# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_SO4375F
_audit_block_doi                 10.5517/ccdc.csd.cc24fw0h
_database_code_depnum_ccdc_archive 'CCDC 1979536'
loop_
_audit_author_name
_audit_author_address
'E. Suresh'
;Central Salt and Marine Chemicals Research Institute
India
;
_audit_update_record             
;
2020-01-23 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ORGANIC
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H30 F6 O6'
_chemical_formula_iupac          ?
_chemical_formula_weight         696.62

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.8478(3)
_cell_length_b                   11.3684(5)
_cell_length_c                   17.6446(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.760(2)
_cell_angle_gamma                90
_cell_volume                     1563.25(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.3247
_cell_measurement_theta_max      35.9499
_cell_measurement_temperature    182.(2)

_exptl_crystal_description       BLOCKS
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.498
_exptl_crystal_size_mid          0.262
_exptl_crystal_size_min          0.220
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720

_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   'MULTI SCAN'
_exptl_absorpt_process_details   'BRUKER SADABS'


_exptl_absorpt_correction_T_min  0.9410
_exptl_absorpt_correction_T_max  0.9730

_exptl_special_details           
;
;

_diffrn_ambient_temperature      182.(2)

_diffrn_source                   ?
_diffrn_source_type              'MICRO FOCUS TUBE'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            74781
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         36.41
_diffrn_reflns_theta_full        36.41
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29

_refine_special_details          
;
;

