# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 983930'
_audit_update_record             
;
2015-04-28 deposited with the CCDC.
2015-05-07 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   9.1420(3)
_cell_length_b                   11.9074(4)
_cell_length_c                   20.3303(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2213.10(11)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C24 H30 F2 O6 
# Dc =      1.36 Fooo =    960.00 Mu =      1.07 M =    452.49
# Found Formula = C24 H30 F2 O6 
# Dc =      1.36 FOOO =    960.00 Mu =      1.07 M =    452.49

_chemical_formula_sum            'C24 H30 F2 O6'
_chemical_formula_moiety         'C24 H30 F2 O6'
_chemical_compound_source        ?
_chemical_formula_weight         452.49


_cell_measurement_reflns_used    4711
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27
_cell_measurement_temperature    298

_exptl_crystal_description       needels
_exptl_crystal_colour            coulorless
_exptl_crystal_size_min          0.090
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_max          0.430

_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    0.107

# Sheldrick geometric approximatio 0.96 0.99 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.99
_exptl_absorpt_correction_T_max  0.99
# For a Kappa CCD, set Tmin to 1.0 and 
# Tmax to the ratio of max:min frame scales in scale_all.log 
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      298
_diffrn_reflns_number            8436
_reflns_number_total             2569
_diffrn_reflns_av_R_equivalents  0.082
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2569 
# Theoretical number of reflections is about 4699 


_diffrn_reflns_theta_min         2.982
_diffrn_reflns_theta_max         27.419
_diffrn_measured_fraction_theta_max 0.898

_diffrn_reflns_theta_full        25.225
_diffrn_measured_fraction_theta_full 0.968


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       25
_reflns_limit_h_min              0
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              25

_oxford_diffrn_Wilson_B_factor   1.97
_oxford_diffrn_Wilson_scale      25.84

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.31
_refine_diff_density_max         0.33


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         1132
_refine_ls_number_restraints     103
_refine_ls_number_parameters     185
_oxford_refine_ls_R_factor_ref   0.0544
_refine_ls_wR_factor_ref         0.0673
_refine_ls_goodness_of_fit_ref   0.9361
_refine_ls_shift/su_max          0.0071288
_refine_ls_shift/su_mean         0.0003116


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2569
_refine_ls_R_factor_all          0.1712
_refine_ls_wR_factor_all         0.1027

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1132
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_gt          0.0673

