# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_bt_3_0ma
_database_code_depnum_ccdc_archive 'CCDC 2121686'
loop_
_audit_author_name
_audit_author_address
'Matthew Hurlock'
;Washington State University
United States of America
;
_audit_update_record             
;
2021-11-11 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2020-09-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H27 B3 Cl4 N6, 2(C H2 Cl2)'
_chemical_formula_sum            'C32 H31 B3 Cl8 N6'
_chemical_formula_weight         815.66
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.2766(7)
_cell_length_b                   17.6234(10)
_cell_length_c                   17.1711(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3715.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9646
_cell_measurement_temperature    149.99
_cell_measurement_theta_max      24.73
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.831
_shelx_estimated_absorpt_T_min   0.663
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6537
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1457 before and 0.0571 after correction.
The Ratio of minimum to maximum transmission is 0.8773.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27384
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.736
_diffrn_reflns_theta_max         24.736
_diffrn_reflns_theta_min         2.311
_diffrn_ambient_temperature      149.99
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_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                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2645
_reflns_number_total             3175
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0424
_refine_ls_restrained_S_all      1.052
_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)+(0.0341P)²+6.6332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C1S(H1SA,H1SB)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.22704(7) 0.36179(6) 0.60034(4) 0.0605(3) Uani 1 1 d . . . . .
Cl2 Cl 0.19874(6) 0.46284(4) 0.45863(6) 0.0496(2) Uani 1 1 d . . . . .
N1 N 0.44310(17) 0.28098(11) 0.30301(12) 0.0223(5) Uani 1 1 d . . . . .
N2 N 0.22276(16) 0.30771(12) 0.44764(12) 0.0243(5) Uani 1 1 d . . . . .
N3 N 0.38628(17) 0.37756(12) 0.48734(12) 0.0232(5) Uani 1 1 d . . . . .
C1 C 0.2017(2) 0.24043(15) 0.33675(16) 0.0277(6) Uani 1 1 d . . . . .
H1 H 0.2157 0.2162 0.2884 0.033 Uiso 1 1 calc R U . . .
C2 C 0.1033(2) 0.24128(15) 0.37644(17) 0.0324(6) Uani 1 1 d . . . . .
H2 H 0.0376 0.2176 0.3604 0.039 Uiso 1 1 calc R U . . .
C3 C 0.1187(2) 0.28297(15) 0.44375(17) 0.0308(6) Uani 1 1 d . . . . .
H3 H 0.0641 0.2928 0.4817 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4602(2) 0.41300(15) 0.53240(15) 0.0284(6) Uani 1 1 d . . . . .
H4 H 0.4442 0.4392 0.5794 0.034 Uiso 1 1 calc R U . . .
C5 C 0.5638(2) 0.40567(15) 0.49988(16) 0.0294(6) Uani 1 1 d . . . . .
H5 H 0.6297 0.4256 0.5204 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5524(2) 0.36402(14) 0.43242(15) 0.0254(6) Uani 1 1 d . . . . .
H6 H 0.6093 0.3497 0.3979 0.031 Uiso 1 1 calc R U . . .
C7 C 0.4415(2) 0.34670(14) 0.42403(14) 0.0219(5) Uani 1 1 d . . . . .
C8 C 0.3862(2) 0.30242(13) 0.36909(14) 0.0211(5) Uani 1 1 d . . . . .
C9 C 0.2765(2) 0.28194(14) 0.38129(14) 0.0226(5) Uani 1 1 d . . . . .
C10 C 0.5000 0.4185(2) 0.2500 0.0242(8) Uani 1 2 d S T P . .
C11 C 0.5932(2) 0.45950(15) 0.22956(15) 0.0303(6) Uani 1 1 d . . . . .
H11 H 0.6576 0.4330 0.2154 0.036 Uiso 1 1 calc R U . . .
C12 C 0.5932(3) 0.53831(16) 0.22954(17) 0.0398(7) Uani 1 1 d . . . . .
H12 H 0.6572 0.5654 0.2155 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5000 0.5771(2) 0.2500 0.0407(11) Uani 1 2 d S T P . .
H13 H 0.5000 0.6310 0.2500 0.049 Uiso 1 2 calc R U P . .
C14 C 0.4446(2) 0.20262(13) 0.27028(14) 0.0219(5) Uani 1 1 d . . . . .
H14 H 0.3863 0.1985 0.2298 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4360(2) 0.13518(14) 0.32474(15) 0.0261(6) Uani 1 1 d . . . . .
H15A H 0.3646 0.1353 0.3516 0.031 Uiso 1 1 calc R U . . .
H15B H 0.4943 0.1372 0.3645 0.031 Uiso 1 1 calc R U . . .
C16 C 0.4480(2) 0.06357(14) 0.27449(16) 0.0298(6) Uani 1 1 d . . . . .
