# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1853092'
loop_
_audit_author_name
_audit_author_address
'Lodochnikova Olga'
;A.E. Arbuzov Institute
Russia
;
_audit_update_record             
;
2018-07-02 deposited with the CCDC.	2019-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'2-oxo-3,4-dichloro-2,5-dihydrofuran-5-ylsulfonyl) ethanoic acid'
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H4 Cl2 O6 S'
_chemical_formula_sum            'C6 H4 Cl2 O6 S'
_chemical_melting_point          413

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         275.05

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_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.
;

_cell_length_a                   7.2451(10)
_cell_length_b                   7.8674(10)
_cell_length_c                   16.650(2)
_cell_angle_alpha                87.647(9)
_cell_angle_beta                 86.278(9)
_cell_angle_gamma                83.882(9)
_cell_volume                     941.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3562
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      24.99
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.916
_shelx_estimated_absorpt_T_min   0.673
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9097
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.453
_diffrn_reflns_theta_max         25.063
_diffrn_reflns_theta_full        25.063
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3295
_reflns_number_gt                2869
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+0.2959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3295
_refine_ls_number_parameters     277
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0760
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cl1B Cl 0.74691(8) 0.97715(8) 0.48439(3) 0.02397(16) Uani 1 1 d . . . . .
Cl2B Cl 0.95136(8) 1.27291(8) 0.36446(4) 0.02161(16) Uani 1 1 d . . . . .
Cl1A Cl 0.28465(8) 0.51577(8) 0.45411(3) 0.02273(16) Uani 1 1 d . . . . .
Cl2A Cl 0.47826(8) 0.21055(7) 0.32492(3) 0.01909(15) Uani 1 1 d . . . . .
S1B S 0.93050(7) 1.04325(7) 0.18587(3) 0.01518(15) Uani 1 1 d . . . . .
S1A S 0.47189(7) 0.49522(7) 0.15694(3) 0.01284(14) Uani 1 1 d . . . . .
O2B O 0.8655(2) 0.6443(2) 0.38250(10) 0.0219(4) Uani 1 1 d . . . . .
O1B O 1.0232(2) 0.8002(2) 0.29196(9) 0.0171(4) Uani 1 1 d . . . . .
O5B O 1.3528(2) 1.0248(2) 0.14341(10) 0.0213(4) Uani 1 1 d D . . . .
O4B O 0.9430(2) 1.2218(2) 0.17382(10) 0.0205(4) Uani 1 1 d . . . . .
O3B O 0.7541(2) 0.9782(2) 0.19036(10) 0.0211(4) Uani 1 1 d . . . . .
O6B O 1.2594(2) 1.0928(2) 0.01955(10) 0.0284(4) Uani 1 1 d . . . . .
O5A O 0.8991(2) 0.5865(2) 0.10116(10) 0.0176(4) Uani 1 1 d D . . . .
O1A O 0.5696(2) 0.6843(2) 0.26706(9) 0.0168(4) Uani 1 1 d . . . . .
O2A O 0.4147(2) 0.8482(2) 0.36089(10) 0.0235(4) Uani 1 1 d . . . . .
O6A O 0.7827(2) 0.4908(2) -0.00760(10) 0.0228(4) Uani 1 1 d . . . . .
O3A O 0.2842(2) 0.5620(2) 0.17427(9) 0.0177(4) Uani 1 1 d . . . . .
O4A O 0.5160(2) 0.3260(2) 0.12815(9) 0.0179(4) Uani 1 1 d . . . . .
C2B C 0.9110(3) 0.7791(3) 0.36047(13) 0.0160(5) Uani 1 1 d . . . . .
C5B C 1.0448(3) 0.9766(3) 0.27827(13) 0.0146(5) Uani 1 1 d . . . . .
H50B H 1.176598 0.995643 0.273133 0.018 Uiso 1 1 calc R U . . .
C6B C 1.0737(3) 0.9315(3) 0.11121(13) 0.0149(5) Uani 1 1 d . . . . .
H61B H 1.117460 0.818759 0.132465 0.018 Uiso 1 1 calc R U . . .
H62B H 1.001932 0.917089 0.065221 0.018 Uiso 1 1 calc R U . . .
C7B C 1.2379(3) 1.0269(3) 0.08468(14) 0.0175(5) Uani 1 1 d . . . . .
C3B C 0.8706(3) 0.9479(3) 0.39606(14) 0.0162(5) Uani 1 1 d . . . . .
C4B C 0.9490(3) 1.0627(3) 0.34947(14) 0.0152(5) Uani 1 1 d . . . . .
C3A C 0.4136(3) 0.5409(3) 0.36768(13) 0.0145(5) Uani 1 1 d . . . . .
C4A C 0.4891(3) 0.4234(3) 0.31786(13) 0.0145(5) Uani 1 1 d . . . . .
C5A C 0.5904(3) 0.5090(3) 0.24909(13) 0.0141(5) Uani 1 1 d . . . . .
H50A H 0.721489 0.463021 0.243041 0.017 Uiso 1 1 calc R U . . .
C6A C 0.5785(3) 0.6403(3) 0.08943(13) 0.0141(5) Uani 1 1 d . . . . .
H62A H 0.497720 0.672872 0.045912 0.017 Uiso 1 1 calc R U . . .
H61A H 0.594597 0.742819 0.117499 0.017 Uiso 1 1 calc R U . . .
C7A C 0.7645(3) 0.5640(3) 0.05486(14) 0.0151(5) Uani 1 1 d . . . . .
C2A C 0.4589(3) 0.7096(3) 0.33635(14) 0.0171(5) Uani 1 1 d . . . . .
H5B H 1.426(3) 1.093(3) 0.1340(16) 0.026 Uiso 1 1 d D U . . .
H5A H 0.998(3) 0.549(3) 0.0766(14) 0.026 Uiso 1 1 d D 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
Cl1B C3B 1.683(2) . ?
Cl2B C4B 1.684(2) . ?
Cl1A C3A 1.680(2) . ?
Cl2A C4A 1.684(2) . ?
S1B O4B 1.4227(17) . ?
S1B O3B 1.4231(16) . ?
S1B C6B 1.767(2) . ?
S1B C5B 1.826(2) . ?
S1A O3A 1.4205(16) . ?
S1A O4A 1.4306(16) . ?
S1A C6A 1.770(2) . ?
S1A C5A 1.819(2) . ?
O2B C2B 1.181(3) . ?
O1B C2B 1.372(3) . ?
O1B C5B 1.421(3) . ?
O5B C7B 1.323(3) . ?
O5B H5B 0.801(17) . ?
O6B C7B 1.191(3) . ?
O5A C7A 1.312(3) . ?
O5A H5A 0.832(16) . ?
O1A C2A 1.371(3) . ?
O1A C5A 1.414(3) . ?
O2A C2A 1.185(3) . ?
O6A C7A 1.203(3) . ?
C2B C3B 1.470(3) . ?
C5B C4B 1.485(3) . ?
C5B H50B 0.9800 . ?
C6B C7B 1.506(3) . ?
C6B H61B 0.9700 . ?
C6B H62B 0.9700 . ?
C3B C4B 1.317(3) . ?
C3A C4A 1.319(3) . ?
C3A C2A 1.468(3) . ?
C4A C5A 1.495(3) . ?
C5A H50A 0.9800 . ?
C6A C7A 1.505(3) . ?
C6A H62A 0.9700 . ?
C6A H61A 0.9700 . ?

