#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:25:00 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180504 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/73/7217389.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_7217389
loop_
_publ_author_name
'Liu, Qing-Xiang'
'Zhao, Zhi-Xiang'
'Zhao, Xiao-Jun'
'Bi, Yue'
'Yu, Jie'
'Wang, Xiu-Guang'
_publ_section_title
;
 Preparation, crystal structures and conformations of six complexes based
 on 1,4-bis(benzimidazol-1-ylmethyl)-2,3,5,6-tetramethylbenzene
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              7023
_journal_paper_doi               10.1039/C4CE00215F
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C34 H44 Co N4 O8'
_chemical_formula_weight         695.66
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                113.235(6)
_cell_angle_beta                 104.079(7)
_cell_angle_gamma                92.301(7)
_cell_formula_units_Z            1
_cell_length_a                   9.144(4)
_cell_length_b                   9.914(4)
_cell_length_c                   10.981(5)
_cell_measurement_reflns_used    1858
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.05
_cell_measurement_theta_min      2.26
_cell_volume                     876.8(7)
_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-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4469
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.26
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  0.9327
_exptl_absorpt_correction_T_min  0.9229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             367
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3069
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0633
_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)+(0.1033P)²+0.8721P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1699
_refine_ls_wR_factor_ref         0.1833
_reflns_number_gt                2535
_reflns_number_total             3069
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7216373
_cod_data_source_file            c4ce00215f2.cif
_cod_data_source_block           n110714a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

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      P-1
_cod_database_code               7217389
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
Co1 Co 0.5000 0.5000 0.0000 0.0242(3) Uani 1 2 d S . .
O1 O 0.7271(3) 0.5025(3) -0.0004(3) 0.0319(7) Uani 1 1 d . . .
O2 O 0.7166(3) 0.3071(3) -0.1947(3) 0.0423(8) Uani 1 1 d . . .
O3 O 0.5695(3) 0.6918(3) 0.1934(3) 0.0343(7) Uani 1 1 d . . .
H3' H 0.4832 0.7114 0.2056 0.052 Uiso 1 1 d R . .
N1 N 0.5347(3) 0.3528(3) 0.0933(3) 0.0294(7) Uani 1 1 d . . .
N2 N 0.6616(4) 0.2501(4) 0.2270(4) 0.0358(8) Uani 1 1 d . . .
C1 C 0.5161(5) 0.1683(4) 0.1651(4) 0.0366(10) Uani 1 1 d . . .
C2 C 0.4379(4) 0.2340(4) 0.0826(4) 0.0306(9) Uani 1 1 d . . .
C3 C 0.2865(5) 0.1782(4) 0.0042(4) 0.0364(10) Uani 1 1 d . . .
H3 H 0.2321 0.2220 -0.0524 0.044 Uiso 1 1 calc R . .
C4 C 0.2196(5) 0.0563(5) 0.0128(5) 0.0457(12) Uani 1 1 d . . .
H4 H 0.1164 0.0156 -0.0388 0.055 Uiso 1 1 calc R . .
C5 C 0.2999(6) -0.0092(5) 0.0957(5) 0.0522(13) Uani 1 1 d . . .
H5 H 0.2494 -0.0930 0.0987 0.063 Uiso 1 1 calc R . .
C6 C 0.4489(6) 0.0440(5) 0.1727(5) 0.0472(12) Uani 1 1 d . . .
H6 H 0.5034 -0.0012 0.2280 0.057 Uiso 1 1 calc R . .
C7 C 0.6642(4) 0.3556(4) 0.1792(4) 0.0331(9) Uani 1 1 d . . .
H7 H 0.7522 0.4261 0.2052 0.040 Uiso 1 1 calc R . .
C8 C 0.7870(5) 0.2277(5) 0.3261(5) 0.0444(11) Uani 1 1 d . . .
H8A H 0.8415 0.1499 0.2755 0.053 Uiso 1 1 calc R . .
H8B H 0.7452 0.1934 0.3858 0.053 Uiso 1 1 calc R . .
C9 C 0.8978(5) 0.3704(5) 0.4149(4) 0.0382(10) Uani 1 1 d . . .
C10 C 0.8625(5) 0.4757(5) 0.5294(4) 0.0389(10) Uani 1 1 d . . .
C11 C 1.0326(5) 0.3963(5) 0.3836(4) 0.0385(10) Uani 1 1 d . . .
C12 C 0.7118(5) 0.4535(6) 0.5575(5) 0.0479(11) Uani 1 1 d . . .
H12A H 0.7255 0.4136 0.6275 0.072 Uiso 1 1 calc R . .
H12B H 0.6376 0.3836 0.4721 0.072 Uiso 1 1 calc R . .
H12C H 0.6743 0.5490 0.5912 0.072 Uiso 1 1 calc R . .
