C4 C11 N1 -178.6(6) . . . .
C3 C4 C11 C10 -179.1(6) . . . .
C5 C4 C11 C10 -0.3(10) . . . .
N2 C10 C11 N1 0.3(8) . . . .
C7 C10 C11 N1 179.8(6) . . . .
N2 C10 C11 C4 -178.2(6) . . . .
C7 C10 C11 C4 1.4(10) . . . .
O2 C12 C13 O1 5.0(8) . . . .
N4 C12 C13 O1 -174.3(5) . . . .
O2 C12 C13 N3 -177.9(5) . . . .
N4 C12 C13 N3 2.8(9) . . . .
N3 C14 C15 C16 -179.1(6) . . . .
C19 C14 C15 C16 0.6(10) . . . .
C14 C15 C16 C17 -1.0(11) . . . .
C15 C16 C17 C18 0.6(11) . . . .
C16 C17 C18 C19 0.2(11) . . . .
C17 C18 C19 N4 178.1(6) . . . .
C17 C18 C19 C14 -0.6(10) . . . .
N3 C14 C19 C18 179.8(6) . . . .
C15 C14 C19 C18 0.2(9) . . . .
N3 C14 C19 N4 1.2(9) . . . .
C15 C14 C19 N4 -178.4(6) . . . .
C8 C9 C23 N2 -0.6(11) . . . .
Cu2 Cl Cu1 O1 -7.2(3) 4_566 . . .
Cu2 Cl Cu1 O2 -93.3(3) 4_566 . . .
Cu2 Cl Cu1 N2 170.5(3) 4_566 . . .
Cu2 Cl Cu1 N1 88.8(3) 4_566 . . .
C2 C1 N1 C11 -2.1(10) . . . .
C2 C1 N1 Cu1 174.7(5) . . . .
C4 C11 N1 C1 0.1(10) . . . .
C10 C11 N1 C1 -178.3(6) . . . .
C4 C11 N1 Cu1 -177.2(5) . . . .
C10 C11 N1 Cu1 4.5(7) . . . .
O1 Cu1 N1 C1 0.8(6) . . . .
O2 Cu1 N1 C1 91.0(7) . . . .
N2 Cu1 N1 C1 177.6(6) . . . .
Cl Cu1 N1 C1 -93.6(6) . . . .
O1 Cu1 N1 C11 177.7(4) . . . .
O2 Cu1 N1 C11 -92.1(6) . . . .
N2 Cu1 N1 C11 -5.5(4) . . . .
Cl Cu1 N1 C11 83.3(4) . . . .
C9 C23 N2 C10 1.4(10) . . . .
C9 C23 N2 Cu1 -174.2(5) . . . .
C7 C10 N2 C23 -0.7(10) . . . .
C11 C10 N2 C23 178.9(6) . . . .
C7 C10 N2 Cu1 175.6(5) . . . .
C11 C10 N2 Cu1 -4.9(7) . . . .
O2 Cu1 N2 C23 -25.6(6) . . . .
N1 Cu1 N2 C23 -178.6(6) . . . .
Cl Cu1 N2 C23 79.7(6) . . . .
O2 Cu1 N2 C10 158.6(4) . . . .
N1 Cu1 N2 C10 5.6(4) . . . .
Cl Cu1 N2 C10 -96.2(4) . . . .
O1 C13 N3 C14 177.6(6) . . . .
C12 C13 N3 C14 0.7(8) . . . .
O1 C13 N3 Cu2 -2.0(8) . . . 2
C12 C13 N3 Cu2 -178.9(4) . . . 2
C15 C14 N3 C13 177.0(6) . . . .
C19 C14 N3 C13 -2.6(8) . . . .
C15 C14 N3 Cu2 -3.4(8) . . . 2
C19 C14 N3 Cu2 177.0(4) . . . 2
O2 C12 N4 C19 176.6(5) . . . .
C13 C12 N4 C19 -4.1(8) . . . .
O2 C12 N4 Cu2 -10.5(8) . . . .
C13 C12 N4 Cu2 168.7(4) . . . .
C18 C19 N4 C12 -176.4(6) . . . .
C14 C19 N4 C12 2.2(8) . . . .
C18 C19 N4 Cu2 10.6(8) . . . .
C14 C19 N4 Cu2 -170.8(4) . . . .
N3 Cu2 N4 C12 90.5(6) 2_545 . . .
Cl Cu2 N4 C12 -88.1(5) 4_565 . . .
N3 Cu2 N4 C19 -96.9(5) 2_545 . . .
Cl Cu2 N4 C19 84.5(4) 4_565 . . .
N3 C13 O1 Cu1 176.8(5) . . . .
C12 C13 O1 Cu1 -6.1(7) . . . .
O2 Cu1 O1 C13 4.5(4) . . . .
N1 Cu1 O1 C13 157.4(4) . . . .
Cl Cu1 O1 C13 -100.5(4) . . . .
N4 C12 O2 Cu1 178.3(4) . . . .
C13 C12 O2 Cu1 -1.0(6) . . . .
O1 Cu1 O2 C12 -1.8(4) . . . .
N2 Cu1 O2 C12 -177.6(4) . . . .
N1 Cu1 O2 C12 -94.3(6) . . . .
Cl Cu1 O2 C12 90.4(4) . . . .
