# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_BDP-en-BDP-1
_database_code_depnum_ccdc_archive 'CCDC 1527723'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C48 H54 B2 F4 N6'
_chemical_formula_moiety         'C48 H54 B2 F4 N6'
_chemical_formula_weight         812.61
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.455(3)
_cell_length_b                   11.938(5)
_cell_length_c                   20.565(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.164(5)
_cell_angle_gamma                90.0000
_cell_volume                     2074.3(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5481
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             860.00
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_T_max  0.991

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            15771
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_min         3.063
_diffrn_reflns_theta_full        27.470
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4561
_reflns_number_gt                3687
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1245
_refine_ls_wR_factor_gt          0.1160
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4561
_refine_ls_number_parameters     271
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0550P)²+0.6505P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.82876(12) 0.39755(9) 0.36678(5) 0.0253(3) Uani 1 1 d . . .
F2 F 0.75039(12) 0.21967(9) 0.38700(5) 0.0268(3) Uani 1 1 d . . .
N1 N 0.78460(16) 0.27407(12) 0.27563(7) 0.0171(3) Uani 1 1 d . . .
N2 N 0.18525(17) 0.48123(13) 0.45447(7) 0.0212(3) Uani 1 1 d . . .
N25 N 0.55968(16) 0.34773(11) 0.33697(6) 0.0147(3) Uani 1 1 d . . .
C2 C 0.54569(19) 0.33950(13) 0.21837(8) 0.0149(3) Uani 1 1 d . . .
C3 C 0.2793(2) 0.27553(15) 0.07223(8) 0.0197(4) Uani 1 1 d . . .
H3 H 0.2226 0.2135 0.0542 0.024 Uiso 1 1 calc R . .
C4 C 0.9334(2) 0.22300(15) 0.19291(9) 0.0215(4) Uani 1 1 d . . .
H4 H 1.0206 0.1949 0.1701 0.026 Uiso 1 1 calc R . .
C5 C 0.32627(19) 0.41168(13) 0.29089(8) 0.0161(3) Uani 1 1 d . . .
C6 C 0.46754(19) 0.37861(13) 0.38578(8) 0.0155(3) Uani 1 1 d . . .
C7 C 0.32188(19) 0.41994(14) 0.35895(8) 0.0163(3) Uani 1 1 d . . .
C8 C 0.9249(2) 0.22948(14) 0.26059(9) 0.0202(4) Uani 1 1 d . . .
C9 C 0.19054(19) 0.46966(14) 0.39323(8) 0.0177(4) Uani 1 1 d . . .
H9 H 0.1021 0.4954 0.3676 0.021 Uiso 1 1 calc R . .
C10 C 0.45224(18) 0.35327(14) 0.15590(8) 0.0153(3) Uani 1 1 d . . .
C11 C 0.5384(2) 0.55571(15) 0.15208(9) 0.0231(4) Uani 1 1 d . . .
H11A H 0.4915 0.5798 0.1926 0.028 Uiso 1 1 calc R . .
H11B H 0.5342 0.6176 0.1207 0.028 Uiso 1 1 calc R . .
H11C H 0.6489 0.5338 0.1609 0.028 Uiso 1 1 calc R . .
C12 C 0.7568(2) 0.27286(16) 0.09312(9) 0.0246(4) Uani 1 1 d . . .
H12A H 0.7083 0.3458 0.0833 0.030 Uiso 1 1 calc R . .
H12B H 0.6832 0.2130 0.0797 0.030 Uiso 1 1 calc R . .
H12C H 0.8547 0.2654 0.0694 0.030 Uiso 1 1 calc R . .
C13 C 0.36920(19) 0.26081(14) 0.12980(8) 0.0168(3) Uani 1 1 d . . .
C14 C 0.5202(2) 0.36745(15) 0.45501(8) 0.0210(4) Uani 1 1 d . . .
H14A H 0.6158 0.4124 0.4633 0.025 Uiso 1 1 calc R . .
H14B H 0.5433 0.2886 0.4648 0.025 Uiso 1 1 calc R . .
H14C H 0.4363 0.3939 0.4828 0.025 Uiso 1 1 calc R . .
C15 C 0.3766(2) 0.14768(14) 0.16250(9) 0.0214(4) Uani 1 1 d . . .
H15A H 0.3047 0.0958 0.1392 0.026 Uiso 1 1 calc R . .
H15B H 0.3451 0.1551 0.2077 0.026 Uiso 1 1 calc R . .
H15C H 0.4850 0.1187 0.1618 0.026 Uiso 1 1 calc R . .
C16 C 0.7938(2) 0.26426(14) 0.16464(8) 0.0199(4) Uani 1 1 d . . .
C17 C 0.3555(2) 0.46785(15) 0.06675(8) 0.0219(4) Uani 1 1 d . . .
H17 H 0.3514 0.5381 0.0451 0.026 Uiso 1 1 calc R . .
C18 C 0.1984(2) 0.44687(15) 0.24309(8) 0.0205(4) Uani 1 1 d . . .
H18A H 0.1842 0.3892 0.2095 0.025 Uiso 1 1 calc R . .
H18B H 0.2278 0.5178 0.2228 0.025 Uiso 1 1 calc R . .
H18C H 0.0992 0.4567 0.2656 0.025 Uiso 1 1 calc R . .
C19 C 0.69863(19) 0.29596(14) 0.21745(8) 0.0166(3) Uani 1 1 d . . .
C20 C 1.0450(2) 0.19297(16) 0.31126(9) 0.0247(4) Uani 1 1 d . . .
H20A H 1.0143 0.1201 0.3288 0.030 Uiso 1 1 calc R . .
H20B H 1.0508 0.2483 0.3465 0.030 Uiso 1 1 calc R . .
H20C H 1.1486 0.1866 0.2918 0.030 Uiso 1 1 calc R . .
C21 C 0.2700(2) 0.37793(15) 0.04034(8) 0.0219(4) Uani 1 1 d . . .
C22 C 0.1696(3) 0.38913(18) -0.02166(9) 0.0327(5) Uani 1 1 d . . .
H22A H 0.1834 0.4641 -0.0399 0.039 Uiso 1 1 calc R . .
H22B H 0.0580 0.3777 -0.0121 0.039 Uiso 1 1 calc R . .
H22C H 0.2021 0.3328 -0.0531 0.039 Uiso 1 1 calc R . .
C23 C 0.04528(19) 0.53823(15) 0.47794(8) 0.0203(4) Uani 1 1 d . . .
H23A H -0.0242 0.5611 0.4404 0.024 Uiso 1 1 calc R . .
H23B H 0.0781 0.6066 0.5021 0.024 Uiso 1 1 calc R . .
C24 C 0.44695(19) 0.45702(14) 0.12427(8) 0.0177(4) Uani 1 1 d . . .
C26 C 0.47674(19) 0.36641(13) 0.27746(8) 0.0149(3) Uani 1 1 d . . .
B1 B 0.7340(2) 0.30861(16) 0.34434(10) 0.0183(4) Uani 1 1 d . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r3 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r3'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r3'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1.1 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.1.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 1.398(2) . ?
F2 B1 1.381(2) . ?
N1 C8 1.347(2) . ?
N1 C19 1.401(2) . ?
N1 B1 1.548(2) . ?
N2 C9 1.269(2) . ?
N2 C23 1.463(2) . ?
N25 C6 1.345(2) . ?
N25 C26 1.405(2) . ?
N25 B1 1.548(2) . ?
C2 C19 1.394(2) . ?
C2 C26 1.405(2) . ?
C2 C10 1.492(2) . ?
C3 C21 1.388(3) . ?
C3 C13 1.393(2) . ?
C3 H3 0.9500 . ?
C4 C16 1.387(2) . ?
C4 C8 1.399(3) . ?
C4 H4 0.9500 . ?
C5 C7 1.405(2) . ?
C5 C26 1.419(2) . ?
C5 C18 1.494(2) . ?
C6 C7 1.419(2) . ?
C6 C14 1.482(2) . ?
C7 C9 1.464(2) . ?
C8 C20 1.492(2) . ?
C9 H9 0.9500 . ?
C10 C24 1.399(2) . ?
C10 C13 1.404(2) . ?
C11 C24 1.510(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C16 1.496(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.509(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C19 1.427(2) . ?
C17 C21 1.393(3) . ?
C17 C24 1.394(2) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.511(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C23 1.515(3) 3_566 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C19 108.09(14) . . ?
C8 N1 B1 126.26(14) . . ?
C19 N1 B1 125.28(14) . . ?
C9 N2 C23 115.93(15) . . ?
C6 N25 C26 108.81(14) . . ?
C6 N25 B1 125.85(14) . . ?
C26 N25 B1 125.11(13) . . ?
C19 C2 C26 120.82(15) . . ?
C19 C2 C10 119.39(14) . . ?
C26 C2 C10 119.75(14) . . ?
C21 C3 C13 122.13(16) . . ?
C21 C3 H3 118.9 . . ?
C13 C3 H3 118.9 . . ?
C16 C4 C8 108.81(15) . . ?
C16 C4 H4 125.6 . . ?
C8 C4 H4 125.6 . . ?
C7 C5 C26 106.15(14) . . ?
C7 C5 C18 126.16(15) . . ?
C26 C5 C18 127.67(15) . . ?
N25 C6 C7 108.89(14) . . ?
N25 C6 C14 122.07(15) . . ?
C7 C6 C14 129.04(15) . . ?
C5 C7 C6 107.93(14) . . ?
C5 C7 C9 123.88(15) . . ?
C6 C7 C9 128.09(15) . . ?
N1 C8 C4 109.24(15) . . ?
N1 C8 C20 122.48(16) . . ?
C4 C8 C20 128.28(16) . . ?
N2 C9 C7 125.30(16) . . ?
N2 C9 H9 117.3 . . ?
C7 C9 H9 117.3 . . ?
C24 C10 C13 120.78(15) . . ?
C24 C10 C2 120.30(14) . . ?
C13 C10 C2 118.92(14) . . ?
C24 C11 H11A 109.5 . . ?
C24 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C24 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C12 H12A 109.5 . . ?
C16 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C16 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 C10 118.32(15) . . ?
C3 C13 C15 120.24(15) . . ?
C10 C13 C15 121.44(15) . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C16 C19 105.72(15) . . ?
C4 C16 C12 125.43(16) . . ?
C19 C16 C12 128.85(15) . . ?
C21 C17 C24 121.49(16) . . ?
C21 C17 H17 119.3 . . ?
C24 C17 H17 119.3 . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C2 C19 N1 120.62(14) . . ?
C2 C19 C16 131.23(16) . . ?
N1 C19 C16 108.14(14) . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C3 C21 C17 118.37(16) . . ?
C3 C21 C22 119.78(16) . . ?
C17 C21 C22 121.85(16) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 C23 110.54(18) . 3_566 ?
N2 C23 H23A 109.5 . . ?
C23 C23 H23A 109.5 3_566 . ?
N2 C23 H23B 109.5 . . ?
C23 C23 H23B 109.5 3_566 . ?
H23A C23 H23B 108.1 . . ?
C17 C24 C10 118.91(15) . . ?
C17 C24 C11 120.58(15) . . ?
C10 C24 C11 120.51(15) . . ?
C2 C26 N25 120.49(15) . . ?
C2 C26 C5 131.29(15) . . ?
N25 C26 C5 108.21(14) . . ?
F2 B1 F1 109.36(15) . . ?
F2 B1 N25 111.51(14) . . ?
F1 B1 N25 109.57(14) . . ?
F2 B1 N1 110.52(15) . . ?
F1 B1 N1 109.20(14) . . ?
N25 B1 N1 106.63(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C26 N25 C6 C7 -0.79(18) . . . . ?
B1 N25 C6 C7 173.90(15) . . . . ?
C26 N25 C6 C14 178.95(14) . . . . ?
B1 N25 C6 C14 -6.4(2) . . . . ?
C26 C5 C7 C6 -0.75(18) . . . . ?
C18 C5 C7 C6 -179.28(16) . . . . ?
C26 C5 C7 C9 175.89(15) . . . . ?
C18 C5 C7 C9 -2.6(3) . . . . ?
N25 C6 C7 C5 0.97(18) . . . . ?
C14 C6 C7 C5 -178.75(16) . . . . ?
N25 C6 C7 C9 -175.48(15) . . . . ?
C14 C6 C7 C9 4.8(3) . . . . ?
C19 N1 C8 C4 0.77(19) . . . . ?
B1 N1 C8 C4 -172.52(15) . . . . ?
C19 N1 C8 C20 -178.27(16) . . . . ?
B1 N1 C8 C20 8.4(3) . . . . ?
C16 C4 C8 N1 -0.3(2) . . . . ?
C16 C4 C8 C20 178.64(17) . . . . ?
C23 N2 C9 C7 177.14(15) . . . . ?
C5 C7 C9 N2 -177.84(16) . . . . ?
C6 C7 C9 N2 -1.9(3) . . . . ?
C19 C2 C10 C24 -96.83(19) . . . . ?
C26 C2 C10 C24 85.6(2) . . . . ?
C19 C2 C10 C13 83.60(19) . . . . ?
C26 C2 C10 C13 -93.98(19) . . . . ?
C21 C3 C13 C10 0.1(2) . . . . ?
C21 C3 C13 C15 -179.59(16) . . . . ?
C24 C10 C13 C3 -1.1(2) . . . . ?
C2 C10 C13 C3 178.49(14) . . . . ?
C24 C10 C13 C15 178.59(15) . . . . ?
C2 C10 C13 C15 -1.8(2) . . . . ?
C8 C4 C16 C19 -0.2(2) . . . . ?
C8 C4 C16 C12 179.32(16) . . . . ?
C26 C2 C19 N1 2.5(2) . . . . ?
C10 C2 C19 N1 -175.08(14) . . . . ?
C26 C2 C19 C16 -178.89(17) . . . . ?
C10 C2 C19 C16 3.6(3) . . . . ?
C8 N1 C19 C2 178.01(15) . . . . ?
B1 N1 C19 C2 -8.6(2) . . . . ?
C8 N1 C19 C16 -0.92(18) . . . . ?
B1 N1 C19 C16 172.45(15) . . . . ?
C4 C16 C19 C2 -178.07(17) . . . . ?
C12 C16 C19 C2 2.4(3) . . . . ?
C4 C16 C19 N1 0.71(19) . . . . ?
C12 C16 C19 N1 -178.84(17) . . . . ?
C13 C3 C21 C17 0.9(3) . . . . ?
C13 C3 C21 C22 -179.50(16) . . . . ?
C24 C17 C21 C3 -0.9(3) . . . . ?
C24 C17 C21 C22 179.49(17) . . . . ?
C9 N2 C23 C23 119.3(2) . . . 3_566 ?
C21 C17 C24 C10 -0.1(3) . . . . ?
C21 C17 C24 C11 -179.88(16) . . . . ?
C13 C10 C24 C17 1.1(2) . . . . ?
C2 C10 C24 C17 -178.50(15) . . . . ?
C13 C10 C24 C11 -179.11(15) . . . . ?
C2 C10 C24 C11 1.3(2) . . . . ?
C19 C2 C26 N25 -1.3(2) . . . . ?
C10 C2 C26 N25 176.23(14) . . . . ?
C19 C2 C26 C5 179.48(17) . . . . ?
C10 C2 C26 C5 -3.0(3) . . . . ?
C6 N25 C26 C2 -179.05(14) . . . . ?
B1 N25 C26 C2 6.2(2) . . . . ?
C6 N25 C26 C5 0.32(18) . . . . ?
B1 N25 C26 C5 -174.42(14) . . . . ?
C7 C5 C26 C2 179.56(17) . . . . ?
C18 C5 C26 C2 -1.9(3) . . . . ?
C7 C5 C26 N25 0.28(17) . . . . ?
C18 C5 C26 N25 178.79(15) . . . . ?
C6 N25 B1 F2 55.1(2) . . . . ?
C26 N25 B1 F2 -131.01(16) . . . . ?
C6 N25 B1 F1 -66.1(2) . . . . ?
C26 N25 B1 F1 107.78(17) . . . . ?
C6 N25 B1 N1 175.87(14) . . . . ?
C26 N25 B1 N1 -10.3(2) . . . . ?
C8 N1 B1 F2 -55.0(2) . . . . ?
C19 N1 B1 F2 132.86(16) . . . . ?
C8 N1 B1 F1 65.4(2) . . . . ?
C19 N1 B1 F1 -106.80(18) . . . . ?
C8 N1 B1 N25 -176.32(15) . . . . ?
C19 N1 B1 N25 11.5(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / methanol (poor)'
####################################################################### 
# 
# 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_tsuchiya7_
_database_code_depnum_ccdc_archive 'CCDC 1527798'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C48 H50 B2 F4 N6 O2'
_chemical_formula_moiety         'C48 H50 B2 F4 N6 O2'
_chemical_formula_weight         840.58
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   11.604(3)
_cell_length_b                   12.326(3)
_cell_length_c                   16.967(4)
_cell_angle_alpha                89.795(10)
_cell_angle_beta                 70.935(8)
_cell_angle_gamma                73.944(8)
_cell_volume                     2194.1(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    24211
_cell_measurement_theta_min      0.86
_cell_measurement_theta_max      13.47
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       unknown
_exptl_crystal_colour            unknown
_exptl_crystal_size_max          0.81
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.01
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             884.00
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.515
_exptl_absorpt_correction_T_max  1.000

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.35400
_diffrn_measurement_device_type  'Rigaku R-AXIS IV'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.706
_diffrn_reflns_number            38573
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_theta_max         13.29
_diffrn_reflns_theta_full        13.29
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             10024
_reflns_number_gt                5567
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0901
_refine_ls_wR_factor_ref         0.2973
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         10024
_refine_ls_number_parameters     578
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1773P)²+0.4242P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.430
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
B B 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.24169(17) 0.16921(15) 0.95094(13) 0.0474(5) Uani 1.0 2 d . . .
F2 F 0.3664(2) 0.11761(18) 1.03225(13) 0.0528(6) Uani 1.0 2 d . . .
F3 F 0.1983(2) -0.14116(18) 0.60344(14) 0.0581(6) Uani 1.0 2 d . . .
F4 F 0.3867(2) -0.2107(2) 0.62530(14) 0.0595(6) Uani 1.0 2 d . . .
O5 O 0.3257(6) -0.3269(5) 0.9429(5) 0.071(2) Uani 0.511(6) 2 d . . .
O6 O 0.6415(6) 0.4756(5) 0.8119(5) 0.075(2) Uani 0.511(6) 2 d . . .
O65 O 0.4701(5) -0.5113(4) 0.3391(3) 0.1019(13) Uani 1.0 2 d . . .
N7 N 0.1974(3) -0.2354(3) 0.72734(19) 0.0442(7) Uani 1.0 2 d . . .
N8 N 0.4549(3) 0.1829(3) 0.89847(19) 0.0434(7) Uani 1.0 2 d . . .
N9 N 0.0342(4) -0.0217(3) 0.9582(2) 0.0609(9) Uani 1.0 2 d . . .
N10 N 0.2909(3) -0.3431(3) 0.58672(19) 0.0476(7) Uani 1.0 2 d . . .
N11 N 0.4794(6) 0.5164(5) 0.8831(4) 0.0450(17) Uani 0.489(6) 2 d . . .
N12 N 0.4138(3) -0.0043(3) 0.90729(18) 0.0415(7) Uani 1.0 2 d . . .
N13 N 0.5158(6) -0.3853(5) 0.8541(4) 0.0458(17) Uani 0.489(6) 2 d . . .
C14 C 0.5624(4) 0.4333(4) 0.8483(5) 0.095(2) Uani 1.0 2 d . . .
C15 C 0.6661(3) -0.0070(3) 0.6981(3) 0.0422(8) Uani 1.0 2 d . . .
C16 C 0.5498(3) 0.1430(3) 0.8198(3) 0.0422(8) Uani 1.0 2 d . . .
C17 C 0.1668(4) -0.4191(3) 0.7063(3) 0.0472(9) Uani 1.0 2 d . . .
C18 C 0.8813(4) -0.0975(3) 0.6081(3) 0.0517(9) Uani 1.0 2 d . . .
C19 C 0.6265(4) 0.0056(3) 0.6279(3) 0.0463(8) Uani 1.0 2 d . . .
C20 C 0.1696(4) -0.5988(3) 0.7776(3) 0.0510(9) Uani 1.0 2 d . . .
C21 C 0.5705(3) 0.0331(3) 0.7838(2) 0.0409(8) Uani 1.0 2 d . . .
C22 C 0.5037(3) -0.0392(3) 0.8264(2) 0.0402(7) Uani 1.0 2 d . . .
C23 C 0.0279(4) -0.1231(4) 0.9453(3) 0.0532(9) Uani 1.0 2 d . . .
C24 C 0.6079(4) 0.2292(3) 0.7912(3) 0.0486(9) Uani 1.0 2 d . . .
C25 C 0.1481(3) -0.3248(3) 0.7596(3) 0.0449(8) Uani 1.0 2 d . . .
C26 C 0.1066(4) -0.5090(3) 0.7420(3) 0.0507(9) Uani 1.0 2 d . . .
C27 C 0.0882(4) -0.1880(3) 0.8655(3) 0.0478(9) Uani 1.0 2 d . . .
C28 C 0.8389(4) -0.0718(4) 0.7627(3) 0.0565(10) Uani 1.0 2 d . . .
C29 C 0.3548(4) -0.3727(4) 0.5057(3) 0.0557(10) Uani 1.0 2 d . . .
C30 C 0.1611(4) -0.1531(3) 0.7893(3) 0.0484(9) Uani 1.0 2 d . . .
C31 C 0.2379(4) -0.4293(3) 0.6218(3) 0.0508(9) Uani 1.0 2 d . . .
C32 C 0.5144(4) -0.1542(3) 0.8062(3) 0.0467(8) Uani 1.0 2 d . . .
C33 C 0.8435(4) -0.0858(4) 0.5374(3) 0.0533(10) Uani 1.0 2 d . . .
C34 C 0.7948(4) -0.0592(3) 0.6885(3) 0.0461(8) Uani 1.0 2 d . . .
C35 C 0.1930(4) -0.0437(4) 0.7761(3) 0.0578(10) Uani 1.0 2 d . . .
C36 C 0.1070(5) -0.6785(3) 0.8131(3) 0.0647(12) Uani 1.0 2 d . . .
C37 C 0.5931(4) -0.2271(3) 0.7267(3) 0.0532(9) Uani 1.0 2 d . . .
C38 C 0.4516(4) 0.2901(3) 0.9183(3) 0.0490(9) Uani 1.0 2 d . . .
C39 C 0.7157(4) -0.0335(4) 0.5495(3) 0.0521(9) Uani 1.0 2 d . . .
C40 C 0.3726(4) -0.0914(3) 0.9380(3) 0.0495(9) Uani 1.0 2 d . . .
C41 C 0.7148(4) 0.2271(4) 0.7119(3) 0.0593(10) Uani 1.0 2 d . . .
C42 C 0.2725(5) -0.5161(4) 0.5567(3) 0.0575(10) Uani 1.0 2 d . . .
C44 C 0.0153(4) -0.3637(4) 0.9091(3) 0.0676(13) Uani 1.0 2 d . . .
C45 C 0.3452(5) -0.4790(4) 0.4841(3) 0.0618(11) Uani 1.0 2 d . . .
C46 C 0.2827(4) -0.0863(4) 1.0239(3) 0.0577(10) Uani 1.0 2 d . . .
C47 C 0.2992(4) -0.6063(5) 0.7807(3) 0.0720(13) Uani 1.0 2 d . . .
C48 C 0.9396(5) -0.1281(4) 0.4508(3) 0.0709(13) Uani 1.0 2 d . . .
C49 C 0.4878(4) 0.0593(4) 0.6383(3) 0.0577(10) Uani 1.0 2 d . . .
C50 C 0.4210(5) -0.2984(4) 0.4511(3) 0.0642(11) Uani 1.0 2 d . . .
C51 C 0.3572(4) 0.3594(4) 0.9956(3) 0.0610(11) Uani 1.0 2 d . . .
C52 C 0.4090(6) -0.2966(4) 0.8874(4) 0.099(3) Uani 1.0 2 d . . .
C53 C 0.2368(6) -0.6255(4) 0.5628(4) 0.0750(14) Uani 1.0 2 d . . .
C54 C 0.4338(4) -0.1869(3) 0.8764(3) 0.0564(10) Uani 1.0 2 d . . .
C55 C 0.5444(4) 0.3216(3) 0.8527(3) 0.0547(10) Uani 1.0 2 d . . .
C56 C -0.0124(6) -0.6707(4) 0.8139(4) 0.0826(16) Uani 1.0 2 d . . .
C57 C 0.4043(6) -0.5422(5) 0.4018(4) 0.0809(15) Uani 1.0 2 d . . .
C58 C -0.0715(6) -0.5831(5) 0.7759(5) 0.102(3) Uani 1.0 2 d . . .
C59 C -0.0812(6) -0.4069(6) 0.6992(6) 0.138(4) Uani 1.0 2 d . . .
C60 C -0.0128(5) -0.5016(4) 0.7389(4) 0.0813(16) Uani 1.0 2 d . . .
C61 C 0.0806(4) -0.2946(3) 0.8466(3) 0.0481(9) Uani 1.0 2 d . . .
C62 C -0.0836(8) -0.7532(6) 0.8553(5) 0.120(3) Uani 1.0 2 d . . .
B63 B 0.3651(4) 0.1183(3) 0.9507(3) 0.0432(9) Uani 1.0 2 d . . .
B64 B 0.2702(4) -0.2288(4) 0.6343(3) 0.0476(10) Uani 1.0 2 d . . .
H18 H 0.9666 -0.1319 0.6012 0.0621 Uiso 1.0 2 calc R . .
H23 H -0.0179 -0.1551 0.9900 0.0639 Uiso 1.0 2 calc R . .
H28A H 0.9245 -0.1213 0.7461 0.0678 Uiso 1.0 2 calc R . .
H28B H 0.7839 -0.1033 0.8056 0.0678 Uiso 1.0 2 calc R . .
H28C H 0.8367 0.0012 0.7838 0.0678 Uiso 1.0 2 calc R . .
