# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_CP1_111
_database_code_depnum_ccdc_archive 'CCDC 1966902'
loop_
_audit_author_name
_audit_author_address
'Marie Cordier'
;Institut des Sciences Chimiques de Rennes
France
;
_audit_update_record             
;
2019-11-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;

#------------------------------------------------------------------------------#
# Date of experiment: 28 aout 2019                                             #
#------------------------------------------------------------------------------#


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H21 N5 O2 S'
_chemical_formula_sum            'C36 H21 N5 O2 S'
_chemical_formula_weight         587.64
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   17.1162(16)
_cell_length_b                   7.7907(9)
_cell_length_c                   42.350(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.551(4)
_cell_angle_gamma                90
_cell_volume                     5647.0(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9734
_cell_measurement_theta_min      2.3799
_cell_measurement_theta_max      27.5029
_cell_measurement_wavelength     0.71073


#------------------------------------------------------------------------------#
#                              ORIENTATION MATRIX                              #
#------------------------------------------------------------------------------#

_diffrn_orient_matrix_UB_11      0.0217659
_diffrn_orient_matrix_UB_21      0.0001958
_diffrn_orient_matrix_UB_31      0.0091554
_diffrn_orient_matrix_UB_12      -0.0107357
_diffrn_orient_matrix_UB_22      0.1258550
_diffrn_orient_matrix_UB_32      0.0228316
_diffrn_orient_matrix_UB_13      -0.0008766
_diffrn_orient_matrix_UB_23      -0.0112823
_diffrn_orient_matrix_UB_33      0.0617793


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

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.780
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2432
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_T_max  0.966

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_diffrn_reflns_av_r_equivalents  0.0367
_diffrn_reflns_av_uneti/neti     0.0356
_diffrn_reflns_number            24755
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_theta_min         2.380
_diffrn_reflns_theta_max         27.560
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             6476
_reflns_number_gt                5546
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'PLATON, A.L.Spek, Acta Cryst. 2009, D65, 148-155'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0729P)²+3.8822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6476
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1230
_refine_ls_wR_factor_gt          0.1156
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.121

