# Electronic Supplementary Material (ESI) for ChemComm.
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2154210'
loop_
_audit_author_name
_audit_author_address
'wu yu'
;Zhejiang University of Technology
China
;
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;
_audit_creation_date             2021-10-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H12 Cl2'
_chemical_formula_sum            'C19 H12 Cl2'
_chemical_formula_weight         311.19
_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 0.0137 0.0067 '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'
Cl Cl 0.3281 0.5435 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.0130(14)
_cell_length_b                   6.5987(7)
_cell_length_c                   36.445(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2889.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9026
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      59.81
_cell_measurement_theta_min      3.83
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.745
_exptl_absorpt_coefficient_mu    2.608
_exptl_absorpt_correction_T_max  0.6584
_exptl_absorpt_correction_T_min  0.5514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1321 before and 0.1200 after correction.
The Ratio of minimum to maximum transmission is 0.8375.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            17413
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.238
_diffrn_reflns_theta_min         5.301
_diffrn_ambient_temperature      193.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Metaljet PHOTON II'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   MetalJet
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_type              'Liquid Metal source'
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2495
_reflns_number_total             3220
_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 V8.40B (Bruker, 2019)'
_computing_data_collection       'Bruker BIS V6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0971P)²+0.0851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1536
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C15(H15), C1(H1), C9(H9), C19(H19), C11(H11), C16(H16),
 C10(H10), C17(H17), C18(H18)
;
_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
Cl2 Cl 0.66651(4) 0.03656(10) 0.66709(2) 0.0445(2) Uani 1 1 d . . . . .
Cl1 Cl 0.66408(4) -0.16468(9) 0.52435(2) 0.0468(2) Uani 1 1 d . . . . .
C14 C 0.46077(15) 0.3734(3) 0.67379(5) 0.0299(4) Uani 1 1 d . . . . .
C3 C 0.55720(15) 0.1646(3) 0.55032(5) 0.0325(4) Uani 1 1 d . . . . .
H3 H 0.533984 0.189393 0.525809 0.039 Uiso 1 1 calc R U . . .
C5 C 0.56209(14) 0.2602(3) 0.61497(5) 0.0294(4) Uani 1 1 d . . . . .
C7 C 0.52557(14) 0.4320(3) 0.63981(5) 0.0297(4) Uani 1 1 d . . . . .
H7 H 0.593226 0.509048 0.647628 0.036 Uiso 1 1 calc R U . . .
C13 C 0.46195(14) 0.4822(3) 0.57786(5) 0.0293(4) Uani 1 1 d . . . . .
C4 C 0.52807(14) 0.2945(3) 0.57872(5) 0.0295(4) Uani 1 1 d . . . . .
C8 C 0.45949(14) 0.5635(3) 0.61327(5) 0.0291(4) Uani 1 1 d . . . . .
C12 C 0.40695(15) 0.5780(3) 0.54906(5) 0.0331(4) Uani 1 1 d . . . . .
H12 H 0.409379 0.523682 0.524935 0.040 Uiso 1 1 calc R U . . .
C15 C 0.36594(16) 0.2554(3) 0.67138(5) 0.0350(4) Uani 1 1 d . . . . .
H15 H 0.342455 0.205987 0.648150 0.042 Uiso 1 1 calc R U . . .
C1 C 0.65516(14) -0.0439(3) 0.59463(6) 0.0347(5) Uani 1 1 d . . . . .
H1 H 0.698408 -0.160817 0.599900 0.042 Uiso 1 1 calc R U . . .
C2 C 0.62137(15) -0.0024(3) 0.55916(5) 0.0352(5) Uani 1 1 d . . . . .
C9 C 0.40105(15) 0.7390(3) 0.62055(5) 0.0335(4) Uani 1 1 d . . . . .
H9 H 0.398781 0.793953 0.644637 0.040 Uiso 1 1 calc R U . . .
C19 C 0.49240(16) 0.4441(4) 0.70801(5) 0.0408(5) Uani 1 1 d . . . . .
