data_publication_text _publ_contact_author_name 'Dr. Jubaraj Bikash Baruah' _publ_contact_author_address ;Department of Chemistry Indian Institute of Technology Guwahati Assam 781039 India ; _publ_contact_author_email juba@iitg.ernet.in _publ_contact_author_phone 03612582311 loop_ _publ_author_name 'Jubaraj B. Baruah, Jayanta K. Nath' _publ_author_address ;Department of Chemistry Indian Institute of Technology Guwahati Assam 781039 India ; data_L.DMSO _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H13 N3 O4, C2 H6 O S' _chemical_formula_sum 'C20 H19 N3 O5 S' _chemical_formula_weight 413.45 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 'Tetragonal' _symmetry_space_group_name_H-M 'P 43 21 2' _space_group_name_Hall 'P 4nw 2abw' _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+3/4' '-x, -y, z+1/2' 'y+1/2, -x+1/2, z+1/4' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 9.1474(3) _cell_length_b 9.1474(3) _cell_length_c 45.447(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3802.8(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2380 _cell_measurement_theta_min 3.1313 _cell_measurement_theta_max 28.8059 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.444 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 0.209 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator 'mirror' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 7589 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0569 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -54 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.24 _reflns_number_total 2099 _reflns_number_gt 1857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0777P)^2^+2.9612P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(2) _refine_ls_number_reflns 2099 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.1687 _refine_ls_wR_factor_gt 0.1561 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.36215(18) 0.33044(17) 0.45729(3) 0.0669(4) Uani 1 1 d . . . O2 O 0.9886(3) 0.6950(3) 0.40285(6) 0.0366(7) Uani 1 1 d . . . O4 O 0.9155(3) 1.0039(3) 0.40044(6) 0.0398(7) Uani 1 1 d . . . O1 O 0.9026(3) 0.7054(3) 0.35694(6) 0.0386(7) Uani 1 1 d . . . N3 N 0.7502(3) 0.8561(4) 0.42298(7) 0.0274(7) Uani 1 1 d . . . O3 O 0.5799(4) 0.7116(4) 0.44519(7) 0.0501(9) Uani 1 1 d . . . N2 N 0.4277(3) 0.9625(4) 0.39834(7) 0.0320(8) Uani 1 1 d . . . H2A H 0.4732 1.0415 0.4029 0.038 Uiso 1 1 calc R . . N1 N 0.2571(4) 0.8001(4) 0.39481(7) 0.0364(8) Uani 1 1 d . . . H1A H 0.1744 0.7563 0.3965 0.044 Uiso 1 1 calc R . . C6 C 0.8926(4) 0.7231(4) 0.38411(9) 0.0305(9) Uani 1 1 d . . . C18 C 0.8479(4) 0.9729(4) 0.42314(8) 0.0292(8) Uani 1 1 d . . . C3 C 0.4854(4) 0.8481(4) 0.38233(8) 0.0303(8) Uani 1 1 d . . . C1 C 0.2909(4) 0.9310(5) 0.40549(9) 0.0346(9) Uani 1 1 d . . . H1 H 0.2286 0.9909 0.4163 0.042 Uiso 1 1 calc R . . C7 C 0.6634(4) 0.8150(5) 0.44711(8) 0.0329(9) Uani 1 1 d . . . C5 C 0.7391(4) 0.7685(4) 0.39562(8) 0.0260(8) Uani 1 1 d . . . H5 H 0.6895 0.6775 0.4011 0.031 Uiso 1 1 calc R . . O5 O 0.3293(6) 0.1809(5) 0.44589(10) 0.0917(15) Uani 1 1 d . . . C2 C 0.3785(4) 0.7475(5) 0.38057(9) 0.0363(10) Uani 1 1 d . . . H2 H 0.3857 0.6573 0.3712 0.044 Uiso 1 1 calc R . . C4 C 0.6420(4) 0.8416(4) 0.37261(8) 0.0299(8) Uani 1 1 d . . . H4B H 0.6772 0.9400 0.3690 0.036 Uiso 1 1 calc R . . H4A H 0.6484 0.7875 0.3543 0.036 Uiso 1 1 calc R . . C13 C 0.7823(5) 1.0157(4) 0.47579(8) 0.0337(9) Uani 1 1 d . . . C8 C 0.6799(5) 0.9014(5) 0.47423(8) 0.0357(10) Uani 1 1 d . . . C17 C 0.8663(4) 1.0527(4) 0.45122(9) 0.0330(9) Uani 1 1 d . . . C9 C 0.5960(6) 0.8653(5) 0.49856(10) 0.0490(12) Uani 1 1 d . . . H9 H 0.5268 0.7910 0.4974 0.059 Uiso 1 1 calc R . . C16 C 0.9700(5) 1.1624(5) 0.45317(10) 0.0450(11) Uani 1 1 d . . . H16 H 1.0257 1.1860 0.4367 0.054 Uiso 1 1 calc R . . C12 C 0.8028(5) 1.0926(5) 0.50292(9) 0.0448(11) Uani 1 1 d . . . C11 C 0.7158(7) 1.0512(6) 0.52713(10) 0.0598(15) Uani 1 1 d . . . H11 H 0.7270 1.1003 0.5449 0.072 Uiso 1 1 calc R . . C10 C 0.6165(6) 0.9423(6) 0.52523(10) 0.0562(14) Uani 1 1 d . . . H10 H 0.5610 0.9176 0.5416 0.067 Uiso 1 1 calc R . . C15 C 0.9922(6) 1.2382(6) 0.47955(12) 0.0599(14) Uani 1 1 d . . . H15 H 1.0624 1.3116 0.4807 0.072 Uiso 1 1 calc R . . C14 C 0.9093(6) 1.2032(6) 0.50385(11) 0.0576(14) Uani 1 1 d . . . H14 H 0.9241 1.2541 0.5213 0.069 Uiso 1 1 calc R . . C20 C 0.5535(7) 0.3451(7) 0.46103(14) 0.0798(18) Uani 1 1 d . . . H20A H 0.5853 0.2868 0.4774 0.120 Uiso 1 1 calc R . . H20B H 0.5795 0.4454 0.4644 0.120 Uiso 1 1 calc R . . H20C H 0.5999 0.3111 0.4434 0.120 Uiso 1 1 calc R . . C19 C 0.3512(8) 0.4384(8) 0.42694(13) 0.087(2) Uani 1 1 d . . . H19A H 0.4179 0.4032 0.4122 0.130 Uiso 1 1 calc R . . H19B H 0.3763 0.5370 0.4321 0.130 Uiso 1 1 calc R . . H19C H 0.2534 0.4359 0.4193 0.130 Uiso 1 1 calc R . . 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 S1 0.0767(10) 0.0614(10) 0.0626(8) -0.0056(7) 0.0088(8) -0.0083(8) O2 0.0224(14) 0.0442(17) 0.0432(15) -0.0032(13) -0.0018(13) 0.0025(12) O4 0.0428(17) 0.0336(16) 0.0431(16) -0.0022(14) 0.0087(14) -0.0089(13) O1 0.0368(16) 0.0444(18) 0.0345(15) -0.0012(13) 0.0101(13) 0.0092(13) N3 0.0269(17) 0.0282(17) 0.0272(15) 0.0000(14) 0.0010(13) -0.0034(13) O3 0.0493(19) 0.054(2) 0.0466(17) 0.0006(16) 0.0151(15) -0.0210(16) N2 0.0281(17) 0.0271(18) 0.0407(18) -0.0023(15) -0.0003(15) 0.0014(13) N1 0.0210(16) 0.045(2) 0.0435(19) 0.0035(17) 0.0027(14) -0.0023(15) C6 0.026(2) 0.029(2) 0.037(2) -0.0012(17) 0.0059(17) -0.0003(15) C18 0.025(2) 0.029(2) 0.034(2) -0.0010(16) 0.0006(17) 0.0040(16) C3 0.023(2) 0.033(2) 0.035(2) -0.0005(17) -0.0014(16) 0.0014(17) C1 0.027(2) 0.036(2) 0.041(2) -0.0010(18) 0.0031(18) 0.0067(17) C7 0.027(2) 0.036(2) 0.036(2) 0.0029(18) 0.0012(17) -0.0001(18) C5 0.0206(18) 0.026(2) 0.0316(18) -0.0032(16) 0.0043(15) 