# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_pravat01
_database_code_depnum_ccdc_archive 'CCDC 1424170'
_audit_update_record             
;
2015-09-13 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;
_audit_creation_date             2015-09-12
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled Nov  7 2012 10:34:12, GUI svn.r4372)
;
_chemical_name_common            ?
_chemical_name_systematic        'Amide ester'
_chemical_formula_moiety         'C25 H26 N2 O6 S'
_chemical_formula_sum            'C25 H26 N2 O6 S'
_chemical_formula_weight         482.54
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H15 N6 O4 S4'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   7.4819(3)
_cell_length_b                   12.1332(5)
_cell_length_c                   25.2260(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2290.00(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3638
_cell_measurement_temperature    298
_cell_measurement_theta_max      28.4830
_cell_measurement_theta_min      3.6300
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.958
_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_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1016
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7533
_diffrn_reflns_theta_full        29.08
_diffrn_reflns_theta_max         29.08
_diffrn_reflns_theta_min         2.95
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 16.1640
_diffrn_measured_fraction_theta_full 0.9971
_diffrn_measured_fraction_theta_max 0.7319
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   70.00   96.00   1.0000   18.5800
omega____ theta____ kappa____ phi______ frames
    -       19.0920 -178.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -48.00   40.00   1.0000   18.5800
omega____ theta____ kappa____ phi______ frames
    -       19.0920  -57.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega   37.00   63.00   1.0000   18.5800
omega____ theta____ kappa____ phi______ frames
    -       19.0920  178.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega   61.00   88.00   1.0000   18.5800
omega____ theta____ kappa____ phi______ frames
    -       19.0920   77.0000   90.0000 27
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0493075000
_diffrn_orient_matrix_UB_12      0.0483258000
_diffrn_orient_matrix_UB_13      0.0060552000
_diffrn_orient_matrix_UB_21      -0.0099778000
_diffrn_orient_matrix_UB_22      0.0109850000
_diffrn_orient_matrix_UB_23      -0.0274583000
_diffrn_orient_matrix_UB_31      -0.0803595000
_diffrn_orient_matrix_UB_32      -0.0309937000
_diffrn_orient_matrix_UB_33      -0.0003013000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3825
_reflns_number_total             6141
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(10)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.074
_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)+(0.0415P)²+0.5074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1063
_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:
  H62 of C62, H65 of C65, {H48A,H48B} of C48, {H49A,H49B} of C49, H52 of C52,
  {H54A,H54B} of C54, H55 of C55, H57 of C57, H58 of C58, {H40A,H40B} of C40,
  H38 of C38, {H35A,H35B} of C35, H24 of C24, H43 of C43
 At 1.5 times of:
  {H60A,H60B,H60C} of C60, {H64A,H64B,H64C} of C64, H5 of O5
2.a Riding coordinates:
 O5(H5)
2.b Ternary CH refined with riding coordinates:
 C24(H24)
2.c Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C40(H40A,H40B), C48(H48A,H48B), C49(H49A,H49B), C54(H54A,H54B)
2.d Aromatic/amide H refined with riding coordinates:
 C38(H38), C43(H43), C52(H52), C55(H55), C57(H57), C58(H58), C62(H62), C65(H65)
2.e Idealised Me refined as rotating group:
 C60(H60A,H60B,H60C), C64(H64A,H64B,H64C)
;
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.32648(10) -0.02956(6) 0.11113(2) 0.03487(17) Uani 1 1 d . . .
O3 O 0.9852(3) 0.0088(2) 0.29539(8) 0.0543(6) Uani 1 1 d . . .
O5 O 0.2881(2) 0.03638(19) 0.23890(7) 0.0436(5) Uani 1 1 d . . .
H5 H 0.2181 0.0194 0.2625 0.065 Uiso 1 1 d R . .
O7 O 0.1489(3) -0.01074(19) 0.09229(8) 0.0495(6) Uani 1 1 d . . .
O9 O 0.3576(3) -0.11049(16) 0.15060(7) 0.0439(5) Uani 1 1 d . . .
O20 O 0.2930(3) 0.1614(2) 0.36021(8) 0.0609(7) Uani 1 1 d . . .
O22 O 0.2074(3) 0.26885(18) 0.29313(9) 0.0535(6) Uani 1 1 d . . .
N15 N 0.7763(3) 0.05338(18) 0.23438(8) 0.0301(5) Uani 1 1 d . . .
N21 N 0.4006(3) 0.09166(18) 0.13458(8) 0.0327(5) Uani 1 1 d . . .
C6 C 0.8300(3) 0.0039(2) 0.27913(10) 0.0331(6) Uani 1 1 d . . .
C13 C 0.6524(4) 0.1896(2) 0.15195(9) 0.0302(6) Uani 1 1 d . . .
C18 C 0.5609(4) 0.2427(2) 0.10881(9) 0.0316(6) Uani 1 1 d . . .
C24 C 0.5918(3) 0.0312(2) 0.21482(9) 0.0256(5) Uani 1 1 d . . .
H24 H 0.5842 -0.0466 0.2045 0.031 Uiso 1 1 calc R . .
C27 C 0.5570(3) 0.1007(2) 0.16667(9) 0.0282(6) Uani 1 1 d . . .
C30 C 0.3171(4) 0.1981(2) 0.31716(11) 0.0418(7) Uani 1 1 d . . .
C35 C 0.4981(4) -0.0347(3) 0.30226(11) 0.0426(7) Uani 1 1 d . . .
H35A H 0.4386 -0.1025 0.2922 0.051 Uiso 1 1 calc R . .
H35B H 0.4469 -0.0106 0.3356 0.051 Uiso 1 1 calc R . .
C36 C 0.4591(3) 0.0517(2) 0.26058(9) 0.0266(5) Uani 1 1 d . . .
C38 C 0.2823(5) 0.2136(3) 0.06069(11) 0.0501(8) Uani 1 1 d . . .
H38 H 0.1791 0.1729 0.0545 0.060 Uiso 1 1 calc R . .
C40 C 0.8256(4) 0.2171(2) 0.17808(11) 0.0408(7) Uani 1 1 d . . .
H40A H 0.8062 0.2704 0.2061 0.049 Uiso 1 1 calc R . .
H40B H 0.9073 0.2490 0.1524 0.049 Uiso 1 1 calc R . .
C41 C 0.4662(4) -0.0585(2) 0.05708(10) 0.0348(6) Uani 1 1 d . . .
C43 C 0.5959(5) 0.3377(2) 0.07934(10) 0.0403(7) Uani 1 1 d . . .
H43 H 0.6988 0.3789 0.0852 0.048 Uiso 1 1 calc R . .
C45 C 0.4059(4) 0.1826(2) 0.09896(9) 0.0343(6) Uani 1 1 d . . .
C48 C 0.9047(4) 0.1124(3) 0.20086(11) 0.0423(7) Uani 1 1 d . . .
H48A H 0.9422 0.0647 0.1721 0.051 Uiso 1 1 calc R . .
H48B H 1.0096 0.1306 0.2217 0.051 Uiso 1 1 calc R . .
C49 C 0.6946(4) -0.0590(3) 0.31085(11) 0.0396(7) Uani 1 1 d . . .
H49A H 0.7205 -0.0467 0.3481 0.047 Uiso 1 1 calc R . .
H49B H 0.7132 -0.1368 0.3040 0.047 Uiso 1 1 calc R . .
C52 C 0.5113(6) -0.0873(3) -0.03506(12) 0.0681(11) Uani 1 1 d . . .
