#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/60/2226028.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226028
loop_
_publ_author_name
'Zheng-De, Tan'
'Qian-Qian, Hai'
'Bing, Yi'
_publ_section_title
;
 Poly[μ₂-aqua-aqua(μ₃-1H-benzimidazole-5,6-dicarboxylato-κ³N³:O⁵:O^5'^)manganese(II)]
;
_journal_coeditor_code           ZB2004
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m511
_journal_paper_doi               10.1107/S1600536810011979
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Mn (C9 H4 N2 O4) (H2 O)2]'
_chemical_formula_moiety         'C9 H8 Mn N2 O6'
_chemical_formula_sum            'C9 H8 Mn N2 O6'
_chemical_formula_weight         295.11
_chemical_name_systematic
;
Poly[μ₂-aqua-aqua(μ₃-1H-benzimidazole-5,6-dicarboxylato-
κ³N³:O⁵:O^5'^)manganese(II)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 97.22(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8875(18)
_cell_length_b                   9.2079(18)
_cell_length_c                   12.939(3)
_cell_measurement_reflns_used    9020
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.18
_cell_volume                     1050.5(4)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       ω
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8122
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         3.17
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.280
_exptl_absorpt_correction_T_max  0.7402
_exptl_absorpt_correction_T_min  0.7078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(REQAB; Jacobson, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.844
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1888
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.215
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0360
_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)+(0.0562P)²+1.2161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                1792
_reflns_number_total             1888
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            zb2004.cif
_cod_data_source_block           I
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2226028
_cod_database_fobs_code          2226028
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6538(3) 0.9382(3) 0.9155(2) 0.0248(6) Uani d . 1 . .
H H1 0.5552 0.9678 0.9215 0.030 Uiso calc R 1 . .
N N1 0.7164(2) 0.8221(3) 0.96244(19) 0.0229(5) Uani d . 1 . .
O O1W 0.52018(17) 0.5378(2) 0.88035(12) 0.0232(4) Uani d D 1 . .
Mn Mn1 0.59756(4) 0.64549(4) 1.03462(3) 0.01916(18) Uani d . 1 . .
C C2 0.8810(3) 0.9343(3) 0.8676(2) 0.0222(6) Uani d . 1 . .
N N2 0.7455(3) 1.0094(3) 0.85830(19) 0.0253(5) Uani d . 1 . .
H H2 0.7241 1.0871 0.8226 0.030 Uiso calc R 1 . .
O O2 1.3361(2) 0.7520(2) 0.77220(15) 0.0249(4) Uani d . 1 . .
O O2W 0.6154(2) 0.74283(19) 1.18596(14) 0.0364(5) Uani d D 1 . .
C C3 0.8628(3) 0.8183(3) 0.9340(2) 0.0204(5) Uani d U 1 . .
O O3 1.3671(2) 0.7185(2) 0.99961(16) 0.0247(4) Uani d . 1 . .
C C4 0.9821(3) 0.7226(3) 0.9624(2) 0.0229(6) Uani d . 1 . .
H H4 0.9724 0.6463 1.0082 0.028 Uiso calc R 1 . .
O O4 1.2334(2) 0.5175(2) 0.95142(17) 0.0281(5) Uani d . 1 . .
C C5 1.1158(3) 0.7451(3) 0.9201(2) 0.0204(6) Uani d . 1 . .
C C6 1.1295(3) 0.8575(3) 0.8473(2) 0.0208(6) Uani d . 1 . .
C C7 1.2657(3) 0.8663(3) 0.7888(2) 0.0194(6) Uani d . 1 . .
C C8 1.2495(3) 0.6528(3) 0.9593(2) 0.0211(6) Uani d . 1 . .
C C13 1.01235(18) 0.95590(19) 0.82118(13) 0.0237(6) Uani d . 1 . .
H H13 1.0212 1.0321 0.7752 0.028 Uiso calc R 1 . .
H H4W 0.5700 0.8040 1.1451 0.028 Uiso d RD 1 . .
H H1W 0.4444 0.5657 0.8400 0.028 Uiso d RD 1 . .
H H3W 0.5794 0.6589 1.1754 0.028 Uiso d RD 1 . .
H H2W 0.5900 0.5089 0.8473 0.028 Uiso d RD 1 . .
O O1 1.2983(3) 0.9885(2) 0.75589(18) 0.0341(5) Uani d U 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 N2 . . 113.6(2) ?
N1 C1 H1 . . 123.2 ?
N2 C1 H1 . . 123.2 ?
C1 N1 C3 . . 104.6(2) ?
C1 N1 Mn1 . . 126.53(18) ?
C3 N1 Mn1 . . 127.15(18) ?
Mn1 O1W Mn1 . 3_667 90.32(6) ?
Mn1 O1W H1W . . 123.2 ?
Mn1 O1W H1W 3_667 . 98.2 ?
Mn1 O1W H2W . . 115.3 ?
Mn1 O1W H2W 3_667 . 114.5 ?
H1W O1W H2W . . 111.5 ?
O4 Mn1 O2W 3_767 . 104.41(8) ?
O4 Mn1 O3 3_767 1_455 152.59(8) ?
O2W Mn1 O3 . 1_455 91.19(8) ?
