#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:25:00 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180504 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/73/7217387.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_7217387
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            'C78 H78 Cl2 Mn N12 O8'
_chemical_formula_weight         1437.36
_chemical_name_systematic
;
?
;
_space_group_IT_number           147
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            1
_cell_length_a                   13.4688(12)
_cell_length_b                   13.4688(12)
_cell_length_c                   10.4961(13)
_cell_measurement_reflns_used    2740
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.61
_cell_volume                     1649.0(3)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0793
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8453
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.353
_exptl_absorpt_correction_T_max  0.9723
_exptl_absorpt_correction_T_min  0.9556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             753
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1953
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0478
_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)+(0.0220P)²+2.2657P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1039
_reflns_number_gt                1405
_reflns_number_total             1953
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7216371
_cod_data_source_file            c4ce00215f2.cif
_cod_data_source_block           n110815c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
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-3
_cod_database_code               7217387
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -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
Mn1 Mn 0.0000 0.0000 0.5000 0.0150(3) Uani 1 6 d S
N1 N 0.08081(19) 0.16547(19) 0.3844(2) 0.0197(6) Uani 1 1 d .
N2 N 0.1532(2) 0.3542(2) 0.3599(2) 0.0237(6) Uani 1 1 d .
C1 C 0.1548(2) 0.2026(3) 0.2796(3) 0.0246(7) Uani 1 1 d .
C2 C 0.2021(3) 0.3217(3) 0.2645(3) 0.0227(7) Uani 1 1 d .
C3 C 0.2790(3) 0.3835(3) 0.1702(3) 0.0283(7) Uani 1 1 d .
H3 H 0.3098 0.4639 0.1618 0.034 Uiso 1 1 calc R
C4 C 0.3094(3) 0.3229(3) 0.0881(3) 0.0338(8) Uani 1 1 d .
H4 H 0.3636 0.3625 0.0225 0.041 Uiso 1 1 calc R
C5 C 0.2622(3) 0.2059(3) 0.0999(3) 0.0379(9) Uani 1 1 d .
H5 H 0.2841 0.1669 0.0407 0.045 Uiso 1 1 calc R
C6 C 0.1847(3) 0.1432(3) 0.1942(3) 0.0340(8) Uani 1 1 d .
H6 H 0.1530 0.0625 0.2004 0.041 Uiso 1 1 calc R
C7 C 0.0836(2) 0.2597(2) 0.4263(3) 0.0230(7) Uani 1 1 d .
H7 H 0.0399 0.2601 0.4972 0.028 Uiso 1 1 calc R
C8 C 0.1794(3) 0.4725(2) 0.3828(3) 0.0300(8) Uani 1 1 d .
H8A H 0.1975 0.5137 0.3004 0.036 Uiso 1 1 calc R
H8B H 0.2486 0.5116 0.4372 0.036 Uiso 1 1 calc R
C9 C 0.0830(3) 0.4809(2) 0.4461(3) 0.0239(7) Uani 1 1 d .
C10 C -0.0070(3) 0.4715(2) 0.3707(3) 0.0258(7) Uani 1 1 d .
C11 C 0.0890(3) 0.5064(2) 0.5763(3) 0.0266(7) Uani 1 1 d .
C12 C -0.0170(3) 0.4320(3) 0.2336(3) 0.0358(8) Uani 1 1 d .
H12A H 0.0515 0.4865 0.1862 0.054 Uiso 1 1 calc R
H12B H -0.0850 0.4280 0.1945 0.054 Uiso 1 1 calc R
H12C H -0.0241 0.3560 0.2315 0.054 Uiso 1 1 calc R
C13 C 0.1780(3) 0.5028(3) 0.6605(3) 0.0397(9) Uani 1 1 d .
H13A H 0.2341 0.5808 0.6874 0.060 Uiso 1 1 calc R
H13B H 0.2170 0.4695 0.6131 0.060 Uiso 1 1 calc R
H13C H 0.1406 0.4557 0.7358 0.060 Uiso 1 1 calc R
Cl1 Cl 0.3333 0.6667 0.02539(13) 0.0336(4) Uani 1 3 d S
O1 O 0.3333 0.6667 0.1615(3) 0.0315(9) Uani 1 3 d S
O2 O 0.3609(3) 0.7778(2) -0.0165(3) 0.0705(9) 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'
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'
Mn Mn 0.3368 0.7283 '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 Mn1 N1 180.0 4_556 .
N1 Mn1 N1 85.69(8) 4_556 2
N1 Mn1 N1 94.31(8) . 2
N1 Mn1 N1 94.31(8) 4_556 6_556
N1 Mn1 N1 85.69(8) . 6_556
N1 Mn1 N1 85.69(8) 2 6_556
N1 Mn1 N1 94.31(8) 4_556 5_556
N1 Mn1 N1 85.69(8) . 5_556
N1 Mn1 N1 180.00(13) 2 5_556
N1 Mn1 N1 94.31(8) 6_556 5_556
N1 Mn1 N1 85.69(8) 4_556 3
N1 Mn1 N1 94.31(8) . 3
N1 Mn1 N1 94.31(8) 2 3
N1 Mn1 N1 180.0 6_556 3
N1 Mn1 N1 85.69(8) 5_556 3
C7 N1 C1 104.1(2) . .
C7 N1 Mn1 122.03(19) . .
C1 N1 Mn1 132.46(19) . .
C7 N2 C2 107.1(2) . .
C7 N2 C8 128.3(2) . .
C2 N2 C8 124.5(2) . .
C6 C1 N1 131.4(3) . .
