data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Ikyon Kim'
_publ_contact_author_email       IKYON@KRICT.RE.KR

_publ_section_title              
;
A versatile approach to oligostilbenoid natural
products-total synthesis of permethylated analogues of viniferifuran,
malibatol A, and shoreaphenol
;
_publ_author_name                'Ikyon Kim'

# Attachment '2,3-diarylbenzofuran-ikyon.cif'

data_k1
_database_code_depnum_ccdc_archive 'CCDC 713936'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            2,3-diarylbenzofuran
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 O7'
_chemical_formula_weight         448.45

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.67960(10)
_cell_length_b                   8.70720(10)
_cell_length_c                   17.3304(2)
_cell_angle_alpha                81.5790(10)
_cell_angle_beta                 78.9190(10)
_cell_angle_gamma                87.9110(10)
_cell_volume                     1124.94(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7129
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.85

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9607
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20569
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.21
_diffrn_reflns_theta_max         28.35
_reflns_number_total             5535
_reflns_number_gt                4048
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0642P)^2^+0.1405P] 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    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5535
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.92311(17) 0.73590(15) 0.38389(7) 0.0420(3) Uani 1 1 d . . .
O2 O 0.77150(12) 0.82301(11) 0.39824(5) 0.0450(2) Uani 1 1 d . . .
C3 C 0.69513(17) 0.83301(15) 0.33119(7) 0.0414(3) Uani 1 1 d . . .
C4 C 0.79529(17) 0.75573(14) 0.27526(7) 0.0407(3) Uani 1 1 d . . .
C5 C 0.94649(17) 0.69215(14) 0.30834(7) 0.0406(3) Uani 1 1 d . . .
C6 C 1.09806(18) 0.60174(15) 0.28460(8) 0.0443(3) Uani 1 1 d . . .
C7 C 1.20932(18) 0.55782(16) 0.33789(8) 0.0506(3) Uani 1 1 d . . .
H7A H 1.3066 0.4942 0.3236 0.061 Uiso 1 1 calc R . .
C8 C 1.17989(18) 0.60623(17) 0.41273(8) 0.0497(3) Uani 1 1 d . . .
C9 C 1.03534(18) 0.69848(16) 0.43735(8) 0.0473(3) Uani 1 1 d . . .
H9A H 1.0151 0.7330 0.4866 0.057 Uiso 1 1 calc R . .
O10 O 1.30523(14) 0.55694(14) 0.45763(7) 0.0674(3) Uani 1 1 d . . .
C11 C 1.2945(2) 0.6190(2) 0.52990(10) 0.0715(5) Uani 1 1 d . . .
H11A H 1.3887 0.5763 0.5560 0.107 Uiso 1 1 calc R . .
H11B H 1.1823 0.5927 0.5638 0.107 Uiso 1 1 calc R . .
H11C H 1.3054 0.7299 0.5187 0.107 Uiso 1 1 calc R . .
C12 C 1.15179(18) 0.55957(16) 0.20301(8) 0.0491(3) Uani 1 1 d . . .
O13 O 1.20674(19) 0.43478(14) 0.18791(7) 0.0805(4) Uani 1 1 d . . .
O14 O 1.13716(14) 0.67999(12) 0.14825(6) 0.0586(3) Uani 1 1 d . . .
C15 C 1.1786(3) 0.6512(2) 0.06675(9) 0.0718(5) Uani 1 1 d . . .
H15A H 1.1635 0.7454 0.0321 0.108 Uiso 1 1 calc R . .
H15B H 1.1006 0.5734 0.0592 0.108 Uiso 1 1 calc R . .
H15C H 1.2993 0.6156 0.0547 0.108 Uiso 1 1 calc R . .
C16 C 0.53040(17) 0.92319(15) 0.33578(7) 0.0417(3) Uani 1 1 d . . .
C17 C 0.41209(18) 0.91482(16) 0.28515(8) 0.0462(3) Uani 1 1 d . . .
H17A H 0.4386 0.8501 0.2462 0.055 Uiso 1 1 calc R . .
C18 C 0.25615(18) 1.00015(16) 0.29116(8) 0.0472(3) Uani 1 1 d . . .
H18A H 0.1793 0.9927 0.2564 0.057 Uiso 1 1 calc R . .
C19 C 0.21414(18) 1.09698(16) 0.34901(8) 0.0480(3) Uani 1 1 d . . .
C20 C 0.3316(2) 1.10894(19) 0.39930(9) 0.0586(4) Uani 1 1 d . . .
H20A H 0.3057 1.1752 0.4376 0.070 Uiso 1 1 calc R . .
C21 C 0.48621(19) 1.02347(18) 0.39291(8) 0.0532(4) Uani 1 1 d . . .
