# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2111719'
loop_
_audit_author_name
_audit_author_address
liuping
;Shihezi University
China
;
_audit_update_record             
;
2021-09-24 deposited with the CCDC.	2021-12-22 downloaded from the CCDC.
;
_audit_creation_date             2020-10-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H20 N2'
_chemical_formula_sum            'C25 H20 N2'
_chemical_formula_weight         348.43
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8016(2)
_cell_length_b                   10.2699(2)
_cell_length_c                   18.6233(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.8810(10)
_cell_angle_gamma                90
_cell_volume                     1834.49(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7144
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.62
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22818
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_min         2.276
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3219
_reflns_number_total             3882
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3882
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²+0.7952P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1239
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C13(H13), C14(H14),
 C16(H16), C17(H17), C20(H20), C21(H21), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.55329(16) 0.79849(16) 0.57902(8) 0.0307(3) Uani 1 1 d . . . . .
C2 C 0.67229(16) 0.75808(17) 0.63084(9) 0.0347(4) Uani 1 1 d . . . . .
C3 C 0.69848(19) 0.8164(2) 0.70009(9) 0.0430(4) Uani 1 1 d . . . . .
H3 H 0.776598 0.788537 0.735876 0.052 Uiso 1 1 calc R . . . .
C4 C 0.61426(19) 0.9131(2) 0.71782(10) 0.0461(5) Uani 1 1 d . . . . .
H4 H 0.632532 0.950152 0.765597 0.055 Uiso 1 1 calc R . . . .
C5 C 0.50126(19) 0.9563(2) 0.66450(10) 0.0447(4) Uani 1 1 d . . . . .
H5 H 0.444264 1.025045 0.675714 0.054 Uiso 1 1 calc R . . . .
C6 C 0.47177(17) 0.90009(17) 0.59590(10) 0.0366(4) Uani 1 1 d . . . . .
H6 H 0.395360 0.930940 0.559982 0.044 Uiso 1 1 calc R . . . .
C7 C 0.74381(17) 0.61730(17) 0.55034(9) 0.0344(4) Uani 1 1 d . . . . .
H7 H 0.809389 0.556441 0.539142 0.041 Uiso 1 1 calc R . . . .
C8 C 0.63037(15) 0.65231(16) 0.49321(8) 0.0293(3) Uani 1 1 d . . . . .
C9 C 0.58751(16) 0.61174(15) 0.42103(8) 0.0288(3) Uani 1 1 d . . . . .
C10 C 0.45363(17) 0.66398(16) 0.39697(8) 0.0319(4) Uani 1 1 d . . . . .
H10 H 0.397427 0.651340 0.349458 0.038 Uiso 1 1 calc R . . . .
C11 C 0.41509(16) 0.73614(16) 0.45187(8) 0.0306(3) Uani 1 1 d . . . . .
C12 C 0.66376(16) 0.52580(15) 0.37986(8) 0.0288(3) Uani 1 1 d . . . . .
C13 C 0.59185(17) 0.43500(16) 0.33015(8) 0.0333(4) Uani 1 1 d . . . . .
H13 H 0.492879 0.432857 0.320919 0.040 Uiso 1 1 calc R . . . .
C14 C 0.66247(18) 0.34830(17) 0.29423(9) 0.0365(4) Uani 1 1 d . . . . .
H14 H 0.610976 0.287316 0.260941 0.044 Uiso 1 1 calc R . . . .
C15 C 0.80720(18) 0.34833(16) 0.30573(8) 0.0346(4) Uani 1 1 d . . . . .
C16 C 0.87874(17) 0.44326(16) 0.35184(8) 0.0330(4) Uani 1 1 d . . . . .
H16 H 0.977312 0.448517 0.358487 0.040 Uiso 1 1 calc R . . . .
C17 C 0.80890(16) 0.53047(16) 0.38834(8) 0.0305(3) Uani 1 1 d . . . . .
H17 H 0.860397 0.594348 0.419568 0.037 Uiso 1 1 calc R . . . .
C18 C 0.8838(2) 0.24696(19) 0.27112(10) 0.0482(5) Uani 1 1 d . . . . .
H18A H 0.874968 0.266574 0.218869 0.072 Uiso 1 1 calc GR . . . .
H18B H 0.843817 0.160973 0.276614 0.072 Uiso 1 1 calc GR . . . .
H18C H 0.982550 0.247281 0.295341 0.072 Uiso 1 1 calc GR . . . .
C19 C 0.27538(16) 0.79021(15) 0.45017(8) 0.0301(3) Uani 1 1 d . . . . .
C20 C 0.19810(16) 0.75484(16) 0.50232(9) 0.0323(4) Uani 1 1 d . . . . .
H20 H 0.240503 0.704210 0.543598 0.039 Uiso 1 1 calc R . . . .
C21 C 0.06019(17) 0.79292(16) 0.49438(9) 0.0354(4) Uani 1 1 d . . . . .
H21 H 0.009275 0.767808 0.530369 0.043 Uiso 1 1 calc R . . . .
C22 C -0.00525(17) 0.86744(16) 0.43452(10) 0.0361(4) Uani 1 1 d . . . . .
C23 C 0.07305(18) 0.90395(18) 0.38379(10) 0.0410(4) Uani 1 1 d . . . . .
H23 H 0.031185 0.956172 0.343093 0.049 Uiso 1 1 calc R . . . .
C24 C 0.21069(18) 0.86619(18) 0.39099(9) 0.0391(4) Uani 1 1 d . . . . .
