# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_WHJ102
_database_code_depnum_ccdc_archive 'CCDC 2155237'
loop_
_audit_author_name
_audit_author_address
'jian wang'
;Tsinghua University
China
;
_audit_update_record             
;
2022-02-28 deposited with the CCDC.	2022-04-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H16 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         304.34

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   7.4131(6)
_cell_length_b                   10.8390(9)
_cell_length_c                   10.8968(9)
_cell_angle_alpha                104.346(2)
_cell_angle_beta                 102.882(2)
_cell_angle_gamma                105.817(2)
_cell_volume                     775.50(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9913
_cell_measurement_theta_min      4.4076
_cell_measurement_theta_max      78.6070
_cell_measurement_temperature    297.(2)

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.279
_exptl_crystal_size_mid          0.269
_exptl_crystal_size_min          0.254
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320

_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.84

_exptl_special_details           
;
;

_diffrn_ambient_temperature      297.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            28471
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_theta_min         4.41
_diffrn_reflns_theta_max         79.21
_diffrn_reflns_theta_full        79.21
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             3328
_reflns_number_gt                2995
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1406
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_number_reflns         3328
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    ?
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0846P)²+0.0644P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.08367(13) 0.35278(8) 0.32658(8) 0.0618(3) Uani d . . . 1 . .
N N1 0.42858(14) 0.68506(9) 0.50138(9) 0.0538(2) Uani d . . . 1 . .
O O2 0.19813(16) 0.46123(10) 0.54644(9) 0.0764(3) Uani d . . . 1 . .
N N2 0.54718(14) 0.77961(9) 0.34609(9) 0.0512(2) Uani d . . . 1 . .
C C1 -0.1480(2) 0.13107(13) 0.21123(16) 0.0802(4) Uani d . . . 1 . .
H H1A -0.211765 0.167445 0.149553 0.12 Uiso calc U . R 1 . .
H H1B -0.2444 0.055536 0.21811 0.12 Uiso calc U . R 1 . .
H H1C -0.050758 0.101266 0.180058 0.12 Uiso calc U . R 1 . .
C C2 -0.0502(2) 0.23851(12) 0.34518(13) 0.0648(3) Uani d . . . 1 . .
H H2A -0.147829 0.265492 0.380443 0.078 Uiso calc U . R 1 . .
H H2B 0.021969 0.204925 0.407111 0.078 Uiso calc U . R 1 . .
C C3 0.19501(17) 0.45743(11) 0.43557(11) 0.0545(3) Uani d . . . 1 . .
C C4 0.31665(16) 0.57143(11) 0.39943(11) 0.0512(3) Uani d . . . 1 . .
C C5 0.53825(16) 0.78521(11) 0.46853(11) 0.0499(3) Uani d . . . 1 . .
C C6 0.65973(16) 0.91504(11) 0.57860(11) 0.0517(3) Uani d . . . 1 . .
C C7 0.6424(2) 0.93421(13) 0.70572(12) 0.0624(3) Uani d . . . 1 . .
H H7 0.555841 0.865227 0.722686 0.075 Uiso calc U . R 1 . .
C C8 0.7540(2) 1.05619(14) 0.80764(13) 0.0700(4) Uani d . . . 1 . .
H H8 0.741396 1.068667 0.892458 0.084 Uiso calc U . R 1 . .
C C9 0.8831(2) 1.15846(13) 0.78358(13) 0.0686(3) Uani d . . . 1 . .
H H9 0.958628 1.239527 0.852277 0.082 Uiso calc U . R 1 . .
C C10 0.43056(16) 0.66568(11) 0.24503(11) 0.0498(3) Uani d . . . 1 . .
C C11 0.31062(17) 0.55708(11) 0.26950(11) 0.0533(3) Uani d . . . 1 . .
H H11 0.229311 0.477653 0.200405 0.064 Uiso calc U . R 1 . .
