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#$Date: 2022-05-21 04:02:35 +0200 (Sat 21 de May de 2022) $
#$Revision: 275592 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/41/2244101.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_2244101
loop_
_publ_author_name
'Sathya, Udhayasuriyan'
'Nirmalram, Jeyaraman Selvaraj'
'Gomathi, Sundaramoorthy'
'Dhivya, Durairaj'
'Jegan Jennifer, Samson'
'Abdul Razak, Ibrahim'
_publ_section_title
;
 A study of the crystal structures, supramolecular patterns and Hirshfeld
 surfaces of bromide salts of hypoxanthine and xanthine
;
_journal_coeditor_code           JQ2017
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2056989022005278
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C5 H5 N4 O2 +, Br -, H2 O'
_chemical_formula_moiety         'C5 H5 N4 O2 +, Br -, H2 O'
_chemical_formula_sum            'C5 H7 Br N4 O3'
_chemical_formula_weight         251.06
_chemical_name_common
;
Xanthinium bromide monohydrate
;
_chemical_name_systematic
;
2,6-Dioxo-2,3,6,9-tetrahydro-1H-purin-7-ium bromide monohydrate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 103.003(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.9225(2)
_cell_length_b                   22.7572(17)
_cell_length_c                   7.5601(5)
_cell_measurement_reflns_used    1418
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      29.6
_cell_measurement_theta_min      2.9
_cell_volume                     825.18(9)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020), Mercury (Macrae et al., 2020)
and POVRay (Cason, 2004)
;
_computing_publication_material
;
PLATON (Spek, 2020) and publCIF (Westrip,2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      303(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.796
_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  0.0449
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5810
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.649
_diffrn_reflns_theta_min         2.907
_exptl_absorpt_coefficient_mu    4.963
_exptl_absorpt_correction_T_max  0.561
_exptl_absorpt_correction_T_min  0.316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.021
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.548
_exptl_crystal_size_mid          0.367
_exptl_crystal_size_min          0.308
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.620
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1855
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0360
_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)+(0.0151P)²+1.7175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0687
_refine_ls_wR_factor_ref         0.0802
_reflns_number_gt                1418
_reflns_number_total             1855
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jq2017sup1.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2244101
_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   0.172
_shelx_estimated_absorpt_t_max   0.310
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 -0.16454(8) 0.20412(2) 0.47569(6) 0.03200(14) Uani d 1 . .
O O6 0.8033(5) 0.47823(12) 0.6033(4) 0.0318(6) Uani d 1 . .
C C6 0.6301(7) 0.44615(16) 0.6465(5) 0.0241(8) Uani d 1 . .
N N1 0.5267(7) 0.45642(14) 0.7988(4) 0.0273(7) Uani d 1 . .
H H1 0.578(8) 0.4867(13) 0.855(5) 0.033 Uiso d 1 . .
C C2 0.3313(8) 0.42399(16) 0.8628(5) 0.0254(8) Uani d 1 . .
O O2 0.2541(6) 0.43894(13) 0.9992(4) 0.0380(7) Uani d 1 . .
N N3 0.2278(6) 0.37489(13) 0.7647(4) 0.0251(7) Uani d 1 . .
H H3 0.126(7) 0.3545(16) 0.812(5) 0.030 Uiso d 1 . .
C C4 0.3212(7) 0.36166(15) 0.6147(5) 0.0238(8) Uani d 1 . .
C C5 0.5108(7) 0.39456(16) 0.5538(5) 0.0237(8) Uani d 1 . .
N N7 0.5509(7) 0.36852(14) 0.3972(4) 0.0273(7) Uani d 1 . .
H H7 0.651(8) 0.3804(18) 0.332(5) 0.033 Uiso d 1 . .
C C8 0.3919(8) 0.32168(18) 0.3652(6) 0.0304(9) Uani d 1 . .
H H8 0.384(9) 0.2947(18) 0.265(6) 0.036 Uiso d 1 . .
N N9 0.2477(7) 0.31597(14) 0.4956(5) 0.0279(7) Uani d 1 . .
H H9 0.148(7) 0.2876(14) 0.503(6) 0.033 Uiso d 1 . .
O O1W 0.8947(7) 0.42353(14) 0.2374(4) 0.0434(8) Uani d 1 . .
H H1WA 0.983(9) 0.4523(16) 0.298(6) 0.065 Uiso d 1 . .
H H1WB 0.980(9) 0.415(2) 0.154(5) 0.065 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'
Br Br -0.2901 2.4595 '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
O6 C6 N1 . . 122.2(3) ?
