# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 2025097'
loop_
_audit_author_name
_audit_author_address
'Muhammad Adeel'
;Gomal University, Dera Ismail Khan
Pakistan
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H10 F4'
_chemical_formula_weight         302.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   3.8023(6)
_cell_length_b                   6.1680(10)
_cell_length_c                   14.583(2)
_cell_angle_alpha                98.324(10)
_cell_angle_beta                 95.514(9)
_cell_angle_gamma                95.661(9)
_cell_volume                     334.63(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             154
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9586
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1300
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1236
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         25.99
_reflns_number_total             1300
_reflns_number_gt                793
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0749P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1300
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1248
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1876
_refine_ls_wR_factor_gt          0.1640
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.7346(7) 0.7608(4) 0.48993(14) 0.0823(8) Uani 1 1 d . . .
F2 F 0.2620(5) 0.1894(3) 0.09994(12) 0.0554(6) Uani 1 1 d . . .
C1 C 0.5960(8) 0.6014(5) 0.2032(2) 0.0366(7) Uani 1 1 d . . .
C2 C 0.7212(8) 0.4541(5) 0.2589(2) 0.0429(8) Uani 1 1 d . . .
H2 H 0.7729 0.3174 0.2309 0.052 Uiso 1 1 calc R . .
C3 C 0.7700(9) 0.5068(5) 0.3549(2) 0.0519(9) Uani 1 1 d . . .
H3 H 0.8564 0.4083 0.3916 0.062 Uiso 1 1 calc R . .
C4 C 0.6875(10) 0.7095(6) 0.3949(2) 0.0513(9) Uani 1 1 d . . .
C5 C 0.5648(9) 0.8590(5) 0.3436(2) 0.0525(9) Uani 1 1 d . . .
H5 H 0.5132 0.9949 0.3726 0.063 Uiso 1 1 calc R . .
C6 C 0.5183(8) 0.8056(5) 0.2478(2) 0.0430(8) Uani 1 1 d . . .
H6 H 0.4339 0.9066 0.2121 0.052 Uiso 1 1 calc R . .
C7 C 0.5452(8) 0.5480(5) 0.0993(2) 0.0364(7) Uani 1 1 d . . .
C8 C 0.3900(7) 0.3480(4) 0.0512(2) 0.0365(8) Uani 1 1 d . . .
C9 C 0.6602(8) 0.7036(5) 0.0442(2) 0.0376(8) Uani 1 1 d . . .
H9 H 0.7705 0.8417 0.0723 0.045 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.1182(19) 0.0859(16) 0.0405(13) 0.0019(11) 0.0064(11) 0.0151(14)
F2 0.0762(14) 0.0420(11) 0.0479(12) 0.0145(9) 0.0099(9) -0.0074(9)
C1 0.0343(17) 0.0381(16) 0.0365(17) 0.0042(13) 0.0041(12) 0.0014(13)
C2 0.0437(19) 0.0408(18) 0.046(2) 0.0117(14) 0.0060(13) 0.0069(14)
C3 0.060(2) 0.052(2) 0.047(2) 0.0179(16) 0.0022(16) 0.0065(16)
C4 0.061(2) 0.060(2) 0.0308(18) 0.0036(15) 0.0049(14) 0.0059(17)
C5 0.061(2) 0.0419(19) 0.054(2) -0.0015(16) 0.0115(16) 0.0076(16)
C6 0.048(2) 0.0345(17) 0.046(2) 0.0048(14) 0.0037(14) 0.0050(14)
C7 0.0343(17) 0.0366(17) 0.0391(17) 0.0069(13) 0.0037(12) 0.0075(13)
C8 0.0359(18) 0.0327(16) 0.0428(19) 0.0138(14) 0.0046(13) 0.0006(13)
C9 0.0367(17) 0.0314(15) 0.0430(19) 0.0059(13) 0.0007(13) -0.0012(13)

