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#$Date: 2025-08-19 20:55:00 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301808 $
#$URL: svn://www.crystallography.net/cod/cif/2/30/03/2300342.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_2300342
loop_
_publ_author_name
'Eccles, Kevin S.'
'Stokes, Stephen P.'
'Daly, Carla A.'
'Barry, Nicola M.'
'McSweeney, Sharon P.'
'O'Neill, Damian J.'
'Kelly, Dawn M.'
'Jennings, W. Brian'
'Ní Dhubhghaill, O. M.'
'Moynihan, Humphrey A.'
'Maguire, Anita R.'
'Lawrence, Simon E.'
_publ_section_title
;
 Evaluation of the Bruker SMART X2S: crystallography for the
 nonspecialist?
;
_journal_coden_ASTM              JACGAR
_journal_coeditor_code           KK5074
_journal_issue                   1
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              213
_journal_page_last               215
_journal_paper_doi               10.1107/S0021889810042561
_journal_volume                  44
_journal_year                    2011
_chemical_formula_moiety         'C7 H10 N4 O2 S, H2 O'
_chemical_formula_sum            'C7 H12 N4 O3 S'
_chemical_formula_weight         232.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_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           'APEX2 v2010.1-2'
_cell_angle_alpha                90
_cell_angle_beta                 93.297(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.6095(10)
_cell_length_b                   7.3299(15)
_cell_length_c                   12.491(2)
_cell_measurement_reflns_used    58
_cell_measurement_temperature    291.(2)
_cell_measurement_theta_max      20.3137
_cell_measurement_theta_min      4.7817
_cell_volume                     512.74(16)
_computing_cell_refinement       'APEX2 v2010.1-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2009, 7, 0, 0'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX II DUO'
_diffrn_measurement_method       'φ & 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  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3017
_diffrn_reflns_theta_full        25.83
_diffrn_reflns_theta_max         25.83
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs Version 2008/1'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.222
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         1940
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0305
_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)+(0.0366P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0725
_reflns_number_gt                1825
_reflns_number_total             1940
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            kk5074.cif
_cod_data_source_block           Compound_16_APEX
_cod_original_cell_volume        512.74(17)
_cod_database_code               2300342
loop_
_space_group_symop_operation_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_disorder_assembly
_atom_site_disorder_group
S S1 0.25231(9) 0.67472(7) 0.29318(4) 0.02799(14) Uani d . 1 . .
O O2 0.4569(3) 0.7875(2) 0.32229(13) 0.0390(4) Uani d . 1 . .
O O3 0.0204(3) 0.7536(2) 0.31138(13) 0.0383(4) Uani d . 1 . .
C C4 0.2552(4) 0.6311(3) 0.15512(18) 0.0288(5) Uani d . 1 . .
C C5 0.4389(4) 0.6951(4) 0.09561(17) 0.0328(5) Uani d . 1 . .
H H5 0.5701 0.7519 0.1302 0.039 Uiso calc R 1 . .
C C6 0.4292(4) 0.6755(4) -0.01354(17) 0.0365(5) Uani d . 1 . .
H H6 0.5534 0.7197 -0.0524 0.044 Uiso calc R 1 . .
C C7 0.2341(4) 0.5897(3) -0.06721(19) 0.0328(5) Uani d . 1 . .
C C8 0.0541(4) 0.5205(3) -0.00646(19) 0.0353(6) Uani d . 1 . .
H H8 -0.0739 0.4591 -0.0407 0.042 Uiso calc R 1 . .
C C9 0.0620(4) 0.5410(3) 0.10280(19) 0.0348(5) Uani d . 1 . .
H H9 -0.0607 0.4952 0.142 0.042 Uiso calc R 1 . .
N N10 0.2172(5) 0.5763(4) -0.17744(19) 0.0485(6) Uani d D 1 . .
H H10A 0.114(4) 0.498(3) -0.206(2) 0.049(9) Uiso d D 1 . .
H H10B 0.345(3) 0.599(5) -0.212(2) 0.065(11) Uiso d D 1 . .
N N11 0.2506(3) 0.4835(3) 0.35355(14) 0.0315(4) Uani d . 1 . .
