# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_20230202-C0F1F3
_database_code_depnum_ccdc_archive 'CCDC 2270071'
loop_
_audit_author_name
_audit_author_address
'Barun Dhara'
;RIKEN Center for Emergent Matter Science (CEMS)
India
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2023-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H14 F6 O4'
_chemical_formula_sum            'C23 H14 F6 O4'
_chemical_formula_weight         468.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   3.88600(10)
_cell_length_b                   6.4109(2)
_cell_length_c                   19.4561(3)
_cell_angle_alpha                96.797(2)
_cell_angle_beta                 92.292(2)
_cell_angle_gamma                95.142(2)
_cell_volume                     478.73(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9165
_cell_measurement_theta_min      2.3320
_cell_measurement_theta_max      76.4650

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             238
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    1.312
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_T_min  0.66922
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10
_diffrn_reflns_number            14091
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         6.988
_diffrn_reflns_theta_max         76.713
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_point_group_measured_fraction_full 0.928
_reflns_number_total             3462
_reflns_number_gt                3343
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.813
_reflns_Friedel_fraction_max     0.775
_reflns_Friedel_fraction_full    0.858

_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       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0663P)²+0.0482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1411 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3462
_refine_ls_number_parameters     307
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0911
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
F34 F 0.6598(4) 1.0433(2) 0.41891(9) 0.0287(4) Uani 1 1 d . . . . .
F33 F 0.3066(4) 0.3369(2) 0.33455(9) 0.0283(4) Uani 1 1 d . . . . .
O32 O 0.7341(5) 1.0026(3) 0.16553(11) 0.0247(4) Uani 1 1 d . . . . .
O13 O 0.4941(5) 0.4835(3) 0.47257(10) 0.0232(4) Uani 1 1 d . . . . .
F19 F 0.1360(6) 0.5924(3) 0.91736(11) 0.0440(5) Uani 1 1 d . . . . .
O15 O 0.1982(5) 0.7726(3) 0.48501(11) 0.0258(4) Uani 1 1 d . . . . .
O28 O 0.6792(5) 0.6428(3) 0.12723(11) 0.0243(4) Uani 1 1 d . . . . .
F20 F 0.3402(7) 0.2330(4) 0.95803(11) 0.0536(6) Uani 1 1 d . . . . .
F18 F 0.5908(7) -0.0566(3) 0.86460(13) 0.0557(6) Uani 1 1 d . . . . .
C14 C 0.3679(6) 0.6582(4) 0.45107(14) 0.0203(5) Uani 1 1 d . . . . .
F17 F 0.7255(7) 0.7101(4) 0.71099(15) 0.0266(6) Uani 0.6 1 d . . P A 1
C21 C 0.6982(6) 0.7595(4) 0.24835(15) 0.0215(5) Uani 1 1 d . . . . .
C7 C 0.4108(7) 0.3765(4) 0.67964(16) 0.0236(6) Uani 1 1 d . . . . .
C8 C 0.5703(7) 0.5638(4) 0.66153(15) 0.0233(6) Uani 1 1 d . . . . .
H8 H 0.662654 0.666147 0.696924 0.028 Uiso 0.4 1 calc R U P A 2
C24 C 0.4808(7) 0.6878(4) 0.38033(15) 0.0209(5) Uani 1 1 d . . . . .
C22 C 0.7305(7) 0.9249(4) 0.30244(16) 0.0226(5) Uani 1 1 d . . . . .
H22 H 0.823387 1.058984 0.295265 0.027 Uiso 1 1 calc R U . . .
C27 C 0.8254(6) 0.8020(4) 0.17875(15) 0.0219(6) Uani 1 1 d . . . . .
H27 H 1.077876 0.802639 0.179915 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4545(7) 0.4538(4) 0.54219(15) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.2781(7) 0.2270(4) 0.62483(15) 0.0237(6) Uani 1 1 d . . . . .
H12 H 0.174504 0.098291 0.634742 0.028 Uiso 0.6 1 calc R U P B 1
C25 C 0.4523(6) 0.5282(4) 0.32443(15) 0.0217(6) Uani 1 1 d . . . . .
C9 C 0.5991(7) 0.6061(4) 0.59421(16) 0.0238(6) Uani 1 1 d . . . . .
H9 H 0.711328 0.732280 0.584042 0.029 Uiso 1 1 calc R U . . .
C23 C 0.6226(7) 0.8859(4) 0.36642(15) 0.0222(5) Uani 1 1 d . . . . .
C11 C 0.2950(7) 0.2634(4) 0.55604(16) 0.0248(6) Uani 1 1 d . . . . .
