#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/98/2229880.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_2229880
loop_
_publ_author_name
'Wang, Xiao-Hui'
_publ_section_title
;
 catena-Poly[[[diaqua(1,3-benzimidazole-κN³)manganese(II)]-μ-benzene-1,3-dicarboxylato-κ³O¹,O^1'^:O³]
 dihydrate]
;
_journal_coeditor_code           XU5169
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m423
_journal_page_last               m424
_journal_paper_doi               10.1107/S1600536811008555
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Mn (C8 H4 O4) (C7 H6 N2) (H2 O)2], 2H2 O'
_chemical_formula_moiety         'C15 H14 Mn N2 O6, 2(H2 O)'
_chemical_formula_sum            'C15 H18 Mn N2 O8'
_chemical_formula_weight         409.25
_chemical_name_systematic
;
catena-Poly[[[diaqua(1,3-benzimidazole-κN³)manganese(II)]-
μ-benzene-1,3-dicarboxylato-κ³O¹,O^1'^:O³]
dihydrate]
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.9148(12)
_cell_length_b                   23.7112(16)
_cell_length_c                   7.8701(4)
_cell_measurement_reflns_used    8868
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      3.0
_cell_volume                     3529.7(4)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP'
_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  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            20574
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.76
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.794
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.256
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4043
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0428P)²+2.5725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0912
_reflns_number_gt                3261
_reflns_number_total             4043
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu5169.cif
_cod_data_source_block           I
_cod_database_code               2229880
_cod_database_fobs_code          2229880
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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
Mn Mn 0.714708(13) 0.679735(11) 0.66543(3) 0.01758(9) Uani d . 1 . .
N N1 0.63968(9) 0.50825(7) 0.6050(2) 0.0300(4) Uani d . 1 . .
H H1 0.6084 0.4848 0.5691 0.036 Uiso calc R 1 . .
N N3 0.69188(8) 0.59024(6) 0.66113(19) 0.0227(3) Uani d . 1 . .
O O1 0.37986(7) 0.73206(5) 0.33053(17) 0.0255(3) Uani d . 1 . .
O O2 0.32557(7) 0.81586(6) 0.33551(17) 0.0278(3) Uani d . 1 . .
O O3 0.60704(7) 0.71200(6) 0.64217(17) 0.0283(3) Uani d . 1 . .
O O4 0.67794(7) 0.78568(7) 0.65720(16) 0.0305(3) Uani d . 1 . .
O O5 0.71498(6) 0.68148(5) 0.94037(17) 0.0232(3) Uani d . 1 . .
H H5A 0.7534 0.6897 1.0001 0.035 Uiso d R 1 . .
H H5B 0.6793 0.6937 1.0010 0.035 Uiso d R 1 . .
O O6 0.71830(6) 0.69029(5) 0.39202(17) 0.0234(3) Uani d . 1 . .
H H6A 0.7572 0.6963 0.3418 0.035 Uiso d R 1 . .
H H6B 0.6861 0.7025 0.3247 0.035 Uiso d R 1 . .
O O7 0.5000 0.66207(9) 0.2500 0.0384(5) Uani d S 1 . .
H H7A 0.4605 0.6869 0.2419 0.058 Uiso d R 1 . .
O O8 0.5000 0.64354(8) 0.7500 0.0321(4) Uani d S 1 . .
H H8A 0.5364 0.6685 0.7171 0.048 Uiso d R 1 . .
O O9 0.45942(9) 0.57472(7) 0.4780(2) 0.0496(4) Uani d . 1 . .
H H9A 0.4713 0.5996 0.3886 0.074 Uiso d R 1 . .
H H9B 0.4773 0.5905 0.5737 0.074 Uiso d R 1 . .
C C2 0.63681(10) 0.56472(8) 0.5930(2) 0.0277(4) Uani d . 1 . .
H H2 0.5996 0.5839 0.5417 0.033 Uiso calc R 1 . .
C C4 0.79996(10) 0.54864(8) 0.8052(2) 0.0270(4) Uani d . 1 . .
