#------------------------------------------------------------------------------
#$Date: 2021-11-06 21:51:39 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270429 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/35/7243578.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_7243578
loop_
_publ_author_name
'Chen, Yifu'
'Jing, Bo'
'Chang, Zewei'
'Gong, Junbo'
_publ_section_title
;
 Desolvation induced crystal jumping: reversible hydration and dehydration
 of a spironolactone--saccharin cocrystal with water as the jumping-mate
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              6838
_journal_page_last               6842
_journal_paper_doi               10.1039/D1CE00830G
_journal_volume                  23
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H32 O4 S, C7 H5 N O3 S, 0.5(H2 O)'
_chemical_formula_sum            'C31 H38 N O7.5 S2'
_chemical_formula_weight         608.74
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-02 deposited with the CCDC.	2021-09-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.529(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.8237(9)
_cell_length_b                   6.3425(2)
_cell_length_c                   23.2717(9)
_cell_measurement_reflns_used    10462
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      33.5900
_cell_measurement_theta_min      1.8760
_cell_volume                     2975.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      113.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00  60.00   1.00    2.00    --  -30.00  45.00   0.00  180
  2  ω   -120.00  30.00   1.00    2.00    --  -30.00  45.00  90.00  150
  3  ω   -120.00   0.00   1.00    2.00    --  -30.00  45.00 180.00  120
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0270073000
_diffrn_orient_matrix_UB_12      0.0075224000
_diffrn_orient_matrix_UB_13      -0.0097156000
_diffrn_orient_matrix_UB_21      -0.0225392000
_diffrn_orient_matrix_UB_22      0.0062949000
_diffrn_orient_matrix_UB_23      -0.0314215000
_diffrn_orient_matrix_UB_31      -0.0005247000
_diffrn_orient_matrix_UB_32      0.1114722000
_diffrn_orient_matrix_UB_33      0.0024579000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            18338
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.655
_diffrn_reflns_theta_min         1.628
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Flack x determined using 2664 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(7)
_refine_ls_extinction_coef       0.0043(9)
_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   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         9920
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0565
_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)+(0.0789P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1512
_reflns_Friedel_coverage         0.686
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.738
_reflns_number_gt                8240
_reflns_number_total             9920
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00830g6.cif
_cod_data_source_block           r20210130f
_cod_depositor_comments
'Adding full bibliography for 7243578--7243582.cif.'
_cod_original_formula_sum        'C31 H38 N O7.50 S2'
_cod_database_code               7243578
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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   0.971
_shelx_estimated_absorpt_t_min   0.960
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H8A(0.5) H8B(0.5)
3.a Riding coordinates:
 O8(H8A,H8B)
3.b Ternary CH refined with riding coordinates:
 C5(H5), C12(H12), C13(H13), C14(H14)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C10(H10A,H10B), C11(H11A,
 H11B), C15(H15A,H15B), C21(H21A,H21B), C22(H22A,H22B)
3.d Aromatic/amide H refined with riding coordinates:
 C17(H17), N1(H1), C28(H28), C29(H29), C30(H30), C31(H31)
3.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.232
_oxdiff_exptl_absorpt_empirical_full_min 0.722
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.49470(4) 0.70661(13) 0.79904(3) 0.02777(18) Uani 1 1 d . . . . .
O1 O 0.31307(11) 0.5802(4) 0.54201(11) 0.0340(5) Uani 1 1 d . . . . .
O2 O 0.4675(3) 0.8788(8) 0.88863(19) 0.0992(18) Uani 1 1 d . . . . .
O3 O 0.78195(9) 1.1572(4) 0.85199(9) 0.0240(4) Uani 1 1 d . . . . .
O4 O 0.89063(10) 1.0944(5) 0.89466(12) 0.0382(6) Uani 1 1 d . . . . .
C1 C 0.35305(13) 0.7200(6) 0.56837(13) 0.0261(6) Uani 1 1 d . . . . .
C2 C 0.39234(14) 0.8278(6) 0.53706(14) 0.0308(7) Uani 1 1 d . . . . .
H2A H 0.370175 0.961110 0.518075 0.037 Uiso 1 1 calc R . . . .
H2B H 0.394956 0.736826 0.503513 0.037 Uiso 1 1 calc R . . . .
C3 C 0.46221(14) 0.8748(6) 0.58419(13) 0.0272(6) Uani 1 1 d . . . . .
H3A H 0.486929 0.951985 0.562931 0.033 Uiso 1 1 calc R . . . .
