# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_970
_database_code_depnum_ccdc_archive 'CCDC 1560120'
_audit_update_record             
;
2017-07-04 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_audit_creation_date             2016-12-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C8 H8 N2 O2 S'
_chemical_formula_sum            'C8 H8 N2 O2 S'
_chemical_formula_weight         196.23
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           ' F 2 -2d'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z
3 -x+1/4,y+1/4,z+1/4
4 x+1/4,-y+1/4,z+1/4
5 x,y+1/2,z+1/2
6 -x,-y+1/2,z+1/2
7 -x+1/4,y+3/4,z+3/4
8 x+1/4,-y+3/4,z+3/4
9 x+1/2,y,z+1/2
10 -x+1/2,-y,z+1/2
11 -x+3/4,y+1/4,z+3/4
12 x+3/4,-y+1/4,z+3/4
13 x+1/2,y+1/2,z
14 -x+1/2,-y+1/2,z
15 -x+3/4,y+3/4,z+1/4
16 x+3/4,-y+3/4,z+1/4

_symmetry_Int_Tables_number      43
_cell_length_a                   22.635(4)
_cell_length_b                   18.2458(18)
_cell_length_c                   8.4549(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3491.9(8)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    1255
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7630
_cell_measurement_theta_min      4.2110
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.4929
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1634.7094
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2347
_diffrn_reflns_theta_full        28.8341
_diffrn_reflns_theta_max         28.83
_diffrn_reflns_theta_min         3.60
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0851
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.5623
_diffrn_measured_fraction_theta_max 0.5623
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     64.00  90.00   1.00   20.11    --   19.29  77.00 -90.00   26
  2  ω    -10.00  29.00   1.00   20.11    --   19.29  77.00-180.00   39
  3  ω     -2.00  78.00   1.00   20.11    --   19.29  77.00  60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0156313000
_diffrn_orient_matrix_UB_12      -0.0327741000
_diffrn_orient_matrix_UB_13      -0.0167772000
_diffrn_orient_matrix_UB_21      0.0271284000
_diffrn_orient_matrix_UB_22      -0.0192217000
_diffrn_orient_matrix_UB_23      -0.0063165000
_diffrn_orient_matrix_UB_31      -0.0011343000
_diffrn_orient_matrix_UB_32      -0.0082143000
_diffrn_orient_matrix_UB_33      0.0819852000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.194
_reflns_limit_h_max              28
_reflns_limit_h_min              -28
_reflns_limit_k_max              24
_reflns_limit_k_min              -24
_reflns_limit_l_max              4
_reflns_limit_l_min              -11
_reflns_number_gt                1198
_reflns_number_total             1290
_reflns_odcompleteness_completeness 98.43
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.1026
_refine_diff_density_min         -0.1123
_refine_diff_density_rms         0.0280
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.33(17)
_refine_ls_d_res_high            0.7369
_refine_ls_d_res_low             5.6588
_refine_ls_goodness_of_fit_ref   1.1032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    13
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.1032
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+0.7915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1035
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5a,H5b), C4(H4a,H4b), C3(H3a,H3b)
2.b Aromatic/amide H refined with riding coordinates:
 C(H), C1(H1)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
S10 S -0.71024(4) -0.36694(4) -1.41961(10) 0.0607(3) Uani 1.000000 .
N1 N -0.68280(8) -0.50814(9) -1.3591(3) 0.0389(4) Uani 1.000000 .
O12 O -0.60640(8) -0.50589(11) -1.5261(3) 0.0650(6) Uani 1.000000 .
C2 C -0.72889(11) -0.54339(15) -1.2835(4) 0.0537(7) Uani 1.000000 .
O11 O -0.76020(13) -0.50970(13) -1.1959(4) 0.0967(11) Uani 1.000000 .
C5 C -0.65762(13) -0.61789(13) -1.5131(3) 0.0498(6) Uani 1.000000 .
H5a H -0.63091(13) -0.64888(13) -1.4533(3) 0.0597(7) Uiso 1.000000 R
H5b H -0.64889(13) -0.62478(13) -1.6245(3) 0.0597(7) Uiso 1.000000 R
C4 C -0.71909(13) -0.64192(15) -1.4826(4) 0.0549(7) Uani 1.000000 .
H4a H -0.74570(13) -0.61800(15) -1.5563(4) 0.0659(8) Uiso 1.000000 R
H4b H -0.72225(13) -0.69446(15) -1.4980(4) 0.0659(8) Uiso 1.000000 R
C7 C -0.67314(10) -0.43352(12) -1.3225(3) 0.0418(5) Uani 1.000000 .
N8 N -0.63643(12) -0.41133(12) -1.2209(4) 0.0665(8) Uani 1.000000 .
C3 C -0.73588(12) -0.62283(14) -1.3174(5) 0.0572(8) Uani 1.000000 .
H3a H -0.71149(12) -0.65065(14) -1.2446(5) 0.0686(10) Uiso 1.000000 R
H3b H -0.77670(12) -0.63677(14) -1.2996(5) 0.0686(10) Uiso 1.000000 R
C6 C -0.64619(10) -0.54037(12) -1.4709(3) 0.0408(5) Uani 1.000000 .
C C -0.67316(13) -0.30417(14) -1.3130(4) 0.0593(7) Uani 1.000000 .
