# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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 
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data_cxy5372_0m
_database_code_depnum_ccdc_archive 'CCDC 2372887'
loop_
_audit_author_name
_audit_author_address
'Jiang He'
;south univestiy of science and technology
China
;
_audit_update_record             
;
2024-07-23 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-08-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H28 B F2 N3'
_chemical_formula_sum            'C24 H28 B F2 N3'
_chemical_formula_weight         407.30
_chemical_absolute_configuration .
_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 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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      tetragonal
_space_group_IT_number           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   18.6377(13)
_cell_length_b                   18.6377(13)
_cell_length_c                   27.574(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9578.2(17)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9736
_cell_measurement_temperature    298.0(2)
_cell_measurement_theta_max      55.71
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.883
_exptl_absorpt_coefficient_mu    0.397
_exptl_absorpt_correction_T_max  0.7501
_exptl_absorpt_correction_T_min  0.6946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0997 before and 0.0697 after correction.
The Ratio of minimum to maximum transmission is 0.9260.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3456
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            118624
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.019
_diffrn_reflns_theta_min         2.489
_diffrn_ambient_temperature      298.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.57
_diffrn_source_power             0.2494002
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.86
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                8607
_reflns_number_total             9819
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40B (?, 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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.130
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.58(16)
_refine_ls_extinction_coef       0.00041(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         9819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0348
_refine_ls_restrained_S_all      1.022
_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)+(0.0625P)²+0.2513P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0988
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.42(16)
 0.58(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C9(H9), C13(H13), C14(H14), C16(H16), C28(H28),
 C29(H29), C31(H31), C33(H33), C37(H37), C38(H38), C40(H40)
3.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C30(H30A,
 H30B,H30C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C),
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C)
;
_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
F1 F 0.56163(9) 0.86347(7) 0.48823(5) 0.0648(3) Uani 1 1 d . . . . .
F2 F 0.49319(7) 0.77868(8) 0.52377(4) 0.0582(3) Uani 1 1 d . . . . .
N1 N 0.53208(9) 0.75800(9) 0.44117(6) 0.0460(3) Uani 1 1 d . . . . .
N2 N 0.65013(9) 0.68829(9) 0.48862(6) 0.0476(4) Uani 1 1 d . . . . .
N3 N 0.66220(10) 0.76139(11) 0.54855(7) 0.0555(4) Uani 1 1 d . . . . .
C1 C 0.56522(11) 0.69686(10) 0.42374(7) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.62251(11) 0.66029(11) 0.44429(7) 0.0462(4) Uani 1 1 d . . . . .
C3 C 0.62107(11) 0.74759(11) 0.50953(7) 0.0476(4) Uani 1 1 d . . . . .
C4 C 0.71583(13) 0.71115(15) 0.55228(8) 0.0627(5) Uani 1 1 d . . . . .
H4 H 0.750809 0.709360 0.576303 0.075 Uiso 1 1 calc R U . . .
C5 C 0.70887(12) 0.66518(13) 0.51522(8) 0.0578(5) Uani 1 1 d . . . . .
H5 H 0.737714 0.625639 0.508641 0.069 Uiso 1 1 calc R U . . .
C6 C 0.65105(16) 0.82188(16) 0.58124(10) 0.0716(7) Uani 1 1 d . . . . .
H6A H 0.615976 0.853753 0.567603 0.107 Uiso 1 1 calc R U . . .
H6B H 0.695489 0.847120 0.585598 0.107 Uiso 1 1 calc R U . . .
H6C H 0.634356 0.804596 0.612033 0.107 Uiso 1 1 calc R U . . .
C7 C 0.65052(11) 0.60091(11) 0.42085(8) 0.0502(4) Uani 1 1 d . . . . .
H7 H 0.688514 0.576008 0.434818 0.060 Uiso 1 1 calc R U . . .
C8 C 0.62224(12) 0.57760(11) 0.37606(8) 0.0506(4) Uani 1 1 d . . . . .
C9 C 0.56485(12) 0.61489(11) 0.35572(7) 0.0504(4) Uani 1 1 d . . . . .
H9 H 0.545779 0.600195 0.326177 0.060 Uiso 1 1 calc R U . . .
C10 C 0.53594(11) 0.67426(10) 0.37961(7) 0.0451(4) Uani 1 1 d . . . . .
C11 C 0.47937(10) 0.72547(10) 0.36894(7) 0.0441(4) Uani 1 1 d . . . . .
C12 C 0.47949(10) 0.77520(10) 0.40736(7) 0.0441(4) Uani 1 1 d . . . . .
C13 C 0.43137(12) 0.83294(11) 0.40714(8) 0.0509(4) Uani 1 1 d . . . . .
H13 H 0.430678 0.866213 0.432277 0.061 Uiso 1 1 calc R U . . .
C14 C 0.38512(12) 0.83869(12) 0.36837(8) 0.0536(5) Uani 1 1 d . . . . .
H14 H 0.352930 0.876812 0.367961 0.064 Uiso 1 1 calc R U . . .
C15 C 0.38388(11) 0.78988(11) 0.32922(7) 0.0493(4) Uani 1 1 d . . . . .
C16 C 0.43181(11) 0.73306(11) 0.33004(7) 0.0473(4) Uani 1 1 d . . . . .
H16 H 0.432359 0.700021 0.304765 0.057 Uiso 1 1 calc R U . . .
C17 C 0.33031(14) 0.80081(15) 0.28781(9) 0.0635(6) Uani 1 1 d . . . . .
C18 C 0.25423(15) 0.7894(3) 0.30737(13) 0.1051(13) Uani 1 1 d . . . . .
H18A H 0.249487 0.741164 0.319077 0.158 Uiso 1 1 calc R U . . .
H18B H 0.220119 0.797578 0.281871 0.158 Uiso 1 1 calc R U . . .
H18C H 0.245410 0.822454 0.333421 0.158 Uiso 1 1 calc R U . . .
C19 C 0.34147(15) 0.74757(19) 0.24661(9) 0.0781(8) Uani 1 1 d . . . . .
H19A H 0.304803 0.754258 0.222572 0.117 Uiso 1 1 calc R U . . .
H19B H 0.338932 0.699554 0.259081 0.117 Uiso 1 1 calc R U . . .
H19C H 0.387698 0.755351 0.232184 0.117 Uiso 1 1 calc R U . . .
C20 C 0.3375(3) 0.8774(2) 0.26834(16) 0.1189(16) Uani 1 1 d . . . . .
H20A H 0.298859 0.887199 0.246279 0.178 Uiso 1 1 calc R U . . .
H20B H 0.382451 0.882376 0.251693 0.178 Uiso 1 1 calc R U . . .
H20C H 0.335650 0.910766 0.294860 0.178 Uiso 1 1 calc R U . . .
C21 C 0.65592(15) 0.51160(14) 0.35199(9) 0.0648(6) Uani 1 1 d . . . . .
C22 C 0.6396(2) 0.44537(14) 0.38339(14) 0.0869(9) Uani 1 1 d . . . . .
H22A H 0.588624 0.440735 0.387416 0.130 Uiso 1 1 calc R U . . .
H22B H 0.661831 0.450842 0.414567 0.130 Uiso 1 1 calc R U . . .
H22C H 0.658071 0.403214 0.367775 0.130 Uiso 1 1 calc R U . . .
C23 C 0.73784(17) 0.5207(2) 0.34917(12) 0.0864(9) Uani 1 1 d . . . . .
H23A H 0.756999 0.525769 0.381311 0.130 Uiso 1 1 calc R U . . .
H23B H 0.749046 0.562792 0.330545 0.130 Uiso 1 1 calc R U . . .
H23C H 0.758606 0.479372 0.333902 0.130 Uiso 1 1 calc R U . . .
C24 C 0.6268(2) 0.4987(2) 0.30101(12) 0.1112(15) Uani 1 1 d . . . . .
H24A H 0.632973 0.541343 0.281898 0.167 Uiso 1 1 calc R U . . .
H24B H 0.576751 0.486980 0.302827 0.167 Uiso 1 1 calc R U . . .
H24C H 0.652458 0.459769 0.286228 0.167 Uiso 1 1 calc R U . . .
B1 B 0.54918(12) 0.79027(12) 0.49056(8) 0.0458(4) Uani 1 1 d . . . . .
F3 F 0.72094(8) 0.01636(8) 0.53472(5) 0.0650(3) Uani 1 1 d . . . . .
F4 F 0.64548(7) 0.10065(9) 0.50524(5) 0.0679(4) Uani 1 1 d . . . . .
N4 N 0.73778(9) 0.05459(9) 0.45179(6) 0.0497(4) Uani 1 1 d . . . . .
N5 N 0.83077(10) 0.15956(10) 0.49484(7) 0.0525(4) Uani 1 1 d . . . . .
N6 N 0.77018(12) 0.17979(11) 0.55955(7) 0.0596(4) Uani 1 1 d . . . . .
C25 C 0.79924(11) 0.07988(11) 0.43022(7) 0.0472(4) Uani 1 1 d . . . . .
C26 C 0.84683(12) 0.13030(12) 0.44807(7) 0.0509(4) Uani 1 1 d . . . . .
C27 C 0.77164(12) 0.13823(12) 0.51985(7) 0.0522(5) Uani 1 1 d . . . . .
C28 C 0.82748(16) 0.22582(15) 0.56000(9) 0.0686(6) Uani 1 1 d . . . . .
H28 H 0.838086 0.259174 0.584039 0.082 Uiso 1 1 calc R U . . .
C29 C 0.86578(14) 0.21398(14) 0.51922(9) 0.0646(6) Uani 1 1 d . . . . .
H29 H 0.907292 0.237663 0.509518 0.078 Uiso 1 1 calc R U . . .
