#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/22/7052267.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_7052267
loop_
_publ_author_name
'Anita Kübel-Pollak'
'Craig J. Matthews'
'Simon Verdan'
'Bernard Bocquet'
'Xavier Melich'
'Alan F. Williams'
'Francine Lavergnat'
'Pierre-Yves Morgantini'
'Gérald Bernardinelli'
_publ_section_title
;
 Conformational effects in molecular tectons containing protonated
 benzimidazole cations
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              851
_journal_paper_doi               10.1039/b602468h
_journal_volume                  30
_journal_year                    2006
_chemical_formula_moiety         'C18 H20 Cl4 Mn N4'
_chemical_formula_sum            'C18 H20 Cl4 Mn N4'
_chemical_formula_weight         489.1
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.0.1
_audit_creation_date             1997-09-04
_audit_creation_method           from_xtal_archive_file_using_CIFIO
_audit_update_record             2005-12-05
_cell_angle_alpha                90.00000
_cell_angle_beta                 90.00000
_cell_angle_gamma                90.00000
_cell_formula_units_Z            8
_cell_length_a                   16.6400(10)
_cell_length_b                   13.2690(10)
_cell_length_c                   18.7700(10)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    200
_cell_measurement_theta_max      29.5
_cell_measurement_theta_min      22.5
_cell_volume                     4144.3(5)
_computing_cell_refinement       xtal_latcon
_computing_data_collection       Stoe_Stadi-4
_computing_data_reduction        xtal_REFCAL_LSABS__SORTRF
_computing_molecular_graphics    xtal_gx3
_computing_publication_material  xtal_CIFIO
_computing_structure_refinement  xtal_CRYLSQ
_computing_structure_solution    multan_87
_diffrn_measured_fraction_theta_full 1.
_diffrn_measured_fraction_theta_max 1.
_diffrn_measurement_device_type  Stoe_Stadi-4_4-circle_diffractometer
_diffrn_measurement_method       ω-2θ_scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  .048
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2633
_diffrn_reflns_theta_full        54.9
_diffrn_reflns_theta_max         54.9
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  45
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    10.015
_exptl_absorpt_correction_T_max  .4876
_exptl_absorpt_correction_T_min  .0663
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'xtal_lsabs (Flack & al. 1992)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1992
_exptl_crystal_size_max          .35
_exptl_crystal_size_mid          .35
_exptl_crystal_size_min          .07
_refine_diff_density_max         .567
_refine_diff_density_min         -.596
_refine_ls_extinction_coef       2639(400)
_refine_ls_extinction_method     Zachariasen
_refine_ls_goodness_of_fit_ref   1.58(3)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     158
