# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_dgige9
_audit_block_doi                 10.5517/ccdc.csd.cc25h41w
_database_code_depnum_ccdc_archive 'CCDC 2010537'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1002/chem.202004646 2020
loop_
_audit_author_name
_audit_author_address
'Thierry Maris'
;Montreal University
Canada
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2022-10-10 downloaded from the CCDC.
;
_audit_creation_method           
;
FinalCif V63 by Daniel Kratzert, Freiburg 2019,
https://github.com/dkratzert/FinalCif
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C27 H29 F3 O9 S3'
_chemical_formula_moiety         'C27 H29 F3 O9 S3'
_chemical_formula_weight         650.68
_chemical_melting_point          ?
_chemical_absolute_configuration ad
_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'
_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+1/2, -z'

_cell_length_a                   11.1881(7)
_cell_length_b                   9.6923(6)
_cell_length_c                   27.0368(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.553(3)
_cell_angle_gamma                90
_cell_volume                     2922.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      3.280
_cell_measurement_theta_max      70.291
_exptl_crystal_description       Block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    2.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4318
_exptl_absorpt_correction_T_max  0.5220
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1032 before and 0.0530 after correction.
The Ratio of minimum to maximum transmission is 0.8272.
The λ/2 correction factor is Not present.
;
_shelx_estimated_absorpt_T_min   0.654
_shelx_estimated_absorpt_T_max   0.787
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Smart diffractometer equipped with an APEX II CCD Detector,
an Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector
distance was 4.0 cm, and the data collection was carried out in 
512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space
;
_diffrn_ambient_temperature      100
_diffrn_ambient_environment      ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Quazar MX Mirror Optics'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_source                   'Microfocus Source'
_diffrn_source_type              'Incoatec I\mS High Brilliance Microsource'
_diffrn_source_target            Cu
_diffrn_source_voltage           44.8
_diffrn_source_current           0.65
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_detector_area_resol_mean 8.3
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            35261
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_theta_min         1.639
_diffrn_reflns_theta_max         70.285
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.993
_reflns_number_total             9642
_reflns_number_gt                9089
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.652
_reflns_Friedel_fraction_max     0.729
_reflns_Friedel_fraction_full    0.742
_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       
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_cell_refinement       
;
SAINT (2013) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2013) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_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)+(0.0939P)²+0.7632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         9642
_refine_ls_number_parameters     763
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1309
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.986
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.000(13)
_refine_ls_abs_structure_details 
;
 Flack x determined using 3311 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_audit_creation_date             2020-06-02
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_diffrn_source_power             0.02912
_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:
 C2B(H2B), C3B(H3B), C4B(H4B), C5B(H5B), C2A(H2A), C3A(H3A), C4A(H4A), C5A(H5A)
2.b Secondary CH2 refined with riding coordinates:
 C1B(H1BA,H1BB), C6B(H6BA,H6BB), C1A(H1AA,H1AB), C6A(H6AA,H6AB)
2.c Aromatic/amide H refined with riding coordinates:
 C8B(H8B), C9B(H9B), C11B(H11B), C12B(H12B), C15B(H15B), C16B(H16B),
 C18B(H18B), C19B(H19B), C22B(H22B), C23B(H23B), C25B(H25B), C26B(H26B),
 C8A(H8A), C9A(H9A), C11A(H11A), C12A(H12A), C15A(H15A), C16A(H16A), C18A(H18A),
  C19A(H19A), C22A(H22A), C23A(H23A), C25A(H25A), C26A(H26A)
2.d Idealised Me refined as rotating group:
 C13B(H13D,H13E,H13F), C20B(H20D,H20E,H20F), C27B(H27D,H27E,H27F), C13A(H13A,
 H13B,H13C), C20A(H20A,H20B,H20C), C27A(H27A,H27B,H27C)
;

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
S1A S -0.07268(9) 0.88168(11) 0.35241(4) 0.0252(3) Uani 1 1 d . . . . .
S1B S 0.57678(8) 1.11757(11) 0.14554(3) 0.0229(2) Uani 1 1 d . . . . .
S2B S 0.24095(8) 0.49039(11) 0.03334(3) 0.0200(2) Uani 1 1 d . . . . .
S3B S 0.17008(8) 0.12579(10) 0.16633(3) 0.0198(2) Uani 1 1 d . . . . .
F2B F 0.5053(3) 0.7594(3) 0.21151(10) 0.0383(7) Uani 1 1 d . . . . .
F3B F 0.2791(3) 0.6182(3) 0.20285(10) 0.0362(7) Uani 1 1 d . . . . .
F4B F 0.47248(19) 0.6203(3) 0.10534(8) 0.0219(5) Uani 1 1 d . . . . .
O1B O 0.4826(2) 1.0220(3) 0.17022(10) 0.0216(6) Uani 1 1 d . . . . .
O2B O 0.5373(3) 1.1396(4) 0.09466(11) 0.0327(8) Uani 1 1 d . . . . .
O3B O 0.5904(3) 1.2321(3) 0.17889(12) 0.0316(7) Uani 1 1 d . . . . .
O4B O 0.2389(2) 0.4773(3) 0.09205(9) 0.0197(6) Uani 1 1 d . . . . .
O5B O 0.3472(3) 0.4263(3) 0.01821(10) 0.0250(7) Uani 1 1 d . . . . .
O6B O 0.1264(3) 0.4420(4) 0.01464(11) 0.0300(7) Uani 1 1 d . . . . .
O7B O 0.2620(2) 0.2182(3) 0.13889(10) 0.0211(6) Uani 1 1 d . . . . .
O8B O 0.2077(3) 0.1205(4) 0.21774(10) 0.0275(7) Uani 1 1 d . . . . .
O9B O 0.1623(3) 0.0027(3) 0.13761(11) 0.0283(7) Uani 1 1 d . . . . .
C1B C 0.4415(4) 0.8991(5) 0.14363(13) 0.0215(8) Uani 1 1 d . . . . .
H1BA H 0.506840 0.857894 0.125890 0.026 Uiso 1 1 calc R U . . .
H1BB H 0.373282 0.920690 0.119251 0.026 Uiso 1 1 calc R U . . .
C2B C 0.4032(4) 0.8026(5) 0.18283(14) 0.0236(9) Uani 1 1 d . . . . .
H2B H 0.351090 0.854896 0.204681 0.028 Uiso 1 1 calc R U . . .
C3B C 0.3351(4) 0.6762(5) 0.16338(14) 0.0219(9) Uani 1 1 d . . . . .
H3B H 0.272848 0.704413 0.136728 0.026 Uiso 1 1 calc R U . . .
C4B C 0.4128(3) 0.5618(5) 0.14380(13) 0.0199(8) Uani 1 1 d . . . . .
H4B H 0.473310 0.532091 0.170901 0.024 Uiso 1 1 calc R U . . .