C30 C 0.71444(18) 0.17649(17) 0.59703(10) 0.0759(7) Uani 1 1 d . . . . .
H30A H 0.671752 0.155516 0.583661 0.114 Uiso 1 1 calc R U . . .
H30B H 0.704017 0.224078 0.608341 0.114 Uiso 1 1 calc R U . . .
H30C H 0.731055 0.147710 0.623632 0.114 Uiso 1 1 calc R U . . .
C31 C 0.90482(12) 0.15144(12) 0.42038(9) 0.0553(5) Uani 1 1 d . . . . .
H31 H 0.936885 0.185056 0.432689 0.066 Uiso 1 1 calc R U . . .
C32 C 0.91612(11) 0.12259(13) 0.37344(8) 0.0544(5) Uani 1 1 d . . . . .
C33 C 0.86835(11) 0.07201(12) 0.35582(8) 0.0511(4) Uani 1 1 d . . . . .
H33 H 0.875378 0.052361 0.325189 0.061 Uiso 1 1 calc R U . . .
C34 C 0.80967(11) 0.05027(11) 0.38372(7) 0.0476(4) Uani 1 1 d . . . . .
C35 C 0.74866(11) 0.00337(11) 0.37622(7) 0.0472(4) Uani 1 1 d . . . . .
C36 C 0.70647(11) 0.00791(11) 0.41852(7) 0.0485(4) Uani 1 1 d . . . . .
C37 C 0.64236(12) -0.02991(12) 0.42219(8) 0.0559(5) Uani 1 1 d . . . . .
H37 H 0.614697 -0.027873 0.450229 0.067 Uiso 1 1 calc R U . . .
C38 C 0.62115(13) -0.07046(13) 0.38298(9) 0.0597(5) Uani 1 1 d . . . . .
H38 H 0.578545 -0.096213 0.385258 0.072 Uiso 1 1 calc R U . . .
C39 C 0.66112(12) -0.07491(12) 0.33924(8) 0.0524(5) Uani 1 1 d . . . . .
C40 C 0.72566(12) -0.03839(11) 0.33680(8) 0.0507(4) Uani 1 1 d . . . . .
H40 H 0.753817 -0.041521 0.309030 0.061 Uiso 1 1 calc R U . . .
C41 C 0.63242(14) -0.12026(14) 0.29734(9) 0.0627(6) Uani 1 1 d . . . . .
C42 C 0.67304(16) -0.10606(17) 0.25020(10) 0.0771(8) Uani 1 1 d . . . . .
H42A H 0.723385 -0.113872 0.255316 0.116 Uiso 1 1 calc R U . . .
H42B H 0.665251 -0.057342 0.240205 0.116 Uiso 1 1 calc R U . . .
H42C H 0.656010 -0.138050 0.225460 0.116 Uiso 1 1 calc R U . . .
C43 C 0.55258(16) -0.1036(2) 0.28839(13) 0.0949(11) Uani 1 1 d . . . . .
H43A H 0.547288 -0.054078 0.279601 0.142 Uiso 1 1 calc R U . . .
H43B H 0.525731 -0.113083 0.317409 0.142 Uiso 1 1 calc R U . . .
H43C H 0.534947 -0.133383 0.262589 0.142 Uiso 1 1 calc R U . . .
C44 C 0.6408(2) -0.20016(15) 0.31084(13) 0.0868(9) Uani 1 1 d . . . . .
H44A H 0.615495 -0.209654 0.340469 0.130 Uiso 1 1 calc R U . . .
H44B H 0.690749 -0.211131 0.315091 0.130 Uiso 1 1 calc R U . . .
H44C H 0.621431 -0.229417 0.285353 0.130 Uiso 1 1 calc R U . . .
C45 C 0.97971(13) 0.15057(15) 0.34352(10) 0.0671(6) Uani 1 1 d . . . . .
C46 C 0.9805(2) 0.1202(2) 0.29231(12) 0.1071(14) Uani 1 1 d . . . . .
H46A H 0.935845 0.130886 0.276583 0.161 Uiso 1 1 calc R U . . .
H46B H 0.987073 0.069155 0.293684 0.161 Uiso 1 1 calc R U . . .
H46C H 1.019230 0.141421 0.274346 0.161 Uiso 1 1 calc R U . . .
C47 C 1.04917(15) 0.1305(2) 0.36911(15) 0.0979(11) Uani 1 1 d . . . . .
H47A H 1.089281 0.146037 0.349966 0.147 Uiso 1 1 calc R U . . .
H47B H 1.051238 0.079395 0.373249 0.147 Uiso 1 1 calc R U . . .
H47C H 1.050817 0.153389 0.400282 0.147 Uiso 1 1 calc R U . . .
C48 C 0.97517(19) 0.23240(18) 0.34020(12) 0.0883(9) Uani 1 1 d . . . . .
H48A H 0.929548 0.245912 0.326872 0.132 Uiso 1 1 calc R U . . .
H48B H 1.012883 0.249893 0.319641 0.132 Uiso 1 1 calc R U . . .
H48C H 0.980244 0.252730 0.372004 0.132 Uiso 1 1 calc R U . . .
B2 B 0.71537(13) 0.07536(13) 0.50311(8) 0.0500(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.386(3) . ?
F2 B1 1.405(3) . ?
N1 C1 1.382(3) . ?
N1 C12 1.390(3) . ?
N1 B1 1.523(3) . ?
N2 C2 1.425(3) . ?
N2 C3 1.359(3) . ?
N2 C5 1.386(3) . ?
N3 C3 1.346(3) . ?
N3 C4 1.373(3) . ?
N3 C6 1.458(3) . ?
C1 C2 1.388(3) . ?
C1 C10 1.399(3) . ?
C2 C7 1.384(3) . ?
C3 B1 1.644(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.340(3) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.411(3) . ?
C8 C9 1.394(3) . ?
C8 C21 1.532(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.396(3) . ?
C10 C11 1.452(3) . ?
C11 C12 1.408(3) . ?
C11 C16 1.399(3) . ?
C12 C13 1.401(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.412(3) . ?
C15 C16 1.386(3) . ?
C15 C17 1.530(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.532(4) . ?
C17 C19 1.523(4) . ?
C17 C20 1.532(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.538(4) . ?
C21 C23 1.538(4) . ?
C21 C24 1.526(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
F3 B2 1.407(3) . ?
F4 B2 1.386(3) . ?
N4 C25 1.374(3) . ?
N4 C36 1.393(3) . ?
N4 B2 1.525(3) . ?
N5 C26 1.432(3) . ?
N5 C27 1.360(3) . ?
N5 C29 1.381(3) . ?
N6 C27 1.341(3) . ?
N6 C28 1.370(3) . ?
N6 C30 1.467(3) . ?
C25 C26 1.383(3) . ?
C25 C34 1.409(3) . ?
C26 C31 1.381(3) . ?
C27 B2 1.639(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.350(4) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31 0.9300 . ?
C31 C32 1.417(3) . ?
C32 C33 1.385(3) . ?
C32 C45 1.535(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.397(3) . ?
C34 C35 1.449(3) . ?
C35 C36 1.409(3) . ?
C35 C40 1.404(3) . ?
C36 C37 1.391(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.377(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.420(3) . ?
C39 C40 1.384(3) . ?
C39 C41 1.528(3) . ?
C40 H40 0.9300 . ?
C41 C42 1.527(4) . ?
C41 C43 1.540(4) . ?
C41 C44 1.543(4) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.521(4) . ?
C45 C47 1.521(4) . ?
C45 C48 1.530(4) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C12 105.80(16) . . ?
C1 N1 B1 122.88(17) . . ?
C12 N1 B1 131.02(17) . . ?
C3 N2 C2 121.17(17) . . ?
C3 N2 C5 110.05(18) . . ?
C5 N2 C2 128.70(18) . . ?
C3 N3 C4 110.12(19) . . ?
C3 N3 C6 124.1(2) . . ?
C4 N3 C6 125.8(2) . . ?
N1 C1 C2 127.36(19) . . ?
N1 C1 C10 112.11(17) . . ?
C2 C1 C10 120.50(18) . . ?
C1 C2 N2 116.63(18) . . ?
C7 C2 N2 123.84(18) . . ?
C7 C2 C1 119.51(19) . . ?
N2 C3 B1 125.69(17) . . ?
N3 C3 N2 105.52(18) . . ?
N3 C3 B1 128.77(19) . . ?
N3 C4 H4 126.0 . . ?
C5 C4 N3 107.96(19) . . ?
C5 C4 H4 126.0 . . ?
N2 C5 H5 126.8 . . ?
C4 C5 N2 106.3(2) . . ?
C4 C5 H5 126.8 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7 119.5 . . ?
C2 C7 C8 120.92(19) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C21 118.25(19) . . ?
C9 C8 C7 119.04(19) . . ?
C9 C8 C21 122.7(2) . . ?
C8 C9 H9 119.9 . . ?
C8 C9 C10 120.11(19) . . ?
C10 C9 H9 119.9 . . ?
C1 C10 C11 105.16(17) . . ?
C9 C10 C1 119.91(18) . . ?
C9 C10 C11 134.88(19) . . ?
C12 C11 C10 106.21(17) . . ?
C16 C11 C10 132.98(18) . . ?
C16 C11 C12 120.78(17) . . ?
N1 C12 C11 110.73(16) . . ?
N1 C12 C13 129.16(19) . . ?
C13 C12 C11 120.10(18) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 C12 117.63(19) . . ?
C14 C13 H13 121.2 . . ?
C13 C14 H14 118.2 . . ?
C13 C14 C15 123.61(18) . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C17 119.69(18) . . ?
C16 C15 C14 118.00(19) . . ?
C16 C15 C17 122.31(19) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 C11 119.88(19) . . ?
