# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_LJX-BIT-TPAM
_database_code_depnum_ccdc_archive 'CCDC 2220930'
loop_
_audit_author_name
_audit_author_address
'Jianxun Liu'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2021-09-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 N3'
_chemical_formula_sum            'C22 H15 N3'
_chemical_formula_weight         321.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHN
_chemical_oxdiff_usercomment     CHN
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.93510(10)
_cell_length_b                   15.7313(2)
_cell_length_c                   16.1037(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.1630(10)
_cell_angle_gamma                90
_cell_volume                     1749.76(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7647
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      75.0310
_cell_measurement_theta_min      2.7420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.573
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14421
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.303
_diffrn_reflns_theta_min         3.936
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -76.00 -51.00   0.50    0.25    --  -47.70 120.00 -72.00   50
  2  ω    -87.00 -62.00   0.50    0.25    --  -47.70-154.00  46.00   50
  3  ω     22.00  67.00   0.50    0.25    --   47.70-120.00-155.00   90
  4  ω     66.00  91.00   0.50    0.25    --   47.70 154.00  85.00   50
  5  ω    -95.00 -69.00   0.50    0.25    --  -99.00 120.00 -72.00   52
  6  ω   -147.00-122.00   0.50    0.25    --  -99.00-120.00-155.00   50
  7  ω   -107.00 -29.00   0.50    0.25    --  -99.00 154.00  85.00  156
  8  ω     92.00 131.00   0.50    0.25    --  103.25-154.00  46.00   78
  9  ω     34.00  86.00   0.50    0.25    --  103.25-154.00  46.00  104
 10  ω     87.00 112.00   0.50    0.25    --  103.25 154.00  85.00   50
 11  ω     91.00 117.00   0.50    0.25    --  103.25 120.00 -72.00   52
 12  ω     31.00  83.00   0.50    0.25    --  103.25-120.00-155.00  104
 13  ω    -22.00  28.00   0.50    0.25    --  -47.70  19.00 -60.00  100
 14  ω    -23.00  22.00   0.50    0.25    --  -47.70  19.00-180.00   90
 15  ω    -22.00  26.00   0.50    0.25    --  -47.70  19.00-150.00   96
 16  ω     73.00 109.00   0.50    0.25    --   47.70-154.00  46.00   72
 17  ω     35.00  64.00   0.50    0.25    --   47.70-154.00  46.00   58
 18  ω   -112.00 -45.00   0.50    0.25    --  -99.00 125.00-180.00  134
 19  ω    -68.00 -34.00   0.50    0.25    --  -99.00  61.00  30.00   68
 20  ω   -125.00 -99.00   0.50    0.25    --  -99.00 -94.00 -30.00   52
 21  ω    108.00 169.00   0.50    0.25    --  103.25  45.00 -90.00  122
 22  ω     35.00  74.00   0.50    0.25    --  103.25 -61.00-150.00   78
 23  ω    109.00 167.00   0.50    0.25    --  103.25  15.00 -90.00  116
 24  ω     92.00 168.00   0.50    0.25    --  103.25  30.00-150.00  152
 25  ω    103.00 129.00   0.50    0.25    --  103.25  45.00-180.00   52
 26  ω     49.00 104.00   0.50    0.25    --  103.25-125.00 -30.00  110
 27  ω     31.00 108.00   0.50    0.25    --  103.25 -77.00-150.00  154
 28  ω     32.00  58.00   0.50    0.25    --  103.25 -61.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0455746000
_diffrn_orient_matrix_UB_12      -0.0396219000
_diffrn_orient_matrix_UB_13      0.0870689000
_diffrn_orient_matrix_UB_21      -0.0486132000
_diffrn_orient_matrix_UB_22      -0.0887879000
_diffrn_orient_matrix_UB_23      -0.0364080000
_diffrn_orient_matrix_UB_31      0.2128374000
_diffrn_orient_matrix_UB_32      -0.0117717000
_diffrn_orient_matrix_UB_33      -0.0178985000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3141
_reflns_number_total             3488
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      1.090
_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)+(0.0457P)²+0.4759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1040
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C007(H007), C009(H009), C00A(H00A), C00B(H00B), C00G(H00G),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P)
;
_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
N001 N 0.71234(16) 0.70507(7) 0.73279(6) 0.0301(2) Uani 1 1 d . . . . .
N002 N 0.79113(17) 0.33480(8) 0.30298(7) 0.0387(3) Uani 1 1 d . . . . .
N003 N 0.7963(2) 0.29471(8) 0.56889(8) 0.0460(3) Uani 1 1 d . . . . .
C004 C 0.71586(16) 0.65177(8) 0.66527(7) 0.0256(3) Uani 1 1 d . . . . .
C005 C 0.70528(17) 0.56285(8) 0.67495(7) 0.0272(3) Uani 1 1 d . . . . .
H005 H 0.691582 0.540311 0.727482 0.033 Uiso 1 1 calc R . . . .
C006 C 0.73280(16) 0.54018(8) 0.52750(7) 0.0259(3) Uani 1 1 d . . . . .
C007 C 0.74836(16) 0.48814(8) 0.45522(7) 0.0273(3) Uani 1 1 d . . . . .
H007 H 0.743875 0.517876 0.405173 0.033 Uiso 1 1 calc R . . . .
C008 C 0.76858(16) 0.40262(8) 0.44777(7) 0.0278(3) Uani 1 1 d . . . . .
C009 C 0.73539(17) 0.62894(8) 0.51784(7) 0.0279(3) Uani 1 1 d . . . . .
H009 H 0.741762 0.651453 0.464758 0.033 Uiso 1 1 calc R . . . .
C00A C 0.71475(17) 0.50901(8) 0.60866(7) 0.0268(3) Uani 1 1 d . . . . .
H00A H 0.709179 0.450640 0.617264 0.032 Uiso 1 1 calc R . . . .
C00B C 0.72884(17) 0.68367(8) 0.58411(7) 0.0279(3) Uani 1 1 d . . . . .
H00B H 0.732993 0.742047 0.575355 0.034 Uiso 1 1 calc R . . . .
C00C C 0.70099(18) 0.79558(8) 0.72281(7) 0.0291(3) Uani 1 1 d . . . . .
C00D C 0.78142(17) 0.36545(8) 0.36710(8) 0.0300(3) Uani 1 1 d . . . . .
C00E C 0.72798(18) 0.67170(8) 0.81655(7) 0.0290(3) Uani 1 1 d . . . . .
C00F C 0.78287(18) 0.34310(8) 0.51544(8) 0.0321(3) Uani 1 1 d . . . . .
C00G C 0.53355(19) 0.83318(9) 0.68596(8) 0.0349(3) Uani 1 1 d . . . . .
H00G H 0.426829 0.799807 0.668531 0.042 Uiso 1 1 calc R . . . .
C00H C 0.5711(2) 0.67761(9) 0.86371(8) 0.0350(3) Uani 1 1 d . . . . .
H00H H 0.457412 0.703915 0.842076 0.042 Uiso 1 1 calc R . . . .
C00I C 0.8581(2) 0.84541(9) 0.74993(9) 0.0382(3) Uani 1 1 d . . . . .
H00I H 0.970194 0.820525 0.775058 0.046 Uiso 1 1 calc R . . . .
C00J C 0.6824(2) 0.97050(9) 0.70173(8) 0.0389(3) Uani 1 1 d . . . . .
H00J H 0.676978 1.029104 0.694284 0.047 Uiso 1 1 calc R . . . .
C00K C 0.5257(2) 0.92058(9) 0.67520(9) 0.0384(3) Uani 1 1 d . . . . .
H00K H 0.413946 0.945642 0.649919 0.046 Uiso 1 1 calc R . . . .
C00L C 0.8983(2) 0.63432(9) 0.84906(8) 0.0371(3) Uani 1 1 d . . . . .
H00L H 1.004191 0.631765 0.817578 0.045 Uiso 1 1 calc R . . . .
C00M C 0.9108(2) 0.60053(10) 0.92902(9) 0.0441(4) Uani 1 1 d . . . . .
H00M H 1.024989 0.574881 0.950996 0.053 Uiso 1 1 calc R . . . .
C00N C 0.5856(2) 0.64381(10) 0.94364(8) 0.0420(3) Uani 1 1 d . . . . .
H00N H 0.480821 0.647421 0.975670 0.050 Uiso 1 1 calc R . . . .
C00O C 0.7542(2) 0.60491(9) 0.97593(8) 0.0430(4) Uani 1 1 d . . . . .
H00O H 0.762278 0.581674 1.029239 0.052 Uiso 1 1 calc R . . . .
C00P C 0.8475(2) 0.93294(9) 0.73941(9) 0.0437(4) Uani 1 1 d . . . . .
H00P H 0.952850 0.966623 0.757985 0.052 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 C004 1.3749(15) . ?
N001 C00C 1.4344(16) . ?
N001 C00E 1.4424(15) . ?
N002 C00D 1.1469(17) . ?
N003 C00F 1.1465(18) . ?
C004 C005 1.4101(17) . ?
C004 C00B 1.4105(16) . ?
C005 H005 0.9300 . ?
C005 C00A 1.3689(17) . ?
C006 C007 1.4350(16) . ?
C006 C009 1.4052(17) . ?
C006 C00A 1.4119(16) . ?
C007 H007 0.9300 . ?
C007 C008 1.3591(18) . ?
C008 C00D 1.4348(17) . ?
