# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ss
_database_code_depnum_ccdc_archive 'CCDC 1971135'
loop_
_audit_author_name
_audit_author_address
'Kuizhan Shao'
;Department of Chemistry, Northeast Normal University
China
;
_audit_update_record             
;
2020-08-09 deposited with the CCDC.	2021-07-29 downloaded from the CCDC.
;
_audit_creation_date             2019-05-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H14 Cl F2 N O'
_chemical_formula_sum            'C18 H14 Cl F2 N O'
_chemical_formula_weight         333.75
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'

_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                   10.946(7)
_cell_length_b                   11.711(6)
_cell_length_c                   14.387(8)
_cell_angle_alpha                70.47(3)
_cell_angle_beta                 79.17(4)
_cell_angle_gamma                66.85(3)
_cell_volume                     1594.9(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4067
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      63.16
_cell_measurement_theta_min      4.29
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.343
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0931
_diffrn_reflns_av_unetI/netI     0.1071
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14956
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.273
_diffrn_reflns_theta_min         3.266
_diffrn_ambient_temperature      292.73
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3203
_reflns_number_total             5599
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.277
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1495
_refine_ls_R_factor_gt           0.0826
_refine_ls_restrained_S_all      1.021
_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)+(0.0922P)²+1.2857P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1813
_refine_ls_wR_factor_ref         0.2199
_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 Ternary CH refined with riding coordinates:
 C27(H27), C9(H9)
2.b Aromatic/amide H refined with riding coordinates:
 C36(H36), C3(H3), C23(H23), C14(H14), C28(H28), C10(H10), C2(H2), C1(H1),
 C5(H5), C21(H21), C24(H24), C32(H32), C33(H33), C34(H34), C6(H6), C19(H19),
 C18(H18), C20(H20), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C30(H30A,H30B,H30C)
;
_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 1.27208(13) 0.96798(13) 0.43390(9) 0.0721(4) Uani 1 1 d . . . . .
Cl1 Cl 0.11427(14) 0.84013(14) 1.00426(11) 0.0877(5) Uani 1 1 d . . . . .
F2 F 0.6153(3) 0.3637(3) 0.8642(2) 0.0724(8) Uani 1 1 d . . . . .
F1 F 0.7580(2) 0.3257(3) 0.7423(2) 0.0761(9) Uani 1 1 d . . . . .
F4 F 0.7705(3) 0.5861(3) 0.7603(2) 0.0787(9) Uani 1 1 d . . . . .
F3 F 0.9105(3) 0.6265(3) 0.6385(2) 0.0817(9) Uani 1 1 d . . . . .
N2 N 1.0466(3) 0.5020(3) 0.8335(3) 0.0458(9) Uani 1 1 d . . . . .
N1 N 0.4707(3) 0.4326(3) 0.6812(3) 0.0510(10) Uani 1 1 d . . . . .
O2 O 1.0353(4) 0.3387(4) 0.7774(3) 0.0858(12) Uani 1 1 d . . . . .
O1 O 0.5426(4) 0.2062(4) 0.7521(3) 0.0834(12) Uani 1 1 d . . . . .
C22 C 1.1490(4) 0.4538(4) 0.8964(3) 0.0448(11) Uani 1 1 d . . . . .
C27 C 0.9472(4) 0.6371(4) 0.7985(3) 0.0469(11) Uani 1 1 d . . . . .
H27 H 0.8823 0.6635 0.8514 0.056 Uiso 1 1 calc R . . . .
C9 C 0.5461(4) 0.5044(4) 0.6990(3) 0.0475(11) Uani 1 1 d . . . . .
H9 H 0.5991 0.5346 0.6399 0.057 Uiso 1 1 calc R . . . .
C36 C 1.1089(4) 0.9243(4) 0.5962(3) 0.0492(12) Uani 1 1 d . . . . .
H36 H 1.1074 0.8587 0.5741 0.059 Uiso 1 1 calc R . . . .
C11 C 0.4662(4) 0.7300(4) 0.7174(3) 0.0457(11) Uani 1 1 d . . . . .
C4 C 0.3699(4) 0.4744(4) 0.6174(3) 0.0480(11) Uani 1 1 d . . . . .
C3 C 0.3309(4) 0.5998(5) 0.5536(3) 0.0527(12) Uani 1 1 d . . . . .
H3 H 0.3711 0.6564 0.5539 0.063 Uiso 1 1 calc R . . . .
