# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# 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_zhounn0416_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1481285'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-10-24 downloaded from the CCDC.
;
_audit_creation_date             2014-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C27 H31 N O7 S3'
_chemical_formula_sum            'C27 H31 N O7 S3'
_chemical_formula_weight         577.71
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   21.226(3)
_cell_length_b                   8.2493(7)
_cell_length_c                   16.985(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.610(14)
_cell_angle_gamma                90.00
_cell_volume                     2801.5(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2159
_cell_measurement_temperature    294.74(10)
_cell_measurement_theta_max      25.3360
_cell_measurement_theta_min      3.1170
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6637
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         28.49
_diffrn_reflns_theta_min         3.04
_diffrn_ambient_temperature      294.74(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0181216000
_diffrn_orient_matrix_UB_12      -0.0737410000
_diffrn_orient_matrix_UB_13      -0.0053069000
_diffrn_orient_matrix_UB_21      -0.0292130000
_diffrn_orient_matrix_UB_22      0.0404101000
_diffrn_orient_matrix_UB_23      -0.0255899000
_diffrn_orient_matrix_UB_31      0.0087218000
_diffrn_orient_matrix_UB_32      -0.0179684000
_diffrn_orient_matrix_UB_33      -0.0359091000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.6796 945 11810
2 0.3204 0 11810

_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4056
_reflns_number_total             6637
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.945
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       ?
_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     347
_refine_ls_number_reflns         6637
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.0909
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1484P)²+0.7259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2444
_refine_ls_wR_factor_ref         0.2645
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C12(H12), C15(H15), C16(H16), C18(H18), C19(H19),
 C22(H22), C24(H24), C25(H25), C26(H26)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C20(H20A,H20B,H20C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.33268(9) 0.02041(16) 0.43343(8) 0.0550(4) Uani 1 d . . .
S2 S 0.16296(11) -0.2652(2) 0.29938(11) 0.0713(5) Uani 1 d . . .
S3 S 0.27677(10) -0.1636(2) 0.16784(13) 0.0733(6) Uani 1 d . . .
O1 O 0.2693(3) 0.0927(5) 0.4055(3) 0.0885(17) Uani 1 d . . .
O2 O 0.3749(3) 0.0503(5) 0.3831(3) 0.0836(16) Uani 1 d . . .
O3 O 0.1760(2) -0.2416(6) 0.3843(3) 0.0737(14) Uani 1 d . . .
O4 O 0.1399(4) -0.4109(8) 0.2645(4) 0.118(2) Uani 1 d . . .
O5 O 0.2334(4) -0.2789(7) 0.2172(4) 0.139(3) Uani 1 d . . .
O6 O 0.3417(2) -0.1144(7) 0.2144(3) 0.0798(15) Uani 1 d . . .
O7 O 0.2658(4) -0.2800(8) 0.0996(5) 0.134(3) Uani 1 d . . .
N1 N 0.2479(3) -0.2030(6) 0.2898(3) 0.0599(14) Uani 1 d . . .
C1 C 0.3087(4) -0.2772(7) 0.3563(3) 0.0597(17) Uani 1 d . . .
H1 H 0.3459 -0.2492 0.3369 0.072 Uiso 1 calc . . R
C2 C 0.3101(4) -0.4615(7) 0.3588(5) 0.084(2) Uani 1 d . . .
H2A H 0.2742 -0.5010 0.3769 0.101 Uiso 1 calc . . R
H2B H 0.3032 -0.5034 0.3032 0.101 Uiso 1 calc . . R
C3 C 0.3767(4) -0.5218(7) 0.4183(4) 0.076(2) Uani 1 d . . .
H3A H 0.3756 -0.6390 0.4220 0.091 Uiso 1 calc . . R
H3B H 0.4121 -0.4926 0.3968 0.091 Uiso 1 calc . . R
C4 C 0.3910(4) -0.4508(7) 0.5025(4) 0.076(2) Uani 1 d . . .
