# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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 1908089'
loop_
_audit_author_name
_audit_author_address
'Dr. Harald Kelm'
;TU Kaiserslautern
Germany
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H19 N O3 S'
_chemical_formula_sum            'C19 H19 N O3 S'
_chemical_formula_weight         341.41

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'
N N 0.0311 0.0180 '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'

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

_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.
;

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

_cell_length_a                   8.5801(5)
_cell_length_b                   10.7434(8)
_cell_length_c                   19.1136(12)
_cell_angle_alpha                90.562(6)
_cell_angle_beta                 95.920(5)
_cell_angle_gamma                97.534(6)
_cell_volume                     1736.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3435
_cell_measurement_theta_min      4.1330
_cell_measurement_theta_max      62.4710

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.791
_shelx_estimated_absorpt_T_min   0.694
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.762
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
   model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1399
_diffrn_reflns_number            10720
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.152
_diffrn_reflns_theta_max         62.660
_diffrn_reflns_theta_full        62.660
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5511
_reflns_number_gt                4153
_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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0640P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5511
_refine_ls_number_parameters     437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1210
_refine_ls_wR_factor_gt          0.1093
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
O1 O 0.8889(2) -0.02668(17) 0.07430(9) 0.0416(4) Uani 1 1 d . . . . .
C1 C 0.7821(3) 0.0369(2) 0.07728(12) 0.0311(5) Uani 1 1 d . . . . .
N1 N 0.7383(2) 0.07331(19) 0.14089(10) 0.0325(5) Uani 1 1 d . . . . .
H1 H 0.6571 0.1155 0.1415 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8188(3) 0.0450(2) 0.20334(12) 0.0316(5) Uani 1 1 d . . . . .
H2 H 0.8951 -0.0112 0.2017 0.038 Uiso 1 1 calc R U . . .
C3 C 0.7971(3) 0.0909(3) 0.26579(12) 0.0360(6) Uani 1 1 d . . . . .
C4 C 0.6796(4) 0.1760(4) 0.28070(15) 0.0638(10) Uani 1 1 d . . . . .
H4A H 0.6905 0.2489 0.2503 0.096 Uiso 1 1 calc R U . . .
H4B H 0.6986 0.2044 0.3301 0.096 Uiso 1 1 calc R U . . .
H4C H 0.5725 0.1306 0.2715 0.096 Uiso 1 1 calc R U . . .
C11 C 0.6931(3) 0.0850(2) 0.01575(12) 0.0314(5) Uani 1 1 d . . . . .
H11 H 0.5987 0.1196 0.0215 0.038 Uiso 1 1 calc R U . . .
C12 C 0.7427(3) 0.0807(2) -0.04790(13) 0.0329(5) Uani 1 1 d . . . . .
H12 H 0.8340 0.0408 -0.0518 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6706(3) 0.1312(2) -0.11232(12) 0.0338(5) Uani 1 1 d . . . . .
C14 C 0.7498(4) 0.1316(3) -0.17279(14) 0.0478(7) Uani 1 1 d . . . . .
H14 H 0.8458 0.0962 -0.1717 0.057 Uiso 1 1 calc R U . . .
C15 C 0.6894(4) 0.1834(3) -0.23424(15) 0.0596(8) Uani 1 1 d . . . . .
H15 H 0.7443 0.1836 -0.2749 0.072 Uiso 1 1 calc R U . . .
C16 C 0.5506(4) 0.2342(3) -0.23651(15) 0.0577(8) Uani 1 1 d . . . . .
H16 H 0.5101 0.2704 -0.2786 0.069 Uiso 1 1 calc R U . . .
C17 C 0.4692(4) 0.2329(3) -0.17749(15) 0.0493(7) Uani 1 1 d . . . . .
H17 H 0.3726 0.2676 -0.1793 0.059 Uiso 1 1 calc R U . . .
C18 C 0.5280(3) 0.1813(2) -0.11605(13) 0.0387(6) Uani 1 1 d . . . . .
H18 H 0.4710 0.1799 -0.0760 0.046 Uiso 1 1 calc R U . . .
S1 S 0.93636(7) 0.06243(6) 0.33527(3) 0.03489(17) Uani 1 1 d . . . . .
