#------------------------------------------------------------------------------ #$Date: 2008-11-20 20:58:43 +0100 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008152.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_2008152 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 5 _journal_page_first 203 _journal_page_last 206 _publ_section_title ; Hydrogen bonding in 4,4',6,6'-tetramethylbiphenyl-2,2'-dicarboxylic acid. ; loop_ _publ_author_name 'Dobson, Allison J.' 'Gerkin, Roger E.' _chemical_name_common ; 4,4',6,6'-tetramethylbiphenyl-2,2'-dicarboxylic acid ; _chemical_formula_moiety 'C18 H18 O4' _chemical_formula_sum 'C18 H18 O4' _chemical_formula_weight 298.34 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 13.6580(10) _cell_length_b 11.3880(10) _cell_length_c 22.178(2) _cell_angle_alpha 90 _cell_angle_beta 106.951(8) _cell_angle_gamma 90 _cell_volume 3299.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 296 _exptl_crystal_density_diffrn 1.201 _diffrn_ambient_temperature 296 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_calc_attached_atom O1A 0.1122(2) 0.9715(2) 0.10850(10) 0.0690(10) Uij ? ? O2A 0.2272(2) 0.9482(2) 0.05580(10) 0.0588(9) Uij ? ? O3A 0.3445(2) 0.5294(3) 0.09650(10) 0.0770(10) Uij ? ? O4A 0.2048(2) 0.6278(2) 0.09610(10) 0.0606(9) Uij ? ? C1A 0.1074(3) 0.7520(3) -0.0111(2) 0.0400(10) Uij ? ? C2A 0.0738(3) 0.8343(3) 0.0254(2) 0.0390(10) Uij ? ? C3A -0.0268(3) 0.8317(3) 0.0285(2) 0.0470(10) Uij ? ? C4A -0.0961(3) 0.7485(4) -0.0048(2) 0.0480(10) Uij ? ? C5A -0.0614(3) 0.6679(3) -0.0398(2) 0.0560(10) Uij ? ? C6A 0.0382(3) 0.6673(3) -0.0435(2) 0.0480(10) Uij ? ? C7A 0.2145(3) 0.7495(3) -0.0174(2) 0.0400(10) Uij ? ? C8A 0.2906(3) 0.6774(3) 0.0200(2) 0.0400(10) Uij ? ? C9A 0.3853(3) 0.6680(3) 0.0083(2) 0.0550(10) Uij ? ? C10A 0.4057(3) 0.7296(4) -0.0403(2) 0.061(2) Uij ? ? C11A 0.3298(3) 0.8001(4) -0.0762(2) 0.062(2) Uij ? ? C12A 0.2335(3) 0.8114(3) -0.0670(2) 0.0520(10) Uij ? ? C13A 0.1444(3) 0.9229(3) 0.0644(2) 0.0440(10) Uij ? ? C14A -0.2052(3) 0.7460(3) -0.0012(2) 0.0670(10) Uij ? ? C15A 0.0694(3) 0.5728(3) -0.0828(2) 0.074(2) Uij ? ? C16A 0.2756(3) 0.6091(3) 0.0736(2) 0.0470(10) Uij ? ? C17A 0.5094(3) 0.7174(4) -0.0527(2) 0.099(2) Uij ? ? C18A 0.1541(3) 0.8899(4) -0.1102(2) 0.084(2) Uij ? ? O1B 0.6376(2) 0.5895(2) 0.36800(10) 0.0605(10) Uij ? ? O2B 0.7468(2) 0.5928(3) 0.31200(10) 0.0900(10) Uij ? ? O3B 0.8296(2) 1.0033(2) 0.31170(10) 0.0680(10) Uij ? ? O4B 0.6906(2) 0.9090(3) 0.31200(10) 