# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_R23
_database_code_depnum_ccdc_archive 'CCDC 1042505'
_audit_update_record             
;
2017-08-21 deposited with the CCDC.
2017-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H34 N2 O4 S2'
_chemical_formula_sum            'C46 H34 N2 O4 S2'
_chemical_formula_weight         742.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.2661(9)
_cell_length_b                   7.4190(9)
_cell_length_c                   16.444(2)
_cell_angle_alpha                91.005(3)
_cell_angle_beta                 102.408(4)
_cell_angle_gamma                98.557(2)
_cell_volume                     854.99(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3608
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      29.55

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14690
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.540
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_full        24.990
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3020
_reflns_number_gt                2047
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0662P)²+0.8308P] 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         3020
_refine_ls_number_parameters     262
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1373
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.2314(3) 0.7676(3) 0.76057(12) 0.0314(5) Uani 1 1 d . . . . .
O2 O 0.7523(3) 0.5084(3) 0.87956(12) 0.0366(6) Uani 1 1 d . . . . .
N1 N 0.9974(3) 0.6361(3) 0.82259(13) 0.0207(5) Uani 1 1 d . . . . .
C1 C 1.2401(4) 0.3684(4) 0.90013(18) 0.0287(7) Uani 1 1 d . . . . .
H1A H 1.1567 0.3182 0.9365 0.043 Uiso 1 1 calc R U . . .
H1B H 1.3549 0.3101 0.9101 0.043 Uiso 1 1 calc R U . . .
H1C H 1.1723 0.3449 0.8417 0.043 Uiso 1 1 calc R U . . .
C2 C 1.2967(4) 0.5728(4) 0.91885(17) 0.0227(7) Uani 1 1 d . . . . .
H2A H 1.3790 0.6229 0.8812 0.027 Uiso 1 1 calc R U . . .
H2B H 1.3722 0.5952 0.9768 0.027 Uiso 1 1 calc R U . . .
C3 C 1.1251(4) 0.6729(4) 0.90822(16) 0.0216(6) Uani 1 1 d . . . . .
H3 H 1.0483 0.6211 0.9484 0.026 Uiso 1 1 calc R U . . .
C4 C 1.1760(4) 0.8771(4) 0.92992(17) 0.0275(7) Uani 1 1 d . . . . .
H4A H 1.2674 0.9313 0.8969 0.033 Uiso 1 1 calc R U . . .
H4B H 1.0594 0.9341 0.9143 0.033 Uiso 1 1 calc R U . . .
C5 C 1.2626(4) 0.9195(4) 1.02117(18) 0.0311(7) Uani 1 1 d . . . . .
H5A H 1.1777 0.8572 1.0544 0.047 Uiso 1 1 calc R U . . .
H5B H 1.2798 1.0516 1.0332 0.047 Uiso 1 1 calc R U . . .
H5C H 1.3867 0.8774 1.0354 0.047 Uiso 1 1 calc R U . . .
C6 C 1.0676(4) 0.6906(4) 0.75324(17) 0.0224(6) Uani 1 1 d . . . . .
C7 C 0.9377(4) 0.6544(4) 0.66998(16) 0.0203(6) Uani 1 1 d . . . . .
C8 C 0.7478(4) 0.5686(4) 0.66085(16) 0.0182(6) Uani 1 1 d . . . . .
C9 C 0.6828(4) 0.5169(4) 0.73316(16) 0.0203(6) Uani 1 1 d . . . . .
C10 C 0.8092(4) 0.5512(4) 0.81725(17) 0.0233(7) Uani 1 1 d . . . . .
C11 C 0.4994(4) 0.4339(4) 0.72600(17) 0.0279(7) Uani 1 1 d . . . . .
H11 H 0.4563 0.3997 0.7750 0.034 Uiso 1 1 calc R U . . .
C12 C 0.3723(4) 0.3977(4) 0.64803(17) 0.0269(7) Uani 1 1 d . . . . .
C13 C 0.6236(4) 0.5341(4) 0.58072(16) 0.0176(6) Uani 1 1 d . . . . .
C14 C 0.6951(4) 0.5886(4) 0.50885(16) 0.0190(6) Uani 1 1 d . . . . .
C16 C 1.0020(4) 0.7066(4) 0.60128(18) 0.0305(8) Uani 1 1 d . . . . .
H16 H 1.1298 0.7658 0.6072 0.037 Uiso 1 1 calc R U . A .
C17 C 0.4304(4) 0.4468(4) 0.57412(17) 0.0201(6) Uani 1 1 d . . . . .
