# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_shelx
_audit_block_doi                 10.5517/cc1k9c5d
_database_code_depnum_ccdc_archive 'CCDC 1438963'
_audit_update_record             
;
2015-11-25 deposited with the CCDC.
2016-06-03 downloaded from the CCDC.
;

_audit_creation_date             2015-11-25T16:42:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C38  H36  N2  O3  S1'
_chemical_formula_sum            'C38 H36 N2 O3 S'
_chemical_formula_weight         600.75

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.8957(3)
_cell_length_b                   18.2571(8)
_cell_length_c                   26.4728(13)
_cell_angle_alpha                90
_cell_angle_beta                 91.3638(19)
_cell_angle_gamma                90
_cell_volume                     3331.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4575
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      21.77
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1272

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_type   none
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.987

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_number            17038
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.539
_diffrn_reflns_theta_max         24.261
_diffrn_reflns_theta_full        24.261
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_reflns_number_total             5343
_reflns_number_gt                3423
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1039P)²+2.2091P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     ?
_refine_ls_extinction_expression ?
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5343
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1049
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.2138
_refine_ls_wR_factor_gt          0.1774
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.958
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.058

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7212(5) 0.18731(18) 0.16402(14) 0.0457(9) Uani 1 d . .
H1 H 0.8106 0.1642 0.1886 0.055 Uiso 1 calc . .
C2 C 0.8356(5) 0.29870(18) 0.20838(13) 0.0413(8) Uani 1 d . .
C3 C 0.9798(5) 0.2716(2) 0.24059(14) 0.0515(10) Uani 1 d . .
H3 H 1.0356 0.226 0.235 0.062 Uiso 1 calc . .
C4 C 1.0384(5) 0.3142(2) 0.28128(14) 0.0593(11) Uani 1 d . .
H4 H 1.1354 0.2968 0.3031 0.071 Uiso 1 calc . .
C5 C 0.9584(6) 0.3811(2) 0.29033(14) 0.0602(11) Uani 1 d . .
C6 C 0.8122(6) 0.4085(2) 0.25846(13) 0.0542(10) Uani 1 d . .
H6 H 0.757 0.4541 0.2644 0.065 Uiso 1 calc . .
C7 C 0.7511(5) 0.36585(19) 0.21753(12) 0.0432(8) Uani 1 d . .
C8 C 0.5943(5) 0.38257(17) 0.17766(13) 0.0422(8) Uani 1 d . .
C9 C 0.5628(5) 0.30235(17) 0.15550(12) 0.0382(8) Uani 1 d . .
C10 C 0.4375(5) 0.25433(18) 0.18949(13) 0.0433(8) Uani 1 d . .
H10A H 0.4497 0.2694 0.2246 0.052 Uiso 1 calc . .
H10B H 0.302 0.2562 0.1789 0.052 Uiso 1 calc . .
C11 C 0.7462(6) 0.15240(19) 0.11254(15) 0.0550(10) Uani 1 d . .
C12 C 0.5975(7) 0.1209(2) 0.08523(17) 0.0724(12) Uani 1 d . .
H12 H 0.4752 0.1171 0.0991 0.087 Uiso 1 calc . .
C13 C 0.6287(10) 0.0946(3) 0.0370(2) 0.0968(17) Uani 1 d . .
H13 H 0.526 0.0737 0.0186 0.116 Uiso 1 calc . .
C14 C 0.8091(11) 0.0987(3) 0.0155(2) 0.0978(19) Uani 1 d . .
C15 C 0.9541(10) 0.1289(3) 0.0430(2) 0.104(2) Uani 1 d . .
H15 H 1.0762 0.1324 0.0291 0.124 Uiso 1 calc . .
C16 C 0.9281(7) 0.1550(2) 0.09177(17) 0.0741(13) Uani 1 d . .
H16 H 1.0326 0.1742 0.1103 0.089 Uiso 1 calc . .
C17 C 0.8372(13) 0.0727(4) -0.0390(2) 0.161(3) Uani 1 d . .
H17A H 0.7193 0.0801 -0.0583 0.242 Uiso 1 calc . .
H17B H 0.8696 0.0215 -0.0389 0.242 Uiso 1 calc . .
H17C H 0.9402 0.1001 -0.0538 0.242 Uiso 1 calc . .
C18 C 0.6062(6) 0.1359(2) 0.27809(15) 0.0612(11) Uani 1 d . .
C19 C 0.7884(7) 0.1047(2) 0.28606(19) 0.0738(13) Uani 1 d . .
H19 H 0.8329 0.07 0.2634 0.089 Uiso 1 calc . .
C20 C 0.9017(8) 0.1241(3) 0.3263(2) 0.0876(16) Uani 1 d . .
H20 H 1.0223 0.1022 0.3313 0.105 Uiso 1 calc . .
C21 C 0.8396(9) 0.1762(4) 0.3598(2) 0.0953(17) Uani 1 d . .
C22 C 0.6559(9) 0.2062(3) 0.35299(19) 0.0996(18) Uani 1 d . .
H22 H 0.6106 0.2402 0.3761 0.119 Uiso 1 calc . .
C23 C 0.5402(7) 0.1859(3) 0.31202(17) 0.0786(14) Uani 1 d . .