_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 C4 1.367(4) . ?
F2 C8 1.369(3) . ?
C1 C2 1.391(4) . ?
C1 C6 1.403(4) . ?
C1 C7 1.492(4) . ?
C2 C3 1.380(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.358(5) . ?
C5 C6 1.378(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.374(4) . ?
C7 C9 1.402(4) . ?
C8 C9 1.372(4) 2_665 ?
C9 C8 1.372(4) 2_665 ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.8(3) . . ?
C2 C1 C7 122.0(3) . . ?
C6 C1 C7 120.2(3) . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 118.3(3) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
C5 C4 F1 119.2(3) . . ?
C5 C4 C3 122.6(3) . . ?
F1 C4 C3 118.2(3) . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
C8 C7 C9 115.5(3) . . ?
C8 C7 C1 123.7(3) . . ?
C9 C7 C1 120.8(3) . . ?
F2 C8 C9 116.4(2) . 2_665 ?
F2 C8 C7 119.0(3) . . ?
C9 C8 C7 124.5(2) 2_665 . ?
C8 C9 C7 120.0(3) 2_665 . ?
C8 C9 H9 120.0 2_665 . ?
C7 C9 H9 120.0 . . ?

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
C6 C1 C2 C3 -0.4(4) . . . . ?
C7 C1 C2 C3 179.4(2) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C2 C3 C4 F1 179.7(3) . . . . ?
F1 C4 C5 C6 180.0(3) . . . . ?
C3 C4 C5 C6 0.5(5) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C2 C1 C6 C5 0.1(4) . . . . ?
C7 C1 C6 C5 -179.7(3) . . . . ?
C2 C1 C7 C8 44.1(4) . . . . ?
C6 C1 C7 C8 -136.1(3) . . . . ?
C2 C1 C7 C9 -135.2(3) . . . . ?
C6 C1 C7 C9 44.6(4) . . . . ?
C9 C7 C8 F2 -178.3(2) . . . . ?
C1 C7 C8 F2 2.4(4) . . . . ?
C9 C7 C8 C9 -0.9(5) . . . 2_665 ?
C1 C7 C8 C9 179.7(3) . . . 2_665 ?
C8 C7 C9 C8 0.9(4) . . . 2_665 ?
C1 C7 C9 C8 -179.7(3) . . . 2_665 ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_A22TWIN5
_database_code_depnum_ccdc_archive 'CCDC 2025099'
loop_
_audit_author_name
_audit_author_address
'Muhammad Adeel'
;Gomal University, Dera Ismail Khan
Pakistan
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;
_publcif_datablock.id            {aba510c5-0f9a-4697-890b-5dde93603d5e}

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_absolute_configuration .
_chemical_name_systematic        
;
4,4''-Diphenoxy-2',5'-difluoro-1,1':4',1''-terphenyl
;
_chemical_formula_moiety         'C30 H20 F2 O2'
_chemical_formula_sum            'C30 H20 F2 O2'
_chemical_formula_iupac          'C30 H20 F2 O2'
_chemical_formula_weight         450.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   13.5116(9)
_cell_length_b                   5.8650(4)
_cell_length_c                   14.3546(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.463(4)
_cell_angle_gamma                90
_cell_volume                     1118.62(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1566
_cell_measurement_theta_min      3.066
_cell_measurement_theta_max      26.000
_cell_measurement_temperature    296(2)
_exptl_crystal_description       prism
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_T_max  0.978
_exptl_special_details           
;
;


_diffrn_ambient_temperature      296(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.90
_diffrn_reflns_number            6647
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.066
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total             2186
_reflns_number_gt                1556
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1910
_refine_ls_wR_factor_gt          0.1791
_refine_ls_goodness_of_fit_ref   1.380
_refine_ls_restrained_S_all      1.380
_refine_ls_number_reflns         2186
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_extinction_method     none
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+0.4542P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6  (Sheldrick, 2015)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009)'
_computing_publication_material  
;
WinGX (Farrugia, 1999) and PLATON (Spek, 2009)
;