# The Flack parameter was determined before Friedel pairs were merged 
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_abs_structure_details 'Flack (1983), 0 Friedel-pairs'
# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 39.3 62.6 45.8 20.4 7.91 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
F1 F 0.5866(3) 0.6168(2) 0.28042(13) 0.0471 1.0000 Uani . . . . . .
O2 O 0.8769(4) 0.3381(3) 0.34076(16) 0.0375 1.0000 Uani . . . . . .
O3 O 0.3673(4) 0.4969(3) 0.40872(18) 0.0426 1.0000 Uani D . . . . .
O4 O 0.8743(5) 0.2571(3) 0.50500(18) 0.0534 1.0000 Uani . . . . . .
C5 C 0.4624(6) 0.4997(4) 0.3532(3) 0.0347 1.0000 Uani D . . . . .
F6 F 0.6500(4) 0.9362(3) 0.32883(18) 0.0828 1.0000 Uani D . . . . .
C7 C 0.4046(6) 0.7075(4) 0.3417(2) 0.0365 1.0000 Uani D . . . . .
O8 O 1.0677(4) 0.4459(3) 0.37442(18) 0.0544 1.0000 Uani D . . . . .
C9 C 0.3570(6) 0.7556(4) 0.4082(2) 0.0367 1.0000 Uani D . . . . .
O10 O 0.7602(5) 0.0658(3) 0.4610(2) 0.0696 1.0000 Uani D . . . . .
O11 O 0.1107(4) 0.7837(3) 0.4476(2) 0.0590 1.0000 Uani . . . . . .
C12 C 0.8433(6) 0.3667(4) 0.4077(2) 0.0341 1.0000 Uani D . . . . .
C13 C 0.5231(5) 0.6187(4) 0.3447(2) 0.0297 1.0000 Uani D . . . . .
C14 C 0.4506(6) 0.8264(4) 0.3628(2) 0.0363 1.0000 Uani D . . . . .
C15 C 0.9002(5) 0.5639(5) 0.4334(3) 0.0429 1.0000 Uani D . . . . .
C16 C 0.6492(6) 0.6477(4) 0.3915(2) 0.0342 1.0000 Uani D . . . . .
C17 C 0.6408(6) 0.4369(5) 0.4809(2) 0.0401 1.0000 Uani D . . . . .
C18 C 1.0307(6) 0.3573(5) 0.3302(3) 0.0472 1.0000 Uani D . . . . .
C19 C 0.2130(6) 0.8127(4) 0.4134(3) 0.0426 1.0000 Uani D . . . . .
C20 C 0.6057(6) 0.8583(4) 0.3763(3) 0.0494 1.0000 Uani D . . . . .
C21 C 0.8324(5) 0.2600(4) 0.4486(3) 0.0368 1.0000 Uani D . . . . .
C22 C 0.7655(7) 0.1575(4) 0.4184(3) 0.0583 1.0000 Uani D . . . . .
C23 C 0.2912(6) 0.6880(5) 0.2879(3) 0.0532 1.0000 Uani D . . . . .
C24 C 0.7628(5) 0.5545(4) 0.3903(3) 0.0368 1.0000 Uani D . . . . .
C25 C 0.5798(5) 0.4085(4) 0.3601(2) 0.0392 1.0000 Uani D . . . . .
C26 C 0.3499(7) 0.9198(4) 0.3429(2) 0.0495 1.0000 Uani D . . . . .
C27 C 0.6992(5) 0.4394(4) 0.4097(2) 0.0302 1.0000 Uani D . . . . .
C28 C 0.7142(6) 0.7613(4) 0.3738(3) 0.0499 1.0000 Uani D . . . . .
C29 C 0.9662(6) 0.4475(4) 0.4287(2) 0.0377 1.0000 Uani D . . . . .
C30 C 0.2194(6) 0.9142(4) 0.3712(2) 0.0494 1.0000 Uani D . . . . .
C31 C 1.0488(6) 0.3984(6) 0.2613(3) 0.0660 1.0000 Uani D . . . . .
C32 C 1.1186(7) 0.2541(5) 0.3459(4) 0.0792 1.0000 Uani D . . . . .
H51 H 0.405(2) 0.4824(19) 0.3143(10) 0.0489 1.0000 Uiso D . . . . .
H91 H 0.400(2) 0.721(2) 0.4477(10) 0.0450 1.0000 Uiso D . . . . .
H151 H 0.876(3) 0.582(2) 0.4788(10) 0.0640 1.0000 Uiso D . . . . .
H152 H 0.967(2) 0.6198(19) 0.4160(12) 0.0640 1.0000 Uiso D . . . . .