H21A H 0.5633 1.0324 0.4273 0.064 Uiso 1 1 calc R . .
O22 O 0.06123(14) 1.18226(14) 0.36164(6) 0.0648(3) Uani 1 1 d . . .
C23 C -0.0538(2) 1.1850(2) 0.30639(11) 0.0648(4) Uani 1 1 d . . .
H23A H -0.1559 1.2483 0.3218 0.097 Uiso 1 1 calc R . .
H23B H -0.0909 1.0813 0.3056 0.097 Uiso 1 1 calc R . .
H23C H 0.0076 1.2273 0.2544 0.097 Uiso 1 1 calc R . .
C24 C 0.75373(16) 0.73242(15) 0.19754(7) 0.0413(3) Uani 1 1 d . . .
C25 C 0.70526(17) 0.58444(15) 0.18803(8) 0.0447(3) Uani 1 1 d . . .
H25A H 0.6973 0.5034 0.2299 0.054 Uiso 1 1 calc R . .
C26 C 0.66908(18) 0.55947(16) 0.11569(8) 0.0476(3) Uani 1 1 d . . .
C27 C 0.6796(2) 0.68057(18) 0.05257(8) 0.0528(3) Uani 1 1 d . . .
H27A H 0.6535 0.6635 0.0043 0.063 Uiso 1 1 calc R . .
C28 C 0.7290(2) 0.82536(17) 0.06273(8) 0.0519(3) Uani 1 1 d . . .
C29 C 0.76592(19) 0.85238(16) 0.13531(8) 0.0485(3) Uani 1 1 d . . .
H29A H 0.7986 0.9509 0.1417 0.058 Uiso 1 1 calc R . .
O30 O 0.62313(16) 0.41947(12) 0.09943(6) 0.0659(3) Uani 1 1 d . . .
C31 C 0.6178(3) 0.29020(19) 0.15998(12) 0.0797(5) Uani 1 1 d . . .
H31A H 0.5836 0.1994 0.1413 0.120 Uiso 1 1 calc R . .
H31B H 0.5332 0.3100 0.2060 0.120 Uiso 1 1 calc R . .
H31C H 0.7331 0.2737 0.1736 0.120 Uiso 1 1 calc R . .
O32 O 0.7475(2) 0.95156(14) 0.00476(6) 0.0794(4) Uani 1 1 d . . .
C33 C 0.7238(4) 0.9304(3) -0.07199(11) 0.1136(9) Uani 1 1 d . . .
H33A H 0.7408 1.0274 -0.1067 0.170 Uiso 1 1 calc R . .
H33B H 0.6059 0.8939 -0.0690 0.170 Uiso 1 1 calc R . .
H33C H 0.8086 0.8555 -0.0923 0.170 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0457(7) 0.0423(7) 0.0375(6) -0.0080(5) -0.0061(5) 0.0043(5)
O2 0.0502(5) 0.0536(5) 0.0338(4) -0.0136(4) -0.0104(4) 0.0102(4)
C3 0.0503(7) 0.0443(7) 0.0319(6) -0.0096(5) -0.0103(5) 0.0026(5)
C4 0.0492(7) 0.0384(6) 0.0349(6) -0.0085(5) -0.0072(5) 0.0014(5)
C5 0.0479(7) 0.0387(6) 0.0348(6) -0.0069(5) -0.0058(5) -0.0001(5)
C6 0.0516(7) 0.0394(7) 0.0402(7) -0.0088(5) -0.0028(5) 0.0025(5)
C7 0.0504(7) 0.0485(8) 0.0509(8) -0.0087(6) -0.0051(6) 0.0087(6)
C8 0.0490(7) 0.0537(8) 0.0464(7) -0.0040(6) -0.0124(6) 0.0056(6)
C9 0.0530(8) 0.0528(8) 0.0367(6) -0.0084(6) -0.0096(6) 0.0046(6)
O10 0.0606(6) 0.0879(8) 0.0585(6) -0.0164(6) -0.0232(5) 0.0246(6)
C11 0.0706(11) 0.0876(12) 0.0653(10) -0.0185(9) -0.0322(9) 0.0150(9)
C12 0.0507(7) 0.0469(8) 0.0475(7) -0.0140(6) 0.0012(6) 0.0015(6)
O13 0.1113(10) 0.0567(7) 0.0663(7) -0.0224(6) 0.0084(7) 0.0181(6)
O14 0.0741(7) 0.0591(6) 0.0387(5) -0.0116(4) 0.0007(5) 0.0084(5)
C15 0.0818(12) 0.0907(13) 0.0401(8) -0.0185(8) 0.0010(8) 0.0059(9)
C16 0.0468(7) 0.0449(7) 0.0340(6) -0.0089(5) -0.0067(5) 0.0024(5)
C17 0.0528(7) 0.0490(7) 0.0389(7) -0.0139(5) -0.0084(6) 0.0002(6)
