# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1888023'
loop_
_audit_author_name
_audit_author_address
'Li Yan'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2018-12-31 deposited with the CCDC.	2019-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        TPEPhIC
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H28 N2 O'
_chemical_formula_weight         612.69

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'
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'
H H 0.0000 0.0000 '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                   10.4273(10)
_cell_length_b                   10.6290(10)
_cell_length_c                   15.8336(15)
_cell_angle_alpha                90.857(3)
_cell_angle_beta                 94.538(3)
_cell_angle_gamma                100.500(3)
_cell_volume                     1719.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5805
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.63

_exptl_crystal_description       cuboid
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15813
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.949
_diffrn_reflns_theta_max         24.851
_diffrn_reflns_theta_full        24.851
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5907
_reflns_number_gt                4211
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1422P)²+0.9954P] 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         5907
_refine_ls_number_parameters     433
_refine_ls_number_restraints     243
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0871
_refine_ls_wR_factor_ref         0.2807
_refine_ls_wR_factor_gt          0.2624
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.166
_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
C35 C 0.9265(3) 0.7969(3) 0.58709(19) 0.0441(7) Uani 1 1 d . . . . .
C24 C 0.9512(3) 0.6915(3) 0.41330(18) 0.0429(7) Uani 1 1 d . . . . .
C27 C 1.1920(3) 0.7109(3) 0.4496(2) 0.0462(7) Uani 1 1 d . . . . .
C20 C 0.7428(3) 0.6108(3) 0.28728(18) 0.0452(7) Uani 1 1 d . . . . .
C34 C 0.8297(3) 0.6883(3) 0.58508(19) 0.0471(7) Uani 1 1 d . . . . .
H34A H 0.8442 0.6129 0.5601 0.057 Uiso 1 1 calc R U . . .
C33 C 1.0547(3) 0.7948(3) 0.55130(19) 0.0444(7) Uani 1 1 d . . . . .
C23 C 0.9348(3) 0.5739(3) 0.3709(2) 0.0490(7) Uani 1 1 d . . . . .
H23A H 0.9947 0.5206 0.3838 0.059 Uiso 1 1 calc R U . . .
C26 C 1.0644(3) 0.7359(3) 0.47648(19) 0.0438(7) Uani 1 1 d . . . . .
C25 C 0.8606(3) 0.7696(3) 0.38993(19) 0.0461(7) Uani 1 1 d . . . . .
H25A H 0.8687 0.8496 0.4165 0.055 Uiso 1 1 calc R U . . .
C40 C 1.1734(3) 0.8590(3) 0.6049(2) 0.0471(7) Uani 1 1 d . . . . .
C22 C 0.8334(3) 0.5335(3) 0.3106(2) 0.0498(8) Uani 1 1 d . . . . .
H22A H 0.8249 0.4529 0.2847 0.060 Uiso 1 1 calc R U . . .
C21 C 0.7603(3) 0.7305(3) 0.3287(2) 0.0485(7) Uani 1 1 d . . . . .
H21A H 0.7022 0.7851 0.3143 0.058 Uiso 1 1 calc R U . . .
C17 C 0.6331(3) 0.5678(3) 0.2222(2) 0.0516(8) Uani 1 1 d . . . . .
C41 C 1.2756(3) 0.9395(3) 0.5702(2) 0.0564(8) Uani 1 1 d . . . . .
H41A H 1.2683 0.9569 0.5128 0.068 Uiso 1 1 calc R U . . .
C32 C 1.2756(3) 0.6568(3) 0.5045(2) 0.0563(8) Uani 1 1 d . . . . .
H32A H 1.2528 0.6358 0.5589 0.068 Uiso 1 1 calc R U . . .
C36 C 0.9015(3) 0.9066(3) 0.6267(2) 0.0568(8) Uani 1 1 d . . . . .
H36A H 0.9655 0.9804 0.6308 0.068 Uiso 1 1 calc R U . . .
C39 C 0.7128(3) 0.6896(3) 0.6191(2) 0.0565(8) Uani 1 1 d . . . . .
H39A H 0.6497 0.6153 0.6173 0.068 Uiso 1 1 calc R U . . .
C28 C 1.2270(4) 0.7370(3) 0.3684(2) 0.0633(9) Uani 1 1 d . . . . .
H28A H 1.1708 0.7709 0.3302 0.076 Uiso 1 1 calc R U . . .
C44 C 1.1864(4) 0.8395(4) 0.6914(2) 0.0641(9) Uani 1 1 d . . . . .
H44A H 1.1186 0.7886 0.7167 0.077 Uiso 1 1 calc R U . . .
C38 C 0.6888(3) 0.7993(4) 0.6557(2) 0.0650(10) Uani 1 1 d . . . . .
H38A H 0.6088 0.8004 0.6775 0.078 Uiso 1 1 calc R U . . .
C37 C 0.7832(4) 0.9079(3) 0.6600(3) 0.0663(10) Uani 1 1 d . . . . .
H37A H 0.7676 0.9825 0.6853 0.080 Uiso 1 1 calc R U . . .
C42 C 1.3867(4) 0.9934(4) 0.6194(3) 0.0736(11) Uani 1 1 d . . . . .
H42A H 1.4540 1.0464 0.5949 0.088 Uiso 1 1 calc R U . . .
C14 C 0.4220(3) 0.4860(4) 0.0977(2) 0.0624(9) Uani 1 1 d . . . . .
C16 C 0.5817(4) 0.4381(4) 0.2062(2) 0.0657(10) Uani 1 1 d . . . . .
H16A H 0.6171 0.3770 0.2371 0.079 Uiso 1 1 calc R U . . .
C18 C 0.5761(4) 0.6551(4) 0.1739(2) 0.0629(9) Uani 1 1 d . . . . .
H18A H 0.6080 0.7422 0.1830 0.075 Uiso 1 1 calc R U . . .
C19 C 0.4739(4) 0.6157(4) 0.1132(2) 0.0683(10) Uani 1 1 d . . . . .
H19A H 0.4388 0.6766 0.0820 0.082 Uiso 1 1 calc R U . . .
C31 C 1.3934(4) 0.6341(4) 0.4782(3) 0.0788(13) Uani 1 1 d . . . . .
H31A H 1.4497 0.5992 0.5156 0.095 Uiso 1 1 calc R U . . .
C13 C 0.3151(4) 0.4311(4) 0.0357(2) 0.0718(11) Uani 1 1 d . . . . .
H13A H 0.3050 0.3425 0.0311 0.086 Uiso 1 1 calc R U . . .
C15 C 0.4797(4) 0.3992(4) 0.1457(3) 0.0699(10) Uani 1 1 d . . . . .
H15A H 0.4482 0.3121 0.1365 0.084 Uiso 1 1 calc R U . . .
O1 O 0.2727(4) 0.7070(4) 0.0046(3) 0.1433(18) Uani 1 1 d . . . . .
C43 C 1.3995(4) 0.9704(4) 0.7034(4) 0.0837(14) Uani 1 1 d . . . . .
H43A H 1.4762 1.0056 0.7360 0.100 Uiso 1 1 calc R U . . .
C7 C 0.1217(4) 0.3945(4) -0.0728(3) 0.0786(8) Uani 1 1 d . U . . .
C11 C 0.2274(4) 0.4763(4) -0.0164(3) 0.0777(8) Uani 1 1 d . U . . .
C6 C 0.0428(5) 0.4841(5) -0.1129(3) 0.0813(8) Uani 1 1 d . U . . .
C5 C 0.0914(5) 0.6038(5) -0.0889(3) 0.0826(8) Uani 1 1 d . U . . .
C45 C 1.2988(5) 0.8947(4) 0.7404(3) 0.0813(13) Uani 1 1 d . . . . .
H45A H 1.3064 0.8808 0.7983 0.098 Uiso 1 1 calc R U . . .
C30 C 1.4274(4) 0.6620(4) 0.3990(4) 0.0910(16) Uani 1 1 d . . . . .
H30A H 1.5068 0.6464 0.3823 0.109 Uiso 1 1 calc R U . . .
C29 C 1.3448(5) 0.7133(4) 0.3431(3) 0.0863(14) Uani 1 1 d . . . . .
H29A H 1.3679 0.7320 0.2886 0.104 Uiso 1 1 calc R U . . .
C12 C 0.2092(5) 0.6090(5) -0.0276(3) 0.0849(9) Uani 1 1 d . U . . .
C1 C -0.0709(5) 0.4561(5) -0.1707(3) 0.0896(9) Uani 1 1 d . U . . .
H1A H -0.1080 0.3728 -0.1887 0.108 Uiso 1 1 calc R U . . .
C3 C -0.0752(5) 0.6773(5) -0.1745(3) 0.0975(12) Uani 1 1 d . U . . .
H3A H -0.1163 0.7419 -0.1962 0.117 Uiso 1 1 calc R U . . .
C2 C -0.1216(6) 0.5585(5) -0.1976(3) 0.0989(11) Uani 1 1 d . U . . .
H2A H -0.1956 0.5428 -0.2358 0.119 Uiso 1 1 calc R U . . .
C8 C 0.1018(5) 0.2695(5) -0.0850(3) 0.0905(10) Uani 1 1 d . U . . .
C4 C 0.0394(5) 0.7096(5) -0.1154(3) 0.0912(10) Uani 1 1 d . U . . .
H4 H 0.0749 0.7931 -0.0968 0.109 Uiso 1 1 calc R U . . .
C10 C 0.1744(9) 0.1815(7) -0.0469(5) 0.141(3) Uani 1 1 d . . . . .
C9 C -0.0051(7) 0.2001(7) -0.1405(4) 0.143(3) Uani 1 1 d . . . . .
N2 N -0.0836(8) 0.1387(7) -0.1841(5) 0.206(4) Uani 1 1 d . . . . .
N1 N 0.2312(11) 0.1068(8) -0.0187(7) 0.247(6) Uani 1 1 d . . . . .