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
O4B S1B O3B 120.25(10) . . ?
O4B S1B C6B 109.29(10) . . ?
O3B S1B C6B 107.95(10) . . ?
O4B S1B C5B 107.02(10) . . ?
O3B S1B C5B 108.08(10) . . ?
C6B S1B C5B 102.88(10) . . ?
O3A S1A O4A 120.77(10) . . ?
O3A S1A C6A 108.41(10) . . ?
O4A S1A C6A 108.73(10) . . ?
O3A S1A C5A 106.20(10) . . ?
O4A S1A C5A 108.01(10) . . ?
C6A S1A C5A 103.35(10) . . ?
C2B O1B C5B 109.50(17) . . ?
C7B O5B H5B 110.7(19) . . ?
C7A O5A H5A 106.4(18) . . ?
C2A O1A C5A 109.92(17) . . ?
O2B C2B O1B 122.2(2) . . ?
O2B C2B C3B 130.8(2) . . ?
O1B C2B C3B 107.0(2) . . ?
O1B C5B C4B 105.21(18) . . ?
O1B C5B S1B 106.55(15) . . ?
C4B C5B S1B 111.72(15) . . ?
O1B C5B H50B 111.0 . . ?
C4B C5B H50B 111.0 . . ?
S1B C5B H50B 111.0 . . ?
C7B C6B S1B 110.83(17) . . ?
C7B C6B H61B 109.5 . . ?
S1B C6B H61B 109.5 . . ?
C7B C6B H62B 109.5 . . ?
S1B C6B H62B 109.5 . . ?
H61B C6B H62B 108.1 . . ?
O6B C7B O5B 125.7(2) . . ?
O6B C7B C6B 123.9(2) . . ?
O5B C7B C6B 110.3(2) . . ?
C4B C3B C2B 109.4(2) . . ?
C4B C3B Cl1B 128.1(2) . . ?
C2B C3B Cl1B 122.48(18) . . ?
C3B C4B C5B 108.7(2) . . ?
C3B C4B Cl2B 128.34(19) . . ?
C5B C4B Cl2B 122.96(17) . . ?
C4A C3A C2A 109.0(2) . . ?
C4A C3A Cl1A 128.79(19) . . ?
C2A C3A Cl1A 122.20(18) . . ?
C3A C4A C5A 108.8(2) . . ?
C3A C4A Cl2A 128.38(18) . . ?
C5A C4A Cl2A 122.79(18) . . ?
O1A C5A C4A 104.84(18) . . ?
O1A C5A S1A 105.66(14) . . ?
C4A C5A S1A 110.16(15) . . ?
O1A C5A H50A 111.9 . . ?
C4A C5A H50A 111.9 . . ?
S1A C5A H50A 111.9 . . ?
C7A C6A S1A 111.86(15) . . ?
C7A C6A H62A 109.2 . . ?
S1A C6A H62A 109.2 . . ?
C7A C6A H61A 109.2 . . ?
S1A C6A H61A 109.2 . . ?
H62A C6A H61A 107.9 . . ?
O6A C7A O5A 125.6(2) . . ?
O6A C7A C6A 122.6(2) . . ?
O5A C7A C6A 111.9(2) . . ?
O2A C2A O1A 121.8(2) . . ?
O2A C2A C3A 131.0(2) . . ?
O1A C2A C3A 107.3(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
C5B O1B C2B O2B 176.5(2) . . . . ?
C5B O1B C2B C3B -4.6(2) . . . . ?
C2B O1B C5B C4B 5.1(2) . . . . ?
C2B O1B C5B S1B -113.61(16) . . . . ?
O4B S1B C5B O1B 177.06(13) . . . . ?
O3B S1B C5B O1B 46.21(17) . . . . ?
C6B S1B C5B O1B -67.82(16) . . . . ?
O4B S1B C5B C4B 62.66(18) . . . . ?
O3B S1B C5B C4B -68.19(18) . . . . ?
C6B S1B C5B C4B 177.78(16) . . . . ?
O4B S1B C6B C7B 29.91(19) . . . . ?
O3B S1B C6B C7B 162.32(15) . . . . ?
C5B S1B C6B C7B -83.55(18) . . . . ?
S1B C6B C7B O6B -111.8(2) . . . . ?
S1B C6B C7B O5B 68.8(2) . . . . ?
O2B C2B C3B C4B -179.1(2) . . . . ?
O1B C2B C3B C4B 2.2(2) . . . . ?
O2B C2B C3B Cl1B 2.4(3) . . . . ?
O1B C2B C3B Cl1B -176.28(15) . . . . ?
C2B C3B C4B C5B 1.0(2) . . . . ?
Cl1B C3B C4B C5B 179.39(17) . . . . ?
C2B C3B C4B Cl2B -177.65(17) . . . . ?
Cl1B C3B C4B Cl2B 0.7(3) . . . . ?
O1B C5B C4B C3B -3.7(2) . . . . ?
S1B C5B C4B C3B 111.49(19) . . . . ?
O1B C5B C4B Cl2B 175.01(15) . . . . ?
S1B C5B C4B Cl2B -69.8(2) . . . . ?
C2A C3A C4A C5A -0.2(2) . . . . ?
Cl1A C3A C4A C5A 179.83(17) . . . . ?
C2A C3A C4A Cl2A -179.40(16) . . . . ?
Cl1A C3A C4A Cl2A 0.6(3) . . . . ?
C2A O1A C5A C4A -3.3(2) . . . . ?
C2A O1A C5A S1A 113.09(16) . . . . ?
C3A C4A C5A O1A 2.1(2) . . . . ?
Cl2A C4A C5A O1A -178.64(14) . . . . ?
C3A C4A C5A S1A -111.12(19) . . . . ?
Cl2A C4A C5A S1A 68.1(2) . . . . ?
O3A S1A C5A O1A -59.15(16) . . . . ?
O4A S1A C5A O1A 169.97(13) . . . . ?
C6A S1A C5A O1A 54.87(16) . . . . ?
O3A S1A C5A C4A 53.58(18) . . . . ?
O4A S1A C5A C4A -77.31(17) . . . . ?
C6A S1A C5A C4A 167.59(16) . . . . ?
O3A S1A C6A C7A -168.50(16) . . . . ?
O4A S1A C6A C7A -35.48(19) . . . . ?
C5A S1A C6A C7A 79.10(18) . . . . ?
S1A C6A C7A O6A 92.4(2) . . . . ?
S1A C6A C7A O5A -87.0(2) . . . . ?
C5A O1A C2A O2A -176.2(2) . . . . ?
C5A O1A C2A C3A 3.3(2) . . . . ?
C4A C3A C2A O2A 177.5(2) . . . . ?
Cl1A C3A C2A O2A -2.5(4) . . . . ?
C4A C3A C2A O1A -1.9(2) . . . . ?
Cl1A C3A C2A O1A 178.11(15) . . . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1853094'
loop_
_audit_author_name
_audit_author_address
'Lodochnikova Olga'
;A.E. Arbuzov Institute
Russia
;
_audit_update_record             
;
2018-07-02 deposited with the CCDC.	2019-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'2-oxo-3,4-dichloro-2,5-dihydrofuran-5-ylsulfonyl) ethanoic acid'
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H4 Cl2 O6 S'
_chemical_formula_sum            'C6 H4 Cl2 O6 S'
_chemical_melting_point          417

