# Electronic Supplementary Material (ESI) for ChemComm.
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1438159'
_audit_update_record             
;
2015-11-21 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H36 N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         580.76

_chemical_melting_point          ?

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

_cell_length_a                   13.1630(9)
_cell_length_b                   9.4788(7)
_cell_length_c                   25.5497(18)
_cell_angle_alpha                90
_cell_angle_beta                 96.7832(10)
_cell_angle_gamma                90
_cell_volume                     3165.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4846
_cell_measurement_theta_min      2.6544
_cell_measurement_theta_max      28.0539
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232

_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            16398
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31

_refine_special_details          
;
;

_reflns_number_total             6445
_reflns_number_gt                5063
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0977
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_number_reflns         6445
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+1.0280P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.292
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0007(3)

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'

_computing_data_collection       'Bruker SMART APEXII'
_computing_cell_refinement       'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1 (Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 1.07672(3) 0.66534(4) 1.01674(2) 0.01847(11) Uani d . . . 1 . .
C C1 0.87992(11) 0.84446(16) 0.90799(6) 0.0172(3) Uani d . . . 1 . .
N N2 0.84719(9) 0.90623(13) 0.95693(5) 0.0165(3) Uani d . . . 1 . .
N N1 0.87516(9) 0.92409(13) 1.04446(5) 0.0170(3) Uani d . . . 1 . .
C C4 0.96654(11) 0.74956(16) 0.93357(6) 0.0178(3) Uani d . . . 1 . .
C C5 0.76178(11) 0.77986(16) 0.82766(6) 0.0182(3) Uani d . . . 1 . .
C C6 0.77239(11) 0.99667(15) 0.97072(6) 0.0163(3) Uani d . . . 1 . .
C C7 0.97920(11) 0.76639(16) 0.98720(6) 0.0173(3) Uani d . . . 1 . .
C C8 0.74016(11) 1.09373(16) 1.06158(6) 0.0170(3) Uani d . . . 1 . .
O O1 0.80740(9) 0.87582(13) 0.74790(4) 0.0309(3) Uani d . . . 1 . .
C C10 0.89347(11) 0.98002(16) 0.82509(6) 0.0170(3) Uani d . . . 1 . .
C C11 1.03676(11) 0.65508(16) 0.91524(6) 0.0190(3) Uani d . . . 1 . .
H H11 1.0387 0.6327 0.8791 0.023 Uiso calc U . R 1 . .
C C12 0.68852(11) 1.04926(16) 0.93213(6) 0.0162(3) Uani d . . . 1 . .
C C13 0.90498(11) 0.86553(16) 1.00247(6) 0.0165(3) Uani d . . . 1 . .
C C14 0.79296(11) 0.76434(16) 0.87888(6) 0.0178(3) Uani d . . . 1 . .
H H14 0.7578 0.6983 0.8981 0.021 Uiso calc U . R 1 . .
C C15 0.58998(12) 0.99687(16) 0.93374(6) 0.0199(3) Uani d . . . 1 . .
H H15 0.5781 0.9279 0.9593 0.024 Uiso calc U . R 1 . .
C C16 1.10234(12) 0.59902(16) 0.95588(6) 0.0193(3) Uani d . . . 1 . .
C C17 0.81983(12) 0.87859(16) 0.79623(6) 0.0201(3) Uani d . . . 1 . .
C C18 0.76157(11) 1.07078(17) 1.11600(6) 0.0197(3) Uani d . . . 1 . .
H H18 0.8068 0.9969 1.1286 0.024 Uiso calc U . R 1 . .
C C19 1.18557(12) 0.49642(16) 0.95384(6) 0.0219(3) Uani d . . . 1 . .
C C20 0.92146(11) 0.95907(16) 0.87644(6) 0.0171(3) Uani d . . . 1 . .
H H20 0.971 1.021 0.8941 0.02 Uiso calc U . R 1 . .
C C21 0.71768(12) 1.15437(17) 1.15162(6) 0.0224(4) Uani d . . . 1 . .
H H21 0.733 1.1374 1.1883 0.027 Uiso calc U . R 1 . .
C C22 0.79177(11) 1.00760(16) 1.02503(6) 0.0164(3) Uani d . . . 1 . .
C C23 0.62869(12) 1.28625(17) 1.08052(6) 0.0227(4) Uani d . . . 1 . .
H H23 0.5829 1.3597 1.0683 0.027 Uiso calc U . R 1 . .
C C24 0.70466(12) 1.15025(16) 0.89431(6) 0.0197(3) Uani d . . . 1 . .
H H24 0.7714 1.1871 0.8927 0.024 Uiso calc U . R 1 . .
C C25 0.70162(13) 0.59635(18) 0.75898(7) 0.0271(4) Uani d . . . 1 . .
H H25A 0.7507 0.5287 0.7765 0.041 Uiso calc U . R 1 . .
H H25B 0.7336 0.6482 0.7321 0.041 Uiso calc U . R 1 . .
H H25C 0.6414 0.5457 0.7423 0.041 Uiso calc U . R 1 . .
C C26 0.99431(13) 1.20743(17) 0.83334(6) 0.0245(4) Uani d . . . 1 . .
H H26A 0.9488 1.2451 0.8577 0.037 Uiso calc U . R 1 . .
H H26B 1.0202 1.2851 0.8133 0.037 Uiso calc U . R 1 . .
H H26C 1.0519 1.1586 0.8534 0.037 Uiso calc U . R 1 . .
C C27 0.66891(12) 0.70061(17) 0.79992(6) 0.0211(3) Uani d . . . 1 . .
C C28 0.93494(12) 1.10344(16) 0.79521(6) 0.0201(3) Uani d . . . 1 . .
C C29 0.65144(12) 1.26281(17) 1.13417(6) 0.0237(4) Uani d . . . 1 . .
H H29 0.6219 1.3205 1.1588 0.028 Uiso calc U . R 1 . .
C C30 0.52588(12) 1.14486(17) 0.86115(6) 0.0235(4) Uani d . . . 1 . .
H H30 0.4704 1.1779 0.8371 0.028 Uiso calc U . R 1 . .
C C31 0.50919(12) 1.04433(17) 0.89844(6) 0.0225(4) Uani d . . . 1 . .
H H31 0.4424 1.0078 0.8998 0.027 Uiso calc U . R 1 . .
C C32 0.67255(12) 1.20285(16) 1.04463(6) 0.0197(3) Uani d . . . 1 . .
H H32 0.6564 1.2201 1.008 0.024 Uiso calc U . R 1 . .
C C33 0.61433(13) 0.61671(19) 0.83960(7) 0.0289(4) Uani d . . . 1 . .
H H33A 0.6617 0.5476 0.8575 0.043 Uiso calc U . R 1 . .
H H33B 0.5552 0.5676 0.821 0.043 Uiso calc U . R 1 . .
H H33C 0.5911 0.6814 0.8657 0.043 Uiso calc U . R 1 . .
C C34 0.62341(13) 1.19724(17) 0.85889(6) 0.0240(4) Uani d . . . 1 . .
H H34 0.6349 1.2656 0.833 0.029 Uiso calc U . R 1 . .
C C35 0.59205(13) 0.80839(19) 0.77311(7) 0.0294(4) Uani d . . . 1 . .
H H35A 0.5297 0.7593 0.7582 0.044 Uiso calc U . R 1 . .
H H35B 0.6225 0.8568 0.7449 0.044 Uiso calc U . R 1 . .
H H35C 0.5749 0.8776 0.7992 0.044 Uiso calc U . R 1 . .
C C36 0.84628(13) 1.18439(19) 0.76449(7) 0.0303(4) Uani d . . . 1 . .
H H36A 0.8105 1.1226 0.7376 0.046 Uiso calc U . R 1 . .
H H36B 0.8731 1.2667 0.7474 0.046 Uiso calc U . R 1 . .
H H36C 0.7985 1.2156 0.7888 0.046 Uiso calc U . R 1 . .
C C37 1.28112(14) 0.33657(19) 0.90463(8) 0.0339(4) Uani d . . . 1 . .
H H37 1.2905 0.2919 0.8723 0.041 Uiso calc U . R 1 . .
C C38 1.25327(13) 0.46631(19) 0.99856(7) 0.0294(4) Uani d . . . 1 . .
H H38 1.2442 0.5103 1.0311 0.035 Uiso calc U . R 1 . .
C C39 1.34824(14) 0.30865(19) 0.94940(8) 0.0364(5) Uani d . . . 1 . .
H H39 1.4039 0.2456 0.9478 0.044 Uiso calc U . R 1 . .
C C40 1.00799(15) 1.0505(2) 0.75703(7) 0.0337(4) Uani d . . . 1 . .
