# Electronic Supplementary Material (ESI) for Molecular Systems Design & Engineering.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_SPA406
_database_code_depnum_ccdc_archive 'CCDC 2154682'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2022-02-25 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(Z)-3-(4-(9H-carbazol-9-yl)phenyl)-2-(4-(trifluoromethyl)phenyl)acrylonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H17 F3 N2'
_chemical_formula_sum            'C28 H17 F3 N2'
_chemical_formula_weight         438.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0124 0.0074 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3400(19)
_cell_length_b                   13.476(3)
_cell_length_c                   16.906(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.71(3)
_cell_angle_gamma                90
_cell_volume                     2120.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    69372
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.229
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.155
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21340
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.661
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        21.469
_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             5900
_reflns_number_gt                4878
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.1191P)²+0.3629P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5900
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.2167
_refine_ls_wR_factor_gt          0.2097
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.160
_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
F1 F 0.39023(16) 0.06317(14) 0.59828(10) 0.0950(6) Uani 1 1 d . . . . .
F2 F 0.5392(2) 0.13045(13) 0.68131(8) 0.0853(5) Uani 1 1 d . . . . .
F3 F 0.60373(19) 0.00892(12) 0.61379(11) 0.0955(6) Uani 1 1 d . . . . .
N1 N 0.81480(14) 0.75070(10) 0.14616(8) 0.0384(3) Uani 1 1 d . . . . .
N2 N 0.8539(2) 0.27824(13) 0.27047(11) 0.0615(5) Uani 1 1 d . . . . .
C1 C 0.85827(16) 0.72784(12) 0.07132(9) 0.0392(3) Uani 1 1 d . . . . .
C2 C 0.87868(19) 0.63504(14) 0.03723(10) 0.0459(4) Uani 1 1 d . . . . .
H2 H 0.866632 0.576082 0.065655 0.055 Uiso 1 1 calc R U . . .
C3 C 0.9174(2) 0.63331(17) -0.04026(11) 0.0529(4) Uani 1 1 d . . . . .
H3 H 0.931925 0.571906 -0.064739 0.064 Uiso 1 1 calc R U . . .
C4 C 0.9354(2) 0.72076(19) -0.08274(11) 0.0582(5) Uani 1 1 d . . . . .
H4 H 0.962997 0.717276 -0.134901 0.070 Uiso 1 1 calc R U . . .
C5 C 0.91332(19) 0.81180(16) -0.04918(10) 0.0521(5) Uani 1 1 d . . . . .
H5 H 0.924498 0.870259 -0.078375 0.063 Uiso 1 1 calc R U . . .
C6 C 0.87390(16) 0.81668(13) 0.02902(10) 0.0423(4) Uani 1 1 d . . . . .
C7 C 0.83730(16) 0.89696(13) 0.08012(10) 0.0422(4) Uani 1 1 d . . . . .
C8 C 0.82965(18) 1.00036(14) 0.07172(12) 0.0515(5) Uani 1 1 d . . . . .
H8 H 0.850822 1.030597 0.023948 0.062 Uiso 1 1 calc R U . . .
C9 C 0.7908(2) 1.05715(14) 0.13417(15) 0.0571(5) Uani 1 1 d . . . . .
H9 H 0.784685 1.126466 0.128649 0.069 Uiso 1 1 calc R U . . .
C10 C 0.76036(18) 1.01309(14) 0.20556(13) 0.0519(4) Uani 1 1 d . . . . .
H10 H 0.735988 1.053671 0.247639 0.062 Uiso 1 1 calc R U . . .
C11 C 0.76510(17) 0.91082(13) 0.21614(11) 0.0446(4) Uani 1 1 d . . . . .
H11 H 0.744260 0.881513 0.264333 0.054 Uiso 1 1 calc R U . . .
C12 C 0.80211(15) 0.85354(12) 0.15219(10) 0.0387(3) Uani 1 1 d . . . . .
C13 C 0.77872(15) 0.67974(11) 0.20333(9) 0.0345(3) Uani 1 1 d . . . . .
C14 C 0.87535(15) 0.60464(11) 0.22587(9) 0.0365(3) Uani 1 1 d . . . . .
H14 H 0.966219 0.603393 0.205754 0.044 Uiso 1 1 calc R U . . .
C15 C 0.83788(15) 0.53141(11) 0.27807(9) 0.0349(3) Uani 1 1 d . . . . .
H15 H 0.902700 0.479785 0.292153 0.042 Uiso 1 1 calc R U . . .
C16 C 0.70419(15) 0.53390(10) 0.30990(8) 0.0324(3) Uani 1 1 d . . . . .
C17 C 0.61183(16) 0.61345(11) 0.29021(9) 0.0359(3) Uani 1 1 d . . . . .
H17 H 0.524688 0.618501 0.314070 0.043 Uiso 1 1 calc R U . . .
C18 C 0.64680(16) 0.68498(11) 0.23606(9) 0.0370(3) Uani 1 1 d . . . . .
H18 H 0.582093 0.736540 0.221573 0.044 Uiso 1 1 calc R U . . .
C19 C 0.65905(16) 0.45873(11) 0.36503(8) 0.0345(3) Uani 1 1 d . . . . .
H19 H 0.595426 0.480487 0.401677 0.041 Uiso 1 1 calc R U . . .
C20 C 0.69683(15) 0.36227(11) 0.37011(8) 0.0337(3) Uani 1 1 d . . . . .
C21 C 0.78684(18) 0.31789(12) 0.31402(10) 0.0422(4) Uani 1 1 d . . . . .
C22 C 0.64999(15) 0.29294(11) 0.43142(9) 0.0340(3) Uani 1 1 d . . . . .
C23 C 0.73342(19) 0.21045(14) 0.45223(13) 0.0544(5) Uani 1 1 d . . . . .
H23 H 0.817696 0.198687 0.426897 0.065 Uiso 1 1 calc R U . . .
C24 C 0.69415(19) 0.14521(16) 0.50987(14) 0.0582(5) Uani 1 1 d . . . . .
H24 H 0.752346 0.090028 0.523908 0.070 Uiso 1 1 calc R U . . .
C25 C 0.56994(16) 0.16099(13) 0.54669(9) 0.0400(3) Uani 1 1 d . . . . .
C26 C 0.48476(16) 0.24311(13) 0.52643(9) 0.0404(3) Uani 1 1 d . . . . .
H26 H 0.400264 0.254229 0.551729 0.049 Uiso 1 1 calc R U . . .
C27 C 0.52424(16) 0.30842(12) 0.46911(9) 0.0384(3) Uani 1 1 d . . . . .
H27 H 0.466048 0.363695 0.455360 0.046 Uiso 1 1 calc R U . . .
C28 C 0.52715(19) 0.09071(15) 0.60905(11) 0.0495(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C28 1.330(2) . ?
F2 C28 1.330(2) . ?
F3 C28 1.313(2) . ?
N1 C1 1.395(2) . ?
N1 C12 1.395(2) . ?
N1 C13 1.4197(18) . ?
N2 C21 1.138(2) . ?
C1 C2 1.397(3) . ?
C1 C6 1.408(2) . ?
C2 C3 1.388(2) . ?
C2 H2 0.9400 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.403(2) . ?
C5 H5 0.9400 . ?
C6 C7 1.443(3) . ?
C7 C8 1.402(2) . ?
C7 C12 1.415(2) . ?
C8 C9 1.377(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.395(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.390(2) . ?
C10 H10 0.9400 . ?
C11 C12 1.395(3) . ?
C11 H11 0.9400 . ?
C13 C14 1.388(2) . ?
C13 C18 1.393(2) . ?
C14 C15 1.388(2) . ?
C14 H14 0.9400 . ?
C15 C16 1.400(2) . ?
C15 H15 0.9400 . ?
C16 C17 1.399(2) . ?
C16 C19 1.4619(19) . ?
C17 C18 1.387(2) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.348(2) . ?
C19 H19 0.9400 . ?
C20 C21 1.447(2) . ?
C20 C22 1.488(2) . ?
C22 C23 1.386(2) . ?
C22 C27 1.397(2) . ?
C23 C24 1.384(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.377(2) . ?
C24 H24 0.9400 . ?
C25 C26 1.389(2) . ?
C25 C28 1.496(2) . ?
C26 C27 1.381(2) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?

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
C1 N1 C12 108.57(13) . . ?
C1 N1 C13 124.88(13) . . ?
C12 N1 C13 126.36(14) . . ?
N1 C1 C2 129.19(15) . . ?
N1 C1 C6 108.84(15) . . ?
C2 C1 C6 121.90(15) . . ?
C3 C2 C1 117.36(17) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.52(19) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 120.81(17) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.40(17) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 119.00(17) . . ?
C5 C6 C7 133.86(16) . . ?
C1 C6 C7 107.09(14) . . ?
C8 C7 C12 119.00(17) . . ?
C8 C7 C6 134.20(16) . . ?
C12 C7 C6 106.79(14) . . ?
C9 C8 C7 119.30(17) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.81(16) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 121.79(19) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 117.14(17) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C11 C12 N1 129.36(15) . . ?
C11 C12 C7 121.92(15) . . ?
N1 C12 C7 108.70(15) . . ?
C14 C13 C18 120.27(13) . . ?
C14 C13 N1 119.50(13) . . ?
C18 C13 N1 120.22(13) . . ?
C15 C14 C13 120.04(13) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.46(13) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 118.62(13) . . ?
C17 C16 C19 118.56(13) . . ?
C15 C16 C19 122.78(13) . . ?
C18 C17 C16 121.04(13) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 119.40(13) . . ?
C17 C18 H18 120.3 . . ?
C13 C18 H18 120.3 . . ?
C20 C19 C16 128.41(14) . . ?
C20 C19 H19 115.8 . . ?
C16 C19 H19 115.8 . . ?
C19 C20 C21 121.32(13) . . ?
C19 C20 C22 124.04(13) . . ?
C21 C20 C22 114.64(13) . . ?
N2 C21 C20 176.30(18) . . ?
C23 C22 C27 118.69(14) . . ?
C23 C22 C20 119.28(13) . . ?
C27 C22 C20 122.03(13) . . ?
C24 C23 C22 120.80(15) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 120.13(15) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 119.87(15) . . ?
C24 C25 C28 120.30(15) . . ?
C26 C25 C28 119.82(14) . . ?
C27 C26 C25 120.00(14) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C22 120.51(13) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
F3 C28 F1 106.68(19) . . ?
F3 C28 F2 106.09(17) . . ?
F1 C28 F2 104.26(17) . . ?
F3 C28 C25 113.50(15) . . ?
F1 C28 C25 112.95(14) . . ?
F2 C28 C25 112.64(17) . . ?

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
C12 N1 C1 C2 -176.83(16) . . . . ?
C13 N1 C1 C2 -1.5(3) . . . . ?
C12 N1 C1 C6 0.12(17) . . . . ?
C13 N1 C1 C6 175.44(13) . . . . ?
N1 C1 C2 C3 177.55(16) . . . . ?
C6 C1 C2 C3 0.9(2) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 0.1(2) . . . . ?
C4 C5 C6 C7 -176.93(17) . . . . ?
N1 C1 C6 C5 -178.24(14) . . . . ?
C2 C1 C6 C5 -1.0(2) . . . . ?
N1 C1 C6 C7 -0.45(17) . . . . ?
C2 C1 C6 C7 176.77(15) . . . . ?
C5 C6 C7 C8 -1.4(3) . . . . ?
C1 C6 C7 C8 -178.68(17) . . . . ?
C5 C6 C7 C12 177.92(17) . . . . ?
C1 C6 C7 C12 0.60(16) . . . . ?
C12 C7 C8 C9 1.2(2) . . . . ?
C6 C7 C8 C9 -179.57(16) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C8 C9 C10 C11 -1.3(3) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C11 C12 N1 -179.87(16) . . . . ?
C10 C11 C12 C7 1.7(2) . . . . ?
C1 N1 C12 C11 -178.35(15) . . . . ?
C13 N1 C12 C11 6.4(2) . . . . ?
C1 N1 C12 C7 0.26(16) . . . . ?
C13 N1 C12 C7 -174.97(13) . . . . ?
C8 C7 C12 C11 -2.4(2) . . . . ?
C6 C7 C12 C11 178.20(14) . . . . ?
C8 C7 C12 N1 178.88(14) . . . . ?
C6 C7 C12 N1 -0.53(16) . . . . ?
C1 N1 C13 C14 53.5(2) . . . . ?
C12 N1 C13 C14 -132.02(16) . . . . ?
C1 N1 C13 C18 -125.99(16) . . . . ?
C12 N1 C13 C18 48.5(2) . . . . ?
C18 C13 C14 C15 3.3(2) . . . . ?
N1 C13 C14 C15 -176.13(13) . . . . ?
C13 C14 C15 C16 -1.6(2) . . . . ?
C14 C15 C16 C17 -2.3(2) . . . . ?
C14 C15 C16 C19 179.93(14) . . . . ?
C15 C16 C17 C18 4.4(2) . . . . ?
C19 C16 C17 C18 -177.66(13) . . . . ?
C16 C17 C18 C13 -2.7(2) . . . . ?
C14 C13 C18 C17 -1.2(2) . . . . ?
N1 C13 C18 C17 178.26(14) . . . . ?
C17 C16 C19 C20 152.47(16) . . . . ?
C15 C16 C19 C20 -29.7(2) . . . . ?
C16 C19 C20 C21 -4.0(2) . . . . ?
C16 C19 C20 C22 176.84(13) . . . . ?
C19 C20 C22 C23 -154.90(17) . . . . ?
C21 C20 C22 C23 25.8(2) . . . . ?
C19 C20 C22 C27 24.9(2) . . . . ?
C21 C20 C22 C27 -154.36(15) . . . . ?
C27 C22 C23 C24 -0.8(3) . . . . ?
C20 C22 C23 C24 179.04(19) . . . . ?
C22 C23 C24 C25 0.8(4) . . . . ?
C23 C24 C25 C26 -0.6(3) . . . . ?
C23 C24 C25 C28 -180.0(2) . . . . ?
C24 C25 C26 C27 0.4(3) . . . . ?
C28 C25 C26 C27 179.72(16) . . . . ?
C25 C26 C27 C22 -0.3(3) . . . . ?
C23 C22 C27 C26 0.5(3) . . . . ?
C20 C22 C27 C26 -179.27(14) . . . . ?
C24 C25 C28 F3 -10.6(3) . . . . ?
C26 C25 C28 F3 170.03(19) . . . . ?
C24 C25 C28 F1 -132.2(2) . . . . ?
C26 C25 C28 F1 48.4(3) . . . . ?
C24 C25 C28 F2 110.0(2) . . . . ?
C26 C25 C28 F2 -69.4(2) . . . . ?

