# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_VC1534

_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
Ethyl 3-(4-bromophenyl)-6-methoxy-1H-indene-
2-carboxylate
;

_chemical_formula_moiety         'C19 H17 Br O3'
_chemical_formula_sum            'C19 H17 Br O3'
_chemical_formula_weight         373.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4719(5)
_cell_length_b                   16.3375(5)
_cell_length_c                   9.0945(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.461(5)
_cell_angle_gamma                90
_cell_volume                     1670.52(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1893
_cell_measurement_theta_min      2.1945
_cell_measurement_theta_max      29.1219


_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    2.473
_exptl_absorpt_correction_T_min  0.64442
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0827
_diffrn_reflns_number            7805
_diffrn_reflns_av_unetI/netI     0.1660
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.199
_diffrn_reflns_theta_max         29.188
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3854
_reflns_number_gt                1516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000

_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0115P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1181
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0461
_refine_ls_wR_factor_gt          0.0410
_refine_ls_goodness_of_fit_ref   0.655
_refine_ls_restrained_S_all      0.655
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000



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
C1 C 0.4583(2) 0.55556(12) -0.2733(3) 0.0393(8) Uani 1 1 d . . . . .
H1A H 0.4854 0.5971 -0.3351 0.047 Uiso 1 1 calc R U . . .
H1B H 0.4029 0.5801 -0.2185 0.047 Uiso 1 1 calc R U . . .
C2 C 0.5613(2) 0.51713(14) -0.1682(3) 0.0333(7) Uani 1 1 d . . . . .
C3 C 0.5663(2) 0.43491(14) -0.1951(3) 0.0287(7) Uani 1 1 d . . . . .
C4 C 0.4676(2) 0.41362(14) -0.3152(3) 0.0328(7) Uani 1 1 d . . . . .
C5 C 0.4315(2) 0.33856(14) -0.3820(3) 0.0373(7) Uani 1 1 d . . . . .
H5 H 0.4718 0.2909 -0.3469 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3355(2) 0.33549(16) -0.5007(3) 0.0410(7) Uani 1 1 d . . . . .
H6 H 0.3116 0.2855 -0.5457 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2739(3) 0.40651(16) -0.5540(3) 0.0401(7) Uani 1 1 d . . . . .
C8 C 0.3076(2) 0.48132(15) -0.4851(3) 0.0412(8) Uani 1 1 d . . . . .
H8 H 0.2660 0.5287 -0.5192 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4023(2) 0.48469(14) -0.3669(3) 0.0340(7) Uani 1 1 d . . . . .
C10 C 0.6397(3) 0.56759(16) -0.0569(3) 0.0368(7) Uani 1 1 d . . . . .
O1 O 0.63004(17) 0.64113(9) -0.04871(19) 0.0569(6) Uani 1 1 d . . . . .
O2 O 0.72266(17) 0.52488(9) 0.0346(2) 0.0481(5) Uani 1 1 d . . . . .
C11 C 0.8090(3) 0.56871(14) 0.1428(3) 0.0547(9) Uani 1 1 d . . . . .
H11A H 0.7715 0.5924 0.2195 0.066 Uiso 1 1 calc R U . . .
H11B H 0.8441 0.6125 0.0941 0.066 Uiso 1 1 calc R U . . .
C12 C 0.9019(3) 0.50889(15) 0.2107(3) 0.0853(11) Uani 1 1 d . . . . .
H12A H 0.8658 0.4650 0.2558 0.128 Uiso 1 1 calc R U . . .
H12B H 0.9599 0.5358 0.2858 0.128 Uiso 1 1 calc R U . . .
H12C H 0.9401 0.4873 0.1342 0.128 Uiso 1 1 calc R U . . .
O3 O 0.18008(17) 0.40898(10) -0.6718(2) 0.0576(6) Uani 1 1 d . . . . .
C13 C 0.1426(2) 0.33474(15) -0.7489(3) 0.0628(9) Uani 1 1 d . . . . .
H13A H 0.2079 0.3111 -0.7856 0.094 Uiso 1 1 calc R U . . .
H13B H 0.0785 0.3459 -0.8317 0.094 Uiso 1 1 calc R U . . .
H13C H 0.1161 0.2971 -0.6814 0.094 Uiso 1 1 calc R U . . .
C1' C 0.6582(2) 0.37458(13) -0.1297(3) 0.0311(7) Uani 1 1 d . . . . .
C2' C 0.7739(3) 0.38350(14) -0.1470(3) 0.0373(7) Uani 1 1 d . . . . .
H2' H 0.7954 0.4306 -0.1926 0.045 Uiso 1 1 calc R U . . .
C3' C 0.8590(2) 0.32444(15) -0.0985(2) 0.0416(7) Uani 1 1 d . . . . .
H3' H 0.9369 0.3309 -0.1113 0.050 Uiso 1 1 calc R U . . .
C4' C 0.8244(3) 0.25538(14) -0.0304(3) 0.0376(7) Uani 1 1 d . . . . .
Br1 Br 0.94147(3) 0.17196(2) 0.03031(3) 0.06125(12) Uani 1 1 d . . . . .
C5' C 0.7124(3) 0.24518(14) -0.0093(3) 0.0470(8) Uani 1 1 d . . . . .
H5' H 0.6922 0.1987 0.0393 0.056 Uiso 1 1 calc R U . . .
C6' C 0.6270(2) 0.30449(13) -0.0605(3) 0.0417(8) Uani 1 1 d . . . . .
H6' H 0.5491 0.2972 -0.0484 0.050 Uiso 1 1 calc R U . . .


_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
C1 C2 1.502(3) . ?
C1 C9 1.504(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.369(3) . ?
C2 C10 1.466(3) . ?
C3 C4 1.451(3) . ?
C3 C1' 1.479(3) . ?
C4 C5 1.394(3) . ?
C4 C9 1.411(3) . ?
C5 C6 1.382(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(3) . ?
C6 H6 0.9300 . ?
C7 O3 1.360(3) . ?
C7 C8 1.392(3) . ?
C8 C9 1.369(3) . ?
C8 H8 0.9300 . ?
C10 O1 1.210(2) . ?
C10 O2 1.330(3) . ?
O2 C11 1.440(3) . ?
C11 C12 1.487(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
O3 C13 1.424(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C1' C2' 1.375(3) . ?
C1' C6' 1.387(3) . ?
C2' C3' 1.381(3) . ?
C2' H2' 0.9300 . ?
C3' C4' 1.382(3) . ?
C3' H3' 0.9300 . ?
C4' C5' 1.348(3) . ?
C4' Br1 1.916(2) . ?
C5' C6' 1.390(3) . ?
C5' H5' 0.9300 . ?
C6' H6' 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C9 103.44(19) . . ?
C2 C1 H1A 111.1 . . ?
C9 C1 H1A 111.1 . . ?
C2 C1 H1B 111.1 . . ?
C9 C1 H1B 111.1 . . ?
H1A C1 H1B 109.0 . . ?
C3 C2 C10 129.3(3) . . ?
C3 C2 C1 110.6(2) . . ?
C10 C2 C1 120.1(2) . . ?
C2 C3 C4 108.4(2) . . ?
C2 C3 C1' 129.3(3) . . ?
C4 C3 C1' 122.0(2) . . ?
C5 C4 C9 119.1(3) . . ?
C5 C4 C3 131.2(2) . . ?
C9 C4 C3 109.7(2) . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
O3 C7 C8 115.7(3) . . ?
O3 C7 C6 124.4(3) . . ?
C8 C7 C6 119.9(3) . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C4 121.0(2) . . ?
C8 C9 C1 131.2(2) . . ?
C4 C9 C1 107.8(2) . . ?
O1 C10 O2 123.0(3) . . ?
O1 C10 C2 123.3(3) . . ?
O2 C10 C2 113.6(2) . . ?
C10 O2 C11 118.41(19) . . ?
O2 C11 C12 107.2(2) . . ?
O2 C11 H11A 110.3 . . ?
C12 C11 H11A 110.3 . . ?
O2 C11 H11B 110.3 . . ?
C12 C11 H11B 110.3 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 O3 C13 118.5(2) . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2' C1' C6' 118.8(2) . . ?
C2' C1' C3 120.7(2) . . ?
C6' C1' C3 120.4(2) . . ?
C1' C2' C3' 121.8(2) . . ?
C1' C2' H2' 119.1 . . ?
C3' C2' H2' 119.1 . . ?
C2' C3' C4' 117.8(2) . . ?
C2' C3' H3' 121.1 . . ?
C4' C3' H3' 121.1 . . ?
C5' C4' C3' 122.1(2) . . ?
C5' C4' Br1 120.3(2) . . ?
C3' C4' Br1 117.6(2) . . ?
C4' C5' C6' 119.6(2) . . ?
C4' C5' H5' 120.2 . . ?
C6' C5' H5' 120.2 . . ?
C1' C6' C5' 119.9(2) . . ?
C1' C6' H6' 120.0 . . ?
C5' C6' H6' 120.0 . . ?

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
C9 C1 C2 C3 0.0(2) . . . . ?
C9 C1 C2 C10 179.87(19) . . . . ?
C10 C2 C3 C4 179.0(2) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C10 C2 C3 C1' -6.3(4) . . . . ?
C1 C2 C3 C1' 173.5(2) . . . . ?
C2 C3 C4 C5 -178.5(2) . . . . ?
C1' C3 C4 C5 6.3(4) . . . . ?
C2 C3 C4 C9 1.9(3) . . . . ?
C1' C3 C4 C9 -173.2(2) . . . . ?
C9 C4 C5 C6 2.3(3) . . . . ?
C3 C4 C5 C6 -177.2(2) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C5 C6 C7 O3 178.7(2) . . . . ?
C5 C6 C7 C8 -1.4(4) . . . . ?
O3 C7 C8 C9 -179.0(2) . . . . ?
C6 C7 C8 C9 1.0(4) . . . . ?
C7 C8 C9 C4 1.0(4) . . . . ?
C7 C8 C9 C1 179.5(2) . . . . ?
C5 C4 C9 C8 -2.6(3) . . . . ?
C3 C4 C9 C8 177.0(2) . . . . ?
C5 C4 C9 C1 178.51(19) . . . . ?
C3 C4 C9 C1 -1.9(3) . . . . ?
C2 C1 C9 C8 -177.6(3) . . . . ?
C2 C1 C9 C4 1.1(2) . . . . ?
C3 C2 C10 O1 176.0(2) . . . . ?
C1 C2 C10 O1 -3.8(4) . . . . ?
C3 C2 C10 O2 -4.0(4) . . . . ?
C1 C2 C10 O2 176.2(2) . . . . ?
O1 C10 O2 C11 -3.6(4) . . . . ?
C2 C10 O2 C11 176.44(19) . . . . ?
C10 O2 C11 C12 -170.4(2) . . . . ?
C8 C7 O3 C13 178.85(19) . . . . ?
C6 C7 O3 C13 -1.2(4) . . . . ?
C2 C3 C1' C2' -60.1(3) . . . . ?
C4 C3 C1' C2' 113.9(3) . . . . ?
C2 C3 C1' C6' 125.2(3) . . . . ?
C4 C3 C1' C6' -60.7(3) . . . . ?
C6' C1' C2' C3' 0.5(4) . . . . ?
C3 C1' C2' C3' -174.2(2) . . . . ?
C1' C2' C3' C4' -0.4(4) . . . . ?
C2' C3' C4' C5' -0.8(4) . . . . ?
C2' C3' C4' Br1 177.90(17) . . . . ?
C3' C4' C5' C6' 1.7(4) . . . . ?
Br1 C4' C5' C6' -176.91(18) . . . . ?
C2' C1' C6' C5' 0.4(4) . . . . ?
C3 C1' C6' C5' 175.2(2) . . . . ?
C4' C5' C6' C1' -1.5(4) . . . . ?