H H40A 1.0644 0.9984 0.7767 0.05 Uiso calc U . R 1 . .
H H40B 1.0354 1.1311 0.7392 0.05 Uiso calc U . R 1 . .
H H40C 0.9709 0.9882 0.7308 0.05 Uiso calc U . R 1 . .
C C41 1.20055(13) 0.42925(18) 0.90687(7) 0.0284(4) Uani d . . . 1 . .
H H41 1.1548 0.4473 0.876 0.034 Uiso calc U . R 1 . .
C C42 1.33358(14) 0.3730(2) 0.99623(8) 0.0356(5) Uani d . . . 1 . .
H H42 1.3789 0.3533 1.0271 0.043 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C7 . 1.7046(15) ?
S1 C16 . 1.7465(16) ?
C1 N2 . 1.4896(19) ?
C1 C20 . 1.494(2) ?
C1 C14 . 1.496(2) ?
C1 C4 . 1.536(2) ?
N2 C13 . 1.3685(18) ?
N2 C6 . 1.3821(19) ?
N1 C13 . 1.3085(19) ?
N1 C22 . 1.3961(18) ?
C4 C7 . 1.370(2) ?
C4 C11 . 1.406(2) ?
C5 C14 . 1.332(2) ?
C5 C17 . 1.500(2) ?
C5 C27 . 1.535(2) ?
C6 C22 . 1.385(2) ?
C6 C12 . 1.477(2) ?
C7 C13 . 1.442(2) ?
C8 C32 . 1.399(2) ?
C8 C18 . 1.403(2) ?
C8 C22 . 1.466(2) ?
O1 C17 . 1.2264(18) ?
C10 C20 . 1.335(2) ?
C10 C17 . 1.496(2) ?
C10 C28 . 1.532(2) ?
C11 C16 . 1.376(2) ?
C11 H11 . 0.95 ?
C12 C15 . 1.394(2) ?
C12 C24 . 1.394(2) ?
C14 H14 . 0.95 ?
C15 C31 . 1.386(2) ?
C15 H15 . 0.95 ?
C16 C19 . 1.471(2) ?
C18 C21 . 1.384(2) ?
C18 H18 . 0.95 ?
C19 C41 . 1.393(2) ?
C19 C38 . 1.393(2) ?
C20 H20 . 0.95 ?
C21 C29 . 1.387(2) ?
C21 H21 . 0.95 ?
C23 C29 . 1.386(2) ?
C23 C32 . 1.387(2) ?
C23 H23 . 0.95 ?
C24 C34 . 1.390(2) ?
C24 H24 . 0.95 ?
C25 C27 . 1.537(2) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 C28 . 1.533(2) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 C33 . 1.533(2) ?
C27 C35 . 1.540(2) ?
C28 C36 . 1.533(2) ?
C28 C40 . 1.533(2) ?
C29 H29 . 0.95 ?
C30 C31 . 1.383(2) ?
C30 C34 . 1.384(2) ?
C30 H30 . 0.95 ?
C31 H31 . 0.95 ?
C32 H32 . 0.95 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34 . 0.95 ?
C35 H35A . 0.98 ?
C35 H35B . 0.98 ?
C35 H35C . 0.98 ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
C37 C41 . 1.384(2) ?
C37 C39 . 1.386(3) ?
C37 H37 . 0.95 ?
C38 C42 . 1.385(2) ?
C38 H38 . 0.95 ?
C39 C42 . 1.377(3) ?
C39 H39 . 0.95 ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C41 H41 . 0.95 ?
C42 H42 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 S1 C16 . . 91.30(7) ?
N2 C1 C20 . . 109.12(12) ?
N2 C1 C14 . . 109.67(12) ?
C20 C1 C14 . . 114.08(12) ?
N2 C1 C4 . . 98.44(11) ?
C20 C1 C4 . . 110.77(12) ?
C14 C1 C4 . . 113.58(12) ?
C13 N2 C6 . . 107.41(12) ?
C13 N2 C1 . . 114.59(12) ?
C6 N2 C1 . . 138.00(12) ?
C13 N1 C22 . . 104.38(12) ?
C7 C4 C11 . . 113.59(14) ?
C7 C4 C1 . . 110.72(13) ?
C11 C4 C1 . . 135.65(14) ?
C14 C5 C17 . . 118.52(14) ?
C14 C5 C27 . . 122.38(14) ?
C17 C5 C27 . . 119.10(13) ?
N2 C6 C22 . . 104.44(12) ?
N2 C6 C12 . . 122.54(13) ?
C22 C6 C12 . . 132.71(14) ?
C4 C7 C13 . . 109.89(13) ?
C4 C7 S1 . . 111.94(12) ?
C13 C7 S1 . . 138.17(12) ?
C32 C8 C18 . . 117.87(14) ?
C32 C8 C22 . . 122.68(13) ?
C18 C8 C22 . . 119.41(14) ?
C20 C10 C17 . . 118.45(14) ?
C20 C10 C28 . . 122.01(14) ?
C17 C10 C28 . . 119.54(13) ?
C16 C11 C4 . . 111.90(14) ?
C16 C11 H11 . . 124.1 ?
C4 C11 H11 . . 124.1 ?
C15 C12 C24 . . 118.92(14) ?
C15 C12 C6 . . 118.99(13) ?
C24 C12 C6 . . 122.09(13) ?
N1 C13 N2 . . 112.77(13) ?
N1 C13 C7 . . 140.95(14) ?
N2 C13 C7 . . 106.26(13) ?
C5 C14 C1 . . 124.12(14) ?
C5 C14 H14 . . 117.9 ?
C1 C14 H14 . . 117.9 ?
C31 C15 C12 . . 120.68(15) ?
C31 C15 H15 . . 119.7 ?
C12 C15 H15 . . 119.7 ?
C11 C16 C19 . . 129.21(15) ?
C11 C16 S1 . . 111.27(12) ?
C19 C16 S1 . . 119.52(12) ?
O1 C17 C10 . . 120.77(14) ?
O1 C17 C5 . . 120.66(14) ?
C10 C17 C5 . . 118.57(13) ?
C21 C18 C8 . . 120.84(15) ?
C21 C18 H18 . . 119.6 ?
C8 C18 H18 . . 119.6 ?
C41 C19 C38 . . 118.11(15) ?
C41 C19 C16 . . 120.98(15) ?
C38 C19 C16 . . 120.89(15) ?
C10 C20 C1 . . 124.20(14) ?
C10 C20 H20 . . 117.9 ?
C1 C20 H20 . . 117.9 ?
C18 C21 C29 . . 120.56(15) ?
C18 C21 H21 . . 119.7 ?
C29 C21 H21 . . 119.7 ?
C6 C22 N1 . . 110.98(13) ?
C6 C22 C8 . . 129.46(14) ?
N1 C22 C8 . . 119.55(13) ?
C29 C23 C32 . . 120.29(15) ?
C29 C23 H23 . . 119.9 ?
C32 C23 H23 . . 119.9 ?
C34 C24 C12 . . 120.18(15) ?
C34 C24 H24 . . 119.9 ?
C12 C24 H24 . . 119.9 ?
C27 C25 H25A . . 109.5 ?
C27 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C27 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C28 C26 H26A . . 109.5 ?
C28 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C28 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C33 C27 C5 . . 111.00(13) ?
C33 C27 C25 . . 107.91(13) ?
C5 C27 C25 . . 110.92(13) ?
C33 C27 C35 . . 107.68(14) ?
C5 C27 C35 . . 109.04(13) ?
C25 C27 C35 . . 110.24(13) ?
C36 C28 C10 . . 110.04(13) ?
C36 C28 C26 . . 107.67(13) ?
C10 C28 C26 . . 111.04(12) ?
C36 C28 C40 . . 109.56(14) ?
C10 C28 C40 . . 110.75(13) ?
C26 C28 C40 . . 107.69(14) ?
C23 C29 C21 . . 119.40(15) ?
C23 C29 H29 . . 120.3 ?
C21 C29 H29 . . 120.3 ?
C31 C30 C34 . . 119.97(15) ?
C31 C30 H30 . . 120.0 ?
C34 C30 H30 . . 120.0 ?
C30 C31 C15 . . 119.99(15) ?
C30 C31 H31 . . 120.0 ?
C15 C31 H31 . . 120.0 ?
C23 C32 C8 . . 121.05(14) ?
C23 C32 H32 . . 119.5 ?
C8 C32 H32 . . 119.5 ?
C27 C33 H33A . . 109.5 ?
C27 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C27 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C30 C34 C24 . . 120.26(15) ?
C30 C34 H34 . . 119.9 ?
C24 C34 H34 . . 119.9 ?
C27 C35 H35A . . 109.5 ?
C27 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C27 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
C28 C36 H36A . . 109.5 ?
C28 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C28 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C41 C37 C39 . . 120.28(17) ?
C41 C37 H37 . . 119.9 ?
C39 C37 H37 . . 119.9 ?
C42 C38 C19 . . 120.87(17) ?
C42 C38 H38 . . 119.6 ?
C19 C38 H38 . . 119.6 ?
C42 C39 C37 . . 119.44(17) ?
C42 C39 H39 . . 120.3 ?
C37 C39 H39 . . 120.3 ?
C28 C40 H40A . . 109.5 ?
C28 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C28 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C37 C41 C19 . . 120.87(17) ?
C37 C41 H41 . . 119.6 ?
C19 C41 H41 . . 119.6 ?
C39 C42 C38 . . 120.43(18) ?
C39 C42 H42 . . 119.8 ?
C38 C42 H42 . . 119.8 ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       'photochromic compound'
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1438160'
_audit_update_record             
;
2015-11-21 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H32 N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         504.66

