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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_123456q
_database_code_depnum_ccdc_archive 'CCDC 2265176'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2023-07-09 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-06-18
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.04.26 svn.r751481ca for OlexSys, GUI svn.r6697)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.926(C H2 Cl2), C31 H13 B F15 N'
_chemical_formula_sum            'C31.926 H14.852 B Cl1.852 F15 N'
_chemical_formula_weight         774.000
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00156 0.00068 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   11.3290(19)
_cell_length_b                   11.9454(19)
_cell_length_c                   12.742(2)
_cell_angle_alpha                63.668(5)
_cell_angle_beta                 76.190(5)
_cell_angle_gamma                80.226(5)
_cell_volume                     1496.8(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8025
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.22
_cell_measurement_theta_min      2.39
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  0.5624
_exptl_absorpt_correction_T_min  0.5180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0815 before and 0.0608 after correction. The Ratio of minimum to maximum transmission is 0.9211. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_description       block
_exptl_crystal_F_000             771.209
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 0.9954
_diffrn_reflns_Laue_measured_fraction_max 0.9876
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26644
_diffrn_reflns_point_group_measured_fraction_full 0.9954
_diffrn_reflns_point_group_measured_fraction_max 0.9876
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.81
_diffrn_ambient_temperature      120.00
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9876
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -13
_reflns_limit_k_max              14
_reflns_limit_k_min              -13
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                4294
_reflns_number_total             6120
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.5975
_refine_diff_density_min         -0.4694
_refine_diff_density_rms         0.1007
_refine_ls_d_res_high            0.7963
_refine_ls_d_res_low             11.2230
_refine_ls_extinction_coef       0.0086(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0401
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    21
_refine_ls_number_parameters     472
_refine_ls_number_reflns         6120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      1.0401
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0766P)²+0.0901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1375
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Cl2)=Sof(Cl1)=Sof(C14)=Sof(H14a)=Sof(H14b)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C14(H14a,H14b)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C5(H5)
3.c Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c), C13(H13a,H13b,H13c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
Cl2 Cl 0.33336(8) 1.14053(8) 0.93052(8) 0.0578(3) Uani 0.926(2) . P
Cl1 Cl 0.18445(8) 0.95245(9) 0.95353(9) 0.0613(3) Uani 0.926(2) . P
F003 F 0.32310(12) 0.82256(13) 0.63342(11) 0.0298(3) Uani 1.000000 . .
F126 F 0.16130(12) 0.69869(14) 0.87241(12) 0.0334(4) Uani 1.000000 . .
F112 F 0.39021(12) 0.41139(14) 0.61235(13) 0.0339(4) Uani 1.000000 . .
F116 F -0.02848(12) 0.48566(14) 0.75726(13) 0.0353(4) Uani 1.000000 . .
F105 F 0.27167(14) 0.58381(14) 0.43479(12) 0.0375(4) Uani 1.000000 . .
F122 F 0.03372(13) 0.69842(15) 0.54383(13) 0.0380(4) Uani 1.000000 . .
F102 F 0.42125(14) 0.99489(14) 0.42620(13) 0.0380(4) Uani 1.000000 . .
F113 F 0.33996(13) 0.20360(14) 0.61072(14) 0.0393(4) Uani 1.000000 . .
F125 F -0.01312(13) 0.87394(14) 0.87837(14) 0.0402(4) Uani 1.000000 . .
F114 F 0.10622(14) 0.13361(14) 0.67982(14) 0.0403(4) Uani 1.000000 . .
F104 F 0.37375(15) 0.75337(14) 0.23258(12) 0.0422(4) Uani 1.000000 . .
F115 F -0.07548(13) 0.28151(15) 0.74912(15) 0.0434(4) Uani 1.000000 . .
F103 F 0.44793(16) 0.96468(14) 0.22151(13) 0.0456(4) Uani 1.000000 . .
F124 F -0.16477(14) 0.96874(15) 0.71766(15) 0.0485(4) Uani 1.000000 . .
F123 F -0.14045(14) 0.87743(16) 0.55199(15) 0.0499(5) Uani 1.000000 . .
N1 N 0.53732(16) 0.49272(17) 0.80771(16) 0.0212(4) Uani 1.000000 . .
C8 C 0.4958(2) 0.4061(2) 0.9261(2) 0.0225(5) Uani 1.000000 . .
C7 C 0.3743(2) 0.3859(2) 0.9728(2) 0.0239(5) Uani 1.000000 . .
C3 C 0.5933(2) 0.3520(2) 0.9829(2) 0.0252(5) Uani 1.000000 . .
C11 C 0.2840(2) 0.4517(2) 0.8951(2) 0.0231(5) Uani 1.000000 . .
C106 C 0.2951(2) 0.6888(2) 0.5493(2) 0.0242(5) Uani 1.000000 . .
C101 C 0.3345(2) 0.7995(2) 0.5360(2) 0.0244(5) Uani 1.000000 . .
C105 C 0.3096(2) 0.6813(2) 0.4412(2) 0.0281(6) Uani 1.000000 . .
C126 C 0.0891(2) 0.7371(2) 0.7903(2) 0.0271(6) Uani 1.000000 . .
C102 C 0.3858(2) 0.8913(2) 0.4302(2) 0.0279(6) Uani 1.000000 . .
C9 C 0.4492(2) 0.5643(2) 0.7280(2) 0.0244(5) Uani 1.000000 . .
C121 C 0.1077(2) 0.6865(2) 0.7079(2) 0.0251(5) Uani 1.000000 . .
C1 C 0.6552(2) 0.4985(2) 0.7867(2) 0.0246(5) Uani 1.000000 . .
C10 C 0.3176(2) 0.5327(2) 0.7799(2) 0.0229(5) Uani 1.000000 . .
C111 C 0.1838(2) 0.4652(2) 0.6806(2) 0.0250(5) Uani 1.000000 . .
C116 C 0.0683(2) 0.4221(2) 0.7156(2) 0.0284(6) Uani 1.000000 . .
C112 C 0.2714(2) 0.3832(2) 0.6478(2) 0.0266(6) Uani 1.000000 . .
C114 C 0.1313(2) 0.2396(2) 0.6795(2) 0.0299(6) Uani 1.000000 . .
C4 C 0.5701(2) 0.2665(2) 1.1017(2) 0.0293(6) Uani 1.000000 . .
H4 H 0.6342(2) 0.2260(2) 1.1451(2) 0.0351(7) Uiso 1.000000 R .
C103 C 0.3999(2) 0.8764(2) 0.3260(2) 0.0305(6) Uani 1.000000 . .
C6 C 0.3531(2) 0.3003(2) 1.0927(2) 0.0279(6) Uani 1.000000 . .
H6 H 0.2719(2) 0.2811(2) 1.1327(2) 0.0334(7) Uiso 1.000000 R .
C122 C 0.0259(2) 0.7391(2) 0.6297(2) 0.0297(6) Uani 1.000000 . .
C113 C 0.2485(2) 0.2754(2) 0.6465(2) 0.0286(6) Uani 1.000000 . .
C115 C 0.0406(2) 0.3147(3) 0.7150(2) 0.0316(6) Uani 1.000000 . .
C12 C 0.1538(2) 0.4199(2) 0.9518(2) 0.0285(6) Uani 1.000000 . .
H12a H 0.1455(4) 0.3330(5) 0.9684(13) 0.0428(9) Uiso 1.000000 GR .
H12b H 0.1319(5) 0.4302(14) 1.0264(7) 0.0428(9) Uiso 1.000000 GR .
H12c H 0.0995(2) 0.4761(10) 0.8973(6) 0.0428(9) Uiso 1.000000 GR .
C125 C 0.0000(2) 0.8306(2) 0.7949(2) 0.0302(6) Uani 1.000000 . .
C2 C 0.7059(2) 0.4061(2) 0.8940(2) 0.0273(6) Uani 1.000000 . .
H2a H 0.7503(2) 0.4479(2) 0.9231(2) 0.0327(7) Uiso 1.000000 R .
H2b H 0.7613(2) 0.3405(2) 0.8764(2) 0.0327(7) Uiso 1.000000 R .
C104 C 0.3621(2) 0.7701(2) 0.3327(2) 0.0300(6) Uani 1.000000 . .
C123 C -0.0646(2) 0.8319(3) 0.6308(2) 0.0344(6) Uani 1.000000 . .
C5 C 0.4487(2) 0.2425(2) 1.1546(2) 0.0297(6) Uani 1.000000 . .
H5 H 0.4306(2) 0.1846(2) 1.2358(2) 0.0356(7) Uiso 1.000000 R .
C13 C 0.7231(2) 0.5881(3) 0.6743(2) 0.0316(6) Uani 1.000000 . .
H13a H 0.6705(5) 0.6260(12) 0.6145(5) 0.0473(9) Uiso 1.000000 GR .
H13b H 0.7490(13) 0.6537(9) 0.6884(4) 0.0473(9) Uiso 1.000000 GR .
H13c H 0.7950(8) 0.5439(4) 0.6454(8) 0.0473(9) Uiso 1.000000 GR .
C124 C -0.0775(2) 0.8782(2) 0.7144(2) 0.0342(6) Uani 1.000000 . .
B1 B 0.2249(2) 0.5912(3) 0.6828(2) 0.0255(6) Uani 1.000000 . .
C14 C 0.2967(3) 0.9845(3) 1.0058(3) 0.0527(9) Uani 0.926(2) . P
H14a H 0.3711(3) 0.9297(3) 0.9976(3) 0.0633(11) Uiso 0.926(2) R P
H14b H 0.2689(3) 0.9642(3) 1.0916(3) 0.0633(11) Uiso 0.926(2) R P
H9a H 0.455(2) 0.655(3) 0.704(2) 0.030(7) Uiso 1.000000 . .
H9b H 0.476(2) 0.553(2) 0.655(2) 0.032(7) Uiso 1.000000 . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C14 1.747(3) . ?
Cl1 C14 1.733(3) . ?
F003 C101 1.359(3) . ?
F126 C126 1.352(3) . ?
F112 C112 1.363(3) . ?
F116 C116 1.363(3) . ?