H52 H 0.4666 -0.0873 -0.0695 0.082 Uiso 1 1 calc R . .
C54 C 0.4755(4) 0.1700(2) 0.28185(11) 0.0394(7) Uani 1 1 d . . .
H54A H 0.5854 0.1772 0.3019 0.047 Uiso 1 1 calc R . .
H54B H 0.4804 0.2213 0.2524 0.047 Uiso 1 1 calc R . .
C55 C 0.4743(5) 0.3685(3) 0.04146(11) 0.0485(8) Uani 1 1 d . . .
H55 H 0.4958 0.4314 0.0214 0.058 Uiso 1 1 calc R . .
C56 C 0.6861(6) -0.1178(3) -0.02652(12) 0.0535(9) Uani 1 1 d . . .
C57 C 0.3206(5) 0.3083(3) 0.03228(11) 0.0562(9) Uani 1 1 d . . .
H57 H 0.2409 0.3320 0.0064 0.067 Uiso 1 1 calc R . .
C58 C 0.6400(5) -0.0873(3) 0.06639(12) 0.0494(8) Uani 1 1 d . . .
H58 H 0.6843 -0.0869 0.1008 0.059 Uiso 1 1 calc R . .
C60 C 0.0427(4) 0.2947(3) 0.32092(14) 0.0610(10) Uani 1 1 d . . .
H60A H -0.0313 0.3402 0.2988 0.092 Uiso 1 1 calc R . .
H60B H 0.0701 0.3333 0.3531 0.092 Uiso 1 1 calc R . .
H60C H -0.0195 0.2277 0.3292 0.092 Uiso 1 1 calc R . .
C62 C 0.4011(5) -0.0569(3) 0.00604(11) 0.0551(9) Uani 1 1 d . . .
H62 H 0.2838 -0.0355 -0.0006 0.066 Uiso 1 1 calc R . .
C64 C 0.8068(7) -0.1508(3) -0.07167(14) 0.0852(15) Uani 1 1 d . . .
H64A H 0.7376 -0.1870 -0.0986 0.128 Uiso 1 1 calc R . .
H64B H 0.8973 -0.2001 -0.0588 0.128 Uiso 1 1 calc R . .
H64C H 0.8622 -0.0863 -0.0863 0.128 Uiso 1 1 calc R . .
C65 C 0.7490(5) -0.1166(3) 0.02523(13) 0.0581(9) Uani 1 1 d . . .
H65 H 0.8671 -0.1360 0.0320 0.070 Uiso 1 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 O7 1.429(2) . ?
S1 O9 1.418(2) . ?
S1 N21 1.680(2) . ?
S1 C41 1.754(3) . ?
O3 C6 1.233(3) . ?
O5 H5 0.8199 . ?
O5 C36 1.404(3) . ?
O20 C30 1.188(3) . ?
O22 C30 1.334(4) . ?
O22 C60 1.452(4) . ?
N15 C6 1.340(3) . ?
N15 C24 1.490(3) . ?
N15 C48 1.467(3) . ?
N21 C27 1.427(3) . ?
N21 C45 1.423(3) . ?
C6 C49 1.500(4) . ?
C13 C18 1.438(4) . ?
C13 C27 1.346(3) . ?
C13 C40 1.492(4) . ?
C18 C43 1.396(4) . ?
C18 C45 1.392(4) . ?
C24 H24 0.9800 . ?
C24 C27 1.502(3) . ?
C24 C36 1.543(3) . ?
C30 C54 1.521(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.513(4) . ?
C35 C49 1.514(4) . ?
C36 C54 1.537(4) . ?
C38 H38 0.9300 . ?
C38 C45 1.389(4) . ?
C38 C57 1.384(4) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C48 1.515(4) . ?
C41 C58 1.367(4) . ?
C41 C62 1.377(4) . ?
C43 H43 0.9300 . ?
C43 C55 1.372(4) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C52 H52 0.9300 . ?
C52 C56 1.376(6) . ?
C52 C62 1.375(5) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C55 H55 0.9300 . ?
C55 C57 1.381(5) . ?
C56 C64 1.508(5) . ?
C56 C65 1.388(5) . ?
C57 H57 0.9300 . ?
C58 H58 0.9300 . ?
C58 C65 1.368(4) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C62 H62 0.9300 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 H65 0.9300 . ?

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
O7 S1 N21 106.51(13) . . ?
O7 S1 C41 109.12(13) . . ?
O9 S1 O7 119.79(13) . . ?
O9 S1 N21 107.75(11) . . ?
O9 S1 C41 108.02(13) . . ?
N21 S1 C41 104.62(13) . . ?
C36 O5 H5 109.4 . . ?
C30 O22 C60 116.2(3) . . ?
C6 N15 C24 118.4(2) . . ?
C6 N15 C48 120.5(2) . . ?
C48 N15 C24 120.3(2) . . ?
C27 N21 S1 122.56(18) . . ?
C45 N21 S1 117.75(17) . . ?
C45 N21 C27 106.0(2) . . ?
O3 C6 N15 122.8(3) . . ?
O3 C6 C49 118.9(2) . . ?
N15 C6 C49 118.3(2) . . ?
C18 C13 C40 130.4(2) . . ?
C27 C13 C18 108.4(2) . . ?
C27 C13 C40 121.2(2) . . ?
C43 C18 C13 133.1(3) . . ?
C45 C18 C13 107.3(2) . . ?
C45 C18 C43 119.6(3) . . ?
N15 C24 H24 108.4 . . ?
N15 C24 C27 109.1(2) . . ?
N15 C24 C36 108.62(18) . . ?
C27 C24 H24 108.4 . . ?
C27 C24 C36 113.7(2) . . ?
C36 C24 H24 108.4 . . ?
N21 C27 C24 123.9(2) . . ?
C13 C27 N21 109.9(2) . . ?
C13 C27 C24 125.6(2) . . ?
O20 C30 O22 124.3(3) . . ?
O20 C30 C54 124.7(3) . . ?
O22 C30 C54 111.0(2) . . ?
H35A C35 H35B 107.5 . . ?
C36 C35 H35A 108.5 . . ?
C36 C35 H35B 108.5 . . ?
C36 C35 C49 114.9(2) . . ?
C49 C35 H35A 108.5 . . ?
C49 C35 H35B 108.5 . . ?
O5 C36 C24 105.90(18) . . ?
O5 C36 C35 110.8(2) . . ?
O5 C36 C54 109.4(2) . . ?
C35 C36 C24 106.5(2) . . ?
C35 C36 C54 112.9(2) . . ?
C54 C36 C24 111.1(2) . . ?
C45 C38 H38 121.7 . . ?
C57 C38 H38 121.7 . . ?
C57 C38 C45 116.5(3) . . ?
C13 C40 H40A 110.0 . . ?
C13 C40 H40B 110.0 . . ?
C13 C40 C48 108.6(2) . . ?
H40A C40 H40B 108.3 . . ?
C48 C40 H40A 110.0 . . ?
C48 C40 H40B 110.0 . . ?
C58 C41 S1 119.0(2) . . ?
C58 C41 C62 120.1(3) . . ?
C62 C41 S1 120.9(3) . . ?
C18 C43 H43 120.9 . . ?
C55 C43 C18 118.1(3) . . ?
C55 C43 H43 120.9 . . ?
C18 C45 N21 108.5(2) . . ?
C38 C45 N21 129.1(3) . . ?
C38 C45 C18 122.5(3) . . ?
N15 C48 C40 111.8(2) . . ?
N15 C48 H48A 109.2 . . ?
