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

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

data_3a_MesBF2
_database_code_depnum_ccdc_archive 'CCDC 2292569'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C9 H11 B F2'
_chemical_formula_sum            'C9 H11 B F2'
_chemical_formula_weight         168.009
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

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

_symmetry_Int_Tables_number      15
_cell_length_a                   12.7357(8)
_cell_length_b                   9.9509(6)
_cell_length_c                   6.8757(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.845(3)
_cell_angle_gamma                90
_cell_volume                     842.28(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3652
_cell_measurement_temperature    100
_cell_measurement_theta_max      56.919
_cell_measurement_theta_min      7.008
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0991 before and 0.0599 after correction.
The Ratio of minimum to maximum transmission is 0.8017.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_description       plate
_exptl_crystal_F_000             352.988
_exptl_crystal_size_max          0.486
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.092
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.9909
_diffrn_reflns_Laue_measured_fraction_max 0.9872
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5092
_diffrn_reflns_point_group_measured_fraction_full 0.9909
_diffrn_reflns_point_group_measured_fraction_max 0.9872
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         56.95
_diffrn_reflns_theta_min         7.01
_diffrn_ambient_temperature      100
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.9909
_diffrn_measured_fraction_theta_max 0.9872
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19945639999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.74
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              8
_reflns_limit_l_min              0
_reflns_number_gt                752
_reflns_number_total             851
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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         0.1402
_refine_diff_density_min         -0.1036
_refine_diff_density_rms         0.0240
_refine_ls_d_res_high            0.8001
_refine_ls_d_res_low             5.4987
_refine_ls_extinction_coef       0.0085(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0718
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    4
_refine_ls_number_parameters     95
_refine_ls_number_reflns         851
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0214
_refine_ls_restrained_S_all      1.0718
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+0.0777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0537
_refine_ls_wR_factor_ref         0.0565
_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. Others
 Fixed Sof: H6A(0.5) H6B(0.5) H6C(0.5)
3.a Idealised Me refined with riding coordinates and stretchable bonds:
 C6(H6A,H6B,H6C)
;
_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_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
F1 F 0.58908(3) 0.78552(4) 0.78058(6) 0.0484(2) Uani 1.000000 1 . . . .
C4 C 0.5 0.27158(8) 0.75 0.0236(2) Uani 1.000000 2 S T P .
C2 C 0.40108(4) 0.48385(6) 0.70700(8) 0.02223(19) Uani 1.000000 1 . . . .
C1 C 0.5 0.55652(8) 0.75 0.0214(2) Uani 1.000000 2 S T P .
C3 C 0.40302(5) 0.34372(6) 0.70805(8) 0.02409(18) Uani 1.000000 1 . . . .
H3 H 0.3260(6) 0.2892(8) 0.6746(12) 0.047(2) Uani 1.000000 1 . . . .
C5 C 0.29136(6) 0.55089(8) 0.65972(12) 0.0315(2) Uani 1.000000 1 . . . .
H5A H 0.2814(7) 0.6139(9) 0.7842(13) 0.057(3) Uani 1.000000 1 . . . .
H5B H 0.2269(7) 0.4754(10) 0.6335(16) 0.061(3) Uani 1.000000 1 . . . .
H5C H 0.2783(7) 0.6147(10) 0.5292(14) 0.061(3) Uani 1.000000 1 . . . .
C6 C 0.5 0.12035(9) 0.75 0.0342(3) Uani 1.000000 2 S T P .
H6A H 0.4684(2) 0.0873(3) 0.8580(8) 0.0513(4) Uiso 0.500000 1 GR . P -1
H6B H 0.4563(3) 0.0873(3) 0.6188(10) 0.0513(4) Uiso 0.500000 1 GR . P -1
H6C H 0.5753(6) 0.0873(3) 0.77329(18) 0.0513(4) Uiso 0.500000 1 GR . P -1
B1 B 0.5 0.71257(10) 0.75 0.0300(3) Uani 1.000000 2 S T P .


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 1.3176(7) . ?
C4 C3 1.3934(7) 2_656 ?
C4 C3 1.3934(7) . ?
C4 C6 1.5049(11) . ?
C2 C1 1.4165(7) . ?
C2 C3 1.3946(9) . ?
C2 C5 1.5069(8) . ?
C1 B1 1.5528(12) . ?
C3 H3 1.093(8) . ?
C5 H5A 1.094(9) . ?
C5 H5B 1.094(9) . ?
C5 H5C 1.077(9) . ?
C6 H6A 0.987(7) . ?
C6 H6A 0.987(7) 2_656 ?
C6 H6B 0.987(7) . ?
C6 H6B 0.987(7) 2_656 ?
C6 H6C 0.987(7) 2_656 ?
C6 H6C 0.987(7) . ?

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
C3 C4 C3 117.98(7) 2_656 . ?
C6 C4 C3 121.01(4) . 2_656 ?
C6 C4 C3 121.01(4) . . ?
C3 C2 C1 119.72(5) . . ?
C5 C2 C1 123.02(6) . . ?
C5 C2 C3 117.26(5) . . ?
C2 C1 C2 118.60(7) 2_656 . ?
B1 C1 C2 120.70(4) . . ?
B1 C1 C2 120.70(4) . 2_656 ?
C2 C3 C4 121.99(6) . . ?
H3 C3 C4 119.2(4) . . ?
H3 C3 C2 118.8(4) . . ?
H5A C5 C2 111.8(5) . . ?
H5B C5 C2 110.3(5) . . ?
H5B C5 H5A 106.9(7) . . ?
H5C C5 C2 112.2(5) . . ?
H5C C5 H5A 106.9(7) . . ?
H5C C5 H5B 108.6(7) . . ?
H6A C6 C4 109.5 . . ?
H6A C6 C4 109.5 2_656 . ?
H6A C6 H6A 141.06(17) 2_656 . ?
H6B C6 C4 109.5 . . ?
H6B C6 C4 109.5 2_656 . ?
H6B C6 H6A 56.3 . 2_656 ?
H6B C6 H6A 109.5 2_656 2_656 ?
H6B C6 H6A 109.5 . . ?
H6B C6 H6A 56.3 2_656 . ?
H6B C6 H6B 141.06(18) 2_656 . ?
H6C C6 C4 109.5 . . ?
H6C C6 C4 109.5 2_656 . ?
H6C C6 H6A 109.5 2_656 2_656 ?
H6C C6 H6A 56.3 . 2_656 ?
H6C C6 H6A 56.3 2_656 . ?
H6C C6 H6A 109.5 . . ?
H6C C6 H6B 56.3 . 2_656 ?
H6C C6 H6B 109.5 2_656 2_656 ?
H6C C6 H6B 109.5 . . ?
H6C C6 H6B 56.3 2_656 . ?
H6C C6 H6C 141.06(19) . 2_656 ?
F1 B1 F1 113.14(8) 2_656 . ?
C1 B1 F1 123.43(4) . . ?
C1 B1 F1 123.43(4) . 2_656 ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_site_symmetry_2
_geom_contact_distance
_geom_contact_publ_flag
B1 C4 3_666 3.4415(2) yes

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 B1 C1 C2 -177.08(3) . . . . ?
F1 B1 C1 C2 2.92(3) . . . 2_656 ?
C4 C3 C2 C1 -0.14(5) . . . . ?
C4 C3 C2 C1 -0.14(5) 2_656 . . . ?
C4 C3 C2 C5 -179.95(5) . . . . ?
C4 C3 C2 C5 -179.95(5) 2_656 . . . ?
C2 C1 C2 C3 0.07(3) . . 2_656 2_656 ?
C2 C1 C2 C5 179.87(4) . . 2_656 2_656 ?


_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_19-11-04
;
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        difluoromesitylborane
_chemical_properties_physical    Air-sensitive,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_4a_AceMesBF
_database_code_depnum_ccdc_archive 'CCDC 2292576'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        (5-acenaphthyl)fluoro(mesityl)borane
_chemical_formula_moiety         'C21 H20 B F'
_chemical_formula_sum            'C21 H20 B F'
_chemical_formula_weight         302.215
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 0.00700 0.00290 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)'
custom
C 0.01370 0.00670 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)'
custom
F 0.05830 0.04000 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)'
custom
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)'
custom

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.3362(10)
_cell_length_b                   8.4445(10)
_cell_length_c                   12.8453(15)
_cell_angle_alpha                87.107(5)
_cell_angle_beta                 82.251(5)
_cell_angle_gamma                65.001(5)
_cell_volume                     812.03(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2399
_cell_measurement_temperature    150
_cell_measurement_theta_max      57.060
_cell_measurement_theta_min      5.135
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0911 before and 0.0174 after correction.
 
For component 2:
 wR2(int) was 0.0968 before and 0.0183 after correction.
 The Ratio of minimum to maximum transmission is 0.83.

Final HKLF 4 output contains 9608 reflections, Rint = 0.0535
 (6767 with I > 3sig(I), Rint = 0.0489)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_description       plate
_exptl_crystal_F_000             320.706
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_Laue_measured_fraction_full 0.9832
_diffrn_reflns_Laue_measured_fraction_max 0.9559
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3211
_diffrn_reflns_point_group_measured_fraction_full 0.9832
_diffrn_reflns_point_group_measured_fraction_max 0.9559
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         57.23
_diffrn_reflns_theta_min         5.13
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.9832
_diffrn_measured_fraction_theta_max 0.9559
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2144
_reflns_number_total             3206
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.4130
_refine_diff_density_min         -0.4908
_refine_diff_density_rms         0.1031
_refine_ls_d_res_high            0.7976
_refine_ls_d_res_low             7.4956
_refine_ls_extinction_coef       0.019(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   0.9942
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0691
_refine_ls_restrained_S_all      0.9942
_refine_ls_shift/su_max          -0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1271P)²+0.4584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1912
_refine_ls_wR_factor_ref         0.2144
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C11(H11a,H11b)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C3(H3), C15(H15), C9(H9), C2(H2), C17(H17)
2.c Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c)
;
_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
F1 F 0.2727(2) 0.8445(2) 0.16348(14) 0.0616(7) Uani 1.000000 .
C1 C 0.2352(3) 0.6958(3) 0.3301(2) 0.0270(6) Uani 1.000000 .
C2 C 0.3204(3) 0.5629(3) 0.3990(2) 0.0282(6) Uani 1.000000 .
H2 H 0.4386(3) 0.4812(3) 0.3758(2) 0.0339(7) Uiso 1.000000 R
C3 C 0.2444(3) 0.5405(3) 0.5004(2) 0.0297(6) Uani 1.000000 .
H3 H 0.3100(3) 0.4477(3) 0.5439(2) 0.0357(7) Uiso 1.000000 R
C4 C 0.0724(3) 0.6568(3) 0.5346(2) 0.0274(6) Uani 1.000000 .
C5 C -0.0190(3) 0.7927(3) 0.46724(19) 0.0254(6) Uani 1.000000 .
C6 C -0.1927(3) 0.9011(3) 0.5146(2) 0.0283(6) Uani 1.000000 .
C7 C -0.2976(3) 1.0412(3) 0.4598(2) 0.0308(6) Uani 1.000000 .
H7 H -0.4147(3) 1.1166(3) 0.4895(2) 0.0369(7) Uiso 1.000000 R
C8 C -0.2278(3) 1.0713(3) 0.3582(2) 0.0306(6) Uani 1.000000 .
H8 H -0.3007(3) 1.1688(3) 0.3202(2) 0.0367(7) Uiso 1.000000 R
C9 C -0.0589(3) 0.9660(3) 0.3116(2) 0.0288(6) Uani 1.000000 .
H9 H -0.0181(3) 0.9915(3) 0.2429(2) 0.0346(7) Uiso 1.000000 R
C10 C 0.0539(3) 0.8196(3) 0.36603(19) 0.0251(6) Uani 1.000000 .
C11 C -0.2237(3) 0.8332(3) 0.6234(2) 0.0328(6) Uani 1.000000 .
H11a H -0.2502(3) 0.9230(3) 0.6776(2) 0.0393(8) Uiso 1.000000 R
H11b H -0.3242(3) 0.7986(3) 0.6288(2) 0.0393(8) Uiso 1.000000 R
C12 C -0.0451(3) 0.6714(3) 0.6365(2) 0.0317(6) Uani 1.000000 .
H12a H -0.0656(3) 0.5645(3) 0.6493(2) 0.0380(7) Uiso 1.000000 R
H12b H 0.0098(3) 0.6894(3) 0.6959(2) 0.0380(7) Uiso 1.000000 R
C13 C 0.5294(3) 0.5622(3) 0.17755(19) 0.0289(6) Uani 1.000000 .
C14 C 0.5507(3) 0.4061(3) 0.13107(19) 0.0289(6) Uani 1.000000 .
C15 C 0.7185(3) 0.2923(3) 0.0857(2) 0.0312(6) Uani 1.000000 .
H15 H 0.7316(3) 0.1871(3) 0.0545(2) 0.0374(7) Uiso 1.000000 R
C16 C 0.8675(3) 0.3256(3) 0.0841(2) 0.0317(6) Uani 1.000000 .
C17 C 0.8453(3) 0.4791(3) 0.1312(2) 0.0330(6) Uani 1.000000 .
H17 H 0.9460(3) 0.5043(3) 0.1315(2) 0.0396(8) Uiso 1.000000 R
C18 C 0.6799(4) 0.5969(3) 0.1780(2) 0.0310(6) Uani 1.000000 .
C19 C 0.3934(4) 0.3643(3) 0.1260(2) 0.0361(7) Uani 1.000000 .
H19a H 0.3441(16) 0.408(2) 0.0598(7) 0.0542(10) Uiso 1.000000 GR
H19b H 0.4318(6) 0.2375(4) 0.1297(15) 0.0542(10) Uiso 1.000000 GR
H19c H 0.3017(11) 0.421(2) 0.1852(8) 0.0542(10) Uiso 1.000000 GR
C20 C 1.0480(4) 0.2006(4) 0.0323(3) 0.0480(9) Uani 1.000000 .
H20a H 1.0884(14) 0.0903(11) 0.0710(11) 0.0720(13) Uiso 1.000000 GR
H20b H 1.0391(7) 0.179(2) -0.0404(6) 0.0720(13) Uiso 1.000000 GR
H20c H 1.1337(8) 0.2519(14) 0.0328(16) 0.0720(13) Uiso 1.000000 GR
C21 C 0.6640(4) 0.7616(4) 0.2278(3) 0.0472(8) Uani 1.000000 .
H21a H 0.629(3) 0.8571(8) 0.1770(6) 0.0709(12) Uiso 1.000000 GR
H21b H 0.574(2) 0.7920(17) 0.2897(10) 0.0709(12) Uiso 1.000000 GR
H21c H 0.7793(9) 0.7428(10) 0.2490(16) 0.0709(12) Uiso 1.000000 GR
B1 B 0.3402(4) 0.7028(4) 0.2238(2) 0.0333(7) 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
F1 B1 1.344(3) . ?
C1 C2 1.394(3) . ?
C1 C10 1.454(3) . ?
C1 B1 1.532(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.410(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(3) . ?
C4 C5 1.409(3) . ?
C4 C12 1.502(4) . ?
C5 C6 1.416(3) . ?
C5 C10 1.409(4) . ?
C6 C7 1.366(4) . ?
C6 C11 1.515(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.412(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.417(3) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?
C11 C12 1.561(4) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C13 C14 1.406(3) . ?
C13 C18 1.405(4) . ?
C13 B1 1.577(4) . ?
C14 C15 1.386(3) . ?
C14 C19 1.505(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(4) . ?
C16 C17 1.388(4) . ?
C16 C20 1.510(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(4) . ?
C18 C21 1.507(4) . ?
C19 H19a 0.9800 . ?
C19 H19b 0.9800 . ?
C19 H19c 0.9800 . ?
C20 H20a 0.9800 . ?
C20 H20b 0.9800 . ?
C20 H20c 0.9800 . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 117.1(2) . . ?
B1 C1 C2 117.8(2) . . ?
B1 C1 C10 125.1(2) . . ?
H2 C2 C1 117.54(14) . . ?
C3 C2 C1 124.9(2) . . ?
C3 C2 H2 117.54(14) . . ?
H3 C3 C2 120.88(14) . . ?
C4 C3 C2 118.2(2) . . ?
C4 C3 H3 120.88(15) . . ?
C5 C4 C3 118.7(2) . . ?
C12 C4 C3 131.7(2) . . ?
C12 C4 C5 109.6(2) . . ?
C6 C5 C4 111.5(2) . . ?
C10 C5 C4 124.4(2) . . ?
C10 C5 C6 124.0(2) . . ?
C7 C6 C5 118.7(2) . . ?
C11 C6 C5 109.1(2) . . ?
C11 C6 C7 132.1(2) . . ?
H7 C7 C6 120.78(15) . . ?
C8 C7 C6 118.4(2) . . ?
C8 C7 H7 120.78(14) . . ?
H8 C8 C7 118.45(14) . . ?
C9 C8 C7 123.1(2) . . ?
C9 C8 H8 118.45(15) . . ?
H9 C9 C8 119.96(15) . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.96(14) . . ?
C5 C10 C1 116.6(2) . . ?
C9 C10 C1 127.8(2) . . ?
C9 C10 C5 115.6(2) . . ?
H11a C11 C6 110.83(13) . . ?
H11b C11 C6 110.83(14) . . ?
H11b C11 H11a 108.9 . . ?
C12 C11 C6 104.6(2) . . ?
C12 C11 H11a 110.83(14) . . ?
C12 C11 H11b 110.83(14) . . ?
C11 C12 C4 105.1(2) . . ?
H12a C12 C4 110.72(13) . . ?
H12a C12 C11 110.72(14) . . ?
H12b C12 C4 110.72(14) . . ?
H12b C12 C11 110.72(14) . . ?
H12b C12 H12a 108.8 . . ?
C18 C13 C14 118.9(2) . . ?
B1 C13 C14 121.7(2) . . ?
B1 C13 C18 119.3(2) . . ?
C15 C14 C13 119.3(2) . . ?
C19 C14 C13 121.1(2) . . ?
C19 C14 C15 119.6(2) . . ?
H15 C15 C14 118.70(15) . . ?
C16 C15 C14 122.6(2) . . ?
C16 C15 H15 118.70(15) . . ?
C17 C16 C15 117.6(2) . . ?
C20 C16 C15 121.4(2) . . ?
C20 C16 C17 121.0(3) . . ?
H17 C17 C16 119.08(15) . . ?
C18 C17 C16 121.8(2) . . ?
C18 C17 H17 119.08(16) . . ?
C17 C18 C13 119.7(2) . . ?
C21 C18 C13 120.8(2) . . ?
C21 C18 C17 119.4(3) . . ?
H19a C19 C14 109.5 . . ?
H19b C19 C14 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C14 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C16 109.5 . . ?
H20b C20 C16 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C16 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H21a C21 C18 109.5 . . ?
H21b C21 C18 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C18 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C1 B1 F1 118.8(2) . . ?
C13 B1 F1 114.4(2) . . ?
C13 B1 C1 126.6(2) . . ?

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 B1 C1 C2 -169.3(3) . . . . ?
F1 B1 C1 C10 9.4(3) . . . . ?
F1 B1 C13 C14 -104.2(3) . . . . ?
F1 B1 C13 C18 72.7(3) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C1 C10 C5 C4 0.6(3) . . . . ?
C1 C10 C5 C6 179.6(2) . . . . ?
C1 C10 C9 C8 -179.4(3) . . . . ?
C1 B1 C13 C14 79.0(3) . . . . ?
C1 B1 C13 C18 -104.1(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C2 C3 C4 C12 -179.1(2) . . . . ?
C3 C4 C5 C6 -179.4(2) . . . . ?
C3 C4 C5 C10 -0.3(3) . . . . ?
C3 C4 C12 C11 179.8(3) . . . . ?
C4 C5 C6 C7 178.9(2) . . . . ?
C4 C5 C6 C11 -0.4(2) . . . . ?
C4 C5 C10 C9 -178.9(2) . . . . ?
C4 C12 C11 C6 -1.1(2) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C5 C6 C11 C12 0.9(2) . . . . ?
C5 C10 C9 C8 0.1(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C13 C14 C15 C16 -0.0(3) . . . . ?
C13 C18 C17 C16 -0.5(3) . . . . ?
C14 C15 C16 C17 0.7(3) . . . . ?
C14 C15 C16 C20 -178.9(3) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C16 C17 C18 C21 -179.9(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,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_legar091
_database_code_depnum_ccdc_archive 'CCDC 2292571'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        difluoro(1-naphthyl)borane
_chemical_formula_moiety         'C10 H7 B F2'
_chemical_formula_sum            'C10 H7 B F2'
_chemical_formula_weight         175.988
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00730 0.00300 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01480 0.00700 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05990 0.04110 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H -0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_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                   7.7689(3)
_cell_length_b                   15.8453(6)
_cell_length_c                   6.9825(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.825(2)
_cell_angle_gamma                90
_cell_volume                     822.76(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7604
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.911
_cell_measurement_theta_min      2.427
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1630 before and 0.0789 after correction.
 
For component 2:
 wR2(int) was 0.1916 before and 0.0825 after correction.
 The Ratio of minimum to maximum transmission is 0.73.