_reflns_number_total             7579
_reflns_number_gt                5570
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1400
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_number_reflns         7579
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0627P)²+0.3954P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.249
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.48911(9) 0.51835(6) 0.91209(4) 0.03323(14) Uani d . . . 1 . .
F F2 0.61422(10) 0.36311(7) 0.96122(4) 0.03811(16) Uani d . . . 1 . .
F F3 0.37437(9) 0.34930(7) 0.88959(5) 0.04190(18) Uani d . . . 1 . .
O O1 0.58804(16) 0.58539(11) 0.66507(6) 0.0599(3) Uani d . . . 1 . .
O O2 0.57837(11) 0.26771(9) 0.69061(5) 0.0451(2) Uani d . . . 1 . .
O O3 -0.12926(10) 0.33461(7) 0.48924(5) 0.03281(16) Uani d . . . 1 . .
C C1 0.62831(14) 0.53293(9) 0.72395(6) 0.02984(19) Uani d . . . 1 . .
C C2 0.78813(11) 0.54191(8) 0.77631(5) 0.02285(15) Uani d . . . 1 . .
C C3 0.93019(13) 0.61567(8) 0.77144(6) 0.02754(17) Uani d . . . 1 . .
C C4 1.06408(13) 0.60733(10) 0.83022(7) 0.0321(2) Uani d . . . 1 . .
C C5 1.05839(12) 0.52890(10) 0.89032(6) 0.0320(2) Uani d . . . 1 . .
C C6 0.91881(12) 0.45527(9) 0.89411(6) 0.02711(17) Uani d . . . 1 . .
C C7 0.78316(10) 0.46333(7) 0.83651(5) 0.02071(14) Uani d . . . 1 . .
C C8 0.61875(11) 0.39276(8) 0.82895(5) 0.02131(14) Uani d . . . 1 . .
C C9 0.51289(11) 0.43951(8) 0.75647(5) 0.02360(15) Uani d . . . 1 . .
C C10 0.47223(12) 0.34466(9) 0.69585(5) 0.02550(17) Uani d . . . 1 . .
C C11 0.31237(11) 0.34959(8) 0.64312(5) 0.02163(15) Uani d . . . 1 . .
C C12 0.17056(12) 0.41692(9) 0.65629(5) 0.02533(17) Uani d . . . 1 . .
C C13 0.01937(12) 0.41362(9) 0.60686(6) 0.02665(17) Uani d . . . 1 . .
C C14 0.01048(12) 0.34407(8) 0.54164(5) 0.02442(16) Uani d . . . 1 . .
C C15 0.15332(12) 0.27810(9) 0.52666(6) 0.02692(17) Uani d . . . 1 . .
C C16 0.30074(12) 0.27934(8) 0.57721(5) 0.02473(16) Uani d . . . 1 . .
C C17 0.94116(18) 0.70032(11) 0.70707(8) 0.0407(3) Uani d . . . 1 . .
H H17A 0.958853 0.656662 0.660745 0.061 Uiso calc U . R 1 . .
H H17B 1.037539 0.754227 0.720243 0.061 Uiso calc U . R 1 . .
H H17C 0.834246 0.745403 0.698131 0.061 Uiso calc U . R 1 . .
C C18 0.52452(12) 0.40604(8) 0.89798(6) 0.02542(16) Uani d . . . 1 . .
C C19 -0.28076(14) 0.39736(11) 0.50299(7) 0.0351(2) Uani d . . . 1 . .
H H4 1.166(2) 0.6555(15) 0.8308(10) 0.047(4) Uiso d . . . 1 . .
H H5 1.158(2) 0.5296(15) 0.9297(9) 0.043(4) Uiso d . . . 1 . .
H H6 0.915(2) 0.4011(14) 0.9345(9) 0.039(4) Uiso d . . . 1 . .
H H8 0.6403(18) 0.3060(12) 0.8239(8) 0.029(3) Uiso d . . . 1 . .
H H9 0.4098(19) 0.4812(13) 0.7677(8) 0.030(3) Uiso d . . . 1 . .
H H12 0.1729(19) 0.4650(13) 0.7019(9) 0.033(4) Uiso d . . . 1 . .
H H13 -0.080(2) 0.4558(13) 0.6168(9) 0.036(4) Uiso d . . . 1 . .
H H15 0.1451(19) 0.2305(14) 0.4802(9) 0.037(4) Uiso d . . . 1 . .
H H16 0.3985(18) 0.2338(13) 0.5659(8) 0.030(3) Uiso d . . . 1 . .
H H19A -0.323(2) 0.3715(15) 0.5517(10) 0.049(5) Uiso d . . . 1 . .
