# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_yjs-zhx-1540
_audit_block_doi                 10.5517/ccdc.csd.cc1yw13z
_database_code_depnum_ccdc_archive 'CCDC 1813441'
_audit_update_record             
;
2017-12-26 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2017-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H21 B F2 N6'
_chemical_formula_sum            'C30 H21 B F2 N6'
_chemical_formula_weight         514.34
_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'

_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                   11.0347(3)
_cell_length_b                   13.6496(4)
_cell_length_c                   17.0188(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.691(3)
_cell_angle_gamma                90
_cell_volume                     2455.35(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6274
_cell_measurement_temperature    278(6)
_cell_measurement_theta_max      72.5680
_cell_measurement_theta_min      4.2360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13806
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.510
_diffrn_reflns_theta_min         4.224
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      278(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  6 omega   19.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  7 omega   23.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000  120.0000 66

#__ type_ start__ end____ width___ exp.time_
  8 omega   39.00  109.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 70

#__ type_ start__ end____ width___ exp.time_
  9 omega   87.00  178.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -180.0000 91

#__ type_ start__ end____ width___ exp.time_
 10 omega   41.00  126.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   60.0000 85

#__ type_ start__ end____ width___ exp.time_
 11 omega   40.00   98.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   91.00  176.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
 14 omega   91.00  176.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  150.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00  116.00   1.0000    1.3200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
 17 omega   19.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000  -90.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1405898000
_diffrn_orient_matrix_UB_12      -0.0244368000
_diffrn_orient_matrix_UB_13      0.0119477000
_diffrn_orient_matrix_UB_21      0.0348783000
_diffrn_orient_matrix_UB_22      0.0496934000
_diffrn_orient_matrix_UB_23      0.0849237000
_diffrn_orient_matrix_UB_31      -0.0172805000
_diffrn_orient_matrix_UB_32      -0.0981115000
_diffrn_orient_matrix_UB_33      0.0398624000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4123
_reflns_number_total             4793
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.413
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.188
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4793
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0749
_refine_ls_restrained_S_all      1.094
_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)+(0.1195P)²+0.3887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1832
_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:
 C00B(H00B), C00G(H00G), C00H(H00H), C00I(H00I), C00K(H00K), C00L(H00L),
 C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C013(H013)
2.b Idealised Me refined as rotating group:
 C00Y(H00A,H00C,H00D)
;
_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 0.49417(13) 0.51244(12) 0.25381(9) 0.0781(5) Uani 1 1 d . . . . .
F002 F 0.62657(18) 0.63988(9) 0.26245(9) 0.0786(5) Uani 1 1 d . . . . .
N003 N 0.60185(14) 0.57793(11) 0.38715(9) 0.0405(4) Uani 1 1 d . . . . .
N004 N 0.71422(14) 0.47922(10) 0.30654(9) 0.0383(3) Uani 1 1 d . . . . .
