# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_cjk_009_mm2
_database_code_depnum_ccdc_archive 'CCDC 1975111'
loop_
_audit_author_name
_audit_author_address
'Mathias Senge'
;Trinity College Dublin
Republic of Ireland
;
_audit_update_record             
;
2020-01-02 deposited with the CCDC.	2020-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H20 B F6 N3 O'
_chemical_formula_weight         455.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   27.747(3)
_cell_length_b                   9.3839(9)
_cell_length_c                   7.7982(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2030.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.068
_exptl_absorpt_coefficient_mu    0.130
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25995
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.170
_diffrn_reflns_theta_max         29.984
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5645
_reflns_number_gt                4821
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.785
_reflns_Friedel_fraction_max     0.902
_reflns_Friedel_fraction_full    0.971

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0302P)²+1.0295P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1736 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5645
_refine_ls_number_parameters     299
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0861
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.62845(9) 0.3136(3) 0.1877(4) 0.0195(5) Uani 1 1 d . . . . .
C2 C 0.60467(10) 0.1871(3) 0.1547(4) 0.0241(6) Uani 1 1 d . . . . .
H2 H 0.607960 0.131581 0.053528 0.029 Uiso 1 1 calc R U . . .
C3 C 0.57503(10) 0.1540(3) 0.2938(4) 0.0235(6) Uani 1 1 d . . . . .
B4 B 0.55797(10) 0.2553(3) 0.5965(4) 0.0186(5) Uani 1 1 d . . . . .
C5 C 0.54774(9) 0.4567(3) 0.8194(3) 0.0223(6) Uani 1 1 d . . . . .
C6 C 0.56402(10) 0.5970(3) 0.8425(4) 0.0263(6) Uani 1 1 d . . . . .
H6 H 0.555349 0.658135 0.934553 0.032 Uiso 1 1 calc R U . . .
C8 C 0.62024(9) 0.4824(2) 0.4474(3) 0.0147(5) Uani 1 1 d . . . . .
C7 C 0.59464(9) 0.6314(3) 0.7098(4) 0.0212(5) Uani 1 1 d . . . . .
C9 C 0.61207(9) 0.3584(2) 0.3538(3) 0.0169(5) Uani 1 1 d . . . . .
C10 C 0.59693(9) 0.5078(3) 0.6031(3) 0.0174(5) Uani 1 1 d . . . . .
N11 N 0.57954(8) 0.2564(2) 0.4146(3) 0.0181(4) Uani 1 1 d . . . . .
N12 N 0.56715(7) 0.4036(2) 0.6743(3) 0.0185(4) Uani 1 1 d . . . . .
C13 C 0.66327(11) 0.3850(3) 0.0694(4) 0.0266(6) Uani 1 1 d . . . . .
H13A H 0.669857 0.322535 -0.028531 0.040 Uiso 1 1 calc R U . . .
H13B H 0.693375 0.404540 0.130762 0.040 Uiso 1 1 calc R U . . .
H13C H 0.649406 0.474822 0.028365 0.040 Uiso 1 1 calc R U . . .
C14 C 0.54182(12) 0.0300(3) 0.3132(5) 0.0335(7) Uani 1 1 d . . . . .
H14A H 0.508489 0.061639 0.296465 0.050 Uiso 1 1 calc R U . . .
H14B H 0.545344 -0.010477 0.428325 0.050 Uiso 1 1 calc R U . . .
H14C H 0.549804 -0.042602 0.227407 0.050 Uiso 1 1 calc R U . . .
C15 C 0.51382(11) 0.3752(3) 0.9306(4) 0.0314(7) Uani 1 1 d . . . . .
H15A H 0.481024 0.383820 0.885133 0.047 Uiso 1 1 calc R U . . .
H15B H 0.514862 0.413614 1.047407 0.047 Uiso 1 1 calc R U . . .
H15C H 0.523282 0.274598 0.932372 0.047 Uiso 1 1 calc R U . . .
C16 C 0.61782(11) 0.7736(3) 0.6840(4) 0.0273(6) Uani 1 1 d . . . . .