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 0.53390(17) -0.3627(4) 0.89382(14) 0.0542(6) Uani 1 1 d . . . . .
O1 O 0.2840(2) -0.0265(5) 0.51358(18) 0.0641(9) Uani 1 1 d . . . . .
C1 C 0.3010(3) 0.1460(7) 0.4514(2) 0.0484(10) Uani 1 1 d . . . . .
C2 C 0.3816(3) 0.1294(9) 0.4065(3) 0.0678(13) Uani 1 1 d . . . . .
H2 H 0.4262 0.0077 0.4188 0.081 Uiso 1 1 calc R U . . .
C3 C 0.3955(4) 0.2957(11) 0.3429(3) 0.0805(16) Uani 1 1 d . . . . .
H3 H 0.4504 0.2870 0.3123 0.097 Uiso 1 1 calc R U . . .
C4 C 0.3296(4) 0.4742(10) 0.3238(3) 0.0754(14) Uani 1 1 d . . . . .
H4 H 0.3393 0.5857 0.2803 0.091 Uiso 1 1 calc R U . . .
C5 C 0.2492(4) 0.4866(9) 0.3696(3) 0.0749(14) Uani 1 1 d . . . . .
H5 H 0.2044 0.6079 0.3575 0.090 Uiso 1 1 calc R U . . .
C6 C 0.2346(3) 0.3214(8) 0.4329(3) 0.0647(13) Uani 1 1 d . . . . .
H6 H 0.1795 0.3290 0.4632 0.078 Uiso 1 1 calc R U . . .
C7 C 0.3302(3) -0.0102(6) 0.6074(2) 0.0434(9) Uani 1 1 d . . . . .
C8 C 0.3161(3) -0.1939(6) 0.6635(3) 0.0464(9) Uani 1 1 d . . . . .
H8 H 0.2789 -0.3190 0.6371 0.056 Uiso 1 1 calc R U . . .
C9 C 0.3570(3) -0.1921(7) 0.7584(2) 0.0436(9) Uani 1 1 d . . . . .
H9 H 0.3468 -0.3160 0.7959 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4137(3) -0.0068(6) 0.7992(2) 0.0393(8) Uani 1 1 d . . . . .
C11 C 0.4268(3) 0.1749(6) 0.7416(2) 0.0427(9) Uani 1 1 d . . . . .
H11 H 0.4644 0.2998 0.7676 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3855(3) 0.1756(6) 0.6459(2) 0.0458(9) Uani 1 1 d . . . . .
H12 H 0.3949 0.2998 0.6082 0.055 Uiso 1 1 calc R U . . .
C13 C 0.4576(3) -0.0029(6) 0.9017(2) 0.0382(8) Uani 1 1 d . . . . .
C14 C 0.5147(3) -0.1810(6) 0.9467(2) 0.0393(9) Uani 1 1 d . . . . .
C15 C 0.5563(3) -0.1815(6) 1.0411(2) 0.0397(8) Uani 1 1 d . . . . .
H15 H 0.5942 -0.3060 1.0671 0.048 Uiso 1 1 calc R U . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0683(15) 0.0445(13) 0.0490(12) -0.0076(10) 0.0088(10) 0.0078(11)
O1 0.082(2) 0.062(2) 0.0422(15) 0.0010(14) -0.0060(13) -0.0127(16)
C1 0.054(2) 0.056(3) 0.0344(18) -0.0034(18) 0.0038(16) 0.004(2)
C2 0.056(3) 0.083(3) 0.064(3) -0.001(3) 0.011(2) 0.021(2)
C3 0.067(3) 0.117(5) 0.064(3) 0.003(3) 0.029(2) 0.001(3)
C4 0.088(4) 0.086(4) 0.055(3) 0.017(3) 0.020(2) -0.004(3)
C5 0.087(4) 0.070(3) 0.071(3) 0.018(3) 0.022(3) 0.026(3)
