# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2016sot0008_k_100k
_database_code_depnum_ccdc_archive 'CCDC 1455286'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.	2019-05-08 downloaded from the CCDC.
;
_audit_creation_date             2016-02-24
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H14 F2 O4'
_chemical_formula_sum            'C9 H14 F2 O4'
_chemical_formula_weight         224.20
_chemical_absolute_configuration syn
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.9535(5)
_cell_length_b                   7.9162(3)
_cell_length_c                   11.9942(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.836(4)
_cell_angle_gamma                90
_cell_volume                     1027.67(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6599
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.3980
_cell_measurement_theta_min      2.4950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45479
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by slow evaporation'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9660
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.692
_diffrn_reflns_theta_min         3.095
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00  71.00   1.00   10.00    --  -19.00  18.00  30.00  151
  2  ω    -87.00  15.00   1.00   10.00    --  -19.00 -36.00-150.00  102
  3  ω    -25.00  60.00   1.00   10.00    --  -19.00  72.00-120.00   85
  4  ω      7.00  50.00   1.00   10.00    --  -19.00  18.00  90.00   43
  5  ω      7.00  18.00   1.00   10.00    --  -19.00 -72.00-180.00   11
  6  ω   -109.00 -98.00   1.00   10.00    --  -19.00 -72.00 -90.00   11
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0632475000
_diffrn_orient_matrix_UB_12      0.0066705000
_diffrn_orient_matrix_UB_13      -0.0061093000
_diffrn_orient_matrix_UB_21      0.0118052000
_diffrn_orient_matrix_UB_22      -0.0792361000
_diffrn_orient_matrix_UB_23      0.0269935000
_diffrn_orient_matrix_UB_31      -0.0125544000
_diffrn_orient_matrix_UB_32      -0.0411682000
_diffrn_orient_matrix_UB_33      -0.0530756000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.860
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                4687
_reflns_number_total             5263
_reflns_odcompleteness_completeness 92.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.62
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 1908 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.8(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         5263
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.041
_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)+(0.0475P)²+0.2227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.0943
_refine_special_details          ?
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C102(H102), C103(H103), C107(H107), C108(H108), C109(H109), C202(H202),
 C203(H203), C207(H207), C208(H208), C209(H209)
2.b Secondary CH2 refined with riding coordinates:
 C101(H10A,H10B), C201(H20A,H20B)
2.c Idealised Me refined as rotating group:
 C105(H10C,H10D,H10E), C106(H10F,H10G,H10H), C205(H20C,H20D,H20E), C206(H20F,
 H20G,H20H)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
F101 F -1.09212(14) -0.4246(2) -0.78136(12) 0.0247(3) Uani 1 1 d . . . . .
F102 F -1.07516(13) -0.4064(2) -1.01202(11) 0.0226(3) Uani 1 1 d . . . . .
O101 O -0.61836(16) -0.4071(2) -0.94229(14) 0.0214(4) Uani 1 1 d . . . . .
O102 O -0.82914(16) -0.4738(2) -0.99434(14) 0.0181(4) Uani 1 1 d . . . . .
O103 O -0.76768(16) -0.3249(2) -0.77411(14) 0.0194(4) Uani 1 1 d . . . . .
O104 O -0.92705(18) -0.1745(2) -0.70790(15) 0.0216(4) Uani 1 1 d . . . . .
H104 H -0.873(3) -0.131(4) -0.654(3) 0.031(9) Uiso 1 1 d . . . . .
C101 C -0.6462(3) -0.2378(3) -0.9114(2) 0.0228(5) Uani 1 1 d . . . . .
H10A H -0.6425 -0.1613 -0.9761 0.027 Uiso 1 1 calc R . . . .
H10B H -0.5835 -0.1998 -0.8480 0.027 Uiso 1 1 calc R . . . .
C102 C -0.7730(2) -0.2282(3) -0.8770(2) 0.0182(5) Uani 1 1 d . . . . .
H102 H -0.7952 -0.1081 -0.8638 0.022 Uiso 1 1 calc R . . . .
C103 C -0.8673(2) -0.3065(3) -0.9701(2) 0.0174(5) Uani 1 1 d . . . . .
H103 H -0.8749 -0.2353 -1.0397 0.021 Uiso 1 1 calc R . . . .
C104 C -0.7091(2) -0.4843(3) -1.0270(2) 0.0210(5) Uani 1 1 d . . . . .
C105 C -0.7066(3) -0.4035(4) -1.1422(2) 0.0299(6) Uani 1 1 d . . . . .
H10C H -0.7221 -0.2820 -1.1377 0.045 Uiso 1 1 calc GR . . . .
H10D H -0.7705 -0.4550 -1.1980 0.045 Uiso 1 1 calc GR . . . .
H10E H -0.6254 -0.4218 -1.1649 0.045 Uiso 1 1 calc GR . . . .
C106 C -0.6777(3) -0.6708(4) -1.0250(2) 0.0259(6) Uani 1 1 d . . . . .
H10F H -0.5931 -0.6858 -1.0406 0.039 Uiso 1 1 calc GR . . . .
H10G H -0.7353 -0.7298 -1.0827 0.039 Uiso 1 1 calc GR . . . .
H10H H -0.6844 -0.7175 -0.9505 0.039 Uiso 1 1 calc GR . . . .
C107 C -0.8813(2) -0.3335(3) -0.7318(2) 0.0184(5) Uani 1 1 d . . . . .