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.048

_database_code_depnum_ccdc_archive 'CCDC 1005462'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_VC1535

_audit_creation_method           SHELXL-2013

_chemical_name_systematic        
;
Ethyl 3-(4-bromophenyl)-6-methoxy-1-oxo-1H-indene-
2-carboxylate
;
_chemical_formula_moiety         'C19 H15 Br O4'
_chemical_formula_sum            'C19 H15 Br O4'
_chemical_formula_weight         387.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8350(4)
_cell_length_b                   8.8813(5)
_cell_length_c                   11.3291(6)
_cell_angle_alpha                109.556(5)
_cell_angle_beta                 92.680(4)
_cell_angle_gamma                93.696(4)
_cell_volume                     833.72(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2073
_cell_measurement_theta_min      2.3115
_cell_measurement_theta_max      29.0295

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_F_000             392
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.485
_exptl_absorpt_correction_T_min  0.89310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0827
_diffrn_reflns_number            6259
_diffrn_reflns_av_unetI/netI     0.1064
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.316
_diffrn_reflns_theta_max         29.093
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3767
_reflns_number_gt                1769
_reflns_threshold_expression     'I > 2σ(I)'

_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3767
_refine_ls_number_parameters     219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0807
_refine_ls_wR_factor_gt          0.0745
_refine_ls_goodness_of_fit_ref   0.777
_refine_ls_restrained_S_all      0.777
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000


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
C3 C 0.2220(3) -0.3179(3) 0.5264(3) 0.0354(7) Uani 1 1 d . . . . .
C2 C 0.1997(3) -0.4459(3) 0.5662(3) 0.0372(7) Uani 1 1 d . . . . .
C1 C 0.1590(3) -0.3883(3) 0.6995(3) 0.0423(8) Uani 1 1 d . . . . .
O1 O 0.1321(3) -0.4660(2) 0.7673(2) 0.0645(6) Uani 1 1 d . . . . .
C9 C 0.1607(3) -0.2091(3) 0.7353(3) 0.0357(7) Uani 1 1 d . . . . .
C8 C 0.1369(3) -0.0959(3) 0.8472(3) 0.0445(8) Uani 1 1 d . . . . .
H5 H 0.1152 -0.1242 0.9169 0.053 Uiso 1 1 calc R U . . .
C7 C 0.1465(3) 0.0655(3) 0.8533(3) 0.0413(7) Uani 1 1 d . . . . .
C6 C 0.1818(3) 0.1072(3) 0.7509(3) 0.0431(8) Uani 1 1 d . . . . .
H7 H 0.1884 0.2145 0.7570 0.052 Uiso 1 1 calc R U . . .
C5 C 0.2081(3) -0.0108(3) 0.6376(3) 0.0421(8) Uani 1 1 d . . . . .
H8 H 0.2322 0.0169 0.5680 0.051 Uiso 1 1 calc R U . . .
C4 C 0.1972(3) -0.1691(3) 0.6313(3) 0.0349(7) Uani 1 1 d . . . . .
C10 C 0.2063(3) -0.6172(3) 0.4949(3) 0.0430(8) Uani 1 1 d . . . . .
O2 O 0.1809(3) -0.7213(3) 0.5360(2) 0.0870(8) Uani 1 1 d . . . . .
O3 O 0.2388(4) -0.6468(3) 0.3802(3) 0.1102(11) Uani 1 1 d . . . . .
C11 C 0.2627(5) -0.8113(4) 0.3036(4) 0.1085(17) Uani 1 1 d . . . . .
H11A H 0.2640 -0.8780 0.3561 0.130 Uiso 1 1 calc R U . . .
H11B H 0.1793 -0.8538 0.2396 0.130 Uiso 1 1 calc R U . . .
C12 C 0.3969(5) -0.8159(5) 0.2477(6) 0.143(2) Uani 1 1 d . . . . .
H12A H 0.4105 -0.7256 0.2196 0.214 Uiso 1 1 calc R U . . .
H12B H 0.3949 -0.9133 0.1771 0.214 Uiso 1 1 calc R U . . .
H12C H 0.4794 -0.8122 0.3070 0.214 Uiso 1 1 calc R U . . .
O4 O 0.1183(2) 0.1711(2) 0.9674(2) 0.0580(6) Uani 1 1 d . . . . .
C13 C 0.1390(4) 0.3404(3) 0.9872(3) 0.0625(10) Uani 1 1 d . . . . .
H13A H 0.2423 0.3684 0.9747 0.094 Uiso 1 1 calc R U . . .
H13B H 0.1167 0.4000 1.0714 0.094 Uiso 1 1 calc R U . . .
H13C H 0.0716 0.3655 0.9288 0.094 Uiso 1 1 calc R U . . .
C1' C 0.2708(3) -0.3105(3) 0.4058(3) 0.0341(7) Uani 1 1 d . . . . .
C2' C 0.4090(3) -0.3607(3) 0.3618(3) 0.0424(8) Uani 1 1 d . . . . .
H2' H 0.4718 -0.4037 0.4083 0.051 Uiso 1 1 calc R U . . .
C3' C 0.4559(3) -0.3488(3) 0.2510(3) 0.0459(8) Uani 1 1 d . . . . .
H3' H 0.5490 -0.3835 0.2230 0.055 Uiso 1 1 calc R U . . .
C4' C 0.3643(3) -0.2854(3) 0.1824(3) 0.0404(7) Uani 1 1 d . . . . .
Br1 Br 0.42635(4) -0.26859(4) 0.02931(3) 0.06780(16) Uani 1 1 d . . . . .
C5' C 0.2265(3) -0.2343(3) 0.2233(3) 0.0445(8) Uani 1 1 d . . . . .
H5' H 0.1645 -0.1919 0.1759 0.053 Uiso 1 1 calc R U . . .
C6' C 0.1801(3) -0.2459(3) 0.3348(3) 0.0441(8) Uani 1 1 d . . . . .
H6' H 0.0872 -0.2101 0.3627 0.053 Uiso 1 1 calc R U . . .


_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
C3 C2 1.363(3) . ?
C3 C1' 1.472(4) . ?
C3 C4 1.488(4) . ?
C2 C10 1.471(4) . ?
C2 C1 1.493(4) . ?
C1 O1 1.213(3) . ?
C1 C9 1.504(4) . ?
C9 C8 1.365(4) . ?
C9 C4 1.385(4) . ?
C8 C7 1.408(3) . ?
C8 H5 0.9300 . ?
C7 O4 1.364(3) . ?
C7 C6 1.374(4) . ?
C6 C5 1.399(4) . ?
C6 H7 0.9300 . ?
C5 C4 1.381(3) . ?
C5 H8 0.9300 . ?
C10 O2 1.180(3) . ?
C10 O3 1.288(4) . ?
O3 C11 1.463(4) . ?
C11 C12 1.367(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
O4 C13 1.441(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C1' C2' 1.385(4) . ?
C1' C6' 1.388(4) . ?
C2' C3' 1.374(4) . ?
C2' H2' 0.9300 . ?
C3' C4' 1.367(4) . ?
C3' H3' 0.9300 . ?
C4' C5' 1.374(4) . ?
C4' Br1 1.893(3) . ?
C5' C6' 1.380(4) . ?
C5' H5' 0.9300 . ?
C6' H6' 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C3 C1' 130.2(2) . . ?
C2 C3 C4 108.8(2) . . ?
C1' C3 C4 120.9(2) . . ?
C3 C2 C10 128.6(3) . . ?
C3 C2 C1 109.2(2) . . ?
C10 C2 C1 122.1(2) . . ?
O1 C1 C2 128.6(3) . . ?
O1 C1 C9 126.2(3) . . ?
C2 C1 C9 105.2(2) . . ?
C8 C9 C4 122.1(3) . . ?
C8 C9 C1 130.1(3) . . ?
C4 C9 C1 107.7(2) . . ?
C9 C8 C7 117.5(3) . . ?
C9 C8 H5 121.2 . . ?
C7 C8 H5 121.2 . . ?
O4 C7 C6 124.8(3) . . ?
O4 C7 C8 114.1(3) . . ?
C6 C7 C8 121.1(3) . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H7 119.8 . . ?
C5 C6 H7 119.8 . . ?
C4 C5 C6 118.5(3) . . ?
C4 C5 H8 120.7 . . ?
C6 C5 H8 120.7 . . ?
C5 C4 C9 120.3(3) . . ?
C5 C4 C3 130.6(3) . . ?
C9 C4 C3 109.1(2) . . ?
O2 C10 O3 121.5(3) . . ?
O2 C10 C2 124.2(3) . . ?
O3 C10 C2 114.2(3) . . ?
C10 O3 C11 119.1(3) . . ?
C12 C11 O3 110.6(3) . . ?
C12 C11 H11A 109.5 . . ?
O3 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
O3 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 O4 C13 118.6(2) . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2' C1' C6' 117.9(3) . . ?
C2' C1' C3 122.0(2) . . ?
C6' C1' C3 120.1(2) . . ?
C3' C2' C1' 121.7(3) . . ?
C3' C2' H2' 119.2 . . ?
C1' C2' H2' 119.2 . . ?
C4' C3' C2' 119.4(3) . . ?
C4' C3' H3' 120.3 . . ?
C2' C3' H3' 120.3 . . ?
C3' C4' C5' 120.5(3) . . ?
C3' C4' Br1 120.1(2) . . ?
C5' C4' Br1 119.4(2) . . ?
C4' C5' C6' 120.0(3) . . ?
C4' C5' H5' 120.0 . . ?
C6' C5' H5' 120.0 . . ?
C5' C6' C1' 120.6(3) . . ?
C5' C6' H6' 119.7 . . ?
C1' C6' H6' 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1' C3 C2 C10 -5.5(5) . . . . ?
C4 C3 C2 C10 177.8(3) . . . . ?
C1' C3 C2 C1 176.7(3) . . . . ?
C4 C3 C2 C1 0.0(3) . . . . ?
C3 C2 C1 O1 -179.3(3) . . . . ?
C10 C2 C1 O1 2.7(5) . . . . ?
C3 C2 C1 C9 -0.4(3) . . . . ?
C10 C2 C1 C9 -178.4(2) . . . . ?
O1 C1 C9 C8 1.5(5) . . . . ?
C2 C1 C9 C8 -177.5(3) . . . . ?
O1 C1 C9 C4 179.6(3) . . . . ?
C2 C1 C9 C4 0.6(3) . . . . ?
C4 C9 C8 C7 1.8(4) . . . . ?
C1 C9 C8 C7 179.7(3) . . . . ?
C9 C8 C7 O4 178.7(2) . . . . ?
C9 C8 C7 C6 -1.4(4) . . . . ?
O4 C7 C6 C5 -179.7(3) . . . . ?
C8 C7 C6 C5 0.5(4) . . . . ?
C7 C6 C5 C4 0.1(4) . . . . ?
C6 C5 C4 C9 0.2(4) . . . . ?
C6 C5 C4 C3 -178.4(3) . . . . ?
C8 C9 C4 C5 -1.2(4) . . . . ?
C1 C9 C4 C5 -179.5(2) . . . . ?
C8 C9 C4 C3 177.7(2) . . . . ?
C1 C9 C4 C3 -0.7(3) . . . . ?
C2 C3 C4 C5 179.2(3) . . . . ?
C1' C3 C4 C5 2.1(4) . . . . ?
C2 C3 C4 C9 0.4(3) . . . . ?
C1' C3 C4 C9 -176.6(2) . . . . ?
C3 C2 C10 O2 -177.7(3) . . . . ?
C1 C2 C10 O2 -0.1(5) . . . . ?
C3 C2 C10 O3 0.5(5) . . . . ?
C1 C2 C10 O3 178.1(3) . . . . ?
O2 C10 O3 C11 -7.5(6) . . . . ?
C2 C10 O3 C11 174.3(3) . . . . ?
C10 O3 C11 C12 -128.8(5) . . . . ?
C6 C7 O4 C13 -5.5(4) . . . . ?
C8 C7 O4 C13 174.3(2) . . . . ?
C2 C3 C1' C2' -59.6(4) . . . . ?
C4 C3 C1' C2' 116.7(3) . . . . ?
C2 C3 C1' C6' 122.9(3) . . . . ?
C4 C3 C1' C6' -60.7(4) . . . . ?
C6' C1' C2' C3' -0.4(4) . . . . ?
C3 C1' C2' C3' -177.9(3) . . . . ?
C1' C2' C3' C4' 0.2(4) . . . . ?
C2' C3' C4' C5' -0.1(4) . . . . ?
C2' C3' C4' Br1 -179.8(2) . . . . ?
C3' C4' C5' C6' 0.4(4) . . . . ?
Br1 C4' C5' C6' -180.0(2) . . . . ?
C4' C5' C6' C1' -0.7(4) . . . . ?
C2' C1' C6' C5' 0.7(4) . . . . ?
C3 C1' C6' C5' 178.2(3) . . . . ?