H23 H 0.4173 0.2063 0.3075 0.094 Uiso 1 calc . .
C24 C 0.9696(10) 0.2035(4) 0.4033(2) 0.143(3) Uani 1 d . .
H24A H 0.9603 0.1707 0.4315 0.215 Uiso 1 calc . .
H24B H 0.9286 0.2516 0.4132 0.215 Uiso 1 calc . .
H24C H 1.1015 0.2055 0.3926 0.215 Uiso 1 calc . .
C25 C 0.9697(10) 0.4869(3) 0.3406(2) 0.114(2) Uani 1 d . .
H25A H 0.9903 0.5161 0.3111 0.171 Uiso 1 calc . .
H25B H 1.0435 0.5068 0.3686 0.171 Uiso 1 calc . .
H25C H 0.8343 0.4873 0.3483 0.171 Uiso 1 calc . .
C26 C 0.4091(5) 0.4123(2) 0.20095(15) 0.0545(10) Uani 1 d . .
H26A H 0.3768 0.383 0.2297 0.082 Uiso 1 calc . .
H26B H 0.3046 0.4103 0.1764 0.082 Uiso 1 calc . .
H26C H 0.4295 0.4621 0.2114 0.082 Uiso 1 calc . .
C27 C 0.6721(5) 0.43352(17) 0.13697(13) 0.0441(9) Uani 1 d . .
C28 C 0.5488(6) 0.4779(2) 0.10814(17) 0.0702(12) Uani 1 d . .
H28 H 0.4178 0.4799 0.1156 0.084 Uiso 1 calc . .
C29 C 0.6171(8) 0.5191(3) 0.06860(19) 0.0864(15) Uani 1 d . .
H29 H 0.532 0.5487 0.0499 0.104 Uiso 1 calc . .
C30 C 0.8081(8) 0.5168(3) 0.05672(18) 0.0820(14) Uani 1 d . .
H30 H 0.8528 0.5437 0.0295 0.098 Uiso 1 calc . .
C31 C 0.9335(7) 0.4748(2) 0.08489(17) 0.0720(12) Uani 1 d . .
H31 H 1.0643 0.4735 0.0771 0.086 Uiso 1 calc . .
C32 C 0.8671(5) 0.4344(2) 0.12464(15) 0.0559(10) Uani 1 d . .
H32 H 0.9549 0.4068 0.1439 0.067 Uiso 1 calc . .
C33 C 0.4943(5) 0.30190(17) 0.10031(13) 0.0432(8) Uani 1 d . .
C34 C 0.2994(5) 0.3044(2) 0.08724(15) 0.0554(10) Uani 1 d . .
H34 H 0.2079 0.3052 0.1125 0.067 Uiso 1 calc . .
C35 C 0.2380(7) 0.3057(3) 0.03690(18) 0.0757(13) Uani 1 d . .
H35 H 0.1062 0.3076 0.0286 0.091 Uiso 1 calc . .
C36 C 0.3706(8) 0.3042(3) -0.00022(17) 0.0810(14) Uani 1 d . .
H36 H 0.33 0.3044 -0.034 0.097 Uiso 1 calc . .
C37 C 0.5646(7) 0.3023(2) 0.01234(16) 0.0739(13) Uani 1 d . .
H37 H 0.655 0.3016 -0.0132 0.089 Uiso 1 calc . .
C38 C 0.6280(6) 0.30143(19) 0.06214(13) 0.0518(9) Uani 1 d . .
H38 H 0.7601 0.3005 0.07 0.062 Uiso 1 calc . .
N1 N 0.7577(4) 0.26643(14) 0.16292(10) 0.0402(7) Uani 1 d . .
N2 N 0.5189(4) 0.18072(15) 0.18207(11) 0.0463(7) Uani 1 d . .
O1 O 0.5421(4) 0.05007(14) 0.20197(12) 0.0768(9) Uani 1 d . .
O2 O 0.2678(4) 0.12352(15) 0.23343(11) 0.0716(8) Uani 1 d . .
O3 O 1.0268(5) 0.4178(2) 0.33200(12) 0.0943(11) Uani 1 d . .
S1 S 0.46984(15) 0.11640(5) 0.22272(4) 0.0594(4) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N1 1.467(4) . ?
C1 N2 1.490(4) . ?
C1 C11 1.518(5) . ?
C1 H1 0.98 . ?
C2 C7 1.381(5) . ?
C2 C3 1.386(5) . ?
C2 N1 1.433(4) . ?
C3 C4 1.382(5) . ?
C3 H3 0.93 . ?
C4 C5 1.364(6) . ?
C4 H4 0.93 . ?
C5 O3 1.365(5) . ?
C5 C6 1.392(5) . ?
C6 C7 1.392(5) . ?
C6 H6 0.93 . ?
C7 C8 1.524(4) . ?
C8 C27 1.530(5) . ?
C8 C26 1.531(5) . ?
C8 C9 1.591(4) . ?
C9 N1 1.504(4) . ?
C9 C33 1.525(5) . ?
C9 C10 1.537(4) . ?
C10 N2 1.471(4) . ?
C10 H10A 0.97 . ?
C10 H10B 0.97 . ?
C11 C12 1.367(6) . ?
C11 C16 1.383(5) . ?
C12 C13 1.387(6) . ?