H16A H 0.4482 0.0184 0.3088 0.036 Uiso 1 1 calc R U . . .
H16B H 0.3843 0.0595 0.2394 0.036 Uiso 1 1 calc R U . . .
B1 B 0.5000 0.3298(2) 0.2500 0.0239(9) Uani 1 2 d S T P . .
B2 B 0.2636(3) 0.37307(18) 0.49750(18) 0.0293(7) Uani 1 1 d . . . . .
Cl1S Cl 0.35984(9) 0.13063(6) 0.69863(5) 0.0671(3) Uani 1 1 d . . . . .
Cl2S Cl 0.34512(6) 0.15930(5) 0.53271(5) 0.0456(2) Uani 1 1 d . . . . .
C1S C 0.3877(3) 0.09552(19) 0.60555(18) 0.0491(8) Uani 1 1 d . . . . .
H1SA H 0.3498 0.0464 0.5984 0.059 Uiso 1 1 calc R U . . .
H1SB H 0.4669 0.0864 0.6004 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 B2 1.833(3) . ?
Cl2 B2 1.893(3) . ?
N1 C8 1.385(3) . ?
N1 C14 1.491(3) . ?
N1 B1 1.435(3) . ?
N2 C3 1.352(3) . ?
N2 C9 1.392(3) . ?
N2 B2 1.520(4) . ?
N3 C4 1.346(3) . ?
N3 C7 1.392(3) . ?
N3 B2 1.519(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.386(4) . ?
C1 C9 1.401(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(4) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.395(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.403(3) . ?
C7 C8 1.400(4) . ?
C8 C9 1.410(3) . ?
C10 C11 1.398(3) . ?
C10 C11 1.398(3) 3_655 ?
C10 B1 1.563(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.378(4) . ?
C13 C12 1.378(4) 3_655 ?
C13 H13 0.9500 . ?
C14 C14 1.528(5) 3_655 ?
C14 H14 1.0000 . ?
C14 C15 1.516(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.536(4) . ?
C16 C16 1.528(5) 3_655 ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
B1 N1 1.435(3) 3_655 ?
Cl1S C1S 1.748(3) . ?
Cl2S C1S 1.761(3) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 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
C8 N1 C14 124.6(2) . . ?
C8 N1 B1 127.0(2) . . ?
B1 N1 C14 108.1(2) . . ?
C3 N2 C9 107.6(2) . . ?
C3 N2 B2 125.7(2) . . ?
C9 N2 B2 123.5(2) . . ?
C4 N3 C7 107.6(2) . . ?
C4 N3 B2 128.8(2) . . ?
C7 N3 B2 123.5(2) . . ?
C2 C1 H1 126.4 . . ?
C2 C1 C9 107.3(2) . . ?
C9 C1 H1 126.4 . . ?
C1 C2 H2 126.3 . . ?
C3 C2 C1 107.3(2) . . ?
C3 C2 H2 126.3 . . ?
N2 C3 C2 110.0(2) . . ?
N2 C3 H3 125.0 . . ?
C2 C3 H3 125.0 . . ?
N3 C4 H4 125.0 . . ?
N3 C4 C5 110.0(2) . . ?
C5 C4 H4 125.0 . . ?
C4 C5 H5 126.5 . . ?
C6 C5 C4 107.1(2) . . ?
C6 C5 H5 126.5 . . ?
C5 C6 H6 126.3 . . ?
C5 C6 C7 107.5(2) . . ?
C7 C6 H6 126.3 . . ?
N3 C7 C6 107.9(2) . . ?
N3 C7 C8 120.5(2) . . ?
C8 C7 C6 131.4(2) . . ?
N1 C8 C7 117.4(2) . . ?
N1 C8 C9 122.2(2) . . ?
C7 C8 C9 120.4(2) . . ?
N2 C9 C1 107.9(2) . . ?
N2 C9 C8 119.4(2) . . ?
C1 C9 C8 132.7(2) . . ?
C11 C10 C11 117.8(3) . 3_655 ?
C11 C10 B1 121.12(17) . . ?
C11 C10 B1 121.12(17) 3_655 . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C12 120.5(4) . 3_655 ?
C12 C13 H13 119.7 . . ?
C12 C13 H13 119.7 3_655 . ?
N1 C14 C14 100.54(14) . 3_655 ?
N1 C14 H14 108.7 . . ?
N1 C14 C15 119.5(2) . . ?
C14 C14 H14 108.7 3_655 . ?
C15 C14 C14 110.08(18) . 3_655 ?
C15 C14 H14 108.7 . . ?
C14 C15 H15A 110.3 . . ?
C14 C15 H15B 110.3 . . ?
C14 C15 C16 106.9(2) . . ?
H15A C15 H15B 108.6 . . ?
