# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Tanya le Roex' 'L R Nassimbeni' 'Edwin Weber' _publ_contact_author_name 'Tanya le Roex' _publ_contact_author_email TLR@SUN.AC.ZA _publ_section_title ; Selectivity and Structure of Mixed Guest Clathrates ; #========================================================END #===================================================================== data_H1.2THF _database_code_depnum_ccdc_archive 'CCDC 632726' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'(Biphenyl-4,4'-diyl)difluoren-9-ol.2(tetrahydrofuran) clathrate ; _chemical_name_common ;9,9'(Biphenyl-4,4'-diyl)difluoren-9-ol.2(tetrahydrofuran) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C38 H26 O2. 2(C4 H8 O)' _chemical_formula_sum 'C46 H42 O4' _chemical_formula_weight 658.80 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 P21/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 15.8094(5) _cell_length_b 14.9432(4) _cell_length_c 15.5776(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.2190(10) _cell_angle_gamma 90.00 _cell_volume 3582.59(17) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 24049 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description 'clear rectangular blocks' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 20794 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_sigmaI/netI 0.1123 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.09 _reflns_number_total 7625 _reflns_number_gt 4148 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0600P)^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_number_reflns 7625 _refine_ls_number_parameters 459 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1244 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1264 _refine_ls_wR_factor_gt 0.1047 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 0.55921(13) -0.31474(13) 0.11849(13) 0.0276(5) Uani 1 1 d . . . H1 H 0.5373 -0.2926 0.0605 0.033 Uiso 1 1 calc R . . C2 C 0.56573(14) -0.40647(13) 0.13472(14) 0.0356(5) Uani 1 1 d . . . H2 H 0.5482 -0.4473 0.0872 0.043 Uiso 1 1 calc R . . C3 C 0.59740(15) -0.43897(14) 0.21921(14) 0.0388(6) Uani 1 1 d . . . H3 H 0.6010 -0.5018 0.2289 0.047 Uiso 1 1 calc R . . C4 C 0.62394(14) -0.38129(13) 0.28977(14) 0.0327(5) Uani 1 1 d . . . H4 H 0.6459 -0.4038 0.3476 0.039 Uiso 1 1 calc R . . C5 C 0.67143(12) -0.20982(14) 0.42569(12) 0.0293(5) Uani 1 1 d . . . H5 H 0.6849 -0.2632 0.4591 0.035 Uiso 1 1 calc R . . C6 C 0.68405(13) -0.12675(15) 0.46638(13) 0.0363(5) Uani 1 1 d . . . H6 H 0.7074 -0.1233 0.5282 0.044 Uiso 1 1 calc R . . C7 C 0.66306(14) -0.04853(15) 0.41817(14) 0.0381(6) Uani 1 1 d . . . H7 H 0.6715 0.0077 0.4474 0.046 Uiso 1 1 calc R . . C8 C 0.62965(13) -0.05160(13) 0.32728(13) 0.0317(5) Uani 1 1 d . . . H8 H 0.6153 0.0019 0.2943 0.038 Uiso 1 1 calc R . . O9 O 0.49225(8) -0.12452(8) 0.16129(9) 0.0250(3) Uani 1 1 d . . . C9 C 0.58044(11) -0.15456(11) 0.18881(12) 0.0198(4) Uani 1 1 d . . . H9 H 0.4611(17) -0.1504(16) 0.1999(17) 0.067(8) Uiso 1 1 d . . . C10 C 0.63183(11) -0.11010(11) 0.12906(11) 0.0175(4) Uani 1 1 d . . . C11 C 0.59467(12) -0.04570(12) 0.06868(12) 0.0241(4) Uani 1 1 d . . . H11 H 0.5350 -0.0312 0.0622 0.029 Uiso 1 1 calc R . . C12 C 0.64271(12) -0.00153(12) 0.01709(12) 0.0228(4) Uani 1 1 d . . . H12 H 0.6152 0.0423 -0.0241 0.027 Uiso 1 1 calc R . . C13 C 0.73028(11) -0.02042(11) 0.02478(11) 0.0160(4) Uani 1 1 d . . . C14 C 0.76733(12) -0.08773(11) 0.08442(11) 0.0207(4) Uani 1 1 d . . . H14 H 0.8264 -0.1039 0.0897 0.025 Uiso 1 1 calc R . . C15 C 0.71889(12) -0.13110(12) 0.13593(12) 0.0222(4) Uani 1 1 d . . . H15 H 0.7456 -0.1758 0.1765 0.027 Uiso 1 1 calc R . . C16 C 0.78233(11) 0.02983(11) -0.02766(11) 0.0161(4) Uani 1 1 d . . . C17 C 0.74245(12) 0.07349(11) -0.10594(11) 0.0199(4) Uani 1 1 d . . . H17 H 0.6810 0.0721 -0.1253 0.024 Uiso 1 1 calc R . . C18 C 0.79097(12) 0.11864(11) -0.15571(12) 0.0211(4) Uani 1 1 d . . . H18 H 0.7622 0.1471 -0.2089 0.025 Uiso 1 1 calc R . . C19 C 0.88097(11) 0.12315(11) -0.12933(11) 0.0179(4) Uani 1 1 d . . . C20 C 0.92092(12) 0.08267(11) -0.05036(11) 0.0186(4) Uani 1 1 d . . . H20 H 0.9822 0.0866 -0.0300 0.022 Uiso 1 1 calc R . . C21 C 0.87272(11) 0.03638(11) -0.00056(11) 0.0176(4) Uani 1 1 d . . . H21 H 0.9018 0.0086 0.0529 0.021 Uiso 1 1 calc R . . O22 O 1.02157(8) 0.14332(8) -0.15819(9) 0.0261(3) Uani 1 1 d . . . C22 C 0.93318(11) 0.17153(11) -0.18649(12) 0.0200(4) Uani 1 1 d . . . H22 H 1.0532(16) 0.1713(15) -0.1950(17) 0.062(8) Uiso 1 1 d . . . C23 C 0.94994(13) 0.32927(12) -0.11029(13) 0.0276(5) Uani 1 1 d . . . H23 H 0.9775 0.3057 -0.0542 0.033 Uiso 1 1 calc R . . C24 C 0.93563(14) 0.42065(13) -0.12171(14) 0.0338(5) Uani 1 1 d . . . H24 H 0.9546 0.4599 -0.0732 0.041 Uiso 1 1 calc R . . C25 C 0.89409(14) 0.45524(13) -0.20275(14) 0.0343(5) Uani 1 1 d . . . H25 H 0.8841 0.5178 -0.2091 0.041 Uiso 1 1 calc R . . C26 C 0.86687(13) 0.39929(12) -0.27490(13) 0.0278(5) Uani 1 1 d . . . H26 H 0.8379 0.4230 -0.3304 0.033 Uiso 1 1 calc R . . C27 C 0.82730(12) 0.23294(13) -0.41802(12) 0.0271(5) Uani 1 1 d . . . H27 H 0.8068 0.2867 -0.4482 0.033 Uiso 1 1 calc R . . C28 C 0.82007(13) 0.15156(13) -0.46266(13) 0.0327(5) Uani 1 1 d . . . H28 H 0.7935 0.1497 -0.5238 0.039 Uiso 1 1 calc R . . C29 C 0.85120(14) 0.07331(13) -0.41891(13) 0.0325(5) Uani 1 1 d . . . H29 H 0.8463 0.0186 -0.4507 0.039 Uiso 1 1 calc R . . C30 C 0.88936(13) 0.07381(12) -0.32948(13) 0.0279(5) Uani 1 1 d . . . H30 H 0.9105 0.0200 -0.2997 0.033 Uiso 1 1 calc R . . C1A C 0.58534(11) -0.25678(12) 0.18864(12) 0.0204(4) Uani 1 1 d . . . C4A C 0.61769(12) -0.28960(12) 0.27397(12) 0.0216(4) Uani 1 1 d . . . C5A C 0.63858(11) -0.21313(12) 0.33489(12) 0.0212(4) Uani 1 1 d . . . C8A C 0.61787(12) -0.13403(12) 0.28615(12) 0.0211(4) Uani 1 1 d . . . C23A C 0.92354(11) 0.27344(11) -0.18158(12) 0.0194(4) Uani 1 1 d . . . C26A C 0.88279(11) 0.30799(12) -0.26444(12) 0.0204(4) Uani 1 1 d . . . C27A C 0.86525(11) 0.23368(11) -0.32827(12) 0.0198(4) Uani 1 1 d . . . C30A C 0.89609(11) 0.15429(11) -0.28448(11) 0.0191(4) Uani 1 1 d . . . O1G O 0.39796(8) -0.19710(8) 0.27014(8) 0.0293(3) Uani 1 1 d . . . C1G C 0.41526(14) -0.18912(13) 0.36490(13) 0.0341(5) Uani 1 1 d . . . H1GA H 0.3673 -0.1570 0.3829 0.041 Uiso 1 1 calc R . . H1GB H 0.4701 -0.1560 0.3875 0.041 Uiso 1 1 calc R . . C2G C 0.42254(16) -0.28348(14) 0.40003(15) 0.0422(6) Uani 1 1 d . . . H2GA H 0.4830 -0.3057 0.4102 0.051 Uiso 1 1 calc R . . H2GB H 0.4026 -0.2876 0.4557 0.051 Uiso 1 1 calc R . . C3G C 0.36403(18) -0.33391(15) 0.32800(15) 0.0508(7) Uani 1 1 d . . . H3GA H 0.3032 -0.3314 0.3345 0.061 Uiso 1 1 calc R . . H3GB H 0.3821 -0.3973 0.3281 0.061 Uiso 1 1 calc R . . C4G C 0.37282(14) -0.28820(13) 0.24525(14) 0.0326(5) Uani 1 1 d . . . H4GA H 0.4177 -0.3180 0.2202 0.039 Uiso 1 1 calc R . . H4GB H 0.3170 -0.2894 0.2008 0.039 Uiso 1 1 calc R . . O5G O 1.11268(8) 0.23253(8) -0.26264(8) 0.0291(3) Uani 1 1 d . . . C5G C 1.12954(14) 0.32626(12) -0.24532(14) 0.0341(5) Uani 1 1 d . . . H5GA H 1.1919 0.3364 -0.2185 0.041 Uiso 1 1 calc R . . H5GB H 1.0948 0.3493 -0.2047 0.041 Uiso 1 1 calc R . . C6G C 1.10371(18) 0.37184(14) -0.33360(15) 0.0493(7) Uani 1 1 d . . . H6GA H 1.0413 0.3877 -0.3477 0.059 Uiso 1 1 calc R . . H6GB H 1.1384 0.4267 -0.3350 0.059 Uiso 1 1 calc R . . C7G C 1.12261(16) 0.30379(14) -0.39554(15) 0.0420(6) Uani 1 1 d . . . H7GA H 1.1839 0.3074 -0.4002 0.050 Uiso 1 1 calc R . . H7GB H 1.0843 0.3115 -0.4549 0.050 Uiso 1 1 calc R . . C8G C 1.10468(15) 0.21563(14) -0.35509(14) 0.0369(5) Uani 1 1 d . . . H8GA H 1.0455 0.1942 -0.3827 0.044 Uiso 1 1 calc R . . H8GB H 1.1471 0.1697 -0.3637 0.044 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 0.0334(12) 0.0297(11) 0.0205(10) 0.0021(9) 0.0076(9) -0.0030(9) C2 0.0496(15) 0.0276(11) 0.0319(12) -0.0050(10) 0.0142(11) -0.0076(10) C3 0.0578(16) 0.0225(11) 0.0398(13) 0.0066(10) 0.0186(12) 0.0005(10) C4 0.0425(13) 0.0283(11) 0.0282(12) 0.0115(10) 0.0097(10) 0.0036(10) C5 0.0278(12) 0.0397(12) 0.0209(11) 0.0082(9) 0.0063(9) -0.0005(9) C6 0.0339(13) 0.0556(15) 0.0188(11) -0.0031(11) 0.0049(10) -0.0083(11) C7 0.0476(14) 0.0399(13) 0.0303(12) -0.0114(10) 0.0157(11) -0.0111(11) C8 0.0400(13) 0.0264(11) 0.0310(12) -0.0002(9) 0.0131(10) -0.0034(9) O9 0.0186(7) 0.0294(7) 0.0285(8) 0.0118(6) 0.0086(6) 0.0050(6) C9 0.0169(10) 0.0221(9) 0.0202(10) 0.0065(8) 0.0040(8) 0.0037(8) C10 0.0207(10) 0.0169(9) 0.0153(9) 0.0008(8) 0.0047(8) -0.0010(8) C11 0.0164(10) 0.0303(11) 0.0260(11) 0.0080(9) 0.0054(9) 0.0024(8) C12 0.0225(11) 0.0244(10) 0.0211(10) 0.0101(8) 0.0043(9) 0.0046(8) C13 0.0180(10) 0.0149(9) 0.0152(9) -0.0021(7) 0.0038(8) -0.0010(7) C14 0.0163(10) 0.0224(9) 0.0228(10) 0.0032(8) 0.0032(8) 0.0036(8) C15 0.0216(11) 0.0209(10) 0.0235(10) 0.0079(8) 0.0037(9) 0.0042(8) C16 0.0203(10) 0.0137(9) 0.0154(9) -0.0023(7) 0.0063(8) 0.0000(7) C17 0.0161(10) 0.0218(10) 0.0213(10) 0.0017(8) 0.0035(8) -0.0011(8) C18 0.0203(11) 0.0224(10) 0.0199(10) 0.0053(8) 0.0030(8) 0.0009(8) C19 0.0210(10) 0.0138(9) 0.0198(10) 0.0009(8) 0.0065(8) 0.0016(7) C20 0.0155(10) 0.0178(9) 0.0222(10) -0.0008(8) 0.0035(8) 0.0004(7) C21 0.0202(10) 0.0155(9) 0.0164(9) 0.0006(8) 0.0030(8) 0.0010(7) O22 0.0166(7) 0.0321(8) 0.0312(8) 0.0121(6) 0.0083(6) 0.0037(6) C22 0.0151(10) 0.0208(9) 0.0244(10) 0.0062(8) 0.0055(8) 0.0015(7) C23 0.0317(12) 0.0280(11) 0.0244(11) 0.0013(9) 0.0091(9) -0.0055(9) C24 0.0467(14) 0.0278(11) 0.0298(12) -0.0077(10) 0.0144(11) -0.0103(10) C25 0.0512(15) 0.0193(10) 0.0374(13) 0.0008(9) 0.0206(11) -0.0019(10) C26 0.0356(12) 0.0232(10) 0.0268(11) 0.0068(9) 0.0115(10) 0.0024(9) C27 0.0287(12) 0.0299(11) 0.0231(11) 0.0053(9) 0.0067(9) -0.0007(9) C28 0.0365(13) 0.0410(13) 0.0214(11) -0.0031(10) 0.0084(10) -0.0073(10) C29 0.0439(14) 0.0273(11) 0.0296(12) -0.0077(10) 0.0155(11) -0.0071(10) C30 0.0335(12) 0.0231(10) 0.0309(12) 0.0013(9) 0.0156(10) 0.0003(9) C1A 0.0176(10) 0.0240(10) 0.0207(10) 0.0054(9) 0.0066(8) -0.0006(8) C4A 0.0205(10) 0.0235(10) 0.0220(10) 0.0060(8) 0.0075(8) 0.0015(8) C5A 0.0161(10) 0.0283(10) 0.0208(10) 0.0060(9) 0.0071(8) 0.0011(8) C8A 0.0194(10) 0.0254(10) 0.0201(10) 0.0026(8) 0.0077(8) -0.0007(8) C23A 0.0187(10) 0.0210(9) 0.0200(10) 0.0019(8) 0.0071(8) -0.0028(8) C26A 0.0196(10) 0.0214(10) 0.0220(10) 0.0042(8) 0.0084(8) -0.0006(8) C27A 0.0202(10) 0.0219(10) 0.0195(10) 0.0016(8) 0.0092(8) 0.0001(8) C30A 0.0177(10) 0.0213(10) 0.0211(10) 0.0024(8) 0.0102(8) -0.0001(7) O1G 0.0310(8) 0.0309(8) 0.0278(8) 0.0066(6) 0.0104(6) -0.0008(6) C1G 0.0407(13) 0.0348(12) 0.0287(12) 0.0015(10) 0.0117(10) -0.0036(10) C2G 0.0549(15) 0.0394(13) 0.0324(13) 0.0073(10) 0.0099(11) -0.0035(11) C3G 0.0712(18) 0.0391(13) 0.0412(14) 0.0009(11) 0.0110(13) -0.0190(12) C4G 0.0342(12) 0.0331(12) 0.0321(12) -0.0024(10) 0.0109(10) -0.0017(9) O5G 0.0301(8) 0.0281(7) 0.0307(8) 0.0105(6) 0.0100(6) 0.0003(6) C5G 0.0407(13) 0.0267(11) 0.0384(13) 0.0038(10) 0.0161(11) -0.0034(9) C6G 0.0736(19) 0.0341(13) 0.0434(15) 0.0131(11) 0.0199(14) 0.0040(12) C7G 0.0553(16) 0.0375(13) 0.0359(13) 0.0142(11) 0.0158(12) 0.0131(11) C8G 0.0418(14) 0.0370(12) 0.0356(13) 0.0015(10) 0.0164(11) -0.0032(10) _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 C1A 1.381(3) . ? C1 C2 1.393(3) . ? C2 C3 1.385(3) . ? C3 C4 1.384(3) . ? C4 C4A 1.392(2) . ? C5 C6 1.387(3) . ? C5 C5A 1.392(3) . ? C6 C7 1.388(3) . ? C7 C8 1.394(3) . ? C8 C8A 1.381(3) . ? O9 C9 1.434(2) . ? C9 C10 1.521(2) . ? C9 C8A 1.527(3) . ? C9 C1A 1.529(2) . ? C10 C11 1.380(2) . ? C10 C15 1.392(2) . ? C11 C12 1.392(2) . ? C12 C13 1.391(2) . ? C13 C14 1.403(2) . ? C13 C16 1.489(2) . ? C14 C15 1.390(2) . ? C16 C21 1.398(2) . ? C16 C17 1.399(2) . ? C17 C18 1.384(2) . ? C18 C19 1.390(2) . ? C19 C20 1.387(2) . ? C19 C22 1.527(2) . ? C20 C21 1.390(2) . ? O22 C22 1.429(2) . ? C22 C30A 1.527(3) . ? C22 C23A 1.534(2) . ? C23 C23A 1.375(3) . ? C23 C24 1.389(3) . ? C24 C25 1.383(3) . ? C25 C26 1.388(3) . ? C26 C26A 1.390(2) . ? C27 C27A 1.390(3) . ? C27 C28 1.392(3) . ? C28 C29 1.386(3) . ? C29 C30 1.386(3) . ? C30 C30A 1.384(2) . ? C1A C4A 1.399(2) . ? C4A C5A 1.474(3) . ? C5A C8A 1.403(2) . ? C23A C26A 1.403(2) . ? C26A C27A 1.474(2) . ? C27A C30A 1.399(2) . ? O1G C1G 1.444(2) . ? O1G C4G 1.446(2) . ? C1G C2G 1.507(3) . ? C2G C3G 1.486(3) . ? C3G C4G 1.493(3) . ? O5G C8G 1.439(2) . ? O5G C5G 1.440(2) . ? C5G C6G 1.505(3) . ? C6G C7G 1.479(3) . ? C7G C8G 1.515(3) . ? 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 C1A C1 C2 118.48(18) . . ? C3 C2 C1 120.88(19) . . ? C4 C3 C2 120.96(19) . . ? C3 C4 C4A 118.44(18) . . ? C6 C5 C5A 118.52(19) . . ? C5 C6 C7 120.97(19) . . ? C6 C7 C8 120.67(19) . . ? C8A C8 C7 118.69(19) . . ? O9 C9 C10 107.41(14) . . ? O9 C9 C8A 111.31(14) . . ? C10 C9 C8A 112.32(15) . . ? O9 C9 C1A 111.00(14) . . ? C10 C9 C1A 113.63(14) . . ? C8A C9 C1A 101.19(14) . . ? C11 C10 C15 117.98(16) . . ? C11 C10 C9 121.20(16) . . ? C15 C10 C9 120.77(15) . . ? C10 C11 C12 121.39(17) . . ? C13 C12 C11 121.19(17) . . ? C12 C13 C14 117.33(16) . . ? C12 C13 C16 120.97(15) . . ? C14 C13 C16 121.70(16) . . ? C15 C14 C13 120.99(16) . . ? C14 C15 C10 121.08(16) . . ? C21 C16 C17 117.14(16) . . ? C21 C16 C13 121.66(15) . . ? C17 C16 C13 121.19(16) . . ? C18 C17 C16 121.22(17) . . ? C17 C18 C19 121.26(17) . . ? C20 C19 C18 117.98(16) . . ? C20 C19 C22 121.77(16) . . ? C18 C19 C22 120.26(16) . . ? C19 C20 C21 121.04(16) . . ? C20 C21 C16 121.30(16) . . ? O22 C22 C30A 112.56(14) . . ? O22 C22 C19 107.52(14) . . ? C30A C22 C19 111.58(14) . . ? O22 C22 C23A 112.25(14) . . ? C30A C22 C23A 101.40(14) . . ? C19 C22 C23A 111.57(14) . . ? C23A C23 C24 118.85(18) . . ? C25 C24 C23 120.92(19) . . ? C24 C25 C26 120.57(18) . . ? C25 C26 C26A 118.81(18) . . ? C27A C27 C28 118.46(18) . . ? C29 C28 C27 120.79(19) . . ? C30 C29 C28 120.92(18) . . ? C30A C30 C29 118.64(18) . . ? C1 C1A C4A 120.65(17) . . ? C1 C1A C9 128.42(16) . . ? C4A C1A C9 110.86(15) . . ? C4 C4A C1A 120.59(17) . . ? C4 C4A C5A 130.78(17) . . ? C1A C4A C5A 108.62(15) . . ? C5 C5A C8A 120.45(17) . . ? C5 C5A C4A 131.20(17) . . ? C8A C5A C4A 108.34(16) . . ? C8 C8A C5A 120.69(17) . . ? C8 C8A C9 128.33(17) . . ? C5A C8A C9 110.95(15) . . ? C23 C23A C26A 120.70(16) . . ? C23 C23A C22 128.84(16) . . ? C26A C23A C22 110.45(15) . . ? C26 C26A C23A 120.12(17) . . ? C26 C26A C27A 131.23(17) . . ? C23A C26A C27A 108.64(15) . . ? C27 C27A C30A 120.39(17) . . ? C27 C27A C26A 131.00(17) . . ? C30A C27A C26A 108.60(16) . . ? C30 C30A C27A 120.79(17) . . ? C30 C30A C22 128.36(16) . . ? C27A C30A C22 110.83(15) . . ? C1G O1G C4G 109.16(14) . . ? O1G C1G C2G 105.95(16) . . ? C3G C2G C1G 102.57(18) . . ? C2G C3G C4G 104.78(18) . . ? O1G C4G C3G 105.86(16) . . ? C8G O5G C5G 109.17(14) . . ? O5G C5G C6G 105.62(17) . . ? C7G C6G C5G 103.41(17) . . ? C6G C7G C8G 103.99(17) . . ? O5G C8G C7G 106.36(16) . . ? 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 C1A C1 C2 C3 0.2(3) . . . . ? C1 C2 C3 C4 -0.4(3) . . . . ? C2 C3 C4 C4A 0.3(3) . . . . ? C5A C5 C6 C7 1.1(3) . . . . ? C5 C6 C7 C8 -0.8(3) . . . . ? C6 C7 C8 C8A 0.0(3) . . . . ? O9 C9 C10 C11 6.6(2) . . . . ? C8A C9 C10 C11 -116.08(18) . . . . ? C1A C9 C10 C11 129.80(18) . . . . ? O9 C9 C10 C15 -175.61(15) . . . . ? C8A C9 C10 C15 61.7(2) . . . . ? C1A C9 C10 C15 -52.4(2) . . . . ? C15 C10 C11 C12 -1.2(3) . . . . ? C9 C10 C11 C12 176.63(17) . . . . ? C10 C11 C12 C13 -0.3(3) . . . . ? C11 C12 C13 C14 2.0(3) . . . . ? C11 C12 C13 C16 -177.26(16) . . . . ? C12 C13 C14 C15 -2.4(3) . . . . ? C16 C13 C14 C15 176.92(16) . . . . ? C13 C14 C15 C10 1.0(3) . . . . ? C11 C10 C15 C14 0.9(3) . . . . ? C9 C10 C15 C14 -176.98(16) . . . . ? C12 C13 C16 C21 156.70(16) . . . . ? C14 C13 C16 C21 -22.6(2) . . . . ? C12 C13 C16 C17 -22.6(2) . . . . ? C14 C13 C16 C17 158.16(16) . . . . ? C21 C16 C17 C18 2.1(2) . . . . ? C13 C16 C17 C18 -178.61(16) . . . . ? C16 C17 C18 C19 -0.7(3) . . . . ? C17 C18 C19 C20 -1.4(3) . . . . ? C17 C18 C19 C22 178.57(16) . . . . ? C18 C19 C20 C21 2.1(2) . . . . ? C22 C19 C20 C21 -177.85(15) . . . . ? C19 C20 C21 C16 -0.8(3) . . . . ? C17 C16 C21 C20 -1.4(2) . . . . ? C13 C16 C21 C20 179.34(15) . . . . ? C20 C19 C22 O22 16.9(2) . . . . ? C18 C19 C22 O22 -163.08(15) . . . . ? C20 C19 C22 C30A 140.80(16) . . . . ? C18 C19 C22 C30A -39.2(2) . . . . ? C20 C19 C22 C23A -106.57(18) . . . . ? C18 C19 C22 C23A 73.4(2) . . . . ? C23A C23 C24 C25 1.2(3) . . . . ? C23 C24 C25 C26 -0.9(3) . . . . ? C24 C25 C26 C26A -0.6(3) . . . . ? C27A C27 C28 C29 -1.0(3) . . . . ? C27 C28 C29 C30 0.8(3) . . . . ? C28 C29 C30 C30A -0.2(3) . . . . ? C2 C1 C1A C4A 0.1(3) . . . . ? C2 C1 C1A C9 -176.64(17) . . . . ? O9 C9 C1A C1 60.8(2) . . . . ? C10 C9 C1A C1 -60.4(2) . . . . ? C8A C9 C1A C1 178.97(18) . . . . ? O9 C9 C1A C4A -116.21(17) . . . . ? C10 C9 C1A C4A 122.61(17) . . . . ? C8A C9 C1A C4A 2.00(18) . . . . ? C3 C4 C4A C1A 0.0(3) . . . . ? C3 C4 C4A C5A 178.44(19) . . . . ? C1 C1A C4A C4 -0.1(3) . . . . ? C9 C1A C4A C4 177.09(16) . . . . ? C1 C1A C4A C5A -178.94(16) . . . . ? C9 C1A C4A C5A -1.7(2) . . . . ? C6 C5 C5A C8A -0.7(3) . . . . ? C6 C5 C5A C4A -179.39(18) . . . . ? C4 C4A C5A C5 0.8(3) . . . . ? C1A C4A C5A C5 179.38(18) . . . . ? C4 C4A C5A C8A -178.02(18) . . . . ? C1A C4A C5A C8A 0.6(2) . . . . ? C7 C8 C8A C5A 0.4(3) . . . . ? C7 C8 C8A C9 178.23(18) . . . . ? C5 C5A C8A C8 0.0(3) . . . . ? C4A C5A C8A C8 178.91(16) . . . . ? C5 C5A C8A C9 -178.21(16) . . . . ? C4A C5A C8A C9 0.7(2) . . . . ? O9 C9 C8A C8 -61.6(2) . . . . ? C10 C9 C8A C8 58.8(2) . . . . ? C1A C9 C8A C8 -179.63(18) . . . . ? O9 C9 C8A C5A 116.36(16) . . . . ? C10 C9 C8A C5A -123.15(16) . . . . ? C1A C9 C8A C5A -1.62(18) . . . . ? C24 C23 C23A C26A 0.0(3) . . . . ? C24 C23 C23A C22 178.82(17) . . . . ? O22 C22 C23A C23 -56.1(2) . . . . ? C30A C22 C23A C23 -176.41(18) . . . . ? C19 C22 C23A C23 64.7(2) . . . . ? O22 C22 C23A C26A 122.90(16) . . . . ? C30A C22 C23A C26A 2.55(18) . . . . ? C19 C22 C23A C26A -116.34(17) . . . . ? C25 C26 C26A C23A 1.7(3) . . . . ? C25 C26 C26A C27A -177.21(18) . . . . ? C23 C23A C26A C26 -1.5(3) . . . . ? C22 C23A C26A C26 179.49(15) . . . . ? C23 C23A C26A C27A 177.71(16) . . . . ? C22 C23A C26A C27A -1.3(2) . . . . ? C28 C27 C27A C30A 0.6(3) . . . . ? C28 C27 C27A C26A 179.09(18) . . . . ? C26 C26A C27A C27 -0.2(3) . . . . ? C23A C26A C27A C27 -179.21(18) . . . . ? C26 C26A C27A C30A 178.44(18) . . . . ? C23A C26A C27A C30A -0.6(2) . . . . ? C29 C30 C30A C27A -0.2(3) . . . . ? C29 C30 C30A C22 178.45(17) . . . . ? C27 C27A C30A C30 0.0(3) . . . . ? C26A C27A C30A C30 -178.83(16) . . . . ? C27 C27A C30A C22 -178.89(16) . . . . ? C26A C27A C30A C22 2.32(19) . . . . ? O22 C22 C30A C30 58.2(2) . . . . ? C19 C22 C30A C30 -62.8(2) . . . . ? C23A C22 C30A C30 178.33(17) . . . . ? O22 C22 C30A C27A -123.07(15) . . . . ? C19 C22 C30A C27A 115.94(16) . . . . ? C23A C22 C30A C27A -2.94(18) . . . . ? C4G O1G C1G C2G 14.3(2) . . . . ? O1G C1G C2G C3G -29.9(2) . . . . ? C1G C2G C3G C4G 34.0(2) . . . . ? C1G O1G C4G C3G 7.2(2) . . . . ? C2G C3G C4G O1G -26.1(2) . . . . ? C8G O5G C5G C6G 17.6(2) . . . . ? O5G C5G C6G C7G -31.7(2) . . . . ? C5G C6G C7G C8G 32.9(2) . . . . ? C5G O5G C8G C7G 3.2(2) . . . . ? C6G C7G C8G O5G -23.0(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O22 H22 O5G 0.94(3) 1.81(3) 2.7516(18) 176(2) . O9 H9 O1G 0.94(3) 1.78(3) 2.7258(18) 177(2) . _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.09 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.339 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.049 #========================================================END data_H1.2Et2O _database_code_depnum_ccdc_archive 'CCDC 632727' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'(Biphenyl-4,4'-diyl)difluoren-9-ol.2(diethyl ether) clathrate ; _chemical_name_common ;9,9'(Biphenyl-4,4'-diyl)difluoren-9-ol.2(diethyl ether) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C38 H26 O2. 2(C4 H10 O)' _chemical_formula_sum 'C46 H46 O4' _chemical_formula_weight 662.83 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 P21/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 7.5658(2) _cell_length_b 32.1197(8) _cell_length_c 15.3726(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.2690(10) _cell_angle_gamma 90.00 _cell_volume 3686.94(18) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 29790 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 26.37 _exptl_crystal_description 'clear needles' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.194 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 113(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 'combination of phi and omega' _diffrn_reflns_number 13168 _diffrn_reflns_av_R_equivalents 0.1205 _diffrn_reflns_av_sigmaI/netI 0.2053 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 26.34 _reflns_number_total 7260 _reflns_number_gt 3033 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0589P)^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 SHELXL _refine_ls_extinction_coef 0.0055(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7260 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2121 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.1581 _refine_ls_wR_factor_gt 0.1148 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.973 _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 -0.0249(4) 0.40426(10) 0.6523(2) 0.0294(8) Uani 1 1 d . . . H1 H 0.0145 0.3791 0.6815 0.035 Uiso 1 1 calc R . . C2 C -0.0858(4) 0.40472(11) 0.5622(2) 0.0341(9) Uani 1 1 d . . . H2 H -0.0876 0.3796 0.5293 0.041 Uiso 1 1 calc R . . C3 C -0.1437(4) 0.44136(10) 0.5199(2) 0.0321(9) Uani 1 1 d . . . H3 H -0.1855 0.4411 0.4582 0.039 Uiso 1 1 calc R . . C4 C -0.1418(4) 0.47852(10) 0.5660(2) 0.0286(8) Uani 1 1 d . . . H4 H -0.1825 0.5036 0.5364 0.034 Uiso 1 1 calc R . . C5 C -0.0844(4) 0.55512(10) 0.7106(2) 0.0299(9) Uani 1 1 d . . . H5 H -0.1307 0.5666 0.6546 0.036 Uiso 1 1 calc R . . C6 C -0.0438(4) 0.58054(10) 0.7844(3) 0.0364(10) Uani 1 1 d . . . H6 H -0.0621 0.6097 0.7787 0.044 Uiso 1 1 calc R . . C7 C 0.0232(4) 0.56371(10) 0.8662(2) 0.0334(9) Uani 1 1 d . . . H7 H 0.0488 0.5815 0.9160 0.040 Uiso 1 1 calc R . . C8 C 0.0531(4) 0.52128(10) 0.8762(2) 0.0290(8) Uani 1 1 d . . . H8 H 0.0994 0.5099 0.9323 0.035 Uiso 1 1 calc R . . O9 O 0.2223(3) 0.43657(6) 0.82540(15) 0.0293(6) Uani 1 1 d . . . C9 C 0.0390(4) 0.44880(9) 0.7975(2) 0.0223(8) Uani 1 1 d . . . H9 H 0.302(5) 0.4541(12) 0.799(3) 0.075(14) Uiso 1 1 d . . . C10 C -0.0743(4) 0.42436(9) 0.8525(2) 0.0229(8) Uani 1 1 d . . . C11 C -0.0243(4) 0.38505(9) 0.8842(2) 0.0242(8) Uani 1 1 d . . . H11 H 0.0826 0.3728 0.8710 0.029 Uiso 1 1 calc R . . C12 C -0.1295(4) 0.36341(9) 0.9353(2) 0.0243(8) Uani 1 1 d . . . H12 H -0.0938 0.3363 0.9557 0.029 Uiso 1 1 calc R . . C13 C -0.2851(4) 0.38027(9) 0.9572(2) 0.0210(8) Uani 1 1 d . . . C14 C -0.3390(4) 0.41906(9) 0.9213(2) 0.0268(8) Uani 1 1 d . . . H14 H -0.4484 0.4308 0.9324 0.032 Uiso 1 1 calc R . . C15 C -0.2356(4) 0.44058(9) 0.8700(2) 0.0263(8) Uani 1 1 d . . . H15 H -0.2754 0.4669 0.8463 0.032 Uiso 1 1 calc R . . C16 C -0.3890(4) 0.35904(9) 1.0180(2) 0.0216(8) Uani 1 1 d . . . C17 C -0.3027(4) 0.33484(9) 1.0880(2) 0.0231(8) Uani 1 1 d . . . H17 H -0.1766 0.3312 1.0950 0.028 Uiso 1 1 calc R . . C18 C -0.3973(4) 0.31628(9) 1.1469(2) 0.0257(8) Uani 1 1 d . . . H18 H -0.3355 0.3002 1.1941 0.031 Uiso 1 1 calc R . . C19 C -0.5828(4) 0.32076(9) 1.1383(2) 0.0208(8) Uani 1 1 d . . . C20 C -0.6691(4) 0.34462(9) 1.0695(2) 0.0224(8) Uani 1 1 d . . . H20 H -0.7953 0.3480 1.0625 0.027 Uiso 1 1 calc R . . C21 C -0.5740(4) 0.36383(9) 1.0102(2) 0.0258(8) Uani 1 1 d . . . H21 H -0.6360 0.3804 0.9639 0.031 Uiso 1 1 calc R . . O22 O -0.8688(3) 0.31029(6) 1.18338(15) 0.0258(6) Uani 1 1 d . . . C22 C -0.6802(4) 0.30074(9) 1.2066(2) 0.0215(8) Uani 1 1 d . . . C23 C -0.5876(4) 0.35576(10) 1.3300(2) 0.0264(8) Uani 1 1 d . . . H23 H -0.6201 0.3785 1.2913 0.032 Uiso 1 1 calc R . . C24 C -0.5212(4) 0.36264(11) 1.4184(2) 0.0342(9) Uani 1 1 d . . . H24 H -0.5095 0.3903 1.4407 0.041 Uiso 1 1 calc R . . C25 C -0.4719(4) 0.32912(12) 1.4742(2) 0.0379(9) Uani 1 1 d . . . H25 H -0.4272 0.3341 1.5346 0.045 Uiso 1 1 calc R . . C26 C -0.4868(4) 0.28867(11) 1.4432(2) 0.0334(9) Uani 1 1 d . . . H26 H -0.4523 0.2659 1.4817 0.040 Uiso 1 1 calc R . . C27 C -0.5473(4) 0.20225(11) 1.3265(3) 0.0351(9) Uani 1 1 d . . . H27 H -0.4991 0.1951 1.3855 0.042 Uiso 1 1 calc R . . C28 C -0.5863(4) 0.17170(10) 1.2629(3) 0.0395(10) Uani 1 1 d . . . H28 H -0.5657 0.1433 1.2787 0.047 Uiso 1 1 calc R . . C29 C -0.6549(4) 0.18180(10) 1.1764(3) 0.0346(9) Uani 1 1 d . . . H29 H -0.6799 0.1604 1.1335 0.042 Uiso 1 1 calc R . . C30 C -0.6876(4) 0.22343(9) 1.1521(2) 0.0293(9) Uani 1 1 d . . . H30 H -0.7345 0.2305 1.0929 0.035 Uiso 1 1 calc R . . C1A C -0.0227(4) 0.44118(9) 0.6989(2) 0.0229(8) Uani 1 1 d . . . C4A C -0.0797(4) 0.47854(9) 0.6558(2) 0.0216(8) Uani 1 1 d . . . C5A C -0.0557(4) 0.51242(9) 0.7206(2) 0.0233(8) Uani 1 1 d . . . C8A C 0.0144(4) 0.49587(9) 0.8031(2) 0.0237(8) Uani 1 1 d . . . C23A C -0.6057(4) 0.31550(9) 1.2994(2) 0.0217(8) Uani 1 1 d . . . C26A C -0.5535(4) 0.28198(9) 1.3546(2) 0.0250(8) Uani 1 1 d . . . C27A C -0.5797(4) 0.24341(9) 1.3025(2) 0.0246(8) Uani 1 1 d . . . C30A C -0.6506(4) 0.25402(9) 1.2155(2) 0.0228(8) Uani 1 1 d . . . O1G O 0.4448(3) 0.49079(6) 0.73699(14) 0.0289(6) Uani 1 1 d . . . C1G C 0.4303(5) 0.53467(9) 0.7509(3) 0.0412(10) Uani 1 1 d . . . H1GA H 0.3034 0.5434 0.7364 0.049 Uiso 1 1 calc R . . H1GB H 0.4998 0.5500 0.7119 0.049 Uiso 1 1 calc R . . C2G C 0.5006(5) 0.54451(12) 0.8449(3) 0.0608(13) Uani 1 1 d . . . H2GB H 0.4388 0.5273 0.8832 0.091 Uiso 1 1 calc R . . H2GA H 0.4798 0.5740 0.8561 0.091 Uiso 1 1 calc R . . H2GC H 0.6293 0.5387 0.8571 0.091 Uiso 1 1 calc R . . C3G C 0.4089(5) 0.48016(10) 0.6454(2) 0.0360(9) Uani 1 1 d . . . H3GA H 0.4857 0.4969 0.6123 0.043 Uiso 1 1 calc R . . H3GB H 0.2821 0.4861 0.6212 0.043 Uiso 1 1 calc R . . C4G C 0.4470(5) 0.43458(11) 0.6359(2) 0.0457(10) Uani 1 1 d . . . H4GA H 0.5730 0.4290 0.6593 0.069 Uiso 1 1 calc R . . H4GB H 0.4223 0.4268 0.5735 0.069 Uiso 1 1 calc R . . H4GC H 0.3704 0.4182 0.6688 0.069 Uiso 1 1 calc R . . O5G O -1.0684(3) 0.26079(6) 1.28756(14) 0.0286(6) Uani 1 1 d . . . C5G C -1.0278(4) 0.26438(10) 1.3810(2) 0.0376(9) Uani 1 1 d . . . H5GA H -0.9117 0.2507 1.4026 0.045 Uiso 1 1 calc R . . H5GB H -1.1216 0.2503 1.4083 0.045 Uiso 1 1 calc R . . C6G C -1.0184(5) 0.30944(10) 1.4065(2) 0.0435(10) Uani 1 1 d . . . H6GA H -0.9237 0.3231 1.3803 0.065 Uiso 1 1 calc R . . H6GB H -0.9916 0.3118 1.4708 0.065 Uiso 1 1 calc R . . H6GC H -1.1335 0.3228 1.3850 0.065 Uiso 1 1 calc R . . C7G C -1.0810(4) 0.21830(9) 1.2588(2) 0.0310(9) Uani 1 1 d . . . H7GA H -1.1595 0.2026 1.2928 0.037 Uiso 1 1 calc R . . H7GB H -0.9608 0.2053 1.2692 0.037 Uiso 1 1 calc R . . C8G C -1.1561(4) 0.21676(10) 1.1629(2) 0.0391(10) Uani 1 1 d . . . H8GA H -1.2784 0.2278 1.1535 0.059 Uiso 1 1 calc R . . H8GB H -1.1578 0.1879 1.1423 0.059 Uiso 1 1 calc R . . H8GC H -1.0815 0.2336 1.1299 0.059 Uiso 1 1 calc R . . H22 H -0.944(6) 0.2954(13) 1.222(3) 0.106(17) 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 0.031(2) 0.026(2) 0.033(2) -0.0021(17) 0.0107(17) -0.0001(15) C2 0.040(2) 0.033(2) 0.031(2) -0.0088(19) 0.0077(18) -0.0006(17) C3 0.037(2) 0.039(2) 0.022(2) -0.0037(19) 0.0084(17) -0.0029(17) C4 0.0285(19) 0.028(2) 0.029(2) 0.0085(17) 0.0054(17) -0.0004(15) C5 0.0252(19) 0.028(2) 0.035(2) 0.0033(18) 0.0013(17) 0.0002(15) C6 0.028(2) 0.025(2) 0.054(3) 0.000(2) 0.0014(19) 0.0046(16) C7 0.0237(19) 0.028(2) 0.047(3) -0.0155(19) 0.0017(18) 0.0005(16) C8 0.0220(18) 0.038(2) 0.026(2) -0.0050(18) 0.0015(16) 0.0002(16) O9 0.0248(14) 0.0311(14) 0.0320(15) 0.0066(11) 0.0042(11) -0.0005(11) C9 0.0128(17) 0.0265(19) 0.026(2) 0.0025(16) -0.0009(15) 0.0016(14) C10 0.0267(19) 0.0216(18) 0.021(2) 0.0008(15) 0.0053(15) -0.0033(15) C11 0.0237(18) 0.0231(19) 0.027(2) -0.0034(16) 0.0071(16) -0.0023(14) C12 0.031(2) 0.0196(17) 0.022(2) -0.0033(16) 0.0020(16) 0.0005(15) C13 0.0220(18) 0.0217(18) 0.0196(19) 0.0003(15) 0.0043(15) -0.0011(15) C14 0.0183(18) 0.030(2) 0.032(2) 0.0061(17) 0.0029(16) 0.0026(15) C15 0.0236(19) 0.0242(19) 0.031(2) 0.0080(16) 0.0041(16) 0.0043(15) C16 0.0253(19) 0.0188(17) 0.021(2) -0.0007(15) 0.0053(15) 0.0010(14) C17 0.0228(18) 0.0230(18) 0.025(2) 0.0011(16) 0.0064(16) -0.0001(15) C18 0.024(2) 0.0268(18) 0.025(2) 0.0034(17) 0.0007(16) 0.0021(15) C19 0.0267(19) 0.0160(17) 0.0194(19) -0.0003(15) 0.0031(15) -0.0002(14) C20 0.0206(18) 0.0219(17) 0.025(2) -0.0030(16) 0.0036(16) -0.0004(14) C21 0.028(2) 0.0242(18) 0.024(2) 0.0037(16) 0.0008(16) 0.0007(15) O22 0.0200(13) 0.0276(13) 0.0298(14) 0.0018(11) 0.0044(11) 0.0021(10) C22 0.0188(18) 0.0231(18) 0.022(2) 0.0031(15) 0.0018(15) 0.0019(14) C23 0.0242(19) 0.031(2) 0.025(2) -0.0017(17) 0.0069(16) -0.0013(15) C24 0.032(2) 