#------------------------------------------------------------------------------
#$Date: 2018-09-18 01:47:52 +0300 (Tue, 18 Sep 2018) $
#$Revision: 211033 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/15/7231529.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_7231529
loop_
_publ_author_name
'Behera, Jogendra Nath'
'Tiwari, Ranjay K.'
_publ_section_title
;
 Hybrid materials based on transition Metal-BTC-Benzimidazole: Solvent
 assisted crystallographic and structural switching
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C8CE01299G
_journal_year                    2018
_chemical_formula_moiety         'C32  H30  N4  O17  Zn2'
_chemical_formula_sum            'C32 H30 N4 O17 Zn2'
_chemical_formula_weight         873.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     'dual - dual-space method e.g. SHELXD'
_atom_sites_solution_secondary   'dual - dual-space method e.g. SHELXD'
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-27 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.3320(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.9133(4)
_cell_length_b                   12.3389(4)
_cell_length_c                   14.9402(3)
_cell_measurement_reflns_used    5202
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30.5
_cell_measurement_theta_min      2.0
_cell_volume                     3419.43(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32752
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.538
_diffrn_reflns_theta_min         1.982
_exptl_absorpt_coefficient_mu    1.490
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5202
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0240
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0432P)²+1.1988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0703
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4591
_reflns_number_total             5202
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01299g2.cif
_cod_data_source_block           1
_cod_database_code               7231529
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Zn1 Zn 0.72900(2) 0.59852(2) 0.56874(2) 0.02444(5) Uani 1 1 d . . .
O4 O 0.28366(4) 0.78502(7) 0.15499(6) 0.02498(16) Uani 1 1 d . . .
O1W O 0.77060(5) 0.61291(8) 0.46370(7) 0.02991(18) Uani 1 1 d . . .
O1 O 0.62845(5) 0.63000(8) 0.48973(7) 0.0352(2) Uani 1 1 d . . .
O5 O 0.33400(5) 0.39715(7) 0.27977(8) 0.0375(2) Uani 1 1 d . . .
O2 O 0.59773(5) 0.80514(8) 0.48021(8) 0.0376(2) Uani 1 1 d . . .
O3 O 0.37157(5) 0.90536(7) 0.20893(9) 0.0407(2) Uani 1 1 d . . .
N1 N 0.73049(5) 0.44323(8) 0.59982(7) 0.02307(18) Uani 1 1 d . . .
O6 O 0.45111(6) 0.35728(9) 0.34370(9) 0.0448(3) Uani 1 1 d . . .
N2 N 0.76606(6) 0.29171(8) 0.68151(8) 0.0291(2) Uani 1 1 d . . .
H2 H 0.7896 0.2488 0.7276 0.035 Uiso 1 1 calc R U .
C4 C 0.37396(6) 0.61858(9) 0.26376(8) 0.02124(19) Uani 1 1 d . . .
H4 H 0.3284 0.5990 0.2213 0.025 Uiso 1 1 calc R U .
C8 C 0.34838(6) 0.81281(9) 0.20854(8) 0.0227(2) Uani 1 1 d . . .
C1 C 0.51021(5) 0.67687(9) 0.39255(7) 0.02140(19) Uani 1 1 d . . .
C2 C 0.46327(6) 0.75534(9) 0.33731(8) 0.0222(2) Uani 1 1 d . . .
H2A H 0.4771 0.8278 0.3443 0.027 Uiso 1 1 calc R U .
C3 C 0.39554(5) 0.72639(9) 0.27130(7) 0.02037(19) Uani 1 1 d . . .
C5 C 0.42056(6) 0.53981(9) 0.31984(8) 0.02180(19) Uani 1 1 d . . .
C6 C 0.48890(6) 0.56872(10) 0.38298(8) 0.0232(2) Uani 1 1 d . . .
H6 H 0.5204 0.5157 0.4189 0.028 Uiso 1 1 calc R U .
C16 C 0.69074(6) 0.35790(9) 0.54441(8) 0.0233(2) Uani 1 1 d . . .
C7 C 0.58455(6) 0.70762(10) 0.45987(8) 0.0242(2) Uani 1 1 d . . .
C10 C 0.77454(7) 0.39874(9) 0.68027(9) 0.0267(2) Uani 1 1 d . . .
H10 H 0.8076 0.4377 0.7302 0.032 Uiso 1 1 calc R U .
C9 C 0.39712(6) 0.42484(9) 0.31194(9) 0.0252(2) Uani 1 1 d . . .
C15 C 0.71315(7) 0.26175(9) 0.59619(9) 0.0272(2) Uani 1 1 d . . .
C11 C 0.63795(7) 0.35593(11) 0.45214(9) 0.0328(3) Uani 1 1 d . . .
H11 H 0.6226 0.4190 0.4165 0.039 Uiso 1 1 calc R U .
C12 C 0.60954(8) 0.25601(13) 0.41630(12) 0.0427(3) Uani 1 1 d . . .
H12 H 0.5743 0.2521 0.3551 0.051 Uiso 1 1 calc R U .
C14 C 0.68480(8) 0.16106(11) 0.56023(12) 0.0396(3) Uani 1 1 d . . .
H14 H 0.7004 0.0977 0.5954 0.048 Uiso 1 1 calc R U .
C13 C 0.63216(8) 0.16046(13) 0.46926(13) 0.0467(4) Uani 1 1 d . . .
H13 H 0.6112 0.0950 0.4426 0.056 Uiso 1 1 calc R U .