C15 C 0.8839(4) 0.6750(4) 0.52207(18) 0.0317(8) Uani 1 1 d . . . A -1
H15 H 0.9337 0.7137 0.4753 0.038 Uiso 1 1 calc R U . A -1
C18A C 0.1901(6) 0.2896(6) 0.6544(2) 0.0167(10) Uani 0.627(3) 1 d . . P B -1
C19A C 0.0463(6) 0.2107(6) 0.6681(2) 0.0192(10) Uani 0.627(3) 1 d . . P B -1
C20A C -0.1343(7) 0.1164(8) 0.6810(4) 0.0339(5) Uani 0.627(3) 1 d D . P B -1
C21A C -0.1860(8) 0.0649(8) 0.7556(4) 0.0339(5) Uani 0.627(3) 1 d D . P B -1
H21A H -0.0999 0.0861 0.8084 0.041 Uiso 0.627(3) 1 calc R U P B -1
C22A C -0.3803(10) -0.0228(11) 0.7454(6) 0.0339(5) Uani 0.627(3) 1 d D . P B -1
H22A H -0.4403 -0.0653 0.7888 0.041 Uiso 0.627(3) 1 calc R U P B -1
C23A C -0.2850(8) 0.0690(7) 0.6121(4) 0.0339(5) Uani 0.627(3) 1 d D . P B -1
H23A H -0.2786 0.0923 0.5560 0.041 Uiso 0.627(3) 1 calc R U P B -1
S1A S -0.48331(19) -0.0371(2) 0.64265(10) 0.0339(5) Uani 0.627(3) 1 d D . P B
-1
C18B C 0.9775(11) 0.7683(12) 0.4552(5) 0.031(2) Uani 0.373(3) 1 d . . P B -2
C19B C 1.0725(12) 0.8295(11) 0.4143(5) 0.031(2) Uani 0.373(3) 1 d . . P B -2
C20B C -0.1835(18) 0.1009(13) 0.6455(6) 0.0393(9) Uani 0.373(3) 1 d D . P B -2
C21B C -0.3862(16) 0.0458(12) 0.6137(6) 0.0393(9) Uani 0.373(3) 1 d D . P B -2
H21B H -0.4517 0.0517 0.5574 0.047 Uiso 0.373(3) 1 calc R U P B -2
C22B C -0.4758(17) -0.0215(14) 0.6827(7) 0.0393(9) Uani 0.373(3) 1 d D . P B -2
H22B H -0.6083 -0.0616 0.6777 0.047 Uiso 0.373(3) 1 calc R U P B -2
C23B C -0.1353(15) 0.0681(13) 0.7319(6) 0.0393(9) Uani 0.373(3) 1 d D . P B -2
H23B H -0.0095 0.0935 0.7653 0.047 Uiso 0.373(3) 1 calc R U P B -2
S1B S -0.3173(4) -0.0165(4) 0.76613(17) 0.0393(9) Uani 0.373(3) 1 d D . P B -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.221(3) . ?
O2 C10 1.215(3) . ?
N1 C6 1.389(3) . ?
N1 C10 1.402(3) . ?
N1 C3 1.506(3) . ?
C1 C2 1.519(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.525(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.522(4) . ?
C3 H3 1.0000 . ?
C4 C5 1.505(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.481(4) . ?
C7 C16 1.354(4) . ?
C7 C8 1.406(4) . ?
C8 C9 1.410(4) . ?
C8 C13 1.423(4) . ?
C9 C11 1.362(4) . ?
C9 C10 1.481(4) . ?
C11 C12 1.405(4) . ?
C11 H11 0.9500 . ?
C12 C17 1.406(4) . ?
C12 C18A 1.468(5) . ?
C13 C14 1.431(4) . ?
C13 C17 1.436(4) . ?
C14 C15 1.395(4) . ?
C14 C17 1.464(4) 2_666 ?
C16 C15 1.392(4) . ?
C16 H16 0.9500 . ?
C17 C14 1.464(4) 2_666 ?
C15 H15 0.9500 . ?
C18A C19A 1.187(6) . ?
C19A C20A 1.452(7) . ?
C20A C23A 1.395(7) . ?
C20A C21A 1.400(8) . ?
C21A C22A 1.437(8) . ?
C21A H21A 0.9500 . ?
C22A S1A 1.688(8) . ?
C22A H22A 0.9500 . ?
C23A S1A 1.714(6) . ?
C23A H23A 0.9500 . ?
C18B C19B 1.118(11) . ?
C20B C23B 1.423(11) . ?
C20B C21B 1.447(12) . ?
C21B C22B 1.484(11) . ?
C21B H21B 0.9500 . ?
C22B S1B 1.586(12) . ?
C22B H22B 0.9500 . ?
C23B S1B 1.595(9) . ?
C23B H23B 0.9500 . ?

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 N1 C10 123.0(2) . . ?
C6 N1 C3 119.5(2) . . ?
C10 N1 C3 117.5(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 112.7(2) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N1 C3 C4 110.8(2) . . ?
N1 C3 C2 111.9(2) . . ?
C4 C3 C2 114.2(2) . . ?
N1 C3 H3 106.5 . . ?
C4 C3 H3 106.5 . . ?
C2 C3 H3 106.5 . . ?
C5 C4 C3 112.5(2) . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 N1 121.0(2) . . ?
O1 C6 C7 120.8(2) . . ?
N1 C6 C7 118.2(2) . . ?
C16 C7 C8 119.2(3) . . ?
C16 C7 C6 119.5(2) . . ?
C8 C7 C6 121.3(2) . . ?
C7 C8 C9 118.4(2) . . ?
C7 C8 C13 121.1(2) . . ?
C9 C8 C13 120.5(2) . . ?
C11 C9 C8 119.5(2) . . ?
C11 C9 C10 118.9(2) . . ?
C8 C9 C10 121.6(2) . . ?
O2 C10 N1 121.0(2) . . ?
O2 C10 C9 121.5(3) . . ?
N1 C10 C9 117.6(2) . . ?
C9 C11 C12 121.7(3) . . ?
C9 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C17 120.9(3) . . ?
C11 C12 C18A 112.2(3) . . ?
C17 C12 C18A 126.5(3) . . ?
C8 C13 C14 118.8(2) . . ?
C8 C13 C17 119.3(2) . . ?
C14 C13 C17 121.9(2) . . ?
C15 C14 C13 117.4(2) . . ?
C15 C14 C17 123.1(2) . 2_666 ?
C13 C14 C17 119.5(2) . 2_666 ?
C7 C16 C15 121.0(3) . . ?
C7 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C12 C17 C13 118.0(2) . . ?
C12 C17 C14 123.4(2) . 2_666 ?
C13 C17 C14 118.6(2) . 2_666 ?
C16 C15 C14 122.5(3) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C19A C18A C12 172.7(4) . . ?
C18A C19A C20A 177.2(5) . . ?
C23A C20A C21A 112.0(5) . . ?
C23A C20A C19A 118.9(6) . . ?
C21A C20A C19A 129.2(5) . . ?
C20A C21A C22A 114.2(6) . . ?
C20A C21A H21A 122.9 . . ?
C22A C21A H21A 122.9 . . ?
C21A C22A S1A 108.2(6) . . ?
C21A C22A H22A 125.9 . . ?
S1A C22A H22A 125.9 . . ?
C20A C23A S1A 110.4(4) . . ?