_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
C35 C34 1.387(4) . ?
C35 C36 1.392(4) . ?
C35 C33 1.496(4) . ?
C24 C23 1.386(4) . ?
C24 C25 1.399(4) . ?
C24 C26 1.487(4) . ?
C27 C28 1.384(5) . ?
C27 C32 1.387(5) . ?
C27 C26 1.495(4) . ?
C20 C22 1.394(4) . ?
C20 C21 1.398(4) . ?
C20 C17 1.480(4) . ?
C34 C39 1.373(4) . ?
C34 H34A 0.9300 . ?
C33 C26 1.351(4) . ?
C33 C40 1.492(4) . ?
C23 C22 1.370(4) . ?
C23 H23A 0.9300 . ?
C25 C21 1.370(4) . ?
C25 H25A 0.9300 . ?
C40 C44 1.387(5) . ?
C40 C41 1.395(5) . ?
C22 H22A 0.9300 . ?
C21 H21A 0.9300 . ?
C17 C18 1.395(5) . ?
C17 C16 1.397(5) . ?
C41 C42 1.370(5) . ?
C41 H41A 0.9300 . ?
C32 C31 1.388(5) . ?
C32 H32A 0.9300 . ?
C36 C37 1.381(5) . ?
C36 H36A 0.9300 . ?
C39 C38 1.367(5) . ?
C39 H39A 0.9300 . ?
C28 C29 1.386(6) . ?
C28 H28A 0.9300 . ?
C44 C45 1.383(5) . ?
C44 H44A 0.9300 . ?
C38 C37 1.371(5) . ?
C38 H38A 0.9300 . ?
C37 H37A 0.9300 . ?
C42 C43 1.357(6) . ?
C42 H42A 0.9300 . ?
C14 C15 1.393(5) . ?
C14 C19 1.397(6) . ?
C14 C13 1.456(5) . ?
C16 C15 1.373(5) . ?
C16 H16A 0.9300 . ?
C18 C19 1.378(5) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C31 C30 1.353(7) . ?
C31 H31A 0.9300 . ?
C13 C11 1.342(6) . ?
C13 H13A 0.9300 . ?
C15 H15A 0.9300 . ?
O1 C12 1.210(6) . ?
C43 C45 1.377(7) . ?
C43 H43A 0.9300 . ?
C7 C8 1.316(6) . ?
C7 C6 1.486(6) . ?
C7 C11 1.496(6) . ?
C11 C12 1.469(7) . ?
C6 C5 1.319(6) . ?
C6 C1 1.422(6) . ?
C5 C4 1.392(7) . ?
C5 C12 1.495(7) . ?
C45 H45A 0.9300 . ?
C30 C29 1.373(7) . ?
C30 H30A 0.9300 . ?
C29 H29A 0.9300 . ?
C1 C2 1.355(7) . ?
C1 H1A 0.9300 . ?
C3 C2 1.302(7) . ?
C3 C4 1.444(7) . ?
C3 H3A 0.9300 . ?
C2 H2A 0.9300 . ?
C8 C10 1.419(10) . ?
C8 C9 1.444(7) . ?
C4 H4 0.9300 . ?
C10 N1 1.149(10) . ?
C9 N2 1.129(7) . ?