C C12 0.43626(16) 0.66096(10) 0.10909(10) 0.0500(3) Uani d . . . 1 . .
C C13 0.59213(19) 0.75263(11) 0.09120(12) 0.0589(3) Uani d . . . 1 . .
H H13 0.692107 0.81797 0.165144 0.071 Uiso calc U . R 1 . .
C C14 0.6001(2) 0.74767(13) -0.03556(13) 0.0667(3) Uani d . . . 1 . .
H H14 0.705944 0.809096 -0.046032 0.08 Uiso calc U . R 1 . .
C C15 0.4517(2) 0.65203(13) -0.14685(12) 0.0636(3) Uani d . . . 1 . .
H H15 0.457307 0.648949 -0.231935 0.076 Uiso calc U . R 1 . .
C C16 0.2955(2) 0.56131(13) -0.13012(12) 0.0640(3) Uani d . . . 1 . .
H H16 0.194845 0.497121 -0.204436 0.077 Uiso calc U . R 1 . .
C C17 0.28736(18) 0.56504(12) -0.00407(11) 0.0589(3) Uani d . . . 1 . .
H H17 0.18149 0.502966 0.005705 0.071 Uiso calc U . R 1 . .
C C18 0.9004(2) 1.14086(13) 0.65808(14) 0.0694(4) Uani d . . . 1 . .
H H18 0.987357 1.210286 0.641909 0.083 Uiso calc U . R 1 . .
C C19 0.78863(19) 1.01993(12) 0.55523(12) 0.0613(3) Uani d . . . 1 . .
H H19 0.800098 1.009061 0.470258 0.074 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C3 . 1.3279(13) ?
O1 C2 . 1.4504(14) ?
N1 C4 . 1.3392(14) ?
N1 C5 . 1.3448(15) ?
O2 C3 . 1.1933(14) ?
N2 C5 . 1.3378(14) ?
N2 C10 . 1.3434(13) ?
C1 C2 . 1.4961(18) ?
C1 H1A . 0.96 ?
C1 H1B . 0.96 ?
C1 H1C . 0.96 ?
C2 H2A . 0.97 ?
C2 H2B . 0.97 ?
C3 C4 . 1.5124(15) ?
C4 C11 . 1.3746(15) ?
C5 C6 . 1.4903(14) ?
C6 C7 . 1.3891(16) ?
C6 C19 . 1.3894(17) ?
C7 C8 . 1.3901(17) ?
C7 H7 . 0.93 ?
C8 C9 . 1.375(2) ?
C8 H8 . 0.93 ?
C9 C18 . 1.373(2) ?
C9 H9 . 0.93 ?
C10 C11 . 1.3921(15) ?
C10 C12 . 1.4799(15) ?
C11 H11 . 0.93 ?
C12 C13 . 1.3896(16) ?
C12 C17 . 1.3972(15) ?
C13 C14 . 1.3840(17) ?
C13 H13 . 0.93 ?
C14 C15 . 1.3841(18) ?
C14 H14 . 0.93 ?
C15 C16 . 1.3798(19) ?
C15 H15 . 0.93 ?
C16 C17 . 1.3793(17) ?
C16 H16 . 0.93 ?
C17 H17 . 0.93 ?
C18 C19 . 1.3880(16) ?
C18 H18 . 0.93 ?
C19 H19 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 O1 C2 . . 116.68(9) ?
C4 N1 C5 . . 115.34(10) ?
C5 N2 C10 . . 117.48(9) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O1 C2 C1 . . 106.79(11) ?
O1 C2 H2A . . 110.4 ?
C1 C2 H2A . . 110.4 ?
O1 C2 H2B . . 110.4 ?
C1 C2 H2B . . 110.4 ?
H2A C2 H2B . . 108.6 ?
O2 C3 O1 . . 124.79(10) ?
O2 C3 C4 . . 124.74(10) ?
O1 C3 C4 . . 110.46(9) ?