O2 O 1.0294(2) -0.02988(18) 0.31294(9) 0.0429(5) Uani 1 1 d . . . . .
O3 O 1.0199(2) 0.18212(19) 0.36046(9) 0.0475(5) Uani 1 1 d . . . . .
C31 C 0.8261(3) 0.0016(3) 0.40309(12) 0.0353(6) Uani 1 1 d . . . . .
C32 C 0.7296(4) -0.1103(3) 0.39249(16) 0.0539(8) Uani 1 1 d . . . . .
H32 H 0.7206 -0.1541 0.3485 0.065 Uiso 1 1 calc R U . . .
C33 C 0.6448(4) -0.1596(3) 0.44629(18) 0.0613(9) Uani 1 1 d . . . . .
H33 H 0.5771 -0.2370 0.4388 0.074 Uiso 1 1 calc R U . . .
C34 C 0.6582(3) -0.0973(3) 0.51031(15) 0.0482(7) Uani 1 1 d . . . . .
C35 C 0.7566(4) 0.0126(3) 0.52005(15) 0.0579(9) Uani 1 1 d . . . . .
H35 H 0.7680 0.0555 0.5644 0.070 Uiso 1 1 calc R U . . .
C36 C 0.8412(3) 0.0637(3) 0.46632(15) 0.0542(8) Uani 1 1 d . . . . .
H36 H 0.9087 0.1412 0.4738 0.065 Uiso 1 1 calc R U . . .
C37 C 0.5689(4) -0.1506(4) 0.56987(17) 0.0678(10) Uani 1 1 d . . . . .
H37A H 0.6432 -0.1562 0.6119 0.102 Uiso 1 1 calc R U . . .
H37B H 0.5143 -0.2345 0.5562 0.102 Uiso 1 1 calc R U . . .
H37C H 0.4912 -0.0956 0.5802 0.102 Uiso 1 1 calc R U . . .
O1A O 0.4006(3) 0.5645(2) 0.37460(10) 0.0597(6) Uani 1 1 d . . . . .
C1A C 0.3022(4) 0.4725(3) 0.37535(14) 0.0444(7) Uani 1 1 d . . . . .
N1A N 0.2600(3) 0.3925(2) 0.31726(10) 0.0391(5) Uani 1 1 d . . . . .
H1A H 0.1791 0.3333 0.3182 0.047 Uiso 1 1 calc R U . . .
C2A C 0.3397(3) 0.4019(2) 0.25798(12) 0.0356(6) Uani 1 1 d . . . . .
H2A H 0.4230 0.4691 0.2562 0.043 Uiso 1 1 calc R U . . .
C3A C 0.3064(3) 0.3220(2) 0.20308(12) 0.0319(5) Uani 1 1 d . . . . .
C4A C 0.1742(3) 0.2169(3) 0.19456(14) 0.0437(6) Uani 1 1 d . . . . .
H4A1 H 0.2028 0.1463 0.2230 0.066 Uiso 1 1 calc R U . . .
H4A2 H 0.1536 0.1901 0.1449 0.066 Uiso 1 1 calc R U . . .
H4A3 H 0.0790 0.2451 0.2101 0.066 Uiso 1 1 calc R U . . .
C11A C 0.2198(4) 0.4325(3) 0.43688(13) 0.0454(7) Uani 1 1 d . . . . .
H11A H 0.1342 0.3662 0.4311 0.054 Uiso 1 1 calc R U . . .
C12A C 0.2608(4) 0.4858(3) 0.49991(15) 0.0495(7) Uani 1 1 d . . . . .
H12A H 0.3452 0.5530 0.5039 0.059 Uiso 1 1 calc R U . . .
C13A C 0.1879(3) 0.4505(3) 0.56420(14) 0.0446(7) Uani 1 1 d . . . . .
C14A C 0.0541(5) 0.3634(3) 0.56373(16) 0.0673(10) Uani 1 1 d . . . . .
H14A H 0.0054 0.3265 0.5202 0.081 Uiso 1 1 calc R U . . .
C15A C -0.0103(5) 0.3286(3) 0.62483(17) 0.0666(10) Uani 1 1 d . . . . .
H15A H -0.1011 0.2672 0.6233 0.080 Uiso 1 1 calc R U . . .
C16A C 0.0568(4) 0.3827(3) 0.68760(15) 0.0596(8) Uani 1 1 d . . . . .