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
C34 C35 C36 117.2(3) . . ?
C34 C35 C33 121.4(3) . . ?
C36 C35 C33 121.3(3) . . ?
C23 C24 C25 116.7(3) . . ?
C23 C24 C26 121.6(3) . . ?
C25 C24 C26 121.6(3) . . ?
C28 C27 C32 118.5(3) . . ?
C28 C27 C26 120.6(3) . . ?
C32 C27 C26 120.8(3) . . ?
C22 C20 C21 116.8(3) . . ?
C22 C20 C17 121.5(3) . . ?
C21 C20 C17 121.7(3) . . ?
C39 C34 C35 121.5(3) . . ?
C39 C34 H34A 119.3 . . ?
C35 C34 H34A 119.3 . . ?
C26 C33 C40 121.4(3) . . ?
C26 C33 C35 122.8(3) . . ?
C40 C33 C35 115.7(2) . . ?
C22 C23 C24 122.3(3) . . ?
C22 C23 H23A 118.9 . . ?
C24 C23 H23A 118.9 . . ?
C33 C26 C24 123.7(3) . . ?
C33 C26 C27 122.3(3) . . ?
C24 C26 C27 114.0(2) . . ?
C21 C25 C24 121.3(3) . . ?
C21 C25 H25A 119.3 . . ?
C24 C25 H25A 119.3 . . ?
C44 C40 C41 117.6(3) . . ?
C44 C40 C33 120.9(3) . . ?
C41 C40 C33 121.5(3) . . ?
C23 C22 C20 121.2(3) . . ?
C23 C22 H22A 119.4 . . ?
C20 C22 H22A 119.4 . . ?
C25 C21 C20 121.7(3) . . ?
C25 C21 H21A 119.1 . . ?
C20 C21 H21A 119.1 . . ?
C18 C17 C16 116.9(3) . . ?
C18 C17 C20 121.5(3) . . ?
C16 C17 C20 121.6(3) . . ?
C42 C41 C40 121.0(4) . . ?
C42 C41 H41A 119.5 . . ?
C40 C41 H41A 119.5 . . ?
C31 C32 C27 119.9(4) . . ?
C31 C32 H32A 120.1 . . ?
C27 C32 H32A 120.1 . . ?
C37 C36 C35 121.1(3) . . ?
C37 C36 H36A 119.4 . . ?
C35 C36 H36A 119.4 . . ?
C38 C39 C34 120.4(3) . . ?
C38 C39 H39A 119.8 . . ?
C34 C39 H39A 119.8 . . ?
C27 C28 C29 120.8(4) . . ?
C27 C28 H28A 119.6 . . ?
C29 C28 H28A 119.6 . . ?
C45 C44 C40 120.8(4) . . ?
C45 C44 H44A 119.6 . . ?
C40 C44 H44A 119.6 . . ?
C39 C38 C37 119.7(3) . . ?
C39 C38 H38A 120.2 . . ?
C37 C38 H38A 120.2 . . ?
C38 C37 C36 120.1(3) . . ?
C38 C37 H37A 119.9 . . ?
C36 C37 H37A 119.9 . . ?
C43 C42 C41 120.7(4) . . ?
C43 C42 H42A 119.6 . . ?
C41 C42 H42A 119.6 . . ?
C15 C14 C19 116.8(3) . . ?
C15 C14 C13 116.2(4) . . ?
C19 C14 C13 127.0(4) . . ?
C15 C16 C17 121.1(4) . . ?
C15 C16 H16A 119.5 . . ?
C17 C16 H16A 119.5 . . ?
C19 C18 C17 121.8(4) . . ?
C19 C18 H18A 119.1 . . ?
C17 C18 H18A 119.1 . . ?
C18 C19 C14 121.2(4) . . ?
C18 C19 H19A 119.4 . . ?
C14 C19 H19A 119.4 . . ?
C30 C31 C32 121.0(4) . . ?
C30 C31 H31A 119.5 . . ?
C32 C31 H31A 119.5 . . ?
C11 C13 C14 136.0(4) . . ?
C11 C13 H13A 112.0 . . ?
C14 C13 H13A 112.0 . . ?
C16 C15 C14 122.2(4) . . ?
C16 C15 H15A 118.9 . . ?
C14 C15 H15A 118.9 . . ?
C42 C43 C45 119.8(4) . . ?
C42 C43 H43A 120.1 . . ?
C45 C43 H43A 120.1 . . ?
C8 C7 C6 126.7(4) . . ?
C8 C7 C11 127.7(4) . . ?
C6 C7 C11 105.6(4) . . ?
C13 C11 C12 129.1(4) . . ?
C13 C11 C7 124.5(4) . . ?
C12 C11 C7 106.3(4) . . ?
C5 C6 C1 119.9(5) . . ?
C5 C6 C7 111.3(4) . . ?
C1 C6 C7 128.8(4) . . ?
C6 C5 C4 125.0(5) . . ?
C6 C5 C12 110.1(4) . . ?
C4 C5 C12 124.9(5) . . ?
C43 C45 C44 120.0(4) . . ?
C43 C45 H45A 120.0 . . ?
C44 C45 H45A 120.0 . . ?
C31 C30 C29 120.0(4) . . ?
C31 C30 H30A 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C30 C29 C28 119.8(4) . . ?
C30 C29 H29A 120.1 . . ?
C28 C29 H29A 120.1 . . ?
O1 C12 C11 129.4(5) . . ?
O1 C12 C5 123.9(5) . . ?
C11 C12 C5 106.7(4) . . ?
C2 C1 C6 115.6(5) . . ?
C2 C1 H1A 122.2 . . ?
C6 C1 H1A 122.2 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C3 C2 C1 125.3(6) . . ?
C3 C2 H2A 117.3 . . ?
C1 C2 H2A 117.3 . . ?
C7 C8 C10 127.9(5) . . ?
C7 C8 C9 122.9(5) . . ?
C10 C8 C9 109.2(5) . . ?
C5 C4 C3 113.4(5) . . ?
C5 C4 H4 123.3 . . ?
C3 C4 H4 123.3 . . ?
N1 C10 C8 177.2(8) . . ?
N2 C9 C8 174.9(10) . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.000 123 19 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?