H19 H 0.557045 0.526196 0.710167 0.049 Uiso 1 1 calc R U . . .
C6 C 0.62433(14) 0.0899(3) 0.62254(5) 0.0327(4) Uani 1 1 d . . . . .
C11 C 0.34890(15) 0.7537(3) 0.55636(6) 0.0371(5) Uani 1 1 d . . . . .
H11 H 0.310764 0.820948 0.537042 0.045 Uiso 1 1 calc R U . . .
C16 C 0.30503(18) 0.2086(3) 0.70236(6) 0.0431(5) Uani 1 1 d . . . . .
H16 H 0.240416 0.126390 0.700323 0.052 Uiso 1 1 calc R U . . .
C10 C 0.34546(15) 0.8337(3) 0.59171(6) 0.0366(5) Uani 1 1 d . . . . .
H10 H 0.304649 0.954427 0.596209 0.044 Uiso 1 1 calc R U . . .
C17 C 0.33752(17) 0.2809(4) 0.73636(6) 0.0450(6) Uani 1 1 d . . . . .
H17 H 0.294935 0.249760 0.757593 0.054 Uiso 1 1 calc R U . . .
C18 C 0.43140(18) 0.3974(4) 0.73922(6) 0.0483(6) Uani 1 1 d . . . . .
H18 H 0.454732 0.446112 0.762506 0.058 Uiso 1 1 calc R U . . .


_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
Cl2 C6 1.7368(19) . ?
Cl1 C2 1.7379(19) . ?
C14 C7 1.513(2) . ?
C14 C15 1.382(3) . ?
C14 C19 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(2) . ?
C3 C2 1.382(3) . ?
C5 C7 1.516(3) . ?
C5 C4 1.401(2) . ?
C5 C6 1.378(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.523(2) . ?
C13 C4 1.472(2) . ?
C13 C8 1.398(3) . ?
C13 C12 1.392(2) . ?
C8 C9 1.380(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.378(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(3) . ?
C1 C6 1.397(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.393(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.388(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.393(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C10 H10 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.369(3) . ?
C18 H18 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 C14 C7 121.06(16) . . ?
C15 C14 C19 118.24(17) . . ?
C19 C14 C7 120.64(17) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
C2 C3 C4 117.28(17) . . ?
C4 C5 C7 110.96(16) . . ?
C6 C5 C7 130.37(17) . . ?
C6 C5 C4 118.60(18) . . ?
C14 C7 C5 116.50(16) . . ?
C14 C7 H7 108.4 . . ?
C14 C7 C8 113.42(14) . . ?
C5 C7 H7 108.4 . . ?
C5 C7 C8 101.41(15) . . ?
C8 C7 H7 108.4 . . ?
C8 C13 C4 108.35(15) . . ?
C12 C13 C4 130.89(17) . . ?
C12 C13 C8 120.76(17) . . ?
C3 C4 C5 121.98(17) . . ?
C3 C4 C13 129.75(16) . . ?
C5 C4 C13 108.27(16) . . ?
C13 C8 C7 110.89(15) . . ?
C9 C8 C7 128.40(17) . . ?
C9 C8 C13 120.70(17) . . ?
C13 C12 H12 120.8 . . ?
C11 C12 C13 118.46(18) . . ?
C11 C12 H12 120.8 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.71(19) . . ?
C16 C15 H15 119.6 . . ?
C2 C1 H1 120.7 . . ?
C2 C1 C6 118.56(18) . . ?
C6 C1 H1 120.7 . . ?
C3 C2 Cl1 119.04(15) . . ?
C1 C2 Cl1 118.28(15) . . ?
C1 C2 C3 122.66(18) . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.34(18) . . ?
C10 C9 H9 120.8 . . ?
C14 C19 H19 119.4 . . ?
C14 C19 C18 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C5 C6 Cl2 120.71(15) . . ?
C5 C6 C1 120.89(18) . . ?
C1 C6 Cl2 118.40(15) . . ?
C12 C11 H11 119.6 . . ?
C12 C11 C10 120.80(18) . . ?