H16A H 0.0115 0.3601 0.7297 0.071 Uiso 1 1 calc R U . . .
C17A C 0.1866(5) 0.4677(5) 0.68982(18) 0.0906(15) Uani 1 1 d . . . . .
H17A H 0.2347 0.5032 0.7338 0.109 Uiso 1 1 calc R U . . .
C18A C 0.2513(4) 0.5044(4) 0.62814(17) 0.0755(12) Uani 1 1 d . . . . .
H18A H 0.3404 0.5674 0.6303 0.091 Uiso 1 1 calc R U . . .
S1A S 0.43430(6) 0.33794(6) 0.13725(3) 0.03460(17) Uani 1 1 d . . . . .
O2A O 0.5628(2) 0.4344(2) 0.15854(9) 0.0483(5) Uani 1 1 d . . . . .
O3A O 0.4696(2) 0.21308(19) 0.12142(9) 0.0470(5) Uani 1 1 d . . . . .
C31A C 0.3242(3) 0.3855(2) 0.06156(12) 0.0314(5) Uani 1 1 d . . . . .
C32A C 0.3246(3) 0.5128(3) 0.05062(13) 0.0391(6) Uani 1 1 d . . . . .
H32A H 0.3846 0.5730 0.0829 0.047 Uiso 1 1 calc R U . . .
C33A C 0.2366(3) 0.5510(3) -0.00785(14) 0.0428(6) Uani 1 1 d . . . . .
H33A H 0.2364 0.6382 -0.0154 0.051 Uiso 1 1 calc R U . . .
C34A C 0.1490(3) 0.4656(3) -0.05549(13) 0.0369(6) Uani 1 1 d . . . . .
C35A C 0.1504(3) 0.3381(3) -0.04348(13) 0.0385(6) Uani 1 1 d . . . . .
H35A H 0.0903 0.2780 -0.0758 0.046 Uiso 1 1 calc R U . . .
C36A C 0.2384(3) 0.2974(2) 0.01512(12) 0.0350(6) Uani 1 1 d . . . . .
H36A H 0.2391 0.2103 0.0229 0.042 Uiso 1 1 calc R U . . .
C37A C 0.0548(3) 0.5098(3) -0.11886(14) 0.0524(8) Uani 1 1 d . . . . .
H37D H 0.1260 0.5389 -0.1540 0.079 Uiso 1 1 calc R U . . .
H37E H -0.0002 0.5790 -0.1049 0.079 Uiso 1 1 calc R U . . .
H37F H -0.0228 0.4403 -0.1390 0.079 Uiso 1 1 calc R 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
O1 C1 1.219(3) . ?
C1 N1 1.377(3) . ?
C1 C11 1.471(3) . ?
N1 C2 1.373(3) . ?
N1 H1 0.8800 . ?
C2 C3 1.327(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.494(4) . ?
C3 S1 1.750(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C12 1.332(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.462(3) . ?
C12 H12 0.9500 . ?
C13 C18 1.395(4) . ?
C13 C14 1.400(4) . ?
C14 C15 1.386(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.371(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.380(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
S1 O2 1.4396(19) . ?
S1 O3 1.440(2) . ?
S1 C31 1.763(2) . ?
C31 C36 1.361(4) . ?
C31 C32 1.368(4) . ?
C32 C33 1.390(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.376(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.358(5) . ?
C34 C37 1.513(4) . ?
C35 C36 1.394(4) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O1A C1A 1.214(3) . ?
C1A N1A 1.385(3) . ?
C1A C11A 1.473(4) . ?
N1A C2A 1.380(3) . ?
N1A H1A 0.8800 . ?
C2A C3A 1.333(3) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.487(4) . ?
C3A S1A 1.748(2) . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 0.9800 . ?
C11A C12A 1.322(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.466(4) . ?
C12A H12A 0.9500 . ?
C13A C18A 1.375(4) . ?
C13A C14A 1.382(4) . ?
C14A C15A 1.377(4) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.366(5) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.341(5) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.393(5) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9500 . ?
S1A O2A 1.433(2) . ?
S1A O3A 1.449(2) . ?
S1A C31A 1.762(2) . ?
C31A C36A 1.375(4) . ?
C31A C32A 1.385(4) . ?