C15 C16 H16 120.1 . . ?
C15 C17 C18 108.8(2) . . ?
C15 C17 C20 109.2(2) . . ?
C19 C17 C15 112.39(18) . . ?
C19 C17 C18 107.4(3) . . ?
C19 C17 C20 109.5(3) . . ?
C20 C17 C18 109.5(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 . . ?
C8 C21 C22 108.6(2) . . ?
C8 C21 C23 109.9(2) . . ?
C22 C21 C23 108.3(2) . . ?
C24 C21 C8 112.3(2) . . ?
C24 C21 C22 108.8(3) . . ?
C24 C21 C23 108.9(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 B1 F2 107.82(18) . . ?
F1 B1 N1 112.49(17) . . ?
F1 B1 C3 110.78(18) . . ?
F2 B1 N1 111.51(17) . . ?
F2 B1 C3 108.89(16) . . ?
N1 B1 C3 105.32(16) . . ?
C25 N4 C36 106.17(17) . . ?
C25 N4 B2 122.87(18) . . ?
C36 N4 B2 130.92(18) . . ?
C27 N5 C26 121.00(18) . . ?
C27 N5 C29 110.54(19) . . ?
C29 N5 C26 128.3(2) . . ?
C27 N6 C28 110.7(2) . . ?
C27 N6 C30 124.4(2) . . ?
C28 N6 C30 124.9(2) . . ?
N4 C25 C26 127.86(19) . . ?
N4 C25 C34 111.99(18) . . ?
C26 C25 C34 120.09(19) . . ?
C25 C26 N5 116.44(19) . . ?
C31 C26 N5 123.6(2) . . ?
C31 C26 C25 119.9(2) . . ?
N5 C27 B2 125.79(18) . . ?
N6 C27 N5 105.2(2) . . ?
N6 C27 B2 129.0(2) . . ?
N6 C28 H28 126.2 . . ?
C29 C28 N6 107.6(2) . . ?
C29 C28 H28 126.2 . . ?
N5 C29 H29 127.0 . . ?
C28 C29 N5 106.0(2) . . ?
C28 C29 H29 127.0 . . ?
N6 C30 H30A 109.5 . . ?
N6 C30 H30B 109.5 . . ?
N6 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C26 C31 H31 119.6 . . ?
C26 C31 C32 120.9(2) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C45 118.5(2) . . ?
C33 C32 C31 118.9(2) . . ?
C33 C32 C45 122.6(2) . . ?
C32 C33 H33 119.7 . . ?
C32 C33 C34 120.5(2) . . ?
C34 C33 H33 119.7 . . ?
C25 C34 C35 104.94(17) . . ?
C33 C34 C25 119.69(19) . . ?
C33 C34 C35 135.3(2) . . ?
C36 C35 C34 106.48(18) . . ?
C40 C35 C34 133.19(19) . . ?
C40 C35 C36 120.24(19) . . ?
N4 C36 C35 110.42(18) . . ?
C37 C36 N4 128.9(2) . . ?
C37 C36 C35 120.6(2) . . ?
C36 C37 H37 121.1 . . ?
C38 C37 C36 117.9(2) . . ?
C38 C37 H37 121.1 . . ?
C37 C38 H38 118.4 . . ?
C37 C38 C39 123.3(2) . . ?
C39 C38 H38 118.4 . . ?
C38 C39 C41 119.39(19) . . ?
C40 C39 C38 118.0(2) . . ?
C40 C39 C41 122.6(2) . . ?
C35 C40 H40 120.0 . . ?
C39 C40 C35 120.0(2) . . ?
C39 C40 H40 120.0 . . ?
C39 C41 C43 110.4(2) . . ?
C39 C41 C44 108.4(2) . . ?
C42 C41 C39 111.97(19) . . ?
C42 C41 C43 107.9(3) . . ?
C42 C41 C44 108.8(2) . . ?
C43 C41 C44 109.3(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C32 112.3(2) . . ?
C46 C45 C48 108.4(3) . . ?
C47 C45 C32 108.9(2) . . ?
C47 C45 C46 109.3(3) . . ?
C47 C45 C48 108.7(3) . . ?
C48 C45 C32 109.1(2) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F3 B2 N4 110.87(18) . . ?
F3 B2 C27 109.69(17) . . ?
F4 B2 F3 107.98(19) . . ?
F4 B2 N4 112.50(18) . . ?
F4 B2 C27 110.26(18) . . ?
N4 B2 C27 105.52(17) . . ?

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
N1 C1 C2 N2 0.6(3) . . . . ?
N1 C1 C2 C7 -177.9(2) . . . . ?
N1 C1 C10 C9 177.43(19) . . . . ?
N1 C1 C10 C11 -0.5(2) . . . . ?
N1 C12 C13 C14 178.6(2) . . . . ?
N2 C2 C7 C8 -177.60(19) . . . . ?
N2 C3 B1 F1 -131.9(2) . . . . ?
N2 C3 B1 F2 109.7(2) . . . . ?
N2 C3 B1 N1 -10.0(3) . . . . ?
N3 C3 B1 F1 50.0(3) . . . . ?
N3 C3 B1 F2 -68.4(3) . . . . ?
N3 C3 B1 N1 171.88(19) . . . . ?
N3 C4 C5 N2 0.2(3) . . . . ?
C1 N1 C12 C11 0.0(2) . . . . ?
C1 N1 C12 C13 -178.8(2) . . . . ?
C1 N1 B1 F1 131.4(2) . . . . ?
C1 N1 B1 F2 -107.3(2) . . . . ?
C1 N1 B1 C3 10.6(2) . . . . ?
C1 C2 C7 C8 0.8(3) . . . . ?
C1 C10 C11 C12 0.5(2) . . . . ?
C1 C10 C11 C16 178.4(2) . . . . ?
C2 N2 C3 N3 -176.39(17) . . . . ?
C2 N2 C3 B1 5.2(3) . . . . ?
C2 N2 C5 C4 176.2(2) . . . . ?
C2 C1 C10 C9 -0.6(3) . . . . ?
C2 C1 C10 C11 -178.51(18) . . . . ?
C2 C7 C8 C9 -0.6(3) . . . . ?
C2 C7 C8 C21 179.8(2) . . . . ?
C3 N2 C2 C1 0.4(3) . . . . ?
C3 N2 C2 C7 178.88(19) . . . . ?
C3 N2 C5 C4 -0.5(3) . . . . ?
C3 N3 C4 C5 0.2(3) . . . . ?
C4 N3 C3 N2 -0.5(2) . . . . ?
C4 N3 C3 B1 177.9(2) . . . . ?
C5 N2 C2 C1 -176.0(2) . . . . ?
C5 N2 C2 C7 2.5(3) . . . . ?
C5 N2 C3 N3 0.6(2) . . . . ?
C5 N2 C3 B1 -177.82(19) . . . . ?
C6 N3 C3 N2 178.7(2) . . . . ?
C6 N3 C3 B1 -3.0(3) . . . . ?
C6 N3 C4 C5 -178.9(2) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C7 C8 C21 C22 67.3(3) . . . . ?
C7 C8 C21 C23 -51.0(3) . . . . ?
C7 C8 C21 C24 -172.4(3) . . . . ?
C8 C9 C10 C1 0.8(3) . . . . ?
C8 C9 C10 C11 177.9(2) . . . . ?
C9 C8 C21 C22 -112.3(3) . . . . ?
C9 C8 C21 C23 129.4(3) . . . . ?
C9 C8 C21 C24 8.1(4) . . . . ?
C9 C10 C11 C12 -177.0(2) . . . . ?
C9 C10 C11 C16 1.0(4) . . . . ?
C10 C1 C2 N2 178.34(17) . . . . ?
C10 C1 C2 C7 -0.2(3) . . . . ?
C10 C11 C12 N1 -0.3(2) . . . . ?
C10 C11 C12 C13 178.66(18) . . . . ?
C10 C11 C16 C15 -178.1(2) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 N1 C1 C2 178.2(2) . . . . ?
C12 N1 C1 C10 0.3(2) . . . . ?
C12 N1 B1 F1 -55.9(3) . . . . ?
C12 N1 B1 F2 65.4(3) . . . . ?
C12 N1 B1 C3 -176.62(19) . . . . ?
C12 C11 C16 C15 -0.3(3) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C13 C14 C15 C17 179.9(2) . . . . ?
C14 C15 C16 C11 0.1(3) . . . . ?
C14 C15 C17 C18 -66.7(3) . . . . ?
C14 C15 C17 C19 174.4(2) . . . . ?
C14 C15 C17 C20 52.7(4) . . . . ?
C16 C11 C12 N1 -178.57(18) . . . . ?
C16 C11 C12 C13 0.4(3) . . . . ?
C16 C15 C17 C18 113.0(3) . . . . ?
C16 C15 C17 C19 -5.8(4) . . . . ?
C16 C15 C17 C20 -127.5(3) . . . . ?
C17 C15 C16 C11 -179.7(2) . . . . ?
C21 C8 C9 C10 179.4(2) . . . . ?
B1 N1 C1 C2 -7.5(3) . . . . ?
B1 N1 C1 C10 174.63(17) . . . . ?
B1 N1 C12 C11 -173.68(19) . . . . ?
B1 N1 C12 C13 7.5(3) . . . . ?
N4 C25 C26 N5 0.5(3) . . . . ?
N4 C25 C26 C31 -177.5(2) . . . . ?
N4 C25 C34 C33 177.77(19) . . . . ?
N4 C25 C34 C35 0.6(2) . . . . ?
N4 C36 C37 C38 177.0(2) . . . . ?
N5 C26 C31 C32 -177.3(2) . . . . ?
N5 C27 B2 F3 112.0(2) . . . . ?