C16 C15 H15A 110.3 . . ?
C16 C15 H15B 110.3 . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C16 C16 C15 112.92(18) 3_655 . ?
C16 C16 H16A 109.0 3_655 . ?
C16 C16 H16B 109.0 3_655 . ?
H16A C16 H16B 107.8 . . ?
N1 B1 N1 106.2(3) 3_655 . ?
N1 B1 C10 126.89(15) 3_655 . ?
N1 B1 C10 126.89(15) . . ?
Cl1 B2 Cl2 109.12(16) . . ?
N2 B2 Cl1 112.3(2) . . ?
N2 B2 Cl2 107.23(19) . . ?
N3 B2 Cl1 111.0(2) . . ?
N3 B2 Cl2 109.5(2) . . ?
N3 B2 N2 107.6(2) . . ?
Cl1S C1S Cl2S 111.45(18) . . ?
Cl1S C1S H1SA 109.3 . . ?
Cl1S C1S H1SB 109.3 . . ?
Cl2S C1S H1SA 109.3 . . ?
Cl2S C1S H1SB 109.3 . . ?
H1SA C1S H1SB 108.0 . . ?

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 C9 N2 -177.6(2) . . . . ?
N1 C8 C9 C1 -0.7(4) . . . . ?
N1 C14 C15 C16 -176.1(2) . . . . ?
N3 C4 C5 C6 -0.1(3) . . . . ?
N3 C7 C8 N1 172.6(2) . . . . ?
N3 C7 C8 C9 -6.6(4) . . . . ?
C1 C2 C3 N2 -0.3(3) . . . . ?
C2 C1 C9 N2 -0.1(3) . . . . ?
C2 C1 C9 C8 -177.3(3) . . . . ?
C3 N2 C9 C1 -0.1(3) . . . . ?
C3 N2 C9 C8 177.5(2) . . . . ?
C3 N2 B2 Cl1 54.1(3) . . . . ?
C3 N2 B2 Cl2 -65.8(3) . . . . ?
C3 N2 B2 N3 176.6(2) . . . . ?
C4 N3 C7 C6 0.5(3) . . . . ?
C4 N3 C7 C8 176.3(2) . . . . ?
C4 N3 B2 Cl1 -39.2(4) . . . . ?
C4 N3 B2 Cl2 81.3(3) . . . . ?
C4 N3 B2 N2 -162.5(2) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C5 C6 C7 N3 -0.6(3) . . . . ?
C5 C6 C7 C8 -175.7(3) . . . . ?
C6 C7 C8 N1 -12.7(4) . . . . ?
C6 C7 C8 C9 168.1(3) . . . . ?
C7 N3 C4 C5 -0.3(3) . . . . ?
C7 N3 B2 Cl1 144.2(2) . . . . ?
C7 N3 B2 Cl2 -95.3(3) . . . . ?
C7 N3 B2 N2 20.9(3) . . . . ?
C7 C8 C9 N2 1.5(3) . . . . ?
C7 C8 C9 C1 178.5(3) . . . . ?
C8 N1 C14 C14 -152.6(2) . . . 3_655 ?
C8 N1 C14 C15 -32.2(3) . . . . ?
C8 N1 B1 N1 172.9(3) . . . 3_655 ?
C8 N1 B1 C10 -7.1(3) . . . . ?
C9 N2 C3 C2 0.3(3) . . . . ?
C9 N2 B2 Cl1 -148.7(2) . . . . ?
C9 N2 B2 Cl2 91.4(3) . . . . ?
C9 N2 B2 N3 -26.2(3) . . . . ?
C9 C1 C2 C3 0.2(3) . . . . ?
C10 C11 C12 C13 0.0(4) . . . . ?
C11 C10 C11 C12 0.0(2) 3_655 . . . ?
C11 C10 B1 N1 144.57(16) . . . . ?
C11 C10 B1 N1 -35.43(16) . . . 3_655 ?
C11 C10 B1 N1 -35.43(16) 3_655 . . . ?
C11 C10 B1 N1 144.57(16) 3_655 . . 3_655 ?
C11 C12 C13 C12 0.0(2) . . . 3_655 ?
C14 N1 C8 C7 133.5(2) . . . . ?
C14 N1 C8 C9 -47.3(3) . . . . ?
C14 N1 B1 N1 -13.35(12) . . . 3_655 ?
C14 N1 B1 C10 166.65(12) . . . . ?
C14 C14 C15 C16 -60.6(3) 3_655 . . . ?
C14 C15 C16 C16 54.6(3) . . . 3_655 ?
B1 N1 C8 C7 -53.7(3) . . . . ?
B1 N1 C8 C9 125.5(2) . . . . ?
B1 N1 C14 C14 33.5(3) . . . 3_655 ?
B1 N1 C14 C15 153.92(19) . . . . ?
