#------------------------------------------------------------------------------
#$Date: 2017-05-05 08:49:52 +0300 (Fri, 05 May 2017) $
#$Revision: 196234 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/99/2019911.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_2019911
loop_
_publ_author_name
'Gomathi, Sundaramoorthy'
'Nirmalram, Jeyaraman Selvaraj'
'Muthiah, Packianathan Thomas'
_publ_section_title
;
 Hydrogen bonding patterns in salts of derivatives of aminopyrimidine and
 thiobarbituric acid
;
_journal_coeditor_code           ZB5044
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials'
_journal_paper_doi               10.1107/S2052520615001729
_journal_volume                  71
_journal_year                    2015
_chemical_formula_moiety
'C6 H10 N3 O2, C4 H3 N2 O2 S, 1.75(H2 O)'
_chemical_formula_sum            'C10 H16 N5 O5.75 S'
_chemical_formula_weight         330.34
_chemical_name_systematic
;
 2-amino-4,6-dimethoxy pyrimidin-1-ium thiobarbiturate dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                77.876(2)
_cell_angle_beta                 86.712(3)
_cell_angle_gamma                75.243(2)
_cell_formula_units_Z            4
_cell_length_a                   10.2941(5)
_cell_length_b                   10.9564(4)
_cell_length_c                   14.3656(6)
_cell_measurement_reflns_used    6415
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.7
_cell_measurement_theta_min      1.5
_cell_volume                     1531.84(11)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics
;
PLATON (Spek, 2009), Mercury (Macrae et al., 2008)
and POVRay (Cason, 2004)
;
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28369
_diffrn_reflns_theta_full        26.67
_diffrn_reflns_theta_max         26.67
_diffrn_reflns_theta_min         1.45
_exptl_absorpt_coefficient_mu    0.246
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8592
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.324
_refine_ls_extinction_coef       0.0038(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         6415
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0668P)²+0.5087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1385
_reflns_number_gt                4542
_reflns_number_total             6415
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            zb5044sup1.cif
_cod_data_source_block           MAMPYTBA
_cod_depositor_comments
;

2017-04-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety
'2(C6 H10 N3 O2), 2(C4 H3 N2 O2 S),3(H2 O), O'
_cod_original_formula_sum            'C40 H64 N20 O23 S4'
_cod_original_formula_weight         1321.35
_cod_original_formula_units_Z            1
_cod_database_code               2019911