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.580(6)
_cell_length_b                   14.496(8)
_cell_length_c                   18.428(10)
_cell_angle_alpha                67.834(7)
_cell_angle_beta                 89.295(8)
_cell_angle_gamma                70.014(8)
_cell_volume                     2668.(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2337
_cell_measurement_theta_min      2.3106
_cell_measurement_theta_max      23.4002
_cell_measurement_temperature    90.0

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1072

_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.0

_diffrn_source                   'sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            12029
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         1.20
_diffrn_reflns_theta_max         24.61
_diffrn_reflns_theta_full        24.61
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             8730
_reflns_number_gt                5731
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1298
_refine_ls_R_factor_gt           0.0873
_refine_ls_wR_factor_gt          0.2270
_refine_ls_wR_factor_ref         0.2555
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_number_reflns         8730
_refine_ls_number_parameters     679
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1332P)²+6.0052P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.021
_refine_diff_density_min         -0.441
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker SMART APEXII'
_computing_cell_refinement       'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1 (Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S2 0.71612(12) 0.69427(11) 0.12312(8) 0.0248(3) Uani d . . . 1 . .
S S1 -0.21410(12) 0.31209(11) 0.44979(8) 0.0243(3) Uani d . . . 1 . .
N N1 0.0834(3) 0.0623(3) 0.5722(2) 0.0182(9) Uani d . . . 1 . .
N N4 0.4151(4) 0.9376(3) 0.1082(2) 0.0184(9) Uani d . . . 1 . .
O O1 0.3297(4) 0.5781(3) 0.1790(2) 0.0306(9) Uani d . . . 1 . .
N N2 0.0223(4) -0.0747(3) 0.6307(2) 0.0191(9) Uani d . . . 1 . .
N N3 0.4709(4) 1.0760(3) 0.0882(2) 0.0208(9) Uani d . . . 1 . .
C C8 -0.0111(4) 0.0244(4) 0.5828(3) 0.0178(11) Uani d . . . 1 . .
C C9 0.6217(4) 0.8905(4) 0.1002(3) 0.0198(11) Uani d . . . 1 . .
C C10 0.3463(5) 1.1020(4) 0.0995(3) 0.0200(11) Uani d . . . 1 . .
C C11 0.3608(5) 0.0358(4) 0.5685(3) 0.0224(11) Uani d . . . 1 . .
H H11 0.3257 0.0513 0.517 0.027 Uiso calc U . R 1 . .
C C12 0.3110(4) 1.0159(4) 0.1134(3) 0.0199(11) Uani d . . . 1 . .
C C13 0.1483(4) -0.1046(4) 0.6577(3) 0.0192(11) Uani d . . . 1 . .
C C14 0.1858(4) -0.0190(4) 0.6228(3) 0.0194(11) Uani d . . . 1 . .
C C15 0.5071(4) 0.9779(4) 0.0956(3) 0.0173(11) Uani d . . . 1 . .
C C16 0.4298(4) 0.7654(4) 0.2074(3) 0.0229(12) Uani d . . . 1 . .
H H16 0.4523 0.7828 0.2487 0.027 Uiso calc U . R 1 . .
C C17 -0.0926(4) 0.2019(4) 0.5080(3) 0.0191(11) Uani d . . . 1 . .
C C18 0.1402(4) 0.9592(4) 0.0907(3) 0.0206(11) Uani d . . . 1 . .
H H18 0.1741 0.9497 0.0456 0.025 Uiso calc U . R 1 . .
C C19 0.1374(4) 0.2929(4) 0.5577(3) 0.0179(10) Uani d . . . 1 . .
C C20 0.0727(4) 0.2295(4) 0.5767(3) 0.0204(11) Uani d . . . 1 . .
H H20 0.0422 0.2153 0.6262 0.024 Uiso calc U . R 1 . .
C C21 0.5918(5) 0.8023(4) 0.1199(3) 0.0216(11) Uani d . . . 1 . .
C C22 0.8070(5) 0.7700(4) 0.1010(3) 0.0235(12) Uani d . . . 1 . .
H H22 0.8928 0.7419 0.097 0.028 Uiso calc U . R 1 . .
O O2 0.2206(5) 0.3931(4) 0.4536(2) 0.0485(12) Uani d . . . 1 . .
C C24 -0.2501(5) 0.1352(4) 0.5160(3) 0.0228(12) Uani d . . . 1 . .
H H24 -0.2883 0.0835 0.532 0.027 Uiso calc U . R 1 . .
C C25 0.4555(4) 0.8225(4) 0.1262(3) 0.0177(11) Uani d . . . 1 . .
C C26 0.3447(5) -0.2611(4) 0.7205(3) 0.0247(12) Uani d . . . 1 . .
H H26 0.3905 -0.221 0.6891 0.03 Uiso calc U . R 1 . .
C C27 0.0445(4) 0.1788(4) 0.5260(3) 0.0181(11) Uani d . . . 1 . .
C C28 0.2758(5) 1.2093(4) 0.0948(3) 0.0206(11) Uani d . . . 1 . .
C C29 0.4015(4) 0.8022(4) 0.0635(3) 0.0171(10) Uani d . . . 1 . .
H H29 0.4027 0.8447 0.0099 0.021 Uiso calc U . R 1 . .
C C30 0.2992(4) 0.7087(4) 0.0117(3) 0.0217(11) Uani d . . . 1 . .
C C31 0.5199(5) 0.0298(4) 0.6513(3) 0.0263(12) Uani d . . . 1 . .
H H31 0.5938 0.0422 0.6576 0.032 Uiso calc U . R 1 . .
C C32 0.1000(4) 0.2024(4) 0.4502(3) 0.0182(11) Uani d . . . 1 . .
H H32 0.0921 0.1667 0.4178 0.022 Uiso calc U . R 1 . .
C C33 0.2159(5) -0.2133(4) 0.7135(3) 0.0220(11) Uani d . . . 1 . .
C C34 0.3358(5) 1.2716(4) 0.1058(3) 0.0241(12) Uani d . . . 1 . .
H H34 0.4237 1.2435 0.1171 0.029 Uiso calc U . R 1 . .
C C35 0.0360(5) 0.9907(4) 0.2185(3) 0.0275(12) Uani d . . . 1 . .
H H35 0 1.002 0.2625 0.033 Uiso calc U . R 1 . .
C C36 0.1415(5) 1.0136(4) 0.1977(3) 0.0260(12) Uani d . . . 1 . .
H H36 0.1768 1.0409 0.2274 0.031 Uiso calc U . R 1 . .
C C37 -0.1229(4) 0.1137(4) 0.5381(3) 0.0201(11) Uani d . . . 1 . .
C C38 0.1717(5) 0.3361(4) 0.6143(3) 0.0218(11) Uani d . . . 1 . .
C C39 0.3516(4) 0.7281(4) 0.0782(3) 0.0179(11) Uani d . . . 1 . .
C C40 0.2097(5) 0.2952(4) 0.3462(3) 0.0244(12) Uani d . . . 1 . .