Final HKLF 4 output contains 13905 reflections, Rint = 0.0503
 (8483 with I > 3sig(I), Rint = 0.0463)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       plate
_exptl_crystal_F_000             361.101
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.9926
_diffrn_reflns_Laue_measured_fraction_max 0.9739
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1651
_diffrn_reflns_point_group_measured_fraction_full 0.9926
_diffrn_reflns_point_group_measured_fraction_max 0.9739
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         57.01
_diffrn_reflns_theta_min         4.86
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9926
_diffrn_measured_fraction_theta_max 0.9739
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1.34139
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              8
_reflns_limit_l_min              0
_reflns_number_gt                1283
_reflns_number_total             1642
_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         0.3158
_refine_diff_density_min         -0.3716
_refine_diff_density_rms         0.0950
_refine_ls_d_res_high            0.7996
_refine_ls_d_res_low             7.9226
_refine_ls_goodness_of_fit_ref   1.0810
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1642
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.0810
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0837P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1197
_olex2_refinement_description    
;
;
_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
F1 F 0.22901(12) 0.51750(5) 0.29854(13) 0.0530(3) Uani 1.000000 .
F2 F 0.01351(10) 0.61440(6) 0.23532(13) 0.0492(3) Uani 1.000000 .
C1 C 0.33775(16) 0.66595(8) 0.32504(15) 0.0267(3) Uani 1.000000 .
C2 C 0.51165(17) 0.63498(10) 0.36730(17) 0.0318(3) Uani 1.000000 .
H2 H 0.532(2) 0.5665(11) 0.373(3) 0.064(5) Uani 1.000000 .
C3 C 0.6615(2) 0.68909(10) 0.40154(19) 0.0371(4) Uani 1.000000 .
H3 H 0.794(3) 0.6629(14) 0.431(3) 0.077(6) Uani 1.000000 .
C4 C 0.63706(19) 0.77475(10) 0.39388(18) 0.0359(4) Uani 1.000000 .
H4 H 0.751(3) 0.8183(11) 0.421(3) 0.060(5) Uani 1.000000 .
C5 C 0.46201(17) 0.80987(9) 0.35307(15) 0.0292(3) Uani 1.000000 .
C6 C 0.4377(2) 0.89865(9) 0.34612(18) 0.0383(4) Uani 1.000000 .
H6 H 0.552(2) 0.9400(11) 0.375(3) 0.061(5) Uani 1.000000 .
C7 C 0.2692(2) 0.93315(11) 0.30745(18) 0.0416(4) Uani 1.000000 .
H7 H 0.253(2) 1.0028(12) 0.301(2) 0.054(5) Uani 1.000000 .
C8 C 0.1186(2) 0.87951(10) 0.27369(19) 0.0412(4) Uani 1.000000 .
H8 H -0.011(2) 0.9065(11) 0.245(2) 0.061(5) Uani 1.000000 .
C9 C 0.1386(2) 0.79346(10) 0.2792(2) 0.0356(3) Uani 1.000000 .
H9 H 0.023(2) 0.7555(13) 0.254(3) 0.057(5) Uani 1.000000 .
C10 C 0.31066(16) 0.75528(8) 0.31856(15) 0.0262(3) Uani 1.000000 .
B1 B 0.1880(2) 0.59889(10) 0.2853(2) 0.0349(4) 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
F1 B1 1.3252(18) . ?
F2 B1 1.3210(18) . ?
C1 C2 1.3864(18) . ?
C1 C10 1.4298(18) . ?
C1 B1 1.541(2) . ?
C2 H2 1.095(16) . ?
C2 C3 1.409(2) . ?
C3 H3 1.071(19) . ?
C3 C4 1.369(2) . ?
C4 H4 1.098(18) . ?
C4 C5 1.4199(19) . ?
C5 C6 1.418(2) . ?
C5 C10 1.4230(18) . ?
C6 H6 1.073(17) . ?
C6 C7 1.371(2) . ?
C7 H7 1.110(19) . ?
C7 C8 1.410(2) . ?
C8 H8 1.062(16) . ?
C8 C9 1.372(2) . ?
C9 H9 1.05(2) . ?
C9 C10 1.4196(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 118.85(11) . . ?
B1 C1 C2 115.66(13) . . ?
B1 C1 C10 125.48(11) . . ?
H2 C2 C1 118.5(9) . . ?
C3 C2 C1 121.79(14) . . ?
C3 C2 H2 119.7(9) . . ?
H3 C3 C2 119.7(12) . . ?
C4 C3 C2 119.88(14) . . ?
C4 C3 H3 120.4(12) . . ?
H4 C4 C3 121.4(10) . . ?
C5 C4 C3 120.67(13) . . ?
C5 C4 H4 117.9(10) . . ?
C6 C5 C4 120.39(12) . . ?
C10 C5 C4 119.49(13) . . ?
C10 C5 C6 120.12(12) . . ?
H6 C6 C5 120.3(10) . . ?
C7 C6 C5 120.81(14) . . ?
C7 C6 H6 118.9(10) . . ?
H7 C7 C6 119.6(8) . . ?
C8 C7 C6 119.42(16) . . ?
C8 C7 H7 121.0(8) . . ?
H8 C8 C7 119.2(10) . . ?
C9 C8 C7 120.87(15) . . ?
C9 C8 H8 120.0(10) . . ?
H9 C9 C8 118.7(10) . . ?
C10 C9 C8 121.44(14) . . ?
C10 C9 H9 119.9(10) . . ?
C5 C10 C1 119.31(11) . . ?
C9 C10 C1 123.35(12) . . ?
C9 C10 C5 117.34(12) . . ?
F2 B1 F1 114.04(12) . . ?
C1 B1 F1 120.30(13) . . ?
C1 B1 F2 125.66(13) . . ?

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 B1 C1 C2 2.05(14) . . . . ?
F1 B1 C1 C10 -178.94(10) . . . . ?
F2 B1 C1 C2 -177.38(13) . . . . ?
F2 B1 C1 C10 1.62(16) . . . . ?
C1 C2 C3 C4 0.16(13) . . . . ?
C1 C10 C5 C4 -0.19(11) . . . . ?
C1 C10 C5 C6 179.64(9) . . . . ?
C1 C10 C9 C8 -179.77(11) . . . . ?
C2 C3 C4 C5 0.44(13) . . . . ?
C3 C4 C5 C6 179.75(11) . . . . ?
C3 C4 C5 C10 -0.42(13) . . . . ?
C4 C5 C6 C7 -179.79(11) . . . . ?
C4 C5 C10 C9 179.75(10) . . . . ?
C5 C6 C7 C8 -0.19(14) . . . . ?
C5 C10 C9 C8 0.30(12) . . . . ?
C6 C7 C8 C9 0.05(15) . . . . ?
C7 C8 C9 C10 -0.12(15) . . . . ?


_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_12-23-50
;
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,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_3e_AnBF2
_database_code_depnum_ccdc_archive 'CCDC 2292573'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-08-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C14 H9 B F2'
_chemical_formula_sum            'C14 H9 B F2'
_chemical_formula_weight         226.048
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_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                   6.0446(2)
_cell_length_b                   6.0112(2)
_cell_length_c                   14.2458(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.653(2)
_cell_angle_gamma                90
_cell_volume                     515.92(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2907
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.947
_cell_measurement_theta_min      5.423
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1196 before and 0.0469 after correction.
The Ratio of minimum to maximum transmission is 0.8540.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_description       needle
_exptl_crystal_F_000             232.631
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.9914
_diffrn_reflns_Laue_measured_fraction_max 0.9821
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4903
_diffrn_reflns_point_group_measured_fraction_full 0.9914
_diffrn_reflns_point_group_measured_fraction_max 0.9821
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         56.95
_diffrn_reflns_theta_min         6.39
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_measured_fraction_theta_max 0.9821
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                881
_reflns_number_total             1043
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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         0.1136
_refine_diff_density_min         -0.1138
_refine_diff_density_rms         0.0338
_refine_ls_d_res_high            0.8002
_refine_ls_d_res_low             6.0247
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.2998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    2
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1043
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0229
_refine_ls_restrained_S_all      1.2998
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0123P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0432
_refine_ls_wR_factor_ref         0.0451
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
: with sigma of 0.025 and sigma for terminal atoms of 0.05
2. Others
 Fixed Sof: F1(0.5) F2(0.5) H1(0.5) B1(0.5)
3.a Aromatic/amide H refined with riding coordinates and stretchable bonds:
 C1(H1)
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_09-53-34
;
_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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
F1 F 0.13744(13) 1.04299(12) 0.44079(5) 0.0392(2) Uani 0.500000 . . P 2
F2 F -0.02470(14) 0.86951(13) 0.55183(5) 0.0391(2) Uani 0.500000 . . P 2
C1 C 0.33362(10) 0.66688(10) 0.49741(4) 0.02708(17) Uani 1.000000 . . . .
H1 H 0.2204(19) 0.7809(19) 0.49575(5) 0.0325(2) Uiso 0.500000 GR U P 1
C2 C 0.49908(9) 0.67518(9) 0.43336(4) 0.02389(17) Uani 1.000000 . . . .
C3 C 0.50479(11) 0.84766(10) 0.36447(4) 0.02858(18) Uani 1.000000 . . . .
H3 H 0.3775(12) 0.9726(12) 0.3618(5) 0.057(2) Uani 1.000000 . . . .
C4 C 0.66653(11) 0.85433(11) 0.30290(5) 0.03213(18) Uani 1.000000 . . . .
H4 H 0.6645(12) 0.9857(12) 0.2510(5) 0.059(2) Uani 1.000000 . . . .
C5 C 0.33207(9) 0.49347(9) 0.56389(4) 0.02379(17) Uani 1.000000 . . . .
C6 C 0.16502(11) 0.47826(11) 0.62877(4) 0.02858(17) Uani 1.000000 . . . .
H6 H 0.0384(12) 0.6010(13) 0.6259(5) 0.054(2) Uani 1.000000 . . . .
C7 C 0.16494(11) 0.31030(11) 0.69316(4) 0.03194(18) Uani 1.000000 . . . .
H7 H 0.0345(13) 0.3044(12) 0.7411(5) 0.057(2) Uani 1.000000 . . . .
B1 B 0.1406(2) 0.8674(2) 0.49661(10) 0.0267(3) Uani 0.500000 . . P 2


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 1.3207(17) . ?
F2 B1 1.3210(16) . ?
C1 H1 0.968(16) . ?
C1 C2 1.4083(8) . ?
C1 C5 1.4090(8) . ?
C1 B1 1.6769(15) . ?
C2 C3 1.4300(8) . ?
C2 C5 1.4368(8) 3_666 ?
C3 H3 1.074(7) . ?
C3 C4 1.3660(9) . ?
C4 H4 1.081(7) . ?
C4 C7 1.4181(9) 3_666 ?
C5 C6 1.4260(8) . ?
C6 H6 1.061(7) . ?
C6 C7 1.3641(8) . ?
C7 H7 1.085(7) . ?

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 C1 H1 119.82(3) . . ?
C5 C1 H1 119.82(4) . . ?
C5 C1 C2 120.37(6) . . ?
B1 C1 H1 1.32(5) . . ?
B1 C1 C2 120.02(7) . . ?
B1 C1 C5 119.59(7) . . ?
C3 C2 C1 121.89(6) . . ?
C5 C2 C1 119.84(5) 3_666 . ?
C5 C2 C3 118.27(6) 3_666 . ?
H3 C3 C2 118.3(4) . . ?
C4 C3 C2 121.35(6) . . ?
C4 C3 H3 120.3(4) . . ?
H4 C4 C3 119.4(4) . . ?
C7 C4 C3 120.22(6) 3_666 . ?
C7 C4 H4 120.3(4) 3_666 . ?
C2 C5 C1 119.80(5) 3_666 . ?
C6 C5 C1 121.79(6) . . ?
C6 C5 C2 118.41(5) . 3_666 ?
H6 C6 C5 118.5(4) . . ?
C7 C6 C5 121.48(6) . . ?
C7 C6 H6 120.1(4) . . ?
C6 C7 C4 120.24(7) . 3_666 ?
H7 C7 C4 120.6(4) . 3_666 ?
H7 C7 C6 119.2(4) . . ?
F2 B1 F1 112.09(12) . . ?
C1 B1 F1 123.69(11) . . ?
C1 B1 F2 124.21(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
F1 B1 C1 C2 -2.77(13) . . . . ?
F1 B1 C1 C5 175.74(9) . . . . ?
F2 B1 C1 C2 177.67(9) . . . . ?
F2 B1 C1 C5 -3.82(13) . . . . ?
C1 C2 C3 C4 179.79(6) . . . . ?
C1 C2 C5 C1 0.31(5) . . 3_666 3_666 ?
C1 C2 C5 C6 -179.05(5) . . 3_666 3_666 ?
C1 C5 C2 C1 -0.31(5) . . 3_666 3_666 ?
C1 C5 C2 C3 179.51(5) . . 3_666 3_666 ?
C1 C5 C6 C7 -179.79(6) . . . . ?
C2 C3 C4 C7 -0.66(7) . . . 3_666 ?
C2 C5 C6 C7 0.87(6) 3_666 . . . ?
C3 C4 C7 C6 0.95(7) . . 3_666 3_666 ?
C4 C7 C6 C5 0.17(7) 3_666 . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        9-anthryldifluoroborane
_chemical_properties_physical    Air-sensitive,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_3b_C6Me5BF2
_database_code_depnum_ccdc_archive 'CCDC 2292570'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-26 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-08-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C11 H15 B F2'
_chemical_formula_sum            'C11 H15 B F2'
_chemical_formula_weight         196.063
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H -0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   6.0599(4)
_cell_length_b                   9.1583(6)
_cell_length_c                   10.5791(7)
_cell_angle_alpha                66.230(4)
_cell_angle_beta                 84.512(4)
_cell_angle_gamma                72.336(4)
_cell_volume                     511.75(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4466
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.770
_cell_measurement_theta_min      3.975
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1136 before and 0.0377 after correction.
The Ratio of minimum to maximum transmission is 0.8009.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       plate
_exptl_crystal_F_000             208.549
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.9973
_diffrn_reflns_Laue_measured_fraction_max 0.9924
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10054
_diffrn_reflns_point_group_measured_fraction_full 0.9973
_diffrn_reflns_point_group_measured_fraction_max 0.9924
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         57.05
_diffrn_reflns_theta_min         3.97
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.9973
_diffrn_measured_fraction_theta_max 0.9924
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                1523
_reflns_number_total             2092
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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         0.2420
_refine_diff_density_min         -0.2802
_refine_diff_density_rms         0.0503
_refine_ls_d_res_high            0.7993
_refine_ls_d_res_low             9.6772
_refine_ls_goodness_of_fit_ref   1.0825
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2092
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.0593
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0829P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1294
_olex2_refinement_description    
;
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_11-11-05
;

# start Validation Reply Form
_vrf_PLAT088_3b_C6Me5BF2         
;
PROBLEM: Poor Data / Parameter Ratio ....................       7.98 Note  
RESPONSE: The large number of H atoms to refine resulted in a diminished
data-to-parameter ratio. The data remains >99% complete to 2(theta) > 110 deg
with complete anisotropic H-atom refinement.
;
_vrf_PLAT230_3b_C6Me5BF2         
;
PROBLEM: Hirshfeld Test Diff for    F2       --B1       .        9.0 s.u.  
RESPONSE: The bulk crystal sample was determined to be of high purity by NMR
spectroscopy such that the atom assignments are believed to be correct and not
afflicted by substitutional disorder of F2.

;
# end Validation Reply Form

_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
_atom_site_refinement_flags_adp
F1 F 0.83025(16) 0.35298(8) 0.70066(8) 0.0576(3) Uani 1.000000 . .
F2 F 0.72125(15) 0.54739(9) 0.49322(7) 0.0543(3) Uani 1.000000 . .
C1 C 0.6026(2) 0.63721(12) 0.69246(10) 0.0256(3) Uani 1.000000 . .
C2 C 0.4225(2) 0.60936(13) 0.78570(11) 0.0261(3) Uani 1.000000 . .
C3 C 0.3159(2) 0.72486(13) 0.84510(11) 0.0264(3) Uani 1.000000 . .
C4 C 0.3888(2) 0.86800(13) 0.81122(11) 0.0271(3) Uani 1.000000 . .
C5 C 0.5709(2) 0.89458(13) 0.71960(11) 0.0270(3) Uani 1.000000 . .
C6 C 0.6767(2) 0.77979(13) 0.65928(11) 0.0256(3) Uani 1.000000 . .
C7 C 0.3404(3) 0.45802(17) 0.82055(15) 0.0346(3) Uani 1.000000 . .
C8 C 0.1247(3) 0.69344(18) 0.94525(14) 0.0369(3) Uani 1.000000 . .
H8a H -0.031(3) 0.708(3) 0.9045(19) 0.111(9) Uani 1.000000 D U
H8b H 0.167(3) 0.571(2) 1.024(2) 0.104(8) Uani 1.000000 D U
H8c H 0.094(5) 0.761(3) 1.005(3) 0.128(9) Uani 1.000000 D U
C9 C 0.2713(3) 0.99266(18) 0.87376(16) 0.0419(4) Uani 1.000000 . .
H9a H 0.102(4) 1.044(3) 0.843(3) 0.135(10) Uani 1.000000 D U
H9b H 0.258(5) 0.935(3) 0.983(2) 0.144(11) Uani 1.000000 D U
H9c H 0.356(5) 1.081(3) 0.858(3) 0.144(10) Uani 1.000000 D U
C10 C 0.6527(3) 1.04546(17) 0.68492(16) 0.0400(4) Uani 1.000000 . .
H10a H 0.603(5) 1.132(2) 0.601(2) 0.112(7) Uani 1.000000 D U
H10b H 0.632(5) 1.088(3) 0.765(2) 0.121(9) Uani 1.000000 D U
H10c H 0.836(4) 1.003(3) 0.693(3) 0.131(9) Uani 1.000000 D U
C11 C 0.8712(3) 0.80862(17) 0.56104(14) 0.0342(3) Uani 1.000000 . .
B1 B 0.7223(3) 0.50717(16) 0.62670(13) 0.0303(3) Uani 1.000000 . .
H7a H 0.416(4) 0.388(2) 0.7571(18) 0.073(6) Uani 1.000000 . .
H7b H 0.378(3) 0.376(2) 0.920(3) 0.084(6) Uani 1.000000 . .
H7c H 0.155(3) 0.498(2) 0.794(2) 0.072(5) Uani 1.000000 . .
H11a H 0.940(4) 0.713(2) 0.523(2) 0.082(6) Uani 1.000000 . U
H11b H 0.813(3) 0.927(2) 0.4679(17) 0.071(5) Uani 1.000000 . U
H11c H 1.019(3) 0.815(2) 0.6041(18) 0.064(5) Uani 1.000000 . U


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 1.2965(15) . ?
F2 B1 1.3080(15) . ?
C1 C2 1.4103(16) . ?
C1 C6 1.4095(16) . ?
C1 B1 1.5735(17) . ?
C2 C3 1.4052(17) . ?
C2 C7 1.5084(16) . ?
C3 C4 1.4086(16) . ?
C3 C8 1.5067(17) . ?
C4 C5 1.4091(16) . ?
C4 C9 1.5078(17) . ?
C5 C6 1.4061(16) . ?
C5 C10 1.5039(16) . ?
C6 C11 1.5073(17) . ?
C7 H7a 1.088(16) . ?
C7 H7b 1.01(2) . ?
C7 H7c 1.097(19) . ?
C8 H8a 1.023(19) . ?
C8 H8b 1.064(18) . ?
C8 H8c 1.022(19) . ?
C9 H9a 1.01(2) . ?
C9 H9b 1.06(2) . ?
C9 H9c 1.03(2) . ?
C10 H10a 0.920(19) . ?
C10 H10b 1.04(2) . ?
C10 H10c 1.06(2) . ?
C11 H11a 1.063(16) . ?
C11 H11b 1.117(16) . ?
C11 H11c 1.067(19) . ?

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
C6 C1 C2 120.29(10) . . ?
B1 C1 C2 119.62(10) . . ?
B1 C1 C6 120.08(10) . . ?
C3 C2 C1 119.77(10) . . ?
C7 C2 C1 120.60(11) . . ?
C7 C2 C3 119.62(11) . . ?
C4 C3 C2 119.97(11) . . ?
C8 C3 C2 119.37(11) . . ?
C8 C3 C4 120.66(11) . . ?
C5 C4 C3 120.24(11) . . ?
C9 C4 C3 119.70(11) . . ?
C9 C4 C5 120.06(11) . . ?
C6 C5 C4 119.87(10) . . ?
C10 C5 C4 120.58(11) . . ?
C10 C5 C6 119.55(11) . . ?
C5 C6 C1 119.83(10) . . ?
C11 C6 C1 120.36(11) . . ?
C11 C6 C5 119.80(10) . . ?
H7a C7 C2 113.3(8) . . ?
H7b C7 C2 112.9(11) . . ?
H7b C7 H7a 106.1(14) . . ?
H7c C7 C2 109.3(9) . . ?
H7c C7 H7a 102.3(15) . . ?
H7c C7 H7b 112.5(13) . . ?
H8a C8 C3 116.6(11) . . ?
H8b C8 C3 113.4(11) . . ?
H8b C8 H8a 103.9(15) . . ?
H8c C8 C3 113.3(14) . . ?
H8c C8 H8a 108.1(19) . . ?
H8c C8 H8b 99.7(17) . . ?
H9a C9 C4 110.0(13) . . ?
H9b C9 C4 112.4(15) . . ?
H9b C9 H9a 101.3(19) . . ?
H9c C9 C4 113.8(13) . . ?
H9c C9 H9a 113.0(19) . . ?
H9c C9 H9b 105.6(19) . . ?
H10a C10 C5 116.7(12) . . ?
H10b C10 C5 113.5(10) . . ?
H10b C10 H10a 111.6(17) . . ?
H10c C10 C5 106.9(13) . . ?
H10c C10 H10a 110.9(18) . . ?
H10c C10 H10b 95.0(18) . . ?
H11a C11 C6 113.5(11) . . ?
H11b C11 C6 111.6(9) . . ?
H11b C11 H11a 105.8(14) . . ?
H11c C11 C6 114.8(9) . . ?
H11c C11 H11a 103.9(15) . . ?
H11c C11 H11b 106.6(12) . . ?
F2 B1 F1 115.21(11) . . ?
C1 B1 F1 122.50(10) . . ?
C1 B1 F2 122.29(10) . . ?

