#------------------------------------------------------------------------------ #$Date: 2020-02-20 10:52:23 +0200 (Thu, 20 Feb 2020) $ #$Revision: 248313 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557344.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_1557344 loop_ _publ_author_name 'Dahl, Tor' 'Fossli, Dag' 'Rasmussen, Inge' _publ_section_title ; Crystal Structures of N(6),N(6)-Dimethyladeninium Bisulfate and N(6)-Methyladeninium Hemisulfate Dihydrate ; _journal_name_full 'Acta Chemica Scandinavica' _journal_page_first 24 _journal_page_last 28 _journal_paper_doi 10.3891/acta.chem.scand.50-0024 _journal_volume 50 _journal_year 1996 _chemical_formula_sum 'C6 H12 N5 O4 S0.5' _chemical_formula_weight 234.22 _chemical_name_common ; N(6)-Methyladeninium hemisulfate dihydrate ; _space_group_IT_number 63 _space_group_name_Hall '-C 2c 2' _space_group_name_H-M_alt 'C m c m' _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 63 _symmetry_space_group_name_Hall '-C 2c 2' _symmetry_space_group_name_H-M 'C m c m' _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 8 _cell_length_a 22.201(3) _cell_length_b 14.937(2) _cell_length_c 6.490(3) _cell_volume 2152.2(11) _diffrn_ambient_temperature 293 _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _exptl_absorpt_coefficient_mu 1.87 _exptl_crystal_density_diffrn 1.446 _refine_ls_number_reflns 1000 _refine_ls_R_factor_gt 0.060 _refine_ls_wR_factor_gt 0.069 _cod_data_source_file Acta-Chem-Scand-1996-50-24-2.cif _cod_data_source_block 2 _cod_original_cell_volume 2152.1(11) _cod_original_formula_sum 'C6 H12 N5 O4 S0.5 ' _cod_database_code 1557344 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,-y,1/2+z 3 x,-y,-z 4 -x,y,1/2-z 5 -x,-y,-z 6 x,y,1/2-z 7 -x,y,z 8 x,-y,1/2+z 9 1/2+x,1/2+y,z 10 1/2-x,1/2-y,1/2+z 11 1/2+x,1/2-y,-z 12 1/2-x,1/2+y,1/2-z 13 1/2-x,1/2-y,-z 14 1/2+x,1/2+y,1/2-z 15 1/2-x,1/2+y,z 16 1/2+x,1/2-y,1/2+z loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S S Uiso 0.50000 0.21420(10) 0.25000 1.000 0.0293(4) . . . . N1 N Uiso 0.1832(2) 0.1832(2) 0.25000 1.000 0.0270(10) . . . . N3 N Uiso 0.2875(2) 0.2159(2) 0.25000 1.000 0.0280(10) . . . . N6 N Uiso 0.1416(2) 0.0395(3) 0.25000 1.000 0.0340(10) . . . . N7 N Uiso 0.2728(2) -0.0236(2) 0.25000 1.000 0.0280(10) . . . . N9 N Uiso 0.3471(2) 0.0792(2) 0.25000 1.000 0.0290(10) . . . . O1 O Uiso 0.50000 0.3125(4) 0.25000 1.000 0.069(2) . . . . O2 O Uiso 0.50000 0.1820(3) 0.4756(5) 0.500 0.054(2) . . . . C2 C Uiso 0.2311(2) 0.2394(3) 0.25000 1.000 0.0270(10) . . . . O3 O Uiso 0.4471(2) 0.1798(3) 0.1587(4) 0.500 0.0470(10) . . . . C4 C Uiso 0.2942(2) 0.1249(3) 0.25000 1.000 0.0230(10) . . . . C5 C Uiso 0.2493(2) 0.0620(3) 0.25000 1.000 0.0230(10) . . . . C6 C Uiso 0.1888(2) 0.0917(3) 0.25000 1.000 0.0240(10) . . . . C8 C Uiso 0.3316(2) -0.0100(3) 0.25000 1.000 0.0300(10) . . . . C10 C Uiso 0.0790(2) 0.0699(4) 0.25000 1.000 0.0470(10) . . . . O4 O Uiso 0.09060(10) 0.2968(2) 0.25000 1.000 0.0410(10) . . . . O5 O Uiso 0.3737(2) 0.3593(2) 0.25000 1.000 0.0620(10) . . . . loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 S O3 137.3(3) . . 