H3B H 0.485500 0.739711 0.599443 0.033 Uiso 1 1 calc R . . . .
C4 C 0.46334(14) 1.0048(5) 0.63998(12) 0.0218(5) Uani 1 1 d . . . . .
C5 C 0.53234(12) 0.9705(5) 0.69408(11) 0.0180(5) Uani 1 1 d . . . . .
H5 H 0.537081 0.814892 0.701384 0.022 Uiso 1 1 calc R . . . .
C6 C 0.58983(13) 1.0376(5) 0.67584(12) 0.0222(5) Uani 1 1 d . . . . .
H6A H 0.587272 0.958803 0.638261 0.027 Uiso 1 1 calc R . . . .
H6B H 0.585673 1.189668 0.665490 0.027 Uiso 1 1 calc R . . . .
C7 C 0.65721(13) 0.9966(5) 0.72824(12) 0.0205(5) Uani 1 1 d . . . . .
H7A H 0.663066 0.843230 0.736435 0.025 Uiso 1 1 calc R . . . .
H7B H 0.693048 1.045930 0.715327 0.025 Uiso 1 1 calc R . . . .
C8 C 0.66210(12) 1.1107(4) 0.78734(11) 0.0186(5) Uani 1 1 d . . . . .
C9 C 0.72023(13) 1.0544(5) 0.84856(12) 0.0197(5) Uani 1 1 d . . . . .
C10 C 0.69797(13) 1.1413(6) 0.89910(12) 0.0258(6) Uani 1 1 d . . . . .
H10A H 0.713561 1.288109 0.909922 0.031 Uiso 1 1 calc R . . . .
H10B H 0.715638 1.053659 0.937137 0.031 Uiso 1 1 calc R . . . .
C11 C 0.62110(13) 1.1324(6) 0.87015(12) 0.0246(6) Uani 1 1 d . . . . .
H11A H 0.603785 1.043314 0.895464 0.030 Uiso 1 1 calc R . . . .
H11B H 0.601774 1.275403 0.866572 0.030 Uiso 1 1 calc R . . . .
C12 C 0.60538(12) 1.0348(5) 0.80556(11) 0.0184(5) Uani 1 1 d . . . . .
H12 H 0.610969 0.878899 0.811881 0.022 Uiso 1 1 calc R . . . .
C13 C 0.53661(12) 1.0698(5) 0.75597(12) 0.0197(5) Uani 1 1 d . . . . .
H13 H 0.529725 1.225163 0.749368 0.024 Uiso 1 1 calc R . . . .
C14 C 0.48185(13) 0.9838(5) 0.77571(13) 0.0225(5) Uani 1 1 d . . . . .
H14 H 0.482708 1.067484 0.812442 0.027 Uiso 1 1 calc R . . . .
C15 C 0.41372(13) 1.0136(6) 0.72369(14) 0.0282(6) Uani 1 1 d . . . . .
H15A H 0.379873 0.942284 0.735439 0.034 Uiso 1 1 calc R . . . .
H15B H 0.402931 1.165878 0.718901 0.034 Uiso 1 1 calc R . . . .
C16 C 0.41065(13) 0.9270(5) 0.66250(13) 0.0235(6) Uani 1 1 d . . . . .
C17 C 0.36301(14) 0.7906(5) 0.63048(13) 0.0258(6) Uani 1 1 d . . . . .
H17 H 0.334457 0.737821 0.649329 0.031 Uiso 1 1 calc R . . . .
C18 C 0.44987(16) 1.2373(6) 0.62154(16) 0.0333(7) Uani 1 1 d . . . . .
H18A H 0.482454 1.287853 0.605195 0.050 Uiso 1 1 calc GR . . . .
H18B H 0.453423 1.320735 0.658138 0.050 Uiso 1 1 calc GR . . . .
H18C H 0.405117 1.252138 0.589512 0.050 Uiso 1 1 calc GR . . . .
C19 C 0.66082(15) 1.3496(5) 0.77700(15) 0.0268(6) Uani 1 1 d . . . . .
H19A H 0.698085 1.390002 0.765689 0.040 Uiso 1 1 calc GR . . . .
H19B H 0.664538 1.422507 0.815328 0.040 Uiso 1 1 calc GR . . . .
H19C H 0.619010 1.389098 0.743375 0.040 Uiso 1 1 calc GR . . . .
C20 C 0.83491(14) 1.0361(6) 0.88402(13) 0.0255(6) Uani 1 1 d . . . . .