H35A H 0.2839 -0.0585 0.7554 0.0694 Uiso 1.0 2 calc R . .
H35B H 0.1577 0.0032 0.8282 0.0694 Uiso 1.0 2 calc R . .
H35C H 0.1579 -0.0056 0.7360 0.0694 Uiso 1.0 2 calc R . .
H36 H 0.1483 -0.7384 0.8368 0.0776 Uiso 1.0 2 calc R . .
H37A H 0.5732 -0.1904 0.6807 0.0638 Uiso 1.0 2 calc R . .
H37B H 0.5751 -0.2988 0.7296 0.0638 Uiso 1.0 2 calc R . .
H37C H 0.6818 -0.2391 0.7183 0.0638 Uiso 1.0 2 calc R . .
H39 H 0.6894 -0.0246 0.5031 0.0625 Uiso 1.0 2 calc R . .
H41A H 0.7096 0.1820 0.6679 0.0712 Uiso 1.0 2 calc R . .
H41B H 0.7948 0.1950 0.7203 0.0712 Uiso 1.0 2 calc R . .
H41C H 0.7086 0.3031 0.6966 0.0712 Uiso 1.0 2 calc R . .
H44A H -0.0407 -0.3901 0.8883 0.0812 Uiso 1.0 2 calc R . .
H44B H -0.0331 -0.3177 0.9612 0.0812 Uiso 1.0 2 calc R . .
H44C H 0.0780 -0.4275 0.9177 0.0812 Uiso 1.0 2 calc R . .
H46A H 0.3194 -0.0691 1.0637 0.0692 Uiso 1.0 2 calc R . .
H46B H 0.2658 -0.1581 1.0330 0.0692 Uiso 1.0 2 calc R . .
H46C H 0.2044 -0.0283 1.0309 0.0692 Uiso 1.0 2 calc R . .
H47A H 0.2950 -0.6006 0.8381 0.0864 Uiso 1.0 2 calc R . .
H47B H 0.3275 -0.5455 0.7532 0.0864 Uiso 1.0 2 calc R . .
H47C H 0.3580 -0.6776 0.7530 0.0864 Uiso 1.0 2 calc R . .
H48A H 0.9269 -0.0714 0.4131 0.0851 Uiso 1.0 2 calc R . .
H48B H 0.9285 -0.1965 0.4315 0.0851 Uiso 1.0 2 calc R . .
H48C H 1.0242 -0.1434 0.4529 0.0851 Uiso 1.0 2 calc R . .
H49A H 0.4797 0.1250 0.6077 0.0693 Uiso 1.0 2 calc R . .
H49B H 0.4394 0.0812 0.6966 0.0693 Uiso 1.0 2 calc R . .
H49C H 0.4561 0.0057 0.6172 0.0693 Uiso 1.0 2 calc R . .
H50A H 0.3600 -0.2279 0.4506 0.0770 Uiso 1.0 2 calc R . .
H50B H 0.4626 -0.3352 0.3952 0.0770 Uiso 1.0 2 calc R . .
H50C H 0.4833 -0.2842 0.4723 0.0770 Uiso 1.0 2 calc R . .
H51A H 0.3179 0.3113 1.0331 0.0732 Uiso 1.0 2 calc R . .
H51B H 0.2932 0.4156 0.9814 0.0732 Uiso 1.0 2 calc R . .
H51C H 0.3995 0.3962 1.0223 0.0732 Uiso 1.0 2 calc R . .
H53A H 0.2654 -0.6643 0.5079 0.0900 Uiso 1.0 2 calc R . .
H53B H 0.1459 -0.6091 0.5870 0.0900 Uiso 1.0 2 calc R . .
H53C H 0.2764 -0.6727 0.5975 0.0900 Uiso 1.0 2 calc R . .
H57 H 0.3907 -0.6123 0.3965 0.0971 Uiso 1.0 2 calc R . .
H58 H -0.1524 -0.5783 0.7750 0.1228 Uiso 1.0 2 calc R . .
H59A H -0.0939 -0.3354 0.7279 0.1654 Uiso 1.0 2 calc R . .
H59B H -0.1623 -0.4161 0.7030 0.1654 Uiso 1.0 2 calc R . .
H59C H -0.0309 -0.4091 0.6414 0.1654 Uiso 1.0 2 calc R . .
H62A H -0.0361 -0.8287 0.8294 0.1440 Uiso 1.0 2 calc R . .
H62B H -0.1658 -0.7332 0.8488 0.1440 Uiso 1.0 2 calc R . .
H62C H -0.0940 -0.7502 0.9138 0.1440 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 B63 1.394(5) yes . .
F2 B63 1.389(6) yes . .
F3 B64 1.386(5) yes . .
F4 B64 1.390(6) yes . .
O5 C52 1.249(9) yes . .
O6 N11 1.802(8) yes . .
O6 C14 1.178(9) yes . .
O65 C57 1.219(7) yes . .
N7 C25 1.408(5) yes . .
N7 C30 1.340(5) yes . .
N7 B64 1.542(6) yes . .
N8 C16 1.408(4) yes . .
N8 C38 1.352(5) yes . .
N8 B63 1.535(5) yes . .
N9 N9 1.402(5) yes . 2_557
N9 C23 1.294(6) yes . .
N10 C29 1.326(5) yes . .
N10 C31 1.407(6) yes . .
N10 B64 1.545(6) yes . .
N11 N13 1.425(9) yes . 1_565
N11 C14 1.189(6) yes . .
N12 C22 1.406(4) yes . .
N12 C40 1.330(5) yes . .
N12 B63 1.551(5) yes . .
N13 C52 1.359(7) yes . .
C14 C55 1.447(6) yes . .
C15 C19 1.405(6) yes . .
C15 C21 1.496(5) yes . .
C15 C34 1.407(5) yes . .
C16 C21 1.413(5) yes . .
C16 C24 1.413(6) yes . .
C17 C25 1.400(6) yes . .
C17 C26 1.493(6) yes . .
C17 C31 1.386(6) yes . .
C18 C33 1.400(7) yes . .
C18 C34 1.393(5) yes . .
C19 C39 1.379(5) yes . .
C19 C49 1.512(6) yes . .
C20 C26 1.401(6) yes . .
C20 C36 1.400(7) yes . .
C20 C47 1.499(7) yes . .
C21 C22 1.389(5) yes . .
C22 C32 1.422(5) yes . .
C23 C27 1.430(6) yes . .
C24 C41 1.498(5) yes . .
C24 C55 1.404(5) yes . .
C25 C61 1.420(6) yes . .
C26 C60 1.381(8) yes . .
C27 C30 1.433(6) yes . .
C27 C61 1.386(6) yes . .
C28 C34 1.498(7) yes . .
C29 C45 1.404(7) yes . .
C29 C50 1.485(7) yes . .
C30 C35 1.491(7) yes . .
C31 C42 1.417(6) yes . .
C32 C37 1.487(5) yes . .
C32 C54 1.390(6) yes . .
C33 C39 1.389(6) yes . .
C33 C48 1.512(6) yes . .
C36 C56 1.357(9) yes . .
C38 C51 1.483(5) yes . .
C38 C55 1.413(6) yes . .
C40 C46 1.480(5) yes . .
C40 C54 1.429(5) yes . .
C42 C45 1.404(6) yes . .
C42 C53 1.511(7) yes . .
C44 C61 1.500(6) yes . .
C45 C57 1.454(7) yes . .
C52 C54 1.458(7) yes . .
C56 C58 1.388(9) yes . .
C56 C62 1.514(10) yes . .
C58 C60 1.400(9) yes . .
C59 C60 1.509(10) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
N11 O6 C14 40.6(3) yes . . .
C25 N7 C30 108.8(3) yes . . .
C25 N7 B64 125.3(4) yes . . .
C30 N7 B64 125.7(4) yes . . .
C16 N8 C38 108.5(3) yes . . .
C16 N8 B63 125.8(3) yes . . .
C38 N8 B63 125.6(3) yes . . .
N9 N9 C23 110.8(4) yes 2_557 . .
C29 N10 C31 109.3(4) yes . . .
C29 N10 B64 125.6(4) yes . . .
C31 N10 B64 124.9(3) yes . . .
O6 N11 N13 70.0(4) yes . . 1_565
O6 N11 C14 40.2(4) yes . . .
N13 N11 C14 110.0(5) yes 1_565 . .
C22 N12 C40 108.9(3) yes . . .
C22 N12 B63 125.0(3) yes . . .
C40 N12 B63 126.0(3) yes . . .
N11 N13 C52 105.3(5) yes 1_545 . .
O6 C14 N11 99.2(5) yes . . .
O6 C14 C55 138.0(5) yes . . .
N11 C14 C55 122.5(5) yes . . .
C19 C15 C21 119.8(3) yes . . .
C19 C15 C34 120.4(3) yes . . .
C21 C15 C34 119.8(4) yes . . .
N8 C16 C21 119.6(3) yes . . .
N8 C16 C24 108.4(3) yes . . .
C21 C16 C24 132.0(3) yes . . .
C25 C17 C26 118.5(4) yes . . .
C25 C17 C31 121.3(4) yes . . .
C26 C17 C31 120.2(4) yes . . .
C33 C18 C34 121.8(4) yes . . .
C15 C19 C39 118.9(4) yes . . .
C15 C19 C49 120.4(3) yes . . .
C39 C19 C49 120.6(4) yes . . .
C26 C20 C36 118.6(5) yes . . .
C26 C20 C47 120.5(4) yes . . .
C36 C20 C47 120.9(4) yes . . .
C15 C21 C16 119.7(3) yes . . .
C15 C21 C22 119.0(3) yes . . .
C16 C21 C22 121.3(3) yes . . .
N12 C22 C21 120.3(3) yes . . .
N12 C22 C32 108.2(3) yes . . .
C21 C22 C32 131.4(3) yes . . .
N9 C23 C27 123.1(4) yes . . .
C16 C24 C41 128.7(4) yes . . .
C16 C24 C55 106.2(3) yes . . .
C41 C24 C55 125.1(4) yes . . .
N7 C25 C17 120.1(4) yes . . .
N7 C25 C61 107.6(4) yes . . .
C17 C25 C61 132.2(4) yes . . .
C17 C26 C20 120.9(4) yes . . .
C17 C26 C60 118.4(4) yes . . .
C20 C26 C60 120.7(4) yes . . .
C23 C27 C30 126.7(4) yes . . .
C23 C27 C61 125.9(4) yes . . .
C30 C27 C61 107.3(4) yes . . .
N10 C29 C45 109.2(4) yes . . .
N10 C29 C50 122.1(4) yes . . .
C45 C29 C50 128.8(4) yes . . .
N7 C30 C27 109.0(4) yes . . .
N7 C30 C35 122.9(4) yes . . .
C27 C30 C35 128.1(4) yes . . .
N10 C31 C17 120.7(4) yes . . .
N10 C31 C42 107.5(4) yes . . .
C17 C31 C42 131.8(4) yes . . .
C22 C32 C37 128.4(4) yes . . .
C22 C32 C54 106.0(3) yes . . .
C37 C32 C54 125.6(4) yes . . .
C18 C33 C39 117.8(4) yes . . .
C18 C33 C48 120.7(4) yes . . .
C39 C33 C48 121.4(5) yes . . .
C15 C34 C18 118.5(4) yes . . .
C15 C34 C28 121.1(3) yes . . .
C18 C34 C28 120.4(4) yes . . .
C20 C36 C56 121.8(5) yes . . .
N8 C38 C51 122.4(4) yes . . .
N8 C38 C55 108.7(3) yes . . .
C51 C38 C55 128.8(4) yes . . .
C19 C39 C33 122.4(4) yes . . .
N12 C40 C46 123.3(4) yes . . .
N12 C40 C54 108.7(3) yes . . .
C46 C40 C54 127.9(4) yes . . .
C31 C42 C45 106.0(4) yes . . .
C31 C42 C53 127.5(4) yes . . .
C45 C42 C53 126.5(4) yes . . .
C29 C45 C42 108.1(4) yes . . .
C29 C45 C57 126.3(5) yes . . .
C42 C45 C57 125.6(5) yes . . .
O5 C52 N13 110.7(5) yes . . .
O5 C52 C54 131.1(5) yes . . .
N13 C52 C54 112.9(6) yes . . .
C32 C54 C40 108.1(4) yes . . .
C32 C54 C52 127.9(4) yes . . .
C40 C54 C52 124.0(4) yes . . .
C14 C55 C24 126.8(4) yes . . .
C14 C55 C38 124.8(4) yes . . .
C24 C55 C38 108.2(4) yes . . .
C36 C56 C58 118.5(6) yes . . .
C36 C56 C62 122.5(6) yes . . .
C58 C56 C62 119.0(7) yes . . .
O65 C57 C45 125.7(6) yes . . .
C56 C58 C60 122.0(7) yes . . .
C26 C60 C58 118.2(6) yes . . .
C26 C60 C59 121.6(5) yes . . .
C58 C60 C59 120.2(6) yes . . .
C25 C61 C27 107.3(4) yes . . .
C25 C61 C44 127.9(4) yes . . .
C27 C61 C44 124.8(4) yes . . .
F1 B63 F2 109.9(3) yes . . .
F1 B63 N8 109.6(3) yes . . .
F1 B63 N12 109.5(4) yes . . .
F2 B63 N8 110.4(4) yes . . .
F2 B63 N12 110.7(3) yes . . .
N8 B63 N12 106.7(3) yes . . .
F3 B64 F4 109.5(4) yes . . .
F3 B64 N7 109.8(3) yes . . .
F3 B64 N10 109.8(4) yes . . .
F4 B64 N7 110.3(4) yes . . .
F4 B64 N10 110.3(3) yes . . .
N7 B64 N10 107.1(4) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / methanol (poor)'
####################################################################### 
# 
# 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_BDP-phen-BDP
_database_code_depnum_ccdc_archive 'CCDC 1527797'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C52 H54 B2 F4 N6'
_chemical_formula_moiety         'C52 H54 B2 F4 N6'
_chemical_formula_weight         860.65
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   16.986(7)
_cell_length_b                   12.115(5)
_cell_length_c                   21.755(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.081(7)
_cell_angle_gamma                90.0000
_cell_volume                     4474(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9596
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1816.00
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_T_max  0.997

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            34510
_diffrn_reflns_av_R_equivalents  0.1275
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             10191
_reflns_number_gt                5284
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0965
_refine_ls_wR_factor_ref         0.2929
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         10191
_refine_ls_number_parameters     577
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1344P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.410
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 1.15675(13) 0.6239(2) -0.15579(10) 0.0390(6) Uani 1.0 4 d . . .
F2 F 0.27923(13) 0.24239(19) 0.14325(10) 0.0377(6) Uani 1.0 4 d . . .
F3 F 1.12406(14) 0.8038(2) -0.14254(11) 0.0439(7) Uani 1.0 4 d . . .
F4 F 0.34611(14) 0.08049(19) 0.14468(10) 0.0392(6) Uani 1.0 4 d . . .
N1 N 1.02499(17) 0.6794(3) -0.18718(13) 0.0269(7) Uani 1.0 4 d . . .
N2 N 0.41748(18) 0.2466(3) 0.17335(13) 0.0268(7) Uani 1.0 4 d . . .
N3 N 1.14026(18) 0.7390(3) -0.24556(15) 0.0309(8) Uani 1.0 4 d . . .
N4 N 0.31862(18) 0.1649(3) 0.24125(13) 0.0276(7) Uani 1.0 4 d . . .
N5 N 0.84263(19) 0.5590(3) -0.07374(14) 0.0333(8) Uani 1.0 4 d . . .
N53 N 0.58246(19) 0.3819(3) 0.04695(14) 0.0334(8) Uani 1.0 4 d . . .
C2 C 0.3236(3) 0.1691(4) 0.34692(17) 0.0303(9) Uani 1.0 4 d . . .
C3 C 0.3618(3) 0.2059(4) 0.29289(16) 0.0288(8) Uani 1.0 4 d . . .
C4 C 0.6484(3) 0.4256(4) 0.01729(17) 0.0314(9) Uani 1.0 4 d . . .
C5 C 0.9060(3) 0.6278(3) -0.22995(17) 0.0284(8) Uani 1.0 4 d . . .
C6 C 0.5239(3) 0.3480(3) 0.20765(17) 0.0292(8) Uani 1.0 4 d . . .
C7 C 0.4589(3) 0.2726(3) 0.12394(16) 0.0266(8) Uani 1.0 4 d . . .
C8 C 0.9789(3) 0.6509(3) -0.14105(17) 0.0292(9) Uani 1.0 4 d . . .
C9 C 0.5847(3) 0.3836(4) 0.10543(17) 0.0308(9) Uani 1.0 4 d . . .
C10 C 0.7745(3) 0.5164(3) -0.04552(16) 0.0278(8) Uani 1.0 4 d . . .
C11 C 0.4563(2) 0.2904(3) 0.22659(16) 0.0263(8) Uani 1.0 4 d . . .
C12 C 0.9710(2) 0.6757(4) -0.35839(16) 0.0292(8) Uani 1.0 4 d . . .
C13 C 0.5252(2) 0.3368(3) 0.14329(16) 0.0274(8) Uani 1.0 4 d . . .
C14 C 1.0964(2) 0.7219(4) -0.30047(17) 0.0294(9) Uani 1.0 4 d . . .
C15 C 0.9657(3) 0.5743(4) -0.38746(18) 0.0361(10) Uani 1.0 4 d . . .
C16 C 0.6969(3) 0.5345(4) -0.06660(17) 0.0307(9) Uani 1.0 4 d . . .
C17 C 1.1451(3) 0.7473(4) -0.35068(18) 0.0324(9) Uani 1.0 4 d . . .
C18 C 1.2125(3) 0.7748(4) -0.2603(2) 0.0364(10) Uani 1.0 4 d . . .
C19 C 0.8389(3) 0.5727(3) -0.13264(17) 0.0313(9) Uani 1.0 4 d . . .
C20 C 0.9827(2) 0.6657(4) -0.24299(17) 0.0287(8) Uani 1.0 4 d . . .
C21 C 0.5525(3) 0.1265(4) 0.3296(2) 0.0392(10) Uani 1.0 4 d . . .
C22 C 0.2580(3) 0.1046(4) 0.26185(17) 0.0306(9) Uani 1.0 4 d . . .
C23 C 0.7254(3) 0.4079(4) 0.03821(17) 0.0309(9) Uani 1.0 4 d . . .
C24 C 1.0052(3) 0.6562(4) -0.07469(17) 0.0348(9) Uani 1.0 4 d . . .
C25 C 0.2002(3) 0.0478(4) 0.21980(19) 0.0406(11) Uani 1.0 4 d . . .
C26 C 0.4291(2) 0.2676(3) 0.28518(16) 0.0262(8) Uani 1.0 4 d . . .
C27 C 1.2161(3) 0.7798(4) -0.32410(18) 0.0372(10) Uani 1.0 4 d . . .
C28 C 0.5793(3) 0.3724(4) 0.43690(17) 0.0327(9) Uani 1.0 4 d . . .
C29 C 1.0183(3) 0.6874(3) -0.29888(17) 0.0281(8) Uani 1.0 4 d . . .
C30 C 0.5401(3) 0.2353(4) 0.35980(17) 0.0301(9) Uani 1.0 4 d . . .
C31 C 0.5162(3) 0.4361(4) 0.41618(18) 0.0389(10) Uani 1.0 4 d . . .
C32 C 0.8393(3) 0.6031(4) -0.27484(18) 0.0401(10) Uani 1.0 4 d . . .
C33 C 0.9331(3) 0.7692(4) -0.38356(18) 0.0329(9) Uani 1.0 4 d . . .
C34 C 0.4778(3) 0.3039(4) 0.33948(16) 0.0281(8) Uani 1.0 4 d . . .
C35 C 0.5896(3) 0.2723(4) 0.40809(17) 0.0332(9) Uani 1.0 4 d . . .
C36 C 0.7875(3) 0.4542(4) 0.00763(17) 0.0335(9) Uani 1.0 4 d . . .
C37 C 0.8768(3) 0.6562(4) -0.46578(19) 0.0398(10) Uani 1.0 4 d . . .
C38 C 0.4652(3) 0.4055(4) 0.36779(17) 0.0333(9) Uani 1.0 4 d . . .
C39 C 0.6345(3) 0.4892(4) -0.03560(16) 0.0303(9) Uani 1.0 4 d . . .
C40 C 1.1263(3) 0.7413(4) -0.41821(19) 0.0438(11) Uani 1.0 4 d . . .
C41 C 0.2614(3) 0.1066(4) 0.32776(17) 0.0343(9) Uani 1.0 4 d . . .
C42 C 0.9172(3) 0.5661(4) -0.44089(19) 0.0406(10) Uani 1.0 4 d . . .
C43 C 0.3474(3) 0.1930(4) 0.41222(17) 0.0367(10) Uani 1.0 4 d . . .
C44 C 0.4340(3) 0.2374(4) 0.06068(16) 0.0339(9) Uani 1.0 4 d . . .
C45 C 0.5810(3) 0.4119(4) 0.24714(17) 0.0347(9) Uani 1.0 4 d . . .
C46 C 1.0106(3) 0.4751(4) -0.3635(2) 0.0470(11) Uani 1.0 4 d . . .
C47 C 0.4002(3) 0.4789(4) 0.34499(19) 0.0421(11) Uani 1.0 4 d . . .
C48 C 0.6367(3) 0.4089(4) 0.4867(2) 0.0489(12) Uani 1.0 4 d . . .
C49 C 1.2747(3) 0.7997(4) -0.2113(2) 0.0435(11) Uani 1.0 4 d . . .
C50 C 0.8863(3) 0.7561(4) -0.43709(18) 0.0368(10) Uani 1.0 4 d . . .
C51 C 0.9454(3) 0.8820(4) -0.3537(2) 0.0426(11) Uani 1.0 4 d . . .
C54 C 0.9047(3) 0.6163(3) -0.16621(16) 0.0271(8) Uani 1.0 4 d . . .
C55 C 0.8225(3) 0.6440(5) -0.5229(2) 0.0526(13) Uani 1.0 4 d . . .
B1 B 0.3383(3) 0.1812(4) 0.17339(19) 0.0278(9) Uani 1.0 4 d . . .
B56 B 1.1132(3) 0.7128(4) -0.1803(2) 0.0312(10) Uani 1.0 4 d . . .
H9 H 0.6287 0.4181 0.1256 0.0370 Uiso 1.0 4 calc R . .
H16 H 0.6868 0.5781 -0.1023 0.0369 Uiso 1.0 4 calc R . .
H19 H 0.7916 0.5536 -0.1548 0.0376 Uiso 1.0 4 calc R . .
H21A H 0.5512 0.1363 0.2848 0.0471 Uiso 1.0 4 calc R . .
H21B H 0.5107 0.0754 0.3408 0.0471 Uiso 1.0 4 calc R . .
H21C H 0.6037 0.0964 0.3432 0.0471 Uiso 1.0 4 calc R . .
H23 H 0.7357 0.3638 0.0737 0.0371 Uiso 1.0 4 calc R . .
H24A H 1.0602 0.6804 -0.0714 0.0418 Uiso 1.0 4 calc R . .
H24B H 1.0005 0.5829 -0.0561 0.0418 Uiso 1.0 4 calc R . .
H24C H 0.9721 0.7087 -0.0531 0.0418 Uiso 1.0 4 calc R . .
H25A H 0.2281 -0.0031 0.1931 0.0487 Uiso 1.0 4 calc R . .
H25B H 0.1718 0.1028 0.1945 0.0487 Uiso 1.0 4 calc R . .
H25C H 0.1627 0.0064 0.2440 0.0487 Uiso 1.0 4 calc R . .
H27 H 1.2609 0.8021 -0.3459 0.0446 Uiso 1.0 4 calc R . .
H31 H 0.5072 0.5045 0.4361 0.0467 Uiso 1.0 4 calc R . .
H32A H 0.7892 0.6102 -0.2543 0.0481 Uiso 1.0 4 calc R . .
H32B H 0.8447 0.5276 -0.2904 0.0481 Uiso 1.0 4 calc R . .
H32C H 0.8404 0.6553 -0.3092 0.0481 Uiso 1.0 4 calc R . .
H35 H 0.6321 0.2266 0.4217 0.0398 Uiso 1.0 4 calc R . .
H36 H 0.8399 0.4432 0.0232 0.0402 Uiso 1.0 4 calc R . .
H39 H 0.5820 0.5014 -0.0505 0.0363 Uiso 1.0 4 calc R . .
H40A H 1.1753 0.7369 -0.4405 0.0526 Uiso 1.0 4 calc R . .
H40B H 1.0970 0.8074 -0.4313 0.0526 Uiso 1.0 4 calc R . .
H40C H 1.0943 0.6756 -0.4272 0.0526 Uiso 1.0 4 calc R . .
H41 H 0.2259 0.0702 0.3537 0.0412 Uiso 1.0 4 calc R . .
H42 H 0.9118 0.4965 -0.4607 0.0488 Uiso 1.0 4 calc R . .
H43A H 0.3040 0.1741 0.4388 0.0441 Uiso 1.0 4 calc R . .
H43B H 0.3599 0.2716 0.4167 0.0441 Uiso 1.0 4 calc R . .
H43C H 0.3938 0.1489 0.4241 0.0441 Uiso 1.0 4 calc R . .
H44A H 0.3817 0.2673 0.0502 0.0407 Uiso 1.0 4 calc R . .
H44B H 0.4322 0.1566 0.0588 0.0407 Uiso 1.0 4 calc R . .
H44C H 0.4718 0.2649 0.0314 0.0407 Uiso 1.0 4 calc R . .
H45A H 0.6157 0.3608 0.2702 0.0416 Uiso 1.0 4 calc R . .
H45B H 0.5522 0.4575 0.2760 0.0416 Uiso 1.0 4 calc R . .
H45C H 0.6126 0.4595 0.2212 0.0416 Uiso 1.0 4 calc R . .
H46A H 0.9940 0.4573 -0.3220 0.0564 Uiso 1.0 4 calc R . .
H46B H 1.0672 0.4913 -0.3623 0.0564 Uiso 1.0 4 calc R . .