F105 C105 1.348(3) . ?
F122 C122 1.361(3) . ?
F102 C102 1.340(3) . ?
F113 C113 1.356(3) . ?
F125 C125 1.345(3) . ?
F114 C114 1.342(3) . ?
F104 C104 1.349(3) . ?
F115 C115 1.352(3) . ?
F103 C103 1.336(3) . ?
F124 C124 1.344(3) . ?
F123 C123 1.346(3) . ?
N1 C8 1.418(3) . ?
N1 C9 1.477(3) . ?
N1 C1 1.306(3) . ?
C8 C7 1.379(3) . ?
C8 C3 1.374(3) . ?
C7 C11 1.471(3) . ?
C7 C6 1.400(3) . ?
C3 C4 1.390(3) . ?
C3 C2 1.506(3) . ?
C11 C10 1.354(3) . ?
C11 C12 1.509(3) . ?
C106 C101 1.394(3) . ?
C106 C105 1.389(3) . ?
C106 B1 1.672(4) . ?
C101 C102 1.374(3) . ?
C105 C104 1.382(3) . ?
C126 C121 1.388(3) . ?
C126 C125 1.384(3) . ?
C102 C103 1.386(3) . ?
C9 C10 1.518(3) . ?
C9 H9a 1.00(3) . ?
C9 H9b 0.97(3) . ?
C121 C122 1.391(3) . ?
C121 B1 1.664(4) . ?
C1 C2 1.495(3) . ?
C1 C13 1.477(3) . ?
C10 B1 1.651(4) . ?
C111 C116 1.387(3) . ?
C111 C112 1.398(3) . ?
C111 B1 1.662(4) . ?
C116 C115 1.375(4) . ?
C112 C113 1.364(3) . ?
C114 C113 1.374(3) . ?
C114 C115 1.375(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(4) . ?
C103 C104 1.370(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.394(3) . ?
C122 C123 1.379(3) . ?
C12 H12a 0.9800 . ?
C12 H12b 0.9800 . ?
C12 H12c 0.9800 . ?
C125 C124 1.375(4) . ?
C2 H2a 0.9900 . ?
C2 H2b 0.9900 . ?
C123 C124 1.372(4) . ?
C5 H5 0.9500 . ?
C13 H13a 0.9800 . ?
C13 H13b 0.9800 . ?
C13 H13c 0.9800 . ?
C14 H14a 0.9900 . ?
C14 H14b 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C8 120.02(18) . . ?
C1 N1 C8 111.02(19) . . ?
C1 N1 C9 128.9(2) . . ?
C7 C8 N1 122.8(2) . . ?
C3 C8 N1 109.50(19) . . ?
C3 C8 C7 127.7(2) . . ?
C11 C7 C8 118.9(2) . . ?
C6 C7 C8 113.3(2) . . ?
C6 C7 C11 127.7(2) . . ?
C4 C3 C8 117.9(2) . . ?
C2 C3 C8 107.0(2) . . ?
C2 C3 C4 135.1(2) . . ?
C10 C11 C7 121.4(2) . . ?
C12 C11 C7 115.5(2) . . ?
C12 C11 C10 123.1(2) . . ?
C105 C106 C101 112.4(2) . . ?
B1 C106 C101 119.7(2) . . ?
B1 C106 C105 127.6(2) . . ?
C106 C101 F003 119.5(2) . . ?
C102 C101 F003 115.0(2) . . ?
C102 C101 C106 125.5(2) . . ?
C106 C105 F105 121.3(2) . . ?
C104 C105 F105 114.3(2) . . ?
C104 C105 C106 124.4(2) . . ?
C121 C126 F126 121.1(2) . . ?
C125 C126 F126 114.5(2) . . ?
C125 C126 C121 124.4(2) . . ?
C101 C102 F102 121.2(2) . . ?
C103 C102 F102 119.7(2) . . ?
C103 C102 C101 119.0(2) . . ?
C10 C9 N1 115.50(19) . . ?
H9a C9 N1 107.8(14) . . ?
H9a C9 C10 108.9(14) . . ?
H9b C9 N1 108.4(15) . . ?
H9b C9 C10 110.1(14) . . ?
H9b C9 H9a 106(2) . . ?
C122 C121 C126 112.7(2) . . ?
B1 C121 C126 127.1(2) . . ?
B1 C121 C122 119.4(2) . . ?
C2 C1 N1 109.5(2) . . ?
C13 C1 N1 123.3(2) . . ?
C13 C1 C2 127.1(2) . . ?
C9 C10 C11 121.1(2) . . ?
B1 C10 C11 123.5(2) . . ?
B1 C10 C9 115.02(19) . . ?
C112 C111 C116 111.5(2) . . ?
B1 C111 C116 127.9(2) . . ?
B1 C111 C112 120.5(2) . . ?
C111 C116 F116 120.3(2) . . ?
C115 C116 F116 114.6(2) . . ?
C115 C116 C111 125.1(2) . . ?
C111 C112 F112 118.9(2) . . ?
C113 C112 F112 115.7(2) . . ?
C113 C112 C111 125.4(2) . . ?
C113 C114 F114 121.4(2) . . ?
C115 C114 F114 120.9(2) . . ?
C115 C114 C113 117.7(2) . . ?
H4 C4 C3 121.36(15) . . ?
C5 C4 C3 117.3(2) . . ?
C5 C4 H4 121.36(14) . . ?
C102 C103 F103 120.5(2) . . ?
C104 C103 F103 121.0(2) . . ?
C104 C103 C102 118.5(2) . . ?
H6 C6 C7 119.31(14) . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6 119.31(14) . . ?
C121 C122 F122 119.1(2) . . ?
C123 C122 F122 115.8(2) . . ?
C123 C122 C121 125.1(2) . . ?
C112 C113 F113 120.7(2) . . ?
C114 C113 F113 119.2(2) . . ?
C114 C113 C112 120.1(2) . . ?
C116 C115 F115 120.7(2) . . ?
C114 C115 F115 119.2(2) . . ?
C114 C115 C116 120.1(2) . . ?
H12a C12 C11 109.5 . . ?
H12b C12 C11 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C11 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C126 C125 F125 120.9(2) . . ?
C124 C125 F125 119.5(2) . . ?
C124 C125 C126 119.6(2) . . ?
C1 C2 C3 102.82(19) . . ?
H2a C2 C3 111.20(13) . . ?
H2a C2 C1 111.20(13) . . ?
H2b C2 C3 111.20(13) . . ?
H2b C2 C1 111.20(12) . . ?
H2b C2 H2a 109.1 . . ?
C105 C104 F104 120.0(2) . . ?
C103 C104 F104 119.8(2) . . ?
C103 C104 C105 120.2(2) . . ?
C122 C123 F123 121.4(2) . . ?
C124 C123 F123 119.5(2) . . ?
C124 C123 C122 119.1(2) . . ?
C6 C5 C4 122.4(2) . . ?
H5 C5 C4 118.79(14) . . ?
H5 C5 C6 118.79(14) . . ?
H13a C13 C1 109.5 . . ?
H13b C13 C1 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 C1 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
C125 C124 F124 120.4(2) . . ?
C123 C124 F124 120.5(2) . . ?
C123 C124 C125 119.1(2) . . ?
C121 B1 C106 99.84(19) . . ?
C10 B1 C106 111.16(18) . . ?
C10 B1 C121 116.3(2) . . ?
C111 B1 C106 112.60(19) . . ?
C111 B1 C121 113.62(18) . . ?
C111 B1 C10 103.65(19) . . ?
Cl1 C14 Cl2 113.24(19) . . ?
H14a C14 Cl2 108.93(13) . . ?
H14a C14 Cl1 108.93(12) . . ?
H14b C14 Cl2 108.93(12) . . ?
H14b C14 Cl1 108.93(13) . . ?
H14b C14 H14a 107.7 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_123456u
_database_code_depnum_ccdc_archive 'CCDC 2265177'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2023-07-28 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-07-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H12 B F15 N, C10 H22 N'
_chemical_formula_sum            'C41 H34 B F15 N2'
_chemical_formula_weight         850.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   17.8727(12)
_cell_length_b                   12.5536(8)
_cell_length_c                   18.2517(11)
_cell_angle_alpha                90
_cell_angle_beta                 110.948(3)
_cell_angle_gamma                90
_cell_volume                     3824.4(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3651
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      20.09
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.5624
_exptl_absorpt_correction_T_min  0.4865
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1141 before and 0.0884 after correction. The Ratio of minimum to maximum transmission is 0.8650. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1434
_diffrn_reflns_av_unetI/netI     0.1673
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29815
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.404
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_temperature      190.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3328
_reflns_number_total             7723
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     539
_refine_ls_number_reflns         7723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1926
_refine_ls_R_factor_gt           0.0619
_refine_ls_restrained_S_all      0.963
_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)+(0.0474P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1163
_refine_ls_wR_factor_ref         0.1564
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2A)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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
B1 B 0.2408(3) 0.6008(3) 0.5502(2) 0.0354(11) Uani 1 1 d . . . . .
C1 C 0.3850(3) 0.2808(4) 0.7249(2) 0.0580(13) Uani 1 1 d . . . . .
C2 C 0.3557(4) 0.2017(4) 0.7584(3) 0.0717(15) Uani 1 1 d . . . . .
H2 H 0.3866 0.1488 0.7934 0.086 Uiso 1 1 calc R U . . .
C3 C 0.2706(3) 0.2120(3) 0.7320(2) 0.0561(13) Uani 1 1 d . . . . .
C4 C 0.2060(4) 0.1592(3) 0.7425(3) 0.0655(15) Uani 1 1 d . . . . .
H4 H 0.2147 0.0986 0.7756 0.079 Uiso 1 1 calc R U . . .
C5 C 0.1298(4) 0.1970(3) 0.7037(3) 0.0681(15) Uani 1 1 d . . . . .
H5 H 0.0858 0.1592 0.7085 0.082 Uiso 1 1 calc R U . . .
C6 C 0.1144(3) 0.2893(3) 0.6572(2) 0.0518(12) Uani 1 1 d . . . . .