C12 H12 0.93 . ?
C13 C14 1.382(8) . ?
C13 H13 0.93 . ?
C14 C15 1.342(8) . ?
C14 C17 1.534(7) . ?
C15 C16 1.391(7) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 C23 1.367(6) . ?
C18 C19 1.391(6) . ?
C18 S1 1.759(4) . ?
C19 C20 1.353(7) . ?
C19 H19 0.93 . ?
C20 C21 1.375(8) . ?
C20 H20 0.93 . ?
C21 C22 1.388(7) . ?
C21 C24 1.527(8) . ?
C22 C23 1.382(7) . ?
C22 H22 0.93 . ?
C23 H23 0.93 . ?
C24 H24A 0.96 . ?
C24 H24B 0.96 . ?
C24 H24C 0.96 . ?
C25 O3 1.344(6) . ?
C25 H25A 0.96 . ?
C25 H25B 0.96 . ?
C25 H25C 0.96 . ?
C26 H26A 0.96 . ?
C26 H26B 0.96 . ?
C26 H26C 0.96 . ?
C27 C28 1.390(5) . ?
C27 C32 1.391(5) . ?
C28 C29 1.381(6) . ?
C28 H28 0.93 . ?
C29 C30 1.362(7) . ?
C29 H29 0.93 . ?
C30 C31 1.364(6) . ?
C30 H30 0.93 . ?
C31 C32 1.373(5) . ?
C31 H31 0.93 . ?
C32 H32 0.93 . ?
C33 C34 1.380(5) . ?
C33 C38 1.384(5) . ?
C34 C35 1.389(6) . ?
C34 H34 0.93 . ?
C35 C36 1.359(6) . ?
C35 H35 0.93 . ?
C36 C37 1.371(6) . ?
C36 H36 0.93 . ?
C37 C38 1.379(5) . ?
C37 H37 0.93 . ?
C38 H38 0.93 . ?
N2 S1 1.634(3) . ?
O1 S1 1.425(3) . ?
O2 S1 1.434(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 104.4(2) . . ?
N1 C1 C11 111.9(3) . . ?
N2 C1 C11 112.4(3) . . ?
N1 C1 H1 109.4 . . ?
N2 C1 H1 109.4 . . ?
C11 C1 H1 109.4 . . ?
C7 C2 C3 120.6(3) . . ?
C7 C2 N1 111.2(3) . . ?
C3 C2 N1 128.2(3) . . ?
C4 C3 C2 118.1(3) . . ?
C4 C3 H3 121 . . ?
C2 C3 H3 121 . . ?
C5 C4 C3 122.0(4) . . ?
C5 C4 H4 119 . . ?
C3 C4 H4 119 . . ?
C4 C5 O3 116.6(4) . . ?
C4 C5 C6 120.4(4) . . ?
O3 C5 C6 123.0(4) . . ?
C5 C6 C7 118.2(4) . . ?
C5 C6 H6 120.9 . . ?
C7 C6 H6 120.9 . . ?
C2 C7 C6 120.8(3) . . ?
C2 C7 C8 110.6(3) . . ?
C6 C7 C8 128.6(3) . . ?
C7 C8 C27 110.8(3) . . ?
C7 C8 C26 112.2(3) . . ?
C27 C8 C26 112.2(3) . . ?
C7 C8 C9 99.2(2) . . ?
C27 C8 C9 110.3(3) . . ?
C26 C8 C9 111.5(3) . . ?
N1 C9 C33 112.2(3) . . ?
N1 C9 C10 100.8(2) . . ?
C33 C9 C10 113.1(3) . . ?
N1 C9 C8 103.9(2) . . ?
C33 C9 C8 113.3(3) . . ?
C10 C9 C8 112.5(3) . . ?
N2 C10 C9 102.8(3) . . ?
N2 C10 H10A 111.2 . . ?
C9 C10 H10A 111.2 . . ?
N2 C10 H10B 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.1 . . ?
C12 C11 C16 118.7(4) . . ?
C12 C11 C1 123.5(4) . . ?
C16 C11 C1 117.8(4) . . ?
C11 C12 C13 120.1(5) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 121.4(6) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C15 C14 C13 117.7(5) . . ?
C15 C14 C17 121.9(6) . . ?
C13 C14 C17 120.3(7) . . ?
C14 C15 C16 122.3(5) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C11 C16 C15 119.7(5) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 119.2(4) . . ?
C23 C18 S1 120.2(3) . . ?
C19 C18 S1 120.4(4) . . ?
C20 C19 C18 121.0(5) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C21 120.4(5) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C22 119.1(5) . . ?
C20 C21 C24 121.8(6) . . ?
C22 C21 C24 119.1(6) . . ?
C23 C22 C21 120.3(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C18 C23 C22 120.0(5) . . ?
C18 C23 H23 120 . . ?
C22 C23 H23 120 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 C26 H26A 109.5 . . ?
C8 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C8 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 116.5(4) . . ?
C28 C27 C8 121.4(3) . . ?
C32 C27 C8 122.0(3) . . ?
C29 C28 C27 121.2(4) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C30 C29 C28 120.5(4) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 119.7(4) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C30 C31 C32 120.2(4) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C27 121.9(4) . . ?
C31 C32 H32 119.1 . . ?
