#------------------------------------------------------------------------------
#$Date: 2024-01-06 10:23:21 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288819 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/75/7247529.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_7247529
loop_
_publ_author_name
'Chandu, Palasetty'
'Biswas, Sourabh'
'Garai, Sumit'
'Sureshkumar, Devarajulu'
_publ_section_title
;
 Diastereoselective organophotocatalytic hydrosulfonylation of
 cyclopropenes
;
_journal_issue                   22
_journal_name_full               'Green Chemistry'
_journal_page_first              9086
_journal_page_last               9091
_journal_paper_doi               10.1039/D3GC03303A
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C20 H20 O6 S'
_chemical_formula_sum            'C20 H20 O6 S'
_chemical_formula_weight         388.42
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-31
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2023-07-31 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.84590(10)
_cell_length_b                   10.37070(10)
_cell_length_c                   26.6399(3)
_cell_measurement_reflns_used    14092
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.0360
_cell_measurement_theta_min      3.2970
_cell_volume                     3825.27(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  61.00   0.50    0.40    --   40.33 -56.00 -18.00  174
  2  ω     29.00  64.00   0.50    3.00    --   96.67 -56.00 -18.00   70
  3  ω     30.00 108.00   0.50    3.00    --   96.67-117.00  60.00  156
  4  ω     42.00  68.00   0.50    3.00    --   96.67 -68.00  90.00   52
  5  ω     27.00 109.00   0.50    3.00    --   96.67-109.00 109.00  164
  6  ω     22.00  81.00   0.50    0.40    --   40.33-109.00 109.00  118
  7  ω    -24.00  35.00   0.50    0.40    --  -40.33  12.00-120.00  118
  8  ω    -27.00  65.00   0.50    0.40    --   40.33 -68.00-167.00  184
  9  ω     41.00  99.00   0.50    0.40    --   40.33-138.00-120.00  116
 10  ω     36.00 101.00   0.50    3.00    --   96.67-117.00-150.00  130
 11  ω     29.00  83.00   0.50    3.00    --   96.67 -68.00-167.00  108
 12  ω     31.00  57.00   0.50    3.00    --   96.67 -50.00-150.00   52
 13  ω     30.00  56.00   0.50    3.00    --   96.67 -50.00-180.00   52
 14  ω     16.00 108.00   0.50    0.40    --   40.33  68.00 -34.00  184
 15  ω     73.00 165.00   0.50    3.00    --   96.67  68.00 -34.00  184
 16  ω     81.00 160.00   0.50    3.00    --   96.67 145.00 -90.00  158
 17  ω     76.00 164.00   0.50    3.00    --   96.67  56.00 123.00  176
 18  ω     20.00 107.00   0.50    0.40    --   40.33  56.00 123.00  174
 19  ω    -46.00 -16.00   0.50    3.00    --  -82.50  42.00-150.00   60
 20  ω    -64.00  28.00   0.50    0.40    --  -40.33  68.00 -34.00  184
 21  ω    -61.00  28.00   0.50    0.40    --  -40.33  56.00 123.00  178
 22  ω    -64.00 -14.00   0.50    3.00    --  -82.50  56.00 123.00  100
 23  ω   -107.00 -19.00   0.50    0.40    --  -40.33 -56.00 -18.00  176
 24  ω    -81.00   0.00   0.50    0.40    --  -40.33 109.00-154.00  162
 25  ω    -82.00 -13.00   0.50    3.00    --  -82.50 109.00-154.00  138
 26  ω   -152.00 -81.00   0.50    3.00    --  -82.50-109.00 109.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0451905000
_diffrn_orient_matrix_UB_12      -0.0219032000
_diffrn_orient_matrix_UB_13      0.0521602000
_diffrn_orient_matrix_UB_21      -0.0596346000
_diffrn_orient_matrix_UB_22      -0.1130939000
_diffrn_orient_matrix_UB_23      -0.0211184000
_diffrn_orient_matrix_UB_31      0.0823386000
_diffrn_orient_matrix_UB_32      -0.0938169000
_diffrn_orient_matrix_UB_33      0.0133153000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            21551
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.165
_diffrn_reflns_theta_min         3.318
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65647
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0382
_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)+(0.0610P)²+0.9207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3036
_reflns_number_total             3480
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc03303a2.cif
_cod_data_source_block           pcf18601_test02
_cod_depositor_comments
'Adding full bibliography for 7247529--7247533.cif.'
