# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1888225'
loop_
_audit_author_name
_audit_author_address
'Changjiang Yu'
;Anhui Normal University
China
;
_audit_update_record             
;
2019-01-02 deposited with the CCDC.	2019-03-11 downloaded from the CCDC.
;
_audit_creation_date             2019-01-02
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H13 B F2 N3 O2'
_chemical_formula_sum            'C14 H13 B F2 N3 O2'
_chemical_formula_weight         304.08
_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      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.3108(5)
_cell_length_b                   6.7983(5)
_cell_length_c                   14.1226(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.598(2)
_cell_angle_gamma                90
_cell_volume                     701.63(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6520
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.27
_cell_measurement_theta_min      3.10
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6396
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16521
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.103
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1128
_reflns_number_total             1347
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²+0.2030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1038
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, H00L of C00K
 At 1.2 times of:
  H00D of C00D, H00E of C00E, H00F of C00F, H00G of C00G, H00H of C00H, H00A
  of C00A, H00C of C00C, H00I of C00I
2. Others
 Fixed Sof: H00B(0.5) H00J(0.5) H00K(0.5) H00L(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I)
3.b Idealised Me refined as rotating group:
 C00J(H00B,H00J,H00K)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.00206(13) 0.58473(19) 0.30552(8) 0.0604(4) Uani 1 1 d . . . . .
O002 O 0.1799(2) 0.7500 0.19312(11) 0.0445(5) Uani 1 2 d S T P . .
O003 O 0.7560(2) 0.7500 -0.13242(11) 0.0502(5) Uani 1 2 d S T P . .
N004 N 0.2897(2) 0.7500 0.34732(12) 0.0351(5) Uani 1 2 d S T P . .
N005 N 0.4856(3) 0.7500 0.58896(13) 0.0369(5) Uani 1 2 d S T P . .
N006 N 0.4368(2) 0.7500 0.28644(12) 0.0367(5) Uani 1 2 d S T P . .
C007 C 0.3615(3) 0.7500 0.20168(15) 0.0339(5) Uani 1 2 d S T P . .
C008 C 0.4834(3) 0.7500 0.49064(15) 0.0322(5) Uani 1 2 d S T P . .
C009 C 0.4690(3) 0.7500 0.11662(15) 0.0343(5) Uani 1 2 d S T P . .
C00A C 0.3154(3) 0.7500 0.43846(15) 0.0348(5) Uani 1 2 d S T P . .
H00A H 0.2102 0.7500 0.4740 0.042 Uiso 1 2 calc RS T P . .
C00B C 0.6708(3) 0.7500 -0.04800(15) 0.0368(5) Uani 1 2 d S T P . .
C00C C 0.7605(3) 0.7500 0.04066(16) 0.0386(6) Uani 1 2 d S T P . .
H00C H 0.8877 0.7500 0.0451 0.046 Uiso 1 2 calc RS T P . .
C00D C 0.6593(3) 0.7500 0.12139(15) 0.0380(6) Uani 1 2 d S T P . .
H00D H 0.7193 0.7500 0.1803 0.046 Uiso 1 2 calc RS T P . .
C00E C 0.4813(3) 0.7500 -0.05344(16) 0.0407(6) Uani 1 2 d S T P . .
H00E H 0.4213 0.7500 -0.1124 0.049 Uiso 1 2 calc RS T P . .
C00F C 0.6642(3) 0.7500 0.46312(17) 0.0399(6) Uani 1 2 d S T P . .
H00F H 0.7044 0.7500 0.4012 0.048 Uiso 1 2 calc RS T P . .
C00G C 0.3818(3) 0.7500 0.02717(16) 0.0386(6) Uani 1 2 d S T P . .
H00G H 0.2547 0.7500 0.0225 0.046 Uiso 1 2 calc RS T P . .
C00H C 0.6587(4) 0.7500 0.62079(18) 0.0482(7) Uani 1 2 d S T P . .
H00H H 0.6965 0.7500 0.6842 0.058 Uiso 1 2 calc RS T P . .
C00I C 0.7734(3) 0.7500 0.54461(19) 0.0529(7) Uani 1 2 d S T P . .
H00I H 0.9007 0.7500 0.5476 0.063 Uiso 1 2 calc RS T P . .
C00J C 0.3282(4) 0.7500 0.65000(18) 0.0555(7) Uani 1 2 d S T P . .
H00B H 0.3648 0.7968 0.7118 0.083 Uiso 0.5 1 calc GR . . A -1
H00J H 0.2812 0.6187 0.6549 0.083 Uiso 0.5 1 calc GR . . A -1
H00K H 0.2349 0.8345 0.6235 0.083 Uiso 0.5 1 calc GR . . A -1
C00K C 0.9518(4) 0.7500 -0.1308(2) 0.0558(8) Uani 1 2 d S T P . .
H00L H 1.002(6) 0.870(7) -0.098(3) 0.084 Uiso 0.5 1 d R . . B -1
B00L B 0.1030(4) 0.7500 0.2883(2) 0.0424(7) Uani 1 2 d S T P . .