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 B1 C1 C2 -60.58(15) . . . . ?
F1 B1 C1 C6 118.79(13) . . . . ?
F2 B1 C1 C2 119.92(13) . . . . ?
F2 B1 C1 C6 -60.71(15) . . . . ?
C1 C2 C3 C4 0.11(12) . . . . ?
C1 C2 C3 C8 -179.63(12) . . . . ?
C1 C6 C5 C4 -1.02(12) . . . . ?
C1 C6 C5 C10 179.33(12) . . . . ?
C2 C3 C4 C5 -1.03(12) . . . . ?
C2 C3 C4 C9 179.13(12) . . . . ?
C3 C4 C5 C6 1.49(12) . . . . ?
C3 C4 C5 C10 -178.87(13) . . . . ?
C4 C5 C6 C11 179.86(12) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
H8a H8b 1 1.7000 0.0400 0.0562
H8b H8c 1 1.7000 0.0400 0.1045
H8c H8a 1 1.7000 0.0400 0.0443
H9a H9b 1 1.7000 0.0400 0.0963
H9b H9c 1 1.7000 0.0400 0.0303
H9c H9a 1 1.7000 0.0400 -0.0058
H10a H10b 1 1.7000 0.0400 0.0735
H10b H10c 1 1.7000 0.0400 0.1495
H10c H10a 1 1.7000 0.0400 0.0693

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
H8a 0.0500
H8b 0.0500
H8c 0.0500
H9a 0.0500
H9b 0.0500
H9c 0.0500
H10a 0.0250
H10b 0.0500
H10c 0.0500
H11a 0.0250
H11b 0.0500
H11c 0.0500

_chemical_name_systematic        difluoro(2,3,4,5,6-pentamethylphenyl)borane
_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_3d_AceBF2
_database_code_depnum_ccdc_archive 'CCDC 2292572'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-08-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C12 H9 B F2'
_chemical_formula_sum            'C12 H9 B F2'
_chemical_formula_weight         202.026
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H -0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y,-z+1/2
3 -x,-y,-z
4 x-1/2,-y,z-1/2

_symmetry_Int_Tables_number      13
_cell_length_a                   8.6301(3)
_cell_length_b                   8.5219(3)
_cell_length_c                   13.3072(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.458(1)
_cell_angle_gamma                90
_cell_volume                     965.37(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.983
_cell_measurement_theta_min      4.516
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1463 before and 0.0383 after correction.
The Ratio of minimum to maximum transmission is 0.7491.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_description       plate
_exptl_crystal_F_000             417.153
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.9954
_diffrn_reflns_Laue_measured_fraction_max 0.9949
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12727
_diffrn_reflns_point_group_measured_fraction_full 0.9954
_diffrn_reflns_point_group_measured_fraction_max 0.9949
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         56.96
_diffrn_reflns_theta_min         4.51
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9949
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              -7
_reflns_number_gt                1837
_reflns_number_total             1965
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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         0.4502
_refine_diff_density_min         -0.1628
_refine_diff_density_rms         0.0369
_refine_ls_d_res_high            0.8001
_refine_ls_d_res_low             8.5219
_refine_ls_extinction_coef       0.0140(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0760
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     218
_refine_ls_number_reflns         1965
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0326
_refine_ls_restrained_S_all      1.0760
_refine_ls_shift/su_max          -0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+0.1390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0904
_olex2_refinement_description    
;
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-04_13-14-36
;
_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
F1 F 0.36625(8) 0.11071(9) 0.85250(5) 0.0548(2) Uani 1.000000 .
F2 F 0.49490(9) -0.04313(8) 0.75963(6) 0.0578(2) Uani 1.000000 .
C1 C 0.50936(10) 0.25060(10) 0.72992(6) 0.0267(2) Uani 1.000000 .
C2 C 0.46451(10) 0.39521(11) 0.76518(7) 0.0277(2) Uani 1.000000 .
H2 H 0.3929(15) 0.3939(15) 0.8265(10) 0.047(4) Uani 1.000000 .
C3 C 0.50655(10) 0.54115(11) 0.72690(6) 0.0276(2) Uani 1.000000 .
H3 H 0.4694(15) 0.6522(14) 0.7574(10) 0.045(3) Uani 1.000000 .
C4 C 0.59830(9) 0.54083(10) 0.65182(6) 0.0241(2) Uani 1.000000 .
C5 C 0.64344(9) 0.39613(9) 0.61412(6) 0.0224(2) Uani 1.000000 .
C6 C 0.73331(10) 0.41674(11) 0.53580(7) 0.0288(2) Uani 1.000000 .
C7 C 0.78282(11) 0.28618(14) 0.48963(7) 0.0375(3) Uani 1.000000 .
H7 H 0.8516(17) 0.298(2) 0.4292(10) 0.069(4) Uani 1.000000 .
C8 C 0.74270(12) 0.13615(13) 0.52398(8) 0.0401(3) Uani 1.000000 .
H8 H 0.7827(17) 0.0295(18) 0.4889(12) 0.066(4) Uani 1.000000 .
C9 C 0.65612(12) 0.11684(11) 0.60142(8) 0.0337(2) Uani 1.000000 .
H9 H 0.6205(18) 0.0012(17) 0.6251(13) 0.066(4) Uani 1.000000 .
C10 C 0.60169(10) 0.24956(9) 0.64987(6) 0.0243(2) Uani 1.000000 .
C11 C 0.66494(11) 0.67276(11) 0.59657(7) 0.0313(2) Uani 1.000000 .
H11A H 0.7434(17) 0.7456(15) 0.6520(10) 0.058(4) Uani 1.000000 .
H11B H 0.5693(15) 0.7497(14) 0.5593(10) 0.051(3) Uani 1.000000 .
C12 C 0.75441(11) 0.58989(12) 0.51868(8) 0.0352(3) Uani 1.000000 .
H12A H 0.7048(17) 0.6235(17) 0.4407(10) 0.061(4) Uani 1.000000 .
H12B H 0.8801(15) 0.6216(16) 0.5312(11) 0.060(4) Uani 1.000000 .
B1 B 0.45738(14) 0.10237(14) 0.78156(9) 0.0383(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
F1 B1 1.3262(14) . ?
F2 B1 1.3261(14) . ?
C1 C2 1.3959(12) . ?
C1 C10 1.4313(12) . ?
C1 B1 1.5396(13) . ?
C2 H2 1.101(12) . ?
C2 C3 1.4137(12) . ?
C3 H3 1.098(11) . ?
C3 C4 1.3730(12) . ?
C4 C5 1.4101(11) . ?
C4 C11 1.5081(12) . ?
C5 C6 1.4087(12) . ?
C5 C10 1.4045(11) . ?
C6 C7 1.3726(13) . ?
C6 C12 1.5086(14) . ?
C7 H7 1.080(13) . ?
C7 C8 1.4197(16) . ?
C8 H8 1.103(13) . ?
C8 C9 1.3785(15) . ?
C9 H9 1.094(15) . ?
C9 C10 1.4196(12) . ?
C11 H11A 1.106(12) . ?
C11 H11B 1.106(12) . ?
C11 C12 1.5596(15) . ?
C12 H12A 1.094(13) . ?
C12 H12B 1.104(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 118.34(8) . . ?
B1 C1 C2 117.20(9) . . ?
B1 C1 C10 124.45(8) . . ?
H2 C2 C1 117.4(7) . . ?
C3 C2 C1 123.63(8) . . ?
C3 C2 H2 119.0(7) . . ?
H3 C3 C2 121.2(7) . . ?
C4 C3 C2 118.25(8) . . ?
C4 C3 H3 120.6(7) . . ?
C5 C4 C3 119.13(8) . . ?
C11 C4 C3 131.68(8) . . ?
C11 C4 C5 109.19(7) . . ?
C6 C5 C4 111.84(8) . . ?
C10 C5 C4 123.78(8) . . ?
C10 C5 C6 124.38(8) . . ?
C7 C6 C5 118.67(9) . . ?
C12 C6 C5 109.18(8) . . ?
C12 C6 C7 132.15(9) . . ?
H7 C7 C6 120.3(10) . . ?
C8 C7 C6 118.40(9) . . ?
C8 C7 H7 121.3(10) . . ?
H8 C8 C7 119.7(9) . . ?
C9 C8 C7 122.62(9) . . ?
C9 C8 H8 117.6(9) . . ?
H9 C9 C8 122.4(8) . . ?
C10 C9 C8 120.32(9) . . ?
C10 C9 H9 117.2(8) . . ?
C5 C10 C1 116.86(7) . . ?
C9 C10 C1 127.53(8) . . ?
C9 C10 C5 115.61(8) . . ?
H11A C11 C4 109.5(7) . . ?
H11B C11 C4 110.2(7) . . ?
H11B C11 H11A 107.2(10) . . ?
C12 C11 C4 104.86(7) . . ?
C12 C11 H11A 112.4(8) . . ?
C12 C11 H11B 112.7(7) . . ?
C11 C12 C6 104.91(7) . . ?
H12A C12 C6 111.2(8) . . ?
H12A C12 C11 110.6(8) . . ?
H12B C12 C6 110.9(7) . . ?
H12B C12 C11 111.8(8) . . ?
H12B C12 H12A 107.5(11) . . ?
F2 B1 F1 113.68(9) . . ?
C1 B1 F1 121.61(10) . . ?
C1 B1 F2 124.71(10) . . ?

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 B1 C1 C2 3.80(12) . . . . ?
F1 B1 C1 C10 -177.14(9) . . . . ?
F2 B1 C1 C2 -177.47(11) . . . . ?
F2 B1 C1 C10 1.60(13) . . . . ?
C1 C2 C3 C4 -0.89(10) . . . . ?
C1 C10 C5 C4 -0.66(9) . . . . ?
C1 C10 C5 C6 -179.83(8) . . . . ?
C1 C10 C9 C8 179.09(11) . . . . ?
C2 C3 C4 C5 1.62(9) . . . . ?
C2 C3 C4 C11 -178.93(8) . . . . ?
C3 C4 C5 C6 178.38(8) . . . . ?
C3 C4 C5 C10 -0.88(9) . . . . ?
C3 C4 C11 C12 -178.53(11) . . . . ?
C4 C5 C6 C7 -178.43(8) . . . . ?
C4 C5 C6 C12 0.90(8) . . . . ?
C4 C5 C10 C9 179.05(9) . . . . ?
C4 C11 C12 C6 -0.43(8) . . . . ?
C5 C6 C7 C8 -0.79(10) . . . . ?
C5 C6 C12 C11 -0.24(8) . . . . ?
C5 C10 C9 C8 -0.59(9) . . . . ?
C6 C7 C8 C9 0.11(10) . . . . ?
C7 C8 C9 C10 0.61(11) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        5-acenaphthyldifluoroborane
_chemical_properties_physical    Air-sensitive,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_legar071
_database_code_depnum_ccdc_archive 'CCDC 2292575'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        benzo[b]thien-2-yldifluoroborane
_chemical_formula_moiety         'C8 H5 B F2 S'
_chemical_formula_sum            'C8 H5 B F2 S'
_chemical_formula_weight         182.016
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H -0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
S 0.29250 0.42950 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   10.7719(3)
_cell_length_b                   7.1215(2)
_cell_length_c                   20.5604(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1577.23(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.983
_cell_measurement_theta_min      4.516
_exptl_absorpt_coefficient_mu    2.240
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.1189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1463 before and 0.0597 after correction.
The Ratio of minimum to maximum transmission is 0.1583.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       plate
_exptl_crystal_F_000             740.253
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.9755
_diffrn_reflns_Laue_measured_fraction_max 0.9671
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14118
_diffrn_reflns_point_group_measured_fraction_full 0.9755
_diffrn_reflns_point_group_measured_fraction_max 0.9671
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         56.97
_diffrn_reflns_theta_min         6.75
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9755
_diffrn_measured_fraction_theta_max 0.9671
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                1327
_reflns_number_total             1556
_reflns_threshold_expression     I>=2u(I)
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.1587
_refine_diff_density_min         -0.1651
_refine_diff_density_rms         0.0446
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             5.7072
_refine_ls_extinction_coef       0.0029(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0783
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    4
_refine_ls_number_parameters     188
_refine_ls_number_reflns         1556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0180
_refine_ls_restrained_S_all      1.0783
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0151P)²+0.0696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0361
_refine_ls_wR_factor_ref         0.0387
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C2) = Uanis(C2a)
Uanis(B1) = Uanis(B1a)
2. Rigid body (RIGU) restrains
 F2, F2a
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1, F1a
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: S1(0.8) S1a(0.2) F2(0.8) F2a(0.2) F1(0.8) F1a(0.2) C2(0.8) H2(0.8)
 C2a(0.2) H2a(0.2) B1(0.8) B1a(0.2)
4.a Aromatic/amide H refined with riding coordinates:
 C2a(H2a)
;
_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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
S1 S 0.50307(4) 0.23214(8) 0.54660(2) 0.02584(12) Uani 0.800000 . . P 1
S1a S 0.2581(5) 0.3934(11) 0.5622(4) 0.0258(9) Uani 0.200000 . . P 2
F2 F 0.44089(17) 0.3120(3) 0.40145(10) 0.0445(4) Uani 0.800000 . U P 1
F2a F 0.2918(6) 0.4065(9) 0.4082(3) 0.0384(11) Uani 0.200000 . U P 2
F1 F 0.26063(14) 0.4665(2) 0.41815(8) 0.0438(3) Uani 0.800000 . U P 1
F1a F 0.4763(7) 0.2602(11) 0.4060(4) 0.0442(15) Uani 0.200000 . U P 2
C1 C 0.37257(7) 0.33468(11) 0.51620(3) 0.0280(2) Uani 1.000000 . . . .
C2 C 0.2879(5) 0.3858(11) 0.5645(4) 0.0242(9) Uani 0.800000 . . P 1
H2 H 0.2071(17) 0.446(3) 0.5559(10) 0.053(6) Uani 0.800000 . . P 1
C2a C 0.4738(7) 0.2395(12) 0.5548(4) 0.0242(9) Uani 0.200000 . . P 2
H2a H 0.5451(7) 0.1825(12) 0.5361(4) 0.0291(11) Uiso 0.200000 R . P 2
C3 C 0.33039(6) 0.33038(10) 0.62923(3) 0.02175(18) Uani 1.000000 . . . .
C4 C 0.27371(8) 0.35213(12) 0.69036(4) 0.02725(19) Uani 1.000000 . . . .
H4 H 0.1827(9) 0.4160(14) 0.6939(5) 0.051(3) Uani 1.000000 . . . .
C5 C 0.33613(8) 0.29164(11) 0.74521(4) 0.0302(2) Uani 1.000000 . . . .
H5 H 0.2930(9) 0.3081(14) 0.7929(5) 0.056(3) Uani 1.000000 . . . .
C6 C 0.45411(8) 0.20853(12) 0.74045(4) 0.0301(2) Uani 1.000000 . . . .
H6 H 0.5016(8) 0.1598(15) 0.7841(5) 0.049(3) Uani 1.000000 . . . .
C7 C 0.51094(7) 0.18449(12) 0.68079(4) 0.02648(19) Uani 1.000000 . . . .
H7 H 0.6005(9) 0.1195(14) 0.6772(4) 0.054(3) Uani 1.000000 . . . .
C8 C 0.44826(7) 0.24599(10) 0.62499(3) 0.02157(18) Uani 1.000000 . . . .
B1 B 0.3568(2) 0.3741(4) 0.44368(15) 0.0335(5) Uani 0.800000 . . P 1
B1a B 0.3863(11) 0.3348(19) 0.4384(8) 0.0335(5) Uani 0.200000 . . P 2


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
S1 C1 1.7029(9) . ?
S1 C8 1.7192(8) . ?
S1a C1 1.609(7) . ?
S1a C3 1.646(6) . ?
F2 B1 1.330(3) . ?
F2a B1a 1.297(13) . ?
F1 B1 1.335(3) . ?
F1a B1a 1.291(14) . ?
C1 C2 1.396(7) . ?
C1 C2a 1.510(9) . ?
C1 B1 1.527(3) . ?
C1 B1a 1.606(16) . ?
C2 H2 0.987(18) . ?
C2 C3 1.462(7) . ?
C2a H2a 0.9500 . ?
C2a C8 1.469(8) . ?
C3 C4 1.4058(10) . ?
C3 C8 1.4074(10) . ?
C4 H4 1.083(9) . ?
C4 C5 1.3819(11) . ?
C5 H5 1.091(9) . ?
C5 C6 1.4053(12) . ?
C6 H6 1.089(9) . ?
C6 C7 1.3817(12) . ?
C7 H7 1.072(9) . ?
C7 C8 1.4014(11) . ?

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 S1 C1 92.06(4) . . ?
C3 S1a C1 93.3(3) . . ?
S1a C1 S1 121.9(2) . . ?
C2 C1 S1 113.0(3) . . ?
C2 C1 S1a 9.6(4) . . ?
C2a C1 S1 10.9(3) . . ?
C2a C1 S1a 111.2(4) . . ?
C2a C1 C2 102.4(3) . . ?
B1 C1 S1 121.93(8) . . ?
B1 C1 S1a 116.2(2) . . ?
B1 C1 C2 125.0(3) . . ?
B1 C1 C2a 132.6(3) . . ?
B1a C1 S1 106.8(4) . . ?
B1a C1 S1a 130.9(5) . . ?
B1a C1 C2 140.2(5) . . ?
B1a C1 C2a 117.2(5) . . ?
B1a C1 B1 15.8(4) . . ?
H2 C2 C1 124.3(17) . . ?
C3 C2 C1 111.8(4) . . ?
C3 C2 H2 123.8(17) . . ?
H2a C2a C1 124.2(3) . . ?
C8 C2a C1 111.5(4) . . ?
C8 C2a H2a 124.2(3) . . ?
C2 C3 S1a 10.1(5) . . ?
C4 C3 S1a 120.9(2) . . ?
C4 C3 C2 130.4(3) . . ?
C8 C3 S1a 119.4(2) . . ?
C8 C3 C2 110.0(3) . . ?
C8 C3 C4 119.62(7) . . ?
H4 C4 C3 120.0(5) . . ?
C5 C4 C3 118.95(8) . . ?
C5 C4 H4 121.1(5) . . ?
H5 C5 C4 119.5(6) . . ?
C6 C5 C4 120.97(8) . . ?
C6 C5 H5 119.5(6) . . ?
H6 C6 C5 120.1(5) . . ?
C7 C6 C5 120.97(8) . . ?
C7 C6 H6 118.9(5) . . ?
H7 C7 C6 120.9(5) . . ?
C8 C7 C6 118.34(8) . . ?
C8 C7 H7 120.8(5) . . ?
C2a C8 S1 9.4(3) . . ?
C3 C8 S1 113.10(6) . . ?
C3 C8 C2a 104.1(3) . . ?
C7 C8 S1 125.74(6) . . ?
C7 C8 C2a 134.7(3) . . ?
C7 C8 C3 121.16(7) . . ?
F1 B1 F2 115.8(2) . . ?
C1 B1 F2 120.07(18) . . ?
C1 B1 F1 124.10(14) . . ?
F1a B1a F2a 120.3(13) . . ?
C1 B1a F2a 113.8(8) . . ?
C1 B1a F1a 125.7(10) . . ?

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
S1 C1 S1a C3 3.45(11) . . . . ?
S1 C1 C2 C3 -2.58(8) . . . . ?
S1 C1 C2a C8 162.3(16) . . . . ?
S1 C1 B1 F2 6.48(13) . . . . ?
S1 C1 B1 F1 -174.80(18) . . . . ?
S1 C1 B1a F2a 178.9(7) . . . . ?
S1 C1 B1a F1a 3.8(6) . . . . ?
S1 C8 C2a C1 -160(2) . . . . ?
S1 C8 C3 S1a 3.0(3) . . . . ?
S1 C8 C3 C2 -0.8(3) . . . . ?
S1 C8 C3 C4 -179.76(6) . . . . ?
S1 C8 C7 C6 179.12(7) . . . . ?
S1a C1 C2 C3 157(3) . . . . ?
S1a C1 C2a C8 -6.9(3) . . . . ?
S1a C1 B1 F2 -172.8(3) . . . . ?
S1a C1 B1 F1 5.9(3) . . . . ?
S1a C1 B1a F2a 5.3(5) . . . . ?
S1a C1 B1a F1a -169.7(11) . . . . ?
S1a C3 C2 C1 -159(3) . . . . ?
S1a C3 C4 C5 177.9(3) . . . . ?
S1a C3 C8 C2a 0.2(6) . . . . ?
S1a C3 C8 C7 -177.8(3) . . . . ?
F2 B1 C1 C2 -177.1(4) . . . . ?
F2 B1 C1 C2a 3.3(5) . . . . ?
F2 B1 C1 B1a -11.4(17) . . . . ?
F2a B1a C1 C2 1.4(17) . . . . ?
F2a B1a C1 C2a 175.2(8) . . . . ?
F2a B1a C1 B1 -16.9(7) . . . . ?
F1 B1 C1 C2 1.6(5) . . . . ?
F1 B1 C1 C2a -178.0(5) . . . . ?
F1 B1 C1 B1a 167.3(14) . . . . ?
F1a B1a C1 C2 -173.6(9) . . . . ?
F1a B1a C1 C2a 0.1(15) . . . . ?
F1a B1a C1 B1 168(3) . . . . ?
C1 C2 C3 C4 -179.0(2) . . . . ?
C1 C2 C3 C8 2.1(6) . . . . ?
C1 C2a C8 C3 4.1(6) . . . . ?
C1 C2a C8 C7 -178.42(16) . . . . ?
C2 C3 C4 C5 -178.0(4) . . . . ?
C2 C3 C8 C2a -3.7(4) . . . . ?
C2 C3 C8 C7 178.4(3) . . . . ?
C2a C8 C3 C4 177.4(3) . . . . ?
C2a C8 C7 C6 -177.1(5) . . . . ?
C3 C4 C5 C6 -0.38(9) . . . . ?
C3 C8 C7 C6 0.05(9) . . . . ?
C4 C5 C6 C7 -0.16(9) . . . . ?
C5 C6 C7 C8 0.32(9) . . . . ?