C6 C1 C2 119.2(3) . .
N1 C1 C2 109.4(3) . .
C3 C2 N2 131.6(3) . .
C3 C2 C1 123.2(3) . .
N2 C2 C1 105.2(3) . .
C2 C3 C4 116.6(3) . .
C2 C3 H3 121.7 . .
C4 C3 H3 121.7 . .
C5 C4 C3 121.1(3) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
C4 C5 C6 122.7(3) . .
C4 C5 H5 118.7 . .
C6 C5 H5 118.7 . .
C5 C6 C1 117.3(3) . .
C5 C6 H6 121.3 . .
C1 C6 H6 121.3 . .
N1 C7 N2 114.1(3) . .
N1 C7 H7 122.9 . .
N2 C7 H7 122.9 . .
N2 C8 C9 113.8(2) . .
N2 C8 H8A 108.8 . .
C9 C8 H8A 108.8 . .
N2 C8 H8B 108.8 . .
C9 C8 H8B 108.8 . .
H8A C8 H8B 107.7 . .
C10 C9 C11 121.0(3) . .
C10 C9 C8 118.8(3) . .
C11 C9 C8 120.0(3) . .
C11 C10 C9 119.8(3) 4_566 .
C11 C10 C12 120.8(3) 4_566 .
C9 C10 C12 119.4(3) . .
C10 C11 C9 119.1(3) 4_566 .
C10 C11 C13 120.0(3) 4_566 .
C9 C11 C13 120.8(3) . .
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 . .
O2 Cl1 O2 110.87(13) 2_665 3_565
O2 Cl1 O2 110.87(13) 2_665 .
O2 Cl1 O2 110.87(13) 3_565 .
O2 Cl1 O1 108.03(14) 2_665 .
O2 Cl1 O1 108.03(14) 3_565 .
O2 Cl1 O1 108.03(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 N1 2.280(2) 4_556
Mn1 N1 2.280(2) .
Mn1 N1 2.280(2) 2
Mn1 N1 2.280(2) 6_556
Mn1 N1 2.280(2) 5_556
Mn1 N1 2.280(2) 3
N1 C7 1.326(4) .
N1 C1 1.398(4) .
N2 C7 1.338(4) .
N2 C2 1.385(4) .
N2 C8 1.470(4) .
C1 C6 1.390(4) .
C1 C2 1.408(4) .
C2 C3 1.372(4) .
C3 C4 1.382(4) .
C3 H3 0.9500 .
C4 C5 1.379(5) .
C4 H4 0.9500 .
C5 C6 1.379(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 C9 1.512(4) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.399(4) .
C9 C11 1.401(4) .
C10 C11 1.395(4) 4_566
C10 C12 1.516(4) .
C11 C10 1.395(4) 4_566
C11 C13 1.510(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
Cl1 O2 1.420(3) 2_665
Cl1 O2 1.420(3) 3_565
Cl1 O2 1.420(3) .
Cl1 O1 1.429(4) .
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
N1 Mn1 N1 C7 54.7(4) 4_556 .
N1 Mn1 N1 C7 101.5(3) 2 .
N1 Mn1 N1 C7 16.1(2) 6_556 .
N1 Mn1 N1 C7 -78.5(3) 5_556 .
N1 Mn1 N1 C7 -163.9(2) 3 .
N1 Mn1 N1 C1 -141.0(5) 4_556 .
N1 Mn1 N1 C1 -94.2(2) 2 .
N1 Mn1 N1 C1 -179.5(3) 6_556 .
N1 Mn1 N1 C1 85.8(2) 5_556 .
N1 Mn1 N1 C1 0.5(3) 3 .
C7 N1 C1 C6 -177.8(3) . .
Mn1 N1 C1 C6 15.8(5) . .
C7 N1 C1 C2 1.3(3) . .
Mn1 N1 C1 C2 -165.11(19) . .
C7 N2 C2 C3 -179.9(3) . .
C8 N2 C2 C3 -2.1(5) . .
C7 N2 C2 C1 0.7(3) . .
C8 N2 C2 C1 178.6(3) . .
C6 C1 C2 C3 -1.5(5) . .
N1 C1 C2 C3 179.3(3) . .
C6 C1 C2 N2 177.9(3) . .
N1 C1 C2 N2 -1.3(3) . .
N2 C2 C3 C4 -179.2(3) . .
C1 C2 C3 C4 0.0(5) . .
C2 C3 C4 C5 1.3(5) . .
C3 C4 C5 C6 -1.2(6) . .
C4 C5 C6 C1 -0.3(5) . .
N1 C1 C6 C5 -179.5(3) . .
C2 C1 C6 C5 1.5(5) . .
C1 N1 C7 N2 -0.8(3) . .
Mn1 N1 C7 N2 167.35(18) . .
C2 N2 C7 N1 0.1(3) . .
C8 N2 C7 N1 -177.7(3) . .
C7 N2 C8 C9 -29.1(4) . .
C2 N2 C8 C9 153.5(3) . .
N2 C8 C9 C10 -82.0(3) . .
N2 C8 C9 C11 102.9(3) . .
C11 C9 C10 C11 3.4(5) . 4_566
C8 C9 C10 C11 -171.7(3) . 4_566
C11 C9 C10 C12 -173.8(3) . .
C8 C9 C10 C12 11.1(4) . .
C10 C9 C11 C10 -3.4(5) . 4_566
C8 C9 C11 C10 171.7(3) . 4_566
C10 C9 C11 C13 172.8(3) . .
C8 C9 C11 C13 -12.2(4) . .