#------------------------------------------------------------------------------#
#               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 0.0000 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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.43335(2) 0.83702(5) 0.10165(2) 0.02227(11) Uani 1 1 d . . . . .
O1 O 0.39327(6) 0.99785(14) 0.10169(3) 0.0286(2) Uani 1 1 d . . . . .
O2 O 0.49574(6) 0.80465(17) 0.12336(2) 0.0350(3) Uani 1 1 d . . . . .
N1 N 0.36479(7) 0.68399(15) 0.10845(3) 0.0195(2) Uani 1 1 d . . . . .
N2 N 0.26231(9) 0.3881(2) 0.05218(4) 0.0445(4) Uani 1 1 d . . . . .
N3 N 0.08318(8) 0.65823(18) 0.10175(3) 0.0323(3) Uani 1 1 d . . . . .
N4 N 0.19306(10) 0.97793(19) 0.05014(3) 0.0389(4) Uani 1 1 d . . . . .
N5 N 0.17382(8) 1.28858(17) 0.13367(3) 0.0281(3) Uani 1 1 d . . . . .
C1 C 0.46359(8) 0.79162(19) 0.06312(3) 0.0211(3) Uani 1 1 d . . . . .
C2 C 0.41262(9) 0.8253(2) 0.03803(4) 0.0293(3) Uani 1 1 d . . . . .
H2 H 0.361116 0.865273 0.041797 0.035 Uiso 1 1 calc R U . . .
C3 C 0.43842(10) 0.7993(2) 0.00746(4) 0.0320(4) Uani 1 1 d . . . . .
H3 H 0.404170 0.821860 -0.009830 0.038 Uiso 1 1 calc R U . . .
C4 C 0.51375(9) 0.7407(2) 0.00175(3) 0.0270(3) Uani 1 1 d . . . . .
C5 C 0.56322(9) 0.7076(2) 0.02725(4) 0.0282(3) Uani 1 1 d . . . . .
H5 H 0.614796 0.667932 0.023525 0.034 Uiso 1 1 calc R U . . .
C6 C 0.53852(8) 0.7315(2) 0.05809(3) 0.0249(3) Uani 1 1 d . . . . .
H6 H 0.572440 0.707106 0.075397 0.030 Uiso 1 1 calc R U . . .
C7 C 0.54165(12) 0.7143(3) -0.03155(4) 0.0397(4) Uani 1 1 d . . . . .
H7A H 0.591325 0.774662 -0.034409 0.060 Uiso 1 1 calc R U . . .
H7B H 0.502671 0.759773 -0.046448 0.060 Uiso 1 1 calc R U . . .
H7C H 0.549092 0.591455 -0.035440 0.060 Uiso 1 1 calc R U . . .
C8 C 0.39305(9) 0.5051(2) 0.10795(4) 0.0274(3) Uani 1 1 d . . . . .
H8A H 0.357286 0.432210 0.119924 0.041 Uiso 1 1 calc R U . . .
H8B H 0.445348 0.499623 0.117520 0.041 Uiso 1 1 calc R U . . .
H8C H 0.395295 0.464606 0.086065 0.041 Uiso 1 1 calc R U . . .
C9 C 0.28601(8) 0.72339(17) 0.10797(3) 0.0170(3) Uani 1 1 d . . . . .
C10 C 0.23138(8) 0.62282(18) 0.09316(3) 0.0201(3) Uani 1 1 d . . . . .
C11 C 0.25012(9) 0.4908(2) 0.07076(4) 0.0272(3) Uani 1 1 d . . . . .
C12 C 0.14928(8) 0.64509(18) 0.09837(3) 0.0227(3) Uani 1 1 d . . . . .
C13 C 0.26155(7) 0.87827(17) 0.12629(3) 0.0164(3) Uani 1 1 d . . . . .
C14 C 0.22030(8) 1.00044(17) 0.11031(3) 0.0191(3) Uani 1 1 d . . . . .
C15 C 0.20519(9) 0.98799(18) 0.07670(3) 0.0245(3) Uani 1 1 d . . . . .
C16 C 0.19431(8) 1.15846(18) 0.12425(3) 0.0202(3) Uani 1 1 d . . . . .
C17 C 0.28990(7) 0.89833(17) 0.15912(3) 0.0159(3) Uani 1 1 d . . . . .
C18 C 0.32451(8) 1.05157(17) 0.16780(3) 0.0183(3) Uani 1 1 d . . . . .
H18 H 0.324569 1.144404 0.153252 0.022 Uiso 1 1 calc R U . . .
C19 C 0.35950(8) 1.07320(18) 0.19752(3) 0.0188(3) Uani 1 1 d . . . . .
H19 H 0.381933 1.181085 0.202818 0.023 Uiso 1 1 calc R U . . .
C20 C 0.36225(7) 0.94105(17) 0.21947(3) 0.0161(3) Uani 1 1 d . . . . .
C21 C 0.40177(7) 0.96218(18) 0.25030(3) 0.0179(3) Uani 1 1 d . . . . .
C22 C 0.43680(8) 1.1160(2) 0.25897(3) 0.0223(3) Uani 1 1 d . . . . .
H22 H 0.435694 1.209949 0.244683 0.027 Uiso 1 1 calc R U . . .
C23 C 0.47396(9) 1.1353(2) 0.28856(3) 0.0270(3) Uani 1 1 d . . . . .
H23 H 0.497040 1.242126 0.294112 0.032 Uiso 1 1 calc R U . . .
C24 C 0.47702(9) 1.0014(2) 0.30934(3) 0.0280(3) Uani 1 1 d . . . . .
H24 H 0.502262 1.016020 0.329232 0.034 Uiso 1 1 calc R U . . .
C25 C 0.44306(8) 0.8411(2) 0.30160(3) 0.0236(3) Uani 1 1 d . . . . .
C26 C 0.44682(9) 0.7003(2) 0.32268(3) 0.0287(3) Uani 1 1 d . . . . .
H26 H 0.473511 0.712151 0.342333 0.034 Uiso 1 1 calc R U . . .
C27 C 0.41256(9) 0.5484(2) 0.31504(3) 0.0289(3) Uani 1 1 d . . . . .
H27 H 0.415782 0.454648 0.329344 0.035 Uiso 1 1 calc R U . . .
C28 C 0.37235(9) 0.5287(2) 0.28614(3) 0.0254(3) Uani 1 1 d . . . . .
H28 H 0.347897 0.422114 0.281424 0.030 Uiso 1 1 calc R U . . .
C29 C 0.36763(8) 0.66160(18) 0.26435(3) 0.0189(3) Uani 1 1 d . . . . .
C30 C 0.40383(8) 0.82129(19) 0.27183(3) 0.0193(3) Uani 1 1 d . . . . .
C31 C 0.32711(7) 0.64114(17) 0.23357(3) 0.0170(3) Uani 1 1 d . . . . .
C32 C 0.28943(8) 0.49010(18) 0.22544(3) 0.0202(3) Uani 1 1 d . . . . .
H32 H 0.290655 0.396165 0.239736 0.024 Uiso 1 1 calc R U . . .
C33 C 0.24960(8) 0.47266(18) 0.19664(3) 0.0202(3) Uani 1 1 d . . . . .
H33 H 0.223119 0.368460 0.191924 0.024 Uiso 1 1 calc R U . . .