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.051

_database_code_depnum_ccdc_archive 'CCDC 1005463'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_VC1536

_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
Ethyl 1-oxo-3-phenyl-6-(trifluoromethylsulfonyloxy)-1H-indene-2-carboxylate
;
_chemical_formula_moiety         'C19 H13 F3 O6 S'
_chemical_formula_sum            'C19 H13 F3 O6 S'
_chemical_formula_weight         426.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.626(5)
_cell_length_b                   19.658(5)
_cell_length_c                   12.099(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 107.812(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1953.3(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1860
_cell_measurement_theta_min      2.4752
_cell_measurement_theta_max      29.1585

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             872

_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_min  0.97065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            8996
_diffrn_reflns_av_unetI/netI     0.1344
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.480
_diffrn_reflns_theta_max         29.221
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4451
_reflns_number_gt                1467
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000

_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4451
_refine_ls_number_parameters     301
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.1819
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1614
_refine_ls_wR_factor_gt          0.1374
_refine_ls_goodness_of_fit_ref   0.769
_refine_ls_restrained_S_all      0.766
_refine_ls_shift/su_max          0.470
_refine_ls_shift/su_mean         0.042

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
C1 C -0.1365(4) 0.05673(18) 0.3823(3) 0.0561(9) Uani 1 1 d . . . . .
O1 O -0.2633(3) 0.02641(13) 0.3449(2) 0.0742(8) Uani 1 1 d . . . . .
C2 C -0.1031(4) 0.12043(16) 0.4563(3) 0.0484(8) Uani 1 1 d . . . . .
C3 C 0.0573(4) 0.13596(16) 0.4833(3) 0.0469(8) Uani 1 1 d . . . . .
C4 C 0.1393(4) 0.08564(16) 0.4286(3) 0.0497(8) Uani 1 1 d . . . . .
C5 C 0.2983(4) 0.08057(17) 0.4298(3) 0.0576(9) Uani 1 1 d . . . . .
H5 H 0.3755 0.1121 0.4700 0.069 Uiso 1 1 calc R U . . .
C6 C 0.3416(4) 0.02734(18) 0.3696(3) 0.0592(9) Uani 1 1 d . . . . .
H6 H 0.4480 0.0233 0.3675 0.071 Uiso 1 1 calc R U . . .
C7 C 0.2264(5) -0.01901(17) 0.3137(3) 0.0569(9) Uani 1 1 d . . . . .
C8 C 0.0663(4) -0.01620(17) 0.3120(3) 0.0553(9) Uani 1 1 d . . . . .
H8 H -0.0096 -0.0487 0.2740 0.066 Uiso 1 1 calc R U . . .
C9 C 0.0257(4) 0.03743(16) 0.3698(3) 0.0477(8) Uani 1 1 d . . . . .
C10 C -0.2343(4) 0.15688(18) 0.4848(3) 0.0548(9) Uani 1 1 d . . . . .
O2 O -0.3752(3) 0.15170(14) 0.4307(2) 0.0862(9) Uani 1 1 d . . . . .
O3 O -0.1808(3) 0.19737(13) 0.5758(2) 0.0732(7) Uani 1 1 d . . . . .
C11 C -0.3008(5) 0.2406(2) 0.6035(3) 0.0783(12) Uani 1 1 d . . . . .
H11A H -0.3715 0.2136 0.6349 0.094 Uiso 1 1 calc R U . . .
H11B H -0.3672 0.2636 0.5342 0.094 Uiso 1 1 calc R U . . .
C12 C -0.2106(6) 0.2906(2) 0.6898(4) 0.1130(16) Uani 1 1 d . . . . .
H12A H -0.1413 0.2672 0.7563 0.169 Uiso 1 1 calc R U . . .
H12B H -0.2863 0.3186 0.7132 0.169 Uiso 1 1 calc R U . . .
H12C H -0.1456 0.3186 0.6563 0.169 Uiso 1 1 calc R U . . .
C1' C 0.1478(4) 0.19215(17) 0.5537(3) 0.0529(9) Uani 1 1 d D . . . .
C2'A C 0.1054(13) 0.2583(3) 0.5238(13) 0.069(4) Uani 0.436(18) 1 d D . P A 1
H2'A H 0.0186 0.2682 0.4582 0.083 Uiso 0.436(18) 1 calc R U P A 1
C3'A C 0.1921(13) 0.3098(7) 0.5913(9) 0.098(5) Uani 0.436(18) 1 d D . P A 1
H3'A H 0.1601 0.3546 0.5721 0.117 Uiso 0.436(18) 1 calc R U P A 1
C2'B C 0.169(2) 0.2528(4) 0.5048(10) 0.110(5) Uani 0.564(18) 1 d D . P A 2
H2'B H 0.1197 0.2592 0.4256 0.132 Uiso 0.564(18) 1 calc R U P A 2
C3'B C 0.261(2) 0.3045(6) 0.5682(5) 0.146(7) Uani 0.564(18) 1 d D . P A 2
H3'B H 0.2810 0.3437 0.5316 0.175 Uiso 0.564(18) 1 calc R U P A 2
C4' C 0.3243(6) 0.2974(3) 0.6861(5) 0.113(2) Uani 1 1 d D . . . .
H4' H 0.3878 0.3322 0.7291 0.136 Uiso 1 1 calc R U . A 1
C5'A C 0.3562(14) 0.2303(3) 0.7130(12) 0.072(6) Uani 0.436(18) 1 d D . P A 1
H5'A H 0.4434 0.2204 0.7784 0.086 Uiso 0.436(18) 1 calc R U P A 1
C6'A C 0.2710(11) 0.1766(6) 0.6521(6) 0.056(4) Uani 0.436(18) 1 d D . P A 1
H6'A H 0.2955 0.1319 0.6764 0.068 Uiso 0.436(18) 1 calc R U P A 1
C5'B C 0.323(2) 0.2358(4) 0.7379(11) 0.152(9) Uani 0.564(18) 1 d D . P A 2
H5'B H 0.3788 0.2283 0.8158 0.182 Uiso 0.564(18) 1 calc R U P A 2
C6'B C 0.234(2) 0.1857(7) 0.6686(6) 0.148(9) Uani 0.564(18) 1 d D . P A 2
H6'B H 0.2313 0.1435 0.7027 0.178 Uiso 0.564(18) 1 calc R U P A 2
O4 O 0.2838(3) -0.07551(11) 0.2629(2) 0.0704(7) Uani 1 1 d . . . . .
S1 S 0.21340(17) -0.09284(6) 0.13005(11) 0.0935(4) Uani 1 1 d . . . . .
O5 O 0.0494(4) -0.06851(17) 0.0795(3) 0.1216(12) Uani 1 1 d . . . . .
O6 O 0.2548(5) -0.16085(13) 0.1165(3) 0.1281(13) Uani 1 1 d . . . . .
C13 C 0.3366(7) -0.0427(3) 0.0864(6) 0.1174(19) Uani 1 1 d . . . . .
F1 F 0.3344(5) 0.02149(14) 0.0986(2) 0.1514(14) Uani 1 1 d . . . . .
F2 F 0.2969(6) -0.04839(18) -0.0404(3) 0.1919(19) Uani 1 1 d . . . . .
F3 F 0.4912(5) -0.06132(19) 0.1154(4) 0.1714(15) Uani 1 1 d . . . . .


_geom_special_details            
;
  All esds (except the esd in the dihedral angle between two l.s. planes)
  are estimated using the full covariance matrix.  The cell esds are taken
  into account individually in the estimation of esds in distances, angles
  and torsion angles; correlations between esds in cell parameters are only
  used when they are defined by crystal symmetry.  An approximate (isotropic)
  treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.206(4) . ?
C1 C9 1.502(4) . ?
C1 C2 1.515(5) . ?
C2 C3 1.355(4) . ?
C2 C10 1.467(4) . ?
C3 C1' 1.466(4) . ?
C3 C4 1.485(4) . ?
C4 C5 1.371(4) . ?
C4 C9 1.392(4) . ?
C5 C6 1.389(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.365(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.376(4) . ?
C7 O4 1.429(4) . ?
C8 C9 1.368(4) . ?
C8 H8 0.9300 . ?
C10 O2 1.195(4) . ?
C10 O3 1.322(4) . ?
O3 C11 1.455(4) . ?
C11 C12 1.471(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C1' C6'B 1.366(3) . ?
C1' C2'A 1.370(3) . ?
C1' C6'A 1.366(3) . ?
C1' C2'B 1.370(3) . ?
C2'A C3'A 1.370(3) . ?
C2'A H2'A 0.9300 . ?
C3'A C4' 1.370(3) . ?
C3'A H3'A 0.9300 . ?
C2'B C3'B 1.370(4) . ?
C2'B H2'B 0.9300 . ?
C3'B C4' 1.370(3) . ?
C3'B H3'B 0.9300 . ?
C4' C5'B 1.366(3) . ?
C4' C5'A 1.367(3) . ?
C4' H4' 0.9300 . ?
C5'A C6'A 1.367(3) . ?
C5'A H5'A 0.9300 . ?
C6'A H6'A 0.9300 . ?
C5'B C6'B 1.367(3) . ?
C5'B H5'B 0.9300 . ?
C6'B H6'B 0.9300 . ?
O4 S1 1.572(3) . ?
S1 O6 1.406(3) . ?
S1 O5 1.440(3) . ?
S1 C13 1.651(6) . ?
C13 F1 1.271(5) . ?
C13 F3 1.322(6) . ?
C13 F2 1.470(7) . ?

