#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/82/2018242.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_2018242
loop_
_publ_author_name
'Sridhar, Balasubramanian'
_publ_section_title
;
 Water-induced pseudo-quadruple hydrogen-bonding motifs in
 xanthine--inorganic acid complexes
;
_journal_coeditor_code           DN3164
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o382
_journal_page_last               o386
_journal_paper_doi               10.1107/S0108270111036493
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C5 H5 N4 O2 +, H O4 S -, H2 O'
_chemical_formula_moiety         'C5 H5 N4 O2 +, H O4 S -, H2 O'
_chemical_formula_sum            'C5 H8 N4 O7 S'
_chemical_formula_weight         268.21
_chemical_name_common            'Xanthinium hydrogen sulfate hydrate'
_chemical_name_systematic
;
2,6-dioxo-1,2,3,6-tetrahydro-9H-purin-7-ium hydrogen sulfate monohydrate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.510(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.183(5)
_cell_length_b                   24.805(5)
_cell_length_c                   7.701(5)
_cell_measurement_reflns_used    9350
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.99
_cell_measurement_theta_min      2.72
_cell_volume                     962.7(11)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10396
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.64
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.374
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.335
_refine_ls_abs_structure_details
'Flack & Bernardinelli (2000), with how many Friedel pairs?'
_refine_ls_abs_structure_Flack   0.13(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         3998
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0298
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0586P)²+0.1425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0794
_refine_ls_wR_factor_ref         0.0798
_reflns_number_gt                3939
_reflns_number_total             3998
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn3164.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2018242
_cod_database_fobs_code          2018242
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
C C2A 1.3429(4) 0.46306(8) 0.6082(3) 0.0278(4) Uani d . 1 1
C C4A 1.3118(4) 0.51974(8) 0.3606(3) 0.0253(4) Uani d . 1 1
C C5A 1.4932(4) 0.49060(8) 0.2972(2) 0.0260(4) Uani d . 1 1
C C6A 1.6203(4) 0.44469(8) 0.3924(3) 0.0279(4) Uani d . 1 1
C C8A 1.3504(4) 0.55589(9) 0.1094(3) 0.0310(4) Uani d . 1 1
H H8A 1.3250 0.5785 0.0104 0.037 Uiso calc R 1 1
N N1A 1.5284(4) 0.43415(7) 0.5435(2) 0.0297(4) Uani d . 1 1
H H1N 1.588(5) 0.4084(10) 0.609(3) 0.027(6) Uiso d . 1 1
N N3A 1.2384(3) 0.50759(7) 0.5137(2) 0.0279(3) Uani d . 1 1
H H2N 1.119(6) 0.5245(12) 0.558(4) 0.040(7) Uiso d . 1 1
N N7A 1.5134(3) 0.51486(7) 0.1393(2) 0.0292(3) Uani d D 1 1