H46C H 1.0000 0.4120 -0.3908 0.0564 Uiso 1.0 4 calc R . .
H47A H 0.4223 0.5484 0.3304 0.0506 Uiso 1.0 4 calc R . .
H47B H 0.3647 0.4940 0.3785 0.0506 Uiso 1.0 4 calc R . .
H47C H 0.3708 0.4425 0.3111 0.0506 Uiso 1.0 4 calc R . .
H48A H 0.6189 0.4788 0.5042 0.0587 Uiso 1.0 4 calc R . .
H48B H 0.6887 0.4193 0.4695 0.0587 Uiso 1.0 4 calc R . .
H48C H 0.6401 0.3526 0.5191 0.0587 Uiso 1.0 4 calc R . .
H49A H 1.2790 0.7377 -0.1825 0.0522 Uiso 1.0 4 calc R . .
H49B H 1.2603 0.8667 -0.1891 0.0522 Uiso 1.0 4 calc R . .
H49C H 1.3254 0.8110 -0.2304 0.0522 Uiso 1.0 4 calc R . .
H50 H 0.8601 0.8189 -0.4543 0.0441 Uiso 1.0 4 calc R . .
H51A H 1.0019 0.8989 -0.3508 0.0511 Uiso 1.0 4 calc R . .
H51B H 0.9243 0.8812 -0.3123 0.0511 Uiso 1.0 4 calc R . .
H51C H 0.9180 0.9384 -0.3786 0.0511 Uiso 1.0 4 calc R . .
H55A H 0.8410 0.6920 -0.5556 0.0632 Uiso 1.0 4 calc R . .
H55B H 0.7687 0.6651 -0.5129 0.0632 Uiso 1.0 4 calc R . .
H55C H 0.8229 0.5671 -0.5369 0.0632 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 B56 1.401(5) yes . .
F2 B1 1.392(5) yes . .
F3 B56 1.383(6) yes . .
F4 B1 1.379(5) yes . .
N1 C8 1.340(5) yes . .
N1 C20 1.398(5) yes . .
N1 B56 1.554(6) yes . .
N2 C7 1.343(5) yes . .
N2 C11 1.415(5) yes . .
N2 B1 1.561(6) yes . .
N3 C14 1.400(5) yes . .
N3 C18 1.350(5) yes . .
N3 B56 1.541(6) yes . .
N4 C3 1.409(5) yes . .
N4 C22 1.353(5) yes . .
N4 B1 1.538(5) yes . .
N5 C10 1.427(5) yes . .
N5 C19 1.291(5) yes . .
N53 C4 1.416(5) yes . .
N53 C9 1.272(5) yes . .
C2 C3 1.433(6) yes . .
C2 C41 1.353(6) yes . .
C2 C43 1.491(6) yes . .
C3 C26 1.383(6) yes . .
C4 C23 1.385(6) yes . .
C4 C39 1.397(6) yes . .
C5 C20 1.420(6) yes . .
C5 C32 1.498(6) yes . .
C5 C54 1.394(6) yes . .
C6 C11 1.417(6) yes . .
C6 C13 1.408(6) yes . .
C6 C45 1.489(6) yes . .
C7 C13 1.420(6) yes . .
C7 C44 1.487(5) yes . .
C8 C24 1.497(6) yes . .
C8 C54 1.419(6) yes . .
C9 C13 1.443(6) yes . .
C10 C16 1.396(6) yes . .
C10 C36 1.391(6) yes . .
C11 C26 1.399(5) yes . .
C12 C15 1.383(6) yes . .
C12 C29 1.506(5) yes . .
C12 C33 1.404(6) yes . .
C14 C17 1.427(6) yes . .
C14 C29 1.393(6) yes . .
C15 C42 1.404(6) yes . .
C15 C46 1.507(7) yes . .
C16 C39 1.390(6) yes . .
C17 C27 1.376(6) yes . .
C17 C40 1.494(6) yes . .
C18 C27 1.393(6) yes . .
C18 C49 1.505(6) yes . .
C19 C54 1.456(6) yes . .
C20 C29 1.403(6) yes . .
C21 C30 1.491(6) yes . .
C22 C25 1.485(6) yes . .
C22 C41 1.433(6) yes . .
C23 C36 1.386(6) yes . .
C26 C34 1.484(5) yes . .
C28 C31 1.383(6) yes . .
C28 C35 1.379(6) yes . .
C28 C48 1.498(6) yes . .
C30 C34 1.405(6) yes . .
C30 C35 1.395(6) yes . .
C31 C38 1.389(6) yes . .
C33 C50 1.395(6) yes . .
C33 C51 1.525(6) yes . .
C34 C38 1.396(6) yes . .
C37 C42 1.388(7) yes . .
C37 C50 1.370(7) yes . .
C37 C55 1.527(7) yes . .
C38 C47 1.489(6) yes . .
C9 H9 0.950 no . .
C16 H16 0.950 no . .
C19 H19 0.950 no . .
C21 H21A 0.980 no . .
C21 H21B 0.980 no . .
C21 H21C 0.980 no . .
C23 H23 0.950 no . .
C24 H24A 0.980 no . .
C24 H24B 0.980 no . .
C24 H24C 0.980 no . .
C25 H25A 0.980 no . .
C25 H25B 0.980 no . .
C25 H25C 0.980 no . .
C27 H27 0.950 no . .
C31 H31 0.950 no . .
C32 H32A 0.980 no . .
C32 H32B 0.980 no . .
C32 H32C 0.980 no . .
C35 H35 0.950 no . .
C36 H36 0.950 no . .
C39 H39 0.950 no . .
C40 H40A 0.980 no . .
C40 H40B 0.980 no . .
C40 H40C 0.980 no . .
C41 H41 0.950 no . .
C42 H42 0.950 no . .
C43 H43A 0.980 no . .
C43 H43B 0.980 no . .
C43 H43C 0.980 no . .
C44 H44A 0.980 no . .
C44 H44B 0.980 no . .
C44 H44C 0.980 no . .
C45 H45A 0.980 no . .
C45 H45B 0.980 no . .
C45 H45C 0.980 no . .
C46 H46A 0.980 no . .
C46 H46B 0.980 no . .
C46 H46C 0.980 no . .
C47 H47A 0.980 no . .
C47 H47B 0.980 no . .
C47 H47C 0.980 no . .
C48 H48A 0.980 no . .
C48 H48B 0.980 no . .
C48 H48C 0.980 no . .
C49 H49A 0.980 no . .
C49 H49B 0.980 no . .
C49 H49C 0.980 no . .
C50 H50 0.950 no . .
C51 H51A 0.980 no . .
C51 H51B 0.980 no . .
C51 H51C 0.980 no . .
C55 H55A 0.980 no . .
C55 H55B 0.980 no . .
C55 H55C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C8 N1 C20 108.9(3) yes . . .
C8 N1 B56 125.6(3) yes . . .
C20 N1 B56 125.3(3) yes . . .
C7 N2 C11 109.0(3) yes . . .
C7 N2 B1 126.6(3) yes . . .
C11 N2 B1 124.5(3) yes . . .
C14 N3 C18 107.7(4) yes . . .
C14 N3 B56 126.1(3) yes . . .
C18 N3 B56 126.1(4) yes . . .
C3 N4 C22 107.8(3) yes . . .
C3 N4 B1 126.5(3) yes . . .
C22 N4 B1 125.6(3) yes . . .
C10 N5 C19 117.5(4) yes . . .
C4 N53 C9 117.0(4) yes . . .
C3 C2 C41 107.0(4) yes . . .
C3 C2 C43 127.3(4) yes . . .
C41 C2 C43 125.7(4) yes . . .
N4 C3 C2 107.9(4) yes . . .
N4 C3 C26 120.2(4) yes . . .
C2 C3 C26 131.9(4) yes . . .
N53 C4 C23 123.1(4) yes . . .
N53 C4 C39 117.9(4) yes . . .
C23 C4 C39 119.0(4) yes . . .
C20 C5 C32 127.7(4) yes . . .
C20 C5 C54 106.2(4) yes . . .
C32 C5 C54 126.1(4) yes . . .
C11 C6 C13 106.5(4) yes . . .
C11 C6 C45 127.3(4) yes . . .
C13 C6 C45 126.2(4) yes . . .
N2 C7 C13 108.9(3) yes . . .
N2 C7 C44 122.3(4) yes . . .
C13 C7 C44 128.8(4) yes . . .
N1 C8 C24 123.3(4) yes . . .
N1 C8 C54 108.8(4) yes . . .
C24 C8 C54 127.9(4) yes . . .
N53 C9 C13 124.6(4) yes . . .
N5 C10 C16 124.9(4) yes . . .
N5 C10 C36 116.5(4) yes . . .
C16 C10 C36 118.6(4) yes . . .
N2 C11 C6 107.8(3) yes . . .
N2 C11 C26 120.8(4) yes . . .
C6 C11 C26 131.3(4) yes . . .
C15 C12 C29 120.1(4) yes . . .
C15 C12 C33 121.1(4) yes . . .
C29 C12 C33 118.8(4) yes . . .
C6 C13 C7 107.8(4) yes . . .
C6 C13 C9 124.5(4) yes . . .
C7 C13 C9 127.6(4) yes . . .
N3 C14 C17 108.5(4) yes . . .
N3 C14 C29 120.0(4) yes . . .
C17 C14 C29 131.5(4) yes . . .
C12 C15 C42 117.9(4) yes . . .
C12 C15 C46 121.8(4) yes . . .
C42 C15 C46 120.3(4) yes . . .
C10 C16 C39 120.4(4) yes . . .
C14 C17 C27 105.3(4) yes . . .
C14 C17 C40 129.3(4) yes . . .
C27 C17 C40 125.5(4) yes . . .
N3 C18 C27 108.9(4) yes . . .
N3 C18 C49 121.1(4) yes . . .
C27 C18 C49 129.9(4) yes . . .
N5 C19 C54 122.2(4) yes . . .
N1 C20 C5 108.2(4) yes . . .
N1 C20 C29 120.4(4) yes . . .
C5 C20 C29 131.5(4) yes . . .
N4 C22 C25 122.7(4) yes . . .
N4 C22 C41 108.6(4) yes . . .
C25 C22 C41 128.8(4) yes . . .
C4 C23 C36 120.4(4) yes . . .
C3 C26 C11 121.3(4) yes . . .
C3 C26 C34 120.2(4) yes . . .
C11 C26 C34 118.3(4) yes . . .
C17 C27 C18 109.6(4) yes . . .
C31 C28 C35 116.8(4) yes . . .
C31 C28 C48 123.2(4) yes . . .
C35 C28 C48 119.9(4) yes . . .
C12 C29 C14 119.1(4) yes . . .
C12 C29 C20 119.6(4) yes . . .
C14 C29 C20 121.3(4) yes . . .
C21 C30 C34 120.0(4) yes . . .
C21 C30 C35 121.7(4) yes . . .
C34 C30 C35 118.2(4) yes . . .
C28 C31 C38 123.5(4) yes . . .
C12 C33 C50 118.3(4) yes . . .
C12 C33 C51 120.2(4) yes . . .
C50 C33 C51 121.5(4) yes . . .
C26 C34 C30 117.8(4) yes . . .
C26 C34 C38 121.5(4) yes . . .
C30 C34 C38 120.6(4) yes . . .
C28 C35 C30 122.9(4) yes . . .
C10 C36 C23 121.1(4) yes . . .
C42 C37 C50 117.9(4) yes . . .
C42 C37 C55 121.1(4) yes . . .
C50 C37 C55 120.9(4) yes . . .
C31 C38 C34 117.9(4) yes . . .
C31 C38 C47 121.8(4) yes . . .
C34 C38 C47 120.2(4) yes . . .
C4 C39 C16 120.5(4) yes . . .
C2 C41 C22 108.7(4) yes . . .
C15 C42 C37 122.3(4) yes . . .
C33 C50 C37 122.4(4) yes . . .
C5 C54 C8 108.0(4) yes . . .
C5 C54 C19 125.1(4) yes . . .
C8 C54 C19 126.9(4) yes . . .
F2 B1 F4 109.7(3) yes . . .
F2 B1 N2 109.6(4) yes . . .
F2 B1 N4 110.0(4) yes . . .
F4 B1 N2 110.6(4) yes . . .
F4 B1 N4 110.4(4) yes . . .
N2 B1 N4 106.4(3) yes . . .
F1 B56 F3 109.3(4) yes . . .
F1 B56 N1 109.3(4) yes . . .
F1 B56 N3 109.8(4) yes . . .
F3 B56 N1 111.8(4) yes . . .
F3 B56 N3 110.2(4) yes . . .
N1 B56 N3 106.5(3) yes . . .
N53 C9 H9 117.683 no . . .
C13 C9 H9 117.706 no . . .
C10 C16 H16 119.828 no . . .
C39 C16 H16 119.821 no . . .
N5 C19 H19 118.894 no . . .
C54 C19 H19 118.880 no . . .
C30 C21 H21A 109.472 no . . .
C30 C21 H21B 109.458 no . . .
C30 C21 H21C 109.472 no . . .
H21A C21 H21B 109.477 no . . .
H21A C21 H21C 109.478 no . . .
H21B C21 H21C 109.469 no . . .
C4 C23 H23 119.814 no . . .
C36 C23 H23 119.827 no . . .
C8 C24 H24A 109.462 no . . .
C8 C24 H24B 109.471 no . . .
C8 C24 H24C 109.469 no . . .
H24A C24 H24B 109.470 no . . .
H24A C24 H24C 109.480 no . . .
H24B C24 H24C 109.475 no . . .
C22 C25 H25A 109.476 no . . .
C22 C25 H25B 109.471 no . . .
C22 C25 H25C 109.462 no . . .
H25A C25 H25B 109.473 no . . .
H25A C25 H25C 109.479 no . . .
H25B C25 H25C 109.467 no . . .
C17 C27 H27 125.189 no . . .
C18 C27 H27 125.177 no . . .
C28 C31 H31 118.235 no . . .
C38 C31 H31 118.220 no . . .
C5 C32 H32A 109.470 no . . .
C5 C32 H32B 109.478 no . . .
C5 C32 H32C 109.474 no . . .
H32A C32 H32B 109.473 no . . .
H32A C32 H32C 109.469 no . . .
H32B C32 H32C 109.463 no . . .
C28 C35 H35 118.558 no . . .
C30 C35 H35 118.574 no . . .
C10 C36 H36 119.434 no . . .
C23 C36 H36 119.430 no . . .
C4 C39 H39 119.730 no . . .
C16 C39 H39 119.744 no . . .
C17 C40 H40A 109.464 no . . .
C17 C40 H40B 109.472 no . . .
C17 C40 H40C 109.465 no . . .
H40A C40 H40B 109.478 no . . .
H40A C40 H40C 109.475 no . . .
H40B C40 H40C 109.474 no . . .
C2 C41 H41 125.650 no . . .
C22 C41 H41 125.637 no . . .
C15 C42 H42 118.853 no . . .
C37 C42 H42 118.839 no . . .
C2 C43 H43A 109.465 no . . .
C2 C43 H43B 109.469 no . . .
C2 C43 H43C 109.472 no . . .
H43A C43 H43B 109.474 no . . .
H43A C43 H43C 109.475 no . . .
H43B C43 H43C 109.473 no . . .
C7 C44 H44A 109.474 no . . .
C7 C44 H44B 109.481 no . . .
C7 C44 H44C 109.471 no . . .
H44A C44 H44B 109.464 no . . .
H44A C44 H44C 109.471 no . . .
H44B C44 H44C 109.467 no . . .
C6 C45 H45A 109.469 no . . .
C6 C45 H45B 109.467 no . . .
C6 C45 H45C 109.474 no . . .
H45A C45 H45B 109.473 no . . .
H45A C45 H45C 109.471 no . . .
H45B C45 H45C 109.473 no . . .
C15 C46 H46A 109.470 no . . .
C15 C46 H46B 109.471 no . . .
C15 C46 H46C 109.469 no . . .
H46A C46 H46B 109.477 no . . .
H46A C46 H46C 109.466 no . . .
H46B C46 H46C 109.475 no . . .
C38 C47 H47A 109.469 no . . .
C38 C47 H47B 109.478 no . . .
C38 C47 H47C 109.474 no . . .
H47A C47 H47B 109.473 no . . .
H47A C47 H47C 109.463 no . . .
H47B C47 H47C 109.470 no . . .
C28 C48 H48A 109.479 no . . .
C28 C48 H48B 109.481 no . . .
C28 C48 H48C 109.474 no . . .
H48A C48 H48B 109.465 no . . .
H48A C48 H48C 109.464 no . . .
H48B C48 H48C 109.465 no . . .
C18 C49 H49A 109.465 no . . .
C18 C49 H49B 109.470 no . . .
C18 C49 H49C 109.470 no . . .
H49A C49 H49B 109.464 no . . .
H49A C49 H49C 109.478 no . . .
H49B C49 H49C 109.480 no . . .
C33 C50 H50 118.821 no . . .
C37 C50 H50 118.826 no . . .
C33 C51 H51A 109.475 no . . .
C33 C51 H51B 109.476 no . . .
C33 C51 H51C 109.481 no . . .
H51A C51 H51B 109.466 no . . .
H51A C51 H51C 109.469 no . . .
H51B C51 H51C 109.461 no . . .
C37 C55 H55A 109.477 no . . .
C37 C55 H55B 109.464 no . . .
C37 C55 H55C 109.471 no . . .
H55A C55 H55B 109.476 no . . .
H55A C55 H55C 109.473 no . . .
H55B C55 H55C 109.467 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C8 N1 C20 C5 0.7(4) no . . . .
C8 N1 C20 C29 -178.4(3) no . . . .
C20 N1 C8 C24 -179.6(3) no . . . .
C20 N1 C8 C54 0.6(4) no . . . .
C8 N1 B56 F1 61.9(5) no . . . .
C8 N1 B56 F3 -59.2(5) no . . . .
C8 N1 B56 N3 -179.6(3) no . . . .
B56 N1 C8 C24 5.2(6) no . . . .
B56 N1 C8 C54 -174.6(3) no . . . .
C20 N1 B56 F1 -112.6(4) no . . . .
C20 N1 B56 F3 126.3(4) no . . . .
C20 N1 B56 N3 6.0(5) no . . . .
B56 N1 C20 C5 176.0(3) no . . . .
B56 N1 C20 C29 -3.2(6) no . . . .
C7 N2 C11 C6 1.4(4) no . . . .
C7 N2 C11 C26 -174.7(3) no . . . .
C11 N2 C7 C13 -1.5(4) no . . . .
C11 N2 C7 C44 179.3(3) no . . . .
C7 N2 B1 F2 -65.6(5) no . . . .
C7 N2 B1 F4 55.5(5) no . . . .
C7 N2 B1 N4 175.4(3) no . . . .
B1 N2 C7 C13 177.2(3) no . . . .
B1 N2 C7 C44 -2.0(6) no . . . .
C11 N2 B1 F2 112.9(4) no . . . .
C11 N2 B1 F4 -126.0(4) no . . . .
C11 N2 B1 N4 -6.0(5) no . . . .
B1 N2 C11 C6 -177.4(3) no . . . .
B1 N2 C11 C26 6.5(5) no . . . .
C14 N3 C18 C27 -0.7(4) no . . . .
C14 N3 C18 C49 -179.3(3) no . . . .
C18 N3 C14 C17 0.8(4) no . . . .
C18 N3 C14 C29 -178.3(3) no . . . .
C14 N3 B56 F1 110.7(4) no . . . .
C14 N3 B56 F3 -128.9(4) no . . . .
C14 N3 B56 N1 -7.5(5) no . . . .
B56 N3 C14 C17 -174.7(3) no . . . .
B56 N3 C14 C29 6.2(6) no . . . .
C18 N3 B56 F1 -64.0(5) no . . . .
C18 N3 B56 F3 56.4(5) no . . . .
C18 N3 B56 N1 177.8(4) no . . . .
B56 N3 C18 C27 174.8(3) no . . . .
B56 N3 C18 C49 -3.8(6) no . . . .
C3 N4 C22 C25 -179.5(3) no . . . .
C3 N4 C22 C41 0.3(4) no . . . .
C22 N4 C3 C2 -1.0(4) no . . . .
C22 N4 C3 C26 177.7(3) no . . . .
C3 N4 B1 F2 -115.9(4) no . . . .
C3 N4 B1 F4 122.9(4) no . . . .
C3 N4 B1 N2 2.8(5) no . . . .
B1 N4 C3 C2 -178.7(3) no . . . .
B1 N4 C3 C26 0.0(6) no . . . .
C22 N4 B1 F2 66.9(5) no . . . .
C22 N4 B1 F4 -54.3(5) no . . . .
C22 N4 B1 N2 -174.4(3) no . . . .
B1 N4 C22 C25 -1.9(6) no . . . .
B1 N4 C22 C41 178.0(3) no . . . .
C10 N5 C19 C54 179.6(3) no . . . .
C19 N5 C10 C16 -31.2(6) no . . . .
C19 N5 C10 C36 150.2(4) no . . . .
C4 N53 C9 C13 -176.1(3) no . . . .
C9 N53 C4 C23 40.5(5) no . . . .
C9 N53 C4 C39 -139.7(4) no . . . .
C3 C2 C41 C22 -1.2(5) no . . . .
C41 C2 C3 N4 1.4(5) no . . . .
C41 C2 C3 C26 -177.1(4) no . . . .
C43 C2 C3 N4 -179.3(4) no . . . .
C43 C2 C3 C26 2.2(7) no . . . .
C43 C2 C41 C22 179.5(4) no . . . .
N4 C3 C26 C11 -0.3(6) no . . . .
N4 C3 C26 C34 -175.6(3) no . . . .
C2 C3 C26 C11 178.0(4) no . . . .
C2 C3 C26 C34 2.8(7) no . . . .
N53 C4 C23 C36 -179.1(3) no . . . .
N53 C4 C39 C16 179.8(3) no . . . .
C23 C4 C39 C16 -0.4(6) no . . . .
C39 C4 C23 C36 1.1(6) no . . . .
C32 C5 C20 N1 179.0(4) no . . . .
C32 C5 C20 C29 -2.0(7) no . . . .
C20 C5 C54 C8 2.1(4) no . . . .
C20 C5 C54 C19 -175.9(3) no . . . .
C54 C5 C20 N1 -1.7(4) no . . . .
C54 C5 C20 C29 177.3(4) no . . . .
C32 C5 C54 C8 -178.6(4) no . . . .
C32 C5 C54 C19 3.3(6) no . . . .
C11 C6 C13 C7 -0.2(4) no . . . .
C11 C6 C13 C9 180.0(3) no . . . .
C13 C6 C11 N2 -0.7(4) no . . . .
C13 C6 C11 C26 174.8(4) no . . . .
C45 C6 C11 N2 177.0(4) no . . . .
C45 C6 C11 C26 -7.4(7) no . . . .
C45 C6 C13 C7 -178.0(4) no . . . .
C45 C6 C13 C9 2.2(6) no . . . .
N2 C7 C13 C6 1.1(4) no . . . .
N2 C7 C13 C9 -179.1(3) no . . . .
C44 C7 C13 C6 -179.8(4) no . . . .
C44 C7 C13 C9 0.0(7) no . . . .
N1 C8 C54 C5 -1.7(4) no . . . .
N1 C8 C54 C19 176.3(3) no . . . .
C24 C8 C54 C5 178.5(4) no . . . .
C24 C8 C54 C19 -3.5(7) no . . . .
N53 C9 C13 C6 -173.6(4) no . . . .
N53 C9 C13 C7 6.6(7) no . . . .
N5 C10 C16 C39 -179.9(3) no . . . .
N5 C10 C36 C23 -179.3(3) no . . . .
C16 C10 C36 C23 2.1(6) no . . . .
C36 C10 C16 C39 -1.3(6) no . . . .
N2 C11 C26 C3 -2.9(6) no . . . .
N2 C11 C26 C34 172.5(3) no . . . .
C6 C11 C26 C3 -177.9(4) no . . . .
C6 C11 C26 C34 -2.6(6) no . . . .
C15 C12 C29 C14 94.4(5) no . . . .
C15 C12 C29 C20 -86.9(5) no . . . .
C29 C12 C15 C42 176.4(3) no . . . .
C29 C12 C15 C46 -4.2(6) no . . . .
C15 C12 C33 C50 3.4(6) no . . . .
C15 C12 C33 C51 -174.8(4) no . . . .
C33 C12 C15 C42 -3.9(6) no . . . .
C33 C12 C15 C46 175.5(4) no . . . .
C29 C12 C33 C50 -176.9(3) no . . . .
C29 C12 C33 C51 4.9(5) no . . . .
C33 C12 C29 C14 -85.3(5) no . . . .
C33 C12 C29 C20 93.4(4) no . . . .
N3 C14 C17 C27 -0.6(4) no . . . .
N3 C14 C17 C40 179.3(4) no . . . .
N3 C14 C29 C12 176.6(3) no . . . .
N3 C14 C29 C20 -2.0(6) no . . . .
C17 C14 C29 C12 -2.2(7) no . . . .
C17 C14 C29 C20 179.1(4) no . . . .
C29 C14 C17 C27 178.4(4) no . . . .
C29 C14 C17 C40 -1.8(7) no . . . .
C12 C15 C42 C37 1.7(6) no . . . .
C46 C15 C42 C37 -177.8(4) no . . . .
C10 C16 C39 C4 0.5(6) no . . . .
C14 C17 C27 C18 0.1(5) no . . . .
C40 C17 C27 C18 -179.7(4) no . . . .
N3 C18 C27 C17 0.4(5) no . . . .
C49 C18 C27 C17 178.8(4) no . . . .
N5 C19 C54 C5 176.5(4) no . . . .
N5 C19 C54 C8 -1.1(6) no . . . .
N1 C20 C29 C12 -178.0(3) no . . . .
N1 C20 C29 C14 0.6(6) no . . . .
C5 C20 C29 C12 3.0(7) no . . . .
C5 C20 C29 C14 -178.3(4) no . . . .
N4 C22 C41 C2 0.6(5) no . . . .
C25 C22 C41 C2 -179.6(4) no . . . .
C4 C23 C36 C10 -2.0(6) no . . . .