H H19B -0.261(2) 0.4837(15) 0.5076(9) 0.040(4) Uiso d . . . 1 . .
H H19C -0.359(2) 0.3836(16) 0.4582(10) 0.052(5) Uiso d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C18 . 1.3363(11) ?
F2 C18 . 1.3394(12) ?
F3 C18 . 1.3361(11) ?
O1 C1 . 1.2073(13) ?
O2 C10 . 1.2189(12) ?
O3 C14 . 1.3529(11) ?
O3 C19 . 1.4315(14) ?
C1 C2 . 1.4712(13) ?
C1 C9 . 1.5492(14) ?
C2 C7 . 1.3919(12) ?
C2 C3 . 1.4057(13) ?
C3 C4 . 1.3900(16) ?
C3 C17 . 1.4988(16) ?
C4 C5 . 1.3902(17) ?
C4 H4 . 0.968(18) ?
C5 C6 . 1.3864(15) ?
C5 H5 . 0.980(17) ?
C6 C7 . 1.3856(12) ?
C6 H6 . 0.945(16) ?
C7 C8 . 1.5118(12) ?
C8 C18 . 1.5050(13) ?
C8 C9 . 1.5357(13) ?
C8 H8 . 1.006(14) ?
C9 C10 . 1.5258(13) ?
C9 H9 . 0.978(15) ?
C10 C11 . 1.4723(12) ?
C11 C12 . 1.3927(12) ?
C11 C16 . 1.4049(12) ?
C12 C13 . 1.3878(13) ?
C12 H12 . 0.972(15) ?
C13 C14 . 1.3912(13) ?
C13 H13 . 0.949(15) ?
C14 C15 . 1.3995(14) ?
C15 C16 . 1.3752(13) ?
C15 H15 . 0.978(15) ?
C16 H16 . 0.966(14) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C19 H19A . 1.001(18) ?
C19 H19B . 0.996(17) ?
C19 H19C . 0.953(18) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O3 C19 . . 117.85(8) ?
O1 C1 C2 . . 128.58(10) ?
O1 C1 C9 . . 123.51(10) ?
C2 C1 C9 . . 107.90(8) ?
C7 C2 C3 . . 121.55(9) ?
C7 C2 C1 . . 109.65(8) ?
C3 C2 C1 . . 128.80(9) ?
C4 C3 C2 . . 116.68(9) ?
C4 C3 C17 . . 120.23(10) ?
C2 C3 C17 . . 123.09(10) ?
C3 C4 C5 . . 121.57(9) ?
C3 C4 H4 . . 121.3(10) ?
C5 C4 H4 . . 117.1(10) ?
C6 C5 C4 . . 121.37(9) ?
C6 C5 H5 . . 122.4(10) ?
C4 C5 H5 . . 116.2(10) ?
C7 C6 C5 . . 117.89(9) ?
C7 C6 H6 . . 120.4(10) ?
C5 C6 H6 . . 121.7(10) ?
C6 C7 C2 . . 120.93(8) ?
C6 C7 C8 . . 127.13(8) ?
C2 C7 C8 . . 111.94(7) ?
C18 C8 C7 . . 111.78(7) ?
C18 C8 C9 . . 111.72(7) ?
C7 C8 C9 . . 105.20(7) ?
C18 C8 H8 . . 105.8(8) ?
C7 C8 H8 . . 112.2(8) ?
C9 C8 H8 . . 110.2(8) ?
C10 C9 C8 . . 112.78(7) ?
C10 C9 C1 . . 107.94(8) ?
C8 C9 C1 . . 105.26(7) ?
C10 C9 H9 . . 112.0(9) ?
C8 C9 H9 . . 112.2(8) ?
C1 C9 H9 . . 106.1(9) ?
O2 C10 C11 . . 121.23(8) ?
O2 C10 C9 . . 118.16(8) ?
C11 C10 C9 . . 120.56(8) ?
C12 C11 C16 . . 118.38(8) ?
C12 C11 C10 . . 123.62(8) ?
C16 C11 C10 . . 117.97(8) ?
C13 C12 C11 . . 121.41(8) ?
C13 C12 H12 . . 117.9(9) ?
C11 C12 H12 . . 120.7(9) ?
C12 C13 C14 . . 119.42(9) ?
C12 C13 H13 . . 122.1(9) ?
C14 C13 H13 . . 118.5(9) ?
O3 C14 C13 . . 124.63(9) ?
O3 C14 C15 . . 115.54(8) ?
C13 C14 C15 . . 119.83(8) ?
C16 C15 C14 . . 120.23(8) ?
C16 C15 H15 . . 121.1(9) ?
C14 C15 H15 . . 118.6(9) ?
C15 C16 C11 . . 120.69(8) ?
C15 C16 H16 . . 119.3(8) ?
C11 C16 H16 . . 120.0(9) ?
C3 C17 H17A . . 109.5 ?
C3 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C3 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
F3 C18 F1 . . 106.37(8) ?
F3 C18 F2 . . 106.66(8) ?
F1 C18 F2 . . 107.06(8) ?
F3 C18 C8 . . 111.89(8) ?
F1 C18 C8 . . 112.29(8) ?
F2 C18 C8 . . 112.18(8) ?
O3 C19 H19A . . 111.4(10) ?
O3 C19 H19B . . 112.5(9) ?
H19A C19 H19B . . 106.4(13) ?
O3 C19 H19C . . 104.0(11) ?
H19A C19 H19C . . 114.7(15) ?
H19B C19 H19C . . 107.9(14) ?