H H3N 1.600(7) 0.5018(15) 0.068(4) 0.072(11) Uiso d D 1 1
N N9A 1.2251(3) 0.56058(7) 0.2428(2) 0.0281(3) Uani d . 1 1
H H4N 1.122(5) 0.5866(11) 0.258(3) 0.029(6) Uiso d . 1 1
O O10A 1.2741(3) 0.44953(7) 0.7434(2) 0.0397(4) Uani d . 1 1
O O11A 1.7897(3) 0.41685(6) 0.3492(2) 0.0379(4) Uani d . 1 1
C C2B 1.6485(4) 0.32564(8) 0.8867(3) 0.0286(4) Uani d . 1 1
C C4B 1.6576(4) 0.27282(7) 1.1416(2) 0.0238(3) Uani d . 1 1
C C5B 1.4802(4) 0.30477(8) 1.1969(2) 0.0260(4) Uani d . 1 1
C C6B 1.3646(4) 0.35067(8) 1.0958(3) 0.0267(4) Uani d . 1 1
C C8B 1.5995(4) 0.24141(9) 1.3953(3) 0.0316(4) Uani d . 1 1
H H8B 1.6133 0.2200 1.4961 0.038 Uiso calc R 1 1
N N1B 1.4657(4) 0.35717(7) 0.9447(2) 0.0313(4) Uani d . 1 1
H H5N 1.402(7) 0.3884(16) 0.871(5) 0.069(10) Uiso d . 1 1
N N3B 1.7438(3) 0.28130(7) 0.9899(2) 0.0277(3) Uani d . 1 1
H H6N 1.825(5) 0.2571(11) 0.934(3) 0.029(6) Uiso d . 1 1
N N7B 1.4475(4) 0.28433(7) 1.3572(2) 0.0299(3) Uani d . 1 1
H H7N 1.332(6) 0.2988(13) 1.429(4) 0.050(8) Uiso d . 1 1
N N9B 1.7320(3) 0.23320(7) 1.2668(2) 0.0287(3) Uani d D 1 1
H H8N 1.812(5) 0.2049(9) 1.252(4) 0.034(7) Uiso d D 1 1
O O10B 1.7199(3) 0.33619(7) 0.7508(2) 0.0396(4) Uani d . 1 1
O O11B 1.1990(3) 0.38113(6) 1.1301(2) 0.0381(3) Uani d . 1 1
S S1A 0.80004(9) 0.601453(18) 0.72459(6) 0.02656(11) Uani d . 1 1
O O1A 0.5882(3) 0.62314(7) 0.5631(2) 0.0412(4) Uani d D 1 1
H H1O 0.660(6) 0.6251(13) 0.480(3) 0.051(8) Uiso d D 1 1
O O2A 0.8671(4) 0.54763(7) 0.6732(2) 0.0469(4) Uani d . 1 1
O O3A 0.6642(3) 0.59808(7) 0.8682(2) 0.0401(3) Uani d . 1 1
O O4A 1.0233(4) 0.63669(9) 0.7597(3) 0.0578(5) Uani d . 1 1
S S1B 0.84164(9) 0.686166(18) 0.22880(6) 0.02849(12) Uani d . 1 1
O O1B 0.6339(4) 0.68530(9) 0.0490(2) 0.0511(4) Uani d . 1 1
H H2O 0.658(9) 0.6528(19) 0.018(6) 0.091(14) Uiso d . 1 1
O O2B 0.8328(3) 0.63096(6) 0.3027(2) 0.0389(3) Uani d . 1 1
O O3B 0.7557(4) 0.72644(8) 0.3326(3) 0.0573(5) Uani d . 1 1
O O4B 1.1010(4) 0.69425(8) 0.1926(3) 0.0554(5) Uani d . 1 1
O O1W 2.0991(4) 0.33165(8) 0.5118(3) 0.0468(4) Uani d . 1 1
H H1W 2.014(6) 0.3623(13) 0.469(4) 0.044(8) Uiso d . 1 1
H H2W 2.066(8) 0.3192(18) 0.598(6) 0.073(12) Uiso d . 1 1
O O2W 0.8743(4) 0.47062(9) 0.9774(3) 0.0450(4) Uani d . 1 1
H H3W 0.923(9) 0.4832(18) 0.904(6) 0.077(13) Uiso d . 1 1
H H4W 0.973(8) 0.4471(17) 1.019(5) 0.063(10) Uiso d . 1 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O10A C2A N3A 121.22(19) ?
O10A C2A N1A 122.00(19) ?
N3A C2A N1A 116.79(18) ?
N3A C4A C5A 123.42(18) ?
N3A C4A N9A 128.90(18) ?
C5A C4A N9A 107.68(18) ?
C4A C5A N7A 106.52(17) ?
C4A C5A C6A 120.87(18) ?
N7A C5A C6A 132.61(17) ?
O11A C6A N1A 122.22(19) ?
O11A C6A C5A 125.81(19) ?
N1A C6A C5A 111.97(17) ?
N7A C8A N9A 109.92(18) ?
N7A C8A H8A 125.0 ?
N9A C8A H8A 125.0 ?
C6A N1A C2A 127.68(17) ?
C6A N1A H1N 120.5(18) ?
C2A N1A H1N 111.8(18) ?
C4A N3A C2A 119.19(17) ?
C4A N3A H2N 126.7(19) ?