_refine_diff_density_max         0.812
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_z
_database_code_depnum_ccdc_archive 'CCDC 1888025'
loop_
_audit_author_name
_audit_author_address
'Hongwei Ma'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2018-12-31 deposited with the CCDC.	2019-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        TPEIC
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H24 N2 O'
_chemical_formula_weight         536.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   5.87(2)
_cell_length_b                   10.236(18)
_cell_length_c                   25.27(5)
_cell_angle_alpha                84.03(9)
_cell_angle_beta                 89.02(15)
_cell_angle_gamma                73.63(17)
_cell_volume                     1448(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8572
_cell_measurement_theta_min      3.517
_cell_measurement_theta_max      67.082

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   0.724
_exptl_transmission_factor_max   0.955
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.576
_shelx_estimated_absorpt_T_min   0.724
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8572
_diffrn_reflns_av_unetI/netI     0.1075
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.517
_diffrn_reflns_theta_max         67.082
_diffrn_reflns_theta_full        67.082
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measured_fraction_theta_full 0.886
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_Laue_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_point_group_measured_fraction_full 0.886
_reflns_number_total             4562
_reflns_number_gt                3397
_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.8000P)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       1152(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4562
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3205
_refine_ls_R_factor_gt           0.3111
_refine_ls_wR_factor_ref         0.6943
_refine_ls_wR_factor_gt          0.6596
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.001

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 0.0857(3) 0.46824(13) -0.15718(5) 0.1094(5) Uani 1 1 d . . . . .
N1 N -0.8465(4) 0.60312(19) -0.03578(7) 0.1050(6) Uani 1 1 d . . . . .
N2 N -0.6403(4) 0.17314(18) 0.01726(7) 0.1169(7) Uani 1 1 d . . . . .
C1 C -0.2529(4) 1.1323(2) -0.28137(8) 0.0990(7) Uani 1 1 d . . . . .
C2 C -0.4421(4) 1.2034(2) -0.25142(10) 0.1130(8) Uani 1 1 d . . . . .
H2A H -0.5650 1.1647 -0.2390 0.136 Uiso 1 1 calc R U . . .
C3 C -0.4404(4) 1.3328(2) -0.24088(7) 0.0994(7) Uani 1 1 d . . . . .
H3A H -0.5763 1.3874 -0.2246 0.119 Uiso 1 1 calc R U . . .
C4 C -0.2477(5) 1.3894(2) -0.25293(10) 0.1183(9) Uani 1 1 d . . . . .
H4A H -0.2479 1.4755 -0.2420 0.142 Uiso 1 1 calc R U . . .
C5 C -0.0591(4) 1.3144(2) -0.28133(9) 0.1129(8) Uani 1 1 d . . . . .
H5A H 0.0708 1.3495 -0.2913 0.135 Uiso 1 1 calc R U . . .
C6 C -0.0646(5) 1.1857(2) -0.29503(10) 0.1118(8) Uani 1 1 d . . . . .
H6A H 0.0643 1.1338 -0.3142 0.134 Uiso 1 1 calc R U . . .
C7 C -0.2266(5) 1.0787(2) -0.39397(7) 0.0990(6) Uani 1 1 d . . . . .
C8 C -0.4089(6) 1.1988(2) -0.40031(9) 0.1206(9) Uani 1 1 d . . . . .
H8A H -0.5358 1.2124 -0.3758 0.145 Uiso 1 1 calc R U . . .
C9 C -0.4124(5) 1.3010(3) -0.44178(8) 0.1526(13) Uani 1 1 d . . . . .
H9A H -0.5470 1.3787 -0.4474 0.183 Uiso 1 1 calc R U . . .
C10 C -0.2173(5) 1.2874(2) -0.47446(9) 0.1227(9) Uani 1 1 d . . . . .
H10A H -0.2119 1.3606 -0.5004 0.147 Uiso 1 1 calc R U . . .
C11 C -0.0315(6) 1.1700(3) -0.46995(10) 0.1369(10) Uani 1 1 d . . . . .
H11A H 0.0992 1.1599 -0.4934 0.164 Uiso 1 1 calc R U . . .
C12 C -0.0378(4) 1.0656(2) -0.43023(9) 0.1227(9) Uani 1 1 d . . . . .
H12A H 0.0887 0.9833 -0.4275 0.147 Uiso 1 1 calc R U . . .
C13 C -0.1739(4) 0.8243(2) -0.36562(8) 0.1012(7) Uani 1 1 d . . . . .
C14 C -0.3254(5) 0.7980(2) -0.40321(8) 0.1083(8) Uani 1 1 d . . . . .
H14A H -0.4543 0.8692 -0.4191 0.130 Uiso 1 1 calc R U . . .
C15 C -0.2795(5) 0.6613(2) -0.41664(9) 0.1173(8) Uani 1 1 d . . . . .
H15A H -0.3875 0.6364 -0.4384 0.141 Uiso 1 1 calc R U . . .
C16 C -0.0677(4) 0.5633(2) -0.39657(9) 0.1276(10) Uani 1 1 d . . . . .
H16A H -0.0281 0.4745 -0.4083 0.153 Uiso 1 1 calc R U . . .
C17 C 0.0803(4) 0.5909(2) -0.36140(9) 0.1167(9) Uani 1 1 d . . . . .
H17A H 0.2175 0.5225 -0.3474 0.140 Uiso 1 1 calc R U . . .
C18 C 0.0223(4) 0.7260(2) -0.34631(9) 0.1045(7) Uani 1 1 d . . . . .
H18A H 0.1238 0.7482 -0.3220 0.125 Uiso 1 1 calc R U . . .
C19 C -0.3056(5) 0.8942(2) -0.25502(10) 0.1095(8) Uani 1 1 d . . . . .
C20 C -0.4913(4) 0.8318(2) -0.26161(8) 0.1056(7) Uani 1 1 d . . . . .
H20A H -0.5819 0.8564 -0.2938 0.127 Uiso 1 1 calc R U . . .
C21 C -0.5468(4) 0.7383(2) -0.22419(7) 0.1023(7) Uani 1 1 d . . . . .
H21A H -0.6764 0.7030 -0.2302 0.123 Uiso 1 1 calc R U . . .
C22 C -0.4090(4) 0.6945(2) -0.17620(9) 0.1001(7) Uani 1 1 d . . . . .
C23 C -0.2200(4) 0.7581(2) -0.16644(9) 0.1115(7) Uani 1 1 d . . . . .
H23A H -0.1260 0.7339 -0.1348 0.134 Uiso 1 1 calc R U . . .
C24 C -0.1860(4) 0.8572(2) -0.20669(7) 0.1018(7) Uani 1 1 d . . . . .
H24A H -0.0705 0.9026 -0.1999 0.122 Uiso 1 1 calc R U . . .
C25 C -0.2533(4) 0.9931(2) -0.29695(7) 0.0983(7) Uani 1 1 d . . . . .
C26 C -0.2233(4) 0.9687(2) -0.34910(9) 0.1129(8) Uani 1 1 d . . . . .
C27 C -0.4650(5) 0.5853(2) -0.13835(9) 0.1027(7) Uani 1 1 d . . . . .
H27A H -0.6264 0.5981 -0.1287 0.123 Uiso 1 1 calc R U . . .
C28 C -0.3014(4) 0.46759(19) -0.11637(7) 0.0983(7) Uani 1 1 d . . . . .
C29 C -0.3648(4) 0.3547(2) -0.08371(8) 0.1053(7) Uani 1 1 d . . . . .
C30 C -0.1762(4) 0.2235(2) -0.08751(8) 0.1093(8) Uani 1 1 d . . . . .
C31 C -0.1547(4) 0.0902(2) -0.06945(8) 0.1089(8) Uani 1 1 d . . . . .
H31A H -0.2784 0.0683 -0.0488 0.131 Uiso 1 1 calc R U . . .
C32 C 0.0341(4) -0.0090(2) -0.07999(8) 0.1032(8) Uani 1 1 d . . . . .
H32A H 0.0409 -0.1016 -0.0689 0.124 Uiso 1 1 calc R U . . .
C33 C 0.2327(5) 0.0233(3) -0.10874(10) 0.1150(9) Uani 1 1 d . . . . .
H33A H 0.3720 -0.0472 -0.1151 0.138 Uiso 1 1 calc R U . . .
C34 C 0.2142(4) 0.16013(19) -0.12674(8) 0.0994(7) Uani 1 1 d . . . . .
H34A H 0.3386 0.1843 -0.1463 0.119 Uiso 1 1 calc R U . . .
C35 C 0.0111(5) 0.2582(2) -0.11523(9) 0.1085(8) Uani 1 1 d . . . . .
C36 C -0.0537(4) 0.4095(2) -0.13287(8) 0.0965(7) Uani 1 1 d . . . . .
C37 C -0.5585(4) 0.3675(2) -0.04864(7) 0.0965(6) Uani 1 1 d . . . . .
C38 C -0.7228(4) 0.5020(2) -0.04275(8) 0.1016(7) Uani 1 1 d . . . . .
C39 C -0.5906(4) 0.2545(2) -0.01150(8) 0.0999(7) Uani 1 1 d . . . . .