H11 H 0.201484 0.162317 0.520361 0.030 Uiso 1 1 calc R U . . .
C1 C 0.3887(7) 0.3379(4) 0.75329(16) 0.0248(6) Uani 1 1 d . . . . .
C6 C 0.2710(7) 0.4883(5) 0.80191(16) 0.0274(6) Uani 1 1 d . . . . .
H6 H 0.202600 0.613501 0.788538 0.033 Uiso 1 1 calc R U . . .
C26 C 0.5577(7) 0.5591(4) 0.25924(15) 0.0226(5) Uani 1 1 d . . . . .
H26 H 0.535467 0.448610 0.223321 0.027 Uiso 1 1 calc R U . . .
C30 C 0.7700(7) 0.8898(5) 0.04228(16) 0.0273(6) Uani 1 1 d . . . . .
H30A H 0.527159 0.896322 0.029957 0.033 Uiso 1 1 calc R U . . .
H30B H 0.901727 0.915746 0.002340 0.033 Uiso 1 1 calc R U . . .
C31 C 0.8855(7) 1.0580(5) 0.10295(16) 0.0267(6) Uani 1 1 d . . . . .
H31A H 1.135726 1.070813 0.109199 0.032 Uiso 1 1 calc R U . . .
H31B H 0.815265 1.193216 0.093056 0.032 Uiso 1 1 calc R U . . .
C29 C 0.8253(7) 0.6719(5) 0.06204(15) 0.0251(6) Uani 1 1 d . . . . .
H29A H 0.717969 0.564713 0.026337 0.030 Uiso 1 1 calc R U . . .
H29B H 1.071085 0.655944 0.065206 0.030 Uiso 1 1 calc R U . . .
C5 C 0.2561(8) 0.4506(5) 0.87021(17) 0.0329(7) Uani 1 1 d . . . . .
C4 C 0.3602(9) 0.2653(6) 0.89135(18) 0.0374(7) Uani 1 1 d . . . . .
C3 C 0.4770(10) 0.1199(5) 0.84293(18) 0.0381(8) Uani 1 1 d . . . . .
C2 C 0.4922(8) 0.1506(5) 0.77453(17) 0.0310(6) Uani 1 1 d . . . . .
H2 H 0.570409 0.048171 0.742546 0.037 Uiso 1 1 calc R U . . .
F16 F 0.1120(12) 0.0462(7) 0.6394(2) 0.0340(10) Uani 0.4 1 d . . P C 2


_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
F34 C23 1.342(3) . ?
F33 C25 1.343(3) . ?
O32 C27 1.414(3) . ?
O32 C31 1.441(3) . ?
O13 C14 1.365(3) . ?
O13 C10 1.403(3) . ?
F19 C5 1.341(4) . ?
O15 C14 1.190(3) . ?
O28 C27 1.406(3) . ?
O28 C29 1.436(3) . ?
F20 C4 1.342(4) . ?
F18 C3 1.357(4) . ?
C14 C24 1.489(4) . ?
F17 C8 1.345(4) . ?
C21 C26 1.393(4) . ?
C21 C22 1.396(4) . ?
C21 C27 1.506(4) . ?
C7 C8 1.391(4) . ?
C7 C12 1.395(4) . ?
C7 C1 1.487(4) . ?
C8 C9 1.376(4) . ?
C8 H8 0.9300 . ?
C24 C25 1.396(4) . ?
C24 C23 1.399(4) . ?
C22 C23 1.373(4) . ?
C22 H22 0.9300 . ?
C27 H27 0.9800 . ?
C10 C11 1.379(4) . ?
C10 C9 1.384(4) . ?
C12 F16 1.342(5) . ?
C12 C11 1.388(4) . ?
C12 H12 0.9300 . ?
C25 C26 1.379(4) . ?
C9 H9 0.9300 . ?
C11 H11 0.9300 . ?
C1 C6 1.390(4) . ?
C1 C2 1.402(4) . ?
C6 C5 1.381(4) . ?
C6 H6 0.9300 . ?
C26 H26 0.9300 . ?
C30 C29 1.523(4) . ?
C30 C31 1.525(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C5 C4 1.390(5) . ?
C4 C3 1.365(5) . ?
C3 C2 1.371(5) . ?
C2 H2 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
C27 O32 C31 109.8(2) . . ?
C14 O13 C10 116.8(2) . . ?
C27 O28 C29 109.8(2) . . ?
O15 C14 O13 124.4(3) . . ?
O15 C14 C24 125.1(2) . . ?
