#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:50:36 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179542 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/11/4501171.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_4501171
loop_
_publ_author_name
'Liu, Qing-Xiang'
'Zhao, Zhi-Xiang'
'Zhao, Xiao-Jun'
'Yao, Zhao-Quan'
'Li, Shu-Juan'
'Wang, Xiu-Guang'
_publ_section_title
;
 Zinc(II), Cobalt(II), and Copper(II) Complexes Based on Dibenzimidazolyl
 Bidentate Ligands with Oligoether Linkers: Crystal Structure and Weak
 Interactions
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4933
_journal_paper_doi               10.1021/cg2008182
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C18 H18 Cl2 Co N4 O'
_chemical_formula_weight         436.19
_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                 119.8950(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.1627(9)
_cell_length_b                   10.0093(4)
_cell_length_c                   18.2995(7)
_cell_measurement_reflns_used    5457
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.26
_cell_volume                     3836.9(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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0151
_diffrn_reflns_av_sigmaI/netI    0.0163
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9510
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            BLUE
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3379
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0265
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0318P)²+3.1024P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0707
_reflns_number_gt                2903
_reflns_number_total             3382
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2008182_si_006.cif
_cod_data_source_block           90523b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501171
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
Co1 Co 0.118092(13) -0.13331(3) 0.034961(16) 0.04372(10) Uani 1 1 d .
Cl1 Cl 0.06252(3) 0.04917(6) -0.03453(3) 0.05625(15) Uani 1 1 d .
Cl2 Cl 0.21242(3) -0.13357(7) 0.04129(4) 0.06791(18) Uani 1 1 d .
O1 O 0.11012(8) 0.25094(15) 0.22940(9) 0.0596(4) Uani 1 1 d .
N1 N 0.13145(8) -0.12192(17) 0.15258(10) 0.0455(4) Uani 1 1 d .
N2 N 0.12607(8) -0.02936(17) 0.25904(10) 0.0459(4) Uani 1 1 d .
N3 N 0.02837(9) 0.40779(18) 0.09218(11) 0.0513(4) Uani 1 1 d .
N4 N -0.06216(8) 0.29330(17) 0.02317(10) 0.0463(4) Uani 1 1 d .
C1 C 0.17944(9) -0.1770(2) 0.22764(12) 0.0422(4) Uani 1 1 d .
C2 C 0.17680(9) -0.1178(2) 0.29491(12) 0.0425(5) Uani 1 1 d .
C3 C 0.22002(11) -0.1507(2) 0.37855(13) 0.0569(6) Uani 1 1 d .
H3 H 0.2191 -0.1091 0.4234 0.068 Uiso 1 1 calc R
C4 C 0.26369(12) -0.2476(3) 0.39085(16) 0.0680(7) Uani 1 1 d .
H4 H 0.2931 -0.2728 0.4457 0.082 Uiso 1 1 calc R
C5 C 0.26569(12) -0.3094(3) 0.32460(17) 0.0698(7) Uani 1 1 d .
H5 H 0.2958 -0.3759 0.3361 0.084 Uiso 1 1 calc R
C6 C 0.22418(11) -0.2748(2) 0.24195(15) 0.0576(6) Uani 1 1 d .
H6 H 0.2262 -0.3156 0.1977 0.069 Uiso 1 1 calc R
C7 C 0.10175(10) -0.0362(2) 0.17533(12) 0.0480(5) Uani 1 1 d .
H7 H 0.0672 0.0149 0.1371 0.058 Uiso 1 1 calc R
C8 C 0.10442(12) 0.0621(2) 0.30181(15) 0.0599(6) Uani 1 1 d .
H8A H 0.1167 0.0268 0.3572 0.072 Uiso 1 1 calc R
H8B H 0.0582 0.0673 0.2701 0.072 Uiso 1 1 calc R
C9 C 0.13142(13) 0.1991(3) 0.31120(14) 0.0642(6) Uani 1 1 d .
H9A H 0.1171 0.2558 0.3415 0.077 Uiso 1 1 calc R
H9B H 0.1777 0.1956 0.3426 0.077 Uiso 1 1 calc R
C10 C 0.12554(13) 0.3874(2) 0.22909(16) 0.0676(7) Uani 1 1 d .
H10A H 0.1715 0.3994 0.2586 0.081 Uiso 1 1 calc R
H10B H 0.1080 0.4410 0.2569 0.081 Uiso 1 1 calc R
C11 C 0.09714(11) 0.4289(3) 0.13852(16) 0.0647(6) Uani 1 1 d .
H11A H 0.1062 0.5227 0.1359 0.078 Uiso 1 1 calc R
H11B H 0.1167 0.3778 0.1124 0.078 Uiso 1 1 calc R
C12 C -0.01785(11) 0.4823(2) 0.09779(13) 0.0501(5) Uani 1 1 d .
