# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_exp_18403cxl-450_auto
_database_code_depnum_ccdc_archive 'CCDC 2249557'
loop_
_audit_author_name
_audit_author_address
'cheng xiu'
;Xiamen University
China
;
_audit_update_record             
;
2023-03-17 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-03-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H17 Cl N2'
_chemical_formula_sum            'C24 H17 Cl N2'
_chemical_formula_weight         368.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONCl
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'
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      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                   9.2175(6)
_cell_length_b                   10.4599(7)
_cell_length_c                   10.9144(7)
_cell_angle_alpha                97.410(5)
_cell_angle_beta                 109.977(6)
_cell_angle_gamma                103.615(5)
_cell_volume                     935.60(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3351
_cell_measurement_temperature    233.01(10)
_cell_measurement_theta_max      74.8130
_cell_measurement_theta_min      4.4250
_shelx_estimated_absorpt_T_max   0.835
_shelx_estimated_absorpt_T_min   0.400
_exptl_absorpt_coefficient_mu    1.871
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6621
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.856
_diffrn_reflns_theta_min         4.428
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      233.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  28.00   1.00    1.00    --  -40.50  57.00 -90.00   91
  2  ω    -74.00  28.00   1.00    1.00    --  -40.50  88.00   0.00  102
  3  ω   -109.00 -15.00   1.00    1.00    --  -40.50 -57.00 120.00   94
  4  ω     48.00  73.00   1.00    1.00    --   43.04 -77.00   0.00   25
  5  ω     31.00 106.00   1.00    1.00    --  108.30 -94.00 -60.00   75
  6  ω    114.00 140.00   1.00    1.00    --  108.30 -77.00 -60.00   26
  7  ω     40.00 112.00   1.00    1.00    --  108.30-125.00 150.00   72
  8  ω    112.00 147.00   1.00    1.00    --  108.30  77.00-120.00   35
  9  ω     74.00 111.00   1.00    1.00    --  108.30 -45.00  90.00   37
 10  ω     85.00 172.00   1.00    1.00    --  108.30  30.00   0.00   87
 11  ω     39.00 112.00   1.00    1.00    --  108.30-125.00 -90.00   73
 12  ω     35.00 132.00   1.00    1.00    --  108.30 -30.00 -60.00   97
 13  ω     99.00 173.00   1.00    1.00    --  108.30 125.00 -90.00   74
 14  ω     52.00  78.00   1.00    1.00    --  108.30-125.00 -60.00   26
 15  ω     47.00 106.00   1.00    1.00    --  108.30 -94.00   0.00   59
 16  ω    105.00 158.00   1.00    1.00    --  108.30  77.00  90.00   53
 17  ω    118.00 167.00   1.00    1.00    --  108.30  77.00  30.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0256560000
_diffrn_orient_matrix_UB_12      -0.1137467000
_diffrn_orient_matrix_UB_13      0.0739829000
_diffrn_orient_matrix_UB_21      -0.1435435000
_diffrn_orient_matrix_UB_22      -0.1028121000
_diffrn_orient_matrix_UB_23      -0.1179343000
_diffrn_orient_matrix_UB_31      0.1161316000
_diffrn_orient_matrix_UB_32      -0.0270147000
_diffrn_orient_matrix_UB_33      -0.0665197000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2938
_reflns_number_total             3712
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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         0.182
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0028(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         3712
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.041
_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)+(0.0482P)²+0.1324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1051
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
Cl Cl 0.20806(6) 0.40738(6) 0.98140(5) 0.06742(18) Uani 1 1 d . . . . .
N N 0.13535(16) 0.39358(15) 0.34739(13) 0.0449(3) Uani 1 1 d . . . . .
N1 N 0.24182(16) 0.35623(14) 0.75395(13) 0.0429(3) Uani 1 1 d . . . . .
C2 C 0.30754(18) 0.30998(15) 0.67322(15) 0.0379(3) Uani 1 1 d . . . . .
C005 C 0.44064(18) 0.25679(15) 0.71941(15) 0.0380(3) Uani 1 1 d . . . . .
C C 0.23481(18) 0.31527(16) 0.53133(15) 0.0393(3) Uani 1 1 d . . . . .
C007 C 0.15057(18) 0.20198(17) 0.41921(15) 0.0413(4) Uani 1 1 d . . . . .
C008 C 0.29117(19) 0.57143(17) 0.56131(16) 0.0429(4) Uani 1 1 d . . . . .
C009 C 0.50451(19) 0.25525(16) 0.85720(15) 0.0436(4) Uani 1 1 d . . . . .
C00A C 0.22286(18) 0.43005(16) 0.48485(15) 0.0405(3) Uani 1 1 d . . . . .
C00B C 0.09017(19) 0.25535(18) 0.30644(15) 0.0447(4) Uani 1 1 d . . . . .
C00C C 0.4545(2) 0.6200(2) 0.64466(17) 0.0497(4) Uani 1 1 d . . . . .
C00D C 0.5135(2) 0.20886(17) 0.63539(17) 0.0445(4) Uani 1 1 d . . . . .
C1 C 0.4319(2) 0.30445(18) 0.93986(16) 0.0491(4) Uani 1 1 d . . . . .
C00F C 0.3053(2) 0.35044(17) 0.88266(16) 0.0457(4) Uani 1 1 d . . . . .
C00G C 0.1131(2) 0.06198(19) 0.40407(18) 0.0489(4) Uani 1 1 d . . . . .
C00H C 0.6435(2) 0.16256(19) 0.68639(18) 0.0509(4) Uani 1 1 d . . . . .
C00I C 0.1958(2) 0.65769(19) 0.5568(2) 0.0524(4) Uani 1 1 d . . . . .
C00J C -0.0012(2) 0.1713(2) 0.17890(18) 0.0572(5) Uani 1 1 d . . . . .
C00K C 0.7070(2) 0.1626(2) 0.82308(19) 0.0559(5) Uani 1 1 d . . . . .
C00L C 0.6401(2) 0.2076(2) 0.90696(18) 0.0544(4) Uani 1 1 d . . . . .
C00M C 0.5207(3) 0.7512(2) 0.7214(2) 0.0608(5) Uani 1 1 d . . . . .
C00N C -0.0359(2) 0.0343(2) 0.16726(19) 0.0635(5) Uani 1 1 d . . . . .
C00O C 0.0195(2) -0.0205(2) 0.2787(2) 0.0584(5) Uani 1 1 d . . . . .
C00P C 0.4243(3) 0.8348(2) 0.7170(2) 0.0664(6) Uani 1 1 d . . . . .
C00Q C 0.2621(3) 0.7882(2) 0.6348(2) 0.0640(5) Uani 1 1 d . . . . .
C00R C 0.0914(3) 0.4840(3) 0.2599(2) 0.0646(6) Uani 1 1 d . . . . .
H00D H 0.470(2) 0.2102(17) 0.5414(19) 0.049(5) Uiso 1 1 d . . . . .
H00G H 0.152(2) 0.0224(18) 0.4810(19) 0.049(5) Uiso 1 1 d . . . . .
H1 H 0.470(2) 0.3056(19) 1.034(2) 0.062(6) Uiso 1 1 d . . . . .
H00C H 0.522(2) 0.5605(19) 0.6457(18) 0.057(5) Uiso 1 1 d . . . . .
H00J H -0.042(2) 0.2044(19) 0.100(2) 0.061(6) Uiso 1 1 d . . . . .
H00L H 0.681(2) 0.2077(19) 1.000(2) 0.063(6) Uiso 1 1 d . . . . .
H00K H 0.800(2) 0.1279(19) 0.8568(19) 0.059(5) Uiso 1 1 d . . . . .
H00I H 0.084(3) 0.625(2) 0.499(2) 0.061(6) Uiso 1 1 d . . . . .
H00O H -0.007(2) -0.116(2) 0.271(2) 0.061(6) Uiso 1 1 d . . . . .
H00H H 0.693(2) 0.129(2) 0.631(2) 0.062(6) Uiso 1 1 d . . . . .
H00M H 0.636(3) 0.781(2) 0.778(2) 0.078(7) Uiso 1 1 d . . . . .
H00Q H 0.189(3) 0.845(2) 0.631(2) 0.077(7) Uiso 1 1 d . . . . .
H00N H -0.103(3) -0.025(2) 0.079(2) 0.074(6) Uiso 1 1 d . . . . .
H00A H 0.073(3) 0.443(3) 0.171(3) 0.105(9) Uiso 1 1 d . . . . .
H00B H -0.011(4) 0.502(3) 0.267(3) 0.134(11) Uiso 1 1 d . . . . .
H00P H 0.470(3) 0.928(3) 0.771(3) 0.091(8) Uiso 1 1 d . . . . .
H00E H 0.172(4) 0.568(3) 0.291(3) 0.141(14) Uiso 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
Cl C00F 1.7506(16) . ?
N C00A 1.3884(19) . ?
N C00B 1.373(2) . ?
N C00R 1.455(2) . ?
N1 C2 1.3305(19) . ?
N1 C00F 1.340(2) . ?
C2 C005 1.428(2) . ?
C2 C 1.477(2) . ?
C005 C009 1.419(2) . ?
C005 C00D 1.416(2) . ?
C C007 1.431(2) . ?
C C00A 1.376(2) . ?
C007 C00B 1.411(2) . ?
C007 C00G 1.397(2) . ?
C008 C00A 1.471(2) . ?
C008 C00C 1.392(2) . ?
C008 C00I 1.394(2) . ?
C009 C1 1.408(2) . ?
C009 C00L 1.415(2) . ?
C00B C00J 1.398(2) . ?
C00C C00M 1.384(3) . ?
C00C H00C 0.974(19) . ?
C00D C00H 1.366(2) . ?
C00D H00D 0.969(19) . ?
C1 C00F 1.351(2) . ?
C1 H1 0.96(2) . ?
C00G C00O 1.378(3) . ?
C00G H00G 0.979(19) . ?
C00H C00K 1.404(2) . ?
C00H H00H 0.95(2) . ?
C00I C00Q 1.383(3) . ?
C00I H00I 0.96(2) . ?
C00J C00N 1.372(3) . ?
C00J H00J 0.96(2) . ?
C00K C00L 1.361(3) . ?
C00K H00K 0.98(2) . ?
C00L H00L 0.95(2) . ?
C00M C00P 1.380(3) . ?
C00M H00M 0.98(2) . ?
C00N C00O 1.401(3) . ?
C00N H00N 0.98(2) . ?
C00O H00O 0.95(2) . ?
C00P C00Q 1.380(3) . ?
C00P H00P 0.98(3) . ?
C00Q H00Q 0.99(2) . ?
C00R H00A 0.95(3) . ?
C00R H00B 1.02(3) . ?
C00R H00E 0.94(3) . ?

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
C00A N C00R 126.66(17) . . ?
C00B N C00A 108.59(13) . . ?
C00B N C00R 124.71(16) . . ?
C2 N1 C00F 117.12(13) . . ?
N1 C2 C005 122.48(13) . . ?
N1 C2 C 116.47(13) . . ?
C005 C2 C 121.05(13) . . ?
C009 C005 C2 117.89(13) . . ?
C00D C005 C2 123.26(14) . . ?
C00D C005 C009 118.83(14) . . ?
C007 C C2 126.40(14) . . ?
C00A C C2 125.71(14) . . ?
C00A C C007 107.63(13) . . ?
C00B C007 C 106.23(14) . . ?
C00G C007 C 134.33(15) . . ?
C00G C007 C00B 119.33(15) . . ?
C00C C008 C00A 119.44(14) . . ?
C00C C008 C00I 118.57(17) . . ?
C00I C008 C00A 121.95(16) . . ?
C1 C009 C005 118.22(14) . . ?
C1 C009 C00L 122.54(15) . . ?
C00L C009 C005 119.23(15) . . ?
N C00A C008 122.82(14) . . ?
C C00A N 108.98(14) . . ?
C C00A C008 128.19(14) . . ?
N C00B C007 108.57(14) . . ?
N C00B C00J 129.99(16) . . ?
C00J C00B C007 121.43(18) . . ?
C008 C00C H00C 118.5(11) . . ?
C00M C00C C008 120.66(17) . . ?
C00M C00C H00C 120.9(11) . . ?
C005 C00D H00D 118.9(10) . . ?
C00H C00D C005 120.48(15) . . ?
C00H C00D H00D 120.7(10) . . ?
C009 C1 H1 121.6(12) . . ?
C00F C1 C009 117.72(15) . . ?
C00F C1 H1 120.6(12) . . ?
N1 C00F Cl 114.53(12) . . ?
N1 C00F C1 126.55(14) . . ?
C1 C00F Cl 118.91(13) . . ?
C007 C00G H00G 120.9(11) . . ?
C00O C00G C007 118.98(18) . . ?
C00O C00G H00G 120.1(11) . . ?
C00D C00H C00K 120.38(16) . . ?
C00D C00H H00H 121.7(13) . . ?
C00K C00H H00H 117.9(13) . . ?
C008 C00I H00I 118.9(12) . . ?
C00Q C00I C008 120.55(19) . . ?
C00Q C00I H00I 120.5(12) . . ?
C00B C00J H00J 123.4(12) . . ?
C00N C00J C00B 117.82(18) . . ?
C00N C00J H00J 118.7(12) . . ?
C00H C00K H00K 118.6(11) . . ?
C00L C00K C00H 120.84(16) . . ?
C00L C00K H00K 120.6(11) . . ?
C009 C00L H00L 117.9(12) . . ?
C00K C00L C009 120.24(16) . . ?
C00K C00L H00L 121.9(12) . . ?
C00C C00M H00M 117.6(13) . . ?
C00P C00M C00C 120.1(2) . . ?
C00P C00M H00M 122.4(13) . . ?