C3 C26 C34 C30 91.8(5) no . . . .
C3 C26 C34 C38 -91.5(5) no . . . .
C11 C26 C34 C30 -83.5(5) no . . . .
C11 C26 C34 C38 93.1(4) no . . . .
C31 C28 C35 C30 0.7(6) no . . . .
C35 C28 C31 C38 -1.7(6) no . . . .
C48 C28 C31 C38 176.4(4) no . . . .
C48 C28 C35 C30 -177.4(4) no . . . .
C21 C30 C34 C26 -3.9(6) no . . . .
C21 C30 C34 C38 179.4(4) no . . . .
C21 C30 C35 C28 -179.9(4) no . . . .
C34 C30 C35 C28 0.6(6) no . . . .
C35 C30 C34 C26 175.6(3) no . . . .
C35 C30 C34 C38 -1.1(6) no . . . .
C28 C31 C38 C34 1.3(6) no . . . .
C28 C31 C38 C47 -177.1(4) no . . . .
C12 C33 C50 C37 -0.5(6) no . . . .
C51 C33 C50 C37 177.7(4) no . . . .
C26 C34 C38 C31 -176.4(3) no . . . .
C26 C34 C38 C47 2.0(6) no . . . .
C30 C34 C38 C31 0.2(6) no . . . .
C30 C34 C38 C47 178.5(3) no . . . .
C42 C37 C50 C33 -1.7(6) no . . . .
C50 C37 C42 C15 1.1(7) no . . . .
C55 C37 C42 C15 -178.2(4) no . . . .
C55 C37 C50 C33 177.6(4) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
F1 C8 3.067(5) no . .
F1 C14 3.483(5) no . .
F1 C18 3.093(5) no . .
F1 C20 3.492(5) no . .
F1 C24 3.197(5) no . .
F1 C49 3.192(5) no . .
F2 C3 3.525(5) no . .
F2 C7 3.117(5) no . .
F2 C11 3.504(5) no . .
F2 C22 3.105(5) no . .
F2 C25 3.208(5) no . .
F2 C44 3.238(5) no . .
F3 C8 3.085(5) no . .
F3 C14 3.590(5) no . .
F3 C18 3.037(5) no . .
F3 C24 3.110(5) no . .
F3 C49 3.011(5) no . .
F4 C3 3.565(5) no . .
F4 C7 3.058(5) no . .
F4 C11 3.592(5) no . .
F4 C22 3.017(5) no . .
F4 C25 3.043(5) no . .
F4 C44 3.063(5) no . .
N1 C14 2.834(5) no . .
N2 C3 2.843(5) no . .
N3 C20 2.823(5) no . .
N4 C11 2.817(5) no . .
N5 C8 2.998(5) no . .
N5 C24 3.003(6) no . .
N53 C7 3.036(5) no . .
N53 C44 3.093(6) no . .
C2 C34 3.096(6) no . .
C3 C21 3.445(6) no . .
C3 C30 3.333(6) no . .
C3 C38 3.374(6) no . .
C3 C47 3.549(6) no . .
C4 C10 2.806(6) no . .
C5 C12 3.097(6) no . .
C6 C30 3.582(6) no . .
C6 C34 3.047(6) no . .
C7 C26 3.563(6) no . .
C8 C29 3.550(6) no . .
C9 C23 2.862(6) no . .
C9 C39 3.457(6) no . .
C9 C44 3.234(6) no . .
C9 C45 3.105(6) no . .
C11 C21 3.371(6) no . .
C11 C30 3.251(6) no . .
C11 C38 3.372(6) no . .
C11 C47 3.597(6) no . .
C12 C17 3.081(6) no . .
C12 C32 3.062(6) no . .
C12 C37 2.794(6) no . .
C12 C40 3.088(6) no . .
C14 C15 3.378(6) no . .
C14 C33 3.306(6) no . .
C14 C46 3.579(6) no . .
C14 C51 3.386(6) no . .
C15 C20 3.335(6) no . .
C15 C32 3.334(6) no . .
C15 C40 3.481(7) no . .
C15 C50 2.780(6) no . .
C16 C19 2.889(6) no . .
C16 C23 2.776(6) no . .
C18 C29 3.535(6) no . .
C19 C24 3.215(6) no . .
C19 C32 3.116(6) no . .
C19 C36 3.511(6) no . .
C20 C33 3.383(6) no . .
C20 C46 3.539(6) no . .
C20 C51 3.599(6) no . .
C21 C26 2.845(6) no . .
C22 C26 3.536(6) no . .
C24 B56 3.069(7) no . .
C25 B1 3.050(7) no . .
C26 C43 3.266(6) no . .
C26 C45 3.247(6) no . .
C26 C47 2.921(6) no . .
C26 B1 3.020(6) no . .
C28 C34 2.809(6) no . .
C29 C32 3.268(6) no . .
C29 C40 3.298(6) no . .
C29 C46 2.933(6) no . .
C29 C51 2.899(6) no . .
C29 B56 3.008(6) no . .
C30 C31 2.761(6) no . .
C30 C43 3.544(6) no . .
C30 C45 3.345(6) no . .
C32 C33 3.529(6) no . .
C33 C40 3.411(6) no . .
C33 C42 2.767(6) no . .
C34 C43 3.078(6) no . .
C34 C45 3.012(6) no . .
C35 C38 2.775(6) no . .
C36 C39 2.764(6) no . .
C38 C43 3.422(6) no . .
C38 C45 3.337(6) no . .
C44 B1 3.067(6) no . .
C49 B56 3.037(7) no . .
F1 C23 3.213(5) no . 3_765
F1 C25 3.513(5) no . 4_654
F1 C36 3.458(5) no . 3_765
F1 C41 3.337(5) no . 4_654
F1 C51 3.415(5) no . 2_744
F2 N5 3.483(4) no . 3_665
F2 C16 3.209(5) no . 3_665
F2 C19 3.011(5) no . 3_665
F2 C55 3.306(6) no . 2_644
F3 C46 3.095(6) no . 2_754
F4 C28 3.357(5) no . 2_645
F4 C31 3.242(5) no . 2_645
F4 C45 3.322(5) no . 2_645
F4 C48 3.555(6) no . 2_645
N4 C45 3.513(6) no . 2_645
N5 F2 3.483(4) no . 3_665
N53 C35 3.557(5) no . 4_554
C4 C35 3.496(6) no . 4_554
C4 C43 3.583(6) no . 2_655
C8 C51 3.505(6) no . 2_744
C16 F2 3.209(5) no . 3_665
C16 C44 3.553(6) no . 3_665
C19 F2 3.011(5) no . 3_665
C21 C39 3.495(6) no . 4_555
C23 F1 3.213(5) no . 3_765
C25 F1 3.513(5) no . 4_455
C28 F4 3.357(5) no . 2_655
C31 F4 3.242(5) no . 2_655
C35 N53 3.557(5) no . 4_555
C35 C4 3.496(6) no . 4_555
C35 C39 3.471(6) no . 4_555
C36 F1 3.458(5) no . 3_765
C36 C40 3.576(7) no . 2_744
C39 C21 3.495(6) no . 4_554
C39 C35 3.471(6) no . 4_554
C39 C44 3.548(6) no . 3_665
C40 C36 3.576(7) no . 2_754
C41 F1 3.337(5) no . 4_455
C41 C51 3.581(7) no . 3_665
C43 C4 3.583(6) no . 2_645
C44 C16 3.553(6) no . 3_665
C44 C39 3.548(6) no . 3_665
C45 F4 3.322(5) no . 2_655
C45 N4 3.513(6) no . 2_655
C46 F3 3.095(6) no . 2_744
C48 F4 3.555(6) no . 2_655
C51 F1 3.415(5) no . 2_754
C51 C8 3.505(6) no . 2_754
C51 C41 3.581(7) no . 3_665
C55 F2 3.306(6) no . 2_654
F1 H24A 2.5966 no . .
F1 H24B 3.5231 no . .
F1 H49A 2.5760 no . .
F1 H49B 3.5166 no . .
F2 H25A 3.2932 no . .
F2 H25B 2.7533 no . .
F2 H44A 2.7332 no . .
F2 H44B 3.3997 no . .
F3 H24A 2.4343 no . .
F3 H24C 3.4843 no . .
F3 H49A 2.9129 no . .
F3 H49B 2.6703 no . .
F4 H25A 2.5120 no . .
F4 H25B 3.2009 no . .
F4 H44A 3.1307 no . .
F4 H44B 2.5846 no . .
N1 H24A 2.5671 no . .
N1 H24B 3.1239 no . .
N1 H24C 3.1031 no . .
N2 H21A 3.5248 no . .
N2 H44A 2.7368 no . .
N2 H44B 2.7408 no . .
N2 H44C 3.2633 no . .
N3 H27 3.1422 no . .
N3 H49A 2.6834 no . .
N3 H49B 2.8063 no . .
N3 H49C 3.2691 no . .
N4 H25A 2.7361 no . .
N4 H25B 2.7638 no . .
N4 H25C 3.2734 no . .
N4 H41 3.1722 no . .
N5 H16 2.7071 no . .
N5 H24B 2.7106 no . .
N5 H24C 2.8727 no . .
N5 H36 2.5354 no . .
N53 H23 2.6551 no . .
N53 H39 2.5674 no . .
N53 H44C 2.3676 no . .
C2 H21B 3.3814 no . .
C2 H47C 3.5014 no . .
C3 H21A 3.3370 no . .
C3 H21B 3.1290 no . .
C3 H41 3.1622 no . .
C3 H43A 3.3780 no . .
C3 H43B 2.8099 no . .
C3 H43C 2.9679 no . .
C3 H47C 2.8968 no . .
C4 H9 2.3938 no . .
C4 H16 3.2757 no . .
C4 H36 3.2569 no . .
C4 H44C 3.5984 no . .
C5 H19 2.7347 no . .
C5 H46A 3.2755 no . .
C5 H51B 3.5741 no . .
C6 H9 2.7040 no . .
C6 H21A 3.0910 no . .
C7 H9 3.3802 no . .
C8 H19 3.3951 no . .
C9 H23 2.6898 no . .
C9 H44C 2.8489 no . .
C9 H45C 2.7073 no . .
C10 H19 2.4482 no . .
C10 H23 3.2714 no . .
C10 H39 3.2724 no . .
C11 H21A 2.7455 no . .
C11 H45A 2.9604 no . .
C11 H45B 2.7890 no . .
C11 H45C 3.3582 no . .
C11 H47C 3.0127 no . .
C12 H32B 3.1994 no . .
C12 H32C 2.5093 no . .
C12 H40B 3.1439 no . .
C12 H40C 2.6175 no . .
C12 H42 3.2426 no . .
C12 H46A 2.7840 no . .
C12 H46B 2.7700 no . .
C12 H46C 3.3119 no . .
C12 H50 3.2591 no . .
C12 H51A 2.7585 no . .
C12 H51B 2.8090 no . .
C12 H51C 3.3326 no . .
C13 H44A 3.2242 no . .
C13 H44B 3.2306 no . .
C13 H44C 2.7108 no . .
C13 H45A 3.1235 no . .
C13 H45B 3.2534 no . .
C13 H45C 2.6652 no . .
C14 H27 3.1497 no . .
C14 H40A 3.3763 no . .
C14 H40B 3.0283 no . .
C14 H40C 2.8123 no . .
C14 H46B 3.1325 no . .
C14 H51A 2.8717 no . .
C14 H51B 3.5044 no . .
C15 H32B 3.0520 no . .
C15 H32C 2.9405 no . .
C15 H40C 2.6759 no . .
C16 H19 2.5593 no . .
C16 H36 3.2548 no . .
C17 H46B 3.3779 no . .
C17 H51A 3.0478 no . .
C19 H16 2.6908 no . .
C19 H24B 3.1608 no . .
C19 H24C 3.2470 no . .
C19 H32A 2.7855 no . .
C19 H32B 3.4800 no . .
C20 H32A 3.3548 no . .
C20 H32B 3.0291 no . .
C20 H32C 2.7704 no . .
C20 H46A 3.0639 no . .
C20 H51B 3.1566 no . .
C21 H35 2.6688 no . .
C21 H43C 3.4596 no . .
C21 H45A 3.3126 no . .
C23 H9 2.5600 no . .
C23 H39 3.2560 no . .
C25 H41 2.9421 no . .
C26 H21A 2.6132 no . .
C26 H21B 2.9462 no . .
C26 H43B 3.1332 no . .
C26 H43C 3.4195 no . .
C26 H45A 3.3899 no . .
C26 H45B 3.1195 no . .
C26 H47A 3.5444 no . .
C26 H47C 2.4139 no . .
C27 H40A 2.6514 no . .
C27 H40B 3.0500 no . .
C27 H40C 3.2512 no . .
C27 H49A 3.2641 no . .
C27 H49B 3.1837 no . .
C27 H49C 2.7326 no . .
C29 H32B 3.5382 no . .
C29 H32C 3.0471 no . .
C29 H40B 3.5313 no . .
C29 H40C 3.1204 no . .
C29 H46A 2.8598 no . .
C29 H46B 2.8839 no . .
C29 H51A 2.8097 no . .
C29 H51B 2.8482 no . .
C30 H43B 3.3726 no . .
C30 H43C 3.0792 no . .
C30 H45A 2.8176 no . .
C30 H45B 3.2620 no . .
C31 H35 3.2125 no . .
C31 H43B 3.3198 no . .
C31 H45B 3.1429 no . .
C31 H47A 2.7683 no . .
C31 H47B 2.7630 no . .
C31 H47C 3.3043 no . .
C31 H48A 2.5951 no . .
C31 H48B 3.1193 no . .
C31 H48C 3.1814 no . .
C32 H19 2.8257 no . .
C32 H46A 3.3570 no . .
C33 H32C 2.6799 no . .
C33 H40B 3.0413 no . .
C33 H40C 3.1419 no . .
C34 H21A 2.6832 no . .
C34 H21B 2.8237 no . .
C34 H21C 3.3000 no . .
C34 H31 3.2397 no . .
C34 H35 3.2574 no . .
C34 H43B 2.6891 no . .
C34 H43C 3.0235 no . .
C34 H45A 2.9130 no . .
C34 H45B 2.6632 no . .
C34 H47A 3.1127 no . .
C34 H47B 3.1359 no . .
C34 H47C 2.5336 no . .
C35 H21A 3.1946 no . .
C35 H21B 3.0797 no . .
C35 H21C 2.5724 no . .
C35 H31 3.2098 no . .
C35 H45A 3.2315 no . .
C35 H48A 3.2864 no . .
C35 H48B 2.7626 no . .
C35 H48C 2.7131 no . .
C36 H16 3.2565 no . .
C37 H32C 3.4833 no . .
C38 H43B 2.6652 no . .
C38 H43C 3.5698 no . .
C38 H45A 3.4242 no . .
C38 H45B 2.6041 no . .
C39 H23 3.2583 no . .
C40 H27 2.8246 no . .
C40 H46B 3.4275 no . .
C40 H51A 3.2386 no . .
C41 H25A 3.2470 no . .
C41 H25B 3.2260 no . .
C41 H25C 2.7164 no . .
C41 H43A 2.6262 no . .
C41 H43B 3.2094 no . .
C41 H43C 3.0613 no . .
C42 H32B 3.5697 no . .
C42 H32C 3.3676 no . .
C42 H40C 3.2911 no . .
C42 H46A 3.1432 no . .
C42 H46B 3.1499 no . .
C42 H46C 2.5576 no . .
C42 H50 3.2215 no . .
C42 H55A 3.1616 no . .
C42 H55B 3.1559 no . .
C42 H55C 2.5852 no . .
C43 H21B 3.5283 no . .
C43 H41 2.8108 no . .
C45 H9 2.7947 no . .
C45 H21A 3.4795 no . .
C46 H32B 3.3477 no . .
C46 H40C 3.1588 no . .
C46 H42 2.6639 no . .
C47 H31 2.6586 no . .
C47 H43B 3.0471 no . .
C47 H45B 3.0442 no . .
C48 H31 2.6863 no . .
C48 H35 2.6227 no . .
C49 H27 2.9297 no . .
C50 H32C 3.1616 no . .
C50 H42 3.2188 no . .
C50 H51A 3.1785 no . .
C50 H51B 3.1550 no . .
C50 H51C 2.5953 no . .
C50 H55A 2.7752 no . .
C50 H55B 2.7721 no . .
C50 H55C 3.3089 no . .
C51 H32C 3.4330 no . .
C51 H40B 3.2570 no . .
C51 H50 2.6918 no . .
C54 H24A 3.3825 no . .
C54 H24B 2.8756 no . .
C54 H24C 2.9003 no . .
C54 H32A 2.6928 no . .
C54 H32B 3.0482 no . .
C54 H32C 3.2932 no . .
C55 H42 2.6787 no . .
C55 H50 2.6567 no . .
B1 H25A 2.9553 no . .
B1 H25B 3.0344 no . .
B1 H44A 2.9923 no . .
B1 H44B 3.0233 no . .
B56 H24A 2.5936 no . .
B56 H49A 2.8334 no . .
B56 H49B 3.1286 no . .
H9 H23 2.2707 no . .
H9 H45A 3.2364 no . .
H9 H45B 3.5958 no . .
H9 H45C 2.1668 no . .
H16 H19 2.1713 no . .
H16 H39 2.3340 no . .
H19 H32A 2.2682 no . .
H19 H32B 3.1309 no . .
H21A H35 3.4149 no . .
H21A H45A 2.9535 no . .
H21B H35 3.2318 no . .
H21B H43C 2.8766 no . .
H21C H35 2.3619 no . .
H21C H45A 3.5839 no . .
H23 H36 2.3253 no . .
H25B H41 3.5732 no . .
H25C H41 2.6930 no . .
H27 H40A 2.5973 no . .
H27 H40B 3.2904 no . .
H27 H49B 3.5006 no . .
H27 H49C 2.7068 no . .
H31 H47A 2.7231 no . .
H31 H47B 2.6884 no . .
H31 H47C 3.5875 no . .
H31 H48A 2.3845 no . .
H31 H48B 3.3072 no . .
H31 H48C 3.3825 no . .
H32B H46A 2.7847 no . .
H32C H46A 3.5610 no . .
H32C H51B 3.0878 no . .
H35 H48A 3.5545 no . .
H35 H48B 2.7178 no . .
H35 H48C 2.6099 no . .
H40B H51A 2.6661 no . .
H40C H46B 2.6897 no . .
H40C H51A 3.5686 no . .
H41 H43A 2.5674 no . .
H41 H43B 3.5759 no . .
H41 H43C 3.3281 no . .
H42 H46A 3.3122 no . .
H42 H46B 3.3384 no . .
H42 H46C 2.3324 no . .
H42 H55A 3.3373 no . .
H42 H55B 3.3410 no . .
H42 H55C 2.3614 no . .
H43B H47B 2.8218 no . .
H43B H47C 3.1031 no . .
H45B H47A 2.7699 no . .
H45B H47C 3.2059 no . .
H50 H51A 3.3781 no . .
H50 H51B 3.3244 no . .
H50 H51C 2.3784 no . .
H50 H55A 2.6978 no . .
H50 H55B 2.7136 no . .
H50 H55C 3.5849 no . .