H24 H 0.261564 0.892380 0.355186 0.047 Uiso 1 1 calc R . . . .
C25 C -0.15678(18) 0.90502(19) 0.42507(12) 0.0480(5) Uani 1 1 d . . . . .
H25A H -0.215364 0.835202 0.399316 0.072 Uiso 1 1 calc GR . . . .
H25B H -0.173911 0.985544 0.396397 0.072 Uiso 1 1 calc GR . . . .
H25C H -0.179463 0.918696 0.473366 0.072 Uiso 1 1 calc GR . . . .
N1 N 0.52608(13) 0.73217(13) 0.51139(7) 0.0288(3) Uani 1 1 d . . . . .
N2 N 0.76466(14) 0.66253(16) 0.61707(8) 0.0390(4) 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
C1 C2 1.415(2) . ?
C1 C6 1.389(2) . ?
C1 N1 1.408(2) . ?
C2 C3 1.397(2) . ?
C2 N2 1.394(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.374(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.399(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.418(2) . ?
C7 N2 1.303(2) . ?
C8 C9 1.387(2) . ?
C8 N1 1.405(2) . ?
C9 C10 1.403(2) . ?
C9 C12 1.470(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.377(2) . ?
C11 C19 1.472(2) . ?
C11 N1 1.3846(19) . ?
C12 C13 1.398(2) . ?
C12 C17 1.399(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(2) . ?
C15 C16 1.390(2) . ?
C15 C18 1.504(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(2) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.397(2) . ?
C19 C24 1.392(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.395(2) . ?
C22 C23 1.386(3) . ?
C22 C25 1.509(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(2) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 119.86(15) . . ?
C6 C1 N1 123.64(14) . . ?
N1 C1 C2 116.49(14) . . ?
C3 C2 C1 118.23(16) . . ?
N2 C2 C1 123.81(15) . . ?
N2 C2 C3 117.96(15) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.77(17) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.03(16) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.68(17) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.27(16) . . ?
C5 C6 H6 119.9 . . ?
C8 C7 H7 117.6 . . ?
N2 C7 H7 117.6 . . ?
N2 C7 C8 124.76(16) . . ?
C9 C8 C7 133.25(15) . . ?
C9 C8 N1 108.58(13) . . ?
N1 C8 C7 117.66(14) . . ?
C8 C9 C10 105.74(14) . . ?
C8 C9 C12 126.91(14) . . ?
C10 C9 C12 127.27(14) . . ?
C9 C10 H10 124.7 . . ?
C11 C10 C9 110.50(14) . . ?
C11 C10 H10 124.7 . . ?
C10 C11 C19 125.68(14) . . ?
C10 C11 N1 106.74(14) . . ?
N1 C11 C19 127.04(14) . . ?
C13 C12 C9 120.31(14) . . ?
C13 C12 C17 117.36(15) . . ?
C17 C12 C9 122.33(14) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.05(15) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.47(15) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C18 121.16(16) . . ?
C16 C15 C14 117.66(15) . . ?
C16 C15 C18 121.16(16) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.24(15) . . ?
C17 C16 H16 119.4 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 121.02(15) . . ?
C16 C17 H17 119.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C11 121.47(14) . . ?
C24 C19 C11 119.90(15) . . ?
C24 C19 C20 118.19(15) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.60(15) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.21(16) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C25 120.87(17) . . ?
C23 C22 C21 117.72(15) . . ?
C23 C22 C25 121.40(16) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.60(16) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.66(16) . . ?
C23 C24 H24 119.7 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 N1 C1 118.98(12) . . ?
C11 N1 C1 132.43(14) . . ?
C11 N1 C8 108.36(13) . . ?
C7 N2 C2 116.50(14) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_11_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2111721'
loop_
_audit_author_name
_audit_author_address
liuping
;Shihezi University
China
;
_audit_update_record             
;
2021-09-24 deposited with the CCDC.	2021-12-22 downloaded from the CCDC.
;
_audit_creation_date             2021-09-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H22 N2 S'
_chemical_formula_sum            'C29 H22 N2 S'
_chemical_formula_weight         430.54
_chemical_melting_point          ?
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5089(2)
_cell_length_b                   15.5665(3)
_cell_length_c                   18.8172(4)
_cell_angle_alpha                86.3840(10)
_cell_angle_beta                 78.9380(10)
_cell_angle_gamma                86.4020(10)
_cell_volume                     2151.45(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6197
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.879
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    1.476
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0991 before and 0.0741 after correction.
The Ratio of minimum to maximum transmission is 0.8843.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24401
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.291
_diffrn_reflns_theta_min         2.396
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5529
_reflns_number_total             7795
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         7795
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0561
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0615P)²+0.7132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1508
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C56(H56), C39(H39), C57(H57), C42(H42), C51(H51), C53(H53),
 C33(H33), C28(H28), C35(H35), C24(H24), C9(H9), C38(H38), C22(H22), C45(H45),
 C27(H27), C4(H4), C48(H48), C16(H16), C25(H25), C36(H36), C50(H50), C32(H32),
 C13(H13), C54(H54), C21(H21), C49(H49), C3(H3), C19(H19), C6(H6), C20(H20),
 C7(H7)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C1(H1A,H1B,H1C), C58(H58A,H58B,H58C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S2 S 0.20972(9) 0.35818(4) 0.82964(3) 0.03301(17) Uani 1 1 d . . . . .