H4A H 0.4347 -0.4869 0.5381 0.092 Uiso 1 calc . . R
H4B H 0.3583 -0.4908 0.5262 0.092 Uiso 1 calc . . R
C5 C 0.3894(3) -0.2657(7) 0.5020(4) 0.0576(16) Uani 1 d . . .
H5A H 0.3935 -0.2278 0.5576 0.069 Uiso 1 calc . . R
H5B H 0.4277 -0.2256 0.4889 0.069 Uiso 1 calc . . R
C6 C 0.3270(3) -0.1959(6) 0.4407(3) 0.0479(13) Uani 1 d . . .
H6 H 0.2905 -0.2181 0.4625 0.057 Uiso 1 calc . . R
C7 C 0.3765(3) 0.0898(6) 0.5353(3) 0.0455(13) Uani 1 d . . .
C8 C 0.4435(3) 0.1175(7) 0.5575(4) 0.0523(14) Uani 1 d . . .
H8 H 0.4659 0.0994 0.5197 0.063 Uiso 1 calc . . R
C9 C 0.4776(3) 0.1730(8) 0.6374(4) 0.0560(15) Uani 1 d . . .
H9 H 0.5234 0.1913 0.6525 0.067 Uiso 1 calc . . R
C10 C 0.4467(3) 0.2023(7) 0.6955(3) 0.0538(15) Uani 1 d . . .
C11 C 0.3796(3) 0.1736(8) 0.6712(3) 0.0597(16) Uani 1 d . . .
H11 H 0.3573 0.1903 0.7092 0.072 Uiso 1 calc . . R
C12 C 0.3438(3) 0.1199(8) 0.5912(3) 0.0522(14) Uani 1 d . . .
H12 H 0.2979 0.1043 0.5755 0.063 Uiso 1 calc . . R
C13 C 0.4848(5) 0.2612(12) 0.7822(4) 0.099(3) Uani 1 d . . .
H13A H 0.4912 0.1730 0.8210 0.148 Uiso 1 calc . . GR
H13B H 0.4601 0.3462 0.7972 0.148 Uiso 1 calc . . GR
H13C H 0.5276 0.3019 0.7837 0.148 Uiso 1 calc . . GR
C14 C 0.1111(3) -0.1086(8) 0.2408(4) 0.0572(15) Uani 1 d . . .
C15 C 0.0653(4) -0.1387(11) 0.1629(5) 0.092(2) Uani 1 d . . .
H15 H 0.0622 -0.2402 0.1381 0.110 Uiso 1 calc . . R
C16 C 0.0248(4) -0.0149(18) 0.1234(6) 0.115(4) Uani 1 d . . .
H16 H -0.0078 -0.0348 0.0719 0.138 Uiso 1 calc . . R
C17 C 0.0300(4) 0.1383(15) 0.1564(6) 0.101(4) Uani 1 d . . .
C18 C 0.0762(4) 0.1662(9) 0.2333(6) 0.081(2) Uani 1 d . . .
H18 H 0.0799 0.2693 0.2565 0.097 Uiso 1 calc . . R
C19 C 0.1186(3) 0.0406(8) 0.2783(4) 0.0667(17) Uani 1 d . . .
H19 H 0.1501 0.0585 0.3308 0.080 Uiso 1 calc . . R
C20 C -0.0132(5) 0.2768(16) 0.1072(8) 0.163(6) Uani 1 d . . .
H20A H 0.0098 0.3305 0.0746 0.245 Uiso 1 calc . . GR
H20B H -0.0217 0.3528 0.1453 0.245 Uiso 1 calc . . GR
H20C H -0.0549 0.2342 0.0707 0.245 Uiso 1 calc . . GR
C21 C 0.2266(3) 0.0053(7) 0.1314(3) 0.0480(13) Uani 1 d . . .