_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_17-48-51
;
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,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_BBr3_dmaTMS
_database_code_depnum_ccdc_archive 'CCDC 2292582'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C11 H19 B Br3 N Si'
_chemical_formula_sum            'C11 H19 B Br3 N Si'
_chemical_formula_weight         443.900
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 0.00963 0.00408 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'
Br -0.67409 1.33002 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 '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 0.01920 0.00962 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'
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 0.03256 0.01839 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'
Si 0.25537 0.32542 6.29150 3.03530 1.98910 1.54100 2.43860 32.33370 0.67850
81.69370 1.14070 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   14.1780(3)
_cell_length_b                   12.3840(3)
_cell_length_c                   19.5169(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3426.78(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      74.221
_cell_measurement_theta_min      5.249
_exptl_absorpt_coefficient_mu    9.241
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.2830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1570 before and 0.0586 after correction.
The Ratio of minimum to maximum transmission is 0.3754.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_description       needle
_exptl_crystal_F_000             1716.538
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.9861
_diffrn_reflns_Laue_measured_fraction_max 0.9869
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23902
_diffrn_reflns_point_group_measured_fraction_full 0.9861
_diffrn_reflns_point_group_measured_fraction_max 0.9869
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         74.78
_diffrn_reflns_theta_min         5.26
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9861
_diffrn_measured_fraction_theta_max 0.9869
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              0
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                3019
_reflns_number_total             3472
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.9608
_refine_diff_density_min         -0.8355
_refine_diff_density_rms         0.0988
_refine_ls_d_res_high            0.7989
_refine_ls_d_res_low             8.4154
_refine_ls_extinction_coef       0.00063(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0599
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     160
_refine_ls_number_reflns         3472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.0599
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+5.9172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.1020
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c),
 C11(H11a,H11b,H11c)
;
_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
Br1 Br 0.20771(3) 0.76082(4) 0.55281(3) 0.0720(2) Uani 1.000000 .
Br2 Br 0.40542(3) 0.88539(3) 0.52083(2) 0.05703(17) Uani 1.000000 .
Br3 Br 0.27385(3) 0.80304(4) 0.39442(2) 0.05824(17) Uani 1.000000 .
Si1 Si 0.50768(8) 0.49288(9) 0.77484(5) 0.0480(3) Uani 1.000000 .
N1 N 0.37204(18) 0.6519(2) 0.48898(13) 0.0334(5) Uani 1.000000 .
C1 C 0.4025(2) 0.6169(2) 0.55961(17) 0.0342(6) Uani 1.000000 .
C2 C 0.3457(2) 0.5507(3) 0.59834(18) 0.0446(8) Uani 1.000000 .
H2 H 0.2869(2) 0.5297(3) 0.58187(18) 0.0535(9) Uiso 1.000000 R
C3 C 0.3763(3) 0.5150(3) 0.66224(19) 0.0479(8) Uani 1.000000 .
H3 H 0.3372(3) 0.4700(3) 0.68766(19) 0.0575(10) Uiso 1.000000 R
C4 C 0.4633(2) 0.5443(3) 0.68941(17) 0.0413(7) Uani 1.000000 .
C5 C 0.5178(2) 0.6130(3) 0.64909(18) 0.0417(7) Uani 1.000000 .
H5 H 0.5760(2) 0.6355(3) 0.66585(18) 0.0500(9) Uiso 1.000000 R
C6 C 0.4896(2) 0.6492(3) 0.58532(17) 0.0390(7) Uani 1.000000 .
H6 H 0.5283(2) 0.6946(3) 0.55988(17) 0.0468(8) Uiso 1.000000 R
C7 C 0.3084(3) 0.5658(3) 0.4581(2) 0.0484(8) Uani 1.000000 .
H7a H 0.3375(10) 0.4963(4) 0.4631(14) 0.0726(13) Uiso 1.000000 GR
H7b H 0.2487(8) 0.5661(16) 0.4813(10) 0.0726(13) Uiso 1.000000 GR
H7c H 0.2988(17) 0.5808(14) 0.4103(4) 0.0726(13) Uiso 1.000000 GR
C8 C 0.4566(2) 0.6564(3) 0.44187(18) 0.0441(8) Uani 1.000000 .
H8a H 0.4964(11) 0.7157(15) 0.4549(10) 0.0661(11) Uiso 1.000000 GR
H8b H 0.4914(12) 0.5901(10) 0.4453(11) 0.0661(11) Uiso 1.000000 GR
H8c H 0.4357(3) 0.666(2) 0.3955(3) 0.0661(11) Uiso 1.000000 GR
C9 C 0.4100(4) 0.4245(5) 0.8208(3) 0.0797(15) Uani 1.000000 .
H9a H 0.3584(13) 0.4738(12) 0.826(2) 0.120(2) Uiso 1.000000 GR
H9b H 0.389(2) 0.363(2) 0.7948(11) 0.120(2) Uiso 1.000000 GR
H9c H 0.4316(10) 0.401(3) 0.8650(9) 0.120(2) Uiso 1.000000 GR
C10 C 0.5502(5) 0.6096(4) 0.8256(3) 0.0842(16) Uani 1.000000 .
H10a H 0.6069(18) 0.638(2) 0.8053(14) 0.126(2) Uiso 1.000000 GR
H10b H 0.5028(14) 0.6649(16) 0.826(2) 0.126(2) Uiso 1.000000 GR
H10c H 0.563(3) 0.5869(9) 0.8717(7) 0.126(2) Uiso 1.000000 GR
C11 C 0.6063(4) 0.3962(5) 0.7603(3) 0.0905(19) Uani 1.000000 .
H11a H 0.5830(8) 0.3338(18) 0.736(2) 0.136(3) Uiso 1.000000 GR
H11b H 0.6544(16) 0.4303(13) 0.733(2) 0.136(3) Uiso 1.000000 GR
H11c H 0.632(2) 0.375(3) 0.8036(3) 0.136(3) Uiso 1.000000 GR
B1 B 0.3182(3) 0.7682(3) 0.4902(2) 0.0387(8) 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
Br1 B1 1.990(4) . ?
Br2 B1 1.998(4) . ?
Br3 B1 2.019(4) . ?
Si1 C4 1.893(3) . ?
Si1 C9 1.854(5) . ?
Si1 C10 1.853(5) . ?
Si1 C11 1.863(5) . ?
N1 C1 1.508(4) . ?
N1 C7 1.521(4) . ?
N1 C8 1.512(4) . ?
N1 B1 1.629(4) . ?
C1 C2 1.375(5) . ?
C1 C6 1.392(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.392(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(5) . ?
C4 C5 1.393(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(5) . ?
C6 H6 0.9300 . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 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
C9 Si1 C4 109.34(19) . . ?
C10 Si1 C4 108.4(2) . . ?
C10 Si1 C9 110.0(3) . . ?
C11 Si1 C4 109.4(2) . . ?
C11 Si1 C9 109.9(3) . . ?
C11 Si1 C10 109.8(3) . . ?
C7 N1 C1 109.3(2) . . ?
C8 N1 C1 109.8(2) . . ?
C8 N1 C7 104.8(3) . . ?
B1 N1 C1 112.0(2) . . ?
B1 N1 C7 110.3(2) . . ?
B1 N1 C8 110.3(2) . . ?
C2 C1 N1 120.4(3) . . ?
C6 C1 N1 120.0(3) . . ?
C6 C1 C2 119.5(3) . . ?
H2 C2 C1 120.04(19) . . ?
C3 C2 C1 119.9(3) . . ?
C3 C2 H2 120.0(2) . . ?
H3 C3 C2 118.8(2) . . ?
C4 C3 C2 122.4(3) . . ?
C4 C3 H3 118.8(2) . . ?
C3 C4 Si1 122.9(3) . . ?
C5 C4 Si1 121.2(3) . . ?
C5 C4 C3 115.9(3) . . ?
H5 C5 C4 118.46(19) . . ?
C6 C5 C4 123.1(3) . . ?
C6 C5 H5 118.46(19) . . ?
C5 C6 C1 119.3(3) . . ?
H6 C6 C1 120.37(19) . . ?
H6 C6 C5 120.37(19) . . ?
H7a C7 N1 109.5 . . ?
H7b C7 N1 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 N1 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 N1 109.5 . . ?
H8b C8 N1 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 N1 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 Si1 109.5 . . ?
H9b C9 Si1 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 Si1 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 Si1 109.5 . . ?
H10b C10 Si1 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 Si1 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 Si1 109.5 . . ?
H11b C11 Si1 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 Si1 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
Br2 B1 Br1 109.66(18) . . ?
Br3 B1 Br1 109.45(17) . . ?
Br3 B1 Br2 108.35(18) . . ?
N1 B1 Br1 109.7(2) . . ?
N1 B1 Br2 110.9(2) . . ?
N1 B1 Br3 108.8(2) . . ?

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
Br1 B1 N1 C1 -57.0(2) . . . . ?
Br1 B1 N1 C7 65.0(3) . . . . ?
Br1 B1 N1 C8 -179.7(2) . . . . ?
Br2 B1 N1 C1 64.3(2) . . . . ?
Br2 B1 N1 C7 -173.7(2) . . . . ?
Br2 B1 N1 C8 -58.4(3) . . . . ?
Br3 B1 N1 C1 -176.64(19) . . . . ?
Br3 B1 N1 C7 -54.6(3) . . . . ?
Br3 B1 N1 C8 60.6(2) . . . . ?
Si1 C4 C3 C2 -177.9(3) . . . . ?
Si1 C4 C5 C6 177.5(3) . . . . ?
N1 C1 C2 C3 177.2(3) . . . . ?
N1 C1 C6 C5 -177.6(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C1 C6 C5 C4 0.4(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 -1.1(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        
'boron tribromide - N,N-dimethyl-4-trimethylsilylaniline'
####################################################################### 
# 
# 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_5b_BPNM
_database_code_depnum_ccdc_archive 'CCDC 2292578'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-26 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_5b_BPNM             
;
PROBLEM: Hirshfeld Test Diff for    C23      --C24      .        9.2 s.u.
RESPONSE: The test difference could arise from the prolate thermal ellipsoids for these atoms, caused by lateral motion of the aryl ring. This disorder was not modelled.The atom assignments are confirmed by HRMS and NMR data.
;
# Added during the CSD deposition process: Sunday 03 September 2023 04:43 PM
# end Validation Reply Form

_audit_creation_date             2023-09-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C30 H33 B'
_chemical_formula_sum            'C30 H33 B'
_chemical_formula_weight         404.421
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 0.00925 0.00394 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.01788 0.00908 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.1157(3)
_cell_length_b                   10.3180(3)
_cell_length_c                   12.9562(4)
_cell_angle_alpha                91.817(2)
_cell_angle_beta                 104.952(2)
_cell_angle_gamma                109.094(2)
_cell_volume                     1224.60(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4405
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      71.879
_cell_measurement_theta_min      4.572
_exptl_absorpt_coefficient_mu    0.451
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.5933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1391 before and 0.0420 after correction.
The Ratio of minimum to maximum transmission is 0.7871.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_description       plate
_exptl_crystal_F_000             437.171
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.9939
_diffrn_reflns_Laue_measured_fraction_max 0.9906
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24134
_diffrn_reflns_point_group_measured_fraction_full 0.9939
_diffrn_reflns_point_group_measured_fraction_max 0.9906
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         74.54
_diffrn_reflns_theta_min         3.56
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9939
_diffrn_measured_fraction_theta_max 0.9906
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3049
_reflns_number_total             4953
_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         0.2003
_refine_diff_density_min         -0.1901
_refine_diff_density_rms         0.0350
_refine_ls_d_res_high            0.7998
_refine_ls_d_res_low             12.4159
_refine_ls_extinction_coef       0.020(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0601
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    50
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4953
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0700
_refine_ls_restrained_S_all      1.0601
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1702P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2195
_refine_ls_wR_factor_ref         0.2649
_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:
 C14(H14), C16(H16), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27),
 C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c),
 C11(H11a,H11b,H11c), C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C20(H20a,H20b,
 H20c)
;
_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
C1 C 0.5986(2) 0.2919(2) 0.34944(15) 0.0819(5) Uani 1.000000 .
C2 C 0.4915(2) 0.1597(2) 0.31623(18) 0.0877(6) Uani 1.000000 .
C3 C 0.4041(2) 0.0998(2) 0.3835(2) 0.1004(7) Uani 1.000000 .
C4 C 0.4282(3) 0.1710(3) 0.4846(2) 0.1092(8) Uani 1.000000 .
C5 C 0.5376(3) 0.2993(3) 0.51881(18) 0.1030(7) Uani 1.000000 .
C6 C 0.6209(2) 0.3605(2) 0.45119(16) 0.0907(6) Uani 1.000000 .
C7 C 0.4684(3) 0.0838(3) 0.2091(2) 0.1083(8) Uani 1.000000 .
H7a H 0.5346(17) 0.1397(10) 0.1732(8) 0.1624(11) Uiso 1.000000 GR
H7b H 0.486(2) -0.0015(11) 0.2193(2) 0.1624(11) Uiso 1.000000 GR
H7c H 0.3699(8) 0.065(2) 0.1660(7) 0.1624(11) Uiso 1.000000 GR
C8 C 0.2895(3) -0.0420(3) 0.3463(3) 0.1403(12) Uani 1.000000 .
H8a H 0.284(2) -0.0717(14) 0.2740(9) 0.2105(18) Uiso 1.000000 GR
H8b H 0.3147(17) -0.1061(7) 0.3929(15) 0.2105(18) Uiso 1.000000 GR
H8c H 0.1965(7) -0.0387(7) 0.349(2) 0.2105(18) Uiso 1.000000 GR
C9 C 0.3335(4) 0.1045(5) 0.5558(3) 0.1609(16) Uani 1.000000 .
H9a H 0.304(3) 0.1724(9) 0.587(2) 0.241(2) Uiso 1.000000 GR
H9b H 0.2486(19) 0.031(2) 0.5134(6) 0.241(2) Uiso 1.000000 GR
H9c H 0.3880(13) 0.068(3) 0.6123(16) 0.241(2) Uiso 1.000000 GR
C10 C 0.5715(5) 0.3745(4) 0.6303(2) 0.1514(13) Uani 1.000000 .
H10a H 0.6692(14) 0.385(3) 0.6708(10) 0.227(2) Uiso 1.000000 GR
H10b H 0.562(4) 0.4639(15) 0.6240(2) 0.227(2) Uiso 1.000000 GR
H10c H 0.504(2) 0.3219(18) 0.6667(11) 0.227(2) Uiso 1.000000 GR
C11 C 0.7385(3) 0.5004(3) 0.4905(2) 0.1166(9) Uani 1.000000 .
H11a H 0.7874(17) 0.5286(11) 0.4362(8) 0.1749(13) Uiso 1.000000 GR
H11b H 0.6955(4) 0.5666(6) 0.5050(18) 0.1749(13) Uiso 1.000000 GR
H11c H 0.8076(14) 0.4949(6) 0.5552(11) 0.1749(13) Uiso 1.000000 GR
C12 C 0.69866(19) 0.4993(2) 0.22976(15) 0.0797(5) Uani 1.000000 .
C13 C 0.5674(2) 0.5160(2) 0.17254(14) 0.0794(5) Uani 1.000000 .
C14 C 0.5696(2) 0.6413(2) 0.13409(15) 0.0871(6) Uani 1.000000 .
H14 H 0.4823(2) 0.6488(2) 0.09430(15) 0.1045(7) Uiso 1.000000 R
C15 C 0.6960(3) 0.7546(2) 0.15260(17) 0.0914(6) Uani 1.000000 .
C16 C 0.8234(2) 0.7387(2) 0.20993(18) 0.0951(6) Uani 1.000000 .
H16 H 0.9098(2) 0.8141(2) 0.22470(18) 0.1142(8) Uiso 1.000000 R
C17 C 0.8290(2) 0.6144(2) 0.24695(18) 0.0926(6) Uani 1.000000 .
C18 C 0.4220(2) 0.4009(2) 0.14716(18) 0.0953(6) Uani 1.000000 .
H18a H 0.4243(7) 0.3239(8) 0.1050(13) 0.1430(10) Uiso 1.000000 GR
H18b H 0.4019(10) 0.3726(13) 0.21303(18) 0.1430(10) Uiso 1.000000 GR
H18c H 0.3470(3) 0.4327(6) 0.1072(13) 0.1430(10) Uiso 1.000000 GR
C19 C 0.6955(4) 0.8889(3) 0.1122(2) 0.1176(8) Uani 1.000000 .
H19a H 0.721(3) 0.9581(7) 0.1722(3) 0.1764(13) Uiso 1.000000 GR
H19b H 0.7652(19) 0.9173(13) 0.0719(17) 0.1764(13) Uiso 1.000000 GR
H19c H 0.6000(7) 0.8774(7) 0.0667(16) 0.1764(13) Uiso 1.000000 GR
C20 C 0.9763(3) 0.6114(3) 0.3077(3) 0.1267(10) Uani 1.000000 .
H20a H 0.9702(8) 0.573(3) 0.3735(10) 0.1901(15) Uiso 1.000000 GR
H20b H 1.0065(13) 0.556(2) 0.2644(9) 0.1901(15) Uiso 1.000000 GR
H20c H 1.0460(7) 0.7038(4) 0.324(2) 0.1901(15) Uiso 1.000000 GR
C21 C 0.8109(2) 0.2887(2) 0.26154(19) 0.0919(6) Uani 1.000000 .
C22 C 0.8750(3) 0.2362(2) 0.3513(2) 0.1122(8) Uani 1.000000 .
H22 H 0.8393(3) 0.2325(2) 0.4109(2) 0.1346(10) Uiso 1.000000 R
C23 C 0.9906(4) 0.1889(3) 0.3553(4) 0.1518(15) Uani 1.000000 .
H23 H 1.0328(4) 0.1564(3) 0.4168(4) 0.1822(18) Uiso 1.000000 R
C24 C 1.0410(3) 0.1920(3) 0.2645(4) 0.1452(13) Uani 1.000000 .
H24 H 1.1203(3) 0.1642(3) 0.2672(4) 0.1742(16) Uiso 1.000000 R
C25 C 0.9772(3) 0.2347(3) 0.1709(3) 0.1240(10) Uani 1.000000 .
C26 C 1.0227(4) 0.2300(4) 0.0757(5) 0.1622(16) Uani 1.000000 .
H26 H 1.0990(4) 0.1982(4) 0.0764(5) 0.1946(19) Uiso 1.000000 R
C27 C 0.9571(6) 0.2706(6) -0.0148(5) 0.1818(17) Uani 1.000000 .
H27 H 0.9876(6) 0.2656(6) -0.0762(5) 0.218(2) Uiso 1.000000 R
C28 C 0.8454(5) 0.3196(5) -0.0174(3) 0.1617(14) Uani 1.000000 .
H28 H 0.8022(5) 0.3489(5) -0.0803(3) 0.1941(17) Uiso 1.000000 R
C29 C 0.7969(3) 0.3257(3) 0.0713(2) 0.1193(9) Uani 1.000000 .
H29 H 0.7198(3) 0.3574(3) 0.0671(2) 0.1432(10) Uiso 1.000000 R
C30 C 0.8604(2) 0.2856(2) 0.1676(2) 0.1027(7) Uani 1.000000 .
B1 B 0.6998(2) 0.3596(2) 0.27636(18) 0.0819(6) 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
C1 C2 1.405(3) . ?
C1 C6 1.405(3) . ?
C1 B1 1.583(3) . ?
C2 C3 1.413(3) . ?
C2 C7 1.497(3) . ?
C3 C4 1.404(4) . ?
C3 C8 1.508(4) . ?
C4 C5 1.388(4) . ?
C4 C9 1.519(4) . ?
C5 C6 1.394(3) . ?
C5 C10 1.519(4) . ?
C6 C11 1.508(3) . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C12 C13 1.412(3) . ?
C12 C17 1.416(3) . ?
C12 B1 1.583(3) . ?
C13 C14 1.396(3) . ?
C13 C18 1.505(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(3) . ?
C15 C16 1.376(3) . ?
C15 C19 1.497(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.396(3) . ?
C17 C20 1.505(3) . ?
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 1.395(3) . ?
C21 C30 1.434(4) . ?
C21 B1 1.574(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.396(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.395(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.377(5) . ?
C25 C26 1.428(6) . ?
C25 C30 1.433(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.342(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.374(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.369(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.390(4) . ?

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
C6 C1 C2 119.29(19) . . ?
B1 C1 C2 120.60(18) . . ?
B1 C1 C6 120.01(18) . . ?
C3 C2 C1 119.8(2) . . ?
C7 C2 C1 120.04(19) . . ?
C7 C2 C3 120.1(2) . . ?
C4 C3 C2 119.7(2) . . ?
C8 C3 C2 119.1(3) . . ?
C8 C3 C4 121.2(2) . . ?
C5 C4 C3 120.4(2) . . ?
C9 C4 C3 118.9(3) . . ?
C9 C4 C5 120.8(3) . . ?
C6 C5 C4 120.0(2) . . ?
C10 C5 C4 121.3(3) . . ?
C10 C5 C6 118.7(3) . . ?
C5 C6 C1 120.8(2) . . ?
C11 C6 C1 120.4(2) . . ?
C11 C6 C5 118.8(2) . . ?
H7a C7 C2 109.5 . . ?
H7b C7 C2 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C2 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C3 109.5 . . ?
H8b C8 C3 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C3 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 C4 109.5 . . ?
H9b C9 C4 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C4 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C5 109.5 . . ?
H10b C10 C5 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C5 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 C6 109.5 . . ?
H11b C11 C6 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C6 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
C17 C12 C13 117.23(18) . . ?
B1 C12 C13 121.47(16) . . ?
B1 C12 C17 121.27(17) . . ?
C14 C13 C12 120.13(17) . . ?
C18 C13 C12 122.41(18) . . ?
C18 C13 C14 117.43(18) . . ?
H14 C14 C13 118.60(11) . . ?
C15 C14 C13 122.80(19) . . ?
C15 C14 H14 118.60(13) . . ?
C16 C15 C14 116.9(2) . . ?
C19 C15 C14 121.9(2) . . ?
C19 C15 C16 121.2(2) . . ?
H16 C16 C15 118.50(13) . . ?
C17 C16 C15 123.00(19) . . ?
C17 C16 H16 118.50(12) . . ?
C16 C17 C12 119.88(19) . . ?
C20 C17 C12 122.8(2) . . ?
C20 C17 C16 117.30(19) . . ?
H18a C18 C13 109.5 . . ?
H18b C18 C13 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C13 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H19a C19 C15 109.5 . . ?
H19b C19 C15 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C15 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C17 109.5 . . ?
H20b C20 C17 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C17 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
C30 C21 C22 118.1(2) . . ?
B1 C21 C22 116.4(2) . . ?
B1 C21 C30 125.2(2) . . ?
H22 C22 C21 118.64(16) . . ?
C23 C22 C21 122.7(3) . . ?
C23 C22 H22 118.6(3) . . ?
H23 C23 C22 120.9(2) . . ?
C24 C23 C22 118.1(3) . . ?
C24 C23 H23 120.9(2) . . ?
H24 C24 C23 118.9(2) . . ?
C25 C24 C23 122.3(3) . . ?
C25 C24 H24 118.9(2) . . ?
C26 C25 C24 122.4(3) . . ?
C30 C25 C24 119.4(3) . . ?
C30 C25 C26 118.2(3) . . ?
H26 C26 C25 119.5(2) . . ?
C27 C26 C25 121.0(3) . . ?
C27 C26 H26 119.5(2) . . ?
H27 C27 C26 119.7(3) . . ?
C28 C27 C26 120.6(4) . . ?
C28 C27 H27 119.7(3) . . ?
H28 C28 C27 119.6(3) . . ?
C29 C28 C27 120.8(4) . . ?
C29 C28 H28 119.6(2) . . ?
H29 C29 C28 119.3(2) . . ?
C30 C29 C28 121.5(3) . . ?
C30 C29 H29 119.26(15) . . ?
C25 C30 C21 119.1(3) . . ?
C29 C30 C21 122.9(2) . . ?
C29 C30 C25 117.9(3) . . ?
C12 B1 C1 121.26(18) . . ?
C21 B1 C1 116.64(18) . . ?
C21 B1 C12 121.87(18) . . ?

