# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FO _publ_contact_author_name 'Laurent Commeiras' _publ_contact_author_email laurent.commeiras@univ-cezanne.fr loop_ _publ_author_name R.Blanc V.Heran R.Rahmani 'Laurent Commeiras' J.L.Parrain data_rra2093 _database_code_depnum_ccdc_archive 'CCDC 773863' #TrackingRef 'rra2093.cif' _audit_creation_date 2008-09-30T15:13:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H44 O4 Si2' _chemical_formula_sum 'C31 H44 O4 Si2' _chemical_formula_weight 536.84 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.2153(2) _cell_length_b 9.6223(1) _cell_length_c 22.8853(4) _cell_angle_alpha 90 _cell_angle_beta 104.102(1) _cell_angle_gamma 90 _cell_volume 3249.58(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30943 _cell_measurement_theta_min 1.46 _cell_measurement_theta_max 28.28 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.14 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'omega + Phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_reflns_av_R_equivalents 0.055 _diffrn_reflns_av_unetI/netI 0.0459 _diffrn_reflns_number 30943 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.967 _diffrn_measured_fraction_theta_max 0.967 _reflns_number_total 7798 _reflns_number_gt 4261 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1654P)^2^+0.7890P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6965 _refine_ls_number_parameters 460 _refine_ls_number_restraints 132 _refine_ls_R_factor_all 0.1362 _refine_ls_R_factor_gt 0.0867 _refine_ls_wR_factor_ref 0.2951 _refine_ls_wR_factor_gt 0.2469 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.47 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.186 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.56953(17) 0.0685(3) 0.38852(12) 0.0620(6) Uani 1 1 d . . . H1 H 0.5144 0.0286 0.3625 0.074 Uiso 1 1 calc R . . C2 C 0.63980(18) 0.0952(3) 0.35053(11) 0.0607(6) Uani 1 1 d . A . H2 H 0.6416 0.0121 0.326 0.073 Uiso 1 1 calc R . . C3 C 0.73326(17) 0.1162(3) 0.39080(11) 0.0572(6) Uani 1 1 d . . . C4 C 0.7905(2) 0.2240(3) 0.38389(15) 0.0726(8) Uani 1 1 d . . . H4 H 0.7714 0.2896 0.3536 0.087 Uiso 1 1 calc R . . C5 C 0.8761(2) 0.2336(4) 0.42235(18) 0.0830(9) Uani 1 1 d . . . H5 H 0.9147 0.3052 0.4174 0.1 Uiso 1 1 calc R . . C6 C 0.9046(2) 0.1381(4) 0.46795(17) 0.0798(9) Uani 1 1 d . . . H6 H 0.962 0.146 0.4938 0.096 Uiso 1 1 calc R . . C7 C 0.84843(18) 0.0311(3) 0.47542(13) 0.0675(7) Uani 1 1 d . . . H7 H 0.8676 -0.0325 0.5065 0.081 Uiso 1 1 calc R . . C8 C 0.76293(17) 0.0181(3) 0.43639(11) 0.0561(6) Uani 1 1 d . . . C9 C 0.69656(18) -0.0959(3) 0.43995(12) 0.0611(6) Uani 1 1 d . B . H9 H 0.6872 -0.1516 0.4031 0.073 Uiso 1 1 calc R . . C10 C 0.60547(17) -0.0302(3) 0.44202(12) 0.0611(6) Uani 1 1 d . . . H10 H 0.561 -0.1042 0.4413 0.073 Uiso 1 1 calc R . . C11 C 0.60992(17) 0.0606(3) 0.49653(12) 0.0625(6) Uani 1 1 d . . . C12 C 0.5455(2) 0.1991(3) 0.41632(14) 0.0734(8) Uani 1 1 d . . . C13 C 0.6399(2) 0.0303(4) 0.55412(13) 0.0747(8) Uani 1 1 d . . . H13 H 0.6628 -0.0593 0.5616 0.09 Uiso 1 1 calc R . . C14 C 0.6434(2) 0.1129(4) 0.60832(14) 0.0828(9) Uani 1 1 d . . . C15 C 0.6855(3) 0.0539(7) 0.66345(17) 0.1224(16) Uani 1 1 d . . . H15 H 0.7112 -0.0342 0.6648 0.147 Uiso 1 1 calc R . . C16 C 0.6893(5) 0.1254(10) 0.7161(2) 0.162(3) Uani 1 1 d . . . H16 H 0.7188 0.0848 0.7526 0.195 Uiso 1 1 calc R . . C17 C 0.6520(5) 0.2515(9) 0.7167(2) 0.151(2) Uani 1 1 d . . . H17 H 0.6552 0.2971 0.7529 0.181 Uiso 1 1 calc R . . C18 C 0.6088(4) 0.3128(6) 0.6628(2) 0.1262(18) Uani 1 1 d . . . H18 H 0.5818 0.3997 0.6624 0.151 Uiso 1 1 calc R . . C19 C 0.6060(3) 0.2424(5) 0.60864(18) 0.0945(11) Uani 1 1 d . . . H19 H 0.5783 0.2846 0.5722 0.113 Uiso 1 1 calc R . . O1 O 0.57436(15) 0.1911(2) 0.47838(10) 0.0753(6) Uani 1 1 d . . . O2 O 0.5069(2) 0.3004(3) 0.39352(13) 0.1061(9) Uani 1 1 d . . . O3 O 0.61393(13) 0.2083(2) 0.31095(8) 0.0691(5) Uani 1 1 d . . . O4 O 0.72930(15) -0.1847(2) 0.48949(9) 0.0728(6) Uani 1 1 d . . . Si1A Si 0.54189(11) 0.1989(2) 0.24240(7) 0.0615(5) Uani 0.5 1 d P A 1 C20A C 0.578(2) 0.061(2) 0.2057(8) 0.53(2) Uani 1 1 d . A 1 H20A H 0.6393 0.0768 0.2031 0.801 Uiso 1 1 calc R A 1 H20B H 0.5395 0.0518 0.1659 0.801 Uiso 1 1 calc R A 1 H20C H 0.5757 -0.0235 0.2278 0.801 Uiso 1 1 calc R A 1 C21A C 0.4262(5) 0.1791(16) 0.2453(4) 0.135(5) Uani 0.5 1 d P A 1 H21A H 0.4172 0.0875 0.2593 0.202 Uiso 0.5 1 calc PR A 1 H21B H 0.3875 0.1924 0.2057 0.202 Uiso 0.5 1 calc PR A 1 H21C H 0.4118 0.2469 0.2723 0.202 Uiso 0.5 1 calc PR A 1 C22A C 0.5647(9) 0.3723(14) 0.2069(5) 0.096(4) Uani 0.5 1 d PDU A 1 C23A C 0.5018(18) 0.379(4) 0.1410(8) 0.160(13) Uani 0.5 1 d PDU A 1 H23A H 0.5145 0.4623 0.1216 0.24 Uiso 0.5 1 calc PR A 1 H23B H 0.4394 0.3788 0.1429 0.24 Uiso 0.5 1 calc PR A 1 H23C H 0.5132 0.2994 0.1186 0.24 Uiso 0.5 1 calc PR A 1 C24A C 0.5247(14) 0.4841(18) 0.2451(9) 0.134(7) Uani 0.5 1 d PDU A 1 H24A H 0.5571 0.4785 0.2867 0.201 Uiso 0.5 1 calc PR A 1 H24B H 0.4616 0.4654 0.2415 0.201 Uiso 0.5 1 calc PR A 1 H24C H 0.5314 0.5757 0.2301 0.201 Uiso 0.5 1 calc PR A 1 C25A C 0.6614(8) 0.3900(15) 0.2069(6) 0.147(5) Uani 0.5 1 d PDU A 1 H25A H 0.6794 0.3168 0.1838 0.221 Uiso 0.5 1 calc PR A 1 H25B H 0.6977 0.3863 0.2476 0.221 Uiso 0.5 1 calc PR A 1 H25C H 0.6697 0.4782 0.1894 0.221 Uiso 0.5 1 calc PR A 1 Si2A Si 0.71736(17) -0.3575(3) 0.48443(15) 0.0707(7) Uani 0.5 1 d P B 1 C26A C 0.723(2) -0.4230(16) 0.4105(6) 