H H -0.67781(13) -0.25370(14) -1.3220(4) 0.0712(9) Uiso 1.000000 R
C1 C -0.63706(16) -0.33661(16) -1.2160(5) 0.0724(10) Uani 1.000000 .
H1 H -0.61299(16) -0.31033(16) -1.1472(5) 0.0869(12) Uiso 1.000000 R


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
S10 C7 1.690(2) . ?
S10 C 1.682(3) . ?
N1 C2 1.382(3) . ?
N1 C7 1.413(3) . ?
N1 C6 1.388(3) . ?
O12 C6 1.194(3) . ?
C2 O11 1.195(4) . ?
C2 C3 1.486(4) . ?
C5 C4 1.482(4) . ?
C5 C6 1.482(3) . ?
C4 C3 1.489(5) . ?
C7 N8 1.262(4) . ?
N8 C1 1.364(4) . ?
C C1 1.300(5) . ?

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
C S10 C7 88.91(14) . . ?
C7 N1 C2 117.6(2) . . ?
C6 N1 C2 124.64(19) . . ?
C6 N1 C7 117.72(19) . . ?
O11 C2 N1 119.7(3) . . ?
C3 C2 N1 116.4(2) . . ?
C3 C2 O11 123.9(3) . . ?
C6 C5 C4 113.9(2) . . ?
C3 C4 C5 109.5(2) . . ?
N1 C7 S10 120.6(2) . . ?
N8 C7 S10 115.31(18) . . ?
N8 C7 N1 124.1(2) . . ?
C1 N8 C7 109.5(3) . . ?
C4 C3 C2 112.5(3) . . ?
O12 C6 N1 119.6(2) . . ?
C5 C6 N1 117.7(2) . . ?
C5 C6 O12 122.7(2) . . ?
C1 C S10 110.0(2) . . ?
C C1 N8 116.3(3) . . ?

_olex2_date_sample_data_collection 2016-12-01
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.205
_oxdiff_exptl_absorpt_empirical_full_min 0.834
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_971
_database_code_depnum_ccdc_archive 'CCDC 1561181'
_audit_update_record             
;
2017-07-07 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_audit_creation_date             2017-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_chemical_name_systematic        1-(5-methylthiazol-2-yl)piperidine-2,6-dione
_chemical_formula_moiety         'C9 H10 N2 O2 S'
_chemical_formula_sum            'C9 H10 N2 O2 S'
_chemical_formula_weight         210.26
_chemical_absolute_configuration unk
_chemical_oxdiff_usercomment     'MYS 01'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           ' P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   17.3234(14)
_cell_length_b                   6.5197(5)
_cell_length_c                   8.7737(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     990.93(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    865
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0870
_cell_measurement_theta_min      3.8840
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             440.6876
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Crystallised from Ethylacetate'
_exptl_crystal_size_max          0.925
_exptl_crystal_size_mid          0.638
_exptl_crystal_size_min          0.239
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2748
_diffrn_reflns_theta_full        26.3584
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         3.31
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0851
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.6917
_diffrn_measured_fraction_theta_max 0.6917
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  62.00   1.00    6.63    --   19.29 -19.00-120.00  102
  2  ω    -20.00   5.00   1.00    6.63    --  -20.23 -99.00  30.00   25
  3  ω    -59.00 -27.00   1.00    6.63    --  -20.23 -77.00 120.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0383344000
_diffrn_orient_matrix_UB_12      -0.0382432000
_diffrn_orient_matrix_UB_13      -0.0005215000
_diffrn_orient_matrix_UB_21      -0.0095829000
_diffrn_orient_matrix_UB_22      -0.0692225000
_diffrn_orient_matrix_UB_23      0.0594584000
_diffrn_orient_matrix_UB_31      -0.0107399000
_diffrn_orient_matrix_UB_32      -0.0746669000
_diffrn_orient_matrix_UB_33      -0.0547986000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.339
_reflns_limit_h_max              21
_reflns_limit_h_min              -21
_reflns_limit_k_max              8
_reflns_limit_k_min              -8
_reflns_limit_l_max              9
_reflns_limit_l_min              -10
_reflns_number_gt                1203
_reflns_number_total             1402
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43d (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.2508
_refine_diff_density_min         -0.2623
_refine_diff_density_rms         0.0426
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_d_res_high            0.8004
_refine_ls_d_res_low             6.1640
_refine_ls_goodness_of_fit_ref   1.0658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    15
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1402
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.0658
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+0.6130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0897
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C13(H13a,H13b), C14(H14a,H14b)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10)
2.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S -0.36461(6) 0.12813(14) -0.78608(13) 0.0514(3) Uani 1.000000 .
N2 N -0.45766(15) -0.2048(4) -0.7496(3) 0.0339(7) Uani 1.000000 .
O3 O -0.52811(17) 0.0048(5) -0.5998(4) 0.0749(11) Uani 1.000000 .
O4 O -0.38652(17) -0.4050(4) -0.9056(4) 0.0585(8) Uani 1.000000 .
C5 C -0.3893(2) -0.1012(5) -0.7018(4) 0.0372(8) Uani 1.000000 .
N6 N -0.34469(19) -0.1649(5) -0.5968(4) 0.0505(9) Uani 1.000000 .
