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

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

data_14
_database_code_depnum_ccdc_archive 'CCDC 2094606'
loop_
_audit_author_name
_audit_author_address
'tianhong chen'
;Beijing Normal University
China
;
_audit_update_record             
;
2021-07-06 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
10-((2-acetamidocyclohexyl)iminio)-5,5-difluoro-5H,10H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-5-uide
_chemical_name_common            BODIPY-DACO
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H21 B F2 N4 O'
_chemical_formula_weight         346.19

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'

_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'

_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+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.9883(16)
_cell_length_b                   11.1112(16)
_cell_length_c                   17.485(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1746.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1106
_cell_measurement_theta_min      2.9920
_cell_measurement_theta_max      28.4560

_exptl_crystal_description       stick
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.62902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4429
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.915
_diffrn_reflns_theta_max         25.001
_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_point_group_measured_fraction_full 0.921
_reflns_number_total             2833
_reflns_number_gt                1830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.599
_reflns_Friedel_fraction_max     0.816
_reflns_Friedel_fraction_full    0.817

_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       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0354P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 475 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(7)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         2833
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1166
_refine_ls_wR_factor_gt          0.0864
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_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
F001 F 0.4528(4) 0.3497(2) 0.41758(17) 0.0819(9) Uani 1 1 d . . . . .
O002 O 0.5796(5) 0.9845(3) 0.4025(2) 0.0725(10) Uani 1 1 d . . . . .
F003 F 0.6828(4) 0.3483(3) 0.36762(18) 0.0922(11) Uani 1 1 d . . . . .
N004 N 0.6994(5) 1.0134(3) 0.5144(2) 0.0584(10) Uani 1 1 d . . . . .
H004 H 0.782254 1.033881 0.535240 0.070 Uiso 1 1 calc R U . . .
N005 N 0.5562(4) 0.7811(3) 0.49547(19) 0.0567(10) Uani 1 1 d . . . . .
H005 H 0.528037 0.831483 0.461064 0.068 Uiso 1 1 calc R U . . .
N006 N 0.6420(5) 0.4588(3) 0.4836(2) 0.0609(11) Uani 1 1 d . . . . .
N007 N 0.5445(5) 0.5323(3) 0.3619(2) 0.0578(10) Uani 1 1 d . . . . .
C008 C 0.6879(6) 1.0237(4) 0.4370(3) 0.0581(13) Uani 1 1 d . . . . .
C009 C 0.6906(5) 0.5652(4) 0.5914(3) 0.0636(13) Uani 1 1 d . . . . .
H009 H 0.696588 0.627279 0.626997 0.076 Uiso 1 1 calc R U . . .
C00A C 0.6309(5) 0.5732(4) 0.5169(3) 0.0548(12) Uani 1 1 d . . . . .
C00B C 0.5782(5) 0.8327(4) 0.5722(2) 0.0528(11) Uani 1 1 d . . . . .
H00B H 0.673781 0.805160 0.592649 0.063 Uiso 1 1 calc R U . . .
C00C C 0.7059(6) 0.3854(5) 0.5359(4) 0.0756(16) Uani 1 1 d . . . . .
H00C H 0.725096 0.303974 0.528499 0.091 Uiso 1 1 calc R U . . .
C00D C 0.5733(5) 0.6685(4) 0.4712(2) 0.0487(11) Uani 1 1 d . . . . .
C00E C 0.5377(5) 0.6464(4) 0.3928(2) 0.0519(11) Uani 1 1 d . . . . .
C00F C 0.4549(6) 0.7953(5) 0.6261(3) 0.0692(14) Uani 1 1 d . . . . .
H00A H 0.452633 0.708169 0.629813 0.083 Uiso 1 1 calc R U . . .
H00D H 0.360041 0.821802 0.605791 0.083 Uiso 1 1 calc R U . . .
C00G C 0.4947(6) 0.7246(4) 0.3347(2) 0.0617(13) Uani 1 1 d . . . . .
H00G H 0.480500 0.807222 0.339435 0.074 Uiso 1 1 calc R U . . .
C00H C 0.4766(6) 0.6569(4) 0.2678(3) 0.0727(15) Uani 1 1 d . . . . .
H00H H 0.449135 0.685958 0.219987 0.087 Uiso 1 1 calc R U . . .
C00I C 0.5814(6) 0.9704(4) 0.5640(2) 0.0568(12) Uani 1 1 d . . . . .
H00I H 0.485978 0.996548 0.542638 0.068 Uiso 1 1 calc R U . . .
C00J C 0.8136(6) 1.0826(4) 0.3972(3) 0.0768(16) Uani 1 1 d . . . . .
H00E H 0.845539 1.033159 0.355329 0.115 Uiso 1 1 calc R U . . .
H00F H 0.894638 1.093391 0.432380 0.115 Uiso 1 1 calc R U . . .
H00J H 0.782325 1.159627 0.378216 0.115 Uiso 1 1 calc R U . . .
C00K C 0.7383(6) 0.4486(5) 0.6018(4) 0.0767(17) Uani 1 1 d . . . . .
H00K H 0.784187 0.417923 0.645320 0.092 Uiso 1 1 calc R U . . .
C00L C 0.5071(7) 0.5392(4) 0.2863(3) 0.0730(15) Uani 1 1 d . . . . .
H00L H 0.502990 0.474527 0.252647 0.088 Uiso 1 1 calc R U . . .
C00M C 0.4819(8) 0.9851(5) 0.6994(3) 0.0899(18) Uani 1 1 d . . . . .
H00M H 0.385279 1.014048 0.682885 0.108 Uiso 1 1 calc R U . . .
H00N H 0.502397 1.019288 0.749306 0.108 Uiso 1 1 calc R U . . .
C00N C 0.4775(7) 0.8490(5) 0.7058(3) 0.0828(17) Uani 1 1 d . . . . .
H00O H 0.396571 0.824790 0.739109 0.099 Uiso 1 1 calc R U . . .
H00P H 0.569945 0.819741 0.727518 0.099 Uiso 1 1 calc R U . . .
C00O C 0.5991(7) 1.0272(5) 0.6434(3) 0.0785(17) Uani 1 1 d . . . . .