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      296(2)
_chemical_formula_weight         275.05

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   7.815(5)
_cell_length_b                   9.722(5)
_cell_length_c                   13.335(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 96.771(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1006.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2991
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      27.87
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.816
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.857
_shelx_estimated_absorpt_T_min   0.689
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8895
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.599
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2432
_reflns_number_gt                2011
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²+0.3242P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2432
_refine_ls_number_parameters     140
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 1.00452(6) 0.20474(4) 0.79632(3) 0.02739(12) Uani 1 1 d . . . . .
Cl2 Cl 0.75927(8) 0.04589(6) 0.96685(4) 0.04742(16) Uani 1 1 d . . . . .
Cl1 Cl 0.46218(8) 0.30536(8) 0.96651(5) 0.0623(2) Uani 1 1 d . . . . .
O4 O 1.09065(18) 0.07900(15) 0.82595(11) 0.0415(3) Uani 1 1 d . . . . .
O5 O 0.88210(18) 0.11004(15) 0.56583(11) 0.0376(3) Uani 1 1 d D . . . .
O6 O 1.16809(17) 0.08208(15) 0.57476(10) 0.0384(3) Uani 1 1 d . . . . .
O1 O 0.68920(18) 0.27576(16) 0.72191(11) 0.0426(4) Uani 1 1 d . . . . .
O3 O 1.02725(19) 0.32324(15) 0.85986(11) 0.0447(4) Uani 1 1 d . . . . .
O2 O 0.4841(3) 0.4279(2) 0.74835(17) 0.0839(7) Uani 1 1 d . . . . .
C3 C 0.5868(2) 0.2625(2) 0.87603(16) 0.0392(5) Uani 1 1 d . . . . .
C7 C 1.0360(2) 0.13962(18) 0.59935(13) 0.0289(4) Uani 1 1 d . . . . .
C5 C 0.7747(2) 0.16490(19) 0.77655(14) 0.0302(4) Uani 1 1 d . . . . .
H50 H 0.753660 0.077800 0.740186 0.036 Uiso 1 1 calc R U . . .
C6 C 1.0584(3) 0.25450(19) 0.67582(15) 0.0330(4) Uani 1 1 d . . . . .
H6A H 0.986317 0.331435 0.651228 0.040 Uiso 1 1 calc R U . . .
H6B H 1.177284 0.285283 0.682658 0.040 Uiso 1 1 calc R U . . .
C4 C 0.7005(2) 0.16227(19) 0.87522(14) 0.0318(4) Uani 1 1 d . . . . .
C2 C 0.5749(3) 0.3355(3) 0.77931(19) 0.0492(6) Uani 1 1 d . . . . .
H5 H 0.870(7) 0.039(4) 0.525(3) 0.18(2) Uiso 1 1 d 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
S1 O4 1.4286(15) . ?
S1 O3 1.4287(15) . ?
S1 C6 1.776(2) . ?
S1 C5 1.826(2) . ?
Cl2 C4 1.689(2) . ?
Cl1 C3 1.689(2) . ?
O5 C7 1.266(2) . ?
O6 C7 1.252(2) . ?
O1 C2 1.372(3) . ?
O1 C5 1.423(2) . ?
O2 C2 1.188(3) . ?
C3 C4 1.320(3) . ?
C3 C2 1.465(3) . ?
C7 C6 1.509(3) . ?
C5 C4 1.499(3) . ?