C18 0.0478(7) 0.0544(8) 0.0418(7) -0.0086(6) -0.0128(6) -0.0018(6)
C19 0.0472(7) 0.0517(8) 0.0444(7) -0.0084(6) -0.0069(6) 0.0059(6)
C20 0.0600(9) 0.0724(10) 0.0508(8) -0.0307(7) -0.0154(7) 0.0174(7)
C21 0.0555(8) 0.0677(9) 0.0431(7) -0.0236(7) -0.0165(6) 0.0117(7)
O22 0.0559(6) 0.0789(7) 0.0645(7) -0.0239(6) -0.0176(5) 0.0212(5)
C23 0.0530(8) 0.0699(10) 0.0748(11) -0.0109(8) -0.0212(8) 0.0090(7)
C24 0.0458(7) 0.0444(7) 0.0351(6) -0.0124(5) -0.0070(5) 0.0052(5)
C25 0.0523(7) 0.0429(7) 0.0393(7) -0.0096(5) -0.0075(5) 0.0016(5)
C26 0.0509(7) 0.0489(8) 0.0465(7) -0.0182(6) -0.0091(6) -0.0005(6)
C27 0.0613(8) 0.0639(9) 0.0377(7) -0.0169(6) -0.0140(6) 0.0016(7)
C28 0.0652(9) 0.0533(8) 0.0376(7) -0.0041(6) -0.0127(6) 0.0017(6)
C29 0.0642(8) 0.0422(7) 0.0410(7) -0.0093(5) -0.0120(6) -0.0001(6)
O30 0.0895(8) 0.0562(6) 0.0596(6) -0.0226(5) -0.0201(6) -0.0101(6)
C31 0.1089(15) 0.0461(9) 0.0957(14) -0.0171(9) -0.0421(12) -0.0045(9)
O32 0.1318(11) 0.0657(7) 0.0443(6) 0.0038(5) -0.0323(7) -0.0114(7)
C33 0.205(3) 0.0951(15) 0.0476(10) 0.0065(10) -0.0495(14) -0.0258(17)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.3683(14) . ?
C1 C9 1.3804(17) . ?
C1 C5 1.3936(17) . ?
O2 C3 1.3894(14) . ?
C3 C4 1.3603(17) . ?
C3 C16 1.4596(18) . ?
C4 C5 1.4489(18) . ?
C4 C24 1.4858(17) . ?
C5 C6 1.4099(17) . ?
C6 C7 1.3803(19) . ?
C6 C12 1.4905(18) . ?
C7 C8 1.397(2) . ?
C7 H7A 0.9300 . ?
C8 O10 1.3697(16) . ?
C8 C9 1.3831(19) . ?
C9 H9A 0.9300 . ?
O10 C11 1.422(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O13 1.1977(17) . ?
C12 O14 1.3242(17) . ?
O14 C15 1.4438(17) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.3896(18) . ?
C16 C21 1.4001(18) . ?
C17 C18 1.3809(19) . ?
C17 H17A 0.9300 . ?
C18 C19 1.3869(19) . ?
C18 H18A 0.9300 . ?
C19 O22 1.3651(16) . ?
C19 C20 1.3858(19) . ?
C20 C21 1.3727(19) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
O22 C23 1.4194(18) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C29 1.3788(18) . ?
C24 C25 1.3953(18) . ?
C25 C26 1.3835(18) . ?
C25 H25A 0.9300 . ?
C26 O30 1.3638(16) . ?
C26 C27 1.396(2) . ?
C27 C28 1.375(2) . ?
C27 H27A 0.9300 . ?
C28 O32 1.3676(17) . ?
C28 C29 1.3953(18) . ?
C29 H29A 0.9300 . ?
O30 C31 1.418(2) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O32 C33 1.416(2) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 C9 124.05(11) . . ?
O2 C1 C5 110.26(11) . . ?
C9 C1 C5 125.69(12) . . ?
C1 O2 C3 106.69(9) . . ?
C4 C3 O2 110.86(11) . . ?
C4 C3 C16 134.73(11) . . ?
O2 C3 C16 114.40(10) . . ?
C3 C4 C5 106.40(10) . . ?
C3 C4 C24 127.15(11) . . ?
C5 C4 C24 126.36(11) . . ?
C1 C5 C6 117.03(11) . . ?
C1 C5 C4 105.78(11) . . ?
C6 C5 C4 137.18(12) . . ?