H6 H 0.0610 0.3139 0.6327 0.062 Uiso 1 1 calc R U . . .
C7 C 0.1774(3) 0.3448(3) 0.6470(2) 0.0401(10) Uani 1 1 d . . . . .
C8 C 0.2526(3) 0.3014(3) 0.6837(2) 0.0439(11) Uani 1 1 d . . . . .
C9 C 0.3165(2) 0.4205(3) 0.6185(2) 0.0403(10) Uani 1 1 d . . . . .
H9A H 0.3218 0.3826 0.5731 0.048 Uiso 1 1 calc R U . . .
H9B H 0.3621 0.4706 0.6387 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2385(2) 0.4840(3) 0.59097(19) 0.0331(9) Uani 1 1 d . . . . .
C11 C 0.1745(2) 0.4463(3) 0.6055(2) 0.0368(9) Uani 1 1 d . . . . .
C12 C 0.0955(2) 0.5044(3) 0.5828(2) 0.0473(11) Uani 1 1 d . . . . .
H12A H 0.0857 0.5254 0.6303 0.071 Uiso 1 1 calc R U . . .
H12B H 0.0523 0.4574 0.5510 0.071 Uiso 1 1 calc R U . . .
H12C H 0.0973 0.5680 0.5524 0.071 Uiso 1 1 calc R U . . .
C13 C 0.4680(3) 0.3055(4) 0.7306(3) 0.0852(17) Uani 1 1 d . . . . .
H13A H 0.4718 0.3003 0.6784 0.128 Uiso 1 1 calc R U . . .
H13B H 0.5051 0.2546 0.7661 0.128 Uiso 1 1 calc R U . . .
H13C H 0.4820 0.3779 0.7509 0.128 Uiso 1 1 calc R U . . .
C101 C 0.1736(2) 0.7615(3) 0.6093(2) 0.0353(9) Uani 1 1 d . . . . .
C102 C 0.1738(2) 0.8326(3) 0.6667(2) 0.0380(10) Uani 1 1 d . . . . .
C103 C 0.2351(3) 0.8315(3) 0.7376(2) 0.0419(10) Uani 1 1 d . . . . .
C104 C 0.2951(2) 0.7579(3) 0.7498(2) 0.0393(10) Uani 1 1 d . . . . .
C105 C 0.2931(2) 0.6901(3) 0.6900(2) 0.0355(9) Uani 1 1 d . . . . .
C106 C 0.2336(2) 0.6884(3) 0.6159(2) 0.0322(9) Uani 1 1 d . . . . .
C111 C 0.3243(2) 0.6182(3) 0.5312(2) 0.0324(9) Uani 1 1 d . . . . .
C112 C 0.3769(2) 0.7037(3) 0.5527(2) 0.0381(10) Uani 1 1 d . . . . .
C113 C 0.4407(2) 0.7191(3) 0.5279(2) 0.0468(11) Uani 1 1 d . . . . .
C114 C 0.4545(2) 0.6475(4) 0.4784(2) 0.0499(11) Uani 1 1 d . . . . .
C115 C 0.4050(3) 0.5632(3) 0.4529(2) 0.0477(11) Uani 1 1 d . . . . .
C116 C 0.3418(2) 0.5503(3) 0.4793(2) 0.0394(10) Uani 1 1 d . . . . .
C121 C 0.1725(2) 0.6194(3) 0.4611(2) 0.0312(9) Uani 1 1 d . . . . .
C122 C 0.1229(2) 0.5449(3) 0.4106(2) 0.0339(9) Uani 1 1 d . . . . .
C123 C 0.0719(2) 0.5663(3) 0.3353(2) 0.0361(9) Uani 1 1 d . . . . .
C124 C 0.0683(2) 0.6656(3) 0.3043(2) 0.0385(10) Uani 1 1 d . . . . .
C125 C 0.1176(2) 0.7428(3) 0.3496(2) 0.0342(9) Uani 1 1 d . . . . .
C126 C 0.1674(2) 0.7177(3) 0.4240(2) 0.0328(9) Uani 1 1 d . . . . .
F102 F 0.10879(12) 0.76846(15) 0.54160(12) 0.0464(6) Uani 1 1 d . . . . .
F103 F 0.11436(14) 0.90445(17) 0.65350(13) 0.0568(7) Uani 1 1 d . . . . .
F104 F 0.23748(14) 0.90009(17) 0.79504(12) 0.0586(7) Uani 1 1 d . . . . .
F105 F 0.35710(14) 0.75511(17) 0.81957(12) 0.0577(7) Uani 1 1 d . . . . .
F106 F 0.35630(13) 0.62260(16) 0.70685(11) 0.0478(6) Uani 1 1 d . . . . .
F112 F 0.36724(12) 0.78192(16) 0.60017(12) 0.0464(6) Uani 1 1 d . . . . .
F113 F 0.48758(14) 0.80642(19) 0.55204(14) 0.0668(7) Uani 1 1 d . . . . .
F114 F 0.51668(14) 0.6625(2) 0.45365(14) 0.0750(8) Uani 1 1 d . . . . .
F115 F 0.41608(15) 0.49359(19) 0.40147(13) 0.0685(7) Uani 1 1 d . . . . .
F116 F 0.29263(13) 0.46627(16) 0.44863(11) 0.0482(6) Uani 1 1 d . . . . .
F122 F 0.12206(13) 0.44296(15) 0.43406(11) 0.0484(6) Uani 1 1 d . . . . .
F123 F 0.02534(13) 0.48802(16) 0.29077(12) 0.0520(6) Uani 1 1 d . . . . .
F124 F 0.01843(13) 0.68850(16) 0.23136(12) 0.0509(6) Uani 1 1 d . . . . .
F125 F 0.11756(13) 0.84168(16) 0.31994(12) 0.0519(6) Uani 1 1 d . . . . .
F126 F 0.21582(12) 0.79995(14) 0.46423(11) 0.0402(5) Uani 1 1 d . . . . .
N1 N 0.3212(2) 0.3433(2) 0.67943(17) 0.0437(8) Uani 1 1 d . . . . .
C20 C 0.1703(3) 1.0843(3) 0.4733(2) 0.0514(12) Uani 1 1 d . . . . .
C21 C 0.2239(3) 1.0452(4) 0.5532(3) 0.0737(15) Uani 1 1 d . . . . .
H21A H 0.2038 1.0743 0.5932 0.088 Uiso 1 1 calc R U . . .
H21B H 0.2198 0.9666 0.5544 0.088 Uiso 1 1 calc R U . . .
C22 C 0.3109(4) 1.0749(4) 0.5757(3) 0.0872(17) Uani 1 1 d . . . . .
H22A H 0.3419 1.0464 0.6285 0.105 Uiso 1 1 calc R U . . .
H22B H 0.3166 1.1534 0.5775 0.105 Uiso 1 1 calc R U . . .
C23 C 0.3430(3) 1.0294(4) 0.5161(3) 0.0721(14) Uani 1 1 d . . . . .
H23A H 0.4004 1.0483 0.5317 0.086 Uiso 1 1 calc R U . . .
H23B H 0.3392 0.9508 0.5168 0.086 Uiso 1 1 calc R U . . .
C24 C 0.2994(2) 1.0683(3) 0.4334(2) 0.0540(12) Uani 1 1 d . . . . .
C25 C 0.3249(3) 1.0029(4) 0.3758(3) 0.0927(18) Uani 1 1 d . . . . .
H25A H 0.3062 0.9294 0.3750 0.139 Uiso 1 1 calc R U . . .
H25B H 0.3835 1.0036 0.3923 0.139 Uiso 1 1 calc R U . . .
H25C H 0.3015 1.0339 0.3232 0.139 Uiso 1 1 calc R U . . .
C26 C 0.3153(3) 1.1875(3) 0.4253(3) 0.0745(15) Uani 1 1 d . . . . .
H26A H 0.2791 1.2136 0.3744 0.112 Uiso 1 1 calc R U . . .
H26B H 0.3709 1.1973 0.4290 0.112 Uiso 1 1 calc R U . . .
H26C H 0.3061 1.2274 0.4674 0.112 Uiso 1 1 calc R U . . .
C27 C 0.1572(3) 1.2037(3) 0.4694(3) 0.0798(16) Uani 1 1 d . . . . .
H27A H 0.2091 1.2400 0.4907 0.120 Uiso 1 1 calc R U . . .
H27B H 0.1242 1.2232 0.5002 0.120 Uiso 1 1 calc R U . . .
H27C H 0.1298 1.2252 0.4147 0.120 Uiso 1 1 calc R U . . .
C28 C 0.0890(3) 1.0269(3) 0.4511(3) 0.0793(16) Uani 1 1 d . . . . .
H28A H 0.0515 1.0570 0.4022 0.119 Uiso 1 1 calc R U . . .
H28B H 0.0675 1.0364 0.4931 0.119 Uiso 1 1 calc R U . . .
H28C H 0.0963 0.9508 0.4438 0.119 Uiso 1 1 calc R U . . .
C29 C 0.1597(3) 1.0764(3) 0.3307(2) 0.0572(12) Uani 1 1 d . . . . .
H29A H 0.1645 1.1532 0.3237 0.086 Uiso 1 1 calc R U . . .
H29B H 0.1035 1.0583 0.3201 0.086 Uiso 1 1 calc R U . . .
H29C H 0.1789 1.0376 0.2943 0.086 Uiso 1 1 calc R U . . .
N2 N 0.20906(18) 1.0462(2) 0.41317(16) 0.0379(8) Uani 1 1 d . . . . .
H2A H 0.2052 0.9667 0.4138 0.045 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C10 1.652(5) . ?
B1 C106 1.667(5) . ?
B1 C111 1.663(5) . ?
B1 C121 1.664(5) . ?
C1 C2 1.366(6) . ?
C1 C13 1.483(6) . ?
C1 N1 1.388(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.426(6) . ?
C3 C4 1.404(6) . ?
C3 C8 1.392(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.375(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.403(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(5) . ?
C7 C8 1.380(5) . ?
C7 C11 1.474(5) . ?
C8 N1 1.362(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.526(5) . ?