0.223(12) Uani 0.5 1 d PU B 1 H26A H 0.6708 -0.3906 0.3806 0.334 Uiso 0.5 1 calc PR B 1 H26B H 0.7228 -0.5228 0.4111 0.334 Uiso 0.5 1 calc PR B 1 H26C H 0.777 -0.39 0.401 0.334 Uiso 0.5 1 calc PR B 1 C27A C 0.6045(7) -0.4081(11) 0.4957(10) 0.199(8) Uani 0.5 1 d PU B 1 H27A H 0.5793 -0.3316 0.5131 0.299 Uiso 0.5 1 calc PR B 1 H27B H 0.6114 -0.4867 0.5223 0.299 Uiso 0.5 1 calc PR B 1 H27C H 0.5648 -0.4321 0.4576 0.299 Uiso 0.5 1 calc PR B 1 C28A C 0.8086(12) -0.4264(15) 0.5438(8) 0.167(8) Uani 0.5 1 d PDU B 1 C29A C 0.8972(7) -0.4101(18) 0.5159(15) 0.274(13) Uani 0.5 1 d PU B 1 H29A H 0.9281 -0.325 0.5301 0.411 Uiso 0.5 1 calc PR B 1 H29B H 0.8781 -0.4084 0.4727 0.411 Uiso 0.5 1 calc PR B 1 H29C H 0.9374 -0.4872 0.5286 0.411 Uiso 0.5 1 calc PR B 1 C30A C 0.816(2) -0.349(2) 0.6049(6) 0.231(15) Uani 0.5 1 d PDU B 1 H30A H 0.756 -0.3309 0.61 0.346 Uiso 0.5 1 calc PR B 1 H30B H 0.8472 -0.2623 0.6046 0.346 Uiso 0.5 1 calc PR B 1 H30C H 0.8485 -0.4055 0.6375 0.346 Uiso 0.5 1 calc PR B 1 C31A C 0.807(2) -0.5897(19) 0.5505(15) 0.179(12) Uani 0.5 1 d PDU B 1 H31A H 0.84 -0.6158 0.5902 0.269 Uiso 0.5 1 calc PR B 1 H31B H 0.8335 -0.6321 0.5211 0.269 Uiso 0.5 1 calc PR B 1 H31C H 0.7449 -0.6204 0.5442 0.269 Uiso 0.5 1 calc PR B 1 Si1B Si 0.5963(3) 0.2237(3) 0.23775(10) 0.1097(9) Uani 0.5 1 d P A 2 C20B C 0.7063(11) 0.286(2) 0.2156(6) 0.171(6) Uani 0.5 1 d P A 2 H20D H 0.731 0.3649 0.2396 0.256 Uiso 0.5 1 calc PR A 2 H20E H 0.6917 0.3109 0.1737 0.256 Uiso 0.5 1 calc PR A 2 H20F H 0.7501 0.2118 0.2226 0.256 Uiso 0.5 1 calc PR A 2 C21B C 0.5727(6) 0.0504(9) 0.1990(4) 0.094(2) Uani 0.5 1 d P A 2 H21D H 0.5815 -0.0222 0.2286 0.141 Uiso 0.5 1 calc PR A 2 H21E H 0.6133 0.0367 0.1733 0.141 Uiso 0.5 1 calc PR A 2 H21F H 0.5112 0.0483 0.1752 0.141 Uiso 0.5 1 calc PR A 2 C22B C 0.5277(13) 0.361(2) 0.2149(7) 0.153(7) Uani 0.5 1 d PDU A 2 C23B C 0.505(2) 0.384(3) 0.1443(8) 0.162(13) Uani 0.5 1 d PDU A 2 H23D H 0.5173 0.4785 0.1358 0.244 Uiso 0.5 1 calc PR A 2 H23E H 0.4421 0.3638 0.1273 0.244 Uiso 0.5 1 calc PR A 2 H23F H 0.5417 0.3229 0.127 0.244 Uiso 0.5 1 calc PR A 2 C24B C 0.5758(15) 0.497(3) 0.2459(13) 0.170(9) Uani 0.5 1 d PDU A 2 H24D H 0.6326 0.5086 0.2353 0.254 Uiso 0.5 1 calc PR A 2 H24E H 0.5864 0.488 0.2889 0.254 Uiso 0.5 1 calc PR A 2 H24F H 0.5376 0.5755 0.2324 0.254 Uiso 0.5 1 calc PR A 2 C25B C 0.4297(10) 0.318(3) 0.2305(9) 0.276(15) Uani 0.5 1 d PDU A 2 H25D H 0.3859 0.3899 0.2162 0.413 Uiso 0.5 1 calc PR A 2 H25E H 0.4387 0.3078 0.2732 0.413 Uiso 0.5 1 calc PR A 2 H25F H 0.4082 0.232 0.2109 0.413 Uiso 0.5 1 calc PR A 2 Si2B Si 0.75836(19) -0.3492(3) 0.48576(15) 0.0730(7) Uani 0.5 1 d P B 2 C26B C 0.8536(11) -0.3598(10) 0.4549(6) 0.141(5) Uani 0.5 1 d PU B 2 H26D H 0.8501 -0.2882 0.4252 0.212 Uiso 0.5 1 calc PR B 2 H26E H 0.8546 -0.4492 0.4363 0.212 Uiso 0.5 1 calc PR B 2 H26F H 0.9079 -0.3479 0.4863 0.212 Uiso 0.5 1 calc PR B 2 C27B C 0.6615(11) -0.4394(11) 0.4360(7) 0.183(9) Uani 0.5 1 d PU B 2 H27D H 0.6084 -0.4263 0.4509 0.275 Uiso 0.5 1 calc PR B 2 H27E H 0.6747 -0.5369 0.4351 0.275 Uiso 0.5 1 calc PR B 2 H27F H 0.6511 -0.4019 0.396 0.275 Uiso 0.5 1 calc PR B 2 C28B C 0.7814(9) -0.4139(14) 0.5628(6) 0.101(4) Uani 0.5 1 d PDU B 2 C29B C 0.7982(11) -0.5699(16) 0.5644(11) 0.109(5) Uani 0.5 1 d PU B 2 H29D H 0.8458 -0.5926 0.5991 0.164 Uiso 0.5 1 calc PR B 2 H29E H 0.8155 -0.5976 0.5285 0.164 Uiso 0.5 1 calc PR B 2 H29F H 0.7437 -0.6178 0.5666 0.164 Uiso 0.5 1 calc PR B 2 C30B C 0.8673(12) -0.328(3) 0.5969(10) 0.180(10) Uani 0.5 1 d PDU B 2 H30D H 0.8884 -0.3631 0.6372 0.27 Uiso 0.5 1 calc PR B 2 H30E H 0.8512 -0.2319 0.5983 0.27 Uiso 0.5 1 calc PR B 2 H30F H 0.9144 -0.3373 0.5759 0.27 Uiso 0.5 1 calc PR B 2 C31B C 0.7011(10) -0.3945(12) 0.5936(6) 0.154(5) Uani 0.5 1 d PDU B 2 H31D H 0.6454 -0.3853 0.5632 0.231 Uiso 0.5 1 calc PR B 2 H31E H 0.7111 -0.3124 0.6182 0.231 Uiso 0.5 1 calc PR B 2 H31F H 0.6976 -0.4739 0.6183 0.231 Uiso 0.5 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0562(13) 0.0709(16) 0.0563(14) -0.0020(12) 0.0086(11) -0.0083(11) C2 0.0659(15) 0.0641(15) 0.0512(13) 0.0012(11) 0.0123(11) -0.0010(12) C3 0.0610(13) 0.0564(14) 0.0566(13) -0.0025(11) 0.0187(11) -0.0003(11) C4 0.0697(17) 0.0695(17) 0.0818(19) 0.0138(15) 0.0250(14) 0.0014(13) C5 0.0629(17) 0.0733(19) 0.112(3) 0.0032(18) 0.0200(17) -0.0134(14) C6 0.0588(15) 0.079(2) 0.096(2) -0.0033(17) 0.0084(14) -0.0004(14) C7 0.0630(15) 0.0665(16) 0.0706(16) 0.0032(13) 0.0120(12) 0.0064(12) C8 0.0616(13) 0.0545(13) 0.0537(13) -0.0009(10) 0.0170(10) 0.0023(10) C9 0.0722(15) 0.0528(13) 0.0567(13) 0.0023(11) 0.0129(11) -0.0023(11) C10 0.0610(14) 0.0628(15) 0.0582(14) 0.0014(12) 0.0124(11) -0.0126(11) C11 0.0592(14) 0.0673(16) 0.0633(15) 0.0004(12) 0.0194(11) -0.0093(11) C12 0.0741(18) 0.0785(19) 0.0720(18) 0.0041(15) 0.0260(14) 0.0060(14) C13 0.0742(17) 0.090(2) 0.0616(16) -0.0007(15) 0.0199(13) -0.0095(15) C14 0.0714(17) 0.116(3) 0.0641(17) -0.0125(17) 0.0221(14) -0.0225(18) C15 0.112(3) 0.189(5) 0.062(2) -0.008(3) 0.0143(19) 0.019(3) C16 0.150(5) 0.264(9) 0.065(2) -0.030(4) 0.013(3) 0.023(5) C17 0.156(5) 0.223(7) 0.078(3) -0.057(4) 0.040(3) -0.039(5) C18 0.145(4) 0.145(4) 0.103(3) -0.051(3) 0.058(3) -0.041(3) C19 0.106(3) 0.107(3) 0.080(2) -0.023(2) 0.040(2) -0.032(2) O1 0.0867(13) 0.0753(13) 0.0688(12) -0.0037(10) 0.0286(10) 0.0026(10) O2 0.129(2) 0.1018(19) 0.0932(17) 0.0155(14) 0.0388(15) 0.0470(16) O3 0.0747(12) 0.0756(12) 0.0543(10) 0.0118(9) 