#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012624.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_2012624 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o223 _journal_page_last o225 _publ_section_title ; Two species of the triethylammonium ion complex of monoanionic calix[4]arene ; loop_ _publ_author_name 'Thu\'ery, Pierre' 'Asfari, Zouhair' 'Nierlich, Martine' 'Vicens, Jacques' _chemical_formula_moiety 'C6 H16 N + , C28 H23 O4 -' _chemical_formula_sum 'C34 H39 N O4' _chemical_formula_weight 525.66 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 18.3531(18) _cell_length_b 10.8710(12) _cell_length_c 13.8210(12) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2757.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.266 _diffrn_ambient_temperature 100(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 O1 0.22569(18) 0.7184(3) 0.3797(3) 0.0297(9) Uani d . 1 . . O H1 0.2470 0.7826 0.3648 0.036 Uiso d R 1 . . H O2 0.26739(18) 0.9379(3) 0.3475(3) 0.0269(8) Uani d . 1 . . O H2 0.2323 0.9821 0.3604 0.032 Uiso d R 1 . . H O3 0.15176(19) 1.0451(3) 0.3858(3) 0.0319(9) Uani d . 1 . . O O4 0.08297(18) 0.8361(3) 0.4355(3) 0.0301(9) Uani d . 1 . . O H4 0.1023 0.9013 0.4201 0.036 Uiso d R 1 . . H C1 0.2195(3) 0.6348(4) 0.5403(4) 0.0240(11) Uani d . 1 . . C C2 0.2608(3) 0.6838(5) 0.4641(4) 0.0242(11) Uani d . 1 . . C C3 0.3365(3) 0.6978(4) 0.4707(4) 0.0255(11) Uani d . 1 . . C C4 0.3714(3) 0.6578(5) 0.5545(4) 0.0278(12) Uani d . 1 . . C H4A 0.4216 0.6665 0.5604 0.033 Uiso calc R 1 . . H C5 0.3316(3) 0.6050(4) 0.6293(4) 0.0279(11) Uani d . 1 . . C H5A 0.3553 0.5764 0.6844 0.033 Uiso calc R 1 . . H C6 0.2571(2) 0.5951(4) 0.6217(4) 0.0255(11) Uani d . 1 . . C H6A 0.2311 0.5607 0.6727 0.031 Uiso calc R 1 . . H C7 0.3794(3) 0.7612(5) 0.3921(4) 0.0271(12) Uani d . 1 . . C H7A 0.3553 0.7479 0.3305 0.032 Uiso calc R 1 . . H H7B 0.4275 0.7247 0.3883 0.032 Uiso calc R 1 . . H C8 0.3871(3) 0.8990(5) 0.4092(3) 0.0258(12) Uani d . 1 . . C C9 0.3297(3) 0.9800(5) 0.3869(4) 0.0254(11) Uani d . 1 . . C C10 0.3387(3) 1.1081(5) 0.4060(4) 0.0268(11) Uani d . 1 . . C C11 0.4039(3) 1.1493(5) 0.4472(4) 0.0276(12) Uani d . 1 . . C H11A 0.4102 1.2329 0.4589 0.033 Uiso calc R 1 . . H C12 0.4593(3) 1.0688(5) 0.4707(4) 0.0322(13) Uani d . 1 . . C H12A 0.5021 1.0975 0.4990 0.039 Uiso calc R 1 . . H C13 0.4504(3) 0.9443(5) 0.4516(4) 0.0317(13) Uani d . 