# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2004 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name _publ_author_address K.Tanaka ; ? ; T.Iwamoto ; Department of Applied Chemistry Faculty of Engineering Ehime University Matsuyama Ehime 790-8577 Japan ; M.R.Caira ; Department of Applied Chemistry Faculty of Engineering Ehime University Matsuyama Ehime 790-8577 Japan ; _publ_contact_author_name 'Prof Koichi Tanaka' _publ_contact_author_address ; Department of Applied Chemistry, Faculty of Engineering Ehime University Matsuyama Ehime 790-8577 JAPAN ; _publ_contact_author_email KTANAKA@ENG.EHIME-U.AC.JP _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Conglomerate and racemate formation of 2,3-bis-fluoren-9-ylidene-succinic acid by inclusion complexation with achiral guest molecules ; #=============================================================================== data_a:\tanak2 _database_code_depnum_ccdc_archive 'CCDC 210132' #=============================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,3-bis-fluoren-9-ylidene-succinic acid acetone solvate (1:1) ; _chemical_name_common '2,3-bis-fluoren-9-ylidene-succinic acid acetone solvate (1:1)' _chemical_melting_point ? _chemical_formula_moiety 'C30 H18 O4.C3 H6 O' _chemical_formula_sum 'C33 H24 O5' _chemical_formula_weight 500.55 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.9117(2) _cell_length_b 14.1651(3) _cell_length_c 18.1568(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2549.22(10) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 11267 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9827 _exptl_absorpt_correction_T_max 0.9896 _exptl_absorpt_process_details - _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi- and omega-scans of 1.0 deg.' _diffrn_reflns_number 11267 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.0702 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.66 _diffrn_reflns_theta_max 27.11 _reflns_number_total 5507 _reflns_number_gt 3816 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0723P)^2^+0.3252P] 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 -0.4(14) _refine_ls_number_reflns 5507 _refine_ls_number_parameters 346 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0545 _refine_ls_wR_factor_ref 0.1392 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3628(3) 0.59506(18) 0.57951(16) 0.0377(7) Uani 1 1 d . . . H1 H 0.3645 0.6209 0.5318 0.045 Uiso 1 1 calc R . . C2 C 0.2496(3) 0.6041(2) 0.62287(19) 0.0524(9) Uani 1 1 d . . . H2 H 0.1739 0.6363 0.6045 0.063 Uiso 1 1 calc R . . C3 C 0.2457(3) 0.5663(3) 0.69339(19) 0.0579(9) Uani 1 1 d . . . H3 H 0.1673 0.5728 0.7221 0.069 Uiso 1 1 calc R . . C4 C 0.3558(3) 0.5194(2) 0.72140(17) 0.0453(8) Uani 1 1 d . . . H4 H 0.3538 0.4945 0.7694 0.054 Uiso 1 1 calc R . . C5 C 0.6396(3) 0.41580(19) 0.75711(15) 0.0392(7) Uani 1 1 d . . . H5 H 0.5823 0.4110 0.7982 0.047 Uiso 1 1 calc R . . C6 C 0.7670(3) 0.3759(2) 0.75819(16) 0.0434(8) Uani 1 1 d . . . H6 H 0.7963 0.3425 0.8000 0.052 Uiso 1 1 calc R . . C7 C 0.8511(3) 0.3850(2) 0.69809(16) 0.0409(7) Uani 1 1 d . . . H7 H 0.9378 0.3583 0.7000 0.049 Uiso 1 1 calc R . . C8 C 0.8113(3) 0.43244(19) 0.63490(15) 0.0335(6) Uani 1 1 d . . . H8 H 0.8704 0.4384 0.5947 0.040 Uiso 1 1 calc R . . C9 C 0.6089(3) 0.52582(15) 0.57448(13) 0.0245(5) Uani 1 1 d . . . C10 C 0.4744(2) 0.54744(16) 0.60685(14) 0.0274(6) Uani 1 1 d . . . C11 C 0.4691(3) 0.50955(17) 0.67822(15) 0.0303(6) Uani 1 1 d . . . C12 C 0.5981(3) 0.46318(17) 0.69407(14) 0.0298(6) Uani 1 1 d . . . C13 C 0.6819(3) 0.47118(17) 0.63220(14) 