C20A C23A H23A 124.8 . . ?
S1A C23A H23A 124.8 . . ?
C22A S1A C23A 95.2(3) . . ?
C23B C20B C21B 109.7(8) . . ?
C20B C21B C22B 109.3(9) . . ?
C20B C21B H21B 125.4 . . ?
C22B C21B H21B 125.4 . . ?
C21B C22B S1B 109.9(8) . . ?
C21B C22B H22B 125.0 . . ?
S1B C22B H22B 125.0 . . ?
C20B C23B S1B 112.1(8) . . ?
C20B C23B H23B 124.0 . . ?
S1B C23B H23B 124.0 . . ?
C22B S1B C23B 99.0(6) . . ?

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 N1 C3 C4 65.8(3) . . . . ?
C10 N1 C3 C4 -112.6(3) . . . . ?
C6 N1 C3 C2 -63.0(3) . . . . ?
C10 N1 C3 C2 118.6(3) . . . . ?
C1 C2 C3 N1 -55.5(3) . . . . ?
C1 C2 C3 C4 177.6(2) . . . . ?
N1 C3 C4 C5 166.2(2) . . . . ?
C2 C3 C4 C5 -66.3(3) . . . . ?
C10 N1 C6 O1 178.5(3) . . . . ?
C3 N1 C6 O1 0.2(4) . . . . ?
C10 N1 C6 C7 -0.9(4) . . . . ?
C3 N1 C6 C7 -179.2(2) . . . . ?
O1 C6 C7 C16 0.4(4) . . . . ?
N1 C6 C7 C16 179.8(3) . . . . ?
O1 C6 C7 C8 -178.9(3) . . . . ?
N1 C6 C7 C8 0.5(4) . . . . ?
C16 C7 C8 C9 -179.4(3) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C16 C7 C8 C13 0.7(4) . . . . ?
C6 C7 C8 C13 -179.9(2) . . . . ?
C7 C8 C9 C11 179.8(3) . . . . ?
C13 C8 C9 C11 -0.3(4) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C13 C8 C9 C10 180.0(2) . . . . ?
C6 N1 C10 O2 -178.7(3) . . . . ?
C3 N1 C10 O2 -0.4(4) . . . . ?
C6 N1 C10 C9 0.9(4) . . . . ?
C3 N1 C10 C9 179.3(2) . . . . ?
C11 C9 C10 O2 -0.6(4) . . . . ?
C8 C9 C10 O2 179.1(3) . . . . ?
C11 C9 C10 N1 179.7(3) . . . . ?
C8 C9 C10 N1 -0.5(4) . . . . ?
C8 C9 C11 C12 0.2(4) . . . . ?
C10 C9 C11 C12 179.9(3) . . . . ?
C9 C11 C12 C17 -0.2(5) . . . . ?
C9 C11 C12 C18A 173.5(3) . . . . ?
C7 C8 C13 C14 -0.1(4) . . . . ?
C9 C8 C13 C14 -179.9(2) . . . . ?
C7 C8 C13 C17 -179.8(2) . . . . ?
C9 C8 C13 C17 0.4(4) . . . . ?
C8 C13 C14 C15 -0.6(4) . . . . ?
C17 C13 C14 C15 179.0(3) . . . . ?
C8 C13 C14 C17 179.7(2) . . . 2_666 ?
C17 C13 C14 C17 -0.7(4) . . . 2_666 ?
C8 C7 C16 C15 -0.6(5) . . . . ?
C6 C7 C16 C15 -180.0(3) . . . . ?
C11 C12 C17 C13 0.3(4) . . . . ?
C18A C12 C17 C13 -172.5(3) . . . . ?
C11 C12 C17 C14 179.6(3) . . . 2_666 ?
C18A C12 C17 C14 6.8(5) . . . 2_666 ?
C8 C13 C17 C12 -0.4(4) . . . . ?
C14 C13 C17 C12 179.9(2) . . . . ?
C8 C13 C17 C14 -179.7(2) . . . 2_666 ?
C14 C13 C17 C14 0.7(4) . . . 2_666 ?
C7 C16 C15 C14 -0.1(5) . . . . ?
C13 C14 C15 C16 0.8(5) . . . . ?
C17 C14 C15 C16 -179.6(3) 2_666 . . . ?
C23A C20A C21A C22A -0.5(7) . . . . ?
C19A C20A C21A C22A 178.3(6) . . . . ?
C20A C21A C22A S1A 0.8(7) . . . . ?
C21A C20A C23A S1A -0.1(6) . . . . ?
C19A C20A C23A S1A -179.0(4) . . . . ?
C21A C22A S1A C23A -0.7(6) . . . . ?
C20A C23A S1A C22A 0.5(5) . . . . ?
C23B C20B C21B C22B 1.6(11) . . . . ?
C20B C21B C22B S1B -2.2(10) . . . . ?
C21B C20B C23B S1B -0.4(10) . . . . ?
C21B C22B S1B C23B 1.8(8) . . . . ?
C20B C23B S1B C22B -0.8(8) . . . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.057

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1569915'
_audit_update_record             
;
2017-08-21 deposited with the CCDC.
2017-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Perylene bisimide'
_chemical_name_common            PBI
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H34 Cl2 N2 O4 S'
_chemical_formula_weight         721.66

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   17.987(7)
_cell_length_b                   7.440(2)
_cell_length_c                   27.623(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.357(13)
_cell_angle_gamma                90
_cell_volume                     3564(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'thin sheets'
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.286
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59312
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.283
_diffrn_reflns_theta_max         21.533
_diffrn_reflns_theta_full        21.533
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measured_fraction_theta_full 0.866
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_Laue_measured_fraction_full 0.866
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.866
_reflns_number_total             3567
_reflns_number_gt                2761
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.008(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3567
_refine_ls_number_parameters     460
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.2004
_refine_ls_R_factor_gt           0.1670
_refine_ls_wR_factor_ref         0.4976
_refine_ls_wR_factor_gt          0.4684
_refine_ls_goodness_of_fit_ref   2.313
_refine_ls_restrained_S_all      2.330
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.1376(2) 0.6982(5) 0.70187(14) 0.1069(17) Uani 1 1 d . . . . .
