# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2011

data_publication_text
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_publ_contact_author_name        'Cui-Hua Zhao'
_publ_contact_author_address     
"School of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China"
_publ_contact_author_email       chzhao@sdu.edu.cn
_publ_contact_author_phone       86-531-88364464
_publ_contact_author_fax         86-531-88564464
loop_
_publ_author_name
_publ_author_address
'Cui-Hua Zhao'
"School of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China"
'Yi-Hong Zhao'
"School of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China"
'Hong Pan'
"School of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China"
'Guang-Liang Fu'
"School of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China"

data_zhaoch01
_database_code_depnum_ccdc_archive 'CCDC 805836'
#TrackingRef '- zhaoch01.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H21 F6 N'
_chemical_formula_sum            'C32 H21 F6 N'
_chemical_formula_weight         533.50

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pca2(1) '

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

_cell_length_a                   25.2744(5)
_cell_length_b                   9.2749(2)
_cell_length_c                   11.1815(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2621.14(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4702
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      23.30

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9713
_exptl_absorpt_correction_T_max  0.9871
_exptl_absorpt_process_details   'APEX2 Software Suite (Bruker,2005)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX2 CCD area-detector diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15768
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3158
_reflns_number_gt                2156
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 Software Suite (Bruker,2005)'
_computing_cell_refinement       'APEX2 Software Suite (Bruker,2005)'
_computing_data_reduction        'APEX2 Software Suite (Bruker,2005)'
_computing_structure_solution    'SIR97 (Altomare,1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'WINGX (Farrugia,1999)'

_publ_section_references         
;
Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. ,
Guagliardi A.,Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst.
32, 115-119.

Bruker (2005). APEX2 Software Suite (Version 2.0-2). Bruker AXS Inc.,
Madison, Wisconsin, USA.

Bruker (1997). SHELXTL. Structure Determination Programs. Version 5.1,
Bruker AXS, Inc., Madison, Wisconsin, USA.

Farrugia, L. J. (1999) . J. Appl. Cryst., 32, 837-838.

Sheldrick, G. M. (1997). SHELX97. Programs for Crystal Structure Analysis
(Release 97-2). University of Gotingen, Germany.
;