0.0279(6) Uani 1 1 d . . . C14 C 0.6555(3) 0.55311(16) 0.50809(14) 0.0261(6) Uani 1 1 d . . . C15 C 0.5781(3) 0.61839(18) 0.45935(15) 0.0293(6) Uani 1 1 d . . . O16 O 0.5856(2) 0.70315(13) 0.46501(11) 0.0435(5) Uani 1 1 d . . . O17 O 0.5075(2) 0.57505(14) 0.40841(11) 0.0460(5) Uani 1 1 d . . . H17 H 0.4665 0.6146 0.3832 0.055 Uiso 1 1 calc R . . C18 C 0.7945(3) 0.53462(16) 0.47915(13) 0.0248(5) Uani 1 1 d . . . C19 C 0.8812(3) 0.62182(17) 0.47923(15) 0.0290(6) Uani 1 1 d . . . O20 O 0.9144(2) 0.66364(13) 0.42518(11) 0.0477(5) Uani 1 1 d . . . O21 O 0.9125(2) 0.64890(14) 0.54718(10) 0.0428(5) Uani 1 1 d . . . H21 H 0.9523 0.7004 0.5456 0.051 Uiso 1 1 calc R . . C22 C 1.0991(3) 0.48001(19) 0.43496(16) 0.0362(6) Uani 1 1 d . . . H22 H 1.0990 0.5420 0.4533 0.043 Uiso 1 1 calc R . . C23 C 1.2193(3) 0.4371(2) 0.41336(17) 0.0429(7) Uani 1 1 d . . . H23 H 1.3009 0.4704 0.4178 0.051 Uiso 1 1 calc R . . C24 C 1.2204(3) 0.3463(2) 0.38542(17) 0.0445(7) Uani 1 1 d . . . H24 H 1.3022 0.3194 0.3698 0.053 Uiso 1 1 calc R . . C25 C 1.1036(3) 0.29506(19) 0.38031(16) 0.0401(7) Uani 1 1 d . . . H25 H 1.1048 0.2331 0.3618 0.048 Uiso 1 1 calc R . . C26 C 0.8037(3) 0.20502(18) 0.39431(17) 0.0396(7) Uani 1 1 d . . . H26 H 0.8634 0.1592 0.3759 0.048 Uiso 1 1 calc R . . C27 C 0.6692(3) 0.18339(18) 0.40596(16) 0.0421(7) Uani 1 1 d . . . H27 H 0.6374 0.1222 0.3959 0.051 Uiso 1 1 calc R . . C28 C 0.5816(3) 0.25114(18) 0.43231(15) 0.0376(7) Uani 1 1 d . . . H28 H 0.4902 0.2357 0.4390 0.045 Uiso 1 1 calc R . . C29 C 0.6257(3) 0.34133(18) 0.44907(14) 0.0313(6) Uani 1 1 d . . . H29 H 0.5651 0.3866 0.4674 0.038 Uiso 1 1 calc R . . C30 C 0.8387(3) 0.45273(16) 0.45103(13) 0.0250(6) Uani 1 1 d . . . C31 C 0.9812(2) 0.43018(17) 0.42891(14) 0.0267(6) Uani 1 1 d . . . C32 C 0.9833(3) 0.33624(17) 0.40302(14) 0.0311(6) Uani 1 1 d . . . C33 C 0.8487(3) 0.29531(16) 0.41017(14) 0.0303(6) Uani 1 1 d . . . C34 C 0.7609(3) 0.36409(16) 0.43838(13) 0.0266(6) Uani 1 1 d . . . C35 C 0.3172(4) 0.7542(2) 0.30325(17) 0.0531(9) Uani 1 1 d . . . C36 C 0.3528(5) 0.8390(3) 0.2613(2) 0.0858(14) Uani 1 1 d . . . H36A H 0.3575 0.8927 0.2943 0.129 Uiso 1 1 calc R . . H36B H 0.2848 0.8505 0.2240 0.129 Uiso 1 1 calc R . . H36C H 0.4398 0.8299 0.2379 0.129 Uiso 1 1 calc R . . C37 C 0.1788(5) 0.7426(4) 0.3248(4) 0.130(2) Uani 1 1 d . . . H37A H 0.1639 0.6780 0.3405 0.195 Uiso 1 1 calc R . . H37B H 0.1206 0.7568 0.2833 0.195 Uiso 1 1 calc R . . H37C H 0.1585 0.7852 0.3651 0.195 Uiso 1 1 calc R . . O38 O 0.4089(4) 0.7010(3) 0.31745(15) 0.1285(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0311(16) 0.0419(15) 0.0399(16) 0.0035(13) 0.0004(13) 0.0077(12) C2 0.0331(17) 0.065(2) 0.059(2) 0.0045(18) 0.0068(17) 0.0169(15) C3 0.045(2) 0.074(2) 0.054(2) 0.0037(19) 0.0212(17) 0.0134(19) C4 0.0456(19) 0.0517(18) 0.0386(16) 0.0010(14) 0.0145(15) 0.0016(15) C5 0.0474(18) 0.0450(16) 0.0251(14) 0.0034(13) 0.0004(13) 0.0014(14) C6 0.051(2) 0.0495(17) 0.0294(16) 0.0065(14) -0.0062(15) 0.0061(15) C7 0.0407(17) 0.0477(16) 0.0341(16) 0.0034(14) -0.0050(14) 0.0095(14) C8 0.0318(15) 0.0379(14) 0.0307(14) 0.0024(13) -0.0010(12) 0.0054(12) C9 0.0258(14) 0.0197(10) 0.0281(13) -0.0014(10) 0.0001(11) 0.0006(10) C10 0.0246(13) 0.0259(12) 0.0318(14) -0.0011(11) 0.0006(12) -0.0018(10) C11 0.0312(15) 0.0276(12) 0.0321(15) -0.0047(12) 0.0013(12) 0.0008(11) C12 0.0337(15) 0.0274(13) 0.0283(13) -0.0027(11) -0.0005(12) 0.0041(12) C13 0.0343(15) 0.0241(12) 0.0254(13) 0.0008(11) 0.0000(12) -0.0023(11) C14 0.0281(14) 0.0198(11) 0.0304(14) -0.0034(11) -0.0014(12) 0.0014(10) C15 0.0224(14) 0.0312(14) 0.0341(15) 0.0069(12) 