#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013934.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_2013934 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o427 _journal_page_last o430 _publ_section_title ; Exo Diels-Alder adducts between ortho- and para-N-acetoxyphenyl maleimides, and furan. ; _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 "Jose G. Trujillo-Ferrara" "Efr\'en V. Garc\'ia-B\'aez" "Itzia I. Padilla-Mart\'inez" "Francisco J. Mart\'inez-Mart\'inez" 'Norberto Farfan-Garc\'ia' _chemical_formula_moiety 'C16 H13 N O5' _chemical_formula_sum 'C16 H13 N O5' _chemical_formula_weight 299.27 _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 8.8590(10) _cell_length_b 12.830(2) _cell_length_c 12.6150(10) _cell_angle_alpha 90.00 _cell_angle_beta 102.971(2) _cell_angle_gamma 90.00 _cell_volume 1397.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.423 _diffrn_ambient_temperature 293(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol O1 0.49533(15) 0.20117(10) 0.40385(10) 0.0517(4) Uani . . 1.000 O O3 0.47902(14) 0.06648(10) 0.13987(11) 0.0513(4) Uani . . 1.000 O O5 0.75555(18) 0.35679(12) 0.26498(16) 0.0825(7) Uani . . 1.000 O O16 0.77638(13) 0.02143(10) 0.31047(9) 0.0442(4) Uani . . 1.000 O O17 0.92242(19) 0.11933(12) 0.44083(12) 0.0698(6) Uani . . 1.000 O N4 0.64920(15) 0.20033(10) 0.20070(11) 0.0377(4) Uani . . 1.000 N C1 0.3540(2) 0.17664(15) 0.32589(15) 0.0483(6) Uani . . 1.000 C C2 0.39280(19) 0.22151(13) 0.22041(13) 0.0388(5) Uani . . 1.000 C C3 0.50446(18) 0.15109(13) 0.18062(13) 0.0365(5) Uani . . 1.000 C C5 0.6463(2) 0.29921(13) 0.24562(16) 0.0457(6) Uani . . 1.000 C C6 0.4870(2) 0.31903(13) 0.26490(14) 0.0408(5) Uani . . 1.000 C C7 0.4861(2) 0.31216(14) 0.38806(15) 0.0468(6) Uani . . 1.000 C C8 0.3207(2) 0.33437(16) 0.39648(15) 0.0531(6) Uani . . 1.000 C C9 0.2407(2) 0.25130(17) 0.35860(16) 0.0574(7) Uani . . 1.000 C C10 0.78422(18) 0.15391(13) 0.17741(13) 0.0373(5) Uani . . 1.000 C C11 0.84853(18) 0.06624(13) 0.23344(13) 0.0379(5) Uani . . 1.000 C C12 0.97745(19) 0.01889(15) 0.21066(14) 0.0459(6) Uani . . 1.000 C C13 1.0443(2) 0.06109(16) 0.13155(16) 0.0517(6) Uani . . 1.000 C C14 0.9822(2) 0.14950(16) 0.07573(15) 0.0529(6) Uani . . 1.000 C C15 0.8522(2) 0.19553(15) 0.09806(14) 0.0470(6) Uani . . 1.000 C C17 0.8240(2) 0.05535(14) 0.41477(14) 0.0461(6) Uani . . 1.000 C C18 0.7362(3) 0.00211(17) 0.48723(16) 0.0617(7) Uani . . 1.000 C H1A 0.32345 0.10309 0.32240 0.0580 Uiso . . 1.000 H H2A 0.30023 0.23767 0.16397 0.0466 Uiso . . 1.000 H H6A 0.44056 0.38363 0.23093 0.0490 Uiso . . 1.000 H H7A 0.56627 0.35291 0.43683 0.0562 Uiso . . 1.000 H H8A 0.28388 0.39458 0.42307 0.0636 Uiso . . 1.000 H H9A 0.13540 0.24046 0.35298 0.0689 Uiso . . 1.000 H H12A 1.01880 -0.04072 0.24815 0.0551 Uiso . . 