B1 C10 C11 C12 180.0(2) . . . . ?
B2 N2 C3 C2 160.5(2) . . . . ?
B2 N2 C9 C1 -160.8(2) . . . . ?
B2 N2 C9 C8 16.8(4) . . . . ?
B2 N3 C4 C5 -177.3(3) . . . . ?
B2 N3 C7 C6 177.8(2) . . . . ?
B2 N3 C7 C8 -6.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_ZMH363A1_0ma
_database_code_depnum_ccdc_archive 'CCDC 2128647'
loop_
_audit_author_name
_audit_author_address
'Zachariah Heiden'
;Washington State University
United States of America
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_chemical_formula_moiety         'C26 H21 B3 F4 N6, C H2 Cl2'
_chemical_formula_sum            'C27 H23 B3 Cl2 F4 N6'
_chemical_formula_weight         610.895
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 0.00141 0.00067 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   15.178(9)
_cell_length_b                   12.668(7)
_cell_length_c                   14.669(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.939(8)
_cell_angle_gamma                90
_cell_volume                     2786(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1048
_cell_measurement_temperature    100.3
_cell_measurement_theta_max      18.33
_cell_measurement_theta_min      2.41
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6254
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0897 before and 0.0655 after correction.
The Ratio of minimum to maximum transmission is 0.8394.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_F_000             1249.784
_exptl_crystal_colour            pink
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.2729
_diffrn_reflns_av_unetI/netI     0.1702
_diffrn_reflns_Laue_measured_fraction_full 0.9952
_diffrn_reflns_Laue_measured_fraction_max 0.9952
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28897
_diffrn_reflns_point_group_measured_fraction_full 0.9952
_diffrn_reflns_point_group_measured_fraction_max 0.9952
_diffrn_reflns_theta_full        24.8728
_diffrn_reflns_theta_max         24.87
_diffrn_reflns_theta_min         1.36
_diffrn_ambient_temperature      100.3
_diffrn_measured_fraction_theta_full 0.9952
_diffrn_measured_fraction_theta_max 0.9952
_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
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2033
_reflns_number_total             4805
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.3066
_refine_diff_density_min         -1.0692
_refine_diff_density_rms         0.2359
_refine_ls_d_res_high            0.8449
_refine_ls_d_res_low             14.9938
_refine_ls_extinction_coef       0.0028(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0527
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     380
_refine_ls_number_reflns         4805
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2290
_refine_ls_R_factor_gt           0.0987
_refine_ls_restrained_S_all      1.0527
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1588P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2486
_refine_ls_wR_factor_ref         0.3273
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C27(H27a,H27b)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C9(H9), C17(H17), C24(H24), C8(H8), C15(H15), C7(H7),
 C4(H4), C26(H26), C25(H25), C20(H20), C6(H6), C16(H16), C18(H18), C5(H5),
 C19(H19)
;
_atom_sites_solution_primary     dual
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
Cl1 Cl 0.7870(2) 0.5653(2) 0.30421(19) 0.0701(9) Uani 1.000000 .
Cl2 Cl 0.9680(2) 0.5431(2) 0.3998(2) 0.0731(10) Uani 1.000000 .
C27 C 0.8982(8) 0.6055(8) 0.3111(8) 0.078(4) Uani 1.000000 .
H27a H 0.9190(8) 0.5900(8) 0.2518(8) 0.094(4) Uiso 1.000000 R
H27b H 0.9018(8) 0.6828(8) 0.3209(8) 0.094(4) Uiso 1.000000 R
F1 F -0.0751(3) 0.8437(4) 0.3995(3) 0.0415(13) Uani 1.000000 .
F2 F -0.0605(3) 1.0079(4) 0.3283(3) 0.0425(13) Uani 1.000000 .
F3 F 0.5704(3) 0.4026(4) 0.0922(4) 0.0669(17) Uani 1.000000 .
F4 F 0.5883(3) 0.4671(4) 0.2603(4) 0.0680(19) Uani 1.000000 .
N1 N 0.3071(5) 0.6833(5) 0.1597(5) 0.0373(18) Uani 1.000000 .
N2 N 0.1757(4) 0.7502(5) 0.1959(4) 0.0329(17) Uani 1.000000 .
N3 N 0.0726(4) 0.8994(6) 0.3672(5) 0.0368(18) Uani 1.000000 .
N4 N -0.0437(4) 0.8454(5) 0.2399(5) 0.0353(17) Uani 1.000000 .
N5 N 0.5300(5) 0.5841(6) 0.1256(5) 0.049(2) Uani 1.000000 .
N6 N 0.4356(5) 0.4372(6) 0.1593(5) 0.0437(19) Uani 1.000000 .
C1 C 0.2795(6) 0.7699(6) 0.0937(6) 0.039(2) Uani 1.000000 .
