#------------------------------------------------------------------------------ #$Date: 2014-07-12 00:06:05 +0300 (Sat, 12 Jul 2014) $ #$Revision: 120077 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/11/44/4114431.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4114431 loop_ _publ_author_name 'Eri Iwamoto' 'Katsuyuki Hirai' 'Hideo Tomioka' _publ_contact_author_email tomioka@chem.mie-u.ac.jp _publ_contact_author_fax 81-59-231-9416 _publ_contact_author_name 'Hideo Tomioka' _publ_contact_author_phone 81-59-231-9416 _publ_section_title ; A Triplet Carbene Surviving a Week in Solution at Room Temperature ; _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 14664 _journal_page_last 14665 _journal_volume 125 _journal_year 2003 _chemical_formula_moiety 'C57 H60 O2 ' _chemical_formula_sum 'C57 H60 O2' _chemical_formula_weight 777.05 _chemical_melting_point 464.5 _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _cell_angle_alpha 90 _cell_angle_beta 91.227(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.6505(7) _cell_length_b 14.1206(7) _cell_length_c 27.095(2) _cell_measurement_reflns_used 12401 _cell_measurement_temperature 123.1 _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 2.3 _cell_volume 4456.4(5) _computing_cell_refinement PROCESS-AUTO _computing_data_collection PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_publication_material 'CrystalStructure Ver. 2.00' _computing_structure_refinement CRYSTALS _computing_structure_solution SHELXS97 _diffrn_detector_area_resol_mean 10.00 _diffrn_measured_fraction_theta_full 0.9912 _diffrn_measured_fraction_theta_max 0.9912 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.072 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 16460 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.158 _exptl_crystal_description block _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.97 _refine_diff_density_min -0.49 _refine_ls_extinction_coef 185.9(1) _refine_ls_extinction_method 'Larson (1970) Crystallographic Computing eq. 22' _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_hydrogen_treatment refall _refine_ls_number_parameters 299 _refine_ls_number_reflns 2820 _refine_ls_R_factor_gt 0.0770 _refine_ls_shift/su_max 0.0010 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[0.010Fo^2^ + 1.000\s^2^(Fo)]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1210 _reflns_number_gt 2820 _reflns_number_total 5276 _reflns_threshold_expression F^2^>2.0\s(F^2^) _[local]_cod_data_source_file