N005 N 0.71542(16) 0.47015(12) 0.16488(9) 0.0458(4) Uani 1 1 d . . . . .
N006 N 0.45189(14) 0.71051(12) 0.35589(10) 0.0464(4) Uani 1 1 d . . . . .
N007 N 0.29435(17) 0.75856(14) 0.24692(11) 0.0598(5) Uani 1 1 d . . . . .
N008 N 0.6925(2) 0.56752(14) 0.05528(12) 0.0631(5) Uani 1 1 d . . . . .
C009 C 0.75412(17) 0.45299(12) 0.45326(11) 0.0406(4) Uani 1 1 d . . . . .
C00A C 0.67125(18) 0.52920(13) 0.45785(11) 0.0423(4) Uani 1 1 d . . . . .
C00B C 0.85315(18) 0.35693(13) 0.35934(12) 0.0443(4) Uani 1 1 d . . . . .
H00B H 0.9042 0.3130 0.3960 0.053 Uiso 1 1 calc R . . . .
C00C C 0.77378(17) 0.42820(12) 0.37844(11) 0.0396(4) Uani 1 1 d . . . . .
C00D C 0.75585(17) 0.43919(13) 0.24636(11) 0.0400(4) Uani 1 1 d . . . . .
C00E C 0.82216(17) 0.39921(13) 0.52867(11) 0.0412(4) Uani 1 1 d . . . . .
C00F C 0.44551(16) 0.81205(13) 0.36168(11) 0.0400(4) Uani 1 1 d . . . . .
C00G C 0.51769(18) 0.87907(15) 0.41615(12) 0.0472(4) Uani 1 1 d . . . . .
H00G H 0.5836 0.8596 0.4611 0.057 Uiso 1 1 calc R . . . .
C00H C 0.80859(19) 0.29815(14) 0.53416(12) 0.0471(4) Uani 1 1 d . . . . .
H00H H 0.7580 0.2636 0.4896 0.057 Uiso 1 1 calc R . . . .
C00I C 0.84204(18) 0.36354(14) 0.27767(12) 0.0457(4) Uani 1 1 d . . . . .
H00I H 0.8836 0.3252 0.2484 0.055 Uiso 1 1 calc R . . . .
C00J C 0.53410(17) 0.64789(13) 0.41160(12) 0.0438(4) Uani 1 1 d . . . . .
C00K C 0.7171(2) 0.56429(15) 0.13385(14) 0.0563(5) Uani 1 1 d . . . . .
H00K H 0.7345 0.6198 0.1669 0.068 Uiso 1 1 calc R . . . .
C00L C 0.90102(19) 0.44832(14) 0.59561(12) 0.0495(5) Uani 1 1 d . . . . .
H00L H 0.9120 0.5157 0.5930 0.059 Uiso 1 1 calc R . . . .
C00M C 0.34710(18) 0.84009(15) 0.29315(12) 0.0473(4) Uani 1 1 d . . . . .
C00N C 0.68824(17) 0.40799(15) 0.09675(11) 0.0444(4) Uani 1 1 d . . . . .
C00O C 0.94704(18) 0.29783(15) 0.67259(12) 0.0486(4) Uani 1 1 d . . . . .
C00P C 0.5581(2) 0.64680(15) 0.49655(13) 0.0532(5) Uani 1 1 d . . . . .
H00P H 0.5238 0.6886 0.5277 0.064 Uiso 1 1 calc R . . . .
C00Q C 0.6421(2) 0.57232(15) 0.52518(12) 0.0506(5) Uani 1 1 d . . . . .
H00Q H 0.6743 0.5535 0.5797 0.061 Uiso 1 1 calc R . . . .
C00R C 0.8699(2) 0.24901(14) 0.60551(14) 0.0523(5) Uani 1 1 d . . . . .
H00R H 0.8591 0.1817 0.6085 0.063 Uiso 1 1 calc R . . . .
C00S C 0.96297(19) 0.39786(16) 0.66586(13) 0.0514(5) Uani 1 1 d . . . . .
H00S H 1.0166 0.4317 0.7096 0.062 Uiso 1 1 calc R . . . .
C00T C 0.67654(18) 0.30730(16) 0.08948(12) 0.0496(5) Uani 1 1 d . . . . .
H00T H 0.6869 0.2667 0.1348 0.059 Uiso 1 1 calc R . . . .
C00U C 0.67269(19) 0.47040(18) 0.02944(13) 0.0541(5) Uani 1 1 d . . . . .
C00V C 0.35818(19) 0.68526(17) 0.28587(14) 0.0570(5) Uani 1 1 d . . . . .
H00V H 0.3422 0.6208 0.2682 0.068 Uiso 1 1 calc R . . . .
C00W C 0.4865(2) 0.97697(16) 0.40030(14) 0.0571(5) Uani 1 1 d . . . . .
H00W H 0.5341 1.0246 0.4347 0.068 Uiso 1 1 calc R . . . .
C00X C 0.3159(2) 0.93843(17) 0.28014(14) 0.0607(6) Uani 1 1 d . . . . .
H00X H 0.2491 0.9582 0.2359 0.073 Uiso 1 1 calc R . . . .
C00Y C 1.0105(2) 0.2442(2) 0.75094(15) 0.0678(6) Uani 1 1 d . . . . .
H00A H 0.9667 0.2578 0.7910 0.102 Uiso 1 1 calc GR . . . .
H00C H 1.0968 0.2655 0.7714 0.102 Uiso 1 1 calc GR . . . .
H00D H 1.0085 0.1750 0.7404 0.102 Uiso 1 1 calc GR . . . .
C00Z C 0.3860(2) 1.00555(17) 0.33426(15) 0.0637(6) Uani 1 1 d . . . . .
H00Z H 0.3659 1.0717 0.3266 0.076 Uiso 1 1 calc R . . . .
C010 C 0.6484(2) 0.27056(19) 0.01029(14) 0.0617(6) Uani 1 1 d . . . . .
H010 H 0.6396 0.2033 0.0022 0.074 Uiso 1 1 calc R . . . .
C011 C 0.6434(2) 0.4307(2) -0.04922(14) 0.0699(7) Uani 1 1 d . . . . .
H011 H 0.6312 0.4709 -0.0950 0.084 Uiso 1 1 calc R . . . .
B012 B 0.6064(2) 0.55508(15) 0.29904(13) 0.0448(5) Uani 1 1 d . . . . .
C013 C 0.6331(2) 0.3315(2) -0.05717(14) 0.0722(7) Uani 1 1 d . . . . .
H013 H 0.6154 0.3039 -0.1092 0.087 Uiso 1 1 calc R . . . .