N1 C4 C11 . . 123.03(10) ?
N1 C4 C3 . . 115.76(10) ?
C11 C4 C3 . . 121.21(9) ?
N2 C5 N1 . . 126.10(9) ?
N2 C5 C6 . . 116.94(10) ?
N1 C5 C6 . . 116.97(10) ?
C7 C6 C19 . . 118.91(10) ?
C7 C6 C5 . . 120.41(11) ?
C19 C6 C5 . . 120.66(10) ?
C6 C7 C8 . . 120.21(12) ?
C6 C7 H7 . . 119.9 ?
C8 C7 H7 . . 119.9 ?
C9 C8 C7 . . 120.28(12) ?
C9 C8 H8 . . 119.9 ?
C7 C8 H8 . . 119.9 ?
C18 C9 C8 . . 119.97(11) ?
C18 C9 H9 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
N2 C10 C11 . . 120.37(10) ?
N2 C10 C12 . . 117.49(9) ?
C11 C10 C12 . . 122.14(9) ?
C4 C11 C10 . . 117.63(9) ?
C4 C11 H11 . . 121.2 ?
C10 C11 H11 . . 121.2 ?
C13 C12 C17 . . 118.24(10) ?
C13 C12 C10 . . 120.29(10) ?
C17 C12 C10 . . 121.47(10) ?
C14 C13 C12 . . 120.66(11) ?
C14 C13 H13 . . 119.7 ?
C12 C13 H13 . . 119.7 ?
C13 C14 C15 . . 120.52(11) ?
C13 C14 H14 . . 119.7 ?
C15 C14 H14 . . 119.7 ?
C16 C15 C14 . . 119.24(11) ?
C16 C15 H15 . . 120.4 ?
C14 C15 H15 . . 120.4 ?
C17 C16 C15 . . 120.54(11) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
C16 C17 C12 . . 120.79(11) ?
C16 C17 H17 . . 119.6 ?
C12 C17 H17 . . 119.6 ?
C9 C18 C19 . . 120.30(12) ?
C9 C18 H18 . . 119.8 ?
C19 C18 H18 . . 119.8 ?
C18 C19 C6 . . 120.32(12) ?
C18 C19 H19 . . 119.8 ?
C6 C19 H19 . . 119.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 O1 C2 C1 . . . . -176.24(11) ?
C2 O1 C3 O2 . . . . 3.27(19) ?
C2 O1 C3 C4 . . . . -176.46(10) ?
C5 N1 C4 C11 . . . . -0.79(18) ?
C5 N1 C4 C3 . . . . 179.14(9) ?
O2 C3 C4 N1 . . . . -2.59(19) ?
O1 C3 C4 N1 . . . . 177.14(10) ?
O2 C3 C4 C11 . . . . 177.34(12) ?
O1 C3 C4 C11 . . . . -2.93(17) ?
C10 N2 C5 N1 . . . . 2.76(17) ?
C10 N2 C5 C6 . . . . -176.62(9) ?
C4 N1 C5 N2 . . . . -1.38(18) ?
C4 N1 C5 C6 . . . . 178.00(9) ?
N2 C5 C6 C7 . . . . 173.00(10) ?
N1 C5 C6 C7 . . . . -6.44(17) ?
N2 C5 C6 C19 . . . . -5.52(17) ?
N1 C5 C6 C19 . . . . 175.05(11) ?
C19 C6 C7 C8 . . . . -0.6(2) ?
C5 C6 C7 C8 . . . . -179.12(12) ?
C6 C7 C8 C9 . . . . -0.3(2) ?
C7 C8 C9 C18 . . . . 0.7(2) ?
C5 N2 C10 C11 . . . . -1.96(16) ?
C5 N2 C10 C12 . . . . 178.32(9) ?
N1 C4 C11 C10 . . . . 1.40(18) ?
C3 C4 C11 C10 . . . . -178.52(10) ?
