data_2008279 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 393 _journal_page_last 395 _publ_section_title ; 1-Cyclohexyl-5-cyclohexylaminotetrazole ; loop_ _publ_author_name 'Govindasamy, L.' 'Shanmuga Sundara Raj, S.' 'Velmurugan, D.' 'Hoong-Kun Fun' _chemical_formula_moiety 'C13 H23 N5' _chemical_formula_sum 'C13 H23 N5' _chemical_formula_weight 249.36 _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 6.039(2) _cell_length_b 9.587(3) _cell_length_c 12.598(6) _cell_angle_alpha 80.32(3) _cell_angle_beta 77.51(2) _cell_angle_gamma 89.48(3) _cell_volume 701.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.180 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs 0.0547 _refine_ls_wR_factor_obs 0.1447 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 0.4533(2) 0.20824(14) 0.05941(10) 0.0403(3) Uani d . 1 . N C2 0.4893(2) 0.1835(2) -0.04476(12) 0.0378(4) Uani d . 1 . C N3 0.7093(2) 0.1619(2) -0.07907(11) 0.0509(4) Uani d . 1 . N N4 0.8050(2) 0.1759(2) 0.00664(13) 0.0586(4) Uani d . 1 . N N5 0.6569(2) 0.2040(2) 0.09037(12) 0.0536(4) Uani d . 1 . N N6 0.3315(2) 0.1847(2) -0.10599(11) 0.0464(4) Uani d . 1 . N C7 0.4017(3) 0.1700(2) -0.22213(12) 0.0395(4) Uani d . 1 . C C8 0.2007(3) 0.1295(2) -0.26617(15) 0.0540(5) Uani d . 1 . C C9 0.2754(4) 0.1145(2) -0.3874(2) 0.0646(5) Uani d . 1 . C C10 0.3955(5) 0.2479(3) -0.4569(2) 0.0756(7) Uani d . 1 . C C11 0.5934(5) 0.2900(3) -0.4116(2) 0.0803(7) Uani d . 1 . C C12 0.5191(4) 0.3056(2) -0.29113(15) 0.0573(5) Uani d . 1 . C C13 0.2463(2) 0.2534(2) 0.12866(12) 0.0380(4) Uani d . 1 . C C14 0.2380(4) 0.4144(2) 0.1100(2) 0.0542(5) Uani d . 1 . C C15 0.0233(4) 0.4626(2) 0.1809(2) 0.0618(5) Uani d . 1 . C C16 0.0021(4) 0.4017(2) 0.3018(2) 0.0605(5) Uani d . 1 . C C17 0.0120(4) 0.2420(2) 0.31877(14) 0.0545(5) Uani d . 1 . C C18 0.2265(3) 0.1926(2) 0.24961(14) 0.0502(4) Uani d . 1 . C H6A 0.189(4) 0.1706(18) -0.0740(15) 0.049(5) Uiso d . 1 . H H7A 0.513(3) 0.093(2) -0.2260(15) 0.054(5) Uiso d . 1 . H H8A 0.081(4) 0.206(3) -0.263(2) 0.084(7) Uiso d . 1 . H H8B 0.123(4) 0.045(2) -0.2217(19) 0.076(6) Uiso d . 1 . H H9A 0.387(5) 0.041(3) -0.393(2) 0.088(8) Uiso d . 1 . H H9B 0.143(4) 0.093(3) -0.417(2) 0.083(7) Uiso d . 1 . H H10A 0.277(5) 0.323(3) -0.459(2) 0.090(8) Uiso d . 1 . H H10B 0.444(5) 0.235(3) -0.534(2) 0.089(7) Uiso d . 1 . H H11A 0.714(5) 0.212(3) -0.414(2) 0.111(10) Uiso d . 1 . H H11B 0.675(5) 0.374(3) -0.453(2) 0.105(9) Uiso d . 1 . H H12A 0.400(4) 0.383(3) -0.279(2) 0.083(7) Uiso d . 1 . H H12B 0.648(4) 0.328(2) -0.2585(17) 0.063(5) Uiso d . 1 . H H13A 0.121(3) 0.2189(18) 0.1045(14) 0.051(5) Uiso d . 1 . H H14A 0.243(4) 0.445(2) 0.031(2) 0.082(7) Uiso d . 1 . H H14B 0.379(4) 0.449(2) 0.1285(17) 0.068(6) Uiso d . 