# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is (c) The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2007

data_global

_journal_coden_Cambridge         440

loop_
_publ_author_name
'Julien Gautrot'
'Domenico C. Cupertino'
'Madeleine Helliwell'
'P. Hodge'

_publ_contact_author_name        'Julien Gautrot'
_publ_contact_author_address     
;
Department of Chemistry
University of Cambridge
Lensfield Road
Cambridge
CB2 1EW
UNITED KINGDOM
;

_publ_contact_author_email       JEG45@CAM.AC.UK

_publ_requested_journal          'New Journal of Chemistry'

_publ_section_title              
;
2,6-Diaryl-9,10-anthraquinones as Models for
Electron-Accepting Polymers
;

data_s2050m
_database_code_depnum_ccdc_archive 'CCDC 646790'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 O2'
_chemical_formula_weight         360.39

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.3924(17)
_cell_length_b                   9.5829(7)
_cell_length_c                   19.3455(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 126.6490(10)
_cell_angle_gamma                90.00
_cell_volume                     3479.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5354
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.35

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1504
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13478
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.17
_diffrn_reflns_theta_max         26.42
_reflns_number_total             3567
_reflns_number_gt                2918
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0565P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3567
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0917
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.14085(4) 0.44625(9) 1.09422(5) 0.0254(2) Uani 1 1 d . . .
C1 C 0.07690(6) 0.47019(12) 1.05110(7) 0.0182(3) Uani 1 1 d . . .
C2 C 0.04292(6) 0.57618(12) 0.98087(7) 0.0172(3) Uani 1 1 d . . .
C3 C 0.08505(6) 0.64884(12) 0.96428(7) 0.0180(3) Uani 1 1 d . . .
H3 H 0.1346 0.6294 0.9977 0.022 Uiso 1 1 calc R . .
C4 C 0.05595(6) 0.75002(12) 0.89936(7) 0.0177(3) Uani 1 1 d . . .
C5 C -0.01721(6) 0.77694(12) 0.85180(7) 0.0191(3) Uani 1 1 d . . .
H5 H -0.0382 0.8451 0.8074 0.023 Uiso 1 1 calc R . .
C6 C -0.05958(6) 0.70615(12) 0.86821(7) 0.0189(3) Uani 1 1 d . . .
H6 H -0.1090 0.7268 0.8353 0.023 Uiso 1 1 calc R . .
C7 C -0.03030(6) 0.60486(12) 0.93262(7) 0.0175(3) Uani 1 1 d . . .
C8 C 0.10117(6) 0.82488(12) 0.88091(7) 0.0179(3) Uani 1 1 d . . .
C9 C 0.16006(6) 0.75963(13) 0.89404(7) 0.0205(3) Uani 1 1 d . . .
H9 H 0.1719 0.6673 0.9163 0.025 Uiso 1 1 calc R . .
C10 C 0.20183(7) 0.82690(13) 0.87530(7) 0.0225(3) Uani 1 1 d . . .
H10 H 0.2421 0.7808 0.8854 0.027 Uiso 1 1 calc R . .
C11 C 0.18504(7) 0.96114(13) 0.84195(8) 0.0226(3) Uani 1 1 d . . .
H11 H 0.2134 1.0071 0.8287 0.027 Uiso 1 1 calc R . .
C12 C 0.12631(7) 1.02763(13) 0.82819(7) 0.0216(3) Uani 1 1 d . . .
H12 H 0.1144 1.1195 0.8052 0.026 Uiso 1 1 calc R . .
C13 C 0.08485(6) 0.96118(12) 0.84771(7) 0.0196(3) Uani 1 1 d . . .
H13 H 0.0451 1.0083 0.8385 0.023 Uiso 1 1 calc R . .
O2 O 0.00658(4) 0.79969(9) 0.40698(5) 0.0242(2) Uani 1 1 d . . .
C14 C 0.00339(6) 0.89117(12) 0.44878(7) 0.0176(3) Uani 1 1 d . . .
C15 C 0.06903(6) 0.96039(12) 0.52274(7) 0.0169(3) Uani 1 1 d . . .
C16 C 0.13449(6) 0.92125(12) 0.54274(7) 0.0181(3) Uani 1 1 d . . .
H16 H 0.1362 0.8520 0.5088 0.022 Uiso 1 1 calc R . .
C17 C 0.19795(6) 0.98148(12) 0.61168(7) 0.0179(3) Uani 1 1 d . . .
C18 C 0.19390(6) 1.08110(12) 0.66166(7) 0.0202(3) Uani 1 1 d . . .
H18 H 0.2365 1.1215 0.7099 0.024 Uiso 1 1 calc R . .
C19 C 0.12893(6) 1.12172(12) 0.64198(7) 0.0194(3) Uani 1 1 d . . .
H19 H 0.1273 1.1902 0.6763 0.023 Uiso 1 1 calc R . .
C20 C 0.06580(6) 1.06282(12) 0.57208(7) 0.0174(3) Uani 1 1 d . . .
C21 C 0.26691(6) 0.94457(12) 0.62857(7) 0.0185(3) Uani 1 1 d . . .
C22 C 0.26943(6) 0.91158(12) 0.56011(8) 0.0191(3) Uani 1 1 d . . .
H22 H 0.2265 0.9081 0.5032 0.023 Uiso 1 1 calc R . .
C23 C 0.33390(6) 0.88379(12) 0.57432(8) 0.0213(3) Uani 1 1 d . . .
H23 H 0.3349 0.8620 0.5271 0.026 Uiso 1 1 calc R . .
C24 C 0.39694(6) 0.88783(12) 0.65732(8) 0.0229(3) Uani 1 1 d . . .
H24 H 0.4411 0.8691 0.6671 0.027 Uiso 1 1 calc R . .
C25 C 0.39498(7) 0.91939(12) 0.72595(8) 0.0236(3) Uani 1 1 d . . .
H25 H 0.4380 0.9215 0.7829 0.028 Uiso 1 1 calc R . .
C26 C 0.33077(6) 0.94776(12) 0.71194(8) 0.0210(3) Uani 1 1 d . . .
H26 H 0.3301 0.9696 0.7593 0.025 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0199(5) 0.0321(5) 0.0241(5) 0.0086(4) 0.0130(4) 0.0038(4)
C1 0.0203(6) 0.0189(6) 0.0157(6) -0.0014(5) 0.0109(5) 0.0005(5)
C2 0.0218(6) 0.0165(6) 0.0158(6) -0.0018(5) 0.0125(5) 0.0004(5)
C3 0.0198(6) 0.0180(6) 0.0173(6) -0.0018(5) 0.0117(5) 0.0007(5)
C4 0.0245(6) 0.0148(6) 0.0175(6) -0.0031(5) 0.0146(5) -0.0013(5)
C5 0.0262(6) 0.0159(6) 0.0176(6) 0.0016(5) 0.0144(5) 0.0022(5)
C6 0.0201(6) 0.0198(6) 0.0165(6) -0.0003(5) 0.0108(5) 0.0021(5)
C7 0.0216(6) 0.0173(6) 0.0157(6) -0.0026(4) 0.0123(5) -0.0005(5)
C8 0.0233(6) 0.0172(6) 0.0142(5) -0.0029(4) 0.0116(5) -0.0024(5)
C9 0.0249(6) 0.0171(6) 0.0207(6) 0.0006(5) 0.0143(5) 0.0003(5)
C10 0.0244(6) 0.0237(6) 0.0223(6) -0.0025(5) 0.0155(6) -0.0007(5)
C11 0.0276(7) 0.0235(7) 0.0201(6) -0.0037(5) 0.0160(6) -0.0083(5)
C12 0.0299(7) 0.0157(6) 0.0183(6) -0.0011(5) 0.0139(6) -0.0029(5)
C13 0.0244(6) 0.0174(6) 0.0162(6) -0.0021(5) 0.0118(5) 0.0004(5)
O2 0.0241(5) 0.0253(5) 0.0253(5) -0.0088(4) 0.0160(4) -0.0036(4)
C14 0.0222(6) 0.0168(6) 0.0178(6) 0.0011(5) 0.0141(5) -0.0013(5)
C15 0.0201(6) 0.0162(6) 0.0168(6) 0.0016(5) 0.0123(5) -0.0014(5)
C16 0.0220(6) 0.0166(6) 0.0181(6) 0.0006(5) 0.0133(5) -0.0007(5)
C17 0.0200(6) 0.0180(6) 0.0177(6) 0.0031(5) 0.0122(5) -0.0007(5)
C18 0.0196(6) 0.0238(6) 0.0161(6) -0.0009(5) 0.0100(5) -0.0039(5)
C19 0.0245(6) 0.0193(6) 0.0181(6) -0.0021(5) 0.0147(5) -0.0026(5)
C20 0.0202(6) 0.0173(6) 0.0169(6) 0.0016(5) 0.0122(5) -0.0024(5)
C21 0.0211(6) 0.0136(6) 0.0209(6) 0.0006(5) 0.0127(5) -0.0016(5)
C22 0.0204(6) 0.0172(6) 0.0193(6) -0.0012(5) 0.0116(5) -0.0028(5)
C23 0.0268(7) 0.0156(6) 0.0262(6) -0.0023(5) 0.0184(6) -0.0015(5)
C24 0.0212(6) 0.0176(6) 0.0324(7) 0.0004(5) 0.0174(6) 0.0011(5)
C25 0.0203(6) 0.0218(6) 0.0220(6) 0.0004(5) 0.0090(6) 0.0010(5)
C26 0.0244(7) 0.0193(6) 0.0204(6) 0.0005(5) 0.0140(6) 0.0000(5)