O2W O 0.5000 1.02282(13) 0.2500 0.0509(4) Uani 1 2 d S T P
O3W O 0.42435(7) 0.15071(9) 0.34515(10) 0.0483(3) Uani 1 1 d D . .
H1W2 H 0.4609(12) 0.9889(19) 0.2304(17) 0.067(7) Uiso 1 1 d . . .
H1W3 H 0.4288(15) 0.142(2) 0.3988(13) 0.088(10) Uiso 1 1 d D . .
H2W3 H 0.4514(13) 0.124(2) 0.3264(17) 0.075(9) Uiso 1 1 d D . .
H1W1 H 0.7473(14) 0.656(2) 0.4218(17) 0.065(6) Uiso 1 1 d . . .
H2W1 H 0.8128(13) 0.6296(18) 0.4827(16) 0.057(6) Uiso 1 1 d . . .
H6A H 0.4378(10) 0.2945(18) 0.3414(13) 0.045(5) Uiso 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'
Zn Zn 0.2839 1.4301 '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
O1 Zn1 N1 105.04(4) . .
O1 Zn1 O4 116.72(4) . 8_566
N1 Zn1 O4 126.69(4) . 8_566
O1 Zn1 O1W 97.58(4) . .
N1 Zn1 O1W 106.97(4) . .
O4 Zn1 O1W 99.08(4) 8_566 .
C8 O4 Zn1 113.60(7) . 8_465
Zn1 O1W H1W1 111.7(16) . .
Zn1 O1W H2W1 114.4(15) . .
H1W1 O1W H2W1 109(2) . .
C7 O1 Zn1 141.96(9) . .
C10 N1 C16 105.77(10) . .
C10 N1 Zn1 124.50(8) . .
C16 N1 Zn1 129.66(8) . .
C9 O6 H6A 112.3(14) . .
C10 N2 C15 108.15(10) . .
C10 N2 H2 125.9 . .
C15 N2 H2 125.9 . .
C3 C4 C5 120.02(10) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
O3 C8 O4 122.50(10) . .
O3 C8 C3 120.48(10) . .
O4 C8 C3 117.02(10) . .
C2 C1 C6 119.54(10) . .
C2 C1 C7 120.47(10) . .
C6 C1 C7 119.96(10) . .
C1 C2 C3 120.61(10) . .
C1 C2 H2A 119.7 . .
C3 C2 H2A 119.7 . .
C4 C3 C2 119.51(10) . .
C4 C3 C8 121.61(9) . .
C2 C3 C8 118.87(10) . .
C6 C5 C4 120.13(10) . .
C6 C5 C9 120.04(10) . .
C4 C5 C9 119.82(10) . .
C5 C6 C1 120.13(10) . .
C5 C6 H6 119.9 . .
C1 C6 H6 119.9 . .
N1 C16 C11 131.29(11) . .
N1 C16 C15 108.32(10) . .
C11 C16 C15 120.37(11) . .
O2 C7 O1 126.07(10) . .
O2 C7 C1 118.39(10) . .
O1 C7 C1 115.53(10) . .
N1 C10 N2 112.25(11) . .
N1 C10 H10 123.9 . .
N2 C10 H10 123.9 . .
O5 C9 O6 123.96(12) . .
O5 C9 C5 123.23(11) . .
O6 C9 C5 112.81(10) . .
N2 C15 C14 131.66(12) . .
N2 C15 C16 105.51(10) . .
C14 C15 C16 122.81(13) . .
C12 C11 C16 116.95(13) . .
C12 C11 H11 121.5 . .
C16 C11 H11 121.5 . .
C11 C12 C13 122.05(14) . .
C11 C12 H12 119.0 . .
C13 C12 H12 119.0 . .
C13 C14 C15 116.18(14) . .
C13 C14 H14 121.9 . .
C15 C14 H14 121.9 . .
C14 C13 C12 121.63(13) . .
C14 C13 H13 119.2 . .
C12 C13 H13 119.2 . .
H1W3 O3W H2W3 119(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.9581(9) .
Zn1 N1 1.9693(10) .
Zn1 O4 1.9722(8) 8_566
Zn1 O1W 2.0313(10) .
O4 C8 1.2917(13) .
O4 Zn1 1.9722(8) 8_465
O1W H1W1 0.82(3) .
O1W H2W1 0.81(2) .
O1 C7 1.2635(15) .
O5 C9 1.2198(15) .
O2 C7 1.2454(15) .
O3 C8 1.2310(15) .
N1 C10 1.3223(15) .
N1 C16 1.3942(15) .
O6 C9 1.3058(15) .
O6 H6A 0.82(2) .
N2 C10 1.3324(16) .
N2 C15 1.3763(17) .
N2 H2 0.8600 .
C4 C3 1.3898(15) .
C4 C5 1.3935(15) .
C4 H4 0.9300 .
C8 C3 1.5026(15) .
C1 C2 1.3896(15) .
C1 C6 1.3919(16) .
C1 C7 1.5046(14) .
C2 C3 1.3970(14) .
C2 H2A 0.9300 .
C5 C6 1.3912(15) .
C5 C9 1.4846(16) .
C6 H6 0.9300 .
C16 C11 1.3970(17) .
C16 C15 1.3978(16) .
C10 H10 0.9300 .
C15 C14 1.3894(18) .
C11 C12 1.381(2) .
C11 H11 0.9300 .
C12 C13 1.400(3) .
C12 H12 0.9300 .
C14 C13 1.382(2) .
C14 H14 0.9300 .
C13 H13 0.9300 .
O2W H1W2 0.84(2) .
O3W H1W3 0.782(16) .
O3W H2W3 0.767(15) .