H00M H 0.983(4) 0.7500 -0.191(2) 0.049(8) Uiso 1 2 d S T P . .


_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 1.3698(19) . ?
O002 C007 1.329(3) . ?
O002 B00L 1.471(3) . ?
O003 C00B 1.361(3) . ?
O003 C00K 1.431(3) . ?
N004 N006 1.396(2) . ?
N004 C00A 1.296(3) . ?
N004 B00L 1.580(3) . ?
N005 C008 1.388(3) . ?
N005 C00H 1.331(3) . ?
N005 C00J 1.457(3) . ?
N006 C007 1.304(3) . ?
C007 C009 1.454(3) . ?
C008 C00A 1.415(3) . ?
C008 C00F 1.388(3) . ?
C009 C00D 1.391(3) . ?
C009 C00G 1.399(3) . ?
C00A H00A 0.9300 . ?
C00B C00C 1.397(3) . ?
C00B C00E 1.385(3) . ?
C00C H00C 0.9300 . ?
C00C C00D 1.376(3) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00G 1.368(3) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.383(4) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00H C00I 1.383(4) . ?
C00I H00I 0.9300 . ?
C00J H00B 0.9600 . ?
C00J H00J 0.9600 . ?
C00J H00K 0.9600 . ?
C00K H00L 1.00(5) . ?
C00K H00M 0.88(3) . ?
B00L F001 1.3698(19) 4_575 ?

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
C007 O002 B00L 108.86(17) . . ?
C00B O003 C00K 118.0(2) . . ?
N006 N004 B00L 110.12(17) . . ?
C00A N004 N006 121.28(18) . . ?
C00A N004 B00L 128.60(19) . . ?
C008 N005 C00J 127.2(2) . . ?
C00H N005 C008 108.8(2) . . ?
C00H N005 C00J 124.0(2) . . ?
C007 N006 N004 104.64(17) . . ?
O002 C007 C009 119.10(19) . . ?
N006 C007 O002 118.6(2) . . ?
N006 C007 C009 122.3(2) . . ?
N005 C008 C00A 120.5(2) . . ?
C00F C008 N005 107.17(19) . . ?
C00F C008 C00A 132.4(2) . . ?
C00D C009 C007 121.54(19) . . ?
C00D C009 C00G 118.3(2) . . ?
C00G C009 C007 120.2(2) . . ?
N004 C00A C008 128.1(2) . . ?
N004 C00A H00A 115.9 . . ?
C008 C00A H00A 115.9 . . ?
O003 C00B C00C 124.8(2) . . ?
O003 C00B C00E 115.7(2) . . ?
C00E C00B C00C 119.6(2) . . ?
C00B C00C H00C 120.3 . . ?
C00D C00C C00B 119.5(2) . . ?
C00D C00C H00C 120.3 . . ?
C009 C00D H00D 119.3 . . ?
C00C C00D C009 121.3(2) . . ?
C00C C00D H00D 119.3 . . ?
C00B C00E H00E 119.7 . . ?
C00G C00E C00B 120.5(2) . . ?
C00G C00E H00E 119.7 . . ?
C008 C00F H00F 126.3 . . ?
C00I C00F C008 107.4(2) . . ?
C00I C00F H00F 126.3 . . ?
C009 C00G H00G 119.6 . . ?
C00E C00G C009 120.8(2) . . ?
C00E C00G H00G 119.6 . . ?
N005 C00H H00H 125.4 . . ?
N005 C00H C00I 109.2(2) . . ?
C00I C00H H00H 125.4 . . ?
C00F C00I C00H 107.4(2) . . ?
C00F C00I H00I 126.3 . . ?
C00H C00I H00I 126.3 . . ?
N005 C00J H00B 109.5 . . ?
N005 C00J H00J 109.5 . . ?
N005 C00J H00K 109.5 . . ?
H00B C00J H00J 109.5 . . ?
H00B C00J H00K 109.5 . . ?
H00J C00J H00K 109.5 . . ?
O003 C00K H00L 111(3) . . ?
O003 C00K H00M 105.7(17) . . ?
H00L C00K H00M 110(3) . . ?
F001 B00L F001 110.2(2) 4_575 . ?
F001 B00L O002 112.59(14) . . ?
F001 B00L O002 112.59(14) 4_575 . ?
F001 B00L N004 111.58(13) 4_575 . ?
F001 B00L N004 111.58(13) . . ?
O002 B00L N004 97.79(18) . . ?

_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_mo_20180715b_0m
_database_code_depnum_ccdc_archive 'CCDC 1888227'
loop_
_audit_author_name
_audit_author_address
'Changjiang Yu'
;Anhui Normal University
China
;
_audit_update_record             
;
2019-01-02 deposited with the CCDC.	2019-03-11 downloaded from the CCDC.
;
_audit_creation_date             2019-01-02
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H17 B F2 N4 O'
_chemical_formula_sum            'C15 H17 B F2 N4 O'
_chemical_formula_weight         318.13
_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                   7.2781(12)
_cell_length_b                   8.5866(14)
_cell_length_c                   13.586(2)
_cell_angle_alpha                72.984(6)
_cell_angle_beta                 80.919(6)
_cell_angle_gamma                72.590(6)
_cell_volume                     772.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7762
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.63
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0970 before and 0.0707 after correction.
