#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008445.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2008445 loop_ _publ_author_name 'Moers, Oliver' 'Wijaya, Karna' 'Jones, Peter G.' 'Blaschette, Armand' _publ_section_title ; Polysulfonylamines. CIX. 1,2,4-Triazolium di(methanesulfonyl)amidate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 754 _journal_page_last 756 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety '(C~2~H~4~N~3~)^+^ (C~2~H~6~NO~4~S~2~)^-^' _chemical_formula_sum 'C4 H10 N4 O4 S2' _chemical_formula_weight 242.28 _chemical_name_systematic ; 1,2,4-Triazolium Di(methanesulfonyl)amidate ; _space_group_IT_number 33 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.3239(14) _cell_length_b 9.8199(14) _cell_length_c 13.738(3) _cell_measurement_reflns_used 54 _cell_measurement_temperature 143(2) _cell_measurement_theta_max 11.5 _cell_measurement_theta_min 10 _cell_volume 988.0(3) _computing_cell_refinement DIF4 _computing_data_collection 'DIF4 (Stoe, 1992a)' _computing_data_reduction 'REDU4 (Stoe 1992b)' _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 143(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Stoe STADI4' _diffrn_measurement_method \w/\q-scans _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0118 _diffrn_reflns_av_sigmaI/netI 0.0161 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3800 _diffrn_reflns_theta_full 27.52 _diffrn_reflns_theta_max 27.52 _diffrn_reflns_theta_min 3.47 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.536 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 504 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _refine_diff_density_max 0.192 _refine_diff_density_min -0.190 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.05(5) _refine_ls_extinction_coef 0.0107(11) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 146 _refine_ls_number_reflns 2248 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.068 _refine_ls_R_factor_all 0.0204 _refine_ls_R_factor_gt 0.0199 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0375P)^2^+0.0744P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.0549 _reflns_number_gt 2209 _reflns_number_total 2248 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bm1307.cif _[local]_cod_data_source_block gatas _cod_database_code 2008445 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' 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 N1 .48965(18) .51212(13) .68077(9) .0197(3) Uani d . 1 . . N S1 .70079(5) .48966(4) .70798(3) .01864(9) Uani d . 1 . . S O1 .70152(18) .44923(13) .80899(9) .0305(3) Uani d . 1 . . O O2 .79162(16) .39867(13) .64136(10) .0318(3) Uani d . 1 . . O C1 .8083(2) .64929(15) .70074(13) .0277(3) Uani d . 1 . . C H1A .7883 .6883 .6359 .033 Uiso calc R 1 . . H H1B .9395 .6384 .7121 .033 Uiso calc R 1 . . H H1C .7568 .7102 .7501 .033 Uiso calc R 1 . . H S2 .42393(4) .53396(3) .57093(3) .01726(9) Uani d . 1 . . S O3 .23331(14) .57005(12) .57682(10) .0281(3) Uani d . 1 . . O O4 .54007(15) .62912(11) .51883(8) .0230(2) Uani d . 1 . . O C2 .4382(2) .37634(16) .51052(12) .0243(3) Uani d . 1 . . C H2A .3888 .3855 .4446 .029 Uiso calc R 1 . . H H2B .3677 .3080 .5464 .029 Uiso calc R 1 . . H H2C .5662 .3477 .5069 .029 Uiso calc R 1 . . H N2 .2311(2) .46935(15) .82344(11) .0235(3) Uani d . 