 
data_xr97
 
_audit_creation_method            'SHELXL-2016/4'
_shelx_SHELXL_version_number      '2016/4'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C10 H13 F3 O2'
_chemical_formula_sum             'C10 H13 F3 O2' 
_chemical_formula_weight          222.20

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'F'  'F'   0.0171   0.0103
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_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'
 '-x, -y, -z'
 
_cell_length_a                    5.9984(18)
_cell_length_b                    12.944(6)
_cell_length_c                    13.935(6)
_cell_angle_alpha                 66.928(8)
_cell_angle_beta                  80.968(10)
_cell_angle_gamma                 83.515(9)
_cell_volume                      981.5(7)
_cell_formula_units_Z             4
_cell_measurement_temperature     173(2)
_cell_measurement_reflns_used     331
_cell_measurement_theta_min       3.18
_cell_measurement_theta_max       21.51
_exptl_crystal_description        'block'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_diffrn     1.504          
_exptl_crystal_F_000              464
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.500
_exptl_crystal_size_mid           0.290
_exptl_crystal_size_min           0.200
_exptl_absorpt_coefficient_mu     0.140
_shelx_estimated_absorpt_T_min    0.933
_shelx_estimated_absorpt_T_max    0.973
_exptl_absorpt_correction_type    numerical
_exptl_absorpt_correction_T_min   0.68
_exptl_absorpt_correction_T_max   0.97
_exptl_absorpt_process_details    SADABS
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       173(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'sealed tube'
_diffrn_radiation_monochromator   'graphite'
_diffrn_measurement_device_type   'CCD area detector'
_diffrn_measurement_method        'omega scan'
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             10748
_diffrn_reflns_av_unetI/netI      0.0834
_diffrn_reflns_av_R_equivalents   0.0555
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          1.713
_diffrn_reflns_theta_max          25.998
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.999
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.999
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.999
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              3861
_reflns_number_gt                 2002
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection      'Bruker SMART'
_computing_cell_refinement      'Bruker SMART'
_computing_data_reduction       'Bruker SAINT'
_computing_structure_solution   'Bruker SHELXTL'
_computing_structure_refinement 'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics   'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_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)+(0.0586P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3861
_refine_ls_number_parameters      279
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1308
_refine_ls_R_factor_gt            0.0596
_refine_ls_wR_factor_ref          0.1500
_refine_ls_wR_factor_gt           0.1217
_refine_ls_goodness_of_fit_ref    0.990
_refine_ls_restrained_S_all       0.990
_refine_ls_shift/su_max           0.008
_refine_ls_shift/su_mean          0.001
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
F1A F 0.4056(3) -0.17185(14) 0.36281(14) 0.0439(5) Uani 1 1 d . . . . .
F2A F 0.3523(3) -0.10655(15) 0.48531(13) 0.0465(5) Uani 1 1 d . . . . .
F3A F 0.0743(3) -0.11153(15) 0.40738(13) 0.0413(5) Uani 1 1 d . . . . .
F1B F 0.6420(3) 0.41209(16) 0.47190(14) 0.0525(6) Uani 1 1 d . . . . .
F2B F 0.9780(3) 0.35709(15) 0.42723(14) 0.0472(5) Uani 1 1 d . . . . .
F3B F 0.7054(3) 0.34791(15) 0.34900(15) 0.0513(6) Uani 1 1 d . . . . .
O1A O 0.6233(4) 0.3941(2) 0.1041(2) 0.0572(8) Uani 1 1 d . . . . .
H1A H 0.645(7) 0.477(4) 0.054(4) 0.129(18) Uiso 1 1 d . . . . .