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1834P)^2^+1.2999P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_number_reflns         3158
_refine_ls_number_parameters     352
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.2393
_refine_ls_wR_factor_gt          0.1976
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_restrained_S_all      0.851
_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
C1 C 0.2561(3) 0.5805(8) 0.0950(8) 0.088(2) Uani 1 1 d . . .
C2 C 0.3060(2) 0.5137(6) 0.1391(5) 0.0616(13) Uani 1 1 d . . .
C3 C 0.3532(2) 0.5470(6) 0.0850(5) 0.0680(15) Uani 1 1 d . . .
H3 H 0.3542 0.6123 0.0220 0.082 Uiso 1 1 calc R . .
C4 C 0.3992(2) 0.4832(6) 0.1245(5) 0.0619(13) Uani 1 1 d . . .
H4 H 0.4309 0.5046 0.0864 0.074 Uiso 1 1 calc R . .
C5 C 0.39909(19) 0.3873(5) 0.2203(4) 0.0496(10) Uani 1 1 d . . .
C6 C 0.3505(2) 0.3565(6) 0.2741(5) 0.0639(14) Uani 1 1 d . . .
H6 H 0.3492 0.2916 0.3374 0.077 Uiso 1 1 calc R . .
C7 C 0.3049(2) 0.4202(7) 0.2351(6) 0.0683(15) Uani 1 1 d . . .
H7 H 0.2731 0.4005 0.2734 0.082 Uiso 1 1 calc R . .
C8 C 0.44866(18) 0.3221(5) 0.2645(4) 0.0494(10) Uani 1 1 d . . .
C9 C 0.48008(19) 0.2381(5) 0.1892(5) 0.0532(11) Uani 1 1 d . . .
H9 H 0.4700 0.2248 0.1099 0.064 Uiso 1 1 calc R . .
C10 C 0.5263(2) 0.1738(5) 0.2308(5) 0.0563(12) Uani 1 1 d . . .
H10 H 0.5470 0.1194 0.1788 0.068 Uiso 1 1 calc R . .
C11 C 0.5422(2) 0.1901(5) 0.3500(5) 0.0536(11) Uani 1 1 d . . .
C12 C 0.51052(18) 0.2739(5) 0.4248(5) 0.0506(10) Uani 1 1 d . . .
H12 H 0.5200 0.2849 0.5047 0.061 Uiso 1 1 calc R . .
C13 C 0.46531(18) 0.3409(5) 0.3825(4) 0.0464(10) Uani 1 1 d . . .
C14 C 0.5920(2) 0.1258(5) 0.3946(5) 0.0554(12) Uani 1 1 d . . .
C15 C 0.6388(2) 0.1397(5) 0.3313(5) 0.0596(12) Uani 1 1 d . . .
H15 H 0.6388 0.1891 0.2590 0.072 Uiso 1 1 calc R . .
C16 C 0.6854(2) 0.0816(6) 0.3736(6) 0.0665(14) Uani 1 1 d . . .
H16 H 0.7165 0.0931 0.3301 0.080 Uiso 1 1 calc R . .
C17 C 0.6862(2) 0.0069(6) 0.4796(7) 0.0702(15) Uani 1 1 d . . .
C18 C 0.6398(2) -0.0056(7) 0.5459(7) 0.0772(17) Uani 1 1 d . . .
H18 H 0.6400 -0.0543 0.6187 0.093 Uiso 1 1 calc R . .
