# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_o2713
_database_code_depnum_ccdc_archive 'CCDC 1518477'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H17 N'
_chemical_formula_sum            'C21 H17 N'
_chemical_formula_weight         283.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.653(2)
_cell_length_b                   9.693(2)
_cell_length_c                   16.468(4)
_cell_angle_alpha                102.629(6)
_cell_angle_beta                 90.714(5)
_cell_angle_gamma                92.986(7)
_cell_volume                     1501.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    1386
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      23.83

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_absorpt_correction_T_min  0.1793
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            8384
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.113
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             6682
_reflns_number_gt                4747
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+0.4564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6682
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0596
_refine_ls_wR_factor_ref         0.1404
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.16932(17) 0.67688(16) 0.66015(10) 0.0272(4) Uani 1 1 d . . . . .
C101 C 0.1610(2) 0.7205(2) 0.58571(11) 0.0267(4) Uani 1 1 d . . . . .
C102 C 0.1534(2) 0.6394(2) 0.50470(12) 0.0325(5) Uani 1 1 d . . . . .
H10A H 0.1547 0.5391 0.4935 0.039 Uiso 1 1 calc R U . . .
C103 C 0.1438(2) 0.7113(2) 0.44112(13) 0.0353(5) Uani 1 1 d . . . . .
H10B H 0.1379 0.6592 0.3850 0.042 Uiso 1 1 calc R U . . .
C104 C 0.1425(2) 0.8588(2) 0.45759(13) 0.0355(5) Uani 1 1 d . . . . .
H10C H 0.1368 0.9052 0.4126 0.043 Uiso 1 1 calc R U . . .
C105 C 0.1494(2) 0.9382(2) 0.53815(12) 0.0322(5) Uani 1 1 d . . . . .
H10D H 0.1482 1.0385 0.5487 0.039 Uiso 1 1 calc R U . . .
C106 C 0.1582(2) 0.8692(2) 0.60392(12) 0.0273(4) Uani 1 1 d . . . . .
C107 C 0.1637(2) 0.9138(2) 0.69254(12) 0.0289(4) Uani 1 1 d . . . . .
H10E H 0.1628 1.0088 0.7235 0.035 Uiso 1 1 calc R U . . .
C108 C 0.1702(2) 0.79651(19) 0.72476(12) 0.0264(4) Uani 1 1 d . . . . .
C109 C 0.1784(2) 0.78419(19) 0.81242(12) 0.0262(4) Uani 1 1 d . . . . .
C110 C 0.2877(2) 0.7166(2) 0.84063(12) 0.0298(4) Uani 1 1 d . . . . .
H11A H 0.3562 0.6769 0.8030 0.036 Uiso 1 1 calc R U . . .
C111 C 0.2966(2) 0.7071(2) 0.92317(12) 0.0326(5) Uani 1 1 d . . . . .
H11B H 0.3725 0.6632 0.9423 0.039 Uiso 1 1 calc R U . . .
C112 C 0.1957(2) 0.7613(2) 0.97770(13) 0.0342(5) Uani 1 1 d . . . . .
H11C H 0.2009 0.7523 1.0339 0.041 Uiso 1 1 calc R U . . .
C113 C 0.0868(2) 0.8289(2) 0.95074(13) 0.0351(5) Uani 1 1 d . . . . .
H11D H 0.0178 0.8667 0.9886 0.042 Uiso 1 1 calc R U . . .
C114 C 0.0784(2) 0.8413(2) 0.86854(12) 0.0296(4) Uani 1 1 d . . . . .
H11E H 0.0044 0.8888 0.8504 0.036 Uiso 1 1 calc R U . . .
C115 C 0.1519(2) 0.53013(19) 0.66777(12) 0.0295(4) Uani 1 1 d . . . . .
H11I H 0.0777 0.4818 0.6280 0.035 Uiso 1 1 calc R U . . .
H11J H 0.1200 0.5289 0.7245 0.035 Uiso 1 1 calc R U . . .
C116 C 0.2802(2) 0.44606(19) 0.65220(11) 0.0256(4) Uani 1 1 d . . . . .
C117 C 0.2774(2) 0.3129(2) 0.67156(12) 0.0301(4) Uani 1 1 d . . . . .
H11F H 0.1981 0.2796 0.6967 0.036 Uiso 1 1 calc R U . . .
C118 C 0.3898(2) 0.2288(2) 0.65425(12) 0.0329(5) Uani 1 1 d . . . . .
H11G H 0.3872 0.1382 0.6677 0.040 Uiso 1 1 calc R U . . .
C119 C 0.5056(2) 0.2760(2) 0.61756(12) 0.0323(5) Uani 1 1 d . . . . .
H11H H 0.5818 0.2174 0.6049 0.039 Uiso 1 1 calc R U . . .
C120 C 0.5102(2) 0.4088(2) 0.59928(12) 0.0315(5) Uani 1 1 d . . . . .
H12A H 0.5902 0.4421 0.5747 0.038 Uiso 1 1 calc R U . . .
C121 C 0.3981(2) 0.4935(2) 0.61684(11) 0.0284(4) Uani 1 1 d . . . . .
H12B H 0.4020 0.5848 0.6045 0.034 Uiso 1 1 calc R U . . .
N2 N 0.32145(17) 0.33782(16) 0.14129(10) 0.0285(4) Uani 1 1 d . . . . .
C201 C 0.3349(2) 0.3039(2) 0.05560(12) 0.0269(4) Uani 1 1 d . . . . .
C202 C 0.3417(2) 0.3925(2) 0.00005(12) 0.0309(5) Uani 1 1 d . . . . .
H20A H 0.3342 0.4918 0.0182 0.037 Uiso 1 1 calc R U . . .
C203 C 0.3599(2) 0.3312(2) -0.08256(13) 0.0331(5) Uani 1 1 d . . . . .
H20B H 0.3654 0.3894 -0.1221 0.040 Uiso 1 1 calc R U . . .
C204 C 0.3705(2) 0.1844(2) -0.10955(13) 0.0345(5) Uani 1 1 d . . . . .
H20C H 0.3830 0.1448 -0.1669 0.041 Uiso 1 1 calc R U . . .
C205 C 0.3629(2) 0.0966(2) -0.05363(13) 0.0333(5) Uani 1 1 d . . . . .
H20D H 0.3695 -0.0027 -0.0721 0.040 Uiso 1 1 calc R U . . .
C206 C 0.3452(2) 0.1568(2) 0.03065(12) 0.0284(4) Uani 1 1 d . . . . .
C207 C 0.3391(2) 0.1016(2) 0.10427(12) 0.0304(4) Uani 1 1 d . . . . .
H20E H 0.3426 0.0050 0.1070 0.037 Uiso 1 1 calc R U . . .
C208 C 0.3272(2) 0.2131(2) 0.16966(12) 0.0273(4) Uani 1 1 d . . . . .
C209 C 0.3207(2) 0.21019(19) 0.25862(12) 0.0269(4) Uani 1 1 d . . . . .
C210 C 0.4236(2) 0.1471(2) 0.29531(12) 0.0329(5) Uani 1 1 d . . . . .
H21A H 0.4983 0.1075 0.2628 0.039 Uiso 1 1 calc R U . . .
C211 C 0.4187(2) 0.1412(2) 0.37833(13) 0.0389(5) Uani 1 1 d . . . . .
H21B H 0.4909 0.0999 0.4029 0.047 Uiso 1 1 calc R U . . .
C212 C 0.3086(2) 0.1957(2) 0.42543(13) 0.0380(5) Uani 1 1 d . . . . .
H21C H 0.3047 0.1906 0.4823 0.046 Uiso 1 1 calc R U . . .
C213 C 0.2048(2) 0.2570(2) 0.39042(13) 0.0388(5) Uani 1 1 d . . . . .
H21D H 0.1292 0.2937 0.4231 0.047 Uiso 1 1 calc R U . . .
C214 C 0.2103(2) 0.2654(2) 0.30732(13) 0.0339(5) Uani 1 1 d . . . . .
H21E H 0.1388 0.3088 0.2835 0.041 Uiso 1 1 calc R U . . .
C215 C 0.3372(2) 0.4819(2) 0.19110(12) 0.0312(5) Uani 1 1 d . . . . .
H21F H 0.4241 0.5274 0.1755 0.037 Uiso 1 1 calc R U . . .
H21G H 0.3471 0.4778 0.2504 0.037 Uiso 1 1 calc R U . . .
C216 C 0.2183(2) 0.5743(2) 0.18185(11) 0.0270(4) Uani 1 1 d . . . . .
C217 C 0.0936(2) 0.5195(2) 0.14260(13) 0.0329(5) Uani 1 1 d . . . . .
H21H H 0.0801 0.4205 0.1206 0.039 Uiso 1 1 calc R U . . .
C218 C -0.0115(2) 0.6080(2) 0.13525(14) 0.0366(5) Uani 1 1 d . . . . .
H21I H -0.0964 0.5693 0.1078 0.044 Uiso 1 1 calc R U . . .
C219 C 0.0058(2) 0.7518(2) 0.16740(13) 0.0359(5) Uani 1 1 d . . . . .
H21J H -0.0669 0.8118 0.1621 0.043 Uiso 1 1 calc R U . . .
C220 C 0.1294(3) 0.8081(2) 0.20742(12) 0.0375(5) Uani 1 1 d . . . . .
H22A H 0.1415 0.9068 0.2304 0.045 Uiso 1 1 calc R U . . .
C221 C 0.2357(2) 0.7195(2) 0.21390(12) 0.0326(5) Uani 1 1 d . . . . .
H22B H 0.3212 0.7586 0.2405 0.039 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C101 1.384(2) . ?
N1 C108 1.391(2) . ?
N1 C115 1.456(2) . ?
C101 C102 1.391(3) . ?
C101 C106 1.408(3) . ?
C102 C103 1.383(3) . ?
C102 H10A 0.9500 . ?
C103 C104 1.397(3) . ?
C103 H10B 0.9500 . ?
C104 C105 1.380(3) . ?
C104 H10C 0.9500 . ?
C105 C106 1.396(3) . ?
C105 H10D 0.9500 . ?
C106 C107 1.428(3) . ?
C107 C108 1.360(3) . ?
C107 H10E 0.9500 . ?
C108 C109 1.476(3) . ?
C109 C114 1.395(3) . ?
C109 C110 1.396(3) . ?
C110 C111 1.384(3) . ?
C110 H11A 0.9500 . ?
C111 C112 1.379(3) . ?
C111 H11B 0.9500 . ?
C112 C113 1.385(3) . ?
C112 H11C 0.9500 . ?
C113 C114 1.387(3) . ?
C113 H11D 0.9500 . ?
C114 H11E 0.9500 . ?
C115 C116 1.512(3) . ?
C115 H11I 0.9900 . ?
C115 H11J 0.9900 . ?
C116 C121 1.386(3) . ?
C116 C117 1.395(3) . ?
C117 C118 1.386(3) . ?
C117 H11F 0.9500 . ?
C118 C119 1.381(3) . ?
C118 H11G 0.9500 . ?
C119 C120 1.383(3) . ?
C119 H11H 0.9500 . ?
C120 C121 1.388(3) . ?
C120 H12A 0.9500 . ?
C121 H12B 0.9500 . ?
N2 C201 1.386(2) . ?
N2 C208 1.391(2) . ?
N2 C215 1.456(2) . ?
C201 C202 1.385(3) . ?
C201 C206 1.404(3) . ?
C202 C203 1.378(3) . ?
C202 H20A 0.9500 . ?
C203 C204 1.404(3) . ?
C203 H20B 0.9500 . ?
C204 C205 1.384(3) . ?
C204 H20C 0.9500 . ?
C205 C206 1.399(3) . ?
C205 H20D 0.9500 . ?
C206 C207 1.429(3) . ?
C207 C208 1.359(3) . ?
C207 H20E 0.9500 . ?
C208 C209 1.474(3) . ?
C209 C210 1.391(3) . ?
C209 C214 1.400(3) . ?
C210 C211 1.382(3) . ?
C210 H21A 0.9500 . ?
C211 C212 1.382(3) . ?
C211 H21B 0.9500 . ?
C212 C213 1.373(3) . ?
C212 H21C 0.9500 . ?
C213 C214 1.390(3) . ?
C213 H21D 0.9500 . ?
C214 H21E 0.9500 . ?
C215 C216 1.518(3) . ?
C215 H21F 0.9900 . ?
C215 H21G 0.9900 . ?
C216 C217 1.383(3) . ?
C216 C221 1.391(3) . ?
C217 C218 1.383(3) . ?
C217 H21H 0.9500 . ?
C218 C219 1.379(3) . ?
C218 H21I 0.9500 . ?
C219 C220 1.382(3) . ?
C219 H21J 0.9500 . ?
C220 C221 1.390(3) . ?
C220 H22A 0.9500 . ?
C221 H22B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C101 N1 C108 108.05(16) . . ?
C101 N1 C115 124.40(15) . . ?
C108 N1 C115 126.50(17) . . ?
N1 C101 C102 129.22(18) . . ?
N1 C101 C106 108.19(16) . . ?
C102 C101 C106 122.58(18) . . ?
C103 C102 C101 117.06(19) . . ?
C103 C102 H10A 121.5 . . ?
C101 C102 H10A 121.5 . . ?
C102 C103 C104 121.41(19) . . ?
C102 C103 H10B 119.3 . . ?
C104 C103 H10B 119.3 . . ?
C105 C104 C103 121.1(2) . . ?
C105 C104 H10C 119.5 . . ?
C103 C104 H10C 119.5 . . ?
C104 C105 C106 119.06(19) . . ?
C104 C105 H10D 120.5 . . ?
C106 C105 H10D 120.5 . . ?
C105 C106 C101 118.79(17) . . ?
C105 C106 C107 134.78(19) . . ?
C101 C106 C107 106.43(17) . . ?
C108 C107 C106 107.95(17) . . ?
C108 C107 H10E 126.0 . . ?
C106 C107 H10E 126.0 . . ?
C107 C108 N1 109.38(17) . . ?
C107 C108 C109 129.74(17) . . ?
N1 C108 C109 120.88(17) . . ?
C114 C109 C110 119.01(18) . . ?
C114 C109 C108 120.62(17) . . ?
C110 C109 C108 120.37(17) . . ?
C111 C110 C109 120.35(19) . . ?
C111 C110 H11A 119.8 . . ?
C109 C110 H11A 119.8 . . ?
C112 C111 C110 120.2(2) . . ?
C112 C111 H11B 119.9 . . ?
C110 C111 H11B 119.9 . . ?
C111 C112 C113 120.20(19) . . ?
C111 C112 H11C 119.9 . . ?
C113 C112 H11C 119.9 . . ?
C112 C113 C114 120.0(2) . . ?
C112 C113 H11D 120.0 . . ?
C114 C113 H11D 120.0 . . ?
C113 C114 C109 120.24(19) . . ?
C113 C114 H11E 119.9 . . ?
C109 C114 H11E 119.9 . . ?
N1 C115 C116 115.36(16) . . ?
N1 C115 H11I 108.4 . . ?
C116 C115 H11I 108.4 . . ?
N1 C115 H11J 108.4 . . ?
C116 C115 H11J 108.4 . . ?
H11I C115 H11J 107.5 . . ?
C121 C116 C117 118.87(18) . . ?
C121 C116 C115 122.85(17) . . ?
C117 C116 C115 118.24(18) . . ?
C118 C117 C116 120.3(2) . . ?
C118 C117 H11F 119.8 . . ?
C116 C117 H11F 119.8 . . ?
C119 C118 C117 120.3(2) . . ?
C119 C118 H11G 119.8 . . ?
C117 C118 H11G 119.8 . . ?
C118 C119 C120 119.81(19) . . ?
C118 C119 H11H 120.1 . . ?
C120 C119 H11H 120.1 . . ?
C119 C120 C121 120.0(2) . . ?
C119 C120 H12A 120.0 . . ?
C121 C120 H12A 120.0 . . ?
C116 C121 C120 120.68(19) . . ?
C116 C121 H12B 119.7 . . ?
C120 C121 H12B 119.7 . . ?
C201 N2 C208 107.65(15) . . ?
C201 N2 C215 123.44(17) . . ?
C208 N2 C215 126.97(16) . . ?
C202 C201 N2 129.23(18) . . ?
C202 C201 C206 122.61(18) . . ?
N2 C201 C206 108.13(16) . . ?
C203 C202 C201 117.45(19) . . ?
C203 C202 H20A 121.3 . . ?
C201 C202 H20A 121.3 . . ?
C202 C203 C204 121.34(19) . . ?
C202 C203 H20B 119.3 . . ?
C204 C203 H20B 119.3 . . ?
C205 C204 C203 120.79(19) . . ?
C205 C204 H20C 119.6 . . ?
C203 C204 H20C 119.6 . . ?
C204 C205 C206 118.79(19) . . ?
C204 C205 H20D 120.6 . . ?
C206 C205 H20D 120.6 . . ?
C205 C206 C201 119.02(18) . . ?
C205 C206 C207 133.98(19) . . ?
C201 C206 C207 106.96(17) . . ?
C208 C207 C206 107.26(18) . . ?
C208 C207 H20E 126.4 . . ?
C206 C207 H20E 126.4 . . ?
C207 C208 N2 109.96(17) . . ?
C207 C208 C209 127.56(18) . . ?
N2 C208 C209 122.48(16) . . ?
C210 C209 C214 118.48(19) . . ?
C210 C209 C208 119.90(18) . . ?
C214 C209 C208 121.58(18) . . ?
C211 C210 C209 121.0(2) . . ?
C211 C210 H21A 119.5 . . ?
C209 C210 H21A 119.5 . . ?
C210 C211 C212 119.8(2) . . ?
C210 C211 H21B 120.1 . . ?
C212 C211 H21B 120.1 . . ?
C213 C212 C211 120.4(2) . . ?
C213 C212 H21C 119.8 . . ?
C211 C212 H21C 119.8 . . ?
C212 C213 C214 120.2(2) . . ?
C212 C213 H21D 119.9 . . ?
C214 C213 H21D 119.9 . . ?
C213 C214 C209 120.2(2) . . ?
C213 C214 H21E 119.9 . . ?
C209 C214 H21E 119.9 . . ?
N2 C215 C216 114.74(16) . . ?
N2 C215 H21F 108.6 . . ?
C216 C215 H21F 108.6 . . ?
N2 C215 H21G 108.6 . . ?
C216 C215 H21G 108.6 . . ?
H21F C215 H21G 107.6 . . ?
C217 C216 C221 118.87(18) . . ?
C217 C216 C215 122.42(17) . . ?
C221 C216 C215 118.71(18) . . ?
C216 C217 C218 120.34(19) . . ?
C216 C217 H21H 119.8 . . ?
C218 C217 H21H 119.8 . . ?
C219 C218 C217 120.7(2) . . ?
C219 C218 H21I 119.7 . . ?
C217 C218 H21I 119.7 . . ?
C218 C219 C220 119.66(19) . . ?
C218 C219 H21J 120.2 . . ?
C220 C219 H21J 120.2 . . ?
C219 C220 C221 119.72(19) . . ?
C219 C220 H22A 120.1 . . ?
C221 C220 H22A 120.1 . . ?
C220 C221 C216 120.7(2) . . ?
C220 C221 H22B 119.6 . . ?
C216 C221 H22B 119.6 . . ?

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
C108 N1 C101 C102 -178.1(2) . . . . ?
C115 N1 C101 C102 -9.2(3) . . . . ?
C108 N1 C101 C106 0.7(2) . . . . ?
C115 N1 C101 C106 169.59(17) . . . . ?
N1 C101 C102 C103 179.06(19) . . . . ?
C106 C101 C102 C103 0.5(3) . . . . ?
C101 C102 C103 C104 0.3(3) . . . . ?
C102 C103 C104 C105 -0.6(3) . . . . ?
C103 C104 C105 C106 0.2(3) . . . . ?