N5 C27 B2 F4 -129.2(2) . . . . ?
N5 C27 B2 N4 -7.5(3) . . . . ?
N6 C27 B2 F3 -68.8(3) . . . . ?
N6 C27 B2 F4 50.0(3) . . . . ?
N6 C27 B2 N4 171.8(2) . . . . ?
N6 C28 C29 N5 -0.7(3) . . . . ?
C25 N4 C36 C35 0.6(2) . . . . ?
C25 N4 C36 C37 -177.8(2) . . . . ?
C25 N4 B2 F3 -111.0(2) . . . . ?
C25 N4 B2 F4 128.0(2) . . . . ?
C25 N4 B2 C27 7.7(3) . . . . ?
C25 C26 C31 C32 0.6(3) . . . . ?
C25 C34 C35 C36 -0.3(2) . . . . ?
C25 C34 C35 C40 176.2(2) . . . . ?
C26 N5 C27 N6 -175.30(18) . . . . ?
C26 N5 C27 B2 4.1(3) . . . . ?
C26 N5 C29 C28 175.4(2) . . . . ?
C26 C25 C34 C33 0.1(3) . . . . ?
C26 C25 C34 C35 -177.04(19) . . . . ?
C26 C31 C32 C33 -0.7(4) . . . . ?
C26 C31 C32 C45 177.4(2) . . . . ?
C27 N5 C26 C25 0.0(3) . . . . ?
C27 N5 C26 C31 178.0(2) . . . . ?
C27 N5 C29 C28 0.3(3) . . . . ?
C27 N6 C28 C29 0.9(3) . . . . ?
C28 N6 C27 N5 -0.7(3) . . . . ?
C28 N6 C27 B2 179.9(2) . . . . ?
C29 N5 C26 C25 -174.6(2) . . . . ?
C29 N5 C26 C31 3.3(4) . . . . ?
C29 N5 C27 N6 0.2(2) . . . . ?
C29 N5 C27 B2 179.6(2) . . . . ?
C30 N6 C27 N5 178.9(2) . . . . ?
C30 N6 C27 B2 -0.5(4) . . . . ?
C30 N6 C28 C29 -178.7(2) . . . . ?
C31 C32 C33 C34 0.5(3) . . . . ?
C31 C32 C45 C46 -174.3(3) . . . . ?
C31 C32 C45 C47 64.5(3) . . . . ?
C31 C32 C45 C48 -54.0(3) . . . . ?
C32 C33 C34 C25 -0.3(3) . . . . ?
C32 C33 C34 C35 175.8(2) . . . . ?
C33 C32 C45 C46 3.7(4) . . . . ?
C33 C32 C45 C47 -117.5(3) . . . . ?
C33 C32 C45 C48 124.0(3) . . . . ?
C33 C34 C35 C36 -176.7(2) . . . . ?
C33 C34 C35 C40 -0.2(4) . . . . ?
C34 C25 C26 N5 177.74(18) . . . . ?
C34 C25 C26 C31 -0.3(3) . . . . ?
C34 C35 C36 N4 -0.2(2) . . . . ?
C34 C35 C36 C37 178.3(2) . . . . ?
C34 C35 C40 C39 -175.7(2) . . . . ?
C35 C36 C37 C38 -1.2(3) . . . . ?
C36 N4 C25 C26 176.7(2) . . . . ?
C36 N4 C25 C34 -0.7(2) . . . . ?
C36 N4 B2 F3 66.4(3) . . . . ?
C36 N4 B2 F4 -54.6(3) . . . . ?
C36 N4 B2 C27 -174.90(19) . . . . ?
C36 C35 C40 C39 0.4(3) . . . . ?
C36 C37 C38 C39 -0.5(4) . . . . ?
C37 C38 C39 C40 2.2(4) . . . . ?
C37 C38 C39 C41 -178.8(2) . . . . ?
C38 C39 C40 C35 -2.1(3) . . . . ?
C38 C39 C41 C42 167.6(2) . . . . ?
C38 C39 C41 C43 47.3(3) . . . . ?
C38 C39 C41 C44 -72.4(3) . . . . ?
C40 C35 C36 N4 -177.23(19) . . . . ?
C40 C35 C36 C37 1.3(3) . . . . ?
C40 C39 C41 C42 -13.5(3) . . . . ?
C40 C39 C41 C43 -133.7(3) . . . . ?
C40 C39 C41 C44 106.6(3) . . . . ?
C41 C39 C40 C35 179.0(2) . . . . ?
C45 C32 C33 C34 -177.5(2) . . . . ?
B2 N4 C25 C26 -5.3(3) . . . . ?
B2 N4 C25 C34 177.24(18) . . . . ?
B2 N4 C36 C35 -177.2(2) . . . . ?
B2 N4 C36 C37 4.5(4) . . . . ?

_smtbx_masks_special_details     ?
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 0.000 0.000 101.4 17.4 ?
2 0.000 0.000 0.500 110.9 17.7 ?
3 0.000 0.500 0.374 208.5 27.1 '4 H2O'
4 0.000 0.500 0.874 208.5 27.1 '4 H2O'
5 0.500 1.000 0.626 208.5 26.9 '4 H2O'
6 0.500 0.000 0.126 208.5 27.0 '4 H2O'
7 0.500 0.500 0.500 101.4 17.4 ?
8 0.500 0.500 0.000 110.9 17.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.42(16)
2 0.58(16)

####################################################################### 
# 
# 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_cxy5307_0m
_database_code_depnum_ccdc_archive 'CCDC 2373158'
loop_
_audit_author_name
_audit_author_address
'Jiang He'
;south univestiy of science and technology
China
;
_audit_update_record             
;
2024-07-24 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2024-07-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 B F2 N3'
_chemical_formula_sum            'C12 H10 B F2 N3'
_chemical_formula_weight         245.04
_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 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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                   7.7848(5)
_cell_length_b                   18.2595(10)
_cell_length_c                   7.9179(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.873(4)
_cell_angle_gamma                90
_cell_volume                     1064.99(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1205
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      57.69
_cell_measurement_theta_min      5.63
_shelx_estimated_absorpt_T_max   0.889
_shelx_estimated_absorpt_T_min   0.858
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1131 before and 0.0823 after correction.
The Ratio of minimum to maximum transmission is 0.8636.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11825
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.116
_diffrn_reflns_theta_min         4.213
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.57
_diffrn_source_power             0.24947159999999996
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.88
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2040
_reflns_number_total             2154
_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 V8.40B (?, 2016)'
_computing_data_collection       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40B (?, 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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0095(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.6059P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1143
_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:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
F1 F 0.16574(11) 0.59812(5) 0.07506(11) 0.0212(2) Uani 1 1 d . . . . .
F2 F 0.13022(11) 0.53606(4) 0.31068(11) 0.0203(2) Uani 1 1 d . . . . .
N1 N 0.41685(16) 0.45425(6) 0.16824(15) 0.0168(3) Uani 1 1 d . . . . .
N2 N 0.60342(15) 0.53675(6) 0.31470(15) 0.0144(3) Uani 1 1 d . . . . .
N3 N 0.34440(15) 0.63655(6) 0.37242(15) 0.0156(3) Uani 1 1 d . . . . .
C1 C 0.2486(2) 0.41489(8) 0.0756(2) 0.0221(3) Uani 1 1 d . . . . .
H1A H 0.153370 0.429836 0.124493 0.033 Uiso 1 1 calc R U . . .
H1B H 0.269400 0.362058 0.092346 0.033 Uiso 1 1 calc R U . . .
H1C H 0.210654 0.426447 -0.052095 0.033 Uiso 1 1 calc R U . . .
C2 C 0.42433(18) 0.51966(8) 0.24626(17) 0.0151(3) Uani 1 1 d . . . . .
C3 C 0.66328(18) 0.60201(7) 0.41517(17) 0.0146(3) Uani 1 1 d . . . . .
C4 C 0.84306(19) 0.62216(8) 0.49135(18) 0.0172(3) Uani 1 1 d . . . . .
H4 H 0.936974 0.592902 0.474216 0.021 Uiso 1 1 calc R U . . .
C5 C 0.88551(19) 0.68653(8) 0.59467(18) 0.0193(3) Uani 1 1 d . . . . .
H5 H 1.009318 0.699867 0.647578 0.023 Uiso 1 1 calc R U . . .
C6 C 0.7524(2) 0.73104(8) 0.62160(19) 0.0191(3) Uani 1 1 d . . . . .
H6 H 0.784534 0.773913 0.692863 0.023 Uiso 1 1 calc R U . . .
C8 C 0.26704(19) 0.69531(8) 0.43133(18) 0.0188(3) Uani 1 1 d . . . . .
H8 H 0.140053 0.702595 0.403422 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3966(2) 0.74151(8) 0.53474(19) 0.0195(3) Uani 1 1 d . . . . .
H9 H 0.376226 0.785037 0.591204 0.023 Uiso 1 1 calc R U . . .
C10 C 0.56937(19) 0.71169(7) 0.54177(18) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.52867(18) 0.64690(7) 0.43919(17) 0.0149(3) Uani 1 1 d . . . . .
C12 C 0.5897(2) 0.42987(8) 0.18565(18) 0.0184(3) Uani 1 1 d . . . . .
H12 H 0.620186 0.385018 0.141535 0.022 Uiso 1 1 calc R U . . .
C13 C 0.70736(19) 0.48145(8) 0.27679(18) 0.0172(3) Uani 1 1 d . . . . .
H13 H 0.835920 0.480146 0.308682 0.021 Uiso 1 1 calc R U . . .
B1 B 0.2557(2) 0.57333(8) 0.2486(2) 0.0163(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.4005(17) . ?
F2 B1 1.4036(17) . ?
N1 C1 1.4657(18) . ?