C5B C 0.3452(3) 0.4364(5) 0.12344(13) 0.0190(8) Uani 1 1 d . . . . .
H5B H 0.398978 0.381361 0.103163 0.023 Uiso 1 1 calc R U . . .
C6B C 0.3007(4) 0.3446(4) 0.16342(14) 0.0202(8) Uani 1 1 d . . . . .
H6BA H 0.365746 0.326039 0.189553 0.024 Uiso 1 1 calc R U . . .
H6BB H 0.233116 0.388912 0.178852 0.024 Uiso 1 1 calc R U . . .
C7B C 0.7073(4) 1.0163(5) 0.14924(15) 0.0202(8) Uani 1 1 d . . . . .
C8B C 0.7375(4) 0.9434(5) 0.10748(15) 0.0258(9) Uani 1 1 d . . . . .
H8B H 0.691205 0.953660 0.076689 0.031 Uiso 1 1 calc R U . . .
C9B C 0.8358(4) 0.8560(5) 0.11145(16) 0.0291(10) Uani 1 1 d . . . . .
H9B H 0.857603 0.807325 0.083028 0.035 Uiso 1 1 calc R U . . .
C10B C 0.9027(4) 0.8388(5) 0.15641(18) 0.0287(10) Uani 1 1 d . . . . .
C11B C 0.8734(4) 0.9157(5) 0.19720(16) 0.0286(10) Uani 1 1 d . . . . .
H11B H 0.921325 0.907907 0.227680 0.034 Uiso 1 1 calc R U . . .
C12B C 0.7755(4) 1.0035(5) 0.19402(15) 0.0268(9) Uani 1 1 d . . . . .
H12B H 0.755330 1.054308 0.222228 0.032 Uiso 1 1 calc R U . . .
C13B C 1.0068(4) 0.7375(6) 0.1609(2) 0.0400(12) Uani 1 1 d . . . . .
H13D H 0.978917 0.646553 0.149107 0.060 Uiso 1 1 calc R U . . .
H13E H 1.038162 0.730839 0.195700 0.060 Uiso 1 1 calc R U . . .
H13F H 1.070276 0.769899 0.140791 0.060 Uiso 1 1 calc R U . . .
C14B C 0.2492(4) 0.6690(5) 0.02455(13) 0.0192(8) Uani 1 1 d . . . . .
C15B C 0.3545(4) 0.7285(4) 0.01112(13) 0.0194(8) Uani 1 1 d . . . . .
H15B H 0.421918 0.672963 0.005240 0.023 Uiso 1 1 calc R U . . .
C16B C 0.3593(4) 0.8710(5) 0.00644(14) 0.0249(9) Uani 1 1 d . . . . .
H16B H 0.431141 0.912610 -0.002743 0.030 Uiso 1 1 calc R U . . .
C17B C 0.2618(4) 0.9544(5) 0.01483(15) 0.0273(10) Uani 1 1 d . . . . .
C18B C 0.1550(4) 0.8911(5) 0.02674(15) 0.0295(10) Uani 1 1 d . . . . .
H18B H 0.086603 0.946200 0.031518 0.035 Uiso 1 1 calc R U . . .
C19B C 0.1482(4) 0.7494(5) 0.03157(14) 0.0231(9) Uani 1 1 d . . . . .
H19B H 0.075680 0.707073 0.039598 0.028 Uiso 1 1 calc R U . . .
C20B C 0.2701(5) 1.1081(6) 0.01077(18) 0.0398(12) Uani 1 1 d . . . . .
H20D H 0.312853 1.145249 0.040916 0.060 Uiso 1 1 calc R U . . .
H20E H 0.189236 1.147520 0.006811 0.060 Uiso 1 1 calc R U . . .
H20F H 0.313673 1.132251 -0.018063 0.060 Uiso 1 1 calc R U . . .
C21B C 0.0363(3) 0.2200(4) 0.15813(14) 0.0183(8) Uani 1 1 d . . . . .
C22B C -0.0260(4) 0.2217(5) 0.11169(15) 0.0290(10) Uani 1 1 d . . . . .
H22B H -0.000021 0.167098 0.085413 0.035 Uiso 1 1 calc R U . . .
C23B C -0.1261(4) 0.3039(6) 0.10432(16) 0.0319(11) Uani 1 1 d . . . . .
H23B H -0.169297 0.305167 0.072619 0.038 Uiso 1 1 calc R U . . .
C24B C -0.1656(4) 0.3852(5) 0.14211(16) 0.0249(9) Uani 1 1 d . . . . .
C25B C -0.1033(4) 0.3791(5) 0.18884(16) 0.0283(10) Uani 1 1 d . . . . .
H25B H -0.130417 0.431445 0.215459 0.034 Uiso 1 1 calc R U . . .
C26B C -0.0016(4) 0.2970(5) 0.19674(15) 0.0265(9) Uani 1 1 d . . . . .
H26B H 0.041236 0.293984 0.228492 0.032 Uiso 1 1 calc R U . . .
C27B C -0.2708(4) 0.4814(6) 0.13282(19) 0.0347(11) Uani 1 1 d . . . . .
H27D H -0.246004 0.562913 0.114784 0.052 Uiso 1 1 calc R U . . .
H27E H -0.299400 0.509976 0.164589 0.052 Uiso 1 1 calc R U . . .
H27F H -0.335504 0.433895 0.113025 0.052 Uiso 1 1 calc R U . . .
S2A S 0.26194(9) 0.25174(11) 0.46519(3) 0.0218(2) Uani 1 1 d . . . . .
S3A S 0.33550(9) -0.11312(11) 0.33862(3) 0.0217(2) Uani 1 1 d . . . . .
F2A F 0.0088(2) 0.5282(3) 0.28308(9) 0.0330(6) Uani 1 1 d . . . . .
F3A F 0.2321(2) 0.3849(3) 0.29606(9) 0.0288(6) Uani 1 1 d . . . . .
F4A F 0.0289(2) 0.3871(3) 0.39019(8) 0.0235(5) Uani 1 1 d . . . . .
O1A O 0.0202(3) 0.7873(3) 0.32675(10) 0.0240(6) Uani 1 1 d . . . . .
O2A O -0.0280(3) 0.9092(4) 0.40232(12) 0.0351(8) Uani 1 1 d . . . . .
O3A O -0.0935(3) 0.9926(4) 0.31789(13) 0.0343(8) Uani 1 1 d . . . . .
O4A O 0.2632(2) 0.2462(3) 0.40637(9) 0.0215(6) Uani 1 1 d . . . . .
O5A O 0.1572(3) 0.1832(4) 0.47952(10) 0.0274(7) Uani 1 1 d . . . . .
O6A O 0.3777(3) 0.2038(4) 0.48306(11) 0.0340(8) Uani 1 1 d . . . . .
O7A O 0.2439(3) -0.0156(3) 0.36389(10) 0.0222(6) Uani 1 1 d . . . . .