C10 C11 H11 119.6 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.93(19) . . ?
C11 C10 H10 119.5 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.59(19) . . ?
C18 C17 H17 120.2 . . ?
C19 C18 H18 120.1 . . ?
C17 C18 C19 119.9(2) . . ?
C17 C18 H18 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C7 C8 C13 -127.88(17) . . . . ?
C14 C7 C8 C9 51.1(3) . . . . ?
C14 C15 C16 C17 0.6(3) . . . . ?
C14 C19 C18 C17 -0.6(4) . . . . ?
C5 C7 C8 C13 -2.18(19) . . . . ?
C5 C7 C8 C9 176.82(18) . . . . ?
C7 C14 C15 C16 -177.63(19) . . . . ?
C7 C14 C19 C18 177.67(19) . . . . ?
C7 C5 C4 C3 176.10(16) . . . . ?
C7 C5 C4 C13 -3.4(2) . . . . ?
C7 C5 C6 Cl2 4.4(3) . . . . ?
C7 C5 C6 C1 -175.50(18) . . . . ?
C7 C8 C9 C10 -179.43(17) . . . . ?
C13 C8 C9 C10 -0.5(3) . . . . ?
C13 C12 C11 C10 0.1(3) . . . . ?
C4 C3 C2 Cl1 -177.78(14) . . . . ?
C4 C3 C2 C1 0.9(3) . . . . ?
C4 C5 C7 C14 127.03(17) . . . . ?
C4 C5 C7 C8 3.40(19) . . . . ?
C4 C5 C6 Cl2 -178.68(14) . . . . ?
C4 C5 C6 C1 1.4(3) . . . . ?
C4 C13 C8 C7 0.3(2) . . . . ?
C4 C13 C8 C9 -178.79(16) . . . . ?
C4 C13 C12 C11 178.94(18) . . . . ?
C8 C13 C4 C3 -177.54(18) . . . . ?
C8 C13 C4 C5 1.9(2) . . . . ?
C8 C13 C12 C11 -0.8(3) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C12 C13 C4 C3 2.7(3) . . . . ?
C12 C13 C4 C5 -177.83(18) . . . . ?
C12 C13 C8 C7 -179.91(16) . . . . ?
C12 C13 C8 C9 1.0(3) . . . . ?
C12 C11 C10 C9 0.4(3) . . . . ?
C15 C14 C7 C5 -54.0(2) . . . . ?
C15 C14 C7 C8 63.2(2) . . . . ?
C15 C14 C19 C18 0.4(3) . . . . ?
C15 C16 C17 C18 -0.7(4) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C2 C3 C4 C13 179.66(17) . . . . ?
C2 C1 C6 Cl2 179.75(14) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
C19 C14 C7 C5 128.9(2) . . . . ?
C19 C14 C7 C8 -113.9(2) . . . . ?
C19 C14 C15 C16 -0.4(3) . . . . ?
C6 C5 C7 C14 -55.9(3) . . . . ?
C6 C5 C7 C8 -179.51(18) . . . . ?
C6 C5 C4 C3 -1.4(3) . . . . ?
C6 C5 C4 C13 179.11(16) . . . . ?
C6 C1 C2 Cl1 177.82(14) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?

_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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2154211'
loop_
_audit_author_name
_audit_author_address
'wu yu'
;Zhejiang University of Technology
China
;
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;
_audit_creation_date             2021-10-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H13 Cl'
_chemical_formula_sum            'C19 H13 Cl'
_chemical_formula_weight         276.74
_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 0.0137 0.0067 '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'
Cl Cl 0.3281 0.5435 '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                   9.0500(9)
_cell_length_b                   6.2114(6)
_cell_length_c                   24.788(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.943(6)
_cell_angle_gamma                90
_cell_volume                     1383.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3954
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      54.87
_cell_measurement_theta_min      4.38
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.839
_exptl_absorpt_coefficient_mu    1.520
_exptl_absorpt_correction_T_max  0.7366
_exptl_absorpt_correction_T_min  0.6544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1150 before and 0.0907 after correction.