The Ratio of minimum to maximum transmission is 0.7603.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11719
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.942
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2058
_reflns_number_total             2615
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2615
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.0890
_refine_ls_restrained_S_all      1.036
_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)+(0.0740P)²+2.0420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2168
_refine_ls_wR_factor_ref         0.2290
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00B(H00B), C00C(H00C), C00F(H00F), C00G(H00G), C00H(H00H),
 C00J(H00J), C00M(H00Q)
2.b Idealised Me refined as rotating group:
 C00I(H00D,H00E,H00I), C00K(H00K,H00L,H00M), C00L(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 1.1114(4) 0.9127(4) 0.7264(3) 0.0750(9) Uani 1 1 d . . . . .
F002 F 1.1063(4) 0.7228(4) 0.8814(2) 0.0791(10) Uani 1 1 d . . . . .
O003 O 0.9950(4) 0.6777(4) 0.7408(2) 0.0556(8) Uani 1 1 d . . . . .
N004 N 0.6820(5) 0.8079(4) 0.7807(3) 0.0459(8) Uani 1 1 d . . . . .
N005 N 0.7982(5) 0.8857(4) 0.8126(3) 0.0456(8) Uani 1 1 d . . . . .
N006 N 0.4688(5) 1.2303(4) 0.9137(3) 0.0515(9) Uani 1 1 d . . . . .
N007 N 0.6015(5) 0.2348(5) 0.5816(3) 0.0570(10) Uani 1 1 d . . . . .
C008 C 0.7518(5) 0.5774(5) 0.6990(3) 0.0379(8) Uani 1 1 d . . . . .
C009 C 0.8068(5) 0.6913(5) 0.7421(3) 0.0402(9) Uani 1 1 d . . . . .
C00A C 0.5078(6) 0.4683(5) 0.6609(3) 0.0454(10) Uani 1 1 d . . . . .
H00A H 0.3780 0.4733 0.6621 0.054 Uiso 1 1 calc R . . . .
C00B C 0.5581(5) 0.5802(5) 0.6991(3) 0.0427(9) Uani 1 1 d . . . . .
H00B H 0.4615 0.6596 0.7255 0.051 Uiso 1 1 calc R . . . .
C00C C 0.7223(6) 1.0129(5) 0.8526(3) 0.0457(10) Uani 1 1 d . . . . .
H00C H 0.8094 1.0564 0.8722 0.055 Uiso 1 1 calc R . . . .
C00D C 0.5258(6) 1.0940(5) 0.8702(3) 0.0442(9) Uani 1 1 d . . . . .
C00E C 0.6482(6) 0.3468(5) 0.6202(3) 0.0431(9) Uani 1 1 d . . . . .
C00F C 0.8911(6) 0.4571(6) 0.6588(4) 0.0516(11) Uani 1 1 d . . . . .
H00F H 1.0206 0.4520 0.6583 0.062 Uiso 1 1 calc R . . . .
C00G C 0.8431(6) 0.3453(5) 0.6195(4) 0.0514(11) Uani 1 1 d . . . . .
H00G H 0.9403 0.2674 0.5922 0.062 Uiso 1 1 calc R . . . .
C00H C 0.3559(6) 1.0693(6) 0.8502(3) 0.0521(10) Uani 1 1 d . . . . .
H00H H 0.3476 0.9860 0.8213 0.063 Uiso 1 1 calc R . . . .
C00I C 0.4035(7) 0.2335(7) 0.5813(4) 0.0628(13) Uani 1 1 d . . . . .
H00D H 0.3423 0.2230 0.6500 0.094 Uiso 1 1 calc GR . . . .
H00E H 0.4008 0.1395 0.5573 0.094 Uiso 1 1 calc GR . . . .
H00I H 0.3357 0.3369 0.5363 0.094 Uiso 1 1 calc GR . . . .
C00J C 0.2775(7) 1.2895(6) 0.9201(4) 0.0662(13) Uani 1 1 d . . . . .
H00J H 0.2069 1.3805 0.9462 0.079 Uiso 1 1 calc R . . . .
C00K C 0.5976(8) 1.3027(7) 0.9490(5) 0.0730(15) Uani 1 1 d . . . . .
H00K H 0.6738 1.2172 1.0009 0.110 Uiso 1 1 calc GR . . . .
H00L H 0.5219 1.3943 0.9774 0.110 Uiso 1 1 calc GR . . . .
H00M H 0.6813 1.3440 0.8916 0.110 Uiso 1 1 calc GR . . . .
C00L C 0.7471(7) 0.1208(7) 0.5315(5) 0.0749(16) Uani 1 1 d . . . . .
H00N H 0.8154 0.1846 0.4758 0.112 Uiso 1 1 calc GR . . . .
H00O H 0.6865 0.0581 0.5049 0.112 Uiso 1 1 calc GR . . . .