C008 C00F 1.4333(18) . ?
C009 H009 0.9300 . ?
C009 C00B 1.3751(17) . ?
C00A H00A 0.9300 . ?
C00B H00B 0.9300 . ?
C00C C00G 1.3879(18) . ?
C00C C00I 1.3807(19) . ?
C00E C00H 1.3847(18) . ?
C00E C00L 1.3798(19) . ?
C00G H00G 0.9300 . ?
C00G C00K 1.3861(19) . ?
C00H H00H 0.9300 . ?
C00H C00N 1.3879(19) . ?
C00I H00I 0.9300 . ?
C00I C00P 1.388(2) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.377(2) . ?
C00J C00P 1.380(2) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.3886(19) . ?
C00M H00M 0.9300 . ?
C00M C00O 1.379(2) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.379(2) . ?
C00O H00O 0.9300 . ?
C00P H00P 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
C004 N001 C00C 121.43(10) . . ?
C004 N001 C00E 120.83(10) . . ?
C00C N001 C00E 117.70(10) . . ?
N001 C004 C005 120.84(10) . . ?
N001 C004 C00B 121.54(11) . . ?
C005 C004 C00B 117.62(11) . . ?
C004 C005 H005 119.3 . . ?
C00A C005 C004 121.40(11) . . ?
C00A C005 H005 119.3 . . ?
C009 C006 C007 118.32(11) . . ?
C009 C006 C00A 116.79(11) . . ?
C00A C006 C007 124.90(11) . . ?
C006 C007 H007 114.6 . . ?
C008 C007 C006 130.71(11) . . ?
C008 C007 H007 114.6 . . ?
C007 C008 C00D 119.91(11) . . ?
C007 C008 C00F 125.46(11) . . ?
C00F C008 C00D 114.61(11) . . ?
C006 C009 H009 118.8 . . ?
C00B C009 C006 122.31(11) . . ?
C00B C009 H009 118.8 . . ?
C005 C00A C006 121.43(11) . . ?
C005 C00A H00A 119.3 . . ?
C006 C00A H00A 119.3 . . ?
C004 C00B H00B 119.8 . . ?
C009 C00B C004 120.38(11) . . ?
C009 C00B H00B 119.8 . . ?
C00G C00C N001 120.42(11) . . ?
C00I C00C N001 119.63(12) . . ?
C00I C00C C00G 119.95(12) . . ?
N002 C00D C008 179.18(14) . . ?
C00H C00E N001 119.45(11) . . ?
C00L C00E N001 119.98(11) . . ?
C00L C00E C00H 120.57(12) . . ?
N003 C00F C008 178.90(14) . . ?
C00C C00G H00G 120.1 . . ?
C00K C00G C00C 119.88(13) . . ?
C00K C00G H00G 120.1 . . ?
C00E C00H H00H 120.4 . . ?
C00E C00H C00N 119.21(13) . . ?
C00N C00H H00H 120.4 . . ?
C00C C00I H00I 120.2 . . ?
C00C C00I C00P 119.52(13) . . ?
C00P C00I H00I 120.2 . . ?
C00K C00J H00J 120.2 . . ?
C00K C00J C00P 119.52(13) . . ?
C00P C00J H00J 120.2 . . ?
C00G C00K H00K 119.8 . . ?
C00J C00K C00G 120.38(13) . . ?
C00J C00K H00K 119.8 . . ?
C00E C00L H00L 120.2 . . ?
C00E C00L C00M 119.65(13) . . ?
C00M C00L H00L 120.2 . . ?
C00L C00M H00M 119.9 . . ?
C00O C00M C00L 120.16(14) . . ?
C00O C00M H00M 119.9 . . ?
C00H C00N H00N 119.7 . . ?
C00O C00N C00H 120.52(13) . . ?
C00O C00N H00N 119.7 . . ?
C00M C00O C00N 119.87(13) . . ?
C00M C00O H00O 120.1 . . ?
C00N C00O H00O 120.1 . . ?
C00I C00P H00P 119.6 . . ?
C00J C00P C00I 120.74(13) . . ?
C00J C00P H00P 119.6 . . ?

_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 1.572
_oxdiff_exptl_absorpt_empirical_full_min 0.774
####################################################################### 
# 
# 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_LJX-BIT-FTPAM
_database_code_depnum_ccdc_archive 'CCDC 2220932'
loop_
_audit_author_name
_audit_author_address
'Jianxun Liu'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-01-08
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H13 F2 N3'
_chemical_formula_sum            'C22 H13 F2 N3'
_chemical_formula_weight         357.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H F N'
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'
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      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                   8.42630(10)
_cell_length_b                   20.2390(3)
_cell_length_c                   10.16630(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.8550(10)
_cell_angle_gamma                90
_cell_volume                     1713.10(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9235
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.7560
_cell_measurement_theta_min      4.3850
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.818
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11761
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.176
_diffrn_reflns_theta_min         4.369
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    122.00 148.00   0.50    0.05    --  104.75  45.00-180.00   52
  2  ω    105.00 130.00   0.50    0.05    --  104.75 116.00  12.00   50
  3  ω     60.00  85.00   0.50    0.05    --   46.91 165.00 159.00   50
  4  ω     98.00 175.00   0.50    0.05    --  104.75  15.00 120.00  154
  5  ω   -164.00 -89.00   0.50    0.05    -- -102.00 -45.00 -90.00  150
  6  ω    -63.00 -34.00   0.50    0.05    -- -102.00  61.00-180.00   58
  7  ω   -103.00 -30.00   0.50    0.05    -- -102.00  77.00   0.00  146
  8  ω    -68.00 -36.00   0.50    0.05    -- -102.00  61.00-120.00   64
  9  ω    -73.00 -35.00   0.50    0.05    -- -102.00 116.00  12.00   76
 10  ω    -68.00 -35.00   0.50    0.05    -- -102.00  61.00 120.00   66
 11  ω    -64.00 -30.00   0.50    0.05    -- -102.00  61.00 150.00   68
 12  ω   -112.00 -87.00   0.50    0.05    -- -102.00 165.00 159.00   50
 13  ω    -69.00 -34.00   0.50    0.05    -- -102.00  61.00-150.00   70
 14  ω   -126.00-101.00   0.50    0.05    -- -102.00-116.00 -76.00   50
 15  ω   -110.00 -81.00   0.50    0.05    --  -46.91-165.00 136.00   58
 16  ω   -118.00 -81.00   0.50    0.05    --  -46.91-125.00 150.00   74
 17  ω   -115.00 -73.00   0.50    0.05    --  -46.91-125.00  90.00   84
 18  ω   -114.00 -71.00   0.50    0.05    --  -46.91-125.00   0.00   86
 19  ω   -118.00 -72.00   0.50    0.05    --  -46.91-125.00 -30.00   92
 20  ω     35.00  67.00   0.50    0.05    --  104.75 -61.00 -60.00   64
 21  ω     33.00 108.00   0.50    0.05    --  104.75-116.00 -76.00  150
 22  ω     37.00  91.00   0.50    0.05    --  104.75 -77.00 -30.00  108
 23  ω     56.00 121.00   0.50    0.05    --   46.91-165.00 136.00  130
 24  ω    103.00 142.00   0.50    0.05    --  104.75-165.00 136.00   78
 25  ω     49.00  74.00   0.50    0.05    --   46.91-116.00 -76.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0804168000
_diffrn_orient_matrix_UB_12      0.0635866000
_diffrn_orient_matrix_UB_13      -0.0611970000
_diffrn_orient_matrix_UB_21      -0.0846901000
_diffrn_orient_matrix_UB_22      -0.0401121000
_diffrn_orient_matrix_UB_23      -0.1193422000
_diffrn_orient_matrix_UB_31      -0.1434631000
_diffrn_orient_matrix_UB_32      -0.0119874000
_diffrn_orient_matrix_UB_33      0.0743903000
_diffrn_oxdiff_digest_frames     
;
018f409ea028931fc3827c79fef5f9ec58000522af6
;
_diffrn_oxdiff_digest_hkl        
;
012ac5479d45a588028410f18e3730bd86ad3e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3164
_reflns_number_total             3417
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.054
_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     244
_refine_ls_number_reflns         3417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.029
_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)+(0.0725P)²+0.5614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1220
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R)
;
_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
F001 F 0.57224(11) 0.79412(5) -0.19042(8) 0.0345(2) Uani 1 1 d . . . . .
F002 F 0.82672(13) 1.00380(5) 0.63286(9) 0.0419(3) Uani 1 1 d . . . . .
N003 N 0.60209(14) 0.77901(5) 0.35572(11) 0.0237(3) Uani 1 1 d . . . . .
N004 N 0.24391(15) 0.43094(6) 0.79168(13) 0.0303(3) Uani 1 1 d . . . . .
N005 N 0.12459(16) 0.48960(6) 0.37537(12) 0.0327(3) Uani 1 1 d . . . . .
C006 C 0.45921(15) 0.61125(6) 0.55296(12) 0.0207(3) Uani 1 1 d . . . . .
C007 C 0.40923(15) 0.62014(6) 0.41518(12) 0.0210(3) Uani 1 1 d . . . . .
H007 H 0.340184 0.588448 0.366943 0.025 Uiso 1 1 calc R . . . .
C008 C 0.55862(15) 0.72270(6) 0.41879(13) 0.0207(3) Uani 1 1 d . . . . .