C32A C33A 1.380(4) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.378(4) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.392(4) . ?
C34A C37A 1.502(4) . ?
C35A C36A 1.392(4) . ?
C35A H35A 0.9500 . ?
C36A H36A 0.9500 . ?
C37A H37D 0.9800 . ?
C37A H37E 0.9800 . ?
C37A H37F 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
O1 C1 N1 121.3(2) . . ?
O1 C1 C11 124.6(2) . . ?
N1 C1 C11 114.1(2) . . ?
C2 N1 C1 121.25(19) . . ?
C2 N1 H1 119.4 . . ?
C1 N1 H1 119.4 . . ?
C3 C2 N1 124.4(2) . . ?
C3 C2 H2 117.8 . . ?
N1 C2 H2 117.8 . . ?
C2 C3 C4 126.7(2) . . ?
C2 C3 S1 115.59(18) . . ?
C4 C3 S1 117.28(19) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C12 C11 C1 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C1 C11 H11 119.5 . . ?
C11 C12 C13 126.5(2) . . ?
C11 C12 H12 116.7 . . ?
C13 C12 H12 116.7 . . ?
C18 C13 C14 118.4(2) . . ?
C18 C13 C12 123.1(2) . . ?
C14 C13 C12 118.5(2) . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.2(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C13 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
O2 S1 O3 117.20(11) . . ?
O2 S1 C3 109.30(12) . . ?
O3 S1 C3 107.50(12) . . ?
O2 S1 C31 109.64(12) . . ?
O3 S1 C31 106.84(12) . . ?
C3 S1 C31 105.75(11) . . ?
C36 C31 C32 120.3(2) . . ?
C36 C31 S1 120.1(2) . . ?
C32 C31 S1 119.6(2) . . ?
C31 C32 C33 119.7(3) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C34 C33 C32 120.5(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 118.8(3) . . ?
C35 C34 C37 119.9(3) . . ?
C33 C34 C37 121.3(3) . . ?
C34 C35 C36 121.3(3) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 H35 119.4 . . ?
C31 C36 C35 119.4(3) . . ?
C31 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1A C1A N1A 122.0(2) . . ?
O1A C1A C11A 124.6(3) . . ?
N1A C1A C11A 113.5(2) . . ?
C2A N1A C1A 122.7(2) . . ?
C2A N1A H1A 118.7 . . ?
C1A N1A H1A 118.7 . . ?
C3A C2A N1A 123.6(2) . . ?
C3A C2A H2A 118.2 . . ?
N1A C2A H2A 118.2 . . ?
C2A C3A C4A 125.6(2) . . ?
C2A C3A S1A 117.12(19) . . ?
C4A C3A S1A 117.20(18) . . ?
C3A C4A H4A1 109.5 . . ?
C3A C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C3A C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
C12A C11A C1A 122.2(3) . . ?
C12A C11A H11A 118.9 . . ?
C1A C11A H11A 118.9 . . ?
C11A C12A C13A 126.0(3) . . ?
C11A C12A H12A 117.0 . . ?
C13A C12A H12A 117.0 . . ?
C18A C13A C14A 117.1(3) . . ?
C18A C13A C12A 120.5(3) . . ?
C14A C13A C12A 122.3(3) . . ?
C15A C14A C13A 121.6(3) . . ?
C15A C14A H14A 119.2 . . ?
C13A C14A H14A 119.2 . . ?
C16A C15A C14A 119.7(3) . . ?
C16A C15A H15A 120.1 . . ?
C14A C15A H15A 120.1 . . ?
C17A C16A C15A 120.1(3) . . ?
C17A C16A H16A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C16A C17A C18A 120.5(3) . . ?
C16A C17A H17A 119.8 . . ?
C18A C17A H17A 119.8 . . ?
C13A C18A C17A 120.9(3) . . ?
C13A C18A H18A 119.6 . . ?
C17A C18A H18A 119.6 . . ?
O2A S1A O3A 118.65(12) . . ?
O2A S1A C3A 108.88(11) . . ?
O3A S1A C3A 106.68(11) . . ?
O2A S1A C31A 109.17(12) . . ?
O3A S1A C31A 106.42(11) . . ?
C3A S1A C31A 106.38(11) . . ?