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
O1 C1 C9 127.1(3) . . ?
O1 C1 C2 128.1(3) . . ?
C9 C1 C2 104.7(3) . . ?
C3 C2 C10 129.6(3) . . ?
C3 C2 C1 108.9(3) . . ?
C10 C2 C1 121.4(3) . . ?
C2 C3 C1' 129.2(3) . . ?
C2 C3 C4 109.4(3) . . ?
C1' C3 C4 121.3(3) . . ?
C5 C4 C9 120.1(3) . . ?
C5 C4 C3 130.9(3) . . ?
C9 C4 C3 109.0(3) . . ?
C4 C5 C6 118.5(3) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 123.7(3) . . ?
C6 C7 O4 115.9(3) . . ?
C8 C7 O4 120.2(3) . . ?
C9 C8 C7 115.8(3) . . ?
C9 C8 H8 122.1 . . ?
C7 C8 H8 122.1 . . ?
C8 C9 C4 122.4(3) . . ?
C8 C9 C1 129.6(3) . . ?
C4 C9 C1 108.0(3) . . ?
O2 C10 O3 123.0(3) . . ?
O2 C10 C2 123.9(4) . . ?
O3 C10 C2 113.1(3) . . ?
C10 O3 C11 116.8(3) . . ?
O3 C11 C12 107.2(3) . . ?
O3 C11 H11A 110.3 . . ?
C12 C11 H11A 110.3 . . ?
O3 C11 H11B 110.3 . . ?
C12 C11 H11B 110.3 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2'A C1' C6'A 121.1(8) . . ?
C6'B C1' C3 123.3(6) . . ?
C2'A C1' C3 120.7(6) . . ?
C6'A C1' C3 118.2(6) . . ?
C6'B C1' C2'B 114.7(7) . . ?
C3 C1' C2'B 121.6(5) . . ?
C1' C2'A C3'A 119.4(12) . . ?
C1' C2'A H2'A 120.3 . . ?
C3'A C2'A H2'A 120.3 . . ?
C4' C3'A C2'A 122.1(12) . . ?
C4' C3'A H3'A 118.9 . . ?
C2'A C3'A H3'A 119.0 . . ?
C3'B C2'B C1' 122.4(9) . . ?
C3'B C2'B H2'B 118.8 . . ?
C1' C2'B H2'B 118.8 . . ?
C2'B C3'B C4' 119.1(9) . . ?
C2'B C3'B H3'B 120.5 . . ?
C4' C3'B H3'B 120.4 . . ?
C3'A C4' C5'A 115.2(9) . . ?
C5'B C4' C3'B 120.7(8) . . ?
C3'A C4' H4' 122.5 . . ?
C5'A C4' H4' 122.3 . . ?
C6'A C5'A C4' 125.6(10) . . ?
C6'A C5'A H5'A 117.2 . . ?
C4' C5'A H5'A 117.2 . . ?
C1' C6'A C5'A 116.3(10) . . ?
C1' C6'A H6'A 121.8 . . ?
C5'A C6'A H6'A 121.8 . . ?
C4' C5'B C6'B 116.1(11) . . ?
C4' C5'B H5'B 121.9 . . ?
C6'B C5'B H5'B 122.0 . . ?
C1' C6'B C5'B 125.8(11) . . ?
C1' C6'B H6'B 117.1 . . ?
C5'B C6'B H6'B 117.1 . . ?
C7 O4 S1 122.1(2) . . ?
O6 S1 O5 121.2(2) . . ?
O6 S1 O4 107.05(18) . . ?
O5 S1 O4 112.61(17) . . ?
O6 S1 C13 108.6(2) . . ?
O5 S1 C13 108.1(3) . . ?
O4 S1 C13 96.5(2) . . ?
F1 C13 F3 107.1(5) . . ?
F1 C13 F2 100.9(5) . . ?
F3 C13 F2 98.6(5) . . ?
F1 C13 S1 121.4(4) . . ?
F3 C13 S1 116.5(4) . . ?
F2 C13 S1 108.7(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 177.5(3) . . . . ?
C9 C1 C2 C3 -0.1(3) . . . . ?
O1 C1 C2 C10 -4.8(5) . . . . ?
C9 C1 C2 C10 177.7(3) . . . . ?
C10 C2 C3 C1' 3.3(6) . . . . ?
C1 C2 C3 C1' -179.2(3) . . . . ?
C10 C2 C3 C4 -176.5(3) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 179.2(3) . . . . ?
C1' C3 C4 C5 -0.6(5) . . . . ?
C2 C3 C4 C9 -1.7(4) . . . . ?
C1' C3 C4 C9 178.5(3) . . . . ?
C9 C4 C5 C6 1.2(5) . . . . ?
C3 C4 C5 C6 -179.8(3) . . . . ?
C4 C5 C6 C7 -1.5(5) . . . . ?
C5 C6 C7 C8 0.6(5) . . . . ?
C5 C6 C7 O4 -174.5(3) . . . . ?
C6 C7 C8 C9 0.8(5) . . . . ?
O4 C7 C8 C9 175.6(3) . . . . ?
C7 C8 C9 C4 -1.1(5) . . . . ?
C7 C8 C9 C1 178.1(3) . . . . ?
C5 C4 C9 C8 0.2(5) . . . . ?
C3 C4 C9 C8 -179.0(3) . . . . ?
C5 C4 C9 C1 -179.2(3) . . . . ?
C3 C4 C9 C1 1.6(3) . . . . ?
O1 C1 C9 C8 2.1(6) . . . . ?
C2 C1 C9 C8 179.7(3) . . . . ?
O1 C1 C9 C4 -178.5(3) . . . . ?
C2 C1 C9 C4 -1.0(3) . . . . ?
C3 C2 C10 O2 156.6(4) . . . . ?
C1 C2 C10 O2 -20.6(5) . . . . ?
C3 C2 C10 O3 -22.2(5) . . . . ?
C1 C2 C10 O3 160.6(3) . . . . ?
O2 C10 O3 C11 -4.7(5) . . . . ?
C2 C10 O3 C11 174.1(3) . . . . ?
C10 O3 C11 C12 -168.1(3) . . . . ?
C2 C3 C1' C6'B 96.5(12) . . . . ?
C4 C3 C1' C6'B -83.8(12) . . . . ?
C2 C3 C1' C2'A -59.1(8) . . . . ?
C4 C3 C1' C2'A 120.6(8) . . . . ?
C2 C3 C1' C6'A 118.5(7) . . . . ?
C4 C3 C1' C6'A -61.8(7) . . . . ?
C2 C3 C1' C2'B -92.2(11) . . . . ?
C4 C3 C1' C2'B 87.6(11) . . . . ?
C6'B C1' C2'A C3'A 21.9(15) . . . . ?
C6'A C1' C2'A C3'A 2.5(16) . . . . ?
C3 C1' C2'A C3'A 179.9(9) . . . . ?
C2'B C1' C2'A C3'A -79.6(17) . . . . ?
C1' C2'A C3'A C4' 2(2) . . . . ?
C6'B C1' C2'B C3'B -4.0(17) . . . . ?
C2'A C1' C2'B C3'B 87(2) . . . . ?
C6'A C1' C2'B C3'B -25.4(17) . . . . ?
C3 C1' C2'B C3'B -176.1(11) . . . . ?
C1' C2'B C3'B C4' -5(2) . . . . ?
C2'A C3'A C4' C5'B -27.2(18) . . . . ?
C2'A C3'A C4' C5'A -4.4(18) . . . . ?
C2'A C3'A C4' C3'B 81.8(16) . . . . ?
C2'B C3'B C4' C5'B 12(2) . . . . ?
C2'B C3'B C4' C3'A -75(2) . . . . ?
C2'B C3'B C4' C5'A 31.5(17) . . . . ?
C5'B C4' C5'A C6'A 95(3) . . . . ?
C3'A C4' C5'A C6'A 1.8(17) . . . . ?
C3'B C4' C5'A C6'A -31.6(17) . . . . ?
C6'B C1' C6'A C5'A -72(3) . . . . ?
C2'A C1' C6'A C5'A -4.8(16) . . . . ?
C3 C1' C6'A C5'A 177.7(9) . . . . ?
C2'B C1' C6'A C5'A 25.9(16) . . . . ?
C4' C5'A C6'A C1' 2.7(19) . . . . ?
C3'A C4' C5'B C6'B 25(2) . . . . ?
C5'A C4' C5'B C6'B -71(2) . . . . ?
C3'B C4' C5'B C6'B -10(2) . . . . ?
C2'A C1' C6'B C5'B -24(2) . . . . ?
C6'A C1' C6'B C5'B 98(3) . . . . ?
C3 C1' C6'B C5'B 178.6(14) . . . . ?
C2'B C1' C6'B C5'B 7(2) . . . . ?
C4' C5'B C6'B C1' 0(3) . . . . ?
C6 C7 O4 S1 -122.9(3) . . . . ?
C8 C7 O4 S1 61.8(4) . . . . ?
C7 O4 S1 O6 -161.3(3) . . . . ?
C7 O4 S1 O5 -25.7(3) . . . . ?
C7 O4 S1 C13 86.9(3) . . . . ?
O6 S1 C13 F1 -174.0(5) . . . . ?
O5 S1 C13 F1 52.8(6) . . . . ?
O4 S1 C13 F1 -63.5(6) . . . . ?
O6 S1 C13 F3 -40.4(6) . . . . ?
O5 S1 C13 F3 -173.6(4) . . . . ?
O4 S1 C13 F3 70.0(5) . . . . ?
O6 S1 C13 F2 69.8(4) . . . . ?
O5 S1 C13 F2 -63.4(4) . . . . ?
O4 S1 C13 F2 -179.8(4) . . . . ?