H H4 0.8220 0.5827 0.8297 0.032 Uiso calc R 1 . .
C C5 0.83029(11) 0.49747(9) 0.8501(3) 0.0333(5) Uani d . 1 . .
H H5 0.8739 0.4972 0.9049 0.040 Uiso calc R 1 . .
C C6 0.79648(12) 0.44598(9) 0.8146(3) 0.0357(5) Uani d . 1 . .
H H6 0.8180 0.4125 0.8482 0.043 Uiso calc R 1 . .
C C7 0.73256(12) 0.44362(8) 0.7318(3) 0.0340(5) Uani d . 1 . .
H H7 0.7106 0.4094 0.7077 0.041 Uiso calc R 1 . .
C C8 0.70224(11) 0.49489(8) 0.6857(2) 0.0264(4) Uani d . 1 . .
C C9 0.73497(10) 0.54671(7) 0.7219(2) 0.0229(4) Uani d . 1 . .
C C10 0.37791(9) 0.78435(8) 0.3620(2) 0.0215(4) Uani d . 1 . .
C C11 0.44298(9) 0.81128(7) 0.4375(2) 0.0202(3) Uani d . 1 . .
C C12 0.49726(9) 0.77770(7) 0.5012(2) 0.0203(3) Uani d . 1 . .
H H12 0.4924 0.7387 0.5003 0.024 Uiso calc R 1 . .
C C13 0.55886(9) 0.80183(8) 0.5661(2) 0.0217(4) Uani d . 1 . .
C C14 0.56567(10) 0.86047(8) 0.5684(2) 0.0275(4) Uani d . 1 . .
H H14 0.6069 0.8770 0.6095 0.033 Uiso calc R 1 . .
C C15 0.51092(11) 0.89410(8) 0.5092(3) 0.0315(4) Uani d . 1 . .
H H15 0.5152 0.9331 0.5134 0.038 Uiso calc R 1 . .
C C16 0.44988(10) 0.86999(8) 0.4437(2) 0.0255(4) Uani d . 1 . .
H H16 0.4135 0.8929 0.4038 0.031 Uiso calc R 1 . .
C C17 0.61786(9) 0.76481(8) 0.6275(2) 0.0242(4) Uani d . 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
O2 Mn O5 4_566 . 90.01(5) ?
O2 Mn N3 4_566 . 104.35(6) ?
O5 Mn N3 . . 92.00(5) ?
O2 Mn O6 4_566 . 87.68(5) ?
O5 Mn O6 . . 172.03(5) ?
N3 Mn O6 . . 95.96(5) ?
O2 Mn O3 4_566 . 156.06(5) ?
O5 Mn O3 . . 94.55(5) ?
N3 Mn O3 . . 98.98(6) ?
O6 Mn O3 . . 84.58(5) ?
C2 N1 C8 . . 107.21(16) ?
C2 N1 H1 . . 126.4 ?
C8 N1 H1 . . 126.4 ?
C2 N3 C9 . . 105.11(15) ?
C2 N3 Mn . . 127.84(13) ?
C9 N3 Mn . . 126.95(12) ?
C10 O2 Mn . 4_466 144.73(12) ?
C17 O3 Mn . . 101.66(11) ?
Mn O5 H5A . . 122.4 ?
Mn O5 H5B . . 123.3 ?
H5A O5 H5B . . 105.7 ?
Mn O6 H6A . . 120.7 ?
Mn O6 H6B . . 129.0 ?
H6A O6 H6B . . 105.8 ?
H9A O9 H9B . . 105.8 ?
N3 C2 N1 . . 113.38(18) ?
N3 C2 H2 . . 123.3 ?
N1 C2 H2 . . 123.3 ?
C5 C4 C9 . . 117.11(18) ?
C5 C4 H4 . . 121.4 ?
C9 C4 H4 . . 121.4 ?
C4 C5 C6 . . 121.4(2) ?
C4 C5 H5 . . 119.3 ?
C6 C5 H5 . . 119.3 ?