C19 C 0.5936(2) 0.0542(6) 0.5035(6) 0.0700(15) Uani 1 1 d . . .
H19 H 0.5629 0.0464 0.5488 0.084 Uiso 1 1 calc R . .
C20 C 0.7355(3) -0.0630(8) 0.5210(9) 0.090(2) Uani 1 1 d . . .
C21 C 0.43616(17) 0.5873(5) 0.4257(4) 0.0478(10) Uani 1 1 d . . .
C22 C 0.4800(2) 0.6491(5) 0.3741(5) 0.0562(12) Uani 1 1 d . . .
H22 H 0.5106 0.5951 0.3628 0.067 Uiso 1 1 calc R . .
C23 C 0.4783(3) 0.7933(6) 0.3389(6) 0.0731(16) Uani 1 1 d . . .
H23 H 0.5076 0.8338 0.3013 0.088 Uiso 1 1 calc R . .
C24 C 0.4352(3) 0.8752(6) 0.3583(7) 0.0838(19) Uani 1 1 d . . .
H24 H 0.4352 0.9724 0.3380 0.101 Uiso 1 1 calc R . .
C25 C 0.3912(3) 0.8130(7) 0.4082(8) 0.090(2) Uani 1 1 d . . .
H25 H 0.3609 0.8682 0.4199 0.108 Uiso 1 1 calc R . .
C26 C 0.3913(2) 0.6695(6) 0.4415(6) 0.0692(15) Uani 1 1 d . . .
H26 H 0.3611 0.6284 0.4746 0.083 Uiso 1 1 calc R . .
C27 C 0.41548(17) 0.3881(5) 0.5670(4) 0.0491(10) Uani 1 1 d . . .
C28 C 0.3984(2) 0.2459(6) 0.5759(5) 0.0644(13) Uani 1 1 d . . .
H28 H 0.4025 0.1835 0.5115 0.077 Uiso 1 1 calc R . .
C29 C 0.3753(3) 0.1974(8) 0.6808(7) 0.083(2) Uani 1 1 d . . .
H29 H 0.3636 0.1026 0.6863 0.100 Uiso 1 1 calc R . .
C30 C 0.3696(3) 0.2901(10) 0.7783(7) 0.094(2) Uani 1 1 d . . .
H30 H 0.3538 0.2583 0.8487 0.112 Uiso 1 1 calc R . .
C31 C 0.3877(3) 0.4294(9) 0.7683(5) 0.0775(18) Uani 1 1 d . . .
H31 H 0.3842 0.4916 0.8331 0.093 Uiso 1 1 calc R . .
C32 C 0.4107(2) 0.4788(6) 0.6655(5) 0.0587(12) Uani 1 1 d . . .
H32 H 0.4231 0.5731 0.6613 0.070 Uiso 1 1 calc R . .
F1 F 0.2177(2) 0.4959(8) 0.0887(11) 0.212(5) Uani 1 1 d . . .
F2 F 0.2388(5) 0.6800(14) 0.1603(10) 0.284(7) Uani 1 1 d . . .
F3 F 0.2578(3) 0.6391(8) -0.0078(7) 0.167(3) Uani 1 1 d . . .
F4 F 0.7399(3) -0.1939(6) 0.4888(11) 0.185(4) Uani 1 1 d . . .
F5 F 0.77750(18) 0.0059(8) 0.4960(12) 0.229(6) Uani 1 1 d . . .
F6 F 0.7389(3) -0.0734(10) 0.6373(7) 0.175(3) Uani 1 1 d . . .
N1 N 0.43738(16) 0.4380(4) 0.4586(3) 0.0505(9) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.066(4) 0.096(5) 0.102(5) 0.023(4) 0.005(4) 0.016(4)
C2 0.061(3) 0.061(3) 0.063(3) 0.004(2) 0.002(3) 0.004(2)
C3 0.074(4) 0.069(3) 0.061(3) 0.015(3) 0.005(3) 0.005(3)
C4 0.062(3) 0.069(3) 0.054(3) 0.012(2) 0.013(2) -0.006(2)