0.038(2) 0.033(2) -0.009(2) 0.0075(17) -0.0001(17) C25 0.031(2) 0.056(3) 0.027(2) -0.002(2) 0.0062(17) -0.0036(18) C26 0.027(2) 0.042(2) 0.030(2) 0.0098(19) 0.0024(17) 0.0023(17) C27 0.031(2) 0.035(2) 0.041(3) 0.015(2) 0.0076(18) 0.0032(17) C28 0.043(2) 0.024(2) 0.054(3) 0.008(2) 0.017(2) 0.0034(17) C29 0.034(2) 0.028(2) 0.047(3) -0.0030(19) 0.0214(19) -0.0006(16) C30 0.0278(19) 0.025(2) 0.037(2) 0.0047(19) 0.0094(16) 0.0026(15) C1A 0.0217(18) 0.0235(19) 0.024(2) -0.0012(16) 0.0052(15) -0.0023(14) C4A 0.0167(17) 0.0262(19) 0.023(2) -0.0006(17) 0.0064(15) -0.0023(14) C5A 0.0213(18) 0.0212(19) 0.028(2) -0.0001(17) 0.0074(16) -0.0008(14) C8A 0.0236(18) 0.0237(19) 0.024(2) -0.0005(17) 0.0044(16) -0.0041(14) C23A 0.0196(18) 0.0252(19) 0.021(2) 0.0022(16) 0.0038(15) -0.0012(14) C26A 0.0208(18) 0.031(2) 0.024(2) 0.0022(17) 0.0048(15) -0.0006(15) C27A 0.0183(17) 0.0253(19) 0.033(2) 0.0081(17) 0.0122(16) 0.0027(14) C30A 0.0217(18) 0.0212(19) 0.026(2) 0.0037(16) 0.0045(16) 0.0026(14) O1G 0.0294(13) 0.0237(13) 0.0331(16) 0.0008(11) 0.0032(11) 0.0005(10) C1G 0.036(2) 0.020(2) 0.070(3) -0.003(2) 0.017(2) -0.0002(16) C2G 0.038(2) 0.056(3) 0.088(4) -0.038(3) 0.009(2) -0.001(2) C3G 0.038(2) 0.046(2) 0.026(2) 0.0040(19) 0.0118(18) -0.0003(18) C4G 0.039(2) 0.052(3) 0.049(3) -0.016(2) 0.0159(19) -0.0070(19) O5G 0.0342(13) 0.0255(13) 0.0266(15) 0.0012(11) 0.0063(11) 0.0006(10) C5G 0.037(2) 0.048(2) 0.030(2) 0.0004(19) 0.0110(18) 0.0045(18) C6G 0.042(2) 0.050(2) 0.042(3) -0.010(2) 0.0159(19) -0.0043(18) C7G 0.0279(19) 0.0211(19) 0.044(3) 0.0014(17) 0.0066(18) -0.0019(15) C8G 0.036(2) 0.034(2) 0.046(3) -0.0088(19) 0.0008(19) 0.0008(16) _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 C1A 1.384(4) . ? C1 C2 1.388(4) . ? C2 C3 1.381(4) . ? C3 C4 1.387(4) . ? C4 C4A 1.385(4) . ? C5 C6 1.391(4) . ? C5 C5A 1.393(4) . ? C6 C7 1.388(4) . ? C7 C8 1.386(4) . ? C8 C8A 1.381(4) . ? O9 C9 1.439(3) . ? C9 C10 1.516(4) . ? C9 C8A 1.528(4) . ? C9 C1A 1.532(4) . ? C10 C11 1.384(4) . ? C10 C15 1.393(4) . ? C11 C12 1.391(4) . ? C12 C13 1.385(4) . ? C13 C14 1.397(4) . ? C13 C16 1.481(4) . ? C14 C15 1.382(4) . ? C16 C21 1.394(4) . ? C16 C17 1.401(4) . ? C17 C18 1.377(4) . ? C18 C19 1.395(4) . ? C19 C20 1.382(4) . ? C19 C22 1.519(4) . ? C20 C21 1.393(4) . ? O22 C22 1.446(3) . ? C22 C30A 1.520(4) . ? C22 C23A 1.523(4) . ? C23 C23A 1.376(4) . ? C23 C24 1.387(4) . ? C24 C25 1.390(4) . ? C25 C26 1.382(4) . ? C26 C26A 1.391(4) . ? C27 C28 1.383(5) . ? C27 C27A 1.384(4) . ? C28 C29 1.385(5) . ? C29 C30 1.399(4) . ? C30 C30A 1.380(4) . ? C1A C4A 1.404(4) . ? C4A C5A 1.466(4) . ? C5A C8A 1.399(4) . ? C23A C26A 1.388(4) . ? C26A C27A 1.471(4) . ? C27A C30A 1.400(4) . ? O1G C3G 1.432(4) . ? O1G C1G 1.432(3) . ? C1G C2G 1.491(5) . ? C3G C4G 1.504(4) . ? O5G C5G 1.424(4) . ? O5G C7G 1.433(3) . ? C5G C6G 1.498(4) . ? C7G C8G 1.494(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 C1A C1 C2 118.8(3) . . ? C3 C2 C1 120.5(3) . . ? C2 C3 C4 121.1(3) . . ? C4A C4 C3 118.9(3) . . ? C6 C5 C5A 118.5(3) . . ? C7 C6 C5 120.7(3) . . ? C8 C7 C6 120.8(3) . . ? C8A C8 C7 118.8(3) . . ? O9 C9 C10 107.3(2) . . ? O9 C9 C8A 111.9(2) . . ? C10 C9 C8A 113.3(3) . . ? O9 C9 C1A 112.1(2) . . ? C10 C9 C1A 111.1(2) . . ? C8A C9 C1A 101.2(2) . . ? C11 C10 C15 118.1(3) . . ? C11 C10 C9 121.4(3) . . ? C15 C10 C9 120.4(3) . . ? C10 C11 C12 120.4(3) . . ? C13 C12 C11 121.9(3) . . ? C12 C13 C14 117.3(3) . . ? C12 C13 C16 122.1(3) . . ? C14 C13 C16 120.6(3) . . ? C15 C14 C13 121.0(3) . . ? C14 C15 C10 121.2(3) . . ? C21 C16 C17 117.7(3) . . ? C21 C16 C13 121.5(3) . . ? C17 C16 C13 120.8(3) . . ? C18 C17 C16 121.2(3) . . ? C17 C18 C19 120.9(3) . . ? C20 C19 C18 118.3(3) . . ? C20 C19 C22 122.8(3) . . ? C18 C19 C22 118.9(3) . . ? C19 C20 C21 121.1(3) . . ? C20 C21 C16 120.8(3) . . ? O22 C22 C19 108.0(2) . . ? O22 C22 C30A 110.9(2) . . ? C19 C22 C30A 113.6(3) . . ? O22 C22 C23A 111.5(2) . . ? C19 C22 C23A 111.6(2) . . ? C30A C22 C23A 101.3(2) . . ? C23A C23 C24 119.0(3) . . ? C23 C24 C25 120.0(3) . . ? C26 C25 C24 121.1(3) . . ? C25 C26 C26A 118.6(3) . . ? C28 C27 C27A 118.7(3) . . ? C27 C28 C29 121.1(3) . . ? C28 C29 C30 120.2(3) . . ? C30A C30 C29 119.0(3) . . ? C1 C1A C4A 120.7(3) . . ? C1 C1A C9 128.7(3) . . ? C4A C1A C9 110.6(3) . . ? C4 C4A C1A 119.9(3) . . ? C4 C4A C5A 131.5(3) . . ? C1A C4A C5A 108.6(3) . . ? C5 C5A C8A 120.2(3) . . ? C5 C5A C4A 131.0(3) . . ? C8A C5A C4A 108.8(3) . . ? C8 C8A C5A 120.9(3) . . ? C8 C8A C9 128.3(3) . . ? C5A C8A C9 110.9(3) . . ? C23 C23A C26A 121.1(3) . . ? C23 C23A C22 127.9(3) . . ? C26A C23A C22 111.0(3) . . ? C23A C26A C26 120.1(3) . . ? C23A C26A C27A 108.6(3) . . ? C26 C26A C27A 131.2(3) . . ? C27 C27A C30A 120.8(3) . . ? C27 C27A C26A 131.0(3) . . ? C30A C27A C26A 108.2(3) . . ? C30 C30A C27A 120.3(3) . . ? C30 C30A C22 128.9(3) . . ? C27A C30A C22 110.8(3) . . ? C3G O1G C1G 112.0(2) . . ? O1G C1G C2G 109.2(3) . . ? O1G C3G C4G 108.5(3) . . ? C5G O5G C7G 112.4(2) . . ? O5G C5G C6G 109.6(3) . . ? O5G C7G C8G 109.4(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 C1A C1 C2 C3 -0.2(5) . . . . ? C1 C2 C3 C4 0.3(5) . . . . ? C2 C3 C4 C4A 0.3(5) . . . . ? C5A C5 C6 C7 -0.3(5) . . . . ? C5 C6 C7 C8 0.7(5) . . . . ? C6 C7 C8 C8A -0.3(5) . . . . ? O9 C9 C10 C11 -30.2(4) . . . . ? C8A C9 C10 C11 -154.2(3) . . . . ? C1A C9 C10 C11 92.7(3) . . . . ? O9 C9 C10 C15 152.0(3) . . . . ? C8A C9 C10 C15 27.9(4) . . . . ? C1A C9 C10 C15 -85.2(3) . . . . ? C15 C10 C11 C12 -2.7(4) . . . . ? C9 C10 C11 C12 179.4(3) . . . . ? C10 C11 C12 C13 -0.9(4) . . . . ? C11 C12 C13 C14 3.9(4) . . . . ? C11 C12 C13 C16 -174.4(3) . . . . ? C12 C13 C14 C15 -3.4(4) . . . . ? C16 C13 C14 C15 175.0(3) . . . . ? C13 C14 C15 C10 -0.1(5) . . . . ? C11 C10 C15 C14 3.2(4) . . . . ? C9 C10 C15 C14 -178.8(3) . . . . ? C12 C13 C16 C21 -149.9(3) . . . . ? C14 C13 C16 C21 31.8(4) . . . . ? C12 C13 C16 C17 33.0(4) . . . . ? C14 C13 C16 C17 -145.3(3) . . . . ? C21 C16 C17 C18 0.3(4) . . . . ? C13 C16 C17 C18 177.5(3) . . . . ? C16 C17 C18 C19 0.5(5) . . . . ? C17 C18 C19 C20 -0.5(4) . . . . ? C17 C18 C19 C22 -178.2(3) . . . . ? C18 C19 C20 C21 -0.1(4) . . . . ? C22 C19 C20 C21 177.4(3) . . . . ? C19 C20 C21 C16 0.9(4) . . . . ? C17 C16 C21 C20 -0.9(4) . . . . ? C13 C16 C21 C20 -178.1(3) . . . . ? C20 C19 C22 O22 1.8(4) . . . . ? C18 C19 C22 O22 179.4(2) . . . . ? C20 C19 C22 C30A 125.3(3) . . . . ? C18 C19 C22 C30A -57.2(4) . . . . ? C20 C19 C22 C23A -121.0(3) . . . . ? C18 C19 C22 C23A 56.5(3) . . . . ? C23A C23 C24 C25 0.9(5) . . . . ? C23 C24 C25 C26 0.3(5) . . . . ? C24 C25 C26 C26A -0.3(5) . . . . ? C27A C27 C28 C29 0.6(5) . . . . ? C27 C28 C29 C30 -0.6(5) . . . . ? C28 C29 C30 C30A -0.1(5) . . . . ? C2 C1 C1A C4A -0.5(4) . . . . ? C2 C1 C1A C9 -179.5(3) . . . . ? O9 C9 C1A C1 57.9(4) . . . . ? C10 C9 C1A C1 -62.1(4) . . . . ? C8A C9 C1A C1 177.3(3) . . . . ? O9 C9 C1A C4A -121.2(3) . . . . ? C10 C9 C1A C4A 118.8(3) . . . . ? C8A C9 C1A C4A -1.8(3) . . . . ? C3 C4 C4A C1A -1.0(4) . . . . ? C3 C4 C4A C5A 177.5(3) . . . . ? C1 C1A C4A C4 1.1(4) . . . . ? C9 C1A C4A C4 -179.7(3) . . . . ? C1 C1A C4A C5A -177.7(3) . . . . ? C9 C1A C4A C5A 1.5(3) . . . . ? C6 C5 C5A C8A -0.7(4) . . . . ? C6 C5 C5A C4A -177.8(3) . . . . ? C4 C4A C5A C5 -1.8(5) . . . . ? C1A C4A C5A C5 176.9(3) . . . . ? C4 C4A C5A C8A -179.1(3) . . . . ? C1A C4A C5A C8A -0.5(3) . . . . ? C7 C8 C8A C5A -0.7(5) . . . . ? C7 C8 C8A C9 178.8(3) . . . . ? C5 C5A C8A C8 1.2(4) . . . . ? C4A C5A C8A C8 178.9(3) . . . . ? C5 C5A C8A C9 -178.4(3) . . . . ? C4A C5A C8A C9 -0.7(3) . . . . ? O9 C9 C8A C8 -58.5(4) . . . . ? C10 C9 C8A C8 63.0(4) . . . . ? C1A C9 C8A C8 -178.1(3) . . . . ? O9 C9 C8A C5A 121.1(3) . . . . ? C10 C9 C8A C5A -117.5(3) . . . . ? C1A C9 C8A C5A 1.5(3) . . . . ? C24 C23 C23A C26A -2.1(4) . . . . ? C24 C23 C23A C22 178.0(3) . . . . ? O22 C22 C23A C23 -65.9(4) . . . . ? C19 C22 C23A C23 55.0(4) . . . . ? C30A C22 C23A C23 176.2(3) . . . . ? O22 C22 C23A C26A 114.2(3) . . . . ? C19 C22 C23A C26A -124.9(3) . . . . ? C30A C22 C23A C26A -3.8(3) . . . . ? C23 C23A C26A C26 2.1(4) . . . . ? C22 C23A C26A C26 -178.0(3) . . . . ? C23 C23A C26A C27A -177.0(3) . . . . ? C22 C23A C26A C27A 3.0(3) . . . . ? C25 C26 C26A C23A -0.8(5) . . . . ? C25 C26 C26A C27A 177.9(3) . . . . ? C28 C27 C27A C30A 0.0(5) . . . . ? C28 C27 C27A C26A 179.5(3) . . . . ? C23A C26A C27A C27 179.6(3) . . . . ? C26 C26A C27A C27 0.7(6) . . . . ? C23A C26A C27A C30A -0.8(3) . . . . ? C26 C26A C27A C30A -179.7(3) . . . . ? C29 C30 C30A C27A 0.7(4) . . . . ? C29 C30 C30A C22 -177.6(3) . . . . ? C27 C27A C30A C30 -0.6(5) . . . . ? C26A C27A C30A C30 179.7(3) . . . . ? C27 C27A C30A C22 178.0(3) . . . . ? C26A C27A C30A C22 -1.7(3) . . . . ? O22 C22 C30A C30 63.3(4) . . . . ? C19 C22 C30A C30 -58.6(4) . . . . ? C23A C22 C30A C30 -178.3(3) . . . . ? O22 C22 C30A C27A -115.2(3) . . . . ? C19 C22 C30A C27A 123.0(3) . . . . ? C23A C22 C30A C27A 3.2(3) . . . . ? C3G O1G C1G C2G -169.9(3) . . . . ? C1G O1G C3G C4G 173.7(2) . . . . ? C7G O5G C5G C6G -179.5(3) . . . . ? C5G O5G C7G C8G 169.7(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.96(4) 1.95(4) 2.907(3) 175(3) . O22 H22 O5G 1.01(5) 1.86(5) 2.855(3) 171(4) . _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 26.34 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.292 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.072 #========================================================END data_H1.1.35THF.0.65Et2O _database_code_depnum_ccdc_archive 'CCDC 632728' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(Biphenyl-4,4'-diyl)difluoren-9-ol. 1.35(tetrahydrofuran). 0.65(diethyl ether) clathrate ; _chemical_name_common ; 9,9'-(Biphenyl-4,4'-diyl)difluoren-9-ol. 1.35(tetrahydrofuran). 0.65(diethyl ether) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C38 H26 O2. 1.35(C4 H8 O). 0.65(C4 H10 O)' _chemical_formula_sum 'C46 H44 O4' _chemical_formula_weight 660.81 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 P21/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 15.1601(6) _cell_length_b 15.2878(6) _cell_length_c 15.7069(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.288(2) _cell_angle_gamma 90.00 _cell_volume 3569.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 26925 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description 'clear rectangular blocks' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 113(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 'combination of phi and omega' _diffrn_reflns_number 14223 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_sigmaI/netI 0.0907 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.09 _reflns_number_total 7653 _reflns_number_gt 4348 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0812P)^2^+2.5908P] 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_number_reflns 7653 _refine_ls_number_parameters 425 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1397 _refine_ls_R_factor_gt 0.0690 _refine_ls_wR_factor_ref 0.1959 _refine_ls_wR_factor_gt 0.1652 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.8949(2) 0.0732(2) -0.31449(19) 0.0357(7) Uani 1 1 d . . . H29 H 0.9172 0.0219 -0.2833 0.043 Uiso 1 1 calc R . . H1 H 0.455(2) -0.159(2) 0.223(2) 0.063(11) Uiso 1 1 d . . . C2 C 0.8595(2) 0.0700(2) -0.4034(2) 0.0404(8) Uani 1 1 d . . . H38 H 0.8576 0.0157 -0.4332 0.048 Uiso 1 1 calc R . . C3 C 0.82703(19) 0.1445(2) -0.44872(19) 0.0392(8) Uani 1 1 d . . . H31 H 0.8024 0.1404 -0.5090 0.047 Uiso 1 1 calc R . . C4 C 0.82970(18) 0.2254(2) -0.40783(17) 0.0323(7) Uani 1 1 d . . . H20 H 0.8084 0.2766 -0.4395 0.039 Uiso 1 1 calc R . . H4 H 1.056(2) 0.176(2) -0.186(2) 0.040(9) Uiso 1 1 d . . . C5 C 0.85925(19) 0.39203(19) -0.27198(19) 0.0343(7) Uani 1 1 d . . . H34 H 0.8297 0.4126 -0.3273 0.041 Uiso 1 1 calc R . . C6 C 0.8842(2) 0.4495(2) -0.2035(2) 0.0411(8) Uani 1 1 d . . . H42 H 0.8721 0.5102 -0.2118 0.049 Uiso 1 1 calc R . . C7 C 0.9268(2) 0.4189(2) -0.1226(2) 0.0403(7) Uani 1 1 d . . . H33 H 0.9444 0.4592 -0.0763 0.048 Uiso 1 1 calc R . . C8 C 0.94412(19) 0.33011(19) -0.10819(18) 0.0329(7) Uani 1 1 d . . . H30 H 0.9726 0.3095 -0.0525 0.039 Uiso 1 1 calc R . . O9 O 1.02449(12) 0.14923(13) -0.15026(13) 0.0331(5) Uani 1 1 d . . . C9 C 0.93215(16) 0.17340(18) -0.17748(17) 0.0268(6) Uani 1 1 d . . . C10 C 0.87846(17) 0.12611(17) -0.11942(16) 0.0263(6) Uani 1 1 d . . . C11 C 0.78503(18) 0.1214(2) -0.14209(19) 0.0361(7) Uani 1 1 d . . . H22 H 0.7549 0.1486 -0.1941 0.043 Uiso 1 1 calc R . . C12 C 0.73507(18) 0.07774(19) -0.09019(18) 0.0323(7) Uani 1 1 d . . . H26 H 0.6713 0.0770 -0.1065 0.039 Uiso 1 1 calc R . . C13 C 0.77662(17) 0.03474(16) -0.01432(16) 0.0227(6) Uani 1 1 d . . . C14 C 0.87040(16) 0.03919(16) 0.00779(16) 0.0223(6) Uani 1 1 d . . . H11 H 0.9007 0.0106 0.0589 0.027 Uiso 1 1 calc R . . C15 C 0.92052(16) 0.08435(16) -0.04319(16) 0.0221(6) Uani 1 1 d . . . H13 H 0.9841 0.0868 -0.0259 0.026 Uiso 1 1 calc R . . C16 C 0.72382(16) -0.01437(16) 0.04024(16) 0.0220(6) Uani 1 1 d . . . C17 C 0.63707(18) 0.01050(18) 0.04679(19) 0.0328(7) Uani 1 1 d . . . H23 H 0.6101 0.0590 0.0138 0.039 Uiso 1 1 calc R . . C18 C 0.58896(18) -0.03349(18) 0.10006(19) 0.0313(7) Uani 1 1 d . . . H32 H 0.5302 -0.0144 0.1036 0.038 Uiso 1 1 calc R . . C19 C 0.62613(16) -0.10534(16) 0.14826(16) 0.0219(6) Uani 1 1 d . . . C20 C 0.71295(17) -0.13051(17) 0.14232(17) 0.0260(6) Uani 1 1 d . . . H17 H 0.7399 -0.1790 0.1754 0.031 Uiso 1 1 calc R . . C21 C 0.76066(17) -0.08639(16) 0.08935(16) 0.0240(6) Uani 1 1 d . . . H6 H 0.8196 -0.1054 0.0863 0.029 Uiso 1 1 calc R . . O22 O 0.48359(12) -0.12729(12) 0.18786(13) 0.0282(4) Uani 1 1 d . . . C22 C 0.57652(17) -0.15168(17) 0.21017(17) 0.0238(6) Uani 1 1 d . . . C23 C 0.62910(19) -0.0492(2) 0.3443(2) 0.0378(7) Uani 1 1 d . . . H35 H 0.6138 0.0028 0.3117 0.045 Uiso 1 1 calc R . . C24 C 0.6656(2) -0.0458(3) 0.4335(2) 0.0493(9) Uani 1 1 d . . . H44 H 0.6753 0.0094 0.4616 0.059 Uiso 1 1 calc R . . C25 C 0.6877(2) -0.1212(3) 0.4809(2) 0.0500(9) Uani 1 1 d . . . H39 H 0.7124 -0.1171 0.5412 0.060 Uiso 1 1 calc R . . C26 C 0.67446(19) -0.2022(2) 0.44230(19) 0.0428(8) Uani 1 1 d . . . H36 H 0.6889 -0.2541 0.4755 0.051 Uiso 1 1 calc R . . C27 C 0.6299(2) -0.3715(2) 0.3104(2) 0.0413(8) Uani 1 1 d . . . H43 H 0.6525 -0.3931 0.3673 0.050 Uiso 1 1 calc R . . C28 C 0.6060(2) -0.4286(2) 0.2412(2) 0.0474(9) Uani 1 1 d . . . H45 H 0.6120 -0.4898 0.2509 0.057 Uiso 1 1 calc R . . C29 C 0.5736(2) -0.39776(19) 0.1580(2) 0.0431(8) Uani 1 1 d . . . H28 H 0.5578 -0.4378 0.1113 0.052 Uiso 1 1 calc R . . C30 C 0.56401(18) -0.30854(18) 0.14276(19) 0.0317(6) Uani 1 1 d . . . H24 H 0.5419 -0.2872 0.0858 0.038 Uiso 1 1 calc R . . C1A C 0.89669(17) 0.15327(18) -0.27310(17) 0.0269(6) Uani 1 1 d . . . C4A C 0.86457(17) 0.22889(18) -0.31900(17) 0.0264(6) Uani 1 1 d . . . C5A C 0.87819(17) 0.30332(18) -0.25840(17) 0.0263(6) Uani 1 1 d . . . C8A C 0.91931(17) 0.27276(18) -0.17618(17) 0.0261(6) Uani 1 1 d . . . C23A C 0.61611(17) -0.12990(18) 0.30548(17) 0.0270(6) Uani 1 1 d . . . C26A C 0.63952(17) -0.20650(19) 0.35380(18) 0.0307(6) Uani 1 1 d . . . C27A C 0.62018(17) -0.28207(18) 0.29513(18) 0.0296(6) Uani 1 1 d . . . C30A C 0.58700(16) -0.25107(17) 0.21131(17) 0.0241(6) Uani 1 1 d . . . O1G O 1.11513(13) 0.23788(13) -0.26044(13) 0.0357(5) Uiso 1 1 d . . . C1G C 1.1295(2) 0.33077(19) -0.2504(2) 0.0376(7) Uiso 1 1 d . . . H41A H 1.1940 0.3437 -0.2286 0.045 Uiso 1 1 calc R . . H41B H 1.0943 0.3551 -0.2091 0.045 Uiso 1 1 calc R . . C2G C 1.0984(2) 0.3690(2) -0.3395(2) 0.0453(8) Uiso 1 1 d . . . H46A H 1.0330 0.3810 -0.3510 0.054 Uiso 1 1 calc R . . H46B H 1.1311 0.4237 -0.3467 0.054 Uiso 1 1 calc R . . C3G C 1.1207(2) 0.2986(2) -0.3980(2) 0.0446(8) Uiso 1 1 d . . . H37A H 1.1836 0.3040 -0.4060 0.053 Uiso 1 1 calc R . . H37B H 1.0800 0.3010 -0.4555 0.053 Uiso 1 1 calc R . . C4G C 1.1073(2) 0.2148(2) -0.3507(2) 0.0401(7) Uiso 1 1 d . . . H40A H 1.0471 0.1897 -0.3739 0.048 Uiso 1 1 calc R . . H4G H 1.1535 0.1712 -0.3576 0.048 Uiso 1 1 calc R . . O5G O 0.38338(13) -0.22513(14) 0.28720(13) 0.0411(5) Uiso 1 1 d . . . C5G C 0.4051(3) -0.2305(3) 0.3805(3) 0.0286(9) Uiso 0.65 1 d P . . C7G C 0.3730(3) -0.3178(3) 0.2529(3) 0.0265(9) Uiso 0.65 1 d P . . C8G C 0.3323(3) -0.3125(3) 0.1561(3) 0.0355(10) Uiso 0.65 1 d P . . C9G C 0.3711(9) -0.1428(9) 0.3512(9) 0.075(3) Uiso 0.35 1 d P . . C10G C 0.4231(9) -0.1671(9) 0.4324(9) 0.061(4) Uiso 0.35 1 d P . . C11G C 0.4221(7) -0.2704(8) 0.4249(8) 0.059(3) Uiso 0.35 1 d P . . C12G C 0.3890(9) -0.2997(9) 0.3333(9) 0.083(4) Uiso 0.35 1 d P . . C6G C 0.4111(4) -0.1370(4) 0.4104(4) 0.0407(14) Uiso 0.65 1 d P . . 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 0.0384(16) 0.0343(16) 0.0375(18) 0.0013(13) 0.0148(13) 0.0013(14) C2 0.0406(17) 0.0437(18) 0.0401(19) -0.0121(15) 0.0162(14) -0.0078(15) C3 0.0320(16) 0.062(2) 0.0241(15) -0.0041(15) 0.0070(12) -0.0074(15) C4 0.0288(14) 0.0459(18) 0.0224(15) 0.0084(13) 0.0059(11) -0.0008(13) C5 0.0357(16) 0.0371(16) 0.0320(16) 0.0096(13) 0.0112(13) 0.0051(14) C6 0.055(2) 0.0304(16) 0.0432(19) 0.0054(14) 0.0217(15) 0.0014(15) C7 0.0498(18) 0.0372(17) 0.0386(18) -0.0063(14) 0.0199(14) -0.0095(15) C8 0.0335(15) 0.0386(17) 0.0270(16) 0.0036(13) 0.0067(12) -0.0036(13) O9 0.0223(10) 0.0419(12) 0.0348(11) 0.0159(9) 0.0049(8) 0.0035(9) C9 0.0203(13) 0.0325(15) 0.0265(15) 0.0071(12) 0.0017(11) 0.0015(12) C10 0.0278(14) 0.0271(14) 0.0233(14) 0.0064(11) 0.0030(11) 0.0002(12) C11 0.0269(14) 0.0484(18) 0.0309(16) 0.0187(14) 0.0006(12) 0.0015(14) C12 0.0213(13) 0.0420(17) 0.0307(16) 0.0126(13) -0.0024(11) -0.0002(13) C13 0.0251(13) 0.0226(13) 0.0186(13) 0.0008(10) 0.0000(10) -0.0010(11) C14 0.0265(13) 0.0192(12) 0.0199(13) 0.0004(10) 0.0014(10) 0.0014(11) C15 0.0201(12) 0.0228(13) 0.0220(14) -0.0010(11) 0.0008(10) 0.0011(11) C16 0.0227(13) 0.0207(13) 0.0208(14) -0.0001(10) 0.0003(10) -0.0028(11) C17 0.0294(15) 0.0281(15) 0.0395(17) 0.0142(13) 0.0031(12) 0.0025(12) C18 0.0237(14) 0.0283(15) 0.0416(17) 0.0115(13) 0.0053(12) 0.0030(12) C19 0.0237(13) 0.0198(13) 0.0211(13) -0.0003(10) 0.0015(10) -0.0015(11) C20 0.0270(14) 0.0239(13) 0.0261(14) 0.0039(11) 0.0026(11) 0.0048(12) C21 0.0231(13) 0.0250(13) 0.0237(14) 0.0015(11) 0.0041(10) 0.0038(11) O22 0.0209(9) 0.0280(10) 0.0350(11) 0.0053(9) 0.0033(8) 0.0031(8) C22 0.0213(12) 0.0241(13) 0.0255(14) 0.0017(11) 0.0036(10) 0.0042(11) C23 0.0383(16) 0.0392(17) 0.0361(18) -0.0064(14) 0.0082(13) -0.0021(14) C24 0.0459(19) 0.066(2) 0.0385(19) -0.0224(18) 0.0132(15) -0.0101(18) C25 0.0394(18) 0.084(3) 0.0264(17) 0.0008(18) 0.0054(13) -0.0045(19) C26 0.0316(16) 0.067(2) 0.0292(17) 0.0079(16) 0.0051(13) 0.0024(16) C27 0.0312(16) 0.0412(18) 0.052(2) 0.0248(16) 0.0107(14) 0.0042(14) C28 0.0440(19) 0.0263(16) 0.074(3) 0.0122(17) 0.0159(17) 0.0013(15) C29 0.0480(19) 0.0240(15) 0.060(2) 0.0008(15) 0.0186(16) -0.0018(14) C30 0.0334(15) 0.0275(15) 0.0367(17) 0.0000(13) 0.0126(12) -0.0017(13) C1A 0.0253(14) 0.0320(15) 0.0242(15) 0.0054(11) 0.0069(11) -0.0017(12) C4A 0.0235(13) 0.0338(15) 0.0228(14) 0.0051(11) 0.0068(10) 0.0022(12) C5A 0.0239(13) 0.0310(14) 0.0248(14) 0.0087(12) 0.0071(11) 0.0017(12) C8A 0.0221(13) 0.0341(15) 0.0230(14) 0.0068(12) 0.0067(10) -0.0002(12) C23A 0.0226(13) 0.0338(15) 0.0258(14) -0.0009(12) 0.0073(11) 0.0014(12) C26A 0.0214(13) 0.0441(17) 0.0276(15) 0.0075(13) 0.0073(11) 0.0028(13) C27A 0.0207(13) 0.0323(15) 0.0373(16) 0.0111(13) 0.0096(11) 0.0019(12) C30A 0.0219(13) 0.0238(13) 0.0278(15) 0.0056(11) 0.0077(11) 0.0005(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 C1 C1A 1.384(4) . ? C1 C2 1.395(4) . ? C2 C3 1.382(4) . ? C3 C4 1.390(4) . ? C4 C4A 1.393(4) . ? C5 C6 1.384(4) . ? C5 C5A 1.394(4) . ? C6 C7 1.389(4) . ? C7 C8 1.392(4) . ? C8 C8A 1.376(4) . ? O9 C9 1.430(3) . ? C9 C10 1.519(4) . ? C9 C1A 1.524(4) . ? C9 C8A 1.532(4) . ? C10 C11 1.393(4) . ? C10 C15 1.396(3) . ? C11 C12 1.388(4) . ? C12 C13 1.398(4) . ? C13 C14 1.398(3) . ? C13 C16 1.486(4) . ? C14 C15 1.390(3) . ? C16 C17 1.392(4) . ? C16 C21 1.397(3) . ? C17 C18 1.387(4) . ? C18 C19 1.389(4) . ? C19 C20 1.392(4) . ? C19 C22 1.516(4) . ? C20 C21 1.381(4) . ? O22 C22 1.433(3) . ? C22 C30A 1.528(4) . ? C22 C23A 1.536(4) . ? C23 C23A 1.373(4) . ? C23 C24 1.402(4) . ? C24 C25 1.377(5) . ? C25 C26 1.377(5) . ? C26 C26A 1.389(4) . ? C27 C28 1.386(5) . ? C27 C27A 1.392(4) . ? C28 C29 1.386(5) . ? C29 C30 1.388(4) . ? C30 C30A 1.380(4) . ? C1A C4A 1.399(4) . ? C4A C5A 1.472(4) . ? C5A C8A 1.400(4) . ? C23A C26A 1.403(4) . ? C26A C27A 1.471(4) . ? C27A C30A 1.397(4) . ? O1G C1G 1.441(3) . ? O1G C4G 1.442(4) . ? C1G C2G 1.505(4) . ? C2G C3G 1.495(4) . ? C3G C4G 1.515(4) . ? O5G C12G 1.344(14) . ? O5G C5G 1.439(5) . ? O5G C7G 1.512(5) . ? O5G C9G 1.643(14) . ? C5G C11G 0.926(11) . ? C5G C10G 1.263(13) . ? C5G C12G 1.288(14) . ? C5G C9G 1.476(14) . ? C5G C6G 1.501(7) . ? C7G C12G 1.268(14) . ? C7G C8G 1.527(6) . ? C9G C6G 1.010(13) . ? C9G C10G 1.412(18) . ? C10G C6G 0.582(13) . ? C10G C11G 1.585(18) . ? C11G C12G 1.497(18) . ? 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 C1A C1 C2 118.0(3) . . ? C3 C2 C1 121.0(3) . . ? C2 C3 C4 121.3(3) . . ? C3 C4 C4A 117.9(3) . . ? C6 C5 C5A 118.8(3) . . ? C5 C6 C7 120.3(3) . . ? C6 C7 C8 121.1(3) . . ? C8A C8 C7 118.7(3) . . ? O9 C9 C10 107.8(2) . . ? O9 C9 C1A 112.2(2) . . ? C10 C9 C1A 111.6(2) . . ? O9 C9 C8A 111.8(2) . . ? C10 C9 C8A 112.3(2) . . ? C1A C9 C8A 101.1(2) . . ? C11 C10 C15 117.8(2) . . ? C11 C10 C9 120.6(2) . . ? C15 C10 C9 121.6(2) . . ? C12 C11 C10 121.3(2) . . ? C11 C12 C13 121.3(2) . . ? C14 C13 C12 117.1(2) . . ? C14 C13 C16 121.2(2) . . ? C12 C13 C16 121.7(2) . . ? C15 C14 C13 121.7(2) . . ? C14 C15 C10 120.8(2) . . ? C17 C16 C21 117.1(2) . . ? C17 C16 C13 121.9(2) . . ? C21 C16 C13 121.0(2) . . ? C18 C17 C16 121.9(2) . . ? C17 C18 C19 120.5(2) . . ? C18 C19 C20 118.0(2) . . ? C18 C19 C22 121.3(2) . . ? C20 C19 C22 120.5(2) . . ? C21 C20 C19 121.3(2) . . ? C20 C21 C16 121.2(2) . . ? O22 C22 C19 108.0(2) . . ? O22 C22 C30A 110.9(2) . . ? C19 C22 C30A 114.1(2) . . ? O22 C22 C23A 111.1(2) . . ? C19 C22 C23A 112.0(2) . . ? C30A C22 C23A 100.6(2) . . ? C23A C23 C24 118.1(3) . . ? C25 C24 C23 121.1(3) . . ? C24 C25 C26 121.0(3) . . ? C25 C26 C26A 118.5(3) . . ? C28 C27 C27A 118.7(3) . . ? C29 C28 C27 121.1(3) . . ? C28 C29 C30 120.2(3) . . ? C30A C30 C29 119.3(3) . . ? C1 C1A C4A 121.1(3) . . ? C1 C1A C9 127.7(2) . . ? C4A C1A C9 111.2(2) . . ? C4 C4A C1A 120.7(3) . . ? C4 C4A C5A 130.9(3) . . ? C1A C4A C5A 108.4(2) . . ? C5 C5A C8A 120.5(3) . . ? C5 C5A C4A 130.9(2) . . ? C8A C5A C4A 108.6(2) . . ? C8 C8A C5A 120.5(3) . . ? C8 C8A C9 128.8(2) . . ? C5A C8A C9 110.7(2) . . ? C23 C23A C26A 120.7(3) . . ? C23 C23A C22 128.5(3) . . ? C26A C23A C22 110.8(2) . . ? C26 C26A C23A 120.6(3) . . ? C26 C26A C27A 130.8(3) . . ? C23A C26A C27A 108.6(2) . . ? C27 C27A C30A 120.2(3) . . ? C27 C27A C26A 131.5(3) . . ? C30A C27A C26A 108.4(2) . . ? C30 C30A C27A 120.6(3) . . ? C30 C30A C22 127.9(2) . . ? C27A C30A C22 111.5(2) . . ? C1G O1G C4G 109.3(2) . . ? O1G C1G C2G 105.5(2) . . ? C3G C2G C1G 103.0(3) . . ? C2G C3G C4G 103.8(3) . . ? O1G C4G C3G 106.4(2) . . ? C12G O5G C5G 55.0(6) . . ? C12G O5G C7G 52.3(6) . . ? C5G O5G C7G 107.2(3) . . ? C12G O5G C9G 108.8(8) . . ? C5G O5G C9G 56.7(5) . . ? C7G O5G C9G 156.7(5) . . ? C11G C5G C10G 91.5(10) . . ? C11G C5G C12G 83.4(10) . . ? C10G C5G C12G 174.9(10) . . ? C11G C5G O5G 141.2(8) . . ? C10G C5G O5G 126.3(7) . . ? C12G C5G O5G 58.7(7) . . ? C11G C5G C9G 149.6(10) . . ? C10G C5G C9G 61.5(8) . . ? C12G C5G C9G 123.5(9) . . ? O5G C5G C9G 68.6(6) . . ? C11G C5G C6G 113.6(9) . . ? C10G C5G C6G 22.2(6) . . ? C12G C5G C6G 162.8(8) . . ? O5G C5G C6G 104.6(4) . . ? C9G C5G C6G 39.7(5) . . ? C12G C7G O5G 57.0(7) . . ? C12G C7G C8G 160.2(7) . . ? O5G C7G C8G 107.4(3) . . ? C6G C9G C10G 20.3(7) . . ? C6G C9G C5G 71.5(9) . . ? C10G C9G C5G 51.8(7) . . ? C6G C9G O5G 120.8(11) . . ? C10G C9G O5G 104.0(9) . . ? C5G C9G O5G 54.6(5) . . ? C6G C10G C5G 102.6(18) . . ? C6G C10G C9G 37.0(13) . . ? C5G C10G C9G 66.7(8) . . ? C6G C10G C11G 138(2) . . ? C5G C10G C11G 35.7(6) . . ? C9G C10G C11G 101.4(10) . . ? C5G C11G C12G 58.7(9) . . ? C5G C11G C10G 52.8(8) . . ? C12G C11G C10G 111.5(11) . . ? C7G C12G C5G 136.9(12) . . ? C7G C12G O5G 70.7(8) . . ? C5G C12G O5G 66.3(7) . . ? C7G C12G C11G 170.0(12) . . ? C5G C12G C11G 37.9(6) . . ? O5G C12G C11G 103.8(10) . . ? C10G C6G C9G 122.7(19) . . ? C10G C6G C5G 55.2(15) . . ? C9G C6G C5G 68.8(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 C1A C1 C2 C3 0.0(4) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? C2 C3 C4 C4A -1.2(4) . . . . ? C5A C5 C6 C7 -0.4(4) . . . . ? C5 C6 C7 C8 -0.9(5) . . . . ? C6 C7 C8 C8A 0.9(4) . . . . ? O9 C9 C10 C11 -165.7(3) . . . . ? C1A C9 C10 C11 -42.0(3) . . . . ? C8A C9 C10 C11 70.7(3) . . . . ? O9 C9 C10 C15 12.7(3) . . . . ? C1A C9 C10 C15 136.4(3) . . . . ? C8A C9 C10 C15 -110.9(3) . . . . ? C15 C10 C11 C12 0.9(4) . . . . ? C9 C10 C11 C12 179.4(3) . . . . ? C10 C11 C12 C13 -1.8(5) . . . . ? C11 C12 C13 C14 1.3(4) . . . . ? C11 C12 C13 C16 -178.2(3) . . . . ? C12 C13 C14 C15 0.0(4) . . . . ? C16 C13 C14 C15 179.5(2) . . . . ? C13 C14 C15 C10 -0.9(4) . . . . ? C11 C10 C15 C14 0.4(4) . . . . ? C9 C10 C15 C14 -178.1(2) . . . . ? C14 C13 C16 C17 149.3(3) . . . . ? C12 C13 C16 C17 -31.3(4) . . . . ? C14 C13 C16 C21 -28.8(4) . . . . ? C12 C13 C16 C21 150.6(3) . . . . ? C21 C16 C17 C18 0.5(4) . . . . ? C13 C16 C17 C18 -177.7(3) . . . . ? C16 C17 C18 C19 -0.8(4) . . . . ? C17 C18 C19 C20 1.0(4) . . . . ? C17 C18 C19 C22 177.0(3) . . . . ? C18 C19 C20 C21 -0.8(4) . . . . ? C22 C19 C20 C21 -176.9(2) . . . . ? C19 C20 C21 C16 0.5(4) . . . . ? C17 C16 C21 C20 -0.3(4) . . . . ? C13 C16 C21 C20 177.9(2) . . . . ? C18 C19 C22 O22 17.7(3) . . . . ? C20 C19 C22 O22 -166.3(2) . . . . ? C18 C19 C22 C30A 141.5(2) . . . . ? C20 C19 C22 C30A -42.5(3) . . . . ? C18 C19 C22 C23A -104.9(3) . . . . ? C20 C19 C22 C23A 71.0(3) . . . . ? C23A C23 C24 C25 -0.2(5) . . . . ? C23 C24 C25 C26 -0.1(5) . . . . ? C24 C25 C26 C26A 1.0(5) . . . . ? C27A C27 C28 C29 0.4(5) . . . . ? C27 C28 C29 C30 -0.3(5) . . . . ? C28 C29 C30 C30A -0.1(4) . . . . ? C2 C1 C1A C4A -0.5(4) . . . . ? C2 C1 C1A C9 -179.7(2) . . . . ? O9 C9 C1A C1 57.6(4) . . . . ? C10 C9 C1A C1 -63.5(3) . . . . ? C8A C9 C1A C1 176.9(3) . . . . ? O9 C9 C1A C4A -121.6(2) . . . . ? C10 C9 C1A C4A 117.2(2) . . . . ? C8A C9 C1A C4A -2.4(3) . . . . ? C3 C4 C4A C1A 0.7(4) . . . . ? C3 C4 C4A C5A 178.5(3) . . . . ? C1 C1A C4A C4 0.1(4) . . . . ? C9 C1A C4A C4 179.5(2) . . . . ? C1 C1A C4A C5A -178.1(2) . . . . ? C9 C1A C4A C5A 1.2(3) . . . . ? C6 C5 C5A C8A 1.9(4) . . . . ? C6 C5 C5A C4A -176.2(3) . . . . ? C4 C4A C5A C5 0.8(5) . . . . ? C1A C4A C5A C5 178.8(3) . . . . ? C4 C4A C5A C8A -177.4(3) . . . . ? C1A C4A C5A C8A 0.6(3) . . . . ? C7 C8 C8A C5A 0.6(4) . . . . ? C7 C8 C8A C9 178.9(3) . . . . ? C5 C5A C8A C8 -2.0(4) . . . . ? C4A C5A C8A C8 176.4(2) . . . . ? C5 C5A C8A C9 179.4(2) . . . . ? C4A C5A C8A C9 -2.2(3) . . . . ? O9 C9 C8A C8 -56.2(4) . . . . ? C10 C9 C8A C8 65.2(3) . . . . ? C1A C9 C8A C8 -175.7(3) . . . . ? O9 C9 C8A C5A 122.3(2) . . . . ? C10 C9 C8A C5A -116.4(2) . . . . ? C1A C9 C8A C5A 2.7(3) . . . . ? C24 C23 C23A C26A -0.5(4) . . . . ? C24 C23 C23A C22 179.1(3) . . . . ? O22 C22 C23A C23 -65.7(3) . . . . ? C19 C22 C23A C23 55.2(4) . . . . ? C30A C22 C23A C23 176.8(3) . . . . ? O22 C22 C23A C26A 114.0(2) . . . . ? C19 C22 C23A C26A -125.2(2) . . . . ? C30A C22 C23A C26A -3.5(3) . . . . ? C25 C26 C26A C23A -1.7(4) . . . . ? C25 C26 C26A C27A 178.5(3) . . . . ? C23 C23A C26A C26 1.4(4) . . . . ? C22 C23A C26A C26 -178.3(2) . . . . ? C23 C23A C26A C27A -178.7(2) . . . . ? C22 C23A C26A C27A 1.6(3) . . . . ? C28 C27 C27A C30A -0.1(4) . . . . ? C28 C27 C27A C26A -179.8(3) . . . . ? C26 C26A C27A C27 0.9(5) . . . . ? C23A C26A C27A C27 -179.0(3) . . . . ? C26 C26A C27A C30A -178.9(3) . . . . ? C23A C26A C27A C30A 1.2(3) . . . . ? C29 C30 C30A C27A 0.5(4) . . . . ? C29 C30 C30A C22 -175.9(3) . . . . ? C27 C27A C30A C30 -0.4(4) . . . . ? C26A C27A C30A C30 179.4(2) . . . . ? C27 C27A C30A C22 176.6(2) . . . . ? C26A C27A C30A C22 -3.7(3) . . . . ? O22 C22 C30A C30 63.4(3) . . . . ? C19 C22 C30A C30 -58.8(3) . . . . ? C23A C22 C30A C30 -179.0(2) . . . . ? O22 C22 C30A C27A -113.3(2) . . . . ? C19 C22 C30A C27A 124.5(2) . . . . ? C23A C22 C30A C27A 4.3(3) . . . . ? C4G O1G C1G C2G 19.4(3) . . . . ? O1G C1G C2G C3G -32.8(3) . . . . ? C1G C2G C3G C4G 33.3(3) . . . . ? C1G O1G C4G C3G 1.9(3) . . . . ? C2G C3G C4G O1G -22.4(3) . . . . ? C12G O5G C5G C11G 14.1(14) . . . . ? C7G O5G C5G C11G 11.5(14) . . . . ? C9G O5G C5G C11G 172.7(15) . . . . ? C12G O5G C5G C10G 178.9(12) . . . . ? C7G O5G C5G C10G 176.3(8) . . . . ? C9G O5G C5G C10G -22.5(9) . . . . ? C7G O5G C5G C12G -2.6(7) . . . . ? C9G O5G C5G C12G 158.5(9) . . . . ? C12G O5G C5G C9G -158.5(9) . . . . ? C7G O5G C5G C9G -161.1(6) . . . . ? C12G O5G C5G C6G -175.4(8) . . . . ? C7G O5G C5G C6G -178.0(3) . . . . ? C9G O5G C5G C6G -16.9(6) . . . . ? C5G O5G C7G C12G 2.7(8) . . . . ? C9G O5G C7G C12G -40.4(15) . . . . ? C12G O5G C7G C8G 166.4(8) . . . . ? C5G O5G C7G C8G 169.1(3) . . . . ? C9G O5G C7G C8G 126.1(13) . . . . ? C11G C5G C9G C6G 35(2) . . . . ? C10G C5G C9G C6G 5.5(9) . . . . ? C12G C5G C9G C6G -175.9(9) . . . . ? O5G C5G C9G C6G -153.9(9) . . . . ? C11G C5G C9G C10G 30(2) . . . . ? C12G C5G C9G C10G 178.6(11) . . . . ? O5G C5G C9G C10G -159.4(8) . . . . ? C6G C5G C9G C10G -5.5(9) . . . . ? C11G C5G C9G O5G -170.9(18) . . . . ? C10G C5G C9G O5G 159.4(8) . . . . ? C12G C5G C9G O5G -22.0(10) . . . . ? C6G C5G C9G O5G 153.9(9) . . . . ? C12G O5G C9G C6G 47.5(15) . . . . ? C5G O5G C9G C6G 29.1(10) . . . . ? C7G O5G C9G C6G 80.3(19) . . . . ? C12G O5G C9G C10G 35.0(12) . . . . ? C5G O5G C9G C10G 16.5(7) . . . . ? C7G O5G C9G C10G 67.8(17) . . . . ? C12G O5G C9G C5G 18.5(8) . . . . ? C7G O5G C9G C5G 51.2(14) . . . . ? C11G C5G C10G C6G -174.8(19) . . . . ? C12G C5G C10G C6G -176(10) . . . . ? O5G C5G C10G C6G 15(2) . . . . ? C9G C5G C10G C6G -9.3(16) . . . . ? C11G C5G C10G C9G -165.5(10) . . . . ? C12G C5G C10G C9G -166(11) . . . . ? O5G C5G C10G C9G 24.0(10) . . . . ? C6G C5G C10G C9G 9.3(16) . . . . ? C12G C5G C10G C11G -1(11) . . . . ? O5G C5G C10G C11G -170.5(11) . . . . ? C9G C5G C10G C11G 165.5(10) . . . . ? C6G C5G C10G C11G 174.8(19) . . . . ? C5G C9G C10G C6G 165(3) . . . . ? O5G C9G C10G C6G 148(2) . . . . ? C6G C9G C10G C5G -165(3) . . . . ? O5G C9G C10G C5G -17.2(7) . . . . ? C6G C9G C10G C11G -173(3) . . . . ? C5G C9G C10G C11G -8.6(6) . . . . ? O5G C9G C10G C11G -25.8(11) . . . . ? C10G C5G C11G C12G -179.9(9) . . . . ? O5G C5G C11G C12G -12.1(12) . . . . ? C9G C5G C11G C12G 154.3(19) . . . . ? C6G C5G C11G C12G 178.0(8) . . . . ? C12G C5G C11G C10G 179.9(9) . . . . ? O5G C5G C11G C10G 167.8(13) . . . . ? C9G C5G C11G C10G -25.8(18) . . . . ? C6G C5G C11G C10G -2.1(8) . . . . ? C6G C10G C11G C5G 8(3) . . . . ? C9G C10G C11G C5G 13.6(10) . . . . ? C6G C10G C11G C12G 8(3) . . . . ? C5G C10G C11G C12G 0.1(9) . . . . ? C9G C10G C11G C12G 13.6(13) . . . . ? O5G C7G C12G C5G -4.2(12) . . . . ? C8G C7G C12G C5G -46(3) . . . . ? C8G C7G C12G O5G -41(2) . . . . ? O5G C7G C12G C11G -58(7) . . . . ? C8G C7G C12G C11G -99(7) . . . . ? C11G C5G C12G C7G -166.8(18) . . . . ? C10G C5G C12G C7G -166(10) . . . . ? O5G C5G C12G C7G 4.3(12) . . . . ? C9G C5G C12G C7G 28(2) . . . . ? C6G C5G C12G C7G 20(4) . . . . ? C11G C5G C12G O5G -171.1(9) . . . . ? C10G C5G C12G O5G -170(11) . . . . ? C9G C5G C12G O5G 24.1(10) . . . . ? C6G C5G C12G O5G 15(3) . . . . ? C10G C5G C12G C11G 1(11) . . . . ? O5G C5G C12G C11G 171.1(9) . . . . ? C9G C5G C12G C11G -164.8(12) . . . . ? C6G C5G C12G C11G -174(3) . . . . ? C5G O5G C12G C7G -176.9(9) . . . . ? C9G O5G C12G C7G 164.3(6) . . . . ? C7G O5G C12G C5G 176.9(9) . . . . ? C9G O5G C12G C5G -18.9(8) . . . . ? C5G O5G C12G C11G -5.6(6) . . . . ? C7G O5G C12G C11G 171.3(12) . . . . ? C9G O5G C12G C11G -24.4(11) . . . . ? C5G C11G C12G C7G 64(7) . . . . ? C10G C11G C12G C7G 64(8) . . . . ? C10G C11G C12G C5G -0.1(8) . . . . ? C5G C11G C12G O5G 8.3(8) . . . . ? C10G C11G C12G O5G 8.3(13) . . . . ? C5G C10G C6G C9G 14(2) . . . . ? C11G C10G C6G C9G 10(4) . . . . ? C9G C10G C6G C5G -14(2) . . . . ? C11G C10G C6G C5G -4.5(17) . . . . ? C5G C9G C6G C10G -13(2) . . . . ? O5G C9G C6G C10G -37(3) . . . . ? C10G C9G C6G C5G 13(2) . . . . ? O5G C9G C6G C5G -24.7(8) . . . . ? C11G C5G C6G C10G 6(2) . . . . ? C12G C5G C6G C10G 179(3) . . . . ? O5G C5G C6G C10G -167.9(18) . . . . ? C9G C5G C6G C10G 167(2) . . . . ? C11G C5G C6G C9G -161.5(12) . . . . ? C10G C5G C6G C9G -167(2) . . . . ? C12G C5G C6G C9G 12(3) . . . . ? O5G C5G C6G C9G 25.0(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H4 O1G 0.90(3) 1.87(3) 2.766(3) 175(3) . O22 H1 O5G 0.91(4) 1.90(4) 2.812(3) 174(3) . _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.09 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.635 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.057 #========================================================END data_H1.1.15THF.0.85Et2O _database_code_depnum_ccdc_archive 'CCDC 632729' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(Biphenyl-4,4'-diyl)difluoren-9-ol. 1.15(tetrahydrofuran). 0.85(diethyl ether) clathrate ; _chemical_name_common ; 9,9'-(Biphenyl-4,4'-diyl)difluoren-9-ol. 1.15(tetrahydrofuran). 0.85(diethyl ether) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C38 H26 O2. 1.15(C4 H8 O). 0.85(C4 H10 O)' _chemical_formula_sum 'C46 H44 O4' _chemical_formula_weight 660.81 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 P21/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 15.1157(3) _cell_length_b 15.2709(4) _cell_length_c 15.7497(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.9860(10) _cell_angle_gamma 90.00 _cell_volume 3568.88(15) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 44119 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description 'clear rectangular blocks' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 113(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 'combination of phi and omega' _diffrn_reflns_number 14794 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.0915 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.11 _reflns_number_total 7794 _reflns_number_gt 4283 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0812P)^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_number_reflns 7794 _refine_ls_number_parameters 457 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1218 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1523 _refine_ls_wR_factor_gt 0.1269 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _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 0.60472(14) -0.06853(15) 0.31406(14) 0.0301(5) Uani 1 1 d . . . H1 H 0.5824 -0.0177 0.2823 0.036 Uiso 1 1 calc R . . C2 C 0.63949(15) -0.06394(16) 0.40230(15) 0.0366(6) Uani 1 1 d . . . H2 H 0.6410 -0.0092 0.4312 0.044 Uiso 1 1 calc R . . C3 C 0.67192(14) -0.13807(17) 0.44854(15) 0.0359(6) Uani 1 1 d . . . H3 H 0.6958 -0.1333 0.5087 0.043 Uiso 1 1 calc R . . C4 C 0.67012(13) -0.21895(16) 0.40861(14) 0.0305(5) Uani 1 1 d . . . H4 H 0.6916 -0.2698 0.4408 0.037 Uiso 1 1 calc R . . C5 C 0.64263(14) -0.38763(14) 0.27502(15) 0.0308(5) Uani 1 1 d . . . H5 H 0.6721 -0.4076 0.3303 0.037 Uiso 1 1 calc R . . C6 C 0.61832(15) -0.44607(15) 0.20728(16) 0.0369(6) Uani 1 1 d . . . H6 H 0.6308 -0.5067 0.2164 0.044 Uiso 1 1 calc R . . C7 C 0.57615(15) -0.41711(15) 0.12659(16) 0.0349(6) Uani 1 1 d . . . H7 H 0.5592 -0.4581 0.0810 0.042 Uiso 1 1 calc R . . C8 C 0.55811(13) -0.32784(14) 0.11115(14) 0.0279(5) Uani 1 1 d . . . H8 H 0.5298 -0.3079 0.0555 0.034 Uiso 1 1 calc R . . O9 O 0.47588(9) -0.14674(10) 0.15141(10) 0.0275(4) Uani 1 1 d . . . C9 C 0.56855(12) -0.17068(13) 0.17886(13) 0.0214(5) Uani 1 1 d . . . H9 H 0.4452(16) -0.1738(16) 0.1864(16) 0.048(7) Uiso 1 1 d . . . C10 C 0.62245(12) -0.12307(13) 0.12006(13) 0.0207(4) Uani 1 1 d . . . C11 C 0.58054(12) -0.08357(12) 0.04322(12) 0.0185(4) Uani 1 1 d . . . H11 H 0.5169 -0.0871 0.0260 0.022 Uiso 1 1 calc R . . C12 C 0.63015(12) -0.03920(12) -0.00847(12) 0.0183(4) Uani 1 1 d . . . H12 H 0.5998 -0.0117 -0.0600 0.022 Uiso 1 1 calc R . . C13 C 0.72441(12) -0.03397(12) 0.01370(12) 0.0175(4) Uani 1 1 d . . . C14 C 0.76594(12) -0.07527(13) 0.08995(13) 0.0240(5) Uani 1 1 d . . . H14 H 0.8298 -0.0740 0.1061 0.029 Uiso 1 1 calc R . . C15 C 0.71622(13) -0.11800(14) 0.14261(14) 0.0251(5) Uani 1 1 d . . . H15 H 0.7463 -0.1443 0.1949 0.030 Uiso 1 1 calc R . . C16 C 0.77717(12) 0.01453(12) -0.04175(12) 0.0184(4) Uani 1 1 d . . . C17 C 0.86397(13) -0.01053(13) -0.04875(14) 0.0247(5) Uani 1 1 d . . . H17 H 0.8910 -0.0593 -0.0163 0.030 Uiso 1 1 calc R . . C18 C 0.91207(13) 0.03420(13) -0.10211(14) 0.0248(5) Uani 1 1 d . . . H18 H 0.9712 0.0155 -0.1057 0.030 Uiso 1 1 calc R . . C19 C 0.87475(12) 0.10571(12) -0.15007(12) 0.0180(4) Uani 1 1 d . . . C20 C 0.78789(12) 0.13119(13) -0.14352(13) 0.0214(5) Uani 1 1 d . . . H20 H 0.7610 0.1799 -0.1761 0.026 Uiso 1 1 calc R . . C21 C 0.73995(12) 0.08668(13) -0.09031(12) 0.0203(4) Uani 1 1 d . . . H21 H 0.6809 0.1055 -0.0868 0.024 Uiso 1 1 calc R . . O22 O 1.01747(8) 0.12880(9) -0.19015(9) 0.0229(3) Uani 1 1 d . . . C22 C 0.92432(12) 0.15398(12) -0.21137(13) 0.0188(4) Uani 1 1 d . . . H22 H 1.0493(15) 0.1601(15) -0.2242(15) 0.042(7) Uiso 1 1 d . . . C23 C 0.87114(13) 0.05333(15) -0.34644(14) 0.0303(5) Uani 1 1 d . . . H23 H 0.8865 0.0008 -0.3148 0.036 Uiso 1 1 calc R . . C24 C 0.83437(15) 0.05143(17) -0.43515(15) 0.0381(6) Uani 1 1 d . . . H24 H 0.8244 -0.0033 -0.4641 0.046 Uiso 1 1 calc R . . C25 C 0.81248(15) 0.12785(17) -0.48107(15) 0.0384(6) Uani 1 1 d . . . H25 H 0.7877 0.1249 -0.5412 0.046 Uiso 1 1 calc R . . C26 C 0.82595(13) 0.20847(16) -0.44118(14) 0.0324(6) Uani 1 1 d . . . H26 H 0.8112 0.2609 -0.4732 0.039 Uiso 1 1 calc R . . C27 C 0.87079(14) 0.37564(14) -0.30675(16) 0.0317(5) Uani 1 1 d . . . H27 H 0.8482 0.3981 -0.3629 0.038 Uiso 1 1 calc R . . C28 C 0.89451(15) 0.43175(15) -0.23671(17) 0.0362(6) Uani 1 1 d . . . H28 H 0.8886 0.4932 -0.2452 0.043 Uiso 1 1 calc R . . C29 C 0.92677(14) 0.39895(14) -0.15460(16) 0.0335(6) Uani 1 1 d . . . H29 H 0.9420 0.4383 -0.1073 0.040 Uiso 1 1 calc R . . C30 C 0.93724(13) 0.30943(14) -0.14039(14) 0.0265(5) Uani 1 1 d . . . H30 H 0.9596 0.2873 -0.0840 0.032 Uiso 1 1 calc R . . C4A C 0.63613(12) -0.22422(14) 0.32026(13) 0.0232(5) Uani 1 1 d . . . C5A C 0.62325(12) -0.29965(14) 0.26074(13) 0.0235(5) Uani 1 1 d . . . C8A C 0.58225(12) -0.26977(13) 0.17841(13) 0.0217(5) Uani 1 1 d . . . C23A C 0.88429(12) 0.13407(13) -0.30643(13) 0.0216(5) Uani 1 1 d . . . C26A C 0.86159(12) 0.21125(14) -0.35287(13) 0.0239(5) Uani 1 1 d . . . C27A C 0.88081(12) 0.28602(13) -0.29304(13) 0.0224(5) Uani 1 1 d . . . C30A C 0.91443(12) 0.25326(13) -0.20989(13) 0.0206(5) Uani 1 1 d . . . O1G O 0.38586(9) -0.23590(9) 0.26177(10) 0.0315(4) Uani 1 1 d . . . C1G C 0.37267(15) -0.32844(15) 0.25317(15) 0.0349(6) Uani 1 1 d . . . H1GA H 0.4093 -0.3529 0.2130 0.042 Uiso 1 1 calc R . . H1GB H 0.3085 -0.3418 0.2303 0.042 Uiso 1 1 calc R . . C2G C 0.40141(19) -0.36689(17) 0.34161(17) 0.0506(7) Uani 1 1 d . . . H2GA H 0.3658 -0.4199 0.3488 0.061 Uiso 1 1 calc R . . H2GB H 0.4662 -0.3824 0.3527 0.061 Uiso 1 1 calc R . . C3G C 0.3835(2) -0.29636(18) 0.39958(17) 0.0550(8) Uani 1 1 d . . . H3GA H 0.4275 -0.2982 0.4548 0.066 Uiso 1 1 calc R . . H3GB H 0.3220 -0.3020 0.4121 0.066 Uiso 1 1 calc R . . C4G C 0.39273(15) -0.21157(16) 0.35148(15) 0.0367(6) Uani 1 1 d . . . H4GA H 0.3442 -0.1701 0.3581 0.044 Uiso 1 1 calc R . . H4GB H 0.4516 -0.1836 0.3739 0.044 Uiso 1 1 calc R . . O5G O 1.11835(9) 0.23171(10) -0.28702(9) 0.0311(4) Uani 1 1 d . . . C6G C 1.12761(16) 0.31995(16) -0.25108(16) 0.0257(6) Uiso 0.85 1 d P . . H6GA H 1.0679 0.3486 -0.2591 0.031 Uiso 1 1 calc R . . H6GB H 1.1671 0.3554 -0.2811 0.031 Uiso 1 1 calc R . . C7G C 1.16777(16) 0.31391(18) -0.15664(16) 0.0325(6) Uiso 0.85 1 d P . . H7GA H 1.1327 0.2727 -0.1287 0.049 Uiso 1 1 calc R . . H7GB H 1.1667 0.3718 -0.1300 0.049 Uiso 1 1 calc R . . H7GC H 1.2302 0.2933 -0.1495 0.049 Uiso 1 1 calc R . . C8G C 1.09697(17) 0.2350(2) -0.37934(19) 0.0288(6) Uiso 0.85 1 d P . . C9G C 1.09099(19) 0.1415(2) -0.4115(2) 0.0320(7) Uiso 0.85 1 d P . . H9GA H 1.1479 0.1113 -0.3894 0.048 Uiso 1 1 calc R . . H9GB H 1.0795 0.1412 -0.4749 0.048 Uiso 1 1 calc R . . H9GC H 1.0417 0.1114 -0.3911 0.048 Uiso 1 1 calc R . . C10G C 1.1294(14) 0.1462(14) -0.3460(15) 0.067(6) Uiso 0.15 1 d P . . C11G C 1.0818(14) 0.1846(18) -0.4177(15) 0.060(6) Uiso 0.15 1 d P . . C12G C 1.0708(15) 0.2735(16) -0.4205(17) 0.075(6) Uiso 0.15 1 d P . . C13G C 1.1154(18) 0.296(2) -0.342(2) 0.099(8) Uiso 0.15 1 d P . . C1A C 0.60353(12) -0.14897(14) 0.27382(13) 0.0234(5) 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 0.0309(11) 0.0307(13) 0.0308(14) -0.0001(11) 0.0110(10) -0.0012(10) C2 0.0355(13) 0.0449(15) 0.0326(14) -0.0098(12) 0.0141(11) -0.0090(11) C3 0.0272(12) 0.0600(18) 0.0210(12) -0.0034(12) 0.0061(10) -0.0086(11) C4 0.0200(11) 0.0491(15) 0.0233(13) 0.0103(11) 0.0062(9) 0.0006(10) C5 0.0294(12) 0.0331(14) 0.0326(14) 0.0128(11) 0.0126(10) 0.0057(10) C6 0.0440(14) 0.0269(13) 0.0454(16) 0.0074(12) 0.0227(12) 0.0033(11) C7 0.0402(13) 0.0293(13) 0.0398(15) -0.0040(11) 0.0190(12) -0.0082(10) C8 0.0260(11) 0.0328(13) 0.0259(13) 0.0040(10) 0.0071(9) -0.0043(9) O9 0.0169(7) 0.0363(9) 0.0297(9) 0.0136(7) 0.0060(6) 0.0035(6) C9 0.0149(10) 0.0270(12) 0.0219(11) 0.0064(9) 0.0024(8) 0.0001(8) C10 0.0215(10) 0.0207(11) 0.0194(11) 0.0029(9) 0.0029(8) 0.0001(8) C11 0.0150(9) 0.0199(11) 0.0204(11) -0.0007(9) 0.0031(8) 0.0007(8) C12 0.0191(10) 0.0191(11) 0.0158(11) -0.0003(9) 0.0013(8) 0.0014(8) C13 0.0196(10) 0.0148(10) 0.0174(11) 0.0007(8) 0.0020(8) 0.0004(8) C14 0.0175(10) 0.0289(12) 0.0242(12) 0.0053(10) 0.0006(9) -0.0010(9) C15 0.0212(10) 0.0303(12) 0.0227(12) 0.0098(10) 0.0015(9) 0.0012(9) C16 0.0179(10) 0.0196(11) 0.0167(11) -0.0009(9) 0.0004(8) -0.0026(8) C17 0.0210(10) 0.0223(11) 0.0301(13) 0.0092(10) 0.0029(9) 0.0042(8) C18 0.0187(10) 0.0236(11) 0.0324(13) 0.0075(10) 0.0055(9) 0.0030(9) C19 0.0167(9) 0.0188(11) 0.0176(11) -0.0004(8) 0.0004(8) -0.0018(8) C20 0.0223(10) 0.0193(11) 0.0215(11) 0.0043(9) 0.0016(8) 0.0034(8) C21 0.0181(10) 0.0208(11) 0.0223(11) 0.0003(9) 0.0041(8) 0.0019(8) O22 0.0150(7) 0.0247(8) 0.0292(8) 0.0051(7) 0.0049(6) 0.0025(6) C22 0.0149(9) 0.0202(11) 0.0208(11) 0.0023(9) 0.0019(8) 0.0024(8) C23 0.0304(12) 0.0313(13) 0.0304(13) -0.0015(10) 0.0084(10) -0.0022(10) C24 0.0388(13) 0.0463(16) 0.0303(14) -0.0145(12) 0.0098(11) -0.0091(11) C25 0.0324(13) 0.0614(18) 0.0217(13) -0.0018(13) 0.0057(10) -0.0091(12) C26 0.0254(11) 0.0493(16) 0.0229(13) 0.0088(12) 0.0053(9) -0.0004(10) C27 0.0258(11) 0.0297(13) 0.0413(15) 0.0149(11) 0.0107(10) 0.0040(9) C28 0.0381(13) 0.0207(12) 0.0532(17) 0.0064(12) 0.0178(12) 0.0006(10) C29 0.0390(13) 0.0206(12) 0.0443(16) -0.0031(11) 0.0165(11) -0.0027(10) C30 0.0279(11) 0.0251(12) 0.0284(13) -0.0021(10) 0.0103(9) -0.0015(9) C4A 0.0153(10) 0.0347(13) 0.0206(12) 0.0058(10) 0.0057(8) 0.0002(9) C5A 0.0176(10) 0.0301(12) 0.0248(12) 0.0094(10) 0.0092(9) 0.0020(9) C8A 0.0157(9) 0.0281(12) 0.0227(12) 0.0036(10) 0.0076(8) -0.0016(8) C23A 0.0159(10) 0.0282(12) 0.0215(11) 0.0015(10) 0.0056(8) 0.0008(8) C26A 0.0163(10) 0.0330(13) 0.0236(12) 0.0060(10) 0.0071(8) -0.0002(9) C27A 0.0163(10) 0.0261(12) 0.0262(12) 0.0070(10) 0.0078(9) 0.0016(8) C30A 0.0157(9) 0.0222(11) 0.0250(12) 0.0050(9) 0.0063(8) 0.0006(8) O1G 0.0304(8) 0.0308(9) 0.0341(9) 0.0106(7) 0.0084(7) 0.0024(7) C1G 0.0372(13) 0.0328(14) 0.0372(14) 0.0076(11) 0.0137(11) -0.0014(10) C2G 0.0705(18) 0.0378(15) 0.0411(17) 0.0122(13) 0.0050(14) -0.0026(13) C3G 0.077(2) 0.0529(18) 0.0379(16) 0.0140(14) 0.0167(14) 0.0274(15) C4G 0.0312(12) 0.0408(15) 0.0418(16) -0.0005(12) 0.0165(11) -0.0018(10) O5G 0.0272(8) 0.0417(10) 0.0251(9) 0.0040(7) 0.0064(7) 0.0020(7) C1A 0.0173(10) 0.0314(13) 0.0227(12) 0.0045(10) 0.0070(9) -0.0006(9) _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 C1A 1.381(3) . ? C1 C2 1.391(3) . ? C2 C3 1.384(3) . ? C3 C4 1.384(3) . ? C4 C4A 1.391(3) . ? C5 C5A 1.384(3) . ? C5 C6 1.386(3) . ? C6 C7 1.381(3) . ? C7 C8 1.402(3) . ? C8 C8A 1.376(3) . ? O9 C9 1.433(2) . ? C9 C1A 1.525(3) . ? C9 C8A 1.527(3) . ? C9 C10 1.529(3) . ? C10 C11 1.392(3) . ? C10 C15 1.396(3) . ? C11 C12 1.384(2) . ? C12 C13 1.403(2) . ? C13 C14 1.395(3) . ? C13 C16 1.487(3) . ? C14 C15 1.384(3) . ? C16 C17 1.391(3) . ? C16 C21 1.397(3) . ? C17 C18 1.391(3) . ? C18 C19 1.385(3) . ? C19 C20 1.392(3) . ? C19 C22 1.521(3) . ? C20 C21 1.386(3) . ? O22 C22 1.436(2) . ? C22 C30A 1.524(3) . ? C22 C23A 1.534(3) . ? C23 C23A 1.382(3) . ? C23 C24 1.402(3) . ? C24 C25 1.380(3) . ? C25 C26 1.379(3) . ? C26 C26A 1.393(3) . ? C27 C28 1.389(3) . ? C27 C27A 1.389(3) . ? C28 C29 1.386(3) . ? C29 C30 1.389(3) . ? C30 C30A 1.382(3) . ? C4A C1A 1.400(3) . ? C4A C5A 1.474(3) . ? C5A C8A 1.403(3) . ? C23A C26A 1.395(3) . ? C26A C27A 1.474(3) . ? C27A C30A 1.403(3) . ? O1G C1G 1.430(3) . ? O1G C4G 1.445(3) . ? C1G C2G 1.498(3) . ? C2G C3G 1.470(4) . ? C3G C4G 1.520(3) . ? O5G C13G 1.31(3) . ? O5G C8G 1.429(3) . ? O5G C6G 1.458(3) . ? O5G C10G 1.63(2) . ? C6G C7G 1.498(3) . ? C8G C9G 1.512(4) . ? C10G C11G 1.35(3) . ? C11G C12G 1.37(3) . ? C12G C13G 1.33(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 C1A C1 C2 118.2(2) . . ? C3 C2 C1 120.9(2) . . ? C4 C3 C2 121.1(2) . . ? C3 C4 C4A 118.5(2) . . ? C5A C5 C6 118.9(2) . . ? C7 C6 C5 120.7(2) . . ? C6 C7 C8 120.7(2) . . ? C8A C8 C7 118.6(2) . . ? O9 C9 C1A 112.14(15) . . ? O9 C9 C8A 112.15(15) . . ? C1A C9 C8A 101.42(16) . . ? O9 C9 C10 107.41(15) . . ? C1A C9 C10 111.44(15) . . ? C8A C9 C10 112.33(15) . . ? C11 C10 C15 117.96(17) . . ? C11 C10 C9 121.74(16) . . ? C15 C10 C9 120.31(17) . . ? C12 C11 C10 121.04(17) . . ? C11 C12 C13 121.30(18) . . ? C14 C13 C12 117.23(17) . . ? C14 C13 C16 121.79(16) . . ? C12 C13 C16 120.98(17) . . ? C15 C14 C13 121.48(17) . . ? C14 C15 C10 120.97(19) . . ? C17 C16 C21 117.46(17) . . ? C17 C16 C13 121.92(17) . . ? C21 C16 C13 120.61(16) . . ? C18 C17 C16 121.49(18) . . ? C19 C18 C17 120.74(17) . . ? C18 C19 C20 118.16(17) . . ? C18 C19 C22 121.97(16) . . ? C20 C19 C22 119.83(17) . . ? C21 C20 C19 121.13(18) . . ? C20 C21 C16 121.03(17) . . ? O22 C22 C19 107.60(15) . . ? O22 C22 C30A 110.95(15) . . ? C19 C22 C30A 114.25(15) . . ? O22 C22 C23A 111.15(15) . . ? C19 C22 C23A 111.90(15) . . ? C30A C22 C23A 100.98(15) . . ? C23A C23 C24 117.9(2) . . ? C25 C24 C23 121.0(2) . . ? C26 C25 C24 121.1(2) . . ? C25 C26 C26A 118.5(2) . . ? C28 C27 C27A 118.7(2) . . ? C29 C28 C27 120.7(2) . . ? C28 C29 C30 121.0(2) . . ? C30A C30 C29 118.7(2) . . ? C4 C4A C1A 120.1(2) . . ? C4 C4A C5A 131.3(2) . . ? C1A C4A C5A 108.56(18) . . ? C5 C5A C8A 120.6(2) . . ? C5 C5A C4A 131.05(19) . . ? C8A C5A C4A 108.37(18) . . ? C8 C8A C5A 120.50(19) . . ? C8 C8A C9 128.73(19) . . ? C5A C8A C9 110.75(18) . . ? C23 C23A C26A 121.0(2) . . ? C23 C23A C22 128.13(19) . . ? C26A C23A C22 110.86(17) . . ? C26 C26A C23A 120.5(2) . . ? C26 C26A C27A 130.8(2) . . ? C23A C26A C27A 108.69(18) . . ? C27 C27A C30A 120.4(2) . . ? C27 C27A C26A 131.4(2) . . ? C30A C27A C26A 108.22(17) . . ? C30 C30A C27A 120.62(19) . . ? C30 C30A C22 128.26(18) . . ? C27A C30A C22 111.07(17) . . ? C1G O1G C4G 109.23(16) . . ? O1G C1G C2G 106.79(19) . . ? C3G C2G C1G 103.6(2) . . ? C2G C3G C4G 105.6(2) . . ? O1G C4G C3G 105.77(19) . . ? C13G O5G C8G 47.3(13) . . ? C13G O5G C6G 63.5(14) . . ? C8G O5G C6G 110.40(18) . . ? C13G O5G C10G 102.4(15) . . ? C8G O5G C10G 58.4(8) . . ? C6G O5G C10G 161.7(7) . . ? O5G C6G C7G 108.61(19) . . ? O5G C8G C9G 107.2(2) . . ? C11G C10G O5G 91.8(17) . . ? C10G C11G C12G 120(3) . . ? C13G C12G C11G 101(2) . . ? O5G C13G C12G 112(3) . . ? C1 C1A C4A 121.2(2) . . ? C1 C1A C9 127.97(19) . . ? C4A C1A C9 110.84(18) . . ? 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 C1A C1 C2 C3 -0.1(3) . . . . ? C1 C2 C3 C4 -0.5(3) . . . . ? C2 C3 C4 C4A 0.9(3) . . . . ? C5A C5 C6 C7 0.6(3) . . . . ? C5 C6 C7 C8 0.9(3) . . . . ? C6 C7 C8 C8A -0.8(3) . . . . ? O9 C9 C10 C11 -14.1(3) . . . . ? C1A C9 C10 C11 -137.28(19) . . . . ? C8A C9 C10 C11 109.7(2) . . . . ? O9 C9 C10 C15 165.80(18) . . . . ? C1A C9 C10 C15 42.6(2) . . . . ? C8A C9 C10 C15 -70.4(2) . . . . ? C15 C10 C11 C12 -1.2(3) . . . . ? C9 C10 C11 C12 178.70(18) . . . . ? C10 C11 C12 C13 1.3(3) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? C11 C12 C13 C16 -179.42(17) . . . . ? C12 C13 C14 C15 -1.4(3) . . . . ? C16 C13 C14 C15 177.98(19) . . . . ? C13 C14 C15 C10 1.5(3) . . . . ? C11 C10 C15 C14 -0.2(3) . . . . ? C9 C10 C15 C14 179.87(19) . . . . ? C14 C13 C16 C17 32.1(3) . . . . ? C12 C13 C16 C17 -148.6(2) . . . . ? C14 C13 C16 C21 -149.1(2) . . . . ? C12 C13 C16 C21 30.2(3) . . . . ? C21 C16 C17 C18 -0.1(3) . . . . ? C13 C16 C17 C18 178.69(19) . . . . ? C16 C17 C18 C19 0.2(3) . . . . ? C17 C18 C19 C20 -0.2(3) . . . . ? C17 C18 C19 C22 -177.81(18) . . . . ? C18 C19 C20 C21 0.3(3) . . . . ? C22 C19 C20 C21 177.91(18) . . . . ? C19 C20 C21 C16 -0.3(3) . . . . ? C17 C16 C21 C20 0.2(3) . . . . ? C13 C16 C21 C20 -178.66(18) . . . . ? C18 C19 C22 O22 -16.0(2) . . . . ? C20 C19 C22 O22 166.47(17) . . . . ? C18 C19 C22 C30A -139.64(19) . . . . ? C20 C19 C22 C30A 42.8(2) . . . . ? C18 C19 C22 C23A 106.4(2) . . . . ? C20 C19 C22 C23A -71.2(2) . . . . ? C23A C23 C24 C25 0.3(3) . . . . ? C23 C24 C25 C26 -0.1(3) . . . . ? C24 C25 C26 C26A -0.6(3) . . . . ? C27A C27 C28 C29 -0.6(3) . . . . ? C27 C28 C29 C30 0.8(3) . . . . ? C28 C29 C30 C30A -0.3(3) . . . . ? C3 C4 C4A C1A -0.9(3) . . . . ? C3 C4 C4A C5A -178.18(18) . . . . ? C6 C5 C5A C8A -2.0(3) . . . . ? C6 C5 C5A C4A 176.23(18) . . . . ? C4 C4A C5A C5 -1.2(3) . . . . ? C1A C4A C5A C5 -178.77(19) . . . . ? C4 C4A C5A C8A 177.17(18) . . . . ? C1A C4A C5A C8A -0.4(2) . . . . ? C7 C8 C8A C5A -0.6(3) . . . . ? C7 C8 C8A C9 -178.72(17) . . . . ? C5 C5A C8A C8 2.0(3) . . . . ? C4A C5A C8A C8 -176.56(15) . . . . ? C5 C5A C8A C9 -179.54(16) . . . . ? C4A C5A C8A C9 1.88(19) . . . . ? O9 C9 C8A C8 56.0(2) . . . . ? C1A C9 C8A C8 175.81(17) . . . . ? C10 C9 C8A C8 -65.1(2) . . . . ? O9 C9 C8A C5A -122.30(17) . . . . ? C1A C9 C8A C5A -2.47(18) . . . . ? C10 C9 C8A C5A 116.61(17) . . . . ? C24 C23 C23A C26A 0.1(3) . . . . ? C24 C23 C23A C22 -179.02(17) . . . . ? O22 C22 C23A C23 65.3(2) . . . . ? C19 C22 C23A C23 -55.0(2) . . . . ? C30A C22 C23A C23 -176.92(17) . . . . ? O22 C22 C23A C26A -113.83(17) . . . . ? C19 C22 C23A C26A 125.85(16) . . . . ? C30A C22 C23A C26A 3.92(18) . . . . ? C25 C26 C26A C23A 1.0(3) . . . . ? C25 C26 C26A C27A -178.10(18) . . . . ? C23 C23A C26A C26 -0.7(3) . . . . ? C22 C23A C26A C26 178.51(16) . . . . ? C23 C23A C26A C27A 178.52(16) . . . . ? C22 C23A C26A C27A -2.25(19) . . . . ? C28 C27 C27A C30A -0.1(3) . . . . ? C28 C27 C27A C26A 179.69(18) . . . . ? C26 C26A C27A C27 -1.3(3) . . . . ? C23A C26A C27A C27 179.57(18) . . . . ? C26 C26A C27A C30A 178.52(18) . . . . ? C23A C26A C27A C30A -0.62(19) . . . . ? C29 C30 C30A C27A -0.4(3) . . . . ? C29 C30 C30A C22 176.62(17) . . . . ? C27 C27A C30A C30 0.6(3) . . . . ? C26A C27A C30A C30 -179.24(15) . . . . ? C27 C27A C30A C22 -176.90(16) . . . . ? C26A C27A C30A C22 3.27(19) . . . . ? O22 C22 C30A C30 -63.7(2) . . . . ? C19 C22 C30A C30 58.2(2) . . . . ? C23A C22 C30A C30 178.43(17) . . . . ? O22 C22 C30A C27A 113.58(17) . . . . ? C19 C22 C30A C27A -124.59(17) . . . . ? C23A C22 C30A C27A -4.31(18) . . . . ? C4G O1G C1G C2G -18.4(2) . . . . ? O1G C1G C2G C3G 29.2(3) . . . . ? C1G C2G C3G C4G -28.5(3) . . . . ? C1G O1G C4G C3G 0.4(2) . . . . ? C2G C3G C4G O1G 18.1(3) . . . . ? C13G O5G C6G C7G -161.9(13) . . . . ? C8G O5G C6G C7G -168.77(18) . . . . ? C10G O5G C6G C7G -120(3) . . . . ? C13G O5G C8G C9G 170.2(16) . . . . ? C6G O5G C8G C9G 178.52(18) . . . . ? C10G O5G C8G C9G 14.7(8) . . . . ? C13G O5G C10G C11G -31.2(18) . . . . ? C8G O5G C10G C11G -13.0(10) . . . . ? C6G O5G C10G C11G -69(3) . . . . ? O5G C10G C11G C12G 19(2) . . . . ? C10G C11G C12G C13G 0(3) . . . . ? C8G O5G C13G C12G 15.8(13) . . . . ? C6G O5G C13G C12G -155(2) . . . . ? C10G O5G C13G C12G 37(2) . . . . ? C11G C12G C13G O5G -25(3) . . . . ? C2 C1 C1A C4A 0.2(3) . . . . ? C2 C1 C1A C9 179.51(17) . . . . ? C4 C4A C1A C1 0.3(3) . . . . ? C5A C4A C1A C1 178.19(16) . . . . ? C4 C4A C1A C9 -179.14(15) . . . . ? C5A C4A C1A C9 -1.3(2) . . . . ? O9 C9 C1A C1 -57.3(2) . . . . ? C8A C9 C1A C1 -177.17(18) . . . . ? C10 C9 C1A C1 63.1(2) . . . . ? O9 C9 C1A C4A 122.06(17) . . . . ? C8A C9 C1A C4A 2.23(18) . . . . ? C10 C9 C1A C4A -117.49(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.89(3) 1.88(3) 2.762(2) 177(2) . O22 H22 O5G 0.92(2) 1.91(2) 2.830(2) 175(2) . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.11 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.576 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.051 #========================================================END data_H1.0.9THF.1.1Et2O _database_code_depnum_ccdc_archive 'CCDC 632730' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(Biphenyl-4,4'-diyl)bis(fluoren-9-ol). 0.9(tetrahydrofuran). 1.1(diethyl ether) clathrate ; _chemical_name_common ; 9,9'-(Biphenyl-4,4'-diyl)bis(fluoren-9-ol). 0.9(tetrahydrofuran). 1.1(diethyl ether) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C38 H26 O2. 0.9(C4 H8 O). 1.1(C4 H10 O)' _chemical_formula_sum 'C46 H44 O4' _chemical_formula_weight 660.81 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 P21/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 15.0708(5) _cell_length_b 15.2736(5) _cell_length_c 15.8003(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.4150(10) _cell_angle_gamma 90.00 _cell_volume 3577.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 27126 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description 'clear rectangular blocks' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 103(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 'combination of phi and omega' _diffrn_reflns_number 13596 _diffrn_reflns_av_R_equivalents 0.0588 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 27.11 _reflns_number_total 7458 _reflns_number_gt 4524 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0837P)^2^+1.1551P] 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_number_reflns 7458 _refine_ls_number_parameters 468 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1207 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.1743 _refine_ls_wR_factor_gt 0.1492 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 C6GB C 0.3751(7) -0.3561(6) 0.3517(6) 0.047(2) Uiso 0.40 1 d P . . C1 C 0.87210(17) 0.05613(17) -0.34672(17) 0.0283(6) Uani 1 1 d . . . H1 H 0.8877 0.0033 -0.3159 0.034 Uiso 1 1 calc R . . C2 C 0.83558(19) 0.05432(18) -0.43491(17) 0.0345(7) Uani 1 1 d . . . H2 H 0.8259 -0.0002 -0.4641 0.041 Uiso 1 1 calc R . . C3 C 0.81351(18) 0.13189(19) -0.47960(17) 0.0349(7) Uani 1 1 d . . . H3 H 0.7888 0.1298 -0.5393 0.042 Uiso 1 1 calc R . . C7GB C 0.3766(4) -0.2972(4) 0.4025(4) 0.0305(13) Uiso 0.50 1 d P . . C4 C 0.82682(16) 0.21186(18) -0.43877(16) 0.0287(6) Uani 1 1 d . . . H4 H 0.8122 0.2647 -0.4699 0.034 Uiso 1 1 calc R . . C5 C 0.87164(17) 0.37727(16) -0.30286(18) 0.0281(6) Uani 1 1 d . . . H5 H 0.8489 0.4004 -0.3584 0.034 Uiso 1 1 calc R . . C6 C 0.89551(18) 0.43252(16) -0.23272(18) 0.0311(6) Uani 1 1 d . . . H6 H 0.8897 0.4941 -0.2405 0.037 Uiso 1 1 calc R . . C7 C 0.92767(18) 0.39894(17) -0.15160(18) 0.0304(6) Uani 1 1 d . . . H7 H 0.9429 0.4377 -0.1042 0.036 Uiso 1 1 calc R . . C8 C 0.93808(16) 0.30899(16) -0.13857(16) 0.0241(5) Uani 1 1 d . . . H8 H 0.9604 0.2861 -0.0829 0.029 Uiso 1 1 calc R . . O9 O 1.01789(11) 0.12896(11) -0.19112(11) 0.0226(4) Uani 1 1 d . . . C9 C 0.92528(15) 0.15422(15) -0.21102(15) 0.0190(5) Uani 1 1 d . . . H9 H 1.046(2) 0.161(2) -0.221(2) 0.050(10) Uiso 1 1 d . . . C10 C 0.87496(15) 0.10588(14) -0.15012(14) 0.0174(5) Uani 1 1 d . . . C11 C 0.91262(16) 0.03447(15) -0.10203(16) 0.0222(5) Uani 1 1 d . . . H11 H 0.9720 0.0160 -0.1058 0.027 Uiso 1 1 calc R . . C12 C 0.86437(16) -0.01014(15) -0.04852(16) 0.0223(5) Uani 1 1 d . . . H12 H 0.8916 -0.0585 -0.0159 0.027 Uiso 1 1 calc R . . C13 C 0.77668(15) 0.01460(14) -0.04158(14) 0.0174(5) Uani 1 1 d . . . C14 C 0.73957(16) 0.08571(15) -0.09061(15) 0.0206(5) Uani 1 1 d . . . H14 H 0.6801 0.1041 -0.0872 0.025 Uiso 1 1 calc R . . C15 C 0.78727(16) 0.13021(15) -0.14418(15) 0.0215(5) Uani 1 1 d . . . H15 H 0.7598 0.1781 -0.1774 0.026 Uiso 1 1 calc R . . C16 C 0.72413(15) -0.03328(14) 0.01496(14) 0.0168(5) Uani 1 1 d . . . C17 C 0.76633(15) -0.07284(15) 0.09174(15) 0.0200(5) Uani 1 1 d . . . H17 H 0.8302 -0.0709 0.1073 0.024 Uiso 1 1 calc R . . C18 C 0.71636(15) -0.11487(15) 0.14565(15) 0.0214(5) Uani 1 1 d . . . H18 H 0.7465 -0.1400 0.1980 0.026 Uiso 1 1 calc R . . C19 C 0.62273(15) -0.12051(15) 0.12385(15) 0.0190(5) Uani 1 1 d . . . C20 C 0.58057(15) -0.08330(15) 0.04651(14) 0.0187(5) Uani 1 1 d . . . H20 H 0.5169 -0.0876 0.0297 0.022 Uiso 1 1 calc R . . C21 C 0.63039(15) -0.03992(15) -0.00637(15) 0.0193(5) Uani 1 1 d . . . H21 H 0.5999 -0.0142 -0.0583 0.023 Uiso 1 1 calc R . . O22 O 0.47625(11) -0.14413(12) 0.15678(12) 0.0277(4) Uani 1 1 d . . . C22 C 0.56908(15) -0.16714(16) 0.18341(16) 0.0219(5) Uani 1 1 d . . . H22 H 0.445(2) -0.170(2) 0.193(2) 0.058(10) Uiso 1 1 d . . . C23 C 0.60479(18) -0.06360(18) 0.31649(17) 0.0318(6) Uani 1 1 d . . . H23 H 0.5827 -0.0132 0.2842 0.038 Uiso 1 1 calc R . . C24 C 0.63923(19) -0.0577(2) 0.40445(18) 0.0390(7) Uani 1 1 d . . . H24 H 0.6407 -0.0027 0.4326 0.047 Uiso 1 1 calc R . . C25 C 0.67112(18) -0.1313(2) 0.45075(18) 0.0400(8) Uani 1 1 d . . . H25 H 0.6944 -0.1257 0.5105 0.048 Uiso 1 1 calc R . . C26 C 0.67013(17) -0.2128(2) 0.41264(17) 0.0349(7) Uani 1 1 d . . . H26 H 0.6917 -0.2631 0.4454 0.042 Uiso 1 1 calc R . . C27 C 0.64410(18) -0.38313(18) 0.28090(18) 0.0326(7) Uani 1 1 d . . . H27 H 0.6732 -0.4028 0.3360 0.039 Uiso 1 1 calc R . . C28 C 0.6206(2) -0.44181(18) 0.2141(2) 0.0392(7) Uani 1 1 d . . . H28 H 0.6335 -0.5023 0.2236 0.047 Uiso 1 1 calc R . . C29 C 0.57863(19) -0.41361(18) 0.13335(19) 0.0356(7) Uani 1 1 d . . . H29 H 0.5621 -0.4550 0.0883 0.043 Uiso 1 1 calc R . . C30 C 0.56049(16) -0.32505(17) 0.11773(17) 0.0269(6) Uani 1 1 d . . . H30 H 0.5327 -0.3057 0.0621 0.032 Uiso 1 1 calc R . . C1A C 0.88483(15) 0.13585(15) -0.30580(15) 0.0200(5) Uani 1 1 d . . . C4A C 0.86206(15) 0.21376(16) -0.35111(15) 0.0220(5) Uani 1 1 d . . . C5A C 0.88166(15) 0.28738(15) -0.29041(15) 0.0213(5) Uani 1 1 d . . . C8A C 0.91530(15) 0.25389(15) -0.20827(15) 0.0188(5) Uani 1 1 d . . . C23A C 0.60374(16) -0.14459(17) 0.27759(15) 0.0240(6) Uani 1 1 d . . . C26A C 0.63630(15) -0.21901(17) 0.32425(16) 0.0250(6) Uani 1 1 d . . . C27A C 0.62443(16) -0.29494(17) 0.26632(16) 0.0251(6) Uani 1 1 d . . . C30A C 0.58326(15) -0.26624(16) 0.18361(16) 0.0223(5) Uani 1 1 d . . . O1G O 1.11992(11) 0.23440(11) -0.28693(11) 0.0267(4) Uani 1 1 d . . . C1G C 1.09819(18) 0.23620(18) -0.37885(17) 0.0311(6) Uani 1 1 d . . . H1GA H 1.1453 0.2686 -0.4023 0.037 Uiso 1 1 calc R . . H1GB H 1.0398 0.2663 -0.3976 0.037 Uiso 1 1 calc R . . C2G C 1.09247(19) 0.14406(18) -0.41151(18) 0.0358(7) Uani 1 1 d . . . H2GA H 1.0434 0.1134 -0.3908 0.054 Uiso 1 1 calc R . . H2GB H 1.1496 0.1139 -0.3906 0.054 Uiso 1 1 calc R . . H2GC H 1.0806 0.1445 -0.4746 0.054 Uiso 1 1 calc R . . C3G C 1.12790(18) 0.32095(17) -0.25066(18) 0.0311(6) Uani 1 1 d . . . H3GA H 1.0677 0.3488 -0.2577 0.037 Uiso 1 1 calc R . . H3GB H 1.1669 0.3575 -0.2806 0.037 Uiso 1 1 calc R . . C4G C 1.16868(19) 0.31399(18) -0.15608(19) 0.0363(7) Uani 1 1 d . . . H4GA H 1.2316 0.2949 -0.1498 0.054 Uiso 1 1 calc R . . H4GB H 1.1346 0.2713 -0.1285 0.054 Uiso 1 1 calc R . . H4GC H 1.1663 0.3713 -0.1286 0.054 Uiso 1 1 calc R . . O5G O 0.38515(12) -0.23328(12) 0.26752(13) 0.0366(5) Uani 1 1 d . . . C5G C 0.3740(2) -0.32694(18) 0.25811(19) 0.0372(7) Uani 1 1 d . . . C8G C 0.3937(2) -0.2081(2) 0.3570(2) 0.0480(8) Uani 1 1 d . . . C9G C 0.3295(18) -0.3432(18) 0.1765(18) 0.033(6) Uiso 0.10 1 d P . . C10G C 0.4060(16) -0.1427(16) 0.3979(16) 0.023(5) Uiso 0.10 1 d P . . C6GA C 0.4093(4) -0.3669(4) 0.3428(4) 0.0330(15) Uiso 0.50 1 d P . . C7GA C 0.4162(6) -0.2779(6) 0.4086(6) 0.047(2) Uiso 0.40 1 d P . . 