The Ratio of minimum to maximum transmission is 0.8884.
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             576
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_av_unetI/netI     0.0720
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            9267
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.206
_diffrn_reflns_theta_min         4.377
_diffrn_ambient_temperature      193.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Metaljet PHOTON II'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   MetalJet
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_type              'Liquid Metal source'
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1833
_reflns_number_total             2973
_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 V8.40B (Bruker, 2019)'
_computing_data_collection       'Bruker BIS V6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         2973
_refine_ls_number_restraints     336
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0580P)²+0.7355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1658
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
C4A \\sim C5A \\sim C6A \\sim C1A \\sim C2A \\sim C3A: within 2A with sigma of
0.02 and sigma for terminal atoms of 0.04 within 2A
Uanis(C5A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(C5A)=Sof(C4A)=Sof(H4A)=Sof(C3A)=Sof(H3A)=
 Sof(C2A)=Sof(H2A)=Sof(C1A)=Sof(C6A)=Sof(C9A)=Sof(C13A)=Sof(H13A)=Sof(C10A)=
 Sof(H10A)=Sof(C12A)=Sof(H12A)=Sof(C11A)=Sof(H11A)=Sof(Cl1A)=1-FVAR(1)
 Sof(Cl1)=Sof(C7)=Sof(H7)=Sof(C6)=Sof(C8)=Sof(C5)=Sof(C9)=Sof(C4)=Sof(H4)=
 Sof(C13)=Sof(H13)=Sof(C10)=Sof(H10)=Sof(C1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=
 Sof(C12)=Sof(H12)=Sof(C11)=Sof(H11)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7), C7A(H7A)
5.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C19(H19), C4(H4), C16(H16), C17(H17), C13(H13), C10(H10), C18(H18),
 C2(H2), C3(H3), C12(H12), C11(H11), C4A(H4A), C3A(H3A), C2A(H2A), C13A(H13A),
 C10A(H10A), C12A(H12A), C11A(H11A)
5.c Fitted hexagon refined as free rotating group:
 C5A(C4A,C3A,C2A,C1A,C6A)
;
_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
Cl1 Cl 0.36042(11) 0.84875(18) 0.75815(4) 0.0632(4) Uani 0.763(2) 1 d . . P A 1
C14 C 0.3409(3) 0.7873(4) 0.62087(10) 0.0438(6) Uani 1 1 d . . . . .
C15 C 0.2371(3) 0.6222(5) 0.61920(11) 0.0478(7) Uani 1 1 d . . . . .
H15 H 0.265191 0.486817 0.635078 0.057 Uiso 1 1 calc R U . . .
C7 C 0.500(2) 0.754(3) 0.6469(5) 0.0410(14) Uani 0.763(2) 1 d . . P A 1
H7 H 0.547466 0.896866 0.656298 0.049 Uiso 0.763(2) 1 calc R U P A 1
C6 C 0.5208(14) 0.6022(17) 0.6972(4) 0.0427(19) Uani 0.763(2) 1 d . . P A 1
C8 C 0.5897(12) 0.6295(13) 0.6083(3) 0.0429(14) Uani 0.763(2) 1 d . . P A 1
C5 C 0.6079(12) 0.4214(15) 0.6877(4) 0.0417(15) Uani 0.763(2) 1 d . . P A 1
C9 C 0.6493(11) 0.4405(13) 0.6316(2) 0.0437(14) Uani 0.763(2) 1 d . . P A 1
C19 C 0.2966(3) 0.9843(5) 0.59784(11) 0.0521(7) Uani 1 1 d . . . . .
H19 H 0.365746 1.099828 0.598938 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6426(7) 0.2732(10) 0.7274(2) 0.0455(12) Uani 0.763(2) 1 d . . P A 1
H4 H 0.704633 0.154414 0.721387 0.055 Uiso 0.763(2) 1 calc R U P A 1
C16 C 0.0930(3) 0.6528(5) 0.59463(11) 0.0533(7) Uani 1 1 d . . . . .