C27 C32 H32 119.1 . . ?
C34 C33 C38 118.6(3) . . ?
C34 C33 C9 121.2(3) . . ?
C38 C33 C9 120.2(3) . . ?
C33 C34 C35 120.9(4) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 119.9(4) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 119.7(4) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
C36 C37 C38 121.2(4) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C33 119.7(4) . . ?
C37 C38 H38 120.1 . . ?
C33 C38 H38 120.1 . . ?
C2 N1 C1 116.7(3) . . ?
C2 N1 C9 104.3(2) . . ?
C1 N1 C9 106.2(2) . . ?
C10 N2 C1 109.4(2) . . ?
C10 N2 S1 118.9(2) . . ?
C1 N2 S1 118.7(2) . . ?
C25 O3 C5 120.1(4) . . ?
O1 S1 O2 120.24(18) . . ?
O1 S1 N2 106.09(16) . . ?
O2 S1 N2 106.42(15) . . ?
O1 S1 C18 108.0(2) . . ?
O2 S1 C18 108.62(19) . . ?
N2 S1 C18 106.75(17) . . ?

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
C7 C2 C3 C4 -1.2(5) . . . . ?
N1 C2 C3 C4 177.0(3) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 O3 179.3(4) . . . . ?
C3 C4 C5 C6 0.4(6) . . . . ?
C4 C5 C6 C7 0.1(6) . . . . ?
O3 C5 C6 C7 -178.8(4) . . . . ?
C3 C2 C7 C6 1.7(5) . . . . ?
N1 C2 C7 C6 -176.8(3) . . . . ?
C3 C2 C7 C8 -178.7(3) . . . . ?
N1 C2 C7 C8 2.8(4) . . . . ?
C5 C6 C7 C2 -1.1(5) . . . . ?
C5 C6 C7 C8 179.4(4) . . . . ?
C2 C7 C8 C27 -98.9(3) . . . . ?
C6 C7 C8 C27 80.7(4) . . . . ?
C2 C7 C8 C26 134.9(3) . . . . ?
C6 C7 C8 C26 -45.6(5) . . . . ?
C2 C7 C8 C9 17.1(3) . . . . ?
C6 C7 C8 C9 -163.4(3) . . . . ?
C7 C8 C9 N1 -29.6(3) . . . . ?
C27 C8 C9 N1 86.7(3) . . . . ?
C26 C8 C9 N1 -147.9(3) . . . . ?
C7 C8 C9 C33 -151.7(3) . . . . ?
C27 C8 C9 C33 -35.4(4) . . . . ?
C26 C8 C9 C33 90.0(3) . . . . ?
C7 C8 C9 C10 78.5(3) . . . . ?
C27 C8 C9 C10 -165.2(3) . . . . ?
C26 C8 C9 C10 -39.8(4) . . . . ?
N1 C9 C10 N2 -37.0(3) . . . . ?
C33 C9 C10 N2 83.0(3) . . . . ?
C8 C9 C10 N2 -147.1(3) . . . . ?
N1 C1 C11 C12 -114.8(4) . . . . ?
N2 C1 C11 C12 2.2(5) . . . . ?
N1 C1 C11 C16 63.0(4) . . . . ?
N2 C1 C11 C16 180.0(3) . . . . ?
C16 C11 C12 C13 -2.2(6) . . . . ?
C1 C11 C12 C13 175.5(4) . . . . ?
C11 C12 C13 C14 0.7(7) . . . . ?
C12 C13 C14 C15 0.2(8) . . . . ?
C12 C13 C14 C17 -177.0(5) . . . . ?
C13 C14 C15 C16 0.5(9) . . . . ?
C17 C14 C15 C16 177.6(5) . . . . ?
C12 C11 C16 C15 2.9(6) . . . . ?
C1 C11 C16 C15 -175.0(4) . . . . ?
C14 C15 C16 C11 -2.1(8) . . . . ?
C23 C18 C19 C20 -1.2(6) . . . . ?
S1 C18 C19 C20 174.2(3) . . . . ?
C18 C19 C20 C21 -0.9(7) . . . . ?
C19 C20 C21 C22 2.7(8) . . . . ?
C19 C20 C21 C24 -175.4(5) . . . . ?
C20 C21 C22 C23 -2.3(8) . . . . ?
C24 C21 C22 C23 175.8(5) . . . . ?
C19 C18 C23 C22 1.6(7) . . . . ?
S1 C18 C23 C22 -173.9(4) . . . . ?
C21 C22 C23 C18 0.1(8) . . . . ?
C7 C8 C27 C28 -155.7(3) . . . . ?
C26 C8 C27 C28 -29.5(5) . . . . ?
C9 C8 C27 C28 95.5(4) . . . . ?
C7 C8 C27 C32 28.6(4) . . . . ?
C26 C8 C27 C32 154.8(3) . . . . ?
C9 C8 C27 C32 -80.2(4) . . . . ?
C32 C27 C28 C29 1.5(6) . . . . ?
C8 C27 C28 C29 -174.4(4) . . . . ?
C27 C28 C29 C30 0.4(7) . . . . ?
C28 C29 C30 C31 -1.6(8) . . . . ?
C29 C30 C31 C32 0.8(7) . . . . ?
C30 C31 C32 C27 1.3(7) . . . . ?