0.0109(9) 0.0019(9) O4 0.0880(14) 0.0606(11) 0.0658(12) 0.0114(9) 0.0110(10) -0.0020(9) Si1A 0.0460(7) 0.0859(11) 0.0522(8) 0.0124(7) 0.0113(6) -0.0111(7) C20A 1.03(6) 0.33(2) 0.159(12) -0.075(14) -0.023(19) 0.08(3) C21A 0.052(4) 0.254(14) 0.088(5) 0.052(7) -0.002(3) -0.028(6) C22A 0.151(10) 0.092(6) 0.045(4) 0.019(4) 0.024(5) -0.028(6) C23A 0.21(2) 0.19(3) 0.080(13) 0.062(14) 0.031(14) -0.012(18) C24A 0.204(19) 0.083(8) 0.105(8) -0.005(6) 0.018(11) 0.037(10) C25A 0.129(9) 0.163(11) 0.145(10) 0.068(9) 0.028(7) -0.042(8) Si2A 0.0744(15) 0.0627(12) 0.0770(13) 0.0093(9) 0.0228(15) 0.0090(13) C26A 0.48(4) 0.103(9) 0.116(9) 0.014(7) 0.126(16) 0.078(16) C27A 0.102(7) 0.079(6) 0.44(3) -0.001(10) 0.117(11) -0.011(5) C28A 0.149(13) 0.094(9) 0.199(18) 0.046(10) -0.068(12) -0.028(9) C29A 0.062(6) 0.181(14) 0.57(4) 0.05(2) 0.056(12) -0.009(7) C30A 0.45(4) 0.155(15) 0.054(5) 0.008(7) 0.005(14) 0.11(2) C31A 0.29(3) 0.105(10) 0.174(16) 0.072(11) 0.119(15) 0.083(12) Si1B 0.162(3) 0.1022(18) 0.0548(11) 0.0015(10) 0.0071(14) 0.0273(18) C20B 0.151(11) 0.26(2) 0.115(9) -0.007(11) 0.064(8) -0.058(12) C21B 0.118(6) 0.076(4) 0.072(5) -0.018(4) -0.006(4) -0.001(4) C22B 0.21(2) 0.166(15) 0.082(8) 0.043(8) 0.040(9) 0.034(14) C23B 0.23(3) 0.16(2) 0.068(11) 0.026(10) -0.023(11) 0.068(16) C24B 0.20(2) 0.130(12) 0.170(14) 0.042(11) 0.034(16) 0.004(14) C25B 0.113(11) 0.54(5) 0.177(16) 0.04(2) 0.039(10) 0.106(19) Si2B 0.0850(17) 0.0580(11) 0.0712(12) 0.0066(8) 0.0100(15) -0.0039(14) C26B 0.245(14) 0.082(5) 0.143(9) 0.021(6) 0.137(10) 0.038(7) C27B 0.193(13) 0.078(6) 0.195(14) -0.022(8) -0.111(12) -0.028(7) C28B 0.133(9) 0.085(6) 0.096(7) 0.049(5) 0.051(6) 0.034(6) C29B 0.111(7) 0.085(7) 0.144(13) 0.053(7) 0.054(7) 0.034(6) C30B 0.124(10) 0.205(17) 0.174(19) 0.040(14) -0.036(10) -0.016(11) C31B 0.200(11) 0.128(8) 0.182(11) 0.075(8) 0.138(10) 0.045(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C12 1.493(4) . ? C1 C10 1.540(4) . ? C1 C2 1.556(4) . ? C1 H1 0.98 . ? C2 O3 1.409(3) . ? C2 C3 1.506(4) . ? C2 H2 0.98 . ? C3 C4 1.388(4) . ? C3 C8 1.397(4) . ? C4 C5 1.385(5) . ? C4 H4 0.93 . ? C5 C6 1.378(5) . ? C5 H5 0.93 . ? C6 C7 1.374(4) . ? C6 H6 0.93 . ? C7 C8 1.391(4) . ? C7 H7 0.93 . ? C8 C9 1.506(4) . ? C9 O4 1.410(3) . ? C9 C10 1.534(4) . ? C9 H9 0.98 . ? C10 C11 1.511(4) . ? C10 H10 0.98 . ? C11 C13 1.318(4) . ? C11 O1 1.389(3) . ? C12 O2 1.191(4) . ? C12 O1 1.383(4) . ? C13 C14 1.463(5) . ? C13 H13 0.93 . ? C14 C19 1.370(6) . ? C14 C15 1.389(5) . ? C15 C16 1.377(7) . ? C15 H15 0.93 . ? C16 C17 1.341(10) . ? C16 H16 0.93 . ? C17 C18 1.379(9) . ? C17 H17 0.93 . ? C18 C19 1.404(6) . ? C18 H18 0.93 . ? C19 H19 0.93 . ? O3 Si1B 1.637(3) . ? O3 Si1A 1.682(2) . ? O4 Si2B 1.651(4) . ? O4 Si2A 1.673(4) . ? Si1A C20A 1.73(2) . ? Si1A C21A 1.787(8) . ? Si1A C22A 1.924(12) . ? C20A H20A 0.96 . ? C20A H20B 0.96 . ? C20A H20C 0.96 . ? C21A H21A 0.96 . ? C21A H21B 0.96 . ? C21A H21C 0.96 . ? C22A C25A 1.481(14) . ? C22A C23A 1.575(16) . ? C22A C24A 1.598(14) . ? C23A H23A 0.96 . ? C23A H23B 0.96 . ? C23A H23C 0.96 . ? C24A H24A 0.96 . ? C24A H24B 0.96 . ? C24A H24C 0.96 . ? C25A H25A 0.96 . ? C25A H25B 0.96 . ? C25A H25C 0.96 . ? Si2A C28A 1.813(15) . ? Si2A C26A 1.826(12) . ? Si2A C27A 1.862(10) . ? C26A H26A 0.96 . ? C26A H26B 0.96 . ? C26A H26C 0.96 . ? C27A H27A 0.96 . ? C27A H27B 0.96 . ? C27A H27C 0.96 . ? C28A C30A 1.566(16) . ? C28A C31A 1.579(14) . ? C28A C29A 1.63(3) . ? C29A H29A 0.96 . ? C29A H29B 0.96 . ? C29A H29C 0.96 . ? C30A H30A 0.96 . ? C30A H30B 0.96 . ? C30A H30C 0.96 . ? C31A H31A 0.96 . ? C31A H31B 0.96 . ? C31A H31C 0.96 . ? Si1B C22B 1.68(2) . ? Si1B C21B 1.881(9) . ? Si1B C20B 1.957(13) . ? C20B H20D 0.96 . ? C20B H20E 0.96 . ? C20B H20F 0.96 . ? C21B H21D 0.96 . ? C21B H21E 0.96 . ? C21B H21F 0.96 . ? C22B C24B 1.577(17) . ? C22B C23B 1.583(15) . ? C22B C25B 1.666(17) . ? C23B H23D 0.96 . ? C23B H23E 0.96 . ? C23B H23F 0.96 . ? C24B H24D 0.96 . ? C24B H24E 0.96 . ? C24B H24F 0.96 . ? C25B H25D 0.96 . ? C25B H25E 0.96 . ? C25B H25F 0.96 . ? Si2B C26B 1.764(11) . ? Si2B C28B 1.821(12) . ? Si2B C27B 1.844(9) . ? C26B H26D 0.96 . ? C26B H26E 0.96 . ? C26B H26F 0.96 . ? C27B H27D 0.96 . ? C27B H27E 0.96 . ? C27B H27F 0.96 . ? C28B C29B 1.520(18) . ? C28B C31B 1.564(10) . ? C28B C30B 1.580(16) . ? C29B H29D 0.96 . ? C29B H29E 0.96 . ? C29B H29F 0.96 . ? C30B H30D 0.96 . ? C30B H30E 0.96 . ? C30B H30F 0.96 . ? C31B H31D 0.96 . ? C31B H31E 0.96 . ? C31B H31F 0.96 . ? 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 C12 C1 C10 104.8(2) . . ? C12 C1 C2 111.9(2) . . ? C10 C1 C2 112.8(2) . . ? C12 C1 H1 109.1 . . ? C10 C1 H1 109.1 . . ? C2 C1 H1 109.1 . . ? O3 C2 C3 111.3(2) . . ? O3 C2 C1 111.4(2) . . ? C3 C2 C1 110.8(2) . . ? O3 C2 H2 107.7 . . ? C3 C2 H2 107.7 . . ? C1 C2 H2 107.7 . . ? C4 C3 C8 119.6(2) . . ? C4 C3 C2 123.7(3) . . ? C8 C3 C2 116.8(2) . . ? C5 C4 C3 119.7(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 120.3(3) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 119.9(3) . . ? C6 C7 H7 120 . . ? C8 C7 H7 120 . . ? C7 C8 C3 119.9(2) . . ? C7 C8 C9 124.4(2) . . ? C3 C8 C9 115.7(2) . . ? O4 C9 C8 112.0(2) . . ? O4 C9 C10 111.6(2) . . ? C8 C9 C10 108.9(2) . . ? O4 C9 H9 108 . . ? C8 C9 H9 108 . . ? C10 C9 H9 108 . . ? C11 C10 C9 113.9(2) . . ? C11 C10 C1 103.6(2) . . ? C9 C10 C1 112.1(2) . . ? C11 C10 H10 109 . . ? C9 C10 H10 109 . . ? C1 C10 H10 109 . . ? C13 C11 O1 120.9(3) . . ? C13 C11 