C9 N1 1.454(4) . ?
C10 C11 1.350(5) . ?
C11 C12 1.508(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C101 C102 1.376(5) . ?
C101 C106 1.383(5) . ?
C101 F102 1.361(4) . ?
C102 C103 1.363(5) . ?
C102 F103 1.348(4) . ?
C103 C104 1.371(5) . ?
C103 F104 1.346(4) . ?
C104 C105 1.374(5) . ?
C104 F105 1.357(4) . ?
C105 C106 1.390(5) . ?
C105 F106 1.357(4) . ?
C111 C112 1.387(5) . ?
C111 C116 1.391(5) . ?
C112 C113 1.383(5) . ?
C112 F112 1.360(4) . ?
C113 C114 1.358(5) . ?
C113 F113 1.354(4) . ?
C114 C115 1.351(5) . ?
C114 F114 1.355(4) . ?
C115 C116 1.386(5) . ?
C115 F115 1.348(4) . ?
C116 F116 1.359(4) . ?
C121 C122 1.387(5) . ?
C121 C126 1.394(5) . ?
C122 C123 1.377(5) . ?
C122 F122 1.351(4) . ?
C123 C124 1.361(5) . ?
C123 F123 1.355(4) . ?
C124 C125 1.371(5) . ?
C124 F124 1.342(4) . ?
C125 C126 1.367(5) . ?
C125 F125 1.354(4) . ?
C126 F126 1.379(4) . ?
C20 C21 1.512(6) . ?
C20 C27 1.515(5) . ?
C20 C28 1.540(6) . ?
C20 N2 1.568(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.507(6) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.513(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.510(6) . ?
C24 C25 1.526(5) . ?
C24 C26 1.540(5) . ?
C24 N2 1.548(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 N2 1.496(4) . ?
N2 H2A 1.0000 . ?

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
C10 B1 C106 103.9(3) . . ?
C10 B1 C111 112.3(3) . . ?
C10 B1 C121 116.0(3) . . ?
C111 B1 C106 111.6(3) . . ?
C111 B1 C121 100.3(3) . . ?
C121 B1 C106 113.1(3) . . ?
C2 C1 C13 130.9(4) . . ?
C2 C1 N1 108.3(4) . . ?
N1 C1 C13 120.8(4) . . ?
C1 C2 H2 125.8 . . ?
C1 C2 C3 108.4(4) . . ?
C3 C2 H2 125.8 . . ?
C4 C3 C2 137.8(5) . . ?
C8 C3 C2 105.4(4) . . ?
C8 C3 C4 116.8(5) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.6(4) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 118.6 . . ?
C4 C5 C6 122.7(4) . . ?
C6 C5 H5 118.6 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.0(4) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C11 128.3(4) . . ?
C8 C7 C6 115.5(4) . . ?
C8 C7 C11 116.1(3) . . ?
C7 C8 C3 126.2(4) . . ?
N1 C8 C3 109.7(4) . . ?
N1 C8 C7 124.1(4) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
N1 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
N1 C9 C10 113.4(3) . . ?
C9 C10 B1 116.5(3) . . ?
C11 C10 B1 124.0(3) . . ?
C11 C10 C9 119.4(3) . . ?
C7 C11 C12 114.7(3) . . ?
C10 C11 C7 121.8(3) . . ?
C10 C11 C12 123.5(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C13 H13A 109.5 . . ?
C1 C13 H13B 109.5 . . ?
C1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C102 C101 C106 125.0(4) . . ?
F102 C101 C102 114.8(3) . . ?
F102 C101 C106 120.3(3) . . ?
C103 C102 C101 119.9(4) . . ?
F103 C102 C101 120.7(4) . . ?
F103 C102 C103 119.4(3) . . ?
C102 C103 C104 118.5(3) . . ?
F104 C103 C102 121.6(4) . . ?
F104 C103 C104 119.9(4) . . ?
C103 C104 C105 119.4(4) . . ?
F105 C104 C103 120.0(3) . . ?
F105 C104 C105 120.6(4) . . ?
C104 C105 C106 125.1(4) . . ?
F106 C105 C104 115.1(3) . . ?
F106 C105 C106 119.7(3) . . ?
C101 C106 B1 129.2(3) . . ?
C101 C106 C105 112.0(3) . . ?
C105 C106 B1 118.8(3) . . ?
C112 C111 B1 127.6(3) . . ?
C112 C111 C116 111.8(3) . . ?
C116 C111 B1 119.9(3) . . ?
C113 C112 C111 124.8(4) . . ?
F112 C112 C111 120.8(3) . . ?
F112 C112 C113 114.5(3) . . ?
C114 C113 C112 119.5(4) . . ?
F113 C113 C112 119.6(4) . . ?
F113 C113 C114 120.9(4) . . ?
C115 C114 C113 119.7(4) . . ?
C115 C114 F114 120.5(4) . . ?
F114 C114 C113 119.7(4) . . ?
C114 C115 C116 119.1(4) . . ?
F115 C115 C114 120.5(4) . . ?
F115 C115 C116 120.5(4) . . ?
C115 C116 C111 125.1(4) . . ?
F116 C116 C111 119.1(3) . . ?
F116 C116 C115 115.8(3) . . ?
C122 C121 B1 128.7(3) . . ?
C122 C121 C126 111.0(3) . . ?
C126 C121 B1 119.8(3) . . ?
C123 C122 C121 124.7(3) . . ?
F122 C122 C121 120.3(3) . . ?
F122 C122 C123 115.0(3) . . ?
C124 C123 C122 120.7(3) . . ?
F123 C123 C122 120.2(3) . . ?
F123 C123 C124 119.1(3) . . ?
C123 C124 C125 118.1(3) . . ?
F124 C124 C123 121.7(3) . . ?
F124 C124 C125 120.2(3) . . ?
C126 C125 C124 119.1(3) . . ?
F125 C125 C124 119.9(3) . . ?
F125 C125 C126 121.0(3) . . ?
C125 C126 C121 126.3(3) . . ?
C125 C126 F126 114.7(3) . . ?
F126 C126 C121 119.0(3) . . ?
C1 N1 C9 130.1(4) . . ?
C8 N1 C1 108.2(4) . . ?
C8 N1 C9 119.6(3) . . ?
C21 C20 C27 113.6(4) . . ?
C21 C20 C28 108.4(4) . . ?
C21 C20 N2 106.8(3) . . ?
C27 C20 C28 109.6(4) . . ?
C27 C20 N2 111.6(3) . . ?
C28 C20 N2 106.5(3) . . ?
C20 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 C20 114.8(4) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
C21 C22 H22A 109.8 . . ?
C21 C22 H22B 109.8 . . ?
C21 C22 C23 109.3(4) . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 113.9(4) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C23 C24 C25 109.9(4) . . ?
C23 C24 C26 111.3(4) . . ?
C23 C24 N2 107.6(3) . . ?
C25 C24 C26 110.2(4) . . ?
C25 C24 N2 106.4(3) . . ?
C26 C24 N2 111.4(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C20 C27 H27A 109.5 . . ?
C20 C27 H27B 109.5 . . ?
C20 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C20 C28 H28A 109.5 . . ?
C20 C28 H28B 109.5 . . ?
C20 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N2 C29 H29A 109.5 . . ?
N2 C29 H29B 109.5 . . ?
N2 C29 H29C 109.5 . . ?
C20 N2 H2A 104.3 . . ?
C24 N2 C20 117.6(3) . . ?
C24 N2 H2A 104.3 . . ?
C29 N2 C20 112.2(3) . . ?
C29 N2 C24 112.6(3) . . ?
C29 N2 H2A 104.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
B1 C10 C11 C7 -175.7(3) . . . . ?
B1 C10 C11 C12 2.8(5) . . . . ?
B1 C111 C112 C113 -172.6(4) . . . . ?
B1 C111 C112 F112 5.9(6) . . . . ?
B1 C111 C116 C115 173.2(3) . . . . ?
B1 C111 C116 F116 -4.2(5) . . . . ?
B1 C121 C122 C123 -175.1(3) . . . . ?
B1 C121 C122 F122 5.1(5) . . . . ?
B1 C121 C126 C125 176.2(3) . . . . ?
B1 C121 C126 F126 -4.3(5) . . . . ?
C1 C2 C3 C4 179.4(5) . . . . ?
C1 C2 C3 C8 -1.5(5) . . . . ?
C2 C1 N1 C8 -1.2(5) . . . . ?
C2 C1 N1 C9 -164.0(4) . . . . ?
C2 C3 C4 C5 -179.6(5) . . . . ?
C2 C3 C8 C7 -177.4(4) . . . . ?
C2 C3 C8 N1 0.7(4) . . . . ?
C3 C4 C5 C6 -3.3(7) . . . . ?
C3 C8 N1 C1 0.3(4) . . . . ?
C3 C8 N1 C9 165.2(3) . . . . ?
C4 C3 C8 C7 2.0(6) . . . . ?
C4 C3 C8 N1 -180.0(3) . . . . ?
C4 C5 C6 C7 1.9(6) . . . . ?
C5 C6 C7 C8 1.2(5) . . . . ?
C5 C6 C7 C11 -175.4(4) . . . . ?
C6 C7 C8 C3 -3.3(6) . . . . ?
C6 C7 C8 N1 178.9(3) . . . . ?
C6 C7 C11 C10 -170.9(4) . . . . ?
C6 C7 C11 C12 10.5(5) . . . . ?
C7 C8 N1 C1 178.4(4) . . . . ?
C7 C8 N1 C9 -16.7(5) . . . . ?
C8 C3 C4 C5 1.4(6) . . . . ?
C8 C7 C11 C10 12.5(5) . . . . ?
C8 C7 C11 C12 -166.2(3) . . . . ?
C9 C10 C11 C7 -0.3(5) . . . . ?
C9 C10 C11 C12 178.2(3) . . . . ?
C10 B1 C106 C101 -116.3(4) . . . . ?
C10 B1 C106 C105 61.4(4) . . . . ?
C10 B1 C111 C112 -128.0(4) . . . . ?
C10 B1 C111 C116 61.9(4) . . . . ?