H161 H 0.609(2) 0.6528(19) 0.4362(10) 0.0470 1.0000 Uiso D . . . . .
H171 H 0.572(3) 0.498(2) 0.4875(12) 0.0528 1.0000 Uiso D . . . . .
H172 H 0.722(2) 0.446(3) 0.5110(11) 0.0528 1.0000 Uiso D . . . . .
H173 H 0.593(3) 0.3658(19) 0.4904(12) 0.0528 1.0000 Uiso D . . . . .
H201 H 0.611(2) 0.8948(19) 0.4196(10) 0.0663 1.0000 Uiso D . . . . .
H221 H 0.821(3) 0.1356(19) 0.3799(11) 0.0727 1.0000 Uiso D . . . . .
H222 H 0.666(2) 0.1760(19) 0.4050(13) 0.0727 1.0000 Uiso D . . . . .
H231 H 0.344(3) 0.670(3) 0.2485(11) 0.0729 1.0000 Uiso D . . . . .
H232 H 0.233(3) 0.7533(19) 0.2810(15) 0.0729 1.0000 Uiso D . . . . .
H233 H 0.228(3) 0.627(2) 0.2992(13) 0.0729 1.0000 Uiso D . . . . .
H241 H 0.798(2) 0.5474(19) 0.3451(10) 0.0554 1.0000 Uiso D . . . . .
H251 H 0.533(2) 0.3382(18) 0.3732(12) 0.0516 1.0000 Uiso D . . . . .
H252 H 0.625(2) 0.399(2) 0.3173(10) 0.0516 1.0000 Uiso D . . . . .
H261 H 0.377(2) 0.9748(14) 0.3134(7) 0.0664 1.0000 Uiso D . . . . .
H281 H 0.794(3) 0.7790(19) 0.4032(13) 0.0721 1.0000 Uiso D . . . . .
H282 H 0.752(3) 0.7563(19) 0.3291(10) 0.0721 1.0000 Uiso D . . . . .
H291 H 1.014(2) 0.4240(19) 0.4698(10) 0.0498 1.0000 Uiso D . . . . .
H301 H 0.144(2) 0.9664(15) 0.3658(7) 0.0662 1.0000 Uiso D . . . . .
H311 H 1.148(2) 0.423(3) 0.2548(13) 0.0919 1.0000 Uiso D . . . . .
H312 H 0.983(4) 0.460(3) 0.2531(14) 0.0919 1.0000 Uiso D . . . . .
H313 H 1.028(4) 0.338(2) 0.2318(11) 0.0919 1.0000 Uiso D . . . . .
H321 H 1.220(2) 0.270(2) 0.3391(19) 0.1012 1.0000 Uiso D . . . . .
H322 H 1.102(4) 0.234(3) 0.3908(11) 0.1012 1.0000 Uiso D . . . . .
H323 H 1.089(4) 0.194(2) 0.3177(16) 0.1012 1.0000 Uiso D . . . . .
H101 H 0.7963 0.0762 0.5004 0.0851 1.0000 Uiso . . . . . .
H31 H 0.280(2) 0.497(4) 0.401(2) 0.0525 1.0000 Uiso D . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.25014(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 . C13 . 1.430(5) yes
O2 . C12 . 1.436(5) yes
O2 . C18 . 1.441(6) yes
O3 . C5 . 1.425(6) yes
O3 . H31 . 0.815(18) no
O4 . C21 . 1.210(6) yes
C5 . C13 . 1.531(6) yes
C5 . C25 . 1.534(7) yes
C5 . H51 . 0.973(17) no
F6 . C20 . 1.399(5) yes
C7 . C9 . 1.531(7) yes
C7 . C13 . 1.516(6) yes
C7 . C14 . 1.538(7) yes
C7 . C23 . 1.524(7) yes
O8 . C18 . 1.427(6) yes
O8 . C29 . 1.441(6) yes
C9 . C14 . 1.514(6) yes
C9 . C19 . 1.486(7) yes
C9 . H91 . 0.984(17) no
O10 . C22 . 1.395(6) yes
O10 . H101 . 0.874 no
O11 . C19 . 1.215(6) yes
C12 . C21 . 1.521(7) yes
C12 . C27 . 1.577(7) yes
C12 . C29 . 1.540(7) yes
C13 . C16 . 1.535(6) yes
C14 . C20 . 1.494(7) yes
C14 . C26 . 1.499(7) yes
C15 . C24 . 1.535(7) yes
C15 . C29 . 1.514(7) yes
C15 . H151 . 0.974(18) no
C15 . H152 . 0.968(18) no
C16 . C24 . 1.520(7) yes
C16 . C28 . 1.521(6) yes
C16 . H161 . 0.981(17) no
C17 . C27 . 1.545(6) yes