C22 C 0.1911(4) 0.0102(10) 0.0461(4) 0.076(2) Uani 1 d . . .
H22 H 0.1892 -0.0791 0.0120 0.091 Uiso 1 calc . . R
C23 C 0.1601(3) 0.2871(10) 0.0613(4) 0.0682(19) Uani 1 d . . .
C24 C 0.1589(4) 0.1516(11) 0.0146(4) 0.080(2) Uani 1 d . . .
H24 H 0.1346 0.1558 -0.0423 0.095 Uiso 1 calc . . R
C25 C 0.1948(3) 0.2741(8) 0.1452(4) 0.0590(16) Uani 1 d . . .
H25 H 0.1952 0.3622 0.1795 0.071 Uiso 1 calc . . R
C26 C 0.2288(3) 0.1377(7) 0.1804(3) 0.0467(13) Uani 1 d . . .
H26 H 0.2533 0.1348 0.2373 0.056 Uiso 1 calc . . R
C27 C 0.1272(5) 0.4433(12) 0.0245(7) 0.112(3) Uani 1 d . . .
H27A H 0.1541 0.4974 -0.0031 0.168 Uiso 1 calc . . GR
H27B H 0.1228 0.5114 0.0682 0.168 Uiso 1 calc . . GR
H27C H 0.0837 0.4213 -0.0152 0.168 Uiso 1 calc . . GR


_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 O1 1.401(5) . ?
S1 O2 1.453(5) . ?
S1 C6 1.796(5) . ?
S1 C7 1.763(5) . ?
S2 O3 1.388(5) . ?
S2 O4 1.356(6) . ?
S2 N1 1.933(6) . ?
S2 C14 1.771(6) . ?
S3 O5 1.723(9) . ?
S3 O6 1.400(5) . ?
S3 O7 1.462(7) . ?
S3 C21 1.737(6) . ?
O5 N1 1.324(7) . ?
N1 C1 1.528(7) . ?
C1 H1 0.9800 . ?
C1 C2 1.521(8) . ?
C1 C6 1.511(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.519(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.479(9) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.528(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.498(7) . ?
C6 H6 0.9800 . ?
C7 C8 1.364(8) . ?
C7 C12 1.373(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.384(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(8) . ?
C10 C11 1.363(8) . ?
C10 C13 1.503(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(8) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.376(10) . ?
C14 C19 1.370(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.358(13) . ?
C16 H16 0.9300 . ?
C16 C17 1.371(14) . ?
C17 C18 1.364(13) . ?
C17 C20 1.527(11) . ?
C18 H18 0.9300 . ?
C18 C19 1.416(9) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.390(9) . ?
C21 C26 1.365(8) . ?
C22 H22 0.9300 . ?
C22 C24 1.367(11) . ?
C23 C24 1.366(11) . ?
C23 C25 1.371(9) . ?
C23 C27 1.499(11) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.362(8) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

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 S1 O2 116.1(3) . . ?
O1 S1 C6 111.5(3) . . ?
O1 S1 C7 108.9(3) . . ?
O2 S1 C6 106.2(3) . . ?
O2 S1 C7 107.3(3) . . ?
C7 S1 C6 106.3(2) . . ?
O3 S2 N1 100.6(3) . . ?
O3 S2 C14 110.5(3) . . ?
O4 S2 O3 119.7(4) . . ?
O4 S2 N1 114.1(4) . . ?
O4 S2 C14 109.6(4) . . ?
C14 S2 N1 100.4(3) . . ?
O5 S3 C21 104.7(3) . . ?
O6 S3 O5 118.1(3) . . ?
O6 S3 O7 120.2(4) . . ?
O6 S3 C21 109.8(3) . . ?
O7 S3 O5 93.1(4) . . ?
O7 S3 C21 109.2(4) . . ?
N1 O5 S3 101.4(5) . . ?
O5 N1 S2 91.2(5) . . ?