C10 129.2(3) . . ? O1 C11 C10 109.9(2) . . ? O2 C12 O1 119.6(3) . . ? O2 C12 C1 130.4(3) . . ? O1 C12 C1 110.0(3) . . ? C11 C13 C14 131.3(3) . . ? C11 C13 H13 114.4 . . ? C14 C13 H13 114.4 . . ? C19 C14 C15 117.8(4) . . ? C19 C14 C13 124.7(3) . . ? C15 C14 C13 117.5(4) . . ? C16 C15 C14 120.2(6) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 122.2(6) . . ? C17 C16 H16 118.9 . . ? C15 C16 H16 118.9 . . ? C16 C17 C18 119.3(5) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C19 119.2(6) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C14 C19 C18 121.4(5) . . ? C14 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C12 O1 C11 111.1(2) . . ? C2 O3 Si1B 132.7(2) . . ? C2 O3 Si1A 125.04(19) . . ? Si1B O3 Si1A 31.14(14) . . ? C9 O4 Si2B 125.8(2) . . ? C9 O4 Si2A 122.4(2) . . ? Si2B O4 Si2A 21.55(9) . . ? O3 Si1A C20A 106.3(7) . . ? O3 Si1A C21A 113.2(3) . . ? C20A Si1A C21A 111.6(12) . . ? O3 Si1A C22A 101.8(4) . . ? C20A Si1A C22A 110.4(10) . . ? C21A Si1A C22A 112.9(6) . . ? Si1A C20A H20A 109.5 . . ? Si1A C20A H20B 109.5 . . ? H20A C20A H20B 109.5 . . ? Si1A C20A H20C 109.5 . . ? H20A C20A H20C 109.5 . . ? H20B C20A H20C 109.5 . . ? Si1A C21A H21A 109.5 . . ? Si1A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? Si1A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C25A C22A C23A 111.5(12) . . ? C25A C22A C24A 115.7(12) . . ? C23A C22A C24A 105.9(18) . . ? C25A C22A Si1A 112.4(9) . . ? C23A C22A Si1A 108.0(12) . . ? C24A C22A Si1A 102.7(9) . . ? C22A C23A H23A 109.5 . . ? C22A C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C22A C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C22A C24A H24A 109.5 . . ? C22A C24A H24B 109.5 . . ? H24A C24A H24B 109.5 . . ? C22A C24A H24C 109.5 . . ? H24A C24A H24C 109.5 . . ? H24B C24A H24C 109.5 . . ? C22A C25A H25A 109.5 . . ? C22A C25A H25B 109.5 . . ? H25A C25A H25B 109.5 . . ? C22A C25A H25C 109.5 . . ? H25A C25A H25C 109.5 . . ? H25B C25A H25C 109.5 . . ? O4 Si2A C28A 105.1(5) . . ? O4 Si2A C26A 112.2(6) . . ? C28A Si2A C26A 111.6(10) . . ? O4 Si2A C27A 109.8(4) . . ? C28A Si2A C27A 111.3(9) . . ? C26A Si2A C27A 106.9(11) . . ? Si2A C26A H26A 109.5 . . ? Si2A C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? Si2A C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? Si2A C27A H27A 109.5 . . ? Si2A C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? Si2A C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C30A C28A C31A 112.7(18) . . ? C30A C28A C29A 114.8(17) . . ? C31A C28A C29A 99.8(16) . . ? C30A C28A Si2A 111.6(13) . . ? C31A C28A Si2A 114.0(14) . . ? C29A C28A Si2A 103.1(13) . . ? C28A C29A H29A 109.5 . . ? C28A C29A H29B 109.5 . . ? H29A C29A H29B 109.5 . . ? C28A C29A H29C 109.5 . . ? H29A C29A H29C 109.5 . . ? H29B C29A H29C 109.5 . . ? C28A C30A H30A 109.5 . . ? C28A C30A H30B 109.5 . . ? H30A C30A H30B 109.5 . . ? C28A C30A H30C 109.5 . . ? H30A C30A H30C 109.5 . . ? H30B C30A H30C 109.5 . . ? C28A C31A H31A 109.5 . . ? C28A C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? C28A C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? O3 Si1B C22B 108.8(6) . . ? O3 Si1B C21B 111.6(4) . . ? C22B Si1B C21B 121.0(8) . . ? O3 Si1B C20B 110.9(5) . . ? C22B Si1B C20B 100.6(9) . . ? C21B Si1B C20B 103.0(7) . . ? Si1B C20B H20D 109.5 . . ? Si1B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? Si1B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? Si1B C21B H21D 109.5 . . ? Si1B C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? Si1B C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C24B C22B C23B 108(2) . . ? C24B C22B C25B 116.6(18) . . ? C23B C22B C25B 105.6(17) . . ? C24B C22B Si1B 109.0(15) . . ? C23B C22B Si1B 112.9(15) . . ? C25B C22B Si1B 105.0(13) . . ? C22B C23B H23D 109.5 . . ? C22B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C22B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C22B C24B H24D 109.5 . . ? C22B C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C22B C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 109.5 . . ? C22B C25B H25D 109.5 . . ? C22B C25B H25E 109.5 . . ? H25D C25B H25E 109.5 . . ? C22B C25B H25F 109.5 . . ? H25D C25B H25F 109.5 . . ? H25E C25B H25F 109.5 . . ? O4 Si2B C26B 109.4(3) . . ? O4 Si2B C28B 105.5(5) . . ? C26B Si2B C28B 112.7(6) . . ? O4 Si2B C27B 107.4(5) . . ? C26B Si2B C27B 109.6(8) . . ? C28B Si2B C27B 111.9(8) . . ? Si2B C26B H26D 109.5 . . ? Si2B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? Si2B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? Si2B C27B H27D 109.5 . . ? Si2B C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? Si2B C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C29B C28B C31B 104.6(11) . . ? C29B C28B C30B 112.9(14) . . ? C31B C28B C30B 110.9(14) . . ? C29B C28B Si2B 110.6(12) . . ? C31B C28B Si2B 114.2(9) . . ? C30B C28B Si2B 103.8(10) . . ? C28B C29B H29D 109.5 . . ? C28B C29B H29E 109.5 . . ? H29D C29B H29E 109.5 . . ? C28B C29B H29F 109.5 . . ? H29D C29B H29F 109.5 . . ? H29E C29B H29F 109.5 . . ? C28B C30B H30D 109.5 . . ? C28B C30B H30E 109.5 . . ? H30D C30B H30E 109.5 . . ? C28B C30B H30F 109.5 . . ? H30D C30B H30F 109.5 . . ? H30E C30B H30F 109.5 . . ? C28B C31B H31D 109.5 . . ? C28B C31B H31E 109.5 . . ? H31D C31B H31E 109.5 . . ? C28B C31B H31F 109.5 . . ? H31D C31B H31F 109.5 . . ? H31E C31B H31F 109.5 . . ? # Attachment 'rra05103.cif' data_rra05103 _database_code_depnum_ccdc_archive 