N15 C48 H48B 109.2 . . ?
C40 C48 H48A 109.2 . . ?
C40 C48 H48B 109.2 . . ?
H48A C48 H48B 107.9 . . ?
C6 C49 C35 118.7(2) . . ?
C6 C49 H49A 107.6 . . ?
C6 C49 H49B 107.6 . . ?
C35 C49 H49A 107.6 . . ?
C35 C49 H49B 107.6 . . ?
H49A C49 H49B 107.1 . . ?
C56 C52 H52 119.2 . . ?
C62 C52 H52 119.2 . . ?
C62 C52 C56 121.6(3) . . ?
C30 C54 C36 110.6(2) . . ?
C30 C54 H54A 109.5 . . ?
C30 C54 H54B 109.5 . . ?
C36 C54 H54A 109.5 . . ?
C36 C54 H54B 109.5 . . ?
H54A C54 H54B 108.1 . . ?
C43 C55 H55 119.1 . . ?
C43 C55 C57 121.7(3) . . ?
C57 C55 H55 119.1 . . ?
C52 C56 C64 121.5(3) . . ?
C52 C56 C65 117.8(3) . . ?
C65 C56 C64 120.7(4) . . ?
C38 C57 H57 119.2 . . ?
C55 C57 C38 121.6(3) . . ?
C55 C57 H57 119.2 . . ?
C41 C58 H58 119.9 . . ?
C41 C58 C65 120.2(3) . . ?
C65 C58 H58 119.9 . . ?
O22 C60 H60A 109.5 . . ?
O22 C60 H60B 109.5 . . ?
O22 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C41 C62 H62 120.4 . . ?
C52 C62 C41 119.3(3) . . ?
C52 C62 H62 120.4 . . ?
C56 C64 H64A 109.5 . . ?
C56 C64 H64B 109.5 . . ?
C56 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C56 C65 H65 119.5 . . ?
C58 C65 C56 121.0(3) . . ?
C58 C65 H65 119.5 . . ?

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 N21 C27 C13 138.9(2) . . . . ?
S1 N21 C27 C24 -50.0(3) . . . . ?
S1 N21 C45 C18 -140.67(19) . . . . ?
S1 N21 C45 C38 40.7(4) . . . . ?
S1 C41 C58 C65 176.1(3) . . . . ?
S1 C41 C62 C52 -175.6(3) . . . . ?
O3 C6 C49 C35 159.7(3) . . . . ?
O5 C36 C54 C30 49.9(3) . . . . ?
O7 S1 N21 C27 166.38(19) . . . . ?
O7 S1 N21 C45 -58.8(2) . . . . ?
O7 S1 C41 C58 -175.2(3) . . . . ?
O7 S1 C41 C62 2.2(3) . . . . ?
O9 S1 N21 C27 36.7(2) . . . . ?
O9 S1 N21 C45 171.5(2) . . . . ?
O9 S1 C41 C58 -43.4(3) . . . . ?
O9 S1 C41 C62 133.9(3) . . . . ?
O20 C30 C54 C36 71.5(4) . . . . ?
O22 C30 C54 C36 -107.8(3) . . . . ?
N15 C6 C49 C35 -19.7(4) . . . . ?
N15 C24 C27 N21 173.1(2) . . . . ?
N15 C24 C27 C13 -17.1(3) . . . . ?
N15 C24 C36 O5 176.4(2) . . . . ?
N15 C24 C36 C35 -65.7(3) . . . . ?
N15 C24 C36 C54 57.6(3) . . . . ?
N21 S1 C41 C58 71.1(3) . . . . ?
N21 S1 C41 C62 -111.5(3) . . . . ?
C6 N15 C24 C27 176.2(2) . . . . ?
C6 N15 C24 C36 51.7(3) . . . . ?
C6 N15 C48 C40 -141.2(3) . . . . ?
C13 C18 C43 C55 -177.2(3) . . . . ?
C13 C18 C45 N21 -1.1(3) . . . . ?
C13 C18 C45 C38 177.7(2) . . . . ?
C13 C40 C48 N15 -51.9(3) . . . . ?
C18 C13 C27 N21 -0.2(3) . . . . ?
C18 C13 C27 C24 -171.2(2) . . . . ?
C18 C13 C40 C48 -152.7(3) . . . . ?
C18 C43 C55 C57 0.1(4) . . . . ?
C24 N15 C6 O3 172.6(3) . . . . ?
C24 N15 C6 C49 -7.9(4) . . . . ?
C24 N15 C48 C40 49.2(3) . . . . ?
C24 C36 C54 C30 166.5(2) . . . . ?
C27 N21 C45 C18 0.9(3) . . . . ?
C27 N21 C45 C38 -177.7(3) . . . . ?
C27 C13 C18 C43 178.4(3) . . . . ?
C27 C13 C18 C45 0.8(3) . . . . ?
C27 C13 C40 C48 24.9(3) . . . . ?
C27 C24 C36 O5 54.7(3) . . . . ?
C27 C24 C36 C35 172.6(2) . . . . ?
C27 C24 C36 C54 -64.1(3) . . . . ?
C35 C36 C54 C30 -74.0(3) . . . . ?
C36 C24 C27 N21 -65.5(3) . . . . ?
C36 C24 C27 C13 104.3(3) . . . . ?
C36 C35 C49 C6 1.1(4) . . . . ?
C40 C13 C18 C43 -3.8(5) . . . . ?
C40 C13 C18 C45 178.7(3) . . . . ?
C40 C13 C27 N21 -178.3(2) . . . . ?
C40 C13 C27 C24 10.7(4) . . . . ?
C41 S1 N21 C27 -78.1(2) . . . . ?
C41 S1 N21 C45 56.7(2) . . . . ?
C41 C58 C65 C56 0.0(5) . . . . ?
C43 C18 C45 N21 -179.0(2) . . . . ?
C43 C18 C45 C38 -0.3(4) . . . . ?
C43 C55 C57 C38 -0.3(5) . . . . ?
C45 N21 C27 C13 -0.4(3) . . . . ?
C45 N21 C27 C24 170.8(2) . . . . ?
C45 C18 C43 C55 0.2(4) . . . . ?
C45 C38 C57 C55 0.2(5) . . . . ?
C48 N15 C6 O3 2.9(4) . . . . ?
C48 N15 C6 C49 -177.7(2) . . . . ?
C48 N15 C24 C27 -14.1(3) . . . . ?
C48 N15 C24 C36 -138.5(2) . . . . ?
C49 C35 C36 O5 154.4(3) . . . . ?
C49 C35 C36 C24 39.8(3) . . . . ?
C49 C35 C36 C54 -82.4(3) . . . . ?
C52 C56 C65 C58 0.7(5) . . . . ?
C56 C52 C62 C41 -1.0(6) . . . . ?
C57 C38 C45 N21 178.5(3) . . . . ?
C57 C38 C45 C18 0.1(4) . . . . ?
C58 C41 C62 C52 1.7(5) . . . . ?
C60 O22 C30 O20 -4.6(4) . . . . ?
C60 O22 C30 C54 174.8(2) . . . . ?
C62 C41 C58 C65 -1.3(5) . . . . ?
C62 C52 C56 C64 -179.8(3) . . . . ?
C62 C52 C56 C65 -0.2(6) . . . . ?
C64 C56 C65 C58 -179.7(3) . . . . ?