Cl2 Cl 0.1370(2) 1.0672(5) 0.7367(2) 0.125(2) Uani 1 1 d . . . . .
O1 O 0.2281(4) 1.1238(9) 0.4942(3) 0.057(2) Uani 1 1 d . . . . .
O2 O 0.2692(4) 1.0786(9) 0.6664(3) 0.063(2) Uani 1 1 d . . . . .
O3 O 0.7895(4) 0.3463(9) 0.5287(3) 0.057(2) Uani 1 1 d . . . . .
O4 O 0.8438(4) 0.3926(9) 0.7010(3) 0.062(2) Uani 1 1 d . . . . .
N1 N 0.2457(4) 1.1004(10) 0.5796(3) 0.049(2) Uani 1 1 d . . . . .
N2 N 0.8185(4) 0.3666(10) 0.6156(3) 0.049(2) Uani 1 1 d . . . . .
C1 C 0.2909(6) 1.0461(14) 0.6275(4) 0.051(3) Uani 1 1 d . . . . .
C2 C 0.2684(6) 1.0692(13) 0.5352(4) 0.048(3) Uani 1 1 d . . . . .
C3 C 0.3386(5) 0.9707(12) 0.5382(4) 0.039(3) Uani 1 1 d . . . . .
C4 C 0.3875(5) 0.9138(12) 0.5860(4) 0.042(3) Uani 1 1 d . . . . .
C5 C 0.3636(5) 0.9534(12) 0.6302(4) 0.040(3) Uani 1 1 d . . . . .
C6 C 0.4119(6) 0.9023(12) 0.6772(4) 0.045(3) Uani 1 1 d . . . . .
H6 H 0.3953 0.9259 0.7065 0.054 Uiso 1 1 calc R U . . .
C7 C 0.4821(6) 0.8200(12) 0.6825(4) 0.050(3) Uani 1 1 d . . . . .
H7 H 0.5127 0.7876 0.7150 0.060 Uiso 1 1 calc R U . . .
C8 C 0.5086(5) 0.7839(11) 0.6404(3) 0.031(2) Uani 1 1 d . . . . .
C9 C 0.4604(5) 0.8277(12) 0.5893(4) 0.042(3) Uani 1 1 d . . . . .
C10 C 0.4826(5) 0.7869(11) 0.5455(4) 0.040(3) Uani 1 1 d . . . . .
C11 C 0.4326(5) 0.8417(12) 0.4965(4) 0.043(3) Uani 1 1 d . . . . .
C12 C 0.3633(6) 0.9344(12) 0.4967(4) 0.049(3) Uani 1 1 d . . . . .
H12 H 0.3317 0.9741 0.4653 0.058 Uiso 1 1 calc R U . . .
C13 C 0.5571(5) 0.6942(11) 0.5493(3) 0.038(3) Uani 1 1 d . . . . .
C14 C 0.6060(5) 0.6512(11) 0.5990(3) 0.036(3) Uani 1 1 d . . . . .
C15 C 0.5843(5) 0.7026(11) 0.6441(3) 0.038(3) Uani 1 1 d . . . . .
C16 C 0.6365(5) 0.6661(12) 0.6906(4) 0.044(3) Uani 1 1 d . . . . .
H16 H 0.6234 0.7027 0.7202 0.053 Uiso 1 1 calc R U . . .
C17 C 0.7053(5) 0.5803(13) 0.6953(4) 0.049(3) Uani 1 1 d . . . . .
H17 H 0.7388 0.5579 0.7277 0.059 Uiso 1 1 calc R U . . .
C18 C 0.7264(5) 0.5245(13) 0.6509(4) 0.047(3) Uani 1 1 d . . . . .
C19 C 0.6772(5) 0.5626(12) 0.6039(3) 0.038(3) Uani 1 1 d . . . . .
C20 C 0.6994(5) 0.5052(11) 0.5602(3) 0.035(2) Uani 1 1 d . . . . .
C21 C 0.6528(5) 0.5473(12) 0.5137(4) 0.043(3) Uani 1 1 d . . . . .
H21 H 0.6685 0.5148 0.4846 0.051 Uiso 1 1 calc R U . A 1
C23 C 0.7711(6) 0.4009(12) 0.5652(4) 0.044(3) Uani 1 1 d . . . . .
C24 C 0.8002(6) 0.4258(13) 0.6580(5) 0.053(3) Uani 1 1 d . . . . .
C25 C 0.1716(6) 1.1982(15) 0.5758(4) 0.063(3) Uani 1 1 d . . . . .
H25 H 0.1690 1.1871 0.6114 0.076 Uiso 1 1 calc R U . . .
C26 C 0.1036(7) 1.0980(19) 0.5514(8) 0.120(6) Uani 1 1 d . . . . .
H26A H 0.0618 1.1437 0.5653 0.144 Uiso 1 1 calc R U . . .
H26B H 0.0901 1.1338 0.5157 0.144 Uiso 1 1 calc R U . . .
C27 C 0.0985(8) 0.9068(19) 0.5520(6) 0.100(5) Uani 1 1 d . . . . .
H27A H 0.1438 0.8545 0.5440 0.151 Uiso 1 1 calc R U . . .
H27B H 0.0517 0.8678 0.5271 0.151 Uiso 1 1 calc R U . . .
H27C H 0.0965 0.8666 0.5854 0.151 Uiso 1 1 calc R U . . .
C28 C 0.1817(9) 1.394(2) 0.5735(10) 0.153(8) Uani 1 1 d . . . . .
H28A H 0.1760 1.4223 0.5377 0.184 Uiso 1 1 calc R U . . .
H28B H 0.1363 1.4479 0.5820 0.184 Uiso 1 1 calc R U . . .