O8A O 0.2929(3) -0.1379(3) 0.28857(10) 0.0267(7) Uani 1 1 d . . . . .
O9A O 0.3503(3) -0.2262(4) 0.37232(12) 0.0342(8) Uani 1 1 d . . . . .
C1A C 0.0631(4) 0.6646(5) 0.35340(14) 0.0224(9) Uani 1 1 d . . . . .
H1AA H -0.002567 0.620177 0.370050 0.027 Uiso 1 1 calc R U . . .
H1AB H 0.128788 0.687993 0.378715 0.027 Uiso 1 1 calc R U . . .
C2A C 0.1076(4) 0.5707(5) 0.31443(14) 0.0210(9) Uani 1 1 d . . . . .
H2A H 0.163015 0.624228 0.294417 0.025 Uiso 1 1 calc R U . . .
C3A C 0.1728(3) 0.4427(5) 0.33476(14) 0.0202(8) Uani 1 1 d . . . . .
H3A H 0.233098 0.469922 0.362319 0.024 Uiso 1 1 calc R U . . .
C4A C 0.0931(3) 0.3284(5) 0.35278(13) 0.0191(8) Uani 1 1 d . . . . .
H4A H 0.035280 0.298541 0.324707 0.023 Uiso 1 1 calc R U . . .
C5A C 0.1573(3) 0.2035(5) 0.37480(13) 0.0199(8) Uani 1 1 d . . . . .
H5A H 0.101959 0.151821 0.395420 0.024 Uiso 1 1 calc R U . . .
C6A C 0.2027(4) 0.1063(5) 0.33657(14) 0.0223(9) Uani 1 1 d . . . . .
H6AA H 0.137625 0.082522 0.311050 0.027 Uiso 1 1 calc R U . . .
H6AB H 0.269322 0.149148 0.320042 0.027 Uiso 1 1 calc R U . . .
C7A C -0.2000(4) 0.7746(5) 0.35302(16) 0.0234(9) Uani 1 1 d . . . . .
C8A C -0.2282(4) 0.7152(5) 0.39707(15) 0.0292(10) Uani 1 1 d . . . . .
H8A H -0.181743 0.735401 0.427138 0.035 Uiso 1 1 calc R U . . .
C9A C -0.3240(4) 0.6266(5) 0.39701(17) 0.0322(10) Uani 1 1 d . . . . .
H9A H -0.343809 0.585975 0.427285 0.039 Uiso 1 1 calc R U . . .
C10A C -0.3923(4) 0.5955(5) 0.35337(18) 0.0285(9) Uani 1 1 d . . . . .
C11A C -0.3645(5) 0.6581(6) 0.30989(18) 0.0389(12) Uani 1 1 d . . . . .
H11A H -0.411748 0.638658 0.279933 0.047 Uiso 1 1 calc R U . . .
C12A C -0.2683(5) 0.7492(6) 0.30921(17) 0.0377(12) Uani 1 1 d . . . . .
H12A H -0.250183 0.792948 0.279253 0.045 Uiso 1 1 calc R U . . .
C13A C -0.4969(4) 0.4961(6) 0.3532(2) 0.0414(12) Uani 1 1 d . . . . .
H13A H -0.470053 0.409704 0.369315 0.062 Uiso 1 1 calc R U . . .
H13B H -0.527606 0.477387 0.318935 0.062 Uiso 1 1 calc R U . . .
H13C H -0.560563 0.537066 0.371341 0.062 Uiso 1 1 calc R U . . .
C14A C 0.2510(4) 0.4291(5) 0.47700(13) 0.0208(8) Uani 1 1 d . . . . .
C15A C 0.1424(4) 0.4846(5) 0.48824(14) 0.0219(8) Uani 1 1 d . . . . .
H15A H 0.075099 0.426562 0.491550 0.026 Uiso 1 1 calc R U . . .
C16A C 0.1332(4) 0.6266(5) 0.49463(15) 0.0272(9) Uani 1 1 d . . . . .
H16A H 0.059061 0.665431 0.502505 0.033 Uiso 1 1 calc R U . . .
C17A C 0.2316(4) 0.7124(5) 0.48959(16) 0.0312(10) Uani 1 1 d . . . . .
C18A C 0.3416(4) 0.6537(5) 0.48011(16) 0.0303(10) Uani 1 1 d . . . . .
H18A H 0.410015 0.710874 0.478062 0.036 Uiso 1 1 calc R U . . .
C19A C 0.3515(4) 0.5118(5) 0.47366(14) 0.0266(9) Uani 1 1 d . . . . .
H19A H 0.426106 0.471872 0.467050 0.032 Uiso 1 1 calc R U . . .
C20A C 0.2198(5) 0.8650(6) 0.49488(19) 0.0439(13) Uani 1 1 d . . . . .
H20A H 0.168255 0.901314 0.466866 0.066 Uiso 1 1 calc R U . . .
H20B H 0.299186 0.907814 0.495272 0.066 Uiso 1 1 calc R U . . .
H20C H 0.184083 0.886002 0.525959 0.066 Uiso 1 1 calc R U . . .
C21A C 0.4669(4) -0.0136(5) 0.34020(15) 0.0220(9) Uani 1 1 d . . . . .
C22A C 0.5385(4) -0.0050(6) 0.38452(17) 0.0344(11) Uani 1 1 d . . . . .
H22A H 0.519867 -0.056909 0.412703 0.041 Uiso 1 1 calc R U . . .
C23A C 0.6374(5) 0.0807(7) 0.3866(2) 0.0430(14) Uani 1 1 d . . . . .
H23A H 0.688081 0.085564 0.416487 0.052 Uiso 1 1 calc R U . . .
C24A C 0.6645(4) 0.1591(6) 0.3466(2) 0.0394(13) Uani 1 1 d . . . . .
C25A C 0.5919(4) 0.1483(5) 0.30175(19) 0.0325(11) Uani 1 1 d . . . . .
H25A H 0.610634 0.200153 0.273578 0.039 Uiso 1 1 calc R U . . .
C26A C 0.4918(4) 0.0606(5) 0.29883(15) 0.0259(9) Uani 1 1 d . . . . .
H26A H 0.442082 0.052488 0.268815 0.031 Uiso 1 1 calc R U . . .
C27A C 0.7705(5) 0.2564(7) 0.3496(3) 0.0574(19) Uani 1 1 d . . . . .
H27A H 0.750584 0.339925 0.367677 0.086 Uiso 1 1 calc R U . . .
H27B H 0.789845 0.281245 0.316063 0.086 Uiso 1 1 calc R U . . .
H27C H 0.839836 0.210999 0.367144 0.086 Uiso 1 1 calc R U . . .


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
S1A O1A 1.585(3) . ?
S1A O2A 1.426(3) . ?
S1A O3A 1.430(4) . ?
S1A C7A 1.764(4) . ?
S1B O1B 1.589(3) . ?