C17 . H171 . 0.973(18) no
C17 . H172 . 0.965(18) no
C17 . H173 . 0.971(18) no
C18 . C31 . 1.491(7) yes
C18 . C32 . 1.503(8) yes
C19 . C30 . 1.483(7) yes
C20 . C28 . 1.524(7) yes
C20 . H201 . 0.982(18) no
C21 . C22 . 1.497(7) yes
C22 . H221 . 0.970(18) no
C22 . H222 . 0.972(18) no
C23 . H231 . 0.960(18) no
C23 . H232 . 0.951(18) no
C23 . H233 . 0.956(18) no
C24 . C27 . 1.540(6) yes
C24 . H241 . 0.976(18) no
C25 . C27 . 1.530(6) yes
C25 . H251 . 0.976(18) no
C25 . H252 . 0.969(17) no
C26 . C30 . 1.327(7) yes
C26 . H261 . 0.921(18) no
C28 . H281 . 0.966(18) no
C28 . H282 . 0.973(18) no
C29 . H291 . 0.983(18) no
C30 . H301 . 0.937(18) no
C31 . H311 . 0.960(18) no
C31 . H312 . 0.963(18) no
C31 . H313 . 0.954(18) no
C32 . H321 . 0.958(18) no
C32 . H322 . 0.957(18) no
C32 . H323 . 0.957(18) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 . O2 . C18 . 108.2(4) yes
C5 . O3 . H31 . 117(4) no
O3 . C5 . C13 . 109.4(4) yes
O3 . C5 . C25 . 109.7(4) yes
C13 . C5 . C25 . 114.3(4) yes
O3 . C5 . H51 . 107.9(14) no
C13 . C5 . H51 . 107.5(14) no
C25 . C5 . H51 . 107.7(14) no
C9 . C7 . C13 . 115.4(4) yes
C9 . C7 . C14 . 59.1(3) yes
C13 . C7 . C14 . 115.8(4) yes
C9 . C7 . C23 . 119.8(5) yes
C13 . C7 . C23 . 114.1(4) yes
C14 . C7 . C23 . 121.8(4) yes
C18 . O8 . C29 . 109.9(4) yes
C7 . C9 . C14 . 60.7(3) yes
C7 . C9 . C19 . 119.1(5) yes
C14 . C9 . C19 . 106.8(4) yes
C7 . C9 . H91 . 116.9(13) no
C14 . C9 . H91 . 120.5(14) no
C19 . C9 . H91 . 118.9(12) no
C22 . O10 . H101 . 116.4 no
O2 . C12 . C21 . 109.5(4) yes
O2 . C12 . C27 . 109.4(4) yes
C21 . C12 . C27 . 112.9(4) yes
O2 . C12 . C29 . 104.8(4) yes
C21 . C12 . C29 . 114.7(4) yes
C27 . C12 . C29 . 105.0(4) yes
C5 . C13 . C7 . 113.0(4) yes
C5 . C13 . F1 . 103.7(4) yes
C7 . C13 . F1 . 105.3(4) yes
C5 . C13 . C16 . 114.2(4) yes
C7 . C13 . C16 . 113.9(4) yes
F1 . C13 . C16 . 105.4(4) yes
C7 . C14 . C9 . 60.2(3) yes
C7 . C14 . C20 . 123.0(4) yes
C9 . C14 . C20 . 124.5(4) yes
C7 . C14 . C26 . 116.1(4) yes
C9 . C14 . C26 . 103.3(5) yes
C20 . C14 . C26 . 116.4(4) yes
C24 . C15 . C29 . 102.9(4) yes
C24 . C15 . H151 . 111.8(15) no
C29 . C15 . H151 . 110.9(15) no
C24 . C15 . H152 . 110.7(15) no
C29 . C15 . H152 . 110.9(14) no
H151 . C15 . H152 . 109.6(16) no
C13 . C16 . C24 . 109.8(4) yes
C13 . C16 . C28 . 110.3(4) yes
C24 . C16 . C28 . 112.2(4) yes
C13 . C16 . H161 . 107.9(14) no
C24 . C16 . H161 . 108.4(13) no
C28 . C16 . H161 . 108.0(14) no
C27 . C17 . H171 . 109.8(15) no
C27 . C17 . H172 . 109.1(14) no
H171 . C17 . H172 . 109.1(16) no
C27 . C17 . H173 . 110.9(15) no
H171 . C17 . H173 . 109.4(16) no
H172 . C17 . H173 . 108.5(16) no
O2 . C18 . O8 . 104.7(4) yes
O2 . C18 . C31 . 107.5(5) yes
O8 . C18 . C31 . 108.8(4) yes
O2 . C18 . C32 . 111.1(5) yes
O8 . C18 . C32 . 110.1(5) yes