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
C1 C2 C3 C4 -2.1(2) . . . . ?
C1 C2 C3 C8 179.9(2) . . . . ?
C1 C6 C5 C4 -2.0(2) . . . . ?
C1 C6 C5 C10 176.8(2) . . . . ?
C1 B1 C12 C13 -52.0(2) . . . . ?
C1 B1 C12 C17 125.87(19) . . . . ?
C1 B1 C21 C22 -37.0(2) . . . . ?
C1 B1 C21 C30 149.04(17) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C2 C3 C4 C9 -179.7(2) . . . . ?
C3 C4 C5 C6 2.3(3) . . . . ?
C3 C4 C5 C10 -176.4(2) . . . . ?
C4 C5 C6 C11 179.8(2) . . . . ?
C12 C13 C14 C15 -2.4(2) . . . . ?
C12 C17 C16 C15 -2.7(3) . . . . ?
C12 B1 C21 C22 137.53(19) . . . . ?
C12 B1 C21 C30 -36.4(2) . . . . ?
C13 C14 C15 C16 1.3(2) . . . . ?
C13 C14 C15 C19 -178.9(2) . . . . ?
C14 C15 C16 C17 1.3(2) . . . . ?
C15 C16 C17 C20 179.4(3) . . . . ?
C21 C22 C23 C24 -1.5(3) . . . . ?
C21 C30 C25 C24 -1.0(3) . . . . ?
C21 C30 C25 C26 178.8(3) . . . . ?
C21 C30 C29 C28 -179.0(3) . . . . ?
C22 C23 C24 C25 -2.5(4) . . . . ?
C23 C24 C25 C26 -176.1(3) . . . . ?
C23 C24 C25 C30 3.7(4) . . . . ?
C24 C25 C26 C27 179.1(4) . . . . ?
C24 C25 C30 C29 -178.9(3) . . . . ?
C25 C26 C27 C28 0.8(4) . . . . ?
C25 C30 C29 C28 -1.2(3) . . . . ?
C26 C27 C28 C29 -1.1(6) . . . . ?
C27 C28 C29 C30 1.3(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        
mesityl(1-naphthyl)(2,3,4,5,6-pentamethylphenyl)borane
####################################################################### 
# 
# 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_4b_C6Me5MesBF
_database_code_depnum_ccdc_archive 'CCDC 2292577'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C20 H26 B F'
_chemical_formula_sum            'C20 H26 B F'
_chemical_formula_weight         296.252
_chemical_absolute_configuration unk
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 0.00730 0.00300 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)'
custom
C 0.01480 0.00700 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)'
custom
F 0.05990 0.04110 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)'
custom
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)'
custom

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           ' C -2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,z+1/2
3 x+1/2,y+1/2,z
4 x+1/2,-y+1/2,z+1/2

_symmetry_Int_Tables_number      9
_cell_length_a                   8.6399(4)
_cell_length_b                   25.3455(11)
_cell_length_c                   8.6121(3)
_cell_angle_alpha                90
_cell_angle_beta                 114.716(2)
_cell_angle_gamma                90
_cell_volume                     1713.14(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2467
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      54.50
_cell_measurement_theta_min      3.03
_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1298 before and 0.0450 after correction.
The Ratio of minimum to maximum transmission is 0.7187.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_description       plate
_exptl_crystal_F_000             641.454
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.9808
_diffrn_reflns_Laue_measured_fraction_max 0.9609
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8471
_diffrn_reflns_point_group_measured_fraction_full 0.9207
_diffrn_reflns_point_group_measured_fraction_max 0.8745
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         57.02
_diffrn_reflns_theta_min         5.13
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9808
_diffrn_measured_fraction_theta_max 0.9609
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1.34139
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.787
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              31
_reflns_limit_k_min              -31
_reflns_limit_l_max              10
_reflns_limit_l_min              -10
_reflns_number_gt                2765
_reflns_number_total             3072
_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         0.1878
_refine_diff_density_min         -0.1878
_refine_diff_density_rms         0.0431
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.11(11)
_refine_ls_d_res_high            0.7995
_refine_ls_d_res_low             7.4972
_refine_ls_goodness_of_fit_ref   1.0411
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3072
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.0411
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0691P)²+0.2820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1093
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7(2)
 0.3(2)
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:
 C14(H14), C16(H16)
3.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c),
 C11(H11a,H11b,H11c), C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C20(H20a,H20b,
 H20c)
;
_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
F1 F 0.28888(14) 0.66511(5) 0.64443(18) 0.0523(4) Uani 1.000000 .
C1 C 0.3082(2) 0.58910(7) 0.4809(2) 0.0258(4) Uani 1.000000 .
C2 C 0.1594(2) 0.59783(7) 0.3307(2) 0.0283(4) Uani 1.000000 .
C3 C 0.0663(2) 0.55499(7) 0.2340(2) 0.0300(4) Uani 1.000000 .
C4 C 0.1212(2) 0.50347(7) 0.2860(2) 0.0312(4) Uani 1.000000 .
C5 C 0.2701(2) 0.49444(7) 0.4328(2) 0.0288(4) Uani 1.000000 .
C6 C 0.3640(2) 0.53735(7) 0.5310(2) 0.0273(4) Uani 1.000000 .
C7 C 0.1046(3) 0.65345(8) 0.2700(3) 0.0417(5) Uani 1.000000 .
H7a H 0.0012(11) 0.6615(2) 0.2814(19) 0.0625(8) Uiso 1.000000 GR
H7b H 0.1922(9) 0.67768(9) 0.3377(13) 0.0625(8) Uiso 1.000000 GR
H7c H 0.0853(19) 0.65655(18) 0.1522(6) 0.0625(8) Uiso 1.000000 GR
C8 C -0.0938(2) 0.56500(9) 0.0735(3) 0.0447(6) Uani 1.000000 .
H8a H -0.1919(2) 0.5585(6) 0.0961(6) 0.0670(8) Uiso 1.000000 GR
H8b H -0.0951(11) 0.6010(2) 0.0382(12) 0.0670(8) Uiso 1.000000 GR
H8c H -0.0961(11) 0.5419(5) -0.0157(7) 0.0670(8) Uiso 1.000000 GR
C9 C 0.0182(3) 0.45787(8) 0.1798(3) 0.0416(5) Uani 1.000000 .
H9a H 0.0201(17) 0.4587(4) 0.0691(8) 0.0625(8) Uiso 1.000000 GR
H9b H 0.0664(12) 0.42523(8) 0.2356(10) 0.0625(8) Uiso 1.000000 GR
H9c H -0.0973(5) 0.4607(4) 0.1670(17) 0.0625(8) Uiso 1.000000 GR
C10 C 0.3319(3) 0.43886(8) 0.4913(3) 0.0425(5) Uani 1.000000 .
H10a H 0.4535(4) 0.43909(12) 0.5548(17) 0.0638(8) Uiso 1.000000 GR
H10b H 0.2795(16) 0.4260(3) 0.5626(17) 0.0638(8) Uiso 1.000000 GR
H10c H 0.3019(18) 0.41630(15) 0.3934(3) 0.0638(8) Uiso 1.000000 GR
C11 C 0.5228(2) 0.52719(8) 0.6916(2) 0.0353(4) Uani 1.000000 .
H11a H 0.4931(3) 0.5088(5) 0.7728(7) 0.0530(7) Uiso 1.000000 GR
H11b H 0.6005(8) 0.5061(5) 0.6646(4) 0.0530(7) Uiso 1.000000 GR
H11c H 0.5758(10) 0.56018(8) 0.7396(10) 0.0530(7) Uiso 1.000000 GR
C12 C 0.5814(2) 0.66007(6) 0.6630(2) 0.0262(4) Uani 1.000000 .
C13 C 0.6835(2) 0.65164(6) 0.5733(2) 0.0282(4) Uani 1.000000 .
C14 C 0.8483(2) 0.67222(7) 0.6361(2) 0.0288(4) Uani 1.000000 .
H14 H 0.9140(2) 0.66622(7) 0.5756(2) 0.0346(5) Uiso 1.000000 R
C15 C 0.9165(2) 0.70120(6) 0.7851(2) 0.0275(4) Uani 1.000000 .
C16 C 0.8161(2) 0.70999(7) 0.8732(2) 0.0273(4) Uani 1.000000 .
H16 H 0.8604(2) 0.72978(7) 0.9733(2) 0.0328(5) Uiso 1.000000 R
C17 C 0.6514(2) 0.69013(6) 0.8165(2) 0.0275(4) Uani 1.000000 .
C18 C 0.6208(3) 0.62178(8) 0.4065(3) 0.0391(5) Uani 1.000000 .
H18a H 0.7057(8) 0.6231(5) 0.3620(10) 0.0587(7) Uiso 1.000000 GR
H18b H 0.5995(18) 0.58571(15) 0.4255(4) 0.0587(7) Uiso 1.000000 GR
H18c H 0.5174(10) 0.6376(4) 0.3260(6) 0.0587(7) Uiso 1.000000 GR
C19 C 1.0951(2) 0.72248(8) 0.8542(3) 0.0406(5) Uani 1.000000 .
H19a H 1.1735(3) 0.69403(11) 0.869(2) 0.0609(7) Uiso 1.000000 GR
H19b H 1.1042(6) 0.7477(5) 0.7751(10) 0.0609(7) Uiso 1.000000 GR
H19c H 1.1217(8) 0.7394(6) 0.9621(10) 0.0609(7) Uiso 1.000000 GR
C20 C 0.5581(3) 0.70131(9) 0.9270(3) 0.0415(5) Uani 1.000000 .
H20a H 0.4735(14) 0.7280(5) 0.8740(10) 0.0622(8) Uiso 1.000000 GR
H20b H 0.5037(17) 0.66965(17) 0.9401(17) 0.0622(8) Uiso 1.000000 GR
H20c H 0.6376(4) 0.7134(6) 1.0373(7) 0.0622(8) Uiso 1.000000 GR
B1 B 0.3953(2) 0.63814(8) 0.5953(3) 0.0302(5) Uani 1.000000 .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.348(2) . ?
C1 C2 1.408(2) . ?
C1 C6 1.402(2) . ?
C1 B1 1.569(3) . ?
C2 C3 1.400(2) . ?
C2 C7 1.509(2) . ?
C3 C4 1.398(2) . ?
C3 C8 1.513(3) . ?
C4 C5 1.395(3) . ?
C4 C9 1.511(2) . ?
C5 C6 1.408(2) . ?
C5 C10 1.516(3) . ?
C6 C11 1.508(3) . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C12 C13 1.410(2) . ?
C12 C17 1.423(2) . ?
C12 B1 1.566(2) . ?
C13 C14 1.396(2) . ?
C13 C18 1.510(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.379(3) . ?
C15 C16 1.388(3) . ?
C15 C19 1.503(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.392(2) . ?
C17 C20 1.510(3) . ?
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 . ?

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
C6 C1 C2 119.60(15) . . ?
B1 C1 C2 117.78(15) . . ?
B1 C1 C6 122.35(16) . . ?
C3 C2 C1 120.10(15) . . ?
C7 C2 C1 119.92(16) . . ?
C7 C2 C3 119.93(16) . . ?
C4 C3 C2 120.00(16) . . ?
C8 C3 C2 119.48(17) . . ?
C8 C3 C4 120.52(17) . . ?
C5 C4 C3 120.32(15) . . ?
C9 C4 C3 119.03(17) . . ?
C9 C4 C5 120.65(17) . . ?
C6 C5 C4 119.94(15) . . ?
C10 C5 C4 121.13(16) . . ?
C10 C5 C6 118.91(17) . . ?
C5 C6 C1 120.01(16) . . ?
C11 C6 C1 120.39(16) . . ?
C11 C6 C5 119.59(15) . . ?
H7a C7 C2 109.5 . . ?
H7b C7 C2 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C2 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C3 109.5 . . ?
H8b C8 C3 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C3 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 C4 109.5 . . ?
H9b C9 C4 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C4 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C5 109.5 . . ?
H10b C10 C5 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C5 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 C6 109.5 . . ?
H11b C11 C6 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C6 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
C17 C12 C13 117.99(15) . . ?
B1 C12 C13 121.51(16) . . ?
B1 C12 C17 120.49(16) . . ?
C14 C13 C12 120.12(16) . . ?
C18 C13 C12 122.63(16) . . ?
C18 C13 C14 117.24(17) . . ?
H14 C14 C13 119.02(11) . . ?
C15 C14 C13 121.97(17) . . ?
C15 C14 H14 119.02(10) . . ?
C16 C15 C14 118.19(15) . . ?
C19 C15 C14 121.88(17) . . ?
C19 C15 C16 119.92(17) . . ?
H16 C16 C15 118.97(10) . . ?
C17 C16 C15 122.07(17) . . ?
C17 C16 H16 118.97(11) . . ?
C16 C17 C12 119.67(16) . . ?
C20 C17 C12 123.69(15) . . ?
C20 C17 C16 116.63(16) . . ?
H18a C18 C13 109.5 . . ?
H18b C18 C13 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C13 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H19a C19 C15 109.5 . . ?
H19b C19 C15 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C15 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C17 109.5 . . ?
H20b C20 C17 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C17 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
C1 B1 F1 112.83(15) . . ?
C12 B1 F1 115.61(16) . . ?
C12 B1 C1 131.56(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
F1 B1 C1 C2 56.3(2) . . . . ?
F1 B1 C1 C6 -117.73(17) . . . . ?
F1 B1 C12 C13 -153.41(17) . . . . ?
F1 B1 C12 C17 25.4(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C3 C8 179.63(17) . . . . ?
C1 C6 C5 C4 -0.30(19) . . . . ?
C1 C6 C5 C10 -179.12(17) . . . . ?
C1 B1 C12 C13 27.7(2) . . . . ?
C1 B1 C12 C17 -153.4(2) . . . . ?
C2 C3 C4 C5 -1.0(2) . . . . ?
C2 C3 C4 C9 179.81(17) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
C3 C4 C5 C10 -179.93(16) . . . . ?
C4 C5 C6 C11 178.67(16) . . . . ?
C12 C13 C14 C15 -0.18(19) . . . . ?
C12 C17 C16 C15 -0.41(19) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C13 C14 C15 C19 178.86(17) . . . . ?
C14 C15 C16 C17 0.64(19) . . . . ?
C15 C16 C17 C20 178.31(17) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7(2)
2 0.3(2)

_chemical_name_systematic        
fluoro(mesityl)(2,3,4,5,6-pentamethylphenyl)borane
_chemical_properties_physical    Air-sensitive,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_AceBC6F5F
_database_code_depnum_ccdc_archive 'CCDC 2305672'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-11-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-11-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_name_systematic        
5-acenaphthyl(fluoro)(pentafluorophenyl)borane
_chemical_formula_moiety         'C18 H9 B F6'
_chemical_formula_sum            'C18 H9 B F6'
_chemical_formula_weight         350.087
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00156 0.00068 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   8.455(5)
_cell_length_b                   8.097(5)
_cell_length_c                   10.799(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.412(7)
_cell_angle_gamma                90
_cell_volume                     739.1(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2484
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.680
_cell_measurement_theta_min      3.097
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.3693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1471 before and 0.0579 after correction.
The Ratio of minimum to maximum transmission is 0.4954.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_description       needle
_exptl_crystal_F_000             352.343
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.9903
_diffrn_reflns_Laue_measured_fraction_max 0.9830
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7795
_diffrn_reflns_point_group_measured_fraction_full 0.9902
_diffrn_reflns_point_group_measured_fraction_max 0.9775
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.47
_diffrn_reflns_theta_min         3.48
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9903
_diffrn_measured_fraction_theta_max 0.9830
_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         0.971
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              13
_reflns_limit_l_min              -13
_reflns_number_gt                2237
_reflns_number_total             2992
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.2180
_refine_diff_density_min         -0.2539
_refine_diff_density_rms         0.0611
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.4(7)
_refine_ls_d_res_high            0.7971
_refine_ls_d_res_low             5.8472
_refine_ls_goodness_of_fit_ref   1.0210
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2992
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.0210
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1217
_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:
 C11(H11a,H11b), C12(H12a,H12b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9)
;
_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
F1 F 0.63807(18) 0.6081(3) 0.51747(15) 0.0594(6) Uani 1.000000 .
F2 F 0.22072(18) 0.7463(2) 0.38691(15) 0.0466(5) Uani 1.000000 .
F3 F -0.03574(18) 0.7800(2) 0.52735(17) 0.0521(5) Uani 1.000000 .
F4 F -0.04959(19) 0.6212(2) 0.74968(17) 0.0574(6) Uani 1.000000 .
F5 F 0.2027(2) 0.4432(2) 0.83681(15) 0.0567(5) Uani 1.000000 .
F6 F 0.4616(2) 0.4087(2) 0.69611(15) 0.0474(5) Uani 1.000000 .
C1 C 0.5162(3) 0.4736(3) 0.3301(2) 0.0265(5) Uani 1.000000 .
C2 C 0.3836(3) 0.3906(3) 0.2830(2) 0.0295(6) Uani 1.000000 .
H2 H 0.2899(3) 0.3934(3) 0.3298(2) 0.0354(7) Uiso 1.000000 R
C3 C 0.3794(3) 0.3018(3) 0.1694(2) 0.0320(6) Uani 1.000000 .
H3 H 0.2860(3) 0.2464(3) 0.1415(2) 0.0384(7) Uiso 1.000000 R
C4 C 0.5137(3) 0.2984(3) 0.1014(2) 0.0295(6) Uani 1.000000 .
C5 C 0.6507(3) 0.3827(3) 0.1451(2) 0.0248(5) Uani 1.000000 .
C6 C 0.7748(3) 0.3735(3) 0.0611(2) 0.0337(6) Uani 1.000000 .
C7 C 0.9150(3) 0.4515(4) 0.0904(3) 0.0445(8) Uani 1.000000 .
H7 H 1.0009(3) 0.4480(4) 0.0354(3) 0.0534(9) Uiso 1.000000 R
C8 C 0.9285(3) 0.5377(4) 0.2050(3) 0.0417(7) Uani 1.000000 .
H8 H 1.0261(3) 0.5897(4) 0.2264(3) 0.0500(8) Uiso 1.000000 R
C9 C 0.8056(3) 0.5487(3) 0.2863(2) 0.0325(6) Uani 1.000000 .
H9 H 0.8197(3) 0.6089(3) 0.3613(2) 0.0390(7) Uiso 1.000000 R
C10 C 0.6582(3) 0.4709(3) 0.2590(2) 0.0248(5) Uani 1.000000 .
C11 C 0.5494(3) 0.2186(4) -0.0218(3) 0.0422(7) Uani 1.000000 .
H11a H 0.5447(3) 0.0967(4) -0.0154(3) 0.0506(9) Uiso 1.000000 R
H11b H 0.4727(3) 0.2553(4) -0.0869(3) 0.0506(9) Uiso 1.000000 R
C12 C 0.7201(3) 0.2766(4) -0.0521(3) 0.0456(8) Uani 1.000000 .
H12a H 0.7190(3) 0.3472(4) -0.1269(3) 0.0547(9) Uiso 1.000000 R
H12b H 0.7901(3) 0.1807(4) -0.0658(3) 0.0547(9) Uiso 1.000000 R
C13 C 0.3495(3) 0.5742(3) 0.5359(2) 0.0313(6) Uani 1.000000 .
C14 C 0.2194(3) 0.6678(3) 0.4971(2) 0.0328(6) Uani 1.000000 .
C15 C 0.0870(3) 0.6851(3) 0.5672(3) 0.0369(7) Uani 1.000000 .
C16 C 0.0806(3) 0.6079(4) 0.6814(3) 0.0395(7) Uani 1.000000 .
C17 C 0.2073(4) 0.5171(4) 0.7245(3) 0.0382(7) Uani 1.000000 .
C18 C 0.3391(3) 0.5024(3) 0.6520(3) 0.0336(6) Uani 1.000000 .
B1 B 0.5074(4) 0.5547(4) 0.4586(3) 0.0329(7) 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
F1 B1 1.332(3) . ?
F2 C14 1.349(3) . ?
F3 C15 1.353(3) . ?
F4 C16 1.344(3) . ?
F5 C17 1.354(3) . ?
F6 C18 1.361(3) . ?
C1 C2 1.393(3) . ?
C1 C10 1.441(3) . ?
C1 B1 1.539(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.422(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.368(4) . ?
C4 C5 1.415(3) . ?
C4 C11 1.517(4) . ?
C5 C6 1.406(3) . ?
C5 C10 1.422(3) . ?
C6 C7 1.373(4) . ?
C6 C12 1.515(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.423(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.421(3) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?
C11 C12 1.560(4) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C13 C14 1.392(4) . ?
C13 C18 1.386(4) . ?
C13 B1 1.600(4) . ?
C14 C15 1.375(4) . ?
C15 C16 1.385(4) . ?
C16 C17 1.371(4) . ?
C17 C18 1.383(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 118.2(2) . . ?
B1 C1 C2 118.6(2) . . ?
B1 C1 C10 123.1(2) . . ?
H2 C2 C1 117.91(14) . . ?
C3 C2 C1 124.2(2) . . ?
C3 C2 H2 117.91(14) . . ?
H3 C3 C2 120.99(14) . . ?
C4 C3 C2 118.0(2) . . ?
C4 C3 H3 120.99(15) . . ?
C5 C4 C3 119.7(2) . . ?
C11 C4 C3 131.7(2) . . ?
C11 C4 C5 108.6(2) . . ?
C6 C5 C4 112.2(2) . . ?
C10 C5 C4 123.3(2) . . ?
C10 C5 C6 124.5(2) . . ?
C7 C6 C5 118.7(2) . . ?
C12 C6 C5 109.3(2) . . ?
C12 C6 C7 132.0(2) . . ?
H7 C7 C6 120.78(16) . . ?
C8 C7 C6 118.4(2) . . ?
C8 C7 H7 120.78(16) . . ?
H8 C8 C7 118.67(16) . . ?
C9 C8 C7 122.7(3) . . ?
C9 C8 H8 118.67(16) . . ?
H9 C9 C8 119.68(16) . . ?
C10 C9 C8 120.6(2) . . ?
C10 C9 H9 119.68(14) . . ?
C5 C10 C1 116.7(2) . . ?
C9 C10 C1 128.4(2) . . ?
C9 C10 C5 115.0(2) . . ?
H11a C11 C4 110.73(15) . . ?
H11b C11 C4 110.73(15) . . ?
H11b C11 H11a 108.8 . . ?
C12 C11 C4 105.1(2) . . ?
C12 C11 H11a 110.73(17) . . ?
C12 C11 H11b 110.73(16) . . ?
C11 C12 C6 104.7(2) . . ?
H12a C12 C6 110.82(17) . . ?
H12a C12 C11 110.82(16) . . ?
H12b C12 C6 110.82(16) . . ?
H12b C12 C11 110.82(17) . . ?
H12b C12 H12a 108.9 . . ?
C18 C13 C14 115.7(2) . . ?
B1 C13 C14 124.1(2) . . ?
B1 C13 C18 120.2(2) . . ?
C13 C14 F2 119.9(2) . . ?
C15 C14 F2 117.5(2) . . ?
C15 C14 C13 122.5(2) . . ?
C14 C15 F3 120.7(3) . . ?
C16 C15 F3 119.6(2) . . ?
C16 C15 C14 119.7(2) . . ?
C15 C16 F4 120.2(3) . . ?
C17 C16 F4 120.0(3) . . ?
C17 C16 C15 119.8(2) . . ?
C16 C17 F5 120.1(2) . . ?
C18 C17 F5 120.7(3) . . ?
C18 C17 C16 119.2(3) . . ?
C13 C18 F6 119.1(2) . . ?
C17 C18 F6 117.8(3) . . ?
C17 C18 C13 123.1(2) . . ?
C1 B1 F1 120.7(2) . . ?
C13 B1 F1 114.3(2) . . ?
C13 B1 C1 124.9(2) . . ?