0.0032(12) 0.0009(11) O16 0.0457(12) 0.0280(10) 0.0568(13) 0.0056(9) 0.0006(11) 0.0081(9) O17 0.0500(13) 0.0436(10) 0.0445(12) 0.0074(10) -0.0190(10) -0.0004(10) C18 0.0269(14) 0.0254(12) 0.0219(12) 0.0009(11) -0.0003(11) 0.0002(10) C19 0.0317(16) 0.0260(12) 0.0294(15) -0.0048(12) 0.0025(13) 0.0005(11) O20 0.0708(15) 0.0386(10) 0.0337(11) 0.0033(9) 0.0057(11) -0.0196(11) O21 0.0541(13) 0.0412(11) 0.0332(11) -0.0023(9) -0.0017(10) -0.0208(10) C22 0.0329(16) 0.0332(13) 0.0425(16) -0.0009(13) 0.0004(14) -0.0016(12) C23 0.0274(15) 0.0513(17) 0.0498(18) 0.0048(15) 0.0024(14) 0.0010(14) C24 0.0330(16) 0.0528(17) 0.0475(18) 0.0051(16) 0.0036(15) 0.0153(15) C25 0.0403(17) 0.0354(14) 0.0444(17) 0.0005(13) 0.0022(15) 0.0146(14) C26 0.0448(18) 0.0263(12) 0.0477(17) -0.0084(13) -0.0062(15) 0.0048(12) C27 0.0499(19) 0.0259(13) 0.0505(18) 0.0012(13) -0.0096(16) -0.0070(13) C28 0.0404(17) 0.0334(14) 0.0389(16) 0.0005(13) -0.0072(14) -0.0089(13) C29 0.0324(16) 0.0299(12) 0.0316(14) -0.0005(12) -0.0023(12) -0.0002(12) C30 0.0287(14) 0.0248(12) 0.0216(12) 0.0028(10) -0.0026(11) 0.0001(10) C31 0.0252(13) 0.0282(12) 0.0267(13) 0.0019(11) -0.0022(11) 0.0063(11) C32 0.0344(15) 0.0281(12) 0.0307(14) 0.0011(12) -0.0019(12) 0.0037(12) C33 0.0361(15) 0.0242(12) 0.0306(14) -0.0011(11) -0.0030(12) 0.0023(11) C34 0.0312(15) 0.0246(12) 0.0241(13) 0.0010(11) -0.0045(12) 0.0010(10) C35 0.075(3) 0.0510(18) 0.0330(16) -0.0088(16) -0.0102(17) 0.0289(19) C36 0.110(4) 0.086(3) 0.061(2) -0.022(2) 0.009(2) -0.029(3) C37 0.110(4) 0.105(4) 0.175(6) -0.075(4) 0.080(4) -0.045(3) O38 0.198(4) 0.131(3) 0.0561(17) -0.0130(18) -0.029(2) 0.116(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.377(4) . ? C1 C10 1.387(4) . ? C2 C3 1.388(5) . ? C3 C4 1.375(5) . ? C4 C11 1.376(4) . ? C5 C6 1.384(4) . ? C5 C12 1.389(4) . ? C6 C7 1.379(4) . ? C7 C8 1.387(4) . ? C8 C13 1.396(4) . ? C9 C14 1.348(3) . ? C9 C10 1.489(4) . ? C9 C13 1.490(4) . ? C10 C11 1.404(4) . ? C11 C12 1.466(4) . ? C12 C13 1.402(4) . ? C14 C15 1.492(4) . ? C14 C18 1.497(4) . ? C15 O16 1.207(3) . ? C15 O17 1.312(3) . ? C18 C30 1.341(3) . ? C18 C19 1.505(3) . ? C19 O20 1.192(3) . ? C19 O21 1.329(3) . ? C22 C31 1.370(4) . ? C22 C23 1.394(4) . ? C23 C24 1.383(4) . ? C24 C25 1.369(4) . ? C25 C32 1.390(4) . ? C26 C27 1.384(4) . ? C26 C33 1.385(4) . ? C27 C28 1.379(4) . ? C28 C29 1.384(4) . ? C29 C34 1.392(4) . ? C30 C34 1.492(3) . ? C30 C31 1.503(3) . ? C31 C32 1.411(3) . ? C32 C33 1.460(4) . ? C33 C34 1.404(3) . ? C35 O38 1.209(4) . ? C35 C37 1.435(5) . ? C35 C36 1.466(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C10 119.4(3) . . ? C1 C2 C3 121.0(3) . . ? C4 C3 C2 120.3(3) . . ? C3 C4 C11 119.1(3) . . ? C6 C5 C12 118.6(3) . . ? C7 C6 C5 120.1(3) . . ? C6 C7 C8 121.9(3) . . ? C7 C8 C13 118.7(3) . . ? C14 C9 C10 126.9(2) . . ? C14 C9 C13 127.7(2) . . ? C10 C9 C13 105.3(2) . . ? C1 C10 C11 119.1(2) . . ? C1 C10 C9 132.3(2) . . ? C11 C10 C9 108.6(2) . . ? C4 C11 C10 121.2(3) . . ? C4 C11 C12 130.2(3) . . ? C10 C11 C12 108.6(2) . . ? C5 C12 C13 121.6(3) . . ? C5 C12 C11 129.5(3) . . ? C13 C12 C11 108.9(2) . . ? C8 C13 C12 119.0(2) . . ? C8 C13 C9 132.5(2) . . ? C12 C13 C9 108.5(2) . . ? C9 C14 C15 122.1(2) . . ? C9 C14 C18 125.4(2) . . ? C15 C14 C18 111.9(2) . . ? O16 C15 O17 123.9(2) . . ? O16 C15 C14 122.3(2) . . ? O17 C15 C14 113.7(2) . . ? C30 C18 C14 125.9(2) . . ? C30 C18 C19 121.6(2) . . ? C14 C18 C19 112.4(2) . . ? O20 C19 O21 123.8(2) . . ? O20 C19 C18 124.4(2) . . ? O21 C19 C18 111.8(2) . . ? C31 C22 C23 118.8(2) . . ? C24 C23 C22 121.0(3) . . ? C25 C24 C23 120.8(3) . . ? C24 C25 C32 118.9(3) . . ? C27 