data_2200232 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o195 _journal_page_last o197 _publ_section_title ; Diorthobenzenotetra(5',2'-tetrazolo)[5'-(2)-2'-(6)]cyclophane ; loop_ _publ_author_name 'Butler, Richard N.' 'McGinley, John M. G.' 'Mahon, Mary F.' 'Molloy, Kieran C.' "N\'iBhr\'adaigh, Eithne P." _chemical_formula_sum 'C28 H32 N16' _chemical_formula_weight 592.70 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.170(2) _cell_length_b 10.241(3) _cell_length_c 10.729(3) _cell_angle_alpha 77.25(3) _cell_angle_beta 74.89(3) _cell_angle_gamma 73.47(3) _cell_volume 719.9(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.367 _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_disorder_group _atom_site_type_symbol N1 .2292(2) .31148(15) .60411(13) .0527(4) Uani d . 1 . N N2 .2397(2) .43564(15) .53809(14) .0559(4) Uani d . 1 . N N3 .2452(2) .43014(14) .41642(14) .0498(4) Uani d . 1 . N N4 .2409(2) .30851(14) .39627(13) .0501(4) Uani d . 1 . N N5 .8191(2) .87060(13) .04860(12) .0450(4) Uani d . 1 . N N6 .7094(2) .93678(14) .14675(13) .0456(4) Uani d . 1 . N N7 1.0277(2) .86172(15) .15889(13) .0492(4) Uani d . 1 . N N8 1.0089(2) .8249(2) .05300(13) .0516(4) Uani d . 1 . N C1 .2314(2) .0877(2) .54015(15) .0398(4) Uani d . 1 . C C2 .2699(2) .0224(2) .4327(2) .0477(4) Uani d . 1 . C H2 .2921 .0728 .3490 .057 Uiso calc R 1 . H C3 .2757(3) -.1152(2) .4474(2) .0547(5) Uani d . 1 . C H3 .2993 -.1565 .3739 .066 Uiso calc R 1 . H C4 .2469(3) -.1926(2) .5705(2) .0556(5) Uani d . 1 . C H4 .2513 -.2859 .5806 .067 Uiso calc R 1 . H C5 .2115(2) -.1294(2) .6784(2) .0500(5) Uani d . 1 . C H5 .1941 -.1815 .7614 .060 Uiso calc R 1 . H C6 .2014(2) .0102(2) .6658(2) .0408(4) Uani d . 1 . C C7 .2308(2) .2356(2) .51581(14) .0408(4) Uani d . 1 . C C8 .2703(3) .5443(2) .3086(2) .0582(5) Uani d . 1 . C H8A .2363 .6298 .3435 .070 Uiso calc R 1 . H H8B .1807 .5534 .2516 .070 Uiso calc R 1 . H C9 .4837(3) .5195(2) .2303(2) .0549(5) Uani d . 1 . C H9A .5718 .5112 .2881 .066 Uiso calc R 1 . H H9B .5173 .4326 .1981 .066 Uiso calc R 1 . H C10 .5207(3) .6315(2) .1161(2) .0547(5) Uani d . 1 . C H10A .4839 .7194 .1471 .066 Uiso calc R 1 . H H10B .4380 .6376 .0555 .066 Uiso calc R 1 . H C11 .7370(3) .6029(2) .0461(2) .0552(5) Uani d . 1 . C H11A .7743 .5116 .0220 .066 Uiso calc R 1 . H H11B .8171 .6014 .1069 .066 Uiso calc R 1 . H C12 .7894(3) .7052(2) -.0763(2) .0589(5) Uani d . 1 . C H12A .9314 .6781 -.1116 .071 Uiso calc R 1 . H H12B .7215 .6990 -.1413 .071 Uiso calc R 1 . H C13 .7366(3) .8532(2) -.0557(2) .0529(5) Uani d . 1 . C H13A .7864 .9092 -.1364 .063 Uiso calc R 1 . H H13B .5929 .8859 -.0345 .063 Uiso calc R 1 . H C14 .1567(2) .0712(2) .78545(14) .0401(4) Uani d . 1 . C 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 N1 .0734(10) .0496(9) .0382(8) -.0257(7) -.0058(7) -.0059(7) N2 .0742(11) .0500(9) .0452(9) -.0238(7) -.0042(7) -.0092(7) N3 .0604(9) .0440(8) .0444(8) -.0192(7) -.0048(6) -.0044(6) N4 .0668(10) .0451(8) .0401(8) -.0198(7) -.0110(7) -.0024(6) N5 .0532(9) .0438(8) .0376(7) -.0147(6) -.0107(6) -.0004(6) N6 .0470(8) .0505(8) .0393(8) -.0126(6) -.0094(6) -.0056(6) N7 .0461(8) .0565(9) .0438(8) -.0109(7) -.0097(6) -.0069(7) N8 .0498(9) .0584(9) .0445(8) -.0114(7) -.0075(6) -.0086(7) C1 .0382(9) .0440(9) .0388(9) -.0127(7) -.0091(7) -.0047(7) C2 .0542(10) .0520(10) .0397(9) -.0167(8) -.0118(7) -.0057(7) C3 .0610(11) .0540(11) .0548(11) -.0132(8) -.0148(8) -.0180(9) C4 .0587(12) .0410(9) .0698(13) -.0123(8) -.0179(9) -.0086(9) C5 .0524(10) .0464(10) .0494(11) -.0152(8) -.0125(8) .0025(8) C6 .0357(8) .0437(9) .0431(9) -.0118(7) -.0097(7) -.0023(7) C7 .0406(9) .0472(9) .0364(9) -.0156(7) -.0064(7) -.0056(7) C8 .0745(13) .0425(10) .0513(11) -.0182(8) -.0058(9) .0017(8) C9 .0591(11) .0491(10) .0564(11) -.0204(8) -.0122(9) .0017(8) C10 .0612(11) .0477(10) .0518(11) -.0154(8) -.0087(8) -.0021(8) C11 .0607(12) .0470(10) .0565(11) -.0173(8) -.0059(9) -.0079(8) C12 .0685(12) .0636(12) .0470(10) -.0250(10) -.0031(9) -.0126(9) C13 .0689(12) .0566(11) .0384(9) -.0233(9) -.0188(8) .0014(8) C14 .0434(9) .0410(8) .0349(8) -.0148(7) -.0093(7) .0031(7) 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 N1 N2 . . 1.324(2) no N1 C7 . . 1.347(2) no N2 N3 . . 1.309(2) no N3 N4 . . 1.320(2) no N3 C8 . . 1.467(2) no N4 C7 . . 1.329(2) no N5 N8 . . 1.318(2) no N5 N6 . . 1.329(2) no N5 C13 . . 1.458(2) no N6 C14 2_666 . 1.323(2) no N7 N8 . . 1.322(2) no N7 C14 2_666 . 1.352(2) no C1 C2 . . 1.387(2) no C1 C6 . . 1.403(2) no C1 C7 . . 1.479(2) no C2 C3 . . 1.372(2) no C3 C4 . . 1.380(3) no C4 C5 . . 1.381(2) no C5 C6 . . 1.388(2) no C6 C14 . . 1.472(2) no C8 C9 . . 1.522(2) no C9 C10 . . 1.506(2) no C10 C11 . . 1.512(2) no C11 C12 . . 1.524(3) no C12 C13 . . 1.506(3) no C14 N6 2_666 . 1.323(2) no C14 N7 2_666 . 1.352(2) no