F1 H23 2.5126 no . 3_765
F1 H25C 2.6954 no . 4_654
F1 H36 2.9945 no . 3_765
F1 H41 2.6326 no . 4_654
F1 H51B 3.3092 no . 2_744
F1 H51C 2.6999 no . 2_744
F2 H16 2.4275 no . 3_665
F2 H19 2.7648 no . 3_665
F2 H32A 3.2523 no . 3_665
F2 H55A 2.8098 no . 2_644
F2 H55B 3.0688 no . 2_644
F2 H55C 3.5471 no . 2_644
F3 H23 3.4327 no . 3_765
F3 H32B 3.1336 no . 2_754
F3 H42 3.3117 no . 2_754
F3 H46A 2.8217 no . 2_754
F3 H46C 2.6061 no . 2_754
F4 H31 3.2353 no . 2_645
F4 H45A 3.2940 no . 2_645
F4 H45B 2.8224 no . 2_645
F4 H45C 3.3168 no . 2_645
F4 H48A 3.5361 no . 2_645
F4 H48B 3.1978 no . 2_645
F4 H55B 3.5596 no . 2_644
N1 H46A 3.3890 no . 2_754
N1 H46C 3.3236 no . 2_754
N1 H51A 3.5309 no . 2_744
N1 H51C 3.3776 no . 2_744
N2 H16 3.1362 no . 3_665
N3 H25A 3.5095 no . 4_654
N3 H25C 3.0073 no . 4_654
N3 H32B 3.5903 no . 2_754
N4 H32A 3.3005 no . 3_665
N4 H45B 3.3661 no . 2_645
N4 H45C 2.8562 no . 2_645
N5 H40B 3.2172 no . 2_744
N5 H50 2.9960 no . 4_565
N5 H55A 3.0418 no . 4_565
N53 H35 3.1658 no . 4_554
N53 H39 3.1342 no . 3_665
N53 H43C 3.3176 no . 2_655
N53 H48C 3.0724 no . 4_554
C2 H9 3.1978 no . 2_645
C2 H32C 3.5771 no . 3_665
C2 H45C 3.1533 no . 2_645
C3 H32A 3.4768 no . 3_665
C3 H45C 3.0341 no . 2_645
C4 H35 2.7846 no . 4_554
C4 H43A 3.2519 no . 2_655
C4 H43C 3.0862 no . 2_655
C4 H48C 3.3739 no . 4_554
C6 H21B 3.0006 no . 2_655
C6 H49A 3.5676 no . 3_765
C6 H49C 3.2274 no . 3_765
C7 H16 3.0874 no . 3_665
C7 H31 3.5560 no . 2_645
C7 H39 3.2325 no . 3_665
C7 H47A 3.5057 no . 2_645
C8 H46C 3.2550 no . 2_754
C8 H51A 3.0760 no . 2_744
C8 H51C 3.1335 no . 2_744
C8 H55A 3.5885 no . 4_565
C9 H21B 3.0874 no . 2_655
C9 H39 3.3381 no . 3_665
C9 H43C 3.3002 no . 2_655
C9 H48C 3.5685 no . 4_554
C9 H49A 3.1696 no . 3_765
C10 H27 3.5456 no . 2_744
C10 H40A 3.5070 no . 2_744
C10 H40B 3.3931 no . 2_744
C10 H43A 3.3233 no . 2_655
C10 H50 3.1358 no . 4_565
C13 H21B 2.9767 no . 2_655
C13 H39 3.3110 no . 3_665
C13 H49A 3.5215 no . 3_765
C13 H49C 3.5903 no . 3_765
C14 H25A 3.4744 no . 4_654
C14 H25C 3.1274 no . 4_654
C16 H21C 2.9407 no . 4_554
C16 H27 3.4874 no . 2_744
C16 H35 3.3555 no . 4_554
C16 H43A 3.2551 no . 2_655
C16 H44A 2.7760 no . 3_665
C17 H25A 3.3992 no . 4_654
C18 H25A 3.4569 no . 4_654
C18 H25C 3.5121 no . 4_654
C18 H32B 3.4090 no . 2_754
C18 H45A 3.3638 no . 3_765
C19 H51A 3.4565 no . 2_744
C19 H55A 3.3061 no . 4_565
C21 H27 3.2931 no . 3_765
C21 H39 3.0609 no . 4_555
C21 H45B 3.5115 no . 2_645
C21 H45C 3.5998 no . 2_645
C21 H49C 3.1380 no . 3_765
C22 H32A 3.5500 no . 3_665
C22 H32C 3.5284 no . 3_665
C22 H45C 2.8280 no . 2_645
C22 H51B 3.3279 no . 3_665
C23 H35 3.3605 no . 4_554
C23 H40A 3.4519 no . 2_744
C23 H41 3.1525 no . 2_655
C23 H43A 3.3043 no . 2_655
C23 H48C 3.4915 no . 4_554
C24 H36 3.0680 no . 3_765
C24 H40B 3.4649 no . 4_565
C24 H46C 3.1893 no . 2_754
C24 H51A 3.5131 no . 2_744
C24 H51C 3.1283 no . 2_744
C24 H55A 3.3791 no . 4_565
C25 H45C 3.5499 no . 2_645
C25 H46A 3.5883 no . 4_455
C25 H46B 2.8686 no . 4_455
C25 H51B 3.0946 no . 3_665
C27 H19 3.3509 no . 2_754
C27 H21C 3.4465 no . 3_765
C27 H25A 3.3780 no . 4_654
C27 H35 3.4000 no . 3_765
C27 H45A 3.4922 no . 3_765
C28 H31 3.5084 no . 3_666
C28 H44B 3.4494 no . 2_655
C28 H44C 3.2555 no . 4_555
C29 H25C 3.4980 no . 4_654
C30 H27 3.4346 no . 3_765
C30 H39 3.5269 no . 4_555
C31 H31 3.3304 no . 3_666
C31 H44B 2.8573 no . 2_655
C31 H44C 3.5938 no . 4_555
C31 H48A 3.1007 no . 3_666
C32 H49B 3.4029 no . 2_744
C33 H41 3.4099 no . 3_665
C35 H27 3.0572 no . 3_765
C35 H39 3.4402 no . 4_555
C35 H44C 3.4328 no . 4_555
C36 H24A 3.3182 no . 3_765
C36 H40A 3.0867 no . 2_744
C36 H40B 3.1638 no . 2_744
C36 H41 3.3433 no . 2_655
C36 H43A 3.3173 no . 2_655
C36 H50 3.1136 no . 4_565
C36 H51C 3.5122 no . 4_565
C37 H24C 3.0230 no . 4_564
C38 H48A 3.4712 no . 3_666
C39 H21B 3.4434 no . 4_554
C39 H21C 2.8637 no . 4_554
C39 H35 2.7729 no . 4_554
C39 H43A 3.2233 no . 2_655
C39 H43C 3.1536 no . 2_655
C39 H44A 2.9786 no . 3_665
C39 H44C 3.4871 no . 3_665
C40 H36 3.4106 no . 2_754
C41 H9 3.0968 no . 2_645
C41 H32C 3.3800 no . 3_665
C41 H45C 3.0102 no . 2_645
C41 H51B 3.1643 no . 3_665
C41 H51C 3.3254 no . 3_665
C43 H9 3.4575 no . 2_645
C43 H44A 3.0751 no . 4_555
C43 H44C 3.3244 no . 4_555
C43 H55B 3.4577 no . 3_665
C44 H16 3.1882 no . 3_665
C44 H31 2.9929 no . 2_645
C44 H39 3.1831 no . 3_665
C44 H43A 3.5551 no . 4_554
C44 H43B 3.3349 no . 4_554
C44 H43C 3.3236 no . 4_554
C44 H48A 3.5386 no . 2_645
C45 H21A 3.5772 no . 2_655
C45 H21B 3.1292 no . 2_655
C45 H49A 3.3420 no . 3_765
C45 H49C 3.1614 no . 3_765
C46 H25B 3.1187 no . 4_654
C46 H25C 3.4300 no . 4_654
C47 H21A 3.5303 no . 2_655
C47 H48A 3.3478 no . 3_666
C47 H49B 3.0939 no . 4_465
C47 H49C 3.2611 no . 4_465
C48 H31 3.1922 no . 3_666
C48 H44B 3.3562 no . 2_655
C48 H47B 3.1604 no . 3_666
C49 H9 3.5929 no . 3_765
C49 H21A 3.5000 no . 3_765
C49 H23 3.5993 no . 3_765
C49 H32B 3.4272 no . 2_754
C49 H45A 3.0104 no . 3_765
C49 H47A 3.2133 no . 4_664
C49 H47B 3.4898 no . 4_664
C49 H47C 3.5497 no . 4_664
C50 H24C 2.9907 no . 4_564
C50 H41 3.4058 no . 3_665
C50 H43A 3.3394 no . 3_665
C51 H24B 3.2789 no . 2_754
C51 H25C 3.3474 no . 3_665
C51 H41 2.9671 no . 3_665
C54 H51A 3.0909 no . 2_744
C54 H55A 3.5405 no . 4_565
C55 H24C 3.1937 no . 4_564
C55 H46B 3.5747 no . 3_764
C55 H48B 3.5453 no . 1_554
B1 H16 3.3206 no . 3_665
B1 H45B 3.4450 no . 2_645
B56 H23 3.5202 no . 3_765
B56 H25C 3.2509 no . 4_654
B56 H46A 3.4792 no . 2_754
B56 H46C 3.4825 no . 2_754
H9 C2 3.1978 no . 2_655
H9 C41 3.0968 no . 2_655
H9 C43 3.4575 no . 2_655
H9 C49 3.5929 no . 3_765
H9 H21B 3.1461 no . 2_655
H9 H41 3.1007 no . 2_655
H9 H43C 3.0170 no . 2_655
H9 H49A 2.7222 no . 3_765
H16 F2 2.4275 no . 3_665
H16 N2 3.1362 no . 3_665
H16 C7 3.0874 no . 3_665
H16 C44 3.1882 no . 3_665
H16 B1 3.3206 no . 3_665
H16 H21C 2.7827 no . 4_554
H16 H44A 2.4974 no . 3_665
H19 F2 2.7648 no . 3_665
H19 C27 3.3509 no . 2_744
H19 H27 3.1748 no . 2_744
H21A C45 3.5772 no . 2_645
H21A C47 3.5303 no . 2_645
H21A C49 3.5000 no . 3_765
H21A H27 3.4945 no . 3_765
H21A H45B 3.0584 no . 2_645
H21A H45C 3.5099 no . 2_645
H21A H47A 2.7747 no . 2_645
H21A H47C 3.4384 no . 2_645
H21A H49C 2.5261 no . 3_765
H21B C6 3.0006 no . 2_645
H21B C9 3.0874 no . 2_645
H21B C13 2.9767 no . 2_645
H21B C39 3.4434 no . 4_555
H21B C45 3.1292 no . 2_645
H21B H9 3.1461 no . 2_645
H21B H39 2.7784 no . 4_555
H21B H45B 3.0724 no . 2_645
H21B H45C 2.8241 no . 2_645
H21C C16 2.9407 no . 4_555
H21C C27 3.4465 no . 3_765
H21C C39 2.8637 no . 4_555
H21C H16 2.7827 no . 4_555
H21C H27 2.6068 no . 3_765
H21C H39 2.6369 no . 4_555
H21C H49C 2.9894 no . 3_765
H23 F1 2.5126 no . 3_765
H23 F3 3.4327 no . 3_765
H23 C49 3.5993 no . 3_765
H23 B56 3.5202 no . 3_765
H23 H24A 3.5098 no . 3_765
H23 H41 3.0162 no . 2_655
H23 H48C 3.2836 no . 4_554
H23 H49A 2.6858 no . 3_765
H24A C36 3.3182 no . 3_765
H24A H23 3.5098 no . 3_765
H24A H36 2.4679 no . 3_765
H24A H40A 3.5411 no . 4_565
H24A H40B 3.0935 no . 4_565
H24A H46C 3.0875 no . 2_754
H24A H51C 3.1526 no . 2_744
H24B C51 3.2789 no . 2_744
H24B H24B 3.1613 no . 3_765
H24B H36 2.7966 no . 3_765
H24B H40B 3.3916 no . 4_565
H24B H50 3.5207 no . 4_565
H24B H51A 3.0110 no . 2_744
H24B H51C 2.6716 no . 2_744
H24C C37 3.0230 no . 4_565
H24C C50 2.9907 no . 4_565
H24C C55 3.1937 no . 4_565
H24C H40B 3.3396 no . 4_565
H24C H46C 2.7971 no . 2_754
H24C H50 2.9413 no . 4_565
H24C H55A 2.5301 no . 4_565
H25A N3 3.5095 no . 4_455
H25A C14 3.4744 no . 4_455
H25A C17 3.3992 no . 4_455
H25A C18 3.4569 no . 4_455
H25A C27 3.3780 no . 4_455
H25A H45A 3.2015 no . 2_645
H25A H45C 3.2606 no . 2_645
H25A H46B 2.9504 no . 4_455
H25A H55C 3.5800 no . 2_644
H25B C46 3.1187 no . 4_455
H25B H46A 3.1151 no . 4_455
H25B H46B 2.4129 no . 4_455
H25B H46C 3.4058 no . 4_455
H25B H51B 3.0952 no . 3_665
H25B H55A 3.2080 no . 2_644
H25B H55C 3.4601 no . 2_644
H25C F1 2.6954 no . 4_455
H25C N3 3.0073 no . 4_455
H25C C14 3.1274 no . 4_455
H25C C18 3.5121 no . 4_455
H25C C29 3.4980 no . 4_455
H25C C46 3.4300 no . 4_455
H25C C51 3.3474 no . 3_665
H25C B56 3.2509 no . 4_455
H25C H46A 3.1899 no . 4_455
H25C H46B 2.7772 no . 4_455
H25C H51B 2.5308 no . 3_665
H25C H51C 3.3450 no . 3_665
H27 C10 3.5456 no . 2_754
H27 C16 3.4874 no . 2_754
H27 C21 3.2931 no . 3_765
H27 C30 3.4346 no . 3_765
H27 C35 3.0572 no . 3_765
H27 H19 3.1748 no . 2_754
H27 H21A 3.4945 no . 3_765
H27 H21C 2.6068 no . 3_765
H27 H35 2.5225 no . 3_765
H27 H45A 3.2799 no . 3_765
H31 F4 3.2353 no . 2_655
H31 C7 3.5560 no . 2_655
H31 C28 3.5084 no . 3_666
H31 C31 3.3304 no . 3_666
H31 C44 2.9929 no . 2_655
H31 C48 3.1922 no . 3_666
H31 H31 2.8005 no . 3_666
H31 H44B 2.1118 no . 2_655
H31 H44B 3.5765 no . 4_555
H31 H44C 3.2505 no . 2_655
H31 H48A 2.5519 no . 3_666
H31 H48C 3.2228 no . 3_666
H32A F2 3.2523 no . 3_665
H32A N4 3.3005 no . 3_665
H32A C3 3.4768 no . 3_665
H32A C22 3.5500 no . 3_665
H32A H47C 3.0130 no . 3_665
H32A H49B 3.2935 no . 2_744
H32B F3 3.1336 no . 2_744
H32B N3 3.5903 no . 2_744
H32B C18 3.4090 no . 2_744
H32B C49 3.4272 no . 2_744
H32B H49B 2.6688 no . 2_744
H32C C2 3.5771 no . 3_665
H32C C22 3.5284 no . 3_665
H32C C41 3.3800 no . 3_665
H35 N53 3.1658 no . 4_555
H35 C4 2.7846 no . 4_555
H35 C16 3.3555 no . 4_555
H35 C23 3.3605 no . 4_555
H35 C27 3.4000 no . 3_765
H35 C39 2.7729 no . 4_555
H35 H27 2.5225 no . 3_765
H35 H39 2.9592 no . 4_555
H35 H40A 3.3108 no . 3_765
H36 F1 2.9945 no . 3_765
H36 C24 3.0680 no . 3_765
H36 C40 3.4106 no . 2_744
H36 H24A 2.4679 no . 3_765
H36 H24B 2.7966 no . 3_765
H36 H40A 3.0861 no . 2_744
H36 H40B 2.8316 no . 2_744
H36 H41 3.3163 no . 2_655
H36 H50 2.9413 no . 4_565
H36 H51C 2.8584 no . 4_565
H39 N53 3.1342 no . 3_665
H39 C7 3.2325 no . 3_665
H39 C9 3.3381 no . 3_665
H39 C13 3.3110 no . 3_665
H39 C21 3.0609 no . 4_554
H39 C30 3.5269 no . 4_554
H39 C35 3.4402 no . 4_554
H39 C44 3.1831 no . 3_665
H39 H21B 2.7784 no . 4_554
H39 H21C 2.6369 no . 4_554
H39 H35 2.9592 no . 4_554
H39 H43C 3.2920 no . 2_655
H39 H44A 2.8682 no . 3_665
H39 H44C 3.0078 no . 3_665
H40A C10 3.5070 no . 2_754
H40A C23 3.4519 no . 2_754
H40A C36 3.0867 no . 2_754
H40A H24A 3.5411 no . 4_564
H40A H35 3.3108 no . 3_765
H40A H36 3.0861 no . 2_754
H40A H48B 3.0694 no . 3_765
H40B N5 3.2172 no . 2_754
H40B C10 3.3931 no . 2_754
H40B C24 3.4649 no . 4_564
H40B C36 3.1638 no . 2_754
H40B H24A 3.0935 no . 4_564
H40B H24B 3.3916 no . 4_564
H40B H24C 3.3396 no . 4_564
H40B H36 2.8316 no . 2_754
H40C H42 3.2070 no . 3_764
H40C H55C 3.3636 no . 3_764
H41 F1 2.6326 no . 4_455
H41 C23 3.1525 no . 2_645
H41 C33 3.4099 no . 3_665
H41 C36 3.3433 no . 2_645
H41 C50 3.4058 no . 3_665
H41 C51 2.9671 no . 3_665
H41 H9 3.1007 no . 2_645
H41 H23 3.0162 no . 2_645
H41 H36 3.3163 no . 2_645
H41 H45C 3.5085 no . 2_645
H41 H50 2.9930 no . 3_665
H41 H51B 2.7389 no . 3_665
H41 H51C 2.5253 no . 3_665
H42 F3 3.3117 no . 2_744
H42 H40C 3.2070 no . 3_764
H42 H42 3.5037 no . 3_764
H43A C4 3.2519 no . 2_645
H43A C10 3.3233 no . 2_645
H43A C16 3.2551 no . 2_645
H43A C23 3.3043 no . 2_645
H43A C36 3.3173 no . 2_645
H43A C39 3.2233 no . 2_645
H43A C44 3.5551 no . 4_555
H43A C50 3.3394 no . 3_665
H43A H44A 2.8089 no . 4_555
H43A H44C 3.5096 no . 4_555
H43A H50 2.8208 no . 3_665
H43A H55B 2.8397 no . 3_665
H43B C44 3.3349 no . 4_555
H43B H44A 2.9527 no . 4_555
H43B H44B 3.3972 no . 4_555
H43B H44C 3.1129 no . 4_555
H43B H48A 3.4918 no . 3_666
H43B H55B 3.1739 no . 3_665
H43C N53 3.3176 no . 2_645
H43C C4 3.0862 no . 2_645
H43C C9 3.3002 no . 2_645
H43C C39 3.1536 no . 2_645
H43C C44 3.3236 no . 4_555
H43C H9 3.0170 no . 2_645
H43C H39 3.2920 no . 2_645
H43C H44A 2.9397 no . 4_555
H43C H44C 2.8403 no . 4_555
H44A C16 2.7760 no . 3_665
H44A C39 2.9786 no . 3_665
H44A C43 3.0751 no . 4_554
H44A H16 2.4974 no . 3_665
H44A H39 2.8682 no . 3_665
H44A H43A 2.8089 no . 4_554
H44A H43B 2.9527 no . 4_554
H44A H43C 2.9397 no . 4_554
H44A H55B 2.9277 no . 2_644
H44B C28 3.4494 no . 2_645
H44B C31 2.8573 no . 2_645
H44B C48 3.3562 no . 2_645
H44B H31 2.1118 no . 2_645
H44B H31 3.5765 no . 4_554
H44B H43B 3.3972 no . 4_554
H44B H48A 2.6800 no . 2_645
H44B H48B 3.5727 no . 2_645
H44B H55B 3.5227 no . 2_644
H44C C28 3.2555 no . 4_554
H44C C31 3.5938 no . 4_554
H44C C35 3.4328 no . 4_554
H44C C39 3.4871 no . 3_665
H44C C43 3.3244 no . 4_554
H44C H31 3.2505 no . 2_645
H44C H39 3.0078 no . 3_665
H44C H43A 3.5096 no . 4_554
H44C H43B 3.1129 no . 4_554
H44C H43C 2.8403 no . 4_554
H44C H48C 3.2135 no . 4_554
H45A F4 3.2940 no . 2_655
H45A C18 3.3638 no . 3_765
H45A C27 3.4922 no . 3_765
H45A C49 3.0104 no . 3_765
H45A H25A 3.2015 no . 2_655
H45A H27 3.2799 no . 3_765
H45A H49A 2.9185 no . 3_765
H45A H49C 2.4784 no . 3_765
H45B F4 2.8224 no . 2_655
H45B N4 3.3661 no . 2_655
H45B C21 3.5115 no . 2_655
H45B B1 3.4450 no . 2_655
H45B H21A 3.0584 no . 2_655
H45B H21B 3.0724 no . 2_655
H45C F4 3.3168 no . 2_655
H45C N4 2.8562 no . 2_655
H45C C2 3.1533 no . 2_655
H45C C3 3.0341 no . 2_655
H45C C21 3.5998 no . 2_655
H45C C22 2.8280 no . 2_655
H45C C25 3.5499 no . 2_655
H45C C41 3.0102 no . 2_655
H45C H21A 3.5099 no . 2_655
H45C H21B 2.8241 no . 2_655
H45C H25A 3.2606 no . 2_655
H45C H41 3.5085 no . 2_655
H45C H49A 3.1498 no . 3_765
H45C H49C 3.4450 no . 3_765
H46A F3 2.8217 no . 2_744
H46A N1 3.3890 no . 2_744
H46A C25 3.5883 no . 4_654
H46A B56 3.4792 no . 2_744
H46A H25B 3.1151 no . 4_654
H46A H25C 3.1899 no . 4_654
H46A H51B 3.3200 no . 2_744
H46B C25 2.8686 no . 4_654
H46B C55 3.5747 no . 3_764
H46B H25A 2.9504 no . 4_654
H46B H25B 2.4129 no . 4_654
H46B H25C 2.7772 no . 4_654
H46B H55A 3.2798 no . 3_764
H46B H55C 3.0167 no . 3_764
H46C F3 2.6061 no . 2_744
H46C N1 3.3236 no . 2_744
H46C C8 3.2550 no . 2_744
H46C C24 3.1893 no . 2_744
H46C B56 3.4825 no . 2_744
H46C H24A 3.0875 no . 2_744
H46C H24C 2.7971 no . 2_744
H46C H25B 3.4058 no . 4_654
H46C H55A 3.2360 no . 3_764
H46C H55C 3.4558 no . 3_764
H47A C7 3.5057 no . 2_655
H47A C49 3.2133 no . 4_465
H47A H21A 2.7747 no . 2_655
H47A H49A 3.5594 no . 4_465
H47A H49B 2.9539 no . 4_465
H47A H49C 2.6831 no . 4_465
H47B C48 3.1604 no . 3_666
H47B C49 3.4898 no . 4_465
H47B H48A 2.5784 no . 3_666
H47B H48C 2.9055 no . 3_666
H47B H49B 2.8223 no . 4_465
H47B H49C 3.3948 no . 4_465
H47C C49 3.5497 no . 4_465
H47C H21A 3.4384 no . 2_655
H47C H32A 3.0130 no . 3_665
H47C H49B 2.9784 no . 4_465
H47C H49C 3.2063 no . 4_465
H48A F4 3.5361 no . 2_655
H48A C31 3.1007 no . 3_666
H48A C38 3.4712 no . 3_666
H48A C44 3.5386 no . 2_655
H48A C47 3.3478 no . 3_666
H48A H31 2.5519 no . 3_666
H48A H43B 3.4918 no . 3_666
H48A H44B 2.6800 no . 2_655
H48A H47B 2.5784 no . 3_666
H48A H55B 3.4324 no . 1_556
H48B F4 3.1978 no . 2_655
H48B C55 3.5453 no . 1_556
H48B H40A 3.0694 no . 3_765
H48B H44B 3.5727 no . 2_655
H48B H55B 3.2891 no . 1_556
H48B H55C 2.9047 no . 1_556
H48C N53 3.0724 no . 4_555
H48C C4 3.3739 no . 4_555
H48C C9 3.5685 no . 4_555
H48C C23 3.4915 no . 4_555
H48C H23 3.2836 no . 4_555
H48C H31 3.2228 no . 3_666
H48C H44C 3.2135 no . 4_555
H48C H47B 2.9055 no . 3_666
H49A C6 3.5676 no . 3_765
H49A C9 3.1696 no . 3_765
H49A C13 3.5215 no . 3_765
H49A C45 3.3420 no . 3_765
H49A H9 2.7222 no . 3_765
H49A H23 2.6858 no . 3_765
H49A H45A 2.9185 no . 3_765
H49A H45C 3.1498 no . 3_765
H49A H47A 3.5594 no . 4_664
H49B C32 3.4029 no . 2_754
H49B C47 3.0939 no . 4_664
H49B H32A 3.2935 no . 2_754
H49B H32B 2.6688 no . 2_754
H49B H47A 2.9539 no . 4_664
H49B H47B 2.8223 no . 4_664
H49B H47C 2.9784 no . 4_664
H49C C6 3.2274 no . 3_765
H49C C13 3.5903 no . 3_765
H49C C21 3.1380 no . 3_765
H49C C45 3.1614 no . 3_765
H49C C47 3.2611 no . 4_664
H49C H21A 2.5261 no . 3_765
H49C H21C 2.9894 no . 3_765
H49C H45A 2.4784 no . 3_765
H49C H45C 3.4450 no . 3_765
H49C H47A 2.6831 no . 4_664
H49C H47B 3.3948 no . 4_664
H49C H47C 3.2063 no . 4_664
H50 N5 2.9960 no . 4_564
H50 C10 3.1358 no . 4_564
H50 C36 3.1136 no . 4_564
H50 H24B 3.5207 no . 4_564
H50 H24C 2.9413 no . 4_564
H50 H36 2.9413 no . 4_564
H50 H41 2.9930 no . 3_665
H50 H43A 2.8208 no . 3_665
H51A N1 3.5309 no . 2_754
H51A C8 3.0760 no . 2_754
H51A C19 3.4565 no . 2_754
H51A C24 3.5131 no . 2_754
H51A C54 3.0909 no . 2_754
H51A H24B 3.0110 no . 2_754
H51B F1 3.3092 no . 2_754
H51B C22 3.3279 no . 3_665
H51B C25 3.0946 no . 3_665
H51B C41 3.1643 no . 3_665
H51B H25B 3.0952 no . 3_665
H51B H25C 2.5308 no . 3_665
H51B H41 2.7389 no . 3_665
H51B H46A 3.3200 no . 2_754
H51C F1 2.6999 no . 2_754
H51C N1 3.3776 no . 2_754
H51C C8 3.1335 no . 2_754
H51C C24 3.1283 no . 2_754
H51C C36 3.5122 no . 4_564
H51C C41 3.3254 no . 3_665
H51C H24A 3.1526 no . 2_754
H51C H24B 2.6716 no . 2_754
H51C H25C 3.3450 no . 3_665
H51C H36 2.8584 no . 4_564
H51C H41 2.5253 no . 3_665
H55A F2 2.8098 no . 2_654
H55A N5 3.0418 no . 4_564
H55A C8 3.5885 no . 4_564
H55A C19 3.3061 no . 4_564
H55A C24 3.3791 no . 4_564
H55A C54 3.5405 no . 4_564
H55A H24C 2.5301 no . 4_564
H55A H25B 3.2080 no . 2_654
H55A H46B 3.2798 no . 3_764
H55A H46C 3.2360 no . 3_764
H55B F2 3.0688 no . 2_654
H55B F4 3.5596 no . 2_654
H55B C43 3.4577 no . 3_665
H55B H43A 2.8397 no . 3_665
H55B H43B 3.1739 no . 3_665
H55B H44A 2.9277 no . 2_654
H55B H44B 3.5227 no . 2_654
H55B H48A 3.4324 no . 1_554
H55B H48B 3.2891 no . 1_554
H55C F2 3.5471 no . 2_654
H55C H25A 3.5800 no . 2_654
H55C H25B 3.4601 no . 2_654
H55C H40C 3.3636 no . 3_764
H55C H46B 3.0167 no . 3_764
H55C H46C 3.4558 no . 3_764
H55C H48B 2.9047 no . 1_554

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / methanol (poor)'
####################################################################### 
# 
# 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_BODIPY-diCHO-hexDCM
_database_code_depnum_ccdc_archive 'CCDC 1527795'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C24 H25 B F2 N2 O2'
_chemical_formula_moiety         'C24 H25 B F2 N2 O2'
_chemical_formula_weight         422.28
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   17.216(7)
_cell_length_b                   8.430(3)
_cell_length_c                   15.356(6)
_cell_angle_alpha                90.0000
_cell_angle_beta                 108.360(4)
_cell_angle_gamma                90.0000
_cell_volume                     2115.2(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4953
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888.00
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  0.988

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            15831
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_min         3.105
_diffrn_reflns_theta_full        27.470
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4790
_reflns_number_gt                3878
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.1641
_refine_ls_wR_factor_gt          0.1513
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4790
_refine_ls_number_parameters     281
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0492P)²+2.5108P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.37
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.08176(9) 0.23396(18) 1.00069(10) 0.0249(3) Uani 1 1 d . . .
F2 F 0.03218(8) 0.35148(17) 0.86065(10) 0.0248(3) Uani 1 1 d . . .
O3 O 0.31624(12) 0.8748(2) 1.03896(14) 0.0319(5) Uani 1 1 d . . .
O4 O 0.15019(11) -0.3326(2) 0.73583(14) 0.0341(5) Uani 1 1 d . . .
N5 N 0.13184(11) 0.1416(2) 0.87980(13) 0.0187(4) Uani 1 1 d . . .
N6 N 0.17117(11) 0.4073(2) 0.95040(13) 0.0181(4) Uani 1 1 d . . .
C7 C 0.20254(13) 0.1441(3) 0.85199(15) 0.0178(5) Uani 1 1 d . . .
C8 C 0.23947(13) 0.4071(3) 0.91818(15) 0.0181(5) Uani 1 1 d . . .
C9 C 0.40531(14) 0.2379(3) 0.89867(15) 0.0188(5) Uani 1 1 d . . .
C10 C 0.25446(13) 0.2756(3) 0.86935(15) 0.0170(5) Uani 1 1 d . . .
C11 C 0.01695(15) -0.0421(3) 0.87509(18) 0.0258(5) Uani 1 1 d . . .
H11A H -0.0118 0.0547 0.8826 0.031 Uiso 1 1 calc R . .
H11B H 0.0298 -0.1056 0.9313 0.031 Uiso 1 1 calc R . .
H11C H -0.0180 -0.1038 0.8234 0.031 Uiso 1 1 calc R . .
C12 C 0.24023(14) 0.6346(3) 0.99538(16) 0.0204(5) Uani 1 1 d . . .
C13 C 0.09437(14) 0.0011(3) 0.85673(16) 0.0197(5) Uani 1 1 d . . .
C14 C 0.20778(14) -0.0046(3) 0.81000(16) 0.0191(5) Uani 1 1 d . . .
C15 C 0.25803(15) 0.7907(3) 1.03735(17) 0.0243(5) Uani 1 1 d . . .
H15 H 0.2208 0.8311 1.0663 0.029 Uiso 1 1 calc R . .
C16 C 0.31940(14) 0.3213(3) 0.74656(16) 0.0190(5) Uani 1 1 d . . .
C17 C 0.32800(14) 0.2768(3) 0.83743(16) 0.0184(5) Uani 1 1 d . . .
C18 C 0.27283(15) -0.0586(3) 0.77136(18) 0.0253(5) Uani 1 1 d . . .
H18A H 0.2694 -0.1739 0.7629 0.030 Uiso 1 1 calc R . .
H18B H 0.3267 -0.0305 0.8138 0.030 Uiso 1 1 calc R . .
H18C H 0.2651 -0.0069 0.7121 0.030 Uiso 1 1 calc R . .
C19 C 0.28291(14) 0.5505(3) 0.94516(16) 0.0194(5) Uani 1 1 d . . .
C20 C 0.11711(15) -0.2535(3) 0.78027(17) 0.0237(5) Uani 1 1 d . . .
H20 H 0.0725 -0.3007 0.7947 0.028 Uiso 1 1 calc R . .
C21 C 0.23673(15) 0.3552(3) 0.67779(16) 0.0240(5) Uani 1 1 d . . .
H21A H 0.2012 0.2626 0.6727 0.029 Uiso 1 1 calc R . .