C34 C 0.24830(8) 0.60414(18) 0.17511(3) 0.0180(3) Uani 1 1 d . . . . .
H34 H 0.220250 0.590922 0.155794 0.022 Uiso 1 1 calc R U . . .
C35 C 0.28844(7) 0.75942(17) 0.18145(3) 0.0152(3) Uani 1 1 d . . . . .
C36 C 0.32638(7) 0.78061(17) 0.21154(3) 0.0153(2) Uani 1 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
S1 O2 1.4249(11) . ?
S1 O1 1.4286(12) . ?
S1 N1 1.6993(12) . ?
S1 C1 1.7526(14) . ?
N1 C9 1.3830(17) . ?
N1 C8 1.4755(18) . ?
N2 C11 1.143(2) . ?
N3 C12 1.146(2) . ?
N4 C15 1.1445(19) . ?
N5 C16 1.1457(19) . ?
C1 C6 1.384(2) . ?
C1 C2 1.3932(19) . ?
C2 C3 1.387(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(2) . ?
C4 C7 1.507(2) . ?
C5 C6 1.389(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.3677(18) . ?
C9 C13 1.4963(18) . ?
C10 C12 1.435(2) . ?
C10 C11 1.437(2) . ?
C13 C14 1.3613(18) . ?
C13 C17 1.4767(17) . ?
C14 C16 1.4376(19) . ?
C14 C15 1.4474(18) . ?
C17 C18 1.3810(18) . ?
C17 C35 1.4374(18) . ?
C18 C19 1.3990(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.3874(19) . ?
C19 H19 0.9500 . ?
C20 C36 1.4310(18) . ?
C20 C21 1.4739(17) . ?
C21 C22 1.388(2) . ?
C21 C30 1.4271(19) . ?
C22 C23 1.4079(18) . ?
C22 H22 0.9500 . ?
C23 C24 1.365(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.415(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.415(2) . ?
C25 C30 1.4311(18) . ?
C26 C27 1.359(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.407(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.3891(19) . ?
C28 H28 0.9500 . ?
C29 C30 1.424(2) . ?
C29 C31 1.4788(17) . ?
C31 C32 1.3839(19) . ?
C31 C36 1.4323(18) . ?
C32 C33 1.3981(18) . ?
C32 H32 0.9500 . ?
C33 C34 1.3714(19) . ?
C33 H33 0.9500 . ?
C34 C35 1.4156(18) . ?
C34 H34 0.9500 . ?
C35 C36 1.4343(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 120.76(7) . . ?
O2 S1 N1 106.32(7) . . ?
O1 S1 N1 106.42(6) . . ?
O2 S1 C1 109.81(7) . . ?
O1 S1 C1 108.92(7) . . ?
N1 S1 C1 103.10(6) . . ?
C9 N1 C8 121.95(12) . . ?
C9 N1 S1 121.11(9) . . ?
C8 N1 S1 115.68(10) . . ?
C6 C1 C2 121.38(13) . . ?
C6 C1 S1 119.61(10) . . ?
C2 C1 S1 118.93(11) . . ?
C3 C2 C1 118.81(14) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 120.93(14) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.99(13) . . ?
C5 C4 C7 120.36(15) . . ?
C3 C4 C7 120.65(14) . . ?
C6 C5 C4 121.12(14) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C1 C6 C5 118.76(13) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N1 122.80(12) . . ?
C10 C9 C13 120.42(12) . . ?
N1 C9 C13 116.69(11) . . ?
C9 C10 C12 121.76(12) . . ?
C9 C10 C11 123.83(13) . . ?
C12 C10 C11 114.40(12) . . ?
N2 C11 C10 177.01(18) . . ?
N3 C12 C10 177.52(16) . . ?
C14 C13 C17 123.93(12) . . ?
C14 C13 C9 116.91(11) . . ?
C17 C13 C9 118.84(11) . . ?
C13 C14 C16 123.76(12) . . ?
C13 C14 C15 121.92(12) . . ?
C16 C14 C15 114.08(12) . . ?
N4 C15 C14 179.8(2) . . ?
N5 C16 C14 176.07(15) . . ?
C18 C17 C35 119.08(11) . . ?
C18 C17 C13 118.58(12) . . ?
C35 C17 C13 122.14(11) . . ?
C17 C18 C19 121.49(12) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 121.66(12) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C36 118.64(11) . . ?
C19 C20 C21 121.52(12) . . ?
C36 C20 C21 119.84(12) . . ?
C22 C21 C30 119.13(12) . . ?
C22 C21 C20 121.63(13) . . ?
C30 C21 C20 119.23(12) . . ?
C21 C22 C23 121.22(14) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 120.41(14) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.80(13) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C26 121.45(13) . . ?
C24 C25 C30 119.18(13) . . ?
C26 C25 C30 119.38(14) . . ?
C27 C26 C25 120.52(13) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C28 120.58(14) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C29 C28 C27 121.43(15) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C30 118.76(12) . . ?
C28 C29 C31 121.93(13) . . ?
C30 C29 C31 119.31(12) . . ?
C29 C30 C21 121.45(11) . . ?
C29 C30 C25 119.31(13) . . ?
C21 C30 C25 119.25(13) . . ?
C32 C31 C36 118.79(12) . . ?
C32 C31 C29 121.64(12) . . ?
C36 C31 C29 119.57(12) . . ?
C31 C32 C33 121.47(12) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C34 C33 C32 120.80(13) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 120.49(12) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C36 118.79(12) . . ?
C34 C35 C17 122.01(11) . . ?
C36 C35 C17 119.16(11) . . ?
C20 C36 C31 120.58(11) . . ?
C20 C36 C35 119.90(11) . . ?
C31 C36 C35 119.52(12) . . ?