C10 B1 C121 C122 -12.3(5) . . . . ?
C10 B1 C121 C126 176.7(3) . . . . ?
C10 C9 N1 C1 -171.6(4) . . . . ?
C10 C9 N1 C8 27.2(4) . . . . ?
C11 C7 C8 C3 173.8(3) . . . . ?
C11 C7 C8 N1 -4.0(5) . . . . ?
C13 C1 C2 C3 -178.3(4) . . . . ?
C13 C1 N1 C8 178.7(4) . . . . ?
C13 C1 N1 C9 15.9(6) . . . . ?
C101 C102 C103 C104 -0.6(5) . . . . ?
C101 C102 C103 F104 179.7(3) . . . . ?
C102 C101 C106 B1 -178.6(3) . . . . ?
C102 C101 C106 C105 3.6(5) . . . . ?
C102 C103 C104 C105 2.0(5) . . . . ?
C102 C103 C104 F105 179.7(3) . . . . ?
C103 C104 C105 C106 -0.6(6) . . . . ?
C103 C104 C105 F106 177.9(3) . . . . ?
C104 C105 C106 B1 179.8(3) . . . . ?
C104 C105 C106 C101 -2.1(5) . . . . ?
C106 B1 C10 C9 -110.0(3) . . . . ?
C106 B1 C10 C11 65.5(4) . . . . ?
C106 B1 C111 C112 -11.7(5) . . . . ?
C106 B1 C111 C116 178.2(3) . . . . ?
C106 B1 C121 C122 -132.2(4) . . . . ?
C106 B1 C121 C126 56.8(4) . . . . ?
C106 C101 C102 C103 -2.4(6) . . . . ?
C106 C101 C102 F103 176.8(3) . . . . ?
C111 B1 C10 C9 10.9(4) . . . . ?
C111 B1 C10 C11 -173.7(3) . . . . ?
C111 B1 C106 C101 122.4(4) . . . . ?
C111 B1 C106 C105 -59.8(4) . . . . ?
C111 B1 C121 C122 108.8(4) . . . . ?
C111 B1 C121 C126 -62.2(4) . . . . ?
C111 C112 C113 C114 0.6(6) . . . . ?
C111 C112 C113 F113 179.2(3) . . . . ?
C112 C111 C116 C115 1.6(5) . . . . ?
C112 C111 C116 F116 -175.8(3) . . . . ?
C112 C113 C114 C115 1.1(6) . . . . ?
C112 C113 C114 F114 179.7(3) . . . . ?
C113 C114 C115 C116 -1.3(6) . . . . ?
C113 C114 C115 F115 177.5(3) . . . . ?
C114 C115 C116 C111 -0.2(6) . . . . ?
C114 C115 C116 F116 177.3(3) . . . . ?
C116 C111 C112 C113 -1.8(5) . . . . ?
C116 C111 C112 F112 176.7(3) . . . . ?
C121 B1 C10 C9 125.3(3) . . . . ?
C121 B1 C10 C11 -59.2(5) . . . . ?
C121 B1 C106 C101 10.3(5) . . . . ?
C121 B1 C106 C105 -172.0(3) . . . . ?
C121 B1 C111 C112 108.3(4) . . . . ?
C121 B1 C111 C116 -61.8(4) . . . . ?
C121 C122 C123 C124 1.4(6) . . . . ?
C121 C122 C123 F123 -179.5(3) . . . . ?
C122 C121 C126 C125 3.7(5) . . . . ?
C122 C121 C126 F126 -176.7(3) . . . . ?
C122 C123 C124 C125 0.9(6) . . . . ?
C122 C123 C124 F124 -179.3(3) . . . . ?
C123 C124 C125 C126 -0.8(5) . . . . ?
C123 C124 C125 F125 178.0(3) . . . . ?
C124 C125 C126 C121 -1.8(6) . . . . ?
C124 C125 C126 F126 178.7(3) . . . . ?
C126 C121 C122 C123 -3.5(5) . . . . ?
C126 C121 C122 F122 176.7(3) . . . . ?
F102 C101 C102 C103 178.8(3) . . . . ?
F102 C101 C102 F103 -2.0(5) . . . . ?
F102 C101 C106 B1 0.1(5) . . . . ?
F102 C101 C106 C105 -177.7(3) . . . . ?
F103 C102 C103 C104 -179.8(3) . . . . ?
F103 C102 C103 F104 0.5(5) . . . . ?
F104 C103 C104 C105 -178.3(3) . . . . ?
F104 C103 C104 F105 -0.6(5) . . . . ?
F105 C104 C105 C106 -178.2(3) . . . . ?
F105 C104 C105 F106 0.2(5) . . . . ?
F106 C105 C106 B1 1.4(5) . . . . ?
F106 C105 C106 C101 179.5(3) . . . . ?
F112 C112 C113 C114 -178.0(3) . . . . ?
F112 C112 C113 F113 0.6(5) . . . . ?
F113 C113 C114 C115 -177.5(4) . . . . ?
F113 C113 C114 F114 1.0(6) . . . . ?
F114 C114 C115 C116 -179.8(3) . . . . ?
F114 C114 C115 F115 -1.1(6) . . . . ?
F115 C115 C116 C111 -178.9(3) . . . . ?
F115 C115 C116 F116 -1.4(5) . . . . ?
F122 C122 C123 C124 -178.8(3) . . . . ?
F122 C122 C123 F123 0.3(5) . . . . ?
F123 C123 C124 C125 -178.1(3) . . . . ?
F123 C123 C124 F124 1.7(5) . . . . ?
F124 C124 C125 C126 179.4(3) . . . . ?
F124 C124 C125 F125 -1.8(5) . . . . ?
F125 C125 C126 C121 179.5(3) . . . . ?
F125 C125 C126 F126 -0.1(5) . . . . ?
N1 C1 C2 C3 1.7(5) . . . . ?
N1 C9 C10 B1 156.8(3) . . . . ?
N1 C9 C10 C11 -18.9(5) . . . . ?
C20 C21 C22 C23 -59.3(5) . . . . ?
C21 C20 N2 C24 -49.3(4) . . . . ?
C21 C20 N2 C29 177.8(3) . . . . ?
C21 C22 C23 C24 59.4(5) . . . . ?
C22 C23 C24 C25 -169.3(4) . . . . ?
C22 C23 C24 C26 68.4(5) . . . . ?
C22 C23 C24 N2 -53.9(5) . . . . ?
C23 C24 N2 C20 50.2(4) . . . . ?
C23 C24 N2 C29 -177.1(3) . . . . ?
C25 C24 N2 C20 167.9(3) . . . . ?
C25 C24 N2 C29 -59.4(4) . . . . ?
C26 C24 N2 C20 -72.0(4) . . . . ?
C26 C24 N2 C29 60.7(4) . . . . ?
C27 C20 C21 C22 -70.8(5) . . . . ?
C27 C20 N2 C24 75.5(5) . . . . ?
C27 C20 N2 C29 -57.4(4) . . . . ?
C28 C20 C21 C22 167.1(4) . . . . ?
C28 C20 N2 C24 -165.0(3) . . . . ?
C28 C20 N2 C29 62.1(4) . . . . ?
N2 C20 C21 C22 52.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1234
_database_code_depnum_ccdc_archive 'CCDC 2265180'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2023-07-09 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-06-18
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.04.26 svn.r751481ca for OlexSys, GUI svn.r6697)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H15 B F15 N, 0.66[C6H14]'
_chemical_formula_sum            'C39.96 H24.24 B1 F15 N1'
_chemical_formula_weight         814.205
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00156 0.00068 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   11.025(2)
_cell_length_b                   12.418(3)
_cell_length_c                   13.411(3)
_cell_angle_alpha                84.392(7)
_cell_angle_beta                 82.602(6)
_cell_angle_gamma                67.882(6)
_cell_volume                     1684.5(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5968
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      22.23
_cell_measurement_theta_min      2.28
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7110
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1251 before and 0.0481 after correction. The Ratio of minimum to maximum transmission is 0.9530. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_description       block
_exptl_crystal_F_000             822.830
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_unetI/netI     0.1047
_diffrn_reflns_Laue_measured_fraction_full 0.9741
_diffrn_reflns_Laue_measured_fraction_max 0.9741
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43304
_diffrn_reflns_point_group_measured_fraction_full 0.9741
_diffrn_reflns_point_group_measured_fraction_max 0.9741
_diffrn_reflns_theta_full        25.0225
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.13
_diffrn_ambient_temperature      300.40
_diffrn_measured_fraction_theta_full 0.9741
_diffrn_measured_fraction_theta_max 0.9741
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -12
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3438
_reflns_number_total             5800
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.4470
_refine_diff_density_min         -0.4478
_refine_diff_density_rms         0.0708
_refine_ls_d_res_high            0.8402
_refine_ls_d_res_low             9.5598
_refine_ls_extinction_coef       0.0075(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0365
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     482
_refine_ls_number_reflns         5800
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.0365
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0480P)²+0.3395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1187
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed X: C9(0.77279) C26(0.8468)
 Fixed Y: C9(0.54787) C26(0.28454)
 Fixed Z: C9(0.6976) C26(0.78057)
3.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C4(H4), C22(H22), C26(H26), C23(H23), C25(H25), C24(H24)
3.c Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c)
;
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_refinement_flags_posn
F102 F 0.52891(14) 0.54536(12) 0.62386(11) 0.0549(4) Uani 1.000000 .
F126 F 0.58273(15) 0.73174(14) 0.47977(11) 0.0640(5) Uani 1.000000 .
F106 F 0.43522(16) 0.72644(15) 0.93515(12) 0.0684(5) Uani 1.000000 .
F112 F 0.70279(16) 0.68263(16) 0.88422(13) 0.0717(5) Uani 1.000000 .
F103 F 0.42987(17) 0.39136(14) 0.70862(14) 0.0749(5) Uani 1.000000 .
F125 F 0.38555(18) 0.82243(16) 0.36630(13) 0.0814(5) Uani 1.000000 .
F105 F 0.33582(18) 0.57230(17) 1.01534(13) 0.0819(5) Uani 1.000000 .