H00P H 0.8362 0.0440 0.5805 0.112 Uiso 1 1 calc GR . . . .
C00M C 0.2014(7) 1.1905(7) 0.8808(4) 0.0688(14) Uani 1 1 d . . . . .
H00Q H 0.0713 1.2035 0.8760 0.083 Uiso 1 1 calc R . . . .
B00N B 1.0183(7) 0.8004(7) 0.7906(4) 0.0511(12) 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 B00N 1.365(6) . ?
F002 B00N 1.374(6) . ?
O003 C009 1.337(4) . ?
O003 B00N 1.468(6) . ?
N004 N005 1.405(4) . ?
N004 C009 1.309(5) . ?
N005 C00C 1.298(5) . ?
N005 B00N 1.571(6) . ?
N006 C00D 1.389(5) . ?
N006 C00J 1.329(6) . ?
N006 C00K 1.470(6) . ?
N007 C00E 1.364(5) . ?
N007 C00I 1.446(5) . ?
N007 C00L 1.445(6) . ?
C008 C009 1.450(5) . ?
C008 C00B 1.403(5) . ?
C008 C00F 1.386(5) . ?
C00A H00A 0.9300 . ?
C00A C00B 1.375(5) . ?
C00A C00E 1.399(6) . ?
C00B H00B 0.9300 . ?
C00C H00C 0.9300 . ?
C00C C00D 1.407(6) . ?
C00D C00H 1.395(6) . ?
C00E C00G 1.414(5) . ?
C00F H00F 0.9300 . ?
C00F C00G 1.374(6) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00H C00M 1.388(6) . ?
C00I H00D 0.9600 . ?
C00I H00E 0.9600 . ?
C00I H00I 0.9600 . ?
C00J H00J 0.9300 . ?
C00J C00M 1.398(7) . ?
C00K H00K 0.9600 . ?
C00K H00L 0.9600 . ?
C00K H00M 0.9600 . ?
C00L H00N 0.9600 . ?
C00L H00O 0.9600 . ?
C00L H00P 0.9600 . ?
C00M H00Q 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
C009 O003 B00N 109.0(3) . . ?
C009 N004 N005 103.8(3) . . ?
N004 N005 B00N 110.9(3) . . ?
C00C N005 N004 121.2(3) . . ?
C00C N005 B00N 127.9(3) . . ?
C00D N006 C00K 126.0(4) . . ?
C00J N006 C00D 110.8(4) . . ?
C00J N006 C00K 123.2(4) . . ?
C00E N007 C00I 121.9(4) . . ?
C00E N007 C00L 121.3(4) . . ?
C00L N007 C00I 116.6(4) . . ?
C00B C008 C009 121.9(3) . . ?
C00F C008 C009 120.7(3) . . ?
C00F C008 C00B 117.3(3) . . ?
O003 C009 C008 118.0(3) . . ?
N004 C009 O003 118.5(3) . . ?
N004 C009 C008 123.5(3) . . ?
C00B C00A H00A 119.4 . . ?
C00B C00A C00E 121.2(4) . . ?
C00E C00A H00A 119.4 . . ?
C008 C00B H00B 119.3 . . ?
C00A C00B C008 121.5(4) . . ?
C00A C00B H00B 119.3 . . ?
N005 C00C H00C 115.6 . . ?
N005 C00C C00D 128.7(4) . . ?
C00D C00C H00C 115.6 . . ?
N006 C00D C00C 121.3(4) . . ?
N006 C00D C00H 105.9(4) . . ?
C00H C00D C00C 132.7(4) . . ?
N007 C00E C00A 122.2(4) . . ?
N007 C00E C00G 120.7(4) . . ?
C00A C00E C00G 117.1(3) . . ?
C008 C00F H00F 119.0 . . ?
C00G C00F C008 121.9(4) . . ?
C00G C00F H00F 119.0 . . ?
C00E C00G H00G 119.5 . . ?
C00F C00G C00E 120.9(4) . . ?
C00F C00G H00G 119.5 . . ?
C00D C00H H00H 126.0 . . ?
C00M C00H C00D 108.1(4) . . ?
C00M C00H H00H 126.0 . . ?
N007 C00I H00D 109.5 . . ?
N007 C00I H00E 109.5 . . ?
N007 C00I H00I 109.5 . . ?
H00D C00I H00E 109.5 . . ?
H00D C00I H00I 109.5 . . ?
H00E C00I H00I 109.5 . . ?
N006 C00J H00J 126.0 . . ?
N006 C00J C00M 107.9(4) . . ?
C00M C00J H00J 126.0 . . ?
N006 C00K H00K 109.5 . . ?
N006 C00K H00L 109.5 . . ?
N006 C00K H00M 109.5 . . ?
H00K C00K H00L 109.5 . . ?
H00K C00K H00M 109.5 . . ?
H00L C00K H00M 109.5 . . ?
N007 C00L H00N 109.5 . . ?
N007 C00L H00O 109.5 . . ?
N007 C00L H00P 109.5 . . ?
H00N C00L H00O 109.5 . . ?