N1 C2 1.3372(18) . ?
N1 C12 1.3816(18) . ?
N2 C2 1.3587(17) . ?
N2 C3 1.4249(17) . ?
N2 C13 1.3862(17) . ?
N3 C8 1.3832(18) . ?
N3 C11 1.3720(17) . ?
N3 B1 1.5272(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 B1 1.643(2) . ?
C3 C4 1.3826(19) . ?
C3 C11 1.3911(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.409(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(2) . ?
C6 H6 0.9500 . ?
C6 C10 1.404(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.366(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.436(2) . ?
C10 C11 1.4117(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.349(2) . ?
C13 H13 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
C2 N1 C1 124.58(12) . . ?
C2 N1 C12 110.26(12) . . ?
C12 N1 C1 125.16(12) . . ?
C2 N2 C3 121.52(12) . . ?
C2 N2 C13 109.99(11) . . ?
C13 N2 C3 128.44(12) . . ?
C8 N3 B1 130.33(12) . . ?
C11 N3 C8 106.15(11) . . ?
C11 N3 B1 123.41(11) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 N2 105.97(12) . . ?
N1 C2 B1 128.49(12) . . ?
N2 C2 B1 125.37(12) . . ?
C4 C3 N2 124.62(12) . . ?
C4 C3 C11 118.99(13) . . ?
C11 C3 N2 116.38(12) . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.31(13) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 118.9 . . ?
C6 C5 C4 122.12(13) . . ?
C6 C5 H5 118.9 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C10 118.90(13) . . ?
C10 C6 H6 120.6 . . ?
N3 C8 H8 124.3 . . ?
C9 C8 N3 111.34(12) . . ?
C9 C8 H8 124.3 . . ?
C8 C9 H9 126.6 . . ?
C8 C9 C10 106.85(13) . . ?
C10 C9 H9 126.6 . . ?
C6 C10 C9 136.36(14) . . ?
C6 C10 C11 118.42(13) . . ?
C11 C10 C9 105.21(12) . . ?
N3 C11 C3 127.31(13) . . ?
N3 C11 C10 110.45(12) . . ?
C3 C11 C10 122.25(13) . . ?
N1 C12 H12 126.3 . . ?
C13 C12 N1 107.42(12) . . ?
C13 C12 H12 126.3 . . ?
N2 C13 H13 126.8 . . ?
C12 C13 N2 106.37(12) . . ?
C12 C13 H13 126.8 . . ?
F1 B1 F2 108.44(11) . . ?
F1 B1 N3 111.36(11) . . ?
F1 B1 C2 109.25(11) . . ?
F2 B1 N3 111.28(11) . . ?
F2 B1 C2 111.35(11) . . ?
N3 B1 C2 105.15(11) . . ?

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
N1 C2 B1 F1 -65.80(17) . . . . ?
N1 C2 B1 F2 53.95(18) . . . . ?
N1 C2 B1 N3 174.58(12) . . . . ?
N1 C12 C13 N2 0.33(15) . . . . ?
N2 C2 B1 F1 108.90(14) . . . . ?
N2 C2 B1 F2 -131.35(13) . . . . ?
N2 C2 B1 N3 -10.72(17) . . . . ?
N2 C3 C4 C5 -177.14(12) . . . . ?
N2 C3 C11 N3 -2.2(2) . . . . ?
N2 C3 C11 C10 177.47(11) . . . . ?
N3 C8 C9 C10 0.88(16) . . . . ?
C1 N1 C2 N2 -179.56(12) . . . . ?
C1 N1 C2 B1 -4.1(2) . . . . ?
C1 N1 C12 C13 179.21(12) . . . . ?
C2 N1 C12 C13 0.02(15) . . . . ?
C2 N2 C3 C4 178.76(12) . . . . ?
C2 N2 C3 C11 0.07(18) . . . . ?
C2 N2 C13 C12 -0.58(15) . . . . ?
C3 N2 C2 N1 -177.20(11) . . . . ?
C3 N2 C2 B1 7.12(19) . . . . ?
C3 N2 C13 C12 177.00(12) . . . . ?
C3 C4 C5 C6 -0.6(2) . . . . ?
C4 C3 C11 N3 179.07(12) . . . . ?
C4 C3 C11 C10 -1.3(2) . . . . ?
C4 C5 C6 C10 -0.7(2) . . . . ?
C5 C6 C10 C9 -179.45(15) . . . . ?
C5 C6 C10 C11 0.9(2) . . . . ?
C6 C10 C11 N3 179.76(12) . . . . ?
C6 C10 C11 C3 0.1(2) . . . . ?
C8 N3 C11 C3 -179.81(13) . . . . ?
C8 N3 C11 C10 0.51(15) . . . . ?
C8 N3 B1 F1 65.90(18) . . . . ?
C8 N3 B1 F2 -55.21(18) . . . . ?
C8 N3 B1 C2 -175.89(12) . . . . ?
C8 C9 C10 C6 179.78(16) . . . . ?
C8 C9 C10 C11 -0.53(15) . . . . ?
C9 C10 C11 N3 0.01(15) . . . . ?
C9 C10 C11 C3 -179.69(12) . . . . ?
C11 N3 C8 C9 -0.87(15) . . . . ?
C11 N3 B1 F1 -109.69(14) . . . . ?
C11 N3 B1 F2 129.20(13) . . . . ?
C11 N3 B1 C2 8.52(16) . . . . ?
C11 C3 C4 C5 1.5(2) . . . . ?
C12 N1 C2 N2 -0.37(15) . . . . ?
C12 N1 C2 B1 175.14(12) . . . . ?
C13 N2 C2 N1 0.58(14) . . . . ?
C13 N2 C2 B1 -175.11(12) . . . . ?
C13 N2 C3 C4 1.4(2) . . . . ?
C13 N2 C3 C11 -177.26(12) . . . . ?
B1 N3 C8 C9 -177.04(13) . . . . ?
B1 N3 C11 C3 -3.3(2) . . . . ?
B1 N3 C11 C10 177.01(11) . . . . ?

_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_cxy5370_0ma
_database_code_depnum_ccdc_archive 'CCDC 2372895'
loop_
_audit_author_name
_audit_author_address
'Jiang He'
;south univestiy of science and technology
China
;
_audit_update_record             
;
2024-07-23 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-08-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H30 B F2 N3'
_chemical_formula_sum            'C28 H30 B F2 N3'
_chemical_formula_weight         457.36
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 '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                   13.6165(5)
_cell_length_b                   14.8008(5)
_cell_length_c                   12.2884(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.416(2)
_cell_angle_gamma                90
_cell_volume                     2349.71(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6957
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      63.25
_cell_measurement_theta_min      3.95
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.444
_exptl_absorpt_correction_T_max  0.7523
_exptl_absorpt_correction_T_min  0.6823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0843 before and 0.0513 after correction.
The Ratio of minimum to maximum transmission is 0.9070.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49353
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         63.417
_diffrn_reflns_theta_min         3.951
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.57
_diffrn_source_power             0.24947159999999996
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.88
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5283
_reflns_number_total             5822
_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 V8.40B (?, 2016)'
_computing_data_collection       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40B (?, 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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5822
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.047
_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)+(0.0533P)²+0.7631P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1016
_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:
 C4(H4), C11(H11), C12(H12), C14(H14), C20(H20), C21(H21), C22(H22), C27(H27),
 C28(H28)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_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
F1 F 0.35070(5) 0.54259(4) 0.16382(5) 0.02426(14) Uani 1 1 d . . . . .
F2 F 0.30560(5) 0.45808(4) 0.29542(5) 0.02278(14) Uani 1 1 d . . . . .
N1 N 0.56975(6) 0.55262(5) 0.40717(7) 0.01496(16) Uani 1 1 d . . . . .
N2 N 0.35756(6) 0.61281(5) 0.34483(7) 0.01528(16) Uani 1 1 d . . . . .
N3 N 0.53694(6) 0.42452(5) 0.31456(7) 0.01649(16) Uani 1 1 d . . . . .
C1 C -0.05022(9) 0.86327(8) 0.23444(10) 0.0294(2) Uani 1 1 d . . . . .
H1A H -0.105589 0.903531 0.239938 0.044 Uiso 1 1 calc R U . . .
H1B H -0.079776 0.804687 0.203694 0.044 Uiso 1 1 calc R U . . .
H1C H -0.015659 0.890101 0.183329 0.044 Uiso 1 1 calc R U . . .
C2 C 0.02879(7) 0.84990(7) 0.35420(9) 0.0207(2) Uani 1 1 d . . . . .
C3 C 0.11611(7) 0.78632(6) 0.34870(8) 0.01745(18) Uani 1 1 d . . . . .
C4 C 0.21960(7) 0.80444(6) 0.40820(8) 0.01609(18) Uani 1 1 d . . . . .
H4 H 0.238091 0.858116 0.452354 0.019 Uiso 1 1 calc R U . . .
C5 C 0.29625(7) 0.74315(6) 0.40261(8) 0.01462(17) Uani 1 1 d . . . . .
C6 C 0.40783(7) 0.74224(6) 0.45242(8) 0.01414(17) Uani 1 1 d . . . . .
C7 C 0.44007(7) 0.66112(6) 0.41410(7) 0.01425(17) Uani 1 1 d . . . . .
C8 C 0.54481(7) 0.63787(6) 0.44643(8) 0.01441(17) Uani 1 1 d . . . . .
C9 C 0.66606(7) 0.50911(6) 0.42640(8) 0.01599(18) Uani 1 1 d . . . . .
C10 C 0.64346(7) 0.42754(6) 0.36631(8) 0.01653(18) Uani 1 1 d . . . . .
C11 C 0.71937(8) 0.36589(7) 0.36158(8) 0.02034(19) Uani 1 1 d . . . . .