F122 F 0.28374(16) 0.86980(16) 0.76633(13) 0.0818(6) Uani 1.000000 .
F124 F 0.13678(17) 0.93428(16) 0.44721(15) 0.0846(6) Uani 1.000000 .
F116 F 0.4301(2) 1.00955(15) 0.70004(16) 0.0919(6) Uani 1.000000 .
F104 F 0.33467(19) 0.39929(16) 0.90522(15) 0.0892(6) Uani 1.000000 .
N1 N 0.91851(19) 0.49021(17) 0.67881(15) 0.0424(5) Uani 1.000000 .
F113 F 0.7437(2) 0.8250(2) 1.00086(18) 0.1112(8) Uani 1.000000 .
F123 F 0.08881(18) 0.9584(2) 0.64910(17) 0.1125(8) Uani 1.000000 .
F115 F 0.4707(3) 1.14751(17) 0.81759(18) 0.1317(10) Uani 1.000000 .
C10 C 0.7108(2) 0.6730(2) 0.66575(18) 0.0419(6) Uani 1.000000 .
C8 C 0.9866(2) 0.5549(2) 0.62053(19) 0.0438(6) Uani 1.000000 .
F114 F 0.6346(3) 1.0589(2) 0.96629(18) 0.1333(11) Uani 1.000000 .
C9 C 0.772790 0.547870 0.697600 0.0444(6) Uani 1.000000 .
C101 C 0.4956(2) 0.6427(2) 0.77534(19) 0.0435(6) Uani 1.000000 .
C102 C 0.4853(2) 0.5551(2) 0.72366(19) 0.0448(6) Uani 1.000000 .
C7 C 0.9251(3) 0.6686(2) 0.58365(19) 0.0462(6) Uani 1.000000 .
C121 C 0.4454(2) 0.7979(2) 0.6307(2) 0.0473(7) Uani 1.000000 .
C11 C 0.7829(2) 0.7287(2) 0.60982(19) 0.0462(6) Uani 1.000000 .
C1 C 1.0005(2) 0.3861(2) 0.70649(19) 0.0458(6) Uani 1.000000 .
C3 C 1.1192(3) 0.4893(2) 0.6097(2) 0.0504(7) Uani 1.000000 .
C126 C 0.4622(3) 0.7890(2) 0.5272(2) 0.0496(7) Uani 1.000000 .
C106 C 0.4413(3) 0.6435(2) 0.8742(2) 0.0499(7) Uani 1.000000 .
C2 C 1.1387(2) 0.3751(2) 0.6667(2) 0.0528(7) Uani 1.000000 .
H2a H 1.1928(2) 0.3637(2) 0.7212(2) 0.0633(8) Uiso 1.000000 R
H2b H 1.1792(2) 0.3108(2) 0.6227(2) 0.0633(8) Uiso 1.000000 R
C21 C 0.9687(3) 0.2937(2) 0.7647(2) 0.0503(7) Uani 1.000000 .
C103 C 0.4340(3) 0.4738(2) 0.7649(2) 0.0535(7) Uani 1.000000 .
C125 C 0.3613(3) 0.8345(2) 0.4659(2) 0.0546(7) Uani 1.000000 .
C111 C 0.5628(3) 0.8364(2) 0.7864(2) 0.0520(7) Uani 1.000000 .
C6 C 1.0124(3) 0.7145(2) 0.5281(2) 0.0575(7) Uani 1.000000 .
H6 H 0.9801(3) 0.7901(2) 0.5000(2) 0.0690(9) Uiso 1.000000 R
C112 C 0.6424(3) 0.7984(3) 0.8639(2) 0.0604(8) Uani 1.000000 .
C105 C 0.3862(3) 0.5644(3) 0.9181(2) 0.0562(7) Uani 1.000000 .
C124 C 0.2357(3) 0.8912(2) 0.5070(3) 0.0610(8) Uani 1.000000 .
C5 C 1.1468(3) 0.6496(3) 0.5141(2) 0.0627(8) Uani 1.000000 .
H5 H 1.2011(3) 0.6833(3) 0.4757(2) 0.0752(10) Uiso 1.000000 R
C12 C 0.7268(3) 0.8545(2) 0.5743(2) 0.0579(8) Uani 1.000000 .
H12a H 0.6327(3) 0.8832(5) 0.5876(12) 0.0868(11) Uiso 1.000000 GR
H12b H 0.7613(14) 0.8988(3) 0.6093(10) 0.0868(11) Uiso 1.000000 GR
H12c H 0.7504(15) 0.8621(3) 0.5033(3) 0.0868(11) Uiso 1.000000 GR
C4 C 1.2028(3) 0.5377(3) 0.5545(2) 0.0598(8) Uani 1.000000 .
H4 H 1.2930(3) 0.4965(3) 0.5451(2) 0.0717(9) Uiso 1.000000 R
C116 C 0.5077(3) 0.9559(3) 0.7741(3) 0.0695(9) Uani 1.000000 .
C104 C 0.3850(3) 0.4782(3) 0.8634(2) 0.0592(8) Uani 1.000000 .
C122 C 0.3149(3) 0.8558(2) 0.6663(2) 0.0587(8) Uani 1.000000 .
C123 C 0.2118(3) 0.9028(3) 0.6080(3) 0.0677(9) Uani 1.000000 .
C113 C 0.6667(4) 0.8696(4) 0.9253(3) 0.0784(10) Uani 1.000000 .
C22 C 1.0713(3) 0.2019(3) 0.8059(3) 0.0745(9) Uani 1.000000 .
H22 H 1.1560(3) 0.2028(3) 0.7964(3) 0.0894(11) Uiso 1.000000 R
C115 C 0.5297(5) 1.0321(3) 0.8339(3) 0.0876(13) Uani 1.000000 .
B1 B 0.5551(3) 0.7386(2) 0.7125(2) 0.0431(7) Uani 1.000000 .
C26 C 0.846800 0.284540 0.780570 0.0767(10) Uani 1.000000 .
H26 H 0.7766936245214182 0.34299147446979317 0.7525171595767377 0.0920(12) Uiso
1.000000 R
C114 C 0.6099(5) 0.9878(4) 0.9079(4) 0.0934(14) Uani 1.000000 .
C23 C 1.0493(4) 0.1108(3) 0.8599(3) 0.0961(12) Uani 1.000000 .
H23 H 1.1186(4) 0.0507(3) 0.8873(3) 0.1153(14) Uiso 1.000000 R
C25 C 0.8236(4) 0.1960(3) 0.8343(3) 0.0932(12) Uani 1.000000 .
H25 H 0.7389(4) 0.1950(3) 0.8443(3) 0.1119(14) Uiso 1.000000 R
C24 C 0.9250(4) 0.1076(3) 0.8738(3) 0.0954(12) Uani 1.000000 .
H24 H 0.9103(4) 0.0452(3) 0.9101(3) 0.1144(14) Uiso 1.000000 R
H9a H 0.738(2) 0.5025(19) 0.6675(17) 0.042(7) Uiso 1.000000 .
H9b H 0.755(2) 0.5307(19) 0.7637(17) 0.041(7) Uiso 1.000000 .


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
F102 C102 1.364(3) . ?
F126 C126 1.355(3) . ?
F106 C106 1.354(3) . ?
F112 C112 1.354(3) . ?
F103 C103 1.347(3) . ?
F125 C125 1.340(3) . ?
F105 C105 1.348(3) . ?
F122 C122 1.352(3) . ?
F124 C124 1.349(3) . ?
F116 C116 1.349(4) . ?
F104 C104 1.343(3) . ?
N1 C8 1.414(3) . ?
N1 C9 1.4907(19) . ?
N1 C1 1.319(3) . ?
F113 C113 1.346(4) . ?
F123 C123 1.341(3) . ?
F115 C115 1.341(4) . ?
C10 C9 1.487(2) . ?
C10 C11 1.353(3) . ?
C10 B1 1.665(4) . ?
C8 C7 1.389(3) . ?
C8 C3 1.376(3) . ?
F114 C114 1.356(4) . ?
C101 C102 1.391(3) . ?
C101 C106 1.382(4) . ?
C101 B1 1.676(4) . ?
C102 C103 1.374(4) . ?
C7 C11 1.472(4) . ?
C7 C6 1.397(4) . ?
C121 C126 1.386(4) . ?
C121 C122 1.388(4) . ?
C121 B1 1.650(4) . ?
C11 C12 1.501(3) . ?
C1 C2 1.507(4) . ?
C1 C21 1.451(4) . ?
C3 C2 1.499(4) . ?
C3 C4 1.382(4) . ?
C126 C125 1.380(4) . ?
C106 C105 1.387(4) . ?
C21 C22 1.397(4) . ?
C21 C26 1.379(3) . ?
C103 C104 1.359(4) . ?
C125 C124 1.365(4) . ?
C111 C112 1.378(4) . ?
C111 C116 1.378(4) . ?
C111 B1 1.673(4) . ?
C6 C5 1.392(4) . ?
C112 C113 1.381(4) . ?
C105 C104 1.361(4) . ?
C124 C123 1.358(4) . ?
C5 C4 1.378(4) . ?
C116 C115 1.403(5) . ?
C122 C123 1.372(4) . ?
C113 C114 1.371(6) . ?
C22 C23 1.366(5) . ?
C115 C114 1.350(6) . ?
C26 C25 1.343(3) . ?
C23 C24 1.374(5) . ?
C25 C24 1.360(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C8 117.10(17) . . ?
C1 N1 C8 111.0(2) . . ?
C1 N1 C9 131.88(18) . . ?
C11 C10 C9 120.4(2) . . ?
B1 C10 C9 115.29(18) . . ?
B1 C10 C11 124.1(2) . . ?
C7 C8 N1 123.4(2) . . ?
C3 C8 N1 109.8(2) . . ?
C3 C8 C7 126.8(2) . . ?
C10 C9 N1 118.40(12) . . ?
C106 C101 C102 112.2(2) . . ?
B1 C101 C102 119.3(2) . . ?
B1 C101 C106 128.2(2) . . ?
C101 C102 F102 119.7(2) . . ?