_cod_database_fobs_code          2019911
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
S S1A 0.62398(5) 0.53745(5) 0.28207(5) 0.0665(2) Uani d . 1 1
S S1B 0.38626(5) -0.07033(5) 0.21110(5) 0.0617(2) Uani d . 1 1
O O4A 0.16426(13) 0.72452(12) 0.16397(11) 0.0518(4) Uani d . 1 1
O O4B 0.84401(13) -0.26318(12) 0.32988(11) 0.0540(4) Uani d . 1 1
N N4B 0.63423(15) -0.16166(13) 0.27880(11) 0.0386(4) Uani d . 1 1
H H4B 0.6232 -0.2360 0.2760 0.046 Uiso calc R 1 1
N N5A 0.45814(14) 0.40761(13) 0.24170(11) 0.0350(3) Uani d . 1 1
H H5A 0.5226 0.3407 0.2602 0.042 Uiso calc R 1 1
N N5B 0.55031(14) 0.05536(13) 0.26020(11) 0.0352(3) Uani d . 1 1
H H5B 0.4854 0.1226 0.2438 0.042 Uiso calc R 1 1
N N4A 0.37497(15) 0.62576(14) 0.21546(12) 0.0400(4) Uani d . 1 1
H H4A 0.3865 0.7009 0.2153 0.048 Uiso calc R 1 1
O O3B 0.66901(13) 0.18582(12) 0.29728(10) 0.0461(4) Uani d . 1 1
O O3A 0.33801(13) 0.27411(12) 0.21221(10) 0.0451(3) Uani d . 1 1
N N1B 1.08012(15) -0.41437(16) 0.39438(11) 0.0424(4) Uani d . 1 1
H H1B 1.0175 -0.3454 0.3772 0.051 Uiso calc R 1 1
N N1A -0.07691(15) 0.88129(15) 0.10252(11) 0.0401(4) Uani d . 1 1
H H1A -0.0152 0.8110 0.1175 0.048 Uiso calc R 1 1
C C12A 0.33997(17) 0.38843(16) 0.21125(13) 0.0338(4) Uani d . 1 1
C C11A 0.23570(18) 0.49782(16) 0.18336(13) 0.0375(4) Uani d . 1 1
H H11A 0.1551 0.4892 0.1627 0.045 Uiso calc R 1 1
C C9B 0.53068(17) -0.05864(16) 0.25256(13) 0.0363(4) Uani d . 1 1
O O1A -0.35724(15) 1.20934(17) 0.03581(12) 0.0670(5) Uani d . 1 1
C C11B 0.77331(18) -0.03703(17) 0.31635(13) 0.0376(4) Uani d . 1 1
H H11B 0.8547 -0.0297 0.3365 0.045 Uiso calc R 1 1
O O2A -0.19880(16) 0.75984(15) 0.06231(12) 0.0622(4) Uani d . 1 1
C C2B 1.05988(19) -0.52937(18) 0.38824(14) 0.0416(4) Uani d . 1 1
C C10B 0.75799(17) -0.15709(17) 0.31013(13) 0.0363(4) Uani d . 1 1
N N2B 0.94399(17) -0.53192(16) 0.35701(14) 0.0527(5) Uani d . 1 1
H H2B1 0.9285 -0.6042 0.3532 0.063 Uiso calc R 1 1
H H2B2 0.8833 -0.4613 0.3403 0.063 Uiso calc R 1 1
N N2A 0.06135(16) 0.99175(16) 0.14810(13) 0.0498(4) Uani d . 1 1
H H2A1 0.0780 1.0623 0.1552 0.060 Uiso calc R 1 1
H H2A2 0.1208 0.9199 0.1634 0.060 Uiso calc R 1 1
C C10A 0.25041(18) 0.61936(17) 0.18594(13) 0.0364(4) Uani d . 1 1
C C12B 0.66796(17) 0.07309(16) 0.29267(13) 0.0337(4) Uani d . 1 1
C C6A -0.1954(2) 0.8781(2) 0.06778(14) 0.0457(5) Uani d . 1 1
C C4A -0.26112(19) 1.1010(2) 0.05776(14) 0.0472(5) Uani d . 1 1
C C9A 0.47834(18) 0.52337(16) 0.24417(14) 0.0378(4) Uani d . 1 1
C C2A -0.05441(18) 0.99377(18) 0.11392(13) 0.0383(4) Uani d . 1 1
N N3A -0.14633(16) 1.10600(15) 0.09026(12) 0.0441(4) Uani d . 1 1
N N3B 1.15319(18) -0.63971(17) 0.41394(13) 0.0537(5) Uani d . 1 1