C28 C27 C32 C31 -2.4(6) . . . . ?
C8 C27 C32 C31 173.5(4) . . . . ?
N1 C9 C33 C34 154.1(3) . . . . ?
C10 C9 C33 C34 40.9(4) . . . . ?
C8 C9 C33 C34 -88.6(4) . . . . ?
N1 C9 C33 C38 -28.0(4) . . . . ?
C10 C9 C33 C38 -141.3(3) . . . . ?
C8 C9 C33 C38 89.2(4) . . . . ?
C38 C33 C34 C35 0.6(5) . . . . ?
C9 C33 C34 C35 178.5(3) . . . . ?
C33 C34 C35 C36 0.3(7) . . . . ?
C34 C35 C36 C37 -0.9(7) . . . . ?
C35 C36 C37 C38 0.5(7) . . . . ?
C36 C37 C38 C33 0.5(6) . . . . ?
C34 C33 C38 C37 -1.0(5) . . . . ?
C9 C33 C38 C37 -178.9(3) . . . . ?
C7 C2 N1 C1 -139.7(3) . . . . ?
C3 C2 N1 C1 42.0(5) . . . . ?
C7 C2 N1 C9 -22.9(3) . . . . ?
C3 C2 N1 C9 158.8(3) . . . . ?
N2 C1 N1 C2 89.2(3) . . . . ?
C11 C1 N1 C2 -149.0(3) . . . . ?
N2 C1 N1 C9 -26.5(3) . . . . ?
C11 C1 N1 C9 95.3(3) . . . . ?
C33 C9 N1 C2 155.3(3) . . . . ?
C10 C9 N1 C2 -84.1(3) . . . . ?
C8 C9 N1 C2 32.6(3) . . . . ?
C33 C9 N1 C1 -80.8(3) . . . . ?
C10 C9 N1 C1 39.8(3) . . . . ?
C8 C9 N1 C1 156.4(3) . . . . ?
C9 C10 N2 C1 22.3(3) . . . . ?
C9 C10 N2 S1 163.1(2) . . . . ?
N1 C1 N2 C10 2.0(4) . . . . ?
C11 C1 N2 C10 -119.4(3) . . . . ?
N1 C1 N2 S1 -138.9(2) . . . . ?
C11 C1 N2 S1 99.7(3) . . . . ?
C4 C5 O3 C25 173.2(5) . . . . ?
C6 C5 O3 C25 -7.9(7) . . . . ?
C10 N2 S1 O1 171.5(3) . . . . ?
C1 N2 S1 O1 -51.4(3) . . . . ?
C10 N2 S1 O2 42.3(3) . . . . ?
C1 N2 S1 O2 179.5(2) . . . . ?
C10 N2 S1 C18 -73.6(3) . . . . ?
C1 N2 S1 C18 63.6(3) . . . . ?
C23 C18 S1 O1 -164.3(3) . . . . ?
C19 C18 S1 O1 20.4(4) . . . . ?
C23 C18 S1 O2 -32.3(4) . . . . ?
C19 C18 S1 O2 152.3(3) . . . . ?
C23 C18 S1 N2 82.0(4) . . . . ?
C19 C18 S1 N2 -93.3(3) . . . . ?


# END of CIF
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/cc1k9c6f
_database_code_depnum_ccdc_archive 'CCDC 1438964'
_audit_update_record             
;
2015-11-25 deposited with the CCDC.
2016-06-03 downloaded from the CCDC.
;

_audit_creation_date             2015-11-25T16:52:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C30  H28  N2  O2  S1'
_chemical_formula_sum            'C30 H28 N2 O2 S'
_chemical_formula_weight         480.6

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.5621(3)
_cell_length_b                   12.1149(4)
_cell_length_c                   25.0836(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.7094(14)
_cell_angle_gamma                90
_cell_volume                     2564.63(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6342
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      25.58
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Block
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_type   none
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.976

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_number            18483
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.647
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_number_total             4520
_reflns_number_gt                3469
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+0.6692P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4520
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.08
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.033

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3147(2) 0.72427(14) 0.07210(7) 0.0408(4) Uani 1 d . .
C2 C 0.2217(2) 0.79623(15) 0.10509(7) 0.0415(4) Uani 1 d . .
C3 C 0.0698(2) 0.78412(18) 0.11576(8) 0.0546(5) Uani 1 d . .
H3 H 0.0084 0.7235 0.1026 0.066 Uiso 1 calc . .
C4 C 0.0103(2) 0.8640(2) 0.14648(9) 0.0663(6) Uani 1 d . .
H4 H -0.091 0.8558 0.1548 0.08 Uiso 1 calc . .
C5 C 0.0982(3) 0.9543(2) 0.16473(9) 0.0645(6) Uani 1 d . .
H5 H 0.0555 1.007 0.1851 0.077 Uiso 1 calc . .
C6 C 0.2502(2) 0.96928(17) 0.15360(8) 0.0536(5) Uani 1 d . .
H6 H 0.3095 1.0314 0.1657 0.064 Uiso 1 calc . .
C7 C 0.3102(2) 0.88863(14) 0.12387(7) 0.0404(4) Uani 1 d . .
C8 C 0.49092(19) 0.77080(13) 0.09305(7) 0.0375(4) Uani 1 d . .