S1B O2B 1.427(3) . ?
S1B O3B 1.431(3) . ?
S1B C7B 1.756(4) . ?
S2B O4B 1.594(3) . ?
S2B O5B 1.430(3) . ?
S2B O6B 1.419(3) . ?
S2B C14B 1.751(5) . ?
S3B O7B 1.591(3) . ?
S3B O8B 1.421(3) . ?
S3B O9B 1.422(3) . ?
S3B C21B 1.752(4) . ?
F2B C2B 1.393(5) . ?
F3B C3B 1.398(5) . ?
F4B C4B 1.400(4) . ?
O1B C1B 1.448(5) . ?
O4B C5B 1.460(4) . ?
O7B C6B 1.442(5) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C1B C2B 1.501(6) . ?
C2B H2B 1.0000 . ?
C2B C3B 1.515(6) . ?
C3B H3B 1.0000 . ?
C3B C4B 1.529(6) . ?
C4B H4B 1.0000 . ?
C4B C5B 1.511(6) . ?
C5B H5B 1.0000 . ?
C5B C6B 1.515(5) . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B C8B 1.396(6) . ?
C7B C12B 1.385(6) . ?
C8B H8B 0.9500 . ?
C8B C9B 1.386(7) . ?
C9B H9B 0.9500 . ?
C9B C10B 1.386(7) . ?
C10B C11B 1.392(7) . ?
C10B C13B 1.521(6) . ?
C11B H11B 0.9500 . ?
C11B C12B 1.384(7) . ?
C12B H12B 0.9500 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B C15B 1.385(6) . ?
C14B C19B 1.398(6) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.388(6) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.391(7) . ?
C17B C18B 1.403(7) . ?
C17B C20B 1.497(7) . ?
C18B H18B 0.9500 . ?
C18B C19B 1.382(7) . ?
C19B H19B 0.9500 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B C22B 1.387(5) . ?
C21B C26B 1.377(6) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.376(7) . ?
C23B H23B 0.9500 . ?
C23B C24B 1.390(7) . ?
C24B C25B 1.395(6) . ?
C24B C27B 1.507(6) . ?
C25B H25B 0.9500 . ?
C25B C26B 1.390(6) . ?
C26B H26B 0.9500 . ?
C27B H27D 0.9800 . ?
C27B H27E 0.9800 . ?
C27B H27F 0.9800 . ?
S2A O4A 1.593(3) . ?
S2A O5A 1.427(3) . ?
S2A O6A 1.424(3) . ?
S2A C14A 1.755(5) . ?
S3A O7A 1.588(3) . ?
S3A O8A 1.419(3) . ?
S3A O9A 1.426(3) . ?
S3A C21A 1.756(4) . ?
F2A C2A 1.400(5) . ?
F3A C3A 1.400(4) . ?
F4A C4A 1.406(4) . ?
O1A C1A 1.452(5) . ?
O4A C5A 1.464(4) . ?
O7A C6A 1.449(5) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C1A C2A 1.506(5) . ?
C2A H2A 1.0000 . ?
C2A C3A 1.520(6) . ?
C3A H3A 1.0000 . ?
C3A C4A 1.526(6) . ?
C4A H4A 1.0000 . ?
C4A C5A 1.507(6) . ?
C5A H5A 1.0000 . ?
C5A C6A 1.515(5) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A C8A 1.382(6) . ?
C7A C12A 1.380(6) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.373(7) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.387(7) . ?
C10A C11A 1.380(7) . ?
C10A C13A 1.515(7) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.394(7) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A C15A 1.385(6) . ?
C14A C19A 1.389(6) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.391(7) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.396(7) . ?
C17A C18A 1.398(7) . ?
C17A C20A 1.493(8) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.392(7) . ?
C19A H19A 0.9500 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C21A C22A 1.390(6) . ?
C21A C26A 1.377(6) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.381(8) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.375(9) . ?
C24A C25A 1.410(7) . ?
C24A C27A 1.513(8) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.403(6) . ?
C26A H26A 0.9500 . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?

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
O1A S1A C7A 102.85(19) . . ?
O2A S1A O1A 109.23(19) . . ?
O2A S1A O3A 120.2(2) . . ?
O2A S1A C7A 108.9(2) . . ?
O3A S1A O1A 103.10(17) . . ?
O3A S1A C7A 111.0(2) . . ?
O1B S1B C7B 103.09(18) . . ?
O2B S1B O1B 109.10(18) . . ?
O2B S1B O3B 120.1(2) . . ?
O2B S1B C7B 109.3(2) . . ?
O3B S1B O1B 103.20(17) . . ?
O3B S1B C7B 110.6(2) . . ?
O4B S2B C14B 102.66(17) . . ?
O5B S2B O4B 109.17(16) . . ?
O5B S2B C14B 109.6(2) . . ?
O6B S2B O4B 104.15(17) . . ?
O6B S2B O5B 120.2(2) . . ?
O6B S2B C14B 109.5(2) . . ?
O7B S3B C21B 102.97(17) . . ?
O8B S3B O7B 108.92(17) . . ?
O8B S3B O9B 120.3(2) . . ?
O8B S3B C21B 109.06(19) . . ?
O9B S3B O7B 103.41(17) . . ?
O9B S3B C21B 110.71(19) . . ?
C1B O1B S1B 117.8(2) . . ?
C5B O4B S2B 121.7(2) . . ?
C6B O7B S3B 116.4(2) . . ?
O1B C1B H1BA 110.7 . . ?
O1B C1B H1BB 110.7 . . ?
O1B C1B C2B 105.0(3) . . ?
H1BA C1B H1BB 108.8 . . ?
C2B C1B H1BA 110.7 . . ?
C2B C1B H1BB 110.7 . . ?
F2B C2B C1B 108.3(3) . . ?
F2B C2B H2B 108.3 . . ?
F2B C2B C3B 108.5(4) . . ?
C1B C2B H2B 108.3 . . ?
C1B C2B C3B 115.0(3) . . ?
C3B C2B H2B 108.3 . . ?
F3B C3B C2B 107.7(3) . . ?
F3B C3B H3B 109.3 . . ?
F3B C3B C4B 105.9(3) . . ?
C2B C3B H3B 109.3 . . ?
C2B C3B C4B 115.0(3) . . ?
C4B C3B H3B 109.3 . . ?
F4B C4B C3B 106.3(3) . . ?
F4B C4B H4B 109.0 . . ?
F4B C4B C5B 108.0(3) . . ?
C3B C4B H4B 109.0 . . ?
C5B C4B C3B 115.3(3) . . ?
C5B C4B H4B 109.0 . . ?
O4B C5B C4B 110.8(3) . . ?
O4B C5B H5B 108.9 . . ?
O4B C5B C6B 106.0(3) . . ?
C4B C5B H5B 108.9 . . ?
C4B C5B C6B 113.3(3) . . ?
C6B C5B H5B 108.9 . . ?