H1a H 0.3099(6) 0.8369(6) 0.1140(6) 0.046(3) Uiso 1.000000 R
H1b H 0.2913(6) 0.7522(6) 0.0309(6) 0.046(3) Uiso 1.000000 R
C2 C 0.1808(6) 0.7754(7) 0.0973(6) 0.041(2) Uani 1.000000 .
H2a H 0.1475(6) 0.7230(7) 0.0553(6) 0.049(3) Uiso 1.000000 R
H2b H 0.1569(6) 0.8468(7) 0.0808(6) 0.049(3) Uiso 1.000000 R
C3 C 0.2703(6) 0.6260(6) 0.3232(6) 0.035(2) Uani 1.000000 .
C4 C 0.3576(6) 0.6109(8) 0.3664(7) 0.049(3) Uani 1.000000 .
H4 H 0.4048(6) 0.6411(8) 0.3395(7) 0.059(3) Uiso 1.000000 R
C5 C 0.3782(8) 0.5537(9) 0.4467(7) 0.065(3) Uani 1.000000 .
H5 H 0.4385(8) 0.5465(9) 0.4752(7) 0.078(4) Uiso 1.000000 R
C6 C 0.3095(9) 0.5061(8) 0.4864(7) 0.062(3) Uani 1.000000 .
H6 H 0.3232(9) 0.4643(8) 0.5405(7) 0.075(4) Uiso 1.000000 R
C7 C 0.2224(8) 0.5206(7) 0.4462(6) 0.051(3) Uani 1.000000 .
H7 H 0.1752(8) 0.4899(7) 0.4729(6) 0.061(3) Uiso 1.000000 R
C8 C 0.2039(6) 0.5806(6) 0.3663(6) 0.040(2) Uani 1.000000 .
H8 H 0.1433(6) 0.5911(6) 0.3397(6) 0.048(3) Uiso 1.000000 R
C9 C 0.1181(6) 0.9565(7) 0.4374(6) 0.040(2) Uani 1.000000 .
H9 H 0.0913(6) 0.9992(7) 0.4787(6) 0.048(3) Uiso 1.000000 R
C10 C 0.2072(6) 0.9438(7) 0.4404(6) 0.040(2) Uani 1.000000 .
H10 H 0.2527(6) 0.9752(7) 0.4837(6) 0.048(3) Uiso 1.000000 R
C11 C 0.2200(6) 0.8766(6) 0.3687(6) 0.035(2) Uani 1.000000 .
H11 H 0.2756(6) 0.8542(6) 0.3533(6) 0.041(3) Uiso 1.000000 R
C12 C 0.1366(6) 0.8491(6) 0.3242(6) 0.033(2) Uani 1.000000 .
C13 C 0.1109(6) 0.7960(6) 0.2392(6) 0.037(2) Uani 1.000000 .
C14 C 0.0209(6) 0.7944(6) 0.1981(5) 0.031(2) Uani 1.000000 .
C15 C -0.0240(6) 0.7469(7) 0.1158(6) 0.041(2) Uani 1.000000 .
H15 H 0.0033(6) 0.7079(7) 0.0724(6) 0.049(3) Uiso 1.000000 R
C16 C -0.1123(6) 0.7672(7) 0.1101(6) 0.047(2) Uani 1.000000 .
H16 H -0.1583(6) 0.7443(7) 0.0628(6) 0.056(3) Uiso 1.000000 R
C17 C -0.1232(6) 0.8284(7) 0.1873(6) 0.040(2) Uani 1.000000 .
H17 H -0.1787(6) 0.8542(7) 0.2005(6) 0.049(3) Uiso 1.000000 R
C18 C 0.5987(7) 0.6417(9) 0.1036(8) 0.063(3) Uani 1.000000 .
H18 H 0.6546(7) 0.6139(9) 0.0940(8) 0.076(4) Uiso 1.000000 R
C19 C 0.5751(7) 0.7479(8) 0.0972(8) 0.070(3) Uani 1.000000 .
H19 H 0.6119(7) 0.8041(8) 0.0825(8) 0.083(4) Uiso 1.000000 R
C20 C 0.4903(6) 0.7573(8) 0.1155(7) 0.053(3) Uani 1.000000 .
H20 H 0.4575(6) 0.8210(8) 0.1170(7) 0.064(3) Uiso 1.000000 R
C21 C 0.4605(6) 0.6556(7) 0.1318(6) 0.045(2) Uani 1.000000 .
C22 C 0.3774(6) 0.6157(7) 0.1516(6) 0.039(2) Uani 1.000000 .
C23 C 0.3652(5) 0.5085(7) 0.1613(6) 0.034(2) Uani 1.000000 .
C24 C 0.2893(6) 0.4484(7) 0.1629(6) 0.042(2) Uani 1.000000 .