H00Q H 0.696700 1.007377 0.663426 0.094 Uiso 1 1 calc R U . . .
H00R H 0.593290 1.114089 0.638651 0.094 Uiso 1 1 calc R U . . .
B1 B 0.5811(7) 0.4184(5) 0.4055(4) 0.0644(16) 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
F001 B1 1.399(7) . ?
O002 C008 1.225(6) . ?
F003 B1 1.372(6) . ?
N004 C008 1.361(6) . ?
N004 C00I 1.451(6) . ?
N004 H004 0.8600 . ?
N005 C00D 1.330(5) . ?
N005 C00B 1.472(5) . ?
N005 H005 0.8600 . ?
N006 C00C 1.353(6) . ?
N006 C00A 1.401(5) . ?
N006 B1 1.538(7) . ?
N007 C00L 1.366(6) . ?
N007 C00E 1.380(5) . ?
N007 B1 1.514(6) . ?
C008 C00J 1.481(7) . ?
C009 C00K 1.377(7) . ?
C009 C00A 1.413(6) . ?
C009 H009 0.9300 . ?
C00A C00D 1.424(6) . ?
C00B C00F 1.513(6) . ?
C00B C00I 1.537(5) . ?
C00B H00B 0.9800 . ?
C00C C00K 1.381(7) . ?
C00C H00C 0.9300 . ?
C00D C00E 1.428(5) . ?
C00E C00G 1.392(5) . ?
C00F C00N 1.529(6) . ?
C00F H00A 0.9700 . ?
C00F H00D 0.9700 . ?
C00G C00H 1.400(6) . ?
C00G H00G 0.9300 . ?
C00H C00L 1.374(6) . ?
C00H H00H 0.9300 . ?
C00I C00O 1.533(6) . ?
C00I H00I 0.9800 . ?
C00J H00E 0.9600 . ?
C00J H00F 0.9600 . ?
C00J H00J 0.9600 . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M C00O 1.512(7) . ?
C00M C00N 1.517(7) . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00N H00O 0.9700 . ?
C00N H00P 0.9700 . ?
C00O H00Q 0.9700 . ?
C00O H00R 0.9700 . ?

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
C008 N004 C00I 124.5(4) . . ?
C008 N004 H004 117.8 . . ?
C00I N004 H004 117.8 . . ?
C00D N005 C00B 130.0(3) . . ?
C00D N005 H005 115.0 . . ?
C00B N005 H005 115.0 . . ?
C00C N006 C00A 107.3(4) . . ?
C00C N006 B1 125.1(4) . . ?
C00A N006 B1 127.4(4) . . ?
C00L N007 C00E 108.4(4) . . ?
C00L N007 B1 126.1(4) . . ?
C00E N007 B1 125.5(4) . . ?
O002 C008 N004 121.4(5) . . ?
O002 C008 C00J 122.2(5) . . ?
N004 C008 C00J 116.5(5) . . ?
C00K C009 C00A 107.4(5) . . ?
C00K C009 H009 126.3 . . ?
C00A C009 H009 126.3 . . ?
N006 C00A C009 107.4(4) . . ?
N006 C00A C00D 117.9(4) . . ?
C009 C00A C00D 134.7(4) . . ?
N005 C00B C00F 111.3(4) . . ?
N005 C00B C00I 107.8(3) . . ?
C00F C00B C00I 110.2(4) . . ?
N005 C00B H00B 109.2 . . ?
C00F C00B H00B 109.2 . . ?
C00I C00B H00B 109.2 . . ?
N006 C00C C00K 110.3(5) . . ?
N006 C00C H00C 124.9 . . ?
C00K C00C H00C 124.9 . . ?
N005 C00D C00A 124.2(4) . . ?
N005 C00D C00E 116.3(4) . . ?
C00A C00D C00E 119.5(4) . . ?
N007 C00E C00G 107.5(4) . . ?
N007 C00E C00D 121.6(4) . . ?
C00G C00E C00D 130.9(4) . . ?
C00B C00F C00N 111.3(4) . . ?
C00B C00F H00A 109.4 . . ?
C00N C00F H00A 109.4 . . ?
C00B C00F H00D 109.4 . . ?
C00N C00F H00D 109.4 . . ?
H00A C00F H00D 108.0 . . ?
C00E C00G C00H 107.8(4) . . ?
C00E C00G H00G 126.1 . . ?
C00H C00G H00G 126.1 . . ?
C00L C00H C00G 107.0(4) . . ?
C00L C00H H00H 126.5 . . ?
C00G C00H H00H 126.5 . . ?
N004 C00I C00O 109.3(4) . . ?
N004 C00I C00B 113.4(4) . . ?
C00O C00I C00B 109.1(4) . . ?
N004 C00I H00I 108.3 . . ?
C00O C00I H00I 108.3 . . ?
C00B C00I H00I 108.3 . . ?
C008 C00J H00E 109.5 . . ?
C008 C00J H00F 109.5 . . ?
H00E C00J H00F 109.5 . . ?
C008 C00J H00J 109.5 . . ?
H00E C00J H00J 109.5 . . ?
H00F C00J H00J 109.5 . . ?
C009 C00K C00C 107.6(5) . . ?
C009 C00K H00K 126.2 . . ?
C00C C00K H00K 126.2 . . ?
N007 C00L C00H 109.3(4) . . ?
N007 C00L H00L 125.3 . . ?
C00H C00L H00L 125.3 . . ?
C00O C00M C00N 112.0(5) . . ?
C00O C00M H00M 109.2 . . ?
C00N C00M H00M 109.2 . . ?
C00O C00M H00N 109.2 . . ?
C00N C00M H00N 109.2 . . ?
H00M C00M H00N 107.9 . . ?
C00M C00N C00F 109.0(4) . . ?
C00M C00N H00O 109.9 . . ?
C00F C00N H00O 109.9 . . ?
C00M C00N H00P 109.9 . . ?
C00F C00N H00P 109.9 . . ?
H00O C00N H00P 108.3 . . ?
C00M C00O C00I 112.7(5) . . ?
C00M C00O H00Q 109.0 . . ?
C00I C00O H00Q 109.0 . . ?
