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#$Date: 2023-06-15 11:47:51 +0300 (Thu, 15 Jun 2023) $
#$Revision: 284477 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/73/8107372.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_8107372
loop_
_publ_author_name
'Cong, Huang'
'Shu-Zhen, Xiao'
'Liang, Zhong'
'Shang-Xing, Chen'
'Da-Yong, Peng'
_publ_section_title
;
 Crystal structure of 3-((3,4-dichloroisothiazol-5-yl)methoxy)benzo[d]
 isothiazole 1,1-dioxide, C11H6Cl2N2O3S2
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              127
_journal_page_last               128
_journal_paper_doi               10.1515/ncrs-2022-0509
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C11 H6 Cl2 N2 O3 S2'
_chemical_formula_sum            'C11 H6 Cl2 N2 O3 S2'
_chemical_formula_weight         349.20
_chemical_name_systematic
3-((3,4-dichloroisothiazol-5-yl)methoxy)benzo[d]isothiazole-1,1-dioxide
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                86.123(4)
_cell_angle_beta                 78.299(4)
_cell_angle_gamma                85.715(4)
_cell_formula_units_Z            2
_cell_length_a                   6.974(3)
_cell_length_b                   8.132(3)
_cell_length_c                   12.349(5)
_cell_measurement_reflns_used    3870
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.49
_cell_measurement_theta_min      2.52
_cell_volume                     682.9(5)
_computing_cell_refinement       'APEX2, SAINT and SADABS [1]'
_computing_data_collection       'APEX2, SAINT and SADABS [1]'
_computing_data_reduction        'APEX2, SAINT and SADABS [1]'
_computing_molecular_graphics    'Diamond 4.0 [4]'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014) [2,3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5210
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         2.515
_exptl_absorpt_coefficient_mu    0.787
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2527
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0410
_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)+(0.0446P)²+0.6747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1058
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2302
_reflns_number_total             2527
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0509_suppl.cif
_cod_data_source_block           4141_0m
_cod_original_cell_volume        682.9(4)
_cod_database_code               8107372
_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   0.846
_shelx_estimated_absorpt_t_max   0.911
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
C1 C 0.2730(3) 0.6054(3) -0.10741(18) 0.0323(5) Uani 1 1 d . . . . .
C2 C 0.2773(4) 0.4946(3) -0.1873(2) 0.0410(5) Uani 1 1 d . . . . .
H2 H 0.2900 0.5284 -0.2618 0.049 Uiso 1 1 calc R U . . .
C3 C 0.2616(4) 0.3298(3) -0.1513(2) 0.0459(6) Uani 1 1 d . . . . .
H3 H 0.2641 0.2511 -0.2029 0.055 Uiso 1 1 calc R U . . .
C4 C 0.2421(4) 0.2798(3) -0.0402(2) 0.0437(6) Uani 1 1 d . . . . .
H4 H 0.2334 0.1683 -0.0188 0.052 Uiso 1 1 calc R U . . .
C5 C 0.2356(3) 0.3940(3) 0.0396(2) 0.0368(5) Uani 1 1 d . . . . .
H5 H 0.2209 0.3612 0.1143 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2517(3) 0.5572(3) 0.00376(17) 0.0299(4) Uani 1 1 d . . . . .
C7 C 0.2475(3) 0.7053(3) 0.06823(17) 0.0312(5) Uani 1 1 d . . . . .
C8 C 0.2138(4) 0.8298(3) 0.23837(19) 0.0415(6) Uani 1 1 d . . . . .
H8A H 0.1102 0.9077 0.2215 0.050 Uiso 1 1 calc R U . . .
H8B H 0.3372 0.8828 0.2197 0.050 Uiso 1 1 calc R U . . .
C9 C 0.1716(4) 0.7736(3) 0.3580(2) 0.0443(6) Uani 1 1 d . . . . .
C10 C 0.0039(4) 0.7969(3) 0.4340(2) 0.0476(6) Uani 1 1 d . . . . .
C11 C 0.0230(6) 0.7247(4) 0.5385(2) 0.0603(8) Uani 1 1 d . . . . .