C104 C105 C106 C101 0.6(3) . . . . ?
C104 C105 C106 C107 -178.3(2) . . . . ?
N1 C101 C106 C105 -179.76(18) . . . . ?
C102 C101 C106 C105 -0.9(3) . . . . ?
N1 C101 C106 C107 -0.6(2) . . . . ?
C102 C101 C106 C107 178.21(18) . . . . ?
C105 C106 C107 C108 179.3(2) . . . . ?
C101 C106 C107 C108 0.4(2) . . . . ?
C106 C107 C108 N1 0.1(2) . . . . ?
C106 C107 C108 C109 179.53(19) . . . . ?
C101 N1 C108 C107 -0.5(2) . . . . ?
C115 N1 C108 C107 -169.07(18) . . . . ?
C101 N1 C108 C109 -179.98(17) . . . . ?
C115 N1 C108 C109 11.4(3) . . . . ?
C107 C108 C109 C114 55.8(3) . . . . ?
N1 C108 C109 C114 -124.8(2) . . . . ?
C107 C108 C109 C110 -123.4(2) . . . . ?
N1 C108 C109 C110 56.0(3) . . . . ?
C114 C109 C110 C111 -0.3(3) . . . . ?
C108 C109 C110 C111 178.92(18) . . . . ?
C109 C110 C111 C112 1.6(3) . . . . ?
C110 C111 C112 C113 -1.7(3) . . . . ?
C111 C112 C113 C114 0.5(3) . . . . ?
C112 C113 C114 C109 0.9(3) . . . . ?
C110 C109 C114 C113 -1.0(3) . . . . ?
C108 C109 C114 C113 179.82(18) . . . . ?
C101 N1 C115 C116 83.7(2) . . . . ?
C108 N1 C115 C116 -109.4(2) . . . . ?
N1 C115 C116 C121 -12.7(3) . . . . ?
N1 C115 C116 C117 169.72(16) . . . . ?
C121 C116 C117 C118 -1.1(3) . . . . ?
C115 C116 C117 C118 176.54(17) . . . . ?
C116 C117 C118 C119 -0.1(3) . . . . ?
C117 C118 C119 C120 1.1(3) . . . . ?
C118 C119 C120 C121 -0.8(3) . . . . ?
C117 C116 C121 C120 1.4(3) . . . . ?
C115 C116 C121 C120 -176.17(17) . . . . ?
C119 C120 C121 C116 -0.4(3) . . . . ?
C208 N2 C201 C202 -176.7(2) . . . . ?
C215 N2 C201 C202 -11.6(3) . . . . ?
C208 N2 C201 C206 1.5(2) . . . . ?
C215 N2 C201 C206 166.63(17) . . . . ?
N2 C201 C202 C203 177.85(19) . . . . ?
C206 C201 C202 C203 -0.2(3) . . . . ?
C201 C202 C203 C204 0.3(3) . . . . ?
C202 C203 C204 C205 0.0(3) . . . . ?
C203 C204 C205 C206 -0.4(3) . . . . ?
C204 C205 C206 C201 0.5(3) . . . . ?
C204 C205 C206 C207 -176.9(2) . . . . ?
C202 C201 C206 C205 -0.2(3) . . . . ?
N2 C201 C206 C205 -178.57(17) . . . . ?
C202 C201 C206 C207 177.86(19) . . . . ?
N2 C201 C206 C207 -0.5(2) . . . . ?
C205 C206 C207 C208 176.9(2) . . . . ?
C201 C206 C207 C208 -0.7(2) . . . . ?
C206 C207 C208 N2 1.6(2) . . . . ?
C206 C207 C208 C209 -178.34(19) . . . . ?
C201 N2 C208 C207 -2.0(2) . . . . ?
C215 N2 C208 C207 -166.42(19) . . . . ?
C201 N2 C208 C209 177.99(17) . . . . ?
C215 N2 C208 C209 13.6(3) . . . . ?
C207 C208 C209 C210 53.7(3) . . . . ?
N2 C208 C209 C210 -126.3(2) . . . . ?
C207 C208 C209 C214 -124.1(2) . . . . ?
N2 C208 C209 C214 55.9(3) . . . . ?
C214 C209 C210 C211 -1.2(3) . . . . ?
C208 C209 C210 C211 -179.05(19) . . . . ?
C209 C210 C211 C212 1.5(3) . . . . ?
C210 C211 C212 C213 -0.7(3) . . . . ?
C211 C212 C213 C214 -0.3(3) . . . . ?
C212 C213 C214 C209 0.7(3) . . . . ?
C210 C209 C214 C213 0.1(3) . . . . ?
C208 C209 C214 C213 177.92(18) . . . . ?
C201 N2 C215 C216 72.6(2) . . . . ?
C208 N2 C215 C216 -125.3(2) . . . . ?
N2 C215 C216 C217 12.1(3) . . . . ?
N2 C215 C216 C221 -167.76(17) . . . . ?
C221 C216 C217 C218 0.2(3) . . . . ?
C215 C216 C217 C218 -179.6(2) . . . . ?
C216 C217 C218 C219 -0.5(3) . . . . ?
C217 C218 C219 C220 0.0(3) . . . . ?
C218 C219 C220 C221 0.9(3) . . . . ?
C219 C220 C221 C216 -1.2(3) . . . . ?
C217 C216 C221 C220 0.6(3) . . . . ?
C215 C216 C221 C220 -179.52(19) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_t2810
_database_code_depnum_ccdc_archive 'CCDC 1518479'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H15 B F15 N, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C40 H17 B Cl2 F15 N'
_chemical_formula_weight         878.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.159(3)
_cell_length_b                   16.580(4)
_cell_length_c                   17.399(4)
_cell_angle_alpha                97.328(6)
_cell_angle_beta                 99.478(5)
_cell_angle_gamma                93.143(6)
_cell_volume                     3702.5(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    1323
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      18.73

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_absorpt_correction_T_min  0.6748
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35317
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_sigmaI/netI    0.2293
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         27.88
_reflns_number_total             17569
_reflns_number_gt                6046
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'

_refine_special_details          
;Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger., SQUEEZE
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0449P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         17569
_refine_ls_number_parameters     1009
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1797
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1616
_refine_ls_wR_factor_gt          0.1303
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_restrained_S_all      0.763
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.2957(3) 0.1828(3) 0.5929(3) 0.0200(10) Uani 1 1 d . . .
N1 N 0.1886(2) 0.1574(2) 0.36141(19) 0.0274(8) Uani 1 1 d . . .
F132 F 0.49324(16) 0.09237(14) 0.63845(14) 0.0341(6) Uani 1 1 d . . .
F133 F 0.49771(17) -0.06211(14) 0.65533(14) 0.0389(6) Uani 1 1 d . . .
F134 F 0.31956(18) -0.16079(14) 0.63541(14) 0.0383(6) Uani 1 1 d . . .
F135 F 0.13470(17) -0.09400(14) 0.60693(14) 0.0379(6) Uani 1 1 d . . .
F136 F 0.12740(16) 0.06199(13) 0.58866(13) 0.0299(6) Uani 1 1 d . . .
F142 F 0.38813(17) 0.33215(14) 0.72061(13) 0.0335(6) Uani 1 1 d . . .
F143 F 0.56886(18) 0.41139(15) 0.73180(14) 0.0409(7) Uani 1 1 d . . .
F144 F 0.69447(17) 0.37259(15) 0.62519(15) 0.0439(7) Uani 1 1 d . . .
F145 F 0.63207(16) 0.24710(14) 0.50703(14) 0.0371(6) Uani 1 1 d . . .
F146 F 0.45540(16) 0.15937(14) 0.49835(13) 0.0308(6) Uani 1 1 d . . .
F152 F 0.35689(18) 0.18638(14) 0.76084(13) 0.0367(6) Uani 1 1 d . . .
F153 F 0.2499(2) 0.22940(17) 0.87427(15) 0.0576(8) Uani 1 1 d . . .
F154 F 0.0521(2) 0.2716(2) 0.83850(18) 0.0748(10) Uani 1 1 d . . .
F155 F -0.03293(19) 0.27428(17) 0.68519(17) 0.0591(8) Uani 1 1 d . . .
F156 F 0.07324(16) 0.23579(14) 0.57210(14) 0.0349(6) Uani 1 1 d . . .
C101 C 0.2446(3) 0.1965(2) 0.5013(2) 0.0213(9) Uani 1 1 d . . .
C102 C 0.2354(3) 0.2801(3) 0.4863(2) 0.0269(10) Uani 1 1 d . . .
C103 C 0.2497(3) 0.3493(3) 0.5457(3) 0.0315(11) Uani 1 1 d . . .
H10A H 0.2649 0.3411 0.5993 0.038 Uiso 1 1 calc R . .
C104 C 0.2424(3) 0.4265(3) 0.5285(3) 0.0363(12) Uani 1 1 d . . .
H10B H 0.2499 0.4705 0.5703 0.044 Uiso 1 1 calc R . .
C106 C 0.2054(3) 0.3795(3) 0.3909(3) 0.0415(12) Uani 1 1 d . . .
H10C H 0.1895 0.3892 0.3378 0.050 Uiso 1 1 calc R . .
C105 C 0.2240(4) 0.4431(3) 0.4499(3) 0.0425(13) Uani 1 1 d . . .
H10D H 0.2246 0.4977 0.4387 0.051 Uiso 1 1 calc R . .
C107 C 0.2098(3) 0.2985(3) 0.4086(3) 0.0306(10) Uani 1 1 d . . .
C108 C 0.1868(3) 0.2340(3) 0.3478(3) 0.0312(11) Uani 1 1 d . . .
H10E H 0.1694 0.2451 0.2952 0.037 Uiso 1 1 calc R . .
C109 C 0.2184(3) 0.1366(2) 0.4369(2) 0.0237(10) Uani 1 1 d . . .
C111 C 0.2147(3) 0.0465(2) 0.4355(2) 0.0222(9) Uani 1 1 d . . .
C112 C 0.1187(3) 0.0028(3) 0.4275(2) 0.0282(10) Uani 1 1 d . . .
H11A H 0.0575 0.0310 0.4258 0.034 Uiso 1 1 calc R . .
C113 C 0.1126(3) -0.0814(2) 0.4221(3) 0.0331(11) Uani 1 1 d . . .
H11B H 0.0472 -0.1105 0.4180 0.040 Uiso 1 1 calc R . .
C114 C 0.1992(3) -0.1233(3) 0.4225(2) 0.0293(10) Uani 1 1 d . . .
H11C H 0.1944 -0.1811 0.4187 0.035 Uiso 1 1 calc R . .
C115 C 0.2947(3) -0.0800(3) 0.4286(2) 0.0300(10) Uani 1 1 d . . .
H11D H 0.3552 -0.1088 0.4291 0.036 Uiso 1 1 calc R . .
C116 C 0.3028(3) 0.0042(2) 0.4341(2) 0.0264(10) Uani 1 1 d . . .
H11E H 0.3681 0.0328 0.4368 0.032 Uiso 1 1 calc R . .
C121 C 0.1602(3) 0.0948(3) 0.2920(2) 0.0271(10) Uani 1 1 d . . .
C122 C 0.0567(3) 0.0779(3) 0.2615(3) 0.0378(12) Uani 1 1 d . . .
H12A H 0.0056 0.1056 0.2848 0.045 Uiso 1 1 calc R . .
C123 C 0.0294(4) 0.0196(3) 0.1961(3) 0.0484(14) Uani 1 1 d . . .
H12B H -0.0415 0.0046 0.1756 0.058 Uiso 1 1 calc R . .
C124 C 0.1045(4) -0.0172(3) 0.1602(3) 0.0432(13) Uani 1 1 d . . .
H12C H 0.0855 -0.0563 0.1144 0.052 Uiso 1 1 calc R . .
C125 C 0.2079(4) 0.0036(3) 0.1917(3) 0.0373(12) Uani 1 1 d . . .
H12D H 0.2598 -0.0215 0.1672 0.045 Uiso 1 1 calc R . .
C126 C 0.2357(3) 0.0599(3) 0.2577(2) 0.0320(11) Uani 1 1 d . . .
H12E H 0.3065 0.0743 0.2792 0.038 Uiso 1 1 calc R . .
C131 C 0.3095(3) 0.0862(2) 0.6070(2) 0.0210(9) Uani 1 1 d . . .
C132 C 0.4005(3) 0.0499(3) 0.6270(2) 0.0251(10) Uani 1 1 d . . .
C133 C 0.4050(3) -0.0316(3) 0.6368(2) 0.0260(10) Uani 1 1 d . . .
C134 C 0.3169(3) -0.0809(2) 0.6276(2) 0.0277(10) Uani 1 1 d . . .
C135 C 0.2234(3) -0.0475(3) 0.6126(2) 0.0261(10) Uani 1 1 d . . .
C136 C 0.2222(3) 0.0335(3) 0.6029(2) 0.0248(10) Uani 1 1 d . . .
C141 C 0.4099(3) 0.2382(2) 0.6096(2) 0.0228(9) Uani 1 1 d . . .
C142 C 0.4468(3) 0.3046(2) 0.6662(2) 0.0251(10) Uani 1 1 d . . .
C143 C 0.5397(3) 0.3489(3) 0.6729(2) 0.0293(10) Uani 1 1 d . . .
C144 C 0.6037(3) 0.3294(3) 0.6194(3) 0.0285(10) Uani 1 1 d . . .
C145 C 0.5713(3) 0.2654(3) 0.5612(2) 0.0275(10) Uani 1 1 d . . .
C146 C 0.4783(3) 0.2229(2) 0.5578(2) 0.0252(10) Uani 1 1 d . . .
C151 C 0.2230(3) 0.2126(2) 0.6594(3) 0.0278(10) Uani 1 1 d . . .
C152 C 0.2600(3) 0.2097(3) 0.7383(3) 0.0309(11) Uani 1 1 d . . .
C153 C 0.2060(4) 0.2295(3) 0.7986(3) 0.0380(12) Uani 1 1 d . . .
C154 C 0.1068(4) 0.2508(3) 0.7807(3) 0.0468(14) Uani 1 1 d . . .
C155 C 0.0653(3) 0.2537(3) 0.7032(3) 0.0382(12) Uani 1 1 d . . .
C156 C 0.1232(3) 0.2333(3) 0.6463(3) 0.0324(11) Uani 1 1 d . . .
B2 B 0.4746(3) 0.2478(3) 0.1273(3) 0.0244(11) Uani 1 1 d . . .
N2 N 0.5626(2) 0.3041(2) -0.07197(19) 0.0258(8) Uani 1 1 d . . .
F232 F 0.42579(17) 0.06309(14) 0.12727(14) 0.0374(6) Uani 1 1 d . . .
F233 F 0.5608(2) -0.04102(15) 0.16652(15) 0.0450(7) Uani 1 1 d . . .
F234 F 0.76552(19) 0.00736(16) 0.21290(15) 0.0507(8) Uani 1 1 d . . .
F235 F 0.82768(18) 0.16850(17) 0.22545(15) 0.0507(8) Uani 1 1 d . . .
F236 F 0.69296(17) 0.27646(15) 0.18568(14) 0.0390(6) Uani 1 1 d . . .
F242 F 0.58066(18) 0.42117(15) 0.16982(14) 0.0424(7) Uani 1 1 d . . .
F243 F 0.6129(2) 0.50724(15) 0.31052(15) 0.0519(8) Uani 1 1 d . . .
F244 F 0.5453(2) 0.44668(17) 0.43398(15) 0.0563(8) Uani 1 1 d . . .
F245 F 0.44707(18) 0.29461(16) 0.40995(14) 0.0424(7) Uani 1 1 d . . .
F246 F 0.41951(17) 0.20497(14) 0.26985(13) 0.0338(6) Uani 1 1 d . . .
F252 F 0.39565(16) 0.13278(13) -0.01241(13) 0.0322(6) Uani 1 1 d . . .
F253 F 0.20274(17) 0.07580(14) -0.06983(14) 0.0390(6) Uani 1 1 d . . .
F254 F 0.04685(17) 0.11890(16) 0.00748(15) 0.0487(7) Uani 1 1 d . . .
F255 F 0.08976(17) 0.22685(16) 0.14277(14) 0.0455(7) Uani 1 1 d . . .
F256 F 0.27622(16) 0.29013(14) 0.19725(13) 0.0322(6) Uani 1 1 d . . .
C201 C 0.4976(3) 0.2945(2) 0.0497(2) 0.0236(9) Uani 1 1 d . . .
C202 C 0.4296(3) 0.3573(2) 0.0262(2) 0.0260(10) Uani 1 1 d . . .
C203 C 0.3624(3) 0.3920(2) 0.0744(3) 0.0307(10) Uani 1 1 d . . .
H20A H 0.3631 0.3763 0.1251 0.037 Uiso 1 1 calc R . .
C204 C 0.2961(3) 0.4479(3) 0.0496(3) 0.0412(12) Uani 1 1 d . . .
H20B H 0.2513 0.4698 0.0832 0.049 Uiso 1 1 calc R . .
C205 C 0.2932(4) 0.4736(3) -0.0250(3) 0.0439(13) Uani 1 1 d . . .
H20C H 0.2451 0.5109 -0.0424 0.053 Uiso 1 1 calc R . .
C206 C 0.3593(3) 0.4447(3) -0.0714(3) 0.0392(12) Uani 1 1 d . . .
H20D H 0.3594 0.4629 -0.1210 0.047 Uiso 1 1 calc R . .
C207 C 0.4286(3) 0.3871(2) -0.0461(2) 0.0252(10) Uani 1 1 d . . .
C208 C 0.4975(3) 0.3586(2) -0.0939(3) 0.0295(10) Uani 1 1 d . . .
H20E H 0.4979 0.3783 -0.1428 0.035 Uiso 1 1 calc R . .
C209 C 0.5653(3) 0.2708(2) -0.0008(2) 0.0263(10) Uani 1 1 d . . .
C211 C 0.6488(3) 0.2144(3) 0.0105(2) 0.0290(10) Uani 1 1 d . . .
C212 C 0.6306(3) 0.1301(3) -0.0116(2) 0.0295(10) Uani 1 1 d . . .
H21A H 0.5625 0.1071 -0.0327 0.035 Uiso 1 1 calc R . .
C213 C 0.7108(3) 0.0802(3) -0.0028(2) 0.0309(11) Uani 1 1 d . . .
H21B H 0.6975 0.0229 -0.0168 0.037 Uiso 1 1 calc R . .
C214 C 0.8099(3) 0.1128(3) 0.0262(3) 0.0365(12) Uani 1 1 d . . .
H21C H 0.8648 0.0781 0.0326 0.044 Uiso 1 1 calc R . .
C215 C 0.8298(3) 0.1964(3) 0.0459(3) 0.0396(12) Uani 1 1 d . . .
H21D H 0.8986 0.2189 0.0655 0.047 Uiso 1 1 calc R . .
C216 C 0.7500(3) 0.2473(3) 0.0373(2) 0.0320(11) Uani 1 1 d . . .
H21E H 0.7642 0.3047 0.0498 0.038 Uiso 1 1 calc R . .
C221 C 0.6328(3) 0.2782(3) -0.1270(2) 0.0261(10) Uani 1 1 d . . .
C222 C 0.7204(3) 0.3272(3) -0.1267(3) 0.0406(12) Uani 1 1 d . . .
H22A H 0.7355 0.3770 -0.0919 0.049 Uiso 1 1 calc R . .
C223 C 0.7852(4) 0.3029(3) -0.1773(3) 0.0496(14) Uani 1 1 d . . .
H22B H 0.8469 0.3355 -0.1772 0.060 Uiso 1 1 calc R . .
C224 C 0.7616(3) 0.2307(3) -0.2289(3) 0.0436(13) Uani 1 1 d . . .
H22C H 0.8072 0.2136 -0.2637 0.052 Uiso 1 1 calc R . .
C225 C 0.6724(3) 0.1845(3) -0.2291(3) 0.0384(12) Uani 1 1 d . . .