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
O2 S1 N1 C9 139.84(10) . . . . ?
O1 S1 N1 C9 9.92(12) . . . . ?
C1 S1 N1 C9 -104.65(11) . . . . ?
O2 S1 N1 C8 -52.76(11) . . . . ?
O1 S1 N1 C8 177.31(10) . . . . ?
C1 S1 N1 C8 62.75(11) . . . . ?
O2 S1 C1 C6 0.83(15) . . . . ?
O1 S1 C1 C6 135.10(12) . . . . ?
N1 S1 C1 C6 -112.15(13) . . . . ?
O2 S1 C1 C2 -175.97(13) . . . . ?
O1 S1 C1 C2 -41.70(14) . . . . ?
N1 S1 C1 C2 71.05(13) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
S1 C1 C2 C3 176.03(13) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C3 C4 C7 -179.43(16) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C7 C4 C5 C6 179.87(15) . . . . ?
C2 C1 C6 C5 1.1(2) . . . . ?
S1 C1 C6 C5 -175.59(12) . . . . ?
C4 C5 C6 C1 -0.9(2) . . . . ?
C8 N1 C9 C10 -30.96(19) . . . . ?
S1 N1 C9 C10 135.64(12) . . . . ?
C8 N1 C9 C13 145.51(12) . . . . ?
S1 N1 C9 C13 -47.90(15) . . . . ?
N1 C9 C10 C12 166.72(12) . . . . ?
C13 C9 C10 C12 -9.6(2) . . . . ?
N1 C9 C10 C11 -15.0(2) . . . . ?
C13 C9 C10 C11 168.70(13) . . . . ?
C10 C9 C13 C14 -58.16(18) . . . . ?
N1 C9 C13 C14 125.28(13) . . . . ?
C10 C9 C13 C17 128.03(13) . . . . ?
N1 C9 C13 C17 -48.52(16) . . . . ?
C17 C13 C14 C16 -4.9(2) . . . . ?
C9 C13 C14 C16 -178.32(12) . . . . ?
C17 C13 C14 C15 169.27(13) . . . . ?
C9 C13 C14 C15 -4.2(2) . . . . ?
C14 C13 C17 C18 -44.46(19) . . . . ?
C9 C13 C17 C18 128.88(13) . . . . ?
C14 C13 C17 C35 140.76(14) . . . . ?
C9 C13 C17 C35 -45.90(17) . . . . ?
C35 C17 C18 C19 1.3(2) . . . . ?
C13 C17 C18 C19 -173.60(12) . . . . ?
C17 C18 C19 C20 1.1(2) . . . . ?
C18 C19 C20 C36 -1.68(19) . . . . ?
C18 C19 C20 C21 177.64(12) . . . . ?
C19 C20 C21 C22 1.13(19) . . . . ?
C36 C20 C21 C22 -179.56(12) . . . . ?
C19 C20 C21 C30 -179.13(12) . . . . ?
C36 C20 C21 C30 0.18(18) . . . . ?
C30 C21 C22 C23 -0.2(2) . . . . ?
C20 C21 C22 C23 179.56(12) . . . . ?
C21 C22 C23 C24 0.7(2) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C23 C24 C25 C26 179.01(14) . . . . ?
C23 C24 C25 C30 -1.2(2) . . . . ?
C24 C25 C26 C27 178.76(14) . . . . ?
C30 C25 C26 C27 -1.0(2) . . . . ?
C25 C26 C27 C28 -0.4(2) . . . . ?
C26 C27 C28 C29 1.3(2) . . . . ?
C27 C28 C29 C30 -0.6(2) . . . . ?
C27 C28 C29 C31 178.54(13) . . . . ?
C28 C29 C30 C21 179.31(12) . . . . ?
C31 C29 C30 C21 0.10(19) . . . . ?
C28 C29 C30 C25 -0.76(19) . . . . ?
C31 C29 C30 C25 -179.97(11) . . . . ?
C22 C21 C30 C29 178.88(12) . . . . ?
C20 C21 C30 C29 -0.87(19) . . . . ?
C22 C21 C30 C25 -1.04(19) . . . . ?
C20 C21 C30 C25 179.21(11) . . . . ?
C24 C25 C30 C29 -178.19(13) . . . . ?
C26 C25 C30 C29 1.58(19) . . . . ?
C24 C25 C30 C21 1.74(19) . . . . ?
C26 C25 C30 C21 -178.49(13) . . . . ?
C28 C29 C31 C32 2.4(2) . . . . ?
C30 C29 C31 C32 -178.46(12) . . . . ?
C28 C29 C31 C36 -177.82(12) . . . . ?
C30 C29 C31 C36 1.36(18) . . . . ?
C36 C31 C32 C33 -1.4(2) . . . . ?
C29 C31 C32 C33 178.44(12) . . . . ?
C31 C32 C33 C34 1.6(2) . . . . ?
C32 C33 C34 C35 1.0(2) . . . . ?
C33 C34 C35 C36 -3.79(19) . . . . ?
C33 C34 C35 C17 178.49(12) . . . . ?
C18 C17 C35 C34 174.60(12) . . . . ?
C13 C17 C35 C34 -10.64(19) . . . . ?
C18 C17 C35 C36 -3.12(18) . . . . ?
C13 C17 C35 C36 171.64(11) . . . . ?
C19 C20 C36 C31 -179.38(12) . . . . ?
C21 C20 C36 C31 1.29(18) . . . . ?
C19 C20 C36 C35 -0.17(18) . . . . ?
C21 C20 C36 C35 -179.50(11) . . . . ?
C32 C31 C36 C20 177.78(12) . . . . ?
C29 C31 C36 C20 -2.05(18) . . . . ?
C32 C31 C36 C35 -1.44(18) . . . . ?
C29 C31 C36 C35 178.73(11) . . . . ?
C34 C35 C36 C20 -175.25(11) . . . . ?
C17 C35 C36 C20 2.54(18) . . . . ?
C34 C35 C36 C31 3.97(18) . . . . ?
C17 C35 C36 C31 -178.24(11) . . . . ?