H16 H 0.022788 0.538764 0.593840 0.064 Uiso 1 1 calc R U . . .
C17 C 0.0507(3) 0.8496(5) 0.57114(11) 0.0556(7) Uani 1 1 d . . . . .
H17 H -0.047786 0.870151 0.553774 0.067 Uiso 1 1 calc R U . . .
C13 C 0.6123(10) 0.6857(11) 0.5554(3) 0.0533(15) Uani 0.763(2) 1 d . . P A 1
H13 H 0.574050 0.816620 0.539610 0.064 Uiso 0.763(2) 1 calc R U P A 1
C10 C 0.7294(7) 0.2982(11) 0.6027(2) 0.0533(13) Uani 0.763(2) 1 d . . P A 1
H10 H 0.768955 0.167707 0.618380 0.064 Uiso 0.763(2) 1 calc R U P A 1
C18 C 0.1518(3) 1.0135(5) 0.57321(12) 0.0589(8) Uani 1 1 d . . . . .
H18 H 0.122765 1.149039 0.557627 0.071 Uiso 1 1 calc R U . . .
C1 C 0.4664(14) 0.6262(11) 0.7460(3) 0.0450(17) Uani 0.763(2) 1 d . . P A 1
C2 C 0.5001(8) 0.4708(10) 0.7865(2) 0.0483(14) Uani 0.763(2) 1 d . . P A 1
H2 H 0.462855 0.486282 0.820473 0.058 Uiso 0.763(2) 1 calc R U P A 1
C3 C 0.5865(8) 0.2963(10) 0.7774(3) 0.0533(15) Uani 0.763(2) 1 d . . P A 1
H3 H 0.608305 0.190970 0.805035 0.064 Uiso 0.763(2) 1 calc R U P A 1
C12 C 0.6922(8) 0.5446(10) 0.5266(2) 0.0592(15) Uani 0.763(2) 1 d . . P A 1
H12 H 0.708238 0.578540 0.490437 0.071 Uiso 0.763(2) 1 calc R U P A 1
C11 C 0.7486(7) 0.3561(10) 0.5499(2) 0.0591(14) Uani 0.763(2) 1 d . . P A 1
H11 H 0.802486 0.262326 0.529147 0.071 Uiso 0.763(2) 1 calc R U P A 1
C7A C 0.504(7) 0.738(9) 0.6406(17) 0.048(4) Uani 0.237(2) 1 d . . P A 2
H7A H 0.557818 0.878127 0.645475 0.058 Uiso 0.237(2) 1 calc R U P A 2
C8A C 0.511(4) 0.636(6) 0.6940(16) 0.043(4) Uani 0.237(2) 1 d . . P A 2
C5A C 0.635(3) 0.419(4) 0.6403(7) 0.044(4) Uani 0.237(2) 1 d G U P A 2
C4A C 0.715(2) 0.258(3) 0.6182(7) 0.058(4) Uani 0.237(2) 1 d G U P A 2
H4A H 0.746463 0.134662 0.639370 0.070 Uiso 0.237(2) 1 calc R U P A 2
C3A C 0.749(2) 0.275(2) 0.5652(7) 0.059(4) Uani 0.237(2) 1 d G U P A 2
H3A H 0.803308 0.164639 0.550063 0.071 Uiso 0.237(2) 1 calc R U P A 2
C2A C 0.702(2) 0.455(3) 0.5342(6) 0.055(4) Uani 0.237(2) 1 d G U P A 2
H2A H 0.725559 0.467276 0.497986 0.065 Uiso 0.237(2) 1 calc R U P A 2
C1A C 0.623(3) 0.617(3) 0.5564(9) 0.048(4) Uani 0.237(2) 1 d G U P A 2
C6A C 0.589(4) 0.599(4) 0.6094(10) 0.046(4) Uani 0.237(2) 1 d G U P A 2
C9A C 0.582(4) 0.453(6) 0.6915(13) 0.050(5) Uani 0.237(2) 1 d . . P A 2
C13A C 0.464(4) 0.695(5) 0.7424(12) 0.050(5) Uani 0.237(2) 1 d . . P A 2
H13A H 0.418983 0.832370 0.744602 0.061 Uiso 0.237(2) 1 calc R U P A 2
C10A C 0.605(2) 0.291(5) 0.7408(10) 0.062(5) Uani 0.237(2) 1 d . . P A 2
H10A H 0.648023 0.151252 0.739594 0.074 Uiso 0.237(2) 1 calc R U P A 2
C12A C 0.477(3) 0.568(4) 0.7877(10) 0.065(5) Uani 0.237(2) 1 d . . P A 2
H12A H 0.436131 0.606357 0.819820 0.078 Uiso 0.237(2) 1 calc R U P A 2
C11A C 0.557(3) 0.375(5) 0.7831(10) 0.066(6) Uani 0.237(2) 1 d . . P A 2
H11A H 0.579313 0.295514 0.815825 0.079 Uiso 0.237(2) 1 calc R U P A 2
Cl1A Cl 0.5837(4) 0.8469(6) 0.52053(14) 0.0728(14) Uani 0.237(2) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.729(7) . ?