H22D H 0.6556 0.1357 -0.2651 0.046 Uiso 1 1 calc R . .
C226 C 0.6061(3) 0.2078(3) -0.1779(2) 0.0343(11) Uani 1 1 d . . .
H22E H 0.5440 0.1757 -0.1781 0.041 Uiso 1 1 calc R . .
C231 C 0.5519(3) 0.1761(2) 0.1485(2) 0.0250(10) Uani 1 1 d . . .
C232 C 0.5257(3) 0.0935(3) 0.1481(2) 0.0254(10) Uani 1 1 d . . .
C233 C 0.5937(3) 0.0375(3) 0.1689(2) 0.0305(11) Uani 1 1 d . . .
C234 C 0.6961(4) 0.0606(3) 0.1932(2) 0.0350(12) Uani 1 1 d . . .
C235 C 0.7269(3) 0.1421(3) 0.1987(2) 0.0345(11) Uani 1 1 d . . .
C236 C 0.6564(3) 0.1967(3) 0.1774(2) 0.0273(10) Uani 1 1 d . . .
C241 C 0.4934(3) 0.3090(3) 0.2102(2) 0.0259(10) Uani 1 1 d . . .
C242 C 0.5451(3) 0.3861(3) 0.2287(3) 0.0331(11) Uani 1 1 d . . .
C243 C 0.5614(3) 0.4328(3) 0.3001(3) 0.0337(11) Uani 1 1 d . . .
C244 C 0.5296(3) 0.4018(3) 0.3618(3) 0.0358(11) Uani 1 1 d . . .
C245 C 0.4813(3) 0.3260(3) 0.3501(2) 0.0317(11) Uani 1 1 d . . .
C246 C 0.4663(3) 0.2818(3) 0.2772(3) 0.0274(10) Uani 1 1 d . . .
C251 C 0.3513(3) 0.2130(2) 0.0977(2) 0.0264(10) Uani 1 1 d . . .
C252 C 0.3218(3) 0.1591(3) 0.0284(3) 0.0276(10) Uani 1 1 d . . .
C253 C 0.2232(3) 0.1277(2) -0.0017(2) 0.0281(10) Uani 1 1 d . . .
C254 C 0.1439(3) 0.1499(3) 0.0367(3) 0.0297(11) Uani 1 1 d . . .
C255 C 0.1664(3) 0.2031(3) 0.1045(3) 0.0292(10) Uani 1 1 d . . .
C256 C 0.2658(3) 0.2331(2) 0.1324(2) 0.0256(10) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 C151 1.664(6) . ?
B1 C131 1.666(6) . ?
B1 C101 1.674(6) . ?
B1 C141 1.681(6) . ?
N1 C108 1.322(5) . ?
N1 C109 1.399(5) . ?
N1 C121 1.472(5) . ?
F132 C132 1.347(4) . ?
F133 C133 1.352(4) . ?
F134 C134 1.351(4) . ?
F135 C135 1.346(4) . ?
F136 C136 1.353(4) . ?
F142 C142 1.367(4) . ?
F143 C143 1.352(4) . ?
F144 C144 1.341(4) . ?
F145 C145 1.349(4) . ?
F146 C146 1.363(4) . ?
F152 C152 1.363(4) . ?
F153 C153 1.348(5) . ?
F154 C154 1.352(5) . ?
F155 C155 1.351(5) . ?
F156 C156 1.356(5) . ?
C101 C109 1.382(5) . ?
C101 C102 1.450(5) . ?
C102 C107 1.414(5) . ?
C102 C103 1.425(5) . ?
C103 C104 1.356(5) . ?
C103 H10A 0.9500 . ?
C104 C105 1.414(6) . ?
C104 H10B 0.9500 . ?
C106 C105 1.356(6) . ?
C106 C107 1.418(6) . ?
C106 H10C 0.9500 . ?
C105 H10D 0.9500 . ?
C107 C108 1.386(5) . ?
C108 H10E 0.9500 . ?
C109 C111 1.490(5) . ?
C111 C116 1.390(5) . ?
C111 C112 1.398(5) . ?
C112 C113 1.384(5) . ?
C112 H11A 0.9500 . ?
C113 C114 1.366(5) . ?
C113 H11B 0.9500 . ?
C114 C115 1.394(5) . ?
C114 H11C 0.9500 . ?
C115 C116 1.383(5) . ?
C115 H11D 0.9500 . ?
C116 H11E 0.9500 . ?
C121 C126 1.360(5) . ?
C121 C122 1.377(5) . ?
C122 C123 1.382(6) . ?
C122 H12A 0.9500 . ?
C123 C124 1.381(6) . ?
C123 H12B 0.9500 . ?
C124 C125 1.388(6) . ?
C124 H12C 0.9500 . ?
C125 C126 1.369(6) . ?
C125 H12D 0.9500 . ?
C126 H12E 0.9500 . ?
C131 C132 1.383(5) . ?
C131 C136 1.391(5) . ?
C132 C133 1.387(5) . ?
C133 C134 1.356(5) . ?
C134 C135 1.375(5) . ?
C135 C136 1.376(5) . ?
C141 C146 1.384(5) . ?
C141 C142 1.388(5) . ?
C142 C143 1.371(5) . ?
C143 C144 1.374(6) . ?
C144 C145 1.367(6) . ?
C145 C146 1.368(5) . ?
C151 C156 1.366(5) . ?
C151 C152 1.386(6) . ?
C152 C153 1.377(6) . ?
C153 C154 1.369(6) . ?
C154 C155 1.376(6) . ?
C155 C156 1.366(6) . ?
B2 C241 1.629(6) . ?
B2 C231 1.644(6) . ?
B2 C251 1.667(6) . ?
B2 C201 1.701(6) . ?
N2 C208 1.326(5) . ?
N2 C209 1.415(5) . ?
N2 C221 1.477(5) . ?
F232 C232 1.356(4) . ?
F233 C233 1.343(5) . ?
F234 C234 1.340(4) . ?
F235 C235 1.360(5) . ?
F236 C236 1.363(4) . ?
F242 C242 1.374(5) . ?
F243 C243 1.351(5) . ?
F244 C244 1.353(5) . ?
F245 C245 1.351(5) . ?
F246 C246 1.366(4) . ?
F252 C252 1.355(4) . ?
F253 C253 1.353(4) . ?
F254 C254 1.342(4) . ?
F255 C255 1.347(4) . ?
F256 C256 1.359(4) . ?
C201 C209 1.388(5) . ?
C201 C202 1.463(5) . ?
C202 C207 1.408(5) . ?
C202 C203 1.413(5) . ?
C203 C204 1.368(5) . ?
C203 H20A 0.9500 . ?
C204 C205 1.413(6) . ?
C204 H20B 0.9500 . ?
C205 C206 1.346(6) . ?
C205 H20C 0.9500 . ?
C206 C207 1.417(5) . ?
C206 H20D 0.9500 . ?
C207 C208 1.389(5) . ?
C208 H20E 0.9500 . ?
C209 C211 1.486(5) . ?
C211 C216 1.392(5) . ?
C211 C212 1.399(6) . ?
C212 C213 1.377(5) . ?
C212 H21A 0.9500 . ?
C213 C214 1.372(6) . ?
C213 H21B 0.9500 . ?
C214 C215 1.384(6) . ?
C214 H21C 0.9500 . ?
C215 C216 1.384(5) . ?
C215 H21D 0.9500 . ?
C216 H21E 0.9500 . ?
C221 C226 1.365(5) . ?
C221 C222 1.372(5) . ?
C222 C223 1.364(6) . ?
C222 H22A 0.9500 . ?
C223 C224 1.389(6) . ?
C223 H22B 0.9500 . ?
C224 C225 1.365(6) . ?
C224 H22C 0.9500 . ?
C225 C226 1.381(6) . ?
C225 H22D 0.9500 . ?
C226 H22E 0.9500 . ?
C231 C232 1.392(5) . ?
C231 C236 1.392(5) . ?
C232 C233 1.366(5) . ?
C233 C234 1.361(6) . ?
C234 C235 1.376(6) . ?
C235 C236 1.372(5) . ?
C241 C242 1.389(5) . ?
C241 C246 1.393(5) . ?
C242 C243 1.355(6) . ?
C243 C244 1.362(6) . ?
C244 C245 1.354(6) . ?
C245 C246 1.360(5) . ?
C251 C252 1.390(6) . ?
C251 C256 1.398(5) . ?
C252 C253 1.365(5) . ?
C253 C254 1.370(5) . ?
C254 C255 1.359(6) . ?
C255 C256 1.361(5) . ?

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
C151 B1 C131 101.3(3) . . ?
C151 B1 C101 113.6(3) . . ?
C131 B1 C101 115.4(3) . . ?
C151 B1 C141 111.7(3) . . ?
C131 B1 C141 111.9(3) . . ?
C101 B1 C141 103.2(3) . . ?
C108 N1 C109 122.2(4) . . ?
C108 N1 C121 116.1(3) . . ?
C109 N1 C121 121.7(3) . . ?
C109 C101 C102 116.5(4) . . ?
C109 C101 B1 126.4(4) . . ?
C102 C101 B1 116.8(3) . . ?
C107 C102 C103 114.6(4) . . ?
C107 C102 C101 120.8(4) . . ?
C103 C102 C101 124.6(4) . . ?
C104 C103 C102 122.4(4) . . ?
C104 C103 H10A 118.8 . . ?
C102 C103 H10A 118.8 . . ?
C103 C104 C105 121.5(4) . . ?
C103 C104 H10B 119.2 . . ?
C105 C104 H10B 119.2 . . ?
C105 C106 C107 120.0(4) . . ?
C105 C106 H10C 120.0 . . ?
C107 C106 H10C 120.0 . . ?
C106 C105 C104 118.6(4) . . ?
C106 C105 H10D 120.7 . . ?
C104 C105 H10D 120.7 . . ?
C108 C107 C102 118.0(4) . . ?
C108 C107 C106 119.3(4) . . ?
C102 C107 C106 122.7(4) . . ?
N1 C108 C107 121.5(4) . . ?
N1 C108 H10E 119.2 . . ?
C107 C108 H10E 119.2 . . ?
C101 C109 N1 120.6(4) . . ?
C101 C109 C111 128.1(4) . . ?
N1 C109 C111 111.3(3) . . ?
C116 C111 C112 119.3(4) . . ?
C116 C111 C109 121.5(4) . . ?
C112 C111 C109 118.9(4) . . ?
C113 C112 C111 120.0(4) . . ?
C113 C112 H11A 120.0 . . ?
C111 C112 H11A 120.0 . . ?
C114 C113 C112 121.0(4) . . ?
C114 C113 H11B 119.5 . . ?
C112 C113 H11B 119.5 . . ?
C113 C114 C115 119.1(4) . . ?
C113 C114 H11C 120.5 . . ?
C115 C114 H11C 120.5 . . ?
C116 C115 C114 121.1(4) . . ?
C116 C115 H11D 119.5 . . ?
C114 C115 H11D 119.5 . . ?
C115 C116 C111 119.5(4) . . ?
C115 C116 H11E 120.3 . . ?
C111 C116 H11E 120.3 . . ?
C126 C121 C122 122.7(4) . . ?
C126 C121 N1 119.6(4) . . ?
C122 C121 N1 117.6(4) . . ?
C121 C122 C123 117.9(4) . . ?
C121 C122 H12A 121.0 . . ?
C123 C122 H12A 121.0 . . ?
C124 C123 C122 120.5(5) . . ?
C124 C123 H12B 119.7 . . ?
C122 C123 H12B 119.7 . . ?
C123 C124 C125 119.4(5) . . ?
C123 C124 H12C 120.3 . . ?
C125 C124 H12C 120.3 . . ?
C126 C125 C124 120.5(4) . . ?
C126 C125 H12D 119.7 . . ?
C124 C125 H12D 119.7 . . ?
C121 C126 C125 118.8(4) . . ?
C121 C126 H12E 120.6 . . ?
C125 C126 H12E 120.6 . . ?
C132 C131 C136 112.7(4) . . ?
C132 C131 B1 127.7(3) . . ?
C136 C131 B1 119.5(3) . . ?
F132 C132 C131 121.5(4) . . ?
F132 C132 C133 114.5(3) . . ?
C131 C132 C133 124.0(4) . . ?
F133 C133 C134 119.9(4) . . ?
F133 C133 C132 119.8(4) . . ?
C134 C133 C132 120.3(4) . . ?
F134 C134 C133 121.2(4) . . ?
F134 C134 C135 119.9(4) . . ?
C133 C134 C135 118.8(4) . . ?
F135 C135 C134 120.1(4) . . ?
F135 C135 C136 120.7(4) . . ?
C134 C135 C136 119.1(4) . . ?
F136 C136 C135 115.7(3) . . ?
F136 C136 C131 119.4(3) . . ?
C135 C136 C131 125.0(4) . . ?
C146 C141 C142 111.2(4) . . ?
C146 C141 B1 119.0(4) . . ?
C142 C141 B1 129.6(4) . . ?
F142 C142 C143 114.3(4) . . ?
F142 C142 C141 120.2(4) . . ?
C143 C142 C141 125.5(4) . . ?
F143 C143 C142 120.4(4) . . ?
F143 C143 C144 119.8(4) . . ?
C142 C143 C144 119.8(4) . . ?
F144 C144 C145 122.0(4) . . ?
F144 C144 C143 120.2(4) . . ?
C145 C144 C143 117.8(4) . . ?
F145 C145 C144 118.4(4) . . ?
F145 C145 C146 121.6(4) . . ?
C144 C145 C146 119.9(4) . . ?
F146 C146 C145 114.6(4) . . ?
F146 C146 C141 119.6(4) . . ?
C145 C146 C141 125.8(4) . . ?
C156 C151 C152 112.6(4) . . ?
C156 C151 B1 127.8(4) . . ?
C152 C151 B1 119.3(4) . . ?
F152 C152 C153 115.2(4) . . ?
F152 C152 C151 119.9(4) . . ?
C153 C152 C151 125.0(4) . . ?
F153 C153 C154 120.1(4) . . ?
F153 C153 C152 121.1(4) . . ?
C154 C153 C152 118.8(4) . . ?
F154 C154 C153 120.3(5) . . ?
F154 C154 C155 120.7(5) . . ?
C153 C154 C155 118.9(4) . . ?
F155 C155 C156 121.7(4) . . ?
F155 C155 C154 119.1(4) . . ?
C156 C155 C154 119.2(4) . . ?
F156 C156 C155 114.0(4) . . ?
F156 C156 C151 120.5(4) . . ?
C155 C156 C151 125.5(4) . . ?
C241 B2 C231 101.9(3) . . ?
C241 B2 C251 112.8(3) . . ?
C231 B2 C251 113.6(3) . . ?
C241 B2 C201 113.4(3) . . ?
C231 B2 C201 114.7(3) . . ?
C251 B2 C201 101.1(3) . . ?
C208 N2 C209 122.9(3) . . ?
C208 N2 C221 116.3(3) . . ?
C209 N2 C221 120.7(3) . . ?
C209 C201 C202 116.0(4) . . ?
C209 C201 B2 125.8(3) . . ?
C202 C201 B2 117.5(3) . . ?
C207 C202 C203 116.1(4) . . ?
C207 C202 C201 121.4(4) . . ?
C203 C202 C201 122.5(4) . . ?
C204 C203 C202 121.4(4) . . ?
C204 C203 H20A 119.3 . . ?
C202 C203 H20A 119.3 . . ?
C203 C204 C205 121.1(4) . . ?
C203 C204 H20B 119.5 . . ?
C205 C204 H20B 119.5 . . ?
C206 C205 C204 119.4(4) . . ?
C206 C205 H20C 120.3 . . ?
C204 C205 H20C 120.3 . . ?
C205 C206 C207 119.9(4) . . ?
C205 C206 H20D 120.0 . . ?
C207 C206 H20D 120.0 . . ?
C208 C207 C202 118.6(4) . . ?
C208 C207 C206 119.5(4) . . ?
C202 C207 C206 121.9(4) . . ?
N2 C208 C207 120.8(4) . . ?
N2 C208 H20E 119.6 . . ?
C207 C208 H20E 119.6 . . ?
C201 C209 N2 120.2(4) . . ?
C201 C209 C211 128.3(4) . . ?
N2 C209 C211 111.5(3) . . ?
C216 C211 C212 118.8(4) . . ?
C216 C211 C209 118.8(4) . . ?
C212 C211 C209 122.1(4) . . ?
C213 C212 C211 120.3(4) . . ?
C213 C212 H21A 119.8 . . ?
C211 C212 H21A 119.8 . . ?
C214 C213 C212 120.4(4) . . ?
C214 C213 H21B 119.8 . . ?
C212 C213 H21B 119.8 . . ?
C213 C214 C215 120.0(4) . . ?
C213 C214 H21C 120.0 . . ?
C215 C214 H21C 120.0 . . ?
C214 C215 C216 120.3(4) . . ?
C214 C215 H21D 119.9 . . ?
C216 C215 H21D 119.9 . . ?
C215 C216 C211 120.1(4) . . ?
C215 C216 H21E 120.0 . . ?
C211 C216 H21E 120.0 . . ?
C226 C221 C222 122.5(4) . . ?
C226 C221 N2 118.6(4) . . ?
C222 C221 N2 118.8(4) . . ?
C223 C222 C221 118.7(5) . . ?
C223 C222 H22A 120.7 . . ?
C221 C222 H22A 120.7 . . ?
C222 C223 C224 120.4(5) . . ?
C222 C223 H22B 119.8 . . ?
C224 C223 H22B 119.8 . . ?
C225 C224 C223 119.5(4) . . ?
C225 C224 H22C 120.3 . . ?
C223 C224 H22C 120.3 . . ?
C224 C225 C226 121.0(4) . . ?
C224 C225 H22D 119.5 . . ?
C226 C225 H22D 119.5 . . ?
C221 C226 C225 117.9(4) . . ?
C221 C226 H22E 121.0 . . ?
C225 C226 H22E 121.0 . . ?
C232 C231 C236 111.8(4) . . ?
C232 C231 B2 128.1(4) . . ?
C236 C231 B2 119.9(4) . . ?
F232 C232 C233 114.5(4) . . ?
F232 C232 C231 120.3(3) . . ?
C233 C232 C231 125.1(4) . . ?
F233 C233 C234 118.9(4) . . ?
F233 C233 C232 120.6(4) . . ?
C234 C233 C232 120.4(4) . . ?
F234 C234 C233 122.3(4) . . ?
F234 C234 C235 120.1(4) . . ?
C233 C234 C235 117.7(4) . . ?
F235 C235 C236 119.9(4) . . ?
F235 C235 C234 119.8(4) . . ?
C236 C235 C234 120.3(4) . . ?
F236 C236 C235 116.6(4) . . ?
F236 C236 C231 118.8(4) . . ?
C235 C236 C231 124.6(4) . . ?
C242 C241 C246 110.7(4) . . ?
C242 C241 B2 129.0(4) . . ?
C246 C241 B2 119.8(4) . . ?
C243 C242 F242 115.4(4) . . ?
C243 C242 C241 126.0(4) . . ?
F242 C242 C241 118.5(4) . . ?
F243 C243 C242 120.3(4) . . ?
F243 C243 C244 120.7(4) . . ?
C242 C243 C244 118.9(4) . . ?
F244 C244 C245 120.2(4) . . ?
F244 C244 C243 120.4(4) . . ?
C245 C244 C243 119.3(4) . . ?
F245 C245 C244 120.5(4) . . ?
F245 C245 C246 120.1(4) . . ?
C244 C245 C246 119.4(4) . . ?
C245 C246 F246 116.4(4) . . ?
C245 C246 C241 125.4(4) . . ?
F246 C246 C241 118.2(4) . . ?
C252 C251 C256 111.2(4) . . ?
C252 C251 B2 120.4(4) . . ?
C256 C251 B2 128.4(4) . . ?
