# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2012


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#                                CCDC 
# 
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# 
#  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. 
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#  fide research purposes only. It may contain copyright material 
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data_av_is149
_database_code_depnum_ccdc_archive 'CCDC 855690'
#TrackingRef 'Irina-Savich-av_is149.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H13 N O8'
_chemical_formula_sum            'C22 H13 N O8'
_chemical_formula_weight         419.33

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'
N N 0.0061 0.0033 '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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   8.6996(3)
_cell_length_b                   9.4687(3)
_cell_length_c                   11.8581(4)
_cell_angle_alpha                87.360(2)
_cell_angle_beta                 71.9960(10)
_cell_angle_gamma                77.0730(10)
_cell_volume                     905.14(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9373
_cell_measurement_theta_min      4.415
_cell_measurement_theta_max      65.088

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9493
_exptl_absorpt_correction_T_max  0.9882
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex-X8-CCD-diffractometer'
_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            23897
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0250
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         32.50
_reflns_number_total             6501
_reflns_number_gt                5352
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1) were positioned geometrically and refined using a
riding model, with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0599P)^2^+0.2248P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6501
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1158
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
O5 O 0.77520(14) 0.64166(10) 0.26939(9) 0.0411(2) Uani 1 1 d . . .
O1 O 0.59483(9) 1.28706(8) 0.50570(7) 0.02386(16) Uani 1 1 d . . .
C8 C 0.63847(15) 1.41557(12) 0.65225(11) 0.0293(2) Uani 1 1 d . . .
H8 H 0.5767 1.5008 0.6280 0.035 Uiso 1 1 calc R . .
O2 O 0.56919(10) 1.18955(9) 0.35142(7) 0.02496(16) Uani 1 1 d . . .
O6 O 1.06047(9) 0.79893(8) 0.67855(7) 0.02179(15) Uani 1 1 d . . .
O7 O 1.10396(11) 0.76401(10) 0.95380(8) 0.0338(2) Uani 1 1 d . . .
O8 O 1.05539(11) 0.96851(10) 0.86740(8) 0.03094(19) Uani 1 1 d . . .
O3 O 0.65739(10) 0.91828(9) 0.30895(7) 0.02334(16) Uani 1 1 d . . .
O4 O 0.89734(16) 0.51665(10) 0.39261(10) 0.0471(3) Uani 1 1 d . . .
C15 C 0.8093(2) 0.50753(15) 0.20298(14) 0.0489(4) Uani 1 1 d . . .
H15A H 0.9293 0.4742 0.1669 0.073 Uiso 1 1 calc R . .
H15B H 0.7556 0.5239 0.1406 0.073 Uiso 1 1 calc R . .
H15C H 0.7662 0.4338 0.2565 0.073 Uiso 1 1 calc R . .
C14 C 0.82901(13) 0.63001(12) 0.36316(9) 0.02252(19) Uani 1 1 d . . .
C11 C 0.79870(12) 0.76927(10) 0.42876(8) 0.01816(17) Uani 1 1 d . . .
C10 C 0.71923(11) 0.90542(11) 0.40012(8) 0.01710(17) Uani 1 1 d . . .
C2 C 0.70445(11) 1.02895(10) 0.46984(8) 0.01680(16) Uani 1 1 d . . .
C1 C 0.62213(11) 1.16957(11) 0.43693(9) 0.01929(18) Uani 1 1 d . . .
C9 C 0.66289(12) 1.28235(11) 0.59713(9) 0.02166(19) Uani 1 1 d . . .
C7 C 0.70557(16) 1.42174(13) 0.74279(12) 0.0312(2) Uani 1 1 d . . .
H7 H 0.6886 1.5116 0.7823 0.037 Uiso 1 1 calc R . .
C3 C 0.76571(11) 1.01813(10) 0.56809(8) 0.01681(17) Uani 1 1 d . . .
C13 C 0.84139(11) 0.87904(10) 0.59635(8) 0.01725(17) Uani 1 1 d . . .
C16 C 0.91185(11) 0.84193(10) 0.69793(8) 0.01714(17) Uani 1 1 d . . .
C17 C 0.79605(11) 0.84046(10) 0.82097(8) 0.01762(17) Uani 1 1 d . . .
C18 C 0.84964(12) 0.83708(11) 0.92130(9) 0.01945(18) Uani 1 1 d . . .
C19 C 0.74936(14) 0.82042(13) 1.03436(10) 0.0257(2) Uani 1 1 d . . .
H19 H 0.7894 0.8188 1.1005 0.031 Uiso 1 1 calc R . .
C20 C 0.58858(15) 0.80606(14) 1.04964(10) 0.0298(2) Uani 1 1 d . . .
H20 H 0.5180 0.7945 1.1269 0.036 Uiso 1 1 calc R . .
C21 C 0.53072(14) 0.80854(14) 0.95299(11) 0.0286(2) Uani 1 1 d . . .
H21 H 0.4208 0.7986 0.9640 0.034 Uiso 1 1 calc R . .
C22 C 0.63422(12) 0.82567(12) 0.83922(9) 0.02244(19) Uani 1 1 d . . .
H22 H 0.5938 0.8273 0.7733 0.027 Uiso 1 1 calc R . .
N1 N 1.01666(11) 0.85738(10) 0.91172(8) 0.02284(18) Uani 1 1 d . . .
C12 C 0.85864(12) 0.76001(11) 0.52560(9) 0.01903(17) Uani 1 1 d . . .
H12 H 0.9140 0.6678 0.5442 0.023 Uiso 1 1 calc R . .
C4 C 0.75035(11) 1.15329(11) 0.63009(9) 0.01819(17) Uani 1 1 d . . .
C5 C 0.82109(13) 1.16524(11) 0.72020(9) 0.02156(19) Uani 1 1 d . . .
H5 H 0.8862 1.0810 0.7430 0.026 Uiso 1 1 calc R . .
C6 C 0.79806(14) 1.29646(12) 0.77633(10) 0.0263(2) Uani 1 1 d . . .
H6 H 0.8454 1.3012 0.8379 0.032 Uiso 1 1 calc R . .
H1 H 0.616(2) 1.020(2) 0.3052(17) 0.056(5) Uiso 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
O5 0.0766(7) 0.0219(4) 0.0328(5) -0.0064(3) -0.0380(5) 0.0043(4)
O1 0.0283(4) 0.0193(3) 0.0249(4) -0.0001(3) -0.0136(3) 0.0007(3)
C8 0.0367(6) 0.0186(5) 0.0328(6) -0.0018(4) -0.0140(5) -0.0014(4)
O2 0.0282(4) 0.0247(4) 0.0245(4) 0.0037(3) -0.0154(3) -0.0013(3)
O6 0.0205(3) 0.0247(4) 0.0214(3) 0.0003(3) -0.0091(3) -0.0034(3)
O7 0.0349(4) 0.0356(5) 0.0363(5) -0.0015(4) -0.0240(4) 0.0000(3)
O8 0.0377(4) 0.0342(5) 0.0294(4) 0.0015(3) -0.0153(3) -0.0182(4)
O3 0.0304(4) 0.0236(4) 0.0189(3) 0.0003(3) -0.0150(3) -0.0012(3)
O4 0.0825(8) 0.0204(4) 0.0520(6) -0.0055(4) -0.0507(6) 0.0050(4)
C15 0.0907(12) 0.0242(6) 0.0403(8) -0.0102(5) -0.0433(8) 0.0047(6)
C14 0.0299(5) 0.0206(5) 0.0190(4) -0.0007(4) -0.0120(4) -0.0030(4)
C11 0.0219(4) 0.0178(4) 0.0153(4) -0.0005(3) -0.0074(3) -0.0027(3)
C10 0.0182(4) 0.0205(4) 0.0130(4) 0.0015(3) -0.0061(3) -0.0035(3)
C2 0.0180(4) 0.0179(4) 0.0148(4) 0.0019(3) -0.0062(3) -0.0030(3)
C1 0.0184(4) 0.0197(4) 0.0195(4) 0.0024(3) -0.0071(3) -0.0022(3)
C9 0.0241(4) 0.0194(4) 0.0217(5) 0.0005(4) -0.0090(3) -0.0024(3)
C7 0.0415(6) 0.0210(5) 0.0327(6) -0.0053(4) -0.0143(5) -0.0050(4)
C3 0.0172(4) 0.0182(4) 0.0148(4) 0.0010(3) -0.0052(3) -0.0030(3)
C13 0.0195(4) 0.0187(4) 0.0147(4) 0.0011(3) -0.0076(3) -0.0032(3)
C16 0.0216(4) 0.0159(4) 0.0160(4) 0.0001(3) -0.0087(3) -0.0041(3)
C17 0.0213(4) 0.0174(4) 0.0156(4) 0.0013(3) -0.0083(3) -0.0037(3)
C18 0.0236(4) 0.0195(4) 0.0177(4) 0.0003(3) -0.0097(3) -0.0049(3)
C19 0.0343(5) 0.0278(5) 0.0170(4) 0.0012(4) -0.0100(4) -0.0080(4)
C20 0.0322(5) 0.0349(6) 0.0198(5) 0.0038(4) -0.0031(4) -0.0096(4)
C21 0.0234(5) 0.0352(6) 0.0266(5) 0.0032(4) -0.0050(4) -0.0095(4)
C22 0.0227(4) 0.0261(5) 0.0211(5) 0.0035(4) -0.0102(3) -0.0062(4)
N1 0.0264(4) 0.0268(4) 0.0191(4) -0.0038(3) -0.0121(3) -0.0055(3)
C12 0.0235(4) 0.0178(4) 0.0164(4) 0.0013(3) -0.0089(3) -0.0020(3)
C4 0.0196(4) 0.0183(4) 0.0167(4) 0.0004(3) -0.0057(3) -0.0040(3)
C5 0.0254(4) 0.0202(4) 0.0215(5) 0.0013(4) -0.0098(4) -0.0063(3)
C6 0.0328(5) 0.0251(5) 0.0247(5) -0.0019(4) -0.0119(4) -0.0091(4)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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
O5 C14 1.3248(13) . ?
O5 C15 1.4493(16) . ?
O1 C1 1.3434(13) . ?
O1 C9 1.3815(12) . ?
C8 C7 1.3803(17) . ?
C8 C9 1.3906(15) . ?
C8 H8 0.9500 . ?
O2 C1 1.2281(12) . ?
O6 C16 1.2165(11) . ?
O7 N1 1.2250(12) . ?
O8 N1 1.2227(13) . ?
O3 C10 1.3384(11) . ?
O3 H1 0.96(2) . ?
O4 C14 1.1982(13) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C14 C11 1.4918(14) . ?
C11 C12 1.3924(13) . ?
C11 C10 1.4004(13) . ?
C10 C2 1.4228(14) . ?
C2 C3 1.4143(13) . ?
C2 C1 1.4616(13) . ?
C9 C4 1.3961(14) . ?
C7 C6 1.3928(17) . ?
C7 H7 0.9500 . ?
C3 C13 1.4100(13) . ?
C3 C4 1.4648(14) . ?
C13 C12 1.3894(14) . ?
C13 C16 1.5070(13) . ?
C16 C17 1.4965(13) . ?
C17 C22 1.3949(13) . ?
C17 C18 1.4023(13) . ?
C18 C19 1.3794(15) . ?
C18 N1 1.4772(13) . ?
C19 C20 1.3907(16) . ?
C19 H19 0.9500 . ?
C20 C21 1.3843(17) . ?
C20 H20 0.9500 . ?
C21 C22 1.3969(15) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C12 H12 0.9500 . ?
C4 C5 1.4079(14) . ?
C5 C6 1.3818(15) . ?
C5 H5 0.9500 . ?
C6 H6 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
C14 O5 C15 114.95(9) . . ?
C1 O1 C9 121.41(8) . . ?
C7 C8 C9 118.81(10) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C10 O3 H1 104.0(12) . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C14 O5 122.63(10) . . ?
O4 C14 C11 122.66(10) . . ?
O5 C14 C11 114.71(9) . . ?
C12 C11 C10 118.49(9) . . ?
C12 C11 C14 115.60(8) . . ?
C10 C11 C14 125.90(9) . . ?
O3 C10 C11 120.23(9) . . ?
O3 C10 C2 120.79(8) . . ?
C11 C10 C2 118.99(8) . . ?
C3 C2 C10 121.99(8) . . ?
C3 C2 C1 120.41(9) . . ?
C10 C2 C1 117.60(8) . . ?
O2 C1 O1 115.81(9) . . ?
O2 C1 C2 124.80(9) . . ?
O1 C1 C2 119.35(8) . . ?
O1 C9 C8 114.80(9) . . ?
O1 C9 C4 122.07(9) . . ?
C8 C9 C4 123.12(10) . . ?
C8 C7 C6 120.10(10) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C13 C3 C2 117.61(9) . . ?
C13 C3 C4 125.12(8) . . ?
C2 C3 C4 117.24(8) . . ?
C12 C13 C3 119.68(8) . . ?
C12 C13 C16 113.68(8) . . ?
C3 C13 C16 126.63(9) . . ?
O6 C16 C17 120.25(8) . . ?
O6 C16 C13 120.13(9) . . ?
C17 C16 C13 119.16(8) . . ?
C22 C17 C18 117.18(9) . . ?
C22 C17 C16 120.52(8) . . ?
C18 C17 C16 121.91(8) . . ?
C19 C18 C17 122.70(9) . . ?
C19 C18 N1 116.01(9) . . ?
C17 C18 N1 121.24(9) . . ?
C18 C19 C20 118.74(10) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C21 C20 C19 120.46(10) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 119.91(10) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C17 C22 C21 121.02(9) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
O8 N1 O7 124.59(9) . . ?
O8 N1 C18 118.07(9) . . ?
O7 N1 C18 117.25(9) . . ?
C13 C12 C11 123.19(9) . . ?
C13 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
C9 C4 C5 116.15(9) . . ?
C9 C4 C3 118.81(9) . . ?
C5 C4 C3 125.02(9) . . ?
C6 C5 C4 121.61(10) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 120.14(10) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        32.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.053


data_is_is163
_database_code_depnum_ccdc_archive 'CCDC 855691'
#TrackingRef 'Irina-Savich-is_is163.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H23 N O6'
_chemical_formula_sum            'C32 H23 N O6'
_chemical_formula_weight         517.51

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'
N N 0.0061 0.0033 '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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61

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

_cell_length_a                   16.0280(12)
_cell_length_b                   14.4028(12)
_cell_length_c                   21.1809(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4889.6(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6865
_cell_measurement_theta_min      5.408
_cell_measurement_theta_max      54.701