O13 C14 C24 110.4(2) . . ?
C26 C21 C22 120.5(3) . . ?
C26 C21 C27 121.1(2) . . ?
C22 C21 C27 118.5(2) . . ?
C8 C7 C12 116.1(3) . . ?
C8 C7 C1 121.6(3) . . ?
C12 C7 C1 122.3(2) . . ?
F17 C8 C9 116.3(3) . . ?
F17 C8 C7 119.9(3) . . ?
C9 C8 C7 123.7(2) . . ?
C9 C8 H8 118.2 . . ?
C7 C8 H8 118.2 . . ?
C25 C24 C23 115.8(2) . . ?
C25 C24 C14 124.1(2) . . ?
C23 C24 C14 120.1(2) . . ?
C23 C22 C21 118.7(2) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
O28 C27 O32 111.2(2) . . ?
O28 C27 C21 109.7(2) . . ?
O32 C27 C21 108.5(2) . . ?
O28 C27 H27 109.1 . . ?
O32 C27 H27 109.1 . . ?
C21 C27 H27 109.1 . . ?
C11 C10 C9 122.2(3) . . ?
C11 C10 O13 117.8(2) . . ?
C9 C10 O13 119.8(2) . . ?
F16 C12 C11 118.8(3) . . ?
F16 C12 C7 118.6(3) . . ?
C11 C12 C7 122.4(2) . . ?
C11 C12 H12 118.8 . . ?
C7 C12 H12 118.8 . . ?
F33 C25 C26 118.7(2) . . ?
F33 C25 C24 118.0(2) . . ?
C26 C25 C24 123.2(2) . . ?
C8 C9 C10 117.4(2) . . ?
C8 C9 H9 121.3 . . ?
C10 C9 H9 121.3 . . ?
F34 C23 C22 118.9(2) . . ?
F34 C23 C24 117.8(2) . . ?
C22 C23 C24 123.2(2) . . ?
C10 C11 C12 118.0(2) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C6 C1 C2 119.4(3) . . ?
C6 C1 C7 120.4(3) . . ?
C2 C1 C7 120.2(3) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C25 C26 C21 118.6(2) . . ?
C25 C26 H26 120.7 . . ?
C21 C26 H26 120.7 . . ?
C29 C30 C31 109.9(2) . . ?
C29 C30 H30A 109.7 . . ?
C31 C30 H30A 109.7 . . ?
C29 C30 H30B 109.7 . . ?
C31 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
O32 C31 C30 110.3(2) . . ?
O32 C31 H31A 109.6 . . ?
C30 C31 H31A 109.6 . . ?
O32 C31 H31B 109.6 . . ?
C30 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
O28 C29 C30 110.8(2) . . ?
O28 C29 H29A 109.5 . . ?
C30 C29 H29A 109.5 . . ?
O28 C29 H29B 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
F19 C5 C6 120.2(3) . . ?
F19 C5 C4 118.7(3) . . ?
C6 C5 C4 121.1(3) . . ?
F20 C4 C3 121.9(3) . . ?
F20 C4 C5 119.6(3) . . ?
C3 C4 C5 118.5(3) . . ?
F18 C3 C4 118.0(3) . . ?
F18 C3 C2 119.8(3) . . ?
C4 C3 C2 122.1(3) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 O13 C14 O15 -8.0(4) . . . . ?
C10 O13 C14 C24 170.4(2) . . . . ?
C12 C7 C8 F17 -175.5(3) . . . . ?
C1 C7 C8 F17 3.6(4) . . . . ?
C12 C7 C8 C9 0.4(4) . . . . ?
C1 C7 C8 C9 179.6(3) . . . . ?
O15 C14 C24 C25 -132.8(3) . . . . ?
O13 C14 C24 C25 48.8(3) . . . . ?
O15 C14 C24 C23 46.5(4) . . . . ?
O13 C14 C24 C23 -131.9(2) . . . . ?
C26 C21 C22 C23 0.3(4) . . . . ?
C27 C21 C22 C23 -178.5(2) . . . . ?
C29 O28 C27 O32 65.5(2) . . . . ?
C29 O28 C27 C21 -174.5(2) . . . . ?
C31 O32 C27 O28 -65.6(2) . . . . ?
C31 O32 C27 C21 173.6(2) . . . . ?
C26 C21 C27 O28 19.3(3) . . . . ?
C22 C21 C27 O28 -162.0(2) . . . . ?
C26 C21 C27 O32 140.9(2) . . . . ?
C22 C21 C27 O32 -40.3(3) . . . . ?