C00M C00O H00R 109.0 . . ?
C00I C00O H00R 109.0 . . ?
H00Q C00O H00R 107.8 . . ?
F003 B1 F001 108.2(4) . . ?
F003 B1 N007 112.1(5) . . ?
F001 B1 N007 110.7(5) . . ?
F003 B1 N006 110.9(5) . . ?
F001 B1 N006 108.6(5) . . ?
N007 B1 N006 106.3(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
C00I N004 C008 O002 -7.9(7) . . . . ?
C00I N004 C008 C00J 173.1(4) . . . . ?
C00C N006 C00A C009 -0.1(5) . . . . ?
B1 N006 C00A C009 174.6(5) . . . . ?
C00C N006 C00A C00D 177.0(4) . . . . ?
B1 N006 C00A C00D -8.3(7) . . . . ?
C00K C009 C00A N006 0.9(5) . . . . ?
C00K C009 C00A C00D -175.5(5) . . . . ?
C00D N005 C00B C00F -73.1(6) . . . . ?
C00D N005 C00B C00I 166.0(5) . . . . ?
C00A N006 C00C C00K -0.7(6) . . . . ?
B1 N006 C00C C00K -175.6(5) . . . . ?
C00B N005 C00D C00A -5.5(8) . . . . ?
C00B N005 C00D C00E 177.9(5) . . . . ?
N006 C00A C00D N005 179.8(4) . . . . ?
C009 C00A C00D N005 -4.1(8) . . . . ?
N006 C00A C00D C00E -3.7(6) . . . . ?
C009 C00A C00D C00E 172.4(5) . . . . ?
C00L N007 C00E C00G 0.2(6) . . . . ?
B1 N007 C00E C00G -177.5(5) . . . . ?
C00L N007 C00E C00D -179.0(5) . . . . ?
B1 N007 C00E C00D 3.3(7) . . . . ?
N005 C00D C00E N007 -177.1(4) . . . . ?
C00A C00D C00E N007 6.1(7) . . . . ?
N005 C00D C00E C00G 4.0(8) . . . . ?
C00A C00D C00E C00G -172.8(5) . . . . ?
N005 C00B C00F C00N -179.9(4) . . . . ?
C00I C00B C00F C00N -60.4(5) . . . . ?
N007 C00E C00G C00H -0.5(6) . . . . ?
C00D C00E C00G C00H 178.6(5) . . . . ?
C00E C00G C00H C00L 0.6(6) . . . . ?
C008 N004 C00I C00O -151.9(4) . . . . ?
C008 N004 C00I C00B 86.1(5) . . . . ?
N005 C00B C00I N004 -59.7(5) . . . . ?
C00F C00B C00I N004 178.7(4) . . . . ?
N005 C00B C00I C00O 178.2(4) . . . . ?
C00F C00B C00I C00O 56.5(5) . . . . ?
C00A C009 C00K C00C -1.3(6) . . . . ?
N006 C00C C00K C009 1.3(6) . . . . ?
C00E N007 C00L C00H 0.2(6) . . . . ?
B1 N007 C00L C00H 177.9(5) . . . . ?
C00G C00H C00L N007 -0.5(6) . . . . ?
C00O C00M C00N C00F -55.4(7) . . . . ?
C00B C00F C00N C00M 58.7(6) . . . . ?
C00N C00M C00O C00I 54.9(6) . . . . ?
N004 C00I C00O C00M -178.9(4) . . . . ?
C00B C00I C00O C00M -54.3(6) . . . . ?
C00L N007 B1 F003 48.9(8) . . . . ?
C00E N007 B1 F003 -133.9(5) . . . . ?
C00L N007 B1 F001 -72.0(7) . . . . ?
C00E N007 B1 F001 105.3(6) . . . . ?
C00L N007 B1 N006 170.3(5) . . . . ?
C00E N007 B1 N006 -12.5(7) . . . . ?
C00C N006 B1 F003 -48.7(7) . . . . ?
C00A N006 B1 F003 137.4(4) . . . . ?
C00C N006 B1 F001 70.1(6) . . . . ?
C00A N006 B1 F001 -103.8(5) . . . . ?
C00C N006 B1 N007 -170.8(4) . . . . ?
C00A N006 B1 N007 15.3(7) . . . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 2094769'
loop_
_audit_author_name
_audit_author_address
'chen tianhong'
;Beijing Normal University
China
;
_audit_update_record             
;
2021-07-06 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;
_audit_creation_date             2021-06-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            BODIPY-DCH
_chemical_name_systematic        
10-((2-aminocyclohexyl)iminio)-5,5-difluoro-5H,10H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-5-uide
_chemical_formula_moiety         'C15 H19 B F2 N4'
_chemical_formula_sum            'C15 H19 B F2 N4'
_chemical_formula_weight         304.15
_chemical_absolute_configuration unK
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_H-M_alt        'P 41'
_space_group_name_Hall           'P 4w'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   10.5675(8)
_cell_length_b                   10.5675(8)
_cell_length_c                   13.404(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1496.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1342
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.4040
_cell_measurement_theta_min      2.6160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38276
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0947
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -12
_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            4917
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         3.121
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 108.00   1.00   45.00    --   30.00  54.00-150.00  182
  2  ω      4.00  29.00   1.00   45.00    --   30.00  54.00 -30.00   25
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0405434000
_diffrn_orient_matrix_UB_12      0.0533814000
_diffrn_orient_matrix_UB_13      -0.0041453000
_diffrn_orient_matrix_UB_21      -0.0533466000
_diffrn_orient_matrix_UB_22      -0.0397923000
_diffrn_orient_matrix_UB_23      0.0065514000
_diffrn_orient_matrix_UB_31      0.0035552000
_diffrn_orient_matrix_UB_32      0.0092356000
_diffrn_orient_matrix_UB_33      0.0522873000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.912
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1785
_reflns_number_total             2626
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2626
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0236P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.1069
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
2. Others
 Fixed Sof: H00A(0.66667) H00B(0.66667) H00C(0.66667)
3.a Ternary CH refined with riding coordinates:
 C008(H008), C00C(H00E)
3.b Secondary CH2 refined with riding coordinates:
 C00H(H00J,H00K), C00I(H00L,H00M), C00K(H00O,H00P), C00L(H00Q,H00R)
3.c Aromatic/amide H refined with riding coordinates:
 N003(H003), C00A(H00D), C00D(H00F), C00E(H00G), C00F(H00H), C00G(H00I),
 C00J(H00N)
3.d Idealised Me refined as rotating group:
 N005(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F001 F 0.9849(3) 0.5478(3) 0.5279(3) 0.0717(11) Uani 1 1 d . . . . .