_refine_ls_number_reflns         1148
_refine_ls_R_factor_gt           .046
_refine_ls_shift/su_max          .0034
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     ω=1/[σ²(Fo)+0.0001(Fo²)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .044
_reflns_number_gt                1148
_reflns_number_total             1325
_reflns_threshold_expression     'refl observed if Fo > 3.99 σ(Fo)'
_cod_data_source_file            b602468h.txt
_cod_data_source_block           1bH2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' 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_Hall     '-C 2bc 2'
_cod_original_sg_symbol_H-M      'C mca'
_cod_database_code               7052267
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2-y,1/2+z
+x,-y,-z
-x,1/2+y,1/2-z
-x,-y,-z
+x,1/2+y,1/2-z
-x,+y,+z
+x,1/2-y,1/2+z
1/2+x,1/2+y,+z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
1/2-x,+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,+y,1/2-z
1/2-x,1/2+y,+z
1/2+x,-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
Mn .00000 .19095(8) .68927(5) .03614 1.00000 Uani
Cl1 .00000 .37274(13) .69253(9) .04682 1.00000 Uani
Cl2 .00000 .14430(14) .56805(8) .04579 1.00000 Uani
Cl3 .12264(7) .14029(10) .73869(6) .05229 1.00000 Uani
N1 .3188(3) .1208(4) .37451(18) .03903 1.00000 Uani
N2 .1931(3) .1163(3) .40703(17) .03684 1.00000 Uani
C1 .2434(3) .1156(4) .3513(3) .03297 1.00000 Uani
C2 .3175(3) .1253(4) .4495(3) .03761 1.00000 Uani
C3 .3805(3) .1295(5) .4987(3) .05027 1.00000 Uani
C4 .3572(4) .1322(5) .5698(3) .05011 1.00000 Uani
C5 .2765(4) .1306(4) .5900(3) .04479 1.00000 Uani
C6 .2157(4) .1258(4) .5416(3) .04140 1.00000 Uani
C7 .2383(3) .1216(4) .4697(3) .03767 1.00000 Uani
C8 .1058(3) .1091(5) .4022(3) .04747 1.00000 Uani
C9 .2162(4) .1123(5) .2760(3) .03714 1.00000 Uani
H1 .366(3) .125(4) .346(3) .05000 1.00000 Uiso
H3 .438(3) .147(4) .486(3) .05000 1.00000 Uiso
H4 .398(3) .130(4) .607(3) .05000 1.00000 Uiso
H5 .265(3) .130(4) .644(3) .05000 1.00000 Uiso
H6 .155(3) .124(4) .554(3) .05000 1.00000 Uiso
H81 .0907(13) .0365(16) .3806(14) .05000 1.00000 Uiso
H82 .0796(13) .119(3) .4521(11) .05000 1.00000 Uiso
H83 .0842(14) .1650(18) .3668(13) .05000 1.00000 Uiso
H91 .185(3) .061(4) .271(3) .05000 1.00000 Uiso
H92 .183(3) .163(4) .268(3) .05000 1.00000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002
H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0
N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003
Mn Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .295 .729
Cl Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .132 .159
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
Cl2 Mn Cl3 . . . 107.88(5)
Cl2 Mn Cl3 . . 7 107.88(5)
Cl3 Mn Cl3 . . 7 121.38(6)
C1 N1 C2 . . . 108.4(4)
C1 N1 H1 . . . 126(3)
C2 N1 H1 . . . 125(3)
C1 N2 C7 . . . 108.7(4)
C1 N2 C8 . . . 125.0(4)
C7 N2 C8 . . . 126.2(4)
N1 C1 N2 . . . 109.5(4)