C5 0.053(2) 0.053(2) 0.043(2) -0.0008(19) 0.0039(19) -0.0061(19)
C6 0.051(3) 0.074(3) 0.067(3) 0.016(3) 0.004(2) -0.010(2)
C7 0.051(3) 0.088(4) 0.066(3) 0.015(3) 0.003(2) -0.005(2)
C8 0.050(2) 0.045(2) 0.053(2) -0.0017(19) 0.006(2) -0.0032(19)
C9 0.061(3) 0.050(2) 0.049(2) -0.005(2) 0.005(2) -0.005(2)
C10 0.058(3) 0.049(2) 0.062(3) -0.007(2) 0.012(2) -0.005(2)
C11 0.055(2) 0.043(2) 0.063(3) -0.001(2) 0.007(2) -0.0037(19)
C12 0.052(2) 0.050(2) 0.050(2) -0.003(2) 0.000(2) -0.0009(19)
C13 0.048(2) 0.045(2) 0.046(2) 0.0012(18) 0.0083(18) -0.0008(18)
C14 0.055(3) 0.045(2) 0.066(3) -0.006(2) 0.005(2) -0.008(2)
C15 0.059(3) 0.054(3) 0.066(3) -0.005(2) 0.002(2) -0.005(2)
C16 0.054(3) 0.064(3) 0.082(4) -0.008(3) 0.006(3) -0.004(2)
C17 0.059(3) 0.059(3) 0.093(4) -0.004(3) -0.013(3) -0.004(2)
C18 0.069(3) 0.078(4) 0.084(4) 0.019(3) -0.006(3) -0.001(3)
C19 0.057(3) 0.074(3) 0.079(4) 0.013(3) 0.004(3) 0.001(3)
C20 0.071(4) 0.075(4) 0.122(7) 0.001(4) -0.027(4) 0.002(3)
C21 0.051(2) 0.048(2) 0.045(2) -0.0004(18) 0.0067(19) -0.0007(18)
C22 0.054(3) 0.053(3) 0.061(3) 0.002(2) 0.012(2) -0.005(2)
C23 0.082(4) 0.061(3) 0.076(4) 0.004(3) 0.021(3) -0.015(3)
C24 0.098(5) 0.052(3) 0.101(5) 0.013(3) 0.016(4) 0.007(3)
C25 0.085(4) 0.066(3) 0.118(6) 0.011(4) 0.017(4) 0.027(3)
C26 0.058(3) 0.061(3) 0.088(4) 0.010(3) 0.021(3) 0.003(2)
C27 0.041(2) 0.055(3) 0.051(2) 0.005(2) -0.0006(18) -0.0008(19)
C28 0.076(3) 0.055(3) 0.063(3) 0.009(2) -0.002(3) -0.010(2)
C29 0.073(4) 0.089(4) 0.088(5) 0.041(4) 0.005(3) -0.013(3)
C30 0.076(4) 0.137(7) 0.068(4) 0.049(4) 0.016(3) 0.005(4)
C31 0.071(3) 0.115(5) 0.046(3) 0.008(3) 0.006(3) 0.010(4)
C32 0.053(3) 0.073(3) 0.050(2) -0.003(2) 0.004(2) 0.000(2)
F1 0.064(3) 0.209(7) 0.362(14) 0.147(9) -0.040(5) 0.000(4)
F2 0.311(12) 0.327(11) 0.213(9) -0.135(9) -0.112(8) 0.264(11)
F3 0.112(4) 0.229(7) 0.162(6) 0.106(6) -0.025(4) 0.018(4)
F4 0.151(5) 0.120(4) 0.285(11) -0.037(6) -0.093(7) 0.065(4)
F5 0.050(2) 0.216(7) 0.420(16) 0.169(9) -0.026(5) -0.007(3)
F6 0.114(5) 0.271(9) 0.141(6) -0.012(6) -0.056(4) 0.051(5)
N1 0.058(2) 0.0460(19) 0.047(2) 0.0033(16) 0.0139(17) -0.0011(16)