C14 O13 C10 C11 125.9(2) . . . . ?
C14 O13 C10 C9 -59.3(3) . . . . ?
C8 C7 C12 F16 -178.0(3) . . . . ?
C1 C7 C12 F16 2.9(5) . . . . ?
C8 C7 C12 C11 -1.6(4) . . . . ?
C1 C7 C12 C11 179.3(3) . . . . ?
C23 C24 C25 F33 -177.7(2) . . . . ?
C14 C24 C25 F33 1.6(4) . . . . ?
C23 C24 C25 C26 0.5(4) . . . . ?
C14 C24 C25 C26 179.8(2) . . . . ?
F17 C8 C9 C10 177.2(3) . . . . ?
C7 C8 C9 C10 1.2(4) . . . . ?
C11 C10 C9 C8 -1.7(4) . . . . ?
O13 C10 C9 C8 -176.3(2) . . . . ?
C21 C22 C23 F34 178.6(2) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C25 C24 C23 F34 -179.0(2) . . . . ?
C14 C24 C23 F34 1.6(3) . . . . ?
C25 C24 C23 C22 -0.3(4) . . . . ?
C14 C24 C23 C22 -179.7(2) . . . . ?
C9 C10 C11 C12 0.7(4) . . . . ?
O13 C10 C11 C12 175.3(2) . . . . ?
F16 C12 C11 C10 177.4(3) . . . . ?
C7 C12 C11 C10 1.1(4) . . . . ?
C8 C7 C1 C6 49.4(4) . . . . ?
C12 C7 C1 C6 -131.6(3) . . . . ?
C8 C7 C1 C2 -129.6(3) . . . . ?
C12 C7 C1 C2 49.5(4) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C7 C1 C6 C5 -179.3(2) . . . . ?
F33 C25 C26 C21 177.9(2) . . . . ?
C24 C25 C26 C21 -0.3(4) . . . . ?
C22 C21 C26 C25 -0.1(4) . . . . ?
C27 C21 C26 C25 178.6(2) . . . . ?
C27 O32 C31 C30 57.1(3) . . . . ?
C29 C30 C31 O32 -49.9(3) . . . . ?
C27 O28 C29 C30 -57.2(3) . . . . ?
C31 C30 C29 O28 50.1(3) . . . . ?
C1 C6 C5 F19 -178.6(3) . . . . ?
C1 C6 C5 C4 0.6(4) . . . . ?
F19 C5 C4 F20 -0.3(4) . . . . ?
C6 C5 C4 F20 -179.5(3) . . . . ?
F19 C5 C4 C3 179.0(3) . . . . ?
C6 C5 C4 C3 -0.2(5) . . . . ?
F20 C4 C3 F18 -3.3(5) . . . . ?
C5 C4 C3 F18 177.5(3) . . . . ?
F20 C4 C3 C2 178.8(3) . . . . ?
C5 C4 C3 C2 -0.4(5) . . . . ?
F18 C3 C2 C1 -177.1(3) . . . . ?
C4 C3 C2 C1 0.7(5) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C7 C1 C2 C3 178.6(3) . . . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.059



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_compound_source        hexane/dichloromethane
####################################################################### 
# 
# 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_20230128-c0f0dio-100k_auto
_database_code_depnum_ccdc_archive 'CCDC 2270072'
loop_
_audit_author_name
_audit_author_address
'Barun Dhara'
;RIKEN Center for Emergent Matter Science (CEMS)
India
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2023-09-06 downloaded from the CCDC.