C2A N3A H2N 114.0(19) ?
C8A N7A C5A 108.34(17) y
C8A N7A H3N 127(3) ?
C5A N7A H3N 124(3) ?
C8A N9A C4A 107.53(18) y
C8A N9A H4N 126.2(16) ?
C4A N9A H4N 126.0(16) ?
O10B C2B N3B 121.8(2) ?
O10B C2B N1B 121.70(19) ?
N3B C2B N1B 116.47(18) ?
C5B C4B N3B 124.21(17) ?
C5B C4B N9B 107.36(17) ?
N3B C4B N9B 128.41(18) ?
C4B C5B N7B 107.47(17) ?
C4B C5B C6B 121.53(18) ?
N7B C5B C6B 130.99(17) ?
O11B C6B N1B 122.10(18) ?
O11B C6B C5B 127.06(19) ?
N1B C6B C5B 110.84(17) ?
N7B C8B N9B 109.88(19) ?
N7B C8B H8B 125.1 ?
N9B C8B H8B 125.1 ?
C2B N1B C6B 128.69(17) ?
C2B N1B H5N 115(2) ?
C6B N1B H5N 116(2) ?
C4B N3B C2B 118.23(17) ?
C4B N3B H6N 126.1(16) ?
C2B N3B H6N 113.9(16) ?
C8B N7B C5B 107.72(18) y
C8B N7B H7N 126.1(19) ?
C5B N7B H7N 126.2(19) ?
C8B N9B C4B 107.56(17) y
C8B N9B H8N 125.5(19) ?
C4B N9B H8N 125.0(19) ?
O4A S1A O3A 114.17(12) y
O4A S1A O2A 112.27(13) y
O3A S1A O2A 110.13(10) y
O4A S1A O1A 109.33(11) y
O3A S1A O1A 104.69(12) y
O2A S1A O1A 105.62(11) y
S1A O1A H1O 106(2) ?
O3B S1B O4B 116.08(13) y
O3B S1B O2B 113.06(12) y
O4B S1B O2B 108.30(11) y
O3B S1B O1B 105.74(13) y
O4B S1B O1B 108.26(13) y
O2B S1B O1B 104.67(11) y
S1B O1B H2O 99(3) ?
H1W O1W H2W 117(4) ?
H3W O2W H4W 108(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C2A O10A 1.223(3) ?
C2A N3A 1.364(3) ?
C2A N1A 1.382(3) ?
C4A N3A 1.355(3) ?
C4A C5A 1.363(3) ?
C4A N9A 1.364(3) ?
C5A N7A 1.383(3) ?
C5A C6A 1.429(3) ?
C6A O11A 1.222(3) ?
C6A N1A 1.382(3) ?
C8A N7A 1.309(3) ?
C8A N9A 1.343(3) ?
C8A H8A 0.9300 ?
N1A H1N 0.83(3) ?
N3A H2N 0.88(3) ?
N7A H3N 0.851(19) ?
N9A H4N 0.86(3) ?
C2B O10B 1.217(3) ?
C2B N3B 1.379(3) ?
C2B N1B 1.381(3) ?
C4B C5B 1.356(3) ?
C4B N3B 1.361(2) ?
C4B N9B 1.368(2) ?
C5B N7B 1.381(3) ?
C5B C6B 1.430(3) ?
C6B O11B 1.218(3) ?
C6B N1B 1.393(3) ?
C8B N7B 1.316(3) ?
C8B N9B 1.346(3) ?
C8B H8B 0.9300 ?
N1B H5N 0.97(4) ?
N3B H6N 0.90(3) ?
N7B H7N 0.97(3) ?
N9B H8N 0.835(17) ?
S1A O4A 1.425(2) y
S1A O3A 1.4453(17) y
S1A O2A 1.4574(17) y
S1A O1A 1.5504(18) y
O1A H1O 0.813(18) ?
S1B O3B 1.4148(19) y
S1B O4B 1.449(2) y
S1B O2B 1.4877(16) y
S1B O1B 1.5430(19) y
O1B H2O 0.86(5) ?
O1W H1W 0.90(3) ?
O1W H2W 0.79(4) ?