C21 C 0.81231(14) 0.8347(5) 0.90315(13) 0.0248(6) Uani 1 1 d . . . . .
H21A H 0.817030 0.840143 0.947167 0.030 Uiso 1 1 calc R . . . .
H21B H 0.837532 0.712536 0.897243 0.030 Uiso 1 1 calc R . . . .
C22 C 0.73995(13) 0.8235(5) 0.85958(12) 0.0217(5) Uani 1 1 d . . . . .
H22A H 0.713181 0.748488 0.879198 0.026 Uiso 1 1 calc R . . . .
H22B H 0.734734 0.751761 0.820190 0.026 Uiso 1 1 calc R . . . .
C23 C 0.48141(19) 0.7184(8) 0.86908(17) 0.0455(10) Uani 1 1 d . . . . .
C24 C 0.49089(19) 0.5125(8) 0.90238(19) 0.0433(9) Uani 1 1 d . . . . .
H24A H 0.483649 0.397035 0.872520 0.065 Uiso 1 1 calc GR . . . .
H24B H 0.459084 0.500869 0.922646 0.065 Uiso 1 1 calc GR . . . .
H24C H 0.536150 0.504478 0.933851 0.065 Uiso 1 1 calc GR . . . .
S2 S 0.70328(3) 1.64461(12) 1.01963(3) 0.02414(16) Uani 1 1 d . . . . .
O5 O 0.77713(14) 1.8150(6) 1.18477(11) 0.0514(8) Uani 1 1 d . . . . .
O6 O 0.74753(13) 1.5667(4) 0.99271(11) 0.0341(5) Uani 1 1 d . . . . .
O7 O 0.64406(12) 1.7450(5) 0.97911(11) 0.0400(6) Uani 1 1 d . . . . .
N1 N 0.74402(13) 1.7974(5) 1.07895(11) 0.0304(6) Uani 1 1 d . . . . .
H1 H 0.762494 1.916564 1.074660 0.037 Uiso 1 1 calc R . . . .
C25 C 0.74725(16) 1.7255(7) 1.13615(14) 0.0347(8) Uani 1 1 d . . . . .
C26 C 0.71077(16) 1.5259(6) 1.12747(14) 0.0317(7) Uani 1 1 d . . . . .
C27 C 0.68525(15) 1.4584(5) 1.06575(14) 0.0267(6) Uani 1 1 d . . . . .
C28 C 0.65105(17) 1.2724(6) 1.04724(18) 0.0354(8) Uani 1 1 d . . . . .
H28 H 0.634805 1.227839 1.005053 0.042 Uiso 1 1 calc R . . . .
C29 C 0.6413(2) 1.1526(7) 1.0928(2) 0.0502(11) Uani 1 1 d . . . . .
H29 H 0.617404 1.023807 1.081776 0.060 Uiso 1 1 calc R . . . .
C30 C 0.6659(2) 1.2179(9) 1.1541(2) 0.0547(12) Uani 1 1 d . . . . .
H30 H 0.658795 1.132482 1.184445 0.066 Uiso 1 1 calc R . . . .
C31 C 0.7007(2) 1.4046(9) 1.17234(18) 0.0510(12) Uani 1 1 d . . . . .
H31 H 0.717276 1.448156 1.214615 0.061 Uiso 1 1 calc R . . . .
O8 O 1.000000 0.8757(11) 1.000000 0.0765(16) Uani 1 2 d S T P . .
H8A H 1.030830 0.936541 1.029660 0.115 Uiso 0.5 1 d R . . . .
H8B H 0.977050 0.975971 0.977920 0.115 Uiso 0.5 1 d R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 S1 C14 99.95(18) . . ?
C20 O3 C9 110.5(2) . . ?
O1 C1 C2 121.3(3) . . ?
O1 C1 C17 121.8(3) . . ?
C17 C1 C2 116.9(3) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C1 C2 C3 110.0(2) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C2 C3 C4 113.7(2) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C3 C4 C5 107.8(2) . . ?
C3 C4 C18 110.0(3) . . ?
C16 C4 C3 110.5(2) . . ?
C16 C4 C5 107.5(2) . . ?
C16 C4 C18 108.7(3) . . ?
C18 C4 C5 112.4(2) . . ?
C4 C5 H5 106.2 . . ?
C6 C5 C4 112.1(2) . . ?
C6 C5 H5 106.2 . . ?
C6 C5 C13 112.5(2) . . ?
C13 C5 C4 113.0(2) . . ?