C00J C00N C00O 121.49(18) . . ?
C00J C00N H00N 118.2(13) . . ?
C00O C00N H00N 120.3(13) . . ?
C00G C00O C00N 120.9(2) . . ?
C00G C00O H00O 117.5(12) . . ?
C00N C00O H00O 121.6(12) . . ?
C00M C00P C00Q 120.0(2) . . ?
C00M C00P H00P 120.4(15) . . ?
C00Q C00P H00P 119.6(15) . . ?
C00I C00Q H00Q 117.8(13) . . ?
C00P C00Q C00I 120.14(19) . . ?
C00P C00Q H00Q 122.0(13) . . ?
N C00R H00A 109.8(16) . . ?
N C00R H00B 106.7(18) . . ?
N C00R H00E 111(2) . . ?
H00A C00R H00B 112(2) . . ?
H00A C00R H00E 111(3) . . ?
H00B C00R H00E 107(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
N C00B C00J C00N -176.60(16) . . . . ?
N1 C2 C005 C009 -0.6(2) . . . . ?
N1 C2 C005 C00D -179.11(15) . . . . ?
N1 C2 C C007 -114.39(17) . . . . ?
N1 C2 C C00A 59.1(2) . . . . ?
C2 N1 C00F Cl -177.82(12) . . . . ?
C2 N1 C00F C1 1.3(3) . . . . ?
C2 C005 C009 C1 0.8(2) . . . . ?
C2 C005 C009 C00L -177.76(16) . . . . ?
C2 C005 C00D C00H 178.19(16) . . . . ?
C2 C C007 C00B 174.64(13) . . . . ?
C2 C C007 C00G -1.2(3) . . . . ?
C2 C C00A N -174.96(13) . . . . ?
C2 C C00A C008 6.3(2) . . . . ?
C005 C2 C C007 65.2(2) . . . . ?
C005 C2 C C00A -121.37(17) . . . . ?
C005 C009 C1 C00F -0.1(3) . . . . ?
C005 C009 C00L C00K -0.7(3) . . . . ?
C005 C00D C00H C00K -0.3(3) . . . . ?
C C2 C005 C009 179.85(14) . . . . ?
C C2 C005 C00D 1.4(2) . . . . ?
C C007 C00B N 0.13(16) . . . . ?
C C007 C00B C00J -179.10(14) . . . . ?
C C007 C00G C00O 176.22(16) . . . . ?
C007 C C00A N -0.48(16) . . . . ?
C007 C C00A C008 -179.22(13) . . . . ?
C007 C00B C00J C00N 2.5(2) . . . . ?
C007 C00G C00O C00N 0.9(3) . . . . ?
C008 C00C C00M C00P 0.7(3) . . . . ?
C008 C00I C00Q C00P 0.7(3) . . . . ?
C009 C005 C00D C00H -0.3(2) . . . . ?
C009 C1 C00F Cl 178.01(13) . . . . ?
C009 C1 C00F N1 -1.1(3) . . . . ?
C00A N C00B C007 -0.43(16) . . . . ?
C00A N C00B C00J 178.72(16) . . . . ?
C00A C C007 C00B 0.21(16) . . . . ?
C00A C C007 C00G -175.66(17) . . . . ?
C00A C008 C00C C00M -177.65(15) . . . . ?
C00A C008 C00I C00Q 176.90(16) . . . . ?
C00B N C00A C 0.57(16) . . . . ?
C00B N C00A C008 179.39(13) . . . . ?
C00B C007 C00G C00O 0.8(2) . . . . ?
C00B C00J C00N C00O -0.8(3) . . . . ?
C00C C008 C00A N -127.50(16) . . . . ?
C00C C008 C00A C 51.1(2) . . . . ?
C00C C008 C00I C00Q -0.8(2) . . . . ?
C00C C00M C00P C00Q -0.8(3) . . . . ?
C00D C005 C009 C1 179.39(16) . . . . ?
C00D C005 C009 C00L 0.8(2) . . . . ?
C00D C00H C00K C00L 0.4(3) . . . . ?
C1 C009 C00L C00K -179.23(18) . . . . ?
C00F N1 C2 C005 -0.4(2) . . . . ?
C00F N1 C2 C 179.16(14) . . . . ?
C00G C007 C00B N 176.75(13) . . . . ?
C00G C007 C00B C00J -2.5(2) . . . . ?
C00H C00K C00L C009 0.1(3) . . . . ?
C00I C008 C00A N 54.9(2) . . . . ?
C00I C008 C00A C -126.57(18) . . . . ?
C00I C008 C00C C00M 0.1(2) . . . . ?
C00J C00N C00O C00G -0.9(3) . . . . ?
C00L C009 C1 C00F 178.47(17) . . . . ?
C00M C00P C00Q C00I 0.1(3) . . . . ?
C00R N C00A C 178.20(16) . . . . ?
C00R N C00A C008 -3.0(2) . . . . ?
C00R N C00B C007 -178.11(16) . . . . ?
C00R N C00B C00J 1.0(3) . . . . ?

_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 1.492
_oxdiff_exptl_absorpt_empirical_full_min 0.672
####################################################################### 
# 
# 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_exp_18256-cxl-0224_auto
_database_code_depnum_ccdc_archive 'CCDC 2249565'
loop_
_audit_author_name
_audit_author_address
'cheng xiu'
;Xiamen University 
China
;
_audit_update_record             
;
2023-03-17 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-02-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H19 Cl N2 O2'
_chemical_formula_sum            'C26 H19 Cl N2 O2'
_chemical_formula_weight         426.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   23.4970(6)
_cell_length_b                   7.6930(2)
_cell_length_c                   25.2904(7)
_cell_angle_alpha                90
_cell_angle_beta                 115.156(3)
_cell_angle_gamma                90
_cell_volume                     4138.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3034
_cell_measurement_temperature    233.00(10)
_cell_measurement_theta_max      74.0800
_cell_measurement_theta_min      3.8480
_shelx_estimated_absorpt_T_max   0.709
_shelx_estimated_absorpt_T_min   0.608
_exptl_absorpt_coefficient_mu    1.845
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BAR
_exptl_crystal_F_000             1776
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'phi and omega scans'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            7981
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.272
_diffrn_reflns_theta_min         3.862
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      233.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -28.00   1.00    1.00    --  -40.50 -37.00  90.00   82
  2  ω   -108.00 -21.00   1.00    1.00    --  -40.50 -37.00   0.00   87
  3  ω     63.00  88.00   1.00    1.00    --   43.04-125.00  30.00   25
  4  ω     37.00 103.00   1.00    1.48    --  107.03-125.00   0.00   66
  5  ω     43.00  97.00   1.00    1.48    --  107.03-125.00-150.00   54
  6  ω    151.00 177.00   1.00    1.48    --  107.03  77.00-150.00   26
  7  ω     90.00 164.00   1.00    1.48    --  107.03  45.00 -60.00   74
  8  ω     69.00 109.00   1.00    1.48    --  107.03-125.00 120.00   40
  9  ω     36.00  81.00   1.00    1.48    --  107.03 -45.00-150.00   45
 10  ω     83.00 168.00   1.00    1.48    --  107.03  30.00  30.00   85
 11  ω     72.00 109.00   1.00    1.48    --  107.03 -30.00 -60.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0579119000
_diffrn_orient_matrix_UB_12      -0.0053649000
_diffrn_orient_matrix_UB_13      -0.0137368000
_diffrn_orient_matrix_UB_21      -0.0421092000
_diffrn_orient_matrix_UB_22      0.0440076000
_diffrn_orient_matrix_UB_23      -0.0643416000
_diffrn_orient_matrix_UB_31      0.0111095000
_diffrn_orient_matrix_UB_32      0.1952064000
_diffrn_orient_matrix_UB_33      0.0141087000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3109
_reflns_number_total             4089
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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         0.241
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.00029(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4089
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.103
_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)+(0.0336P)²+2.3026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1002
_refine_ls_wR_factor_ref         0.1097
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00S(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C(H), C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L),
 C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T),
 C00U(H00U)
2.c Idealised Me refined as rotating group:
 C00V(H00C,H00D,H00E)
;
_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
Cl Cl 0.46445(3) -0.17285(8) 0.53517(3) 0.05011(18) Uani 1 1 d . . . . .
O O 0.40533(7) 0.7426(2) 0.64802(6) 0.0420(4) Uani 1 1 d . . . . .
O1 O 0.31094(7) 0.8191(2) 0.57930(6) 0.0392(4) Uani 1 1 d . . . . .
N004 N 0.31493(8) 0.4681(3) 0.46272(7) 0.0353(4) Uani 1 1 d . . . . .
N005 N 0.48990(8) 0.3041(2) 0.73792(7) 0.0351(4) Uani 1 1 d . . . . .
H005 H 0.525319 0.276876 0.766994 0.042 Uiso 1 1 calc R U . . .
C C 0.38165(11) 0.0465(3) 0.45626(10) 0.0417(5) Uani 1 1 d . . . . .
H H 0.381445 -0.032740 0.427883 0.050 Uiso 1 1 calc R U . . .
C00A C 0.41971(9) 0.3739(3) 0.64783(8) 0.0285(4) Uani 1 1 d . . . . .
C00B C 0.35547(9) 0.5643(3) 0.56324(8) 0.0283(4) Uani 1 1 d . . . . .
C00C C 0.53635(10) 0.3440(3) 0.66720(9) 0.0305(4) Uani 1 1 d . . . . .
C00D C 0.34823(9) 0.3168(3) 0.48251(8) 0.0317(5) Uani 1 1 d . . . . .
C00E C 0.48245(10) 0.3390(3) 0.68194(8) 0.0301(4) Uani 1 1 d . . . . .
C00F C 0.43333(10) 0.3187(3) 0.74106(9) 0.0333(5) Uani 1 1 d . . . . .
C00G C 0.31976(9) 0.5849(3) 0.50212(8) 0.0326(5) Uani 1 1 d . . . . .
H00G H 0.297950 0.690105 0.488942 0.039 Uiso 1 1 calc R U . . .
C00H C 0.41920(10) 0.1239(3) 0.55837(9) 0.0329(5) Uani 1 1 d . . . . .
H00H H 0.442659 0.095689 0.597946 0.039 Uiso 1 1 calc R U . . .
C00I C 0.32538(10) 0.3911(3) 0.67661(9) 0.0351(5) Uani 1 1 d . . . . .
H00I H 0.294362 0.422585 0.639677 0.042 Uiso 1 1 calc R U . . .
C00J C 0.53264(10) 0.4377(3) 0.61853(9) 0.0359(5) Uani 1 1 d . . . . .
H00J H 0.495008 0.494881 0.594842 0.043 Uiso 1 1 calc R U . . .
C00K C 0.41805(10) 0.0140(3) 0.51591(10) 0.0359(5) Uani 1 1 d . . . . .
C00L C 0.58337(11) 0.4477(3) 0.60473(10) 0.0417(5) Uani 1 1 d . . . . .
H00L H 0.579663 0.509246 0.571301 0.050 Uiso 1 1 calc R U . . .
C00M C 0.34666(11) 0.1945(3) 0.44020(9) 0.0399(5) Uani 1 1 d . . . . .
H00M H 0.321145 0.215638 0.400463 0.048 Uiso 1 1 calc R U . . .
C00O C 0.31028(12) 0.3697(3) 0.72338(10) 0.0431(6) Uani 1 1 d . . . . .
H00O H 0.268673 0.387677 0.718242 0.052 Uiso 1 1 calc R U . . .
C00P C 0.63941(11) 0.3683(3) 0.63950(11) 0.0444(6) Uani 1 1 d . . . . .
H00P H 0.674227 0.377631 0.630529 0.053 Uiso 1 1 calc R U . . .
C00Q C 0.59298(11) 0.2616(3) 0.70131(10) 0.0409(5) Uani 1 1 d . . . . .
H00Q H 0.596673 0.196144 0.734005 0.049 Uiso 1 1 calc R U . . .
C00R C 0.41789(12) 0.2965(3) 0.78824(10) 0.0435(6) Uani 1 1 d . . . . .
H00R H 0.448579 0.265678 0.825407 0.052 Uiso 1 1 calc R U . . .
C00S C 0.31000(12) 0.9677(3) 0.61429(11) 0.0437(6) Uani 1 1 d . . . . .
H00A H 0.285279 1.061653 0.588649 0.052 Uiso 1 1 calc R U . . .
H00B H 0.352961 1.010162 0.636663 0.052 Uiso 1 1 calc R U . . .
C00T C 0.35632(13) 0.3215(3) 0.77843(10) 0.0474(6) Uani 1 1 d . . . . .
H00T H 0.344752 0.305775 0.809414 0.057 Uiso 1 1 calc R U . . .
C00U C 0.64386(11) 0.2751(4) 0.68750(11) 0.0489(6) Uani 1 1 d . . . . .
H00U H 0.681905 0.219875 0.711232 0.059 Uiso 1 1 calc R U . . .
C00V C 0.28188(13) 0.9177(4) 0.65524(12) 0.0544(7) Uani 1 1 d . . . . .
H00C H 0.238902 0.879248 0.632959 0.082 Uiso 1 1 calc R U . . .
H00D H 0.282255 1.017265 0.678910 0.082 Uiso 1 1 calc R U . . .
H00E H 0.306249 0.824122 0.680389 0.082 Uiso 1 1 calc R U . . .
C006 C 0.38737(9) 0.4099(3) 0.58459(8) 0.0277(4) Uani 1 1 d . . . . .
C007 C 0.38475(9) 0.2818(3) 0.54258(8) 0.0286(4) Uani 1 1 d . . . . .
C008 C 0.38763(10) 0.3650(3) 0.68516(8) 0.0293(4) Uani 1 1 d . . . . .