C7 C -0.2872(2) 0.1434(6) -0.6649(4) 0.0452(10) Uani 1.000000 .
C8 C -0.5286(2) -0.1329(6) -0.6899(5) 0.0474(10) Uani 1.000000 .
C9 C -0.4497(2) -0.3607(6) -0.8598(4) 0.0436(9) Uani 1.000000 .
C10 C -0.2857(2) -0.0241(6) -0.5768(5) 0.0521(10) Uani 1.000000 .
H10 H -0.2468(2) -0.0449(6) -0.5054(5) 0.0625(12) Uiso 1.000000 R
C12 C -0.5991(2) -0.2383(7) -0.7444(6) 0.0632(13) Uani 1.000000 .
H12a H -0.6329(2) -0.2591(7) -0.6575(6) 0.0759(16) Uiso 1.000000 R
H12b H -0.6256(2) -0.1470(7) -0.8142(6) 0.0759(16) Uiso 1.000000 R
C13 C -0.5892(3) -0.4309(9) -0.8186(8) 0.113(3) Uani 1.000000 .
H13a H -0.5895(3) -0.5365(9) -0.7407(8) 0.136(3) Uiso 1.000000 R
H13b H -0.6342(3) -0.4538(9) -0.8823(8) 0.136(3) Uiso 1.000000 R
C14 C -0.5221(3) -0.4625(7) -0.9115(6) 0.0671(14) Uani 1.000000 .
H14a H -0.5336(3) -0.4147(7) -1.0137(6) 0.0806(16) Uiso 1.000000 R
H14b H -0.5125(3) -0.6088(7) -0.9178(6) 0.0806(16) Uiso 1.000000 R
C1 C -0.2330(3) 0.3241(7) -0.6635(5) 0.0677(14) Uani 1.000000 .
H1a H -0.1989(12) 0.316(3) -0.749(2) 0.102(2) Uiso 1.000000 GR
H1b H -0.2622(3) 0.4489(7) -0.669(3) 0.102(2) Uiso 1.000000 GR
H1c H -0.2033(13) 0.323(3) -0.5711(17) 0.102(2) Uiso 1.000000 GR


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 C5 1.722(3) . ?
S1 C7 1.714(4) . ?
N2 C5 1.426(4) . ?
N2 C8 1.415(5) . ?
N2 C9 1.410(4) . ?
O3 C8 1.196(5) . ?
O4 C9 1.202(4) . ?
C5 N6 1.273(5) . ?
N6 C10 1.386(5) . ?
C7 C10 1.338(5) . ?
C7 C1 1.507(5) . ?
C8 C12 1.482(6) . ?
C9 C14 1.489(5) . ?
C12 C13 1.425(7) . ?
C13 C14 1.435(7) . ?

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
C7 S1 C5 88.77(18) . . ?
C8 N2 C5 117.1(3) . . ?
C9 N2 C5 117.5(3) . . ?
C9 N2 C8 125.3(3) . . ?
N2 C5 S1 119.5(3) . . ?
N6 C5 S1 116.3(3) . . ?
N6 C5 N2 124.2(3) . . ?
C10 N6 C5 108.9(3) . . ?
C10 C7 S1 109.1(3) . . ?
C1 C7 S1 122.6(3) . . ?
C1 C7 C10 128.4(4) . . ?
O3 C8 N2 119.2(4) . . ?
C12 C8 N2 116.3(3) . . ?
C12 C8 O3 124.5(4) . . ?
O4 C9 N2 119.4(4) . . ?
C14 C9 N2 116.6(3) . . ?
C14 C9 O4 123.9(4) . . ?
C7 C10 N6 116.9(4) . . ?
C13 C12 C8 117.2(4) . . ?
C14 C13 C12 118.9(4) . . ?
C13 C14 C9 116.5(4) . . ?

_olex2_date_sample_data_collection 2016-12-02
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.059
_oxdiff_exptl_absorpt_empirical_full_min 0.942
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1254
_database_code_depnum_ccdc_archive 'CCDC 2062131'
_audit_update_record             
;
2021-02-09 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-02-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
mayuri.shaiwale@gmail.com
bamar.chem@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        1-(4-methylthiazol-2-yl)piperidine-2,6-dione
_chemical_formula_moiety         'C9 H10 N2 O2 S'
_chemical_formula_sum            'C9 H10 N2 O2 S'
_chemical_formula_weight         210.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         C9H10N2O2S
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.4402(13)
_cell_length_b                   9.0667(12)
_cell_length_c                   10.6841(15)
_cell_angle_alpha                90
_cell_angle_beta                 103.828(12)
_cell_angle_gamma                90
_cell_volume                     982.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1645
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4580
_cell_measurement_theta_min      4.0200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Recrystallized from methanol'
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.447
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4203
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.892
_diffrn_reflns_theta_min         3.852
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  68.00   1.00    1.00    --   19.60 -19.00 -90.00  121
  2  ω     -3.00  34.00   1.00    1.00    --   19.60 -57.00-180.00   37
  3  ω    -19.00  23.00   1.00    1.00    --  -20.54 -99.00 -30.00   42
  4  ω    -99.00 -61.00   1.00    1.00    --  -20.54 178.00  30.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0257466000
_diffrn_orient_matrix_UB_12      -0.0299107000
_diffrn_orient_matrix_UB_13      -0.0622896000
_diffrn_orient_matrix_UB_21      -0.0119617000
_diffrn_orient_matrix_UB_22      0.0721727000
_diffrn_orient_matrix_UB_23      -0.0256002000
_diffrn_orient_matrix_UB_31      0.0640323000
_diffrn_orient_matrix_UB_32      0.0011277000
_diffrn_orient_matrix_UB_33      -0.0119112000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1833
_reflns_number_total             2244
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0534P)²+0.2604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1105
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, H10 of C10
 At 1.5 times of:
  H12a of C12
2.a Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C3(H3a,H3b), C5(H5a,H5b)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
S11 S 0.58985(4) 0.68126(6) 0.75571(4) 0.04720(17) Uani 1 1 d . . . . .