C29 C 0.2463(7) 1.4966(15) 0.6007(4) 0.067(3) Uani 1 1 d . . . . .
H29A H 0.2397 1.5275 0.6338 0.100 Uiso 1 1 calc R U . . .
H29B H 0.2502 1.6071 0.5822 0.100 Uiso 1 1 calc R U . . .
H29C H 0.2935 1.4257 0.6048 0.100 Uiso 1 1 calc R U . . .
C30 C 0.8920(5) 0.2602(15) 0.6203(5) 0.066(3) Uani 1 1 d . . . . .
H30 H 0.8859 0.2241 0.5846 0.079 Uiso 1 1 calc R U . . .
C31 C 0.8929(9) 0.081(2) 0.6446(8) 0.130(7) Uani 1 1 d . . . . .
H31A H 0.9307 0.0059 0.6335 0.156 Uiso 1 1 calc R U . . .
H31B H 0.9140 0.0995 0.6812 0.156 Uiso 1 1 calc R U . . .
C32 C 0.8242(8) -0.0242(16) 0.6380(5) 0.085(4) Uani 1 1 d . . . . .
H32A H 0.7828 0.0513 0.6438 0.127 Uiso 1 1 calc R U . . .
H32B H 0.8340 -0.1242 0.6619 0.127 Uiso 1 1 calc R U . . .
H32C H 0.8089 -0.0715 0.6037 0.127 Uiso 1 1 calc R U . . .
C33 C 0.9595(9) 0.382(2) 0.6286(10) 0.155(9) Uani 1 1 d . . . . .
H33A H 0.9742 0.4126 0.6648 0.186 Uiso 1 1 calc R U . . .
H33B H 1.0024 0.3099 0.6225 0.186 Uiso 1 1 calc R U . . .
C34 C 0.9576(8) 0.546(2) 0.6019(6) 0.116(6) Uani 1 1 d . . . . .
H34A H 0.9515 0.5203 0.5663 0.173 Uiso 1 1 calc R U . . .
H34B H 1.0059 0.6118 0.6155 0.173 Uiso 1 1 calc R U . . .
H34C H 0.9141 0.6194 0.6056 0.173 Uiso 1 1 calc R U . . .
C41 C 0.1899(7) 0.8708(15) 0.7385(5) 0.076(3) Uani 1 1 d . . . . .
H41A H 0.2079 0.8292 0.7737 0.091 Uiso 1 1 calc R U . . .
H41B H 0.2361 0.8973 0.7266 0.091 Uiso 1 1 calc R U . . .
C22 C 0.5823(6) 0.6379(12) 0.5081(4) 0.046(3) Uani 1 1 d . . . B 1
H22 H 0.5509 0.6615 0.4753 0.055 Uiso 1 1 calc R U . B 1
C35B C 0.4407(10) 0.812(2) 0.4485(7) 0.043(4) Uani 0.539(9) 1 d . . P C 1
C36B C 0.4397(10) 0.795(2) 0.4051(6) 0.043(4) Uani 0.539(9) 1 d . . P C 1
C37B C 0.4539(13) 0.761(3) 0.3646(9) 0.104(3) Uani 0.539(9) 1 d D . P C 1
C38B C 0.5127(18) 0.677(3) 0.3451(12) 0.104(3) Uani 0.539(9) 1 d D . P C 1
H38B H 0.5583 0.6272 0.3666 0.125 Uiso 0.539(9) 1 calc R U P C 1
C39B C 0.4974(14) 0.672(3) 0.2883(10) 0.104(3) Uani 0.539(9) 1 d D . P C 1
H39B H 0.5307 0.6202 0.2705 0.125 Uiso 0.539(9) 1 calc R U P C 1
C40B C 0.4225(17) 0.759(3) 0.2649(10) 0.104(3) Uani 0.539(9) 1 d D . P C 1
H40B H 0.3974 0.7741 0.2302 0.125 Uiso 0.539(9) 1 calc R U P C 1
S1B S 0.3931(5) 0.8246(10) 0.3145(4) 0.104(3) Uani 0.539(9) 1 d D . P C 1
C35A C 0.5481(10) 0.671(2) 0.4541(6) 0.027(4) Uani 0.461(9) 1 d . . P C 2
C36A C 0.5285(10) 0.682(2) 0.4102(6) 0.027(4) Uani 0.461(9) 1 d . . P C 2
C37A C 0.4926(17) 0.706(4) 0.3664(11) 0.122(4) Uani 0.461(9) 1 d D . P C 2
C38A C 0.418(2) 0.793(4) 0.3377(15) 0.122(4) Uani 0.461(9) 1 d D . P C 2
H38A H 0.3820 0.8426 0.3536 0.146 Uiso 0.461(9) 1 calc R U P C 2
C39A C 0.4058(19) 0.795(4) 0.2809(13) 0.122(4) Uani 0.461(9) 1 d D . P C 2
H39A H 0.3625 0.8451 0.2574 0.146 Uiso 0.461(9) 1 calc R U P C 2
C40A C 0.4733(19) 0.703(4) 0.2678(11) 0.122(4) Uani 0.461(9) 1 d D . P C 2
H40A H 0.4802 0.6826 0.2353 0.146 Uiso 0.461(9) 1 calc R U P C 2
S1A S 0.5337(5) 0.6443(12) 0.3239(5) 0.122(4) Uani 0.461(9) 1 d D . P C 2


_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
Cl1 C41 1.747(13) . ?
Cl2 C41 1.737(12) . ?
O1 C2 1.240(12) . ?
O2 C1 1.261(11) . ?
O3 C23 1.212(11) . ?
O4 C24 1.263(13) . ?
N1 C2 1.413(13) . ?
N1 C1 1.415(12) . ?
N1 C25 1.498(13) . ?
N2 C24 1.371(13) . ?
N2 C23 1.448(13) . ?
N2 C30 1.518(12) . ?
C1 C5 1.463(14) . ?
C2 C3 1.443(13) . ?