O2A O 0.3320(4) 0.39343(18) 0.02788(19) 0.0580(8) Uani 1 1 d . . . . .
O1B O 1.1246(4) 0.86935(19) 0.0367(2) 0.0533(7) Uani 1 1 d . . . . .
H1B H 1.176(7) 0.968(5) -0.027(4) 0.16(2) Uiso 1 1 d . . . . .
O2B O 0.7886(4) 0.92539(19) 0.09212(19) 0.0483(7) Uani 1 1 d . . . . .
C1A C 0.4612(5) 0.3442(2) 0.0948(2) 0.0261(7) Uani 1 1 d . . . . .
C2A C 0.4231(5) 0.2264(2) 0.1723(2) 0.0230(7) Uani 1 1 d . . . . .
C3A C 0.3251(5) 0.1580(2) 0.1225(2) 0.0277(7) Uani 1 1 d . . . . .
H3A1 H 0.436906 0.149168 0.065543 0.033 Uiso 1 1 calc R U . . .
H3A2 H 0.187729 0.198631 0.091338 0.033 Uiso 1 1 calc R U . . .
C4A C 0.2650(5) 0.0411(2) 0.2055(2) 0.0261(7) Uani 1 1 d . . . . .
H4A1 H 0.099714 0.033825 0.214622 0.031 Uiso 1 1 calc R U . . .
H4A2 H 0.340936 -0.018099 0.181479 0.031 Uiso 1 1 calc R U . . .
C5A C 0.3410(4) 0.0258(2) 0.3103(2) 0.0222(7) Uani 1 1 d . . . . .
C6A C 0.2143(5) 0.1147(2) 0.3491(2) 0.0284(7) Uani 1 1 d . . . . .
H6A1 H 0.269821 0.108411 0.414551 0.034 Uiso 1 1 calc R U . . .
H6A2 H 0.050777 0.101560 0.364962 0.034 Uiso 1 1 calc R U . . .
C7A C 0.2514(5) 0.2330(2) 0.2647(2) 0.0298(8) Uani 1 1 d . . . . .
H7A1 H 0.308196 0.280433 0.295688 0.036 Uiso 1 1 calc R U . . .
H7A2 H 0.105812 0.268230 0.238815 0.036 Uiso 1 1 calc R U . . .
C8A C 0.6406(5) 0.1649(2) 0.2165(2) 0.0301(8) Uani 1 1 d . . . . .
H8A1 H 0.698759 0.205451 0.253832 0.036 Uiso 1 1 calc R U . . .
H8A2 H 0.757052 0.163711 0.158104 0.036 Uiso 1 1 calc R U . . .
C9A C 0.5951(4) 0.0440(2) 0.2926(2) 0.0288(7) Uani 1 1 d . . . . .
H9A1 H 0.648969 0.029620 0.360548 0.035 Uiso 1 1 calc R U . . .
H9A2 H 0.678976 -0.009567 0.263223 0.035 Uiso 1 1 calc R U . . .
C10A C 0.2947(5) -0.0903(3) 0.3905(2) 0.0282(7) Uani 1 1 d . . . . .
C1B C 0.9419(5) 0.8486(2) 0.0938(2) 0.0241(7) Uani 1 1 d . . . . .
C2B C 0.8987(4) 0.7308(2) 0.1705(2) 0.0215(7) Uani 1 1 d . . . . .
C3B C 1.0428(5) 0.6436(2) 0.1343(2) 0.0265(7) Uani 1 1 d . . . . .
H3B2 H 1.003620 0.650418 0.065550 0.032 Uiso 1 1 calc R U . . .
H3B1 H 1.204961 0.657707 0.125578 0.032 Uiso 1 1 calc R U . . .
C4B C 0.9998(5) 0.5246(2) 0.2159(2) 0.0283(7) Uani 1 1 d . . . . .
H4B2 H 0.940707 0.480077 0.182565 0.034 Uiso 1 1 calc R U . . .
H4B1 H 1.143820 0.486802 0.241791 0.034 Uiso 1 1 calc R U . . .
C5B C 0.8291(5) 0.5294(2) 0.3085(2) 0.0244(7) Uani 1 1 d . . . . .
C6B C 0.9222(5) 0.5993(2) 0.3588(2) 0.0326(8) Uani 1 1 d . . . . .
H6B2 H 1.065783 0.562703 0.386072 0.039 Uiso 1 1 calc R U . . .
H6B1 H 0.812982 0.603226 0.418551 0.039 Uiso 1 1 calc R U . . .
C7B C 0.9636(5) 0.7188(2) 0.2774(2) 0.0288(7) Uani 1 1 d . . . . .
H7B2 H 1.124977 0.733891 0.269433 0.035 Uiso 1 1 calc R U . . .
H7B1 H 0.871995 0.774376 0.301791 0.035 Uiso 1 1 calc R U . . .
C8B C 0.6479(4) 0.7065(2) 0.1855(2) 0.0266(7) Uani 1 1 d . . . . .
H8B2 H 0.553903 0.761936 0.209303 0.032 Uiso 1 1 calc R U . . .
H8B1 H 0.602913 0.713878 0.117587 0.032 Uiso 1 1 calc R U . . .
C9B C 0.6082(5) 0.5880(2) 0.2665(2) 0.0331(8) Uani 1 1 d . . . . .
H9B2 H 0.545948 0.543789 0.233789 0.040 Uiso 1 1 calc R U . . .
H9B1 H 0.496163 0.591881 0.325418 0.040 Uiso 1 1 calc R U . . .
C10B C 0.7889(5) 0.4129(3) 0.3882(2) 0.0316(8) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
F1A C10A 1.337(3) . ?
F2A C10A 1.348(3) . ?
F3A C10A 1.346(3) . ?
F1B C10B 1.344(3) . ?
F2B C10B 1.343(3) . ?
F3B C10B 1.341(3) . ?
O1A C1A 1.275(3) . ?
O2A C1A 1.235(3) . ?
O1B C1B 1.237(3) . ?
O2B C1B 1.271(3) . ?
C1A C2A 1.501(4) . ?
C2A C3A 1.529(4) . ?
C2A C8A 1.532(4) . ?
C2A C7A 1.542(4) . ?
C3A C4A 1.542(4) . ?
C4A C5A 1.531(4) . ?
C5A C10A 1.506(4) . ?
C5A C6A 1.534(4) . ?
C5A C9A 1.535(4) . ?
C6A C7A 1.537(4) . ?
C8A C9A 1.534(4) . ?
C1B C2B 1.503(4) . ?
C2B C8B 1.537(4) . ?
C2B C3B 1.538(4) . ?
C2B C7B 1.543(4) . ?
C3B C4B 1.535(4) . ?
C4B C5B 1.534(4) . ?
C5B C10B 1.501(4) . ?
C5B C9B 1.530(4) . ?
C5B C6B 1.535(4) . ?
C6B C7B 1.537(4) . ?
C8B C9B 1.525(4) . ?
 
