#------------------------------------------------------------------------------
#$Date: 2020-01-31 07:51:43 +0200 (Fri, 31 Jan 2020) $
#$Revision: 247406 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/19/2021967.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_2021967
loop_
_publ_author_name
'Zheng, Wenxu'
'Wu, Kechen'
_publ_section_title
;
 Anion-directed assemblies of europium(III) coordination polymers based on
 1H-benzimidazole-5,6-dicarboxylate: structures and luminescence
 properties
;
_journal_coeditor_code           JX3052
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620000637
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Eu (C9 H5 N2 O4) (S O4)]'
_chemical_formula_moiety         'C9 H5 Eu N2 O8 S'
_chemical_formula_sum            'C9 H5 Eu N2 O8 S'
_chemical_formula_weight         453.17
_chemical_name_systematic
Poly[(μ₃-1H-benzimidazol-3-ium-5,6-dicarboxylato-κ⁵O⁵:O^5'^,O⁶:O⁶,O^6'^)(μ₃-sulfato-κ³O,O',O'')europium(III)]
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                101.579(4)
_cell_angle_beta                 106.761(4)
_cell_angle_gamma                95.588(4)
_cell_formula_units_Z            2
_cell_length_a                   6.9610(7)
_cell_length_b                   7.9482(9)
_cell_length_c                   10.9901(13)
_cell_measurement_reflns_used    6853
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.74
_cell_measurement_theta_min      2.65
_cell_volume                     562.51(11)
_computing_cell_refinement
;
APEX2 (Bruker, 2012)
;
_computing_data_collection
;
SAINT (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
olex2.solve (Bourhis et al.,  2015)
;
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10824
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.675
_diffrn_reflns_theta_min         2.652
_diffrn_source                   6853
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.809
_exptl_absorpt_correction_T_max  0.0921
_exptl_absorpt_correction_T_min  0.0583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            'clear brown'
_exptl_crystal_density_diffrn    2.676
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.938
_refine_diff_density_min         -1.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2149
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0103P)²+1.9181P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0583
_reflns_number_gt                1954
_reflns_number_total             2149
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jx3052sup1.cif
_cod_data_source_block           2
_cod_database_code               2021967
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.497