1 . . N H01 .287(3) .478(2) .7791(19) .034(6) Uiso d . 1 . . H C4 .0605(2) .5163(2) .94079(15) .0284(4) Uani d . 1 . . C H4 .000(3) .560(2) .9929(18) .035(6) Uiso d . 1 . . H N3 .06427(18) .37961(17) .93148(11) .0278(3) Uani d . 1 . . N H02 .005(3) .324(2) .9740(18) .047(6) Uiso d . 1 . . H C3 .1736(2) .35276(18) .85749(14) .0293(3) Uani d . 1 . . C H3 .203(3) .278(2) .8375(18) .039(6) Uiso d . 1 . . H N4 .16105(19) .57510(14) .87568(11) .0256(3) Uani d . 1 . . N 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 .0193(6) .0239(6) .0158(6) -.0013(5) .0009(4) -.0007(5) S1 .02064(17) .01683(16) .01845(17) .00041(12) -.00195(15) .00315(13) O1 .0397(7) .0301(6) .0216(6) -.0041(5) -.0071(5) .0076(5) O2 .0284(6) .0316(6) .0354(7) .0086(5) -.0012(5) -.0066(6) C1 .0273(7) .0221(7) .0337(9) -.0070(5) -.0069(7) .0061(7) S2 .01817(16) .01663(16) .01697(15) .00007(12) -.00185(14) -.00095(13) O3 .0204(5) .0322(6) .0317(6) .0034(5) -.0041(5) -.0074(6) O4 .0274(6) .0201(5) .0214(5) -.0033(4) -.0035(4) .0046(4) C2 .0311(8) .0180(7) .0238(7) -.0018(6) -.0007(6) -.0046(6) N2 .0222(6) .0293(7) .0191(7) -.0002(5) .0033(5) .0019(6) C4 .0211(8) .0403(10) .0238(8) -.0014(7) .0025(6) -.0012(7) N3 .0238(6) .0347(8) .0250(6) -.0105(6) -.0045(5) .0110(6) C3 .0305(8) .0220(8) .0354(9) .0002(6) -.0100(7) -.0005(7) N4 .0242(6) .0246(6) .0280(7) -.0006(6) .0021(5) -.0007(6) 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 S2 . 1.5984(14) ? N1 S1 . 1.6061(14) ? S1 O2 . 1.4416(13) ? S1 O1 . 1.4434(13) ? S1 C1 . 1.7568(15) ? S2 O3 . 1.4426(11) ? S2 O4 . 1.4522(11) ? S2 C2 . 1.7594(16) ? N2 C3 . 1.306(2) y N2 N4 . 1.362(2) y C4 N4 . 1.294(2) y C4 N3 . 1.349(2) y N3 C3 . 1.321(3) y loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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_publ_flag S2 N1 S1 121.87(8) ? O2 S1 O1 115.98(8) ? O2 S1 N1 112.44(7) ? O1 S1 N1 105.37(7) ? O2 S1 C1 108.08(8) ? O1 S1 C1 107.35(8) ? N1 S1 C1 107.20(7) ? O3 S2 O4 115.87(7) ? O3 S2 N1 105.75(8) ? O4 S2 N1 112.04(7) ? O3 S2 C2 107.47(7) ? O4 S2 C2 107.38(7) ? N1 S2 C2 108.02(7) ? C3 N2 N4 110.99(15) y N4 C4 N3 111.53(17) y C3 N3 C4 106.50(15) y N2 C3 N3 107.22(17) y C4 N4 N2 103.76(14) y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N2 H01 N1 . 0.74(3) 2.04(3) 2.7576(19) 166(3) y N3 H02 O3 2_565 0.91(3) 2.47(2) 2.997(2) 117.2(18) y N3 H02 O4 4_545 0.91(3) 2.04(3) 2.8415(19) 146(2) y C3 H3 O1 3_455 0.81(2) 2.26(2) 3.046(2) 161(2) y C4 H4 O3 2_565 0.95(2) 2.42(2) 2.974(2) 116.9(16) y C4 H4 O2 2_665 0.95(2) 2.58(2) 3.076(2) 113.0(16) y C1 H1C N4 3_565 0.98 2.81 3.777(2) 168.0 y C2 H2C N4 2_664 0.98 2.80 3.503(2) 129.7 y C1 H1A O3 3_565 0.98 2.54 3.286(2) 132.8 ? C2 H2A O1 2_664 0.98 2.56 3.413(2) 145.8 ? C2 H2B O2 3_455 0.98 2.48 3.417(2) 160.9 ? 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 S2 N1 S1 O2 -42.50(11) S2 N1 S1 O1 -169.73(9) S2 N1 S1 C1 76.14(11) S1 N1 S2 O3 -171.86(8) S1 N1 S2 O4 -44.75(11) S1 N1 S2 C2 73.33(11) N4 C4 N3 C3 0.5(2) N4 N2 C3 N3 0.62(19) C4 N3 C3 N2 -0.68(18) N3 C4 N4 N2 -0.1(2) C3 N2 N4 C4 -0.30(19) _cod_database_fobs_code 2008445 _journal_paper_doi 10.1107/S0108270199000426