C36A C31A C32A 121.1(2) . . ?
C36A C31A S1A 120.30(19) . . ?
C32A C31A S1A 118.59(19) . . ?
C33A C32A C31A 119.0(2) . . ?
C33A C32A H32A 120.5 . . ?
C31A C32A H32A 120.5 . . ?
C34A C33A C32A 121.5(2) . . ?
C34A C33A H33A 119.2 . . ?
C32A C33A H33A 119.2 . . ?
C33A C34A C35A 118.5(2) . . ?
C33A C34A C37A 120.4(3) . . ?
C35A C34A C37A 121.1(3) . . ?
C34A C35A C36A 121.0(2) . . ?
C34A C35A H35A 119.5 . . ?
C36A C35A H35A 119.5 . . ?
C31A C36A C35A 118.9(2) . . ?
C31A C36A H36A 120.6 . . ?
C35A C36A H36A 120.6 . . ?
C34A C37A H37D 109.5 . . ?
C34A C37A H37E 109.5 . . ?
H37D C37A H37E 109.5 . . ?
C34A C37A H37F 109.5 . . ?
H37D C37A H37F 109.5 . . ?
H37E C37A H37F 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
O1 C1 N1 C2 3.6(4) . . . . ?
C11 C1 N1 C2 -174.6(2) . . . . ?
C1 N1 C2 C3 170.6(2) . . . . ?
N1 C2 C3 C4 2.6(4) . . . . ?
N1 C2 C3 S1 -169.47(19) . . . . ?
O1 C1 C11 C12 -12.3(4) . . . . ?
N1 C1 C11 C12 165.8(2) . . . . ?
C1 C11 C12 C13 -176.3(2) . . . . ?
C11 C12 C13 C18 -6.3(4) . . . . ?
C11 C12 C13 C14 172.3(2) . . . . ?
C18 C13 C14 C15 1.5(4) . . . . ?
C12 C13 C14 C15 -177.3(3) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C15 C16 C17 -0.7(5) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C16 C17 C18 C13 0.7(4) . . . . ?
C14 C13 C18 C17 -1.6(4) . . . . ?
C12 C13 C18 C17 177.0(2) . . . . ?
C2 C3 S1 O2 -12.4(2) . . . . ?
C4 C3 S1 O2 174.8(2) . . . . ?
C2 C3 S1 O3 115.8(2) . . . . ?
C4 C3 S1 O3 -57.0(3) . . . . ?
C2 C3 S1 C31 -130.4(2) . . . . ?
C4 C3 S1 C31 56.8(3) . . . . ?
O2 S1 C31 C36 123.3(2) . . . . ?
O3 S1 C31 C36 -4.7(3) . . . . ?
C3 S1 C31 C36 -119.0(2) . . . . ?
O2 S1 C31 C32 -54.5(3) . . . . ?
O3 S1 C31 C32 177.5(2) . . . . ?
C3 S1 C31 C32 63.2(3) . . . . ?
C36 C31 C32 C33 1.0(5) . . . . ?
S1 C31 C32 C33 178.8(2) . . . . ?
C31 C32 C33 C34 -0.5(5) . . . . ?
C32 C33 C34 C35 -0.5(5) . . . . ?
C32 C33 C34 C37 -179.0(3) . . . . ?
C33 C34 C35 C36 1.1(5) . . . . ?
C37 C34 C35 C36 179.7(3) . . . . ?
C32 C31 C36 C35 -0.4(5) . . . . ?
S1 C31 C36 C35 -178.2(2) . . . . ?
C34 C35 C36 C31 -0.7(5) . . . . ?
O1A C1A N1A C2A 8.5(4) . . . . ?
C11A C1A N1A C2A -170.0(2) . . . . ?
C1A N1A C2A C3A 176.4(3) . . . . ?
N1A C2A C3A C4A 4.2(4) . . . . ?
N1A C2A C3A S1A -172.78(19) . . . . ?
O1A C1A C11A C12A -8.6(5) . . . . ?
N1A C1A C11A C12A 169.8(3) . . . . ?
C1A C11A C12A C13A -178.7(3) . . . . ?
C11A C12A C13A C18A 173.3(4) . . . . ?
C11A C12A C13A C14A -6.8(5) . . . . ?
C18A C13A C14A C15A -2.1(5) . . . . ?