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2160
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9611
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa Apex II-diffractometer'
_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            45522
_diffrn_reflns_av_R_equivalents  0.0998
_diffrn_reflns_av_sigmaI/netI    0.0694
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5615
_reflns_number_gt                3874
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H6a) were positioned geometrically and refined using a
riding model, with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0865P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5615
_refine_ls_number_parameters     393
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0553
_refine_ls_wR_factor_ref         0.1638
_refine_ls_wR_factor_gt          0.1514
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 -0.14472(9) -0.13537(11) 0.06791(8) 0.0453(4) Uani 1 1 d . . .
N1A N 0.1426(3) 0.2443(8) 0.0875(3) 0.0349(11) Uani 0.706(11) 1 d PD A 1
O2A O -0.0458(4) 0.2471(6) 0.1925(5) 0.0563(12) Uani 0.706(11) 1 d PD A 1
O3A O 0.0729(3) 0.2290(4) 0.0659(2) 0.0529(12) Uani 0.706(11) 1 d PD A 1
O4A O 0.2017(3) 0.2677(6) 0.0559(3) 0.0560(11) Uani 0.706(11) 1 d PD A 1
C25A C 0.0016(4) 0.1858(5) 0.1733(5) 0.0312(14) Uani 0.706(11) 1 d PD A 1
C26A C 0.0913(4) 0.2030(7) 0.1940(4) 0.0279(7) Uani 0.706(11) 1 d PD A 1
C27A C 0.1553(4) 0.2360(6) 0.1560(3) 0.0259(8) Uani 0.706(11) 1 d PD A 1
C28A C 0.2331(4) 0.2582(4) 0.1786(3) 0.0315(8) Uani 0.706(11) 1 d PD A 1
H28A H 0.2755 0.2797 0.1508 0.038 Uiso 0.706(11) 1 calc PR A 1
C29A C 0.2488(3) 0.2488(4) 0.2422(3) 0.0360(9) Uani 0.706(11) 1 d PD A 1
H29A H 0.3024 0.2633 0.2586 0.043 Uiso 0.706(11) 1 calc PR A 1
C30A C 0.1873(4) 0.2189(4) 0.2816(3) 0.0370(10) Uani 0.706(11) 1 d PD A 1
H30A H 0.1979 0.2136 0.3256 0.044 Uiso 0.706(11) 1 calc PR A 1
C31A C 0.1093(4) 0.1960(5) 0.2581(3) 0.0333(9) Uani 0.706(11) 1 d PD A 1
H31A H 0.0672 0.1751 0.2863 0.040 Uiso 0.706(11) 1 calc PR A 1
N1B N 0.1256(8) 0.252(2) 0.0919(8) 0.0349(11) Uani 0.294(11) 1 d PD A 2
O2B O -0.0595(11) 0.2420(15) 0.1811(14) 0.0563(12) Uani 0.294(11) 1 d PD A 2
O3B O 0.0518(6) 0.2609(9) 0.0792(5) 0.0529(12) Uani 0.294(11) 1 d PD A 2
O4B O 0.1787(8) 0.2579(17) 0.0515(8) 0.0560(11) Uani 0.294(11) 1 d PD A 2
C25B C -0.0077(11) 0.1811(14) 0.1811(14) 0.0312(14) Uani 0.294(11) 1 d PD A 2
C26B C 0.0824(9) 0.1947(17) 0.1977(9) 0.0279(7) Uani 0.294(11) 1 d PGD A 2
C27B C 0.1446(10) 0.2239(15) 0.1565(7) 0.0259(8) Uani 0.294(11) 1 d PGD A 2
C28B C 0.2249(9) 0.2398(10) 0.1788(7) 0.0315(8) Uani 0.294(11) 1 d PGD A 2
H28B H 0.2674 0.2597 0.1507 0.038 Uiso 0.294(11) 1 calc PR A 2
C29B C 0.2430(9) 0.2265(8) 0.2424(8) 0.0360(9) Uani 0.294(11) 1 d PGD A 2
H29B H 0.2978 0.2374 0.2576 0.043 Uiso 0.294(11) 1 calc PR A 2
C30B C 0.1808(11) 0.1974(10) 0.2836(6) 0.0370(10) Uani 0.294(11) 1 d PGD A 2
H30B H 0.1931 0.1883 0.3270 0.044 Uiso 0.294(11) 1 calc PR A 2
C31B C 0.1005(10) 0.1815(14) 0.2613(8) 0.0333(9) Uani 0.294(11) 1 d PGD A 2
H31B H 0.0580 0.1615 0.2894 0.040 Uiso 0.294(11) 1 calc PR A 2
O5 O 0.36668(8) -0.02764(11) 0.15056(7) 0.0424(4) Uani 1 1 d . . .
O6A O 0.09560(12) -0.01467(15) 0.24630(10) 0.0382(6) Uani 0.735(4) 1 d PD B 1
O6B O 0.1256(3) 0.0450(4) 0.0371(2) 0.0446(17) Uani 0.265(4) 1 d PD A 2
H6B H 0.1607 0.0529 0.0082 0.067 Uiso 0.265(4) 1 calc PR B 2
C1 C -0.10668(12) -0.06050(13) 0.09457(9) 0.0322(4) Uani 1 1 d . A .
C2 C -0.15682(11) 0.01583(13) 0.10986(9) 0.0291(4) Uani 1 1 d . . .
C3 C -0.11755(11) 0.09223(12) 0.13530(8) 0.0285(4) Uani 1 1 d . A .
H3 H -0.1504 0.1449 0.1457 0.034 Uiso 1 1 calc R . .
C4 C -0.03145(11) 0.09610(12) 0.14663(8) 0.0273(4) Uani 1 1 d D . .
C5 C 0.01782(11) 0.01894(12) 0.13139(8) 0.0265(4) Uani 1 1 d . A .
C6 C -0.02054(11) -0.05937(12) 0.10521(9) 0.0300(4) Uani 1 1 d . . .
C7 C -0.24879(11) 0.01474(13) 0.09830(9) 0.0291(4) Uani 1 1 d . . .
C8 C -0.28736(12) 0.08895(14) 0.06842(9) 0.0343(4) Uani 1 1 d . . .
H8 H -0.2549 0.1403 0.0547 0.041 Uiso 1 1 calc R . .
C9 C -0.37324(13) 0.08895(16) 0.05835(10) 0.0419(5) Uani 1 1 d . . .
H9 H -0.3990 0.1403 0.0380 0.050 Uiso 1 1 calc R . .
C10 C -0.42083(12) 0.01475(17) 0.07782(10) 0.0421(5) Uani 1 1 d . . .
H10 H -0.4795 0.0151 0.0712 0.051 Uiso 1 1 calc R . .
C11 C -0.38330(12) -0.06021(15) 0.10702(10) 0.0398(5) Uani 1 1 d . . .
H11 H -0.4161 -0.1116 0.1202 0.048 Uiso 1 1 calc R . .
C12 C -0.29790(12) -0.06049(14) 0.11708(9) 0.0358(4) Uani 1 1 d . . .
H12 H -0.2725 -0.1124 0.1370 0.043 Uiso 1 1 calc R . .
C13 C 0.02708(11) -0.14491(12) 0.08832(9) 0.0322(4) Uani 1 1 d . A .
C14 C 0.04162(13) -0.21235(14) 0.13378(12) 0.0429(5) Uani 1 1 d . . .
H14 H 0.0258 -0.2017 0.1764 0.051 Uiso 1 1 calc R A .
C15 C 0.07947(15) -0.29565(16) 0.11669(15) 0.0551(7) Uani 1 1 d . A .
H15 H 0.0886 -0.3424 0.1476 0.066 Uiso 1 1 calc R . .
C16 C 0.10355(14) -0.31044(15) 0.05561(15) 0.0546(7) Uani 1 1 d . . .
H16 H 0.1291 -0.3676 0.0444 0.066 Uiso 1 1 calc R A .
C17 C 0.09129(15) -0.24366(16) 0.01032(13) 0.0511(6) Uani 1 1 d . A .
H17 H 0.1092 -0.2540 -0.0319 0.061 Uiso 1 1 calc R . .
C18 C 0.05233(13) -0.16056(15) 0.02666(10) 0.0415(5) Uani 1 1 d . . .
H18 H 0.0430 -0.1144 -0.0046 0.050 Uiso 1 1 calc R A .
C19 C 0.11063(11) 0.01318(11) 0.13952(9) 0.0270(4) Uani 1 1 d . . .
C20 C 0.14683(11) -0.00648(12) 0.19731(9) 0.0300(4) Uani 1 1 d D A .
H20B H 0.1122 -0.0125 0.2335 0.036 Uiso 0.265(4) 1 calc PR . .
C21 C 0.23282(12) -0.01769(12) 0.20372(9) 0.0318(4) Uani 1 1 d . . .
H21 H 0.2569 -0.0281 0.2441 0.038 Uiso 1 1 calc R A .
C22 C 0.28239(11) -0.01342(12) 0.15052(10) 0.0317(4) Uani 1 1 d . A .
C23 C 0.24751(12) 0.00437(12) 0.09180(10) 0.0330(4) Uani 1 1 d . . .
H23 H 0.2817 0.0071 0.0552 0.040 Uiso 1 1 calc R A .
C24 C 0.16273(12) 0.01800(12) 0.08712(9) 0.0307(4) Uani 1 1 d D A .
H24A H 0.1391 0.0311 0.0469 0.037 Uiso 0.735(4) 1 calc PR B 1
C32 C 0.40603(13) -0.04196(18) 0.21019(12) 0.0501(6) Uani 1 1 d . . .
H32A H 0.4006 0.0143 0.2359 0.075 Uiso 1 1 calc R . .
H32B H 0.4653 -0.0559 0.2037 0.075 Uiso 1 1 calc R . .
H32C H 0.3792 -0.0941 0.2320 0.075 Uiso 1 1 calc R . .
H6A H 0.120(3) -0.030(3) 0.274(2) 0.075(15) Uiso 0.735(4) 1 d P B 1
H1 H -0.109(2) -0.175(2) 0.0587(15) 0.079(10) Uiso 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
O1 0.0305(8) 0.0377(8) 0.0678(11) -0.0174(7) -0.0086(7) 0.0023(7)
N1A 0.035(2) 0.032(2) 0.0375(14) 0.0028(13) -0.0002(18) 0.000(3)
O2A 0.021(2) 0.0414(13) 0.106(4) -0.0337(17) -0.0220(18) 0.0042(17)
O3A 0.047(2) 0.070(3) 0.0421(18) 0.0134(16) -0.0131(15) -0.0180(18)
O4A 0.034(3) 0.090(2) 0.0439(13) 0.0136(13) 0.007(2) -0.004(3)
C25A 0.0247(18) 0.0287(12) 0.040(3) 0.0030(16) 0.003(2) -0.0015(12)
C26A 0.0257(15) 0.0209(19) 0.0372(13) -0.0005(11) -0.0006(13) -0.0012(12)
C27A 0.026(2) 0.018(2) 0.0337(10) -0.0014(10) -0.0028(11) -0.0041(13)
C28A 0.0275(15) 0.017(2) 0.0495(12) -0.0037(15) -0.0023(11) -0.0073(13)
C29A 0.0339(14) 0.020(3) 0.0546(14) -0.0034(18) -0.0163(11) -0.0031(15)
C30A 0.0522(18) 0.024(3) 0.0352(11) -0.0008(15) -0.0125(12) 0.0024(19)
C31A 0.0390(18) 0.026(3) 0.0352(12) 0.0020(13) 0.0061(12) -0.0025(13)
N1B 0.035(2) 0.032(2) 0.0375(14) 0.0028(13) -0.0002(18) 0.000(3)
O2B 0.021(2) 0.0414(13) 0.106(4) -0.0337(17) -0.0220(18) 0.0042(17)
O3B 0.047(2) 0.070(3) 0.0421(18) 0.0134(16) -0.0131(15) -0.0180(18)
O4B 0.034(3) 0.090(2) 0.0439(13) 0.0136(13) 0.007(2) -0.004(3)
C25B 0.0247(18) 0.0287(12) 0.040(3) 0.0030(16) 0.003(2) -0.0015(12)
C26B 0.0257(15) 0.0209(19) 0.0372(13) -0.0005(11) -0.0006(13) -0.0012(12)
C27B 0.026(2) 0.018(2) 0.0337(10) -0.0014(10) -0.0028(11) -0.0041(13)
C28B 0.0275(15) 0.017(2) 0.0495(12) -0.0037(15) -0.0023(11) -0.0073(13)
C29B 0.0339(14) 0.020(3) 0.0546(14) -0.0034(18) -0.0163(11) -0.0031(15)
C30B 0.0522(18) 0.024(3) 0.0352(11) -0.0008(15) -0.0125(12) 0.0024(19)
C31B 0.0390(18) 0.026(3) 0.0352(12) 0.0020(13) 0.0061(12) -0.0025(13)
O5 0.0212(7) 0.0542(9) 0.0519(9) -0.0080(7) -0.0002(6) 0.0025(6)
O6A 0.0280(10) 0.0562(13) 0.0302(11) 0.0138(9) 0.0039(8) 0.0058(9)
O6B 0.033(3) 0.073(4) 0.027(3) 0.007(3) -0.006(2) 0.001(3)
C1 0.0290(9) 0.0311(9) 0.0364(10) -0.0018(8) -0.0042(8) -0.0011(8)
C2 0.0225(9) 0.0371(10) 0.0276(9) 0.0019(8) -0.0009(7) 0.0004(7)
C3 0.0257(9) 0.0305(9) 0.0294(9) 0.0010(7) 0.0026(7) 0.0035(7)
C4 0.0255(8) 0.0287(9) 0.0277(9) 0.0019(7) 0.0009(7) 0.0004(7)
C5 0.0240(8) 0.0278(8) 0.0276(8) 0.0044(7) -0.0023(7) -0.0003(7)
C6 0.0261(9) 0.0315(9) 0.0323(9) 0.0010(7) -0.0019(8) 0.0036(8)
C7 0.0233(9) 0.0374(9) 0.0267(9) -0.0061(7) 0.0002(7) 0.0008(8)
C8 0.0283(9) 0.0399(10) 0.0346(10) -0.0023(8) -0.0004(8) 0.0020(8)
C9 0.0314(10) 0.0520(12) 0.0423(11) -0.0029(9) -0.0054(9) 0.0096(10)
C10 0.0234(9) 0.0616(14) 0.0413(11) -0.0118(10) -0.0036(9) 0.0012(9)
C11 0.0310(10) 0.0481(12) 0.0404(11) -0.0068(9) 0.0050(9) -0.0071(9)
C12 0.0306(10) 0.0419(11) 0.0349(10) -0.0022(8) -0.0006(8) 0.0001(8)
C13 0.0223(8) 0.0288(9) 0.0455(11) -0.0033(8) -0.0062(8) -0.0003(7)
C14 0.0361(11) 0.0351(10) 0.0574(13) 0.0084(9) -0.0021(10) -0.0009(9)
C15 0.0445(13) 0.0327(11) 0.088(2) 0.0117(12) -0.0141(13) 0.0027(10)
C16 0.0343(12) 0.0345(11) 0.095(2) -0.0188(12) -0.0128(13) 0.0096(10)
C17 0.0403(12) 0.0500(13) 0.0629(15) -0.0208(12) -0.0072(11) 0.0113(10)
C18 0.0395(11) 0.0396(11) 0.0453(12) -0.0085(9) -0.0092(10) 0.0069(9)
C19 0.0230(8) 0.0218(8) 0.0361(10) -0.0006(7) -0.0013(7) 0.0016(7)
C20 0.0256(9) 0.0292(9) 0.0352(10) 0.0007(7) 0.0029(8) 0.0029(7)
C21 0.0287(9) 0.0316(9) 0.0352(10) -0.0003(8) -0.0052(8) 0.0042(8)
C22 0.0238(9) 0.0265(8) 0.0449(11) -0.0066(8) 0.0008(8) -0.0008(7)
C23 0.0285(10) 0.0323(9) 0.0380(10) -0.0045(8) 0.0052(8) -0.0038(8)
C24 0.0303(10) 0.0280(9) 0.0338(9) 0.0005(7) -0.0005(8) -0.0026(8)
C32 0.0278(10) 0.0640(15) 0.0585(14) -0.0158(12) -0.0109(10) 0.0023(10)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.361(2) . ?
O1 H1 0.83(3) . ?
N1A O4A 1.209(6) . ?
N1A O3A 1.227(6) . ?
N1A C27A 1.469(5) . ?
O2A C25A 1.233(6) . ?
C25A C4 1.507(6) . ?
C25A C26A 1.523(5) . ?
C26A C27A 1.389(4) . ?
C26A C31A 1.390(4) . ?
C27A C28A 1.374(4) . ?
C28A C29A 1.377(4) . ?
C28A H28A 0.9500 . ?
C29A C30A 1.362(4) . ?
C29A H29A 0.9500 . ?
C30A C31A 1.386(4) . ?
C30A H30A 0.9500 . ?
C31A H31A 0.9500 . ?
N1B O4B 1.211(13) . ?
N1B O3B 1.219(13) . ?
N1B C27B 1.459(12) . ?
O2B C25B 1.208(14) . ?
C25B C4 1.475(14) . ?
C25B C26B 1.499(12) . ?
C26B C27B 1.3900 . ?
C26B C31B 1.3900 . ?
C27B C28B 1.3900 . ?
C28B C29B 1.3900 . ?
C28B H28B 0.9500 . ?
C29B C30B 1.3900 . ?
C29B H29B 0.9500 . ?
C30B C31B 1.3900 . ?
C30B H30B 0.9500 . ?
C31B H31B 0.9500 . ?
O5 C22 1.366(2) . ?
O5 C32 1.427(3) . ?
O6A H6A 0.72(5) . ?
O6B C24 1.275(5) . ?
O6B H6B 0.8400 . ?
C1 C6 1.399(3) . ?
C1 C2 1.400(3) . ?
C2 C3 1.377(3) . ?
C2 C7 1.494(2) . ?
C3 C4 1.402(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(2) . ?
C5 C6 1.399(3) . ?
C5 C19 1.500(2) . ?
C6 C13 1.493(3) . ?
C7 C8 1.387(3) . ?
C7 C12 1.397(3) . ?
C8 C9 1.393(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.386(3) . ?
C13 C14 1.387(3) . ?
C14 C15 1.392(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.367(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.373(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.394(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.384(3) . ?
C19 C24 1.391(3) . ?
C20 C21 1.394(2) . ?
C20 H20B 0.9500 . ?
C21 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(3) . ?
C23 C24 1.376(3) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109(2) . . ?
O4A N1A O3A 123.8(5) . . ?
O4A N1A C27A 117.4(5) . . ?
O3A N1A C27A 118.8(5) . . ?
O2A C25A C4 121.4(5) . . ?
O2A C25A C26A 111.7(6) . . ?
C4 C25A C26A 125.4(6) . . ?
C27A C26A C31A 115.9(3) . . ?
C27A C26A C25A 125.9(5) . . ?
C31A C26A C25A 117.7(5) . . ?
C28A C27A C26A 123.3(3) . . ?
C28A C27A N1A 116.8(4) . . ?
C26A C27A N1A 119.8(4) . . ?
C27A C28A C29A 118.9(3) . . ?
C27A C28A H28A 120.6 . . ?
C29A C28A H28A 120.6 . . ?
C30A C29A C28A 119.9(3) . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C30A C31A 120.6(3) . . ?
C29A C30A H30A 119.7 . . ?
C31A C30A H30A 119.7 . . ?
C30A C31A C26A 121.4(3) . . ?
C30A C31A H31A 119.3 . . ?
C26A C31A H31A 119.3 . . ?
O4B N1B O3B 121.3(14) . . ?
O4B N1B C27B 122.5(14) . . ?
O3B N1B C27B 116.0(13) . . ?
O2B C25B C4 115.1(14) . . ?
O2B C25B C26B 124.6(16) . . ?
C4 C25B C26B 118.3(14) . . ?
C27B C26B C31B 120.0 . . ?
C27B C26B C25B 125.6(13) . . ?
C31B C26B C25B 114.3(13) . . ?
C28B C27B C26B 120.0 . . ?
C28B C27B N1B 117.9(10) . . ?
C26B C27B N1B 121.5(10) . . ?
C27B C28B C29B 120.0 . . ?
C27B C28B H28B 120.0 . . ?
C29B C28B H28B 120.0 . . ?
C30B C29B C28B 120.0 . . ?
C30B C29B H29B 120.0 . . ?
C28B C29B H29B 120.0 . . ?
C31B C30B C29B 120.0 . . ?
C31B C30B H30B 120.0 . . ?
C29B C30B H30B 120.0 . . ?
C30B C31B C26B 120.0 . . ?
C30B C31B H31B 120.0 . . ?
C26B C31B H31B 120.0 . . ?
C22 O5 C32 117.34(16) . . ?
C24 O6B H6B 109.5 . . ?
O1 C1 C6 121.19(16) . . ?
O1 C1 C2 117.46(16) . . ?
C6 C1 C2 121.34(17) . . ?
C3 C2 C1 117.11(16) . . ?
C3 C2 C7 121.55(16) . . ?
C1 C2 C7 121.34(16) . . ?
C2 C3 C4 123.27(16) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C5 C4 C3 118.95(16) . . ?
C5 C4 C25B 128.8(7) . . ?
C3 C4 C25B 111.8(7) . . ?
C5 C4 C25A 124.6(3) . . ?
C3 C4 C25A 116.4(3) . . ?
C25B C4 C25A 8.8(16) . . ?
C6 C5 C4 118.88(16) . . ?
C6 C5 C19 115.90(15) . . ?
C4 C5 C19 125.21(15) . . ?
C1 C6 C5 120.45(16) . . ?
C1 C6 C13 117.16(16) . . ?
C5 C6 C13 122.38(16) . . ?
C8 C7 C12 118.44(16) . . ?
C8 C7 C2 120.41(16) . . ?
C12 C7 C2 121.15(17) . . ?
C7 C8 C9 120.68(19) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.96(18) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C12 120.08(19) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 120.71(19) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C18 C13 C14 119.41(19) . . ?
C18 C13 C6 120.62(18) . . ?
C14 C13 C6 119.83(19) . . ?
C13 C14 C15 119.7(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.8(2) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C13 C18 C17 120.3(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C24 117.67(16) . . ?
C20 C19 C5 121.92(16) . . ?
C24 C19 C5 120.08(16) . . ?
C19 C20 C21 121.62(17) . . ?
C19 C20 H20B 119.2 . . ?
C21 C20 H20B 119.2 . . ?
C22 C21 C20 118.97(18) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
O5 C22 C21 124.20(18) . . ?
O5 C22 C23 115.25(17) . . ?
C21 C22 C23 120.54(17) . . ?
C24 C23 C22 119.25(18) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
O6B C24 C23 124.4(3) . . ?
O6B C24 C19 113.4(3) . . ?
C23 C24 C19 121.89(17) . . ?
O6B C24 H24A 8.2 . . ?
C23 C24 H24A 119.1 . . ?
C19 C24 H24A 119.1 . . ?
O5 C32 H32A 109.5 . . ?
O5 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O5 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
O2A C25A C26A C27A -104.2(11) . . . . ?
C4 C25A C26A C27A 89.7(10) . . . . ?
O2A C25A C26A C31A 67.6(11) . . . . ?
C4 C25A C26A C31A -98.6(9) . . . . ?
C31A C26A C27A C28A 2.0(4) . . . . ?
C25A C26A C27A C28A 173.8(8) . . . . ?
C31A C26A C27A N1A 179.0(8) . . . . ?
C25A C26A C27A N1A -9.1(9) . . . . ?
O4A N1A C27A C28A 1.9(13) . . . . ?
O3A N1A C27A C28A -176.8(7) . . . . ?
O4A N1A C27A C26A -175.4(8) . . . . ?
O3A N1A C27A C26A 5.9(12) . . . . ?
C26A C27A C28A C29A -1.0(4) . . . . ?
N1A C27A C28A C29A -178.1(8) . . . . ?
C27A C28A C29A C30A -0.7(4) . . . . ?
C28A C29A C30A C31A 1.2(4) . . . . ?
C29A C30A C31A C26A -0.1(4) . . . . ?
C27A C26A C31A C30A -1.4(4) . . . . ?
C25A C26A C31A C30A -173.9(7) . . . . ?
O2B C25B C26B C27B -85(3) . . . . ?
C4 C25B C26B C27B 78(3) . . . . ?
O2B C25B C26B C31B 91(3) . . . . ?
C4 C25B C26B C31B -106(2) . . . . ?
C31B C26B C27B C28B 0.0 . . . . ?
C25B C26B C27B C28B 176(2) . . . . ?
C31B C26B C27B N1B -171(2) . . . . ?
C25B C26B C27B N1B 5(2) . . . . ?
O4B N1B C27B C28B 25(4) . . . . ?
O3B N1B C27B C28B -160.5(19) . . . . ?
O4B N1B C27B C26B -164(2) . . . . ?
O3B N1B C27B C26B 11(3) . . . . ?
C26B C27B C28B C29B 0.0 . . . . ?
N1B C27B C28B C29B 171(2) . . . . ?
C27B C28B C29B C30B 0.0 . . . . ?
C28B C29B C30B C31B 0.0 . . . . ?
C29B C30B C31B C26B 0.0 . . . . ?
C27B C26B C31B C30B 0.0 . . . . ?
C25B C26B C31B C30B -176.2(19) . . . . ?
O1 C1 C2 C3 -178.35(17) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
O1 C1 C2 C7 0.9(3) . . . . ?
C6 C1 C2 C7 179.79(17) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C7 C2 C3 C4 -179.75(17) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C2 C3 C4 C25B -173.1(14) . . . . ?
C2 C3 C4 C25A 178.7(5) . . . . ?
O2B C25B C4 C5 171(2) . . . . ?
C26B C25B C4 C5 7(3) . . . . ?
O2B C25B C4 C3 -16(3) . . . . ?
C26B C25B C4 C3 179.0(16) . . . . ?
O2B C25B C4 C25A 106(10) . . . . ?
C26B C25B C4 C25A -58(7) . . . . ?
O2A C25A C4 C5 -171.5(9) . . . . ?
C26A C25A C4 C5 -6.6(11) . . . . ?
O2A C25A C4 C3 10.0(13) . . . . ?
C26A C25A C4 C3 174.9(6) . . . . ?
O2A C25A C4 C25B -51(7) . . . . ?
C26A C25A C4 C25B 114(8) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C25B C4 C5 C6 172.1(17) . . . . ?
C25A C4 C5 C6 -178.2(6) . . . . ?
C3 C4 C5 C19 178.75(16) . . . . ?
C25B C4 C5 C19 -9.3(17) . . . . ?
C25A C4 C5 C19 0.4(6) . . . . ?
O1 C1 C6 C5 178.60(18) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
O1 C1 C6 C13 -2.2(3) . . . . ?
C2 C1 C6 C13 178.93(18) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C19 C5 C6 C1 -178.84(17) . . . . ?
C4 C5 C6 C13 -179.24(17) . . . . ?
C19 C5 C6 C13 2.0(3) . . . . ?
C3 C2 C7 C8 47.3(3) . . . . ?
C1 C2 C7 C8 -131.91(19) . . . . ?
C3 C2 C7 C12 -132.7(2) . . . . ?
C1 C2 C7 C12 48.0(3) . . . . ?
C12 C7 C8 C9 1.0(3) . . . . ?
C2 C7 C8 C9 -179.04(18) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C10 C11 C12 C7 0.4(3) . . . . ?
C8 C7 C12 C11 -1.1(3) . . . . ?
C2 C7 C12 C11 178.99(18) . . . . ?
C1 C6 C13 C18 82.6(2) . . . . ?
C5 C6 C13 C18 -98.2(2) . . . . ?
C1 C6 C13 C14 -93.1(2) . . . . ?
C5 C6 C13 C14 86.0(2) . . . . ?
C18 C13 C14 C15 -1.5(3) . . . . ?
C6 C13 C14 C15 174.30(18) . . . . ?
C13 C14 C15 C16 1.1(3) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 C18 -1.3(3) . . . . ?
C14 C13 C18 C17 0.6(3) . . . . ?
C6 C13 C18 C17 -175.22(18) . . . . ?
C16 C17 C18 C13 0.8(3) . . . . ?
C6 C5 C19 C20 -100.5(2) . . . . ?
C4 C5 C19 C20 80.9(2) . . . . ?
C6 C5 C19 C24 72.7(2) . . . . ?
C4 C5 C19 C24 -105.9(2) . . . . ?
C24 C19 C20 C21 2.4(3) . . . . ?
C5 C19 C20 C21 175.76(16) . . . . ?
C19 C20 C21 C22 -3.1(3) . . . . ?
C32 O5 C22 C21 -4.1(3) . . . . ?
C32 O5 C22 C23 177.19(18) . . . . ?
C20 C21 C22 O5 -176.82(16) . . . . ?
C20 C21 C22 C23 1.8(3) . . . . ?
O5 C22 C23 C24 178.91(16) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C22 C23 C24 O6B 171.7(4) . . . . ?
C22 C23 C24 C19 -0.9(3) . . . . ?
C20 C19 C24 O6B -173.7(3) . . . . ?
C5 C19 C24 O6B 12.8(4) . . . . ?
C20 C19 C24 C23 -0.3(3) . . . . ?
C5 C19 C24 C23 -173.84(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.053


data_is_is52
_database_code_depnum_ccdc_archive 'CCDC 855692'
#TrackingRef 'Irina-Savich-is_is52.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 O9'
_chemical_formula_sum            'C20 H18 O9'
_chemical_formula_weight         402.34

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   8.9975(8)
_cell_length_b                   10.6797(11)
_cell_length_c                   11.4242(17)
_cell_angle_alpha                107.022(8)
_cell_angle_beta                 99.434(8)
_cell_angle_gamma                111.650(5)
_cell_volume                     928.83(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4065
_cell_measurement_theta_min      6.508
_cell_measurement_theta_max      56.051

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9696
_exptl_absorpt_correction_T_max  0.9954
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_diffrn_measurement_method       'phi and psi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18251
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         29.50
_reflns_number_total             5026
_reflns_number_gt                3330
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex v2.0-2'
_computing_cell_refinement       'Bruker Apex v2.0-2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H3/H4) were positioned geometrically and refined using a
riding model , with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0674P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5026
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1294
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.86965(14) 1.07143(14) 0.33912(14) 0.0476(4) Uani 1 1 d . . .
O2 O 0.74628(12) 0.78565(11) 0.27115(10) 0.0309(3) Uani 1 1 d . . .
O3 O -0.02379(13) 0.37069(12) -0.21472(11) 0.0383(3) Uani 1 1 d . . .
O4 O 0.09966(13) 0.61542(12) -0.13001(10) 0.0318(3) Uani 1 1 d . . .
O5 O 0.06994(14) 0.23348(11) -0.08444(11) 0.0337(3) Uani 1 1 d . . .
O6 O 0.26808(17) 0.20693(13) 0.19490(12) 0.0446(3) Uani 1 1 d . . .
O7 O 0.32121(15) 0.14220(11) 0.00692(11) 0.0365(3) Uani 1 1 d . . .
O8 O 0.65286(14) 0.43419(12) 0.25453(11) 0.0373(3) Uani 1 1 d . . .
O9 O 0.59364(13) 0.59254(11) 0.39478(10) 0.0299(3) Uani 1 1 d . . .
C1 C 0.5295(2) 1.15775(17) 0.40059(17) 0.0359(4) Uani 1 1 d . . .
H1 H 0.5143 1.2431 0.4348 0.043 Uiso 1 1 calc R . .
C2 C 0.6855(2) 1.17274(18) 0.39112(19) 0.0417(4) Uani 1 1 d . . .
H2 H 0.7751 1.2674 0.4181 0.050 Uiso 1 1 calc R . .
C3 C 0.71247(18) 1.05057(17) 0.34246(16) 0.0329(4) Uani 1 1 d . . .
C4 C 0.57712(17) 0.91046(15) 0.29805(14) 0.0241(3) Uani 1 1 d . . .
C5 C 0.41970(17) 0.89980(15) 0.30989(13) 0.0240(3) Uani 1 1 d . . .
H5 H 0.3285 0.8056 0.2813 0.029 Uiso 1 1 calc R . .
C6 C 0.39280(18) 1.02106(15) 0.36154(14) 0.0259(3) Uani 1 1 d . . .
C7 C 0.22414(19) 1.00780(17) 0.37438(15) 0.0302(3) Uani 1 1 d . . .
H7A H 0.1643 1.0204 0.3022 0.045 Uiso 1 1 calc R . .
H7B H 0.2401 1.0832 0.4554 0.045 Uiso 1 1 calc R . .
H7C H 0.1583 0.9112 0.3739 0.045 Uiso 1 1 calc R . .
C8 C 0.60454(17) 0.78014(16) 0.24794(14) 0.0246(3) Uani 1 1 d . . .
C9 C 0.45785(17) 0.63648(15) 0.16414(13) 0.0230(3) Uani 1 1 d . . .
C10 C 0.33831(17) 0.62819(16) 0.06364(13) 0.0249(3) Uani 1 1 d . . .
H10 H 0.3455 0.7157 0.0545 0.030 Uiso 1 1 calc R . .
C11 C 0.20927(17) 0.49562(16) -0.02327(13) 0.0247(3) Uani 1 1 d . . .
C12 C 0.19736(18) 0.36521(16) -0.01007(14) 0.0261(3) Uani 1 1 d . . .
C13 C 0.32034(18) 0.37164(15) 0.08756(14) 0.0254(3) Uani 1 1 d . . .
C14 C 0.44815(17) 0.50577(15) 0.17446(13) 0.0240(3) Uani 1 1 d . . .
C15 C 0.57749(18) 0.50655(15) 0.27698(14) 0.0255(3) Uani 1 1 d . . .
C16 C 0.7288(2) 0.61044(19) 0.49725(16) 0.0386(4) Uani 1 1 d . . .
H16A H 0.7171 0.5142 0.4933 0.058 Uiso 1 1 calc R . .
H16B H 0.7231 0.6648 0.5806 0.058 Uiso 1 1 calc R . .
H16C H 0.8371 0.6644 0.4869 0.058 Uiso 1 1 calc R . .
C17 C 0.30075(19) 0.23259(16) 0.10433(15) 0.0294(3) Uani 1 1 d . . .
C18 C 0.2907(3) 0.00077(19) 0.0119(2) 0.0507(5) Uani 1 1 d . . .
H18A H 0.3692 0.0142 0.0901 0.076 Uiso 1 1 calc R . .
H18B H 0.3071 -0.0586 -0.0637 0.076 Uiso 1 1 calc R . .
H18C H 0.1752 -0.0487 0.0128 0.076 Uiso 1 1 calc R . .
C19 C 0.08423(18) 0.48677(17) -0.13173(14) 0.0280(3) Uani 1 1 d . . .
C20 C -0.0085(2) 0.6109(2) -0.24226(16) 0.0403(4) Uani 1 1 d . . .
H20A H 0.0202 0.5695 -0.3189 0.061 Uiso 1 1 calc R . .
H20B H 0.0074 0.7100 -0.2308 0.061 Uiso 1 1 calc R . .
H20C H -0.1260 0.5500 -0.2528 0.061 Uiso 1 1 calc R . .
H3 H 0.873(3) 0.986(3) 0.318(3) 0.093(9) Uiso 1 1 d . . .
H4 H 0.010(3) 0.247(3) -0.145(2) 0.077(8) Uiso 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
O1 0.0269(6) 0.0283(7) 0.0788(10) 0.0117(7) 0.0197(6) 0.0085(5)
O2 0.0259(5) 0.0285(6) 0.0373(6) 0.0100(5) 0.0097(4) 0.0131(4)
O3 0.0306(6) 0.0349(7) 0.0359(7) 0.0061(5) 0.0015(5) 0.0099(5)
O4 0.0332(6) 0.0346(6) 0.0305(6) 0.0110(5) 0.0067(5) 0.0204(5)
O5 0.0337(6) 0.0236(6) 0.0303(6) 0.0043(5) 0.0060(5) 0.0052(5)
O6 0.0761(9) 0.0369(7) 0.0375(7) 0.0218(6) 0.0314(6) 0.0305(6)
O7 0.0579(7) 0.0223(6) 0.0326(6) 0.0089(5) 0.0206(5) 0.0197(5)
O8 0.0463(7) 0.0411(7) 0.0354(6) 0.0123(5) 0.0152(5) 0.0315(6)
O9 0.0386(6) 0.0299(6) 0.0209(5) 0.0056(4) 0.0079(4) 0.0187(5)
C1 0.0373(8) 0.0215(8) 0.0472(10) 0.0091(7) 0.0121(7) 0.0149(7)
C2 0.0345(8) 0.0204(8) 0.0615(12) 0.0100(8) 0.0156(8) 0.0071(7)
C3 0.0276(7) 0.0251(8) 0.0429(10) 0.0105(7) 0.0123(7) 0.0097(6)
C4 0.0252(7) 0.0198(7) 0.0238(7) 0.0062(6) 0.0052(6) 0.0089(6)
C5 0.0261(7) 0.0204(7) 0.0215(7) 0.0062(6) 0.0045(5) 0.0090(6)
C6 0.0295(7) 0.0235(7) 0.0245(8) 0.0079(6) 0.0071(6) 0.0133(6)
C7 0.0319(8) 0.0268(8) 0.0315(8) 0.0076(7) 0.0095(6) 0.0153(6)
C8 0.0270(7) 0.0251(8) 0.0222(7) 0.0094(6) 0.0085(6) 0.0115(6)
C9 0.0258(7) 0.0210(7) 0.0225(7) 0.0058(6) 0.0094(6) 0.0117(6)
C10 0.0279(7) 0.0226(7) 0.0253(8) 0.0070(6) 0.0103(6) 0.0131(6)
C11 0.0247(7) 0.0263(8) 0.0222(7) 0.0069(6) 0.0090(6) 0.0114(6)
C12 0.0279(7) 0.0223(7) 0.0228(7) 0.0037(6) 0.0118(6) 0.0076(6)
C13 0.0331(7) 0.0217(7) 0.0237(7) 0.0077(6) 0.0131(6) 0.0136(6)
C14 0.0282(7) 0.0240(7) 0.0220(7) 0.0072(6) 0.0112(6) 0.0135(6)
C15 0.0301(7) 0.0220(7) 0.0247(8) 0.0084(6) 0.0110(6) 0.0112(6)
C16 0.0465(9) 0.0372(9) 0.0278(9) 0.0079(7) 0.0012(7) 0.0218(8)
C17 0.0357(8) 0.0232(8) 0.0266(8) 0.0068(6) 0.0109(6) 0.0119(6)
C18 0.0778(14) 0.0248(9) 0.0535(12) 0.0139(9) 0.0258(11) 0.0253(9)
C19 0.0242(7) 0.0318(8) 0.0259(8) 0.0072(7) 0.0092(6) 0.0125(6)
C20 0.0392(9) 0.0494(11) 0.0364(10) 0.0171(8) 0.0045(7) 0.0263(8)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 C3 1.3569(18) . ?
O1 H3 0.88(3) . ?
O2 C8 1.2348(16) . ?
O3 C19 1.2252(18) . ?
O4 C19 1.3229(18) . ?
O4 C20 1.4537(19) . ?
O5 C12 1.3439(17) . ?
O5 H4 0.89(2) . ?
O6 C17 1.1993(18) . ?
O7 C17 1.3317(18) . ?
O7 C18 1.4526(19) . ?
O8 C15 1.2043(17) . ?
O9 C15 1.3377(17) . ?
O9 C16 1.4546(19) . ?
C1 C2 1.379(2) . ?
C1 C6 1.399(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.410(2) . ?
C4 C5 1.4108(19) . ?
C4 C8 1.4693(19) . ?
C5 C6 1.3836(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.5070(19) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.4980(19) . ?
C9 C10 1.396(2) . ?
C9 C14 1.407(2) . ?
C10 C11 1.387(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.411(2) . ?
C11 C19 1.485(2) . ?
C12 C13 1.403(2) . ?
C13 C14 1.392(2) . ?
C13 C17 1.502(2) . ?
C14 C15 1.505(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 H3 108.9(17) . . ?
C19 O4 C20 115.14(12) . . ?
C12 O5 H4 106.2(15) . . ?
C17 O7 C18 115.12(13) . . ?
C15 O9 C16 114.91(11) . . ?
C2 C1 C6 122.19(14) . . ?
C2 C1 H1 118.9 . . ?
C6 C1 H1 118.9 . . ?
C1 C2 C3 120.49(15) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
O1 C3 C2 118.11(14) . . ?
O1 C3 C4 122.54(14) . . ?
C2 C3 C4 119.35(14) . . ?
C3 C4 C5 118.36(13) . . ?
C3 C4 C8 119.89(13) . . ?
C5 C4 C8 121.65(12) . . ?
C6 C5 C4 122.63(13) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 116.92(13) . . ?
C5 C6 C7 121.98(13) . . ?
C1 C6 C7 121.10(13) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 C4 121.84(13) . . ?
O2 C8 C9 118.54(13) . . ?
C4 C8 C9 119.61(12) . . ?
C10 C9 C14 118.48(13) . . ?
C10 C9 C8 119.99(13) . . ?
C14 C9 C8 121.09(12) . . ?
C11 C10 C9 121.75(13) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 119.46(13) . . ?
C10 C11 C19 121.68(13) . . ?
C12 C11 C19 118.85(13) . . ?
O5 C12 C13 117.46(13) . . ?
O5 C12 C11 123.19(14) . . ?
C13 C12 C11 119.31(13) . . ?
C14 C13 C12 120.34(13) . . ?
C14 C13 C17 120.86(13) . . ?
C12 C13 C17 118.51(13) . . ?
C13 C14 C9 120.58(13) . . ?
C13 C14 C15 118.21(13) . . ?
C9 C14 C15 121.19(12) . . ?
O8 C15 O9 124.60(13) . . ?
O8 C15 C14 123.33(13) . . ?
O9 C15 C14 112.04(12) . . ?
O9 C16 H16A 109.5 . . ?
O9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O6 C17 O7 124.68(14) . . ?
O6 C17 C13 123.04(14) . . ?
O7 C17 C13 112.28(13) . . ?
O7 C18 H18A 109.5 . . ?
O7 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O7 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 O4 123.20(14) . . ?
O3 C19 C11 122.91(14) . . ?
O4 C19 C11 113.88(12) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C6 C1 C2 C3 -0.4(3) . . . . ?
C1 C2 C3 O1 -177.88(16) . . . . ?
C1 C2 C3 C4 2.4(3) . . . . ?
O1 C3 C4 C5 177.69(14) . . . . ?
C2 C3 C4 C5 -2.6(2) . . . . ?
O1 C3 C4 C8 1.2(2) . . . . ?
C2 C3 C4 C8 -179.15(15) . . . . ?
C3 C4 C5 C6 0.9(2) . . . . ?
C8 C4 C5 C6 177.36(13) . . . . ?
C4 C5 C6 C1 1.0(2) . . . . ?
C4 C5 C6 C7 -179.56(13) . . . . ?
C2 C1 C6 C5 -1.3(2) . . . . ?
C2 C1 C6 C7 179.29(16) . . . . ?
C3 C4 C8 O2 18.1(2) . . . . ?
C5 C4 C8 O2 -158.34(14) . . . . ?
C3 C4 C8 C9 -160.72(14) . . . . ?
C5 C4 C8 C9 22.9(2) . . . . ?
O2 C8 C9 C10 -132.81(14) . . . . ?
C4 C8 C9 C10 46.01(18) . . . . ?
O2 C8 C9 C14 39.37(19) . . . . ?
C4 C8 C9 C14 -141.81(13) . . . . ?
C14 C9 C10 C11 1.6(2) . . . . ?
C8 C9 C10 C11 174.01(12) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C9 C10 C11 C19 -178.73(12) . . . . ?
C10 C11 C12 O5 175.21(12) . . . . ?
C19 C11 C12 O5 -5.8(2) . . . . ?
C10 C11 C12 C13 -2.6(2) . . . . ?
C19 C11 C12 C13 176.37(12) . . . . ?
O5 C12 C13 C14 -174.81(12) . . . . ?
C11 C12 C13 C14 3.1(2) . . . . ?
O5 C12 C13 C17 -1.02(19) . . . . ?
C11 C12 C13 C17 176.93(12) . . . . ?
C12 C13 C14 C9 -1.3(2) . . . . ?
C17 C13 C14 C9 -174.92(12) . . . . ?
C12 C13 C14 C15 -179.69(12) . . . . ?
C17 C13 C14 C15 6.67(19) . . . . ?
C10 C9 C14 C13 -1.1(2) . . . . ?
C8 C9 C14 C13 -173.40(12) . . . . ?
C10 C9 C14 C15 177.26(12) . . . . ?
C8 C9 C14 C15 4.96(19) . . . . ?
C16 O9 C15 O8 8.3(2) . . . . ?
C16 O9 C15 C14 -173.86(12) . . . . ?
C13 C14 C15 O8 50.95(19) . . . . ?
C9 C14 C15 O8 -127.45(16) . . . . ?
C13 C14 C15 O9 -126.91(13) . . . . ?
C9 C14 C15 O9 54.69(17) . . . . ?
C18 O7 C17 O6 3.7(2) . . . . ?
C18 O7 C17 C13 -175.30(14) . . . . ?
C14 C13 C17 O6 63.6(2) . . . . ?
C12 C13 C17 O6 -110.12(18) . . . . ?
C14 C13 C17 O7 -117.33(15) . . . . ?
C12 C13 C17 O7 68.92(17) . . . . ?
C20 O4 C19 O3 -6.9(2) . . . . ?
C20 O4 C19 C11 173.47(12) . . . . ?
C10 C11 C19 O3 174.86(14) . . . . ?
C12 C11 C19 O3 -4.1(2) . . . . ?
C10 C11 C19 O4 -5.51(19) . . . . ?
C12 C11 C19 O4 175.53(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        29.50
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.049


data_is_is73
_database_code_depnum_ccdc_archive 'CCDC 855693'
#TrackingRef 'Irina-Savich-is_is73.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H18 O10'
_chemical_formula_sum            'C20 H18 O10'
_chemical_formula_weight         418.34