Cl1 Cl -0.16202(18) 0.73856(15) 0.65283(7) 0.0970(4) Uani 1 1 d . . . . .
Cl2 Cl -0.20521(12) 0.90304(12) 0.40853(7) 0.0706(3) Uani 1 1 d . . . . .
N1 N 0.2654(3) 0.8465(2) 0.01587(15) 0.0377(5) Uani 1 1 d . . . . .
N2 N 0.1917(6) 0.6486(4) 0.5453(2) 0.0788(9) Uani 1 1 d . . . . .
O1 O 0.1170(3) 0.9013(2) -0.15323(16) 0.0571(5) Uani 1 1 d . . . . .
O2 O 0.4735(3) 0.8695(2) -0.17635(15) 0.0565(5) Uani 1 1 d . . . . .
O3 O 0.2242(2) 0.68105(19) 0.17640(12) 0.0368(4) Uani 1 1 d . . . . .
S1 S 0.28529(9) 0.82249(7) -0.11866(5) 0.03810(19) Uani 1 1 d . . . . .
S2 S 0.33857(15) 0.66455(12) 0.42339(7) 0.0734(3) 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'
Cl Cl 0.1484 0.1585 '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
C2 C1 C6 122.3(2) . .
C2 C1 S1 130.52(18) . .
C6 C1 S1 107.15(16) . .
C1 C2 C3 116.7(2) . .
C1 C2 H2 121.7 . .
C3 C2 H2 121.7 . .
C4 C3 C2 121.6(2) . .
C4 C3 H3 119.2 . .
C2 C3 H3 119.2 . .
C3 C4 C5 120.9(2) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
C6 C5 C4 117.4(2) . .
C6 C5 H5 121.3 . .
C4 C5 H5 121.3 . .
C5 C6 C1 121.1(2) . .
C5 C6 C7 129.8(2) . .
C1 C6 C7 109.12(18) . .
N1 C7 O3 124.7(2) . .
N1 C7 C6 118.5(2) . .
O3 C7 C6 116.83(18) . .
O3 C8 C9 106.08(19) . .
O3 C8 H8A 110.5 . .
C9 C8 H8A 110.5 . .
O3 C8 H8B 110.5 . .
C9 C8 H8B 110.5 . .
H8A C8 H8B 108.7 . .
C10 C9 C8 128.7(3) . .
C10 C9 S2 107.4(2) . .
C8 C9 S2 123.9(2) . .
C9 C10 C11 111.4(3) . .
C9 C10 Cl2 124.9(2) . .
C11 C10 Cl2 123.7(2) . .
N2 C11 C10 116.7(3) . .
N2 C11 Cl1 120.8(2) . .
C10 C11 Cl1 122.5(3) . .
C7 N1 S1 109.10(16) . .
C11 N2 S2 108.7(2) . .
C7 O3 C8 115.73(17) . .
O1 S1 O2 117.86(13) . .
O1 S1 N1 108.80(11) . .
O2 S1 N1 109.20(12) . .
O1 S1 C1 111.15(12) . .
O2 S1 C1 111.47(11) . .
N1 S1 C1 96.13(10) . .
N2 S2 C9 95.83(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.375(3) .
C1 C6 1.383(3) .
C1 S1 1.769(2) .
C2 C3 1.388(4) .
C2 H2 0.9300 .
C3 C4 1.387(4) .
C3 H3 0.9300 .
C4 C5 1.391(3) .
C4 H4 0.9300 .
C5 C6 1.376(3) .
C5 H5 0.9300 .
C6 C7 1.483(3) .
C7 N1 1.281(3) .
C7 O3 1.316(3) .
C8 O3 1.464(3) .
C8 C9 1.493(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.353(4) .
C9 S2 1.710(3) .
C10 C11 1.408(4) .
C10 Cl2 1.712(3) .
C11 N2 1.303(5) .
C11 Cl1 1.712(3) .
N1 S1 1.663(2) .
N2 S2 1.643(3) .
O1 S1 1.423(2) .
O2 S1 1.427(2) .