####################################################################### 
# 
# 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_pravateur
_database_code_depnum_ccdc_archive 'CCDC 1424171'
_audit_update_record             
;
2015-09-13 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;
_audit_creation_date             2015-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        'Amine Ester'
_chemical_formula_moiety         'C25 H28 N2 O5 S'
_chemical_formula_sum            'C25 H28 N2 O5 S'
_chemical_formula_weight         468.55
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H22 O3 N2 S1'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   9.0934(4)
_cell_length_b                   10.9932(4)
_cell_length_c                   25.0614(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2505.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4069
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.9340
_cell_measurement_theta_min      3.7440
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.955
_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_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             992.0
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8665
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.01
_diffrn_reflns_theta_min         2.91
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 16.1640
_diffrn_measured_fraction_theta_full 0.9969
_diffrn_measured_fraction_theta_max 0.8115
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0723784000
_diffrn_orient_matrix_UB_12      -0.0216551000
_diffrn_orient_matrix_UB_13      0.0046306000
_diffrn_orient_matrix_UB_21      0.0069360000
_diffrn_orient_matrix_UB_22      -0.0144900000
_diffrn_orient_matrix_UB_23      -0.0274928000
_diffrn_orient_matrix_UB_31      0.0282825000
_diffrn_orient_matrix_UB_32      0.0590012000
_diffrn_orient_matrix_UB_33      -0.0050244000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4564
_reflns_number_total             6669
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.13(8)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         5410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0699P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1401
_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:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C18(H18A,H18B), C19(H19A,H19B), C21(H21A,H21B), C30(H30A,
 H30B), C32(H32A,H32B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C14(H14), C16(H16), C17(H17), C20(H20), C24(H24), C27(H27), C31(H31)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C33(H33A,H33B,H33C)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.69873(7) -0.96978(5) -0.37761(3) 0.04114(16) Uani 1 1 d . . .
O2 O -0.6858(2) -1.04073(15) -0.32979(7) 0.0456(4) Uani 1 1 d . . .
O3 O -0.8420(2) -0.95047(19) -0.40089(9) 0.0601(5) Uani 1 1 d . . .
O4 O -0.5280(2) -0.71690(15) -0.22250(9) 0.0516(5) Uani 1 1 d . . .
H4 H -0.4418 -0.6987 -0.2278 0.077 Uiso 1 1 calc R . .
O5 O -0.8816(3) -0.7094(2) -0.21209(12) 0.0850(8) Uani 1 1 d . . .
C6 C -0.8070(4) -0.8074(3) -0.19628(12) 0.0559(7) Uani 1 1 d . . .
O7 O -0.8177(4) -0.8498(3) -0.15220(10) 0.1074(11) Uani 1 1 d . . .
N8 N -0.2998(3) -0.8412(2) -0.26890(10) 0.0553(6) Uani 1 1 d . . .
C9 C -0.5164(4) -1.0669(3) -0.51834(11) 0.0641(8) Uani 1 1 d . . .
H9 H -0.5325 -1.0518 -0.5544 0.077 Uiso 1 1 calc R . .
C10 C -0.4894(4) -0.6849(2) -0.40657(12) 0.0585(8) Uani 1 1 d . . .
N11 N -0.6314(2) -0.82866(17) -0.36380(8) 0.0427(5) Uani 1 1 d . . .
C12 C -0.4916(3) -0.8171(2) -0.33597(10) 0.0425(6) Uani 1 1 d . . .
C13 C -0.7170(3) -0.8594(2) -0.24203(11) 0.0487(6) Uani 1 1 d . . .
H13A H -0.7453 -0.8192 -0.2749 0.058 Uiso 1 1 calc R . .
H13B H -0.7393 -0.9452 -0.2458 0.058 Uiso 1 1 calc R . .
C14 C -0.4669(3) -1.1104(2) -0.41021(11) 0.0479(6) Uani 1 1 d . . .
H14 H -0.4496 -1.1245 -0.3742 0.057 Uiso 1 1 calc R . .
C15 C -0.4528(3) -0.8796(2) -0.28374(11) 0.0429(6) Uani 1 1 d . . .
H15 H -0.4555 -0.9680 -0.2887 0.052 Uiso 1 1 calc R . .
C16 C -0.6045(4) -1.0094(2) -0.48017(11) 0.0565(7) Uani 1 1 d . . .
H16 H -0.6786 -0.9562 -0.4906 0.068 Uiso 1 1 calc R . .
C17 C -0.5601(7) -0.5700(4) -0.48391(17) 0.0997(16) Uani 1 1 d . . .
H17 H -0.5387 -0.5127 -0.5101 0.120 Uiso 1 1 calc R . .
C18 C -0.4951(4) -0.9245(3) -0.18710(12) 0.0589(7) Uani 1 1 d . . .
H18A H -0.5489 -0.9031 -0.1550 0.071 Uiso 1 1 calc R . .
H18B H -0.5163 -1.0090 -0.1952 0.071 Uiso 1 1 calc R . .
C19 C -0.2484(4) -0.7107(3) -0.34631(17) 0.0752(10) Uani 1 1 d . . .
H19A H -0.2405 -0.6371 -0.3252 0.090 Uiso 1 1 calc R . .
H19B H -0.1880 -0.7018 -0.3780 0.090 Uiso 1 1 calc R . .
C20 C -0.3801(4) -1.1666(3) -0.44874(12) 0.0601(8) Uani 1 1 d . . .
H20 H -0.3046 -1.2183 -0.4382 0.072 Uiso 1 1 calc R . .
C21 C -0.2422(4) -0.9258(3) -0.22783(15) 0.0724(9) Uani 1 1 d . . .
H21A H -0.1392 -0.9086 -0.2211 0.087 Uiso 1 1 calc R . .
H21B H -0.2502 -1.0090 -0.2404 0.087 Uiso 1 1 calc R . .
C22 C -0.4068(3) -0.7338(2) -0.36161(12) 0.0528(7) Uani 1 1 d . . .
C23 C -0.4048(4) -1.1466(2) -0.50300(12) 0.0596(8) Uani 1 1 d . . .
C24 C -0.4574(5) -0.5947(3) -0.44433(16) 0.0861(13) Uani 1 1 d . . .
H24 H -0.3690 -0.5522 -0.4429 0.103 Uiso 1 1 calc R . .
C25 C -0.5795(3) -1.0329(2) -0.42606(9) 0.0416(5) Uani 1 1 d . . .
C26 C -0.6251(4) -0.7443(2) -0.40795(11) 0.0522(7) Uani 1 1 d . . .
C27 C -0.6949(7) -0.6302(3) -0.48475(16) 0.0931(13) Uani 1 1 d . . .
H27 H -0.7618 -0.6114 -0.5116 0.112 Uiso 1 1 calc R . .
C28 C -0.9759(5) -0.6528(4) -0.1722(2) 0.1159(18) Uani 1 1 d . . .
H28A H -1.0194 -0.5806 -0.1868 0.174 Uiso 1 1 calc R . .
H28B H -0.9184 -0.6319 -0.1414 0.174 Uiso 1 1 calc R . .
H28C H -1.0521 -0.7086 -0.1620 0.174 Uiso 1 1 calc R . .
C29 C -0.5491(3) -0.8439(2) -0.23374(10) 0.0428(6) Uani 1 1 d . . .
C30 C -0.1984(4) -0.8210(3) -0.31375(16) 0.0758(10) Uani 1 1 d . . .
H30A H -0.1963 -0.8926 -0.3364 0.091 Uiso 1 1 calc R . .
H30B H -0.0998 -0.8072 -0.3003 0.091 Uiso 1 1 calc R . .
C31 C -0.7336(4) -0.7185(3) -0.44650(12) 0.0687(9) Uani 1 1 d . . .