####################################################################### 
# 
# 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_SO4376
_audit_block_doi                 10.5517/ccdc.csd.cc24fw1j
_database_code_depnum_ccdc_archive 'CCDC 1979537'
loop_
_audit_author_name
_audit_author_address
'E. Suresh'
;Central Salt and Marine Chemicals Research Institute
India
;
_audit_update_record             
;
2020-01-23 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ORGANIC
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H9 F3 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         250.21

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.9108(4)
_cell_length_b                   11.6061(4)
_cell_length_c                   10.3846(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.4810(10)
_cell_angle_gamma                90
_cell_volume                     1095.58(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.2405
_cell_measurement_theta_max      30.4546
_cell_measurement_temperature    182.(2)

_exptl_crystal_description       PLATE
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.133
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512

_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_type   'MULTI SCAN'
_exptl_absorpt_process_details   SADABS

_exptl_absorpt_correction_T_min  0.8310
_exptl_absorpt_correction_T_max  0.9720

_exptl_special_details           
;
;

_diffrn_ambient_temperature      182.(2)

_diffrn_source                   'MICRO FOCUS TUBE'
_diffrn_source_type              ?

_diffrn_radiation_type           Mok\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            26579
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         30.57
_diffrn_reflns_theta_full        30.57
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             3342
_reflns_number_gt                2673
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1212
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_number_reflns         3342
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+0.3588P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.218
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.10881(10) 0.78627(8) 0.40320(11) 0.0517(3) Uani d . . . 1 . .
F F2 0.20566(10) 0.81584(8) 0.25472(11) 0.0554(3) Uani d . . . 1 . .
F F3 0.00113(10) 0.72409(9) 0.19223(11) 0.0595(3) Uani d . . . 1 . .
O O1 0.20322(10) 0.42621(8) 0.60172(12) 0.0444(3) Uani d . . . 1 . .
C C1 0.23237(13) 0.49837(10) 0.53197(14) 0.0319(3) Uani d . . . 1 . .
C C2 0.37030(12) 0.56503(9) 0.57171(13) 0.0266(2) Uani d . . . 1 . .
C C3 0.49797(12) 0.56093(9) 0.69930(12) 0.0273(2) Uani d . . . 1 . .
C C4 0.51378(15) 0.48574(11) 0.81169(14) 0.0341(3) Uani d . . . 1 . .
C C5 0.63988(16) 0.48717(12) 0.93118(15) 0.0392(3) Uani d . . . 1 . .
C C6 0.75541(16) 0.56336(12) 0.94543(15) 0.0398(3) Uani d . . . 1 . .
C C7 0.74344(14) 0.63728(11) 0.83891(14) 0.0353(3) Uani d . . . 1 . .
C C8 0.61529(12) 0.63706(9) 0.71225(13) 0.0282(2) Uani d . . . 1 . .