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61

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

_cell_length_a                   11.3807(5)
_cell_length_b                   8.1698(4)
_cell_length_c                   40.6850(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3782.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      5.372
_cell_measurement_theta_max      60.655

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1744
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9103
_exptl_absorpt_correction_T_max  0.9707
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_diffrn_measurement_method       'phi and psi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41068
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         29.50
_reflns_number_total             5272
_reflns_number_gt                4492
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex v2.0-2'
_computing_cell_refinement       'Bruker Apex v2.0-2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2) were positioned geometrically and refined using a
riding model , with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0459P)^2^+2.9248P] 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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0079(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5272
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1209
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.62672(10) 0.98778(17) 0.20107(3) 0.0274(3) Uani 1 1 d . . .
O2 O 0.44564(10) 0.90288(15) 0.16585(3) 0.0255(3) Uani 1 1 d . . .
O3 O 0.47923(9) 0.78877(15) 0.11659(3) 0.0242(2) Uani 1 1 d . . .
O4 O 0.83659(11) 0.96371(17) 0.23886(3) 0.0311(3) Uani 1 1 d . . .
O5 O 0.95507(10) 1.09841(15) 0.20381(3) 0.0248(2) Uani 1 1 d . . .
O6 O 1.08529(11) 0.92711(17) 0.14022(3) 0.0328(3) Uani 1 1 d . . .
O7 O 1.04825(9) 0.78247(15) 0.18615(3) 0.0242(2) Uani 1 1 d . . .
O8 O 0.98611(11) 0.63849(15) 0.10744(3) 0.0281(3) Uani 1 1 d . . .
O9 O 1.02010(12) 0.56714(16) 0.04718(3) 0.0316(3) Uani 1 1 d . . .
O10 O 0.87370(11) 0.91357(18) -0.03356(3) 0.0320(3) Uani 1 1 d . . .
C1 C 0.69216(13) 0.92518(19) 0.17691(3) 0.0189(3) Uani 1 1 d . . .
C2 C 0.64273(12) 0.86238(18) 0.14802(3) 0.0182(3) Uani 1 1 d . . .
C3 C 0.71559(12) 0.81029(19) 0.12265(3) 0.0189(3) Uani 1 1 d . . .
H3 H 0.6816 0.7716 0.1028 0.023 Uiso 1 1 calc R . .
C4 C 0.83682(12) 0.81364(18) 0.12578(3) 0.0184(3) Uani 1 1 d . . .
C5 C 0.88634(12) 0.86876(18) 0.15536(4) 0.0181(3) Uani 1 1 d . . .
C6 C 0.81533(13) 0.92714(18) 0.18062(3) 0.0184(3) Uani 1 1 d . . .
C7 C 0.51329(13) 0.85435(18) 0.14484(4) 0.0191(3) Uani 1 1 d . . .
C8 C 0.35397(14) 0.7810(2) 0.11114(4) 0.0304(4) Uani 1 1 d . . .
H8A H 0.3196 0.6976 0.1255 0.046 Uiso 1 1 calc R . .
H8B H 0.3386 0.7526 0.0881 0.046 Uiso 1 1 calc R . .
H8C H 0.3188 0.8877 0.1161 0.046 Uiso 1 1 calc R . .
C9 C 0.86761(13) 0.99572(19) 0.21150(4) 0.0208(3) Uani 1 1 d . . .
C10 C 1.02363(17) 1.1597(3) 0.23114(4) 0.0356(4) Uani 1 1 d . . .
H10A H 0.9720 1.2178 0.2465 0.053 Uiso 1 1 calc R . .
H10B H 1.0840 1.2348 0.2229 0.053 Uiso 1 1 calc R . .
H10C H 1.0613 1.0678 0.2425 0.053 Uiso 1 1 calc R . .
C11 C 1.01815(13) 0.86534(19) 0.15921(4) 0.0208(3) Uani 1 1 d . . .
C12 C 1.17318(15) 0.7694(3) 0.19257(5) 0.0396(5) Uani 1 1 d . . .
H12A H 1.2106 0.7065 0.1749 0.059 Uiso 1 1 calc R . .
H12B H 1.1856 0.7137 0.2136 0.059 Uiso 1 1 calc R . .
H12C H 1.2077 0.8792 0.1935 0.059 Uiso 1 1 calc R . .
C13 C 0.91157(13) 0.74139(19) 0.09935(4) 0.0195(3) Uani 1 1 d . . .
C14 C 0.89462(12) 0.78750(18) 0.06504(4) 0.0182(3) Uani 1 1 d . . .
C15 C 0.82785(14) 0.9231(2) 0.05536(4) 0.0232(3) Uani 1 1 d . . .
H15 H 0.7883 0.9851 0.0717 0.028 Uiso 1 1 calc R . .
C16 C 0.81740(14) 0.9699(2) 0.02298(4) 0.0259(3) Uani 1 1 d . . .
H16 H 0.7715 1.0625 0.0171 0.031 Uiso 1 1 calc R . .
C17 C 0.87577(13) 0.8784(2) -0.00110(4) 0.0227(3) Uani 1 1 d . . .
C18 C 0.94210(14) 0.7430(2) 0.00740(4) 0.0231(3) Uani 1 1 d . . .
H18 H 0.9806 0.6810 -0.0092 0.028 Uiso 1 1 calc R . .
C19 C 0.95240(13) 0.69768(19) 0.04009(4) 0.0207(3) Uani 1 1 d . . .
C20 C 0.80854(16) 1.0531(3) -0.04418(4) 0.0336(4) Uani 1 1 d . . .
H20A H 0.7246 1.0344 -0.0403 0.050 Uiso 1 1 calc R . .
H20B H 0.8221 1.0711 -0.0677 0.050 Uiso 1 1 calc R . .
H20C H 0.8341 1.1497 -0.0318 0.050 Uiso 1 1 calc R . .
H1 H 0.553(2) 0.977(3) 0.1950(6) 0.049(7) Uiso 1 1 d . . .
H2 H 1.023(2) 0.563(3) 0.0679(6) 0.041(6) Uiso 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
O1 0.0215(5) 0.0406(7) 0.0201(5) -0.0074(5) 0.0022(4) 0.0065(5)
O2 0.0195(5) 0.0346(6) 0.0223(5) 0.0023(5) 0.0035(4) 0.0027(5)
O3 0.0186(5) 0.0291(6) 0.0247(6) -0.0025(5) -0.0012(4) -0.0018(4)
O4 0.0344(6) 0.0422(7) 0.0168(5) 0.0032(5) 0.0001(5) -0.0029(6)
O5 0.0300(6) 0.0260(6) 0.0183(5) -0.0004(4) -0.0044(4) -0.0056(5)
O6 0.0232(6) 0.0418(7) 0.0335(7) 0.0135(6) 0.0050(5) -0.0029(5)
O7 0.0168(5) 0.0328(6) 0.0232(5) 0.0065(5) -0.0008(4) 0.0021(4)
O8 0.0308(6) 0.0303(6) 0.0230(5) 0.0054(5) 0.0044(5) 0.0127(5)
O9 0.0409(7) 0.0310(7) 0.0231(6) -0.0012(5) 0.0035(5) 0.0186(5)
O10 0.0354(6) 0.0427(7) 0.0178(5) 0.0046(5) -0.0024(5) 0.0043(6)
C1 0.0207(7) 0.0206(7) 0.0156(6) 0.0009(5) 0.0021(5) 0.0026(5)
C2 0.0167(6) 0.0205(7) 0.0173(6) 0.0019(5) 0.0017(5) 0.0012(5)
C3 0.0192(6) 0.0219(7) 0.0155(6) 0.0004(5) 0.0001(5) 0.0008(5)
C4 0.0186(6) 0.0195(7) 0.0170(6) 0.0010(5) 0.0023(5) 0.0026(5)
C5 0.0175(6) 0.0182(6) 0.0186(7) 0.0032(5) 0.0000(5) 0.0009(5)
C6 0.0205(7) 0.0194(7) 0.0155(6) 0.0021(5) -0.0004(5) 0.0011(5)
C7 0.0189(6) 0.0201(7) 0.0182(6) 0.0035(5) 0.0008(5) 0.0004(5)
C8 0.0203(7) 0.0397(10) 0.0311(9) 0.0005(7) -0.0063(6) -0.0001(7)
C9 0.0230(7) 0.0220(7) 0.0172(7) 0.0003(5) -0.0020(5) 0.0039(6)
C10 0.0404(10) 0.0427(11) 0.0236(8) -0.0035(7) -0.0100(7) -0.0119(8)
C11 0.0190(6) 0.0226(7) 0.0206(7) 0.0007(5) 0.0000(5) 0.0007(5)
C12 0.0174(7) 0.0615(13) 0.0400(10) 0.0149(9) -0.0043(7) 0.0035(8)
C13 0.0188(6) 0.0195(7) 0.0203(7) 0.0007(5) 0.0026(5) 0.0004(5)
C14 0.0173(6) 0.0194(7) 0.0179(6) -0.0001(5) 0.0018(5) 0.0013(5)
C15 0.0234(7) 0.0246(7) 0.0215(7) 0.0009(6) 0.0043(6) 0.0070(6)
C16 0.0241(7) 0.0295(8) 0.0240(8) 0.0044(6) 0.0007(6) 0.0073(6)
C17 0.0216(7) 0.0300(8) 0.0165(7) 0.0014(6) -0.0014(5) -0.0034(6)
C18 0.0245(7) 0.0271(8) 0.0178(7) -0.0052(6) 0.0021(5) 0.0019(6)
C19 0.0195(6) 0.0208(7) 0.0220(7) -0.0027(5) 0.0015(5) 0.0023(5)
C20 0.0290(8) 0.0445(11) 0.0273(8) 0.0123(7) -0.0072(7) -0.0019(8)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.3351(18) . ?
O1 H1 0.88(3) . ?
O2 C7 1.2168(18) . ?
O3 C7 1.3260(18) . ?
O3 C8 1.4440(19) . ?
O4 C9 1.1963(19) . ?
O5 C9 1.3389(19) . ?
O5 C10 1.4475(19) . ?
O6 C11 1.1979(19) . ?
O7 C11 1.3332(18) . ?
O7 C12 1.4495(19) . ?
O8 C13 1.2388(19) . ?
O9 C19 1.3469(19) . ?
O9 H2 0.84(2) . ?
O10 C17 1.3519(18) . ?
O10 C20 1.427(2) . ?
C1 C2 1.401(2) . ?
C1 C6 1.410(2) . ?
C2 C3 1.3907(19) . ?
C2 C7 1.480(2) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(2) . ?
C4 C13 1.493(2) . ?
C5 C6 1.392(2) . ?
C5 C11 1.508(2) . ?
C6 C9 1.499(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.458(2) . ?
C14 C15 1.400(2) . ?
C14 C19 1.415(2) . ?
C15 C16 1.377(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.400(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(2) . ?
C18 C19 1.385(2) . ?
C18 H18 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 106.7(16) . . ?
C7 O3 C8 116.06(13) . . ?
C9 O5 C10 115.97(13) . . ?
C11 O7 C12 115.94(13) . . ?
C19 O9 H2 105.6(17) . . ?
C17 O10 C20 118.36(14) . . ?
O1 C1 C2 122.29(13) . . ?
O1 C1 C6 118.13(14) . . ?
C2 C1 C6 119.56(13) . . ?
C3 C2 C1 119.71(13) . . ?
C3 C2 C7 121.00(13) . . ?
C1 C2 C7 119.29(13) . . ?
C4 C3 C2 121.29(13) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.01(13) . . ?
C3 C4 C13 119.56(13) . . ?
C5 C4 C13 121.06(13) . . ?
C6 C5 C4 120.67(13) . . ?
C6 C5 C11 120.48(13) . . ?
C4 C5 C11 118.85(13) . . ?
C5 C6 C1 119.63(14) . . ?
C5 C6 C9 121.11(13) . . ?
C1 C6 C9 119.25(13) . . ?
O2 C7 O3 123.75(14) . . ?
O2 C7 C2 123.63(14) . . ?
O3 C7 C2 112.62(12) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 O5 125.01(15) . . ?
O4 C9 C6 125.51(15) . . ?
O5 C9 C6 109.48(12) . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O6 C11 O7 125.47(14) . . ?
O6 C11 C5 124.02(14) . . ?
O7 C11 C5 110.50(12) . . ?
O7 C12 H12A 109.5 . . ?
O7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C13 C14 121.34(13) . . ?
O8 C13 C4 117.84(13) . . ?
C14 C13 C4 120.79(13) . . ?
C15 C14 C19 117.43(14) . . ?
C15 C14 C13 123.06(13) . . ?
C19 C14 C13 119.43(13) . . ?
C16 C15 C14 122.41(14) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C17 118.69(15) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
O10 C17 C18 115.08(14) . . ?
O10 C17 C16 124.16(15) . . ?
C18 C17 C16 120.76(14) . . ?
C17 C18 C19 119.97(14) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
O9 C19 C18 117.73(14) . . ?
O9 C19 C14 121.52(14) . . ?
C18 C19 C14 120.74(14) . . ?
O10 C20 H20A 109.5 . . ?
O10 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O10 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
O1 C1 C2 C3 175.08(14) . . . . ?
C6 C1 C2 C3 -3.2(2) . . . . ?
O1 C1 C2 C7 -4.2(2) . . . . ?
C6 C1 C2 C7 177.49(14) . . . . ?
C1 C2 C3 C4 2.4(2) . . . . ?
C7 C2 C3 C4 -178.37(14) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C2 C3 C4 C13 173.96(14) . . . . ?
C3 C4 C5 C6 -3.3(2) . . . . ?
C13 C4 C5 C6 -176.24(14) . . . . ?
C3 C4 C5 C11 177.38(14) . . . . ?
C13 C4 C5 C11 4.4(2) . . . . ?
C4 C5 C6 C1 2.4(2) . . . . ?
C11 C5 C6 C1 -178.27(14) . . . . ?
C4 C5 C6 C9 -176.25(14) . . . . ?
C11 C5 C6 C9 3.1(2) . . . . ?
O1 C1 C6 C5 -177.49(14) . . . . ?
C2 C1 C6 C5 0.9(2) . . . . ?
O1 C1 C6 C9 1.2(2) . . . . ?
C2 C1 C6 C9 179.54(13) . . . . ?
C8 O3 C7 O2 1.7(2) . . . . ?
C8 O3 C7 C2 -178.19(13) . . . . ?
C3 C2 C7 O2 -177.67(15) . . . . ?
C1 C2 C7 O2 1.6(2) . . . . ?
C3 C2 C7 O3 2.2(2) . . . . ?
C1 C2 C7 O3 -178.49(13) . . . . ?
C10 O5 C9 O4 6.9(2) . . . . ?
C10 O5 C9 C6 -172.87(14) . . . . ?
C5 C6 C9 O4 -133.89(17) . . . . ?
C1 C6 C9 O4 47.5(2) . . . . ?
C5 C6 C9 O5 45.89(19) . . . . ?
C1 C6 C9 O5 -132.74(15) . . . . ?
C12 O7 C11 O6 0.7(3) . . . . ?
C12 O7 C11 C5 179.67(15) . . . . ?
C6 C5 C11 O6 -125.85(18) . . . . ?
C4 C5 C11 O6 53.5(2) . . . . ?
C6 C5 C11 O7 55.12(19) . . . . ?
C4 C5 C11 O7 -125.51(15) . . . . ?
C3 C4 C13 O8 -126.95(16) . . . . ?
C5 C4 C13 O8 46.0(2) . . . . ?
C3 C4 C13 C14 51.3(2) . . . . ?
C5 C4 C13 C14 -135.73(15) . . . . ?
O8 C13 C14 C15 -167.82(15) . . . . ?
C4 C13 C14 C15 14.0(2) . . . . ?
O8 C13 C14 C19 8.8(2) . . . . ?
C4 C13 C14 C19 -169.37(14) . . . . ?
C19 C14 C15 C16 0.0(2) . . . . ?
C13 C14 C15 C16 176.70(15) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C20 O10 C17 C18 -179.06(15) . . . . ?
C20 O10 C17 C16 0.3(2) . . . . ?
C15 C16 C17 O10 -178.93(16) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
O10 C17 C18 C19 178.65(14) . . . . ?
C16 C17 C18 C19 -0.7(2) . . . . ?
C17 C18 C19 O9 -178.53(15) . . . . ?
C17 C18 C19 C14 0.7(2) . . . . ?
C15 C14 C19 O9 178.88(15) . . . . ?
C13 C14 C19 O9 2.0(2) . . . . ?
C15 C14 C19 C18 -0.3(2) . . . . ?
C13 C14 C19 C18 -177.17(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        29.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.052


data_is_is82
_database_code_depnum_ccdc_archive 'CCDC 855694'
#TrackingRef 'Irina-Savich-is_is82.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H13 F7 O7'
_chemical_formula_sum            'C20 H13 F7 O7'
_chemical_formula_weight         498.30
_chemical_absolute_configuration ad

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4

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

_cell_length_a                   10.7404(19)
_cell_length_b                   7.6871(15)
_cell_length_c                   12.188(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.526(12)
_cell_angle_gamma                90.00
_cell_volume                     1005.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3168
_cell_measurement_theta_min      4.990
_cell_measurement_theta_max      61.299

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8798
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_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            11496
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         30.00
_reflns_number_total             5141
_reflns_number_gt                4176
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2) were positioned geometrically and refined using a
riding model, with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0476P)^2^+0.0685P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(5)
_refine_ls_number_reflns         5141
_refine_ls_number_parameters     317
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.0975
_refine_ls_wR_factor_gt          0.0895
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.65085(13) 0.2111(2) 0.63931(11) 0.0271(3) Uani 1 1 d . . .
O2 O 0.46814(14) 0.2222(2) 0.77217(10) 0.0358(4) Uani 1 1 d . . .
O3 O 0.27144(13) 0.2291(2) 0.70461(10) 0.0300(3) Uani 1 1 d . . .
O4 O 0.81401(14) 0.1171(2) 0.46292(14) 0.0407(4) Uani 1 1 d . . .
O5 O 0.78921(13) 0.3978(2) 0.41527(12) 0.0317(3) Uani 1 1 d . . .
O6 O 0.35592(12) 0.38579(19) 0.19808(10) 0.0237(3) Uani 1 1 d . . .
O7 O 0.20096(12) 0.4120(2) 0.32176(11) 0.0245(3) Uani 1 1 d . . .
F1 F 0.32916(11) 0.01917(16) 0.22902(10) 0.0301(3) Uani 1 1 d . . .
F2 F 0.17243(11) 0.06598(17) 0.33715(9) 0.0318(3) Uani 1 1 d . . .
F3 F 0.21878(15) 0.1475(2) 0.06044(10) 0.0529(4) Uani 1 1 d . . .
F4 F 0.07605(15) 0.2823(2) 0.15089(12) 0.0557(5) Uani 1 1 d . . .
F5 F 0.00492(17) -0.0137(3) 0.04046(15) 0.0767(6) Uani 1 1 d . . .
F6 F -0.02738(15) -0.0104(3) 0.21173(16) 0.0706(6) Uani 1 1 d . . .
F7 F 0.12266(17) -0.1655(2) 0.14896(17) 0.0658(5) Uani 1 1 d . . .
C1 C 0.43582(17) 0.2441(3) 0.57903(13) 0.0219(4) Uani 1 1 d . . .
C2 C 0.56378(17) 0.2319(3) 0.55817(13) 0.0210(4) Uani 1 1 d . . .
C3 C 0.60741(16) 0.2411(3) 0.45079(13) 0.0214(4) Uani 1 1 d . . .
C4 C 0.52233(17) 0.2577(3) 0.36171(13) 0.0202(4) Uani 1 1 d . . .
C5 C 0.39431(17) 0.2760(3) 0.38417(13) 0.0207(4) Uani 1 1 d . . .
C6 C 0.35170(17) 0.2679(3) 0.49083(13) 0.0226(4) Uani 1 1 d . . .
H6 H 0.2652 0.2787 0.5038 0.027 Uiso 1 1 calc R . .
C7 C 0.39438(18) 0.2313(3) 0.69363(14) 0.0248(4) Uani 1 1 d . . .
C8 C 0.2302(2) 0.1932(4) 0.81551(17) 0.0404(6) Uani 1 1 d . . .
H8A H 0.2734 0.0900 0.8444 0.061 Uiso 1 1 calc R . .
H8B H 0.1401 0.1723 0.8137 0.061 Uiso 1 1 calc R . .
H8C H 0.2493 0.2932 0.8629 0.061 Uiso 1 1 calc R . .
C9 C 0.74827(18) 0.2409(3) 0.44245(14) 0.0248(4) Uani 1 1 d . . .
C10 C 0.9243(2) 0.4157(4) 0.4103(2) 0.0493(7) Uani 1 1 d . . .
H10A H 0.9626 0.3824 0.4811 0.074 Uiso 1 1 calc R . .
H10B H 0.9454 0.5368 0.3940 0.074 Uiso 1 1 calc R . .
H10C H 0.9556 0.3399 0.3526 0.074 Uiso 1 1 calc R . .
C11 C 0.55865(17) 0.2589(3) 0.24530(14) 0.0222(4) Uani 1 1 d . . .
C12 C 0.67137(19) 0.1940(3) 0.20624(15) 0.0277(4) Uani 1 1 d . . .
H12 H 0.7296 0.1424 0.2564 0.033 Uiso 1 1 calc R . .
C13 C 0.6997(2) 0.2035(3) 0.09539(16) 0.0318(5) Uani 1 1 d . . .
H13 H 0.7769 0.1604 0.0705 0.038 Uiso 1 1 calc R . .
C14 C 0.6136(2) 0.2766(3) 0.02163(15) 0.0322(5) Uani 1 1 d . . .
H14 H 0.6329 0.2852 -0.0538 0.039 Uiso 1 1 calc R . .
C15 C 0.49946(19) 0.3374(3) 0.05731(15) 0.0276(4) Uani 1 1 d . . .
H15 H 0.4407 0.3865 0.0066 0.033 Uiso 1 1 calc R . .
C16 C 0.47223(17) 0.3255(3) 0.16815(14) 0.0217(4) Uani 1 1 d . . .
C17 C 0.29922(17) 0.3075(3) 0.29153(14) 0.0202(4) Uani 1 1 d . . .
C18 C 0.23785(17) 0.1350(3) 0.25344(13) 0.0230(4) Uani 1 1 d . . .
C19 C 0.1486(2) 0.1409(3) 0.15102(16) 0.0335(5) Uani 1 1 d . . .
C20 C 0.0631(2) -0.0164(4) 0.1374(2) 0.0480(7) Uani 1 1 d . . .
H1 H 0.615(2) 0.203(4) 0.694(2) 0.042(8) Uiso 1 1 d . . .
H2 H 0.233(2) 0.498(4) 0.3579(19) 0.030(6) Uiso 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
O1 0.0268(7) 0.0329(9) 0.0212(6) -0.0012(6) -0.0068(5) 0.0037(6)
O2 0.0412(9) 0.0461(11) 0.0199(6) 0.0007(6) -0.0027(6) 0.0096(8)
O3 0.0345(8) 0.0341(9) 0.0217(6) 0.0017(6) 0.0058(5) 0.0037(7)
O4 0.0244(7) 0.0364(10) 0.0610(10) 0.0163(8) -0.0031(7) 0.0044(7)
O5 0.0221(7) 0.0307(9) 0.0423(8) 0.0042(7) 0.0017(6) -0.0026(6)
O6 0.0218(6) 0.0259(8) 0.0235(6) 0.0076(5) 0.0001(5) 0.0007(6)
O7 0.0205(6) 0.0259(8) 0.0268(6) -0.0035(6) -0.0028(5) 0.0028(6)
F1 0.0294(6) 0.0232(7) 0.0378(6) -0.0033(5) 0.0017(5) 0.0019(5)
F2 0.0352(6) 0.0340(8) 0.0263(5) 0.0024(5) 0.0039(5) -0.0136(6)
F3 0.0621(10) 0.0752(12) 0.0212(5) -0.0017(6) -0.0012(6) -0.0154(8)
F4 0.0618(10) 0.0496(11) 0.0537(8) -0.0127(7) -0.0353(8) 0.0190(8)
F5 0.0645(11) 0.0998(17) 0.0644(10) -0.0396(10) -0.0276(8) -0.0114(11)
F6 0.0391(9) 0.0944(16) 0.0785(11) -0.0289(11) 0.0075(8) -0.0258(9)
F7 0.0607(11) 0.0424(11) 0.0938(13) -0.0229(9) -0.0087(10) -0.0121(9)
C1 0.0255(9) 0.0214(10) 0.0188(7) -0.0013(7) -0.0007(6) 0.0011(8)
C2 0.0237(9) 0.0173(10) 0.0218(7) 0.0008(7) -0.0049(6) -0.0008(8)
C3 0.0192(8) 0.0217(10) 0.0230(7) -0.0002(7) -0.0021(6) 0.0001(8)
C4 0.0218(9) 0.0180(10) 0.0209(7) 0.0013(7) -0.0012(6) -0.0003(7)
C5 0.0203(9) 0.0212(10) 0.0205(7) 0.0010(7) -0.0033(6) 0.0000(7)
C6 0.0225(9) 0.0241(11) 0.0211(7) 0.0008(7) 0.0002(6) -0.0012(8)
C7 0.0326(10) 0.0206(10) 0.0212(7) 0.0000(7) 0.0002(7) 0.0062(9)
C8 0.0516(14) 0.0445(16) 0.0259(9) 0.0049(9) 0.0139(9) 0.0109(11)
C9 0.0226(9) 0.0267(11) 0.0249(8) 0.0018(8) -0.0028(7) -0.0005(8)
C10 0.0221(11) 0.0554(18) 0.0704(16) 0.0093(14) 0.0033(10) -0.0104(11)
C11 0.0210(9) 0.0224(11) 0.0231(7) 0.0017(7) 0.0012(6) -0.0005(8)
C12 0.0264(10) 0.0307(12) 0.0260(8) -0.0004(7) 0.0017(7) 0.0014(8)
C13 0.0288(10) 0.0383(14) 0.0287(9) -0.0023(8) 0.0071(8) 0.0003(9)
C14 0.0346(11) 0.0401(14) 0.0220(8) 0.0021(8) 0.0041(7) -0.0040(10)
C15 0.0287(10) 0.0310(12) 0.0230(8) 0.0052(7) -0.0009(7) -0.0042(9)
C16 0.0217(9) 0.0211(10) 0.0221(8) 0.0027(7) -0.0007(7) -0.0018(8)
C17 0.0182(8) 0.0230(10) 0.0193(7) 0.0020(7) -0.0018(6) -0.0008(7)
C18 0.0229(9) 0.0256(11) 0.0204(7) 0.0011(7) 0.0014(6) -0.0016(8)
C19 0.0344(11) 0.0388(14) 0.0269(9) -0.0065(9) -0.0067(8) 0.0019(10)
C20 0.0370(13) 0.0526(18) 0.0537(14) -0.0204(13) -0.0086(11) -0.0083(12)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.352(2) . ?
O1 H1 0.78(3) . ?
O2 C7 1.228(2) . ?
O3 C7 1.331(2) . ?
O3 C8 1.460(2) . ?
O4 C9 1.207(3) . ?
O5 C9 1.329(3) . ?
O5 C10 1.460(3) . ?
O6 C16 1.390(2) . ?
O6 C17 1.438(2) . ?
O7 C17 1.384(2) . ?
O7 H2 0.86(3) . ?
F1 C18 1.363(2) . ?
F2 C18 1.362(2) . ?
F3 C19 1.354(3) . ?
F4 C19 1.337(3) . ?
F5 C20 1.321(3) . ?
F6 C20 1.347(3) . ?
F7 C20 1.318(4) . ?
C1 C6 1.398(2) . ?
C1 C2 1.408(3) . ?
C1 C7 1.480(2) . ?
C2 C3 1.404(2) . ?
C3 C4 1.406(2) . ?
C3 C9 1.519(3) . ?
C4 C5 1.416(2) . ?
C4 C11 1.482(2) . ?
C5 C6 1.391(2) . ?
C5 C17 1.522(2) . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C16 1.400(2) . ?
C11 C12 1.404(3) . ?
C12 C13 1.395(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(2) . ?
C15 H15 0.9500 . ?
C17 C18 1.547(3) . ?
C18 C19 1.554(3) . ?
C19 C20 1.525(4) . ?