_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 C36 1.261(4) . ?
N1 C38 1.113(4) . ?
N2 C39 1.145(3) . ?
C1 C6 1.388(5) . ?
C1 C2 1.402(5) . ?
C1 C25 1.518(4) . ?
C2 C3 1.380(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.424(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.392(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.406(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.380(5) . ?
C7 C12 1.411(5) . ?
C7 C26 1.509(4) . ?
C8 C9 1.398(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.372(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.396(4) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C18 1.356(5) . ?
C13 C14 1.408(4) . ?
C13 C26 1.525(4) . ?
C14 C15 1.425(4) . ?
C14 H14A 0.9500 . ?
C15 C16 1.421(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.357(5) . ?
C16 H16A 0.9500 . ?
C17 C18 1.419(4) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C24 1.382(4) . ?
C19 C20 1.430(5) . ?
C19 C25 1.477(4) . ?
C20 C21 1.376(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.429(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.471(5) . ?
C22 C27 1.499(4) . ?
C23 C24 1.412(4) . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 C26 1.366(4) . ?
C27 C28 1.382(4) . ?
C27 H27A 0.9500 . ?
C28 C36 1.477(6) . ?
C28 C29 1.479(4) . ?
C29 C37 1.414(5) . ?
C29 C30 1.490(5) . ?
C30 C31 1.365(4) . ?
C30 C35 1.402(5) . ?
C31 C32 1.319(5) . ?
C31 H31A 0.9500 . ?
C32 C33 1.460(5) . ?
C32 H32A 0.9500 . ?
C33 C34 1.402(4) . ?
C33 H33A 0.9500 . ?
C34 C35 1.374(5) . ?
C34 H34A 0.9500 . ?
C35 C36 1.507(4) . ?
C37 C38 1.461(4) . ?
C37 C39 1.465(4) . ?

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 C2 120.8(3) . . ?
C6 C1 C25 120.5(2) . . ?
C2 C1 C25 118.7(3) . . ?
C3 C2 C1 116.5(3) . . ?
C3 C2 H2A 121.8 . . ?
C1 C2 H2A 121.8 . . ?
C2 C3 C4 124.1(2) . . ?
C2 C3 H3A 118.0 . . ?
C4 C3 H3A 118.0 . . ?
C5 C4 C3 117.7(3) . . ?
C5 C4 H4A 121.2 . . ?
C3 C4 H4A 121.2 . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C1 C6 C5 121.9(3) . . ?
C1 C6 H6A 119.1 . . ?
C5 C6 H6A 119.1 . . ?
C8 C7 C12 116.9(3) . . ?
C8 C7 C26 121.8(3) . . ?
C12 C7 C26 121.3(2) . . ?
C7 C8 C9 122.0(3) . . ?
C7 C8 H8A 119.0 . . ?
C9 C8 H8A 119.0 . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 H9A 120.4 . . ?
C8 C9 H9A 120.4 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
C10 C11 C12 118.8(3) . . ?
C10 C11 H11A 120.6 . . ?
C12 C11 H11A 120.6 . . ?
C11 C12 C7 122.0(2) . . ?
C11 C12 H12A 119.0 . . ?
C7 C12 H12A 119.0 . . ?
C18 C13 C14 121.3(3) . . ?
C18 C13 C26 119.5(3) . . ?
C14 C13 C26 119.1(2) . . ?
C13 C14 C15 117.9(2) . . ?
C13 C14 H14A 121.1 . . ?
C15 C14 H14A 121.1 . . ?
C16 C15 C14 118.2(3) . . ?
C16 C15 H15A 120.9 . . ?
C14 C15 H15A 120.9 . . ?
C17 C16 C15 122.9(3) . . ?
C17 C16 H16A 118.6 . . ?
C15 C16 H16A 118.6 . . ?
C16 C17 C18 117.4(3) . . ?
C16 C17 H17A 121.3 . . ?
C18 C17 H17A 121.3 . . ?
C13 C18 C17 121.9(3) . . ?
C13 C18 H18A 119.0 . . ?
C17 C18 H18A 119.0 . . ?
C24 C19 C20 115.0(2) . . ?
C24 C19 C25 123.6(3) . . ?
C20 C19 C25 121.4(2) . . ?
C21 C20 C19 123.9(2) . . ?
C21 C20 H20A 118.0 . . ?
C19 C20 H20A 118.0 . . ?
C20 C21 C22 119.8(3) . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 H21A 120.1 . . ?
C21 C22 C23 118.7(2) . . ?
C21 C22 C27 118.0(3) . . ?
C23 C22 C27 123.4(2) . . ?
C24 C23 C22 116.4(2) . . ?
C24 C23 H23A 121.8 . . ?
C22 C23 H23A 121.8 . . ?
C19 C24 C23 126.0(3) . . ?
C19 C24 H24A 117.0 . . ?
C23 C24 H24A 117.0 . . ?
C26 C25 C19 123.2(2) . . ?
C26 C25 C1 119.1(2) . . ?
C19 C25 C1 117.5(2) . . ?
C25 C26 C7 123.5(2) . . ?
C25 C26 C13 121.3(2) . . ?
C7 C26 C13 115.1(2) . . ?
C28 C27 C22 125.4(3) . . ?
C28 C27 H27A 117.3 . . ?
C22 C27 H27A 117.3 . . ?
C27 C28 C36 127.8(2) . . ?
C27 C28 C29 124.1(3) . . ?
C36 C28 C29 105.6(2) . . ?
C37 C29 C28 126.4(2) . . ?
C37 C29 C30 123.2(2) . . ?
C28 C29 C30 110.0(3) . . ?
C31 C30 C35 119.9(3) . . ?
C31 C30 C29 134.0(3) . . ?
C35 C30 C29 106.1(3) . . ?
C32 C31 C30 121.4(3) . . ?
C32 C31 H31A 119.3 . . ?
C30 C31 H31A 119.3 . . ?
C31 C32 C33 120.1(3) . . ?
C31 C32 H32A 119.9 . . ?
C33 C32 H32A 119.9 . . ?
C34 C33 C32 118.9(2) . . ?
C34 C33 H33A 120.6 . . ?
C32 C33 H33A 120.6 . . ?
C35 C34 C33 118.1(3) . . ?
C35 C34 H34A 121.0 . . ?
C33 C34 H34A 121.0 . . ?
C34 C35 C30 121.5(3) . . ?
C34 C35 C36 127.4(3) . . ?
C30 C35 C36 110.9(3) . . ?
O1 C36 C28 129.6(2) . . ?
O1 C36 C35 123.8(2) . . ?
C28 C36 C35 106.6(3) . . ?
C29 C37 C38 120.3(2) . . ?
C29 C37 C39 123.5(2) . . ?
C38 C37 C39 115.7(2) . . ?
N1 C38 C37 176.8(2) . . ?
N2 C39 C37 172.9(2) . . ?