C6 0.063(3) 0.077(3) 0.059(3) 0.003(2) 0.025(2) 0.017(2)
C7 0.043(2) 0.047(2) 0.0397(19) -0.0032(17) 0.0056(16) 0.0037(17)
C8 0.045(2) 0.041(2) 0.051(2) -0.0041(18) 0.0040(16) -0.0066(17)
C9 0.044(2) 0.041(2) 0.046(2) 0.0063(17) 0.0097(16) -0.0034(17)
C10 0.041(2) 0.042(2) 0.0374(18) 0.0024(16) 0.0112(14) 0.0026(16)
C11 0.051(2) 0.039(2) 0.0397(19) -0.0026(16) 0.0103(16) -0.0066(17)
C12 0.056(2) 0.043(2) 0.040(2) 0.0061(17) 0.0116(16) 0.0000(18)
C13 0.039(2) 0.040(2) 0.0376(17) 0.0018(16) 0.0125(15) -0.0053(16)
C14 0.042(2) 0.039(2) 0.0394(18) -0.0021(16) 0.0121(15) -0.0022(16)
C15 0.0410(19) 0.038(2) 0.0414(19) 0.0081(16) 0.0101(15) 0.0016(16)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C14 1.360(4) . ?
O1 C7 1.380(4) . ?
O1 C1 1.396(5) . ?
C1 C6 1.359(6) . ?
C1 C2 1.365(6) . ?
C2 C3 1.371(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.367(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.379(5) . ?
C7 C12 1.379(5) . ?
C8 C9 1.374(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.396(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(5) . ?
C10 C13 1.483(5) . ?
C11 C12 1.385(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.386(5) . ?
C13 C15 1.391(5) 3_657 ?
C14 C15 1.370(5) . ?
C15 C13 1.391(5) 3_657 ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O1 C1 118.4(3) . . ?
C6 C1 C2 121.1(4) . . ?
C6 C1 O1 119.6(4) . . ?
C2 C1 O1 119.3(4) . . ?
C1 C2 C3 118.7(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 120.9(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C6 C5 C4 120.3(5) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C1 C6 C5 119.7(4) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C8 C7 C12 120.3(3) . . ?
C8 C7 O1 115.5(3) . . ?
C12 C7 O1 124.2(3) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.9(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 118.0(3) . . ?
C11 C10 C13 120.7(3) . . ?
C9 C10 C13 121.2(3) . . ?
C10 C11 C12 121.6(3) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C7 C12 C11 119.1(3) . . ?
C7 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C14 C13 C15 115.7(3) . 3_657 ?
C14 C13 C10 122.6(3) . . ?
C15 C13 C10 121.7(3) 3_657 . ?
F1 C14 C15 117.7(3) . . ?
F1 C14 C13 118.5(3) . . ?
C15 C14 C13 123.8(3) . . ?
C14 C15 C13 120.5(3) . 3_657 ?
C14 C15 H15 119.8 . . ?
C13 C15 H15 119.8 3_657 . ?