_refine_diff_density_max         0.259
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.044

_database_code_depnum_ccdc_archive 'CCDC 1005464'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_VC1549

_audit_creation_method           SHELXL-2013


_chemical_name_systematic        
;
Ethyl 6-(9,9-dimethyl-9H-fluoren-2-yl)-1-oxo-3-phenyl-1H-indene-
2-carboxylate
;
_chemical_formula_moiety         'C33 H26 O3'
_chemical_formula_sum            'C33 H26 O3'
_chemical_formula_weight         470.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9147(3)
_cell_length_b                   11.1228(5)
_cell_length_c                   27.3142(12)
_cell_angle_alpha                81.073(4)
_cell_angle_beta                 83.401(3)
_cell_angle_gamma                69.003(4)
_cell_volume                     2492.74(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5726
_cell_measurement_theta_min      2.1967
_cell_measurement_theta_max      29.0753
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             992
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_min  0.89718
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;


_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            19922
_diffrn_reflns_av_unetI/netI     0.0987
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.201
_diffrn_reflns_theta_max         29.140
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.839
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11280
_reflns_number_gt                5180
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000

_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0579P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11280
_refine_ls_number_parameters     693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1222
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1340
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_restrained_S_all      0.911
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1A C 0.7185(3) 0.3605(2) 0.95567(9) 0.0423(6) Uani 1 1 d . . . . .
O1A O 0.84511(18) 0.29082(17) 0.97326(6) 0.0572(5) Uani 1 1 d . . . . .
C2A C 0.6857(2) 0.4814(2) 0.91978(8) 0.0407(6) Uani 1 1 d . . . . .
C3A C 0.5261(2) 0.5302(2) 0.91139(8) 0.0379(5) Uani 1 1 d . . . . .
C4A C 0.4463(2) 0.4436(2) 0.94177(8) 0.0373(5) Uani 1 1 d . . . . .
C5A C 0.2874(2) 0.4497(2) 0.94670(8) 0.0433(6) Uani 1 1 d . . . . .
H5A H 0.2082 0.5184 0.9302 0.052 Uiso 1 1 calc R U . . .
C6A C 0.2491(3) 0.3501(2) 0.97707(9) 0.0448(6) Uani 1 1 d . . . . .
H6A H 0.1424 0.3542 0.9808 0.054 Uiso 1 1 calc R U . . .
C7A C 0.3641(3) 0.2453(2) 1.00181(8) 0.0401(6) Uani 1 1 d . . . . .
C8A C 0.5244(2) 0.2416(2) 0.99637(8) 0.0412(6) Uani 1 1 d . . . . .
H8A H 0.6047 0.1726 1.0123 0.049 Uiso 1 1 calc R U . . .
C9A C 0.5609(2) 0.3406(2) 0.96741(8) 0.0386(5) Uani 1 1 d . . . . .
C1'A C 0.4342(2) 0.6436(2) 0.87825(8) 0.0366(5) Uani 1 1 d . . . . .
C2'A C 0.2974(3) 0.7372(2) 0.89651(9) 0.0433(6) Uani 1 1 d . . . . .
H2'A H 0.2644 0.7289 0.9300 0.052 Uiso 1 1 calc R U . . .
C3'A C 0.2101(3) 0.8429(3) 0.86485(11) 0.0566(7) Uani 1 1 d . . . . .
H3'A H 0.1207 0.9066 0.8775 0.068 Uiso 1 1 calc R U . . .
C4'A C 0.2541(3) 0.8548(3) 0.81499(11) 0.0617(7) Uani 1 1 d . . . . .
H4'A H 0.1951 0.9261 0.7939 0.074 Uiso 1 1 calc R U . . .
C5'A C 0.3856(3) 0.7606(3) 0.79663(10) 0.0598(7) Uani 1 1 d . . . . .
H5'A H 0.4135 0.7669 0.7627 0.072 Uiso 1 1 calc R U . . .
C6'A C 0.4772(3) 0.6569(2) 0.82741(9) 0.0487(6) Uani 1 1 d . . . . .
H6'A H 0.5682 0.5954 0.8144 0.058 Uiso 1 1 calc R U . . .
C10A C 0.8159(3) 0.5337(3) 0.90259(9) 0.0465(6) Uani 1 1 d . . . . .
O2A O 0.9238(8) 0.5213(10) 0.9262(2) 0.069(2) Uani 0.576(14) 1 d . . P A 1
O3A O 0.7954(6) 0.6122(6) 0.8571(3) 0.0571(18) Uani 0.576(14) 1 d . . P A 1
C11A C 0.9135(11) 0.6761(10) 0.8435(5) 0.069(4) Uani 0.576(14) 1 d . . P A 1
H11A H 0.9376 0.7039 0.8727 0.082 Uiso 0.576(14) 1 calc R U P A 1
H11B H 0.8704 0.7522 0.8196 0.082 Uiso 0.576(14) 1 calc R U P A 1
C12A C 1.0677(10) 0.5813(11) 0.8207(3) 0.074(2) Uani 0.576(14) 1 d . . P A 1
H12A H 1.1135 0.5087 0.8451 0.111 Uiso 0.576(14) 1 calc R U P A 1
H12B H 1.1437 0.6246 0.8101 0.111 Uiso 0.576(14) 1 calc R U P A 1
H12C H 1.0423 0.5512 0.7927 0.111 Uiso 0.576(14) 1 calc R U P A 1
O2C O 0.9587(7) 0.4590(8) 0.9073(5) 0.062(3) Uani 0.424(14) 1 d . . P A 2
O3C O 0.7709(7) 0.6480(7) 0.8843(5) 0.055(2) Uani 0.424(14) 1 d . . P A 2
C11C C 0.8977(16) 0.7027(14) 0.8683(4) 0.061(3) Uani 0.424(14) 1 d . . P A 2
H11E H 0.8522 0.7966 0.8654 0.073 Uiso 0.424(14) 1 calc R U P A 2
H11F H 0.9779 0.6734 0.8928 0.073 Uiso 0.424(14) 1 calc R U P A 2
C12C C 0.972(3) 0.662(2) 0.8210(6) 0.113(8) Uani 0.424(14) 1 d . . P A 2
H12G H 1.0152 0.5692 0.8238 0.169 Uiso 0.424(14) 1 calc R U P A 2
H12H H 1.0582 0.6959 0.8112 0.169 Uiso 0.424(14) 1 calc R U P A 2
H12I H 0.8939 0.6948 0.7964 0.169 Uiso 0.424(14) 1 calc R U P A 2
C13A C 0.3205(2) 0.1415(2) 1.03362(8) 0.0418(6) Uani 1 1 d . . . . .
C14A C 0.1920(3) 0.1071(2) 1.02347(9) 0.0468(6) Uani 1 1 d . . . . .
H14A H 0.1345 0.1493 0.9957 0.056 Uiso 1 1 calc R U . . .
C15A C 0.1487(3) 0.0111(2) 1.05402(9) 0.0490(6) Uani 1 1 d . . . . .
H15A H 0.0635 -0.0110 1.0466 0.059 Uiso 1 1 calc R U . . .
C16A C 0.2333(3) -0.0515(2) 1.09569(9) 0.0432(6) Uani 1 1 d . . . . .
C17A C 0.2144(3) -0.1522(2) 1.13448(9) 0.0488(6) Uani 1 1 d . . . . .
C18A C 0.1032(3) -0.2159(3) 1.14225(11) 0.0627(8) Uani 1 1 d . . . . .
H18A H 0.0231 -0.1970 1.1203 0.075 Uiso 1 1 calc R U . . .
C19A C 0.1145(4) -0.3082(3) 1.18336(13) 0.0740(9) Uani 1 1 d . . . . .
H19A H 0.0409 -0.3514 1.1889 0.089 Uiso 1 1 calc R U . . .
C20A C 0.2315(4) -0.3370(3) 1.21596(12) 0.0782(10) Uani 1 1 d . . . . .
H20A H 0.2361 -0.3988 1.2435 0.094 Uiso 1 1 calc R U . . .
C21A C 0.3435(4) -0.2745(3) 1.20819(11) 0.0700(8) Uani 1 1 d . . . . .
H21A H 0.4241 -0.2954 1.2301 0.084 Uiso 1 1 calc R U . . .
C22A C 0.3343(3) -0.1812(2) 1.16774(10) 0.0530(7) Uani 1 1 d . . . . .
C23A C 0.4379(3) -0.0971(2) 1.15282(9) 0.0513(6) Uani 1 1 d . . . . .
C24A C 0.3635(3) -0.0188(2) 1.10619(9) 0.0463(6) Uani 1 1 d . . . . .
C25A C 0.4056(3) 0.0764(2) 1.07525(9) 0.0479(6) Uani 1 1 d . . . . .
H25A H 0.4922 0.0973 1.0823 0.058 Uiso 1 1 calc R U . . .
C26A C 0.4220(4) -0.0095(3) 1.19316(10) 0.0741(8) Uani 1 1 d . . . . .
H26A H 0.4744 0.0522 1.1809 0.111 Uiso 1 1 calc R U . . .
H26B H 0.4717 -0.0619 1.2223 0.111 Uiso 1 1 calc R U . . .
H26C H 0.3102 0.0358 1.2013 0.111 Uiso 1 1 calc R U . . .
C27A C 0.6148(3) -0.1793(3) 1.14290(11) 0.0772(9) Uani 1 1 d . . . . .
H27A H 0.6223 -0.2418 1.1213 0.116 Uiso 1 1 calc R U . . .
H27B H 0.6602 -0.2235 1.1737 0.116 Uiso 1 1 calc R U . . .
H27C H 0.6730 -0.1241 1.1275 0.116 Uiso 1 1 calc R U . . .
C1B C 0.2036(2) 0.3267(2) 0.54183(8) 0.0383(5) Uani 1 1 d . . . . .
O1B O 0.33681(17) 0.26914(16) 0.52417(6) 0.0531(5) Uani 1 1 d . . . . .
C2B C 0.1563(2) 0.4249(2) 0.57805(8) 0.0375(5) Uani 1 1 d . . . . .
C3B C -0.0069(2) 0.4698(2) 0.58604(8) 0.0366(5) Uani 1 1 d . . . . .
C4B C -0.0754(2) 0.4044(2) 0.55567(8) 0.0342(5) Uani 1 1 d . . . . .
C5B C -0.2315(2) 0.4139(2) 0.55074(8) 0.0442(6) Uani 1 1 d . . . . .
H5B H -0.3173 0.4725 0.5671 0.053 Uiso 1 1 calc R U . . .
C6B C -0.2585(2) 0.3343(2) 0.52076(8) 0.0423(6) Uani 1 1 d . . . . .
H6B H -0.3640 0.3421 0.5169 0.051 Uiso 1 1 calc R U . . .
C7B C -0.1337(2) 0.2432(2) 0.49633(8) 0.0372(5) Uani 1 1 d . . . . .
C8B C 0.0247(2) 0.2349(2) 0.50186(8) 0.0378(5) Uani 1 1 d . . . . .
H8B H 0.1114 0.1753 0.4862 0.045 Uiso 1 1 calc R U . . .
C9B C 0.0497(2) 0.3155(2) 0.53059(8) 0.0354(5) Uani 1 1 d . . . . .
C1'B C -0.1108(2) 0.5629(2) 0.61953(8) 0.0356(5) Uani 1 1 d . . . . .
C2'B C -0.0841(3) 0.5443(2) 0.66979(9) 0.0506(6) Uani 1 1 d . . . . .
H2'B H 0.0005 0.4729 0.6825 0.061 Uiso 1 1 calc R U . . .
C3'B C -0.1833(3) 0.6319(3) 0.70101(10) 0.0612(8) Uani 1 1 d . . . . .
H3'B H -0.1666 0.6181 0.7347 0.073 Uiso 1 1 calc R U . . .
C4'B C -0.3061(3) 0.7388(3) 0.68221(11) 0.0612(8) Uani 1 1 d . . . . .
H4'B H -0.3694 0.7995 0.7029 0.073 Uiso 1 1 calc R U . . .
C5'B C -0.3353(3) 0.7560(3) 0.63305(10) 0.0573(7) Uani 1 1 d . . . . .
H5'B H -0.4201 0.8274 0.6206 0.069 Uiso 1 1 calc R U . . .
C6'B C -0.2400(2) 0.6683(2) 0.60205(9) 0.0449(6) Uani 1 1 d . . . . .
H6'B H -0.2626 0.6799 0.5689 0.054 Uiso 1 1 calc R U . . .
C10B C 0.2804(3) 0.4634(2) 0.59644(8) 0.0431(6) Uani 1 1 d . . . . .
O2B O 0.4198(2) 0.4112(2) 0.58842(8) 0.1023(9) Uani 1 1 d . . . . .
O3B O 0.22415(18) 0.55991(18) 0.62312(7) 0.0717(6) Uani 1 1 d . . . . .
C11B C 0.3396(3) 0.6042(3) 0.64138(12) 0.0728(9) Uani 1 1 d . . . . .
H11C H 0.4291 0.5966 0.6168 0.087 Uiso 1 1 calc R U . . .
H11D H 0.2888 0.6950 0.6460 0.087 Uiso 1 1 calc R U . . .
C12B C 0.3995(5) 0.5306(4) 0.68753(15) 0.1449(18) Uani 1 1 d . . . . .
H12D H 0.3109 0.5349 0.7116 0.217 Uiso 1 1 calc R U . . .
H12E H 0.4702 0.5660 0.6994 0.217 Uiso 1 1 calc R U . . .
H12F H 0.4574 0.4418 0.6825 0.217 Uiso 1 1 calc R U . . .
C13B C -0.1657(2) 0.1583(2) 0.46517(8) 0.0379(5) Uani 1 1 d . . . . .
C14B C -0.3009(2) 0.1212(2) 0.47620(8) 0.0433(6) Uani 1 1 d . . . . .
H14B H -0.3676 0.1470 0.5042 0.052 Uiso 1 1 calc R U . . .
C15B C -0.3384(2) 0.0470(2) 0.44663(8) 0.0427(6) Uani 1 1 d . . . . .
H15B H -0.4294 0.0237 0.4545 0.051 Uiso 1 1 calc R U . . .
C16B C -0.2377(2) 0.0081(2) 0.40507(8) 0.0379(5) Uani 1 1 d . . . . .
C17B C -0.2496(3) -0.0656(2) 0.36643(8) 0.0399(6) Uani 1 1 d . . . . .
C18B C -0.3641(3) -0.1179(2) 0.35948(9) 0.0520(7) Uani 1 1 d . . . . .
H18B H -0.4520 -0.1106 0.3822 0.062 Uiso 1 1 calc R U . . .
C19B C -0.3457(3) -0.1809(3) 0.31841(11) 0.0637(8) Uani 1 1 d . . . . .
H19B H -0.4224 -0.2158 0.3133 0.076 Uiso 1 1 calc R U . . .
C20B C -0.2150(3) -0.1930(3) 0.28466(10) 0.0642(8) Uani 1 1 d . . . . .
H20B H -0.2043 -0.2361 0.2572 0.077 Uiso 1 1 calc R U . . .
C21B C -0.1000(3) -0.1416(2) 0.29135(9) 0.0560(7) Uani 1 1 d . . . . .
H21B H -0.0120 -0.1499 0.2686 0.067 Uiso 1 1 calc R U . . .
C22B C -0.1172(3) -0.0783(2) 0.33206(8) 0.0435(6) Uani 1 1 d . . . . .
C23B C -0.0102(3) -0.0105(2) 0.34640(8) 0.0454(6) Uani 1 1 d . . . . .
C24B C -0.1008(2) 0.0417(2) 0.39371(8) 0.0385(5) Uani 1 1 d . . . . .
C25B C -0.0653(2) 0.1161(2) 0.42363(8) 0.0412(6) Uani 1 1 d . . . . .
H25B H 0.0266 0.1382 0.4159 0.049 Uiso 1 1 calc R U . . .
C26B C 0.1596(3) -0.1043(3) 0.35601(10) 0.0706(9) Uani 1 1 d . . . . .
H26D H 0.2220 -0.0583 0.3657 0.106 Uiso 1 1 calc R U . . .
H26E H 0.2092 -0.1421 0.3263 0.106 Uiso 1 1 calc R U . . .
H26F H 0.1546 -0.1716 0.3821 0.106 Uiso 1 1 calc R U . . .
C27B C -0.0035(3) 0.0991(3) 0.30583(10) 0.0697(8) Uani 1 1 d . . . . .
H27D H 0.0512 0.1488 0.3172 0.105 Uiso 1 1 calc R U . . .
H27E H -0.1110 0.1543 0.2984 0.105 Uiso 1 1 calc R U . . .
H27F H 0.0534 0.0630 0.2765 0.105 Uiso 1 1 calc R U . . .