0.1060(10) Uij ? ? C1B 0.6118(3) 0.7454(3) 0.2215(2) 0.0420(10) Uij ? ? C2B 0.5858(3) 0.6858(3) 0.2693(2) 0.0430(10) Uij ? ? C3B 0.4860(3) 0.6904(3) 0.2737(2) 0.0500(10) Uij ? ? C4B 0.4111(3) 0.7531(3) 0.2315(2) 0.0520(10) Uij ? ? C5B 0.4369(3) 0.8097(3) 0.1831(2) 0.0560(10) Uij ? ? C6B 0.5361(3) 0.8081(3) 0.1778(2) 0.0480(10) Uij ? ? C7B 0.7190(3) 0.7487(3) 0.2168(2) 0.0420(10) Uij ? ? C8B 0.7886(3) 0.8328(3) 0.2481(2) 0.0440(10) Uij ? ? C9B 0.8880(3) 0.8365(3) 0.2422(2) 0.0520(10) Uij ? ? C10B 0.9202(3) 0.7559(4) 0.2057(2) 0.059(2) Uij ? ? C11B 0.8498(3) 0.6741(4) 0.1745(2) 0.066(2) Uij ? ? C12B 0.7503(3) 0.6685(4) 0.1788(2) 0.0550(10) Uij ? ? C13B 0.6626(3) 0.6185(3) 0.3181(2) 0.0510(10) Uij ? ? C14B 0.3053(3) 0.7662(4) 0.2392(2) 0.073(2) Uij ? ? C15B 0.5594(3) 0.8759(4) 0.1247(2) 0.073(2) Uij ? ? C16B 0.7649(3) 0.9184(4) 0.2926(2) 0.0520(10) Uij ? ? C17B 1.0287(3) 0.7555(4) 0.2012(2) 0.094(2) Uij ? ? C18B 0.6774(3) 0.5731(4) 0.1432(2) 0.083(2) Uij ? ? H3A -0.0489 0.8895 0.0545 0.0560 Uiso calc C3A H3B 0.4692 0.6478 0.3078 0.0598 Uiso calc C3B H5A -0.1092 0.6083 -0.0633 0.0675 Uiso calc C5A H5B 0.3836 0.8524 0.1515 0.0675 Uiso calc C5B H9A 0.4382 0.6169 0.0349 0.0656 Uiso calc C9A H9B 0.9355 0.8974 0.2645 0.0629 Uiso calc C9B H11A 0.3440 0.8453 -0.1103 0.0746 Uiso calc C11A H11B 0.8708 0.6165 0.1478 0.0794 Uiso calc C11B H13A 0.174(3) 1.031(4) 0.144(2) 0.168(10) Uiso ? ? H13B 0.692(4) 0.532(4) 0.404(2) 0.196(9) Uiso ? ? H14A1 -0.2224 0.6662 0.0089 0.0807 Uiso calc C14A H14A2 -0.2119 0.8001 0.0318 0.0807 Uiso calc C14A H14A3 -0.2520 0.7700 -0.0418 0.0807 Uiso calc C14A H14B1 0.3057 0.8296 0.2691 0.0879 Uiso calc C14B H14B2 0.2565 0.7850 0.1983 0.0879 Uiso calc C14B H14B3 0.2852 0.6925 0.2551 0.0879 Uiso calc C14B H15A1 0.1226 0.5230 -0.0554 0.0891 Uiso calc C15A H15A2 0.0097 0.5247 -0.1038 0.0891 Uiso calc C15A H15A3 0.0961 0.6100 -0.1147 0.0891 Uiso calc C15A H15B1 0.6318 0.8664 0.1274 0.0872 Uiso calc C15B H15B2 0.5169 0.8457 0.0841 0.0872 Uiso calc C15B H15B3 0.5444 0.9593 0.1284 0.0872 Uiso calc C15B H16A 0.337(3) 0.479(4) 0.134(2) 0.175(9) Uiso ? ? H16B 0.807(3) 1.058(4) 0.354(2) 0.191(9) Uiso ? ? H17A1 0.5551 0.6701 -0.0193 0.1191 Uiso calc C17A H17A2 0.5003 0.6790 -0.0935 0.1191 Uiso calc C17A H17A3 0.5393 0.7955 -0.0534 0.1191 Uiso calc C17A H17B1 1.0769 0.7510 0.2437 0.1126 Uiso calc C17B H17B2 1.0384 0.6874 0.1765 0.1126 Uiso calc C17B H17B3 1.0410 0.8277 0.1806 0.1126 Uiso calc C17B H18A1 0.1403 0.9571 -0.0862 0.1007 Uiso calc