;
_audit_creation_date             2023-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H16 F4 O4'
_chemical_formula_sum            'C23 H16 F4 O4'
_chemical_formula_weight         432.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O F'
_chemical_oxdiff_usercomment     100
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_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                   20.4308(2)
_cell_length_b                   13.35610(16)
_cell_length_c                   6.75589(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.6910(11)
_cell_angle_gamma                90
_cell_volume                     1837.35(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21073
_cell_measurement_temperature    100
_cell_measurement_theta_max      76.9580
_cell_measurement_theta_min      2.1350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.151
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            27909
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.937
_diffrn_reflns_theta_min         2.170
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  26.00   0.50    0.65    --  -46.45  65.00 -75.00  180
  2  ω   -118.00 -28.00   0.50    0.65    --  -46.45 -65.00 148.00  180
  3  ω    -25.00  64.00   0.50    0.65    --   46.45 -65.00 148.00  178
  4  ω   -170.00 -79.00   0.50    2.50    --  -97.00 -65.00 148.00  182
  5  ω    -80.00 -24.00   0.50    2.50    --  -97.00  65.00 -75.00  112
  6  ω     33.00  76.00   0.50    2.50    --  105.24 -65.00 148.00   86
  7  ω     87.00 175.00   0.50    2.50    --  105.24  65.00 -75.00  176
  8  ω    -28.00  29.00   0.50    0.65    --  -46.45  19.00 -90.00  114
  9  ω    -53.00 -25.00   0.50    2.50    --  -97.00  45.00 -90.00   56
 10  ω   -170.00 -87.00   0.50    2.50    --  -97.00 -94.00-120.00  166
 11  ω    -74.00 -24.00   0.50    2.50    --  -97.00  61.00 150.00  100
 12  ω    -53.00 -25.00   0.50    2.50    --  -97.00  45.00 150.00   56
 13  ω    -53.00 -25.00   0.50    2.50    --  -97.00  45.00 120.00   56
 14  ω    -53.00 -25.00   0.50    2.50    --  -97.00  45.00  90.00   56
 15  ω   -170.00 -80.00   0.50    2.50    --  -97.00 -61.00-150.00  180
 16  ω    -53.00 -25.00   0.50    2.50    --  -97.00  45.00  60.00   56
 17  ω     92.00 175.00   0.50    2.50    --  105.24  15.00  60.00  166
 18  ω     93.00 175.00   0.50    2.50    --  105.24  45.00-150.00  164
 19  ω     33.00  69.00   0.50    2.50    --  105.24 -61.00-180.00   72
 20  ω     33.00  69.00   0.50    2.50    --  105.24 -61.00 -60.00   72
 21  ω     33.00  69.00   0.50    2.50    --  105.24 -61.00 -90.00   72
 22  ω     33.00  69.00   0.50    2.50    --  105.24 -61.00-150.00   72
 23  ω   -118.00 -24.00   0.50    0.65    --  -46.45 -77.00-120.00  188
 24  ω   -118.00 -24.00   0.50    0.65    --  -46.45 -77.00 120.00  188
 25  ω    -92.00 -23.00   0.50    0.65    --  -46.45 125.00  60.00  138
 26  ω   -118.00 -24.00   0.50    0.65    --  -46.45 -77.00 -60.00  188
 27  ω   -118.00 -24.00   0.50    0.65    --  -46.45 -77.00  30.00  188
 28  ω   -170.00 -98.00   0.50    2.50    --  -97.00 -61.00 -30.00  144
 29  ω   -169.00 -84.00   0.50    2.50    --  -97.00 -45.00   0.00  170
 30  ω   -170.00 -80.00   0.50    2.50    --  -97.00 -61.00  90.00  180
 31  ω   -170.00 -80.00   0.50    2.50    --  -97.00 -61.00 -90.00  180
 32  ω     33.00 106.00   0.50    2.50    --  105.24 -94.00  30.00  146
 33  ω     36.00 112.00   0.50    2.50    --  105.24-125.00 -90.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0423780000
_diffrn_orient_matrix_UB_12      0.0694207000
_diffrn_orient_matrix_UB_13      -0.1402810000
_diffrn_orient_matrix_UB_21      -0.0266385000
_diffrn_orient_matrix_UB_22      0.0518086000
_diffrn_orient_matrix_UB_23      0.1807225000
_diffrn_orient_matrix_UB_31      0.0567381000
_diffrn_orient_matrix_UB_32      0.0761248000
_diffrn_orient_matrix_UB_33      0.0049152000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3555
_reflns_number_total             3743
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3743
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0488P)²+0.8738P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C28(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C11(H11), C8(H8), C2(H2), C24(H24), C9(H9), C6(H6),
 C25(H25)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F16 F 0.93644(3) 0.36809(6) 0.16685(10) 0.02150(17) Uani 1 1 d . . . . .
F17 F 1.11080(3) 0.43851(6) 0.99982(11) 0.02880(19) Uani 1 1 d . . . . .
F19 F 1.19949(3) 0.38179(6) 0.74436(12) 0.02709(18) Uani 1 1 d . . . . .
F18 F 1.15728(3) 0.32007(6) 0.37514(12) 0.02924(19) Uani 1 1 d . . . . .
O15 O 0.71419(4) 0.21199(6) 0.44003(12) 0.01953(18) Uani 1 1 d . . . . .
O13 O 0.72269(4) 0.37813(6) 0.38562(13) 0.01885(19) Uani 1 1 d . . . . .
O31 O 0.38021(4) 0.36683(7) 0.39645(13) 0.0246(2) Uani 1 1 d . . . . .