_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
C1A O1A 1.219(3) . ?
C1A C9A 1.491(3) . ?
C1A C2A 1.493(3) . ?
C2A C3A 1.361(3) . ?
C2A C10A 1.476(3) . ?
C3A C1'A 1.469(3) . ?
C3A C4A 1.493(3) . ?
C4A C5A 1.386(3) . ?
C4A C9A 1.387(3) . ?
C5A C6A 1.397(3) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.387(3) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.406(3) . ?
C7A C13A 1.473(3) . ?
C8A C9A 1.368(3) . ?
C8A H8A 0.9300 . ?
C1'A C2'A 1.390(3) . ?
C1'A C6'A 1.397(3) . ?
C2'A C3'A 1.385(3) . ?
C2'A H2'A 0.9300 . ?
C3'A C4'A 1.373(4) . ?
C3'A H3'A 0.9300 . ?
C4'A C5'A 1.368(3) . ?
C4'A H4'A 0.9300 . ?
C5'A C6'A 1.373(3) . ?
C5'A H5'A 0.9300 . ?
C6'A H6'A 0.9300 . ?
C10A O2A 1.175(5) . ?
C10A O3C 1.229(6) . ?
C10A O2C 1.255(7) . ?
C10A O3A 1.394(7) . ?
O3A C11A 1.455(10) . ?
C11A C12A 1.535(11) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
O3C C11C 1.461(14) . ?
C11C C12C 1.444(16) . ?
C11C H11E 0.9700 . ?
C11C H11F 0.9700 . ?
C12C H12G 0.9600 . ?
C12C H12H 0.9600 . ?
C12C H12I 0.9600 . ?
C13A C25A 1.394(3) . ?
C13A C14A 1.399(3) . ?
C14A C15A 1.389(3) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.387(3) . ?
C15A H15A 0.9300 . ?
C16A C24A 1.405(3) . ?
C16A C17A 1.460(3) . ?
C17A C18A 1.392(3) . ?
C17A C22A 1.399(3) . ?
C18A C19A 1.385(4) . ?
C18A H18A 0.9300 . ?
C19A C20A 1.367(4) . ?
C19A H19A 0.9300 . ?
C20A C21A 1.388(4) . ?
C20A H20A 0.9300 . ?
C21A C22A 1.382(4) . ?
C21A H21A 0.9300 . ?
C22A C23A 1.520(3) . ?
C23A C24A 1.503(3) . ?
C23A C27A 1.530(3) . ?
C23A C26A 1.544(3) . ?
C24A C25A 1.383(3) . ?
C25A H25A 0.9300 . ?
C26A H26A 0.9600 . ?
C26A H26B 0.9600 . ?
C26A H26C 0.9600 . ?
C27A H27A 0.9600 . ?
C27A H27B 0.9600 . ?
C27A H27C 0.9600 . ?
C1B O1B 1.213(2) . ?
C1B C9B 1.491(3) . ?
C1B C2B 1.503(3) . ?
C2B C3B 1.362(3) . ?
C2B C10B 1.480(3) . ?
C3B C1'B 1.476(3) . ?
C3B C4B 1.488(3) . ?
C4B C5B 1.378(3) . ?
C4B C9B 1.391(3) . ?
C5B C6B 1.391(3) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.393(3) . ?
C6B H6B 0.9300 . ?
C7B C8B 1.405(3) . ?
C7B C13B 1.482(3) . ?
C8B C9B 1.368(3) . ?
C8B H8B 0.9300 . ?
C1'B C6'B 1.384(3) . ?
C1'B C2'B 1.392(3) . ?
C2'B C3'B 1.388(3) . ?
C2'B H2'B 0.9300 . ?
C3'B C4'B 1.372(4) . ?
C3'B H3'B 0.9300 . ?
C4'B C5'B 1.368(4) . ?
C4'B H4'B 0.9300 . ?
C5'B C6'B 1.374(3) . ?
C5'B H5'B 0.9300 . ?
C6'B H6'B 0.9300 . ?
C10B O2B 1.178(2) . ?
C10B O3B 1.307(2) . ?
O3B C11B 1.452(3) . ?
C11B C12B 1.437(4) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13B C25B 1.393(3) . ?
C13B C14B 1.396(3) . ?
C14B C15B 1.382(3) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.386(3) . ?
C15B H15B 0.9300 . ?
C16B C24B 1.390(3) . ?
C16B C17B 1.467(3) . ?
C17B C18B 1.386(3) . ?
C17B C22B 1.401(3) . ?
C18B C19B 1.377(3) . ?
C18B H18B 0.9300 . ?
C19B C20B 1.380(3) . ?
C19B H19B 0.9300 . ?
C20B C21B 1.381(3) . ?
C20B H20B 0.9300 . ?
C21B C22B 1.372(3) . ?
C21B H21B 0.9300 . ?
C22B C23B 1.525(3) . ?
C23B C24B 1.522(3) . ?
C23B C26B 1.524(3) . ?
C23B C27B 1.528(3) . ?
C24B C25B 1.382(3) . ?
C25B H25B 0.9300 . ?
C26B H26D 0.9600 . ?
C26B H26E 0.9600 . ?
C26B H26F 0.9600 . ?
C27B H27D 0.9600 . ?
C27B H27E 0.9600 . ?
C27B H27F 0.9600 . ?