O O2B 1.19842(18) -0.28611(19) 0.42814(13) 0.0738(5) Uani d . 1 1
C C5A -0.2925(2) 0.9895(2) 0.04417(15) 0.0538(6) Uani d . 1 1
H H5A1 -0.3752 0.9912 0.0203 0.065 Uiso calc R 1 1
O O1B 1.36548(18) -0.7378(2) 0.46774(14) 0.0962(8) Uani d . 1 1
C C6B 1.1975(2) -0.4060(2) 0.42723(15) 0.0540(6) Uani d . 1 1
C C4B 1.2666(2) -0.6303(3) 0.44431(16) 0.0633(7) Uani d . 1 1
C C5B 1.2961(2) -0.5169(3) 0.45415(17) 0.0698(8) Uani d . 1 1
H H5B1 1.3782 -0.5162 0.4777 0.084 Uiso calc R 1 1
O O1W 0.08779(17) 0.22722(17) 0.18992(17) 0.0776(6) Uani d D 1 1
H H1W 0.1655(15) 0.232(3) 0.2021(18) 0.093 Uiso d D 1 1
H H2W 0.068(3) 0.282(2) 0.1410(14) 0.093 Uiso d D 1 1
O O2W 0.91524(17) 0.21298(18) 0.34902(15) 0.0744(5) Uani d D 1 1
H H3W 0.966(2) 0.211(3) 0.3020(14) 0.089 Uiso d D 1 1
H H4W 0.8406(14) 0.206(3) 0.3346(18) 0.089 Uiso d D 1 1
O O3W -0.0610(6) 0.4545(3) 0.0796(5) 0.264(3) Uani d D 1 1
H H5W -0.063(8) 0.392(5) 0.054(5) 0.317 Uiso d D 1 1
H H6W -0.016(7) 0.417(6) 0.130(3) 0.317 Uiso d D 1 1
O O4W 1.0000 0.0000 0.5000 0.293(5) Uani d S 1 2
C C7A -0.3295(3) 1.3262(2) 0.0519(2) 0.0776(8) Uani d . 1 1
H H7A1 -0.3087 1.3157 0.1178 0.116 Uiso calc R 1 1
H H7A2 -0.4069 1.3968 0.0352 0.116 Uiso calc R 1 1
H H7A3 -0.2545 1.3435 0.0133 0.116 Uiso calc R 1 1
C C7B 1.3412(4) -0.8565(3) 0.4518(2) 0.1209(16) Uani d . 1 1
H H7B1 1.2683 -0.8767 0.4916 0.181 Uiso calc R 1 1
H H7B2 1.4207 -0.9252 0.4670 0.181 Uiso calc R 1 1
H H7B3 1.3185 -0.8461 0.3862 0.181 Uiso calc R 1 1
C C8A -0.3206(3) 0.7454(3) 0.0240(2) 0.0843(9) Uani d . 1 1
H H8A1 -0.3956 0.7734 0.0640 0.126 Uiso calc R 1 1
H H8A2 -0.3110 0.6565 0.0221 0.126 Uiso calc R 1 1
H H8A3 -0.3356 0.7967 -0.0392 0.126 Uiso calc R 1 1
C C8B 1.3190(3) -0.2651(4) 0.4639(2) 0.1065(12) Uani d . 1 1
H H8B1 1.3331 -0.3096 0.5290 0.160 Uiso calc R 1 1
H H8B2 1.3082 -0.1746 0.4600 0.160 Uiso calc R 1 1
H H8B3 1.3950 -0.2974 0.4261 0.160 Uiso calc R 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
C9B N4B C10B 124.93(15)
C9B N4B H4B 117.5
C10B N4B H4B 117.5
C9A N5A C12A 124.61(14)
C9A N5A H5A 117.7
C12A N5A H5A 117.7
C9B N5B C12B 125.00(14)
C9B N5B H5B 117.5
C12B N5B H5B 117.5
C9A N4A C10A 124.94(15)
C9A N4A H4A 117.5
C10A N4A H4A 117.5
C2B N1B C6B 120.96(18)
C2B N1B H1B 119.5
C6B N1B H1B 119.5
C2A N1A C6A 120.85(16)
C2A N1A H1A 119.6
C6A N1A H1A 119.6
O3A C12A C11A 126.50(16)
O3A C12A N5A 116.65(15)
C11A C12A N5A 116.85(15)
C10A C11A C12A 120.91(16)
C10A C11A H11A 119.5
C12A C11A H11A 119.5
N5B C9B N4B 115.90(15)
N5B C9B S1B 121.64(13)
N4B C9B S1B 122.45(13)
C4A O1A C7A 117.30(19)
C10B C11B C12B 120.79(16)
C10B C11B H11B 119.6
C12B C11B H11B 119.6
C6A O2A C8A 116.7(2)
N2B C2B N3B 119.36(19)
N2B C2B N1B 118.37(16)
N3B C2B N1B 122.26(19)
O4B C10B C11B 127.07(16)