C009 C 0.45898(15) 0.67408(6) 0.34939(12) 0.0211(3) Uani 1 1 d . . . . .
H009 H 0.425734 0.678551 0.256201 0.025 Uiso 1 1 calc R . . . .
C00A C 0.66039(16) 0.83647(6) 0.43132(12) 0.0213(3) Uani 1 1 d . . . . .
C00B C 0.29770(16) 0.51025(7) 0.60401(13) 0.0228(3) Uani 1 1 d . . . . .
C00C C 0.20293(17) 0.49933(6) 0.47661(14) 0.0244(3) Uani 1 1 d . . . . .
C00D C 0.26762(16) 0.46575(7) 0.70818(14) 0.0244(3) Uani 1 1 d . . . . .
C00E C 0.59578(15) 0.78251(6) 0.21440(13) 0.0209(3) Uani 1 1 d . . . . .
C00F C 0.40890(16) 0.55888(6) 0.63300(13) 0.0224(3) Uani 1 1 d . . . . .
H00F H 0.463155 0.558157 0.722120 0.027 Uiso 1 1 calc R . . . .
C00G C 0.66673(16) 0.73363(7) 0.14705(13) 0.0236(3) Uani 1 1 d . . . . .
H00G H 0.720550 0.697682 0.194738 0.028 Uiso 1 1 calc R . . . .
C00H C 0.56409(16) 0.65867(7) 0.61928(13) 0.0236(3) Uani 1 1 d . . . . .
H00H H 0.602902 0.652822 0.711331 0.028 Uiso 1 1 calc R . . . .
C00I C 0.52165(16) 0.83626(7) 0.14557(14) 0.0244(3) Uani 1 1 d . . . . .
H00I H 0.475678 0.870073 0.192454 0.029 Uiso 1 1 calc R . . . .
C00J C 0.61236(16) 0.71320(7) 0.55545(13) 0.0236(3) Uani 1 1 d . . . . .
H00J H 0.682244 0.744603 0.603727 0.028 Uiso 1 1 calc R . . . .
C00K C 0.58173(16) 0.79074(7) -0.05610(13) 0.0245(3) Uani 1 1 d . . . . .
C00L C 0.65870(16) 0.73751(7) 0.00981(13) 0.0250(3) Uani 1 1 d . . . . .
H00L H 0.705361 0.704124 -0.037651 0.030 Uiso 1 1 calc R . . . .
C00M C 0.77213(18) 0.94775(7) 0.56700(13) 0.0277(3) Uani 1 1 d . . . . .
C00N C 0.81436(16) 0.85886(7) 0.42481(13) 0.0251(3) Uani 1 1 d . . . . .
H00N H 0.880731 0.835603 0.372989 0.030 Uiso 1 1 calc R . . . .
C00O C 0.56373(17) 0.86980(7) 0.50841(14) 0.0275(3) Uani 1 1 d . . . . .
H00O H 0.458980 0.853780 0.513910 0.033 Uiso 1 1 calc R . . . .
C00P C 0.87167(17) 0.91528(8) 0.49402(14) 0.0292(3) Uani 1 1 d . . . . .
H00P H 0.977267 0.930979 0.490851 0.035 Uiso 1 1 calc R . . . .
C00Q C 0.61968(18) 0.92647(7) 0.57748(14) 0.0294(3) Uani 1 1 d . . . . .
H00Q H 0.554627 0.949793 0.630311 0.035 Uiso 1 1 calc R . . . .
C00R C 0.51446(17) 0.84075(7) 0.00871(14) 0.0264(3) Uani 1 1 d . . . . .
H00R H 0.464370 0.877426 -0.039141 0.032 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 C00K 1.3572(15) . ?
F002 C00M 1.3608(16) . ?
N003 C008 1.3843(16) . ?
N003 C00A 1.4382(16) . ?
N003 C00E 1.4313(16) . ?
N004 C00D 1.1442(19) . ?
N005 C00C 1.1510(19) . ?
C006 C007 1.4108(17) . ?
C006 C00F 1.4392(18) . ?
C006 C00H 1.4047(19) . ?
C007 H007 0.9500 . ?
C007 C009 1.3789(18) . ?
C008 C009 1.4101(18) . ?
C008 C00J 1.4066(18) . ?
C009 H009 0.9500 . ?
C00A C00N 1.3854(19) . ?
C00A C00O 1.3890(19) . ?
C00B C00C 1.430(2) . ?
C00B C00D 1.4421(18) . ?
C00B C00F 1.3596(19) . ?
C00E C00G 1.3895(18) . ?
C00E C00I 1.3887(19) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00G C00L 1.3887(18) . ?
C00H H00H 0.9500 . ?
C00H C00J 1.3734(19) . ?
C00I H00I 0.9500 . ?
C00I C00R 1.3863(19) . ?
C00J H00J 0.9500 . ?
C00K C00L 1.377(2) . ?
C00K C00R 1.377(2) . ?
C00L H00L 0.9500 . ?
C00M C00P 1.370(2) . ?
C00M C00Q 1.374(2) . ?
C00N H00N 0.9500 . ?
C00N C00P 1.388(2) . ?
C00O H00O 0.9500 . ?
C00O C00Q 1.389(2) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00R H00R 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
C008 N003 C00A 120.75(11) . . ?
C008 N003 C00E 122.29(11) . . ?
C00E N003 C00A 116.94(10) . . ?
C007 C006 C00F 125.90(12) . . ?
C00H C006 C007 117.32(12) . . ?
C00H C006 C00F 116.75(12) . . ?
C006 C007 H007 119.5 . . ?
C009 C007 C006 121.06(12) . . ?
C009 C007 H007 119.5 . . ?
N003 C008 C009 121.49(12) . . ?
N003 C008 C00J 120.13(12) . . ?
C00J C008 C009 118.37(12) . . ?
C007 C009 C008 120.79(12) . . ?
C007 C009 H009 119.6 . . ?
C008 C009 H009 119.6 . . ?
C00N C00A N003 118.97(12) . . ?
C00N C00A C00O 120.19(12) . . ?
C00O C00A N003 120.83(12) . . ?
C00C C00B C00D 115.58(12) . . ?
C00F C00B C00C 125.33(12) . . ?
C00F C00B C00D 119.08(12) . . ?
N005 C00C C00B 178.50(15) . . ?
N004 C00D C00B 179.34(15) . . ?
C00G C00E N003 120.46(12) . . ?
C00I C00E N003 119.27(11) . . ?
C00I C00E C00G 120.24(12) . . ?
C006 C00F H00F 114.2 . . ?
C00B C00F C006 131.58(12) . . ?
C00B C00F H00F 114.2 . . ?
C00E C00G H00G 120.1 . . ?
C00L C00G C00E 119.78(12) . . ?
C00L C00G H00G 120.1 . . ?
C006 C00H H00H 118.9 . . ?
C00J C00H C006 122.18(12) . . ?
C00J C00H H00H 118.9 . . ?
C00E C00I H00I 119.9 . . ?
C00R C00I C00E 120.26(12) . . ?
C00R C00I H00I 119.9 . . ?
C008 C00J H00J 119.9 . . ?
C00H C00J C008 120.18(12) . . ?
C00H C00J H00J 119.9 . . ?
F001 C00K C00L 118.65(12) . . ?
F001 C00K C00R 118.66(12) . . ?
C00R C00K C00L 122.69(12) . . ?
C00G C00L H00L 120.7 . . ?
C00K C00L C00G 118.66(12) . . ?
C00K C00L H00L 120.7 . . ?
F002 C00M C00P 118.52(13) . . ?
F002 C00M C00Q 118.18(13) . . ?
C00P C00M C00Q 123.30(13) . . ?
C00A C00N H00N 120.0 . . ?
C00A C00N C00P 120.00(13) . . ?
C00P C00N H00N 120.0 . . ?
C00A C00O H00O 119.9 . . ?
C00Q C00O C00A 120.23(13) . . ?
C00Q C00O H00O 119.9 . . ?
C00M C00P C00N 118.34(13) . . ?
C00M C00P H00P 120.8 . . ?
C00N C00P H00P 120.8 . . ?
C00M C00Q C00O 117.92(13) . . ?
C00M C00Q H00Q 121.0 . . ?
C00O C00Q H00Q 121.0 . . ?
C00I C00R H00R 120.8 . . ?
C00K C00R C00I 118.33(13) . . ?
C00K C00R H00R 120.8 . . ?