_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
O1 C1 1.2234(14) . ?
C1 C7 1.4882(16) 5_567 ?
C1 C2 1.4900(16) . ?
C2 C3 1.3916(16) . ?
C2 C7 1.4042(16) . ?
C3 C4 1.4001(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.4008(17) . ?
C4 C8 1.4870(16) . ?
C5 C6 1.3852(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.3947(16) . ?
C6 H6 0.9500 . ?
C7 C1 1.4881(16) 5_567 ?
C8 C9 1.3912(16) . ?
C8 C13 1.4041(16) . ?
C9 C10 1.3873(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.3866(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.3884(17) . ?
C11 H11 0.9500 . ?
C12 C13 1.3878(17) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
O2 C14 1.2249(14) . ?
C14 C20 1.4823(16) 5_576 ?
C14 C15 1.4907(16) . ?
C15 C16 1.3885(16) . ?
C15 C20 1.4022(16) . ?
C16 C17 1.3972(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.4015(16) . ?
C17 C21 1.4850(16) . ?
C18 C19 1.3842(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.3942(16) . ?
C19 H19 0.9500 . ?
C20 C14 1.4823(16) 5_576 ?
C21 C22 1.3966(16) . ?
C21 C26 1.3990(16) . ?
C22 C23 1.3878(17) . ?
C22 H22 0.9500 . ?
C23 C24 1.3885(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.3886(18) . ?
C24 H24 0.9500 . ?
C25 C26 1.3848(17) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

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 C7 121.14(11) . 5_567 ?
O1 C1 C2 121.27(11) . . ?
C7 C1 C2 117.58(10) 5_567 . ?
C3 C2 C7 119.97(11) . . ?
C3 C2 C1 119.05(10) . . ?
C7 C2 C1 120.97(10) . . ?
C2 C3 C4 121.42(11) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 117.76(11) . . ?
C3 C4 C8 120.99(11) . . ?
C5 C4 C8 121.25(10) . . ?
C6 C5 C4 121.34(11) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 120.56(11) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C2 118.94(11) . . ?
C6 C7 C1 119.62(11) . 5_567 ?
C2 C7 C1 121.44(10) . 5_567 ?
C9 C8 C13 118.09(11) . . ?
C9 C8 C4 120.53(10) . . ?
C13 C8 C4 121.36(11) . . ?
C10 C9 C8 121.24(11) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 120.31(12) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.21(11) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C13 C12 C11 120.63(11) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C8 120.53(11) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
O2 C14 C20 121.35(11) . 5_576 ?
O2 C14 C15 121.22(11) . . ?
C20 C14 C15 117.43(10) 5_576 . ?
C16 C15 C20 119.86(11) . . ?
C16 C15 C14 118.69(11) . . ?
C20 C15 C14 121.45(11) . . ?
C15 C16 C17 121.40(11) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C18 117.98(11) . . ?
C16 C17 C21 120.49(11) . . ?
C18 C17 C21 121.48(10) . . ?
C19 C18 C17 121.14(11) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 120.41(11) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 119.18(11) . . ?
C19 C20 C14 119.72(11) . 5_576 ?
C15 C20 C14 121.10(10) . 5_576 ?
C22 C21 C26 118.54(11) . . ?
C22 C21 C17 120.03(10) . . ?
C26 C21 C17 121.38(11) . . ?
C23 C22 C21 120.77(11) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 120.14(11) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 119.56(11) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 120.43(11) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C21 120.56(11) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 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
O1 C1 C2 C3 0.07(17) . . . . ?
C7 C1 C2 C3 179.63(10) 5_567 . . . ?
O1 C1 C2 C7 -178.89(11) . . . . ?
C7 C1 C2 C7 0.67(17) 5_567 . . . ?
C7 C2 C3 C4 -0.70(16) . . . . ?
C1 C2 C3 C4 -179.68(10) . . . . ?
C2 C3 C4 C5 0.56(16) . . . . ?
C2 C3 C4 C8 -178.67(10) . . . . ?
C3 C4 C5 C6 0.01(16) . . . . ?
C8 C4 C5 C6 179.23(10) . . . . ?
C4 C5 C6 C7 -0.43(17) . . . . ?
C5 C6 C7 C2 0.29(16) . . . . ?
C5 C6 C7 C1 -179.80(10) . . . 5_567 ?
C3 C2 C7 C6 0.27(16) . . . . ?
C1 C2 C7 C6 179.22(10) . . . . ?
C3 C2 C7 C1 -179.65(10) . . . 5_567 ?
C1 C2 C7 C1 -0.69(18) . . . 5_567 ?
C3 C4 C8 C9 30.73(16) . . . . ?
C5 C4 C8 C9 -148.46(11) . . . . ?
C3 C4 C8 C13 -151.02(11) . . . . ?
C5 C4 C8 C13 29.78(16) . . . . ?
C13 C8 C9 C10 0.23(17) . . . . ?
C4 C8 C9 C10 178.53(11) . . . . ?
C8 C9 C10 C11 -0.70(18) . . . . ?
C9 C10 C11 C12 0.49(17) . . . . ?
C10 C11 C12 C13 0.19(17) . . . . ?
C11 C12 C13 C8 -0.66(17) . . . . ?
C9 C8 C13 C12 0.45(16) . . . . ?
C4 C8 C13 C12 -177.83(10) . . . . ?
O2 C14 C15 C16 1.29(16) . . . . ?
C20 C14 C15 C16 -178.80(10) 5_576 . . . ?
O2 C14 C15 C20 -178.47(11) . . . . ?
C20 C14 C15 C20 1.44(17) 5_576 . . . ?
C20 C15 C16 C17 0.27(17) . . . . ?
C14 C15 C16 C17 -179.50(10) . . . . ?
C15 C16 C17 C18 1.34(17) . . . . ?
C15 C16 C17 C21 -176.15(10) . . . . ?
C16 C17 C18 C19 -1.81(17) . . . . ?
C21 C17 C18 C19 175.65(10) . . . . ?
C17 C18 C19 C20 0.67(17) . . . . ?
C18 C19 C20 C15 0.97(17) . . . . ?
C18 C19 C20 C14 -179.20(10) . . . 5_576 ?
C16 C15 C20 C19 -1.43(16) . . . . ?
C14 C15 C20 C19 178.33(10) . . . . ?
C16 C15 C20 C14 178.75(10) . . . 5_576 ?
C14 C15 C20 C14 -1.49(18) . . . 5_576 ?
C16 C17 C21 C22 32.31(16) . . . . ?
C18 C17 C21 C22 -145.08(11) . . . . ?
C16 C17 C21 C26 -150.49(11) . . . . ?
C18 C17 C21 C26 32.11(17) . . . . ?
C26 C21 C22 C23 -0.57(17) . . . . ?
C17 C21 C22 C23 176.70(10) . . . . ?
C21 C22 C23 C24 0.33(17) . . . . ?
C22 C23 C24 C25 0.21(17) . . . . ?
C23 C24 C25 C26 -0.49(18) . . . . ?
C24 C25 C26 C21 0.24(18) . . . . ?
C22 C21 C26 C25 0.29(18) . . . . ?
C17 C21 C26 C25 -176.95(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.42
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.043