_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
C1 F1 1.248(10) . ?
C1 F2 1.255(11) . ?
C1 F3 1.272(10) . ?
C1 C2 1.490(9) . ?
C2 C3 1.374(8) . ?
C2 C7 1.381(8) . ?
C3 C4 1.375(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(7) . ?
C5 C8 1.476(7) . ?
C6 C7 1.366(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.396(7) . ?
C8 C13 1.396(7) . ?
C9 C10 1.393(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.400(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(7) . ?
C11 C14 1.479(7) . ?
C12 C13 1.384(7) . ?
C12 H12 0.9300 . ?
C13 N1 1.426(6) . ?
C14 C15 1.384(7) . ?
C14 C19 1.389(9) . ?
C15 C16 1.380(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.392(9) . ?
C17 C20 1.480(9) . ?
C18 C19 1.376(8) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 F5 1.269(9) . ?
C20 F4 1.270(9) . ?
C20 F6 1.307(12) . ?
C21 C22 1.375(6) . ?
C21 C26 1.377(7) . ?
C21 N1 1.434(6) . ?
C22 C23 1.395(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.346(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.371(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(8) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.390(7) . ?
C27 C32 1.391(7) . ?
C27 N1 1.410(6) . ?
C28 C29 1.385(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.396(12) . ?
C29 H29 0.9300 . ?
C30 C31 1.375(11) . ?
C30 H30 0.9300 . ?
C31 C32 1.367(8) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 C1 F2 103.0(10) . . ?
F1 C1 F3 104.1(9) . . ?
F2 C1 F3 102.9(8) . . ?
F1 C1 C2 114.5(6) . . ?
F2 C1 C2 114.1(8) . . ?
F3 C1 C2 116.6(7) . . ?
C3 C2 C7 120.0(5) . . ?
C3 C2 C1 119.8(5) . . ?
C7 C2 C1 120.2(5) . . ?
C2 C3 C4 119.7(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 121.4(5) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 117.6(5) . . ?
C4 C5 C8 121.2(4) . . ?
C6 C5 C8 121.2(4) . . ?
C7 C6 C5 121.1(5) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 120.2(5) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C9 C8 C13 117.9(4) . . ?
C9 C8 C5 120.7(4) . . ?
C13 C8 C5 121.4(4) . . ?
C10 C9 C8 121.0(5) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 117.9(5) . . ?
C12 C11 C14 120.7(5) . . ?
C10 C11 C14 121.4(5) . . ?
C13 C12 C11 121.3(5) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C8 121.1(4) . . ?
C12 C13 N1 119.3(4) . . ?
C8 C13 N1 119.6(4) . . ?
C15 C14 C19 117.9(5) . . ?
C15 C14 C11 121.2(5) . . ?
C19 C14 C11 120.9(5) . . ?
C16 C15 C14 121.3(6) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C15 120.3(5) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 119.4(5) . . ?
C16 C17 C20 120.2(6) . . ?
C18 C17 C20 120.5(7) . . ?
C19 C18 C17 119.8(6) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C14 121.4(6) . . ?
C18 C19 H19 119.3 . . ?
C14 C19 H19 119.3 . . ?
F5 C20 F4 110.3(9) . . ?
F5 C20 F6 101.6(9) . . ?
F4 C20 F6 101.9(9) . . ?
F5 C20 C17 114.5(7) . . ?
F4 C20 C17 113.7(6) . . ?
F6 C20 C17 113.5(8) . . ?
C22 C21 C26 119.2(4) . . ?
C22 C21 N1 119.5(4) . . ?
C26 C21 N1 121.3(4) . . ?
C21 C22 C23 119.5(5) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 121.4(5) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C25 119.0(5) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C24 C25 C26 120.9(6) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 120.0(5) . . ?
C21 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C32 119.3(5) . . ?
C28 C27 N1 119.6(5) . . ?
C32 C27 N1 121.1(4) . . ?
C29 C28 C27 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C30 120.3(6) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C31 C30 C29 118.7(6) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C32 C31 C30 121.6(7) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C31 C32 C27 120.0(6) . . ?
C31 C32 H32 120.0 . . ?
C27 C32 H32 120.0 . . ?
C27 N1 C13 120.0(4) . . ?
C27 N1 C21 122.0(4) . . ?
C13 N1 C21 117.9(3) . . ?