F002 F 0.9498(3) 0.5449(3) 0.6928(3) 0.0694(11) Uani 1 1 d . . . . .
N003 N 0.5060(4) 0.6418(4) 0.5128(3) 0.0377(10) Uani 1 1 d . . . . .
H003 H 0.4633 0.5732 0.5055 0.045 Uiso 1 1 calc R . . . .
N004 N 0.8330(4) 0.6946(4) 0.5942(3) 0.0405(10) Uani 1 1 d . . . . .
N005 N 0.4467(4) 0.7170(4) 0.3070(3) 0.0428(11) Uani 1 1 d . . . . .
H00A H 0.4018 0.7052 0.2517 0.051 Uiso 0.6667 1 calc GR . P . .
H00B H 0.4959 0.6500 0.3177 0.051 Uiso 0.6667 1 calc GR . P . .
H00C H 0.4947 0.7857 0.3002 0.051 Uiso 0.6667 1 calc GR . P . .
N006 N 0.7850(4) 0.4671(4) 0.5876(3) 0.0401(10) Uani 1 1 d . . . . .
C007 C 0.6634(4) 0.4949(5) 0.5586(3) 0.0344(11) Uani 1 1 d . . . . .
C008 C 0.3601(4) 0.7340(5) 0.3926(3) 0.0355(12) Uani 1 1 d . . . . .
H008 H 0.3109 0.6562 0.4014 0.043 Uiso 1 1 calc R . . . .
C009 C 0.6229(4) 0.6250(4) 0.5455(3) 0.0331(11) Uani 1 1 d . . . . .
C00A C 0.5963(5) 0.3830(5) 0.5480(3) 0.0370(12) Uani 1 1 d . . . . .
H00D H 0.5122 0.3749 0.5287 0.044 Uiso 1 1 calc R . . . .
C00B C 0.7077(5) 0.7244(4) 0.5689(3) 0.0359(11) Uani 1 1 d . . . . .
C00C C 0.4369(5) 0.7578(4) 0.4869(3) 0.0347(12) Uani 1 1 d . . . . .
H00E H 0.4980 0.8256 0.4740 0.042 Uiso 1 1 calc R . . . .
C00D C 0.8927(5) 0.8028(5) 0.6187(4) 0.0540(15) Uani 1 1 d . . . . .
H00F H 0.9771 0.8080 0.6380 0.065 Uiso 1 1 calc R . . . .
C00E C 0.7933(5) 0.3388(5) 0.5951(4) 0.0482(14) Uani 1 1 d . . . . .
H00G H 0.8658 0.2946 0.6134 0.058 Uiso 1 1 calc R . . . .
C00F C 0.6947(5) 0.8561(5) 0.5804(4) 0.0459(13) Uani 1 1 d . . . . .
H00H H 0.6213 0.9025 0.5695 0.055 Uiso 1 1 calc R . . . .
C00G C 0.6797(5) 0.2843(5) 0.5719(4) 0.0432(13) Uani 1 1 d . . . . .
H00I H 0.6612 0.1982 0.5720 0.052 Uiso 1 1 calc R . . . .
C00H C 0.2688(5) 0.8437(5) 0.3732(4) 0.0448(13) Uani 1 1 d . . . . .
H00J H 0.3174 0.9181 0.3550 0.054 Uiso 1 1 calc R . . . .
H00K H 0.2151 0.8222 0.3170 0.054 Uiso 1 1 calc R . . . .
C00I C 0.3538(5) 0.7955(5) 0.5749(4) 0.0471(14) Uani 1 1 d . . . . .
H00L H 0.4074 0.8181 0.6308 0.056 Uiso 1 1 calc R . . . .
H00M H 0.3028 0.7234 0.5947 0.056 Uiso 1 1 calc R . . . .
C00J C 0.8116(5) 0.9051(5) 0.6112(5) 0.0572(16) Uani 1 1 d . . . . .
H00N H 0.8308 0.9895 0.6240 0.069 Uiso 1 1 calc R . . . .
C00K C 0.1862(5) 0.8757(6) 0.4611(4) 0.0602(17) Uani 1 1 d . . . . .
H00O H 0.1317 0.8044 0.4764 0.072 Uiso 1 1 calc R . . . .
H00P H 0.1329 0.9475 0.4448 0.072 Uiso 1 1 calc R . . . .
C00L C 0.2663(5) 0.9069(5) 0.5507(4) 0.0550(15) Uani 1 1 d . . . . .
H00Q H 0.2123 0.9245 0.6075 0.066 Uiso 1 1 calc R . . . .
H00R H 0.3165 0.9818 0.5372 0.066 Uiso 1 1 calc R . . . .
B00M B 0.8925(6) 0.5621(6) 0.6000(5) 0.0465(16) 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
F001 B00M 1.382(7) . ?
F002 B00M 1.396(7) . ?
N003 H003 0.8600 . ?
N003 C009 1.322(5) . ?
N003 C00C 1.468(5) . ?
N004 C00B 1.402(6) . ?
N004 C00D 1.346(6) . ?
N004 B00M 1.537(7) . ?
N005 H00A 0.8900 . ?
N005 H00B 0.8900 . ?
N005 H00C 0.8900 . ?
N005 C008 1.478(5) . ?
N006 C007 1.374(5) . ?
N006 C00E 1.363(6) . ?
N006 B00M 1.526(7) . ?
C007 C009 1.451(6) . ?
C007 C00A 1.386(7) . ?
C008 H008 0.9800 . ?
C008 C00C 1.523(6) . ?
C008 C00H 1.531(6) . ?
C009 C00B 1.416(6) . ?
C00A H00D 0.9300 . ?
C00A C00G 1.402(6) . ?