H16A H 0.652177 0.760557 0.659565 0.041 Uiso 1 1 calc R U . . .
H16B H 0.614057 0.831004 0.788137 0.041 Uiso 1 1 calc R U . . .
H16C H 0.602404 0.822436 0.587415 0.041 Uiso 1 1 calc R U . . .
F17 F 0.58130(6) 0.14971(16) 0.6956(2) 0.0265(4) Uani 1 1 d . . . . .
F18 F 0.50924(5) 0.22539(16) 0.5925(2) 0.0242(3) Uani 1 1 d . . . . .
C19 C 0.65452(9) 0.5908(2) 0.3792(3) 0.0162(5) Uani 1 1 d . . . . .
C20 C 0.70316(9) 0.5876(2) 0.4180(3) 0.0177(5) Uani 1 1 d . . . . .
C21 C 0.73482(9) 0.6868(3) 0.3552(3) 0.0165(5) Uani 1 1 d . . . . .
C22 C 0.72055(9) 0.8003(2) 0.2502(3) 0.0160(5) Uani 1 1 d . . . . .
C23 C 0.67179(9) 0.8009(3) 0.2090(3) 0.0185(5) Uani 1 1 d . . . . .
C24 C 0.64017(9) 0.7003(3) 0.2724(3) 0.0170(5) Uani 1 1 d . . . . .
F25 F 0.72020(5) 0.48353(16) 0.5206(2) 0.0264(4) Uani 1 1 d . . . . .
F26 F 0.78208(5) 0.67641(16) 0.3947(2) 0.0231(3) Uani 1 1 d . . . . .
F27 F 0.65434(6) 0.89964(16) 0.0991(2) 0.0270(4) Uani 1 1 d . . . . .
F28 F 0.59360(5) 0.71001(17) 0.2265(2) 0.0252(4) Uani 1 1 d . . . . .
N29 N 0.75484(8) 0.8929(2) 0.1894(3) 0.0187(4) Uani 1 1 d . . . . .
H29 H 0.7819(12) 0.889(3) 0.248(4) 0.028 Uiso 1 1 d . U . . .
C30 C 0.74496(10) 1.0389(2) 0.1306(3) 0.0200(5) Uani 1 1 d . . . . .
H30A H 0.727367 1.092577 0.220169 0.024 Uiso 1 1 calc R U . . .
H30B H 0.725005 1.036999 0.025403 0.024 Uiso 1 1 calc R U . . .
C31 C 0.79304(10) 1.1086(3) 0.0944(4) 0.0222(5) Uani 1 1 d . . . . .
H31A H 0.810330 1.055963 0.003188 0.027 Uiso 1 1 calc R U . . .
H31B H 0.788243 1.208087 0.055949 0.027 Uiso 1 1 calc R U . . .
O32 O 0.82008(8) 1.1057(2) 0.2496(3) 0.0251(4) Uani 1 1 d . . . . .
H32 H 0.8477(14) 1.119(4) 0.222(5) 0.038 Uiso 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(4) . ?
C1 C9 1.435(4) . ?
C1 C13 1.495(4) . ?
C2 C3 1.396(4) . ?
C3 N11 1.352(3) . ?
C3 C14 1.492(4) . ?
B4 F18 1.381(3) . ?
B4 F17 1.414(3) . ?
B4 N12 1.539(4) . ?
B4 N11 1.540(4) . ?
C5 N12 1.348(3) . ?
C5 C6 1.403(4) . ?
C5 C15 1.491(4) . ?
C6 C7 1.377(4) . ?
C8 C9 1.392(3) . ?
C8 C10 1.396(3) . ?
C8 C19 1.491(3) . ?
C7 C10 1.429(3) . ?
C7 C16 1.495(4) . ?
C9 N11 1.398(3) . ?
C10 N12 1.396(3) . ?
C19 C24 1.381(3) . ?
C19 C20 1.383(4) . ?
C20 F25 1.348(3) . ?
C20 C21 1.371(4) . ?