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.062























####################################################################### 
# 
# 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_SPA408
_database_code_depnum_ccdc_archive 'CCDC 2154683'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2022-02-25 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(Z)-3-(4-(9H-carbazol-9-yl)phenyl)-2-(p-tolyl)acrylonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H20 N2'
_chemical_formula_sum            'C28 H20 N2'
_chemical_formula_weight         384.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.2140(18)
_cell_length_b                   13.507(3)
_cell_length_c                   16.347(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.32(3)
_cell_angle_gamma                90
_cell_volume                     2013.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    58135
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            'pale green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    0.055
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20279
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.686
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        21.469
_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             5619
_reflns_number_gt                4132
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0890P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5619
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1586
_refine_ls_wR_factor_gt          0.1520
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_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 0.81503(12) 0.26384(7) 0.13609(6) 0.0388(2) Uani 1 1 d . . . . .
N2 N 0.83842(17) 0.74138(10) 0.27119(9) 0.0658(4) Uani 1 1 d . . . . .
C1 C 0.86206(14) 0.28309(9) 0.06026(7) 0.0389(3) Uani 1 1 d . . . . .
C2 C 0.88192(16) 0.37342(10) 0.02272(8) 0.0459(3) Uani 1 1 d . . . . .
H2 H 0.867364 0.433565 0.049295 0.055 Uiso 1 1 calc R U . . .
C3 C 0.92402(17) 0.37161(11) -0.05542(9) 0.0521(3) Uani 1 1 d . . . . .
H3 H 0.938007 0.431717 -0.082187 0.063 Uiso 1 1 calc R U . . .
C4 C 0.94604(17) 0.28262(12) -0.09514(9) 0.0530(4) Uani 1 1 d . . . . .
H4 H 0.976648 0.283555 -0.147553 0.064 Uiso 1 1 calc R U . . .
C5 C 0.92331(15) 0.19346(11) -0.05824(8) 0.0468(3) Uani 1 1 d . . . . .
H5 H 0.936401 0.133725 -0.085767 0.056 Uiso 1 1 calc R U . . .
C6 C 0.88071(14) 0.19228(9) 0.02031(8) 0.0401(3) Uani 1 1 d . . . . .
C7 C 0.84173(14) 0.11493(9) 0.07372(8) 0.0396(3) Uani 1 1 d . . . . .
C8 C 0.83351(14) 0.01164(10) 0.06742(9) 0.0454(3) Uani 1 1 d . . . . .
H8 H 0.856344 -0.020493 0.019890 0.054 Uiso 1 1 calc R U . . .
C9 C 0.79165(15) -0.04247(10) 0.13152(9) 0.0491(3) Uani 1 1 d . . . . .
H9 H 0.785069 -0.111787 0.127414 0.059 Uiso 1 1 calc R U . . .
C10 C 0.75889(14) 0.00492(10) 0.20261(9) 0.0472(3) Uani 1 1 d . . . . .
H10 H 0.732987 -0.033519 0.246209 0.057 Uiso 1 1 calc R U . . .
C11 C 0.76357(14) 0.10709(10) 0.21057(8) 0.0426(3) Uani 1 1 d . . . . .
H11 H 0.741123 0.138429 0.258529 0.051 Uiso 1 1 calc R U . . .
C12 C 0.80278(13) 0.16154(9) 0.14481(8) 0.0380(3) Uani 1 1 d . . . . .
C13 C 0.77710(13) 0.33630(9) 0.19223(7) 0.0363(3) Uani 1 1 d . . . . .
C14 C 0.87300(13) 0.41415(9) 0.21648(7) 0.0373(3) Uani 1 1 d . . . . .
H14 H 0.963402 0.417856 0.196370 0.045 Uiso 1 1 calc R U . . .
C15 C 0.83570(13) 0.48587(9) 0.26995(7) 0.0362(3) Uani 1 1 d . . . . .
H15 H 0.899937 0.539062 0.284751 0.043 Uiso 1 1 calc R U . . .
C16 C 0.70313(13) 0.48032(8) 0.30244(7) 0.0340(2) Uani 1 1 d . . . . .
C17 C 0.61064(13) 0.39937(9) 0.27959(8) 0.0380(3) Uani 1 1 d . . . . .
H17 H 0.523444 0.392593 0.302649 0.046 Uiso 1 1 calc R U . . .
C18 C 0.64527(13) 0.32946(9) 0.22385(8) 0.0395(3) Uani 1 1 d . . . . .
H18 H 0.579874 0.277390 0.207345 0.047 Uiso 1 1 calc R U . . .
C19 C 0.65859(13) 0.55172(9) 0.36122(7) 0.0359(3) Uani 1 1 d . . . . .
H19 H 0.597578 0.526401 0.397611 0.043 Uiso 1 1 calc R U . . .
C20 C 0.69210(12) 0.64847(9) 0.37093(7) 0.0349(2) Uani 1 1 d . . . . .
C21 C 0.77661(15) 0.69810(9) 0.31519(8) 0.0436(3) Uani 1 1 d . . . . .
C22 C 0.64317(13) 0.71318(9) 0.43505(7) 0.0364(3) Uani 1 1 d . . . . .
C23 C 0.70772(19) 0.80420(13) 0.45329(12) 0.0702(5) Uani 1 1 d . . . . .
H23 H 0.783257 0.825555 0.424511 0.084 Uiso 1 1 calc R U . . .
C24 C 0.6628(2) 0.86473(15) 0.51348(14) 0.0869(7) Uani 1 1 d . . . . .
H24 H 0.709788 0.925931 0.525171 0.104 Uiso 1 1 calc R U . . .
C25 C 0.55176(16) 0.83773(13) 0.55636(9) 0.0584(4) Uani 1 1 d . . . . .
C26 C 0.48667(15) 0.74658(11) 0.53825(8) 0.0479(3) Uani 1 1 d . . . . .
H26 H 0.410528 0.726002 0.566879 0.057 Uiso 1 1 calc R U . . .
C27 C 0.53103(14) 0.68500(10) 0.47896(8) 0.0419(3) Uani 1 1 d . . . . .
H27 H 0.484947 0.623328 0.468151 0.050 Uiso 1 1 calc R U . . .
C28 C 0.5026(2) 0.90447(16) 0.62146(12) 0.0846(6) Uani 1 1 d . . . . .
H28A H 0.396899 0.912470 0.610671 0.127 Uiso 1 1 calc R U . . .
H28B H 0.549296 0.968644 0.619808 0.127 Uiso 1 1 calc R U . . .
H28C H 0.529946 0.875074 0.675636 0.127 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 C12 1.3953(16) . ?
N1 C1 1.3955(16) . ?
N1 C13 1.4195(15) . ?
N2 C21 1.1411(17) . ?
C1 C2 1.3896(18) . ?
C1 C6 1.4117(17) . ?
C2 C3 1.388(2) . ?
C2 H2 0.9400 . ?
C3 C4 1.395(2) . ?
C3 H3 0.9400 . ?
C4 C5 1.377(2) . ?
C4 H4 0.9400 . ?
C5 C6 1.3962(18) . ?
C5 H5 0.9400 . ?
C6 C7 1.4400(18) . ?
C7 C8 1.4002(18) . ?
C7 C12 1.4129(17) . ?
C8 C9 1.378(2) . ?
C8 H8 0.9400 . ?
C9 C10 1.397(2) . ?
C9 H9 0.9400 . ?
C10 C11 1.3862(18) . ?
C10 H10 0.9400 . ?
C11 C12 1.3925(19) . ?
C11 H11 0.9400 . ?
C13 C18 1.3903(17) . ?
C13 C14 1.3936(17) . ?
C14 C15 1.3812(16) . ?
C14 H14 0.9400 . ?
C15 C16 1.4026(16) . ?
C15 H15 0.9400 . ?
C16 C17 1.4033(17) . ?
C16 C19 1.4617(16) . ?
C17 C18 1.3811(17) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.3468(17) . ?
C19 H19 0.9400 . ?
C20 C21 1.4461(17) . ?
C20 C22 1.4841(16) . ?
C22 C23 1.3795(19) . ?
C22 C27 1.3937(17) . ?
C23 C24 1.388(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.370(2) . ?
C24 H24 0.9400 . ?
C25 C26 1.383(2) . ?
C25 C28 1.513(2) . ?
C26 C27 1.3830(18) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?

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
C12 N1 C1 108.38(9) . . ?
C12 N1 C13 125.85(10) . . ?
C1 N1 C13 125.66(10) . . ?
C2 C1 N1 129.30(11) . . ?
C2 C1 C6 121.74(12) . . ?
N1 C1 C6 108.86(11) . . ?
C3 C2 C1 117.59(13) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 121.50(14) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 120.55(13) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.60(13) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 119.00(12) . . ?
C5 C6 C7 133.94(12) . . ?
C1 C6 C7 106.99(11) . . ?
C8 C7 C12 119.14(12) . . ?
C8 C7 C6 133.94(12) . . ?
C12 C7 C6 106.90(10) . . ?
C9 C8 C7 119.39(13) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.50(12) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 121.77(13) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 117.48(12) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
C11 C12 N1 129.47(11) . . ?
C11 C12 C7 121.65(12) . . ?
N1 C12 C7 108.86(11) . . ?
C18 C13 C14 119.76(11) . . ?
C18 C13 N1 120.31(11) . . ?
C14 C13 N1 119.93(11) . . ?
C15 C14 C13 120.24(11) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.81(11) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C17 118.00(10) . . ?
C15 C16 C19 123.80(11) . . ?
C17 C16 C19 118.14(11) . . ?
C18 C17 C16 121.25(11) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C13 119.84(11) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C20 C19 C16 129.52(11) . . ?
C20 C19 H19 115.2 . . ?
C16 C19 H19 115.2 . . ?
C19 C20 C21 120.72(10) . . ?
C19 C20 C22 124.52(11) . . ?
C21 C20 C22 114.73(11) . . ?
N2 C21 C20 176.41(15) . . ?
C23 C22 C27 117.43(11) . . ?
C23 C22 C20 120.80(11) . . ?
C27 C22 C20 121.77(11) . . ?
C22 C23 C24 120.98(14) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 121.82(15) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C24 C25 C26 117.40(13) . . ?
C24 C25 C28 121.52(16) . . ?
C26 C25 C28 121.08(15) . . ?
C25 C26 C27 121.51(13) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C22 120.86(12) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C12 N1 C1 C2 176.05(13) . . . . ?
C13 N1 C1 C2 -0.2(2) . . . . ?
C12 N1 C1 C6 -0.28(14) . . . . ?
C13 N1 C1 C6 -176.56(11) . . . . ?
N1 C1 C2 C3 -177.21(13) . . . . ?
C6 C1 C2 C3 -1.3(2) . . . . ?
C1 C2 C3 C4 -0.1(2) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C3 C4 C5 C6 -1.3(2) . . . . ?
C4 C5 C6 C1 -0.1(2) . . . . ?
C4 C5 C6 C7 176.44(13) . . . . ?
C2 C1 C6 C5 1.41(19) . . . . ?
N1 C1 C6 C5 178.07(11) . . . . ?
C2 C1 C6 C7 -175.98(12) . . . . ?
N1 C1 C6 C7 0.69(14) . . . . ?
C5 C6 C7 C8 0.9(3) . . . . ?
C1 C6 C7 C8 177.72(14) . . . . ?
C5 C6 C7 C12 -177.65(14) . . . . ?
C1 C6 C7 C12 -0.83(13) . . . . ?
C12 C7 C8 C9 -1.79(18) . . . . ?
C6 C7 C8 C9 179.80(13) . . . . ?
C7 C8 C9 C10 -0.58(19) . . . . ?
C8 C9 C10 C11 1.6(2) . . . . ?
C9 C10 C11 C12 -0.17(19) . . . . ?
C10 C11 C12 N1 179.47(12) . . . . ?
C10 C11 C12 C7 -2.28(18) . . . . ?
C1 N1 C12 C11 178.17(12) . . . . ?
C13 N1 C12 C11 -5.6(2) . . . . ?
C1 N1 C12 C7 -0.25(13) . . . . ?
C13 N1 C12 C7 176.02(11) . . . . ?
C8 C7 C12 C11 3.30(18) . . . . ?
C6 C7 C12 C11 -177.90(11) . . . . ?
C8 C7 C12 N1 -178.13(11) . . . . ?
C6 C7 C12 N1 0.67(13) . . . . ?
C12 N1 C13 C18 -45.87(17) . . . . ?
C1 N1 C13 C18 129.77(13) . . . . ?
C12 N1 C13 C14 133.47(13) . . . . ?
C1 N1 C13 C14 -50.88(17) . . . . ?
C18 C13 C14 C15 -1.79(18) . . . . ?
N1 C13 C14 C15 178.87(11) . . . . ?
C13 C14 C15 C16 1.73(18) . . . . ?
C14 C15 C16 C17 0.60(17) . . . . ?
C14 C15 C16 C19 178.03(11) . . . . ?
C15 C16 C17 C18 -2.93(17) . . . . ?
C19 C16 C17 C18 179.49(11) . . . . ?
C16 C17 C18 C13 2.91(18) . . . . ?
C14 C13 C18 C17 -0.51(18) . . . . ?
N1 C13 C18 C17 178.83(11) . . . . ?
C15 C16 C19 C20 29.35(19) . . . . ?
C17 C16 C19 C20 -153.22(13) . . . . ?
C16 C19 C20 C21 4.3(2) . . . . ?
C16 C19 C20 C22 -178.14(11) . . . . ?
C19 C20 C22 C23 165.24(15) . . . . ?
C21 C20 C22 C23 -17.09(19) . . . . ?
C19 C20 C22 C27 -14.83(19) . . . . ?
C21 C20 C22 C27 162.83(12) . . . . ?
C27 C22 C23 C24 0.4(3) . . . . ?
C20 C22 C23 C24 -179.68(18) . . . . ?
C22 C23 C24 C25 -1.0(3) . . . . ?
C23 C24 C25 C26 0.9(3) . . . . ?
C23 C24 C25 C28 -179.5(2) . . . . ?
C24 C25 C26 C27 -0.3(2) . . . . ?
C28 C25 C26 C27 -179.89(16) . . . . ?
C25 C26 C27 C22 -0.2(2) . . . . ?
C23 C22 C27 C26 0.2(2) . . . . ?
C20 C22 C27 C26 -179.74(12) . . . . ?