C26 C33 118.9(3) . . ? C28 C27 C26 120.3(2) . . ? C27 C28 C29 121.3(3) . . ? C28 C29 C34 119.1(2) . . ? C18 C30 C34 128.1(2) . . ? C18 C30 C31 126.4(2) . . ? C34 C30 C31 105.4(2) . . ? C22 C31 C32 120.0(2) . . ? C22 C31 C30 132.1(2) . . ? C32 C31 C30 107.6(2) . . ? C25 C32 C31 120.5(2) . . ? C25 C32 C33 130.0(2) . . ? C31 C32 C33 109.4(2) . . ? C26 C33 C34 121.1(3) . . ? C26 C33 C32 130.0(2) . . ? C34 C33 C32 108.9(2) . . ? C29 C34 C33 119.2(2) . . ? C29 C34 C30 132.2(2) . . ? C33 C34 C30 108.6(2) . . ? O38 C35 C37 126.2(5) . . ? O38 C35 C36 116.1(4) . . ? C37 C35 C36 117.7(4) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.11 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.523 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.051 #=============================================================================== data_a:\tanak1 _database_code_depnum_ccdc_archive 'CCDC 210133' #=============================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,3-bis-fluoren-9-ylidene-succinic acid ; _chemical_name_common '2,3-bis-fluoren-9-ylidene-succinic acid' _chemical_melting_point ? _chemical_formula_moiety 'C30 H18 O4' _chemical_formula_sum 'C30 H18 O4' _chemical_formula_weight 442.47 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 Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 15.8893(3) _cell_length_b 9.7361(2) _cell_length_c 13.3280(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2061.84(7) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 14383 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description prism _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9723 _exptl_absorpt_correction_T_max 0.9814 _exptl_absorpt_process_details - _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'NOnius Kappa CCD' _diffrn_measurement_method 'phi- amd omega scans, 0.5-1.0 deg.' _diffrn_reflns_number 4477 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.87 _reflns_number_total 2435 _reflns_number_gt 1976 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0419P)^2^+0.7144P] 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 2435 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0890 _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 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 0.27200(8) 0.15574(13) 0.38120(9) 0.0242(3) Uani 1 1 d . . . H1 H 0.3072 0.0921 0.4137 0.029 Uiso 1 1 calc R . . C2 C 0.18608(8) 0.15821(15) 0.40113(11) 0.0329(3) Uani 1 1 d . . . H2 H 0.1635 0.0958 0.4477 0.039 Uiso 1 1 calc R . . C3 C 0.13321(8) 0.25040(15) 0.35389(12) 0.0359(3) Uani 1 1 d . . . H3 H 0.0755 0.2507 0.3692 0.043 Uiso 1 1 calc R . . H17 H 0.5372 -0.0415 0.4246 0.069(6) Uiso 1 1 d R . . C4 C 0.16460(8) 0.34228(14) 0.28417(10) 0.0299(3) Uani 1 1 d . . . H4 H 0.1287 0.4045 0.2513 0.036 Uiso 1 1 calc R . . C5 C 0.27283(8) 0.53617(13) 0.13604(9) 0.0267(3) Uani 1 1 d . . . H5 H 0.2161 0.5636 0.1347 0.032 Uiso 1 1 calc R . . C6 C 0.33313(9) 0.60781(13) 0.08201(10) 0.0288(3) Uani 1 1 d . . . H6 H 0.3174 0.6855 0.0445 0.035 Uiso 1 1 calc R . . C7 C 0.41652(8) 0.56546(13) 0.08304(10) 0.0267(3) Uani 1 1 d . . . H7 H 0.4568 0.6156 0.0466 0.032 Uiso 1 1 calc R . . C8 C 0.44163(8) 0.45016(13) 0.13698(9) 0.0238(3) Uani 1 1 d . . . H8 H 0.4981 0.4216 0.1363 0.029 Uiso 1 1 calc R . . C9 C 0.39084(7) 0.26487(11) 0.26748(8) 0.0176(2) Uani 1 1 d . . . C10 C 0.30514(7) 0.24851(11) 0.31261(9) 0.0186(2) Uani 1 1 d . . . C11 C 0.25007(8) 0.34051(12) 0.26380(9) 0.0211(3) Uani 1 1 d . . . C12 C 0.29783(7) 0.42346(12) 0.19202(9) 0.0212(3) Uani 1 1 d . . . C13 C 0.38187(7) 0.37758(12) 