C18A H18A2 0.1797 0.9181 -0.1445 0.1007 Uiso calc C18A H18A3 0.0908 0.8454 -0.1278 0.1007 Uiso calc C18A H18B1 0.7115 0.5263 0.1182 0.0995 Uiso calc C18B H18B2 0.6579 0.5221 0.1734 0.0995 Uiso calc C18B H18B3 0.6159 0.6098 0.1152 0.0995 Uiso calc C18B 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 O1A 0.063(2) 0.084(2) 0.069(2) -0.021(2) 0.031(2) -0.038(2) O2A 0.046(2) 0.065(2) 0.067(2) -0.014(2) 0.0190(10) -0.018(2) O3A 0.071(2) 0.079(2) 0.096(2) 0.036(2) 0.048(2) 0.049(2) O4A 0.058(2) 0.074(2) 0.058(2) 0.019(2) 0.0310(10) 0.027(2) C1A 0.039(2) 0.040(3) 0.039(2) 0.001(2) 0.009(2) 0.001(2) C2A 0.031(2) 0.041(3) 0.041(2) 0.002(2) 0.006(2) 0.002(2) C3A 0.045(2) 0.044(3) 0.049(3) 0.009(2) 0.009(2) -0.001(2) C4A 0.031(2) 0.056(3) 0.053(3) 0.001(2) 0.009(2) 0.004(2) C5A 0.047(3) 0.055(3) 0.059(3) -0.006(2) 0.004(2) -0.014(2) C6A 0.043(2) 0.052(3) 0.045(3) 0.004(2) 0.006(2) -0.012(2) C7A 0.041(2) 0.042(2) 0.038(2) -0.001(2) 0.013(2) -0.004(2) C8A 0.039(2) 0.044(2) 0.036(2) 0.000(2) 0.011(2) 0.003(2) C9A 0.041(2) 0.069(3) 0.058(3) 0.005(2) 0.021(2) 0.013(2) C10A 0.050(3) 0.081(3) 0.061(3) 0.000(3) 0.031(2) 0.010(3) C11A 0.073(3) 0.070(3) 0.054(3) 0.001(3) 0.034(2) 0.019(2) C12A 0.054(3) 0.056(3) 0.045(3) 0.009(2) 0.014(2) 0.005(2) C13A 0.043(2) 0.039(2) 0.045(3) 0.000(2) 0.006(2) 0.004(2) C14A 0.044(2) 0.075(3) 0.080(3) -0.002(2) 0.015(2) 0.001(3) C15A 0.066(3) 0.071(3) 0.082(3) -0.008(3) 0.015(2) -0.039(3) C16A 0.037(2) 0.053(3) 0.052(3) 0.002(2) 0.015(2) 0.002(2) C17A 0.065(3) 0.137(5) 0.110(4) 0.005(3) 0.047(3) 0.032(3) C18A 0.094(3) 0.092(4) 0.078(3) 0.032(3) 0.037(3) 0.041(3) O1B 0.069(2) 0.066(2) 0.049(2) 0.014(2) 0.023(2) 0.011(2) O2B 0.065(2) 0.130(3) 0.085(2) 0.048(2) 0.036(2) 0.061(2) O3B 0.066(2) 0.060(2) 0.086(2) -0.021(2) 0.038(2) -0.027(2) O4B 0.077(2) 0.127(3) 0.139(3) -0.050(2) 0.071(2) -0.097(2) C1B 0.044(2) 0.041(2) 0.039(2) 0.006(2) 0.010(2) -0.002(2) C2B 0.046(3) 0.043(3) 0.039(2) 0.007(2) 0.011(2) 0.000(2) C3B 0.047(2) 0.049(3) 0.054(3) -0.001(2) 0.016(2) -0.001(2) C4B 0.037(3) 0.053(3) 0.060(3) 0.000(2) 0.005(2) -0.002(2) C5B 0.044(3) 0.052(3) 0.062(3) 0.006(2) -0.001(2) 0.004(2) C6B 0.052(3) 0.048(3) 0.044(3) -0.002(2) 0.014(2) 0.001(2) C7B 0.051(3) 0.041(3) 0.035(2) 0.005(2) 0.013(2) -0.004(2) C8B 0.046(2) 0.047(3) 0.044(2) 0.010(2) 0.020(2) -0.002(2) C9B 0.044(2) 0.059(3) 0.056(3) 0.001(2) 0.019(2) -0.002(2) C10B 0.054(3) 0.071(3) 0.058(3) 0.011(3) 0.026(2) -0.003(3) C11B 0.075(3) 0.071(3) 0.063(3) 0.027(3) 