H31 H -0.8246 -0.7572 -0.4467 0.082 Uiso 1 1 calc R . .
C32 C -0.3301(4) -0.9104(3) -0.17664(15) 0.0724(10) Uani 1 1 d . . .
H32A H -0.3111 -0.8305 -0.1617 0.087 Uiso 1 1 calc R . .
H32B H -0.2988 -0.9708 -0.1508 0.087 Uiso 1 1 calc R . .
C33 C -0.3091(6) -1.2085(4) -0.54532(15) 0.0978(14) Uani 1 1 d . . .
H33A H -0.3666 -1.2229 -0.5768 0.147 Uiso 1 1 calc R . .
H33B H -0.2734 -1.2846 -0.5317 0.147 Uiso 1 1 calc R . .
H33C H -0.2273 -1.1569 -0.5540 0.147 Uiso 1 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 O2 1.4347(19) . ?
S1 O3 1.443(2) . ?
S1 N11 1.703(2) . ?
S1 C25 1.770(3) . ?
O4 H4 0.8200 . ?
O4 C29 1.438(3) . ?
O5 C6 1.333(4) . ?
O5 C28 1.458(5) . ?
C6 O7 1.203(4) . ?
C6 C13 1.520(4) . ?
N8 C15 1.501(3) . ?
N8 C21 1.483(4) . ?
N8 C30 1.471(4) . ?
C9 H9 0.9300 . ?
C9 C16 1.398(4) . ?
C9 C23 1.395(5) . ?
C10 C22 1.457(5) . ?
C10 C24 1.401(4) . ?
C10 C26 1.397(5) . ?
N11 C12 1.455(3) . ?
N11 C26 1.445(3) . ?
C12 C15 1.519(4) . ?
C12 C22 1.358(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C29 1.550(4) . ?
C14 H14 0.9300 . ?
C14 C20 1.392(4) . ?
C14 C25 1.390(4) . ?
C15 H15 0.9800 . ?
C15 C29 1.578(4) . ?
C16 H16 0.9300 . ?
C16 C25 1.399(4) . ?
C17 H17 0.9300 . ?
C17 C24 1.390(7) . ?
C17 C27 1.393(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C29 1.546(4) . ?
C18 C32 1.531(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C22 1.512(5) . ?
C19 C30 1.530(5) . ?
C20 H20 0.9300 . ?
C20 C23 1.396(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C32 1.521(5) . ?
C23 C33 1.532(4) . ?
C24 H24 0.9300 . ?
C26 C31 1.410(5) . ?
C27 H27 0.9300 . ?
C27 C31 1.409(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31 0.9300 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
O2 S1 O3 119.45(12) . . ?
O2 S1 N11 107.22(10) . . ?
O2 S1 C25 108.04(12) . . ?
O3 S1 N11 105.83(11) . . ?
O3 S1 C25 109.46(12) . . ?
N11 S1 C25 106.05(11) . . ?
C29 O4 H4 109.5 . . ?
C6 O5 C28 116.1(3) . . ?
O5 C6 C13 110.7(3) . . ?
O7 C6 O5 123.0(3) . . ?
O7 C6 C13 126.2(3) . . ?
C21 N8 C15 108.9(2) . . ?
C30 N8 C15 115.7(2) . . ?
C30 N8 C21 113.8(3) . . ?
C16 C9 H9 119.6 . . ?
C23 C9 H9 119.6 . . ?
C23 C9 C16 120.8(3) . . ?
C24 C10 C22 132.6(3) . . ?
C26 C10 C22 107.6(2) . . ?
C26 C10 C24 119.8(3) . . ?
C12 N11 S1 119.38(16) . . ?
C26 N11 S1 116.31(17) . . ?
C26 N11 C12 106.1(2) . . ?
N11 C12 C15 125.2(2) . . ?
C22 C12 N11 109.1(2) . . ?
C22 C12 C15 125.5(3) . . ?
C6 C13 H13A 109.0 . . ?
C6 C13 H13B 109.0 . . ?
C6 C13 C29 112.8(2) . . ?
H13A C13 H13B 107.8 . . ?
C29 C13 H13A 109.0 . . ?
C29 C13 H13B 109.0 . . ?
C20 C14 H14 120.3 . . ?
C25 C14 H14 120.3 . . ?
C25 C14 C20 119.4(2) . . ?
N8 C15 C12 107.5(2) . . ?
N8 C15 H15 109.5 . . ?
N8 C15 C29 104.3(2) . . ?
C12 C15 H15 109.5 . . ?
C12 C15 C29 116.31(19) . . ?
C29 C15 H15 109.5 . . ?
C9 C16 H16 120.4 . . ?
C9 C16 C25 119.1(3) . . ?
C25 C16 H16 120.4 . . ?
C24 C17 H17 119.7 . . ?
C24 C17 C27 120.6(4) . . ?
C27 C17 H17 119.7 . . ?
H18A C18 H18B 107.8 . . ?
C29 C18 H18A 109.1 . . ?
C29 C18 H18B 109.1 . . ?
C32 C18 H18A 109.1 . . ?
C32 C18 H18B 109.1 . . ?
C32 C18 C29 112.5(3) . . ?
H19A C19 H19B 108.6 . . ?
C22 C19 H19A 110.4 . . ?
C22 C19 H19B 110.4 . . ?
C22 C19 C30 106.6(3) . . ?
C30 C19 H19A 110.4 . . ?
C30 C19 H19B 110.4 . . ?
C14 C20 H20 119.5 . . ?
C14 C20 C23 121.0(3) . . ?
C23 C20 H20 119.5 . . ?
N8 C21 H21A 109.8 . . ?
N8 C21 H21B 109.8 . . ?
N8 C21 C32 109.2(3) . . ?
H21A C21 H21B 108.3 . . ?
C32 C21 H21A 109.8 . . ?
C32 C21 H21B 109.8 . . ?
C10 C22 C19 128.7(3) . . ?
C12 C22 C10 108.8(3) . . ?
C12 C22 C19 122.3(3) . . ?
C9 C23 C20 119.0(3) . . ?
C9 C23 C33 120.1(3) . . ?
C20 C23 C33 120.9(3) . . ?
C10 C24 H24 120.6 . . ?
C17 C24 C10 118.8(4) . . ?
C17 C24 H24 120.6 . . ?
C14 C25 S1 119.71(19) . . ?
C14 C25 C16 120.7(2) . . ?
C16 C25 S1 119.6(2) . . ?
C10 C26 N11 108.4(3) . . ?
C10 C26 C31 122.8(3) . . ?
C31 C26 N11 128.8(3) . . ?
C17 C27 H27 118.8 . . ?
C17 C27 C31 122.5(4) . . ?
C31 C27 H27 118.8 . . ?
O5 C28 H28A 109.5 . . ?
O5 C28 H28B 109.5 . . ?
O5 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O4 C29 C13 105.3(2) . . ?
O4 C29 C15 108.8(2) . . ?
O4 C29 C18 111.5(2) . . ?
C13 C29 C15 114.4(2) . . ?
C18 C29 C13 110.6(2) . . ?
C18 C29 C15 106.4(2) . . ?
N8 C30 C19 109.9(3) . . ?
N8 C30 H30A 109.7 . . ?
N8 C30 H30B 109.7 . . ?
C19 C30 H30A 109.7 . . ?
C19 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
C26 C31 H31 122.3 . . ?
C27 C31 C26 115.5(4) . . ?
C27 C31 H31 122.3 . . ?