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.042























####################################################################### 
# 
# 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_SPA405
_database_code_depnum_ccdc_archive 'CCDC 2154685'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2022-02-25 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(Z)-3-(4-(9H-carbazol-9-yl)phenyl)-2-(3-(trifluoromethyl)phenyl)acrylonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C28 H17 F3 N2)'
_chemical_formula_sum            'C56 H34 F6 N4'
_chemical_formula_weight         876.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0124 0.0074 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.135(4)
_cell_length_b                   15.516(3)
_cell_length_c                   16.351(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.31(3)
_cell_angle_gamma                90
_cell_volume                     4225.2(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    114273
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.097
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43218
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.540
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             11218
_reflns_number_gt                5994
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0815P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0092(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11218
_refine_ls_number_parameters     624
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_restrained_S_all      0.971
_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
F1A F 0.10366(7) 0.59499(7) 0.15593(8) 0.0841(3) Uani 1 1 d . . . . .
F2A F 0.03574(7) 0.62823(8) 0.23108(9) 0.0913(4) Uani 1 1 d . . . . .
F3A F -0.00781(8) 0.66186(8) 0.09369(9) 0.1113(5) Uani 1 1 d . . . . .
N1A N 0.63974(7) 0.70926(8) 0.69526(8) 0.0488(3) Uani 1 1 d . . . . .
N2A N 0.35246(10) 0.98309(11) 0.40440(12) 0.0817(5) Uani 1 1 d . . . . .
C1A C 0.71367(9) 0.71612(9) 0.68640(10) 0.0485(3) Uani 1 1 d . . . . .
C2A C 0.73066(10) 0.74631(10) 0.61555(11) 0.0547(4) Uani 1 1 d . . . . .
H2A H 0.689829 0.767700 0.563513 0.066 Uiso 1 1 calc R U . . .
C3A C 0.80962(10) 0.74374(11) 0.62440(12) 0.0618(4) Uani 1 1 d . . . . .
H3A H 0.822600 0.763972 0.577547 0.074 Uiso 1 1 calc R U . . .
C4A C 0.87016(10) 0.71200(12) 0.70078(12) 0.0634(4) Uani 1 1 d . . . . .
H4A H 0.923330 0.711174 0.704854 0.076 Uiso 1 1 calc R U . . .
C5A C 0.85348(10) 0.68168(11) 0.77074(11) 0.0595(4) Uani 1 1 d . . . . .
H5A H 0.894715 0.659998 0.822262 0.071 Uiso 1 1 calc R U . . .
C6A C 0.77445(9) 0.68369(10) 0.76386(10) 0.0497(4) Uani 1 1 d . . . . .
C7A C 0.73639(9) 0.65469(10) 0.82164(10) 0.0501(4) Uani 1 1 d . . . . .
C8A C 0.76594(10) 0.61733(11) 0.90644(10) 0.0576(4) Uani 1 1 d . . . . .
H8A H 0.821125 0.606269 0.936618 0.069 Uiso 1 1 calc R U . . .
C9A C 0.71334(11) 0.59707(11) 0.94495(11) 0.0600(4) Uani 1 1 d . . . . .
H9A H 0.732673 0.571717 1.001786 0.072 Uiso 1 1 calc R U . . .
C10A C 0.63160(11) 0.61368(10) 0.90071(10) 0.0565(4) Uani 1 1 d . . . . .
H10A H 0.596683 0.599284 0.928427 0.068 Uiso 1 1 calc R U . . .
C11A C 0.60047(10) 0.65086(10) 0.81692(10) 0.0532(4) Uani 1 1 d . . . . .
H11A H 0.545332 0.662627 0.787633 0.064 Uiso 1 1 calc R U . . .
C12A C 0.65403(9) 0.67008(9) 0.77786(10) 0.0481(3) Uani 1 1 d . . . . .
C13A C 0.56362(9) 0.72509(10) 0.62704(9) 0.0466(3) Uani 1 1 d . . . . .
C14A C 0.54936(9) 0.80060(10) 0.57654(10) 0.0506(4) Uani 1 1 d . . . . .
H14A H 0.590120 0.842216 0.589749 0.061 Uiso 1 1 calc R U . . .
C15A C 0.47604(9) 0.81461(10) 0.50748(10) 0.0503(4) Uani 1 1 d . . . . .
H15A H 0.467753 0.865433 0.473710 0.060 Uiso 1 1 calc R U . . .
C16A C 0.41358(9) 0.75429(10) 0.48677(9) 0.0466(3) Uani 1 1 d . . . . .
C17A C 0.42908(9) 0.67942(10) 0.53842(10) 0.0474(3) Uani 1 1 d . . . . .
H17A H 0.388454 0.637703 0.525678 0.057 Uiso 1 1 calc R U . . .
C18A C 0.50193(9) 0.66508(10) 0.60720(10) 0.0478(3) Uani 1 1 d . . . . .
H18A H 0.510207 0.614378 0.641140 0.057 Uiso 1 1 calc R U . . .
C19A C 0.33516(9) 0.76100(10) 0.41364(10) 0.0491(3) Uani 1 1 d . . . . .
H19A H 0.307598 0.708344 0.397104 0.059 Uiso 1 1 calc R U . . .
C20A C 0.29487(9) 0.82917(10) 0.36527(10) 0.0487(4) Uani 1 1 d . . . . .
C21A C 0.32800(10) 0.91459(11) 0.38707(11) 0.0585(4) Uani 1 1 d . . . . .
C22A C 0.21579(9) 0.82311(10) 0.28926(10) 0.0491(4) Uani 1 1 d . . . . .
C23A C 0.17492(9) 0.74561(11) 0.26294(10) 0.0536(4) Uani 1 1 d . . . . .
H23A H 0.197832 0.694847 0.293968 0.064 Uiso 1 1 calc R U . . .
C24A C 0.10125(10) 0.74173(11) 0.19202(10) 0.0539(4) Uani 1 1 d . . . . .
C25A C 0.06665(11) 0.81495(12) 0.14488(12) 0.0672(5) Uani 1 1 d . . . . .
H25A H 0.016369 0.812400 0.096801 0.081 Uiso 1 1 calc R U . . .
C26A C 0.10683(11) 0.89140(13) 0.16938(14) 0.0797(6) Uani 1 1 d . . . . .
H26A H 0.083999 0.941724 0.137369 0.096 Uiso 1 1 calc R U . . .
C27A C 0.18020(10) 0.89595(12) 0.24016(13) 0.0666(5) Uani 1 1 d . . . . .
H27A H 0.206667 0.949309 0.255512 0.080 Uiso 1 1 calc R U . . .
C28A C 0.05814(11) 0.65847(12) 0.16755(12) 0.0667(5) Uani 1 1 d . . . . .
F1B F 0.1166(3) 0.5044(3) -0.0781(4) 0.1067(14) Uani 0.555(8) 1 d D U P A 1
F2B F 0.0331(3) 0.5871(3) -0.1826(2) 0.0714(9) Uani 0.555(8) 1 d D U P A 1
F3B F 0.0144(3) 0.5595(3) -0.0636(2) 0.0928(12) Uani 0.555(8) 1 d D U P A 1
F4B F 0.0203(3) 0.5693(4) -0.1712(4) 0.0844(16) Uani 0.445(8) 1 d D U P A 2
F5B F 0.0527(4) 0.5232(3) -0.0418(3) 0.0991(15) Uani 0.445(8) 1 d D U P A 2
F6B F 0.1301(2) 0.5088(3) -0.1085(3) 0.0727(12) Uani 0.445(8) 1 d D U P A 2
N1B N 0.66742(8) 0.57512(8) 0.42815(9) 0.0544(3) Uani 1 1 d . . . . .
N2B N 0.36800(9) 0.85279(10) 0.22051(10) 0.0659(4) Uani 1 1 d . . . . .
C1B C 0.67755(10) 0.54302(9) 0.51178(11) 0.0518(4) Uani 1 1 d . . . . .
C2B C 0.62074(10) 0.52712(10) 0.54676(11) 0.0566(4) Uani 1 1 d . . . . .
H2B H 0.565946 0.537804 0.513364 0.068 Uiso 1 1 calc R U . . .
C3B C 0.64738(11) 0.49492(10) 0.63265(12) 0.0611(4) Uani 1 1 d . . . . .
H3B H 0.610004 0.483471 0.657926 0.073 Uiso 1 1 calc R U . . .
C4B C 0.72826(12) 0.47927(11) 0.68205(12) 0.0655(5) Uani 1 1 d . . . . .
H4B H 0.744723 0.457520 0.740247 0.079 Uiso 1 1 calc R U . . .
C5B C 0.78484(11) 0.49505(11) 0.64733(11) 0.0611(4) Uani 1 1 d . . . . .
H5B H 0.839509 0.484295 0.681333 0.073 Uiso 1 1 calc R U . . .
C6B C 0.75967(10) 0.52728(10) 0.56077(11) 0.0537(4) Uani 1 1 d . . . . .
C7B C 0.80112(10) 0.55149(10) 0.50468(11) 0.0537(4) Uani 1 1 d . . . . .
C8B C 0.88179(10) 0.55558(11) 0.51760(13) 0.0628(4) Uani 1 1 d . . . . .
H8B H 0.922005 0.537654 0.571826 0.075 Uiso 1 1 calc R U . . .
C9B C 0.90187(11) 0.58608(11) 0.45023(14) 0.0684(5) Uani 1 1 d . . . . .
H9B H 0.956140 0.588649 0.458458 0.082 Uiso 1 1 calc R U . . .
C10B C 0.84264(11) 0.61326(11) 0.36982(14) 0.0684(5) Uani 1 1 d . . . . .
H10B H 0.857711 0.633576 0.324493 0.082 Uiso 1 1 calc R U . . .
C11B C 0.76247(11) 0.61100(11) 0.35532(12) 0.0620(4) Uani 1 1 d . . . . .
H11B H 0.722731 0.629921 0.301211 0.074 Uiso 1 1 calc R U . . .
C12B C 0.74251(10) 0.57988(10) 0.42325(11) 0.0535(4) Uani 1 1 d . . . . .
C13B C 0.59207(9) 0.59412(10) 0.35865(10) 0.0506(4) Uani 1 1 d . . . . .
C14B C 0.53918(10) 0.65016(10) 0.37390(10) 0.0528(4) Uani 1 1 d . . . . .
H14B H 0.554045 0.677059 0.429657 0.063 Uiso 1 1 calc R U . . .
C15B C 0.46516(9) 0.66637(10) 0.30766(10) 0.0507(4) Uani 1 1 d . . . . .
H15B H 0.429840 0.704436 0.318736 0.061 Uiso 1 1 calc R U . . .
C16B C 0.44148(9) 0.62742(9) 0.22438(10) 0.0485(3) Uani 1 1 d . . . . .
C17B C 0.49542(10) 0.57058(10) 0.21074(11) 0.0551(4) Uani 1 1 d . . . . .
H17B H 0.480333 0.542680 0.155454 0.066 Uiso 1 1 calc R U . . .
C18B C 0.56985(10) 0.55456(10) 0.27611(11) 0.0561(4) Uani 1 1 d . . . . .
H18B H 0.605582 0.517034 0.265103 0.067 Uiso 1 1 calc R U . . .
C19B C 0.36285(9) 0.64053(10) 0.15237(10) 0.0515(4) Uani 1 1 d . . . . .
H19B H 0.342381 0.593445 0.113819 0.062 Uiso 1 1 calc R U . . .
C20B C 0.31570(9) 0.71107(10) 0.13376(10) 0.0487(3) Uani 1 1 d . . . . .
C21B C 0.34545(9) 0.78930(11) 0.18338(10) 0.0519(4) Uani 1 1 d . . . . .
C22B C 0.23621(9) 0.71766(10) 0.05923(10) 0.0495(4) Uani 1 1 d . . . . .
C23B C 0.19348(10) 0.64430(11) 0.01893(10) 0.0545(4) Uani 1 1 d . . . . .
H23B H 0.214447 0.589610 0.040593 0.065 Uiso 1 1 calc R U . . .
C24B C 0.12050(10) 0.65085(11) -0.05262(11) 0.0580(4) Uani 1 1 d D U . . .
C25B C 0.08749(11) 0.73058(12) -0.08464(12) 0.0655(5) Uani 1 1 d . . . . .
H25B H 0.037364 0.734796 -0.132765 0.079 Uiso 1 1 calc R U . . .
C26B C 0.12941(11) 0.80364(12) -0.04473(12) 0.0686(5) Uani 1 1 d . . . . .
H26B H 0.107918 0.858172 -0.066315 0.082 Uiso 1 1 calc R U . . .
C27B C 0.20241(11) 0.79777(11) 0.02639(12) 0.0605(4) Uani 1 1 d . . . . .
H27B H 0.229862 0.848371 0.053191 0.073 Uiso 1 1 calc R U . . .
C28B C 0.07574(12) 0.57121(14) -0.09395(13) 0.0743(5) Uani 1 1 d D 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
F1A C28A 1.346(2) . ?
F2A C28A 1.341(2) . ?
F3A C28A 1.322(2) . ?
N1A C1A 1.4082(19) . ?
N1A C12A 1.4085(19) . ?
N1A C13A 1.4113(19) . ?
N2A C21A 1.143(2) . ?
C1A C2A 1.393(2) . ?
C1A C6A 1.403(2) . ?
C2A C3A 1.382(2) . ?
C2A H2A 0.9400 . ?
C3A C4A 1.386(2) . ?
C3A H3A 0.9400 . ?
C4A C5A 1.377(2) . ?
C4A H4A 0.9400 . ?
C5A C6A 1.393(2) . ?
C5A H5A 0.9400 . ?
C6A C7A 1.445(2) . ?
C7A C12A 1.398(2) . ?
C7A C8A 1.399(2) . ?
C8A C9A 1.371(2) . ?
C8A H8A 0.9400 . ?
C9A C10A 1.392(2) . ?
C9A H9A 0.9400 . ?
C10A C11A 1.384(2) . ?
C10A H10A 0.9400 . ?
C11A C12A 1.390(2) . ?
C11A H11A 0.9400 . ?
C13A C18A 1.392(2) . ?
C13A C14A 1.397(2) . ?
C14A C15A 1.379(2) . ?
C14A H14A 0.9400 . ?
C15A C16A 1.404(2) . ?
C15A H15A 0.9400 . ?
C16A C17A 1.398(2) . ?
C16A C19A 1.455(2) . ?
C17A C18A 1.372(2) . ?
C17A H17A 0.9400 . ?
C18A H18A 0.9400 . ?
C19A C20A 1.349(2) . ?
C19A H19A 0.9400 . ?
C20A C21A 1.440(2) . ?
C20A C22A 1.483(2) . ?
C22A C23A 1.388(2) . ?
C22A C27A 1.389(2) . ?
C23A C24A 1.381(2) . ?
C23A H23A 0.9400 . ?
C24A C25A 1.377(2) . ?
C24A C28A 1.481(2) . ?
C25A C26A 1.367(3) . ?
C25A H25A 0.9400 . ?
C26A C27A 1.377(3) . ?
C26A H26A 0.9400 . ?
C27A H27A 0.9400 . ?
F1B C28B 1.241(5) . ?
F2B C28B 1.369(4) . ?
F3B C28B 1.397(4) . ?
F4B C28B 1.266(5) . ?
F5B C28B 1.318(4) . ?
F6B C28B 1.467(5) . ?
N1B C1B 1.397(2) . ?
N1B C12B 1.397(2) . ?
N1B C13B 1.420(2) . ?
N2B C21B 1.145(2) . ?
C1B C2B 1.384(2) . ?
C1B C6B 1.405(2) . ?
C2B C3B 1.385(2) . ?
C2B H2B 0.9400 . ?
C3B C4B 1.387(3) . ?
C3B H3B 0.9400 . ?
C4B C5B 1.377(3) . ?
C4B H4B 0.9400 . ?
C5B C6B 1.397(2) . ?
C5B H5B 0.9400 . ?
C6B C7B 1.447(2) . ?
C7B C8B 1.394(2) . ?
C7B C12B 1.406(2) . ?
C8B C9B 1.374(3) . ?
C8B H8B 0.9400 . ?
C9B C10B 1.394(3) . ?
C9B H9B 0.9400 . ?
C10B C11B 1.378(2) . ?
C10B H10B 0.9400 . ?
C11B C12B 1.384(2) . ?
C11B H11B 0.9400 . ?
C13B C14B 1.388(2) . ?
C13B C18B 1.389(2) . ?
C14B C15B 1.374(2) . ?
C14B H14B 0.9400 . ?
C15B C16B 1.393(2) . ?
C15B H15B 0.9400 . ?
C16B C17B 1.399(2) . ?
C16B C19B 1.460(2) . ?
C17B C18B 1.373(2) . ?
C17B H17B 0.9400 . ?
C18B H18B 0.9400 . ?
C19B C20B 1.347(2) . ?
C19B H19B 0.9400 . ?
C20B C21B 1.441(2) . ?
C20B C22B 1.478(2) . ?
C22B C23B 1.388(2) . ?
C22B C27B 1.396(2) . ?
C23B C24B 1.380(2) . ?
C23B H23B 0.9400 . ?
C24B C25B 1.384(2) . ?
C24B C28B 1.486(3) . ?
C25B C26B 1.377(3) . ?
C25B H25B 0.9400 . ?
C26B C27B 1.376(2) . ?
C26B H26B 0.9400 . ?
C27B H27B 0.9400 . ?