C C41 0.3464(5) 0.6408(4) 0.3086(3) 0.0247(12) Uani d . . . 1 . .
C C42 0.3418(5) -0.4252(5) 0.8168(3) 0.0307(13) Uani d . . . 1 . .
H H42 0.3847 -0.4975 0.8518 0.037 Uiso calc U . R 1 . .
C C43 0.3498(5) 0.6593(4) 0.1622(3) 0.0225(11) Uani d . . . 1 . .
C C44 0.1781(5) 0.3231(4) 0.4775(3) 0.0269(12) Uani d . . . 1 . .
C C45 -0.0171(5) 0.9516(4) 0.1760(3) 0.0260(12) Uani d . . . 1 . .
H H45 -0.0896 0.9363 0.1904 0.031 Uiso calc U . R 1 . .
C C46 -0.3077(5) 0.2382(4) 0.4697(3) 0.0248(12) Uani d . . . 1 . .
H H46 -0.3933 0.2681 0.4495 0.03 Uiso calc U . R 1 . .
C C47 0.1949(5) 0.2241(5) 0.3064(3) 0.0278(12) Uani d . . . 1 . .
H H47A 0.1068 0.2363 0.297 0.042 Uiso calc U . R 1 . .
H H47B 0.2402 0.149 0.3407 0.042 Uiso calc U . R 1 . .
H H47C 0.2282 0.2415 0.2559 0.042 Uiso calc U . R 1 . .
C C48 0.3035(4) -0.0050(4) 0.6330(3) 0.0196(11) Uani d . . . 1 . .
C C49 0.0357(4) 0.9350(4) 0.1127(3) 0.0216(11) Uani d . . . 1 . .
H H49 0.0003 0.9068 0.0838 0.026 Uiso calc U . R 1 . .
C C50 0.7473(5) 0.8721(4) 0.0898(3) 0.0230(12) Uani d . . . 1 . .
H H50 0.7841 0.9247 0.0768 0.028 Uiso calc U . R 1 . .
C C51 0.1458(5) 1.2529(4) 0.0789(3) 0.0256(12) Uani d . . . 1 . .
H H51 0.102 1.2118 0.0714 0.031 Uiso calc U . R 1 . .
C C52 0.3780(4) 0.6927(4) 0.2258(3) 0.0192(11) Uani d . . . 1 . .
C C53 0.3580(5) -0.0289(4) 0.7075(3) 0.0272(12) Uani d . . . 1 . .
H H53 0.3203 -0.0566 0.7526 0.033 Uiso calc U . R 1 . .
C C54 0.1593(4) 0.2697(4) 0.4258(3) 0.0188(11) Uani d . . . 1 . .
C C55 0.4056(5) -0.3644(4) 0.7715(3) 0.0287(13) Uani d . . . 1 . .
H H55 0.4933 -0.3948 0.776 0.034 Uiso calc U . R 1 . .
C C56 0.1433(6) 1.4154(5) 0.0855(3) 0.0327(13) Uani d . . . 1 . .
H H56 0.0987 1.4853 0.0828 0.039 Uiso calc U . R 1 . .
C C57 0.1961(4) 0.9972(4) 0.1340(3) 0.0196(11) Uani d . . . 1 . .
C C58 0.4671(4) 0.0542(4) 0.5776(3) 0.0244(12) Uani d . . . 1 . .
H H58 0.5038 0.084 0.5326 0.029 Uiso calc U . R 1 . .
C C59 0.0820(5) 1.3541(4) 0.0741(3) 0.0283(12) Uani d . . . 1 . .
H H59 -0.0059 1.3827 0.0629 0.034 Uiso calc U . R 1 . .
C C60 0.2139(5) -0.3790(5) 0.8103(3) 0.0303(13) Uani d . . . 1 . .
H H60 0.1682 -0.4202 0.8404 0.036 Uiso calc U . R 1 . .
C C61 0.3898(5) 0.6036(4) 0.0105(3) 0.0289(13) Uani d . . . 1 . .
H H61A 0.3953 0.5444 0.0606 0.043 Uiso calc U . R 1 . .
H H61B 0.4719 0.6082 0.0033 0.043 Uiso calc U . R 1 . .
H H61C 0.36 0.5911 -0.0333 0.043 Uiso calc U . R 1 . .
C C62 0.2106(5) 0.6517(5) 0.3027(3) 0.0309(13) Uani d . . . 1 . .
H H62A 0.1977 0.6137 0.2713 0.046 Uiso calc U . R 1 . .
H H62B 0.1579 0.7275 0.2773 0.046 Uiso calc U . R 1 . .
H H62C 0.1893 0.6208 0.3559 0.046 Uiso calc U . R 1 . .
C C63 0.2878(5) 0.7974(4) -0.0682(3) 0.0281(13) Uani d . . . 1 . .
H H63A 0.2559 0.782 -0.1096 0.042 Uiso calc U . R 1 . .
H H63B 0.3695 0.8019 -0.0779 0.042 Uiso calc U . R 1 . .
H H63C 0.2307 0.8656 -0.0687 0.042 Uiso calc U . R 1 . .
C C64 0.1539(5) -0.2753(4) 0.7613(3) 0.0253(12) Uani d . . . 1 . .
H H64 0.0667 -0.2441 0.7595 0.03 Uiso calc U . R 1 . .
C C65 0.1718(5) 0.7028(5) 0.0244(4) 0.0330(14) Uani d . . . 1 . .
H H65A 0.1155 0.77 0.0259 0.05 Uiso calc U . R 1 . .
H H65B 0.1779 0.6435 0.0746 0.05 Uiso calc U . R 1 . .
H H65C 0.1397 0.6912 -0.019 0.05 Uiso calc U . R 1 . .
C C66 0.3116(5) 0.3100(6) 0.6235(4) 0.0427(16) Uani d . . . 1 . .
H H66A 0.3359 0.3456 0.5724 0.064 Uiso calc U . R 1 . .
H H66B 0.3551 0.2325 0.6422 0.064 Uiso calc U . R 1 . .
H H66C 0.3336 0.3351 0.6619 0.064 Uiso calc U . R 1 . .
C C67 0.4668(5) -0.0128(5) 0.7167(3) 0.0298(13) Uani d . . . 1 . .
H H67 0.5048 -0.0311 0.7681 0.036 Uiso calc U . R 1 . .
C C68 0.2718(5) 1.3721(4) 0.1007(3) 0.0306(13) Uani d . . . 1 . .
H H68 0.3156 1.4135 0.1078 0.037 Uiso calc U . R 1 . .
C C69 0.1400(6) 0.2841(6) 0.6961(3) 0.0433(17) Uani d . . . 1 . .
H H69A 0.1673 0.3104 0.732 0.065 Uiso calc U . R 1 . .
H H69B 0.1822 0.2063 0.7157 0.065 Uiso calc U . R 1 . .
H H69C 0.0502 0.3018 0.6936 0.065 Uiso calc U . R 1 . .
C C70 0.3612(6) 0.6989(5) 0.3597(3) 0.0341(14) Uani d . . . 1 . .
H H70A 0.3367 0.6672 0.4117 0.051 Uiso calc U . R 1 . .
H H70B 0.3084 0.7747 0.3341 0.051 Uiso calc U . R 1 . .
H H70C 0.448 0.6921 0.3661 0.051 Uiso calc U . R 1 . .
C C71 0.3489(5) 0.2729(6) 0.3578(4) 0.0400(16) Uani d . . . 1 . .
H H71A 0.3802 0.2864 0.3066 0.06 Uiso calc U . R 1 . .
H H71B 0.3926 0.1982 0.3937 0.06 Uiso calc U . R 1 . .
H H71C 0.3628 0.32 0.3805 0.06 Uiso calc U . R 1 . .
C C72 0.4309(6) 0.5238(5) 0.3472(3) 0.0407(15) Uani d . . . 1 . .
H H72A 0.4187 0.4858 0.3156 0.061 Uiso calc U . R 1 . .
H H72B 0.4109 0.4917 0.4006 0.061 Uiso calc U . R 1 . .
H H72C 0.5175 0.5185 0.3503 0.061 Uiso calc U . R 1 . .
C C73 0.1056(6) 0.4553(5) 0.5858(4) 0.0454(17) Uani d . . . 1 . .
H H73A 0.1289 0.4908 0.5342 0.068 Uiso calc U . R 1 . .
H H73B 0.129 0.4803 0.6238 0.068 Uiso calc U . R 1 . .
H H73C 0.0158 0.4724 0.5807 0.068 Uiso calc U . R 1 . .
C C74 0.1385(6) 0.4104(5) 0.2924(3) 0.0418(16) Uani d . . . 1 . .
H H74A 0.1705 0.427 0.2414 0.063 Uiso calc U . R 1 . .
H H74B 0.1483 0.4573 0.3168 0.063 Uiso calc U . R 1 . .