O27 O 0.39873(4) 0.41427(9) 0.07513(14) 0.0322(2) Uani 1 1 d . . . . .
C14 C 0.68791(5) 0.29094(9) 0.39900(16) 0.0156(2) Uani 1 1 d . . . . .
C7 C 0.92777(5) 0.37025(8) 0.51598(17) 0.0148(2) Uani 1 1 d . . . . .
C21 C 0.50915(5) 0.23314(9) 0.29174(16) 0.0170(2) Uani 1 1 d . . . . .
H21 H 0.481777 0.175708 0.276381 0.020 Uiso 1 1 calc R U . . .
C12 C 0.89820(5) 0.36943(8) 0.32287(17) 0.0158(2) Uani 1 1 d . . . . .
C1 C 1.00003(5) 0.37300(8) 0.56952(17) 0.0152(2) Uani 1 1 d . . . . .
C22 C 0.57638(5) 0.22198(9) 0.33498(16) 0.0162(2) Uani 1 1 d . . . . .
H22 H 0.595077 0.157017 0.349653 0.019 Uiso 1 1 calc R U . . .
C11 C 0.83102(6) 0.37051(9) 0.27501(17) 0.0174(2) Uani 1 1 d . . . . .
H11 H 0.813267 0.370547 0.140585 0.021 Uiso 1 1 calc R U . . .
C10 C 0.79065(5) 0.37155(8) 0.42960(18) 0.0167(2) Uani 1 1 d . . . . .
C8 C 0.88398(6) 0.36949(9) 0.66609(17) 0.0173(2) Uani 1 1 d . . . . .
H8 H 0.901402 0.368284 0.800823 0.021 Uiso 1 1 calc R U . . .
C23 C 0.61631(5) 0.30661(9) 0.35676(16) 0.0155(2) Uani 1 1 d . . . . .
C2 C 1.02292(6) 0.40606(9) 0.76000(17) 0.0179(2) Uani 1 1 d . . . . .
H2 H 0.992575 0.427710 0.850340 0.021 Uiso 1 1 calc R U . . .
C24 C 0.58874(6) 0.40233(9) 0.33932(18) 0.0191(2) Uani 1 1 d . . . . .
H24 H 0.615914 0.459893 0.356740 0.023 Uiso 1 1 calc R U . . .
C20 C 0.48183(5) 0.32846(9) 0.27087(17) 0.0171(2) Uani 1 1 d . . . . .
C9 C 0.81636(6) 0.37042(9) 0.62508(18) 0.0185(2) Uani 1 1 d . . . . .
H9 H 0.788122 0.370278 0.730018 0.022 Uiso 1 1 calc R U . . .
C5 C 1.11248(6) 0.34767(9) 0.50015(19) 0.0201(2) Uani 1 1 d . . . . .
C4 C 1.13507(5) 0.37885(9) 0.68789(19) 0.0201(2) Uani 1 1 d . . . . .
C6 C 1.04631(5) 0.34334(9) 0.43894(18) 0.0181(2) Uani 1 1 d . . . . .
H6 H 1.032289 0.320410 0.309244 0.022 Uiso 1 1 calc R U . . .
C3 C 1.08916(6) 0.40719(9) 0.81619(18) 0.0199(2) Uani 1 1 d . . . . .
C26 C 0.40910(5) 0.33994(9) 0.22103(18) 0.0192(2) Uani 1 1 d . . . . .
H26 H 0.390174 0.275055 0.169440 0.023 Uiso 1 1 calc R U . . .
C25 C 0.52169(6) 0.41284(9) 0.29657(18) 0.0206(2) Uani 1 1 d . . . . .
H25 H 0.502793 0.477774 0.284717 0.025 Uiso 1 1 calc R U . . .
C29 C 0.29347(6) 0.45116(10) 0.1961(2) 0.0270(3) Uani 1 1 d . . . . .
H29A H 0.306036 0.519105 0.243869 0.032 Uiso 1 1 calc R U . . .
H29B H 0.245564 0.450644 0.159234 0.032 Uiso 1 1 calc R U . . .
C30 C 0.31014(6) 0.37587(12) 0.3579(2) 0.0313(3) Uani 1 1 d . . . . .
H30A H 0.290659 0.397098 0.480608 0.038 Uiso 1 1 calc R U . . .
H30B H 0.291267 0.309979 0.317595 0.038 Uiso 1 1 calc R U . . .
C28 C 0.32980(6) 0.42540(13) 0.0175(2) 0.0345(3) Uani 1 1 d . . . . .
H28A H 0.312268 0.362238 -0.042383 0.041 Uiso 1 1 calc R U . . .