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
C1A N1A C12A 108.06(12) . . ?
C1A N1A C13A 125.37(12) . . ?
C12A N1A C13A 125.75(13) . . ?
C2A C1A C6A 121.22(15) . . ?
C2A C1A N1A 130.10(14) . . ?
C6A C1A N1A 108.66(13) . . ?
C3A C2A C1A 117.68(15) . . ?
C3A C2A H2A 121.2 . . ?
C1A C2A H2A 121.2 . . ?
C2A C3A C4A 121.53(16) . . ?
C2A C3A H3A 119.2 . . ?
C4A C3A H3A 119.2 . . ?
C5A C4A C3A 120.92(16) . . ?
C5A C4A H4A 119.5 . . ?
C3A C4A H4A 119.5 . . ?
C4A C5A C6A 118.86(16) . . ?
C4A C5A H5A 120.6 . . ?
C6A C5A H5A 120.6 . . ?
C5A C6A C1A 119.79(15) . . ?
C5A C6A C7A 133.06(15) . . ?
C1A C6A C7A 107.10(14) . . ?
C12A C7A C8A 119.40(15) . . ?
C12A C7A C6A 107.59(13) . . ?
C8A C7A C6A 133.02(15) . . ?
C9A C8A C7A 119.12(16) . . ?
C9A C8A H8A 120.4 . . ?
C7A C8A H8A 120.4 . . ?
C8A C9A C10A 120.67(15) . . ?
C8A C9A H9A 119.7 . . ?
C10A C9A H9A 119.7 . . ?
C11A C10A C9A 121.65(16) . . ?
C11A C10A H10A 119.2 . . ?
C9A C10A H10A 119.2 . . ?
C10A C11A C12A 117.31(15) . . ?
C10A C11A H11A 121.3 . . ?
C12A C11A H11A 121.3 . . ?
C11A C12A C7A 121.83(14) . . ?
C11A C12A N1A 129.54(14) . . ?
C7A C12A N1A 108.57(13) . . ?
C18A C13A C14A 118.66(14) . . ?
C18A C13A N1A 120.83(13) . . ?
C14A C13A N1A 120.49(13) . . ?
C15A C14A C13A 120.60(14) . . ?
C15A C14A H14A 119.7 . . ?
C13A C14A H14A 119.7 . . ?
C14A C15A C16A 121.13(14) . . ?
C14A C15A H15A 119.4 . . ?
C16A C15A H15A 119.4 . . ?
C17A C16A C15A 117.28(14) . . ?
C17A C16A C19A 116.96(13) . . ?
C15A C16A C19A 125.70(14) . . ?
C18A C17A C16A 121.86(14) . . ?
C18A C17A H17A 119.1 . . ?
C16A C17A H17A 119.1 . . ?
C17A C18A C13A 120.46(14) . . ?
C17A C18A H18A 119.8 . . ?
C13A C18A H18A 119.8 . . ?
C20A C19A C16A 131.62(15) . . ?
C20A C19A H19A 114.2 . . ?
C16A C19A H19A 114.2 . . ?
C19A C20A C21A 120.01(15) . . ?
C19A C20A C22A 124.14(14) . . ?
C21A C20A C22A 115.85(13) . . ?
N2A C21A C20A 178.24(19) . . ?
C23A C22A C27A 117.17(15) . . ?
C23A C22A C20A 122.36(14) . . ?
C27A C22A C20A 120.46(14) . . ?
C24A C23A C22A 121.22(14) . . ?
C24A C23A H23A 119.4 . . ?
C22A C23A H23A 119.4 . . ?
C25A C24A C23A 120.61(16) . . ?
C25A C24A C28A 119.59(15) . . ?
C23A C24A C28A 119.79(14) . . ?
C26A C25A C24A 118.69(17) . . ?
C26A C25A H25A 120.7 . . ?
C24A C25A H25A 120.7 . . ?
C25A C26A C27A 121.11(17) . . ?
C25A C26A H26A 119.4 . . ?
C27A C26A H26A 119.4 . . ?
C26A C27A C22A 121.18(17) . . ?
C26A C27A H27A 119.4 . . ?
C22A C27A H27A 119.4 . . ?
F3A C28A F2A 106.24(16) . . ?
F3A C28A F1A 106.49(15) . . ?
F2A C28A F1A 104.13(15) . . ?
F3A C28A C24A 113.70(15) . . ?
F2A C28A C24A 112.66(15) . . ?
F1A C28A C24A 112.88(15) . . ?
C1B N1B C12B 108.74(13) . . ?
C1B N1B C13B 124.71(13) . . ?
C12B N1B C13B 126.44(13) . . ?
C2B C1B N1B 129.55(15) . . ?
C2B C1B C6B 121.84(15) . . ?
N1B C1B C6B 108.60(14) . . ?
C1B C2B C3B 117.73(16) . . ?
C1B C2B H2B 121.1 . . ?
C3B C2B H2B 121.1 . . ?
C2B C3B C4B 121.17(17) . . ?
C2B C3B H3B 119.4 . . ?
C4B C3B H3B 119.4 . . ?
C5B C4B C3B 121.16(16) . . ?
C5B C4B H4B 119.4 . . ?
C3B C4B H4B 119.4 . . ?
C4B C5B C6B 118.92(17) . . ?
C4B C5B H5B 120.5 . . ?
C6B C5B H5B 120.5 . . ?
C5B C6B C1B 119.18(16) . . ?
C5B C6B C7B 133.79(16) . . ?
C1B C6B C7B 107.03(14) . . ?
C8B C7B C12B 118.94(16) . . ?
C8B C7B C6B 133.87(16) . . ?
C12B C7B C6B 107.10(14) . . ?
C9B C8B C7B 119.30(17) . . ?
C9B C8B H8B 120.4 . . ?
C7B C8B H8B 120.4 . . ?
C8B C9B C10B 120.72(17) . . ?
C8B C9B H9B 119.6 . . ?
C10B C9B H9B 119.6 . . ?
C11B C10B C9B 121.42(18) . . ?
C11B C10B H10B 119.3 . . ?
C9B C10B H10B 119.3 . . ?
C10B C11B C12B 117.65(17) . . ?
C10B C11B H11B 121.2 . . ?
C12B C11B H11B 121.2 . . ?
C11B C12B N1B 129.40(16) . . ?
C11B C12B C7B 121.97(15) . . ?
N1B C12B C7B 108.53(14) . . ?
C14B C13B C18B 119.73(15) . . ?
C14B C13B N1B 120.04(14) . . ?
C18B C13B N1B 120.19(14) . . ?
C15B C14B C13B 120.14(14) . . ?
C15B C14B H14B 119.9 . . ?
C13B C14B H14B 119.9 . . ?
C14B C15B C16B 121.20(15) . . ?
C14B C15B H15B 119.4 . . ?
C16B C15B H15B 119.4 . . ?
C15B C16B C17B 117.70(15) . . ?
C15B C16B C19B 123.54(14) . . ?
C17B C16B C19B 118.72(14) . . ?
C18B C17B C16B 121.61(15) . . ?
C18B C17B H17B 119.2 . . ?
C16B C17B H17B 119.2 . . ?
C17B C18B C13B 119.62(15) . . ?
C17B C18B H18B 120.2 . . ?
C13B C18B H18B 120.2 . . ?
C20B C19B C16B 128.69(15) . . ?
C20B C19B H19B 115.7 . . ?
C16B C19B H19B 115.7 . . ?
C19B C20B C21B 119.63(14) . . ?
C19B C20B C22B 124.56(14) . . ?
C21B C20B C22B 115.57(13) . . ?
N2B C21B C20B 177.98(18) . . ?
C23B C22B C27B 118.04(15) . . ?
C23B C22B C20B 120.92(14) . . ?
C27B C22B C20B 121.03(14) . . ?
C24B C23B C22B 120.66(15) . . ?
C24B C23B H23B 119.7 . . ?
C22B C23B H23B 119.7 . . ?
C23B C24B C25B 120.83(16) . . ?
C23B C24B C28B 119.49(16) . . ?
C25B C24B C28B 119.65(16) . . ?
C26B C25B C24B 118.79(17) . . ?
C26B C25B H25B 120.6 . . ?
C24B C25B H25B 120.6 . . ?
C27B C26B C25B 120.80(16) . . ?
C27B C26B H26B 119.6 . . ?
C25B C26B H26B 119.6 . . ?
C26B C27B C22B 120.86(16) . . ?
C26B C27B H27B 119.6 . . ?
C22B C27B H27B 119.6 . . ?
F4B C28B F5B 107.6(3) . . ?
F1B C28B F2B 114.4(4) . . ?
F1B C28B F3B 108.1(3) . . ?
F2B C28B F3B 101.8(3) . . ?
F4B C28B F6B 98.2(4) . . ?
F5B C28B F6B 97.9(3) . . ?
F1B C28B C24B 115.2(3) . . ?
F4B C28B C24B 123.2(3) . . ?
F5B C28B C24B 115.6(2) . . ?
F2B C28B C24B 108.0(2) . . ?
F3B C28B C24B 108.4(2) . . ?
F6B C28B C24B 110.0(2) . . ?

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
C12A N1A C1A C2A 176.66(16) . . . . ?
C13A N1A C1A C2A 6.6(2) . . . . ?
C12A N1A C1A C6A -1.59(16) . . . . ?
C13A N1A C1A C6A -171.63(13) . . . . ?
C6A C1A C2A C3A -0.4(2) . . . . ?
N1A C1A C2A C3A -178.46(15) . . . . ?
C1A C2A C3A C4A 0.2(2) . . . . ?
C2A C3A C4A C5A 0.1(3) . . . . ?
C3A C4A C5A C6A -0.3(3) . . . . ?
C4A C5A C6A C1A 0.1(2) . . . . ?
C4A C5A C6A C7A 177.17(17) . . . . ?
C2A C1A C6A C5A 0.2(2) . . . . ?
N1A C1A C6A C5A 178.66(13) . . . . ?
C2A C1A C6A C7A -177.52(14) . . . . ?
N1A C1A C6A C7A 0.91(16) . . . . ?
C5A C6A C7A C12A -177.21(16) . . . . ?
C1A C6A C7A C12A 0.10(17) . . . . ?
C5A C6A C7A C8A 2.9(3) . . . . ?
C1A C6A C7A C8A -179.78(17) . . . . ?
C12A C7A C8A C9A -0.4(2) . . . . ?
C6A C7A C8A C9A 179.51(16) . . . . ?
C7A C8A C9A C10A -0.3(2) . . . . ?
C8A C9A C10A C11A 0.1(3) . . . . ?
C9A C10A C11A C12A 0.8(2) . . . . ?
C10A C11A C12A C7A -1.5(2) . . . . ?
C10A C11A C12A N1A -178.46(15) . . . . ?
C8A C7A C12A C11A 1.3(2) . . . . ?
C6A C7A C12A C11A -178.61(13) . . . . ?
C8A C7A C12A N1A 178.82(14) . . . . ?
C6A C7A C12A N1A -1.08(16) . . . . ?
C1A N1A C12A C11A 178.93(15) . . . . ?
C13A N1A C12A C11A -11.1(2) . . . . ?
C1A N1A C12A C7A 1.65(16) . . . . ?
C13A N1A C12A C7A 171.65(13) . . . . ?
C1A N1A C13A C18A 128.95(15) . . . . ?
C12A N1A C13A C18A -39.4(2) . . . . ?
C1A N1A C13A C14A -49.4(2) . . . . ?
C12A N1A C13A C14A 142.25(15) . . . . ?
C18A C13A C14A C15A -1.1(2) . . . . ?
N1A C13A C14A C15A 177.36(13) . . . . ?
C13A C14A C15A C16A 0.8(2) . . . . ?
C14A C15A C16A C17A -0.5(2) . . . . ?
C14A C15A C16A C19A -177.61(14) . . . . ?
C15A C16A C17A C18A 0.5(2) . . . . ?
C19A C16A C17A C18A 177.85(13) . . . . ?
C16A C17A C18A C13A -0.8(2) . . . . ?
C14A C13A C18A C17A 1.0(2) . . . . ?
N1A C13A C18A C17A -177.38(13) . . . . ?
C17A C16A C19A C20A 163.00(15) . . . . ?
C15A C16A C19A C20A -19.9(3) . . . . ?
C16A C19A C20A C21A -3.8(3) . . . . ?
C16A C19A C20A C22A 176.99(14) . . . . ?
C19A C20A C22A C23A 2.0(2) . . . . ?
C21A C20A C22A C23A -177.22(14) . . . . ?
C19A C20A C22A C27A -176.78(16) . . . . ?
C21A C20A C22A C27A 4.0(2) . . . . ?
C27A C22A C23A C24A -1.3(2) . . . . ?
C20A C22A C23A C24A 179.86(14) . . . . ?
C22A C23A C24A C25A 0.6(2) . . . . ?
C22A C23A C24A C28A -178.06(15) . . . . ?
C23A C24A C25A C26A 0.3(3) . . . . ?
C28A C24A C25A C26A 178.99(18) . . . . ?
C24A C25A C26A C27A -0.5(3) . . . . ?
C25A C26A C27A C22A -0.2(3) . . . . ?
C23A C22A C27A C26A 1.1(3) . . . . ?
C20A C22A C27A C26A 179.97(17) . . . . ?
C25A C24A C28A F3A 7.3(3) . . . . ?
C23A C24A C28A F3A -173.99(16) . . . . ?
C25A C24A C28A F2A -113.61(18) . . . . ?
C23A C24A C28A F2A 65.1(2) . . . . ?
C25A C24A C28A F1A 128.79(17) . . . . ?
C23A C24A C28A F1A -52.5(2) . . . . ?
C12B N1B C1B C2B -179.88(15) . . . . ?
C13B N1B C1B C2B -3.5(3) . . . . ?
C12B N1B C1B C6B 0.10(17) . . . . ?
C13B N1B C1B C6B 176.46(14) . . . . ?
N1B C1B C2B C3B -179.92(15) . . . . ?
C6B C1B C2B C3B 0.1(2) . . . . ?
C1B C2B C3B C4B 0.1(2) . . . . ?
C2B C3B C4B C5B -0.1(3) . . . . ?
C3B C4B C5B C6B -0.1(2) . . . . ?
C4B C5B C6B C1B 0.3(2) . . . . ?
C4B C5B C6B C7B 179.31(16) . . . . ?
C2B C1B C6B C5B -0.3(2) . . . . ?
N1B C1B C6B C5B 179.73(14) . . . . ?
C2B C1B C6B C7B -179.57(14) . . . . ?
N1B C1B C6B C7B 0.45(17) . . . . ?
C5B C6B C7B C8B -3.7(3) . . . . ?
C1B C6B C7B C8B 175.44(16) . . . . ?
C5B C6B C7B C12B -179.95(17) . . . . ?
C1B C6B C7B C12B -0.82(17) . . . . ?
C12B C7B C8B C9B -0.8(2) . . . . ?
C6B C7B C8B C9B -176.76(17) . . . . ?
C7B C8B C9B C10B 0.4(3) . . . . ?
C8B C9B C10B C11B 0.4(3) . . . . ?
C9B C10B C11B C12B -0.6(3) . . . . ?
C10B C11B C12B N1B 176.00(15) . . . . ?
C10B C11B C12B C7B 0.1(2) . . . . ?
C1B N1B C12B C11B -176.92(16) . . . . ?
C13B N1B C12B C11B 6.8(3) . . . . ?
C1B N1B C12B C7B -0.63(17) . . . . ?
C13B N1B C12B C7B -176.91(14) . . . . ?
C8B C7B C12B C11B 0.6(2) . . . . ?
C6B C7B C12B C11B 177.51(15) . . . . ?
C8B C7B C12B N1B -176.03(13) . . . . ?
C6B C7B C12B N1B 0.89(17) . . . . ?
C1B N1B C13B C14B 55.3(2) . . . . ?
C12B N1B C13B C14B -128.97(16) . . . . ?
C1B N1B C13B C18B -122.52(17) . . . . ?
C12B N1B C13B C18B 53.2(2) . . . . ?
C18B C13B C14B C15B 0.0(2) . . . . ?
N1B C13B C14B C15B -177.80(14) . . . . ?
C13B C14B C15B C16B 0.0(2) . . . . ?
C14B C15B C16B C17B 0.6(2) . . . . ?
C14B C15B C16B C19B 178.35(14) . . . . ?
C15B C16B C17B C18B -1.2(2) . . . . ?
C19B C16B C17B C18B -179.14(14) . . . . ?
C16B C17B C18B C13B 1.3(2) . . . . ?
C14B C13B C18B C17B -0.7(2) . . . . ?
N1B C13B C18B C17B 177.14(14) . . . . ?
C15B C16B C19B C20B 31.5(2) . . . . ?
C17B C16B C19B C20B -150.70(16) . . . . ?
C16B C19B C20B C21B 6.4(2) . . . . ?
C16B C19B C20B C22B -179.44(14) . . . . ?
C19B C20B C22B C23B 19.6(2) . . . . ?
C21B C20B C22B C23B -165.95(14) . . . . ?
C19B C20B C22B C27B -159.38(15) . . . . ?
C21B C20B C22B C27B 15.0(2) . . . . ?
C27B C22B C23B C24B 1.3(2) . . . . ?
C20B C22B C23B C24B -177.78(14) . . . . ?
C22B C23B C24B C25B -1.3(2) . . . . ?
C22B C23B C24B C28B -179.48(16) . . . . ?
C23B C24B C25B C26B 1.1(3) . . . . ?
C28B C24B C25B C26B 179.18(17) . . . . ?
C24B C25B C26B C27B -0.7(3) . . . . ?
C25B C26B C27B C22B 0.7(3) . . . . ?
C23B C22B C27B C26B -1.0(2) . . . . ?
C20B C22B C27B C26B 178.09(15) . . . . ?
C23B C24B C28B F1B -19.7(4) . . . . ?
C25B C24B C28B F1B 162.2(4) . . . . ?
C23B C24B C28B F4B -161.6(4) . . . . ?
C25B C24B C28B F4B 20.3(5) . . . . ?
C23B C24B C28B F5B 62.8(4) . . . . ?
C25B C24B C28B F5B -115.4(4) . . . . ?
C23B C24B C28B F2B -149.0(3) . . . . ?
C25B C24B C28B F2B 32.9(3) . . . . ?
C23B C24B C28B F3B 101.5(3) . . . . ?
C25B C24B C28B F3B -76.6(3) . . . . ?
C23B C24B C28B F6B -46.8(3) . . . . ?
C25B C24B C28B F6B 135.0(3) . . . . ?