# Attachment 'Compound_3b.cif'

data_s1876m
_database_code_depnum_ccdc_archive 'CCDC 646791'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H12 O2 S2'
_chemical_formula_weight         372.44

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.6860(15)
_cell_length_b                   10.210(3)
_cell_length_c                   14.072(4)
_cell_angle_alpha                97.506(4)
_cell_angle_beta                 92.789(4)
_cell_angle_gamma                90.580(4)
_cell_volume                     808.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2201
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      26.38

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             384
_exptl_absorpt_coefficient_mu    0.344
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6461
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0626
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         26.47
_reflns_number_total             3252
_reflns_number_gt                2373
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

Restraints were applied to the bond lengths of the disordered rings
and to make the ring systems planar, so that the geometry of these
rings remained reasonable.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3252
_refine_ls_number_parameters     243
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1085
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_restrained_S_all      1.048
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.18688(12) 0.52338(7) 0.90038(5) 0.0195(2) Uani 0.878(2) 1 d PD A 1
C3A C 0.245(3) 0.5325(13) 0.8815(14) 0.020 Uiso 0.122(2) 1 d PD A 2
H3A H 0.1182 0.5069 0.9168 0.024 Uiso 0.122(2) 1 calc PR A 2
O1 O 0.6681(3) 0.73654(18) 0.58331(13) 0.0322(5) Uani 1 1 d . C .
C1 C 0.2391(5) 0.6553(3) 0.84274(18) 0.0271(6) Uani 1 1 d D . .
H1 H 0.1349 0.7273 0.8417 0.032 Uiso 1 1 calc R A 1
C2 C 0.4436(5) 0.6473(2) 0.79863(18) 0.0278(6) Uani 1 1 d D A .
H2 H 0.4975 0.7112 0.7610 0.033 Uiso 1 1 calc R B 1
C3 C 0.5684(7) 0.5338(4) 0.8145(3) 0.020 Uiso 0.878(2) 1 d PD A 1
H3 H 0.7214 0.5158 0.7924 0.024 Uiso 0.878(2) 1 calc PR A 1
S1A S 0.5847(12) 0.5203(6) 0.7978(4) 0.020 Uiso 0.122(2) 1 d PD A 2
C4 C 0.4434(4) 0.4484(2) 0.86688(16) 0.0192(5) Uani 1 1 d D . .
C5 C 0.5110(4) 0.3197(2) 0.89280(16) 0.0182(5) Uani 1 1 d . A .
C6 C 0.3765(4) 0.2539(2) 0.95312(16) 0.0193(5) Uani 1 1 d . . .
H6 H 0.2402 0.2947 0.9791 0.023 Uiso 1 1 calc R A .
C7 C 0.4390(4) 0.1300(2) 0.97563(16) 0.0174(5) Uani 1 1 d . A .
C8 C 0.6387(4) 0.0685(2) 0.93719(16) 0.0176(5) Uani 1 1 d . . .
C9 C 0.7748(4) 0.1340(2) 0.87770(17) 0.0204(5) Uani 1 1 d . A .
H9 H 0.9115 0.0935 0.8519 0.024 Uiso 1 1 calc R . .
C10 C 0.7123(4) 0.2570(2) 0.85623(16) 0.0204(5) Uani 1 1 d . . .
H10 H 0.8073 0.3004 0.8158 0.025 Uiso 1 1 calc R A .
C11 C 0.2929(4) 0.0645(2) 1.04184(17) 0.0193(5) Uani 1 1 d . . .
S2 S 0.1219(2) 0.99253(19) 0.38324(16) 0.0258(4) Uani 0.573(3) 1 d PD C 3
C14A C 0.0669(19) 0.9788(11) 0.3785(9) 0.027 Uiso 0.427(3) 1 d PD C 4
H14A H 0.2160 1.0034 0.4095 0.032 Uiso 0.427(3) 1 calc PR C 4
O2 O 0.1241(3) 0.12055(16) 1.07815(12) 0.0254(4) Uani 1 1 d . A .
C12 C -0.0914(5) 1.0715(3) 0.33514(19) 0.0318(6) Uani 1 1 d D . .
H12 H -0.0774 1.1630 0.3296 0.038 Uiso 1 1 calc R C 3
C13 C -0.2878(5) 1.0016(3) 0.30365(19) 0.0351(7) Uani 1 1 d D C .
H13 H -0.4234 1.0343 0.2730 0.042 Uiso 1 1 calc R D 3
C14 C -0.2550(16) 0.8631(10) 0.3255(7) 0.027 Uiso 0.573(3) 1 d PD C 3
H14 H -0.3705 0.7944 0.3123 0.032 Uiso 0.573(3) 1 calc PR C 3
S2A S -0.3010(4) 0.8497(3) 0.3132(2) 0.0307(6) Uani 0.427(3) 1 d PD C 4
C15 C -0.0309(4) 0.8487(2) 0.36814(17) 0.0245(6) Uani 1 1 d D . .
C16 C 0.0716(4) 0.7279(2) 0.39559(17) 0.0233(6) Uani 1 1 d . C .
C17 C -0.0264(4) 0.6034(2) 0.36057(17) 0.0245(6) Uani 1 1 d . . .
H17 H -0.1685 0.5977 0.3217 0.029 Uiso 1 1 calc R C .
C18 C 0.0797(4) 0.4891(2) 0.38153(17) 0.0237(6) Uani 1 1 d . C .
H18 H 0.0105 0.4058 0.3567 0.028 Uiso 1 1 calc R . .
C19 C 0.2872(4) 0.4943(2) 0.43872(16) 0.0227(6) Uani 1 1 d . . .
C20 C 0.3811(4) 0.6181(2) 0.47744(16) 0.0218(5) Uani 1 1 d . C .
C21 C 0.2745(4) 0.7333(3) 0.45626(17) 0.0244(6) Uani 1 1 d . . .
H21 H 0.3401 0.8166 0.4833 0.029 Uiso 1 1 calc R C .
C22 C 0.5951(4) 0.6289(2) 0.54343(17) 0.0239(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0141(4) 0.0243(4) 0.0217(4) 0.0065(3) 0.0067(3) 0.0047(3)
O1 0.0319(11) 0.0274(10) 0.0356(11) -0.0004(8) -0.0035(8) -0.0047(8)
C1 0.0277(14) 0.0259(14) 0.0262(14) 0.0001(11) -0.0057(11) 0.0102(11)
C2 0.0333(15) 0.0273(15) 0.0244(14) 0.0091(11) 0.0004(12) -0.0016(12)
C4 0.0155(12) 0.0234(13) 0.0182(12) 0.0007(10) 0.0005(9) 0.0035(10)
C5 0.0151(12) 0.0218(13) 0.0174(12) 0.0017(10) -0.0006(9) 0.0028(10)
C6 0.0151(12) 0.0230(13) 0.0193(12) 0.0004(10) 0.0020(9) 0.0046(10)
C7 0.0140(11) 0.0206(12) 0.0172(12) 0.0008(10) -0.0003(9) 0.0027(9)
C8 0.0135(11) 0.0210(13) 0.0178(12) 0.0005(10) 0.0000(9) 0.0026(10)
C9 0.0146(12) 0.0249(13) 0.0214(12) 0.0009(10) 0.0033(10) 0.0040(10)
C10 0.0169(12) 0.0248(13) 0.0202(12) 0.0039(10) 0.0038(10) 0.0008(10)
C11 0.0152(12) 0.0206(13) 0.0214(12) -0.0005(10) 0.0022(10) 0.0039(10)
S2 0.0221(9) 0.0244(8) 0.0310(7) 0.0030(5) 0.0030(7) -0.0013(6)
O2 0.0205(9) 0.0254(9) 0.0323(10) 0.0064(8) 0.0118(8) 0.0095(7)
C12 0.0385(16) 0.0246(14) 0.0322(15) 0.0007(12) 0.0092(13) 0.0000(12)
C13 0.0279(15) 0.0458(18) 0.0313(15) 0.0034(13) -0.0005(12) 0.0064(13)
S2A 0.0264(13) 0.0323(12) 0.0332(13) 0.0061(9) -0.0050(8) -0.0076(9)
C15 0.0263(14) 0.0279(14) 0.0189(12) 0.0006(11) 0.0049(11) 0.0002(11)
C16 0.0234(13) 0.0275(14) 0.0197(12) 0.0028(10) 0.0084(10) -0.0013(11)
C17 0.0223(13) 0.0299(14) 0.0213(13) 0.0020(11) 0.0044(10) -0.0007(11)
C18 0.0260(14) 0.0252(14) 0.0192(12) -0.0008(10) 0.0056(10) -0.0050(11)
C19 0.0232(13) 0.0291(14) 0.0160(12) 0.0022(10) 0.0053(10) -0.0025(11)
C20 0.0234(13) 0.0247(14) 0.0176(12) 0.0023(10) 0.0064(10) -0.0020(11)
C21 0.0263(14) 0.0263(14) 0.0202(12) -0.0004(10) 0.0066(10) -0.0047(11)
C22 0.0269(14) 0.0245(14) 0.0200(12) -0.0002(10) 0.0074(11) -0.0053(11)

