data_2010543 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 104 _journal_page_last 106 _publ_section_title ; Very short F-H..F hydrogen bond in L-argininium fluoride hydrogen fluoride ; loop_ _publ_author_name 'Ramos Silva, M.' 'Paix\~ao, J. A.' 'Matos Beja, A.' 'Alte da Veiga, L.' _chemical_formula_moiety 'C6 H15 N4 O2 1+ , F 1- , HF' _chemical_formula_sum 'C6 H16 F2 N4 O2' _chemical_formula_weight 214.23 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.1813(11) _cell_length_b 9.2173(18) _cell_length_c 10.6278(17) _cell_angle_alpha 87.878(14) _cell_angle_beta 74.948(16) _cell_angle_gamma 86.653(17) _cell_volume 489.18(16) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.454 _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_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 O1A .7748(3) .7173(2) .51470(17) .0326(4) Uani d . 1 . . O O2A .3856(3) .65527(19) .48602(17) .0305(4) Uani d . 1 . . O N1A -.0683(5) .7171(3) 1.2222(2) .0426(6) Uani d . 1 . . N H1A1 .0683 .7663 1.1857 .051 Uiso calc R 1 . . H H1A2 -.1227 .7116 1.3058 .051 Uiso calc R 1 . . H N2A -.3999(5) .5710(3) 1.2081(2) .0432(6) Uani d . 1 . . N H2A1 -.4500 .5638 1.2918 .052 Uiso calc R 1 . . H H2A2 -.4832 .5270 1.1617 .052 Uiso calc R 1 . . H N3A -.1112(5) .6584(3) 1.0217(2) .0360(5) Uani d . 1 . . N H3A -.1898 .6092 .9767 .043 Uiso calc R 1 . . H N4A .1506(4) .9178(2) .55354(18) .0262(4) Uani d . 1 . . N H4A1 .0595 .9892 .6029 .039 Uiso calc R 1 . . H H4A2 .0494 .8415 .5618 .039 Uiso calc R 1 . . H H4A3 .1955 .9480 .4706 .039 Uiso calc R 1 . . H C1A -.1937(5) .6504(3) 1.1505(2) .0327(5) Uani d . 1 . . C C2A .1070(5) .7471(3) .9538(2) .0316(5) Uani d . 1 . . C H2A3 .2713 .7098 .9737 0..038 Uiso calc R 1 . . H H2A4 .0709 .8459 .9845 .038 Uiso calc R 1 . . H C3A .1435(5) .7479(3) .8073(2) .0315(5) Uani d . 1 . . C H3A1 .2095 .6526 .7736 .038 Uiso calc R 1 . . H H3A2 -.0269 .7708 .7874 .038 Uiso calc R 1 . . H C4A .3413(5) .8604(3) .7439(2) .0282(5) Uani d . 1 . . C H4A4 .5092 .8361 .7659 .034 Uiso calc R 1 . . H H4A5 .2744 .9541 .7810 .034 Uiso calc R 1 . . H C5A .3971(4) .8754(2) .5959(2) .0235(4) Uani d . 1 . . C H5A .5222 .9530 .5672 .028 Uiso calc R 1 . . H C6A .5280(4) .7366(2) .52628(19) .0234(4) Uani d . 1 . . C O2B .8257(3) .15423(18) .68154(15) .0280(4) Uani d . 1 . . O O1B .4325(3) .2384(2) .65343(18) .0364(4) Uani d . 1 . . O N2B 1.0601(5) .2258(3) -.0692(2) .0401(5) Uani d . 1 . . N H2B1 1.1565 .2756 -.0337 .048 Uiso calc R 1 . . H H2B2 1.0938 .2228 -.1527 .048 Uiso calc R 1 . . H N1B .7157(5) .0756(3) -.0507(2) .0412(5) Uani d . 1 . . N H1B1 .7518 .0717 -.1343 .049 Uiso calc R 1 . . H H1B2 .5855 .0287 -.0031 .049 Uiso calc R 1 . . H N3B .8073(4) .1580(3) .13288(18) .0342(5) Uani d . 1 . . N H3B .6741 .1111 .1780 .041 Uiso calc R 1 . . H N4B 1.0017(4) .4356(2) .62012(18) .0264(4) Uani d . 1 . . N H4B1 1.0752 .5119 .5734 .040 Uiso calc R 1 . . H H4B2 1.1297 .3697 .6276 .040 Uiso calc R 1 . . H H4B3 .9103 .4642 .6990 .040 Uiso calc R 1 . . H C1B .8606(5) .1541(3) .0044(2) .0312(5) Uani d . 1 . . C C2B .9606(5) .2370(3) .2026(2) .0329(5) Uani d . 1 . . C H2B3 .9859 .3346 .1658 .039 Uiso calc R 1 . . H H2B4 1.1356 .1884 .1930 .039 Uiso calc R 1 . . H C3B .8149(5) .2443(3) .3456(2) .0321(5) Uani d . 1 . . C H3B1 .7846 .1467 .3817 .039 Uiso calc R 1 . . H H3B2 .6423 .2957 .3553 .039 Uiso calc R 1 . . H C4B .9801(5) .3228(3) .4194(2) .0299(5) Uani d . 1 . . C H4B4 1.1293 .2587 .4290 .036 Uiso calc R 1 . . H H4B5 1.0526 .4076 .3686 .036 Uiso calc R 1 . . H C5B .8170(4) .3704(2) .5536(2) .0233(4) Uani d . 