C00B C00F 1.406(6) . ?
C00C H00E 0.9800 . ?
C00C C00I 1.523(6) . ?
C00D H00F 0.9300 . ?
C00D C00J 1.384(7) . ?
C00E H00G 0.9300 . ?
C00E C00G 1.368(7) . ?
C00F H00H 0.9300 . ?
C00F C00J 1.402(7) . ?
C00G H00I 0.9300 . ?
C00H H00J 0.9700 . ?
C00H H00K 0.9700 . ?
C00H C00K 1.505(7) . ?
C00I H00L 0.9700 . ?
C00I H00M 0.9700 . ?
C00I C00L 1.532(6) . ?
C00J H00N 0.9300 . ?
C00K H00O 0.9700 . ?
C00K H00P 0.9700 . ?
C00K C00L 1.506(7) . ?
C00L H00Q 0.9700 . ?
C00L H00R 0.9700 . ?

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
C009 N003 H003 114.5 . . ?
C009 N003 C00C 130.9(4) . . ?
C00C N003 H003 114.5 . . ?
C00B N004 B00M 127.1(4) . . ?
C00D N004 C00B 108.1(4) . . ?
C00D N004 B00M 124.7(4) . . ?
H00A N005 H00B 109.5 . . ?
H00A N005 H00C 109.5 . . ?
H00B N005 H00C 109.5 . . ?
C008 N005 H00A 109.5 . . ?
C008 N005 H00B 109.5 . . ?
C008 N005 H00C 109.5 . . ?
C007 N006 B00M 125.9(4) . . ?
C00E N006 C007 107.1(4) . . ?
C00E N006 B00M 126.8(4) . . ?
N006 C007 C009 120.9(4) . . ?
N006 C007 C00A 108.9(4) . . ?
C00A C007 C009 130.2(5) . . ?
N005 C008 H008 108.7 . . ?
N005 C008 C00C 109.5(4) . . ?
N005 C008 C00H 110.5(4) . . ?
C00C C008 H008 108.7 . . ?
C00C C008 C00H 110.6(4) . . ?
C00H C008 H008 108.7 . . ?
N003 C009 C007 116.3(4) . . ?
N003 C009 C00B 124.4(4) . . ?
C00B C009 C007 119.3(4) . . ?
C007 C00A H00D 126.6 . . ?
C007 C00A C00G 106.9(4) . . ?
C00G C00A H00D 126.6 . . ?
N004 C00B C009 119.0(4) . . ?
N004 C00B C00F 106.7(4) . . ?
C00F C00B C009 134.1(5) . . ?
N003 C00C C008 108.9(4) . . ?
N003 C00C H00E 109.0 . . ?
N003 C00C C00I 108.8(4) . . ?
C008 C00C H00E 109.0 . . ?
C008 C00C C00I 112.2(4) . . ?
C00I C00C H00E 109.0 . . ?
N004 C00D H00F 124.6 . . ?
N004 C00D C00J 110.8(5) . . ?
C00J C00D H00F 124.6 . . ?
N006 C00E H00G 124.9 . . ?
N006 C00E C00G 110.2(5) . . ?
C00G C00E H00G 124.9 . . ?
C00B C00F H00H 125.9 . . ?
C00J C00F C00B 108.2(5) . . ?
C00J C00F H00H 125.9 . . ?
C00A C00G H00I 126.6 . . ?
C00E C00G C00A 106.9(5) . . ?
C00E C00G H00I 126.6 . . ?
C008 C00H H00J 108.8 . . ?
C008 C00H H00K 108.8 . . ?
H00J C00H H00K 107.7 . . ?
C00K C00H C008 113.8(4) . . ?
C00K C00H H00J 108.8 . . ?
C00K C00H H00K 108.8 . . ?
C00C C00I H00L 109.1 . . ?
C00C C00I H00M 109.1 . . ?
C00C C00I C00L 112.7(4) . . ?
H00L C00I H00M 107.8 . . ?
C00L C00I H00L 109.1 . . ?
C00L C00I H00M 109.1 . . ?
C00D C00J C00F 106.1(5) . . ?
C00D C00J H00N 126.9 . . ?
C00F C00J H00N 126.9 . . ?
C00H C00K H00O 109.6 . . ?
C00H C00K H00P 109.6 . . ?
C00H C00K C00L 110.3(4) . . ?
H00O C00K H00P 108.1 . . ?
C00L C00K H00O 109.6 . . ?
C00L C00K H00P 109.6 . . ?
C00I C00L H00Q 109.7 . . ?
C00I C00L H00R 109.7 . . ?
C00K C00L C00I 109.8(4) . . ?
C00K C00L H00Q 109.7 . . ?
C00K C00L H00R 109.7 . . ?
H00Q C00L H00R 108.2 . . ?
F001 B00M F002 107.6(5) . . ?
F001 B00M N004 110.7(5) . . ?
F001 B00M N006 112.2(5) . . ?
F002 B00M N004 110.0(5) . . ?
F002 B00M N006 109.5(5) . . ?