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 0.0310(14) 0.0262(14) 0.0289(15) 0.0006(11) 0.0086(11) -0.0015(11) C2 0.0403(16) 0.0371(16) 0.0274(15) -0.0118(13) 0.0097(12) -0.0122(13) C3 0.0343(15) 0.0507(18) 0.0196(14) -0.0021(13) 0.0048(11) -0.0130(13) C4 0.0258(14) 0.0379(16) 0.0221(14) 0.0084(12) 0.0037(11) -0.0030(11) C5 0.0254(14) 0.0271(14) 0.0328(15) 0.0105(12) 0.0083(11) 0.0040(11) C6 0.0362(15) 0.0185(13) 0.0416(17) 0.0043(12) 0.0148(13) 0.0006(11) C7 0.0383(16) 0.0221(14) 0.0334(16) -0.0042(12) 0.0133(12) -0.0041(11) C8 0.0272(13) 0.0234(13) 0.0226(13) -0.0006(11) 0.0066(10) -0.0024(10) O9 0.0179(9) 0.0221(9) 0.0281(10) 0.0057(8) 0.0047(7) 0.0023(7) C9 0.0183(12) 0.0191(12) 0.0197(13) 0.0023(10) 0.0038(9) 0.0009(9) C10 0.0198(12) 0.0177(12) 0.0137(12) 0.0007(9) 0.0006(9) -0.0009(9) C11 0.0191(12) 0.0200(12) 0.0278(14) 0.0050(10) 0.0050(10) 0.0040(10) C12 0.0224(13) 0.0195(12) 0.0240(13) 0.0052(10) 0.0016(10) 0.0009(10) C13 0.0201(12) 0.0170(12) 0.0140(12) -0.0021(9) 0.0004(9) -0.0026(9) C14 0.0190(12) 0.0215(12) 0.0212(13) 0.0014(10) 0.0034(10) 0.0024(10) C15 0.0232(13) 0.0206(12) 0.0204(13) 0.0058(10) 0.0030(10) 0.0034(10) C16 0.0196(12) 0.0156(11) 0.0149(12) -0.0001(9) 0.0019(9) 0.0008(9) C17 0.0162(12) 0.0224(13) 0.0196(13) 0.0012(10) -0.0013(9) -0.0021(9) C18 0.0213(12) 0.0244(13) 0.0180(12) 0.0040(10) 0.0017(10) 0.0010(10) C19 0.0211(12) 0.0183(12) 0.0171(12) 0.0018(10) 0.0025(9) 0.0005(9) C20 0.0170(12) 0.0205(12) 0.0182(12) -0.0002(10) 0.0020(9) 0.0021(9) C21 0.0234(13) 0.0195(12) 0.0142(12) 0.0007(10) 0.0016(9) 0.0018(10) O22 0.0162(9) 0.0360(11) 0.0307(10) 0.0098(8) 0.0039(8) 0.0034(8) C22 0.0149(12) 0.0277(13) 0.0230(13) 0.0055(10) 0.0034(10) 0.0034(10) C23 0.0323(15) 0.0380(16) 0.0265(15) -0.0021(12) 0.0092(12) 0.0005(12) C24 0.0339(16) 0.055(2) 0.0306(16) -0.0126(15) 0.0135(13) -0.0063(14) C25 0.0277(15) 0.073(2) 0.0202(14) -0.0038(15) 0.0064(12) -0.0071(14) C26 0.0203(14) 0.062(2) 0.0228(14) 0.0112(14) 0.0040(11) 0.0004(13) C27 0.0300(15) 0.0361(16) 0.0336(16) 0.0172(13) 0.0108(12) 0.0025(12) C28 0.0451(18) 0.0252(15) 0.053(2) 0.0125(14) 0.0240(15) 0.0019(13) C29 0.0413(16) 0.0276(15) 0.0414(17) 0.0001(13) 0.0167(14) -0.0067(12) C30 0.0257(14) 0.0314(14) 0.0253(14) 0.0041(11) 0.0089(11) -0.0037(11) C1A 0.0187(12) 0.0234(13) 0.0186(12) 0.0009(10) 0.0058(10) -0.0018(10) C4A 0.0197(12) 0.0269(13) 0.0199(13) 0.0051(10) 0.0054(10) 0.0000(10) C5A 0.0188(12) 0.0235(13) 0.0228(13) 0.0044(10) 0.0063(10) 0.0021(10) C8A 0.0162(11) 0.0208(12) 0.0208(13) 0.0024(10) 0.0073(9) -0.0001(9) C23A 0.0190(12) 0.0354(15) 0.0191(13) 0.0039(11) 0.0074(10) 0.0007(11) C26A 0.0157(12) 0.0384(15) 0.0222(13) 0.0066(11) 0.0067(10) -0.0003(11) C27A 0.0174(12) 0.0344(15) 0.0247(14) 0.0105(11) 0.0072(10) 0.0013(11) C30A 0.0171(12) 0.0266(13) 0.0248(13) 0.0061(11) 0.0084(10) -0.0010(10) O1G 0.0281(9) 0.0271(10) 0.0259(10) 0.0026(8) 0.0077(8) -0.0007(7) C1G 0.0273(14) 0.0410(16) 0.0267(14) 0.0079(12) 0.0093(11) 0.0029(12) C2G 0.0365(16) 0.0418(17) 0.0313(15) -0.0024(13) 0.0117(12) 0.0001(13) C3G 0.0265(14) 0.0228(14) 0.0434(17) 0.0011(12) 0.0045(12) -0.0005(11) C4G 0.0328(15) 0.0283(15) 0.0451(18) -0.0065(13) -0.0003(13) 0.0044(12) O5G 0.0310(10) 0.0371(11) 0.0427(12) 0.0024(9) 0.0091(9) 0.0015(8) C5G 0.0427(17) 0.0333(16) 0.0369(17) 0.0059(13) 0.0109(13) -0.0059(13) C8G 0.0453(19) 0.060(2) 0.0428(19) -0.0099(17) 0.0196(15) -0.0038(16) _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 C6GB C5G 1.542(9) . ? C6GB C7GA 1.554(13) . ? C1 C1A 1.376(3) . ? C1 C2 1.403(4) . ? C2 C3 1.389(4) . ? C3 C4 1.379(4) . ? C7GB C8G 1.581(7) . ? C7GB C6GA 1.560(8) . ? C4 C4A 1.391(3) . ? C5 C6 1.388(4) . ? C5 C5A 1.391(3) . ? C6 C7 1.384(4) . ? C7 C8 1.394(4) . ? C8 C8A 1.379(3) . ? O9 C9 1.427(3) . ? C9 C10 1.520(3) . ? C9 C8A 1.531(3) . ? C9 C1A 1.537(3) . ? C10 C11 1.390(3) . ? C10 C15 1.392(3) . ? C11 C12 1.389(3) . ? C12 C13 1.398(3) . ? C13 C14 1.391(3) . ? C13 C16 1.489(3) . ? C14 C15 1.384(3) . ? C16 C21 1.396(3) . ? C16 C17 1.401(3) . ? C17 C18 1.392(3) . ? C18 C19 1.393(3) . ? C19 C20 1.392(3) . ? C19 C22 1.524(3) . ? C20 C21 1.388(3) . ? O22 C22 1.430(3) . ? C22 C23A 1.525(3) . ? C22 C30A 1.529(3) . ? C23 C23A 1.380(4) . ? C23 C24 1.396(4) . ? C24 C25 1.378(4) . ? C25 C26 1.383(4) . ? C26 C26A 1.401(4) . ? C27 C28 1.381(4) . ? C27 C27A 1.389(4) . ? C28 C29 1.386(4) . ? C29 C30 1.393(4) . ? C30 C30A 1.371(4) . ? C1A C4A 1.399(3) . ? C4A C5A 1.473(3) . ? C5A C8A 1.402(3) . ? C23A C26A 1.395(3) . ? C26A C27A 1.468(4) . ? C27A C30A 1.411(3) . ? O1G C1G 1.430(3) . ? O1G C3G 1.437(3) . ? C1G C2G 1.496(4) . ? C3G C4G 1.513(4) . ? O5G C5G 1.445(3) . ? O5G C8G 1.449(4) . ? C5G C9G 1.36(3) . ? C5G C6GA 1.480(7) . ? C8G C10G 1.19(2) . ? C8G C7GA 1.347(9) . ? 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 C5G C6GB C7GA 105.5(6) . . ? C1A C1 C2 118.7(2) . . ? C3 C2 C1 120.2(2) . . ? C4 C3 C2 121.1(2) . . ? C8G C7GB C6GA 102.6(4) . . ? C3 C4 C4A 118.8(2) . . ? C6 C5 C5A 118.8(2) . . ? C7 C6 C5 120.7(2) . . ? C6 C7 C8 120.9(2) . . ? C8A C8 C7 118.6(2) . . ? O9 C9 C10 108.01(18) . . ? O9 C9 C8A 111.09(18) . . ? C10 C9 C8A 113.71(19) . . ? O9 C9 C1A 111.41(18) . . ? C10 C9 C1A 111.88(18) . . ? C8A C9 C1A 100.69(18) . . ? C11 C10 C15 118.1(2) . . ? C11 C10 C9 121.7(2) . . ? C15 C10 C9 120.1(2) . . ? C12 C11 C10 120.7(2) . . ? C11 C12 C13 121.4(2) . . ? C14 C13 C12 117.3(2) . . ? C14 C13 C16 120.9(2) . . ? C12 C13 C16 121.8(2) . . ? C15 C14 C13 121.5(2) . . ? C14 C15 C10 121.0(2) . . ? C21 C16 C17 117.3(2) . . ? C21 C16 C13 121.1(2) . . ? C17 C16 C13 121.6(2) . . ? C18 C17 C16 121.2(2) . . ? C17 C18 C19 120.9(2) . . ? C20 C19 C18 118.2(2) . . ? C20 C19 C22 121.6(2) . . ? C18 C19 C22 120.2(2) . . ? C21 C20 C19 120.8(2) . . ? C20 C21 C16 121.6(2) . . ? O22 C22 C19 107.67(19) . . ? O22 C22 C23A 112.09(19) . . ? C19 C22 C23A 111.76(19) . . ? O22 C22 C30A 111.90(19) . . ? C19 C22 C30A 111.99(19) . . ? C23A C22 C30A 101.45(19) . . ? C23A C23 C24 118.2(3) . . ? C25 C24 C23 120.5(3) . . ? C24 C25 C26 121.8(3) . . ? C25 C26 C26A 117.9(3) . . ? C28 C27 C27A 119.0(3) . . ? C27 C28 C29 120.9(3) . . ? C28 C29 C30 120.5(3) . . ? C30A C30 C29 119.2(3) . . ? C1 C1A C4A 120.8(2) . . ? C1 C1A C9 128.1(2) . . ? C4A C1A C9 111.1(2) . . ? C4 C4A C1A 120.4(2) . . ? C4 C4A C5A 131.3(2) . . ? C1A C4A C5A 108.3(2) . . ? C5 C5A C8A 120.2(2) . . ? C5 C5A C4A 131.1(2) . . ? C8A C5A C4A 108.7(2) . . ? C8 C8A C5A 120.9(2) . . ? C8 C8A C9 128.2(2) . . ? C5A C8A C9 110.9(2) . . ? C23 C23A C26A 121.4(2) . . ? C23 C23A C22 127.7(2) . . ? C26A C23A C22 110.9(2) . . ? C23A C26A C26 120.1(2) . . ? C23A C26A C27A 108.8(2) . . ? C26 C26A C27A 131.0(2) . . ? C27 C27A C30A 120.0(2) . . ? C27 C27A C26A 131.6(2) . . ? C30A C27A C26A 108.4(2) . . ? C30 C30A C27A 120.5(2) . . ? C30 C30A C22 129.2(2) . . ? C27A C30A C22 110.3(2) . . ? C1G O1G C3G 112.00(19) . . ? O1G C1G C2G 108.7(2) . . ? O1G C3G C4G 108.6(2) . . ? C5G O5G C8G 110.6(2) . . ? C9G C5G O5G 107.8(12) . . ? C9G C5G C6GA 144.5(12) . . ? O5G C5G C6GA 107.4(3) . . ? C9G C5G C6GB 140.5(12) . . ? O5G C5G C6GB 101.9(4) . . ? C6GA C5G C6GB 22.1(4) . . ? C10G C8G C7GA 109.9(12) . . ? C10G C8G O5G 137.1(12) . . ? C7GA C8G O5G 110.4(4) . . ? C10G C8G C7GB 120.0(12) . . ? C7GA C8G C7GB 24.3(4) . . ? O5G C8G C7GB 102.8(3) . . ? C5G C6GA C7GB 99.4(4) . . ? C8G C7GA C6GB 103.2(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1A C1 C2 C3 0.4(4) . . . . ? C1 C2 C3 C4 0.0(4) . . . . ? C2 C3 C4 C4A -0.7(4) . . . . ? C5A C5 C6 C7 -0.8(4) . . . . ? C5 C6 C7 C8 0.9(4) . . . . ? C6 C7 C8 C8A -0.2(4) . . . . ? O9 C9 C10 C11 -15.0(3) . . . . ? C8A C9 C10 C11 -138.8(2) . . . . ? C1A C9 C10 C11 108.0(2) . . . . ? O9 C9 C10 C15 167.9(2) . . . . ? C8A C9 C10 C15 44.2(3) . . . . ? C1A C9 C10 C15 -69.1(3) . . . . ? C15 C10 C11 C12 -1.1(3) . . . . ? C9 C10 C11 C12 -178.3(2) . . . . ? C10 C11 C12 C13 0.4(4) . . . . ? C11 C12 C13 C14 0.1(3) . . . . ? C11 C12 C13 C16 179.4(2) . . . . ? C12 C13 C14 C15 0.1(3) . . . . ? C16 C13 C14 C15 -179.3(2) . . . . ? C13 C14 C15 C10 -0.8(4) . . . . ? C11 C10 C15 C14 1.3(3) . . . . ? C9 C10 C15 C14 178.5(2) . . . . ? C14 C13 C16 C21 31.0(3) . . . . ? C12 C13 C16 C21 -148.3(2) . . . . ? C14 C13 C16 C17 -148.6(2) . . . . ? C12 C13 C16 C17 32.1(3) . . . . ? C21 C16 C17 C18 -1.8(3) . . . . ? C13 C16 C17 C18 177.8(2) . . . . ? C16 C17 C18 C19 1.4(4) . . . . ? C17 C18 C19 C20 0.3(3) . . . . ? C17 C18 C19 C22 179.7(2) . . . . ? C18 C19 C20 C21 -1.5(3) . . . . ? C22 C19 C20 C21 179.0(2) . . . . ? C19 C20 C21 C16 1.1(3) . . . . ? C17 C16 C21 C20 0.5(3) . . . . ? C13 C16 C21 C20 -179.0(2) . . . . ? C20 C19 C22 O22 -14.9(3) . . . . ? C18 C19 C22 O22 165.7(2) . . . . ? C20 C19 C22 C23A -138.4(2) . . . . ? C18 C19 C22 C23A 42.2(3) . . . . ? C20 C19 C22 C30A 108.5(2) . . . . ? C18 C19 C22 C30A -70.9(3) . . . . ? C23A C23 C24 C25 -0.1(4) . . . . ? C23 C24 C25 C26 -0.2(4) . . . . ? C24 C25 C26 C26A 0.7(4) . . . . ? C27A C27 C28 C29 0.4(4) . . . . ? C27 C28 C29 C30 1.0(4) . . . . ? C28 C29 C30 C30A -1.1(4) . . . . ? C2 C1 C1A C4A -0.1(4) . . . . ? C2 C1 C1A C9 -178.6(2) . . . . ? O9 C9 C1A C1 64.7(3) . . . . ? C10 C9 C1A C1 -56.3(3) . . . . ? C8A C9 C1A C1 -177.4(2) . . . . ? O9 C9 C1A C4A -113.8(2) . . . . ? C10 C9 C1A C4A 125.2(2) . . . . ? C8A C9 C1A C4A 4.0(2) . . . . ? C3 C4 C4A C1A 1.0(3) . . . . ? C3 C4 C4A C5A -178.5(2) . . . . ? C1 C1A C4A C4 -0.6(3) . . . . ? C9 C1A C4A C4 178.1(2) . . . . ? C1 C1A C4A C5A 179.0(2) . . . . ? C9 C1A C4A C5A -2.3(3) . . . . ? C6 C5 C5A C8A 0.0(3) . . . . ? C6 C5 C5A C4A 179.7(2) . . . . ? C4 C4A C5A C5 -0.8(4) . . . . ? C1A C4A C5A C5 179.6(2) . . . . ? C4 C4A C5A C8A 178.9(2) . . . . ? C1A C4A C5A C8A -0.7(3) . . . . ? C7 C8 C8A C5A -0.5(3) . . . . ? C7 C8 C8A C9 176.5(2) . . . . ? C5 C5A C8A C8 0.7(3) . . . . ? C4A C5A C8A C8 -179.1(2) . . . . ? C5 C5A C8A C9 -176.9(2) . . . . ? C4A C5A C8A C9 3.4(3) . . . . ? O9 C9 C8A C8 -63.7(3) . . . . ? C10 C9 C8A C8 58.4(3) . . . . ? C1A C9 C8A C8 178.2(2) . . . . ? O9 C9 C8A C5A 113.6(2) . . . . ? C10 C9 C8A C5A -124.3(2) . . . . ? C1A C9 C8A C5A -4.4(2) . . . . ? C24 C23 C23A C26A -0.2(4) . . . . ? C24 C23 C23A C22 179.5(2) . . . . ? O22 C22 C23A C23 -58.1(3) . . . . ? C19 C22 C23A C23 62.9(3) . . . . ? C30A C22 C23A C23 -177.6(2) . . . . ? O22 C22 C23A C26A 121.6(2) . . . . ? C19 C22 C23A C26A -117.4(2) . . . . ? C30A C22 C23A C26A 2.1(2) . . . . ? C23 C23A C26A C26 0.7(3) . . . . ? C22 C23A C26A C26 -179.0(2) . . . . ? C23 C23A C26A C27A 178.7(2) . . . . ? C22 C23A C26A C27A -1.0(3) . . . . ? C25 C26 C26A C23A -0.9(3) . . . . ? C25 C26 C26A C27A -178.4(2) . . . . ? C28 C27 C27A C30A -1.7(4) . . . . ? C28 C27 C27A C26A 176.4(2) . . . . ? C23A C26A C27A C27 -178.8(2) . . . . ? C26 C26A C27A C27 -1.1(4) . . . . ? C23A C26A C27A C30A -0.6(3) . . . . ? C26 C26A C27A C30A 177.1(2) . . . . ? C29 C30 C30A C27A -0.1(3) . . . . ? C29 C30 C30A C22 -178.8(2) . . . . ? C27 C27A C30A C30 1.5(3) . . . . ? C26A C27A C30A C30 -176.9(2) . . . . ? C27 C27A C30A C22 -179.6(2) . . . . ? C26A C27A C30A C22 2.0(3) . . . . ? O22 C22 C30A C30 56.7(3) . . . . ? C19 C22 C30A C30 -64.3(3) . . . . ? C23A C22 C30A C30 176.3(2) . . . . ? O22 C22 C30A C27A -122.1(2) . . . . ? C19 C22 C30A C27A 116.9(2) . . . . ? C23A C22 C30A C27A -2.4(2) . . . . ? C3G O1G C1G C2G 179.2(2) . . . . ? C1G O1G C3G C4G -168.9(2) . . . . ? C8G O5G C5G C9G 154.6(12) . . . . ? C8G O5G C5G C6GA -21.2(4) . . . . ? C8G O5G C5G C6GB 1.0(5) . . . . ? C7GA C6GB C5G C9G -155.4(18) . . . . ? C7GA C6GB C5G O5G -17.0(7) . . . . ? C7GA C6GB C5G C6GA 90.1(13) . . . . ? C5G O5G C8G C10G 177.6(17) . . . . ? C5G O5G C8G C7GA 18.5(5) . . . . ? C5G O5G C8G C7GB -5.6(3) . . . . ? C6GA C7GB C8G C10G -154.0(14) . . . . ? C6GA C7GB C8G C7GA -83.0(12) . . . . ? C6GA C7GB C8G O5G 28.4(5) . . . . ? C9G C5G C6GA C7GB -135(2) . . . . ? O5G C5G C6GA C7GB 37.8(5) . . . . ? C6GB C5G C6GA C7GB -40.8(11) . . . . ? C8G C7GB C6GA C5G -39.8(5) . . . . ? C10G C8G C7GA C6GB 166.8(13) . . . . ? O5G C8G C7GA C6GB -28.2(7) . . . . ? C7GB C8G C7GA C6GB 47.3(10) . . . . ? C5G C6GB C7GA C8G 28.1(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.85(3) 2.00(3) 2.845(2) 177(3) . O22 H22 O5G 0.90(4) 1.87(4) 2.769(3) 175(3) . _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 27.11 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.486 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.058 #========================================================END data_H2.MeCN.H2O _database_code_depnum_ccdc_archive 'CCDC 632731' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(ethyne-1,2-diyl)difluoren-9-ol. (acetonitrile). (water) clathrate ; _chemical_name_common ;9,9'-(ethyne-1,2-diyl)difluoren-9-ol. (acetonitrile). (water) clathrate ; _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 O2. (C2 H3 N). (H2 O)' _chemical_formula_sum 'C30 H25 N O3' _chemical_formula_weight 447.51 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 11.176(2) _cell_length_b 18.325(4) _cell_length_c 23.185(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.89(3) _cell_angle_gamma 90.00 _cell_volume 4703.6(16) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 25597 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 17961 _diffrn_reflns_av_R_equivalents 0.0478 _diffrn_reflns_av_sigmaI/netI 0.1000 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.87 _reflns_number_total 10473 _reflns_number_gt 5761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0802P)^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_number_reflns 10473 _refine_ls_number_parameters 639 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1125 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1321 _refine_ls_wR_factor_gt 0.1067 _refine_ls_goodness_of_fit_ref 0.833 _refine_ls_restrained_S_all 0.833 _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 0.73462(18) 0.37863(9) 0.19868(8) 0.0267(4) Uani 1 1 d . . . H1 H 0.6628 0.3933 0.1747 0.032 Uiso 1 1 calc R . . C2 C 0.81797(18) 0.43004(10) 0.22316(8) 0.0311(5) Uani 1 1 d . . . H2 H 0.8026 0.4805 0.2164 0.037 Uiso 1 1 calc R . . C3 C 0.92352(18) 0.40805(10) 0.25746(8) 0.0313(5) Uani 1 1 d . . . H3 H 0.9791 0.4438 0.2743 0.038 Uiso 1 1 calc R . . C4 C 0.94903(17) 0.33468(10) 0.26747(8) 0.0276(4) Uani 1 1 d . . . H4 H 1.0222 0.3200 0.2903 0.033 Uiso 1 1 calc R . . C5 C 0.95146(17) 0.15526(10) 0.27475(8) 0.0282(4) Uani 1 1 d . . . H5 H 1.0231 0.1731 0.2971 0.034 Uiso 1 1 calc R . . C6 C 0.92901(18) 0.08109(10) 0.27044(8) 0.0312(5) Uani 1 1 d . . . H6 H 0.9856 0.0478 0.2901 0.037 Uiso 1 1 calc R . . C7 C 0.82474(18) 0.05483(10) 0.23769(8) 0.0317(5) Uani 1 1 d . . . H7 H 0.8110 0.0037 0.2352 0.038 Uiso 1 1 calc R . . C8 C 0.73956(17) 0.10233(9) 0.20834(8) 0.0260(4) Uani 1 1 d . . . H8 H 0.6684 0.0843 0.1857 0.031 Uiso 1 1 calc R . . O9 O 0.56678(11) 0.23875(7) 0.21001(5) 0.0260(3) Uani 1 1 d . . . C9 C 0.68138(15) 0.23939(9) 0.18857(7) 0.0203(4) Uani 1 1 d . . . H9 H 0.574(2) 0.2173(12) 0.2484(11) 0.064(7) Uiso 1 1 d . . . C10 C 0.65566(15) 0.24088(9) 0.12451(8) 0.0199(4) Uani 1 1 d . . . C11 C 0.63493(15) 0.24945(9) 0.07293(8) 0.0196(4) Uani 1 1 d . . . O12 O 0.48140(11) 0.25024(6) -0.00919(5) 0.0215(3) Uani 1 1 d . . . C12 C 0.60848(15) 0.26202(9) 0.00976(7) 0.0186(4) Uani 1 1 d . . . H12 H 0.437(2) 0.2835(11) 0.0101(10) 0.055(7) Uiso 1 1 d . . . C13 C 0.67866(17) 0.13616(9) -0.02663(8) 0.0257(4) Uani 1 1 d . . . H13 H 0.6372 0.1090 -0.0007 0.031 Uiso 1 1 calc R . . C14 C 0.74216(17) 0.10134(10) -0.06622(8) 0.0308(5) Uani 1 1 d . . . H14 H 0.7447 0.0495 -0.0673 0.037 Uiso 1 1 calc R . . C15 C 0.80183(17) 0.14151(10) -0.10409(8) 0.0322(5) Uani 1 1 d . . . H15 H 0.8439 0.1167 -0.1312 0.039 Uiso 1 1 calc R . . C16 C 0.80152(16) 0.21717(9) -0.10336(8) 0.0265(4) Uani 1 1 d . . . H16 H 0.8430 0.2443 -0.1294 0.032 Uiso 1 1 calc R . . C17 C 0.76292(17) 0.39269(9) -0.07795(8) 0.0279(4) Uani 1 1 d . . . H17 H 0.8130 0.3888 -0.1078 0.033 Uiso 1 1 calc R . . C18 C 0.72916(17) 0.46055(10) -0.05880(8) 0.0316(5) Uani 1 1 d . . . H18 H 0.7564 0.5035 -0.0759 0.038 Uiso 1 1 calc R . . C19 C 0.65651(17) 0.46667(9) -0.01519(8) 0.0283(4) Uani 1 1 d . . . H19 H 0.6347 0.5137 -0.0028 0.034 Uiso 1 1 calc R . . C20 C 0.61511(16) 0.40479(9) 0.01073(8) 0.0246(4) Uani 1 1 d . . . H20 H 0.5659 0.4089 0.0409 0.030 Uiso 1 1 calc R . . C21 C 0.26098(18) 0.41017(10) 0.38783(8) 0.0301(5) Uani 1 1 d . . . H21 H 0.3179 0.4283 0.3645 0.036 Uiso 1 1 calc R . . C22 C 0.1981(2) 0.45768(11) 0.41974(9) 0.0384(5) Uani 1 1 d . . . H22 H 0.2120 0.5088 0.4182 0.046 Uiso 1 1 calc R . . C23 C 0.11527(19) 0.43042(11) 0.45374(9) 0.0379(5) Uani 1 1 d . . . H23 H 0.0731 0.4633 0.4754 0.045 Uiso 1 1 calc R . . C24 C 0.09287(17) 0.35632(11) 0.45665(8) 0.0322(5) Uani 1 1 d . . . H24 H 0.0356 0.3383 0.4798 0.039 Uiso 1 1 calc R . . C25 C 0.08975(17) 0.17682(10) 0.44774(8) 0.0302(5) Uani 1 1 d . . . H25 H 0.0322 0.1911 0.4721 0.036 Uiso 1 1 calc R . . C26 C 0.11105(18) 0.10377(10) 0.43784(8) 0.0341(5) Uani 1 1 d . . . H26 H 0.0682 0.0677 0.4562 0.041 Uiso 1 1 calc R . . C27 C 0.19380(18) 0.08220(10) 0.40169(8) 0.0316(5) Uani 1 1 d . . . H27 H 0.2068 0.0317 0.3955 0.038 Uiso 1 1 calc R . . C28 C 0.25795(17) 0.13409(9) 0.37439(8) 0.0262(4) Uani 1 1 d . . . H28 H 0.3141 0.1196 0.3493 0.031 Uiso 1 1 calc R . . O29 O 0.42774(11) 0.27306(6) 0.37616(6) 0.0237(3) Uani 1 1 d . . . C29 C 0.29932(16) 0.27388(9) 0.36153(7) 0.0204(4) Uani 1 1 d . . . H29 H 0.445(2) 0.2633(11) 0.4149(10) 0.054(7) Uiso 1 1 d . . . C30 C 0.27661(15) 0.27739(9) 0.29737(8) 0.0213(4) Uani 1 1 d . . . C31 C 0.26269(15) 0.27773(9) 0.24539(8) 0.0195(4) Uani 1 1 d . . . O32 O 0.35304(11) 0.28923(6) 0.15781(5) 0.0238(3) Uani 1 1 d . . . C32 C 0.24641(15) 0.26884(9) 0.18147(7) 0.0193(4) Uani 1 1 d . . . H32 H 0.423(2) 0.2658(11) 0.1780(10) 0.056(7) Uiso 1 1 d . . . C33 C 0.26055(18) 0.12619(9) 0.18479(8) 0.0277(4) Uani 1 1 d . . . H33 H 0.3365 0.1262 0.2088 0.033 Uiso 1 1 calc R . . C34 C 0.2034(2) 0.06117(10) 0.16688(8) 0.0341(5) Uani 1 1 d . . . H34 H 0.2418 0.0160 0.1779 0.041 Uiso 1 1 calc R . . C35 C 0.0909(2) 0.06143(10) 0.13311(8) 0.0366(5) Uani 1 1 d . . . H35 H 0.0528 0.0163 0.1218 0.044 Uiso 1 1 calc R . . C36 C 0.03276(18) 0.12614(10) 0.11544(8) 0.0324(5) Uani 1 1 d . . . H36 H -0.0445 0.1258 0.0925 0.039 Uiso 1 1 calc R . . C37 C -0.04805(16) 0.29810(10) 0.08830(8) 0.0280(4) Uani 1 1 d . . . H37 H -0.1095 0.2678 0.0686 0.034 Uiso 1 1 calc R . . C38 C -0.05766(17) 0.37349(11) 0.08495(8) 0.0318(5) Uani 1 1 d . . . H38 H -0.1264 0.3948 0.0626 0.038 Uiso 1 1 calc R . . C39 C 0.03060(17) 0.41815(10) 0.11346(8) 0.0289(4) Uani 1 1 d . . . H39 H 0.0218 0.4696 0.1104 0.035 Uiso 1 1 calc R . . C40 C 0.13272(16) 0.38868(9) 0.14677(7) 0.0239(4) Uani 1 1 d . . . H40 H 0.1937 0.4193 0.1665 0.029 Uiso 1 1 calc R . . C1A C 0.75858(16) 0.30559(9) 0.20999(7) 0.0208(4) Uani 1 1 d . . . C4A C 0.86588(15) 0.28320(9) 0.24358(7) 0.0210(4) Uani 1 1 d . . . C5A C 0.86775(15) 0.20301(9) 0.24594(7) 0.0210(4) Uani 1 1 d . . . C8A C 0.76196(15) 0.17607(9) 0.21323(7) 0.0204(4) Uani 1 1 d . . . C13A C 0.67775(15) 0.21137(9) -0.02619(7) 0.0192(4) Uani 1 1 d . . . C16A C 0.73919(16) 0.25222(9) -0.06365(7) 0.0202(4) Uani 1 1 d . . . C17A C 0.72154(15) 0.33037(9) -0.05239(7) 0.0210(4) Uani 1 1 d . . . C20A C 0.64757(15) 0.33709(9) -0.00856(7) 0.0192(4) Uani 1 1 d . . . C21A C 0.23901(16) 0.33638(9) 0.39068(7) 0.0227(4) Uani 1 1 d . . . C24A C 0.15572(16) 0.30890(10) 0.42508(7) 0.0245(4) Uani 1 1 d . . . C25A C 0.15463(16) 0.22896(9) 0.42112(7) 0.0236(4) Uani 1 1 d . . . C28A C 0.23800(16) 0.20701(9) 0.38464(7) 0.0223(4) Uani 1 1 d . . . C33A C 0.20379(16) 0.19091(9) 0.16666(7) 0.0215(4) Uani 1 1 d . . . C36A C 0.09060(16) 0.19171(9) 0.13223(7) 0.0235(4) Uani 1 1 d . . . C37A C 0.05328(16) 0.26785(9) 0.12102(7) 0.0221(4) Uani 1 1 d . . . C40A C 0.14225(15) 0.31363(9) 0.15005(7) 0.0191(4) Uani 1 1 d . . . O1G O 0.56782(12) 0.18203(7) 0.31320(5) 0.0345(3) Uani 1 1 d . . . O2G O 0.34545(12) 0.34160(7) 0.04553(6) 0.0303(3) Uani 1 1 d . . . N3G N 0.51329(19) 0.02956(11) 0.10376(10) 0.0663(6) Uani 1 1 d . . . C3G C 0.4468(2) 0.07052(11) 0.08125(9) 0.0377(5) Uani 1 1 d . . . C4G C 0.3612(2) 0.12283(11) 0.05339(9) 0.0435(6) Uani 1 1 d . . . H4GA H 0.3666 0.1242 0.0116 0.065 Uiso 1 1 calc R . . H4GB H 0.3795 0.1713 0.0703 0.065 Uiso 1 1 calc R . . H4GC H 0.2793 0.1085 0.0594 0.065 Uiso 1 1 calc R . . N5G N 0.5131(2) 0.52918(12) 0.21498(11) 0.0673(6) Uani 1 1 d . . . C5G C 0.5107(2) 0.47902(14) 0.24408(12) 0.0517(7) Uani 1 1 d . . . C6G C 0.5091(2) 0.41559(13) 0.28109(12) 0.0685(8) Uani 1 1 d . . . H6GA H 0.4326 0.3895 0.2710 0.103 Uiso 1 1 calc R . . H6GB H 0.5173 0.4311 0.3219 0.103 Uiso 1 1 calc R . . H6GC H 0.5763 0.3833 0.2754 0.103 Uiso 1 1 calc R . . H1GA H 0.523(3) 0.2148(14) 0.3361(12) 0.091(9) Uiso 1 1 d . . . H2GA H 0.338(2) 0.3270(12) 0.0779(11) 0.060(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 C1 0.0324(11) 0.0290(11) 0.0193(10) 0.0014(8) 0.0059(8) 0.0055(9) C2 0.0459(13) 0.0243(10) 0.0255(11) -0.0004(8) 0.0137(10) -0.0024(9) C3 0.0337(12) 0.0355(12) 0.0267(11) -0.0048(8) 0.0117(9) -0.0113(10) C4 0.0215(10) 0.0380(12) 0.0239(10) -0.0025(8) 0.0057(8) 0.0004(9) C5 0.0244(11) 0.0355(11) 0.0230(10) -0.0044(8) -0.0023(8) 0.0068(9) C6 0.0325(12) 0.0343(11) 0.0250(11) 0.0003(8) -0.0024(9) 0.0156(9) C7 0.0378(12) 0.0260(10) 0.0306(11) -0.0006(8) 0.0022(9) 0.0067(9) C8 0.0259(11) 0.0277(10) 0.0234(10) -0.0024(8) -0.0002(8) 0.0005(8) O9 0.0177(7) 0.0423(8) 0.0186(7) 0.0088(6) 0.0040(6) 0.0068(6) C9 0.0150(9) 0.0299(10) 0.0158(9) 0.0016(7) 0.0018(7) 0.0024(8) C10 0.0159(9) 0.0230(9) 0.0208(10) -0.0005(7) 0.0020(8) -0.0006(7) C11 0.0161(9) 0.0205(9) 0.0222(10) -0.0004(7) 0.0022(8) 0.0004(7) O12 0.0175(7) 0.0295(7) 0.0171(7) -0.0017(5) 0.0005(5) -0.0017(6) C12 0.0144(9) 0.0256(9) 0.0147(9) 0.0005(7) -0.0018(7) -0.0012(7) C13 0.0261(11) 0.0249(10) 0.0269(10) 0.0008(8) 0.0059(8) -0.0023(8) C14 0.0336(12) 0.0219(10) 0.0377(12) -0.0053(8) 0.0077(10) -0.0013(9) C15 0.0310(12) 0.0357(12) 0.0318(12) -0.0093(9) 0.0107(9) 0.0003(9) C16 0.0259(11) 0.0319(11) 0.0228(10) -0.0015(8) 0.0066(8) -0.0025(8) C17 0.0291(11) 0.0294(11) 0.0257(10) 0.0040(8) 0.0054(9) -0.0030(8) C18 0.0336(12) 0.0250(11) 0.0353(12) 0.0080(8) 0.0021(9) -0.0047(9) C19 0.0283(11) 0.0211(10) 0.0343(11) -0.0005(8) -0.0005(9) 0.0003(8) C20 0.0211(10) 0.0274(10) 0.0245(10) -0.0011(8) 0.0002(8) 0.0004(8) C21 0.0323(11) 0.0316(11) 0.0264(11) 0.0030(8) 0.0043(9) 0.0023(9) C22 0.0471(14) 0.0306(11) 0.0370(12) -0.0038(9) 0.0035(11) 0.0059(10) C23 0.0389(13) 0.0426(13) 0.0322(12) -0.0091(9) 0.0047(10) 0.0128(10) C24 0.0235(11) 0.0455(13) 0.0278(11) -0.0040(9) 0.0041(9) 0.0029(9) C25 0.0261(11) 0.0448(12) 0.0199(10) -0.0023(8) 0.0034(8) -0.0090(9) C26 0.0382(13) 0.0384(12) 0.0246(11) 0.0052(9) 0.0002(9) -0.0169(10) C27 0.0366(12) 0.0273(10) 0.0283(11) 0.0022(8) -0.0042(9) -0.0077(9) C28 0.0256(11) 0.0301(11) 0.0215(10) -0.0003(8) -0.0013(8) -0.0005(8) O29 0.0175(7) 0.0361(7) 0.0166(7) 0.0017(5) -0.0010(5) -0.0005(5) C29 0.0177(9) 0.0289(10) 0.0138(9) -0.0001(7) -0.0005(7) 0.0002(8) C30 0.0169(10) 0.0226(9) 0.0242(10) 0.0009(7) 0.0018(8) -0.0006(7) C31 0.0173(10) 0.0207(9) 0.0203(10) 0.0014(7) 0.0018(8) 0.0004(7) O32 0.0154(7) 0.0340(7) 0.0220(7) 0.0074(5) 0.0026(6) 0.0021(6) C32 0.0176(10) 0.0234(9) 0.0168(9) 0.0021(7) 0.0024(7) 0.0007(7) C33 0.0334(11) 0.0287(11) 0.0206(10) 0.0020(8) 0.0027(8) 0.0022(9) C34 0.0513(14) 0.0243(10) 0.0276(11) 0.0023(8) 0.0093(10) 0.0017(10) C35 0.0514(15) 0.0300(11) 0.0295(11) -0.0029(9) 0.0092(10) -0.0126(10) C36 0.0319(12) 0.0389(12) 0.0260(11) -0.0027(9) 0.0027(9) -0.0101(10) C37 0.0175(10) 0.0442(12) 0.0214(10) 0.0008(8) -0.0008(8) -0.0010(9) C38 0.0218(11) 0.0495(13) 0.0239(11) 0.0054(9) 0.0018(9) 0.0106(10) C39 0.0290(11) 0.0329(11) 0.0250(10) 0.0049(8) 0.0047(9) 0.0118(9) C40 0.0235(10) 0.0284(10) 0.0200(10) 0.0019(8) 0.0033(8) 0.0033(8) C1A 0.0228(10) 0.0254(10) 0.0150(9) -0.0008(7) 0.0054(8) 0.0033(8) C4A 0.0197(10) 0.0283(10) 0.0153(9) -0.0010(7) 0.0038(8) 0.0024(8) C5A 0.0189(10) 0.0288(10) 0.0155(9) -0.0027(7) 0.0031(8) 0.0048(8) C8A 0.0207(10) 0.0264(10) 0.0146(9) 0.0009(7) 0.0040(8) 0.0023(8) C13A 0.0188(9) 0.0216(9) 0.0163(9) -0.0020(7) -0.0004(7) -0.0006(7) C16A 0.0174(10) 0.0252(9) 0.0170(9) -0.0020(7) -0.0015(7) -0.0038(8) C17A 0.0187(10) 0.0244(10) 0.0182(9) 0.0017(7) -0.0035(8) -0.0013(8) C20A 0.0162(9) 0.0235(9) 0.0165(9) 0.0018(7) -0.0032(7) -0.0015(7) C21A 0.0221(10) 0.0299(10) 0.0151(9) -0.0003(7) -0.0018(8) 0.0024(8) C24A 0.0199(10) 0.0357(11) 0.0170(9) -0.0022(8) -0.0010(8) 0.0001(8) C25A 0.0196(10) 0.0337(11) 0.0163(9) 0.0020(7) -0.0013(8) -0.0035(8) C28A 0.0200(10) 0.0288(10) 0.0165(9) 0.0029(7) -0.0029(8) -0.0040(8) C33A 0.0263(10) 0.0255(10) 0.0137(9) 0.0018(7) 0.0058(8) -0.0001(8) C36A 0.0249(10) 0.0295(10) 0.0171(9) -0.0015(7) 0.0058(8) -0.0023(8) C37A 0.0193(10) 0.0330(11) 0.0148(9) 0.0010(7) 0.0058(8) -0.0005(8) C40A 0.0175(9) 0.0266(10) 0.0136(9) 0.0009(7) 0.0039(7) 0.0009(8) O1G 0.0365(9) 0.0455(8) 0.0225(7) 0.0066(6) 0.0077(6) 0.0077(7) O2G 0.0331(8) 0.0372(8) 0.0219(8) 0.0034(6) 0.0081(6) 0.0041(6) N3G 0.0476(14) 0.0504(13) 0.0956(18) 0.0050(12) -0.0088(12) 0.0036(11) C3G 0.0332(13) 0.0350(12) 0.0437(13) -0.0013(10) 0.0018(10) -0.0091(11) C4G 0.0420(14) 0.0481(13) 0.0397(13) 0.0159(10) 0.0036(11) -0.0067(11) N5G 0.0614(16) 0.0491(14) 0.0912(18) -0.0101(12) 0.0096(13) 0.0073(12) C5G 0.0416(15) 0.0402(15) 0.0763(19) -0.0228(14) 0.0191(13) -0.0049(12) C6G 0.080(2) 0.0472(15) 0.091(2) -0.0239(14) 0.0568(17) -0.0237(14) _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 C1A 1.383(2) . ? C1 C2 1.390(3) . ? C2 C3 1.389(3) . ? C3 C4 1.387(3) . ? C4 C4A 1.385(2) . ? C5 C5A 1.384(2) . ? C5 C6 1.383(3) . ? C6 C7 1.387(3) . ? C7 C8 1.396(3) . ? C8 C8A 1.376(2) . ? O9 C9 1.436(2) . ? C9 C10 1.474(2) . ? C9 C8A 1.531(2) . ? C9 C1A 1.531(2) . ? C10 C11 1.197(2) . ? C11 C12 1.472(2) . ? O12 C12 1.444(2) . ? C12 C20A 