_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 B012 1.384(3) . ?
F002 B012 1.363(3) . ?
N003 C00A 1.396(2) . ?
N003 C00J 1.350(2) . ?
N003 B012 1.546(3) . ?
N004 C00C 1.397(2) . ?
N004 C00D 1.352(2) . ?
N004 B012 1.555(2) . ?
N005 C00D 1.395(2) . ?
N005 C00K 1.391(2) . ?
N005 C00N 1.398(2) . ?
N006 C00F 1.393(2) . ?
N006 C00J 1.399(2) . ?
N006 C00V 1.379(3) . ?
N007 C00M 1.390(3) . ?
N007 C00V 1.292(3) . ?
N008 C00K 1.287(3) . ?
N008 C00U 1.394(3) . ?
C009 C00A 1.402(3) . ?
C009 C00C 1.393(3) . ?
C009 C00E 1.482(2) . ?
C00A C00Q 1.405(3) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.408(2) . ?
C00B C00I 1.363(3) . ?
C00D C00I 1.401(3) . ?
C00E C00H 1.394(3) . ?
C00E C00L 1.391(3) . ?
C00F C00G 1.381(3) . ?
C00F C00M 1.399(3) . ?
C00G H00G 0.9300 . ?
C00G C00W 1.387(3) . ?
C00H H00H 0.9300 . ?
C00H C00R 1.382(3) . ?
C00I H00I 0.9300 . ?
C00J C00P 1.393(3) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00S 1.379(3) . ?
C00M C00X 1.388(3) . ?
C00N C00T 1.383(3) . ?
C00N C00U 1.398(3) . ?
C00O C00R 1.383(3) . ?
C00O C00S 1.386(3) . ?
C00O C00Y 1.506(3) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.367(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C010 1.387(3) . ?
C00U C011 1.393(3) . ?
C00V H00V 0.9300 . ?
C00W H00W 0.9300 . ?
C00W C00Z 1.389(3) . ?
C00X H00X 0.9300 . ?
C00X C00Z 1.370(4) . ?
C00Y H00A 0.9600 . ?
C00Y H00C 0.9600 . ?
C00Y H00D 0.9600 . ?
C00Z H00Z 0.9300 . ?
C010 H010 0.9300 . ?
C010 C013 1.388(4) . ?
C011 H011 0.9300 . ?
C011 C013 1.363(4) . ?
C013 H013 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
C00A N003 B012 125.27(14) . . ?
C00J N003 C00A 106.66(15) . . ?
C00J N003 B012 128.06(15) . . ?
C00C N004 B012 124.07(15) . . ?
C00D N004 C00C 106.58(14) . . ?
C00D N004 B012 128.71(15) . . ?
C00D N005 C00N 124.88(16) . . ?
C00K N005 C00D 128.45(17) . . ?
C00K N005 C00N 105.59(16) . . ?
C00F N006 C00J 126.58(16) . . ?
C00V N006 C00F 105.63(16) . . ?
C00V N006 C00J 127.76(17) . . ?
C00V N007 C00M 104.57(17) . . ?
C00K N008 C00U 105.21(17) . . ?
C00A C009 C00E 119.71(16) . . ?
C00C C009 C00A 120.42(16) . . ?
C00C C009 C00E 119.87(16) . . ?
N003 C00A C009 120.72(16) . . ?
N003 C00A C00Q 107.81(16) . . ?
C009 C00A C00Q 131.45(18) . . ?
C00C C00B H00B 126.0 . . ?
C00I C00B H00B 126.0 . . ?
C00I C00B C00C 108.06(16) . . ?
N004 C00C C00B 108.02(15) . . ?
C009 C00C N004 121.46(16) . . ?
C009 C00C C00B 130.48(17) . . ?
N004 C00D N005 123.33(16) . . ?
N004 C00D C00I 110.53(16) . . ?
N005 C00D C00I 126.14(17) . . ?