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
C7 O1 C1 C6 -95.2(4) . . . . ?
C7 O1 C1 C2 88.1(5) . . . . ?
C6 C1 C2 C3 1.0(7) . . . . ?
O1 C1 C2 C3 177.6(4) . . . . ?
C1 C2 C3 C4 -0.6(8) . . . . ?
C2 C3 C4 C5 0.4(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C2 C1 C6 C5 -1.1(7) . . . . ?
O1 C1 C6 C5 -177.8(4) . . . . ?
C4 C5 C6 C1 0.9(8) . . . . ?
C1 O1 C7 C8 -175.5(3) . . . . ?
C1 O1 C7 C12 5.9(5) . . . . ?
C12 C7 C8 C9 0.2(5) . . . . ?
O1 C7 C8 C9 -178.5(3) . . . . ?
C7 C8 C9 C10 -0.5(5) . . . . ?
C8 C9 C10 C11 0.4(5) . . . . ?
C8 C9 C10 C13 179.6(3) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C13 C10 C11 C12 -179.3(3) . . . . ?
C8 C7 C12 C11 0.2(6) . . . . ?
O1 C7 C12 C11 178.7(3) . . . . ?
C10 C11 C12 C7 -0.3(5) . . . . ?
C11 C10 C13 C14 -129.8(4) . . . . ?
C9 C10 C13 C14 51.0(5) . . . . ?
C11 C10 C13 C15 50.2(5) . . . 3_657 ?
C9 C10 C13 C15 -129.1(4) . . . 3_657 ?
C15 C13 C14 F1 -177.7(3) 3_657 . . . ?
C10 C13 C14 F1 2.3(5) . . . . ?
C15 C13 C14 C15 -0.2(5) 3_657 . . . ?
C10 C13 C14 C15 179.8(3) . . . . ?
F1 C14 C15 C13 177.8(3) . . . 3_657 ?
C13 C14 C15 C13 0.2(6) . . . 3_657 ?