C7 C6 C5 118.56(12) . . ?
C7 C6 C12 117.80(12) . . ?
C5 C6 C12 123.50(12) . . ?
C6 C7 C8 121.84(12) . . ?
C6 C7 H7A 119.1 . . ?
C8 C7 H7A 119.1 . . ?
O10 C8 C9 123.95(13) . . ?
O10 C8 C7 114.78(12) . . ?
C9 C8 C7 121.27(13) . . ?
C1 C9 C8 115.54(12) . . ?
C1 C9 H9A 122.2 . . ?
C8 C9 H9A 122.2 . . ?
C8 O10 C11 117.06(12) . . ?
O10 C11 H11A 109.5 . . ?
O10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O13 C12 O14 123.63(13) . . ?
O13 C12 C6 125.03(14) . . ?
O14 C12 C6 111.30(11) . . ?
C12 O14 C15 116.24(12) . . ?
O14 C15 H15A 109.5 . . ?
O14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 117.24(12) . . ?
C17 C16 C3 122.75(11) . . ?
C21 C16 C3 120.00(11) . . ?
C18 C17 C16 121.69(12) . . ?
C18 C17 H17A 119.2 . . ?
C16 C17 H17A 119.2 . . ?
C17 C18 C19 119.96(12) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
O22 C19 C20 116.10(12) . . ?
O22 C19 C18 124.62(12) . . ?
C20 C19 C18 119.27(12) . . ?
C21 C20 C19 120.31(13) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C16 121.50(13) . . ?
C20 C21 H21A 119.3 . . ?
C16 C21 H21A 119.3 . . ?
C19 O22 C23 117.55(12) . . ?
O22 C23 H23A 109.5 . . ?
O22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C24 C25 120.24(12) . . ?
C29 C24 C4 121.35(11) . . ?
C25 C24 C4 118.39(11) . . ?
C26 C25 C24 119.36(12) . . ?
C26 C25 H25A 120.3 . . ?
C24 C25 H25A 120.3 . . ?
O30 C26 C25 124.34(13) . . ?
O30 C26 C27 114.88(12) . . ?
C25 C26 C27 120.78(12) . . ?
C28 C27 C26 119.10(12) . . ?
C28 C27 H27A 120.4 . . ?
C26 C27 H27A 120.4 . . ?
O32 C28 C27 124.26(12) . . ?
O32 C28 C29 114.95(13) . . ?
C27 C28 C29 120.79(13) . . ?
C24 C29 C28 119.71(12) . . ?
C24 C29 H29A 120.1 . . ?
C28 C29 H29A 120.1 . . ?
C26 O30 C31 117.64(12) . . ?
O30 C31 H31A 109.5 . . ?
O30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 O32 C33 118.08(14) . . ?
O32 C33 H33A 109.5 . . ?
O32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C9 C1 O2 C3 -179.25(12) . . . . ?
C5 C1 O2 C3 0.96(14) . . . . ?
C1 O2 C3 C4 -0.46(14) . . . . ?
C1 O2 C3 C16 -179.83(11) . . . . ?
O2 C3 C4 C5 -0.19(14) . . . . ?
C16 C3 C4 C5 179.01(14) . . . . ?
O2 C3 C4 C24 176.49(12) . . . . ?
C16 C3 C4 C24 -4.3(2) . . . . ?
O2 C1 C5 C6 179.82(11) . . . . ?
C9 C1 C5 C6 0.0(2) . . . . ?
O2 C1 C5 C4 -1.06(14) . . . . ?
C9 C1 C5 C4 179.14(13) . . . . ?
C3 C4 C5 C1 0.75(14) . . . . ?
C24 C4 C5 C1 -175.96(12) . . . . ?
C3 C4 C5 C6 179.59(15) . . . . ?
C24 C4 C5 C6 2.9(2) . . . . ?
C1 C5 C6 C7 2.27(18) . . . . ?
C4 C5 C6 C7 -176.47(14) . . . . ?
C1 C5 C6 C12 -173.46(12) . . . . ?
C4 C5 C6 C12 7.8(2) . . . . ?
C5 C6 C7 C8 -2.9(2) . . . . ?
C12 C6 C7 C8 173.06(13) . . . . ?
C6 C7 C8 O10 -177.98(13) . . . . ?
C6 C7 C8 C9 1.2(2) . . . . ?
O2 C1 C9 C8 178.53(12) . . . . ?
C5 C1 C9 C8 -1.7(2) . . . . ?
O10 C8 C9 C1 -179.82(13) . . . . ?
C7 C8 C9 C1 1.1(2) . . . . ?
C9 C8 O10 C11 -7.0(2) . . . . ?
C7 C8 O10 C11 172.13(14) . . . . ?