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
O2A C1A O1A 121.0(3) . . ?
O2A C1A C2A 121.0(3) . . ?
O1A C1A C2A 117.9(3) . . ?
C1A C2A C3A 111.1(2) . . ?
C1A C2A C8A 112.3(2) . . ?
C3A C2A C8A 109.0(2) . . ?
C1A C2A C7A 108.0(2) . . ?
C3A C2A C7A 108.4(2) . . ?
C8A C2A C7A 108.0(2) . . ?
C2A C3A C4A 110.6(2) . . ?
C5A C4A C3A 109.7(2) . . ?
C10A C5A C4A 110.4(2) . . ?
C10A C5A C6A 110.0(2) . . ?
C4A C5A C6A 109.3(2) . . ?
C10A C5A C9A 110.0(2) . . ?
C4A C5A C9A 108.6(2) . . ?
C6A C5A C9A 108.5(2) . . ?
C5A C6A C7A 110.0(2) . . ?
C6A C7A C2A 110.2(2) . . ?
C2A C8A C9A 110.4(2) . . ?
C8A C9A C5A 110.1(2) . . ?
F1A C10A F3A 105.9(2) . . ?
F1A C10A F2A 106.5(2) . . ?
F3A C10A F2A 105.7(2) . . ?
F1A C10A C5A 113.1(2) . . ?
F3A C10A C5A 112.5(2) . . ?
F2A C10A C5A 112.5(2) . . ?
O1B C1B O2B 121.8(3) . . ?
O1B C1B C2B 120.2(3) . . ?
O2B C1B C2B 118.0(3) . . ?
C1B C2B C8B 111.4(2) . . ?
C1B C2B C3B 111.2(2) . . ?
C8B C2B C3B 109.1(2) . . ?
C1B C2B C7B 107.9(2) . . ?
C8B C2B C7B 108.4(2) . . ?
C3B C2B C7B 108.7(2) . . ?
C4B C3B C2B 109.8(2) . . ?
C5B C4B C3B 110.5(2) . . ?
C10B C5B C9B 110.5(2) . . ?
C10B C5B C4B 110.2(2) . . ?
C9B C5B C4B 108.5(2) . . ?
C10B C5B C6B 110.0(2) . . ?
C9B C5B C6B 108.6(2) . . ?
C4B C5B C6B 108.9(2) . . ?
C5B C6B C7B 110.2(2) . . ?
C6B C7B C2B 110.0(2) . . ?
C9B C8B C2B 110.1(2) . . ?
C8B C9B C5B 110.7(2) . . ?
F3B C10B F2B 105.7(2) . . ?
F3B C10B F1B 106.1(3) . . ?
F2B C10B F1B 105.7(3) . . ?
F3B C10B C5B 112.8(3) . . ?
F2B C10B C5B 113.0(3) . . ?
F1B C10B C5B 112.8(3) . . ?
 
_refine_diff_density_max    0.356
_refine_diff_density_min   -0.211
_refine_diff_density_rms    0.056