0.0004(14) O5 0.104(4) 0.058(3) 0.114(3) -0.025(2) 0.023(3) -0.032(2) C2 0.024(2) 0.039(2) 0.046(2) -0.0095(19) 0.0001(18) -0.0031(17) C4 0.0234(19) 0.034(2) 0.0328(19) 0.0003(17) 0.0017(16) 0.0001(16) C13 0.039(2) 0.029(2) 0.032(2) -0.0049(17) -0.0067(18) 0.0084(18) C8 0.037(2) 0.040(2) 0.029(2) -0.0006(18) 0.0014(18) 0.0095(19) C17 0.030(2) 0.030(2) 0.039(2) -0.0033(18) -0.0016(17) 0.0048(17) C9 0.057(3) 0.047(3) 0.043(2) 0.003(2) 0.013(2) 0.009(2) C16 0.036(2) 0.043(3) 0.055(3) -0.006(2) -0.009(2) -0.005(2) C12 0.054(3) 0.045(3) 0.036(2) -0.006(2) -0.010(2) 0.016(2) C11 0.078(4) 0.067(4) 0.034(2) -0.006(2) -0.003(2) 0.033(3) C10 0.065(4) 0.073(4) 0.031(2) 0.004(2) 0.010(2) 0.019(3) C15 0.054(3) 0.052(3) 0.074(3) -0.020(3) -0.019(3) -0.003(3) C14 0.064(3) 0.058(3) 0.051(3) -0.023(3) -0.020(3) 0.012(3) C20 0.077(4) 0.075(4) 0.088(4) -0.010(4) -0.019(4) 0.012(3) C19 0.082(5) 0.111(6) 0.067(4) -0.006(4) -0.014(4) -0.041(4) _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 S1 O5 1.493(4) . ? S1 C19 1.699(7) . ? S1 C20 1.764(6) . ? O2 C6 1.250(5) . ? O4 C18 1.235(5) . ? O1 C6 1.249(5) . ? N3 C18 1.393(5) . ? N3 C7 1.405(5) . ? N3 C5 1.483(5) . ? O3 C7 1.218(5) . ? N2 C1 1.324(5) . ? N2 C3 1.380(5) . ? N1 C1 1.329(5) . ? N1 C2 1.372(5) . ? C6 C5 1.555(5) . ? C18 C17 1.480(5) . ? C3 C2 1.345(5) . ? C3 C4 1.500(5) . ? C7 C8 1.472(6) . ? C5 C4 1.526(5) . ? C13 C17 1.397(6) . ? C13 C8 1.405(6) . ? C13 C12 1.432(5) . ? C8 C9 1.386(6) . ? C17 C16 1.383(6) . ? C9 C10 1.414(7) . ? C16 C15 1.400(6) . ? C12 C14 1.405(7) . ? C12 C11 1.410(7) . ? C11 C10 1.351(8) . ? C15 C14 1.377(8) . ? 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 O5 S1 C19 103.8(3) . . ? O5 S1 C20 107.6(3) . . ? C19 S1 C20 95.3(3) . . ? C18 N3 C7 124.3(3) . . ? C18 N3 C5 117.6(3) . . ? C7 N3 C5 118.1(3) . . ? C1 N2 C3 109.0(3) . . ? C1 N1 C2 107.5(3) . . ? O1 C6 O2 126.5(4) . . ? O1 C6 C5 115.7(3) . . ? O2 C6 C5 117.4(3) . . ? O4 C18 N3 119.5(3) . . ? O4 C18 C17 123.4(4) . . ? N3 C18 C17 117.1(3) . . ? C2 C3 N2 105.8(3) . . ? C2 C3 C4 130.5(4) . . ? N2 C3 C4 123.4(3) . . ? N2 C1 N1 109.0(3) . . ? O3 C7 N3 120.4(4) . . ? O3 C7 C8 122.7(4) . . ? N3 C7 C8 116.8(4) . . ? N3 C5 C4 112.2(3) . . ? N3 C5 C6 111.4(3) . . ? C4 C5 C6 114.3(3) . . ? C3 C2 N1 108.7(4) . . ? C3 C4 C5 111.8(3) . . ? C17 C13 C8 120.4(4) . . ? C17 C13 C12 119.8(4) . . ? C8 C13 C12 119.8(4) . . ? C9 C8 C13 120.4(4) . . ? C9 C8 C7 118.9(4) . . ? C13 C8 C7 120.7(4) . . ? C16 C17 C13 120.1(4) . . ? C16 C17 C18 119.4(4) . . ? C13 C17 C18 120.5(4) . . ? C8 C9 C10 119.5(5) . . ? C17 C16 C15 120.9(5) . . ? C14 C12 C11 124.1(5) . . ? C14 C12 C13 118.1(4) . . ? C11 C12 C13 117.8(5) . . ? C10 C11 C12 121.9(5) . . ? C11 C10 C9 120.7(5) . . ? C14 C15 C16 119.4(5) . . ? C15 C14 C12 121.7(4) . . ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 0.722 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.054