1 . . C H13A 0.4876 0.8899 0.4675 0.038 Uiso calc R 1 . . H C14 0.2789(3) 1.1987(5) 0.3819(4) 0.0293(12) Uani d . 1 . . C H14A 0.2568 1.1744 0.3211 0.035 Uiso calc R 1 . . H H14B 0.3007 1.2791 0.3724 0.035 Uiso calc R 1 . . H C15 0.2196(3) 1.2099(4) 0.4573(4) 0.0273(12) Uani d . 1 . . C C16 0.1573(3) 1.1349(4) 0.4558(4) 0.0269(11) Uani d . 1 . . C C17 0.1019(3) 1.1469(5) 0.5242(4) 0.0243(11) Uani d . 1 . . C C18 0.1114(3) 1.2341(5) 0.5982(4) 0.0291(12) Uani d . 1 . . C H18A 0.0754 1.2429 0.6451 0.035 Uiso calc R 1 . . H C19 0.1728(3) 1.3072(5) 0.6031(4) 0.0330(13) Uani d . 1 . . C H19A 0.1786 1.3629 0.6535 0.040 Uiso calc R 1 . . H C20 0.2261(3) 1.2969(5) 0.5320(4) 0.0302(12) Uani d . 1 . . C H20A 0.2666 1.3482 0.5340 0.036 Uiso calc R 1 . . H C21 0.0363(3) 1.0626(5) 0.5250(4) 0.0280(12) Uani d . 1 . . C H21A -0.0048 1.1044 0.5545 0.034 Uiso calc R 1 . . H H21B 0.0231 1.0413 0.4592 0.034 Uiso calc R 1 . . H C22 0.0535(3) 0.9475(5) 0.5811(4) 0.0264(12) Uani d . 1 . . C C23 0.0798(3) 0.8417(5) 0.5344(3) 0.0255(12) Uani d . 1 . . C C24 0.1014(3) 0.7368(5) 0.5867(4) 0.0262(12) Uani d . 1 . . C C25 0.0917(3) 0.7361(5) 0.6863(4) 0.0301(13) Uani d . 1 . . C H25A 0.1037 0.6663 0.7216 0.036 Uiso calc R 1 . . H C26 0.0640(3) 0.8392(5) 0.7337(4) 0.0336(13) Uani d . 1 . . C H26A 0.0578 0.8377 0.8005 0.040 Uiso calc R 1 . . H C27 0.0456(3) 0.9439(5) 0.6818(4) 0.0301(13) Uani d . 1 . . C H27A 0.0279 1.0126 0.7143 0.036 Uiso calc R 1 . . H C28 0.1367(3) 0.6287(5) 0.5357(4) 0.0275(12) Uani d . 1 . . C H28A 0.1214 0.6278 0.4685 0.033 Uiso calc R 1 . . H H28B 0.1203 0.5529 0.5655 0.033 Uiso calc R 1 . . H N 0.1534(2) 0.5612(4) 0.2522(3) 0.0303(10) Uani d . 1 . . N H5 0.1859 0.6081 0.2822 0.036 Uiso d R 1 . . H C29 0.1884(3) 0.5361(5) 0.1561(4) 0.0368(14) Uani d . 1 . . C H29A 0.1526 0.4985 0.1138 0.044 Uiso calc R 1 . . H H29B 0.2026 0.6139 0.1273 0.044 Uiso calc R 1 . . H C30 0.2537(3) 0.4547(6) 0.1605(6) 0.0552(18) Uani d . 1 . . C H30A 0.2730 0.4435 0.0965 0.083 Uiso calc R 1 . . H H30B 0.2401 0.3763 0.1869 0.083 Uiso calc R 1 . . H H30C 0.2901 0.4918 0.2009 0.083 Uiso calc R 1 . . H C31 0.0874(3) 0.6412(5) 0.2431(4) 0.0355(14) Uani d . 1 . . C H31A 0.0637 0.6472 0.3056 0.043 Uiso calc R 1 . . H H31B 0.0533 0.6030 0.1985 0.043 Uiso calc R 1 . . H C32 0.1053(3) 0.7695(5) 0.2072(4) 0.0411(15) Uani d . 