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 O1 H1 107(2) . . ?
C7 O3 C8 114.96(16) . . ?
C9 O5 C10 115.57(19) . . ?
C16 O6 C17 118.08(14) . . ?
C17 O7 H2 106.3(15) . . ?
C6 C1 C2 118.95(15) . . ?
C6 C1 C7 122.00(17) . . ?
C2 C1 C7 119.05(15) . . ?
O1 C2 C3 116.51(16) . . ?
O1 C2 C1 122.36(15) . . ?
C3 C2 C1 121.13(15) . . ?
C2 C3 C4 119.89(16) . . ?
C2 C3 C9 114.84(15) . . ?
C4 C3 C9 125.19(15) . . ?
C3 C4 C5 118.30(15) . . ?
C3 C4 C11 123.90(16) . . ?
C5 C4 C11 117.80(15) . . ?
C6 C5 C4 121.44(15) . . ?
C6 C5 C17 118.00(16) . . ?
C4 C5 C17 120.56(15) . . ?
C5 C6 C1 120.17(17) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
O2 C7 O3 122.82(16) . . ?
O2 C7 C1 122.36(18) . . ?
O3 C7 C1 114.81(15) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 O5 124.84(19) . . ?
O4 C9 C3 124.4(2) . . ?
O5 C9 C3 110.64(17) . . ?
O5 C10 H10A 109.5 . . ?
O5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 117.66(16) . . ?
C16 C11 C4 117.29(17) . . ?
C12 C11 C4 125.02(16) . . ?
C13 C12 C11 121.45(19) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 120.61(18) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 119.35(18) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
O6 C16 C15 116.48(16) . . ?
O6 C16 C11 121.99(15) . . ?
C15 C16 C11 121.52(18) . . ?
O7 C17 O6 108.06(15) . . ?
O7 C17 C5 113.36(15) . . ?
O6 C17 C5 111.37(15) . . ?
O7 C17 C18 104.81(15) . . ?
O6 C17 C18 107.89(13) . . ?
C5 C17 C18 111.00(15) . . ?
F2 C18 F1 107.33(16) . . ?
F2 C18 C17 109.47(14) . . ?
F1 C18 C17 108.79(14) . . ?
F2 C18 C19 107.08(16) . . ?
F1 C18 C19 106.00(15) . . ?
C17 C18 C19 117.70(16) . . ?
F4 C19 F3 107.8(2) . . ?
F4 C19 C20 107.16(19) . . ?
F3 C19 C20 106.73(19) . . ?
F4 C19 C18 111.81(17) . . ?
F3 C19 C18 108.12(17) . . ?
C20 C19 C18 114.9(2) . . ?
F7 C20 F5 109.0(2) . . ?
F7 C20 F6 108.3(3) . . ?
F5 C20 F6 105.6(2) . . ?
F7 C20 C19 112.8(2) . . ?
F5 C20 C19 110.7(2) . . ?
F6 C20 C19 110.0(2) . . ?

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
C6 C1 C2 O1 179.07(19) . . . . ?
C7 C1 C2 O1 -0.9(3) . . . . ?
C6 C1 C2 C3 -0.8(3) . . . . ?
C7 C1 C2 C3 179.22(19) . . . . ?
O1 C2 C3 C4 178.24(18) . . . . ?
C1 C2 C3 C4 -1.9(3) . . . . ?
O1 C2 C3 C9 -4.7(3) . . . . ?
C1 C2 C3 C9 175.19(18) . . . . ?
C2 C3 C4 C5 4.0(3) . . . . ?
C9 C3 C4 C5 -172.7(2) . . . . ?
C2 C3 C4 C11 -176.55(19) . . . . ?
C9 C3 C4 C11 6.7(3) . . . . ?
C3 C4 C5 C6 -3.6(3) . . . . ?
C11 C4 C5 C6 176.90(19) . . . . ?
C3 C4 C5 C17 175.57(18) . . . . ?
C11 C4 C5 C17 -3.9(3) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
C17 C5 C6 C1 -178.22(19) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
C7 C1 C6 C5 -178.8(2) . . . . ?
C8 O3 C7 O2 -7.3(3) . . . . ?
C8 O3 C7 C1 172.17(18) . . . . ?
C6 C1 C7 O2 -174.9(2) . . . . ?
C2 C1 C7 O2 5.0(3) . . . . ?
C6 C1 C7 O3 5.6(3) . . . . ?
C2 C1 C7 O3 -174.45(18) . . . . ?
C10 O5 C9 O4 0.3(3) . . . . ?
C10 O5 C9 C3 176.96(17) . . . . ?
C2 C3 C9 O4 69.5(3) . . . . ?
C4 C3 C9 O4 -113.6(2) . . . . ?
C2 C3 C9 O5 -107.2(2) . . . . ?
C4 C3 C9 O5 69.7(2) . . . . ?
C3 C4 C11 C16 -161.96(19) . . . . ?
C5 C4 C11 C16 17.5(3) . . . . ?
C3 C4 C11 C12 19.9(3) . . . . ?
C5 C4 C11 C12 -160.6(2) . . . . ?
C16 C11 C12 C13 3.3(3) . . . . ?
C4 C11 C12 C13 -178.6(2) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C12 C13 C14 C15 -1.0(4) . . . . ?
C13 C14 C15 C16 0.4(3) . . . . ?
C17 O6 C16 C15 150.93(17) . . . . ?
C17 O6 C16 C11 -30.1(3) . . . . ?
C14 C15 C16 O6 -178.94(19) . . . . ?
C14 C15 C16 C11 2.1(3) . . . . ?
C12 C11 C16 O6 177.18(19) . . . . ?
C4 C11 C16 O6 -1.1(3) . . . . ?
C12 C11 C16 C15 -3.9(3) . . . . ?
C4 C11 C16 C15 177.82(19) . . . . ?
C16 O6 C17 O7 166.13(15) . . . . ?
C16 O6 C17 C5 41.0(2) . . . . ?
C16 O6 C17 C18 -81.05(18) . . . . ?
C6 C5 C17 O7 32.8(3) . . . . ?
C4 C5 C17 O7 -146.41(18) . . . . ?
C6 C5 C17 O6 154.91(17) . . . . ?
C4 C5 C17 O6 -24.3(2) . . . . ?
C6 C5 C17 C18 -84.8(2) . . . . ?
C4 C5 C17 C18 95.9(2) . . . . ?
O7 C17 C18 F2 -58.89(17) . . . . ?
O6 C17 C18 F2 -173.87(14) . . . . ?
C5 C17 C18 F2 63.85(19) . . . . ?
O7 C17 C18 F1 -175.89(14) . . . . ?
O6 C17 C18 F1 69.13(16) . . . . ?
C5 C17 C18 F1 -53.15(18) . . . . ?
O7 C17 C18 C19 63.62(19) . . . . ?
O6 C17 C18 C19 -51.4(2) . . . . ?
C5 C17 C18 C19 -173.64(16) . . . . ?
F2 C18 C19 F4 83.3(2) . . . . ?
F1 C18 C19 F4 -162.37(19) . . . . ?
C17 C18 C19 F4 -40.4(3) . . . . ?
F2 C18 C19 F3 -158.24(19) . . . . ?
F1 C18 C19 F3 -43.9(2) . . . . ?
C17 C18 C19 F3 78.0(2) . . . . ?
F2 C18 C19 C20 -39.2(2) . . . . ?
F1 C18 C19 C20 75.2(2) . . . . ?
C17 C18 C19 C20 -162.88(18) . . . . ?
F4 C19 C20 F7 -172.6(2) . . . . ?
F3 C19 C20 F7 72.1(3) . . . . ?
C18 C19 C20 F7 -47.7(3) . . . . ?
F4 C19 C20 F5 64.9(3) . . . . ?
F3 C19 C20 F5 -50.4(3) . . . . ?
C18 C19 C20 F5 -170.2(2) . . . . ?
F4 C19 C20 F6 -51.5(3) . . . . ?
F3 C19 C20 F6 -166.8(2) . . . . ?
C18 C19 C20 F6 73.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.049


data_is_is93
_database_code_depnum_ccdc_archive 'CCDC 855695'
#TrackingRef 'Irina-Savich-is_is93.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H17 F O7'
_chemical_formula_sum            'C23 H17 F O7'
_chemical_formula_weight         424.37

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15

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                   22.8935(6)
_cell_length_b                   8.2045(2)
_cell_length_c                   21.6152(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.1320(10)
_cell_angle_gamma                90.00
_cell_volume                     4019.15(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4825
_cell_measurement_theta_min      5.280
_cell_measurement_theta_max      60.999

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9708
_exptl_absorpt_correction_T_max  0.9923
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_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            21758
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         30.00
_reflns_number_total             5845
_reflns_number_gt                4104
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2) were positioned geometrically and refined using a
riding model, with C---H = 0.98 (methyl groups), 0.99\%A (methylene groups),
1.00\%A (methine groups) or 0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) =
1.5 times <i>U</i>~eq~(C) (methyl groups) or with <i>U</i>~iso~(H) = 1.2 times
<i>U</i>~eq~(C) (methylene groups, aryl CH, methine groups). Torsion angles
of all methyl groups were allowed to refine.

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^ > 2\s(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^)+(0.0678P)^2^+1.1247P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5845
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1353
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.18792(5) 0.91712(14) 0.03990(5) 0.0261(2) Uani 1 1 d . . .
O2 O 0.24098(5) 0.88030(14) 0.20265(5) 0.0329(3) Uani 1 1 d . . .
O3 O 0.21347(5) 0.67305(13) 0.13741(5) 0.0233(2) Uani 1 1 d . . .
O4 O 0.46226(5) 0.82714(13) 0.08906(5) 0.0264(2) Uani 1 1 d . . .
O5 O 0.55898(5) 0.96805(16) 0.07103(5) 0.0298(3) Uani 1 1 d . . .
O6 O 0.19191(5) 1.06477(14) -0.06548(5) 0.0279(3) Uani 1 1 d . . .
O7 O 0.27857(5) 1.16536(13) -0.08529(4) 0.0236(2) Uani 1 1 d . . .
F1 F 0.40522(5) 1.07663(13) 0.20762(5) 0.0418(3) Uani 1 1 d . . .
C1 C 0.24718(6) 0.93119(17) 0.04900(6) 0.0184(3) Uani 1 1 d . . .
C2 C 0.27777(6) 0.86904(17) 0.10495(6) 0.0179(3) Uani 1 1 d . . .
C3 C 0.33915(6) 0.88110(17) 0.11754(6) 0.0177(3) Uani 1 1 d . . .
C4 C 0.37009(6) 0.95948(17) 0.07393(6) 0.0187(3) Uani 1 1 d . . .
C5 C 0.33933(6) 1.02551(17) 0.01973(6) 0.0193(3) Uani 1 1 d . . .
H5 H 0.3603 1.0812 -0.0087 0.023 Uiso 1 1 calc R . .
C6 C 0.27830(6) 1.01160(17) 0.00638(6) 0.0180(3) Uani 1 1 d . . .
C7 C 0.24276(6) 0.80985(18) 0.15420(6) 0.0200(3) Uani 1 1 d . . .
C8 C 0.17576(7) 0.6143(2) 0.18132(7) 0.0279(3) Uani 1 1 d . . .
H8A H 0.2001 0.5832 0.2205 0.042 Uiso 1 1 calc R . .
H8B H 0.1534 0.5193 0.1636 0.042 Uiso 1 1 calc R . .
H8C H 0.1483 0.7007 0.1895 0.042 Uiso 1 1 calc R . .
C9 C 0.37102(6) 0.81562(19) 0.17720(6) 0.0217(3) Uani 1 1 d . . .
C10 C 0.40394(7) 0.9173(2) 0.22009(7) 0.0259(3) Uani 1 1 d . . .
C11 C 0.43495(7) 0.8618(3) 0.27542(7) 0.0354(4) Uani 1 1 d . . .
H11 H 0.4570 0.9352 0.3037 0.042 Uiso 1 1 calc R . .
C12 C 0.43341(9) 0.6982(3) 0.28890(8) 0.0461(5) Uani 1 1 d . . .
H12 H 0.4546 0.6578 0.3267 0.055 Uiso 1 1 calc R . .
C13 C 0.40113(10) 0.5922(3) 0.24766(10) 0.0505(5) Uani 1 1 d . . .
H13 H 0.4003 0.4793 0.2572 0.061 Uiso 1 1 calc R . .
C14 C 0.36981(9) 0.6503(2) 0.19212(8) 0.0385(4) Uani 1 1 d . . .
H14 H 0.3475 0.5768 0.1642 0.046 Uiso 1 1 calc R . .
C15 C 0.43613(6) 0.95991(17) 0.08214(6) 0.0192(3) Uani 1 1 d . . .
C16 C 0.46843(6) 1.11313(18) 0.07948(6) 0.0201(3) Uani 1 1 d . . .
C17 C 0.52901(7) 1.11032(19) 0.07330(6) 0.0233(3) Uani 1 1 d . . .
C18 C 0.55966(8) 1.2551(2) 0.06873(7) 0.0320(4) Uani 1 1 d . . .
H18 H 0.6002 1.2526 0.0635 0.038 Uiso 1 1 calc R . .
C19 C 0.53122(9) 1.4022(2) 0.07175(8) 0.0371(4) Uani 1 1 d . . .
H19 H 0.5524 1.5006 0.0683 0.045 Uiso 1 1 calc R . .
C20 C 0.47176(9) 1.4093(2) 0.07981(8) 0.0353(4) Uani 1 1 d . . .
H20 H 0.4528 1.5115 0.0828 0.042 Uiso 1 1 calc R . .
C21 C 0.44105(7) 1.26594(18) 0.08335(7) 0.0257(3) Uani 1 1 d . . .
H21 H 0.4006 1.2702 0.0885 0.031 Uiso 1 1 calc R . .
C22 C 0.24525(7) 1.08126(17) -0.05120(6) 0.0200(3) Uani 1 1 d . . .
C23 C 0.24869(8) 1.2287(2) -0.14432(7) 0.0309(4) Uani 1 1 d . . .
H23A H 0.2368 1.1379 -0.1728 0.046 Uiso 1 1 calc R . .
H23B H 0.2755 1.3007 -0.1631 0.046 Uiso 1 1 calc R . .
H23C H 0.2137 1.2903 -0.1368 0.046 Uiso 1 1 calc R . .
H1 H 0.1769(11) 0.963(3) 0.0016(11) 0.056(7) Uiso 1 1 d . . .
H2 H 0.5316(11) 0.882(3) 0.0762(11) 0.058(7) Uiso 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
O1 0.0139(5) 0.0359(6) 0.0277(5) 0.0066(5) 0.0001(4) -0.0043(5)
O2 0.0406(7) 0.0372(7) 0.0229(5) -0.0061(4) 0.0114(5) -0.0124(5)
O3 0.0232(6) 0.0240(5) 0.0241(5) 0.0005(4) 0.0076(4) -0.0079(4)
O4 0.0197(6) 0.0250(6) 0.0344(6) 0.0014(4) 0.0038(4) 0.0008(5)
O5 0.0178(6) 0.0403(7) 0.0321(6) -0.0046(5) 0.0067(5) -0.0018(5)
O6 0.0192(6) 0.0360(6) 0.0267(5) 0.0042(4) -0.0029(4) 0.0006(5)
O7 0.0280(6) 0.0231(5) 0.0189(5) 0.0046(4) 0.0009(4) -0.0020(4)
F1 0.0554(7) 0.0360(6) 0.0324(5) -0.0064(4) 0.0013(5) -0.0100(5)
C1 0.0133(7) 0.0225(7) 0.0192(6) -0.0020(5) 0.0016(5) -0.0017(5)
C2 0.0171(7) 0.0193(7) 0.0177(6) -0.0005(5) 0.0035(5) -0.0031(5)
C3 0.0167(7) 0.0183(6) 0.0177(6) -0.0013(5) 0.0013(5) -0.0032(5)
C4 0.0150(7) 0.0208(7) 0.0200(6) -0.0009(5) 0.0016(5) -0.0022(5)
C5 0.0193(7) 0.0203(7) 0.0188(6) 0.0002(5) 0.0042(5) -0.0031(6)
C6 0.0163(7) 0.0200(7) 0.0172(6) -0.0001(5) 0.0009(5) 0.0000(5)
C7 0.0164(7) 0.0238(7) 0.0196(6) 0.0020(5) 0.0015(5) -0.0029(6)
C8 0.0241(8) 0.0315(8) 0.0297(7) 0.0075(6) 0.0094(6) -0.0065(7)
C9 0.0172(7) 0.0289(8) 0.0191(6) 0.0029(5) 0.0028(5) -0.0005(6)
C10 0.0225(8) 0.0353(9) 0.0205(6) -0.0019(6) 0.0054(6) -0.0010(7)
C11 0.0243(9) 0.0607(12) 0.0200(7) -0.0041(7) -0.0007(6) 0.0010(8)
C12 0.0423(11) 0.0675(14) 0.0264(8) 0.0134(8) -0.0030(8) 0.0101(10)
C13 0.0582(14) 0.0450(12) 0.0445(11) 0.0207(9) -0.0057(10) 0.0008(10)
C14 0.0433(11) 0.0352(10) 0.0344(9) 0.0096(7) -0.0037(8) -0.0027(8)
C15 0.0159(7) 0.0248(7) 0.0168(6) -0.0007(5) 0.0020(5) -0.0014(6)
C16 0.0167(7) 0.0250(7) 0.0181(6) 0.0011(5) 0.0009(5) -0.0041(6)
C17 0.0193(7) 0.0342(8) 0.0164(6) -0.0014(5) 0.0022(5) -0.0045(6)
C18 0.0247(8) 0.0471(10) 0.0244(7) -0.0006(7) 0.0046(6) -0.0169(8)
C19 0.0403(11) 0.0358(10) 0.0342(9) 0.0026(7) 0.0018(8) -0.0205(8)
C20 0.0396(10) 0.0241(8) 0.0406(9) 0.0011(7) 0.0002(8) -0.0065(7)
C21 0.0224(8) 0.0256(8) 0.0282(7) 0.0011(6) 0.0010(6) -0.0028(6)
C22 0.0204(7) 0.0203(7) 0.0190(6) -0.0016(5) 0.0014(5) -0.0001(6)
C23 0.0414(10) 0.0289(8) 0.0209(7) 0.0078(6) -0.0006(7) 0.0034(7)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.3481(17) . ?
O1 H1 0.91(2) . ?
O2 C7 1.2021(17) . ?
O3 C7 1.3313(17) . ?
O3 C8 1.4529(17) . ?
O4 C15 1.2415(18) . ?
O5 C17 1.3584(19) . ?
O5 H2 0.96(2) . ?
O6 C22 1.2240(18) . ?
O7 C22 1.3265(17) . ?
O7 C23 1.4557(17) . ?
F1 C10 1.3362(19) . ?
C1 C2 1.4048(19) . ?
C1 C6 1.4060(19) . ?
C2 C3 1.397(2) . ?
C2 C7 1.5009(18) . ?
C3 C4 1.4116(19) . ?
C3 C9 1.4890(19) . ?
C4 C5 1.3887(19) . ?
C4 C15 1.497(2) . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C22 1.4771(19) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.388(2) . ?
C9 C14 1.395(2) . ?
C10 C11 1.379(2) . ?
C11 C12 1.375(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.382(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.464(2) . ?
C16 C21 1.409(2) . ?
C16 C17 1.412(2) . ?
C17 C18 1.390(2) . ?
C18 C19 1.377(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.378(2) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 103.9(15) . . ?
C7 O3 C8 115.13(11) . . ?
C17 O5 H2 106.5(14) . . ?
C22 O7 C23 115.90(12) . . ?
O1 C1 C2 117.60(12) . . ?
O1 C1 C6 122.50(12) . . ?
C2 C1 C6 119.82(13) . . ?
C3 C2 C1 120.49(12) . . ?
C3 C2 C7 120.54(12) . . ?
C1 C2 C7 118.48(12) . . ?
C2 C3 C4 119.21(12) . . ?
C2 C3 C9 119.96(12) . . ?
C4 C3 C9 120.80(12) . . ?
C5 C4 C3 119.92(13) . . ?
C5 C4 C15 118.83(12) . . ?
C3 C4 C15 121.03(12) . . ?
C4 C5 C6 121.17(13) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.33(12) . . ?
C5 C6 C22 121.52(12) . . ?
C1 C6 C22 119.15(13) . . ?
O2 C7 O3 124.41(13) . . ?
O2 C7 C2 123.35(13) . . ?
O3 C7 C2 112.23(12) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 117.15(14) . . ?
C10 C9 C3 121.00(14) . . ?
C14 C9 C3 121.84(14) . . ?
F1 C10 C11 118.33(15) . . ?
F1 C10 C9 118.60(13) . . ?
C11 C10 C9 123.07(16) . . ?
C12 C11 C10 118.71(17) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C13 120.31(16) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C14 120.27(19) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C9 120.49(18) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
O4 C15 C16 121.39(13) . . ?
O4 C15 C4 118.26(13) . . ?
C16 C15 C4 120.30(13) . . ?
C21 C16 C17 118.10(14) . . ?
C21 C16 C15 122.03(13) . . ?
C17 C16 C15 119.87(13) . . ?
O5 C17 C18 117.97(14) . . ?
O5 C17 C16 121.69(14) . . ?
C18 C17 C16 120.34(15) . . ?
C19 C18 C17 119.92(16) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 121.17(16) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 119.01(17) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C16 121.42(16) . . ?
C20 C21 H21 119.3 . . ?
C16 C21 H21 119.3 . . ?
O6 C22 O7 123.30(13) . . ?
O6 C22 C6 122.92(13) . . ?
O7 C22 C6 113.78(12) . . ?
O7 C23 H23A 109.5 . . ?
O7 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O7 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O1 C1 C2 C3 -179.38(12) . . . . ?
C6 C1 C2 C3 -2.4(2) . . . . ?
O1 C1 C2 C7 -7.32(19) . . . . ?
C6 C1 C2 C7 169.66(13) . . . . ?
C1 C2 C3 C4 1.3(2) . . . . ?
C7 C2 C3 C4 -170.64(13) . . . . ?
C1 C2 C3 C9 179.63(13) . . . . ?
C7 C2 C3 C9 7.7(2) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C9 C3 C4 C5 -177.41(13) . . . . ?
C2 C3 C4 C15 -173.50(12) . . . . ?
C9 C3 C4 C15 8.2(2) . . . . ?
C3 C4 C5 C6 -2.0(2) . . . . ?
C15 C4 C5 C6 172.53(13) . . . . ?
C4 C5 C6 C1 0.9(2) . . . . ?
C4 C5 C6 C22 -179.91(13) . . . . ?
O1 C1 C6 C5 178.15(13) . . . . ?
C2 C1 C6 C5 1.3(2) . . . . ?
O1 C1 C6 C22 -1.1(2) . . . . ?
C2 C1 C6 C22 -177.89(13) . . . . ?
C8 O3 C7 O2 2.5(2) . . . . ?
C8 O3 C7 C2 -176.40(12) . . . . ?
C3 C2 C7 O2 63.1(2) . . . . ?
C1 C2 C7 O2 -109.01(17) . . . . ?
C3 C2 C7 O3 -118.04(14) . . . . ?
C1 C2 C7 O3 69.90(17) . . . . ?
C2 C3 C9 C10 -118.30(16) . . . . ?
C4 C3 C9 C10 60.04(19) . . . . ?
C2 C3 C9 C14 62.5(2) . . . . ?
C4 C3 C9 C14 -119.14(17) . . . . ?
C14 C9 C10 F1 -178.96(15) . . . . ?
C3 C9 C10 F1 1.8(2) . . . . ?
C14 C9 C10 C11 0.3(2) . . . . ?
C3 C9 C10 C11 -178.89(14) . . . . ?
F1 C10 C11 C12 179.39(16) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C9 0.5(3) . . . . ?
C10 C9 C14 C13 -0.6(3) . . . . ?
C3 C9 C14 C13 178.57(17) . . . . ?
C5 C4 C15 O4 -120.68(15) . . . . ?
C3 C4 C15 O4 53.82(18) . . . . ?
C5 C4 C15 C16 56.91(18) . . . . ?
C3 C4 C15 C16 -128.59(14) . . . . ?
O4 C15 C16 C21 -167.95(13) . . . . ?
C4 C15 C16 C21 14.5(2) . . . . ?
O4 C15 C16 C17 11.6(2) . . . . ?
C4 C15 C16 C17 -165.95(12) . . . . ?
C21 C16 C17 O5 178.13(13) . . . . ?
C15 C16 C17 O5 -1.4(2) . . . . ?
C21 C16 C17 C18 -2.5(2) . . . . ?
C15 C16 C17 C18 177.96(13) . . . . ?
O5 C17 C18 C19 -179.04(14) . . . . ?
C16 C17 C18 C19 1.6(2) . . . . ?
C17 C18 C19 C20 0.5(3) . . . . ?
C18 C19 C20 C21 -1.5(3) . . . . ?
C19 C20 C21 C16 0.5(2) . . . . ?
C17 C16 C21 C20 1.5(2) . . . . ?
C15 C16 C21 C20 -178.98(14) . . . . ?
C23 O7 C22 O6 -4.5(2) . . . . ?
C23 O7 C22 C6 176.63(12) . . . . ?
C5 C6 C22 O6 176.72(14) . . . . ?
C1 C6 C22 O6 -4.1(2) . . . . ?
C5 C6 C22 O7 -4.36(19) . . . . ?
C1 C6 C22 O7 174.84(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.891
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.054


data_av_is1761
_database_code_depnum_ccdc_archive 'CCDC 905448'
#TrackingRef 'Savych-av_is1761.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H20 O3 S'
_chemical_formula_sum            'C29 H20 O3 S'
_chemical_formula_weight         448.51