O5 N1 C1 111.9(5) . . ?
C1 N1 S2 114.3(4) . . ?
N1 C1 H1 103.5 . . ?
C2 C1 N1 115.2(5) . . ?
C2 C1 H1 103.5 . . ?
C6 C1 N1 114.1(5) . . ?
C6 C1 H1 103.5 . . ?
C6 C1 C2 114.8(5) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C3 C2 C1 110.6(6) . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 C2 110.9(6) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C3 C4 C5 113.2(5) . . ?
H4A C4 H4B 107.7 . . ?
C5 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C4 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 C4 113.6(5) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
S1 C6 H6 107.0 . . ?
C1 C6 S1 112.2(4) . . ?
C1 C6 H6 107.0 . . ?
C5 C6 S1 111.4(4) . . ?
C5 C6 C1 112.0(5) . . ?
C5 C6 H6 107.0 . . ?
C8 C7 S1 118.9(4) . . ?
C8 C7 C12 120.1(5) . . ?
C12 C7 S1 121.0(4) . . ?
C7 C8 H8 120.7 . . ?
C7 C8 C9 118.6(5) . . ?
C9 C8 H8 120.7 . . ?
C8 C9 H9 118.6 . . ?
C10 C9 C8 122.9(5) . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C13 121.9(6) . . ?
C11 C10 C9 116.9(5) . . ?
C11 C10 C13 121.2(6) . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.7(5) . . ?
C12 C11 H11 119.2 . . ?
C7 C12 C11 119.8(5) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 S2 120.9(6) . . ?
C19 C14 S2 116.1(5) . . ?
C19 C14 C15 122.9(7) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 C14 117.7(9) . . ?
C16 C15 H15 121.2 . . ?
C15 C16 H16 118.6 . . ?
C15 C16 C17 122.7(9) . . ?
C17 C16 H16 118.6 . . ?
C16 C17 C20 121.0(11) . . ?
C18 C17 C16 118.7(8) . . ?
C18 C17 C20 120.3(12) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.0(8) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 C18 116.9(7) . . ?
C14 C19 H19 121.5 . . ?
C18 C19 H19 121.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 S3 116.6(5) . . ?
C26 C21 S3 122.2(4) . . ?
C26 C21 C22 120.5(6) . . ?
C21 C22 H22 121.4 . . ?
C24 C22 C21 117.3(6) . . ?
C24 C22 H22 121.4 . . ?
C24 C23 C25 116.0(6) . . ?
C24 C23 C27 123.1(7) . . ?
C25 C23 C27 120.9(8) . . ?
C22 C24 C23 124.1(6) . . ?
C22 C24 H24 118.0 . . ?
C23 C24 H24 118.0 . . ?
C23 C25 H25 118.6 . . ?
C26 C25 C23 122.8(6) . . ?
C26 C25 H25 118.6 . . ?
C21 C26 H26 120.4 . . ?
C25 C26 C21 119.2(5) . . ?
C25 C26 H26 120.4 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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 C7 C8 C9 179.6(5) . . . . ?
S1 C7 C12 C11 179.6(5) . . . . ?
S2 N1 C1 C2 58.4(7) . . . . ?
S2 N1 C1 C6 -77.5(6) . . . . ?
S2 C14 C15 C16 176.7(7) . . . . ?
S2 C14 C19 C18 -178.3(5) . . . . ?
S3 O5 N1 S2 149.9(3) . . . . ?
S3 O5 N1 C1 -93.2(5) . . . . ?
S3 C21 C22 C24 -171.1(6) . . . . ?
S3 C21 C26 C25 171.5(5) . . . . ?
O1 S1 C6 C1 77.8(5) . . . . ?
O1 S1 C6 C5 -155.7(5) . . . . ?
O1 S1 C7 C8 -142.9(5) . . . . ?
O1 S1 C7 C12 35.5(6) . . . . ?