H21B H 0.2432 0.3780 0.6179 0.029 Uiso 1 1 calc R . .
H21C H 0.2121 0.4471 0.6982 0.029 Uiso 1 1 calc R . .
C22 C 0.10705(15) 0.5821(3) 1.03849(18) 0.0262(6) Uani 1 1 d . . .
H22A H 0.1065 0.5010 1.0840 0.031 Uiso 1 1 calc R . .
H22B H 0.0536 0.5850 0.9907 0.031 Uiso 1 1 calc R . .
H22C H 0.1186 0.6860 1.0685 0.031 Uiso 1 1 calc R . .
C23 C 0.17174(14) 0.5432(3) 0.99616(16) 0.0203(5) Uani 1 1 d . . .
C24 C 0.35782(15) 0.6067(3) 0.92513(18) 0.0246(5) Uani 1 1 d . . .
H24A H 0.3617 0.7224 0.9312 0.029 Uiso 1 1 calc R . .
H24B H 0.3545 0.5765 0.8625 0.029 Uiso 1 1 calc R . .
H24C H 0.4064 0.5581 0.9686 0.029 Uiso 1 1 calc R . .
C25 C 0.13991(14) -0.0927(3) 0.81333(16) 0.0204(5) Uani 1 1 d . . .
C26 C 0.41542(15) 0.1896(3) 0.99610(16) 0.0241(5) Uani 1 1 d . . .
H26A H 0.3795 0.0994 0.9961 0.029 Uiso 1 1 calc R . .
H26B H 0.4009 0.2789 1.0288 0.029 Uiso 1 1 calc R . .
H26C H 0.4725 0.1592 1.0268 0.029 Uiso 1 1 calc R . .
C27 C 0.38946(15) 0.3341(3) 0.72078(17) 0.0231(5) Uani 1 1 d . . .
H27 H 0.3845 0.3695 0.6605 0.028 Uiso 1 1 calc R . .
C28 C 0.47311(14) 0.2458(3) 0.86845(16) 0.0222(5) Uani 1 1 d . . .
H28 H 0.5251 0.2156 0.9090 0.027 Uiso 1 1 calc R . .
C29 C 0.46704(15) 0.2967(3) 0.78039(18) 0.0259(6) Uani 1 1 d . . .
C30 C 0.54233(17) 0.3100(4) 0.7510(2) 0.0395(7) Uani 1 1 d . . .
H30A H 0.5905 0.3247 0.8051 0.047 Uiso 1 1 calc R . .
H30B H 0.5368 0.4012 0.7098 0.047 Uiso 1 1 calc R . .
H30C H 0.5487 0.2130 0.7188 0.047 Uiso 1 1 calc R . .
B32 B 0.10098(16) 0.2841(3) 0.92421(18) 0.0194(5) Uani 1 1 d . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r3 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r3'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r3'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1.1 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.1.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 B32 1.383(3) . ?
F2 B32 1.396(3) . ?
O3 C15 1.221(3) . ?
O4 C20 1.216(3) . ?
N5 C13 1.342(3) . ?
N5 C7 1.411(3) . ?
N5 B32 1.556(3) . ?
N6 C23 1.342(3) . ?
N6 C8 1.412(3) . ?
N6 B32 1.547(3) . ?
C7 C10 1.396(3) . ?
C7 C14 1.425(3) . ?
C8 C10 1.407(3) . ?
C8 C19 1.413(3) . ?
C9 C28 1.387(3) . ?
C9 C17 1.405(3) . ?
C9 C26 1.507(3) . ?
C10 C17 1.495(3) . ?
C11 C13 1.492(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C23 1.412(3) . ?
C12 C19 1.412(3) . ?
C12 C15 1.455(3) . ?
C13 C25 1.419(3) . ?
C14 C25 1.399(3) . ?
C14 C18 1.494(3) . ?
C15 H15 0.9500 . ?
C16 C27 1.387(3) . ?
C16 C17 1.407(3) . ?
C16 C21 1.509(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.494(3) . ?
C20 C25 1.458(3) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.492(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C29 1.397(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.505(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N5 C7 108.79(19) . . ?
C13 N5 B32 126.5(2) . . ?
C7 N5 B32 124.56(19) . . ?
C23 N6 C8 108.37(19) . . ?
C23 N6 B32 125.81(19) . . ?
C8 N6 B32 125.18(19) . . ?
C10 C7 N5 121.0(2) . . ?
C10 C7 C14 131.0(2) . . ?
N5 C7 C14 107.9(2) . . ?
C10 C8 N6 120.1(2) . . ?
C10 C8 C19 131.4(2) . . ?
N6 C8 C19 108.6(2) . . ?
C28 C9 C17 119.0(2) . . ?
C28 C9 C26 119.9(2) . . ?
C17 C9 C26 121.1(2) . . ?
C7 C10 C8 120.9(2) . . ?
C7 C10 C17 120.0(2) . . ?
C8 C10 C17 119.1(2) . . ?
C13 C11 H11A 109.5 . . ?
C13 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C13 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C23 C12 C19 108.1(2) . . ?
C23 C12 C15 123.3(2) . . ?
C19 C12 C15 128.5(2) . . ?
N5 C13 C25 109.0(2) . . ?
N5 C13 C11 123.3(2) . . ?
C25 C13 C11 127.7(2) . . ?
C25 C14 C7 106.1(2) . . ?
C25 C14 C18 126.3(2) . . ?
C7 C14 C18 127.6(2) . . ?
O3 C15 C12 126.2(2) . . ?
O3 C15 H15 116.9 . . ?
C12 C15 H15 116.9 . . ?
C27 C16 C17 118.3(2) . . ?
C27 C16 C21 119.9(2) . . ?
C17 C16 C21 121.7(2) . . ?
C9 C17 C16 120.5(2) . . ?
C9 C17 C10 120.0(2) . . ?
C16 C17 C10 119.4(2) . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C12 C19 C8 105.7(2) . . ?
C12 C19 C24 125.8(2) . . ?
C8 C19 C24 128.5(2) . . ?
O4 C20 C25 125.6(2) . . ?
O4 C20 H20 117.2 . . ?
C25 C20 H20 117.2 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N6 C23 C12 109.2(2) . . ?
N6 C23 C22 122.2(2) . . ?
C12 C23 C22 128.6(2) . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 C13 108.2(2) . . ?
C14 C25 C20 128.1(2) . . ?
C13 C25 C20 123.6(2) . . ?
C9 C26 H26A 109.5 . . ?
C9 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C9 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C16 C27 C29 122.2(2) . . ?
C16 C27 H27 118.9 . . ?
C29 C27 H27 118.9 . . ?
C9 C28 C29 121.8(2) . . ?
C9 C28 H28 119.1 . . ?
C29 C28 H28 119.1 . . ?
C28 C29 C27 118.1(2) . . ?
C28 C29 C30 120.4(2) . . ?
C27 C29 C30 121.5(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
F1 B32 F2 109.9(2) . . ?
F1 B32 N6 111.1(2) . . ?
F2 B32 N6 109.3(2) . . ?
F1 B32 N5 110.0(2) . . ?
F2 B32 N5 109.83(19) . . ?
N6 B32 N5 106.61(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N5 C7 C10 -178.6(2) . . . . ?
B32 N5 C7 C10 4.9(3) . . . . ?
C13 N5 C7 C14 -0.2(2) . . . . ?
B32 N5 C7 C14 -176.7(2) . . . . ?
C23 N6 C8 C10 178.6(2) . . . . ?
B32 N6 C8 C10 -10.1(3) . . . . ?
C23 N6 C8 C19 -0.5(3) . . . . ?
B32 N6 C8 C19 170.8(2) . . . . ?
N5 C7 C10 C8 2.4(3) . . . . ?
C14 C7 C10 C8 -175.5(2) . . . . ?
N5 C7 C10 C17 -178.7(2) . . . . ?
C14 C7 C10 C17 3.4(4) . . . . ?
N6 C8 C10 C7 0.0(3) . . . . ?
C19 C8 C10 C7 178.9(2) . . . . ?
N6 C8 C10 C17 -178.9(2) . . . . ?
C19 C8 C10 C17 0.0(4) . . . . ?
C7 N5 C13 C25 0.2(3) . . . . ?
B32 N5 C13 C25 176.6(2) . . . . ?
C7 N5 C13 C11 -179.4(2) . . . . ?
B32 N5 C13 C11 -3.0(4) . . . . ?
C10 C7 C14 C25 178.3(2) . . . . ?
N5 C7 C14 C25 0.2(2) . . . . ?
C10 C7 C14 C18 -0.7(4) . . . . ?
N5 C7 C14 C18 -178.8(2) . . . . ?
C23 C12 C15 O3 179.8(3) . . . . ?
C19 C12 C15 O3 -2.9(4) . . . . ?
C28 C9 C17 C16 0.7(4) . . . . ?
C26 C9 C17 C16 -179.9(2) . . . . ?
C28 C9 C17 C10 -177.5(2) . . . . ?
C26 C9 C17 C10 1.9(3) . . . . ?
C27 C16 C17 C9 -3.5(3) . . . . ?
C21 C16 C17 C9 176.7(2) . . . . ?
C27 C16 C17 C10 174.8(2) . . . . ?
C21 C16 C17 C10 -5.1(3) . . . . ?
C7 C10 C17 C9 -98.2(3) . . . . ?
C8 C10 C17 C9 80.7(3) . . . . ?
C7 C10 C17 C16 83.6(3) . . . . ?
C8 C10 C17 C16 -97.5(3) . . . . ?
C23 C12 C19 C8 -1.2(3) . . . . ?
C15 C12 C19 C8 -178.8(2) . . . . ?
C23 C12 C19 C24 178.1(2) . . . . ?
C15 C12 C19 C24 0.5(4) . . . . ?
C10 C8 C19 C12 -177.9(2) . . . . ?
N6 C8 C19 C12 1.1(2) . . . . ?
C10 C8 C19 C24 2.8(4) . . . . ?
N6 C8 C19 C24 -178.2(2) . . . . ?
C8 N6 C23 C12 -0.2(3) . . . . ?
B32 N6 C23 C12 -171.5(2) . . . . ?
C8 N6 C23 C22 179.4(2) . . . . ?
B32 N6 C23 C22 8.1(4) . . . . ?
C19 C12 C23 N6 0.9(3) . . . . ?
C15 C12 C23 N6 178.6(2) . . . . ?
C19 C12 C23 C22 -178.6(2) . . . . ?
C15 C12 C23 C22 -0.9(4) . . . . ?
C7 C14 C25 C13 -0.1(3) . . . . ?
C18 C14 C25 C13 179.0(2) . . . . ?
C7 C14 C25 C20 -179.4(2) . . . . ?
C18 C14 C25 C20 -0.4(4) . . . . ?
N5 C13 C25 C14 -0.1(3) . . . . ?
C11 C13 C25 C14 179.5(2) . . . . ?
N5 C13 C25 C20 179.3(2) . . . . ?
C11 C13 C25 C20 -1.1(4) . . . . ?
O4 C20 C25 C14 -7.5(4) . . . . ?
O4 C20 C25 C13 173.2(2) . . . . ?
C17 C16 C27 C29 3.3(4) . . . . ?
C21 C16 C27 C29 -176.8(2) . . . . ?
C17 C9 C28 C29 2.4(4) . . . . ?
C26 C9 C28 C29 -177.0(2) . . . . ?
C9 C28 C29 C27 -2.6(4) . . . . ?
C9 C28 C29 C30 177.6(3) . . . . ?
C16 C27 C29 C28 -0.3(4) . . . . ?
C16 C27 C29 C30 179.5(3) . . . . ?
C23 N6 B32 F1 -55.3(3) . . . . ?
C8 N6 B32 F1 134.9(2) . . . . ?
C23 N6 B32 F2 66.2(3) . . . . ?
C8 N6 B32 F2 -103.7(2) . . . . ?
C23 N6 B32 N5 -175.2(2) . . . . ?
C8 N6 B32 N5 15.0(3) . . . . ?
C13 N5 B32 F1 51.2(3) . . . . ?
C7 N5 B32 F1 -133.0(2) . . . . ?
C13 N5 B32 F2 -69.9(3) . . . . ?
C7 N5 B32 F2 105.9(2) . . . . ?
C13 N5 B32 N6 171.8(2) . . . . ?
C7 N5 B32 N6 -12.3(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / n-hexane (poor)'
####################################################################### 
# 
# 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_BDP-hydraz-BDP
_database_code_depnum_ccdc_archive 'CCDC 1527810'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C48 H50 B2 F2 N6 O2'
_chemical_formula_moiety         'C48 H50 B2 F2 N6 O2'
_chemical_formula_weight         840.56
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.130(15)
_cell_length_b                   11.266(14)
_cell_length_c                   18.32(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.019(14)
_cell_angle_gamma                90.0000
_cell_volume                     2288(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5354
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      27.18
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848.00
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  0.985

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.445
_diffrn_reflns_number            16092
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_theta_max         27.06
_diffrn_reflns_theta_full        27.06
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4996
_reflns_number_gt                2429
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.1534
_refine_ls_wR_factor_ref         0.4332
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4996
_refine_ls_number_parameters     270
_refine_ls_goodness_of_fit_ref   1.267
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         1.290
_refine_diff_density_min         -0.690
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.2514(3) 0.2546(3) 0.80432(15) 0.0529(9) Uani 1.0 4 d . . .
F24 F -0.0849(3) 0.1783(3) 0.87134(15) 0.0550(9) Uani 1.0 4 d . . .
O25 O -0.4345(9) 0.4085(8) 0.5533(5) 0.165(3) Uiso 1.0 4 d . . .
N2 N -0.0835(4) 0.3878(4) 0.8389(2) 0.0445(10) Uani 1.0 4 d . . .
N3 N 0.0049(4) 0.0556(4) 0.5203(3) 0.0481(11) Uani 1.0 4 d . . .
N26 N -0.0675(4) 0.2307(4) 0.7437(2) 0.0416(10) Uani 1.0 4 d . . .
C1 C 0.2164(5) 0.5316(5) 0.7018(3) 0.0481(13) Uani 1.0 4 d . . .
C3 C 0.0028(5) 0.3103(5) 0.7050(3) 0.0453(12) Uani 1.0 4 d . . .
C4 C 0.0254(5) 0.5807(5) 0.6291(3) 0.0454(12) Uani 1.0 4 d . . .
C5 C -0.0201(5) 0.4679(5) 0.7963(3) 0.0432(12) Uani 1.0 4 d . . .
C6 C 0.0222(5) 0.4283(5) 0.7299(3) 0.0432(12) Uani 1.0 4 d . . .
C7 C 0.0892(5) 0.5167(5) 0.6859(3) 0.0450(12) Uani 1.0 4 d . . .
C8 C 0.2752(5) 0.6174(5) 0.6624(3) 0.0517(13) Uani 1.0 4 d . . .
C9 C -0.0177(5) 0.0385(5) 0.5869(3) 0.0462(12) Uani 1.0 4 d . . .
C10 C 0.0339(5) 0.2508(5) 0.6398(3) 0.0432(12) Uani 1.0 4 d . . .
C11 C -0.1454(5) 0.0229(5) 0.7341(3) 0.0507(13) Uani 1.0 4 d . . .
C12 C -0.1129(5) 0.4497(5) 0.8993(3) 0.0524(14) Uani 1.0 4 d . . .
C13 C 0.1157(5) 0.2955(5) 0.5852(3) 0.0496(13) Uani 1.0 4 d . . .
C14 C -0.0784(5) 0.1254(5) 0.7066(3) 0.0451(12) Uani 1.0 4 d . . .
C15 C -0.0098(5) 0.5808(5) 0.8325(3) 0.0512(13) Uani 1.0 4 d . . .
C16 C -0.1071(5) 0.5570(5) 0.6069(3) 0.0514(13) Uani 1.0 4 d . . .
C17 C 0.0878(5) 0.6689(5) 0.5913(3) 0.0508(13) Uani 1.0 4 d . . .
C18 C -0.0690(5) 0.5676(5) 0.8971(3) 0.0533(14) Uani 1.0 4 d . . .
C19 C 0.2119(6) 0.6870(5) 0.6073(3) 0.0547(14) Uani 1.0 4 d . . .
C20 C -0.0177(5) 0.1359(5) 0.6412(3) 0.0457(12) Uani 1.0 4 d . . .
C21 C -0.5521(10) 0.4166(10) 0.5466(6) 0.123(4) Uiso 1.0 4 d . . .
C22 C -0.1844(6) 0.3915(6) 0.9576(3) 0.0591(15) Uani 1.0 4 d . . .
C23 C 0.0435(6) 0.6949(5) 0.8090(4) 0.0623(16) Uani 1.0 4 d . . .
C27 C 0.2774(7) 0.7799(6) 0.5655(4) 0.0688(17) Uani 1.0 4 d . . .
C28 C 0.2844(5) 0.4592(6) 0.7617(3) 0.0584(15) Uani 1.0 4 d . . .
B29 B -0.1239(5) 0.2604(5) 0.8157(3) 0.0423(13) Uani 1.0 4 d . . .
H8 H 0.3595 0.6290 0.6729 0.0620 Uiso 1.0 4 calc R . .
H9 H -0.0350 -0.0398 0.6021 0.0554 Uiso 1.0 4 calc R . .
H11A H -0.1213 0.0112 0.7864 0.0609 Uiso 1.0 4 calc R . .
H11B H -0.1269 -0.0488 0.7070 0.0609 Uiso 1.0 4 calc R . .
H11C H -0.2323 0.0387 0.7272 0.0609 Uiso 1.0 4 calc R . .
H13A H 0.0837 0.3701 0.5639 0.0595 Uiso 1.0 4 calc R . .
H13B H 0.1205 0.2366 0.5462 0.0595 Uiso 1.0 4 calc R . .
H13C H 0.1964 0.3092 0.6097 0.0595 Uiso 1.0 4 calc R . .
H16A H -0.1174 0.4745 0.5907 0.0617 Uiso 1.0 4 calc R . .
H16B H -0.1353 0.6104 0.5667 0.0617 Uiso 1.0 4 calc R . .
H16C H -0.1540 0.5710 0.6489 0.0617 Uiso 1.0 4 calc R . .
H17 H 0.0447 0.7160 0.5549 0.0610 Uiso 1.0 4 calc R . .
H18 H -0.0778 0.6272 0.9328 0.0640 Uiso 1.0 4 calc R . .
H22A H -0.2546 0.3503 0.9337 0.0709 Uiso 1.0 4 calc R . .
H22B H -0.2113 0.4527 0.9905 0.0709 Uiso 1.0 4 calc R . .
H22C H -0.1327 0.3345 0.9859 0.0709 Uiso 1.0 4 calc R . .
H23A H 0.0426 0.7532 0.8486 0.0747 Uiso 1.0 4 calc R . .
H23B H -0.0039 0.7249 0.7653 0.0747 Uiso 1.0 4 calc R . .
H23C H 0.1268 0.6813 0.7977 0.0747 Uiso 1.0 4 calc R . .
H27A H 0.2431 0.7819 0.5144 0.0826 Uiso 1.0 4 calc R . .
H27B H 0.3633 0.7596 0.5673 0.0826 Uiso 1.0 4 calc R . .
H27C H 0.2681 0.8579 0.5880 0.0826 Uiso 1.0 4 calc R . .
H28A H 0.2516 0.3784 0.7613 0.0701 Uiso 1.0 4 calc R . .
H28B H 0.2755 0.4961 0.8093 0.0701 Uiso 1.0 4 calc R . .
H28C H 0.3700 0.4562 0.7531 0.0701 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku, ????)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 B29 1.418(7) yes . .
F24 B29 1.416(7) yes . .
O25 C21 1.307(15) yes . .
N2 C5 1.420(7) yes . .
N2 C12 1.372(7) yes . .
N2 B29 1.553(7) yes . .
N3 N3 1.457(6) yes . 3_556
N3 C9 1.281(7) yes . .
N26 C3 1.420(7) yes . .
N26 C14 1.368(7) yes . .
N26 B29 1.546(7) yes . .
C1 C7 1.429(8) yes . .
C1 C8 1.403(8) yes . .
C1 C28 1.515(8) yes . .
C3 C6 1.416(7) yes . .
C3 C10 1.439(7) yes . .
C4 C7 1.408(7) yes . .
C4 C16 1.518(8) yes . .
C4 C17 1.426(8) yes . .
C5 C6 1.414(7) yes . .
C5 C15 1.435(8) yes . .
C6 C7 1.517(7) yes . .
C8 C19 1.417(8) yes . .
C9 C20 1.480(8) yes . .
C10 C13 1.497(8) yes . .
C10 C20 1.418(8) yes . .
C11 C14 1.487(8) yes . .
C12 C18 1.416(8) yes . .
C12 C22 1.534(8) yes . .
C14 C20 1.431(8) yes . .
C15 C18 1.411(8) yes . .
C15 C23 1.494(9) yes . .
C17 C19 1.401(8) yes . .
C19 C27 1.519(9) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C5 N2 C12 106.5(4) yes . . .
C5 N2 B29 125.7(4) yes . . .
C12 N2 B29 127.4(5) yes . . .
N3 N3 C9 110.2(4) yes 3_556 . .
C3 N26 C14 109.2(4) yes . . .
C3 N26 B29 124.9(4) yes . . .
C14 N26 B29 125.9(4) yes . . .
C7 C1 C8 118.4(5) yes . . .
C7 C1 C28 120.5(5) yes . . .
C8 C1 C28 121.1(5) yes . . .
N26 C3 C6 120.5(5) yes . . .
N26 C3 C10 107.7(5) yes . . .
C6 C3 C10 131.6(5) yes . . .
C7 C4 C16 121.6(5) yes . . .
C7 C4 C17 118.7(5) yes . . .
C16 C4 C17 119.7(5) yes . . .
N2 C5 C6 119.4(5) yes . . .
N2 C5 C15 109.5(5) yes . . .
C6 C5 C15 131.2(5) yes . . .
C3 C6 C5 121.4(5) yes . . .
C3 C6 C7 120.9(5) yes . . .
C5 C6 C7 117.8(5) yes . . .
C1 C7 C4 121.1(5) yes . . .
C1 C7 C6 119.5(5) yes . . .
C4 C7 C6 119.3(5) yes . . .
C1 C8 C19 121.5(5) yes . . .
N3 C9 C20 122.6(5) yes . . .
C3 C10 C13 127.1(5) yes . . .
C3 C10 C20 106.5(5) yes . . .
C13 C10 C20 126.2(5) yes . . .
N2 C12 C18 110.3(5) yes . . .
N2 C12 C22 121.3(5) yes . . .
C18 C12 C22 128.4(5) yes . . .
N26 C14 C11 122.0(5) yes . . .
N26 C14 C20 108.5(5) yes . . .
C11 C14 C20 129.5(5) yes . . .
C5 C15 C18 105.6(5) yes . . .
C5 C15 C23 130.3(5) yes . . .
C18 C15 C23 124.0(5) yes . . .
C4 C17 C19 120.9(5) yes . . .
C12 C18 C15 108.1(5) yes . . .
C8 C19 C17 119.2(5) yes . . .
C8 C19 C27 120.6(6) yes . . .
C17 C19 C27 120.2(5) yes . . .
C9 C20 C10 129.9(5) yes . . .
C9 C20 C14 121.9(5) yes . . .
C10 C20 C14 108.2(5) yes . . .
F1 B29 F24 108.4(4) yes . . .
F1 B29 N2 110.1(4) yes . . .
F1 B29 N26 109.9(4) yes . . .
F24 B29 N2 110.1(4) yes . . .
F24 B29 N26 110.6(5) yes . . .
N2 B29 N26 107.7(4) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / methanol (poor)'
####################################################################### 
# 
# 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_mes24dimeBDP
_database_code_depnum_ccdc_archive 'CCDC 1527793'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C22 H25 B F2 N2'
_chemical_formula_moiety         'C22 H25 B F2 N2'
_chemical_formula_weight         366.26
_chemical_melting_point          ?
_chemical_absolute_configuration ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.799(2)
_cell_length_b                   13.378(4)
_cell_length_c                   19.206(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     2003.8(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6686
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.700
_exptl_crystal_size_min          0.350
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776.00
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            14830
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.949
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4380
_reflns_number_gt                4250
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0918
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4380
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0550P)²+0.3482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.170
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.28536(10) 0.07780(5) 0.18535(4) 0.02289(17) Uani 1.0 4 d . . .
F2 F 0.05838(9) 0.00612(5) 0.23978(4) 0.02536(17) Uani 1.0 4 d . . .
N1 N 0.34166(13) -0.05316(7) 0.26790(5) 0.0184(2) Uani 1.0 4 d . . .
N23 N 0.24284(12) 0.11405(7) 0.30712(5) 0.0182(2) Uani 1.0 4 d . . .
C2 C 0.42459(15) -0.06490(8) 0.33176(6) 0.0192(3) Uani 1.0 4 d . . .
C3 C 0.69848(15) 0.02082(9) 0.45004(6) 0.0207(3) Uani 1.0 4 d . . .
C4 C 0.36753(16) -0.13632(9) 0.22980(7) 0.0216(3) Uani 1.0 4 d . . .
C5 C 0.16705(15) 0.20489(9) 0.30906(6) 0.0213(3) Uani 1.0 4 d . . .
C6 C 0.52302(15) -0.00149(8) 0.44695(6) 0.0183(3) Uani 1.0 4 d . . .
C7 C 0.21213(17) 0.25259(9) 0.37150(6) 0.0230(3) Uani 1.0 4 d . . .
C8 C 0.46438(17) -0.20453(9) 0.26915(7) 0.0246(3) Uani 1.0 4 d . . .
C9 C 0.78378(16) 0.00613(9) 0.51283(7) 0.0236(3) Uani 1.0 4 d . . .
C10 C 0.31813(16) 0.18936(9) 0.40904(6) 0.0206(3) Uani 1.0 4 d . . .
C11 C 0.50111(17) -0.16179(9) 0.33268(7) 0.0232(3) Uani 1.0 4 d . . .
C12 C 0.52742(16) -0.05228(10) 0.56697(7) 0.0234(3) Uani 1.0 4 d . . .