#------------------------------------------------------------------------------#
#                                EMBEDDED FILES                                #
#------------------------------------------------------------------------------#
#                                                                              #

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................


####################################################################### 
# 
# 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_TCBDPYRENE
_database_code_depnum_ccdc_archive 'CCDC 1966903'
loop_
_audit_author_name
_audit_author_address
'Thierry ROISNEL'
;CDIFX ISCR CNRS Univ Rennes
France
;
_audit_update_record             
;
2019-11-20 deposited with the CCDC.	2020-02-18 downloaded from the CCDC.
;


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


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C32 H19 N5 O2 S'
_chemical_formula_sum            'C32 H19 N5 O2 S'
_chemical_formula_weight         537.58
_chemical_compound_source        'synthesis as described'

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


_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_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                   8.7660(9)
_cell_length_b                   26.272(2)
_cell_length_c                   11.5682(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.987(3)
_cell_angle_gamma                90
_cell_volume                     2503.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9447
_cell_measurement_theta_min      2.4318
_cell_measurement_theta_max      27.5324
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.065
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1112
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_T_max  0.989

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

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0543
_diffrn_reflns_av_uneti/neti     0.0506
_diffrn_reflns_number            20815
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.919
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.979
_reflns_number_total             5619
_reflns_number_gt                4411
_reflns_threshold_expression     >2sigma(I)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

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

_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_cell_refinement       'APEX3 (Bruker, 2015); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2018)'

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

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²+1.6627P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5619
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1069
_refine_ls_wR_factor_gt          0.0991
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.058

#...............................................................................
# .RES SHELXL file: job.res
#...............................................................................



# ............... End of .HKL file ........................................... #
#------------------------------------------------------------------------------#
#------------------------------------------------------------------------------#

