data_VA25 _audit_creation_date 2008-05-07T14:37:33-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _publ_requested_category FO #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C5 H7 N5 O2 S' _chemical_formula_moiety 'C5 H7 N5 O2 S' _chemical_formula_weight 201.22 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 8.0815(7) _cell_length_b 10.0732(9) _cell_length_c 10.7291(10) _cell_angle_alpha 90 _cell_angle_beta 100.383(7) _cell_angle_gamma 90 _cell_volume 859.11(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3583 _cell_measurement_theta_min 1.93 _cell_measurement_theta_max 25.70 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'irregular fragment' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.35 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_monochromator 'plane graphite' _diffrn_detector 'image plate (34 cm diameter)' _diffrn_detector_area_resol_mean 6.67 _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'rotation method' _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_unetI/netI 0.0429 _diffrn_reflns_number 4991 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.70 _diffrn_reflns_theta_full 25.27 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 1562 _reflns_number_gt 1211 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0550P)^2^+0.0000P] 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 SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.010(3) _refine_ls_number_reflns 1562 _refine_ls_number_parameters 120 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0943 _refine_ls_wR_factor_gt 0.0893 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.273 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.05 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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_ _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 0.36300(7) 0.09145(6) 0.72614(5) 0.0312(2) Uani 1 1 d . . . O1 O 0.50113(19) 0.00370(18) 0.74128(18) 0.0446(5) Uani 1 1 d . . . O2 O 0.3378(2) 0.18180(17) 0.82242(15) 0.0381(4) Uani 1 1 d . . . N1 N 0.1883(2) 0.00266(18) 0.69374(17) 0.0283(4) Uani 1 1 d . . . N3 N 0.3734(2) 0.1712(2) 0.59269(18) 0.0363(5) Uani 1 1 d . . . N2 N -0.0007(2) -0.14333(19) 0.60350(18) 0.0323(5) Uani 1 1 d . . . N4 N 0.2842(3) 0.2761(2) 0.57996(18) 0.0342(5) Uani 1 1 d . . . N5 N 0.2125(3) 0.3700(2) 0.5589(2) 0.0444(6) Uani 1 1 d . . . C1 C 0.1561(3) -0.1084(2) 0.6135(2) 0.0285(5) Uani 1 1 d . . . C3 C -0.0742(3) -0.0540(2) 0.6759(2) 0.0326(5) Uani 1 1 d . . . H3 H -0.189 -0.0567 0.6848 0.039 Uiso 1 1 calc R . . C2 C 0.0366(3) 0.0362(2) 0.7316(2) 0.0311(5) Uani 1 1 d . . . H2 H 0.0167 0.1074 0.7851 0.037 Uiso 1 1 calc R . . C4 C 0.2869(3) -0.1715(3) 0.5522(2) 0.0374(6) Uani 1 1 d . . . H4A H 0.3823 -0.1991 0.6185 0.045 Uiso 1 1 calc R . . H4B H 0.3295 -0.1055 0.4974 0.045 Uiso 1 1 calc R . . C5 C 0.2215(3) -0.2915(3) 0.4730(3) 0.0476(7) Uani 1 1 d . . . H5A H 0.1794 -0.3575 0.5268 0.071 Uiso 1 1 calc R . . H5B H 0.3127 -0.3304 0.436 0.071 Uiso 1 1 calc R . . H5C H 0.13 -0.2642 0.405 0.071 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 0.0251(3) 0.0380(4) 0.0288(3) -0.0034(3) 0.0002(2) -0.0019(2) O1 0.0267(8) 0.0499(11) 0.0532(11) -0.0039(9) -0.0038(7) 0.0045(8) O2 0.0391(9) 0.0458(10) 0.0283(8) -0.0094(8) 0.0031(7) -0.0062(8) N1 0.0266(9) 0.0323(11) 0.0251(9) -0.0011(8) 0.0020(7) 0.0005(8) N3 0.0341(11) 0.0406(12) 0.0365(12) -0.0014(10) 0.0119(9) -0.0020(9) N2 0.0295(10) 0.0336(11) 0.0325(11) 0.0006(9) 0.0023(8) -0.0021(8) N4 0.0384(11) 0.0391(13) 0.0250(10) -0.0037(9) 0.0056(8) -0.0105(10) N5 0.0566(14) 0.0401(14) 0.0349(12) -0.0009(10) 0.0041(10) -0.0025(11) C1 0.0303(11) 0.0269(12) 0.0268(11) 0.0009(9) 0.0009(9) 0.0008(9) C3 0.0271(11) 0.0401(14) 0.0305(12) 0.0040(10) 0.0051(9) 0.0001(10) C2 0.0299(11) 0.0368(13) 0.0273(12) 0.0018(10) 0.0068(9) 0.0040(10) C4 0.0309(12) 0.0396(14) 0.0408(13) -0.0068(12) 0.0037(10) 0.0063(10) C5 0.0490(15) 0.0388(15) 0.0555(17) -0.0123(13) 0.0106(13) 0.0025(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O1 1.4101(17) . ? S1 O2 1.4188(17) . ? S1 N1 1.6543(18) . ? S1 N3 1.657(2) . ? N1 C2 1.401(3) . ? N1 C1 1.407(3) . ? N3 N4 1.272(3) . ? N2 C1 1.301(3) . ? N2 C3 1.390(3) . ? N4 N5 1.111(3) . ? C1 C4 1.485(3) . ? C3 C2 1.339(3) . ? C3 H3 0.95 . ? C2 H2 0.95 . ? C4 C5 1.517(4) . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? 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 O1 S1 O2 122.21(10) . . ? O1 S1 N1 108.26(10) . . ? O2 S1 N1 105.70(10) . . ? O1 S1 N3 103.95(11) . . ? O2 S1 N3 110.76(11) . . ? N1 S1 N3 104.75(10) . . ? C2 N1 C1 107.11(18) . . ? C2 N1 S1 124.53(16) . . ? C1 N1 S1 127.98(15) . . ? N4 N3 S1 112.30(15) . . ? C1 N2 C3 106.65(19) . . ? N5 N4 N3 173.4(2) . . ? N2 C1 N1 109.63(19) . . ? N2 C1 C4 127.5(2) . . ? N1 C1 C4 122.9(2) . . ? C2 C3 N2 111.8(2) . . ? C2 C3 H3 124.1 . . ? N2 C3 H3 124.1 . . ? C3 C2 N1 104.8(2) . . ? C3 C2 H2 127.6 . . ? N1 C2 H2 127.6 . . ? C1 C4 C5 112.6(2) . . ? C1 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? C1 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ?