# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_exp_14_auto
_database_code_depnum_ccdc_archive 'CCDC 2331099'
loop_
_audit_author_name
_audit_author_address
'Bayasgalan Ulambayar'
;Institute of Chemistry and Chemical Technology, Mongolian Academy of Sciences, Ulaanbaatar
Mongolia
;
_audit_update_record             
;
2024-02-05 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT222_exp_14_auto         
;
PROBLEM: NonSolvent Resd 1  H   Uiso(max)/Uiso(min) Range        5.3 Ratio
RESPONSE: Hydrogen is not located very well, even at this high resolution.
;
_vrf_PLAT906_exp_14_auto         
;
PROBLEM: Large K Value in the Analysis of Variance ......     12.760 Check
RESPONSE: The data was cut only to 0.8 Angstroem resolution, but it was not cut to IUCr limit. This was done to keep the information of the high resolution reflections.
;
_vrf_PLAT911_exp_14_auto         
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          4 Report
RESPONSE: A part of the detector was defect at that time.
;
# Added during the CSD deposition process: Monday 05 February 2024 04:43 PM
# end Validation Reply Form

_audit_creation_date             2024-02-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/2
loop_
_audit_author_email
?
?
_chemical_name_common            '3-(Trifluoromethyl)cinnamic acid'
_chemical_name_systematic        'trans-3-(trifluoromehtyl)cinnamic acid'
_chemical_formula_moiety         'C10 H7 F3 O2'
_chemical_formula_sum            'C10 H7 F3 O2'
_chemical_formula_weight         216.16
_chemical_melting_point          ?
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'

_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                   14.3911(9)
_cell_length_b                   4.9722(3)
_cell_length_c                   13.1778(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.829(6)
_cell_angle_gamma                90
_cell_volume                     942.46(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3103
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8600
_cell_measurement_theta_min      2.3710
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.932
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.377
_oxdiff_exptl_absorpt_empirical_full_max 1.484
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_F_000             440
_exptl_crystal_preparation       'Grown from ethanol solution'
_exptl_crystal_recrystallization_method 
'10 mg of substance in 50 ml Ethanol, Ethanol left to evaporate in fume hood'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9129
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.832
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.9958
_diffrn_measured_fraction_theta_max 0.9958
_diffrn_measurement_method       ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_special_details          
'CF3 group disorder of no relevance to the publication associated with this deposition'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1358
_reflns_number_total             1915
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    
'olex2.solve 1.5-ac5-024 (Bourhis et al., 2015)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         1915
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0584
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²+0.7350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1356
_refine_ls_wR_factor_ref         0.1474
_refine_special_details          
'Refinement of disorder of CF3 group done as good as possible.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 H1-O1
 0.85 with sigma of 0.02
3. Others
 Sof(F3)=Sof(F1)=Sof(F2)=1-FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C3(H3), C2(H2), C5(H5), C7(H7), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.49215(13) 1.3503(4) 0.61795(15) 0.0512(5) Uani 1 1 d D . . . .
O2 O 0.58431(13) 1.2578(4) 0.48987(13) 0.0513(5) Uani 1 1 d . . . . .
F1A F 0.9929(10) 0.343(3) 0.6029(9) 0.112(5) Uani 0.60(6) 1 d . . P A 1
F2A F 0.8979(14) 0.104(3) 0.5195(14) 0.082(3) Uani 0.60(6) 1 d . . P A 1
F3A F 0.9646(10) -0.005(3) 0.6658(7) 0.085(3) Uani 0.60(6) 1 d . . P A 1
C1 C 0.55690(17) 1.2141(5) 0.57884(19) 0.0395(6) Uani 1 1 d . . . . .
C4 C 0.72153(17) 0.6443(5) 0.66382(19) 0.0413(6) Uani 1 1 d . . . . .
C8 C 0.84756(17) 0.3223(5) 0.6682(2) 0.0426(6) Uani 1 1 d . . . . .
C9 C 0.79517(18) 0.5190(5) 0.6176(2) 0.0434(6) Uani 1 1 d . . . . .
H9 H 0.809782 0.567123 0.551801 0.052 Uiso 1 1 calc R U . . .
C3 C 0.67008(18) 0.8549(5) 0.60834(19) 0.0428(6) Uani 1 1 d . . . . .
H3 H 0.689122 0.890552 0.542916 0.051 Uiso 1 1 calc R U . . .
C2 C 0.59993(18) 1.0002(5) 0.64003(19) 0.0436(6) Uani 1 1 d . . . . .
H2 H 0.576993 0.964921 0.703854 0.052 Uiso 1 1 calc R U . . .
C5 C 0.7005(2) 0.5654(6) 0.7623(2) 0.0496(7) Uani 1 1 d . . . . .
H5 H 0.650953 0.645164 0.794368 0.060 Uiso 1 1 calc R U . . .
C7 C 0.82683(19) 0.2500(6) 0.7660(2) 0.0515(7) Uani 1 1 d . . . . .
H7 H 0.862417 0.121239 0.800540 0.062 Uiso 1 1 calc R U . . .
C10 C 0.9266(2) 0.1952(6) 0.6150(2) 0.0512(7) Uani 1 1 d . . . . .
C6 C 0.7524(2) 0.3712(6) 0.8122(2) 0.0547(8) Uani 1 1 d . . . . .
H6 H 0.737455 0.320621 0.877636 0.066 Uiso 1 1 calc R U . . .
F3 F 1.0027(11) 0.384(5) 0.6056(8) 0.061(4) Uani 0.40(6) 1 d . . P A 2
F1 F 0.9526(16) -0.038(3) 0.6553(18) 0.108(6) Uani 0.40(6) 1 d . . P A 2
F2 F 0.909(2) 0.131(7) 0.528(2) 0.106(9) Uani 0.40(6) 1 d . . P A 2
H1 H 0.464(5) 1.460(15) 0.576(5) 0.27(4) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.274(3) . ?
O1 H1 0.87(2) . ?
O2 C1 1.268(3) . ?
F1A C10 1.218(18) . ?
F2A C10 1.39(2) . ?
F3A C10 1.309(8) . ?
C1 C2 1.461(4) . ?
C4 C9 1.387(4) . ?
C4 C3 1.464(4) . ?
C4 C5 1.397(4) . ?
C8 C9 1.392(4) . ?
C8 C7 1.379(4) . ?
C8 C10 1.496(4) . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.320(4) . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.376(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.386(4) . ?
C10 F3 1.45(2) . ?
C10 F1 1.326(16) . ?
C10 F2 1.21(3) . ?
C6 H6 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
C1 O1 H1 114(6) . . ?
O1 C1 C2 117.8(2) . . ?
O2 C1 O1 122.4(2) . . ?
O2 C1 C2 119.8(2) . . ?
C9 C4 C3 118.9(2) . . ?
C9 C4 C5 118.2(2) . . ?
C5 C4 C3 122.9(2) . . ?
C9 C8 C10 118.7(2) . . ?
C7 C8 C9 120.1(2) . . ?
C7 C8 C10 121.2(2) . . ?
C4 C9 C8 121.0(2) . . ?
C4 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C4 C3 H3 116.1 . . ?
C2 C3 C4 127.8(2) . . ?
C2 C3 H3 116.1 . . ?
C1 C2 H2 118.7 . . ?
C3 C2 C1 122.6(2) . . ?
C3 C2 H2 118.7 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.6 . . ?
C8 C7 H7 120.3 . . ?
C8 C7 C6 119.4(3) . . ?
C6 C7 H7 120.3 . . ?
F1A C10 F2A 106.8(9) . . ?
F1A C10 F3A 102.1(10) . . ?
F1A C10 C8 114.7(7) . . ?
F2A C10 C8 110.7(7) . . ?
F3A C10 F2A 108.9(9) . . ?
F3A C10 C8 113.1(5) . . ?
F3 C10 C8 110.7(7) . . ?
F1 C10 C8 113.0(9) . . ?
F1 C10 F3 113.4(13) . . ?
F2 C10 C8 114.4(11) . . ?
F2 C10 F3 103.3(17) . . ?
F2 C10 F1 101.3(15) . . ?
C5 C6 C7 120.7(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?

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
O1 C1 C2 C3 -177.1(3) . . . . ?
O2 C1 C2 C3 3.1(4) . . . . ?
C4 C3 C2 C1 177.1(3) . . . . ?
C4 C5 C6 C7 0.2(5) . . . . ?
C8 C7 C6 C5 -1.2(5) . . . . ?
C9 C4 C3 C2 -178.4(3) . . . . ?
C9 C4 C5 C6 0.8(4) . . . . ?
C9 C8 C7 C6 1.3(4) . . . . ?
C9 C8 C10 F1A 70.0(7) . . . . ?
C9 C8 C10 F2A -50.9(8) . . . . ?
C9 C8 C10 F3A -173.5(9) . . . . ?
C9 C8 C10 F3 71.0(5) . . . . ?
C9 C8 C10 F1 -160.5(13) . . . . ?
C9 C8 C10 F2 -45.3(18) . . . . ?
C3 C4 C9 C8 178.4(2) . . . . ?
C3 C4 C5 C6 -178.4(3) . . . . ?
C5 C4 C9 C8 -0.8(4) . . . . ?
C5 C4 C3 C2 0.8(4) . . . . ?
C7 C8 C9 C4 -0.3(4) . . . . ?
C7 C8 C10 F1A -109.3(7) . . . . ?
C7 C8 C10 F2A 129.8(8) . . . . ?
C7 C8 C10 F3A 7.2(10) . . . . ?
C7 C8 C10 F3 -108.3(5) . . . . ?
C7 C8 C10 F1 20.2(14) . . . . ?
C7 C8 C10 F2 135.4(18) . . . . ?
C10 C8 C9 C4 -179.6(3) . . . . ?
C10 C8 C7 C6 -179.5(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'Mounted with GE-vernish on a Teflon loop'
_olex2_submission_original_sample_id 'trans-3-trifluoromethyl cinnamic acid '
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_baysaastartingmodelwithprod2
_database_code_depnum_ccdc_archive 'CCDC 2332753'
loop_
_audit_author_name
_audit_author_address
'Bayasgalan Ulambayar'
;Institute of Chemistry and Chemical Technology, Mongolian Academy of Sciences, Ulaanbaatar
Mongolia
;
_audit_update_record             
;
2024-02-13 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT031_baysaastartingmodelwithprod2 
;
PROBLEM: Refined Extinction Parameter Within Range of ...      0.000 Sigma
RESPONSE: This may be due to the photoproduct formation. The model does not change significantly, if one leaves the Ext field unticked.
;
_vrf_PLAT201_baysaastartingmodelwithprod2 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          1 Report
RESPONSE: C16 and C11A from the photoproduct share the observed eletron density. Since they are so close to each other (overlapping) an isotropic refinement does not lead to good results.
;
_vrf_PLAT234_baysaastartingmodelwithprod2 
;
PROBLEM: Large Hirshfeld Difference C5       --C8A      .       0.26 Ang.
RESPONSE: This is also due to this photoproduct formation. C5 is modelled as a carbon atom which is belonging to both photoproduct and starting molecule. C8A is only belonging to the photoproduct.
;
_vrf_PLAT084_baysaastartingmodelwithprod2 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.32 Report
RESPONSE: The photoproduct formation distracts the original crystal lattice. It also introduces disorder which cannot be modelled satisfactorily.
;
_vrf_PLAT088_baysaastartingmodelwithprod2 
;
PROBLEM: Poor Data / Parameter Ratio ....................       8.34 Note
RESPONSE: The introduced photoproduct added a lot more paramters to the model than initially predicted.
;
_vrf_PLAT309_baysaastartingmodelwithprod2 
;
PROBLEM: Single Bonded Oxygen (C-O > 1.3 Ang) ...........        O2A Check
RESPONSE: Here, the electron density hints that this oxygen atom is in a different position in the photoproduct case than it is in the starting molecule case
;
_vrf_PLAT906_baysaastartingmodelwithprod2 
;
PROBLEM: Large K Value in the Analysis of Variance ......     24.637 Check
RESPONSE: The resolution cut off was chosen carefully not to throw away valuable information. 
;
# Added during the CSD deposition process: Tuesday 13 February 2024 05:18 PM
# end Validation Reply Form

_audit_creation_date             2024-02-13
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
loop_
_audit_author_email
t.schrader@fz-juelich.de
ubayasgalan9@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        
'trans-4-(trifluoromethyl)cinnamic acid illuminated to beta-truxinic acid'
_chemical_formula_moiety         'C20 H14 F6 O4'
_chemical_formula_sum            'C20 H14 F6 O4'
_chemical_formula_weight         432.31
_chemical_melting_point          ?
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8930(5)
_cell_length_b                   8.2222(6)
_cell_length_c                   14.6037(12)
_cell_angle_alpha                89.860(6)
_cell_angle_beta                 88.678(6)
_cell_angle_gamma                82.349(6)
_cell_volume                     939.06(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4016
_cell_measurement_theta_min      2.4380
_cell_measurement_theta_max      36.9300
_cell_measurement_temperature    293
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.33727
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_preparation       
'Crystal was illuminated for 8 hours with 334 nm light from a monochromator after a HgXe Lamp (Biologic, Inc.)'
_exptl_crystal_recrystallization_method 
'87 mg of substance was dissolved in 17.1 ml Ethanol'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14300
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.499
_diffrn_ambient_temperature      293.00
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_special_details          
'occupancy of photoproduct beta-truxinic acid is ca. 28.8 percent'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1884
_reflns_number_total             3763
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    
'olex2.solve 1.5-ac5-024 (Bourhis et al., 2015)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.000(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         3763
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1446
_refine_ls_R_factor_gt           0.0905
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1646P)²+0.2457P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2737
_refine_ls_wR_factor_ref         0.3230
_refine_special_details          'CF3 group refinement can be improved further'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Others
 Sof(H9)=Sof(H6)=Sof(H18A)=Sof(O2A)=Sof(O1A)=Sof(C3A)=Sof(H22)=Sof(C2A)=
 Sof(H21)=Sof(C5A)=Sof(H24)=Sof(C6A)=Sof(C9A)=Sof(C1A)=Sof(C7A)=Sof(H27)=
 Sof(C4A)=Sof(H23)=Sof(C11A)=Sof(H31)=Sof(C8A)=Sof(H8)=Sof(C10A)=Sof(H30)=
 Sof(H32)=Sof(C12A)=1-FVAR(1)
 Sof(H9B)=Sof(H6B)=Sof(H18)=Sof(C19)=Sof(O1)=Sof(O2)=Sof(C2)=Sof(H25)=Sof(C4)=
 Sof(C14)=Sof(C1)=Sof(C12)=Sof(H12)=Sof(C16)=Sof(H16)=Sof(C13)=Sof(H13)=Sof(C6)=
 Sof(H28)=Sof(C15)=Sof(H15)=Sof(C3)=Sof(H3)=Sof(H19)=Sof(C9)=Sof(H5)=FVAR(1)
 Sof(F1A)=Sof(F2)=Sof(F3)=1-FVAR(2)
 Sof(F1)=Sof(F3A)=Sof(F2A)=FVAR(2)
 Sof(F5)=Sof(F4)=Sof(F6)=1-FVAR(3)
 Sof(F5A)=Sof(F6A)=Sof(F4A)=FVAR(3)
3.a Ternary CH refined with riding coordinates:
 C3A(H22), C2A(H21), C5A(H24), C4A(H23)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H9B), C5(H9), C8(H6), C8(H6B), C18(H18), C18(H18A), C7A(H27), C11A(H31),
 C8A(H8), C10A(H30), C19(H32), C2(H25), C12(H12), C16(H16), C13(H13), C6(H28),
 C15(H15), C3(H3), C12A(H19), C9(H5)
3.c Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O3 O 0.1917(4) 0.3618(5) 0.5941(2) 0.1167(12) Uani 1 1 d . . . . .
O4 O 0.0158(4) 0.5203(4) 0.6868(3) 0.1151(11) Uani 1 1 d . . . . .
H4 H -0.055286 0.497625 0.650551 0.173 Uiso 1 1 calc R U . . .
C7 C 0.7414(5) 1.0187(5) 0.7221(3) 0.0844(11) Uani 1 1 d . . . . .
C5 C 0.4462(6) 1.0158(8) 0.6969(4) 0.1034(15) Uani 1 1 d . . . . .
H9B H 0.333857 1.054196 0.714062 0.124 Uiso 0.712(8) 1 calc R U P A 2
H9 H 0.335239 1.070351 0.695920 0.124 Uiso 0.288(8) 1 calc R U P A 1
C8 C 0.7782(5) 0.9057(6) 0.6537(3) 0.0997(14) Uani 1 1 d . . . . .
H6 H 0.893173 0.871553 0.640455 0.120 Uiso 0.288(8) 1 calc R U P A 1
H6B H 0.890483 0.866765 0.636731 0.120 Uiso 0.712(8) 1 calc R U P A 2
C20 C 0.8089(10) 0.7489(11) 1.0232(5) 0.128(2) Uani 1 1 d . . . . .
C11 C 0.1644(6) 0.4618(5) 0.6580(4) 0.0932(12) Uani 1 1 d . . . . .
C10 C 0.8803(7) 1.0746(7) 0.7744(4) 0.1007(14) Uani 1 1 d . . . . .
C17 C 0.6735(6) 0.7085(6) 0.9612(4) 0.1075(16) Uani 1 1 d . . . . .
C18 C 0.7170(7) 0.6209(7) 0.8814(4) 0.1158(17) Uani 1 1 d . . . . .
H18 H 0.831896 0.585845 0.868391 0.139 Uiso 0.712(8) 1 calc R U P A 2
H18A H 0.828947 0.573856 0.869173 0.139 Uiso 0.288(8) 1 calc R U P A 1
F1 F 0.9968(16) 0.956(2) 0.7977(13) 0.150(7) Uani 0.54(3) 1 d . . P B 2
F3A F 0.8450(19) 1.216(2) 0.814(2) 0.167(8) Uani 0.54(3) 1 d . . P B 1
F2A F 1.0059(17) 1.108(3) 0.7162(13) 0.160(8) Uani 0.54(3) 1 d . . P B 1
F5 F 0.731(3) 0.762(4) 1.1078(11) 0.197(9) Uani 0.42(2) 1 d . . P C 2
F5A F 0.9607(11) 0.735(3) 0.9894(9) 0.161(6) Uani 0.58(2) 1 d . . P C 1
F6A F 0.774(2) 0.880(3) 1.070(2) 0.231(13) Uani 0.58(2) 1 d . . P C 1
O2A O 0.245(5) 0.554(4) 0.411(3) 0.132(14) Uani 0.288(8) 1 d . . P A 1
O1A O 0.080(4) 0.765(3) 0.5095(16) 0.082(5) Uani 0.288(8) 1 d . . P A 1
H H -0.060(9) 0.690(7) 0.447(4) 0.15(2) Uiso 1 1 d . . . . .
C3A C 0.3285(17) 0.8048(18) 0.6398(12) 0.084(4) Uani 0.288(8) 1 d . . P A 1
H22 H 0.225259 0.881804 0.628661 0.100 Uiso 0.288(8) 1 calc R U P A 1
C2A C 0.3468(16) 0.6655(17) 0.5688(11) 0.079(4) Uani 0.288(8) 1 d . . P A 1
H21 H 0.465238 0.645457 0.545615 0.095 Uiso 0.288(8) 1 calc R U P A 1
C5A C 0.3192(18) 0.5381(18) 0.6498(12) 0.080(4) Uani 0.288(8) 1 d . . P A 1
H24 H 0.422308 0.460690 0.660694 0.095 Uiso 0.288(8) 1 calc R U P A 1
C6A C 0.473(4) 0.895(5) 0.659(2) 0.075(7) Uani 0.288(8) 1 d . . P A 1
C9A C 0.408(2) 0.666(2) 0.8013(14) 0.074(5) Uani 0.288(8) 1 d . . P A 1
C1A C 0.234(4) 0.685(3) 0.4942(18) 0.083(7) Uani 0.288(8) 1 d . . P A 1
C7A C 0.652(3) 0.832(4) 0.599(2) 0.059(5) Uani 0.288(8) 1 d . . P A 1
H27 H 0.668204 0.769102 0.545503 0.071 Uiso 0.288(8) 1 calc R U P A 1
C4A C 0.2922(16) 0.6786(17) 0.7215(11) 0.080(4) Uani 0.288(8) 1 d . . P A 1
H23 H 0.172335 0.698418 0.742317 0.097 Uiso 0.288(8) 1 calc R U P A 1
C11A C 0.495(2) 0.791(2) 0.9584(14) 0.082(5) Uiso 0.288(8) 1 d . . P A 1
H31 H 0.459035 0.869813 1.002512 0.099 Uiso 0.288(8) 1 calc R U P A 1
C8A C 0.589(6) 1.102(4) 0.754(3) 0.070(7) Uani 0.288(8) 1 d . . P A 1
H8 H 0.570147 1.186041 0.797164 0.16(8) Uiso 0.288(8) 1 calc R . P A 1
C10A C 0.363(3) 0.752(3) 0.8857(15) 0.077(5) Uani 0.288(8) 1 d . . P A 1
H30 H 0.247367 0.787582 0.898000 0.092 Uiso 0.288(8) 1 calc R U P A 1
C19 C 0.5974(19) 0.584(2) 0.8206(13) 0.127(7) Uani 0.712(8) 1 d . . P A 2
H32 H 0.626174 0.528239 0.765805 0.152 Uiso 0.288(8) 1 calc R U P A 2
F1A F 0.944(5) 0.978(4) 0.832(2) 0.199(12) Uani 0.46(3) 1 d . . P B 1
F2 F 0.8239(16) 1.125(5) 0.8570(13) 0.164(9) Uani 0.46(3) 1 d . . P B 2
F3 F 0.959(4) 1.175(4) 0.7344(19) 0.183(11) Uani 0.46(3) 1 d . . P B 2
F4 F 0.907(4) 0.622(4) 1.0409(19) 0.228(16) Uani 0.42(2) 1 d . . P C 2
F6 F 0.852(4) 0.885(4) 1.0035(15) 0.203(15) Uani 0.42(2) 1 d . . P C 2
F4A F 0.833(3) 0.654(3) 1.0923(14) 0.211(10) Uani 0.58(2) 1 d . . P C 1
O1 O 0.0643(18) 0.7346(17) 0.4825(7) 0.099(3) Uani 0.712(8) 1 d . . P A 2
O2 O 0.2451(14) 0.5908(18) 0.3939(10) 0.098(3) Uani 0.712(8) 1 d . . P A 2
C2 C 0.3629(7) 0.7380(8) 0.5017(4) 0.0780(17) Uani 0.712(8) 1 d . . P A 2
H25 H 0.473341 0.698426 0.481726 0.094 Uiso 0.712(8) 1 calc R U P A 2
C4 C 0.4815(19) 0.902(2) 0.6198(7) 0.076(3) Uani 0.712(8) 1 d . . P A 2
C14 C 0.4293(10) 0.6363(10) 0.8487(6) 0.076(2) Uani 0.712(8) 1 d . . P A 2
C1 C 0.2146(14) 0.6723(16) 0.4539(7) 0.083(3) Uani 0.712(8) 1 d . . P A 2
C12 C 0.3101(7) 0.5071(8) 0.7151(5) 0.0823(18) Uani 0.712(8) 1 d . . P A 2
H12 H 0.420725 0.467362 0.695368 0.099 Uiso 0.712(8) 1 calc R U P A 2
C16 C 0.5125(12) 0.7493(11) 0.9858(7) 0.110(3) Uiso 0.712(8) 1 d . . P A 2
H16 H 0.483212 0.796303 1.042765 0.132 Uiso 0.712(8) 1 calc R U P A 2
C13 C 0.2938(8) 0.5962(8) 0.7890(4) 0.0809(17) Uani 0.712(8) 1 d . . P A 2
H13 H 0.182762 0.639849 0.806005 0.097 Uiso 0.712(8) 1 calc R U P A 2
C6 C 0.565(2) 1.061(2) 0.7391(13) 0.089(4) Uani 0.712(8) 1 d . . P A 2
H28 H 0.534862 1.131780 0.788098 0.106 Uiso 0.712(8) 1 calc R U P A 2
C15 C 0.3951(12) 0.7230(15) 0.9292(6) 0.101(3) Uani 0.712(8) 1 d . . P A 2
H15 H 0.282266 0.764635 0.943617 0.121 Uiso 0.712(8) 1 calc R U P A 2
C3 C 0.3462(7) 0.8437(7) 0.5674(5) 0.0796(17) Uani 0.712(8) 1 d . . P A 2
H3 H 0.234899 0.888226 0.583300 0.096 Uiso 0.712(8) 1 calc R U P A 2
C12A C 0.590(4) 0.606(4) 0.8212(17) 0.096(13) Uani 0.288(8) 1 d . . P A 1
H19 H 0.632336 0.530284 0.776296 0.115 Uiso 0.712(8) 1 calc R U P A 1
C9 C 0.652(2) 0.856(2) 0.6140(14) 0.132(7) Uani 0.712(8) 1 d . . P A 2
H5 H 0.684354 0.770513 0.572808 0.158 Uiso 0.712(8) 1 calc R U P A 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
O3 C11 1.242(5) . ?
O4 H4 0.8200 . ?
O4 C11 1.270(5) . ?
C7 C8 1.365(6) . ?
C7 C10 1.474(7) . ?
C7 C8A 1.38(5) . ?
C7 C6 1.403(19) . ?
C5 H9B 0.9300 . ?
C5 H9 0.9300 . ?
C5 C6A 1.13(4) . ?
C5 C8A 1.65(3) . ?
C5 C4 1.465(14) . ?
C5 C6 1.235(16) . ?
C8 H6 0.9300 . ?
C8 H6B 0.9300 . ?
C8 C7A 1.48(3) . ?
C8 C9 1.278(19) . ?
C20 C17 1.488(9) . ?
C20 F5 1.366(17) . ?
C20 F5A 1.276(10) . ?
C20 F6A 1.277(12) . ?
C20 F4 1.242(19) . ?
C20 F6 1.239(17) . ?
C20 F4A 1.276(14) . ?
C11 C5A 1.448(15) . ?
C11 C12 1.521(8) . ?
C10 F1 1.296(14) . ?
C10 F3A 1.293(13) . ?
C10 F2A 1.348(17) . ?
C10 F1A 1.225(19) . ?
C10 F2 1.324(15) . ?
C10 F3 1.238(16) . ?
C17 C18 1.383(7) . ?
C17 C11A 1.481(19) . ?
C17 C16 1.313(10) . ?
C18 H18 0.9300 . ?
C18 H18A 0.9300 . ?
C18 C19 1.38(2) . ?
C18 C12A 1.37(4) . ?
O2A C1A 1.62(5) . ?
O1A C1A 1.31(4) . ?
C3A H22 0.9800 . ?
C3A C2A 1.537(19) . ?
C3A C6A 1.48(4) . ?
C3A C4A 1.62(3) . ?
C2A H21 0.9800 . ?
C2A C5A 1.61(3) . ?
C2A C1A 1.42(3) . ?
C5A H24 0.9800 . ?
C5A C4A 1.551(19) . ?
C6A C7A 1.67(4) . ?
C9A C4A 1.49(3) . ?
C9A C10A 1.44(3) . ?
C9A C12A 1.49(4) . ?
C7A H27 0.9300 . ?
C4A H23 0.9800 . ?
C11A H31 0.9300 . ?
C11A C10A 1.57(3) . ?
C8A H8 0.9300 . ?
C10A H30 0.9300 . ?
C19 H32 0.9300 . ?
C19 C14 1.393(15) . ?
O1 H 1.22(8) . ?
O1 C1 1.288(17) . ?
O2 C1 1.108(18) . ?
C2 H25 0.9300 . ?
C2 C1 1.535(12) . ?
C2 C3 1.289(8) . ?
C4 C3 1.458(17) . ?
C4 C9 1.35(2) . ?
C14 C13 1.467(11) . ?
C14 C15 1.379(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.300(9) . ?
C16 H16 0.9300 . ?
C16 C15 1.295(14) . ?
C13 H13 0.9300 . ?
C6 H28 0.9300 . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C12A H19 0.9300 . ?
C9 H5 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
C11 O4 H4 109.5 . . ?
C8 C7 C10 120.2(4) . . ?
C8 C7 C8A 131.6(13) . . ?
C8 C7 C6 113.3(6) . . ?
C8A C7 C10 108.1(13) . . ?
C6 C7 C10 126.3(6) . . ?
C6A C5 H9 117.5 . . ?
C6A C5 C8A 125(2) . . ?
C8A C5 H9 117.5 . . ?
C4 C5 H9B 119.9 . . ?
C6 C5 H9B 119.9 . . ?
C6 C5 C4 120.1(11) . . ?
C7 C8 H6 116.9 . . ?
C7 C8 H6B 121.3 . . ?
C7 C8 C7A 126.2(11) . . ?
C7A C8 H6 116.9 . . ?
C9 C8 C7 117.3(9) . . ?
C9 C8 H6B 121.3 . . ?
F5 C20 C17 104.3(13) . . ?
F5A C20 C17 116.3(7) . . ?
F5A C20 F6A 111.4(13) . . ?
F5A C20 F4A 100.0(11) . . ?
F6A C20 C17 116.5(8) . . ?
F4 C20 C17 109.7(14) . . ?
F4 C20 F5 95.5(17) . . ?
F6 C20 C17 110.6(10) . . ?
F6 C20 F5 107.6(16) . . ?
F6 C20 F4 126(2) . . ?
F4A C20 C17 114.2(9) . . ?
F4A C20 F6A 95.2(13) . . ?
O3 C11 O4 123.6(5) . . ?
O3 C11 C5A 99.1(7) . . ?
O3 C11 C12 121.1(4) . . ?
O4 C11 C5A 130.2(7) . . ?
O4 C11 C12 114.9(5) . . ?
F1 C10 C7 113.4(8) . . ?
F1 C10 F2 99.2(17) . . ?
F3A C10 C7 116.0(7) . . ?
F3A C10 F2A 99.5(13) . . ?
F2A C10 C7 109.4(9) . . ?
F1A C10 C7 115.4(11) . . ?
F1A C10 F3A 107(3) . . ?
F1A C10 F2A 108(2) . . ?
F2 C10 C7 110.5(8) . . ?
F3 C10 C7 115.1(8) . . ?
F3 C10 F1 105(2) . . ?
F3 C10 F2 112.6(13) . . ?
C18 C17 C20 120.3(5) . . ?
C18 C17 C11A 110.5(9) . . ?
C11A C17 C20 126.6(9) . . ?
C16 C17 C20 119.0(6) . . ?
C16 C17 C18 120.5(7) . . ?
C17 C18 H18 118.6 . . ?
C17 C18 H18A 121.1 . . ?
C19 C18 C17 122.8(7) . . ?
C19 C18 H18 118.6 . . ?
C12A C18 C17 117.8(11) . . ?
C12A C18 H18A 121.1 . . ?
C2A C3A H22 110.2 . . ?
C2A C3A C4A 91.3(11) . . ?
C6A C3A H22 110.2 . . ?
C6A C3A C2A 120.9(16) . . ?
C6A C3A C4A 112.7(16) . . ?
C4A C3A H22 110.2 . . ?
C3A C2A H21 109.7 . . ?
C3A C2A C5A 89.1(11) . . ?
C5A C2A H21 109.7 . . ?
C1A C2A C3A 116.5(14) . . ?
C1A C2A H21 109.7 . . ?
C1A C2A C5A 120.6(17) . . ?
C11 C5A C2A 121.5(12) . . ?
C11 C5A H24 112.5 . . ?
C11 C5A C4A 103.9(10) . . ?
C2A C5A H24 112.5 . . ?
C4A C5A C2A 91.4(10) . . ?
C4A C5A H24 112.5 . . ?
C5 C6A C3A 118(3) . . ?
C5 C6A C7A 125(3) . . ?
C3A C6A C7A 115(2) . . ?
C10A C9A C4A 122.3(15) . . ?
C10A C9A C12A 98.5(18) . . ?
C12A C9A C4A 138.4(17) . . ?
O1A C1A O2A 114(2) . . ?
O1A C1A C2A 118(2) . . ?
C2A C1A O2A 122(2) . . ?
C8 C7A C6A 100(2) . . ?
C8 C7A H27 130.0 . . ?
C6A C7A H27 130.0 . . ?
C3A C4A H23 110.6 . . ?
C5A C4A C3A 88.0(11) . . ?
C5A C4A H23 110.6 . . ?
C9A C4A C3A 117.6(13) . . ?
C9A C4A C5A 117.6(13) . . ?
C9A C4A H23 110.6 . . ?
C17 C11A H31 117.9 . . ?
C17 C11A C10A 124.2(14) . . ?
C10A C11A H31 117.9 . . ?
C7 C8A C5 102.7(19) . . ?
C7 C8A H8 128.7 . . ?
C5 C8A H8 128.7 . . ?
C9A C10A C11A 124.0(18) . . ?
C9A C10A H30 118.0 . . ?
C11A C10A H30 118.0 . . ?
C18 C19 H32 123.1 . . ?
C18 C19 C14 113.8(13) . . ?
C14 C19 H32 123.1 . . ?
C1 O1 H 119(3) . . ?
C1 C2 H25 117.4 . . ?
C3 C2 H25 117.4 . . ?
C3 C2 C1 125.1(6) . . ?
C3 C4 C5 122.7(10) . . ?
C9 C4 C5 107.9(13) . . ?
C9 C4 C3 129.2(13) . . ?
C19 C14 C13 117.1(11) . . ?
C15 C14 C19 120.4(11) . . ?
C15 C14 C13 122.5(8) . . ?
O1 C1 C2 114.9(9) . . ?
O2 C1 O1 126.4(10) . . ?
O2 C1 C2 118.1(10) . . ?
C11 C12 H12 117.1 . . ?
C13 C12 C11 125.8(5) . . ?
C13 C12 H12 117.1 . . ?
C17 C16 H16 120.6 . . ?
C15 C16 C17 118.9(8) . . ?
C15 C16 H16 120.6 . . ?
C14 C13 H13 116.1 . . ?
C12 C13 C14 127.8(6) . . ?
C12 C13 H13 116.1 . . ?
C7 C6 H28 116.1 . . ?
C5 C6 C7 127.8(12) . . ?
C5 C6 H28 116.1 . . ?
C14 C15 H15 118.4 . . ?
C16 C15 C14 123.2(8) . . ?
C16 C15 H15 118.4 . . ?
C2 C3 C4 127.6(7) . . ?
C2 C3 H3 116.2 . . ?
C4 C3 H3 116.2 . . ?
C18 C12A C9A 143(2) . . ?
C18 C12A H19 108.5 . . ?
C9A C12A H19 108.5 . . ?
C8 C9 C4 132.9(15) . . ?
C8 C9 H5 113.5 . . ?
C4 C9 H5 113.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C11 C5A C2A 74.4(11) . . . . ?
O3 C11 C5A C4A 174.9(10) . . . . ?
O3 C11 C12 C13 -172.3(6) . . . . ?
O4 C11 C5A C2A -75.9(15) . . . . ?
O4 C11 C5A C4A 24.5(17) . . . . ?
O4 C11 C12 C13 0.8(9) . . . . ?
C7 C8 C7A C6A -11(2) . . . . ?
C7 C8 C9 C4 7(3) . . . . ?
C5 C6A C7A C8 34(4) . . . . ?
C5 C4 C3 C2 -176.4(8) . . . . ?
C5 C4 C9 C8 -9(3) . . . . ?
C8 C7 C10 F1 -43.6(13) . . . . ?
C8 C7 C10 F3A 157.1(18) . . . . ?
C8 C7 C10 F2A 45.6(12) . . . . ?
C8 C7 C10 F1A -77(3) . . . . ?
C8 C7 C10 F2 -154.0(19) . . . . ?
C8 C7 C10 F3 77(3) . . . . ?
C8 C7 C8A C5 7(4) . . . . ?
C8 C7 C6 C5 -4(2) . . . . ?
C20 C17 C18 C19 -178.4(11) . . . . ?
C20 C17 C18 C12A -171.5(15) . . . . ?
C20 C17 C11A C10A 174.4(13) . . . . ?
C20 C17 C16 C15 175.8(9) . . . . ?
C11 C5A C4A C3A -125.3(11) . . . . ?
C11 C5A C4A C9A 114.4(14) . . . . ?
C11 C12 C13 C14 176.7(6) . . . . ?
C10 C7 C8 C7A 176.8(14) . . . . ?
C10 C7 C8 C9 176.5(12) . . . . ?
C10 C7 C8A C5 -175.0(15) . . . . ?
C10 C7 C6 C5 -179.6(13) . . . . ?
C17 C18 C19 C14 -2.4(18) . . . . ?
C17 C18 C12A C9A 10(4) . . . . ?
C17 C11A C10A C9A -16(3) . . . . ?
C17 C16 C15 C14 8.0(17) . . . . ?
C18 C17 C11A C10A 12.5(18) . . . . ?
C18 C17 C16 C15 -7.8(13) . . . . ?
C18 C19 C14 C13 -178.0(9) . . . . ?
C18 C19 C14 C15 2.3(19) . . . . ?
F5 C20 C17 C18 -152.9(15) . . . . ?
F5 C20 C17 C16 23.5(18) . . . . ?
F5A C20 C17 C18 16.1(16) . . . . ?
F5A C20 C17 C11A -144.3(16) . . . . ?
F6A C20 C17 C18 151(2) . . . . ?
F6A C20 C17 C11A -10(3) . . . . ?
C3A C2A C5A C11 109.7(12) . . . . ?
C3A C2A C5A C4A 2.4(10) . . . . ?
C3A C2A C1A O2A 176(2) . . . . ?
C3A C2A C1A O1A -33(3) . . . . ?
C3A C6A C7A C8 -163(2) . . . . ?
C2A C3A C6A C5 164(2) . . . . ?
C2A C3A C6A C7A -1(3) . . . . ?