ja038423zsi20030922_052543.cif _[local]_cod_data_source_block JA038423Z _[local]_cod_chemical_formula_sum_orig 'C57 H60 O2 ' _cod_original_cell_volume 4456.4(4) _cod_database_code 4114431 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 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 O1 O 0.0000 -0.1806(2) -0.7500 0.0255(9) Uani 1.00 2 d S O2 O -0.5000 -0.196(3) -0.7500 0.59(4) Uani 1.00 2 d S C1 C 0.0000 -0.2669(3) -0.7500 0.019(1) Uani 1.00 2 d S C2 C 0.0424(3) -0.3173(2) -0.7040(1) 0.0187(8) Uani 1.00 1 d . C3 C 0.1367(3) -0.3800(3) -0.7057(1) 0.0218(9) Uani 1.00 1 d . C4 C 0.1911(4) -0.4064(3) -0.7507(1) 0.036(1) Uani 1.00 1 d . C5 C 0.2856(4) -0.4623(4) -0.7504(1) 0.042(1) Uani 1.00 1 d . C6 C 0.3363(4) -0.4953(3) -0.7056(1) 0.036(1) Uani 1.00 1 d . C7 C 0.2869(3) -0.4722(3) -0.6624(1) 0.0288(9) Uani 1.00 1 d . C8 C 0.1872(3) -0.4143(2) -0.6604(1) 0.0221(8) Uani 1.00 1 d . C9 C 0.1400(3) -0.3891(3) -0.6149(1) 0.0202(8) Uani 1.00 1 d . C10 C 0.0450(3) -0.3286(2) -0.6136(1) 0.0190(8) Uani 1.00 1 d . C11 C -0.0028(3) -0.2998(3) -0.5674(1) 0.0226(9) Uani 1.00 1 d . C12 C -0.0952(3) -0.2412(3) -0.5661(1) 0.0259(9) Uani 1.00 1 d . C13 C -0.1460(3) -0.2081(3) -0.6105(1) 0.0255(9) Uani 1.00 1 d . C14 C -0.1033(3) -0.2316(3) -0.6550(1) 0.0217(8) Uani 1.00 1 d . C15 C -0.0041(3) -0.2917(2) -0.6587(1) 0.0184(8) Uani 1.00 1 d . C16 C 0.1931(3) -0.4251(2) -0.5677(1) 0.0208(8) Uani 1.00 1 d . C17 C 0.1558(3) -0.5117(3) -0.5475(1) 0.0216(8) Uani 1.00 1 d . C18 C 0.2052(3) -0.5424(3) -0.5031(1) 0.0235(9) Uani 1.00 1 d . C19 C 0.2902(3) -0.4912(3) -0.4779(1) 0.0223(8) Uani 1.00 1 d . C20 C 0.3265(3) -0.4064(3) -0.4989(1) 0.0226(9) Uani 1.00 1 d . C21 C 0.2794(3) -0.3733(3) -0.5436(1) 0.0218(8) Uani 1.00 1 d . C22 C 0.0623(4) -0.5693(3) -0.5721(1) 0.032(1) Uani 1.00 1 d . C23 C 0.3218(3) -0.2816(3) -0.5654(1) 0.0279(9) Uani 1.00 1 d . C24 C 0.3370(3) -0.5266(3) -0.4279(1) 0.0273(9) Uani 1.00 1 d . C25 C 0.3822(3) -0.6284(3) -0.4338(1) 0.033(1) Uani 1.00 1 d . C26 C 0.2379(3) -0.5283(3) -0.3912(1) 0.031(1) Uani 1.00 1 d . C27 C 0.4337(3) -0.4646(3) -0.4071(1) 0.036(1) Uani 1.00 1 d . C28 C -0.517(4) -0.160(2) -0.7037(7) 0.49(2) Uani 1.00 1 d . C29 C -0.653(2) -0.1865(8) -0.7064(6) 0.190(7) Uani 1.00 1 d . H1 H 0.1603(4) -0.3842(3) -0.7813(1) 0.043(2) Uiso 1.00 1 c . H2 H 0.3185(4) -0.4798(4) -0.7808(1) 0.051(2) Uiso 1.00 1 c . H3 H 0.4038(4) -0.5330(3) -0.7058(1) 0.043(2) Uiso 1.00 1 c . H4 H 0.3201(3) -0.4955(3) -0.6324(1) 0.035(1) Uiso 