#------------------------------------------------------------------------------
#$Date: 2025-01-28 09:49:11 +0200 (Tue, 28 Jan 2025) $
#$Revision: 297499 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/30/04/2300441.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_2300441
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         'C13 H12 N O2 S, 'C13 H12 N O2 S'
_chemical_formula_sum            'C13 H12 N O2 S'
_chemical_formula_weight         246.30
_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                67.823(3)
_cell_angle_beta                 87.573(4)
_cell_angle_gamma                67.616(3)
_cell_formula_units_Z            4
_cell_length_a                   10.2890(11)
_cell_length_b                   11.0563(12)
_cell_length_c                   13.4402(15)
_cell_measurement_reflns_used    5366
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.53
_cell_volume                     1299.9(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker GIS'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker APEX2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART X2S'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0325
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12857
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.8903
_exptl_absorpt_correction_T_min  0.8903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.975
_refine_diff_density_min         -0.567
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4545
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0767
_refine_ls_shift/su_max          0.143
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1107P)²+1.0378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2011
_refine_ls_wR_factor_ref         0.2269
_reflns_number_gt                3364
_reflns_number_total             4545
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             2300351
_cod_data_source_file            kk5074sup1.cif
_cod_data_source_block           Compound_18_X2S
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2300441
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
S S1 0.79831(13) 0.57698(11) 0.88214(11) 0.0918(4) Uani d . 1
S S2 0.52478(9) 0.78104(10) 0.49944(8) 0.0697(3) Uani d . 1
O O1 0.7163(4) 0.6829(3) 0.7873(3) 0.1073(11) Uani d . 1
O O2 0.8242(4) 0.6160(4) 0.9678(4) 0.1296(15) Uani d . 1
O O3 0.6151(3) 0.8583(3) 0.4736(3) 0.0858(8) Uani d . 1
O O4 0.5872(3) 0.6296(3) 0.5500(3) 0.0935(9) Uani d . 1
C C13 0.5389(8) 0.1403(7) 1.0562(8) 0.186(4) Uani d . 1
H H13A 0.4397 0.1812 1.0314 0.279 Uiso calc R 1
H H13B 0.5525 0.1004 1.1339 0.279 Uiso calc R 1
H H13C 0.5873 0.0670 1.0301 0.279 Uiso calc R 1
C C2 0.7088(7) 0.2478(6) 1.0726(4) 0.1151(19) Uani d . 1
H H2 0.7434 0.1748 1.1406 0.138 Uiso calc R 1
C C1 0.5981(6) 0.2550(5) 1.0137(5) 0.1072(17) Uani d . 1
C C26 0.7708(5) 0.3463(5) 1.0336(4) 0.0965(14) Uani d . 1