0.19206(9) 0.0195(3) Uani 1 1 d . . . C14 C 0.46348(7) 0.19551(11) 0.28597(8) 0.0176(2) Uani 1 1 d . . . C15 C 0.47708(7) 0.11144(12) 0.37854(8) 0.0186(2) Uani 1 1 d . . . O16 O 0.44507(5) 0.13728(9) 0.45997(6) 0.0271(2) Uani 1 1 d . . . O17 O 0.53076(6) 0.00961(10) 0.36695(7) 0.0316(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0231(6) 0.0249(6) 0.0246(6) 0.0037(5) 0.0012(5) 0.0000(5) C2 0.0271(7) 0.0354(7) 0.0362(7) 0.0094(6) 0.0081(6) -0.0037(6) C3 0.0189(6) 0.0425(8) 0.0463(8) 0.0074(7) 0.0078(6) 0.0012(6) C4 0.0206(6) 0.0341(7) 0.0349(7) 0.0041(6) 0.0010(5) 0.0067(5) C5 0.0279(6) 0.0273(6) 0.0248(6) 0.0016(5) -0.0001(5) 0.0084(5) C6 0.0410(8) 0.0227(6) 0.0227(6) 0.0043(5) -0.0011(6) 0.0057(6) C7 0.0329(7) 0.0252(6) 0.0220(6) 0.0051(5) 0.0021(5) -0.0044(5) C8 0.0224(6) 0.0280(6) 0.0210(6) 0.0042(5) 0.0004(5) -0.0001(5) C9 0.0188(6) 0.0182(5) 0.0157(5) -0.0007(4) 0.0002(4) -0.0022(4) C10 0.0174(5) 0.0200(6) 0.0184(6) -0.0022(5) 0.0003(4) 0.0003(4) C11 0.0205(5) 0.0218(6) 0.0210(6) -0.0005(5) 0.0007(5) 0.0018(5) C12 0.0216(6) 0.0224(6) 0.0195(6) -0.0004(5) 0.0004(5) 0.0024(5) C13 0.0213(6) 0.0204(6) 0.0167(5) 0.0004(5) -0.0014(4) 0.0006(5) C14 0.0176(5) 0.0189(5) 0.0163(5) -0.0009(4) 0.0007(4) -0.0012(4) C15 0.0163(5) 0.0198(5) 0.0197(6) 0.0001(5) 0.0002(4) 0.0002(4) O16 0.0316(5) 0.0321(5) 0.0176(4) 0.0020(4) 0.0034(3) 0.0104(4) O17 0.0375(5) 0.0338(5) 0.0235(5) 0.0076(4) 0.0067(4) 0.0188(4) _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 C10 1.3889(16) . ? C1 C2 1.3911(17) . ? C2 C3 1.381(2) . ? C3 C4 1.3829(19) . ? C4 C11 1.3851(17) . ? C5 C12 1.3851(17) . ? C5 C6 1.3868(18) . ? C6 C7 1.3878(19) . ? C7 C8 1.3915(17) . ? C8 C13 1.3929(16) . ? C9 C14 1.3597(15) . ? C9 C13 1.4950(16) . ? C9 C10 1.4972(15) . ? C10 C11 1.4111(16) . ? C11 C12 1.4640(17) . ? C12 C13 1.4080(16) . ? C14 C15 1.4962(16) . ? C14 C14 1.506(2) 4_655 ? C15 O16 1.2247(14) . ? C15 O17 1.3169(14) . ? 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 C10 C1 C2 119.11(12) . . ? C3 C2 C1 121.41(12) . . ? C2 C3 C4 120.48(12) . . ? C3 C4 C11 118.51(12) . . ? C12 C5 C6 118.69(12) . . ? C5 C6 C7 120.34(12) . . ? C6 C7 C8 121.23(12) . . ? C7 C8 C13 119.09(11) . . ? C14 C9 C13 124.57(10) . . ? C14 C9 C10 130.27(10) . . ? C13 C9 C10 105.15(9) . . ? C1 C10 C11 118.76(11) . . ? C1 C10 C9 132.72(10) . . ? C11 C10 C9 108.14(10) . . ? C4 C11 C10 121.71(11) . . ? C4 C11 C12 129.01(11) . . ? C10 C11 C12 109.27(10) . . ? C5 C12 C13 121.57(11) . . ? C5 C12 C11 129.82(11) . . ? C13 C12 C11 108.44(10) . . ? C8 C13 C12 119.04(11) . . ? C8 C13 C9 131.43(11) . . ? C12 C13 C9 108.88(10) . . ? C9 C14 C15 122.94(10) . . ? C9 C14 C14 122.61(11) . 4_655 ? C15 C14 C14 114.44(10) . 4_655 ? O16 C15 O17 121.84(10) . . ? O16 C15 C14 123.94(10) . . ? O17 C15 C14 114.12(10) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.279 _refine_diff_density_min -0.195 _refine_diff_density_rms 0.040 data_c:\backup\xtal\tanaka\ta1etoac _database_code_depnum_ccdc_archive 'CCDC 212455' #=============================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,3-bis-fluoren-9-ylidene-succinic acid ethyl acetate solvate (1:1) ; _chemical_name_common ;2,3-bis-fluoren-9-ylidene-succinic acid ethyl acetate solvate (1:1) ; _chemical_melting_point ? _chemical_formula_moiety 'C30 H18 O4.C4 H8 O2' _chemical_formula_sum 'C34 H26 O6' _chemical_formula_weight 530.