C21 F26 1.350(3) . ?
C21 C22 1.401(3) . ?
C22 N29 1.373(3) . ?
C22 C23 1.390(4) . ?
C23 F27 1.352(3) . ?
C23 C24 1.380(4) . ?
C24 F28 1.344(3) . ?
N29 C30 1.470(3) . ?
C30 C31 1.512(4) . ?
C31 O32 1.424(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C9 105.5(2) . . ?
C2 C1 C13 125.4(2) . . ?
C9 C1 C13 129.1(2) . . ?
C1 C2 C3 109.1(2) . . ?
N11 C3 C2 109.2(2) . . ?
N11 C3 C14 122.8(3) . . ?
C2 C3 C14 128.0(3) . . ?
F18 B4 F17 108.5(2) . . ?
F18 B4 N12 110.8(2) . . ?
F17 B4 N12 110.0(2) . . ?
F18 B4 N11 111.2(2) . . ?
F17 B4 N11 109.3(2) . . ?
N12 B4 N11 107.1(2) . . ?
N12 C5 C6 109.0(2) . . ?
N12 C5 C15 123.4(3) . . ?
C6 C5 C15 127.6(3) . . ?
C7 C6 C5 108.8(2) . . ?
C9 C8 C10 121.6(2) . . ?
C9 C8 C19 119.1(2) . . ?
C10 C8 C19 119.3(2) . . ?
C6 C7 C10 106.0(2) . . ?
C6 C7 C16 125.2(3) . . ?
C10 C7 C16 128.8(3) . . ?
C8 C9 N11 120.0(2) . . ?
C8 C9 C1 131.8(2) . . ?
N11 C9 C1 108.1(2) . . ?
C8 C10 N12 120.0(2) . . ?
C8 C10 C7 131.8(2) . . ?
N12 C10 C7 108.1(2) . . ?
C3 N11 C9 108.1(2) . . ?
C3 N11 B4 127.0(2) . . ?
C9 N11 B4 124.6(2) . . ?
C5 N12 C10 108.1(2) . . ?
C5 N12 B4 126.8(2) . . ?
C10 N12 B4 125.1(2) . . ?
C24 C19 C20 115.4(2) . . ?
C24 C19 C8 122.6(2) . . ?
C20 C19 C8 122.0(2) . . ?
F25 C20 C21 118.6(2) . . ?
F25 C20 C19 119.2(2) . . ?
C21 C20 C19 122.2(2) . . ?
F26 C21 C20 119.5(2) . . ?
F26 C21 C22 117.6(2) . . ?
C20 C21 C22 123.0(2) . . ?
N29 C22 C23 126.3(2) . . ?
N29 C22 C21 119.1(2) . . ?
C23 C22 C21 114.4(2) . . ?
F27 C23 C24 117.9(2) . . ?
F27 C23 C22 119.8(2) . . ?
C24 C23 C22 122.2(2) . . ?
F28 C24 C23 118.0(2) . . ?
F28 C24 C19 119.2(2) . . ?
C23 C24 C19 122.8(2) . . ?
C22 N29 C30 124.6(2) . . ?
N29 C30 C31 107.3(2) . . ?
O32 C31 C30 107.4(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
C9 C1 C2 C3 -0.3(3) . . . . ?
C13 C1 C2 C3 -179.7(3) . . . . ?
C1 C2 C3 N11 -0.2(3) . . . . ?
C1 C2 C3 C14 178.3(3) . . . . ?
N12 C5 C6 C7 -0.6(3) . . . . ?
C15 C5 C6 C7 -179.5(3) . . . . ?
C5 C6 C7 C10 0.0(3) . . . . ?
C5 C6 C7 C16 177.2(3) . . . . ?
C10 C8 C9 N11 0.6(4) . . . . ?
C19 C8 C9 N11 -179.1(2) . . . . ?
C10 C8 C9 C1 174.5(3) . . . . ?
C19 C8 C9 C1 -5.1(4) . . . . ?
C2 C1 C9 C8 -173.9(3) . . . . ?