H H74C 0.0504 0.4217 0.2842 0.063 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S2 C21 . 1.708(5) ?
S2 C22 . 1.709(5) ?
S1 C17 . 1.700(5) ?
S1 C46 . 1.716(5) ?
N1 C8 . 1.364(6) ?
N1 C14 . 1.381(6) ?
N1 C27 . 1.479(7) ?
N4 C15 . 1.360(6) ?
N4 C12 . 1.376(6) ?
N4 C25 . 1.471(6) ?
O1 C43 . 1.203(6) ?
N2 C8 . 1.290(6) ?
N2 C13 . 1.410(6) ?
N3 C15 . 1.290(6) ?
N3 C10 . 1.396(6) ?
C8 C37 . 1.452(7) ?
C9 C21 . 1.354(7) ?
C9 C50 . 1.411(7) ?
C9 C15 . 1.465(7) ?
C10 C12 . 1.378(7) ?
C10 C28 . 1.457(7) ?
C11 C58 . 1.370(7) ?
C11 C48 . 1.387(7) ?
C11 H11 . 0.95 ?
C12 C57 . 1.465(7) ?
C13 C14 . 1.378(7) ?
C13 C33 . 1.452(7) ?
C14 C48 . 1.470(7) ?
C16 C52 . 1.321(7) ?
C16 C25 . 1.496(7) ?
C16 H16 . 0.95 ?
C17 C37 . 1.354(7) ?
C17 C27 . 1.520(7) ?
C18 C49 . 1.386(6) ?
C18 C57 . 1.397(7) ?
C18 H18 . 0.95 ?
C19 C20 . 1.322(7) ?
C19 C44 . 1.494(7) ?
C19 C38 . 1.521(6) ?
C20 C27 . 1.486(6) ?
C20 H20 . 0.95 ?
C21 C25 . 1.516(6) ?
C22 C50 . 1.335(7) ?
C22 H22 . 0.95 ?
O2 C44 . 1.209(6) ?
C24 C46 . 1.331(7) ?
C24 C37 . 1.427(7) ?
C24 H24 . 0.95 ?
C25 C29 . 1.487(6) ?
C26 C55 . 1.362(7) ?
C26 C33 . 1.398(7) ?
C26 H26 . 0.95 ?
C27 C32 . 1.498(6) ?
C28 C34 . 1.383(7) ?
C28 C51 . 1.404(7) ?
C29 C39 . 1.327(7) ?
C29 H29 . 0.95 ?
C30 C63 . 1.516(7) ?
C30 C65 . 1.517(7) ?
C30 C39 . 1.531(6) ?
C30 C61 . 1.535(7) ?
C31 C58 . 1.362(7) ?
C31 C67 . 1.376(8) ?
C31 H31 . 0.95 ?
C32 C54 . 1.321(7) ?
C32 H32 . 0.95 ?
C33 C64 . 1.388(7) ?
C34 C68 . 1.358(8) ?
C34 H34 . 0.95 ?
C35 C45 . 1.377(7) ?
C35 C36 . 1.385(7) ?
C35 H35 . 0.95 ?
C36 C57 . 1.388(7) ?
C36 H36 . 0.95 ?
C38 C73 . 1.506(8) ?
C38 C69 . 1.514(8) ?
C38 C66 . 1.528(7) ?
C39 C43 . 1.497(7) ?
C40 C74 . 1.510(8) ?
C40 C47 . 1.523(7) ?
C40 C54 . 1.533(7) ?
C40 C71 . 1.533(7) ?
C41 C72 . 1.521(8) ?
C41 C70 . 1.525(7) ?
C41 C62 . 1.527(7) ?
C41 C52 . 1.528(7) ?
C42 C55 . 1.375(8) ?
C42 C60 . 1.387(8) ?
C42 H42 . 0.95 ?
C43 C52 . 1.503(7) ?
C44 C54 . 1.494(7) ?
C45 C49 . 1.374(7) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 C53 . 1.383(7) ?
C49 H49 . 0.95 ?
C50 H50 . 0.95 ?
C51 C59 . 1.367(8) ?
C51 H51 . 0.95 ?
C53 C67 . 1.380(7) ?
C53 H53 . 0.95 ?
C55 H55 . 0.95 ?
C56 C59 . 1.384(7) ?
C56 C68 . 1.387(8) ?
C56 H56 . 0.95 ?
C58 H58 . 0.95 ?
C59 H59 . 0.95 ?
C60 C64 . 1.355(8) ?
C60 H60 . 0.95 ?
C61 H61A . 0.98 ?
C61 H61B . 0.98 ?
C61 H61C . 0.98 ?
C62 H62A . 0.98 ?
C62 H62B . 0.98 ?
C62 H62C . 0.98 ?
C63 H63A . 0.98 ?
C63 H63B . 0.98 ?
C63 H63C . 0.98 ?
C64 H64 . 0.95 ?
C65 H65A . 0.98 ?
C65 H65B . 0.98 ?
C65 H65C . 0.98 ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67 . 0.95 ?
C68 H68 . 0.95 ?
C69 H69A . 0.98 ?
C69 H69B . 0.98 ?
C69 H69C . 0.98 ?
C70 H70A . 0.98 ?
C70 H70B . 0.98 ?
C70 H70C . 0.98 ?
C71 H71A . 0.98 ?
C71 H71B . 0.98 ?
C71 H71C . 0.98 ?
C72 H72A . 0.98 ?
C72 H72B . 0.98 ?
C72 H72C . 0.98 ?
C73 H73A . 0.98 ?
C73 H73B . 0.98 ?
C73 H73C . 0.98 ?
C74 H74A . 0.98 ?
C74 H74B . 0.98 ?
C74 H74C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 S2 C22 . . 90.1(3) ?
C17 S1 C46 . . 90.1(3) ?
C8 N1 C14 . . 106.6(4) ?
C8 N1 C27 . . 114.6(4) ?
C14 N1 C27 . . 137.2(4) ?
C15 N4 C12 . . 106.9(4) ?
C15 N4 C25 . . 115.0(4) ?
C12 N4 C25 . . 137.0(4) ?
C8 N2 C13 . . 104.5(4) ?
C15 N3 C10 . . 104.4(4) ?
N2 C8 N1 . . 113.6(4) ?
N2 C8 C37 . . 139.3(4) ?
N1 C8 C37 . . 106.9(4) ?
C21 C9 C50 . . 113.8(5) ?
C21 C9 C15 . . 106.2(4) ?
C50 C9 C15 . . 139.9(5) ?
C12 C10 N3 . . 110.4(4) ?
C12 C10 C28 . . 130.7(5) ?
N3 C10 C28 . . 118.9(4) ?
C58 C11 C48 . . 121.2(5) ?
C58 C11 H11 . . 119.4 ?
C48 C11 H11 . . 119.4 ?
N4 C12 C10 . . 104.8(4) ?
N4 C12 C57 . . 122.2(4) ?
C10 C12 C57 . . 132.9(5) ?
C14 C13 N2 . . 109.9(4) ?
C14 C13 C33 . . 131.1(5) ?
N2 C13 C33 . . 119.0(4) ?
C13 C14 N1 . . 105.2(4) ?
C13 C14 C48 . . 132.2(5) ?
N1 C14 C48 . . 122.6(4) ?
N3 C15 N4 . . 113.4(4) ?
N3 C15 C9 . . 139.4(4) ?
N4 C15 C9 . . 107.0(4) ?
C52 C16 C25 . . 124.5(4) ?
C52 C16 H16 . . 117.7 ?
C25 C16 H16 . . 117.7 ?
C37 C17 C27 . . 113.5(4) ?
C37 C17 S1 . . 112.3(4) ?
C27 C17 S1 . . 133.8(4) ?
C49 C18 C57 . . 120.6(4) ?
C49 C18 H18 . . 119.7 ?
C57 C18 H18 . . 119.7 ?
C20 C19 C44 . . 118.7(4) ?
C20 C19 C38 . . 122.5(4) ?
C44 C19 C38 . . 118.8(4) ?
C19 C20 C27 . . 124.7(4) ?
C19 C20 H20 . . 117.7 ?
C27 C20 H20 . . 117.7 ?
C9 C21 C25 . . 114.3(4) ?
C9 C21 S2 . . 111.4(4) ?
C25 C21 S2 . . 133.9(4) ?
C50 C22 S2 . . 114.4(4) ?
C50 C22 H22 . . 122.8 ?
S2 C22 H22 . . 122.8 ?
C46 C24 C37 . . 110.4(5) ?
C46 C24 H24 . . 124.8 ?
C37 C24 H24 . . 124.8 ?
N4 C25 C29 . . 111.7(4) ?
N4 C25 C16 . . 109.5(4) ?
C29 C25 C16 . . 114.0(4) ?
N4 C25 C21 . . 97.3(4) ?
C29 C25 C21 . . 109.3(4) ?
C16 C25 C21 . . 113.8(4) ?
C55 C26 C33 . . 120.9(5) ?
C55 C26 H26 . . 119.5 ?
C33 C26 H26 . . 119.5 ?
N1 C27 C20 . . 109.3(4) ?
N1 C27 C32 . . 111.1(4) ?
C20 C27 C32 . . 114.0(4) ?
N1 C27 C17 . . 97.5(4) ?
C20 C27 C17 . . 114.5(4) ?
C32 C27 C17 . . 109.3(4) ?
C34 C28 C51 . . 117.9(5) ?
C34 C28 C10 . . 120.5(5) ?
C51 C28 C10 . . 121.7(4) ?
C39 C29 C25 . . 123.8(4) ?
C39 C29 H29 . . 118.1 ?
C25 C29 H29 . . 118.1 ?
C63 C30 C65 . . 108.2(4) ?
C63 C30 C39 . . 111.3(4) ?