C14 C15 1.388(4) . ?
C14 C7 1.515(18) . ?
C14 C19 1.389(4) . ?
C14 C7A 1.53(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C7 H7 1.0000 . ?
C7 C6 1.558(15) . ?
C7 C8 1.541(10) . ?
C6 C5 1.409(9) . ?
C6 C1 1.369(12) . ?
C8 C9 1.388(5) . ?
C8 C13 1.395(5) . ?
C5 C9 1.486(9) . ?
C5 C4 1.357(10) . ?
C9 C10 1.396(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.389(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.403(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.366(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.388(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(7) . ?
C18 H18 0.9500 . ?
C1 C2 1.398(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.370(7) . ?
C3 H3 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.376(7) . ?
C11 H11 0.9500 . ?
C7A H7A 1.0000 . ?
C7A C8A 1.46(5) . ?
C7A C6A 1.44(4) . ?
C8A C9A 1.31(4) . ?
C8A C13A 1.37(4) . ?
C5A C4A 1.3900 . ?
C5A C6A 1.3900 . ?
C5A C9A 1.42(3) . ?
C4A H4A 0.9500 . ?
C4A C3A 1.3900 . ?
C3A H3A 0.9500 . ?
C3A C2A 1.3900 . ?
C2A H2A 0.9500 . ?
C2A C1A 1.3900 . ?
C1A C6A 1.3900 . ?
C1A Cl1A 1.696(15) . ?
C9A C10A 1.58(4) . ?
C13A H13A 0.9500 . ?
C13A C12A 1.36(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.29(3) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.41(3) . ?
C11A H11A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 C14 C7 121.1(7) . . ?
C15 C14 C19 118.5(3) . . ?
C15 C14 C7A 119(2) . . ?
C19 C14 C7 120.3(7) . . ?
C19 C14 C7A 122(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C7 H7 110.0 . . ?
C14 C7 C6 116.2(12) . . ?
C14 C7 C8 110.4(9) . . ?
C6 C7 H7 110.0 . . ?
C8 C7 H7 110.0 . . ?
C8 C7 C6 99.7(10) . . ?
C5 C6 C7 111.5(9) . . ?
C1 C6 C7 128.2(8) . . ?
C1 C6 C5 120.3(7) . . ?
C9 C8 C7 112.0(8) . . ?
C9 C8 C13 120.6(4) . . ?
C13 C8 C7 127.3(7) . . ?
C6 C5 C9 107.6(7) . . ?
C4 C5 C6 120.3(6) . . ?
C4 C5 C9 132.1(5) . . ?
C8 C9 C5 109.1(5) . . ?
C8 C9 C10 121.4(4) . . ?
C10 C9 C5 129.4(6) . . ?
C14 C19 H19 119.8 . . ?
C14 C19 C18 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C5 C4 H4 120.1 . . ?