F252 C252 C253 116.0(4) . . ?
F252 C252 C251 118.8(4) . . ?
C253 C252 C251 125.2(4) . . ?
F253 C253 C252 120.5(4) . . ?
F253 C253 C254 119.6(4) . . ?
C252 C253 C254 119.9(4) . . ?
F254 C254 C255 121.6(4) . . ?
F254 C254 C253 120.1(4) . . ?
C255 C254 C253 118.4(4) . . ?
F255 C255 C254 119.6(4) . . ?
F255 C255 C256 120.5(4) . . ?
C254 C255 C256 119.9(4) . . ?
F256 C256 C255 113.6(4) . . ?
F256 C256 C251 120.8(4) . . ?
C255 C256 C251 125.4(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C151 B1 C101 C109 -119.9(4) . . . . ?
C131 B1 C101 C109 -3.5(5) . . . . ?
C141 B1 C101 C109 118.9(4) . . . . ?
C151 B1 C101 C102 66.0(4) . . . . ?
C131 B1 C101 C102 -177.6(3) . . . . ?
C141 B1 C101 C102 -55.2(4) . . . . ?
C109 C101 C102 C107 -5.4(5) . . . . ?
B1 C101 C102 C107 169.3(4) . . . . ?
C109 C101 C102 C103 174.0(4) . . . . ?
B1 C101 C102 C103 -11.3(5) . . . . ?
C107 C102 C103 C104 -2.0(6) . . . . ?
C101 C102 C103 C104 178.5(4) . . . . ?
C102 C103 C104 C105 -2.5(7) . . . . ?
C107 C106 C105 C104 -3.1(7) . . . . ?
C103 C104 C105 C106 5.1(7) . . . . ?
C103 C102 C107 C108 -175.1(4) . . . . ?
C101 C102 C107 C108 4.3(6) . . . . ?
C103 C102 C107 C106 4.0(6) . . . . ?
C101 C102 C107 C106 -176.5(4) . . . . ?
C105 C106 C107 C108 177.6(4) . . . . ?
C105 C106 C107 C102 -1.5(7) . . . . ?
C109 N1 C108 C107 -3.2(6) . . . . ?
C121 N1 C108 C107 178.5(4) . . . . ?
C102 C107 C108 N1 0.0(6) . . . . ?
C106 C107 C108 N1 -179.1(4) . . . . ?
C102 C101 C109 N1 2.3(5) . . . . ?
B1 C101 C109 N1 -171.8(3) . . . . ?
C102 C101 C109 C111 -176.2(4) . . . . ?
B1 C101 C109 C111 9.7(6) . . . . ?
C108 N1 C109 C101 1.9(6) . . . . ?
C121 N1 C109 C101 -179.9(3) . . . . ?
C108 N1 C109 C111 -179.3(3) . . . . ?
C121 N1 C109 C111 -1.1(5) . . . . ?
C101 C109 C111 C116 -84.0(5) . . . . ?
N1 C109 C111 C116 97.4(4) . . . . ?
C101 C109 C111 C112 102.6(5) . . . . ?
N1 C109 C111 C112 -76.1(4) . . . . ?
C116 C111 C112 C113 3.1(6) . . . . ?
C109 C111 C112 C113 176.7(4) . . . . ?
C111 C112 C113 C114 -1.6(6) . . . . ?
C112 C113 C114 C115 0.1(6) . . . . ?
C113 C114 C115 C116 -0.2(6) . . . . ?
C114 C115 C116 C111 1.7(6) . . . . ?
C112 C111 C116 C115 -3.2(6) . . . . ?
C109 C111 C116 C115 -176.6(4) . . . . ?
C108 N1 C121 C126 97.4(5) . . . . ?
C109 N1 C121 C126 -80.8(5) . . . . ?
C108 N1 C121 C122 -78.5(5) . . . . ?
C109 N1 C121 C122 103.2(5) . . . . ?
C126 C121 C122 C123 3.9(7) . . . . ?
N1 C121 C122 C123 179.6(4) . . . . ?
C121 C122 C123 C124 -3.5(7) . . . . ?
C122 C123 C124 C125 1.6(7) . . . . ?
C123 C124 C125 C126 0.0(7) . . . . ?
C122 C121 C126 C125 -2.3(7) . . . . ?
N1 C121 C126 C125 -178.0(4) . . . . ?
C124 C125 C126 C121 0.2(7) . . . . ?
C151 B1 C131 C132 -121.6(4) . . . . ?
C101 B1 C131 C132 115.2(4) . . . . ?
C141 B1 C131 C132 -2.4(5) . . . . ?
C151 B1 C131 C136 55.0(4) . . . . ?
C101 B1 C131 C136 -68.2(5) . . . . ?
C141 B1 C131 C136 174.1(3) . . . . ?
C136 C131 C132 F132 -176.0(3) . . . . ?
B1 C131 C132 F132 0.7(6) . . . . ?
C136 C131 C132 C133 4.0(6) . . . . ?
B1 C131 C132 C133 -179.3(4) . . . . ?
F132 C132 C133 F133 -0.8(5) . . . . ?
C131 C132 C133 F133 179.1(3) . . . . ?
F132 C132 C133 C134 179.4(4) . . . . ?
C131 C132 C133 C134 -0.7(6) . . . . ?
F133 C133 C134 F134 -1.1(6) . . . . ?
C132 C133 C134 F134 178.7(4) . . . . ?
F133 C133 C134 C135 176.8(3) . . . . ?
C132 C133 C134 C135 -3.4(6) . . . . ?
F134 C134 C135 F135 1.0(6) . . . . ?
C133 C134 C135 F135 -176.9(4) . . . . ?
F134 C134 C135 C136 -178.3(4) . . . . ?
C133 C134 C135 C136 3.8(6) . . . . ?
F135 C135 C136 F136 0.9(6) . . . . ?
C134 C135 C136 F136 -179.7(3) . . . . ?
F135 C135 C136 C131 -179.5(4) . . . . ?
C134 C135 C136 C131 -0.1(6) . . . . ?
C132 C131 C136 F136 176.0(3) . . . . ?
B1 C131 C136 F136 -1.1(5) . . . . ?
C132 C131 C136 C135 -3.6(6) . . . . ?
B1 C131 C136 C135 179.3(4) . . . . ?
C151 B1 C141 C146 -177.9(3) . . . . ?
C131 B1 C141 C146 69.3(4) . . . . ?
C101 B1 C141 C146 -55.4(4) . . . . ?
C151 B1 C141 C142 -3.5(6) . . . . ?
C131 B1 C141 C142 -116.4(4) . . . . ?
C101 B1 C141 C142 118.9(4) . . . . ?
C146 C141 C142 F142 176.8(3) . . . . ?
B1 C141 C142 F142 2.1(6) . . . . ?
C146 C141 C142 C143 -1.8(6) . . . . ?
B1 C141 C142 C143 -176.5(4) . . . . ?
F142 C142 C143 F143 2.9(5) . . . . ?
C141 C142 C143 F143 -178.4(4) . . . . ?
F142 C142 C143 C144 -177.1(4) . . . . ?
C141 C142 C143 C144 1.5(7) . . . . ?
F143 C143 C144 F144 -0.5(6) . . . . ?
C142 C143 C144 F144 179.6(4) . . . . ?
F143 C143 C144 C145 179.6(4) . . . . ?
C142 C143 C144 C145 -0.3(6) . . . . ?
F144 C144 C145 F145 -1.7(6) . . . . ?
C143 C144 C145 F145 178.2(3) . . . . ?
F144 C144 C145 C146 179.7(4) . . . . ?
C143 C144 C145 C146 -0.4(6) . . . . ?
F145 C145 C146 F146 2.9(5) . . . . ?
C144 C145 C146 F146 -178.6(3) . . . . ?
F145 C145 C146 C141 -178.6(4) . . . . ?
C144 C145 C146 C141 -0.1(6) . . . . ?
C142 C141 C146 F146 179.5(3) . . . . ?
B1 C141 C146 F146 -5.2(5) . . . . ?
C142 C141 C146 C145 1.1(6) . . . . ?
B1 C141 C146 C145 176.4(4) . . . . ?
C131 B1 C151 C156 -112.9(4) . . . . ?
C101 B1 C151 C156 11.6(6) . . . . ?
C141 B1 C151 C156 127.8(4) . . . . ?
C131 B1 C151 C152 60.0(5) . . . . ?
C101 B1 C151 C152 -175.6(4) . . . . ?
C141 B1 C151 C152 -59.3(5) . . . . ?
C156 C151 C152 F152 177.0(4) . . . . ?
B1 C151 C152 F152 3.2(6) . . . . ?
C156 C151 C152 C153 -3.4(6) . . . . ?
B1 C151 C152 C153 -177.3(4) . . . . ?
F152 C152 C153 F153 3.4(6) . . . . ?
C151 C152 C153 F153 -176.2(4) . . . . ?
F152 C152 C153 C154 -177.8(4) . . . . ?
C151 C152 C153 C154 2.6(7) . . . . ?
F153 C153 C154 F154 -0.3(7) . . . . ?
C152 C153 C154 F154 -179.2(4) . . . . ?
F153 C153 C154 C155 177.3(4) . . . . ?
C152 C153 C154 C155 -1.5(7) . . . . ?
F154 C154 C155 F155 -2.8(7) . . . . ?
C153 C154 C155 F155 179.6(4) . . . . ?
F154 C154 C155 C156 179.2(4) . . . . ?
C153 C154 C155 C156 1.6(7) . . . . ?
F155 C155 C156 F156 0.0(6) . . . . ?
C154 C155 C156 F156 177.9(4) . . . . ?
F155 C155 C156 C151 179.3(4) . . . . ?
C154 C155 C156 C151 -2.8(7) . . . . ?
C152 C151 C156 F156 -177.3(4) . . . . ?
B1 C151 C156 F156 -4.0(7) . . . . ?
C152 C151 C156 C155 3.5(6) . . . . ?
B1 C151 C156 C155 176.7(4) . . . . ?
C241 B2 C201 C209 124.5(4) . . . . ?
C231 B2 C201 C209 8.1(6) . . . . ?
C251 B2 C201 C209 -114.5(4) . . . . ?
C241 B2 C201 C202 -65.3(4) . . . . ?
C231 B2 C201 C202 178.3(3) . . . . ?
C251 B2 C201 C202 55.7(4) . . . . ?
C209 C201 C202 C207 4.4(6) . . . . ?
B2 C201 C202 C207 -166.7(4) . . . . ?
C209 C201 C202 C203 -175.0(4) . . . . ?
B2 C201 C202 C203 13.9(6) . . . . ?
C207 C202 C203 C204 3.6(6) . . . . ?
C201 C202 C203 C204 -176.9(4) . . . . ?
C202 C203 C204 C205 -0.6(7) . . . . ?
C203 C204 C205 C206 -2.3(7) . . . . ?
C204 C205 C206 C207 2.0(7) . . . . ?
C203 C202 C207 C208 176.3(4) . . . . ?
C201 C202 C207 C208 -3.1(6) . . . . ?
C203 C202 C207 C206 -4.0(6) . . . . ?
C201 C202 C207 C206 176.6(4) . . . . ?
C205 C206 C207 C208 -179.1(4) . . . . ?
C205 C206 C207 C202 1.3(7) . . . . ?
C209 N2 C208 C207 1.2(6) . . . . ?
C221 N2 C208 C207 -179.7(4) . . . . ?
C202 C207 C208 N2 0.2(6) . . . . ?
C206 C207 C208 N2 -179.4(4) . . . . ?
C202 C201 C209 N2 -3.0(6) . . . . ?
B2 C201 C209 N2 167.4(3) . . . . ?
C202 C201 C209 C211 174.2(4) . . . . ?
B2 C201 C209 C211 -15.5(7) . . . . ?
C208 N2 C209 C201 0.3(6) . . . . ?
C221 N2 C209 C201 -178.7(4) . . . . ?
C208 N2 C209 C211 -177.3(4) . . . . ?
C221 N2 C209 C211 3.7(5) . . . . ?
C201 C209 C211 C216 -98.5(5) . . . . ?
N2 C209 C211 C216 78.8(5) . . . . ?
C201 C209 C211 C212 87.4(6) . . . . ?
N2 C209 C211 C212 -95.3(5) . . . . ?
C216 C211 C212 C213 3.5(6) . . . . ?
C209 C211 C212 C213 177.6(4) . . . . ?
C211 C212 C213 C214 -1.4(6) . . . . ?
C212 C213 C214 C215 -0.7(7) . . . . ?
C213 C214 C215 C216 0.6(7) . . . . ?
C214 C215 C216 C211 1.5(7) . . . . ?
C212 C211 C216 C215 -3.6(6) . . . . ?
C209 C211 C216 C215 -177.8(4) . . . . ?
C208 N2 C221 C226 -96.9(5) . . . . ?
C209 N2 C221 C226 82.2(5) . . . . ?
C208 N2 C221 C222 80.9(5) . . . . ?
C209 N2 C221 C222 -100.0(5) . . . . ?
C226 C221 C222 C223 -2.5(7) . . . . ?
N2 C221 C222 C223 179.7(4) . . . . ?
C221 C222 C223 C224 1.2(7) . . . . ?
C222 C223 C224 C225 0.6(8) . . . . ?
C223 C224 C225 C226 -1.2(7) . . . . ?
C222 C221 C226 C225 2.0(6) . . . . ?
N2 C221 C226 C225 179.8(4) . . . . ?
C224 C225 C226 C221 -0.1(7) . . . . ?
C241 B2 C231 C232 118.2(4) . . . . ?
C251 B2 C231 C232 -3.4(6) . . . . ?
C201 B2 C231 C232 -119.0(4) . . . . ?
C241 B2 C231 C236 -55.5(5) . . . . ?
C251 B2 C231 C236 -177.2(4) . . . . ?
C201 B2 C231 C236 67.3(5) . . . . ?
C236 C231 C232 F232 175.2(3) . . . . ?
B2 C231 C232 F232 1.1(6) . . . . ?
C236 C231 C232 C233 -3.6(6) . . . . ?
B2 C231 C232 C233 -177.7(4) . . . . ?
F232 C232 C233 F233 1.2(6) . . . . ?
C231 C232 C233 F233 -180.0(4) . . . . ?
F232 C232 C233 C234 -178.1(4) . . . . ?
C231 C232 C233 C234 0.8(7) . . . . ?
F233 C233 C234 F234 1.8(6) . . . . ?
C232 C233 C234 F234 -178.9(4) . . . . ?
F233 C233 C234 C235 -177.0(4) . . . . ?
C232 C233 C234 C235 2.3(6) . . . . ?
F234 C234 C235 F235 -1.3(6) . . . . ?
C233 C234 C235 F235 177.6(4) . . . . ?
F234 C234 C235 C236 178.9(4) . . . . ?
C233 C234 C235 C236 -2.2(6) . . . . ?
F235 C235 C236 F236 -0.8(6) . . . . ?
C234 C235 C236 F236 179.0(4) . . . . ?
F235 C235 C236 C231 179.2(4) . . . . ?
C234 C235 C236 C231 -1.0(7) . . . . ?
C232 C231 C236 F236 -176.3(3) . . . . ?
B2 C231 C236 F236 -1.6(6) . . . . ?
C232 C231 C236 C235 3.7(6) . . . . ?
B2 C231 C236 C235 178.3(4) . . . . ?
C231 B2 C241 C242 108.4(5) . . . . ?
C251 B2 C241 C242 -129.5(4) . . . . ?
C201 B2 C241 C242 -15.4(6) . . . . ?
C231 B2 C241 C246 -63.6(4) . . . . ?
C251 B2 C241 C246 58.5(5) . . . . ?
C201 B2 C241 C246 172.6(3) . . . . ?
C246 C241 C242 C243 -4.7(6) . . . . ?
B2 C241 C242 C243 -177.3(4) . . . . ?
C246 C241 C242 F242 177.8(3) . . . . ?
B2 C241 C242 F242 5.2(6) . . . . ?
F242 C242 C243 F243 -2.3(6) . . . . ?
C241 C242 C243 F243 -179.9(4) . . . . ?
F242 C242 C243 C244 -179.1(4) . . . . ?
C241 C242 C243 C244 3.3(7) . . . . ?
F243 C243 C244 F244 2.9(6) . . . . ?
C242 C243 C244 F244 179.7(4) . . . . ?
F243 C243 C244 C245 -177.8(4) . . . . ?
C242 C243 C244 C245 -1.0(7) . . . . ?
F244 C244 C245 F245 0.9(6) . . . . ?
C243 C244 C245 F245 -178.5(4) . . . . ?
F244 C244 C245 C246 -180.0(4) . . . . ?
C243 C244 C245 C246 0.6(6) . . . . ?
F245 C245 C246 F246 -2.4(6) . . . . ?
C244 C245 C246 F246 178.4(4) . . . . ?
F245 C245 C246 C241 176.6(4) . . . . ?
C244 C245 C246 C241 -2.6(7) . . . . ?
C242 C241 C246 C245 4.3(6) . . . . ?
B2 C241 C246 C245 177.6(4) . . . . ?
C242 C241 C246 F246 -176.7(3) . . . . ?
B2 C241 C246 F246 -3.4(5) . . . . ?
C241 B2 C251 C252 -179.2(4) . . . . ?
C231 B2 C251 C252 -63.9(5) . . . . ?
C201 B2 C251 C252 59.4(4) . . . . ?
C241 B2 C251 C256 3.5(6) . . . . ?
C231 B2 C251 C256 118.8(4) . . . . ?
C201 B2 C251 C256 -117.9(4) . . . . ?
C256 C251 C252 F252 -179.4(3) . . . . ?
B2 C251 C252 F252 2.9(6) . . . . ?
C256 C251 C252 C253 -1.5(6) . . . . ?
B2 C251 C252 C253 -179.2(4) . . . . ?
F252 C252 C253 F253 -2.3(6) . . . . ?
C251 C252 C253 F253 179.8(4) . . . . ?
F252 C252 C253 C254 178.8(4) . . . . ?
C251 C252 C253 C254 0.9(7) . . . . ?
F253 C253 C254 F254 1.4(6) . . . . ?
C252 C253 C254 F254 -179.7(4) . . . . ?
F253 C253 C254 C255 -179.1(4) . . . . ?
C252 C253 C254 C255 -0.1(6) . . . . ?
F254 C254 C255 F255 -1.4(6) . . . . ?
C253 C254 C255 F255 179.1(4) . . . . ?
F254 C254 C255 C256 179.8(4) . . . . ?
C253 C254 C255 C256 0.2(6) . . . . ?
F255 C255 C256 F256 -3.4(6) . . . . ?
C254 C255 C256 F256 175.4(4) . . . . ?
F255 C255 C256 C251 -179.9(4) . . . . ?
C254 C255 C256 C251 -1.1(7) . . . . ?
C252 C251 C256 F256 -174.6(3) . . . . ?
B2 C251 C256 F256 2.9(6) . . . . ?
C252 C251 C256 C255 1.6(6) . . . . ?
B2 C251 C256 C255 179.1(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_o2745
_database_code_depnum_ccdc_archive 'CCDC 1518478'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H16 B F15 N, C9 H20 N, C H2 Cl2'
_chemical_formula_sum            'C49 H38 B Cl2 F15 N2'
_chemical_formula_weight         1021.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0562(13)
_cell_length_b                   17.736(2)
_cell_length_c                   22.703(3)
_cell_angle_alpha                80.635(3)
_cell_angle_beta                 89.808(3)
_cell_angle_gamma                72.952(3)
_cell_volume                     4574.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3949
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.69

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.241
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_absorpt_correction_T_min  0.5829
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            43789
_diffrn_reflns_av_unetI/netI     0.1546
_diffrn_reflns_av_R_equivalents  0.1060
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.218
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             21705
_reflns_number_gt                9730
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0292P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         21705
_refine_ls_number_parameters     1243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1568
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1177
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7634(2) 0.75747(15) 0.36063(12) 0.0310(7) Uani 1 1 d . . . . .