H107 H -0.8701 -0.4034 -0.6615 0.022 Uiso 1 1 calc R . . . .
C108 C -0.9783(2) -0.4178(3) -0.82089(19) 0.0181(5) Uani 1 1 d . . . . .
H108 H -0.9508 -0.5355 -0.8345 0.022 Uiso 1 1 calc R . . . .
C109 C -0.9913(2) -0.3203(3) -0.93039(19) 0.0181(5) Uani 1 1 d . . . . .
H109 H -1.0236 -0.2046 -0.9186 0.022 Uiso 1 1 calc R . . . .
F201 F -0.46134(15) -0.8276(2) -0.62285(14) 0.0279(4) Uani 1 1 d . . . . .
F202 F -0.21654(14) -0.78034(19) -0.51935(12) 0.0228(3) Uani 1 1 d . . . . .
O201 O -0.26815(17) -0.1719(2) -0.46061(15) 0.0200(4) Uani 1 1 d . . . . .
O202 O -0.23100(16) -0.4638(2) -0.44183(14) 0.0173(4) Uani 1 1 d . . . . .
O203 O -0.43706(16) -0.3701(2) -0.62229(15) 0.0210(4) Uani 1 1 d . . . . .
O204 O -0.4660(2) -0.5674(3) -0.77097(16) 0.0282(5) Uani 1 1 d . . . . .
H204 H -0.522(3) -0.517(5) -0.814(3) 0.038(10) Uiso 1 1 d . . . . .
C201 C -0.2701(3) -0.1762(3) -0.5807(2) 0.0215(5) Uani 1 1 d . . . . .
H20A H -0.1869 -0.1483 -0.5980 0.026 Uiso 1 1 calc R . . . .
H20B H -0.3286 -0.0899 -0.6169 0.026 Uiso 1 1 calc R . . . .
C202 C -0.3085(2) -0.3489(3) -0.6287(2) 0.0184(5) Uani 1 1 d . . . . .
H202 H -0.2957 -0.3541 -0.7094 0.022 Uiso 1 1 calc R . . . .
C203 C -0.2292(2) -0.4847(3) -0.5609(2) 0.0178(5) Uani 1 1 d . . . . .
H203 H -0.1423 -0.4773 -0.5765 0.021 Uiso 1 1 calc R . . . .
C204 C -0.1937(2) -0.2973(3) -0.3993(2) 0.0189(5) Uani 1 1 d . . . . .
C205 C -0.0559(2) -0.2703(3) -0.4026(2) 0.0237(5) Uani 1 1 d . . . . .
H20C H -0.0085 -0.3630 -0.3627 0.036 Uiso 1 1 calc GR . . . .
H20D H -0.0295 -0.1629 -0.3660 0.036 Uiso 1 1 calc GR . . . .
H20E H -0.0414 -0.2677 -0.4812 0.036 Uiso 1 1 calc GR . . . .
C206 C -0.2253(2) -0.2924(3) -0.2802(2) 0.0201(5) Uani 1 1 d . . . . .
H20F H -0.3093 -0.3353 -0.2808 0.030 Uiso 1 1 calc GR . . . .
H20G H -0.2202 -0.1758 -0.2525 0.030 Uiso 1 1 calc GR . . . .
H20H H -0.1667 -0.3630 -0.2306 0.030 Uiso 1 1 calc GR . . . .
C207 C -0.4852(3) -0.5314(3) -0.6599(2) 0.0227(5) Uani 1 1 d . . . . .
H207 H -0.5756 -0.5359 -0.6556 0.027 Uiso 1 1 calc R . . . .
C208 C -0.4174(2) -0.6690(3) -0.5839(2) 0.0217(5) Uani 1 1 d . . . . .
H208 H -0.4307 -0.6522 -0.5040 0.026 Uiso 1 1 calc R . . . .
C209 C -0.2810(2) -0.6599(3) -0.5921(2) 0.0183(5) Uani 1 1 d . . . . .
H209 H -0.2693 -0.6859 -0.6714 0.022 Uiso 1 1 calc R . . . .


_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
F101 C108 1.402(3) . ?
F102 C109 1.411(3) . ?
O101 C101 1.436(3) . ?
O101 C104 1.443(3) . ?
O102 C103 1.432(3) . ?
O102 C104 1.431(3) . ?
O103 C102 1.447(3) . ?
O103 C107 1.417(3) . ?
O104 H104 0.88(4) . ?
O104 C107 1.400(3) . ?
C101 H10A 0.9900 . ?
C101 H10B 0.9900 . ?
C101 C102 1.510(4) . ?
C102 H102 1.0000 . ?
C102 C103 1.531(3) . ?
C103 H103 1.0000 . ?
C103 C109 1.510(4) . ?
C104 C105 1.526(4) . ?
C104 C106 1.515(4) . ?
C105 H10C 0.9800 . ?
C105 H10D 0.9800 . ?
C105 H10E 0.9800 . ?
C106 H10F 0.9800 . ?
C106 H10G 0.9800 . ?
C106 H10H 0.9800 . ?
C107 H107 1.0000 . ?
C107 C108 1.539(3) . ?
C108 H108 1.0000 . ?
C108 C109 1.511(3) . ?
C109 H109 1.0000 . ?
F201 C208 1.399(3) . ?
F202 C209 1.408(3) . ?
O201 C201 1.438(3) . ?
O201 C204 1.416(3) . ?
O202 C203 1.440(3) . ?
O202 C204 1.449(3) . ?