C18 C32 H32A 109.4 . . ?
C18 C32 H32B 109.4 . . ?
C21 C32 C18 111.1(3) . . ?
C21 C32 H32A 109.4 . . ?
C21 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
C23 C33 H33A 109.5 . . ?
C23 C33 H33B 109.5 . . ?
C23 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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 N11 C12 C15 -52.3(3) . . . . ?
S1 N11 C12 C22 133.0(2) . . . . ?
S1 N11 C26 C10 -135.7(2) . . . . ?
S1 N11 C26 C31 46.0(3) . . . . ?
O2 S1 N11 C12 46.8(2) . . . . ?
O2 S1 N11 C26 176.04(19) . . . . ?
O2 S1 C25 C14 -18.0(2) . . . . ?
O2 S1 C25 C16 158.7(2) . . . . ?
O3 S1 N11 C12 175.32(18) . . . . ?
O3 S1 N11 C26 -55.4(2) . . . . ?
O3 S1 C25 C14 -149.5(2) . . . . ?
O3 S1 C25 C16 27.2(3) . . . . ?
O5 C6 C13 C29 111.5(3) . . . . ?
C6 C13 C29 O4 -52.3(3) . . . . ?
C6 C13 C29 C15 -171.7(2) . . . . ?
C6 C13 C29 C18 68.2(3) . . . . ?
O7 C6 C13 C29 -71.9(4) . . . . ?
N8 C15 C29 O4 55.0(2) . . . . ?
N8 C15 C29 C13 172.5(2) . . . . ?
N8 C15 C29 C18 -65.1(2) . . . . ?
N8 C21 C32 C18 53.8(4) . . . . ?
C9 C16 C25 S1 -175.3(2) . . . . ?
C9 C16 C25 C14 1.3(4) . . . . ?
C10 C26 C31 C27 1.5(4) . . . . ?
N11 S1 C25 C14 96.7(2) . . . . ?
N11 S1 C25 C16 -86.6(2) . . . . ?
N11 C12 C15 N8 -179.1(2) . . . . ?
N11 C12 C15 C29 -62.6(3) . . . . ?
N11 C12 C22 C10 1.5(3) . . . . ?
N11 C12 C22 C19 -173.1(3) . . . . ?
N11 C26 C31 C27 179.5(3) . . . . ?
C12 N11 C26 C10 -0.3(3) . . . . ?
C12 N11 C26 C31 -178.6(3) . . . . ?
C12 C15 C29 O4 -63.2(3) . . . . ?
C12 C15 C29 C13 54.2(3) . . . . ?
C12 C15 C29 C18 176.6(2) . . . . ?
C14 C20 C23 C9 1.3(5) . . . . ?
C14 C20 C23 C33 180.0(3) . . . . ?
C15 N8 C21 C32 -66.7(3) . . . . ?
C15 N8 C30 C19 66.8(3) . . . . ?
C15 C12 C22 C10 -173.2(2) . . . . ?
C15 C12 C22 C19 12.1(4) . . . . ?
C16 C9 C23 C20 -1.2(5) . . . . ?
C16 C9 C23 C33 -179.9(3) . . . . ?
C17 C27 C31 C26 -1.5(5) . . . . ?
C20 C14 C25 S1 175.4(2) . . . . ?
C20 C14 C25 C16 -1.2(4) . . . . ?
C21 N8 C15 C12 -163.6(2) . . . . ?
C21 N8 C15 C29 72.3(2) . . . . ?
C21 N8 C30 C19 -165.9(3) . . . . ?
C22 C10 C24 C17 178.7(3) . . . . ?
C22 C10 C26 N11 1.2(3) . . . . ?
C22 C10 C26 C31 179.6(2) . . . . ?
C22 C12 C15 N8 -5.2(3) . . . . ?
C22 C12 C15 C29 111.3(3) . . . . ?
C22 C19 C30 N8 -54.3(4) . . . . ?
C23 C9 C16 C25 -0.1(5) . . . . ?
C24 C10 C22 C12 177.1(3) . . . . ?
C24 C10 C22 C19 -8.7(5) . . . . ?
C24 C10 C26 N11 -177.8(2) . . . . ?
C24 C10 C26 C31 0.6(4) . . . . ?
C24 C17 C27 C31 -0.4(6) . . . . ?
C25 S1 N11 C12 -68.5(2) . . . . ?
C25 S1 N11 C26 60.8(2) . . . . ?
C25 C14 C20 C23 -0.1(5) . . . . ?
C26 C10 C22 C12 -1.7(3) . . . . ?
C26 C10 C22 C19 172.5(3) . . . . ?
C26 C10 C24 C17 -2.6(5) . . . . ?
C26 N11 C12 C15 174.0(2) . . . . ?
C26 N11 C12 C22 -0.8(3) . . . . ?
C27 C17 C24 C10 2.6(6) . . . . ?
C28 O5 C6 O7 1.6(5) . . . . ?
C28 O5 C6 C13 178.3(3) . . . . ?
C29 C18 C32 C21 -50.9(4) . . . . ?
C30 N8 C15 C12 -34.0(3) . . . . ?
C30 N8 C15 C29 -158.1(2) . . . . ?
C30 N8 C21 C32 162.6(3) . . . . ?
C30 C19 C22 C10 -155.3(3) . . . . ?
C30 C19 C22 C12 18.2(4) . . . . ?
C32 C18 C29 O4 -62.0(3) . . . . ?
C32 C18 C29 C13 -178.9(2) . . . . ?
C32 C18 C29 C15 56.4(3) . . . . ?

####################################################################### 
# 
# 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_aminoalcohol
_database_code_depnum_ccdc_archive 'CCDC 1424172'
_audit_update_record             
;
2016-09-24 deposited with the CCDC.
2016-10-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        Aminoalcohol
_chemical_name_common            Aminoalcohol
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C24 H25 N2 O3 S), H2 O'
_chemical_formula_sum            'C48 H52 N4 O7 S2'
_chemical_formula_weight         861.06
_chemical_absolute_configuration ad

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      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   14.2702(11)
_cell_length_b                   14.2594(7)
_cell_length_c                   22.3948(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4557.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6150
_cell_measurement_theta_min      2.9870
_cell_measurement_theta_max      29.110

_exptl_crystal_description       needl
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1824.0
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10530
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0415
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.39
_diffrn_reflns_theta_max         29.11
_reflns_number_total             6150
_reflns_number_gt                3425
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0999P)²+0.3420P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.10(12)
_refine_ls_number_reflns         5012
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1861
_refine_ls_wR_factor_gt          0.1576
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.24194(7) -0.17030(6) -0.13620(4) 0.0778(3) Uani 1 1 d . . .
C1 C -0.3967(3) -0.0698(2) -0.10196(12) 0.0599(7) Uani 1 1 d . . .
O2 O -0.2363(2) 0.04414(19) -0.05549(11) 0.0816(7) Uani 1 1 d . . .
H2 H -0.2182 0.0074 -0.0812 0.122 Uiso 1 1 calc R . .
N3 N -0.4588(2) 0.0728(2) -0.14225(12) 0.0761(8) Uani 1 1 d . . .
C4 C -0.3722(2) 0.0267(2) -0.12239(12) 0.0606(7) Uani 1 1 d . . .
H4 H -0.3304 0.0211 -0.1569 0.073 Uiso 1 1 calc R . .
O5 O -0.2091(2) -0.08409(19) -0.15980(15) 0.0951(9) Uani 1 1 d . . .
N6 N -0.3337(2) -0.14437(17) -0.09144(11) 0.0685(7) Uani 1 1 d . . .