H28B H 0.323198 0.479079 -0.083171 0.041 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
F16 C12 1.3625(13) . ?
F17 C3 1.3489(14) . ?
F19 C4 1.3405(13) . ?
F18 C5 1.3467(14) . ?
O15 C14 1.2053(14) . ?
O13 C14 1.3709(14) . ?
O13 C10 1.3987(13) . ?
O31 C26 1.4129(14) . ?
O31 C30 1.4391(14) . ?
O27 C26 1.4029(15) . ?
O27 C28 1.4377(14) . ?
C14 C23 1.4823(14) . ?
C7 C12 1.3922(16) . ?
C7 C1 1.4914(15) . ?
C7 C8 1.4061(16) . ?
C21 H21 0.9500 . ?
C21 C22 1.3887(15) . ?
C21 C20 1.3926(16) . ?
C12 C11 1.3841(15) . ?
C1 C2 1.4041(16) . ?
C1 C6 1.4022(16) . ?
C22 H22 0.9500 . ?
C22 C23 1.3946(16) . ?
C11 H11 0.9500 . ?
C11 C10 1.3829(16) . ?
C10 C9 1.3809(17) . ?
C8 H8 0.9500 . ?
C8 C9 1.3867(15) . ?
C23 C24 1.3981(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.3755(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3839(16) . ?
C20 C26 1.5042(15) . ?
C20 C25 1.3929(17) . ?
C9 H9 0.9500 . ?
C5 C4 1.3782(18) . ?
C5 C6 1.3822(15) . ?
C4 C3 1.3811(18) . ?
C6 H6 0.9500 . ?
C26 H26 1.0000 . ?
C25 H25 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(2) . ?
C29 C28 1.507(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O13 C10 116.32(8) . . ?
C26 O31 C30 110.31(9) . . ?
C26 O27 C28 110.59(10) . . ?
O15 C14 O13 122.34(10) . . ?
O15 C14 C23 125.57(10) . . ?
O13 C14 C23 112.09(9) . . ?
C12 C7 C1 124.92(10) . . ?
C12 C7 C8 115.02(10) . . ?
C8 C7 C1 120.05(10) . . ?
C22 C21 H21 120.0 . . ?
C22 C21 C20 120.05(10) . . ?
C20 C21 H21 120.0 . . ?
F16 C12 C7 119.52(10) . . ?
F16 C12 C11 116.09(10) . . ?
C11 C12 C7 124.39(10) . . ?
C2 C1 C7 118.62(10) . . ?
C6 C1 C7 123.07(10) . . ?
C6 C1 C2 118.31(10) . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.68(10) . . ?
C23 C22 H22 120.2 . . ?
C12 C11 H11 121.1 . . ?
C10 C11 C12 117.71(10) . . ?
C10 C11 H11 121.1 . . ?
C11 C10 O13 118.90(10) . . ?
C9 C10 O13 119.82(10) . . ?
C9 C10 C11 121.22(10) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 C7 122.55(11) . . ?
C9 C8 H8 118.7 . . ?
C22 C23 C14 117.75(10) . . ?
C22 C23 C24 120.27(10) . . ?
C24 C23 C14 121.99(10) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.20(11) . . ?
C3 C2 H2 119.9 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.70(11) . . ?
C25 C24 H24 120.2 . . ?
C21 C20 C26 119.75(10) . . ?
C21 C20 C25 120.10(10) . . ?
C25 C20 C26 120.14(10) . . ?
C10 C9 C8 119.09(11) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
F18 C5 C4 117.79(10) . . ?
F18 C5 C6 119.95(11) . . ?
C4 C5 C6 122.26(11) . . ?
F19 C4 C5 121.19(11) . . ?
F19 C4 C3 120.98(11) . . ?
C5 C4 C3 117.83(11) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.56(11) . . ?
C5 C6 H6 120.2 . . ?
F17 C3 C2 119.88(11) . . ?
F17 C3 C4 118.29(10) . . ?
C2 C3 C4 121.81(11) . . ?
O31 C26 C20 108.12(9) . . ?
O31 C26 H26 109.7 . . ?
O27 C26 O31 111.10(10) . . ?
O27 C26 C20 108.61(9) . . ?
O27 C26 H26 109.7 . . ?
C20 C26 H26 109.7 . . ?
C24 C25 C20 120.17(11) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
H29A C29 H29B 108.2 . . ?
C30 C29 H29A 109.8 . . ?
C30 C29 H29B 109.8 . . ?
C30 C29 C28 109.40(11) . . ?