H11 H 0.702359 0.310713 0.320410 0.024 Uiso 1 1 calc R U . . .
C12 C 0.82050(8) 0.38912(7) 0.41975(9) 0.0223(2) Uani 1 1 d . . . . .
H12 H 0.874860 0.349468 0.418052 0.027 Uiso 1 1 calc R U . . .
C13 C 0.49321(7) 0.49977(6) 0.33782(8) 0.01546(17) Uani 1 1 d . . . . .
C14 C 0.61630(7) 0.69851(6) 0.51293(8) 0.01558(17) Uani 1 1 d . . . . .
H14 H 0.687736 0.683399 0.535632 0.019 Uiso 1 1 calc R U . . .
C15 C 0.58632(7) 0.78223(6) 0.54809(8) 0.01533(17) Uani 1 1 d . . . . .
C16 C 0.67176(7) 0.84662(6) 0.61729(8) 0.01771(18) Uani 1 1 d . . . . .
C17 C 0.75809(8) 0.85341(7) 0.56162(10) 0.0237(2) Uani 1 1 d . . . . .
H17A H 0.786800 0.793194 0.557904 0.036 Uiso 1 1 calc R U . . .
H17B H 0.812946 0.893380 0.607595 0.036 Uiso 1 1 calc R U . . .
H17C H 0.729521 0.877969 0.483929 0.036 Uiso 1 1 calc R U . . .
C18 C 0.63036(8) 0.94251(7) 0.62200(10) 0.0241(2) Uani 1 1 d . . . . .
H18A H 0.600622 0.965948 0.543866 0.036 Uiso 1 1 calc R U . . .
H18B H 0.687173 0.981828 0.665348 0.036 Uiso 1 1 calc R U . . .
H18C H 0.576865 0.940992 0.659779 0.036 Uiso 1 1 calc R U . . .
C19 C 0.71771(8) 0.81020(7) 0.74021(9) 0.0247(2) Uani 1 1 d . . . . .
H19A H 0.664211 0.810117 0.778023 0.037 Uiso 1 1 calc R U . . .
H19B H 0.775345 0.848830 0.783241 0.037 Uiso 1 1 calc R U . . .
H19C H 0.742832 0.748434 0.737660 0.037 Uiso 1 1 calc R U . . .
C20 C 0.48139(7) 0.80278(6) 0.51989(8) 0.01524(17) Uani 1 1 d . . . . .
H20 H 0.459815 0.857355 0.546122 0.018 Uiso 1 1 calc R U . . .
C21 C 0.09171(7) 0.70531(7) 0.28420(8) 0.01952(19) Uani 1 1 d . . . . .
H21 H 0.021114 0.692571 0.244245 0.023 Uiso 1 1 calc R U . . .
C22 C 0.16604(7) 0.64391(6) 0.27674(8) 0.01844(19) Uani 1 1 d . . . . .
H22 H 0.147438 0.590494 0.232077 0.022 Uiso 1 1 calc R U . . .
C23 C 0.26927(7) 0.66323(6) 0.33715(8) 0.01520(17) Uani 1 1 d . . . . .
C24 C 0.07005(9) 0.94329(8) 0.39901(15) 0.0419(3) Uani 1 1 d . . . . .
H24A H 0.011982 0.983249 0.396484 0.063 Uiso 1 1 calc R U . . .
H24B H 0.108738 0.968459 0.351011 0.063 Uiso 1 1 calc R U . . .
H24C H 0.115909 0.938082 0.478280 0.063 Uiso 1 1 calc R U . . .
C25 C -0.02640(9) 0.80899(9) 0.43383(11) 0.0340(3) Uani 1 1 d . . . . .
H25A H 0.022362 0.804390 0.511739 0.051 Uiso 1 1 calc R U . . .
H25B H -0.052237 0.748673 0.406218 0.051 Uiso 1 1 calc R U . . .
H25C H -0.084574 0.847761 0.434404 0.051 Uiso 1 1 calc R U . . .
C26 C 0.48181(8) 0.35091(7) 0.24132(9) 0.0224(2) Uani 1 1 d . . . . .
H26A H 0.407116 0.358881 0.225196 0.034 Uiso 1 1 calc R U . . .
H26B H 0.503240 0.293096 0.280503 0.034 Uiso 1 1 calc R U . . .
H26C H 0.498102 0.351368 0.169137 0.034 Uiso 1 1 calc R U . . .
C27 C 0.76834(7) 0.53149(7) 0.48623(9) 0.01956(19) Uani 1 1 d . . . . .
H27 H 0.785340 0.586174 0.528497 0.023 Uiso 1 1 calc R U . . .
C28 C 0.84441(8) 0.47043(7) 0.48145(9) 0.0224(2) Uani 1 1 d . . . . .
H28 H 0.914813 0.484115 0.521162 0.027 Uiso 1 1 calc R U . . .
B1 B 0.37051(8) 0.52756(7) 0.28194(9) 0.0164(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.4078(12) . ?
F2 B1 1.3995(12) . ?
N1 C8 1.4294(11) . ?
N1 C9 1.4123(11) . ?
N1 C13 1.3650(12) . ?
N2 C7 1.3762(11) . ?
N2 C23 1.3927(11) . ?
N2 B1 1.5187(12) . ?
N3 C10 1.3883(12) . ?
N3 C13 1.3356(12) . ?
N3 C26 1.4607(12) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.5368(15) . ?
C2 C3 1.5346(13) . ?
C2 C24 1.5278(15) . ?
C2 C25 1.5341(16) . ?
C3 C4 1.3932(13) . ?
C3 C21 1.4177(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.4009(12) . ?
C5 C6 1.4477(12) . ?
C5 C23 1.4122(12) . ?
C6 C7 1.4094(12) . ?
C6 C20 1.4032(12) . ?
C7 C8 1.3973(12) . ?
C8 C14 1.3851(12) . ?
C9 C10 1.3978(13) . ?
C9 C27 1.3940(13) . ?
C10 C11 1.3936(13) . ?
C11 H11 0.9500 . ?
C11 C12 1.3796(15) . ?
C12 H12 0.9500 . ?
C12 C28 1.4047(15) . ?
C13 B1 1.6455(14) . ?
C14 H14 0.9500 . ?
C14 C15 1.4142(12) . ?
C15 C16 1.5361(12) . ?
C15 C20 1.3933(12) . ?
C16 C17 1.5389(14) . ?
C16 C18 1.5350(13) . ?
C16 C19 1.5383(14) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.3846(13) . ?
C22 H22 0.9500 . ?
C22 C23 1.3963(12) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
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 H27 0.9500 . ?
C27 C28 1.3898(13) . ?
C28 H28 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
C9 N1 C8 130.77(8) . . ?
C13 N1 C8 120.04(8) . . ?
C13 N1 C9 109.18(8) . . ?
C7 N2 C23 106.38(7) . . ?
C7 N2 B1 122.90(8) . . ?
C23 N2 B1 130.33(8) . . ?
C10 N3 C26 124.43(8) . . ?
C13 N3 C10 110.31(8) . . ?
C13 N3 C26 125.22(8) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 110.76(8) . . ?
C24 C2 C1 107.17(10) . . ?
C24 C2 C3 111.64(8) . . ?
C24 C2 C25 109.01(10) . . ?
C25 C2 C1 109.02(9) . . ?
C25 C2 C3 109.18(8) . . ?
C4 C3 C2 121.88(9) . . ?
C4 C3 C21 118.41(8) . . ?
C21 C3 C2 119.69(8) . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.68(8) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 133.15(8) . . ?
C4 C5 C23 120.44(8) . . ?
C23 C5 C6 106.41(8) . . ?
C7 C6 C5 105.23(8) . . ?
C20 C6 C5 134.57(8) . . ?
C20 C6 C7 120.12(8) . . ?
N2 C7 C6 111.70(8) . . ?
N2 C7 C8 127.47(8) . . ?
C8 C7 C6 120.83(8) . . ?
C7 C8 N1 116.83(8) . . ?
C14 C8 N1 124.99(8) . . ?
C14 C8 C7 118.17(8) . . ?
C10 C9 N1 105.53(8) . . ?
C27 C9 N1 134.44(9) . . ?
C27 C9 C10 120.02(9) . . ?
N3 C10 C9 107.06(8) . . ?
N3 C10 C11 129.88(9) . . ?
C11 C10 C9 123.04(9) . . ?
C10 C11 H11 121.7 . . ?
C12 C11 C10 116.57(9) . . ?
C12 C11 H11 121.7 . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C28 121.09(9) . . ?
C28 C12 H12 119.5 . . ?
N1 C13 B1 126.27(8) . . ?
N3 C13 N1 107.90(8) . . ?
N3 C13 B1 125.57(8) . . ?
C8 C14 H14 119.0 . . ?
C8 C14 C15 122.08(8) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 C16 118.13(8) . . ?
C20 C15 C14 119.19(8) . . ?
C20 C15 C16 122.69(8) . . ?
C15 C16 C17 110.23(8) . . ?
C15 C16 C19 109.15(8) . . ?
C18 C16 C15 111.82(8) . . ?
C18 C16 C17 107.31(8) . . ?
C18 C16 C19 109.11(8) . . ?
C19 C16 C17 109.17(8) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C6 C20 H20 120.3 . . ?
C15 C20 C6 119.47(8) . . ?
C15 C20 H20 120.3 . . ?
C3 C21 H21 118.5 . . ?
C22 C21 C3 123.03(9) . . ?
C22 C21 H21 118.5 . . ?
C21 C22 H22 121.2 . . ?
C21 C22 C23 117.68(9) . . ?
C23 C22 H22 121.2 . . ?
N2 C23 C5 110.28(8) . . ?
N2 C23 C22 128.96(9) . . ?