S1 S 0.70412(10) 0.06649(4) 0.29228(4) 0.03629(18) Uani 1 1 d . . . . .
N3 N 0.2364(3) 0.54251(14) 1.03408(12) 0.0298(5) Uani 1 1 d . . . . .
N1 N 0.7635(3) 0.25086(14) 0.49411(12) 0.0316(5) Uani 1 1 d . . . . .
N4 N 0.1304(3) 0.70324(15) 0.97114(13) 0.0357(5) Uani 1 1 d . . . . .
N2 N 0.7101(4) 0.41502(16) 0.42494(14) 0.0437(6) Uani 1 1 d . . . . .
C34 C 0.2610(4) 0.32498(16) 0.68245(14) 0.0307(5) Uani 1 1 d . . . . .
C12 C 0.7641(4) 0.17998(17) 0.39245(15) 0.0331(6) Uani 1 1 d . . . . .
C44 C 0.2212(4) 0.55265(17) 0.96113(14) 0.0305(5) Uani 1 1 d . . . . .
C52 C 0.2729(4) 0.41249(17) 1.12246(14) 0.0309(5) Uani 1 1 d . . . . .
C46 C 0.2354(4) 0.61745(17) 1.07249(14) 0.0315(5) Uani 1 1 d . . . . .
C10 C 0.8486(4) 0.21093(17) 0.25552(15) 0.0356(6) Uani 1 1 d . . . . .
H10 H 0.893759 0.266322 0.256997 0.043 Uiso 1 1 calc R . . . .
C43 C 0.2707(4) 0.45516(17) 1.05043(14) 0.0310(5) Uani 1 1 d . . . . .
C41 C 0.2571(4) 0.47274(17) 0.93024(14) 0.0314(5) Uani 1 1 d . . . . .
C5 C 0.7607(4) 0.03047(17) 0.14550(15) 0.0346(6) Uani 1 1 d . . . . .
C37 C 0.2720(4) 0.38584(17) 0.73772(14) 0.0320(6) Uani 1 1 d . . . . .
C56 C 0.1507(4) 0.39035(18) 1.25079(15) 0.0368(6) Uani 1 1 d . . . . .
H56 H 0.067866 0.407875 1.292762 0.044 Uiso 1 1 calc R . . . .
C39 C 0.3317(4) 0.50775(17) 0.79362(15) 0.0334(6) Uani 1 1 d . . . . .
H39 H 0.369996 0.564443 0.795519 0.040 Uiso 1 1 calc R . . . .
C47 C 0.1764(4) 0.69595(17) 1.03975(15) 0.0338(6) Uani 1 1 d . . . . .
C57 C 0.1512(4) 0.43662(18) 1.18494(15) 0.0338(6) Uani 1 1 d . . . . .
H57 H 0.068398 0.484915 1.182416 0.041 Uiso 1 1 calc R . . . .
C40 C 0.2684(4) 0.45604(17) 0.85433(15) 0.0315(5) Uani 1 1 d . . . . .
C23 C 0.7520(4) 0.12270(17) 0.58744(14) 0.0323(6) Uani 1 1 d . . . . .
C42 C 0.2857(4) 0.41320(17) 0.98702(14) 0.0321(6) Uani 1 1 d . . . . .
H42 H 0.311512 0.353073 0.982317 0.039 Uiso 1 1 calc R . . . .
C51 C 0.2974(4) 0.61787(18) 1.13819(15) 0.0342(6) Uani 1 1 d . . . . .
H51 H 0.345571 0.566131 1.158475 0.041 Uiso 1 1 calc R . . . .
C53 C 0.3893(4) 0.33983(17) 1.12822(16) 0.0355(6) Uani 1 1 d . . . . .
H53 H 0.471596 0.321519 1.086367 0.043 Uiso 1 1 calc R . . . .
C15 C 0.7570(4) 0.26071(17) 0.41974(14) 0.0330(6) Uani 1 1 d . . . . .
C33 C 0.1868(4) 0.24428(18) 0.70004(15) 0.0353(6) Uani 1 1 d . . . . .
H33 H 0.136634 0.228539 0.749060 0.042 Uiso 1 1 calc R . . . .
C28 C 0.6438(4) 0.15616(18) 0.64944(15) 0.0352(6) Uani 1 1 d . . . . .
H28 H 0.575136 0.209061 0.645602 0.042 Uiso 1 1 calc R . . . .
C14 C 0.7637(4) 0.16374(17) 0.51379(15) 0.0340(6) Uani 1 1 d . . . . .
C35 C 0.3292(4) 0.34664(17) 0.60969(15) 0.0348(6) Uani 1 1 d . . . . .
H35 H 0.378413 0.401397 0.596431 0.042 Uiso 1 1 calc R . . . .
C24 C 0.8422(4) 0.04192(18) 0.59509(15) 0.0372(6) Uani 1 1 d . . . . .
H24 H 0.911906 0.016488 0.553367 0.045 Uiso 1 1 calc R . . . .
C9 C 0.8493(4) 0.17026(18) 0.19038(15) 0.0363(6) Uani 1 1 d . . . . .
H9 H 0.895489 0.195736 0.143806 0.044 Uiso 1 1 calc R . . . .
C38 C 0.3335(4) 0.46748(17) 0.72852(15) 0.0359(6) Uani 1 1 d . . . . .
H38 H 0.373925 0.494699 0.682105 0.043 Uiso 1 1 calc R . . . .
C8 C 0.7776(4) 0.09123(18) 0.20051(15) 0.0355(6) Uani 1 1 d . . . . .