B1 B 0.4534(4) 0.7472(2) 0.39843(17) 0.0307(9) Uani 1 1 d . . . . .
F102 F 0.22873(18) 0.72984(12) 0.42527(9) 0.0474(6) Uani 1 1 d . . . . .
F103 F 0.1210(2) 0.63636(13) 0.38385(12) 0.0707(8) Uani 1 1 d . . . . .
F104 F 0.2154(2) 0.55135(14) 0.29768(12) 0.0781(8) Uani 1 1 d . . . . .
F105 F 0.4265(2) 0.55643(13) 0.25681(10) 0.0688(7) Uani 1 1 d . . . . .
F106 F 0.5402(2) 0.64274(12) 0.30069(9) 0.0509(6) Uani 1 1 d . . . . .
F112 F 0.23413(18) 0.84213(12) 0.31700(9) 0.0472(6) Uani 1 1 d . . . . .
F113 F 0.1397(2) 0.99743(13) 0.29899(10) 0.0613(7) Uani 1 1 d . . . . .
F114 F 0.2261(2) 1.09324(12) 0.35632(10) 0.0632(7) Uani 1 1 d . . . . .
F115 F 0.4102(2) 1.02461(12) 0.43642(9) 0.0529(6) Uani 1 1 d . . . . .
F116 F 0.50246(18) 0.86770(11) 0.45913(8) 0.0407(5) Uani 1 1 d . . . . .
F122 F 0.33878(18) 0.80010(11) 0.51379(8) 0.0444(5) Uani 1 1 d . . . . .
F123 F 0.3688(2) 0.70742(12) 0.61947(9) 0.0595(7) Uani 1 1 d . . . . .
F124 F 0.5084(2) 0.55559(13) 0.63595(9) 0.0645(7) Uani 1 1 d . . . . .
F125 F 0.61655(19) 0.49353(11) 0.54105(9) 0.0474(6) Uani 1 1 d . . . . .
F126 F 0.58462(17) 0.58306(10) 0.43336(8) 0.0384(5) Uani 1 1 d . . . . .
C101 C 0.3880(3) 0.69510(19) 0.36371(15) 0.0336(8) Uani 1 1 d . . . . .
C102 C 0.2817(3) 0.6879(2) 0.38292(16) 0.0401(9) Uani 1 1 d . . . . .
C103 C 0.2239(4) 0.6408(2) 0.3619(2) 0.0485(11) Uani 1 1 d . . . . .
C104 C 0.2708(4) 0.5978(2) 0.3188(2) 0.0530(12) Uani 1 1 d . . . . .
C105 C 0.3758(4) 0.6010(2) 0.29856(18) 0.0512(11) Uani 1 1 d . . . . .
C106 C 0.4316(4) 0.6480(2) 0.32148(16) 0.0407(10) Uani 1 1 d . . . . .
C111 C 0.3752(3) 0.84324(19) 0.39051(14) 0.0310(8) Uani 1 1 d . . . . .
C112 C 0.2813(3) 0.8833(2) 0.35031(15) 0.0365(9) Uani 1 1 d . . . . .
C113 C 0.2302(3) 0.9647(2) 0.33898(16) 0.0427(10) Uani 1 1 d . . . . .
C114 C 0.2731(4) 1.0134(2) 0.36767(17) 0.0456(10) Uani 1 1 d . . . . .
C115 C 0.3651(3) 0.9781(2) 0.40822(16) 0.0394(9) Uani 1 1 d . . . . .
C116 C 0.4122(3) 0.8965(2) 0.41838(15) 0.0329(8) Uani 1 1 d . . . . .
C121 C 0.4663(3) 0.69836(19) 0.46770(14) 0.0291(8) Uani 1 1 d . . . . .
C122 C 0.4121(3) 0.72498(19) 0.51743(15) 0.0327(8) Uani 1 1 d . . . . .
C123 C 0.4248(3) 0.6780(2) 0.57304(15) 0.0405(10) Uani 1 1 d . . . . .
C124 C 0.4946(4) 0.6009(2) 0.58149(15) 0.0421(10) Uani 1 1 d . . . . .
C125 C 0.5483(3) 0.57023(19) 0.53347(15) 0.0365(9) Uani 1 1 d . . . . .
C126 C 0.5323(3) 0.6180(2) 0.47883(15) 0.0330(8) Uani 1 1 d . . . . .
C131 C 0.5777(3) 0.75251(18) 0.37283(14) 0.0284(8) Uani 1 1 d . . . . .
C132 C 0.5891(3) 0.79283(17) 0.31298(14) 0.0284(8) Uani 1 1 d . . . . .
C133 C 0.5108(3) 0.82676(18) 0.26371(14) 0.0311(8) Uani 1 1 d . . . . .
H13A H 0.4327 0.8255 0.2659 0.037 Uiso 1 1 calc R U . . .
C134 C 0.5484(3) 0.8622(2) 0.21187(14) 0.0352(9) Uani 1 1 d . . . . .
H13B H 0.4949 0.8861 0.1787 0.042 Uiso 1 1 calc R U . . .
C135 C 0.6631(3) 0.8635(2) 0.20729(15) 0.0372(9) Uani 1 1 d . . . . .
H13C H 0.6867 0.8880 0.1710 0.045 Uiso 1 1 calc R U . . .
C136 C 0.7432(3) 0.82936(18) 0.25486(15) 0.0340(9) Uani 1 1 d . . . . .
H13D H 0.8219 0.8292 0.2519 0.041 Uiso 1 1 calc R U . . .
C137 C 0.7036(3) 0.79518(18) 0.30755(14) 0.0282(8) Uani 1 1 d . . . . .
C138 C 0.6858(3) 0.73246(18) 0.39956(14) 0.0297(8) Uani 1 1 d . . . . .
C139 C 0.8778(3) 0.7616(2) 0.37650(16) 0.0400(9) Uani 1 1 d . . . . .
H13E H 0.9243 0.7598 0.3404 0.048 Uiso 1 1 calc R U . . .
H13F H 0.9169 0.7136 0.4062 0.048 Uiso 1 1 calc R U . . .
C141 C 0.7354(3) 0.6858(2) 0.45947(14) 0.0325(8) Uani 1 1 d . . . . .
C142 C 0.8084(3) 0.6082(2) 0.46362(16) 0.0422(10) Uani 1 1 d . . . . .
H14A H 0.8286 0.5861 0.4283 0.051 Uiso 1 1 calc R U . . .
C143 C 0.8522(3) 0.5626(2) 0.51857(17) 0.0494(11) Uani 1 1 d . . . . .
H14B H 0.9012 0.5093 0.5207 0.059 Uiso 1 1 calc R U . . .
C144 C 0.8248(4) 0.5942(2) 0.56991(18) 0.0518(11) Uani 1 1 d . . . . .
H14C H 0.8545 0.5627 0.6076 0.062 Uiso 1 1 calc R U . . .
C145 C 0.7540(3) 0.6718(2) 0.56662(16) 0.0460(10) Uani 1 1 d . . . . .
H14D H 0.7360 0.6942 0.6020 0.055 Uiso 1 1 calc R U . . .
C146 C 0.7094(3) 0.7171(2) 0.51178(15) 0.0381(9) Uani 1 1 d . . . . .
H14E H 0.6604 0.7703 0.5099 0.046 Uiso 1 1 calc R U . . .
C151 C 0.8774(3) 0.8353(2) 0.40189(15) 0.0364(9) Uani 1 1 d . . . . .
C152 C 0.9772(4) 0.8591(3) 0.40039(19) 0.0567(12) Uani 1 1 d . . . . .
H15A H 1.0423 0.8315 0.3805 0.068 Uiso 1 1 calc R U . . .
C153 C 0.9837(5) 0.9219(3) 0.4271(2) 0.0715(15) Uani 1 1 d . . . . .
H15B H 1.0531 0.9370 0.4257 0.086 Uiso 1 1 calc R U . . .
C154 C 0.8915(5) 0.9625(3) 0.45550(19) 0.0660(14) Uani 1 1 d . . . . .
H15C H 0.8971 1.0049 0.4750 0.079 Uiso 1 1 calc R U . . .
C155 C 0.7881(4) 0.9415(3) 0.45588(16) 0.0563(12) Uani 1 1 d . . . . .
H15D H 0.7222 0.9707 0.4743 0.068 Uiso 1 1 calc R U . . .
C156 C 0.7829(4) 0.8781(2) 0.42926(15) 0.0432(10) Uani 1 1 d . . . . .
H15E H 0.7130 0.8636 0.4298 0.052 Uiso 1 1 calc R U . . .
N2 N 0.9423(2) 0.24811(15) 0.19811(11) 0.0264(6) Uani 1 1 d . . . . .
B2 B 0.8309(3) 0.2516(2) 0.03677(16) 0.0246(8) Uani 1 1 d . . . . .
F202 F 0.70480(18) 0.15488(12) 0.12472(9) 0.0453(5) Uani 1 1 d . . . . .
F203 F 0.5710(2) 0.07319(13) 0.09484(12) 0.0674(7) Uani 1 1 d . . . . .
F204 F 0.5325(2) 0.06586(13) -0.02241(13) 0.0811(9) Uani 1 1 d . . . . .
F205 F 0.6365(2) 0.14339(13) -0.10799(11) 0.0684(8) Uani 1 1 d . . . . .
F206 F 0.75577(18) 0.23729(11) -0.07977(8) 0.0418(5) Uani 1 1 d . . . . .
F212 F 0.96451(17) 0.30266(10) -0.07248(8) 0.0357(5) Uani 1 1 d . . . . .
F213 F 1.14011(19) 0.20478(12) -0.11804(9) 0.0483(6) Uani 1 1 d . . . . .
F214 F 1.22716(18) 0.04912(11) -0.06730(9) 0.0499(6) Uani 1 1 d . . . . .
F215 F 1.12510(17) -0.01000(10) 0.03005(9) 0.0386(5) Uani 1 1 d . . . . .
F216 F 0.94314(15) 0.08460(10) 0.07432(8) 0.0305(4) Uani 1 1 d . . . . .
F222 F 0.58890(16) 0.35050(10) -0.02214(8) 0.0361(5) Uani 1 1 d . . . . .
F223 F 0.52171(17) 0.50405(11) -0.06306(8) 0.0402(5) Uani 1 1 d . . . . .
F224 F 0.66192(18) 0.59676(11) -0.05160(9) 0.0459(6) Uani 1 1 d . . . . .
F225 F 0.87964(17) 0.52638(11) -0.00160(9) 0.0429(5) Uani 1 1 d . . . . .
F226 F 0.95858(16) 0.36899(10) 0.03252(8) 0.0334(5) Uani 1 1 d . . . . .
C201 C 0.7363(3) 0.20381(18) 0.02398(15) 0.0295(8) Uani 1 1 d . . . . .
C202 C 0.6847(3) 0.15952(19) 0.06467(17) 0.0351(9) Uani 1 1 d . . . . .
C203 C 0.6174(3) 0.1146(2) 0.0505(2) 0.0479(11) Uani 1 1 d . . . . .
C204 C 0.5979(3) 0.1098(2) -0.0079(2) 0.0507(12) Uani 1 1 d . . . . .
C205 C 0.6485(3) 0.1500(2) -0.0499(2) 0.0479(11) Uani 1 1 d . . . . .
C206 C 0.7125(3) 0.19655(19) -0.03420(17) 0.0348(9) Uani 1 1 d . . . . .
C211 C 0.9459(3) 0.20019(17) 0.00571(13) 0.0232(7) Uani 1 1 d . . . . .
C212 C 1.0002(3) 0.22556(18) -0.04390(14) 0.0287(8) Uani 1 1 d . . . . .
C213 C 1.0925(3) 0.1759(2) -0.06841(15) 0.0338(8) Uani 1 1 d . . . . .
C214 C 1.1358(3) 0.09708(19) -0.04347(16) 0.0341(9) Uani 1 1 d . . . . .
C215 C 1.0847(3) 0.06806(18) 0.00498(15) 0.0292(8) Uani 1 1 d . . . . .
C216 C 0.9916(3) 0.11872(18) 0.02718(14) 0.0249(7) Uani 1 1 d . . . . .
C221 C 0.7808(3) 0.34816(17) 0.00628(13) 0.0235(7) Uani 1 1 d . . . . .
C222 C 0.6704(3) 0.38916(18) -0.01879(14) 0.0274(8) Uani 1 1 d . . . . .
C223 C 0.6304(3) 0.46990(19) -0.03911(15) 0.0317(8) Uani 1 1 d . . . . .
C224 C 0.7005(3) 0.51716(18) -0.03357(15) 0.0319(8) Uani 1 1 d . . . . .
C225 C 0.8103(3) 0.48089(18) -0.00801(14) 0.0283(8) Uani 1 1 d . . . . .
C226 C 0.8479(3) 0.39941(18) 0.00993(14) 0.0258(7) Uani 1 1 d . . . . .
C231 C 0.8582(3) 0.25313(17) 0.10674(13) 0.0229(7) Uani 1 1 d . . . . .
C232 C 0.7728(3) 0.29380(17) 0.14480(14) 0.0253(7) Uani 1 1 d . . . . .
C233 C 0.6537(3) 0.33316(17) 0.13680(14) 0.0277(8) Uani 1 1 d . . . . .
H23A H 0.6139 0.3367 0.0999 0.033 Uiso 1 1 calc R U . . .
C234 C 0.5940(3) 0.36681(18) 0.18272(15) 0.0326(8) Uani 1 1 d . . . . .
H23B H 0.5133 0.3941 0.1770 0.039 Uiso 1 1 calc R U . . .
C235 C 0.6506(3) 0.36134(18) 0.23753(15) 0.0335(9) Uani 1 1 d . . . . .
H23C H 0.6074 0.3843 0.2686 0.040 Uiso 1 1 calc R U . . .
C236 C 0.7681(3) 0.32319(18) 0.24736(14) 0.0327(8) Uani 1 1 d . . . . .
H23D H 0.8067 0.3197 0.2846 0.039 Uiso 1 1 calc R U . . .
C237 C 0.8278(3) 0.29002(17) 0.20075(14) 0.0263(8) Uani 1 1 d . . . . .
C238 C 0.9606(3) 0.22620(18) 0.14088(14) 0.0254(7) Uani 1 1 d . . . . .
C239 C 1.0331(3) 0.24395(19) 0.24152(14) 0.0297(8) Uani 1 1 d . . . . .
H23E H 1.0957 0.1931 0.2422 0.036 Uiso 1 1 calc R U . . .
H23F H 1.0005 0.2428 0.2816 0.036 Uiso 1 1 calc R U . . .
C241 C 1.0789(3) 0.17651(18) 0.13034(14) 0.0253(7) Uani 1 1 d . . . . .
C242 C 1.1205(3) 0.09845(19) 0.16188(15) 0.0322(8) Uani 1 1 d . . . . .
H24A H 1.0729 0.0786 0.1900 0.039 Uiso 1 1 calc R U . . .
C243 C 1.2295(3) 0.0498(2) 0.15286(16) 0.0387(9) Uani 1 1 d . . . . .
H24B H 1.2561 -0.0030 0.1747 0.046 Uiso 1 1 calc R U . . .
C244 C 1.3001(3) 0.0773(2) 0.11244(17) 0.0409(9) Uani 1 1 d . . . . .
H24C H 1.3746 0.0434 0.1059 0.049 Uiso 1 1 calc R U . . .
C245 C 1.2613(3) 0.1546(2) 0.08151(16) 0.0372(9) Uani 1 1 d . . . . .
H24D H 1.3099 0.1741 0.0538 0.045 Uiso 1 1 calc R U . . .
C246 C 1.1517(3) 0.2043(2) 0.09046(15) 0.0313(8) Uani 1 1 d . . . . .
H24E H 1.1264 0.2575 0.0692 0.038 Uiso 1 1 calc R U . . .
C251 C 1.0853(3) 0.31227(19) 0.22959(14) 0.0287(8) Uani 1 1 d . . . . .
C252 C 1.0797(3) 0.35772(19) 0.17275(15) 0.0345(9) Uani 1 1 d . . . . .
H25A H 1.0379 0.3480 0.1408 0.041 Uiso 1 1 calc R U . . .
C253 C 1.1346(3) 0.4168(2) 0.16251(16) 0.0418(10) Uani 1 1 d . . . . .
H25B H 1.1308 0.4471 0.1236 0.050 Uiso 1 1 calc R U . . .
C254 C 1.1950(3) 0.4317(2) 0.20868(17) 0.0449(10) Uani 1 1 d . . . . .
H25C H 1.2327 0.4722 0.2015 0.054 Uiso 1 1 calc R U . . .
C255 C 1.2006(3) 0.3882(2) 0.26469(17) 0.0448(10) Uani 1 1 d . . . . .
H25D H 1.2424 0.3983 0.2964 0.054 Uiso 1 1 calc R U . . .
C256 C 1.1452(3) 0.3294(2) 0.27506(15) 0.0368(9) Uani 1 1 d . . . . .
H25E H 1.1484 0.3001 0.3143 0.044 Uiso 1 1 calc R U . . .
N10 N 0.6260(2) 1.16192(16) 0.24530(13) 0.0387(8) Uani 1 1 d . . . . .
H11 H 0.6338 1.2148 0.2495 0.046 Uiso 1 1 calc R U . . .
H12 H 0.6416 1.1552 0.2033 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4311(3) 1.2182(2) 0.19833(17) 0.0494(11) Uani 1 1 d . . . . .
H11A H 0.4376 1.2725 0.1954 0.074 Uiso 1 1 calc R U . . .
H11B H 0.3492 1.2200 0.2006 0.074 Uiso 1 1 calc R U . . .
H11C H 0.4631 1.1958 0.1630 0.074 Uiso 1 1 calc R U . . .
C12 C 0.4552(4) 1.2045(2) 0.30813(17) 0.0525(11) Uani 1 1 d . . . . .
H12A H 0.4975 1.1708 0.3444 0.079 Uiso 1 1 calc R U . . .
H12B H 0.3720 1.2105 0.3113 0.079 Uiso 1 1 calc R U . . .
H12C H 0.4677 1.2573 0.3034 0.079 Uiso 1 1 calc R U . . .
C13 C 0.4987(3) 1.1658(2) 0.25447(16) 0.0372(9) Uani 1 1 d . . . . .
C14 C 0.4896(3) 1.0809(2) 0.25979(17) 0.0465(10) Uani 1 1 d . . . . .
H14F H 0.4101 1.0813 0.2711 0.056 Uiso 1 1 calc R U . . .
H14G H 0.5017 1.0641 0.2202 0.056 Uiso 1 1 calc R U . . .
C15 C 0.5754(3) 1.0204(2) 0.30478(17) 0.0465(10) Uani 1 1 d . . . . .
H15F H 0.5652 0.9668 0.3058 0.056 Uiso 1 1 calc R U . . .
H15G H 0.5617 1.0348 0.3451 0.056 Uiso 1 1 calc R U . . .
C16 C 0.6982(3) 1.01836(19) 0.28784(16) 0.0389(9) Uani 1 1 d . . . . .
H16A H 0.7116 1.0014 0.2483 0.047 Uiso 1 1 calc R U . . .
H16B H 0.7538 0.9775 0.3173 0.047 Uiso 1 1 calc R U . . .
C17 C 0.7239(3) 1.09789(19) 0.28514(17) 0.0400(9) Uani 1 1 d . . . . .
C18 C 0.7300(4) 1.1221(2) 0.34557(19) 0.0633(13) Uani 1 1 d . . . . .
H18A H 0.7909 1.0808 0.3711 0.095 Uiso 1 1 calc R U . . .
H18B H 0.6550 1.1279 0.3641 0.095 Uiso 1 1 calc R U . . .
H18C H 0.7479 1.1731 0.3407 0.095 Uiso 1 1 calc R U . . .
C19 C 0.8363(3) 1.0959(2) 0.2547(2) 0.0633(13) Uani 1 1 d . . . . .