1.521(2) . ? C12 C13A 1.527(2) . ? C13 C13A 1.378(2) . ? C13 C14 1.390(2) . ? C14 C15 1.385(3) . ? C15 C16 1.387(2) . ? C16 C16A 1.386(2) . ? C17 C18 1.390(2) . ? C17 C17A 1.394(2) . ? C18 C19 1.385(3) . ? C19 C20 1.392(2) . ? C20 C20A 1.384(2) . ? C21 C21A 1.377(2) . ? C21 C22 1.393(3) . ? C22 C23 1.389(3) . ? C23 C24 1.384(3) . ? C24 C24A 1.388(2) . ? C25 C26 1.384(3) . ? C25 C25A 1.394(2) . ? C26 C27 1.388(3) . ? C27 C28 1.394(3) . ? C28 C28A 1.381(2) . ? O29 C29 1.429(2) . ? C29 C30 1.476(2) . ? C29 C21A 1.532(2) . ? C29 C28A 1.536(2) . ? C30 C31 1.194(2) . ? C31 C32 1.477(2) . ? O32 C32 1.428(2) . ? C32 C40A 1.525(2) . ? C32 C33A 1.529(2) . ? C33 C33A 1.383(2) . ? C33 C34 1.388(3) . ? C34 C35 1.388(3) . ? C35 C36 1.387(3) . ? C36 C36A 1.394(3) . ? C37 C37A 1.389(2) . ? C37 C38 1.387(3) . ? C38 C39 1.379(3) . ? C39 C40 1.396(2) . ? C40 C40A 1.381(2) . ? C1A C4A 1.399(2) . ? C4A C5A 1.471(2) . ? C5A C8A 1.404(2) . ? C13A C16A 1.396(2) . ? C16A C17A 1.474(2) . ? C17A C20A 1.401(2) . ? C21A C24A 1.400(2) . ? C24A C25A 1.468(2) . ? C25A C28A 1.401(2) . ? C33A C36A 1.400(2) . ? C36A C37A 1.469(2) . ? C37A C40A 1.401(2) . ? N3G C3G 1.132(3) . ? C3G C4G 1.443(3) . ? N5G C5G 1.143(3) . ? C5G C6G 1.446(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 C1A C1 C2 118.49(18) . . ? C3 C2 C1 120.40(17) . . ? C2 C3 C4 121.06(18) . . ? C4A C4 C3 118.80(17) . . ? C5A C5 C6 118.85(17) . . ? C5 C6 C7 120.72(17) . . ? C6 C7 C8 121.07(17) . . ? C8A C8 C7 117.90(17) . . ? O9 C9 C10 106.80(14) . . ? O9 C9 C8A 111.82(13) . . ? C10 C9 C8A 114.44(14) . . ? O9 C9 C1A 112.57(13) . . ? C10 C9 C1A 109.60(13) . . ? C8A C9 C1A 101.71(14) . . ? C11 C10 C9 173.52(17) . . ? C10 C11 C12 178.46(17) . . ? O12 C12 C11 109.52(13) . . ? O12 C12 C20A 111.00(13) . . ? C11 C12 C20A 113.15(13) . . ? O12 C12 C13A 107.10(13) . . ? C11 C12 C13A 113.59(14) . . ? C20A C12 C13A 102.16(13) . . ? C13A C13 C14 117.96(17) . . ? C15 C14 C13 120.56(17) . . ? C14 C15 C16 121.44(17) . . ? C15 C16 C16A 118.27(17) . . ? C18 C17 C17A 118.46(17) . . ? C19 C18 C17 121.17(16) . . ? C18 C19 C20 120.79(16) . . ? C20A C20 C19 118.26(17) . . ? C21A C21 C22 118.80(18) . . ? C23 C22 C21 120.04(18) . . ? C24 C23 C22 121.31(18) . . ? C23 C24 C24A 118.73(18) . . ? C26 C25 C25A 118.54(18) . . ? C25 C26 C27 121.30(17) . . ? C28 C27 C26 120.45(17) . . ? C28A C28 C27 118.47(18) . . ? O29 C29 C30 105.54(14) . . ? O29 C29 C21A 113.04(13) . . ? C30 C29 C21A 112.75(13) . . ? O29 C29 C28A 112.99(13) . . ? C30 C29 C28A 111.29(13) . . ? C21A C29 C28A 101.44(14) . . ? C31 C30 C29 176.75(18) . . ? C30 C31 C32 173.35(17) . . ? O32 C32 C31 111.22(14) . . ? O32 C32 C40A 107.35(13) . . ? C31 C32 C40A 113.62(14) . . ? O32 C32 C33A 114.12(13) . . ? C31 C32 C33A 108.66(13) . . ? C40A C32 C33A 101.62(13) . . ? C33A C33 C34 118.19(18) . . ? C35 C34 C33 120.66(18) . . ? C34 C35 C36 121.41(18) . . ? C35 C36 C36A 118.30(18) . . ? C37A C37 C38 118.63(17) . . ? C39 C38 C37 121.29(17) . . ? C38 C39 C40 120.83(17) . . ? C40A C40 C39 117.83(17) . . ? C1 C1A C4A 121.21(16) . . ? C1 C1A C9 128.27(16) . . ? C4A C1A C9 110.49(14) . . ? C4 C4A C1A 119.99(16) . . ? C4 C4A C5A 131.32(16) . . ? C1A C4A C5A 108.69(15) . . ? C5 C5A C8A 120.11(16) . . ? C5 C5A C4A 130.91(16) . . ? C8A C5A C4A 108.95(14) . . ? C8 C8A C5A 121.34(15) . . ? C8 C8A C9 128.50(16) . . ? C5A C8A C9 110.11(14) . . ? C13 C13A C16A 121.79(16) . . ? C13 C13A C12 128.06(16) . . ? C16A C13A C12 110.06(14) . . ? C16 C16A C13A 119.97(16) . . ? C16 C16A C17A 131.27(16) . . ? C13A C16A C17A 108.76(15) . . ? C17 C17A C20A 119.98(15) . . ? C17 C17A C16A 131.32(16) . . ? C20A C17A C16A 108.70(14) . . ? C20 C20A C17A 121.34(15) . . ? C20 C20A C12 128.49(16) . . ? C17A C20A C12 110.11(14) . . ? C21 C21A C24A 121.15(16) . . ? C21 C21A C29 128.36(16) . . ? C24A C21A C29 110.45(15) . . ? C24 C24A C21A 119.96(17) . . ? C24 C24A C25A 131.12(17) . . ? C21A C24A C25A 108.90(15) . . ? C25 C25A C28A 120.01(16) . . ? C25 C25A C24A 131.06(17) . . ? C28A C25A C24A 108.90(15) . . ? C28 C28A C25A 121.23(16) . . ? C28 C28A C29 128.45(16) . . ? C25A C28A C29 110.31(15) . . ? C33 C33A C36A 121.54(16) . . ? C33 C33A C32 128.08(16) . . ? C36A C33A C32 110.32(14) . . ? C36 C36A C33A 119.88(16) . . ? C36 C36A C37A 131.26(17) . . ? C33A C36A C37A 108.86(15) . . ? C37 C37A C40A 119.69(16) . . ? C37 C37A C36A 131.76(17) . . ? C40A C37A C36A 108.55(15) . . ? C40 C40A C37A 121.72(16) . . ? C40 C40A C32 127.62(15) . . ? C37A C40A C32 110.62(14) . . ? N3G C3G C4G 179.1(3) . . ? N5G C5G C6G 179.4(3) . . ? 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 C1A C1 C2 C3 0.9(3) . . . . ? C1 C2 C3 C4 0.8(3) . . . . ? C2 C3 C4 C4A -1.3(3) . . . . ? C5A C5 C6 C7 0.2(3) . . . . ? C5 C6 C7 C8 -0.2(3) . . . . ? C6 C7 C8 C8A -0.4(3) . . . . ? O9 C9 C10 C11 90.1(16) . . . . ? C8A C9 C10 C11 -145.6(16) . . . . ? C1A C9 C10 C11 -32.2(17) . . . . ? C9 C10 C11 C12 -17(8) . . . . ? C10 C11 C12 O12 -85(7) . . . . ? C10 C11 C12 C20A 39(7) . . . . ? C10 C11 C12 C13A 155(7) . . . . ? C13A C13 C14 C15 -0.3(3) . . . . ? C13 C14 C15 C16 0.8(3) . . . . ? C14 C15 C16 C16A -0.2(3) . . . . ? C17A C17 C18 C19 0.3(3) . . . . ? C17 C18 C19 C20 0.0(3) . . . . ? C18 C19 C20 C20A -0.5(3) . . . . ? C21A C21 C22 C23 0.1(3) . . . . ? C21 C22 C23 C24 -0.2(3) . . . . ? C22 C23 C24 C24A 0.5(3) . . . . ? C25A C25 C26 C27 -0.8(3) . . . . ? C25 C26 C27 C28 0.1(3) . . . . ? C26 C27 C28 C28A 0.6(3) . . . . ? O29 C29 C30 C31 43(3) . . . . ? C21A C29 C30 C31 166(3) . . . . ? C28A C29 C30 C31 -80(3) . . . . ? C29 C30 C31 C32 44(4) . . . . ? C30 C31 C32 O32 -105.8(15) . . . . ? C30 C31 C32 C40A 132.9(15) . . . . ? C30 C31 C32 C33A 20.6(16) . . . . ? C33A C33 C34 C35 -1.8(3) . . . . ? C33 C34 C35 C36 1.0(3) . . . . ? C34 C35 C36 C36A 0.3(3) . . . . ? C37A C37 C38 C39 -0.3(3) . . . . ? C37 C38 C39 C40 -0.1(3) . . . . ? C38 C39 C40 C40A 0.1(3) . . . . ? C2 C1 C1A C4A -2.2(2) . . . . ? C2 C1 C1A C9 179.65(16) . . . . ? O9 C9 C1A C1 -63.5(2) . . . . ? C10 C9 C1A C1 55.1(2) . . . . ? C8A C9 C1A C1 176.64(16) . . . . ? O9 C9 C1A C4A 118.13(15) . . . . ? C10 C9 C1A C4A -123.17(15) . . . . ? C8A C9 C1A C4A -1.68(17) . . . . ? C3 C4 C4A C1A 0.1(2) . . . . ? C3 C4 C4A C5A 179.32(17) . . . . ? C1 C1A C4A C4 1.7(2) . . . . ? C9 C1A C4A C4 -179.84(15) . . . . ? C1 C1A C4A C5A -177.69(15) . . . . ? C9 C1A C4A C5A 0.77(18) . . . . ? C6 C5 C5A C8A 0.3(3) . . . . ? C6 C5 C5A C4A 178.52(18) . . . . ? C4 C4A C5A C5 2.9(3) . . . . ? C1A C4A C5A C5 -177.81(17) . . . . ? C4 C4A C5A C8A -178.70(17) . . . . ? C1A C4A C5A C8A 0.59(19) . . . . ? C7 C8 C8A C5A 0.9(3) . . . . ? C7 C8 C8A C9 -176.39(16) . . . . ? C5 C5A C8A C8 -0.9(3) . . . . ? C4A C5A C8A C8 -179.46(15) . . . . ? C5 C5A C8A C9 176.89(15) . . . . ? C4A C5A C8A C9 -1.72(18) . . . . ? O9 C9 C8A C8 59.2(2) . . . . ? C10 C9 C8A C8 -62.4(2) . . . . ? C1A C9 C8A C8 179.58(17) . . . . ? O9 C9 C8A C5A -118.30(15) . . . . ? C10 C9 C8A C5A 120.11(16) . . . . ? C1A C9 C8A C5A 2.05(17) . . . . ? C14 C13 C13A C16A -0.6(3) . . . . ? C14 C13 C13A C12 175.47(16) . . . . ? O12 C12 C13A C13 -64.4(2) . . . . ? C11 C12 C13A C13 56.6(2) . . . . ? C20A C12 C13A C13 178.86(17) . . . . ? O12 C12 C13A C16A 112.05(15) . . . . ? C11 C12 C13A C16A -126.89(15) . . . . ? C20A C12 C13A C16A -4.68(17) . . . . ? C15 C16 C16A C13A -0.7(3) . . . . ? C15 C16 C16A C17A -179.69(18) . . . . ? C13 C13A C16A C16 1.2(3) . . . . ? C12 C13A C16A C16 -175.55(15) . . . . ? C13 C13A C16A C17A -179.64(16) . . . . ? C12 C13A C16A C17A 3.63(19) . . . . ? C18 C17 C17A C20A 0.1(3) . . . . ? C18 C17 C17A C16A 178.69(18) . . . . ? C16 C16A C17A C17 -0.6(3) . . . . ? C13A C16A C17A C17 -179.61(17) . . . . ? C16 C16A C17A C20A 178.15(18) . . . . ? C13A C16A C17A C20A -0.91(19) . . . . ? C19 C20 C20A C17A 0.9(3) . . . . ? C19 C20 C20A C12 -175.95(16) . . . . ? C17 C17A C20A C20 -0.7(3) . . . . ? C16A C17A C20A C20 -179.59(15) . . . . ? C17 C17A C20A C12 176.68(15) . . . . ? C16A C17A C20A C12 -2.19(19) . . . . ? O12 C12 C20A C20 67.4(2) . . . . ? C11 C12 C20A C20 -56.2(2) . . . . ? C13A C12 C20A C20 -178.74(16) . . . . ? O12 C12 C20A C17A -109.78(16) . . . . ? C11 C12 C20A C17A 126.61(16) . . . . ? C13A C12 C20A C17A 4.10(17) . . . . ? C22 C21 C21A C24A -0.3(3) . . . . ? C22 C21 C21A C29 -177.70(17) . . . . ? O29 C29 C21A C21 56.2(2) . . . . ? C30 C29 C21A C21 -63.4(2) . . . . ? C28A C29 C21A C21 177.50(17) . . . . ? O29 C29 C21A C24A -121.38(16) . . . . ? C30 C29 C21A C24A 119.01(16) . . . . ? C28A C29 C21A C24A -0.10(17) . . . . ? C23 C24 C24A C21A -0.6(3) . . . . ? C23 C24 C24A C25A 177.61(18) . . . . ? C21 C21A C24A C24 0.6(3) . . . . ? C29 C21A C24A C24 178.39(15) . . . . ? C21 C21A C24A C25A -178.02(16) . . . . ? C29 C21A C24A C25A -0.22(19) . . . . ? C26 C25 C25A C28A 0.9(3) . . . . ? C26 C25 C25A C24A -177.15(17) . . . . ? C24 C24A C25A C25 0.3(3) . . . . ? C21A C24A C25A C25 178.66(18) . . . . ? C24 C24A C25A C28A -177.91(18) . . . . ? C21A C24A C25A C28A 0.48(19) . . . . ? C27 C28 C28A C25A -0.6(3) . . . . ? C27 C28 C28A C29 177.99(16) . . . . ? C25 C25A C28A C28 -0.2(3) . . . . ? C24A C25A C28A C28 178.25(15) . . . . ? C25 C25A C28A C29 -178.97(15) . . . . ? C24A C25A C28A C29 -0.56(19) . . . . ? O29 C29 C28A C28 -57.0(2) . . . . ? C30 C29 C28A C28 61.6(2) . . . . ? C21A C29 C28A C28 -178.29(17) . . . . ? O29 C29 C28A C25A 121.71(15) . . . . ? C30 C29 C28A C25A -119.75(16) . . . . ? C21A C29 C28A C25A 0.41(17) . . . . ? C34 C33 C33A C36A 1.4(3) . . . . ? C34 C33 C33A C32 178.52(16) . . . . ? O32 C32 C33A C33 66.8(2) . . . . ? C31 C32 C33A C33 -57.9(2) . . . . ? C40A C32 C33A C33 -178.02(17) . . . . ? O32 C32 C33A C36A -115.80(16) . . . . ? C31 C32 C33A C36A 119.47(16) . . . . ? C40A C32 C33A C36A -0.61(17) . . . . ? C35 C36 C36A C33A -0.8(3) . . . . ? C35 C36 C36A C37A -179.62(18) . . . . ? C33 C33A C36A C36 -0.1(3) . . . . ? C32 C33A C36A C36 -177.68(15) . . . . ? C33 C33A C36A C37A 179.01(15) . . . . ? C32 C33A C36A C37A 1.40(19) . . . . ? C38 C37 C37A C40A 0.5(3) . . . . ? C38 C37 C37A C36A -178.86(17) . . . . ? C36 C36A C37A C37 -3.3(3) . . . . ? C33A C36A C37A C37 177.77(18) . . . . ? C36 C36A C37A C40A 177.26(18) . . . . ? C33A C36A C37A C40A -1.68(19) . . . . ? C39 C40 C40A C37A 0.2(2) . . . . ? C39 C40 C40A C32 177.50(16) . . . . ? C37 C37A C40A C40 -0.5(2) . . . . ? C36A C37A C40A C40 179.02(15) . . . . ? C37 C37A C40A C32 -178.24(15) . . . . ? C36A C37A C40A C32 1.29(18) . . . . ? O32 C32 C40A C40 -57.9(2) . . . . ? C31 C32 C40A C40 65.5(2) . . . . ? C33A C32 C40A C40 -178.01(16) . . . . ? O32 C32 C40A C37A 119.65(15) . . . . ? C31 C32 C40A C37A -116.96(16) . . . . ? C33A C32 C40A C37A -0.44(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.97(2) 1.65(3) 2.6072(18) 173(2) . O12 H12 O2G 0.94(2) 1.76(2) 2.6927(18) 176(2) . O29 H29 O12 0.91(2) 1.77(2) 2.6776(18) 176.8(19) 4_566 O32 H32 O9 0.95(2) 1.75(2) 2.6895(19) 167.8(19) . O1G H1GA O29 0.98(3) 1.84(3) 2.8270(19) 176(2) . O2G H2GA O32 0.81(2) 1.96(2) 2.7647(19) 169(2) . _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.935 _refine_diff_density_max 0.427 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.048 #========================================================END data_1.5H2.2EtOH _database_code_depnum_ccdc_archive 'CCDC 632732' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 2(ethanol) clathrate ; _chemical_name_common ;1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 2(ethanol) clathrate ; _chemical_melting_point ? _chemical_formula_moiety '1.5(C28 H18 O2). 2(C2 H6 O)' _chemical_formula_sum 'C46 H39 O5' _chemical_formula_weight 671.77 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 9.5245(19) _cell_length_b 11.534(2) _cell_length_c 16.275(3) _cell_angle_alpha 99.20(3) _cell_angle_beta 91.61(3) _cell_angle_gamma 90.19(3) _cell_volume 1764.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 29450 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.10 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.265 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 710 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 14087 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0454 _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 -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 27.07 _reflns_number_total 7628 _reflns_number_gt 5753 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0489P)^2^+0.2891P] 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_number_reflns 7628 _refine_ls_number_parameters 481 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1025 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.003 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 0.75452(14) 0.45368(12) 0.28152(9) 0.0232(3) Uani 1 1 d . . . H1 H 0.7425 0.4104 0.2270 0.028 Uiso 1 1 calc R . . C2 C 0.88465(14) 0.46009(13) 0.32301(10) 0.0288(3) Uani 1 1 d . . . H2 H 0.9629 0.4216 0.2961 0.035 Uiso 1 1 calc R . . C3 C 0.90174(15) 0.52189(14) 0.40315(10) 0.0320(4) Uani 1 1 d . . . H3 H 0.9917 0.5256 0.4303 0.038 Uiso 1 1 calc R . . C4 C 0.78911(14) 0.57844(13) 0.44426(9) 0.0268(3) Uani 1 1 d . . . H4 H 0.8007 0.6196 0.4995 0.032 Uiso 1 1 calc R . . C5 C 0.48373(15) 0.69192(12) 0.50340(8) 0.0244(3) Uani 1 1 d . . . H5 H 0.5497 0.7109 0.5485 0.029 Uiso 1 1 calc R . . C6 C 0.34627(16) 0.73134(12) 0.51034(9) 0.0288(3) Uani 1 1 d . . . H6 H 0.3180 0.7780 0.5606 0.035 Uiso 1 1 calc R . . C7 C 0.24986(15) 0.70320(13) 0.44465(9) 0.0289(3) Uani 1 1 d . . . H7 H 0.1567 0.7320 0.4501 0.035 Uiso 1 1 calc R . . C8 C 0.28773(14) 0.63336(12) 0.37079(9) 0.0235(3) Uani 1 1 d . . . H8 H 0.2212 0.6135 0.3261 0.028 Uiso 1 1 calc R . . O9 O 0.47013(9) 0.55400(8) 0.21249(5) 0.0188(2) Uani 1 1 d . . . C9 C 0.49019(13) 0.51492(11) 0.29124(8) 0.0158(3) Uani 1 1 d . . . H9 H 0.527(2) 0.6164(17) 0.2119(11) 0.049(5) Uiso 1 1 d . . . C10 C 0.43315(13) 0.39394(11) 0.28069(8) 0.0169(3) Uani 1 1 d . . . C11 C 0.39987(13) 0.29275(11) 0.27219(8) 0.0166(3) Uani 1 1 d . . . O12 O 0.31781(9) 0.12506(8) 0.17701(5) 0.0185(2) Uani 1 1 d . . . C12 C 0.35712(13) 0.16781(11) 0.26189(8) 0.0155(3) Uani 1 1 d . . . H12 H 0.247(2) 0.1745(18) 0.1598(12) 0.061(6) Uiso 1 1 d . . . C13 C 0.11540(14) 0.20569(12) 0.33274(8) 0.0218(3) Uani 1 1 d . . . H13 H 0.0848 0.2565 0.2954 0.026 Uiso 1 1 calc R . . C14 C 0.03109(14) 0.18440(12) 0.39757(9) 0.0257(3) Uani 1 1 d . . . H14 H -0.0581 0.2206 0.4046 0.031 Uiso 1 1 calc R . . C15 C 0.07741(15) 0.11038(12) 0.45189(9) 0.0264(3) Uani 1 1 d . . . H15 H 0.0204 0.0985 0.4968 0.032 Uiso 1 1 calc R . . C16 C 0.20541(15) 0.05328(12) 0.44192(8) 0.0241(3) Uani 1 1 d . . . H16 H 0.2348 0.0009 0.4784 0.029 Uiso 1 1 calc R . . C17 C 0.52104(16) -0.04456(13) 0.38467(9) 0.0278(3) Uani 1 1 d . . . H17 H 0.4923 -0.0853 0.4277 0.033 Uiso 1 1 calc R . . C18 C 0.65385(16) -0.06207(14) 0.35141(9) 0.0330(4) Uani 1 1 d . . . H18 H 0.7160 -0.1158 0.3719 0.040 Uiso 1 1 calc R . . C19 C 0.69697(15) -0.00223(13) 0.28870(9) 0.0308(3) Uani 1 1 d . . . H19 H 0.7890 -0.0139 0.2680 0.037 Uiso 1 1 calc R . . C20 C 0.60667(14) 0.07450(12) 0.25603(9) 0.0241(3) Uani 1 1 d . . . H20 H 0.6353 0.1146 0.2126 0.029 Uiso 1 1 calc R . . C21 C 0.34438(13) 0.62004(12) -0.03917(8) 0.0206(3) Uani 1 1 d . . . H21 H 0.3437 0.5413 -0.0674 0.025 Uiso 1 1 calc R . . C22 C 0.42478(14) 0.70616(12) -0.06764(8) 0.0235(3) Uani 1 1 d . . . H22 H 0.4791 0.6860 -0.1158 0.028 Uiso 1 1 calc R . . C23 C 0.42604(14) 0.82118(12) -0.02603(9) 0.0247(3) Uani 1 1 d . . . H23 H 0.4801 0.8790 -0.0467 0.030 Uiso 1 1 calc R . . C25 C 0.14415(13) 0.86877(11) 0.20630(8) 0.0210(3) Uani 1 1 d . . . H25 H 0.1864 0.9437 0.2071 0.025 Uiso 1 1 calc R . . C26 C 0.04890(14) 0.85070(12) 0.26642(8) 0.0233(3) Uani 1 1 d . . . H26 H 0.0273 0.9137 0.3092 0.028 Uiso 1 1 calc R . . C27 C -0.01512(14) 0.74178(12) 0.26486(8) 0.0237(3) Uani 1 1 d . . . H27 H -0.0808 0.7313 0.3060 0.028 Uiso 1 1 calc R . . C28 C 0.01685(13) 0.64809(12) 0.20321(8) 0.0203(3) Uani 1 1 d . . . H28 H -0.0274 0.5737 0.2014 0.024 Uiso 1 1 calc R . . O29 O 0.24184(9) 0.48004(7) 0.10274(6) 0.0194(2) Uani 1 1 d . . . C29 C 0.16834(12) 0.57540(10) 0.07376(8) 0.0155(3) Uani 1 1 d . . . H29 H 0.313(2) 0.5102(16) 0.1384(12) 0.048(5) Uiso 1 1 d . . . C30 C 0.05066(13) 0.52098(10) 0.01973(8) 0.0166(3) Uani 1 1 d . . . C33 C 0.34954(13) 0.85293(12) 0.04533(8) 0.0215(3) Uani 1 1 d . . . H24 H 0.3521 0.9314 0.0742 0.026 Uiso 1 1 calc R . . C1A C 0.64321(13) 0.51205(11) 0.32182(8) 0.0177(3) Uani 1 1 d . . . C4A C 0.65911(13) 0.57351(11) 0.40288(8) 0.0192(3) Uani 1 1 d . . . C5A C 0.52306(13) 0.62403(11) 0.42922(8) 0.0185(3) Uani 1 1 d . . . C8A C 0.42381(13) 0.59384(11) 0.36398(8) 0.0166(3) Uani 1 1 d . . . C13A C 0.24410(13) 0.15127(11) 0.32408(8) 0.0165(3) Uani 1 1 d . . . C16A C 0.28977(13) 0.07441(11) 0.37725(8) 0.0184(3) Uani 1 1 d . . . C17A C 0.43167(14) 0.03384(11) 0.35350(8) 0.0195(3) Uani 1 1 d . . . C20A C 0.47425(13) 0.09090(11) 0.28842(8) 0.0182(3) Uani 1 1 d . . . C21A C 0.26584(12) 0.65164(11) 0.03084(8) 0.0153(3) Uani 1 1 d . . . C24A C 0.26911(13) 0.76732(11) 0.07365(8) 0.0166(3) Uani 1 1 d . . . C25A C 0.17610(12) 0.77519(11) 0.14516(8) 0.0161(3) Uani 1 1 d . . . C28A C 0.11372(12) 0.66516(11) 0.14493(8) 0.0158(3) Uani 1 1 d . . . O1G O 0.63866(14) 0.72986(11) 0.18676(7) 0.0496(3) Uani 1 1 d . . . H1G H 0.6212 0.8010 0.2033 0.060 Uiso 1 1 calc R . . C1G C 0.68731(17) 0.71618(14) 0.10438(10) 0.0359(4) Uani 1 1 d . . . H1GA H 0.6073 0.6919 0.0652 0.043 Uiso 1 1 calc R . . H1GB H 0.7572 0.6523 0.0971 0.043 Uiso 1 1 calc R . . C2G C 0.75250(17) 0.82410(15) 0.08216(10) 0.0386(4) Uani 1 1 d . . . H2GA H 0.6851 0.8886 0.0906 0.058 Uiso 1 1 calc R . . H2GB H 0.7788 0.8094 0.0237 0.058 Uiso 1 1 calc R . . H2GC H 0.8365 0.8453 0.1176 0.058 Uiso 1 1 calc R . . O3G O 0.11854(10) 0.27645(9) 0.13966(7) 0.0296(2) Uani 1 1 d . . . C3G C -0.01147(14) 0.24077(13) 0.09733(10) 0.0301(3) Uani 1 1 d . . . H3GA H -0.0037 0.2427 0.0370 0.036 Uiso 1 1 calc R . . H3GB H -0.0869 0.2951 0.1190 0.036 Uiso 1 1 calc R . . H3G H 0.1500(19) 0.3469(18) 0.1251(11) 0.052(5) Uiso 1 1 d . . . C4G C -0.0460(2) 0.11864(17) 0.11110(14) 0.0583(6) Uani 1 1 d . . . H4GA H 0.0275 0.0649 0.0878 0.087 Uiso 1 1 calc R . . H4GB H -0.1365 0.0940 0.0835 0.087 Uiso 1 1 calc R . . H4GC H -0.0517 0.1171 0.1709 0.087 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 0.0231(7) 0.0212(7) 0.0266(7) 0.0076(6) 0.0039(6) 0.0016(5) C2 0.0194(7) 0.0299(8) 0.0414(9) 0.0182(7) 0.0054(6) 0.0052(6) C3 0.0182(7) 0.0400(9) 0.0424(9) 0.0223(7) -0.0087(6) -0.0040(6) C4 0.0252(7) 0.0310(8) 0.0257(8) 0.0107(6) -0.0085(6) -0.0073(6) C5 0.0333(8) 0.0215(7) 0.0170(7) -0.0008(5) -0.0021(6) -0.0062(6) C6 0.0366(8) 0.0248(8) 0.0226(8) -0.0044(6) 0.0079(6) -0.0014(6) C7 0.0262(7) 0.0275(8) 0.0319(8) -0.0002(6) 0.0075(6) 0.0040(6) C8 0.0212(7) 0.0246(7) 0.0234(7) 0.0005(6) -0.0017(6) -0.0004(6) O9 0.0216(5) 0.0188(5) 0.0163(5) 0.0049(4) -0.0029(4) -0.0049(4) C9 0.0179(6) 0.0148(6) 0.0143(6) 0.0020(5) -0.0019(5) -0.0020(5) C10 0.0172(6) 0.0200(7) 0.0129(6) 0.0009(5) 0.0003(5) 0.0001(5) C11 0.0160(6) 0.0195(7) 0.0141(6) 0.0020(5) 0.0005(5) 0.0004(5) O12 0.0230(5) 0.0170(5) 0.0147(5) 0.0007(4) -0.0018(4) -0.0007(4) C12 0.0175(6) 0.0144(6) 0.0143(6) 0.0011(5) -0.0003(5) -0.0011(5) C13 0.0227(7) 0.0197(7) 0.0230(7) 0.0037(6) 0.0019(6) 0.0016(5) C14 0.0224(7) 0.0223(7) 0.0318(8) 0.0009(6) 0.0071(6) -0.0003(6) C15 0.0327(8) 0.0234(7) 0.0230(7) 0.0015(6) 0.0104(6) -0.0066(6) C16 0.0335(8) 0.0202(7) 0.0190(7) 0.0045(6) 0.0017(6) -0.0045(6) C17 0.0369(8) 0.0257(7) 0.0210(7) 0.0049(6) -0.0034(6) 0.0070(6) C18 0.0369(9) 0.0331(8) 0.0274(8) 0.0010(7) -0.0075(7) 0.0163(7) C19 0.0255(8) 0.0366(9) 0.0281(8) -0.0016(7) -0.0006(6) 0.0103(6) C20 0.0221(7) 0.0265(7) 0.0227(7) 0.0004(6) 0.0012(6) 0.0014(6) C21 0.0207(7) 0.0209(7) 0.0189(7) -0.0006(5) -0.0017(5) 0.0008(5) C22 0.0200(7) 0.0330(8) 0.0177(7) 0.0040(6) 0.0018(5) -0.0011(6) C23 0.0222(7) 0.0269(7) 0.0267(8) 0.0094(6) 0.0001(6) -0.0075(6) C25 0.0199(7) 0.0182(7) 0.0232(7) -0.0013(5) -0.0030(5) -0.0008(5) C26 0.0219(7) 0.0262(7) 0.0191(7) -0.0040(6) -0.0021(5) 0.0052(6) C27 0.0182(7) 0.0339(8) 0.0189(7) 0.0040(6) 0.0013(5) 0.0013(6) C28 0.0176(6) 0.0227(7) 0.0213(7) 0.0058(6) -0.0010(5) -0.0038(5) O29 0.0202(5) 0.0146(4) 0.0235(5) 0.0044(4) -0.0074(4) -0.0011(4) C29 0.0160(6) 0.0139(6) 0.0167(6) 0.0032(5) -0.0029(5) -0.0013(5) C30 0.0196(6) 0.0128(6) 0.0177(7) 0.0033(5) -0.0005(5) 0.0000(5) C33 0.0209(7) 0.0174(7) 0.0257(7) 0.0027(6) -0.0014(6) -0.0041(5) C1A 0.0185(6) 0.0148(6) 0.0210(7) 0.0066(5) -0.0008(5) -0.0014(5) C4A 0.0205(7) 0.0166(6) 0.0214(7) 0.0064(5) -0.0042(5) -0.0044(5) C5A 0.0222(7) 0.0153(6) 0.0182(7) 0.0036(5) -0.0012(5) -0.0048(5) C8A 0.0207(7) 0.0132(6) 0.0159(6) 0.0023(5) 0.0005(5) -0.0025(5) C13A 0.0201(6) 0.0130(6) 0.0154(6) -0.0003(5) -0.0005(5) -0.0041(5) C16A 0.0242(7) 0.0136(6) 0.0165(7) -0.0001(5) -0.0013(5) -0.0037(5) C17A 0.0243(7) 0.0160(6) 0.0170(7) -0.0001(5) -0.0030(5) -0.0005(5) C20A 0.0205(7) 0.0157(6) 0.0169(7) -0.0009(5) -0.0025(5) -0.0002(5) C21A 0.0132(6) 0.0164(6) 0.0160(6) 0.0030(5) -0.0040(5) -0.0014(5) C24A 0.0145(6) 0.0176(6) 0.0173(6) 0.0020(5) -0.0037(5) -0.0013(5) C25A 0.0150(6) 0.0166(6) 0.0164(6) 0.0021(5) -0.0037(5) -0.0009(5) C28A 0.0147(6) 0.0178(6) 0.0146(6) 0.0021(5) -0.0041(5) -0.0002(5) O1G 0.0664(9) 0.0435(7) 0.0400(7) 0.0108(6) -0.0007(6) -0.0296(7) C1G 0.0388(9) 0.0323(9) 0.0352(9) 0.0030(7) -0.0101(7) -0.0065(7) C2G 0.0381(9) 0.0448(10) 0.0335(9) 0.0082(7) 0.0002(7) -0.0109(7) O3G 0.0268(5) 0.0250(5) 0.0398(6) 0.0156(5) -0.0107(5) -0.0058(4) C3G 0.0205(7) 0.0339(8) 0.0380(9) 0.0137(7) -0.0058(6) -0.0013(6) C4G 0.0484(11) 0.0527(11) 0.0795(14) 0.0349(11) -0.0348(10) -0.0289(9) _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 C1A 1.3820(19) . ? C1 C2 1.391(2) . ? C2 C3 1.388(2) . ? C3 C4 1.389(2) . ? C4 C4A 1.3893(19) . ? C5 C6 1.389(2) . ? C5 C5A 1.3915(19) . ? C6 C7 1.387(2) . ? C7 C8 1.393(2) . ? C8 C8A 1.3769(19) . ? O9 C9 1.4331(15) . ? C9 C10 1.4782(17) . ? C9 C8A 1.5267(18) . ? C9 C1A 1.5290(18) . ? C10 C11 1.1938(18) . ? C11 C12 1.4783(18) . ? O12 C12 1.4296(15) . ? C12 C20A 1.5232(18) . ? C12 C13A 1.5300(18) . ? C13 C13A 1.3795(19) . ? C13 C14 1.396(2) . ? C14 C15 1.388(2) . ? C15 C16 1.389(2) . ? C16 C16A 1.3931(19) . ? C17 C17A 1.388(2) . ? C17 C18 1.393(2) . ? C18 C19 1.391(2) . ? C19 C20 1.391(2) . ? C20 C20A 1.3825(19) . ? C21 C21A 1.3812(19) . ? C21 C22 1.3963(19) . ? C22 C23 1.389(2) . ? C23 C33 1.388(2) . ? C25 C25A 1.3869(18) . ? C25 C26 1.392(2) . ? C26 C27 1.391(2) . ? C27 C28 1.393(2) . ? C28 C28A 1.3776(18) . ? O29 C29 1.4404(15) . ? C29 C30 1.4789(18) . ? C29 C28A 1.5290(18) . ? C29 C21A 1.5333(18) . ? C30 C30 1.200(3) 2_565 ? C33 C24A 1.3909(18) . ? C1A C4A 1.3982(19) . ? C4A C5A 1.4693(19) . ? C5A C8A 1.4020(18) . ? C13A C16A 1.3967(18) . ? C16A C17A 1.4734(19) . ? C17A C20A 1.4018(19) . ? C21A C24A 1.4029(18) . ? C24A C25A 1.4738(18) . ? C25A C28A 1.3989(18) . ? O1G C1G 1.416(2) . ? C1G C2G 1.489(2) . ? O3G C3G 1.4267(17) . ? C3G C4G 1.498(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 C1A C1 C2 118.15(13) . . ? C3 C2 C1 120.91(14) . . ? C2 C3 C4 120.88(13) . . ? C3 C4 C4A 118.55(14) . . ? C6 C5 C5A 118.78(13) . . ? C7 C6 C5 120.61(13) . . ? C6 C7 C8 120.93(14) . . ? C8A C8 C7 118.49(13) . . ? O9 C9 C10 106.42(10) . . ? O9 C9 C8A 114.28(10) . . ? C10 C9 C8A 111.50(10) . . ? O9 C9 C1A 114.86(10) . . ? C10 C9 C1A 108.03(10) . . ? C8A C9 C1A 101.68(10) . . ? C11 C10 C9 173.84(13) . . ? C10 C11 C12 179.39(14) . . ? O12 C12 C11 110.59(10) . . ? O12 C12 C20A 108.47(10) . . ? C11 C12 C20A 111.95(10) . . ? O12 C12 C13A 114.20(10) . . ? C11 C12 C13A 109.98(10) . . ? C20A C12 C13A 101.36(10) . . ? C13A C13 C14 118.51(13) . . ? C15 C14 C13 120.11(13) . . ? C14 C15 C16 121.38(13) . . ? C15 C16 C16A 118.59(13) . . ? C17A C17 C18 118.49(14) . . ? C19 C18 C17 121.07(14) . . ? C18 C19 C20 120.63(14) . . ? C20A C20 C19 118.28(14) . . ? C21A C21 C22 118.67(12) . . ? C23 C22 C21 120.55(13) . . ? C33 C23 C22 121.02(13) . . ? C25A C25 C26 118.66(12) . . ? C27 C26 C25 121.02(13) . . ? C26 C27 C28 120.17(13) . . ? C28A C28 C27 118.82(12) . . ? O29 C29 C30 105.99(10) . . ? O29 C29 C28A 112.73(10) . . ? C30 C29 C28A 110.64(10) . . ? O29 C29 C21A 112.16(10) . . ? C30 C29 C21A 113.91(10) . . ? C28A C29 C21A 101.60(10) . . ? C30 C30 C29 175.62(18) 2_565 . ? C23 C33 C24A 118.50(12) . . ? C1 C1A C4A 121.32(12) . . ? C1 C1A C9 128.19(12) . . ? C4A C1A C9 110.39(11) . . ? C4 C4A C1A 120.17(13) . . ? C4 C4A C5A 131.09(13) . . ? C1A C4A C5A 108.73(11) . . ? C5 C5A C8A 120.07(12) . . ? C5 C5A C4A 131.16(12) . . ? C8A C5A C4A 108.77(11) . . ? C8 C8A C5A 121.08(12) . . ? C8 C8A C9 128.66(11) . . ? C5A C8A C9 110.26(11) . . ? C13 C13A C16A 121.64(12) . . ? C13 C13A C12 127.53(12) . . ? C16A C13A C12 110.77(11) . . ? C16 C16A C13A 119.74(12) . . ? C16 C16A C17A 131.64(12) . . ? C13A C16A C17A 108.55(11) . . ? C17 C17A C20A 120.07(13) . . ? C17 C17A C16A 131.49(13) . . ? C20A C17A C16A 108.44(11) . . ? C20 C20A C17A 121.41(12) . . ? C20 C20A C12 127.82(12) . . ? C17A C20A C12 110.77(11) . . ? C21 C21A C24A 120.74(12) . . ? C21 C21A C29 129.01(11) . . ? C24A C21A C29 110.25(11) . . ? C33 C24A C21A 120.50(12) . . ? C33 C24A C25A 130.69(12) . . ? C21A C24A C25A 108.80(11) . . ? C25 C25A C28A 120.09(12) . . ? C25 C25A C24A 131.27(12) . . ? C28A C25A C24A 108.63(11) . . ? C28 C28A C25A 121.20(12) . . ? C28 C28A C29 128.15(11) . . ? C25A C28A C29 110.65(11) . . ? O1G C1G C2G 114.08(13) . . ? O3G C3G C4G 108.77(12) . . ? 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 C1A C1 C2 C3 1.0(2) . . . . ? C1 C2 C3 C4 0.4(2) . . . . ? C2 C3 C4 C4A -1.1(2) . . . . ? C5A C5 C6 C7 0.2(2) . . . . ? C5 C6 C7 C8 1.0(2) . . . . ? C6 C7 C8 C8A -0.7(2) . . . . ? O9 C9 C10 C11 106.1(12) . . . . ? C8A C9 C10 C11 -128.7(12) . . . . ? C1A C9 C10 C11 -17.8(12) . . . . ? C9 C10 C11 C12 166(100) . . . . ? C10 C11 C12 O12 93(13) . . . . ? C10 C11 C12 C20A -146(13) . . . . ? C10 C11 C12 C13A -34(13) . . . . ? C13A C13 C14 C15 0.31(19) . . . . ? C13 C14 C15 C16 -2.0(2) . . . . ? C14 C15 C16 C16A 2.0(2) . . . . ? C17A C17 C18 C19 0.3(2) . . . . ? C17 C18 C19 C20 -1.7(2) . . . . ? C18 C19 C20 C20A 1.0(2) . . . . ? C21A C21 C22 C23 0.28(19) . . . . ? C21 C22 C23 C33 1.0(2) . . . . ? C25A C25 C26 C27 -1.0(2) . . . . ? C25 C26 C27 C28 0.8(2) . . . . ? C26 C27 C28 C28A 0.78(19) . . . . ? O29 C29 C30 C30 101(2) . . . 2_565 ? C28A C29 C30 C30 -21(2) . . . 2_565 ? C21A C29 C30 C30 -135(2) . . . 