C C9 0.60289(13) 0.70917(10) 0.59752(14) 0.0313(2) Uani d . . . 1 . .
C C10 0.48004(13) 0.70944(10) 0.47483(14) 0.0310(2) Uani d . . . 1 . .
C C11 0.36110(12) 0.63714(9) 0.46361(12) 0.0271(2) Uani d . . . 1 . .
C C12 0.21524(13) 0.62514(10) 0.33912(13) 0.0312(2) Uani d . . . 1 . .
C C13 0.12986(14) 0.53585(11) 0.38592(16) 0.0371(3) Uani d . . . 1 . .
C C14 0.13372(14) 0.73749(12) 0.29774(15) 0.0390(3) Uani d . . . 1 . .
H H4 0.435(2) 0.4337(16) 0.8018(18) 0.049(5) Uiso d . . . 1 . .
H H5 0.6521(19) 0.4392(16) 1.0095(19) 0.049(5) Uiso d . . . 1 . .
H H6 0.843(2) 0.5608(16) 1.0317(19) 0.055(5) Uiso d . . . 1 . .
H H7 0.8198(19) 0.6911(15) 0.8485(17) 0.043(4) Uiso d . . . 1 . .
H H9 0.6865(18) 0.7580(14) 0.6093(16) 0.037(4) Uiso d . . . 1 . .
H H10 0.4731(18) 0.7577(15) 0.3964(18) 0.041(4) Uiso d . . . 1 . .
H H12 0.2283(17) 0.6015(14) 0.2535(16) 0.037(4) Uiso d . . . 1 . .
H H13A 0.040(2) 0.5662(16) 0.3927(18) 0.049(5) Uiso d . . . 1 . .
H H13B 0.1026(19) 0.4676(17) 0.3226(18) 0.051(5) Uiso d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C14 . 1.3403(17) ?
F2 C14 . 1.3375(17) ?
F3 C14 . 1.3432(15) ?
O1 C1 . 1.2150(15) ?
C1 C2 . 1.4792(15) ?
C1 C13 . 1.515(2) ?
C2 C11 . 1.3738(16) ?
C2 C3 . 1.4223(16) ?
C3 C4 . 1.4152(17) ?
C3 C8 . 1.4234(15) ?
C4 C5 . 1.366(2) ?
C4 H4 . 0.959(18) ?
C5 C6 . 1.407(2) ?
C5 H5 . 0.953(18) ?
C6 C7 . 1.367(2) ?
C6 H6 . 0.969(18) ?
C7 C8 . 1.4184(17) ?
C7 H7 . 0.955(18) ?
C8 C9 . 1.4207(17) ?
C9 C10 . 1.3673(18) ?
C9 H9 . 0.970(17) ?
C10 C11 . 1.4135(15) ?
C10 H10 . 0.968(17) ?
C11 C12 . 1.5137(16) ?
C12 C14 . 1.5036(18) ?
C12 C13 . 1.5342(18) ?
C12 H12 . 0.988(15) ?
C13 H13A . 0.982(18) ?
C13 H13B . 0.996(19) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C2 . . 127.38(12) ?
O1 C1 C13 . . 124.82(11) ?
C2 C1 C13 . . 107.80(10) ?
C11 C2 C3 . . 121.76(10) ?
C11 C2 C1 . . 109.73(10) ?
C3 C2 C1 . . 128.51(11) ?
C4 C3 C2 . . 123.64(10) ?
C4 C3 C8 . . 119.14(11) ?
C2 C3 C8 . . 117.21(10) ?
C5 C4 C3 . . 120.15(12) ?
C5 C4 H4 . . 121.0(10) ?
C3 C4 H4 . . 118.8(10) ?
C4 C5 C6 . . 120.98(13) ?
C4 C5 H5 . . 121.8(11) ?
C6 C5 H5 . . 117.1(11) ?
C7 C6 C5 . . 120.31(13) ?
C7 C6 H6 . . 121.6(11) ?
C5 C6 H6 . . 118.1(11) ?
C6 C7 C8 . . 120.40(12) ?
C6 C7 H7 . . 121.1(10) ?
C8 C7 H7 . . 118.5(10) ?
C7 C8 C9 . . 121.53(11) ?
C7 C8 C3 . . 118.99(11) ?
C9 C8 C3 . . 119.47(11) ?
C10 C9 C8 . . 122.02(10) ?
C10 C9 H9 . . 121.0(9) ?
C8 C9 H9 . . 117.0(9) ?
C9 C10 C11 . . 118.64(11) ?
C9 C10 H10 . . 121.6(10) ?
C11 C10 H10 . . 119.8(10) ?
C2 C11 C10 . . 120.84(11) ?
C2 C11 C12 . . 111.82(10) ?
C10 C11 C12 . . 127.32(11) ?
C14 C12 C11 . . 112.70(10) ?
C14 C12 C13 . . 112.02(10) ?
C11 C12 C13 . . 104.54(10) ?
C14 C12 H12 . . 103.4(9) ?
C11 C12 H12 . . 111.8(9) ?
C13 C12 H12 . . 112.6(9) ?
C1 C13 C12 . . 106.06(10) ?
C1 C13 H13A . . 107.2(10) ?
C12 C13 H13A . . 114.1(10) ?
C1 C13 H13B . . 109.3(10) ?
C12 C13 H13B . . 111.5(10) ?
H13A C13 H13B . . 108.5(14) ?
F2 C14 F1 . . 106.38(11) ?
F2 C14 F3 . . 106.54(12) ?
F1 C14 F3 . . 106.06(11) ?
F2 C14 C12 . . 112.82(11) ?
F1 C14 C12 . . 112.70(12) ?
F3 C14 C12 . . 111.86(11) ?