O203 C202 1.432(3) . ?
O203 C207 1.428(3) . ?
O204 H204 0.83(4) . ?
O204 C207 1.409(3) . ?
C201 H20A 0.9900 . ?
C201 H20B 0.9900 . ?
C201 C202 1.518(4) . ?
C202 H202 1.0000 . ?
C202 C203 1.534(3) . ?
C203 H203 1.0000 . ?
C203 C209 1.523(4) . ?
C204 C205 1.532(4) . ?
C204 C206 1.521(4) . ?
C205 H20C 0.9800 . ?
C205 H20D 0.9800 . ?
C205 H20E 0.9800 . ?
C206 H20F 0.9800 . ?
C206 H20G 0.9800 . ?
C206 H20H 0.9800 . ?
C207 H207 1.0000 . ?
C207 C208 1.537(4) . ?
C208 H208 1.0000 . ?
C208 C209 1.514(4) . ?
C209 H209 1.0000 . ?

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
C101 O101 C104 115.2(2) . . ?
C104 O102 C103 114.74(19) . . ?
C107 O103 C102 114.12(18) . . ?
C107 O104 H104 107(2) . . ?
O101 C101 H10A 109.4 . . ?
O101 C101 H10B 109.4 . . ?
O101 C101 C102 111.0(2) . . ?
H10A C101 H10B 108.0 . . ?
C102 C101 H10A 109.4 . . ?
C102 C101 H10B 109.4 . . ?
O103 C102 C101 106.73(19) . . ?
O103 C102 H102 110.3 . . ?
O103 C102 C103 110.01(19) . . ?
C101 C102 H102 110.3 . . ?
C101 C102 C103 109.1(2) . . ?
C103 C102 H102 110.3 . . ?
O102 C103 C102 109.71(19) . . ?
O102 C103 H103 109.9 . . ?
O102 C103 C109 107.56(19) . . ?
C102 C103 H103 109.9 . . ?
C109 C103 C102 109.8(2) . . ?
C109 C103 H103 109.9 . . ?
O101 C104 C105 110.7(2) . . ?
O101 C104 C106 105.8(2) . . ?
O102 C104 O101 110.16(19) . . ?
O102 C104 C105 111.6(2) . . ?
O102 C104 C106 105.5(2) . . ?
C106 C104 C105 112.8(2) . . ?
C104 C105 H10C 109.5 . . ?
C104 C105 H10D 109.5 . . ?
C104 C105 H10E 109.5 . . ?
H10C C105 H10D 109.5 . . ?
H10C C105 H10E 109.5 . . ?
H10D C105 H10E 109.5 . . ?
C104 C106 H10F 109.5 . . ?
C104 C106 H10G 109.5 . . ?
C104 C106 H10H 109.5 . . ?
H10F C106 H10G 109.5 . . ?
H10F C106 H10H 109.5 . . ?
H10G C106 H10H 109.5 . . ?
O103 C107 H107 109.1 . . ?
O103 C107 C108 108.81(18) . . ?
O104 C107 O103 113.1(2) . . ?
O104 C107 H107 109.1 . . ?
O104 C107 C108 107.58(19) . . ?
C108 C107 H107 109.1 . . ?
F101 C108 C107 109.66(18) . . ?
F101 C108 H108 109.0 . . ?
F101 C108 C109 110.08(18) . . ?
C107 C108 H108 109.0 . . ?
C109 C108 C107 110.2(2) . . ?
C109 C108 H108 109.0 . . ?
F102 C109 C103 109.70(19) . . ?
F102 C109 C108 108.7(2) . . ?
F102 C109 H109 109.5 . . ?
C103 C109 C108 109.98(18) . . ?
C103 C109 H109 109.5 . . ?
C108 C109 H109 109.5 . . ?
C204 O201 C201 114.98(19) . . ?
C203 O202 C204 114.04(18) . . ?
C207 O203 C202 113.97(19) . . ?
C207 O204 H204 106(3) . . ?
O201 C201 H20A 109.4 . . ?
O201 C201 H20B 109.4 . . ?
O201 C201 C202 111.2(2) . . ?
H20A C201 H20B 108.0 . . ?
C202 C201 H20A 109.4 . . ?
C202 C201 H20B 109.4 . . ?
O203 C202 C201 107.6(2) . . ?
O203 C202 H202 109.4 . . ?
O203 C202 C203 111.7(2) . . ?
C201 C202 H202 109.4 . . ?
C201 C202 C203 109.20(19) . . ?
C203 C202 H202 109.4 . . ?
O202 C203 C202 110.63(19) . . ?
O202 C203 H203 109.7 . . ?
O202 C203 C209 106.7(2) . . ?
C202 C203 H203 109.7 . . ?
C209 C203 C202 110.38(19) . . ?
C209 C203 H203 109.7 . . ?
O201 C204 O202 110.25(18) . . ?
O201 C204 C205 112.3(2) . . ?
O201 C204 C206 105.9(2) . . ?
O202 C204 C205 110.1(2) . . ?
O202 C204 C206 105.15(19) . . ?
C206 C204 C205 112.8(2) . . ?
C204 C205 H20C 109.5 . . ?
C204 C205 H20D 109.5 . . ?
C204 C205 H20E 109.5 . . ?
H20C C205 H20D 109.5 . . ?
H20C C205 H20E 109.5 . . ?
H20D C205 H20E 109.5 . . ?
C204 C206 H20F 109.5 . . ?
C204 C206 H20G 109.5 . . ?