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
O4 S1 O3 120.29(10) . . ?
O4 S1 C6 109.22(9) . . ?
O3 S1 C6 106.91(9) . . ?
O4 S1 C5 106.36(9) . . ?
O3 S1 C5 107.95(9) . . ?
C6 S1 C5 105.15(9) . . ?
C2 O1 C5 109.41(16) . . ?
C4 C3 C2 108.86(19) . . ?
C4 C3 Cl1 129.29(18) . . ?
C2 C3 Cl1 121.81(16) . . ?
O6 C7 O5 125.79(17) . . ?
O6 C7 C6 118.31(17) . . ?
O5 C7 C6 115.90(16) . . ?
O1 C5 C4 104.80(15) . . ?
O1 C5 S1 107.93(13) . . ?
C4 C5 S1 110.64(12) . . ?
C7 C6 S1 112.89(12) . . ?
C3 C4 C5 108.97(18) . . ?
C3 C4 Cl2 127.93(16) . . ?
C5 C4 Cl2 123.10(14) . . ?
O2 C2 O1 121.8(2) . . ?
O2 C2 C3 130.2(2) . . ?
O1 C2 C3 107.95(18) . . ?

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1853095'
loop_
_audit_author_name
_audit_author_address
'Lodochnikova Olga'
;A.E. Arbuzov Institute
Russia
;
_audit_update_record             
;
2018-07-02 deposited with the CCDC.	2019-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'2-oxo-3,4-dichloro-2,5-dihydrofuran-5-ylsulfonyl) ethanoic acid'
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H4 Cl2 O6 S'
_chemical_formula_sum            'C6 H4 Cl2 O6 S'
_chemical_melting_point          417

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         275.05

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   7.7319(5)
_cell_length_b                   9.6130(7)
_cell_length_c                   13.2774(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.761(2)
_cell_angle_gamma                90
_cell_volume                     980.00(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7769
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      30.51
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.864
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.879
_shelx_estimated_absorpt_T_min   0.688
_shelx_estimated_absorpt_T_max   0.778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  0.758
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9338
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.622
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2364
_reflns_number_gt                2254
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+0.5584P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2364
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0585
_refine_ls_wR_factor_gt          0.0574
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C5 C 0.72156(15) 0.66643(13) 0.22384(9) 0.0144(2) Uani 1 1 d . . . . .
H50 H 0.741580 0.576128 0.260764 0.017 Uiso 1 1 calc R U . . .
C4 C 0.79612(16) 0.66314(13) 0.12451(9) 0.0154(2) Uani 1 1 d . . . . .
C3 C 0.91277(16) 0.76420(15) 0.12399(10) 0.0188(2) Uani 1 1 d . . . . .
C2 C 0.92576(17) 0.83771(16) 0.22216(11) 0.0229(3) Uani 1 1 d . . . . .
C6 C 0.43724(16) 0.75935(13) 0.32574(9) 0.0155(2) Uani 1 1 d . . . . .
H62H H 0.512305 0.838338 0.350998 0.019 Uiso 1 1 calc R U . . .
H61A H 0.314772 0.791437 0.319450 0.019 Uiso 1 1 calc R U . . .
C7 C 0.46064(16) 0.64194(12) 0.40180(8) 0.0139(2) Uani 1 1 d . . . . .
Cl2 Cl 0.73667(4) 0.54630(3) 0.03176(2) 0.02097(9) Uani 1 1 d . . . . .
Cl1 Cl 1.03932(4) 0.80781(4) 0.03354(3) 0.02793(9) Uani 1 1 d . . . . .
O1 O 0.80930(12) 0.77724(10) 0.27938(7) 0.0202(2) Uani 1 1 d . . . . .
O2 O 1.01952(15) 0.92996(14) 0.25394(9) 0.0387(3) Uani 1 1 d . . . . .
O6 O 0.32930(11) 0.58036(10) 0.42542(7) 0.01825(19) Uani 1 1 d . . . . .
O5 O 0.61812(12) 0.61609(10) 0.43595(7) 0.01803(19) Uani 1 1 d . . . . .
O3 O 0.46880(12) 0.83044(10) 0.14072(7) 0.0211(2) Uani 1 1 d . . . . .
O4 O 0.40070(12) 0.58245(10) 0.17289(7) 0.01962(19) Uani 1 1 d . . . . .
S1 S 0.49012(4) 0.70918(3) 0.20385(2) 0.01235(8) Uani 1 1 d . . . . .
H5 H 0.629(2) 0.5566(18) 0.4728(13) 0.015 Uiso 1 1 d . 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
C5 O1 1.4216(15) . ?
C5 C4 1.5005(16) . ?
C5 S1 1.8248(12) . ?
C5 H50 1.0000 . ?
C4 C3 1.3261(18) . ?
C4 Cl2 1.6901(13) . ?
C3 C2 1.4757(19) . ?
C3 Cl1 1.6888(13) . ?
C2 O2 1.1908(17) . ?
C2 O1 1.3736(16) . ?
C6 C7 1.5111(16) . ?
C6 S1 1.7818(12) . ?
C6 H62H 0.9900 . ?
C6 H61A 0.9900 . ?
C7 O6 1.2470(15) . ?
C7 O5 1.2728(15) . ?
O5 H5 0.751(17) . ?
O3 S1 1.4339(9) . ?
O4 S1 1.4367(9) . ?