C13 C 0.70166(16) -0.03024(10) 0.57189(6) 0.0236(3) Uani 1.0 4 d . . .
C14 C 0.42600(15) 0.01217(9) 0.38069(6) 0.0182(3) Uani 1.0 4 d . . .
C15 C 0.79506(18) 0.05652(11) 0.38665(7) 0.0295(3) Uani 1.0 4 d . . .
C16 C 0.24898(17) -0.06482(13) 0.50172(7) 0.0328(4) Uani 1.0 4 d . . .
C17 C 0.43703(15) -0.03857(9) 0.50539(6) 0.0210(3) Uani 1.0 4 d . . .
C18 C 0.79634(19) -0.04509(13) 0.63936(8) 0.0352(4) Uani 1.0 4 d . . .
C19 C 0.39587(19) 0.21302(10) 0.47866(7) 0.0272(3) Uani 1.0 4 d . . .
C20 C 0.30494(19) -0.14782(10) 0.15711(7) 0.0266(3) Uani 1.0 4 d . . .
C21 C 0.33742(15) 0.10141(8) 0.36806(6) 0.0180(3) Uani 1.0 4 d . . .
C22 C 0.05615(19) 0.24328(10) 0.25183(7) 0.0286(3) Uani 1.0 4 d . . .
C25 C 0.5994(2) -0.21070(10) 0.39048(8) 0.0322(3) Uani 1.0 4 d . . .
B24 B 0.22768(17) 0.03670(9) 0.24788(7) 0.0181(3) Uani 1.0 4 d . . .
H7 H 0.1761 0.3173 0.3856 0.0275 Uiso 1.0 4 calc R . .
H8 H 0.4988 -0.2693 0.2544 0.0295 Uiso 1.0 4 calc R . .
H9 H 0.9025 0.0215 0.5155 0.0283 Uiso 1.0 4 calc R . .
H12 H 0.4690 -0.0773 0.6067 0.0280 Uiso 1.0 4 calc R . .
H15A H 0.8009 0.0025 0.3523 0.0354 Uiso 1.0 4 calc R . .
H15B H 0.9114 0.0762 0.4002 0.0354 Uiso 1.0 4 calc R . .
H15C H 0.7355 0.1141 0.3663 0.0354 Uiso 1.0 4 calc R . .
H16A H 0.2039 -0.0737 0.5490 0.0394 Uiso 1.0 4 calc R . .
H16B H 0.2345 -0.1270 0.4754 0.0394 Uiso 1.0 4 calc R . .
H16C H 0.1864 -0.0108 0.4784 0.0394 Uiso 1.0 4 calc R . .
H18A H 0.9196 -0.0362 0.6315 0.0422 Uiso 1.0 4 calc R . .
H18B H 0.7747 -0.1127 0.6569 0.0422 Uiso 1.0 4 calc R . .
H18C H 0.7564 0.0040 0.6736 0.0422 Uiso 1.0 4 calc R . .
H19A H 0.3595 0.2799 0.4934 0.0327 Uiso 1.0 4 calc R . .
H19B H 0.5212 0.2111 0.4750 0.0327 Uiso 1.0 4 calc R . .
H19C H 0.3576 0.1636 0.5130 0.0327 Uiso 1.0 4 calc R . .
H20A H 0.3856 -0.1156 0.1251 0.0319 Uiso 1.0 4 calc R . .
H20B H 0.1920 -0.1164 0.1526 0.0319 Uiso 1.0 4 calc R . .
H20C H 0.2960 -0.2190 0.1457 0.0319 Uiso 1.0 4 calc R . .
H22A H 0.1150 0.2346 0.2072 0.0343 Uiso 1.0 4 calc R . .
H22B H 0.0327 0.3144 0.2594 0.0343 Uiso 1.0 4 calc R . .
H22C H -0.0521 0.2061 0.2513 0.0343 Uiso 1.0 4 calc R . .
H25A H 0.6366 -0.2773 0.3756 0.0387 Uiso 1.0 4 calc R . .
H25B H 0.5258 -0.2167 0.4316 0.0387 Uiso 1.0 4 calc R . .
H25C H 0.7000 -0.1700 0.4019 0.0387 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
F1 B24 1.3953(16) yes . .
F2 B24 1.3910(16) yes . .
N1 C2 1.3954(16) yes . .
N1 C4 1.3468(16) yes . .
N1 B24 1.5437(16) yes . .
N23 C5 1.3519(16) yes . .
N23 C21 1.3937(16) yes . .
N23 B24 1.5425(17) yes . .
C2 C11 1.4271(17) yes . .
C2 C14 1.3951(17) yes . .
C3 C6 1.4018(17) yes . .
C3 C9 1.3912(18) yes . .
C3 C15 1.5092(19) yes . .
C4 C8 1.4051(18) yes . .
C4 C20 1.487(2) yes . .
C5 C7 1.4032(17) yes . .
C5 C22 1.4899(19) yes . .
C6 C14 1.4918(17) yes . .
C6 C17 1.3984(17) yes . .
C7 C10 1.3852(18) yes . .
C8 C11 1.3776(19) yes . .
C9 C13 1.3905(18) yes . .
C10 C19 1.5019(19) yes . .
C10 C21 1.4235(17) yes . .
C11 C25 1.499(2) yes . .
C12 C13 1.3937(18) yes . .
C12 C17 1.3890(18) yes . .
C13 C18 1.505(2) yes . .
C14 C21 1.4005(17) yes . .
C16 C17 1.5096(19) yes . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C9 H9 0.950 no . .
C12 H12 0.950 no . .
C15 H15A 0.980 no . .
C15 H15B 0.980 no . .
C15 H15C 0.980 no . .
C16 H16A 0.980 no . .
C16 H16B 0.980 no . .
C16 H16C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .
C19 H19A 0.980 no . .
C19 H19B 0.980 no . .
C19 H19C 0.980 no . .
C20 H20A 0.980 no . .
C20 H20B 0.980 no . .
C20 H20C 0.980 no . .
C22 H22A 0.980 no . .
C22 H22B 0.980 no . .
C22 H22C 0.980 no . .
C25 H25A 0.980 no . .
C25 H25B 0.980 no . .
C25 H25C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 N1 C4 108.37(10) yes . . .
C2 N1 B24 124.99(10) yes . . .
C4 N1 B24 126.45(11) yes . . .
C5 N23 C21 108.50(10) yes . . .
C5 N23 B24 126.15(10) yes . . .
C21 N23 B24 125.35(10) yes . . .
N1 C2 C11 107.87(10) yes . . .
N1 C2 C14 120.83(10) yes . . .
C11 C2 C14 131.27(12) yes . . .
C6 C3 C9 118.25(11) yes . . .
C6 C3 C15 121.36(11) yes . . .
C9 C3 C15 120.35(11) yes . . .
N1 C4 C8 108.95(12) yes . . .
N1 C4 C20 123.12(12) yes . . .
C8 C4 C20 127.90(12) yes . . .
N23 C5 C7 108.83(11) yes . . .
N23 C5 C22 122.91(11) yes . . .
C7 C5 C22 128.26(12) yes . . .
C3 C6 C14 120.34(11) yes . . .
C3 C6 C17 120.64(11) yes . . .
C14 C6 C17 119.01(11) yes . . .
C5 C7 C10 108.46(11) yes . . .
C4 C8 C11 108.58(12) yes . . .
C3 C9 C13 122.43(12) yes . . .
C7 C10 C19 125.14(12) yes . . .
C7 C10 C21 106.26(11) yes . . .
C19 C10 C21 128.59(11) yes . . .
C2 C11 C8 106.20(11) yes . . .
C2 C11 C25 128.27(12) yes . . .
C8 C11 C25 125.52(12) yes . . .
C13 C12 C17 121.64(12) yes . . .
C9 C13 C12 117.89(12) yes . . .
C9 C13 C18 121.52(12) yes . . .
C12 C13 C18 120.59(12) yes . . .
C2 C14 C6 119.22(11) yes . . .
C2 C14 C21 120.63(11) yes . . .
C6 C14 C21 120.16(11) yes . . .
C6 C17 C12 119.14(11) yes . . .
C6 C17 C16 120.72(11) yes . . .
C12 C17 C16 120.14(11) yes . . .
N23 C21 C10 107.94(10) yes . . .
N23 C21 C14 120.66(10) yes . . .
C10 C21 C14 131.37(11) yes . . .
F1 B24 F2 109.00(10) yes . . .
F1 B24 N1 109.61(10) yes . . .
F1 B24 N23 110.23(10) yes . . .
F2 B24 N1 110.21(10) yes . . .
F2 B24 N23 110.64(10) yes . . .
N1 B24 N23 107.13(10) yes . . .
C5 C7 H7 125.764 no . . .
C10 C7 H7 125.775 no . . .
C4 C8 H8 125.710 no . . .
C11 C8 H8 125.710 no . . .
C3 C9 H9 118.786 no . . .
C13 C9 H9 118.780 no . . .
C13 C12 H12 119.183 no . . .
C17 C12 H12 119.175 no . . .
C3 C15 H15A 109.465 no . . .
C3 C15 H15B 109.475 no . . .
C3 C15 H15C 109.468 no . . .
H15A C15 H15B 109.472 no . . .
H15A C15 H15C 109.475 no . . .
H15B C15 H15C 109.473 no . . .
C17 C16 H16A 109.460 no . . .
C17 C16 H16B 109.477 no . . .
C17 C16 H16C 109.473 no . . .
H16A C16 H16B 109.480 no . . .
H16A C16 H16C 109.462 no . . .
H16B C16 H16C 109.476 no . . .
C13 C18 H18A 109.471 no . . .
C13 C18 H18B 109.473 no . . .
C13 C18 H18C 109.471 no . . .
H18A C18 H18B 109.475 no . . .
H18A C18 H18C 109.468 no . . .
H18B C18 H18C 109.470 no . . .
C10 C19 H19A 109.465 no . . .
C10 C19 H19B 109.474 no . . .
C10 C19 H19C 109.474 no . . .
H19A C19 H19B 109.473 no . . .
H19A C19 H19C 109.471 no . . .
H19B C19 H19C 109.470 no . . .
C4 C20 H20A 109.477 no . . .
C4 C20 H20B 109.471 no . . .
C4 C20 H20C 109.467 no . . .
H20A C20 H20B 109.476 no . . .
H20A C20 H20C 109.466 no . . .
H20B C20 H20C 109.470 no . . .
C5 C22 H22A 109.469 no . . .
C5 C22 H22B 109.469 no . . .
C5 C22 H22C 109.467 no . . .
H22A C22 H22B 109.472 no . . .
H22A C22 H22C 109.471 no . . .
H22B C22 H22C 109.480 no . . .
C11 C25 H25A 109.470 no . . .
C11 C25 H25B 109.473 no . . .
C11 C25 H25C 109.470 no . . .
H25A C25 H25B 109.472 no . . .
H25A C25 H25C 109.469 no . . .
H25B C25 H25C 109.473 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 N1 C4 C8 1.45(13) no . . . .
C2 N1 C4 C20 -176.72(10) no . . . .
C4 N1 C2 C11 -1.50(12) no . . . .
C4 N1 C2 C14 176.97(10) no . . . .
C2 N1 B24 F1 126.49(11) no . . . .
C2 N1 B24 F2 -113.54(12) no . . . .
C2 N1 B24 N23 6.89(15) no . . . .
B24 N1 C2 C11 173.82(9) no . . . .
B24 N1 C2 C14 -7.71(17) no . . . .
C4 N1 B24 F1 -59.03(15) no . . . .
C4 N1 B24 F2 60.93(15) no . . . .
C4 N1 B24 N23 -178.63(10) no . . . .
B24 N1 C4 C8 -173.78(10) no . . . .
B24 N1 C4 C20 8.05(18) no . . . .
C5 N23 C21 C10 -0.11(12) no . . . .
C5 N23 C21 C14 178.27(9) no . . . .
C21 N23 C5 C7 0.15(12) no . . . .
C21 N23 C5 C22 179.76(9) no . . . .
C5 N23 B24 F1 58.71(15) no . . . .
C5 N23 B24 F2 -61.94(14) no . . . .
C5 N23 B24 N1 177.91(10) no . . . .
B24 N23 C5 C7 179.97(9) no . . . .
B24 N23 C5 C22 -0.42(17) no . . . .
C21 N23 B24 F1 -121.50(11) no . . . .
C21 N23 B24 F2 117.85(11) no . . . .
C21 N23 B24 N1 -2.30(15) no . . . .
B24 N23 C21 C10 -179.93(9) no . . . .
B24 N23 C21 C14 -1.55(16) no . . . .
N1 C2 C11 C8 0.96(13) no . . . .
N1 C2 C11 C25 -177.91(11) no . . . .
N1 C2 C14 C6 -177.13(9) no . . . .
N1 C2 C14 C21 2.96(17) no . . . .
C11 C2 C14 C6 0.94(19) no . . . .
C11 C2 C14 C21 -178.98(11) no . . . .
C14 C2 C11 C8 -177.29(12) no . . . .
C14 C2 C11 C25 3.8(3) no . . . .
C6 C3 C9 C13 0.44(18) no . . . .
C9 C3 C6 C14 -179.50(10) no . . . .
C9 C3 C6 C17 -0.70(16) no . . . .
C15 C3 C6 C14 -1.56(17) no . . . .
C15 C3 C6 C17 177.24(10) no . . . .
C15 C3 C9 C13 -177.52(11) no . . . .
N1 C4 C8 C11 -0.85(14) no . . . .
C20 C4 C8 C11 177.21(12) no . . . .
N23 C5 C7 C10 -0.13(13) no . . . .
C22 C5 C7 C10 -179.72(11) no . . . .
C3 C6 C14 C2 85.97(14) no . . . .
C3 C6 C14 C21 -94.12(13) no . . . .
C3 C6 C17 C12 0.57(17) no . . . .
C3 C6 C17 C16 -178.62(10) no . . . .
C14 C6 C17 C12 179.38(9) no . . . .
C14 C6 C17 C16 0.19(16) no . . . .
C17 C6 C14 C2 -92.86(13) no . . . .
C17 C6 C14 C21 87.06(13) no . . . .
C5 C7 C10 C19 179.38(10) no . . . .
C5 C7 C10 C21 0.07(13) no . . . .
C4 C8 C11 C2 -0.09(14) no . . . .
C4 C8 C11 C25 178.82(11) no . . . .
C3 C9 C13 C12 -0.05(19) no . . . .
C3 C9 C13 C18 -179.71(11) no . . . .
C7 C10 C21 N23 0.02(13) no . . . .
C7 C10 C21 C14 -178.12(11) no . . . .
C19 C10 C21 N23 -179.26(12) no . . . .
C19 C10 C21 C14 2.6(3) no . . . .
C13 C12 C17 C6 -0.16(19) no . . . .
C13 C12 C17 C16 179.03(11) no . . . .
C17 C12 C13 C9 -0.09(19) no . . . .
C17 C12 C13 C18 179.57(11) no . . . .
C2 C14 C21 N23 1.53(17) no . . . .
C2 C14 C21 C10 179.47(11) no . . . .
C6 C14 C21 N23 -178.39(10) no . . . .
C6 C14 C21 C10 -0.45(19) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
F1 C2 3.5680(15) no . .
F1 C4 3.0569(16) no . .
F1 C5 3.0639(15) no . .
F1 C20 3.0705(17) no . .
F1 C21 3.5466(17) no . .
F1 C22 3.1187(17) no . .
F2 C2 3.4900(15) no . .
F2 C4 3.0790(16) no . .
F2 C5 3.0919(15) no . .
F2 C20 3.2341(17) no . .
F2 C21 3.5257(15) no . .
F2 C22 3.1812(17) no . .
N1 C21 2.8245(16) no . .
N23 C2 2.8221(16) no . .
C2 C3 3.3223(18) no . .
C2 C15 3.478(2) no . .
C2 C16 3.540(2) no . .
C2 C17 3.3547(19) no . .
C3 C12 2.7892(19) no . .
C3 C19 3.533(2) no . .
C3 C21 3.4015(18) no . .
C3 C25 3.391(2) no . .
C4 C14 3.5429(19) no . .
C5 C14 3.5522(18) no . .
C6 C10 3.0987(18) no . .
C6 C11 3.0732(18) no . .
C6 C13 2.8012(18) no . .
C6 C19 3.0967(19) no . .
C6 C25 3.0601(19) no . .
C9 C17 2.7732(19) no . .
C14 C15 2.941(2) no . .
C14 C16 2.8931(19) no . .
C14 C19 3.2887(19) no . .
C14 C25 3.279(2) no . .
C14 B24 3.0010(19) no . .
C16 C21 3.466(2) no . .
C17 C19 3.420(2) no . .
C17 C21 3.3267(18) no . .
C17 C25 3.432(2) no . .
C20 B24 3.082(2) no . .
C22 B24 3.071(2) no . .
F1 C12 3.3520(17) no . 4_554
F1 C16 3.5412(18) no . 4_554
F1 C18 3.4078(19) no . 4_654
F1 C25 3.3067(17) no . 3_655
F2 C12 3.4416(18) no . 4_554
F2 C15 3.5537(17) no . 1_455
F2 C18 3.4123(18) no . 4_554
C5 C8 3.4622(19) no . 3_655
C8 C5 3.4622(19) no . 3_645
C12 F1 3.3520(17) no . 4_555
C12 F2 3.4416(18) no . 4_555
C15 F2 3.5537(17) no . 1_655
C16 F1 3.5412(18) no . 4_555
C18 F1 3.4078(19) no . 4_655
C18 F2 3.4123(18) no . 4_555
C25 F1 3.3067(17) no . 3_645
F1 H20A 2.9407 no . .
F1 H20B 2.7703 no . .
F1 H22A 2.5178 no . .
F1 H22C 3.3876 no . .
F2 H20B 2.5640 no . .
F2 H22A 3.1508 no . .
F2 H22C 2.8193 no . .
N1 H8 3.1508 no . .
N1 H20A 2.8883 no . .
N1 H20B 2.6420 no . .
N1 H20C 3.2490 no . .
N23 H7 3.1526 no . .
N23 H22A 2.6982 no . .
N23 H22B 3.2726 no . .
N23 H22C 2.8210 no . .
C2 H8 3.1650 no . .
C2 H15A 3.0953 no . .
C2 H15C 3.4718 no . .
C2 H16B 3.2401 no . .
C2 H16C 3.4511 no . .
C2 H25A 3.3945 no . .
C2 H25B 2.9027 no . .
C2 H25C 2.8997 no . .
C3 H19B 2.9360 no . .
C3 H19C 3.4889 no . .
C3 H25B 3.4692 no . .
C3 H25C 2.7151 no . .
C6 H9 3.2535 no . .
C6 H12 3.2592 no . .
C6 H15A 2.8294 no . .
C6 H15B 3.3260 no . .
C6 H15C 2.7447 no . .
C6 H16A 3.3112 no . .
C6 H16B 2.8601 no . .
C6 H16C 2.6967 no . .
C6 H19B 2.8943 no . .
C6 H19C 2.8542 no . .
C6 H25B 2.8942 no . .
C6 H25C 2.7813 no . .
C7 H19A 2.6341 no . .
C7 H19B 3.1733 no . .
C7 H19C 3.1761 no . .
C7 H22A 3.2551 no . .
C7 H22B 2.6973 no . .
C7 H22C 3.1569 no . .
C8 H20A 3.0741 no . .
C8 H20B 3.3034 no . .
C8 H20C 2.7168 no . .
C8 H25A 2.6339 no . .
C8 H25B 3.1612 no . .
C8 H25C 3.1772 no . .
C9 H12 3.2440 no . .
C9 H15A 3.0868 no . .
C9 H15B 2.5595 no . .
C9 H15C 3.1847 no . .
C9 H18A 2.5770 no . .
C9 H18B 3.1920 no . .
C9 H18C 3.0951 no . .
C9 H19B 3.4983 no . .
C9 H25C 3.2428 no . .
C10 H15C 3.5047 no . .
C10 H16C 3.1625 no . .
C11 H15A 3.2308 no . .
C11 H16B 3.4717 no . .
C12 H9 3.2420 no . .
C12 H16A 2.5624 no . .
C12 H16B 3.0513 no . .
C12 H16C 3.2049 no . .
C12 H18A 3.3071 no . .
C12 H18B 2.7120 no . .
C12 H18C 2.8195 no . .
C12 H19C 3.3418 no . .
C12 H25B 3.4053 no . .
C14 H15A 2.9771 no . .
C14 H15C 2.7859 no . .
C14 H16B 3.0009 no . .
C14 H16C 2.6664 no . .
C14 H19B 3.3035 no . .
C14 H19C 3.2924 no . .
C14 H25B 3.3072 no . .
C14 H25C 3.2671 no . .
C15 H9 2.6536 no . .
C15 H19B 3.4231 no . .
C15 H25C 3.1337 no . .
C16 H12 2.6531 no . .
C16 H19C 3.1781 no . .
C16 H25B 3.2560 no . .
C17 H19B 3.4531 no . .
C17 H19C 2.7780 no . .
C17 H25B 2.8575 no . .
C17 H25C 3.3536 no . .
C18 H9 2.6726 no . .
C18 H12 2.6637 no . .
C19 H7 2.8421 no . .
C19 H16C 3.4107 no . .
C20 H8 2.9013 no . .
C21 H7 3.1685 no . .
C21 H15C 3.1095 no . .
C21 H16C 2.8520 no . .
C21 H19A 3.3951 no . .
C21 H19B 2.9027 no . .
C21 H19C 2.9088 no . .
C22 H7 2.9084 no . .
C25 H8 2.8389 no . .
C25 H15A 3.3380 no . .
C25 H16B 3.4658 no . .
B24 H20A 3.3517 no . .
B24 H20B 2.7603 no . .
B24 H22A 2.8968 no . .
B24 H22C 3.1466 no . .
H7 H19A 2.5661 no . .
H7 H19B 3.4944 no . .
H7 H19C 3.4951 no . .
H7 H22B 2.6696 no . .
H7 H22C 3.4697 no . .
H8 H20A 3.3431 no . .
H8 H20C 2.7036 no . .
H8 H25A 2.5670 no . .
H8 H25B 3.4818 no . .
H8 H25C 3.5007 no . .
H9 H15A 3.2427 no . .
H9 H15B 2.3329 no . .
H9 H15C 3.3810 no . .
H9 H18A 2.3633 no . .
H9 H18B 3.4057 no . .
H9 H18C 3.2522 no . .
H12 H16A 2.3466 no . .
H12 H16B 3.1855 no . .
H12 H16C 3.4233 no . .
H12 H18A 3.5883 no . .
H12 H18B 2.6145 no . .
H12 H18C 2.8030 no . .
H15A H25C 2.6182 no . .
H15C H19B 2.9724 no . .
H16A H19C 3.4626 no . .
H16B H25B 2.7033 no . .
H16C H19C 2.7683 no . .