C7 C6 C12 O13 45.7(2) . . . . ?
C5 C6 C12 O13 -138.58(17) . . . . ?
C7 C6 C12 O14 -132.12(14) . . . . ?
C5 C6 C12 O14 43.64(18) . . . . ?
O13 C12 O14 C15 4.7(2) . . . . ?
C6 C12 O14 C15 -177.47(13) . . . . ?
C4 C3 C16 C17 17.5(2) . . . . ?
O2 C3 C16 C17 -163.31(12) . . . . ?
C4 C3 C16 C21 -162.41(15) . . . . ?
O2 C3 C16 C21 16.76(18) . . . . ?
C21 C16 C17 C18 -0.7(2) . . . . ?
C3 C16 C17 C18 179.34(12) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C17 C18 C19 O22 -177.81(13) . . . . ?
C17 C18 C19 C20 1.2(2) . . . . ?
O22 C19 C20 C21 177.80(14) . . . . ?
C18 C19 C20 C21 -1.3(2) . . . . ?
C19 C20 C21 C16 0.4(3) . . . . ?
C17 C16 C21 C20 0.6(2) . . . . ?
C3 C16 C21 C20 -179.43(14) . . . . ?
C20 C19 O22 C23 173.84(14) . . . . ?
C18 C19 O22 C23 -7.1(2) . . . . ?
C3 C4 C24 C29 73.31(18) . . . . ?
C5 C4 C24 C29 -110.65(15) . . . . ?
C3 C4 C24 C25 -108.05(15) . . . . ?
C5 C4 C24 C25 67.99(17) . . . . ?
C29 C24 C25 C26 -0.2(2) . . . . ?
C4 C24 C25 C26 -178.84(12) . . . . ?
C24 C25 C26 O30 179.01(12) . . . . ?
C24 C25 C26 C27 -0.4(2) . . . . ?
O30 C26 C27 C28 -178.52(13) . . . . ?
C25 C26 C27 C28 0.9(2) . . . . ?
C26 C27 C28 O32 178.50(14) . . . . ?
C26 C27 C28 C29 -0.9(2) . . . . ?
C25 C24 C29 C28 0.2(2) . . . . ?
C4 C24 C29 C28 178.82(12) . . . . ?
O32 C28 C29 C24 -179.11(13) . . . . ?
C27 C28 C29 C24 0.4(2) . . . . ?
C25 C26 O30 C31 -2.1(2) . . . . ?
C27 C26 O30 C31 177.28(15) . . . . ?
C27 C28 O32 C33 -3.6(3) . . . . ?
C29 C28 O32 C33 175.85(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        28.35
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.042

# Attachment '3-arylbenzofuran_dimer.cif'

data_d
_database_code_depnum_ccdc_archive 'CCDC 713937'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            3-arylbenzofuran
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H34 O12'
_chemical_formula_weight         682.65

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.58670(10)
_cell_length_b                   7.95690(10)
_cell_length_c                   14.3677(2)
_cell_angle_alpha                79.6550(10)
_cell_angle_beta                 81.4100(10)
_cell_angle_gamma                81.7620(10)
_cell_volume                     837.591(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4302
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      27.52

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             358
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15109
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.45
_diffrn_reflns_theta_max         28.30
_reflns_number_total             4103
_reflns_number_gt                2750
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+0.1037P] 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    refxyz
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         4103
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41546(13) 0.21900(11) 0.45731(6) 0.0413(2) Uani 1 1 d . . .
C2 C 0.46214(18) 0.07398(16) 0.52189(9) 0.0377(3) Uani 1 1 d . . .
C3 C 0.42141(17) 0.10354(17) 0.61393(9) 0.0366(3) Uani 1 1 d . . .
C4 C 0.35169(17) 0.28388(16) 0.60645(9) 0.0357(3) Uani 1 1 d . . .
C5 C 0.29641(18) 0.40209(17) 0.67032(9) 0.0395(3) Uani 1 1 d . . .
C6 C 0.2235(2) 0.56607(18) 0.63511(10) 0.0445(3) Uani 1 1 d . . .
H6A H 0.1845 0.6446 0.6768 0.053 Uiso 1 1 calc R . .
C7 C 0.20694(19) 0.61699(17) 0.53787(10) 0.0434(3) Uani 1 1 d . . .
C8 C 0.27179(19) 0.50789(17) 0.47262(10) 0.0417(3) Uani 1 1 d . . .
H8A H 0.2672 0.5421 0.4075 0.050 Uiso 1 1 calc R . .
C9 C 0.34378(18) 0.34501(17) 0.51010(9) 0.0376(3) Uani 1 1 d . . .