C2A C3A C4A C5A 2.4(10) . . . . ?
C2A C3A C4A C9A 122.8(12) . . . . ?
C2A C5A C4A C3A -2.3(9) . . . . ?
C2A C5A C4A C9A -122.6(14) . . . . ?
C5A C2A C1A O2A -78(3) . . . . ?
C5A C2A C1A O1A 73(3) . . . . ?
C6A C5 C8A C7 16(4) . . . . ?
C6A C3A C2A C5A 115(2) . . . . ?
C6A C3A C2A C1A -121(2) . . . . ?
C6A C3A C4A C5A -122.0(18) . . . . ?
C6A C3A C4A C9A -2(2) . . . . ?
C1A C2A C5A C11 -11(2) . . . . ?
C1A C2A C5A C4A -118.2(16) . . . . ?
C4A C3A C2A C5A -2.3(10) . . . . ?
C4A C3A C2A C1A 121.8(19) . . . . ?
C4A C3A C6A C5 -89(3) . . . . ?
C4A C3A C6A C7A 106(2) . . . . ?
C4A C9A C10A C11A -159.7(17) . . . . ?
C4A C9A C12A C18 158(3) . . . . ?
C11A C17 C18 C12A -8.2(18) . . . . ?
C8A C7 C8 C7A -5(3) . . . . ?
C8A C7 C10 F3A -21(3) . . . . ?
C8A C7 C10 F2A -133(2) . . . . ?
C8A C7 C10 F1A 105(3) . . . . ?
C8A C5 C6A C3A 158(3) . . . . ?
C8A C5 C6A C7A -38(4) . . . . ?
C10A C9A C4A C3A 99(2) . . . . ?
C10A C9A C4A C5A -157.9(16) . . . . ?
C10A C9A C12A C18 -10(4) . . . . ?
C19 C14 C13 C12 5.1(14) . . . . ?
C19 C14 C15 C16 -5.4(18) . . . . ?
F4 C20 C17 C18 -52(2) . . . . ?
F4 C20 C17 C16 125(2) . . . . ?
F6 C20 C17 C18 92(2) . . . . ?
F6 C20 C17 C16 -92(2) . . . . ?
F4A C20 C17 C18 -99.7(19) . . . . ?
F4A C20 C17 C11A 100(2) . . . . ?
C4 C5 C6 C7 1(2) . . . . ?
C1 C2 C3 C4 175.2(10) . . . . ?
C16 C17 C18 C19 5.3(13) . . . . ?
C13 C14 C15 C16 175.0(10) . . . . ?
C6 C7 C8 C9 0.9(16) . . . . ?
C6 C7 C10 F1 131.3(15) . . . . ?
C6 C7 C10 F2 21(2) . . . . ?
C6 C7 C10 F3 -108(3) . . . . ?
C6 C5 C4 C3 179.9(14) . . . . ?
C6 C5 C4 C9 4.7(19) . . . . ?
C15 C14 C13 C12 -175.3(9) . . . . ?
C3 C2 C1 O1 1.9(14) . . . . ?
C3 C2 C1 O2 174.1(12) . . . . ?
C3 C4 C9 C8 175.9(17) . . . . ?
C12A C9A C4A C3A -68(3) . . . . ?
C12A C9A C4A C5A 35(3) . . . . ?
C12A C9A C10A C11A 12(3) . . . . ?
C9 C4 C3 C2 -2(2) . . . . ?

_olex2_exptl_crystal_mounting_method 
'glued with GE-varnish to 100 microm diam teflon thread in 18 mm steel pin on magnetic base.'
_olex2_submission_original_sample_id 
'trans-4-trifluoromethyl cinnamic acid and its photoproduct beta-truxinic acid'
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Light-sensitive
####################################################################### 
# 
# 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_trans4beforeillumination
_database_code_depnum_ccdc_archive 'CCDC 2331642'
loop_
_audit_author_name
_audit_author_address
'Bayasgalan Ulambayar'
;Institute of Chemistry and Chemical Technology, Mongolian Academy of Sciences, Ulaanbaatar
Mongolia
;
_audit_update_record             
;
2024-02-07 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
_audit_creation_date             2024-02-06
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
loop_
_audit_author_email
t.schrader@fz-juelich.de
ubayasgalan9@gmail.com
_chemical_name_common            'trans-4-(trifluoromethyl) cinnamic acid'
_chemical_name_systematic        'trans-4-(trifluoromethyl) cinnamic acid'
_chemical_formula_moiety         'C10 H7 F3 O2'
_chemical_formula_sum            'C10 H7 F3 O2'
_chemical_formula_weight         216.16
_chemical_melting_point          ?
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8672(5)
_cell_length_b                   7.9953(6)
_cell_length_c                   14.9972(11)
_cell_angle_alpha                91.368(6)
_cell_angle_beta                 93.753(5)
_cell_angle_gamma                94.796(5)
_cell_volume                     937.61(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      36.9630
_cell_measurement_theta_min      2.5450
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.918
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.192
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rectangular block'
_exptl_crystal_F_000             440
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
11 -3 0 0.6109
-1 2 28 0.1341
0 7 -8 0.1160
1 -1 -16 0.2990
-9 3 -1 0.3226
0 -7 7 0.1786

_exptl_crystal_preparation       'room temperature'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.59
_exptl_crystal_size_min          0.31
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30088
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00  41.00   0.50    1.31    --    4.22  77.00 -65.10   50
  2  ω     11.00  37.00   0.50    1.31    --    4.22  70.00 -12.68   52
  3  ω      9.00  43.00   0.50    1.31    --    4.22  73.00  54.93   68
  4  ω      8.00  43.00   0.50    1.31    --    4.22  72.00  91.91   70
  5  ω      7.00  42.00   0.50    1.31    --    4.22  75.00 176.48   70
  6  ω     18.00  47.00   0.50    1.31    --    4.22  54.00 148.30   58
  7  ω     15.00  50.00   0.50    1.31    --    4.22  51.00 136.33   70
  8  ω     17.00  44.00   0.50    1.31    --    4.22  61.00  16.04   54
  9  ω     18.00  47.00   0.50    1.31    --    4.22  49.00 -24.10   58
 10  ω     22.00  47.00   0.50    1.31    --    4.22  60.00 -87.05   50
 11  ω     17.00  43.00   0.50    1.31    --    4.22  43.00-113.93   52
 12  ω     14.00  42.00   0.50    1.31    --    4.22  49.00-140.62   56
 13  ω     17.00  42.00   0.50    1.31    --    4.22  55.00-103.10   50
 14  ω     16.00  43.00   0.50    1.31    --    4.22  42.00  57.91   54
 15  ω    -43.00   5.00   0.50    1.31    --    4.22 -19.00  30.00   96
 16  ω    -44.00   0.00   0.50    1.31    --    4.22 -19.00 120.00   88
 17  ω    -22.00   4.00   0.50    1.31    --    4.22 -19.00 -30.00   52
 18  ω    -36.00   4.00   0.50    1.31    --    4.22 -19.00 -90.00   80
 19  ω    -26.00   0.00   0.50    1.31    --    4.22 -19.00-120.00   52
 20  ω    -40.00 -15.00   0.50    1.31    --    4.22 -19.00-180.00   50
 21  ω    -18.00  10.00   0.50    1.31    --   -4.06-101.00-146.45   56
 22  ω     -8.00  19.00   0.50    1.31    --   -4.06  90.00-163.31   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          
'Disorder of CF3 modelled by spliting into two subsets with anisotropic F-atoms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3559
_reflns_number_total             5732
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5732
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0831P)²+0.0481P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1710
_refine_special_details          
'Hydrogen-oxygen atom distances fixed to 0.85 Angsroem'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 H3-O3
 0.9 with sigma of 0.02
 H2-O2
 0.85 with sigma of 0.02
3. Others
 Sof(F3B)=Sof(F2B)=Sof(F1B)=1-FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(1)
 Sof(F5B)=Sof(F4B)=Sof(F6B)=1-FVAR(2)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C2(H2A), C3(H3A), C12(H12), C15(H15), C9(H9), C19(H19), C16(H16),
 C8(H8), C5(H5), C18(H18), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_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
C13 C 0.33395(16) 0.65686(17) 0.42915(9) 0.0576(3) Uani 1 1 d . . . . .