_shelx_estimated_absorpt_t_max   0.594
_shelxl_version_number           20.13
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_occupancy
Eu Eu1 0.33734(4) 0.67677(3) 0.94671(3) 0.01456(9) Uani d 1
S S1 0.78370(19) 0.59927(16) 0.84882(12) 0.0155(3) Uani d 1
O O5 0.5768(5) 0.0810(4) 0.8835(3) 0.0165(8) Uani d 1
O O8 0.3747(5) 0.3640(4) 0.8773(3) 0.0169(8) Uani d 1
O O3 0.9841(5) 0.7182(5) 0.8962(4) 0.0190(8) Uani d 1
O O2 0.8014(5) 0.4562(4) 0.9175(3) 0.0174(8) Uani d 1
O O4 0.7307(6) 0.5265(5) 0.7078(3) 0.0224(8) Uani d 1
O O1 0.6310(5) 0.7017(4) 0.8793(3) 0.0180(8) Uani d 1
O O6 0.2928(5) -0.1123(4) 0.8251(3) 0.0173(8) Uani d 1
O O7 0.2161(6) 0.4874(5) 0.7245(4) 0.0218(8) Uani d 1
N N1 0.1856(7) -0.1924(6) 0.3237(4) 0.0188(10) Uani d 1
C C7 0.1927(7) 0.0841(7) 0.4208(5) 0.0166(11) Uani d 1
N N2 0.1171(7) 0.0561(6) 0.2854(4) 0.0176(9) Uani d 1
C C1 0.2952(7) 0.3604(7) 0.7553(5) 0.0151(11) Uani d 1
C C8 0.3338(7) 0.0418(7) 0.6723(5) 0.0169(11) Uani d 1
C C3 0.1139(8) -0.1086(7) 0.2314(5) 0.0179(11) Uani d 1
H H3 0.0682 -0.1587 0.1419 0.022 Uiso calc 1
C C5 0.2175(7) 0.2269(7) 0.5223(5) 0.0172(11) Uani d 1
H H5 0.1871 0.3333 0.5061 0.021 Uiso calc 1
C C6 0.2351(8) -0.0777(7) 0.4438(5) 0.0164(11) Uani d 1
C C4 0.3050(8) -0.0999(7) 0.5702(5) 0.0182(11) Uani d 1
H H4 0.3316 -0.2075 0.5853 0.022 Uiso calc 1
C C2 0.4068(8) 0.0038(6) 0.8063(5) 0.0145(11) Uani d 1
C C9 0.2896(7) 0.2066(6) 0.6501(5) 0.0147(11) Uani d 1
H H1 0.196(9) -0.301(2) 0.307(5) 0.022 Uiso d 1
H H2 0.071(8) 0.124(6) 0.236(5) 0.022 Uiso 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 '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
O5 Eu1 Eu1 2_667 2_667 109.17(8)
O5 Eu1 O8 2_667 2_667 71.40(12)
O5 Eu1 O8 2_667 . 145.56(11)
O5 Eu1 O3 2_667 1_455 89.18(12)
O5 Eu1 O2 2_667 2_667 84.71(12)
O5 Eu1 O1 2_667 . 99.90(12)
O5 Eu1 O6 2_667 1_565 81.45(12)
O5 Eu1 O7 2_667 . 161.57(12)
O5 Eu1 C1 2_667 . 170.40(13)
O5 Eu1 C2 2_667 2_667 16.94(12)
O8 Eu1 Eu1 . 2_667 37.13(8)
O8 Eu1 Eu1 2_667 2_667 38.22(8)
O8 Eu1 O8 2_667 . 75.35(12)
O8 Eu1 O7 2_667 . 123.85(12)
O8 Eu1 C1 2_667 . 99.35(13)
O8 Eu1 C1 . . 26.69(12)
O8 Eu1 C2 . 2_667 133.54(12)
O8 Eu1 C2 2_667 2_667 58.27(12)
O3 Eu1 Eu1 1_455 2_667 137.94(8)
O3 Eu1 O8 1_455 . 112.78(12)
O3 Eu1 O8 1_455 2_667 142.48(12)
O3 Eu1 O7 1_455 . 82.99(12)
O3 Eu1 C1 1_455 . 100.02(13)
O3 Eu1 C2 1_455 2_667 106.07(12)
O2 Eu1 Eu1 2_667 2_667 71.45(8)
O2 Eu1 O8 2_667 . 77.39(12)
O2 Eu1 O8 2_667 2_667 73.37(12)
O2 Eu1 O3 2_667 1_455 73.11(12)
O2 Eu1 O1 2_667 . 141.40(12)
O2 Eu1 O7 2_667 . 108.68(12)
O2 Eu1 C1 2_667 . 95.25(13)
O2 Eu1 C2 2_667 2_667 90.93(12)
O1 Eu1 Eu1 . 2_667 70.88(8)
O1 Eu1 O8 . . 77.80(11)