O10 O 0.12808(16) 0.78203(13) 0.51391(8) 0.0589(3) Uani 1 1 d . . .
C11 C 0.0965(2) 0.8367(2) 0.41723(12) 0.0607(4) Uani 1 1 d . . .
H11A H 0.0421 0.9541 0.4092 0.091 Uiso 1 1 calc R . .
H11B H 0.0176 0.7652 0.4011 0.091 Uiso 1 1 calc R . .
H11C H 0.2084 0.8276 0.3762 0.091 Uiso 1 1 calc R . .
C12 C 0.3265(2) 0.36028(18) 0.77240(10) 0.0450(3) Uani 1 1 d . . .
O13 O 0.22014(18) 0.39579(16) 0.83824(7) 0.0681(4) Uani 1 1 d . . .
O14 O 0.49212(15) 0.28105(14) 0.78062(7) 0.0569(3) Uani 1 1 d . . .
C15 C 0.5336(3) 0.2202(3) 0.87677(13) 0.0797(6) Uani 1 1 d . . .
H15A H 0.6550 0.1652 0.8748 0.120 Uiso 1 1 calc R . .
H15B H 0.4532 0.1391 0.9087 0.120 Uiso 1 1 calc R . .
H15C H 0.5202 0.3157 0.9107 0.120 Uiso 1 1 calc R . .
C16 C 0.40905(19) -0.02041(17) 0.70455(9) 0.0383(3) Uani 1 1 d . . .
C17 C 0.2432(2) -0.01691(18) 0.76005(9) 0.0429(3) Uani 1 1 d . . .
H17A H 0.1476 0.0612 0.7399 0.052 Uiso 1 1 calc R . .
C18 C 0.2188(2) -0.12937(19) 0.84567(10) 0.0479(4) Uani 1 1 d . . .
C19 C 0.3595(2) -0.24480(19) 0.87668(10) 0.0524(4) Uani 1 1 d . . .
H19A H 0.3436 -0.3199 0.9340 0.063 Uiso 1 1 calc R . .
C20 C 0.5254(2) -0.24706(19) 0.82086(10) 0.0500(4) Uani 1 1 d . . .
C21 C 0.5529(2) -0.13614(18) 0.73556(10) 0.0438(3) Uani 1 1 d . . .
H21A H 0.6654 -0.1386 0.6994 0.053 Uiso 1 1 calc R . .
O22 O 0.04772(16) -0.11553(16) 0.89249(8) 0.0686(4) Uani 1 1 d . . .
C23 C 0.0109(3) -0.2308(3) 0.97968(13) 0.0879(7) Uani 1 1 d . . .
H23A H -0.1130 -0.2080 1.0050 0.132 Uiso 1 1 calc R . .
H23B H 0.0856 -0.2145 1.0249 0.132 Uiso 1 1 calc R . .
H23C H 0.0353 -0.3473 0.9677 0.132 Uiso 1 1 calc R . .
O24 O 0.65620(18) -0.36744(15) 0.85719(8) 0.0714(4) Uani 1 1 d . . .
C25 C 0.8225(3) -0.3913(3) 0.79908(15) 0.0837(6) Uani 1 1 d . . .
H25A H 0.9020 -0.4783 0.8325 0.126 Uiso 1 1 calc R . .
H25B H 0.8748 -0.2851 0.7841 0.126 Uiso 1 1 calc R . .
