#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:08:50 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179615 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/79/4507909.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_4507909
loop_
_publ_author_name
'Dong, Ming-Ming'
'He, Lu-Lu'
'Fan, Ya-Juan'
'Zang, Shuang-Quan'
'Hou, Hong-Wei'
'Mak, Thomas C. W.'
_publ_section_title
;
 Seven Copper Coordination Polymers Based on 5-Iodo-Isophthalic Acid:
 Halogen-Related Bonding and N-Donor Auxiliary Ligands Modulating Effect
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3353
_journal_paper_doi               10.1021/cg400033s
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C18 H17 Cu I N4 O4'
_chemical_formula_sum            'C18 H17 Cu I N4 O4'
_chemical_formula_weight         543.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.593(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.7032(4)
_cell_length_b                   22.4160(7)
_cell_length_c                   14.2465(6)
_cell_measurement_reflns_used    4123
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.0909
_cell_measurement_theta_min      3.0488
_cell_volume                     3797.5(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Smart APEX II CCD area detector'
_diffrn_measurement_method       'ω 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  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8902
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.05
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.809
_exptl_absorpt_correction_T_max  0.6620
_exptl_absorpt_correction_T_min  0.5520
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Bruker, 2009)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.902
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.930
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3330
_refine_ls_number_restraints     169
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0323
_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)+(0.0360P)²+7.7594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0771
_reflns_number_gt                2725
_reflns_number_total             3330
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400033s_si_002.cif
_cod_data_source_block           Compound5
_cod_original_cell_volume        3797.6(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4507909
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu -0.2500 0.7500 0.0000 0.02137(17) Uani 1 2 d S
Cu2 Cu 0.5000 0.60530(3) 0.2500 0.03108(19) Uani 1 2 d S
O1 O 0.3405(2) 0.51873(14) 0.2367(3) 0.0442(8) Uani 1 1 d .
O2 O 0.3368(2) 0.61714(13) 0.2162(2) 0.0352(7) Uani 1 1 d .
O3 O -0.0313(2) 0.72433(13) 0.1140(2) 0.0366(7) Uani 1 1 d .
O4 O -0.1878(2) 0.67129(12) 0.0547(2) 0.0284(6) Uani 1 1 d .
N1 N 0.4796(3) 0.59849(17) 0.1055(3) 0.0375(9) Uani 1 1 d U
N2 N 0.5092(3) 0.5909(2) -0.0369(3) 0.0461(10) Uani 1 1 d U
N3 N -0.2823(3) 0.76812(17) 0.1231(3) 0.0361(9) Uani 1 1 d U
N4 N -0.2594(3) 0.78014(17) 0.2827(3) 0.0379(9) Uani 1 1 d U
I1 I -0.09354(2) 0.430024(13) 0.09942(2) 0.04024(12) Uani 1 1 d .
C1 C -0.0088(3) 0.51173(17) 0.1274(3) 0.0250(9) Uani 1 1 d .
C2 C 0.1072(3) 0.51277(18) 0.1647(3) 0.0273(9) Uani 1 1 d .
H2 H 0.1477 0.4773 0.1791 0.033 Uiso 1 1 calc R
C3 C 0.1626(3) 0.56668(18) 0.1804(3) 0.0253(9) Uani 1 1 d .
C4 C 0.1017(3) 0.61944(17) 0.1606(3) 0.0232(8) Uani 1 1 d .
H4 H 0.1393 0.6558 0.1721 0.028 Uiso 1 1 calc R
C5 C -0.0158(3) 0.61831(17) 0.1235(3) 0.0216(8) Uani 1 1 d .
C6 C -0.0709(3) 0.56408(18) 0.1063(3) 0.0261(9) Uani 1 1 d .
H6 H -0.1491 0.5627 0.0808 0.031 Uiso 1 1 calc R
C7 C 0.2897(3) 0.56624(19) 0.2153(3) 0.0298(10) Uani 1 1 d .
C8 C -0.0811(3) 0.67603(18) 0.0970(3) 0.0248(9) Uani 1 1 d .
