#------------------------------------------------------------------------------
#$Date: 2022-02-04 22:03:29 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/84/7158448.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_7158448
loop_
_publ_author_name
'Chen, Wei'
'Zhou, Hui'
'Ren, Bai-Hao'
'Ren, Wei-Min'
'Lu, Xiao-Bing'
_publ_section_title
;
 COS-triggered oxygen/sulfur exchange of isatins: chemoselective synthesis
 of functionalized isoindigos and spirothiopyrans via
 self-condensation and the thio-Diels-Alder reaction.
;
_journal_issue                   3
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              678
_journal_page_last               685
_journal_paper_doi               10.1039/d1ob02157e
_journal_volume                  20
_journal_year                    2022
_chemical_formula_moiety         S8
_chemical_formula_sum            S8
_chemical_formula_weight         256.48
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d :2'
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc24wg5p
_audit_creation_date             2020-03-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-16 deposited with the CCDC.	2021-12-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   10.4753(14)
_cell_length_b                   12.8737(18)
_cell_length_c                   24.510(3)
_cell_measurement_reflns_used    3393
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      30.743
_cell_measurement_theta_min      2.641
_cell_volume                     3305.3(8)
_computing_cell_refinement       'SAINT V8.32B (?, 2016)'
_computing_data_reduction        'SAINT V8.32B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            6169
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.132
_diffrn_reflns_theta_min         2.641
_exptl_absorpt_coefficient_mu    2.060
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.4510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1110 before and 0.0434 after correction. The Ratio of minimum to maximum transmission is 0.6044. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0113(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     38
_refine_ls_number_reflns         1276
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0200
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0232P)²+1.0306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0499
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1153
_reflns_number_total             1276
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob02157e2.cif
_cod_data_source_block           18mar16c_0m
_cod_depositor_comments
'Adding full bibliography for 7158448--7158450.cif.'
_cod_original_sg_symbol_H-M      'F d d d'
_cod_database_code               7158448
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.820
_shelx_estimated_absorpt_t_min   0.820
_olex2_refinement_description
;
;
_shelx_res_file
;
TITL 18mar16c_0m_a.res in Fddd
    18mar16c_0m.res
    created by SHELXL-2018/3 at 08:34:30 on 25-Mar-2020
REM Old TITL 18mar16c_0m in Fddd #70
REM SHELXT solution in Fddd
REM R1 0.147, Rweak 0.003, Alpha 0.012, Orientation as input
REM Formula found by SHELXT: S
CELL 0.71073 10.4753 12.8737 24.5098 90 90 90
ZERR 16 0.0014 0.0018 0.0033 0 0 0
LATT 4
SYMM 0.75-X,0.75-Y,+Z
SYMM 0.75-X,+Y,0.75-Z
SYMM +X,0.75-Y,0.75-Z
SFAC S
UNIT 128

L.S. 4
PLAN  20
SIZE 0.1 0.1 0.1
TEMP 0
conf
fmap 2
acta
bond $h
OMIT 0 0 12
REM <olex2.extras>
REM <HklSrc "%.\\18mar16c_0m.hkl">
REM </olex2.extras>

WGHT    0.023200    1.030600
EXTI    0.011263
FVAR       0.26274
S1    1    0.464074    0.407685    0.620552    11.00000    0.03275    0.06112 =
         0.03070   -0.00308    0.00587    0.00167
S2    1    0.394146    0.452784    0.798566    11.00000    0.05958    0.03798 =
         0.03063   -0.00784    0.00481   -0.00345
S3    1    0.542780    0.479830    0.745940    11.00000    0.04320    0.04761 =
         0.03865   -0.00163   -0.00527   -0.00951
S4    1    0.465875    0.530333    0.673796    11.00000    0.05656    0.03596 =
         0.03986    0.00891    0.00400   -0.00087
HKLF 4




REM  18mar16c_0m_a.res in Fddd
REM wR2 = 0.0499, GooF = S = 1.063, Restrained GooF = 1.063 for all data
REM R1 = 0.0200 for 1153 Fo > 4sig(Fo) and 0.0232 for all 1276 data
REM 38 parameters refined using 0 restraints

END

WGHT      0.0232      1.0306

REM Highest difference peak  0.249,  deepest hole -0.270,  1-sigma level  0.059
Q1    1   0.4720  0.4164  0.5870  11.00000  0.05    0.25
Q2    1   0.4685  0.4309  0.6586  11.00000  0.05    0.22
Q3    1   0.4618  0.5012  0.6394  11.00000  0.05    0.22
Q4    1   0.5097  0.5032  0.7197  11.00000  0.05    0.22
Q5    1   0.4600  0.4723  0.6251  11.00000  0.05    0.21
Q6    1   0.4731  0.3961  0.6614  11.00000  0.05    0.19
Q7    1   0.3882  0.4710  0.7685  11.00000  0.05    0.17
Q8    1   0.2279  0.5189  0.7983  11.00000  0.05    0.16
Q9    1   0.4630  0.5097  0.6016  11.00000  0.05    0.16
Q10   1   0.4648  0.3402  0.6877  11.00000  0.05    0.16
Q11   1   0.6250  0.6250  0.6250  10.25000  0.05    0.16
Q12   1   0.3750  0.3750  0.7987  10.50000  0.05    0.15
Q13   1   0.4304  0.3945  0.8719  11.00000  0.05    0.15
Q14   1   0.3745  0.4478  0.8603  11.00000  0.05    0.15
Q15   1   0.4877  0.6296  0.7597  11.00000  0.05    0.14
Q16   1   0.4468  0.6250  0.6250  10.50000  0.05    0.14
Q17   1   0.3643  0.4133  0.8568  11.00000  0.05    0.13
Q18   1   0.3750  0.5067  0.8750  10.50000  0.05    0.13
Q19   1   0.4585  0.6341  0.6778  11.00000  0.05    0.13
Q20   1   0.3303  0.5050  0.7952  11.00000  0.05    0.13
;
_shelx_res_checksum              45716
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.46407(3) 0.40769(3) 0.62055(2) 0.04153(11) Uani 1 1 d . . . . .
S2 S 0.39415(3) 0.45278(2) 0.79857(2) 0.04273(11) Uani 1 1 d . . . . .
S3 S 0.54278(3) 0.47983(2) 0.74594(2) 0.04315(11) Uani 1 1 d . . . . .
S4 S 0.46588(3) 0.53033(2) 0.67380(2) 0.04413(11) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.03275(17) 0.0611(2) 0.03070(15) -0.00308(11) 0.00587(10) 0.00167(11)
S2 0.0596(2) 0.03798(16) 0.03063(15) -0.00784(10) 0.00481(12) -0.00345(12)
S3 0.04320(19) 0.04761(18) 0.03865(17) -0.00163(11) -0.00527(12) -0.00951(12)
S4 0.0566(2) 0.03596(16) 0.03986(17) 0.00891(10) 0.00400(13) -0.00087(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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
S1 S1 S4 108.980(19) 2 . ?
S2 S2 S3 108.39(2) 2 . ?
S4 S3 S2 107.34(2) . . ?
S1 S4 S3 107.99(2) . . ?
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 S1 2.0472(6) 2 ?
S1 S4 2.0485(5) . ?
S2 S2 2.0425(6) 2 ?
S2 S3 2.0516(5) . ?
S3 S4 2.0490(5) . ?