O7B C6B C5B 106.0(3) . . ?
O7B C6B H6BA 110.5 . . ?
O7B C6B H6BB 110.5 . . ?
C5B C6B H6BA 110.5 . . ?
C5B C6B H6BB 110.5 . . ?
H6BA C6B H6BB 108.7 . . ?
C8B C7B S1B 119.4(3) . . ?
C12B C7B S1B 119.9(3) . . ?
C12B C7B C8B 120.7(4) . . ?
C7B C8B H8B 120.4 . . ?
C9B C8B C7B 119.2(4) . . ?
C9B C8B H8B 120.4 . . ?
C8B C9B H9B 119.6 . . ?
C8B C9B C10B 120.8(4) . . ?
C10B C9B H9B 119.6 . . ?
C9B C10B C11B 119.1(4) . . ?
C9B C10B C13B 120.3(5) . . ?
C11B C10B C13B 120.6(4) . . ?
C10B C11B H11B 119.5 . . ?
C12B C11B C10B 121.0(4) . . ?
C12B C11B H11B 119.5 . . ?
C7B C12B H12B 120.4 . . ?
C11B C12B C7B 119.2(4) . . ?
C11B C12B H12B 120.4 . . ?
C10B C13B H13D 109.5 . . ?
C10B C13B H13E 109.5 . . ?
C10B C13B H13F 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C15B C14B S2B 120.2(3) . . ?
C15B C14B C19B 121.1(4) . . ?
C19B C14B S2B 118.7(3) . . ?
C14B C15B H15B 120.7 . . ?
C14B C15B C16B 118.5(4) . . ?
C16B C15B H15B 120.7 . . ?
C15B C16B H16B 119.1 . . ?
C15B C16B C17B 121.8(4) . . ?
C17B C16B H16B 119.1 . . ?
C16B C17B C18B 118.4(4) . . ?
C16B C17B C20B 120.8(5) . . ?
C18B C17B C20B 120.7(5) . . ?
C17B C18B H18B 119.7 . . ?
C19B C18B C17B 120.7(4) . . ?
C19B C18B H18B 119.7 . . ?
C14B C19B H19B 120.3 . . ?
C18B C19B C14B 119.4(4) . . ?
C18B C19B H19B 120.3 . . ?
C17B C20B H20D 109.5 . . ?
C17B C20B H20E 109.5 . . ?
C17B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C22B C21B S3B 118.9(3) . . ?
C26B C21B S3B 119.9(3) . . ?
C26B C21B C22B 121.1(4) . . ?
C21B C22B H22B 120.6 . . ?
C23B C22B C21B 118.9(4) . . ?
C23B C22B H22B 120.6 . . ?
C22B C23B H23B 119.2 . . ?
C22B C23B C24B 121.6(4) . . ?
C24B C23B H23B 119.2 . . ?
C23B C24B C25B 118.4(4) . . ?
C23B C24B C27B 121.2(4) . . ?
C25B C24B C27B 120.4(4) . . ?
C24B C25B H25B 119.7 . . ?
C26B C25B C24B 120.5(4) . . ?
C26B C25B H25B 119.7 . . ?
C21B C26B C25B 119.4(4) . . ?
C21B C26B H26B 120.3 . . ?
C25B C26B H26B 120.3 . . ?
C24B C27B H27D 109.5 . . ?
C24B C27B H27E 109.5 . . ?
C24B C27B H27F 109.5 . . ?
H27D C27B H27E 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?
O4A S2A C14A 102.78(18) . . ?
O5A S2A O4A 109.16(16) . . ?
O5A S2A C14A 109.6(2) . . ?
O6A S2A O4A 104.34(17) . . ?
O6A S2A O5A 120.0(2) . . ?
O6A S2A C14A 109.4(2) . . ?
O7A S3A C21A 103.31(18) . . ?
O8A S3A O7A 109.36(17) . . ?
O8A S3A O9A 119.5(2) . . ?
O8A S3A C21A 109.48(19) . . ?
O9A S3A O7A 103.22(17) . . ?
O9A S3A C21A 110.6(2) . . ?
C1A O1A S1A 117.3(2) . . ?
C5A O4A S2A 121.4(2) . . ?
C6A O7A S3A 117.1(2) . . ?
O1A C1A H1AA 110.7 . . ?
O1A C1A H1AB 110.7 . . ?
O1A C1A C2A 105.2(3) . . ?
H1AA C1A H1AB 108.8 . . ?
C2A C1A H1AA 110.7 . . ?
C2A C1A H1AB 110.7 . . ?
F2A C2A C1A 108.2(3) . . ?
F2A C2A H2A 108.6 . . ?
F2A C2A C3A 108.2(3) . . ?
C1A C2A H2A 108.6 . . ?
C1A C2A C3A 114.6(3) . . ?
C3A C2A H2A 108.6 . . ?
F3A C3A C2A 107.4(3) . . ?
F3A C3A H3A 109.3 . . ?
F3A C3A C4A 105.8(3) . . ?
C2A C3A H3A 109.3 . . ?
C2A C3A C4A 115.6(3) . . ?
C4A C3A H3A 109.3 . . ?
F4A C4A C3A 106.3(3) . . ?
F4A C4A H4A 109.1 . . ?
F4A C4A C5A 107.2(3) . . ?
C3A C4A H4A 109.1 . . ?
C5A C4A C3A 115.9(3) . . ?
C5A C4A H4A 109.1 . . ?
O4A C5A C4A 110.0(3) . . ?
O4A C5A H5A 109.0 . . ?
O4A C5A C6A 105.9(3) . . ?
C4A C5A H5A 109.0 . . ?
C4A C5A C6A 113.9(3) . . ?
C6A C5A H5A 109.0 . . ?
O7A C6A C5A 105.6(3) . . ?
O7A C6A H6AA 110.6 . . ?
O7A C6A H6AB 110.6 . . ?
C5A C6A H6AA 110.6 . . ?
C5A C6A H6AB 110.6 . . ?
H6AA C6A H6AB 108.7 . . ?
C8A C7A S1A 119.6(3) . . ?
C12A C7A S1A 119.3(4) . . ?
C12A C7A C8A 121.1(4) . . ?
C7A C8A H8A 120.3 . . ?
C9A C8A C7A 119.4(4) . . ?
C9A C8A H8A 120.3 . . ?
C8A C9A H9A 119.5 . . ?
C8A C9A C10A 120.9(4) . . ?
C10A C9A H9A 119.5 . . ?
C9A C10A C13A 120.9(5) . . ?
C11A C10A C9A 118.9(4) . . ?
C11A C10A C13A 120.2(4) . . ?
C10A C11A H11A 119.5 . . ?
C10A C11A C12A 121.1(4) . . ?
C12A C11A H11A 119.5 . . ?
C7A C12A C11A 118.5(4) . . ?
C7A C12A H12A 120.7 . . ?