C12A C13A C14A C15A 178.1(3) . . . . ?
C13A C14A C15A C16A 1.3(6) . . . . ?
C14A C15A C16A C17A -1.2(6) . . . . ?
C15A C16A C17A C18A 1.9(7) . . . . ?
C14A C13A C18A C17A 2.8(6) . . . . ?
C12A C13A C18A C17A -177.4(4) . . . . ?
C16A C17A C18A C13A -2.8(7) . . . . ?
C2A C3A S1A O2A 3.7(2) . . . . ?
C4A C3A S1A O2A -173.52(19) . . . . ?
C2A C3A S1A O3A 132.9(2) . . . . ?
C4A C3A S1A O3A -44.4(2) . . . . ?
C2A C3A S1A C31A -113.8(2) . . . . ?
C4A C3A S1A C31A 69.0(2) . . . . ?
O2A S1A C31A C36A 154.06(19) . . . . ?
O3A S1A C31A C36A 24.9(2) . . . . ?
C3A S1A C31A C36A -88.6(2) . . . . ?
O2A S1A C31A C32A -26.8(2) . . . . ?
O3A S1A C31A C32A -156.00(19) . . . . ?
C3A S1A C31A C32A 90.5(2) . . . . ?
C36A C31A C32A C33A 0.2(4) . . . . ?
S1A C31A C32A C33A -178.89(19) . . . . ?
C31A C32A C33A C34A -0.1(4) . . . . ?
C32A C33A C34A C35A 0.1(4) . . . . ?
C32A C33A C34A C37A -179.7(2) . . . . ?
C33A C34A C35A C36A -0.2(4) . . . . ?
C37A C34A C35A C36A 179.7(2) . . . . ?
C32A C31A C36A C35A -0.3(4) . . . . ?
S1A C31A C36A C35A 178.82(18) . . . . ?
C34A C35A C36A C31A 0.3(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3A 0.88 2.04 2.907(3) 168.4 .
C2 H2 O2 0.95 2.33 2.817(3) 110.9 .
C11 H11 O3A 0.95 2.56 3.330(3) 137.8 .
N1A H1A O3 0.88 2.20 3.033(3) 158.6 1_455
C11A H11A O3 0.95 2.42 3.241(3) 144.4 1_455

_refine_diff_density_max         0.271
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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 1908090'
loop_
_audit_author_name
_audit_author_address
'Dr. Harald Kelm'
;TU Kaiserslautern
Germany
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H21 N O3 S'
_chemical_formula_sum            'C15 H21 N O3 S'
_chemical_formula_weight         295.39

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'
N N 0.0311 0.0180 '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'

_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'

_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.
;

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'

_cell_length_a                   10.1301(2)
_cell_length_b                   6.63950(10)
_cell_length_c                   23.1337(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.894(2)
_cell_angle_gamma                90
_cell_volume                     1555.10(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3049
_cell_measurement_theta_min      3.8230
_cell_measurement_theta_max      62.6410

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.908
_shelx_estimated_absorpt_T_min   0.572
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.526
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
  model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1399
_diffrn_reflns_number            5938
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.824
_diffrn_reflns_theta_max         62.681
_diffrn_reflns_theta_full        62.681
_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             2495
_reflns_number_gt                2327
_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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0555P)²+0.5155P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2495
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
O1 O 0.72335(14) 0.50012(19) 0.21418(5) 0.0388(3) Uani 1 1 d . . . . .
C1 C 0.74847(15) 0.6562(3) 0.23972(7) 0.0251(4) Uani 1 1 d . . . . .
C11 C 0.73935(16) 0.8633(3) 0.21155(7) 0.0262(4) Uani 1 1 d . . . . .
C12 C 0.86860(17) 0.9809(3) 0.22233(8) 0.0340(4) Uani 1 1 d . . . . .
H12A H 0.8818 1.0061 0.2639 0.051 Uiso 1 1 calc R U . . .
H12B H 0.8636 1.1095 0.2016 0.051 Uiso 1 1 calc R U . . .
H12C H 0.9428 0.9018 0.2084 0.051 Uiso 1 1 calc R U . . .
C13 C 0.7157(2) 0.8356(3) 0.14640(8) 0.0371(4) Uani 1 1 d . . . . .