H19A H 0.9010 1.0556 0.2785 0.095 Uiso 1 1 calc R U . . .
H19B H 0.8490 1.1485 0.2511 0.095 Uiso 1 1 calc R U . . .
H19C H 0.8319 1.0823 0.2148 0.095 Uiso 1 1 calc R U . . .
N20 N 0.7127(3) 0.64582(17) 0.20442(14) 0.0534(10) Uani 1 1 d . . . . .
H21 H 0.7181 0.7008 0.2025 0.064 Uiso 1 1 calc R U . . .
H22 H 0.6565 0.6388 0.2352 0.064 Uiso 1 1 calc R U . . .
C21 C 0.7054(5) 0.6867(3) 0.09457(19) 0.0917(19) Uani 1 1 d . . . . .
H21A H 0.7886 0.6599 0.0928 0.138 Uiso 1 1 calc R U . . .
H21B H 0.6939 0.7416 0.1014 0.138 Uiso 1 1 calc R U . . .
H21C H 0.6656 0.6879 0.0567 0.138 Uiso 1 1 calc R U . . .
C22 C 0.5281(4) 0.6823(3) 0.1482(2) 0.0822(17) Uani 1 1 d . . . . .
H22A H 0.4870 0.6829 0.1109 0.123 Uiso 1 1 calc R U . . .
H22B H 0.5151 0.7373 0.1550 0.123 Uiso 1 1 calc R U . . .
H22C H 0.4987 0.6522 0.1815 0.123 Uiso 1 1 calc R U . . .
C23 C 0.6575(4) 0.6428(2) 0.14382(17) 0.0476(11) Uani 1 1 d . . . . .
C24 C 0.6761(4) 0.5550(2) 0.13963(18) 0.0529(11) Uani 1 1 d . . . . .
H24F H 0.6253 0.5337 0.1678 0.063 Uiso 1 1 calc R U . . .
H24G H 0.6523 0.5513 0.0988 0.063 Uiso 1 1 calc R U . . .
C25 C 0.8002(3) 0.5035(2) 0.15347(16) 0.0452(10) Uani 1 1 d . . . . .
H25F H 0.8518 0.5235 0.1252 0.054 Uiso 1 1 calc R U . . .
H25G H 0.8072 0.4477 0.1489 0.054 Uiso 1 1 calc R U . . .
C26 C 0.8366(4) 0.5055(2) 0.21715(17) 0.0466(10) Uani 1 1 d . . . . .
H26A H 0.7854 0.4841 0.2450 0.056 Uiso 1 1 calc R U . . .
H26B H 0.9170 0.4700 0.2262 0.056 Uiso 1 1 calc R U . . .
C27 C 0.8311(3) 0.58848(19) 0.22808(15) 0.0336(9) Uani 1 1 d . . . . .
C28 C 0.9248(4) 0.6194(3) 0.1993(2) 0.0734(15) Uani 1 1 d . . . . .
H28A H 1.0009 0.5824 0.2139 0.110 Uiso 1 1 calc R U . . .
H28B H 0.9180 0.6722 0.2095 0.110 Uiso 1 1 calc R U . . .
H28C H 0.9168 0.6239 0.1559 0.110 Uiso 1 1 calc R U . . .
C29 C 0.8380(4) 0.5895(3) 0.29463(17) 0.0709(15) Uani 1 1 d . . . . .
H29A H 0.9132 0.5539 0.3119 0.106 Uiso 1 1 calc R U . . .
H29B H 0.7754 0.5712 0.3138 0.106 Uiso 1 1 calc R U . . .
H29C H 0.8298 0.6441 0.3012 0.106 Uiso 1 1 calc R U . . .
C10 C 0.1073(4) 0.8541(3) 0.1831(2) 0.0710(14) Uani 1 1 d . . . . .
H10A H 0.1703 0.8685 0.2021 0.085 Uiso 1 1 calc R U . . .
H10B H 0.1224 0.8550 0.1401 0.085 Uiso 1 1 calc R U . . .
Cl11 Cl 0.10805(14) 0.75739(8) 0.21614(6) 0.0993(5) Uani 1 1 d . . . . .
Cl12 Cl -0.02359(14) 0.92354(8) 0.19047(7) 0.0909(5) Uani 1 1 d . . . . .
C20 C 0.9439(5) 0.2946(3) 0.4576(2) 0.0872(17) Uani 1 1 d . . . . .
H20A H 1.0149 0.3037 0.4728 0.105 Uiso 1 1 calc R U . . .
H20B H 0.9035 0.2758 0.4924 0.105 Uiso 1 1 calc R U . . .
Cl21 Cl 0.85404(18) 0.38424(11) 0.41910(10) 0.1550(8) Uani 1 1 d . . . . .
Cl22 Cl 0.98295(18) 0.22170(11) 0.41387(7) 0.1319(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C137 1.371(4) . ?
N1 C138 1.401(4) . ?
N1 C139 1.452(4) . ?
B1 C131 1.628(5) . ?
B1 C121 1.652(5) . ?
B1 C101 1.663(5) . ?
B1 C111 1.668(5) . ?
F102 C102 1.355(4) . ?
F103 C103 1.354(5) . ?
F104 C104 1.345(4) . ?
F105 C105 1.361(4) . ?
F106 C106 1.373(4) . ?
F112 C112 1.361(4) . ?
F113 C113 1.348(4) . ?
F114 C114 1.342(4) . ?
F115 C115 1.349(4) . ?
F116 C116 1.352(4) . ?
F122 C122 1.356(3) . ?
F123 C123 1.345(4) . ?
F124 C124 1.342(4) . ?
F125 C125 1.351(4) . ?
F126 C126 1.350(4) . ?
C101 C106 1.376(5) . ?
C101 C102 1.387(5) . ?
C102 C103 1.372(5) . ?
C103 C104 1.359(6) . ?
C104 C105 1.360(6) . ?
C105 C106 1.375(5) . ?
C111 C116 1.391(5) . ?
C111 C112 1.394(5) . ?
C112 C113 1.375(5) . ?
C113 C114 1.373(5) . ?
C114 C115 1.372(5) . ?
C115 C116 1.372(4) . ?
C121 C122 1.383(4) . ?
C121 C126 1.396(4) . ?
C122 C123 1.377(4) . ?
C123 C124 1.363(5) . ?
C124 C125 1.373(5) . ?
C125 C126 1.363(4) . ?
C131 C138 1.362(4) . ?
C131 C132 1.455(4) . ?
C132 C137 1.397(5) . ?
C132 C133 1.400(4) . ?
C133 C134 1.381(4) . ?
C133 H13A 0.9500 . ?
C134 C135 1.394(5) . ?
C134 H13B 0.9500 . ?
C135 C136 1.384(5) . ?
C135 H13C 0.9500 . ?
C136 C137 1.399(4) . ?
C136 H13D 0.9500 . ?
C138 C141 1.497(4) . ?
C139 C151 1.512(5) . ?
C139 H13E 0.9900 . ?
C139 H13F 0.9900 . ?
C141 C142 1.387(4) . ?
C141 C146 1.388(4) . ?
C142 C143 1.384(5) . ?
C142 H14A 0.9500 . ?
C143 C144 1.372(5) . ?
C143 H14B 0.9500 . ?
C144 C145 1.382(5) . ?
C144 H14C 0.9500 . ?
C145 C146 1.381(4) . ?
C145 H14D 0.9500 . ?
C146 H14E 0.9500 . ?
C151 C156 1.379(5) . ?
C151 C152 1.386(5) . ?
C152 C153 1.372(6) . ?
C152 H15A 0.9500 . ?
C153 C154 1.359(6) . ?
C153 H15B 0.9500 . ?
C154 C155 1.402(6) . ?
C154 H15C 0.9500 . ?
C155 C156 1.377(5) . ?
C155 H15D 0.9500 . ?
C156 H15E 0.9500 . ?
N2 C237 1.369(4) . ?
N2 C238 1.414(4) . ?
N2 C239 1.452(4) . ?
B2 C231 1.630(5) . ?
B2 C211 1.647(5) . ?
B2 C201 1.659(5) . ?
B2 C221 1.669(4) . ?
F202 C202 1.370(4) . ?
F203 C203 1.365(4) . ?
F204 C204 1.335(4) . ?
F205 C205 1.355(4) . ?
F206 C206 1.356(4) . ?
F212 C212 1.358(3) . ?
F213 C213 1.357(4) . ?
F214 C214 1.351(4) . ?
F215 C215 1.352(3) . ?
F216 C216 1.359(3) . ?
F222 C222 1.362(4) . ?
F223 C223 1.346(4) . ?
F224 C224 1.344(3) . ?
F225 C225 1.344(4) . ?
F226 C226 1.352(3) . ?
C201 C202 1.380(5) . ?
C201 C206 1.387(4) . ?
C202 C203 1.364(5) . ?
C203 C204 1.366(6) . ?
C204 C205 1.349(6) . ?
C205 C206 1.370(5) . ?
C211 C212 1.379(4) . ?
C211 C216 1.391(4) . ?
C212 C213 1.380(4) . ?
C213 C214 1.365(4) . ?
C214 C215 1.361(5) . ?
C215 C216 1.369(4) . ?
C221 C222 1.388(4) . ?
C221 C226 1.394(4) . ?
C222 C223 1.370(4) . ?
C223 C224 1.372(5) . ?
C224 C225 1.374(4) . ?
C225 C226 1.373(4) . ?
C231 C238 1.376(4) . ?
C231 C232 1.445(4) . ?
C232 C233 1.399(4) . ?
C232 C237 1.418(4) . ?
C233 C234 1.381(4) . ?
C233 H23A 0.9500 . ?
C234 C235 1.397(4) . ?
C234 H23B 0.9500 . ?
C235 C236 1.380(5) . ?
C235 H23C 0.9500 . ?
C236 C237 1.391(4) . ?
C236 H23D 0.9500 . ?
C238 C241 1.482(4) . ?
C239 C251 1.509(4) . ?
C239 H23E 0.9900 . ?
C239 H23F 0.9900 . ?
C241 C246 1.391(4) . ?
C241 C242 1.398(4) . ?
C242 C243 1.380(4) . ?
C242 H24A 0.9500 . ?
C243 C244 1.376(5) . ?
C243 H24B 0.9500 . ?
C244 C245 1.380(5) . ?
C244 H24C 0.9500 . ?
C245 C246 1.392(4) . ?
C245 H24D 0.9500 . ?
C246 H24E 0.9500 . ?
C251 C256 1.384(4) . ?
C251 C252 1.397(4) . ?
C252 C253 1.384(5) . ?
C252 H25A 0.9500 . ?
C253 C254 1.380(5) . ?
C253 H25B 0.9500 . ?
C254 C255 1.366(5) . ?
C254 H25C 0.9500 . ?
C255 C256 1.385(5) . ?
C255 H25D 0.9500 . ?
C256 H25E 0.9500 . ?
N10 C13 1.530(4) . ?
N10 C17 1.545(4) . ?
N10 H11 0.9900 . ?
N10 H12 0.9900 . ?
C11 C13 1.527(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.513(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.527(5) . ?
C14 C15 1.505(5) . ?
C14 H14F 0.9900 . ?
C14 H14G 0.9900 . ?
C15 C16 1.521(5) . ?
C15 H15F 0.9900 . ?
C15 H15G 0.9900 . ?
C16 C17 1.522(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.510(5) . ?
C17 C19 1.514(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
N20 C27 1.529(4) . ?
N20 C23 1.546(4) . ?
N20 H21 0.9900 . ?
N20 H22 0.9900 . ?
C21 C23 1.472(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.522(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.525(5) . ?
C24 C25 1.510(5) . ?
C24 H24F 0.9900 . ?
C24 H24G 0.9900 . ?
C25 C26 1.521(5) . ?
C25 H25F 0.9900 . ?
C25 H25G 0.9900 . ?
C26 C27 1.515(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.498(5) . ?
C27 C29 1.517(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C10 Cl12 1.720(5) . ?
C10 Cl11 1.754(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C20 Cl22 1.713(5) . ?
C20 Cl21 1.735(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 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
C137 N1 C138 107.9(3) . . ?
C137 N1 C139 123.8(3) . . ?
C138 N1 C139 126.7(3) . . ?
C131 B1 C121 112.4(3) . . ?
C131 B1 C101 115.5(3) . . ?
C121 B1 C101 101.2(3) . . ?
C131 B1 C111 102.6(3) . . ?
C121 B1 C111 114.3(3) . . ?
C101 B1 C111 111.5(3) . . ?
C106 C101 C102 112.3(3) . . ?
C106 C101 B1 128.2(3) . . ?
C102 C101 B1 118.9(3) . . ?
F102 C102 C103 116.1(4) . . ?
F102 C102 C101 119.1(3) . . ?
C103 C102 C101 124.8(4) . . ?
F103 C103 C104 119.5(4) . . ?
F103 C103 C102 120.9(4) . . ?
C104 C103 C102 119.6(4) . . ?
F104 C104 C103 120.5(5) . . ?
F104 C104 C105 120.6(4) . . ?
C103 C104 C105 118.9(4) . . ?
C104 C105 F105 120.1(4) . . ?
C104 C105 C106 119.6(4) . . ?
F105 C105 C106 120.3(4) . . ?
F106 C106 C105 114.7(4) . . ?
F106 C106 C101 120.4(3) . . ?
C105 C106 C101 124.8(4) . . ?
C116 C111 C112 111.3(3) . . ?
C116 C111 B1 120.6(3) . . ?
C112 C111 B1 127.3(3) . . ?
F112 C112 C113 114.1(3) . . ?
F112 C112 C111 120.6(3) . . ?
C113 C112 C111 125.3(4) . . ?
F113 C113 C114 119.6(3) . . ?
F113 C113 C112 120.5(4) . . ?
C114 C113 C112 119.9(4) . . ?
F114 C114 C115 121.1(4) . . ?
F114 C114 C113 120.9(4) . . ?
C115 C114 C113 118.0(3) . . ?
F115 C115 C114 119.3(3) . . ?
F115 C115 C116 120.8(3) . . ?
C114 C115 C116 119.8(4) . . ?
F116 C116 C115 115.2(3) . . ?
F116 C116 C111 119.2(3) . . ?
C115 C116 C111 125.7(3) . . ?
C122 C121 C126 113.3(3) . . ?
C122 C121 B1 128.2(3) . . ?
C126 C121 B1 118.3(3) . . ?
F122 C122 C123 115.1(3) . . ?
F122 C122 C121 121.2(3) . . ?
C123 C122 C121 123.6(3) . . ?
F123 C123 C124 119.3(3) . . ?
F123 C123 C122 120.6(3) . . ?
C124 C123 C122 120.1(3) . . ?
F124 C124 C123 120.0(3) . . ?
F124 C124 C125 120.9(3) . . ?
C123 C124 C125 119.0(3) . . ?
F125 C125 C126 121.0(3) . . ?
F125 C125 C124 119.7(3) . . ?
C126 C125 C124 119.3(3) . . ?
F126 C126 C125 116.0(3) . . ?
F126 C126 C121 119.5(3) . . ?
C125 C126 C121 124.5(3) . . ?
C138 C131 C132 104.5(3) . . ?
C138 C131 B1 132.2(3) . . ?
C132 C131 B1 122.9(3) . . ?
C137 C132 C133 118.5(3) . . ?
C137 C132 C131 108.6(3) . . ?
C133 C132 C131 132.9(3) . . ?
C134 C133 C132 119.3(3) . . ?
C134 C133 H13A 120.4 . . ?
C132 C133 H13A 120.4 . . ?
C133 C134 C135 121.3(3) . . ?
C133 C134 H13B 119.3 . . ?
C135 C134 H13B 119.3 . . ?
C136 C135 C134 120.9(3) . . ?
C136 C135 H13C 119.6 . . ?
C134 C135 H13C 119.6 . . ?
C135 C136 C137 117.3(3) . . ?
C135 C136 H13D 121.4 . . ?
C137 C136 H13D 121.4 . . ?
N1 C137 C132 107.7(3) . . ?
N1 C137 C136 129.5(3) . . ?
C132 C137 C136 122.8(3) . . ?
C131 C138 N1 111.2(3) . . ?
C131 C138 C141 132.1(3) . . ?
N1 C138 C141 116.6(3) . . ?
N1 C139 C151 114.5(3) . . ?
N1 C139 H13E 108.6 . . ?
C151 C139 H13E 108.6 . . ?
N1 C139 H13F 108.6 . . ?
C151 C139 H13F 108.6 . . ?
H13E C139 H13F 107.6 . . ?
C142 C141 C146 118.2(3) . . ?
C142 C141 C138 119.6(3) . . ?
C146 C141 C138 122.2(3) . . ?
C143 C142 C141 120.9(4) . . ?
C143 C142 H14A 119.5 . . ?
C141 C142 H14A 119.5 . . ?
C144 C143 C142 120.1(4) . . ?
C144 C143 H14B 120.0 . . ?
C142 C143 H14B 120.0 . . ?
C143 C144 C145 119.9(3) . . ?
C143 C144 H14C 120.1 . . ?
C145 C144 H14C 120.1 . . ?
C146 C145 C144 120.0(4) . . ?
C146 C145 H14D 120.0 . . ?
C144 C145 H14D 120.0 . . ?
C145 C146 C141 120.9(4) . . ?
C145 C146 H14E 119.5 . . ?
C141 C146 H14E 119.5 . . ?
C156 C151 C152 118.3(4) . . ?
C156 C151 C139 122.5(3) . . ?
C152 C151 C139 119.2(4) . . ?
C153 C152 C151 121.1(5) . . ?
C153 C152 H15A 119.4 . . ?
C151 C152 H15A 119.4 . . ?
C154 C153 C152 120.5(5) . . ?
C154 C153 H15B 119.7 . . ?
C152 C153 H15B 119.7 . . ?
C153 C154 C155 119.5(4) . . ?
C153 C154 H15C 120.2 . . ?
C155 C154 H15C 120.2 . . ?
C156 C155 C154 119.4(4) . . ?
C156 C155 H15D 120.3 . . ?
C154 C155 H15D 120.3 . . ?
C155 C156 C151 121.1(4) . . ?
C155 C156 H15E 119.5 . . ?
C151 C156 H15E 119.5 . . ?
C237 N2 C238 108.7(2) . . ?
C237 N2 C239 124.4(3) . . ?
C238 N2 C239 125.4(3) . . ?
C231 B2 C211 111.8(3) . . ?
C231 B2 C201 115.8(3) . . ?
C211 B2 C201 100.6(2) . . ?
C231 B2 C221 104.0(2) . . ?
C211 B2 C221 114.7(3) . . ?
C201 B2 C221 110.4(3) . . ?
C202 C201 C206 111.4(3) . . ?
C202 C201 B2 128.7(3) . . ?
C206 C201 B2 119.4(3) . . ?
C203 C202 F202 114.8(3) . . ?
C203 C202 C201 125.2(4) . . ?
F202 C202 C201 119.9(3) . . ?
C202 C203 F203 119.8(4) . . ?
C202 C203 C204 120.3(4) . . ?
F203 C203 C204 119.9(4) . . ?
F204 C204 C205 121.5(4) . . ?
F204 C204 C203 121.0(4) . . ?
C205 C204 C203 117.5(3) . . ?
C204 C205 F205 119.5(4) . . ?
C204 C205 C206 120.6(4) . . ?
F205 C205 C206 119.9(4) . . ?
F206 C206 C205 116.3(3) . . ?
F206 C206 C201 118.8(3) . . ?
C205 C206 C201 124.9(4) . . ?
C212 C211 C216 112.8(3) . . ?
C212 C211 B2 128.3(3) . . ?
C216 C211 B2 118.6(3) . . ?
F212 C212 C211 121.3(3) . . ?
F212 C212 C213 115.2(3) . . ?
C211 C212 C213 123.5(3) . . ?
F213 C213 C214 119.4(3) . . ?