H13 H 0.223553 0.612160 0.411605 0.069 Uiso 1 1 calc R U . . .
O1 O -0.20235(13) 0.86788(15) 0.59656(7) 0.0743(3) Uani 1 1 d . . . . .
O2 O -0.02863(13) 1.02872(15) 0.69145(7) 0.0731(3) Uani 1 1 d D . . . .
C2 C -0.32324(17) 1.00497(18) 0.71343(9) 0.0602(3) Uani 1 1 d . . . . .
H2A H -0.432693 0.965617 0.691058 0.072 Uiso 1 1 calc R U . . .
O4 O 0.23069(13) 0.92226(15) 0.60738(7) 0.0740(3) Uani 1 1 d . . . . .
O3 O 0.05540(13) 0.76116(17) 0.51372(7) 0.0796(3) Uani 1 1 d D . . . .
C14 C 0.47239(15) 0.59950(16) 0.37799(8) 0.0535(3) Uani 1 1 d . . . . .
C3 C -0.30538(17) 1.09497(18) 0.78864(9) 0.0593(3) Uani 1 1 d . . . . .
H3A H -0.194929 1.138090 0.807170 0.071 Uiso 1 1 calc R U . . .
C12 C 0.35062(17) 0.76516(18) 0.49730(9) 0.0598(3) Uani 1 1 d . . . . .
H12 H 0.460058 0.808824 0.517412 0.072 Uiso 1 1 calc R U . . .
C15 C 0.64211(18) 0.65855(19) 0.39699(10) 0.0660(4) Uani 1 1 d . . . . .
H15 H 0.670841 0.735692 0.444060 0.079 Uiso 1 1 calc R U . . .
C17 C 0.72826(16) 0.49027(17) 0.27731(9) 0.0566(3) Uani 1 1 d . . . . .
C9 C -0.61183(18) 1.0844(2) 0.82553(10) 0.0684(4) Uani 1 1 d . . . . .
H9 H -0.644402 1.024657 0.772331 0.082 Uiso 1 1 calc R U . . .
C19 C 0.43451(17) 0.4840(2) 0.30823(10) 0.0692(4) Uani 1 1 d . . . . .
H19 H 0.321595 0.442431 0.294630 0.083 Uiso 1 1 calc R U . . .
C1 C -0.17668(16) 0.96440(17) 0.66351(9) 0.0571(3) Uani 1 1 d . . . . .
C4 C -0.44092(16) 1.13451(17) 0.84630(8) 0.0565(3) Uani 1 1 d . . . . .
C11 C 0.20478(17) 0.82036(18) 0.54310(8) 0.0584(3) Uani 1 1 d . . . . .
C16 C 0.76849(17) 0.60415(19) 0.34686(10) 0.0677(4) Uani 1 1 d . . . . .
H16 H 0.881722 0.644879 0.360269 0.081 Uiso 1 1 calc R U . . .
C7 C -0.68854(17) 1.21042(18) 0.96129(9) 0.0616(3) Uani 1 1 d . . . . .
C8 C -0.73443(18) 1.1219(2) 0.88275(10) 0.0712(4) Uani 1 1 d . . . . .
H8 H -0.848770 1.087025 0.868006 0.085 Uiso 1 1 calc R U . . .
C5 C -0.39753(19) 1.2235(2) 0.92558(11) 0.0818(5) Uani 1 1 d . . . . .
H5 H -0.283456 1.258586 0.940901 0.098 Uiso 1 1 calc R U . . .
C18 C 0.56168(18) 0.4290(2) 0.25812(11) 0.0706(4) Uani 1 1 d . . . . .
H18 H 0.534107 0.350542 0.211531 0.085 Uiso 1 1 calc R U . . .
C20 C 0.86773(19) 0.4334(2) 0.22319(11) 0.0690(4) Uani 1 1 d . . . . .
C10 C -0.8221(2) 1.2520(2) 1.02340(11) 0.0745(4) Uani 1 1 d . . . . .
C6 C -0.5205(2) 1.2612(3) 0.98246(11) 0.0845(5) Uani 1 1 d . . . . .
H6 H -0.488858 1.321536 1.035560 0.101 Uiso 1 1 calc R U . . .
F4A F 0.8212(6) 0.3115(12) 0.1673(7) 0.136(3) Uani 0.530(12) 1 d . . P A 1
F1A F -0.9731(3) 1.2515(9) 0.9827(2) 0.1115(15) Uani 0.599(8) 1 d . . P B 1
F5A F 0.9527(10) 0.5519(6) 0.1878(5) 0.136(2) Uani 0.530(12) 1 d . . P A 1
F2A F -0.7913(7) 1.4012(7) 1.0597(6) 0.156(3) Uani 0.599(8) 1 d . . P B 1
F6A F 0.9890(5) 0.3702(9) 0.2782(4) 0.1000(13) Uani 0.530(12) 1 d . . P A 1
F3A F -0.8412(9) 1.1484(9) 1.0843(4) 0.147(3) Uani 0.599(8) 1 d . . P B 1
F3B F -0.9279(14) 1.1283(11) 1.0378(9) 0.186(6) Uani 0.401(8) 1 d . . P B 2
F2B F -0.7563(5) 1.2841(15) 1.1076(2) 0.118(3) Uani 0.401(8) 1 d . . P B 2
F1B F -0.8972(17) 1.3756(15) 1.0039(5) 0.165(5) Uani 0.401(8) 1 d . . P B 2
F5B F 0.9911(7) 0.5476(8) 0.2137(6) 0.133(3) Uani 0.470(12) 1 d . . P A 2
F4B F 0.8101(7) 0.4014(14) 0.1376(3) 0.1127(19) Uani 0.470(12) 1 d . . P A 2
F6B F 0.9293(16) 0.2999(12) 0.2488(7) 0.134(3) Uani 0.470(12) 1 d . . P A 2
H2 H 0.058(3) 0.986(3) 0.6669(18) 0.157(10) Uiso 1 1 d D . . . .
H3 H -0.034(3) 0.798(3) 0.5450(17) 0.144(9) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C13 H13 0.9300 . ?
C13 C14 1.4701(17) . ?
C13 C12 1.3163(19) . ?
O1 C1 1.2469(16) . ?
O2 C1 1.2737(16) . ?
O2 H2 0.886(17) . ?
C2 H2A 0.9300 . ?
C2 C3 1.3166(19) . ?
C2 C1 1.4693(18) . ?
O4 C11 1.2425(16) . ?
O3 C11 1.2761(16) . ?
O3 H3 0.934(17) . ?
C14 C15 1.3875(18) . ?
C14 C19 1.3796(18) . ?
C3 H3A 0.9300 . ?
C3 C4 1.4658(18) . ?
C12 H12 0.9300 . ?
C12 C11 1.4684(18) . ?
C15 H15 0.9300 . ?
C15 C16 1.3774(19) . ?
C17 C16 1.3714(19) . ?
C17 C18 1.3701(19) . ?
C17 C20 1.5006(19) . ?
C9 H9 0.9300 . ?
C9 C4 1.3837(19) . ?
C9 C8 1.379(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.384(2) . ?
C4 C5 1.3791(19) . ?
C16 H16 0.9300 . ?
C7 C8 1.3713(19) . ?