C00H C00E C009 120.72(16) . . ?
C00L C00E C009 120.85(16) . . ?
C00L C00E C00H 118.43(17) . . ?
N006 C00F C00M 104.83(16) . . ?
C00G C00F N006 132.51(17) . . ?
C00G C00F C00M 122.57(17) . . ?
C00F C00G H00G 121.8 . . ?
C00F C00G C00W 116.41(18) . . ?
C00W C00G H00G 121.8 . . ?
C00E C00H H00H 119.9 . . ?
C00R C00H C00E 120.29(18) . . ?
C00R C00H H00H 119.9 . . ?
C00B C00I C00D 106.80(16) . . ?
C00B C00I H00I 126.6 . . ?
C00D C00I H00I 126.6 . . ?
N003 C00J N006 122.12(17) . . ?
N003 C00J C00P 110.80(16) . . ?
C00P C00J N006 127.07(17) . . ?
N005 C00K H00K 123.1 . . ?
N008 C00K N005 113.9(2) . . ?
N008 C00K H00K 123.1 . . ?
C00E C00L H00L 119.8 . . ?
C00S C00L C00E 120.47(18) . . ?
C00S C00L H00L 119.8 . . ?
N007 C00M C00F 110.57(17) . . ?
C00X C00M N007 129.75(19) . . ?
C00X C00M C00F 119.68(19) . . ?
C00T C00N N005 132.06(18) . . ?
C00T C00N C00U 123.09(19) . . ?
C00U C00N N005 104.85(18) . . ?
C00R C00O C00S 117.98(18) . . ?
C00R C00O C00Y 121.1(2) . . ?
C00S C00O C00Y 121.0(2) . . ?
C00J C00P H00P 126.7 . . ?
C00Q C00P C00J 106.58(17) . . ?
C00Q C00P H00P 126.7 . . ?
C00A C00Q H00Q 125.9 . . ?
C00P C00Q C00A 108.14(18) . . ?
C00P C00Q H00Q 125.9 . . ?
C00H C00R C00O 121.41(18) . . ?
C00H C00R H00R 119.3 . . ?
C00O C00R H00R 119.3 . . ?
C00L C00S C00O 121.38(19) . . ?
C00L C00S H00S 119.3 . . ?
C00O C00S H00S 119.3 . . ?
C00N C00T H00T 122.1 . . ?
C00N C00T C010 115.8(2) . . ?
C010 C00T H00T 122.1 . . ?
N008 C00U C00N 110.47(18) . . ?
C011 C00U N008 130.1(2) . . ?
C011 C00U C00N 119.4(2) . . ?
N006 C00V H00V 122.8 . . ?
N007 C00V N006 114.40(19) . . ?
N007 C00V H00V 122.8 . . ?
C00G C00W H00W 119.2 . . ?
C00G C00W C00Z 121.6(2) . . ?
C00Z C00W H00W 119.2 . . ?
C00M C00X H00X 120.9 . . ?
C00Z C00X C00M 118.2(2) . . ?
C00Z C00X H00X 120.9 . . ?
C00O C00Y H00A 109.5 . . ?
C00O C00Y H00C 109.5 . . ?
C00O C00Y H00D 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00A C00Y H00D 109.5 . . ?
H00C C00Y H00D 109.5 . . ?
C00W C00Z H00Z 119.3 . . ?
C00X C00Z C00W 121.4(2) . . ?
C00X C00Z H00Z 119.3 . . ?
C00T C010 H010 119.1 . . ?
C00T C010 C013 121.8(2) . . ?
C013 C010 H010 119.1 . . ?
C00U C011 H011 120.9 . . ?
C013 C011 C00U 118.1(2) . . ?
C013 C011 H011 120.9 . . ?
F001 B012 N003 110.57(17) . . ?
F001 B012 N004 107.87(15) . . ?
F002 B012 F001 109.91(18) . . ?
F002 B012 N003 109.08(16) . . ?
F002 B012 N004 112.41(18) . . ?
N003 B012 N004 106.96(15) . . ?
C010 C013 H013 119.1 . . ?
C011 C013 C010 121.8(2) . . ?
C011 C013 H013 119.1 . . ?