C009 C 0.36105(9) 0.7143(3) 0.60233(8) 0.0301(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
Cl C00K 1.744(2) . ?
O C009 1.201(2) . ?
O1 C00S 1.451(3) . ?
O1 C009 1.339(2) . ?
N004 C00D 1.373(3) . ?
N004 C00G 1.310(3) . ?
N005 H005 0.8700 . ?
N005 C00E 1.377(2) . ?
N005 C00F 1.370(3) . ?
C H 0.9400 . ?
C C00K 1.405(3) . ?
C C00M 1.362(4) . ?
C00A C00E 1.381(3) . ?
C00A C006 1.476(3) . ?
C00A C008 1.438(3) . ?
C00B C00G 1.420(3) . ?
C00B C006 1.386(3) . ?
C00B C009 1.488(3) . ?
C00C C00E 1.465(3) . ?
C00C C00J 1.397(3) . ?
C00C C00Q 1.393(3) . ?
C00D C00M 1.414(3) . ?
C00D C007 1.417(3) . ?
C00F C00R 1.397(3) . ?
C00F C008 1.410(3) . ?
C00G H00G 0.9400 . ?
C00H H00H 0.9400 . ?
C00H C00K 1.358(3) . ?
C00H C007 1.419(3) . ?
C00I H00I 0.9400 . ?
C00I C00O 1.382(3) . ?
C00I C008 1.399(3) . ?
C00J H00J 0.9400 . ?
C00J C00L 1.380(3) . ?
C00L H00L 0.9400 . ?
C00L C00P 1.377(3) . ?
C00M H00M 0.9400 . ?
C00O H00O 0.9400 . ?
C00O C00T 1.402(3) . ?
C00P H00P 0.9400 . ?
C00P C00U 1.375(3) . ?
C00Q H00Q 0.9400 . ?
C00Q C00U 1.385(3) . ?
C00R H00R 0.9400 . ?
C00R C00T 1.373(4) . ?
C00S H00A 0.9800 . ?
C00S H00B 0.9800 . ?
C00S C00V 1.496(3) . ?
C00T H00T 0.9400 . ?
C00U H00U 0.9400 . ?
C00V H00C 0.9700 . ?
C00V H00D 0.9700 . ?
C00V H00E 0.9700 . ?
C006 C007 1.431(3) . ?

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
C009 O1 C00S 116.59(17) . . ?
C00G N004 C00D 116.90(17) . . ?
C00E N005 H005 125.0 . . ?
C00F N005 H005 125.0 . . ?
C00F N005 C00E 109.96(16) . . ?
C00K C H 120.5 . . ?
C00M C H 120.5 . . ?
C00M C C00K 119.0(2) . . ?
C00E C00A C006 129.36(18) . . ?
C00E C00A C008 107.38(17) . . ?
C008 C00A C006 123.24(18) . . ?
C00G C00B C009 118.76(18) . . ?
C006 C00B C00G 119.42(19) . . ?
C006 C00B C009 121.69(17) . . ?
C00J C00C C00E 120.06(19) . . ?
C00Q C00C C00E 122.13(19) . . ?
C00Q C00C C00J 117.8(2) . . ?
N004 C00D C00M 117.46(18) . . ?
N004 C00D C007 122.93(19) . . ?
C00M C00D C007 119.6(2) . . ?
N005 C00E C00A 108.39(18) . . ?
N005 C00E C00C 121.39(18) . . ?
C00A C00E C00C 130.13(18) . . ?
N005 C00F C00R 130.6(2) . . ?
N005 C00F C008 107.87(17) . . ?
C00R C00F C008 121.6(2) . . ?
N004 C00G C00B 124.9(2) . . ?
N004 C00G H00G 117.6 . . ?
C00B C00G H00G 117.6 . . ?
C00K C00H H00H 120.2 . . ?
C00K C00H C007 119.5(2) . . ?
C007 C00H H00H 120.2 . . ?
C00O C00I H00I 120.6 . . ?
C00O C00I C008 118.9(2) . . ?
C008 C00I H00I 120.6 . . ?
C00C C00J H00J 119.5 . . ?
C00L C00J C00C 121.0(2) . . ?
C00L C00J H00J 119.5 . . ?
C C00K Cl 118.02(17) . . ?
C00H C00K Cl 119.51(18) . . ?
C00H C00K C 122.5(2) . . ?
C00J C00L H00L 119.7 . . ?
C00P C00L C00J 120.5(2) . . ?
C00P C00L H00L 119.7 . . ?
C C00M C00D 120.8(2) . . ?
C C00M H00M 119.6 . . ?
C00D C00M H00M 119.6 . . ?
C00I C00O H00O 119.6 . . ?
C00I C00O C00T 120.7(2) . . ?
C00T C00O H00O 119.6 . . ?
C00L C00P H00P 120.4 . . ?
C00U C00P C00L 119.2(2) . . ?
C00U C00P H00P 120.4 . . ?
C00C C00Q H00Q 119.7 . . ?
C00U C00Q C00C 120.6(2) . . ?
C00U C00Q H00Q 119.7 . . ?
C00F C00R H00R 121.2 . . ?
C00T C00R C00F 117.7(2) . . ?
C00T C00R H00R 121.2 . . ?
O1 C00S H00A 109.6 . . ?
O1 C00S H00B 109.6 . . ?
O1 C00S C00V 110.2(2) . . ?
H00A C00S H00B 108.1 . . ?
C00V C00S H00A 109.6 . . ?
C00V C00S H00B 109.6 . . ?
C00O C00T H00T 119.2 . . ?
C00R C00T C00O 121.7(2) . . ?
C00R C00T H00T 119.2 . . ?
C00P C00U C00Q 120.8(2) . . ?
C00P C00U H00U 119.6 . . ?
C00Q C00U H00U 119.6 . . ?
C00S C00V H00C 109.5 . . ?
C00S C00V H00D 109.5 . . ?
C00S C00V H00E 109.5 . . ?
H00C C00V H00D 109.5 . . ?
H00C C00V H00E 109.5 . . ?
H00D C00V H00E 109.5 . . ?
C00B C006 C00A 121.79(18) . . ?
C00B C006 C007 117.10(17) . . ?
C007 C006 C00A 121.02(18) . . ?
C00D C007 C00H 118.52(19) . . ?
C00D C007 C006 118.70(19) . . ?
C00H C007 C006 122.74(18) . . ?
C00F C008 C00A 106.37(18) . . ?
C00I C008 C00A 134.17(19) . . ?
C00I C008 C00F 119.46(19) . . ?
O C009 O1 123.4(2) . . ?
O C009 C00B 125.12(19) . . ?
O1 C009 C00B 111.42(16) . . ?

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
N004 C00D C00M C 175.8(2) . . . . ?
N004 C00D C007 C00H -177.80(19) . . . . ?
N004 C00D C007 C006 -0.3(3) . . . . ?
N005 C00F C00R C00T 179.4(2) . . . . ?
N005 C00F C008 C00A 1.2(2) . . . . ?
N005 C00F C008 C00I -179.0(2) . . . . ?
C00A C006 C007 C00D 174.23(18) . . . . ?
C00A C006 C007 C00H -8.4(3) . . . . ?
C00B C006 C007 C00D -2.4(3) . . . . ?
C00B C006 C007 C00H 175.02(19) . . . . ?
C00C C00J C00L C00P -1.4(4) . . . . ?
C00C C00Q C00U C00P -0.8(4) . . . . ?
C00D N004 C00G C00B -1.5(3) . . . . ?
C00E N005 C00F C00R -179.6(2) . . . . ?
C00E N005 C00F C008 -0.2(2) . . . . ?
C00E C00A C006 C00B -120.4(2) . . . . ?
C00E C00A C006 C007 63.1(3) . . . . ?
C00E C00A C008 C00F -1.8(2) . . . . ?
C00E C00A C008 C00I 178.4(2) . . . . ?
C00E C00C C00J C00L 178.4(2) . . . . ?
C00E C00C C00Q C00U -177.3(2) . . . . ?
C00F N005 C00E C00A -1.0(3) . . . . ?
C00F N005 C00E C00C 175.87(19) . . . . ?
C00F C00R C00T C00O -0.8(4) . . . . ?
C00G N004 C00D C00M -176.03(19) . . . . ?
C00G N004 C00D C007 2.2(3) . . . . ?
C00G C00B C006 C00A -173.48(18) . . . . ?
C00G C00B C006 C007 3.1(3) . . . . ?
C00G C00B C009 O -149.8(2) . . . . ?
C00G C00B C009 O1 28.1(3) . . . . ?
C00I C00O C00T C00R 1.1(4) . . . . ?
C00J C00C C00E N005 -156.7(2) . . . . ?
C00J C00C C00E C00A 19.5(3) . . . . ?
C00J C00C C00Q C00U 0.9(4) . . . . ?
C00J C00L C00P C00U 1.6(4) . . . . ?
C00K C C00M C00D 2.0(3) . . . . ?
C00K C00H C007 C00D 2.2(3) . . . . ?
C00K C00H C007 C006 -175.24(19) . . . . ?
C00L C00P C00U C00Q -0.5(4) . . . . ?
C00M C C00K Cl -177.89(18) . . . . ?
C00M C C00K C00H 0.7(3) . . . . ?
C00M C00D C007 C00H 0.4(3) . . . . ?
C00M C00D C007 C006 177.92(19) . . . . ?
C00O C00I C008 C00A 179.4(2) . . . . ?
C00O C00I C008 C00F -0.3(3) . . . . ?
C00Q C00C C00E N005 21.4(3) . . . . ?
C00Q C00C C00E C00A -162.4(2) . . . . ?
C00Q C00C C00J C00L 0.2(3) . . . . ?
C00R C00F C008 C00A -179.3(2) . . . . ?
C00R C00F C008 C00I 0.5(3) . . . . ?
C00S O1 C009 O -3.9(3) . . . . ?
C00S O1 C009 C00B 178.17(18) . . . . ?
C006 C00A C00E N005 -176.6(2) . . . . ?
C006 C00A C00E C00C 6.9(4) . . . . ?
C006 C00A C008 C00F 176.7(2) . . . . ?
C006 C00A C008 C00I -3.1(4) . . . . ?
C006 C00B C00G N004 -1.2(3) . . . . ?
C006 C00B C009 O 26.1(3) . . . . ?
C006 C00B C009 O1 -156.05(19) . . . . ?
C007 C00D C00M C -2.5(3) . . . . ?
C007 C00H C00K Cl 175.80(16) . . . . ?
C007 C00H C00K C -2.8(3) . . . . ?
C008 C00A C00E N005 1.8(2) . . . . ?
C008 C00A C00E C00C -174.8(2) . . . . ?
C008 C00A C006 C00B 61.4(3) . . . . ?
C008 C00A C006 C007 -115.0(2) . . . . ?
C008 C00F C00R C00T 0.0(4) . . . . ?
C008 C00I C00O C00T -0.5(4) . . . . ?
C009 O1 C00S C00V -86.9(2) . . . . ?
C009 C00B C00G N004 174.73(19) . . . . ?
C009 C00B C006 C00A 10.7(3) . . . . ?
C009 C00B C006 C007 -172.73(18) . . . . ?

_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 1.144
_oxdiff_exptl_absorpt_empirical_full_min 0.742
####################################################################### 
# 
# 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_exp_24045cxl
_database_code_depnum_ccdc_archive 'CCDC 2249566'
loop_
_audit_author_name
_audit_author_address
'cheng xiu'
;Xiamen University 
China
;
_audit_update_record             
;
2023-03-17 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2022-11-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H17 Cl N2'
_chemical_formula_sum            'C24 H17 Cl N2'
_chemical_formula_weight         368.84
_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'
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                   15.0202(6)
_cell_length_b                   7.3714(3)
_cell_length_c                   16.6190(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.321(3)
_cell_angle_gamma                90
_cell_volume                     1815.76(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1892
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8420
_cell_measurement_theta_min      3.6770
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.831
_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.1
_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  0.0433
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6076
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.720
_diffrn_reflns_theta_min         3.682
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1903
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  68.00   1.00    2.56    --    0.00  57.00 -90.00   25
  2  ω     91.00 120.00   1.00   10.25    --   56.38  87.00  50.00   29
  3  ω     94.00 130.00   1.00   10.25    --   56.38 126.00  60.00   36
  4  ω     87.00 113.00   1.00   10.25    --   56.38 126.00  90.00   26
  5  ω     79.00 177.00   1.00   10.25    --  112.76  77.00  60.00   98
  6  ω    118.00 170.00   1.00   10.25    --  112.76  64.00 -30.00   52
  7  ω    110.00 168.00   1.00   10.25    --  112.76  25.00 120.00   58
  8  ω     51.00 155.00   1.00   10.25    --  112.76 -92.00 -90.00  104
  9  ω     83.00 149.00   1.00   10.25    --  112.76  12.00-120.00   66
 10  ω     41.00  73.00   1.00   10.25    --  112.76  12.00-120.00   32
 11  ω     48.00 135.00   1.00   10.25    --  112.76 -38.00 -90.00   87
 12  ω     48.00  77.00   1.00    2.56    --    0.00 178.00  90.00   29
 13  ω    -79.00   7.00   1.00   10.25    --  -56.38  77.00  30.00   86
 14  ω   -107.00 -81.00   1.00   10.25    --  -56.38 -95.00 -60.00   26
 15  ω   -117.00 -92.00   1.00   10.25    --  -56.38 -95.00 -90.00   25
 16  ω    -86.00 -61.00   1.00   10.25    --  -56.38-152.00-116.00   25
 17  ω    -79.00 -37.00   1.00    2.56    --    0.00-178.00  60.00   42
 18  ω   -133.00 -20.00   1.00   10.25    --  -56.38 -30.00 120.00  113
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0450868000
_diffrn_orient_matrix_UB_12      -0.1850207000
_diffrn_orient_matrix_UB_13      -0.0087217000
_diffrn_orient_matrix_UB_21      -0.0122337000
_diffrn_orient_matrix_UB_22      0.0265091000
_diffrn_orient_matrix_UB_23      -0.0931124000
_diffrn_orient_matrix_UB_31      0.0928895000
_diffrn_orient_matrix_UB_32      0.0932711000
_diffrn_orient_matrix_UB_33      0.0090259000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2631
_reflns_number_total             3415
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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         0.506
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.029
_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)+(0.1281P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1760
_refine_ls_wR_factor_ref         0.2023
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R)
2.b Idealised Me refined as rotating group:
 C00N(H00A,H00B,H00C)
;
_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
Cl01 Cl 0.53950(5) 0.79539(10) 0.81535(4) 0.0585(3) Uani 1 1 d . . . . .