O13 O 0.91157(13) 0.71780(18) 0.96430(14) 0.0586(4) Uani 1 1 d . . . . .
C2 C 0.86353(16) 0.6322(2) 1.02513(16) 0.0392(4) Uani 1 1 d . . . . .
O14 O 0.59326(15) 0.38059(19) 0.95449(14) 0.0656(4) Uani 1 1 d . . . . .
N8 N 0.76729(13) 0.49049(17) 0.74680(13) 0.0396(3) Uani 1 1 d . . . . .
C4 C 0.87976(19) 0.4585(3) 1.20916(17) 0.0518(5) Uani 1 1 d . . . . .
H4A H 0.904817 0.452669 1.302496 0.062 Uiso 1 1 calc R U . . .
H4B H 0.930255 0.385491 1.175030 0.062 Uiso 1 1 calc R U . . .
C7 C 0.71345(15) 0.56159(19) 0.82492(15) 0.0361(4) Uani 1 1 d . . . . .
C3 C 0.90986(17) 0.6096(2) 1.16658(17) 0.0468(5) Uani 1 1 d . . . . .
H3A H 0.868508 0.682392 1.210618 0.056 Uiso 1 1 calc R U . . .
H3B H 1.004418 0.625502 1.191849 0.056 Uiso 1 1 calc R U . . .
C12 C 0.7597(3) 0.4642(3) 0.5148(2) 0.0598(6) Uani 1 1 d . . . . .
H12A H 0.727(3) 0.513(3) 0.441(3) 0.090 Uiso 1 1 d . U . . .
N1 N 0.75482(13) 0.54603(16) 0.96076(12) 0.0364(3) Uani 1 1 d . . . . .
C9 C 0.70944(17) 0.5309(2) 0.62138(16) 0.0407(4) Uani 1 1 d . . . . .
C6 C 0.68599(18) 0.4455(2) 1.01942(17) 0.0427(4) Uani 1 1 d . . . . .
C5 C 0.73368(19) 0.4265(3) 1.16156(17) 0.0506(5) Uani 1 1 d . . . . .
H5A H 0.716500 0.326101 1.184301 0.061 Uiso 1 1 calc R U . . .
H5B H 0.684585 0.492097 1.204648 0.061 Uiso 1 1 calc R U . . .
C10 C 0.61268(18) 0.6310(2) 0.60900(17) 0.0457(4) Uani 1 1 d . . . . .
H10 H 0.564439 0.668002 0.530694 0.055 Uiso 1 1 calc R U . . .
H12B H 0.724(3) 0.364(4) 0.489(3) 0.127(12) Uiso 1 1 d . . . . .
H12C H 0.849(3) 0.462(4) 0.524(3) 0.103(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S11 C7 1.7126(17) . ?
S11 C10 1.7030(19) . ?
O13 C2 1.197(2) . ?
C2 C3 1.487(2) . ?
C2 N1 1.414(2) . ?
O14 C6 1.202(2) . ?
N8 C7 1.285(2) . ?
N8 C9 1.381(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.500(3) . ?
C4 C5 1.516(3) . ?
C7 N1 1.419(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C12 H12A 0.90(3) . ?
C12 C9 1.491(3) . ?
C12 H12B 1.00(4) . ?
C12 H12C 0.92(3) . ?
N1 C6 1.398(2) . ?
C9 C10 1.341(3) . ?
C6 C5 1.491(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C10 H10 0.9300 . ?

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
C10 S11 C7 88.34(9) . . ?
O13 C2 C3 124.39(17) . . ?
O13 C2 N1 119.09(16) . . ?
N1 C2 C3 116.51(16) . . ?
C7 N8 C9 109.83(14) . . ?
H4A C4 H4B 108.2 . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C3 C4 C5 109.86(16) . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
N8 C7 S11 116.01(12) . . ?
N8 C7 N1 122.74(15) . . ?
N1 C7 S11 121.23(12) . . ?
C2 C3 C4 113.18(16) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.8 . . ?
H12A C12 H12B 99(3) . . ?
H12A C12 H12C 105(2) . . ?
C9 C12 H12A 110.3(19) . . ?
C9 C12 H12B 114(2) . . ?
C9 C12 H12C 117.8(19) . . ?
H12B C12 H12C 108(3) . . ?
C2 N1 C7 117.08(14) . . ?
C6 N1 C2 125.53(14) . . ?
C6 N1 C7 117.38(14) . . ?