N2 C10 C11 C4 . . . . 0.04(17) ?
C12 C10 C11 C4 . . . . 179.76(10) ?
N2 C10 C12 C13 . . . . 17.31(16) ?
C11 C10 C12 C13 . . . . -162.41(11) ?
N2 C10 C12 C17 . . . . -162.94(11) ?
C11 C10 C12 C17 . . . . 17.34(17) ?
C17 C12 C13 C14 . . . . -0.70(18) ?
C10 C12 C13 C14 . . . . 179.06(11) ?
C12 C13 C14 C15 . . . . 0.6(2) ?
C13 C14 C15 C16 . . . . -0.1(2) ?
C14 C15 C16 C17 . . . . -0.4(2) ?
C15 C16 C17 C12 . . . . 0.3(2) ?
C13 C12 C17 C16 . . . . 0.22(18) ?
C10 C12 C17 C16 . . . . -179.53(11) ?
C8 C9 C18 C19 . . . . -0.3(2) ?
C9 C18 C19 C6 . . . . -0.7(2) ?
C7 C6 C19 C18 . . . . 1.1(2) ?
C5 C6 C19 C18 . . . . 179.60(11) ?

####################################################################### 
# 
# 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_142
_database_code_depnum_ccdc_archive 'CCDC 2145328'
loop_
_audit_author_name
_audit_author_address
'jian wang'
;Tsinghua University
China
;
_audit_update_record             
;
2022-02-28 deposited with the CCDC.	2022-04-16 downloaded from the CCDC.
;
_audit_creation_date             2022-01-18
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H13 Cl N2'
_chemical_formula_sum            'C16 H13 Cl N2'
_chemical_formula_weight         268.73
_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'
Cl Cl 0.1484 0.1585 '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      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                   7.9590(5)
_cell_length_b                   10.3053(7)
_cell_length_c                   17.0078(16)
_cell_angle_alpha                80.870(7)
_cell_angle_beta                 86.405(6)
_cell_angle_gamma                89.847(5)
_cell_volume                     1374.56(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2963
_cell_measurement_temperature    179.99(10)
_cell_measurement_theta_max      25.6690
_cell_measurement_theta_min      2.8900
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9470
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.002
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      179.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00  68.00   1.00    5.00    --   11.90  57.00 -90.00   84
  2  ω     67.00  94.00   1.00    5.00    --   11.90 178.00 -60.00   27
  3  ω    -16.00  78.00   1.00    5.00    --   11.90  57.00 120.00   94
  4  ω    -60.00  35.00   1.00    5.00    --   11.90 -57.00 -30.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0167513000
_diffrn_orient_matrix_UB_12      0.0682084000
_diffrn_orient_matrix_UB_13      -0.0089471000
_diffrn_orient_matrix_UB_21      0.0143455000
_diffrn_orient_matrix_UB_22      -0.0026202000
_diffrn_orient_matrix_UB_23      -0.0412999000
_diffrn_orient_matrix_UB_31      -0.0865310000
_diffrn_orient_matrix_UB_32      -0.0141702000
_diffrn_orient_matrix_UB_33      -0.0023597000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3575
_reflns_number_total             4841
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4841
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0660
_refine_ls_restrained_S_all      1.059
_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)+(0.0443P)²+1.9016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1601
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C12(H12), C13(H13), C15(H15),
 C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C27(H27),
  C28(H28), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C32(H32A,H32B,H32C)
;
_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 1.22198(14) 0.71314(12) 0.42318(6) 0.0530(3) Uani 1 1 d . . . . .
N1 N 0.7360(3) 0.6960(3) 0.86364(16) 0.0276(7) Uani 1 1 d . . . . .
N2 N 0.8658(3) 0.8685(3) 0.76907(16) 0.0279(7) Uani 1 1 d . . . . .
C1 C 0.6114(4) 0.9163(3) 0.85112(19) 0.0253(7) Uani 1 1 d . . . . .