C65 C30 C39 . . 110.8(4) ?
C63 C30 C61 . . 108.0(4) ?
C65 C30 C61 . . 110.5(4) ?
C39 C30 C61 . . 108.0(4) ?
C58 C31 C67 . . 120.3(5) ?
C58 C31 H31 . . 119.8 ?
C67 C31 H31 . . 119.8 ?
C54 C32 C27 . . 124.1(4) ?
C54 C32 H32 . . 117.9 ?
C27 C32 H32 . . 117.9 ?
C64 C33 C26 . . 117.1(5) ?
C64 C33 C13 . . 120.9(5) ?
C26 C33 C13 . . 122.1(5) ?
C68 C34 C28 . . 121.3(5) ?
C68 C34 H34 . . 119.3 ?
C28 C34 H34 . . 119.3 ?
C45 C35 C36 . . 120.6(5) ?
C45 C35 H35 . . 119.7 ?
C36 C35 H35 . . 119.7 ?
C35 C36 C57 . . 120.7(5) ?
C35 C36 H36 . . 119.7 ?
C57 C36 H36 . . 119.7 ?
C17 C37 C24 . . 112.9(5) ?
C17 C37 C8 . . 107.3(4) ?
C24 C37 C8 . . 139.8(5) ?
C73 C38 C69 . . 108.3(5) ?
C73 C38 C19 . . 111.6(4) ?
C69 C38 C19 . . 111.3(4) ?
C73 C38 C66 . . 109.2(5) ?
C69 C38 C66 . . 106.5(5) ?
C19 C38 C66 . . 109.9(4) ?
C29 C39 C43 . . 119.1(4) ?
C29 C39 C30 . . 121.9(4) ?
C43 C39 C30 . . 119.0(4) ?
C74 C40 C47 . . 108.5(5) ?
C74 C40 C54 . . 109.2(4) ?
C47 C40 C54 . . 111.0(4) ?
C74 C40 C71 . . 111.1(5) ?
C47 C40 C71 . . 106.4(4) ?
C54 C40 C71 . . 110.6(4) ?
C72 C41 C70 . . 109.5(5) ?
C72 C41 C62 . . 110.7(5) ?
C70 C41 C62 . . 106.9(4) ?
C72 C41 C52 . . 110.2(4) ?
C70 C41 C52 . . 110.3(4) ?
C62 C41 C52 . . 109.2(4) ?
C55 C42 C60 . . 118.8(5) ?
C55 C42 H42 . . 120.6 ?
C60 C42 H42 . . 120.6 ?
O1 C43 C39 . . 121.3(5) ?
O1 C43 C52 . . 120.6(5) ?
C39 C43 C52 . . 118.1(4) ?
O2 C44 C19 . . 120.5(5) ?
O2 C44 C54 . . 120.5(5) ?
C19 C44 C54 . . 118.9(4) ?
C49 C45 C35 . . 119.4(5) ?
C49 C45 H45 . . 120.3 ?
C35 C45 H45 . . 120.3 ?
C24 C46 S1 . . 114.2(4) ?
C24 C46 H46 . . 122.9 ?
S1 C46 H46 . . 122.9 ?
C40 C47 H47A . . 109.5 ?
C40 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C40 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C53 C48 C11 . . 118.2(4) ?
C53 C48 C14 . . 120.7(4) ?
C11 C48 C14 . . 121.1(4) ?
C45 C49 C18 . . 120.5(4) ?
C45 C49 H49 . . 119.8 ?
C18 C49 H49 . . 119.8 ?
C22 C50 C9 . . 110.2(5) ?
C22 C50 H50 . . 124.9 ?
C9 C50 H50 . . 124.9 ?
C59 C51 C28 . . 120.4(5) ?
C59 C51 H51 . . 119.8 ?
C28 C51 H51 . . 119.8 ?
C16 C52 C43 . . 118.3(4) ?
C16 C52 C41 . . 123.0(4) ?
C43 C52 C41 . . 118.8(4) ?
C67 C53 C48 . . 120.5(5) ?
C67 C53 H53 . . 119.7 ?
C48 C53 H53 . . 119.7 ?
C32 C54 C44 . . 119.0(4) ?
C32 C54 C40 . . 122.4(4) ?
C44 C54 C40 . . 118.6(4) ?
C26 C55 C42 . . 121.0(5) ?
C26 C55 H55 . . 119.5 ?
C42 C55 H55 . . 119.5 ?
C59 C56 C68 . . 118.2(5) ?
C59 C56 H56 . . 120.9 ?
C68 C56 H56 . . 120.9 ?
C36 C57 C18 . . 118.1(4) ?
C36 C57 C12 . . 121.6(4) ?
C18 C57 C12 . . 120.2(4) ?
C31 C58 C11 . . 119.9(5) ?
C31 C58 H58 . . 120.1 ?
C11 C58 H58 . . 120.1 ?
C51 C59 C56 . . 121.0(5) ?
C51 C59 H59 . . 119.5 ?
C56 C59 H59 . . 119.5 ?
C64 C60 C42 . . 120.2(5) ?
C64 C60 H60 . . 119.9 ?
C42 C60 H60 . . 119.9 ?
C30 C61 H61A . . 109.5 ?
C30 C61 H61B . . 109.5 ?
H61A C61 H61B . . 109.5 ?
C30 C61 H61C . . 109.5 ?
H61A C61 H61C . . 109.5 ?
H61B C61 H61C . . 109.5 ?
C41 C62 H62A . . 109.5 ?
C41 C62 H62B . . 109.5 ?
H62A C62 H62B . . 109.5 ?
C41 C62 H62C . . 109.5 ?
H62A C62 H62C . . 109.5 ?
H62B C62 H62C . . 109.5 ?
C30 C63 H63A . . 109.5 ?
C30 C63 H63B . . 109.5 ?
H63A C63 H63B . . 109.5 ?
C30 C63 H63C . . 109.5 ?
H63A C63 H63C . . 109.5 ?
H63B C63 H63C . . 109.5 ?
C60 C64 C33 . . 122.0(5) ?
C60 C64 H64 . . 119.0 ?
C33 C64 H64 . . 119.0 ?
C30 C65 H65A . . 109.5 ?
C30 C65 H65B . . 109.5 ?
H65A C65 H65B . . 109.5 ?
C30 C65 H65C . . 109.5 ?
H65A C65 H65C . . 109.5 ?
H65B C65 H65C . . 109.5 ?
C38 C66 H66A . . 109.5 ?
C38 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C38 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C31 C67 C53 . . 119.8(5) ?
C31 C67 H67 . . 120.1 ?
C53 C67 H67 . . 120.1 ?
C34 C68 C56 . . 121.1(5) ?
C34 C68 H68 . . 119.5 ?
C56 C68 H68 . . 119.5 ?
C38 C69 H69A . . 109.5 ?
C38 C69 H69B . . 109.5 ?
H69A C69 H69B . . 109.5 ?
C38 C69 H69C . . 109.5 ?
H69A C69 H69C . . 109.5 ?
H69B C69 H69C . . 109.5 ?
C41 C70 H70A . . 109.5 ?
C41 C70 H70B . . 109.5 ?
H70A C70 H70B . . 109.5 ?
C41 C70 H70C . . 109.5 ?
H70A C70 H70C . . 109.5 ?
H70B C70 H70C . . 109.5 ?
C40 C71 H71A . . 109.5 ?
C40 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
C40 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
C41 C72 H72A . . 109.5 ?
C41 C72 H72B . . 109.5 ?
H72A C72 H72B . . 109.5 ?
C41 C72 H72C . . 109.5 ?
H72A C72 H72C . . 109.5 ?
H72B C72 H72C . . 109.5 ?
C38 C73 H73A . . 109.5 ?
C38 C73 H73B . . 109.5 ?
H73A C73 H73B . . 109.5 ?
C38 C73 H73C . . 109.5 ?
H73A C73 H73C . . 109.5 ?
H73B C73 H73C . . 109.5 ?
C40 C74 H74A . . 109.5 ?
C40 C74 H74B . . 109.5 ?
H74A C74 H74B . . 109.5 ?
C40 C74 H74C . . 109.5 ?
H74A C74 H74C . . 109.5 ?
H74B C74 H74C . . 109.5 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane / hexane'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       'photochromic compound'
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1438161'
_audit_update_record             
;
2015-11-21 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H36 N2 O S'
_chemical_formula_iupac          ?
_chemical_formula_weight         580.76