C31 . C18 . C32 . 114.1(5) yes
C9 . C19 . O11 . 126.4(5) yes
C9 . C19 . C30 . 107.2(5) yes
O11 . C19 . C30 . 126.3(5) yes
C14 . C20 . F6 . 108.4(5) yes
C14 . C20 . C28 . 114.8(4) yes
F6 . C20 . C28 . 106.9(4) yes
C14 . C20 . H201 . 109.0(14) no
F6 . C20 . H201 . 108.0(14) no
C28 . C20 . H201 . 109.4(14) no
C12 . C21 . O4 . 121.4(5) yes
C12 . C21 . C22 . 119.0(4) yes
O4 . C21 . C22 . 119.6(5) yes
C21 . C22 . O10 . 113.5(4) yes
C21 . C22 . H221 . 109.5(15) no
O10 . C22 . H221 . 108.0(15) no
C21 . C22 . H222 . 108.1(15) no
O10 . C22 . H222 . 108.6(15) no
H221 . C22 . H222 . 109.1(16) no
C7 . C23 . H231 . 107.1(15) no
C7 . C23 . H232 . 111.0(15) no
H231 . C23 . H232 . 109.7(16) no
C7 . C23 . H233 . 110.9(15) no
H231 . C23 . H233 . 109.3(16) no
H232 . C23 . H233 . 108.8(16) no
C15 . C24 . C16 . 119.8(4) yes
C15 . C24 . C27 . 103.2(4) yes
C16 . C24 . C27 . 112.8(4) yes
C15 . C24 . H241 . 106.1(14) no
C16 . C24 . H241 . 107.5(13) no
C27 . C24 . H241 . 106.7(14) no
C5 . C25 . C27 . 112.9(4) yes
C5 . C25 . H251 . 109.1(14) no
C27 . C25 . H251 . 109.8(14) no
C5 . C25 . H252 . 107.2(14) no
C27 . C25 . H252 . 108.6(14) no
H251 . C25 . H252 . 109.1(16) no
C14 . C26 . C30 . 113.4(5) yes
C14 . C26 . H261 . 122.7(13) no
C30 . C26 . H261 . 123.9(13) no
C24 . C27 . C17 . 112.8(4) yes
C24 . C27 . C25 . 108.4(4) yes
C17 . C27 . C25 . 111.5(4) yes
C24 . C27 . C12 . 99.6(4) yes
C17 . C27 . C12 . 107.6(4) yes
C25 . C27 . C12 . 116.6(4) yes
C20 . C28 . C16 . 114.3(4) yes
C20 . C28 . H281 . 107.7(15) no
C16 . C28 . H281 . 110.0(15) no
C20 . C28 . H282 . 107.8(15) no
C16 . C28 . H282 . 107.7(15) no
H281 . C28 . H282 . 109.1(16) no
C12 . C29 . C15 . 107.4(4) yes
C12 . C29 . O8 . 104.4(4) yes
C15 . C29 . O8 . 108.5(4) yes
C12 . C29 . H291 . 112.4(14) no
C15 . C29 . H291 . 112.6(13) no
O8 . C29 . H291 . 111.1(14) no
C19 . C30 . C26 . 109.2(5) yes
C19 . C30 . H301 . 125.4(13) no
C26 . C30 . H301 . 125.4(13) no
C18 . C31 . H311 . 109.6(16) no
C18 . C31 . H312 . 110.0(16) no
H311 . C31 . H312 . 109.4(16) no
C18 . C31 . H313 . 108.8(15) no
H311 . C31 . H313 . 109.5(16) no
H312 . C31 . H313 . 109.5(16) no
C18 . C32 . H321 . 108.9(16) no
C18 . C32 . H322 . 109.0(16) no
H321 . C32 . H322 . 110.0(17) no
C18 . C32 . H323 . 109.4(16) no
H321 . C32 . H323 . 109.9(17) no
H322 . C32 . H323 . 109.6(16) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C15 . H152 . O11 1_655 142(2) 0.968 2.441 3.262(7) yes
C16 . H161 . O11 2_566 154.0(18) 0.981 2.480 3.390(7) yes
C17 . H173 . O4 2_456 152(3) 0.971 2.481 3.370(7) yes
C20 . H201 . O10 1_565 131.7(18) 0.982 2.590 3.326(7) yes
O10 . H101 . O3 2_556 147.8(3) 0.874 2.143 2.920(7) yes
O3 . H31 . O8 1_455 162(5) 0.815 2.106 2.891(7) yes


_chemical_properties_physical    Photo-sensitive