C3 C12 1.361(13) . ?
C3 C4 1.443(14) . ?
C4 C5 1.428(13) . ?
C4 C9 1.440(13) . ?
C5 C6 1.410(13) . ?
C6 C7 1.376(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.394(13) . ?
C7 H7 0.9500 . ?
C8 C15 1.469(13) . ?
C8 C9 1.483(13) . ?
C9 C10 1.405(13) . ?
C10 C11 1.471(13) . ?
C10 C13 1.486(13) . ?
C11 C35B 1.39(2) . ?
C11 C12 1.426(13) . ?
C12 H12 0.9500 . ?
C13 C22 1.395(13) . ?
C13 C14 1.458(13) . ?
C14 C19 1.415(12) . ?
C14 C15 1.450(13) . ?
C15 C16 1.403(12) . ?
C16 C17 1.367(13) . ?
C16 H16 0.9500 . ?
C17 C18 1.438(13) . ?
C17 H17 0.9500 . ?
C18 C19 1.393(13) . ?
C18 C24 1.483(14) . ?
C19 C20 1.434(12) . ?
C20 C21 1.370(12) . ?
C20 C23 1.480(13) . ?
C21 C22 1.408(13) . ?
C21 H21 0.9500 . ?
C25 C26 1.438(17) . ?
C25 C28 1.47(2) . ?
C25 H25 1.0000 . ?
C26 C27 1.426(17) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.43(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C33 1.481(18) . ?
C30 C31 1.491(19) . ?
C30 H30 1.0000 . ?
C31 C32 1.432(18) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.42(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C22 H22 0.9500 . ?
C35B C36B 1.20(2) . ?
C36B C37B 1.24(2) . ?
C37B C38B 1.45(3) . ?
C37B S1B 1.594(19) . ?
C38B C39B 1.52(3) . ?
C38B H38B 0.9500 . ?
C39B C40B 1.48(3) . ?
C39B H39B 0.9500 . ?
C40B S1B 1.667(17) . ?
C40B H40B 0.9500 . ?
C35A C36A 1.17(2) . ?
C36A C37A 1.22(3) . ?
C37A C38A 1.51(4) . ?
C37A S1A 1.61(2) . ?
C38A C39A 1.52(4) . ?
C38A H38A 0.9500 . ?
C39A C40A 1.52(4) . ?
C39A H39A 0.9500 . ?
C40A S1A 1.698(18) . ?
C40A H40A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C1 122.6(8) . . ?
C2 N1 C25 118.4(8) . . ?
C1 N1 C25 119.0(8) . . ?
C24 N2 C23 123.4(8) . . ?
C24 N2 C30 119.6(9) . . ?
C23 N2 C30 116.9(9) . . ?
O2 C1 N1 120.8(9) . . ?
O2 C1 C5 121.4(9) . . ?
N1 C1 C5 117.8(9) . . ?
O1 C2 N1 120.5(9) . . ?
O1 C2 C3 120.6(9) . . ?
N1 C2 C3 118.9(9) . . ?
C12 C3 C4 117.2(9) . . ?
C12 C3 C2 121.8(9) . . ?
C4 C3 C2 120.9(9) . . ?
C5 C4 C9 120.8(9) . . ?
C5 C4 C3 118.3(8) . . ?
C9 C4 C3 120.9(9) . . ?
C6 C5 C4 118.7(8) . . ?
C6 C5 C1 119.9(8) . . ?
C4 C5 C1 121.4(9) . . ?
C7 C6 C5 122.9(9) . . ?
C7 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
C6 C7 C8 120.2(9) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C15 122.5(8) . . ?
C7 C8 C9 120.6(8) . . ?
C15 C8 C9 116.9(7) . . ?
C10 C9 C4 120.2(9) . . ?
C10 C9 C8 123.0(8) . . ?
C4 C9 C8 116.8(8) . . ?
C9 C10 C11 119.2(8) . . ?
C9 C10 C13 119.8(9) . . ?
C11 C10 C13 120.9(8) . . ?
C35B C11 C12 113.2(11) . . ?
C35B C11 C10 129.8(10) . . ?
C12 C11 C10 117.0(9) . . ?
C3 C12 C11 125.4(9) . . ?
C3 C12 H12 117.3 . . ?
C11 C12 H12 117.3 . . ?
C22 C13 C14 117.2(9) . . ?
C22 C13 C10 124.4(9) . . ?
C14 C13 C10 118.4(8) . . ?
C19 C14 C15 118.9(8) . . ?
C19 C14 C13 119.8(8) . . ?
C15 C14 C13 121.2(8) . . ?
C16 C15 C14 117.9(8) . . ?
C16 C15 C8 121.7(8) . . ?
C14 C15 C8 120.4(8) . . ?
C17 C16 C15 123.3(9) . . ?
C17 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C16 C17 C18 119.3(9) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 119.4(9) . . ?
C19 C18 C24 123.2(10) . . ?
C17 C18 C24 117.4(9) . . ?
C18 C19 C14 121.2(9) . . ?
C18 C19 C20 118.4(8) . . ?
C14 C19 C20 120.3(8) . . ?
C21 C20 C19 119.0(8) . . ?
C21 C20 C23 120.7(8) . . ?
C19 C20 C23 120.4(8) . . ?
C20 C21 C22 121.4(9) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
O3 C23 N2 121.3(9) . . ?
O3 C23 C20 121.4(9) . . ?
N2 C23 C20 117.4(8) . . ?
O4 C24 N2 120.7(9) . . ?
O4 C24 C18 122.1(10) . . ?
N2 C24 C18 117.1(10) . . ?
C26 C25 C28 126.4(13) . . ?
C26 C25 N1 114.3(10) . . ?
C28 C25 N1 111.5(10) . . ?
C26 C25 H25 99.3 . . ?
C28 C25 H25 99.3 . . ?
N1 C25 H25 99.3 . . ?
C27 C26 C25 124.2(13) . . ?
C27 C26 H26A 106.3 . . ?