_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 1.347
_oxdiff_exptl_absorpt_empirical_full_min 0.903
####################################################################### 
# 
# 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_LJX-BIT-MTPAM
_database_code_depnum_ccdc_archive 'CCDC 2220933'
loop_
_audit_author_name
_audit_author_address
'Jianxun Liu'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-01-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N3'
_chemical_formula_sum            'C24 H19 N3'
_chemical_formula_weight         349.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.29586(19)
_cell_length_b                   10.32622(14)
_cell_length_c                   13.09883(17)
_cell_angle_alpha                90
_cell_angle_beta                 102.5034(13)
_cell_angle_gamma                90
_cell_volume                     1887.82(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.0310
_cell_measurement_theta_min      4.1910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.570
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14512
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.217
_diffrn_reflns_theta_min         5.329
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     96.00 174.00   0.50    0.05    --  104.75  45.00  90.00  156
  2  ω    127.00 173.00   0.50    0.05    --  104.75  45.00 120.00   92
  3  ω     94.00 119.00   0.50    0.05    --  104.75  45.00 120.00   50
  4  ω     40.00 108.00   0.50    0.05    --  104.75 -94.00  60.00  136
  5  ω     59.00 104.00   0.50    0.05    --  104.75 -94.00  90.00   90
  6  ω     53.00 110.00   0.50    0.05    --  104.75-121.00  60.00  114
  7  ω     83.00 108.00   0.50    0.05    --  104.75-152.00 -99.00   50
  8  ω     70.00  95.00   0.50    0.05    --   46.91-152.00 -99.00   50
  9  ω     25.00  51.00   0.50    0.05    --   46.91-125.00-180.00   52
 10  ω     32.00  73.00   0.50    0.05    --  104.75 -61.00-180.00   82
 11  ω     32.00  79.00   0.50    0.05    --  104.75 -77.00-150.00   94
 12  ω     32.00  68.00   0.50    0.05    --  104.75 -61.00 -60.00   72
 13  ω     28.00  53.00   0.50    0.05    --   46.91-121.00  60.00   50
 14  ω      3.00  28.00   0.50    0.05    --   46.91 -19.00 150.00   50
 15  ω    103.00 128.00   0.50    0.05    --  104.75 121.00 143.00   50
 16  ω     90.00 115.00   0.50    0.05    --  104.75 152.00 -56.00   50
 17  ω     57.00 116.00   0.50    0.05    --   46.91 152.00 -56.00  118
 18  ω    -24.00  29.00   0.50    0.05    --  -46.91  19.00 -30.00  106
 19  ω    -19.00  27.00   0.50    0.05    --  -46.91  19.00-120.00   92
 20  ω    -69.00 -33.00   0.50    0.05    -- -102.00  61.00 -30.00   72
 21  ω    -66.00 -30.00   0.50    0.05    -- -102.00  61.00 150.00   72
 22  ω   -113.00 -59.00   0.50    0.05    -- -102.00 121.00 143.00  108
 23  ω   -109.00 -36.00   0.50    0.05    --  -46.91 152.00 -56.00  146
 24  ω    -82.00 -45.00   0.50    0.05    -- -102.00 152.00 -56.00   74
 25  ω   -158.00 -89.00   0.50    0.05    -- -102.00 -61.00   0.00  138
 26  ω   -118.00 -93.00   0.50    0.05    --  -46.91-125.00 120.00   50
 27  ω   -125.00 -93.00   0.50    0.05    -- -102.00-121.00  60.00   64
 28  ω    -81.00 -54.00   0.50    0.05    --  -46.91-152.00 -99.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1067445000
_diffrn_orient_matrix_UB_12      -0.0309467000
_diffrn_orient_matrix_UB_13      -0.0078491000
_diffrn_orient_matrix_UB_21      -0.0243376000
_diffrn_orient_matrix_UB_22      0.1450652000
_diffrn_orient_matrix_UB_23      -0.0147286000
_diffrn_orient_matrix_UB_31      -0.0141027000
_diffrn_orient_matrix_UB_32      -0.0158105000
_diffrn_orient_matrix_UB_33      -0.1193129000
_diffrn_oxdiff_digest_frames     
;
01d56889932c2827b7788960a45fabcb22001293590
;
_diffrn_oxdiff_digest_hkl        
;
0127a65af1d5d8f50cceca03e07519c0302088
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3337
_reflns_number_total             3785
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0036(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3785
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+0.6065P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1237
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C5(H5), C6(H6), C12(H12), C10(H10), C18(H18), C19(H19), C9(H9),
 C2(H2), C22(H22), C16(H16), C15(H15), C3(H3)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
N7 N 0.20619(8) 0.20642(11) 0.45881(8) 0.0234(3) Uani 1 1 d . . . . .
N25 N 0.46965(9) 0.74466(13) 0.32767(9) 0.0315(3) Uani 1 1 d . . . . .
N27 N 0.57787(11) 0.92731(14) 0.62346(10) 0.0409(4) Uani 1 1 d . . . . .
C11 C 0.21620(9) -0.11175(13) 0.66563(10) 0.0224(3) Uani 1 1 d . . . . .
C13 C 0.29768(10) 0.04875(14) 0.58136(10) 0.0246(3) Uani 1 1 d . . . . .
H13 H 0.355760 0.084802 0.570117 0.030 Uiso 1 1 calc R . . . .
C8 C 0.21022(9) 0.10132(13) 0.53111(10) 0.0215(3) Uani 1 1 d . . . . .
C4 C 0.37211(9) 0.54373(13) 0.54131(10) 0.0220(3) Uani 1 1 d . . . . .
C5 C 0.34406(10) 0.50312(13) 0.43604(10) 0.0234(3) Uani 1 1 d . . . . .
H5 H 0.363414 0.552221 0.382848 0.028 Uiso 1 1 calc R . . . .
C6 C 0.28941(10) 0.39413(13) 0.40929(10) 0.0234(3) Uani 1 1 d . . . . .
H6 H 0.271119 0.369358 0.337892 0.028 Uiso 1 1 calc R . . . .
C12 C 0.30012(10) -0.05641(14) 0.64794(10) 0.0243(3) Uani 1 1 d . . . . .
H12 H 0.360239 -0.091318 0.682116 0.029 Uiso 1 1 calc R . . . .
C14 C 0.14479(9) 0.19359(13) 0.35780(10) 0.0212(3) Uani 1 1 d . . . . .
C10 C 0.12946(10) -0.05569(13) 0.61686(10) 0.0233(3) Uani 1 1 d . . . . .
H10 H 0.071383 -0.090214 0.629405 0.028 Uiso 1 1 calc R . . . .
C18 C 0.02248(10) 0.28072(13) 0.21850(10) 0.0236(3) Uani 1 1 d . . . . .
H18 H -0.018420 0.350516 0.190558 0.028 Uiso 1 1 calc R . . . .
C19 C 0.08349(10) 0.29454(13) 0.31582(10) 0.0235(3) Uani 1 1 d . . . . .
H19 H 0.083541 0.372813 0.353948 0.028 Uiso 1 1 calc R . . . .
C1 C 0.26002(9) 0.31843(13) 0.48604(10) 0.0213(3) Uani 1 1 d . . . . .
C9 C 0.12608(10) 0.04943(13) 0.55038(10) 0.0233(3) Uani 1 1 d . . . . .
H9 H 0.066054 0.086088 0.517915 0.028 Uiso 1 1 calc R . . . .
C23 C 0.47346(10) 0.74238(13) 0.52544(10) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.28727(10) 0.35818(13) 0.59084(10) 0.0236(3) Uani 1 1 d . . . . .
H2 H 0.268113 0.308778 0.643995 0.028 Uiso 1 1 calc R . . . .
C22 C 0.43060(10) 0.65504(13) 0.57754(10) 0.0241(3) Uani 1 1 d . . . . .
H22 H 0.440930 0.669808 0.650719 0.029 Uiso 1 1 calc R . . . .
C17 C 0.01975(10) 0.16733(13) 0.16094(10) 0.0230(3) Uani 1 1 d . . . . .
C26 C 0.53076(11) 0.84497(15) 0.58125(10) 0.0286(3) Uani 1 1 d . . . . .
C16 C 0.08198(10) 0.06803(13) 0.20327(10) 0.0249(3) Uani 1 1 d . . . . .
H16 H 0.081943 -0.010053 0.164911 0.030 Uiso 1 1 calc R . . . .
C15 C 0.14430(10) 0.08030(13) 0.30046(10) 0.0237(3) Uani 1 1 d . . . . .
H15 H 0.186401 0.011340 0.327510 0.028 Uiso 1 1 calc R . . . .
C24 C 0.47001(10) 0.74261(13) 0.41509(11) 0.0238(3) Uani 1 1 d . . . . .
C3 C 0.34152(10) 0.46816(13) 0.61708(10) 0.0239(3) Uani 1 1 d . . . . .
H3 H 0.358739 0.493664 0.688369 0.029 Uiso 1 1 calc R . . . .
C21 C 0.21846(11) -0.22945(14) 0.73459(12) 0.0304(3) Uani 1 1 d . . . . .
H21A H 0.279291 -0.275346 0.739646 0.046 Uiso 1 1 calc GR . . . .
H21B H 0.165230 -0.287152 0.704350 0.046 Uiso 1 1 calc GR . . . .
H21C H 0.212314 -0.202220 0.804508 0.046 Uiso 1 1 calc GR . . . .
C20 C -0.04837(11) 0.15441(15) 0.05526(11) 0.0306(3) Uani 1 1 d . . . . .
H20A H -0.095309 0.224944 0.046151 0.046 Uiso 1 1 calc GR . . . .
H20B H -0.081755 0.071076 0.051446 0.046 Uiso 1 1 calc GR . . . .
H20C H -0.012079 0.158847 -0.000114 0.046 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N7 C8 1.4333(17) . ?
N7 C14 1.4269(16) . ?
N7 C1 1.3923(17) . ?
N25 C24 1.1442(18) . ?
N27 C26 1.1493(19) . ?
C11 C12 1.3928(19) . ?
C11 C10 1.3920(19) . ?
C11 C21 1.5105(19) . ?
C13 H13 0.9500 . ?
C13 C8 1.3910(19) . ?
C13 C12 1.3884(19) . ?
C8 C9 1.3890(19) . ?
C4 C5 1.4138(18) . ?
C4 C22 1.4400(19) . ?