C5 C4 C3 119.7(5) . . ?
C3 C4 H4 120.1 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.4(3) . . ?
C18 C17 H17 120.3 . . ?
C8 C13 H13 121.0 . . ?
C12 C13 C8 118.0(5) . . ?
C12 C13 H13 121.0 . . ?
C9 C10 H10 121.5 . . ?
C11 C10 C9 116.9(4) . . ?
C11 C10 H10 121.5 . . ?
C19 C18 H18 119.6 . . ?
C17 C18 C19 120.8(3) . . ?
C17 C18 H18 119.6 . . ?
C6 C1 Cl1 120.4(5) . . ?
C6 C1 C2 119.2(6) . . ?
C2 C1 Cl1 120.4(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(5) . . ?
C3 C2 H2 119.7 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 H3 120.0 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C10 C11 H11 118.9 . . ?
C12 C11 C10 122.2(4) . . ?
C12 C11 H11 118.9 . . ?
C14 C7A H7A 107.5 . . ?
C8A C7A C14 108(4) . . ?
C8A C7A H7A 107.5 . . ?
C6A C7A C14 120(4) . . ?
C6A C7A H7A 107.5 . . ?
C6A C7A C8A 105(4) . . ?
C9A C8A C7A 107(4) . . ?
C9A C8A C13A 119(3) . . ?
C13A C8A C7A 134(3) . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A C9A 134.8(19) . . ?
C6A C5A C9A 105.2(19) . . ?
C5A C4A H4A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C3A C2A C1A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C2A C1A Cl1A 119.2(12) . . ?
C6A C1A C2A 120.0 . . ?
C6A C1A Cl1A 120.5(12) . . ?
C5A C6A C7A 109(3) . . ?
C1A C6A C7A 131(2) . . ?
C1A C6A C5A 120.0 . . ?
C8A C9A C5A 113(3) . . ?
C8A C9A C10A 123(3) . . ?
C5A C9A C10A 125(2) . . ?
C8A C13A H13A 118.0 . . ?
C12A C13A C8A 124(3) . . ?
C12A C13A H13A 118.0 . . ?
C9A C10A H10A 125.0 . . ?
C11A C10A C9A 110(2) . . ?
C11A C10A H10A 125.0 . . ?
C13A C12A H12A 122.6 . . ?
C13A C12A C11A 115(2) . . ?
C11A C12A H12A 122.6 . . ?
C10A C11A C12A 129(2) . . ?
C10A C11A H11A 115.3 . . ?
C12A C11A H11A 115.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C1 C2 C3 -178.7(7) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C14 C7 C6 C5 118.2(10) . . . . ?
C14 C7 C6 C1 -61.6(19) . . . . ?
C14 C7 C8 C9 -122.0(9) . . . . ?
C14 C7 C8 C13 56.9(15) . . . . ?
C14 C19 C18 C17 -0.1(4) . . . . ?
C14 C7A C8A C9A 125(4) . . . . ?
C14 C7A C8A C13A -56(7) . . . . ?
C14 C7A C6A C5A -118(3) . . . . ?
C14 C7A C6A C1A 59(6) . . . . ?
C15 C14 C7 C6 -34.3(10) . . . . ?
C15 C14 C7 C8 78.3(10) . . . . ?
C15 C14 C19 C18 -0.7(4) . . . . ?
C15 C14 C7A C8A -54(4) . . . . ?
C15 C14 C7A C6A 67(4) . . . . ?
C15 C16 C17 C18 -1.0(4) . . . . ?
C7 C14 C15 C16 -179.1(4) . . . . ?
C7 C14 C19 C18 179.0(4) . . . . ?
C7 C6 C5 C9 -0.1(14) . . . . ?
C7 C6 C5 C4 178.0(12) . . . . ?
C7 C6 C1 Cl1 -1(2) . . . . ?
C7 C6 C1 C2 -179.3(13) . . . . ?
C7 C8 C9 C5 -0.9(11) . . . . ?
C7 C8 C9 C10 177.1(11) . . . . ?
