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#$Date: 2023-10-03 00:55:55 +0300 (Tue, 03 Oct 2023) $
#$Revision: 286626 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/21/7132169.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_7132169
loop_
_publ_author_name
'Wang, Yi-Lin'
'Liu, Peng-Xiang'
'Zhang, Huan-Huan'
'Xu, Peng-Fei'
'Luo, Yong-Chun'
_publ_section_title
;
 Synthesis of benzo[f][1,2]thiazepine 1,1-dioxides based on the
 visible-light-mediated aza Paternò-Büchi reaction of
 benzo[d]isothiazole 1,1-dioxides with alkenes.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d3cc03745b
_journal_year                    2023
_chemical_formula_sum            'C15 H13 N O2 S'
_chemical_formula_weight         271.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-09-11 deposited with the CCDC.	2023-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6930(16)
_cell_length_b                   12.6184(17)
_cell_length_c                   8.9005(12)
_cell_measurement_reflns_used    3685
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      2.37
_cell_volume                     1313.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 'fine-focus sealed tube'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8634
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.784
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.202
_diffrn_reflns_theta_min         2.375
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.7462
_exptl_transmission_factor_min   0.6617
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 972 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3333
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0353
_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)+(0.0550P)²+0.0881P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0955
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_full    0.886
_reflns_Friedel_fraction_max     0.627
_reflns_number_gt                2797
_reflns_number_total             3333
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc03745b2.cif
_cod_data_source_block           1_a_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7132169
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.931
_shelx_estimated_absorpt_t_max   0.953
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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
C1 C 0.42356(19) 0.50187(19) 0.5569(3) 0.0488(6) Uani 1 1 d . . . . .
H1 H 0.4347 0.5730 0.5339 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3162(2) 0.4605(2) 0.5506(3) 0.0583(7) Uani 1 1 d . . . . .
H2 H 0.2546 0.5036 0.5254 0.070 Uiso 1 1 calc R U . . .
C3 C 0.2989(2) 0.3555(3) 0.5812(4) 0.0675(8) Uani 1 1 d . . . . .
H3 H 0.2257 0.3270 0.5752 0.081 Uiso 1 1 calc R U . . .
C4 C 0.3891(3) 0.2924(2) 0.6207(4) 0.0692(9) Uani 1 1 d . . . . .
H4 H 0.3771 0.2211 0.6418 0.083 Uiso 1 1 calc R U . . .
C5 C 0.4989(2) 0.3347(2) 0.6292(3) 0.0567(7) Uani 1 1 d . . . . .
H5 H 0.5602 0.2918 0.6567 0.068 Uiso 1 1 calc R U . . .
C6 C 0.51650(19) 0.44018(18) 0.5969(3) 0.0423(5) Uani 1 1 d . . . . .
C7 C 0.6343(2) 0.4876(2) 0.6055(3) 0.0481(5) Uani 1 1 d . . . . .
H7 H 0.6904 0.4369 0.6446 0.058 Uiso 1 1 calc R U . . .
C8 C 0.6453(3) 0.5961(3) 0.6815(3) 0.0623(7) Uani 1 1 d . . . . .
H8A H 0.5751 0.6199 0.7289 0.075 Uiso 1 1 calc R U . . .
H8B H 0.7090 0.6005 0.7511 0.075 Uiso 1 1 calc R U . . .
C9 C 0.67649(19) 0.54131(17) 0.4598(3) 0.0396(4) Uani 1 1 d . . . . .
H9 H 0.6235 0.5329 0.3753 0.048 Uiso 1 1 calc R U . . .
C10 C 0.79945(18) 0.52395(18) 0.4171(3) 0.0417(5) Uani 1 1 d . . . . .
C11 C 0.8458(2) 0.4330(2) 0.3555(3) 0.0562(6) Uani 1 1 d . . . . .
H11 H 0.8008 0.3736 0.3371 0.067 Uiso 1 1 calc R U . . .
C12 C 0.9620(3) 0.4333(3) 0.3219(4) 0.0703(9) Uani 1 1 d . . . . .
H12 H 0.9951 0.3727 0.2813 0.084 Uiso 1 1 calc R U . . .
C13 C 1.0291(2) 0.5208(3) 0.3472(4) 0.0693(8) Uani 1 1 d . . . . .
H13 H 1.1063 0.5188 0.3220 0.083 Uiso 1 1 calc R U . . .
C14 C 0.9840(2) 0.6112(2) 0.4092(3) 0.0593(7) Uani 1 1 d . . . . .
H14 H 1.0291 0.6705 0.4274 0.071 Uiso 1 1 calc R U . . .
C15 C 0.86827(19) 0.61010(19) 0.4434(3) 0.0434(5) Uani 1 1 d . . . . .
N1 N 0.66816(14) 0.64793(15) 0.5347(2) 0.0437(4) Uani 1 1 d . . . . .
O1 O 0.82863(19) 0.74888(16) 0.6607(2) 0.0624(5) Uani 1 1 d . . . . .
O2 O 0.77362(18) 0.79488(14) 0.4035(3) 0.0606(5) Uani 1 1 d . . . . .
S1 S 0.78818(5) 0.71529(4) 0.51593(8) 0.04547(16) Uani 1 1 d . . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.3(2) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C1 C2 C3 119.9(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 120.7(2) . . ?