C9 C 0.3970(4) 0.5643(2) 0.0396(4) 0.0414(11) Uani 1 1 d U
H9 H 0.3376 0.5469 0.0535 0.050 Uiso 1 1 calc R
C10 C 0.4138(4) 0.5594(2) -0.0481(4) 0.0455(12) Uani 1 1 d U
H10 H 0.3695 0.5387 -0.1048 0.055 Uiso 1 1 calc R
C11 C 0.5466(4) 0.6129(2) 0.0556(4) 0.0442(11) Uani 1 1 d U
H11 H 0.6117 0.6356 0.0821 0.053 Uiso 1 1 calc R
C12 C 0.5584(5) 0.5975(3) -0.1154(4) 0.0646(15) Uani 1 1 d U
H12A H 0.6251 0.6223 -0.0903 0.078 Uiso 1 1 calc R
H12B H 0.5814 0.5586 -0.1310 0.078 Uiso 1 1 calc R
C13 C 0.4813(5) 0.6237(3) -0.2058(4) 0.0642(16) Uani 1 1 d U
H13A H 0.4673 0.6646 -0.1914 0.077 Uiso 1 1 calc R
H13B H 0.4105 0.6024 -0.2240 0.077 Uiso 1 1 calc R
C14 C -0.2160(3) 0.75961(18) 0.2163(3) 0.0270(9) Uani 1 1 d U
H14 H -0.1461 0.7412 0.2342 0.032 Uiso 1 1 calc R
C15 C -0.3598(5) 0.8051(3) 0.2273(5) 0.0831(19) Uani 1 1 d U
H15 H -0.4090 0.8249 0.2519 0.100 Uiso 1 1 calc R
C16 C -0.3742(5) 0.7957(3) 0.1307(5) 0.0828(19) Uani 1 1 d U
H16 H -0.4378 0.8065 0.0767 0.099 Uiso 1 1 calc R
C17 C -0.2079(4) 0.7809(2) 0.3920(3) 0.0378(11) Uani 1 1 d .
H17A H -0.1970 0.8219 0.4149 0.045 Uiso 1 1 calc R
H17B H -0.1345 0.7622 0.4116 0.045 Uiso 1 1 calc R
C18 C -0.2775(4) 0.7491(2) 0.4432(3) 0.0381(11) Uani 1 1 d .
H18A H -0.2878 0.7079 0.4212 0.046 Uiso 1 1 calc R
H18B H -0.3511 0.7676 0.4237 0.046 Uiso 1 1 calc R
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'
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
O4 Cu1 O4 180.0 . 7_465
O4 Cu1 N3 89.27(13) . 7_465
O4 Cu1 N3 90.73(13) 7_465 7_465
O4 Cu1 N3 90.73(13) . .
O4 Cu1 N3 89.27(13) 7_465 .
N3 Cu1 N3 180.000(1) 7_465 .
O2 Cu2 O2 164.55(18) 2_655 .
O2 Cu2 N1 90.36(13) 2_655 .
O2 Cu2 N1 90.82(13) . .
O2 Cu2 N1 90.82(13) 2_655 2_655
O2 Cu2 N1 90.36(13) . 2_655
N1 Cu2 N1 171.2(2) . 2_655
C7 O2 Cu2 109.2(2) . .
C8 O4 Cu1 108.8(2) . .
C11 N1 C9 104.5(4) . .
C11 N1 Cu2 131.4(3) . .
C9 N1 Cu2 122.8(3) . .
C11 N2 C10 107.6(4) . .
C11 N2 C12 128.2(4) . .
C10 N2 C12 124.2(5) . .
C14 N3 C16 104.4(4) . .
C14 N3 Cu1 127.5(3) . .
C16 N3 Cu1 128.0(3) . .
C14 N4 C15 105.5(4) . .
C14 N4 C17 128.2(4) . .
C15 N4 C17 126.1(4) . .
C2 C1 C6 121.3(4) . .