O2 S1 C6 C1 -49.6(5) . . . . ?
O2 S1 C6 C5 76.9(5) . . . . ?
O2 S1 C7 C8 -16.4(6) . . . . ?
O2 S1 C7 C12 161.9(5) . . . . ?
O3 S2 N1 O5 161.7(4) . . . . ?
O3 S2 N1 C1 47.0(4) . . . . ?
O3 S2 C14 C15 -147.1(6) . . . . ?
O3 S2 C14 C19 31.7(6) . . . . ?
O4 S2 N1 O5 32.3(5) . . . . ?
O4 S2 N1 C1 -82.5(5) . . . . ?
O4 S2 C14 C15 -13.1(7) . . . . ?
O4 S2 C14 C19 165.8(5) . . . . ?
O5 S3 C21 C22 -104.5(5) . . . . ?
O5 S3 C21 C26 84.7(5) . . . . ?
O5 N1 C1 C2 -43.5(9) . . . . ?
O5 N1 C1 C6 -179.4(7) . . . . ?
O6 S3 O5 N1 43.0(5) . . . . ?
O6 S3 C21 C22 127.8(5) . . . . ?
O6 S3 C21 C26 -43.0(6) . . . . ?
O7 S3 O5 N1 169.9(5) . . . . ?
O7 S3 C21 C22 -5.9(6) . . . . ?
O7 S3 C21 C26 -176.7(6) . . . . ?
N1 S2 C14 C15 107.3(6) . . . . ?
N1 S2 C14 C19 -73.8(5) . . . . ?
N1 C1 C2 C3 172.1(6) . . . . ?
N1 C1 C6 S1 -50.1(7) . . . . ?
N1 C1 C6 C5 -176.2(5) . . . . ?
C1 C2 C3 C4 55.3(9) . . . . ?
C2 C1 C6 S1 173.9(5) . . . . ?
C2 C1 C6 C5 47.7(8) . . . . ?
C2 C3 C4 C5 -55.6(9) . . . . ?
C3 C4 C5 C6 51.5(9) . . . . ?
C4 C5 C6 S1 -172.5(5) . . . . ?
C4 C5 C6 C1 -45.9(8) . . . . ?
C6 S1 C7 C8 96.8(5) . . . . ?
C6 S1 C7 C12 -84.8(5) . . . . ?
C6 C1 C2 C3 -52.3(10) . . . . ?
C7 S1 C6 C1 -163.6(5) . . . . ?
C7 S1 C6 C5 -37.1(5) . . . . ?
C7 C8 C9 C10 -0.3(10) . . . . ?
C8 C7 C12 C11 -2.1(9) . . . . ?
C8 C9 C10 C11 0.2(9) . . . . ?
C8 C9 C10 C13 179.4(7) . . . . ?
C9 C10 C11 C12 -1.1(10) . . . . ?
C10 C11 C12 C7 2.0(10) . . . . ?
C12 C7 C8 C9 1.2(9) . . . . ?
C13 C10 C11 C12 179.7(7) . . . . ?
C14 S2 N1 O5 -84.8(4) . . . . ?
C14 S2 N1 C1 160.4(4) . . . . ?
C14 C15 C16 C17 3.0(14) . . . . ?
C15 C14 C19 C18 0.6(10) . . . . ?
C15 C16 C17 C18 -2.3(15) . . . . ?
C15 C16 C17 C20 175.6(8) . . . . ?
C16 C17 C18 C19 0.6(12) . . . . ?
C17 C18 C19 C14 0.2(10) . . . . ?
C19 C14 C15 C16 -2.1(11) . . . . ?
C20 C17 C18 C19 -177.3(7) . . . . ?
C21 S3 O5 N1 -79.4(4) . . . . ?
C21 C22 C24 C23 0.5(12) . . . . ?
C22 C21 C26 C25 1.1(9) . . . . ?