C11 C 0.7764(4) 0.16244(18) 0.31630(15) 0.0344(6) Uani 1 1 d . . . . .
C22 C 0.8344(4) 0.32386(18) 0.59775(15) 0.0361(6) Uani 1 1 d . . . . .
H22 H 0.866280 0.270339 0.620423 0.043 Uiso 1 1 calc R . . . .
C45 C 0.1604(4) 0.63395(17) 0.93410(14) 0.0329(6) Uani 1 1 d . . . . .
H45 H 0.139886 0.638371 0.885699 0.040 Uiso 1 1 calc R . . . .
C27 C 0.6359(4) 0.11269(19) 0.71661(15) 0.0365(6) Uani 1 1 d . . . . .
H27 H 0.564086 0.137326 0.758282 0.044 Uiso 1 1 calc R . . . .
C4 C 0.7574(4) -0.05760(18) 0.16134(15) 0.0396(6) Uani 1 1 d . . . . .
H4 H 0.768104 -0.079863 0.208603 0.048 Uiso 1 1 calc R . . . .
C48 C 0.1659(4) 0.77094(18) 1.07801(16) 0.0382(6) Uani 1 1 d . . . . .
H48 H 0.121101 0.823546 1.057874 0.046 Uiso 1 1 calc R . . . .
C16 C 0.7228(4) 0.34504(18) 0.38988(15) 0.0374(6) Uani 1 1 d . . . . .
H16 H 0.708225 0.350510 0.340724 0.045 Uiso 1 1 calc R . . . .
C26 C 0.7308(4) 0.03366(19) 0.72448(16) 0.0386(6) Uani 1 1 d . . . . .
C55 C 0.2698(4) 0.31863(19) 1.25621(17) 0.0404(7) Uani 1 1 d . . . . .
C18 C 0.7464(4) 0.40591(18) 0.49488(15) 0.0378(6) Uani 1 1 d . . . . .
C17 C 0.7810(4) 0.32576(17) 0.53064(15) 0.0329(6) Uani 1 1 d . . . . .
C31 C 0.2577(4) 0.20816(18) 0.57376(16) 0.0362(6) Uani 1 1 d . . . . .
C25 C 0.8317(4) -0.00162(18) 0.66230(16) 0.0396(6) Uani 1 1 d . . . . .
H25 H 0.894342 -0.056215 0.665885 0.048 Uiso 1 1 calc R . . . .
C36 C 0.3262(4) 0.28924(18) 0.55630(15) 0.0361(6) Uani 1 1 d . . . . .
H36 H 0.371857 0.305753 0.507011 0.043 Uiso 1 1 calc R . . . .
C50 C 0.2882(4) 0.69361(19) 1.17321(15) 0.0385(6) Uani 1 1 d . . . . .
H50 H 0.329557 0.693752 1.217862 0.046 Uiso 1 1 calc R . . . .
C32 C 0.1860(4) 0.18680(18) 0.64606(16) 0.0366(6) Uani 1 1 d . . . . .
H32 H 0.135657 0.132225 0.658910 0.044 Uiso 1 1 calc R . . . .
C13 C 0.7670(4) 0.12031(17) 0.45142(14) 0.0334(6) Uani 1 1 d . . . . .
H13 H 0.770579 0.059442 0.448954 0.040 Uiso 1 1 calc R . . . .
C54 C 0.3868(4) 0.29408(19) 1.19387(17) 0.0414(7) Uani 1 1 d . . . . .
H54 H 0.467115 0.244769 1.196162 0.050 Uiso 1 1 calc R . . . .
C21 C 0.8412(4) 0.39979(19) 0.63135(16) 0.0406(6) Uani 1 1 d . . . . .
H21 H 0.876593 0.398016 0.677272 0.049 Uiso 1 1 calc R . . . .
C49 C 0.2187(4) 0.77024(18) 1.14363(16) 0.0408(7) Uani 1 1 d . . . . .
H49 H 0.208146 0.821674 1.169082 0.049 Uiso 1 1 calc R . . . .
C2 C 0.7259(4) -0.08464(19) 0.03924(17) 0.0425(7) Uani 1 1 d . . . . .
C3 C 0.7386(5) -0.11387(18) 0.10906(17) 0.0436(7) Uani 1 1 d . . . . .
H3 H 0.734433 -0.173875 0.121628 0.052 Uiso 1 1 calc R . . . .
C19 C 0.7526(5) 0.48155(19) 0.53103(17) 0.0488(8) Uani 1 1 d . . . . .
H19 H 0.725789 0.535764 0.508262 0.059 Uiso 1 1 calc R . . . .
C6 C 0.7470(5) 0.0609(2) 0.07554(16) 0.0473(8) Uani 1 1 d . . . . .
H6 H 0.748303 0.121016 0.063285 0.057 Uiso 1 1 calc R . . . .
C20 C 0.7966(5) 0.4786(2) 0.59862(18) 0.0503(8) Uani 1 1 d . . . . .
H20 H 0.796579 0.530257 0.622947 0.060 Uiso 1 1 calc R . . . .
C29 C 0.7256(5) -0.0124(2) 0.79752(17) 0.0484(8) Uani 1 1 d . . . . .
H29A H 0.845022 -0.011531 0.811145 0.073 Uiso 1 1 calc GR . . . .
H29B H 0.694393 -0.072244 0.795274 0.073 Uiso 1 1 calc GR . . . .