N8 C9 C12 118.77(18) . . ?
C10 C9 N8 114.81(16) . . ?
C10 C9 C12 126.40(18) . . ?
O14 C6 N1 119.34(16) . . ?
O14 C6 C5 123.94(18) . . ?
N1 C6 C5 116.72(16) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C6 C5 C4 112.58(15) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
S11 C10 H10 124.5 . . ?
C9 C10 S11 111.00(13) . . ?
C9 C10 H10 124.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S11 C7 N1 C2 -94.38(16) . . . . ?
S11 C7 N1 C6 86.46(18) . . . . ?
O13 C2 C3 C4 -153.67(18) . . . . ?
O13 C2 N1 C7 3.2(2) . . . . ?
O13 C2 N1 C6 -177.74(17) . . . . ?
C2 N1 C6 O14 178.57(18) . . . . ?
C2 N1 C6 C5 -1.2(3) . . . . ?
O14 C6 C5 C4 152.6(2) . . . . ?
N8 C7 N1 C2 84.0(2) . . . . ?
N8 C7 N1 C6 -95.1(2) . . . . ?
N8 C9 C10 S11 0.5(2) . . . . ?
C7 S11 C10 C9 -0.30(15) . . . . ?
C7 N8 C9 C12 178.43(18) . . . . ?
C7 N8 C9 C10 -0.5(2) . . . . ?
C7 N1 C6 O14 -2.4(3) . . . . ?
C7 N1 C6 C5 177.89(16) . . . . ?
C3 C2 N1 C7 -177.17(15) . . . . ?
C3 C2 N1 C6 1.9(2) . . . . ?
C3 C4 C5 C6 54.7(2) . . . . ?
C12 C9 C10 S11 -178.29(18) . . . . ?
N1 C2 C3 C4 26.7(2) . . . . ?
N1 C6 C5 C4 -27.6(3) . . . . ?
C9 N8 C7 S11 0.21(19) . . . . ?
C9 N8 C7 N1 -178.29(15) . . . . ?
C5 C4 C3 C2 -54.2(2) . . . . ?
C10 S11 C7 N8 0.05(15) . . . . ?
C10 S11 C7 N1 178.57(15) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_date_sample_data_collection 2017-11-15
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.234
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1313
_database_code_depnum_ccdc_archive 'CCDC 2062127'
_audit_update_record             
;
2021-02-09 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_audit_creation_date             2021-02-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
mayuri.shaiwale@gmail.com
bamar.chem@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        
1-(4,5-dimethylthiazol-2-yl)piperidine-2,6-dione
_chemical_formula_moiety         'C10 H12 N2 O2 S'
_chemical_formula_sum            'C10 H12 N2 O2 S'
_chemical_formula_weight         224.28
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
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'

_cell_length_a                   11.0048(7)
_cell_length_b                   9.1927(7)
_cell_length_c                   21.2407(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2148.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1575
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.1710
_cell_measurement_theta_min      4.0720
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.785
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91031
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Recrystallized from Ethylacetate'
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.683
_exptl_crystal_size_min          0.301
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            7976
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.02
_diffrn_reflns_theta_min         3.47
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full ?
_diffrn_measured_fraction_theta_max ?
_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  86.00   1.00    4.13    --   19.44  77.00 -30.00   98
  2  ω    -52.00 -26.00   1.00    4.13    --  -20.23  77.00  90.00   26
  3  ω     10.00  40.00   1.00    4.13    --  -20.23  77.00  90.00   30
  4  ω    -11.00  34.00   1.00    4.13    --  -20.23  77.00-120.00   45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0436994000
_diffrn_orient_matrix_UB_12      -0.0148706000
_diffrn_orient_matrix_UB_13      -0.0237001000
_diffrn_orient_matrix_UB_21      0.0465300000
_diffrn_orient_matrix_UB_22      0.0006254000
_diffrn_orient_matrix_UB_23      -0.0231319000
_diffrn_orient_matrix_UB_31      0.0089216000
_diffrn_orient_matrix_UB_32      -0.0756383000
_diffrn_orient_matrix_UB_33      0.0044855000
_diffrn_oxdiff_ac3_digest_frames 
;
01a7d72e76aae5cb283ea2b7d237751d3300027a857
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0169753652c2b31d3599ff5f599b7603fb981d
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1728
_reflns_number_total             2560
_reflns_odcompleteness_completeness 99.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2560
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0588
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1608
_refine_ls_wR_factor_ref         0.1864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00C(H00C,H00D), C00D(H00E,H00F)
2.b Idealised Me refined as rotating group:
 C00E(H00G,H00H,H00I), C00F(H00J,H00K,H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S001 S 0.28184(7) 0.51634(9) 0.41225(3) 0.0637(3) Uani 1 1 d . . . . .
O002 O 0.54438(17) 0.5932(2) 0.32170(9) 0.0590(5) Uani 1 1 d . . . . .
N003 N 0.38861(17) 0.44085(19) 0.30074(8) 0.0374(5) Uani 1 1 d . . . . .
O004 O 0.22876(16) 0.2939(2) 0.28166(9) 0.0633(6) Uani 1 1 d . . . . .
N005 N 0.44413(18) 0.3221(2) 0.39646(9) 0.0435(5) Uani 1 1 d . . . . .