C7 C8 C13 C12 -177.1(12) . . . . ?
C6 C7 C8 C9 0.8(13) . . . . ?
C6 C7 C8 C13 179.7(9) . . . . ?
C6 C5 C9 C8 0.6(10) . . . . ?
C6 C5 C9 C10 -177.2(9) . . . . ?
C6 C5 C4 C3 2.5(14) . . . . ?
C6 C1 C2 C3 -0.1(15) . . . . ?
C8 C7 C6 C5 -0.4(15) . . . . ?
C8 C7 C6 C1 179.8(14) . . . . ?
C8 C9 C10 C11 1.0(6) . . . . ?
C8 C13 C12 C11 -0.6(7) . . . . ?
C5 C6 C1 Cl1 179.6(9) . . . . ?
C5 C6 C1 C2 0.9(18) . . . . ?
C5 C9 C10 C11 178.5(10) . . . . ?
C5 C4 C3 C2 -1.7(11) . . . . ?
C9 C8 C13 C12 1.7(6) . . . . ?
C9 C5 C4 C3 -180.0(10) . . . . ?
C9 C10 C11 C12 0.1(7) . . . . ?
C19 C14 C15 C16 0.6(4) . . . . ?
C19 C14 C7 C6 146.0(8) . . . . ?
C19 C14 C7 C8 -101.5(10) . . . . ?
C19 C14 C7A C8A 135(3) . . . . ?
C19 C14 C7A C6A -105(4) . . . . ?
C4 C5 C9 C8 -177.2(11) . . . . ?
C4 C5 C9 C10 5.1(19) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
C13 C8 C9 C5 -179.9(9) . . . . ?
C13 C8 C9 C10 -1.9(6) . . . . ?
C13 C12 C11 C10 -0.3(7) . . . . ?
C1 C6 C5 C9 179.8(12) . . . . ?
C1 C6 C5 C4 -2.2(18) . . . . ?
C1 C2 C3 C4 0.4(10) . . . . ?
C7A C14 C15 C16 -171.0(16) . . . . ?
C7A C14 C19 C18 170.6(17) . . . . ?
C7A C8A C9A C5A 3(5) . . . . ?
C7A C8A C9A C10A -177(4) . . . . ?
C7A C8A C13A C12A 177(5) . . . . ?
C8A C7A C6A C5A 4(5) . . . . ?
C8A C7A C6A C1A -179(3) . . . . ?
C8A C9A C10A C11A -6(5) . . . . ?
C8A C13A C12A C11A 6(5) . . . . ?
C5A C4A C3A C2A 0.0 . . . . ?
C5A C9A C10A C11A 174(3) . . . . ?
C4A C5A C6A C7A 178(4) . . . . ?
C4A C5A C6A C1A 0.0 . . . . ?
C4A C5A C9A C8A 179(3) . . . . ?
C4A C5A C9A C10A -1(6) . . . . ?
C4A C3A C2A C1A 0.0 . . . . ?
C3A C2A C1A C6A 0.0 . . . . ?
C3A C2A C1A Cl1A 173(2) . . . . ?
C2A C1A C6A C7A -177(5) . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
C6A C7A C8A C9A -4(5) . . . . ?
C6A C7A C8A C13A 174(4) . . . . ?
C6A C5A C4A C3A 0.0 . . . . ?
C6A C5A C9A C8A -1(4) . . . . ?
C6A C5A C9A C10A 179(3) . . . . ?
C9A C8A C13A C12A -5(6) . . . . ?
C9A C5A C4A C3A 180(4) . . . . ?
C9A C5A C6A C7A -2(4) . . . . ?
C9A C5A C6A C1A -180(3) . . . . ?
C9A C10A C11A C12A 8(4) . . . . ?
C13A C8A C9A C5A -175(4) . . . . ?
C13A C8A C9A C10A 5(6) . . . . ?
C13A C12A C11A C10A -8(4) . . . . ?
Cl1A C1A C6A C7A 10(4) . . . . ?
Cl1A C1A C6A C5A -173(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