C13 C -0.07476(11) 0.4107(2) 0.05385(12) 0.0461(5) Uani 1 1 d .
C14 C -0.13097(12) 0.4575(2) 0.04743(14) 0.0578(6) Uani 1 1 d .
H14 H -0.1690 0.4102 0.0180 0.069 Uiso 1 1 calc R
C15 C -0.12813(15) 0.5768(3) 0.08649(17) 0.0711(7) Uani 1 1 d .
H15 H -0.1648 0.6100 0.0845 0.085 Uiso 1 1 calc R
C16 C -0.07184(17) 0.6482(2) 0.12861(18) 0.0778(9) Uani 1 1 d .
H16 H -0.0722 0.7293 0.1531 0.093 Uiso 1 1 calc R
C17 C -0.01532(15) 0.6044(2) 0.13587(16) 0.0679(7) Uani 1 1 d .
H17 H 0.0223 0.6533 0.1645 0.081 Uiso 1 1 calc R
C18 C -0.00086(10) 0.2977(2) 0.04812(12) 0.0496(5) Uani 1 1 d .
H18 H 0.0202 0.2308 0.0363 0.060 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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 Co1 N4 108.43(7) . 5
N1 Co1 Cl2 109.28(5) . .
N4 Co1 Cl2 115.17(5) 5 .
N1 Co1 Cl1 106.91(5) . .
N4 Co1 Cl1 106.96(5) 5 .
Cl2 Co1 Cl1 109.76(3) . .
C9 O1 C10 113.57(18) . .
C7 N1 C1 105.28(16) . .
C7 N1 Co1 123.66(14) . .
C1 N1 Co1 129.89(14) . .
C7 N2 C2 106.82(16) . .
C7 N2 C8 125.03(19) . .
C2 N2 C8 128.03(17) . .
C18 N3 C12 106.51(18) . .
C18 N3 C11 125.2(2) . .
C12 N3 C11 127.24(19) . .
C18 N4 C13 105.35(18) . .
C18 N4 Co1 123.43(14) . 5
C13 N4 Co1 130.85(15) . 5
C6 C1 N1 130.80(19) . .
C6 C1 C2 120.57(19) . .
N1 C1 C2 108.62(17) . .
N2 C2 C3 132.3(2) . .
N2 C2 C1 105.81(16) . .
C3 C2 C1 121.9(2) . .
C4 C3 C2 116.3(2) . .
C4 C3 H3 121.9 . .
C2 C3 H3 121.9 . .
C3 C4 C5 122.3(2) . .
C3 C4 H4 118.8 . .
C5 C4 H4 118.9 . .
C6 C5 C4 121.7(2) . .
C6 C5 H5 119.2 . .
C4 C5 H5 119.2 . .
C5 C6 C1 117.2(2) . .
C5 C6 H6 121.4 . .
C1 C6 H6 121.4 . .
N1 C7 N2 113.45(18) . .
N1 C7 H7 123.3 . .
N2 C7 H7 123.3 . .
N2 C8 C9 112.66(19) . .
N2 C8 H8A 109.1 . .
C9 C8 H8A 109.1 . .
N2 C8 H8B 109.1 . .
C9 C8 H8B 109.1 . .
H8A C8 H8B 107.8 . .
O1 C9 C8 107.91(18) . .
O1 C9 H9A 110.1 . .
C8 C9 H9A 110.1 . .
O1 C9 H9B 110.1 . .
C8 C9 H9B 110.1 . .
H9A C9 H9B 108.4 . .
O1 C10 C11 107.14(19) . .
O1 C10 H10A 110.3 . .
C11 C10 H10A 110.3 . .
O1 C10 H10B 110.3 . .
C11 C10 H10B 110.3 . .
H10A C10 H10B 108.5 . .
N3 C11 C10 111.3(2) . .
N3 C11 H11A 109.4 . .
C10 C11 H11A 109.4 . .
N3 C11 H11B 109.4 . .
C10 C11 H11B 109.4 . .
H11A C11 H11B 108.0 . .
N3 C12 C17 132.2(2) . .
N3 C12 C13 106.22(18) . .
C17 C12 C13 121.6(2) . .
C14 C13 C12 121.2(2) . .
C14 C13 N4 130.5(2) . .
C12 C13 N4 108.27(18) . .
C15 C14 C13 117.1(3) . .
C15 C14 H14 121.4 . .
C13 C14 H14 121.4 . .
C14 C15 C16 121.3(3) . .
C14 C15 H15 119.4 . .
C16 C15 H15 119.4 . .
C17 C16 C15 122.9(2) . .