'CCDC 773864' #TrackingRef 'rra05103.cif' _audit_creation_date 2009-02-03T09:06:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H42 O4 Si2' _chemical_formula_sum 'C26 H42 O4 Si2' _chemical_formula_weight 474.78 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.40660(10) _cell_length_b 20.7845(2) _cell_length_c 26.5729(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5747.61(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 52846 _cell_measurement_theta_min 1.96 _cell_measurement_theta_max 28.27 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2064 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.15 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'Phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_av_unetI/netI 0.0287 _diffrn_reflns_number 52846 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 28.27 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.975 _diffrn_measured_fraction_theta_max 0.975 _reflns_number_total 6932 _reflns_number_gt 5081 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0970P)^2^+2.2284P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6932 _refine_ls_number_parameters 352 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.0964 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.2044 _refine_ls_wR_factor_gt 0.1816 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.281 _refine_ls_shift/su_mean 0.011 _refine_diff_density_max 0.269 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.0801(2) 0.14013(9) 0.48146(8) 0.0521(5) Uani 1 1 d . . . C2 C 0.0810(3) 0.10252(13) 0.53149(10) 0.0710(7) Uani 1 1 d . . . H2A H 0.0528 0.131 0.5582 0.085 Uiso 1 1 calc R . . H2B H 0.0193 0.0676 0.5292 0.085 Uiso 1 1 calc R . . C3 C 0.2109(2) 0.07474(11) 0.54561(8) 0.0584(5) Uani 1 1 d . . . H3 H 0.2717 0.1098 0.552 0.07 Uiso 1 1 calc R . . C4 C 0.2584(2) 0.03437(10) 0.50261(9) 0.0533(5) Uani 1 1 d . . . C5 C 0.3075(3) -0.02737(11) 0.50804(11) 0.0715(7) Uani 1 1 d . . . H5 H 0.3161 -0.0452 0.54 0.086 Uiso 1 1 calc R . . C6 C 0.3434(3) -0.06237(12) 0.46621(13) 0.0883(9) Uani 1 1 d . . . H6 H 0.3774 -0.1035 0.4701 0.106 Uiso 1 1 calc R . . C7 C 0.3295(4) -0.03697(12) 0.41914(12) 0.0893(9) Uani 1 1 d . . . H7 H 0.3517 -0.0614 0.3911 0.107 Uiso 1 1 calc R . . C8 C 0.2825(3) 0.02476(12) 0.41274(10) 0.0680(6) Uani 1 1 d . . . H8 H 0.2739 0.0419 0.3806 0.082 Uiso 1 1 calc R . . C9 C 0.24840(19) 0.06107(10) 0.45450(8) 0.0509(5) Uani 1 1 d . . . C10 C 0.20568(19) 0.13000(9) 0.45146(8) 0.0484(4) Uani 1 1 d . . . H10 H 0.2726 0.1567 0.4669 0.058 Uiso 1 1 calc R . . C11 C -0.0351(2) 0.23362(11) 0.47056(9) 0.0606(6) Uani 1 1 d . . . C12 C -0.1058(2) 0.18139(11) 0.44581(9) 0.0603(5) Uani 1 1 d . . . C13 C -0.0385(2) 0.12829(10) 0.45162(9) 0.0561(5) Uani 1 1 d . . . H13 H -0.0621 0.0884 0.4387 0.067 Uiso 1 1 calc R . . C14 C -0.2305(3) 0.19368(16) 0.41995(14) 0.0888(9) Uani 1 1 d . . . H14A H -0.2554 0.1561 0.4013 0.133 Uiso 1 1 calc R . . H14B H -0.2212 0.2294 0.3973 0.133 Uiso 1 1 calc R . . H14C H -0.2952 0.2035 0.4445 0.133 Uiso 1 1 calc R . . C15 C 0.2557(4) 0.28542(14) 0.40690(15) 0.1051(12) Uani 1 1 d . . . H15A H 0.1664 0.2968 0.4085 0.158 Uiso 1 1 calc R . . H15B H 0.3021 0.3183 0.3892 0.158 Uiso 1 1 calc R . . H15C H 0.2894 0.2814 0.4404 0.158 Uiso 1 1 calc R . . C16 C 0.4450(3) 0.1845(2) 0.3730(2) 0.1270(16) Uani 1 1 d . . . H16A H 0.4701 0.1716 0.4063 0.19 Uiso 1 1 calc R . . H16B H 0.496 0.2206 0.3626 0.19 Uiso 1 1 calc R . . H16C H 0.4579 0.1494 0.3501 0.19 Uiso 1 1 calc R . . C17 C 0.2040(3) 0.21243(15) 0.30890(11) 0.0822(8) Uani 1 1 d . . . C18 C 0.0593(4) 0.2239(3) 0.3130(2) 0.177(3) Uani 1 1 d . . . H18A H 0.044 0.2648 0.3288 0.266 Uiso 1 1 calc R . . H18B H 0.0212 0.1904 0.3328 0.266 Uiso 1 1 calc R . . H18C H 0.022 0.2239 0.28 0.266 Uiso 1 1 calc R . . C19 C 0.2669(5) 0.2668(2) 0.27887(15) 0.1340(16) Uani 1 1 d . . . H19A H 0.2467 0.2618 0.2438 0.201 Uiso 1 1 calc R . . H19B H 0.3584 0.2651 0.2833 0.201 Uiso 1 1 calc R . . H19C H 0.235 0.3074 0.2906 0.201 Uiso 1 1 calc R . . C20 C 0.2295(6) 0.1504(2) 0.28039(16) 0.154(2) Uani 1 1 d . . . H20A H 0.1792 0.1163 0.2947 0.232 Uiso 1 1 calc R . . H20B H 0.3191 0.1397 0.2827 0.232 Uiso 1 1 calc R . . H20C H 0.2064 0.1559 0.2457 0.232 Uiso 1 1 calc R . . O1 O 0.07258(15) 0.20907(7) 0.49213(6) 0.0605(4) Uani 1 1 d . . . O2 O -0.06089(19) 0.28995(8) 0.47352(9) 0.0857(6) Uani 1 1 d . . . O3 O 0.18829(14) 0.15120(7) 0.40132(5) 0.0537(4) Uani 1 1 d . . . O4 O 0.19597(19) 0.03739(8) 0.58986(6) 0.0683(5) Uani 1 1 d . . . Si1 Si 0.27380(6) 0.20750(3) 0.37316(3) 0.0560(2) Uani 1 1 d . . . C23A C 0.1174(4) 0.0432(2) 0.69088(16) 0.0776(10) Uani 0.8 1 d P A 1 Si2A Si 0.25717(9) 0.04549(4) 0.64638(3) 0.0562(2) Uani 0.8 1 d P A 1 C21 C 0.3494(4) 0.1215(2) 0.65186(18) 0.0829(11) Uani 0.8 1 d P A 1 H21A H 0.2937 0.1573 0.6452 0.124 Uiso 0.8 1 calc PR A 1 H21B H 0.4186 0.1213 0.628 0.124 Uiso 0.8 1 calc PR A 1 H21C H 0.3836 0.1252 0.6853 0.124 Uiso 0.8 1 calc PR A 1 C22 C 0.3682(5) -0.0237(2) 0.65923(19) 0.0925(13) Uani 0.8 1 d P A 1 H22A H 0.3248 -0.0634 0.6522 0.139 Uiso 0.8 1 calc PR A 1 H22B H 0.3939 -0.0229 0.6939 0.139 Uiso 0.8 1 calc PR A 1 H22C H 0.4428 -0.0201 0.6382 0.139 Uiso 0.8 1 calc PR A 1 C24 C 0.0438(8) -0.0182(5) 0.6829(3) 0.144(4) Uani 0.8 1 d P A 1 H24A H 0.0993 -0.0543 0.6888 0.216 Uiso 0.8 1 calc PR A 1 H24B H 0.0125 -0.0196 0.6489 0.216 Uiso 0.8 1 calc PR A 1 H24C H -0.0274 -0.0198 0.7058 0.216 Uiso 0.8 1 calc PR A 1 C25 C 0.1793(13) 0.0447(5) 0.7461(3) 0.147(4) Uani 0.8 1 d P A 1 H25A H 0.2249 0.0844 0.7508 0.221 Uiso 0.8 1 calc PR A 1 H25B H 0.2376 0.0093 0.7499 0.221 Uiso 0.8 1 calc PR A 1 H25C H 0.1123 0.0414 0.7708 0.221 Uiso 0.8 1 calc PR A 1 C26 C 0.0320(6) 0.1021(3) 0.6807(2) 0.137(2) Uani 0.8 1 d P A 1 H26A H 0.0137 0.1236 0.7118 0.205 Uiso 0.8 1 calc PR A 1 H26B H -0.047 0.0884 0.6654 0.205 Uiso 0.8 1 calc PR A 1 H26C H 0.0759 0.1311 0.6584 0.205 Uiso 0.8 1 calc PR A 1 C23B C 0.190(2) 0.0119(10) 0.6896(6) 0.116(8) Uani 0.2 1 d PD A 2 Si2B Si 0.2019(4) 0.0774(2) 0.64828(14) 0.0704(10) Uani 0.2 1 d P A 2 C27 C 0.372(4) 0.143(3) 0.665(3) 0.43(5) Uani 0.2 1 d PDU A 2 H27A H 0.3668 0.1809 0.6439 0.652 Uiso 0.2 1 calc PR A 2 H27B H 0.4508 0.1208 0.6577 0.652 Uiso 0.2 1 calc PR A 2 H27C H 0.3706 0.1558 0.6995 0.652 Uiso 0.2 1 calc PR A 2 C28 C 0.086(4) 0.1486(14) 0.6660(13) 0.24(2) Uani 0.2 1 d PDU A 2 H28A H 0.0974 0.1833 0.6426 0.358 Uiso 0.2 1 calc PR A 2 H28B H 0.1051 0.1633 0.6994 0.358 Uiso 0.2 1 calc PR A 2 H28C H -0.0015 0.1338 0.6647 0.358 Uiso 0.2 1 calc PR A 2 C29 C 0.062(3) -0.0299(17) 0.6866(10) 0.162(19) Uani 0.2 1 d PDU A 2 H29A H -0.0117 -0.0022 0.6897 0.243 Uiso 0.2 1 calc PR A 2 H29B H 0.0611 -0.0609 0.7134 0.243 Uiso 0.2 1 calc PR A 2 H29C H 0.0584 -0.0519 0.6548 0.243 Uiso 0.2 1 calc PR A 2 C30 C 0.160(3) 0.0421(10) 0.7442(9) 0.069(6) Uani 0.2 1 d PDU A 2 H30A H 0.1013 0.0776 0.7406 0.103 Uiso 0.2 1 calc PR A 2 H30B H 0.238 0.0568 0.7592 0.103 Uiso 0.2 1 calc PR A 2 H30C H 0.1212 0.0098 0.7652 0.103 Uiso 0.2 1 calc PR A 2 C31 C 0.295(6) -0.041(3) 0.6770(13) 0.34(3) Uani 0.2 1 d PDU A 2 H31A H 0.3196 -0.0633 0.7074 0.504 Uiso 0.2 1 calc PR A 2 H31B H 0.3695 -0.0212 0.6625 0.504 Uiso 0.2 1 calc PR A 2 H31C H 0.2603 -0.072 0.6536 0.504 Uiso 0.2 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0554(12) 0.0453(10) 0.0556(12) -0.0010(8) 0.0039(9) 0.0053(9) C2 0.0742(16) 0.0785(16) 0.0602(14) 0.0138(11) 0.0145(12) 0.0200(13) C3 0.0691(14) 0.0520(11) 0.0541(12) 0.0047(9) -0.0018(10) -0.0018(10) C4 0.0492(11) 0.0469(11) 0.0637(13) 0.0019(9) -0.0010(9) -0.0017(8) C5 0.0795(17) 0.0499(12) 0.0850(18) 0.0104(12) 0.0021(14) 0.0031(12) C6 0.109(2) 0.0455(13) 0.111(2) 0.0021(14) 0.0172(19) 0.0133(14) C7 0.121(3) 0.0541(14) 0.092(2) -0.0100(14) 0.0253(19) 0.0090(15) C8 0.0799(17) 0.0550(12) 0.0690(15) -0.0043(11) 0.0158(13) -0.0006(11) C9 0.0475(10) 0.0459(10) 0.0593(12) -0.0006(9) 0.0037(9) -0.0020(8) C10 0.0481(10) 0.0472(10) 0.0498(11) -0.0004(8) -0.0001(8) -0.0004(8) C11 0.0562(13) 0.0525(12) 0.0731(15) -0.0029(10) 0.0109(11) 0.0085(10) C12 0.0477(11) 0.0614(13) 0.0717(14) 0.0037(11) 0.0045(10) 0.0040(10) C13 0.0512(11) 0.0509(11) 0.0662(13) -0.0026(9) 0.0075(10) -0.0043(9) C14 0.0579(15) 0.093(2) 0.116(3) 0.0033(18) -0.0157(15) 0.0088(14) C15 0.149(3) 0.0641(17) 0.102(3) -0.0087(16) 0.023(2) -0.0258(19) C16 0.0497(16) 0.140(3) 0.191(4) 0.047(3) 0.012(2) 0.0043(19) C17 0.094(2) 0.0862(19) 0.0662(16) 0.0164(14) 0.0002(15) -0.0091(15) C18 0.103(3) 0.285(7) 0.144(4) 0.069(4) -0.049(3) 0.015(4) C19 0.189(5) 0.120(3) 0.094(3) 0.045(2) 0.006(3) -0.029(3) C20 0.252(7) 0.129(3) 0.082(3) -0.020(2) 0.006(3) -0.051(4) O1 0.0618(9) 0.0532(8) 0.0664(10) -0.0143(7) -0.0018(7) 0.0058(7) O2 0.0783(13) 0.0525(10) 0.1262(18) -0.0082(9) 0.0122(11) 0.0169(8) O3 0.0541(8) 0.0550(8) 0.0521(8) 0.0042(6) -0.0003(6) -0.0024(6) O4 0.0842(12) 0.0653(10) 0.0554(9) 0.0118(7) -0.0068(8) -0.0064(8) Si1 0.0503(3) 0.0528(4) 0.0649(4) 0.0060(3) 0.0031(3) -0.0019(2) C23A 0.073(2) 0.089(3) 0.072(2) -0.0072(19) 0.0127(18) -0.0033(19) Si2A 0.0617(5) 0.0525(5) 0.0543(5) 0.0030(3) -0.0023(4) 0.0001(4) C21 0.095(3) 0.072(2) 0.082(2) -0.0011(18) -0.010(2) -0.0293(19) C22 0.090(3) 0.090(3) 0.097(3) 0.002(2) -0.014(2) 0.035(2) C24 0.115(5) 0.192(9) 0.124(7) -0.021(5) 0.042(4) -0.073(5) C25 0.180(10) 0.200(8) 0.061(5) -0.005(5) -0.004(5) -0.038(7) C26 0.114(4) 0.160(5) 0.136(5) 0.004(4) 0.030(3) 0.076(4) C23B 0.17(2) 0.122(17) 0.053(8) -0.017(10) 0.008(12) -0.049(16) Si2B 0.091(3) 0.0584(19) 0.062(2) 0.0008(16) -0.0079(18) 0.027(2) C27 0.46(9) 0.43(8) 0.42(8) 0.20(6) 0.07(7) -0.08(7) C28 0.37(5) 0.16(2) 0.19(3) 0.07(2) 0.05(3) 0.19(3) C29 0.29(4) 0.133(19) 0.060(12) 0.049(13) -0.059(17) -0.16(2) C30 0.083(11) 0.060(9) 0.064(15) -0.017(8) 0.026(10) -0.026(8) C31 0.45(7) 0.45(6) 0.11(2) -0.06(3) 0.01(3) 0.32(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O1 1.463(2) . ? C1 C13 1.488(3) . ? C1 C2 1.542(3) . ? C1 C10 1.545(3) . ? C2 C3 1.518(3) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 O4 1.418(3) . ? C3 C4 1.501(3) . ? C3 H3 0.98 . ? C4 C5 1.388(3) . ? C4 C9 1.397(3) . ? C5 C6 1.380(4) . ? C5 H5 0.93 . ? C6 C7 1.365(4) . ? C6 H6 0.93 . ? C7 C8 1.383(4) . ? C7 H7 0.93 . ? C8 C9 1.388(3) . ? C8 H8 0.93 . ? C9 C10 1.502(3) . ? C10 O3 1.415(2) . ? C10 H10 0.98 . ? C11 O2 1.204(3) . ? C11 O1 1.358(3) . ? C11 C12 1.467(3) . ? C12 C13 1.316(3) . ? C12 C14 1.490(4) . ? C13 H13 0.93 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 Si1 1.861(3) . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C16 Si1 1.844(3) . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 C20 1.519(5) . ? C17 C18 1.529(6) . ? C17 C19 1.529(4) . ? C17 Si1 1.858(3) . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? O3 Si1 1.6495(15) . ? O4 Si2A 1.6400(19) . ? O4 Si2B 1.762(4) . ? C23A C24 1.503(9) . ? C23A C26 1.537(6) . ? C23A C25 1.603(11) . ? C23A Si2A 1.875(4) . ? Si2A C21 1.854(4) . ? Si2A C22 1.876(4) . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C24 H24A 0.96 . ? C24 H24B 0.96 . ? C24 H24C 0.96 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C23B C29 1.593(18) . ? C23B C31 1.597(19) . ? C23B C30 1.611(17) . ? C23B Si2B 1.75(2) . ? Si2B C28 1.97(2) . ? Si2B C27 2.28(5) . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C31 H31C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C13 102.76(16) . . ? O1 C1 C2 109.25(18) . . ? C13 C1 C2 112.35(19) . . ? O1 C1 C10 106.19(16) . . ? C13 C1 C10 113.86(18) . . ? C2 C1 C10 111.76(17) . . ? C3 C2 C1 114.26(19) . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O4 C3 C4 111.20(18) . . ? O4 C3 C2 108.38(19) . . ? C4 C3 C2 108.5(2) . . ? O4 C3 H3 109.6 . . ? C4 C3 H3 109.6 . . ? C2 C3 H3 109.6 . . ? C5 C4 C9 119.3(2) . . ? C5 C4 C3 123.9(2) . . ? C9 C4 C3 116.73(18) . . ? C6 C5 C4 120.2(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 120.3(2) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.6(3) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C7 C8 C9 119.7(3) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C8 C9 C4 119.8(2) . . ? C8 C9 C10 123.4(2) . . ? C4 C9 C10 116.74(19) . . ? O3 C10 C9 112.67(17) . . ? O3 C10 C1 109.58(16) . . ? C9 C10 C1 110.64(17) . . ? O3 C10 H10 107.9 . . ? C9 C10 H10 107.9 . . ? C1 C10 H10 107.9 . . ? O2 C11 O1 121.4(2) . . ? O2 C11 C12 129.6(2) . . ? O1 C11 C12 108.96(18) . . ? C13 C12 C11 107.5(2) . . ? C13 C12 C14 131.4(2) . . ? C11 C12 C14 121.1(2) . . ? C12 C13 C1 111.4(2) . . ? C12 C13 H13 124.3 . . ? C1 C13 H13 124.3 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? Si1 C15 H15A 109.5 . . ? Si1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? Si1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? Si1 C16 H16A 109.5 . . ? Si1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? Si1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C20 C17 C18 109.9(4) . . ? C20 C17 C19 107.0(3) . . ? C18 C17 C19 110.1(4) . . ? C20 C17 Si1 110.1(3) . . ? C18 C17 Si1 109.1(3) . . ? C19 C17 Si1 110.7(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C11 O1 C1 109.29(17) . . ? C10 O3 Si1 125.38(13) . . ? C3 O4 Si2A 131.36(15) . . ? C3 O4 Si2B 117.93(19) . . ? Si2A O4 Si2B 29.68(13) . . ? O3 Si1 C16 109.80(14) . . ? O3 Si1 C17 104.20(11) . . ? C16 Si1 C17 112.9(2) . . ? O3 Si1 C15 110.15(12) . . ? C16 Si1 C15 108.9(2) . . ? C17 Si1 C15 110.81(17) . . ? C24 C23A C26 110.9(6) . . ? C24 C23A C25 110.6(6) . . ? C26 C23A C25 112.2(6) . . ? C24 C23A Si2A 109.1(4) . . ? C26 C23A Si2A 108.5(3) . . ? C25 C23A Si2A 105.4(5) . . ? O4 Si2A C21 111.13(16) . . ? O4 Si2A C22 109.11(18) . . ? C21 Si2A C22 108.6(2) . . ? O4 Si2A C23A 105.89(16) . . ? C21 Si2A C23A 111.9(2) . . ? C22 Si2A C23A 110.1(2) . . ? Si2A C21 H21A 109.5 . . ? Si2A C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? Si2A C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? Si2A C22 H22A 109.5 . . ? Si2A C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? Si2A C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C23A C24 H24A 109.5 . . ? C23A C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23A C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23A C25 H25A 109.5 . . ? C23A C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23A C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23A C26 H26A 109.5 . . ? C23A C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23A C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C29 C23B C31 101(3) . . ? C29 C23B C30 95.5(19) . . ? C31 C23B C30 126(2) . . ? C29 C23B Si2B 116.9(16) . . ? C31 C23B Si2B 111(2) . . ? C30 C23B Si2B 105.9(14) . . ? C23B Si2B O4 100.5(5) . . ? C23B Si2B C28 112.9(12) . . ? O4 Si2B C28 123.0(11) . . ? C23B Si2B C27 113.7(18) . . ? O4 Si2B C27 118.6(18) . . ? C28 Si2B C27 88.9(14) . . ? Si2B C27 H27A 109.3 . . ? Si2B C27 H27B 109.1 . . ? H27A C27 H27B 109.5 . . ? Si2B C27 H27C 110 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? Si2B C28 H28A 109.5 . . ? Si2B C28 H28B 109.4 . . ? H28A C28 H28B 109.5 . . ? Si2B C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C23B C29 H29A 109.5 . . ? C23B C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C23B C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C23B C30 H30A 109.5 . . ? C23B C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C23B C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C23B C31 H31A 109.4 . . ? C23B C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C23B C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? # END of CIF data_lcf265 _database_code_depnum_ccdc_archive 'CCDC 778187' #TrackingRef 'lcf265.cif' _audit_creation_date 2010-05-19T10:48:57-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H10 O4' _chemical_formula_sum 'C14 H10 O4' _chemical_formula_weight 242.22 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 11.0794(3) _cell_length_b 5.2878(1) _cell_length_c 19.8876(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1165.13(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10207 _cell_measurement_theta_min 3.85 _cell_measurement_theta_max 28.29 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'Omega + Phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_av_unetI/netI 0.0286 _diffrn_reflns_number 10207 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 