H29C H 0.633973 0.016542 0.833728 0.073 Uiso 1 1 calc GR . . . .
C30 C 0.2612(5) 0.1452(2) 0.51521(18) 0.0479(7) Uani 1 1 d . . . . .
H30A H 0.146054 0.151403 0.497663 0.072 Uiso 1 1 calc GR . . . .
H30B H 0.277930 0.086223 0.535206 0.072 Uiso 1 1 calc GR . . . .
H30C H 0.361693 0.157272 0.474917 0.072 Uiso 1 1 calc GR . . . .
C7 C 0.7315(5) 0.0040(2) 0.02373(18) 0.0535(9) Uani 1 1 d . . . . .
H7 H 0.724362 0.026088 -0.023940 0.064 Uiso 1 1 calc R . . . .
C1 C 0.7057(6) -0.1461(2) -0.01695(19) 0.0566(9) Uani 1 1 d . . . . .
H1A H 0.811641 -0.186842 -0.024661 0.085 Uiso 1 1 calc GR . . . .
H1B H 0.696801 -0.113678 -0.062609 0.085 Uiso 1 1 calc GR . . . .
H1C H 0.595396 -0.177820 -0.000176 0.085 Uiso 1 1 calc GR . . . .
C58 C 0.2678(5) 0.2697(2) 1.32846(18) 0.0539(8) Uani 1 1 d . . . . .
H58A H 0.319930 0.304358 1.360264 0.081 Uiso 1 1 calc GR . . . .
H58B H 0.339798 0.215164 1.320864 0.081 Uiso 1 1 calc GR . . . .
H58C H 0.142343 0.257754 1.351021 0.081 Uiso 1 1 calc GR . . . .


_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
S2 C37 1.737(3) . ?
S2 C40 1.727(3) . ?
S1 C8 1.735(3) . ?
S1 C11 1.735(3) . ?
N3 C44 1.397(3) . ?
N3 C46 1.410(3) . ?
N3 C43 1.394(3) . ?
N1 C15 1.408(3) . ?
N1 C14 1.383(4) . ?
N1 C17 1.416(4) . ?
N4 C47 1.395(4) . ?
N4 C45 1.305(4) . ?
N2 C16 1.298(4) . ?
N2 C18 1.391(4) . ?
C34 C37 1.467(4) . ?
C34 C33 1.401(4) . ?
C34 C35 1.395(4) . ?
C12 C15 1.381(4) . ?
C12 C11 1.460(4) . ?
C12 C13 1.404(4) . ?
C44 C41 1.395(4) . ?
C44 C45 1.416(4) . ?
C52 C43 1.474(4) . ?
C52 C57 1.399(4) . ?
C52 C53 1.397(4) . ?
C46 C47 1.418(4) . ?
C46 C51 1.403(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.414(4) . ?
C10 C11 1.370(4) . ?
C43 C42 1.379(4) . ?
C41 C40 1.454(4) . ?
C41 C42 1.409(4) . ?
C5 C8 1.474(4) . ?
C5 C4 1.385(4) . ?
C5 C6 1.391(4) . ?
C37 C38 1.369(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.393(4) . ?
C56 C55 1.397(4) . ?
C39 H39 0.9500 . ?
C39 C40 1.380(4) . ?
C39 C38 1.408(4) . ?
C47 C48 1.400(4) . ?
C57 H57 0.9500 . ?
C23 C28 1.397(4) . ?
C23 C14 1.478(4) . ?
C23 C24 1.403(4) . ?
C42 H42 0.9500 . ?
C51 H51 0.9500 . ?
C51 C50 1.378(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.384(4) . ?
C15 C16 1.423(4) . ?
C33 H33 0.9500 . ?
C33 C32 1.396(4) . ?
C28 H28 0.9500 . ?
C28 C27 1.388(4) . ?
C14 C13 1.386(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.390(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.361(4) . ?
C38 H38 0.9500 . ?
C22 H22 0.9500 . ?
C22 C17 1.395(4) . ?
C22 C21 1.383(4) . ?
C45 H45 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.396(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.390(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.367(4) . ?
C16 H16 0.9500 . ?
C26 C25 1.391(4) . ?
C26 C29 1.505(4) . ?
C55 C54 1.383(5) . ?
C55 C58 1.514(4) . ?
C18 C17 1.413(4) . ?
C18 C19 1.404(4) . ?
C31 C36 1.389(4) . ?
C31 C32 1.391(4) . ?
C31 C30 1.516(4) . ?
C25 H25 0.9500 . ?
C36 H36 0.9500 . ?
C50 H50 0.9500 . ?
C50 C49 1.398(4) . ?
C32 H32 0.9500 . ?
C13 H13 0.9500 . ?
C54 H54 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.389(4) . ?
C49 H49 0.9500 . ?
C2 C3 1.382(4) . ?
C2 C7 1.394(5) . ?
C2 C1 1.505(4) . ?
C3 H3 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.371(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(5) . ?
C20 H20 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C7 H7 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 S2 C37 92.74(13) . . ?
C11 S1 C8 92.38(14) . . ?
C44 N3 C46 118.0(2) . . ?
C43 N3 C44 108.2(2) . . ?
C43 N3 C46 133.4(2) . . ?
C15 N1 C17 117.8(2) . . ?
C14 N1 C15 108.0(2) . . ?
C14 N1 C17 134.0(2) . . ?
C45 N4 C47 116.0(2) . . ?
C16 N2 C18 116.4(2) . . ?