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 B1 C1 C2 167.3(3) . . . . ?
F1 B1 C1 C10 -8.9(4) . . . . ?
F1 B1 C13 C14 119.9(3) . . . . ?
F1 B1 C13 C18 -56.8(3) . . . . ?
F2 C14 C13 C18 178.1(2) . . . . ?
F2 C14 C13 B1 1.4(3) . . . . ?
F2 C14 C15 F3 -1.2(3) . . . . ?
F2 C14 C15 C16 -179.5(2) . . . . ?
F3 C15 C14 C13 178.6(2) . . . . ?
F3 C15 C16 F4 3.0(3) . . . . ?
F3 C15 C16 C17 -177.4(2) . . . . ?
F4 C16 C15 C14 -178.6(2) . . . . ?
F4 C16 C17 F5 -1.3(3) . . . . ?
F4 C16 C17 C18 178.8(3) . . . . ?
F5 C17 C16 C15 179.1(3) . . . . ?
F5 C17 C18 F6 1.4(3) . . . . ?
F5 C17 C18 C13 179.4(2) . . . . ?
F6 C18 C13 C14 179.8(2) . . . . ?
F6 C18 C13 B1 -3.3(3) . . . . ?
F6 C18 C17 C16 -178.7(2) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C1 C10 C5 C4 -0.8(3) . . . . ?
C1 C10 C5 C6 176.8(2) . . . . ?
C1 C10 C9 C8 -177.8(3) . . . . ?
C1 B1 C13 C14 -63.4(3) . . . . ?
C1 B1 C13 C18 120.0(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C2 C3 C4 C11 -179.4(2) . . . . ?
C3 C4 C5 C6 -177.0(2) . . . . ?
C3 C4 C5 C10 0.9(3) . . . . ?
C3 C4 C11 C12 174.8(3) . . . . ?
C4 C5 C6 C7 179.2(2) . . . . ?
C4 C5 C6 C12 0.8(3) . . . . ?
C4 C5 C10 C9 -179.5(2) . . . . ?
C4 C11 C12 C6 4.6(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C5 C6 C12 C11 -3.5(2) . . . . ?
C5 C10 C9 C8 0.7(3) . . . . ?
C6 C7 C8 C9 -1.4(4) . . . . ?
C7 C8 C9 C10 0.9(4) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C13 C18 C17 C16 -0.7(3) . . . . ?
C14 C15 C16 C17 1.0(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,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_6_FcBAM2
_database_code_depnum_ccdc_archive 'CCDC 2292580'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_6_FcBAM2            
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.951 Why?
RESPONSE: The crystal was a small, weakly diffracting, partially decomposed solvate. No other suitable crystals could be found, and multiple attempts to reproduce the crystal growth were unsuccessful.
;
# Added during the CSD deposition process: Sunday 03 September 2023 04:44 PM
# end Validation Reply Form