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 C1A C9A 125.3(2) . . ?
O1A C1A C2A 128.9(2) . . ?
C9A C1A C2A 105.79(19) . . ?
C3A C2A C10A 130.7(2) . . ?
C3A C2A C1A 109.16(18) . . ?
C10A C2A C1A 119.91(19) . . ?
C2A C3A C1'A 130.7(2) . . ?
C2A C3A C4A 108.3(2) . . ?
C1'A C3A C4A 120.98(17) . . ?
C5A C4A C9A 119.3(2) . . ?
C5A C4A C3A 131.4(2) . . ?
C9A C4A C3A 109.35(18) . . ?
C4A C5A C6A 118.3(2) . . ?
C4A C5A H5A 120.8 . . ?
C6A C5A H5A 120.8 . . ?
C7A C6A C5A 122.5(2) . . ?
C7A C6A H6A 118.7 . . ?
C5A C6A H6A 118.7 . . ?
C6A C7A C8A 118.0(2) . . ?
C6A C7A C13A 121.45(19) . . ?
C8A C7A C13A 120.5(2) . . ?
C9A C8A C7A 119.3(2) . . ?
C9A C8A H8A 120.4 . . ?
C7A C8A H8A 120.4 . . ?
C8A C9A C4A 122.52(19) . . ?
C8A C9A C1A 130.1(2) . . ?
C4A C9A C1A 107.4(2) . . ?
C2'A C1'A C6'A 118.4(2) . . ?
C2'A C1'A C3A 120.5(2) . . ?
C6'A C1'A C3A 121.0(2) . . ?
C3'A C2'A C1'A 120.1(2) . . ?
C3'A C2'A H2'A 120.0 . . ?
C1'A C2'A H2'A 120.0 . . ?
C4'A C3'A C2'A 120.8(2) . . ?
C4'A C3'A H3'A 119.6 . . ?
C2'A C3'A H3'A 119.6 . . ?
C5'A C4'A C3'A 119.2(3) . . ?
C5'A C4'A H4'A 120.4 . . ?
C3'A C4'A H4'A 120.4 . . ?
C4'A C5'A C6'A 121.2(2) . . ?
C4'A C5'A H5'A 119.4 . . ?
C6'A C5'A H5'A 119.4 . . ?
C5'A C6'A C1'A 120.2(2) . . ?
C5'A C6'A H6'A 119.9 . . ?
C1'A C6'A H6'A 119.9 . . ?
O3C C10A O2C 126.7(5) . . ?
O2A C10A O3A 120.2(3) . . ?
O2A C10A C2A 124.4(3) . . ?
O3C C10A C2A 115.2(3) . . ?
O2C C10A C2A 118.2(4) . . ?
O3A C10A C2A 115.1(3) . . ?
C10A O3A C11A 114.6(5) . . ?
O3A C11A C12A 109.3(7) . . ?
O3A C11A H11A 109.8 . . ?
C12A C11A H11A 109.8 . . ?
O3A C11A H11B 109.8 . . ?
C12A C11A H11B 109.8 . . ?
H11A C11A H11B 108.3 . . ?
C11A C12A H12A 109.5 . . ?
C11A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C10A O3C C11C 116.0(7) . . ?
C12C C11C O3C 109.8(9) . . ?
C12C C11C H11E 109.7 . . ?
O3C C11C H11E 109.7 . . ?
C12C C11C H11F 109.7 . . ?
O3C C11C H11F 109.7 . . ?
H11E C11C H11F 108.2 . . ?
C11C C12C H12G 109.5 . . ?
C11C C12C H12H 109.5 . . ?
H12G C12C H12H 109.5 . . ?
C11C C12C H12I 109.5 . . ?
H12G C12C H12I 109.5 . . ?
H12H C12C H12I 109.5 . . ?
C25A C13A C14A 118.3(2) . . ?
C25A C13A C7A 120.4(2) . . ?
C14A C13A C7A 121.3(2) . . ?
C15A C14A C13A 121.3(2) . . ?
C15A C14A H14A 119.3 . . ?
C13A C14A H14A 119.3 . . ?
C16A C15A C14A 119.7(2) . . ?
C16A C15A H15A 120.2 . . ?
C14A C15A H15A 120.2 . . ?
C15A C16A C24A 119.7(2) . . ?
C15A C16A C17A 132.1(2) . . ?
C24A C16A C17A 108.2(2) . . ?
C18A C17A C22A 120.3(3) . . ?
C18A C17A C16A 131.6(3) . . ?
C22A C17A C16A 108.1(2) . . ?
C19A C18A C17A 118.6(3) . . ?
C19A C18A H18A 120.7 . . ?
C17A C18A H18A 120.7 . . ?
C20A C19A C18A 121.4(3) . . ?
C20A C19A H19A 119.3 . . ?
C18A C19A H19A 119.3 . . ?
C19A C20A C21A 120.3(3) . . ?
C19A C20A H20A 119.9 . . ?
C21A C20A H20A 119.9 . . ?
C22A C21A C20A 119.6(3) . . ?
C22A C21A H21A 120.2 . . ?
C20A C21A H21A 120.2 . . ?
C21A C22A C17A 119.8(2) . . ?
C21A C22A C23A 129.0(3) . . ?
C17A C22A C23A 111.1(2) . . ?
C24A C23A C22A 101.15(19) . . ?
C24A C23A C27A 111.8(2) . . ?
C22A C23A C27A 111.6(2) . . ?
C24A C23A C26A 111.3(2) . . ?
C22A C23A C26A 110.7(2) . . ?
C27A C23A C26A 110.0(2) . . ?
C25A C24A C16A 119.9(2) . . ?
C25A C24A C23A 128.8(2) . . ?
C16A C24A C23A 111.3(2) . . ?
C24A C25A C13A 121.1(2) . . ?
C24A C25A H25A 119.4 . . ?
C13A C25A H25A 119.4 . . ?
C23A C26A H26A 109.5 . . ?
C23A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
C23A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
C23A C27A H27A 109.5 . . ?
C23A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C23A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
O1B C1B C9B 126.10(19) . . ?
O1B C1B C2B 128.55(18) . . ?
C9B C1B C2B 105.33(16) . . ?
C3B C2B C10B 130.69(19) . . ?
C3B C2B C1B 109.00(17) . . ?
C10B C2B C1B 120.19(17) . . ?
C2B C3B C1'B 129.86(19) . . ?
C2B C3B C4B 108.69(17) . . ?
C1'B C3B C4B 121.41(17) . . ?
C5B C4B C9B 118.96(18) . . ?
C5B C4B C3B 131.85(18) . . ?
C9B C4B C3B 109.13(16) . . ?
C4B C5B C6B 118.78(19) . . ?
C4B C5B H5B 120.6 . . ?
C6B C5B H5B 120.6 . . ?
C5B C6B C7B 122.59(19) . . ?
C5B C6B H6B 118.7 . . ?
C7B C6B H6B 118.7 . . ?
C6B C7B C8B 117.75(19) . . ?
C6B C7B C13B 121.50(18) . . ?
C8B C7B C13B 120.75(18) . . ?
C9B C8B C7B 119.17(19) . . ?
C9B C8B H8B 120.4 . . ?
C7B C8B H8B 120.4 . . ?
C8B C9B C4B 122.72(18) . . ?
C8B C9B C1B 129.54(19) . . ?
C4B C9B C1B 107.74(17) . . ?
C6'B C1'B C2'B 118.4(2) . . ?
C6'B C1'B C3B 120.8(2) . . ?
C2'B C1'B C3B 120.7(2) . . ?
C3'B C2'B C1'B 120.2(2) . . ?
C3'B C2'B H2'B 119.9 . . ?
C1'B C2'B H2'B 119.9 . . ?
C4'B C3'B C2'B 120.1(3) . . ?
C4'B C3'B H3'B 120.0 . . ?
C2'B C3'B H3'B 120.0 . . ?
C5'B C4'B C3'B 120.0(2) . . ?
C5'B C4'B H4'B 120.0 . . ?
C3'B C4'B H4'B 120.0 . . ?
C4'B C5'B C6'B 120.4(3) . . ?
C4'B C5'B H5'B 119.8 . . ?
C6'B C5'B H5'B 119.8 . . ?
C5'B C6'B C1'B 120.8(2) . . ?
C5'B C6'B H6'B 119.6 . . ?
C1'B C6'B H6'B 119.6 . . ?
O2B C10B O3B 121.7(2) . . ?
O2B C10B C2B 123.4(2) . . ?
O3B C10B C2B 114.90(19) . . ?
C10B O3B C11B 117.60(18) . . ?
C12B C11B O3B 112.0(3) . . ?
C12B C11B H11C 109.2 . . ?
O3B C11B H11C 109.2 . . ?
C12B C11B H11D 109.2 . . ?
O3B C11B H11D 109.2 . . ?
H11C C11B H11D 107.9 . . ?
C11B C12B H12D 109.5 . . ?
C11B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C25B C13B C14B 118.14(19) . . ?
C25B C13B C7B 121.47(18) . . ?
C14B C13B C7B 120.37(18) . . ?
C15B C14B C13B 121.89(19) . . ?
C15B C14B H14B 119.1 . . ?
C13B C14B H14B 119.1 . . ?
C14B C15B C16B 118.74(18) . . ?
C14B C15B H15B 120.6 . . ?
C16B C15B H15B 120.6 . . ?
C15B C16B C24B 120.56(19) . . ?
C15B C16B C17B 130.90(19) . . ?
C24B C16B C17B 108.52(18) . . ?
C18B C17B C22B 119.8(2) . . ?
C18B C17B C16B 131.7(2) . . ?
C22B C17B C16B 108.45(18) . . ?
C19B C18B C17B 119.0(2) . . ?
C19B C18B H18B 120.5 . . ?
C17B C18B H18B 120.5 . . ?
C18B C19B C20B 120.9(2) . . ?
C18B C19B H19B 119.6 . . ?
C20B C19B H19B 119.6 . . ?
C19B C20B C21B 120.6(2) . . ?
C19B C20B H20B 119.7 . . ?
C21B C20B H20B 119.7 . . ?
C22B C21B C20B 119.1(2) . . ?
C22B C21B H21B 120.4 . . ?
C20B C21B H21B 120.4 . . ?
C21B C22B C17B 120.6(2) . . ?
C21B C22B C23B 128.7(2) . . ?
C17B C22B C23B 110.68(18) . . ?
C24B C23B C26B 111.7(2) . . ?
C24B C23B C22B 101.10(16) . . ?
C26B C23B C22B 112.1(2) . . ?
C24B C23B C27B 111.60(19) . . ?
C26B C23B C27B 110.0(2) . . ?
C22B C23B C27B 110.1(2) . . ?
C25B C24B C16B 119.92(19) . . ?
C25B C24B C23B 128.83(18) . . ?
C16B C24B C23B 111.24(18) . . ?
C24B C25B C13B 120.73(18) . . ?
C24B C25B H25B 119.6 . . ?
C13B C25B H25B 119.6 . . ?
C23B C26B H26D 109.5 . . ?
C23B C26B H26E 109.5 . . ?
H26D C26B H26E 109.5 . . ?
C23B C26B H26F 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
C23B C27B H27D 109.5 . . ?
C23B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C23B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 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
O1A C1A C2A C3A -178.1(2) . . . . ?
C9A C1A C2A C3A 0.9(2) . . . . ?
O1A C1A C2A C10A -2.6(4) . . . . ?
C9A C1A C2A C10A 176.40(18) . . . . ?
C10A C2A C3A C1'A 7.6(4) . . . . ?
C1A C2A C3A C1'A -177.6(2) . . . . ?
C10A C2A C3A C4A -174.5(2) . . . . ?
C1A C2A C3A C4A 0.3(2) . . . . ?