C2 C 0.4975(4) 0.8878(3) 0.91746(19) 0.0296(8) Uani 1 1 d . . . . .
H2 H 0.521148 0.820769 0.958590 0.035 Uiso 1 1 calc R U . . .
C3 C 0.3503(4) 0.9578(4) 0.9228(2) 0.0331(8) Uani 1 1 d . . . . .
H3 H 0.275922 0.937427 0.967485 0.040 Uiso 1 1 calc R U . . .
C4 C 0.3123(5) 1.0579(4) 0.8624(2) 0.0365(9) Uani 1 1 d . . . . .
H4 H 0.213442 1.105306 0.866425 0.044 Uiso 1 1 calc R U . . .
C5 C 0.4230(5) 1.0868(4) 0.7958(2) 0.0364(9) Uani 1 1 d . . . . .
H5 H 0.397516 1.153430 0.754712 0.044 Uiso 1 1 calc R U . . .
C6 C 0.5723(4) 1.0169(3) 0.7897(2) 0.0308(8) Uani 1 1 d . . . . .
H6 H 0.645946 1.037192 0.744830 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7762(4) 0.8393(3) 0.84795(19) 0.0259(7) Uani 1 1 d . . . . .
C8 C 0.8931(4) 0.8697(4) 0.9113(2) 0.0355(9) Uani 1 1 d . . . . .
H8A H 0.836957 0.847391 0.963313 0.053 Uiso 1 1 calc R U . . .
H8B H 0.921265 0.961562 0.901694 0.053 Uiso 1 1 calc R U . . .
H8C H 0.994039 0.818989 0.908456 0.053 Uiso 1 1 calc R U . . .
C9 C 0.7997(4) 0.6513(3) 0.8025(2) 0.0298(8) Uani 1 1 d . . . . .
H9 H 0.795258 0.563554 0.795877 0.036 Uiso 1 1 calc R U . . .
C10 C 0.8821(4) 0.7578(3) 0.74308(19) 0.0252(7) Uani 1 1 d . . . . .
C11 C 0.9689(4) 0.7447(3) 0.66524(19) 0.0265(7) Uani 1 1 d . . . . .
C12 C 0.9926(4) 0.6227(4) 0.6418(2) 0.0333(8) Uani 1 1 d . . . . .
H12 H 0.954822 0.547314 0.675751 0.040 Uiso 1 1 calc R U . . .
C13 C 1.0727(5) 0.6119(4) 0.5678(2) 0.0384(9) Uani 1 1 d . . . . .
H13 H 1.089584 0.529818 0.552528 0.046 Uiso 1 1 calc R U . . .
C14 C 1.1264(4) 0.7247(4) 0.5174(2) 0.0346(9) Uani 1 1 d . . . . .
C15 C 1.1059(5) 0.8470(4) 0.5399(2) 0.0384(9) Uani 1 1 d . . . . .
H15 H 1.144589 0.922028 0.505880 0.046 Uiso 1 1 calc R U . . .
C16 C 1.0276(4) 0.8569(4) 0.6135(2) 0.0355(9) Uani 1 1 d . . . . .
H16 H 1.013648 0.939115 0.628894 0.043 Uiso 1 1 calc R U . . .
Cl2 Cl 0.72005(14) 0.82710(11) 0.42299(6) 0.0528(3) Uani 1 1 d . . . . .
N3 N 0.3742(3) 0.4927(3) 0.77136(15) 0.0274(6) Uani 1 1 d . . . . .
N4 N 0.2359(3) 0.6163(3) 0.86364(16) 0.0278(7) Uani 1 1 d . . . . .
C17 C 0.1204(4) 0.4005(3) 0.85286(19) 0.0261(7) Uani 1 1 d . . . . .
C18 C 0.0143(4) 0.3860(3) 0.9225(2) 0.0320(8) Uani 1 1 d . . . . .
H18 H 0.045010 0.422484 0.966137 0.038 Uiso 1 1 calc R U . . .