_refine_diff_density_max         0.336
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.063























####################################################################### 
# 
# 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_SPA398
_database_code_depnum_ccdc_archive 'CCDC 2154686'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2022-02-25 deposited with the CCDC.	2022-06-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(Z)-3-(4-(diphenylamino)phenyl)-2-(3-(trifluoromethyl)phenyl)acrylonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C28 H19 F3 N2)'
_chemical_formula_sum            'C112 H76 F12 N8'
_chemical_formula_weight         1761.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0019 0.0011 '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 0.0040 0.0024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0124 0.0074 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   10.600(2)
_cell_length_b                   27.458(6)
_cell_length_c                   30.913(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.29(3)
_cell_angle_gamma                90
_cell_volume                     8959(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    120364
_cell_measurement_theta_min      0.350
_cell_measurement_theta_max      33.679

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             3648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45614
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         1.136
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             24651
_reflns_number_gt                14449
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.984
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    0.986

_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0698P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00049(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 5161 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.3(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         24651
_refine_ls_number_parameters     1190
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1279
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_restrained_S_all      0.893
_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
F1A F -0.2052(4) 0.39447(14) 0.64371(11) 0.1112(12) Uani 1 1 d . . . . .
F2A F -0.3633(4) 0.38432(13) 0.59923(11) 0.1157(13) Uani 1 1 d . . . . .
F3A F -0.3655(4) 0.43737(13) 0.64851(12) 0.1265(14) Uani 1 1 d . . . . .
N1A N 0.3528(3) 0.44786(11) 0.33983(10) 0.0470(8) Uani 1 1 d . . . . .
N2A N -0.0084(5) 0.36121(12) 0.50004(14) 0.0755(12) Uani 1 1 d . . . . .
C1A C 0.3996(3) 0.40044(12) 0.33291(11) 0.0418(8) Uani 1 1 d . . . . .
C2A C 0.4551(3) 0.37355(13) 0.36728(12) 0.0459(8) Uani 1 1 d . . . . .
H2A H 0.465601 0.387153 0.395283 0.055 Uiso 1 1 calc R U . . .
C3A C 0.4953(3) 0.32627(14) 0.36028(14) 0.0555(10) Uani 1 1 d . . . . .
H3A H 0.531355 0.307891 0.383928 0.067 Uiso 1 1 calc R U . . .
C4A C 0.4837(4) 0.30586(14) 0.31966(14) 0.0563(10) Uani 1 1 d . . . . .
H4A H 0.510519 0.273733 0.315367 0.068 Uiso 1 1 calc R U . . .
C5A C 0.4319(4) 0.33332(14) 0.28533(14) 0.0530(10) Uani 1 1 d . . . . .
H5A H 0.425990 0.320096 0.257173 0.064 Uiso 1 1 calc R U . . .
C6A C 0.3883(3) 0.38015(12) 0.29147(11) 0.0439(8) Uani 1 1 d . . . . .
H6A H 0.351328 0.398159 0.267742 0.053 Uiso 1 1 calc R U . . .
C7A C 0.3640(4) 0.48449(12) 0.30747(11) 0.0416(8) Uani 1 1 d . . . . .
C8A C 0.4821(3) 0.49366(13) 0.29262(12) 0.0484(8) Uani 1 1 d . . . . .
H8A H 0.553947 0.476442 0.304304 0.058 Uiso 1 1 calc R U . . .
C9A C 0.4929(4) 0.52817(14) 0.26065(13) 0.0576(10) Uani 1 1 d . . . . .
H9A H 0.572705 0.534504 0.250915 0.069 Uiso 1 1 calc R U . . .
C10A C 0.3883(4) 0.55347(15) 0.24280(15) 0.0621(12) Uani 1 1 d . . . . .
H10A H 0.396258 0.576340 0.220594 0.075 Uiso 1 1 calc R U . . .
C11A C 0.2722(4) 0.54484(14) 0.25788(13) 0.0576(10) Uani 1 1 d . . . . .
H11A H 0.201018 0.562688 0.246496 0.069 Uiso 1 1 calc R U . . .
C12A C 0.2591(4) 0.51006(13) 0.28970(12) 0.0510(9) Uani 1 1 d . . . . .
H12A H 0.178927 0.503835 0.299213 0.061 Uiso 1 1 calc R U . . .
C13A C 0.2772(4) 0.45677(13) 0.37438(11) 0.0416(8) Uani 1 1 d . . . . .
C14A C 0.2117(4) 0.41854(13) 0.39174(11) 0.0457(9) Uani 1 1 d . . . . .
H14A H 0.219475 0.386947 0.380579 0.055 Uiso 1 1 calc R U . . .
C15A C 0.1359(4) 0.42614(13) 0.42487(12) 0.0494(9) Uani 1 1 d . . . . .
H15A H 0.094207 0.399489 0.436281 0.059 Uiso 1 1 calc R U . . .
C16A C 0.1194(4) 0.47247(13) 0.44193(12) 0.0429(9) Uani 1 1 d . . . . .
C17A C 0.1868(4) 0.51056(12) 0.42404(12) 0.0465(9) Uani 1 1 d . . . . .
H17A H 0.178115 0.542307 0.434757 0.056 Uiso 1 1 calc R U . . .
C18A C 0.2647(4) 0.50309(13) 0.39146(12) 0.0492(9) Uani 1 1 d . . . . .
H18A H 0.309540 0.529353 0.380766 0.059 Uiso 1 1 calc R U . . .
C19A C 0.0383(4) 0.48373(13) 0.47581(12) 0.0444(9) Uani 1 1 d . . . . .
H19A H 0.028495 0.517168 0.481090 0.053 Uiso 1 1 calc R U . . .
C20A C -0.0254(4) 0.45435(12) 0.50095(12) 0.0407(8) Uani 1 1 d . . . . .
C21A C -0.0135(4) 0.40242(14) 0.49924(12) 0.0492(10) Uani 1 1 d . . . . .
C22A C -0.1129(4) 0.47169(13) 0.53214(12) 0.0414(8) Uani 1 1 d . . . . .
C23A C -0.1606(4) 0.43912(14) 0.56143(12) 0.0460(9) Uani 1 1 d . . . . .
H23A H -0.136242 0.406207 0.561287 0.055 Uiso 1 1 calc R U . . .
C24A C -0.2435(4) 0.45500(15) 0.59070(13) 0.0529(10) Uani 1 1 d . . . . .
C25A C -0.2823(5) 0.50201(17) 0.59138(17) 0.0750(15) Uani 1 1 d . . . . .
H25A H -0.337408 0.512525 0.611609 0.090 Uiso 1 1 calc R U . . .
C26A C -0.2385(5) 0.53448(16) 0.56139(17) 0.0771(15) Uani 1 1 d . . . . .
H26A H -0.266889 0.566927 0.560955 0.093 Uiso 1 1 calc R U . . .
C27A C -0.1549(5) 0.52001(15) 0.53248(17) 0.0665(13) Uani 1 1 d . . . . .
H27A H -0.125762 0.542637 0.512861 0.080 Uiso 1 1 calc R U . . .
C28A C -0.2934(5) 0.41811(19) 0.62030(16) 0.0680(13) Uani 1 1 d . . . . .
F1B F 0.2907(3) 0.38120(13) 0.64074(11) 0.1007(11) Uani 1 1 d . . . . .
F2B F 0.1194(3) 0.37491(11) 0.60163(10) 0.0940(10) Uani 1 1 d . . . . .
F3B F 0.1355(4) 0.42551(13) 0.65287(11) 0.1253(14) Uani 1 1 d . . . . .
N1B N 0.8329(3) 0.45458(11) 0.33910(10) 0.0468(8) Uani 1 1 d . . . . .
N2B N 0.4808(5) 0.35830(12) 0.49240(15) 0.0825(14) Uani 1 1 d . . . . .
C1B C 0.8627(3) 0.40659(13) 0.32476(11) 0.0416(8) Uani 1 1 d . . . . .
C2B C 0.7728(3) 0.37051(11) 0.31947(11) 0.0439(8) Uani 1 1 d . . . . .
H2B H 0.689085 0.376865 0.325483 0.053 Uiso 1 1 calc R U . . .
C3B C 0.8056(3) 0.32478(12) 0.30529(11) 0.0452(8) Uani 1 1 d . . . . .
H3B H 0.744124 0.300035 0.302481 0.054 Uiso 1 1 calc R U . . .
C4B C 0.9271(4) 0.31503(13) 0.29524(13) 0.0515(9) Uani 1 1 d . . . . .
H4B H 0.948250 0.284206 0.284837 0.062 Uiso 1 1 calc R U . . .
C5B C 1.0168(4) 0.35132(15) 0.30074(14) 0.0579(10) Uani 1 1 d . . . . .
H5B H 1.100544 0.344808 0.294804 0.069 Uiso 1 1 calc R U . . .
C6B C 0.9858(3) 0.39693(13) 0.31479(12) 0.0497(9) Uani 1 1 d . . . . .
H6B H 1.047604 0.421567 0.317660 0.060 Uiso 1 1 calc R U . . .
C7B C 0.8650(4) 0.49418(14) 0.31231(12) 0.0447(9) Uani 1 1 d . . . . .
C8B C 0.8335(3) 0.49168(14) 0.26795(12) 0.0520(9) Uani 1 1 d . . . . .
H8B H 0.791290 0.464059 0.255896 0.062 Uiso 1 1 calc R U . . .
C9B C 0.8634(4) 0.52922(16) 0.24132(15) 0.0649(11) Uani 1 1 d . . . . .
H9B H 0.841805 0.527114 0.211199 0.078 Uiso 1 1 calc R U . . .
C10B C 0.9253(5) 0.57008(17) 0.25871(17) 0.0716(14) Uani 1 1 d . . . . .
H10B H 0.945261 0.595908 0.240585 0.086 Uiso 1 1 calc R U . . .
C11B C 0.9569(4) 0.57250(14) 0.30226(17) 0.0705(13) Uani 1 1 d . . . . .
H11B H 0.998261 0.600389 0.314126 0.085 Uiso 1 1 calc R U . . .
C12B C 0.9290(4) 0.53435(13) 0.32980(13) 0.0528(9) Uani 1 1 d . . . . .
H12B H 0.953570 0.536051 0.359766 0.063 Uiso 1 1 calc R U . . .
C13B C 0.7642(3) 0.46194(12) 0.37542(11) 0.0383(8) Uani 1 1 d . . . . .
C14B C 0.7579(3) 0.42593(12) 0.40741(11) 0.0431(8) Uani 1 1 d . . . . .
H14B H 0.805672 0.397284 0.405628 0.052 Uiso 1 1 calc R U . . .
C15B C 0.6839(3) 0.43145(12) 0.44112(11) 0.0427(8) Uani 1 1 d . . . . .
H15B H 0.681233 0.406358 0.461699 0.051 Uiso 1 1 calc R U . . .
C16B C 0.6123(4) 0.47366(12) 0.44561(11) 0.0408(8) Uani 1 1 d . . . . .
C17B C 0.6261(4) 0.51086(12) 0.41538(12) 0.0474(9) Uani 1 1 d . . . . .
H17B H 0.584271 0.540644 0.418682 0.057 Uiso 1 1 calc R U . . .
C18B C 0.6991(3) 0.50527(12) 0.38083(12) 0.0460(9) Uani 1 1 d . . . . .
H18B H 0.704738 0.530850 0.360899 0.055 Uiso 1 1 calc R U . . .
C19B C 0.5253(4) 0.48231(13) 0.47874(12) 0.0445(9) Uani 1 1 d . . . . .
H19B H 0.510759 0.515348 0.484505 0.053 Uiso 1 1 calc R U . . .
C20B C 0.4623(4) 0.45099(12) 0.50244(12) 0.0417(9) Uani 1 1 d . . . . .
C21B C 0.4752(4) 0.39948(14) 0.49667(13) 0.0529(10) Uani 1 1 d . . . . .
C22B C 0.3709(4) 0.46592(13) 0.53370(11) 0.0406(8) Uani 1 1 d . . . . .
C23B C 0.3271(4) 0.43192(13) 0.56266(12) 0.0479(9) Uani 1 1 d . . . . .
H23B H 0.356229 0.399604 0.562314 0.057 Uiso 1 1 calc R U . . .
C24B C 0.2408(4) 0.44539(14) 0.59199(12) 0.0482(9) Uani 1 1 d . . . . .
C25B C 0.1959(4) 0.49221(14) 0.59276(13) 0.0514(10) Uani 1 1 d . . . . .
H25B H 0.138077 0.501325 0.612601 0.062 Uiso 1 1 calc R U . . .
C26B C 0.2375(4) 0.52606(14) 0.56354(13) 0.0524(10) Uani 1 1 d . . . . .
H26B H 0.206763 0.558174 0.563532 0.063 Uiso 1 1 calc R U . . .
C27B C 0.3224(4) 0.51302(13) 0.53494(13) 0.0485(9) Uani 1 1 d . . . . .
H27B H 0.348863 0.536482 0.515558 0.058 Uiso 1 1 calc R U . . .
C28B C 0.1968(5) 0.40704(18) 0.62150(15) 0.0633(12) Uani 1 1 d . . . . .
F1C F 0.7147(4) 0.63351(13) 0.35240(12) 0.1083(12) Uani 1 1 d . . . . .
F2C F 0.8823(5) 0.67271(14) 0.35138(15) 0.161(2) Uani 1 1 d . . . . .
F3C F 0.8594(4) 0.62167(13) 0.40001(11) 0.1229(14) Uani 1 1 d . . . . .
N1C N 0.1618(3) 0.70882(11) 0.65753(9) 0.0437(7) Uani 1 1 d . . . . .
N2C N 0.4885(5) 0.60913(13) 0.49639(15) 0.0895(15) Uani 1 1 d . . . . .
C1C C 0.1328(3) 0.66077(12) 0.67154(11) 0.0393(8) Uani 1 1 d . . . . .
C2C C 0.2265(3) 0.62483(12) 0.67556(11) 0.0454(8) Uani 1 1 d . . . . .
H2C H 0.309504 0.631897 0.669146 0.054 Uiso 1 1 calc R U . . .
C3C C 0.1955(4) 0.57885(13) 0.68905(11) 0.0502(9) Uani 1 1 d . . . . .
H3C H 0.258194 0.554563 0.691757 0.060 Uiso 1 1 calc R U . . .
C4C C 0.0745(4) 0.56784(15) 0.69862(14) 0.0537(10) Uani 1 1 d . . . . .
H4C H 0.054160 0.536133 0.707088 0.064 Uiso 1 1 calc R U . . .
C5C C -0.0162(4) 0.60380(14) 0.69565(13) 0.0558(10) Uani 1 1 d . . . . .
H5C H -0.098543 0.596820 0.702875 0.067 Uiso 1 1 calc R U . . .
C6C C 0.0127(3) 0.65009(13) 0.68212(12) 0.0493(9) Uani 1 1 d . . . . .
H6C H -0.049980 0.674401 0.680137 0.059 Uiso 1 1 calc R U . . .
C7C C 0.1386(3) 0.74853(13) 0.68592(12) 0.0430(8) Uani 1 1 d . . . . .
C8C C 0.0848(4) 0.79128(13) 0.66965(13) 0.0543(10) Uani 1 1 d . . . . .