O2W H3W 0.74(5) ?
O2W H4W 0.79(4) ?
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
N1A H1N O10B . 0.83(3) 2.12(3) 2.949(2) 173(2)
N3A H2N O2A . 0.88(3) 1.83(3) 2.703(3) 169(3)
N7A H3N O2W 1_654 0.851(19) 1.89(2) 2.710(3) 162(4)
N9A H4N O2B . 0.86(3) 1.96(3) 2.799(3) 166(2)
N1B H5N O10A . 0.97(4) 1.84(4) 2.814(2) 177(3)
N3B H6N O4B 2_846 0.90(3) 1.93(3) 2.795(3) 163(2)
N7B H7N O1W 1_456 0.97(3) 1.70(3) 2.657(3) 167(3)
N9B H8N O4A 2_847 0.835(17) 1.908(18) 2.739(3) 173(3)
O1A H1O O2B . 0.813(18) 1.806(18) 2.618(3) 177(3)
O1B H2O O3A 1_554 0.86(5) 1.78(5) 2.597(2) 157(4)
O1W H1W O11A . 0.90(3) 1.88(3) 2.769(3) 169(3)
O1W H2W O10B . 0.79(4) 2.40(4) 2.992(3) 133(4)
O1W H2W O3B 2_846 0.79(4) 2.49(4) 2.897(3) 114(4)
O2W H3W O2A . 0.74(5) 2.36(5) 3.016(3) 149(4)
O2W H3W O10A . 0.74(5) 2.57(5) 3.092(3) 130(4)
O2W H4W O11B . 0.79(4) 2.08(4) 2.867(3) 174(4)
C8A H8A O3A 1_654 0.93 2.33 2.933(3) 122.2
C8B H8B O3B 2_747 0.93 2.57 3.118(3) 118.1
C8B H8B O4B 2_847 0.93 2.59 3.398(3) 146.1
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
N3A C4A C5A N7A 179.50(18)
N9A C4A C5A N7A 0.1(2)
N3A C4A C5A C6A -0.5(3)
N9A C4A C5A C6A -179.92(17)
C4A C5A C6A O11A -178.08(19)
N7A C5A C6A O11A 1.9(4)
C4A C5A C6A N1A 2.3(3)
N7A C5A C6A N1A -177.7(2)
O11A C6A N1A C2A 178.6(2)
C5A C6A N1A C2A -1.8(3)
O10A C2A N1A C6A 179.2(2)
N3A C2A N1A C6A -0.6(3)
C5A C4A N3A C2A -2.2(3)
N9A C4A N3A C2A 177.10(19)
O10A C2A N3A C4A -177.16(19)
N1A C2A N3A C4A 2.6(3)
N9A C8A N7A C5A 1.1(2)
C4A C5A N7A C8A -0.7(2)
C6A C5A N7A C8A 179.3(2)
N7A C8A N9A C4A -1.0(2)
N3A C4A N9A C8A -178.83(19)
C5A C4A N9A C8A 0.5(2)
N3B C4B C5B N7B -178.45(17)
N9B C4B C5B N7B 0.1(2)
N3B C4B C5B C6B 0.8(3)
N9B C4B C5B C6B 179.43(17)
C4B C5B C6B O11B 177.9(2)
N7B C5B C6B O11B -3.0(4)
C4B C5B C6B N1B -1.8(3)
N7B C5B C6B N1B 177.35(19)
O10B C2B N1B C6B -179.9(2)
N3B C2B N1B C6B 0.7(3)
O11B C6B N1B C2B -178.6(2)
C5B C6B N1B C2B 1.0(3)
C5B C4B N3B C2B 1.1(3)
N9B C4B N3B C2B -177.21(19)
O10B C2B N3B C4B 178.88(19)
N1B C2B N3B C4B -1.7(3)
N9B C8B N7B C5B 0.5(2)
C4B C5B N7B C8B -0.4(2)
C6B C5B N7B C8B -179.6(2)
N7B C8B N9B C4B -0.4(2)
C5B C4B N9B C8B 0.1(2)
N3B C4B N9B C8B 178.65(19)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654335
