#------------------------------------------------------------------------------
#$Date: 2022-01-04 01:25:36 +0200 (Tue, 04 Jan 2022) $
#$Revision: 271769 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/41/7244121.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_7244121
loop_
_publ_author_name
'Zhang, Junfeng'
'Lei, Qing'
'Luan, Lindong'
'Zeng, Hongmei'
'Zou, Guohong'
'Lin, Zhien'
_publ_section_title
;
 N-methylimidazolium containing metal phosphate-oxalates: solvent-free
 synthesis, crystal structure, and proton conduction
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D1CE01659H
_journal_year                    2022
_chemical_formula_moiety         'C7 H6 In N O8 P'
_chemical_formula_sum            'C7 H6 In N O8 P'
_chemical_formula_weight         377.92
_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   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc288d32
_audit_creation_date             2021-05-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-06-30 deposited with the CCDC.	2022-01-03 downloaded from the CCDC.
;
_cell_angle_alpha                114.317(7)
_cell_angle_beta                 95.498(6)
_cell_angle_gamma                105.293(7)
_cell_formula_units_Z            2
_cell_length_a                   6.6218(4)
_cell_length_b                   9.3168(8)
_cell_length_c                   9.4721(7)
_cell_measurement_reflns_used    3024
_cell_measurement_temperature    290.77(11)
_cell_measurement_theta_max      71.3860
_cell_measurement_theta_min      5.2450
_cell_volume                     499.59(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.77(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  33.00   1.00    1.00    --  -35.23  57.00 120.00   87
  2  ω    -64.00  34.00   1.00    1.00    --  -35.23  77.00-120.00   98
  3  ω     13.00 106.00   1.00    1.00    --   35.23  38.00-150.00   93
  4  ω     17.00 104.00   1.00    1.00    --   35.23  57.00 -30.00   87
  5  ω     17.00 104.00   1.00    1.00    --   35.23  57.00  30.00   87
  6  ω     17.00 104.00   1.00    1.00    --   35.23  57.00   0.00   87
  7  ω     17.00 104.00   1.00    1.00    --   35.23  57.00 -60.00   87
  8  ω     23.00  90.00   1.00    1.00    --   35.23-125.00 120.00   67
  9  ω     87.00 177.00   1.00    1.00    --  106.90  45.00   0.00   90
 10  ω     37.00 110.00   1.00    1.00    --  106.90 -94.00 -90.00   73
 11  ω    100.00 178.00   1.00    1.00    --  106.90 111.00-180.00   78
 12  ω     39.00 127.00   1.00    1.00    --  106.90 -61.00 -90.00   88
 13  ω     36.00 113.00   1.00    1.00    --  106.90-111.00  30.00   77
 14  ω     36.00 113.00   1.00    1.00    --  106.90-111.00-180.00   77
 15  ω     87.00 177.00   1.00    1.00    --  106.90  45.00-120.00   90
 16  ω     39.00 127.00   1.00    1.00    --  106.90 -61.00  30.00   88
 17  ω    100.00 178.00   1.00    1.00    --  106.90 111.00  60.00   78
 18  ω     37.00 110.00   1.00    1.00    --  106.90 -94.00-120.00   73
 19  ω     36.00 113.00   1.00    1.00    --  106.90-111.00  90.00   77
 20  ω     87.00 175.00   1.00    1.00    --  106.90  61.00 -90.00   88
 21  ω     87.00 177.00   1.00    1.00    --  106.90  45.00-180.00   90
 22  ω     39.00 127.00   1.00    1.00    --  106.90 -61.00 150.00   88
 23  ω     81.00 178.00   1.00    1.00    --  106.90  30.00 120.00   97
 24  ω    -57.00  35.00   1.00    1.00    --  -35.23  38.00-150.00   92
 25  ω      7.00 104.00   1.00    1.00    --   35.23  77.00-150.00   97
 26  ω    -33.00  54.00   1.00    1.00    --   35.23 -57.00 -90.00   87
 27  ω    -33.00  54.00   1.00    1.00    --   35.23 -57.00 -30.00   87
 28  ω      7.00 104.00   1.00    1.00    --   35.23  77.00  30.00   97
 29  ω     17.00 104.00   1.00    1.00    --   35.23  57.00 120.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0847181000
_diffrn_orient_matrix_UB_12      0.1187139000
_diffrn_orient_matrix_UB_13      -0.0439676000
_diffrn_orient_matrix_UB_21      0.1860427000
_diffrn_orient_matrix_UB_22      0.1508631000
_diffrn_orient_matrix_UB_23      0.1293295000
_diffrn_orient_matrix_UB_31      0.1403902000
_diffrn_orient_matrix_UB_32      -0.0146083000
_diffrn_orient_matrix_UB_33      -0.1225365000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5120
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.050
_diffrn_reflns_theta_max         67.050
_diffrn_reflns_theta_min         5.269
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    20.864
_exptl_absorpt_correction_T_max  0.189
_exptl_absorpt_correction_T_min  0.015
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.512
_exptl_crystal_description       block
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.263
_exptl_crystal_size_min          0.206
_refine_diff_density_max         1.363
_refine_diff_density_min         -1.671
_refine_diff_density_rms         0.267
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0489
_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)+(0.0923P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1273
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1713
_reflns_number_total             1781
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01659h2.cif
_cod_data_source_block           1
_cod_original_cell_volume        499.59(7)
_cod_database_code               7244121
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C14  H12  In2  N2  O16  P2  '
_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.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C5(H5), C6(H6)
2.b Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.058
_oxdiff_exptl_absorpt_empirical_full_min 0.673
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.32161(6) 0.64678(5) 0.40794(4) 0.0136(2) Uani 1 1 d . . . . .