_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
S1 C1 1.691(3) . ?
S1 C4 1.712(2) . ?
C3A C4 1.430(10) . ?
C3A C1 1.431(10) . ?
C3A H3A 0.9500 . ?
O1 C22 1.225(3) . ?
C1 C2 1.343(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.402(4) . ?
C2 S1A 1.531(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(5) . ?
C3 H3 0.9500 . ?
S1A C4 1.542(6) . ?
C4 C5 1.459(3) . ?
C5 C6 1.399(3) . ?
C5 C10 1.404(3) . ?
C6 C7 1.389(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.401(3) . ?
C7 C11 1.494(3) . ?
C8 C9 1.395(3) . ?
C8 C11 1.478(3) 2_657 ?
C9 C10 1.375(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 O2 1.222(3) . ?
C11 C8 1.478(3) 2_657 ?
S2 C12 1.632(4) . ?
S2 C15 1.683(3) . ?
C14A C15 1.422(11) . ?
C14A C12 1.481(12) . ?
C14A H14A 0.9500 . ?
C12 C13 1.344(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.498(10) . ?
C13 S2A 1.576(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(9) . ?
C14 H14 0.9500 . ?
S2A C15 1.686(3) . ?
C15 C16 1.458(3) . ?
C16 C21 1.398(3) . ?
C16 C17 1.402(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.400(3) . ?
C19 C22 1.475(3) 2_666 ?
C20 C21 1.389(3) . ?
C20 C22 1.488(3) . ?
C21 H21 0.9500 . ?
C22 C19 1.475(3) 2_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 93.33(12) . . ?
C4 C3A C1 119.8(10) . . ?
C4 C3A H3A 120.1 . . ?
C1 C3A H3A 120.1 . . ?
C2 C1 C3A 99.1(6) . . ?
C2 C1 S1 112.7(2) . . ?
C3A C1 S1 13.7(5) . . ?
C2 C1 H1 123.6 . . ?
C3A C1 H1 137.2 . . ?
S1 C1 H1 123.6 . . ?
C1 C2 C3 112.2(3) . . ?
C1 C2 S1A 118.5(3) . . ?
C3 C2 S1A 9.6(3) . . ?
C1 C2 H2 123.9 . . ?
C3 C2 H2 123.9 . . ?
S1A C2 H2 117.1 . . ?
C2 C3 C4 113.4(3) . . ?
C2 C3 H3 123.3 . . ?
C4 C3 H3 123.3 . . ?
C2 S1A C4 100.2(3) . . ?
C3 C4 C3A 95.3(6) . . ?
C3 C4 C5 129.0(2) . . ?
C3A C4 C5 135.7(6) . . ?
C3 C4 S1A 9.6(3) . . ?
C3A C4 S1A 101.6(6) . . ?
C5 C4 S1A 122.2(3) . . ?
C3 C4 S1 108.1(2) . . ?
C3A C4 S1 12.9(5) . . ?
C5 C4 S1 122.87(17) . . ?
S1A C4 S1 114.6(3) . . ?
C6 C5 C10 117.9(2) . . ?
C6 C5 C4 121.5(2) . . ?
C10 C5 C4 120.6(2) . . ?
C7 C6 C5 121.1(2) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.0(2) . . ?
C6 C7 C11 119.3(2) . . ?
C8 C7 C11 120.7(2) . . ?
C9 C8 C7 119.2(2) . . ?
C9 C8 C11 119.5(2) . 2_657 ?
C7 C8 C11 121.3(2) . 2_657 ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C5 121.4(2) . . ?
C9 C10 H10 119.3 . . ?
C5 C10 H10 119.3 . . ?
O2 C11 C8 121.4(2) . 2_657 ?
O2 C11 C7 120.6(2) . . ?
C8 C11 C7 118.00(19) 2_657 . ?
C12 S2 C15 93.02(15) . . ?
C15 C14A C12 111.9(7) . . ?
C15 C14A H14A 124.1 . . ?
C12 C14A H14A 124.1 . . ?
C13 C12 C14A 106.1(5) . . ?
C13 C12 S2 117.2(2) . . ?
C14A C12 S2 11.3(4) . . ?
C13 C12 H12 121.4 . . ?
C14A C12 H12 132.5 . . ?
S2 C12 H12 121.4 . . ?
C12 C13 C14 107.8(4) . . ?
C12 C13 S2A 119.4(2) . . ?
C14 C13 S2A 11.8(3) . . ?
C12 C13 H13 126.1 . . ?
C14 C13 H13 126.1 . . ?
S2A C13 H13 114.4 . . ?
C15 C14 C13 110.7(6) . . ?
C15 C14 H14 124.6 . . ?
C13 C14 H14 124.6 . . ?
C13 S2A C15 93.85(17) . . ?
C14 C15 C14A 103.3(6) . . ?
C14 C15 C16 127.3(5) . . ?
C14A C15 C16 129.4(5) . . ?
C14 C15 S2 111.2(4) . . ?
C14A C15 S2 8.2(5) . . ?
C16 C15 S2 121.5(2) . . ?
C14 C15 S2A 5.7(5) . . ?
C14A C15 S2A 108.7(5) . . ?
C16 C15 S2A 121.9(2) . . ?
S2 C15 S2A 116.48(19) . . ?
C21 C16 C17 118.1(2) . . ?
C21 C16 C15 120.6(2) . . ?
C17 C16 C15 121.3(2) . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 120.8(2) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 118.5(2) . . ?
C18 C19 C22 120.1(2) . 2_666 ?
C20 C19 C22 121.4(2) . 2_666 ?
C21 C20 C19 120.7(2) . . ?
C21 C20 C22 118.7(2) . . ?
C19 C20 C22 120.6(2) . . ?
C20 C21 C16 120.6(2) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
O1 C22 C19 121.1(2) . 2_666 ?
O1 C22 C20 121.0(2) . . ?
C19 C22 C20 117.9(2) 2_666 . ?