N002 N 0.44367(14) 0.5319(3) 0.73938(11) 0.0394(5) Uani 1 1 d . . . . .
N003 N 0.19723(14) 0.2229(3) 0.68085(12) 0.0393(5) Uani 1 1 d . . . . .
H003 H 0.151210 0.187295 0.701375 0.047 Uiso 1 1 calc R U . . .
C004 C 0.33621(17) 0.3188(3) 0.67151(14) 0.0382(5) Uani 1 1 d . . . . .
C005 C 0.19949(18) 0.2416(3) 0.59961(15) 0.0402(6) Uani 1 1 d . . . . .
C006 C 0.28592(17) 0.3032(3) 0.59036(14) 0.0386(6) Uani 1 1 d . . . . .
C007 C 0.59322(17) 0.3421(4) 0.70091(15) 0.0436(6) Uani 1 1 d . . . . .
C008 C 0.43088(16) 0.3791(3) 0.69629(13) 0.0376(5) Uani 1 1 d . . . . .
C009 C 0.29249(18) 0.2599(3) 0.81409(15) 0.0393(6) Uani 1 1 d . . . . .
C00A C 0.27952(17) 0.2696(3) 0.72512(15) 0.0386(5) Uani 1 1 d . . . . .
C00B C 0.50455(18) 0.2761(4) 0.67662(15) 0.0412(6) Uani 1 1 d . . . . .
C00C C 0.52919(17) 0.5903(4) 0.76148(14) 0.0419(6) Uani 1 1 d . . . . .
C00D C 0.30376(18) 0.3448(4) 0.51130(15) 0.0447(6) Uani 1 1 d . . . . .
C00E C 0.22371(19) 0.3126(4) 0.85547(15) 0.0447(6) Uani 1 1 d . . . . .
H00E H 0.169488 0.353581 0.826015 0.054 Uiso 1 1 calc R U . . .
C00F C 0.13090(19) 0.2087(4) 0.53316(17) 0.0484(7) Uani 1 1 d . . . . .
H00F H 0.074558 0.165868 0.540605 0.058 Uiso 1 1 calc R U . . .
C00G C 0.37348(19) 0.1970(4) 0.85985(17) 0.0488(7) Uani 1 1 d . . . . .
H00G H 0.420498 0.159189 0.833696 0.059 Uiso 1 1 calc R U . . .
C00H C 0.6671(2) 0.2431(5) 0.68017(18) 0.0560(7) Uani 1 1 d . . . . .
H00H H 0.725604 0.285989 0.695890 0.067 Uiso 1 1 calc R U . . .
C00I C 0.4926(2) 0.1092(4) 0.63305(16) 0.0495(7) Uani 1 1 d . . . . .
H00I H 0.434807 0.062883 0.617179 0.059 Uiso 1 1 calc R U . . .
C00J C 0.60398(17) 0.5066(4) 0.74414(15) 0.0482(6) Uani 1 1 d . . . . .
H00J H 0.660921 0.556559 0.760375 0.058 Uiso 1 1 calc R U . . .
C00K C 0.2344(2) 0.3114(4) 0.44643(16) 0.0529(7) Uani 1 1 d . . . . .
H00K H 0.244551 0.336204 0.393783 0.063 Uiso 1 1 calc R U . . .
C00L C 0.1505(2) 0.2424(4) 0.45694(17) 0.0533(7) Uani 1 1 d . . . . .
H00L H 0.107288 0.218901 0.411431 0.064 Uiso 1 1 calc R U . . .
C00M C 0.2340(2) 0.3055(4) 0.93971(16) 0.0521(7) Uani 1 1 d . . . . .
H00M H 0.187027 0.341390 0.966344 0.062 Uiso 1 1 calc R U . . .
C00N C 0.3903(2) 0.4285(5) 0.49768(16) 0.0552(7) Uani 1 1 d . . . . .
H00A H 0.403316 0.531941 0.532733 0.083 Uiso 1 1 calc R U . . .
H00B H 0.385341 0.466201 0.441835 0.083 Uiso 1 1 calc R U . . .
H00C H 0.438152 0.341416 0.509701 0.083 Uiso 1 1 calc R U . . .
C00O C 0.3142(3) 0.2449(5) 0.98410(18) 0.0612(9) Uani 1 1 d . . . . .
H00O H 0.321626 0.240358 1.040719 0.073 Uiso 1 1 calc R U . . .
C00P C 0.3830(2) 0.1915(4) 0.94421(17) 0.0574(8) Uani 1 1 d . . . . .
H00P H 0.436918 0.150953 0.974297 0.069 Uiso 1 1 calc R U . . .
C00Q C 0.6529(2) 0.0855(5) 0.63734(18) 0.0605(8) Uani 1 1 d . . . . .
H00Q H 0.701756 0.022546 0.623105 0.073 Uiso 1 1 calc R U . . .
C00R C 0.5652(2) 0.0170(4) 0.61446(18) 0.0586(8) Uani 1 1 d . . . . .
H00R H 0.556655 -0.092364 0.586349 0.070 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
Cl01 C00C 1.751(3) . ?
N002 C008 1.332(3) . ?
N002 C00C 1.348(3) . ?
N003 H003 0.8600 . ?
N003 C005 1.363(3) . ?
N003 C00A 1.376(3) . ?
C004 C006 1.440(3) . ?
C004 C008 1.483(3) . ?
C004 C00A 1.377(4) . ?
C005 C006 1.407(4) . ?
C005 C00F 1.404(3) . ?
C006 C00D 1.416(3) . ?
C007 C00B 1.414(4) . ?
C007 C00H 1.417(4) . ?
C007 C00J 1.406(4) . ?
C008 C00B 1.423(4) . ?
C009 C00A 1.461(3) . ?
C009 C00E 1.386(4) . ?
C009 C00G 1.405(4) . ?
C00B C00I 1.424(4) . ?
C00C C00J 1.353(4) . ?
C00D C00K 1.394(4) . ?
C00D C00N 1.490(4) . ?
C00E H00E 0.9300 . ?
C00E C00M 1.384(3) . ?
C00F H00F 0.9300 . ?
C00F C00L 1.369(4) . ?
C00G H00G 0.9300 . ?
C00G C00P 1.387(4) . ?
C00H H00H 0.9300 . ?
C00H C00Q 1.361(5) . ?
C00I H00I 0.9300 . ?
C00I C00R 1.363(4) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00L 1.396(5) . ?
C00L H00L 0.9300 . ?
C00M H00M 0.9300 . ?
C00M C00O 1.381(5) . ?
C00N H00A 0.9600 . ?
C00N H00B 0.9600 . ?
C00N H00C 0.9600 . ?
C00O H00O 0.9300 . ?
C00O C00P 1.372(5) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.404(5) . ?
C00R H00R 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
C008 N002 C00C 117.7(2) . . ?
C005 N003 H003 125.1 . . ?
C005 N003 C00A 109.9(2) . . ?
C00A N003 H003 125.1 . . ?
C006 C004 C008 128.2(2) . . ?
C00A C004 C006 107.4(2) . . ?
C00A C004 C008 124.4(2) . . ?
N003 C005 C006 108.2(2) . . ?
N003 C005 C00F 129.0(3) . . ?
C00F C005 C006 122.8(3) . . ?
C005 C006 C004 106.1(2) . . ?
C005 C006 C00D 119.2(2) . . ?
C00D C006 C004 134.6(2) . . ?
C00B C007 C00H 119.5(3) . . ?
C00J C007 C00B 117.9(2) . . ?
C00J C007 C00H 122.6(3) . . ?
N002 C008 C004 116.8(2) . . ?
N002 C008 C00B 121.7(2) . . ?
C00B C008 C004 121.5(2) . . ?
C00E C009 C00A 120.0(2) . . ?
C00E C009 C00G 118.3(2) . . ?
C00G C009 C00A 121.7(3) . . ?
N003 C00A C004 108.4(2) . . ?
N003 C00A C009 119.3(2) . . ?
C004 C00A C009 132.3(2) . . ?
C007 C00B C008 118.9(2) . . ?
C007 C00B C00I 118.6(3) . . ?
C008 C00B C00I 122.6(2) . . ?
N002 C00C Cl01 114.62(19) . . ?
N002 C00C C00J 125.7(2) . . ?
C00J C00C Cl01 119.7(2) . . ?
C006 C00D C00N 122.1(2) . . ?
C00K C00D C006 116.7(3) . . ?
C00K C00D C00N 121.1(2) . . ?
C009 C00E H00E 119.3 . . ?
C00M C00E C009 121.4(3) . . ?
C00M C00E H00E 119.3 . . ?
C005 C00F H00F 121.4 . . ?
C00L C00F C005 117.1(3) . . ?
C00L C00F H00F 121.4 . . ?
C009 C00G H00G 120.2 . . ?
C00P C00G C009 119.7(3) . . ?
C00P C00G H00G 120.2 . . ?
C007 C00H H00H 119.9 . . ?
C00Q C00H C007 120.3(3) . . ?
C00Q C00H H00H 119.9 . . ?
C00B C00I H00I 119.8 . . ?
C00R C00I C00B 120.4(3) . . ?
C00R C00I H00I 119.8 . . ?
C007 C00J H00J 120.9 . . ?
C00C C00J C007 118.1(2) . . ?
C00C C00J H00J 120.9 . . ?
C00D C00K H00K 118.5 . . ?
C00D C00K C00L 122.9(3) . . ?
C00L C00K H00K 118.5 . . ?
C00F C00L C00K 121.1(3) . . ?
C00F C00L H00L 119.5 . . ?
C00K C00L H00L 119.5 . . ?
C00E C00M H00M 120.1 . . ?
C00O C00M C00E 119.8(3) . . ?
C00O C00M H00M 120.1 . . ?
C00D C00N H00A 109.5 . . ?
C00D C00N H00B 109.5 . . ?
C00D C00N H00C 109.5 . . ?
H00A C00N H00B 109.5 . . ?
H00A C00N H00C 109.5 . . ?
H00B C00N H00C 109.5 . . ?
C00M C00O H00O 120.2 . . ?
C00P C00O C00M 119.6(3) . . ?
C00P C00O H00O 120.2 . . ?
C00G C00P H00P 119.4 . . ?
C00O C00P C00G 121.2(3) . . ?
C00O C00P H00P 119.4 . . ?
C00H C00Q H00Q 119.7 . . ?
C00H C00Q C00R 120.6(3) . . ?
C00R C00Q H00Q 119.7 . . ?
C00I C00R C00Q 120.6(3) . . ?
C00I C00R H00R 119.7 . . ?
C00Q C00R H00R 119.7 . . ?

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
Cl01 C00C C00J C007 179.91(19) . . . . ?
N002 C008 C00B C007 -2.5(4) . . . . ?
N002 C008 C00B C00I 177.8(2) . . . . ?
N002 C00C C00J C007 -1.5(4) . . . . ?
N003 C005 C006 C004 0.6(3) . . . . ?
N003 C005 C006 C00D -175.9(2) . . . . ?
N003 C005 C00F C00L 178.6(3) . . . . ?
C004 C006 C00D C00K -178.8(3) . . . . ?
C004 C006 C00D C00N -1.7(5) . . . . ?
C004 C008 C00B C007 179.1(2) . . . . ?
C004 C008 C00B C00I -0.7(4) . . . . ?
C005 N003 C00A C004 -0.2(3) . . . . ?
C005 N003 C00A C009 179.9(2) . . . . ?
C005 C006 C00D C00K -3.5(4) . . . . ?
C005 C006 C00D C00N 173.5(2) . . . . ?
C005 C00F C00L C00K -1.8(4) . . . . ?
C006 C004 C008 N002 115.3(3) . . . . ?
C006 C004 C008 C00B -66.1(3) . . . . ?
C006 C004 C00A N003 0.6(3) . . . . ?
C006 C004 C00A C009 -179.6(3) . . . . ?
C006 C005 C00F C00L -1.2(4) . . . . ?
C006 C00D C00K C00L 0.7(4) . . . . ?
C007 C00B C00I C00R -0.8(4) . . . . ?
C007 C00H C00Q C00R -1.2(5) . . . . ?
C008 N002 C00C Cl01 178.25(17) . . . . ?
C008 N002 C00C C00J -0.4(4) . . . . ?
C008 C004 C006 C005 -179.7(2) . . . . ?
C008 C004 C006 C00D -4.0(5) . . . . ?
C008 C004 C00A N003 179.6(2) . . . . ?
C008 C004 C00A C009 -0.6(4) . . . . ?
C008 C00B C00I C00R 178.9(3) . . . . ?
C009 C00E C00M C00O 0.0(4) . . . . ?
C009 C00G C00P C00O 0.6(4) . . . . ?
C00A N003 C005 C006 -0.3(3) . . . . ?
C00A N003 C005 C00F 179.9(3) . . . . ?
C00A C004 C006 C005 -0.7(3) . . . . ?