_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_yjs-zhx-1468
_audit_block_doi                 10.5517/ccdc.csd.cc1yw140
_database_code_depnum_ccdc_archive 'CCDC 1813442'
_audit_update_record             
;
2017-12-26 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_audit_creation_date             2017-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 B F2 N3 O'
_chemical_formula_sum            'C20 H20 B F2 N3 O'
_chemical_formula_weight         367.20
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.2429(5)
_cell_length_b                   8.7432(2)
_cell_length_c                   15.0494(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.235(3)
_cell_angle_gamma                90
_cell_volume                     1814.25(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4029
_cell_measurement_temperature    294.24(10)
_cell_measurement_theta_max      72.2610
_cell_measurement_theta_min      5.8920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.810
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10494
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.593
_diffrn_reflns_theta_min         5.897
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.24(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    2.00   32.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   90.0000   27.3584 30

#__ type_ start__ end____ width___ exp.time_
  2 omega  -35.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -19.0000   60.0000 101

#__ type_ start__ end____ width___ exp.time_
  3 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000 -120.0000 88

#__ type_ start__ end____ width___ exp.time_
  4 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000   30.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00   98.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
  8 omega   81.00  176.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 95

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00  135.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   60.0000 95

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00  116.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 78

#__ type_ start__ end____ width___ exp.time_
 12 omega   39.00  109.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
 13 omega   40.00   98.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   71.00  164.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  160.0000 -138.0000 93

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   91.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 16 omega   87.00  178.00   1.0000    2.6900
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  150.0000 91