H00N C00L H00P 109.5 . . ?
H00O C00L H00P 109.5 . . ?
C00H C00M C00J 107.3(4) . . ?
C00H C00M H00Q 126.3 . . ?
C00J C00M H00Q 126.3 . . ?
F001 B00N F002 111.0(4) . . ?
F001 B00N O003 112.8(4) . . ?
F001 B00N N005 112.0(4) . . ?
F002 B00N O003 112.1(4) . . ?
F002 B00N N005 110.6(4) . . ?
O003 B00N N005 97.7(3) . . ?

_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_cu_20180513a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1888226'
loop_
_audit_author_name
_audit_author_address
'Changjiang Yu'
;Anhui Normal University
China
;
_audit_update_record             
;
2019-01-02 deposited with the CCDC.	2019-03-11 downloaded from the CCDC.
;
_audit_creation_date             2018-05-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r1)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H14 B F2 N3 O2'
_chemical_formula_sum            'C14 H14 B F2 N3 O2'
_chemical_formula_weight         305.09
_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 0.0181 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      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_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.8986(2)
_cell_length_b                   11.8661(2)
_cell_length_c                   11.1113(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.8440(10)
_cell_angle_gamma                90
_cell_volume                     1436.21(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6688
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      66.45
_cell_measurement_theta_min      5.46
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    0.956
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1397 before and 0.0436 after correction.
The Ratio of minimum to maximum transmission is 0.8662.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic orangish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10675
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.548
_diffrn_reflns_theta_max         66.548
_diffrn_reflns_theta_min         5.456
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2241
_reflns_number_total             2501
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2501
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.061
_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)+(0.0542P)²+0.2035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0973
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C11(H11), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.20073(8) 0.58089(7) 0.49460(8) 0.0617(3) Uani 1 1 d . . . . .
F2 F 0.26077(8) 0.53720(7) 0.30735(8) 0.0640(3) Uani 1 1 d . . . . .
O1 O 0.91349(9) 0.86276(9) 0.56332(11) 0.0669(3) Uani 1 1 d . . . . .
O2 O 0.40240(8) 0.62352(7) 0.44061(9) 0.0495(3) Uani 1 1 d . . . . .
N1 N -0.05873(9) 0.81299(9) 0.24886(9) 0.0450(3) Uani 1 1 d . . . . .
N2 N 0.24828(9) 0.73785(8) 0.36166(9) 0.0399(3) Uani 1 1 d . . . . .
N3 N 0.35548(9) 0.80152(9) 0.38397(10) 0.0440(3) Uani 1 1 d . . . . .
C1 C 1.00339(13) 0.78311(16) 0.60493(15) 0.0678(4) Uani 1 1 d . . . . .
H1A H 1.0144 0.7268 0.5442 0.102 Uiso 1 1 calc GR . . . .
H1B H 0.9764 0.7479 0.6772 0.102 Uiso 1 1 calc GR . . . .
H1C H 1.0799 0.8211 0.6213 0.102 Uiso 1 1 calc GR . . . .
C2 C 0.79973(12) 0.82346(12) 0.53184(12) 0.0482(3) Uani 1 1 d . . . . .
C3 C 0.76496(12) 0.71160(12) 0.53345(12) 0.0488(3) Uani 1 1 d . . . . .
H3 H 0.8210 0.6564 0.5578 0.059 Uiso 1 1 calc R . . . .
C4 C 0.64651(12) 0.68202(11) 0.49869(12) 0.0464(3) Uani 1 1 d . . . . .
H4 H 0.6234 0.6066 0.5005 0.056 Uiso 1 1 calc R . . . .
C5 C 0.56140(11) 0.76254(10) 0.46112(10) 0.0408(3) Uani 1 1 d . . . . .
C6 C 0.59825(13) 0.87528(11) 0.45855(13) 0.0504(3) Uani 1 1 d . . . . .
H6 H 0.5429 0.9304 0.4323 0.060 Uiso 1 1 calc R . . . .
C7 C 0.71509(13) 0.90525(12) 0.49437(14) 0.0557(4) Uani 1 1 d . . . . .
H7 H 0.7381 0.9807 0.4937 0.067 Uiso 1 1 calc R . . . .
C8 C 0.43601(11) 0.73062(10) 0.42746(10) 0.0402(3) Uani 1 1 d . . . . .
C9 C 0.15339(11) 0.79117(10) 0.31664(10) 0.0408(3) Uani 1 1 d . . . . .
H9 H 0.1623 0.8682 0.3040 0.049 Uiso 1 1 calc R . . . .
C10 C 0.03807(11) 0.74374(11) 0.28500(11) 0.0423(3) Uani 1 1 d . . . . .
C11 C -0.00476(14) 0.63322(12) 0.27773(14) 0.0563(4) Uani 1 1 d . . . . .
H11 H 0.0401 0.5685 0.2965 0.068 Uiso 1 1 calc R . . . .
C12 C -0.12565(14) 0.63718(14) 0.23759(15) 0.0650(4) Uani 1 1 d . . . . .