C17 C16 H16 118.6 . .
C15 C16 H16 118.6 . .
C16 C17 C12 115.9(3) . .
C16 C17 H17 122.0 . .
C12 C17 H17 122.0 . .
N4 C18 N3 113.65(19) . .
N4 C18 H18 123.2 . .
N3 C18 H18 123.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N1 2.0143(16) .
Co1 N4 2.0221(17) 5
Co1 Cl2 2.2238(6) .
Co1 Cl1 2.2482(6) .
O1 C9 1.417(3) .
O1 C10 1.417(3) .
N1 C7 1.312(3) .
N1 C1 1.396(2) .
N2 C7 1.341(2) .
N2 C2 1.384(3) .
N2 C8 1.460(3) .
N3 C18 1.340(3) .
N3 C12 1.389(3) .
N3 C11 1.456(3) .
N4 C18 1.316(3) .
N4 C13 1.400(3) .
N4 Co1 2.0221(17) 5
C1 C6 1.383(3) .
C1 C2 1.396(3) .
C2 C3 1.396(3) .
C3 C4 1.366(3) .
C3 H3 0.9300 .
C4 C5 1.383(4) .
C4 H4 0.9300 .
C5 C6 1.379(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.491(4) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.502(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C17 1.393(3) .
C12 C13 1.396(3) .
C13 C14 1.385(3) .
C14 C15 1.376(3) .
C14 H14 0.9300 .
C15 C16 1.382(4) .
C15 H15 0.9300 .
C16 C17 1.376(4) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 H18 0.9300 .
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
N4 Co1 N1 C7 -103.31(17) 5
Cl2 Co1 N1 C7 130.42(16) .
Cl1 Co1 N1 C7 11.69(18) .
N4 Co1 N1 C1 90.92(18) 5
Cl2 Co1 N1 C1 -35.34(18) .
Cl1 Co1 N1 C1 -154.08(16) .
C7 N1 C1 C6 178.1(2) .
Co1 N1 C1 C6 -14.2(3) .
C7 N1 C1 C2 -0.9(2) .
Co1 N1 C1 C2 166.84(14) .
C7 N2 C2 C3 178.7(2) .
C8 N2 C2 C3 2.7(4) .
C7 N2 C2 C1 -1.1(2) .
C8 N2 C2 C1 -177.2(2) .
C6 C1 C2 N2 -177.86(19) .
N1 C1 C2 N2 1.2(2) .
C6 C1 C2 C3 2.3(3) .
N1 C1 C2 C3 -178.61(19) .
N2 C2 C3 C4 178.0(2) .
C1 C2 C3 C4 -2.2(3) .
C2 C3 C4 C5 0.5(4) .
C3 C4 C5 C6 1.2(4) .
C4 C5 C6 C1 -1.1(4) .
N1 C1 C6 C5 -179.4(2) .
C2 C1 C6 C5 -0.6(3) .
C1 N1 C7 N2 0.2(2) .
Co1 N1 C7 N2 -168.50(14) .
C2 N2 C7 N1 0.6(2) .
C8 N2 C7 N1 176.8(2) .
C7 N2 C8 C9 -80.5(3) .
C2 N2 C8 C9 95.0(3) .
C10 O1 C9 C8 172.2(2) .
N2 C8 C9 O1 61.7(3) .
C9 O1 C10 C11 -177.2(2) .
C18 N3 C11 C10 -93.1(3) .
C12 N3 C11 C10 73.5(3) .
O1 C10 C11 N3 58.1(3) .
C18 N3 C12 C17 179.9(2) .
C11 N3 C12 C17 11.3(4) .
C18 N3 C12 C13 -0.9(2) .
C11 N3 C12 C13 -169.5(2) .
N3 C12 C13 C14 179.68(18) .
C17 C12 C13 C14 -1.0(3) .
N3 C12 C13 N4 0.7(2) .
C17 C12 C13 N4 -179.94(19) .
C18 N4 C13 C14 -179.1(2) .
Co1 N4 C13 C14 -6.0(3) 5
C18 N4 C13 C12 -0.3(2) .
Co1 N4 C13 C12 172.79(13) 5
C12 C13 C14 C15 -0.3(3) .
N4 C13 C14 C15 178.4(2) .
C13 C14 C15 C16 1.4(4) .
C14 C15 C16 C17 -1.4(4) .
C15 C16 C17 C12 0.1(4) .
N3 C12 C17 C16 -179.8(2) .
C13 C12 C17 C16 1.1(3) .
C13 N4 C18 N3 -0.3(2) .
Co1 N4 C18 N3 -174.06(13) 5
C12 N3 C18 N4 0.8(2) .
C11 N3 C18 N4 169.69(19) .