C23 C25 C26 C21 -2.5(9) . . . . ?
C24 C23 C25 C26 2.8(10) . . . . ?
C25 C23 C24 C22 -1.8(11) . . . . ?
C26 C21 C22 C24 -0.1(10) . . . . ?
C27 C23 C24 C22 176.9(8) . . . . ?
C27 C23 C25 C26 -175.9(6) . . . . ?

####################################################################### 
# 
# 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_zhounn0528
_database_code_depnum_ccdc_archive 'CCDC 1481286'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-10-24 downloaded from the CCDC.
;
_audit_creation_date             2015-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H21 N O3 S'
_chemical_formula_sum            'C15 H21 N O3 S'
_chemical_formula_weight         295.39
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.9610(17)
_cell_length_b                   5.7930(3)
_cell_length_c                   22.2512(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.088(9)
_cell_angle_gamma                90.00
_cell_volume                     3055.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1076
_cell_measurement_temperature    293.64(10)
_cell_measurement_theta_max      23.8010
_cell_measurement_theta_min      3.6590
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            5734
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.01
_diffrn_reflns_theta_min         3.44
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.64(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   48.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       20.7416  165.0000  108.0000 35

#__ type_ start__ end____ width___ exp.time_
  2 omega  -49.00   46.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       20.7416  -77.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
  3 omega    2.00   89.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       20.7416   57.0000  -90.0000 87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0033761000
_diffrn_orient_matrix_UB_12      0.1172264000
_diffrn_orient_matrix_UB_13      -0.0068878000
_diffrn_orient_matrix_UB_21      -0.0293423000
_diffrn_orient_matrix_UB_22      0.0078704000
_diffrn_orient_matrix_UB_23      -0.0197984000
_diffrn_orient_matrix_UB_31      -0.0047378000
_diffrn_orient_matrix_UB_32      0.0345409000
_diffrn_orient_matrix_UB_33      0.0279208000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1731
_reflns_number_total             2998
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2998
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0667P)²+1.3096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1744
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,
 H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.14119(4) 0.00837(15) 0.10098(5) 0.0535(3) Uani 1 d . . .
O1 O 0.12931(10) 0.2458(4) 0.08083(13) 0.0704(8) Uani 1 d . . .
O2 O 0.11594(10) -0.0884(5) 0.14211(13) 0.0739(8) Uani 1 d . . .
O3 O 0.21243(10) -0.0683(5) -0.05487(14) 0.0733(8) Uani 1 d . . .
H3 H 0.2447 -0.1141 -0.0452 0.110 Uiso 1 calc . . GR
N1 N 0.19112(10) -0.1668(4) -0.01153(14) 0.0477(7) Uani 1 d . . .
C1 C 0.21452(13) -0.0249(5) 0.14168(16) 0.0462(8) Uani 1 d . . .
C2 C 0.25012(15) 0.1460(6) 0.1391(2) 0.0598(10) Uani 1 d . . .
H2 H 0.2357 0.2751 0.1127 0.072 Uiso 1 calc . . R
C3 C 0.30669(16) 0.1259(7) 0.1752(2) 0.0691(11) Uani 1 d . . .
H3A H 0.3304 0.2426 0.1730 0.083 Uiso 1 calc . . R
C4 C 0.32999(15) -0.0631(7) 0.21539(18) 0.0598(10) Uani 1 d . . .
C5 C 0.29349(16) -0.2356(6) 0.21587(18) 0.0610(10) Uani 1 d . . .
H5 H 0.3080 -0.3675 0.2409 0.073 Uiso 1 calc . . R
C6 C 0.23604(15) -0.2172(6) 0.18023(17) 0.0552(9) Uani 1 d . . .
H6 H 0.2121 -0.3334 0.1822 0.066 Uiso 1 calc . . R
C7 C 0.39182(15) -0.0771(8) 0.2579(2) 0.0864(14) Uani 1 d . . .