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   18.4149(9)
_cell_length_b                   5.8081(3)
_cell_length_c                   21.3309(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.645(3)
_cell_angle_gamma                90.00
_cell_volume                     2266.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1973
_cell_measurement_theta_min      4.661
_cell_measurement_theta_max      52.794

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.85
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8675
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_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            28745
_diffrn_reflns_av_R_equivalents  0.1148
_diffrn_reflns_av_sigmaI/netI    0.1071
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         29.00
_reflns_number_total             6003
_reflns_number_gt                3267
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H3)
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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^)+(0.0440P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6003
_refine_ls_number_parameters     319
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0612
_refine_ls_wR_factor_ref         0.1322
_refine_ls_wR_factor_gt          0.1038
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.27824(9) 1.0053(3) 0.24577(7) 0.0264(4) Uani 1 1 d . . .
O2 O 0.17861(9) 0.7250(3) -0.03682(7) 0.0305(4) Uani 1 1 d . . .
O3 O 0.22769(9) 0.5428(3) -0.13369(8) 0.0364(5) Uani 1 1 d . . .
C1 C 0.19638(12) 0.6796(4) 0.10753(10) 0.0197(5) Uani 1 1 d . A .
C2 C 0.20623(12) 0.7719(4) 0.16886(10) 0.0193(5) Uani 1 1 d . . .
C3 C 0.26453(12) 0.9230(4) 0.18583(10) 0.0202(5) Uani 1 1 d . . .
C4 C 0.31320(11) 0.9892(4) 0.14318(10) 0.0186(5) Uani 1 1 d . . .
C5 C 0.30261(12) 0.8932(4) 0.08340(10) 0.0209(5) Uani 1 1 d . . .
H5 H 0.3356 0.9320 0.0539 0.025 Uiso 1 1 calc R . .
C6 C 0.24549(12) 0.7418(4) 0.06484(10) 0.0201(5) Uani 1 1 d . . .
C7 C 0.13775(12) 0.5113(4) 0.08876(10) 0.0222(5) Uani 1 1 d D . .
S1A S 0.04772(5) 0.5600(3) 0.09494(9) 0.0301(3) Uani 0.735(3) 1 d PD A 1
C8A C 0.1469(8) 0.3022(18) 0.0611(7) 0.0324(11) Uani 0.735(3) 1 d PD A 1
H8A H 0.1932 0.2433 0.0537 0.039 Uiso 0.735(3) 1 calc PR A 1
C9A C 0.0799(3) 0.1810(13) 0.0446(4) 0.0333(13) Uani 0.735(3) 1 d PD A 1
H9 H 0.0766 0.0342 0.0248 0.040 Uiso 0.735(3) 1 calc PR A 1
C10A C 0.0220(3) 0.3008(10) 0.0605(4) 0.0295(12) Uani 0.735(3) 1 d PD A 1
H10 H -0.0271 0.2481 0.0535 0.035 Uiso 0.735(3) 1 calc PR A 1
S1B S 0.1530(5) 0.2531(12) 0.0600(5) 0.0324(11) Uani 0.265(3) 1 d PD A 2
C8B C 0.0653(8) 0.551(3) 0.0939(11) 0.0301(3) Uani 0.265(3) 1 d PD A 2
H8B H 0.0468 0.6855 0.1117 0.036 Uiso 0.265(3) 1 calc PR A 2
C9B C 0.0212(9) 0.362(3) 0.0687(13) 0.0295(12) Uani 0.265(3) 1 d PD A 2
H9B H -0.0308 0.3628 0.0635 0.035 Uiso 0.265(3) 1 calc PR A 2
C10B C 0.0623(8) 0.184(4) 0.0534(15) 0.0333(13) Uani 0.265(3) 1 d PD A 2
H10B H 0.0431 0.0371 0.0406 0.040 Uiso 0.265(3) 1 calc PR A 2
C11 C 0.15906(12) 0.7073(4) 0.21828(10) 0.0201(5) Uani 1 1 d . . .
C12 C 0.16904(13) 0.5003(4) 0.25092(12) 0.0305(6) Uani 1 1 d . . .
H12 H 0.2046 0.3938 0.2399 0.037 Uiso 1 1 calc R . .
C13 C 0.12774(14) 0.4474(5) 0.29944(12) 0.0352(6) Uani 1 1 d . . .
H13 H 0.1354 0.3061 0.3217 0.042 Uiso 1 1 calc R . .
C14 C 0.07587(13) 0.5996(4) 0.31523(12) 0.0311(6) Uani 1 1 d . . .
H14 H 0.0476 0.5633 0.3484 0.037 Uiso 1 1 calc R . .
C15 C 0.06458(13) 0.8054(5) 0.28311(12) 0.0321(6) Uani 1 1 d . . .
H15 H 0.0284 0.9101 0.2940 0.039 Uiso 1 1 calc R . .
C16 C 0.10631(12) 0.8585(4) 0.23490(11) 0.0264(6) Uani 1 1 d . . .
H16 H 0.0986 1.0004 0.2130 0.032 Uiso 1 1 calc R . .
C17 C 0.37407(12) 1.1538(4) 0.16039(10) 0.0197(5) Uani 1 1 d . . .
C18 C 0.36356(13) 1.3608(4) 0.19117(11) 0.0246(5) Uani 1 1 d . . .
H18 H 0.3167 1.3950 0.2034 0.030 Uiso 1 1 calc R . .
C19 C 0.41947(13) 1.5165(4) 0.20428(11) 0.0294(6) Uani 1 1 d . . .
H19 H 0.4110 1.6564 0.2253 0.035 Uiso 1 1 calc R . .
C20 C 0.48798(13) 1.4699(4) 0.18695(12) 0.0317(6) Uani 1 1 d . . .
H20 H 0.5268 1.5768 0.1963 0.038 Uiso 1 1 calc R . .
C21 C 0.49969(13) 1.2664(4) 0.15584(12) 0.0306(6) Uani 1 1 d . . .
H21 H 0.5465 1.2343 0.1433 0.037 Uiso 1 1 calc R . .
C22 C 0.44338(12) 1.1100(4) 0.14303(11) 0.0253(5) Uani 1 1 d . . .
H22 H 0.4521 0.9701 0.1220 0.030 Uiso 1 1 calc R . .
C23 C 0.23488(12) 0.6674(4) -0.00292(10) 0.0212(5) Uani 1 1 d . . .
C24 C 0.29240(12) 0.5324(4) -0.02847(10) 0.0207(5) Uani 1 1 d . . .
C25 C 0.28514(13) 0.4715(4) -0.09264(11) 0.0268(6) Uani 1 1 d . . .
C26 C 0.33741(14) 0.3346(5) -0.11627(12) 0.0401(7) Uani 1 1 d . . .
H26 H 0.3318 0.2919 -0.1595 0.048 Uiso 1 1 calc R . .
C27 C 0.39729(14) 0.2609(5) -0.07689(12) 0.0402(7) Uani 1 1 d . . .
H27 H 0.4328 0.1668 -0.0933 0.048 Uiso 1 1 calc R . .
C28 C 0.40663(13) 0.3213(5) -0.01376(12) 0.0336(6) Uani 1 1 d . . .
H28 H 0.4489 0.2728 0.0127 0.040 Uiso 1 1 calc R . .
C29 C 0.35422(13) 0.4523(4) 0.01032(11) 0.0277(6) Uani 1 1 d . . .
H29 H 0.3598 0.4894 0.0540 0.033 Uiso 1 1 calc R . .
H1 H 0.2466(16) 0.957(5) 0.2707(14) 0.063(10) Uiso 1 1 d . . .
H3 H 0.1953(17) 0.622(5) -0.1083(15) 0.073(11) Uiso 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
O1 0.0328(10) 0.0321(10) 0.0148(9) -0.0042(7) 0.0046(7) -0.0069(8)
O2 0.0265(9) 0.0409(11) 0.0230(9) -0.0045(8) -0.0018(7) 0.0078(8)
O3 0.0360(11) 0.0535(12) 0.0180(9) -0.0073(9) -0.0036(8) 0.0173(10)
C1 0.0201(12) 0.0189(12) 0.0203(12) -0.0014(9) 0.0030(9) 0.0022(10)
C2 0.0206(11) 0.0180(11) 0.0197(12) 0.0006(9) 0.0036(9) 0.0032(10)
C3 0.0235(12) 0.0199(12) 0.0167(11) -0.0024(9) 0.0002(9) 0.0030(10)
C4 0.0185(11) 0.0182(12) 0.0188(12) -0.0008(9) 0.0014(9) 0.0027(10)
C5 0.0226(12) 0.0225(13) 0.0184(12) 0.0011(9) 0.0055(9) 0.0018(10)
C6 0.0218(12) 0.0209(12) 0.0178(12) -0.0015(9) 0.0026(9) 0.0016(10)
C7 0.0244(12) 0.0228(13) 0.0191(12) -0.0002(10) 0.0017(9) -0.0027(10)
S1A 0.0218(6) 0.0389(6) 0.0302(5) -0.0070(4) 0.0052(6) -0.0073(6)
C8A 0.0384(17) 0.017(3) 0.0396(10) -0.006(2) -0.0043(10) 0.0009(19)
C9A 0.043(3) 0.0254(15) 0.031(3) -0.0035(16) 0.002(3) -0.009(2)
C10A 0.0339(15) 0.030(4) 0.024(3) -0.003(3) -0.0015(14) -0.020(2)
S1B 0.0384(17) 0.017(3) 0.0396(10) -0.006(2) -0.0043(10) 0.0009(19)
C8B 0.0218(6) 0.0389(6) 0.0302(5) -0.0070(4) 0.0052(6) -0.0073(6)
C9B 0.0339(15) 0.030(4) 0.024(3) -0.003(3) -0.0015(14) -0.020(2)
C10B 0.043(3) 0.0254(15) 0.031(3) -0.0035(16) 0.002(3) -0.009(2)
C11 0.0209(12) 0.0215(12) 0.0184(12) -0.0024(9) 0.0041(9) -0.0028(10)
C12 0.0348(15) 0.0247(14) 0.0348(15) 0.0035(11) 0.0157(12) 0.0055(12)
C13 0.0453(16) 0.0274(14) 0.0357(16) 0.0064(12) 0.0172(12) -0.0012(13)
C14 0.0315(14) 0.0401(16) 0.0239(14) -0.0038(11) 0.0125(11) -0.0075(13)
C15 0.0276(14) 0.0394(16) 0.0314(15) -0.0079(12) 0.0120(11) 0.0043(12)
C16 0.0276(13) 0.0261(14) 0.0258(13) -0.0004(10) 0.0043(10) 0.0034(11)
C17 0.0225(12) 0.0211(12) 0.0149(11) 0.0052(9) -0.0006(9) -0.0024(10)
C18 0.0260(13) 0.0242(13) 0.0228(13) -0.0006(10) -0.0008(10) 0.0008(11)
C19 0.0340(14) 0.0249(14) 0.0278(14) -0.0022(11) -0.0033(11) -0.0025(12)
C20 0.0301(14) 0.0310(15) 0.0321(15) 0.0029(12) -0.0044(11) -0.0106(12)
C21 0.0204(12) 0.0394(16) 0.0320(15) 0.0048(12) 0.0033(10) -0.0032(12)
C22 0.0241(13) 0.0275(14) 0.0242(13) -0.0003(10) 0.0030(10) 0.0003(11)
C23 0.0234(12) 0.0213(12) 0.0194(12) -0.0007(10) 0.0041(10) -0.0041(10)
C24 0.0223(12) 0.0226(12) 0.0173(11) -0.0010(10) 0.0034(9) 0.0016(10)
C25 0.0299(13) 0.0309(14) 0.0195(12) 0.0008(10) 0.0023(10) 0.0066(12)
C26 0.0462(17) 0.0571(19) 0.0174(13) -0.0036(13) 0.0059(12) 0.0188(15)
C27 0.0410(16) 0.0540(19) 0.0275(15) 0.0025(13) 0.0118(12) 0.0247(14)
C28 0.0306(14) 0.0420(16) 0.0284(14) 0.0064(12) 0.0044(11) 0.0121(13)
C29 0.0305(13) 0.0343(14) 0.0186(12) 0.0016(11) 0.0040(10) 0.0022(12)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 C3 1.361(3) . ?
O1 H1 0.88(3) . ?
O2 C23 1.239(3) . ?
O3 C25 1.358(3) . ?
O3 H3 0.97(3) . ?
C1 C6 1.403(3) . ?
C1 C2 1.406(3) . ?
C1 C7 1.477(3) . ?
C2 C3 1.401(3) . ?
C2 C11 1.489(3) . ?
C3 C4 1.403(3) . ?
C4 C5 1.385(3) . ?
C4 C17 1.487(3) . ?
C5 C6 1.393(3) . ?
C5 H5 0.9500 . ?
C6 C23 1.499(3) . ?
C7 C8A 1.369(10) . ?
C7 C8B 1.371(13) . ?
C7 S1B 1.656(7) . ?
C7 S1A 1.702(2) . ?
S1A C10A 1.718(4) . ?
C8A C9A 1.428(13) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.350(5) . ?
C9A H9 0.9500 . ?
C10A H10 0.9500 . ?
S1B C10B 1.709(11) . ?
C8B C9B 1.431(15) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.346(9) . ?
C9B H9B 0.9500 . ?
C10B H10B 0.9500 . ?
C11 C16 1.386(3) . ?
C11 C12 1.391(3) . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.372(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.393(3) . ?
C17 C18 1.394(3) . ?
C18 C19 1.374(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.382(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.472(3) . ?
C24 C25 1.405(3) . ?
C24 C29 1.407(3) . ?
C25 C26 1.387(3) . ?
C26 C27 1.375(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.383(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.374(3) . ?
C28 H28 0.9500 . ?
C29 H29 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
C3 O1 H1 113(2) . . ?
C25 O3 H3 105.5(19) . . ?
C6 C1 C2 118.8(2) . . ?
C6 C1 C7 120.0(2) . . ?
C2 C1 C7 121.1(2) . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 C11 117.84(19) . . ?
C1 C2 C11 122.6(2) . . ?
O1 C3 C2 121.1(2) . . ?
O1 C3 C4 116.74(19) . . ?
C2 C3 C4 122.2(2) . . ?
C5 C4 C3 117.0(2) . . ?
C5 C4 C17 120.5(2) . . ?
C3 C4 C17 122.44(19) . . ?
C4 C5 C6 122.5(2) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C5 C6 C1 120.0(2) . . ?
C5 C6 C23 117.8(2) . . ?
C1 C6 C23 121.97(19) . . ?
C8A C7 C8B 110.6(12) . . ?
C8A C7 C1 125.6(6) . . ?
C8B C7 C1 123.7(8) . . ?
C8A C7 S1B 4.2(10) . . ?
C8B C7 S1B 112.9(7) . . ?
C1 C7 S1B 123.3(4) . . ?
C8A C7 S1A 110.5(6) . . ?
C8B C7 S1A 0.1(10) . . ?
C1 C7 S1A 123.83(17) . . ?
S1B C7 S1A 112.8(4) . . ?
C7 S1A C10A 92.5(2) . . ?
C7 C8A C9A 113.5(9) . . ?
C7 C8A H8A 123.3 . . ?
C9A C8A H8A 123.3 . . ?
C10A C9A C8A 111.6(7) . . ?
C10A C9A H9 124.2 . . ?
C8A C9A H9 124.2 . . ?
C9A C10A S1A 111.9(5) . . ?
C9A C10A H10 124.1 . . ?
S1A C10A H10 124.1 . . ?
C7 S1B C10B 92.1(7) . . ?
C7 C8B C9B 110.9(12) . . ?
C7 C8B H8B 124.5 . . ?
C9B C8B H8B 124.5 . . ?
C10B C9B C8B 111.7(14) . . ?
C10B C9B H9B 124.1 . . ?
C8B C9B H9B 124.1 . . ?
C9B C10B S1B 111.8(14) . . ?
C9B C10B H10B 124.1 . . ?
S1B C10B H10B 124.1 . . ?
C16 C11 C12 118.4(2) . . ?
C16 C11 C2 120.3(2) . . ?
C12 C11 C2 121.2(2) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 119.8(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 120.9(2) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C22 C17 C18 117.7(2) . . ?
C22 C17 C4 120.3(2) . . ?
C18 C17 C4 121.9(2) . . ?
C19 C18 C17 121.4(2) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C21 119.5(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C17 121.1(2) . . ?
C21 C22 H22 119.4 . . ?
C17 C22 H22 119.4 . . ?
O2 C23 C24 121.1(2) . . ?
O2 C23 C6 119.4(2) . . ?
C24 C23 C6 119.43(19) . . ?
C25 C24 C29 118.0(2) . . ?
C25 C24 C23 120.21(19) . . ?
C29 C24 C23 121.8(2) . . ?
O3 C25 C26 117.5(2) . . ?
O3 C25 C24 122.1(2) . . ?
C26 C25 C24 120.4(2) . . ?
C27 C26 C25 119.8(2) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 121.1(2) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C29 C28 C27 119.4(2) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C28 C29 C24 121.2(2) . . ?
C28 C29 H29 119.4 . . ?
C24 C29 H29 119.4 . . ?

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
C6 C1 C2 C3 0.0(3) . . . . ?
C7 C1 C2 C3 177.06(19) . . . . ?
C6 C1 C2 C11 -177.0(2) . . . . ?
C7 C1 C2 C11 0.0(3) . . . . ?
C1 C2 C3 O1 -176.2(2) . . . . ?
C11 C2 C3 O1 1.0(3) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C11 C2 C3 C4 178.3(2) . . . . ?
O1 C3 C4 C5 175.55(19) . . . . ?
C2 C3 C4 C5 -1.8(3) . . . . ?
O1 C3 C4 C17 -4.1(3) . . . . ?
C2 C3 C4 C17 178.47(19) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C17 C4 C5 C6 -178.70(19) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C4 C5 C6 C23 173.9(2) . . . . ?
C2 C1 C6 C5 -0.2(3) . . . . ?
C7 C1 C6 C5 -177.32(19) . . . . ?
C2 C1 C6 C23 -174.5(2) . . . . ?
C7 C1 C6 C23 8.4(3) . . . . ?
C6 C1 C7 C8A 49.0(9) . . . . ?
C2 C1 C7 C8A -128.1(8) . . . . ?
C6 C1 C7 C8B -127.4(13) . . . . ?
C2 C1 C7 C8B 55.6(13) . . . . ?
C6 C1 C7 S1B 53.3(5) . . . . ?
C2 C1 C7 S1B -123.7(5) . . . . ?
C6 C1 C7 S1A -127.3(2) . . . . ?
C2 C1 C7 S1A 55.7(3) . . . . ?
C1 C7 S1A C10A 176.7(4) . . . . ?
C1 C7 C8A C9A -176.4(7) . . . . ?
S1A C7 C8A C9A 0.3(13) . . . . ?
C7 C8A C9A C10A -0.4(15) . . . . ?
C8A C9A C10A S1A 0.4(12) . . . . ?
C7 S1A C10A C9A -0.2(7) . . . . ?
C8B C7 S1B C10B -0.1(17) . . . . ?
C1 C7 S1B C10B 179.2(11) . . . . ?
C1 C7 C8B C9B 176.7(15) . . . . ?
S1B C7 C8B C9B -4(2) . . . . ?
C7 C8B C9B C10B 7(3) . . . . ?
C8B C9B C10B S1B -7(4) . . . . ?
C7 S1B C10B C9B 4(3) . . . . ?
C3 C2 C11 C16 77.9(3) . . . . ?
C1 C2 C11 C16 -105.0(3) . . . . ?
C3 C2 C11 C12 -98.9(3) . . . . ?
C1 C2 C11 C12 78.2(3) . . . . ?
C16 C11 C12 C13 -0.7(4) . . . . ?
C2 C11 C12 C13 176.2(2) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C12 C13 C14 C15 -0.1(4) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C12 C11 C16 C15 0.3(3) . . . . ?
C2 C11 C16 C15 -176.7(2) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C5 C4 C17 C22 -43.5(3) . . . . ?
C3 C4 C17 C22 136.1(2) . . . . ?
C5 C4 C17 C18 133.2(2) . . . . ?
C3 C4 C17 C18 -47.2(3) . . . . ?
C22 C17 C18 C19 -0.2(3) . . . . ?
C4 C17 C18 C19 -177.0(2) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C20 C21 C22 -0.9(4) . . . . ?
C20 C21 C22 C17 0.6(3) . . . . ?
C18 C17 C22 C21 -0.1(3) . . . . ?
C4 C17 C22 C21 176.7(2) . . . . ?
C5 C6 C23 O2 -114.5(2) . . . . ?
C1 C6 C23 O2 59.9(3) . . . . ?
C5 C6 C23 C24 63.9(3) . . . . ?
C1 C6 C23 C24 -121.7(2) . . . . ?
O2 C23 C24 C25 1.7(3) . . . . ?
C6 C23 C24 C25 -176.7(2) . . . . ?
O2 C23 C24 C29 -175.6(2) . . . . ?
C6 C23 C24 C29 6.1(3) . . . . ?
C29 C24 C25 O3 -179.3(2) . . . . ?
C23 C24 C25 O3 3.3(4) . . . . ?
C29 C24 C25 C26 0.6(4) . . . . ?
C23 C24 C25 C26 -176.8(2) . . . . ?
O3 C25 C26 C27 178.9(3) . . . . ?
C24 C25 C26 C27 -1.0(4) . . . . ?
C25 C26 C27 C28 -0.2(4) . . . . ?
C26 C27 C28 C29 1.7(4) . . . . ?
C27 C28 C29 C24 -2.1(4) . . . . ?
C25 C24 C29 C28 1.0(4) . . . . ?
C23 C24 C29 C28 178.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.062


data_av_is2002
_database_code_depnum_ccdc_archive 'CCDC 905449'
#TrackingRef 'Savych-av_is2002.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H14 O6'
_chemical_formula_sum            'C22 H14 O6'
_chemical_formula_weight         374.33

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   8.0894(4)
_cell_length_b                   8.8477(4)
_cell_length_c                   11.6944(5)
_cell_angle_alpha                95.198(2)
_cell_angle_beta                 97.489(2)
_cell_angle_gamma                90.900(2)
_cell_volume                     826.12(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5990
_cell_measurement_theta_min      4.625
_cell_measurement_theta_max      60.163

