data_2011857 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 397 _journal_page_last 399 _publ_section_title ; Sodium 4-(2-pyridinylazo)resorcinolate monohydrate and ammonium 2,4-dinitro-1-naphthalenolate from powder diffraction data ; loop_ _publ_author_name 'Yatsenko, A. V.' 'Paseshnichenko, K. A.' 'Chernyshev, V. V.' 'Schenk, H.' _chemical_name_common 'Acid Yellow 24' _chemical_formula_moiety 'N H4 + , C10 H5 N2 O5 - ' _chemical_formula_sum 'C10 H9 N3 O5' _chemical_formula_iupac 'N H4 + , C10 H5 N2 O5 - ' _chemical_formula_weight 251.20 _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, 1/2+y, 1/2-z' '-x, -y, -z' 'x, 1/2-y, 1/2+z' _cell_length_a 3.9240(10) _cell_length_b 20.314(4) _cell_length_c 13.336(3) _cell_angle_alpha 90.0 _cell_angle_beta 94.310(10) _cell_angle_gamma 90.0 _cell_volume 1060.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _exptl_crystal_density_diffrn 1.574 _diffrn_ambient_temperature 295(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_occupancy _atom_site_type_symbol O1 .049(4) .0265(3) .2437(5) .064(3) Uiso 1 O O21 .420(3) .1504(3) .0309(5) .092(2) Uiso 1 O O22 .179(3) .0589(3) .0503(6) .092(2) Uiso 1 O O41 -.129(4) .3244(3) .3512(5) .092(2) Uiso 1 O O42 .195(3) .3263(4) .2255(5) .092(2) Uiso 1 O N1 .466(4) .4475(4) .3438(7) .087(5) Uiso 1 N N2 .269(2) .1127(4) .0847(5) .064(3) Uiso 1 N N4 .032(3) .2985(4) .2905(6) .064(3) Uiso 1 N C1 .046(2) .0875(4) .2534(6) .046(2) Uiso 1 C C2 .156(3) .1321(4) .1790(5) .046(2) Uiso 1 C C3 .133(3) .1991(4) .1964(6) .046(2) Uiso 1 C C4 .029(3) .2250(3) .2861(6) .046(2) Uiso 1 C C5 -.208(2) .2048(3) .4530(6) .046(2) Uiso 1 C C6 -.308(3) .1611(4) .5264(6) .046(2) Uiso 1 C C7 -.301(3) .0953(4) .5029(6) .046(2) Uiso 1 C C8 -.181(2) .0687(3) .4189(6) .046(2) Uiso 1 C C9 -.067(3) .1149(4) .3463(5) .046(2) Uiso 1 C C10 -.086(4) .1817(4) .3635(6) .046(2) Uiso 1 C H3 .2168 .2328 .1375 .076 Uiso 1 H H5 -.2154 .2587 .4669 .076 Uiso 1 H H6 -.4052 .1806 .5938 .076 Uiso 1 H H7 -.3798 .0586 .5624 .076 Uiso 1 H H8 -.1628 .0170 .4031 .076 Uiso 1 H H11 .6091 .4445 .2879 .095 Uiso 1 H H12 .2522 .4234 .3352 .095 Uiso 1 H H13 .4004 .4978 .3502 .095 Uiso 1 H H14 .5937 .4358 .4099 .095 Uiso 1 H 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 O41 1_555 3.430(10) yes N1 O42 1_555 3.070(10) yes N1 O1 2_555 2.770(10) yes N1 O1 2_655 2.810(10) yes N1 O22 2_655 2.960(10) yes N1 O41 1_655 2.960(10) yes N1 O22 4_555 3.060(10) yes N1 O21 4_555 3.210(10) yes C1 C2 . 1.434(12) no C1 C9 . 1.457(11) no C1 O1 . 1.246(10) no C2 C3 . 1.385(12) no C2 N2 . 1.420(11) no C3 C4 . 1.396(12) no C3 H3 . 1.109 no C4 C10 . 1.454(13) no C4 N4 . 1.494(10) no C5 C6 . 1.401(12) no C5 C10 . 1.400(13) no C5 H5 . 1.111 no C6 C7 . 1.372(12) no C6 H6 . 1.078 no C7 C8 . 1.361(12) no C7 H7 . 1.149 no C8 C9 . 1.444(11) no C8 H8 . 1.073 no C9 C10 . 1.378(12) no N1 H11 . .970 no N1 H12 . .971 no N1 H13 . 1.058 no N1 H14 . 1.009 no N2 O21 . 1.230(11) no N2 O22 . 1.228(10) no N4 O41 . 1.188(14) no N4 O42 . 1.250(13) no