C13 C1 C9 C8 5.5(5) . . . . ?
C2 C1 C9 N11 0.6(3) . . . . ?
C13 C1 C9 N11 180.0(3) . . . . ?
C9 C8 C10 N12 4.5(4) . . . . ?
C19 C8 C10 N12 -175.8(2) . . . . ?
C9 C8 C10 C7 -171.1(3) . . . . ?
C19 C8 C10 C7 8.6(4) . . . . ?
C6 C7 C10 C8 176.6(3) . . . . ?
C16 C7 C10 C8 -0.4(5) . . . . ?
C6 C7 C10 N12 0.6(3) . . . . ?
C16 C7 C10 N12 -176.4(3) . . . . ?
C2 C3 N11 C9 0.5(3) . . . . ?
C14 C3 N11 C9 -178.0(3) . . . . ?
C2 C3 N11 B4 -172.8(2) . . . . ?
C14 C3 N11 B4 8.7(4) . . . . ?
C8 C9 N11 C3 174.6(2) . . . . ?
C1 C9 N11 C3 -0.7(3) . . . . ?
C8 C9 N11 B4 -11.9(4) . . . . ?
C1 C9 N11 B4 172.8(2) . . . . ?
F18 B4 N11 C3 -51.0(3) . . . . ?
F17 B4 N11 C3 68.7(3) . . . . ?
N12 B4 N11 C3 -172.2(2) . . . . ?
F18 B4 N11 C9 136.7(2) . . . . ?
F17 B4 N11 C9 -103.6(3) . . . . ?
N12 B4 N11 C9 15.5(3) . . . . ?
C6 C5 N12 C10 1.0(3) . . . . ?
C15 C5 N12 C10 179.9(2) . . . . ?
C6 C5 N12 B4 -178.0(2) . . . . ?
C15 C5 N12 B4 1.0(4) . . . . ?
C8 C10 N12 C5 -177.5(2) . . . . ?
C7 C10 N12 C5 -1.0(3) . . . . ?
C8 C10 N12 B4 1.5(4) . . . . ?
C7 C10 N12 B4 178.0(2) . . . . ?
F18 B4 N12 C5 47.1(4) . . . . ?
F17 B4 N12 C5 -72.9(3) . . . . ?
N11 B4 N12 C5 168.5(2) . . . . ?
F18 B4 N12 C10 -131.7(3) . . . . ?
F17 B4 N12 C10 108.3(3) . . . . ?
N11 B4 N12 C10 -10.3(3) . . . . ?
C9 C8 C19 C24 89.8(3) . . . . ?
C10 C8 C19 C24 -89.9(3) . . . . ?
C9 C8 C19 C20 -89.8(3) . . . . ?
C10 C8 C19 C20 90.5(3) . . . . ?
C24 C19 C20 F25 -179.6(2) . . . . ?
C8 C19 C20 F25 0.0(4) . . . . ?
C24 C19 C20 C21 0.3(4) . . . . ?
C8 C19 C20 C21 179.9(2) . . . . ?
F25 C20 C21 F26 1.3(4) . . . . ?
C19 C20 C21 F26 -178.6(2) . . . . ?
F25 C20 C21 C22 -178.9(2) . . . . ?
C19 C20 C21 C22 1.3(4) . . . . ?
F26 C21 C22 N29 1.5(3) . . . . ?
C20 C21 C22 N29 -178.4(2) . . . . ?
F26 C21 C22 C23 177.4(2) . . . . ?
C20 C21 C22 C23 -2.4(4) . . . . ?
N29 C22 C23 F27 0.0(4) . . . . ?
C21 C22 C23 F27 -175.6(2) . . . . ?
N29 C22 C23 C24 177.9(2) . . . . ?
C21 C22 C23 C24 2.3(4) . . . . ?
F27 C23 C24 F28 -2.6(3) . . . . ?
C22 C23 C24 F28 179.6(2) . . . . ?
F27 C23 C24 C19 177.0(2) . . . . ?
C22 C23 C24 C19 -0.9(4) . . . . ?