_cod_database_code               7247529
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H20 O6 S'
_chemical_oxdiff_usercomment     @RT
_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   0.715
_shelx_estimated_absorpt_t_min   0.614
_diffrn_oxdiff_digest_frames
;
01d2b5e092ebfe8d14b1a2522fc47897c7035103cc9
;
_diffrn_oxdiff_digest_hkl
;
01acc818a3015ea6793ea2f4d65e00ffd878cc
;
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H009(0.047) H00C(0.05) H00E(0.057) H00H(0.065) H00I(0.065)
 H00J(0.071) H00K(0.084) H00A(0.104) H00B(0.104) H00D(0.104) H00F(0.107)
 H00G(0.107) H00L(0.107) H00N(0.085) H00M(0.111) H00O(0.111) H00P(0.111)
 H00Q(0.108) H00R(0.105) H00S(0.112)
 Fixed X: H009(0.750331) H00C(0.79225) H00E(0.639956) H00H(0.475128)
 H00I(0.602564) H00J(0.438461) H00K(0.634852) H00A(1.09461) H00B(1.097039)
 H00D(1.00724) H00F(0.306302) H00G(0.301286) H00L(0.317661) H00N(0.851828)
 H00M(1.117453) H00O(1.041273) H00P(1.100865) H00Q(0.573815) H00R(0.649225)
 H00S(0.78876)
 Fixed Y: H009(0.577719) H00C(0.334865) H00E(0.195223) H00H(0.171429)
 H00I(0.575611) H00J(0.547283) H00K(0.572412) H00A(0.734209) H00B(0.76808)
 H00D(0.806356) H00F(0.300977) H00G(0.421368) H00L(0.283591) H00N(0.408463)
 H00M(0.339448) H00O(0.285138) H00P(0.408909) H00Q(0.649997) H00R(0.60589)
 H00S(0.488039)
 Fixed Z: H009(0.370523) H00C(0.323368) H00E(0.443614) H00H(0.452922)
 H00I(0.422668) H00J(0.430868) H00K(0.304019) H00A(0.281674) H00B(0.339011)
 H00D(0.306414) H00F(0.417193) H00G(0.452685) H00L(0.475351) H00N(0.228916)
 H00M(0.405349) H00O(0.443405) H00P(0.456899) H00Q(0.229343) H00R(0.155115)
 H00S(0.154941)
;
_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 1.581
_oxdiff_exptl_absorpt_empirical_full_min 0.779
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.76348(3) 0.40383(4) 0.42685(2) 0.03966(14) Uani 1 1 d . . . . .
O002 O 0.80506(8) 0.27772(12) 0.42004(5) 0.0495(3) Uani 1 1 d . . . . .
O003 O 0.79653(9) 0.48076(12) 0.46814(5) 0.0520(3) Uani 1 1 d . . . . .
O004 O 0.99682(9) 0.44132(12) 0.40765(5) 0.0516(3) Uani 1 1 d . . . . .
O005 O 0.86421(10) 0.70854(13) 0.32053(5) 0.0585(3) Uani 1 1 d . . . . .
O006 O 1.01150(9) 0.61944(14) 0.32310(5) 0.0575(4) Uani 1 1 d . . . . .
O007 O 0.98339(10) 0.30164(14) 0.34393(6) 0.0675(4) Uani 1 1 d . . . . .
C008 C 0.63701(12) 0.38728(16) 0.43147(6) 0.0398(4) Uani 1 1 d . . . . .
C009 C 0.78241(11) 0.49351(16) 0.37142(6) 0.0393(4) Uani 1 1 d . . . . .