C28 C29 H29A 109.8 . . ?
C28 C29 H29B 109.8 . . ?
O31 C30 C29 110.52(10) . . ?
O31 C30 H30A 109.5 . . ?
O31 C30 H30B 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 108.1 . . ?
O27 C28 C29 110.04(11) . . ?
O27 C28 H28A 109.7 . . ?
O27 C28 H28B 109.7 . . ?
C29 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?

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
F16 C12 C11 C10 179.79(10) . . . . ?
F19 C4 C3 F17 0.36(17) . . . . ?
F19 C4 C3 C2 179.04(11) . . . . ?
F18 C5 C4 F19 0.10(17) . . . . ?
F18 C5 C4 C3 179.99(11) . . . . ?
F18 C5 C6 C1 -179.48(11) . . . . ?
O15 C14 C23 C22 -9.52(17) . . . . ?
O15 C14 C23 C24 170.31(11) . . . . ?
O13 C14 C23 C22 170.24(9) . . . . ?
O13 C14 C23 C24 -9.93(15) . . . . ?
O13 C10 C9 C8 -176.45(10) . . . . ?
C14 O13 C10 C11 102.61(12) . . . . ?
C14 O13 C10 C9 -80.07(13) . . . . ?
C14 C23 C24 C25 178.96(10) . . . . ?
C7 C12 C11 C10 -0.63(17) . . . . ?
C7 C1 C2 C3 178.36(10) . . . . ?
C7 C1 C6 C5 -179.70(10) . . . . ?
C7 C8 C9 C10 0.39(17) . . . . ?
C21 C22 C23 C14 -178.83(9) . . . . ?
C21 C22 C23 C24 1.33(16) . . . . ?
C21 C20 C26 O31 102.93(12) . . . . ?
C21 C20 C26 O27 -136.42(11) . . . . ?
C21 C20 C25 C24 1.19(18) . . . . ?
C12 C7 C1 C2 159.39(11) . . . . ?
C12 C7 C1 C6 -21.12(17) . . . . ?
C12 C7 C8 C9 -1.57(16) . . . . ?
C12 C11 C10 O13 176.58(10) . . . . ?
C12 C11 C10 C9 -0.71(17) . . . . ?
C1 C7 C12 F16 2.01(16) . . . . ?
C1 C7 C12 C11 -177.56(11) . . . . ?
C1 C7 C8 C9 177.74(10) . . . . ?
C1 C2 C3 F17 -179.63(11) . . . . ?
C1 C2 C3 C4 1.72(18) . . . . ?
C22 C21 C20 C26 179.09(10) . . . . ?
C22 C21 C20 C25 -1.07(17) . . . . ?
C22 C23 C24 C25 -1.22(17) . . . . ?
C11 C10 C9 C8 0.81(17) . . . . ?
C10 O13 C14 O15 -2.31(15) . . . . ?
C10 O13 C14 C23 177.92(9) . . . . ?
C8 C7 C12 F16 -178.72(10) . . . . ?
C8 C7 C12 C11 1.71(16) . . . . ?
C8 C7 C1 C2 -19.84(16) . . . . ?
C8 C7 C1 C6 159.65(11) . . . . ?
C23 C24 C25 C20 -0.05(18) . . . . ?
C2 C1 C6 C5 -0.21(17) . . . . ?
C20 C21 C22 C23 -0.19(17) . . . . ?
C5 C4 C3 F17 -179.53(11) . . . . ?
C5 C4 C3 C2 -0.85(18) . . . . ?
C4 C5 C6 C1 1.08(18) . . . . ?
C6 C1 C2 C3 -1.15(17) . . . . ?
C6 C5 C4 F19 179.55(11) . . . . ?
C6 C5 C4 C3 -0.56(18) . . . . ?
C26 O31 C30 C29 -57.18(14) . . . . ?
C26 O27 C28 C29 58.05(16) . . . . ?
C26 C20 C25 C24 -178.98(11) . . . . ?
C25 C20 C26 O31 -76.90(13) . . . . ?
C25 C20 C26 O27 43.75(15) . . . . ?
C30 O31 C26 O27 62.62(13) . . . . ?
C30 O31 C26 C20 -178.30(10) . . . . ?
C30 C29 C28 O27 -52.60(16) . . . . ?
C28 O27 C26 O31 -63.26(14) . . . . ?
C28 O27 C26 C20 177.95(11) . . . . ?
C28 C29 C30 O31 52.44(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.643
_oxdiff_exptl_absorpt_empirical_full_min 0.402
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane/dichloromethane'