_audit_creation_date             2023-09-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_name_systematic        
"1,1'-bis[5-acenaphthyl(mesityl)boryl]ferrocene - fluorobenzene (1:0.5)"
_chemical_formula_moiety         'C52 H48 B2 Fe, 0.5[C6H5F]'
_chemical_formula_sum            'C55 H50.5 B2 F0.5 Fe1'
_chemical_formula_weight         798.507
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 0.00925 0.00394 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.01788 0.00908 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Fe -1.13089 3.15213 11.76950 7.35730 3.52220 2.30450 4.76110 0.30720 15.35350
76.88050 1.03690 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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                   31.0228(11)
_cell_length_b                   7.5570(3)
_cell_length_c                   18.3028(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.668(3)
_cell_angle_gamma                90
_cell_volume                     4252.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2216
_cell_measurement_temperature    298
_cell_measurement_theta_max      70.771
_cell_measurement_theta_min      2.874
_exptl_absorpt_coefficient_mu    3.133
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.1720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1571 before and 0.0405 after correction.
The Ratio of minimum to maximum transmission is 0.2282.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'translucent red'
_exptl_crystal_colour_lustre     translucent
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       plate
_exptl_crystal_F_000             1684.665
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.9513
_diffrn_reflns_Laue_measured_fraction_max 0.9103
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24980
_diffrn_reflns_point_group_measured_fraction_full 0.9513
_diffrn_reflns_point_group_measured_fraction_max 0.9103
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         75.33
_diffrn_reflns_theta_min         2.87
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9513
_diffrn_measured_fraction_theta_max 0.9103
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              37
_reflns_limit_h_min              -38
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                3677
_reflns_number_total             8026
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.5676
_refine_diff_density_min         -0.6905
_refine_diff_density_rms         0.0912
_refine_ls_d_res_high            0.7969
_refine_ls_d_res_low             15.3727
_refine_ls_extinction_coef       0.00143(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   0.9696
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     503
_refine_ls_number_reflns         8026
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1351
_refine_ls_R_factor_gt           0.0619
_refine_ls_restrained_S_all      0.9696
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0916P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1979
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11a,H11b), C12(H12a,H12b), C37(H37a,H37b), C38(H38a,H38b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C15(H15), C17(H17), C23(H23),
 C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C33(H33), C34(H34), C35(H35),
  C41(H41), C43(H43), C49(H49), C50(H50), C51(H51), C52(H52)
2.c Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c), C45(H45a,H45b,
 H45c), C46(H46a,H46b,H46c), C47(H47a,H47b,H47c)
;
_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
Fe1 Fe 0.24423(2) 0.62763(8) 0.40707(4) 0.0602(2) Uani 1.000000 .
C1 C 0.18197(14) 0.8553(6) 0.2203(3) 0.0651(11) Uani 1.000000 .
C2 C 0.21873(15) 0.9574(6) 0.2435(3) 0.0710(12) Uani 1.000000 .
H2 H 0.23655(15) 0.9219(6) 0.2859(3) 0.0852(15) Uiso 1.000000 R
C3 C 0.23081(15) 1.1111(6) 0.2070(3) 0.0716(12) Uani 1.000000 .
H3 H 0.25490(15) 1.1772(6) 0.2266(3) 0.0860(15) Uiso 1.000000 R
C4 C 0.20688(15) 1.1602(6) 0.1435(3) 0.0680(12) Uani 1.000000 .
C5 C 0.17035(14) 1.0580(6) 0.1161(3) 0.0649(12) Uani 1.000000 .
C6 C 0.14929(16) 1.1251(6) 0.0491(3) 0.0723(13) Uani 1.000000 .
C7 C 0.11479(17) 1.0349(7) 0.0141(3) 0.0854(15) Uani 1.000000 .
H7 H 0.10084(17) 1.0737(7) -0.0312(3) 0.1024(18) Uiso 1.000000 R
C8 C 0.10028(16) 0.8810(7) 0.0474(3) 0.0821(14) Uani 1.000000 .
H8 H 0.07656(16) 0.8196(7) 0.0233(3) 0.0985(17) Uiso 1.000000 R
C9 C 0.11990(15) 0.8191(6) 0.1139(3) 0.0732(13) Uani 1.000000 .
H9 H 0.10897(15) 0.7190(6) 0.1346(3) 0.0878(15) Uiso 1.000000 R
C10 C 0.15703(14) 0.9072(6) 0.1518(2) 0.0623(11) Uani 1.000000 .
C11 C 0.21159(18) 1.3121(6) 0.0914(3) 0.0840(15) Uani 1.000000 .
H11a H 0.23850(18) 1.3025(6) 0.0701(3) 0.1007(18) Uiso 1.000000 R
H11b H 0.21113(18) 1.4248(6) 0.1166(3) 0.1007(18) Uiso 1.000000 R
C12 C 0.17141(18) 1.2932(6) 0.0309(3) 0.0848(15) Uani 1.000000 .
H12a H 0.15200(18) 1.3935(6) 0.0321(3) 0.1017(18) Uiso 1.000000 R
H12b H 0.18052(18) 1.2859(6) -0.0177(3) 0.1017(18) Uiso 1.000000 R
C13 C 0.12164(14) 0.6563(6) 0.2837(2) 0.0623(11) Uani 1.000000 .
C14 C 0.09785(15) 0.7751(6) 0.3218(3) 0.0677(12) Uani 1.000000 .
C15 C 0.05666(15) 0.7289(7) 0.3383(3) 0.0792(14) Uani 1.000000 .
H15 H 0.04187(15) 0.8079(7) 0.3649(3) 0.0950(17) Uiso 1.000000 R
C16 C 0.03701(15) 0.5694(7) 0.3163(3) 0.0763(13) Uani 1.000000 .
C17 C 0.06011(15) 0.4554(6) 0.2785(3) 0.0750(13) Uani 1.000000 .
H17 H 0.04752(15) 0.3474(6) 0.2635(3) 0.0900(16) Uiso 1.000000 R
C18 C 0.10157(14) 0.4926(6) 0.2613(3) 0.0665(12) Uani 1.000000 .
C19 C 0.11612(17) 0.9528(6) 0.3486(3) 0.0954(17) Uani 1.000000 .
H19a H 0.1290(11) 0.9430(14) 0.3992(7) 0.143(3) Uiso 1.000000 GR
H19b H 0.1379(9) 0.989(2) 0.3190(14) 0.143(3) Uiso 1.000000 GR
H19c H 0.0931(3) 1.0387(13) 0.345(2) 0.143(3) Uiso 1.000000 GR
C20 C -0.00774(16) 0.5237(7) 0.3343(4) 0.110(2) Uani 1.000000 .
H20a H -0.0160(6) 0.607(4) 0.3696(19) 0.166(3) Uiso 1.000000 GR
H20b H -0.0283(3) 0.529(6) 0.2902(6) 0.166(3) Uiso 1.000000 GR
H20c H -0.0074(4) 0.406(2) 0.355(2) 0.166(3) Uiso 1.000000 GR
C21 C 0.12357(16) 0.3637(6) 0.2168(3) 0.0825(14) Uani 1.000000 .
H21a H 0.1353(10) 0.4251(9) 0.1780(12) 0.124(2) Uiso 1.000000 GR
H21b H 0.1467(7) 0.306(3) 0.2480(5) 0.124(2) Uiso 1.000000 GR
H21c H 0.1029(3) 0.277(3) 0.1959(16) 0.124(2) Uiso 1.000000 GR
C22 C 0.20583(14) 0.5750(5) 0.3085(2) 0.0615(11) Uani 1.000000 .
C23 C 0.25100(14) 0.5685(6) 0.3002(3) 0.0681(12) Uani 1.000000 .
H23 H 0.26453(14) 0.6390(6) 0.2684(3) 0.0817(14) Uiso 1.000000 R
C24 C 0.27191(15) 0.4384(6) 0.3479(3) 0.0707(12) Uani 1.000000 .
H24 H 0.30120(15) 0.4080(6) 0.3525(3) 0.0849(15) Uiso 1.000000 R
C25 C 0.24061(14) 0.3633(6) 0.3871(3) 0.0690(12) Uani 1.000000 .
H25 H 0.24558(14) 0.2748(6) 0.4225(3) 0.0828(15) Uiso 1.000000 R
C26 C 0.20050(14) 0.4445(5) 0.3636(3) 0.0646(12) Uani 1.000000 .
H26 H 0.17444(14) 0.4179(5) 0.3811(3) 0.0775(14) Uiso 1.000000 R
C27 C 0.37596(14) 0.6967(6) 0.4748(3) 0.0648(11) Uani 1.000000 .
C28 C 0.37080(14) 0.7306(6) 0.3996(3) 0.0683(12) Uani 1.000000 .
H28 H 0.34262(14) 0.7297(6) 0.3748(3) 0.0819(14) Uiso 1.000000 R
C29 C 0.40476(16) 0.7664(6) 0.3579(3) 0.0788(14) Uani 1.000000 .
H29 H 0.39886(16) 0.7866(6) 0.3074(3) 0.0946(16) Uiso 1.000000 R
C30 C 0.44651(16) 0.7709(7) 0.3927(3) 0.0790(14) Uani 1.000000 .
C31 C 0.45350(14) 0.7429(6) 0.4691(3) 0.0712(13) Uani 1.000000 .
C32 C 0.49810(17) 0.7538(8) 0.4979(3) 0.0892(16) Uani 1.000000 .
C33 C 0.51035(18) 0.7305(9) 0.5707(4) 0.1089(19) Uani 1.000000 .
H33 H 0.53950(18) 0.7353(9) 0.5907(4) 0.131(2) Uiso 1.000000 R
C34 C 0.47763(19) 0.6985(8) 0.6155(3) 0.1075(19) Uani 1.000000 .
H34 H 0.48584(19) 0.6854(8) 0.6660(3) 0.129(2) Uiso 1.000000 R
C35 C 0.43419(16) 0.6855(7) 0.5886(3) 0.0863(15) Uani 1.000000 .
H35 H 0.41399(16) 0.6627(7) 0.6207(3) 0.1035(18) Uiso 1.000000 R
C36 C 0.42009(15) 0.7067(6) 0.5123(3) 0.0674(12) Uani 1.000000 .
C37 C 0.48987(17) 0.8012(9) 0.3647(3) 0.1044(19) Uani 1.000000 .
H37a H 0.49544(17) 0.7098(9) 0.3299(3) 0.125(2) Uiso 1.000000 R
H37b H 0.49053(17) 0.9157(9) 0.3410(3) 0.125(2) Uiso 1.000000 R
C38 C 0.52354(18) 0.7926(9) 0.4352(3) 0.1052(19) Uani 1.000000 .
H38a H 0.53879(18) 0.9045(9) 0.4431(3) 0.126(2) Uiso 1.000000 R
H38b H 0.54467(18) 0.6999(9) 0.4309(3) 0.126(2) Uiso 1.000000 R
C39 C 0.34341(14) 0.4912(6) 0.5752(3) 0.0678(12) Uani 1.000000 .
C40 C 0.35778(14) 0.3200(6) 0.5632(3) 0.0714(13) Uani 1.000000 .
C41 C 0.36908(16) 0.2058(7) 0.6222(3) 0.0879(16) Uani 1.000000 .
H41 H 0.37840(16) 0.0920(7) 0.6128(3) 0.1055(19) Uiso 1.000000 R
C42 C 0.36695(19) 0.2551(9) 0.6940(4) 0.0974(18) Uani 1.000000 .
C43 C 0.35105(17) 0.4188(9) 0.7063(3) 0.0930(16) Uani 1.000000 .
H43 H 0.34855(17) 0.4532(9) 0.7543(3) 0.112(2) Uiso 1.000000 R
C44 C 0.33835(16) 0.5369(7) 0.6484(3) 0.0810(14) Uani 1.000000 .
C45 C 0.36168(17) 0.2549(6) 0.4863(3) 0.0881(16) Uani 1.000000 .
H45a H 0.33323(18) 0.246(4) 0.4585(7) 0.132(2) Uiso 1.000000 GR
H45b H 0.3790(10) 0.336(3) 0.4625(7) 0.132(2) Uiso 1.000000 GR
H45c H 0.3753(10) 0.141(2) 0.4891(3) 0.132(2) Uiso 1.000000 GR
C46 C 0.3833(2) 0.1343(9) 0.7583(4) 0.145(3) Uani 1.000000 .
H46a H 0.3654(12) 0.030(4) 0.7566(18) 0.217(4) Uiso 1.000000 GR
H46b H 0.4129(7) 0.101(6) 0.7550(18) 0.217(4) Uiso 1.000000 GR
H46c H 0.3821(18) 0.196(3) 0.8039(4) 0.217(4) Uiso 1.000000 GR
C47 C 0.32275(18) 0.7194(8) 0.6670(3) 0.1024(18) Uani 1.000000 .
H47a H 0.3361(11) 0.8067(9) 0.6392(18) 0.154(3) Uiso 1.000000 GR
H47b H 0.2917(2) 0.7256(19) 0.655(2) 0.154(3) Uiso 1.000000 GR
H47c H 0.3306(12) 0.741(2) 0.7187(5) 0.154(3) Uiso 1.000000 GR
C48 C 0.29043(14) 0.7146(6) 0.4913(2) 0.0637(11) Uani 1.000000 .
C49 C 0.27542(14) 0.8558(5) 0.4424(3) 0.0673(12) Uani 1.000000 .
H49 H 0.29291(14) 0.9236(5) 0.4158(3) 0.0807(14) Uiso 1.000000 R
C50 C 0.23030(15) 0.8765(6) 0.4406(3) 0.0722(13) Uani 1.000000 .
H50 H 0.21307(15) 0.9597(6) 0.4129(3) 0.0866(15) Uiso 1.000000 R
C51 C 0.21572(14) 0.7497(6) 0.4879(3) 0.0696(12) Uani 1.000000 .
H51 H 0.18720(14) 0.7347(6) 0.4972(3) 0.0836(15) Uiso 1.000000 R
C52 C 0.25146(14) 0.6507(6) 0.5183(3) 0.0668(12) Uani 1.000000 .
H52 H 0.25049(14) 0.5572(6) 0.5511(3) 0.0801(14) Uiso 1.000000 R
B1 B 0.16995(16) 0.6985(7) 0.2700(3) 0.0615(13) Uani 1.000000 .
B2 B 0.33582(17) 0.6359(7) 0.5122(3) 0.0638(13) 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
Fe1 C22 2.063(4) . ?
Fe1 C23 2.044(5) . ?
Fe1 C24 2.050(5) . ?
Fe1 C25 2.031(4) . ?
Fe1 C26 2.025(4) . ?
Fe1 C48 2.067(4) . ?
Fe1 C49 2.040(4) . ?
Fe1 C50 2.043(4) . ?
Fe1 C51 2.042(5) . ?
Fe1 C52 2.025(5) . ?
C1 C2 1.395(6) . ?
C1 C10 1.437(6) . ?
C1 B1 1.569(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.415(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.345(6) . ?
C4 C5 1.407(6) . ?
C4 C11 1.512(6) . ?
C5 C6 1.406(6) . ?
C5 C10 1.403(6) . ?
C6 C7 1.355(7) . ?
C6 C12 1.502(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.415(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.369(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.427(6) . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C12 1.559(7) . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C13 C14 1.406(6) . ?
C13 C18 1.420(6) . ?
C13 B1 1.584(6) . ?
C14 C15 1.396(6) . ?
C14 C19 1.514(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(6) . ?
C16 C17 1.366(6) . ?
C16 C20 1.509(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.393(6) . ?
C18 C21 1.492(6) . ?
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 H21a 0.9600 . ?
C21 H21b 0.9600 . ?
C21 H21c 0.9600 . ?
C22 C23 1.431(6) . ?
C22 C26 1.435(6) . ?
C22 B1 1.548(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.414(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.401(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.403(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.389(6) . ?
C27 C36 1.449(6) . ?
C27 B2 1.568(7) . ?
C28 H28 0.9300 . ?
C28 C29 1.408(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.365(6) . ?
C30 C31 1.402(7) . ?
C30 C37 1.519(7) . ?
C31 C32 1.416(6) . ?
C31 C36 1.412(6) . ?
C32 C33 1.348(7) . ?
C32 C38 1.506(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.408(7) . ?
C34 H34 0.9300 . ?
C34 C35 1.375(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.416(6) . ?
C37 H37a 0.9700 . ?
C37 H37b 0.9700 . ?
C37 C38 1.549(7) . ?
C38 H38a 0.9700 . ?
C38 H38b 0.9700 . ?
C39 C40 1.395(6) . ?
C39 C44 1.413(6) . ?
C39 B2 1.583(7) . ?
C40 C41 1.390(6) . ?
C40 C45 1.511(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.377(8) . ?
C42 C43 1.362(8) . ?
C42 C46 1.523(8) . ?
C43 H43 0.9300 . ?
C43 C44 1.401(7) . ?
C44 C47 1.515(7) . ?
C45 H45a 0.9600 . ?
C45 H45b 0.9600 . ?
C45 H45c 0.9600 . ?
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 C49 1.430(6) . ?
C48 C52 1.449(6) . ?
C48 B2 1.530(6) . ?
C49 H49 0.9300 . ?
C49 C50 1.405(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.406(6) . ?
C51 H51 0.9300 . ?
C51 C52 1.391(6) . ?
C52 H52 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 Fe1 C22 40.76(16) . . ?
C24 Fe1 C22 68.76(17) . . ?
C24 Fe1 C23 40.41(17) . . ?
C25 Fe1 C22 68.98(17) . . ?
C25 Fe1 C23 67.85(18) . . ?
C25 Fe1 C24 40.15(16) . . ?
C26 Fe1 C22 41.10(16) . . ?
C26 Fe1 C23 67.91(18) . . ?
C26 Fe1 C24 67.77(18) . . ?
C26 Fe1 C25 40.46(16) . . ?
C48 Fe1 C22 167.21(17) . . ?
C48 Fe1 C23 129.30(17) . . ?
C48 Fe1 C24 108.54(18) . . ?
C48 Fe1 C25 117.60(17) . . ?
C48 Fe1 C26 150.67(17) . . ?
C49 Fe1 C22 129.37(17) . . ?
C49 Fe1 C23 112.52(19) . . ?
C49 Fe1 C24 122.87(18) . . ?
C49 Fe1 C25 154.27(18) . . ?
C49 Fe1 C26 165.22(17) . . ?
C49 Fe1 C48 40.73(16) . . ?
C50 Fe1 C22 108.64(18) . . ?
C50 Fe1 C23 122.8(2) . . ?
C50 Fe1 C24 157.1(2) . . ?
C50 Fe1 C25 161.98(19) . . ?
C50 Fe1 C26 126.15(17) . . ?
C50 Fe1 C48 68.68(17) . . ?
C50 Fe1 C49 40.25(16) . . ?
C51 Fe1 C22 117.71(18) . . ?
C51 Fe1 C23 154.36(18) . . ?
C51 Fe1 C24 161.80(19) . . ?
C51 Fe1 C25 123.77(19) . . ?
C51 Fe1 C26 105.13(18) . . ?
C51 Fe1 C48 68.92(17) . . ?
C51 Fe1 C49 67.76(18) . . ?
C51 Fe1 C50 40.27(17) . . ?
C52 Fe1 C22 150.32(18) . . ?
C52 Fe1 C23 165.60(18) . . ?
C52 Fe1 C24 126.34(19) . . ?
C52 Fe1 C25 105.17(18) . . ?
C52 Fe1 C26 115.60(18) . . ?
C52 Fe1 C48 41.44(16) . . ?
C52 Fe1 C49 67.93(18) . . ?
C52 Fe1 C50 67.57(18) . . ?
C52 Fe1 C51 39.98(16) . . ?
C10 C1 C2 115.9(4) . . ?
B1 C1 C2 119.3(4) . . ?
B1 C1 C10 124.8(4) . . ?
H2 C2 C1 117.7(3) . . ?
C3 C2 C1 124.6(4) . . ?
C3 C2 H2 117.7(3) . . ?
H3 C3 C2 120.5(3) . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5(3) . . ?
C5 C4 C3 118.8(4) . . ?
C11 C4 C3 131.7(5) . . ?
C11 C4 C5 109.5(4) . . ?
C6 C5 C4 111.8(4) . . ?
C10 C5 C4 123.6(4) . . ?
C10 C5 C6 124.6(4) . . ?
C7 C6 C5 118.5(4) . . ?
C12 C6 C5 109.0(4) . . ?
C12 C6 C7 132.5(5) . . ?
H7 C7 C6 120.5(3) . . ?
C8 C7 C6 119.1(5) . . ?
C8 C7 H7 120.5(3) . . ?
H8 C8 C7 118.8(3) . . ?
C9 C8 C7 122.3(5) . . ?
C9 C8 H8 118.8(3) . . ?
H9 C9 C8 119.8(3) . . ?
C10 C9 C8 120.5(4) . . ?
C10 C9 H9 119.8(3) . . ?
C5 C10 C1 118.0(4) . . ?
C9 C10 C1 127.0(4) . . ?
C9 C10 C5 114.9(4) . . ?
H11a C11 C4 110.9(3) . . ?
H11b C11 C4 110.9(3) . . ?
H11b C11 H11a 109.0 . . ?
C12 C11 C4 104.0(4) . . ?
C12 C11 H11a 110.9(3) . . ?
C12 C11 H11b 110.9(3) . . ?
C11 C12 C6 105.4(4) . . ?
H12a C12 C6 110.7(3) . . ?
H12a C12 C11 110.7(3) . . ?
H12b C12 C6 110.7(3) . . ?
H12b C12 C11 110.7(3) . . ?
H12b C12 H12a 108.8 . . ?
C18 C13 C14 117.4(4) . . ?
B1 C13 C14 121.4(4) . . ?
B1 C13 C18 121.1(4) . . ?
C15 C14 C13 120.3(4) . . ?
C19 C14 C13 121.9(4) . . ?
C19 C14 C15 117.8(4) . . ?
H15 C15 C14 118.8(3) . . ?
C16 C15 C14 122.3(4) . . ?
C16 C15 H15 118.8(3) . . ?
C17 C16 C15 117.1(4) . . ?
C20 C16 C15 121.1(5) . . ?
C20 C16 C17 121.7(5) . . ?
H17 C17 C16 118.3(3) . . ?
C18 C17 C16 123.3(4) . . ?
C18 C17 H17 118.3(3) . . ?
C17 C18 C13 119.6(4) . . ?
C21 C18 C13 120.8(4) . . ?
C21 C18 C17 119.6(4) . . ?
H19a C19 C14 109.5 . . ?
H19b C19 C14 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C14 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C16 109.5 . . ?
H20b C20 C16 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C16 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H21a C21 C18 109.5 . . ?
H21b C21 C18 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C18 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C23 C22 Fe1 68.9(3) . . ?
C26 C22 Fe1 68.0(2) . . ?
C26 C22 C23 104.9(4) . . ?
B1 C22 Fe1 125.3(3) . . ?
B1 C22 C23 128.8(4) . . ?
B1 C22 C26 126.2(4) . . ?
C22 C23 Fe1 70.3(3) . . ?
H23 C23 Fe1 125.97(12) . . ?
H23 C23 C22 125.3(3) . . ?
C24 C23 Fe1 70.0(3) . . ?
C24 C23 C22 109.5(4) . . ?
C24 C23 H23 125.3(3) . . ?
C23 C24 Fe1 69.6(3) . . ?
H24 C24 Fe1 126.69(13) . . ?
H24 C24 C23 126.1(3) . . ?
C25 C24 Fe1 69.2(3) . . ?
C25 C24 C23 107.8(4) . . ?
C25 C24 H24 126.1(3) . . ?
C24 C25 Fe1 70.6(3) . . ?
H25 C25 Fe1 125.56(13) . . ?
H25 C25 C24 125.9(3) . . ?
C26 C25 Fe1 69.5(2) . . ?
C26 C25 C24 108.3(4) . . ?
C26 C25 H25 125.9(3) . . ?
C22 C26 Fe1 70.9(2) . . ?
C25 C26 Fe1 70.0(3) . . ?
C25 C26 C22 109.6(4) . . ?
H26 C26 Fe1 125.46(13) . . ?
H26 C26 C22 125.2(2) . . ?
H26 C26 C25 125.2(3) . . ?
C36 C27 C28 115.9(4) . . ?
B2 C27 C28 119.6(4) . . ?
B2 C27 C36 124.3(4) . . ?
H28 C28 C27 117.3(3) . . ?
C29 C28 C27 125.3(4) . . ?
C29 C28 H28 117.3(3) . . ?
H29 C29 C28 120.5(3) . . ?
C30 C29 C28 118.9(5) . . ?
C30 C29 H29 120.5(3) . . ?
C31 C30 C29 118.2(5) . . ?
C37 C30 C29 132.4(5) . . ?
C37 C30 C31 109.4(5) . . ?
C32 C31 C30 112.1(5) . . ?
C36 C31 C30 124.1(4) . . ?
C36 C31 C32 123.8(5) . . ?
C33 C32 C31 119.6(5) . . ?
C38 C32 C31 108.2(5) . . ?
C38 C32 C33 132.2(5) . . ?
H33 C33 C32 121.1(3) . . ?
C34 C33 C32 117.9(5) . . ?
C34 C33 H33 121.1(3) . . ?
H34 C34 C33 118.2(3) . . ?
C35 C34 C33 123.5(6) . . ?
C35 C34 H34 118.2(4) . . ?
H35 C35 C34 119.9(4) . . ?
C36 C35 C34 120.3(5) . . ?
C36 C35 H35 119.9(3) . . ?
C31 C36 C27 117.5(4) . . ?
C35 C36 C27 127.5(4) . . ?
C35 C36 C31 115.0(4) . . ?
H37a C37 C30 111.0(3) . . ?
H37b C37 C30 111.0(3) . . ?
H37b C37 H37a 109.0 . . ?
C38 C37 C30 104.0(5) . . ?
C38 C37 H37a 111.0(3) . . ?
C38 C37 H37b 111.0(3) . . ?
C37 C38 C32 106.2(4) . . ?
H38a C38 C32 110.5(3) . . ?
H38a C38 C37 110.5(3) . . ?
H38b C38 C32 110.5(3) . . ?
H38b C38 C37 110.5(3) . . ?
H38b C38 H38a 108.7 . . ?
C44 C39 C40 117.0(4) . . ?
B2 C39 C40 123.1(4) . . ?
B2 C39 C44 119.8(4) . . ?
C41 C40 C39 120.4(5) . . ?
C45 C40 C39 121.0(4) . . ?
C45 C40 C41 118.5(5) . . ?
H41 C41 C40 118.9(3) . . ?
C42 C41 C40 122.3(5) . . ?
C42 C41 H41 118.9(4) . . ?
C43 C42 C41 117.9(5) . . ?
C46 C42 C41 121.5(6) . . ?
C46 C42 C43 120.5(6) . . ?
H43 C43 C42 119.2(4) . . ?
C44 C43 C42 121.7(6) . . ?
C44 C43 H43 119.2(4) . . ?
C43 C44 C39 120.4(5) . . ?
C47 C44 C39 121.0(5) . . ?
C47 C44 C43 118.4(5) . . ?
H45a C45 C40 109.5 . . ?
H45b C45 C40 109.5 . . ?
H45b C45 H45a 109.5 . . ?
H45c C45 C40 109.5 . . ?
H45c C45 H45a 109.5 . . ?
H45c C45 H45b 109.5 . . ?
H46a C46 C42 109.5 . . ?
H46b C46 C42 109.5 . . ?
H46b C46 H46a 109.5 . . ?
H46c C46 C42 109.5 . . ?
H46c C46 H46a 109.5 . . ?
H46c C46 H46b 109.5 . . ?
H47a C47 C44 109.5 . . ?
H47b C47 C44 109.5 . . ?
H47b C47 H47a 109.5 . . ?
H47c C47 C44 109.5 . . ?
H47c C47 H47a 109.5 . . ?
H47c C47 H47b 109.5 . . ?
C49 C48 Fe1 68.6(2) . . ?
C52 C48 Fe1 67.7(2) . . ?
C52 C48 C49 104.2(4) . . ?
B2 C48 Fe1 125.9(3) . . ?
B2 C48 C49 131.2(4) . . ?
B2 C48 C52 124.5(4) . . ?
C48 C49 Fe1 70.7(2) . . ?
H49 C49 Fe1 125.82(14) . . ?
H49 C49 C48 125.1(3) . . ?
C50 C49 Fe1 70.0(3) . . ?
C50 C49 C48 109.8(4) . . ?
C50 C49 H49 125.1(3) . . ?
C49 C50 Fe1 69.8(2) . . ?
H50 C50 Fe1 126.01(13) . . ?
H50 C50 C49 125.9(3) . . ?
C51 C50 Fe1 69.9(3) . . ?
C51 C50 C49 108.1(4) . . ?
C51 C50 H50 125.9(3) . . ?
C50 C51 Fe1 69.9(3) . . ?
H51 C51 Fe1 126.32(13) . . ?
H51 C51 C50 126.0(3) . . ?
C52 C51 Fe1 69.3(3) . . ?
C52 C51 C50 107.9(4) . . ?
C52 C51 H51 126.0(3) . . ?
C48 C52 Fe1 70.8(3) . . ?
C51 C52 Fe1 70.7(3) . . ?
C51 C52 C48 110.0(4) . . ?
H52 C52 Fe1 125.05(12) . . ?
H52 C52 C48 125.0(3) . . ?
H52 C52 C51 125.0(3) . . ?
C13 B1 C1 123.1(4) . . ?
C22 B1 C1 120.5(4) . . ?
C22 B1 C13 116.4(4) . . ?
C39 B2 C27 118.1(4) . . ?
C48 B2 C27 122.3(4) . . ?
C48 B2 C39 119.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 C22 C23 C24 59.3(3) . . . . ?
Fe1 C22 C26 C25 -59.5(3) . . . . ?
Fe1 C22 B1 C1 83.0(4) . . . . ?
Fe1 C22 B1 C13 -97.2(4) . . . . ?
Fe1 C23 C22 C26 -58.8(3) . . . . ?
Fe1 C23 C22 B1 119.0(3) . . . . ?
Fe1 C23 C24 C25 58.8(3) . . . . ?
Fe1 C24 C23 C22 -59.5(3) . . . . ?
Fe1 C24 C25 C26 59.6(3) . . . . ?
Fe1 C25 C24 C23 -59.1(3) . . . . ?
Fe1 C25 C26 C22 60.1(3) . . . . ?
Fe1 C26 C22 C23 59.4(3) . . . . ?
Fe1 C26 C22 B1 -118.5(3) . . . . ?
Fe1 C26 C25 C24 -60.3(3) . . . . ?
Fe1 C48 C49 C50 59.2(3) . . . . ?
Fe1 C48 C52 C51 -60.1(3) . . . . ?
Fe1 C48 B2 C27 87.2(4) . . . . ?
Fe1 C48 B2 C39 -94.4(4) . . . . ?
Fe1 C49 C48 C52 -58.7(3) . . . . ?
Fe1 C49 C48 B2 119.6(3) . . . . ?
Fe1 C49 C50 C51 59.6(3) . . . . ?
Fe1 C50 C49 C48 -59.6(3) . . . . ?
Fe1 C50 C51 C52 59.1(3) . . . . ?
Fe1 C51 C50 C49 -59.5(3) . . . . ?
Fe1 C51 C52 C48 60.2(3) . . . . ?
Fe1 C52 C48 C49 59.3(3) . . . . ?
Fe1 C52 C48 B2 -119.2(3) . . . . ?
Fe1 C52 C51 C50 -59.4(3) . . . . ?
C1 C2 C3 C4 -3.4(5) . . . . ?
C1 C10 C5 C4 0.4(5) . . . . ?
C1 C10 C5 C6 -179.9(4) . . . . ?
C1 C10 C9 C8 -177.6(5) . . . . ?
C1 B1 C13 C14 -65.4(5) . . . . ?
C1 B1 C13 C18 118.0(5) . . . . ?
C1 B1 C22 C23 -7.3(6) . . . . ?
C1 B1 C22 C26 170.1(4) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C2 C3 C4 C11 -178.6(4) . . . . ?
C3 C4 C5 C6 -179.2(5) . . . . ?
C3 C4 C5 C10 0.5(5) . . . . ?
C3 C4 C11 C12 -177.7(6) . . . . ?
C4 C5 C6 C7 176.6(4) . . . . ?
C4 C5 C6 C12 -3.7(4) . . . . ?
C4 C5 C10 C9 -178.2(4) . . . . ?
C4 C11 C12 C6 -4.8(4) . . . . ?
C5 C6 C7 C8 2.3(5) . . . . ?
C5 C6 C12 C11 5.3(4) . . . . ?
C5 C10 C9 C8 0.8(5) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C10 -1.5(6) . . . . ?
C13 C14 C15 C16 -2.1(5) . . . . ?
C13 C18 C17 C16 0.2(5) . . . . ?
C13 B1 C22 C23 172.6(4) . . . . ?
C13 B1 C22 C26 -10.1(5) . . . . ?
C14 C15 C16 C17 1.3(6) . . . . ?
C14 C15 C16 C20 -179.5(5) . . . . ?
C15 C16 C17 C18 -0.3(6) . . . . ?
C16 C17 C18 C21 -177.2(5) . . . . ?
C22 C23 C24 C25 -0.6(4) . . . . ?
C22 C26 C25 C24 -0.2(4) . . . . ?
C23 C24 C25 C26 0.5(4) . . . . ?
C27 C28 C29 C30 -0.8(6) . . . . ?
C27 C36 C31 C30 0.6(5) . . . . ?
C27 C36 C31 C32 -179.0(4) . . . . ?
C27 C36 C35 C34 179.8(6) . . . . ?
C27 B2 C39 C40 -62.4(5) . . . . ?
C27 B2 C39 C44 113.4(4) . . . . ?
C27 B2 C48 C49 -4.9(6) . . . . ?
C27 B2 C48 C52 173.1(4) . . . . ?
C28 C29 C30 C31 -1.2(5) . . . . ?
C28 C29 C30 C37 178.6(5) . . . . ?
C29 C30 C31 C32 -179.1(5) . . . . ?
C29 C30 C31 C36 1.3(6) . . . . ?
C29 C30 C37 C38 178.7(7) . . . . ?
C30 C31 C32 C33 179.8(5) . . . . ?
C30 C31 C32 C38 -0.0(5) . . . . ?
C30 C31 C36 C35 -179.0(5) . . . . ?
C30 C37 C38 C32 1.5(5) . . . . ?
C31 C32 C33 C34 -0.9(7) . . . . ?
C31 C32 C38 C37 -1.0(5) . . . . ?
C31 C36 C35 C34 -0.7(5) . . . . ?
C32 C33 C34 C35 1.7(8) . . . . ?
C33 C34 C35 C36 -0.8(8) . . . . ?
C39 C40 C41 C42 -0.4(5) . . . . ?
C39 C44 C43 C42 -2.6(6) . . . . ?
C39 B2 C48 C49 173.5(4) . . . . ?
C39 B2 C48 C52 -8.4(5) . . . . ?
C40 C41 C42 C43 3.4(6) . . . . ?
C40 C41 C42 C46 -174.3(5) . . . . ?
C41 C42 C43 C44 -1.9(6) . . . . ?
C42 C43 C44 C47 -177.5(5) . . . . ?
C48 C49 C50 C51 -0.1(4) . . . . ?
C48 C52 C51 C50 0.7(4) . . . . ?
C49 C50 C51 C52 -0.4(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 -0.864 0.000 172.4 50.2 '1 C6H5F'
2 0.000 -0.587 0.500 172.4 50.2 '1 C6H5F'
3 0.454 0.080 0.241 11.5 0.7 ?
4 0.454 0.420 0.741 11.5 0.7 ?
5 0.546 0.580 0.259 11.5 0.7 ?
6 0.546 0.920 0.759 11.5 0.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
_refine_special_details          SQUEEZE
####################################################################### 
# 
# 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_legar061_0m
_database_code_depnum_ccdc_archive 'CCDC 2292574'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        2,5-bis(difluoroboryl)-1,4-dimethylbenzene
_chemical_formula_moiety         'C8 H8 B2 F4'
_chemical_formula_sum            'C8 H8 B2 F4'
_chemical_formula_weight         201.795
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00700 0.00290 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
C 0.01370 0.00670 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.05830 0.04000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H -0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   6.5423(5)
_cell_length_b                   4.7676(3)
_cell_length_c                   14.5152(12)
_cell_angle_alpha                90
_cell_angle_beta                 102.811(5)
_cell_angle_gamma                90
_cell_volume                     441.47(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2180
_cell_measurement_temperature    150
_cell_measurement_theta_max      56.840
_cell_measurement_theta_min      5.440
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1140 before and 0.0383 after correction.
The Ratio of minimum to maximum transmission is 0.7505.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_description       needle
_exptl_crystal_F_000             204.714
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.9938
_diffrn_reflns_Laue_measured_fraction_max 0.9733
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3903
_diffrn_reflns_point_group_measured_fraction_full 0.9938
_diffrn_reflns_point_group_measured_fraction_max 0.9733
_diffrn_reflns_theta_full        53.6180
_diffrn_reflns_theta_max         56.94
_diffrn_reflns_theta_min         5.44
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9938
_diffrn_measured_fraction_theta_max 0.9733
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1.34180
_diffrn_source_current           2.85
_diffrn_source_power             0.1986735
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -8
_reflns_limit_k_max              5
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              -5
_reflns_number_gt                691
_reflns_number_total             874
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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         0.1917
_refine_diff_density_min         -0.2457
_refine_diff_density_rms         0.0546
_refine_ls_d_res_high            0.8005
_refine_ls_d_res_low             7.0769
_refine_ls_extinction_coef       0.0125(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1129
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     101
_refine_ls_number_reflns         874
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.1129
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²+0.0365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0590
_olex2_refinement_description    
;
;
_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
F1 F 0.40227(11) -0.02956(15) 0.29006(4) 0.0402(2) Uani 1.000000 .
F2 F 0.15015(10) -0.06754(14) 0.37074(5) 0.0409(3) Uani 1.000000 .
C1 C 0.42324(15) 0.2933(2) 0.43161(7) 0.0256(3) Uani 1.000000 .
C2 C 0.60891(16) 0.4371(2) 0.42774(7) 0.0265(3) Uani 1.000000 .
C3 C 0.68100(18) 0.6406(2) 0.49620(7) 0.0273(3) Uani 1.000000 .
C4 C 0.7320(2) 0.3796(4) 0.35362(10) 0.0371(4) Uani 1.000000 .
B1 B 0.3245(2) 0.0598(3) 0.36145(9) 0.0307(3) Uani 1.000000 .
H3 H 0.8310(19) 0.756(3) 0.4949(8) 0.042(3) Uani 1.000000 .
H4a H 0.787(2) 0.163(4) 0.3552(10) 0.070(5) Uani 1.000000 .
H4b H 0.641(2) 0.414(4) 0.2849(10) 0.076(6) Uani 1.000000 .
H4c H 0.871(3) 0.512(4) 0.3597(11) 0.077(5) Uani 1.000000 .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3222(15) . ?
F2 B1 1.3252(16) . ?
C1 C2 1.4070(15) . ?
C1 C3 1.4069(15) 3_666 ?
C1 B1 1.5496(16) . ?
C2 C3 1.3939(16) . ?
C2 C4 1.5050(17) . ?
C3 H3 1.129(12) . ?
C4 H4a 1.091(19) . ?
C4 H4b 1.055(15) . ?
C4 H4c 1.094(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C1 C2 119.07(10) 3_666 . ?
B1 C1 C2 124.17(10) . . ?
B1 C1 C3 116.76(10) . 3_666 ?
C3 C2 C1 117.99(10) . . ?
C4 C2 C1 122.90(11) . . ?
C4 C2 C3 119.11(11) . . ?
C2 C3 C1 122.94(11) . 3_666 ?
H3 C3 C1 118.1(6) . 3_666 ?
H3 C3 C2 119.0(6) . . ?
H4a C4 C2 112.5(8) . . ?
H4b C4 C2 111.6(8) . . ?
H4b C4 H4a 106.4(12) . . ?
H4c C4 C2 113.8(8) . . ?
H4c C4 H4a 106.4(12) . . ?
H4c C4 H4b 105.6(12) . . ?
F2 B1 F1 114.93(11) . . ?
C1 B1 F1 124.74(11) . . ?
C1 B1 F2 120.33(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
F1 B1 C1 C2 -0.33(14) . . . . ?
F1 B1 C1 C3 -179.55(11) . . . 3_666 ?
F2 B1 C1 C2 179.25(10) . . . . ?
F2 B1 C1 C3 0.02(13) . . . 3_666 ?
C1 C2 C3 C1 0.12(10) . . . 3_666 ?
C1 C3 C2 C1 0.12(10) 3_666 . . . ?
C1 C3 C2 C4 -179.59(12) 3_666 . . . ?