C00A C004 C006 C00D 175.0(3) . . . . ?
C00A C004 C008 N002 -63.4(3) . . . . ?
C00A C004 C008 C00B 115.1(3) . . . . ?
C00A C009 C00E C00M -179.8(2) . . . . ?
C00A C009 C00G C00P 179.5(3) . . . . ?
C00B C007 C00H C00Q -0.1(4) . . . . ?
C00B C007 C00J C00C 1.3(4) . . . . ?
C00B C00I C00R C00Q -0.5(5) . . . . ?
C00C N002 C008 C004 -179.1(2) . . . . ?
C00C N002 C008 C00B 2.4(3) . . . . ?
C00D C00K C00L C00F 2.1(5) . . . . ?
C00E C009 C00A N003 -39.0(4) . . . . ?
C00E C009 C00A C004 141.2(3) . . . . ?
C00E C009 C00G C00P -0.9(4) . . . . ?
C00E C00M C00O C00P -0.3(5) . . . . ?
C00F C005 C006 C004 -179.6(2) . . . . ?
C00F C005 C006 C00D 3.9(4) . . . . ?
C00G C009 C00A N003 140.7(3) . . . . ?
C00G C009 C00A C004 -39.2(4) . . . . ?
C00G C009 C00E C00M 0.5(4) . . . . ?
C00H C007 C00B C008 -178.6(2) . . . . ?
C00H C007 C00B C00I 1.1(4) . . . . ?
C00H C007 C00J C00C -179.6(2) . . . . ?
C00H C00Q C00R C00I 1.5(5) . . . . ?
C00J C007 C00B C008 0.5(4) . . . . ?
C00J C007 C00B C00I -179.8(2) . . . . ?
C00J C007 C00H C00Q -179.2(3) . . . . ?
C00M C00O C00P C00G -0.1(5) . . . . ?
C00N C00D C00K C00L -176.4(3) . . . . ?

_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 1.901
_oxdiff_exptl_absorpt_empirical_full_min 0.669
####################################################################### 
# 
# 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_exp_18506_auto
_database_code_depnum_ccdc_archive 'CCDC 2254507'
loop_
_audit_author_name
_audit_author_address
'cheng xiu'
;Xiamen University 
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-04-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H14 Cl2 N2'
_chemical_formula_sum            'C23 H14 Cl2 N2'
_chemical_formula_weight         389.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONCl
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'
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      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                   9.3919(5)
_cell_length_b                   10.1672(5)
_cell_length_c                   10.7498(5)
_cell_angle_alpha                84.887(4)
_cell_angle_beta                 64.323(5)
_cell_angle_gamma                82.321(4)
_cell_volume                     916.27(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3819
_cell_measurement_temperature    233.01(10)
_cell_measurement_theta_max      76.2750
_cell_measurement_theta_min      4.3750
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.253
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90445
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.1
_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  0.0218
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6326
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.068
_diffrn_reflns_theta_min         4.391
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      233.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  25.00   1.00    1.00    --  -40.50  57.00 120.00   91
  2  ω   -110.00 -18.00   1.00    1.00    --  -40.50 -37.00-180.00   92
  3  ω    -63.00  32.00   1.00    1.00    --  -40.50  37.00   0.00   95
  4  ω     21.00  48.00   1.00    1.00    --   43.04 -99.00  90.00   27
  5  ω     57.00  93.00   1.00    1.00    --   43.04-125.00   0.00   36
  6  ω     43.00  74.00   1.00    1.00    --   43.04-125.00-150.00   31
  7  ω     30.00 104.00   1.00    2.11    --  111.00 -94.00  90.00   74
  8  ω     55.00 133.00   1.00    2.11    --  111.00 -45.00 -90.00   78
  9  ω    104.00 138.00   1.00    2.11    --  111.00  77.00 120.00   34
 10  ω     58.00 134.00   1.00    2.11    --  111.00 -45.00  30.00   76
 11  ω     92.00 135.00   1.00    2.11    --  111.00 -45.00-180.00   43
 12  ω     46.00 107.00   1.00    2.11    --  111.00 -94.00 -90.00   61
 13  ω     42.00  77.00   1.00    2.11    --  111.00 -45.00-180.00   35
 14  ω     65.00 105.00   1.00    2.11    --  111.00 -94.00   0.00   40
 15  ω    105.00 173.00   1.00    2.11    --  111.00  77.00 -30.00   68
 16  ω     74.00 131.00   1.00    2.11    --  111.00  15.00  90.00   57
 17  ω     68.00  94.00   1.00    2.11    --  111.00-125.00-150.00   26
 18  ω     92.00 163.00   1.00    2.11    --  111.00  45.00 -90.00   71
 19  ω     66.00 112.00   1.00    2.11    --  111.00-125.00-120.00   46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0439287000
_diffrn_orient_matrix_UB_12      0.1113076000
_diffrn_orient_matrix_UB_13      -0.0882212000
_diffrn_orient_matrix_UB_21      -0.1407736000
_diffrn_orient_matrix_UB_22      -0.0722848000
_diffrn_orient_matrix_UB_23      0.0144795000
_diffrn_orient_matrix_UB_31      -0.1084132000
_diffrn_orient_matrix_UB_32      0.0760955000
_diffrn_orient_matrix_UB_33      0.1316186000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3120
_reflns_number_total             3678
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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         0.257
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0017(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         3678
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.045
_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)+(0.0447P)²+0.1296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0893
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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 0.06206(5) 0.97798(4) 0.27663(4) 0.03419(12) Uani 1 1 d . . . . .
Cl Cl -0.25263(5) 0.41178(4) 0.80657(5) 0.04187(14) Uani 1 1 d . . . . .
N N 0.62527(16) 0.81539(15) 0.52201(14) 0.0287(3) Uani 1 1 d . . . . .
N1 N -0.02675(15) 0.78732(13) 0.46345(13) 0.0259(3) Uani 1 1 d . . . . .
C005 C 0.38658(18) 0.77586(16) 0.54234(16) 0.0263(3) Uani 1 1 d . . . . .
C006 C -0.00293(17) 0.69333(15) 0.55429(16) 0.0249(3) Uani 1 1 d . . . . .
C007 C 0.25186(17) 0.76983(16) 0.50832(16) 0.0251(3) Uani 1 1 d . . . . .
C008 C 0.54241(18) 0.78750(16) 0.45053(16) 0.0262(3) Uani 1 1 d . . . . .
C009 C 0.62302(17) 0.77081(17) 0.30047(16) 0.0275(3) Uani 1 1 d . . . . .
C00A C 0.22824(18) 0.85929(16) 0.41397(16) 0.0263(3) Uani 1 1 d . . . . .
C00B C 0.37429(18) 0.79452(16) 0.67796(16) 0.0274(3) Uani 1 1 d . . . . .
C00C C 0.08823(18) 0.86124(16) 0.39656(15) 0.0253(3) Uani 1 1 d . . . . .
C C 0.13577(18) 0.67905(16) 0.57824(16) 0.0259(3) Uani 1 1 d . . . . .
C00E C 0.52586(18) 0.81927(16) 0.66105(16) 0.0282(3) Uani 1 1 d . . . . .
C00F C -0.12271(18) 0.60802(16) 0.62590(17) 0.0284(3) Uani 1 1 d . . . . .
C00G C 0.1532(2) 0.57406(17) 0.66786(18) 0.0318(3) Uani 1 1 d . . . . .
C00H C 0.2492(2) 0.79637(18) 0.81144(17) 0.0326(4) Uani 1 1 d . . . . .
C00I C -0.10169(19) 0.51226(16) 0.71561(17) 0.0303(3) Uani 1 1 d . . . . .
C00J C 0.0375(2) 0.49155(17) 0.73555(19) 0.0346(4) Uani 1 1 d . . . . .
C00K C 0.7399(2) 0.85100(19) 0.21606(18) 0.0347(4) Uani 1 1 d . . . . .
C00L C 0.5570(2) 0.84132(19) 0.77279(18) 0.0344(4) Uani 1 1 d . . . . .
C00M C 0.5865(2) 0.6718(2) 0.24056(19) 0.0370(4) Uani 1 1 d . . . . .
C00N C 0.4322(2) 0.8410(2) 0.90277(19) 0.0402(4) Uani 1 1 d . . . . .
C00O C 0.2796(2) 0.8187(2) 0.92159(18) 0.0389(4) Uani 1 1 d . . . . .
C00P C 0.8178(2) 0.8334(2) 0.0747(2) 0.0442(5) Uani 1 1 d . . . . .
C00Q C 0.6653(3) 0.6548(2) 0.0990(2) 0.0486(5) Uani 1 1 d . . . . .
C00R C 0.7804(2) 0.7361(3) 0.0162(2) 0.0487(5) Uani 1 1 d . . . . .
H00A H 0.301(2) 0.920(2) 0.363(2) 0.034(5) Uiso 1 1 d . . . . .
H00L H 0.657(2) 0.853(2) 0.760(2) 0.035(5) Uiso 1 1 d . . . . .
H00M H 0.508(2) 0.613(2) 0.300(2) 0.039(5) Uiso 1 1 d . . . . .
H00F H -0.215(2) 0.615(2) 0.612(2) 0.037(5) Uiso 1 1 d . . . . .
H00N H 0.451(3) 0.855(2) 0.978(2) 0.044(6) Uiso 1 1 d . . . . .
H00H H 0.145(2) 0.779(2) 0.826(2) 0.036(5) Uiso 1 1 d . . . . .
H H 0.725(3) 0.816(2) 0.487(2) 0.040(6) Uiso 1 1 d . . . . .
H00K H 0.760(2) 0.918(2) 0.255(2) 0.036(5) Uiso 1 1 d . . . . .
H00O H 0.199(3) 0.820(2) 1.011(2) 0.047(6) Uiso 1 1 d . . . . .
H00J H 0.046(3) 0.422(2) 0.796(2) 0.047(6) Uiso 1 1 d . . . . .
H00G H 0.247(3) 0.562(2) 0.680(2) 0.046(6) Uiso 1 1 d . . . . .
H00Q H 0.640(3) 0.590(3) 0.065(3) 0.059(7) Uiso 1 1 d . . . . .
H00P H 0.897(3) 0.891(3) 0.017(3) 0.062(7) Uiso 1 1 d . . . . .
H00R H 0.834(3) 0.723(3) -0.081(3) 0.057(7) Uiso 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
Cl1 C00C 1.7479(16) . ?
Cl C00I 1.7370(16) . ?
N C008 1.376(2) . ?
N C00E 1.378(2) . ?
N H 0.85(2) . ?
N1 C006 1.372(2) . ?
N1 C00C 1.302(2) . ?
C005 C007 1.471(2) . ?
C005 C008 1.380(2) . ?
C005 C00B 1.440(2) . ?
C006 C 1.420(2) . ?
C006 C00F 1.415(2) . ?
C007 C00A 1.372(2) . ?
C007 C 1.429(2) . ?
C008 C009 1.470(2) . ?
C009 C00K 1.392(2) . ?
C009 C00M 1.395(2) . ?
C00A C00C 1.404(2) . ?
C00A H00A 0.94(2) . ?
C00B C00E 1.409(2) . ?
C00B C00H 1.406(2) . ?
C C00G 1.415(2) . ?
C00E C00L 1.396(2) . ?
C00F C00I 1.365(2) . ?
C00F H00F 0.94(2) . ?
C00G C00J 1.365(2) . ?
C00G H00G 0.93(2) . ?
C00H C00O 1.376(3) . ?
C00H H00H 0.96(2) . ?
C00I C00J 1.400(2) . ?
C00J H00J 0.93(2) . ?
C00K C00P 1.388(3) . ?
C00K H00K 0.91(2) . ?
C00L C00N 1.381(3) . ?
C00L H00L 0.91(2) . ?
C00M C00Q 1.389(3) . ?
C00M H00M 0.98(2) . ?
C00N C00O 1.404(3) . ?
C00N H00N 0.92(2) . ?
C00O H00O 0.93(2) . ?
C00P C00R 1.375(3) . ?
C00P H00P 0.96(3) . ?
C00Q C00R 1.385(3) . ?
C00Q H00Q 0.88(3) . ?
C00R H00R 0.95(2) . ?

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
C008 N C00E 109.59(13) . . ?
C008 N H 124.0(14) . . ?
C00E N H 125.6(14) . . ?
C00C N1 C006 115.90(13) . . ?
C008 C005 C007 126.92(14) . . ?
C008 C005 C00B 106.91(13) . . ?
C00B C005 C007 125.34(14) . . ?
N1 C006 C 122.68(14) . . ?
N1 C006 C00F 117.76(14) . . ?
C00F C006 C 119.55(15) . . ?
C00A C007 C005 120.07(14) . . ?
C00A C007 C 117.80(14) . . ?
C C007 C005 121.97(14) . . ?
N C008 C005 109.05(14) . . ?
N C008 C009 120.68(13) . . ?
C005 C008 C009 130.24(14) . . ?
C00K C009 C008 120.74(15) . . ?
C00K C009 C00M 118.80(16) . . ?
C00M C009 C008 120.44(15) . . ?
C007 C00A C00C 118.48(14) . . ?
C007 C00A H00A 122.1(13) . . ?
C00C C00A H00A 119.4(13) . . ?
C00E C00B C005 106.86(13) . . ?
C00H C00B C005 134.30(15) . . ?
C00H C00B C00E 118.80(15) . . ?
N1 C00C Cl1 116.38(11) . . ?
N1 C00C C00A 126.66(15) . . ?
C00A C00C Cl1 116.93(12) . . ?
C006 C C007 118.25(14) . . ?
C00G C C006 118.31(14) . . ?
C00G C C007 123.43(14) . . ?
N C00E C00B 107.58(14) . . ?