C4 C3 1.4048(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.3716(19) . ?
C6 H6 0.9500 . ?
C6 C1 1.4075(18) . ?
C12 H12 0.9500 . ?
C14 C19 1.3958(19) . ?
C14 C15 1.3894(19) . ?
C10 H10 0.9500 . ?
C10 C9 1.3859(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.3874(19) . ?
C18 C17 1.3886(19) . ?
C19 H19 0.9500 . ?
C1 C2 1.4047(18) . ?
C9 H9 0.9500 . ?
C23 C22 1.355(2) . ?
C23 C26 1.4382(19) . ?
C23 C24 1.4357(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.3762(19) . ?
C22 H22 0.9500 . ?
C17 C16 1.3916(19) . ?
C17 C20 1.5161(18) . ?
C16 H16 0.9500 . ?
C16 C15 1.3927(19) . ?
C15 H15 0.9500 . ?
C3 H3 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 N7 C8 118.10(11) . . ?
C1 N7 C8 121.26(10) . . ?
C1 N7 C14 120.64(11) . . ?
C12 C11 C21 121.47(12) . . ?
C10 C11 C12 117.83(12) . . ?
C10 C11 C21 120.71(12) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C8 120.01(12) . . ?
C13 C8 N7 120.77(12) . . ?
C9 C8 N7 119.98(12) . . ?
C9 C8 C13 119.24(12) . . ?
C5 C4 C22 125.46(12) . . ?
C3 C4 C5 117.28(12) . . ?
C3 C4 C22 117.26(11) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.21(12) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C1 120.98(12) . . ?
C1 C6 H6 119.5 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.34(13) . . ?
C13 C12 H12 119.3 . . ?
C19 C14 N7 120.24(12) . . ?
C15 C14 N7 120.63(12) . . ?
C15 C14 C19 119.12(12) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 C11 121.37(12) . . ?
C9 C10 H10 119.3 . . ?
C19 C18 H18 119.2 . . ?
C19 C18 C17 121.58(12) . . ?
C17 C18 H18 119.2 . . ?
C14 C19 H19 120.0 . . ?
C18 C19 C14 120.09(12) . . ?
C18 C19 H19 120.0 . . ?
N7 C1 C6 120.81(11) . . ?
N7 C1 C2 120.93(12) . . ?
C2 C1 C6 118.25(12) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.17(12) . . ?
C10 C9 H9 119.9 . . ?
C22 C23 C26 120.28(12) . . ?
C22 C23 C24 125.98(12) . . ?
C24 C23 C26 113.72(12) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.48(12) . . ?
C3 C2 H2 119.8 . . ?
C4 C22 H22 114.4 . . ?
C23 C22 C4 131.22(12) . . ?
C23 C22 H22 114.4 . . ?
C18 C17 C16 117.69(12) . . ?
C18 C17 C20 120.46(12) . . ?
C16 C17 C20 121.85(12) . . ?
N27 C26 C23 178.00(15) . . ?
C17 C16 H16 119.2 . . ?
C17 C16 C15 121.63(12) . . ?
C15 C16 H16 119.2 . . ?
C14 C15 C16 119.87(12) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
N25 C24 C23 178.07(15) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.80(12) . . ?
C2 C3 H3 119.1 . . ?
C11 C21 H21A 109.5 . . ?
C11 C21 H21B 109.5 . . ?
C11 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N7 C8 C9 C10 177.30(12) . . . . ?
N7 C14 C19 C18 -178.69(12) . . . . ?
N7 C14 C15 C16 178.19(12) . . . . ?
N7 C1 C2 C3 179.17(12) . . . . ?
C11 C10 C9 C8 0.0(2) . . . . ?
C13 C8 C9 C10 -1.7(2) . . . . ?
C8 N7 C14 C19 133.08(13) . . . . ?
C8 N7 C14 C15 -46.17(17) . . . . ?
C8 N7 C1 C6 152.48(13) . . . . ?
C8 N7 C1 C2 -26.86(19) . . . . ?
C8 C13 C12 C11 0.3(2) . . . . ?
C4 C5 C6 C1 -0.5(2) . . . . ?
C5 C4 C22 C23 -1.9(2) . . . . ?
C5 C4 C3 C2 0.7(2) . . . . ?
C5 C6 C1 N7 -178.69(12) . . . . ?
C5 C6 C1 C2 0.7(2) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C12 C11 C10 C9 1.8(2) . . . . ?
C12 C13 C8 N7 -177.41(12) . . . . ?
C12 C13 C8 C9 1.6(2) . . . . ?
C14 N7 C8 C13 128.43(14) . . . . ?
C14 N7 C8 C9 -50.53(17) . . . . ?
C14 N7 C1 C6 -27.90(19) . . . . ?
C14 N7 C1 C2 152.76(13) . . . . ?
C10 C11 C12 C13 -2.0(2) . . . . ?
C18 C17 C16 C15 0.8(2) . . . . ?
C19 C14 C15 C16 -1.07(19) . . . . ?
C19 C18 C17 C16 -1.3(2) . . . . ?
C19 C18 C17 C20 179.37(13) . . . . ?
C1 N7 C8 C13 -51.94(18) . . . . ?
C1 N7 C8 C9 129.10(13) . . . . ?
C1 N7 C14 C19 -46.55(18) . . . . ?
C1 N7 C14 C15 134.20(13) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C22 C4 C5 C6 178.87(13) . . . . ?
C22 C4 C3 C2 -178.46(13) . . . . ?
C17 C18 C19 C14 0.6(2) . . . . ?
C17 C16 C15 C14 0.4(2) . . . . ?
C26 C23 C22 C4 -178.64(14) . . . . ?
C15 C14 C19 C18 0.58(19) . . . . ?
C24 C23 C22 C4 -0.3(3) . . . . ?
C3 C4 C5 C6 -0.2(2) . . . . ?
C3 C4 C22 C23 177.18(15) . . . . ?
C21 C11 C12 C13 177.51(13) . . . . ?
C21 C11 C10 C9 -177.64(13) . . . . ?
C20 C17 C16 C15 -179.89(13) . . . . ?

_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 1.231
_oxdiff_exptl_absorpt_empirical_full_min 0.721
####################################################################### 
# 
# 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_LJX-BIT-MOTPAM
_database_code_depnum_ccdc_archive 'CCDC 2220934'
loop_
_audit_author_name
_audit_author_address
'Jianxun Liu'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-01-09
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N3 O2'
_chemical_formula_sum            'C24 H19 N3 O2'
_chemical_formula_weight         381.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
_chemical_oxdiff_usercomment     CHNO
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.1712(2)
_cell_length_b                   10.30564(19)
_cell_length_c                   11.8241(3)
_cell_angle_alpha                91.7175(17)
_cell_angle_beta                 108.187(2)
_cell_angle_gamma                108.5272(19)
_cell_volume                     996.31(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6650
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.2400
_cell_measurement_theta_min      4.5530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.662
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11769
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.687
_diffrn_reflns_theta_min         3.976
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     94.00 124.00   0.50    1.16    --  106.75 105.00-177.00   60
  2  ω    129.00 155.00   0.50    1.16    --  106.75 105.00-177.00   52
  3  ω      4.00  46.00   0.50    0.50    --   47.68 -38.00  30.00   84
  4  ω    -24.00  44.00   0.50    0.50    --   47.68 -38.00-180.00  136
  5  ω     68.00  93.00   0.50    0.50    --   47.68-125.00 -60.00   50
  6  ω     80.00 107.00   0.50    1.16    --  106.75-125.00-120.00   54
  7  ω     56.00 110.00   0.50    1.16    --  106.75-125.00 -90.00  108
  8  ω     71.00 101.00   0.50    1.16    --  106.75 -99.00 -30.00   60
  9  ω     56.00 107.00   0.50    1.16    --  106.75-125.00  60.00  102
 10  ω     78.00 106.00   0.50    1.16    --  106.75 -99.00  90.00   56
 11  ω     68.00 105.00   0.50    1.16    --  106.75-105.00  81.00   74
 12  ω     34.00  67.00   0.50    1.16    --  106.75 -99.00  90.00   66
 13  ω      3.00  79.00   0.50    0.50    --   47.68-105.00  81.00  152
 14  ω     39.00 106.00   0.50    1.16    --  106.75 -99.00 -90.00  134
 15  ω     35.00  69.00   0.50    1.16    --  106.75 -57.00 -30.00   68
 16  ω     39.00  68.00   0.50    1.16    --  106.75 -57.00 120.00   58
 17  ω     37.00  68.00   0.50    1.16    --  106.75 -57.00  90.00   62