0.036(3) -0.002(3) C12B 0.062(3) 0.053(3) 0.049(3) 0.009(2) 0.014(2) -0.006(2) C13B 0.053(3) 0.049(3) 0.052(3) -0.001(2) 0.015(2) 0.000(2) C14B 0.050(3) 0.079(3) 0.084(3) -0.002(3) 0.008(2) 0.002(3) C15B 0.070(3) 0.079(3) 0.066(3) 0.014(3) 0.015(2) 0.024(3) C16B 0.041(3) 0.063(3) 0.054(3) -0.003(2) 0.018(2) -0.007(2) C17B 0.069(3) 0.130(4) 0.100(4) 0.021(3) 0.050(3) -0.003(3) C18B 0.102(4) 0.063(3) 0.084(3) 0.006(3) 0.027(3) -0.024(3) 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 O1A C13A ? ? 1.306(4) yes O1A H13A ? ? 1.18(5) no O2A C13A ? ? 1.234(4) yes O3A C16A ? ? 1.299(4) yes O3A H16A ? ? 1.04(5) no O4A C16A ? ? 1.228(4) yes C1A C2A ? ? 1.401(4) no C1A C6A ? ? 1.394(4) no C1A C7A ? ? 1.510(4) no C2A C3A ? ? 1.395(4) no C2A C13A ? ? 1.486(4) no C3A C4A ? ? 1.390(4) no C3A H3A ? ? 0.980 no C4A C5A ? ? 1.373(4) no C4A C14A ? ? 1.516(5) no C5A C6A ? ? 1.386(4) no C5A H5A ? ? 0.980 no C6A C15A ? ? 1.523(4) no C7A C8A ? ? 1.393(4) no C7A C12A ? ? 1.392(4) no C8A C9A ? ? 1.396(4) no C8A C16A ? ? 1.484(4) no C9A C10A ? ? 1.380(4) no C9A H9A ? ? 0.980 no C10A C11A ? ? 1.368(5) no C10A C17A ? ? 1.526(5) no C11A C12A ? ? 1.395(4) no C11A H11A ? ? 0.980 no C12A C18A ? ? 1.513(4) no C14A H14A3 ? ? 0.980 no C14A H14A1 ? ? 0.980 no C14A H14A2 ? ? 0.980 no C15A H15A1 ? ? 0.980 no C15A H15A2 ? ? 0.980 no C15A H15A3 ? ? 0.980 no C17A H17A1 ? ? 0.980 no C17A H17A2 ? ? 0.980 no C17A H17A3 ? ? 0.980 no C18A H18A1 ? ? 0.980 no C18A H18A2 ? ? 0.980 no C18A H18A3 ? ? 0.980 no O1B C13B ? ? 1.294(4) yes O1B H13B ? ? 1.12(5) no C1B C2B ? ? 1.389(4) no C1B C6B ? ? 1.391(4) no C1B C7B ? ? 1.498(4) no O2B C13B ? ? 1.231(4) yes C2B C3B ? ? 1.397(4) no C2B C13B ? ? 1.482(4) no O3B C16B ? ? 1.295(4) yes O3B H16B ? ? 1.25(5) no C3B C4B ? ? 1.368(4) no C3B H3B ? ? 0.980 no O4B C16B ? ? 1.217(4) yes C4B C5B ? ? 1.383(4) no C4B C14B ? ? 1.511(5) no C5B C6B ? ? 1.394(4) no C5B H5B ? ? 0.980 no C6B C15B ? ? 1.515(4) no C7B C8B ? ? 1.385(4) no C7B C12B ? ? 1.393(4) no C8B C9B ? ? 1.402(4) no C8B C16B ? ? 1.488(4) no C9B C10B ? ? 1.378(5) no C9B H9B ? ? 0.980 no C10B C11B ? ? 1.371(5) no C10B C17B ? ? 1.514(5) no C11B C12B ? ? 1.391(5) no C11B H11B ? ? 0.980 no C12B C18B ? ? 1.529(5) no C14B H14B2 ? ? 0.980 no C14B H14B3 ? ? 0.980 no C14B H14B1 ? ? 0.980 no C15B H15B1 ? ? 0.980 no C15B H15B2 ? ? 0.980 no C15B H15B3 ? ? 0.980 no C17B H17B3 ? ? 0.980 no C17B H17B1 ? ? 0.980 no C17B H17B2 ? ? 0.980 no C18B H18B1 ? ? 0.980 no C18B H18B2 ? ? 0.980 no C18B H18B3 ? ? 0.980 no