#------------------------------------------------------------------------------
#$Date: 2020-06-05 12:45:47 +0300 (Fri, 05 Jun 2020) $
#$Revision: 252694 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/63/7126356.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7126356
loop_
_publ_author_name
'Huang, Guoling'
'Li, Jian'
'Ji, Xiaoliang'
'Chen, Lu'
'Liu, Qiang'
'Chen, Xiuwen'
'Huang, Yubing'
'Li, Yibiao'
_publ_section_title
;
 Access to 4-substituted isothiazoles through three-component cascade
 annulation and their application in C-H activation.
;
_journal_issue                   43
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5763
_journal_page_last               5766
_journal_paper_doi               10.1039/d0cc01100b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C12 H8 N2 S2'
_chemical_formula_sum            'C12 H8 N2 S2'
_chemical_formula_weight         244.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc24dps1
_audit_creation_date             2018-06-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-17 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   6.0865(10)
_cell_length_b                   17.576(4)
_cell_length_c                   20.351(3)
_cell_measurement_reflns_used    1450
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      26.1200
_cell_measurement_theta_min      2.5040
_cell_volume                     2177.1(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  80.00   1.00    8.00    --   11.74  57.00 -30.00   92
  2  ω    -15.00  79.00   1.00    8.00    --   11.74  77.00  90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0196707000
_diffrn_orient_matrix_UB_12      -0.0325613000
_diffrn_orient_matrix_UB_13      0.0195796000
_diffrn_orient_matrix_UB_21      -0.0094844000
_diffrn_orient_matrix_UB_22      0.0234285000
_diffrn_orient_matrix_UB_23      0.0282462000
_diffrn_orient_matrix_UB_31      -0.1147412000
_diffrn_orient_matrix_UB_32      0.0036093000
_diffrn_orient_matrix_UB_33      -0.0057308000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0825
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8203
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.317
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.614
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1914
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0701
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0974P)²+1.8875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1640
_refine_ls_wR_factor_ref         0.1832
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1403
_reflns_number_total             1914
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01100b2.cif
_cod_data_source_block           198
_cod_depositor_comments
'Adding full bibliography for 7126356--7126358.cif.'
_cod_database_code               7126356
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.19
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C6(H6), C5(H5), C11(H11), C12(H12), C3(H3), C7(H7), C2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.905
_oxdiff_exptl_absorpt_empirical_full_min 0.644
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.37081(19) 0.42140(7) 0.49937(5) 0.0243(4) Uani 1 1 d . . . . .
S2 S 0.9042(2) 0.15156(7) 0.68305(6) 0.0301(4) Uani 1 1 d . . . . .
N1 N -0.2868(6) 0.3330(2) 0.49216(17) 0.0257(9) Uani 1 1 d . . . . .
N2 N 0.6773(7) 0.1172(2) 0.64873(18) 0.0300(10) Uani 1 1 d . . . . .
C1 C -0.0361(7) 0.3871(2) 0.56553(19) 0.0200(10) Uani 1 1 d . . . . .
C10 C 0.6073(7) 0.2483(2) 0.6611(2) 0.0213(10) Uani 1 1 d . . . . .
C4 C 0.1594(7) 0.3859(2) 0.60958(19) 0.0187(10) Uani 1 1 d . . . . .
C9 C 0.2874(7) 0.3211(2) 0.61530(19) 0.0207(10) Uani 1 1 d . . . . .
H9 H 0.248509 0.278004 0.591483 0.025 Uiso 1 1 calc R . . . .
C8 C 0.4729(7) 0.3183(2) 0.65561(19) 0.0195(10) Uani 1 1 d . . . . .
C6 C 0.4024(7) 0.4494(3) 0.6858(2) 0.0229(10) Uani 1 1 d . . . . .
H6 H 0.441137 0.492523 0.709549 0.027 Uiso 1 1 calc R . . . .
C5 C 0.2176(7) 0.4511(2) 0.6458(2) 0.0225(10) Uani 1 1 d . . . . .
H5 H 0.132847 0.494963 0.642928 0.027 Uiso 1 1 calc R . . . .
C11 C 0.8151(8) 0.2421(3) 0.6870(2) 0.0250(11) Uani 1 1 d . . . . .
H11 H 0.895388 0.282384 0.704341 0.030 Uiso 1 1 calc R . . . .
C12 C 0.5383(8) 0.1739(3) 0.6405(2) 0.0265(11) Uani 1 1 d . . . . .
H12 H 0.400496 0.166021 0.621969 0.032 Uiso 1 1 calc R . . . .
C3 C -0.1099(7) 0.3226(3) 0.5287(2) 0.0249(11) Uani 1 1 d . . . . .
H3 H -0.037562 0.276005 0.530495 0.030 Uiso 1 1 calc R . . . .
C7 C 0.5299(8) 0.3843(2) 0.6907(2) 0.0230(11) Uani 1 1 d . . . . .
H7 H 0.653828 0.384333 0.717450 0.028 Uiso 1 1 calc R . . . .
C2 C -0.1714(7) 0.4479(2) 0.5535(2) 0.0229(10) Uani 1 1 d . . . . .
H2 H -0.156672 0.495987 0.571937 0.028 Uiso 1 1 calc R . . . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 S1 C2 95.4(2) . . ?
N2 S2 C11 95.5(2) . . ?
C3 N1 S1 109.6(3) . . ?
C12 N2 S2 108.2(3) . . ?
C3 C1 C4 123.6(4) . . ?
C2 C1 C4 126.8(4) . . ?
C2 C1 C3 109.6(4) . . ?
C11 C10 C8 127.1(4) . . ?
C11 C10 C12 108.0(4) . . ?
C12 C10 C8 124.9(4) . . ?
C9 C4 C1 120.8(4) . . ?
C9 C4 C5 118.9(4) . . ?
C5 C4 C1 120.3(4) . . ?
C4 C9 C8 122.2(4) . . ?
C9 C8 C10 121.3(4) . . ?
C9 C8 C7 117.9(4) . . ?
C7 C8 C10 120.7(4) . . ?
C5 C6 C7 120.9(4) . . ?
C6 C5 C4 119.6(4) . . ?
C10 C11 S2 110.7(3) . . ?
N2 C12 C10 117.6(4) . . ?
N1 C3 C1 116.1(4) . . ?
C6 C7 C8 120.4(4) . . ?
C1 C2 S1 109.3(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N1 1.642(4) . ?
S1 C2 1.703(4) . ?
S2 N2 1.661(4) . ?
S2 C11 1.683(5) . ?
N1 C3 1.322(5) . ?
N2 C12 1.318(6) . ?
C1 C4 1.490(6) . ?
C1 C3 1.431(6) . ?
C1 C2 1.370(6) . ?
C10 C8 1.481(6) . ?
C10 C11 1.375(6) . ?
C10 C12 1.436(6) . ?
C4 C9 1.385(6) . ?
C4 C5 1.406(6) . ?
C9 C8 1.396(6) . ?
C8 C7 1.407(6) . ?
C6 C5 1.389(6) . ?
C6 C7 1.385(6) . ?