C103 C102 F102 114.9(2) . . ?
C103 C102 C101 125.3(2) . . ?
C11 C7 C8 119.3(2) . . ?
C6 C7 C8 113.1(2) . . ?
C6 C7 C11 127.5(2) . . ?
C122 C121 C126 112.4(3) . . ?
B1 C121 C126 128.4(2) . . ?
B1 C121 C122 118.8(2) . . ?
C7 C11 C10 120.9(2) . . ?
C12 C11 C10 123.3(2) . . ?
C12 C11 C7 115.7(2) . . ?
C2 C1 N1 108.8(2) . . ?
C21 C1 N1 127.7(2) . . ?
C21 C1 C2 123.5(2) . . ?
C2 C3 C8 107.2(2) . . ?
C4 C3 C8 118.5(3) . . ?
C4 C3 C2 134.3(3) . . ?
C121 C126 F126 120.5(2) . . ?
C125 C126 F126 115.4(2) . . ?
C125 C126 C121 124.0(2) . . ?
C101 C106 F106 121.0(2) . . ?
C105 C106 F106 114.8(2) . . ?
C105 C106 C101 124.2(2) . . ?
C3 C2 C1 103.2(2) . . ?
C22 C21 C1 117.8(3) . . ?
C26 C21 C1 126.4(2) . . ?
C26 C21 C22 115.8(2) . . ?
C102 C103 F103 120.8(3) . . ?
C104 C103 F103 119.9(2) . . ?
C104 C103 C102 119.3(3) . . ?
C126 C125 F125 120.5(3) . . ?
C124 C125 F125 119.7(3) . . ?
C124 C125 C126 119.9(3) . . ?
C116 C111 C112 113.2(3) . . ?
B1 C111 C112 119.0(2) . . ?
B1 C111 C116 127.4(3) . . ?
C5 C6 C7 121.5(3) . . ?
C111 C112 F112 119.3(2) . . ?
C113 C112 F112 115.4(3) . . ?
C113 C112 C111 125.2(3) . . ?
C106 C105 F105 119.8(3) . . ?
C104 C105 F105 120.2(3) . . ?
C104 C105 C106 120.0(3) . . ?
C125 C124 F124 119.8(3) . . ?
C123 C124 F124 120.8(3) . . ?
C123 C124 C125 119.3(3) . . ?
C4 C5 C6 122.9(3) . . ?
C5 C4 C3 117.2(3) . . ?
C111 C116 F116 121.9(3) . . ?
C115 C116 F116 114.3(3) . . ?
C115 C116 C111 123.8(4) . . ?
C103 C104 F104 120.2(3) . . ?
C105 C104 F104 120.8(3) . . ?
C105 C104 C103 119.0(3) . . ?
C121 C122 F122 118.8(3) . . ?
C123 C122 F122 115.7(2) . . ?
C123 C122 C121 125.4(3) . . ?
C124 C123 F123 119.8(3) . . ?
C122 C123 F123 121.3(3) . . ?
C122 C123 C124 119.0(3) . . ?
C112 C113 F113 121.4(4) . . ?
C114 C113 F113 120.2(4) . . ?
C114 C113 C112 118.4(4) . . ?
C23 C22 C21 121.1(3) . . ?
C116 C115 F115 119.9(5) . . ?
C114 C115 F115 120.8(4) . . ?
C114 C115 C116 119.3(4) . . ?
C101 B1 C10 111.2(2) . . ?
C121 B1 C10 116.9(2) . . ?
C121 B1 C101 100.4(2) . . ?
C111 B1 C10 103.4(2) . . ?
C111 B1 C101 113.0(2) . . ?
C111 B1 C121 112.4(2) . . ?
C25 C26 C21 123.7(2) . . ?
C113 C114 F114 119.2(5) . . ?
C115 C114 F114 120.8(5) . . ?
C115 C114 C113 120.0(3) . . ?
C24 C23 C22 120.2(3) . . ?
C24 C25 C26 119.4(3) . . ?
C25 C24 C23 119.8(3) . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 67 electrons were 
found in a volume of 246Å³ in 1 void per unit cell. 
This is consistent with the presence of 0.66[C6H14] per Formula Unit 
which account for 66 electrons per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 246.5 67.2 '1.32 hexane'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_123456
_database_code_depnum_ccdc_archive 'CCDC 2265179'
loop_
_audit_author_name
_audit_author_address
'Tongdao Wang'
;Dalian University of Technology
China
;
_audit_update_record             
;
2023-07-28 deposited with the CCDC.	2023-07-31 downloaded from the CCDC.
;
_audit_creation_date             2023-06-18
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2023.04.26 svn.r751481ca for OlexSys, GUI svn.r6697)
;
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C31 H11 B F15 N, 0.5[CH2Cl2]'
_chemical_formula_sum            'C31.5 H12 B1 Cl1 F15 N1'
_chemical_formula_weight         735.706
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00156 0.00068 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
brennan

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   20.3655(6)
_cell_length_b                   13.5543(6)
_cell_length_c                   20.8012(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.360(2)
_cell_angle_gamma                90
_cell_volume                     5732.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9039
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      23.73
_cell_measurement_theta_min      2.62
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  0.5629
_exptl_absorpt_correction_T_min  0.4857
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1286 before and 0.0803 after correction. The Ratio of minimum to maximum transmission is 0.8629. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_description       block
_exptl_crystal_F_000             2924.284
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.53
_exptl_crystal_size_min          0.43
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0876
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_Laue_measured_fraction_full 0.9985
_diffrn_reflns_Laue_measured_fraction_max 0.9981
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            39948
_diffrn_reflns_point_group_measured_fraction_full 0.9985
_diffrn_reflns_point_group_measured_fraction_max 0.9981
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.62
_diffrn_ambient_temperature      190.00
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.9981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              24
_reflns_limit_h_min              -24
_reflns_limit_k_max              16
_reflns_limit_k_min              0
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                3818
_reflns_number_total             5324
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.3649
_refine_diff_density_min         -0.2944
_refine_diff_density_rms         0.0708
_refine_ls_d_res_high            0.8255
_refine_ls_d_res_low             7.7654
_refine_ls_extinction_coef       0.00114(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0371
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     436
_refine_ls_number_reflns         5324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.0371
_refine_ls_shift/su_max          -0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+3.2776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.1020
_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. Restrained distances
3. Uiso/Uaniso restraints and constraints
: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C5(H5), C4(H4), C2(H2), C6(H6)
5.b Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c), C13(H13a,H13b,H13c)
;
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_refinement_flags_posn
F116 F 0.39966(6) 0.50016(8) 0.45635(6) 0.0420(3) Uani 1.000000 .
F102 F 0.25759(6) 0.55402(9) 0.45257(5) 0.0408(3) Uani 1.000000 .
F126 F 0.22178(6) 0.40733(9) 0.24843(6) 0.0412(3) Uani 1.000000 .
F122 F 0.42789(6) 0.56894(9) 0.24505(6) 0.0452(3) Uani 1.000000 .
F112 F 0.33857(6) 0.70977(9) 0.28097(6) 0.0472(3) Uani 1.000000 .
F106 F 0.21635(6) 0.61725(9) 0.22972(6) 0.0465(3) Uani 1.000000 .
F125 F 0.23499(7) 0.34605(10) 0.12807(6) 0.0519(4) Uani 1.000000 .
F103 F 0.15149(7) 0.65900(10) 0.47724(6) 0.0533(4) Uani 1.000000 .
F104 F 0.07522(6) 0.73949(10) 0.37864(7) 0.0553(4) Uani 1.000000 .
F123 F 0.43688(7) 0.51226(10) 0.12430(6) 0.0547(4) Uani 1.000000 .
F124 F 0.34202(7) 0.39682(10) 0.06456(6) 0.0550(4) Uani 1.000000 .
F115 F 0.47423(7) 0.64310(11) 0.50789(7) 0.0606(4) Uani 1.000000 .
F105 F 0.11091(7) 0.71811(11) 0.25622(7) 0.0609(4) Uani 1.000000 .
F114 F 0.47831(7) 0.82364(11) 0.45125(8) 0.0689(5) Uani 1.000000 .
F113 F 0.40947(8) 0.85459(10) 0.33697(8) 0.0717(5) Uani 1.000000 .
N1 N 0.24837(8) 0.27367(12) 0.40358(8) 0.0317(4) Uani 1.000000 .
C103 C 0.16765(11) 0.64624(15) 0.41592(10) 0.0368(5) Uani 1.000000 .
C101 C 0.24245(9) 0.57558(13) 0.33987(10) 0.0294(5) Uani 1.000000 .
C10 C 0.31320(9) 0.40596(14) 0.36385(9) 0.0283(5) Uani 1.000000 .
C11 C 0.36893(10) 0.34479(14) 0.36849(9) 0.0297(5) Uani 1.000000 .
C111 C 0.36630(10) 0.59578(14) 0.36450(10) 0.0309(5) Uani 1.000000 .
C9 C 0.25353(10) 0.36612(14) 0.38109(9) 0.0308(5) Uani 1.000000 .
H9 H 0.21511(10) 0.40587(14) 0.37677(9) 0.0370(6) Uiso 1.000000 R
C7 C 0.36359(10) 0.24684(14) 0.39339(10) 0.0329(5) Uani 1.000000 .
C102 C 0.22205(10) 0.59215(14) 0.40132(10) 0.0318(5) Uani 1.000000 .
C106 C 0.20273(10) 0.62175(15) 0.29242(10) 0.0338(5) Uani 1.000000 .
C121 C 0.32389(10) 0.49167(14) 0.25411(10) 0.0312(5) Uani 1.000000 .
C126 C 0.27733(10) 0.43390(14) 0.22006(10) 0.0325(5) Uani 1.000000 .
C8 C 0.30262(10) 0.21596(14) 0.41066(10) 0.0320(5) Uani 1.000000 .
C116 C 0.40155(10) 0.58577(15) 0.42303(10) 0.0348(5) Uani 1.000000 .
C122 C 0.37743(10) 0.51464(15) 0.21878(10) 0.0335(5) Uani 1.000000 .