C006 C 0.3783(2) 0.4146(2) 0.36691(10) 0.0388(5) Uani 1 1 d . . . . .
C007 C 0.4808(2) 0.5375(2) 0.28234(11) 0.0415(6) Uani 1 1 d . . . . .
C008 C 0.3050(2) 0.3739(3) 0.26026(11) 0.0419(5) Uani 1 1 d . . . . .
C009 C 0.4191(2) 0.3281(3) 0.46053(10) 0.0463(6) Uani 1 1 d . . . . .
C00A C 0.3161(2) 0.4099(3) 0.19191(11) 0.0509(6) Uani 1 1 d . . . . .
H00A H 0.260685 0.488732 0.182069 0.061 Uiso 1 1 calc R U . . .
H00B H 0.291654 0.325907 0.167363 0.061 Uiso 1 1 calc R U . . .
C00B C 0.3349(2) 0.4262(3) 0.47757(11) 0.0526(7) Uani 1 1 d . . . . .
C00C C 0.4919(3) 0.5697(3) 0.21374(11) 0.0540(7) Uani 1 1 d . . . . .
H00C H 0.448821 0.659423 0.204763 0.065 Uiso 1 1 calc R U . . .
H00D H 0.576903 0.585285 0.203809 0.065 Uiso 1 1 calc R U . . .
C00D C 0.4441(3) 0.4542(3) 0.17240(12) 0.0599(7) Uani 1 1 d . . . . .
H00E H 0.497195 0.370138 0.174403 0.072 Uiso 1 1 calc R U . . .
H00F H 0.442912 0.488645 0.129237 0.072 Uiso 1 1 calc R U . . .
C00E C 0.2904(3) 0.4634(4) 0.54278(13) 0.0788(10) Uani 1 1 d . . . . .
H00G H 0.309498 0.562986 0.552056 0.118 Uiso 1 1 calc R U . . .
H00H H 0.329347 0.401176 0.572968 0.118 Uiso 1 1 calc R U . . .
H00I H 0.204016 0.449593 0.544831 0.118 Uiso 1 1 calc R U . . .
C00F C 0.4863(3) 0.2290(3) 0.50375(13) 0.0748(9) Uani 1 1 d . . . . .
H00J H 0.478099 0.130549 0.489342 0.112 Uiso 1 1 calc R U . . .
H00K H 0.453428 0.237296 0.545462 0.112 Uiso 1 1 calc R U . . .
H00L H 0.570718 0.255415 0.504316 0.112 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S001 C006 1.711(2) . ?
S001 C00B 1.718(3) . ?
O002 C007 1.205(3) . ?
N003 C006 1.431(3) . ?
N003 C007 1.404(3) . ?
N003 C008 1.402(3) . ?
O004 C008 1.205(3) . ?
N005 C006 1.282(3) . ?
N005 C009 1.390(3) . ?
C007 C00C 1.492(3) . ?
C008 C00A 1.494(3) . ?
C009 C00B 1.343(3) . ?
C009 C00F 1.490(3) . ?
C00A H00A 0.9700 . ?
C00A H00B 0.9700 . ?
C00A C00D 1.523(4) . ?
C00B C00E 1.509(3) . ?
C00C H00C 0.9700 . ?
C00C H00D 0.9700 . ?
C00C C00D 1.475(4) . ?
C00D H00E 0.9700 . ?
C00D H00F 0.9700 . ?
C00E H00G 0.9600 . ?
C00E H00H 0.9600 . ?
C00E H00I 0.9600 . ?
C00F H00J 0.9600 . ?
C00F H00K 0.9600 . ?
C00F H00L 0.9600 . ?

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
C006 S001 C00B 88.86(12) . . ?
C007 N003 C006 115.96(18) . . ?
C008 N003 C006 118.46(18) . . ?
C008 N003 C007 125.53(19) . . ?
C006 N005 C009 109.9(2) . . ?
N003 C006 S001 120.68(16) . . ?
N005 C006 S001 115.96(17) . . ?
N005 C006 N003 123.2(2) . . ?
O002 C007 N003 119.7(2) . . ?
O002 C007 C00C 123.1(2) . . ?
N003 C007 C00C 117.2(2) . . ?
N003 C008 C00A 116.4(2) . . ?
O004 C008 N003 119.6(2) . . ?
O004 C008 C00A 124.0(2) . . ?
N005 C009 C00F 118.8(2) . . ?
C00B C009 N005 115.3(2) . . ?
C00B C009 C00F 125.9(2) . . ?
C008 C00A H00A 108.9 . . ?
C008 C00A H00B 108.9 . . ?
C008 C00A C00D 113.5(2) . . ?
H00A C00A H00B 107.7 . . ?
C00D C00A H00A 108.9 . . ?
C00D C00A H00B 108.9 . . ?
C009 C00B S001 109.93(18) . . ?
C009 C00B C00E 128.6(2) . . ?
C00E C00B S001 121.4(2) . . ?
C007 C00C H00C 108.7 . . ?
C007 C00C H00D 108.7 . . ?
H00C C00C H00D 107.6 . . ?
C00D C00C C007 114.2(2) . . ?
C00D C00C H00C 108.7 . . ?
C00D C00C H00D 108.7 . . ?
C00A C00D H00E 109.4 . . ?