_refine_diff_density_max         0.211
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.051

_shelx_res_file                  
;

    shelx.res created by SHELXL-2014/7


TITL A22TWIN4 in P2(1)/n WHITE PRISM
CELL 0.71073 13.5116 5.8650 14.3546 90.000 100.463 90.000
ZERR 2.00 0.0009 0.0004 0.0010 0.000 0.004 0.000
LATT 1
SYMM -x+1/2, y+1/2, -z+1/2
SFAC C  H  O  F
UNIT 60  40  4  4
L.S. 40
OMIT -3 52
ACTA
BOND $H
HTAB
CONF
LIST 4
FMAP 2
PLAN 5
TEMP 23.000
REM OMIT 5   2  16
REM OMIT 4   1  17
REM OMIT -3   1   6
REM OMIT -2   1   6
REM OMIT -1   1   6
REM OMIT  8   4  10
REM OMIT  0   1   6
OMIT  0   0   2
OMIT  1   0   1
REM OMIT  1   1   6
SIZE 0.42 0.28 0.22
WGHT    0.052800    0.454200
BASF   0.40880
FVAR       1.20448
F1    4    0.533900   -0.362659    0.893816    11.00000    0.06831    0.04455 =
         0.04898   -0.00759    0.00878    0.00783
O1    3    0.283971   -0.026460    0.513582    11.00000    0.08169    0.06197 =
         0.04225    0.00098   -0.00603   -0.01270
C1    1    0.301042    0.146003    0.451391    11.00000    0.05355    0.05563 =
         0.03441   -0.00340    0.00376    0.00377
C2    1    0.381580    0.129426    0.406481    11.00000    0.05615    0.08342 =
         0.06403   -0.00099    0.01111    0.02125
AFIX  43
H2    2    0.426173    0.007738    0.418766    11.00000   -1.20000
AFIX   0
C3    1    0.395457    0.295652    0.342910    11.00000    0.06703    0.11713 =
         0.06390    0.00324    0.02949    0.00133
AFIX  43
H3    2    0.450398    0.287011    0.312317    11.00000   -1.20000
AFIX   0
C4    1    0.329561    0.474235    0.323821    11.00000    0.08790    0.08578 =
         0.05536    0.01654    0.02031   -0.00403
AFIX  43
H4    2    0.339280    0.585732    0.280303    11.00000   -1.20000
AFIX   0
C5    1    0.249249    0.486588    0.369568    11.00000    0.08659    0.07000 =
         0.07117    0.01804    0.02223    0.02578
AFIX  43
H5    2    0.204412    0.607876    0.357519    11.00000   -1.20000
AFIX   0
C6    1    0.234635    0.321401    0.432910    11.00000    0.06280    0.07724 =
         0.05919    0.00307    0.02474    0.01708
AFIX  43
H6    2    0.179467    0.329036    0.463231    11.00000   -1.20000
AFIX   0
C7    1    0.330196   -0.010237    0.607356    11.00000    0.04262    0.04715 =
         0.03971   -0.00321    0.00565    0.00373
C8    1    0.316112   -0.193868    0.663479    11.00000    0.04500    0.04128 =
         0.05121   -0.00408    0.00402   -0.00662
AFIX  43
H8    2    0.278923   -0.318951    0.637106    11.00000   -1.20000
AFIX   0
C9    1    0.357018   -0.192057    0.758363    11.00000    0.04411    0.04089 =
         0.04627    0.00633    0.00972   -0.00344
AFIX  43
H9    2    0.346814   -0.316011    0.795904    11.00000   -1.20000
AFIX   0
C10   1    0.413677   -0.006754    0.799192    11.00000    0.04050    0.04153 =
         0.03743    0.00236    0.01120    0.00264
C11   1    0.426837    0.174881    0.741551    11.00000    0.05063    0.03857 =
         0.03965   -0.00257    0.01033   -0.00661
AFIX  43
H11   2    0.464378    0.299828    0.767559    11.00000   -1.20000
AFIX   0
C12   1    0.385490    0.175617    0.645904    11.00000    0.05639    0.04269 =
         0.03952    0.00605    0.01159   -0.00003
AFIX  43
H12   2    0.394889    0.299796    0.608172    11.00000   -1.20000
AFIX   0
C13   1    0.457553   -0.002939    0.901680    11.00000    0.03924    0.03976 =
         0.03763    0.00178    0.01246   -0.00532
C14   1    0.514684   -0.180951    0.946654    11.00000    0.04165    0.03855 =
         0.03938   -0.00209    0.01213   -0.00219
C15   1    0.556347   -0.181478    1.041098    11.00000    0.04098    0.03770 =
         0.04143    0.00809    0.01009    0.00157
AFIX  43
H15   2    0.594184   -0.305987    1.067134    11.00000   -1.20000
AFIX   0
HKLF 5 1 1 0 0 0 1 0 0 0 1