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 12.1730(1) _cell_length_b 12.3379(2) _cell_length_c 17.7792(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.282(1) _cell_angle_gamma 90.00 _cell_volume 2662.79(6) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 12170 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9821 _exptl_absorpt_correction_T_max 0.9821 _exptl_absorpt_process_details - _exptl_special_details ; The H atoms of the methyl group on the solvent molecule were found to be disordered over two orientations and were modelled accordingly ; _diffrn_ambient_temperature 203(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 'Nonius Kappa CCD diffractometer' _diffrn_measurement_method 'COmbination of phi- and omega-scans,1.0 deg.' _diffrn_reflns_number 12170 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 27.87 _reflns_number_total 6306 _reflns_number_gt 4721 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0457P)^2^+0.4817P] 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 6306 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.19975(10) 0.37263(10) 0.62479(7) 0.0261(3) Uani 1 1 d . . . H1 H 0.2740 0.3603 0.6409 0.031 Uiso 1 1 calc R . . C2 C 0.14257(11) 0.29961(11) 0.57720(7) 0.0347(3) Uani 1 1 d . . . H2 H 0.1787 0.2374 0.5612 0.042 Uiso 1 1 calc R . . C3 C 0.03325(12) 0.31674(12) 0.55291(8) 0.0412(3) Uani 1 1 d . . . H3 H -0.0040 0.2659 0.5210 0.049 Uiso 1 1 calc R . . C4 C -0.02159(12) 0.40790(12) 0.57521(8) 0.0378(3) Uani 1 1 d . . . H4 H -0.0957 0.4198 0.5586 0.045 Uiso 1 1 calc R . . C5 C -0.10516(11) 0.63345(11) 0.64440(8) 0.0356(3) Uani 1 1 d . . . H5 H -0.1634 0.6008 0.6149 0.043 Uiso 1 1 calc R . . C6 C -0.11980(11) 0.73172(12) 0.67961(8) 0.0379(3) Uani 1 1 d . . . H6 H -0.1889 0.7661 0.6746 0.045 Uiso 1 1 calc R . . C7 C -0.03336(12) 0.77989(11) 0.72228(8) 0.0372(3) Uani 1 1 d . . . H7 H -0.0444 0.8473 0.7451 0.045 Uiso 1 1 calc R . . C8 C 0.06943(11) 0.73075(10) 0.73211(7) 0.0311(3) Uani 1 1 d . . . H8 H 0.1274 0.7642 0.7613 0.037 Uiso 1 1 calc R . . C9 C 0.18169(9) 0.55667(9) 0.69867(6) 0.0196(2) Uani 1 1 d . . . C10 C 0.14527(9) 0.46454(9) 0.64841(6) 0.0207(2) Uani 1 1 d . . . C11 C 0.03482(10) 0.48139(10) 0.62258(7) 0.0257(3) Uani 1 1 d . . . C12 C -0.00266(10) 0.58399(10) 0.65349(7) 0.0257(3) Uani 1 1 d . . . C13 C 0.08498(10) 0.63101(9) 0.69789(6) 0.0226(2) Uani 1 1 d . . . C14 C 0.28026(9) 0.56858(9) 0.73756(6) 0.0188(2) Uani 1 1 d . . . C15 C 0.37297(9) 0.48883(9) 0.73283(6) 0.0220(2) Uani 1 1 d . . . O16 O 0.45138(7) 0.50728(7) 0.69768(5) 0.0363(2) Uani 1 1 d . . . O17 O 0.36069(8) 0.39960(7) 0.77300(5) 0.0317(2) Uani 1 1 d . . . H17 H 0.4204(17) 0.3514(17) 0.7664(11) 0.078(6) Uiso 1 1 d . . . C18 C 0.31526(9) 0.66546(9) 0.78379(6) 0.0198(2) Uani 1 1 d . . . C19 C 0.38332(10) 0.74516(9) 0.74275(6) 0.0218(2) Uani 1 1 d . . . O20 O 0.48253(7) 0.75119(7) 0.75296(5) 0.0328(2) Uani 1 1 d . . . O21 O 0.32331(8) 0.80567(8) 0.69483(5) 0.0374(2) Uani 1 1 d . . . H21 H 0.3671(16) 0.8612(16) 0.6689(10) 0.074(6) Uiso 1 1 d . . . C22 C 0.36677(10) 0.87918(10) 0.88421(7) 0.0277(3) Uani 1 1 d . . . H22 H 0.3919 0.8905 0.8361 0.033 Uiso 1 1 calc R . . C23 C 0.37779(11) 0.95984(11) 0.93869(7) 0.0323(3) Uani 1 1 d . . . H23 H 0.4106 1.0262 0.9272 0.039 Uiso 1 1 calc R . . C24 C 0.34113(12) 0.94383(11) 1.00968(7) 0.0352(3) Uani 1 1 d . . . H24 H 0.3501 0.9991 1.0460 0.042 Uiso 1 1 calc R . . C25 C 0.29134(11) 0.84728(11) 1.02770(7) 0.0316(3) Uani 1 1 d . . . H25 H 0.2660 0.8368 1.0758 0.038 Uiso 1 1 calc R . . C26 C 0.17822(10) 0.60806(11) 1.03437(7) 0.0296(3) Uani 1 1 d . . . H26 H 0.1734 0.6427 1.0811 0.036 Uiso 1 1 calc R . . C27 C 0.13560(11) 0.50505(11) 1.02217(7) 0.0327(3) Uani 1 1 d . . . H27 H 0.1018 0.4693 1.0610 0.039 Uiso 1 1 calc R . . C28 C 0.14222(11) 0.45400(11) 0.95314(7) 