1 . . C H5B .6805 .4447 .5431 .028 Uiso calc R 1 . . H C6B .6787(4) .2441(2) .63743(19) .0224(4) Uani d . 1 . . C F1 .4016(4) .4155(2) 1.0185(2) .0615(5) Uani d . 1 . . F H1 .508(11) .453(6) .931(5) .092 Uiso d . 1 . . H F2 .3956(4) 1.0056(2) .31635(16) .0576(5) Uani d . 1 . . F H2 .360(10) .944(5) .242(5) .086 Uiso d . 1 . . H F3 .6689(4) .5215(2) .84223(17) .0548(5) Uani d . 1 . . F F4 .3551(5) .9060(3) .13452(18) .0697(7) Uani d . 1 . . F 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 .0207(8) .0343(9) .0412(9) -.0009(7) -.0045(7) -.0040(7) O2A .0269(9) .0285(9) .0349(8) -.0039(7) -.0043(7) -.0068(6) N1A .0429(13) .0567(15) .0238(10) -.0128(12) .0016(9) -.0015(10) N2A .0427(14) .0509(14) .0307(10) -.0130(11) .0024(9) .0004(10) N3A .0358(12) .0455(13) .0254(10) -.0097(10) -.0036(9) -.0035(9) N4A .0273(10) .0228(9) .0269(9) .0013(7) -.0045(7) -.0012(7) C1A .0337(13) .0347(13) .0261(11) .0026(10) -.0021(10) -.0012(9) C2A .0325(13) .0373(14) .0221(10) -.0015(10) -.0020(9) -.0023(9) C3A .0314(12) .0405(14) .0216(10) -.0078(11) -.0039(9) -.0004(9) C4A .0283(12) .0330(13) .0235(10) -.0037(10) -.0055(9) -.0072(9) C5A .0211(10) .0226(11) .0255(10) -.0032(8) -.0028(8) -.0015(8) C6A .0224(11) .0236(11) .0215(9) -.0030(8) -.0009(8) .0022(8) O2B .0276(8) .0270(8) .0277(8) .0006(7) -.0046(6) .0031(6) O1B .0215(9) .0409(10) .0452(9) -.0070(7) -.0058(7) .0086(8) N2B .0475(14) .0487(14) .0206(9) -.0110(11) -.0008(9) .0010(9) N1B .0500(15) .0492(14) .0264(10) -.0081(11) -.0117(10) -.0036(9) N3B .0354(12) .0459(13) .0210(9) -.0129(10) -.0046(8) -.0004(8) N4B .0268(10) .0240(9) .0274(9) -.0067(8) -.0038(8) -.0024(7) C1B .0357(14) .0327(13) .0236(11) .0029(10) -.0056(10) -.0023(9) C2B .0324(13) .0420(14) .0237(11) -.0086(11) -.0047(9) -.0013(10) C3B .0324(12) .0426(14) .0218(11) -.0126(11) -.0055(9) -.0022(9) C4B .0274(11) .0374(13) .0231(10) -.0140(10) -.0011(9) .0010(9) C5B .0221(11) .0230(11) .0249(10) -.0034(8) -.0059(8) .0009(8) C6B .0210(11) .0259(11) .0186(9) -.0049(8) -.0009(8) -.0026(8) F1 .0600(13) .0680(13) .0501(10) -.0285(11) .0023(9) .0019(9) F2 .0731(14) .0677(12) .0318(8) -.0337(10) -.0072(8) .0020(8) F3 .0528(11) .0612(12) .0410(8) -.0156(9) .0092(8) -.0115(8) F4 .0895(17) .0802(15) .0409(9) -.0427(13) -.0103(10) -.0071(9) 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 O1A C6A . 1.255(3) yes O2A C6A . 1.242(3) yes N1A C1A . 1.311(4) ? N1A H1A1 . .8600 ? N1A H1A2 . .8600 ? N2A C1A . 1.331(4) ? N2A H2A1 . .8600 ? N2A H2A2 . .8600 ? N3A C1A . 1.325(3) ? N3A C2A . 1.452(3) ? N3A H3A . .8600 ? N4A C5A . 1.488(3) ? N4A H4A1 . .8900 ? N4A H4A2 . .8900 ? N4A H4A3 . .8900 ? C2A C3A . 1.519(3) ? C2A H2A3 . .9700 ? C2A H2A4 . .9700 ? C3A C4A . 1.515(3) ? C3A H3A1 . .9700 ? C3A H3A2 . .9700 ? C4A C5A . 1.526(3) ? C4A H4A4 . .9700 ? C4A H4A5 . .9700 ? C5A C6A . 1.533(3) ? C5A H5A . .9800 ? O2B C6B . 1.252(3) yes O1B C6B . 1.246(3) yes N2B C1B . 1.319(4) ? N2B H2B1 .. .8600 ? N2B H2B2 . .8600 ? N1B C1B . 1.324(4) ? N1B H1B1 . .8600 ? N1B H1B2 . .8600 ? N3B C1B . 1.322(3) ? N3B C2B . 1.457(3) ? N3B H3B . .8600 ? N4B C5B . 1.492(3) ? N4B H4B1 . .8900 ? N4B H4B2 . .8900 ? N4B H4B3 . .8900 ? C2B C3B . 1.513(3) ? C2B H2B3 . .9700 ? C2B H2B4 . .9700 ? C3B C4B . 1.527(3) ? C3B H3B1 . .9700 ? C3B H3B2 . .9700 ? C4B C5B . 1.523(3) ? C4B H4B4 . .9700 ? C4B H4B5 . .9700 ? C5B C6B . 1.533(3) ? C5B H5B . .9800 ? F1 H1 . 1.01(6) ? F2 H2 . 1.04(6) ? F3 H1 . 1.26(6) ? F4 H2 . 1.22(5) ?