REM  A22TWIN4 in P2(1)/n WHITE PRISM
REM R1 =  0.0647 for    1556 Fo > 4sig(Fo)  and  0.0952 for all    2186 data
REM    155 parameters refined using      0 restraints

END

WGHT      0.0528      0.4644

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.211,  deepest hole -0.233,  1-sigma level  0.051
Q1    1   0.5212 -0.1286  1.0782  11.00000  0.05    0.21
Q2    1   0.3575 -0.1292  0.3219  11.00000  0.05    0.18
Q3    1   0.4956  0.2622  0.7564  11.00000  0.05    0.17
Q4    1   0.2879  0.4628  0.4270  11.00000  0.05    0.17
Q5    1   0.4023  0.0297  0.8425  11.00000  0.05    0.16
;
_shelx_res_checksum              59696

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2025098'
loop_
_audit_author_name
_audit_author_address
'Muhammad Adeel'
;Gomal University, Dera Ismail Khan
Pakistan
;
_audit_update_record             
;
2020-08-24 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H12 F2'
_chemical_formula_weight         266.28

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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   13.5172(12)
_cell_length_b                   7.2166(5)
_cell_length_c                   6.7331(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.411(4)
_cell_angle_gamma                90.00
_cell_volume                     652.69(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             276
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9695
_exptl_absorpt_correction_T_max  0.9808
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5080
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         25.99
_reflns_number_total             1287
_reflns_number_gt                913
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1484P)²+0.1013P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1287
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.2269
_refine_ls_wR_factor_gt          0.2028
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.12256(11) 0.5164(2) -0.29021(19) 0.0624(6) Uani 1 1 d . . .
C1 C 0.21474(17) 0.5032(2) 0.1163(3) 0.0370(6) Uani 1 1 d . . .
C2 C 0.27995(18) 0.6125(3) 0.0224(4) 0.0522(7) Uani 1 1 d . . .
H2 H 0.2557 0.6884 -0.0835 0.063 Uiso 1 1 calc R . .
C3 C 0.38078(19) 0.6089(4) 0.0857(4) 0.0589(8) Uani 1 1 d . . .
H3 H 0.4239 0.6824 0.0213 0.071 Uiso 1 1 calc R . .
C4 C 0.4179(2) 0.4991(3) 0.2414(4) 0.0532(7) Uani 1 1 d . . .
H4 H 0.4859 0.4974 0.2826 0.064 Uiso 1 1 calc R . .
C5 C 0.3545(2) 0.3916(4) 0.3363(4) 0.0596(8) Uani 1 1 d . . .
H5 H 0.3794 0.3167 0.4427 0.071 Uiso 1 1 calc R . .
C6 C 0.25378(18) 0.3936(3) 0.2747(3) 0.0517(7) Uani 1 1 d . . .
H6 H 0.2113 0.3201 0.3408 0.062 Uiso 1 1 calc R . .
C7 C 0.10539(17) 0.5031(2) 0.0552(3) 0.0375(6) Uani 1 1 d . . .
C8 C 0.06253(18) 0.5104(3) -0.1418(3) 0.0415(6) Uani 1 1 d . . .
C9 C -0.03808(17) 0.5068(3) -0.1973(3) 0.0424(6) Uani 1 1 d . . .
H9 H -0.0619 0.5111 -0.3323 0.051 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0527(10) 0.1081(14) 0.0271(8) 0.0043(6) 0.0084(7) 0.0032(7)
C1 0.0457(13) 0.0362(12) 0.0285(11) -0.0024(7) 0.0012(9) 0.0012(8)
C2 0.0597(15) 0.0512(15) 0.0450(13) 0.0062(10) 0.0025(11) -0.0011(11)
C3 0.0562(16) 0.0644(18) 0.0565(15) -0.0004(12) 0.0087(12) -0.0100(12)
C4 0.0444(14) 0.0607(17) 0.0521(15) -0.0049(11) -0.0050(12) 0.0010(10)
C5 0.0601(16) 0.0643(18) 0.0508(15) 0.0077(12) -0.0093(12) 0.0024(12)
C6 0.0541(15) 0.0544(16) 0.0446(13) 0.0082(10) -0.0023(10) -0.0049(11)
C7 0.0471(13) 0.0352(12) 0.0295(12) 0.0014(7) 0.0009(9) 0.0020(8)
C8 0.0499(14) 0.0489(14) 0.0263(11) 0.0023(8) 0.0068(9) 0.0030(9)
C9 0.0501(15) 0.0531(15) 0.0228(11) 0.0011(8) -0.0018(9) 0.0020(9)

_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 C8 1.357(2) . ?
C1 C6 1.384(3) . ?
C1 C2 1.387(3) . ?
C1 C7 1.489(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.365(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.388(3) . ?
C7 C9 1.394(3) 3_565 ?
C8 C9 1.370(3) . ?
C9 C7 1.394(3) 3_565 ?
C9 H9 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.0(2) . . ?
C6 C1 C7 119.59(19) . . ?
C2 C1 C7 122.43(19) . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.5(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 121.1(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
C8 C7 C9 115.0(2) . 3_565 ?
C8 C7 C1 124.0(2) . . ?
C9 C7 C1 120.9(2) 3_565 . ?
F1 C8 C9 117.2(2) . . ?
F1 C8 C7 119.0(2) . . ?
C9 C8 C7 123.8(2) . . ?
C8 C9 C7 121.2(2) . 3_565 ?
C8 C9 H9 119.4 . . ?
C7 C9 H9 119.4 3_565 . ?

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
C6 C1 C2 C3 0.7(3) . . . . ?
C7 C1 C2 C3 179.4(2) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C7 C1 C6 C5 -179.4(2) . . . . ?
C6 C1 C7 C8 -141.5(2) . . . . ?
C2 C1 C7 C8 39.7(3) . . . . ?
C6 C1 C7 C9 37.7(3) . . . 3_565 ?
C2 C1 C7 C9 -141.1(2) . . . 3_565 ?
C9 C7 C8 F1 -178.66(17) 3_565 . . . ?
C1 C7 C8 F1 0.6(3) . . . . ?
C9 C7 C8 C9 -0.5(3) 3_565 . . . ?
C1 C7 C8 C9 178.74(19) . . . . ?
F1 C8 C9 C7 178.72(17) . . . 3_565 ?
C7 C8 C9 C7 0.5(3) . . . 3_565 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.084