C19 C -0.1370(5) 0.3172(4) 0.9266(2) 0.0371(9) Uani 1 1 d . . . . .
H19 H -0.208011 0.309698 0.972668 0.045 Uiso 1 1 calc R U . . .
C20 C -0.1830(5) 0.2596(4) 0.8628(2) 0.0390(9) Uani 1 1 d . . . . .
H20 H -0.284166 0.213614 0.865817 0.047 Uiso 1 1 calc R U . . .
C21 C -0.0763(5) 0.2714(4) 0.7942(2) 0.0376(9) Uani 1 1 d . . . . .
H21 H -0.105615 0.231766 0.751437 0.045 Uiso 1 1 calc R U . . .
C22 C 0.0744(4) 0.3422(3) 0.7887(2) 0.0300(8) Uani 1 1 d . . . . .
H22 H 0.144283 0.350444 0.742192 0.036 Uiso 1 1 calc R U . . .
C23 C 0.2828(4) 0.4814(3) 0.84975(19) 0.0275(8) Uani 1 1 d . . . . .
C24 C 0.2972(4) 0.6925(3) 0.80172(19) 0.0289(8) Uani 1 1 d . . . . .
H24 H 0.288446 0.783636 0.793744 0.035 Uiso 1 1 calc R U . . .
C25 C 0.3845(4) 0.6157(3) 0.74403(19) 0.0264(7) Uani 1 1 d . . . . .
C26 C 0.4699(4) 0.6702(3) 0.66545(19) 0.0261(8) Uani 1 1 d . . . . .
C27 C 0.5272(5) 0.5846(4) 0.6139(2) 0.0361(9) Uani 1 1 d . . . . .
H27 H 0.514006 0.494357 0.629465 0.043 Uiso 1 1 calc R U . . .
C28 C 0.6035(5) 0.6329(4) 0.5398(2) 0.0385(9) Uani 1 1 d . . . . .
H28 H 0.639601 0.575763 0.505138 0.046 Uiso 1 1 calc R U . . .
C29 C 0.6257(4) 0.7671(4) 0.5177(2) 0.0342(9) Uani 1 1 d . . . . .
C30 C 0.5738(5) 0.8537(4) 0.5684(2) 0.0375(9) Uani 1 1 d . . . . .
H30 H 0.591605 0.943620 0.553282 0.045 Uiso 1 1 calc R U . . .
C31 C 0.4947(4) 0.8046(4) 0.6421(2) 0.0333(8) Uani 1 1 d . . . . .
H31 H 0.457831 0.862245 0.676341 0.040 Uiso 1 1 calc R U . . .
C32 C 0.4006(5) 0.4223(4) 0.9141(2) 0.0384(9) Uani 1 1 d . . . . .
H32A H 0.499292 0.476594 0.911071 0.058 Uiso 1 1 calc R U . . .
H32B H 0.432681 0.335476 0.905618 0.058 Uiso 1 1 calc R U . . .
H32C H 0.343232 0.417816 0.965854 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
Cl1 C14 1.751(3) . ?
N1 C7 1.490(4) . ?
N1 C9 1.279(4) . ?
N2 C7 1.467(4) . ?
N2 C10 1.291(4) . ?
C1 C2 1.396(4) . ?
C1 C6 1.399(5) . ?
C1 C7 1.534(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.395(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.535(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9300 . ?
C9 C10 1.491(4) . ?
C10 C11 1.480(5) . ?
C11 C12 1.387(5) . ?
C11 C16 1.399(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.395(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(5) . ?
C14 C15 1.381(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(5) . ?
C16 H16 0.9300 . ?
Cl2 C29 1.754(3) . ?
N3 C23 1.466(4) . ?
N3 C25 1.281(4) . ?
N4 C23 1.489(4) . ?
N4 C24 1.280(4) . ?
C17 C18 1.398(5) . ?