C7 C -0.3213(3) 0.0860(2) -0.07402(13) 0.0643(8) Uani 1 1 d . . .
H7 H -0.3626 0.0902 -0.0392 0.077 Uiso 1 1 calc R . .
C8 C -0.3874(3) -0.2192(2) -0.06744(13) 0.0762(11) Uani 1 1 d . . .
C9 C -0.2763(3) -0.3317(2) -0.19758(16) 0.0748(9) Uani 1 1 d . . .
H9 H -0.2362 -0.3610 -0.1707 0.090 Uiso 1 1 calc R . .
C10 C -0.3938(3) -0.2451(3) -0.27754(15) 0.0801(10) Uani 1 1 d . . .
H10 H -0.4330 -0.2154 -0.3048 0.096 Uiso 1 1 calc R . .
C11 C -0.2920(2) -0.2375(2) -0.19373(15) 0.0686(9) Uani 1 1 d . . .
C12 C -0.3203(3) -0.3836(3) -0.24162(15) 0.0749(9) Uani 1 1 d . . .
H12 H -0.3087 -0.4476 -0.2445 0.090 Uiso 1 1 calc R . .
C13 C -0.4802(3) -0.1886(3) -0.06201(14) 0.0782(11) Uani 1 1 d . . .
O14 O -0.1820(2) -0.2291(2) -0.10185(14) 0.1036(10) Uani 1 1 d . . .
C15 C -0.3814(3) -0.3414(3) -0.28136(13) 0.0736(9) Uani 1 1 d . . .
C16 C -0.4836(3) -0.0955(2) -0.08392(14) 0.0690(9) Uani 1 1 d . . .
C17 C -0.3046(3) 0.1846(2) -0.09695(17) 0.0844(12) Uani 1 1 d . . .
H17A H -0.2787 0.2222 -0.0648 0.101 Uiso 1 1 calc R . .
H17B H -0.2583 0.1821 -0.1286 0.101 Uiso 1 1 calc R . .
C18 C -0.3498(3) -0.1924(3) -0.23448(15) 0.0757(10) Uani 1 1 d . . .
H18 H -0.3585 -0.1278 -0.2327 0.091 Uiso 1 1 calc R . .
C19 C -0.4406(4) 0.1672(3) -0.16391(16) 0.0942(14) Uani 1 1 d . . .
H19A H -0.5000 0.1956 -0.1748 0.113 Uiso 1 1 calc R . .
H19B H -0.4031 0.1628 -0.1999 0.113 Uiso 1 1 calc R . .
C20 C -0.5337(3) 0.0692(3) -0.09734(16) 0.0824(11) Uani 1 1 d . . .
H20A H -0.5860 0.1077 -0.1103 0.099 Uiso 1 1 calc R . .
H20B H -0.5108 0.0941 -0.0598 0.099 Uiso 1 1 calc R . .
C21 C -0.3908(4) 0.2322(3) -0.12025(18) 0.0910(13) Uani 1 1 d . . .
H21 H -0.4329 0.2435 -0.0864 0.109 Uiso 1 1 calc R . .
C22 C -0.3587(4) -0.3083(3) -0.05006(18) 0.1004(15) Uani 1 1 d . . .
H22 H -0.2972 -0.3289 -0.0536 0.120 Uiso 1 1 calc R . .
C23 C -0.4312(7) -0.3647(3) -0.0266(2) 0.132(3) Uani 1 1 d . . .
H23 H -0.4165 -0.4258 -0.0155 0.159 Uiso 1 1 calc R . .
C25 C -0.5665(3) -0.0309(3) -0.08844(18) 0.0884(11) Uani 1 1 d . . .
H25A H -0.6037 -0.0350 -0.0523 0.106 Uiso 1 1 calc R . .
H25B H -0.6057 -0.0496 -0.1218 0.106 Uiso 1 1 calc R . .
C26 C -0.4343(3) -0.3983(4) -0.32670(16) 0.0953(13) Uani 1 1 d . . .
H26A H -0.4934 -0.3688 -0.3348 0.143 Uiso 1 1 calc R . .
H26B H -0.4449 -0.4603 -0.3114 0.143 Uiso 1 1 calc R . .
H26C H -0.3985 -0.4021 -0.3629 0.143 Uiso 1 1 calc R . .
C27 C -0.5471(4) -0.2481(4) -0.03630(17) 0.1067(17) Uani 1 1 d . . .
H27 H -0.6085 -0.2278 -0.0311 0.128 Uiso 1 1 calc R . .
C28 C -0.5216(6) -0.3354(4) -0.0191(2) 0.128(2) Uani 1 1 d . . .
H28 H -0.5657 -0.3755 -0.0022 0.154 Uiso 1 1 calc R . .
C29 C -0.3685(6) 0.3280(4) -0.1496(4) 0.159(3) Uani 1 1 d . . .
H29 H -0.3343 0.3189 -0.1871 0.191 Uiso 1 1 calc R . .
O1 O -0.5000 -0.0276(3) -0.2500 0.131(2) Uani 1 2 d SG . .
H1A H -0.5235 0.0148 -0.2279 0.197 Uiso 0.50 1 d PG . .
H1B H -0.4996 -0.0089 -0.2860 0.197 Uiso 0.50 1 d PG . .
C2 C -0.4365(10) 0.3877(9) -0.1569(7) 0.145(5) Uani 0.50 1 d P . .
H2A H -0.4949 0.4070 -0.1707 0.174 Uiso 0.50 1 calc PR . .
C3 C -0.3404(16) 0.4012(7) -0.1235(7) 0.169(7) Uani 0.50 1 d P . .
H3 H -0.2970 0.4358 -0.1017 0.202 Uiso 0.50 1 calc PR . .


_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 O5 1.418(3) . ?
S1 O14 1.423(3) . ?
S1 N6 1.690(3) . ?
S1 C11 1.757(4) . ?
C1 C16 1.354(5) . ?
C1 N6 1.413(4) . ?
C1 C4 1.492(4) . ?
O2 C7 1.414(5) . ?
N3 C19 1.454(5) . ?
N3 C4 1.469(4) . ?
N3 C20 1.469(5) . ?
C4 C7 1.554(4) . ?
N6 C8 1.419(4) . ?
C7 C17 1.516(5) . ?
C8 C22 1.390(5) . ?
C8 C13 1.400(6) . ?
C9 C11 1.366(5) . ?
C9 C12 1.383(5) . ?
C10 C18 1.375(5) . ?
C10 C15 1.387(6) . ?
C11 C18 1.387(5) . ?
C12 C15 1.383(5) . ?
C13 C27 1.401(6) . ?
C13 C16 1.417(5) . ?
C15 C26 1.503(6) . ?
C16 C25 1.504(6) . ?
C17 C21 1.499(6) . ?
C19 C21 1.523(6) . ?
C20 C25 1.515(6) . ?
C21 C29 1.549(6) . ?
C22 C23 1.412(9) . ?
C23 C28 1.366(9) . ?
C27 C28 1.352(8) . ?
C29 C3 1.261(15) . ?
C29 C2 1.302(12) . ?
C2 C3 1.57(2) . ?

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
O5 S1 O14 120.9(2) . . ?
O5 S1 N6 106.72(15) . . ?
O14 S1 N6 105.89(18) . . ?
O5 S1 C11 109.48(18) . . ?
O14 S1 C11 108.65(17) . . ?
N6 S1 C11 103.83(15) . . ?
C16 C1 N6 109.3(3) . . ?