N006 B00M N004 106.8(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.165
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_210626-cth
_database_code_depnum_ccdc_archive 'CCDC 2094607'
loop_
_audit_author_name
_audit_author_address
'tianhong chen'
;Beijing Normal University
China
;
_audit_update_record             
;
2021-07-06 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;
_audit_creation_date             2021-06-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            BODIPY-ICO
_chemical_name_systematic        
1-(5,5-difluoro-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)octahydro-2H-benzo[d]imidazol-2-one
_chemical_formula_moiety         'C16 H17 B F2 N4 O'
_chemical_formula_sum            'C16 H17 B F2 N4 O'
_chemical_formula_weight         330.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N B F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   6.9141(2)
_cell_length_b                   9.2485(2)
_cell_length_c                   12.7582(2)
_cell_angle_alpha                93.651(2)
_cell_angle_beta                 101.649(2)
_cell_angle_gamma                97.353(2)
_cell_volume                     789.08(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6188
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      78.3450
_cell_measurement_theta_min      4.8630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8608
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.348
_diffrn_reflns_theta_min         3.552
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  13.00   0.50    0.50    --    0.00  37.00-120.00   84
  2  ω     33.00  89.00   0.50    0.50    --    0.00  77.00 -60.00  112
  3  ω     -6.00  20.00   0.50    0.50    --    0.00 -57.00-120.00   52
  4  ω     52.00  88.00   0.50    0.50    --    0.00  37.00-120.00   72
  5  ω    -34.00  19.00   0.50    0.50    --    0.00  77.00 -60.00  106
  6  ω    -86.00 -51.00   0.50    0.50    --    0.00 -57.00-120.00   70
  7  ω    155.00 196.00   0.50    1.00    --  106.20  82.00-120.00   82
  8  ω     21.00 131.00   0.50    1.00    --  106.20 -82.00-180.00  220
  9  ω     83.00 127.00   0.50    1.00    --  106.20 -82.00  60.00   88
 10  ω     89.00 126.00   0.50    1.00    --  106.20 -61.00  60.00   74
 11  ω     77.00 188.00   0.50    1.00    --  106.20  30.00   0.00  222
 12  ω    106.00 131.00   0.50    1.00    --  106.20 -82.00  90.00   50
 13  ω     79.00 138.00   0.50    1.00    --  106.20 -82.00 -60.00  118
 14  ω     88.00 142.00   0.50    1.00    --  106.20 -82.00-120.00  108
 15  ω     17.00  72.00   0.50    1.00    --  106.20 -61.00  60.00  110
 16  ω    154.00 193.00   0.50    1.00    --  106.20  82.00  90.00   78
 17  ω    122.00 148.00   0.50    1.00    --  106.20  45.00 150.00   52
 18  ω     79.00 109.00   0.50    1.00    --  106.20  45.00 150.00   60
 19  ω    163.00 196.00   0.50    1.00    --  106.20  45.00 150.00   66
 20  ω     31.00 134.00   0.50    1.00    --  106.20 -61.00-180.00  206
 21  ω     75.00 196.00   0.50    1.00    --  106.20  30.00 -90.00  242
 22  ω     84.00 118.00   0.50    1.00    --  106.20 -82.00   0.00   68
 23  ω    115.00 149.00   0.50    1.00    --  106.20  30.00  90.00   68
 24  ω    159.00 191.00   0.50    1.00    --  106.20  30.00  90.00   64
 25  ω     45.00  80.00   0.50    1.00    --  106.20 -82.00   0.00   70
 26  ω     85.00 122.00   0.50    1.00    --  106.20  82.00-120.00   74
 27  ω     71.00 124.00   0.50    1.00    --  106.20  82.00  90.00  106
 28  ω     20.00  61.00   0.50    1.00    --  106.20 -82.00  60.00   82
 29  ω     87.00 142.00   0.50    1.00    --  106.20  30.00  30.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1714511000
_diffrn_orient_matrix_UB_12      -0.0014564000
_diffrn_orient_matrix_UB_13      0.0978811000
_diffrn_orient_matrix_UB_21      -0.0492154000
_diffrn_orient_matrix_UB_22      -0.1678370000
_diffrn_orient_matrix_UB_23      -0.0047836000
_diffrn_orient_matrix_UB_31      0.1450367000
_diffrn_orient_matrix_UB_32      -0.0167073000
_diffrn_orient_matrix_UB_33      -0.0756775000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3111
_reflns_number_total             3273
_reflns_odcompleteness_completeness 99.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.1281
_refine_ls_restrained_S_all      1.199
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+6.0486P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2721
_refine_ls_wR_factor_ref         0.2738
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
2. Others
 Fixed Sof: H00A(0.5) H00I(0.5) H00K(0.5) H00L(0.5) H00E(0.5) H00J(0.5)
 H00M(0.5) H00N(0.5) H00O(0.5) H00P(0.5) H00Q(0.5) H00R(0.5) C00O(0.5)
 H00S(0.5) H00T(0.5) C00P(0.5) H00U(0.5) H00V(0.5) C3(0.5) H3A(0.5) H3B(0.5)
 C7(0.5) H7A(0.5) H7B(0.5)
3.a Ternary CH refined with riding coordinates:
 C00I(H00A), C00I(H00I), C00K(H00M), C00K(H00N)
3.b Secondary CH2 refined with riding coordinates:
 C00J(H00K,H00L), C00J(H00E,H00J), C00M(H00O,H00P), C00M(H00Q,H00R), C00O(H00S,
 H00T), C00P(H00U,H00V), C3(H3A,H3B), C7(H7A,H7B)
3.c Aromatic/amide H refined with riding coordinates:
 N007(H007), C00B(H00B), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G),
 C00H(H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F001 F 0.6967(7) 0.1804(5) 0.5356(3) 0.0557(12) Uani 1 1 d . . . . .
O002 O 0.9484(6) 0.3820(5) 0.1029(3) 0.0377(11) Uani 1 1 d . . . . .
F003 F 0.7618(7) 0.0145(4) 0.4143(4) 0.0613(14) Uani 1 1 d . . . . .
N004 N 0.5436(7) 0.1858(4) 0.3493(3) 0.0228(9) Uani 1 1 d . . . . .
N005 N 0.9060(7) 0.2666(5) 0.4169(3) 0.0258(10) Uani 1 1 d . . . . .
N006 N 0.7192(7) 0.4755(5) 0.1896(4) 0.0303(11) Uani 1 1 d . . . . .
N007 N 0.8403(9) 0.6042(5) 0.0714(4) 0.0347(12) Uani 1 1 d . . . . .
H007 H 0.9072 0.6298 0.0239 0.042 Uiso 1 1 calc R . . . .
C008 C 0.5447(8) 0.2831(6) 0.2703(4) 0.0212(10) Uani 1 1 d . . . . .
C009 C 0.8951(8) 0.3701(6) 0.3414(4) 0.0226(10) Uani 1 1 d . . . . .
C00A C 0.7200(8) 0.3741(5) 0.2678(4) 0.0221(10) Uani 1 1 d . . . . .
C00B C 0.2346(8) 0.1637(6) 0.2478(5) 0.0278(12) Uani 1 1 d . . . . .
H00B H 0.0993 0.1310 0.2219 0.033 Uiso 1 1 calc R . . . .