P1 P 0.2243(2) 0.4557(2) 0.65372(17) 0.0136(4) Uani 1 1 d . . . . .
O1 O 0.2477(7) 0.5873(6) 0.5949(5) 0.0192(10) Uani 1 1 d . . . . .
O2 O 0.3594(7) 0.3463(7) 0.5919(6) 0.0243(11) Uani 1 1 d . . . . .
O3 O -0.0058(7) 0.3399(6) 0.6122(6) 0.0211(10) Uani 1 1 d . . . . .
O4 O 0.3014(9) 0.5665(6) 0.8390(5) 0.0251(11) Uani 1 1 d . . . . .
H4 H 0.2596 0.5091 0.8837 0.038 Uiso 1 1 calc GR . . . .
O5 O 0.4755(8) 0.8972(6) 0.6190(5) 0.0204(10) Uani 1 1 d . . . . .
O6 O 0.6194(8) 1.1670(6) 0.6882(5) 0.0211(10) Uani 1 1 d . . . . .
O7 O 0.2254(8) 0.3863(6) 0.2464(5) 0.0217(10) Uani 1 1 d . . . . .
O8 O 0.2328(11) 0.4825(7) 0.0677(6) 0.0359(14) Uani 1 1 d . . . . .
N1 N 0.1287(11) -0.1212(8) -0.2351(8) 0.0361(17) Uani 1 1 d . . . . .
H1 H 0.1095 -0.2219 -0.3043 0.043 Uiso 1 1 calc R . . . .
C1 C 0.5302(10) 1.0191(8) 0.5880(8) 0.0157(12) Uani 1 1 d . . . . .
C2 C 0.2359(12) -0.0683(10) -0.0863(11) 0.0313(17) Uani 1 1 d . . . . .
H2 H 0.2886 -0.1390 -0.0592 0.038 Uiso 1 1 calc R . . . .
C3 C 0.2672(12) 0.0919(10) 0.0261(9) 0.0267(15) Uani 1 1 d . . . . .
H3 H 0.3403 0.1312 0.1307 0.032 Uiso 1 1 calc R . . . .
C4 C 0.1876(11) 0.1932(9) -0.0196(8) 0.0210(14) Uani 1 1 d . . . . .
C5 C 0.0807(14) 0.1341(10) -0.1738(9) 0.0309(17) Uani 1 1 d . . . . .
H5 H 0.0287 0.2023 -0.2056 0.037 Uiso 1 1 calc R . . . .
C6 C 0.0516(15) -0.0278(11) -0.2809(9) 0.038(2) Uani 1 1 d . . . . .
H6 H -0.0228 -0.0707 -0.3858 0.046 Uiso 1 1 calc R . . . .
C7 C 0.2179(12) 0.3669(8) 0.1032(8) 0.0221(15) Uani 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 0.0181 0.0091 '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'
In In 0.0822 5.0449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1CE00873K 2021
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 -2 0.1172
3 -1 -4 0.1460
-4 1 2 0.1566
0 2 -6 0.0932
4 -2 0 0.1285
1 1 4 0.1295
0 -1 -5 0.0772
3 1 1 0.1430
0 -6 4 0.1285
0 -4 6 0.0992
3 2 -4 0.1631
0 4 2 0.0925
1 -5 5 0.1054
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
_geom_angle_publ_flag
O1 In1 O5 79.40(17) . . ?
O1 In1 O6 148.83(18) . 2_676 ?
O1 In1 O7 90.01(18) . . ?