2_565 ? C22 C23 C33 C24A -1.2(2) . . . . ? C2 C1 C1A C4A -1.64(19) . . . . ? C2 C1 C1A C9 -177.58(12) . . . . ? O9 C9 C1A C1 -55.93(17) . . . . ? C10 C9 C1A C1 62.66(17) . . . . ? C8A C9 C1A C1 -179.89(12) . . . . ? O9 C9 C1A C4A 127.77(11) . . . . ? C10 C9 C1A C4A -113.64(12) . . . . ? C8A C9 C1A C4A 3.81(13) . . . . ? C3 C4 C4A C1A 0.4(2) . . . . ? C3 C4 C4A C5A -179.66(13) . . . . ? C1 C1A C4A C4 0.98(19) . . . . ? C9 C1A C4A C4 177.57(11) . . . . ? C1 C1A C4A C5A -178.98(11) . . . . ? C9 C1A C4A C5A -2.38(14) . . . . ? C6 C5 C5A C8A -1.75(19) . . . . ? C6 C5 C5A C4A 177.98(13) . . . . ? C4 C4A C5A C5 0.0(2) . . . . ? C1A C4A C5A C5 179.99(13) . . . . ? C4 C4A C5A C8A 179.79(13) . . . . ? C1A C4A C5A C8A -0.26(14) . . . . ? C7 C8 C8A C5A -0.8(2) . . . . ? C7 C8 C8A C9 178.58(13) . . . . ? C5 C5A C8A C8 2.06(19) . . . . ? C4A C5A C8A C8 -177.73(12) . . . . ? C5 C5A C8A C9 -177.41(11) . . . . ? C4A C5A C8A C9 2.80(14) . . . . ? O9 C9 C8A C8 52.27(17) . . . . ? C10 C9 C8A C8 -68.47(17) . . . . ? C1A C9 C8A C8 176.62(13) . . . . ? O9 C9 C8A C5A -128.31(11) . . . . ? C10 C9 C8A C5A 110.94(12) . . . . ? C1A C9 C8A C5A -3.97(13) . . . . ? C14 C13 C13A C16A 1.31(19) . . . . ? C14 C13 C13A C12 -175.57(12) . . . . ? O12 C12 C13A C13 -67.35(16) . . . . ? C11 C12 C13A C13 57.65(16) . . . . ? C20A C12 C13A C13 176.25(12) . . . . ? O12 C12 C13A C16A 115.50(12) . . . . ? C11 C12 C13A C16A -119.50(11) . . . . ? C20A C12 C13A C16A -0.90(13) . . . . ? C15 C16 C16A C13A -0.33(18) . . . . ? C15 C16 C16A C17A 176.02(13) . . . . ? C13 C13A C16A C16 -1.31(18) . . . . ? C12 C13A C16A C16 176.04(11) . . . . ? C13 C13A C16A C17A -178.43(11) . . . . ? C12 C13A C16A C17A -1.09(14) . . . . ? C18 C17 C17A C20A 1.75(19) . . . . ? C18 C17 C17A C16A -177.24(13) . . . . ? C16 C16A C17A C17 5.3(2) . . . . ? C13A C16A C17A C17 -178.08(13) . . . . ? C16 C16A C17A C20A -173.82(13) . . . . ? C13A C16A C17A C20A 2.84(14) . . . . ? C19 C20 C20A C17A 1.13(19) . . . . ? C19 C20 C20A C12 -178.69(12) . . . . ? C17 C17A C20A C20 -2.53(19) . . . . ? C16A C17A C20A C20 176.67(11) . . . . ? C17 C17A C20A C12 177.31(11) . . . . ? C16A C17A C20A C12 -3.48(14) . . . . ? O12 C12 C20A C20 62.00(16) . . . . ? C11 C12 C20A C20 -60.30(17) . . . . ? C13A C12 C20A C20 -177.48(12) . . . . ? O12 C12 C20A C17A -117.83(11) . . . . ? C11 C12 C20A C17A 119.87(12) . . . . ? C13A C12 C20A C17A 2.69(13) . . . . ? C22 C21 C21A C24A -1.42(18) . . . . ? C22 C21 C21A C29 179.13(12) . . . . ? O29 C29 C21A C21 60.61(16) . . . . ? C30 C29 C21A C21 -59.78(17) . . . . ? C28A C29 C21A C21 -178.76(12) . . . . ? O29 C29 C21A C24A -118.89(11) . . . . ? C30 C29 C21A C24A 120.72(12) . . . . ? C28A C29 C21A C24A 1.74(12) . . . . ? C23 C33 C24A C21A 0.03(19) . . . . ? C23 C33 C24A C25A -178.45(12) . . . . ? C21 C21A C24A C33 1.28(19) . . . . ? C29 C21A C24A C33 -179.17(11) . . . . ? C21 C21A C24A C25A -179.94(11) . . . . ? C29 C21A C24A C25A -0.39(14) . . . . ? C26 C25 C25A C28A -0.37(18) . . . . ? C26 C25 C25A C24A 178.82(12) . . . . ? C33 C24A C25A C25 -2.0(2) . . . . ? C21A C24A C25A C25 179.43(13) . . . . ? C33 C24A C25A C28A 177.31(13) . . . . ? C21A C24A C25A C28A -1.30(14) . . . . ? C27 C28 C28A C25A -2.20(19) . . . . ? C27 C28 C28A C29 178.01(12) . . . . ? C25 C25A C28A C28 2.02(18) . . . . ? C24A C25A C28A C28 -177.35(11) . . . . ? C25 C25A C28A C29 -178.16(11) . . . . ? C24A C25A C28A C29 2.48(13) . . . . ? O29 C29 C28A C28 -62.52(16) . . . . ? C30 C29 C28A C28 55.96(17) . . . . ? C21A C29 C28A C28 177.25(12) . . . . ? O29 C29 C28A C25A 117.67(11) . . . . ? C30 C29 C28A C25A -123.85(11) . . . . ? C21A C29 C28A C25A -2.56(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O12 H12 O3G 0.95(2) 1.76(2) 2.7051(16) 173.2(19) . O3G H3G O29 0.93(2) 1.86(2) 2.7796(15) 170.4(17) . O29 H29 O9 0.91(2) 1.91(2) 2.8158(16) 172.9(17) . O9 H9 O1G 0.899(19) 1.79(2) 2.6747(16) 167.4(17) . _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.07 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.454 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.043 #========================================================END data_1.5H2.EtOH.MeCN _database_code_depnum_ccdc_archive 'CCDC 632733' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). (ethanol). (acetonitrile) clathrate ; _chemical_name_common ;1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). (ethanol). (acetonitrile) clathrate ; _chemical_melting_point ? _chemical_formula_moiety '1.5(C28 H18 O2). (C2 H6 O). (C2 H3 N)' _chemical_formula_sum 'C46 H36 N O4' _chemical_formula_weight 666.76 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' _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 9.7084(19) _cell_length_b 11.562(2) _cell_length_c 16.045(3) _cell_angle_alpha 80.21(3) _cell_angle_beta 87.41(3) _cell_angle_gamma 89.34(3) _cell_volume 1772.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 31711 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 702 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 15234 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.58 _diffrn_reflns_theta_max 27.85 _reflns_number_total 8256 _reflns_number_gt 5423 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0503P)^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_number_reflns 8256 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 -0.23985(13) 0.55147(12) 0.28190(9) 0.0257(3) Uani 1 1 d . . . H1 H -0.2265 0.5969 0.2270 0.031 Uiso 1 1 calc R . . C2 C -0.36992(14) 0.54137(13) 0.32313(10) 0.0324(4) Uani 1 1 d . . . H2 H -0.4469 0.5795 0.2956 0.039 Uiso 1 1 calc R . . C3 C -0.38807(14) 0.47656(14) 0.40356(10) 0.0354(4) Uani 1 1 d . . . H3 H -0.4775 0.4708 0.4304 0.042 Uiso 1 1 calc R . . C4 C -0.27800(13) 0.41968(13) 0.44593(10) 0.0310(3) Uani 1 1 d . . . H4 H -0.2911 0.3760 0.5014 0.037 Uiso 1 1 calc R . . C5 C 0.02240(14) 0.30663(12) 0.50628(9) 0.0280(3) Uani 1 1 d . . . H5 H -0.0441 0.2844 0.5513 0.034 Uiso 1 1 calc R . . C6 C 0.15798(15) 0.26799(12) 0.51356(9) 0.0321(3) Uani 1 1 d . . . H6 H 0.1846 0.2189 0.5640 0.038 Uiso 1 1 calc R . . C7 C 0.25502(15) 0.30062(13) 0.44773(10) 0.0318(3) Uani 1 1 d . . . H7 H 0.3470 0.2723 0.4532 0.038 Uiso 1 1 calc R . . C8 C 0.21946(13) 0.37416(12) 0.37404(9) 0.0249(3) Uani 1 1 d . . . H8 H 0.2863 0.3973 0.3294 0.030 Uiso 1 1 calc R . . O9 O 0.04562(9) 0.45459(8) 0.21374(5) 0.0199(2) Uani 1 1 d . . . C9 C 0.02080(11) 0.49317(10) 0.29333(8) 0.0167(3) Uani 1 1 d . . . H9 H -0.0161(19) 0.3996(17) 0.2067(12) 0.059(5) Uiso 1 1 d . . . C10 C 0.07443(12) 0.61386(11) 0.28203(8) 0.0181(3) Uani 1 1 d . . . C11 C 0.10821(12) 0.71442(11) 0.27138(8) 0.0180(3) Uani 1 1 d . . . O12 O 0.19845(9) 0.87908(8) 0.17472(5) 0.0209(2) Uani 1 1 d . . . C12 C 0.15279(12) 0.83786(10) 0.26058(8) 0.0173(3) Uani 1 1 d . . . H12 H 0.2717(19) 0.8246(17) 0.1627(12) 0.068(6) Uiso 1 1 d . . . C13 C 0.38526(12) 0.79421(11) 0.33658(9) 0.0231(3) Uani 1 1 d . . . H13 H 0.4168 0.7425 0.2996 0.028 Uiso 1 1 calc R . . C14 C 0.46429(13) 0.81420(12) 0.40256(9) 0.0278(3) Uani 1 1 d . . . H14 H 0.5513 0.7766 0.4106 0.033 Uiso 1 1 calc R . . C15 C 0.41695(14) 0.88872(12) 0.45672(9) 0.0291(3) Uani 1 1 d . . . H15 H 0.4708 0.8997 0.5027 0.035 Uiso 1 1 calc R . . C16 C 0.29182(14) 0.94771(12) 0.44491(9) 0.0275(3) Uani 1 1 d . . . H16 H 0.2610 1.0001 0.4815 0.033 Uiso 1 1 calc R . . C17 C -0.01218(15) 1.05360(13) 0.38182(9) 0.0324(3) Uani 1 1 d . . . H17 H 0.0131 1.0922 0.4265 0.039 Uiso 1 1 calc R . . C18 C -0.13833(16) 1.07611(14) 0.34483(10) 0.0403(4) Uani 1 1 d . . . H18 H -0.1993 1.1318 0.3641 0.048 Uiso 1 1 calc R . . C19 C -0.17727(15) 1.01893(14) 0.28039(10) 0.0367(4) Uani 1 1 d . . . H19 H -0.2654 1.0341 0.2573 0.044 Uiso 1 1 calc R . . C20 C -0.08844(13) 0.93951(12) 0.24915(9) 0.0280(3) Uani 1 1 d . . . H20 H -0.1141 0.9010 0.2044 0.034 Uiso 1 1 calc R . . C21 C 0.15082(12) 0.39580(12) -0.02971(8) 0.0230(3) Uani 1 1 d . . . H21 H 0.1515 0.4754 -0.0570 0.028 Uiso 1 1 calc R . . C22 C 0.06635(13) 0.31387(12) -0.05666(9) 0.0261(3) Uani 1 1 d . . . H22 H 0.0089 0.3378 -0.1029 0.031 Uiso 1 1 calc R . . C23 C 0.06556(12) 0.19764(12) -0.01637(9) 0.0249(3) Uani 1 1 d . . . H23 H 0.0085 0.1428 -0.0362 0.030 Uiso 1 1 calc R . . C24 C 0.14649(12) 0.15992(11) 0.05239(9) 0.0215(3) Uani 1 1 d . . . H24 H 0.1444 0.0805 0.0802 0.026 Uiso 1 1 calc R . . C25 C 0.36210(12) 0.13104(11) 0.20754(8) 0.0226(3) Uani 1 1 d . . . H25 H 0.3204 0.0570 0.2077 0.027 Uiso 1 1 calc R . . C26 C 0.45903(13) 0.14441(12) 0.26623(9) 0.0267(3) Uani 1 1 d . . . H26 H 0.4825 0.0790 0.3075 0.032 Uiso 1 1 calc R . . C27 C 0.52234(13) 0.25186(12) 0.26562(9) 0.0267(3) Uani 1 1 d . . . H27 H 0.5887 0.2592 0.3061 0.032 Uiso 1 1 calc R . . C28 C 0.48849(12) 0.34886(12) 0.20565(8) 0.0228(3) Uani 1 1 d . . . H28 H 0.5324 0.4222 0.2042 0.027 Uiso 1 1 calc R . . O29 O 0.27067(9) 0.52694(8) 0.11023(6) 0.0224(2) Uani 1 1 d . . . C29 C 0.33544(12) 0.42948(10) 0.07870(8) 0.0173(3) Uani 1 1 d . . . H29 H 0.2001(18) 0.4989(15) 0.1454(11) 0.049(5) Uiso 1 1 d . . . C30 C 0.45041(12) 0.48036(10) 0.02079(8) 0.0182(3) Uani 1 1 d . . . C1A C -0.13087(12) 0.49312(11) 0.32358(8) 0.0189(3) Uani 1 1 d . . . C4A C -0.14837(12) 0.42837(11) 0.40497(8) 0.0209(3) Uani 1 1 d . . . C5A C -0.01423(13) 0.37816(11) 0.43226(8) 0.0205(3) Uani 1 1 d . . . C8A C 0.08490(12) 0.41279(10) 0.36709(8) 0.0181(3) Uani 1 1 d . . . C13A C 0.25985(12) 0.85096(10) 0.32564(8) 0.0177(3) Uani 1 1 d . . . C16A C 0.21285(13) 0.92861(11) 0.37853(8) 0.0203(3) Uani 1 1 d . . . C17A C 0.07624(13) 0.97300(11) 0.35174(8) 0.0224(3) Uani 1 1 d . . . C20A C 0.03809(12) 0.91831(11) 0.28501(8) 0.0200(3) Uani 1 1 d . . . C21A C 0.23359(12) 0.35848(11) 0.03769(8) 0.0176(3) Uani 1 1 d . . . C24A C 0.23072(11) 0.24169(11) 0.07944(8) 0.0171(3) Uani 1 1 d . . . C25A C 0.32738(11) 0.22812(11) 0.14857(8) 0.0174(3) Uani 1 1 d . . . C28A C 0.39043(11) 0.33628(11) 0.14874(8) 0.0171(3) Uani 1 1 d . . . N1G N -0.13571(13) 0.30301(12) 0.16232(9) 0.0395(3) Uani 1 1 d . . . C1G C -0.19896(14) 0.25659(12) 0.12024(9) 0.0288(3) Uani 1 1 d . . . C2G C -0.28101(15) 0.19544(16) 0.06870(11) 0.0435(4) Uani 1 1 d . . . H2GA H -0.2408 0.1178 0.0667 0.065 Uiso 1 1 calc R . . H2GB H -0.2825 0.2405 0.0112 0.065 Uiso 1 1 calc R . . H2GC H -0.3754 0.1866 0.0932 0.065 Uiso 1 1 calc R . . O3G O 0.39841(9) 0.72427(9) 0.14251(7) 0.0333(3) Uani 1 1 d . . . C3G C 0.53093(13) 0.75333(13) 0.10313(10) 0.0320(3) Uani 1 1 d . . . H3GA H 0.5280 0.7541 0.0414 0.038 Uiso 1 1 calc R . . H3GB H 0.5994 0.6937 0.1263 0.038 Uiso 1 1 calc R . . C4G C 0.5719(2) 0.87034(19) 0.11896(16) 0.0800(8) Uani 1 1 d . . . H4GA H 0.5032 0.9289 0.0965 0.120 Uiso 1 1 calc R . . H4GB H 0.6621 0.8912 0.0908 0.120 Uiso 1 1 calc R . . H4GC H 0.5776 0.8684 0.1800 0.120 Uiso 1 1 calc R . . H3G H 0.3620(17) 0.6518(16) 0.1301(11) 0.052(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 C1 0.0239(7) 0.0261(8) 0.0291(8) -0.0101(6) -0.0024(6) 0.0018(5) C2 0.0207(7) 0.0369(9) 0.0453(10) -0.0227(8) -0.0029(6) 0.0037(6) C3 0.0205(7) 0.0460(9) 0.0454(10) -0.0268(8) 0.0107(6) -0.0065(6) C4 0.0292(8) 0.0363(8) 0.0292(9) -0.0128(7) 0.0114(6) -0.0114(6) C5 0.0416(8) 0.0233(7) 0.0184(8) -0.0018(6) 0.0028(6) -0.0084(6) C6 0.0458(9) 0.0255(8) 0.0235(8) 0.0019(6) -0.0099(6) 0.0000(6) C7 0.0322(8) 0.0308(8) 0.0323(9) -0.0035(7) -0.0101(6) 0.0063(6) C8 0.0236(7) 0.0264(7) 0.0240(8) -0.0025(6) 0.0003(5) 0.0012(5) O9 0.0220(5) 0.0222(5) 0.0162(5) -0.0062(4) 0.0035(3) -0.0052(4) C9 0.0176(6) 0.0176(6) 0.0148(7) -0.0030(5) 0.0016(5) -0.0016(5) C10 0.0175(6) 0.0212(7) 0.0154(7) -0.0025(5) -0.0011(5) 0.0008(5) C11 0.0181(6) 0.0213(7) 0.0142(7) -0.0025(5) -0.0005(5) 0.0007(5) O12 0.0260(5) 0.0191(5) 0.0165(5) -0.0007(4) 0.0027(4) -0.0007(4) C12 0.0195(6) 0.0162(6) 0.0159(7) -0.0023(5) 0.0009(5) -0.0015(5) C13 0.0241(7) 0.0217(7) 0.0236(8) -0.0038(6) -0.0013(5) 0.0006(5) C14 0.0243(7) 0.0256(8) 0.0324(9) -0.0001(6) -0.0075(6) -0.0009(6) C15 0.0376(8) 0.0247(8) 0.0244(8) 0.0004(6) -0.0109(6) -0.0080(6) C16 0.0418(8) 0.0207(7) 0.0211(8) -0.0060(6) -0.0017(6) -0.0048(6) C17 0.0440(9) 0.0278(8) 0.0247(8) -0.0053(6) 0.0040(6) 0.0102(6) C18 0.0462(9) 0.0393(9) 0.0320(9) -0.0006(8) 0.0077(7) 0.0236(7) C19 0.0296(8) 0.0433(9) 0.0335(9) 0.0020(7) 0.0019(6) 0.0157(7) C20 0.0265(7) 0.0311(8) 0.0244(8) 0.0003(6) -0.0006(6) 0.0033(6) C21 0.0218(7) 0.0221(7) 0.0230(8) 0.0012(6) 0.0025(5) 0.0027(5) C22 0.0216(7) 0.0353(8) 0.0210(8) -0.0034(6) -0.0024(5) 0.0008(6) C23 0.0183(6) 0.0304(8) 0.0277(8) -0.0094(6) -0.0006(5) -0.0039(5) C24 0.0205(6) 0.0174(7) 0.0264(8) -0.0036(6) 0.0019(5) -0.0027(5) C25 0.0208(7) 0.0206(7) 0.0243(8) 0.0011(6) 0.0027(5) -0.0017(5) C26 0.0233(7) 0.0294(8) 0.0242(8) 0.0038(6) 0.0015(5) 0.0044(6) C27 0.0192(7) 0.0378(9) 0.0233(8) -0.0054(7) -0.0018(5) 0.0011(6) C28 0.0199(6) 0.0238(7) 0.0256(8) -0.0074(6) 0.0025(5) -0.0038(5) O29 0.0217(5) 0.0167(5) 0.0288(6) -0.0064(4) 0.0098(4) -0.0021(4) C29 0.0178(6) 0.0139(6) 0.0198(7) -0.0033(5) 0.0048(5) -0.0006(5) C30 0.0201(6) 0.0136(6) 0.0211(7) -0.0043(5) 0.0017(5) 0.0001(5) C1A 0.0173(6) 0.0182(7) 0.0228(7) -0.0084(6) 0.0019(5) -0.0023(5) C4A 0.0231(7) 0.0190(7) 0.0222(7) -0.0084(6) 0.0037(5) -0.0062(5) C5A 0.0261(7) 0.0170(7) 0.0191(7) -0.0054(6) 0.0020(5) -0.0040(5) C8A 0.0214(6) 0.0158(6) 0.0175(7) -0.0039(5) 0.0003(5) -0.0022(5) C13A 0.0204(6) 0.0148(6) 0.0172(7) -0.0007(5) 0.0011(5) -0.0028(5) C16A 0.0264(7) 0.0155(6) 0.0181(7) -0.0005(5) 0.0011(5) -0.0036(5) C17A 0.0287(7) 0.0176(7) 0.0194(7) 0.0000(6) 0.0039(5) 0.0013(5) C20A 0.0211(6) 0.0157(7) 0.0216(7) 0.0007(5) 0.0026(5) 0.0009(5) C21A 0.0156(6) 0.0177(7) 0.0186(7) -0.0021(5) 0.0052(5) -0.0005(5) C24A 0.0149(6) 0.0180(7) 0.0180(7) -0.0032(5) 0.0045(5) -0.0006(5) C25A 0.0146(6) 0.0184(7) 0.0186(7) -0.0022(5) 0.0035(5) -0.0003(5) C28A 0.0156(6) 0.0184(7) 0.0165(7) -0.0027(5) 0.0052(5) -0.0006(5) N1G 0.0357(7) 0.0410(8) 0.0446(9) -0.0158(7) 0.0039(6) -0.0143(6) C1G 0.0274(7) 0.0285(8) 0.0301(9) -0.0048(7) 0.0033(6) -0.0034(6) C2G 0.0327(8) 0.0616(12) 0.0410(10) -0.0216(9) -0.0026(7) -0.0103(8) O3G 0.0275(5) 0.0296(6) 0.0463(7) -0.0194(5) 0.0137(4) -0.0075(4) C3G 0.0209(7) 0.0382(9) 0.0385(9) -0.0134(7) 0.0064(6) -0.0004(6) C4G 0.0620(13) 0.0754(15) 0.114(2) -0.0597(14) 0.0540(12) -0.0453(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 C1 C1A 1.3841(19) . ? C1 C2 1.3955(19) . ? C2 C3 1.383(2) . ? C3 C4 1.391(2) . ? C4 C4A 1.3897(18) . ? C5 C5A 1.385(2) . ? C5 C6 1.389(2) . ? C6 C7 1.389(2) . ? C7 C8 1.389(2) . ? C8 C8A 1.3789(18) . ? O9 C9 1.4322(15) . ? C9 C10 1.4742(18) . ? C9 C8A 1.5268(18) . ? C9 C1A 1.5294(17) . ? C10 C11 1.1936(17) . ? C11 C12 1.4757(17) . ? O12 C12 1.4311(15) . ? C12 C20A 1.5229(17) . ? C12 C13A 1.5324(18) . ? C13 C13A 1.3803(17) . ? C13 C14 1.3870(19) . ? C14 C15 1.385(2) . ? C15 C16 1.391(2) . ? C16 C16A 1.3887(19) . ? C17 C18 1.388(2) . ? C17 C17A 1.3910(19) . ? C18 C19 1.387(2) . ? C19 C20 1.392(2) . ? C20 C20A 1.3817(18) . ? C21 C21A 1.3831(18) . ? C21 C22 1.3950(19) . ? C22 C23 1.389(2) . ? C23 C24 1.3898(19) . ? C24 C24A 1.3929(18) . ? C25 C25A 1.3885(18) . ? C25 C26 1.3889(19) . ? C26 C27 1.391(2) . ? C27 C28 1.395(2) . ? C28 C28A 1.3741(18) . ? O29 C29 1.4386(15) . ? C29 C30 1.4802(17) . ? C29 C28A 1.5291(18) . ? C29 C21A 1.5316(18) . ? C30 C30 1.195(2) 2_665 ? C1A C4A 1.3947(19) . ? C4A C5A 1.4739(19) . ? C5A C8A 1.3984(18) . ? C13A C16A 1.3961(18) . ? C16A C17A 1.4724(18) . ? C17A C20A 1.3981(18) . ? C21A C24A 1.4016(18) . ? C24A C25A 1.4721(18) . ? C25A C28A 1.3991(17) . ? N1G C1G 1.1354(18) . ? C1G C2G 1.445(2) . ? O3G C3G 1.4254(16) . ? C3G C4G 1.480(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 C1A C1 C2 117.85(14) . . ? C3 C2 C1 120.73(14) . . ? C2 C3 C4 121.33(13) . . ? C4A C4 C3 118.28(14) . . ? C5A C5 C6 118.84(13) . . ? C5 C6 C7 120.50(13) . . ? C6 C7 C8 120.89(13) . . ? C8A C8 C7 118.49(13) . . ? O9 C9 C10 106.09(10) . . ? O9 C9 C8A 113.27(10) . . ? C10 C9 C8A 112.21(10) . . ? O9 C9 C1A 114.65(10) . . ? C10 C9 C1A 109.18(10) . . ? C8A C9 C1A 101.54(10) . . ? C11 C10 C9 175.13(12) . . ? C10 C11 C12 178.15(13) . . ? O12 C12 C11 110.56(10) . . ? O12 C12 C20A 108.76(10) . . ? C11 C12 C20A 112.17(10) . . ? O12 C12 C13A 114.04(10) . . ? C11 C12 C13A 109.75(10) . . ? C20A C12 C13A 101.30(10) . . ? C13A C13 C14 118.68(12) . . ? C15 C14 C13 120.34(12) . . ? C14 C15 C16 121.10(13) . . ? C16A C16 C15 118.72(13) . . ? C18 C17 C17A 118.31(14) . . ? C19 C18 C17 121.35(13) . . ? C18 C19 C20 120.61(13) . . ? C20A C20 C19 118.12(14) . . ? C21A C21 C22 118.50(12) . . ? C23 C22 C21 120.51(13) . . ? C22 C23 C24 121.34(12) . . ? C23 C24 C24A 118.20(12) . . ? C25A C25 C26 118.59(13) . . ? C25 C26 C27 121.18(13) . . ? C26 C27 C28 120.09(13) . . ? C28A C28 C27 118.73(13) . . ? O29 C29 C30 105.64(10) . . ? O29 C29 C28A 113.11(10) . . ? C30 C29 C28A 110.05(10) . . ? O29 C29 C21A 112.51(9) . . ? C30 C29 C21A 113.95(10) . . ? C28A C29 C21A 101.78(10) . . ? C30 C30 C29 174.96(18) 2_665 . ? C1 C1A C4A 121.66(12) . . ? C1 C1A C9 127.83(12) . . ? C4A C1A C9 110.44(11) . . ? C4 C4A C1A 120.14(12) . . ? C4 C4A C5A 131.02(13) . . ? C1A C4A C5A 108.84(11) . . ? C5 C5A C8A 120.25(12) . . ? C5 C5A C4A 131.27(12) . . ? C8A C5A C4A 108.47(11) . . ? C8 C8A C5A 121.00(12) . . ? C8 C8A C9 128.42(12) . . ? C5A C8A C9 110.58(10) . . ? C13 C13A C16A 121.41(12) . . ? C13 C13A C12 127.83(11) . . ? C16A C13A C12 110.72(10) . . ? C16 C16A C13A 119.71(12) . . ? C16 C16A C17A 131.77(12) . . ? C13A C16A C17A 108.46(11) . . ? C17 C17A C20A 120.05(12) . . ? C17 C17A C16A 131.29(13) . . ? C20A C17A C16A 108.66(11) . . ? C20 C20A C17A 121.53(12) . . ? C20 C20A C12 127.69(12) . . ? C17A C20A C12 110.78(11) . . ? C21 C21A C24A 120.98(12) . . ? C21 C21A C29 128.87(11) . . ? C24A C21A C29 110.14(11) . . ? C24 C24A C21A 120.45(12) . . ? C24 C24A C25A 130.63(12) . . ? C21A C24A C25A 108.91(11) . . ? C25 C25A C28A 119.99(12) . . ? C25 C25A C24A 131.31(12) . . ? C28A C25A C24A 108.70(11) . . ? C28 C28A C25A 121.39(12) . . ? C28 C28A C29 128.14(11) . . ? C25A C28A C29 110.46(11) . . ? N1G C1G C2G 178.44(17) . . ? O3G C3G C4G 109.39(12) . . ? 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 C1A C1 C2 C3 1.0(2) . . . . ? C1 C2 C3 C4 0.1(2) . . . . ? C2 C3 C4 C4A -0.7(2) . . . . ? C5A C5 C6 C7 0.0(2) . . . . ? C5 C6 C7 C8 1.2(2) . . . . ? C6 C7 C8 C8A -0.9(2) . . . . ? O9 C9 C10 C11 93.1(15) . . . . ? C8A C9 C10 C11 -142.7(15) . . . . ? C1A C9 C10 C11 -30.9(16) . . . . ? C9 C10 C11 C12 141(3) . . . . ? C10 C11 C12 O12 130(4) . . . . ? C10 C11 C12 C20A -108(4) . . . . ? C10 C11 C12 C13A 3(4) . . . . ? C13A C13 C14 C15 0.7(2) . . . . ? C13 C14 C15 C16 -1.9(2) . . . . ? C14 C15 C16 C16A 1.4(2) . . . . ? C17A C17 C18 C19 1.0(2) . . . . ? C17 C18 C19 C20 -2.0(2) . . . . ? C18 C19 C20 C20A 0.9(2) . . . . ? C21A C21 C22 C23 0.15(18) . . . . ? C21 C22 C23 C24 1.06(19) . . . . ? C22 C23 C24 C24A -0.93(18) . . . . ? C25A C25 C26 C27 -1.08(19) . . . . ? C25 C26 C27 C28 0.32(19) . . . . ? C26 C27 C28 C28A 1.08(19) . . . . ? O29 C29 C30 C30 93.1(18) . . . 2_665 ? C28A C29 C30 C30 -29.3(19) . . . 2_665 ? C21A C29 C30 C30 -142.9(18) . . . 2_665 ? C2 C1 C1A C4A -1.52(19) . . . . ? C2 C1 C1A C9 -178.10(12) . . . . ? O9 C9 C1A C1 -57.21(17) . . . . ? C10 C9 C1A C1 61.64(16) . . . . ? C8A C9 C1A C1 -179.72(12) . . . . ? O9 C9 C1A C4A 125.90(11) . . . . ? C10 C9 C1A C4A -115.26(12) . . . . ? C8A C9 C1A C4A 3.39(13) . . . . ? C3 C4 C4A C1A 0.20(19) . . . . ? C3 C4 C4A C5A -179.37(13) . . . . ? C1 C1A C4A C4 0.93(19) . . . . ? C9 C1A C4A C4 178.05(11) . . . . ? C1 C1A C4A C5A -179.41(11) . . . . ? C9 C1A C4A C5A -2.29(14) . . . . ? C6 C5 C5A C8A -1.51(19) . . . . ? C6 C5 C5A C4A 177.31(13) . . . . ? C4 C4A C5A C5 0.7(2) . . . . ? C1A C4A C5A C5 -178.89(13) . . . . ? C4 C4A C5A C8A 179.66(13) . . . . ? C1A C4A C5A C8A 0.05(14) . . . . ? C7 C8 C8A C5A -0.56(19) . . . . ? C7 C8 C8A C9 -179.94(12) . . . . ? C5 C5A C8A C8 1.81(19) . . . . ? C4A C5A C8A C8 -177.26(11) . . . . ? C5 C5A C8A C9 -178.71(11) . . . . ? C4A C5A C8A C9 2.22(14) . . . . ? O9 C9 C8A C8 52.62(17) . . . . ? C10 C9 C8A C8 -67.48(16) . . . . ? C1A C9 C8A C8 176.06(12) . . . . ? O9 C9 C8A C5A -126.82(11) . . . . ? C10 C9 C8A C5A 113.09(11) . . . . ? C1A C9 C8A C5A -3.37(13) . . . . ? C14 C13 C13A C16A 0.98(19) . . . . ? C14 C13 C13A C12 -176.68(12) . . . . ? O12 C12 C13A C13 -66.08(16) . . . . ? C11 C12 C13A C13 58.58(16) . . . . ? C20A C12 C13A C13 177.30(12) . . . . ? O12 C12 C13A C16A 116.06(12) . . . . ? C11 C12 C13A C16A -119.28(11) . . . . ? C20A C12 C13A C16A -0.56(13) . . . . ? C15 C16 C16A C13A 0.25(19) . . . . ? C15 C16 C16A C17A 177.29(13) . . . . ? C13 C13A C16A C16 -1.47(19) . . . . ? C12 C13A C16A C16 176.55(11) . . . . ? C13 C13A C16A C17A -179.14(11) . . . . ? C12 C13A C16A C17A -1.13(14) . . . . ? C18 C17 C17A C20A 1.0(2) . . . . ? C18 C17 C17A C16A -178.22(14) . . . . ? C16 C16A C17A C17 4.5(2) . . . . ? C13A C16A C17A C17 -178.21(14) . . . . ? C16 C16A C17A C20A -174.76(14) . . . . ? C13A C16A C17A C20A 2.54(14) . . . . ? C19 C20 C20A C17A 1.0(2) . . . . ? C19 C20 C20A C12 -178.61(12) . . . . ? C17 C17A C20A C20 -2.0(2) . . . . ? C16A C17A C20A C20 177.35(12) . . . . ? C17 C17A C20A C12 177.69(12) . . . . ? C16A C17A C20A C12 -2.95(14) . . . . ? O12 C12 C20A C20 61.41(16) . . . . ? C11 C12 C20A C20 -61.19(17) . . . . ? C13A C12 C20A C20 -178.16(13) . . . . ? O12 C12 C20A C17A -118.27(11) . . . . ? C11 C12 C20A C17A 119.13(12) . . . . ? C13A C12 C20A C17A 2.16(13) . . . . ? C22 C21 C21A C24A -1.45(18) . . . . ? C22 C21 C21A C29 179.41(11) . . . . ? O29 C29 C21A C21 58.34(17) . . . . ? C30 C29 C21A C21 -61.88(16) . . . . ? C28A C29 C21A C21 179.71(12) . . . . ? O29 C29 C21A C24A -120.87(11) . . . . ? C30 C29 C21A C24A 118.90(11) . . . . ? C28A C29 C21A C24A 0.49(12) . . . . ? C23 C24 C24A C21A -0.37(17) . . . . ? C23 C24 C24A C25A -179.26(12) . . . . ? C21 C21A C24A C24 1.58(17) . . . . ? C29 C21A C24A C24 -179.13(10) . . . . ? C21 C21A C24A C25A -179.31(11) . . . . ? C29 C21A C24A C25A -0.02(13) . . . . ? C26 C25 C25A C28A 0.46(18) . . . . ? C26 C25 C25A C24A 179.69(12) . . . . ? C24 C24A C25A C25 -0.8(2) . . . . ? C21A C24A C25A C25 -179.82(12) . . . . ? C24 C24A C25A C28A 178.47(12) . . . . ? C21A C24A C25A C28A -0.52(13) . . . . ? C27 C28 C28A C25A -1.71(18) . . . . ? C27 C28 C28A C29 179.13(11) . . . . ? C25 C25A C28A C28 0.95(18) . . . . ? C24A C25A C28A C28 -178.44(11) . . . . ? C25 C25A C28A C29 -179.75(11) . . . . ? C24A C25A C28A C29 0.85(13) . . . . ? O29 C29 C28A C28 -60.65(16) . . . . ? C30 C29 C28A C28 57.25(16) . . . . ? C21A C29 C28A C28 178.41(12) . . . . ? O29 C29 C28A C25A 120.12(11) . . . . ? C30 C29 C28A C25A -121.99(11) . . . . ? C21A C29 C28A C25A -0.82(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 N1G 0.903(19) 1.865(19) 2.7469(17) 164.9(17) . O29 H29 O9 0.895(19) 1.842(19) 2.7339(15) 174.3(16) . O12 H12 O3G 0.979(19) 1.74(2) 2.7170(15) 178.2(18) . O3G H3G O29 0.968(19) 1.784(19) 2.7453(15) 171.6(15) . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.85 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.236 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.044 #========================================================END data_1.5H2.1.07EtOH.0.93MeCN _database_code_depnum_ccdc_archive 'CCDC 632734' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 1.07(ethanol). 0.93(acetonitrile) clathrate ; _chemical_name_common ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 1.07(ethanol). 0.93(acetonitrile) clathrate ; _chemical_melting_point ? _chemical_formula_moiety '1.5(C28 H18 O2). 1.07(C2 H6 O). 0.93(C2 H3 N)' _chemical_formula_sum 'C46 H36 N O4' _chemical_formula_weight 666.76 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' _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 9.6894(19) _cell_length_b 11.558(2) _cell_length_c 16.063(3) _cell_angle_alpha 80.29(3) _cell_angle_beta 87.53(3) _cell_angle_gamma 89.42(3) _cell_volume 1771.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 35240 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 702 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 14887 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0812 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.58 _diffrn_reflns_theta_max 27.85 _reflns_number_total 8142 _reflns_number_gt 4951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0613P)^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_number_reflns 8142 _refine_ls_number_parameters 477 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0970 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1218 _refine_ls_wR_factor_gt 0.1071 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 -0.24128(16) 0.55048(15) 0.28188(11) 0.0256(4) Uani 1 1 d . . . H1 H -0.2282 0.5955 0.2269 0.031 Uiso 1 1 calc R . . C2 C -0.37115(17) 0.54086(16) 0.32303(12) 0.0322(4) Uani 1 1 d . . . H2 H -0.4482 0.5789 0.2955 0.039 Uiso 1 1 calc R . . C3 C -0.38921(18) 0.47646(18) 0.40353(12) 0.0359(5) Uani 1 1 d . . . H3 H -0.4787 0.4709 0.4304 0.043 Uiso 1 1 calc R . . C4 C -0.27910(17) 0.41988(16) 0.44565(11) 0.0307(4) Uani 1 1 d . . . H4 H -0.2921 0.3766 0.5012 0.037 Uiso 1 1 calc R . . C5 C 0.02210(18) 0.30677(15) 0.50611(10) 0.0278(4) Uani 1 1 d . . . H5 H -0.0443 0.2847 0.5511 0.033 Uiso 1 1 calc R . . C6 C 0.15740(19) 0.26836(16) 0.51340(11) 0.0328(4) Uani 1 1 d . . . H6 H 0.1841 0.2196 0.5638 0.039 Uiso 1 1 calc R . . C7 C 0.25468(19) 0.30045(16) 0.44759(11) 0.0319(4) Uani 1 1 d . . . H7 H 0.3467 0.2720 0.4531 0.038 Uiso 1 1 calc R . . C8 C 0.21891(16) 0.37371(15) 0.37367(10) 0.0255(4) Uani 1 1 d . . . H8 H 0.2857 0.3967 0.3291 0.031 Uiso 1 1 calc R . . O9 O 0.04446(11) 0.45368(10) 0.21358(6) 0.0209(3) Uani 1 1 d . . . C9 C 0.01999(15) 0.49224(14) 0.29333(9) 0.0178(3) Uani 1 1 d . . . H9 H -0.014(2) 0.393(2) 0.2050(14) 0.071(7) Uiso 1 1 d . . . C10 C 0.07368(15) 0.61289(14) 0.28198(9) 0.0187(3) Uani 1 1 d . . . C11 C 0.10722(15) 0.71391(14) 0.27155(9) 0.0187(3) Uani 1 1 d . . . O12 O 0.19658(11) 0.87851(10) 0.17489(6) 0.0212(3) Uani 1 1 d . . . C12 C 0.15151(15) 0.83735(13) 0.26085(9) 0.0180(3) Uani 1 1 d . . . H12 H 0.271(2) 0.822(2) 0.1592(15) 0.070(7) Uiso 1 1 d . . . C13 C 0.38477(16) 0.79399(14) 0.33596(10) 0.0232(4) Uani 1 1 d . . . H13 H 0.4160 0.7423 0.2990 0.028 Uiso 1 1 calc R . . C14 C 0.46469(17) 0.81422(15) 0.40210(11) 0.0284(4) Uani 1 1 d . . . H14 H 0.5519 0.7767 0.4101 0.034 Uiso 1 1 calc R . . C15 C 0.41757(19) 0.88872(15) 0.45623(11) 0.0301(4) Uani 1 1 d . . . H15 H 0.4719 0.8999 0.5021 0.036 Uiso 1 1 calc R . . C16 C 0.29222(18) 0.94749(15) 0.44467(10) 0.0272(4) Uani 1 1 d . . . H16 H 0.2616 0.9999 0.4813 0.033 Uiso 1 1 calc R . . C17 C -0.01339(19) 1.05274(16) 0.38196(11) 0.0333(4) Uani 1 1 d . . . H17 H 0.0125 1.0917 0.4264 0.040 Uiso 1 1 calc R . . C18 C -0.1401(2) 1.07473(18) 0.34577(12) 0.0414(5) Uani 1 1 d . . . H18 H -0.2013 1.1299 0.3654 0.050 Uiso 1 1 calc R . . C19 C -0.17925(19) 1.01755(18) 0.28124(12) 0.0381(5) Uani 1 1 d . . . H19 H -0.2675 1.0328 0.2581 0.046 Uiso 1 1 calc R . . C20 C -0.09049(17) 0.93816(16) 0.25026(11) 0.0284(4) Uani 1 1 d . . . H20 H -0.1168 0.8991 0.2059 0.034 Uiso 1 1 calc R . . C21 C 0.15109(16) 0.39415(15) -0.03082(10) 0.0246(4) Uani 1 1 d . . . H21 H 0.1519 0.4737 -0.0583 0.030 Uiso 1 1 calc R . . C22 C 0.06709(16) 0.31222(16) -0.05783(10) 0.0274(4) Uani 1 1 d . . . H22 H 0.0098 0.3359 -0.1042 0.033 Uiso 1 1 calc R . . C23 C 0.06635(16) 0.19581(16) -0.01738(10) 0.0276(4) Uani 1 1 d . . . H23 H 0.0097 0.1407 -0.0374 0.033 Uiso 1 1 calc R . . C24 C 0.14658(15) 0.15865(15) 0.05157(10) 0.0228(4) Uani 1 1 d . . . H24 H 0.1444 0.0794 0.0795 0.027 Uiso 1 1 calc R . . C25 C 0.36104(16) 0.13079(15) 0.20710(10) 0.0231(4) Uani 1 1 d . . . H25 H 0.3196 0.0567 0.2072 0.028 Uiso 1 1 calc R . . C26 C 0.45792(16) 0.14488(16) 0.26638(10) 0.0274(4) Uani 1 1 d . . . H26 H 0.4808 0.0799 0.3082 0.033 Uiso 1 1 calc R . . C27 C 0.52136(16) 0.25228(16) 0.26529(10) 0.0269(4) Uani 1 1 d . . . H27 H 0.5881 0.2598 0.3056 0.032 Uiso 1 1 calc R . . C28 C 0.48787(16) 0.34891(15) 0.20557(10) 0.0232(4) Uani 1 1 d . . . H28 H 0.5318 0.4223 0.2043 0.028 Uiso 1 1 calc R . . O29 O 0.26915(11) 0.52629(10) 0.10938(7) 0.0233(3) Uani 1 1 d . . . C29 C 0.33495(15) 0.42912(13) 0.07802(9) 0.0175(3) Uani 1 1 d . . . H29 H 0.197(2) 0.498(2) 0.1457(14) 0.058(7) Uiso 1 1 d . . . C30 C 0.45047(15) 0.48024(13) 0.02074(10) 0.0185(3) Uani 1 1 d . . . C1A C -0.13211(15) 0.49256(14) 0.32338(10) 0.0192(3) Uani 1 1 d . . . C4A C -0.14930(16) 0.42798(14) 0.40482(10) 0.0214(4) Uani 1 1 d . . . C5A C -0.01483(16) 0.37796(14) 0.43204(10) 0.0207(4) Uani 1 1 d . . . C8A C 0.08440(15) 0.41201(14) 0.36682(9) 0.0190(3) Uani 1 1 d . . . C13A C 0.25937(15) 0.85070(13) 0.32548(9) 0.0177(3) Uani 1 1 d . . . C16A C 0.21265(16) 0.92805(14) 0.37847(10) 0.0204(4) Uani 1 1 d . . . C17A C 0.07509(17) 0.97246(14) 0.35184(10) 0.0232(4) Uani 1 1 d . . . C20A C 0.03667(16) 0.91733(14) 0.28528(10) 0.0202(3) Uani 1 1 d . . . C21A C 0.23365(15) 0.35744(14) 0.03697(9) 0.0175(3) Uani 1 1 d . . . C24A C 0.23045(15) 0.24090(14) 0.07866(9) 0.0182(3) Uani 1 1 d . . . C25A C 0.32673(15) 0.22777(14) 0.14801(9) 0.0185(3) Uani 1 1 d . . . C28A C 0.38967(15) 0.33610(14) 0.14824(9) 0.0180(3) Uani 1 1 d . . . N1G N -0.13585(16) 0.30041(15) 0.16397(11) 0.0449(4) Uani 1 1 d . . . C2G C -0.2796(2) 0.1922(2) 0.06884(13) 0.0482(6) Uani 1 1 d . . . O3G O 0.39637(12) 0.72427(11) 0.14210(8) 0.0338(3) Uani 1 1 d . . . C3G C 0.52910(17) 0.75341(17) 0.10281(12) 0.0333(4) Uani 1 1 d . . . H3GA H 0.5263 0.7533 0.0413 0.040 Uiso 1 1 calc R . . H3GB H 0.5979 0.6944 0.1265 0.040 Uiso 1 1 calc R . . H3G H 0.359(2) 0.655(2) 0.1297(15) 0.072(7) Uiso 1 1 d . . . C4G C 0.5695(3) 0.8714(2) 0.11796(18) 0.0775(9) Uani 1 1 d . . . H4GA H 0.5706 0.8714 0.1789 0.116 Uiso 1 1 calc R . . H4GB H 0.5027 0.9299 0.0927 0.116 Uiso 1 1 calc R . . H4GC H 0.6617 0.8908 0.0922 0.116 Uiso 1 1 calc R . . C1GA C -0.1988(2) 0.2559(2) 0.11991(15) 0.0299(6) Uiso 0.93 1 d P . . C1GB C -0.201(3) 0.297(3) 0.099(2) 0.042(9) Uiso 0.07 1 d P . . 