C20 C19 C24 F28 179.1(2) . . . . ?
C8 C19 C24 F28 -0.5(4) . . . . ?
C20 C19 C24 C23 -0.4(4) . . . . ?
C8 C19 C24 C23 180.0(2) . . . . ?
C23 C22 N29 C30 26.5(4) . . . . ?
C21 C22 N29 C30 -158.1(2) . . . . ?
C22 N29 C30 C31 173.5(2) . . . . ?
N29 C30 C31 O32 -59.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N29 H29 O32 0.88(3) 2.29(3) 2.736(3) 111(2) . yes
O32 H32 F17 0.80(4) 2.00(4) 2.799(3) 171(4) 4_664 yes

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_kjf202
_database_code_depnum_ccdc_archive 'CCDC 1975112'
loop_
_audit_author_name
_audit_author_address
'Mathias Senge'
;Trinity College Dublin
Republic of Ireland
;
_audit_update_record             
;
2020-01-02 deposited with the CCDC.	2020-03-06 downloaded from the CCDC.
;
_audit_creation_date             2017-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
8-(4-N-Propargylamino-3-nitrophenyl)-bordipyrromethane
_chemical_formula_moiety         'C18 H13 B F2 N4 O2'
_chemical_formula_sum            'C18 H13 B F2 N4 O2'
_chemical_formula_weight         366.13
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.6304(2)
_cell_length_b                   9.5936(2)
_cell_length_c                   11.6142(3)
_cell_angle_alpha                110.5569(10)
_cell_angle_beta                 92.1349(11)
_cell_angle_gamma                98.3717(10)
_cell_volume                     783.98(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9381
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.81
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0449 before and 0.0420 after correction. The Ratio of minimum to maximum transmission is 0.9550. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.325
_exptl_crystal_size_min          0.234
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0062
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            98665
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.900
_diffrn_reflns_theta_min         1.881
_diffrn_ambient_temperature      100.01
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3527
_reflns_number_total             3744
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX 3 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3744
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+0.3296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0845
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N2-H2
 0.86 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17), C20(H20)
3.c :
 C23(H23)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F13 F 0.61422(8) -0.12396(7) 0.23400(6) 0.02057(14) Uani 1 1 d . . . . .
F14 F 0.91140(8) -0.11528(7) 0.22883(6) 0.01936(14) Uani 1 1 d . . . . .
O1 O 0.88704(10) 0.32689(8) 0.99366(7) 0.01839(16) Uani 1 1 d . . . . .
O2 O 0.78138(10) 0.52889(8) 1.09163(6) 0.01718(16) Uani 1 1 d . . . . .
N1 N 0.80708(10) 0.42981(9) 0.99398(7) 0.01261(16) Uani 1 1 d . . . . .
N2 N 0.60769(11) 0.66110(9) 0.97181(7) 0.01389(17) Uani 1 1 d D . . . .
H2 H 0.6590(19) 0.6713(17) 1.0428(10) 0.027(4) Uiso 1 1 d D . . . .
N10 N 0.78702(11) -0.06517(9) 0.42613(7) 0.01384(17) Uani 1 1 d . . . . .
N11 N 0.80459(11) 0.12039(9) 0.32302(7) 0.01403(17) Uani 1 1 d . . . . .
C1 C 0.71101(13) -0.02733(11) 0.62066(9) 0.01568(19) Uani 1 1 d . . . . .
H1 H 0.6748 0.0180 0.7008 0.019 Uiso 1 1 calc R . . . .
C2 C 0.74181(14) -0.17436(11) 0.56799(10) 0.0183(2) Uani 1 1 d . . . . .
H2A H 0.7344 -0.2477 0.6060 0.022 Uiso 1 1 calc R . . . .
C3 C 0.78603(14) -0.19410(11) 0.44762(9) 0.0173(2) Uani 1 1 d . . . . .
H3 H 0.8116 -0.2854 0.3898 0.021 Uiso 1 1 calc R . . . .