 18  ω     39.00  69.00   0.50    1.16    --  106.75 -57.00  60.00   60
 19  ω     37.00  63.00   0.50    1.16    --  106.75 -57.00 -60.00   52
 20  ω     35.00  67.00   0.50    1.16    --  106.75 -57.00-180.00   64
 21  ω    -38.00  25.00   0.50    0.50    --  -47.68  38.00   0.00  126
 22  ω    -21.00   6.00   0.50    0.50    --  -47.68  19.00  90.00   54
 23  ω    -23.00   9.00   0.50    0.50    --  -47.68  19.00-120.00   64
 24  ω    -84.00   3.00   0.50    0.50    --  -47.68 105.00-177.00  174
 25  ω   -125.00 -99.00   0.50    1.16    -- -104.50 144.00-170.78   52
 26  ω    -68.00 -42.00   0.50    1.16    -- -104.50 144.00-170.78   52
 27  ω    -91.00 -65.00   0.50    1.16    -- -104.50 105.00-177.00   52
 28  ω    -98.00 -35.00   0.50    1.16    -- -104.50  77.00-150.00  126
 29  ω    -62.00 -36.00   0.50    1.16    -- -104.50  57.00 -60.00   52
 30  ω    -87.00 -35.00   0.50    1.16    -- -104.50  77.00   0.00  104
 31  ω    -60.00 -35.00   0.50    1.16    -- -104.50  57.00 -30.00   50
 32  ω    -62.00 -37.00   0.50    1.16    -- -104.50  57.00 150.00   50
 33  ω    -70.00 -32.00   0.50    1.16    -- -104.50   0.00   0.00   76
 34  ω   -172.00 -93.00   0.50    1.16    -- -104.50   0.00   0.00  158
 35  ω   -137.00 -95.00   0.50    1.16    -- -104.50 -64.00-169.43   84
 36  ω   -144.00-118.00   0.50    1.16    -- -104.50 -19.00-180.00   52
 37  ω   -172.00-140.00   0.50    1.16    -- -104.50 -64.00-169.43   64
 38  ω   -173.00 -90.00   0.50    1.16    -- -104.50 -53.00 -70.11  166
 39  ω   -174.00-111.00   0.50    1.16    -- -104.50 -56.00 165.97  126
 40  ω   -143.00 -85.00   0.50    1.16    -- -104.50-105.00  81.00  116
 41  ω   -117.00 -86.00   0.50    0.50    --  -47.68-125.00 150.00   62
 42  ω   -117.00 -78.00   0.50    0.50    --  -47.68-125.00 -60.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0942566000
_diffrn_orient_matrix_UB_12      0.0232547000
_diffrn_orient_matrix_UB_13      -0.0893134000
_diffrn_orient_matrix_UB_21      0.1531020000
_diffrn_orient_matrix_UB_22      -0.0045284000
_diffrn_orient_matrix_UB_23      0.0995963000
_diffrn_orient_matrix_UB_31      -0.0560922000
_diffrn_orient_matrix_UB_32      -0.1575325000
_diffrn_orient_matrix_UB_33      -0.0361377000
_diffrn_oxdiff_digest_frames     
;
01336f6d267f896b39f29ce99164b5a3c703490b6ed
;
_diffrn_oxdiff_digest_hkl        
;
01dacbd2ca650931371687148181c4adfd2e0e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3569
_reflns_number_total             4012
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4012
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.043
_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)+(0.0449P)²+0.2501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C5(H5), C6(H6), C10(H10), C13(H13), C9(H9), C3(H3), C24(H24),
 C18(H18), C15(H15), C16(H16), C2(H2), C19(H19)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O20 O 0.47468(9) 0.65615(8) 0.85632(7) 0.02461(19) Uani 1 1 d . . . . .
O22 O -0.14451(10) 1.14513(9) 0.95009(7) 0.0277(2) Uani 1 1 d . . . . .
N7 N 0.24788(11) 1.07952(10) 0.69063(8) 0.0207(2) Uani 1 1 d . . . . .
C12 C 0.12867(13) 1.19629(11) 0.93902(10) 0.0211(2) Uani 1 1 d . . . . .
H12 H 0.179739 1.250937 1.016109 0.025 Uiso 1 1 calc R . . . .
C5 C 0.21993(13) 1.34592(11) 0.49515(10) 0.0207(2) Uani 1 1 d . . . . .
H5 H 0.165553 1.411439 0.479638 0.025 Uiso 1 1 calc R . . . .
C6 C 0.19698(13) 1.26205(11) 0.58057(9) 0.0200(2) Uani 1 1 d . . . . .
H6 H 0.126528 1.270058 0.622564 0.024 Uiso 1 1 calc R . . . .
C4 C 0.32234(13) 1.33724(11) 0.42977(9) 0.0204(2) Uani 1 1 d . . . . .
C10 C -0.11451(14) 1.05348(12) 0.77968(11) 0.0265(3) Uani 1 1 d . . . . .
H10 H -0.230079 1.011176 0.748043 0.032 Uiso 1 1 calc R . . . .
N29 N 0.35626(14) 1.63480(11) 0.11645(10) 0.0325(2) Uani 1 1 d . . . . .
C13 C 0.22237(13) 1.17783(11) 0.87132(10) 0.0206(2) Uani 1 1 d . . . . .
H13 H 0.337919 1.220501 0.902368 0.025 Uiso 1 1 calc R . . . .
C1 C 0.27641(12) 1.16391(11) 0.60714(9) 0.0187(2) Uani 1 1 d . . . . .
C28 C 0.32514(14) 1.58279(12) 0.19466(10) 0.0248(2) Uani 1 1 d . . . . .
C9 C -0.02024(14) 1.03510(12) 0.71354(10) 0.0252(2) Uani 1 1 d . . . . .
H9 H -0.070963 0.979535 0.636875 0.030 Uiso 1 1 calc R . . . .
C3 C 0.40320(13) 1.24065(11) 0.45822(10) 0.0206(2) Uani 1 1 d . . . . .
H3 H 0.474448 1.233568 0.416657 0.025 Uiso 1 1 calc R . . . .
C24 C 0.34647(13) 1.41841(11) 0.33602(9) 0.0210(2) Uani 1 1 d . . . . .
H24 H 0.417199 1.399959 0.298785 0.025 Uiso 1 1 calc R . . . .
N27 N 0.08860(15) 1.60488(13) 0.36371(12) 0.0401(3) Uani 1 1 d . . . . .
C8 C 0.14859(13) 1.09789(11) 0.75924(9) 0.0194(2) Uani 1 1 d . . . . .
C21 C 0.35437(15) 0.52259(12) 0.84415(11) 0.0285(3) Uani 1 1 d . . . . .
H21A H 0.313427 0.477583 0.760699 0.043 Uiso 1 1 calc GR . . . .
H21B H 0.263554 0.533120 0.865841 0.043 Uiso 1 1 calc GR . . . .
H21C H 0.403919 0.465795 0.897600 0.043 Uiso 1 1 calc GR . . . .
C25 C 0.28412(13) 1.51766(11) 0.29193(10) 0.0224(2) Uani 1 1 d . . . . .
C18 C 0.27268(14) 0.72774(12) 0.70886(10) 0.0235(2) Uani 1 1 d . . . . .
H18 H 0.208529 0.635201 0.672288 0.028 Uiso 1 1 calc R . . . .
C15 C 0.46445(13) 0.99966(11) 0.81208(10) 0.0214(2) Uani 1 1 d . . . . .
H15 H 0.530946 1.092555 0.845985 0.026 Uiso 1 1 calc R . . . .
C16 C 0.51599(13) 0.89235(11) 0.85378(10) 0.0217(2) Uani 1 1 d . . . . .
H16 H 0.618405 0.911619 0.915832 0.026 Uiso 1 1 calc R . . . .
C14 C 0.31528(13) 0.97173(11) 0.72049(9) 0.0194(2) Uani 1 1 d . . . . .
C2 C 0.38236(13) 1.15603(11) 0.54441(10) 0.0200(2) Uani 1 1 d . . . . .
H2 H 0.439274 1.092433 0.561582 0.024 Uiso 1 1 calc R . . . .
C11 C -0.04038(13) 1.13389(11) 0.89258(10) 0.0213(2) Uani 1 1 d . . . . .
C17 C 0.41802(13) 0.75587(11) 0.80499(9) 0.0193(2) Uani 1 1 d . . . . .
C26 C 0.17606(15) 1.56571(12) 0.33277(11) 0.0267(3) Uani 1 1 d . . . . .
C19 C 0.22267(13) 0.83643(12) 0.66713(10) 0.0235(2) Uani 1 1 d . . . . .
H19 H 0.123996 0.817956 0.601347 0.028 Uiso 1 1 calc R . . . .
C23 C -0.07607(16) 1.22643(14) 1.06555(11) 0.0324(3) Uani 1 1 d . . . . .
H23A H -0.016758 1.321898 1.059027 0.049 Uiso 1 1 calc GR . . . .
H23B H -0.000527 1.188527 1.120443 0.049 Uiso 1 1 calc GR . . . .
H23C H -0.163755 1.224900 1.096737 0.049 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O20 C21 1.4341(14) . ?
O20 C17 1.3691(13) . ?
O22 C11 1.3633(13) . ?
O22 C23 1.4220(14) . ?
N7 C1 1.3666(14) . ?
N7 C8 1.4438(13) . ?
N7 C14 1.4368(14) . ?
C12 C13 1.3927(15) . ?
C12 C11 1.3902(15) . ?
C5 C6 1.3715(15) . ?
C5 C4 1.4108(15) . ?
C6 C1 1.4130(15) . ?
C4 C3 1.4098(16) . ?
C4 C24 1.4383(15) . ?
C10 C9 1.3828(16) . ?
C10 C11 1.3929(16) . ?
N29 C28 1.1495(16) . ?
C13 C8 1.3832(15) . ?
C1 C2 1.4133(15) . ?
C28 C25 1.4390(16) . ?
C9 C8 1.3886(15) . ?
C3 C2 1.3800(15) . ?
C24 C25 1.3647(16) . ?
N27 C26 1.1490(17) . ?
C25 C26 1.4342(16) . ?