C C12 0.4486(4) 0.3789(3) 0.36231(17) 0.0312(5) Uani d . 1 . .
N N13 0.6673(4) 0.4356(3) 0.34474(19) 0.0442(5) Uani d D 1 . .
H H13A 0.693(4) 0.5519(11) 0.338(2) 0.039(7) Uiso d D 1 . .
H H13B 0.785(4) 0.359(3) 0.355(2) 0.064(10) Uiso d D 1 . .
N N14 0.4182(4) 0.2065(3) 0.38980(19) 0.0451(6) Uani d D 1 . .
H H14A 0.275(2) 0.168(4) 0.401(2) 0.048(8) Uiso d D 1 . .
H H14B 0.541(3) 0.141(3) 0.410(2) 0.056(9) Uiso d D 1 . .
O O15 0.9224(4) 0.0654(3) 0.43379(15) 0.0429(4) Uani d D 1 . .
H H15A 0.906(5) 0.036(4) 0.4964(9) 0.058(10) Uiso d D 1 . .
H H15B 0.949(6) -0.033(2) 0.406(2) 0.067(11) Uiso d 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 S1 O3 . . 116.00(10) ?
O2 S1 N11 . . 114.29(10) ?
O3 S1 N11 . . 104.25(10) ?
O2 S1 C4 . . 107.43(10) ?
O3 S1 C4 . . 106.57(10) ?
N11 S1 C4 . . 107.82(10) ?
C5 C4 C9 . . 119.3(2) ?
C5 C4 S1 . . 120.97(16) ?
C9 C4 S1 . . 119.62(17) ?
C6 C5 C4 . . 120.7(2) ?
C6 C5 H5 . . 119.7 ?
C4 C5 H5 . . 119.7 ?
C5 C6 C7 . . 120.6(2) ?
C5 C6 H6 . . 119.7 ?
C7 C6 H6 . . 119.7 ?
N10 C7 C8 . . 120.5(2) ?
N10 C7 C6 . . 121.2(2) ?
C8 C7 C6 . . 118.3(2) ?
C9 C8 C7 . . 121.3(2) ?
C9 C8 H8 . . 119.4 ?
C7 C8 H8 . . 119.4 ?
C8 C9 C4 . . 119.8(2) ?
C8 C9 H9 . . 120.1 ?
C4 C9 H9 . . 120.1 ?
C7 N10 H10A . . 117.4(19) ?
C7 N10 H10B . . 118.(2) ?
H10A N10 H10B . . 118.(3) ?
C12 N11 S1 . . 120.75(16) ?
N14 C12 N13 . . 118.5(2) ?
N14 C12 N11 . . 116.5(2) ?
N13 C12 N11 . . 125.0(2) ?
C12 N13 H13A . . 119.0(18) ?
C12 N13 H13B . . 119.(2) ?
H13A N13 H13B . . 121.(3) ?
C12 N14 H14A . . 119.(2) ?
C12 N14 H14B . . 120.(2) ?
H14A N14 H14B . . 120.(3) ?
H15A O15 H15B . . 102.(3) ?
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
S1 O2 . 1.4443(18) ?
S1 O3 . 1.4535(17) ?
S1 N11 . 1.592(2) ?
S1 C4 . 1.755(2) ?
C4 C5 . 1.386(3) ?
C4 C9 . 1.399(3) ?
C5 C6 . 1.369(3) ?
C5 H5 . 0.93 ?
C6 C7 . 1.400(3) ?
C6 H6 . 0.93 ?
C7 N10 . 1.378(3) ?
C7 C8 . 1.393(3) ?
C8 C9 . 1.371(3) ?
C8 H8 . 0.93 ?
C9 H9 . 0.93 ?
N10 H10A . 0.873(5) ?
N10 H10B . 0.870(5) ?
N11 C12 . 1.349(3) ?
C12 N14 . 1.323(3) ?
C12 N13 . 1.326(3) ?
N13 H13A . 0.869(5) ?
N13 H13B . 0.871(5) ?
N14 H14A . 0.870(5) ?
N14 H14B . 0.867(5) ?
O15 H15A . 0.821(5) ?
O15 H15B . 0.822(5) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 21404922