C13 C5 H5 106.2 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 C5 111.8(2) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 C6 110.7(2) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C7 C8 C9 118.2(2) . . ?
C7 C8 C12 108.5(2) . . ?
C7 C8 C19 109.7(2) . . ?
C12 C8 C9 97.9(2) . . ?
C12 C8 C19 112.7(2) . . ?
C19 C8 C9 109.4(2) . . ?
O3 C9 C8 111.0(2) . . ?
O3 C9 C10 110.5(2) . . ?
O3 C9 C22 102.9(2) . . ?
C10 C9 C8 103.6(2) . . ?
C22 C9 C8 117.3(2) . . ?
C22 C9 C10 111.6(2) . . ?
C9 C10 H10A 110.7 . . ?
C9 C10 H10B 110.7 . . ?
C9 C10 C11 105.1(2) . . ?
H10A C10 H10B 108.8 . . ?
C11 C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
C12 C11 C10 103.8(2) . . ?
C12 C11 H11A 111.0 . . ?
C12 C11 H11B 111.0 . . ?
C8 C12 C11 104.0(2) . . ?
C8 C12 H12 106.6 . . ?
C11 C12 H12 106.6 . . ?
C13 C12 C8 114.3(2) . . ?
C13 C12 C11 118.0(2) . . ?
C13 C12 H12 106.6 . . ?
C5 C13 H13 107.9 . . ?
C12 C13 C5 109.8(2) . . ?
C12 C13 H13 107.9 . . ?
C12 C13 C14 112.1(2) . . ?
C14 C13 C5 111.1(2) . . ?
C14 C13 H13 107.9 . . ?
S1 C14 H14 107.8 . . ?
C13 C14 S1 112.4(2) . . ?
C13 C14 H14 107.8 . . ?
C15 C14 S1 110.2(2) . . ?
C15 C14 C13 110.6(2) . . ?
C15 C14 H14 107.8 . . ?
C14 C15 H15A 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 C14 112.5(2) . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C15 C16 C4 116.4(3) . . ?
C17 C16 C4 123.2(3) . . ?
C17 C16 C15 120.5(3) . . ?
C1 C17 H17 118.5 . . ?
C16 C17 C1 122.9(3) . . ?
C16 C17 H17 118.5 . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C8 C19 H19A 109.5 . . ?
C8 C19 H19B 109.5 . . ?
C8 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 C21 109.9(2) . . ?
O4 C20 O3 121.5(3) . . ?
O4 C20 C21 128.6(3) . . ?
C20 C21 H21A 111.2 . . ?
C20 C21 H21B 111.2 . . ?
C20 C21 C22 102.6(2) . . ?
H21A C21 H21B 109.2 . . ?
C22 C21 H21A 111.2 . . ?
C22 C21 H21B 111.2 . . ?
C9 C22 H22A 111.2 . . ?
C9 C22 H22B 111.2 . . ?
C21 C22 C9 102.9(2) . . ?
C21 C22 H22A 111.2 . . ?
C21 C22 H22B 111.2 . . ?
H22A C22 H22B 109.1 . . ?
O2 C23 S1 122.8(3) . . ?
O2 C23 C24 123.4(3) . . ?
C24 C23 S1 113.8(3) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O6 S2 N1 109.53(15) . . ?
O6 S2 C27 112.79(16) . . ?
O7 S2 O6 117.34(16) . . ?
O7 S2 N1 110.76(16) . . ?
O7 S2 C27 110.45(15) . . ?
N1 S2 C27 93.42(16) . . ?
S2 N1 H1 122.4 . . ?
C25 N1 S2 115.2(3) . . ?
C25 N1 H1 122.4 . . ?
O5 C25 N1 123.8(4) . . ?
O5 C25 C26 127.1(3) . . ?
N1 C25 C26 109.1(3) . . ?
C27 C26 C25 112.8(3) . . ?
C31 C26 C25 127.7(4) . . ?
C31 C26 C27 119.4(4) . . ?
C26 C27 S2 109.4(3) . . ?
C28 C27 S2 127.8(3) . . ?
C28 C27 C26 122.8(3) . . ?
C27 C28 H28 121.5 . . ?
C27 C28 C29 117.1(4) . . ?
C29 C28 H28 121.5 . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.8(4) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 H30 119.1 . . ?
C29 C30 C31 121.7(4) . . ?
C31 C30 H30 119.1 . . ?
C26 C31 C30 118.2(4) . . ?
C26 C31 H31 120.9 . . ?