H009 H 0.750331 0.577719 0.370523 0.047 Uiso 1 1 calc R . . . .
C00A C 0.88159(11) 0.48929(15) 0.34649(6) 0.0398(4) Uani 1 1 d . . . . .
C00B C 0.95911(11) 0.39780(17) 0.36491(7) 0.0449(4) Uani 1 1 d . . . . .
C00C C 0.79348(11) 0.42924(16) 0.32162(6) 0.0414(4) Uani 1 1 d . . . . .
H00C H 0.792250 0.334865 0.323368 0.050 Uiso 1 1 calc R . . . .
C00D C 0.91590(12) 0.61905(17) 0.32865(6) 0.0429(4) Uani 1 1 d . . . . .
C00E C 0.59943(13) 0.26641(17) 0.44095(7) 0.0478(4) Uani 1 1 d . . . . .
H00E H 0.639956 0.195223 0.443614 0.057 Uiso 1 1 calc R . . . .
C00F C 0.75046(12) 0.48253(18) 0.27446(7) 0.0453(4) Uani 1 1 d . . . . .
C00G C 0.43875(13) 0.35650(19) 0.44249(7) 0.0499(4) Uani 1 1 d . . . . .
C00H C 0.50055(14) 0.25274(19) 0.44642(7) 0.0542(5) Uani 1 1 d . . . . .
H00H H 0.475128 0.171429 0.452922 0.065 Uiso 1 1 calc R . . . .
C00I C 0.57714(13) 0.49386(18) 0.42825(8) 0.0543(5) Uani 1 1 d . . . . .
H00I H 0.602564 0.575611 0.422668 0.065 Uiso 1 1 calc R . . . .
C00J C 0.47903(14) 0.4761(2) 0.43349(9) 0.0590(5) Uani 1 1 d . . . . .
H00J H 0.438461 0.547283 0.430868 0.071 Uiso 1 1 calc R . . . .
C00K C 0.66670(15) 0.5547(2) 0.27406(9) 0.0703(6) Uani 1 1 d . . . . .
H00K H 0.634852 0.572412 0.304019 0.084 Uiso 1 1 calc R . . . .
C00L C 1.05640(17) 0.7424(2) 0.31157(9) 0.0696(6) Uani 1 1 d . . . . .
H00A H 1.094610 0.734209 0.281674 0.104 Uiso 1 1 calc GR . . . .
H00B H 1.097039 0.768080 0.339011 0.104 Uiso 1 1 calc GR . . . .
H00D H 1.007240 0.806356 0.306414 0.104 Uiso 1 1 calc GR . . . .
C00M C 0.33127(15) 0.3390(3) 0.44737(9) 0.0713(6) Uani 1 1 d . . . . .
H00F H 0.306302 0.300977 0.417193 0.107 Uiso 1 1 calc GR . . . .
H00G H 0.301286 0.421368 0.452685 0.107 Uiso 1 1 calc GR . . . .
H00L H 0.317661 0.283591 0.475351 0.107 Uiso 1 1 calc GR . . . .
C00N C 0.79556(17) 0.4574(3) 0.22951(8) 0.0705(6) Uani 1 1 d . . . . .
H00N H 0.851828 0.408463 0.228916 0.085 Uiso 1 1 calc R . . . .
C00O C 1.07020(17) 0.3621(3) 0.43020(10) 0.0742(7) Uani 1 1 d . . . . .
H00M H 1.117453 0.339448 0.405349 0.111 Uiso 1 1 calc GR . . . .
H00O H 1.041273 0.285138 0.443405 0.111 Uiso 1 1 calc GR . . . .
H00P H 1.100865 0.408909 0.456899 0.111 Uiso 1 1 calc GR . . . .
C00P C 0.62999(18) 0.6008(3) 0.22921(11) 0.0897(8) Uani 1 1 d . . . . .
H00Q H 0.573815 0.649997 0.229343 0.108 Uiso 1 1 calc R . . . .