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
O1 C5 C4 105.22(10) . . ?
O1 C5 S1 107.85(8) . . ?
C4 C5 S1 110.40(8) . . ?
O1 C5 H50 111.1 . . ?
C4 C5 H50 111.1 . . ?
S1 C5 H50 111.1 . . ?
C3 C4 C5 108.73(11) . . ?
C3 C4 Cl2 127.58(10) . . ?
C5 C4 Cl2 123.69(9) . . ?
C4 C3 C2 108.77(11) . . ?
C4 C3 Cl1 129.56(11) . . ?
C2 C3 Cl1 121.63(10) . . ?
O2 C2 O1 122.04(13) . . ?
O2 C2 C3 130.16(13) . . ?
O1 C2 C3 107.76(11) . . ?
C7 C6 S1 112.50(8) . . ?
C7 C6 H62H 109.1 . . ?
S1 C6 H62H 109.1 . . ?
C7 C6 H61A 109.1 . . ?
S1 C6 H61A 109.1 . . ?
H62H C6 H61A 107.8 . . ?
O6 C7 O5 126.22(11) . . ?
O6 C7 C6 119.05(11) . . ?
O5 C7 C6 114.72(11) . . ?
C2 O1 C5 109.51(10) . . ?
C7 O5 H5 114.3(13) . . ?
O3 S1 O4 120.25(6) . . ?
O3 S1 C6 106.74(6) . . ?
O4 S1 C6 109.58(6) . . ?
O3 S1 C5 108.14(6) . . ?
O4 S1 C5 106.34(6) . . ?
C6 S1 C5 104.76(6) . . ?

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
O1 C5 C4 C3 -0.89(14) . . . . ?
S1 C5 C4 C3 115.22(10) . . . . ?
O1 C5 C4 Cl2 178.73(9) . . . . ?
S1 C5 C4 Cl2 -65.16(12) . . . . ?
C5 C4 C3 C2 1.25(15) . . . . ?
Cl2 C4 C3 C2 -178.35(10) . . . . ?
C5 C4 C3 Cl1 178.84(10) . . . . ?
Cl2 C4 C3 Cl1 -0.8(2) . . . . ?
C4 C3 C2 O2 176.41(16) . . . . ?
Cl1 C3 C2 O2 -1.4(2) . . . . ?
C4 C3 C2 O1 -1.19(15) . . . . ?
Cl1 C3 C2 O1 -179.01(9) . . . . ?
S1 C6 C7 O6 -103.97(11) . . . . ?
S1 C6 C7 O5 76.11(12) . . . . ?
O2 C2 O1 C5 -177.24(14) . . . . ?
C3 C2 O1 C5 0.60(14) . . . . ?
C4 C5 O1 C2 0.12(13) . . . . ?
S1 C5 O1 C2 -117.72(10) . . . . ?
C7 C6 S1 O3 -177.87(9) . . . . ?
C7 C6 S1 O4 50.42(10) . . . . ?
C7 C6 S1 C5 -63.32(10) . . . . ?
O1 C5 S1 O3 64.71(9) . . . . ?
C4 C5 S1 O3 -49.75(10) . . . . ?
O1 C5 S1 O4 -164.86(8) . . . . ?
C4 C5 S1 O4 80.68(10) . . . . ?
O1 C5 S1 C6 -48.86(9) . . . . ?
C4 C5 S1 C6 -163.31(9) . . . . ?

_refine_diff_density_max         0.417
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1866219'
loop_
_audit_author_name
_audit_author_address
'Olga Lodochnikova'
;A.E.Arbuzov Institute
Russia
;
_audit_update_record             
;
2018-09-06 deposited with the CCDC.	2019-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'(3,4-Dibromo-2-oxo-2,5-dihydrofuran-5-ylsulfonyl)ethanoic acid'
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H4 Br2 O6 S'
_chemical_formula_sum            'C6 H4 Br2 O6 S'
_chemical_melting_point          377