1 . H H15A 0.022(4) 0.562(3) 0.167(2) 0.093(8) Uiso d . 1 . H H15B -0.110(4) 0.436(2) 0.1574(18) 0.072(7) Uiso d . 1 . H H16A -0.140(4) 0.430(2) 0.3450(18) 0.072(6) Uiso d . 1 . H H16B 0.136(4) 0.436(2) 0.3302(19) 0.079(7) Uiso d . 1 . H H17A -0.128(4) 0.206(2) 0.2999(15) 0.054(5) Uiso d . 1 . H H17B 0.003(4) 0.206(2) 0.3931(19) 0.071(6) Uiso d . 1 . H H18A 0.360(3) 0.2234(19) 0.2705(15) 0.048(5) Uiso d . 1 . H H18B 0.226(4) 0.083(3) 0.2622(19) 0.081(7) Uiso d . 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 N1 0.0301(7) 0.0514(7) 0.0423(7) 0.0023(5) -0.0089(5) -0.0153(6) C2 0.0299(7) 0.0435(8) 0.0391(8) 0.0015(6) -0.0028(6) -0.0108(6) N3 0.0306(7) 0.0701(9) 0.0527(8) 0.0064(6) -0.0054(6) -0.0170(7) N4 0.0326(8) 0.0827(11) 0.0631(9) 0.0079(7) -0.0123(7) -0.0181(8) N5 0.0364(8) 0.0734(10) 0.0561(9) 0.0044(7) -0.0161(7) -0.0177(7) N6 0.0284(7) 0.0726(10) 0.0395(7) 0.0014(6) -0.0022(6) -0.0200(6) C7 0.0387(8) 0.0438(8) 0.0355(8) 0.0063(6) -0.0021(6) -0.0129(6) C8 0.0530(11) 0.0658(12) 0.0448(9) -0.0084(9) -0.0088(8) -0.0154(8) C9 0.0797(15) 0.0705(13) 0.0495(10) -0.0020(11) -0.0174(10) -0.0224(9) C10 0.101(2) 0.083(2) 0.0412(10) -0.0014(14) -0.0147(11) -0.0067(10) C11 0.088(2) 0.096(2) 0.0451(11) -0.0266(15) 0.0027(11) -0.0001(11) C12 0.0636(12) 0.0561(11) 0.0507(10) -0.0115(9) -0.0084(9) -0.0089(8) C13 0.0320(8) 0.0458(8) 0.0377(8) 0.0018(6) -0.0054(6) -0.0140(6) C14 0.0618(12) 0.0450(9) 0.0467(10) 0.0076(8) 0.0028(8) -0.0016(7) C15 0.0702(14) 0.0435(10) 0.0614(11) 0.0131(9) 0.0049(10) -0.0052(8) C16 0.0734(14) 0.0511(10) 0.0526(10) 0.0039(9) 0.0042(9) -0.0199(8) C17 0.0645(12) 0.0512(10) 0.0393(9) 0.0043(8) 0.0042(8) -0.0038(7) C18 0.0549(11) 0.0489(10) 0.0435(9) 0.0074(8) -0.0055(7) -0.0057(7) 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 N1 C2 . 1.344(2) yes N1 N5 . 1.366(2) yes N1 C13 . 1.469(2) yes C2 N3 . 1.331(2) yes C2 N6 . 1.348(2) yes N3 N4 . 1.356(2) yes N4 N5 . 1.292(2) yes N6 C7 . 1.463(2) yes N6 H6A . 0.87(2) ? C7 C8 . 1.518(2) ? C7 C12 . 1.522(2) ? C7 H7A . 1.00(2) ? C8 C9 . 1.527(3) ? C8 H8A . 1.03(3) ? C8 H8B . 0.96(2) ? C9 C10 . 1.514(3) ? C9 H9A . 0.98(3) ? C9 H9B . 0.99(2) ? C10 C11 . 1.516(3) ? C10 H10A . 1.01(3) ? C10 H10B . 0.98(3) ? C11 C12 . 1.519(3) ? C11 H11A . 1.04(3) ? C11 H11B . 0.95(3) ? C12 H12A . 1.04(3) ? C12 H12B . 1.00(2) ? C13 C18 . 1.517(2) ? C13 C14 . 1.523(2) ? C13 H13A . 0.95(2) ? C14 C15 . 1.523(3) ? C14 H14A . 0.98(2) ? C14 H14B . 1.00(2) ? C15 C16 . 1.516(3) ? C15 H15A . 0.94(3) ? C15 H15B . 0.97(2) ? C16 C17 . 1.513(3) ? C16 H16A . 0.97(2) ? C16 H16B . 1.03(2) ? C17 C18 . 1.517(3) ? C17 H17A . 1.01(2) ? C17 H17B . 0.93(2) ? C18 H18A . 0.96(2) ? C18 H18B . 1.03(2) ?