C9 C 0.3002(3) 0.60131(15) 0.08462(9) 0.0575(5) Uani 1 d . .
H9A H 0.3182 0.5906 0.1231 0.086 Uiso 1 calc . .
H9B H 0.3775 0.5604 0.0691 0.086 Uiso 1 calc . .
H9C H 0.1959 0.5759 0.0695 0.086 Uiso 1 calc . .
C10 C 0.2644(2) 0.74850(16) 0.01146(7) 0.0477(5) Uani 1 d . .
C11 C 0.2904(3) 0.6730(2) -0.02742(9) 0.0674(6) Uani 1 d . .
H11 H 0.3368 0.6053 -0.0169 0.081 Uiso 1 calc . .
C12 C 0.2480(3) 0.6973(3) -0.08215(10) 0.0876(8) Uani 1 d . .
H12 H 0.2652 0.6455 -0.1079 0.105 Uiso 1 calc . .
C13 C 0.1811(3) 0.7972(3) -0.09820(10) 0.0859(9) Uani 1 d . .
H13 H 0.1541 0.8137 -0.1348 0.103 Uiso 1 calc . .
C14 C 0.1543(3) 0.8721(2) -0.06042(9) 0.0718(7) Uani 1 d . .
H14 H 0.1086 0.9398 -0.0713 0.086 Uiso 1 calc . .
C15 C 0.1945(2) 0.84809(18) -0.00592(8) 0.0559(5) Uani 1 d . .
H15 H 0.1743 0.8998 0.0195 0.067 Uiso 1 calc . .
C16 C 0.5856(2) 0.95475(16) 0.13527(9) 0.0558(5) Uani 1 d . .
H16A H 0.5552 1.031 0.1316 0.084 Uiso 1 calc . .
H16B H 0.6797 0.9433 0.1199 0.084 Uiso 1 calc . .
H16C H 0.6059 0.9352 0.1729 0.084 Uiso 1 calc . .
C17 C 0.5537(2) 0.71624(14) 0.14687(7) 0.0412(4) Uani 1 d . .
H17 H 0.4886 0.7165 0.173 0.049 Uiso 1 calc . .
C18 C 0.9084(2) 0.67924(14) 0.24692(7) 0.0433(4) Uani 1 d . .
C19 C 0.9080(2) 0.76876(17) 0.28044(9) 0.0601(6) Uani 1 d . .
H19 H 0.8136 0.7944 0.2896 0.072 Uiso 1 calc . .
C20 C 1.0490(3) 0.82004(19) 0.30024(10) 0.0723(6) Uani 1 d . .
H20 H 1.0489 0.8803 0.3232 0.087 Uiso 1 calc . .
C21 C 1.1904(3) 0.78478(18) 0.28703(9) 0.0625(6) Uani 1 d . .
C22 C 1.1879(2) 0.69559(19) 0.25325(9) 0.0614(6) Uani 1 d . .
H22 H 1.2823 0.6704 0.244 0.074 Uiso 1 calc . .
C23 C 1.0484(2) 0.64248(16) 0.23277(8) 0.0541(5) Uani 1 d . .
H23 H 1.0486 0.5825 0.2097 0.065 Uiso 1 calc . .
C24 C 1.3439(3) 0.8434(3) 0.30863(13) 0.1056(10) Uani 1 d . .
H24A H 1.4077 0.7975 0.3349 0.158 Uiso 1 calc . .
H24B H 1.3213 0.9116 0.3253 0.158 Uiso 1 calc . .
H24C H 1.4002 0.8584 0.2794 0.158 Uiso 1 calc . .
C25 C 0.5991(2) 0.76236(14) 0.05122(7) 0.0422(4) Uani 1 d . .
C26 C 0.6754(2) 0.66428(16) 0.04279(8) 0.0534(5) Uani 1 d . .
H26 H 0.6644 0.6034 0.0644 0.064 Uiso 1 calc . .
C27 C 0.7675(3) 0.6558(2) 0.00271(10) 0.0710(7) Uani 1 d . .
H27 H 0.8188 0.5899 -0.0022 0.085 Uiso 1 calc . .
C28 C 0.7832(3) 0.7445(3) -0.02982(11) 0.0861(9) Uani 1 d . .
H28 H 0.8453 0.7389 -0.0567 0.103 Uiso 1 calc . .
C29 C 0.7069(3) 0.8418(2) -0.02257(9) 0.0786(7) Uani 1 d . .
H29 H 0.7165 0.9018 -0.0449 0.094 Uiso 1 calc . .
C30 C 0.6160(2) 0.85082(17) 0.01777(8) 0.0560(5) Uani 1 d . .
H30 H 0.5655 0.9172 0.0225 0.067 Uiso 1 calc . .
N1 N 0.68724(17) 0.67071(12) 0.15880(6) 0.0454(4) Uani 1 d . .
N2 N 0.45810(16) 0.88610(11) 0.10705(6) 0.0398(3) Uani 1 d . .
O1 O 0.7646(2) 0.50061(11) 0.20985(7) 0.0822(5) Uani 1 d . .
O2 O 0.61433(16) 0.63743(14) 0.25307(6) 0.0723(5) Uani 1 d . .