C5 C 0.85241(13) 0.18968(12) 0.24336(9) 0.0170(2) Uani 1 1 d . . . . .
H5 H 0.8741 0.1396 0.1601 0.020 Uiso 1 1 calc R . . . .
C6 C 0.86549(14) 0.34624(12) 0.30118(9) 0.0181(2) Uani 1 1 d . . . . .
H6 H 0.8973 0.4202 0.2652 0.022 Uiso 1 1 calc R . . . .
C7 C 0.82288(13) 0.37253(11) 0.42156(9) 0.01558(19) Uani 1 1 d . . . . .
H7 H 0.8269(18) 0.4696(16) 0.4859(13) 0.020(3) Uiso 1 1 d . . . . .
C8 C 0.74542(12) 0.19231(11) 0.53969(8) 0.01249(18) Uani 1 1 d . . . . .
C9 C 0.74352(12) 0.04294(11) 0.53289(9) 0.01333(18) Uani 1 1 d . . . . .
C12 C 0.78407(12) 0.23072(11) 0.43524(8) 0.01329(18) Uani 1 1 d . . . . .
C15 C 0.71144(12) 0.31074(10) 0.65378(8) 0.01274(18) Uani 1 1 d . . . . .
C16 C 0.61036(13) 0.42076(11) 0.64757(9) 0.01386(18) Uani 1 1 d . . . . .
H16 H 0.5627 0.4153 0.5691 0.017 Uiso 1 1 calc R . . . .
C17 C 0.57894(13) 0.53503(11) 0.75122(9) 0.01409(18) Uani 1 1 d . . . . .
H17 H 0.5124 0.6076 0.7423 0.017 Uiso 1 1 calc R . . . .
C18 C 0.64302(12) 0.54811(10) 0.87175(9) 0.01230(18) Uani 1 1 d . . . . .
C19 C 0.73959(12) 0.43380(10) 0.87667(8) 0.01202(18) Uani 1 1 d . . . . .
C20 C 0.77569(12) 0.32049(10) 0.77057(9) 0.01249(18) Uani 1 1 d . . . . .
H20 H 0.8451 0.2490 0.7782 0.015 Uiso 1 1 calc R . . . .
C21 C 0.53671(13) 0.79022(11) 0.96198(9) 0.01508(19) Uani 1 1 d . . . . .
H21A H 0.4935 0.8464 1.0417 0.018 Uiso 1 1 calc R . . . .
H21B H 0.4342 0.7536 0.8980 0.018 Uiso 1 1 calc R . . . .
C22 C 0.67223(14) 0.89267(11) 0.92961(9) 0.0164(2) Uani 1 1 d . . . . .
C23 C 0.78917(15) 0.97329(12) 0.90756(10) 0.0199(2) Uani 1 1 d . . . . .
H23 H 0.8826 1.0377 0.8900 0.024 Uiso 1 1 calc R . . . .
B4 B 0.78026(15) -0.05052(12) 0.29803(10) 0.0148(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F13 B4 1.3988(12) . ?
F14 B4 1.3869(12) . ?
O1 N1 1.2329(11) . ?
O2 N1 1.2419(11) . ?
N1 C19 1.4537(12) . ?
N2 H2 0.867(9) . ?
N2 C18 1.3498(12) . ?
N2 C21 1.4597(12) . ?
N10 C3 1.3441(13) . ?
N10 C9 1.3968(12) . ?
N10 B4 1.5425(13) . ?
N11 C5 1.3481(13) . ?
N11 C12 1.3922(12) . ?
N11 B4 1.5428(13) . ?
C1 H1 0.9500 . ?
C1 C2 1.3857(14) . ?
C1 C9 1.4170(13) . ?
C2 H2A 0.9500 . ?
C2 C3 1.4042(14) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.3999(14) . ?
C6 H6 0.9500 . ?
C6 C7 1.3907(14) . ?
C7 H7 0.963(14) . ?
C7 C12 1.4148(13) . ?
C8 C9 1.4051(13) . ?
C8 C12 1.4154(13) . ?