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 0.0232(9) 0.0261(10) 0.0295(9) -0.0104(8) -0.0022(7) 0.0021(7) C2 0.0212(9) 0.0378(11) 0.0434(12) -0.0225(9) -0.0047(8) 0.0047(8) C3 0.0212(9) 0.0481(12) 0.0440(12) -0.0266(10) 0.0102(8) -0.0061(8) C4 0.0297(10) 0.0338(11) 0.0305(10) -0.0130(8) 0.0107(8) -0.0100(8) C5 0.0401(10) 0.0240(10) 0.0183(9) -0.0012(7) 0.0029(7) -0.0086(8) C6 0.0460(11) 0.0267(10) 0.0237(10) 0.0031(8) -0.0097(8) 0.0004(9) C7 0.0322(10) 0.0312(11) 0.0322(10) -0.0032(8) -0.0090(8) 0.0064(8) C8 0.0234(9) 0.0290(10) 0.0236(9) -0.0029(8) 0.0004(7) 0.0003(7) O9 0.0246(6) 0.0217(6) 0.0170(6) -0.0061(5) 0.0031(4) -0.0041(5) C9 0.0190(8) 0.0181(8) 0.0163(8) -0.0036(7) 0.0022(6) -0.0013(6) C10 0.0180(8) 0.0229(9) 0.0147(8) -0.0019(7) 0.0004(6) -0.0009(7) C11 0.0185(8) 0.0224(9) 0.0149(8) -0.0029(7) -0.0006(6) 0.0007(7) O12 0.0275(6) 0.0190(6) 0.0155(6) 0.0009(5) 0.0032(5) -0.0017(5) C12 0.0215(8) 0.0166(8) 0.0154(8) -0.0013(6) -0.0003(6) -0.0004(7) C13 0.0232(8) 0.0219(9) 0.0244(9) -0.0039(7) -0.0019(7) 0.0023(7) C14 0.0256(9) 0.0265(10) 0.0318(10) 0.0011(8) -0.0086(7) -0.0019(8) C15 0.0409(11) 0.0247(10) 0.0249(9) -0.0017(8) -0.0115(8) -0.0068(8) C16 0.0411(10) 0.0213(9) 0.0198(9) -0.0046(7) -0.0017(7) -0.0044(8) C17 0.0445(11) 0.0299(11) 0.0257(10) -0.0068(8) 0.0024(8) 0.0120(9) C18 0.0455(12) 0.0439(13) 0.0322(11) -0.0028(9) 0.0076(9) 0.0244(10) C19 0.0318(10) 0.0466(13) 0.0329(11) 0.0007(9) 0.0004(8) 0.0170(9) C20 0.0269(9) 0.0319(10) 0.0249(9) -0.0006(8) -0.0004(7) 0.0040(8) C21 0.0244(9) 0.0244(9) 0.0221(9) 0.0036(7) 0.0024(7) 0.0024(7) C22 0.0217(9) 0.0370(11) 0.0228(9) -0.0026(8) -0.0040(7) 0.0002(8) C23 0.0218(9) 0.0352(11) 0.0277(9) -0.0102(8) -0.0009(7) -0.0060(8) C24 0.0214(8) 0.0194(9) 0.0276(9) -0.0047(7) 0.0024(7) -0.0035(7) C25 0.0209(8) 0.0201(9) 0.0260(9) 0.0015(7) 0.0028(7) -0.0002(7) C26 0.0228(9) 0.0332(10) 0.0229(9) 0.0040(8) 0.0012(7) 0.0051(8) C27 0.0188(8) 0.0378(11) 0.0245(9) -0.0063(8) -0.0021(7) 0.0014(8) C28 0.0199(8) 0.0263(10) 0.0244(9) -0.0073(7) 0.0017(7) -0.0027(7) O29 0.0228(6) 0.0180(6) 0.0288(6) -0.0057(5) 0.0106(5) -0.0012(5) C29 0.0178(8) 0.0142(8) 0.0202(8) -0.0033(7) 0.0052(6) 0.0003(6) C30 0.0210(8) 0.0131(8) 0.0210(8) -0.0026(7) 0.0015(6) 0.0008(6) C1A 0.0177(8) 0.0182(9) 0.0237(9) -0.0091(7) 0.0008(6) -0.0014(6) C4A 0.0223(8) 0.0207(9) 0.0227(9) -0.0090(7) 0.0041(7) -0.0058(7) C5A 0.0277(9) 0.0163(8) 0.0186(8) -0.0051(7) 0.0033(7) -0.0047(7) C8A 0.0224(8) 0.0166(8) 0.0181(8) -0.0028(7) -0.0004(6) -0.0028(7) C13A 0.0208(8) 0.0142(8) 0.0169(8) 0.0003(6) 0.0006(6) -0.0033(6) C16A 0.0265(9) 0.0159(8) 0.0184(8) -0.0015(7) 0.0012(7) -0.0034(7) C17A 0.0301(9) 0.0184(9) 0.0202(9) -0.0016(7) 0.0043(7) 0.0010(7) C20A 0.0227(8) 0.0171(9) 0.0192(8) 0.0008(7) 0.0028(6) 0.0014(7) C21A 0.0155(7) 0.0182(9) 0.0178(8) -0.0014(7) 0.0049(6) -0.0003(6) C24A 0.0158(8) 0.0192(9) 0.0191(8) -0.0028(7) 0.0047(6) -0.0013(6) C25A 0.0167(8) 0.0189(9) 0.0187(8) -0.0008(7) 0.0045(6) -0.0008(6) C28A 0.0164(8) 0.0190(9) 0.0175(8) -0.0013(7) 0.0061(6) -0.0002(6) N1G 0.0388(9) 0.0477(11) 0.0534(11) -0.0245(9) 0.0048(8) -0.0164(8) C2G 0.0372(11) 0.0638(15) 0.0499(13) -0.0271(11) -0.0005(9) -0.0157(11) O3G 0.0284(7) 0.0302(7) 0.0461(8) -0.0197(6) 0.0144(6) -0.0067(6) C3G 0.0233(9) 0.0395(12) 0.0391(11) -0.0144(9) 0.0061(8) -0.0012(8) C4G 0.0642(16) 0.0704(18) 0.108(2) -0.0537(17) 0.0504(15) -0.0431(14) _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 C1A 1.381(2) . ? C1 C2 1.392(2) . ? C2 C3 1.384(3) . ? C3 C4 1.387(3) . ? C4 C4A 1.390(2) . ? C5 C6 1.383(3) . ? C5 C5A 1.386(2) . ? C6 C7 1.390(3) . ? C7 C8 1.392(2) . ? C8 C8A 1.375(2) . ? O9 C9 1.4353(18) . ? C9 C10 1.473(2) . ? C9 C8A 1.525(2) . ? C9 C1A 1.531(2) . ? C10 C11 1.198(2) . ? C11 C12 1.474(2) . ? O12 C12 1.4332(18) . ? C12 C20A 1.520(2) . ? C12 C13A 1.531(2) . ? C13 C13A 1.378(2) . ? C13 C14 1.393(2) . ? C14 C15 1.384(3) . ? C15 C16 1.390(3) . ? C16 C16A 1.389(2) . ? C17 C18 1.384(3) . ? C17 C17A 1.389(2) . ? C18 C19 1.388(3) . ? C19 C20 1.389(3) . ? C20 C20A 1.379(2) . ? C21 C21A 1.385(2) . ? C21 C22 1.390(2) . ? C22 C23 1.392(2) . ? C23 C24 1.386(2) . ? C24 C24A 1.393(2) . ? C25 C25A 1.389(2) . ? C25 C26 1.395(2) . ? C26 C27 1.388(2) . ? C27 C28 1.390(2) . ? C28 C28A 1.378(2) . ? O29 C29 1.4389(19) . ? C29 C30 1.480(2) . ? C29 C28A 1.530(2) . ? C29 C21A 1.530(2) . ? C30 C30 1.194(3) 2_665 ? C1A C4A 1.397(2) . ? C4A C5A 1.474(2) . ? C5A C8A 1.399(2) . ? C13A C16A 1.394(2) . ? C16A C17A 1.478(2) . ? C17A C20A 1.399(2) . ? C21A C24A 1.399(2) . ? C24A C25A 1.471(2) . ? C25A C28A 1.399(2) . ? N1G C1GA 1.142(2) . ? N1G C1GB 1.25(3) . ? C2G C1GA 1.449(3) . ? C2G C1GB 1.59(3) . ? O3G C3G 1.426(2) . ? C3G C4G 1.484(3) . ? 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 C1A C1 C2 117.97(17) . . ? C3 C2 C1 120.73(17) . . ? C2 C3 C4 121.23(16) . . ? C3 C4 C4A 118.48(17) . . ? C6 C5 C5A 118.84(16) . . ? C5 C6 C7 120.63(16) . . ? C6 C7 C8 120.83(17) . . ? C8A C8 C7 118.34(16) . . ? O9 C9 C10 105.97(12) . . ? O9 C9 C8A 113.33(13) . . ? C10 C9 C8A 112.29(12) . . ? O9 C9 C1A 114.56(12) . . ? C10 C9 C1A 109.01(13) . . ? C8A C9 C1A 101.77(12) . . ? C11 C10 C9 174.98(16) . . ? C10 C11 C12 178.22(16) . . ? O12 C12 C11 110.42(12) . . ? O12 C12 C20A 108.72(12) . . ? C11 C12 C20A 112.16(12) . . ? O12 C12 C13A 114.02(12) . . ? C11 C12 C13A 109.76(13) . . ? C20A C12 C13A 101.52(12) . . ? C13A C13 C14 118.45(16) . . ? C15 C14 C13 120.33(16) . . ? C14 C15 C16 121.14(16) . . ? C16A C16 C15 118.65(16) . . ? C18 C17 C17A 118.56(17) . . ? C17 C18 C19 121.13(18) . . ? C18 C19 C20 120.52(17) . . ? C20A C20 C19 118.52(16) . . ? C21A C21 C22 118.62(16) . . ? C21 C22 C23 120.47(15) . . ? C24 C23 C22 121.36(15) . . ? C23 C24 C24A 118.08(16) . . ? C25A C25 C26 118.39(15) . . ? C27 C26 C25 121.05(16) . . ? C26 C27 C28 120.45(15) . . ? C28A C28 C27 118.68(15) . . ? O29 C29 C30 105.79(12) . . ? O29 C29 C28A 113.04(12) . . ? C30 C29 C28A 110.05(13) . . ? O29 C29 C21A 112.46(12) . . ? C30 C29 C21A 114.16(12) . . ? C28A C29 C21A 101.54(12) . . ? C30 C30 C29 175.4(2) 2_665 . ? C1 C1A C4A 121.64(15) . . ? C1 C1A C9 128.08(15) . . ? C4A C1A C9 110.21(14) . . ? C4 C4A C1A 119.92(16) . . ? C4 C4A C5A 131.22(16) . . ? C1A C4A C5A 108.86(14) . . ? C5 C5A C8A 120.18(15) . . ? C5 C5A C4A 131.22(15) . . ? C8A C5A C4A 108.58(14) . . ? C8 C8A C5A 121.16(15) . . ? C8 C8A C9 128.41(14) . . ? C5A C8A C9 110.43(13) . . ? C13 C13A C16A 121.59(14) . . ? C13 C13A C12 127.68(14) . . ? C16A C13A C12 110.69(14) . . ? C16 C16A C13A 119.81(15) . . ? C16 C16A C17A 131.69(15) . . ? C13A C16A C17A 108.46(13) . . ? C17 C17A C20A 120.11(15) . . ? C17 C17A C16A 131.42(15) . . ? C20A C17A C16A 108.47(14) . . ? C20 C20A C17A 121.12(15) . . ? C20 C20A C12 128.10(14) . . ? C17A C20A C12 110.78(13) . . ? C21 C21A C24A 120.76(14) . . ? C21 C21A C29 128.81(14) . . ? C24A C21A C29 110.42(13) . . ? C24 C24A C21A 120.67(14) . . ? C24 C24A C25A 130.50(15) . . ? C21A C24A C25A 108.82(13) . . ? C25 C25A C28A 120.13(14) . . ? C25 C25A C24A 131.20(14) . . ? C28A C25A C24A 108.67(13) . . ? C28 C28A C25A 121.28(15) . . ? C28 C28A C29 128.17(14) . . ? C25A C28A C29 110.55(13) . . ? C1GA N1G C1GB 25.4(17) . . ? C1GA C2G C1GB 19.6(14) . . ? O3G C3G C4G 109.29(15) . . ? N1G C1GA C2G 175.9(3) . . ? N1G C1GB C2G 131(3) . . ? 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 C1A C1 C2 C3 0.9(2) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C4A -0.7(3) . . . . ? C5A C5 C6 C7 -0.1(3) . . . . ? C5 C6 C7 C8 1.3(3) . . . . ? C6 C7 C8 C8A -1.0(3) . . . . ? O9 C9 C10 C11 96.2(18) . . . . ? C8A C9 C10 C11 -139.6(17) . . . . ? C1A C9 C10 C11 -27.6(18) . . . . ? C9 C10 C11 C12 142(5) . . . . ? C10 C11 C12 O12 126(6) . . . . ? C10 C11 C12 C20A -113(6) . . . . ? C10 C11 C12 C13A -1(6) . . . . ? C13A C13 C14 C15 0.7(2) . . . . ? C13 C14 C15 C16 -1.9(3) . . . . ? C14 C15 C16 C16A 1.5(2) . . . . ? C17A C17 C18 C19 0.5(3) . . . . ? C17 C18 C19 C20 -1.3(3) . . . . ? C18 C19 C20 C20A 0.3(3) . . . . ? C21A C21 C22 C23 0.0(2) . . . . ? C21 C22 C23 C24 1.3(3) . . . . ? C22 C23 C24 C24A -1.1(2) . . . . ? C25A C25 C26 C27 -1.6(2) . . . . ? C25 C26 C27 C28 1.0(2) . . . . ? C26 C27 C28 C28A 0.7(2) . . . . ? O29 C29 C30 C30 94(3) . . . 2_665 ? C28A C29 C30 C30 -29(3) . . . 2_665 ? C21A C29 C30 C30 -142(3) . . . 2_665 ? C2 C1 C1A C4A -1.3(2) . . . . ? C2 C1 C1A C9 -177.97(15) . . . . ? O9 C9 C1A C1 -56.8(2) . . . . ? C10 C9 C1A C1 61.69(19) . . . . ? C8A C9 C1A C1 -179.52(15) . . . . ? O9 C9 C1A C4A 126.19(14) . . . . ? C10 C9 C1A C4A -115.29(14) . . . . ? C8A C9 C1A C4A 3.50(16) . . . . ? C3 C4 C4A C1A 0.3(2) . . . . ? C3 C4 C4A C5A -179.49(16) . . . . ? C1 C1A C4A C4 0.7(2) . . . . ? C9 C1A C4A C4 177.91(14) . . . . ? C1 C1A C4A C5A -179.45(14) . . . . ? C9 C1A C4A C5A -2.24(17) . . . . ? C6 C5 C5A C8A -1.4(2) . . . . ? C6 C5 C5A C4A 177.35(15) . . . . ? C4 C4A C5A C5 0.8(3) . . . . ? C1A C4A C5A C5 -178.98(16) . . . . ? C4 C4A C5A C8A 179.68(16) . . . . ? C1A C4A C5A C8A -0.15(17) . . . . ? C7 C8 C8A C5A -0.4(2) . . . . ? C7 C8 C8A C9 179.77(15) . . . . ? C5 C5A C8A C8 1.6(2) . . . . ? C4A C5A C8A C8 -177.36(14) . . . . ? C5 C5A C8A C9 -178.53(13) . . . . ? C4A C5A C8A C9 2.49(17) . . . . ? O9 C9 C8A C8 52.7(2) . . . . ? C10 C9 C8A C8 -67.3(2) . . . . ? C1A C9 C8A C8 176.23(15) . . . . ? O9 C9 C8A C5A -127.13(14) . . . . ? C10 C9 C8A C5A 112.83(14) . . . . ? C1A C9 C8A C5A -3.60(16) . . . . ? C14 C13 C13A C16A 0.9(2) . . . . ? C14 C13 C13A C12 -176.52(15) . . . . ? O12 C12 C13A C13 -66.1(2) . . . . ? C11 C12 C13A C13 58.3(2) . . . . ? C20A C12 C13A C13 177.16(15) . . . . ? O12 C12 C13A C16A 116.26(14) . . . . ? C11 C12 C13A C16A -119.28(14) . . . . ? C20A C12 C13A C16A -0.45(16) . . . . ? C15 C16 C16A C13A 0.1(2) . . . . ? C15 C16 C16A C17A 177.34(16) . . . . ? C13 C13A C16A C16 -1.3(2) . . . . ? C12 C13A C16A C16 176.53(14) . . . . ? C13 C13A C16A C17A -179.10(14) . . . . ? C12 C13A C16A C17A -1.32(17) . . . . ? C18 C17 C17A C20A 1.2(3) . . . . ? C18 C17 C17A C16A -177.83(17) . . . . ? C16 C16A C17A C17 4.3(3) . . . . ? C13A C16A C17A C17 -178.17(17) . . . . ? C16 C16A C17A C20A -174.76(17) . . . . ? C13A C16A C17A C20A 2.74(18) . . . . ? C19 C20 C20A C17A 1.4(2) . . . . ? C19 C20 C20A C12 -178.43(15) . . . . ? C17 C17A C20A C20 -2.2(2) . . . . ? C16A C17A C20A C20 177.02(14) . . . . ? C17 C17A C20A C12 177.71(15) . . . . ? C16A C17A C20A C12 -3.08(17) . . . . ? O12 C12 C20A C20 61.6(2) . . . . ? C11 C12 C20A C20 -60.8(2) . . . . ? C13A C12 C20A C20 -177.93(16) . . . . ? O12 C12 C20A C17A -118.32(14) . . . . ? C11 C12 C20A C17A 119.28(14) . . . . ? C13A C12 C20A C17A 2.19(16) . . . . ? C22 C21 C21A C24A -1.4(2) . . . . ? C22 C21 C21A C29 179.48(15) . . . . ? O29 C29 C21A C21 58.7(2) . . . . ? C30 C29 C21A C21 -61.8(2) . . . . ? C28A C29 C21A C21 179.80(15) . . . . ? O29 C29 C21A C24A -120.52(14) . . . . ? C30 C29 C21A C24A 118.95(15) . . . . ? C28A C29 C21A C24A 0.59(16) . . . . ? C23 C24 C24A C21A -0.3(2) . . . . ? C23 C24 C24A C25A -179.12(15) . . . . ? C21 C21A C24A C24 1.6(2) . . . . ? C29 C21A C24A C24 -179.16(13) . . . . ? C21 C21A C24A C25A -179.38(14) . . . . ? C29 C21A C24A C25A -0.10(17) . . . . ? C26 C25 C25A C28A 0.6(2) . . . . ? C26 C25 C25A C24A 179.84(15) . . . . ? C24 C24A C25A C25 -0.9(3) . . . . ? C21A C24A C25A C25 -179.81(16) . . . . ? C24 C24A C25A C28A 178.44(15) . . . . ? C21A C24A C25A C28A -0.50(17) . . . . ? C27 C28 C28A C25A -1.7(2) . . . . ? C27 C28 C28A C29 179.22(15) . . . . ? C25 C25A C28A C28 1.0(2) . . . . ? C24A C25A C28A C28 -178.36(14) . . . . ? C25 C25A C28A C29 -179.70(14) . . . . ? C24A C25A C28A C29 0.90(17) . . . . ? O29 C29 C28A C28 -61.0(2) . . . . ? C30 C29 C28A C28 57.0(2) . . . . ? C21A C29 C28A C28 178.29(15) . . . . ? O29 C29 C28A C25A 119.79(14) . . . . ? C30 C29 C28A C25A -122.18(14) . . . . ? C21A C29 C28A C25A -0.91(16) . . . . ? C1GB N1G C1GA C2G -169(6) . . . . ? C1GB C2G C1GA N1G 169(6) . . . . ? C1GA N1G C1GB C2G 1.0(5) . . . . ? C1GA C2G C1GB N1G -1.0(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 N1G 0.94(2) 1.82(2) 2.7358(19) 165(2) . O12 H12 O3G 1.02(3) 1.70(3) 2.7133(18) 175(2) . O3G H3G O29 0.93(2) 1.82(2) 2.7479(18) 174(2) . O29 H29 O9 0.92(2) 1.82(2) 2.7375(18) 175(2) . _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 27.85 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.473 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.049 #========================================================END data_1.5H2.1.41EtOH.0.59MeCN _database_code_depnum_ccdc_archive 'CCDC 632735' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 1.41(ethanol). 0.59(acetonitrile) clathrate ; _chemical_name_common ; 1.5(9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 1.41(ethanol). 0.59(acetonitrile) clathrate ; _chemical_melting_point ? _chemical_formula_moiety '1.5(C28 H18 O2). 1.41(C2 H6 O). 0.59(C2 H3 N)' _chemical_formula_sum 'C46 H36 N O4' _chemical_formula_weight 666.76 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' _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 9.6310(19) _cell_length_b 11.548(2) _cell_length_c 16.154(3) _cell_angle_alpha 80.54(3) _cell_angle_beta 87.79(3) _cell_angle_gamma 89.66(3) _cell_volume 1770.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 33304 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 702 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 14997 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0641 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 27.85 _reflns_number_total 8198 _reflns_number_gt 5429 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX (1999)' _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^)+(0.0659P)^2^+0.1388P] 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_number_reflns 8198 _refine_ls_number_parameters 475 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1290 _refine_ls_wR_factor_gt 0.1142 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 -0.24619(17) 0.54855(14) 0.28182(10) 0.0267(4) Uani 1 1 d . . . H1 H -0.2333 0.5930 0.2271 0.032 Uiso 1 1 calc R . . C2 C -0.37666(18) 0.54024(15) 0.32292(11) 0.0329(4) Uani 1 1 d . . . H2 H -0.4541 0.5783 0.2956 0.039 Uiso 1 1 calc R . . C3 C -0.39435(18) 0.47690(16) 0.40335(11) 0.0360(4) Uani 1 1 d . . . H3 H -0.4840 0.4722 0.4304 0.043 Uiso 1 1 calc R . . C4 C -0.28317(18) 0.42025(15) 0.44508(11) 0.0314(4) Uani 1 1 d . . . H4 H -0.2958 0.3777 0.5004 0.038 Uiso 1 1 calc R . . C5 C 0.02003(18) 0.30750(13) 0.50509(10) 0.0285(4) Uani 1 1 d . . . H5 H -0.0462 0.2866 0.5501 0.034 Uiso 1 1 calc R . . C6 C 0.15644(19) 0.26868(14) 0.51227(10) 0.0327(4) Uani 1 1 d . . . H6 H 0.1837 0.2209 0.5626 0.039 Uiso 1 1 calc R . . C7 C 0.25330(19) 0.29911(15) 0.44660(10) 0.0325(4) Uani 1 1 d . . . H7 H 0.3457 0.2704 0.4520 0.039 Uiso 1 1 calc R . . C8 C 0.21689(17) 0.37107(14) 0.37297(10) 0.0268(4) Uani 1 1 d . . . H8 H 0.2838 0.3930 0.3285 0.032 Uiso 1 1 calc R . . O9 O 0.03910(12) 0.45044(9) 0.21328(6) 0.0224(2) Uani 1 1 d . . . C9 C 0.01599(15) 0.48939(12) 0.29273(9) 0.0185(3) Uani 1 1 d . . . H9 H -0.020(2) 0.391(2) 0.2089(13) 0.058(7) Uiso 1 1 d . . . C10 C 0.07099(15) 0.61023(13) 0.28154(9) 0.0195(3) Uani 1 1 d . . . C11 C 0.10385(15) 0.71125(12) 0.27185(9) 0.0189(3) Uani 1 1 d . . . O12 O 0.19001(11) 0.87719(9) 0.17570(6) 0.0215(2) Uani 1 1 d . . . C12 C 0.14772(15) 0.83514(12) 0.26130(9) 0.0184(3) Uani 1 1 d . . . H12 H 0.262(3) 0.826(2) 0.1598(14) 0.062(7) Uiso 1 1 d . . . C13 C 0.38440(16) 0.79423(13) 0.33453(9) 0.0241(3) Uani 1 1 d . . . H13 H 0.4153 0.7429 0.2973 0.029 Uiso 1 1 calc R . . C14 C 0.46635(18) 0.81459(14) 0.39990(10) 0.0286(4) Uani 1 1 d . . . H14 H 0.5543 0.7774 0.4073 0.034 Uiso 1 1 calc R . . C15 C 0.41976(19) 0.88905(14) 0.45412(10) 0.0304(4) Uani 1 1 d . . . H15 H 0.4751 0.9007 0.4995 0.036 Uiso 1 1 calc R . . C16 C 0.29318(18) 0.94701(14) 0.44318(10) 0.0282(4) Uani 1 1 d . . . H16 H 0.2631 0.9994 0.4798 0.034 Uiso 1 1 calc R . . C17 C -0.0163(2) 1.04964(15) 0.38344(11) 0.0349(4) Uani 1 1 d . . . H17 H 0.0107 1.0891 0.4274 0.042 Uiso 1 1 calc R . . C18 C -0.1456(2) 1.07020(17) 0.34827(11) 0.0423(5) Uani 1 1 d . . . H18 H -0.2069 1.1252 0.3681 0.051 Uiso 1 1 calc R . . C19 C -0.1866(2) 1.01168(17) 0.28464(11) 0.0392(5) Uani 1 1 d . . . H19 H -0.2765 1.0254 0.2628 0.047 Uiso 1 1 calc R . . C20 C -0.09734(17) 0.93306(14) 0.25256(10) 0.0291(4) Uani 1 1 d . . . H20 H -0.1245 0.8936 0.2086 0.035 Uiso 1 1 calc R . . C21 C 0.15284(17) 0.38863(14) -0.03440(10) 0.0274(4) Uani 1 1 d . . . H21 H 0.1539 0.4678 -0.0623 0.033 Uiso 1 1 calc R . . C22 C 0.06991(18) 0.30535(15) -0.06185(10) 0.0326(4) Uani 1 1 d . . . H22 H 0.0138 0.3279 -0.1089 0.039 Uiso 1 1 calc R . . C23 C 0.06837(18) 0.18937(15) -0.02108(10) 0.0310(4) Uani 1 1 d . . . H23 H 0.0126 0.1333 -0.0413 0.037 Uiso 1 1 calc R . . C24 C 0.14715(16) 0.15455(14) 0.04868(10) 0.0257(4) Uani 1 1 d . . . H24 H 0.1445 0.0757 0.0770 0.031 Uiso 1 1 calc R . . C25 C 0.35853(16) 0.13115(13) 0.20678(9) 0.0236(3) Uani 1 1 d . . . H25 H 0.3165 0.0568 0.2073 0.028 Uiso 1 1 calc R . . C26 C 0.45433(17) 0.14655(14) 0.26606(10) 0.0274(4) Uani 1 1 d . . . H26 H 0.4763 0.0822 0.3082 0.033 Uiso 1 1 calc R . . C27 C 0.51880(17) 0.25429(15) 0.26511(10) 0.0276(4) Uani 1 1 d . . . H27 H 0.5851 0.2627 0.3058 0.033 Uiso 1 1 calc R . . C28 C 0.48599(16) 0.34979(14) 0.20440(9) 0.0234(3) Uani 1 1 d . . . H28 H 0.5301 0.4235 0.2028 0.028 Uiso 1 1 calc R . . O29 O 0.26495(11) 0.52358(9) 0.10700(7) 0.0240(3) Uani 1 1 d . . . C29 C 0.33347(15) 0.42695(12) 0.07605(9) 0.0189(3) Uani 1 1 d . . . H29 H 0.190(3) 0.494(2) 0.1472(14) 0.066(7) Uiso 1 1 d . . . C30 C 0.45013(16) 0.47961(12) 0.02022(9) 0.0196(3) Uani 1 1 d . . . C1A C -0.13631(15) 0.49058(12) 0.32269(9) 0.0198(3) Uani 1 1 d . . . C4A C -0.15305(16) 0.42716(13) 0.40417(9) 0.0219(3) Uani 1 1 d . . . C5A C -0.01817(16) 0.37733(12) 0.43109(9) 0.0214(3) Uani 1 1 d . . . C8A C 0.08139(16) 0.40997(12) 0.36591(9) 0.0199(3) Uani 1 1 d . . . C13A C 0.25801(15) 0.84977(12) 0.32484(9) 0.0189(3) Uani 1 1 d . . . C16A C 0.21146(16) 0.92731(12) 0.37802(9) 0.0214(3) Uani 1 1 d . . . C17A C 0.07233(17) 0.96988(13) 0.35257(9) 0.0236(3) Uani 1 1 d . . . C20A C 0.03199(16) 0.91425(12) 0.28664(9) 0.0212(3) Uani 1 1 d . . . C21A C 0.23376(15) 0.35420(12) 0.03421(9) 0.0190(3) Uani 1 1 d . . . C24A C 0.23047(15) 0.23774(12) 0.07644(9) 0.0192(3) Uani 1 1 d . . . C25A C 0.32529(15) 0.22657(12) 0.14668(9) 0.0186(3) Uani 1 1 d . . . C28A C 0.38852(15) 0.33536(12) 0.14684(9) 0.0187(3) Uani 1 1 d . . . O1G O -0.1291(4) 0.2707(3) 0.1869(2) 0.0417(10) Uiso 0.41 1 d P . . C1G C -0.1904(6) 0.2902(5) 0.1043(4) 0.0388(14) Uiso 0.41 1 d P . . C2G C -0.2829(5) 0.1939(4) 0.0680(3) 0.0482(14) Uiso 0.59 1 d P . . N3G N -0.1427(4) 0.3019(3) 0.1616(2) 0.0429(9) Uiso 0.59 1 d P . . C3G C -0.1992(4) 0.2512(3) 0.1191(2) 0.0308(8) Uiso 0.59 1 d P . . C4G C -0.2552(6) 0.1715(5) 0.0822(3) 0.0316(14) Uiso 0.41 1 d P . . O5G O 0.38975(12) 0.72405(11) 0.14060(8) 0.0346(3) Uani 1 1 d . . . C5G C 0.52211(18) 0.75543(16) 0.10115(12) 0.0354(4) Uani 1 1 d . . . H5GA H 0.5192 0.7531 0.0403 0.043 Uiso 1 1 calc R . . H5GB H 0.5932 0.6988 0.1253 0.043 Uiso 1 1 calc R . . H5G H 0.358(2) 0.653(2) 0.1286(13) 0.054(6) Uiso 1 1 d . . . C6G C 0.5590(3) 0.8752(2) 0.11443(18) 0.0723(8) Uani 1 1 d . . . H6GA H 0.4875 0.9307 0.0913 0.109 Uiso 1 1 calc R . . H6GB H 0.6489 0.8978 0.0861 0.109 Uiso 1 1 calc R . . H6GC H 0.5650 0.8764 0.1747 0.109 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 0.0268(9) 0.0234(8) 0.0318(9) -0.0101(7) -0.0027(7) 0.0009(7) C2 0.0233(9) 0.0352(9) 0.0452(11) -0.0208(8) -0.0048(8) 0.0052(7) C3 0.0223(9) 0.0453(10) 0.0453(11) -0.0249(9) 0.0100(8) -0.0062(8) C4 0.0301(10) 0.0357(9) 0.0302(9) -0.0129(7) 0.0114(7) -0.0098(8) C5 0.0411(10) 0.0239(8) 0.0194(8) -0.0007(6) 0.0039(7) -0.0068(7) C6 0.0440(11) 0.0266(9) 0.0250(9) 0.0048(7) -0.0078(8) 0.0004(8) C7 0.0325(10) 0.0312(9) 0.0323(9) 0.0002(7) -0.0068(8) 0.0064(7) C8 0.0245(9) 0.0274(8) 0.0269(8) -0.0009(6) 0.0033(7) 0.0008(7) O9 0.0283(6) 0.0219(6) 0.0173(5) -0.0055(4) 0.0056(4) -0.0033(5) C9 0.0215(8) 0.0172(7) 0.0165(7) -0.0028(5) 0.0032(6) -0.0015(6) C10 0.0206(8) 0.0210(8) 0.0160(7) -0.0009(6) 0.0005(6) -0.0004(6) C11 0.0194(8) 0.0219(8) 0.0151(7) -0.0024(6) -0.0007(6) 0.0005(6) O12 0.0284(6) 0.0193(5) 0.0159(5) -0.0009(4) 0.0023(4) -0.0001(5) C12 0.0223(8) 0.0165(7) 0.0160(7) -0.0019(5) 0.0005(6) -0.0004(6) C13 0.0266(9) 0.0224(8) 0.0230(8) -0.0029(6) -0.0005(7) 0.0005(7) C14 0.0263(9) 0.0272(8) 0.0312(9) -0.0002(7) -0.0065(7) -0.0009(7) C15 0.0395(10) 0.0253(8) 0.0263(8) -0.0017(6) -0.0112(7) -0.0067(7) C16 0.0407(10) 0.0236(8) 0.0210(8) -0.0053(6) -0.0033(7) -0.0026(7) C17 0.0461(11) 0.0322(9) 0.0271(9) -0.0079(7) 0.0017(8) 0.0133(8) C18 0.0485(12) 0.0445(11) 0.0326(10) -0.0052(8) 0.0058(9) 0.0268(9) C19 0.0324(10) 0.0493(11) 0.0339(10) -0.0015(8) -0.0005(8) 0.0167(9) C20 0.0276(9) 0.0322(9) 0.0267(8) -0.0023(7) -0.0030(7) 0.0049(7) C21 0.0261(9) 0.0285(9) 0.0248(8) 0.0030(7) 0.0017(7) 0.0014(7) C22 0.0264(9) 0.0443(10) 0.0259(9) -0.0015(7) -0.0056(7) 0.0004(8) C23 0.0258(9) 0.0380(10) 0.0309(9) -0.0101(7) -0.0027(7) -0.0072(7) C24 0.0241(9) 0.0234(8) 0.0295(9) -0.0048(6) 0.0022(7) -0.0042(7) C25 0.0228(8) 0.0198(8) 0.0257(8) 0.0024(6) 0.0036(7) 0.0008(6) C26 0.0260(9) 0.0296(9) 0.0234(8) 0.0043(6) 0.0022(7) 0.0056(7) C27 0.0211(8) 0.0388(9) 0.0232(8) -0.0054(7) -0.0022(7) 0.0013(7) C28 0.0191(8) 0.0263(8) 0.0253(8) -0.0067(6) 0.0031(6) -0.0031(6) O29 0.0254(6) 0.0165(5) 0.0296(6) -0.0047(4) 0.0115(5) 0.0011(4) C29 0.0204(8) 0.0156(7) 0.0203(7) -0.0030(6) 0.0067(6) -0.0002(6) C30 0.0222(8) 0.0145(7) 0.0214(8) -0.0022(6) 0.0034(6) 0.0010(6) C1A 0.0196(8) 0.0176(7) 0.0238(8) -0.0084(6) 0.0018(6) -0.0013(6) C4A 0.0242(8) 0.0200(7) 0.0230(8) -0.0086(6) 0.0049(6) -0.0049(6) C5A 0.0271(8) 0.0171(7) 0.0202(8) -0.0046(6) 0.0038(6) -0.0045(6) C8A 0.0240(8) 0.0167(7) 0.0186(7) -0.0024(6) 0.0013(6) -0.0009(6) C13A 0.0219(8) 0.0161(7) 0.0177(7) -0.0004(5) 0.0010(6) -0.0025(6) C16A 0.0272(8) 0.0172(7) 0.0188(8) -0.0006(6) 0.0020(6) -0.0029(6) C17A 0.0300(9) 0.0204(8) 0.0196(8) -0.0017(6) 0.0034(6) 0.0016(6) C20A 0.0233(8) 0.0190(7) 0.0199(7) 0.0002(6) 0.0024(6) 0.0007(6) C21A 0.0167(8) 0.0204(7) 0.0187(7) -0.0014(6) 0.0050(6) 0.0001(6) C24A 0.0181(8) 0.0193(7) 0.0195(7) -0.0023(6) 0.0051(6) -0.0027(6) C25A 0.0161(7) 0.0194(7) 0.0193(7) -0.0017(6) 0.0047(6) 0.0002(6) C28A 0.0183(8) 0.0185(7) 0.0182(7) -0.0011(6) 0.0069(6) -0.0007(6) O5G 0.0310(7) 0.0300(7) 0.0460(7) -0.0189(5) 0.0142(6) -0.0060(5) C5G 0.0268(9) 0.0380(10) 0.0430(10) -0.0134(8) 0.0091(8) 0.0001(8) C6G 0.0617(16) 0.0651(15) 0.0979(19) -0.0462(14) 0.0471(14) -0.0373(13) _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 C1A 1.380(2) . ? C1 C2 1.395(2) . ? C2 C3 1.387(3) . ? C3 C4 1.390(3) . ? C4 C4A 1.391(2) . ? C5 C5A 1.389(2) . ? C5 C6 1.389(3) . ? C6 C7 1.387(2) . ? C7 C8 1.390(2) . ? C8 C8A 1.380(2) . ? O9 C9 1.4371(17) . ? C9 C10 1.476(2) . ? C9 C1A 1.527(2) . ? C9 C8A 1.526(2) . ? C10 C11 1.194(2) . ? C11 C12 1.475(2) . ? O12 C12 1.4324(17) . ? C12 C20A 1.523(2) . ? C12 C13A 1.534(2) . ? C13 C13A 1.375(2) . ? C13 C14 1.393(2) . ? C14 C15 1.386(2) . ? C15 C16 1.390(3) . ? C16 C16A 1.387(2) . ? C17 C17A 1.391(2) . ? C17 C18 1.391(3) . ? C18 C19 1.390(3) . ? C19 C20 1.394(2) . ? C20 C20A 1.383(2) . ? C21 C21A 1.383(2) . ? C21 C22 1.391(2) . ? C22 C23 1.392(2) . ? C23 C24 1.386(2) . ? C24 C24A 1.395(2) . ? C25 C26 1.388(2) . ? C25 C25A 1.388(2) . ? C26 C27 1.391(2) . ? C27 C28 1.393(2) . ? C28 C28A 1.376(2) . ? O29 C29 1.4420(17) . ? C29 C30 1.482(2) . ? C29 C21A 1.527(2) . ? C29 C28A 1.533(2) . ? C30 C30 1.195(3) 2_665 ? C1A C4A 1.401(2) . ? C4A C5A 1.470(2) . ? C5A C8A 1.402(2) . ? C13A C16A 1.400(2) . ? C16A C17A 1.475(2) . ? C17A C20A 1.399(2) . ? C21A C24A 1.404(2) . ? C24A C25A 1.473(2) . ? C25A C28A 1.400(2) . ? O1G C1G 1.462(7) . ? C1G C2G 1.624(8) . ? N3G C3G 1.129(5) . ? C3G C4G 1.305(6) . ? O5G C5G 1.425(2) . ? C5G C6G 1.482(3) . ? 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 C1A C1 C2 118.25(16) . . ? C3 C2 C1 120.60(17) . . ? C2 C3 C4 121.12(15) . . ? C3 C4 C4A 118.61(16) . . ? C5A C5 C6 119.01(14) . . ? C7 C6 C5 120.60(15) . . ? C6 C7 C8 120.84(16) . . ? C8A C8 C7 118.56(14) . . ? O9 C9 C10 106.04(11) . . ? O9 C9 C1A 114.55(13) . . ? C10 C9 C1A 108.80(12) . . ? O9 C9 C8A 113.72(12) . . ? C10 C9 C8A 111.86(13) . . ? C1A C9 C8A 101.92(11) . . ? C11 C10 C9 174.32(16) . . ? C10 C11 C12 178.44(16) . . ? O12 C12 C11 110.59(12) . . ? O12 C12 C20A 108.34(11) . . ? C11 C12 C20A 112.06(12) . . ? O12 C12 C13A 114.13(12) . . ? C11 C12 C13A 109.93(12) . . ? C20A C12 C13A 101.52(12) . . ? C13A C13 C14 118.81(15) . . ? C15 C14 C13 120.08(16) . . ? C14 C15 C16 121.02(16) . . ? C16A C16 C15 119.08(15) . . ? C17A C17 C18 118.32(17) . . ? C19 C18 C17 121.16(16) . . ? C18 C19 C20 120.74(18) . . ? C20A C20 C19 117.99(16) . . ? C21A C21 C22 118.83(14) . . ? C21 C22 C23 120.66(16) . . ? C24 C23 C22 120.90(16) . . ? C23 C24 C24A 118.63(15) . . ? C26 C25 C25A 118.68(15) . . ? C25 C26 C27 121.35(15) . . ? C26 C27 C28 119.88(15) . . ? C28A C28 C27 118.81(15) . . ? O29 C29 C30 105.74(11) . . ? O29 C29 C21A 112.40(12) . . ? C30 C29 C21A 114.22(12) . . ? O29 C29 C28A 112.52(11) . . ? C30 C29 C28A 110.13(12) . . ? C21A C29 C28A 102.00(11) . . ? C30 C30 C29 175.5(2) 2_665 . ? C1 C1A C4A 121.50(14) . . ? C1 C1A C9 128.26(14) . . ? C4A C1A C9 110.15(14) . . ? C4 C4A C1A 119.90(16) . . ? C4 C4A C5A 131.23(15) . . ? C1A C4A C5A 108.86(13) . . ? C5 C5A C8A 119.91(15) . . ? C5 C5A C4A 131.40(14) . . ? C8A C5A C4A 108.69(13) . . ? C8 C8A C5A 121.05(14) . . ? C8 C8A C9 128.72(13) . . ? C5A C8A C9 110.24(13) . . ? C13 C13A C16A 121.56(15) . . ? C13 C13A C12 127.82(13) . . ? C16A C13A C12 110.57(13) . . ? C16 C16A C13A 119.42(15) . . ? C16 C16A C17A 132.14(14) . . ? C13A C16A C17A 108.38(13) . . ? C17 C17A C20A 120.12(16) . . ? C17 C17A C16A 131.07(15) . . ? C20A C17A C16A 108.81(13) . . ? C20 C20A C17A 121.62(14) . . ? C20 C20A C12 127.74(14) . . ? C17A C20A C12 110.64(14) . . ? C21 C21A C24A 120.64(14) . . ? C21 C21A C29 129.24(13) . . ? C24A C21A C29 110.12(13) . . ? C24 C24A C21A 120.31(14) . . ? C24 C24A C25A 130.81(14) . . ? C21A C24A C25A 108.87(13) . . ? C25 C25A C28A 119.80(15) . . ? C25 C25A C24A 131.40(14) . . ? C28A C25A C24A 108.80(13) . . ? C28 C28A C25A 121.44(14) . . ? C28 C28A C29 128.37(13) . . ? C25A C28A C29 110.18(13) . . ? O1G C1G C2G 124.4(5) . . ? N3G C3G C4G 166.6(5) . . ? O5G C5G C6G 109.33(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 C1A C1 C2 C3 1.1(2) . . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C2 C3 C4 C4A -0.7(2) . . . . ? C5A C5 C6 C7 0.0(2) . . . . ? C5 C6 C7 C8 1.4(3) . . . . ? C6 C7 C8 C8A -1.2(3) . . . . ? O9 C9 C10 C11 101.4(15) . . . . ? C1A C9 C10 C11 -22.3(15) . . . . ? C8A C9 C10 C11 -134.1(15) . . . . ? C9 C10 C11 C12 150(5) . . . . ? C10 C11 C12 O12 113(6) . . . . ? C10 C11 C12 C20A -126(6) . . . . ? C10 C11 C12 C13A -14(6) . . . . ? C13A C13 C14 C15 0.4(2) . . . . ? C13 C14 C15 C16 -1.8(2) . . . . ? C14 C15 C16 C16A 1.5(2) . . . . ? C17A C17 C18 C19 0.8(3) . . . . ? C17 C18 C19 C20 -1.9(3) . . . . ? C18 C19 C20 C20A 0.8(3) . . . . ? C21A C21 C22 C23 0.0(2) . . . . ? C21 C22 C23 C24 1.3(2) . . . . ? C22 C23 C24 C24A -1.2(2) . . . . ? C25A C25 C26 C27 -1.3(2) . . . . ? C25 C26 C27 C28 0.9(2) . . . . ? C26 C27 C28 C28A 0.7(2) . . . . ? O29 C29 C30 C30 95(2) . . . 2_665 ? C21A C29 C30 C30 -141(2) . . . 2_665 ? C28A C29 C30 C30 -27(3) . . . 2_665 ? C2 C1 C1A C4A -1.6(2) . . . . ? C2 C1 C1A C9 -177.73(14) . . . . ? O9 C9 C1A C1 -56.6(2) . . . . ? C10 C9 C1A C1 61.82(19) . . . . ? C8A C9 C1A C1 -179.89(14) . . . . ? O9 C9 C1A C4A 126.86(13) . . . . ? C10 C9 C1A C4A -114.68(14) . . . . ? C8A C9 C1A C4A 3.61(15) . . . . ? C3 C4 C4A C1A 0.2(2) . . . . ? C3 C4 C4A C5A -179.76(16) . . . . ? C1 C1A C4A C4 1.0(2) . . . . ? C9 C1A C4A C4 177.75(13) . . . . ? C1 C1A C4A C5A -179.08(13) . . . . ? C9 C1A C4A C5A -2.30(16) . . . . ? C6 C5 C5A C8A -1.6(2) . . . . ? C6 C5 C5A C4A 177.44(15) . . . . ? C4 C4A C5A C5 0.7(3) . . . . ? C1A C4A C5A C5 -179.29(15) . . . . ? C4 C4A C5A C8A 179.78(16) . . . . ? C1A C4A C5A C8A -0.17(17) . . . . ? C7 C8 C8A C5A -0.4(2) . . . . ? C7 C8 C8A C9 179.60(15) . . . . ? C5 C5A C8A C8 1.8(2) . . . . ? C4A C5A C8A C8 -177.40(14) . . . . ? C5 C5A C8A C9 -178.19(13) . . . . ? C4A C5A C8A C9 2.57(16) . . . . ? O9 C9 C8A C8 52.4(2) . . . . ? C10 C9 C8A C8 -67.7(2) . . . . ? C1A C9 C8A C8 176.25(15) . . . . ? O9 C9 C8A C5A -127.53(13) . . . . ? C10 C9 C8A C5A 112.37(14) . . . . ? C1A C9 C8A C5A -3.71(15) . . . . ? C14 C13 C13A C16A 1.1(2) . . . . ? C14 C13 C13A C12 -176.08(13) . . . . ? O12 C12 C13A C13 -66.80(18) . . . . ? C11 C12 C13A C13 58.11(18) . . . . ? C20A C12 C13A C13 176.89(14) . . . . ? O12 C12 C13A C16A 115.75(13) . . . . ? C11 C12 C13A C16A -119.34(13) . . . . ? C20A C12 C13A C16A -0.55(14) . . . . ? C15 C16 C16A C13A 0.0(2) . . . . ? C15 C16 C16A C17A 176.78(14) . . . . ? C13 C13A C16A C16 -1.3(2) . . . . ? C12 C13A C16A C16 176.29(12) . . . . ? C13 C13A C16A C17A -178.83(12) . . . . ? C12 C13A C16A C17A -1.20(16) . . . . ? C18 C17 C17A C20A 1.3(2) . . . . ? C18 C17 C17A C16A -177.86(15) . . . . ? C16 C16A C17A C17 4.8(3) . . . . ? C13A C16A C17A C17 -178.16(16) . . . . ? C16 C16A C17A C20A -174.40(15) . . . . ? C13A C16A C17A C20A 2.65(16) . . . . ? C19 C20 C20A C17A 1.4(2) . . . . ? C19 C20 C20A C12 -178.71(14) . . . . ? C17 C17A C20A C20 -2.4(2) . . . . ? C16A C17A C20A C20 176.89(13) . . . . ? C17 C17A C20A C12 177.65(13) . . . . ? C16A C17A C20A C12 -3.06(16) . . . . ? O12 C12 C20A C20 61.81(19) . . . . ? C11 C12 C20A C20 -60.47(19) . . . . ? C13A C12 C20A C20 -177.72(14) . . . . ? O12 C12 C20A C17A -118.25(13) . . . . ? C11 C12 C20A C17A 119.47(14) . . . . ? C13A C12 C20A C17A 2.22(14) . . . . ? C22 C21 C21A C24A -1.1(2) . . . . ? C22 C21 C21A C29 179.49(13) . . . . ? O29 C29 C21A C21 59.70(18) . . . . ? C30 C29 C21A C21 -60.8(2) . . . . ? C28A C29 C21A C21 -179.55(14) . . . . ? O29 C29 C21A C24A -119.71(13) . . . . ? C30 C29 C21A C24A 119.81(13) . . . . ? C28A C29 C21A C24A 1.03(14) . . . . ? C23 C24 C24A C21A 0.0(2) . . . . ? C23 C24 C24A C25A -179.02(14) . . . . ? C21 C21A C24A C24 1.2(2) . . . . ? C29 C21A C24A C24 -179.36(12) . . . . ? C21 C21A C24A C25A -179.59(13) . . . . ? C29 C21A C24A C25A -0.11(15) . . . . ? C26 C25 C25A C28A 0.1(2) . . . . ? C26 C25 C25A C24A 179.36(14) . . . . ? C24 C24A C25A C25 -1.1(3) . . . . ? C21A C24A C25A C25 179.72(14) . . . . ? C24 C24A C25A C28A 178.16(14) . . . . ? C21A C24A C25A C28A -0.98(16) . . . . ? C27 C28 C28A C25A -1.9(2) . . . . ? C27 C28 C28A C29 178.62(13) . . . . ? C25 C25A C28A C28 1.5(2) . . . . ? C24A C25A C28A C28 -177.93(13) . . . . ? C25 C25A C28A C29 -178.94(12) . . . . ? C24A C25A C28A C29 1.67(15) . . . . ? O29 C29 C28A C28 -61.42(19) . . . . ? C30 C29 C28A C28 56.27(19) . . . . ? C21A C29 C28A C28 177.92(14) . . . . ? O29 C29 C28A C25A 119.02(13) . . . . ? C30 C29 C28A C25A -123.29(13) . . . . ? C21A C29 C28A C25A -1.64(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.91(2) 1.83(2) 2.738(4) 173(2) . O9 H9 N3G 0.91(2) 1.84(2) 2.706(4) 159(2) . O12 H12 O5G 0.96(2) 1.75(3) 2.7119(18) 174(2) . O29 H29 O9 0.98(2) 1.79(2) 2.7657(17) 173(2) . O5G H5G O29 0.93(2) 1.83(2) 2.7559(18) 170(2) . _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.85 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.380 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.056 #========================================================END data_c:\H2.2MeCN _database_code_depnum_ccdc_archive 'CCDC 679756' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(ethyne-1,2-diyl)difluoren-9-ol. 2(acetonitrile) clathrate ; _chemical_name_common none _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 O2. 