C33 C34 C37 122.4(2) . . ?
C35 C34 C37 119.5(2) . . ?
C35 C34 C33 118.1(2) . . ?
C15 C12 C11 125.6(2) . . ?
C15 C12 C13 106.3(2) . . ?
C13 C12 C11 128.0(3) . . ?
N3 C44 C45 118.8(2) . . ?
C41 C44 N3 108.7(2) . . ?
C41 C44 C45 132.2(2) . . ?
C57 C52 C43 122.8(2) . . ?
C53 C52 C43 119.1(2) . . ?
C53 C52 C57 117.9(2) . . ?
N3 C46 C47 116.8(2) . . ?
C51 C46 N3 123.3(2) . . ?
C51 C46 C47 119.8(3) . . ?
C9 C10 H10 123.4 . . ?
C11 C10 H10 123.4 . . ?
C11 C10 C9 113.2(3) . . ?
N3 C43 C52 127.5(2) . . ?
C42 C43 N3 107.2(2) . . ?
C42 C43 C52 125.1(2) . . ?
C44 C41 C40 126.4(2) . . ?
C44 C41 C42 105.9(2) . . ?
C42 C41 C40 127.7(2) . . ?
C4 C5 C8 121.7(3) . . ?
C4 C5 C6 118.1(3) . . ?
C6 C5 C8 120.2(3) . . ?
C34 C37 S2 121.5(2) . . ?
C38 C37 S2 109.7(2) . . ?
C38 C37 C34 128.8(2) . . ?
C57 C56 H56 119.4 . . ?
C57 C56 C55 121.2(3) . . ?
C55 C56 H56 119.4 . . ?
C40 C39 H39 123.6 . . ?
C40 C39 C38 112.7(2) . . ?
C38 C39 H39 123.6 . . ?
N4 C47 C46 123.9(2) . . ?
N4 C47 C48 117.9(2) . . ?
C48 C47 C46 118.2(3) . . ?
C52 C57 H57 119.8 . . ?
C56 C57 C52 120.5(3) . . ?
C56 C57 H57 119.8 . . ?
C41 C40 S2 120.6(2) . . ?
C39 C40 S2 110.5(2) . . ?
C39 C40 C41 128.8(3) . . ?
C28 C23 C14 123.8(2) . . ?
C28 C23 C24 117.7(2) . . ?
C24 C23 C14 118.4(2) . . ?
C43 C42 C41 109.9(2) . . ?
C43 C42 H42 125.1 . . ?
C41 C42 H42 125.1 . . ?
C46 C51 H51 120.1 . . ?
C50 C51 C46 119.7(3) . . ?
C50 C51 H51 120.1 . . ?
C52 C53 H53 119.5 . . ?
C54 C53 C52 121.1(3) . . ?
C54 C53 H53 119.5 . . ?
N1 C15 C16 118.2(2) . . ?
C12 C15 N1 108.7(2) . . ?
C12 C15 C16 132.5(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 C34 120.5(3) . . ?
C32 C33 H33 119.8 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.5(3) . . ?
C27 C28 H28 119.8 . . ?
N1 C14 C23 127.6(2) . . ?
N1 C14 C13 107.2(2) . . ?
C13 C14 C23 125.1(2) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 C34 120.9(3) . . ?
C36 C35 H35 119.5 . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C10 C9 H9 123.1 . . ?
C8 C9 C10 113.8(3) . . ?
C8 C9 H9 123.1 . . ?
C37 C38 C39 114.4(2) . . ?
C37 C38 H38 122.8 . . ?
C39 C38 H38 122.8 . . ?
C5 C8 S1 121.3(2) . . ?
C9 C8 S1 110.3(2) . . ?
C9 C8 C5 128.4(3) . . ?
C12 C11 S1 120.6(2) . . ?
C10 C11 S1 110.3(2) . . ?
C10 C11 C12 129.1(3) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C17 120.1(3) . . ?
N4 C45 C44 124.5(2) . . ?
N4 C45 H45 117.8 . . ?
C44 C45 H45 117.8 . . ?
C28 C27 H27 119.2 . . ?
C28 C27 C26 121.7(3) . . ?
C26 C27 H27 119.2 . . ?
C5 C4 H4 119.5 . . ?
C5 C4 C3 120.9(3) . . ?
C3 C4 H4 119.5 . . ?
C47 C48 H48 119.2 . . ?
C49 C48 C47 121.5(3) . . ?
C49 C48 H48 119.2 . . ?
N2 C16 C15 124.7(3) . . ?
N2 C16 H16 117.6 . . ?
C15 C16 H16 117.6 . . ?
C27 C26 C29 121.7(3) . . ?
C25 C26 C27 117.8(3) . . ?
C25 C26 C29 120.5(3) . . ?
C56 C55 C58 120.3(3) . . ?
C54 C55 C56 118.0(3) . . ?
C54 C55 C58 121.8(3) . . ?
N2 C18 C17 124.1(3) . . ?
N2 C18 C19 117.4(3) . . ?
C19 C18 C17 118.5(3) . . ?
C22 C17 N1 123.6(2) . . ?
C22 C17 C18 119.6(3) . . ?
C18 C17 N1 116.8(2) . . ?
C36 C31 C32 118.2(3) . . ?
C36 C31 C30 120.5(3) . . ?
C32 C31 C30 121.3(3) . . ?
C24 C25 C26 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C35 C36 H36 119.4 . . ?
C31 C36 C35 121.1(3) . . ?