H8C H 0.061036 0.794414 0.639722 0.065 Uiso 1 1 calc R U . . .
C9C C 0.0658(4) 0.82961(15) 0.69752(15) 0.0660(12) Uani 1 1 d . . . . .
H9C H 0.030146 0.858898 0.686396 0.079 Uiso 1 1 calc R U . . .
C10C C 0.0989(4) 0.82488(17) 0.74141(16) 0.0690(13) Uani 1 1 d . . . . .
H10C H 0.086641 0.851041 0.760174 0.083 Uiso 1 1 calc R U . . .
C11C C 0.1500(4) 0.78186(17) 0.75789(14) 0.0654(12) Uani 1 1 d . . . . .
H11C H 0.171092 0.778564 0.787952 0.078 Uiso 1 1 calc R U . . .
C12C C 0.1705(4) 0.74362(13) 0.73050(11) 0.0499(9) Uani 1 1 d . . . . .
H12C H 0.205752 0.714364 0.741821 0.060 Uiso 1 1 calc R U . . .
C13C C 0.2309(4) 0.71603(13) 0.62159(11) 0.0421(8) Uani 1 1 d . . . . .
C14C C 0.2337(3) 0.67968(12) 0.58983(11) 0.0414(8) Uani 1 1 d . . . . .
H14C H 0.183221 0.651725 0.591563 0.050 Uiso 1 1 calc R U . . .
C15C C 0.3102(3) 0.68439(12) 0.55570(11) 0.0409(8) Uani 1 1 d . . . . .
H15C H 0.311330 0.659405 0.534950 0.049 Uiso 1 1 calc R U . . .
C16C C 0.3853(4) 0.72585(13) 0.55196(12) 0.0406(8) Uani 1 1 d . . . . .
C17C C 0.3748(4) 0.76306(12) 0.58229(12) 0.0459(9) Uani 1 1 d . . . . .
H17C H 0.419834 0.792181 0.579317 0.055 Uiso 1 1 calc R U . . .
C18C C 0.3006(3) 0.75847(13) 0.61643(11) 0.0454(9) Uani 1 1 d . . . . .
H18C H 0.296939 0.784121 0.636405 0.054 Uiso 1 1 calc R U . . .
C19C C 0.4741(4) 0.73344(13) 0.51957(11) 0.0417(9) Uani 1 1 d . . . . .
H19C H 0.497863 0.766104 0.516183 0.050 Uiso 1 1 calc R U . . .
C20C C 0.5288(4) 0.70176(12) 0.49331(11) 0.0391(8) Uani 1 1 d . . . . .
C21C C 0.5032(4) 0.65050(13) 0.49545(14) 0.0549(11) Uani 1 1 d . . . . .
C22C C 0.6180(4) 0.71583(12) 0.46134(12) 0.0392(8) Uani 1 1 d . . . . .
C23C C 0.6693(4) 0.68128(13) 0.43572(12) 0.0424(9) Uani 1 1 d . . . . .
H23C H 0.648895 0.648282 0.439212 0.051 Uiso 1 1 calc R U . . .
C24C C 0.7507(4) 0.69431(13) 0.40479(12) 0.0470(9) Uani 1 1 d . . . . .
C25C C 0.7842(4) 0.74251(15) 0.40032(14) 0.0622(13) Uani 1 1 d . . . . .
H25C H 0.840678 0.751480 0.379996 0.075 Uiso 1 1 calc R U . . .
C26C C 0.7347(5) 0.77696(15) 0.42556(16) 0.0715(15) Uani 1 1 d . . . . .
H26C H 0.756271 0.809838 0.422046 0.086 Uiso 1 1 calc R U . . .
C27C C 0.6535(4) 0.76451(13) 0.45621(14) 0.0542(11) Uani 1 1 d . . . . .
H27C H 0.621857 0.788791 0.473715 0.065 Uiso 1 1 calc R U . . .
C28C C 0.8029(5) 0.65642(17) 0.37736(16) 0.0639(13) Uani 1 1 d . . . . .
F1D F 0.7301(4) 0.1438(2) 0.34534(13) 0.1497(19) Uani 1 1 d . . . . .
F2D F 0.8904(4) 0.13278(16) 0.38706(13) 0.1280(14) Uani 1 1 d . . . . .
F3D F 0.8925(5) 0.18636(16) 0.33956(14) 0.163(2) Uani 1 1 d . . . . .
N1D N 0.1742(3) 0.20281(11) 0.64928(10) 0.0486(8) Uani 1 1 d . . . . .
N2D N 0.5466(4) 0.10991(12) 0.49229(12) 0.0662(10) Uani 1 1 d . . . . .
C1D C 0.1212(3) 0.15600(12) 0.65635(11) 0.0380(8) Uani 1 1 d . . . . .
C2D C 0.0567(3) 0.13093(13) 0.62232(12) 0.0480(8) Uani 1 1 d . . . . .
H2D H 0.046482 0.144905 0.594458 0.058 Uiso 1 1 calc R U . . .
C3D C 0.0073(4) 0.08543(14) 0.62932(15) 0.0605(10) Uani 1 1 d . . . . .
H3D H -0.035604 0.068356 0.606050 0.073 Uiso 1 1 calc R U . . .
C4D C 0.0203(4) 0.06473(14) 0.67016(17) 0.0648(12) Uani 1 1 d . . . . .
H4D H -0.012247 0.033499 0.674717 0.078 Uiso 1 1 calc R U . . .
C5D C 0.0811(4) 0.09015(14) 0.70388(14) 0.0582(11) Uani 1 1 d . . . . .
H5D H 0.088377 0.076547 0.731901 0.070 Uiso 1 1 calc R U . . .
C6D C 0.1319(4) 0.13541(13) 0.69739(12) 0.0488(9) Uani 1 1 d . . . . .
H6D H 0.173883 0.152376 0.720884 0.059 Uiso 1 1 calc R U . . .
C7D C 0.1590(4) 0.23998(13) 0.68059(11) 0.0429(8) Uani 1 1 d . . . . .
C8D C 0.2601(4) 0.26731(14) 0.69814(12) 0.0518(9) Uani 1 1 d . . . . .
H8D H 0.341133 0.262042 0.689019 0.062 Uiso 1 1 calc R U . . .
C9D C 0.2431(4) 0.30205(14) 0.72874(13) 0.0617(10) Uani 1 1 d . . . . .
H9D H 0.312841 0.320373 0.740559 0.074 Uiso 1 1 calc R U . . .
C10D C 0.1245(5) 0.31063(16) 0.74256(15) 0.0644(12) Uani 1 1 d . . . . .
H10D H 0.113293 0.335071 0.763147 0.077 Uiso 1 1 calc R U . . .
C11D C 0.0234(4) 0.28308(14) 0.72590(15) 0.0630(11) Uani 1 1 d . . . . .
H11D H -0.057104 0.287994 0.735562 0.076 Uiso 1 1 calc R U . . .
C12D C 0.0406(4) 0.24794(13) 0.69473(13) 0.0525(9) Uani 1 1 d . . . . .
H12D H -0.028882 0.229347 0.683095 0.063 Uiso 1 1 calc R U . . .
C13D C 0.2464(4) 0.20967(13) 0.61417(12) 0.0456(9) Uani 1 1 d . . . . .
C14D C 0.3084(4) 0.17062(13) 0.59615(12) 0.0477(9) Uani 1 1 d . . . . .
H14D H 0.299782 0.139262 0.607714 0.057 Uiso 1 1 calc R U . . .
C15D C 0.3813(4) 0.17672(13) 0.56217(12) 0.0502(9) Uani 1 1 d . . . . .
H15D H 0.419835 0.149417 0.550625 0.060 Uiso 1 1 calc R U . . .
C16D C 0.3996(4) 0.22318(13) 0.54409(12) 0.0467(9) Uani 1 1 d . . . . .
C17D C 0.3374(4) 0.26174(13) 0.56233(12) 0.0535(10) Uani 1 1 d . . . . .
H17D H 0.347157 0.293203 0.551135 0.064 Uiso 1 1 calc R U . . .
C18D C 0.2616(4) 0.25583(13) 0.59628(12) 0.0524(10) Uani 1 1 d . . . . .
H18D H 0.220526 0.282887 0.607246 0.063 Uiso 1 1 calc R U . . .
C19D C 0.4822(4) 0.23340(14) 0.51035(13) 0.0481(9) Uani 1 1 d . . . . .
H19D H 0.489023 0.266578 0.503437 0.058 Uiso 1 1 calc R U . . .
C20D C 0.5512(4) 0.20334(13) 0.48714(12) 0.0439(9) Uani 1 1 d . . . . .
C21D C 0.5455(4) 0.15103(14) 0.49074(12) 0.0477(9) Uani 1 1 d . . . . .
C22D C 0.6436(4) 0.22021(13) 0.45665(12) 0.0448(9) Uani 1 1 d . . . . .
C23D C 0.6852(4) 0.18903(15) 0.42607(12) 0.0527(10) Uani 1 1 d . . . . .
H23D H 0.651132 0.157440 0.423501 0.063 Uiso 1 1 calc R U . . .
C24D C 0.7763(4) 0.20306(17) 0.39889(12) 0.0572(11) Uani 1 1 d . . . . .
C25D C 0.8242(4) 0.25009(18) 0.40164(13) 0.0610(11) Uani 1 1 d . . . . .
H25D H 0.884104 0.260270 0.382937 0.073 Uiso 1 1 calc R U . . .
C26D C 0.7836(4) 0.28158(16) 0.43181(16) 0.0629(12) Uani 1 1 d . . . . .
H26D H 0.816272 0.313412 0.433685 0.075 Uiso 1 1 calc R U . . .
C27D C 0.6940(4) 0.26714(14) 0.45993(13) 0.0502(9) Uani 1 1 d . . . . .
H27D H 0.668098 0.288921 0.480841 0.060 Uiso 1 1 calc R U . . .
C28D C 0.8203(6) 0.1677(2) 0.36741(16) 0.0775(15) 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
F1A C28A 1.302(6) . ?
F2A C28A 1.321(6) . ?
F3A C28A 1.321(5) . ?
N1A C13A 1.414(4) . ?
N1A C1A 1.417(4) . ?
N1A C7A 1.431(4) . ?
N2A C21A 1.133(5) . ?
C1A C2A 1.380(5) . ?
C1A C6A 1.392(5) . ?
C2A C3A 1.390(5) . ?
C2A H2A 0.9400 . ?
C3A C4A 1.370(6) . ?
C3A H3A 0.9400 . ?
C4A C5A 1.374(6) . ?
C4A H4A 0.9400 . ?
C5A C6A 1.385(5) . ?
C5A H5A 0.9400 . ?
C6A H6A 0.9400 . ?
C7A C12A 1.386(5) . ?
C7A C8A 1.395(5) . ?
C8A C9A 1.381(5) . ?
C8A H8A 0.9400 . ?
C9A C10A 1.380(6) . ?
C9A H9A 0.9400 . ?
C10A C11A 1.377(6) . ?
C10A H10A 0.9400 . ?
C11A C12A 1.387(5) . ?
C11A H11A 0.9400 . ?
C12A H12A 0.9400 . ?
C13A C18A 1.388(5) . ?
C13A C14A 1.393(5) . ?
C14A C15A 1.375(5) . ?
C14A H14A 0.9400 . ?
C15A C16A 1.394(5) . ?
C15A H15A 0.9400 . ?
C16A C17A 1.408(5) . ?
C16A C19A 1.449(5) . ?
C17A C18A 1.376(5) . ?
C17A H17A 0.9400 . ?
C18A H18A 0.9400 . ?
C19A C20A 1.344(5) . ?
C19A H19A 0.9400 . ?
C20A C21A 1.433(5) . ?
C20A C22A 1.477(5) . ?
C22A C23A 1.400(5) . ?
C22A C27A 1.400(5) . ?
C23A C24A 1.389(5) . ?
C23A H23A 0.9400 . ?
C24A C25A 1.355(6) . ?
C24A C28A 1.494(6) . ?
C25A C26A 1.396(6) . ?
C25A H25A 0.9400 . ?
C26A C27A 1.374(6) . ?
C26A H26A 0.9400 . ?
C27A H27A 0.9400 . ?
F1B C28B 1.318(6) . ?
F2B C28B 1.317(6) . ?
F3B C28B 1.317(5) . ?
N1B C13B 1.408(4) . ?
N1B C7B 1.427(5) . ?
N1B C1B 1.435(4) . ?
N2B C21B 1.141(5) . ?
C1B C2B 1.373(5) . ?
C1B C6B 1.394(5) . ?
C2B C3B 1.385(5) . ?
C2B H2B 0.9400 . ?
C3B C4B 1.378(5) . ?
C3B H3B 0.9400 . ?
C4B C5B 1.377(6) . ?
C4B H4B 0.9400 . ?
C5B C6B 1.375(5) . ?
C5B H5B 0.9400 . ?
C6B H6B 0.9400 . ?
C7B C12B 1.379(5) . ?
C7B C8B 1.383(5) . ?
C8B C9B 1.374(5) . ?
C8B H8B 0.9400 . ?
C9B C10B 1.383(7) . ?
C9B H9B 0.9400 . ?
C10B C11B 1.359(7) . ?
C10B H10B 0.9400 . ?
C11B C12B 1.399(6) . ?
C11B H11B 0.9400 . ?
C12B H12B 0.9400 . ?
C13B C18B 1.393(5) . ?
C13B C14B 1.404(5) . ?
C14B C15B 1.369(5) . ?
C14B H14B 0.9400 . ?
C15B C16B 1.400(5) . ?
C15B H15B 0.9400 . ?
C16B C17B 1.401(5) . ?
C16B C19B 1.460(5) . ?
C17B C18B 1.384(5) . ?
C17B H17B 0.9400 . ?
C18B H18B 0.9400 . ?
C19B C20B 1.346(5) . ?
C19B H19B 0.9400 . ?
C20B C21B 1.434(5) . ?
C20B C22B 1.488(5) . ?
C22B C27B 1.394(5) . ?
C22B C23B 1.402(5) . ?
C23B C24B 1.396(5) . ?
C23B H23B 0.9400 . ?
C24B C25B 1.372(5) . ?
C24B C28B 1.496(6) . ?
C25B C26B 1.396(5) . ?
C25B H25B 0.9400 . ?
C26B C27B 1.366(5) . ?
C26B H26B 0.9400 . ?
C27B H27B 0.9400 . ?
F1C C28C 1.316(6) . ?
F2C C28C 1.296(5) . ?
F3C C28C 1.297(6) . ?
N1C C13C 1.400(4) . ?
N1C C1C 1.431(4) . ?
N1C C7C 1.435(5) . ?
N2C C21C 1.147(5) . ?
C1C C6C 1.375(5) . ?
C1C C2C 1.398(5) . ?
C2C C3C 1.379(5) . ?
C2C H2C 0.9400 . ?
C3C C4C 1.376(5) . ?
C3C H3C 0.9400 . ?
C4C C5C 1.376(6) . ?
C4C H4C 0.9400 . ?
C5C C6C 1.381(5) . ?
C5C H5C 0.9400 . ?
C6C H6C 0.9400 . ?
C7C C8C 1.380(5) . ?
C7C C12C 1.395(5) . ?
C8C C9C 1.386(5) . ?
C8C H8C 0.9400 . ?
C9C C10C 1.376(6) . ?
C9C H9C 0.9400 . ?
C10C C11C 1.378(6) . ?
C10C H10C 0.9400 . ?
C11C C12C 1.378(5) . ?
C11C H11C 0.9400 . ?
C12C H12C 0.9400 . ?
C13C C18C 1.397(5) . ?
C13C C14C 1.402(5) . ?
C14C C15C 1.395(4) . ?
C14C H14C 0.9400 . ?
C15C C16C 1.401(5) . ?
C15C H15C 0.9400 . ?
C16C C17C 1.398(5) . ?
C16C C19C 1.451(5) . ?
C17C C18C 1.379(5) . ?
C17C H17C 0.9400 . ?
C18C H18C 0.9400 . ?
C19C C20C 1.356(5) . ?
C19C H19C 0.9400 . ?
C20C C21C 1.436(5) . ?
C20C C22C 1.481(4) . ?
C22C C23C 1.379(5) . ?
C22C C27C 1.401(5) . ?
C23C C24C 1.393(5) . ?
C23C H23C 0.9400 . ?
C24C C25C 1.380(5) . ?
C24C C28C 1.481(5) . ?
C25C C26C 1.361(6) . ?
C25C H25C 0.9400 . ?
C26C C27C 1.381(5) . ?
C26C H26C 0.9400 . ?
C27C H27C 0.9400 . ?
F1D C28D 1.300(7) . ?
F2D C28D 1.325(7) . ?
F3D C28D 1.308(6) . ?
N1D C13D 1.398(5) . ?
N1D C7D 1.426(5) . ?
N1D C1D 1.428(4) . ?
N2D C21D 1.130(5) . ?
C1D C2D 1.384(5) . ?
C1D C6D 1.384(5) . ?
C2D C3D 1.379(5) . ?
C2D H2D 0.9400 . ?
C3D C4D 1.380(6) . ?
C3D H3D 0.9400 . ?
C4D C5D 1.366(6) . ?
C4D H4D 0.9400 . ?
C5D C6D 1.376(5) . ?
C5D H5D 0.9400 . ?
C6D H6D 0.9400 . ?
C7D C8D 1.378(5) . ?
C7D C12D 1.384(5) . ?
C8D C9D 1.367(5) . ?
C8D H8D 0.9400 . ?
C9D C10D 1.385(6) . ?
C9D H9D 0.9400 . ?
C10D C11D 1.372(6) . ?
C10D H10D 0.9400 . ?
C11D C12D 1.387(5) . ?
C11D H11D 0.9400 . ?
C12D H12D 0.9400 . ?
C13D C18D 1.398(5) . ?
C13D C14D 1.400(5) . ?
C14D C15D 1.370(5) . ?
C14D H14D 0.9400 . ?
C15D C16D 1.413(5) . ?
C15D H15D 0.9400 . ?
C16D C17D 1.394(5) . ?
C16D C19D 1.450(5) . ?
C17D C18D 1.389(5) . ?
C17D H17D 0.9400 . ?
C18D H18D 0.9400 . ?
C19D C20D 1.351(5) . ?
C19D H19D 0.9400 . ?
C20D C21D 1.442(5) . ?
C20D C22D 1.494(5) . ?
C22D C23D 1.378(5) . ?
C22D C27D 1.395(5) . ?
C23D C24D 1.392(5) . ?
C23D H23D 0.9400 . ?
C24D C25D 1.387(6) . ?
C24D C28D 1.481(7) . ?
C25D C26D 1.370(6) . ?
C25D H25D 0.9400 . ?
C26D C27D 1.402(5) . ?
C26D H26D 0.9400 . ?
C27D H27D 0.9400 . ?