H24 H 0.2313(6) 0.4756(7) 0.1652(6) 0.050(3) Uiso 1.000000 R
C25 C 0.3106(6) 0.3443(8) 0.1607(7) 0.049(3) Uani 1.000000 .
H25 H 0.2709(6) 0.2862(8) 0.1598(7) 0.059(3) Uiso 1.000000 R
C26 C 0.4020(7) 0.3397(8) 0.1600(7) 0.053(3) Uani 1.000000 .
H26 H 0.4357(7) 0.2764(8) 0.1599(7) 0.063(3) Uiso 1.000000 R
B1 B 0.2512(6) 0.6846(8) 0.2304(7) 0.033(2) Uani 1.000000 .
B2 B -0.0305(7) 0.9011(8) 0.3345(7) 0.039(3) Uani 1.000000 .
B3 B 0.5322(8) 0.4700(9) 0.1561(9) 0.056(3) 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
Cl1 C27 1.750(12) . ?
Cl2 C27 1.736(12) . ?
C27 H27a 0.9900 . ?
C27 H27b 0.9900 . ?
F1 B2 1.447(11) . ?
F2 B2 1.427(11) . ?
F3 B3 1.454(13) . ?
F4 B3 1.630(14) . ?
N1 C1 1.480(10) . ?
N1 C22 1.387(10) . ?
N1 B1 1.439(11) . ?
N2 C2 1.494(10) . ?
N2 C13 1.379(10) . ?
N2 B1 1.444(12) . ?
N3 C9 1.356(11) . ?
N3 C12 1.393(10) . ?
N3 B2 1.565(12) . ?
N4 C14 1.394(10) . ?
N4 C17 1.344(11) . ?
N4 B2 1.542(12) . ?
N5 C18 1.351(11) . ?
N5 C21 1.405(11) . ?
N5 B3 1.512(14) . ?
N6 C23 1.404(10) . ?
N6 C26 1.338(11) . ?
N6 B3 1.531(13) . ?
C1 H1a 0.9900 . ?
C1 H1b 0.9900 . ?
C1 C2 1.510(11) . ?
C2 H2a 0.9900 . ?
C2 H2b 0.9900 . ?
C3 C4 1.391(12) . ?
C3 C8 1.394(11) . ?
C3 B1 1.537(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.407(15) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(14) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(12) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.357(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(11) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(11) . ?
C12 C13 1.417(11) . ?
C13 C14 1.404(11) . ?
C14 C15 1.425(11) . ?
C15 H15 0.9500 . ?
C15 C16 1.355(12) . ?
C16 H16 0.9500 . ?
C16 C17 1.403(12) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.391(14) . ?
C19 H19 0.9500 . ?
C19 C20 1.361(12) . ?
C20 H20 0.9500 . ?
C20 C21 1.398(12) . ?
C21 C22 1.430(12) . ?
C22 C23 1.380(11) . ?
C23 C24 1.385(12) . ?
C24 H24 0.9500 . ?
C24 C25 1.359(12) . ?
C25 H25 0.9500 . ?
C25 C26 1.390(12) . ?
C26 H26 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
Cl2 C27 Cl1 112.4(6) . . ?
H27a C27 Cl1 109.1(4) . . ?
H27a C27 Cl2 109.1(4) . . ?
H27b C27 Cl1 109.1(4) . . ?
H27b C27 Cl2 109.1(4) . . ?
H27b C27 H27a 107.9 . . ?
C22 N1 C1 123.0(7) . . ?
B1 N1 C1 109.0(7) . . ?
B1 N1 C22 128.0(7) . . ?
C13 N2 C2 120.3(6) . . ?
B1 N2 C2 107.8(6) . . ?
B1 N2 C13 131.7(7) . . ?
C12 N3 C9 106.3(7) . . ?
B2 N3 C9 126.4(7) . . ?
B2 N3 C12 127.0(7) . . ?
C17 N4 C14 107.7(7) . . ?
B2 N4 C14 127.3(7) . . ?
B2 N4 C17 124.7(7) . . ?
C21 N5 C18 106.4(8) . . ?
B3 N5 C18 127.2(9) . . ?
B3 N5 C21 125.4(8) . . ?
C26 N6 C23 107.6(7) . . ?
B3 N6 C23 124.2(7) . . ?
B3 N6 C26 128.2(8) . . ?
H1a C1 N1 111.6(4) . . ?
H1b C1 N1 111.6(4) . . ?
H1b C1 H1a 109.4 . . ?
C2 C1 N1 101.1(6) . . ?
C2 C1 H1a 111.6(5) . . ?
C2 C1 H1b 111.6(5) . . ?
C1 C2 N2 103.0(6) . . ?
H2a C2 N2 111.2(4) . . ?
H2a C2 C1 111.2(5) . . ?