C2 C1 I1 119.8(3) . .
C6 C1 I1 118.9(3) . .
C3 C2 C1 119.5(3) . .
C3 C2 H2 120.2 . .
C1 C2 H2 120.2 . .
C2 C3 C4 119.9(3) . .
C2 C3 C7 118.2(3) . .
C4 C3 C7 121.8(4) . .
C3 C4 C5 120.4(4) . .
C3 C4 H4 119.8 . .
C5 C4 H4 119.8 . .
C6 C5 C4 119.4(3) . .
C6 C5 C8 120.7(3) . .
C4 C5 C8 119.9(3) . .
C5 C6 C1 119.4(3) . .
C5 C6 H6 120.3 . .
C1 C6 H6 120.3 . .
O1 C7 O2 124.4(3) . .
O1 C7 C3 119.7(4) . .
O2 C7 C3 115.9(3) . .
O3 C8 O4 123.4(3) . .
O3 C8 C5 120.2(3) . .
O4 C8 C5 116.3(3) . .
C10 C9 N1 110.4(4) . .
C10 C9 H9 124.8 . .
N1 C9 H9 124.8 . .
C9 C10 N2 105.9(4) . .
C9 C10 H10 127.0 . .
N2 C10 H10 127.0 . .
N1 C11 N2 111.6(4) . .
N1 C11 H11 124.2 . .
N2 C11 H11 124.2 . .
C13 C12 N2 112.6(5) . .
C13 C12 H12A 109.1 . .
N2 C12 H12A 109.1 . .
C13 C12 H12B 109.1 . .
N2 C12 H12B 109.1 . .
H12A C12 H12B 107.8 . .
C12 C13 C13 115.9(6) . 2_654
C12 C13 H13A 108.3 . .
C13 C13 H13A 108.3 2_654 .
C12 C13 H13B 108.3 . .
C13 C13 H13B 108.3 2_654 .
H13A C13 H13B 107.4 . .
N3 C14 N4 112.9(4) . .
N3 C14 H14 123.5 . .
N4 C14 H14 123.5 . .
C16 C15 N4 107.1(4) . .
C16 C15 H15 126.5 . .
N4 C15 H15 126.5 . .
C15 C16 N3 110.0(5) . .
C15 C16 H16 125.0 . .
N3 C16 H16 125.0 . .
N4 C17 C18 113.0(4) . .
N4 C17 H17A 109.0 . .
C18 C17 H17A 109.0 . .
N4 C17 H17B 109.0 . .
C18 C17 H17B 109.0 . .
H17A C17 H17B 107.8 . .
C17 C18 C18 112.0(5) . 7_466
C17 C18 H18A 109.2 . .
C18 C18 H18A 109.2 7_466 .
C17 C18 H18B 109.2 . .
C18 C18 H18B 109.2 7_466 .
H18A C18 H18B 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.978(3) .
Cu1 O4 1.978(2) 7_465
Cu1 N3 1.978(4) 7_465
Cu1 N3 1.978(4) .
Cu2 O2 1.975(2) 2_655
Cu2 O2 1.975(2) .
Cu2 N1 1.988(4) .
Cu2 N1 1.988(4) 2_655
O1 C7 1.227(5) .
O2 C7 1.286(5) .
O3 C8 1.234(5) .
O4 C8 1.279(4) .
N1 C11 1.327(6) .
N1 C9 1.371(6) .
N2 C11 1.328(6) .
N2 C10 1.363(6) .
N2 C12 1.469(7) .
N3 C14 1.313(5) .
N3 C16 1.360(6) .
N4 C14 1.333(5) .
N4 C15 1.361(6) .
N4 C17 1.462(6) .
I1 C1 2.091(4) .
C1 C2 1.379(5) .
C1 C6 1.387(5) .
C2 C3 1.377(6) .
C2 H2 0.9300 .
C3 C4 1.387(5) .
C3 C7 1.513(5) .
C4 C5 1.398(5) .
C4 H4 0.9300 .
C5 C6 1.381(5) .