H25C H 0.8038 -0.4266 0.7412 0.126 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0552(6) 0.0358(5) 0.0292(5) -0.0029(4) -0.0020(4) 0.0000(4)
C2 0.0447(8) 0.0337(7) 0.0312(7) -0.0001(5) -0.0017(5) -0.0031(6)
C3 0.0381(7) 0.0376(7) 0.0318(7) -0.0016(5) -0.0023(5) -0.0036(6)
C4 0.0376(7) 0.0359(7) 0.0314(7) -0.0028(5) -0.0007(5) -0.0046(5)
C5 0.0438(8) 0.0403(7) 0.0325(7) -0.0045(6) 0.0005(6) -0.0064(6)
C6 0.0502(8) 0.0406(8) 0.0408(8) -0.0099(6) 0.0015(6) -0.0027(6)
C7 0.0459(8) 0.0346(7) 0.0461(8) -0.0017(6) -0.0043(6) -0.0009(6)
C8 0.0475(8) 0.0400(7) 0.0349(7) -0.0002(6) -0.0054(6) -0.0034(6)
C9 0.0409(7) 0.0365(7) 0.0334(7) -0.0043(5) -0.0006(5) -0.0041(6)
O10 0.0751(8) 0.0394(6) 0.0563(7) -0.0033(5) -0.0120(6) 0.0111(5)
C11 0.0687(11) 0.0469(9) 0.0609(10) 0.0044(8) -0.0172(8) 0.0043(8)
C12 0.0580(9) 0.0405(8) 0.0367(7) -0.0070(6) -0.0032(7) -0.0079(7)
O13 0.0841(9) 0.0773(8) 0.0368(6) -0.0120(6) 0.0060(6) 0.0003(7)
O14 0.0629(7) 0.0654(7) 0.0443(6) -0.0086(5) -0.0169(5) -0.0037(6)
C15 0.1025(16) 0.0838(13) 0.0570(11) -0.0040(10) -0.0387(11) -0.0050(12)
C16 0.0484(8) 0.0352(7) 0.0305(7) -0.0036(5) -0.0034(6) -0.0059(6)
C17 0.0477(8) 0.0431(8) 0.0357(7) -0.0026(6) -0.0029(6) -0.0052(6)
C18 0.0599(10) 0.0484(8) 0.0345(7) -0.0046(6) 0.0030(6) -0.0156(7)
C19 0.0770(11) 0.0469(9) 0.0317(7) 0.0031(6) -0.0059(7) -0.0147(8)
C20 0.0664(10) 0.0436(8) 0.0389(8) -0.0017(6) -0.0145(7) -0.0007(7)
C21 0.0508(8) 0.0435(8) 0.0352(7) -0.0028(6) -0.0062(6) -0.0025(6)
O22 0.0672(8) 0.0790(8) 0.0495(7) 0.0043(6) 0.0161(6) -0.0178(6)
C23 0.0978(16) 0.1048(16) 0.0506(11) 0.0095(11) 0.0209(10) -0.0361(13)
O24 0.0830(9) 0.0651(8) 0.0556(7) 0.0118(6) -0.0208(6) 0.0116(7)
C25 0.0754(14) 0.0864(14) 0.0807(14) -0.0049(11) -0.0247(11) 0.0243(11)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.3674(15) . ?
O1 C2 1.3836(15) . ?
C2 C3 1.3669(17) . ?
C2 C2 1.441(3) 2_656 ?
C3 C4 1.4472(18) . ?
C3 C16 1.4851(17) . ?
C4 C9 1.3896(17) . ?
C4 C5 1.4088(18) . ?
C5 C6 1.3798(19) . ?
C5 C12 1.4890(18) . ?
C6 C7 1.4023(19) . ?
C6 H6A 0.9300 . ?
C7 O10 1.3693(16) . ?
C7 C8 1.3808(19) . ?
C8 C9 1.3793(18) . ?
C8 H8A 0.9300 . ?
O10 C11 1.4244(18) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O13 1.1953(17) . ?
C12 O14 1.3342(18) . ?
O14 C15 1.4451(18) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.3850(19) . ?
C16 C21 1.3955(18) . ?
C17 C18 1.3901(19) . ?
C17 H17A 0.9300 . ?
C18 O22 1.3690(18) . ?
C18 C19 1.377(2) . ?
C19 C20 1.387(2) . ?
C19 H19A 0.9300 . ?
C20 O24 1.3701(17) . ?
C20 C21 1.3829(19) . ?
C21 H21A 0.9300 . ?
O22 C23 1.430(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
O24 C25 1.414(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C2 106.28(9) . . ?
C3 C2 O1 111.77(11) . . ?
C3 C2 C2 134.42(15) . 2_656 ?
O1 C2 C2 113.79(13) . 2_656 ?
C2 C3 C4 105.07(11) . . ?
C2 C3 C16 129.87(12) . . ?
C4 C3 C16 123.84(11) . . ?
C9 C4 C5 117.37(12) . . ?
C9 C4 C3 106.57(11) . . ?
C5 C4 C3 136.05(12) . . ?
C6 C5 C4 118.50(12) . . ?
C6 C5 C12 119.06(12) . . ?
C4 C5 C12 122.28(12) . . ?
C5 C6 C7 121.47(13) . . ?
C5 C6 H6A 119.3 . . ?
C7 C6 H6A 119.3 . . ?
O10 C7 C8 123.86(13) . . ?
O10 C7 C6 114.84(13) . . ?
C8 C7 C6 121.27(12) . . ?
C9 C8 C7 115.73(12) . . ?
C9 C8 H8A 122.1 . . ?
C7 C8 H8A 122.1 . . ?
O1 C9 C8 124.56(12) . . ?
O1 C9 C4 110.11(11) . . ?
C8 C9 C4 125.32(12) . . ?
C7 O10 C11 117.22(12) . . ?
O10 C11 H11A 109.5 . . ?
O10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O13 C12 O14 124.12(14) . . ?
O13 C12 C5 125.35(15) . . ?