C22 C23 C5 120.76(8) . . ?
C2 C24 H24A 109.5 . . ?
C2 C24 H24B 109.5 . . ?
C2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C2 C25 H25A 109.5 . . ?
C2 C25 H25B 109.5 . . ?
C2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 C27 H27 121.4 . . ?
C28 C27 C9 117.19(9) . . ?
C28 C27 H27 121.4 . . ?
C12 C28 H28 119.0 . . ?
C27 C28 C12 122.08(9) . . ?
C27 C28 H28 119.0 . . ?
F1 B1 N2 112.22(8) . . ?
F1 B1 C13 107.96(8) . . ?
F2 B1 F1 108.40(8) . . ?
F2 B1 N2 111.78(8) . . ?
F2 B1 C13 111.28(8) . . ?
N2 B1 C13 105.14(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C8 C14 C15 179.47(8) . . . . ?
N1 C9 C10 N3 -0.22(10) . . . . ?
N1 C9 C10 C11 178.22(8) . . . . ?
N1 C9 C27 C28 -177.63(10) . . . . ?
N1 C13 B1 F1 107.50(10) . . . . ?
N1 C13 B1 F2 -133.66(9) . . . . ?
N1 C13 B1 N2 -12.47(12) . . . . ?
N2 C7 C8 N1 -2.63(14) . . . . ?
N2 C7 C8 C14 177.04(9) . . . . ?
N3 C10 C11 C12 177.88(9) . . . . ?
N3 C13 B1 F1 -65.97(11) . . . . ?
N3 C13 B1 F2 52.87(12) . . . . ?
N3 C13 B1 N2 174.06(8) . . . . ?
C1 C2 C3 C4 136.55(10) . . . . ?
C1 C2 C3 C21 -45.27(13) . . . . ?
C2 C3 C4 C5 178.46(9) . . . . ?
C2 C3 C21 C22 -178.89(9) . . . . ?
C3 C4 C5 C6 179.57(9) . . . . ?
C3 C4 C5 C23 -0.02(13) . . . . ?
C3 C21 C22 C23 0.77(15) . . . . ?
C4 C3 C21 C22 -0.65(15) . . . . ?
C4 C5 C6 C7 179.85(10) . . . . ?
C4 C5 C6 C20 -3.39(18) . . . . ?
C4 C5 C23 N2 -179.67(8) . . . . ?
C4 C5 C23 C22 0.14(14) . . . . ?
C5 C6 C7 N2 0.24(10) . . . . ?
C5 C6 C7 C8 -179.91(8) . . . . ?
C5 C6 C20 C15 -176.08(9) . . . . ?
C6 C5 C23 N2 0.65(10) . . . . ?
C6 C5 C23 C22 -179.54(8) . . . . ?
C6 C7 C8 N1 177.54(8) . . . . ?
C6 C7 C8 C14 -2.79(13) . . . . ?
C7 N2 C23 C5 -0.50(10) . . . . ?
C7 N2 C23 C22 179.71(9) . . . . ?
C7 N2 B1 F1 -105.16(10) . . . . ?
C7 N2 B1 F2 132.80(9) . . . . ?
C7 N2 B1 C13 11.94(11) . . . . ?
C7 C6 C20 C15 0.31(13) . . . . ?
C7 C8 C14 C15 -0.17(14) . . . . ?
C8 N1 C9 C10 -179.67(9) . . . . ?
C8 N1 C9 C27 -1.00(17) . . . . ?
C8 N1 C13 N3 -179.63(7) . . . . ?
C8 N1 C13 B1 5.95(13) . . . . ?
C8 C14 C15 C16 -177.38(8) . . . . ?
C8 C14 C15 C20 3.18(14) . . . . ?
C9 N1 C8 C7 -178.51(9) . . . . ?
C9 N1 C8 C14 1.85(15) . . . . ?
C9 N1 C13 N3 1.14(10) . . . . ?
C9 N1 C13 B1 -173.28(8) . . . . ?
C9 C10 C11 C12 -0.18(14) . . . . ?
C9 C27 C28 C12 -0.28(15) . . . . ?
C10 N3 C13 N1 -1.30(10) . . . . ?
C10 N3 C13 B1 173.18(8) . . . . ?
C10 C9 C27 C28 0.89(14) . . . . ?
C10 C11 C12 C28 0.80(14) . . . . ?
C11 C12 C28 C27 -0.59(16) . . . . ?
C13 N1 C8 C7 2.45(12) . . . . ?
C13 N1 C8 C14 -177.19(9) . . . . ?
C13 N1 C9 C10 -0.55(10) . . . . ?
C13 N1 C9 C27 178.12(10) . . . . ?
C13 N3 C10 C9 0.95(10) . . . . ?
C13 N3 C10 C11 -177.35(9) . . . . ?
C14 C15 C16 C17 45.84(11) . . . . ?
C14 C15 C16 C18 165.13(9) . . . . ?
C14 C15 C16 C19 -74.06(11) . . . . ?
C14 C15 C20 C6 -3.18(13) . . . . ?
C16 C15 C20 C6 177.41(8) . . . . ?
C20 C6 C7 N2 -177.10(8) . . . . ?
C20 C6 C7 C8 2.76(13) . . . . ?
C20 C15 C16 C17 -134.73(9) . . . . ?
C20 C15 C16 C18 -15.45(13) . . . . ?
C20 C15 C16 C19 105.36(10) . . . . ?
C21 C3 C4 C5 0.26(14) . . . . ?
C21 C22 C23 N2 179.27(9) . . . . ?
C21 C22 C23 C5 -0.50(14) . . . . ?
C23 N2 C7 C6 0.15(10) . . . . ?
C23 N2 C7 C8 -179.69(9) . . . . ?
C23 N2 B1 F1 66.68(12) . . . . ?
C23 N2 B1 F2 -55.36(13) . . . . ?
C23 N2 B1 C13 -176.22(8) . . . . ?
C23 C5 C6 C7 -0.53(10) . . . . ?
C23 C5 C6 C20 176.24(10) . . . . ?
C24 C2 C3 C4 17.21(14) . . . . ?
C24 C2 C3 C21 -164.62(11) . . . . ?
C25 C2 C3 C4 -103.39(11) . . . . ?
C25 C2 C3 C21 74.78(12) . . . . ?
C26 N3 C10 C9 178.58(8) . . . . ?
C26 N3 C10 C11 0.28(15) . . . . ?
C26 N3 C13 N1 -178.91(8) . . . . ?
C26 N3 C13 B1 -4.43(14) . . . . ?
C27 C9 C10 N3 -179.13(8) . . . . ?
C27 C9 C10 C11 -0.68(14) . . . . ?
B1 N2 C7 C6 173.68(8) . . . . ?
B1 N2 C7 C8 -6.16(14) . . . . ?
B1 N2 C23 C5 -173.37(9) . . . . ?
B1 N2 C23 C22 6.84(16) . . . . ?

_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_cxy5371_0m_pl
_database_code_depnum_ccdc_archive 'CCDC 2372893'
loop_
_audit_author_name
_audit_author_address
'Jiang He'
;south univestiy of science and technology
China
;
_audit_update_record             
;
2024-07-23 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-08-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 B F2 N3'
_chemical_formula_sum            'C16 H12 B F2 N3'
_chemical_formula_weight         295.10
_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 0.0137 0.0067 '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 0.0070 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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                   6.8997(5)
_cell_length_b                   9.3476(7)
_cell_length_c                   20.3994(15)
_cell_angle_alpha                90
_cell_angle_beta                 99.599(2)
_cell_angle_gamma                90
_cell_volume                     1297.25(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9816
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      65.78
_cell_measurement_theta_min      5.62
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_T_max  0.7144
_exptl_absorpt_correction_T_min  0.6073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1579 before and 0.1207 after correction.
The Ratio of minimum to maximum transmission is 0.8501.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0803
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            48053
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         67.174
_diffrn_reflns_theta_min         1.911
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  "'Bruker D8 Venture"
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.57
_diffrn_source_power             0.24947159999999996
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.88
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3329
_reflns_number_total             3555
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40B (?, 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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0625
_refine_ls_restrained_S_all      1.151
_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)+(0.0864P)²+0.9910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1763
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.627(3)
 0.373(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C15(H15),
 C16(H16)
3.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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
F1 F 0.3627(2) 0.65197(18) -0.09332(8) 0.0313(4) Uani 1 1 d . . . . .
F2 F 0.0357(2) 0.65255(18) -0.09176(9) 0.0323(4) Uani 1 1 d . . . . .
N1 N 0.1800(4) 0.86418(19) -0.13224(9) 0.0230(4) Uani 1 1 d . . . . .
N2 N 0.2528(3) 0.95245(18) 0.00483(8) 0.0213(3) Uani 1 1 d . . . . .
N3 N 0.2713(4) 0.7382(2) 0.04763(9) 0.0242(4) Uani 1 1 d . . . . .
C1 C 0.1940(4) 1.0038(2) -0.11249(10) 0.0216(4) Uani 1 1 d . . . . .
C2 C 0.2284(4) 1.0562(2) -0.04734(10) 0.0206(4) Uani 1 1 d . . . . .
C3 C 0.2427(4) 0.8103(2) -0.00959(10) 0.0222(4) Uani 1 1 d . . . . .
C4 C 0.3013(4) 0.8324(2) 0.10054(10) 0.0242(4) Uani 1 1 d . . . . .
C5 C 0.2902(4) 0.9708(2) 0.07440(10) 0.0226(4) Uani 1 1 d . . . . .
C6 C 0.3140(5) 1.0893(2) 0.11623(11) 0.0262(4) Uani 1 1 d . . . . .
H6 H 0.305845 1.184048 0.099118 0.031 Uiso 1 1 calc R U . . .