0.0319(3) Uani 1 1 d . . . H28 H 0.1131 0.3839 0.9459 0.038 Uiso 1 1 calc R . . C29 C 0.19114(10) 0.50488(10) 0.89452(7) 0.0277(3) Uani 1 1 d . . . H29 H 0.1948 0.4699 0.8478 0.033 Uiso 1 1 calc R . . C30 C 0.29306(9) 0.68215(9) 0.85598(6) 0.0208(2) Uani 1 1 d . . . C31 C 0.31817(9) 0.78156(9) 0.90171(6) 0.0224(2) Uani 1 1 d . . . C32 C 0.27949(10) 0.76637(10) 0.97353(6) 0.0240(3) Uani 1 1 d . . . C33 C 0.22824(9) 0.65938(10) 0.97631(6) 0.0238(3) Uani 1 1 d . . . C34 C 0.23462(9) 0.60823(9) 0.90588(6) 0.0224(2) Uani 1 1 d . . . C35 C 0.41762(14) 1.22608(13) 0.47788(9) 0.0488(4) Uani 1 1 d . . . H35B H 0.4469 1.2874 0.5071 0.073 Uiso 1 1 calc R . . H35C H 0.3400 1.2377 0.4639 0.073 Uiso 1 1 calc R . . H35A H 0.4569 1.2186 0.4327 0.073 Uiso 1 1 calc R . . C36 C 0.43171(12) 1.12488(11) 0.52421(8) 0.0372(3) Uani 1 1 d . . . H36A H 0.4008 1.0626 0.4958 0.045 Uiso 1 1 calc R . . H36B H 0.5101 1.1111 0.5374 0.045 Uiso 1 1 calc R . . O37 O 0.37409(8) 1.14111(7) 0.59206(5) 0.0355(2) Uani 1 1 d . . . C38 C 0.36910(11) 1.05769(11) 0.63857(7) 0.0328(3) Uani 1 1 d . . . O39 O 0.41293(8) 0.97094(8) 0.62746(5) 0.0381(2) Uani 1 1 d . . . C40 C 0.30457(13) 1.08228(13) 0.70432(8) 0.0461(4) Uani 1 1 d . . . H40A H 0.2780 1.1564 0.7007 0.069 Uiso 0.50 1 calc PR . . H40B H 0.3512 1.0734 0.7506 0.069 Uiso 0.50 1 calc PR . . H40C H 0.2424 1.0331 0.7045 0.069 Uiso 0.50 1 calc PR . . H40D H 0.3031 1.0189 0.7365 0.069 Uiso 0.50 1 calc PR . . H40E H 0.2299 1.1018 0.6866 0.069 Uiso 0.50 1 calc PR . . H40F H 0.3387 1.1422 0.7327 0.069 Uiso 0.50 1 calc PR . . 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 0.0265(6) 0.0236(6) 0.0281(6) -0.0038(5) 0.0014(5) -0.0014(5) C2 0.0383(8) 0.0257(7) 0.0399(7) -0.0107(6) 0.0012(6) -0.0012(6) C3 0.0410(8) 0.0344(8) 0.0466(8) -0.0162(6) -0.0079(6) -0.0088(6) C4 0.0300(7) 0.0369(8) 0.0447(8) -0.0074(6) -0.0098(6) -0.0038(6) C5 0.0252(7) 0.0368(8) 0.0437(8) 0.0017(6) -0.0045(6) 0.0027(6) C6 0.0286(7) 0.0388(8) 0.0463(8) 0.0054(6) 0.0028(6) 0.0128(6) C7 0.0400(8) 0.0312(7) 0.0408(8) -0.0050(6) 0.0047(6) 0.0140(6) C8 0.0313(7) 0.0291(7) 0.0322(7) -0.0059(5) -0.0011(5) 0.0062(5) C9 0.0235(6) 0.0170(5) 0.0188(5) 0.0007(4) 0.0034(4) -0.0006(4) C10 0.0235(6) 0.0188(6) 0.0199(5) 0.0007(4) 0.0017(4) -0.0033(5) C11 0.0251(6) 0.0241(6) 0.0276(6) 0.0006(5) -0.0011(5) -0.0017(5) C12 0.0249(6) 0.0250(6) 0.0270(6) 0.0026(5) 0.0010(5) 0.0006(5) C13 0.0246(6) 0.0221(6) 0.0214(5) 0.0010(5) 0.0028(4) 0.0024(5) C14 0.0226(6) 0.0159(5) 0.0182(5) -0.0001(4) 0.0033(4) -0.0012(4) C15 0.0227(6) 0.0205(6) 0.0225(6) -0.0034(5) -0.0004(4) -0.0017(5) O16 0.0297(5) 0.0330(5) 0.0481(6) 0.0009(4) 0.0150(4) 0.0024(4) O17 0.0300(5) 0.0250(5) 0.0407(5) 0.0077(4) 0.0068(4) 0.0076(4) C18 0.0210(6) 0.0173(5) 0.0209(5) -0.0001(4) -0.0011(4) 0.0002(4) C19 0.0277(7) 0.0186(6) 0.0193(5) -0.0048(4) 0.0023(4) -0.0027(5) O20 0.0262(5) 0.0272(5) 0.0452(5) 0.0028(4) 0.0050(4) -0.0049(4) O21 0.0377(5) 0.0367(5) 0.0367(5) 0.0171(4) -0.0045(4) -0.0067(4) C22 0.0321(7) 0.0245(6) 0.0266(6) -0.0043(5) 0.0025(5) -0.0039(5) C23 0.0338(7) 0.0256(7) 0.0369(7) -0.0083(5) -0.0006(6) -0.0034(5) C24 0.0377(8) 0.0348(8) 0.0326(7) -0.0164(6) -0.0019(6) 0.0017(6) C25 0.0351(7) 0.0379(7) 0.0216(6) -0.0078(5) 0.0002(5) 0.0043(6) C26 0.0284(7) 0.0400(7) 0.0206(6) 0.0037(5) 0.0023(5) 0.0039(6) C27 0.0281(7) 0.0412(8) 0.0294(7) 0.0130(6) 0.0055(5) 0.0004(6) C28 0.0328(7) 0.0280(7) 0.0351(7) 0.0067(5) 0.0035(5) -0.0045(5) C29 0.0308(7) 0.0259(6) 0.0265(6) 0.0018(5) 0.0033(5) -0.0028(5) C30 0.0208(6) 0.0201(6) 0.0211(5) -0.0008(4) -0.0011(4) -0.0009(5) C31 0.0222(6) 0.0232(6) 