C30 C31 H31 120.9 . . ?
H8A O8 H8A 126.0 . 2_757 ?
H8A O8 H8B 104.5 2_757 2_757 ?
H8A O8 H8B 104.5 . . ?
H8A O8 H8B 21.4 . 2_757 ?
H8B O8 H8A 21.4 . 2_757 ?
H8B O8 H8B 83.1 . 2_757 ?
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 C14 1.830(3) . ?
S1 C23 1.763(3) . ?
O1 C1 1.230(4) . ?
O2 C23 1.200(6) . ?
O3 C9 1.471(3) . ?
O3 C20 1.350(4) . ?
O4 C20 1.203(4) . ?
C1 C2 1.487(5) . ?
C1 C17 1.448(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.528(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.530(4) . ?
C4 C5 1.564(4) . ?
C4 C16 1.517(4) . ?
C4 C18 1.533(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.531(4) . ?
C5 C13 1.542(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.531(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.521(4) . ?
C8 C9 1.543(4) . ?
C8 C12 1.532(4) . ?
C8 C19 1.533(4) . ?
C9 C10 1.537(4) . ?
C9 C22 1.520(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.551(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.538(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.519(4) . ?
C13 H13 1.0000 . ?
C13 C14 1.535(4) . ?
C14 H14 1.0000 . ?
C14 C15 1.527(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.503(4) . ?
C16 C17 1.338(4) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.497(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.517(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.491(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
S2 O6 1.426(2) . ?
S2 O7 1.425(2) . ?
S2 N1 1.642(3) . ?
S2 C27 1.739(3) . ?
O5 C25 1.209(4) . ?
N1 H1 0.8800 . ?
N1 C25 1.383(4) . ?
C25 C26 1.467(6) . ?
C26 C27 1.394(5) . ?
C26 C31 1.381(5) . ?
C27 C28 1.375(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.386(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.380(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.382(8) . ?
C31 H31 0.9500 . ?
O8 H8A 0.8500 2_757 ?
O8 H8A 0.8499 . ?
O8 H8B 0.8500 2_757 ?
O8 H8B 0.8500 . ?
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
S1 C14 C15 C16 -72.8(3) . . . . ?
O1 C1 C2 C3 -143.2(3) . . . . ?
O1 C1 C17 C16 173.2(3) . . . . ?
O3 C9 C10 C11 147.7(3) . . . . ?
O3 C9 C22 C21 32.2(3) . . . . ?
O3 C20 C21 C22 18.8(3) . . . . ?
O4 C20 C21 C22 -162.5(3) . . . . ?
C1 C2 C3 C4 -56.1(4) . . . . ?
C2 C1 C17 C16 -8.2(5) . . . . ?
C2 C3 C4 C5 159.3(3) . . . . ?
C2 C3 C4 C16 42.2(4) . . . . ?
C2 C3 C4 C18 -77.8(3) . . . . ?
C3 C4 C5 C6 59.2(3) . . . . ?
C3 C4 C5 C13 -172.4(2) . . . . ?
C3 C4 C16 C15 169.5(3) . . . . ?
C3 C4 C16 C17 -11.1(4) . . . . ?
C4 C5 C6 C7 -178.1(2) . . . . ?
C4 C5 C13 C12 -178.6(2) . . . . ?
C4 C5 C13 C14 56.9(3) . . . . ?
C4 C16 C17 C1 -6.4(5) . . . . ?
C5 C4 C16 C15 52.1(3) . . . . ?
C5 C4 C16 C17 -128.5(3) . . . . ?
C5 C6 C7 C8 -57.4(3) . . . . ?
C5 C13 C14 S1 69.3(3) . . . . ?
C5 C13 C14 C15 -54.4(3) . . . . ?
C6 C5 C13 C12 -50.3(3) . . . . ?
C6 C5 C13 C14 -174.9(2) . . . . ?
C6 C7 C8 C9 168.2(2) . . . . ?
C6 C7 C8 C12 58.1(3) . . . . ?
C6 C7 C8 C19 -65.4(3) . . . . ?
C7 C8 C9 O3 78.5(3) . . . . ?
C7 C8 C9 C10 -162.9(2) . . . . ?
C7 C8 C9 C22 -39.4(3) . . . . ?
C7 C8 C12 C11 171.6(2) . . . . ?
C7 C8 C12 C13 -58.3(3) . . . . ?
C8 C9 C10 C11 28.7(3) . . . . ?