_chemical_melting_point          ?

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

_cell_length_a                   12.9340(8)
_cell_length_b                   9.3801(5)
_cell_length_c                   26.1470(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.1867(8)
_cell_angle_gamma                90
_cell_volume                     3147.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6623
_cell_measurement_theta_min      2.6798
_cell_measurement_theta_max      28.4580
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232

_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            16252
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32

_refine_special_details          
;
;

_reflns_number_total             6399
_reflns_number_gt                5370
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0862
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_number_reflns         6399
_refine_ls_number_parameters     395
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0311P)²+2.0930P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.296
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0008(2)

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'

_computing_data_collection       'Bruker SMART APEXII'
_computing_cell_refinement       'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1 (Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 -0.04717(3) 0.36257(4) 0.10015(2) 0.01942(9) Uani d . . . 1 . .
N N1 0.11633(9) 0.09217(12) -0.03942(4) 0.0159(2) Uani d . . . 1 . .
N N2 0.14996(9) 0.09455(12) 0.04612(4) 0.0152(2) Uani d . . . 1 . .
C C3 0.20101(10) 0.00321(14) -0.02325(5) 0.0152(3) Uani d . . . 1 . .
C C4 0.03490(10) 0.24952(15) 0.07369(5) 0.0169(3) Uani d . . . 1 . .
O O1 0.19482(9) 0.10127(13) 0.25174(4) 0.0315(3) Uani d . . . 1 . .
C C6 0.12167(10) 0.14834(15) 0.09611(5) 0.0160(3) Uani d . . . 1 . .
C C7 0.31763(11) -0.19300(15) -0.04786(5) 0.0181(3) Uani d . . . 1 . .
H H7 0.3351 -0.2167 -0.0125 0.022 Uiso calc U . R 1 . .
C C8 -0.06698(10) 0.33605(15) 0.00084(5) 0.0177(3) Uani d . . . 1 . .
H H8 -0.0901 0.3465 -0.0349 0.021 Uiso calc U . R 1 . .
C C9 0.24490(10) 0.20170(15) 0.17533(5) 0.0179(3) Uani d . . . 1 . .
C C10 0.01536(10) 0.24504(15) 0.02105(5) 0.0161(3) Uani d . . . 1 . .
C C11 -0.10940(11) 0.40727(15) 0.03893(6) 0.0188(3) Uani d . . . 1 . .
C C12 0.22789(10) -0.04511(15) -0.11400(5) 0.0185(3) Uani d . . . 1 . .
H H12 0.1834 0.0331 -0.1242 0.022 Uiso calc U . R 1 . .
C C13 0.18395(11) 0.10053(16) 0.20449(5) 0.0201(3) Uani d . . . 1 . .
C C14 0.26941(11) -0.12456(16) -0.15098(5) 0.0208(3) Uani d . . . 1 . .
H H14 0.2531 -0.1005 -0.1864 0.025 Uiso calc U . R 1 . .
C C15 0.30914(10) -0.05759(14) 0.06589(5) 0.0153(3) Uani d . . . 1 . .
C C16 0.10897(10) 0.00058(15) 0.17470(5) 0.0171(3) Uani d . . . 1 . .
C C17 0.22355(10) 0.00399(14) 0.02981(5) 0.0149(3) Uani d . . . 1 . .
C C18 0.33466(11) -0.23912(16) -0.13699(6) 0.0226(3) Uani d . . . 1 . .
H H18 0.3623 -0.2942 -0.1626 0.027 Uiso calc U . R 1 . .
C C19 0.07948(10) 0.02790(14) 0.12497(5) 0.0159(3) Uani d . . . 1 . .
H H19 0.0287 -0.0326 0.1067 0.019 Uiso calc U . R 1 . .
C C20 0.25058(10) -0.07851(15) -0.06157(5) 0.0161(3) Uani d . . . 1 . .
C C21 0.08947(10) 0.14480(15) 0.00344(5) 0.0154(3) Uani d . . . 1 . .
C C22 0.21308(10) 0.22311(15) 0.12529(5) 0.0171(3) Uani d . . . 1 . .
H H22 0.2505 0.2894 0.1072 0.02 Uiso calc U . R 1 . .
C C23 0.34067(11) 0.27651(16) 0.20393(5) 0.0210(3) Uani d . . . 1 . .
C C24 0.35901(11) -0.27235(16) -0.08517(6) 0.0207(3) Uani d . . . 1 . .
H H24 0.4043 -0.3499 -0.0752 0.025 Uiso calc U . R 1 . .
C C25 0.41061(11) -0.00827(15) 0.06518(5) 0.0193(3) Uani d . . . 1 . .
H H25 0.4239 0.064 0.0414 0.023 Uiso calc U . R 1 . .
C C26 0.49231(11) -0.06335(16) 0.09873(6) 0.0231(3) Uani d . . . 1 . .
H H26 0.5611 -0.0289 0.0978 0.028 Uiso calc U . R 1 . .
C C27 0.06736(11) -0.12778(16) 0.20226(5) 0.0200(3) Uani d . . . 1 . .
C C28 0.47353(12) -0.16856(17) 0.13356(6) 0.0242(3) Uani d . . . 1 . .
H H28 0.5295 -0.2066 0.1565 0.029 Uiso calc U . R 1 . .
C C29 -0.19872(11) 0.50561(15) 0.03436(6) 0.0216(3) Uani d . . . 1 . .
C C30 0.39893(12) 0.36119(18) 0.16642(6) 0.0279(4) Uani d . . . 1 . .
H H30A 0.4598 0.4076 0.1855 0.042 Uiso calc U . R 1 . .
H H30B 0.3525 0.4337 0.1491 0.042 Uiso calc U . R 1 . .
H H30C 0.4218 0.2964 0.1407 0.042 Uiso calc U . R 1 . .
C C31 0.29106(11) -0.16351(16) 0.10120(5) 0.0200(3) Uani d . . . 1 . .
H H31 0.2224 -0.1984 0.1022 0.024 Uiso calc U . R 1 . .
C C32 0.01069(12) -0.23283(16) 0.16356(6) 0.0240(3) Uani d . . . 1 . .
H H32A -0.0476 -0.1843 0.1431 0.036 Uiso calc U . R 1 . .
H H32B -0.0159 -0.3129 0.1822 0.036 Uiso calc U . R 1 . .
H H32C 0.0593 -0.2685 0.1406 0.036 Uiso calc U . R 1 . .
C C33 0.30739(12) 0.38148(17) 0.24416(6) 0.0272(3) Uani d . . . 1 . .
H H33A 0.2741 0.3288 0.27 0.041 Uiso calc U . R 1 . .
H H33B 0.2581 0.4509 0.227 0.041 Uiso calc U . R 1 . .
H H33C 0.3689 0.4315 0.261 0.041 Uiso calc U . R 1 . .
C C34 0.41629(12) 0.16427(18) 0.23033(6) 0.0299(4) Uani d . . . 1 . .
H H34A 0.3828 0.1138 0.2567 0.045 Uiso calc U . R 1 . .
H H34B 0.4796 0.2116 0.2466 0.045 Uiso calc U . R 1 . .
H H34C 0.4346 0.096 0.2046 0.045 Uiso calc U . R 1 . .
C C35 0.37307(12) -0.21820(17) 0.13491(6) 0.0244(3) Uani d . . . 1 . .
H H35 0.3602 -0.2899 0.159 0.029 Uiso calc U . R 1 . .
C C36 -0.30940(13) 0.67371(17) 0.07193(7) 0.0327(4) Uani d . . . 1 . .
H H36 -0.323 0.7304 0.1004 0.039 Uiso calc U . R 1 . .
C C37 -0.22055(12) 0.58969(17) 0.07556(7) 0.0287(4) Uani d . . . 1 . .
H H37 -0.1739 0.5895 0.1066 0.034 Uiso calc U . R 1 . .
C C38 -0.00953(13) -0.07822(19) 0.23881(6) 0.0319(4) Uani d . . . 1 . .
H H38A -0.0674 -0.027 0.2191 0.048 Uiso calc U . R 1 . .
H H38B 0.0263 -0.0147 0.265 0.048 Uiso calc U . R 1 . .
H H38C -0.0366 -0.1613 0.2556 0.048 Uiso calc U . R 1 . .
C C39 0.15806(13) -0.20874(18) 0.23293(6) 0.0315(4) Uani d . . . 1 . .
H H39A 0.1317 -0.296 0.2473 0.047 Uiso calc U . R 1 . .
H H39B 0.1906 -0.1483 0.261 0.047 Uiso calc U . R 1 . .