0.0212(5) -0.0039(5) -0.0024(4) 0.0013(5) C32 0.0227(6) 0.0280(6) 0.0209(6) -0.0012(5) -0.0015(4) 0.0035(5) C33 0.0201(6) 0.0290(6) 0.0220(6) 0.0018(5) -0.0011(4) 0.0039(5) C34 0.0211(6) 0.0241(6) 0.0219(5) 0.0026(5) 0.0005(4) 0.0018(5) C35 0.0511(10) 0.0463(9) 0.0494(9) 0.0156(7) 0.0057(7) 0.0005(8) C36 0.0359(8) 0.0348(8) 0.0412(8) 0.0034(6) 0.0044(6) 0.0003(6) O37 0.0395(5) 0.0280(5) 0.0387(5) 0.0060(4) 0.0019(4) 0.0028(4) C38 0.0300(7) 0.0297(7) 0.0377(7) 0.0060(6) -0.0051(5) -0.0022(6) O39 0.0390(6) 0.0288(5) 0.0463(6) 0.0099(4) 0.0015(4) 0.0007(4) C40 0.0489(9) 0.0462(9) 0.0436(8) 0.0056(7) 0.0057(7) 0.0027(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.3871(17) . ? C1 C10 1.3942(16) . ? C2 C3 1.384(2) . ? C3 C4 1.381(2) . ? C4 C11 1.3844(18) . ? C5 C6 1.382(2) . ? C5 C12 1.3876(17) . ? C6 C7 1.384(2) . ? C7 C8 1.3897(18) . ? C8 C13 1.3920(17) . ? C9 C14 1.3475(16) . ? C9 C13 1.4915(16) . ? C9 C10 1.4926(15) . ? C10 C11 1.4034(16) . ? C11 C12 1.4663(17) . ? C12 C13 1.4042(17) . ? C14 C18 1.4945(15) . ? C14 C15 1.5043(16) . ? C15 O16 1.2010(14) . ? C15 O17 1.3269(14) . ? C18 C30 1.3470(16) . ? C18 C19 1.5086(16) . ? C19 O20 1.2101(14) . ? C19 O21 1.3129(14) . ? C22 C31 1.3874(17) . ? C22 C23 1.3883(17) . ? C23 C24 1.3839(19) . ? C24 C25 1.385(2) . ? C25 C32 1.3871(17) . ? C26 C27 1.384(2) . ? C26 C33 1.3896(17) . ? C27 C28 1.3871(19) . ? C28 C29 1.3884(17) . ? C29 C34 1.3896(17) . ? C30 C34 1.4898(16) . ? C30 C31 1.4905(16) . ? C31 C32 1.4062(16) . ? C32 C33 1.4624(17) . ? C33 C34 1.4095(16) . ? C35 C36 1.499(2) . ? C36 O37 1.4538(16) . ? O37 C38 1.3245(15) . ? C38 O39 1.2186(16) . ? C38 C40 1.488(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 C2 C1 C10 118.93(12) . . ? C3 C2 C1 121.20(12) . . ? C4 C3 C2 120.58(12) . . ? C3 C4 C11 118.66(13) . . ? C6 C5 C12 118.57(12) . . ? C5 C6 C7 120.42(12) . . ? C6 C7 C8 121.47(13) . . ? C7 C8 C13 118.77(12) . . ? C14 C9 C13 127.57(10) . . ? C14 C9 C10 127.12(10) . . ? C13 C9 C10 105.29(9) . . ? C1 C10 C11 119.18(11) . . ? C1 C10 C9 132.30(11) . . ? C11 C10 C9 108.52(10) . . ? C4 C11 C10 121.44(12) . . ? C4 C11 C12 129.75(12) . . ? C10 C11 C12 108.81(10) . . ? C5 C12 C13 121.51(12) . . ? C5 C12 C11 129.66(12) . . ? C13 C12 C11 108.83(10) . . ? C8 C13 C12 119.24(11) . . ? C8 C13 C9 132.26(11) . . ? C12 C13 C9 108.49(10) . . ? C9 C14 C18 125.15(10) . . ? C9 C14 C15 122.89(10) . . ? C18 C14 C15 111.69(9) . . ? O16 C15 O17 124.28(11) . . ? O16 C15 C14 122.26(11) . . ? O17 C15 C14 113.42(10) . . ? C30 C18 C14 125.24(10) . . ? C30 C18 C19 121.18(10) . . ? C14 C18 C19 113.56(9) . . ? O20 C19 O21 124.27(11) . . ? O20 C19 C18 123.06(10) . . ? O21 C19 C18 112.67(10) . . ? C31 C22 C23 119.10(11) . . ? C24 C23 C22 120.87(12) . . ? C23 C24 C25 120.68(12) . . ? C24 C25 C32 118.88(11) . . ? C27 C26 C33 118.82(11) . . ? C26 C27 C28 120.66(12) . . ? C27 C28 C29 121.01(12) . . ? C28 C29 C34 119.07(11) . . ? C18 C30 C34 127.78(10) . . ? C18 C30 C31 126.73(10) . . ? C34 C30 C31 105.45(9) . . ? C22 C31 C32 119.78(11) . . ? C22 C31 C30 131.72(10) . . ? C32 C31 C30 108.47(10) . . ? C25 C32 C31 120.67(11) . . ? C25 C32 C33 130.44(11) . . ? C31 C32 C33 108.88(10) . . ? C26 C33 C34 120.81(11) . . ? C26 C33 C32 130.40(11) . . ? C34 C33 C32 108.80(10) . . ? C29 C34 C33 119.62(11) . . ? C29 C34 C30 131.98(10) . . ? C33 C34 C30 108.39(10) . . ? O37 C36 C35 107.39(12) . . ? C38 O37 C36 117.28(10) . . ? O39 C38 O37 122.71(12) . . ? O39 C38 C40 124.73(13) . . ? O37 C38 C40 112.56(12) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.240 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.041