C25 C26 H26A 106.3 . . ?
C27 C26 H26B 106.3 . . ?
C25 C26 H26B 106.3 . . ?
H26A C26 H26B 106.4 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C25 126.8(15) . . ?
C29 C28 H28A 105.6 . . ?
C25 C28 H28A 105.6 . . ?
C29 C28 H28B 105.6 . . ?
C25 C28 H28B 105.6 . . ?
H28A C28 H28B 106.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C33 C30 C31 124.5(13) . . ?
C33 C30 N2 110.8(10) . . ?
C31 C30 N2 114.2(9) . . ?
C33 C30 H30 100.9 . . ?
C31 C30 H30 100.9 . . ?
N2 C30 H30 100.9 . . ?
C32 C31 C30 121.7(13) . . ?
C32 C31 H31A 106.9 . . ?
C30 C31 H31A 106.9 . . ?
C32 C31 H31B 106.9 . . ?
C30 C31 H31B 106.9 . . ?
H31A C31 H31B 106.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C30 122.5(17) . . ?
C34 C33 H33A 106.7 . . ?
C30 C33 H33A 106.7 . . ?
C34 C33 H33B 106.7 . . ?
C30 C33 H33B 106.7 . . ?
H33A C33 H33B 106.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
Cl2 C41 Cl1 113.2(7) . . ?
Cl2 C41 H41A 108.9 . . ?
Cl1 C41 H41A 108.9 . . ?
Cl2 C41 H41B 108.9 . . ?
Cl1 C41 H41B 108.9 . . ?
H41A C41 H41B 107.7 . . ?
C13 C22 C21 122.2(9) . . ?
C13 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C36B C35B C11 172.6(18) . . ?
C35B C36B C37B 166(2) . . ?
C36B C37B C38B 140(3) . . ?
C36B C37B S1B 117.7(18) . . ?
C38B C37B S1B 101.9(18) . . ?
C37B C38B C39B 116(3) . . ?
C37B C38B H38B 121.8 . . ?
C39B C38B H38B 121.8 . . ?
C40B C39B C38B 110(2) . . ?
C40B C39B H39B 125.2 . . ?
C38B C39B H39B 125.2 . . ?
C39B C40B S1B 102.6(18) . . ?
C39B C40B H40B 128.7 . . ?
S1B C40B H40B 128.7 . . ?
C37B S1B C40B 109.4(17) . . ?
C35A C36A C37A 165(2) . . ?
C36A C37A C38A 138(3) . . ?
C36A C37A S1A 117(2) . . ?
C38A C37A S1A 105(2) . . ?
C37A C38A C39A 114(3) . . ?
C37A C38A H38A 122.8 . . ?
C39A C38A H38A 122.8 . . ?
C40A C39A C38A 110(3) . . ?
C40A C39A H39A 125.2 . . ?
C38A C39A H39A 125.2 . . ?
C39A C40A S1A 105(2) . . ?
C39A C40A H40A 127.6 . . ?
S1A C40A H40A 127.6 . . ?
C37A S1A C40A 107(2) . . ?

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
C2 N1 C1 O2 179.0(8) . . . . ?
C25 N1 C1 O2 0.3(14) . . . . ?
C2 N1 C1 C5 -0.4(14) . . . . ?
C25 N1 C1 C5 -179.1(8) . . . . ?
C1 N1 C2 O1 -177.9(8) . . . . ?
C25 N1 C2 O1 0.8(13) . . . . ?
C1 N1 C2 C3 3.0(13) . . . . ?
C25 N1 C2 C3 -178.3(8) . . . . ?
O1 C2 C3 C12 0.2(14) . . . . ?
N1 C2 C3 C12 179.3(8) . . . . ?
O1 C2 C3 C4 177.2(8) . . . . ?
N1 C2 C3 C4 -3.7(13) . . . . ?
C12 C3 C4 C5 178.8(7) . . . . ?
C2 C3 C4 C5 1.6(13) . . . . ?
C12 C3 C4 C9 2.0(13) . . . . ?
C2 C3 C4 C9 -175.2(8) . . . . ?
C9 C4 C5 C6 -1.6(13) . . . . ?
C3 C4 C5 C6 -178.4(7) . . . . ?
C9 C4 C5 C1 177.9(8) . . . . ?
C3 C4 C5 C1 1.1(13) . . . . ?
O2 C1 C5 C6 -1.6(14) . . . . ?
N1 C1 C5 C6 177.8(8) . . . . ?
O2 C1 C5 C4 178.8(8) . . . . ?
N1 C1 C5 C4 -1.8(13) . . . . ?
C4 C5 C6 C7 1.7(14) . . . . ?
C1 C5 C6 C7 -177.9(8) . . . . ?
C5 C6 C7 C8 0.2(14) . . . . ?
C6 C7 C8 C15 177.6(8) . . . . ?
C6 C7 C8 C9 -2.1(13) . . . . ?
C5 C4 C9 C10 178.9(8) . . . . ?
C3 C4 C9 C10 -4.4(13) . . . . ?
C5 C4 C9 C8 -0.2(12) . . . . ?
C3 C4 C9 C8 176.5(7) . . . . ?
C7 C8 C9 C10 -177.0(7) . . . . ?
C15 C8 C9 C10 3.3(12) . . . . ?
C7 C8 C9 C4 2.1(12) . . . . ?
C15 C8 C9 C4 -177.6(7) . . . . ?
C4 C9 C10 C11 3.3(13) . . . . ?
C8 C9 C10 C11 -177.6(7) . . . . ?
C4 C9 C10 C13 -178.5(7) . . . . ?
C8 C9 C10 C13 0.5(13) . . . . ?
C9 C10 C11 C35B -177.7(11) . . . . ?
C13 C10 C11 C35B 4.2(17) . . . . ?
C9 C10 C11 C12 -0.1(12) . . . . ?
C13 C10 C11 C12 -178.3(8) . . . . ?
C4 C3 C12 C11 1.3(14) . . . . ?