O6 C6 C5 . . 126.6(4) ?
N1 C6 C5 . . 111.2(3) ?
C6 N1 C2 . . 128.1(3) ?
C6 N1 H1 . . 116(3) ?
C2 N1 H1 . . 115(3) ?
O2 C2 N3 . . 122.2(3) ?
O2 C2 N1 . . 121.2(3) ?
N3 C2 N1 . . 116.6(3) ?
C4 N3 C2 . . 118.7(3) ?
C4 N3 H3 . . 126(3) ?
C2 N3 H3 . . 115(3) ?
N3 C4 C5 . . 123.6(3) ?
N3 C4 N9 . . 129.2(3) ?
C5 C4 N9 . . 107.2(3) ?
C4 C5 N7 . . 107.3(3) ?
C4 C5 C6 . . 121.8(3) ?
N7 C5 C6 . . 130.9(3) ?
C8 N7 C5 . . 108.2(3) ?
C8 N7 H7 . . 125(3) ?
C5 N7 H7 . . 127(3) ?
N7 C8 N9 . . 109.6(4) ?
N7 C8 H8 . . 125(3) ?
N9 C8 H8 . . 125(3) ?
C8 N9 C4 . . 107.7(3) ?
C8 N9 H9 . . 123(3) ?
C4 N9 H9 . . 129(3) ?
H1WA O1W H1WB . . 107(2) ?
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
O6 C6 . 1.221(4) ?
C6 N1 . 1.380(5) ?
C6 C5 . 1.425(5) ?
N1 C2 . 1.383(5) ?
N1 H1 . 0.82(2) ?
C2 O2 . 1.224(5) ?
C2 N3 . 1.374(5) ?
N3 C4 . 1.350(5) ?
N3 H3 . 0.82(2) ?
C4 C5 . 1.355(5) ?
C4 N9 . 1.370(5) ?
C5 N7 . 1.378(5) ?
N7 C8 . 1.312(5) ?
N7 H7 . 0.82(2) ?
C8 N9 . 1.344(5) ?
C8 H8 . 0.97(4) ?
N9 H9 . 0.82(2) ?
O1W H1WA . 0.857(10) ?
O1W H1WB . 0.860(10) ?
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 O2 3_667 0.82(2) 2.09(2) 2.903(4) 175(4) yes
N3 H3 Br1 4_566 0.82(2) 2.48(2) 3.301(3) 176(4) yes
N7 H7 O1W . 0.82(2) 1.81(2) 2.609(4) 163(4) yes
N9 H9 Br1 . 0.82(2) 2.43(2) 3.237(3) 172(4) yes
O1W H1WA O6 3_766 0.857(10) 1.954(14) 2.802(4) 171(5) yes
O1W H1WB Br1 4_665 0.860(10) 3.03(4) 3.490(3) 115(3) yes
O1W H1WB O2 1_654 0.860(10) 2.05(3) 2.816(4) 149(4) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O6 C6 N1 C2 . . . . 179.8(4) ?
C5 C6 N1 C2 . . . . -0.7(5) ?
C6 N1 C2 O2 . . . . -178.6(4) ?
C6 N1 C2 N3 . . . . 0.8(6) ?
O2 C2 N3 C4 . . . . 179.3(4) ?
N1 C2 N3 C4 . . . . -0.1(5) ?
C2 N3 C4 C5 . . . . -0.6(5) ?
C2 N3 C4 N9 . . . . -179.3(4) ?
N3 C4 C5 N7 . . . . -178.8(3) ?
N9 C4 C5 N7 . . . . 0.1(4) ?
N3 C4 C5 C6 . . . . 0.8(6) ?
N9 C4 C5 C6 . . . . 179.6(3) ?
O6 C6 C5 C4 . . . . 179.3(4) ?
N1 C6 C5 C4 . . . . -0.1(5) ?
O6 C6 C5 N7 . . . . -1.2(7) ?
N1 C6 C5 N7 . . . . 179.3(4) ?
C4 C5 N7 C8 . . . . -0.1(4) ?
C6 C5 N7 C8 . . . . -179.6(4) ?
C5 N7 C8 N9 . . . . 0.1(5) ?
N7 C8 N9 C4 . . . . 0.0(4) ?
N3 C4 N9 C8 . . . . 178.7(4) ?
C5 C4 N9 C8 . . . . -0.1(4) ?

_cod_database_fobs_code 2244101