C204 C206 H20H 109.5 . . ?
H20F C206 H20G 109.5 . . ?
H20F C206 H20H 109.5 . . ?
H20G C206 H20H 109.5 . . ?
O203 C207 H207 109.6 . . ?
O203 C207 C208 108.95(19) . . ?
O204 C207 O203 112.2(2) . . ?
O204 C207 H207 109.6 . . ?
O204 C207 C208 106.8(2) . . ?
C208 C207 H207 109.6 . . ?
F201 C208 C207 109.13(19) . . ?
F201 C208 H208 110.3 . . ?
F201 C208 C209 108.3(2) . . ?
C207 C208 H208 110.3 . . ?
C209 C208 C207 108.6(2) . . ?
C209 C208 H208 110.3 . . ?
F202 C209 C203 109.36(19) . . ?
F202 C209 C208 109.5(2) . . ?
F202 C209 H209 108.9 . . ?
C203 C209 H209 108.9 . . ?
C208 C209 C203 111.2(2) . . ?
C208 C209 H209 108.9 . . ?

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
F101 C108 C109 F102 -62.4(2) . . . . ?
F101 C108 C109 C103 177.47(19) . . . . ?
O101 C101 C102 O103 66.3(2) . . . . ?
O101 C101 C102 C103 -52.5(3) . . . . ?
O102 C103 C109 F102 -55.4(2) . . . . ?
O102 C103 C109 C108 64.1(2) . . . . ?
O103 C102 C103 O102 -62.6(3) . . . . ?
O103 C102 C103 C109 55.4(3) . . . . ?
O103 C107 C108 F101 -178.90(18) . . . . ?
O103 C107 C108 C109 -57.6(3) . . . . ?
O104 C107 C108 F101 -56.1(2) . . . . ?
O104 C107 C108 C109 65.3(2) . . . . ?
C101 O101 C104 O102 -52.9(3) . . . . ?
C101 O101 C104 C105 71.1(3) . . . . ?
C101 O101 C104 C106 -166.5(2) . . . . ?
C101 C102 C103 O102 54.1(3) . . . . ?
C101 C102 C103 C109 172.1(2) . . . . ?
C102 O103 C107 O104 -59.2(2) . . . . ?
C102 O103 C107 C108 60.3(3) . . . . ?
C102 C103 C109 F102 -174.68(19) . . . . ?
C102 C103 C109 C108 -55.2(3) . . . . ?
C103 O102 C104 O101 55.1(2) . . . . ?
C103 O102 C104 C105 -68.3(3) . . . . ?
C103 O102 C104 C106 168.8(2) . . . . ?
C104 O101 C101 C102 53.5(3) . . . . ?
C104 O102 C103 C102 -57.2(2) . . . . ?
C104 O102 C103 C109 -176.52(18) . . . . ?
C107 O103 C102 C101 -178.13(19) . . . . ?
C107 O103 C102 C103 -59.9(3) . . . . ?
C107 C108 C109 F102 176.53(19) . . . . ?
C107 C108 C109 C103 56.4(3) . . . . ?
F201 C208 C209 F202 -64.1(2) . . . . ?
F201 C208 C209 C203 174.95(19) . . . . ?
O201 C201 C202 O203 70.5(2) . . . . ?
O201 C201 C202 C203 -51.0(3) . . . . ?
O202 C203 C209 F202 -52.5(3) . . . . ?
O202 C203 C209 C208 68.5(2) . . . . ?
O203 C202 C203 O202 -67.5(3) . . . . ?
O203 C202 C203 C209 50.4(3) . . . . ?
O203 C207 C208 F201 -178.0(2) . . . . ?
O203 C207 C208 C209 -60.2(3) . . . . ?
O204 C207 C208 F201 -56.5(3) . . . . ?
O204 C207 C208 C209 61.3(3) . . . . ?
C201 O201 C204 O202 -55.6(3) . . . . ?
C201 O201 C204 C205 67.6(3) . . . . ?
C201 O201 C204 C206 -168.9(2) . . . . ?
C201 C202 C203 O202 51.5(3) . . . . ?
C201 C202 C203 C209 169.4(2) . . . . ?
C202 O203 C207 O204 -56.1(3) . . . . ?
C202 O203 C207 C208 62.0(3) . . . . ?
C202 C203 C209 F202 -172.8(2) . . . . ?
C202 C203 C209 C208 -51.7(3) . . . . ?
C203 O202 C204 O201 55.9(3) . . . . ?
C203 O202 C204 C205 -68.6(2) . . . . ?
C203 O202 C204 C206 169.60(19) . . . . ?
C204 O201 C201 C202 55.1(3) . . . . ?
C204 O202 C203 C202 -55.2(3) . . . . ?
C204 O202 C203 C209 -175.25(18) . . . . ?
C207 O203 C202 C201 -177.23(19) . . . . ?
C207 O203 C202 C203 -57.3(3) . . . . ?
C207 C208 C209 F202 177.55(19) . . . . ?
C207 C208 C209 C203 56.6(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_submission    2016-02-03
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id JM7569-55F2
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.799
_oxdiff_exptl_absorpt_empirical_full_min 0.618
####################################################################### 
# 
# 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_2018sot0027_r1_100k
_database_code_depnum_ccdc_archive 'CCDC 1879613'
_audit_update_record             
;
2018-11-17 deposited with the CCDC.	2019-05-08 downloaded from the CCDC.