#------------------------------------------------------------------------------#
#               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 0.0000 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'
S S 0.1246 0.1234 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5194(3) 0.51869(7) 0.67127(18) 0.0228(4) Uani 1 1 d . . . . .
C2 C 0.4615(2) 0.56822(7) 0.62588(17) 0.0189(4) Uani 1 1 d . . . . .
C3 C 0.5612(2) 0.61194(7) 0.67073(16) 0.0167(4) Uani 1 1 d . . . . .
C4 C 0.7161(2) 0.60433(7) 0.76500(17) 0.0182(4) Uani 1 1 d . . . . .
H4 H 0.782614 0.632998 0.798457 0.022 Uiso 1 1 calc R U . . .
C5 C 0.7696(2) 0.55733(7) 0.80726(18) 0.0225(4) Uani 1 1 d . . . . .
H5 H 0.873069 0.553889 0.869482 0.027 Uiso 1 1 calc R U . . .
C6 C 0.6754(3) 0.51263(7) 0.76126(19) 0.0253(4) Uani 1 1 d . . . . .
C7 C 0.7314(3) 0.46363(8) 0.8029(2) 0.0333(5) Uani 1 1 d . . . . .
H7 H 0.836210 0.459369 0.862914 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6350(3) 0.42144(8) 0.7572(2) 0.0396(6) Uani 1 1 d . . . . .
H8 H 0.674746 0.388434 0.785437 0.048 Uiso 1 1 calc R U . . .
C9 C 0.4824(3) 0.42684(8) 0.6713(2) 0.0380(6) Uani 1 1 d . . . . .
H9 H 0.417294 0.397486 0.642135 0.046 Uiso 1 1 calc R U . . .
C10 C 0.4207(3) 0.47514(8) 0.6259(2) 0.0299(5) Uani 1 1 d . . . . .
C11 C 0.2631(3) 0.48215(9) 0.5361(2) 0.0362(6) Uani 1 1 d . . . . .
H11 H 0.196220 0.453274 0.505486 0.043 Uiso 1 1 calc R U . . .
C12 C 0.2070(3) 0.52875(9) 0.4939(2) 0.0317(5) Uani 1 1 d . . . . .
H12 H 0.101261 0.531985 0.434577 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3033(2) 0.57366(8) 0.53659(18) 0.0238(4) Uani 1 1 d . . . . .
C14 C 0.2457(2) 0.62230(8) 0.49511(18) 0.0251(4) Uani 1 1 d . . . . .
H14 H 0.140159 0.626123 0.435834 0.030 Uiso 1 1 calc R U . . .
C15 C 0.3397(2) 0.66477(8) 0.53894(17) 0.0213(4) Uani 1 1 d . . . . .
H15 H 0.297034 0.697510 0.510834 0.026 Uiso 1 1 calc R U . . .
C16 C 0.4975(2) 0.66052(7) 0.62441(16) 0.0163(4) Uani 1 1 d . . . . .
C17 C 0.5895(2) 0.70793(6) 0.66560(15) 0.0146(3) Uani 1 1 d . . . . .
C18 C 0.7427(2) 0.71567(7) 0.66576(16) 0.0160(4) Uani 1 1 d . . . . .
C19 C 0.8202(2) 0.67968(7) 0.61000(17) 0.0185(4) Uani 1 1 d . . . . .
N20 N 0.8791(2) 0.65157(6) 0.56234(16) 0.0269(4) Uani 1 1 d . . . . .
C21 C 0.8373(2) 0.75994(7) 0.72064(17) 0.0187(4) Uani 1 1 d . . . . .
N22 N 0.9142(2) 0.79428(6) 0.76621(17) 0.0283(4) Uani 1 1 d . . . . .
C23 C 0.5014(2) 0.75133(7) 0.69933(16) 0.0141(3) Uani 1 1 d . . . . .
C24 C 0.4887(2) 0.79628(7) 0.63737(16) 0.0170(4) Uani 1 1 d . . . . .
C25 C 0.5334(2) 0.80082(7) 0.52924(18) 0.0207(4) Uani 1 1 d . . . . .
N26 N 0.5635(2) 0.80657(7) 0.44136(17) 0.0303(4) Uani 1 1 d . . . . .
C27 C 0.4316(2) 0.84297(7) 0.67279(18) 0.0228(4) Uani 1 1 d . . . . .
N28 N 0.3948(2) 0.88144(7) 0.70124(18) 0.0371(5) Uani 1 1 d . . . . .
N29 N 0.42519(18) 0.74349(6) 0.78473(13) 0.0157(3) Uani 1 1 d . . . . .
C30 C 0.2767(2) 0.77171(8) 0.78246(18) 0.0216(4) Uani 1 1 d . . . . .
H30A H 0.308103 0.804078 0.826259 0.032 Uiso 1 1 calc R U . . .
H30B H 0.215729 0.751242 0.822621 0.032 Uiso 1 1 calc R U . . .
H30C H 0.208646 0.778358 0.697013 0.032 Uiso 1 1 calc R U . . .
O31 O 0.48275(17) 0.73529(5) 1.00912(12) 0.0239(3) Uani 1 1 d . . . . .
O32 O 0.67765(15) 0.70092(5) 0.91913(11) 0.0199(3) Uani 1 1 d . . . . .
C33 C 0.4105(2) 0.65003(7) 0.88727(16) 0.0167(4) Uani 1 1 d . . . . .
C34 C 0.4831(3) 0.61227(8) 0.97249(19) 0.0258(4) Uani 1 1 d . . . . .
H34 H 0.581933 0.618741 1.037772 0.031 Uiso 1 1 calc R U . . .
C35 C 0.4096(3) 0.56544(8) 0.9608(2) 0.0280(5) Uani 1 1 d . . . . .
H35 H 0.458183 0.539599 1.019228 0.034 Uiso 1 1 calc R U . . .
C36 C 0.2652(2) 0.55498(7) 0.86503(18) 0.0222(4) Uani 1 1 d . . . . .
C37 C 0.1937(2) 0.59359(7) 0.78336(17) 0.0212(4) Uani 1 1 d . . . . .
H37 H 0.094104 0.587273 0.718791 0.025 Uiso 1 1 calc R U . . .