1 . . C H32A 0.0612 0.8165 0.2016 0.062 Uiso calc R 1 . . H H32B 0.1285 0.7642 0.1451 0.062 Uiso calc R 1 . . H H32C 0.1375 0.8091 0.2523 0.062 Uiso calc R 1 . . H C33 0.1374(3) 0.4448(5) 0.3092(4) 0.0370(14) Uani d . 1 . . C H33A 0.1825 0.3996 0.3178 0.044 Uiso calc R 1 . . H H33B 0.1198 0.4677 0.3729 0.044 Uiso calc R 1 . . H C34 0.0823(3) 0.3612(6) 0.2627(5) 0.0489(17) Uani d . 1 . . C H34A 0.0750 0.2901 0.3028 0.073 Uiso calc R 1 . . H H34B 0.0998 0.3358 0.2003 0.073 Uiso calc R 1 . . H H34C 0.0370 0.4042 0.2553 0.073 Uiso calc R 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 O1 0.0279(19) 0.033(2) 0.0286(19) -0.0060(16) -0.0058(17) 0.0042(16) O2 0.0235(19) 0.029(2) 0.0283(18) 0.0032(15) -0.0035(16) -0.0024(16) O3 0.036(2) 0.031(2) 0.0281(19) -0.0019(17) -0.0012(17) -0.0061(17) O4 0.033(2) 0.029(2) 0.028(2) -0.0014(17) 0.0006(16) 0.0003(16) C1 0.025(3) 0.019(2) 0.028(3) 0.003(2) -0.002(2) -0.003(2) C2 0.026(3) 0.023(3) 0.023(3) 0.004(2) -0.004(2) -0.003(2) C3 0.024(3) 0.027(3) 0.026(3) -0.004(2) 0.001(2) -0.002(2) C4 0.023(3) 0.032(3) 0.029(3) 0.004(2) -0.001(2) 0.001(2) C5 0.026(3) 0.025(3) 0.033(3) 0.001(2) -0.008(2) 0.002(2) C6 0.024(3) 0.025(3) 0.028(3) -0.002(2) 0.000(2) -0.005(2) C7 0.022(3) 0.034(3) 0.025(3) 0.009(2) 0.002(2) -0.001(2) C8 0.024(3) 0.034(3) 0.019(3) 0.006(2) 0.005(2) 0.003(2) C9 0.027(3) 0.028(3) 0.022(2) -0.005(2) 0.000(2) 0.001(2) C10 0.029(3) 0.027(3) 0.024(3) 0.002(2) 0.004(2) 0.002(2) C11 0.027(3) 0.030(3) 0.026(3) -0.003(2) 0.001(2) -0.001(2) C12 0.025(3) 0.040(3) 0.032(3) -0.005(2) -0.001(2) -0.002(3) C13 0.022(3) 0.040(3) 0.033(3) -0.001(2) -0.003(2) 0.002(3) C14 0.031(3) 0.032(3) 0.025(3) -0.003(2) 0.002(2) 0.002(2) C15 0.034(3) 0.023(3) 0.025(3) 0.003(2) 0.004(2) 0.003(2) C16 0.036(3) 0.020(3) 0.025(3) 0.001(2) -0.004(2) -0.003(2) C17 0.023(3) 0.022(3) 0.028(3) 0.006(2) -0.004(2) 0.001(2) C18 0.028(3) 0.029(3) 0.030(3) 0.006(2) 0.004(2) 0.003(2) C19 0.045(3) 0.027(3) 0.027(3) 0.002(3) 0.000(3) -0.004(2) C20 0.034(3) 0.020(3) 0.037(3) 0.001(2) -0.001(3) 0.001(2) C21 0.029(3) 0.029(3) 0.025(3) 0.005(2) 0.001(2) 0.000(2) C22 0.018(2) 0.032(3) 0.029(3) -0.003(2) 0.003(2) 0.001(2) C23 0.027(3) 0.029(3) 0.020(3) -0.002(2) 0.000(2) 0.003(2) C24 0.017(3) 0.030(3) 0.031(3) -0.001(2) 0.001(2) -0.001(2) C25 0.025(3) 0.030(3) 0.035(3) -0.002(2) -0.001(2) 