C11A C12A H12A 120.7 . . ?
C10A C13A H13A 109.5 . . ?
C10A C13A H13B 109.5 . . ?
C10A C13A H13C 109.5 . . ?
H13A C13A H13B 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C15A C14A S2A 119.7(3) . . ?
C15A C14A C19A 121.3(4) . . ?
C19A C14A S2A 119.0(3) . . ?
C14A C15A H15A 120.4 . . ?
C14A C15A C16A 119.1(4) . . ?
C16A C15A H15A 120.4 . . ?
C15A C16A H16A 119.7 . . ?
C15A C16A C17A 120.7(4) . . ?
C17A C16A H16A 119.7 . . ?
C16A C17A C18A 119.2(5) . . ?
C16A C17A C20A 120.3(5) . . ?
C18A C17A C20A 120.5(5) . . ?
C17A C18A H18A 119.8 . . ?
C19A C18A C17A 120.3(4) . . ?
C19A C18A H18A 119.8 . . ?
C14A C19A C18A 119.3(4) . . ?
C14A C19A H19A 120.3 . . ?
C18A C19A H19A 120.3 . . ?
C17A C20A H20A 109.5 . . ?
C17A C20A H20B 109.5 . . ?
C17A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
C22A C21A S3A 118.5(4) . . ?
C26A C21A S3A 119.3(3) . . ?
C26A C21A C22A 122.0(4) . . ?
C21A C22A H22A 120.8 . . ?
C23A C22A C21A 118.5(5) . . ?
C23A C22A H22A 120.8 . . ?
C22A C23A H23A 119.1 . . ?
C24A C23A C22A 121.7(4) . . ?
C24A C23A H23A 119.1 . . ?
C23A C24A C25A 119.2(5) . . ?
C23A C24A C27A 121.5(5) . . ?
C25A C24A C27A 119.2(6) . . ?
C24A C25A H25A 120.1 . . ?
C26A C25A C24A 119.8(5) . . ?
C26A C25A H25A 120.1 . . ?
C21A C26A C25A 118.9(4) . . ?
C21A C26A H26A 120.6 . . ?
C25A C26A H26A 120.6 . . ?
C24A C27A H27A 109.5 . . ?
C24A C27A H27B 109.5 . . ?
C24A C27A H27C 109.5 . . ?
H27A C27A H27B 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?

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
S1A O1A C1A C2A 158.7(3) . . . . ?
S1A C7A C8A C9A -176.9(4) . . . . ?
S1A C7A C12A C11A 176.3(4) . . . . ?
S1B O1B C1B C2B 155.0(3) . . . . ?
S1B C7B C8B C9B -175.5(4) . . . . ?
S1B C7B C12B C11B 175.5(4) . . . . ?
S2B O4B C5B C4B 94.8(3) . . . . ?
S2B O4B C5B C6B -141.9(3) . . . . ?
S2B C14B C15B C16B -177.4(3) . . . . ?
S2B C14B C19B C18B 177.4(3) . . . . ?
S3B O7B C6B C5B -158.8(2) . . . . ?
S3B C21B C22B C23B -175.2(4) . . . . ?
S3B C21B C26B C25B 175.5(4) . . . . ?
F2B C2B C3B F3B 74.3(4) . . . . ?
F2B C2B C3B C4B -43.5(4) . . . . ?
F3B C3B C4B F4B -178.0(3) . . . . ?
F3B C3B C4B C5B 62.3(4) . . . . ?
F4B C4B C5B O4B -74.6(4) . . . . ?
F4B C4B C5B C6B 166.5(3) . . . . ?
O1B S1B C7B C8B 99.8(4) . . . . ?
O1B S1B C7B C12B -76.7(4) . . . . ?
O1B C1B C2B F2B -69.3(4) . . . . ?
O1B C1B C2B C3B 169.2(3) . . . . ?
O2B S1B O1B C1B 47.0(3) . . . . ?
O2B S1B C7B C8B -16.1(4) . . . . ?
O2B S1B C7B C12B 167.4(4) . . . . ?
O3B S1B O1B C1B 175.7(3) . . . . ?
O3B S1B C7B C8B -150.4(3) . . . . ?
O3B S1B C7B C12B 33.1(4) . . . . ?
O4B S2B C14B C15B 108.2(3) . . . . ?
O4B S2B C14B C19B -71.5(3) . . . . ?
O4B C5B C6B O7B 70.2(4) . . . . ?
O5B S2B O4B C5B 13.6(4) . . . . ?
O5B S2B C14B C15B -7.7(4) . . . . ?
O5B S2B C14B C19B 172.6(3) . . . . ?
O6B S2B O4B C5B 143.1(3) . . . . ?
O6B S2B C14B C15B -141.6(3) . . . . ?
O6B S2B C14B C19B 38.7(4) . . . . ?
O7B S3B C21B C22B 73.6(4) . . . . ?
O7B S3B C21B C26B -102.7(4) . . . . ?
O8B S3B O7B C6B -43.2(3) . . . . ?
O8B S3B C21B C22B -170.8(4) . . . . ?
O8B S3B C21B C26B 12.8(4) . . . . ?
O9B S3B O7B C6B -172.2(3) . . . . ?
O9B S3B C21B C22B -36.3(4) . . . . ?
O9B S3B C21B C26B 147.3(4) . . . . ?
C1B C2B C3B F3B -164.4(3) . . . . ?
C1B C2B C3B C4B 77.8(5) . . . . ?
C2B C3B C4B F4B -59.2(4) . . . . ?
C2B C3B C4B C5B -178.9(3) . . . . ?
C3B C4B C5B O4B 44.2(4) . . . . ?
C3B C4B C5B C6B -74.7(4) . . . . ?
C4B C5B C6B O7B -168.2(3) . . . . ?
C7B S1B O1B C1B -69.1(3) . . . . ?
C7B C8B C9B C10B 1.0(7) . . . . ?
C8B C7B C12B C11B -0.9(7) . . . . ?
C8B C9B C10B C11B -3.1(7) . . . . ?
C8B C9B C10B C13B 177.1(4) . . . . ?
C9B C10B C11B C12B 3.1(7) . . . . ?
C10B C11B C12B C7B -1.2(7) . . . . ?
C12B C7B C8B C9B 1.0(7) . . . . ?
C13B C10B C11B C12B -177.0(4) . . . . ?
C14B S2B O4B C5B -102.7(3) . . . . ?
C14B C15B C16B C17B 0.0(6) . . . . ?
C15B C14B C19B C18B -2.3(6) . . . . ?
C15B C16B C17B C18B -2.1(6) . . . . ?
C15B C16B C17B C20B 178.5(4) . . . . ?
C16B C17B C18B C19B 2.1(6) . . . . ?
C17B C18B C19B C14B 0.1(6) . . . . ?
C19B C14B C15B C16B 2.3(5) . . . . ?
C20B C17B C18B C19B -178.5(4) . . . . ?