;
_audit_creation_date             2018-11-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
loop_
_audit_author_email
light@soton.ac.uk
jv1e10@soton.ac.uk
bruno.linclau@soton.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H8 F2 O3'
_chemical_formula_sum            'C6 H8 F2 O3'
_chemical_formula_weight         166.12
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C6H8F2O3
_chemical_oxdiff_usercomment     MB-7922-053
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.6134(2)
_cell_length_b                   10.6394(3)
_cell_length_c                   21.7983(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1301.86(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10741
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.3830
_cell_measurement_theta_min      1.8880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.18b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -1 5 0.0283
1 1 -5 0.0283
0 -1 0 0.0500
0 1 0 0.0500
-1 -1 -5 0.0788
1 1 5 0.0788

_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of EtOAc and petrol  by slow evaporation'
_exptl_crystal_size_max          0.228
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.057
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9989 -0.9981 5.0009 0.1635 -0.0939 -0.1062
0.9989 0.9981 -5.0009 -0.1635 0.0939 0.1062
0.0002 -0.9990 0.0005 -0.0095 0.0101 -0.0651
-0.0002 0.9990 -0.0005 0.0095 -0.0101 0.0651
-0.9995 -0.9999 -4.9979 -0.1570 -0.1337 -0.0659
0.9995 0.9999 4.9979 0.1570 0.1337 0.0659

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16638
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.496
_diffrn_reflns_theta_min         1.868
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -100.00  56.00   0.50    2.00    --  -10.40 -16.00  47.00  312
  2  ω   -100.00  20.00   0.50    2.00    --  -10.40 -57.00 -60.00  240
  3  ω    -84.00   7.00   0.50    2.00    --    5.00 -38.00-180.00  182
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0126700000
_diffrn_orient_matrix_UB_12      0.0094914000
_diffrn_orient_matrix_UB_13      0.0320483000
_diffrn_orient_matrix_UB_21      0.1240111000
_diffrn_orient_matrix_UB_22      -0.0101197000
_diffrn_orient_matrix_UB_23      0.0039714000
_diffrn_orient_matrix_UB_31      0.0209784000
_diffrn_orient_matrix_UB_32      0.0651673000
_diffrn_orient_matrix_UB_33      -0.0040399000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FR-E+ SuperBright'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3126
_reflns_number_total             3307
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.64
_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 1.171.40.18b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.18b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.18b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1254 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0274
_refine_ls_restrained_S_all      1.069
_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)+(0.0299P)²+0.3119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0674
_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:
 C101(H101), C102(H102), C103(H10A), C104(H104), C105(H105), C201(H201),
 C202(H202), C203(H20A), C204(H204), C205(H205)
2.b Secondary CH2 refined with riding coordinates:
 C106(H10B,H10C), C206(H20B,H20C)
;
_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
F101 F 0.51694(19) 0.41539(10) 0.47232(5) 0.0263(2) Uani 1 1 d . . . . .
F102 F 0.09626(19) 0.36301(10) 0.43171(4) 0.0221(2) Uani 1 1 d . . . . .
O101 O 0.0260(2) 0.55036(11) 0.56791(5) 0.0191(3) Uani 1 1 d . . . . .
O102 O 0.3481(3) 0.43847(13) 0.59878(6) 0.0267(3) Uani 1 1 d . . . . .
O103 O 0.3246(3) 0.72708(13) 0.51113(7) 0.0253(3) Uani 1 1 d . . . . .
H103 H 0.440(6) 0.763(3) 0.4944(14) 0.047(8) Uiso 1 1 d . . . . .
C101 C 0.2725(3) 0.56068(17) 0.58167(8) 0.0222(4) Uani 1 1 d . . . . .
H101 H 0.297689 0.620895 0.616293 0.027 Uiso 1 1 calc R . . . .
C102 C 0.4070(3) 0.60430(17) 0.52512(9) 0.0225(4) Uani 1 1 d . . . . .
H102 H 0.581599 0.606833 0.534088 0.027 Uiso 1 1 calc R . . . .
C103 C 0.3601(3) 0.51806(17) 0.46969(8) 0.0193(3) Uani 1 1 d . . . . .
H10A H 0.388700 0.566045 0.430937 0.023 Uiso 1 1 calc R . . . .
C104 C 0.1059(3) 0.46779(16) 0.46985(7) 0.0157(3) Uani 1 1 d . . . . .
H104 H -0.001623 0.533977 0.452715 0.019 Uiso 1 1 calc R . . . .
C105 C 0.0192(3) 0.43362(15) 0.53380(7) 0.0154(3) Uani 1 1 d . . . . .
H105 H -0.145724 0.398241 0.532546 0.018 Uiso 1 1 calc R . . . .
C106 C 0.1852(3) 0.34969(16) 0.57048(8) 0.0185(3) Uani 1 1 d . . . . .
H10B H 0.096430 0.301422 0.601870 0.022 Uiso 1 1 calc R . . . .
H10C H 0.271239 0.290371 0.543402 0.022 Uiso 1 1 calc R . . . .
F201 F 0.94932(18) 0.37541(10) 0.81817(4) 0.0220(2) Uani 1 1 d . . . . .
F202 F 0.5070(2) 0.34677(10) 0.85694(4) 0.0223(2) Uani 1 1 d . . . . .
O201 O 0.5054(2) 0.55364(11) 0.72590(5) 0.0177(2) Uani 1 1 d . . . . .
O202 O 0.8575(2) 0.61748(12) 0.76592(6) 0.0226(3) Uani 1 1 d . . . . .