H12 H -0.1771 0.5756 0.2242 0.078 Uiso 1 1 calc R . . . .
C13 C -0.15651(13) 0.74849(14) 0.22095(14) 0.0573(4) Uani 1 1 d . . . . .
H13 H -0.2331 0.7749 0.1945 0.069 Uiso 1 1 calc R . . . .
C14 C -0.05860(13) 0.93502(12) 0.24538(15) 0.0587(4) Uani 1 1 d . . . . .
H14A H -0.0456 0.9640 0.3254 0.088 Uiso 1 1 calc GR . . . .
H14B H -0.1361 0.9613 0.2130 0.088 Uiso 1 1 calc GR . . . .
H14C H 0.0060 0.9606 0.1954 0.088 Uiso 1 1 calc GR . . . .
B1 B 0.27329(14) 0.61122(12) 0.40129(14) 0.0450(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3721(17) . ?
F2 B1 1.3677(17) . ?
O1 C1 1.4276(18) . ?
O1 C2 1.3599(16) . ?
O2 C8 1.3319(15) . ?
O2 B1 1.4672(18) . ?
N1 C10 1.3864(16) . ?
N1 C13 1.3403(17) . ?
N1 C14 1.4485(18) . ?
N2 N3 1.4066(14) . ?
N2 C9 1.2988(15) . ?
N2 B1 1.5869(16) . ?
N3 C8 1.2978(15) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.381(2) . ?
C2 C7 1.3934(19) . ?
C3 H3 0.9300 . ?
C3 C4 1.3809(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.3866(17) . ?
C5 C6 1.3973(18) . ?
C5 C8 1.4553(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.3688(19) . ?
C7 H7 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.4112(17) . ?
C10 C11 1.3936(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.378(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.374(2) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C2 O1 C1 117.83(12) . . ?
C8 O2 B1 109.07(10) . . ?
C10 N1 C14 126.79(11) . . ?
C13 N1 C10 108.69(12) . . ?
C13 N1 C14 124.48(12) . . ?
N3 N2 B1 108.99(9) . . ?
C9 N2 N3 116.92(10) . . ?
C9 N2 B1 134.08(11) . . ?
C8 N3 N2 105.39(10) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 125.08(13) . . ?
O1 C2 C7 115.30(13) . . ?
C3 C2 C7 119.62(13) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.69(12) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.29(12) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 118.42(12) . . ?
C4 C5 C8 120.77(11) . . ?
C6 C5 C8 120.80(11) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.54(12) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.44(13) . . ?
C6 C7 H7 119.8 . . ?
O2 C8 C5 118.65(11) . . ?
N3 C8 O2 118.31(11) . . ?
N3 C8 C5 123.04(11) . . ?
N2 C9 H9 116.8 . . ?
N2 C9 C10 126.40(12) . . ?
C10 C9 H9 116.8 . . ?
N1 C10 C9 119.94(11) . . ?
N1 C10 C11 106.90(11) . . ?
C11 C10 C9 133.14(12) . . ?
C10 C11 H11 126.2 . . ?
C12 C11 C10 107.55(13) . . ?
C12 C11 H11 126.2 . . ?
C11 C12 H12 126.2 . . ?
C13 C12 C11 107.68(13) . . ?
C13 C12 H12 126.2 . . ?
N1 C13 C12 109.17(13) . . ?
N1 C13 H13 125.4 . . ?
C12 C13 H13 125.4 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F1 B1 O2 111.81(11) . . ?
F1 B1 N2 111.10(11) . . ?
F2 B1 F1 111.25(12) . . ?
F2 B1 O2 111.24(11) . . ?
F2 B1 N2 112.60(11) . . ?
O2 B1 N2 98.22(10) . . ?

_shelx_SHELXL_version_number     2014/7
_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_mo_20180621b_0m
_database_code_depnum_ccdc_archive 'CCDC 1888228'
loop_
_audit_author_name
_audit_author_address
'Changjiang Yu'
;Anhui Normal University
China
;
_audit_update_record             
;
2019-01-02 deposited with the CCDC.	2019-03-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT939_mo_20180621b_0m     
;
PROBLEM: Large Value of Not (SHELXL) Weight Optimized S .     777.50 Check
RESPONSE: There are  bad reflexions in the crystal data.
;
# Added during the CSD deposition process: Wednesday 02 January 2019 04:00 AM
# end Validation Reply Form

_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r1)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H17 B F2 N4 O'
_chemical_formula_sum            'C15 H17 B F2 N4 O'
_chemical_formula_weight         318.13
_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                   6.7077(2)
_cell_length_b                   8.4933(3)
_cell_length_c                   14.4139(5)
_cell_angle_alpha                91.8700(10)
_cell_angle_beta                 102.8680(10)
_cell_angle_gamma                107.3170(10)
_cell_volume                     759.93(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9392
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.92
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0559 before and 0.0404 after correction.