_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         R2SCAN
   BASIS SET:      cc-pVTZ
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2023-07-05_12-34-30
;
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,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_BBr3_dma
_database_code_depnum_ccdc_archive 'CCDC 2292581'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_audit_creation_date             2023-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        'boron tribromide - N,N-dimethylaniline'
_chemical_formula_moiety         'C8 H11 B Br3 N'
_chemical_formula_sum            'C8 H11 B Br3 N'
_chemical_formula_weight         371.718
_chemical_absolute_configuration unk
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 0.00963 0.00408 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'
Br -0.67409 1.33002 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 '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 0.01920 0.00962 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'
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 0.03256 0.01839 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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   9.2702(4)
_cell_length_b                   10.5154(4)
_cell_length_c                   12.0275(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1172.44(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9536
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      74.391
_cell_measurement_theta_min      4.200
_exptl_absorpt_coefficient_mu    12.398
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.2904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1499 before and 0.0658 after correction.
The Ratio of minimum to maximum transmission is 0.3852.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.106
_exptl_crystal_description       needle
_exptl_crystal_F_000             697.003
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.9670
_diffrn_reflns_Laue_measured_fraction_max 0.9699
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11724
_diffrn_reflns_point_group_measured_fraction_full 0.9689
_diffrn_reflns_point_group_measured_fraction_max 0.9675
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         74.70
_diffrn_reflns_theta_min         5.59
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9670
_diffrn_measured_fraction_theta_max 0.9699
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_reflns_Friedel_coverage         0.964
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              14
_reflns_limit_l_min              -14
_reflns_number_gt                2219
_reflns_number_total             2322
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.6509
_refine_diff_density_min         -0.3942
_refine_diff_density_rms         0.0723
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_d_res_high            0.7992
_refine_ls_d_res_low             7.9165
_refine_ls_extinction_coef       0.0035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0378
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.0378
_refine_ls_shift/su_max          -0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+1.3365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0729
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_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
Br1 Br 0.10277(6) 0.70814(6) 0.72839(5) 0.06632(19) Uani 1.000000 .
Br2 Br 0.22797(6) 0.42278(4) 0.67618(4) 0.06391(19) Uani 1.000000 .
Br3 Br 0.38719(6) 0.60431(5) 0.85918(4) 0.05817(18) Uani 1.000000 .
N1 N 0.3847(4) 0.6610(3) 0.6159(3) 0.0423(7) Uani 1.000000 .
C1 C 0.5147(5) 0.5802(4) 0.5938(3) 0.0459(9) Uani 1.000000 .
C2 C 0.5142(6) 0.4940(5) 0.5082(4) 0.0636(13) Uani 1.000000 .
H2 H 0.4318(6) 0.4837(5) 0.4649(4) 0.0763(15) Uiso 1.000000 R
C3 C 0.6360(7) 0.4225(6) 0.4861(5) 0.0805(17) Uani 1.000000 .
H3 H 0.6357(7) 0.3660(6) 0.4266(5) 0.097(2) Uiso 1.000000 R
C4 C 0.7569(7) 0.4336(6) 0.5506(5) 0.0746(16) Uani 1.000000 .
H4 H 0.8377(7) 0.3841(6) 0.5356(5) 0.0895(19) Uiso 1.000000 R
C5 C 0.7581(6) 0.5183(5) 0.6376(6) 0.0690(14) Uani 1.000000 .
H5 H 0.8397(6) 0.5258(5) 0.6821(6) 0.0828(17) Uiso 1.000000 R
C6 C 0.6367(5) 0.5931(5) 0.6591(4) 0.0566(11) Uani 1.000000 .
H6 H 0.6379(5) 0.6515(5) 0.7171(4) 0.0680(13) Uiso 1.000000 R
C7 C 0.2983(6) 0.6767(5) 0.5099(4) 0.0585(12) Uani 1.000000 .
H7A H 0.3621(8) 0.698(4) 0.4499(8) 0.0878(18) Uiso 1.000000 GR
H7B H 0.250(4) 0.5985(13) 0.4929(19) 0.0878(18) Uiso 1.000000 GR
H7C H 0.228(3) 0.743(3) 0.5197(12) 0.0878(18) Uiso 1.000000 GR
C8 C 0.4307(5) 0.7962(4) 0.6450(5) 0.0574(11) Uani 1.000000 .
H8A H 0.490(4) 0.7948(6) 0.710(2) 0.0861(17) Uiso 1.000000 GR
H8B H 0.484(4) 0.8318(14) 0.5842(15) 0.0861(17) Uiso 1.000000 GR
H8C H 0.3467(5) 0.8472(11) 0.659(3) 0.0861(17) Uiso 1.000000 GR
B1 B 0.2826(5) 0.6020(5) 0.7137(4) 0.0451(10) 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
Br1 B1 2.014(5) . ?
Br2 B1 2.003(5) . ?
Br3 B1 2.000(4) . ?
N1 C1 1.498(6) . ?
N1 C7 1.514(5) . ?
N1 C8 1.525(5) . ?
N1 B1 1.632(5) . ?
C1 C2 1.372(7) . ?
C1 C6 1.383(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(8) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
C7 N1 C1 109.8(3) . . ?
C8 N1 C1 110.2(3) . . ?
C8 N1 C7 103.8(3) . . ?
B1 N1 C1 112.3(3) . . ?
B1 N1 C7 110.0(3) . . ?
B1 N1 C8 110.5(3) . . ?
C2 C1 N1 120.3(4) . . ?
C6 C1 N1 120.1(4) . . ?
C6 C1 C2 119.6(5) . . ?
H2 C2 C1 120.0(3) . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120.0(4) . . ?
H3 C3 C2 119.5(4) . . ?
C4 C3 C2 120.9(6) . . ?
C4 C3 H3 119.5(4) . . ?
H4 C4 C3 120.2(4) . . ?
C5 C4 C3 119.6(5) . . ?
C5 C4 H4 120.2(3) . . ?
H5 C5 C4 120.0(3) . . ?
C6 C5 C4 119.9(5) . . ?
C6 C5 H5 120.0(3) . . ?
C5 C6 C1 119.9(5) . . ?
H6 C6 C1 120.1(3) . . ?
H6 C6 C5 120.1(3) . . ?
H7A C7 N1 109.5 . . ?
H7B C7 N1 109.5 . . ?
H7B C7 H7A 109.5 . . ?
H7C C7 N1 109.5 . . ?
H7C C7 H7A 109.5 . . ?
H7C C7 H7B 109.5 . . ?
H8A C8 N1 109.5 . . ?
H8B C8 N1 109.5 . . ?
H8B C8 H8A 109.5 . . ?
H8C C8 N1 109.5 . . ?
H8C C8 H8A 109.5 . . ?
H8C C8 H8B 109.5 . . ?
Br2 B1 Br1 109.4(2) . . ?
Br3 B1 Br1 108.5(2) . . ?
Br3 B1 Br2 109.3(2) . . ?
N1 B1 Br1 109.4(3) . . ?
N1 B1 Br2 110.0(3) . . ?
N1 B1 Br3 110.2(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 B1 N1 C1 -175.1(3) . . . . ?
Br1 B1 N1 C7 -52.6(3) . . . . ?
Br1 B1 N1 C8 61.4(3) . . . . ?
Br2 B1 N1 C1 -55.0(3) . . . . ?
Br2 B1 N1 C7 67.6(4) . . . . ?
Br2 B1 N1 C8 -178.4(3) . . . . ?
Br3 B1 N1 C1 65.6(3) . . . . ?
Br3 B1 N1 C7 -171.9(3) . . . . ?
Br3 B1 N1 C8 -57.8(3) . . . . ?
N1 C1 C2 C3 178.0(5) . . . . ?
N1 C1 C6 C5 -179.5(4) . . . . ?
C1 C2 C3 C4 1.8(6) . . . . ?
C1 C6 C5 C4 1.1(5) . . . . ?
C2 C3 C4 C5 -0.9(7) . . . . ?
C3 C4 C5 C6 -0.5(6) . . . . ?


_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_5c_BPN2
_database_code_depnum_ccdc_archive 'CCDC 2292579'
loop_
_audit_author_name
_audit_author_address
'Douglas Turnbull'
;McGill University
Canada
;
_audit_update_record             
;
2023-09-03 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_5c_BPN2             
;
PROBLEM: Hirshfeld Test Diff for    C30      --C31      .        8.5 s.u.
RESPONSE: The test difference could arise from the prolate thermal ellipsoids for these atoms, caused by lateral motion of the aryl ring. This disorder was not modelled.The atom assignments are confirmed by HRMS and NMR data.
;
# Added during the CSD deposition process: Sunday 03 September 2023 04:43 PM
# end Validation Reply Form

_audit_creation_date             2023-09-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C31 H29 B'
_chemical_formula_sum            'C31 H29 B'
_chemical_formula_weight         412.400
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 0.00925 0.00394 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.01788 0.00908 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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                   18.0452(5)
_cell_length_b                   7.7356(2)
_cell_length_c                   17.4913(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.054(2)
_cell_angle_gamma                90
_cell_volume                     2387.78(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5504
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      70.62
_cell_measurement_theta_min      2.50
_exptl_absorpt_coefficient_mu    0.477
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.4156
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1272 before and 0.0504 after correction.
The Ratio of minimum to maximum transmission is 0.5513.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       plate
_exptl_crystal_F_000             882.419
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.9933
_diffrn_reflns_Laue_measured_fraction_max 0.9910
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29797
_diffrn_reflns_point_group_measured_fraction_full 0.9933
_diffrn_reflns_point_group_measured_fraction_max 0.9910
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         74.77
_diffrn_reflns_theta_min         2.50
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9933
_diffrn_measured_fraction_theta_max 0.9910
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              -22
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                2935
_reflns_number_total             4858
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.3876
_refine_diff_density_min         -0.1798
_refine_diff_density_rms         0.0434
_refine_ls_d_res_high            0.7989
_refine_ls_d_res_low             17.6473
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   0.9991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    48
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4858
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0739
_refine_ls_restrained_S_all      0.9991
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1695P)²+0.0869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2226
_refine_ls_wR_factor_ref         0.2623
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20),
 C23(H23), C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C30(H30)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c),
 C11(H11a,H11b,H11c)
;
_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
C1 C 0.64562(13) 0.3396(3) 0.65354(13) 0.0714(6) Uani 1.000000 .
C2 C 0.62212(15) 0.2778(3) 0.57628(13) 0.0760(6) Uani 1.000000 .
C3 C 0.54507(15) 0.2693(3) 0.54188(14) 0.0792(7) Uani 1.000000 .
C4 C 0.49085(15) 0.3218(3) 0.58387(16) 0.0832(7) Uani 1.000000 .
C5 C 0.51374(14) 0.3860(3) 0.66018(16) 0.0798(7) Uani 1.000000 .
C6 C 0.59095(14) 0.3946(3) 0.69465(14) 0.0732(6) Uani 1.000000 .
C7 C 0.68097(16) 0.2196(4) 0.53196(15) 0.0953(9) Uani 1.000000 .
H7a H 0.6787(9) 0.2921(19) 0.4870(8) 0.1430(13) Uiso 1.000000 GR
H7b H 0.7304(2) 0.228(3) 0.5652(4) 0.1430(13) Uiso 1.000000 GR
H7c H 0.6713(8) 0.1020(10) 0.5155(12) 0.1430(13) Uiso 1.000000 GR
C8 C 0.5210(2) 0.2078(4) 0.45772(16) 0.1061(10) Uani 1.000000 .
H8a H 0.5649(2) 0.174(3) 0.4386(5) 0.1592(15) Uiso 1.000000 GR
H8b H 0.4873(12) 0.111(2) 0.4555(3) 0.1592(15) Uiso 1.000000 GR
H8c H 0.4955(13) 0.3000(12) 0.4260(3) 0.1592(15) Uiso 1.000000 GR
C9 C 0.40792(17) 0.3105(5) 0.5461(2) 0.1120(11) Uani 1.000000 .
H9a H 0.3786(2) 0.302(3) 0.5859(2) 0.1680(16) Uiso 1.000000 GR
H9b H 0.3931(4) 0.4121(16) 0.5151(12) 0.1680(16) Uiso 1.000000 GR
H9c H 0.3992(3) 0.2101(19) 0.5132(12) 0.1680(16) Uiso 1.000000 GR
C10 C 0.45649(16) 0.4487(5) 0.7060(2) 0.1088(10) Uani 1.000000 .
H10a H 0.4501(12) 0.3625(16) 0.7435(11) 0.1632(15) Uiso 1.000000 GR
H10b H 0.4742(8) 0.554(2) 0.7326(13) 0.1632(15) Uiso 1.000000 GR
H10c H 0.4088(5) 0.469(3) 0.6708(3) 0.1632(15) Uiso 1.000000 GR
C11 C 0.61546(17) 0.4673(4) 0.77618(16) 0.0953(9) Uani 1.000000 .
H11a H 0.6035(12) 0.3862(13) 0.81336(19) 0.1430(13) Uiso 1.000000 GR
H11b H 0.6691(3) 0.488(3) 0.7871(5) 0.1430(13) Uiso 1.000000 GR
H11c H 0.5893(10) 0.5741(16) 0.7799(4) 0.1430(13) Uiso 1.000000 GR
C12 C 0.78508(14) 0.4800(3) 0.66280(12) 0.0751(6) Uani 1.000000 .
C13 C 0.75355(18) 0.6380(4) 0.63622(15) 0.0898(8) Uani 1.000000 .
H13 H 0.70181(18) 0.6549(4) 0.63186(15) 0.1078(9) Uiso 1.000000 R
C14 C 0.7977(2) 0.7734(4) 0.61566(18) 0.1119(11) Uani 1.000000 .
H14 H 0.7757(2) 0.8797(4) 0.59975(18) 0.1342(13) Uiso 1.000000 R
C15 C 0.8737(2) 0.7470(5) 0.61933(19) 0.1124(11) Uani 1.000000 .
H15 H 0.9030(2) 0.8374(5) 0.60690(19) 0.1349(13) Uiso 1.000000 R
C16 C 0.90780(17) 0.5882(4) 0.64120(14) 0.0912(8) Uani 1.000000 .
C17 C 0.9850(2) 0.5602(6) 0.64173(19) 0.1155(12) Uani 1.000000 .
H17 H 1.0139(2) 0.6498(6) 0.62782(19) 0.1385(14) Uiso 1.000000 R
C18 C 1.01770(19) 0.4047(7) 0.6622(2) 0.1212(13) Uani 1.000000 .
H18 H 1.06875(19) 0.3882(7) 0.6622(2) 0.1455(16) Uiso 1.000000 R
C19 C 0.97539(16) 0.2703(5) 0.68321(16) 0.1040(10) Uani 1.000000 .
H19 H 0.99821(16) 0.1637(5) 0.69677(16) 0.1248(12) Uiso 1.000000 R
C20 C 0.90022(15) 0.2925(4) 0.68421(13) 0.0866(8) Uani 1.000000 .
H20 H 0.87270(15) 0.2007(4) 0.69846(13) 0.1039(9) Uiso 1.000000 R
C21 C 0.86410(14) 0.4522(4) 0.66398(11) 0.0761(7) Uani 1.000000 .
C22 C 0.75774(13) 0.2285(3) 0.76711(13) 0.0750(6) Uani 1.000000 .
C23 C 0.73088(15) 0.0596(3) 0.76371(16) 0.0835(7) Uani 1.000000 .
H23 H 0.69698(15) 0.0248(3) 0.71873(16) 0.1002(9) Uiso 1.000000 R
C24 C 0.75187(17) -0.0614(4) 0.8241(2) 0.0962(9) Uani 1.000000 .
H24 H 0.73389(17) -0.1743(4) 0.8182(2) 0.1154(10) Uiso 1.000000 R
C25 C 0.79950(17) -0.0096(4) 0.89198(19) 0.0991(9) Uani 1.000000 .
H25 H 0.81356(17) -0.0885(4) 0.93255(19) 0.1189(11) Uiso 1.000000 R
C26 C 0.82704(15) 0.1580(4) 0.90120(13) 0.0809(7) Uani 1.000000 .
C27 C 0.87729(19) 0.2142(5) 0.97108(15) 0.1042(10) Uani 1.000000 .
H27 H 0.89126(19) 0.1358(5) 1.01185(15) 0.1251(12) Uiso 1.000000 R
C28 C 0.9052(2) 0.3755(6) 0.98032(16) 0.1146(11) Uani 1.000000 .
H28 H 0.9379(2) 0.4077(6) 1.02653(16) 0.1375(13) Uiso 1.000000 R
C29 C 0.88445(19) 0.4932(5) 0.92001(15) 0.1031(9) Uani 1.000000 .
H29 H 0.90263(19) 0.6058(5) 0.92698(15) 0.1237(11) Uiso 1.000000 R
C30 C 0.83803(16) 0.4490(4) 0.85040(13) 0.0831(7) Uani 1.000000 .
H30 H 0.82569(16) 0.5310(4) 0.81092(13) 0.0998(8) Uiso 1.000000 R
C31 C 0.80853(14) 0.2781(4) 0.83810(13) 0.0774(7) Uani 1.000000 .
B1 B 0.73166(16) 0.3490(4) 0.69443(15) 0.0722(7) 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
C1 C2 1.413(3) . ?
C1 C6 1.403(3) . ?
C1 B1 1.570(4) . ?
C2 C3 1.396(3) . ?
C2 C7 1.508(3) . ?
C3 C4 1.401(4) . ?
C3 C8 1.521(4) . ?
C4 C5 1.403(4) . ?
C4 C9 1.507(4) . ?
C5 C6 1.399(3) . ?
C5 C10 1.513(4) . ?
C6 C11 1.511(3) . ?
C7 H7a 0.9600 . ?
C7 H7b 0.9600 . ?
C7 H7c 0.9600 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C12 C13 1.386(4) . ?
C12 C21 1.438(3) . ?
C12 B1 1.577(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.408(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.375(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.392(5) . ?
C16 C17 1.407(5) . ?
C16 C21 1.420(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.355(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.371(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.407(4) . ?
C22 C23 1.391(4) . ?
C22 C31 1.433(4) . ?
C22 B1 1.567(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.403(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.372(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.386(4) . ?
C26 C27 1.429(4) . ?
C26 C31 1.428(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.342(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.384(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.369(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.424(4) . ?

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
C6 C1 C2 119.4(2) . . ?
B1 C1 C2 121.5(2) . . ?
B1 C1 C6 119.1(2) . . ?
C3 C2 C1 120.1(2) . . ?
C7 C2 C1 119.3(2) . . ?
C7 C2 C3 120.6(2) . . ?
C4 C3 C2 120.1(2) . . ?
C8 C3 C2 119.3(3) . . ?
C8 C3 C4 120.5(3) . . ?
C5 C4 C3 120.2(2) . . ?
C9 C4 C3 119.5(3) . . ?
C9 C4 C5 120.4(3) . . ?
C6 C5 C4 119.7(2) . . ?
C10 C5 C4 121.3(2) . . ?
C10 C5 C6 119.0(3) . . ?
C5 C6 C1 120.5(2) . . ?
C11 C6 C1 119.9(2) . . ?
C11 C6 C5 119.6(2) . . ?
H7a C7 C2 109.5 . . ?
H7b C7 C2 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C2 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C3 109.5 . . ?
H8b C8 C3 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C3 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 C4 109.5 . . ?
H9b C9 C4 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C4 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C5 109.5 . . ?
H10b C10 C5 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C5 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 C6 109.5 . . ?
H11b C11 C6 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C6 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
C21 C12 C13 118.2(2) . . ?
B1 C12 C13 116.5(2) . . ?
B1 C12 C21 125.2(2) . . ?
H13 C13 C12 119.10(16) . . ?
C14 C13 C12 121.8(3) . . ?
C14 C13 H13 119.1(2) . . ?
H14 C14 C13 120.3(2) . . ?
C15 C14 C13 119.3(3) . . ?
C15 C14 H14 120.3(2) . . ?
H15 C15 C14 119.2(2) . . ?
C16 C15 C14 121.6(3) . . ?
C16 C15 H15 119.21(19) . . ?
C17 C16 C15 121.2(3) . . ?
C21 C16 C15 119.4(3) . . ?
C21 C16 C17 119.4(3) . . ?
H17 C17 C16 119.5(2) . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17 119.5(2) . . ?
H18 C18 C17 119.9(2) . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9(2) . . ?
H19 C19 C18 119.6(2) . . ?
C20 C19 C18 120.8(4) . . ?
C20 C19 H19 119.6(2) . . ?
H20 C20 C19 119.5(2) . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.53(15) . . ?
C16 C21 C12 119.5(3) . . ?
C20 C21 C12 122.7(2) . . ?
C20 C21 C16 117.7(3) . . ?
C31 C22 C23 116.3(2) . . ?
B1 C22 C23 118.7(2) . . ?
B1 C22 C31 125.0(2) . . ?
H23 C23 C22 118.05(15) . . ?
C24 C23 C22 123.9(3) . . ?
C24 C23 H23 118.05(18) . . ?
H24 C24 C23 120.70(19) . . ?
C25 C24 C23 118.6(3) . . ?
C25 C24 H24 120.70(18) . . ?
H25 C25 C24 119.39(18) . . ?
C26 C25 C24 121.2(3) . . ?
C26 C25 H25 119.39(17) . . ?
C27 C26 C25 122.2(3) . . ?
C31 C26 C25 119.9(3) . . ?
C31 C26 C27 117.8(3) . . ?
H27 C27 C26 118.63(19) . . ?
C28 C27 C26 122.7(3) . . ?
C28 C27 H27 118.63(18) . . ?
H28 C28 C27 120.51(18) . . ?
C29 C28 C27 119.0(3) . . ?
C29 C28 H28 120.5(2) . . ?
H29 C29 C28 119.0(2) . . ?
C30 C29 C28 122.1(3) . . ?
C30 C29 H29 118.96(19) . . ?
H30 C30 C29 119.80(19) . . ?
C31 C30 C29 120.4(3) . . ?
C31 C30 H30 119.80(14) . . ?
C26 C31 C22 120.0(3) . . ?
C30 C31 C22 122.0(2) . . ?
C30 C31 C26 117.9(2) . . ?
C12 B1 C1 119.3(2) . . ?
C22 B1 C1 116.3(2) . . ?
C22 B1 C12 124.4(2) . . ?

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
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C2 C3 C8 178.1(2) . . . . ?
C1 C6 C5 C4 0.0(3) . . . . ?
C1 C6 C5 C10 -179.2(3) . . . . ?
C1 B1 C12 C13 36.5(3) . . . . ?
C1 B1 C12 C21 -147.5(2) . . . . ?
C1 B1 C22 C23 42.6(2) . . . . ?
C1 B1 C22 C31 -138.0(2) . . . . ?
C2 C3 C4 C5 1.1(3) . . . . ?
C2 C3 C4 C9 -179.5(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C3 C4 C5 C10 178.1(3) . . . . ?
C4 C5 C6 C11 178.7(2) . . . . ?
C12 C13 C14 C15 2.3(3) . . . . ?
C12 C21 C16 C15 1.0(3) . . . . ?
C12 C21 C16 C17 -179.4(2) . . . . ?
C12 C21 C20 C19 178.8(2) . . . . ?
C12 B1 C22 C23 -139.6(2) . . . . ?
C12 B1 C22 C31 39.8(3) . . . . ?
C13 C14 C15 C16 1.5(4) . . . . ?
C14 C15 C16 C17 177.4(3) . . . . ?
C14 C15 C16 C21 -3.1(4) . . . . ?
C15 C16 C17 C18 -179.3(3) . . . . ?
C15 C16 C21 C20 178.8(3) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C16 C21 C20 C19 1.1(3) . . . . ?
C17 C18 C19 C20 -0.5(4) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C22 C23 C24 C25 2.5(3) . . . . ?
C22 C31 C26 C25 3.9(3) . . . . ?
C22 C31 C26 C27 -179.3(2) . . . . ?
C22 C31 C30 C29 177.8(3) . . . . ?
C23 C24 C25 C26 -0.4(3) . . . . ?
C24 C25 C26 C27 -179.4(3) . . . . ?
C24 C25 C26 C31 -2.7(3) . . . . ?
C25 C26 C27 C28 179.1(3) . . . . ?
C25 C26 C31 C30 179.9(2) . . . . ?
C26 C27 C28 C29 0.2(4) . . . . ?
C26 C31 C30 C29 1.9(3) . . . . ?
C27 C28 C29 C30 -1.8(4) . . . . ?
C28 C29 C30 C31 0.7(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        
di-1-naphthyl(2,3,4,5,6-pentamethylphenyl)borane