C13 C 1.0660(6) 0.2893(6) 0.2536(5) 0.0520(12) Uani 1 1 d . . .
H13A H 1.1229 0.2154 0.2738 0.078 Uiso 1 1 calc R . .
H13B H 1.1269 0.3444 0.2212 0.078 Uiso 1 1 calc R . .
H13C H 0.9698 0.2391 0.1819 0.078 Uiso 1 1 calc R . .
C14 C 0.7875(4) 0.4175(4) -0.0856(4) 0.0298(9) Uani 1 1 d . . .
C15 C 0.9568(4) 0.4475(4) -0.0559(5) 0.0329(9) Uani 1 1 d . . .
H15 H 1.0031 0.3864 -0.1224 0.039 Uiso 1 1 calc R . .
C16 C 0.6818(8) 0.7258(8) 0.3199(7) 0.098(3) Uani 1 1 d . . .
H16A H 0.6597 0.6558 0.3582 0.146 Uiso 1 1 calc R . .
H16B H 0.6810 0.8272 0.3852 0.146 Uiso 1 1 calc R . .
H16C H 0.7825 0.7178 0.3036 0.146 Uiso 1 1 calc R . .
O4 O 0.1533(7) 0.8608(6) 0.3969(6) 0.0787(18) Uani 0.807(7) 1 d PD A 1
C17 C 0.0764(10) 0.9648(9) 0.3428(10) 0.083(3) Uani 0.807(7) 1 d PD A 1
C17' C 0.129(3) 0.914(5) 0.361(5) 0.083(3) Uani 0.193(7) 1 d PD A 2
O4' O 0.289(3) 0.927(3) 0.447(2) 0.0787(18) Uani 0.193(7) 1 d PD A 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 0.0000 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'
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
O1 Co1 O1 180.0 2_665 .
O1 Co1 N1 92.77(11) 2_665 .
O1 Co1 N1 87.23(11) . .
O1 Co1 N1 87.23(11) 2_665 2_665
O1 Co1 N1 92.77(11) . 2_665
N1 Co1 N1 180.0 . 2_665
O1 Co1 O3 91.41(10) 2_665 .
O1 Co1 O3 88.59(10) . .
N1 Co1 O3 93.26(12) . .
N1 Co1 O3 86.74(12) 2_665 .
O1 Co1 O3 88.59(10) 2_665 2_665
O1 Co1 O3 91.41(10) . 2_665
N1 Co1 O3 86.74(12) . 2_665
N1 Co1 O3 93.26(12) 2_665 2_665
O3 Co1 O3 180.0 . 2_665
C14 O1 Co1 130.4(2) . .
C16 O3 Co1 133.4(3) . .
C16 O3 H3' 111.8 . .
Co1 O3 H3' 100.5 . .
C7 N1 C2 104.5(3) . .
C7 N1 Co1 124.1(3) . .
C2 N1 Co1 131.4(3) . .
C7 N2 C1 106.2(3) . .
C7 N2 C8 126.7(4) . .
C1 N2 C8 127.1(4) . .
N2 C1 C2 105.7(3) . .
N2 C1 C6 132.0(4) . .
C2 C1 C6 122.3(4) . .
N1 C2 C1 109.4(3) . .
N1 C2 C3 129.8(4) . .
C1 C2 C3 120.9(4) . .
C4 C3 C2 116.8(4) . .
C4 C3 H3 121.6 . .
C2 C3 H3 121.6 . .
C3 C4 C5 121.7(4) . .
C3 C4 H4 119.1 . .
C5 C4 H4 119.1 . .
C6 C5 C4 122.1(4) . .
C6 C5 H5 119.0 . .
C4 C5 H5 119.0 . .
C5 C6 C1 116.2(5) . .
C5 C6 H6 121.9 . .
C1 C6 H6 121.9 . .
N1 C7 N2 114.2(3) . .
N1 C7 H7 122.9 . .
N2 C7 H7 122.9 . .
N2 C8 C9 110.9(3) . .
N2 C8 H8A 109.5 . .
C9 C8 H8A 109.5 . .
N2 C8 H8B 109.5 . .
C9 C8 H8B 109.5 . .
H8A C8 H8B 108.1 . .
C11 C9 C10 120.7(4) . .
C11 C9 C8 120.7(4) . .
C10 C9 C8 118.6(4) . .
C11 C10 C9 119.1(4) 2_766 .
C11 C10 C12 120.0(4) 2_766 .
C9 C10 C12 120.9(4) . .
C10 C11 C9 120.1(4) 2_766 .
C10 C11 C13 118.7(4) 2_766 .
C9 C11 C13 121.2(4) . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
O1 C14 O2 124.9(3) . .
O1 C14 C15 117.9(3) . .
O2 C14 C15 117.2(4) . .
C15 C15 C14 123.2(5) 2_765 .