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9782
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex Kappa II-CCD-diffractometer'
_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            16616
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         29.99
_reflns_number_total             4657
_reflns_number_gt                3343
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms except H1
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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^)+(0.0554P)^2^+0.2416P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4657
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1233
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.12874(12) 0.19967(10) 0.45199(8) 0.0230(2) Uani 1 1 d . . .
O2 O 0.07717(12) 0.31198(10) 0.61698(8) 0.0227(2) Uani 1 1 d . . .
O3 O 0.15885(13) 0.58875(11) 0.67895(8) 0.0237(2) Uani 1 1 d . . .
O4 O 0.39535(17) 0.98202(12) 0.60704(10) 0.0447(3) Uani 1 1 d . . .
O5 O 0.23605(13) 0.87898(10) 0.72200(8) 0.0262(2) Uani 1 1 d . . .
O6 O 0.57620(12) 0.64632(11) 0.25885(8) 0.0263(2) Uani 1 1 d . . .
C1 C 0.14131(16) 0.32368(14) 0.52907(11) 0.0182(3) Uani 1 1 d . . .
C2 C 0.22313(15) 0.46152(13) 0.50089(11) 0.0159(2) Uani 1 1 d . . .
C3 C 0.22663(16) 0.59286(14) 0.58115(11) 0.0172(3) Uani 1 1 d . . .
C4 C 0.30104(16) 0.72775(14) 0.55515(11) 0.0180(3) Uani 1 1 d . . .
C5 C 0.36615(16) 0.72845(14) 0.45125(11) 0.0186(3) Uani 1 1 d . . .
H5 H 0.4179 0.8195 0.4345 0.022 Uiso 1 1 calc R . .
C6 C 0.35954(16) 0.60255(14) 0.37035(11) 0.0169(3) Uani 1 1 d . . .
C7 C 0.28959(16) 0.46444(13) 0.39562(11) 0.0160(2) Uani 1 1 d . . .
C8 C 0.28290(16) 0.32212(14) 0.31946(11) 0.0173(3) Uani 1 1 d . . .
C9 C 0.35702(17) 0.30037(14) 0.21743(12) 0.0217(3) Uani 1 1 d . . .
H9 H 0.4214 0.3809 0.1953 0.026 Uiso 1 1 calc R . .
C10 C 0.33843(19) 0.16440(15) 0.14845(13) 0.0262(3) Uani 1 1 d . . .
H10 H 0.3881 0.1531 0.0790 0.031 Uiso 1 1 calc R . .
C11 C 0.24749(19) 0.04415(15) 0.18005(13) 0.0275(3) Uani 1 1 d . . .
H11 H 0.2320 -0.0481 0.1311 0.033 Uiso 1 1 calc R . .
C12 C 0.17984(18) 0.05880(15) 0.28245(13) 0.0257(3) Uani 1 1 d . . .
H12 H 0.1210 -0.0241 0.3062 0.031 Uiso 1 1 calc R . .
C13 C 0.19896(17) 0.19669(14) 0.35053(11) 0.0196(3) Uani 1 1 d . . .
C14 C 0.31633(17) 0.87560(15) 0.62954(11) 0.0209(3) Uani 1 1 d . . .
C15 C 0.2513(2) 1.02235(16) 0.79340(13) 0.0302(3) Uani 1 1 d . . .
H15A H 0.3690 1.0448 0.8229 0.045 Uiso 1 1 calc R . .
H15B H 0.1875 1.0160 0.8586 0.045 Uiso 1 1 calc R . .
H15C H 0.2076 1.1033 0.7470 0.045 Uiso 1 1 calc R . .
C16 C 0.42649(17) 0.63067(13) 0.25986(11) 0.0178(3) Uani 1 1 d . . .
C17 C 0.30600(16) 0.64925(13) 0.15455(11) 0.0179(3) Uani 1 1 d . . .
C18 C 0.13575(17) 0.65998(14) 0.15945(12) 0.0213(3) Uani 1 1 d . . .
H18 H 0.0928 0.6509 0.2304 0.026 Uiso 1 1 calc R . .
C19 C 0.02838(18) 0.68413(15) 0.06009(13) 0.0261(3) Uani 1 1 d . . .
H19 H -0.0879 0.6922 0.0634 0.031 Uiso 1 1 calc R . .
C20 C 0.0906(2) 0.69645(16) -0.04325(12) 0.0279(3) Uani 1 1 d . . .
H20 H 0.0171 0.7135 -0.1108 0.033 Uiso 1 1 calc R . .
C21 C 0.2601(2) 0.68400(16) -0.04891(12) 0.0279(3) Uani 1 1 d . . .
H21 H 0.3023 0.6914 -0.1204 0.034 Uiso 1 1 calc R . .
C22 C 0.36793(18) 0.66085(15) 0.04959(11) 0.0230(3) Uani 1 1 d . . .
H22 H 0.4841 0.6528 0.0458 0.028 Uiso 1 1 calc R . .
H1 H 0.123(2) 0.489(2) 0.6806(16) 0.044(5) Uiso 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
O1 0.0286(5) 0.0179(4) 0.0229(5) 0.0007(4) 0.0070(4) -0.0057(4)
O2 0.0244(5) 0.0242(5) 0.0205(5) 0.0049(4) 0.0056(4) -0.0044(4)
O3 0.0330(6) 0.0230(5) 0.0165(5) 0.0009(4) 0.0099(4) -0.0049(4)
O4 0.0695(9) 0.0269(6) 0.0406(7) -0.0112(5) 0.0312(6) -0.0222(5)
O5 0.0380(6) 0.0201(5) 0.0210(5) -0.0040(4) 0.0105(4) -0.0038(4)
O6 0.0214(5) 0.0337(5) 0.0240(5) 0.0041(4) 0.0038(4) -0.0048(4)
C1 0.0170(6) 0.0193(6) 0.0178(6) 0.0029(5) 0.0002(5) -0.0008(5)
C2 0.0153(6) 0.0170(6) 0.0152(6) 0.0028(4) 0.0001(5) -0.0009(5)
C3 0.0178(6) 0.0203(6) 0.0131(6) 0.0020(4) 0.0007(5) -0.0006(5)
C4 0.0194(6) 0.0185(6) 0.0153(6) 0.0002(4) 0.0004(5) -0.0008(5)
C5 0.0198(6) 0.0179(6) 0.0177(6) 0.0023(5) 0.0016(5) -0.0038(5)
C6 0.0170(6) 0.0190(6) 0.0145(6) 0.0018(4) 0.0009(5) -0.0017(5)
C7 0.0151(6) 0.0165(6) 0.0157(6) 0.0014(4) -0.0007(5) -0.0005(4)
C8 0.0176(6) 0.0165(6) 0.0171(6) 0.0011(4) 0.0001(5) 0.0000(5)
C9 0.0255(7) 0.0180(6) 0.0220(7) 0.0011(5) 0.0054(6) -0.0003(5)
C10 0.0317(8) 0.0226(7) 0.0248(7) -0.0019(5) 0.0081(6) 0.0025(6)
C11 0.0325(8) 0.0182(6) 0.0304(8) -0.0053(5) 0.0045(6) -0.0002(5)
C12 0.0277(7) 0.0170(6) 0.0319(8) 0.0004(5) 0.0043(6) -0.0042(5)
C13 0.0202(6) 0.0203(6) 0.0184(6) 0.0015(5) 0.0031(5) -0.0004(5)
C14 0.0242(7) 0.0206(6) 0.0176(6) -0.0008(5) 0.0036(5) -0.0028(5)
C15 0.0424(9) 0.0223(7) 0.0252(7) -0.0072(5) 0.0083(7) -0.0020(6)
C16 0.0218(7) 0.0142(5) 0.0173(6) -0.0007(4) 0.0044(5) -0.0030(5)
C17 0.0232(7) 0.0144(5) 0.0160(6) 0.0001(4) 0.0035(5) -0.0017(5)
C18 0.0245(7) 0.0203(6) 0.0197(6) 0.0016(5) 0.0050(6) -0.0031(5)
C19 0.0234(7) 0.0239(7) 0.0295(8) 0.0009(5) -0.0009(6) -0.0019(5)
C20 0.0356(8) 0.0255(7) 0.0201(7) 0.0015(5) -0.0052(6) -0.0006(6)
C21 0.0384(9) 0.0300(7) 0.0156(6) 0.0022(5) 0.0048(6) 0.0003(6)
C22 0.0269(7) 0.0242(6) 0.0187(6) 0.0018(5) 0.0065(6) 0.0010(5)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.3492(15) . ?
O1 C13 1.3789(16) . ?
O2 C1 1.2220(16) . ?
O3 C3 1.3343(15) . ?
O3 H1 0.93(2) . ?
O4 C14 1.1975(17) . ?
O5 C14 1.3303(16) . ?
O5 C15 1.4484(16) . ?
O6 C16 1.2185(16) . ?
C1 C2 1.4624(17) . ?
C2 C7 1.4082(18) . ?
C2 C3 1.4236(17) . ?
C3 C4 1.4036(18) . ?
C4 C5 1.3863(18) . ?
C4 C14 1.4980(17) . ?
C5 C6 1.3902(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.4100(17) . ?
C6 C16 1.5037(17) . ?
C7 C8 1.4710(17) . ?
C8 C13 1.3923(18) . ?
C8 C9 1.4031(18) . ?
C9 C10 1.3811(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3900(18) . ?
C12 H12 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.4908(18) . ?
C17 C18 1.3902(19) . ?
C17 C22 1.3963(18) . ?
C18 C19 1.392(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.384(2) . ?
C21 H21 0.9500 . ?
C22 H22 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
C1 O1 C13 121.84(10) . . ?
C3 O3 H1 106.0(12) . . ?
C14 O5 C15 114.55(11) . . ?
O2 C1 O1 116.02(11) . . ?
O2 C1 C2 125.00(12) . . ?
O1 C1 C2 118.94(11) . . ?
C7 C2 C3 121.72(11) . . ?
C7 C2 C1 120.61(11) . . ?
C3 C2 C1 117.62(11) . . ?
O3 C3 C4 120.36(11) . . ?
O3 C3 C2 120.76(11) . . ?
C4 C3 C2 118.88(12) . . ?
C5 C4 C3 118.61(11) . . ?
C5 C4 C14 115.41(11) . . ?
C3 C4 C14 125.98(12) . . ?
C4 C5 C6 123.30(12) . . ?
C4 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
C5 C6 C7 119.26(12) . . ?
C5 C6 C16 114.74(11) . . ?
C7 C6 C16 125.98(11) . . ?
C2 C7 C6 118.18(11) . . ?
C2 C7 C8 117.63(11) . . ?
C6 C7 C8 124.19(11) . . ?
C13 C8 C9 116.33(11) . . ?
C13 C8 C7 118.33(12) . . ?
C9 C8 C7 125.34(11) . . ?
C10 C9 C8 121.42(13) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.34(13) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.87(13) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 119.01(12) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
O1 C13 C12 114.73(11) . . ?
O1 C13 C8 122.38(11) . . ?
C12 C13 C8 122.89(13) . . ?
O4 C14 O5 122.93(12) . . ?
O4 C14 C4 122.19(13) . . ?
O5 C14 C4 114.88(11) . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O6 C16 C17 121.00(12) . . ?
O6 C16 C6 120.17(12) . . ?
C17 C16 C6 118.70(11) . . ?
C18 C17 C22 119.74(12) . . ?
C18 C17 C16 121.68(11) . . ?
C22 C17 C16 118.55(12) . . ?
C17 C18 C19 119.83(12) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 120.10(14) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.29(13) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 120.00(13) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C17 120.03(13) . . ?
C21 C22 H22 120.0 . . ?
C17 C22 H22 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
C13 O1 C1 O2 -178.51(11) . . . . ?
C13 O1 C1 C2 3.70(18) . . . . ?
O2 C1 C2 C7 -178.33(12) . . . . ?
O1 C1 C2 C7 -0.75(18) . . . . ?
O2 C1 C2 C3 -0.9(2) . . . . ?
O1 C1 C2 C3 176.73(11) . . . . ?
C7 C2 C3 O3 178.13(11) . . . . ?
C1 C2 C3 O3 0.68(18) . . . . ?
C7 C2 C3 C4 -1.14(19) . . . . ?
C1 C2 C3 C4 -178.59(11) . . . . ?
O3 C3 C4 C5 -178.31(12) . . . . ?
C2 C3 C4 C5 0.96(19) . . . . ?
O3 C3 C4 C14 1.0(2) . . . . ?
C2 C3 C4 C14 -179.70(12) . . . . ?
C3 C4 C5 C6 0.9(2) . . . . ?
C14 C4 C5 C6 -178.48(12) . . . . ?
C4 C5 C6 C7 -2.6(2) . . . . ?
C4 C5 C6 C16 175.84(12) . . . . ?
C3 C2 C7 C6 -0.54(19) . . . . ?
C1 C2 C7 C6 176.84(11) . . . . ?
C3 C2 C7 C8 178.86(11) . . . . ?
C1 C2 C7 C8 -3.76(18) . . . . ?
C5 C6 C7 C2 2.36(18) . . . . ?
C16 C6 C7 C2 -175.93(12) . . . . ?
C5 C6 C7 C8 -177.00(12) . . . . ?
C16 C6 C7 C8 4.7(2) . . . . ?
C2 C7 C8 C13 5.48(18) . . . . ?
C6 C7 C8 C13 -175.16(12) . . . . ?
C2 C7 C8 C9 -173.46(12) . . . . ?
C6 C7 C8 C9 5.9(2) . . . . ?
C13 C8 C9 C10 3.8(2) . . . . ?
C7 C8 C9 C10 -177.22(13) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C9 C10 C11 C12 -2.0(2) . . . . ?
C10 C11 C12 C13 2.4(2) . . . . ?
C1 O1 C13 C12 177.84(12) . . . . ?
C1 O1 C13 C8 -1.88(19) . . . . ?
C11 C12 C13 O1 -179.24(12) . . . . ?
C11 C12 C13 C8 0.5(2) . . . . ?
C9 C8 C13 O1 176.19(11) . . . . ?
C7 C8 C13 O1 -2.84(19) . . . . ?
C9 C8 C13 C12 -3.5(2) . . . . ?
C7 C8 C13 C12 177.45(12) . . . . ?
C15 O5 C14 O4 0.2(2) . . . . ?
C15 O5 C14 C4 -179.93(12) . . . . ?
C5 C4 C14 O4 -7.9(2) . . . . ?
C3 C4 C14 O4 172.73(14) . . . . ?
C5 C4 C14 O5 172.24(11) . . . . ?
C3 C4 C14 O5 -7.1(2) . . . . ?
C5 C6 C16 O6 73.27(16) . . . . ?
C7 C6 C16 O6 -108.37(15) . . . . ?
C5 C6 C16 C17 -102.66(13) . . . . ?
C7 C6 C16 C17 75.71(16) . . . . ?
O6 C16 C17 C18 -167.81(12) . . . . ?
C6 C16 C17 C18 8.08(17) . . . . ?
O6 C16 C17 C22 10.13(18) . . . . ?
C6 C16 C17 C22 -173.98(11) . . . . ?
C22 C17 C18 C19 -0.82(18) . . . . ?
C16 C17 C18 C19 177.10(11) . . . . ?
C17 C18 C19 C20 0.4(2) . . . . ?
C18 C19 C20 C21 0.4(2) . . . . ?
C19 C20 C21 C22 -0.7(2) . . . . ?
C20 C21 C22 C17 0.3(2) . . . . ?
C18 C17 C22 C21 0.45(19) . . . . ?
C16 C17 C22 C21 -177.53(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        29.99
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.052


data_av_is2081
_database_code_depnum_ccdc_archive 'CCDC 905450'
#TrackingRef 'Savych-av_is2081.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H22 O3, 0.5(C H4 O)'
_chemical_formula_sum            'C31.50 H24 O3.50'
_chemical_formula_weight         458.51

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'


#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   10.5603(5)
_cell_length_b                   8.7419(4)
_cell_length_c                   25.2998(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.710(2)
_cell_angle_gamma                90.00
_cell_volume                     2327.72(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3927
_cell_measurement_theta_min      5.671
_cell_measurement_theta_max      51.325

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9817
_exptl_absorpt_correction_T_max  0.9908
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_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            29004
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_sigmaI/netI    0.0561
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         28.83
_reflns_number_total             6070
_reflns_number_gt                3908
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2)
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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.
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 1.000 52 15 ' '
2 0.792 0.073 0.674 8 1 ' '
3 0.000 0.500 0.500 52 15 ' '
4 0.292 0.427 0.174 8 1 ' '
5 0.708 0.573 0.826 8 1 ' '
6 0.208 0.927 0.326 8 1 ' '
_platon_squeeze_details          
;
The unit cell contains two methanol molecules which have been treated
as a diffuse contribution to the overall scattering without specific atom
positions by SQUEEZE/PLATON.
;


_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^)+(0.0600P)^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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6070
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1260
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
C1 C 0.08924(13) 0.80320(17) 0.06231(6) 0.0179(3) Uani 1 1 d . . .
C2 C 0.06528(13) 0.82373(17) 0.11555(6) 0.0174(3) Uani 1 1 d . . .
C3 C -0.05764(13) 0.80300(17) 0.13147(5) 0.0174(3) Uani 1 1 d . . .
C4 C -0.15626(13) 0.76627(18) 0.09246(6) 0.0193(3) Uani 1 1 d . . .
C5 C -0.12974(14) 0.74931(18) 0.03982(6) 0.0194(3) Uani 1 1 d . . .
H5 H -0.1974 0.7249 0.0141 0.023 Uiso 1 1 calc R . .
C6 C -0.00821(13) 0.76668(17) 0.02325(6) 0.0175(3) Uani 1 1 d . . .
C7 C 0.17537(13) 0.86684(18) 0.15392(6) 0.0195(3) Uani 1 1 d . . .
C8 C 0.23464(15) 1.00770(19) 0.14856(6) 0.0272(4) Uani 1 1 d . . .
H8 H 0.2038 1.0763 0.1214 0.033 Uiso 1 1 calc R . .
C9 C 0.33899(17) 1.0482(2) 0.18300(7) 0.0354(4) Uani 1 1 d . . .
H9 H 0.3792 1.1444 0.1793 0.043 Uiso 1 1 calc R . .
C10 C 0.38387(16) 0.9481(2) 0.22248(7) 0.0369(5) Uani 1 1 d . . .
H10 H 0.4561 0.9749 0.2455 0.044 Uiso 1 1 calc R . .
C11 C 0.32459(16) 0.8103(2) 0.22862(7) 0.0339(4) Uani 1 1 d . . .
H11 H 0.3547 0.7432 0.2564 0.041 Uiso 1 1 calc R . .
C12 C 0.22066(15) 0.7684(2) 0.19430(6) 0.0255(4) Uani 1 1 d . . .
H12 H 0.1806 0.6723 0.1985 0.031 Uiso 1 1 calc R . .
C13 C -0.08370(14) 0.81104(19) 0.18869(6) 0.0216(3) Uani 1 1 d . . .
C14 C -0.04376(15) 0.9350(2) 0.22077(6) 0.0271(4) Uani 1 1 d . . .
H14 H -0.0005 1.0180 0.2060 0.033 Uiso 1 1 calc R . .
C15 C -0.06672(17) 0.9376(2) 0.27384(7) 0.0356(4) Uani 1 1 d . . .
H15 H -0.0395 1.0226 0.2953 0.043 Uiso 1 1 calc R . .
C16 C -0.12898(17) 0.8174(3) 0.29581(7) 0.0410(5) Uani 1 1 d . . .
H16 H -0.1441 0.8196 0.3323 0.049 Uiso 1 1 calc R . .
C17 C -0.16935(17) 0.6939(2) 0.26480(7) 0.0371(4) Uani 1 1 d . . .
H17 H -0.2122 0.6111 0.2799 0.045 Uiso 1 1 calc R . .
C18 C -0.14704(15) 0.6911(2) 0.21140(6) 0.0280(4) Uani 1 1 d . . .
H18 H -0.1754 0.6063 0.1901 0.034 Uiso 1 1 calc R . .
C19 C -0.29251(14) 0.7630(2) 0.10458(6) 0.0233(4) Uani 1 1 d . . .
C20 C -0.37198(14) 0.6304(2) 0.08790(6) 0.0243(4) Uani 1 1 d . . .
C21 C -0.50462(15) 0.6367(2) 0.09187(6) 0.0302(4) Uani 1 1 d . . .
C22 C -0.58051(16) 0.5109(3) 0.07810(7) 0.0398(5) Uani 1 1 d . . .
H22 H -0.6696 0.5159 0.0809 0.048 Uiso 1 1 calc R . .
C23 C -0.52701(17) 0.3798(3) 0.06051(8) 0.0415(5) Uani 1 1 d . . .
H23 H -0.5797 0.2943 0.0511 0.050 Uiso 1 1 calc R . .
C24 C -0.39652(17) 0.3693(2) 0.05606(7) 0.0352(4) Uani 1 1 d . . .
H24 H -0.3604 0.2779 0.0436 0.042 Uiso 1 1 calc R . .
C25 C -0.32067(15) 0.4938(2) 0.07001(6) 0.0278(4) Uani 1 1 d . . .
H25 H -0.2316 0.4867 0.0674 0.033 Uiso 1 1 calc R . .
C26 C 0.01412(14) 0.74223(17) -0.03359(6) 0.0183(3) Uani 1 1 d . . .
C27 C -0.04863(15) 0.62389(18) -0.06210(6) 0.0235(3) Uani 1 1 d . . .
H27 H -0.1032 0.5575 -0.0448 0.028 Uiso 1 1 calc R . .
C28 C -0.03227(16) 0.6021(2) -0.11535(6) 0.0280(4) Uani 1 1 d . . .
H28 H -0.0764 0.5221 -0.1344 0.034 Uiso 1 1 calc R . .
C29 C 0.04808(16) 0.6965(2) -0.14078(6) 0.0280(4) Uani 1 1 d . . .
H29 H 0.0598 0.6809 -0.1772 0.034 Uiso 1 1 calc R . .
C30 C 0.11157(15) 0.81411(19) -0.11313(6) 0.0251(4) Uani 1 1 d . . .
H30 H 0.1670 0.8791 -0.1306 0.030 Uiso 1 1 calc R . .
C31 C 0.09412(14) 0.83690(18) -0.05996(6) 0.0204(3) Uani 1 1 d . . .
H31 H 0.1374 0.9183 -0.0413 0.024 Uiso 1 1 calc R . .
O1 O 0.20959(10) 0.81173(14) 0.04667(5) 0.0281(3) Uani 1 1 d . . .
O2 O -0.33722(11) 0.87377(16) 0.12689(5) 0.0369(3) Uani 1 1 d . . .
O3 O -0.56099(11) 0.76498(19) 0.10874(5) 0.0437(4) Uani 1 1 d . . .
H1 H 0.268(2) 0.803(3) 0.0744(10) 0.072(8) Uiso 1 1 d . . .
H2 H -0.495(2) 0.834(3) 0.1207(9) 0.064(7) Uiso 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
C1 0.0122(7) 0.0215(8) 0.0203(7) -0.0003(6) 0.0023(5) -0.0001(6)
C2 0.0137(7) 0.0196(8) 0.0188(7) -0.0002(6) 0.0004(5) 0.0003(6)
C3 0.0147(7) 0.0207(8) 0.0166(7) -0.0005(6) 0.0000(5) 0.0016(6)
C4 0.0129(7) 0.0241(8) 0.0209(7) -0.0005(6) 0.0013(6) 0.0004(6)
C5 0.0149(7) 0.0238(8) 0.0192(7) -0.0010(6) -0.0016(6) 0.0004(6)
C6 0.0158(7) 0.0191(8) 0.0174(7) -0.0004(6) 0.0010(5) 0.0021(6)
C7 0.0130(7) 0.0286(9) 0.0170(7) -0.0039(6) 0.0025(5) 0.0016(6)
C8 0.0232(8) 0.0308(10) 0.0275(9) -0.0019(7) 0.0005(7) -0.0030(7)
C9 0.0272(9) 0.0365(11) 0.0422(11) -0.0107(9) 0.0001(8) -0.0108(8)
C10 0.0224(9) 0.0545(13) 0.0322(10) -0.0108(9) -0.0077(7) -0.0040(8)
C11 0.0250(9) 0.0481(12) 0.0270(9) 0.0027(8) -0.0066(7) 0.0017(8)
C12 0.0186(8) 0.0333(10) 0.0240(8) 0.0010(7) -0.0014(6) -0.0007(7)
C13 0.0135(7) 0.0315(9) 0.0197(7) 0.0000(7) 0.0013(6) 0.0043(6)
C14 0.0224(8) 0.0360(10) 0.0226(8) -0.0025(7) 0.0004(6) 0.0042(7)
C15 0.0329(10) 0.0511(12) 0.0228(9) -0.0098(8) 0.0018(7) 0.0073(9)
C16 0.0315(10) 0.0723(15) 0.0201(8) 0.0005(9) 0.0073(7) 0.0082(10)
C17 0.0268(9) 0.0573(13) 0.0283(9) 0.0093(9) 0.0092(7) -0.0013(9)
C18 0.0187(8) 0.0388(10) 0.0266(9) 0.0000(7) 0.0038(6) -0.0009(7)
C19 0.0134(7) 0.0387(10) 0.0176(7) -0.0011(7) 0.0004(6) 0.0029(7)
C20 0.0135(7) 0.0424(10) 0.0167(7) 0.0035(7) 0.0000(5) -0.0012(7)
C21 0.0157(8) 0.0541(12) 0.0206(8) -0.0011(8) -0.0002(6) -0.0009(8)
C22 0.0152(8) 0.0667(15) 0.0368(10) 0.0059(10) -0.0021(7) -0.0104(9)
C23 0.0261(10) 0.0504(13) 0.0461(11) 0.0081(10) -0.0091(8) -0.0140(9)
C24 0.0297(9) 0.0361(11) 0.0385(10) 0.0054(8) -0.0053(8) -0.0037(8)
C25 0.0183(8) 0.0379(10) 0.0266(9) 0.0059(7) -0.0007(6) -0.0026(7)
C26 0.0173(7) 0.0198(8) 0.0175(7) 0.0002(6) -0.0003(6) 0.0043(6)
C27 0.0217(8) 0.0231(8) 0.0254(8) -0.0012(7) -0.0006(6) -0.0005(6)
C28 0.0333(9) 0.0262(9) 0.0232(8) -0.0066(7) -0.0049(7) 0.0000(7)
C29 0.0342(9) 0.0336(10) 0.0159(7) -0.0022(7) 0.0000(7) 0.0090(8)
C30 0.0258(8) 0.0292(9) 0.0207(8) 0.0039(7) 0.0041(6) 0.0051(7)
C31 0.0188(7) 0.0211(8) 0.0211(8) -0.0015(6) 0.0007(6) 0.0022(6)
O1 0.0121(5) 0.0499(8) 0.0225(6) -0.0037(5) 0.0033(4) -0.0023(5)
O2 0.0184(6) 0.0520(9) 0.0403(7) -0.0157(6) 0.0016(5) 0.0061(6)
O3 0.0128(6) 0.0744(10) 0.0440(8) -0.0203(7) 0.0025(5) 0.0043(6)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.3639(17) . ?
C1 C2 1.402(2) . ?
C1 C6 1.4038(19) . ?
C2 C3 1.4021(19) . ?
C2 C7 1.5004(19) . ?
C3 C4 1.4117(19) . ?
C3 C13 1.497(2) . ?
C4 C5 1.391(2) . ?
C4 C19 1.496(2) . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C26 1.492(2) . ?
C7 C12 1.390(2) . ?
C7 C8 1.393(2) . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.373(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.393(2) . ?
C13 C14 1.398(2) . ?
C14 C15 1.384(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O2 1.234(2) . ?
C19 C20 1.472(2) . ?
C20 C25 1.402(2) . ?
C20 C21 1.414(2) . ?
C21 O3 1.355(2) . ?
C21 C22 1.388(3) . ?
C22 C23 1.369(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.395(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C31 1.392(2) . ?
C26 C27 1.397(2) . ?
C27 C28 1.385(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.380(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.385(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.387(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
O1 H1 0.90(2) . ?
O3 H2 0.95(2) . ?

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 C2 121.18(13) . . ?
O1 C1 C6 117.05(13) . . ?
C2 C1 C6 121.72(13) . . ?
C3 C2 C1 120.25(13) . . ?
C3 C2 C7 122.21(13) . . ?
C1 C2 C7 117.54(13) . . ?
C2 C3 C4 118.41(13) . . ?
C2 C3 C13 121.32(12) . . ?
C4 C3 C13 120.20(13) . . ?
C5 C4 C3 119.91(13) . . ?
C5 C4 C19 117.82(13) . . ?
C3 C4 C19 121.86(13) . . ?
C6 C5 C4 122.70(13) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 116.99(13) . . ?
C5 C6 C26 119.85(13) . . ?
C1 C6 C26 123.13(13) . . ?
C12 C7 C8 119.26(14) . . ?
C12 C7 C2 121.43(14) . . ?
C8 C7 C2 119.31(13) . . ?
C7 C8 C9 120.15(16) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 119.88(17) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 120.31(15) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.28(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 120.10(16) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C18 C13 C14 118.42(14) . . ?
C18 C13 C3 119.76(14) . . ?
C14 C13 C3 121.81(15) . . ?
C15 C14 C13 120.50(17) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 120.34(18) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.09(17) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C18 119.75(18) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C13 120.89(17) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
O2 C19 C20 121.21(14) . . ?
O2 C19 C4 119.31(15) . . ?
C20 C19 C4 119.43(14) . . ?
C25 C20 C21 117.85(15) . . ?
C25 C20 C19 122.48(14) . . ?
C21 C20 C19 119.61(15) . . ?
O3 C21 C22 118.37(16) . . ?
O3 C21 C20 121.18(16) . . ?
C22 C21 C20 120.45(17) . . ?
C23 C22 C21 119.99(17) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 121.22(18) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 118.96(19) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C20 121.53(16) . . ?
C24 C25 H25 119.2 . . ?
C20 C25 H25 119.2 . . ?
C31 C26 C27 118.28(14) . . ?
C31 C26 C6 121.82(13) . . ?
C27 C26 C6 119.88(14) . . ?
C28 C27 C26 120.80(15) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C29 C28 C27 120.12(15) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 119.93(15) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C31 119.94(15) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 C26 120.92(14) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
C1 O1 H1 111.3(16) . . ?
C21 O3 H2 107.3(14) . . ?