H13A H 0.7914 0.7660 0.1303 0.056 Uiso 1 1 calc R U . . .
H13B H 0.7049 0.9677 0.1279 0.056 Uiso 1 1 calc R U . . .
H13C H 0.6356 0.7553 0.1393 0.056 Uiso 1 1 calc R U . . .
C14 C 0.62323(17) 0.9775(3) 0.23730(8) 0.0332(4) Uani 1 1 d . . . . .
H14A H 0.5411 0.9032 0.2292 0.050 Uiso 1 1 calc R U . . .
H14B H 0.6166 1.1119 0.2199 0.050 Uiso 1 1 calc R U . . .
H14C H 0.6379 0.9902 0.2792 0.050 Uiso 1 1 calc R U . . .
N1 N 0.78592(13) 0.6528(2) 0.29792(6) 0.0248(3) Uani 1 1 d . . . . .
H1 H 0.8036 0.7665 0.3161 0.030 Uiso 1 1 calc R U . . .
C2 C 0.79571(15) 0.4724(2) 0.32759(7) 0.0231(4) Uani 1 1 d . . . . .
H2 H 0.7634 0.3553 0.3082 0.028 Uiso 1 1 calc R U . . .
C3 C 0.84673(15) 0.4488(2) 0.38114(7) 0.0246(4) Uani 1 1 d . . . . .
C4 C 0.9065(2) 0.6063(3) 0.42022(8) 0.0399(5) Uani 1 1 d . . . . .
H4A H 0.9159 0.7323 0.3987 0.060 Uiso 1 1 calc R U . . .
H4B H 0.9936 0.5611 0.4346 0.060 Uiso 1 1 calc R U . . .
H4C H 0.8492 0.6285 0.4529 0.060 Uiso 1 1 calc R U . . .
O2 O 0.98354(12) 0.1624(2) 0.43097(6) 0.0347(3) Uani 1 1 d . . . . .
O3 O 0.79963(12) 0.06663(18) 0.36360(5) 0.0306(3) Uani 1 1 d . . . . .
S1 S 0.85264(4) 0.20169(6) 0.40767(2) 0.02397(15) Uani 1 1 d . . . . .
C31 C 0.74387(16) 0.2029(2) 0.46574(7) 0.0228(4) Uani 1 1 d . . . . .
C32 C 0.61208(16) 0.2539(3) 0.45523(7) 0.0269(4) Uani 1 1 d . . . . .
H32 H 0.5811 0.2881 0.4173 0.032 Uiso 1 1 calc R U . . .
C33 C 0.52707(16) 0.2544(3) 0.50049(8) 0.0297(4) Uani 1 1 d . . . . .
H33 H 0.4369 0.2887 0.4935 0.036 Uiso 1 1 calc R U . . .
C34 C 0.57167(18) 0.2050(2) 0.55653(8) 0.0288(4) Uani 1 1 d . . . . .
C35 C 0.70330(17) 0.1516(3) 0.56576(7) 0.0295(4) Uani 1 1 d . . . . .
H35 H 0.7344 0.1156 0.6036 0.035 Uiso 1 1 calc R U . . .
C36 C 0.79016(16) 0.1501(3) 0.52052(7) 0.0262(4) Uani 1 1 d . . . . .
H36 H 0.8800 0.1132 0.5271 0.031 Uiso 1 1 calc R U . . .
C37 C 0.4789(2) 0.2108(3) 0.60598(9) 0.0404(5) Uani 1 1 d . . . . .
H37A H 0.4648 0.3509 0.6176 0.061 Uiso 1 1 calc R U . . .
H37B H 0.5172 0.1349 0.6388 0.061 Uiso 1 1 calc R U . . .
H37C H 0.3942 0.1505 0.5938 0.061 Uiso 1 1 calc R 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
O1 C1 1.216(2) . ?
C1 N1 1.387(2) . ?
C1 C11 1.524(2) . ?
C11 C13 1.529(2) . ?
C11 C14 1.536(2) . ?
C11 C12 1.537(2) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N1 C2 1.382(2) . ?
N1 H1 0.8800 . ?
C2 C3 1.336(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.497(2) . ?
C3 S1 1.7518(17) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
O2 S1 1.4386(12) . ?
O3 S1 1.4477(12) . ?