4_655 yes O2 S O3 59.19(14) 6_555 . . yes O3 S O3 49.62(18) . . 6_555 yes O2 S O3 106.56(16) 7_655 . . yes O3 S O3 112.5(2) . . 7_655 yes O2 S O3 106.56(16) 4_655 . 4_655 yes O2 S O3 106.56(16) 4_655 . 6_555 yes O2 S O2 143.6(3) 4_655 . 7_655 yes O2 S O3 59.19(14) 4_655 . 7_655 yes O2 S O3 106.56(16) 6_555 . 4_655 yes O3 S O3 112.5(2) 4_655 . 6_555 yes O2 S O3 59.19(14) 7_655 . 4_655 yes O3 S O3 49.62(17) 4_655 . 7_655 yes O2 S O3 106.56(16) 6_555 . 6_555 yes O2 S O2 143.6(3) 6_555 . 7_655 yes O2 S O3 59.19(14) 6_555 . 7_655 yes O1 S O2 108.19(17) . . . yes O1 S O3 111.34(19) . . . yes O1 S O2 108.19(17) . . 4_655 yes O1 S O3 111.34(19) . . 4_655 yes O1 S O2 108.19(17) . . 6_555 yes O1 S O3 111.34(19) . . 6_555 yes O1 S O2 108.19(17) . . 7_655 yes O1 S O3 111.34(19) . . 7_655 yes O2 S O3 106.56(16) . . . yes O2 S O2 143.6(3) . . 4_655 yes O2 S O3 59.19(14) . . 4_655 yes O2 S O2 143.6(3) . . 6_555 yes O2 S O3 59.19(14) . . 6_555 yes O2 S O3 106.56(16) . . 7_655 yes O2 S O3 59.19(14) 4_655 . . yes O2 S O3 106.56(16) 7_655 . 7_655 yes O2 S O3 59.19(14) 7_655 . 6_555 yes O3 S O3 137.3(3) 6_555 . 7_655 yes C2 N1 C6 123.1(4) . . . yes C2 N3 C4 111.9(4) . . . yes C6 N6 C10 125.3(4) . . . yes C5 N7 C8 103.4(3) . . . yes C4 N9 C8 105.7(4) . . . yes N1 C2 N3 126.1(4) . . . yes O3 O2 O3 106.8(3) 4_655 . 6_555 yes S O2 O3 56.01(18) . . 6_555 yes S O2 O3 56.01(18) . . 4_655 yes N9 C4 C5 106.5(4) . . . yes N3 C4 C5 127.1(4) . . . yes N3 C4 N9 126.4(4) . . . yes C4 C5 C6 118.4(4) . . . no N7 C5 C4 111.1(4) . . . yes N7 C5 C6 130.5(4) . . . yes N6 C6 C5 125.1(4) . . . yes N1 C6 N6 121.5(4) . . . yes N1 C6 C5 113.5(4) . . . yes N7 C8 N9 113.3(4) . . . yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S O2 1.541(3) . 4_655 yes S O3 1.412(4) . 4_655 yes S O2 1.541(3) . 6_555 yes S O3 1.412(4) . 6_555 yes S O2 1.541(3) . 7_655 yes S O3 1.412(4) . 7_655 yes S O2 1.541(3) . . yes S O3 1.412(4) . . yes S O1 1.468(6) . . yes N1 C2 1.355(6) . . yes N1 C6 1.372(5) . . yes N3 C2 1.300(6) . . yes N3 C4 1.367(5) . . yes N6 C10 1.462(6) . . yes N6 C6 1.306(6) . . yes N7 C8 1.321(6) . . yes N7 C5 1.381(6) . . yes N9 C4 1.358(6) . . yes N9 C8 1.376(5) . . yes O2 O3 1.463(4) . 4_655 yes O2 O3 1.463(4) . 6_555 yes C4 C5 1.370(6) . . no C5 C6 1.415(6) . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 S O2 O3 135.7(3) . . . 4_655 no O3 S O2 O3 -15.3(3) . . . 6_555 no O3 S O3 O2 -81.0(3) . . 4_655 . no O3 S O3 O2 160.6(4) . . 6_555 . no C6 N1 C2 N3 0.00 . . . . no C2 N1 C6 N6 180.00 . . . . no C2 N1 C6 C5 0.00 . . . . no C2 N3 C4 N9 180.00 . . . . no C2 N3 C4 C5 0.00 . . . . no C4 N3 C2 N1 0.00 . . . . no C10 N6 C6 N1 0.00 . . . . no C10 N6 C6 C5 180.00 . . . . no C5 N7 C8 N9 0.00 . . . . no C8 N7 C5 C4 0.00 . . . . no C8 N7 C5 C6 180.00 . . . . no C8 N9 C4 C5 0.00 . . . . no C4 N9 C8 N7 0.00 . . . . no C8 N9 C4 N3 180.00 . . . . no N3 C4 C5 N7 180.00 . . . . no N3 C4 C5 C6 0.00 . . . . no N9 C4 C5 N7 0.00 . . . . no N9 C4 C5 C6 180.00 . . . . no N7 C5 C6 N6 0.00 . . . . no C4 C5 C6 N1 0.00 . . . . no C4 C5 C6 N6 180.00 . . . . no N7 C5 C6 N1 180.00 . . . . no