#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006226.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_2006226 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 805 _journal_page_last 807 _publ_section_title ; Guanidinium Hydrogen Squarate ; loop_ _publ_author_name 'Tsonko Kolev' 'Hans Preut' 'Paul Bleckmann' 'Valentina Radomirska' _chemical_name_common 'guanidinium hydrogen squarate' _chemical_formula_sum 'C5 H7 N3 O4' _chemical_formula_weight 173.14 _chemical_melting_point 580 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.960(4) _cell_length_b 20.536(11) _cell_length_c 8.146(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.97(4) _cell_angle_gamma 90.00 _cell_volume 1460.6(12) _cell_formula_units_Z 8 _cell_measurement_temperature 291(2) _exptl_crystal_density_diffrn 1.575 _diffrn_ambient_temperature 291(2) _refine_ls_R_factor_obs .0562 _refine_ls_wR_factor_obs .1528 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 O1 .3721(3) .57106(10) .1821(3) .0374(6) Uani d . 1 . O O2 .4363(2) .42710(10) .0942(3) .0391(6) Uani d D 1 . O H2 .426(4) .3833(15) .028(4) .059 Uiso d D 1 . H O3 .1183(3) .42354(10) -.2034(3) .0408(6) Uani d . 1 . O O4 .0585(3) .57444(10) -.1219(3) .0417(6) Uani d . 1 . O O6 .2905(3) .83976(10) .1866(3) .0452(6) Uani d . 1 . O O7 .2847(3) .68473(10) .1827(3) .0417(6) Uani d D 1 . O H7 .325(4) .6367(15) .177(5) .063 Uiso d D 1 . H O8 .5975(3) .68430(10) .0285(3) .0435(6) Uani d . 1 . O O9 .6000(3) .83815(11) .0298(3) .0541(7) Uani d . 1 . O C1 .2996(3) .53234(13) .0711(3) .0291(7) Uani d . 1 . C C2 .3255(3) .46721(13) .0301(3) .0292(7) Uani d . 1 . C C3 .1866(3) .46459(13) -.1027(3) .0287(7) Uani d . 1 . C C4 .1585(3) .53415(14) -.0638(3) .0300(7) Uani d . 1 . C C5 .2414(3) .50504(14) .4935(3) .0334(7) Uani d . 1 . C N1 .3702(3) .50831(15) .6127(4) .0453(7) Uani d D 1 . N H1A .384(5) .5438(14) .671(5) .068 Uiso d D 1 . H H1B .425(4) .4717(14) .628(5) .068 Uiso d D 1 . H N2 .2104(3) .45196(14) .3993(3) .0411(7) Uani d D 1 . N H2A .124(3) .4487(19) .319(4) .062 Uiso d D 1 . H H2B .275(4) .4204(15) .423(5) .062 Uiso d D 1 . H N3 .1454(3) .55463(14) .4721(4) .0444(7) Uani d D 1 . N H3A .064(3) .5551(19) .390(4) .067 Uiso d D 1 . H H3B .178(4) .5883(14) .531(4) .067 Uiso d D 1 . H C6 .3736(4) .79811(14) .1432(4) .0344(7) Uani d . 1 . C C7 .3759(3) .72780(13) .1393(4) .0298(7) Uani d . 1 . C C8 .5108(3) .72652(13) .0732(4) .0299(7) Uani d . 1 . C C9 .5144(4) .79789(14) .0738(4) .0351(7) Uani d . 1 . C C10 .0632(4) .24301(14) .6229(4) .0339(7) Uani d . 1 . C N4 -.0590(4) .2398(2) .6875(4) .0480(8) Uani d D 1 . N H4A -.105(4) .2019(14) .702(5) .072 Uiso d D 1 . H H4B -.099(4) .2744(15) .726(5) .072 Uiso d D 1 . H N5 .1399(4) .29836(13) .6236(4) .0447(7) Uani d D 1 . N H5A .123(5) .3346(14) .681(4) .067 Uiso d D 1 . H H5B .216(4) .2964(19) .574(5) .067 Uiso d D 1 . H N6 .1080(4) .19036(13) .5533(4) .0451(8) Uani d D 1 . N H6A .054(4) .1543(14) .547(5) .068 Uiso d D 1 . H H6B .193(4) .1864(18) .515(5) .068 Uiso d 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 O1 .0414(13) .0296(11) .0363(11) -.0006(10) -.0014(10) -.0061(9) O2 .0344(12) .0317(12) .0452(12) .0058(10) -.0038(10) -.0062(9) O3 .0455(14) .0346(12) .0374(12) -.0007(10) -.0007(11) -.0087(9) O4 .0394(13) .0374(12) .0440(13) .0134(11) .0003(11) -.0009(10) O6 .0481(15) .0305(12) .0615(15) .0098(11) .0220(12) .0010(10) O7 .0414(14) .0284(11) .0614(14) .0009(10) .0244(12) .0013(10) O8 .0367(13) .0329(12) .0654(15) .0026(10) .0210(12) -.0090(10) O9 .057(2) .0370(13) .078(2) -.0135(12) .0346(14) -.0061(12) C1 .034(2) .0254(14) .0270(14) -.0032(13) .0057(13) .0013(12) C2 .031(2) .027(2) .0306(14) -.0011(13) .0094(13) .0007(12) C3 .030(2) .0273(15) .0294(14) -.0016(13) .0092(13) -.0014(12) C4 .031(2) .031(2) .0279(14) .0028(13) .0064(13) .0006(12) C5 .033(2) .037(2) .0300(15) -.0010(14) .0057(14) .0026(13) N1 .034(2) .055(2) .042(2) .001(2) -.0032(14) -.0016(14) N2 .041(2) .037(2) .041(2) .0037(14) .0015(13) -.0052(13) N3 .040(2) .039(2) .048(2) .0055(14) -.0028(14) -.0086(13) C6 .036(2) .031(2) .037(2) .0044(14) .0083(14) -.0003(13) C7 .028(2) .0272(15) .034(2) -.0008(13) .0072(13) -.0001(12) C8 .028(2) .0264(15) .035(2) .0004(13) .0051(13) -.0039(12) C9 .038(2) .029(2) .039(2) -.0037(14) .0099(15) -.0033(13) C10 .034(2) .037(2) .031(2) -.0024(14) .0059(14) .0016(13) N4 .042(2) .053(2) .056(2) -.001(2) .0258(15) -.007(2) N5 .050(2) .034(2) .054(2) -.0072(14) .0198(15) -.0109(13) N6 .048(2) .0318(15) .061(2) -.0043(14) .023(2) -.0079(13) 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 C1 . 1.268(3) y O1 H7 . 1.41(3) ? O2 C2 . 1.305(4) y O2 H2 . 1.04(3) ? O3 C3 . 1.238(3) y O4 C4 . 1.233(3) y O6 C6 . 1.237(3) y O7 C7 . 1.306(3) y O7 H7 . 1.06(3) ? O8 C8 . 1.271(3) y O9 C9 . 1.234(4) y C1 C2 . 1.410(4) y C1 C4 . 1.478(4) y C2 C3 . 1.456(4) y C3 C4 . 1.497(4) y C5 N3 . 1.319(4) ? C5 N2 . 1.326(4) ? C5 N1 . 1.332(4) ? N1 H1A . .86(2) ? N1 H1B . .89(2) ? N2 H2A . .89(2) ? N2 H2B . .86(2) ? N3 H3A . .87(2) ? N3 H3B . .85(2) ? C6 C7 . 1.444(4) y C6 C9 . 1.494(4) y C7 C8 . 1.430(4) y C8 C9 . 1.466(4) y C10 N4 . 1.318(4) ? C10 N6 . 1.324(4) ? C10 N5 . 1.328(4) ? N4 H4A . .90(2) ? N4 H4B . .88(2) ? N5 H5A . .91(2) ? N5 H5B . .86(2) ? N6 H6A . .88(2) ? N6 H6B . .89(2) ?