# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 1999 # CCDC Number: 440/148 data_global _publ_requested_journal 'New Journal of Chemistry' _publ_contact_author ; Dr. C. Mealli CNR-ISSECC Via J. Nardi 39 50132 FIRENZE-ITALY Tel 39-55 2346653 e-mail MEALLI@fi.cnr.it ; _publ_section_title ; Structure and Vibrational Spectroscopy of Methanesulfonic Acid Hydrazide: an Experimental and Theoretical Study ; data_msh _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common 'methanesulfonic acid hidrazide' _chemical_formula_moiety 'C H6 N2 O2 S' _chemical_formula_structural 'C H6 N2 O2 S' _chemical_formula_analytical ? _chemical_formula_sum 'C H6 N2 O2 S' _chemical_formula_weight 110.14 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting 'TRICLINIC' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.427(5) _cell_length_b 5.828(5) _cell_length_c 7.649(5) _cell_angle_alpha 91.970(5) _cell_angle_beta 95.840(5) _cell_angle_gamma 107.410(5) _cell_volume 229.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8 _cell_measurement_theta_max 14 _exptl_crystal_description 'PARALLEPIPED' _exptl_crystal_colour 'COLOURLESS' _exptl_crystal_size_max .3 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method ? _exptl_crystal_F_000 116 _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type 'NONE' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'ENRAF NONIUS CAD4' _diffrn_measurement_method '\q/2\q' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% ? _diffrn_reflns_number 1728 _diffrn_reflns_av_R_equivalents 0.0958 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.97 _reflns_number_total 1341 _reflns_number_observed 1227 _reflns_observed_criterion 2sigma(I) _computing_data_collection 'ENRAF NONIUS CAD4' _computing_cell_refinement 'ENRAF NONIUS CAD4' _computing_data_reduction 'ENRAF NONIUS CAD4' _computing_structure_solution 'SIR92(ALTOMARE ET AL. 1993)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP (JOHNSON,1976)' _computing_publication_material 'PARST93 (NARDELLI,1983)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1787P)^2^+0.0443P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'REFALL' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.4041(1041) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1341 _refine_ls_number_parameters 80 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0704 _refine_ls_R_factor_obs 0.0600 _refine_ls_wR_factor_all 0.2249 _refine_ls_wR_factor_obs 0.2130 _refine_ls_goodness_of_fit_all 1.148 _refine_ls_goodness_of_fit_obs 1.139 _refine_ls_restrained_S_all 1.148 _refine_ls_restrained_S_obs 1.139 _refine_ls_shift/esd_max -0.225 _refine_ls_shift/esd_mean 0.047 loop_ _atom_site_label _atom_site_type_symbol _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S S 0.66337(10) 0.14073(9) 0.76908(7) 0.0286(4) Uani 1 d . . N2 N 0.8342(5) 0.3392(5) 0.6496(3) 0.0359(6) Uani 1 d . . O1 O 0.4021(4) 0.0767(4) 0.6829(3) 0.0436(6) Uani 1 d . . O2 O 0.7172(5) 0.2463(5) 0.9459(3) 0.0486(7) Uani 1 d . . C C 0.7655(7) -0.1169(6) 0.7667(5) 0.0433(7) Uani 1 d . . N1 N 1.1024(5) 0.4549(5) 0.7037(3) 0.0371(6) Uani 1 d . . H1 H 1.1688(138) 0.3706(129) 0.7321(83) 0.073(18) Uiso 1 d . . H2 H 1.1272(79) 0.5224(73) 0.8233(52) 0.034(8) Uiso 1 d . . H3 H 0.8198(82) 0.3185(68) 0.5460(55) 0.036(9) Uiso 1 d . . H4 H 0.9091(89) -0.0836(76) 0.8337(52) 0.036(10) Uiso 1 d . . H5 H 0.6686(116) -0.2080(109) 0.8420(68) 0.066(14) Uiso 1 d . . H6 H 0.7601(107) -0.1737(95) 0.6503(61) 0.060(15) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S 0.0281(5) 0.0284(5) 0.0275(5) 0.0002(3) 0.0049(3) 0.0057(3) N2 0.0364(12) 0.0367(12) 0.0299(11) 0.0066(9) 0.0031(9) 0.0036(9) O1 0.0310(11) 0.0484(12) 0.0505(12) 0.0019(10) 0.0030(9) 0.0113(9) O2 0.0561(15) 0.0496(14) 0.0310(10) -0.0075(9) 0.0119(9) 0.0015(11) C 0.042(2) 0.0325(13) 0.057(2) 0.0072(12) 0.0056(14) 0.0130(11) N1 0.0352(12) 0.0331(12) 0.0369(12) 0.0009(9) 0.0065(9) 0.0008(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S O2 1.431(2) . ? S O1 1.436(3) . ? S N2 1.624(3) . ? S C 1.750(3) . ? N2 N1 1.420(4) . ? N2 H3 0.79(4) . ? C H4 0.85(4) . ? C H5 0.90(6) . ? C H6 0.93(5) . ? N1 H1 0.72(7) . ? N1 H2 0.96(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_3 _geom_angle_publ_flag O2 S O1 119.0(2) . . ? O2 S N2 106.52(14) . . ? O1 S N2 105.03(14) . . ? O2 S C 107.7(2) . . ? O1 S C 108.3(2) . . ? N2 S C 110.1(2) . . ? N1 N2 S 120.2(2) . . ? N1 N2 H3 106.3(31) . . ? S N2 H3 121.4(29) . . ? S C H4 107.4(29) . . ? S C H5 102.6(38) . . ? H4 C H5 95.7(40) . . ? S C H6 109.4(33) . . ? H4 C H6 118.6(42) . . ? H5 C H6 121.2(47) . . ? N2 N1 H1 111.8(58) . . ? N2 N1 H2 110.2(25) . . ? H1 N1 H2 89.4(53) . . ? _refine_diff_density_max 0.836 _refine_diff_density_min -0.985 _refine_diff_density_rms 0.203