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
F1 C1 C2 C3 137.8(9) . . . . ?
F2 C1 C2 C3 -103.9(11) . . . . ?
F3 C1 C2 C3 16.0(11) . . . . ?
F1 C1 C2 C7 -43.2(12) . . . . ?
F2 C1 C2 C7 75.1(12) . . . . ?
F3 C1 C2 C7 -165.0(7) . . . . ?
C7 C2 C3 C4 2.1(9) . . . . ?
C1 C2 C3 C4 -178.9(6) . . . . ?
C2 C3 C4 C5 -1.4(9) . . . . ?
C3 C4 C5 C6 0.8(8) . . . . ?
C3 C4 C5 C8 -178.3(5) . . . . ?
C4 C5 C6 C7 -1.0(8) . . . . ?
C8 C5 C6 C7 178.1(5) . . . . ?
C5 C6 C7 C2 1.8(9) . . . . ?
C3 C2 C7 C6 -2.3(9) . . . . ?
C1 C2 C7 C6 178.7(6) . . . . ?
C4 C5 C8 C9 -59.6(7) . . . . ?
C6 C5 C8 C9 121.2(5) . . . . ?
C4 C5 C8 C13 121.2(5) . . . . ?
C6 C5 C8 C13 -58.0(7) . . . . ?
C13 C8 C9 C10 0.6(7) . . . . ?
C5 C8 C9 C10 -178.7(4) . . . . ?
C8 C9 C10 C11 0.9(7) . . . . ?
C9 C10 C11 C12 -0.7(7) . . . . ?
C9 C10 C11 C14 -178.3(4) . . . . ?
C10 C11 C12 C13 -1.0(7) . . . . ?
C14 C11 C12 C13 176.5(4) . . . . ?
C11 C12 C13 C8 2.6(7) . . . . ?
C11 C12 C13 N1 -173.2(4) . . . . ?
C9 C8 C13 C12 -2.3(6) . . . . ?
C5 C8 C13 C12 176.9(4) . . . . ?
C9 C8 C13 N1 173.4(4) . . . . ?
C5 C8 C13 N1 -7.3(6) . . . . ?
C12 C11 C14 C15 -130.8(5) . . . . ?
C10 C11 C14 C15 46.6(7) . . . . ?
C12 C11 C14 C19 46.8(7) . . . . ?
C10 C11 C14 C19 -135.8(6) . . . . ?
C19 C14 C15 C16 1.4(8) . . . . ?
C11 C14 C15 C16 179.1(5) . . . . ?
C14 C15 C16 C17 0.7(8) . . . . ?
C15 C16 C17 C18 -2.1(9) . . . . ?
C15 C16 C17 C20 176.2(6) . . . . ?
C16 C17 C18 C19 1.4(10) . . . . ?
C20 C17 C18 C19 -177.0(6) . . . . ?
C17 C18 C19 C14 0.8(10) . . . . ?
C15 C14 C19 C18 -2.1(8) . . . . ?
C11 C14 C19 C18 -179.8(6) . . . . ?
C16 C17 C20 F5 35.4(12) . . . . ?
C18 C17 C20 F5 -146.3(10) . . . . ?
C16 C17 C20 F4 -92.7(10) . . . . ?
C18 C17 C20 F4 85.6(11) . . . . ?
C16 C17 C20 F6 151.5(8) . . . . ?
C18 C17 C20 F6 -30.2(10) . . . . ?
C26 C21 C22 C23 0.0(8) . . . . ?
N1 C21 C22 C23 178.1(5) . . . . ?
C21 C22 C23 C24 2.4(10) . . . . ?
C22 C23 C24 C25 -3.3(12) . . . . ?
C23 C24 C25 C26 1.8(13) . . . . ?
C22 C21 C26 C25 -1.5(10) . . . . ?
N1 C21 C26 C25 -179.6(6) . . . . ?
C24 C25 C26 C21 0.6(12) . . . . ?
C32 C27 C28 C29 2.1(8) . . . . ?
N1 C27 C28 C29 -177.9(5) . . . . ?
C27 C28 C29 C30 -0.7(10) . . . . ?
C28 C29 C30 C31 -0.6(10) . . . . ?
C29 C30 C31 C32 0.5(10) . . . . ?
C30 C31 C32 C27 0.9(9) . . . . ?
C28 C27 C32 C31 -2.2(8) . . . . ?
N1 C27 C32 C31 177.8(5) . . . . ?
C28 C27 N1 C13 -30.4(7) . . . . ?
C32 C27 N1 C13 149.6(5) . . . . ?
C28 C27 N1 C21 154.6(5) . . . . ?
C32 C27 N1 C21 -25.4(7) . . . . ?
C12 C13 N1 C27 -61.5(6) . . . . ?
C8 C13 N1 C27 122.7(5) . . . . ?
C12 C13 N1 C21 113.8(5) . . . . ?
C8 C13 N1 C21 -62.1(6) . . . . ?
C22 C21 N1 C27 138.5(5) . . . . ?
C26 C21 N1 C27 -43.4(7) . . . . ?
C22 C21 N1 C13 -36.6(6) . . . . ?
C26 C21 N1 C13 141.5(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.047

_publ_section_exptl_refinement   
;
All H atoms were placed in geometrically calculated positions and refined
using a riding model with C-H = 0.93 %\A their isotropic displacement
parameters were set to 1.2 times the equivalent displacement parameter
of their parent atoms.

Although F atoms of the two CF3 groups had large anisotropic displacement
parameters, no suitable disorder treatment could be applied.

;

_vrf_PLAT242_zhaoch01            
;
PROBLEM: Check Low Ueq as Compared to Neighbors for C1
RESPONSE: see _publ_section_exptl_refinement
;