C21B S3B O7B C6B 72.5(3) . . . . ?
C21B C22B C23B C24B 0.3(8) . . . . ?
C22B C21B C26B C25B -0.8(7) . . . . ?
C22B C23B C24B C25B -1.9(7) . . . . ?
C22B C23B C24B C27B 176.2(5) . . . . ?
C23B C24B C25B C26B 2.1(7) . . . . ?
C24B C25B C26B C21B -0.8(7) . . . . ?
C26B C21B C22B C23B 1.1(7) . . . . ?
C27B C24B C25B C26B -175.9(5) . . . . ?
S2A O4A C5A C4A 100.6(3) . . . . ?
S2A O4A C5A C6A -135.9(3) . . . . ?
S2A C14A C15A C16A -176.2(3) . . . . ?
S2A C14A C19A C18A 176.3(3) . . . . ?
S3A O7A C6A C5A -159.6(3) . . . . ?
S3A C21A C22A C23A -175.7(4) . . . . ?
S3A C21A C26A C25A 175.0(3) . . . . ?
F2A C2A C3A F3A 73.0(4) . . . . ?
F2A C2A C3A C4A -44.8(4) . . . . ?
F3A C3A C4A F4A -177.4(3) . . . . ?
F3A C3A C4A C5A 63.6(4) . . . . ?
F4A C4A C5A O4A -77.2(4) . . . . ?
F4A C4A C5A C6A 164.2(3) . . . . ?
O1A S1A C7A C8A 105.7(4) . . . . ?
O1A S1A C7A C12A -72.9(4) . . . . ?
O1A C1A C2A F2A -67.2(4) . . . . ?
O1A C1A C2A C3A 172.0(3) . . . . ?
O2A S1A O1A C1A 49.6(3) . . . . ?
O2A S1A C7A C8A -10.1(4) . . . . ?
O2A S1A C7A C12A 171.3(4) . . . . ?
O3A S1A O1A C1A 178.5(3) . . . . ?
O3A S1A C7A C8A -144.6(4) . . . . ?
O3A S1A C7A C12A 36.8(5) . . . . ?
O4A S2A C14A C15A 103.7(3) . . . . ?
O4A S2A C14A C19A -74.8(3) . . . . ?
O4A C5A C6A O7A 67.8(4) . . . . ?
O5A S2A O4A C5A 12.2(4) . . . . ?
O5A S2A C14A C15A -12.3(4) . . . . ?
O5A S2A C14A C19A 169.2(3) . . . . ?
O6A S2A O4A C5A 141.7(3) . . . . ?
O6A S2A C14A C15A -145.9(3) . . . . ?
O6A S2A C14A C19A 35.7(4) . . . . ?
O7A S3A C21A C22A 78.6(4) . . . . ?
O7A S3A C21A C26A -97.1(4) . . . . ?
O8A S3A O7A C6A -47.4(3) . . . . ?
O8A S3A C21A C22A -165.0(4) . . . . ?
O8A S3A C21A C26A 19.3(4) . . . . ?
O9A S3A O7A C6A -175.6(3) . . . . ?
O9A S3A C21A C22A -31.3(4) . . . . ?
O9A S3A C21A C26A 153.0(3) . . . . ?
C1A C2A C3A F3A -166.2(3) . . . . ?
C1A C2A C3A C4A 76.0(4) . . . . ?
C2A C3A C4A F4A -58.7(4) . . . . ?
C2A C3A C4A C5A -177.7(3) . . . . ?
C3A C4A C5A O4A 41.3(4) . . . . ?
C3A C4A C5A C6A -77.4(4) . . . . ?
C4A C5A C6A O7A -171.2(3) . . . . ?
C7A S1A O1A C1A -66.0(3) . . . . ?
C7A C8A C9A C10A 0.3(7) . . . . ?
C8A C7A C12A C11A -2.2(8) . . . . ?
C8A C9A C10A C11A -1.7(7) . . . . ?
C8A C9A C10A C13A 179.1(5) . . . . ?
C9A C10A C11A C12A 1.1(8) . . . . ?
C10A C11A C12A C7A 0.8(9) . . . . ?
C12A C7A C8A C9A 1.7(7) . . . . ?
C13A C10A C11A C12A -179.7(5) . . . . ?
C14A S2A O4A C5A -104.1(3) . . . . ?
C14A C15A C16A C17A 0.3(6) . . . . ?
C15A C14A C19A C18A -2.2(6) . . . . ?
C15A C16A C17A C18A -2.7(6) . . . . ?
C15A C16A C17A C20A 178.0(4) . . . . ?
C16A C17A C18A C19A 2.7(6) . . . . ?
C17A C18A C19A C14A -0.3(6) . . . . ?
C19A C14A C15A C16A 2.2(6) . . . . ?
C20A C17A C18A C19A -178.0(4) . . . . ?
C21A S3A O7A C6A 69.1(3) . . . . ?
C21A C22A C23A C24A 1.5(8) . . . . ?
C22A C21A C26A C25A -0.6(7) . . . . ?
C22A C23A C24A C25A -2.2(8) . . . . ?
C22A C23A C24A C27A 177.9(5) . . . . ?
C23A C24A C25A C26A 1.5(7) . . . . ?
C24A C25A C26A C21A -0.1(7) . . . . ?
C26A C21A C22A C23A -0.1(7) . . . . ?
C27A C24A C25A C26A -178.7(4) . . . . ?

_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_dgige131
_database_code_depnum_ccdc_archive 'CCDC 2171948'
loop_
_audit_author_name
_audit_author_address
'Thierry Maris'
;Montreal University
Canada
;
_audit_update_record             
;
2022-05-10 deposited with the CCDC.	2022-10-10 downloaded from the CCDC.
;
_audit_creation_date             2022-05-10

loop_
_audit_author_email
denis.giguere@chm.ulaval.ca
thierry.maris@umontreal.ca
_diffrn_source_power             0.19937059999999998
_audit_creation_method           
;
FinalCif V104 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C6 H10 Br Cl F2 O2'
_chemical_formula_moiety         'C6 H10 Br Cl F2 O2'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_chemical_formula_weight         267.50
_chemical_melting_point          ?
_chemical_absolute_configuration ad
_space_group_crystal_system      orthorhombic
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.91(5)
 0.09(5)
2. 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
3.a Ternary CH refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C6(H6A,H6B)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_olex2_submission_original_sample_id OL-2-020
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
_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'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.7019(6)
_cell_length_b                   17.3028(10)
_cell_length_c                   4.9473(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     916.11(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150
_cell_measurement_reflns_used    6024
_cell_measurement_theta_min      4.227
_cell_measurement_theta_max      55.328
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_recrystallization_method 'crystalised from acetone'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    5.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5142
_exptl_absorpt_correction_T_max  0.7511
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1346 before and 0.0749 after correction.