C8 C15 1.4724(12) . ?
C15 C16 1.4144(13) . ?
C15 C20 1.3918(13) . ?
C16 H16 0.9500 . ?
C16 C17 1.3710(13) . ?
C17 H17 0.9500 . ?
C17 C18 1.4220(13) . ?
C18 C19 1.4230(13) . ?
C19 C20 1.3956(13) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.4728(14) . ?
C22 C23 1.1896(16) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 O2 121.78(8) . . ?
O1 N1 C19 118.89(8) . . ?
O2 N1 C19 119.33(8) . . ?
C18 N2 H2 117.4(10) . . ?
C18 N2 C21 122.22(8) . . ?
C21 N2 H2 117.5(10) . . ?
C3 N10 C9 107.94(8) . . ?
C3 N10 B4 125.79(8) . . ?
C9 N10 B4 123.93(8) . . ?
C5 N11 C12 108.12(8) . . ?
C5 N11 B4 126.99(8) . . ?
C12 N11 B4 124.87(8) . . ?
C2 C1 H1 126.3 . . ?
C2 C1 C9 107.38(9) . . ?
C9 C1 H1 126.3 . . ?
C1 C2 H2A 126.6 . . ?
C1 C2 C3 106.86(9) . . ?
C3 C2 H2A 126.6 . . ?
N10 C3 C2 110.17(9) . . ?
N10 C3 H3 124.9 . . ?
C2 C3 H3 124.9 . . ?
N11 C5 H5 124.9 . . ?
N11 C5 C6 110.13(9) . . ?
C6 C5 H5 124.9 . . ?
C5 C6 H6 126.7 . . ?
C7 C6 C5 106.68(9) . . ?
C7 C6 H6 126.7 . . ?
C6 C7 H7 126.5(8) . . ?
C6 C7 C12 107.54(9) . . ?
C12 C7 H7 125.9(8) . . ?
C9 C8 C12 119.33(8) . . ?
C9 C8 C15 121.55(8) . . ?
C12 C8 C15 119.11(8) . . ?
N10 C9 C1 107.60(8) . . ?
N10 C9 C8 120.43(8) . . ?
C8 C9 C1 131.91(9) . . ?
N11 C12 C7 107.53(8) . . ?
N11 C12 C8 120.95(9) . . ?
C7 C12 C8 131.32(9) . . ?
C16 C15 C8 120.16(8) . . ?
C20 C15 C8 122.57(8) . . ?
C20 C15 C16 117.27(8) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 C15 122.11(9) . . ?
C17 C16 H16 118.9 . . ?
C16 C17 H17 119.0 . . ?
C16 C17 C18 121.91(9) . . ?
C18 C17 H17 119.0 . . ?
N2 C18 C17 120.27(9) . . ?
N2 C18 C19 124.43(9) . . ?
C17 C18 C19 115.28(8) . . ?
C18 C19 N1 121.23(8) . . ?
C20 C19 N1 116.31(8) . . ?
C20 C19 C18 122.46(8) . . ?
C15 C20 C19 120.90(9) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.5 . . ?
N2 C21 H21A 109.3 . . ?
N2 C21 H21B 109.3 . . ?
N2 C21 C22 111.59(8) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C23 C22 C21 176.04(11) . . ?
C22 C23 H23 180.0 . . ?
F13 B4 N10 108.66(8) . . ?
F13 B4 N11 110.79(8) . . ?
F14 B4 F13 108.50(8) . . ?
F14 B4 N10 111.98(8) . . ?
F14 B4 N11 111.02(8) . . ?
N10 B4 N11 105.87(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 F13 0.867(9) 2.468(14) 3.0127(10) 121.4(12) 1_566
N2 H2 O2 0.867(9) 1.984(13) 2.6256(11) 129.9(13) .
C20 H20 F14 0.95 2.40 3.3097(11) 161.3 2_756
C21 H21A F13 0.99 2.29 2.9835(11) 126.3 1_566

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
O1 N1 C19 C18 178.62(8) . . . . ?