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 -175.13(14) . . . . ?
C6 C1 C2 C3 2.1(2) . . . . ?
O1 C1 C2 C7 4.4(2) . . . . ?
C6 C1 C2 C7 -178.33(14) . . . . ?
C1 C2 C3 C4 -2.1(2) . . . . ?
C7 C2 C3 C4 178.42(14) . . . . ?
C1 C2 C3 C13 174.71(14) . . . . ?
C7 C2 C3 C13 -4.8(2) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C13 C3 C4 C5 -175.86(14) . . . . ?
C2 C3 C4 C19 -171.57(14) . . . . ?
C13 C3 C4 C19 11.6(2) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C19 C4 C5 C6 172.98(15) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C4 C5 C6 C26 178.16(14) . . . . ?
O1 C1 C6 C5 176.39(14) . . . . ?
C2 C1 C6 C5 -1.0(2) . . . . ?
O1 C1 C6 C26 -1.9(2) . . . . ?
C2 C1 C6 C26 -179.25(14) . . . . ?
C3 C2 C7 C12 65.6(2) . . . . ?
C1 C2 C7 C12 -113.94(17) . . . . ?
C3 C2 C7 C8 -115.30(17) . . . . ?
C1 C2 C7 C8 65.17(19) . . . . ?
C12 C7 C8 C9 0.7(2) . . . . ?
C2 C7 C8 C9 -178.41(15) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
C8 C9 C10 C11 -1.3(3) . . . . ?
C9 C10 C11 C12 1.6(3) . . . . ?
C8 C7 C12 C11 -0.4(2) . . . . ?
C2 C7 C12 C11 178.68(15) . . . . ?
C10 C11 C12 C7 -0.7(3) . . . . ?
C2 C3 C13 C18 -126.90(16) . . . . ?
C4 C3 C13 C18 49.8(2) . . . . ?
C2 C3 C13 C14 51.7(2) . . . . ?
C4 C3 C13 C14 -131.55(16) . . . . ?
C18 C13 C14 C15 0.1(2) . . . . ?
C3 C13 C14 C15 -178.53(14) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C13 0.4(3) . . . . ?
C14 C13 C18 C17 -0.4(2) . . . . ?
C3 C13 C18 C17 178.23(15) . . . . ?
C5 C4 C19 O2 -121.93(17) . . . . ?
C3 C4 C19 O2 50.7(2) . . . . ?
C5 C4 C19 C20 55.8(2) . . . . ?
C3 C4 C19 C20 -131.53(16) . . . . ?
O2 C19 C20 C25 -169.94(15) . . . . ?
C4 C19 C20 C25 12.4(2) . . . . ?
O2 C19 C20 C21 7.3(2) . . . . ?
C4 C19 C20 C21 -170.36(14) . . . . ?
C25 C20 C21 O3 -179.85(15) . . . . ?
C19 C20 C21 O3 2.8(2) . . . . ?
C25 C20 C21 C22 -0.3(2) . . . . ?
C19 C20 C21 C22 -177.74(15) . . . . ?
O3 C21 C22 C23 179.50(16) . . . . ?
C20 C21 C22 C23 0.0(3) . . . . ?
C21 C22 C23 C24 0.0(3) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
C23 C24 C25 C20 -0.7(3) . . . . ?
C21 C20 C25 C24 0.7(2) . . . . ?
C19 C20 C25 C24 178.04(15) . . . . ?
C5 C6 C26 C31 139.28(15) . . . . ?
C1 C6 C26 C31 -42.5(2) . . . . ?
C5 C6 C26 C27 -39.1(2) . . . . ?
C1 C6 C26 C27 139.12(16) . . . . ?
C31 C26 C27 C28 -0.4(2) . . . . ?
C6 C26 C27 C28 177.99(14) . . . . ?
C26 C27 C28 C29 0.9(2) . . . . ?
C27 C28 C29 C30 -0.6(2) . . . . ?
C28 C29 C30 C31 -0.1(2) . . . . ?
C29 C30 C31 C26 0.5(2) . . . . ?
C27 C26 C31 C30 -0.3(2) . . . . ?
C6 C26 C31 C30 -178.66(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.83
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.046


data_ch_is2001
_database_code_depnum_ccdc_archive 'CCDC 905451'
#TrackingRef 'Savych-ch_is2001_1.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H18 O7'
_chemical_formula_sum            'C23 H18 O7'
_chemical_formula_weight         406.37

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

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

_cell_length_a                   9.4746(4)
_cell_length_b                   10.2347(4)
_cell_length_c                   11.4323(4)
_cell_angle_alpha                65.728(2)
_cell_angle_beta                 71.993(2)
_cell_angle_gamma                82.309(2)
_cell_volume                     961.06(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8818
_cell_measurement_theta_min      4.366
_cell_measurement_theta_max      61.755

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9743
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex Kappa II-CCD-diffractometer'
_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            27835
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         31.00
_reflns_number_total             6112
_reflns_number_gt                4395
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H2/H5b)
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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^)+(0.0561P)^2^+0.2145P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6112
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1280
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.55987(10) 0.62644(10) 0.09851(8) 0.0287(2) Uani 1 1 d . . .
O2 O 0.53303(10) 0.72321(11) -0.14173(9) 0.0321(2) Uani 1 1 d . . .
O3 O 0.35557(13) 0.23110(10) 0.72875(9) 0.0396(3) Uani 1 1 d . . .
O4 O 0.46797(11) 0.18189(9) 0.54834(9) 0.0320(2) Uani 1 1 d . . .
O5 O 0.20459(12) 0.46979(11) 0.69908(8) 0.0362(2) Uani 1 1 d . . .
O6 O 0.16381(11) 0.82743(11) 0.54340(10) 0.0375(2) Uani 1 1 d . . .
O7 O -0.02900(10) 0.69330(10) 0.58760(9) 0.0328(2) Uani 1 1 d . . .
C1 C 0.42391(13) 0.61385(12) 0.14369(11) 0.0219(2) Uani 1 1 d . . .
C2 C 0.32878(13) 0.63145(12) 0.05837(11) 0.0217(2) Uani 1 1 d . . .
C3 C 0.38873(14) 0.68813(12) -0.08195(11) 0.0230(2) Uani 1 1 d . . .
C4 C 0.29706(15) 0.70956(13) -0.16307(11) 0.0276(3) Uani 1 1 d . . .
H4 H 0.3359 0.7513 -0.2576 0.033 Uiso 1 1 calc R . .
C5 C 0.15093(16) 0.67042(14) -0.10656(13) 0.0306(3) Uani 1 1 d . . .
H5 H 0.0896 0.6843 -0.1626 0.037 Uiso 1 1 calc R . .
C6 C 0.09081(15) 0.61048(14) 0.03194(13) 0.0298(3) Uani 1 1 d . . .
H6 H -0.0103 0.5825 0.0700 0.036 Uiso 1 1 calc R . .
C7 C 0.17949(14) 0.59229(13) 0.11280(11) 0.0251(3) Uani 1 1 d . . .
H7 H 0.1386 0.5524 0.2072 0.030 Uiso 1 1 calc R . .
C8 C 0.35659(13) 0.57595(12) 0.29107(11) 0.0211(2) Uani 1 1 d . . .
C9 C 0.40096(13) 0.44773(12) 0.37737(11) 0.0225(2) Uani 1 1 d . . .
H9 H 0.4691 0.3875 0.3415 0.027 Uiso 1 1 calc R . .
C10 C 0.34812(13) 0.40503(12) 0.51520(11) 0.0224(2) Uani 1 1 d . . .
C11 C 0.25301(14) 0.49758(13) 0.56751(11) 0.0235(2) Uani 1 1 d . . .
C12 C 0.20681(13) 0.62670(12) 0.48111(11) 0.0220(2) Uani 1 1 d . . .
C13 C 0.25579(13) 0.66662(12) 0.34276(11) 0.0204(2) Uani 1 1 d . . .
C14 C 0.20521(13) 0.80427(12) 0.25218(11) 0.0220(2) Uani 1 1 d . . .
C15 C 0.30813(15) 0.90397(13) 0.15018(12) 0.0266(3) Uani 1 1 d . . .
H15 H 0.4113 0.8856 0.1402 0.032 Uiso 1 1 calc R . .
C16 C 0.26083(17) 1.03000(14) 0.06311(13) 0.0355(3) Uani 1 1 d . . .
H16 H 0.3315 1.0978 -0.0062 0.043 Uiso 1 1 calc R . .
C17 C 0.11134(19) 1.05695(16) 0.07713(15) 0.0424(4) Uani 1 1 d . . .
H17 H 0.0792 1.1430 0.0169 0.051 Uiso 1 1 calc R . .
C18 C 0.00831(17) 0.95937(17) 0.17840(15) 0.0408(4) Uani 1 1 d . . .
H18 H -0.0946 0.9788 0.1881 0.049 Uiso 1 1 calc R . .
C19 C 0.05445(15) 0.83292(15) 0.26614(13) 0.0299(3) Uani 1 1 d . . .
H19 H -0.0168 0.7659 0.3357 0.036 Uiso 1 1 calc R . .
C20 C 0.39018(14) 0.26608(13) 0.60827(12) 0.0253(3) Uani 1 1 d . . .
C21 C 0.51117(18) 0.04364(14) 0.63585(14) 0.0369(3) Uani 1 1 d . . .
H21A H 0.5825 0.0575 0.6761 0.055 Uiso 1 1 calc R . .
H21B H 0.5569 -0.0148 0.5840 0.055 Uiso 1 1 calc R . .
H21C H 0.4232 -0.0052 0.7066 0.055 Uiso 1 1 calc R . .
C22 C 0.11440(14) 0.72784(13) 0.53999(11) 0.0244(2) Uani 1 1 d . . .
C23 C -0.12764(17) 0.79219(17) 0.63722(17) 0.0429(4) Uani 1 1 d . . .
H23A H -0.0996 0.7970 0.7110 0.064 Uiso 1 1 calc R . .
H23B H -0.2301 0.7587 0.6691 0.064 Uiso 1 1 calc R . .
H23C H -0.1198 0.8877 0.5650 0.064 Uiso 1 1 calc R . .
H2 H 0.581(2) 0.697(2) -0.076(2) 0.059(6) Uiso 1 1 d . . .
H5B H 0.250(2) 0.384(3) 0.740(2) 0.076(7) Uiso 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
O1 0.0250(5) 0.0349(5) 0.0224(4) -0.0115(4) -0.0023(3) 0.0025(4)
O2 0.0280(5) 0.0409(5) 0.0180(4) -0.0073(4) 0.0006(4) -0.0002(4)
O3 0.0609(7) 0.0300(5) 0.0193(4) -0.0044(4) -0.0110(4) 0.0090(5)
O4 0.0452(6) 0.0242(4) 0.0272(4) -0.0094(4) -0.0161(4) 0.0102(4)
O5 0.0504(6) 0.0336(5) 0.0147(4) -0.0071(4) -0.0034(4) 0.0103(4)
O6 0.0370(6) 0.0359(5) 0.0443(6) -0.0249(5) -0.0053(5) 0.0009(4)
O7 0.0269(5) 0.0302(5) 0.0329(5) -0.0138(4) 0.0043(4) 0.0011(4)
C1 0.0263(6) 0.0184(5) 0.0167(5) -0.0062(4) -0.0024(4) 0.0023(4)
C2 0.0282(6) 0.0182(5) 0.0164(5) -0.0070(4) -0.0035(4) 0.0008(4)
C3 0.0274(6) 0.0197(5) 0.0177(5) -0.0077(4) -0.0016(4) 0.0031(4)
C4 0.0378(7) 0.0260(6) 0.0168(5) -0.0088(4) -0.0066(5) 0.0054(5)
C5 0.0370(7) 0.0329(7) 0.0266(6) -0.0154(5) -0.0117(5) 0.0041(6)
C6 0.0300(7) 0.0325(7) 0.0280(6) -0.0141(5) -0.0050(5) -0.0040(5)
C7 0.0311(7) 0.0240(6) 0.0180(5) -0.0082(4) -0.0025(5) -0.0036(5)
C8 0.0231(6) 0.0224(5) 0.0156(5) -0.0068(4) -0.0038(4) 0.0006(4)
C9 0.0250(6) 0.0223(5) 0.0195(5) -0.0093(4) -0.0049(4) 0.0028(4)
C10 0.0257(6) 0.0209(5) 0.0185(5) -0.0062(4) -0.0058(4) 0.0005(4)
C11 0.0263(6) 0.0244(6) 0.0155(5) -0.0060(4) -0.0021(4) -0.0011(5)
C12 0.0229(6) 0.0221(5) 0.0184(5) -0.0083(4) -0.0022(4) 0.0006(4)
C13 0.0213(6) 0.0197(5) 0.0183(5) -0.0069(4) -0.0038(4) -0.0002(4)
C14 0.0270(6) 0.0215(5) 0.0171(5) -0.0086(4) -0.0061(4) 0.0038(4)
C15 0.0304(7) 0.0242(6) 0.0218(5) -0.0083(4) -0.0042(5) 0.0009(5)
C16 0.0487(9) 0.0245(6) 0.0247(6) -0.0041(5) -0.0065(6) 0.0002(6)
C17 0.0551(10) 0.0318(7) 0.0330(7) -0.0062(6) -0.0186(7) 0.0165(7)
C18 0.0362(8) 0.0454(8) 0.0384(7) -0.0140(6) -0.0175(6) 0.0162(6)
C19 0.0274(7) 0.0332(7) 0.0263(6) -0.0107(5) -0.0072(5) 0.0041(5)
C20 0.0305(7) 0.0221(5) 0.0215(5) -0.0061(4) -0.0084(5) -0.0001(5)
C21 0.0513(9) 0.0238(6) 0.0358(7) -0.0084(5) -0.0212(7) 0.0099(6)
C22 0.0272(6) 0.0245(6) 0.0166(5) -0.0069(4) -0.0022(4) 0.0023(5)
C23 0.0327(8) 0.0434(8) 0.0453(8) -0.0230(7) 0.0023(6) 0.0103(6)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 1.2333(15) . ?
O2 C3 1.3480(16) . ?
O2 H2 0.92(2) . ?
O3 C20 1.2164(15) . ?
O4 C20 1.3259(16) . ?
O4 C21 1.4508(14) . ?
O5 C11 1.3455(14) . ?
O5 H5B 0.92(2) . ?
O6 C22 1.1964(16) . ?
O7 C22 1.3343(16) . ?
O7 C23 1.4528(17) . ?
C1 C2 1.4670(16) . ?
C1 C8 1.5035(15) . ?
C2 C7 1.3968(17) . ?
C2 C3 1.4114(15) . ?
C3 C4 1.3937(17) . ?
C4 C5 1.3702(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.3947(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.3754(17) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.3845(15) . ?
C8 C13 1.4096(16) . ?
C9 C10 1.3890(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.4039(17) . ?
C10 C20 1.4765(15) . ?
C11 C12 1.3975(16) . ?
C12 C13 1.3963(15) . ?
C12 C22 1.5023(17) . ?
C13 C14 1.4877(15) . ?
C14 C15 1.3918(17) . ?
C14 C19 1.3919(17) . ?
C15 C16 1.3860(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.379(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.3873(18) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O2 H2 108.2(12) . . ?
C20 O4 C21 115.69(10) . . ?
C11 O5 H5B 105.1(14) . . ?
C22 O7 C23 115.33(11) . . ?
O1 C1 C2 121.79(10) . . ?
O1 C1 C8 118.17(10) . . ?
C2 C1 C8 120.03(10) . . ?
C7 C2 C3 118.84(11) . . ?
C7 C2 C1 121.48(10) . . ?
C3 C2 C1 119.68(11) . . ?
O2 C3 C4 118.05(10) . . ?
O2 C3 C2 122.31(11) . . ?
C4 C3 C2 119.64(11) . . ?
C5 C4 C3 120.04(11) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 121.07(12) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 119.30(13) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C2 121.05(11) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C9 C8 C13 119.91(10) . . ?
C9 C8 C1 117.20(10) . . ?
C13 C8 C1 122.85(9) . . ?
C8 C9 C10 121.53(11) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C11 118.94(10) . . ?
C9 C10 C20 122.03(11) . . ?
C11 C10 C20 119.03(10) . . ?
O5 C11 C12 117.08(11) . . ?
O5 C11 C10 123.10(10) . . ?
C12 C11 C10 119.80(10) . . ?
C13 C12 C11 120.98(11) . . ?
C13 C12 C22 120.57(10) . . ?
C11 C12 C22 118.21(10) . . ?
C12 C13 C8 118.72(10) . . ?
C12 C13 C14 120.30(10) . . ?
C8 C13 C14 120.96(10) . . ?
C15 C14 C19 119.27(11) . . ?
C15 C14 C13 120.38(11) . . ?
C19 C14 C13 120.33(11) . . ?
C16 C15 C14 120.28(12) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.02(13) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.20(12) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.24(13) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 119.97(13) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
O3 C20 O4 122.99(11) . . ?
O3 C20 C10 123.35(12) . . ?
O4 C20 C10 113.66(10) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6 C22 O7 124.22(12) . . ?
O6 C22 C12 123.90(12) . . ?
O7 C22 C12 111.88(11) . . ?
O7 C23 H23A 109.5 . . ?
O7 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O7 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O1 C1 C2 C7 168.33(11) . . . . ?
C8 C1 C2 C7 -10.17(17) . . . . ?
O1 C1 C2 C3 -11.18(17) . . . . ?
C8 C1 C2 C3 170.32(10) . . . . ?
C7 C2 C3 O2 -177.40(11) . . . . ?
C1 C2 C3 O2 2.13(17) . . . . ?
C7 C2 C3 C4 2.74(17) . . . . ?
C1 C2 C3 C4 -177.74(11) . . . . ?
O2 C3 C4 C5 177.54(11) . . . . ?
C2 C3 C4 C5 -2.58(18) . . . . ?
C3 C4 C5 C6 0.78(19) . . . . ?
C4 C5 C6 C7 0.9(2) . . . . ?
C5 C6 C7 C2 -0.67(19) . . . . ?
C3 C2 C7 C6 -1.12(18) . . . . ?
C1 C2 C7 C6 179.37(11) . . . . ?
O1 C1 C8 C9 -60.02(15) . . . . ?
C2 C1 C8 C9 118.53(12) . . . . ?
O1 C1 C8 C13 118.03(13) . . . . ?
C2 C1 C8 C13 -63.42(16) . . . . ?
C13 C8 C9 C10 0.17(18) . . . . ?
C1 C8 C9 C10 178.27(11) . . . . ?
C8 C9 C10 C11 -3.04(18) . . . . ?
C8 C9 C10 C20 177.64(11) . . . . ?
C9 C10 C11 O5 -175.28(12) . . . . ?
C20 C10 C11 O5 4.06(19) . . . . ?
C9 C10 C11 C12 3.46(18) . . . . ?
C20 C10 C11 C12 -177.19(11) . . . . ?
O5 C11 C12 C13 177.76(11) . . . . ?
C10 C11 C12 C13 -1.06(19) . . . . ?
O5 C11 C12 C22 3.31(17) . . . . ?
C10 C11 C12 C22 -175.51(11) . . . . ?
C11 C12 C13 C8 -1.80(18) . . . . ?
C22 C12 C13 C8 172.51(11) . . . . ?
C11 C12 C13 C14 179.82(11) . . . . ?
C22 C12 C13 C14 -5.86(17) . . . . ?
C9 C8 C13 C12 2.26(17) . . . . ?
C1 C8 C13 C12 -175.74(11) . . . . ?
C9 C8 C13 C14 -179.38(11) . . . . ?
C1 C8 C13 C14 2.63(18) . . . . ?
C12 C13 C14 C15 125.06(13) . . . . ?
C8 C13 C14 C15 -53.28(16) . . . . ?
C12 C13 C14 C19 -56.80(16) . . . . ?
C8 C13 C14 C19 124.86(13) . . . . ?
C19 C14 C15 C16 -0.33(19) . . . . ?
C13 C14 C15 C16 177.83(12) . . . . ?
C14 C15 C16 C17 -0.1(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 C19 -0.5(2) . . . . ?
C17 C18 C19 C14 0.1(2) . . . . ?
C15 C14 C19 C18 0.4(2) . . . . ?
C13 C14 C19 C18 -177.79(12) . . . . ?
C21 O4 C20 O3 -0.41(19) . . . . ?
C21 O4 C20 C10 -179.64(11) . . . . ?
C9 C10 C20 O3 173.73(13) . . . . ?
C11 C10 C20 O3 -5.6(2) . . . . ?
C9 C10 C20 O4 -7.04(17) . . . . ?
C11 C10 C20 O4 173.64(11) . . . . ?
C23 O7 C22 O6 4.34(18) . . . . ?
C23 O7 C22 C12 -175.54(11) . . . . ?
C13 C12 C22 O6 -77.65(16) . . . . ?
C11 C12 C22 O6 96.82(15) . . . . ?
C13 C12 C22 O7 102.23(13) . . . . ?
C11 C12 C22 O7 -83.30(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        31.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.049


data_ch_is209
_database_code_depnum_ccdc_archive 'CCDC 905452'
#TrackingRef 'Savych-ch_is209.cif'


_audit_author_name               'Villinger, A.; Hering, C.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H21 N O5'
_chemical_formula_sum            'C31 H21 N O5'
_chemical_formula_weight         487.49

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'
N N 0.0061 0.0033 '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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_Int_Tables_number      43

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   36.4369(12)
_cell_length_b                   40.2125(14)
_cell_length_c                   6.8319(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     10010.2(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7573
_cell_measurement_theta_min      4.628
_cell_measurement_theta_max      52.703

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4064
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9564
_exptl_absorpt_correction_T_max  0.9939
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-Nonius Apex X8-CCD-diffractometer'
_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            43251
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.00
_reflns_number_total             5916
_reflns_number_gt                4299
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2)
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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^)+(0.0414P)^2^+3.8653P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(11)
_refine_ls_number_reflns         5916
_refine_ls_number_parameters     342
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1055
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
N1 N 0.23319(6) 0.16983(6) 0.9819(3) 0.0396(6) Uani 1 1 d . . .
O1 O 0.34352(5) 0.09378(4) 0.5395(2) 0.0296(4) Uani 1 1 d . . .
O2 O 0.32236(5) 0.03426(4) 0.4629(2) 0.0324(4) Uani 1 1 d . . .
O3 O 0.40295(5) 0.22094(4) 0.1082(2) 0.0363(5) Uani 1 1 d . . .
O4 O 0.24100(5) 0.18187(6) 1.1408(3) 0.0649(6) Uani 1 1 d . . .
O5 O 0.20255(5) 0.15924(5) 0.9416(3) 0.0508(5) Uani 1 1 d . . .
C1 C 0.38683(6) 0.19268(6) 0.1760(3) 0.0234(5) Uani 1 1 d . . .
C2 C 0.36137(6) 0.19382(5) 0.3313(3) 0.0209(5) Uani 1 1 d . . .
C3 C 0.34443(6) 0.16443(6) 0.3927(3) 0.0208(5) Uani 1 1 d . . .
C4 C 0.35269(6) 0.13456(5) 0.2952(3) 0.0205(5) Uani 1 1 d . . .
C5 C 0.37752(6) 0.13454(5) 0.1401(3) 0.0211(5) Uani 1 1 d . . .
H5 H 0.3824 0.1142 0.0745 0.025 Uiso 1 1 calc R . .
C6 C 0.39542(6) 0.16313(5) 0.0777(3) 0.0202(5) Uani 1 1 d . . .
C7 C 0.35227(6) 0.22704(6) 0.4181(3) 0.0254(5) Uani 1 1 d . . .
C8 C 0.37647(7) 0.24304(6) 0.5420(4) 0.0359(6) Uani 1 1 d . . .
H8 H 0.3993 0.2329 0.5734 0.043 Uiso 1 1 calc R . .
C9 C 0.36775(8) 0.27383(7) 0.6210(4) 0.0460(7) Uani 1 1 d . . .
H9 H 0.3847 0.2847 0.7054 0.055 Uiso 1 1 calc R . .
C10 C 0.33503(9) 0.28870(7) 0.5782(4) 0.0535(8) Uani 1 1 d . . .
H10 H 0.3292 0.3098 0.6321 0.064 Uiso 1 1 calc R . .
C11 C 0.31039(10) 0.27284(8) 0.4561(4) 0.0628(10) Uani 1 1 d . . .
H11 H 0.2875 0.2830 0.4263 0.075 Uiso 1 1 calc R . .
C12 C 0.31911(8) 0.24208(7) 0.3772(4) 0.0459(7) Uani 1 1 d . . .
H12 H 0.3020 0.2312 0.2938 0.055 Uiso 1 1 calc R . .
C13 C 0.31613(6) 0.16523(5) 0.5504(3) 0.0210(5) Uani 1 1 d . . .
C14 C 0.32337(6) 0.17935(6) 0.7332(3) 0.0244(5) Uani 1 1 d . . .
H14 H 0.3471 0.1880 0.7604 0.029 Uiso 1 1 calc R . .
C15 C 0.29635(6) 0.18080(6) 0.8746(3) 0.0269(5) Uani 1 1 d . . .
H15 H 0.3012 0.1905 0.9986 0.032 Uiso 1 1 calc R . .
C16 C 0.26219(6) 0.16789(6) 0.8330(3) 0.0264(5) Uani 1 1 d . . .
C17 C 0.25411(6) 0.15335(6) 0.6550(3) 0.0275(5) Uani 1 1 d . . .
H17 H 0.2304 0.1444 0.6299 0.033 Uiso 1 1 calc R . .
C18 C 0.28129(6) 0.15209(6) 0.5145(3) 0.0258(5) Uani 1 1 d . . .
H18 H 0.2762 0.1421 0.3913 0.031 Uiso 1 1 calc R . .
C19 C 0.33886(6) 0.10194(6) 0.3668(3) 0.0223(5) Uani 1 1 d . . .
C20 C 0.32028(6) 0.07922(6) 0.2282(3) 0.0207(5) Uani 1 1 d . . .
C21 C 0.31273(6) 0.04631(6) 0.2842(3) 0.0248(5) Uani 1 1 d . . .
C22 C 0.29493(7) 0.02506(6) 0.1551(4) 0.0311(6) Uani 1 1 d . . .
H22 H 0.2902 0.0027 0.1922 0.037 Uiso 1 1 calc R . .
C23 C 0.28412(6) 0.03628(6) -0.0262(4) 0.0321(6) Uani 1 1 d . . .
H23 H 0.2721 0.0215 -0.1136 0.039 Uiso 1 1 calc R . .
C24 C 0.29059(6) 0.06891(6) -0.0831(3) 0.0290(6) Uani 1 1 d . . .
H24 H 0.2826 0.0766 -0.2075 0.035 Uiso 1 1 calc R . .
C25 C 0.30871(6) 0.08999(6) 0.0429(3) 0.0241(5) Uani 1 1 d . . .
H25 H 0.3135 0.1122 0.0036 0.029 Uiso 1 1 calc R . .
C26 C 0.42064(6) 0.16209(6) -0.0929(3) 0.0222(5) Uani 1 1 d . . .
C27 C 0.41210(6) 0.14261(6) -0.2550(3) 0.0270(5) Uani 1 1 d . . .
H27 H 0.3904 0.1295 -0.2546 0.032 Uiso 1 1 calc R . .
C28 C 0.43506(7) 0.14219(7) -0.4176(3) 0.0366(6) Uani 1 1 d . . .
H28 H 0.4291 0.1286 -0.5268 0.044 Uiso 1 1 calc R . .
C29 C 0.46642(7) 0.16137(7) -0.4216(3) 0.0393(7) Uani 1 1 d . . .
H29 H 0.4816 0.1617 -0.5347 0.047 Uiso 1 1 calc R . .
C30 C 0.47562(7) 0.18017(7) -0.2597(4) 0.0355(6) Uani 1 1 d . . .
H30 H 0.4975 0.1930 -0.2606 0.043 Uiso 1 1 calc R . .
C31 C 0.45319(6) 0.18051(6) -0.0958(3) 0.0279(5) Uani 1 1 d . . .
H31 H 0.4600 0.1933 0.0153 0.034 Uiso 1 1 calc R . .
H1 H 0.3998(9) 0.2367(8) 0.193(5) 0.069(11) Uiso 1 1 d . . .
H2 H 0.3325(10) 0.0516(10) 0.536(6) 0.087(12) Uiso 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
N1 0.0379(14) 0.0527(16) 0.0281(11) 0.0072(10) 0.0099(10) 0.0084(12)
O1 0.0454(10) 0.0232(10) 0.0201(8) -0.0003(7) 0.0000(7) -0.0034(8)
O2 0.0489(11) 0.0218(10) 0.0266(8) 0.0029(8) -0.0058(8) -0.0024(9)
O3 0.0509(11) 0.0199(11) 0.0380(10) -0.0063(8) 0.0194(8) -0.0083(9)
O4 0.0516(13) 0.115(2) 0.0284(10) -0.0193(12) 0.0113(9) 0.0057(12)
O5 0.0333(11) 0.0743(15) 0.0448(11) 0.0075(10) 0.0128(9) -0.0066(10)
C1 0.0268(12) 0.0200(13) 0.0232(10) -0.0020(9) 0.0035(9) -0.0062(10)
C2 0.0252(12) 0.0170(13) 0.0204(10) -0.0014(9) -0.0016(8) 0.0006(10)
C3 0.0224(12) 0.0212(13) 0.0188(9) -0.0028(9) -0.0018(8) -0.0009(10)
C4 0.0242(12) 0.0183(13) 0.0190(10) -0.0012(9) -0.0008(9) -0.0014(10)
C5 0.0252(12) 0.0162(12) 0.0218(9) -0.0031(9) 0.0002(9) -0.0003(10)
C6 0.0213(12) 0.0199(13) 0.0195(10) -0.0029(9) -0.0011(8) -0.0004(10)
C7 0.0345(14) 0.0205(13) 0.0212(10) -0.0034(9) 0.0042(9) -0.0012(10)
C8 0.0269(14) 0.0320(16) 0.0487(15) -0.0163(13) 0.0059(12) -0.0025(12)
C9 0.0421(17) 0.0357(17) 0.0600(17) -0.0269(15) 0.0044(14) -0.0063(14)
C10 0.074(2) 0.0299(17) 0.0567(19) -0.0198(14) 0.0044(16) 0.0102(16)
C11 0.083(2) 0.047(2) 0.0585(19) -0.0189(16) -0.0233(18) 0.0410(18)
C12 0.0615(19) 0.0361(17) 0.0402(14) -0.0151(13) -0.0177(14) 0.0193(14)
C13 0.0252(13) 0.0173(13) 0.0204(10) 0.0010(9) 0.0003(9) 0.0028(10)
C14 0.0269(13) 0.0238(14) 0.0225(10) -0.0032(9) -0.0003(9) 0.0014(10)
C15 0.0318(14) 0.0310(14) 0.0177(10) -0.0019(10) -0.0006(9) 0.0026(11)
C16 0.0282(13) 0.0279(14) 0.0230(11) 0.0054(10) 0.0062(9) 0.0069(11)
C17 0.0252(13) 0.0275(14) 0.0298(12) 0.0034(11) 0.0019(10) -0.0002(11)
C18 0.0286(13) 0.0261(14) 0.0226(11) -0.0021(10) -0.0011(9) 0.0004(11)
C19 0.0216(12) 0.0209(13) 0.0245(11) -0.0017(9) 0.0039(9) 0.0033(10)
C20 0.0214(12) 0.0160(12) 0.0246(10) -0.0033(9) 0.0033(9) 0.0000(9)
C21 0.0285(13) 0.0187(13) 0.0271(11) -0.0004(10) 0.0019(10) 0.0017(10)
C22 0.0357(14) 0.0188(14) 0.0389(13) -0.0029(11) -0.0010(11) -0.0054(11)
C23 0.0298(13) 0.0288(15) 0.0377(13) -0.0092(11) -0.0043(11) -0.0056(11)
C24 0.0282(13) 0.0350(16) 0.0239(11) 0.0001(11) -0.0019(9) 0.0002(11)
C25 0.0239(12) 0.0219(13) 0.0265(11) 0.0015(10) 0.0030(9) -0.0006(10)
C26 0.0188(12) 0.0241(14) 0.0238(10) 0.0010(10) 0.0013(8) 0.0030(10)
C27 0.0237(13) 0.0333(15) 0.0240(11) -0.0037(10) -0.0014(9) 0.0047(11)
C28 0.0357(15) 0.0526(18) 0.0214(11) -0.0081(11) -0.0015(10) 0.0122(13)
C29 0.0286(15) 0.060(2) 0.0287(13) 0.0081(13) 0.0089(10) 0.0129(13)
C30 0.0259(14) 0.0397(17) 0.0410(14) 0.0114(12) 0.0078(11) 0.0009(12)
C31 0.0263(13) 0.0291(14) 0.0285(11) 0.0005(10) 0.0016(9) -0.0014(11)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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
N1 O4 1.222(3) . ?
N1 O5 1.226(3) . ?
N1 C16 1.469(3) . ?
O1 C19 1.237(3) . ?
O2 C21 1.360(3) . ?
O2 H2 0.93(4) . ?
O3 C1 1.360(3) . ?
O3 H1 0.87(3) . ?
C1 C6 1.400(3) . ?
C1 C2 1.410(3) . ?
C2 C3 1.398(3) . ?
C2 C7 1.499(3) . ?
C3 C4 1.406(3) . ?
C3 C13 1.492(3) . ?
C4 C5 1.393(3) . ?
C4 C19 1.488(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C26 1.485(3) . ?
C7 C12 1.380(3) . ?
C7 C8 1.381(3) . ?
C8 C9 1.388(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.365(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.397(3) . ?
C13 C14 1.397(3) . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(3) . ?
C17 C18 1.380(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.480(3) . ?
C20 C25 1.403(3) . ?
C20 C21 1.405(3) . ?
C21 C22 1.388(3) . ?
C22 C23 1.376(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.392(3) . ?
C26 C31 1.398(3) . ?
C27 C28 1.391(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.379(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.381(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.386(3) . ?
C30 H30 0.9500 . ?
C31 H31 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
O4 N1 O5 123.3(2) . . ?
O4 N1 C16 117.9(2) . . ?
O5 N1 C16 118.8(2) . . ?
C21 O2 H2 108(2) . . ?
C1 O3 H1 109(2) . . ?
O3 C1 C6 116.68(19) . . ?
O3 C1 C2 120.9(2) . . ?
C6 C1 C2 122.4(2) . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 C7 122.48(19) . . ?
C1 C2 C7 118.18(19) . . ?
C2 C3 C4 119.03(19) . . ?
C2 C3 C13 120.26(19) . . ?
C4 C3 C13 120.6(2) . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 C19 117.99(19) . . ?
C3 C4 C19 121.64(19) . . ?
C6 C5 C4 122.5(2) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 116.78(19) . . ?
C5 C6 C26 120.5(2) . . ?
C1 C6 C26 122.6(2) . . ?
C12 C7 C8 118.6(2) . . ?
C12 C7 C2 120.3(2) . . ?
C8 C7 C2 121.1(2) . . ?
C7 C8 C9 120.5(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.7(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 119.9(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C7 C12 C11 120.9(3) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C18 C13 C14 118.84(19) . . ?
C18 C13 C3 119.57(19) . . ?
C14 C13 C3 121.6(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 122.3(2) . . ?
C15 C16 N1 119.1(2) . . ?
C17 C16 N1 118.6(2) . . ?
C18 C17 C16 118.3(2) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C17 C18 C13 121.1(2) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
O1 C19 C20 120.6(2) . . ?
O1 C19 C4 120.1(2) . . ?
C20 C19 C4 119.27(18) . . ?
C25 C20 C21 118.5(2) . . ?
C25 C20 C19 121.6(2) . . ?
C21 C20 C19 119.82(19) . . ?
O2 C21 C22 118.1(2) . . ?
O2 C21 C20 122.0(2) . . ?
C22 C21 C20 119.9(2) . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.9(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 119.2(2) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C20 121.2(2) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
C27 C26 C31 118.5(2) . . ?
C27 C26 C6 120.15(19) . . ?
C31 C26 C6 121.4(2) . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C29 C28 C27 120.5(2) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 119.5(2) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C29 C30 C31 120.6(2) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C26 120.4(2) . . ?
C30 C31 H31 119.8 . . ?
C26 C31 H31 119.8 . . ?

