#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2202635.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_2202635 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2003 _journal_volume 59 _journal_page_first o1167 _journal_page_last o1169 _publ_section_title ; 3-Cyclopropyl-3-(cis-1-cyclopropyl-2-phenylcyclopropyl)-1-phenylcyclopropene ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Yufit, Dmitrii S.' 'Kozhushkov, Sergei I.' 'von Seebach, Malte' 'Howard, Judith A. K.' 'de Meijere, Armin' _chemical_formula_moiety 'C24 H24' _chemical_formula_sum 'C24 H24' _chemical_formula_iupac 'C24 H24' _chemical_formula_weight 312.43 _chemical_melting_point '73-75' _symmetry_cell_setting monoclinic 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 8.5291(2) _cell_length_b 15.6301(4) _cell_length_c 13.6004(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.5620(10) _cell_angle_gamma 90.00 _cell_volume 1797.31(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120.0(2) _exptl_crystal_density_diffrn 1.155 _diffrn_ambient_temperature 120(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.77125(14) 0.13179(8) 0.42786(9) 0.0252(3) Uani d . 1 . . C C2 0.83500(15) 0.17276(9) 0.50615(10) 0.0274(3) Uani d . 1 . . C C3 0.67609(14) 0.20631(8) 0.45881(9) 0.0229(3) Uani d . 1 . . C C4 0.52872(14) 0.19097(8) 0.50791(9) 0.0213(2) Uani d . 1 . . C C5 0.51504(15) 0.24260(8) 0.60171(9) 0.0231(3) Uani d . 1 . . C C6 0.54514(17) 0.14725(8) 0.60752(10) 0.0266(3) Uani d . 1 . . C C7 0.38249(14) 0.17640(8) 0.43502(9) 0.0229(3) Uani d . 1 . . C C8 0.23582(16) 0.13248(9) 0.45979(11) 0.0308(3) Uani d . 1 . . C C9 0.34115(17) 0.08786(9) 0.39527(12) 0.0315(3) Uani d . 1 . . C C10 0.66876(16) 0.28697(9) 0.39714(11) 0.0296(3) Uani d . 1 . . C C11 0.8168(2) 0.33181(11) 0.37761(14) 0.0419(4) Uani d . 1 . . C C12 0.7119(2) 0.37241(10) 0.44453(14) 0.0398(4) Uani d . 1 . . C C13 0.78226(15) 0.06942(8) 0.34956(9) 0.0240(3) Uani d . 1 . . C C14 0.66599(16) 0.06671(9) 0.26678(10) 0.0283(3) Uani d . 1 . . C C15 0.68051(18) 0.00974(9) 0.18973(10) 0.0328(3) Uani d . 1 . . C C16 0.80931(19) -0.04497(9) 0.19487(11) 0.0335(3) Uani d . 1 . . C C17 0.92451(18) -0.04304(9) 0.27750(10) 0.0310(3) Uani d . 1 . . C C18 0.91093(16) 0.01341(8) 0.35423(10) 0.0261(3) Uani d . 1 . . C C19 0.36104(15) 0.28136(8) 0.62083(9) 0.0234(3) Uani d . 1 . . C C20 0.26589(16) 0.24352(9) 0.68444(10) 0.0270(3) Uani d . 1 . . C C21 0.12356(17) 0.28098(9) 0.70131(11) 0.0312(3) Uani d . 1 . . C C22 0.07409(17) 0.35686(9) 0.65494(11) 0.0327(3) Uani d . 1 . . C C23 0.16781(17) 0.39570(9) 0.59140(11) 0.0336(3) Uani d . 1 . . C C24 0.30987(16) 0.35835(9) 0.57469(10) 0.0289(3) Uani d . 1 . . C H2 0.9249(18) 0.1831(9) 0.5560(12) 0.034(4) Uiso d . 1 . . H H5 0.6075(17) 0.2774(9) 0.6239(11) 0.027(4) Uiso d . 1 . . H H7 0.3612(16) 0.2228(9) 0.3850(11) 0.025(4) Uiso d . 1 . . H H61 0.6550(18) 0.1283(9) 0.6353(11) 0.033(4) Uiso d . 1 . . H H62 0.4560(18) 0.1099(10) 0.6239(11) 0.034(4) Uiso d . 1 . . H H81 0.1357(19) 0.1555(9) 0.4272(11) 0.033(4) Uiso d . 1 . . H H82 0.2337(19) 0.1105(11) 0.5282(13) 0.042(5) Uiso d . 1 . . H H91 0.3026(18) 0.0805(10) 0.3226(12) 0.035(4) Uiso d . 1 . . H H92 0.406(2) 0.0401(11) 0.4273(12) 0.044(5) Uiso d . 1 . . H H10 0.5844(19) 0.2899(10) 0.3422(12) 0.040(4) Uiso d . 1 . . H H111 0.818(2) 0.3564(12) 0.3102(15) 0.056(5) Uiso d . 1 . . H H112 0.918(2) 0.3077(12) 0.4100(14) 0.058(6) Uiso d . 1 . . H H121 0.749(2) 0.3725(13) 0.5194(16) 0.064(6) Uiso d . 