C00A C00D H00F 109.4 . . ?
C00C C00D C00A 111.1(2) . . ?
C00C C00D H00E 109.4 . . ?
C00C C00D H00F 109.4 . . ?
H00E C00D H00F 108.0 . . ?
C00B C00E H00G 109.5 . . ?
C00B C00E H00H 109.5 . . ?
C00B C00E H00I 109.5 . . ?
H00G C00E H00H 109.5 . . ?
H00G C00E H00I 109.5 . . ?
H00H C00E H00I 109.5 . . ?
C009 C00F H00J 109.5 . . ?
C009 C00F H00K 109.5 . . ?
C009 C00F H00L 109.5 . . ?
H00J C00F H00K 109.5 . . ?
H00J C00F H00L 109.5 . . ?
H00K C00F H00L 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C007 C00C C00D 156.9(3) . . . . ?
N003 C007 C00C C00D -25.2(3) . . . . ?
N003 C008 C00A C00D 26.5(3) . . . . ?
O004 C008 C00A C00D -154.5(3) . . . . ?
N005 C009 C00B S001 0.3(3) . . . . ?
N005 C009 C00B C00E -177.8(2) . . . . ?
C006 S001 C00B C009 -0.2(2) . . . . ?
C006 S001 C00B C00E 178.0(2) . . . . ?
C006 N003 C007 O002 -0.6(3) . . . . ?
C006 N003 C007 C00C -178.6(2) . . . . ?
C006 N003 C008 O004 -1.7(3) . . . . ?
C006 N003 C008 C00A 177.36(19) . . . . ?
C006 N005 C009 C00B -0.3(3) . . . . ?
C006 N005 C009 C00F -179.9(2) . . . . ?
C007 N003 C006 S001 92.6(2) . . . . ?
C007 N003 C006 N005 -83.0(3) . . . . ?
C007 N003 C008 O004 -179.2(2) . . . . ?
C007 N003 C008 C00A -0.1(3) . . . . ?
C007 C00C C00D C00A 50.4(3) . . . . ?
C008 N003 C006 S001 -85.1(2) . . . . ?
C008 N003 C006 N005 99.3(3) . . . . ?
C008 N003 C007 O002 177.0(2) . . . . ?
C008 N003 C007 C00C -1.1(3) . . . . ?
C008 C00A C00D C00C -51.4(3) . . . . ?
C009 N005 C006 S001 0.1(2) . . . . ?
C009 N005 C006 N003 175.90(19) . . . . ?
C00B S001 C006 N003 -175.86(18) . . . . ?
C00B S001 C006 N005 0.1(2) . . . . ?
C00F C009 C00B S001 179.9(2) . . . . ?
C00F C009 C00B C00E 1.8(4) . . . . ?


_olex2_date_sample_data_collection 2017-12-26
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.871
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1166
_database_code_depnum_ccdc_archive 'CCDC 1561183'
_audit_update_record             
;
2017-07-07 deposited with the CCDC.	2024-05-06 downloaded from the CCDC.
;
_audit_creation_date             2017-07-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        1-(benzo[d]thiazol-2-yl)piperidine-2,6-dione
_chemical_formula_moiety         'C12 H10 N2 O2 S'
_chemical_formula_sum            'C12 H10 N2 O2 S'
_chemical_formula_weight         246.28
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7717(9)
_cell_length_b                   9.2453(9)
_cell_length_c                   23.0901(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2299.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2751
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9390
_cell_measurement_theta_min      4.0250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_recrystallization_method 'Crystallised from Metjhanol'
_exptl_crystal_size_max          1.26
_exptl_crystal_size_mid          0.693
_exptl_crystal_size_min          0.346
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            12233
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.398
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0851
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -52.00  51.00   1.00    1.96    --   19.29 -77.00-150.00  103
  2  ω     -8.00  92.00   1.00    1.96    --   19.29  38.00-180.00  100
  3  ω    -25.00  23.00   1.00    1.96    --  -20.38 -99.00  90.00   48
  4  ω    -50.00  25.00   1.00    1.96    --   19.29 -57.00  30.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0386603000
_diffrn_orient_matrix_UB_12      0.0008188000
_diffrn_orient_matrix_UB_13      -0.0248868000
_diffrn_orient_matrix_UB_21      0.0532193000
_diffrn_orient_matrix_UB_22      0.0058936000
_diffrn_orient_matrix_UB_23      -0.0179164000
_diffrn_orient_matrix_UB_31      0.0036914000
_diffrn_orient_matrix_UB_32      -0.0764738000
_diffrn_orient_matrix_UB_33      -0.0016728000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1862
_reflns_number_total             2341
_reflns_odcompleteness_completeness 99.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         2341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0675
_refine_ls_restrained_S_all      0.905
_refine_ls_shift/su_max          13.373
_refine_ls_shift/su_mean         0.086
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1510P)²+2.6040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2051
_refine_ls_wR_factor_ref         0.2256
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C7(H7), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
S2 S 0.28006(9) 0.02123(12) 0.60525(4) 0.0606(4) Uani 1 1 d . . . . .
N10 N 0.3795(2) -0.0653(3) 0.70861(10) 0.0407(6) Uani 1 1 d . . . . .