C5 C8 1.511(5) .
C6 H6 0.9300 .
C9 C10 1.343(7) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 H11 0.9300 .
C12 C13 1.440(8) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C13 1.494(11) 2_654
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14 0.9300 .
C15 C16 1.339(8) .
C15 H15 0.9300 .
C16 H16 0.9300 .
C17 C18 1.508(6) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C18 1.521(9) 7_466
C18 H18A 0.9700 .
C18 H18B 0.9700 .
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_4
O2 Cu2 O2 C7 -174.1(3) 2_655 .
N1 Cu2 O2 C7 91.6(3) . .
N1 Cu2 O2 C7 -79.7(3) 2_655 .
N3 Cu1 O4 C8 85.3(3) 7_465 .
N3 Cu1 O4 C8 -94.7(3) . .
O2 Cu2 N1 C11 -15.5(4) 2_655 .
O2 Cu2 N1 C11 149.1(4) . .
O2 Cu2 N1 C9 149.5(4) 2_655 .
O2 Cu2 N1 C9 -45.9(4) . .
O4 Cu1 N3 C14 45.0(4) . .
O4 Cu1 N3 C14 -135.0(4) 7_465 .
O4 Cu1 N3 C16 -139.9(6) . .
O4 Cu1 N3 C16 40.1(6) 7_465 .
C6 C1 C2 C3 -0.7(6) . .
I1 C1 C2 C3 178.2(3) . .
C1 C2 C3 C4 1.3(6) . .
C1 C2 C3 C7 -176.3(4) . .
C2 C3 C4 C5 -0.9(6) . .
C7 C3 C4 C5 176.7(4) . .
C3 C4 C5 C6 -0.2(6) . .
C3 C4 C5 C8 -176.7(4) . .
C4 C5 C6 C1 0.9(6) . .
C8 C5 C6 C1 177.3(4) . .
C2 C1 C6 C5 -0.4(6) . .
I1 C1 C6 C5 -179.3(3) . .
Cu2 O2 C7 O1 3.0(6) . .
Cu2 O2 C7 C3 -174.1(3) . .
C2 C3 C7 O1 -6.0(6) . .
C4 C3 C7 O1 176.4(4) . .
C2 C3 C7 O2 171.2(4) . .
C4 C3 C7 O2 -6.4(6) . .
Cu1 O4 C8 O3 11.0(5) . .
Cu1 O4 C8 C5 -167.3(3) . .
C6 C5 C8 O3 178.9(4) . .
C4 C5 C8 O3 -4.7(6) . .
C6 C5 C8 O4 -2.8(6) . .
C4 C5 C8 O4 173.6(4) . .
C11 N1 C9 C10 -1.0(5) . .
Cu2 N1 C9 C10 -169.4(3) . .
N1 C9 C10 N2 0.2(6) . .
C11 N2 C10 C9 0.6(6) . .
C12 N2 C10 C9 -179.9(5) . .
C9 N1 C11 N2 1.4(5) . .
Cu2 N1 C11 N2 168.4(3) . .
C10 N2 C11 N1 -1.3(6) . .
C12 N2 C11 N1 179.3(5) . .
C11 N2 C12 C13 -122.7(6) . .
C10 N2 C12 C13 57.9(8) . .
N2 C12 C13 C13 -171.3(4) . 2_654
C16 N3 C14 N4 -0.2(6) . .
Cu1 N3 C14 N4 175.8(3) . .
C15 N4 C14 N3 -1.7(6) . .
C17 N4 C14 N3 -177.0(4) . .
C14 N4 C15 C16 3.0(8) . .
C17 N4 C15 C16 178.4(6) . .
N4 C15 C16 N3 -3.3(9) . .
C14 N3 C16 C15 2.2(8) . .
Cu1 N3 C16 C15 -173.8(5) . .
C14 N4 C17 C18 -123.3(5) . .
C15 N4 C17 C18 62.3(7) . .
N4 C17 C18 C18 -179.6(5) . 7_466