N C00E C00L 130.23(15) . . ?
C00L C00E C00B 122.19(15) . . ?
C006 C00F H00F 121.5(13) . . ?
C00I C00F C006 119.22(15) . . ?
C00I C00F H00F 119.3(13) . . ?
C C00G H00G 118.2(15) . . ?
C00J C00G C 121.59(16) . . ?
C00J C00G H00G 120.2(14) . . ?
C00B C00H H00H 120.7(12) . . ?
C00O C00H C00B 119.01(16) . . ?
C00O C00H H00H 120.2(12) . . ?
C00F C00I Cl 118.57(13) . . ?
C00F C00I C00J 122.33(15) . . ?
C00J C00I Cl 119.10(13) . . ?
C00G C00J C00I 118.86(16) . . ?
C00G C00J H00J 123.0(14) . . ?
C00I C00J H00J 118.1(14) . . ?
C009 C00K H00K 118.7(13) . . ?
C00P C00K C009 120.59(18) . . ?
C00P C00K H00K 120.6(13) . . ?
C00E C00L H00L 121.0(13) . . ?
C00N C00L C00E 117.62(16) . . ?
C00N C00L H00L 121.3(13) . . ?
C009 C00M H00M 119.1(12) . . ?
C00Q C00M C009 120.16(18) . . ?
C00Q C00M H00M 120.8(12) . . ?
C00L C00N C00O 121.07(17) . . ?
C00L C00N H00N 118.7(14) . . ?
C00O C00N H00N 120.2(14) . . ?
C00H C00O C00N 121.27(16) . . ?
C00H C00O H00O 120.7(15) . . ?
C00N C00O H00O 118.0(14) . . ?
C00K C00P H00P 119.8(15) . . ?
C00R C00P C00K 120.29(19) . . ?
C00R C00P H00P 119.9(15) . . ?
C00M C00Q H00Q 117.3(17) . . ?
C00R C00Q C00M 120.4(2) . . ?
C00R C00Q H00Q 122.3(17) . . ?
C00P C00R C00Q 119.79(18) . . ?
C00P C00R H00R 120.5(16) . . ?
C00Q C00R H00R 119.7(16) . . ?

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
Cl C00I C00J C00G -177.50(14) . . . . ?
N C008 C009 C00K -38.6(2) . . . . ?
N C008 C009 C00M 139.74(17) . . . . ?
N C00E C00L C00N 179.34(17) . . . . ?
N1 C006 C C007 2.4(2) . . . . ?
N1 C006 C C00G -176.36(15) . . . . ?
N1 C006 C00F C00I 179.12(14) . . . . ?
C005 C007 C00A C00C -172.27(14) . . . . ?
C005 C007 C C006 170.51(14) . . . . ?
C005 C007 C C00G -10.8(2) . . . . ?
C005 C008 C009 C00K 143.68(18) . . . . ?
C005 C008 C009 C00M -38.0(3) . . . . ?
C005 C00B C00E N -0.18(18) . . . . ?
C005 C00B C00E C00L -179.64(16) . . . . ?
C005 C00B C00H C00O -179.40(18) . . . . ?
C006 N1 C00C Cl1 178.11(11) . . . . ?
C006 N1 C00C C00A -3.9(2) . . . . ?
C006 C C00G C00J -3.1(3) . . . . ?
C006 C00F C00I Cl 178.04(12) . . . . ?
C006 C00F C00I C00J -2.6(3) . . . . ?
C007 C005 C008 N 168.50(15) . . . . ?
C007 C005 C008 C009 -13.6(3) . . . . ?
C007 C005 C00B C00E -169.15(15) . . . . ?
C007 C005 C00B C00H 8.7(3) . . . . ?
C007 C00A C00C Cl1 179.34(12) . . . . ?
C007 C00A C00C N1 1.4(2) . . . . ?
C007 C C00G C00J 178.25(16) . . . . ?
C008 N C00E C00B -0.71(19) . . . . ?
C008 N C00E C00L 178.70(18) . . . . ?
C008 C005 C007 C00A -47.2(2) . . . . ?
C008 C005 C007 C 137.50(17) . . . . ?
C008 C005 C00B C00E 0.98(18) . . . . ?
C008 C005 C00B C00H 178.86(19) . . . . ?
C008 C009 C00K C00P 178.85(16) . . . . ?
C008 C009 C00M C00Q -178.76(17) . . . . ?
C009 C00K C00P C00R -0.1(3) . . . . ?
C009 C00M C00Q C00R -0.1(3) . . . . ?
C00A C007 C C006 -4.9(2) . . . . ?
C00A C007 C C00G 173.81(15) . . . . ?
C00B C005 C007 C00A 120.91(18) . . . . ?
C00B C005 C007 C -54.3(2) . . . . ?
C00B C005 C008 N -1.42(18) . . . . ?
C00B C005 C008 C009 176.51(16) . . . . ?
C00B C00E C00L C00N -1.3(3) . . . . ?
C00B C00H C00O C00N 0.7(3) . . . . ?
C00C N1 C006 C 1.9(2) . . . . ?
C00C N1 C006 C00F -178.02(14) . . . . ?
C C006 C00F C00I -0.8(2) . . . . ?
C C007 C00A C00C 3.2(2) . . . . ?
C C00G C00J C00I -0.2(3) . . . . ?
C00E N C008 C005 1.35(19) . . . . ?
C00E N C008 C009 -176.82(14) . . . . ?
C00E C00B C00H C00O -1.7(3) . . . . ?
C00E C00L C00N C00O 0.2(3) . . . . ?
C00F C006 C C007 -177.69(14) . . . . ?
C00F C006 C C00G 3.6(2) . . . . ?
C00F C00I C00J C00G 3.2(3) . . . . ?
C00H C00B C00E N -178.44(15) . . . . ?
C00H C00B C00E C00L 2.1(3) . . . . ?
C00K C009 C00M C00Q -0.4(3) . . . . ?
C00K C00P C00R C00Q -0.4(3) . . . . ?
C00L C00N C00O C00H 0.1(3) . . . . ?
C00M C009 C00K C00P 0.5(3) . . . . ?
C00M C00Q C00R C00P 0.5(3) . . . . ?

_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 1.209
_oxdiff_exptl_absorpt_empirical_full_min 0.869
####################################################################### 
# 
# 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_exp_19124_auto
_database_code_depnum_ccdc_archive 'CCDC 2270451'
loop_
_audit_author_name
_audit_author_address
'cheng xiu'
;Xiamen University 
China
;
_audit_update_record             
;
2023-06-16 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_audit_creation_date             2023-06-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H12 Cl F3 N2)'
_chemical_formula_sum            'C40 H24 Cl2 F6 N4'
_chemical_formula_weight         745.53
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'C H  N Cl F'
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'

_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      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   31.8395(3)
_cell_length_b                   31.8395(3)
_cell_length_c                   8.58300(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7535.33(17)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    31048
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.4260
_cell_measurement_theta_min      4.7600
_shelx_estimated_absorpt_T_max   0.452
_shelx_estimated_absorpt_T_min   0.254
_exptl_absorpt_coefficient_mu    2.361
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3420
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            46317
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.470
_diffrn_reflns_theta_min         2.776
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -72.00   1.00    1.00    --  -40.50-161.00 130.00   30
  2  ω    -86.00  -6.00   1.00    1.00    --  -40.50 125.00 -90.00   80
  3  ω   -117.00  -9.00   1.00    1.00    --  -40.50 -19.00   0.00  108
  4  ω    -55.00  32.00   1.00    1.00    --  -40.50  37.00-180.00   87
  5  ω     55.00  92.00   1.00    1.00    --   42.79-125.00-180.00   37
  6  ω     57.00 112.00   1.00    1.00    --  111.00-125.00   0.00   55
  7  ω    100.00 176.00   1.00    1.00    --  111.00  45.00-150.00   76
  8  ω    110.00 141.00   1.00    1.00    --  111.00  77.00 -60.00   31
  9  ω     78.00 107.00   1.00    1.00    --  111.00 -94.00  90.00   29
 10  ω     82.00 107.00   1.00    1.00    --  111.00 -94.00-120.00   25
 11  ω     59.00  93.00   1.00    1.00    --  111.00 -61.00   0.00   34
 12  ω     94.00 136.00   1.00    1.00    --  111.00 -61.00   0.00   42
 13  ω     83.00 178.00   1.00    1.00    --  111.00  61.00  90.00   95
 14  ω    104.00 178.00   1.00    1.00    --  111.00  77.00 150.00   74
 15  ω    130.00 157.00   1.00    1.00    --  111.00  77.00  30.00   27
 16  ω     31.00  67.00   1.00    1.00    --  111.00 -94.00-120.00   36
 17  ω     86.00 112.00   1.00    1.00    --  111.00-125.00-180.00   26
 18  ω     40.00 110.00   1.00    1.00    --  111.00 -45.00  90.00   70
 19  ω    122.00 167.00   1.00    1.00    --  111.00 125.00 120.00   45
 20  ω     73.00 107.00   1.00    1.00    --  111.00 -94.00-180.00   34
 21  ω     57.00 103.00   1.00    1.00    --  111.00 -94.00  30.00   46
 22  ω     98.00 165.00   1.00    1.00    --  111.00 125.00  30.00   67
 23  ω     21.00  57.00   1.00    1.00    --   43.04-117.00 -78.00   36
 24  ω    124.00 157.00   1.00    1.00    --  111.00 125.00 -90.00   33
 25  ω     54.00  80.00   1.00    1.00    --  111.00-117.00 -78.00   26
 26  ω     36.00  68.00   1.00    1.00    --  111.00 -30.00 -90.00   32
 27  ω    110.00 135.00   1.00    1.00    --  111.00 -30.00 -90.00   25
 28  ω     81.00 107.00   1.00    1.00    --  111.00 -94.00 120.00   26
 29  ω     98.00 123.00   1.00    1.00    --  111.00-138.00 -17.85   25
 30  ω     64.00  90.00   1.00    1.00    --  111.00-138.00 -17.85   26
 31  ω    -54.00  15.00   1.00    1.00    --  -40.50  37.00 120.00   69
 32  ω     56.00 104.00   1.00    1.00    --   43.04  57.00  60.00   48
 33  ω     16.00  97.00   1.00    1.00    --   43.04  57.00 150.00   81
 34  ω     13.00  42.00   1.00    1.00    --   43.04  79.00  -0.66   29
 35  ω     87.00 113.00   1.00    1.00    --   43.04  57.00 -60.00   26
 36  ω     21.00  92.00   1.00    1.00    --   43.04  37.00-120.00   71
 37  ω     16.00  52.00   1.00    1.00    --   43.04  57.00  60.00   36
 38  ω     16.00  80.00   1.00    1.00    --   43.04  57.00 -60.00   64
 39  ω     10.00  42.00   1.00    1.00    --   43.04  82.00 -62.06   32
 40  ω     11.00  42.00   1.00    1.00    --   43.04  81.00 177.34   31
 41  ω     12.00  41.00   1.00    1.00    --   43.04  79.00  83.38   29
 42  ω     48.00  78.00   1.00    1.00    --   43.04-162.00 131.00   30
 43  ω     12.00  42.00   1.00    1.00    --   43.04  82.00-146.80   30
 44  ω     86.00 112.00   1.00    1.00    --  111.00  48.00 178.05   26
 45  ω     84.00 110.00   1.00    1.00    --  111.00  58.00  43.09   26
 46  ω     82.00 107.00   1.00    1.00    --  111.00  66.00  61.55   25
 47  ω    121.00 147.00   1.00    1.00    --  111.00  64.00 -14.46   26
 48  ω     83.00 108.00   1.00    1.00    --  111.00  64.00 -14.46   25
 49  ω     82.00 108.00   1.00    1.00    --  111.00  66.00  96.11   26
 50  ω     84.00 110.00   1.00    1.00    --  111.00  59.00 -18.14   26
 51  ω    153.00 178.00   1.00    1.00    --  111.00  48.00 -61.42   25
 52  ω     83.00 109.00   1.00    1.00    --  111.00  61.00 -30.00   26
 53  ω     85.00 128.00   1.00    1.00    --  111.00  55.00 141.47   43
 54  ω     83.00 109.00   1.00    1.00    --  111.00  62.00-174.04   26
 55  ω     83.00 128.00   1.00    1.00    --  111.00  61.00 150.00   45
 56  ω     87.00 113.00   1.00    1.00    --  111.00  45.00 -30.00   26
 57  ω     83.00 108.00   1.00    1.00    --  111.00  61.00  30.00   25
 58  ω     83.00 108.00   1.00    1.00    --  111.00  61.00-120.00   25
 59  ω     83.00 159.00   1.00    1.00    --  111.00  61.00   0.00   76
 60  ω     83.00 109.00   1.00    1.00    --  111.00  61.00 -60.00   26
 61  ω     86.00 140.00   1.00    1.00    --  111.00  48.00 -61.42   54
 62  ω     85.00 162.00   1.00    1.00    --  111.00  54.00 -94.92   77
 63  ω     85.00 121.00   1.00    1.00    --  111.00  56.00  58.25   36
 64  ω    150.00 177.00   1.00    1.00    --  111.00  65.00-140.52   27
 65  ω     85.00 158.00   1.00    1.00    --  111.00  55.00  21.75   73
 66  ω     83.00 109.00   1.00    1.00    --  111.00  61.00-150.00   26
 67  ω     83.00 109.00   1.00    1.00    --  111.00  61.00 120.00   26
 68  ω     83.00 109.00   1.00    1.00    --  111.00  65.00-140.52   26
 69  ω     83.00 109.00   1.00    1.00    --  111.00  61.00 -90.00   26
 70  ω     83.00 108.00   1.00    1.00    --  111.00  61.00-180.00   25
 71  ω     83.00 108.00   1.00    1.00    --  111.00  64.00-158.54   25
 72  ω     85.00 111.00   1.00    1.00    --  111.00  53.00  85.64   26
 73  ω     86.00 112.00   1.00    1.00    --  111.00  58.00 112.81   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456402000
_diffrn_orient_matrix_UB_12      0.0029229000
_diffrn_orient_matrix_UB_13      -0.0400281000
_diffrn_orient_matrix_UB_21      0.0311333000
_diffrn_orient_matrix_UB_22      0.0555686000
_diffrn_orient_matrix_UB_23      -0.0132225000
_diffrn_orient_matrix_UB_31      0.0081544000
_diffrn_orient_matrix_UB_32      -0.0048524000
_diffrn_orient_matrix_UB_33      -0.1744880000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_full    0.914
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                6590
_reflns_number_total             6667
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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         0.470
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 3022 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(5)
_refine_ls_extinction_coef       0.00010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         6667
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.057
_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)+(0.0647P)²+13.8711P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1127
_refine_ls_wR_factor_ref         0.1133
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N008(H008), N00A(H00A), C00F(H00F), C00I(H00I), C00Q(H00Q), C00S(H00S),
 C00U(H00U), C00V(H00V), C00Y(H00Y), C00Z(H00Z), C010(H010), C012(H012),
 C013(H013), C015(H015), C016(H016), C017(H017), C018(H018), C019(H019),
 C01A(H01A), C01B(H01B), C01C(H01C), C01E(H01E), C01F(H01F), C01G(H01G)
;
_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 0.54260(3) 0.93126(4) 0.98705(11) 0.0367(2) Uani 1 1 d . . . . .