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
C4 C3A C1 C2 1.6(16) . . . . ?
C4 C3A C1 S1 -174(5) . . . . ?
C4 S1 C1 C2 -0.2(2) . . . . ?
C4 S1 C1 C3A 4(4) . . . . ?
C3A C1 C2 C3 -3.4(9) . . . . ?
S1 C1 C2 C3 -2.4(3) . . . . ?
C3A C1 C2 S1A 4.6(9) . . . . ?
S1 C1 C2 S1A 5.6(4) . . . . ?
C1 C2 C3 C4 4.6(4) . . . . ?
S1A C2 C3 C4 -128(3) . . . . ?
C1 C2 S1A C4 -8.3(5) . . . . ?
C3 C2 S1A C4 43(2) . . . . ?
C2 C3 C4 C3A -3.0(9) . . . . ?
C2 C3 C4 C5 176.8(2) . . . . ?
C2 C3 C4 S1A 129(3) . . . . ?
C2 C3 C4 S1 -4.6(3) . . . . ?
C1 C3A C4 C3 0.9(16) . . . . ?
C1 C3A C4 C5 -179.0(7) . . . . ?
C1 C3A C4 S1A -6.5(17) . . . . ?
C1 C3A C4 S1 174(5) . . . . ?
C2 S1A C4 C3 -42(2) . . . . ?
C2 S1A C4 C3A 7.6(10) . . . . ?
C2 S1A C4 C5 -178.6(3) . . . . ?
C2 S1A C4 S1 7.7(5) . . . . ?
C1 S1 C4 C3 2.7(2) . . . . ?
C1 S1 C4 C3A -4(4) . . . . ?
C1 S1 C4 C5 -178.6(2) . . . . ?
C1 S1 C4 S1A -5.0(3) . . . . ?
C3 C4 C5 C6 173.6(3) . . . . ?
C3A C4 C5 C6 -6.6(13) . . . . ?
S1A C4 C5 C6 -177.9(4) . . . . ?
S1 C4 C5 C6 -4.8(3) . . . . ?
C3 C4 C5 C10 -7.5(4) . . . . ?
C3A C4 C5 C10 172.3(13) . . . . ?
S1A C4 C5 C10 1.0(4) . . . . ?
S1 C4 C5 C10 174.11(18) . . . . ?
C10 C5 C6 C7 -0.5(3) . . . . ?
C4 C5 C6 C7 178.5(2) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C5 C6 C7 C11 178.8(2) . . . . ?
C6 C7 C8 C9 1.0(3) . . . . ?
C11 C7 C8 C9 -178.3(2) . . . . ?
C6 C7 C8 C11 -178.7(2) . . . 2_657 ?
C11 C7 C8 C11 2.0(4) . . . 2_657 ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C11 C8 C9 C10 179.1(2) 2_657 . . . ?
C8 C9 C10 C5 -0.3(4) . . . . ?
C6 C5 C10 C9 0.8(4) . . . . ?
C4 C5 C10 C9 -178.1(2) . . . . ?
C6 C7 C11 O2 -2.1(3) . . . . ?
C8 C7 C11 O2 177.2(2) . . . . ?
C6 C7 C11 C8 178.8(2) . . . 2_657 ?
C8 C7 C11 C8 -1.9(4) . . . 2_657 ?
C15 C14A C12 C13 3.3(10) . . . . ?
C15 C14A C12 S2 -166(4) . . . . ?
C15 S2 C12 C13 -0.6(3) . . . . ?
C15 S2 C12 C14A 11(3) . . . . ?
C14A C12 C13 C14 -0.7(7) . . . . ?
S2 C12 C13 C14 1.6(5) . . . . ?
C14A C12 C13 S2A -3.1(6) . . . . ?
S2 C12 C13 S2A -0.8(4) . . . . ?
C12 C13 C14 C15 -2.0(8) . . . . ?
S2A C13 C14 C15 168(3) . . . . ?
C12 C13 S2A C15 1.7(3) . . . . ?
C14 C13 S2A C15 -10(2) . . . . ?
C13 C14 C15 C14A 3.9(9) . . . . ?
C13 C14 C15 C16 -176.8(3) . . . . ?
C13 C14 C15 S2 1.7(8) . . . . ?
C13 C14 C15 S2A -156(6) . . . . ?
C12 C14A C15 C14 -4.4(10) . . . . ?
C12 C14A C15 C16 176.3(4) . . . . ?
C12 C14A C15 S2 161(5) . . . . ?
C12 C14A C15 S2A -2.3(10) . . . . ?
C12 S2 C15 C14 -0.7(5) . . . . ?
C12 S2 C15 C14A -16(4) . . . . ?
C12 S2 C15 C16 177.9(2) . . . . ?
C12 S2 C15 S2A 1.7(2) . . . . ?
C13 S2A C15 C14 21(5) . . . . ?
C13 S2A C15 C14A 0.5(6) . . . . ?
C13 S2A C15 C16 -178.2(2) . . . . ?
C13 S2A C15 S2 -2.1(3) . . . . ?
C14 C15 C16 C21 -165.7(6) . . . . ?
C14A C15 C16 C21 13.5(8) . . . . ?
S2 C15 C16 C21 16.0(3) . . . . ?
S2A C15 C16 C21 -168.1(2) . . . . ?
C14 C15 C16 C17 15.8(7) . . . . ?
C14A C15 C16 C17 -165.1(7) . . . . ?
S2 C15 C16 C17 -162.6(2) . . . . ?
S2A C15 C16 C17 13.3(3) . . . . ?
C21 C16 C17 C18 -3.0(3) . . . . ?
C15 C16 C17 C18 175.6(2) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
C17 C18 C19 C20 2.3(3) . . . . ?
C17 C18 C19 C22 -177.0(2) . . . 2_666 ?
C18 C19 C20 C21 -2.4(3) . . . . ?
C22 C19 C20 C21 176.9(2) 2_666 . . . ?
C18 C19 C20 C22 176.6(2) . . . . ?
C22 C19 C20 C22 -4.1(4) 2_666 . . . ?
C19 C20 C21 C16 -0.2(3) . . . . ?
C22 C20 C21 C16 -179.2(2) . . . . ?
C17 C16 C21 C20 2.9(3) . . . . ?
C15 C16 C21 C20 -175.8(2) . . . . ?
C21 C20 C22 O1 4.6(3) . . . . ?
C19 C20 C22 O1 -174.4(2) . . . . ?
C21 C20 C22 C19 -177.0(2) . . . 2_666 ?
C19 C20 C22 C19 4.0(4) . . . 2_666 ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        26.47
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.066

# Attachment 'Compound_3c.cif'

data_s1918m
_database_code_depnum_ccdc_archive 'CCDC 646792'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H88 O2'
_chemical_formula_weight         985.42

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.736(6)
_cell_length_b                   8.973(6)
_cell_length_c                   18.358(12)
_cell_angle_alpha                89.562(13)
_cell_angle_beta                 88.762(12)
_cell_angle_gamma                81.196(12)
_cell_volume                     1421.7(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1505
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.06

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10213
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_sigmaI/netI    0.1072
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4984
_reflns_number_gt                2815
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