2(C2 H3 N)' _chemical_formula_sum 'C32 H24 N2 O2' _chemical_formula_weight 468.53 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' _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 9.95670(10) _cell_length_b 10.8079(2) _cell_length_c 11.9167(2) _cell_angle_alpha 79.4550(10) _cell_angle_beta 88.2810(10) _cell_angle_gamma 83.3630(10) _cell_volume 1252.21(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 23344 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.88 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 492 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 10505 _diffrn_reflns_av_R_equivalents 0.0143 _diffrn_reflns_av_sigmaI/netI 0.0333 _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 -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.87 _reflns_number_total 5768 _reflns_number_gt 4525 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX(1999)' _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^)+(0.0462P)^2^+0.2958P] 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_number_reflns 5768 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1002 _refine_ls_wR_factor_gt 0.0918 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.63745(12) -0.29156(11) 0.94729(10) 0.0254(3) Uani 1 1 d . . . H1 H 0.6619 -0.2248 0.9817 0.030 Uiso 1 1 calc R . . C2 C 0.73248(14) -0.39262(13) 0.93122(12) 0.0361(3) Uani 1 1 d . . . H2 H 0.8230 -0.3951 0.9553 0.043 Uiso 1 1 calc R . . C3 C 0.69587(17) -0.48936(13) 0.88040(12) 0.0419(4) Uani 1 1 d . . . H3 H 0.7620 -0.5572 0.8700 0.050 Uiso 1 1 calc R . . C4 C 0.56515(17) -0.48891(12) 0.84464(11) 0.0373(3) Uani 1 1 d . . . H4 H 0.5410 -0.5554 0.8098 0.045 Uiso 1 1 calc R . . C5 C 0.24070(18) -0.42787(14) 0.77849(11) 0.0425(4) Uani 1 1 d . . . H5 H 0.2728 -0.5073 0.7585 0.051 Uiso 1 1 calc R . . C6 C 0.10748(18) -0.37585(17) 0.75763(12) 0.0514(5) Uani 1 1 d . . . H6 H 0.0481 -0.4206 0.7234 0.062 Uiso 1 1 calc R . . C7 C 0.06009(16) -0.26005(17) 0.78590(12) 0.0453(4) Uani 1 1 d . . . H7 H -0.0313 -0.2262 0.7707 0.054 Uiso 1 1 calc R . . C8 C 0.14470(13) -0.19232(14) 0.83636(10) 0.0312(3) Uani 1 1 d . . . H8 H 0.1125 -0.1123 0.8550 0.037 Uiso 1 1 calc R . . O9 O 0.35585(8) -0.17511(8) 1.02924(6) 0.01871(17) Uani 1 1 d . . . C9 C 0.38828(11) -0.18990(10) 0.91333(8) 0.0166(2) Uani 1 1 d . . . H9 H 0.3021(18) -0.1046(18) 1.0259(16) 0.055(5) Uiso 1 1 d . . . C10 C 0.41923(10) -0.06895(10) 0.84427(9) 0.0170(2) Uani 1 1 d . . . C11 C 0.44631(11) 0.02765(10) 0.78545(9) 0.0177(2) Uani 1 1 d . . . O12 O 0.47455(8) 0.24631(7) 0.77384(7) 0.02031(18) Uani 1 1 d . . . C12 C 0.48119(11) 0.14450(10) 0.71137(9) 0.0163(2) Uani 1 1 d . . . H12 H 0.5233(17) 0.2183(16) 0.8371(15) 0.048(5) Uiso 1 1 d . . . C13 C 0.24857(11) 0.21868(11) 0.60991(10) 0.0232(2) Uani 1 1 d . . . H13 H 0.2006 0.2222 0.6796 0.028 Uiso 1 1 calc R . . C14 C 0.18151(12) 0.24960(12) 0.50578(11) 0.0280(3) Uani 1 1 d . . . H14 H 0.0870 0.2754 0.5042 0.034 Uiso 1 1 calc R . . C15 C 0.25228(13) 0.24291(11) 0.40424(10) 0.0274(3) Uani 1 1 d . . . H15 H 0.2051 0.2636 0.3340 0.033 Uiso 1 1 calc R . . C16 C 0.39057(12) 0.20649(11) 0.40386(9) 0.0231(2) Uani 1 1 d . . . H16 H 0.4383 0.2018 0.3343 0.028 Uiso 1 1 calc R . . C17 C 0.71359(12) 0.12808(11) 0.46226(10) 0.0234(2) Uani 1 1 d . . . H17 H 0.7030 0.1401 0.3819 0.028 Uiso 1 1 calc R . . C18 C 0.84101(12) 0.09796(12) 0.51067(11) 0.0272(3) Uani 1 1 d . . . H18 H 0.9185 0.0912 0.4627 0.033 Uiso 1 1 calc R . . C19 C 0.85676(12) 0.07760(12) 0.62853(11) 0.0268(3) Uani 1 1 d . . . H19 H 0.9447 0.0564 0.6602 0.032 Uiso 1 1 calc R . . C20 C 0.74458(11) 0.08810(11) 0.70063(10) 0.0224(2) Uani 1 1 d . . . H20 H 0.7549 0.0729 0.7811 0.027 Uiso 1 1 calc R . . C1A C 0.50702(11) -0.29171(10) 0.91166(9) 0.0190(2) Uani 1 1 d . . . C4A C 0.46978(13) -0.38924(11) 0.86063(9) 0.0252(3) Uani 1 1 d . . . C5A C 0.32650(14) -0.36093(11) 0.82954(9) 0.0272(3) Uani 1 1 d . . . C8A C 0.27684(12) -0.24461(11) 0.85861(9) 0.0220(2) Uani 1 1 d . . . C13A C 0.38637(11) 0.18281(10) 0.60962(9) 0.0171(2) Uani 1 1 d . . . C16A C 0.45781(11) 0.17707(10) 0.50761(9) 0.0175(2) Uani 1 1 d . . . C17A C 0.60217(11) 0.14026(10) 0.53370(9) 0.0175(2) Uani 1 1 d . . . C20A C 0.61821(11) 0.12112(10) 0.65233(9) 0.0166(2) Uani 1 1 d . . . N1G N 0.15967(11) 0.04981(11) 1.00333(10) 0.0327(3) Uani 1 1 d . . . C1G C 0.09397(13) 0.13443(13) 0.95457(11) 0.0298(3) Uani 1 1 d . . . C2G C 0.00855(17) 0.24143(16) 0.89140(14) 0.0507(4) Uani 1 1 d . . . H2GA H -0.0223 0.2188 0.8213 0.076 Uiso 1 1 calc R . . H2GB H 0.0603 0.3143 0.8719 0.076 Uiso 1 1 calc R . . H2GC H -0.0699 0.2632 0.9385 0.076 Uiso 1 1 calc R . . N3G N 0.08849(15) 0.59010(12) 0.35279(12) 0.0489(3) Uani 1 1 d . . . C3G C 0.19027(17) 0.57219(12) 0.39872(12) 0.0374(3) Uani 1 1 d . . . C4G C 0.31989(17) 0.54933(14) 0.45545(13) 0.0444(4) Uani 1 1 d . . . H4GA H 0.3457 0.4579 0.4767 0.067 Uiso 1 1 calc R . . H4GB H 0.3132 0.5875 0.5242 0.067 Uiso 1 1 calc R . . H4GC H 0.3885 0.5872 0.4037 0.067 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 0.0244(6) 0.0248(6) 0.0247(6) 0.0004(5) 0.0027(5) -0.0014(5) C2 0.0314(7) 0.0366(7) 0.0322(7) 0.0059(6) 0.0078(6) 0.0090(6) C3 0.0608(10) 0.0258(7) 0.0298(7) 0.0030(5) 0.0151(7) 0.0166(6) C4 0.0711(10) 0.0176(6) 0.0210(6) -0.0020(5) 0.0079(6) -0.0002(6) C5 0.0764(11) 0.0360(8) 0.0208(6) -0.0025(5) -0.0068(7) -0.0332(8) C6 0.0673(11) 0.0679(11) 0.0264(7) -0.0004(7) -0.0135(7) -0.0483(9) C7 0.0382(8) 0.0740(11) 0.0271(7) -0.0011(7) -0.0077(6) -0.0311(8) C8 0.0261(6) 0.0502(8) 0.0184(6) -0.0025(5) -0.0018(5) -0.0144(6) O9 0.0227(4) 0.0221(4) 0.0112(3) -0.0036(3) -0.0003(3) -0.0011(3) C9 0.0198(5) 0.0195(5) 0.0110(5) -0.0023(4) 0.0003(4) -0.0049(4) C10 0.0178(5) 0.0195(5) 0.0144(5) -0.0050(4) -0.0010(4) -0.0011(4) C11 0.0192(5) 0.0204(5) 0.0138(5) -0.0050(4) 0.0006(4) -0.0004(4) O12 0.0289(4) 0.0169(4) 0.0158(4) -0.0059(3) -0.0025(3) 0.0000(3) C12 0.0200(5) 0.0153(5) 0.0138(5) -0.0036(4) 0.0007(4) -0.0022(4) C13 0.0212(6) 0.0262(6) 0.0217(6) -0.0022(5) 0.0014(5) -0.0039(5) C14 0.0215(6) 0.0296(6) 0.0319(7) -0.0010(5) -0.0062(5) -0.0049(5) C15 0.0316(6) 0.0272(6) 0.0235(6) -0.0012(5) -0.0120(5) -0.0067(5) C16 0.0322(6) 0.0222(6) 0.0154(5) -0.0032(4) -0.0024(5) -0.0053(5) C17 0.0291(6) 0.0226(6) 0.0167(5) -0.0021(4) 0.0050(5) 0.0006(5) C18 0.0243(6) 0.0282(6) 0.0273(6) -0.0044(5) 0.0089(5) 0.0011(5) C19 0.0198(6) 0.0298(6) 0.0305(6) -0.0066(5) -0.0006(5) 0.0010(5) C20 0.0234(6) 0.0241(6) 0.0200(5) -0.0052(4) -0.0021(5) -0.0009(5) C1A 0.0268(6) 0.0162(5) 0.0129(5) 0.0003(4) 0.0037(4) -0.0036(4) C4A 0.0449(7) 0.0170(5) 0.0135(5) -0.0001(4) 0.0040(5) -0.0080(5) C5A 0.0456(7) 0.0250(6) 0.0129(5) 0.0006(4) -0.0013(5) -0.0180(5) C8A 0.0277(6) 0.0292(6) 0.0107(5) -0.0005(4) 0.0004(4) -0.0146(5) C13A 0.0220(5) 0.0138(5) 0.0154(5) -0.0013(4) -0.0010(4) -0.0038(4) C16A 0.0237(5) 0.0133(5) 0.0158(5) -0.0021(4) -0.0003(4) -0.0040(4) C17A 0.0240(6) 0.0130(5) 0.0155(5) -0.0021(4) 0.0013(4) -0.0028(4) C20A 0.0203(5) 0.0138(5) 0.0161(5) -0.0032(4) 0.0011(4) -0.0030(4) N1G 0.0260(5) 0.0349(6) 0.0369(6) -0.0078(5) -0.0013(5) 0.0005(5) C1G 0.0259(6) 0.0350(7) 0.0278(6) -0.0054(5) 0.0044(5) -0.0020(5) C2G 0.0505(9) 0.0519(10) 0.0379(8) 0.0095(7) 0.0036(7) 0.0145(7) N3G 0.0619(9) 0.0376(7) 0.0448(7) -0.0060(6) -0.0053(7) 0.0038(6) C3G 0.0594(10) 0.0230(7) 0.0293(7) -0.0050(5) 0.0005(7) -0.0023(6) C4G 0.0621(10) 0.0316(8) 0.0416(8) -0.0072(6) -0.0084(8) -0.0110(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 C1A 1.3787(17) . ? C1 C2 1.3970(18) . ? C2 C3 1.388(2) . ? C3 C4 1.381(2) . ? C4 C4A 1.3878(19) . ? C5 C6 1.391(3) . ? C5 C5A 1.3995(17) . ? C6 C7 1.382(3) . ? C7 C8 1.3933(19) . ? C8 C8A 1.3837(18) . ? O9 C9 1.4421(12) . ? C9 C10 1.4714(15) . ? C9 C1A 1.5214(15) . ? C9 C8A 1.5305(15) . ? C10 C11 1.2000(15) . ? C11 C12 1.4730(15) . ? O12 C12 1.4316(12) . ? C12 C13A 1.5256(14) . ? C12 C20A 1.5323(15) . ? C13 C13A 1.3821(16) . ? C13 C14 1.3942(17) . ? C14 C15 1.3911(18) . ? C15 C16 1.3877(17) . ? C16 C16A 1.3909(15) . ? C17 C17A 1.3869(16) . ? C17 C18 1.3885(17) . ? C18 C19 1.3920(18) . ? C19 C20 1.3954(17) . ? C20 C20A 1.3807(16) . ? C1A C4A 1.3989(16) . ? C4A C5A 1.4682(19) . ? C5A C8A 1.3966(18) . ? C13A C16A 1.3975(15) . ? C16A C17A 1.4731(15) . ? C17A C20A 1.4020(14) . ? N1G C1G 1.1367(17) . ? C1G C2G 1.4559(19) . ? N3G C3G 1.146(2) . ? C3G C4G 1.450(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 C1A C1 C2 117.91(12) . . ? C3 C2 C1 120.62(13) . . ? C4 C3 C2 121.24(12) . . ? C3 C4 C4A 118.63(12) . . ? C6 C5 C5A 118.68(14) . . ? C7 C6 C5 121.04(13) . . ? C6 C7 C8 120.79(15) . . ? C8A C8 C7 118.31(14) . . ? O9 C9 C10 110.51(8) . . ? O9 C9 C1A 110.04(8) . . ? C10 C9 C1A 110.57(9) . . ? O9 C9 C8A 112.47(8) . . ? C10 C9 C8A 111.14(8) . . ? C1A C9 C8A 101.81(9) . . ? C11 C10 C9 177.96(11) . . ? C10 C11 C12 178.67(11) . . ? O12 C12 C11 110.77(8) . . ? O12 C12 C13A 109.09(8) . . ? C11 C12 C13A 111.11(9) . . ? O12 C12 C20A 113.10(8) . . ? C11 C12 C20A 110.75(9) . . ? C13A C12 C20A 101.69(8) . . ? C13A C13 C14 118.57(11) . . ? C15 C14 C13 120.35(11) . . ? C16 C15 C14 121.12(11) . . ? C15 C16 C16A 118.55(11) . . ? C17A C17 C18 118.60(10) . . ? C17 C18 C19 120.88(11) . . ? C18 C19 C20 120.59(11) . . ? C20A C20 C19 118.52(10) . . ? C1 C1A C4A 121.59(11) . . ? C1 C1A C9 127.91(10) . . ? C4A C1A C9 110.40(10) . . ? C4 C4A C1A 120.02(12) . . ? C4 C4A C5A 131.22(12) . . ? C1A C4A C5A 108.74(10) . . ? C8A C5A C5 119.63(13) . . ? C8A C5A C4A 108.83(10) . . ? C5 C5A C4A 131.53(13) . . ? C8 C8A C5A 121.54(11) . . ? C8 C8A C9 128.27(11) . . ? C5A C8A C9 110.18(10) . . ? C13 C13A C16A 121.14(10) . . ? C13 C13A C12 128.33(10) . . ? C16A C13A C12 110.53(9) . . ? C16 C16A C13A 120.25(10) . . ? C16 C16A C17A 130.88(10) . . ? C13A C16A C17A 108.86(9) . . ? C17 C17A C20A 120.50(10) . . ? C17 C17A C16A 130.90(10) . . ? C20A C17A C16A 108.56(9) . . ? C20 C20A C17A 120.89(10) . . ? C20 C20A C12 128.78(10) . . ? C17A C20A C12 110.32(9) . . ? N1G C1G C2G 179.08(16) . . ? N3G C3G C4G 179.27(16) . . ? 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 C1A C1 C2 C3 0.30(18) . . . . ? C1 C2 C3 C4 -0.2(2) . . . . ? C2 C3 C4 C4A -0.11(19) . . . . ? C5A C5 C6 C7 0.4(2) . . . . ? C5 C6 C7 C8 -0.1(2) . . . . ? C6 C7 C8 C8A -0.7(2) . . . . ? C13A C13 C14 C15 0.68(18) . . . . ? C13 C14 C15 C16 -0.48(18) . . . . ? C14 C15 C16 C16A -0.27(17) . . . . ? C17A C17 C18 C19 1.40(18) . . . . ? C17 C18 C19 C20 -0.54(19) . . . . ? C18 C19 C20 C20A -1.06(18) . . . . ? C2 C1 C1A C4A -0.17(17) . . . . ? C2 C1 C1A C9 -176.18(11) . . . . ? O9 C9 C1A C1 -62.85(14) . . . . ? C10 C9 C1A C1 59.51(14) . . . . ? C8A C9 C1A C1 177.68(11) . . . . ? O9 C9 C1A C4A 120.78(9) . . . . ? C10 C9 C1A C4A -116.86(10) . . . . ? C8A C9 C1A C4A 1.31(11) . . . . ? C3 C4 C4A C1A 0.24(18) . . . . ? C3 C4 C4A C5A 178.16(12) . . . . ? C1 C1A C4A C4 -0.11(17) . . . . ? C9 C1A C4A C4 176.54(10) . . . . ? C1 C1A C4A C5A -178.45(10) . . . . ? C9 C1A C4A C5A -1.81(12) . . . . ? C6 C5 C5A C8A 0.25(18) . . . . ? C6 C5 C5A C4A -179.14(12) . . . . ? C4 C4A C5A C8A -176.51(12) . . . . ? C1A C4A C5A C8A 1.58(13) . . . . ? C4 C4A C5A C5 2.9(2) . . . . ? C1A C4A C5A C5 -178.98(12) . . . . ? C7 C8 C8A C5A 1.34(17) . . . . ? C7 C8 C8A C9 -179.72(11) . . . . ? C5 C5A C8A C8 -1.12(17) . . . . ? C4A C5A C8A C8 178.39(10) . . . . ? C5 C5A C8A C9 179.76(10) . . . . ? C4A C5A C8A C9 -0.72(12) . . . . ? O9 C9 C8A C8 62.91(14) . . . . ? C10 C9 C8A C8 -61.59(14) . . . . ? C1A C9 C8A C8 -179.36(11) . . . . ? O9 C9 C8A C5A -118.05(10) . . . . ? C10 C9 C8A C5A 117.45(10) . . . . ? C1A C9 C8A C5A -0.32(11) . . . . ? C14 C13 C13A C16A -0.14(17) . . . . ? C14 C13 C13A C12 -179.76(11) . . . . ? O12 C12 C13A C13 -58.48(14) . . . . ? C11 C12 C13A C13 63.92(14) . . . . ? C20A C12 C13A C13 -178.19(11) . . . . ? O12 C12 C13A C16A 121.87(9) . . . . ? C11 C12 C13A C16A -115.73(10) . . . . ? C20A C12 C13A C16A 2.15(11) . . . . ? C15 C16 C16A C13A 0.81(16) . . . . ? C15 C16 C16A C17A -177.71(11) . . . . ? C13 C13A C16A C16 -0.61(16) . . . . ? C12 C13A C16A C16 179.07(9) . . . . ? C13 C13A C16A C17A 178.21(10) . . . . ? C12 C13A C16A C17A -2.11(12) . . . . ? C18 C17 C17A C20A -0.68(16) . . . . ? C18 C17 C17A C16A 176.53(11) . . . . ? C16 C16A C17A C17 2.32(19) . . . . ? C13A C16A C17A C17 -176.34(11) . . . . ? C16 C16A C17A C20A 179.79(11) . . . . ? C13A C16A C17A C20A 1.14(12) . . . . ? C19 C20 C20A C17A 1.78(16) . . . . ? C19 C20 C20A C12 -177.01(11) . . . . ? C17 C17A C20A C20 -0.92(16) . . . . ? C16A C17A C20A C20 -178.70(10) . . . . ? C17 C17A C20A C12 178.07(10) . . . . ? C16A C17A C20A C12 0.29(11) . . . . ? O12 C12 C20A C20 60.62(14) . . . . ? C11 C12 C20A C20 -64.41(14) . . . . ? C13A C12 C20A C20 177.45(11) . . . . ? O12 C12 C20A C17A -118.27(10) . . . . ? C11 C12 C20A C17A 116.71(10) . . . . ? C13A C12 C20A C17A -1.44(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 N1G 0.874(19) 2.045(19) 2.9127(14) 171.8(17) . O12 H12 O9 0.895(18) 1.978(18) 2.8682(11) 172.7(15) 2_657 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.229 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.040 #========================================================END data_c:\H2.2EtOH _database_code_depnum_ccdc_archive 'CCDC 679757' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9,9'-(ethyne-1,2-diyl)difluoren-9-ol). 2(ethanol) clathrate ; _chemical_name_common none _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 O2. 2(C2 H6 O)' _chemical_formula_sum 'C32 H30 O4' _chemical_formula_weight 478.56 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 P21/n 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 9.755(2) _cell_length_b 10.638(2) _cell_length_c 24.811(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.77(3) _cell_angle_gamma 90.00 _cell_volume 2573.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 19295 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 24.41 _exptl_crystal_description 'clear plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_special_details ; Crystal coated with Paratone oil. ; _diffrn_ambient_temperature 173(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 'combination of phi and omega' _diffrn_reflns_number 7587 _diffrn_reflns_av_R_equivalents 0.0713 _diffrn_reflns_av_sigmaI/netI 0.1012 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 24.47 _reflns_number_total 4220 _reflns_number_gt 2123 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2000)' _computing_cell_refinement 'Collect (Nonius, 2000)' _computing_data_reduction 'Collect (Nonius, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSEED, a graphical interface to SHELX(1999)' _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^)+(0.0966P)^2^+0.9023P] 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_number_reflns 4220 _refine_ls_number_parameters 345 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1596 _refine_ls_R_factor_gt 0.0762 _refine_ls_wR_factor_ref 0.2210 _refine_ls_wR_factor_gt 0.1885 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.006 _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 0.8476(4) 0.1557(6) 0.10050(16) 0.0822(19) Uani 1 1 d . . . H1 H 0.9061 0.2169 0.1170 0.099 Uiso 1 1 calc R . . C2 C 0.8953(5) 0.0766(7) 0.06056(19) 0.097(2) Uani 1 1 d . . . H2 H 0.9876 0.0833 0.0498 0.116 Uiso 1 1 calc R . . C3 C 0.8083(6) -0.0130(6) 0.03595(18) 0.091(2) Uani 1 1 d . . . H3 H 0.8421 -0.0665 0.0087 0.109 Uiso 1 1 calc R . . C4 C 0.6763(5) -0.0237(5) 0.05076(15) 0.0767(16) Uani 1 1 d . . . H4 H 0.6177 -0.0841 0.0338 0.092 Uiso 1 1 calc R . . C5 C 0.3710(4) -0.0020(5) 0.10335(15) 0.0653(15) Uani 1 1 d . . . H5 H 0.3669 -0.0655 0.0764 0.078 Uiso 1 1 calc R . . C6 C 0.2558(4) 0.0272(5) 0.13163(17) 0.0685(15) Uani 1 1 d . . . H6 H 0.1731 -0.0178 0.1246 0.082 Uiso 1 1 calc R . . C7 C 0.2595(4) 0.1214(5) 0.17014(16) 0.0711(16) Uani 1 1 d . . . H7 H 0.1791 0.1415 0.1890 0.085 Uiso 1 1 calc R . . C8 C 0.3799(4) 0.1866(4) 0.18131(15) 0.0614(15) Uani 1 1 d . . . H8 H 0.3829 0.2508 0.2079 0.074 Uiso 1 1 calc R . . O9 O 0.6935(3) 0.1919(3) 0.21111(9) 0.0664(13) Uani 1 1 d D . . C9 C 0.6368(4) 0.2160(5) 0.15789(13) 0.0584(15) Uani 1 1 d . . . H9 H 0.7842(19) 0.215(5) 0.213(2) 0.12(2) Uiso 1 1 d D . . C10 C 0.6311(4) 0.3500(6) 0.14617(14) 0.0567(15) Uani 1 1 d . . . C11 C 0.6218(4) 0.4584(6) 0.13343(14) 0.0585(16) Uani 1 1 d . . . O12 O 0.6536(3) 0.6755(3) 0.15699(9) 0.0684(13) Uani 1 1 d D . . C12 C 0.6056(4) 0.5909(5) 0.11594(13) 0.0569(15) Uani 1 1 d . . . H12 H 0.7515(12) 0.680(4) 0.1614(16) 0.082(14) Uiso 1 1 d D . . C13 C 0.3459(4) 0.6249(5) 0.13452(15) 0.0735(17) Uani 1 1 d . . . H13 H 0.3564 0.6024 0.1715 0.088 Uiso 1 1 calc R . . C14 C 0.2197(4) 0.6602(5) 0.11338(17) 0.0751(17) Uani 1 1 d . . . H14 H 0.1422 0.6610 0.1357 0.090 Uiso 1 1 calc R . . C15 C 0.2053(4) 0.6946(5) 0.05946(17) 0.0743(17) Uani 1 1 d . . . H15 H 0.1181 0.7203 0.0454 0.089 Uiso 1 1 calc R . . C16 C 0.3154(4) 0.6918(4) 0.02628(15) 0.0670(16) Uani 1 1 d . . . H16 H 0.3041 0.7134 -0.0107 0.080 Uiso 1 1 calc R . . C17 C 0.6176(4) 0.6715(4) -0.02955(14) 0.0615(15) Uani 1 1 d . . . H17 H 0.5521 0.6953 -0.0568 0.074 Uiso 1 1 calc R . . C18 C 0.7545(4) 0.6589(4) -0.04147(14) 0.0640(15) Uani 1 1 d . . . H18 H 0.7832 0.6743 -0.0771 0.077 Uiso 1 1 calc R . . C19 C 0.8496(4) 0.6240(5) -0.00204(14) 0.0636(15) Uani 1 1 d . . . H19 H 0.9434 0.6161 -0.0107 0.076 Uiso 1 1 calc R . . C20 C 0.8094(4) 0.6004(4) 0.05021(13) 0.0612(15) Uani 1 1 d . . . H20 H 0.8752 0.5765 0.0773 0.073 Uiso 1 1 calc R . . C1A C 0.7135(4) 0.1433(5) 0.11562(13) 0.0656(16) Uani 1 1 d . . . C4A C 0.6271(4) 0.0536(5) 0.09071(14) 0.0652(15) Uani 1 1 d . . . C5A C 0.4915(4) 0.0608(4) 0.11408(14) 0.0610(15) Uani 1 1 d . . . C8A C 0.4954(4) 0.1569(4) 0.15314(13) 0.0590(15) Uani 1 1 d . . . C13A C 0.4565(4) 0.6227(5) 0.10160(13) 0.0595(14) Uani 1 1 d . . . C16A C 0.4424(4) 0.6575(4) 0.04719(13) 0.0584(15) Uani 1 1 d . . . C17A C 0.5768(4) 0.6488(4) 0.02300(13) 0.0591(15) Uani 1 1 d . . . C20A C 0.6743(4) 0.6120(4) 0.06227(13) 0.0567(14) Uani 1 1 d . . . O1G O 0.9506(3) 0.2481(4) 0.24674(11) 0.0780(13) Uani 1 1 d D . . C1G C 0.9922(6) 0.3767(6) 0.2530(2) 0.110(2) Uani 1 1 d . . . H1GA H 0.9110 0.4283 0.2613 0.132 Uiso 1 1 calc R . . H1GB H 1.0583 0.3832 0.2840 0.132 Uiso 1 1 calc R . . C2G C 1.0534(8) 0.4254(6) 0.2065(2) 0.140(3) Uani 1 1 d . . . H2GA H 1.1352 0.3761 0.1986 0.210 Uiso 1 1 calc R . . H2GB H 1.0795 0.5133 0.2128 0.210 Uiso 1 1 calc R . . H2GC H 0.9879 0.4206 0.1758 0.210 Uiso 1 1 calc R . . O3G O 0.9117(3) 0.7167(4) 0.18885(11) 0.0715(13) Uani 1 1 d D . . C3G C 0.9206(8) 0.8492(8) 0.1766(2) 0.149(3) Uani 1 1 d D . . H3GA H 0.9825 0.8556 0.1458 0.179 Uiso 1 1 calc R . . H3GB H 0.8284 0.8737 0.1625 0.179 Uiso 1 1 calc R . . C4G C 0.9606(9) 0.9425(6) 0.2117(2) 0.144(3) Uani 1 1 d D . . H4GA H 0.9119 0.9330 0.2455 0.215 Uiso 1 1 calc R . . H4GB H 0.9388 1.0246 0.1957 0.215 Uiso 1 1 calc R . . H4GC H 1.0596 0.9366 0.2192 0.215 Uiso 1 1 calc R . . H3G H 0.877(9) 0.702(9) 0.2241(16) 0.25(4) Uiso 1 1 d D . . H1G H 0.913(6) 0.225(6) 0.2808(13) 0.16(3) Uiso 1 1 d 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 0.056(3) 0.161(5) 0.030(2) 0.011(3) 0.000(2) 0.012(3) C2 0.072(3) 0.181(6) 0.039(3) 0.025(3) 0.020(2) 0.029(4) C3 0.099(4) 0.137(5) 0.039(3) 0.008(3) 0.017(3) 0.031(4) C4 0.091(4) 0.105(4) 0.034(2) 0.003(3) 0.010(2) 0.011(3) C5 0.060(3) 0.098(4) 0.037(2) 0.006(2) -0.011(2) -0.006(3) C6 0.061(3) 0.096(4) 0.048(3) 0.009(3) -0.010(2) -0.007(3) C7 0.045(3) 0.117(4) 0.051(3) 0.005(3) -0.0042(19) -0.002(3) C8 0.044(3) 0.102(4) 0.038(2) 0.004(2) -0.0048(19) -0.002(2) O9 0.0518(19) 0.124(3) 0.0228(15) 0.0034(14) -0.0095(11) 0.0062(18) C9 0.041(2) 0.110(4) 0.024(2) 0.006(2) -0.0042(16) -0.001(2) C10 0.039(3) 0.108(5) 0.022(2) 0.005(3) -0.0051(16) -0.014(3) C11 0.035(2) 0.119(5) 0.021(2) 0.004(3) 0.0003(16) -0.024(3) O12 0.0500(19) 0.127(3) 0.0281(16) -0.0080(15) -0.0082(12) -0.0130(17) C12 0.043(2) 0.102(4) 0.025(2) -0.001(2) -0.0050(16) -0.020(2) C13 0.047(3) 0.134(5) 0.039(2) 0.005(3) -0.0071(19) -0.019(3) C14 0.046(3) 0.125(5) 0.054(3) 0.003(3) -0.002(2) -0.016(3) C15 0.050(3) 0.117(5) 0.054(3) 0.006(3) -0.016(2) -0.013(3) C16 0.059(3) 0.105(4) 0.036(2) 0.001(2) -0.015(2) -0.016(2) C17 0.066(3) 0.088(4) 0.029(2) 0.001(2) -0.0113(19) -0.014(2) C18 0.063(3) 0.100(4) 0.029(2) -0.002(2) -0.0021(19) -0.023(2) C19 0.053(2) 0.100(4) 0.038(2) -0.006(2) -0.0010(18) -0.015(2) C20 0.050(3) 0.102(4) 0.031(2) -0.001(2) -0.0082(17) -0.012(2) C1A 0.051(3) 0.124(4) 0.022(2) 0.011(2) -0.0023(18) 0.009(3) C4A 0.065(3) 0.107(4) 0.022(2) 0.006(2) -0.001(2) 0.011(3) C5A 0.062(3) 0.094(4) 0.027(2) 0.005(2) -0.0059(19) 0.006(2) C8A 0.044(3) 0.110(4) 0.023(2) 0.006(2) -0.0052(17) 0.003(2) C13A 0.042(2) 0.102(4) 0.034(2) -0.002(2) -0.0071(17) -0.013(2) C16A 0.049(3) 0.096(4) 0.030(2) 0.004(2) -0.0104(17) -0.012(2) C17A 0.052(3) 0.100(4) 0.025(2) 0.000(2) -0.0091(17) -0.019(2) C20A 0.041(2) 0.097(4) 0.031(2) -0.002(2) -0.0056(16) -0.013(2) O1G 0.070(2) 0.117(3) 0.0479(19) -0.0198(18) 0.0130(15) -0.0250(19) C1G 0.121(5) 0.120(6) 0.091(4) -0.044(4) 0.040(3) -0.034(4) C2G 0.205(7) 0.098(5) 0.123(5) -0.008(4) 0.095(5) -0.015(5) O3G 0.0511(19) 0.118(3) 0.0454(19) 0.0146(18) -0.0004(13) -0.0102(17) C3G 0.220(8) 0.173(8) 0.053(3) 0.038(4) -0.028(4) -0.126(6) C4G 0.244(9) 0.103(5) 0.087(4) 0.001(4) 0.071(5) 0.014(6) _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 C1A 1.378(6) . ? C1 C2 1.391(7) . ? C2 C3 1.403(7) . ? C3 C4 1.354(7) . ? C4 C4A 1.385(6) . ? C5 C5A 1.371(6) . ? C5 C6 1.378(6) . ? C6 C7 1.385(6) . ? C7 C8 1.384(6) . ? C8 C8A 1.381(5) . ? O9 C9 1.439(4) . ? C9 C10 1.456(7) . ? C9 C8A 1.517(5) . ? C9 C1A 1.519(6) . ? C10 C11 1.199(7) . ? C11 C12 1.482(7) . ? O12 C12 1.427(4) . ? C12 C13A 1.525(5) . ? C12 C20A 1.525(5) . ? C13 C13A 1.374(5) . ? C13 C14 1.375(6) . ? C14 C15 1.390(6) . ? C15 C16 1.374(6) . ? C16 C16A 1.377(5) . ? C17 C18 1.384(5) . ? C17 C17A 1.396(5) . ? C18 C19 1.378(5) . ? C19 C20 1.389(5) . ? C20 C20A 1.366(5) . ? C1A C4A 1.404(6) . ? C4A C5A 1.463(6) . ? C5A C8A 1.408(6) . ? C13A C16A 1.402(5) . ? C16A C17A 1.461(5) . ? C17A C20A 1.396(5) . ? O1G C1G 1.434(6) . ? C1G C2G 1.415(7) . ? O3G C3G 1.446(8) . ? C3G C4G 1.370(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 C1A C1 C2 118.5(5) . . ? C1 C2 C3 120.7(5) . . ? C4 C3 C2 120.4(5) . . ? C3 C4 C4A 119.8(5) . . ? C5A C5 C6 119.9(4) . . ? C5 C6 C7 120.6(4) . . ? C8 C7 C6 120.3(4) . . ? C8A C8 C7 119.0(4) . . ? O9 C9 C10 111.6(4) . . ? O9 C9 C8A 108.7(3) . . ? C10 C9 C8A 111.2(3) . . ? O9 C9 C1A 111.1(3) . . ? C10 C9 C1A 112.2(3) . . ? C8A C9 C1A 101.6(4) . . ? C11 C10 C9 175.7(4) . . ? C10 C11 C12 177.5(4) . . ? O12 C12 C11 111.2(3) . . ? O12 C12 C13A 108.4(3) . . ? C11 C12 C13A 111.8(3) . . ? O12 C12 C20A 112.8(3) . . ? C11 C12 C20A 110.5(4) . . ? C13A C12 C20A 101.8(3) . . ? C13A C13 C14 119.2(4) . . ? C13 C14 C15 120.1(4) . . ? C16 C15 C14 120.9(4) . . ? C15 C16 C16A 119.4(4) . . ? C18 C17 C17A 119.2(3) . . ? C19 C18 C17 120.5(3) . . ? C18 C19 C20 120.5(4) . . ? C20A C20 C19 119.4(3) . . ? C1 C1A C4A 120.5(4) . . ? C1 C1A C9 129.1(4) . . ? C4A C1A C9 110.4(3) . . ? C4 C4A C1A 120.1(4) . . ? C4 C4A C5A 130.7(4) . . ? C1A C4A C5A 109.1(4) . . ? C5 C5A C8A 119.5(4) . . ? C5 C5A C4A 132.7(4) . . ? C8A C5A C4A 107.8(4) . . ? C8 C8A C5A 120.6(4) . . ? C8 C8A C9 128.3(4) . . ? C5A C8A C9 111.1(3) . . ? C13 C13A C16A 120.8(4) . . ? C13 C13A C12 128.8(3) . . ? C16A C13A C12 110.3(3) . . ? C16 C16A C13A 119.5(4) . . ? C16 C16A C17A 132.1(3) . . ? C13A C16A C17A 108.4(3) . . ? C17 C17A C20A 119.5(4) . . ? C17 C17A C16A 131.1(3) . . ? C20A C17A C16A 109.4(3) . . ? C20 C20A C17A 120.9(3) . . ? C20 C20A C12 129.1(3) . . ? C17A C20A C12 110.0(3) . . ? C2G C1G O1G 112.7(4) . . ? C4G C3G O3G 126.2(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 C1A C1 C2 C3 0.6(7) . . . . ? C1 C2 C3 C4 0.0(7) . . . . ? C2 C3 C4 C4A -0.4(7) . . . . ? C5A C5 C6 C7 1.4(6) . . . . ? C5 C6 C7 C8 -0.9(6) . . . . ? C6 C7 C8 C8A 0.6(6) . . . . ? C13A C13 C14 C15 -0.8(7) . . . . ? C13 C14 C15 C16 1.2(7) . . . . ? C14 C15 C16 C16A -1.6(7) . . . . ? C17A C17 C18 C19 0.2(6) . . . . ? C17 C18 C19 C20 0.3(7) . . . . ? C18 C19 C20 C20A 0.0(7) . . . . ? C2 C1 C1A C4A -0.7(6) . . . . ? C2 C1 C1A C9 179.5(4) . . . . ? O9 C9 C1A C1 -65.4(6) . . . . ? C10 C9 C1A C1 60.3(5) . . . . ? C8A C9 C1A C1 179.1(4) . . . . ? O9 C9 C1A C4A 114.8(4) . . . . ? C10 C9 C1A C4A -119.5(4) . . . . ? C8A C9 C1A C4A -0.7(4) . . . . ? C3 C4 C4A C1A 0.3(6) . . . . ? C3 C4 C4A C5A -179.6(4) . . . . ? C1 C1A C4A C4 0.3(6) . . . . ? C9 C1A C4A C4 -179.9(4) . . . . ? C1 C1A C4A C5A -179.8(4) . . . . ? C9 C1A C4A C5A 0.1(5) . . . . ? C6 C5 C5A C8A -1.5(6) . . . . ? C6 C5 C5A C4A -178.4(4) . . . . ? C4 C4A C5A C5 -2.3(7) . . . . ? C1A C4A C5A C5 177.8(4) . . . . ? C4 C4A C5A C8A -179.4(4) . . . . ? C1A C4A C5A C8A 0.7(4) . . . . ? C7 C8 C8A C5A -0.7(6) . . . . ? C7 C8 C8A C9 179.2(4) . . . . ? C5 C5A C8A C8 1.2(6) . . . . ? C4A C5A C8A C8 178.8(4) . . . . ? C5 C5A C8A C9 -178.7(4) . . . . ? C4A C5A C8A C9 -1.1(4) . . . . ? O9 C9 C8A C8 64.0(6) . . . . ? C10 C9 C8A C8 -59.3(5) . . . . ? C1A C9 C8A C8 -178.8(4) . . . . ? O9 C9 C8A C5A -116.1(4) . . . . ? C10 C9 C8A C5A 120.6(4) . . . . ? C1A C9 C8A C5A 1.1(4) . . . . ? C14 C13 C13A C16A 0.9(7) . . . . ? C14 C13 C13A C12 178.1(5) . . . . ? O12 C12 C13A C13 -58.5(6) . . . . ? C11 C12 C13A C13 64.4(6) . . . . ? C20A C12 C13A C13 -177.6(5) . . . . ? O12 C12 C13A C16A 119.0(4) . . . . ? C11 C12 C13A C16A -118.1(4) . . . . ? C20A C12 C13A C16A -0.1(5) . . . . ? C15 C16 C16A C13A 1.7(7) . . . . ? C15 C16 C16A C17A -178.3(4) . . . . ? C13 C13A C16A C16 -1.3(7) . . . . ? C12 C13A C16A C16 -179.0(4) . . . . ? C13 C13A C16A C17A 178.7(4) . . . . ? C12 C13A C16A C17A 1.0(5) . . . . ? C18 C17 C17A C20A -1.0(6) . . . . ? C18 C17 C17A C16A 178.3(4) . . . . ? C16 C16A C17A C17 -0.9(8) . . . . ? C13A C16A C17A C17 179.2(5) . . . . ? C16 C16A C17A C20A 178.5(5) . . . . ? C13A C16A C17A C20A -1.5(5) . . . . ? C19 C20 C20A C17A -0.9(7) . . . . ? C19 C20 C20A C12 179.8(5) . . . . ? C17 C17A C20A C20 1.4(7) . . . . ? C16A C17A C20A C20 -178.1(4) . . . . ? C17 C17A C20A C12 -179.2(4) . . . . ? C16A C17A C20A C12 1.4(5) . . . . ? O12 C12 C20A C20 62.7(6) . . . . ? C11 C12 C20A C20 -62.4(5) . . . . ? C13A C12 C20A C20 178.7(4) . . . . ? O12 C12 C20A C17A -116.8(4) . . . . ? C11 C12 C20A C17A 118.2(4) . . . . ? C13A C12 C20A C17A -0.8(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9 O1G 0.917(10) 1.84(2) 2.700(4) 156(5) . O12 H12 O3G 0.959(10) 1.731(18) 2.652(4) 160(4) . O1G H1G O12 0.963(10) 1.774(12) 2.736(4) 178(6) 2_645 O3G H3G O9 0.961(10) 1.771(15) 2.728(4) 173(9) 2_655 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.47 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.381 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.045