#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/03/2000361.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2000361 loop_ _publ_author_name 'Drouin, M.' 'Lamothe, S.' 'Michel, A. G.' _publ_section_title ; Functionalized hydrocarbons with condensed ring skeletons. XII. A methyltricyclo[8.4.0.0^2,7^]tetradec-8-ene and a vinylcyclododeca-3,9-diene, products from competing intramolecular Diels-Alder cycloadditions ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2151 _journal_page_last 2154 _journal_paper_doi 10.1107/S0108270192004426 _journal_volume 48 _journal_year 1992 _chemical_formula_sum 'C23 H32 O8' _chemical_formula_weight 436.50 _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 109.21(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.767(5) _cell_length_b 10.199(3) _cell_length_c 19.175(3) _cell_volume 2357.8(12) _diffrn_radiation_type Cu _diffrn_radiation_wavelength 1.54056 _exptl_absorpt_coefficient_mu 0.73 _exptl_crystal_density_diffrn 1.230 _exptl_crystal_F_000 936 _cod_data_source_file du0316.cif _cod_data_source_block du0316b _cod_original_cell_volume 2357 _cod_database_code 2000361 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x+1/2,y+1/2,-z+1/2 3 -x,-y,-z 4 x+1/2,-y+1/2,z+1/2 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z C1 .7416(2) .1490(2) -.31610(10) C2 .6591(2) .1655(3) -.28890(10) C3 .6552(2) .1216(3) -.21560(10) C4 .6639(2) .2384(2) -.16300(10) C5 .6783(2) .2029(2) -.08180(10) C6 .8031(2) .1947(2) -.03210(10) C7 .8517(2) .3297(3) -.01430(10) C8 .8919(3) .3771(4) .0532(2) C9 .8704(2) .1089(2) -.06550(10) C10 .9608(2) .1427(2) -.07870(10) C11 1.0228(2) .0572(2) -.11450(10) C12 1.0462(2) .1255(2) -.18030(10) C13 .9393(2) .1828(2) -.23650(10) C14 .8501(2) .0837(2) -.27400(10) C15 .7331(3) .1982(3) -.39110(10) C16 1.1016(2) .0348(3) -.22080(10) C17 1.1539(3) -.1807(3) -.2382(2) C18 1.1277(2) .2372(3) -.15060(10) C19 1.3072(3) .2850(4) -.0689(2) C20 .6255(2) .3080(2) -.04710(10) C21 .5899(2) .3604(3) .06390(10) C22 .6159(2) .0760(2) -.08000(10) C23 .4391(3) -.0201(3) -.1190(2) O1 1.1419(2) .0736(2) -.26500(10) O2 1.10180(10) -.0898(2) -.20240(10) O3 1.1106(2) .3508(2) -.16410(10) O4 1.2233(2) .1912(2) -.10460(10) O5 .59040(10) .4119(2) -.07330(10) O6 .62690(10) .2677(2) .01960(10) O7 .6571(2) -.0254(2) -.05240(10) O8 .50810(10) .0936(2) -.11300(10) H2 .588(2) .213(2) -.3190(10) H3A .717(2) .059(2) -.1940(10) H3B .587(2) .070(2) -.2200(10) H4A .598(2) .294(2) -.1840(10) H4B .723(2) .295(2) -.1650(10) H6 .803(2) .154(2) .0110(10) H7 .855(2) .389(2) -.0600(10) H8A .920(2) .472(3) .0590(10) H8B .887(2) .318(3) .093(2) H9 .844(2) .023(2) -.0750(10) H10 .992(2) .219(2) -.0660(10) H11A 1.096(2) .034(2) -.0800(10) H11B .984(2) -.017(2) -.1310(10) H13A .960(2) .229(2) -.2690(10) H13B .907(2) .245(2) -.2130(10) H14A .839(2) .020(2) -.2380(10) H14B .874(2) .037(2) -.3000(10) H15A .788(2) .256(3) -.3870(10) H15B .744(2) .130(2) -.4250(10) H15C .664(2) .236(2) -.4150(10) H17A 1.120(2) -.257(3) -.2340(10) H17B 1.117(2) -.166(3) -.293(2) H17C 1.227(2) -.144(3) -.234(2) H19A 1.370(2) .270(3) -.0810(10) H19B 1.28(2) .364(3) -.083(2) H19C 1.330(2) .275(3) -.0270(10) H21A .516(2) .383(2) .0450(10) H21B .603(2) .314(2) .1120(10) H21C .640(2) .444(2) .0690(10) H23A .389(2) -.008(3) -.098(2) H23B .485(2) -.089(3) -.117(2) H23C .401(2) -.036(3) -.160(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 C2 1.331(4) C1 C14 1.509(3) C1 C15 1.493(3) C2 C3 1.491(3) C3 C4 1.541(3) C4 C5 1.549(3) C5 C6 1.567(3) C5 C20 1.530(3) C5 C22 1.526(3) C6 C7 1.503(4) C6 C9 1.509(3) C7 C8 1.317(4) C9 C10 1.307(4) C10 C11 1.489(3) C11 C12 1.554(3) C12 C13 1.548(3) C12 C16 1.523(4) C12 C18 1.521(3) C13 C14 1.515(3) C16 O1 1.194(4) C16 O2 1.319(4) C17 O2 1.440(4) C18 O3 1.192(4) C18 O4 1.334(3) C19 O4 1.431(4) C20 O5 1.195(3) C20 O6 1.338(3) C21 O6 1.450(3) C22 O7 1.201(3) C22 O8 1.324(3) C23 O8 1.438(4) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139053299