Restraints were applied to the bond lengths and angle of the disordered
octyl group in order to maintain reasonable values for these parameters.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4984
_refine_ls_number_parameters     333
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_restrained_S_all      0.903
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.12876(18) 0.61570(18) 1.12580(9) 0.0301(4) Uani 1 1 d . . .
C1 C -0.1412(3) 0.4499(3) 1.02716(13) 0.0234(6) Uani 1 1 d . . .
C2 C -0.0701(3) 0.5623(3) 1.06875(14) 0.0233(6) Uani 1 1 d . . .
C3 C 0.0748(3) 0.6076(3) 1.03850(13) 0.0224(6) Uani 1 1 d . . .
C4 C 0.1460(3) 0.7119(3) 1.07630(13) 0.0241(6) Uani 1 1 d . . .
H4 H 0.1027 0.7516 1.1200 0.029 Uiso 1 1 calc R . .
C5 C 0.2802(3) 0.7560(3) 1.04899(13) 0.0252(6) Uani 1 1 d . . .
H5 H 0.3258 0.8260 1.0747 0.030 Uiso 1 1 calc R . .
C6 C 0.3500(3) 0.6986(3) 0.98370(13) 0.0230(6) Uani 1 1 d . . .
C7 C 0.2779(3) 0.5946(3) 0.94651(13) 0.0250(6) Uani 1 1 d . . .
H7 H 0.3221 0.5541 0.9031 0.030 Uiso 1 1 calc R . .
C8 C 0.4950(3) 0.7472(2) 0.95554(13) 0.0233(6) Uani 1 1 d . . .
C9 C 0.6027(3) 0.7889(3) 1.00375(14) 0.0262(6) Uani 1 1 d . . .
H9 H 0.5822 0.7862 1.0536 0.031 Uiso 1 1 calc R . .
C10 C 0.7387(3) 0.8341(3) 0.97884(14) 0.0259(6) Uani 1 1 d . . .
H10 H 0.8093 0.8610 1.0116 0.031 Uiso 1 1 calc R . .
C11 C 0.7689(3) 0.8391(3) 0.90489(14) 0.0251(6) Uani 1 1 d . . .
C12 C 0.9003(3) 0.8822(3) 0.86322(14) 0.0268(6) Uani 1 1 d . . .
C13 C 1.0378(3) 0.9251(3) 0.88639(15) 0.0305(7) Uani 1 1 d . . .
H13 H 1.0587 0.9282 0.9358 0.037 Uiso 1 1 calc R . .
C14 C 1.1430(3) 0.9630(3) 0.83451(16) 0.0357(7) Uani 1 1 d . . .
H14 H 1.2347 0.9931 0.8494 0.043 Uiso 1 1 calc R . .
C15 C 1.1138(3) 0.9569(3) 0.76137(16) 0.0389(7) Uani 1 1 d . . .
H15 H 1.1858 0.9828 0.7274 0.047 Uiso 1 1 calc R . .
C16 C 0.9778(3) 0.9123(3) 0.73782(15) 0.0347(7) Uani 1 1 d . . .
H16 H 0.9587 0.9073 0.6883 0.042 Uiso 1 1 calc R . .
C17 C 0.8710(3) 0.8754(3) 0.78924(14) 0.0275(6) Uani 1 1 d . . .
C18 C 0.7162(3) 0.8212(3) 0.77717(14) 0.0268(6) Uani 1 1 d . . .
C19 C 0.6618(3) 0.8005(3) 0.85546(13) 0.0259(6) Uani 1 1 d . . .
C20 C 0.5264(3) 0.7545(3) 0.88089(13) 0.0251(6) Uani 1 1 d . . .
H20 H 0.4557 0.7282 0.8480 0.030 Uiso 1 1 calc R . .
C21 C 0.6023(3) 0.9410(3) 0.73666(14) 0.0303(6) Uani 1 1 d . . .
H21A H 0.6445 0.9543 0.6881 0.036 Uiso 1 1 calc R . .
H21B H 0.5055 0.9022 0.7312 0.036 Uiso 1 1 calc R . .
C22 C 0.5673(3) 1.0946(3) 0.77272(14) 0.0300(6) Uani 1 1 d . . .
H22A H 0.6645 1.1290 0.7832 0.036 Uiso 1 1 calc R . .
H22B H 0.5135 1.0839 0.8188 0.036 Uiso 1 1 calc R . .
C23 C 0.4698(3) 1.2138(3) 0.72706(15) 0.0348(7) Uani 1 1 d . . .
H23A H 0.5217 1.2225 0.6803 0.042 Uiso 1 1 calc R . .
H23B H 0.3708 1.1817 0.7181 0.042 Uiso 1 1 calc R . .
C24 C 0.4419(3) 1.3673(3) 0.76348(14) 0.0346(7) Uani 1 1 d . . .
H24A H 0.5414 1.3998 0.7706 0.041 Uiso 1 1 calc R . .
H24B H 0.3954 1.3561 0.8113 0.041 Uiso 1 1 calc R . .
C25 C 0.3386(3) 1.4912(3) 0.72216(14) 0.0392(7) Uani 1 1 d . . .
H25A H 0.2338 1.4678 0.7225 0.047 Uiso 1 1 calc R . .
H25B H 0.3363 1.5859 0.7476 0.047 Uiso 1 1 calc R . .
C26 C 0.3906(3) 1.5108(3) 0.64463(15) 0.0407(7) Uani 1 1 d . . .
H26A H 0.3698 1.4256 0.6163 0.049 Uiso 1 1 calc R . .
H26B H 0.5017 1.5108 0.6432 0.049 Uiso 1 1 calc R . .
C27 C 0.3094(4) 1.6580(3) 0.60930(16) 0.0525(9) Uani 1 1 d . . .
H27A H 0.1981 1.6616 0.6138 0.063 Uiso 1 1 calc R . .
H27B H 0.3366 1.7436 0.6353 0.063 Uiso 1 1 calc R . .
C28 C 0.3547(4) 1.6702(4) 0.52905(18) 0.0750(11) Uani 1 1 d . . .
H28A H 0.4644 1.6704 0.5245 0.112 Uiso 1 1 calc R . .
H28B H 0.3006 1.7621 0.5091 0.112 Uiso 1 1 calc R . .
H28C H 0.3277 1.5858 0.5031 0.112 Uiso 1 1 calc R . .
C29 C 0.7382(3) 0.6731(3) 0.73370(13) 0.0301(6) Uani 1 1 d . . .
H29A H 0.6386 0.6388 0.7304 0.036 Uiso 1 1 calc R . .
H29B H 0.7727 0.6936 0.6846 0.036 Uiso 1 1 calc R . .
C30 C 0.8529(3) 0.5469(3) 0.76575(14) 0.0339(7) Uani 1 1 d . . .
H30A H 0.8157 0.5233 0.8140 0.041 Uiso 1 1 calc R . .
H30B H 0.9510 0.5831 0.7713 0.041 Uiso 1 1 calc R . .
C31 C 0.8816(3) 0.4013(3) 0.72120(15) 0.0392(7) Uani 1 1 d . B .
H31A H 0.9571 0.3290 0.7460 0.047 Uiso 1 1 calc R . .
H31B H 0.7858 0.3593 0.7198 0.047 Uiso 1 1 calc R . .