C2A C3A C4A C5A 179.9(2) . . . . ?
C1'A C3A C4A C5A -1.9(3) . . . . ?
C2A C3A C4A C9A -1.5(2) . . . . ?
C1'A C3A C4A C9A 176.64(18) . . . . ?
C9A C4A C5A C6A -0.8(3) . . . . ?
C3A C4A C5A C6A 177.6(2) . . . . ?
C4A C5A C6A C7A -0.8(3) . . . . ?
C5A C6A C7A C8A 1.0(3) . . . . ?
C5A C6A C7A C13A 180.0(2) . . . . ?
C6A C7A C8A C9A 0.3(3) . . . . ?
C13A C7A C8A C9A -178.65(19) . . . . ?
C7A C8A C9A C4A -2.0(3) . . . . ?
C7A C8A C9A C1A 179.8(2) . . . . ?
C5A C4A C9A C8A 2.2(3) . . . . ?
C3A C4A C9A C8A -176.52(19) . . . . ?
C5A C4A C9A C1A -179.20(19) . . . . ?
C3A C4A C9A C1A 2.1(2) . . . . ?
O1A C1A C9A C8A -4.4(4) . . . . ?
C2A C1A C9A C8A 176.6(2) . . . . ?
O1A C1A C9A C4A 177.2(2) . . . . ?
C2A C1A C9A C4A -1.8(2) . . . . ?
C2A C3A C1'A C2'A -127.2(2) . . . . ?
C4A C3A C1'A C2'A 55.1(3) . . . . ?
C2A C3A C1'A C6'A 55.9(3) . . . . ?
C4A C3A C1'A C6'A -121.8(2) . . . . ?
C6'A C1'A C2'A C3'A -2.1(3) . . . . ?
C3A C1'A C2'A C3'A -179.08(18) . . . . ?
C1'A C2'A C3'A C4'A 2.0(3) . . . . ?
C2'A C3'A C4'A C5'A 0.1(4) . . . . ?
C3'A C4'A C5'A C6'A -2.2(4) . . . . ?
C4'A C5'A C6'A C1'A 2.1(4) . . . . ?
C2'A C1'A C6'A C5'A 0.1(3) . . . . ?
C3A C1'A C6'A C5'A 177.02(19) . . . . ?
C3A C2A C10A O2A 144.7(7) . . . . ?
C1A C2A C10A O2A -29.7(8) . . . . ?
C3A C2A C10A O3C 12.8(8) . . . . ?
C1A C2A C10A O3C -161.6(8) . . . . ?
C3A C2A C10A O2C -166.3(8) . . . . ?
C1A C2A C10A O2C 19.3(8) . . . . ?
C3A C2A C10A O3A -29.2(6) . . . . ?
C1A C2A C10A O3A 156.4(5) . . . . ?
O2A C10A O3A C11A -1.5(7) . . . . ?
O3C C10A O3A C11A 73.4(7) . . . . ?
O2C C10A O3A C11A -47.9(7) . . . . ?
C2A C10A O3A C11A 172.7(5) . . . . ?
C10A O3A C11A C12A 81.9(7) . . . . ?
O2A C10A O3C C11C 37.9(7) . . . . ?
O2C C10A O3C C11C -2.6(9) . . . . ?
O3A C10A O3C C11C -82.4(8) . . . . ?
C2A C10A O3C C11C 178.4(5) . . . . ?
C10A O3C C11C C12C 79.0(14) . . . . ?
C6A C7A C13A C25A -148.1(2) . . . . ?
C8A C7A C13A C25A 30.8(3) . . . . ?
C6A C7A C13A C14A 30.9(3) . . . . ?
C8A C7A C13A C14A -150.2(2) . . . . ?
C25A C13A C14A C15A 0.4(3) . . . . ?
C7A C13A C14A C15A -178.7(2) . . . . ?
C13A C14A C15A C16A 0.5(3) . . . . ?
C14A C15A C16A C24A -1.0(3) . . . . ?
C14A C15A C16A C17A 178.6(2) . . . . ?
C15A C16A C17A C18A -1.1(4) . . . . ?
C24A C16A C17A C18A 178.5(2) . . . . ?
C15A C16A C17A C22A 179.5(2) . . . . ?
C24A C16A C17A C22A -0.9(3) . . . . ?
C22A C17A C18A C19A -0.1(3) . . . . ?
C16A C17A C18A C19A -179.4(2) . . . . ?
C17A C18A C19A C20A 0.1(4) . . . . ?
C18A C19A C20A C21A -0.6(4) . . . . ?
C19A C20A C21A C22A 1.1(4) . . . . ?
C20A C21A C22A C17A -1.2(4) . . . . ?
C20A C21A C22A C23A 177.4(2) . . . . ?
C18A C17A C22A C21A 0.7(4) . . . . ?
C16A C17A C22A C21A -179.8(2) . . . . ?
C18A C17A C22A C23A -178.1(2) . . . . ?
C16A C17A C22A C23A 1.3(3) . . . . ?
C21A C22A C23A C24A -179.9(2) . . . . ?
C17A C22A C23A C24A -1.2(3) . . . . ?
C21A C22A C23A C27A 61.1(3) . . . . ?
C17A C22A C23A C27A -120.2(2) . . . . ?
C21A C22A C23A C26A -61.8(3) . . . . ?
C17A C22A C23A C26A 116.9(2) . . . . ?
C15A C16A C24A C25A 0.6(3) . . . . ?
C17A C16A C24A C25A -179.1(2) . . . . ?
C15A C16A C24A C23A 179.8(2) . . . . ?
C17A C16A C24A C23A 0.1(3) . . . . ?
C22A C23A C24A C25A 179.7(2) . . . . ?
C27A C23A C24A C25A -61.4(3) . . . . ?
C26A C23A C24A C25A 62.1(3) . . . . ?
C22A C23A C24A C16A 0.6(2) . . . . ?
C27A C23A C24A C16A 119.5(2) . . . . ?
C26A C23A C24A C16A -117.0(2) . . . . ?
C16A C24A C25A C13A 0.3(3) . . . . ?
C23A C24A C25A C13A -178.7(2) . . . . ?
C14A C13A C25A C24A -0.8(3) . . . . ?
C7A C13A C25A C24A 178.3(2) . . . . ?
O1B C1B C2B C3B 177.0(2) . . . . ?
C9B C1B C2B C3B -1.8(2) . . . . ?
O1B C1B C2B C10B 0.5(4) . . . . ?
C9B C1B C2B C10B -178.3(2) . . . . ?
C10B C2B C3B C1'B -6.5(4) . . . . ?
C1B C2B C3B C1'B 177.5(2) . . . . ?
C10B C2B C3B C4B 175.8(2) . . . . ?
C1B C2B C3B C4B -0.1(2) . . . . ?
C2B C3B C4B C5B 179.2(2) . . . . ?
C1'B C3B C4B C5B 1.3(4) . . . . ?
C2B C3B C4B C9B 2.2(3) . . . . ?
C1'B C3B C4B C9B -175.7(2) . . . . ?
C9B C4B C5B C6B 0.0(3) . . . . ?
C3B C4B C5B C6B -176.8(2) . . . . ?
C4B C5B C6B C7B 1.4(4) . . . . ?
C5B C6B C7B C8B -1.3(4) . . . . ?
C5B C6B C7B C13B 179.1(2) . . . . ?
C6B C7B C8B C9B 0.0(3) . . . . ?
C13B C7B C8B C9B 179.5(2) . . . . ?
C7B C8B C9B C4B 1.4(3) . . . . ?
C7B C8B C9B C1B -179.3(2) . . . . ?
C5B C4B C9B C8B -1.3(3) . . . . ?
C3B C4B C9B C8B 176.1(2) . . . . ?
C5B C4B C9B C1B 179.2(2) . . . . ?
C3B C4B C9B C1B -3.3(2) . . . . ?
O1B C1B C9B C8B 4.9(4) . . . . ?
C2B C1B C9B C8B -176.2(2) . . . . ?
O1B C1B C9B C4B -175.7(2) . . . . ?
C2B C1B C9B C4B 3.1(2) . . . . ?
C2B C3B C1'B C6'B 128.6(3) . . . . ?
C4B C3B C1'B C6'B -54.0(3) . . . . ?
C2B C3B C1'B C2'B -53.5(3) . . . . ?
C4B C3B C1'B C2'B 123.9(2) . . . . ?
C6'B C1'B C2'B C3'B -1.5(3) . . . . ?
C3B C1'B C2'B C3'B -179.49(19) . . . . ?
C1'B C2'B C3'B C4'B -1.4(3) . . . . ?
C2'B C3'B C4'B C5'B 2.9(4) . . . . ?
C3'B C4'B C5'B C6'B -1.5(4) . . . . ?
C4'B C5'B C6'B C1'B -1.5(3) . . . . ?
C2'B C1'B C6'B C5'B 3.0(3) . . . . ?
C3B C1'B C6'B C5'B -179.04(19) . . . . ?
C3B C2B C10B O2B 176.1(3) . . . . ?
C1B C2B C10B O2B -8.3(4) . . . . ?
C3B C2B C10B O3B -3.2(4) . . . . ?
C1B C2B C10B O3B 172.4(2) . . . . ?
O2B C10B O3B C11B 2.0(4) . . . . ?
C2B C10B O3B C11B -178.7(2) . . . . ?
C10B O3B C11B C12B -85.9(4) . . . . ?
C6B C7B C13B C25B 148.3(2) . . . . ?
C8B C7B C13B C25B -31.2(3) . . . . ?
C6B C7B C13B C14B -30.0(3) . . . . ?
C8B C7B C13B C14B 150.5(2) . . . . ?
C25B C13B C14B C15B -1.4(3) . . . . ?
C7B C13B C14B C15B 177.0(2) . . . . ?
C13B C14B C15B C16B 0.4(3) . . . . ?
C14B C15B C16B C24B 0.7(3) . . . . ?
C14B C15B C16B C17B -177.4(2) . . . . ?
C15B C16B C17B C18B 0.3(4) . . . . ?
C24B C16B C17B C18B -178.0(2) . . . . ?
C15B C16B C17B C22B 179.4(2) . . . . ?
C24B C16B C17B C22B 1.0(3) . . . . ?
C22B C17B C18B C19B -0.5(4) . . . . ?
C16B C17B C18B C19B 178.5(2) . . . . ?
C17B C18B C19B C20B 0.5(4) . . . . ?
C18B C19B C20B C21B -0.2(4) . . . . ?
C19B C20B C21B C22B 0.0(4) . . . . ?
C20B C21B C22B C17B -0.1(4) . . . . ?
C20B C21B C22B C23B -177.8(2) . . . . ?
C18B C17B C22B C21B 0.3(4) . . . . ?
C16B C17B C22B C21B -178.9(2) . . . . ?
C18B C17B C22B C23B 178.5(2) . . . . ?
C16B C17B C22B C23B -0.7(3) . . . . ?
C21B C22B C23B C24B 178.1(2) . . . . ?
C17B C22B C23B C24B 0.2(3) . . . . ?
C21B C22B C23B C26B -62.8(3) . . . . ?
C17B C22B C23B C26B 119.3(2) . . . . ?
C21B C22B C23B C27B 60.0(3) . . . . ?
C17B C22B C23B C27B -117.9(2) . . . . ?
C15B C16B C24B C25B -0.9(3) . . . . ?
C17B C16B C24B C25B 177.7(2) . . . . ?
C15B C16B C24B C23B -179.5(2) . . . . ?
C17B C16B C24B C23B -1.0(3) . . . . ?
C26B C23B C24B C25B 62.6(3) . . . . ?
C22B C23B C24B C25B -178.0(2) . . . . ?
C27B C23B C24B C25B -61.0(3) . . . . ?
C26B C23B C24B C16B -118.9(2) . . . . ?
C22B C23B C24B C16B 0.5(3) . . . . ?
C27B C23B C24B C16B 117.5(2) . . . . ?
C16B C24B C25B C13B -0.2(3) . . . . ?
C23B C24B C25B C13B 178.2(2) . . . . ?
C14B C13B C25B C24B 1.3(3) . . . . ?
C7B C13B C25B C24B -177.1(2) . . . . ?

_refine_diff_density_max         0.253
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.039

_database_code_depnum_ccdc_archive 'CCDC 1005465'