#__ type_ start__ end____ width___ exp.time_
 17 omega   17.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  150.0000 56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0995666000
_diffrn_orient_matrix_UB_12      -0.0791296000
_diffrn_orient_matrix_UB_13      -0.0493879000
_diffrn_orient_matrix_UB_21      -0.0483831000
_diffrn_orient_matrix_UB_22      0.1556628000
_diffrn_orient_matrix_UB_23      -0.0392270000
_diffrn_orient_matrix_UB_31      0.0151979000
_diffrn_orient_matrix_UB_32      -0.0233617000
_diffrn_orient_matrix_UB_33      -0.0939532000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3020
_reflns_number_total             3551
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.447
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.182
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0795
_refine_ls_restrained_S_all      1.078
_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)+(0.1396P)²+0.1569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1858
_refine_ls_wR_factor_ref         0.1974
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00G(H00A,H00C), C00K(H00G,H00K), C00M(H00L,H00M), C00P(H00P,H00Q)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00H(H00H), C00I(H00I),
 C00J(H00J), C00N(H00N), C00O(H00O)
2.c Idealised Me refined as rotating group:
 C00R(H00R,H00S,H00T)
;
_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 0.57894(9) 0.46958(16) 0.16577(8) 0.0625(4) Uani 1 1 d . . . . .
F002 F 0.63507(9) 0.71370(16) 0.19146(9) 0.0649(4) Uani 1 1 d . . . . .
N003 N 0.58386(10) 0.60148(16) 0.30913(9) 0.0393(3) Uani 1 1 d . . . . .
N004 N 0.73479(11) 0.51716(18) 0.29644(10) 0.0453(4) Uani 1 1 d . . . . .
N005 N 0.41341(11) 0.62790(19) 0.20444(11) 0.0489(4) Uani 1 1 d . . . . .
O006 O 0.26238(12) 0.5497(2) 0.02003(12) 0.0737(5) Uani 1 1 d . . . . .
C007 C 0.63864(13) 0.59743(18) 0.41247(11) 0.0402(4) Uani 1 1 d . . . . .
C008 C 0.73442(13) 0.55852(19) 0.45585(12) 0.0420(4) Uani 1 1 d . . . . .
C009 C 0.78339(13) 0.5167(2) 0.39709(13) 0.0455(4) Uani 1 1 d . . . . .
C00A C 0.48974(13) 0.61903(19) 0.29204(12) 0.0417(4) Uani 1 1 d . . . . .
C00B C 0.57328(14) 0.6177(2) 0.45636(12) 0.0471(4) Uani 1 1 d . . . . .
H00B H 0.5902 0.6235 0.5234 0.057 Uiso 1 1 calc R . . . .