O203 O 0.7398(2) 0.34992(13) 0.66395(6) 0.0221(3) Uani 1 1 d . . . . .
H203 H 0.628(6) 0.384(3) 0.6503(12) 0.046(8) Uiso 1 1 d . . . . .
C201 C 0.7547(3) 0.55224(17) 0.71580(7) 0.0186(3) Uani 1 1 d . . . . .
H201 H 0.793781 0.595872 0.676434 0.022 Uiso 1 1 calc R . . . .
C202 C 0.8416(3) 0.41624(16) 0.71378(7) 0.0166(3) Uani 1 1 d . . . . .
H202 H 1.018750 0.416357 0.708845 0.020 Uiso 1 1 calc R . . . .
C203 C 0.7790(3) 0.34647(16) 0.77326(7) 0.0158(3) Uani 1 1 d . . . . .
H20A H 0.780401 0.253872 0.765412 0.019 Uiso 1 1 calc R . . . .
C204 C 0.5339(3) 0.38522(15) 0.79600(7) 0.0147(3) Uani 1 1 d . . . . .
H204 H 0.411421 0.341037 0.770604 0.018 Uiso 1 1 calc R . . . .
C205 C 0.4913(3) 0.52651(15) 0.79081(7) 0.0148(3) Uani 1 1 d . . . . .
H205 H 0.332724 0.550685 0.808052 0.018 Uiso 1 1 calc R . . . .
C206 C 0.6892(3) 0.60949(16) 0.81601(8) 0.0178(3) Uani 1 1 d . . . . .
H20B H 0.627628 0.693700 0.827056 0.021 Uiso 1 1 calc R . . . .
H20C H 0.763418 0.570946 0.852657 0.021 Uiso 1 1 calc R . . . .


_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
F101 C103 1.404(2) . ?
F102 C104 1.3917(19) . ?
O101 C101 1.420(2) . ?
O101 C105 1.4481(19) . ?
O102 C101 1.418(2) . ?
O102 C106 1.452(2) . ?
O103 H103 0.83(3) . ?
O103 C102 1.419(2) . ?
C101 H101 1.0000 . ?
C101 C102 1.518(3) . ?
C102 H102 1.0000 . ?
C102 C103 1.540(2) . ?
C103 H10A 1.0000 . ?
C103 C104 1.524(2) . ?
C104 H104 1.0000 . ?
C104 C105 1.521(2) . ?
C105 H105 1.0000 . ?
C105 C106 1.518(2) . ?
C106 H10B 0.9900 . ?
C106 H10C 0.9900 . ?
F201 C203 1.4026(18) . ?
F202 C204 1.3982(17) . ?
O201 C201 1.417(2) . ?
O201 C205 1.4462(17) . ?
O202 C201 1.417(2) . ?
O202 C206 1.447(2) . ?
O203 H203 0.78(3) . ?
O203 C202 1.416(2) . ?
C201 H201 1.0000 . ?
C201 C202 1.528(2) . ?
C202 H202 1.0000 . ?
C202 C203 1.535(2) . ?
C203 H20A 1.0000 . ?
C203 C204 1.519(2) . ?
C204 H204 1.0000 . ?
C204 C205 1.526(2) . ?
C205 H205 1.0000 . ?
C205 C206 1.521(2) . ?
C206 H20B 0.9900 . ?
C206 H20C 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
C101 O101 C105 101.56(12) . . ?
C101 O102 C106 107.24(13) . . ?
C102 O103 H103 105(2) . . ?
O101 C101 H101 110.3 . . ?
O101 C101 C102 109.67(14) . . ?
O102 C101 O101 106.03(15) . . ?
O102 C101 H101 110.3 . . ?
O102 C101 C102 110.20(16) . . ?
C102 C101 H101 110.3 . . ?
O103 C102 C101 107.08(15) . . ?
O103 C102 H102 109.7 . . ?
O103 C102 C103 108.93(15) . . ?
C101 C102 H102 109.7 . . ?
C101 C102 C103 111.72(15) . . ?
C103 C102 H102 109.7 . . ?
F101 C103 C102 108.94(14) . . ?
F101 C103 H10A 109.3 . . ?
F101 C103 C104 108.29(14) . . ?
C102 C103 H10A 109.3 . . ?
C104 C103 C102 111.55(15) . . ?
C104 C103 H10A 109.3 . . ?
F102 C104 C103 108.45(13) . . ?
F102 C104 H104 108.5 . . ?
F102 C104 C105 110.10(13) . . ?
C103 C104 H104 108.5 . . ?
C105 C104 C103 112.68(14) . . ?
C105 C104 H104 108.5 . . ?
O101 C105 C104 104.91(13) . . ?
O101 C105 H105 111.2 . . ?
O101 C105 C106 102.59(13) . . ?
C104 C105 H105 111.2 . . ?
C106 C105 C104 115.28(14) . . ?
C106 C105 H105 111.2 . . ?
O102 C106 C105 103.15(14) . . ?
O102 C106 H10B 111.1 . . ?
O102 C106 H10C 111.1 . . ?
C105 C106 H10B 111.1 . . ?
C105 C106 H10C 111.1 . . ?
H10B C106 H10C 109.1 . . ?
C201 O201 C205 101.75(12) . . ?
C201 O202 C206 106.68(13) . . ?
C202 O203 H203 112(2) . . ?
O201 C201 O202 106.10(13) . . ?