C13 C 0.3971(4) 0.8167(4) 0.7833(3) 0.0470(11) Uani 1 1 d . . . . .
C31 C 1.0370(4) 0.9436(4) 0.6848(3) 0.0502(12) Uani 1 1 d . . . . .
C23 C 1.1604(4) 0.5327(5) 0.9462(3) 0.0507(11) Uani 1 1 d . . . . .
H23 H 1.0981 0.6160 0.9395 0.061 Uiso 1 1 calc R . . . .
C14 C 0.2949(4) 0.7978(4) 0.8513(3) 0.0504(12) Uani 1 1 d . . . . .
H14 H 0.2623 0.7347 0.8531 0.060 Uiso 1 1 calc R . . . .
C29 C 0.9657(4) 0.8573(4) 0.7468(3) 0.0494(12) Uani 1 1 d . . . . .
C28 C 1.0079(4) 0.7342(4) 0.7432(3) 0.0508(12) Uani 1 1 d . . . . .
H28 H 1.0829 0.7081 0.7017 0.061 Uiso 1 1 calc R . . . .
C8 C 0.6273(4) 0.3716(5) 0.7668(3) 0.0560(13) Uani 1 1 d . . . . .
C25 C 1.0023(4) 0.4471(5) 0.7823(4) 0.0570(13) Uani 1 1 d . . . . .
C10 C 0.4702(4) 0.6072(4) 0.7488(3) 0.0480(11) Uani 1 1 d . . . . .
H10 H 0.4210 0.5840 0.8073 0.058 Uiso 1 1 calc R . . . .
C35 C 1.1804(5) 0.9989(4) 0.5422(3) 0.0527(12) Uani 1 1 d . . . . .
C26 C 0.8974(4) 0.5788(5) 0.7384(4) 0.0576(13) Uani 1 1 d . . . . .
C7 C 0.5458(5) 0.3120(5) 0.7372(4) 0.0597(13) Uani 1 1 d . . . . .
C2 C 0.2329(5) 0.6402(5) 0.4901(4) 0.0594(13) Uani 1 1 d . . . . .
H2 H 0.2077 0.7241 0.4476 0.071 Uiso 1 1 calc R . . . .
C15 C 0.2396(5) 0.8715(5) 0.9173(4) 0.0621(14) Uani 1 1 d . . . . .
C1 C 0.1723(5) 0.5599(6) 0.4884(4) 0.0659(14) Uani 1 1 d . . . . .
H1 H 0.1066 0.5882 0.4448 0.079 Uiso 1 1 calc R . . . .
C5 C 0.3079(5) 0.3924(5) 0.6161(4) 0.0608(13) Uani 1 1 d . . . . .
H5 H 0.3329 0.3082 0.6582 0.073 Uiso 1 1 calc R . . . .
C21 C 1.2403(4) 0.3295(5) 0.9075(4) 0.0618(13) Uani 1 1 d . . . . .
H21 H 1.2321 0.2765 0.8750 0.074 Uiso 1 1 calc R . . . .
C12 C 0.5348(5) 0.7852(5) 0.6211(3) 0.0646(14) Uani 1 1 d . . . . .
H12A H 0.4743 0.8677 0.5863 0.097 Uiso 1 1 calc GR . . . .
H12B H 0.5621 0.7268 0.5813 0.097 Uiso 1 1 calc GR . . . .
H12C H 0.6115 0.7960 0.6347 0.097 Uiso 1 1 calc GR . . . .
C24 C 1.2653(5) 0.4858(6) 1.0056(3) 0.0694(15) Uani 1 1 d . . . . .
H24 H 1.2743 0.5379 1.0386 0.083 Uiso 1 1 calc R . . . .
C32 C 1.0380(5) 1.0462(5) 0.7133(4) 0.0654(15) Uani 1 1 d . . . . .
H32 H 0.9891 1.0638 0.7704 0.078 Uiso 1 1 calc R . . . .
C33 C 1.1104(6) 1.1208(5) 0.6578(4) 0.0796(17) Uani 1 1 d . . . . .
H33 H 1.1106 1.1881 0.6783 0.096 Uiso 1 1 calc R . . . .
C34 C 1.1838(6) 1.0986(5) 0.5714(4) 0.0737(15) Uani 1 1 d . . . . .
H34 H 1.2335 1.1493 0.5346 0.088 Uiso 1 1 calc R . . . .
C30 C 0.8486(5) 0.9116(5) 0.8141(4) 0.0754(16) Uani 1 1 d . . . . .