O14 C12 C5 110.50(12) . . ?
C12 O14 C15 116.04(13) . . ?
O14 C15 H15A 109.5 . . ?
O14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 119.67(12) . . ?
C17 C16 C3 116.43(12) . . ?
C21 C16 C3 123.90(13) . . ?
C16 C17 C18 120.40(13) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
O22 C18 C19 124.98(13) . . ?
O22 C18 C17 114.59(14) . . ?
C19 C18 C17 120.43(14) . . ?
C18 C19 C20 118.83(13) . . ?
C18 C19 H19A 120.6 . . ?
C20 C19 H19A 120.6 . . ?
O24 C20 C21 123.78(15) . . ?
O24 C20 C19 114.47(13) . . ?
C21 C20 C19 121.75(14) . . ?
C20 C21 C16 118.93(14) . . ?
C20 C21 H21A 120.5 . . ?
C16 C21 H21A 120.5 . . ?
C18 O22 C23 117.82(15) . . ?
O22 C23 H23A 109.5 . . ?
O22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 O24 C25 117.62(13) . . ?
O24 C25 H25A 109.5 . . ?
O24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C9 O1 C2 C3 0.37(15) . . . . ?
C9 O1 C2 C2 178.98(15) . . . 2_656 ?
O1 C2 C3 C4 -2.96(15) . . . . ?
C2 C2 C3 C4 178.8(2) 2_656 . . . ?
O1 C2 C3 C16 164.55(13) . . . . ?
C2 C2 C3 C16 -13.7(3) 2_656 . . . ?
C2 C3 C4 C9 4.37(15) . . . . ?
C16 C3 C4 C9 -164.11(12) . . . . ?
C2 C3 C4 C5 -174.79(16) . . . . ?
C16 C3 C4 C5 16.7(2) . . . . ?
C9 C4 C5 C6 5.6(2) . . . . ?
C3 C4 C5 C6 -175.33(15) . . . . ?
C9 C4 C5 C12 -169.72(12) . . . . ?
C3 C4 C5 C12 9.4(3) . . . . ?
C4 C5 C6 C7 -1.2(2) . . . . ?
C12 C5 C6 C7 174.28(13) . . . . ?
C5 C6 C7 O10 178.44(13) . . . . ?
C5 C6 C7 C8 -3.5(2) . . . . ?
O10 C7 C8 C9 -178.80(13) . . . . ?
C6 C7 C8 C9 3.4(2) . . . . ?
C2 O1 C9 C8 -176.49(13) . . . . ?
C2 O1 C9 C4 2.56(14) . . . . ?
C7 C8 C9 O1 -179.66(13) . . . . ?
C7 C8 C9 C4 1.4(2) . . . . ?
C5 C4 C9 O1 174.99(12) . . . . ?
C3 C4 C9 O1 -4.35(15) . . . . ?
C5 C4 C9 C8 -6.0(2) . . . . ?
C3 C4 C9 C8 174.69(13) . . . . ?
C8 C7 O10 C11 6.3(2) . . . . ?
C6 C7 O10 C11 -175.76(13) . . . . ?
C6 C5 C12 O13 46.8(2) . . . . ?
C4 C5 C12 O13 -137.98(16) . . . . ?
C6 C5 C12 O14 -131.50(14) . . . . ?
C4 C5 C12 O14 43.77(18) . . . . ?
O13 C12 O14 C15 6.8(2) . . . . ?
C5 C12 O14 C15 -174.90(14) . . . . ?
C2 C3 C16 C17 -118.51(16) . . . . ?
C4 C3 C16 C17 46.93(19) . . . . ?
C2 C3 C16 C21 61.8(2) . . . . ?
C4 C3 C16 C21 -132.75(14) . . . . ?
C21 C16 C17 C18 -0.8(2) . . . . ?
C3 C16 C17 C18 179.46(12) . . . . ?
C16 C17 C18 O22 -178.51(13) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
O22 C18 C19 C20 178.65(14) . . . . ?
C17 C18 C19 C20 -0.2(2) . . . . ?
C18 C19 C20 O24 -179.34(13) . . . . ?
C18 C19 C20 C21 0.4(2) . . . . ?
O24 C20 C21 C16 178.92(13) . . . . ?
C19 C20 C21 C16 -0.7(2) . . . . ?
C17 C16 C21 C20 1.0(2) . . . . ?
C3 C16 C21 C20 -179.36(13) . . . . ?
C19 C18 O22 C23 -0.8(2) . . . . ?
C17 C18 O22 C23 178.08(15) . . . . ?
C21 C20 O24 C25 -7.0(2) . . . . ?
C19 C20 O24 C25 172.68(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.034