H7A H 0.4128 -0.0344 0.2327 0.130 Uiso 1 calc . . GR
H7B H 0.4014 -0.2321 0.2739 0.130 Uiso 1 calc . . GR
H7C H 0.4010 0.0263 0.2946 0.130 Uiso 1 calc . . GR
C8 C 0.11931(12) -0.1679(5) 0.02704(16) 0.0427(8) Uani 1 d . . .
H8 H 0.1337 -0.3247 0.0399 0.051 Uiso 1 calc . . R
C9 C 0.14485(12) -0.0725(5) -0.01759(16) 0.0401(8) Uani 1 d . . .
C10 C 0.11781(14) 0.1215(6) -0.06414(18) 0.0562(10) Uani 1 d . . .
H10A H 0.1471 0.2277 -0.0631 0.067 Uiso 1 calc . . R
H10B H 0.0931 0.2045 -0.0487 0.067 Uiso 1 calc . . R
C11 C 0.08372(16) 0.0486(7) -0.13525(19) 0.0673(11) Uani 1 d . . .
H11A H 0.0728 0.1867 -0.1622 0.081 Uiso 1 calc . . R
H11B H 0.1081 -0.0406 -0.1498 0.081 Uiso 1 calc . . R
C12 C 0.03085(15) -0.0923(7) -0.1483(2) 0.0739(12) Uani 1 d . . .
H12A H 0.0106 -0.1121 -0.1955 0.089 Uiso 1 calc . . R
H12B H 0.0067 -0.0052 -0.1329 0.089 Uiso 1 calc . . R
C13 C 0.04126(15) -0.3308(7) -0.1158(2) 0.0678(11) Uani 1 d . . .
H13A H 0.0185 -0.4427 -0.1482 0.081 Uiso 1 calc . . R
H13B H 0.0805 -0.3714 -0.1034 0.081 Uiso 1 calc . . R
C14 C 0.02832(13) -0.3521(6) -0.0554(2) 0.0610(10) Uani 1 d . . .
H14A H -0.0123 -0.3437 -0.0696 0.073 Uiso 1 calc . . R
H14B H 0.0402 -0.5041 -0.0365 0.073 Uiso 1 calc . . R
C15 C 0.05491(12) -0.1763(6) -0.00184(18) 0.0515(9) Uani 1 d . . .
H15A H 0.0432 -0.2085 0.0335 0.062 Uiso 1 calc . . R
H15B H 0.0405 -0.0250 -0.0193 0.062 Uiso 1 calc . . R


_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 O1 1.440(2) . ?
S1 O2 1.439(3) . ?
S1 C1 1.753(3) . ?
S1 C8 1.819(3) . ?
O3 H3 0.8200 . ?
O3 N1 1.413(3) . ?
N1 C9 1.276(3) . ?
C1 C2 1.372(4) . ?
C1 C6 1.378(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.361(5) . ?
C3 H3A 0.9300 . ?
C3 C4 1.387(5) . ?
C4 C5 1.380(5) . ?
C4 C7 1.496(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(5) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9800 . ?
C8 C9 1.506(4) . ?
C8 C15 1.528(4) . ?
C9 C10 1.495(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.524(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.520(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.531(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.518(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.504(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 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
O1 S1 C1 108.36(15) . . ?
O1 S1 C8 107.84(15) . . ?
O2 S1 O1 118.32(16) . . ?
O2 S1 C1 108.00(16) . . ?
O2 S1 C8 107.55(16) . . ?
C1 S1 C8 106.14(14) . . ?
N1 O3 H3 109.5 . . ?
C9 N1 O3 111.6(3) . . ?
C2 C1 S1 120.5(3) . . ?
C2 C1 C6 120.1(3) . . ?
C6 C1 S1 119.3(3) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3A 119.0 . . ?
C2 C3 C4 122.0(3) . . ?