S1 S 0.73138(6) 0.61301(4) 0.22048(2) 0.05173(16) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 C2 1.517(3) . ?
C1 C9 1.532(2) . ?
C1 C10 1.538(2) . ?
C1 C8 1.613(2) . ?
C2 C3 1.379(2) . ?
C2 C7 1.389(2) . ?
C3 C4 1.386(3) . ?
C3 H3 0.93 . ?
C4 C5 1.363(3) . ?
C4 H4 0.93 . ?
C5 C6 1.388(3) . ?
C5 H5 0.93 . ?
C6 C7 1.380(3) . ?
C6 H6 0.93 . ?
C7 N2 1.401(2) . ?
C8 N2 1.479(2) . ?
C8 C25 1.516(2) . ?
C8 C17 1.518(2) . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?
C10 C11 1.383(3) . ?
C10 C15 1.384(3) . ?
C11 C12 1.391(3) . ?
C11 H11 0.93 . ?
C12 C13 1.370(4) . ?
C12 H12 0.93 . ?
C13 C14 1.359(4) . ?
C13 H13 0.93 . ?
C14 C15 1.383(3) . ?
C14 H14 0.93 . ?
C15 H15 0.93 . ?
C16 N2 1.457(2) . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
C17 N1 1.259(2) . ?
C17 H17 0.93 . ?
C18 C19 1.373(3) . ?
C18 C23 1.380(2) . ?
C18 S1 1.7438(18) . ?
C19 C20 1.374(3) . ?
C19 H19 0.93 . ?
C20 C21 1.376(3) . ?
C20 H20 0.93 . ?
C21 C22 1.371(3) . ?
C21 C24 1.512(3) . ?
C22 C23 1.377(3) . ?
C22 H22 0.93 . ?
C23 H23 0.93 . ?
C24 H24A 0.96 . ?
C24 H24B 0.96 . ?
C24 H24C 0.96 . ?
C25 C30 1.384(3) . ?
C25 C26 1.389(3) . ?
C26 C27 1.382(3) . ?
C26 H26 0.93 . ?
C27 C28 1.370(4) . ?
C27 H27 0.93 . ?
C28 C29 1.375(4) . ?
C28 H28 0.93 . ?
C29 C30 1.381(3) . ?
C29 H29 0.93 . ?
C30 H30 0.93 . ?
N1 S1 1.6815(15) . ?
O1 S1 1.4254(16) . ?
O2 S1 1.4272(15) . ?

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
C2 C1 C9 112.27(15) . . ?
C2 C1 C10 110.15(15) . . ?
C9 C1 C10 111.69(15) . . ?
C2 C1 C8 99.78(13) . . ?
C9 C1 C8 112.12(15) . . ?
C10 C1 C8 110.26(13) . . ?
C3 C2 C7 119.91(18) . . ?
C3 C2 C1 130.08(17) . . ?
C7 C2 C1 109.95(14) . . ?
C2 C3 C4 118.7(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 120.85(19) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.4(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 117.6(2) . . ?
C7 C6 H6 121.2 . . ?
C5 C6 H6 121.2 . . ?
C6 C7 C2 121.48(17) . . ?
C6 C7 N2 128.03(17) . . ?
C2 C7 N2 110.47(15) . . ?
N2 C8 C25 113.01(13) . . ?
N2 C8 C17 104.67(13) . . ?
C25 C8 C17 114.84(14) . . ?
N2 C8 C1 101.69(13) . . ?
C25 C8 C1 113.46(14) . . ?
C17 C8 C1 108.02(13) . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 117.85(19) . . ?
C11 C10 C1 121.33(19) . . ?
C15 C10 C1 120.81(17) . . ?
C10 C11 C12 120.7(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.4(3) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 C8 125.00(16) . . ?
N1 C17 H17 117.5 . . ?
C8 C17 H17 117.5 . . ?
C19 C18 C23 120.27(18) . . ?
C19 C18 S1 120.34(14) . . ?
C23 C18 S1 119.37(15) . . ?
C18 C19 C20 119.08(19) . . ?
C18 C19 H19 120.5 . . ?
C20 C19 H19 120.5 . . ?
C19 C20 C21 121.9(2) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C22 C21 C20 118.1(2) . . ?
C22 C21 C24 120.9(2) . . ?
C20 C21 C24 121.0(2) . . ?
C21 C22 C23 121.41(19) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C18 119.30(19) . . ?
C22 C23 H23 120.3 . . ?
C18 C23 H23 120.3 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 118.05(18) . . ?
C30 C25 C8 120.41(17) . . ?
C26 C25 C8 121.40(16) . . ?
C27 C26 C25 121.0(2) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C28 C27 C26 120.0(2) . . ?
C28 C27 H27 120 . . ?
C26 C27 H27 120 . . ?
C27 C28 C29 119.8(2) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C28 C29 C30 120.2(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C25 120.8(2) . . ?
C29 C30 H30 119.6 . . ?
C25 C30 H30 119.6 . . ?
C17 N1 S1 117.07(13) . . ?
C7 N2 C16 118.84(14) . . ?
C7 N2 C8 108.04(13) . . ?
C16 N2 C8 119.84(14) . . ?
O1 S1 O2 119.11(10) . . ?
O1 S1 N1 104.25(9) . . ?
O2 S1 N1 111.74(8) . . ?