O4 Mn1 N1 3_767 . 100.75(8) ?
O2W Mn1 N1 . . 95.40(9) ?
O3 Mn1 N1 1_455 . 100.03(8) ?
O4 Mn1 O1W 3_767 . 84.15(8) ?
O2W Mn1 O1W . . 166.37(7) ?
O3 Mn1 O1W 1_455 . 76.97(7) ?
N1 Mn1 O1W . . 93.33(8) ?
O4 Mn1 O1W 3_767 3_667 78.58(7) ?
O2W Mn1 O1W . 3_667 81.81(7) ?
O3 Mn1 O1W 1_455 3_667 81.59(7) ?
N1 Mn1 O1W . 3_667 176.83(8) ?
O1W Mn1 O1W . 3_667 89.68(6) ?
O4 Mn1 H4W 3_767 . 125.7 ?
O2W Mn1 H4W . . 22.9 ?
O3 Mn1 H4W 1_455 . 74.5 ?
N1 Mn1 H4W . . 83.0 ?
O1W Mn1 H4W . . 150.1 ?
O1W Mn1 H4W 3_667 . 94.9 ?
O4 Mn1 H3W 3_767 . 96.4 ?
O2W Mn1 H3W . . 22.9 ?
O3 Mn1 H3W 1_455 . 89.3 ?
N1 Mn1 H3W . . 118.2 ?
O1W Mn1 H3W . . 147.6 ?
O1W Mn1 H3W 3_667 . 59.0 ?
H4W Mn1 H3W . . 41.0 ?
N2 C2 C3 . . 105.7(2) ?
N2 C2 C13 . . 131.3(2) ?
C3 C2 C13 . . 123.0(2) ?
C1 N2 C2 . . 107.0(2) ?
C1 N2 H2 . . 126.5 ?
C2 N2 H2 . . 126.5 ?
Mn1 O2W H4W . . 74.3 ?
Mn1 O2W H3W . . 58.9 ?
H4W O2W H3W . . 111.8 ?
C2 C3 C4 . . 120.3(2) ?
C2 C3 N1 . . 109.1(2) ?
C4 C3 N1 . . 130.6(3) ?
C8 O3 Mn1 . 1_655 130.88(18) ?
C5 C4 C3 . . 117.6(3) ?
C5 C4 H4 . . 121.2 ?
C3 C4 H4 . . 121.2 ?
C8 O4 Mn1 . 3_767 128.63(18) ?
C4 C5 C6 . . 121.5(2) ?
C4 C5 C8 . . 117.7(2) ?
C6 C5 C8 . . 120.6(2) ?
C13 C6 C5 . . 121.0(2) ?
C13 C6 C7 . . 117.8(2) ?
C5 C6 C7 . . 121.0(2) ?
O1 C7 O2 . . 123.6(3) ?
O1 C7 C6 . . 117.1(2) ?
O2 C7 C6 . . 119.3(2) ?
O4 C8 O3 . . 126.1(3) ?
O4 C8 C5 . . 117.2(2) ?
O3 C8 C5 . . 116.7(2) ?
C6 C13 C2 . . 116.4(2) ?
C6 C13 H13 . . 121.8 ?
C2 C13 H13 . . 121.8 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.317(4) ?
C1 N2 . 1.339(4) ?
C1 H1 . 0.9300 ?
N1 C3 . 1.396(3) ?
N1 Mn1 . 2.209(2) ?
O1W Mn1 . 2.2572(18) ?
O1W Mn1 3_667 2.3334(19) ?
O1W H1W . 0.8386 ?
O1W H2W . 0.8401 ?
Mn1 O4 3_767 2.115(2) ?
Mn1 O2W . 2.141(2) ?
Mn1 O3 1_455 2.1496(19) ?
Mn1 O1W 3_667 2.3334(19) ?
Mn1 H4W . 2.0785 ?
Mn1 H3W . 1.8533 ?
C2 N2 . 1.381(3) ?
C2 C3 . 1.392(4) ?
C2 C13 . 1.393(3) ?
N2 H2 . 0.8600 ?
O2 C7 . 1.257(3) ?
O2W H4W . 0.8407 ?
O2W H3W . 0.8411 ?
C3 C4 . 1.392(4) ?
O3 C8 . 1.262(4) ?
O3 Mn1 1_655 2.1495(19) ?
C4 C5 . 1.384(4) ?
C4 H4 . 0.9300 ?
O4 C8 . 1.256(3) ?
O4 Mn1 3_767 2.115(2) ?
C5 C6 . 1.414(4) ?
C5 C8 . 1.497(4) ?
C6 C13 . 1.390(3) ?
C6 C7 . 1.508(4) ?
C7 O1 . 1.250(3) ?
C13 H13 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2 O2 2_756 0.86 1.98 2.839(3) 173.6
O2W H4W O3 1_455 0.84 2.56 3.065(3) 119.7
O1W H1W O2 1_455 0.84 2.10 2.819(3) 143.0
O2W H3W O1W 3_667 0.84 2.10 2.934(3) 169.1
O1W H2W O1 2_746 0.84 1.77 2.575(3) 159.6
C4 H4 O4 3_767 0.93 2.48 3.216(3) 136