1.00 1 c . H5 H 0.0309(3) -0.3221(3) -0.5373(1) 0.027(1) Uiso 1.00 1 c . H6 H -0.1255(3) -0.2226(3) -0.5353(1) 0.031(1) Uiso 1.00 1 c . H7 H -0.2117(3) -0.1684(3) -0.6093(1) 0.031(1) Uiso 1.00 1 c . H8 H -0.1394(3) -0.2080(3) -0.6842(1) 0.026(1) Uiso 1.00 1 c . H9 H 0.1799(3) -0.6005(3) -0.4895(1) 0.028(1) Uiso 1.00 1 c . H10 H 0.3846(3) -0.3704(3) -0.4825(1) 0.027(1) Uiso 1.00 1 c . H11 H 0.0379(4) -0.5389(3) -0.6018(1) 0.038(1) Uiso 1.00 1 c . H12 H -0.0007(4) -0.5746(3) -0.5506(1) 0.038(1) Uiso 1.00 1 c . H13 H 0.0908(4) -0.6306(3) -0.5794(1) 0.038(1) Uiso 1.00 1 c . H14 H 0.3090(3) -0.2313(3) -0.5429(1) 0.033(1) Uiso 1.00 1 c . H15 H 0.2815(3) -0.2692(3) -0.5955(1) 0.033(1) Uiso 1.00 1 c . H16 H 0.4016(3) -0.2866(3) -0.5714(1) 0.033(1) Uiso 1.00 1 c . H17 H 0.4069(3) -0.6521(3) -0.4025(1) 0.040(1) Uiso 1.00 1 c . H18 H 0.3226(3) -0.6676(3) -0.4469(1) 0.040(1) Uiso 1.00 1 c . H19 H 0.4449(3) -0.6284(3) -0.4556(1) 0.040(1) Uiso 1.00 1 c . H20 H 0.2656(3) -0.5505(3) -0.3601(1) 0.037(1) Uiso 1.00 1 c . H21 H 0.2081(3) -0.4661(3) -0.3877(1) 0.037(1) Uiso 1.00 1 c . H22 H 0.1790(3) -0.5691(3) -0.4033(1) 0.037(1) Uiso 1.00 1 c . H23 H 0.4587(3) -0.4887(3) -0.3759(1) 0.043(2) Uiso 1.00 1 c . H24 H 0.4960(3) -0.4647(3) -0.4291(1) 0.043(2) Uiso 1.00 1 c . H25 H 0.4065(3) -0.4016(3) -0.4032(1) 0.043(2) Uiso 1.00 1 c . H26 H -0.475(4) -0.193(2) -0.6784(7) 0.59(4) Uiso 1.00 1 c . H27 H -0.502(4) -0.094(2) -0.7012(7) 0.59(4) Uiso 1.00 1 c . H28 H -0.689(2) -0.1541(8) -0.7334(6) 0.228(8) Uiso 1.00 1 c . H29 H -0.662(2) -0.2528(8) -0.7108(6) 0.228(8) Uiso 1.00 1 c . H30 H -0.688(2) -0.1678(8) -0.6766(6) 0.228(8) Uiso 1.00 1 c . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.031(2) 0.023(2) 0.022(2) 0.0000 0.000(2) 0.0000 O2 0.9(1) 0.46(5) 0.47(6) 0.0000 0.43(7) 0.0000 C1 0.019(2) 0.024(3) 0.014(2) 0.0000 -0.002(2) 0.0000 C2 0.020(2) 0.022(2) 0.014(1) -0.003(1) -0.008(1) -0.000(1) C3 0.027(2) 0.024(2) 0.015(2) 0.001(1) -0.004(1) -0.002(1) C4 0.046(2) 0.047(2) 0.013(2) 0.019(2) -0.002(2) 0.000(2) C5 0.049(3) 0.063(3) 0.015(2) 0.030(2) 0.001(2) -0.003(2) C6 0.042(2) 0.042(2) 0.023(2) 0.021(2) -0.003(2) -0.001(2) C7 0.034(2) 0.034(2) 0.019(2) 0.010(2) -0.007(1) 0.002(2) C8 0.025(2) 0.025(2) 0.016(2) -0.000(1) -0.006(1) 0.002(1) C9 0.022(2) 0.023(2) 0.015(2) -0.001(1) -0.005(1) 0.002(1) C10 0.018(2) 0.023(2) 0.016(2) -0.003(1) -0.003(1) -0.001(1) C11 0.026(2) 0.030(2) 0.012(1) -0.005(1) -0.003(1) -0.000(1) C12 0.029(2) 0.029(2) 0.020(2) -0.002(1) 