#------------------------------------------------------------------------------
#$Date: 2018-08-13 16:26:29 +0300 (Mon, 13 Aug 2018) $
#$Revision: 209649 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/30/04/2300427.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_2300427
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         'C15 H14 N2 O2 S'
_chemical_formula_sum            'C15 H14 N2 O2 S'
_chemical_formula_weight         286.34
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7598(10)
_cell_length_b                   9.9684(13)
_cell_length_c                   18.231(2)
_cell_measurement_reflns_used    3129
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      23.12
_cell_measurement_theta_min      2.48
_cell_volume                     1410.2(3)
_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  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0433
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8867
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         3.33
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.8928
_exptl_absorpt_correction_T_min  0.7762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.201
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.43(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2472
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0396P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0814
_reflns_number_gt                1992
_reflns_number_total             2472
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             2300337
_cod_data_source_file            kk5074sup1.cif
_cod_data_source_block           Compound_14_Manual
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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      P2(1)2(1)2(1)
_cod_database_code               2300427
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, 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_refinement_flags
_atom_site_occupancy
S S1 0.14933(8) 0.31893(7) 0.72679(3) 0.03844(18) Uani d . 1
O O19 0.1780(3) 0.40556(19) 1.04551(9) 0.0553(5) Uani d . 1
O O2 0.1842(3) 0.44623(19) 0.69310(10) 0.0546(6) Uani d . 1
N N3 -0.0175(3) 0.2413(2) 0.70470(11) 0.0482(6) Uani d . 1
N N5 -0.2980(3) 0.3529(3) 0.72921(16) 0.0817(9) Uani d . 1
C C20 0.0861(4) 0.3247(3) 1.09773(14) 0.0612(8) Uani d . 1
H H20A -0.0350 0.3282 1.0872 0.092 Uiso calc R 1
H H20B 0.1066 0.3584 1.1463 0.092 Uiso calc R 1
H H20C 0.1254 0.2336 1.0946 0.092 Uiso calc R 1
C C16 0.1661(3) 0.3757(3) 0.97230(13) 0.0393(6) Uani d . 1
C C17 0.0742(3) 0.2686(3) 0.94382(13) 0.0379(6) Uani d . 1
H H17 0.0165 0.2097 0.9748 0.046 Uiso calc R 1
C C18 0.0695(3) 0.2503(2) 0.86843(13) 0.0372(6) Uani d . 1
H H18 0.0085 0.1786 0.8486 0.045 Uiso calc R 1
C C13 0.1551(3) 0.3383(2) 0.82300(12) 0.0345(6) Uani d . 1
C C6 0.3144(3) 0.2015(3) 0.70575(13) 0.0420(7) Uani d . 1
H H6A 0.4244 0.2377 0.7214 0.050 Uiso calc R 1
H H6B 0.2940 0.1196 0.7331 0.050 Uiso calc R 1
C C7 0.3238(3) 0.1686(2) 0.62547(12) 0.0354(6) Uani d . 1
C C8 0.2464(3) 0.0549(3) 0.59824(14) 0.0434(6) Uani d . 1
H H8 0.1858 -0.0014 0.6296 0.052 Uiso calc R 1
C C9 0.2582(4) 0.0238(3) 0.52452(15) 0.0466(7) Uani d . 1
H H9 0.2067 -0.0539 0.5068 0.056 Uiso calc R 1
C C10 0.3457(4) 0.1070(3) 0.47724(14) 0.0484(7) Uani d . 1
H H10 0.3530 0.0857 0.4277 0.058 Uiso calc R 1
C C15 0.2529(4) 0.4642(3) 0.92658(14) 0.0449(7) Uani d . 1
H H15 0.3146 0.5355 0.9464 0.054 Uiso calc R 1
C C14 0.2473(3) 0.4459(3) 0.85180(15) 0.0440(6) Uani d . 1
H H14 0.3046 0.5049 0.8207 0.053 Uiso calc R 1
C C12 0.4112(3) 0.2525(3) 0.57734(14) 0.0444(7) Uani d . 1
H H12 0.4630 0.3303 0.5949 0.053 Uiso calc R 1
C C11 0.4218(4) 0.2212(3) 0.50332(15) 0.0487(8) Uani d . 1
H H11 0.4807 0.2778 0.4715 0.058 Uiso calc R 1
C C4 -0.1661(4) 0.3047(3) 0.71876(14) 0.0524(7) Uani 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
O2 S1 N3 118.95(12)
O2 S1 C13 108.88(11)
N3 S1 C13 109.38(12)
O2 S1 C6 110.73(12)
N3 S1 C6 102.46(12)
C13 S1 C6 105.55(12)
C16 O19 C20 119.4(2)
C4 N3 S1 115.52(19)
O19 C20 H20A 109.5
O19 C20 H20B 109.5
H20A C20 H20B 109.5
O19 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O19 C16 C17 124.5(2)
O19 C16 C15 114.5(2)
C17 C16 C15 121.0(2)
C18 C17 C16 119.1(2)
C18 C17 H17 120.4
C16 C17 H17 120.4
C17 C18 C13 119.9(2)
C17 C18 H18 120.0
C13 C18 H18 120.0
C18 C13 C14 120.8(2)
C18 C13 S1 121.01(19)
C14 C13 S1 118.19(18)
C7 C6 S1 112.91(17)
C7 C6 H6A 109.0
S1 C6 H6A 109.0
C7 C6 H6B 109.0
S1 C6 H6B 109.0
H6A C6 H6B 107.8
C8 C7 C12 118.8(2)
C8 C7 C6 120.7(2)
C12 C7 C6 120.5(2)
C9 C8 C7 120.5(2)
C9 C8 H8 119.8
C7 C8 H8 119.8
C10 C9 C8 120.4(3)
C10 C9 H9 119.8
C8 C9 H9 119.8
C9 C10 C11 119.8(2)
C9 C10 H10 120.1
C11 C10 H10 120.1
C14 C15 C16 119.7(2)
C14 C15 H15 120.2
C16 C15 H15 120.2
C15 C14 C13 119.5(2)
C15 C14 H14 120.2
C13 C14 H14 120.2
C11 C12 C7 120.5(2)
C11 C12 H12 119.7
C7 C12 H12 119.7
C10 C11 C12 120.0(2)
C10 C11 H11 120.0
C12 C11 H11 120.0
N5 C4 N3 176.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.436(2)
S1 N3 1.561(2)
S1 C13 1.765(2)
S1 C6 1.777(2)
O19 C16 1.370(3)
O19 C20 1.437(3)
N3 C4 1.340(4)
N5 C4 1.146(3)
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
C16 C17 1.385(3)
C16 C15 1.388(4)
C17 C18 1.387(3)
C17 H17 0.9300
C18 C13 1.378(3)
C18 H18 0.9300
C13 C14 1.391(3)
C6 C7 1.502(3)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.375(3)
C7 C12 1.389(3)
C8 C9 1.382(4)
C8 H8 0.9300
C9 C10 1.375(4)
C9 H9 0.9300
C10 C11 1.368(4)
C10 H10 0.9300
C15 C14 1.376(3)
C15 H15 0.9300
C14 H14 0.9300
C12 C11 1.387(4)
C12 H12 0.9300
C11 H11 0.9300