C7 C 0.3499(5) 1.0628(3) 0.18388(11) 0.0315(5) Uani 1 1 d . . . . .
H7 H 0.367384 1.141554 0.213735 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3614(5) 0.9238(3) 0.20982(11) 0.0314(5) Uani 1 1 d . . . . .
H8 H 0.386150 0.910605 0.256648 0.038 Uiso 1 1 calc R U . . .
C9 C 0.3377(5) 0.8060(3) 0.16886(11) 0.0297(5) Uani 1 1 d . . . . .
H9 H 0.345725 0.711423 0.186176 0.036 Uiso 1 1 calc R U . . .
C10 C 0.2723(5) 0.5826(2) 0.05495(12) 0.0323(5) Uani 1 1 d . . . . .
H10A H 0.237519 0.538030 0.011081 0.049 Uiso 1 1 calc R U . . .
H10B H 0.176463 0.554549 0.083019 0.049 Uiso 1 1 calc R U . . .
H10C H 0.403727 0.550901 0.075656 0.049 Uiso 1 1 calc R U . . .
C11 C 0.2365(4) 1.2035(2) -0.03797(11) 0.0252(4) Uani 1 1 d . . . . .
H11 H 0.259011 1.242488 0.005658 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2109(5) 1.2945(2) -0.09380(12) 0.0270(4) Uani 1 1 d . . . . .
H12 H 0.216048 1.395029 -0.086867 0.032 Uiso 1 1 calc R U . . .
C13 C 0.1785(5) 1.2432(2) -0.15838(11) 0.0262(4) Uani 1 1 d . . . . .
H13 H 0.163983 1.307259 -0.195031 0.031 Uiso 1 1 calc R U . . .
C14 C 0.1675(4) 1.0945(2) -0.16869(10) 0.0235(4) Uani 1 1 d . . . . .
C15 C 0.1367(5) 1.0014(2) -0.22510(10) 0.0266(4) Uani 1 1 d . . . . .
H15 H 0.115264 1.029238 -0.270527 0.032 Uiso 1 1 calc R U . . .
C16 C 0.1441(4) 0.8644(2) -0.20104(10) 0.0262(4) Uani 1 1 d . . . . .
H16 H 0.126965 0.780934 -0.227924 0.031 Uiso 1 1 calc R U . . .
B1 B 0.2037(5) 0.7388(2) -0.08442(12) 0.0230(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.400(3) . ?
F2 B1 1.399(3) . ?
N1 C1 1.365(2) . ?
N1 C16 1.384(3) . ?
N1 B1 1.516(3) . ?
N2 C2 1.429(3) . ?
N2 C3 1.360(3) . ?
N2 C5 1.410(3) . ?
N3 C3 1.334(3) . ?
N3 C4 1.382(3) . ?
N3 C10 1.462(3) . ?
C1 C2 1.399(3) . ?
C1 C14 1.413(3) . ?
C2 C11 1.390(3) . ?
C3 B1 1.647(3) . ?
C4 C5 1.396(3) . ?
C4 C9 1.396(3) . ?
C5 C6 1.392(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.400(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.376(3) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C12 1.409(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.406(3) . ?
C14 C15 1.430(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.369(3) . ?
C16 H16 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 N1 C16 106.83(17) . . ?
C1 N1 B1 123.70(17) . . ?
C16 N1 B1 129.47(18) . . ?
C3 N2 C2 120.45(18) . . ?
C3 N2 C5 109.30(17) . . ?
C5 N2 C2 130.25(17) . . ?
C3 N3 C4 110.00(18) . . ?
C3 N3 C10 126.15(19) . . ?
C4 N3 C10 123.85(19) . . ?
N1 C1 C2 127.41(19) . . ?
N1 C1 C14 109.92(18) . . ?
C2 C1 C14 122.67(18) . . ?
C1 C2 N2 116.75(18) . . ?
C11 C2 N2 124.96(19) . . ?
C11 C2 C1 118.28(19) . . ?
N2 C3 B1 126.27(18) . . ?
N3 C3 N2 108.06(18) . . ?
N3 C3 B1 125.67(18) . . ?
N3 C4 C5 107.50(18) . . ?
N3 C4 C9 130.2(2) . . ?
C5 C4 C9 122.3(2) . . ?
C4 C5 N2 105.14(17) . . ?
C6 C5 N2 134.19(19) . . ?
C6 C5 C4 120.67(19) . . ?
C5 C6 H6 121.6 . . ?
C7 C6 C5 116.9(2) . . ?
C7 C6 H6 121.6 . . ?
C6 C7 H7 118.9 . . ?
C6 C7 C8 122.2(2) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.3(2) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 H9 121.7 . . ?
C8 C9 C4 116.6(2) . . ?
C8 C9 H9 121.7 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C11 H11 120.3 . . ?
C2 C11 C12 119.3(2) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 118.7 . . ?
C13 C12 C11 122.60(19) . . ?
C13 C12 H12 118.7 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.74(19) . . ?
C14 C13 H13 120.6 . . ?
C1 C14 C15 105.68(18) . . ?
C13 C14 C1 118.35(19) . . ?
C13 C14 C15 136.0(2) . . ?
C14 C15 H15 126.6 . . ?
C16 C15 C14 106.78(18) . . ?
C16 C15 H15 126.6 . . ?
N1 C16 H16 124.6 . . ?
C15 C16 N1 110.79(18) . . ?
C15 C16 H16 124.6 . . ?
F1 B1 N1 111.6(2) . . ?
F1 B1 C3 110.2(2) . . ?
F2 B1 F1 107.77(17) . . ?
F2 B1 N1 112.2(2) . . ?
F2 B1 C3 109.7(2) . . ?
N1 B1 C3 105.41(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 0.3(5) . . . . ?
N1 C1 C2 C11 -179.7(3) . . . . ?
N1 C1 C14 C13 -179.5(3) . . . . ?
N1 C1 C14 C15 -0.2(4) . . . . ?
N2 C2 C11 C12 179.7(3) . . . . ?
N2 C3 B1 F1 119.9(3) . . . . ?
N2 C3 B1 F2 -121.6(3) . . . . ?
N2 C3 B1 N1 -0.6(4) . . . . ?
N2 C5 C6 C7 -180.0(3) . . . . ?
N3 C3 B1 F1 -59.6(4) . . . . ?
N3 C3 B1 F2 58.9(4) . . . . ?
N3 C3 B1 N1 179.9(3) . . . . ?
N3 C4 C5 N2 0.0(3) . . . . ?
N3 C4 C5 C6 179.7(3) . . . . ?
N3 C4 C9 C8 -179.9(3) . . . . ?
C1 N1 C16 C15 0.5(4) . . . . ?
C1 N1 B1 F1 -118.6(3) . . . . ?
C1 N1 B1 F2 120.4(3) . . . . ?
C1 N1 B1 C3 1.0(4) . . . . ?
C1 C2 C11 C12 -0.3(5) . . . . ?
C1 C14 C15 C16 0.5(4) . . . . ?
C2 N2 C3 N3 179.7(2) . . . . ?
C2 N2 C3 B1 0.1(4) . . . . ?
C2 N2 C5 C4 -179.5(3) . . . . ?
C2 N2 C5 C6 0.8(5) . . . . ?
C2 C1 C14 C13 0.7(5) . . . . ?
C2 C1 C14 C15 179.9(3) . . . . ?
C2 C11 C12 C13 -0.3(5) . . . . ?
C3 N2 C2 C1 0.1(4) . . . . ?
C3 N2 C2 C11 -179.9(3) . . . . ?
C3 N2 C5 C4 -0.2(3) . . . . ?
C3 N2 C5 C6 -179.8(3) . . . . ?
C3 N3 C4 C5 0.1(3) . . . . ?
C3 N3 C4 C9 -179.6(3) . . . . ?
C4 N3 C3 N2 -0.2(3) . . . . ?
C4 N3 C3 B1 179.4(3) . . . . ?
C4 C5 C6 C7 0.5(5) . . . . ?
C5 N2 C2 C1 179.5(3) . . . . ?
C5 N2 C2 C11 -0.5(5) . . . . ?
C5 N2 C3 N3 0.2(3) . . . . ?
C5 N2 C3 B1 -179.4(2) . . . . ?
C5 C4 C9 C8 0.4(5) . . . . ?
C5 C6 C7 C8 -0.3(5) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C8 C9 C4 -0.2(5) . . . . ?
C9 C4 C5 N2 179.8(3) . . . . ?
C9 C4 C5 C6 -0.5(5) . . . . ?
C10 N3 C3 N2 -180.0(3) . . . . ?
C10 N3 C3 B1 -0.4(5) . . . . ?
C10 N3 C4 C5 179.9(3) . . . . ?
C10 N3 C4 C9 0.2(5) . . . . ?
C11 C12 C13 C14 1.1(5) . . . . ?
C12 C13 C14 C1 -1.3(5) . . . . ?
C12 C13 C14 C15 179.8(3) . . . . ?
C13 C14 C15 C16 179.5(4) . . . . ?
C14 C1 C2 N2 -179.9(3) . . . . ?
C14 C1 C2 C11 0.1(5) . . . . ?
C14 C15 C16 N1 -0.6(4) . . . . ?
C16 N1 C1 C2 179.7(3) . . . . ?
C16 N1 C1 C14 -0.1(4) . . . . ?
C16 N1 B1 F1 60.6(4) . . . . ?
C16 N1 B1 F2 -60.5(4) . . . . ?
C16 N1 B1 C3 -179.8(3) . . . . ?
B1 N1 C1 C2 -1.0(5) . . . . ?
B1 N1 C1 C14 179.2(3) . . . . ?
B1 N1 C16 C15 -178.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.627(3)
2 0.373(3)