H2b C2 N2 111.2(4) . . ?
H2b C2 C1 111.2(5) . . ?
H2b C2 H2a 109.1 . . ?
C8 C3 C4 116.2(8) . . ?
B1 C3 C4 120.3(8) . . ?
B1 C3 C8 123.4(8) . . ?
H4 C4 C3 118.8(5) . . ?
C5 C4 C3 122.4(9) . . ?
C5 C4 H4 118.8(6) . . ?
H5 C5 C4 120.2(6) . . ?
C6 C5 C4 119.7(10) . . ?
C6 C5 H5 120.2(6) . . ?
H6 C6 C5 120.3(6) . . ?
C7 C6 C5 119.4(9) . . ?
C7 C6 H6 120.3(6) . . ?
H7 C7 C6 120.3(6) . . ?
C8 C7 C6 119.4(10) . . ?
C8 C7 H7 120.3(6) . . ?
C7 C8 C3 122.9(9) . . ?
H8 C8 C3 118.6(5) . . ?
H8 C8 C7 118.6(6) . . ?
H9 C9 N3 124.8(5) . . ?
C10 C9 N3 110.4(8) . . ?
C10 C9 H9 124.8(5) . . ?
H10 C10 C9 126.1(5) . . ?
C11 C10 C9 107.7(8) . . ?
C11 C10 H10 126.1(5) . . ?
H11 C11 C10 126.6(5) . . ?
C12 C11 C10 106.7(7) . . ?
C12 C11 H11 126.6(5) . . ?
C11 C12 N3 108.9(7) . . ?
C13 C12 N3 120.0(7) . . ?
C13 C12 C11 130.2(8) . . ?
C12 C13 N2 119.1(8) . . ?
C14 C13 N2 120.8(8) . . ?
C14 C13 C12 120.1(8) . . ?
C13 C14 N4 120.6(7) . . ?
C15 C14 N4 106.9(7) . . ?
C15 C14 C13 132.4(8) . . ?
H15 C15 C14 126.0(5) . . ?
C16 C15 C14 108.1(8) . . ?
C16 C15 H15 126.0(5) . . ?
H16 C16 C15 126.4(5) . . ?
C17 C16 C15 107.2(8) . . ?
C17 C16 H16 126.4(5) . . ?
C16 C17 N4 110.1(8) . . ?
H17 C17 N4 125.0(5) . . ?
H17 C17 C16 125.0(5) . . ?
H18 C18 N5 125.1(6) . . ?
C19 C18 N5 109.8(9) . . ?
C19 C18 H18 125.1(6) . . ?
H19 C19 C18 125.9(6) . . ?
C20 C19 C18 108.2(9) . . ?
C20 C19 H19 125.9(6) . . ?
H20 C20 C19 126.5(6) . . ?
C21 C20 C19 107.1(9) . . ?
C21 C20 H20 126.5(5) . . ?
C20 C21 N5 108.5(8) . . ?
C22 C21 N5 118.7(8) . . ?
C22 C21 C20 132.8(8) . . ?
C21 C22 N1 120.9(8) . . ?
C23 C22 N1 118.8(8) . . ?
C23 C22 C21 120.4(8) . . ?
C22 C23 N6 121.1(7) . . ?
C24 C23 N6 106.5(7) . . ?
C24 C23 C22 132.0(8) . . ?
H24 C24 C23 125.3(5) . . ?
C25 C24 C23 109.4(8) . . ?
C25 C24 H24 125.3(5) . . ?
H25 C25 C24 126.8(5) . . ?
C26 C25 C24 106.4(8) . . ?
C26 C25 H25 126.8(6) . . ?
C25 C26 N6 110.1(9) . . ?
H26 C26 N6 125.0(5) . . ?
H26 C26 C25 125.0(6) . . ?
N2 B1 N1 106.2(7) . . ?
C3 B1 N1 125.6(8) . . ?
C3 B1 N2 128.2(8) . . ?
F2 B2 F1 109.9(7) . . ?
N3 B2 F1 109.8(7) . . ?
N3 B2 F2 109.0(7) . . ?
N4 B2 F1 110.8(7) . . ?
N4 B2 F2 112.4(8) . . ?
N4 B2 N3 104.7(7) . . ?
F4 B3 F3 112.9(8) . . ?
N5 B3 F3 111.3(9) . . ?
N5 B3 F4 106.5(8) . . ?
N6 B3 F3 109.9(8) . . ?
N6 B3 F4 109.2(8) . . ?
N6 B3 N5 106.9(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 B2 N3 C9 -74.7(9) . . . . ?
F1 B2 N3 C12 113.1(7) . . . . ?
F1 B2 N4 C14 -111.6(8) . . . . ?
F1 B2 N4 C17 60.9(9) . . . . ?
F2 B2 N3 C9 45.8(9) . . . . ?