C32 C 0.9389(3) 0.4200(3) 0.64384(15) 0.0417(8) Uani 1 1 d . . .
H32A H 0.8526 0.4656 0.6148 0.050 Uiso 1 1 calc R A 1
H32B H 1.0147 0.4885 0.6438 0.050 Uiso 1 1 calc R A 1
C33 C 1.0116(4) 0.2734(4) 0.60862(19) 0.0707(11) Uani 0.50 1 d PD B 1
H33A H 0.9374 0.2033 0.6076 0.085 Uiso 0.50 1 calc PR B 1
H33B H 1.1007 0.2275 0.6358 0.085 Uiso 0.50 1 calc PR B 1
C34 C 1.0660(9) 0.3150(8) 0.5233(4) 0.058(2) Uiso 0.50 1 d PD B 1
H34A H 0.9762 0.3632 0.4972 0.070 Uiso 0.50 1 calc PR B 1
H34B H 1.1398 0.3853 0.5252 0.070 Uiso 0.50 1 calc PR B 1
C35 C 1.1399(8) 0.1723(8) 0.4823(4) 0.069(2) Uiso 0.50 1 d PD B 1
H35A H 1.1660 0.1985 0.4326 0.082 Uiso 0.50 1 calc PR B 1
H35B H 1.0667 0.1014 0.4805 0.082 Uiso 0.50 1 calc PR B 1
C36 C 1.2982(9) 0.0939(9) 0.5241(4) 0.083(3) Uiso 0.50 1 d PD B 1
H36D H 1.3432 0.0042 0.4987 0.125 Uiso 0.50 1 calc PR B 1
H36E H 1.2719 0.0684 0.5732 0.125 Uiso 0.50 1 calc PR B 1
H36F H 1.3713 0.1636 0.5247 0.125 Uiso 0.50 1 calc PR B 1
C33B C 1.0116(4) 0.2734(4) 0.60862(19) 0.0707(11) Uani 0.50 1 d PD B 2
H33C H 1.0834 0.2227 0.6437 0.085 Uiso 0.50 1 calc PR B 2
H33D H 0.9291 0.2128 0.6050 0.085 Uiso 0.50 1 calc PR B 2
C34B C 1.0881(9) 0.2614(9) 0.5433(4) 0.067(2) Uiso 0.50 1 d PD B 2
H34C H 1.1531 0.3398 0.5406 0.081 Uiso 0.50 1 calc PR B 2
H34D H 1.0119 0.2825 0.5055 0.081 Uiso 0.50 1 calc PR B 2
C35B C 1.1909(11) 0.1097(10) 0.5250(5) 0.091(3) Uiso 0.50 1 d PD B 2
H35C H 1.2712 0.0902 0.5610 0.109 Uiso 0.50 1 calc PR B 2
H35D H 1.1278 0.0299 0.5291 0.109 Uiso 0.50 1 calc PR B 2
C36B C 1.2585(10) 0.1038(10) 0.4582(4) 0.101(3) Uiso 0.50 1 d PD B 2
H36A H 1.3205 0.0068 0.4513 0.151 Uiso 0.50 1 calc PR B 2
H36B H 1.3231 0.1810 0.4538 0.151 Uiso 0.50 1 calc PR B 2
H36C H 1.1801 0.1194 0.4219 0.151 Uiso 0.50 1 calc PR B 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0255(10) 0.0315(10) 0.0352(11) -0.0039(9) 0.0021(9) -0.0105(8)
C1 0.0202(13) 0.0175(13) 0.0331(16) 0.0020(11) -0.0033(12) -0.0047(11)
C2 0.0209(14) 0.0181(14) 0.0302(16) 0.0011(12) -0.0014(12) -0.0004(11)
C3 0.0188(13) 0.0183(13) 0.0299(15) 0.0050(11) -0.0044(12) -0.0020(11)
C4 0.0229(14) 0.0215(14) 0.0278(15) 0.0004(11) 0.0001(12) -0.0032(11)
C5 0.0249(14) 0.0172(13) 0.0347(16) -0.0001(12) -0.0045(12) -0.0061(11)
C6 0.0204(14) 0.0165(13) 0.0320(15) 0.0052(11) -0.0044(12) -0.0022(11)
C7 0.0235(14) 0.0201(14) 0.0312(15) 0.0011(12) 0.0006(12) -0.0031(11)
C8 0.0194(14) 0.0156(13) 0.0345(16) 0.0000(11) 0.0020(12) -0.0021(11)
C9 0.0245(15) 0.0196(14) 0.0335(16) 0.0016(12) -0.0009(12) -0.0002(11)
C10 0.0182(14) 0.0184(14) 0.0417(17) 0.0004(12) -0.0066(12) -0.0040(11)
C11 0.0174(13) 0.0176(14) 0.0403(17) 0.0026(12) -0.0011(12) -0.0027(11)
C12 0.0183(14) 0.0162(14) 0.0452(18) 0.0018(12) -0.0033(12) -0.0003(11)
C13 0.0223(14) 0.0221(15) 0.0468(18) 0.0012(13) -0.0021(13) -0.0030(12)
C14 0.0190(14) 0.0270(16) 0.061(2) -0.0028(15) 0.0016(14) -0.0046(12)
C15 0.0274(16) 0.0315(16) 0.058(2) 0.0025(15) 0.0122(15) -0.0078(13)
C16 0.0289(16) 0.0335(16) 0.0422(17) 0.0028(13) 0.0030(14) -0.0073(13)
C17 0.0202(14) 0.0193(14) 0.0433(17) 0.0024(12) 0.0020(13) -0.0048(11)
C18 0.0222(14) 0.0246(14) 0.0348(16) 0.0022(12) 0.0009(12) -0.0073(12)
C19 0.0226(14) 0.0186(14) 0.0364(16) 0.0000(12) 0.0009(12) -0.0031(11)
C20 0.0184(14) 0.0212(14) 0.0364(16) 0.0011(12) -0.0042(12) -0.0051(11)
C21 0.0252(14) 0.0281(15) 0.0386(17) 0.0010(13) -0.0011(12) -0.0073(12)
C22 0.0248(15) 0.0295(15) 0.0367(16) 0.0003(13) -0.0001(12) -0.0075(12)
C23 0.0283(15) 0.0288(15) 0.0479(18) 0.0026(14) -0.0055(13) -0.0059(12)
C24 0.0258(15) 0.0288(16) 0.0482(18) 0.0027(14) 0.0027(13) -0.0015(12)
C25 0.0281(16) 0.0430(18) 0.0460(19) -0.0056(15) -0.0023(14) -0.0036(14)
C26 0.0355(17) 0.0358(17) 0.051(2) -0.0045(15) -0.0067(15) -0.0050(14)
C27 0.056(2) 0.0410(19) 0.060(2) 0.0060(16) -0.0001(17) -0.0054(16)
C28 0.090(3) 0.055(2) 0.076(3) 0.022(2) 0.009(2) 0.001(2)
C29 0.0276(15) 0.0268(15) 0.0365(16) 0.0027(12) 0.0030(12) -0.0063(12)
C30 0.0322(16) 0.0288(15) 0.0406(17) 0.0050(13) 0.0010(13) -0.0046(13)
C31 0.0332(16) 0.0310(16) 0.0523(19) 0.0020(14) 0.0021(14) -0.0022(13)
C32 0.0331(17) 0.0408(18) 0.051(2) -0.0054(15) 0.0015(14) -0.0056(14)
C33 0.065(2) 0.058(2) 0.089(3) -0.024(2) 0.019(2) -0.0111(19)
C33B 0.065(2) 0.058(2) 0.089(3) -0.024(2) 0.019(2) -0.0111(19)