C17 C22 1.395(5) . ?
C17 C23 1.534(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.392(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.385(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.389(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.396(5) . ?
C22 H22 0.9300 . ?
C23 C32 1.537(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.494(5) . ?
C25 C26 1.487(4) . ?
C26 C27 1.396(5) . ?
C26 C31 1.390(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.383(5) . ?
C29 C30 1.381(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.389(5) . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
C9 N1 C7 104.9(3) . . ?
C10 N2 C7 106.3(3) . . ?
C2 C1 C6 118.4(3) . . ?
C2 C1 C7 119.7(3) . . ?
C6 C1 C7 121.9(3) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 H6 119.9 . . ?
N1 C7 C1 108.8(3) . . ?
N1 C7 C8 108.4(3) . . ?
N2 C7 N1 107.8(3) . . ?
N2 C7 C1 111.4(3) . . ?
N2 C7 C8 109.0(3) . . ?
C1 C7 C8 111.4(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9 124.3 . . ?
N1 C9 C10 111.4(3) . . ?
C10 C9 H9 124.3 . . ?
N2 C10 C9 109.5(3) . . ?
N2 C10 C11 123.2(3) . . ?
C11 C10 C9 127.3(3) . . ?
C12 C11 C10 121.3(3) . . ?
C12 C11 C16 118.8(3) . . ?
C16 C11 C10 119.9(3) . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.7(3) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 Cl1 119.7(3) . . ?
C15 C14 Cl1 119.2(3) . . ?
C15 C14 C13 121.1(3) . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C25 N3 C23 106.2(3) . . ?
C24 N4 C23 104.9(3) . . ?
C18 C17 C23 118.5(3) . . ?
C22 C17 C18 119.1(3) . . ?
C22 C17 C23 122.4(3) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.3(3) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.7(3) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.0(3) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
N3 C23 N4 107.9(2) . . ?
N3 C23 C17 111.4(3) . . ?
N3 C23 C32 108.9(3) . . ?
N4 C23 C17 108.0(3) . . ?
N4 C23 C32 108.5(3) . . ?
C17 C23 C32 111.9(3) . . ?
N4 C24 H24 124.5 . . ?
N4 C24 C25 111.0(3) . . ?
C25 C24 H24 124.5 . . ?
N3 C25 C24 110.0(3) . . ?
N3 C25 C26 123.6(3) . . ?
C26 C25 C24 126.4(3) . . ?
C27 C26 C25 119.4(3) . . ?
C31 C26 C25 121.5(3) . . ?
C31 C26 C27 119.0(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.5(3) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.3(4) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 Cl2 118.8(3) . . ?
C30 C29 Cl2 119.9(3) . . ?
C30 C29 C28 121.3(3) . . ?
C29 C30 H30 120.5 . . ?
C29 C30 C31 119.0(3) . . ?
C31 C30 H30 120.5 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.8(3) . . ?
C30 C31 H31 119.6 . . ?
C23 C32 H32A 109.5 . . ?
C23 C32 H32B 109.5 . . ?
C23 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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 C14 C15 C16 178.7(3) . . . . ?
N1 C9 C10 N2 -0.6(4) . . . . ?
N1 C9 C10 C11 -179.9(3) . . . . ?
N2 C10 C11 C12 176.0(3) . . . . ?
N2 C10 C11 C16 -4.5(5) . . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
C2 C1 C6 C5 0.4(5) . . . . ?
C2 C1 C7 N1 52.3(4) . . . . ?
C2 C1 C7 N2 171.0(3) . . . . ?
C2 C1 C7 C8 -67.1(4) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C4 C5 C6 C1 0.2(5) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
C6 C1 C7 N1 -128.8(3) . . . . ?
C6 C1 C7 N2 -10.1(4) . . . . ?
C6 C1 C7 C8 111.8(3) . . . . ?
C7 N1 C9 C10 -0.8(4) . . . . ?