F213 C213 C212 120.3(3) . . ?
C214 C213 C212 120.4(3) . . ?
F214 C214 C215 121.1(3) . . ?
F214 C214 C213 120.0(3) . . ?
C215 C214 C213 118.9(3) . . ?
F215 C215 C214 120.0(3) . . ?
F215 C215 C216 120.9(3) . . ?
C214 C215 C216 119.0(3) . . ?
F216 C216 C215 115.4(3) . . ?
F216 C216 C211 119.3(3) . . ?
C215 C216 C211 125.2(3) . . ?
C222 C221 C226 111.9(3) . . ?
C222 C221 B2 127.5(3) . . ?
C226 C221 B2 120.3(3) . . ?
F222 C222 C223 113.8(3) . . ?
F222 C222 C221 120.8(3) . . ?
C223 C222 C221 125.3(3) . . ?
F223 C223 C222 120.8(3) . . ?
F223 C223 C224 119.3(3) . . ?
C222 C223 C224 119.9(3) . . ?
F224 C224 C223 120.9(3) . . ?
F224 C224 C225 121.0(3) . . ?
C223 C224 C225 118.0(3) . . ?
F225 C225 C226 121.1(3) . . ?
F225 C225 C224 118.9(3) . . ?
C226 C225 C224 120.0(3) . . ?
F226 C226 C225 115.6(3) . . ?
F226 C226 C221 119.6(3) . . ?
C225 C226 C221 124.8(3) . . ?
C238 C231 C232 105.0(3) . . ?
C238 C231 B2 131.2(3) . . ?
C232 C231 B2 123.5(3) . . ?
C233 C232 C237 117.9(3) . . ?
C233 C232 C231 133.2(3) . . ?
C237 C232 C231 108.9(3) . . ?
C234 C233 C232 119.7(3) . . ?
C234 C233 H23A 120.1 . . ?
C232 C233 H23A 120.1 . . ?
C233 C234 C235 121.0(3) . . ?
C233 C234 H23B 119.5 . . ?
C235 C234 H23B 119.5 . . ?
C236 C235 C234 121.3(3) . . ?
C236 C235 H23C 119.4 . . ?
C234 C235 H23C 119.4 . . ?
C235 C236 C237 117.5(3) . . ?
C235 C236 H23D 121.3 . . ?
C237 C236 H23D 121.3 . . ?
N2 C237 C236 130.2(3) . . ?
N2 C237 C232 107.1(3) . . ?
C236 C237 C232 122.7(3) . . ?
C231 C238 N2 110.2(3) . . ?
C231 C238 C241 132.9(3) . . ?
N2 C238 C241 116.8(3) . . ?
N2 C239 C251 114.4(2) . . ?
N2 C239 H23E 108.7 . . ?
C251 C239 H23E 108.7 . . ?
N2 C239 H23F 108.7 . . ?
C251 C239 H23F 108.7 . . ?
H23E C239 H23F 107.6 . . ?
C246 C241 C242 118.0(3) . . ?
C246 C241 C238 122.9(3) . . ?
C242 C241 C238 119.2(3) . . ?
C243 C242 C241 121.0(3) . . ?
C243 C242 H24A 119.5 . . ?
C241 C242 H24A 119.5 . . ?
C244 C243 C242 120.6(3) . . ?
C244 C243 H24B 119.7 . . ?
C242 C243 H24B 119.7 . . ?
C243 C244 C245 119.2(3) . . ?
C243 C244 H24C 120.4 . . ?
C245 C244 H24C 120.4 . . ?
C244 C245 C246 120.6(3) . . ?
C244 C245 H24D 119.7 . . ?
C246 C245 H24D 119.7 . . ?
C245 C246 C241 120.5(3) . . ?
C245 C246 H24E 119.7 . . ?
C241 C246 H24E 119.7 . . ?
C256 C251 C252 117.8(3) . . ?
C256 C251 C239 120.1(3) . . ?
C252 C251 C239 122.0(3) . . ?
C253 C252 C251 120.6(3) . . ?
C253 C252 H25A 119.7 . . ?
C251 C252 H25A 119.7 . . ?
C254 C253 C252 120.2(3) . . ?
C254 C253 H25B 119.9 . . ?
C252 C253 H25B 119.9 . . ?
C255 C254 C253 120.1(3) . . ?
C255 C254 H25C 120.0 . . ?
C253 C254 H25C 120.0 . . ?
C254 C255 C256 119.8(3) . . ?
C254 C255 H25D 120.1 . . ?
C256 C255 H25D 120.1 . . ?
C251 C256 C255 121.5(3) . . ?
C251 C256 H25E 119.2 . . ?
C255 C256 H25E 119.2 . . ?
C13 N10 C17 120.4(3) . . ?
C13 N10 H11 107.2 . . ?
C17 N10 H11 107.2 . . ?
C13 N10 H12 107.2 . . ?
C17 N10 H12 107.2 . . ?
H11 N10 H12 106.8 . . ?
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 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C12 C13 C11 109.0(3) . . ?
C12 C13 C14 113.1(3) . . ?
C11 C13 C14 110.2(3) . . ?
C12 C13 N10 110.7(3) . . ?
C11 C13 N10 105.8(3) . . ?
C14 C13 N10 107.8(3) . . ?
C15 C14 C13 114.0(3) . . ?
C15 C14 H14F 108.8 . . ?
C13 C14 H14F 108.8 . . ?
C15 C14 H14G 108.8 . . ?
C13 C14 H14G 108.8 . . ?
H14F C14 H14G 107.7 . . ?
C14 C15 C16 109.5(3) . . ?
C14 C15 H15F 109.8 . . ?
C16 C15 H15F 109.8 . . ?
C14 C15 H15G 109.8 . . ?
C16 C15 H15G 109.8 . . ?
H15F C15 H15G 108.2 . . ?
C15 C16 C17 114.3(3) . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C17 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C19 109.0(4) . . ?
C18 C17 C16 113.7(3) . . ?
C19 C17 C16 110.6(3) . . ?
C18 C17 N10 109.5(3) . . ?
C19 C17 N10 106.8(3) . . ?
C16 C17 N10 107.0(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C27 N20 C23 121.7(3) . . ?
C27 N20 H21 106.9 . . ?
C23 N20 H21 106.9 . . ?
C27 N20 H22 106.9 . . ?
C23 N20 H22 106.9 . . ?
H21 N20 H22 106.7 . . ?
C23 C21 H21A 109.5 . . ?
C23 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C23 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 . . ?
C21 C23 C22 111.3(4) . . ?
C21 C23 C24 114.2(4) . . ?
C22 C23 C24 108.3(4) . . ?
C21 C23 N20 110.2(3) . . ?
C22 C23 N20 104.8(3) . . ?
C24 C23 N20 107.6(3) . . ?
C25 C24 C23 113.5(3) . . ?
C25 C24 H24F 108.9 . . ?
C23 C24 H24F 108.9 . . ?
C25 C24 H24G 108.9 . . ?
C23 C24 H24G 108.9 . . ?
H24F C24 H24G 107.7 . . ?
C24 C25 C26 109.6(3) . . ?
C24 C25 H25F 109.8 . . ?
C26 C25 H25F 109.8 . . ?
C24 C25 H25G 109.8 . . ?
C26 C25 H25G 109.8 . . ?
H25F C25 H25G 108.2 . . ?
C27 C26 C25 113.5(3) . . ?
C27 C26 H26A 108.9 . . ?
C25 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C26 113.8(3) . . ?
C28 C27 C29 108.6(3) . . ?
C26 C27 C29 110.2(3) . . ?
C28 C27 N20 109.2(3) . . ?
C26 C27 N20 108.4(3) . . ?
C29 C27 N20 106.3(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl12 C10 Cl11 111.5(3) . . ?
Cl12 C10 H10A 109.3 . . ?
Cl11 C10 H10A 109.3 . . ?
Cl12 C10 H10B 109.3 . . ?
Cl11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
Cl22 C20 Cl21 112.5(3) . . ?
Cl22 C20 H20A 109.1 . . ?
Cl21 C20 H20A 109.1 . . ?
Cl22 C20 H20B 109.1 . . ?
Cl21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?

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
C131 B1 C101 C106 8.9(5) . . . . ?
C121 B1 C101 C106 -112.8(4) . . . . ?
C111 B1 C101 C106 125.4(4) . . . . ?
C131 B1 C101 C102 -180.0(3) . . . . ?
C121 B1 C101 C102 58.3(4) . . . . ?
C111 B1 C101 C102 -63.5(4) . . . . ?
C106 C101 C102 F102 179.0(3) . . . . ?
B1 C101 C102 F102 6.5(4) . . . . ?
C106 C101 C102 C103 -1.4(5) . . . . ?
B1 C101 C102 C103 -173.8(3) . . . . ?
F102 C102 C103 F103 -1.3(5) . . . . ?
C101 C102 C103 F103 179.0(3) . . . . ?
F102 C102 C103 C104 179.1(3) . . . . ?
C101 C102 C103 C104 -0.5(6) . . . . ?
F103 C103 C104 F104 0.5(5) . . . . ?
C102 C103 C104 F104 -180.0(3) . . . . ?
F103 C103 C104 C105 -178.0(3) . . . . ?
C102 C103 C104 C105 1.5(6) . . . . ?
F104 C104 C105 F105 -0.6(6) . . . . ?
C103 C104 C105 F105 177.9(3) . . . . ?
F104 C104 C105 C106 -179.1(3) . . . . ?
C103 C104 C105 C106 -0.6(6) . . . . ?
C104 C105 C106 F106 176.0(3) . . . . ?
F105 C105 C106 F106 -2.5(5) . . . . ?
C104 C105 C106 C101 -1.5(6) . . . . ?
F105 C105 C106 C101 180.0(3) . . . . ?
C102 C101 C106 F106 -175.0(3) . . . . ?
B1 C101 C106 F106 -3.4(5) . . . . ?
C102 C101 C106 C105 2.4(5) . . . . ?
B1 C101 C106 C105 174.0(3) . . . . ?
C131 B1 C111 C116 -58.7(4) . . . . ?
C121 B1 C111 C116 63.3(4) . . . . ?
C101 B1 C111 C116 177.2(3) . . . . ?
C131 B1 C111 C112 110.0(4) . . . . ?
C121 B1 C111 C112 -128.0(4) . . . . ?
C101 B1 C111 C112 -14.1(5) . . . . ?
C116 C111 C112 F112 178.0(3) . . . . ?
B1 C111 C112 F112 8.5(5) . . . . ?
C116 C111 C112 C113 -0.1(5) . . . . ?
B1 C111 C112 C113 -169.7(4) . . . . ?
F112 C112 C113 F113 1.6(5) . . . . ?
C111 C112 C113 F113 179.8(3) . . . . ?
F112 C112 C113 C114 -177.1(3) . . . . ?
C111 C112 C113 C114 1.2(6) . . . . ?
F113 C113 C114 F114 -0.1(6) . . . . ?
C112 C113 C114 F114 178.5(3) . . . . ?
F113 C113 C114 C115 179.8(3) . . . . ?
C112 C113 C114 C115 -1.5(6) . . . . ?
F114 C114 C115 F115 -1.0(5) . . . . ?
C113 C114 C115 F115 179.0(3) . . . . ?
F114 C114 C115 C116 -179.2(3) . . . . ?
C113 C114 C115 C116 0.8(6) . . . . ?
F115 C115 C116 F116 1.8(5) . . . . ?
C114 C115 C116 F116 180.0(3) . . . . ?
F115 C115 C116 C111 -177.9(3) . . . . ?
C114 C115 C116 C111 0.3(6) . . . . ?
C112 C111 C116 F116 179.7(3) . . . . ?
B1 C111 C116 F116 -9.9(5) . . . . ?
C112 C111 C116 C115 -0.6(5) . . . . ?
B1 C111 C116 C115 169.7(3) . . . . ?
C131 B1 C121 C122 123.0(4) . . . . ?
C101 B1 C121 C122 -113.2(4) . . . . ?
C111 B1 C121 C122 6.6(5) . . . . ?
C131 B1 C121 C126 -62.3(4) . . . . ?
C101 B1 C121 C126 61.4(4) . . . . ?
C111 B1 C121 C126 -178.7(3) . . . . ?
C126 C121 C122 F122 -175.9(3) . . . . ?
B1 C121 C122 F122 -1.0(6) . . . . ?
C126 C121 C122 C123 2.1(5) . . . . ?
B1 C121 C122 C123 177.0(4) . . . . ?
F122 C122 C123 F123 -1.3(5) . . . . ?
C121 C122 C123 F123 -179.4(3) . . . . ?
F122 C122 C123 C124 178.6(3) . . . . ?
C121 C122 C123 C124 0.5(6) . . . . ?
F123 C123 C124 F124 -1.2(6) . . . . ?
C122 C123 C124 F124 178.9(3) . . . . ?
F123 C123 C124 C125 177.6(4) . . . . ?
C122 C123 C124 C125 -2.2(6) . . . . ?
F124 C124 C125 F125 -0.3(6) . . . . ?
C123 C124 C125 F125 -179.2(3) . . . . ?
F124 C124 C125 C126 -180.0(3) . . . . ?
C123 C124 C125 C126 1.2(6) . . . . ?
F125 C125 C126 F126 2.5(5) . . . . ?
C124 C125 C126 F126 -177.8(3) . . . . ?
F125 C125 C126 C121 -178.0(3) . . . . ?
C124 C125 C126 C121 1.7(6) . . . . ?
C122 C121 C126 F126 176.3(3) . . . . ?
B1 C121 C126 F126 0.8(5) . . . . ?
C122 C121 C126 C125 -3.2(5) . . . . ?
B1 C121 C126 C125 -178.7(3) . . . . ?
C121 B1 C131 C138 -8.4(5) . . . . ?
C101 B1 C131 C138 -123.8(4) . . . . ?
C111 B1 C131 C138 114.7(4) . . . . ?
C121 B1 C131 C132 -179.7(3) . . . . ?
C101 B1 C131 C132 64.9(4) . . . . ?
C111 B1 C131 C132 -56.6(4) . . . . ?
C138 C131 C132 C137 -0.5(3) . . . . ?
B1 C131 C132 C137 172.8(3) . . . . ?
C138 C131 C132 C133 179.2(3) . . . . ?
B1 C131 C132 C133 -7.4(5) . . . . ?
C137 C132 C133 C134 -0.8(5) . . . . ?
C131 C132 C133 C134 179.5(3) . . . . ?
C132 C133 C134 C135 1.2(5) . . . . ?
C133 C134 C135 C136 -0.2(5) . . . . ?
C134 C135 C136 C137 -1.1(5) . . . . ?
C138 N1 C137 C132 -0.8(3) . . . . ?
C139 N1 C137 C132 -167.3(3) . . . . ?
C138 N1 C137 C136 -179.1(3) . . . . ?
C139 N1 C137 C136 14.4(5) . . . . ?
C133 C132 C137 N1 -179.0(3) . . . . ?
C131 C132 C137 N1 0.8(3) . . . . ?
C133 C132 C137 C136 -0.6(5) . . . . ?
C131 C132 C137 C136 179.2(3) . . . . ?
C135 C136 C137 N1 179.6(3) . . . . ?
C135 C136 C137 C132 1.5(5) . . . . ?
C132 C131 C138 N1 0.0(4) . . . . ?
B1 C131 C138 N1 -172.4(3) . . . . ?
C132 C131 C138 C141 -175.7(3) . . . . ?
B1 C131 C138 C141 11.9(6) . . . . ?
C137 N1 C138 C131 0.5(4) . . . . ?
C139 N1 C138 C131 166.5(3) . . . . ?
C137 N1 C138 C141 176.9(3) . . . . ?
C139 N1 C138 C141 -17.1(5) . . . . ?
C137 N1 C139 C151 83.1(4) . . . . ?
C138 N1 C139 C151 -80.9(4) . . . . ?
C131 C138 C141 C142 104.8(5) . . . . ?
N1 C138 C141 C142 -70.7(4) . . . . ?
C131 C138 C141 C146 -74.2(5) . . . . ?
N1 C138 C141 C146 110.3(4) . . . . ?
C146 C141 C142 C143 1.4(6) . . . . ?
C138 C141 C142 C143 -177.6(3) . . . . ?
C141 C142 C143 C144 -0.9(6) . . . . ?
C142 C143 C144 C145 -0.4(6) . . . . ?
C143 C144 C145 C146 1.0(6) . . . . ?
C144 C145 C146 C141 -0.5(6) . . . . ?
C142 C141 C146 C145 -0.7(6) . . . . ?
C138 C141 C146 C145 178.2(3) . . . . ?
N1 C139 C151 C156 24.1(5) . . . . ?
N1 C139 C151 C152 -159.1(3) . . . . ?
C156 C151 C152 C153 2.1(6) . . . . ?
C139 C151 C152 C153 -174.8(4) . . . . ?
C151 C152 C153 C154 -0.3(7) . . . . ?
C152 C153 C154 C155 -1.9(7) . . . . ?
C153 C154 C155 C156 2.3(6) . . . . ?
C154 C155 C156 C151 -0.4(6) . . . . ?
C152 C151 C156 C155 -1.7(5) . . . . ?
C139 C151 C156 C155 175.1(3) . . . . ?
C231 B2 C201 C202 -5.9(5) . . . . ?
C211 B2 C201 C202 114.8(3) . . . . ?
C221 B2 C201 C202 -123.6(3) . . . . ?
C231 B2 C201 C206 -177.0(3) . . . . ?
C211 B2 C201 C206 -56.3(3) . . . . ?
C221 B2 C201 C206 65.3(4) . . . . ?
C206 C201 C202 C203 -0.6(5) . . . . ?
B2 C201 C202 C203 -172.3(3) . . . . ?
C206 C201 C202 F202 175.6(3) . . . . ?
B2 C201 C202 F202 3.9(5) . . . . ?
F202 C202 C203 F203 3.5(5) . . . . ?
C201 C202 C203 F203 179.9(3) . . . . ?
F202 C202 C203 C204 -175.4(3) . . . . ?
C201 C202 C203 C204 1.0(6) . . . . ?
C202 C203 C204 F204 179.8(3) . . . . ?
F203 C203 C204 F204 0.9(5) . . . . ?
C202 C203 C204 C205 0.8(6) . . . . ?
F203 C203 C204 C205 -178.1(3) . . . . ?
F204 C204 C205 F205 -2.5(6) . . . . ?
C203 C204 C205 F205 176.5(3) . . . . ?
F204 C204 C205 C206 178.1(3) . . . . ?
C203 C204 C205 C206 -2.9(6) . . . . ?
C204 C205 C206 F206 -177.3(3) . . . . ?
F205 C205 C206 F206 3.3(5) . . . . ?
C204 C205 C206 C201 3.5(6) . . . . ?
F205 C205 C206 C201 -175.9(3) . . . . ?
C202 C201 C206 F206 179.2(3) . . . . ?
B2 C201 C206 F206 -8.2(4) . . . . ?
C202 C201 C206 C205 -1.6(5) . . . . ?
B2 C201 C206 C205 171.0(3) . . . . ?
C231 B2 C211 C212 -122.6(3) . . . . ?
C201 B2 C211 C212 113.9(3) . . . . ?
C221 B2 C211 C212 -4.5(4) . . . . ?
C231 B2 C211 C216 63.7(4) . . . . ?
C201 B2 C211 C216 -59.8(3) . . . . ?
C221 B2 C211 C216 -178.2(3) . . . . ?
C216 C211 C212 F212 177.5(3) . . . . ?
B2 C211 C212 F212 3.5(5) . . . . ?
C216 C211 C212 C213 -2.0(5) . . . . ?
B2 C211 C212 C213 -176.0(3) . . . . ?
F212 C212 C213 F213 -0.8(5) . . . . ?
C211 C212 C213 F213 178.7(3) . . . . ?
F212 C212 C213 C214 -180.0(3) . . . . ?