C38 C 0.2644(2) 0.64141(7) 0.79364(16) 0.0186(4) Uani 1 1 d . . . . .
H38 H 0.213490 0.667749 0.737448 0.022 Uiso 1 1 calc R U . . .
C39 C 0.1915(3) 0.50269(8) 0.8494(2) 0.0306(5) Uani 1 1 d . . . . .
H39A H 0.076833 0.504691 0.797534 0.046 Uiso 1 1 calc R U . . .
H39B H 0.200273 0.488870 0.930101 0.046 Uiso 1 1 calc R U . . .
H39C H 0.249251 0.480392 0.810308 0.046 Uiso 1 1 calc R U . . .
S1 S 0.51280(5) 0.70863(2) 0.91139(4) 0.01553(11) Uani 1 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 C6 1.417(3) . ?
C1 C10 1.422(3) . ?
C1 C2 1.430(3) . ?
C2 C13 1.425(3) . ?
C2 C3 1.429(3) . ?
C3 C16 1.422(3) . ?
C3 C4 1.436(3) . ?
C4 C5 1.352(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.430(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.403(3) . ?
C7 C8 1.385(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.409(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.428(3) . ?
C11 C12 1.347(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.437(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(3) . ?
C14 C15 1.377(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.403(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.472(2) . ?
C17 C18 1.357(3) . ?
C17 C23 1.502(2) . ?
C18 C19 1.439(2) . ?
C18 C21 1.444(3) . ?
C19 N20 1.144(2) . ?
C21 N22 1.142(2) . ?
C23 C24 1.366(2) . ?
C23 N29 1.384(2) . ?
C24 C27 1.436(3) . ?
C24 C25 1.438(3) . ?
C25 N26 1.144(3) . ?
C27 N28 1.143(3) . ?
N29 C30 1.490(2) . ?
N29 S1 1.6752(15) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O31 S1 1.4287(13) . ?
O32 S1 1.4314(13) . ?
C33 C38 1.384(3) . ?
C33 C34 1.390(3) . ?
C33 S1 1.7551(18) . ?
C34 C35 1.374(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.395(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.382(3) . ?
C36 C39 1.502(3) . ?
C37 C38 1.388(3) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C10 119.59(19) . . ?
C6 C1 C2 120.30(17) . . ?
C10 C1 C2 120.1(2) . . ?
C13 C2 C3 120.35(18) . . ?
C13 C2 C1 119.53(17) . . ?
C3 C2 C1 120.12(18) . . ?
C16 C3 C2 118.15(17) . . ?
C16 C3 C4 123.96(16) . . ?
C2 C3 C4 117.79(17) . . ?
C5 C4 C3 121.54(18) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 122.07(19) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C7 C6 C1 119.5(2) . . ?
C7 C6 C5 122.4(2) . . ?
C1 C6 C5 118.11(18) . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 120.7(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 121.2(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C1 118.6(2) . . ?
C9 C10 C11 122.7(2) . . ?
C1 C10 C11 118.7(2) . . ?
C12 C11 C10 121.5(2) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 121.5(2) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C2 119.25(18) . . ?
C14 C13 C12 122.1(2) . . ?
C2 C13 C12 118.60(19) . . ?
C15 C14 C13 120.92(19) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 121.13(19) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C3 120.16(17) . . ?
C15 C16 C17 117.39(16) . . ?
C3 C16 C17 122.43(16) . . ?
C18 C17 C16 124.04(16) . . ?
C18 C17 C23 118.84(16) . . ?
C16 C17 C23 116.92(15) . . ?
C17 C18 C19 121.29(17) . . ?
C17 C18 C21 122.73(16) . . ?
C19 C18 C21 115.98(16) . . ?
N20 C19 C18 178.0(2) . . ?
N22 C21 C18 178.4(2) . . ?
C24 C23 N29 122.05(16) . . ?
C24 C23 C17 118.48(16) . . ?
N29 C23 C17 119.28(15) . . ?
C23 C24 C27 124.22(17) . . ?
C23 C24 C25 122.05(16) . . ?
C27 C24 C25 113.73(16) . . ?
N26 C25 C24 176.4(2) . . ?
N28 C27 C24 175.9(2) . . ?
C23 N29 C30 123.02(15) . . ?
C23 N29 S1 121.13(12) . . ?
C30 N29 S1 115.08(12) . . ?
N29 C30 H30A 109.5 . . ?
N29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C38 C33 C34 120.98(17) . . ?
C38 C33 S1 123.61(14) . . ?
C34 C33 S1 115.36(14) . . ?
C35 C34 C33 118.93(19) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 121.49(19) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C37 C36 C35 118.31(18) . . ?