C12 C 0.43484(10) 0.37677(15) 0.34762(10) 0.0340(5) Uani 1.000000 .
H12a H 0.4464(3) 0.3377(7) 0.3103(4) 0.0511(8) Uiso 1.000000 GR
H12b H 0.4332(2) 0.4468(3) 0.3359(6) 0.0511(8) Uiso 1.000000 GR
H12c H 0.46809(14) 0.3668(9) 0.3830(2) 0.0511(8) Uiso 1.000000 GR
C112 C 0.37184(10) 0.68965(15) 0.33774(11) 0.0369(5) Uani 1.000000 .
C104 C 0.12960(10) 0.68784(15) 0.36661(11) 0.0387(5) Uani 1.000000 .
C125 C 0.28229(11) 0.40175(15) 0.15794(10) 0.0373(5) Uani 1.000000 .
C5 C 0.39887(13) 0.08233(17) 0.42545(12) 0.0502(6) Uani 1.000000 .
H5 H 0.43305(13) 0.03476(17) 0.43030(12) 0.0602(8) Uiso 1.000000 R
C4 C 0.33513(13) 0.05511(16) 0.44231(11) 0.0475(6) Uani 1.000000 .
H4 H 0.32663(13) -0.00919(16) 0.45798(11) 0.0570(7) Uiso 1.000000 R
C13 C 0.12667(12) 0.25999(18) 0.41969(13) 0.0537(7) Uani 1.000000 .
H13a H 0.1267(2) 0.3242(6) 0.4414(7) 0.0805(10) Uiso 1.000000 GR
H13b H 0.1125(3) 0.2684(11) 0.37418(13) 0.0805(10) Uiso 1.000000 GR
H13c H 0.09635(19) 0.2152(6) 0.4401(7) 0.0805(10) Uiso 1.000000 GR
C3 C 0.28606(11) 0.12374(15) 0.43548(10) 0.0365(5) Uani 1.000000 .
C1 C 0.19309(11) 0.21841(16) 0.42479(10) 0.0378(5) Uani 1.000000 .
C115 C 0.43993(10) 0.65930(18) 0.45178(11) 0.0418(6) Uani 1.000000 .
C105 C 0.14747(11) 0.67633(16) 0.30489(11) 0.0395(5) Uani 1.000000 .
C123 C 0.38432(11) 0.48421(16) 0.15600(11) 0.0393(5) Uani 1.000000 .
C124 C 0.33672(12) 0.42672(16) 0.12587(10) 0.0407(6) Uani 1.000000 .
C2 C 0.21580(12) 0.12962(16) 0.44499(10) 0.0406(5) Uani 1.000000 .
H2 H 0.19012(12) 0.07892(16) 0.46261(10) 0.0487(7) Uiso 1.000000 R
C6 C 0.41389(12) 0.17402(16) 0.40242(11) 0.0427(6) Uani 1.000000 .
H6 H 0.45773(12) 0.18897(16) 0.39250(11) 0.0513(7) Uiso 1.000000 R
C113 C 0.40815(11) 0.76540(16) 0.36541(13) 0.0468(6) Uani 1.000000 .
C114 C 0.44264(11) 0.74984(18) 0.42303(13) 0.0482(6) Uani 1.000000 .
B1 B 0.31303(11) 0.51753(17) 0.33042(11) 0.0300(5) Uani 1.000000 .


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
F116 C116 1.353(2) . ?
F102 C102 1.355(2) . ?
F126 C126 1.355(2) . ?
F122 C122 1.353(2) . ?
F112 C112 1.354(2) . ?
F106 C106 1.351(2) . ?
F125 C125 1.347(2) . ?
F103 C103 1.347(2) . ?
F104 C104 1.346(2) . ?
F123 C123 1.345(2) . ?
F124 C124 1.349(2) . ?
F115 C115 1.343(3) . ?
F105 C105 1.346(2) . ?
F114 C114 1.350(2) . ?
F113 C113 1.347(3) . ?
N1 C9 1.344(2) . ?
N1 C8 1.355(3) . ?
N1 C1 1.443(3) . ?
C103 C102 1.377(3) . ?
C103 C104 1.370(3) . ?
C101 C102 1.386(3) . ?
C101 C106 1.388(3) . ?
C101 B1 1.660(3) . ?
C10 C11 1.404(3) . ?
C10 C9 1.396(3) . ?
C10 B1 1.664(3) . ?
C11 C7 1.431(3) . ?
C11 C12 1.499(3) . ?
C111 C116 1.383(3) . ?
C111 C112 1.396(3) . ?
C111 B1 1.648(3) . ?
C7 C8 1.378(3) . ?
C7 C6 1.427(3) . ?
C106 C105 1.384(3) . ?
C121 C126 1.391(3) . ?
C121 C122 1.385(3) . ?
C121 B1 1.653(3) . ?
C126 C125 1.373(3) . ?
C8 C3 1.401(3) . ?
C116 C115 1.381(3) . ?
C122 C123 1.385(3) . ?
C112 C113 1.372(3) . ?
C104 C105 1.364(3) . ?
C125 C124 1.369(3) . ?
C5 C4 1.413(3) . ?
C5 C6 1.373(3) . ?
C4 C3 1.367(3) . ?
C13 C1 1.463(3) . ?
C3 C2 1.458(3) . ?
C1 C2 1.348(3) . ?
C115 C114 1.368(3) . ?
C123 C124 1.367(3) . ?
C113 C114 1.369(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C9 119.76(18) . . ?
C1 N1 C9 131.99(18) . . ?
C1 N1 C8 108.24(16) . . ?
C102 C103 F103 121.43(19) . . ?
C104 C103 F103 119.82(19) . . ?
C104 C103 C102 118.8(2) . . ?
C106 C101 C102 112.90(18) . . ?
B1 C101 C102 119.65(17) . . ?
B1 C101 C106 127.01(18) . . ?
C9 C10 C11 117.78(18) . . ?
B1 C10 C11 123.17(17) . . ?
B1 C10 C9 118.58(17) . . ?
C7 C11 C10 119.62(18) . . ?
C12 C11 C10 122.90(17) . . ?
C12 C11 C7 117.48(17) . . ?
C112 C111 C116 112.99(18) . . ?
B1 C111 C116 127.61(18) . . ?
B1 C111 C112 118.79(18) . . ?
C10 C9 N1 122.51(18) . . ?
C8 C7 C11 117.70(18) . . ?
C6 C7 C11 128.3(2) . . ?
C6 C7 C8 113.98(19) . . ?
C103 C102 F102 115.40(18) . . ?
C101 C102 F102 119.25(17) . . ?
C101 C102 C103 125.34(19) . . ?
C101 C106 F106 121.48(18) . . ?
C105 C106 F106 114.86(18) . . ?
C105 C106 C101 123.7(2) . . ?
C122 C121 C126 113.00(19) . . ?
B1 C121 C126 118.86(18) . . ?
B1 C121 C122 127.98(18) . . ?
C121 C126 F126 119.31(18) . . ?
C125 C126 F126 115.79(18) . . ?
C125 C126 C121 124.9(2) . . ?
C7 C8 N1 122.54(18) . . ?
C3 C8 N1 110.05(19) . . ?
C3 C8 C7 127.4(2) . . ?
C111 C116 F116 120.40(18) . . ?
C115 C116 F116 115.43(19) . . ?
C115 C116 C111 124.2(2) . . ?
C121 C122 F122 120.72(19) . . ?
C123 C122 F122 115.24(19) . . ?
C123 C122 C121 124.0(2) . . ?
C111 C112 F112 118.90(18) . . ?
C113 C112 F112 116.43(19) . . ?
C113 C112 C111 124.7(2) . . ?
C103 C104 F104 120.7(2) . . ?
C105 C104 F104 120.16(19) . . ?
C105 C104 C103 119.16(19) . . ?
C126 C125 F125 121.5(2) . . ?
C124 C125 F125 119.44(19) . . ?
C124 C125 C126 119.1(2) . . ?
C6 C5 C4 123.3(2) . . ?
C3 C4 C5 118.2(2) . . ?
C4 C3 C8 117.1(2) . . ?
C2 C3 C8 105.10(19) . . ?
C2 C3 C4 137.8(2) . . ?
C13 C1 N1 120.83(19) . . ?
C2 C1 N1 107.42(19) . . ?
C2 C1 C13 131.7(2) . . ?
C116 C115 F115 120.7(2) . . ?
C114 C115 F115 119.6(2) . . ?
C114 C115 C116 119.6(2) . . ?
C106 C105 F105 120.3(2) . . ?
C104 C105 F105 119.58(19) . . ?
C104 C105 C106 120.16(19) . . ?
C122 C123 F123 120.4(2) . . ?
C124 C123 F123 120.0(2) . . ?
C124 C123 C122 119.6(2) . . ?
C125 C124 F124 119.9(2) . . ?
C123 C124 F124 120.7(2) . . ?
C123 C124 C125 119.4(2) . . ?
C1 C2 C3 109.15(19) . . ?
C5 C6 C7 119.9(2) . . ?
C112 C113 F113 120.8(2) . . ?
C114 C113 F113 120.0(2) . . ?
C114 C113 C112 119.2(2) . . ?
C115 C114 F114 120.6(2) . . ?
C113 C114 F114 120.1(2) . . ?
C113 C114 C115 119.3(2) . . ?
C10 B1 C101 111.21(16) . . ?
C111 B1 C101 101.34(15) . . ?
C111 B1 C10 114.83(16) . . ?
C121 B1 C101 112.31(16) . . ?
C121 B1 C10 102.21(15) . . ?
C121 B1 C111 115.34(17) . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 160 electrons were 
found in a volume of 664Å³ in 1 void per unit cell. 
This is consistent with the presence of 0.5[CH2Cl2] per Formula Unit 
which account for 168 electrons per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.460 0.250 166.1 40.3 '1 DCM'
2 0.000 0.540 0.750 166.1 40.3 '1 DCM'
3 0.500 -0.040 0.250 166.1 40.3 '1 DCM'
4 0.500 0.040 0.750 166.1 40.3 '1 DCM'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