O17 O 0.2178(3) -0.2182(3) 0.72103(11) 0.0673(8) Uani 1 1 d . . . . .
N9 N 0.4414(3) -0.1819(3) 0.62183(11) 0.0501(7) Uani 1 1 d . . . . .
C1 C 0.3748(3) -0.0875(3) 0.64759(12) 0.0403(7) Uani 1 1 d . . . . .
C11 C 0.2923(3) -0.1391(3) 0.74322(13) 0.0455(7) Uani 1 1 d . . . . .
C16 C 0.4733(3) 0.0269(4) 0.72898(15) 0.0479(8) Uani 1 1 d . . . . .
O18 O 0.5414(2) 0.0850(3) 0.69463(12) 0.0676(8) Uani 1 1 d . . . . .
C3 C 0.3348(3) -0.0703(4) 0.54527(13) 0.0520(8) Uani 1 1 d . . . . .
C8 C 0.4201(3) -0.1746(4) 0.56241(14) 0.0508(8) Uani 1 1 d . . . . .
C6 C 0.4537(5) -0.2361(6) 0.46375(18) 0.0865(15) Uani 1 1 d . . . . .
H6 H 0.4925 -0.2922 0.4356 0.104 Uiso 1 1 calc R . . . .
C12 C 0.2997(4) -0.1117(6) 0.80722(15) 0.0630(10) Uani 1 1 d . . . . .
C15 C 0.4818(4) 0.0464(6) 0.79274(18) 0.0771(14) Uani 1 1 d . . . . .
C4 C 0.3091(4) -0.0481(5) 0.48660(16) 0.0747(12) Uani 1 1 d . . . . .
H4 H 0.2518 0.0212 0.4749 0.090 Uiso 1 1 calc R . . . .
C7 C 0.4807(5) -0.2599(5) 0.52085(18) 0.0762(12) Uani 1 1 d . . . . .
H7 H 0.5376 -0.3305 0.5318 0.091 Uiso 1 1 calc R . . . .
C5 C 0.3706(5) -0.1312(6) 0.44681(16) 0.0849(16) Uani 1 1 d . . . . .
H5 H 0.3559 -0.1165 0.4076 0.102 Uiso 1 1 calc R . . . .
H15A H 0.550(5) 0.080(5) 0.8029(19) 0.074(14) Uiso 1 1 d . . . . .
H12A H 0.225(6) -0.134(7) 0.821(3) 0.12(2) Uiso 1 1 d . . . . .
C0AA C 0.4199(14) -0.0391(12) 0.8267(3) 0.187(6) Uani 1 1 d . . . . .
H0AA H 0.347(2) 0.019(3) 0.8248(12) -0.001(6) Uiso 1 1 d . . . . .
H12B H 0.318(7) -0.204(8) 0.821(3) 0.13(2) Uiso 1 1 d . . . . .
H15B H 0.412(16) 0.14(2) 0.810(7) 0.41(9) Uiso 1 1 d . . . . .
H0AB H 0.400(5) 0.004(6) 0.871(2) 0.105(16) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S2 C1 1.735(3) . ?
S2 C3 1.727(3) . ?
N10 C1 1.425(4) . ?
N10 C11 1.409(4) . ?
N10 C16 1.404(4) . ?
O17 C11 1.201(4) . ?
N9 C1 1.276(4) . ?
N9 C8 1.393(4) . ?
C11 C12 1.501(4) . ?
C16 O18 1.206(4) . ?
C16 C15 1.486(5) . ?
C3 C8 1.389(5) . ?
C3 C4 1.398(5) . ?
C8 C7 1.404(5) . ?
C6 C7 1.368(6) . ?
C6 C5 1.377(7) . ?
C12 C0AA 1.525(11) . ?
C15 C0AA 1.298(9) . ?
C4 C5 1.368(7) . ?

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
C3 S2 C1 88.11(15) . . ?
C11 N10 C1 117.9(2) . . ?
C11 N10 C16 125.7(3) . . ?
C16 N10 C1 116.4(2) . . ?
C1 N9 C8 109.5(3) . . ?
N10 C1 S2 119.6(2) . . ?
N9 C1 S2 117.7(2) . . ?
N9 C1 N10 122.7(3) . . ?
N10 C11 C12 116.2(3) . . ?
O17 C11 N10 119.9(3) . . ?
O17 C11 C12 123.9(3) . . ?
N10 C16 C15 116.7(3) . . ?
O18 C16 N10 119.2(3) . . ?
O18 C16 C15 124.1(4) . . ?
C8 C3 S2 109.7(2) . . ?
C8 C3 C4 120.6(4) . . ?
C4 C3 S2 129.7(3) . . ?
C3 C8 N9 115.0(3) . . ?
C7 C8 N9 124.7(4) . . ?
C7 C8 C3 120.2(3) . . ?
C7 C6 C5 121.7(4) . . ?
C0AA C12 C11 114.1(4) . . ?
C0AA C15 C16 119.5(5) . . ?
C5 C4 C3 118.2(4) . . ?
C6 C7 C8 118.0(5) . . ?
C4 C5 C6 121.3(4) . . ?
C15 C0AA C12 121.8(6) . . ?

_olex2_date_sample_data_collection 2017-06-28
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.898
_oxdiff_exptl_absorpt_empirical_full_min 0.667