28.29 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.98 _diffrn_measured_fraction_theta_max 0.98 _reflns_number_total 1457 _reflns_number_gt 1273 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0349P)^2^+0.1994P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 1457 _refine_ls_number_parameters 164 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.0923 _refine_ls_wR_factor_gt 0.0865 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.9(15) _refine_diff_density_max 0.119 _refine_diff_density_min -0.132 _refine_diff_density_rms 0.03 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.7263(2) 0.8593(4) 0.66772(13) 0.0430(5) Uani 1 1 d . . . C2 C 0.67318(18) 0.9742(4) 0.73191(13) 0.0405(5) Uani 1 1 d . . . C3 C 0.6916(2) 0.8314(4) 0.79510(12) 0.0408(5) Uani 1 1 d . . . C4 C 0.6242(3) 0.8966(5) 0.85130(14) 0.0555(7) Uani 1 1 d . . . H4 H 0.5694 1.0294 0.8489 0.067 Uiso 1 1 calc R . . C5 C 0.6380(3) 0.7658(6) 0.91055(17) 0.0707(8) Uani 1 1 d . . . H5 H 0.5921 0.81 0.9479 0.085 Uiso 1 1 calc R . . C6 C 0.7195(3) 0.5695(6) 0.91489(17) 0.0697(8) Uani 1 1 d . . . H6 H 0.7291 0.4829 0.9552 0.084 Uiso 1 1 calc R . . C7 C 0.7867(3) 0.5017(5) 0.85965(16) 0.0602(7) Uani 1 1 d . . . H7 H 0.8413 0.3687 0.8628 0.072 Uiso 1 1 calc R . . C8 C 0.7738(2) 0.6304(4) 0.79890(14) 0.0454(5) Uani 1 1 d . . . C9 C 0.84639(19) 0.5560(4) 0.73933(15) 0.0492(6) Uani 1 1 d . . . C10 C 0.8483(2) 0.7361(6) 0.68107(15) 0.0558(7) Uani 1 1 d . . . H10A H 0.8736 0.6456 0.6411 0.067 Uiso 1 1 calc R . . H10B H 0.9074 0.8673 0.6898 0.067 Uiso 1 1 calc R . . C11 C 0.63378(19) 0.6875(4) 0.63664(12) 0.0413(5) Uani 1 1 d . . . H11 H 0.6075 0.5358 0.6552 0.05 Uiso 1 1 calc R . . C12 C 0.5951(2) 0.7829(5) 0.57903(13) 0.0447(5) Uani 1 1 d . . . C13 C 0.6624(3) 1.0184(5) 0.56697(13) 0.0520(6) Uani 1 1 d . . . C14 C 0.5024(3) 0.6927(6) 0.53078(15) 0.0623(7) Uani 1 1 d . . . H14A H 0.4324 0.799 0.5336 0.093 Uiso 1 1 calc R . . H14B H 0.4804 0.5218 0.5416 0.093 Uiso 1 1 calc R . . H14C H 0.5345 0.6987 0.486 0.093 Uiso 1 1 calc R . . O1 O 0.61467(15) 1.1680(3) 0.72989(10) 0.0525(5) Uani 1 1 d . . . O2 O 0.90366(17) 0.3605(4) 0.73855(13) 0.0704(6) Uani 1 1 d . . . O3 O 0.74132(16) 1.0572(3) 0.61873(10) 0.0553(5) Uani 1 1 d . . . O4 O 0.6566(2) 1.1639(4) 0.52085(11) 0.0768(7) 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 0.0373(11) 0.0427(11) 0.0490(13) 0.0108(11) 0.0028(10) -0.0030(9) C2 0.0336(9) 0.0357(10) 0.0520(13) 0.0062(11) -0.0023(10) -0.0040(8) C3 0.0410(11) 0.0344(11) 0.0471(13) 0.0017(10) -0.0048(10) -0.0022(8) C4 0.0640(16) 0.0501(13) 0.0525(16) 0.0022(12) 0.0052(12) 0.0093(12) C5 0.095(2) 0.0654(18) 0.0516(16) 0.0058(15) 0.0065(16) 0.0081(17) C6 0.089(2) 0.0666(18) 0.0533(17) 0.0174(16) -0.0076(16) 0.0032(17) C7 0.0609(16) 0.0493(13) 0.0703(19) 0.0126(14) -0.0154(15) 0.0065(12) C8 0.0412(12) 0.0403(11) 0.0547(14) 0.0031(11) -0.0095(11) 0.0013(9) C9 0.0299(10) 0.0486(12) 0.0691(17) -0.0009(13) -0.0080(11) 0.0051(9) C10 0.0332(11) 0.0731(17) 0.0613(17) 0.0035(13) 0.0050(11) 0.0053(12) C11 0.0387(10) 0.0364(10) 0.0488(13) 0.0060(10) 0.0010(10) -0.0011(8) C12 0.0463(12) 0.0441(12) 0.0436(12) 0.0045(10) 0.0022(10) 0.0055(10) C13 0.0594(15) 0.0502(13) 0.0462(14) 0.0115(12) 0.0087(12) 0.0028(12) C14 0.0622(17) 0.0703(17) 0.0543(16) 0.0017(14) -0.0086(13) 0.0027(14) O1 0.0515(9) 0.0408(8) 0.0654(12) 0.0101(9) -0.0019(8) 0.0090(7) O2 0.0532(10) 0.0604(11) 0.0977(17) -0.0021(12) 0.0001(12) 0.0182(9) O3 0.0567(10) 0.0537(9) 0.0556(11) 0.0160(9) 0.0045(8) -0.0170(8) O4 0.1061(17) 0.0649(13) 0.0594(13) 0.0270(10) 0.0081(12) -0.0010(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O3 1.440(3) . ? C1 C11 1.503(3) . ? C1 C10 1.524(3) . ? C1 C2 1.532(4) . ? C2 O1 1.213(3) . ? C2 C3 1.480(3) . ? C3 C4 1.388(4) . ? C3 C8 1.402(3) . ? C4 C5 1.375(4) . ? C4 H4 0.93 . ? C5 C6 1.379(5) . ? C5 H5 0.93 . ? C6 C7 1.374(4) . ? C6 H6 0.93 . ? C7 C8 1.394(4) . ? C7 H7 0.93 . ? C8 C9 1.485(4) . ? C9 O2 1.213(3) . ? C9 C10 1.500(4) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.323(3) . ? C11 H11 0.93 . ? C12 C13 1.471(4) . ? C12 C14 1.484(4) . ? C13 O4 1.199(3) . ? C13 O3 1.366(3) . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? 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 O3 C1 C11 103.88(19) . . ? O3 C1 C10 109.05(19) . . ? C11 C1 C10 114.7(2) . . ? O3 C1 C2 108.66(18) . . ? C11 C1 C2 108.69(18) . . ? C10 C1 C2 111.4(2) . . ? O1 C2 C3 122.2(2) . . ? O1 C2 C1 120.9(2) . . ? C3 C2 C1 116.87(18) . . ? C4 C3 C8 119.6(2) . . ? C4 C3 C2 118.9(2) . . ? C8 C3 C2 121.5(2) . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.3(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 120.1(3) . . ? C7 C6 H6 120 . . ? C5 C6 H6 120 . . ? C6 C7 C8 120.7(3) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C7 C8 C3 118.9(2) . . ? C7 C8 C9 120.4(2) . . ? C3 C8 C9 120.6(2) . . ? O2 C9 C8 121.3(3) . . ? O2 C9 C10 121.6(3) . . ? C8 C9 C10 117.1(2) . . ? C9 C10 C1 113.2(2) . . ? C9 C10 H10A 108.9 . . ? C1 C10 H10A 108.9 . . ? C9 C10 H10B 108.9 . . ? C1 C10 H10B 108.9 . . ? H10A C10 H10B 107.8 . . ? C12 C11 C1 110.3(2) . . ? C12 C11 H11 124.9 . . ? C1 C11 H11 124.9 . . ? C11 C12 C13 107.4(2) . . ? C11 C12 C14 131.4(2) . . ? C13 C12 C14 121.2(2) . . ? O4 C13 O3 121.0(3) . . ? O4 C13 C12 129.8(3) . . ? O3 C13 C12 109.2(2) . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 O3 C1 109.09(18) . . ? # END of CIF