C211 C212 C213 C214 -0.4(5) . . . . ?
F213 C213 C214 F214 1.7(5) . . . . ?
C212 C213 C214 F214 -179.2(3) . . . . ?
F213 C213 C214 C215 -177.6(3) . . . . ?
C212 C213 C214 C215 1.5(5) . . . . ?
F214 C214 C215 F215 -0.1(5) . . . . ?
C213 C214 C215 F215 179.2(3) . . . . ?
F214 C214 C215 C216 -179.3(3) . . . . ?
C213 C214 C215 C216 0.0(5) . . . . ?
F215 C215 C216 F216 -1.3(4) . . . . ?
C214 C215 C216 F216 177.9(3) . . . . ?
F215 C215 C216 C211 178.0(3) . . . . ?
C214 C215 C216 C211 -2.8(5) . . . . ?
C212 C211 C216 F216 -177.0(3) . . . . ?
B2 C211 C216 F216 -2.4(4) . . . . ?
C212 C211 C216 C215 3.7(5) . . . . ?
B2 C211 C216 C215 178.3(3) . . . . ?
C231 B2 C221 C222 -115.6(3) . . . . ?
C211 B2 C221 C222 122.0(3) . . . . ?
C201 B2 C221 C222 9.2(4) . . . . ?
C231 B2 C221 C226 57.2(4) . . . . ?
C211 B2 C221 C226 -65.3(4) . . . . ?
C201 B2 C221 C226 -178.0(3) . . . . ?
C226 C221 C222 F222 -175.1(3) . . . . ?
B2 C221 C222 F222 -1.8(5) . . . . ?
C226 C221 C222 C223 1.3(5) . . . . ?
B2 C221 C222 C223 174.6(3) . . . . ?
F222 C222 C223 F223 -3.7(4) . . . . ?
C221 C222 C223 F223 179.7(3) . . . . ?
F222 C222 C223 C224 174.4(3) . . . . ?
C221 C222 C223 C224 -2.2(5) . . . . ?
F223 C223 C224 F224 0.1(5) . . . . ?
C222 C223 C224 F224 -178.1(3) . . . . ?
F223 C223 C224 C225 178.9(3) . . . . ?
C222 C223 C224 C225 0.7(5) . . . . ?
F224 C224 C225 F225 -0.5(5) . . . . ?
C223 C224 C225 F225 -179.3(3) . . . . ?
F224 C224 C225 C226 -179.8(3) . . . . ?
C223 C224 C225 C226 1.4(5) . . . . ?
F225 C225 C226 F226 -1.7(4) . . . . ?
C224 C225 C226 F226 177.6(3) . . . . ?
F225 C225 C226 C221 178.3(3) . . . . ?
C224 C225 C226 C221 -2.3(5) . . . . ?
C222 C221 C226 F226 -179.0(3) . . . . ?
B2 C221 C226 F226 7.1(4) . . . . ?
C222 C221 C226 C225 1.0(5) . . . . ?
B2 C221 C226 C225 -172.9(3) . . . . ?
C211 B2 C231 C238 7.1(5) . . . . ?
C201 B2 C231 C238 121.5(4) . . . . ?
C221 B2 C231 C238 -117.2(3) . . . . ?
C211 B2 C231 C232 -179.9(3) . . . . ?
C201 B2 C231 C232 -65.4(4) . . . . ?
C221 B2 C231 C232 55.8(4) . . . . ?
C238 C231 C232 C233 -179.4(3) . . . . ?
B2 C231 C232 C233 6.0(5) . . . . ?
C238 C231 C232 C237 0.3(3) . . . . ?
B2 C231 C232 C237 -174.3(3) . . . . ?
C237 C232 C233 C234 0.1(4) . . . . ?
C231 C232 C233 C234 179.8(3) . . . . ?
C232 C233 C234 C235 -0.8(5) . . . . ?
C233 C234 C235 C236 0.9(5) . . . . ?
C234 C235 C236 C237 -0.3(5) . . . . ?
C238 N2 C237 C236 179.3(3) . . . . ?
C239 N2 C237 C236 -13.9(5) . . . . ?
C238 N2 C237 C232 0.7(3) . . . . ?
C239 N2 C237 C232 167.5(3) . . . . ?
C235 C236 C237 N2 -178.7(3) . . . . ?
C235 C236 C237 C232 -0.3(5) . . . . ?
C233 C232 C237 N2 179.1(3) . . . . ?
C231 C232 C237 N2 -0.6(3) . . . . ?
C233 C232 C237 C236 0.4(5) . . . . ?
C231 C232 C237 C236 -179.3(3) . . . . ?
C232 C231 C238 N2 0.2(3) . . . . ?
B2 C231 C238 N2 174.1(3) . . . . ?
C232 C231 C238 C241 175.8(3) . . . . ?
B2 C231 C238 C241 -10.2(6) . . . . ?
C237 N2 C238 C231 -0.6(3) . . . . ?
C239 N2 C238 C231 -167.2(3) . . . . ?
C237 N2 C238 C241 -177.0(3) . . . . ?
C239 N2 C238 C241 16.4(4) . . . . ?
C237 N2 C239 C251 -85.4(4) . . . . ?
C238 N2 C239 C251 79.2(4) . . . . ?
C231 C238 C241 C246 71.5(5) . . . . ?
N2 C238 C241 C246 -113.1(3) . . . . ?
C231 C238 C241 C242 -109.0(4) . . . . ?
N2 C238 C241 C242 66.4(4) . . . . ?
C246 C241 C242 C243 -1.3(5) . . . . ?
C238 C241 C242 C243 179.2(3) . . . . ?
C241 C242 C243 C244 0.0(5) . . . . ?
C242 C243 C244 C245 0.9(5) . . . . ?
C243 C244 C245 C246 -0.6(5) . . . . ?
C244 C245 C246 C241 -0.7(5) . . . . ?
C242 C241 C246 C245 1.6(5) . . . . ?
C238 C241 C246 C245 -178.9(3) . . . . ?
N2 C239 C251 C256 160.5(3) . . . . ?
N2 C239 C251 C252 -22.3(5) . . . . ?
C256 C251 C252 C253 1.2(5) . . . . ?
C239 C251 C252 C253 -176.0(3) . . . . ?
C251 C252 C253 C254 -0.4(6) . . . . ?
C252 C253 C254 C255 -0.1(6) . . . . ?
C253 C254 C255 C256 -0.3(6) . . . . ?
C252 C251 C256 C255 -1.6(5) . . . . ?
C239 C251 C256 C255 175.7(3) . . . . ?
C254 C255 C256 C251 1.1(6) . . . . ?
C17 N10 C13 C12 77.4(4) . . . . ?
C17 N10 C13 C11 -164.7(3) . . . . ?
C17 N10 C13 C14 -46.8(4) . . . . ?
C12 C13 C14 C15 -71.6(4) . . . . ?
C11 C13 C14 C15 166.1(3) . . . . ?
N10 C13 C14 C15 51.1(4) . . . . ?
C13 C14 C15 C16 -59.0(4) . . . . ?
C14 C15 C16 C17 59.6(4) . . . . ?
C15 C16 C17 C18 70.0(4) . . . . ?
C15 C16 C17 C19 -167.0(3) . . . . ?
C15 C16 C17 N10 -51.1(4) . . . . ?
C13 N10 C17 C18 -76.9(4) . . . . ?
C13 N10 C17 C19 165.2(3) . . . . ?
C13 N10 C17 C16 46.8(4) . . . . ?
C27 N20 C23 C21 -82.2(4) . . . . ?
C27 N20 C23 C22 158.0(4) . . . . ?
C27 N20 C23 C24 42.9(5) . . . . ?
C21 C23 C24 C25 72.7(5) . . . . ?
C22 C23 C24 C25 -162.7(3) . . . . ?
N20 C23 C24 C25 -50.0(5) . . . . ?
C23 C24 C25 C26 61.1(4) . . . . ?
C24 C25 C26 C27 -60.7(4) . . . . ?
C25 C26 C27 C28 -72.3(4) . . . . ?
C25 C26 C27 C29 165.5(3) . . . . ?
C25 C26 C27 N20 49.4(4) . . . . ?
C23 N20 C27 C28 81.6(4) . . . . ?
C23 N20 C27 C26 -42.9(5) . . . . ?
C23 N20 C27 C29 -161.4(4) . . . . ?

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_o2712
_database_code_depnum_ccdc_archive 'CCDC 1518476'
_audit_update_record             
;
2016-11-22 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H19 N O'
_chemical_formula_sum            'C22 H19 N O'
_chemical_formula_weight         313.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   18.053(3)
_cell_length_b                   9.2454(13)
_cell_length_c                   19.716(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3290.6(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2418
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      20.04

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_absorpt_correction_T_min  0.4056
_exptl_absorpt_correction_T_max  1.0000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            29390
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.066
_diffrn_reflns_theta_max         27.876
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3919
_reflns_number_gt                2801
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and local programs'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0279P)²+1.0059P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3919
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1003
_refine_ls_wR_factor_gt          0.0882
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.14472(7) 0.39555(12) 0.48898(5) 0.0392(3) Uani 1 1 d . . . . .
N1 N 0.09357(7) 0.83141(13) 0.23820(6) 0.0270(3) Uani 1 1 d . . . . .
C1 C 0.11428(8) 0.96285(16) 0.26512(7) 0.0275(3) Uani 1 1 d . . . . .
C2 C 0.09357(9) 1.02566(17) 0.32649(8) 0.0328(4) Uani 1 1 d . . . . .
H2A H 0.0618 0.9770 0.3574 0.039 Uiso 1 1 calc R U . . .
C3 C 0.12121(10) 1.16170(18) 0.34044(8) 0.0392(4) Uani 1 1 d . . . . .
H3A H 0.1083 1.2077 0.3819 0.047 Uiso 1 1 calc R U . . .
C4 C 0.16770(10) 1.23279(18) 0.29480(9) 0.0423(4) Uani 1 1 d . . . . .
H4A H 0.1852 1.3270 0.3055 0.051 Uiso 1 1 calc R U . . .
C5 C 0.18879(9) 1.16969(17) 0.23468(9) 0.0380(4) Uani 1 1 d . . . . .
H5A H 0.2210 1.2190 0.2044 0.046 Uiso 1 1 calc R U . . .
C6 C 0.16202(8) 1.03117(16) 0.21875(8) 0.0302(3) Uani 1 1 d . . . . .
C7 C 0.16941(8) 0.93543(16) 0.16264(8) 0.0307(3) Uani 1 1 d . . . . .
H7A H 0.1985 0.9520 0.1232 0.037 Uiso 1 1 calc R U . . .
C8 C 0.12735(8) 0.81551(16) 0.17534(7) 0.0272(3) Uani 1 1 d . . . . .
C9 C 0.11636(8) 0.68837(17) 0.13161(7) 0.0288(3) Uani 1 1 d . . . . .
C10 C 0.10354(9) 0.71093(19) 0.06260(8) 0.0374(4) Uani 1 1 d . . . . .
H10A H 0.1019 0.8068 0.0453 0.045 Uiso 1 1 calc R U . . .
C11 C 0.09323(10) 0.5955(2) 0.01913(9) 0.0471(5) Uani 1 1 d . . . . .
H11A H 0.0842 0.6124 -0.0277 0.057 Uiso 1 1 calc R U . . .
C12 C 0.09606(10) 0.4555(2) 0.04351(9) 0.0466(5) Uani 1 1 d . . . . .
H12A H 0.0883 0.3762 0.0137 0.056 Uiso 1 1 calc R U . . .
C13 C 0.11021(9) 0.43161(19) 0.11143(9) 0.0397(4) Uani 1 1 d . . . . .
H13A H 0.1131 0.3354 0.1281 0.048 Uiso 1 1 calc R U . . .
C14 C 0.12025(9) 0.54675(17) 0.15533(8) 0.0330(4) Uani 1 1 d . . . . .
H14A H 0.1299 0.5290 0.2020 0.040 Uiso 1 1 calc R U . . .
C15 C 0.03958(8) 0.73679(16) 0.27003(7) 0.0285(3) Uani 1 1 d . . . . .
H15A H 0.0204 0.6684 0.2356 0.034 Uiso 1 1 calc R U . . .
H15B H -0.0026 0.7959 0.2862 0.034 Uiso 1 1 calc R U . . .
C16 C 0.07051(8) 0.65143(15) 0.32916(7) 0.0258(3) Uani 1 1 d . . . . .
C17 C 0.14524(8) 0.64886(16) 0.34461(7) 0.0283(3) Uani 1 1 d . . . . .
H17A H 0.1785 0.7053 0.3183 0.034 Uiso 1 1 calc R U . . .
C18 C 0.17288(8) 0.56564(16) 0.39771(7) 0.0297(3) Uani 1 1 d . . . . .
H18A H 0.2244 0.5652 0.4075 0.036 Uiso 1 1 calc R U . . .
C19 C 0.12459(9) 0.48371(15) 0.43600(7) 0.0292(3) Uani 1 1 d . . . . .
C20 C 0.04922(9) 0.48633(16) 0.42154(7) 0.0317(4) Uani 1 1 d . . . . .
H20A H 0.0159 0.4306 0.4481 0.038 Uiso 1 1 calc R U . . .
C21 C 0.02262(8) 0.56911(16) 0.36898(7) 0.0296(3) Uani 1 1 d . . . . .
H21A H -0.0290 0.5702 0.3597 0.035 Uiso 1 1 calc R U . . .
C22 C 0.22206(10) 0.37567(19) 0.49976(9) 0.0443(4) Uani 1 1 d . . . . .
H22A H 0.2449 0.3386 0.4582 0.066 Uiso 1 1 calc R U . . .
H22B H 0.2297 0.3063 0.5367 0.066 Uiso 1 1 calc R U . . .
H22C H 0.2448 0.4685 0.5118 0.066 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.3739(17) . ?
O1 C22 1.424(2) . ?
N1 C1 1.3778(18) . ?
N1 C8 1.3891(18) . ?
N1 C15 1.4522(18) . ?
C1 C2 1.393(2) . ?
C1 C6 1.406(2) . ?
C2 C3 1.381(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.395(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.375(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.404(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.423(2) . ?
C7 C8 1.367(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.471(2) . ?
C9 C14 1.392(2) . ?
C9 C10 1.396(2) . ?
C10 C11 1.381(2) . ?
C10 H10A 0.9500 . ?
C11 C12 1.381(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.381(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.384(2) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.514(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.383(2) . ?
C16 C21 1.394(2) . ?
C17 C18 1.392(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.380(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.390(2) . ?
C20 C21 1.375(2) . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C19 O1 C22 116.70(13) . . ?
C1 N1 C8 108.53(12) . . ?
C1 N1 C15 123.16(12) . . ?
C8 N1 C15 128.06(12) . . ?
N1 C1 C2 129.00(14) . . ?
N1 C1 C6 108.19(13) . . ?
C2 C1 C6 122.81(14) . . ?
C3 C2 C1 117.10(16) . . ?
C3 C2 H2A 121.4 . . ?
C1 C2 H2A 121.4 . . ?
C2 C3 C4 121.21(16) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C3 121.52(15) . . ?
C5 C4 H4A 119.2 . . ?
C3 C4 H4A 119.2 . . ?
C4 C5 C6 118.98(16) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C5 C6 C1 118.37(15) . . ?
C5 C6 C7 135.14(15) . . ?
C1 C6 C7 106.47(13) . . ?
C8 C7 C6 108.06(13) . . ?
C8 C7 H7A 126.0 . . ?
C6 C7 H7A 126.0 . . ?
C7 C8 N1 108.75(13) . . ?
C7 C8 C9 127.99(14) . . ?
N1 C8 C9 123.25(13) . . ?
C14 C9 C10 118.45(15) . . ?
C14 C9 C8 123.21(13) . . ?
C10 C9 C8 118.31(14) . . ?
C11 C10 C9 120.78(16) . . ?
C11 C10 H10A 119.6 . . ?
C9 C10 H10A 119.6 . . ?
C10 C11 C12 120.18(16) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C13 C12 C11 119.63(16) . . ?
C13 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
C12 C13 C14 120.49(17) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C13 C14 C9 120.44(15) . . ?
C13 C14 H14A 119.8 . . ?
C9 C14 H14A 119.8 . . ?
N1 C15 C16 113.52(12) . . ?
N1 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
N1 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C21 118.13(14) . . ?
C17 C16 C15 122.55(13) . . ?
C21 C16 C15 119.30(13) . . ?
C16 C17 C18 121.65(14) . . ?
C16 C17 H17A 119.2 . . ?
C18 C17 H17A 119.2 . . ?
C19 C18 C17 119.25(14) . . ?
C19 C18 H18A 120.4 . . ?
C17 C18 H18A 120.4 . . ?
O1 C19 C18 125.07(14) . . ?
O1 C19 C20 115.15(13) . . ?
C18 C19 C20 119.77(14) . . ?
C21 C20 C19 120.40(14) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C16 120.78(14) . . ?
C20 C21 H21A 119.6 . . ?
C16 C21 H21A 119.6 . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
C8 N1 C1 C2 179.18(15) . . . . ?
C15 N1 C1 C2 4.5(2) . . . . ?
C8 N1 C1 C6 -0.13(16) . . . . ?
C15 N1 C1 C6 -174.83(13) . . . . ?
N1 C1 C2 C3 -178.31(14) . . . . ?
C6 C1 C2 C3 0.9(2) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C2 C3 C4 C5 -1.0(2) . . . . ?
C3 C4 C5 C6 0.8(2) . . . . ?
C4 C5 C6 C1 0.3(2) . . . . ?
C4 C5 C6 C7 177.97(16) . . . . ?
N1 C1 C6 C5 178.23(13) . . . . ?
C2 C1 C6 C5 -1.1(2) . . . . ?
N1 C1 C6 C7 -0.08(16) . . . . ?
C2 C1 C6 C7 -179.44(14) . . . . ?
C5 C6 C7 C8 -177.63(17) . . . . ?
C1 C6 C7 C8 0.26(16) . . . . ?
C6 C7 C8 N1 -0.35(17) . . . . ?
C6 C7 C8 C9 178.77(14) . . . . ?
C1 N1 C8 C7 0.30(16) . . . . ?
C15 N1 C8 C7 174.67(13) . . . . ?
C1 N1 C8 C9 -178.87(13) . . . . ?
C15 N1 C8 C9 -4.5(2) . . . . ?
C7 C8 C9 C14 134.14(17) . . . . ?
N1 C8 C9 C14 -46.9(2) . . . . ?
C7 C8 C9 C10 -44.0(2) . . . . ?
N1 C8 C9 C10 135.05(15) . . . . ?
C14 C9 C10 C11 1.5(2) . . . . ?
C8 C9 C10 C11 179.67(15) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C11 C12 C13 C14 1.2(3) . . . . ?
C12 C13 C14 C9 -0.1(2) . . . . ?
C10 C9 C14 C13 -1.2(2) . . . . ?
C8 C9 C14 C13 -179.26(15) . . . . ?
C1 N1 C15 C16 -78.33(17) . . . . ?
C8 N1 C15 C16 108.05(16) . . . . ?
N1 C15 C16 C17 -8.79(19) . . . . ?
N1 C15 C16 C21 172.74(12) . . . . ?
C21 C16 C17 C18 0.8(2) . . . . ?
C15 C16 C17 C18 -177.69(13) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C22 O1 C19 C18 -7.4(2) . . . . ?
C22 O1 C19 C20 172.23(13) . . . . ?
C17 C18 C19 O1 179.01(13) . . . . ?
C17 C18 C19 C20 -0.6(2) . . . . ?
O1 C19 C20 C21 -179.10(13) . . . . ?
C18 C19 C20 C21 0.5(2) . . . . ?
C19 C20 C21 C16 0.2(2) . . . . ?
C17 C16 C21 C20 -0.8(2) . . . . ?
C15 C16 C21 C20 177.68(13) . . . . ?

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.038

_shelxl_version_number           2013-4