The Ratio of minimum to maximum transmission is 0.9238.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic reddish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17237
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.916
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2846
_reflns_number_total             3456
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.089
_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)+(0.0759P)²+0.1540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1471
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C00A(H00A), C00C(H00C), C00F(H00F), C00G(H00G), C00I(H00I),
 C00J(H00J), C00K(H00K)
2.b Idealised Me refined as rotating group:
 C00H(H00B,H00D,H00E), C00L(H00H,H00L,H00M), C00M(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.89072(15) 0.85473(11) 0.68873(7) 0.0569(3) Uani 1 1 d . . . . .
F002 F 0.88899(16) 0.64099(13) 0.59042(7) 0.0571(3) Uani 1 1 d . . . . .
O003 O 0.80297(16) 0.58650(14) 0.73831(7) 0.0478(3) Uani 1 1 d . . . . .
N004 N 0.54333(18) 0.64457(14) 0.62183(8) 0.0373(3) Uani 1 1 d . . . . .
N005 N 0.44536(19) 0.54620(15) 0.68611(8) 0.0422(3) Uani 1 1 d . . . . .
N006 N 0.3265(2) 0.79827(15) 0.40018(8) 0.0408(3) Uani 1 1 d . . . . .
C007 C 0.4163(2) 0.67997(17) 0.54929(9) 0.0377(3) Uani 1 1 d . . . . .
H007 H 0.2693 0.6383 0.5449 0.045 Uiso 1 1 calc R . . . .
C008 C 0.5713(2) 0.42819(17) 0.82971(9) 0.0393(3) Uani 1 1 d . . . . .
N009 N 0.4888(2) 0.18169(19) 1.07304(10) 0.0590(4) Uani 1 1 d . . . . .
C00A C 0.6809(2) 0.86103(19) 0.46186(11) 0.0448(3) Uani 1 1 d . . . . .
H00A H 0.8137 0.8686 0.5019 0.054 Uiso 1 1 calc R . . . .
C00B C 0.4796(2) 0.77558(16) 0.47645(9) 0.0373(3) Uani 1 1 d . . . . .
C00C C 0.7436(3) 0.39759(19) 0.89197(11) 0.0461(4) Uani 1 1 d . . . . .
H00C H 0.8794 0.4331 0.8795 0.055 Uiso 1 1 calc R . . . .
C00D C 0.6022(2) 0.52086(17) 0.74846(10) 0.0386(3) Uani 1 1 d . . . . .
C00E C 0.5153(3) 0.25923(18) 0.99301(10) 0.0438(3) Uani 1 1 d . . . . .
C00F C 0.3700(2) 0.37064(19) 0.84998(10) 0.0463(4) Uani 1 1 d . . . . .
H00F H 0.2522 0.3889 0.8093 0.056 Uiso 1 1 calc R . . . .
C00G C 0.3408(3) 0.2874(2) 0.92873(11) 0.0485(4) Uani 1 1 d . . . . .
H00G H 0.2038 0.2493 0.9397 0.058 Uiso 1 1 calc R . . . .
C00H C 0.0936(3) 0.7365(2) 0.38473(13) 0.0550(4) Uani 1 1 d . . . . .
H00B H 0.0423 0.6219 0.3593 0.083 Uiso 1 1 calc GR . . . .
H00D H 0.0293 0.7996 0.3402 0.083 Uiso 1 1 calc GR . . . .
H00E H 0.0554 0.7472 0.4444 0.083 Uiso 1 1 calc GR . . . .
C00I C 0.4291(3) 0.8920(2) 0.34111(11) 0.0492(4) Uani 1 1 d . . . . .
H00I H 0.3623 0.9243 0.2846 0.059 Uiso 1 1 calc R . . . .
C00J C 0.7173(3) 0.3159(2) 0.97158(11) 0.0482(4) Uani 1 1 d . . . . .
H00J H 0.8358 0.2979 1.0119 0.058 Uiso 1 1 calc R . . . .
C00K C 0.6475(3) 0.9326(2) 0.37701(12) 0.0521(4) Uani 1 1 d . . . . .
H00K H 0.7534 0.9962 0.3495 0.063 Uiso 1 1 calc R . . . .
C00L C 0.2800(3) 0.1213(3) 1.09305(14) 0.0664(5) Uani 1 1 d . . . . .
H00H H 0.2214 0.2111 1.0959 0.100 Uiso 1 1 calc GR . . . .
H00L H 0.2933 0.0756 1.1533 0.100 Uiso 1 1 calc GR . . . .
H00M H 0.1860 0.0369 1.0433 0.100 Uiso 1 1 calc GR . . . .
C00M C 0.6700(3) 0.1665(3) 1.14408(13) 0.0701(5) Uani 1 1 d . . . . .
H00N H 0.7382 0.0993 1.1160 0.105 Uiso 1 1 calc GR . . . .
H00O H 0.6206 0.1155 1.1967 0.105 Uiso 1 1 calc GR . . . .
H00P H 0.7714 0.2746 1.1666 0.105 Uiso 1 1 calc GR . . . .
B00N B 0.7964(3) 0.6877(2) 0.65774(12) 0.0415(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 B00N 1.3821(19) . ?
F002 B00N 1.3692(19) . ?
O003 C00D 1.3388(17) . ?