C1 C6 C7 120.6(2) . . ?
C6 C7 C8 117.0(2) . . ?
C6 C7 C9 115.1(2) . . ?
C8 C7 C9 87.25(18) . . ?
C6 C7 H7 111.8 . . ?
C8 C7 H7 111.8 . . ?
C9 C7 H7 111.8 . . ?
N1 C8 C7 91.15(19) . . ?
N1 C8 H8A 113.4 . . ?
C7 C8 H8A 113.4 . . ?
N1 C8 H8B 113.4 . . ?
C7 C8 H8B 113.4 . . ?
H8A C8 H8B 110.7 . . ?
C10 C9 N1 107.70(17) . . ?
C10 C9 C7 117.0(2) . . ?
N1 C9 C7 89.97(18) . . ?
C10 C9 H9 113.3 . . ?
N1 C9 H9 113.3 . . ?
C7 C9 H9 113.3 . . ?
C15 C10 C11 119.7(2) . . ?
C15 C10 C9 113.7(2) . . ?
C11 C10 C9 126.6(2) . . ?
C10 C11 C12 117.7(3) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 121.7(3) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.1(3) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
C10 C15 C14 122.8(2) . . ?
C10 C15 S1 110.50(17) . . ?
C14 C15 S1 126.6(2) . . ?
C8 N1 C9 90.44(18) . . ?
C8 N1 S1 117.96(17) . . ?
C9 N1 S1 111.16(14) . . ?
O2 S1 O1 117.41(13) . . ?
O2 S1 N1 109.39(11) . . ?
O1 S1 N1 109.97(12) . . ?
O2 S1 C15 109.82(12) . . ?
O1 S1 C15 112.27(12) . . ?
N1 S1 C15 95.85(11) . . ?
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
C1 C2 1.361(3) . ?
C1 C6 1.383(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(3) . ?
C7 C8 1.532(4) . ?
C7 C9 1.545(3) . ?
C7 H7 0.9800 . ?
C8 N1 1.486(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.503(3) . ?
C9 N1 1.505(3) . ?
C9 H9 0.9800 . ?
C10 C15 1.373(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.392(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(3) . ?
C14 H14 0.9300 . ?
C15 S1 1.748(2) . ?
N1 S1 1.6492(18) . ?
O1 S1 1.436(2) . ?
O2 S1 1.428(2) . ?
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
C6 C1 C2 C3 -1.3(4) . . . . ?
C1 C2 C3 C4 1.1(5) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C4 C5 C6 C7 179.9(3) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C2 C1 C6 C7 -179.1(2) . . . . ?
C5 C6 C7 C8 -136.1(3) . . . . ?
C1 C6 C7 C8 43.6(3) . . . . ?
C5 C6 C7 C9 123.6(3) . . . . ?
C1 C6 C7 C9 -56.7(3) . . . . ?
C6 C7 C8 N1 -108.7(2) . . . . ?
C9 C7 C8 N1 8.15(18) . . . . ?
C6 C7 C9 C10 -139.4(2) . . . . ?
C8 C7 C9 C10 101.9(2) . . . . ?
C6 C7 C9 N1 110.6(2) . . . . ?
C8 C7 C9 N1 -8.05(18) . . . . ?
N1 C9 C10 C15 -5.5(3) . . . . ?
C7 C9 C10 C15 -104.8(2) . . . . ?
N1 C9 C10 C11 175.1(2) . . . . ?
C7 C9 C10 C11 75.8(3) . . . . ?
C15 C10 C11 C12 -0.2(4) . . . . ?
C9 C10 C11 C12 179.1(3) . . . . ?
C10 C11 C12 C13 -0.6(5) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C11 C10 C15 C14 0.7(4) . . . . ?
C9 C10 C15 C14 -178.7(2) . . . . ?
C11 C10 C15 S1 178.2(2) . . . . ?
C9 C10 C15 S1 -1.2(3) . . . . ?
C13 C14 C15 C10 -0.3(4) . . . . ?
C13 C14 C15 S1 -177.4(2) . . . . ?
C7 C8 N1 C9 -8.36(19) . . . . ?
C7 C8 N1 S1 -122.74(17) . . . . ?
C10 C9 N1 C8 -110.1(2) . . . . ?
C7 C9 N1 C8 8.29(18) . . . . ?
C10 C9 N1 S1 10.3(2) . . . . ?
C7 C9 N1 S1 128.68(15) . . . . ?
C8 N1 S1 O2 -154.0(2) . . . . ?
C9 N1 S1 O2 103.56(18) . . . . ?
C8 N1 S1 O1 -23.7(2) . . . . ?
C9 N1 S1 O1 -126.12(17) . . . . ?
C8 N1 S1 C15 92.6(2) . . . . ?
C9 N1 S1 C15 -9.86(18) . . . . ?
C10 C15 S1 O2 -106.41(19) . . . . ?
C14 C15 S1 O2 70.9(3) . . . . ?
C10 C15 S1 O1 121.03(18) . . . . ?
C14 C15 S1 O1 -61.6(3) . . . . ?
C10 C15 S1 N1 6.6(2) . . . . ?
C14 C15 S1 N1 -176.0(2) . . . . ?