O1 S1 C18 108.84(9) . . ?
O2 S1 C18 109.62(9) . . ?
N1 S1 C18 101.82(8) . . ?

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
C9 C1 C2 C3 -45.2(3) . . . . ?
C10 C1 C2 C3 79.9(2) . . . . ?
C8 C1 C2 C3 -164.12(18) . . . . ?
C9 C1 C2 C7 137.69(16) . . . . ?
C10 C1 C2 C7 -97.16(16) . . . . ?
C8 C1 C2 C7 18.78(17) . . . . ?
C7 C2 C3 C4 -1.6(3) . . . . ?
C1 C2 C3 C4 -178.50(18) . . . . ?
C2 C3 C4 C5 1.6(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C5 C6 C7 C2 0.8(3) . . . . ?
C5 C6 C7 N2 178.98(17) . . . . ?
C3 C2 C7 C6 0.5(3) . . . . ?
C1 C2 C7 C6 177.89(16) . . . . ?
C3 C2 C7 N2 -178.05(15) . . . . ?
C1 C2 C7 N2 -0.61(19) . . . . ?
C2 C1 C8 N2 -28.88(15) . . . . ?
C9 C1 C8 N2 -147.90(15) . . . . ?
C10 C1 C8 N2 86.98(16) . . . . ?
C2 C1 C8 C25 -150.55(14) . . . . ?
C9 C1 C8 C25 90.44(18) . . . . ?
C10 C1 C8 C25 -34.7(2) . . . . ?
C2 C1 C8 C17 80.94(16) . . . . ?
C9 C1 C8 C17 -38.08(19) . . . . ?
C10 C1 C8 C17 -163.19(15) . . . . ?
C2 C1 C10 C11 -158.86(17) . . . . ?
C9 C1 C10 C11 -33.4(2) . . . . ?
C8 C1 C10 C11 91.98(19) . . . . ?
C2 C1 C10 C15 22.6(2) . . . . ?
C9 C1 C10 C15 148.09(17) . . . . ?
C8 C1 C10 C15 -86.5(2) . . . . ?
C15 C10 C11 C12 0.3(3) . . . . ?
C1 C10 C11 C12 -178.29(19) . . . . ?
C10 C11 C12 C13 0.6(4) . . . . ?
C11 C12 C13 C14 -0.9(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C10 0.8(3) . . . . ?
C11 C10 C15 C14 -1.0(3) . . . . ?
C1 C10 C15 C14 177.59(17) . . . . ?
N2 C8 C17 N1 -121.45(18) . . . . ?
C25 C8 C17 N1 3.0(2) . . . . ?
C1 C8 C17 N1 130.77(17) . . . . ?
C23 C18 C19 C20 -0.9(3) . . . . ?
S1 C18 C19 C20 -179.33(17) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C20 C21 C22 -0.2(4) . . . . ?
C19 C20 C21 C24 179.1(2) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C24 C21 C22 C23 -179.1(2) . . . . ?
C21 C22 C23 C18 -0.6(3) . . . . ?
C19 C18 C23 C22 0.9(3) . . . . ?
S1 C18 C23 C22 179.33(15) . . . . ?
N2 C8 C25 C30 -20.8(2) . . . . ?
C17 C8 C25 C30 -140.79(17) . . . . ?
C1 C8 C25 C30 94.29(19) . . . . ?
N2 C8 C25 C26 163.56(16) . . . . ?
C17 C8 C25 C26 43.6(2) . . . . ?
C1 C8 C25 C26 -81.3(2) . . . . ?
C30 C25 C26 C27 1.0(3) . . . . ?
C8 C25 C26 C27 176.71(17) . . . . ?
C25 C26 C27 C28 -0.7(3) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C27 C28 C29 C30 0.8(4) . . . . ?
C28 C29 C30 C25 -0.5(3) . . . . ?
C26 C25 C30 C29 -0.4(3) . . . . ?
C8 C25 C30 C29 -176.15(19) . . . . ?
C8 C17 N1 S1 -178.81(12) . . . . ?
C6 C7 N2 C16 20.3(3) . . . . ?
C2 C7 N2 C16 -161.29(16) . . . . ?
C6 C7 N2 C8 161.30(18) . . . . ?
C2 C7 N2 C8 -20.32(19) . . . . ?
C25 C8 N2 C7 152.73(14) . . . . ?
C17 C8 N2 C7 -81.61(15) . . . . ?
C1 C8 N2 C7 30.76(16) . . . . ?
C25 C8 N2 C16 -66.8(2) . . . . ?
C17 C8 N2 C16 58.89(19) . . . . ?
C1 C8 N2 C16 171.27(15) . . . . ?
C17 N1 S1 O1 122.50(15) . . . . ?
C17 N1 S1 O2 -7.40(17) . . . . ?
C17 N1 S1 C18 -124.33(14) . . . . ?
C19 C18 S1 O1 -152.94(16) . . . . ?
C23 C18 S1 O1 28.65(18) . . . . ?
C19 C18 S1 O2 -21.08(19) . . . . ?
C23 C18 S1 O2 160.50(15) . . . . ?
C19 C18 S1 N1 97.37(17) . . . . ?
C23 C18 S1 N1 -81.05(16) . . . . ?


# END of CIF
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