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         363.97

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'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   7.953(7)
_cell_length_b                   9.744(8)
_cell_length_c                   13.366(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.174(10)
_cell_angle_gamma                90
_cell_volume                     1027.7(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2619
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      29.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.352
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    8.095
_shelx_estimated_absorpt_T_min   0.128
_shelx_estimated_absorpt_T_max   0.443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.138
_exptl_absorpt_correction_T_max  0.427
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9025
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.581
_diffrn_reflns_theta_max         27.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2476
_reflns_number_gt                2042
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0241P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2476
_refine_ls_number_parameters     139
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0704
_refine_ls_wR_factor_gt          0.0659
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br2 Br 0.24216(4) 0.53997(3) 0.02591(2) 0.01589(10) Uani 1 1 d . . . . .
Br1 Br 0.55544(4) 0.81233(3) 0.03563(3) 0.02089(11) Uani 1 1 d . . . . .
S1 S 0.00193(10) 0.70589(8) 0.20421(6) 0.01050(17) Uani 1 1 d . . . . .
O3 O -0.0185(3) 0.8249(2) 0.14038(17) 0.0184(5) Uani 1 1 d . . . . .
O6 O -0.1612(3) 0.5829(2) 0.42683(16) 0.0162(5) Uani 1 1 d . . . . .
O4 O -0.0840(3) 0.5803(2) 0.17285(17) 0.0166(5) Uani 1 1 d . . . . .
O5 O 0.1202(3) 0.6117(2) 0.43215(17) 0.0164(5) Uani 1 1 d D . . . .
C3 C 0.4156(4) 0.7647(3) 0.1310(3) 0.0149(7) Uani 1 1 d . . . . .
C4 C 0.3028(4) 0.6642(3) 0.1289(2) 0.0110(6) Uani 1 1 d . . . . .
O1 O 0.3096(3) 0.7753(2) 0.28333(17) 0.0180(5) Uani 1 1 d . . . . .
C6 C -0.0552(4) 0.7554(3) 0.3237(2) 0.0125(7) Uani 1 1 d . . . . .
H6A H 0.014976 0.832116 0.349424 0.015 Uiso 1 1 calc R U . . .
H6B H -0.172201 0.786015 0.315179 0.015 Uiso 1 1 calc R U . . .
O2 O 0.5125(4) 0.9295(3) 0.2606(2) 0.0394(8) Uani 1 1 d . . . . .
C5 C 0.2271(4) 0.6654(3) 0.2259(2) 0.0131(7) Uani 1 1 d . . . . .
H50 H 0.246471 0.577791 0.261537 0.016 Uiso 1 1 calc R U . . .
C2 C 0.4243(4) 0.8367(4) 0.2281(3) 0.0212(8) Uani 1 1 d . . . . .
C7 C -0.0352(4) 0.6396(3) 0.4005(2) 0.0112(6) Uani 1 1 d . . . . .
H5 H 0.133(5) 0.550(3) 0.475(2) 0.017 Uiso 1 1 d D 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
Br2 C4 1.851(3) . ?
Br1 C3 1.853(3) . ?
S1 O3 1.437(2) . ?
S1 O4 1.438(2) . ?
S1 C6 1.781(3) . ?
S1 C5 1.821(4) . ?
O6 C7 1.233(4) . ?
O5 C7 1.284(4) . ?
O5 H5 0.827(18) . ?
C3 C4 1.326(4) . ?
C3 C2 1.470(5) . ?
C4 C5 1.497(4) . ?
O1 C2 1.379(4) . ?
O1 C5 1.428(4) . ?
C6 C7 1.520(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O2 C2 1.192(4) . ?
C5 H50 0.9800 . ?

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
O3 S1 O4 119.96(15) . . ?
O3 S1 C6 106.94(15) . . ?
O4 S1 C6 109.06(15) . . ?
O3 S1 C5 107.79(15) . . ?
O4 S1 C5 106.50(15) . . ?
C6 S1 C5 105.76(15) . . ?
C7 O5 H5 114(3) . . ?
C4 C3 C2 109.2(3) . . ?
C4 C3 Br1 129.3(3) . . ?
C2 C3 Br1 121.5(2) . . ?
C3 C4 C5 108.7(3) . . ?
C3 C4 Br2 127.7(3) . . ?
C5 C4 Br2 123.6(2) . . ?
C2 O1 C5 109.2(2) . . ?
C7 C6 S1 112.8(2) . . ?
C7 C6 H6A 109.0 . . ?
S1 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
S1 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
O1 C5 C4 105.3(2) . . ?
O1 C5 S1 107.5(2) . . ?
C4 C5 S1 110.9(2) . . ?
O1 C5 H50 111.0 . . ?
C4 C5 H50 111.0 . . ?
S1 C5 H50 111.0 . . ?
O2 C2 O1 122.2(3) . . ?
O2 C2 C3 130.1(3) . . ?
O1 C2 C3 107.7(3) . . ?
O6 C7 O5 126.5(3) . . ?
O6 C7 C6 120.3(3) . . ?
O5 C7 C6 113.2(3) . . ?