0.006(2) -0.002(2) C13 0.020(2) 0.028(2) 0.028(2) 0.001(1) 0.001(1) 0.004(2) C14 0.018(2) 0.027(2) 0.021(2) 0.001(1) -0.004(1) 0.002(1) C15 0.019(2) 0.020(2) 0.016(2) -0.001(1) -0.003(1) -0.001(1) C16 0.021(2) 0.026(2) 0.015(2) 0.003(1) -0.004(1) 0.002(1) C17 0.019(2) 0.027(2) 0.018(2) -0.001(1) -0.002(1) 0.000(1) C18 0.022(2) 0.029(2) 0.019(2) -0.002(1) -0.002(1) 0.005(1) C19 0.021(2) 0.029(2) 0.016(2) 0.004(1) -0.001(1) 0.001(1) C20 0.022(2) 0.030(2) 0.016(2) -0.003(1) -0.004(1) 0.001(1) C21 0.021(2) 0.026(2) 0.018(2) 0.001(1) -0.000(1) 0.000(1) C22 0.035(2) 0.035(2) 0.025(2) -0.009(2) -0.010(2) 0.005(2) C23 0.026(2) 0.032(2) 0.025(2) -0.003(2) -0.005(2) 0.002(2) C24 0.024(2) 0.039(2) 0.019(2) -0.002(2) -0.005(1) 0.007(2) C25 0.030(2) 0.045(2) 0.025(2) 0.007(2) -0.002(2) 0.007(2) C26 0.030(2) 0.043(2) 0.019(2) -0.001(2) -0.002(1) -0.001(2) C27 0.028(2) 0.055(3) 0.025(2) -0.009(2) -0.013(2) 0.011(2) C28 0.93(9) 0.42(4) 0.12(2) -0.36(5) -0.13(3) -0.05(2) C29 0.31(2) 0.094(7) 0.17(1) -0.03(1) 0.00(1) 0.003(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.017 0.010 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O1 C1 C2 118.2(2) yes C1 C2 C3 120.7(3) yes C1 C2 C15 118.4(3) yes C3 C2 C15 120.4(3) yes C2 C3 C4 123.3(3) yes C2 C3 C8 119.3(3) yes C4 C3 C8 117.3(3) yes C3 C4 C5 121.4(3) yes C3 C4 H1 119.3(2) no C5 C4 H1 119.3(2) no C4 C5 C6 121.3(3) yes C4 C5 H2 119.3(2) no C6 C5 H2 119.3(2) no C5 C6 C7 118.9(4) yes C5 C6 H3 120.5(2) no C7 C6 H3 120.5(2) no C6 C7 C8 122.3(3) yes C6 C7 H4 118.9(2) no C8 C7 H4 118.9(2) no C3 C8 C7 118.8(3) yes C3 C8 C9 120.2(3) yes C7 C8 C9 120.9(3) yes C8 C9 C10 120.1(3) yes C8 C9 C16 120.0(3) yes C10 C9 C16 119.9(3) yes C9 C10 C11 121.1(3) yes C9 C10 C15 120.1(3) yes C11 C10 C15 118.8(3) yes C10 C11 C12 121.2(3) yes C10 C11 H5 119.41(19) no C12 C11 H5 119.4(2) no C11 C12 C13 119.8(3) yes C11 C12 H6 120.1(2) no C13 C12 H6 120.1(2) no C12 C13 C14 121.5(3) yes C12 C13 H7 119.2(2) no C14 C13 H7 119.2(2) no C13 C14 C15 121.1(3) yes C13 C14 H8 119.4(2) no C15 C14 H8 119.42(19) no C2 C15 C10 119.9(3) yes C2 C15 C14 122.6(3) yes C10 C15 C14 117.5(3) yes C9 C16 C17 120.1(3) yes C9 C16 C21 120.0(3) yes C17 C16 C21 119.9(3) yes C16 C17 C18 118.7(3) yes C16 C17 C22 121.4(3) yes C18 C17 C22 119.8(3) yes C17 C18 C19 122.6(3) yes C17 C18 H9 118.7(2) no C19 C18 H9 118.7(2) no C18 C19 C20 117.6(3) yes C18 C19 C24 120.0(3) yes C20 C19 C24 122.4(3) yes C19 C20 C21 121.6(3) yes C19 C20 H10 119.2(2) no C21 C20 H10 119.2(2) no C16 C21 C20 