C31 C36 H36 119.4 . . ?
C51 C50 H50 119.7 . . ?
C51 C50 C49 120.6(3) . . ?
C49 C50 H50 119.7 . . ?
C33 C32 H32 119.5 . . ?
C31 C32 C33 121.1(3) . . ?
C31 C32 H32 119.5 . . ?
C12 C13 H13 125.2 . . ?
C14 C13 C12 109.6(2) . . ?
C14 C13 H13 125.2 . . ?
C53 C54 H54 119.3 . . ?
C55 C54 C53 121.4(3) . . ?
C55 C54 H54 119.3 . . ?
C22 C21 H21 119.7 . . ?
C22 C21 C20 120.6(3) . . ?
C20 C21 H21 119.7 . . ?
C48 C49 C50 119.8(3) . . ?
C48 C49 H49 120.1 . . ?
C50 C49 H49 120.1 . . ?
C3 C2 C7 116.9(3) . . ?
C3 C2 C1 121.2(3) . . ?
C7 C2 C1 121.9(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(3) . . ?
C20 C19 H19 119.4 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C21 C20 H20 120.1 . . ?
C19 C20 C21 119.7(3) . . ?
C19 C20 H20 120.1 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C2 C7 H7 119.0 . . ?
C6 C7 C2 122.1(3) . . ?
C6 C7 H7 119.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_11_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2111720'
loop_
_audit_author_name
_audit_author_address
liuping
;Shihezi University
China
;
_audit_update_record             
;
2021-09-24 deposited with the CCDC.	2021-12-22 downloaded from the CCDC.
;
_audit_creation_date             2021-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 N2'
_chemical_formula_sum            'C24 H18 N2'
_chemical_formula_weight         334.40
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   7.0437(2)
_cell_length_b                   9.6990(3)
_cell_length_c                   25.3194(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.250(2)
_cell_angle_gamma                90
_cell_volume                     1726.96(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6116
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      4.88
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1187 before and 0.0650 after correction. The Ratio of minimum to maximum transmission is 0.8574. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16835
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.219
_diffrn_reflns_theta_min         3.497
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2558
_reflns_number_total             3162
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3162
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+0.3674P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1129
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C17(H17), C2(H2), C9(H9), C16(H16), C13(H13), C6(H6), C21(H21),
 C22(H22), C14(H14), C3(H3), C24(H24), C5(H5), C23(H23), C4(H4)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N2 N 0.59537(19) 0.29725(12) 0.39003(5) 0.0292(3) Uani 1 1 d . . . . .
N1 N 0.8885(2) 0.21899(13) 0.32506(5) 0.0360(3) Uani 1 1 d . . . . .
C20 C 0.5928(2) 0.16235(15) 0.36860(6) 0.0308(3) Uani 1 1 d . . . . .
C12 C 0.3344(2) 0.29587(16) 0.45631(6) 0.0323(4) Uani 1 1 d . . . . .
C1 C 1.0076(2) 0.44784(16) 0.31835(6) 0.0333(4) Uani 1 1 d . . . . .
C8 C 0.7263(2) 0.39382(16) 0.37258(6) 0.0314(3) Uani 1 1 d . . . . .
C11 C 0.4789(2) 0.36138(16) 0.42472(6) 0.0320(3) Uani 1 1 d . . . . .
C19 C 0.7499(2) 0.12619(16) 0.33924(6) 0.0337(4) Uani 1 1 d . . . . .
C7 C 0.8701(2) 0.34825(16) 0.33890(6) 0.0322(4) Uani 1 1 d . . . . .
C10 C 0.5365(2) 0.49740(16) 0.42838(6) 0.0354(4) Uani 1 1 d . . . . .
H10 H 0.480414 0.566049 0.449266 0.043 Uiso 1 1 calc R . . . .
C17 C 0.3776(2) 0.18658(17) 0.49095(6) 0.0360(4) Uani 1 1 d . . . . .
H17 H 0.499480 0.144538 0.491278 0.043 Uiso 1 1 calc R . . . .
C2 C 1.1958(2) 0.40796(18) 0.31398(6) 0.0368(4) Uani 1 1 d . . . . .
H2 H 1.236290 0.319434 0.326084 0.044 Uiso 1 1 calc R . . . .
C9 C 0.6893(2) 0.51838(16) 0.39672(6) 0.0349(4) Uani 1 1 d . . . . .
H9 H 0.755885 0.602495 0.392477 0.042 Uiso 1 1 calc R . . . .
C16 C 0.2441(3) 0.13891(17) 0.52485(6) 0.0394(4) Uani 1 1 d . . . . .
H16 H 0.276439 0.064821 0.548201 0.047 Uiso 1 1 calc R . . . .
C13 C 0.1538(2) 0.35399(18) 0.45655(6) 0.0370(4) Uani 1 1 d . . . . .
H13 H 0.120926 0.428112 0.433268 0.044 Uiso 1 1 calc R . . . .
C6 C 0.9510(3) 0.57768(17) 0.30010(7) 0.0417(4) Uani 1 1 d . . . . .
H6 H 0.823124 0.606634 0.302985 0.050 Uiso 1 1 calc R . . . .
C21 C 0.4434(2) 0.07013(17) 0.37317(6) 0.0358(4) Uani 1 1 d . . . . .
H21 H 0.334270 0.096681 0.391075 0.043 Uiso 1 1 calc R . . . .
C22 C 0.4544(3) -0.06050(17) 0.35154(7) 0.0415(4) Uani 1 1 d . . . . .