C18 C17 1.3935(16) . ?
C18 C19 1.3881(17) . ?
C15 C16 1.3817(16) . ?
C15 C14 1.3905(15) . ?
C16 C17 1.3939(15) . ?
C14 C19 1.3870(16) . ?

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
C17 O20 C21 116.43(9) . . ?
C11 O22 C23 117.96(9) . . ?
C1 N7 C8 120.48(9) . . ?
C1 N7 C14 124.49(9) . . ?
C14 N7 C8 115.00(8) . . ?
C11 C12 C13 119.29(10) . . ?
C6 C5 C4 121.58(10) . . ?
C5 C6 C1 121.08(10) . . ?
C5 C4 C24 124.23(10) . . ?
C3 C4 C5 116.96(10) . . ?
C3 C4 C24 118.80(10) . . ?
C9 C10 C11 120.14(10) . . ?
C8 C13 C12 120.55(10) . . ?
N7 C1 C6 119.66(10) . . ?
N7 C1 C2 122.27(10) . . ?
C6 C1 C2 118.07(10) . . ?
N29 C28 C25 179.28(13) . . ?
C10 C9 C8 119.98(10) . . ?
C2 C3 C4 122.23(10) . . ?
C25 C24 C4 130.41(10) . . ?
C13 C8 N7 119.73(9) . . ?
C13 C8 C9 119.94(10) . . ?
C9 C8 N7 120.33(10) . . ?
C24 C25 C28 119.68(10) . . ?
C24 C25 C26 126.03(10) . . ?
C26 C25 C28 114.29(10) . . ?
C19 C18 C17 119.26(10) . . ?
C16 C15 C14 120.02(10) . . ?
C15 C16 C17 120.13(10) . . ?
C15 C14 N7 120.30(10) . . ?
C19 C14 N7 119.60(10) . . ?
C19 C14 C15 119.70(10) . . ?
C3 C2 C1 120.05(10) . . ?
O22 C11 C12 124.56(10) . . ?
O22 C11 C10 115.35(10) . . ?
C12 C11 C10 120.09(10) . . ?
O20 C17 C18 123.93(10) . . ?
O20 C17 C16 116.08(10) . . ?
C18 C17 C16 119.99(10) . . ?
N27 C26 C25 178.89(13) . . ?
C14 C19 C18 120.69(10) . . ?

_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 1.669
_oxdiff_exptl_absorpt_empirical_full_min 0.721
####################################################################### 
# 
# 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_LJX-BIT-BTPAM
_database_code_depnum_ccdc_archive 'CCDC 2220931'
loop_
_audit_author_name
_audit_author_address
'Jianxun Liu'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2023-05-24 downloaded from the CCDC.
;
_audit_creation_date             2022-01-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H13 Br2 N3'
_chemical_formula_sum            'C22 H13 Br2 N3'
_chemical_formula_weight         479.17
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Br'
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'
Br Br -0.6763 1.2805 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.9668(3)
_cell_length_b                   9.08170(10)
_cell_length_c                   11.2527(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.6050(10)
_cell_angle_gamma                90
_cell_volume                     1938.18(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12382
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.6900
_cell_measurement_theta_min      4.4770
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.388
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22283
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.415
_diffrn_reflns_theta_min         4.663
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     87.00 168.00   0.50    0.05    --  104.75 104.00  20.00  162
  2  ω     88.00 166.00   0.50    0.05    --  104.75 125.00 -30.00  156
  3  ω     89.00 115.00   0.50    0.05    --  104.75 125.00  60.00   52
  4  ω    137.00 172.00   0.50    0.05    --  104.75 125.00  60.00   70
  5  ω     92.00 173.00   0.50    0.05    --  104.75  45.00 120.00  162
  6  ω    -14.00  27.00   0.50    0.05    --   46.91 -19.00  30.00   82
  7  ω    -27.00  24.00   0.50    0.05    --   46.91 -19.00 150.00  102
  8  ω    -27.00  26.00   0.50    0.05    --   46.91 -19.00   0.00  106
  9  ω    -24.00  62.00   0.50    0.05    --   46.91 -57.00 -60.00  172
 10  ω     39.00 116.00   0.50    0.05    --  104.75-125.00 -90.00  154
 11  ω     70.00  96.00   0.50    0.05    --  104.75-104.00 -81.00   52
 12  ω      8.00  74.00   0.50    0.05    --   46.91-104.00 -81.00  132
 13  ω     57.00 102.00   0.50    0.05    --  104.75 -94.00 -30.00   90
 14  ω     32.00 109.00   0.50    0.05    --  104.75-125.00  90.00  154
 15  ω     82.00 113.00   0.50    0.05    --  104.75-125.00 120.00   62
 16  ω     32.00 108.00   0.50    0.05    --  104.75 -94.00  90.00  152
 17  ω     48.00  73.00   0.50    0.05    --  104.75 -61.00 150.00   50
 18  ω     42.00  68.00   0.50    0.05    --  104.75 -61.00 120.00   52
 19  ω     32.00  72.00   0.50    0.05    --  104.75 -61.00  60.00   80
 20  ω     37.00  71.00   0.50    0.05    --  104.75 -61.00   0.00   68
 21  ω    -24.00   1.00   0.50    0.05    --  -46.91  19.00-120.00   50
 22  ω    -69.00 -32.00   0.50    0.05    -- -102.00  61.00-180.00   74
 23  ω    -60.00 -34.00   0.50    0.05    -- -102.00  61.00 -60.00   52
 24  ω    -69.00 -29.00   0.50    0.05    -- -102.00  61.00 -30.00   80
 25  ω    -69.00 -37.00   0.50    0.05    -- -102.00  61.00   0.00   64
 26  ω    -68.00 -40.00   0.50    0.05    -- -102.00  61.00  60.00   56
 27  ω   -116.00 -74.00   0.50    0.05    -- -102.00 125.00 150.00   84
 28  ω    -96.00 -68.00   0.50    0.05    -- -102.00 104.00  20.00   56
 29  ω    -76.00 -38.00   0.50    0.05    --  -46.91 104.00  20.00   76
 30  ω    -19.00   6.00   0.50    0.05    --  -46.91 104.00  20.00   50
 31  ω   -169.00-117.00   0.50    0.05    -- -102.00 -45.00 -60.00  104
 32  ω   -169.00-130.00   0.50    0.05    -- -102.00 -61.00   0.00   78
 33  ω   -121.00 -86.00   0.50    0.05    -- -102.00 -61.00   0.00   70
 34  ω   -165.00 -87.00   0.50    0.05    -- -102.00 -61.00 120.00  156
 35  ω   -114.00 -72.00   0.50    0.05    --  -46.91-125.00 -30.00   84
 36  ω   -113.00 -75.00   0.50    0.05    --  -46.91-125.00   0.00   76
 37  ω   -111.00 -71.00   0.50    0.05    --  -46.91-125.00  30.00   80
 38  ω   -154.00 -74.00   0.50    0.05    -- -102.00-125.00  60.00  160
 39  ω   -140.00 -94.00   0.50    0.05    -- -102.00-104.00 -81.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0672027000
_diffrn_orient_matrix_UB_12      -0.0433467000
_diffrn_orient_matrix_UB_13      -0.0698084000
_diffrn_orient_matrix_UB_21      0.0399502000
_diffrn_orient_matrix_UB_22      0.0171134000
_diffrn_orient_matrix_UB_23      -0.1176439000
_diffrn_orient_matrix_UB_31      0.0220813000
_diffrn_orient_matrix_UB_32      -0.1630572000
_diffrn_orient_matrix_UB_33      0.0061678000
_diffrn_oxdiff_digest_frames     
;
01d1e6bf8c4b87a9f93a49304cc248913600169988e
;
_diffrn_oxdiff_digest_hkl        
;
016ceb2be20ec16d2d4f1d87111bf7a5115ff6
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3497
_reflns_number_total             3961
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.863
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+1.0037P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_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
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C9(H9), C13(H13), C5(H5), C10(H10), C19(H19), C18(H18),
 C2(H2), C6(H6), C16(H16), C20(H20), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Br27 Br 0.80650(2) 0.41430(3) -0.16421(3) 0.03111(12) Uani 1 1 d . . . . .
Br26 Br 1.00623(2) 0.78286(4) 0.63843(3) 0.03593(13) Uani 1 1 d . . . . .
N7 N 0.76461(12) 0.4892(3) 0.3681(2) 0.0268(5) Uani 1 1 d . . . . .
N25 N 0.34555(15) 0.2085(3) 0.6903(2) 0.0350(6) Uani 1 1 d . . . . .
N23 N 0.45317(14) 0.0730(3) 0.3730(2) 0.0332(6) Uani 1 1 d . . . . .
C8 C 0.82071(14) 0.5587(3) 0.4336(2) 0.0250(5) Uani 1 1 d . . . . .
C3 C 0.84995(16) 0.4144(3) 0.0797(3) 0.0278(6) Uani 1 1 d . . . . .
H3 H 0.894773 0.386777 0.050107 0.033 Uiso 1 1 calc R . . . .
C11 C 0.93077(15) 0.6907(3) 0.5535(3) 0.0277(6) Uani 1 1 d . . . . .
C4 C 0.79369(16) 0.4380(3) 0.0025(3) 0.0282(6) Uani 1 1 d . . . . .
C1 C 0.77379(15) 0.4730(3) 0.2435(2) 0.0250(5) Uani 1 1 d . . . . .