H H39C 0.2097 -0.2336 0.21 0.047 Uiso calc U . R 1 . .
C C40 -0.26774(12) 0.51031(19) -0.01116(6) 0.0307(4) Uani d . . . 1 . .
H H40 -0.2537 0.4555 -0.0401 0.037 Uiso calc U . R 1 . .
C C41 -0.37812(13) 0.67528(18) 0.02701(7) 0.0345(4) Uani d . . . 1 . .
H H41 -0.4396 0.7315 0.0247 0.041 Uiso calc U . R 1 . .
C C42 -0.35653(14) 0.5943(2) -0.01456(7) 0.0397(5) Uani d . . . 1 . .
H H42 -0.403 0.5962 -0.0457 0.048 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C4 . 1.7069(14) ?
S1 C11 . 1.7502(15) ?
N1 C21 . 1.3105(17) ?
N1 C3 . 1.3995(17) ?
N2 C21 . 1.3643(17) ?
N2 C17 . 1.3824(17) ?
N2 C6 . 1.4888(17) ?
C3 C17 . 1.3816(18) ?
C3 C20 . 1.4707(19) ?
C4 C10 . 1.3686(19) ?
C4 C6 . 1.5295(18) ?
O1 C13 . 1.2258(17) ?
C6 C19 . 1.4988(19) ?
C6 C22 . 1.4987(19) ?
C7 C24 . 1.387(2) ?
C7 C20 . 1.3986(19) ?
C7 H7 . 0.95 ?
C8 C11 . 1.370(2) ?
C8 C10 . 1.4147(19) ?
C8 H8 . 0.95 ?
C9 C22 . 1.3367(19) ?
C9 C13 . 1.501(2) ?
C9 C23 . 1.5344(19) ?
C10 C21 . 1.4579(19) ?
C11 C29 . 1.4715(19) ?
C12 C14 . 1.382(2) ?
C12 C20 . 1.4011(19) ?
C12 H12 . 0.95 ?
C13 C16 . 1.4958(19) ?
C14 C18 . 1.387(2) ?
C14 H14 . 0.95 ?
C15 C25 . 1.3938(19) ?
C15 C31 . 1.3959(19) ?
C15 C17 . 1.4791(18) ?
C16 C19 . 1.3333(19) ?
C16 C27 . 1.535(2) ?
C18 C24 . 1.388(2) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
C22 H22 . 0.95 ?
C23 C30 . 1.531(2) ?
C23 C34 . 1.540(2) ?
C23 C33 . 1.541(2) ?
C24 H24 . 0.95 ?
C25 C26 . 1.386(2) ?
C25 H25 . 0.95 ?
C26 C28 . 1.385(2) ?
C26 H26 . 0.95 ?
C27 C32 . 1.532(2) ?
C27 C38 . 1.535(2) ?
C27 C39 . 1.536(2) ?
C28 C35 . 1.385(2) ?
C28 H28 . 0.95 ?
C29 C37 . 1.392(2) ?
C29 C40 . 1.396(2) ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C35 . 1.390(2) ?
C31 H31 . 0.95 ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 H35 . 0.95 ?
C36 C41 . 1.382(3) ?
C36 C37 . 1.387(2) ?
C36 H36 . 0.95 ?
C37 H37 . 0.95 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C40 C42 . 1.386(2) ?
C40 H40 . 0.95 ?
C41 C42 . 1.383(3) ?
C41 H41 . 0.95 ?
C42 H42 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 S1 C11 . . 90.94(7) ?
C21 N1 C3 . . 104.33(11) ?
C21 N2 C17 . . 107.84(11) ?
C21 N2 C6 . . 114.98(11) ?
C17 N2 C6 . . 137.18(11) ?
C17 C3 N1 . . 111.04(12) ?
C17 C3 C20 . . 129.17(12) ?
N1 C3 C20 . . 119.76(12) ?
C10 C4 C6 . . 113.63(12) ?
C10 C4 S1 . . 112.38(10) ?
C6 C4 S1 . . 133.93(10) ?
N2 C6 C19 . . 109.36(11) ?
N2 C6 C22 . . 109.91(11) ?
C19 C6 C22 . . 114.21(11) ?
N2 C6 C4 . . 97.06(10) ?
C19 C6 C4 . . 111.40(11) ?
C22 C6 C4 . . 113.52(11) ?
C24 C7 C20 . . 120.90(13) ?
C24 C7 H7 . . 119.6 ?
C20 C7 H7 . . 119.6 ?
C11 C8 C10 . . 111.96(12) ?
C11 C8 H8 . . 124.0 ?
C10 C8 H8 . . 124.0 ?
C22 C9 C13 . . 118.37(12) ?
C22 C9 C23 . . 122.64(13) ?
C13 C9 C23 . . 118.99(12) ?
C4 C10 C8 . . 113.13(12) ?
C4 C10 C21 . . 106.95(12) ?
C8 C10 C21 . . 139.93(13) ?
C8 C11 C29 . . 128.93(13) ?
C8 C11 S1 . . 111.59(10) ?
C29 C11 S1 . . 119.42(11) ?
C14 C12 C20 . . 120.80(13) ?
C14 C12 H12 . . 119.6 ?
C20 C12 H12 . . 119.6 ?
O1 C13 C16 . . 120.91(13) ?
O1 C13 C9 . . 120.46(13) ?
C16 C13 C9 . . 118.63(12) ?
C12 C14 C18 . . 120.68(13) ?
C12 C14 H14 . . 119.7 ?
C18 C14 H14 . . 119.7 ?
C25 C15 C31 . . 118.75(12) ?
C25 C15 C17 . . 119.52(12) ?
C31 C15 C17 . . 121.73(12) ?
C19 C16 C13 . . 118.37(13) ?
C19 C16 C27 . . 122.31(13) ?
C13 C16 C27 . . 119.32(12) ?
N2 C17 C3 . . 104.25(11) ?
N2 C17 C15 . . 122.18(11) ?
C3 C17 C15 . . 133.27(12) ?
C14 C18 C24 . . 119.21(13) ?
C14 C18 H18 . . 120.4 ?
C24 C18 H18 . . 120.4 ?
C16 C19 C6 . . 123.93(13) ?
C16 C19 H19 . . 118.0 ?
C6 C19 H19 . . 118.0 ?
C7 C20 C12 . . 118.01(13) ?
C7 C20 C3 . . 122.34(12) ?
C12 C20 C3 . . 119.62(12) ?
N1 C21 N2 . . 112.53(12) ?
N1 C21 C10 . . 140.18(12) ?
N2 C21 C10 . . 107.27(11) ?
C9 C22 C6 . . 123.69(13) ?
C9 C22 H22 . . 118.2 ?
C6 C22 H22 . . 118.2 ?
C30 C23 C9 . . 110.91(12) ?
C30 C23 C34 . . 107.80(12) ?
C9 C23 C34 . . 109.54(12) ?
C30 C23 C33 . . 107.92(13) ?
C9 C23 C33 . . 110.34(12) ?
C34 C23 C33 . . 110.28(12) ?
C7 C24 C18 . . 120.39(14) ?
C7 C24 H24 . . 119.8 ?
C18 C24 H24 . . 119.8 ?
C26 C25 C15 . . 120.82(14) ?
C26 C25 H25 . . 119.6 ?
C15 C25 H25 . . 119.6 ?
C28 C26 C25 . . 119.95(14) ?
C28 C26 H26 . . 120.0 ?
C25 C26 H26 . . 120.0 ?
C32 C27 C38 . . 108.20(12) ?
C32 C27 C16 . . 111.17(11) ?
C38 C27 C16 . . 110.33(12) ?
C32 C27 C39 . . 107.32(12) ?
C38 C27 C39 . . 109.68(13) ?
C16 C27 C39 . . 110.07(12) ?
C35 C28 C26 . . 119.92(13) ?
C35 C28 H28 . . 120.0 ?
C26 C28 H28 . . 120.0 ?
C37 C29 C40 . . 118.15(14) ?
C37 C29 C11 . . 121.69(14) ?
C40 C29 C11 . . 120.06(14) ?
C23 C30 H30A . . 109.5 ?
C23 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C23 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C35 C31 C15 . . 120.30(13) ?
C35 C31 H31 . . 119.8 ?
C15 C31 H31 . . 119.8 ?
C27 C32 H32A . . 109.5 ?
C27 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C27 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C23 C33 H33A . . 109.5 ?
C23 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C23 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C23 C34 H34A . . 109.5 ?
C23 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C23 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C28 C35 C31 . . 120.25(14) ?
C28 C35 H35 . . 119.9 ?
C31 C35 H35 . . 119.9 ?
C41 C36 C37 . . 120.24(16) ?
C41 C36 H36 . . 119.9 ?
C37 C36 H36 . . 119.9 ?
C36 C37 C29 . . 121.04(16) ?
C36 C37 H37 . . 119.5 ?
C29 C37 H37 . . 119.5 ?
C27 C38 H38A . . 109.5 ?
C27 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C27 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C27 C39 H39A . . 109.5 ?
C27 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C27 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C42 C40 C29 . . 120.58(16) ?
C42 C40 H40 . . 119.7 ?
C29 C40 H40 . . 119.7 ?
C36 C41 C42 . . 119.38(15) ?
C36 C41 H41 . . 120.3 ?
C42 C41 H41 . . 120.3 ?
C41 C42 C40 . . 120.59(17) ?
C41 C42 H42 . . 119.7 ?
C40 C42 H42 . . 119.7 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane / hexane'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       'photochromic compound'
