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#$Date: 2022-03-31 12:13:19 +0300 (Thu, 31 Mar 2022) $
#$Revision: 274175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/49/8104981.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_8104981
loop_
_publ_author_name
'Li, Dan-Xia'
'Wang, Hai-Jun'
'Yan, Zhen-Li'
'Du, Chao-Jun'
_publ_section_title
;
 The crystal structure of 6-amino-5-carboxypyridin-1-ium pentaiodide
 monohydrate C6H9I5N2O3
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              135
_journal_page_last               136
_journal_paper_doi               10.1515/ncrs-2021-0422
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C6 H7 N2 O2, I5, H2 O'
_chemical_formula_sum            'C6 H9 I5 N2 O3'
_chemical_formula_weight         791.65
_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     dual
_cell_angle_alpha                109.119(3)
_cell_angle_beta                 99.341(3)
_cell_angle_gamma                92.334(3)
_cell_formula_units_Z            2
_cell_length_a                   7.4851(5)
_cell_length_b                   9.6056(6)
_cell_length_c                   12.4084(7)
_cell_measurement_reflns_used    5876
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.26
_cell_volume                     827.53(9)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015) [1]'
_computing_data_collection       'Bruker APEX-II [1]'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015) [1]'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009) [2]'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009) [2]'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015) [3]'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018) [4]'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0449
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_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            17263
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.407
_diffrn_reflns_theta_min         2.255
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.392
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0723 before and 0.0507 after correction.
The Ratio of minimum to maximum transmission is 0.8181.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    3.177
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.690
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3386
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0234
_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)+(0.0151P)²+0.2158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0422
_refine_ls_wR_factor_ref         0.0449
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2864
_reflns_number_total             3386
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0422_suppl.cif
_cod_data_source_block           1
_cod_database_code               8104981
_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_max   0.454
_shelx_estimated_absorpt_t_min   0.255
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), N1(H1)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
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
C1 C 0.9540(6) 0.2526(5) 0.6136(4) 0.0204(10) Uani 1 1 d . . . . .
C2 C 0.8744(6) 0.2678(5) 0.5012(4) 0.0209(10) Uani 1 1 d . . . . .
C3 C 0.8110(6) 0.3904(5) 0.4862(4) 0.0257(11) Uani 1 1 d . . . . .
H3 H 0.816407 0.478628 0.550662 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7357(6) 0.3856(6) 0.3719(4) 0.0279(11) Uani 1 1 d . . . . .
H4 H 0.687965 0.470450 0.359699 0.033 Uiso 1 1 calc R U . . .
C5 C 0.7322(6) 0.2592(6) 0.2800(4) 0.0269(11) Uani 1 1 d . . . . .
H5 H 0.682366 0.256349 0.203720 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8028(6) 0.1314(5) 0.2977(4) 0.0208(10) Uani 1 1 d . . . . .
I1 I 0.62729(5) 0.31666(4) 0.96864(3) 0.02959(9) Uani 1 1 d . . . . .
I2 I 0.48900(4) 0.25468(3) 0.69938(2) 0.02325(8) Uani 1 1 d . . . . .
I3 I 0.36535(4) 0.18894(4) 0.46452(3) 0.03150(9) Uani 1 1 d . . . . .
I4 I 0.80776(5) -0.30113(4) 0.81772(3) 0.03111(9) Uani 1 1 d . . . . .
I5 I 0.72338(4) -0.00810(3) 0.89310(2) 0.02435(8) Uani 1 1 d . . . . .
N1 N 0.8668(5) 0.1409(4) 0.4078(3) 0.0189(8) Uani 1 1 d . . . . .
H1 H 0.905890 0.061554 0.420587 0.023 Uiso 1 1 calc R U . . .
N2 N 0.8079(5) 0.0076(4) 0.2119(3) 0.0277(9) Uani 1 1 d . . . . .
H2A H 0.853126 -0.068723 0.226765 0.033 Uiso 1 1 calc R U . . .
H2B H 0.765963 0.001213 0.139807 0.033 Uiso 1 1 calc R U . . .
O1 O 0.9811(5) 0.3782(3) 0.7009(3) 0.0275(8) Uani 1 1 d . . . . .
H1A H 1.020862 0.362390 0.762739 0.041 Uiso 1 1 calc R U . . .
O2 O 0.9927(4) 0.1336(3) 0.6218(2) 0.0223(7) Uani 1 1 d . . . . .
O1W O 0.0920(6) 0.3149(4) 0.8878(3) 0.0399(9) Uani 1 1 d G . . . .
H1WA H 0.199111 0.349720 0.930224 0.060 Uiso 1 1 d G U . . .
H1WB H 0.017030 0.342507 0.935769 0.060 Uiso 1 1 d G U . . .
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'
I I -0.4742 1.8119 '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'
N N 0.0061 0.0033 '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 C1 C2 113.6(4) . .
O2 C1 C2 122.1(4) . .
O2 C1 O1 124.3(4) . .
C3 C2 C1 125.9(4) . .
C3 C2 N1 120.4(4) . .
N1 C2 C1 113.7(4) . .
C2 C3 H3 120.6 . .
C2 C3 C4 118.7(4) . .
C4 C3 H3 120.6 . .
C3 C4 H4 120.0 . .
C5 C4 C3 120.0(4) . .
C5 C4 H4 120.0 . .
C4 C5 H5 119.9 . .
C4 C5 C6 120.3(4) . .
C6 C5 H5 119.9 . .
N1 C6 C5 117.1(4) . .
N2 C6 C5 123.0(4) . .
N2 C6 N1 119.9(4) . .
I4 I5 I1 178.189(13) . .
C2 N1 H1 118.3 . .
C6 N1 C2 123.4(4) . .
C6 N1 H1 118.3 . .
C6 N2 H2A 120.0 . .
C6 N2 H2B 120.0 . .
H2A N2 H2B 120.0 . .
C1 O1 H1A 109.5 . .
H1WA O1W H1WB 104.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.481(6) .
C1 O1 1.313(5) .
C1 O2 1.222(5) .
C2 C3 1.344(6) .
C2 N1 1.371(6) .
C3 H3 0.9500 .
C3 C4 1.424(6) .
C4 H4 0.9500 .
C4 C5 1.362(7) .
C5 H5 0.9500 .
C5 C6 1.424(6) .
C6 N1 1.344(5) .
C6 N2 1.317(6) .
I1 I5 3.1006(5) .
I2 I3 2.7604(4) .
I4 I5 2.7943(5) .
N1 H1 0.8800 .
N2 H2A 0.8800 .
N2 H2B 0.8800 .
O1 H1A 0.8400 .
O1W H1WA 0.8702 .
O1W H1WB 0.8699 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C1 C2 C3 C4 -179.0(4) . . . .
C1 C2 N1 C6 -178.7(4) . . . .
C2 C3 C4 C5 -1.3(7) . . . .
C3 C2 N1 C6 2.1(7) . . . .
C3 C4 C5 C6 0.3(7) . . . .
C4 C5 C6 N1 1.8(7) . . . .
C4 C5 C6 N2 -178.0(5) . . . .
C5 C6 N1 C2 -3.0(7) . . . .
N1 C2 C3 C4 0.2(7) . . . .
N2 C6 N1 C2 176.7(4) . . . .
O1 C1 C2 C3 -8.5(7) . . . .
O1 C1 C2 N1 172.4(4) . . . .
O2 C1 C2 C3 172.8(5) . . . .
O2 C1 C2 N1 -6.4(6) . . . .