C8 C9 C22 C21 154.4(2) . . . . ?
C8 C12 C13 C5 54.0(3) . . . . ?
C8 C12 C13 C14 178.0(2) . . . . ?
C9 O3 C20 O4 -176.8(3) . . . . ?
C9 O3 C20 C21 2.0(3) . . . . ?
C9 C8 C12 C11 48.3(3) . . . . ?
C9 C8 C12 C13 178.4(2) . . . . ?
C9 C10 C11 C12 1.5(3) . . . . ?
C10 C9 C22 C21 -86.4(3) . . . . ?
C10 C11 C12 C8 -31.5(3) . . . . ?
C10 C11 C12 C13 -159.3(3) . . . . ?
C11 C12 C13 C5 176.8(2) . . . . ?
C11 C12 C13 C14 -59.2(3) . . . . ?
C12 C8 C9 O3 -165.6(2) . . . . ?
C12 C8 C9 C10 -47.0(3) . . . . ?
C12 C8 C9 C22 76.5(3) . . . . ?
C12 C13 C14 S1 -53.9(3) . . . . ?
C12 C13 C14 C15 -177.7(2) . . . . ?
C13 C5 C6 C7 53.3(3) . . . . ?
C13 C14 C15 C16 52.1(4) . . . . ?
C14 S1 C23 O2 0.6(5) . . . . ?
C14 S1 C23 C24 -177.8(3) . . . . ?
C14 C15 C16 C4 -53.5(4) . . . . ?
C14 C15 C16 C17 127.1(3) . . . . ?
C15 C16 C17 C1 173.0(3) . . . . ?
C16 C4 C5 C6 178.3(2) . . . . ?
C16 C4 C5 C13 -53.3(3) . . . . ?
C17 C1 C2 C3 38.2(4) . . . . ?
C18 C4 C5 C6 -62.2(3) . . . . ?
C18 C4 C5 C13 66.2(3) . . . . ?
C18 C4 C16 C15 -69.7(3) . . . . ?
C18 C4 C16 C17 109.6(3) . . . . ?
C19 C8 C9 O3 -48.1(3) . . . . ?
C19 C8 C9 C10 70.6(3) . . . . ?
C19 C8 C9 C22 -166.0(2) . . . . ?
C19 C8 C12 C11 -66.6(3) . . . . ?
C19 C8 C12 C13 63.4(3) . . . . ?
C20 O3 C9 C8 -148.2(2) . . . . ?
C20 O3 C9 C10 97.5(3) . . . . ?
C20 O3 C9 C22 -21.9(3) . . . . ?
C20 C21 C22 C9 -30.9(3) . . . . ?
C22 C9 C10 C11 -98.4(3) . . . . ?
C23 S1 C14 C13 132.8(2) . . . . ?
C23 S1 C14 C15 -103.3(2) . . . . ?
S2 N1 C25 O5 177.4(3) . . . . ?
S2 N1 C25 C26 -1.1(3) . . . . ?
S2 C27 C28 C29 -178.1(3) . . . . ?
O5 C25 C26 C27 -176.1(3) . . . . ?
O5 C25 C26 C31 3.0(6) . . . . ?
O6 S2 N1 C25 -115.9(2) . . . . ?
O6 S2 C27 C26 114.5(2) . . . . ?
O6 S2 C27 C28 -66.1(3) . . . . ?
O7 S2 N1 C25 113.1(2) . . . . ?
O7 S2 C27 C26 -112.0(2) . . . . ?
O7 S2 C27 C28 67.4(3) . . . . ?
N1 S2 C27 C26 1.6(2) . . . . ?
N1 S2 C27 C28 -178.9(3) . . . . ?
N1 C25 C26 C27 2.3(4) . . . . ?
N1 C25 C26 C31 -178.6(3) . . . . ?
C25 C26 C27 S2 -2.5(3) . . . . ?
C25 C26 C27 C28 178.0(3) . . . . ?
C25 C26 C31 C30 -178.4(3) . . . . ?
C26 C27 C28 C29 1.2(5) . . . . ?
C27 S2 N1 C25 -0.3(3) . . . . ?
C27 C26 C31 C30 0.6(5) . . . . ?
C27 C28 C29 C30 -0.8(5) . . . . ?
C28 C29 C30 C31 0.4(6) . . . . ?
C29 C30 C31 C26 -0.3(6) . . . . ?
C31 C26 C27 S2 178.3(3) . . . . ?
C31 C26 C27 C28 -1.2(5) . . . . ?