C37 C36 C39 120.88(19) . . ?
C35 C36 C39 120.79(19) . . ?
C36 C37 C38 121.42(18) . . ?
C36 C37 H37 119.3 . . ?
C38 C37 H37 119.3 . . ?
C33 C38 C37 118.80(17) . . ?
C33 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O31 S1 O32 118.37(8) . . ?
O31 S1 N29 105.71(8) . . ?
O32 S1 N29 106.46(8) . . ?
O31 S1 C33 109.48(9) . . ?
O32 S1 C33 109.60(8) . . ?
N29 S1 C33 106.49(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
C6 C1 C2 C13 -179.15(17) . . . . ?
C10 C1 C2 C13 1.1(3) . . . . ?
C6 C1 C2 C3 0.3(3) . . . . ?
C10 C1 C2 C3 -179.45(17) . . . . ?
C13 C2 C3 C16 0.5(3) . . . . ?
C1 C2 C3 C16 -179.00(16) . . . . ?
C13 C2 C3 C4 177.02(16) . . . . ?
C1 C2 C3 C4 -2.4(3) . . . . ?
C16 C3 C4 C5 178.79(18) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C10 C1 C6 C7 1.0(3) . . . . ?
C2 C1 C6 C7 -178.75(18) . . . . ?
C10 C1 C6 C5 -178.38(17) . . . . ?
C2 C1 C6 C5 1.9(3) . . . . ?
C4 C5 C6 C7 178.71(19) . . . . ?
C4 C5 C6 C1 -1.9(3) . . . . ?
C1 C6 C7 C8 -0.4(3) . . . . ?
C5 C6 C7 C8 179.0(2) . . . . ?
C6 C7 C8 C9 -0.7(3) . . . . ?
C7 C8 C9 C10 1.1(3) . . . . ?
C8 C9 C10 C1 -0.5(3) . . . . ?
C8 C9 C10 C11 179.6(2) . . . . ?
C6 C1 C10 C9 -0.6(3) . . . . ?
C2 C1 C10 C9 179.15(18) . . . . ?
C6 C1 C10 C11 179.32(18) . . . . ?
C2 C1 C10 C11 -0.9(3) . . . . ?
C9 C10 C11 C12 -179.9(2) . . . . ?
C1 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C3 C2 C13 C14 -1.2(3) . . . . ?
C1 C2 C13 C14 178.25(17) . . . . ?
C3 C2 C13 C12 -179.99(17) . . . . ?
C1 C2 C13 C12 -0.5(3) . . . . ?
C11 C12 C13 C14 -178.9(2) . . . . ?
C11 C12 C13 C2 -0.2(3) . . . . ?
C2 C13 C14 C15 0.3(3) . . . . ?
C12 C13 C14 C15 179.01(18) . . . . ?
C13 C14 C15 C16 1.5(3) . . . . ?
C14 C15 C16 C3 -2.2(3) . . . . ?
C14 C15 C16 C17 179.62(17) . . . . ?
C2 C3 C16 C15 1.2(3) . . . . ?
C4 C3 C16 C15 -175.11(17) . . . . ?
C2 C3 C16 C17 179.30(16) . . . . ?
C4 C3 C16 C17 3.0(3) . . . . ?
C15 C16 C17 C18 -129.49(19) . . . . ?
C3 C16 C17 C18 52.4(3) . . . . ?
C15 C16 C17 C23 45.3(2) . . . . ?
C3 C16 C17 C23 -132.78(17) . . . . ?
C16 C17 C18 C19 8.1(3) . . . . ?
C23 C17 C18 C19 -166.64(16) . . . . ?
C16 C17 C18 C21 -172.11(17) . . . . ?
C23 C17 C18 C21 13.1(3) . . . . ?
C18 C17 C23 C24 53.7(2) . . . . ?
C16 C17 C23 C24 -121.41(18) . . . . ?
C18 C17 C23 N29 -131.26(18) . . . . ?
C16 C17 C23 N29 53.6(2) . . . . ?
N29 C23 C24 C27 15.6(3) . . . . ?
C17 C23 C24 C27 -169.51(17) . . . . ?
N29 C23 C24 C25 -164.78(17) . . . . ?
C17 C23 C24 C25 10.1(3) . . . . ?
C24 C23 N29 C30 25.3(3) . . . . ?
C17 C23 N29 C30 -149.54(16) . . . . ?
C24 C23 N29 S1 -144.13(15) . . . . ?
C17 C23 N29 S1 41.0(2) . . . . ?
C38 C33 C34 C35 1.7(3) . . . . ?
S1 C33 C34 C35 179.29(16) . . . . ?
C33 C34 C35 C36 0.6(3) . . . . ?
C34 C35 C36 C37 -2.1(3) . . . . ?
C34 C35 C36 C39 176.5(2) . . . . ?
C35 C36 C37 C38 1.4(3) . . . . ?
C39 C36 C37 C38 -177.10(18) . . . . ?
C34 C33 C38 C37 -2.3(3) . . . . ?
S1 C33 C38 C37 -179.71(14) . . . . ?
C36 C37 C38 C33 0.7(3) . . . . ?
C23 N29 S1 O31 138.41(14) . . . . ?
C30 N29 S1 O31 -31.83(15) . . . . ?
C23 N29 S1 O32 11.70(16) . . . . ?
C30 N29 S1 O32 -158.54(13) . . . . ?
C23 N29 S1 C33 -105.19(15) . . . . ?
C30 N29 S1 C33 84.57(14) . . . . ?
C38 C33 S1 O31 100.51(16) . . . . ?
C34 C33 S1 O31 -77.05(16) . . . . ?
C38 C33 S1 O32 -128.12(16) . . . . ?
C34 C33 S1 O32 54.32(16) . . . . ?
C38 C33 S1 N29 -13.34(18) . . . . ?
C34 C33 S1 N29 169.09(14) . . . . ?

#------------------------------------------------------------------------------#
#===END OF CIF FILE FOR COMPOUND 1 (TCBDPYRENE)                                #
#------------------------------------------------------------------------------#
#                                                                              #
################################################################################