C4 C3 H3A 119.0 . . ?
C3 C4 C7 121.6(4) . . ?
C5 C4 C3 117.2(3) . . ?
C5 C4 C7 121.3(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
S1 C8 H8 108.4 . . ?
C9 C8 S1 109.4(2) . . ?
C9 C8 H8 108.4 . . ?
C9 C8 C15 115.8(3) . . ?
C15 C8 S1 106.4(2) . . ?
C15 C8 H8 108.4 . . ?
N1 C9 C8 115.0(3) . . ?
N1 C9 C10 123.4(3) . . ?
C10 C9 C8 121.6(3) . . ?
C9 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
C9 C10 C11 114.9(3) . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
C10 C11 H11A 108.2 . . ?
C10 C11 H11B 108.2 . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 C10 116.3(3) . . ?
C12 C11 H11A 108.2 . . ?
C12 C11 H11B 108.2 . . ?
C11 C12 H12A 108.5 . . ?
C11 C12 H12B 108.5 . . ?
C11 C12 C13 115.0(3) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C12 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 C12 115.6(3) . . ?
C14 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C13 C14 H14A 108.1 . . ?
C13 C14 H14B 108.1 . . ?
H14A C14 H14B 107.3 . . ?
C15 C14 C13 116.8(3) . . ?
C15 C14 H14A 108.1 . . ?
C15 C14 H14B 108.1 . . ?
C8 C15 H15A 108.5 . . ?
C8 C15 H15B 108.5 . . ?
C14 C15 C8 115.1(3) . . ?
C14 C15 H15A 108.5 . . ?
C14 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?

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 C1 C2 C3 174.7(3) . . . . ?
S1 C1 C6 C5 -175.5(3) . . . . ?
S1 C8 C9 N1 94.8(3) . . . . ?
S1 C8 C9 C10 -84.0(3) . . . . ?
S1 C8 C15 C14 -168.0(3) . . . . ?
O1 S1 C1 C2 -12.1(3) . . . . ?
O1 S1 C1 C6 163.3(3) . . . . ?
O1 S1 C8 C9 51.3(2) . . . . ?
O1 S1 C8 C15 -74.4(2) . . . . ?
O2 S1 C1 C2 -141.4(3) . . . . ?
O2 S1 C1 C6 34.0(3) . . . . ?
O2 S1 C8 C9 180.0(2) . . . . ?
O2 S1 C8 C15 54.2(2) . . . . ?
O3 N1 C9 C8 -180.0(3) . . . . ?
O3 N1 C9 C10 -1.1(4) . . . . ?
N1 C9 C10 C11 81.0(4) . . . . ?
C1 S1 C8 C9 -64.6(2) . . . . ?
C1 S1 C8 C15 169.6(2) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C2 C3 C4 C7 -176.4(4) . . . . ?
C3 C4 C5 C6 -2.7(6) . . . . ?
C4 C5 C6 C1 1.8(6) . . . . ?
C6 C1 C2 C3 -0.7(6) . . . . ?
C7 C4 C5 C6 175.6(4) . . . . ?
C8 S1 C1 C2 103.5(3) . . . . ?
C8 S1 C1 C6 -81.1(3) . . . . ?
C8 C9 C10 C11 -100.2(4) . . . . ?
C9 C8 C15 C14 70.3(4) . . . . ?
C9 C10 C11 C12 66.4(4) . . . . ?
C10 C11 C12 C13 -65.0(5) . . . . ?
C11 C12 C13 C14 104.2(4) . . . . ?
C12 C13 C14 C15 -52.0(4) . . . . ?
C13 C14 C15 C8 -58.6(4) . . . . ?
C15 C8 C9 N1 -145.0(3) . . . . ?
C15 C8 C9 C10 36.1(4) . . . . ?

_olex2_date_sample_data_collection 2015-05-29
_olex2_submission_special_instructions 'No special instructions were received'