_refine_diff_density_max         1.553
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.293

####################################################################### 
# 
# 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_A
_database_code_depnum_ccdc_archive 'CCDC 1888024'
loop_
_audit_author_name
_audit_author_address
'Hongwei Ma'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2018-12-31 deposited with the CCDC.	2019-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        TPEThIC
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H28 Cl2 N2 O S'
_chemical_formula_weight         703.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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                   12.1544(4)
_cell_length_b                   8.7132(3)
_cell_length_c                   33.3446(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.610(2)
_cell_angle_gamma                90
_cell_volume                     3527.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    27922
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      65.228

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   0.302
_exptl_transmission_factor_max   0.788
_exptl_crystal_size_max          0.630
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.503
_shelx_estimated_absorpt_T_min   0.302
_shelx_estimated_absorpt_T_max   0.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.302
_exptl_absorpt_correction_T_max  0.788
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'w adn phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27922
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.653
_diffrn_reflns_theta_max         65.228
_diffrn_reflns_theta_full        65.228
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6011
_reflns_number_gt                5228
_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)+(0.0951P)²+3.0355P] 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         6011
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1630
_refine_ls_wR_factor_gt          0.1564
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_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
S1 S 0.47804(5) 0.37626(7) 0.43147(2) 0.03145(19) Uani 1 1 d . . . . .
O1 O 0.33229(17) 0.1890(3) 0.46634(6) 0.0514(5) Uani 1 1 d . . . . .
N1 N 0.7432(2) 0.1890(4) 0.58483(8) 0.0611(8) Uani 1 1 d . . . . .
N2 N 0.5322(2) -0.0824(3) 0.65350(7) 0.0457(6) Uani 1 1 d . . . . .
C1 C 0.6146(2) 0.8770(3) 0.20403(7) 0.0338(6) Uani 1 1 d . . . . .
H1A H 0.5595 0.9544 0.2024 0.041 Uiso 1 1 calc R U . . .
C2 C 0.7119(2) 0.8973(3) 0.18443(8) 0.0422(7) Uani 1 1 d . . . . .
H2A H 0.7229 0.9876 0.1691 0.051 Uiso 1 1 calc R U . . .
C3 C 0.7925(2) 0.7862(4) 0.18724(8) 0.0437(7) Uani 1 1 d . . . . .
H3A H 0.8592 0.8003 0.1739 0.052 Uiso 1 1 calc R U . . .
C4 C 0.7772(2) 0.6556(3) 0.20907(9) 0.0418(6) Uani 1 1 d . . . . .
H4A H 0.8330 0.5792 0.2108 0.050 Uiso 1 1 calc R U . . .
C5 C 0.6794(2) 0.6346(3) 0.22888(8) 0.0354(6) Uani 1 1 d . . . . .
H5A H 0.6696 0.5445 0.2444 0.042 Uiso 1 1 calc R U . . .
C6 C 0.59686(19) 0.7437(3) 0.22616(7) 0.0291(5) Uani 1 1 d . . . . .
C7 C 0.49273(19) 0.7214(3) 0.24749(7) 0.0270(5) Uani 1 1 d . . . . .
C8 C 0.39248(19) 0.7455(3) 0.22930(7) 0.0272(5) Uani 1 1 d . . . . .
C9 C 0.37961(19) 0.7699(3) 0.18484(7) 0.0294(5) Uani 1 1 d . . . . .
C10 C 0.3199(2) 0.8941(3) 0.16912(8) 0.0353(6) Uani 1 1 d . . . . .
H10A H 0.2898 0.9670 0.1868 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3039(2) 0.9125(4) 0.12810(9) 0.0489(7) Uani 1 1 d . . . . .
H11A H 0.2638 0.9983 0.1177 0.059 Uiso 1 1 calc R U . . .