H H26 0.8462 0.3396 1.0741 0.116 Uiso calc R 1
C C3 0.7170(4) 0.4541(4) 0.9329(3) 0.0707(9) Uani d . 1
N N1 0.9588(4) 0.4898(5) 0.8599(4) 0.1038(13) Uani d . 1
C C4 0.9911(5) 0.4226(5) 0.7834(5) 0.0920(14) Uani d . 1
C C5 0.9062(6) 0.4700(6) 0.6953(5) 0.1073(16) Uani d . 1
H H5 0.8186 0.5448 0.6829 0.129 Uiso calc R 1
C C6 0.9472(7) 0.4084(7) 0.6212(5) 0.1229(18) Uani d . 1
H H6 0.8856 0.4415 0.5594 0.147 Uiso calc R 1
C C7 1.0751(9) 0.3005(7) 0.6359(6) 0.140(2) Uani d . 1
H H7 1.1015 0.2618 0.5840 0.168 Uiso calc R 1
C C8 1.1231(7) 0.3085(7) 0.8056(5) 0.130(2) Uani d . 1
H H8 1.1814 0.2728 0.8697 0.156 Uiso calc R 1
C C9 1.1638(8) 0.2501(7) 0.7268(6) 0.140(2) Uani d . 1
H H9 1.2519 0.1766 0.7374 0.168 Uiso calc R 1
C C10 0.6054(4) 0.4643(4) 0.8753(4) 0.0830(11) Uani d . 1
H H10 0.5685 0.5389 0.8083 0.100 Uiso calc R 1
C C11 0.5463(5) 0.3654(6) 0.9149(5) 0.1037(15) Uani d . 1
H H11 0.4704 0.3734 0.8741 0.124 Uiso calc R 1
C C12 0.1212(6) 0.9585(7) 0.1090(4) 0.1196(19) Uani d . 1
H H12A 0.1239 0.8764 0.0984 0.179 Uiso calc R 1
H H12B 0.1436 1.0203 0.0448 0.179 Uiso calc R 1
H H12C 0.0282 1.0081 0.1236 0.179 Uiso calc R 1
C C14 0.2283(4) 0.9120(5) 0.2037(3) 0.0752(10) Uani d . 1
C C15 0.2857(5) 0.7728(5) 0.2767(4) 0.0869(12) Uani d . 1
H H15 0.2615 0.7057 0.2653 0.104 Uiso calc R 1
C C16 0.3777(5) 0.7304(4) 0.3658(3) 0.0781(11) Uani d . 1
H H16 0.4145 0.6361 0.4145 0.094 Uiso calc R 1
C C17 0.4155(3) 0.8304(3) 0.3824(3) 0.0573(8) Uani d . 1
N N2 0.4216(4) 0.8407(5) 0.5805(3) 0.0737(9) Uani d . 1
C C18 0.2963(4) 0.8157(4) 0.6082(3) 0.0693(9) Uani d . 1
C C19 0.1779(5) 0.9257(5) 0.6117(4) 0.0874(12) Uani d . 1
H H19 0.1804 1.0145 0.5942 0.105 Uiso calc R 1
C C20 0.0554(5) 0.9062(7) 0.6407(4) 0.1120(17) Uani d . 1
H H20 -0.0235 0.9812 0.6444 0.134 Uiso calc R 1
C C21 0.0489(7) 0.7766(8) 0.6643(5) 0.1175(19) Uani d . 1
H H21 -0.0344 0.7637 0.6827 0.141 Uiso calc R 1
C C22 0.2679(4) 1.0088(4) 0.2214(3) 0.0778(10) Uani d . 1
H H22 0.2314 1.1029 0.1723 0.093 Uiso calc R 1
C C23 0.3601(4) 0.9697(4) 0.3098(3) 0.0693(9) Uani d . 1
H H23 0.3849 1.0369 0.3204 0.083 Uiso calc R 1
C C24 0.1651(7) 0.6686(7) 0.6603(5) 0.1138(17) Uani d . 1
H H24 0.1608 0.5809 0.6756 0.137 Uiso calc R 1
C C25 0.2919(5) 0.6846(5) 0.6337(4) 0.0942(13) Uani d . 1
H H25 0.3719 0.6081 0.6334 0.113 Uiso calc R 1
H H2A 0.408(5) 0.915(4) 0.564(3) 0.074(15) Uiso d . 1
H H1A 1.031(6) 0.452(6) 0.921(5) 0.14(2) 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'
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
O1 S1 O2 118.8(2)
O1 S1 N1 111.7(3)
O2 S1 N1 103.1(2)
O1 S1 C3 107.0(2)
O2 S1 C3 108.6(2)
N1 S1 C3 107.18(19)
O4 S2 O3 119.07(18)
O4 S2 N2 108.3(2)
O3 S2 N2 104.57(18)
O4 S2 C17 108.50(17)
O3 S2 C17 109.26(17)
N2 S2 C17 106.48(17)
C1 C13 H13A 109.5
C1 C13 H13B 109.5
H13A C13 H13B 109.5
C1 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C1 C2 C26 122.0(5)
C1 C2 H2 119.0
C26 C2 H2 119.0
C11 C1 C2 118.1(5)