Cl Cl 0.60224(3) 0.81030(4) 0.48485(11) 0.0387(2) Uani 1 1 d . . . . .
F003 F 0.63267(10) 0.89854(8) -0.0493(4) 0.0455(6) Uani 1 1 d . . . . .
F004 F 0.58261(10) 0.84624(9) -0.2112(3) 0.0454(6) Uani 1 1 d . . . . .
F005 F 0.58383(12) 0.96776(10) 0.3159(3) 0.0535(7) Uani 1 1 d . . . . .
F006 F 0.65154(11) 0.85115(11) -0.1698(4) 0.0541(8) Uani 1 1 d . . . . .
F007 F 0.57884(16) 0.89959(14) 0.3040(4) 0.0746(11) Uani 1 1 d . . . . .
N008 N 0.36559(11) 0.83358(11) 0.9798(4) 0.0269(6) Uani 1 1 d . . . . .
H008 H 0.336494 0.828738 1.001634 0.032 Uiso 1 1 calc R U . . .
N009 N 0.53545(11) 0.73599(11) 0.1042(4) 0.0276(6) Uani 1 1 d . . . . .
N00A N 0.46850(12) 0.64215(12) 0.4941(4) 0.0309(7) Uani 1 1 d . . . . .
H00A H 0.454584 0.611223 0.518789 0.037 Uiso 1 1 calc R U . . .
N N 0.46589(11) 0.87480(11) 0.6010(4) 0.0259(6) Uani 1 1 d . . . . .
C00C C 0.38494(14) 0.89938(14) 0.7891(4) 0.0280(7) Uani 1 1 d . . . . .
C00D C 0.47775(13) 0.88520(13) 0.7529(4) 0.0251(7) Uani 1 1 d . . . . .
C00E C 0.39667(13) 0.86606(13) 0.8733(4) 0.0266(7) Uani 1 1 d . . . . .
C00F C 0.55749(13) 0.76942(13) -0.0057(4) 0.0265(7) Uani 1 1 d . . . . .
H00F H 0.548799 0.760459 -0.111411 0.032 Uiso 1 1 calc R U . . .
C00G C 0.50344(13) 0.66486(13) 0.3851(4) 0.0280(7) Uani 1 1 d . . . . .
F00H F 0.63111(12) 0.9558(3) 0.4554(4) 0.132(3) Uani 1 1 d . . . . .
C00I C 0.50117(14) 0.89053(14) 0.4946(4) 0.0300(8) Uani 1 1 d . . . . .
H00I H 0.492260 0.883024 0.388285 0.036 Uiso 1 1 calc R U . . .
C00J C 0.54680(13) 0.74819(13) 0.2554(5) 0.0268(7) Uani 1 1 d . . . . .
C00K C 0.48774(14) 0.72026(14) 0.4895(4) 0.0298(8) Uani 1 1 d . . . . .
C00L C 0.43296(13) 0.82717(13) 0.9810(4) 0.0276(7) Uani 1 1 d . . . . .
C00M C 0.51640(13) 0.71294(13) 0.3751(5) 0.0280(7) Uani 1 1 d . . . . .
C00N C 0.38676(13) 0.80953(13) 1.0480(4) 0.0271(7) Uani 1 1 d . . . . .
C00O C 0.59272(13) 0.81696(12) 0.0277(5) 0.0275(7) Uani 1 1 d . . . . .
C00P C 0.45834(14) 0.67557(14) 0.5602(5) 0.0305(8) Uani 1 1 d . . . . .
C00Q C 0.32595(16) 0.91762(17) 0.6806(5) 0.0374(9) Uani 1 1 d . . . . .
H00Q H 0.293081 0.908645 0.662254 0.045 Uiso 1 1 calc R U . . .
C00R C 0.52295(14) 0.63781(14) 0.2981(5) 0.0305(8) Uani 1 1 d . . . . .
C00S C 0.45055(15) 0.75384(15) 0.6506(5) 0.0361(8) Uani 1 1 d . . . . .
H00S H 0.447341 0.780702 0.682038 0.043 Uiso 1 1 calc R U . . .
C00T C 0.61495(15) 0.85300(15) -0.1003(5) 0.0359(9) Uani 1 1 d . . . . .
C00U C 0.33679(14) 0.88591(15) 0.7590(5) 0.0323(8) Uani 1 1 d . . . . .
H00U H 0.311382 0.855106 0.791862 0.039 Uiso 1 1 calc R U . . .
C00V C 0.42538(15) 0.66891(15) 0.6803(5) 0.0352(8) Uani 1 1 d . . . . .
H00V H 0.406166 0.638228 0.728576 0.042 Uiso 1 1 calc R U . . .
C00W C 0.58420(13) 0.79470(13) 0.2943(4) 0.0265(7) Uani 1 1 d . . . . .
C00X C 0.43859(12) 0.86290(13) 0.8677(4) 0.0258(7) Uani 1 1 d . . . . .
C00Y C 0.56293(13) 0.92923(14) 0.6857(5) 0.0289(7) Uani 1 1 d . . . . .
H00Y H 0.596051 0.947954 0.715121 0.035 Uiso 1 1 calc R U . . .
C00Z C 0.42225(16) 0.70902(16) 0.7248(5) 0.0378(9) Uani 1 1 d . . . . .
H00Z H 0.400781 0.706193 0.806219 0.045 Uiso 1 1 calc R U . . .
C010 C 0.36254(17) 0.96187(16) 0.6296(5) 0.0380(9) Uani 1 1 d . . . . .
H010 H 0.354929 0.982913 0.573437 0.046 Uiso 1 1 calc R U . . .
C011 C 0.52686(13) 0.91351(13) 0.7946(4) 0.0260(7) Uani 1 1 d . . . . .
C012 C 0.36880(14) 0.77377(14) 1.1619(5) 0.0316(8) Uani 1 1 d . . . . .
H012 H 0.337399 0.762042 1.205007 0.038 Uiso 1 1 calc R U . . .
C013 C 0.42136(14) 0.94437(15) 0.7395(5) 0.0344(8) Uani 1 1 d . . . . .
H013 H 0.454280 0.953960 0.759957 0.041 Uiso 1 1 calc R U . . .
C014 C 0.54984(14) 0.91707(15) 0.5308(5) 0.0324(8) Uani 1 1 d . . . . .
C015 C 0.48255(14) 0.76013(14) 0.5345(5) 0.0333(8) Uani 1 1 d . . . . .
H015 H 0.500967 0.790735 0.485003 0.040 Uiso 1 1 calc R U . . .
C016 C 0.58686(15) 0.63557(17) 0.1546(5) 0.0380(9) Uani 1 1 d . . . . .
H016 H 0.618754 0.651854 0.112770 0.046 Uiso 1 1 calc R U . . .
C017 C 0.46182(14) 0.80790(14) 1.0297(5) 0.0320(8) Uani 1 1 d . . . . .
H017 H 0.492815 0.818739 0.984519 0.038 Uiso 1 1 calc R U . . .
C018 C 0.60728(13) 0.82938(13) 0.1803(5) 0.0276(7) Uani 1 1 d . . . . .
H018 H 0.632575 0.861031 0.206279 0.033 Uiso 1 1 calc R U . . .
C019 C 0.57014(14) 0.66146(15) 0.2391(5) 0.0343(8) Uani 1 1 d . . . . .
H019 H 0.590770 0.695195 0.256850 0.041 Uiso 1 1 calc R U . . .
C01A C 0.39828(16) 0.75582(15) 1.2103(5) 0.0357(9) Uani 1 1 d . . . . .
H01A H 0.387279 0.731650 1.289092 0.043 Uiso 1 1 calc R U . . .
C01B C 0.55747(17) 0.58628(16) 0.1308(5) 0.0388(9) Uani 1 1 d . . . . .
H01B H 0.569291 0.568683 0.074189 0.047 Uiso 1 1 calc R U . . .
C01C C 0.49385(15) 0.58846(15) 0.2714(5) 0.0355(9) Uani 1 1 d . . . . .
H01C H 0.461582 0.572064 0.310127 0.043 Uiso 1 1 calc R U . . .
C01D C 0.58660(17) 0.9347(2) 0.4041(6) 0.0468(11) Uani 1 1 d . . . . .
C01E C 0.51092(16) 0.56276(15) 0.1897(6) 0.0400(9) Uani 1 1 d . . . . .
H01E H 0.490635 0.528878 0.173910 0.048 Uiso 1 1 calc R U . . .
C01F C 0.41030(17) 0.97571(16) 0.6600(6) 0.0398(9) Uani 1 1 d . . . . .
H01F H 0.435558 1.006549 0.626733 0.048 Uiso 1 1 calc R U . . .
C01G C 0.44459(16) 0.77321(16) 1.1434(5) 0.0367(9) Uani 1 1 d . . . . .
H01G H 0.464279 0.760463 1.178360 0.044 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 C011 1.736(4) . ?
Cl C00W 1.723(4) . ?
F003 C00T 1.340(5) . ?
F004 C00T 1.338(5) . ?
F005 C01D 1.334(6) . ?
F006 C00T 1.336(5) . ?
F007 C01D 1.332(7) . ?
N008 H008 0.8800 . ?
N008 C00E 1.364(5) . ?
N008 C00N 1.378(5) . ?
N009 C00F 1.330(5) . ?
N009 C00J 1.351(5) . ?
N00A H00A 0.8800 . ?
N00A C00G 1.354(5) . ?
N00A C00P 1.379(5) . ?
N C00D 1.351(5) . ?
N C00I 1.336(5) . ?
C00C C00E 1.477(5) . ?
C00C C00U 1.394(5) . ?
C00C C013 1.385(6) . ?
C00D C00X 1.464(5) . ?
C00D C011 1.406(5) . ?
C00E C00X 1.389(5) . ?
C00F H00F 0.9500 . ?
C00F C00O 1.391(5) . ?
C00G C00M 1.375(5) . ?
C00G C00R 1.490(5) . ?
F00H C01D 1.305(6) . ?
C00I H00I 0.9500 . ?
C00I C014 1.379(6) . ?
C00J C00M 1.472(5) . ?
C00J C00W 1.400(5) . ?
C00K C00M 1.436(5) . ?
C00K C00P 1.392(5) . ?
C00K C015 1.414(6) . ?
C00L C00N 1.408(5) . ?
C00L C00X 1.438(5) . ?
C00L C017 1.400(5) . ?
C00N C012 1.388(5) . ?
C00O C00T 1.488(5) . ?
C00O C018 1.379(6) . ?
C00P C00V 1.409(6) . ?
C00Q H00Q 0.9500 . ?
C00Q C00U 1.393(6) . ?
C00Q C010 1.376(7) . ?
C00R C019 1.396(6) . ?
C00R C01C 1.387(6) . ?
C00S H00S 0.9500 . ?
C00S C00Z 1.403(6) . ?
C00S C015 1.366(6) . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00V C00Z 1.384(6) . ?
C00W C018 1.380(5) . ?
C00Y H00Y 0.9500 . ?
C00Y C011 1.367(5) . ?
C00Y C014 1.389(6) . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C010 C01F 1.380(6) . ?
C012 H012 0.9500 . ?
C012 C01A 1.385(6) . ?
C013 H013 0.9500 . ?
C013 C01F 1.392(6) . ?
C014 C01D 1.487(6) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C016 C019 1.389(6) . ?
C016 C01B 1.383(7) . ?
C017 H017 0.9500 . ?
C017 C01G 1.367(6) . ?
C018 H018 0.9500 . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01G 1.412(6) . ?
C01B H01B 0.9500 . ?
C01B C01E 1.379(6) . ?
C01C H01C 0.9500 . ?
C01C C01E 1.379(6) . ?
C01E H01E 0.9500 . ?
C01F H01F 0.9500 . ?
C01G H01G 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
C00E N008 H008 125.2 . . ?
C00E N008 C00N 109.6(3) . . ?
C00N N008 H008 125.2 . . ?
C00F N009 C00J 119.5(3) . . ?
C00G N00A H00A 125.7 . . ?
C00G N00A C00P 108.6(3) . . ?
C00P N00A H00A 125.7 . . ?
C00I N C00D 119.2(3) . . ?