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
C13A N1A C1A 120.2(3) . . ?
C13A N1A C7A 119.7(3) . . ?
C1A N1A C7A 119.2(3) . . ?
C2A C1A C6A 119.2(3) . . ?
C2A C1A N1A 120.4(3) . . ?
C6A C1A N1A 120.4(3) . . ?
C1A C2A C3A 119.7(4) . . ?
C1A C2A H2A 120.2 . . ?
C3A C2A H2A 120.2 . . ?
C4A C3A C2A 121.5(4) . . ?
C4A C3A H3A 119.3 . . ?
C2A C3A H3A 119.3 . . ?
C3A C4A C5A 118.6(4) . . ?
C3A C4A H4A 120.7 . . ?
C5A C4A H4A 120.7 . . ?
C4A C5A C6A 121.2(4) . . ?
C4A C5A H5A 119.4 . . ?
C6A C5A H5A 119.4 . . ?
C5A C6A C1A 119.8(4) . . ?
C5A C6A H6A 120.1 . . ?
C1A C6A H6A 120.1 . . ?
C12A C7A C8A 119.3(3) . . ?
C12A C7A N1A 121.2(3) . . ?
C8A C7A N1A 119.5(3) . . ?
C9A C8A C7A 119.7(4) . . ?
C9A C8A H8A 120.2 . . ?
C7A C8A H8A 120.2 . . ?
C10A C9A C8A 121.0(3) . . ?
C10A C9A H9A 119.5 . . ?
C8A C9A H9A 119.5 . . ?
C11A C10A C9A 119.3(4) . . ?
C11A C10A H10A 120.4 . . ?
C9A C10A H10A 120.4 . . ?
C10A C11A C12A 120.6(4) . . ?
C10A C11A H11A 119.7 . . ?
C12A C11A H11A 119.7 . . ?
C7A C12A C11A 120.1(3) . . ?
C7A C12A H12A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C18A C13A C14A 118.4(3) . . ?
C18A C13A N1A 121.7(3) . . ?
C14A C13A N1A 119.9(3) . . ?
C15A C14A C13A 121.3(3) . . ?
C15A C14A H14A 119.4 . . ?
C13A C14A H14A 119.4 . . ?
C14A C15A C16A 121.5(3) . . ?
C14A C15A H15A 119.3 . . ?
C16A C15A H15A 119.3 . . ?
C15A C16A C17A 116.3(3) . . ?
C15A C16A C19A 124.9(3) . . ?
C17A C16A C19A 118.8(3) . . ?
C18A C17A C16A 122.5(3) . . ?
C18A C17A H17A 118.7 . . ?
C16A C17A H17A 118.7 . . ?
C17A C18A C13A 120.0(3) . . ?
C17A C18A H18A 120.0 . . ?
C13A C18A H18A 120.0 . . ?
C20A C19A C16A 130.8(3) . . ?
C20A C19A H19A 114.6 . . ?
C16A C19A H19A 114.6 . . ?
C19A C20A C21A 121.7(3) . . ?
C19A C20A C22A 124.3(3) . . ?
C21A C20A C22A 114.1(3) . . ?
N2A C21A C20A 175.7(4) . . ?
C23A C22A C27A 117.8(3) . . ?
C23A C22A C20A 120.2(3) . . ?
C27A C22A C20A 122.0(3) . . ?
C24A C23A C22A 120.6(3) . . ?
C24A C23A H23A 119.7 . . ?
C22A C23A H23A 119.7 . . ?
C25A C24A C23A 121.3(4) . . ?
C25A C24A C28A 120.7(4) . . ?
C23A C24A C28A 117.9(4) . . ?
C24A C25A C26A 118.6(4) . . ?
C24A C25A H25A 120.7 . . ?
C26A C25A H25A 120.7 . . ?
C27A C26A C25A 121.4(4) . . ?
C27A C26A H26A 119.3 . . ?
C25A C26A H26A 119.3 . . ?
C26A C27A C22A 120.2(4) . . ?
C26A C27A H27A 119.9 . . ?
C22A C27A H27A 119.9 . . ?
F1A C28A F2A 105.4(5) . . ?
F1A C28A F3A 105.2(4) . . ?
F2A C28A F3A 105.9(4) . . ?
F1A C28A C24A 113.7(4) . . ?
F2A C28A C24A 112.8(4) . . ?
F3A C28A C24A 113.1(4) . . ?
C13B N1B C7B 121.5(3) . . ?
C13B N1B C1B 121.5(3) . . ?
C7B N1B C1B 116.7(3) . . ?
C2B C1B C6B 119.3(3) . . ?
C2B C1B N1B 122.0(3) . . ?
C6B C1B N1B 118.7(3) . . ?
C1B C2B C3B 120.0(3) . . ?
C1B C2B H2B 120.0 . . ?
C3B C2B H2B 120.0 . . ?
C4B C3B C2B 120.9(3) . . ?
C4B C3B H3B 119.5 . . ?
C2B C3B H3B 119.5 . . ?
C5B C4B C3B 118.7(3) . . ?
C5B C4B H4B 120.6 . . ?
C3B C4B H4B 120.6 . . ?
C6B C5B C4B 121.0(3) . . ?
C6B C5B H5B 119.5 . . ?
C4B C5B H5B 119.5 . . ?
C5B C6B C1B 119.9(3) . . ?
C5B C6B H6B 120.0 . . ?
C1B C6B H6B 120.0 . . ?
C12B C7B C8B 119.6(3) . . ?
C12B C7B N1B 121.1(4) . . ?
C8B C7B N1B 119.3(4) . . ?
C9B C8B C7B 120.6(4) . . ?
C9B C8B H8B 119.7 . . ?
C7B C8B H8B 119.7 . . ?
C8B C9B C10B 120.2(4) . . ?
C8B C9B H9B 119.9 . . ?
C10B C9B H9B 119.9 . . ?
C11B C10B C9B 119.3(4) . . ?
C11B C10B H10B 120.3 . . ?
C9B C10B H10B 120.3 . . ?
C10B C11B C12B 121.3(4) . . ?
C10B C11B H11B 119.3 . . ?
C12B C11B H11B 119.3 . . ?
C7B C12B C11B 119.0(4) . . ?
C7B C12B H12B 120.5 . . ?
C11B C12B H12B 120.5 . . ?
C18B C13B C14B 117.4(3) . . ?
C18B C13B N1B 121.1(3) . . ?
C14B C13B N1B 121.5(3) . . ?
C15B C14B C13B 121.7(3) . . ?
C15B C14B H14B 119.1 . . ?
C13B C14B H14B 119.1 . . ?
C14B C15B C16B 121.4(3) . . ?
C14B C15B H15B 119.3 . . ?
C16B C15B H15B 119.3 . . ?
C15B C16B C17B 116.5(3) . . ?
C15B C16B C19B 126.0(3) . . ?
C17B C16B C19B 117.4(3) . . ?
C18B C17B C16B 122.3(3) . . ?
C18B C17B H17B 118.9 . . ?
C16B C17B H17B 118.9 . . ?
C17B C18B C13B 120.4(3) . . ?
C17B C18B H18B 119.8 . . ?
C13B C18B H18B 119.8 . . ?
C20B C19B C16B 130.9(3) . . ?
C20B C19B H19B 114.5 . . ?
C16B C19B H19B 114.5 . . ?
C19B C20B C21B 120.3(3) . . ?
C19B C20B C22B 124.3(3) . . ?
C21B C20B C22B 115.3(3) . . ?
N2B C21B C20B 177.4(5) . . ?
C27B C22B C23B 117.1(3) . . ?
C27B C22B C20B 122.5(3) . . ?
C23B C22B C20B 120.4(3) . . ?
C24B C23B C22B 120.9(3) . . ?
C24B C23B H23B 119.5 . . ?
C22B C23B H23B 119.5 . . ?
C25B C24B C23B 120.6(3) . . ?
C25B C24B C28B 121.4(4) . . ?
C23B C24B C28B 118.0(4) . . ?
C24B C25B C26B 118.8(3) . . ?
C24B C25B H25B 120.6 . . ?
C26B C25B H25B 120.6 . . ?
C27B C26B C25B 120.7(4) . . ?
C27B C26B H26B 119.6 . . ?
C25B C26B H26B 119.6 . . ?
C26B C27B C22B 121.9(4) . . ?
C26B C27B H27B 119.1 . . ?
C22B C27B H27B 119.1 . . ?
F3B C28B F2B 105.8(4) . . ?
F3B C28B F1B 106.1(4) . . ?
F2B C28B F1B 105.2(4) . . ?
F3B C28B C24B 112.4(4) . . ?
F2B C28B C24B 113.8(4) . . ?
F1B C28B C24B 112.9(4) . . ?
C13C N1C C1C 120.9(3) . . ?
C13C N1C C7C 120.6(3) . . ?
C1C N1C C7C 117.5(3) . . ?
C6C C1C C2C 119.6(3) . . ?
C6C C1C N1C 119.9(3) . . ?
C2C C1C N1C 120.5(3) . . ?
C3C C2C C1C 119.1(3) . . ?
C3C C2C H2C 120.5 . . ?
C1C C2C H2C 120.5 . . ?
C4C C3C C2C 121.3(3) . . ?
C4C C3C H3C 119.4 . . ?
C2C C3C H3C 119.4 . . ?
C3C C4C C5C 119.2(4) . . ?
C3C C4C H4C 120.4 . . ?
C5C C4C H4C 120.4 . . ?
C4C C5C C6C 120.5(3) . . ?
C4C C5C H5C 119.8 . . ?
C6C C5C H5C 119.8 . . ?
C1C C6C C5C 120.3(3) . . ?
C1C C6C H6C 119.8 . . ?
C5C C6C H6C 119.8 . . ?
C8C C7C C12C 119.8(3) . . ?
C8C C7C N1C 120.8(3) . . ?
C12C C7C N1C 119.4(3) . . ?
C7C C8C C9C 119.9(4) . . ?
C7C C8C H8C 120.1 . . ?
C9C C8C H8C 120.1 . . ?
C10C C9C C8C 120.2(4) . . ?
C10C C9C H9C 119.9 . . ?
C8C C9C H9C 119.9 . . ?
C9C C10C C11C 120.1(4) . . ?
C9C C10C H10C 119.9 . . ?
C11C C10C H10C 119.9 . . ?
C10C C11C C12C 120.3(4) . . ?
C10C C11C H11C 119.8 . . ?
C12C C11C H11C 119.8 . . ?
C11C C12C C7C 119.7(4) . . ?
C11C C12C H12C 120.1 . . ?
C7C C12C H12C 120.1 . . ?
C18C C13C N1C 122.0(3) . . ?
C18C C13C C14C 117.9(3) . . ?
N1C C13C C14C 120.1(3) . . ?
C15C C14C C13C 121.0(3) . . ?
C15C C14C H14C 119.5 . . ?
C13C C14C H14C 119.5 . . ?
C14C C15C C16C 120.8(3) . . ?
C14C C15C H15C 119.6 . . ?
C16C C15C H15C 119.6 . . ?
C17C C16C C15C 117.2(3) . . ?
C17C C16C C19C 117.1(3) . . ?
C15C C16C C19C 125.7(3) . . ?
C18C C17C C16C 122.2(3) . . ?
C18C C17C H17C 118.9 . . ?
C16C C17C H17C 118.9 . . ?
C17C C18C C13C 120.6(3) . . ?
C17C C18C H18C 119.7 . . ?
C13C C18C H18C 119.7 . . ?
C20C C19C C16C 131.4(3) . . ?
C20C C19C H19C 114.3 . . ?
C16C C19C H19C 114.3 . . ?
C19C C20C C21C 120.6(3) . . ?
C19C C20C C22C 124.5(3) . . ?
C21C C20C C22C 114.9(3) . . ?
N2C C21C C20C 176.6(4) . . ?
C23C C22C C27C 117.8(3) . . ?
C23C C22C C20C 120.9(3) . . ?
C27C C22C C20C 121.3(3) . . ?
C22C C23C C24C 121.3(3) . . ?
C22C C23C H23C 119.4 . . ?
C24C C23C H23C 119.4 . . ?
C25C C24C C23C 119.8(3) . . ?
C25C C24C C28C 120.2(3) . . ?
C23C C24C C28C 120.0(3) . . ?
C26C C25C C24C 119.5(3) . . ?
C26C C25C H25C 120.2 . . ?
C24C C25C H25C 120.2 . . ?
C25C C26C C27C 121.2(4) . . ?
C25C C26C H26C 119.4 . . ?
C27C C26C H26C 119.4 . . ?
C26C C27C C22C 120.3(3) . . ?
C26C C27C H27C 119.8 . . ?
C22C C27C H27C 119.8 . . ?
F2C C28C F3C 107.1(5) . . ?
F2C C28C F1C 105.6(5) . . ?
F3C C28C F1C 103.5(4) . . ?
F2C C28C C24C 114.3(4) . . ?
F3C C28C C24C 112.7(4) . . ?
F1C C28C C24C 112.9(4) . . ?
C13D N1D C7D 122.3(3) . . ?
C13D N1D C1D 119.5(3) . . ?
C7D N1D C1D 118.0(3) . . ?
C2D C1D C6D 119.1(3) . . ?
C2D C1D N1D 120.4(3) . . ?
C6D C1D N1D 120.5(3) . . ?
C3D C2D C1D 120.0(4) . . ?
C3D C2D H2D 120.0 . . ?
C1D C2D H2D 120.0 . . ?
C2D C3D C4D 120.6(4) . . ?
C2D C3D H3D 119.7 . . ?
C4D C3D H3D 119.7 . . ?
C5D C4D C3D 119.2(4) . . ?
C5D C4D H4D 120.4 . . ?
C3D C4D H4D 120.4 . . ?
C4D C5D C6D 120.9(4) . . ?
C4D C5D H5D 119.6 . . ?
C6D C5D H5D 119.6 . . ?
C5D C6D C1D 120.2(4) . . ?
C5D C6D H6D 119.9 . . ?
C1D C6D H6D 119.9 . . ?
C8D C7D C12D 119.0(3) . . ?
C8D C7D N1D 121.7(3) . . ?
C12D C7D N1D 119.3(4) . . ?
C9D C8D C7D 120.3(3) . . ?
C9D C8D H8D 119.8 . . ?
C7D C8D H8D 119.8 . . ?
C8D C9D C10D 120.9(4) . . ?
C8D C9D H9D 119.6 . . ?
C10D C9D H9D 119.6 . . ?
C11D C10D C9D 119.3(4) . . ?
C11D C10D H10D 120.3 . . ?
C9D C10D H10D 120.3 . . ?
C10D C11D C12D 119.8(4) . . ?
C10D C11D H11D 120.1 . . ?
C12D C11D H11D 120.1 . . ?
C7D C12D C11D 120.7(4) . . ?
C7D C12D H12D 119.7 . . ?
C11D C12D H12D 119.7 . . ?
N1D C13D C18D 121.4(3) . . ?
N1D C13D C14D 121.1(3) . . ?
C18D C13D C14D 117.5(3) . . ?
C15D C14D C13D 122.0(3) . . ?
C15D C14D H14D 119.0 . . ?
C13D C14D H14D 119.0 . . ?
C14D C15D C16D 121.4(3) . . ?
C14D C15D H15D 119.3 . . ?
C16D C15D H15D 119.3 . . ?
C17D C16D C15D 116.0(3) . . ?
C17D C16D C19D 118.9(3) . . ?
C15D C16D C19D 125.0(3) . . ?
C18D C17D C16D 123.1(3) . . ?
C18D C17D H17D 118.5 . . ?
C16D C17D H17D 118.5 . . ?
C17D C18D C13D 120.0(3) . . ?
C17D C18D H18D 120.0 . . ?
C13D C18D H18D 120.0 . . ?
C20D C19D C16D 131.0(3) . . ?
C20D C19D H19D 114.5 . . ?
C16D C19D H19D 114.5 . . ?
C19D C20D C21D 122.6(3) . . ?
C19D C20D C22D 124.3(3) . . ?
C21D C20D C22D 113.1(3) . . ?
N2D C21D C20D 176.3(4) . . ?
C23D C22D C27D 118.6(3) . . ?
C23D C22D C20D 120.7(3) . . ?
C27D C22D C20D 120.6(3) . . ?
C22D C23D C24D 121.7(4) . . ?
C22D C23D H23D 119.1 . . ?
C24D C23D H23D 119.1 . . ?
C25D C24D C23D 119.4(4) . . ?
C25D C24D C28D 121.0(4) . . ?
C23D C24D C28D 119.6(4) . . ?
C26D C25D C24D 119.5(4) . . ?
C26D C25D H25D 120.2 . . ?
C24D C25D H25D 120.2 . . ?
C25D C26D C27D 121.1(4) . . ?
C25D C26D H26D 119.4 . . ?
C27D C26D H26D 119.4 . . ?
C22D C27D C26D 119.5(4) . . ?