C2 C3 C12 C11 178.5(9) . . . . ?
C35B C11 C12 C3 175.7(11) . . . . ?
C10 C11 C12 C3 -2.3(14) . . . . ?
C9 C10 C13 C22 175.9(8) . . . . ?
C11 C10 C13 C22 -5.9(13) . . . . ?
C9 C10 C13 C14 -1.2(12) . . . . ?
C11 C10 C13 C14 176.9(7) . . . . ?
C22 C13 C14 C19 2.5(12) . . . . ?
C10 C13 C14 C19 179.9(7) . . . . ?
C22 C13 C14 C15 -179.5(7) . . . . ?
C10 C13 C14 C15 -2.1(12) . . . . ?
C19 C14 C15 C16 1.8(12) . . . . ?
C13 C14 C15 C16 -176.3(7) . . . . ?
C19 C14 C15 C8 -175.9(7) . . . . ?
C13 C14 C15 C8 6.1(13) . . . . ?
C7 C8 C15 C16 -3.8(13) . . . . ?
C9 C8 C15 C16 176.0(8) . . . . ?
C7 C8 C15 C14 173.8(8) . . . . ?
C9 C8 C15 C14 -6.5(12) . . . . ?
C14 C15 C16 C17 -1.9(14) . . . . ?
C8 C15 C16 C17 175.7(8) . . . . ?
C15 C16 C17 C18 0.3(14) . . . . ?
C16 C17 C18 C19 1.5(14) . . . . ?
C16 C17 C18 C24 -177.7(9) . . . . ?
C17 C18 C19 C14 -1.6(13) . . . . ?
C24 C18 C19 C14 177.6(8) . . . . ?
C17 C18 C19 C20 -179.8(7) . . . . ?
C24 C18 C19 C20 -0.7(13) . . . . ?
C15 C14 C19 C18 -0.1(13) . . . . ?
C13 C14 C19 C18 178.0(8) . . . . ?
C15 C14 C19 C20 178.2(8) . . . . ?
C13 C14 C19 C20 -3.8(12) . . . . ?
C18 C19 C20 C21 -177.7(7) . . . . ?
C14 C19 C20 C21 4.0(13) . . . . ?
C18 C19 C20 C23 2.8(13) . . . . ?
C14 C19 C20 C23 -175.5(7) . . . . ?
C19 C20 C21 C22 -3.0(13) . . . . ?
C23 C20 C21 C22 176.5(8) . . . . ?
C24 N2 C23 O3 179.8(8) . . . . ?
C30 N2 C23 O3 0.3(13) . . . . ?
C24 N2 C23 C20 -0.2(13) . . . . ?
C30 N2 C23 C20 -179.7(7) . . . . ?
C21 C20 C23 O3 -1.9(13) . . . . ?
C19 C20 C23 O3 177.6(8) . . . . ?
C21 C20 C23 N2 178.1(7) . . . . ?
C19 C20 C23 N2 -2.4(12) . . . . ?
C23 N2 C24 O4 -179.7(7) . . . . ?
C30 N2 C24 O4 -0.2(14) . . . . ?
C23 N2 C24 C18 2.1(13) . . . . ?
C30 N2 C24 C18 -178.3(8) . . . . ?
C19 C18 C24 O4 -179.9(8) . . . . ?
C17 C18 C24 O4 -0.7(14) . . . . ?
C19 C18 C24 N2 -1.8(13) . . . . ?
C17 C18 C24 N2 177.4(8) . . . . ?
C2 N1 C25 C26 69.4(14) . . . . ?
C1 N1 C25 C26 -111.8(13) . . . . ?
C2 N1 C25 C28 -81.9(15) . . . . ?
C1 N1 C25 C28 96.9(15) . . . . ?
C28 C25 C26 C27 175.5(18) . . . . ?
N1 C25 C26 C27 29(2) . . . . ?
C26 C25 C28 C29 174.5(17) . . . . ?
N1 C25 C28 C29 -38(3) . . . . ?
C24 N2 C30 C33 -80.6(15) . . . . ?
C23 N2 C30 C33 99.0(14) . . . . ?
C24 N2 C30 C31 65.9(14) . . . . ?
C23 N2 C30 C31 -114.5(13) . . . . ?
C33 C30 C31 C32 175.2(16) . . . . ?
N2 C30 C31 C32 34(2) . . . . ?
C31 C30 C33 C34 175.4(18) . . . . ?
N2 C30 C33 C34 -42(2) . . . . ?
C14 C13 C22 C21 -1.6(13) . . . . ?
C10 C13 C22 C21 -178.7(8) . . . . ?
C20 C21 C22 C13 1.9(14) . . . . ?
C35B C36B C37B C38B 2(11) . . . . ?
C35B C36B C37B S1B -177(8) . . . . ?
C36B C37B C38B C39B 179(3) . . . . ?
S1B C37B C38B C39B -1.8(13) . . . . ?
C37B C38B C39B C40B 0.4(15) . . . . ?
C38B C39B C40B S1B 1.2(16) . . . . ?
C36B C37B S1B C40B -178.3(18) . . . . ?
C38B C37B S1B C40B 2.5(15) . . . . ?
C39B C40B S1B C37B -2.3(18) . . . . ?
C35A C36A C37A C38A 11(11) . . . . ?
C35A C36A C37A S1A -174(8) . . . . ?
C36A C37A C38A C39A 175(4) . . . . ?
S1A C37A C38A C39A 0.1(14) . . . . ?
C37A C38A C39A C40A 0.9(15) . . . . ?
C38A C39A C40A S1A -1.4(19) . . . . ?
C36A C37A S1A C40A -177(2) . . . . ?
C38A C37A S1A C40A -0.9(18) . . . . ?
C39A C40A S1A C37A 1(2) . . . . ?

_refine_diff_density_max         1.131
_refine_diff_density_min         -0.884
_refine_diff_density_rms         0.147


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM/Hexane'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       Luminescent