C7 N2 C10 C9 1.7(3) . . . . ?
C7 N2 C10 C11 -179.0(3) . . . . ?
C7 C1 C2 C3 178.4(3) . . . . ?
C7 C1 C6 C5 -178.4(3) . . . . ?
C9 N1 C7 N2 1.8(3) . . . . ?
C9 N1 C7 C1 122.7(3) . . . . ?
C9 N1 C7 C8 -116.0(3) . . . . ?
C9 C10 C11 C12 -4.8(5) . . . . ?
C9 C10 C11 C16 174.7(3) . . . . ?
C10 N2 C7 N1 -2.1(3) . . . . ?
C10 N2 C7 C1 -121.4(3) . . . . ?
C10 N2 C7 C8 115.3(3) . . . . ?
C10 C11 C12 C13 179.1(3) . . . . ?
C10 C11 C16 C15 -178.7(3) . . . . ?
C11 C12 C13 C14 -0.8(5) . . . . ?
C12 C11 C16 C15 0.8(5) . . . . ?
C12 C13 C14 Cl1 -178.3(3) . . . . ?
C12 C13 C14 C15 1.6(6) . . . . ?
C13 C14 C15 C16 -1.2(6) . . . . ?
C14 C15 C16 C11 0.0(6) . . . . ?
C16 C11 C12 C13 -0.4(5) . . . . ?
Cl2 C29 C30 C31 178.0(3) . . . . ?
N3 C25 C26 C27 7.1(5) . . . . ?
N3 C25 C26 C31 -172.6(3) . . . . ?
N4 C24 C25 N3 0.5(4) . . . . ?
N4 C24 C25 C26 179.6(3) . . . . ?
C17 C18 C19 C20 1.5(6) . . . . ?
C18 C17 C22 C21 0.5(5) . . . . ?
C18 C17 C23 N3 -176.9(3) . . . . ?
C18 C17 C23 N4 -58.6(4) . . . . ?
C18 C17 C23 C32 60.9(4) . . . . ?
C18 C19 C20 C21 -0.1(6) . . . . ?
C19 C20 C21 C22 -1.1(6) . . . . ?
C20 C21 C22 C17 0.8(5) . . . . ?
C22 C17 C18 C19 -1.7(5) . . . . ?
C22 C17 C23 N3 2.5(4) . . . . ?
C22 C17 C23 N4 120.9(3) . . . . ?
C22 C17 C23 C32 -119.7(4) . . . . ?
C23 N3 C25 C24 -1.4(3) . . . . ?
C23 N3 C25 C26 179.5(3) . . . . ?
C23 N4 C24 C25 0.6(3) . . . . ?
C23 C17 C18 C19 177.8(3) . . . . ?
C23 C17 C22 C21 -178.9(3) . . . . ?
C24 N4 C23 N3 -1.4(3) . . . . ?
C24 N4 C23 C17 -122.0(3) . . . . ?
C24 N4 C23 C32 116.4(3) . . . . ?
C24 C25 C26 C27 -171.9(3) . . . . ?
C24 C25 C26 C31 8.4(5) . . . . ?
C25 N3 C23 N4 1.7(3) . . . . ?
C25 N3 C23 C17 120.2(3) . . . . ?
C25 N3 C23 C32 -115.9(3) . . . . ?
C25 C26 C27 C28 178.5(3) . . . . ?
C25 C26 C31 C30 -179.6(3) . . . . ?
C26 C27 C28 C29 1.3(5) . . . . ?
C27 C26 C31 C30 0.6(5) . . . . ?
C27 C28 C29 Cl2 -179.1(3) . . . . ?
C27 C28 C29 C30 0.3(6) . . . . ?
C28 C29 C30 C31 -1.4(5) . . . . ?
C29 C30 C31 C26 0.9(5) . . . . ?
C31 C26 C27 C28 -1.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.536
_oxdiff_exptl_absorpt_empirical_full_min 0.632