C00Q C 0.6748(2) 0.5753(3) 0.18512(10) 0.0874(8) Uani 1 1 d . . . . .
H00R H 0.649225 0.605890 0.155115 0.105 Uiso 1 1 calc R . . . .
C00R C 0.7574(2) 0.5048(3) 0.18512(9) 0.0931(9) Uani 1 1 d . . . . .
H00S H 0.788760 0.488039 0.154941 0.112 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O002 S001 C008 108.49(8) . . ?
O002 S001 C009 108.29(8) . . ?
O003 S001 O002 118.32(8) . . ?
O003 S001 C008 108.51(8) . . ?
O003 S001 C009 107.54(8) . . ?
C008 S001 C009 104.90(7) . . ?
C00B O004 C00O 116.15(16) . . ?
C00D O006 C00L 116.85(16) . . ?
C00E C008 S001 118.38(13) . . ?
C00E C008 C00I 120.70(16) . . ?
C00I C008 S001 120.83(14) . . ?
C00A C009 S001 118.86(11) . . ?
C00C C009 S001 121.58(12) . . ?
C00C C009 C00A 60.53(10) . . ?
C00B C00A C009 120.98(14) . . ?
C00B C00A C00C 116.94(14) . . ?
C00C C00A C009 58.65(10) . . ?
C00D C00A C009 113.33(13) . . ?
C00D C00A C00B 116.05(13) . . ?
C00D C00A C00C 118.80(14) . . ?
O004 C00B C00A 110.04(14) . . ?
O007 C00B O004 125.04(17) . . ?
O007 C00B C00A 124.91(17) . . ?
C009 C00C C00A 60.82(10) . . ?
C009 C00C C00F 122.72(15) . . ?
C00F C00C C00A 122.25(14) . . ?
O005 C00D O006 125.05(17) . . ?
O005 C00D C00A 124.36(15) . . ?
O006 C00D C00A 110.59(15) . . ?
C008 C00E C00H 119.02(17) . . ?
C00K C00F C00C 122.77(17) . . ?
C00N C00F C00C 118.71(17) . . ?
C00N C00F C00K 118.52(18) . . ?
C00H C00G C00J 117.63(17) . . ?
C00H C00G C00M 120.88(19) . . ?
C00J C00G C00M 121.50(19) . . ?
C00G C00H C00E 121.73(18) . . ?
C00J C00I C008 118.53(18) . . ?
C00I C00J C00G 122.38(18) . . ?
C00F C00K C00P 120.2(2) . . ?
C00F C00N C00R 120.2(2) . . ?
C00Q C00P C00K 120.9(2) . . ?
C00P C00Q C00R 119.4(2) . . ?
C00Q C00R C00N 120.8(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O002 1.4404(12) . ?
S001 O003 1.4338(13) . ?
S001 C008 1.7638(17) . ?
S001 C009 1.7647(17) . ?
O004 C00B 1.331(2) . ?
O004 C00O 1.438(2) . ?
O005 C00D 1.192(2) . ?
O006 C00D 1.332(2) . ?
O006 C00L 1.452(2) . ?
O007 C00B 1.192(2) . ?
C008 C00E 1.380(2) . ?
C008 C00I 1.384(2) . ?
C009 C00A 1.526(2) . ?
C009 C00C 1.493(2) . ?
C00A C00B 1.514(2) . ?
C00A C00C 1.522(2) . ?
C00A C00D 1.504(2) . ?
C00C C00F 1.496(2) . ?
C00E C00H 1.384(3) . ?
C00F C00K 1.380(3) . ?
C00F C00N 1.375(3) . ?
C00G C00H 1.379(3) . ?
C00G C00J 1.381(3) . ?
C00G C00M 1.505(3) . ?
C00I C00J 1.378(3) . ?
C00K C00P 1.384(3) . ?
C00N C00R 1.385(3) . ?
C00P C00Q 1.354(4) . ?
C00Q C00R 1.358(4) . ?
