data_2202144 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2003 _journal_volume 59 _journal_page_first o269 _journal_page_last o271 _publ_section_title ; N,N,N',N'-Tetrakis(2-pyridiniomethyl)ethylenediamine tetraperchlorate ; loop_ _publ_author_name 'Shamila S. Gunatilleke' 'Richard E. Norman' _chemical_formula_moiety 'C26 H32 N6 4+, 4Cl O4 1-' _chemical_formula_sum 'C26 H32 Cl4 N6 O16' _chemical_formula_structural 'C26 H32 N6 4+, 4Cl O4 1-' _chemical_formula_iupac 'C26 H32 N6 4+, 4Cl O4 1-' _chemical_formula_weight 826.38 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' _cell_length_a 8.4278(2) _cell_length_b 9.2848(2) _cell_length_c 11.3490(3) _cell_angle_alpha 100.2225(9) _cell_angle_beta 105.5358(10) _cell_angle_gamma 94.4063(13) _cell_volume 834.76(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100 _exptl_crystal_density_diffrn 1.64 _diffrn_ambient_temperature 100 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 _atom_site_refinement_flags _atom_site_occupancy Cl1 0.84351(7) 0.63815(7) 0.17548(6) 0.0230(2) Uani d . . 1.000 Cl2 0.73827(7) 0.74387(6) 0.67727(6) 0.0216(2) Uani d . . 1.000 O1 0.9857(3) 0.7327(2) 0.1791(2) 0.0387(7) Uani d . . 1.000 O2 0.7002(3) 0.6622(2) 0.0834(2) 0.0367(6) Uani d . . 1.000 O3 0.8708(3) 0.4842(2) 0.1450(2) 0.0366(6) Uani d . . 1.000 O4 0.8162(3) 0.6646(2) 0.2977(2) 0.0358(6) Uani d . . 1.000 O5 0.7968(2) 0.8769(2) 0.6446(2) 0.0332(6) Uani d . . 1.000 O6 0.7417(3) 0.6186(2) 0.5859(2) 0.0485(7) Uani d . . 1.000 O7 0.5726(2) 0.7496(2) 0.6860(2) 0.0394(7) Uani d . . 1.000 O8 0.8436(3) 0.7323(2) 0.7976(2) 0.0449(7) Uani d . . 1.000 N1 0.7134(3) 0.1240(2) 0.0577(2) 0.0187(6) Uani d . . 1.000 N2 0.8153(3) 0.2779(2) 0.3004(2) 0.0210(6) Uani d . . 1.000 N3 0.7004(3) 0.3405(2) -0.1057(2) 0.0225(6) Uani d . . 1.000 C1 0.5326(3) 0.0808(3) 0.0335(2) 0.0172(6) Uani d . . 1.000 C2 0.8222(3) 0.3616(3) 0.4112(3) 0.0230(7) Uani d . . 1.000 C3 0.8304(3) 0.2993(3) 0.5117(3) 0.0247(7) Uani d . . 1.000 C4 0.8311(3) 0.1470(3) 0.4975(3) 0.0271(8) Uani d . . 1.000 C5 0.8220(3) 0.0629(3) 0.3812(3) 0.0257(7) Uani d . . 1.000 C6 0.8137(3) 0.1298(3) 0.2816(3) 0.0218(7) Uani d . . 1.000 C7 0.8130(3) 0.0538(3) 0.1530(3) 0.0241(7) Uani d . . 1.000 C8 0.6368(3) 0.4327(3) -0.1791(3) 0.0254(7) Uani d . . 1.000 C9 0.5456(3) 0.3778(3) -0.3002(3) 0.0258(8) Uani d . . 1.000 C10 0.5186(3) 0.2266(3) -0.3449(3) 0.0261(7) Uani d . . 1.000 C11 0.5874(3) 0.1338(3) -0.2670(3) 0.0245(7) Uani d . . 1.000 C12 0.6812(3) 0.1923(3) -0.1460(3) 0.0198(7) Uani d . . 1.000 C13 0.7681(3) 0.1034(3) -0.0556(3) 0.0211(7) Uani d . . 1.000 H1 0.5056 0.1070 0.1235 0.022 Uiso d . . 1.000 H2 0.4668 0.1445 -0.0211 0.022 Uiso d . . 1.000 H3 0.8115 0.3247 0.2320 0.025 Uiso calc N2 . 1.000 H4 0.8213 0.4651 0.4193 0.028 Uiso calc C2 . 1.000 H5 0.8356 0.3583 0.5904 0.030 Uiso calc C3 . 1.000 H6 0.8377 0.1012 0.5669 0.032 Uiso calc C4 . 1.000 H7 0.8216 -0.0409 0.3707 0.031 Uiso calc C5 . 1.000 H8 0.7674 -0.0467 0.1384 0.029 Uiso calc C7 . 1.000 H9 0.9238 0.0593 0.1477 0.029 Uiso calc C7 . 1.000 H10 0.7618 0.3812 -0.0214 0.027 Uiso calc N3 . 