C00U C00C C00E 120.2(3) . . ?
C013 C00C C00E 120.8(3) . . ?
C013 C00C C00U 119.0(4) . . ?
N C00D C00X 117.7(3) . . ?
N C00D C011 119.2(3) . . ?
C011 C00D C00X 122.9(3) . . ?
N008 C00E C00C 121.6(3) . . ?
N008 C00E C00X 109.1(3) . . ?
C00X C00E C00C 129.2(3) . . ?
N009 C00F H00F 118.6 . . ?
N009 C00F C00O 122.7(4) . . ?
C00O C00F H00F 118.6 . . ?
N00A C00G C00M 110.3(3) . . ?
N00A C00G C00R 120.4(3) . . ?
C00M C00G C00R 129.3(4) . . ?
N C00I H00I 118.2 . . ?
N C00I C014 123.5(4) . . ?
C014 C00I H00I 118.2 . . ?
N009 C00J C00M 118.2(3) . . ?
N009 C00J C00W 119.8(3) . . ?
C00W C00J C00M 121.8(4) . . ?
C00P C00K C00M 106.8(3) . . ?
C00P C00K C015 118.6(4) . . ?
C015 C00K C00M 134.5(4) . . ?
C00N C00L C00X 106.5(3) . . ?
C017 C00L C00N 119.2(3) . . ?
C017 C00L C00X 134.3(4) . . ?
C00G C00M C00J 127.5(4) . . ?
C00G C00M C00K 106.1(3) . . ?
C00K C00M C00J 125.6(3) . . ?
N008 C00N C00L 108.0(3) . . ?
N008 C00N C012 129.7(3) . . ?
C012 C00N C00L 122.3(3) . . ?
C00F C00O C00T 120.1(4) . . ?
C018 C00O C00F 118.7(3) . . ?
C018 C00O C00T 121.2(3) . . ?
N00A C00P C00K 108.2(3) . . ?
N00A C00P C00V 129.0(4) . . ?
C00K C00P C00V 122.8(4) . . ?
C00U C00Q H00Q 119.8 . . ?
C010 C00Q H00Q 119.8 . . ?
C010 C00Q C00U 120.4(4) . . ?
C019 C00R C00G 121.1(3) . . ?
C01C C00R C00G 120.1(4) . . ?
C01C C00R C019 118.7(4) . . ?
C00Z C00S H00S 118.9 . . ?
C015 C00S H00S 118.9 . . ?
C015 C00S C00Z 122.2(4) . . ?
F003 C00T C00O 111.9(4) . . ?
F004 C00T F003 106.3(3) . . ?
F004 C00T C00O 111.7(3) . . ?
F006 C00T F003 106.8(3) . . ?
F006 C00T F004 107.1(4) . . ?
F006 C00T C00O 112.6(3) . . ?
C00C C00U H00U 120.0 . . ?
C00Q C00U C00C 120.0(4) . . ?
C00Q C00U H00U 120.0 . . ?
C00P C00V H00V 121.5 . . ?
C00Z C00V C00P 117.1(4) . . ?
C00Z C00V H00V 121.5 . . ?
C00J C00W Cl 121.1(3) . . ?
C018 C00W Cl 118.4(3) . . ?
C018 C00W C00J 120.6(4) . . ?
C00E C00X C00D 127.2(3) . . ?
C00E C00X C00L 106.8(3) . . ?
C00L C00X C00D 125.3(3) . . ?
C011 C00Y H00Y 120.9 . . ?
C011 C00Y C014 118.2(3) . . ?
C014 C00Y H00Y 120.9 . . ?
C00S C00Z H00Z 119.7 . . ?
C00V C00Z C00S 120.5(4) . . ?
C00V C00Z H00Z 119.7 . . ?
C00Q C010 H010 120.0 . . ?
C00Q C010 C01F 120.1(4) . . ?
C01F C010 H010 120.0 . . ?
C00D C011 Cl1 119.9(3) . . ?
C00Y C011 Cl1 118.6(3) . . ?
C00Y C011 C00D 121.5(3) . . ?
C00N C012 H012 121.2 . . ?
C01A C012 C00N 117.6(4) . . ?
C01A C012 H012 121.2 . . ?
C00C C013 H013 119.6 . . ?
C00C C013 C01F 120.8(4) . . ?
C01F C013 H013 119.6 . . ?
C00I C014 C00Y 118.3(4) . . ?
C00I C014 C01D 119.9(4) . . ?
C00Y C014 C01D 121.7(4) . . ?
C00K C015 H015 120.6 . . ?
C00S C015 C00K 118.7(4) . . ?
C00S C015 H015 120.6 . . ?
C019 C016 H016 119.7 . . ?
C01B C016 H016 119.7 . . ?
C01B C016 C019 120.6(4) . . ?
C00L C017 H017 120.6 . . ?
C01G C017 C00L 118.7(4) . . ?
C01G C017 H017 120.6 . . ?
C00O C018 C00W 118.4(3) . . ?
C00O C018 H018 120.8 . . ?
C00W C018 H018 120.8 . . ?
C00R C019 H019 120.1 . . ?
C016 C019 C00R 119.8(4) . . ?
C016 C019 H019 120.1 . . ?
C012 C01A H01A 119.8 . . ?
C012 C01A C01G 120.4(4) . . ?
C01G C01A H01A 119.8 . . ?
C016 C01B H01B 120.1 . . ?
C01E C01B C016 119.7(4) . . ?
C01E C01B H01B 120.1 . . ?
C00R C01C H01C 119.4 . . ?
C01E C01C C00R 121.2(4) . . ?
C01E C01C H01C 119.4 . . ?
F005 C01D C014 111.3(4) . . ?
F007 C01D F005 103.8(4) . . ?
F007 C01D C014 111.9(4) . . ?
F00H C01D F005 105.6(5) . . ?
F00H C01D F007 110.3(5) . . ?
F00H C01D C014 113.2(4) . . ?
C01B C01E H01E 120.0 . . ?
C01C C01E C01B 120.0(4) . . ?
C01C C01E H01E 120.0 . . ?
C010 C01F C013 119.8(4) . . ?
C010 C01F H01F 120.1 . . ?
C013 C01F H01F 120.1 . . ?
C017 C01G C01A 121.7(4) . . ?
C017 C01G H01G 119.1 . . ?
C01A C01G H01G 119.1 . . ?

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
Cl C00W C018 C00O -179.8(3) . . . . ?
N008 C00E C00X C00D 169.3(4) . . . . ?
N008 C00E C00X C00L -1.6(4) . . . . ?
N008 C00N C012 C01A -179.7(4) . . . . ?
N009 C00F C00O C00T -178.2(3) . . . . ?
N009 C00F C00O C018 3.5(5) . . . . ?
N009 C00J C00M C00G 51.4(5) . . . . ?
N009 C00J C00M C00K -117.2(4) . . . . ?
N009 C00J C00W Cl -175.8(3) . . . . ?
N009 C00J C00W C018 4.7(5) . . . . ?
N00A C00G C00M C00J -169.1(3) . . . . ?
N00A C00G C00M C00K 1.2(4) . . . . ?
N00A C00G C00R C019 -152.1(4) . . . . ?
N00A C00G C00R C01C 29.3(6) . . . . ?
N00A C00P C00V C00Z -179.9(4) . . . . ?
N C00D C00X C00E -56.4(5) . . . . ?
N C00D C00X C00L 112.9(4) . . . . ?
N C00D C011 Cl1 175.0(3) . . . . ?
N C00D C011 C00Y -2.5(5) . . . . ?
N C00I C014 C00Y -1.7(6) . . . . ?
N C00I C014 C01D -177.6(4) . . . . ?
C00C C00E C00X C00D -13.7(6) . . . . ?
C00C C00E C00X C00L 175.4(4) . . . . ?
C00C C013 C01F C010 -0.2(7) . . . . ?
C00D N C00I C014 0.2(6) . . . . ?
C00E N008 C00N C00L -0.5(4) . . . . ?
C00E N008 C00N C012 179.8(4) . . . . ?
C00E C00C C00U C00Q 179.5(4) . . . . ?
C00E C00C C013 C01F 179.9(4) . . . . ?
C00F N009 C00J C00M 170.1(3) . . . . ?
C00F N009 C00J C00W -5.0(5) . . . . ?
C00F C00O C00T F003 155.8(3) . . . . ?
C00F C00O C00T F004 36.7(5) . . . . ?
C00F C00O C00T F006 -83.8(5) . . . . ?
C00F C00O C018 C00W -3.7(5) . . . . ?
C00G N00A C00P C00K 0.2(4) . . . . ?
C00G N00A C00P C00V -178.6(4) . . . . ?
C00G C00R C019 C016 -178.1(4) . . . . ?
C00G C00R C01C C01E 179.3(4) . . . . ?
C00I N C00D C00X -173.3(3) . . . . ?
C00I N C00D C011 1.9(5) . . . . ?
C00I C014 C01D F005 66.5(6) . . . . ?
C00I C014 C01D F007 -49.2(6) . . . . ?
C00I C014 C01D F00H -174.7(5) . . . . ?
C00J N009 C00F C00O 0.9(5) . . . . ?
C00J C00W C018 C00O -0.3(5) . . . . ?
C00K C00P C00V C00Z 1.4(6) . . . . ?
C00L C00N C012 C01A 0.7(6) . . . . ?
C00L C017 C01G C01A 1.2(7) . . . . ?
C00M C00G C00R C019 26.5(6) . . . . ?
C00M C00G C00R C01C -152.2(4) . . . . ?
C00M C00J C00W Cl 9.3(5) . . . . ?
C00M C00J C00W C018 -170.2(3) . . . . ?
C00M C00K C00P N00A 0.5(4) . . . . ?
C00M C00K C00P C00V 179.4(4) . . . . ?
C00M C00K C015 C00S 179.3(4) . . . . ?
C00N N008 C00E C00C -175.9(3) . . . . ?
C00N N008 C00E C00X 1.3(4) . . . . ?
C00N C00L C00X C00D -169.8(3) . . . . ?
C00N C00L C00X C00E 1.3(4) . . . . ?
C00N C00L C017 C01G -1.4(6) . . . . ?
C00N C012 C01A C01G -0.9(6) . . . . ?
C00P N00A C00G C00M -0.9(4) . . . . ?
C00P N00A C00G C00R 177.9(3) . . . . ?
C00P C00K C00M C00G -1.1(4) . . . . ?
C00P C00K C00M C00J 169.5(4) . . . . ?
C00P C00K C015 C00S 3.0(6) . . . . ?
C00P C00V C00Z C00S 0.8(6) . . . . ?
C00Q C010 C01F C013 1.3(7) . . . . ?
C00R C00G C00M C00J 12.2(7) . . . . ?
C00R C00G C00M C00K -177.4(4) . . . . ?
C00R C01C C01E C01B -1.0(7) . . . . ?
C00T C00O C018 C00W 178.0(3) . . . . ?
C00U C00C C00E N008 -29.3(5) . . . . ?
C00U C00C C00E C00X 154.0(4) . . . . ?
C00U C00C C013 C01F -0.3(6) . . . . ?
C00U C00Q C010 C01F -1.9(7) . . . . ?
C00W C00J C00M C00G -133.7(4) . . . . ?
C00W C00J C00M C00K 57.7(5) . . . . ?
C00X C00D C011 Cl1 -10.1(5) . . . . ?
C00X C00D C011 C00Y 172.5(3) . . . . ?
C00X C00L C00N N008 -0.5(4) . . . . ?
C00X C00L C00N C012 179.2(4) . . . . ?
C00X C00L C017 C01G -179.7(4) . . . . ?
C00Y C014 C01D F005 -109.3(5) . . . . ?
C00Y C014 C01D F007 135.1(4) . . . . ?
C00Y C014 C01D F00H 9.6(7) . . . . ?
C00Z C00S C015 C00K -0.9(7) . . . . ?
C010 C00Q C00U C00C 1.4(6) . . . . ?
C011 C00D C00X C00E 128.6(4) . . . . ?
C011 C00D C00X C00L -62.1(5) . . . . ?
C011 C00Y C014 C00I 1.1(6) . . . . ?
C011 C00Y C014 C01D 176.9(4) . . . . ?
C012 C01A C01G C017 -0.1(7) . . . . ?
C013 C00C C00E N008 150.5(4) . . . . ?
C013 C00C C00E C00X -26.2(6) . . . . ?
C013 C00C C00U C00Q -0.3(6) . . . . ?
C014 C00Y C011 Cl1 -176.5(3) . . . . ?
C014 C00Y C011 C00D 0.9(6) . . . . ?
C015 C00K C00M C00G -177.6(4) . . . . ?
C015 C00K C00M C00J -7.0(7) . . . . ?
C015 C00K C00P N00A 177.7(3) . . . . ?
C015 C00K C00P C00V -3.4(6) . . . . ?
C015 C00S C00Z C00V -1.0(7) . . . . ?
C016 C01B C01E C01C 0.2(7) . . . . ?
C017 C00L C00N N008 -179.2(3) . . . . ?
C017 C00L C00N C012 0.4(6) . . . . ?
C017 C00L C00X C00D 8.6(7) . . . . ?
C017 C00L C00X C00E 179.8(4) . . . . ?
C018 C00O C00T F003 -25.9(5) . . . . ?
C018 C00O C00T F004 -145.0(4) . . . . ?
C018 C00O C00T F006 94.5(5) . . . . ?
C019 C00R C01C C01E 0.6(6) . . . . ?
C019 C016 C01B C01E 0.9(7) . . . . ?
C01B C016 C019 C00R -1.3(6) . . . . ?
C01C C00R C019 C016 0.5(6) . . . . ?

_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 2.139
_oxdiff_exptl_absorpt_empirical_full_min 0.605