1.000 H H13A 1.13146 0.02993 0.11574 0.0621 Uiso . . 1.000 H H14A 1.02818 0.17798 0.02295 0.0635 Uiso . . 1.000 H H15A 0.81014 0.25459 0.05986 0.0564 Uiso . . 1.000 H H18A 0.77172 0.02691 0.56038 0.0926 Uiso . . 1.000 H H18B 0.75252 -0.07176 0.48525 0.0926 Uiso . . 1.000 H H18C 0.62771 0.01694 0.46267 0.0926 Uiso . . 1.000 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 O1 0.0510(8) 0.0551(8) 0.0488(7) 0.0098(6) 0.0110(6) 0.0121(6) O3 0.0460(7) 0.0456(7) 0.0632(8) -0.0074(6) 0.0139(6) -0.0094(6) O5 0.0560(9) 0.0586(9) 0.1474(16) -0.0264(8) 0.0537(10) -0.0365(10) O16 0.0424(7) 0.0465(7) 0.0450(6) -0.0055(6) 0.0127(5) 0.0045(5) O17 0.0822(11) 0.0713(10) 0.0613(9) -0.0290(9) 0.0278(8) -0.0195(7) N4 0.0303(7) 0.0352(7) 0.0505(8) -0.0018(6) 0.0154(6) 0.0004(6) C1 0.0453(10) 0.0461(10) 0.0583(10) -0.0040(8) 0.0217(8) 0.0080(8) C2 0.0290(8) 0.0433(9) 0.0450(9) 0.0007(7) 0.0099(7) 0.0054(7) C3 0.0313(8) 0.0382(9) 0.0409(8) -0.0028(7) 0.0097(6) 0.0034(7) C5 0.0405(9) 0.0360(9) 0.0665(11) -0.0057(8) 0.0247(8) -0.0008(8) C6 0.0372(9) 0.0338(8) 0.0540(10) 0.0041(7) 0.0155(7) 0.0042(7) C7 0.0410(10) 0.0478(10) 0.0514(10) 0.0070(8) 0.0100(8) -0.0017(8) C8 0.0521(11) 0.0595(12) 0.0535(10) 0.0112(10) 0.0244(9) 0.0022(9) C9 0.0469(10) 0.0712(14) 0.0624(12) 0.0036(10) 0.0298(10) 0.0042(11) C10 0.0295(8) 0.0410(8) 0.0430(8) -0.0020(7) 0.0116(6) -0.0029(7) C11 0.0348(8) 0.0408(9) 0.0391(8) -0.0034(7) 0.0104(7) -0.0023(7) C12 0.0366(9) 0.0458(10) 0.0536(10) 0.0057(8) 0.0066(8) -0.0039(8) C13 0.0352(9) 0.0670(13) 0.0560(10) 0.0027(9) 0.0166(8) -0.0132(9) C14 0.0417(10) 0.0719(13) 0.0499(10) -0.0045(10) 0.0206(8) -0.0002(10) C15 0.0409(10) 0.0538(11) 0.0493(10) -0.0010(8) 0.0164(8) 0.0075(8) C17 0.0463(10) 0.0443(10) 0.0494(10) 0.0028(8) 0.0144(8) 0.0007(8) C18 0.0677(13) 0.0686(13) 0.0545(11) 0.0023(11) 0.0256(10) 0.0140(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . . 1.443(2) no O1 C7 . . 1.438(2) no O3 C3 . . 1.201(2) no O5 C5 . . 1.198(2) no O16 C11 . . 1.401(2) yes O16 C17 . . 1.360(2) yes O17 C17 . . 1.189(2) yes N4 C3 . . 1.401(2) yes N4 C5 . . 1.392(2) yes N4 C10 . . 1.425(2) yes C1 C2 . . 1.557(2) no C1 C9 . . 1.510(3) no C2 C3 . . 1.507(2) no C2 C6 . . 1.538(2) yes C5 C6 . . 1.506(3) no C6 C7 . . 1.558(3) no C7 C8 . . 1.520(3) no C8 C9 . . 1.309(3) yes C10 C11 . . 1.382(2) no C10 C15 . . 1.386(2) no C11 C12 . . 1.380(2) no C12 C13 . . 1.380(3) no C13 C14 . . 1.382(3) no C14 C15 . . 1.378(3) no C17 C18 . . 1.492(3) no C1 H1A . . 0.9800 no C2 H2A . . 0.9800 no C6 H6A . . 0.9801 no C7 H7A . . 0.9799 no C8 H8A . . 0.9299 no C9 H9A . . 0.9300 no C12 H12A . . 0.9301 no C13 H13A . . 0.9300 no C14 H14A . . 0.9298 no C15 H15A . . 0.9299 no C18 H18A . . 0.9599 no C18 H18B . . 0.9599 no C18 H18C . . 0.9603 no