C11 C1 C13 121.4(7)
C2 C1 C13 120.5(6)
C3 C26 C2 117.9(5)
C3 C26 H26 121.1
C2 C26 H26 121.1
C10 C3 C26 120.5(4)
C10 C3 S1 121.6(3)
C26 C3 S1 117.8(3)
C4 N1 S1 125.1(4)
C4 N1 H1A 117(3)
S1 N1 H1A 113(4)
C5 C4 C8 121.8(5)
C5 C4 N1 122.1(5)
C8 C4 N1 116.1(6)
C4 C5 C6 119.6(6)
C4 C5 H5 120.2
C6 C5 H5 120.2
C7 C6 C5 121.8(7)
C7 C6 H6 119.1
C5 C6 H6 119.1
C9 C7 C6 119.3(6)
C9 C7 H7 120.4
C6 C7 H7 120.4
C4 C8 C9 117.3(6)
C4 C8 H8 121.3
C9 C8 H8 121.3
C7 C9 C8 120.2(6)
C7 C9 H9 119.9
C8 C9 H9 119.9
C3 C10 C11 120.7(4)
C3 C10 H10 119.7
C11 C10 H10 119.7
C1 C11 C10 120.7(5)
C1 C11 H11 119.6
C10 C11 H11 119.6
C14 C12 H12A 109.5
C14 C12 H12B 109.5
H12A C12 H12B 109.5
C14 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C15 C14 C22 118.0(4)
C15 C14 C12 121.1(4)
C22 C14 C12 120.9(4)
C16 C15 C14 121.7(4)
C16 C15 H15 119.1
C14 C15 H15 119.1
C15 C16 C17 119.3(4)
C15 C16 H16 120.4
C17 C16 H16 120.4
C23 C17 C16 119.8(4)
C23 C17 S2 120.0(3)
C16 C17 S2 120.1(3)
C18 N2 S2 123.5(3)
C18 N2 H2A 111(4)
S2 N2 H2A 108(4)
C19 C18 C25 119.4(4)
C19 C18 N2 118.4(4)
C25 C18 N2 122.2(4)
C18 C19 C20 120.7(5)
C18 C19 H19 119.7
C20 C19 H19 119.7
C21 C20 C19 120.4(5)
C21 C20 H20 119.8
C19 C20 H20 119.8
C24 C21 C20 118.9(5)
C24 C21 H21 120.5
C20 C21 H21 120.5
C23 C22 C14 121.7(4)
C23 C22 H22 119.1
C14 C22 H22 119.1
C22 C23 C17 119.5(3)
C22 C23 H23 120.2
C17 C23 H23 120.2
C21 C24 C25 121.8(5)
C21 C24 H24 119.1
C25 C24 H24 119.1
C18 C25 C24 118.7(5)
C18 C25 H25 120.6
C24 C25 H25 120.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O1 1.385(3)
S1 O2 1.439(4)
S1 N1 1.646(5)
S1 C3 1.769(4)
S2 O4 1.428(3)
S2 O3 1.438(3)
S2 N2 1.631(4)
S2 C17 1.753(4)
C13 C1 1.522(8)
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
C2 C1 1.375(8)
C2 C26 1.392(8)
C2 H2 0.9300
C1 C11 1.371(8)
C26 C3 1.379(6)
C26 H26 0.9300
C3 C10 1.357(6)
N1 C4 1.442(6)
N1 H1A 0.98(6)
C4 C5 1.308(7)
C4 C8 1.404(8)
C5 C6 1.375(8)
C5 H5 0.9300
C6 C7 1.357(8)
C6 H6 0.9300
C7 C9 1.353(9)
C7 H7 0.9300
C8 C9 1.409(9)
C8 H8 0.9300
C9 H9 0.9300
C10 C11 1.373(7)
C10 H10 0.9300
C11 H11 0.9300
C12 C14 1.515(6)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C14 C15 1.378(6)
C14 C22 1.378(6)
C15 C16 1.372(6)
C15 H15 0.9300
C16 C17 1.393(5)
C16 H16 0.9300
C17 C23 1.376(5)
N2 C18 1.425(5)
N2 H2A 0.72(4)
C18 C19 1.369(6)
C18 C25 1.377(6)
C19 C20 1.375(6)
C19 H19 0.9300
C20 C21 1.373(8)
C20 H20 0.9300
C21 C24 1.347(8)
C21 H21 0.9300
C22 C23 1.376(5)
C22 H22 0.9300
C23 H23 0.9300
C24 C25 1.396(7)
C24 H24 0.9300
C25 H25 0.9300
loop_
_cod_entry_issue_id
_cod_entry_issue_origin
_cod_entry_issue_severity
_cod_entry_issue_description
_cod_entry_issue_author
_cod_entry_issue_date
1 original note
;
 This entry describes a structure that was purposely solved automatically with
 minimal human intervention to investigate the capabilities of the Bruker SMART
 X2S benchtop crystallography instrument.
;
'Vaitkus, Antanas' 2025-01-28T09:42:58+02:00