H30A H 0.8805 0.9131 0.8713 0.113 Uiso 1 1 calc GR . . . .
H30B H 0.7953 0.8580 0.8344 0.113 Uiso 1 1 calc GR . . . .
H30C H 0.7957 0.9981 0.7794 0.113 Uiso 1 1 calc GR . . . .
C6 C 0.2093(5) 0.4353(6) 0.5523(4) 0.0708(15) Uani 1 1 d . . . . .
H6 H 0.1672 0.3801 0.5522 0.085 Uiso 1 1 calc R . . . .
C19 C 1.3571(5) 0.3612(7) 1.0158(4) 0.0806(18) Uani 1 1 d . . . . .
H19 H 1.4279 0.3292 1.0557 0.097 Uiso 1 1 calc R . . . .
C18 C 0.4395(5) 0.9153(5) 0.7803(4) 0.0709(15) Uani 1 1 d . . . . .
H18 H 0.5060 0.9328 0.7336 0.085 Uiso 1 1 calc R . . . .
C20 C 1.3427(5) 0.2853(6) 0.9666(4) 0.0799(17) Uani 1 1 d . . . . .
H20 H 1.4044 0.2017 0.9739 0.096 Uiso 1 1 calc R . . . .
C16 C 0.2836(7) 0.9665(5) 0.9158(5) 0.0829(18) Uani 1 1 d . . . . .
H16 H 0.2467 1.0149 0.9605 0.099 Uiso 1 1 calc R . . . .
C17 C 0.3821(7) 0.9888(6) 0.8477(5) 0.0878(19) Uani 1 1 d . . . . .
H17 H 0.4122 1.0538 0.8456 0.105 Uiso 1 1 calc R . . . .


_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 C35 1.752(5) . ?
Cl1 C15 1.740(6) . ?
F2 C8 1.358(5) . ?
F1 C8 1.339(5) . ?
F4 C26 1.340(5) . ?
F3 C26 1.360(5) . ?
N2 C22 1.391(5) . ?
N2 C27 1.503(5) . ?
N2 C25 1.373(6) . ?
N1 C9 1.491(6) . ?
N1 C4 1.398(5) . ?
N1 C7 1.376(6) . ?
O2 C25 1.199(6) . ?
O1 C7 1.198(6) . ?
C22 C23 1.398(6) . ?
C22 C21 1.380(6) . ?
C27 H27 0.9800 . ?
C27 C28 1.470(6) . ?
C27 C26 1.541(6) . ?
C9 H9 0.9800 . ?
C9 C8 1.544(6) . ?
C9 C10 1.490(6) . ?
C36 H36 0.9300 . ?
C36 C31 1.404(6) . ?
C36 C35 1.355(6) . ?
C11 C13 1.508(6) . ?
C11 C10 1.340(6) . ?
C11 C12 1.514(6) . ?
C4 C3 1.391(6) . ?
C4 C5 1.383(7) . ?
C3 H3 0.9300 . ?
C3 C2 1.374(6) . ?
C13 C14 1.377(6) . ?
C13 C18 1.390(7) . ?
C31 C29 1.477(7) . ?
C31 C32 1.398(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(6) . ?
C29 C28 1.345(6) . ?
C29 C30 1.514(6) . ?
C28 H28 0.9300 . ?
C8 C7 1.515(7) . ?
C25 C26 1.525(7) . ?
C10 H10 0.9300 . ?
C35 C34 1.383(7) . ?
C2 H2 0.9300 . ?
C2 C1 1.355(7) . ?
C15 C16 1.368(8) . ?
C1 H1 0.9300 . ?
C1 C6 1.384(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(7) . ?
C21 H21 0.9300 . ?
C21 C20 1.361(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C19 1.385(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.368(8) . ?
C33 H33 0.9300 . ?
C33 C34 1.390(7) . ?
C34 H34 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.375(8) . ?
C18 H18 0.9300 . ?
C18 C17 1.408(8) . ?
C20 H20 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.358(8) . ?
C17 H17 0.9300 . ?

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
C22 N2 C27 130.1(3) . . ?
C25 N2 C22 133.5(4) . . ?
C25 N2 C27 96.4(3) . . ?
C4 N1 C9 130.4(4) . . ?
C7 N1 C9 96.1(4) . . ?
C7 N1 C4 133.0(4) . . ?
N2 C22 C23 119.7(4) . . ?