F2 B2 N3 C12 -126.4(7) . . . . ?
F2 B2 N4 C14 124.9(7) . . . . ?
F2 B2 N4 C17 -62.5(9) . . . . ?
F3 B3 N5 C18 -52.1(12) . . . . ?
F3 B3 N5 C21 140.9(8) . . . . ?
F3 B3 N6 C23 -138.5(7) . . . . ?
F3 B3 N6 C26 41.0(12) . . . . ?
F4 B3 N5 C18 71.3(10) . . . . ?
F4 B3 N5 C21 -95.7(8) . . . . ?
F4 B3 N6 C23 97.2(8) . . . . ?
F4 B3 N6 C26 -83.3(10) . . . . ?
N1 C1 C2 N2 35.0(6) . . . . ?
N1 C22 C21 N5 179.1(8) . . . . ?
N1 C22 C21 C20 -1.3(11) . . . . ?
N1 C22 C23 N6 -176.1(7) . . . . ?
N1 C22 C23 C24 12.8(10) . . . . ?
N1 B1 N2 C2 8.1(8) . . . . ?
N1 B1 N2 C13 -165.5(6) . . . . ?
N1 B1 C3 C4 32.3(11) . . . . ?
N1 B1 C3 C8 -144.2(9) . . . . ?
N2 C13 C12 N3 177.4(7) . . . . ?
N2 C13 C12 C11 9.8(9) . . . . ?
N2 C13 C14 N4 -176.7(7) . . . . ?
N2 C13 C14 C15 4.1(10) . . . . ?
N2 B1 C3 C4 -148.2(9) . . . . ?
N2 B1 C3 C8 35.4(11) . . . . ?
N3 C9 C10 C11 0.6(8) . . . . ?
N3 C12 C11 C10 0.6(7) . . . . ?
N3 C12 C13 C14 0.2(9) . . . . ?
N3 B2 N4 C14 6.7(9) . . . . ?
N3 B2 N4 C17 179.2(6) . . . . ?
N4 C14 C13 C12 0.5(9) . . . . ?
N4 C14 C15 C16 -1.3(7) . . . . ?
N4 C17 C16 C15 -0.3(8) . . . . ?
N5 C18 C19 C20 0.1(10) . . . . ?
N5 C21 C20 C19 1.7(9) . . . . ?
N5 C21 C22 C23 -2.2(10) . . . . ?
N5 B3 N6 C23 -17.6(11) . . . . ?
N5 B3 N6 C26 161.9(7) . . . . ?
N6 C23 C22 C21 5.1(10) . . . . ?
N6 C23 C24 C25 -0.8(8) . . . . ?
N6 C26 C25 C24 -1.6(9) . . . . ?
C3 C4 C5 C6 1.6(11) . . . . ?
C3 C8 C7 C6 1.1(10) . . . . ?
C4 C5 C6 C7 -2.4(11) . . . . ?
C5 C6 C7 C8 1.1(11) . . . . ?
C9 C10 C11 C12 -0.7(8) . . . . ?
C10 C11 C12 C13 169.3(6) . . . . ?
C11 C12 C13 C14 -167.4(9) . . . . ?
C12 C13 C14 C15 -178.7(7) . . . . ?
C13 C14 C15 C16 178.0(11) . . . . ?
C14 C15 C16 C17 1.0(8) . . . . ?
C18 C19 C20 C21 -1.1(11) . . . . ?
C19 C20 C21 C22 -178.0(8) . . . . ?
C20 C21 C22 C23 177.5(11) . . . . ?
C21 C22 C23 C24 -166.0(8) . . . . ?
C22 C23 C24 C25 171.2(11) . . . . ?
C23 C24 C25 C26 1.5(8) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'


# start Validation Reply Form
_vrf_RINTA01_ZMH363A1_0ma        
;
PROBLEM: The value of Rint is greater than 0.25
RESPONSE: The crystal was very weakly diffracting. Attempts at regrowing or 
selecting better crystals were unsuccessful.
;
_vrf_PLAT020_ZMH363A1_0ma        
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.273 Report
RESPONSE: The crystal was very weakly diffracting. Attempts at regrowing or 
selecting better crystals were unsuccessful.
;
_vrf_PLAT031_ZMH363A1_0ma        
;
PROBLEM: Refined Extinction Parameter Within Range ......      1.867 Sigma 
RESPONSE: The crystal was very weakly diffracting, causing for the overall 
quality of the data to be poor due to the poor crystal quality. 
;
_vrf_PLAT340_ZMH363A1_0ma        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01339 Ang.  
RESPONSE: The crystal was very weakly diffracting, causing for the overall 
quality of the data to be poor due to the poor crystal quality. 
;
# end Validation Reply Form
_chemical_properties_physical    Moisture-sensitive