C7 C6 C5 . . 121.98(19) ?
C7 C6 H6 . . 119.0 ?
C5 C6 H6 . . 119.0 ?
C6 C7 C8 . . 116.76(19) ?
C6 C7 H7 . . 121.6 ?
C8 C7 H7 . . 121.6 ?
N1 C8 C7 . . 132.35(19) ?
N1 C8 C9 . . 105.70(16) ?
C7 C8 C9 . . 121.95(19) ?
C4 C9 N3 . . 130.56(17) ?
C4 C9 C8 . . 120.85(17) ?
N3 C9 C8 . . 108.60(16) ?
O2 C10 O1 . . 124.95(16) ?
O2 C10 C11 . . 117.13(16) ?
O1 C10 C11 . . 117.92(15) ?
C12 C11 C16 . . 119.20(16) ?
C12 C11 C10 . . 120.08(15) ?
C16 C11 C10 . . 120.72(16) ?
C11 C12 C13 . . 120.86(16) ?
C11 C12 H12 . . 119.6 ?
C13 C12 H12 . . 119.6 ?
C12 C13 C14 . . 119.34(16) ?
C12 C13 C17 . . 119.96(16) ?
C14 C13 C17 . . 120.67(16) ?
C15 C14 C13 . . 119.94(17) ?
C15 C14 H14 . . 120.0 ?
C13 C14 H14 . . 120.0 ?
C14 C15 C16 . . 120.60(18) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C15 C16 C11 . . 120.02(17) ?
C15 C16 H16 . . 120.0 ?
C11 C16 H16 . . 120.0 ?
O4 C17 O3 . . 120.89(17) ?
O4 C17 C13 . . 120.04(17) ?
O3 C17 C13 . . 119.01(16) ?
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
Mn N3 . 2.1657(15) y
Mn O2 4_566 2.0995(13) y
Mn O3 . 2.1832(13) y
Mn O4 . 2.6075(16) y
Mn O5 . 2.1642(14) y
Mn O6 . 2.1674(14) y
N1 C2 . 1.343(2) ?
N1 C8 . 1.380(3) ?
N1 H1 . 0.8600 ?
N3 C2 . 1.319(2) ?
N3 C9 . 1.400(2) ?
O1 C10 . 1.265(2) ?
O2 C10 . 1.258(2) ?
O3 C17 . 1.274(2) ?
O4 C17 . 1.261(2) ?
O5 H5A . 0.8866 ?
O5 H5B . 0.8758 ?
O6 H6A . 0.8469 ?
O6 H6B . 0.8576 ?
O7 H7A . 0.9532 ?
O8 H8A . 0.9437 ?
O9 H9A . 0.9455 ?
O9 H9B . 0.9065 ?
C2 H2 . 0.9300 ?
C4 C5 . 1.388(3) ?
C4 C9 . 1.394(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.406(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.375(3) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.392(3) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.405(3) ?
C10 C11 . 1.509(2) ?
C11 C12 . 1.393(2) ?
C11 C16 . 1.399(3) ?
C12 C13 . 1.395(2) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.396(3) ?
C13 C17 . 1.500(2) ?
C14 C15 . 1.388(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.388(3) ?
C15 H15 . 0.9300 ?
C16 H16 . 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
_geom_hbond_publ_flag
N1 H1 O9 5_666 0.86 1.94 2.795(2) 171 y
O5 H5A O4 2_665 0.89 1.89 2.7605(18) 168 y
O5 H5B O1 3_656 0.88 1.96 2.8120(18) 164 y
O6 H6A O4 2_664 0.85 1.95 2.7553(18) 159 y
O6 H6B O1 3_655 0.86 1.88 2.7379(18) 176 y
O7 H7A O1 . 0.95 1.99 2.8844(18) 155 y
O8 H8A O3 . 0.94 1.79 2.7303(18) 176 y
O9 H9A O7 . 0.94 1.92 2.846(2) 167 y
O9 H9B O8 . 0.91 1.92 2.799(2) 162 y