C00C C 0.3482(8) 0.2675(6) 0.2069(4) 0.0263(11) Uani 1 1 d . . . . .
H00C H 0.3052 0.3188 0.1482 0.032 Uiso 1 1 calc R . . . .
C00D C 1.0799(8) 0.4639(6) 0.3656(5) 0.0290(12) Uani 1 1 d . . . . .
H00D H 1.1145 0.5442 0.3294 0.035 Uiso 1 1 calc R . . . .
C00E C 0.8510(8) 0.4784(6) 0.1195(4) 0.0265(11) Uani 1 1 d . . . . .
C00F C 1.1991(8) 0.4154(7) 0.4522(5) 0.0351(14) Uani 1 1 d . . . . .
H00F H 1.3293 0.4558 0.4846 0.042 Uiso 1 1 calc R . . . .
C00G C 0.3555(9) 0.1152(6) 0.3345(5) 0.0289(12) Uani 1 1 d . . . . .
H00G H 0.3133 0.0441 0.3766 0.035 Uiso 1 1 calc R . . . .
C00H C 1.0869(9) 0.2930(7) 0.4825(5) 0.0353(14) Uani 1 1 d . . . . .
H00H H 1.1314 0.2389 0.5392 0.042 Uiso 1 1 calc R . . . .
C00I C 0.7064(9) 0.6887(7) 0.1080(5) 0.0356(14) Uani 1 1 d . . . . .
H00A H 0.8049 0.7573 0.1600 0.043 Uiso 0.5 1 calc R . P A 2
H00I H 0.5944 0.6609 0.0465 0.043 Uiso 0.5 1 calc R . P B 1
C00J C 0.4942(11) 0.8761(6) 0.1321(5) 0.0391(15) Uani 1 1 d . . . . .
H00K H 0.3911 0.9257 0.0925 0.047 Uiso 0.5 1 calc R . P C 2
H00L H 0.5966 0.9505 0.1744 0.047 Uiso 0.5 1 calc R . P C 2
H00E H 0.5102 0.9774 0.1612 0.047 Uiso 0.5 1 calc R . P D 1
H00J H 0.3986 0.8662 0.0640 0.047 Uiso 0.5 1 calc R . P D 1
C00K C 0.6227(13) 0.6025(7) 0.1845(6) 0.050(2) Uani 1 1 d . . . . .
H00M H 0.7112 0.6562 0.2488 0.060 Uiso 0.5 1 calc R . P E 1
H00N H 0.5058 0.5553 0.1309 0.060 Uiso 0.5 1 calc R . P F 2
B00L B 0.7273(10) 0.1563(7) 0.4322(5) 0.0318(14) Uani 1 1 d . . . . .
C00M C 0.4044(17) 0.7822(9) 0.2076(7) 0.072(3) Uani 1 1 d . . . . .
H00O H 0.4490 0.8313 0.2795 0.087 Uiso 0.5 1 calc R . P G 1
H00P H 0.2607 0.7789 0.1885 0.087 Uiso 0.5 1 calc R . P G 1
H00Q H 0.3878 0.8473 0.2668 0.087 Uiso 0.5 1 calc R . P H 2
H00R H 0.2716 0.7387 0.1695 0.087 Uiso 0.5 1 calc R . P H 2
C00O C 0.5794(18) 0.7990(12) 0.0574(9) 0.027(2) Uani 0.5 1 d . . P I 2
H00S H 0.6614 0.8688 0.0252 0.032 Uiso 0.5 1 calc R . P I 2
H00T H 0.4732 0.7481 0.0005 0.032 Uiso 0.5 1 calc R . P I 2
C00P C 0.7130(19) 0.8427(12) 0.1069(10) 0.029(2) Uani 0.5 1 d . . P I 1
H00U H 0.7285 0.8733 0.0374 0.035 Uiso 0.5 1 calc R . P I 1
H00V H 0.8228 0.8938 0.1617 0.035 Uiso 0.5 1 calc R . P I 1
C3 C 0.446(2) 0.6343(18) 0.2118(14) 0.031(3) Uani 0.5 1 d . . P J 1
H3A H 0.4469 0.6077 0.2842 0.038 Uiso 0.5 1 calc R . P J 1
H3B H 0.3356 0.5714 0.1643 0.038 Uiso 0.5 1 calc R . P J 1
C7 C 0.505(2) 0.6636(15) 0.2545(11) 0.021(3) Uani 0.5 1 d . . P J 2
H7A H 0.5916 0.7009 0.3231 0.026 Uiso 0.5 1 calc R . P J 2
H7B H 0.4057 0.5867 0.2675 0.026 Uiso 0.5 1 calc R . P J 2


_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
F001 B00L 1.386(8) . ?
O002 C00E 1.217(7) . ?
F003 B00L 1.376(8) . ?
N004 C008 1.394(6) . ?
N004 C00G 1.350(7) . ?
N004 B00L 1.545(7) . ?
N005 C009 1.398(6) . ?
N005 C00H 1.341(7) . ?
N005 B00L 1.551(8) . ?
N006 C00A 1.411(6) . ?
N006 C00E 1.399(7) . ?
N006 C00K 1.422(7) . ?
N007 H007 0.8600 . ?
N007 C00E 1.353(7) . ?
N007 C00I 1.414(8) . ?
C008 C00A 1.392(7) . ?
C008 C00C 1.419(7) . ?
C009 C00A 1.381(7) . ?
C009 C00D 1.415(7) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.360(8) . ?
C00B C00G 1.382(8) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00D C00F 1.375(8) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.409(9) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I H00A 0.9800 . ?
C00I H00I 0.9800 . ?
C00I C00K 1.460(8) . ?
C00I C00O 1.521(12) . ?
C00I C00P 1.420(12) . ?
C00J H00K 0.9700 . ?
C00J H00L 0.9700 . ?
C00J H00E 0.9700 . ?
C00J H00J 0.9700 . ?
C00J C00M 1.509(10) . ?
C00J C00O 1.418(12) . ?
C00J C00P 1.671(13) . ?
C00K H00M 0.9800 . ?
C00K H00N 0.9800 . ?
C00K C3 1.398(17) . ?
C00K C7 1.458(16) . ?