1 . . H H122 0.650(2) 0.4244(13) 0.4193(14) 0.059(6) Uiso d . 1 . . H H14 0.5765(18) 0.1061(10) 0.2636(11) 0.032(4) Uiso d . 1 . . H H15 0.5962(19) 0.0086(10) 0.1320(12) 0.041(4) Uiso d . 1 . . H H16 0.8212(19) -0.0844(10) 0.1407(12) 0.039(4) Uiso d . 1 . . H H17 1.0158(19) -0.0823(10) 0.2819(12) 0.037(4) Uiso d . 1 . . H H18 0.9934(18) 0.0172(9) 0.4116(12) 0.032(4) Uiso d . 1 . . H H20 0.3013(18) 0.1892(10) 0.7169(11) 0.034(4) Uiso d . 1 . . H H21 0.0625(18) 0.2524(9) 0.7476(11) 0.031(4) Uiso d . 1 . . H H22 -0.0270(19) 0.3837(10) 0.6654(11) 0.036(4) Uiso d . 1 . . H H23 0.1348(19) 0.4501(11) 0.5589(12) 0.042(4) Uiso d . 1 . . H H24 0.3732(18) 0.3847(10) 0.5280(12) 0.035(4) Uiso d . 1 . . H 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 C1 0.0197(6) 0.0296(7) 0.0270(6) 0.0005(5) 0.0055(5) -0.0018(5) C2 0.0192(6) 0.0341(7) 0.0289(7) 0.0013(5) 0.0029(5) -0.0037(5) C3 0.0190(6) 0.0277(6) 0.0223(6) -0.0009(5) 0.0038(5) -0.0012(5) C4 0.0204(6) 0.0216(6) 0.0225(6) 0.0002(4) 0.0051(5) -0.0003(5) C5 0.0230(6) 0.0249(6) 0.0216(6) -0.0003(5) 0.0043(5) -0.0018(5) C6 0.0277(7) 0.0273(7) 0.0254(6) 0.0041(5) 0.0058(5) 0.0040(5) C7 0.0190(6) 0.0250(6) 0.0251(6) -0.0005(5) 0.0048(5) 0.0000(5) C8 0.0231(7) 0.0358(8) 0.0343(8) -0.0066(6) 0.0070(6) -0.0057(6) C9 0.0268(7) 0.0322(8) 0.0352(8) -0.0020(6) 0.0027(6) -0.0090(6) C10 0.0235(6) 0.0339(7) 0.0318(7) -0.0047(5) 0.0051(5) 0.0046(6) C11 0.0346(8) 0.0429(9) 0.0511(10) -0.0079(7) 0.0172(7) 0.0081(7) C12 0.0408(9) 0.0286(7) 0.0523(10) -0.0026(6) 0.0139(7) 0.0040(7) C13 0.0222(6) 0.0273(6) 0.0237(6) -0.0041(5) 0.0076(5) -0.0010(5) C14 0.0250(6) 0.0338(7) 0.0267(7) -0.0025(5) 0.0052(5) 0.0004(5) C15 0.0377(8) 0.0370(8) 0.0235(7) -0.0098(6) 0.0035(6) -0.0005(6) C16 0.0474(9) 0.0286(7) 0.0272(7) -0.0066(6) 0.0144(6) -0.0041(6) C17 0.0364(8) 0.0273(7) 0.0316(7) 0.0016(6) 0.0127(6) -0.0004(5) C18 0.0249(6) 0.0279(7) 0.0266(7) -0.0018(5) 0.0077(5) -0.0003(5) C19 0.0246(6) 0.0246(6) 0.0210(6) -0.0004(5) 0.0034(5) -0.0046(5) C20 0.0294(7) 0.0275(7) 0.0248(6) -0.0019(5) 0.0065(5) -0.0025(5) C21 0.0292(7) 0.0363(7) 0.0298(7) -0.0052(6) 0.0102(6) -0.0073(6) C22 0.0249(7) 0.0370(8) 0.0362(8) 0.0022(6) 0.0045(6) -0.0132(6) C23 0.0334(7) 0.0285(7) 0.0381(8) 0.0061(6) 0.0017(6) -0.0024(6) C24 0.0296(7) 0.0277(7) 0.0301(7) -0.0001(5) 0.0065(6) 0.0003(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 . 1.2989(18) y C1 C13 . 1.4559(17) y C1 C3 . 1.5107(18) y C2 C3 . 1.5156(17) y C3 C10 . 1.5109(18) y C3 C4 . 1.5180(17) y C4 C7 . 1.5048(17) y C4 C6 . 1.5074(17) y C4 C5 . 1.5269(17) y C5 C19 . 1.4999(17) y C5 C6 . 1.5126(18) y C7 C8 . 1.5036(18) y C7 C9 . 1.5105(18) y C8 C9 . 1.507(2) y C10 C11 . 1.499(2) y C10 C12 . 1.507(2) y C11 C12 . 1.499(2) y C13 C18 . 1.3987(18) ? C13 C14 . 1.3997(18) ? C14 C15 . 1.3931(19) ? C15 C16 . 1.387(2) ? C16 C17 . 1.392(2) ? C17 C18 . 1.3830(19) ? C19 C20 . 1.3934(18) ? C19 C24 . 1.4001(18) ? C20 C21 . 1.3937(19) ? C21 C22 . 1.383(2) ? C22 C23 . 1.391(2) ? C23 C24 . 1.390(2) ? C2 H2 . 0.968(16) ? C5 H5 . 0.973(15) ? C6 H61 . 1.008(15) ? C6 H62 . 1.007(16) ? C7 H7 . 0.994(14) ? C8 H81 . 0.978(16) ? C8 H82 . 0.994(17) ? C9 H91 . 1.006(16) ? C9 H92 . 0.994(17) ? C10 H10 . 0.967(16) ? C11 H111 . 0.996(19) ? C11 H112 . 0.99(2) ? C12 H121 . 1.03(2) ? C12 H122 . 1.005(19) ? C14 H14 . 0.976(15) ? C15 H15 . 0.993(16) ? C16 H16 . 0.975(16) ? C17 H17 . 0.987(16) ? C18 H18 . 0.982(16) ? C20 H20 . 0.987(16) ? C20 H20 . 0.987(16) ? C22 H22 . 0.986(16) ? C23 H23 . 0.982(17) ? C24 H24 . 0.976(16) ?