H22 H 0.351670 -0.123042 0.354328 0.050 Uiso 1 1 calc R . . . .
C14 C 0.0211(3) 0.30492(19) 0.49040(6) 0.0412(4) Uani 1 1 d . . . . .
H14 H -0.101704 0.345687 0.489673 0.049 Uiso 1 1 calc R . . . .
C3 C 1.3243(3) 0.49597(19) 0.29219(6) 0.0411(4) Uani 1 1 d . . . . .
H3 H 1.452887 0.468144 0.289925 0.049 Uiso 1 1 calc R . . . .
C24 C 0.7588(3) -0.00834(17) 0.31943(7) 0.0412(4) Uani 1 1 d . . . . .
H24 H 0.866837 -0.036084 0.301257 0.049 Uiso 1 1 calc R . . . .
C15 C 0.0639(3) 0.19752(18) 0.52530(6) 0.0404(4) Uani 1 1 d . . . . .
C5 C 1.0799(3) 0.66492(18) 0.27775(7) 0.0481(5) Uani 1 1 d . . . . .
H5 H 1.039555 0.753054 0.265162 0.058 Uiso 1 1 calc R . . . .
C23 C 0.6141(3) -0.10101(17) 0.32583(7) 0.0446(4) Uani 1 1 d . . . . .
H23 H 0.623422 -0.192371 0.312691 0.054 Uiso 1 1 calc R . . . .
C4 C 1.2667(3) 0.62471(19) 0.27362(7) 0.0460(4) Uani 1 1 d . . . . .
H4 H 1.354710 0.684661 0.258204 0.055 Uiso 1 1 calc R . . . .
C18 C -0.0762(3) 0.1500(2) 0.56401(8) 0.0557(5) Uani 1 1 d . . . . .
H18A H -0.072648 0.049157 0.566532 0.084 Uiso 1 1 calc GR . . . .
H18B H -0.204408 0.179630 0.551895 0.084 Uiso 1 1 calc GR . . . .
H18C H -0.043101 0.190065 0.598843 0.084 Uiso 1 1 calc GR . . . .


_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
N2 C20 1.4161(19) . ?
N2 C8 1.403(2) . ?
N2 C11 1.3831(19) . ?
N1 C19 1.390(2) . ?
N1 C7 1.310(2) . ?
C20 C19 1.412(2) . ?
C20 C21 1.391(2) . ?
C12 C11 1.474(2) . ?
C12 C17 1.398(2) . ?
C12 C13 1.392(2) . ?
C1 C7 1.483(2) . ?
C1 C2 1.391(2) . ?
C1 C6 1.392(2) . ?
C8 C7 1.431(2) . ?
C8 C9 1.385(2) . ?
C11 C10 1.382(2) . ?
C19 C24 1.401(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.393(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.388(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(2) . ?
C9 H9 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.375(3) . ?
C15 C18 1.502(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.382(3) . ?
C23 H23 0.9500 . ?
C4 H4 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N2 C20 119.38(12) . . ?
C11 N2 C20 131.57(13) . . ?
C11 N2 C8 108.89(12) . . ?
C7 N1 C19 117.96(14) . . ?
C19 C20 N2 115.96(14) . . ?
C21 C20 N2 123.76(14) . . ?
C21 C20 C19 120.21(14) . . ?
C17 C12 C11 122.35(15) . . ?
C13 C12 C11 119.17(15) . . ?
C13 C12 C17 118.06(15) . . ?
C2 C1 C7 119.40(15) . . ?
C2 C1 C6 118.80(15) . . ?
C6 C1 C7 121.68(15) . . ?
N2 C8 C7 118.79(13) . . ?
C9 C8 N2 107.46(13) . . ?
C9 C8 C7 133.59(15) . . ?
N2 C11 C12 127.12(14) . . ?
C10 C11 N2 106.84(14) . . ?
C10 C11 C12 125.75(14) . . ?
N1 C19 C20 123.93(14) . . ?
N1 C19 C24 117.64(14) . . ?
C24 C19 C20 118.21(15) . . ?
N1 C7 C1 116.94(14) . . ?
N1 C7 C8 122.62(15) . . ?
C8 C7 C1 120.44(14) . . ?
C11 C10 H10 125.2 . . ?
C11 C10 C9 109.52(14) . . ?
C9 C10 H10 125.2 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.65(16) . . ?
C16 C17 H17 119.7 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.57(16) . . ?
C3 C2 H2 119.7 . . ?
C8 C9 C10 107.28(14) . . ?
C8 C9 H9 126.4 . . ?
C10 C9 H9 126.4 . . ?
C17 C16 H16 119.4 . . ?
C17 C16 C15 121.29(16) . . ?
C15 C16 H16 119.4 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.79(16) . . ?
C14 C13 H13 119.6 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.40(17) . . ?
C5 C6 H6 119.8 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.75(16) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.64(17) . . ?
C23 C22 H22 119.7 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.38(17) . . ?
C15 C14 H14 119.3 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.39(17) . . ?
C4 C3 H3 119.8 . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.19(16) . . ?
C23 C24 H24 119.4 . . ?
C16 C15 C18 120.89(17) . . ?
C14 C15 C16 117.83(16) . . ?
C14 C15 C18 121.23(17) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.49(17) . . ?
C4 C5 H5 119.8 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.73(15) . . ?
C24 C23 H23 120.1 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.35(17) . . ?
C5 C4 H4 120.3 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