C12 C 0.3465(3) 0.8054(4) 0.10195(9) 0.0541(8) Uani 1 1 d . . . . .
H12A H 0.3344 0.8171 0.0738 0.065 Uiso 1 1 calc R U . . .
C13 C 0.4066(3) 0.6816(4) 0.11726(8) 0.0482(7) Uani 1 1 d . . . . .
H13A H 0.4362 0.6084 0.0996 0.058 Uiso 1 1 calc R U . . .
C14 C 0.4232(2) 0.6651(3) 0.15823(8) 0.0368(6) Uani 1 1 d . . . . .
H14A H 0.4651 0.5806 0.1685 0.044 Uiso 1 1 calc R U . . .
C15 C 0.28751(19) 0.7480(3) 0.25101(7) 0.0264(5) Uani 1 1 d . . . . .
C16 C 0.19211(19) 0.6884(3) 0.23238(7) 0.0289(5) Uani 1 1 d . . . . .
H16A H 0.1950 0.6447 0.2064 0.035 Uiso 1 1 calc R U . . .
C17 C 0.0924(2) 0.6920(3) 0.25140(8) 0.0348(6) Uani 1 1 d . . . . .
H17A H 0.0279 0.6503 0.2384 0.042 Uiso 1 1 calc R U . . .
C18 C 0.0871(2) 0.7562(3) 0.28918(8) 0.0394(6) Uani 1 1 d . . . . .
H18A H 0.0192 0.7589 0.3022 0.047 Uiso 1 1 calc R U . . .
C19 C 0.1814(2) 0.8166(3) 0.30793(8) 0.0368(6) Uani 1 1 d . . . . .
H19A H 0.1781 0.8610 0.3339 0.044 Uiso 1 1 calc R U . . .
C20 C 0.2807(2) 0.8127(3) 0.28906(7) 0.0310(5) Uani 1 1 d . . . . .
H20A H 0.3449 0.8547 0.3022 0.037 Uiso 1 1 calc R U . . .
C21 C 0.50857(18) 0.6669(3) 0.28970(7) 0.0270(5) Uani 1 1 d . . . . .
C22 C 0.5878(2) 0.7348(3) 0.31591(7) 0.0298(5) Uani 1 1 d . . . . .
H22A H 0.6302 0.8184 0.3069 0.036 Uiso 1 1 calc R U . . .
C23 C 0.6050(2) 0.6817(3) 0.35477(7) 0.0297(5) Uani 1 1 d . . . . .
H23A H 0.6578 0.7311 0.3722 0.036 Uiso 1 1 calc R U . . .
C24 C 0.54626(19) 0.5573(3) 0.36874(7) 0.0277(5) Uani 1 1 d . . . . .
C25 C 0.46767(19) 0.4880(3) 0.34248(7) 0.0280(5) Uani 1 1 d . . . . .
H25A H 0.4265 0.4028 0.3514 0.034 Uiso 1 1 calc R U . . .
C26 C 0.44951(19) 0.5423(3) 0.30381(7) 0.0275(5) Uani 1 1 d . . . . .
H26A H 0.3958 0.4940 0.2865 0.033 Uiso 1 1 calc R U . . .
C27 C 0.5696(2) 0.4967(3) 0.40944(7) 0.0305(5) Uani 1 1 d . . . . .
C28 C 0.6623(2) 0.5222(3) 0.43400(7) 0.0363(6) Uani 1 1 d . . . . .
H28A H 0.7217 0.5860 0.4269 0.044 Uiso 1 1 calc R U . . .
C29 C 0.6587(2) 0.4438(3) 0.47034(7) 0.0372(6) Uani 1 1 d . . . . .
H29A H 0.7161 0.4494 0.4906 0.045 Uiso 1 1 calc R U . . .
C30 C 0.5643(2) 0.3568(3) 0.47445(7) 0.0335(6) Uani 1 1 d . . . . .
C31 C 0.5488(2) 0.2670(3) 0.50945(7) 0.0334(6) Uani 1 1 d . . . . .
H31A H 0.6087 0.2747 0.5287 0.040 Uiso 1 1 calc R U . . .
C32 C 0.4674(2) 0.1725(3) 0.52145(7) 0.0336(6) Uani 1 1 d . . . . .
C33 C 0.3612(2) 0.1408(3) 0.49928(8) 0.0382(6) Uani 1 1 d . . . . .
C34 C 0.2971(2) 0.0389(3) 0.52478(7) 0.0371(6) Uani 1 1 d . . . . .
C35 C 0.1946(2) -0.0254(4) 0.51612(8) 0.0459(7) Uani 1 1 d . . . . .
H35A H 0.1561 -0.0061 0.4912 0.055 Uiso 1 1 calc R U . . .
C36 C 0.1497(2) -0.1181(4) 0.54467(9) 0.0488(7) Uani 1 1 d . . . . .
H36A H 0.0795 -0.1637 0.5394 0.059 Uiso 1 1 calc R U . . .
C37 C 0.2067(2) -0.1452(4) 0.58121(9) 0.0460(7) Uani 1 1 d . . . . .
H37A H 0.1743 -0.2082 0.6007 0.055 Uiso 1 1 calc R U . . .
C38 C 0.3098(2) -0.0821(3) 0.58968(8) 0.0391(6) Uani 1 1 d . . . . .
H38A H 0.3480 -0.1013 0.6147 0.047 Uiso 1 1 calc R U . . .
C39 C 0.3564(2) 0.0102(3) 0.56070(7) 0.0340(6) Uani 1 1 d . . . . .
C40 C 0.4657(2) 0.0866(3) 0.55947(7) 0.0330(5) Uani 1 1 d . . . . .
C41 C 0.5488(2) 0.0716(3) 0.58819(7) 0.0354(6) Uani 1 1 d . . . . .
C42 C 0.6560(2) 0.1383(3) 0.58566(8) 0.0423(7) Uani 1 1 d . . . . .
C43 C 0.5380(2) -0.0156(3) 0.62426(8) 0.0359(6) Uani 1 1 d . . . . .
C44 C 0.5033(4) 1.1522(6) 0.09623(15) 0.0892(13) Uani 1 1 d . . . . .
H44A H 0.4272 1.1902 0.0987 0.107 Uiso 1 1 calc R U . . .
H44B H 0.5117 1.0575 0.1125 0.107 Uiso 1 1 calc R U . . .
Cl1 Cl 0.59490(8) 1.28904(13) 0.11512(4) 0.0852(3) Uani 1 1 d . . . . .
Cl2 Cl 0.52369(14) 1.1080(3) 0.04578(5) 0.1420(7) Uani 1 1 d . . . . .