S1 C31 1.7654(17) . ?
C31 C36 1.382(2) . ?
C31 C32 1.391(2) . ?
C32 C33 1.378(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.398(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.389(3) . ?
C34 C37 1.505(3) . ?
C35 C36 1.390(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 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
O1 C1 N1 120.29(16) . . ?
O1 C1 C11 123.56(15) . . ?
N1 C1 C11 116.14(14) . . ?
C1 C11 C13 108.54(15) . . ?
C1 C11 C14 108.42(13) . . ?
C13 C11 C14 110.15(14) . . ?
C1 C11 C12 110.46(14) . . ?
C13 C11 C12 109.02(14) . . ?
C14 C11 C12 110.23(15) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 N1 C1 120.59(14) . . ?
C2 N1 H1 119.7 . . ?
C1 N1 H1 119.7 . . ?
C3 C2 N1 125.57(16) . . ?
C3 C2 H2 117.2 . . ?
N1 C2 H2 117.2 . . ?
C2 C3 C4 127.89(16) . . ?
C2 C3 S1 116.28(13) . . ?
C4 C3 S1 115.73(12) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 S1 O3 117.86(8) . . ?
O2 S1 C3 108.75(8) . . ?
O3 S1 C3 109.01(7) . . ?
O2 S1 C31 107.85(8) . . ?
O3 S1 C31 108.21(7) . . ?
C3 S1 C31 104.31(7) . . ?
C36 C31 C32 121.12(15) . . ?
C36 C31 S1 119.68(13) . . ?
C32 C31 S1 119.19(12) . . ?
C33 C32 C31 119.22(15) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 120.89(16) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C35 C34 C33 118.80(16) . . ?
C35 C34 C37 120.67(17) . . ?
C33 C34 C37 120.53(17) . . ?
C34 C35 C36 120.95(16) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C31 C36 C35 119.00(15) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
O1 C1 C11 C13 -8.6(2) . . . . ?
N1 C1 C11 C13 172.37(14) . . . . ?
O1 C1 C11 C14 111.03(18) . . . . ?
N1 C1 C11 C14 -67.98(18) . . . . ?
O1 C1 C11 C12 -128.09(18) . . . . ?
N1 C1 C11 C12 52.90(18) . . . . ?
O1 C1 N1 C2 0.3(2) . . . . ?
C11 C1 N1 C2 179.31(14) . . . . ?
C1 N1 C2 C3 170.85(15) . . . . ?
N1 C2 C3 C4 -1.5(3) . . . . ?
N1 C2 C3 S1 -177.76(12) . . . . ?
C2 C3 S1 O2 130.38(13) . . . . ?
C4 C3 S1 O2 -46.37(15) . . . . ?
C2 C3 S1 O3 0.66(15) . . . . ?
C4 C3 S1 O3 -176.09(13) . . . . ?
C2 C3 S1 C31 -114.74(13) . . . . ?
C4 C3 S1 C31 68.51(15) . . . . ?
O2 S1 C31 C36 -6.27(16) . . . . ?
O3 S1 C31 C36 122.26(14) . . . . ?
C3 S1 C31 C36 -121.78(14) . . . . ?
O2 S1 C31 C32 174.86(13) . . . . ?
O3 S1 C31 C32 -56.61(15) . . . . ?
C3 S1 C31 C32 59.34(15) . . . . ?
C36 C31 C32 C33 1.0(3) . . . . ?
S1 C31 C32 C33 179.82(13) . . . . ?
C31 C32 C33 C34 0.2(3) . . . . ?
C32 C33 C34 C35 -1.2(3) . . . . ?
C32 C33 C34 C37 178.49(16) . . . . ?
C33 C34 C35 C36 1.0(3) . . . . ?
C37 C34 C35 C36 -178.62(16) . . . . ?
C32 C31 C36 C35 -1.1(2) . . . . ?
S1 C31 C36 C35 -179.93(12) . . . . ?
C34 C35 C36 C31 0.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.88 2.28 3.1405(18) 167.2 1_565
C2 H2 O3 0.95 2.33 2.820(2) 111.7 .
C4 H4A O3 0.98 2.63 3.484(2) 145.9 1_565
C36 H36 O2 0.95 2.47 3.263(2) 140.7 3_756

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.052