_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
O1 C2 1.224(3) . ?
C1 C7 1.392(3) 2_567 ?
C1 C3 1.394(3) 2_567 ?
C1 C2 1.487(3) . ?
C2 C3 1.483(3) . ?
C3 C1 1.394(3) 2_567 ?
C3 C4 1.397(3) . ?
C4 C5 1.377(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(3) . ?
C6 C8 1.483(3) . ?
C7 C1 1.392(3) 2_567 ?
C7 H7 0.9300 . ?
C8 C20 1.395(3) . ?
C8 C9 1.399(3) . ?
C9 C10 1.381(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(3) . ?
C10 H10 0.9300 . ?
C11 C19 1.400(3) . ?
C11 C12 1.465(3) . ?
C12 C17 1.391(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.386(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.527(3) . ?
C18 C19 1.523(3) . ?
C18 C29 1.540(3) . ?
C18 C21 1.546(3) . ?
C19 C20 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.519(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.520(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.519(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.529(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.502(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.546(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.525(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.517(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.532(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.512(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.514(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.683(7) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.537(9) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.654(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36D 0.9600 . ?
C36 H36E 0.9600 . ?
C36 H36F 0.9600 . ?
C34B C35B 1.546(9) . ?
C34B H34C 0.9700 . ?
C34B H34D 0.9700 . ?
C35B C36B 1.347(9) . ?
C35B H35C 0.9700 . ?
C35B H35D 0.9700 . ?
C36B H36A 0.9600 . ?
C36B H36B 0.9600 . ?
C36B H36C 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
C7 C1 C3 120.1(2) 2_567 2_567 ?
C7 C1 C2 119.2(2) 2_567 . ?
C3 C1 C2 120.7(2) 2_567 . ?
O1 C2 C3 121.1(2) . . ?
O1 C2 C1 121.3(2) . . ?
C3 C2 C1 117.5(2) . . ?
C1 C3 C4 119.0(2) 2_567 . ?
C1 C3 C2 121.8(2) 2_567 . ?
C4 C3 C2 119.3(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.9(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C7 C6 C5 117.4(2) . . ?
C7 C6 C8 121.7(2) . . ?
C5 C6 C8 121.0(2) . . ?
C1 C7 C6 121.5(2) 2_567 . ?
C1 C7 H7 119.2 2_567 . ?
C6 C7 H7 119.2 . . ?
C20 C8 C9 118.5(2) . . ?
C20 C8 C6 121.2(2) . . ?
C9 C8 C6 120.3(2) . . ?
C10 C9 C8 121.4(2) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C19 120.3(2) . . ?
C10 C11 C12 131.5(2) . . ?
C19 C11 C12 108.1(2) . . ?
C17 C12 C13 120.3(2) . . ?
C17 C12 C11 109.0(2) . . ?
C13 C12 C11 130.7(2) . . ?
C14 C13 C12 118.8(3) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C13 120.9(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.6(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 119.0(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C12 120.4(2) . . ?
C16 C17 C18 128.8(2) . . ?
C12 C17 C18 110.8(2) . . ?
C19 C18 C17 101.0(2) . . ?
C19 C18 C29 112.5(2) . . ?
C17 C18 C29 111.2(2) . . ?
C19 C18 C21 111.3(2) . . ?
C17 C18 C21 111.5(2) . . ?
C29 C18 C21 109.1(2) . . ?
C20 C19 C11 119.9(2) . . ?
C20 C19 C18 129.1(2) . . ?
C11 C19 C18 111.1(2) . . ?
C19 C20 C8 120.5(2) . . ?
C19 C20 H20 119.8 . . ?
C8 C20 H20 119.8 . . ?
C22 C21 C18 115.8(2) . . ?
C22 C21 H21A 108.3 . . ?
C18 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C18 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 C23 114.0(2) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C22 112.7(2) . . ?
C24 C23 H23A 109.1 . . ?
C22 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 C25 115.5(2) . . ?
C23 C24 H24A 108.4 . . ?
C25 C24 H24A 108.4 . . ?
C23 C24 H24B 108.4 . . ?
C25 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C26 C25 C24 113.8(2) . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25B 108.8 . . ?
C24 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 C27 113.0(2) . . ?
C25 C26 H26A 109.0 . . ?
C27 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
C27 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C28 C27 C26 112.2(2) . . ?
C28 C27 H27A 109.2 . . ?
C26 C27 H27A 109.2 . . ?
C28 C27 H27B 109.2 . . ?
C26 C27 H27B 109.2 . . ?
H27A C27 H27B 107.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C18 114.8(2) . . ?
C30 C29 H29A 108.6 . . ?
C18 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C18 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C29 C30 C31 115.3(2) . . ?
C29 C30 H30A 108.4 . . ?
C31 C30 H30A 108.4 . . ?
C29 C30 H30B 108.4 . . ?
C31 C30 H30B 108.4 . . ?
H30A C30 H30B 107.5 . . ?
C32 C31 C30 114.8(2) . . ?
C32 C31 H31A 108.6 . . ?
C30 C31 H31A 108.6 . . ?
C32 C31 H31B 108.6 . . ?
C30 C31 H31B 108.6 . . ?
H31A C31 H31B 107.5 . . ?
C33 C32 C31 113.6(3) . . ?
C33 C32 H32A 108.8 . . ?
C31 C32 H32A 108.8 . . ?
C33 C32 H32B 108.8 . . ?
C31 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C32 C33 C34 107.1(3) . . ?
C32 C33 H33A 110.3 . . ?
C34 C33 H33A 110.3 . . ?
C32 C33 H33B 110.3 . . ?
C34 C33 H33B 110.3 . . ?
H33A C33 H33B 108.5 . . ?
C35 C34 C33 111.2(5) . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34B 109.4 . . ?
C33 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 109.7(6) . . ?
C34 C35 H35A 109.7 . . ?
C36 C35 H35A 109.7 . . ?
C34 C35 H35B 109.7 . . ?
C36 C35 H35B 109.7 . . ?
H35A C35 H35B 108.2 . . ?
C35 C36 H36D 109.5 . . ?
C35 C36 H36E 109.5 . . ?
H36D C36 H36E 109.5 . . ?
C35 C36 H36F 109.5 . . ?
H36D C36 H36F 109.5 . . ?
H36E C36 H36F 109.5 . . ?
C35B C34B H34C 107.8 . . ?
C35B C34B H34D 107.8 . . ?
H34C C34B H34D 107.2 . . ?
C36B C35B C34B 114.7(8) . . ?
C36B C35B H35C 108.6 . . ?
C34B C35B H35C 108.6 . . ?
C36B C35B H35D 108.6 . . ?
C34B C35B H35D 108.6 . . ?
H35C C35B H35D 107.6 . . ?
C35B C36B H36A 109.5 . . ?
C35B C36B H36B 109.5 . . ?
H36A C36B H36B 109.5 . . ?
C35B C36B H36C 109.5 . . ?
H36A C36B H36C 109.5 . . ?
H36B C36B H36C 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
C7 C1 C2 O1 0.4(3) 2_567 . . . ?
C3 C1 C2 O1 178.7(2) 2_567 . . . ?
C7 C1 C2 C3 -179.5(2) 2_567 . . . ?
C3 C1 C2 C3 -1.3(4) 2_567 . . . ?
O1 C2 C3 C1 -178.7(2) . . . 2_567 ?
C1 C2 C3 C1 1.3(4) . . . 2_567 ?
O1 C2 C3 C4 0.7(3) . . . . ?
C1 C2 C3 C4 -179.4(2) . . . . ?
C1 C3 C4 C5 -0.4(3) 2_567 . . . ?
C2 C3 C4 C5 -179.7(2) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C4 C5 C6 C8 -179.7(2) . . . . ?
C5 C6 C7 C1 0.4(3) . . . 2_567 ?
C8 C6 C7 C1 -179.5(2) . . . 2_567 ?
C7 C6 C8 C20 31.4(3) . . . . ?
C5 C6 C8 C20 -148.5(2) . . . . ?
C7 C6 C8 C9 -149.5(2) . . . . ?
C5 C6 C8 C9 30.5(3) . . . . ?
C20 C8 C9 C10 -1.1(3) . . . . ?
C6 C8 C9 C10 179.8(2) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C10 C11 C19 0.8(3) . . . . ?
C9 C10 C11 C12 179.7(2) . . . . ?
C10 C11 C12 C17 -176.8(2) . . . . ?
C19 C11 C12 C17 2.2(3) . . . . ?
C10 C11 C12 C13 3.2(4) . . . . ?
C19 C11 C12 C13 -177.8(2) . . . . ?
C17 C12 C13 C14 1.0(4) . . . . ?
C11 C12 C13 C14 -179.0(2) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C13 C14 C15 C16 0.0(4) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C15 C16 C17 C12 -0.4(4) . . . . ?
C15 C16 C17 C18 -178.8(2) . . . . ?
C13 C12 C17 C16 -0.5(4) . . . . ?
C11 C12 C17 C16 179.5(2) . . . . ?
C13 C12 C17 C18 178.2(2) . . . . ?
C11 C12 C17 C18 -1.8(3) . . . . ?
C16 C17 C18 C19 179.3(2) . . . . ?
C12 C17 C18 C19 0.7(3) . . . . ?
C16 C17 C18 C29 59.6(3) . . . . ?
C12 C17 C18 C29 -118.9(2) . . . . ?
C16 C17 C18 C21 -62.4(3) . . . . ?
C12 C17 C18 C21 119.1(2) . . . . ?
C10 C11 C19 C20 -1.2(3) . . . . ?
C12 C11 C19 C20 179.7(2) . . . . ?
C10 C11 C19 C18 177.4(2) . . . . ?
C12 C11 C19 C18 -1.7(3) . . . . ?
C17 C18 C19 C20 179.1(2) . . . . ?
C29 C18 C19 C20 -62.2(3) . . . . ?
C21 C18 C19 C20 60.6(3) . . . . ?
C17 C18 C19 C11 0.7(3) . . . . ?
C29 C18 C19 C11 119.3(2) . . . . ?
C21 C18 C19 C11 -117.8(2) . . . . ?
C11 C19 C20 C8 0.5(3) . . . . ?
C18 C19 C20 C8 -177.8(2) . . . . ?
C9 C8 C20 C19 0.7(3) . . . . ?
C6 C8 C20 C19 179.8(2) . . . . ?
C19 C18 C21 C22 55.0(3) . . . . ?
C17 C18 C21 C22 -57.0(3) . . . . ?
C29 C18 C21 C22 179.8(2) . . . . ?
C18 C21 C22 C23 173.4(2) . . . . ?
C21 C22 C23 C24 -177.9(2) . . . . ?
C22 C23 C24 C25 -177.4(2) . . . . ?
C23 C24 C25 C26 -53.2(3) . . . . ?
C24 C25 C26 C27 -166.8(2) . . . . ?
C25 C26 C27 C28 -175.8(3) . . . . ?
C19 C18 C29 C30 -58.3(3) . . . . ?
C17 C18 C29 C30 54.2(3) . . . . ?
C21 C18 C29 C30 177.6(2) . . . . ?
C18 C29 C30 C31 -177.3(2) . . . . ?
C29 C30 C31 C32 57.6(3) . . . . ?
C30 C31 C32 C33 162.6(2) . . . . ?
C31 C32 C33 C34 179.3(3) . . . . ?
C32 C33 C34 C35 -179.3(5) . . . . ?
C33 C34 C35 C36 -61.9(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.041