O201 C201 H201 110.2 . . ?
O201 C201 C202 109.26(14) . . ?
O202 C201 H201 110.2 . . ?
O202 C201 C202 110.86(14) . . ?
C202 C201 H201 110.2 . . ?
O203 C202 C201 111.42(14) . . ?
O203 C202 H202 108.6 . . ?
O203 C202 C203 108.34(14) . . ?
C201 C202 H202 108.6 . . ?
C201 C202 C203 111.14(13) . . ?
C203 C202 H202 108.6 . . ?
F201 C203 C202 109.10(13) . . ?
F201 C203 H20A 109.3 . . ?
F201 C203 C204 109.27(13) . . ?
C202 C203 H20A 109.3 . . ?
C204 C203 C202 110.60(14) . . ?
C204 C203 H20A 109.3 . . ?
F202 C204 C203 109.16(13) . . ?
F202 C204 H204 108.3 . . ?
F202 C204 C205 109.98(12) . . ?
C203 C204 H204 108.3 . . ?
C203 C204 C205 112.63(14) . . ?
C205 C204 H204 108.3 . . ?
O201 C205 C204 105.10(12) . . ?
O201 C205 H205 111.4 . . ?
O201 C205 C206 101.40(13) . . ?
C204 C205 H205 111.4 . . ?
C206 C205 C204 115.50(14) . . ?
C206 C205 H205 111.4 . . ?
O202 C206 C205 103.80(13) . . ?
O202 C206 H20B 111.0 . . ?
O202 C206 H20C 111.0 . . ?
C205 C206 H20B 111.0 . . ?
C205 C206 H20C 111.0 . . ?
H20B C206 H20C 109.0 . . ?

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
O103 H103 O103 0.83(3) 2.17(3) 2.8898(7) 145(3) 4_566
O203 H203 O102 0.78(3) 2.02(3) 2.7824(19) 165(3) .

_olex2_date_sample_data_collection 2018-11-08
_olex2_date_sample_submission    2018-08-22
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder silicon oil'
_olex2_submission_original_sample_id MB-7922-053
_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 1.690
_oxdiff_exptl_absorpt_empirical_full_min 0.590
####################################################################### 
# 
# 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_2018sot0037_r1_100k
_database_code_depnum_ccdc_archive 'CCDC 1879612'
_audit_update_record             
;
2018-11-17 deposited with the CCDC.	2019-05-08 downloaded from the CCDC.
;
_audit_creation_date             2018-11-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
loop_
_audit_author_email
light@soton.ac.uk
jv1e10@soton.ac.uk
bruno.linclau@soton.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H10 F2 O4'
_chemical_formula_sum            'C6 H10 F2 O4'
_chemical_formula_weight         184.14
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C6H10F2O4
_chemical_oxdiff_usercomment     JBVLNS42tube7-24
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.3866(2)
_cell_length_b                   8.4182(2)
_cell_length_c                   10.2320(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     722.38(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13913
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.5310
_cell_measurement_theta_min      3.0930
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.18b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             384
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 1 2 0.0354
5 -1 -2 0.0354
2 2 5 0.1082
-2 -2 -5 0.1082
0 -1 0 0.0344
0 1 0 0.0344

_exptl_crystal_recrystallization_method 
'The material was recrystallised from methanol by slow evaporation'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.069
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.9982 0.9984 1.9983 -0.2876 -0.3409 -0.0787
4.9982 -0.9984 -1.9983 0.2876 0.3409 0.0787
1.9985 1.9999 4.9975 0.0607 0.0706 -0.4098
-1.9985 -1.9999 -4.9975 -0.0607 -0.0706 0.4098
0.0000 -0.9994 0.0000 -0.0515 0.0558 0.0365
-0.0000 0.9994 -0.0000 0.0515 -0.0558 -0.0365

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0100
_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       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16292
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.497
_diffrn_reflns_theta_min         3.134
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_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    -86.00  32.00   0.50    1.00    --    2.50 -57.00 -30.00  236
  2  ω    -86.00  36.00   0.50    1.00    --    2.50 -70.00-150.00  244
  3  ω    -29.00  91.00   0.50    1.00    --    2.50  38.00-180.00  240
  4  ω    -94.00  24.00   0.50    1.00    --   -5.50 -57.00 -60.00  236
  5  ω    -29.00  -4.00   0.50    1.00    --    2.50  38.00 -60.00   50
  6  ω    -37.00  83.00   0.50    1.00    --   -5.50  38.00  60.00  240
;
_diffrn_measurement_device       'four-circle κ diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC12 FRE-VHF'
_diffrn_measurement_device_type2 'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0555537000
_diffrn_orient_matrix_UB_12      0.0515073000
_diffrn_orient_matrix_UB_13      -0.0306900000
_diffrn_orient_matrix_UB_21      0.0617594000
_diffrn_orient_matrix_UB_22      -0.0558099000
_diffrn_orient_matrix_UB_23      0.0117631000
_diffrn_orient_matrix_UB_31      -0.0159418000
_diffrn_orient_matrix_UB_32      -0.0364820000
_diffrn_orient_matrix_UB_33      -0.0610299000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FR-E+ SuperBright'
_diffrn_source_voltage           45.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                1779
_reflns_number_total             1816
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.18b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.18b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.18b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 723 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.23(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1816
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.065
_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)+(0.0366P)²+0.1460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0609
_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:
 C1(H1), C2(H2A), C3(H3A), C4(H4A), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
;
_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
F1 F 0.86534(10) 0.80254(10) 0.68866(9) 0.0197(2) Uani 1 1 d . . . . .