C15 C15 H15 118.4 2_765 .
C14 C15 H15 118.4 . .
O3 C16 H16A 109.5 . .
O3 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O3 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.077(3) 2_665
Co1 O1 2.077(3) .
Co1 N1 2.083(3) .
Co1 N1 2.083(3) 2_665
Co1 O3 2.142(3) .
Co1 O3 2.142(3) 2_665
O1 C14 1.248(5) .
O2 C14 1.259(5) .
O3 C16 1.417(6) .
O3 H3' 0.8500 .
N1 C7 1.314(5) .
N1 C2 1.393(5) .
N2 C7 1.344(5) .
N2 C1 1.389(5) .
N2 C8 1.467(5) .
C1 C2 1.395(6) .
C1 C6 1.396(6) .
C2 C3 1.395(6) .
C3 C4 1.379(6) .
C3 H3 0.9500 .
C4 C5 1.404(7) .
C4 H4 0.9500 .
C5 C6 1.371(7) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 C9 1.514(6) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C11 1.397(7) .
C9 C10 1.402(6) .
C10 C11 1.394(6) 2_766
C10 C12 1.510(7) .
C11 C10 1.394(6) 2_766
C11 C13 1.517(6) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C15 1.494(5) .
C15 C15 1.291(8) 2_765
C15 H15 0.9500 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
O4 C17 1.4990(11) .
C17' O4' 1.5002(12) .
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
O1 Co1 O1 C14 1.3(6) 2_665 .
N1 Co1 O1 C14 85.8(3) . .
N1 Co1 O1 C14 -94.2(3) 2_665 .
O3 Co1 O1 C14 179.1(3) . .
O3 Co1 O1 C14 -0.9(3) 2_665 .
O1 Co1 O3 C16 129.0(6) 2_665 .
O1 Co1 O3 C16 -51.0(6) . .
N1 Co1 O3 C16 36.1(6) . .
N1 Co1 O3 C16 -143.9(6) 2_665 .
O3 Co1 O3 C16 148(28) 2_665 .
O1 Co1 N1 C7 -147.1(3) 2_665 .
O1 Co1 N1 C7 32.9(3) . .
N1 Co1 N1 C7 -116(10) 2_665 .
O3 Co1 N1 C7 -55.5(3) . .
O3 Co1 N1 C7 124.5(3) 2_665 .
O1 Co1 N1 C2 33.7(4) 2_665 .
O1 Co1 N1 C2 -146.3(4) . .
N1 Co1 N1 C2 65(10) 2_665 .
O3 Co1 N1 C2 125.3(3) . .
O3 Co1 N1 C2 -54.7(3) 2_665 .
C7 N2 C1 C2 -0.8(5) . .
C8 N2 C1 C2 178.5(4) . .
C7 N2 C1 C6 178.1(5) . .
C8 N2 C1 C6 -2.6(8) . .
C7 N1 C2 C1 -0.1(4) . .
Co1 N1 C2 C1 179.2(3) . .
C7 N1 C2 C3 -179.1(4) . .
Co1 N1 C2 C3 0.2(7) . .
N2 C1 C2 N1 0.5(5) . .
C6 C1 C2 N1 -178.5(4) . .
N2 C1 C2 C3 179.7(4) . .
C6 C1 C2 C3 0.7(7) . .
N1 C2 C3 C4 179.0(4) . .
C1 C2 C3 C4 0.0(6) . .
C2 C3 C4 C5 -0.4(7) . .
C3 C4 C5 C6 0.0(7) . .
C4 C5 C6 C1 0.7(7) . .
N2 C1 C6 C5 -179.8(5) . .
C2 C1 C6 C5 -1.0(7) . .
C2 N1 C7 N2 -0.4(5) . .
Co1 N1 C7 N2 -179.8(3) . .
C1 N2 C7 N1 0.8(5) . .
C8 N2 C7 N1 -178.5(4) . .
C7 N2 C8 C9 23.9(6) . .
C1 N2 C8 C9 -155.2(4) . .
N2 C8 C9 C11 -98.3(5) . .
N2 C8 C9 C10 81.9(5) . .
C11 C9 C10 C11 -3.3(7) . 2_766
C8 C9 C10 C11 176.5(4) . 2_766
C11 C9 C10 C12 175.4(4) . .
C8 C9 C10 C12 -4.8(6) . .
C10 C9 C11 C10 3.4(7) . 2_766
C8 C9 C11 C10 -176.4(4) . 2_766
C10 C9 C11 C13 -174.9(4) . .
C8 C9 C11 C13 5.4(6) . .
Co1 O1 C14 O2 0.2(6) . .
Co1 O1 C14 C15 -179.2(2) . .
O1 C14 C15 C15 3.1(7) . 2_765
O2 C14 C15 C15 -176.3(5) . 2_765