C16 C1 C4 123.7(3) . . ?
N6 C1 C4 126.6(3) . . ?
C19 N3 C4 111.4(3) . . ?
C19 N3 C20 113.0(3) . . ?
C4 N3 C20 112.9(3) . . ?
N3 C4 C1 108.0(3) . . ?
N3 C4 C7 111.2(3) . . ?
C1 C4 C7 113.4(2) . . ?
C1 N6 C8 106.5(3) . . ?
C1 N6 S1 124.0(2) . . ?
C8 N6 S1 118.6(2) . . ?
O2 C7 C17 110.8(3) . . ?
O2 C7 C4 112.1(3) . . ?
C17 C7 C4 110.0(3) . . ?
C22 C8 C13 122.6(4) . . ?
C22 C8 N6 129.4(5) . . ?
C13 C8 N6 108.1(3) . . ?
C11 C9 C12 119.8(3) . . ?
C18 C10 C15 121.7(3) . . ?
C9 C11 C18 120.8(3) . . ?
C9 C11 S1 121.1(3) . . ?
C18 C11 S1 118.1(3) . . ?
C9 C12 C15 120.8(3) . . ?
C8 C13 C27 119.5(4) . . ?
C8 C13 C16 107.1(3) . . ?
C27 C13 C16 133.4(5) . . ?
C12 C15 C10 118.1(3) . . ?
C12 C15 C26 121.1(4) . . ?
C10 C15 C26 120.8(4) . . ?
C1 C16 C13 109.0(4) . . ?
C1 C16 C25 122.3(3) . . ?
C13 C16 C25 128.6(4) . . ?
C21 C17 C7 114.1(3) . . ?
C10 C18 C11 118.7(3) . . ?
N3 C19 C21 115.6(3) . . ?
N3 C20 C25 110.4(3) . . ?
C17 C21 C19 109.3(3) . . ?
C17 C21 C29 112.2(5) . . ?
C19 C21 C29 111.2(5) . . ?
C8 C22 C23 114.2(6) . . ?
C28 C23 C22 124.3(5) . . ?
C16 C25 C20 110.1(4) . . ?
C28 C27 C13 119.4(6) . . ?
C27 C28 C23 120.1(5) . . ?
C3 C29 C2 75.8(11) . . ?
C3 C29 C21 126.8(9) . . ?
C2 C29 C21 118.5(8) . . ?
C29 C2 C3 50.9(7) . . ?
C29 C3 C2 53.3(9) . . ?

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
C19 N3 C4 C1 -179.0(2) . . . . ?
C20 N3 C4 C1 52.5(3) . . . . ?
C19 N3 C4 C7 55.9(3) . . . . ?
C20 N3 C4 C7 -72.5(4) . . . . ?
C16 C1 C4 N3 -22.6(4) . . . . ?
N6 C1 C4 N3 165.5(3) . . . . ?
C16 C1 C4 C7 101.0(4) . . . . ?
N6 C1 C4 C7 -70.8(4) . . . . ?
C16 C1 N6 C8 1.8(3) . . . . ?
C4 C1 N6 C8 174.7(3) . . . . ?
C16 C1 N6 S1 145.2(2) . . . . ?
C4 C1 N6 S1 -42.0(4) . . . . ?
O5 S1 N6 C1 33.1(3) . . . . ?
O14 S1 N6 C1 163.1(3) . . . . ?
C11 S1 N6 C1 -82.5(3) . . . . ?
O5 S1 N6 C8 172.5(3) . . . . ?
O14 S1 N6 C8 -57.5(3) . . . . ?
C11 S1 N6 C8 56.9(3) . . . . ?
N3 C4 C7 O2 -178.3(2) . . . . ?
C1 C4 C7 O2 59.8(4) . . . . ?
N3 C4 C7 C17 -54.5(4) . . . . ?
C1 C4 C7 C17 -176.4(3) . . . . ?
C1 N6 C8 C22 179.4(3) . . . . ?
S1 N6 C8 C22 33.7(4) . . . . ?
C1 N6 C8 C13 -1.8(3) . . . . ?
S1 N6 C8 C13 -147.5(2) . . . . ?
C12 C9 C11 C18 -1.7(6) . . . . ?
C12 C9 C11 S1 176.9(3) . . . . ?
O5 S1 C11 C9 138.4(3) . . . . ?
O14 S1 C11 C9 4.4(4) . . . . ?
N6 S1 C11 C9 -108.0(3) . . . . ?
O5 S1 C11 C18 -43.0(3) . . . . ?
O14 S1 C11 C18 -177.0(3) . . . . ?
N6 S1 C11 C18 70.6(3) . . . . ?
C11 C9 C12 C15 -1.1(6) . . . . ?
C22 C8 C13 C27 2.2(5) . . . . ?
N6 C8 C13 C27 -176.7(3) . . . . ?
C22 C8 C13 C16 -179.9(3) . . . . ?
N6 C8 C13 C16 1.2(3) . . . . ?
C9 C12 C15 C10 3.0(5) . . . . ?
C9 C12 C15 C26 -175.9(3) . . . . ?
C18 C10 C15 C12 -2.2(5) . . . . ?
C18 C10 C15 C26 176.7(4) . . . . ?
N6 C1 C16 C13 -1.1(3) . . . . ?
C4 C1 C16 C13 -174.2(3) . . . . ?
N6 C1 C16 C25 179.2(3) . . . . ?
C4 C1 C16 C25 6.1(5) . . . . ?
C8 C13 C16 C1 0.0(3) . . . . ?
C27 C13 C16 C1 177.4(4) . . . . ?
C8 C13 C16 C25 179.6(3) . . . . ?
C27 C13 C16 C25 -3.0(6) . . . . ?
O2 C7 C17 C21 177.2(3) . . . . ?
C4 C7 C17 C21 52.7(4) . . . . ?
C15 C10 C18 C11 -0.5(6) . . . . ?
C9 C11 C18 C10 2.5(6) . . . . ?
S1 C11 C18 C10 -176.1(3) . . . . ?
C4 N3 C19 C21 -55.7(4) . . . . ?
C20 N3 C19 C21 72.7(5) . . . . ?
C19 N3 C20 C25 165.4(4) . . . . ?
C4 N3 C20 C25 -67.0(4) . . . . ?
C7 C17 C21 C19 -49.8(4) . . . . ?
C7 C17 C21 C29 -173.6(4) . . . . ?
N3 C19 C21 C17 51.3(5) . . . . ?
N3 C19 C21 C29 175.7(4) . . . . ?
C13 C8 C22 C23 0.0(5) . . . . ?
N6 C8 C22 C23 178.6(3) . . . . ?
C8 C22 C23 C28 -2.2(7) . . . . ?
C1 C16 C25 C20 -16.7(5) . . . . ?
C13 C16 C25 C20 163.7(3) . . . . ?
N3 C20 C25 C16 44.8(4) . . . . ?
C8 C13 C27 C28 -2.4(6) . . . . ?
C16 C13 C27 C28 -179.6(4) . . . . ?
C13 C27 C28 C23 0.4(7) . . . . ?
C22 C23 C28 C27 2.0(9) . . . . ?
C17 C21 C29 C3 -68.3(14) . . . . ?
C19 C21 C29 C3 168.9(14) . . . . ?
C17 C21 C29 C2 -161.6(11) . . . . ?
C19 C21 C29 C2 75.7(12) . . . . ?
C21 C29 C2 C3 124.4(10) . . . . ?
C21 C29 C3 C2 -115.1(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.862
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.9969
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.045