N1 C1 C9 . . . 126.9(4)
N2 C1 C9 . . . 123.6(5)
N1 C2 C3 . . . 130.5(5)
N1 C2 C7 . . . 106.8(4)
C3 C2 C7 . . . 122.7(5)
C2 C3 C4 . . . 115.2(5)
C2 C3 H3 . . . 124(3)
C4 C3 H3 . . . 119(3)
C3 C4 C5 . . . 121.8(5)
C3 C4 H4 . . . 120(3)
C5 C4 H4 . . . 118(3)
C4 C5 C6 . . . 122.4(5)
C4 C5 H5 . . . 117(3)
C6 C5 H5 . . . 121(3)
C5 C6 C7 . . . 116.4(5)
C5 C6 H6 . . . 125(3)
C7 C6 H6 . . . 118(3)
N2 C7 C2 . . . 106.7(4)
N2 C7 C6 . . . 131.9(5)
C2 C7 C6 . . . 121.4(5)
N2 C8 H81 . . . 108.4(13)
N2 C8 H82 . . . 110.7(13)
N2 C8 H83 . . . 109.4(13)
H81 C8 H82 . . . 111(2)
H81 C8 H83 . . . 108.1(19)
H82 C8 H83 . . . 110(2)
C1 C9 H91 . . . 108(3)
C1 C9 H92 . . . 109(3)
C1 C9 C9 . . 12 113.2(5)
H91 C9 H92 . . . 102(5)
H91 C9 C9 . . 12 113(3)
H92 C9 C9 . . 12 112(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
Mn Cl2 . . 2.3580(19)
Mn Cl3 . . 2.3403(13)
Mn Cl3 . 7 2.3403(13)
N1 C1 . . 1.329(7)
N1 C2 . . 1.410(6)
N1 H1 . . .96(5)
N2 C1 . . 1.340(6)
N2 C7 . . 1.398(6)
N2 C8 . . 1.458(6)
C1 C9 . . 1.485(7)
C2 C3 . . 1.398(7)
C2 C7 . . 1.372(7)
C3 C4 . . 1.391(7)
C3 H3 . . 1.01(5)
C4 C5 . . 1.395(8)
C4 H4 . . .97(5)
C5 C6 . . 1.361(7)
C5 H5 . . 1.04(5)
C6 C7 . . 1.402(6)
C6 H6 . . 1.03(5)
C8 H81 . . 1.08(3)
C8 H82 . . 1.04(3)
C8 H83 . . 1.06(3)
C9 H91 . . .86(5)
C9 H92 . . .89(5)
C9 C9 . 12 1.489(8)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 Cl1 . . 11_556 0.96(4) 2.34(5) 2.269(4) 163(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
C2 N1 C1 N2 . . . . -.0(6)
C2 N1 C1 C9 . . . . 178.3(5)
H1 N1 C1 N2 . . . . -177(4)
H1 N1 C1 C9 . . . . 2(4)
C1 N1 C2 C3 . . . . 178.6(6)
C1 N1 C2 C7 . . . . .5(6)
H1 N1 C2 C3 . . . . -5(4)
H1 N1 C2 C7 . . . . 177(4)
C7 N2 C1 N1 . . . . -.4(6)
C7 N2 C1 C9 . . . . -178.8(5)
C8 N2 C1 N1 . . . . -178.4(5)
C8 N2 C1 C9 . . . . 3.2(8)
C1 N2 C7 C2 . . . . .7(6)
C1 N2 C7 C6 . . . . 179.0(5)
C8 N2 C7 C2 . . . . 178.7(5)
C8 N2 C7 C6 . . . . -3.0(9)
C1 N2 C8 H81 . . . . 64.4(16)
C1 N2 C8 H82 . . . . -174.1(17)
C1 N2 C8 H83 . . . . -53.2(15)
C7 N2 C8 H81 . . . . -113.3(15)
C7 N2 C8 H82 . . . . 8.2(18)
C7 N2 C8 H83 . . . . 129.1(15)
N1 C1 C9 H91 . . . . 128(4)
N1 C1 C9 H92 . . . . -123(4)
N1 C1 C9 C9 . . . 12 1.8(8)
N2 C1 C9 H91 . . . . -54(4)
N2 C1 C9 H92 . . . . 55(4)
N2 C1 C9 C9 . . . 12 179.9(5)
N1 C2 C3 C4 . . . . -179.4(5)
N1 C2 C3 H3 . . . . 15(4)
C7 C2 C3 C4 . . . . -1.5(8)
C7 C2 C3 H3 . . . . -167(3)
N1 C2 C7 N2 . . . . -.7(6)
N1 C2 C7 C6 . . . . -179.2(5)
C3 C2 C7 N2 . . . . -179.0(5)
C3 C2 C7 C6 . . . . 2.5(8)
C2 C3 C4 C5 . . . . .1(8)
C2 C3 C4 H4 . . . . 175(4)
H3 C3 C4 C5 . . . . 166(3)
H3 C3 C4 H4 . . . . -19(5)
C3 C4 C5 C6 . . . . .3(9)
C3 C4 C5 H5 . . . . 178(3)
H4 C4 C5 C6 . . . . -175(4)
H4 C4 C5 H5 . . . . 3(5)
C4 C5 C6 C7 . . . . .6(8)
C4 C5 C6 H6 . . . . 179(3)
H5 C5 C6 C7 . . . . -177(3)
H5 C5 C6 H6 . . . . 2(5)
C5 C6 C7 N2 . . . . 180.0(5)
C5 C6 C7 C2 . . . . -1.9(8)
H6 C6 C7 N2 . . . . 1(3)
H6 C6 C7 C2 . . . . 179(3)