O4B C10B N4B 116.04(15)
C11B C10B N4B 116.88(15)
C2B N2B H2B1 120.0
C2B N2B H2B2 120.0
H2B1 N2B H2B2 120.0
C2A N2A H2A1 120.0
C2A N2A H2A2 120.0
H2A1 N2A H2A2 120.0
O4A C10A C11A 127.07(17)
O4A C10A N4A 116.33(15)
C11A C10A N4A 116.59(15)
O3B C12B N5B 117.02(15)
O3B C12B C11B 126.53(16)
N5B C12B C11B 116.45(15)
O2A C6A N1A 112.06(17)
O2A C6A C5A 128.63(19)
N1A C6A C5A 119.31(19)
N3A C4A O1A 118.9(2)
N3A C4A C5A 125.20(18)
O1A C4A C5A 115.91(19)
N5A C9A N4A 116.05(15)
N5A C9A S1A 121.40(13)
N4A C9A S1A 122.55(13)
N2A C2A N3A 119.60(18)
N2A C2A N1A 118.53(16)
N3A C2A N1A 121.87(17)
C4A N3A C2A 116.52(18)
C4B N3B C2B 116.2(2)
C6B O2B C8B 117.2(2)
C6A C5A C4A 116.23(19)
C6A C5A H5A1 121.9
C4A C5A H5A1 121.9
C4B O1B C7B 117.1(3)
O2B C6B N1B 112.2(2)
O2B C6B C5B 129.1(2)
N1B C6B C5B 118.7(2)
N3B C4B O1B 118.6(3)
N3B C4B C5B 125.7(2)
O1B C4B C5B 115.8(3)
C6B C5B C4B 116.2(2)
C6B C5B H5B1 121.9
C4B C5B H5B1 121.9
H1W O1W H2W 103(2)
H3W O2W H4W 109(2)
H5W O3W H6W 102.3(16)
O1A C7A H7A1 109.5
O1A C7A H7A2 109.5
H7A1 C7A H7A2 109.5
O1A C7A H7A3 109.5
H7A1 C7A H7A3 109.5
H7A2 C7A H7A3 109.5
O1B C7B H7B1 109.5
O1B C7B H7B2 109.5
H7B1 C7B H7B2 109.5
O1B C7B H7B3 109.5
H7B1 C7B H7B3 109.5
H7B2 C7B H7B3 109.5
O2A C8A H8A1 109.5
O2A C8A H8A2 109.5
H8A1 C8A H8A2 109.5
O2A C8A H8A3 109.5
H8A1 C8A H8A3 109.5
H8A2 C8A H8A3 109.5
O2B C8B H8B1 109.5
O2B C8B H8B2 109.5
H8B1 C8B H8B2 109.5
O2B C8B H8B3 109.5
H8B1 C8B H8B3 109.5
H8B2 C8B H8B3 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1A C9A 1.6778(18)
S1B C9B 1.6768(17)
O4A C10A 1.254(2)
O4B C10B 1.258(2)
N4B C9B 1.344(2)
N4B C10B 1.391(2)
N4B H4B 0.8600
N5A C9A 1.344(2)
N5A C12A 1.395(2)
N5A H5A 0.8600
N5B C9B 1.342(2)
N5B C12B 1.395(2)
N5B H5B 0.8600
N4A C9A 1.345(2)
N4A C10A 1.396(2)
N4A H4A 0.8600
O3B C12B 1.254(2)
O3A C12A 1.255(2)
N1B C2B 1.350(3)
N1B C6B 1.353(2)
N1B H1B 0.8600
N1A C2A 1.354(2)
N1A C6A 1.355(2)
N1A H1A 0.8600
C12A C11A 1.393(2)
C11A C10A 1.386(2)
C11A H11A 0.9300
O1A C4A 1.329(2)
O1A C7A 1.446(3)
C11B C10B 1.386(2)
C11B C12B 1.397(2)
C11B H11B 0.9300
O2A C6A 1.323(3)
O2A C8A 1.455(3)
C2B N2B 1.307(3)
C2B N3B 1.335(2)
N2B H2B1 0.8600
N2B H2B2 0.8600
N2A C2A 1.308(2)
N2A H2A1 0.8600
N2A H2A2 0.8600
C6A C5A 1.359(3)
C4A N3A 1.313(3)
C4A C5A 1.395(3)
C2A N3A 1.338(2)
N3B C4B 1.305(3)
O2B C6B 1.319(3)
O2B C8B 1.458(3)
C5A H5A1 0.9300
O1B C4B 1.341(3)
O1B C7B 1.451(5)
C6B C5B 1.369(3)
C4B C5B 1.387(4)
C5B H5B1 0.9300
O1W H1W 0.846(10)
O1W H2W 0.820(10)
O2W H3W 0.828(10)
O2W H4W 0.832(9)
O3W H5W 0.853(10)
O3W H6W 0.849(10)
C7A H7A1 0.9600
C7A H7A2 0.9600
C7A H7A3 0.9600
C7B H7B1 0.9600
C7B H7B2 0.9600
C7B H7B3 0.9600
C8A H8A1 0.9600
C8A H8A2 0.9600
C8A H8A3 0.9600
C8B H8B1 0.9600
C8B H8B2 0.9600
C8B H8B3 0.9600