119.6(3) yes C16 C21 C23 120.4(3) yes C20 C21 C23 120.0(3) yes C17 C22 H11 109.5(2) no C17 C22 H12 109.5(2) no H11 C22 H12 109.470 no C17 C22 H13 109.5(2) no H11 C22 H13 109.469(5) no H12 C22 H13 109.476 no C21 C23 H14 109.5(2) no C21 C23 H15 109.47(19) no H14 C23 H15 109.474(5) no C21 C23 H16 109.47(19) no H14 C23 H16 109.465 no H15 C23 H16 109.481(6) no C19 C24 C25 109.2(3) yes C19 C24 C26 108.5(3) yes C25 C24 C26 108.4(3) yes C19 C24 C27 112.6(3) yes C25 C24 C27 108.9(3) yes C26 C24 C27 109.1(3) yes C24 C25 H17 109.47(19) no C24 C25 H18 109.5(2) no H17 C25 H18 109.464 no C24 C25 H19 109.5(2) no H17 C25 H19 109.473 no H18 C25 H19 109.480(4) no C24 C26 H20 109.5(2) no C24 C26 H21 109.5(2) no H20 C26 H21 109.473(5) no C24 C26 H22 109.5(2) no H20 C26 H22 109.474 no H21 C26 H22 109.471 no C24 C27 H23 109.5(2) no C24 C27 H24 109.5(2) no H23 C27 H24 109.474 no C24 C27 H25 109.5(2) no H23 C27 H25 109.471(5) no H24 C27 H25 109.471 no O2 C28 C29 91.8(15) yes O2 C28 H26 113.6(24) no C29 C28 H26 113.7(12) no O2 C28 H27 113.6(23) no C29 C28 H27 113.7(14) no H26 C28 H27 109.567(4) no C28 C29 H28 109.4(11) no C28 C29 H29 109.5(14) no H28 C29 H29 109.480(5) no C28 C29 H30 109.5(11) no H28 C29 H30 109.474(5) no H29 C29 H30 109.430 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.219(6) yes O2 C28 1.37(3) yes C1 C2 1.508(4) yes C2 C3 1.412(5) yes C2 C15 1.402(5) yes C3 C4 1.434(5) yes C3 C8 1.435(5) yes C4 C5 1.355(6) yes C4 H1 0.950 no C5 C6 1.417(5) yes C5 H2 0.950 no C6 C7 1.354(5) yes C6 H3 0.950 no C7 C8 1.422(5) yes C7 H4 0.950 no C8 C9 1.407(5) yes C9 C10 1.399(5) yes C9 C16 1.498(4) yes C10 C11 1.439(5) yes C10 C15 1.436(4) yes C11 C12 1.359(5) yes C11 H5 0.950 no C12 C13 1.411(5) yes C12 H6 0.950 no C13 C14 1.354(5) yes C13 H7 0.950 no C14 C15 1.439(5) yes C14 H8 0.950 no C16 C17 1.411(5) yes C16 C21 1.395(5) yes C17 C18 1.390(5) yes C17 C22 1.504(5) yes C18 C19 1.393(5) yes C18 H9 0.950 no C19 C20 1.395(5) yes C19 C24 1.533(5) yes C20 C21 1.399(5) yes C20 H10 0.950 no C21 C23 1.510(5) yes C22 H11 0.950 no C22 H12 0.950 no C22 H13 0.950 no C23 H14 0.950 no C23 H15 0.950 no C23 H16 0.94993(5) no C24 C25 1.540(6) yes C24 C26 1.539(5) yes C24 C27 1.526(5) yes C25 H17 0.94994(5) no C25 H18 0.950 no C25 H19 0.950 no C26 H20 0.950 no C26 H21 0.950 no C26 H22 0.950 no C27 H23 0.94992(5) no C27 H24 0.950 no C27 H25 0.950 no C28 C29 1.64(4) yes C28 H26 0.950 no C28 H27 0.950 no C29 H28 0.950 no C29 H29 0.949 no C29 H30 0.950 no _journal_paper_doi 10.1021/ja038423z