F2 F 0.85466(10) 0.50204(10) 0.78391(8) 0.01818(19) Uani 1 1 d . . . . .
O1 O 0.59296(11) 0.40728(10) 0.63361(10) 0.0112(2) Uani 1 1 d . . . . .
O2 O 0.36334(11) 0.55094(11) 0.64150(10) 0.0141(2) Uani 1 1 d . . . . .
H2 H 0.309(3) 0.494(3) 0.588(3) 0.047(7) Uiso 1 1 d . . . . .
O3 O 0.54005(12) 0.83949(11) 0.62315(10) 0.0122(2) Uani 1 1 d . . . . .
H3 H 0.486(3) 0.866(3) 0.681(2) 0.026(5) Uiso 1 1 d . . . . .
O4 O 0.71992(13) 0.11475(12) 0.55104(12) 0.0180(2) Uani 1 1 d . . . . .
H4 H 0.685(3) 0.056(3) 0.604(2) 0.035(6) Uiso 1 1 d . . . . .
C1 C 0.51873(14) 0.55501(15) 0.59629(13) 0.0104(2) Uani 1 1 d . . . . .
H1 H 0.520635 0.567949 0.499151 0.012 Uiso 1 1 calc R . . . .
C2 C 0.60688(15) 0.69162(14) 0.66226(12) 0.0099(2) Uani 1 1 d . . . . .
H2A H 0.599140 0.680357 0.759350 0.012 Uiso 1 1 calc R . . . .
C3 C 0.78028(15) 0.68591(15) 0.62089(13) 0.0122(2) Uani 1 1 d . . . . .
H3A H 0.787234 0.708367 0.525084 0.015 Uiso 1 1 calc R . . . .
C4 C 0.85397(16) 0.52491(15) 0.64785(12) 0.0125(2) Uani 1 1 d . . . . .
H4A H 0.965255 0.520934 0.612913 0.015 Uiso 1 1 calc R . . . .
C5 C 0.75361(15) 0.39502(15) 0.58637(12) 0.0109(2) Uani 1 1 d . . . . .
H5 H 0.753577 0.409258 0.489347 0.013 Uiso 1 1 calc R . . . .
C6 C 0.81428(16) 0.23016(16) 0.61850(14) 0.0146(3) Uani 1 1 d . . . . .
H6A H 0.927273 0.220258 0.591715 0.017 Uiso 1 1 calc R . . . .
H6B H 0.807702 0.211762 0.713910 0.017 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C3 1.3977(15) . ?
F2 C4 1.4055(14) . ?
O1 C1 1.4423(14) . ?
O1 C5 1.4351(15) . ?
O2 H2 0.86(3) . ?
O2 C1 1.3833(15) . ?
O3 H3 0.78(3) . ?
O3 C2 1.4227(15) . ?
O4 H4 0.78(3) . ?
O4 C6 1.4306(17) . ?
C1 H1 1.0000 . ?
C1 C2 1.5247(17) . ?
C2 H2A 1.0000 . ?
C2 C3 1.5154(17) . ?
C3 H3A 1.0000 . ?
C3 C4 1.5149(17) . ?
C4 H4A 1.0000 . ?
C4 C5 1.5165(18) . ?
C5 H5 1.0000 . ?
C5 C6 1.5142(17) . ?
C6 H6A 0.9900 . ?
C6 H6B 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
C5 O1 C1 112.21(10) . . ?
C1 O2 H2 107.3(17) . . ?
C2 O3 H3 105.6(16) . . ?
C6 O4 H4 107.5(17) . . ?
O1 C1 H1 110.5 . . ?
O1 C1 C2 108.90(10) . . ?
O2 C1 O1 107.26(10) . . ?
O2 C1 H1 110.5 . . ?
O2 C1 C2 109.11(10) . . ?
C2 C1 H1 110.5 . . ?
O3 C2 C1 110.14(10) . . ?
O3 C2 H2A 109.7 . . ?
O3 C2 C3 109.10(10) . . ?
C1 C2 H2A 109.7 . . ?
C3 C2 C1 108.53(10) . . ?
C3 C2 H2A 109.7 . . ?
F1 C3 C2 109.20(10) . . ?
F1 C3 H3A 108.9 . . ?
F1 C3 C4 109.26(10) . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 C2 111.65(11) . . ?
C4 C3 H3A 108.9 . . ?
F2 C4 C3 107.74(10) . . ?
F2 C4 H4A 110.2 . . ?
F2 C4 C5 108.32(10) . . ?
C3 C4 H4A 110.2 . . ?
C3 C4 C5 110.07(10) . . ?
C5 C4 H4A 110.2 . . ?
O1 C5 C4 109.24(10) . . ?
O1 C5 H5 109.0 . . ?
O1 C5 C6 107.95(10) . . ?
C4 C5 H5 109.0 . . ?
C6 C5 C4 112.60(10) . . ?
C6 C5 H5 109.0 . . ?
O4 C6 C5 109.38(10) . . ?
O4 C6 H6A 109.8 . . ?
O4 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?

_olex2_date_sample_data_collection 2018-11-07
_olex2_date_sample_submission    2018-11-06
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder silicon oil'
_olex2_submission_original_sample_id JBVLNS42tube7-24
_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 1.567
_oxdiff_exptl_absorpt_empirical_full_min 0.533