_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 C27 1.719(3) . ?
S1 C30 1.745(2) . ?
O1 C33 1.213(3) . ?
N1 C42 1.149(4) . ?
N2 C43 1.140(4) . ?
C1 C2 1.389(4) . ?
C1 C6 1.398(3) . ?
C1 H1A 0.9500 . ?
C2 C3 1.377(4) . ?
C2 H2A 0.9500 . ?
C3 C4 1.368(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.398(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.382(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.492(3) . ?
C7 C8 1.353(3) . ?
C7 C21 1.489(3) . ?
C8 C15 1.495(3) . ?
C8 C9 1.499(3) . ?
C9 C14 1.395(4) . ?
C9 C10 1.392(4) . ?
C10 C11 1.382(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.393(5) . ?
C11 H11A 0.9500 . ?
C12 C13 1.387(5) . ?
C12 H12A 0.9500 . ?
C13 C14 1.379(4) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.391(3) . ?
C15 C20 1.395(3) . ?
C16 C17 1.394(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.383(4) . ?
C17 H17A 0.9500 . ?
C18 C19 1.385(4) . ?
C18 H18A 0.9500 . ?
C19 C20 1.387(4) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 C26 1.395(3) . ?
C21 C22 1.401(3) . ?
C22 C23 1.383(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.389(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.403(3) . ?
C24 C27 1.472(3) . ?
C25 C26 1.382(3) . ?
C25 H25A 0.9500 . ?
C26 H26A 0.9500 . ?
C27 C28 1.379(4) . ?
C28 C29 1.394(4) . ?
C28 H28A 0.9500 . ?
C29 C30 1.387(4) . ?
C29 H29A 0.9500 . ?
C30 C31 1.425(4) . ?
C31 C32 1.361(4) . ?
C31 H31A 0.9500 . ?
C32 C40 1.473(3) . ?
C32 C33 1.484(4) . ?
C33 C34 1.476(4) . ?
C34 C39 1.392(4) . ?
C34 C35 1.385(4) . ?
C35 C36 1.380(4) . ?
C35 H35A 0.9500 . ?
C36 C37 1.394(4) . ?
C36 H36A 0.9500 . ?
C37 C38 1.385(4) . ?
C37 H37A 0.9500 . ?
C38 C39 1.397(4) . ?
C38 H38A 0.9500 . ?
C39 C40 1.488(4) . ?
C40 C41 1.366(4) . ?
C41 C43 1.434(4) . ?
C41 C42 1.433(4) . ?
C44 Cl1 1.730(5) . ?
C44 Cl2 1.754(5) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?

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
C27 S1 C30 91.94(12) . . ?
C2 C1 C6 120.6(3) . . ?
C2 C1 H1A 119.7 . . ?
C6 C1 H1A 119.7 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C5 C6 C1 118.5(2) . . ?
C5 C6 C7 120.5(2) . . ?
C1 C6 C7 120.9(2) . . ?
C8 C7 C6 122.1(2) . . ?
C8 C7 C21 123.3(2) . . ?
C6 C7 C21 114.57(19) . . ?
C7 C8 C15 123.8(2) . . ?
C7 C8 C9 121.1(2) . . ?
C15 C8 C9 115.1(2) . . ?
C14 C9 C10 118.4(2) . . ?
C14 C9 C8 120.7(2) . . ?
C10 C9 C8 120.8(2) . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H10A 119.7 . . ?
C9 C10 H10A 119.7 . . ?
C10 C11 C12 120.2(3) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C13 C14 C9 121.3(3) . . ?
C13 C14 H14A 119.4 . . ?
C9 C14 H14A 119.4 . . ?
C16 C15 C20 118.3(2) . . ?
C16 C15 C8 119.4(2) . . ?
C20 C15 C8 122.2(2) . . ?
C17 C16 C15 120.9(2) . . ?
C17 C16 H16A 119.6 . . ?
C15 C16 H16A 119.6 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C17 C18 C19 119.6(2) . . ?
C17 C18 H18A 120.2 . . ?
C19 C18 H18A 120.2 . . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 H19A 119.8 . . ?
C20 C19 H19A 119.8 . . ?
C19 C20 C15 120.8(2) . . ?
C19 C20 H20A 119.6 . . ?
C15 C20 H20A 119.6 . . ?
C26 C21 C22 117.9(2) . . ?
C26 C21 C7 121.4(2) . . ?
C22 C21 C7 120.7(2) . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22A 119.6 . . ?
C21 C22 H22A 119.6 . . ?
C22 C23 C24 121.2(2) . . ?
C22 C23 H23A 119.4 . . ?
C24 C23 H23A 119.4 . . ?
C23 C24 C25 118.2(2) . . ?
C23 C24 C27 120.6(2) . . ?
C25 C24 C27 121.2(2) . . ?
C26 C25 C24 120.7(2) . . ?
C26 C25 H25A 119.7 . . ?
C24 C25 H25A 119.7 . . ?
C25 C26 C21 121.2(2) . . ?
C25 C26 H26A 119.4 . . ?
C21 C26 H26A 119.4 . . ?
C28 C27 C24 127.4(2) . . ?
C28 C27 S1 111.81(19) . . ?
C24 C27 S1 120.75(18) . . ?
C27 C28 C29 112.4(2) . . ?
C27 C28 H28A 123.8 . . ?
C29 C28 H28A 123.8 . . ?
C30 C29 C28 114.3(2) . . ?
C30 C29 H29A 122.8 . . ?
C28 C29 H29A 122.8 . . ?
C29 C30 C31 121.4(2) . . ?
C29 C30 S1 109.54(19) . . ?
C31 C30 S1 129.0(2) . . ?
C32 C31 C30 134.2(2) . . ?
C32 C31 H31A 112.9 . . ?
C30 C31 H31A 112.9 . . ?
C31 C32 C40 126.8(2) . . ?
C31 C32 C33 126.4(2) . . ?
C40 C32 C33 106.8(2) . . ?
O1 C33 C34 126.2(3) . . ?
O1 C33 C32 126.6(3) . . ?
C34 C33 C32 107.2(2) . . ?
C39 C34 C35 122.2(3) . . ?
C39 C34 C33 109.7(2) . . ?
C35 C34 C33 128.1(2) . . ?
C36 C35 C34 118.2(3) . . ?
C36 C35 H35A 120.9 . . ?
C34 C35 H35A 120.9 . . ?
C35 C36 C37 120.4(3) . . ?
C35 C36 H36A 119.8 . . ?
C37 C36 H36A 119.8 . . ?
C38 C37 C36 121.3(3) . . ?
C38 C37 H37A 119.3 . . ?
C36 C37 H37A 119.3 . . ?
C37 C38 C39 118.6(2) . . ?
C37 C38 H38A 120.7 . . ?
C39 C38 H38A 120.7 . . ?
C34 C39 C38 119.2(2) . . ?
C34 C39 C40 108.9(2) . . ?
C38 C39 C40 131.9(2) . . ?
C41 C40 C32 127.8(2) . . ?
C41 C40 C39 124.8(2) . . ?
C32 C40 C39 107.4(2) . . ?
C40 C41 C43 123.1(3) . . ?
C40 C41 C42 124.4(2) . . ?
C43 C41 C42 112.5(2) . . ?
N1 C42 C41 177.6(3) . . ?
N2 C43 C41 177.8(3) . . ?
Cl1 C44 Cl2 112.6(3) . . ?
Cl1 C44 H44A 109.1 . . ?
Cl2 C44 H44A 109.1 . . ?
Cl1 C44 H44B 109.1 . . ?
Cl2 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?

_refine_diff_density_max         0.556
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.060