C00M H00O 0.9700 . ?
C00M H00P 0.9700 . ?
C00M H00Q 0.9700 . ?
C00M H00R 0.9700 . ?
C00M C3 1.434(17) . ?
C00M C7 1.467(14) . ?
C00O H00S 0.9700 . ?
C00O H00T 0.9700 . ?
C00P H00U 0.9700 . ?
C00P H00V 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?

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
C008 N004 B00L 126.1(5) . . ?
C00G N004 C008 107.1(4) . . ?
C00G N004 B00L 126.7(5) . . ?
C009 N005 B00L 124.9(4) . . ?
C00H N005 C009 108.6(5) . . ?
C00H N005 B00L 125.9(5) . . ?
C00A N006 C00K 126.6(5) . . ?
C00E N006 C00A 121.8(4) . . ?
C00E N006 C00K 110.4(4) . . ?
C00E N007 H007 123.9 . . ?
C00E N007 C00I 112.2(4) . . ?
C00I N007 H007 123.9 . . ?
N004 C008 C00C 107.5(4) . . ?
C00A C008 N004 119.7(4) . . ?
C00A C008 C00C 132.8(5) . . ?
N005 C009 C00D 106.9(5) . . ?
C00A C009 N005 120.8(5) . . ?
C00A C009 C00D 132.0(5) . . ?
C008 C00A N006 119.5(5) . . ?
C009 C00A N006 118.7(5) . . ?
C009 C00A C008 121.7(5) . . ?
C00C C00B H00B 126.0 . . ?
C00C C00B C00G 107.9(5) . . ?
C00G C00B H00B 126.0 . . ?
C008 C00C H00C 126.4 . . ?
C00B C00C C008 107.2(5) . . ?
C00B C00C H00C 126.4 . . ?
C009 C00D H00D 126.1 . . ?
C00F C00D C009 107.9(5) . . ?
C00F C00D H00D 126.1 . . ?
O002 C00E N006 125.6(5) . . ?
O002 C00E N007 127.6(5) . . ?
N007 C00E N006 106.7(5) . . ?
C00D C00F H00F 126.5 . . ?
C00D C00F C00H 107.1(5) . . ?
C00H C00F H00F 126.5 . . ?
N004 C00G C00B 110.3(5) . . ?
N004 C00G H00G 124.9 . . ?
C00B C00G H00G 124.9 . . ?
N005 C00H C00F 109.5(5) . . ?
N005 C00H H00H 125.3 . . ?
C00F C00H H00H 125.3 . . ?
N007 C00I H00A 98.0 . . ?
N007 C00I H00I 97.0 . . ?
N007 C00I C00K 105.3(5) . . ?
N007 C00I C00O 133.5(6) . . ?
N007 C00I C00P 126.0(6) . . ?
C00K C00I H00A 98.0 . . ?
C00K C00I H00I 97.0 . . ?
C00K C00I C00O 115.3(6) . . ?
C00O C00I H00A 98.0 . . ?
C00P C00I H00I 97.0 . . ?
C00P C00I C00K 124.2(7) . . ?
H00K C00J H00L 107.5 . . ?
H00E C00J H00J 107.2 . . ?
C00M C00J H00K 108.6 . . ?
C00M C00J H00L 108.6 . . ?
C00M C00J H00E 107.9 . . ?
C00M C00J H00J 107.9 . . ?
C00M C00J C00P 117.7(6) . . ?
C00O C00J H00K 108.6 . . ?
C00O C00J H00L 108.6 . . ?
C00O C00J C00M 114.8(6) . . ?
C00P C00J H00E 107.9 . . ?
C00P C00J H00J 107.9 . . ?
N006 C00K C00I 105.3(5) . . ?
N006 C00K H00M 95.4 . . ?
N006 C00K H00N 94.2 . . ?
N006 C00K C7 131.2(7) . . ?
C00I C00K H00M 95.4 . . ?
C00I C00K H00N 94.2 . . ?
C3 C00K N006 132.9(9) . . ?
C3 C00K C00I 119.0(8) . . ?
C3 C00K H00M 95.4 . . ?
C7 C00K C00I 121.9(7) . . ?
C7 C00K H00N 94.2 . . ?
F001 B00L N004 110.1(5) . . ?
F001 B00L N005 109.5(5) . . ?
F003 B00L F001 109.8(5) . . ?
F003 B00L N004 110.2(5) . . ?
F003 B00L N005 110.8(5) . . ?
N004 B00L N005 106.4(4) . . ?
C00J C00M H00O 107.8 . . ?
C00J C00M H00P 107.8 . . ?
C00J C00M H00Q 107.2 . . ?
C00J C00M H00R 107.2 . . ?
H00O C00M H00P 107.1 . . ?
H00Q C00M H00R 106.8 . . ?
C3 C00M C00J 118.2(8) . . ?
C3 C00M H00O 107.8 . . ?
C3 C00M H00P 107.8 . . ?
C7 C00M C00J 120.6(8) . . ?
C7 C00M H00Q 107.2 . . ?
C7 C00M H00R 107.2 . . ?
C00I C00O H00S 109.0 . . ?
C00I C00O H00T 109.0 . . ?
C00J C00O C00I 113.1(8) . . ?
C00J C00O H00S 109.0 . . ?
C00J C00O H00T 109.0 . . ?
H00S C00O H00T 107.8 . . ?
C00I C00P C00J 104.8(8) . . ?
C00I C00P H00U 110.8 . . ?
C00I C00P H00V 110.8 . . ?
C00J C00P H00U 110.8 . . ?
C00J C00P H00V 110.8 . . ?
H00U C00P H00V 108.9 . . ?
C00K C3 C00M 117.8(12) . . ?
C00K C3 H3A 107.9 . . ?
C00K C3 H3B 107.9 . . ?
C00M C3 H3A 107.9 . . ?
C00M C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C00K C7 C00M 112.0(9) . . ?
C00K C7 H7A 109.2 . . ?
C00K C7 H7B 109.2 . . ?
C00M C7 H7A 109.2 . . ?
C00M C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.703
_oxdiff_exptl_absorpt_empirical_full_min 0.565
_exptl_crystal_recrystallization_method Sublimation