The Ratio of minimum to maximum transmission is 0.6846.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.374
_shelx_estimated_absorpt_T_max   0.844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_diffrn_ambient_temperature      150
_diffrn_ambient_environment      ?
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 700'
_diffrn_radiation_probe          X-ray
_diffrn_source                   'Metal Jet'
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_target            Ga
_diffrn_source_voltage           69.71
_diffrn_source_current           2.86
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_detector_area_resol_mean 10.42
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support ?
_diffrn_reflns_number            8226
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_theta_min         4.226
_diffrn_reflns_theta_max         56.461
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1770
_reflns_number_gt                1573
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.637
_reflns_Friedel_fraction_max     0.943
_reflns_Friedel_fraction_full    0.986
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_cell_refinement       
;
SAINT (2020) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2020) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²+0.8081P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1770
_refine_ls_number_parameters     112
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0699
_refine_ls_wR_factor_gt          0.0676
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.09(5)
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.91(5)
2 0.09(5)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Br1 Br 0.41750(5) 0.63639(3) 0.85761(13) 0.03704(19) Uani 1 1 d . . . . .
Cl1 Cl 0.66211(13) 0.54642(8) 0.4195(2) 0.0368(3) Uani 1 1 d . . . . .
F1 F 0.7678(2) 0.70241(16) 0.6220(8) 0.0422(8) Uani 1 1 d . . . . .
F2 F 0.5333(3) 0.79044(17) 1.0436(6) 0.0356(8) Uani 1 1 d . . . . .
O1 O 0.8488(3) 0.47523(17) 0.8431(8) 0.0290(7) Uani 1 1 d . . . . .
H1 H 0.867651 0.456999 0.691117 0.043 Uiso 1 1 calc R U . . .
O2 O 0.5792(3) 0.91472(17) 0.6564(7) 0.0299(7) Uani 1 1 d . . . . .
H2 H 0.594890 0.933452 0.809372 0.045 Uiso 1 1 calc R U . . .
C1 C 0.8344(4) 0.5567(2) 0.8222(11) 0.0248(10) Uani 1 1 d . . . . .
H1A H 0.890678 0.576691 0.679564 0.030 Uiso 1 1 calc R U . . .
H1B H 0.858597 0.581145 0.995429 0.030 Uiso 1 1 calc R U . . .
C2 C 0.7001(4) 0.5785(3) 0.7546(9) 0.0217(11) Uani 1 1 d . . . . .
H2A H 0.643680 0.551288 0.884623 0.026 Uiso 1 1 calc R U . . .
C3 C 0.6779(5) 0.6648(3) 0.7820(10) 0.0244(11) Uani 1 1 d . . . . .
H3 H 0.691624 0.679819 0.974944 0.029 Uiso 1 1 calc R U . . .
C4 C 0.5523(4) 0.6966(3) 0.6915(10) 0.0225(10) Uani 1 1 d . . . . .
H4 H 0.546193 0.690806 0.490868 0.027 Uiso 1 1 calc R U . . .
C5 C 0.5310(5) 0.7813(3) 0.7619(10) 0.0245(11) Uani 1 1 d . . . . .
H5 H 0.446205 0.796468 0.695475 0.029 Uiso 1 1 calc R U . . .
C6 C 0.6260(4) 0.8373(3) 0.6430(12) 0.0269(11) Uani 1 1 d . . . . .
H6A H 0.705388 0.833643 0.744824 0.032 Uiso 1 1 calc R U . . .
H6B H 0.642961 0.823379 0.452402 0.032 Uiso 1 1 calc R U . . .


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
Br1 C4 1.961(5) . ?
Cl1 C2 1.795(5) . ?
F1 C3 1.405(6) . ?
F2 C5 1.403(5) . ?
O1 H1 0.8400 . ?
O1 C1 1.422(5) . ?
O2 H2 0.8400 . ?
O2 C6 1.431(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.523(7) . ?
C2 H2A 1.0000 . ?
C2 C3 1.518(7) . ?
C3 H3 1.0000 . ?
C3 C4 1.519(6) . ?
C4 H4 1.0000 . ?
C4 C5 1.524(6) . ?
C5 H5 1.0000 . ?
C5 C6 1.522(7) . ?
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
C1 O1 H1 109.5 . . ?
C6 O2 H2 109.5 . . ?
O1 C1 H1A 109.4 . . ?
O1 C1 H1B 109.4 . . ?
O1 C1 C2 111.3(4) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
Cl1 C2 H2A 108.2 . . ?
C1 C2 Cl1 109.9(3) . . ?
C1 C2 H2A 108.2 . . ?
C3 C2 Cl1 110.6(3) . . ?
C3 C2 C1 111.8(4) . . ?
C3 C2 H2A 108.2 . . ?
F1 C3 C2 107.3(4) . . ?
F1 C3 H3 108.5 . . ?
F1 C3 C4 105.8(4) . . ?
C2 C3 H3 108.5 . . ?
C2 C3 C4 117.9(4) . . ?
C4 C3 H3 108.5 . . ?
Br1 C4 H4 108.3 . . ?
C3 C4 Br1 109.6(3) . . ?
C3 C4 H4 108.3 . . ?
C3 C4 C5 114.4(4) . . ?
C5 C4 Br1 107.8(3) . . ?
C5 C4 H4 108.3 . . ?
F2 C5 C4 109.4(4) . . ?
F2 C5 H5 108.2 . . ?
F2 C5 C6 107.5(4) . . ?
C4 C5 H5 108.2 . . ?
C6 C5 C4 115.1(4) . . ?
C6 C5 H5 108.2 . . ?
O2 C6 C5 110.1(4) . . ?
O2 C6 H6A 109.6 . . ?
O2 C6 H6B 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?

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
O1 H1 O2 0.84 1.95 2.792(5) 177.0 3_646 yes
O2 H2 O1 0.84 1.96 2.797(5) 173.6 3_657 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
Br1 C4 C5 F2 60.3(4) . . . . ?
Br1 C4 C5 C6 -178.6(3) . . . . ?
Cl1 C2 C3 F1 -68.6(4) . . . . ?
Cl1 C2 C3 C4 50.6(5) . . . . ?
F1 C3 C4 Br1 170.7(3) . . . . ?
F1 C3 C4 C5 -68.1(5) . . . . ?
F2 C5 C6 O2 -73.9(5) . . . . ?
O1 C1 C2 Cl1 -67.3(5) . . . . ?
O1 C1 C2 C3 169.6(4) . . . . ?
C1 C2 C3 F1 54.2(5) . . . . ?
C1 C2 C3 C4 173.4(4) . . . . ?
C2 C3 C4 Br1 50.7(5) . . . . ?
C2 C3 C4 C5 171.9(4) . . . . ?
C3 C4 C5 F2 -61.9(5) . . . . ?
C3 C4 C5 C6 59.3(6) . . . . ?
C4 C5 C6 O2 164.0(4) . . . . ?