O1 Eu1 O8 . 2_667 72.04(12)
O1 Eu1 O3 . 1_455 144.58(12)
O1 Eu1 O7 . . 77.77(12)
O1 Eu1 C1 . . 74.17(13)
O1 Eu1 C2 . 2_667 85.20(13)
O6 Eu1 Eu1 1_565 2_667 145.98(9)
O6 Eu1 O8 1_565 . 129.42(12)
O6 Eu1 O8 1_565 2_667 132.65(12)
O6 Eu1 O3 1_565 1_455 72.09(12)
O6 Eu1 O2 1_565 2_667 142.57(12)
O6 Eu1 O1 1_565 . 75.51(12)
O6 Eu1 O7 1_565 . 80.27(12)
O6 Eu1 C1 1_565 . 103.91(13)
O6 Eu1 C2 1_565 2_667 85.78(12)
O7 Eu1 Eu1 . 2_667 87.53(8)
O7 Eu1 O8 . . 52.36(11)
O7 Eu1 C1 . . 25.84(12)
O7 Eu1 C2 . 2_667 160.19(13)
C1 Eu1 Eu1 . 2_667 61.97(10)
C1 Eu1 C2 . 2_667 153.87(13)
C2 Eu1 Eu1 2_667 2_667 96.45(9)
O2 S1 O3 . . 108.8(2)
O4 S1 O3 . . 109.3(2)
O4 S1 O2 . . 109.4(2)
O4 S1 O1 . . 111.1(2)
O1 S1 O3 . . 107.8(2)
O1 S1 O2 . . 110.3(2)
C2 O5 Eu1 . 2_667 130.9(3)
Eu1 O8 Eu1 2_667 . 104.65(12)
C1 O8 Eu1 . . 92.1(3)
C1 O8 Eu1 . 2_667 148.7(3)
S1 O3 Eu1 . 1_655 134.8(2)
S1 O2 Eu1 . 2_667 142.6(2)
S1 O1 Eu1 . . 141.1(2)
C2 O6 Eu1 . 1_545 135.6(3)
C1 O7 Eu1 . . 95.6(3)
C3 N1 C6 . . 108.6(4)
N2 C7 C6 . . 105.3(4)
C5 C7 N2 . . 133.0(5)
C5 C7 C6 . . 121.6(5)
C3 N2 C7 . . 109.1(4)
O8 C1 Eu1 . . 61.2(3)
O8 C1 C9 . . 121.5(4)
O7 C1 Eu1 . . 58.5(3)
O7 C1 O8 . . 119.1(5)
O7 C1 C9 . . 119.3(4)
C9 C1 Eu1 . . 173.5(3)
C4 C8 C2 . . 114.1(4)
C4 C8 C9 . . 121.4(5)
C9 C8 C2 . . 124.4(5)
N2 C3 N1 . . 110.0(5)
C7 C5 C9 . . 117.9(5)
N1 C6 C7 . . 107.0(4)
N1 C6 C4 . . 131.9(5)
C4 C6 C7 . . 121.0(5)
C8 C4 C6 . . 118.1(5)
O5 C2 Eu1 . 2_667 32.2(2)
O5 C2 C8 . . 118.8(4)
O6 C2 Eu1 . 2_667 118.4(3)
O6 C2 O5 . . 126.2(5)
O6 C2 C8 . . 114.9(4)
C8 C2 Eu1 . 2_667 118.2(3)
C8 C9 C1 . . 124.3(4)
C5 C9 C1 . . 115.5(4)
C5 C9 C8 . . 120.0(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Eu1 Eu1 2_667 3.9278(6)
Eu1 O5 2_667 2.288(3)
Eu1 O8 . 2.512(3)
Eu1 O8 2_667 2.451(3)
Eu1 O3 1_455 2.430(3)
Eu1 O2 2_667 2.354(3)
Eu1 O1 . 2.371(3)
Eu1 O6 1_565 2.335(3)
Eu1 O7 . 2.456(4)
Eu1 C1 . 2.865(5)
Eu1 C2 2_667 3.248(5)
S1 O3 . 1.496(4)
S1 O2 . 1.482(3)
S1 O4 . 1.463(4)
S1 O1 . 1.473(4)
O5 Eu1 2_667 2.288(3)
O5 C2 . 1.252(6)
O8 Eu1 2_667 2.451(3)
O8 C1 . 1.288(6)
O3 Eu1 1_655 2.430(3)
O2 Eu1 2_667 2.354(3)
O6 Eu1 1_545 2.335(3)
O6 C2 . 1.246(6)
O7 C1 . 1.255(6)
N1 C3 . 1.329(6)
N1 C6 . 1.374(7)
C7 N2 . 1.390(6)
C7 C5 . 1.380(7)
C7 C6 . 1.402(7)
N2 C3 . 1.320(7)
C1 C9 . 1.494(7)
C8 C4 . 1.373(7)
C8 C2 . 1.515(7)
C8 C9 . 1.426(7)
C5 C9 . 1.396(7)
C6 C4 . 1.386(7)
C2 Eu1 2_667 3.248(5)
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
N1 H1 O2 2_656 0.859(10) 2.54(5) 3.062(6) 120(4)
N1 H1 O4 2_656 0.859(10) 1.901(16) 2.750(6) 169(6)
N2 H2 O3 2_666 0.856(10) 2.086(17) 2.927(5) 168(5)
N2 H2 O6 2_556 0.856(10) 2.41(5) 2.878(6) 115(4)

_cod_database_fobs_code 2021967