O1 N1 C19 C20 -1.69(13) . . . . ?
O2 N1 C19 C18 -0.69(13) . . . . ?
O2 N1 C19 C20 179.00(8) . . . . ?
N1 C19 C20 C15 177.60(8) . . . . ?
N2 C18 C19 N1 0.82(14) . . . . ?
N2 C18 C19 C20 -178.85(9) . . . . ?
N11 C5 C6 C7 -0.19(12) . . . . ?
C1 C2 C3 N10 1.29(12) . . . . ?
C2 C1 C9 N10 2.27(11) . . . . ?
C2 C1 C9 C8 -174.80(10) . . . . ?
C3 N10 C9 C1 -1.48(11) . . . . ?
C3 N10 C9 C8 175.99(9) . . . . ?
C3 N10 B4 F13 66.82(12) . . . . ?
C3 N10 B4 F14 -53.01(13) . . . . ?
C3 N10 B4 N11 -174.13(9) . . . . ?
C5 N11 C12 C7 -0.41(11) . . . . ?
C5 N11 C12 C8 -175.79(9) . . . . ?
C5 N11 B4 F13 -80.54(12) . . . . ?
C5 N11 B4 F14 40.09(13) . . . . ?
C5 N11 B4 N10 161.82(9) . . . . ?
C5 C6 C7 C12 -0.07(11) . . . . ?
C6 C7 C12 N11 0.29(11) . . . . ?
C6 C7 C12 C8 175.01(10) . . . . ?
C8 C15 C16 C17 -178.47(9) . . . . ?
C8 C15 C20 C19 -179.54(8) . . . . ?
C9 N10 C3 C2 0.14(11) . . . . ?
C9 N10 B4 F13 -93.70(10) . . . . ?
C9 N10 B4 F14 146.47(9) . . . . ?
C9 N10 B4 N11 25.35(12) . . . . ?
C9 C1 C2 C3 -2.16(11) . . . . ?
C9 C8 C12 N11 5.72(14) . . . . ?
C9 C8 C12 C7 -168.41(10) . . . . ?
C9 C8 C15 C16 -141.20(9) . . . . ?
C9 C8 C15 C20 38.94(13) . . . . ?
C12 N11 C5 C6 0.38(11) . . . . ?
C12 N11 B4 F13 101.05(10) . . . . ?
C12 N11 B4 F14 -138.32(9) . . . . ?
C12 N11 B4 N10 -16.59(12) . . . . ?
C12 C8 C9 N10 2.83(13) . . . . ?
C12 C8 C9 C1 179.59(10) . . . . ?
C12 C8 C15 C16 39.96(13) . . . . ?
C12 C8 C15 C20 -139.89(9) . . . . ?
C15 C8 C9 N10 -176.01(8) . . . . ?
C15 C8 C9 C1 0.75(16) . . . . ?
C15 C8 C12 N11 -175.42(8) . . . . ?
C15 C8 C12 C7 10.46(15) . . . . ?
C15 C16 C17 C18 -1.36(15) . . . . ?
C16 C15 C20 C19 0.60(14) . . . . ?
C16 C17 C18 N2 -179.20(9) . . . . ?
C16 C17 C18 C19 -0.65(14) . . . . ?
C17 C18 C19 N1 -177.66(8) . . . . ?
C17 C18 C19 C20 2.66(13) . . . . ?
C18 N2 C21 C22 -72.46(11) . . . . ?
C18 C19 C20 C15 -2.71(14) . . . . ?
C20 C15 C16 C17 1.39(14) . . . . ?
C21 N2 C18 C17 -12.82(14) . . . . ?
C21 N2 C18 C19 168.77(9) . . . . ?
B4 N10 C3 C2 -162.96(9) . . . . ?
B4 N10 C9 C1 162.00(9) . . . . ?
B4 N10 C9 C8 -20.53(13) . . . . ?
B4 N11 C5 C6 -178.25(9) . . . . ?
B4 N11 C12 C7 178.25(9) . . . . ?
B4 N11 C12 C8 2.88(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