C00C C 0.79141(13) 0.5512(2) 0.56443(12) 0.0469(4) Uani 1 1 d . . . . .
C00D C 0.48291(14) 0.6270(2) 0.38445(13) 0.0504(4) Uani 1 1 d . . . . .
H00D H 0.4262 0.6369 0.3928 0.061 Uiso 1 1 calc R . . . .
C00E C 0.79778(15) 0.4688(3) 0.26008(15) 0.0558(5) Uani 1 1 d . . . . .
H00E H 0.7833 0.4586 0.1938 0.067 Uiso 1 1 calc R . . . .
C00F C 0.87770(14) 0.4672(3) 0.42294(15) 0.0560(5) Uani 1 1 d . . . . .
H00F H 0.9262 0.4562 0.4864 0.067 Uiso 1 1 calc R . . . .
C00G C 0.41389(15) 0.6792(2) 0.11243(13) 0.0542(5) Uani 1 1 d . . . . .
H00A H 0.4802 0.6879 0.1202 0.065 Uiso 1 1 calc R . . . .
H00C H 0.3837 0.7791 0.0952 0.065 Uiso 1 1 calc R . . . .
C00H C 0.88600(16) 0.4374(3) 0.33617(18) 0.0622(5) Uani 1 1 d . . . . .
H00H H 0.9411 0.4026 0.3307 0.075 Uiso 1 1 calc R . . . .
C00I C 0.81040(18) 0.6792(3) 0.62197(15) 0.0669(6) Uani 1 1 d . . . . .
H00I H 0.7820 0.7720 0.5943 0.080 Uiso 1 1 calc R . . . .
C00J C 0.83321(19) 0.4140(3) 0.60849(17) 0.0669(6) Uani 1 1 d . . . . .
H00J H 0.8196 0.3251 0.5710 0.080 Uiso 1 1 calc R . . . .
C00K C 0.31407(15) 0.6042(3) 0.19375(16) 0.0606(5) Uani 1 1 d . . . . .
H00G H 0.2802 0.7013 0.1818 0.073 Uiso 1 1 calc R . . . .
H00K H 0.3155 0.5607 0.2536 0.073 Uiso 1 1 calc R . . . .
C00L C 0.91538(16) 0.5390(3) 0.76480(14) 0.0651(6) Uani 1 1 d . . . . .
C00M C 0.26211(17) 0.4971(3) 0.10864(19) 0.0680(6) Uani 1 1 d . . . . .
H00L H 0.2929 0.3975 0.1243 0.082 Uiso 1 1 calc R . . . .
H00M H 0.1955 0.4851 0.0995 0.082 Uiso 1 1 calc R . . . .
C00N C 0.8947(2) 0.4081(3) 0.70722(19) 0.0760(7) Uani 1 1 d . . . . .
H00N H 0.9226 0.3154 0.7355 0.091 Uiso 1 1 calc R . . . .
C00O C 0.8719(2) 0.6712(3) 0.72160(16) 0.0770(8) Uani 1 1 d . . . . .
H00O H 0.8835 0.7592 0.7596 0.092 Uiso 1 1 calc R . . . .
C00P C 0.35949(17) 0.5671(3) 0.03179(15) 0.0671(6) Uani 1 1 d . . . . .
H00P H 0.3592 0.6028 -0.0293 0.081 Uiso 1 1 calc R . . . .
H00Q H 0.3920 0.4687 0.0474 0.081 Uiso 1 1 calc R . . . .
B00Q B 0.63131(15) 0.5757(2) 0.23637(13) 0.0449(5) Uani 1 1 d . . . . .
C00R C 0.9878(2) 0.5327(5) 0.87216(18) 0.0970(11) Uani 1 1 d . . . . .
H00R H 0.9742 0.4454 0.9029 0.146 Uiso 1 1 calc GR . . . .
H00S H 0.9825 0.6242 0.9049 0.146 Uiso 1 1 calc GR . . . .
H00T H 1.0523 0.5248 0.8765 0.146 Uiso 1 1 calc GR . . . .