C21 C22 N2 119.9(4) . . ?
C21 C22 C23 120.3(4) . . ?
N2 C27 H27 112.6 . . ?
N2 C27 C26 84.7(3) . . ?
C28 C27 N2 113.8(3) . . ?
C28 C27 H27 112.6 . . ?
C28 C27 C26 117.6(4) . . ?
C26 C27 H27 112.6 . . ?
N1 C9 H9 112.2 . . ?
N1 C9 C8 85.0(3) . . ?
C8 C9 H9 112.2 . . ?
C10 C9 N1 116.9(3) . . ?
C10 C9 H9 112.2 . . ?
C10 C9 C8 115.7(4) . . ?
C31 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
C35 C36 C31 121.5(4) . . ?
C13 C11 C12 117.4(4) . . ?
C10 C11 C13 119.0(4) . . ?
C10 C11 C12 123.5(4) . . ?
C3 C4 N1 120.2(4) . . ?
C5 C4 N1 120.9(4) . . ?
C5 C4 C3 118.9(4) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 120.0 . . ?
C14 C13 C11 121.7(4) . . ?
C14 C13 C18 117.7(4) . . ?
C18 C13 C11 120.5(4) . . ?
C36 C31 C29 121.5(4) . . ?
C32 C31 C36 117.3(5) . . ?
C32 C31 C29 121.2(4) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.4(5) . . ?
C24 C23 H23 120.3 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.1(5) . . ?
C15 C14 H14 119.5 . . ?
C31 C29 C30 117.7(4) . . ?
C28 C29 C31 119.6(4) . . ?
C28 C29 C30 122.6(5) . . ?
C27 C28 H28 116.8 . . ?
C29 C28 C27 126.4(4) . . ?
C29 C28 H28 116.8 . . ?
F2 C8 C9 115.2(3) . . ?
F2 C8 C7 115.4(4) . . ?
F1 C8 F2 106.4(4) . . ?
F1 C8 C9 116.2(4) . . ?
F1 C8 C7 114.8(4) . . ?
C7 C8 C9 88.5(4) . . ?
N2 C25 C26 90.0(4) . . ?
O2 C25 N2 133.2(5) . . ?
O2 C25 C26 136.8(5) . . ?
C9 C10 H10 116.9 . . ?
C11 C10 C9 126.3(4) . . ?
C11 C10 H10 116.9 . . ?
C36 C35 Cl2 119.8(4) . . ?
C36 C35 C34 121.2(5) . . ?
C34 C35 Cl2 119.1(4) . . ?
F4 C26 F3 106.0(4) . . ?
F4 C26 C27 115.2(4) . . ?
F4 C26 C25 115.8(4) . . ?
F3 C26 C27 115.9(4) . . ?
F3 C26 C25 114.9(4) . . ?
C25 C26 C27 88.9(3) . . ?
N1 C7 C8 90.2(4) . . ?
O1 C7 N1 132.1(5) . . ?
O1 C7 C8 137.7(5) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 C3 121.2(5) . . ?
C1 C2 H2 119.4 . . ?
C14 C15 Cl1 119.2(4) . . ?
C16 C15 Cl1 119.7(4) . . ?
C16 C15 C14 121.1(5) . . ?
C2 C1 H1 120.3 . . ?
C2 C1 C6 119.3(5) . . ?
C6 C1 H1 120.3 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0 . . ?
C22 C21 H21 120.4 . . ?
C20 C21 C22 119.2(5) . . ?
C20 C21 H21 120.4 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C19 119.9(5) . . ?
C19 C24 H24 120.1 . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.4(5) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 H33 119.2 . . ?
C32 C33 C34 121.7(5) . . ?
C34 C33 H33 119.2 . . ?
C35 C34 C33 117.9(5) . . ?
C35 C34 H34 121.1 . . ?
C33 C34 H34 121.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.5(5) . . ?
C5 C6 H6 119.7 . . ?
C24 C19 H19 120.3 . . ?
C20 C19 C24 119.5(5) . . ?
C20 C19 H19 120.3 . . ?
C13 C18 H18 119.9 . . ?
C13 C18 C17 120.2(6) . . ?
C17 C18 H18 119.9 . . ?
C21 C20 C19 121.7(5) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.7(5) . . ?
C17 C16 H16 120.6 . . ?
C18 C17 H17 119.4 . . ?
C16 C17 C18 121.1(6) . . ?
C16 C17 H17 119.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