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
O3 C1 C2 C3 177.9(2) . . . . ?
C6 C1 C2 C3 1.2(3) . . . . ?
O3 C1 C2 C7 0.6(3) . . . . ?
C6 C1 C2 C7 -176.1(2) . . . . ?
C1 C2 C3 C4 -1.3(3) . . . . ?
C7 C2 C3 C4 175.80(19) . . . . ?
C1 C2 C3 C13 -177.14(19) . . . . ?
C7 C2 C3 C13 0.0(3) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C13 C3 C4 C5 176.04(19) . . . . ?
C2 C3 C4 C19 173.15(19) . . . . ?
C13 C3 C4 C19 -11.0(3) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C19 C4 C5 C6 -172.1(2) . . . . ?
C4 C5 C6 C1 -1.3(3) . . . . ?
C4 C5 C6 C26 -177.77(19) . . . . ?
O3 C1 C6 C5 -176.72(19) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
O3 C1 C6 C26 -0.3(3) . . . . ?
C2 C1 C6 C26 176.54(19) . . . . ?
C3 C2 C7 C12 -72.0(3) . . . . ?
C1 C2 C7 C12 105.2(3) . . . . ?
C3 C2 C7 C8 107.3(3) . . . . ?
C1 C2 C7 C8 -75.6(3) . . . . ?
C12 C7 C8 C9 -1.0(4) . . . . ?
C2 C7 C8 C9 179.8(2) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C8 C9 C10 C11 0.3(5) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
C8 C7 C12 C11 0.9(4) . . . . ?
C2 C7 C12 C11 -179.8(3) . . . . ?
C10 C11 C12 C7 -0.3(5) . . . . ?
C2 C3 C13 C18 124.0(2) . . . . ?
C4 C3 C13 C18 -51.8(3) . . . . ?
C2 C3 C13 C14 -55.0(3) . . . . ?
C4 C3 C13 C14 129.3(2) . . . . ?
C18 C13 C14 C15 -1.1(3) . . . . ?
C3 C13 C14 C15 177.8(2) . . . . ?
C13 C14 C15 C16 0.4(4) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C14 C15 C16 N1 -179.1(2) . . . . ?
O4 N1 C16 C15 -2.6(3) . . . . ?
O5 N1 C16 C15 177.7(2) . . . . ?
O4 N1 C16 C17 177.9(2) . . . . ?
O5 N1 C16 C17 -1.8(3) . . . . ?
C15 C16 C17 C18 -0.6(4) . . . . ?
N1 C16 C17 C18 179.0(2) . . . . ?
C16 C17 C18 C13 -0.2(3) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C3 C13 C18 C17 -178.0(2) . . . . ?
C5 C4 C19 O1 121.7(2) . . . . ?
C3 C4 C19 O1 -51.4(3) . . . . ?
C5 C4 C19 C20 -57.0(3) . . . . ?
C3 C4 C19 C20 129.9(2) . . . . ?
O1 C19 C20 C25 168.2(2) . . . . ?
C4 C19 C20 C25 -13.1(3) . . . . ?
O1 C19 C20 C21 -9.5(3) . . . . ?
C4 C19 C20 C21 169.1(2) . . . . ?
C25 C20 C21 O2 -178.6(2) . . . . ?
C19 C20 C21 O2 -0.8(3) . . . . ?
C25 C20 C21 C22 1.5(3) . . . . ?
C19 C20 C21 C22 179.3(2) . . . . ?
O2 C21 C22 C23 179.0(2) . . . . ?
C20 C21 C22 C23 -1.1(3) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C22 C23 C24 C25 1.3(3) . . . . ?
C23 C24 C25 C20 -0.8(3) . . . . ?
C21 C20 C25 C24 -0.5(3) . . . . ?
C19 C20 C25 C24 -178.3(2) . . . . ?
C5 C6 C26 C27 38.6(3) . . . . ?
C1 C6 C26 C27 -137.7(2) . . . . ?
C5 C6 C26 C31 -141.6(2) . . . . ?
C1 C6 C26 C31 42.1(3) . . . . ?
C31 C26 C27 C28 -1.5(3) . . . . ?
C6 C26 C27 C28 178.2(2) . . . . ?
C26 C27 C28 C29 -0.8(4) . . . . ?
C27 C28 C29 C30 2.3(4) . . . . ?
C28 C29 C30 C31 -1.5(4) . . . . ?
C29 C30 C31 C26 -0.8(4) . . . . ?
C27 C26 C31 C30 2.3(3) . . . . ?
C6 C26 C31 C30 -177.5(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.048


data_is_is1762
_database_code_depnum_ccdc_archive 'CCDC 905453'
#TrackingRef 'Savych-is_is1762.cif'


_audit_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H20 O3 S'
_chemical_formula_sum            'C29 H20 O3 S'
_chemical_formula_weight         448.51

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'

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61

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

_cell_length_a                   7.6625(7)
_cell_length_b                   22.434(2)
_cell_length_c                   25.438(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4372.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1737
_cell_measurement_theta_min      4.842
_cell_measurement_theta_max      44.115

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9005
_exptl_absorpt_correction_T_max  0.9947
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex Kappa II-CCD-diffractometer'
_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            29592
_diffrn_reflns_av_R_equivalents  0.1122
_diffrn_reflns_av_sigmaI/netI    0.1113
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5009
_reflns_number_gt                2603
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'Bruker Apex V7.51A'
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
All H atoms (except H1/H2)
were positioned geometrically and refined using a riding model, with C---H =
0.98 (methyl groups), 0.99\%A (methylene groups), 1.00\%A (methine groups) or
0.95 \%A (aryl CH) and with <i>U</i>~iso~(H) = 1.5 times <i>U</i>~eq~(C)
(methyl groups) or with <i>U</i>~iso~(H) = 1.2 times <i>U</i>~eq~(C)
(methylene groups, aryl CH, methine groups). Torsion angles of all methyl
groups were allowed to refine.

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^ > 2\s(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^)+(0.0528P)^2^+2.0166P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5009
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1469
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1549
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.77662(11) 0.25231(4) 0.72848(3) 0.0364(2) Uani 1 1 d . . .
O1 O 0.3036(3) 0.10522(11) 0.47560(8) 0.0343(6) Uani 1 1 d . . .
O2 O 0.7769(3) 0.13051(9) 0.68244(8) 0.0299(5) Uani 1 1 d . . .
O3 O 0.3663(3) 0.12118(10) 0.71095(10) 0.0396(6) Uani 1 1 d . . .
C1 C 0.4010(4) 0.11676(14) 0.51968(12) 0.0245(7) Uani 1 1 d . . .
C2 C 0.5088(4) 0.16709(14) 0.51847(11) 0.0232(7) Uani 1 1 d . . .
C3 C 0.5947(4) 0.18110(14) 0.56468(11) 0.0229(7) Uani 1 1 d . . .
H3 H 0.6632 0.2164 0.5657 0.028 Uiso 1 1 calc R . .
C4 C 0.5857(4) 0.14599(13) 0.60974(11) 0.0210(7) Uani 1 1 d . . .
C5 C 0.4867(4) 0.09325(13) 0.60928(11) 0.0208(7) Uani 1 1 d . . .
C6 C 0.3876(4) 0.07991(13) 0.56419(12) 0.0232(7) Uani 1 1 d . . .
C7 C 0.5285(4) 0.20539(14) 0.47122(12) 0.0254(7) Uani 1 1 d . . .
C8 C 0.5533(4) 0.18164(16) 0.42114(12) 0.0331(8) Uani 1 1 d . . .
H8 H 0.5494 0.1397 0.4163 0.040 Uiso 1 1 calc R . .
C9 C 0.5834(4) 0.21821(17) 0.37858(13) 0.0383(9) Uani 1 1 d . . .
H9 H 0.6019 0.2010 0.3449 0.046 Uiso 1 1 calc R . .
C10 C 0.5871(4) 0.27965(17) 0.38412(14) 0.0381(9) Uani 1 1 d . . .
H10 H 0.6083 0.3045 0.3546 0.046 Uiso 1 1 calc R . .
C11 C 0.5595(4) 0.30410(16) 0.43319(14) 0.0369(9) Uani 1 1 d . . .
H11 H 0.5596 0.3462 0.4375 0.044 Uiso 1 1 calc R . .
C12 C 0.5316(4) 0.26735(15) 0.47629(13) 0.0308(8) Uani 1 1 d . . .
H12 H 0.5143 0.2847 0.5099 0.037 Uiso 1 1 calc R . .
C13 C 0.6827(4) 0.16505(14) 0.65822(11) 0.0233(7) Uani 1 1 d . . .
C14 C 0.6568(4) 0.22650(14) 0.67602(11) 0.0245(7) Uani 1 1 d . . .
C15 C 0.5439(4) 0.27022(14) 0.65638(12) 0.0267(7) Uani 1 1 d . . .
H15 H 0.4668 0.2649 0.6275 0.032 Uiso 1 1 calc R . .
C16 C 0.5611(4) 0.32346(15) 0.68571(13) 0.0357(8) Uani 1 1 d . . .
H16 H 0.4952 0.3584 0.6785 0.043 Uiso 1 1 calc R . .
C17 C 0.6804(4) 0.32017(15) 0.72499(13) 0.0361(9) Uani 1 1 d . . .
H17 H 0.7069 0.3523 0.7480 0.043 Uiso 1 1 calc R . .
C18 C 0.4886(4) 0.04995(13) 0.65377(11) 0.0216(7) Uani 1 1 d . . .
C19 C 0.4292(4) 0.06497(13) 0.70403(12) 0.0242(7) Uani 1 1 d . . .
C20 C 0.4337(4) 0.02351(15) 0.74409(13) 0.0350(8) Uani 1 1 d . . .
H20 H 0.3941 0.0340 0.7782 0.042 Uiso 1 1 calc R . .
C21 C 0.4957(5) -0.03307(16) 0.73455(14) 0.0402(9) Uani 1 1 d . . .
H21 H 0.4993 -0.0613 0.7623 0.048 Uiso 1 1 calc R . .
C22 C 0.5525(4) -0.04920(15) 0.68512(14) 0.0362(9) Uani 1 1 d . . .
H22 H 0.5939 -0.0884 0.6787 0.043 Uiso 1 1 calc R . .
C23 C 0.5486(4) -0.00795(13) 0.64538(12) 0.0258(7) Uani 1 1 d . . .
H23 H 0.5877 -0.0191 0.6113 0.031 Uiso 1 1 calc R . .
C24 C 0.2602(4) 0.02930(14) 0.56511(12) 0.0245(7) Uani 1 1 d . . .
C25 C 0.1323(4) 0.02768(15) 0.60422(12) 0.0307(8) Uani 1 1 d . . .
H25 H 0.1203 0.0601 0.6279 0.037 Uiso 1 1 calc R . .
C26 C 0.0229(4) -0.02121(17) 0.60846(14) 0.0405(9) Uani 1 1 d . . .
H26 H -0.0629 -0.0224 0.6354 0.049 Uiso 1 1 calc R . .
C27 C 0.0380(5) -0.06797(17) 0.57390(15) 0.0426(10) Uani 1 1 d . . .
H27 H -0.0345 -0.1020 0.5779 0.051 Uiso 1 1 calc R . .
C28 C 0.1567(4) -0.06595(15) 0.53372(14) 0.0390(9) Uani 1 1 d . . .
H28 H 0.1629 -0.0976 0.5090 0.047 Uiso 1 1 calc R . .
C29 C 0.2678(4) -0.01733(14) 0.52932(13) 0.0306(8) Uani 1 1 d . . .
H29 H 0.3501 -0.0160 0.5014 0.037 Uiso 1 1 calc R . .
H1 H 0.224(5) 0.0766(18) 0.4806(15) 0.067(14) Uiso 1 1 d . . .
H2 H 0.338(6) 0.125(2) 0.7448(19) 0.101(18) Uiso 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 0.0438(5) 0.0363(5) 0.0291(5) -0.0045(4) -0.0066(4) -0.0050(4)
O1 0.0415(14) 0.0404(15) 0.0210(13) 0.0048(11) -0.0093(10) -0.0116(12)
O2 0.0387(12) 0.0281(13) 0.0229(12) 0.0049(10) -0.0097(10) 0.0007(10)
O3 0.0612(16) 0.0312(15) 0.0264(15) 0.0042(12) 0.0109(12) 0.0078(12)
C1 0.0278(16) 0.0295(19) 0.0161(17) -0.0016(15) -0.0028(13) 0.0002(14)
C2 0.0234(15) 0.0267(18) 0.0195(17) 0.0033(15) 0.0016(13) 0.0000(13)
C3 0.0240(15) 0.0230(17) 0.0218(17) 0.0033(14) 0.0008(12) -0.0018(13)
C4 0.0271(16) 0.0224(17) 0.0135(16) 0.0005(14) -0.0014(12) 0.0000(13)
C5 0.0243(15) 0.0201(17) 0.0180(17) -0.0032(14) 0.0029(12) 0.0025(13)
C6 0.0252(16) 0.0229(18) 0.0217(18) -0.0026(14) 0.0027(13) 0.0007(13)
C7 0.0231(15) 0.034(2) 0.0194(18) 0.0023(15) -0.0032(12) -0.0037(14)
C8 0.0379(19) 0.040(2) 0.0216(19) 0.0037(17) -0.0045(14) -0.0006(16)
C9 0.043(2) 0.056(3) 0.0163(19) 0.0059(18) 0.0009(15) 0.0034(19)
C10 0.0332(18) 0.052(3) 0.029(2) 0.0200(19) -0.0033(15) -0.0066(17)
C11 0.0337(18) 0.036(2) 0.041(2) 0.0126(18) -0.0065(16) -0.0058(16)
C12 0.0312(17) 0.035(2) 0.0260(19) 0.0071(17) -0.0045(14) -0.0040(15)
C13 0.0275(16) 0.0260(19) 0.0166(17) 0.0032(15) 0.0024(13) -0.0064(14)
C14 0.0323(16) 0.0256(18) 0.0155(16) -0.0018(14) 0.0022(13) -0.0073(14)
C15 0.0349(17) 0.0243(18) 0.0209(17) -0.0014(15) 0.0026(14) -0.0022(14)
C16 0.055(2) 0.027(2) 0.025(2) 0.0041(16) 0.0029(17) 0.0034(17)
C17 0.053(2) 0.026(2) 0.030(2) -0.0070(16) 0.0049(17) -0.0068(16)
C18 0.0272(15) 0.0196(17) 0.0180(17) 0.0034(14) -0.0011(12) -0.0036(13)
C19 0.0339(17) 0.0200(17) 0.0189(18) 0.0012(14) 0.0026(13) -0.0012(14)
C20 0.050(2) 0.032(2) 0.0224(19) 0.0052(16) 0.0049(15) -0.0007(17)
C21 0.053(2) 0.030(2) 0.037(2) 0.0145(18) -0.0041(17) -0.0038(17)
C22 0.045(2) 0.0219(19) 0.042(2) -0.0002(17) -0.0051(17) 0.0030(16)
C23 0.0309(17) 0.0228(18) 0.0236(18) 0.0003(15) -0.0030(14) 0.0026(14)
C24 0.0247(15) 0.0264(18) 0.0225(17) -0.0009(15) -0.0063(13) 0.0018(14)
C25 0.0294(17) 0.034(2) 0.029(2) -0.0003(16) -0.0048(14) -0.0047(15)
C26 0.0348(19) 0.056(3) 0.031(2) 0.013(2) -0.0022(15) -0.0110(18)
C27 0.041(2) 0.040(2) 0.047(2) 0.012(2) -0.0177(18) -0.0195(18)
C28 0.042(2) 0.031(2) 0.044(2) -0.0054(18) -0.0135(17) -0.0031(17)
C29 0.0282(16) 0.032(2) 0.0313(19) -0.0035(16) -0.0019(14) -0.0018(15)

#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 C17 1.694(3) . ?
S1 C14 1.720(3) . ?
O1 C1 1.372(3) . ?
O1 H1 0.89(4) . ?
O2 C13 1.225(3) . ?
O3 C19 1.362(4) . ?
O3 H2 0.89(5) . ?
C1 C2 1.399(4) . ?
C1 C6 1.406(4) . ?
C2 C3 1.383(4) . ?
C2 C7 1.485(4) . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(4) . ?
C4 C13 1.502(4) . ?
C5 C6 1.408(4) . ?
C5 C18 1.492(4) . ?
C6 C24 1.498(4) . ?
C7 C8 1.394(4) . ?
C7 C12 1.396(4) . ?
C8 C9 1.378(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.464(4) . ?
C14 C15 1.400(4) . ?
C15 C16 1.415(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.356(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C23 1.394(4) . ?
C18 C19 1.398(4) . ?
C19 C20 1.380(4) . ?
C20 C21 1.377(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.371(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C29 1.388(4) . ?
C24 C25 1.397(4) . ?
C25 C26 1.384(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.374(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.369(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(4) . ?
C28 H28 0.9500 . ?
C29 H29 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
C17 S1 C14 91.69(16) . . ?
C1 O1 H1 113(3) . . ?
C19 O3 H2 108(3) . . ?
O1 C1 C2 117.1(3) . . ?
O1 C1 C6 120.5(3) . . ?
C2 C1 C6 122.4(3) . . ?
C3 C2 C1 116.5(3) . . ?
C3 C2 C7 120.5(3) . . ?
C1 C2 C7 123.0(3) . . ?
C2 C3 C4 123.2(3) . . ?
C2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 C13 119.3(3) . . ?
C5 C4 C13 120.9(3) . . ?
C4 C5 C6 118.5(3) . . ?
C4 C5 C18 122.5(3) . . ?
C6 C5 C18 119.0(3) . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 C24 120.4(3) . . ?
C5 C6 C24 120.0(3) . . ?
C8 C7 C12 117.6(3) . . ?
C8 C7 C2 122.2(3) . . ?
C12 C7 C2 120.2(3) . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 121.1(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 119.0(3) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 120.1(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 121.4(3) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
O2 C13 C14 121.3(3) . . ?
O2 C13 C4 121.6(3) . . ?
C14 C13 C4 117.0(3) . . ?
C15 C14 C13 129.3(3) . . ?
C15 C14 S1 111.8(2) . . ?
C13 C14 S1 119.0(2) . . ?
C14 C15 C16 110.2(3) . . ?
C14 C15 H15 124.9 . . ?
C16 C15 H15 124.9 . . ?
C17 C16 C15 113.9(3) . . ?
C17 C16 H16 123.0 . . ?
C15 C16 H16 123.0 . . ?
C16 C17 S1 112.4(3) . . ?
C16 C17 H17 123.8 . . ?
S1 C17 H17 123.8 . . ?
C23 C18 C19 118.2(3) . . ?
C23 C18 C5 119.6(3) . . ?
C19 C18 C5 122.2(3) . . ?
O3 C19 C20 122.5(3) . . ?
O3 C19 C18 117.2(3) . . ?
C20 C19 C18 120.3(3) . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 120.8(3) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 119.2(3) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C18 121.5(3) . . ?
C22 C23 H23 119.2 . . ?
C18 C23 H23 119.2 . . ?
C29 C24 C25 118.5(3) . . ?
C29 C24 C6 122.3(3) . . ?
C25 C24 C6 119.2(3) . . ?
C26 C25 C24 120.0(3) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C28 C27 C26 120.6(3) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C27 C28 C29 119.6(3) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C24 C29 C28 120.9(3) . . ?
C24 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?

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
O1 C1 C2 C3 174.6(3) . . . . ?
C6 C1 C2 C3 -3.7(4) . . . . ?
O1 C1 C2 C7 -3.6(4) . . . . ?
C6 C1 C2 C7 178.1(3) . . . . ?
C1 C2 C3 C4 3.8(4) . . . . ?
C7 C2 C3 C4 -178.0(3) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C2 C3 C4 C13 -179.6(3) . . . . ?
C3 C4 C5 C6 -5.0(4) . . . . ?
C13 C4 C5 C6 175.2(3) . . . . ?
C3 C4 C5 C18 172.4(3) . . . . ?
C13 C4 C5 C18 -7.4(4) . . . . ?
O1 C1 C6 C5 -178.9(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
O1 C1 C6 C24 -3.1(4) . . . . ?
C2 C1 C6 C24 175.2(3) . . . . ?
C4 C5 C6 C1 5.0(4) . . . . ?
C18 C5 C6 C1 -172.5(3) . . . . ?
C4 C5 C6 C24 -170.8(3) . . . . ?
C18 C5 C6 C24 11.6(4) . . . . ?
C3 C2 C7 C8 136.4(3) . . . . ?
C1 C2 C7 C8 -45.4(4) . . . . ?
C3 C2 C7 C12 -40.3(4) . . . . ?
C1 C2 C7 C12 137.9(3) . . . . ?
C12 C7 C8 C9 1.4(4) . . . . ?
C2 C7 C8 C9 -175.4(3) . . . . ?
C7 C8 C9 C10 -1.1(5) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C9 C10 C11 C12 1.1(5) . . . . ?
C10 C11 C12 C7 -0.8(5) . . . . ?
C8 C7 C12 C11 -0.4(4) . . . . ?
C2 C7 C12 C11 176.4(3) . . . . ?
C3 C4 C13 O2 -130.8(3) . . . . ?
C5 C4 C13 O2 49.0(4) . . . . ?
C3 C4 C13 C14 50.5(4) . . . . ?
C5 C4 C13 C14 -129.7(3) . . . . ?
O2 C13 C14 C15 -173.8(3) . . . . ?
C4 C13 C14 C15 4.8(4) . . . . ?
O2 C13 C14 S1 6.0(4) . . . . ?
C4 C13 C14 S1 -175.4(2) . . . . ?
C17 S1 C14 C15 -0.1(2) . . . . ?
C17 S1 C14 C13 -179.9(2) . . . . ?
C13 C14 C15 C16 179.8(3) . . . . ?
S1 C14 C15 C16 -0.1(3) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 S1 -0.3(4) . . . . ?
C14 S1 C17 C16 0.2(3) . . . . ?
C4 C5 C18 C23 -117.8(3) . . . . ?
C6 C5 C18 C23 59.6(4) . . . . ?
C4 C5 C18 C19 63.2(4) . . . . ?
C6 C5 C18 C19 -119.3(3) . . . . ?
C23 C18 C19 O3 -178.1(3) . . . . ?
C5 C18 C19 O3 0.9(4) . . . . ?
C23 C18 C19 C20 1.2(4) . . . . ?
C5 C18 C19 C20 -179.9(3) . . . . ?
O3 C19 C20 C21 178.7(3) . . . . ?
C18 C19 C20 C21 -0.5(5) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C20 C21 C22 C23 0.7(5) . . . . ?
C21 C22 C23 C18 0.0(5) . . . . ?
C19 C18 C23 C22 -1.0(4) . . . . ?
C5 C18 C23 C22 -179.9(3) . . . . ?
C1 C6 C24 C29 60.6(4) . . . . ?
C5 C6 C24 C29 -123.6(3) . . . . ?
C1 C6 C24 C25 -121.5(3) . . . . ?
C5 C6 C24 C25 54.3(4) . . . . ?
C29 C24 C25 C26 3.5(5) . . . . ?
C6 C24 C25 C26 -174.5(3) . . . . ?
C24 C25 C26 C27 -0.8(5) . . . . ?
C25 C26 C27 C28 -2.4(5) . . . . ?
C26 C27 C28 C29 2.8(5) . . . . ?
C25 C24 C29 C28 -3.1(5) . . . . ?
C6 C24 C29 C28 174.8(3) . . . . ?
C27 C28 C29 C24 0.0(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.066