1.000 H11 0.6552 0.5362 -0.1469 0.030 Uiso calc C8 . 1.000 H12 0.5013 0.4424 -0.3531 0.031 Uiso calc C9 . 1.000 H13 0.4535 0.1865 -0.4284 0.031 Uiso calc C10 . 1.000 H14 0.5696 0.0300 -0.2973 0.029 Uiso calc C11 . 1.000 H15 0.7447 0.0018 -0.0950 0.025 Uiso calc C13 . 1.000 H16 0.8844 0.1334 -0.0330 0.025 Uiso calc C13 . 1.000 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 Cl1 0.0222(3) 0.0168(3) 0.0292(4) 0.0026(2) 0.0051(3) 0.0056(3) Cl2 0.0230(3) 0.0178(3) 0.0247(4) 0.0022(2) 0.0082(3) 0.0044(3) O1 0.0336(12) 0.0335(11) 0.054(2) -0.0031(9) 0.0195(11) 0.0157(11) O2 0.0349(12) 0.0331(11) 0.0366(13) 0.0120(9) -0.0021(10) 0.0090(10) O3 0.0499(13) 0.0191(10) 0.0370(13) 0.0105(9) 0.0045(10) 0.0058(9) O4 0.0365(12) 0.0426(12) 0.0323(13) 0.0062(9) 0.0154(10) 0.0093(10) O5 0.0323(11) 0.0254(10) 0.0470(10) 0.0015(8) 0.0132(10) 0.0182(10) O6 0.078(2) 0.0253(11) 0.048(2) 0.0047(11) 0.0370(10) -0.0051(10) O7 0.0249(11) 0.0324(11) 0.064(2) 0.0026(9) 0.0199(11) 0.0077(11) O8 0.0406(13) 0.0465(13) 0.041(2) -0.0084(10) -0.0041(11) 0.0230(11) N1 0.0168(10) 0.0191(11) 0.0199(12) 0.0017(8) 0.0054(9) 0.0033(9) N2 0.0227(11) 0.0209(11) 0.0199(12) 0.0036(9) 0.0051(10) 0.0064(9) N3 0.0255(11) 0.0209(11) 0.0214(13) 0.0000(9) 0.0090(10) 0.0028(9) C1 0.0163(11) 0.0162(12) 0.0190(10) 0.0021(9) 0.0051(10) 0.0031(10) C2 0.0216(13) 0.0205(13) 0.026(2) 0.0011(10) 0.0067(12) 0.0032(11) C3 0.0207(13) 0.031(2) 0.023(2) 0.0022(11) 0.0071(12) 0.0065(12) C4 0.0230(10) 0.031(2) 0.031(2) 0.0025(11) 0.0094(12) 0.0138(13) C5 0.0199(13) 0.0182(13) 0.038(2) 0.0010(10) 0.0067(12) 0.0073(12) C6 0.0137(12) 0.0222(13) 0.025(2) -0.0010(10) 0.0014(11) 0.0016(11) C7 0.0200(13) 0.0189(13) 0.030(2) 0.0031(10) 0.0023(12) 0.0022(11) C8 0.030(2) 0.0181(13) 0.032(2) 0.0022(11) 0.0139(13) 0.0086(12) C9 0.0280(10) 0.0250(10) 0.030(2) 0.0038(11) 0.0143(13) 0.0130(12) C10 0.0260(10) 0.030(2) 0.023(2) -0.0006(11) 0.0088(12) 0.0068(12) C11 0.0250(10) 0.0199(13) 0.029(2) -0.0005(11) 0.0119(13) 0.0020(11) C12 0.0201(12) 0.0182(12) 0.025(2) -0.0003(10) 0.0140(12) 0.0045(11) C13 0.0176(12) 0.0200(12) 0.026(2) 0.0014(10) 0.0086(11) 0.0035(11) 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 Cl1 O1 . . 1.417(2) no Cl1 O2 . . 1.432(2) no Cl1 O3 . . 1.460(2) no Cl1 O4 . . 1.447(2) no Cl2 O5 . . 1.440(2) no Cl2 O6 . . 1.422(2) no Cl2 O7 . . 1.431(2) no Cl2 O8 . . 1.443(2) no N1 C1 . . 1.483(3) yes N1 C7 . . 1.465(3) yes N1 C13 . . 1.466(3) yes N2 C2 . . 1.340(3) yes N2 C6 . . 1.352(3) yes N3 C8 . . 1.341(3) yes N3 C12 . . 1.354(3) yes C1 C1 . 2_655 1.542(5) yes C2 C3 . . 1.356(4) yes C3 C4 . . 1.395(4) yes C4 C5 . . 1.389(4) yes C5 C6 . . 1.372(4) yes C6 C7 . . 1.502(4) yes C8 C9 . . 1.366(4) yes C9 C10 . . 1.384(4) yes C10 C11 . . 1.390(4) yes C11 C12 . . 1.376(4) yes C12 C13 . . 1.504(4) yes N2 H3 . . 0.950 no N3 H10 . . 0.950 no C1 H1 . . 1.096 no C1 H2 . . 1.019 no C2 H4 . . 0.950 no C3 H5 . . 0.950 no C4 H6 . . 0.950 no C5 H7 . . 0.950 no C7 H8 . . 0.950 no C7 H9 . . 0.950 no C8 H11 . . 0.950 no C9 H12 . . 0.950 no C10 H13 . . 0.950 no C11 H14 . . 0.950 no C13 H15 . . 0.950 no C13 H16 . . 0.950 no