O003 B00N 1.4679(18) . ?
N004 N005 1.4083(15) . ?
N004 C007 1.2983(18) . ?
N004 B00N 1.5843(19) . ?
N005 C00D 1.2987(18) . ?
N006 C00B 1.3891(17) . ?
N006 C00H 1.454(2) . ?
N006 C00I 1.3460(19) . ?
C007 H007 0.9300 . ?
C007 C00B 1.4110(19) . ?
C008 C00C 1.393(2) . ?
C008 C00D 1.4510(19) . ?
C008 C00F 1.393(2) . ?
N009 C00E 1.3665(19) . ?
N009 C00L 1.439(2) . ?
N009 C00M 1.445(2) . ?
C00A H00A 0.9300 . ?
C00A C00B 1.395(2) . ?
C00A C00K 1.387(2) . ?
C00C H00C 0.9300 . ?
C00C C00J 1.378(2) . ?
C00E C00G 1.409(2) . ?
C00E C00J 1.404(2) . ?
C00F H00F 0.9300 . ?
C00F C00G 1.377(2) . ?
C00G H00G 0.9300 . ?
C00H H00B 0.9600 . ?
C00H H00D 0.9600 . ?
C00H H00E 0.9600 . ?
C00I H00I 0.9300 . ?
C00I C00K 1.372(2) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00L H00H 0.9600 . ?
C00L H00L 0.9600 . ?
C00L H00M 0.9600 . ?
C00M H00N 0.9600 . ?
C00M H00O 0.9600 . ?
C00M H00P 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
C00D O003 B00N 108.54(11) . . ?
N005 N004 B00N 108.82(10) . . ?
C007 N004 N005 116.93(11) . . ?
C007 N004 B00N 134.25(11) . . ?
C00D N005 N004 105.42(11) . . ?
C00B N006 C00H 127.40(12) . . ?
C00I N006 C00B 108.52(13) . . ?
C00I N006 C00H 124.08(13) . . ?
N004 C007 H007 116.8 . . ?
N004 C007 C00B 126.34(13) . . ?
C00B C007 H007 116.8 . . ?
C00C C008 C00D 121.07(13) . . ?
C00F C008 C00C 117.53(13) . . ?
C00F C008 C00D 121.38(13) . . ?
C00E N009 C00L 121.07(14) . . ?
C00E N009 C00M 121.66(15) . . ?
C00L N009 C00M 117.15(14) . . ?
C00B C00A H00A 126.1 . . ?
C00K C00A H00A 126.1 . . ?
C00K C00A C00B 107.76(14) . . ?
N006 C00B C007 120.60(12) . . ?
N006 C00B C00A 106.84(12) . . ?
C00A C00B C007 132.56(13) . . ?
C008 C00C H00C 119.3 . . ?
C00J C00C C008 121.42(15) . . ?
C00J C00C H00C 119.3 . . ?
O003 C00D C008 118.35(12) . . ?
N005 C00D O003 118.30(12) . . ?
N005 C00D C008 123.33(13) . . ?
N009 C00E C00G 121.30(15) . . ?
N009 C00E C00J 121.70(14) . . ?
C00J C00E C00G 117.00(13) . . ?
C008 C00F H00F 119.1 . . ?
C00G C00F C008 121.70(14) . . ?
C00G C00F H00F 119.1 . . ?
C00E C00G H00G 119.5 . . ?
C00F C00G C00E 121.01(15) . . ?
C00F C00G H00G 119.5 . . ?
N006 C00H H00B 109.5 . . ?
N006 C00H H00D 109.5 . . ?
N006 C00H H00E 109.5 . . ?
H00B C00H H00D 109.5 . . ?
H00B C00H H00E 109.5 . . ?
H00D C00H H00E 109.5 . . ?
N006 C00I H00I 125.2 . . ?
N006 C00I C00K 109.58(14) . . ?
C00K C00I H00I 125.2 . . ?
C00C C00J C00E 121.32(14) . . ?
C00C C00J H00J 119.3 . . ?
C00E C00J H00J 119.3 . . ?
C00A C00K H00K 126.4 . . ?
C00I C00K C00A 107.30(14) . . ?
C00I C00K H00K 126.4 . . ?
N009 C00L H00H 109.5 . . ?
N009 C00L H00L 109.5 . . ?
N009 C00L H00M 109.5 . . ?
H00H C00L H00L 109.5 . . ?
H00H C00L H00M 109.5 . . ?
H00L C00L H00M 109.5 . . ?
N009 C00M H00N 109.5 . . ?
N009 C00M H00O 109.5 . . ?
N009 C00M H00P 109.5 . . ?
H00N C00M H00O 109.5 . . ?
H00N C00M H00P 109.5 . . ?
H00O C00M H00P 109.5 . . ?
F001 B00N O003 111.35(13) . . ?
F001 B00N N004 110.53(12) . . ?
F002 B00N F001 110.59(12) . . ?
F002 B00N O003 112.14(13) . . ?
F002 B00N N004 113.15(12) . . ?
O003 B00N N004 98.57(10) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