O2 In1 O1 105.05(19) 2_666 . ?
O2 In1 O3 171.42(19) 2_666 2_566 ?
O2 In1 O5 83.5(2) 2_666 . ?
O2 In1 O6 87.9(2) 2_666 2_676 ?
O2 In1 O7 87.3(2) 2_666 . ?
O3 In1 O1 83.14(19) 2_566 . ?
O3 In1 O5 95.68(19) 2_566 . ?
O3 In1 O6 83.66(19) 2_566 2_676 ?
O3 In1 O7 95.4(2) 2_566 . ?
O5 In1 O6 73.98(16) . 2_676 ?
O7 In1 O5 163.65(19) . . ?
O7 In1 O6 119.28(17) . 2_676 ?
O1 P1 O4 101.8(3) . . ?
O2 P1 O1 113.5(3) . . ?
O2 P1 O3 106.9(3) . . ?
O2 P1 O4 111.4(3) . . ?
O3 P1 O1 113.7(3) . . ?
O3 P1 O4 109.6(3) . . ?
P1 O1 In1 144.6(3) . . ?
P1 O2 In1 142.6(3) . 2_666 ?
P1 O3 In1 138.3(3) . 2_566 ?
P1 O4 H4 109.5 . . ?
C1 O5 In1 115.5(4) . . ?
C1 O6 In1 115.6(4) . 2_676 ?
C7 O7 In1 109.6(4) . . ?
C2 N1 H1 118.3 . . ?
C6 N1 H1 118.3 . . ?
C6 N1 C2 123.3(7) . . ?
O5 C1 C1 116.9(7) . 2_676 ?
O6 C1 O5 125.2(6) . . ?
O6 C1 C1 117.9(7) . 2_676 ?
N1 C2 H2 120.4 . . ?
N1 C2 C3 119.2(7) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(7) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C7 118.8(6) . . ?
C5 C4 C3 120.2(7) . . ?
C5 C4 C7 121.0(7) . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.8(8) . . ?
C6 C5 H5 120.6 . . ?
N1 C6 C5 119.9(8) . . ?
N1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O7 C7 C4 115.4(6) . . ?
O8 C7 O7 122.8(6) . . ?
O8 C7 C4 121.8(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 O1 2.124(4) . ?
In1 O2 2.096(5) 2_666 ?
In1 O3 2.123(4) 2_566 ?
In1 O5 2.234(5) . ?
In1 O6 2.237(4) 2_676 ?
In1 O7 2.139(5) . ?
P1 O1 1.522(5) . ?
P1 O2 1.507(5) . ?
P1 O3 1.520(5) . ?
P1 O4 1.570(5) . ?
O2 In1 2.096(5) 2_666 ?
O3 In1 2.123(4) 2_566 ?
O4 H4 0.8200 . ?
O5 C1 1.259(8) . ?
O6 In1 2.237(4) 2_676 ?
O6 C1 1.238(8) . ?
O7 C7 1.287(8) . ?
O8 C7 1.238(8) . ?
N1 H1 0.8600 . ?
N1 C2 1.336(12) . ?
N1 C6 1.308(12) . ?
C1 C1 1.541(13) 2_676 ?
C2 H2 0.9300 . ?
C2 C3 1.375(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(10) . ?
C4 C5 1.368(10) . ?
C4 C7 1.498(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(12) . ?
C6 H6 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4 O8 0.82 1.88 2.629(7) 151.8 1_556
N1 H1 O1 0.86 2.13 2.891(8) 147.2 1_544
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0031 5.9901 -1.9947 0.7985 0.6463 0.1574
2.9951 -0.9972 -3.9973 -0.1964 -0.1102 0.9249
-3.9944 0.9980 1.9993 0.3690 -0.3340 -0.8203
-0.0001 1.9986 -5.9933 0.5008 -0.4736 0.7052
3.9942 -1.9970 -0.0018 -0.5754 0.4416 0.5901
1.0003 0.9967 3.9967 -0.1421 0.8533 -0.3639
-0.0016 -0.9965 -4.9960 0.1015 -0.7968 0.6265
2.9973 0.9975 0.9992 -0.1794 0.8373 0.2838
-0.0027 -5.9908 3.9929 -0.8865 -0.3879 -0.4021
-0.0011 -3.9950 5.9922 -0.7376 0.1721 -0.6761
2.9968 1.9975 -3.9956 0.1589 0.3421 0.8812
0.0027 3.9922 2.0004 0.3857 0.8615 -0.3031
0.9970 -4.9930 4.9924 -0.8967 0.0779 -0.3988