C12 C 0.90242(16) 0.7595(3) 0.4560(3) 0.0301(6) Uani 1 1 d . . . . .
H12 H 0.920745 0.851157 0.429880 0.036 Uiso 1 1 calc R . . . .
C9 C 0.85151(16) 0.4885(3) 0.5305(3) 0.0303(6) Uani 1 1 d . . . . .
H9 H 0.834706 0.394689 0.554627 0.036 Uiso 1 1 calc R . . . .
C24 C 0.39503(16) 0.2233(3) 0.6341(3) 0.0287(6) Uani 1 1 d . . . . .
C13 C 0.84633(16) 0.6934(3) 0.3956(3) 0.0298(6) Uani 1 1 d . . . . .
H13 H 0.825674 0.740542 0.328383 0.036 Uiso 1 1 calc R . . . .
C5 C 0.72812(16) 0.4804(3) 0.0426(3) 0.0304(6) Uani 1 1 d . . . . .
H5 H 0.690152 0.496037 -0.011694 0.036 Uiso 1 1 calc R . . . .
C10 C 0.90684(16) 0.5545(4) 0.5925(3) 0.0332(6) Uani 1 1 d . . . . .
H10 H 0.927738 0.507887 0.659678 0.040 Uiso 1 1 calc R . . . .
C14 C 0.70329(15) 0.4444(3) 0.4250(3) 0.0264(6) Uani 1 1 d . . . . .
C22 C 0.45491(15) 0.1465(3) 0.4564(2) 0.0271(6) Uani 1 1 d . . . . .
C19 C 0.68425(16) 0.5031(3) 0.5358(3) 0.0286(6) Uani 1 1 d . . . . .
H19 H 0.714252 0.572055 0.574804 0.034 Uiso 1 1 calc R . . . .
C18 C 0.62194(16) 0.4605(3) 0.5878(3) 0.0300(6) Uani 1 1 d . . . . .
H18 H 0.609675 0.501734 0.662364 0.036 Uiso 1 1 calc R . . . .
C2 C 0.83990(15) 0.4315(3) 0.2005(3) 0.0264(6) Uani 1 1 d . . . . .
H2 H 0.877952 0.415004 0.254416 0.032 Uiso 1 1 calc R . . . .
C21 C 0.45641(15) 0.2364(3) 0.5611(2) 0.0271(6) Uani 1 1 d . . . . .
C6 C 0.71885(16) 0.4998(3) 0.1639(3) 0.0286(6) Uani 1 1 d . . . . .
H6 H 0.674487 0.531661 0.192622 0.034 Uiso 1 1 calc R . . . .
C16 C 0.59711(16) 0.2969(3) 0.4253(3) 0.0297(6) Uani 1 1 d . . . . .
H16 H 0.567877 0.225516 0.387589 0.036 Uiso 1 1 calc R . . . .
C17 C 0.57606(15) 0.3583(3) 0.5344(2) 0.0280(6) Uani 1 1 d . . . . .
C20 C 0.51053(15) 0.3272(3) 0.5935(3) 0.0280(6) Uani 1 1 d . . . . .
H20 H 0.504117 0.377981 0.666452 0.034 Uiso 1 1 calc R . . . .
C15 C 0.65868(16) 0.3379(3) 0.3726(3) 0.0299(6) Uani 1 1 d . . . . .
H15 H 0.671648 0.293798 0.299471 0.036 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br27 C4 1.906(3) . ?
Br26 C11 1.906(3) . ?
N7 C8 1.435(4) . ?
N7 C1 1.423(4) . ?
N7 C14 1.394(4) . ?
N25 C24 1.145(4) . ?
N23 C22 1.152(4) . ?
C8 C9 1.387(4) . ?
C8 C13 1.385(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(4) . ?
C3 C2 1.383(4) . ?
C11 C12 1.368(4) . ?
C11 C10 1.389(4) . ?
C4 C5 1.382(4) . ?
C1 C2 1.401(4) . ?
C1 C6 1.388(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(4) . ?
C24 C21 1.437(4) . ?
C13 H13 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.389(4) . ?
C10 H10 0.9500 . ?
C14 C19 1.407(4) . ?
C14 C15 1.410(4) . ?
C22 C21 1.434(4) . ?
C19 H19 0.9500 . ?
C19 C18 1.380(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.403(4) . ?
C2 H2 0.9500 . ?
C21 C20 1.363(4) . ?
C6 H6 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.410(4) . ?
C16 C15 1.367(4) . ?
C17 C20 1.444(4) . ?
C20 H20 0.9500 . ?
C15 H15 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
C1 N7 C8 117.0(2) . . ?
C14 N7 C8 120.7(2) . . ?
C14 N7 C1 122.3(2) . . ?
C9 C8 N7 120.4(3) . . ?
C13 C8 N7 119.4(3) . . ?
C13 C8 C9 120.2(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C12 C11 Br26 119.2(2) . . ?
C12 C11 C10 122.2(3) . . ?
C10 C11 Br26 118.6(2) . . ?
C3 C4 Br27 119.6(2) . . ?
C5 C4 Br27 118.5(2) . . ?
C5 C4 C3 121.9(3) . . ?
C2 C1 N7 119.2(3) . . ?
C6 C1 N7 121.3(3) . . ?
C6 C1 C2 119.5(3) . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.1(3) . . ?
C13 C12 H12 120.4 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.3(3) . . ?
C10 C9 H9 119.8 . . ?
N25 C24 C21 177.7(3) . . ?
C8 C13 C12 119.9(3) . . ?
C8 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.7(3) . . ?
C6 C5 H5 120.7 . . ?
C11 C10 C9 118.2(3) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
N7 C14 C19 121.3(3) . . ?
N7 C14 C15 120.5(3) . . ?
C19 C14 C15 118.2(3) . . ?
N23 C22 C21 179.1(3) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 H19 120.1 . . ?
C19 C18 H18 118.8 . . ?
C19 C18 C17 122.3(3) . . ?
C17 C18 H18 118.8 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C22 C21 C24 114.4(3) . . ?
C20 C21 C24 120.6(3) . . ?
C20 C21 C22 125.0(3) . . ?
C1 C6 C5 120.7(3) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.4(3) . . ?
C18 C17 C16 117.0(3) . . ?
C18 C17 C20 117.7(3) . . ?
C16 C17 C20 125.2(3) . . ?
C21 C20 C17 130.1(3) . . ?
C21 C20 H20 115.0 . . ?
C17 C20 H20 115.0 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.4 . . ?

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
Br27 C4 C5 C6 -179.1(2) . . . . ?
Br26 C11 C12 C13 -178.7(2) . . . . ?
Br26 C11 C10 C9 179.6(2) . . . . ?
N7 C8 C9 C10 178.7(3) . . . . ?
N7 C8 C13 C12 -177.7(3) . . . . ?
N7 C1 C2 C3 179.7(2) . . . . ?
N7 C1 C6 C5 -178.6(3) . . . . ?
N7 C14 C19 C18 177.7(3) . . . . ?
N7 C14 C15 C16 -177.6(3) . . . . ?
C8 N7 C1 C2 41.0(4) . . . . ?
C8 N7 C1 C6 -138.0(3) . . . . ?
C8 N7 C14 C19 19.7(4) . . . . ?
C8 N7 C14 C15 -160.0(3) . . . . ?
C8 C9 C10 C11 -1.0(5) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C11 C12 C13 C8 -0.9(4) . . . . ?
C4 C3 C2 C1 -0.4(4) . . . . ?
C4 C5 C6 C1 -1.8(4) . . . . ?
C1 N7 C8 C9 -125.2(3) . . . . ?
C1 N7 C8 C13 51.5(4) . . . . ?
C1 N7 C14 C19 -158.2(3) . . . . ?
C1 N7 C14 C15 22.1(4) . . . . ?
C12 C11 C10 C9 -1.0(5) . . . . ?
C9 C8 C13 C12 -1.1(4) . . . . ?
C24 C21 C20 C17 -179.4(3) . . . . ?
C13 C8 C9 C10 2.0(4) . . . . ?
C10 C11 C12 C13 1.9(5) . . . . ?
C14 N7 C8 C9 56.8(4) . . . . ?
C14 N7 C8 C13 -126.5(3) . . . . ?
C14 N7 C1 C2 -141.0(3) . . . . ?
C14 N7 C1 C6 40.0(4) . . . . ?
C14 C19 C18 C17 0.5(5) . . . . ?
C22 C21 C20 C17 1.4(5) . . . . ?
C19 C14 C15 C16 2.7(4) . . . . ?
C19 C18 C17 C16 1.6(4) . . . . ?
C19 C18 C17 C20 -176.8(3) . . . . ?
C18 C17 C20 C21 178.6(3) . . . . ?
C2 C3 C4 Br27 -179.8(2) . . . . ?
C2 C3 C4 C5 1.0(4) . . . . ?
C2 C1 C6 C5 2.4(4) . . . . ?
C6 C1 C2 C3 -1.3(4) . . . . ?
C16 C17 C20 C21 0.3(5) . . . . ?
C17 C16 C15 C14 -0.6(5) . . . . ?
C15 C14 C19 C18 -2.6(4) . . . . ?
C15 C16 C17 C18 -1.5(5) . . . . ?
C15 C16 C17 C20 176.8(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 2.131
_oxdiff_exptl_absorpt_empirical_full_min 0.642