_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 B00Q 1.380(2) . ?
F002 B00Q 1.396(2) . ?
N003 C007 1.4177(19) . ?
N003 C00A 1.354(2) . ?
N003 B00Q 1.565(2) . ?
N004 C009 1.373(2) . ?
N004 C00E 1.360(3) . ?
N004 B00Q 1.533(3) . ?
N005 C00A 1.338(2) . ?
N005 C00G 1.458(2) . ?
N005 C00K 1.468(3) . ?
O006 C00M 1.412(3) . ?
O006 C00P 1.422(3) . ?
C007 C008 1.364(3) . ?
C007 C00B 1.422(3) . ?
C008 C009 1.427(3) . ?
C008 C00C 1.489(2) . ?
C009 C00F 1.388(3) . ?
C00A C00D 1.440(2) . ?
C00B H00B 0.9300 . ?
C00B C00D 1.343(3) . ?
C00C C00I 1.368(3) . ?
C00C C00J 1.387(3) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00H 1.372(3) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.389(3) . ?
C00G H00A 0.9700 . ?
C00G H00C 0.9700 . ?
C00G C00P 1.504(3) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00O 1.391(3) . ?
C00J H00J 0.9300 . ?
C00J C00N 1.379(3) . ?
C00K H00G 0.9700 . ?
C00K H00K 0.9700 . ?
C00K C00M 1.510(3) . ?
C00L C00N 1.388(4) . ?
C00L C00O 1.353(4) . ?
C00L C00R 1.520(3) . ?
C00M H00L 0.9700 . ?
C00M H00M 0.9700 . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9700 . ?
C00P H00Q 0.9700 . ?
C00R H00R 0.9600 . ?
C00R H00S 0.9600 . ?
C00R H00T 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
C007 N003 B00Q 122.16(14) . . ?
C00A N003 C007 106.98(14) . . ?
C00A N003 B00Q 130.69(14) . . ?
C009 N004 B00Q 125.94(15) . . ?
C00E N004 C009 107.54(16) . . ?
C00E N004 B00Q 126.30(16) . . ?
C00A N005 C00G 126.81(17) . . ?
C00A N005 C00K 121.54(16) . . ?
C00G N005 C00K 111.21(15) . . ?
C00M O006 C00P 109.82(17) . . ?
N003 C007 C00B 107.75(15) . . ?
C008 C007 N003 122.75(15) . . ?
C008 C007 C00B 128.88(15) . . ?
C007 C008 C009 120.22(15) . . ?
C007 C008 C00C 122.71(16) . . ?
C009 C008 C00C 117.03(16) . . ?
N004 C009 C008 120.26(16) . . ?
N004 C009 C00F 108.50(17) . . ?
C00F C009 C008 131.21(17) . . ?
N003 C00A C00D 109.21(15) . . ?
N005 C00A N003 126.84(16) . . ?
N005 C00A C00D 123.94(17) . . ?
C007 C00B H00B 125.8 . . ?
C00D C00B C007 108.32(15) . . ?
C00D C00B H00B 125.8 . . ?
C00I C00C C008 121.76(17) . . ?
C00I C00C C00J 118.34(18) . . ?
C00J C00C C008 119.71(17) . . ?
C00A C00D H00D 126.2 . . ?
C00B C00D C00A 107.67(17) . . ?
C00B C00D H00D 126.2 . . ?
N004 C00E H00E 125.2 . . ?
N004 C00E C00H 109.60(18) . . ?
C00H C00E H00E 125.2 . . ?
C009 C00F H00F 126.5 . . ?
C009 C00F C00H 107.06(18) . . ?
C00H C00F H00F 126.5 . . ?
N005 C00G H00A 109.7 . . ?
N005 C00G H00C 109.7 . . ?
N005 C00G C00P 109.97(18) . . ?
H00A C00G H00C 108.2 . . ?
C00P C00G H00A 109.7 . . ?
C00P C00G H00C 109.7 . . ?
C00E C00H C00F 107.29(19) . . ?
C00E C00H H00H 126.4 . . ?
C00F C00H H00H 126.4 . . ?
C00C C00I H00I 119.9 . . ?
C00C C00I C00O 120.3(2) . . ?
C00O C00I H00I 119.9 . . ?
C00C C00J H00J 119.7 . . ?
C00N C00J C00C 120.7(2) . . ?
C00N C00J H00J 119.7 . . ?
N005 C00K H00G 109.9 . . ?
N005 C00K H00K 109.9 . . ?
N005 C00K C00M 108.90(18) . . ?
H00G C00K H00K 108.3 . . ?
C00M C00K H00G 109.9 . . ?
C00M C00K H00K 109.9 . . ?
C00N C00L C00R 120.2(3) . . ?
C00O C00L C00N 118.0(2) . . ?
C00O C00L C00R 121.8(3) . . ?
O006 C00M C00K 112.8(2) . . ?
O006 C00M H00L 109.0 . . ?
O006 C00M H00M 109.0 . . ?
C00K C00M H00L 109.0 . . ?
C00K C00M H00M 109.0 . . ?
H00L C00M H00M 107.8 . . ?
C00J C00N C00L 120.7(2) . . ?
C00J C00N H00N 119.6 . . ?
C00L C00N H00N 119.6 . . ?
C00I C00O H00O 119.0 . . ?
C00L C00O C00I 121.9(2) . . ?
C00L C00O H00O 119.0 . . ?
O006 C00P C00G 110.9(2) . . ?
O006 C00P H00P 109.5 . . ?
O006 C00P H00Q 109.5 . . ?
C00G C00P H00P 109.5 . . ?
C00G C00P H00Q 109.5 . . ?
H00P C00P H00Q 108.1 . . ?
F001 B00Q F002 109.76(15) . . ?
F001 B00Q N003 110.33(15) . . ?
F001 B00Q N004 109.98(16) . . ?
F002 B00Q N003 109.92(16) . . ?
F002 B00Q N004 109.25(15) . . ?
N004 B00Q N003 107.56(13) . . ?
C00L C00R H00R 109.5 . . ?
C00L C00R H00S 109.5 . . ?
C00L C00R H00T 109.5 . . ?
H00R C00R H00S 109.5 . . ?
H00R C00R H00T 109.5 . . ?
H00S C00R H00T 109.5 . . ?

_olex2_date_sample_data_collection 2017-10-23
_olex2_submission_special_instructions 'No special instructions were received'