0.006(3) C26 0.031(3) 0.036(3) 0.034(3) 0.002(3) 0.001(3) 0.005(3) C27 0.022(3) 0.036(3) 0.032(3) 0.001(2) 0.005(2) -0.004(3) C28 0.020(3) 0.030(3) 0.033(3) 0.000(2) -0.002(2) -0.001(2) N 0.028(2) 0.033(3) 0.030(2) 0.003(2) -0.004(2) 0.003(2) C29 0.033(3) 0.038(3) 0.039(3) 0.004(3) 0.008(3) 0.005(3) C30 0.042(4) 0.042(4) 0.082(5) 0.013(3) 0.018(3) 0.013(4) C31 0.031(3) 0.044(4) 0.031(3) 0.011(3) -0.005(3) -0.007(3) C32 0.051(4) 0.039(4) 0.033(3) 0.015(3) -0.011(3) 0.001(3) C33 0.040(3) 0.037(3) 0.034(3) -0.007(3) 0.007(3) -0.003(3) C34 0.051(4) 0.039(4) 0.057(4) -0.011(3) 0.011(3) -0.004(3) 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 O1 C2 . 1.386(6) ? O1 O2 . 2.544(5) ? O1 N . 2.790(6) ? O1 H1 . 0.8251 ? O2 C9 . 1.346(6) ? O2 O3 . 2.478(5) ? O2 H2 . 0.8234 ? O3 C16 . 1.378(6) ? O3 O4 . 2.689(5) ? O4 C23 . 1.370(7) ? O4 H4 . 0.8213 ? C1 C6 . 1.389(7) ? C1 C2 . 1.403(7) ? C1 C28 . 1.522(7) ? C2 C3 . 1.400(6) ? C3 C4 . 1.393(7) ? C3 C7 . 1.508(7) ? C4 C5 . 1.390(7) ? C4 H4A . 0.9300 ? C5 C6 . 1.375(6) ? C5 H5A . 0.9300 ? C6 H6A . 0.9300 ? C7 C8 . 1.522(7) ? C7 H7A . 0.9700 ? C7 H7B . 0.9700 ? C8 C13 . 1.391(7) ? C8 C9 . 1.408(7) ? C9 C10 . 1.427(7) ? C10 C11 . 1.400(7) ? C10 C14 . 1.511(7) ? C11 C12 . 1.380(7) ? C11 H11A . 0.9300 ? C12 C13 . 1.388(7) ? C12 H12A . 0.9300 ? C13 H13A . 0.9300 ? C14 C15 . 1.512(7) ? C14 H14A . 0.9700 ? C14 H14B . 0.9700 ? C15 C20 . 1.405(7) ? C15 C16 . 1.405(7) ? C16 C17 . 1.394(7) ? C17 C18 . 1.405(7) ? C17 C21 . 1.513(7) ? C18 C19 . 1.381(7) ? C18 H18A . 0.9300 ? C19 C20 . 1.390(7) ? C19 H19A . 0.9300 ? C20 H20A . 0.9300 ? C21 C22 . 1.505(7) ? C21 H21A . 0.9700 ? C21 H21B . 0.9700 ? C22 C27 . 1.400(7) ? C22 C23 . 1.404(7) ? C23 C24 . 1.407(7) ? C24 C25 . 1.388(7) ? C24 C28 . 1.515(7) ? C25 C26 . 1.394(7) ? C25 H25A . 0.9300 ? C26 C27 . 1.388(7) ? C26 H26A . 0.9300 ? C27 H27A . 0.9300 ? C28 H28A . 0.9700 ? C28 H28B . 0.9700 ? N C31 . 1.497(6) ? N C29 . 1.501(7) ? N C33 . 1.520(7) ? N H5 . 0.8872 ? C29 C30 . 1.491(7) ? C29 H29A . 0.9700 ? C29 H29B . 0.9700 ? C30 H30A . 0.9600 ? C30 H30B . 0.9600 ? C30 H30C . 0.9600 ? C31 C32 . 1.516(8) ? C31 H31A . 0.9700 ? C31 H31B . 0.9700 ? C32 H32A . 0.9600 ? C32 H32B . 0.9600 ? C32 H32C . 0.9600 ? C33 C34 . 1.504(8) ? C33 H33A . 0.9700 ? C33 H33B . 0.9700 ? C34 H34A . 0.9600 ? C34 H34B . 0.9600 ? C34 H34C . 0.9600 ?