C22D C27D H27D 120.2 . . ?
C26D C27D H27D 120.2 . . ?
F1D C28D F3D 107.4(5) . . ?
F1D C28D F2D 103.3(6) . . ?
F3D C28D F2D 104.4(5) . . ?
F1D C28D C24D 114.5(5) . . ?
F3D C28D C24D 114.4(5) . . ?
F2D C28D C24D 111.7(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
C13A N1A C1A C2A -46.5(5) . . . . ?
C7A N1A C1A C2A 144.1(3) . . . . ?
C13A N1A C1A C6A 132.5(4) . . . . ?
C7A N1A C1A C6A -36.9(5) . . . . ?
C6A C1A C2A C3A -1.9(5) . . . . ?
N1A C1A C2A C3A 177.1(3) . . . . ?
C1A C2A C3A C4A 1.4(5) . . . . ?
C2A C3A C4A C5A 0.6(5) . . . . ?
C3A C4A C5A C6A -2.1(5) . . . . ?
C4A C5A C6A C1A 1.5(5) . . . . ?
C2A C1A C6A C5A 0.5(5) . . . . ?
N1A C1A C6A C5A -178.5(3) . . . . ?
C13A N1A C7A C12A -44.0(5) . . . . ?
C1A N1A C7A C12A 125.4(4) . . . . ?
C13A N1A C7A C8A 137.9(4) . . . . ?
C1A N1A C7A C8A -52.7(5) . . . . ?
C12A C7A C8A C9A 0.3(6) . . . . ?
N1A C7A C8A C9A 178.5(3) . . . . ?
C7A C8A C9A C10A -0.6(6) . . . . ?
C8A C9A C10A C11A 1.5(7) . . . . ?
C9A C10A C11A C12A -2.0(7) . . . . ?
C8A C7A C12A C11A -0.8(6) . . . . ?
N1A C7A C12A C11A -179.0(3) . . . . ?
C10A C11A C12A C7A 1.7(6) . . . . ?
C1A N1A C13A C18A 158.1(4) . . . . ?
C7A N1A C13A C18A -32.6(6) . . . . ?
C1A N1A C13A C14A -22.7(6) . . . . ?
C7A N1A C13A C14A 146.6(4) . . . . ?
C18A C13A C14A C15A 0.2(6) . . . . ?
N1A C13A C14A C15A -179.0(4) . . . . ?
C13A C14A C15A C16A 1.2(6) . . . . ?
C14A C15A C16A C17A -1.4(6) . . . . ?
C14A C15A C16A C19A 178.0(4) . . . . ?
C15A C16A C17A C18A 0.1(6) . . . . ?
C19A C16A C17A C18A -179.3(4) . . . . ?
C16A C17A C18A C13A 1.3(6) . . . . ?
C14A C13A C18A C17A -1.5(6) . . . . ?
N1A C13A C18A C17A 177.7(4) . . . . ?
C15A C16A C19A C20A 8.1(8) . . . . ?
C17A C16A C19A C20A -172.6(4) . . . . ?
C16A C19A C20A C21A 4.6(7) . . . . ?
C16A C19A C20A C22A -175.1(4) . . . . ?
C19A C20A C22A C23A -170.6(4) . . . . ?
C21A C20A C22A C23A 9.7(6) . . . . ?
C19A C20A C22A C27A 12.0(7) . . . . ?
C21A C20A C22A C27A -167.7(4) . . . . ?
C27A C22A C23A C24A -2.1(6) . . . . ?
C20A C22A C23A C24A -179.6(4) . . . . ?
C22A C23A C24A C25A 1.1(7) . . . . ?
C22A C23A C24A C28A 178.5(4) . . . . ?
C23A C24A C25A C26A 1.0(8) . . . . ?
C28A C24A C25A C26A -176.4(5) . . . . ?
C24A C25A C26A C27A -2.0(9) . . . . ?
C25A C26A C27A C22A 0.9(9) . . . . ?
C23A C22A C27A C26A 1.1(7) . . . . ?
C20A C22A C27A C26A 178.6(5) . . . . ?
C25A C24A C28A F1A -126.1(5) . . . . ?
C23A C24A C28A F1A 56.4(6) . . . . ?
C25A C24A C28A F2A 113.9(5) . . . . ?
C23A C24A C28A F2A -63.5(6) . . . . ?
C25A C24A C28A F3A -6.3(8) . . . . ?
C23A C24A C28A F3A 176.3(5) . . . . ?
C13B N1B C1B C2B 48.2(5) . . . . ?
C7B N1B C1B C2B -125.7(4) . . . . ?
C13B N1B C1B C6B -133.7(4) . . . . ?
C7B N1B C1B C6B 52.5(5) . . . . ?
C6B C1B C2B C3B 1.4(5) . . . . ?
N1B C1B C2B C3B 179.6(3) . . . . ?
C1B C2B C3B C4B -1.7(5) . . . . ?
C2B C3B C4B C5B 1.8(6) . . . . ?
C3B C4B C5B C6B -1.8(6) . . . . ?
C4B C5B C6B C1B 1.7(6) . . . . ?
C2B C1B C6B C5B -1.4(6) . . . . ?
N1B C1B C6B C5B -179.7(4) . . . . ?
C13B N1B C7B C12B 54.4(5) . . . . ?
C1B N1B C7B C12B -131.7(4) . . . . ?
C13B N1B C7B C8B -127.0(4) . . . . ?
C1B N1B C7B C8B 46.9(5) . . . . ?
C12B C7B C8B C9B -1.2(6) . . . . ?
N1B C7B C8B C9B -179.8(3) . . . . ?
C7B C8B C9B C10B -0.2(6) . . . . ?
C8B C9B C10B C11B 0.5(6) . . . . ?
C9B C10B C11B C12B 0.5(6) . . . . ?
C8B C7B C12B C11B 2.2(6) . . . . ?
N1B C7B C12B C11B -179.2(3) . . . . ?
C10B C11B C12B C7B -1.9(6) . . . . ?
C7B N1B C13B C18B 15.6(6) . . . . ?
C1B N1B C13B C18B -158.0(4) . . . . ?
C7B N1B C13B C14B -164.9(4) . . . . ?
C1B N1B C13B C14B 21.6(6) . . . . ?
C18B C13B C14B C15B 4.4(5) . . . . ?
N1B C13B C14B C15B -175.2(4) . . . . ?
C13B C14B C15B C16B -0.9(6) . . . . ?
C14B C15B C16B C17B -3.6(6) . . . . ?
C14B C15B C16B C19B 176.5(4) . . . . ?
C15B C16B C17B C18B 4.7(6) . . . . ?
C19B C16B C17B C18B -175.4(4) . . . . ?
C16B C17B C18B C13B -1.2(6) . . . . ?
C14B C13B C18B C17B -3.3(6) . . . . ?
N1B C13B C18B C17B 176.3(4) . . . . ?
C15B C16B C19B C20B -23.7(7) . . . . ?
C17B C16B C19B C20B 156.4(4) . . . . ?
C16B C19B C20B C21B -0.4(8) . . . . ?
C16B C19B C20B C22B -176.7(4) . . . . ?
C19B C20B C22B C27B 13.5(6) . . . . ?
C21B C20B C22B C27B -162.9(4) . . . . ?
C19B C20B C22B C23B -168.4(4) . . . . ?
C21B C20B C22B C23B 15.2(6) . . . . ?
C27B C22B C23B C24B -1.4(6) . . . . ?
C20B C22B C23B C24B -179.6(4) . . . . ?
C22B C23B C24B C25B 0.8(7) . . . . ?
C22B C23B C24B C28B 179.2(4) . . . . ?
C23B C24B C25B C26B 0.3(6) . . . . ?
C28B C24B C25B C26B -178.0(4) . . . . ?
C24B C25B C26B C27B -0.6(6) . . . . ?
C25B C26B C27B C22B -0.1(7) . . . . ?
C23B C22B C27B C26B 1.1(6) . . . . ?
C20B C22B C27B C26B 179.3(4) . . . . ?
C25B C24B C28B F3B -13.7(7) . . . . ?
C23B C24B C28B F3B 167.9(4) . . . . ?
C25B C24B C28B F2B 106.6(5) . . . . ?
C23B C24B C28B F2B -71.8(6) . . . . ?
C25B C24B C28B F1B -133.7(5) . . . . ?
C23B C24B C28B F1B 48.0(6) . . . . ?
C13C N1C C1C C6C -135.1(4) . . . . ?
C7C N1C C1C C6C 56.2(5) . . . . ?
C13C N1C C1C C2C 46.4(5) . . . . ?
C7C N1C C1C C2C -122.3(4) . . . . ?
C6C C1C C2C C3C 1.6(5) . . . . ?
N1C C1C C2C C3C -179.9(3) . . . . ?
C1C C2C C3C C4C -0.1(6) . . . . ?
C2C C3C C4C C5C -1.6(6) . . . . ?
C3C C4C C5C C6C 1.7(6) . . . . ?
C2C C1C C6C C5C -1.6(6) . . . . ?
N1C C1C C6C C5C 180.0(3) . . . . ?
C4C C5C C6C C1C -0.1(6) . . . . ?
C13C N1C C7C C8C 53.3(5) . . . . ?
C1C N1C C7C C8C -137.9(4) . . . . ?
C13C N1C C7C C12C -126.9(4) . . . . ?
C1C N1C C7C C12C 41.8(5) . . . . ?
C12C C7C C8C C9C 1.7(5) . . . . ?
N1C C7C C8C C9C -178.6(4) . . . . ?
C7C C8C C9C C10C -0.9(6) . . . . ?
C8C C9C C10C C11C -0.6(7) . . . . ?
C9C C10C C11C C12C 1.2(7) . . . . ?
C10C C11C C12C C7C -0.3(6) . . . . ?
C8C C7C C12C C11C -1.2(5) . . . . ?
N1C C7C C12C C11C 179.1(4) . . . . ?
C1C N1C C13C C18C -155.6(4) . . . . ?
C7C N1C C13C C18C 12.8(6) . . . . ?
C1C N1C C13C C14C 23.2(5) . . . . ?
C7C N1C C13C C14C -168.4(3) . . . . ?
C18C C13C C14C C15C 4.1(5) . . . . ?
N1C C13C C14C C15C -174.6(3) . . . . ?
C13C C14C C15C C16C -0.7(5) . . . . ?
C14C C15C C16C C17C -3.4(5) . . . . ?
C14C C15C C16C C19C 176.0(4) . . . . ?
C15C C16C C17C C18C 4.3(6) . . . . ?
C19C C16C C17C C18C -175.2(4) . . . . ?
C16C C17C C18C C13C -0.9(6) . . . . ?
N1C C13C C18C C17C 175.4(3) . . . . ?
C14C C13C C18C C17C -3.3(6) . . . . ?
C17C C16C C19C C20C 161.7(4) . . . . ?
C15C C16C C19C C20C -17.7(7) . . . . ?
C16C C19C C20C C21C -1.2(7) . . . . ?
C16C C19C C20C C22C 179.5(4) . . . . ?
C19C C20C C22C C23C -179.8(4) . . . . ?
C21C C20C C22C C23C 0.9(6) . . . . ?
C19C C20C C22C C27C 0.4(7) . . . . ?
C21C C20C C22C C27C -178.9(4) . . . . ?
C27C C22C C23C C24C -1.9(6) . . . . ?
C20C C22C C23C C24C 178.3(4) . . . . ?
C22C C23C C24C C25C 1.9(7) . . . . ?
C22C C23C C24C C28C -179.2(4) . . . . ?
C23C C24C C25C C26C -1.5(8) . . . . ?
C28C C24C C25C C26C 179.5(5) . . . . ?
C24C C25C C26C C27C 1.3(8) . . . . ?
C25C C26C C27C C22C -1.3(8) . . . . ?
C23C C22C C27C C26C 1.6(7) . . . . ?
C20C C22C C27C C26C -178.6(4) . . . . ?
C25C C24C C28C F2C 2.2(8) . . . . ?
C23C C24C C28C F2C -176.7(5) . . . . ?
C25C C24C C28C F3C 124.8(5) . . . . ?
C23C C24C C28C F3C -54.1(6) . . . . ?
C25C C24C C28C F1C -118.4(5) . . . . ?
C23C C24C C28C F1C 62.6(6) . . . . ?
C13D N1D C1D C2D -47.9(5) . . . . ?
C7D N1D C1D C2D 136.9(4) . . . . ?
C13D N1D C1D C6D 133.1(4) . . . . ?
C7D N1D C1D C6D -42.2(5) . . . . ?
C6D C1D C2D C3D -1.9(5) . . . . ?
N1D C1D C2D C3D 179.1(3) . . . . ?
C1D C2D C3D C4D 0.7(5) . . . . ?
C2D C3D C4D C5D 1.0(6) . . . . ?
C3D C4D C5D C6D -1.6(6) . . . . ?
C4D C5D C6D C1D 0.4(6) . . . . ?
C2D C1D C6D C5D 1.3(5) . . . . ?
N1D C1D C6D C5D -179.6(3) . . . . ?
C13D N1D C7D C8D -44.8(6) . . . . ?
C1D N1D C7D C8D 130.3(4) . . . . ?
C13D N1D C7D C12D 137.1(4) . . . . ?
C1D N1D C7D C12D -47.7(5) . . . . ?
C12D C7D C8D C9D -0.6(6) . . . . ?
N1D C7D C8D C9D -178.7(4) . . . . ?
C7D C8D C9D C10D -0.3(6) . . . . ?
C8D C9D C10D C11D 1.4(7) . . . . ?
C9D C10D C11D C12D -1.6(7) . . . . ?
C8D C7D C12D C11D 0.4(6) . . . . ?
N1D C7D C12D C11D 178.5(4) . . . . ?
C10D C11D C12D C7D 0.7(6) . . . . ?
C7D N1D C13D C18D -28.4(6) . . . . ?
C1D N1D C13D C18D 156.6(4) . . . . ?
C7D N1D C13D C14D 150.3(4) . . . . ?
C1D N1D C13D C14D -24.7(6) . . . . ?
N1D C13D C14D C15D -179.0(4) . . . . ?
C18D C13D C14D C15D -0.2(6) . . . . ?
C13D C14D C15D C16D 1.3(7) . . . . ?
C14D C15D C16D C17D -1.2(6) . . . . ?
C14D C15D C16D C19D 175.3(4) . . . . ?
C15D C16D C17D C18D 0.1(7) . . . . ?
C19D C16D C17D C18D -176.6(4) . . . . ?
C16D C17D C18D C13D 0.9(7) . . . . ?
N1D C13D C18D C17D 177.9(4) . . . . ?
C14D C13D C18D C17D -0.9(6) . . . . ?
C17D C16D C19D C20D -178.9(4) . . . . ?
C15D C16D C19D C20D 4.7(8) . . . . ?
C16D C19D C20D C21D 4.9(8) . . . . ?
C16D C19D C20D C22D -172.8(4) . . . . ?
C19D C20D C22D C23D -162.9(4) . . . . ?
C21D C20D C22D C23D 19.2(6) . . . . ?
C19D C20D C22D C27D 20.1(6) . . . . ?
C21D C20D C22D C27D -157.8(4) . . . . ?
C27D C22D C23D C24D 0.5(6) . . . . ?
C20D C22D C23D C24D -176.5(4) . . . . ?
C22D C23D C24D C25D -1.9(7) . . . . ?
C22D C23D C24D C28D 178.3(5) . . . . ?
C23D C24D C25D C26D 1.7(7) . . . . ?
C28D C24D C25D C26D -178.5(5) . . . . ?
C24D C25D C26D C27D -0.2(7) . . . . ?
C23D C22D C27D C26D 1.0(6) . . . . ?
C20D C22D C27D C26D 178.0(4) . . . . ?
C25D C26D C27D C22D -1.2(6) . . . . ?
C25D C24D C28D F1D -133.4(5) . . . . ?
C23D C24D C28D F1D 46.5(7) . . . . ?
C25D C24D C28D F3D -8.8(8) . . . . ?
C23D C24D C28D F3D 171.1(5) . . . . ?
C25D C24D C28D F2D 109.6(5) . . . . ?
C23D C24D C28D F2D -70.5(6) . . . . ?

_refine_diff_density_max         0.318
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.041