F1 H8 2.8909 no . 3_655
F1 H12 2.4932 no . 4_554
F1 H16A 2.6214 no . 4_554
F1 H18A 2.5831 no . 4_654
F1 H18B 3.5056 no . 4_654
F1 H25A 2.3447 no . 3_655
F2 H12 2.7356 no . 4_554
F2 H15A 2.9500 no . 1_455
F2 H15B 3.4177 no . 1_455
F2 H18B 3.3636 no . 4_554
F2 H18C 2.7679 no . 4_554
F2 H22B 2.6612 no . 3_545
N1 H18A 3.4287 no . 4_654
N1 H22B 3.4549 no . 3_545
N23 H8 2.8094 no . 3_655
N23 H15B 3.1828 no . 1_455
C3 H19A 3.1410 no . 2_556
C4 H18A 3.4127 no . 4_654
C4 H18C 3.5915 no . 4_654
C4 H22B 3.1965 no . 3_545
C4 H22C 3.2599 no . 3_545
C5 H8 2.8977 no . 3_655
C5 H15B 3.1624 no . 1_455
C7 H8 3.3191 no . 3_655
C7 H15B 3.3722 no . 1_455
C7 H18C 3.3870 no . 2_456
C7 H19B 3.3382 no . 2_456
C7 H20A 3.5990 no . 3_655
C8 H18B 3.1912 no . 2_446
C8 H22A 3.4106 no . 3_645
C8 H22C 3.4525 no . 3_545
C9 H7 3.1762 no . 2_556
C9 H16A 3.5154 no . 1_655
C9 H16C 3.2167 no . 1_655
C9 H19A 2.9258 no . 2_556
C10 H8 3.4928 no . 3_655
C10 H15B 3.5186 no . 1_455
C10 H19B 3.4779 no . 2_456
C10 H20A 3.5458 no . 3_655
C10 H20C 3.4156 no . 3_655
C11 H18B 3.5013 no . 2_446
C11 H22A 3.3870 no . 3_645
C12 H7 3.4718 no . 2_556
C12 H20B 3.2749 no . 4_555
C13 H7 2.9698 no . 2_556
C15 H19A 3.2169 no . 2_556
C15 H20C 3.1474 no . 3_655
C15 H22C 3.4907 no . 1_655
C16 H9 2.9503 no . 1_455
C16 H20A 3.5413 no . 4_555
C16 H25A 3.2822 no . 2_446
C18 H7 3.2242 no . 2_556
C18 H8 3.5808 no . 2_546
C18 H20A 3.2937 no . 4_655
C18 H22C 3.5898 no . 4_555
C18 H25A 3.5732 no . 2_546
C19 H7 3.4253 no . 2_556
C19 H9 3.5533 no . 2_456
C19 H19B 3.2189 no . 2_456
C19 H20A 3.4824 no . 3_655
C19 H20C 3.5086 no . 3_655
C19 H20C 3.5415 no . 4_555
C20 H15C 3.2325 no . 3_645
C20 H18A 3.3044 no . 4_654
C20 H19B 3.4413 no . 3_645
C20 H19C 3.0524 no . 4_554
C20 H22B 3.1236 no . 3_545
C20 H22C 3.2868 no . 3_545
C21 H8 3.1870 no . 3_655
C21 H15B 3.3956 no . 1_455
C22 H8 3.4771 no . 3_655
C22 H12 3.5687 no . 4_554
C22 H20B 3.2614 no . 3_555
C22 H20C 3.4154 no . 3_555
C22 H25A 3.4367 no . 3_655
C25 H16A 3.2152 no . 2_546
C25 H16B 3.5299 no . 2_546
C25 H18B 3.5808 no . 2_446
C25 H22A 3.0023 no . 3_645
B24 H8 3.3600 no . 3_655
B24 H12 3.1620 no . 4_554
B24 H18A 3.5440 no . 4_654
B24 H25A 3.5968 no . 3_655
H7 C9 3.1762 no . 2_456
H7 C12 3.4718 no . 2_456
H7 C13 2.9698 no . 2_456
H7 C18 3.2242 no . 2_456
H7 C19 3.4253 no . 2_456
H7 H9 3.3728 no . 2_456
H7 H18A 3.5061 no . 2_456
H7 H18C 2.7203 no . 2_456
H7 H19B 2.9608 no . 2_456
H7 H19C 3.1663 no . 2_456
H7 H20A 3.5399 no . 3_655
H7 H20B 3.0926 no . 3_555
H8 F1 2.8909 no . 3_645
H8 N23 2.8094 no . 3_645
H8 C5 2.8977 no . 3_645
H8 C7 3.3191 no . 3_645
H8 C10 3.4928 no . 3_645
H8 C18 3.5808 no . 2_446
H8 C21 3.1870 no . 3_645
H8 C22 3.4771 no . 3_645
H8 B24 3.3600 no . 3_645
H8 H15C 3.3396 no . 3_645
H8 H18A 3.4568 no . 2_446
H8 H18B 2.9066 no . 2_446
H8 H22A 3.1018 no . 3_645
H8 H22C 3.5006 no . 3_545
H9 C16 2.9503 no . 1_655
H9 C19 3.5533 no . 2_556
H9 H7 3.3728 no . 2_556
H9 H16A 2.7499 no . 1_655
H9 H16B 3.3531 no . 1_655
H9 H16C 2.3652 no . 1_655
H9 H19A 2.6835 no . 2_556
H9 H20A 2.9571 no . 4_655
H12 F1 2.4932 no . 4_555
H12 F2 2.7356 no . 4_555
H12 C22 3.5687 no . 4_555
H12 B24 3.1620 no . 4_555
H12 H20B 3.0114 no . 4_555
H12 H22A 2.9284 no . 4_555
H12 H22C 3.3311 no . 4_555
H12 H25A 3.2579 no . 2_446
H15A F2 2.9500 no . 1_655
H15A H18C 3.4620 no . 4_654
H15A H22B 3.5522 no . 3_645
H15A H22C 3.5351 no . 1_655
H15B F2 3.4177 no . 1_655
H15B N23 3.1828 no . 1_655
H15B C5 3.1624 no . 1_655
H15B C7 3.3722 no . 1_655
H15B C10 3.5186 no . 1_655
H15B C21 3.3956 no . 1_655
H15B H16C 2.8657 no . 1_655
H15B H19A 2.8371 no . 2_556
H15B H20C 3.3013 no . 3_655
H15B H22C 3.3586 no . 1_655
H15C C20 3.2325 no . 3_655
H15C H8 3.3396 no . 3_655
H15C H19A 3.1941 no . 2_556
H15C H20C 2.2581 no . 3_655
H15C H22C 3.0237 no . 1_655
H16A F1 2.6214 no . 4_555
H16A C9 3.5154 no . 1_455
H16A C25 3.2152 no . 2_446
H16A H9 2.7499 no . 1_455
H16A H18A 2.7720 no . 1_455
H16A H20A 3.0063 no . 4_555
H16A H20B 3.3300 no . 4_555
H16A H25A 2.5186 no . 2_446
H16A H25B 3.1515 no . 2_446
H16A H25C 3.5561 no . 2_446
H16B C25 3.5299 no . 2_446
H16B H9 3.3531 no . 1_455
H16B H25A 3.2255 no . 2_446
H16B H25B 3.1953 no . 2_446
H16C C9 3.2167 no . 1_455
H16C H9 2.3652 no . 1_455
H16C H15B 2.8657 no . 1_455
H16C H20A 3.3325 no . 4_555
H18A F1 2.5831 no . 4_655
H18A N1 3.4287 no . 4_655
H18A C4 3.4127 no . 4_655
H18A C20 3.3044 no . 4_655
H18A B24 3.5440 no . 4_655
H18A H7 3.5061 no . 2_556
H18A H8 3.4568 no . 2_546
H18A H16A 2.7720 no . 1_655
H18A H20A 2.5396 no . 4_655
H18A H25A 3.0173 no . 2_546
H18B F1 3.5056 no . 4_655
H18B F2 3.3636 no . 4_555
H18B C8 3.1912 no . 2_546
H18B C11 3.5013 no . 2_546
H18B C25 3.5808 no . 2_546
H18B H8 2.9066 no . 2_546
H18B H22A 3.5809 no . 4_555
H18B H22C 2.8033 no . 4_555
H18B H25A 3.2437 no . 2_546
H18B H25B 3.4546 no . 2_546
H18C F2 2.7679 no . 4_555
H18C C4 3.5915 no . 4_655
H18C C7 3.3870 no . 2_556
H18C H7 2.7203 no . 2_556
H18C H15A 3.4620 no . 4_655
H18C H20A 3.3000 no . 4_655
H18C H22B 3.2558 no . 2_556
H18C H22C 3.5588 no . 4_555
H19A C3 3.1410 no . 2_456
H19A C9 2.9258 no . 2_456
H19A C15 3.2169 no . 2_456
H19A H9 2.6835 no . 2_456
H19A H15B 2.8371 no . 2_456
H19A H15C 3.1941 no . 2_456
H19A H19B 2.7101 no . 2_456
H19A H20A 3.3292 no . 3_655
H19A H20C 3.2695 no . 4_555
H19B C7 3.3382 no . 2_556
H19B C10 3.4779 no . 2_556
H19B C19 3.2189 no . 2_556
H19B C20 3.4413 no . 3_655
H19B H7 2.9608 no . 2_556
H19B H19A 2.7101 no . 2_556
H19B H19C 3.1227 no . 2_556
H19B H20A 3.0981 no . 3_655
H19B H20C 2.8788 no . 3_655
H19C C20 3.0524 no . 4_555
H19C H7 3.1663 no . 2_556
H19C H19B 3.1227 no . 2_456
H19C H20A 2.9405 no . 4_555
H19C H20B 2.7826 no . 4_555
H19C H20C 2.9136 no . 4_555
H20A C7 3.5990 no . 3_645
H20A C10 3.5458 no . 3_645
H20A C16 3.5413 no . 4_554
H20A C18 3.2937 no . 4_654
H20A C19 3.4824 no . 3_645
H20A H7 3.5399 no . 3_645
H20A H9 2.9571 no . 4_654
H20A H16A 3.0063 no . 4_554
H20A H16C 3.3325 no . 4_554
H20A H18A 2.5396 no . 4_654
H20A H18C 3.3000 no . 4_654
H20A H19A 3.3292 no . 3_645
H20A H19B 3.0981 no . 3_645
H20A H19C 2.9405 no . 4_554
H20B C12 3.2749 no . 4_554
H20B C22 3.2614 no . 3_545
H20B H7 3.0926 no . 3_545
H20B H12 3.0114 no . 4_554
H20B H16A 3.3300 no . 4_554
H20B H19C 2.7826 no . 4_554
H20B H22B 2.6038 no . 3_545
H20B H22C 3.1994 no . 3_545
H20C C10 3.4156 no . 3_645
H20C C15 3.1474 no . 3_645
H20C C19 3.5086 no . 3_645
H20C C19 3.5415 no . 4_554
H20C C22 3.4154 no . 3_545
H20C H15B 3.3013 no . 3_645
H20C H15C 2.2581 no . 3_645
H20C H19A 3.2695 no . 4_554
H20C H19B 2.8788 no . 3_645
H20C H19C 2.9136 no . 4_554
H20C H22B 3.1758 no . 3_545
H20C H22C 2.9209 no . 3_545
H22A C8 3.4106 no . 3_655
H22A C11 3.3870 no . 3_655
H22A C25 3.0023 no . 3_655
H22A H8 3.1018 no . 3_655
H22A H12 2.9284 no . 4_554
H22A H18B 3.5809 no . 4_554
H22A H25A 2.5114 no . 3_655
H22A H25C 2.8462 no . 3_655
H22B F2 2.6612 no . 3_555
H22B N1 3.4549 no . 3_555
H22B C4 3.1965 no . 3_555
H22B C20 3.1236 no . 3_555
H22B H15A 3.5522 no . 3_655
H22B H18C 3.2558 no . 2_456
H22B H20B 2.6038 no . 3_555
H22B H20C 3.1758 no . 3_555
H22C C4 3.2599 no . 3_555
H22C C8 3.4525 no . 3_555
H22C C15 3.4907 no . 1_455
H22C C18 3.5898 no . 4_554
H22C C20 3.2868 no . 3_555
H22C H8 3.5006 no . 3_555
H22C H12 3.3311 no . 4_554
H22C H15A 3.5351 no . 1_455
H22C H15B 3.3586 no . 1_455
H22C H15C 3.0237 no . 1_455
H22C H18B 2.8033 no . 4_554
H22C H18C 3.5588 no . 4_554
H22C H20B 3.1994 no . 3_555
H22C H20C 2.9209 no . 3_555
H25A F1 2.3447 no . 3_645
H25A C16 3.2822 no . 2_546
H25A C18 3.5732 no . 2_446
H25A C22 3.4367 no . 3_645
H25A B24 3.5968 no . 3_645
H25A H12 3.2579 no . 2_546
H25A H16A 2.5186 no . 2_546
H25A H16B 3.2255 no . 2_546
H25A H18A 3.0173 no . 2_446
H25A H18B 3.2437 no . 2_446
H25A H22A 2.5114 no . 3_645
H25B H16A 3.1515 no . 2_546
H25B H16B 3.1953 no . 2_546
H25B H18B 3.4546 no . 2_446
H25C H16A 3.5561 no . 2_546
H25C H22A 2.8462 no . 3_645

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane(good) / Methanol (poor)'
####################################################################### 
# 
# 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_BODIPY-monoCHO-hexDCM
_database_code_depnum_ccdc_archive 'CCDC 1527794'
_audit_update_record             
;
2017-01-16 deposited with the CCDC.
2017-06-08 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C23 H25 B F2 N2 O'
_chemical_formula_moiety         'C23 H25 B F2 N2 O'
_chemical_formula_weight         394.27
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 -1/2-X,-1/2+Y,+Z
7 +X,-1/2-Y,-1/2+Z
8 -1/2+X,+Y,-1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   12.085(3)
_cell_length_b                   13.471(4)
_cell_length_c                   25.017(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     4072.7(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8990
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1664.00
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_T_max  0.987

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            30065
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         3.132
_diffrn_reflns_theta_full        27.480
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4654
_reflns_number_gt                4026
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_ref         0.1451
_refine_ls_wR_factor_gt          0.1377
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4654
_refine_ls_number_parameters     262
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0610P)²+2.0847P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.40207(9) 0.24056(10) 0.22764(4) 0.0318(3) Uani 1 1 d . . .
F26 F 0.29262(9) 0.10307(9) 0.23295(5) 0.0327(3) Uani 1 1 d . . .
O28 O 0.72822(11) -0.04228(10) 0.37267(6) 0.0285(3) Uani 1 1 d . . .
N1 N 0.42948(12) 0.12805(11) 0.30162(6) 0.0191(3) Uani 1 1 d . . .
N27 N 0.26247(12) 0.23580(11) 0.29564(6) 0.0197(3) Uani 1 1 d . . .
C1 C 0.57402(15) 0.04390(13) 0.33499(7) 0.0200(4) Uani 1 1 d . . .
C2 C 0.26825(14) 0.24989(13) 0.35144(7) 0.0187(4) Uani 1 1 d . . .
C4 C 0.17633(15) 0.31199(13) 0.36657(7) 0.0212(4) Uani 1 1 d . . .
C5 C 0.66788(16) -0.02349(14) 0.33483(8) 0.0234(4) Uani 1 1 d . . .
H5 H 0.6839 -0.0561 0.3021 0.028 Uiso 1 1 calc R . .
C6 C 0.30656(16) 0.18069(14) 0.47739(7) 0.0231(4) Uani 1 1 d . . .
C7 C 0.42615(15) 0.31931(14) 0.45293(7) 0.0213(4) Uani 1 1 d . . .
C8 C 0.12074(15) 0.33323(14) 0.32011(8) 0.0238(4) Uani 1 1 d . . .
H8 H 0.0559 0.3728 0.3174 0.029 Uiso 1 1 calc R . .
C9 C 0.17542(15) 0.28668(14) 0.27697(7) 0.0217(4) Uani 1 1 d . . .
C10 C 0.35411(14) 0.20951(13) 0.38098(7) 0.0179(4) Uani 1 1 d . . .
C11 C 0.56517(16) 0.09155(15) 0.43517(7) 0.0248(4) Uani 1 1 d . . .
H11A H 0.5015 0.0874 0.4593 0.030 Uiso 1 1 calc R . .
H11B H 0.6076 0.1518 0.4431 0.030 Uiso 1 1 calc R . .
H11C H 0.6124 0.0332 0.4402 0.030 Uiso 1 1 calc R . .
C12 C 0.43451(14) 0.14710(13) 0.35679(7) 0.0180(4) Uani 1 1 d . . .
C13 C 0.51294(15) 0.06639(13) 0.28865(7) 0.0204(4) Uani 1 1 d . . .
C14 C 0.43030(17) 0.34649(15) 0.50685(7) 0.0266(4) Uani 1 1 d . . .
H14 H 0.4721 0.4032 0.5170 0.032 Uiso 1 1 calc R . .
C15 C 0.37485(17) 0.29267(16) 0.54601(7) 0.0295(5) Uani 1 1 d . . .
C16 C 0.14490(16) 0.29225(15) 0.21927(7) 0.0264(4) Uani 1 1 d . . .
H16A H 0.0642 0.2901 0.2157 0.032 Uiso 1 1 calc R . .
H16B H 0.1776 0.2359 0.2002 0.032 Uiso 1 1 calc R . .
H16C H 0.1729 0.3544 0.2041 0.032 Uiso 1 1 calc R . .
C17 C 0.14068(16) 0.34437(15) 0.42139(8) 0.0258(4) Uani 1 1 d . . .
H17A H 0.2038 0.3736 0.4403 0.031 Uiso 1 1 calc R . .
H17B H 0.1134 0.2868 0.4414 0.031 Uiso 1 1 calc R . .
H17C H 0.0816 0.3938 0.4182 0.031 Uiso 1 1 calc R . .
C19 C 0.36314(14) 0.23605(13) 0.43871(7) 0.0188(4) Uani 1 1 d . . .
C20 C 0.31407(17) 0.20992(16) 0.53075(8) 0.0293(5) Uani 1 1 d . . .
H20 H 0.2767 0.1723 0.5573 0.035 Uiso 1 1 calc R . .
C21 C 0.53402(17) 0.03470(15) 0.23223(7) 0.0269(4) Uani 1 1 d . . .
H21A H 0.4635 0.0293 0.2131 0.032 Uiso 1 1 calc R . .
H21B H 0.5713 -0.0299 0.2322 0.032 Uiso 1 1 calc R . .
H21C H 0.5810 0.0839 0.2145 0.032 Uiso 1 1 calc R . .
C22 C 0.48770(18) 0.37938(15) 0.41163(8) 0.0302(5) Uani 1 1 d . . .
H22A H 0.5360 0.4274 0.4296 0.036 Uiso 1 1 calc R . .
H22B H 0.4345 0.4148 0.3890 0.036 Uiso 1 1 calc R . .
H22C H 0.5326 0.3350 0.3894 0.036 Uiso 1 1 calc R . .
C23 C 0.23857(18) 0.09140(15) 0.46201(9) 0.0329(5) Uani 1 1 d . . .
H23A H 0.2806 0.0501 0.4370 0.039 Uiso 1 1 calc R . .
H23B H 0.1697 0.1133 0.4450 0.039 Uiso 1 1 calc R . .
H23C H 0.2211 0.0527 0.4941 0.039 Uiso 1 1 calc R . .
C24 C 0.52530(14) 0.09511(13) 0.37838(7) 0.0192(4) Uani 1 1 d . . .
C25 C 0.3826(2) 0.3237(2) 0.60420(8) 0.0450(6) Uani 1 1 d . . .
H25A H 0.3461 0.3881 0.6090 0.054 Uiso 1 1 calc R . .
H25B H 0.4606 0.3292 0.6145 0.054 Uiso 1 1 calc R . .
H25C H 0.3461 0.2739 0.6266 0.054 Uiso 1 1 calc R . .
B29 B 0.34675(17) 0.17609(17) 0.26204(8) 0.0224(4) Uani 1 1 d . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r3 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r3'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r3'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1.1 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.1.1'

#==============================================================================
# MOLECULAR GEOMETRY

_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 B29 1.393(2) . ?
F26 B29 1.388(2) . ?
O28 C5 1.221(2) . ?
N1 C13 1.346(2) . ?
N1 C12 1.405(2) . ?
N1 B29 1.549(3) . ?
N27 C9 1.340(2) . ?
N27 C2 1.411(2) . ?
N27 B29 1.546(3) . ?
C1 C13 1.407(3) . ?
C1 C24 1.415(2) . ?
C1 C5 1.453(3) . ?
C2 C10 1.385(2) . ?
C2 C4 1.441(3) . ?
C4 C8 1.373(3) . ?
C4 C17 1.502(3) . ?
C5 H5 0.9500 . ?
C6 C20 1.395(3) . ?
C6 C19 1.400(3) . ?
C6 C23 1.507(3) . ?
C7 C14 1.398(3) . ?
C7 C19 1.401(3) . ?
C7 C22 1.509(3) . ?
C8 C9 1.412(3) . ?
C8 H8 0.9500 . ?
C9 C16 1.492(3) . ?
C10 C12 1.420(2) . ?
C10 C19 1.492(2) . ?
C11 C24 1.501(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C24 1.409(2) . ?
C13 C21 1.496(2) . ?
C14 C15 1.391(3) . ?
C14 H14 0.9500 . ?
C15 C20 1.388(3) . ?
C15 C25 1.518(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C12 108.49(15) . . ?
C13 N1 B29 125.97(15) . . ?
C12 N1 B29 125.42(15) . . ?
C9 N27 C2 108.36(15) . . ?
C9 N27 B29 126.44(15) . . ?
C2 N27 B29 125.13(15) . . ?
C13 C1 C24 107.99(16) . . ?
C13 C1 C5 122.80(17) . . ?
C24 C1 C5 129.19(17) . . ?
C10 C2 N27 120.82(16) . . ?
C10 C2 C4 131.69(16) . . ?
N27 C2 C4 107.45(15) . . ?
C8 C4 C2 106.01(16) . . ?
C8 C4 C17 124.90(17) . . ?
C2 C4 C17 129.01(16) . . ?
O28 C5 C1 126.40(18) . . ?
O28 C5 H5 116.8 . . ?
C1 C5 H5 116.8 . . ?
C20 C6 C19 118.64(18) . . ?
C20 C6 C23 120.35(18) . . ?
C19 C6 C23 121.00(17) . . ?
C14 C7 C19 118.29(17) . . ?
C14 C7 C22 120.16(17) . . ?
C19 C7 C22 121.56(16) . . ?
C4 C8 C9 109.00(17) . . ?
C4 C8 H8 125.5 . . ?
C9 C8 H8 125.5 . . ?
N27 C9 C8 109.16(16) . . ?
N27 C9 C16 123.87(17) . . ?
C8 C9 C16 126.98(17) . . ?
C2 C10 C12 121.17(16) . . ?
C2 C10 C19 118.50(16) . . ?
C12 C10 C19 120.29(15) . . ?
C24 C11 H11A 109.5 . . ?
C24 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C24 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C24 108.63(15) . . ?
N1 C12 C10 119.81(16) . . ?
C24 C12 C10 131.56(16) . . ?
N1 C13 C1 109.10(15) . . ?
N1 C13 C21 122.06(17) . . ?
C1 C13 C21 128.78(17) . . ?
C15 C14 C7 121.71(19) . . ?
C15 C14 H14 119.1 . . ?
C7 C14 H14 119.1 . . ?
C20 C15 C14 118.67(18) . . ?
C20 C15 C25 121.2(2) . . ?
C14 C15 C25 120.2(2) . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C17 H17A 109.5 . . ?
C4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C6 C19 C7 121.08(17) . . ?
C6 C19 C10 120.38(16) . . ?
C7 C19 C10 118.51(16) . . ?
C15 C20 C6 121.62(18) . . ?
C15 C20 H20 119.2 . . ?
C6 C20 H20 119.2 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C22 H22A 109.5 . . ?
C7 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C7 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C6 C23 H23A 109.5 . . ?
C6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C12 C24 C1 105.80(16) . . ?
C12 C24 C11 128.95(16) . . ?
C1 C24 C11 125.25(17) . . ?
C15 C25 H25A 109.5 . . ?
C15 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C15 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
F26 B29 F1 110.13(16) . . ?
F26 B29 N27 110.08(15) . . ?
F1 B29 N27 109.12(16) . . ?
F26 B29 N1 110.09(16) . . ?
F1 B29 N1 110.22(15) . . ?
N27 B29 N1 107.16(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N27 C2 C10 -176.76(16) . . . . ?
B29 N27 C2 C10 0.3(3) . . . . ?
C9 N27 C2 C4 1.24(19) . . . . ?
B29 N27 C2 C4 178.28(16) . . . . ?
C10 C2 C4 C8 177.08(19) . . . . ?
N27 C2 C4 C8 -0.6(2) . . . . ?
C10 C2 C4 C17 -6.2(3) . . . . ?
N27 C2 C4 C17 176.12(18) . . . . ?
C13 C1 C5 O28 175.74(18) . . . . ?
C24 C1 C5 O28 -6.3(3) . . . . ?
C2 C4 C8 C9 -0.2(2) . . . . ?
C17 C4 C8 C9 -177.11(17) . . . . ?
C2 N27 C9 C8 -1.4(2) . . . . ?
B29 N27 C9 C8 -178.36(17) . . . . ?
C2 N27 C9 C16 177.95(17) . . . . ?
B29 N27 C9 C16 1.0(3) . . . . ?
C4 C8 C9 N27 1.0(2) . . . . ?
C4 C8 C9 C16 -178.31(18) . . . . ?
N27 C2 C10 C12 -4.4(3) . . . . ?
C4 C2 C10 C12 178.11(18) . . . . ?
N27 C2 C10 C19 173.25(15) . . . . ?
C4 C2 C10 C19 -4.2(3) . . . . ?
C13 N1 C12 C24 0.25(19) . . . . ?
B29 N1 C12 C24 -175.77(16) . . . . ?
C13 N1 C12 C10 -179.13(15) . . . . ?
B29 N1 C12 C10 4.9(3) . . . . ?
C2 C10 C12 N1 2.0(3) . . . . ?
C19 C10 C12 N1 -175.67(15) . . . . ?
C2 C10 C12 C24 -177.23(18) . . . . ?
C19 C10 C12 C24 5.1(3) . . . . ?
C12 N1 C13 C1 0.0(2) . . . . ?
B29 N1 C13 C1 176.03(16) . . . . ?
C12 N1 C13 C21 -177.35(16) . . . . ?
B29 N1 C13 C21 -1.4(3) . . . . ?
C24 C1 C13 N1 -0.3(2) . . . . ?
C5 C1 C13 N1 178.06(16) . . . . ?
C24 C1 C13 C21 176.86(18) . . . . ?
C5 C1 C13 C21 -4.8(3) . . . . ?
C19 C7 C14 C15 0.7(3) . . . . ?
C22 C7 C14 C15 -179.81(18) . . . . ?
C7 C14 C15 C20 0.0(3) . . . . ?
C7 C14 C15 C25 179.18(18) . . . . ?
C20 C6 C19 C7 -0.1(3) . . . . ?
C23 C6 C19 C7 179.80(17) . . . . ?
C20 C6 C19 C10 -177.83(17) . . . . ?
C23 C6 C19 C10 2.0(3) . . . . ?
C14 C7 C19 C6 -0.6(3) . . . . ?
C22 C7 C19 C6 179.85(18) . . . . ?
C14 C7 C19 C10 177.18(16) . . . . ?
C22 C7 C19 C10 -2.4(3) . . . . ?
C2 C10 C19 C6 87.8(2) . . . . ?
C12 C10 C19 C6 -94.5(2) . . . . ?
C2 C10 C19 C7 -90.0(2) . . . . ?
C12 C10 C19 C7 87.7(2) . . . . ?
C14 C15 C20 C6 -0.8(3) . . . . ?
C25 C15 C20 C6 -179.91(19) . . . . ?
C19 C6 C20 C15 0.8(3) . . . . ?
C23 C6 C20 C15 -179.10(18) . . . . ?
N1 C12 C24 C1 -0.43(19) . . . . ?
C10 C12 C24 C1 178.85(18) . . . . ?
N1 C12 C24 C11 179.97(17) . . . . ?
C10 C12 C24 C11 -0.7(3) . . . . ?
C13 C1 C24 C12 0.45(19) . . . . ?
C5 C1 C24 C12 -177.79(18) . . . . ?
C13 C1 C24 C11 -179.93(17) . . . . ?
C5 C1 C24 C11 1.8(3) . . . . ?
C9 N27 B29 F26 -58.5(2) . . . . ?
C2 N27 B29 F26 124.96(18) . . . . ?
C9 N27 B29 F1 62.4(2) . . . . ?
C2 N27 B29 F1 -114.07(18) . . . . ?
C9 N27 B29 N1 -178.25(16) . . . . ?
C2 N27 B29 N1 5.3(2) . . . . ?
C13 N1 B29 F26 57.2(2) . . . . ?
C12 N1 B29 F26 -127.52(17) . . . . ?
C13 N1 B29 F1 -64.5(2) . . . . ?
C12 N1 B29 F1 110.81(19) . . . . ?
C13 N1 B29 N27 176.86(16) . . . . ?
C12 N1 B29 N27 -7.8(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane (good) / n-hexane (poor)'