C7 C10 1.5011(19) . ?
C7 C6 1.364(2) . ?
C8 H8 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.378(2) . ?
C18 H18 0.9300 . ?
C20 F4A 1.284(4) . ?
C20 F5A 1.261(4) . ?
C20 F6A 1.358(4) . ?
C20 F5B 1.293(4) . ?
C20 F4B 1.344(5) . ?
C20 F6B 1.266(5) . ?
C10 F1A 1.300(3) . ?
C10 F2A 1.297(3) . ?
C10 F3A 1.256(4) . ?
C10 F3B 1.270(5) . ?
C10 F2B 1.343(4) . ?
C10 F1B 1.225(4) . ?
C6 H6 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
C14 C13 H13 116.7 . . ?
C12 C13 H13 116.7 . . ?
C12 C13 C14 126.51(12) . . ?
C1 O2 H2 115.8(18) . . ?
C3 C2 H2A 118.8 . . ?
C3 C2 C1 122.45(12) . . ?
C1 C2 H2A 118.8 . . ?
C11 O3 H3 115.2(16) . . ?
C15 C14 C13 122.17(12) . . ?
C19 C14 C13 119.72(11) . . ?
C19 C14 C15 118.11(12) . . ?
C2 C3 H3A 116.5 . . ?
C2 C3 C4 126.98(12) . . ?
C4 C3 H3A 116.5 . . ?
C13 C12 H12 118.4 . . ?
C13 C12 C11 123.18(12) . . ?
C11 C12 H12 118.4 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.71(12) . . ?
C16 C15 H15 119.6 . . ?
C16 C17 C20 119.53(12) . . ?
C18 C17 C16 119.83(12) . . ?
C18 C17 C20 120.64(12) . . ?
C4 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C4 120.81(12) . . ?
C14 C19 H19 119.4 . . ?
C14 C19 C18 121.13(12) . . ?
C18 C19 H19 119.4 . . ?
O1 C1 O2 123.08(12) . . ?
O1 C1 C2 118.79(12) . . ?
O2 C1 C2 118.13(12) . . ?
C9 C4 C3 122.93(12) . . ?
C5 C4 C3 119.11(12) . . ?
C5 C4 C9 117.96(12) . . ?
O4 C11 O3 122.94(12) . . ?
O4 C11 C12 119.49(12) . . ?
O3 C11 C12 117.56(12) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.36(12) . . ?
C17 C16 H16 119.8 . . ?
C8 C7 C10 120.31(13) . . ?
C6 C7 C8 119.51(13) . . ?
C6 C7 C10 120.18(13) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.30(13) . . ?
C7 C8 H8 119.8 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.05(13) . . ?
C6 C5 H5 119.5 . . ?
C17 C18 C19 119.85(13) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
F4A C20 C17 114.9(2) . . ?
F4A C20 F6A 103.5(3) . . ?
F5A C20 C17 113.6(3) . . ?
F5A C20 F4A 112.1(4) . . ?
F5A C20 F6A 101.9(4) . . ?
F6A C20 C17 109.5(2) . . ?
F5B C20 C17 114.2(3) . . ?
F5B C20 F4B 101.0(4) . . ?
F4B C20 C17 110.8(3) . . ?
F6B C20 C17 115.0(3) . . ?
F6B C20 F5B 109.3(5) . . ?
F6B C20 F4B 105.3(4) . . ?
F1A C10 C7 112.49(17) . . ?
F2A C10 C7 112.3(2) . . ?
F2A C10 F1A 105.0(3) . . ?
F3A C10 C7 113.4(2) . . ?
F3A C10 F1A 104.4(3) . . ?
F3A C10 F2A 108.6(3) . . ?
F3B C10 C7 113.8(3) . . ?
F3B C10 F2B 98.8(5) . . ?
F2B C10 C7 112.3(2) . . ?
F1B C10 C7 115.0(3) . . ?
F1B C10 F3B 110.6(6) . . ?
F1B C10 F2B 104.8(4) . . ?
C7 C6 C5 120.37(13) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O4 0.886(17) 1.775(18) 2.6556(14) 173(3) . yes
O3 H3 O1 0.934(17) 1.704(17) 2.6366(14) 177(3) . yes

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
C13 C14 C15 C16 -179.00(14) . . . . ?
C13 C14 C19 C18 179.25(14) . . . . ?
C13 C12 C11 O4 179.54(14) . . . . ?
C13 C12 C11 O3 -1.1(2) . . . . ?
C2 C3 C4 C9 -2.5(2) . . . . ?
C2 C3 C4 C5 176.51(16) . . . . ?
C14 C13 C12 C11 177.88(13) . . . . ?
C14 C15 C16 C17 -0.1(2) . . . . ?
C14 C19 C18 C17 -0.4(3) . . . . ?
C3 C2 C1 O1 174.53(14) . . . . ?
C3 C2 C1 O2 -4.8(2) . . . . ?
C3 C4 C5 C6 -179.01(17) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C12 C13 C14 C19 179.61(14) . . . . ?
C15 C14 C19 C18 -0.3(2) . . . . ?
C9 C4 C5 C6 0.1(3) . . . . ?
C19 C14 C15 C16 0.6(2) . . . . ?
C1 C2 C3 C4 -176.17(13) . . . . ?
C4 C9 C8 C7 0.2(3) . . . . ?
C4 C5 C6 C7 0.2(3) . . . . ?
C16 C17 C18 C19 0.9(2) . . . . ?
C16 C17 C20 F4A 171.5(7) . . . . ?
C16 C17 C20 F5A -57.6(5) . . . . ?
C16 C17 C20 F6A 55.6(4) . . . . ?
C16 C17 C20 F5B -33.9(5) . . . . ?
C16 C17 C20 F4B -147.1(5) . . . . ?
C16 C17 C20 F6B 93.7(8) . . . . ?
C8 C9 C4 C3 178.77(15) . . . . ?
C8 C9 C4 C5 -0.3(3) . . . . ?
C8 C7 C10 F1A -23.0(4) . . . . ?
C8 C7 C10 F2A -141.2(6) . . . . ?
C8 C7 C10 F3A 95.2(5) . . . . ?
C8 C7 C10 F3B 47.0(9) . . . . ?
C8 C7 C10 F2B 158.2(6) . . . . ?
C8 C7 C10 F1B -82.1(10) . . . . ?
C8 C7 C6 C5 -0.2(3) . . . . ?
C18 C17 C16 C15 -0.7(2) . . . . ?
C18 C17 C20 F4A -8.2(7) . . . . ?
C18 C17 C20 F5A 122.7(5) . . . . ?
C18 C17 C20 F6A -124.1(4) . . . . ?
C18 C17 C20 F5B 146.4(5) . . . . ?
C18 C17 C20 F4B 33.2(5) . . . . ?
C18 C17 C20 F6B -86.0(8) . . . . ?
C20 C17 C16 C15 179.65(15) . . . . ?
C20 C17 C18 C19 -179.42(15) . . . . ?
C10 C7 C8 C9 179.72(16) . . . . ?
C10 C7 C6 C5 -179.93(18) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C6 C7 C10 F1A 156.7(4) . . . . ?
C6 C7 C10 F2A 38.5(6) . . . . ?
C6 C7 C10 F3A -85.1(5) . . . . ?
C6 C7 C10 F3B -133.3(9) . . . . ?
C6 C7 C10 F2B -22.1(6) . . . . ?
C6 C7 C10 F1B 97.7(10) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Glued with GE varnish to 100 \"i>5m diam. Teflon fishing rod in 18 mm pin on magnetic base as for protein cryo-crystallography'
_olex2_submission_original_sample_id 'trans-3-(trifluoromethyl)cinnamic acid'
_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
;
_chemical_properties_physical    Light-sensitive