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
C2 C3 C4 C5 0.8(4) . . . . ?
Br1 C3 C4 C5 177.9(2) . . . . ?
C2 C3 C4 Br2 -179.4(2) . . . . ?
Br1 C3 C4 Br2 -2.3(5) . . . . ?
O3 S1 C6 C7 -178.5(2) . . . . ?
O4 S1 C6 C7 50.4(3) . . . . ?
C5 S1 C6 C7 -63.8(3) . . . . ?
C2 O1 C5 C4 0.2(3) . . . . ?
C2 O1 C5 S1 -118.1(2) . . . . ?
C3 C4 C5 O1 -0.7(4) . . . . ?
Br2 C4 C5 O1 179.5(2) . . . . ?
C3 C4 C5 S1 115.3(3) . . . . ?
Br2 C4 C5 S1 -64.5(3) . . . . ?
O3 S1 C5 O1 66.1(2) . . . . ?
O4 S1 C5 O1 -163.9(2) . . . . ?
C6 S1 C5 O1 -48.0(2) . . . . ?
O3 S1 C5 C4 -48.5(3) . . . . ?
O4 S1 C5 C4 81.5(2) . . . . ?
C6 S1 C5 C4 -162.6(2) . . . . ?
C5 O1 C2 O2 -178.2(3) . . . . ?
C5 O1 C2 C3 0.3(4) . . . . ?
C4 C3 C2 O2 177.6(4) . . . . ?
Br1 C3 C2 O2 0.2(6) . . . . ?
C4 C3 C2 O1 -0.7(4) . . . . ?
Br1 C3 C2 O1 -178.1(2) . . . . ?
S1 C6 C7 O6 -108.1(3) . . . . ?
S1 C6 C7 O5 72.3(3) . . . . ?

_refine_diff_density_max         0.644
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.131

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1853093'
loop_
_audit_author_name
_audit_author_address
'Lodochnikova Olga'
;A.E. Arbuzov Institute
Russia
;
_audit_update_record             
;
2018-07-02 deposited with the CCDC.	2019-02-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'2-oxo-3,4-dichloro-2,5-dihydrofuran-5-ylsulfonyl) ethanoic acid'
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H4 Cl2 O6 S'
_chemical_formula_sum            'C6 H4 Cl2 O6 S'
_chemical_melting_point          413

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_diffrn_ambient_temperature      296(2)
_chemical_formula_weight         275.05

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_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.
;

_cell_length_a                   7.3417(6)
_cell_length_b                   7.9476(7)
_cell_length_c                   16.8091(13)
_cell_angle_alpha                87.854(6)
_cell_angle_beta                 85.914(6)
_cell_angle_gamma                84.396(6)
_cell_volume                     973.16(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2199
_cell_measurement_theta_min      5.28
_cell_measurement_theta_max      57.84
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    8.145
_shelx_estimated_absorpt_T_min   0.109
_shelx_estimated_absorpt_T_max   0.686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.097
_exptl_absorpt_correction_T_max  0.657
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5245
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.637
_diffrn_reflns_theta_max         58.080
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measured_fraction_theta_full 0.940
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_Laue_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_point_group_measured_fraction_full 0.940
_reflns_number_total             2505
_reflns_number_gt                1939
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXT-2014/5
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1505P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0091(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2505
_refine_ls_number_parameters     268
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0751
_refine_ls_wR_factor_ref         0.2096
_refine_ls_wR_factor_gt          0.1994
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O5B O 0.3530(7) 0.0229(7) 0.1419(3) 0.0458(13) Uani 1 1 d D . . . .
C5B C 0.0433(9) -0.0214(8) 0.2773(3) 0.0296(16) Uani 1 1 d . . . . .
H50B H 0.173232 -0.001041 0.272367 0.035 Uiso 1 1 calc R U . . .
H5B H 0.437(12) 0.081(13) 0.122(7) 0.14(5) Uiso 1 1 d D . . . .
S1A S 0.47143(19) 0.49571(19) 0.15731(8) 0.0257(5) Uani 1 1 d . . . . .
S1B S -0.0680(2) 0.0436(2) 0.18541(9) 0.0302(5) Uani 1 1 d . . . . .
Cl4A Cl 0.4770(2) 0.2141(2) 0.32480(10) 0.0389(6) Uani 1 1 d . . . . .
Cl4B Cl -0.0497(2) 0.2718(2) 0.36358(10) 0.0448(6) Uani 1 1 d . . . . .
Cl3B Cl -0.2520(2) -0.0234(3) 0.48276(10) 0.0497(6) Uani 1 1 d . . . . .
Cl3A Cl 0.2838(2) 0.5169(2) 0.45376(10) 0.0472(6) Uani 1 1 d . . . . .
O5A O 0.8973(6) 0.5830(6) 0.1021(3) 0.0369(12) Uani 1 1 d D . . . .
O1B O 0.0227(6) -0.1962(5) 0.2911(2) 0.0332(11) Uani 1 1 d . . . . .
O3A O 0.2861(5) 0.5624(6) 0.1735(2) 0.0360(12) Uani 1 1 d . . . . .
O4B O -0.0549(6) 0.2211(6) 0.1743(3) 0.0418(12) Uani 1 1 d . . . . .
O1A O 0.5660(6) 0.6837(6) 0.2671(2) 0.0348(12) Uani 1 1 d . . . . .
O4A O 0.5141(6) 0.3271(6) 0.1301(3) 0.0380(12) Uani 1 1 d . . . . .
O2A O 0.4116(7) 0.8472(6) 0.3608(3) 0.0485(13) Uani 1 1 d . . . . .
O3B O -0.2428(6) -0.0208(6) 0.1903(3) 0.0445(13) Uani 1 1 d . . . . .
C7A C 0.7635(8) 0.5607(8) 0.0565(4) 0.0297(15) Uani 1 1 d . . . . .
O2B O -0.1336(7) -0.3527(6) 0.3805(3) 0.0454(13) Uani 1 1 d . . . . .
C4A C 0.4866(8) 0.4247(8) 0.3174(4) 0.0268(11) Uani 1 1 d . . . . .
O6B O 0.2604(7) 0.0889(7) 0.0197(3) 0.0608(16) Uani 1 1 d . . . . .
O6A O 0.7846(6) 0.4886(7) -0.0059(3) 0.0506(14) Uani 1 1 d . . . . .
C6B C 0.0744(8) -0.0680(9) 0.1107(4) 0.0324(16) Uani 1 1 d . . . . .
H62B H 0.115157 -0.179669 0.131659 0.039 Uiso 1 1 calc R U . . .
H61B H 0.003782 -0.081891 0.065182 0.039 Uiso 1 1 calc R U . . .
C3B C -0.1291(8) -0.0500(8) 0.3936(4) 0.0301(16) Uani 1 1 d . . . . .
C5A C 0.5864(9) 0.5093(8) 0.2492(3) 0.0275(15) Uani 1 1 d . . . . .
H50A H 0.715703 0.464799 0.243065 0.033 Uiso 1 1 calc R U . . .
C3A C 0.4114(8) 0.5433(8) 0.3672(4) 0.0297(16) Uani 1 1 d . . . . .
C2B C -0.0885(9) -0.2186(9) 0.3593(4) 0.0312(12) Uani 1 1 d . . . . .
C4B C -0.0528(8) 0.0628(8) 0.3486(4) 0.0268(11) Uani 1 1 d . . . . .
C7B C 0.2390(9) 0.0241(8) 0.0841(4) 0.0326(16) Uani 1 1 d . . . . .
C2A C 0.4560(9) 0.7108(9) 0.3364(4) 0.0312(12) Uani 1 1 d . . . . .
C6A C 0.5811(8) 0.6375(8) 0.0897(4) 0.0274(15) Uani 1 1 d . . . . .
H62A H 0.503161 0.668845 0.046267 0.033 Uiso 1 1 calc R U . . .
H61A H 0.597785 0.739648 0.117100 0.033 Uiso 1 1 calc R U . . .
H5A H 1.002(5) 0.544(10) 0.083(5) 0.07(3) Uiso 1 1 d 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
O5B C7B 1.326(8) . ?
C5B O1B 1.421(7) . ?
C5B C4B 1.492(8) . ?
C5B S1B 1.833(6) . ?
S1A O3A 1.423(4) . ?
S1A O4A 1.431(4) . ?
S1A C6A 1.778(6) . ?
S1A C5A 1.823(6) . ?
S1B O3B 1.423(5) . ?
S1B O4B 1.428(5) . ?
S1B C6B 1.780(6) . ?
Cl4A C4A 1.682(7) . ?
Cl4B C4B 1.692(7) . ?
Cl3B C3B 1.702(6) . ?
Cl3A C3A 1.692(7) . ?
O5A C7A 1.318(7) . ?
O1B C2B 1.376(8) . ?
O1A C2A 1.380(8) . ?
O1A C5A 1.422(7) . ?
O2A C2A 1.182(7) . ?
C7A O6A 1.207(8) . ?
C7A C6A 1.496(8) . ?
O2B C2B 1.181(8) . ?
C4A C3A 1.336(8) . ?
C4A C5A 1.490(9) . ?
O6B C7B 1.188(8) . ?
C6B C7B 1.506(10) . ?
C3B C4B 1.296(9) . ?
C3B C2B 1.474(9) . ?
C3A C2A 1.469(9) . ?

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
O1B C5B C4B 104.8(5) . . ?
O1B C5B S1B 107.0(4) . . ?
C4B C5B S1B 112.0(4) . . ?
O3A S1A O4A 120.7(3) . . ?
O3A S1A C6A 108.5(3) . . ?
O4A S1A C6A 108.9(3) . . ?
O3A S1A C5A 106.6(3) . . ?
O4A S1A C5A 107.1(3) . . ?
C6A S1A C5A 103.8(3) . . ?
O3B S1B O4B 120.0(3) . . ?
O3B S1B C6B 108.1(3) . . ?
O4B S1B C6B 109.9(3) . . ?
O3B S1B C5B 107.9(3) . . ?
O4B S1B C5B 106.6(3) . . ?
C6B S1B C5B 103.0(3) . . ?
C2B O1B C5B 109.8(5) . . ?
C2A O1A C5A 110.6(5) . . ?
O6A C7A O5A 124.2(6) . . ?
O6A C7A C6A 123.2(6) . . ?
O5A C7A C6A 112.5(5) . . ?
C3A C4A C5A 108.5(6) . . ?
C3A C4A Cl4A 128.8(5) . . ?
C5A C4A Cl4A 122.7(5) . . ?
C7B C6B S1B 111.5(5) . . ?
C4B C3B C2B 110.4(6) . . ?
C4B C3B Cl3B 128.2(5) . . ?
C2B C3B Cl3B 121.3(5) . . ?
O1A C5A C4A 104.8(5) . . ?
O1A C5A S1A 105.3(4) . . ?
C4A C5A S1A 111.0(4) . . ?
C4A C3A C2A 109.7(6) . . ?
C4A C3A Cl3A 128.1(5) . . ?
C2A C3A Cl3A 122.2(5) . . ?
O2B C2B O1B 122.0(6) . . ?
O2B C2B C3B 131.9(7) . . ?
O1B C2B C3B 106.1(6) . . ?
C3B C4B C5B 108.7(6) . . ?
C3B C4B Cl4B 128.8(5) . . ?
C5B C4B Cl4B 122.5(5) . . ?
O6B C7B O5B 125.6(6) . . ?
O6B C7B C6B 123.5(6) . . ?
O5B C7B C6B 110.9(6) . . ?
O2A C2A O1A 122.8(6) . . ?
O2A C2A C3A 130.9(7) . . ?
O1A C2A C3A 106.3(5) . . ?
C7A C6A S1A 111.8(4) . . ?

_refine_diff_density_max         0.540
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.143

