#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003295.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_2003295 _journal_name_full 'Acta Crystallographica' _journal_year 1995 _journal_volume C51 _journal_page_first 505 _journal_page_last 507 _publ_section_title ; N^2^-Cyano-N^1^-isopropyl-N^3^-[4-(3-methylphenylamino)- 3-pyridylsulfonyl]guanidine ; _chemical_formula_sum 'C17 H20 N6 O2 S' _chemical_formula_analytical 'C17 H20 N6 O2 S' _chemical_formula_weight 372.45 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _symmetry_space_group_name_H-M 'P 21/n' _cell_length_a 11.7356(10) _cell_length_b 13.5707(14) _cell_length_c 12.4426(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.975(8) _cell_angle_gamma 90.00 _cell_volume 1850.3(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54180 _cell_measurement_reflns_used 40 _cell_measurement_theta_min 25.20 _cell_measurement_theta_max 41.19 _exptl_absorpt_coefficient_mu 1.763 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.15 _exptl_crystal_colour colourless _chemical_compound_source ; Laboratory of Medicinal Chemistry, Univ. of Liege ; _diffrn_measurement_device 'Stoe-Siemens AED four-circle' _diffrn_measurement_method '\w' _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.4792 _exptl_absorpt_correction_T_max 0.6808 _diffrn_reflns_number 2667 _reflns_number_total 2537 _reflns_number_observed 1854 _reflns_observed_criterion >2sigma(I) _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_theta_max 57.50 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 2 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.9 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.0387 _refine_ls_wR_factor_obs 0.1060 _refine_ls_wR_factor_all 0.1129 _refine_ls_goodness_of_fit_obs 1.099 _refine_ls_goodness_of_fit_all 0.983 _refine_ls_number_reflns 2537 _refine_ls_number_parameters 241 _refine_ls_hydrogen_treatment ; H atoms were included as riding atoms at calculated positions ; _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0854P)^2^] where P = (F~o~^2^ + 2F~c~^2^)/3 ; _refine_ls_shift/esd_max 0.000 _refine_diff_density_max 0.221 _refine_diff_density_min -0.227 _refine_ls_extinction_method SHELXL93 _refine_ls_extinction_coef 0.0077(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag 'C' 'C' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0181 0.009 'H' 'H' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000 'N' 'N' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0311 0.018 'O' 'O' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0492 0.032 'S' 'S' 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.3331 0.556 loop_ _atom_site_label _atom_site_occupancy _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv C1 1 0.6442(2) 0.8330(2) 0.0283(2) 0.0441(6) C2 1 0.7236(2) 0.9073(2) 0.0899(2) 0.0518(7) H2 1 0.7328(2) 0.9643(2) 0.0523(2) 0.070(3) C3 1 0.7873(2) 0.8964(2) 0.2044(2) 0.0550(7) H3 1 0.8376(2) 0.9473(2) 0.2446(2) 0.070(3) C4 1 0.7088(2) 0.7386(2) 0.2038(2) 0.0455(6) H4 1 0.7063(2) 0.6811(2) 0.2435(2) 0.070(3) C5 1 0.6415(2) 0.7450(2) 0.0895(2) 0.0409(6) C6 1 0.3548(2) 0.6683(2) 0.0825(2) 0.0472(6) C7 1 0.3309(3) 0.5897(2) 0.2534(2) 0.0656(8) H7 1 0.2422(3) 0.5880(2) 0.2133(2) 0.070(3) C8 1 0.3616(4) 0.6730(3) 0.3394(3) 0.0919(11) H8A 1 0.3250(21) 0.6608(10) 0.3959(14) 0.137(5) H8B 1 0.3309(22) 0.7338(4) 0.3003(5) 0.137(5) H8C 1 0.4486(4) 0.6774(13) 0.3768(17) 0.137(5) C9 1 0.3719(4) 0.4908(3) 0.3105(3) 0.0989(12) H9A 1 0.3296(18) 0.4770(9) 0.3620(17) 0.137(5) H9B 1 0.4582(6) 0.4925(7) 0.3530(19) 0.137(5) H9C 1 0.3541(22) 0.4404(4) 0.2527(4) 0.137(5) C10 1 0.2294(2) 0.7950(2) -0.0056(2) 0.0546(7) C11 1 0.5384(2) 0.9175(2) -0.1636(2) 0.0478(6) C12 1 0.4801(2) 0.8905(2) -0.2785(2) 0.0539(7) H12 1 0.4732(2) 0.8240(2) -0.2980(2) 0.070(3) C13 1 0.4322(2) 0.9605(2) -0.3644(2) 0.0576(7) C14 1 0.4479(3) 1.0590(2) -0.3339(3) 0.0652(8) H14 1 0.4180(3) 1.1074(2) -0.3899(3) 0.070(3) C15 1 0.5078(3) 1.0852(2) -0.2211(3) 0.0640(8) H15 1 0.5196(3) 1.1517(2) -0.2024(3) 0.070(3) C16 1 0.5509(2) 1.0166(2) -0.1350(2) 0.0566(7) H16 1 0.5879(2) 1.0363(2) -0.0588(2) 0.070(3) C17 1 0.3652(3) 0.9282(3) -0.4874(2) 0.0837(11) H17A 1 0.2788(3) 0.9327(18) -0.5047(7) 0.137(5) H17B 1 0.3866(18) 0.8613(7) -0.4968(6) 0.137(5) H17C 1 0.3878(18) 0.9701(12) -0.5386(3) 0.137(5) N1 1 0.5736(2) 0.83871(15) -0.0851(2) 0.0528(6) H1A 1 0.5445(2) 0.78279(15) -0.1149(2) 0.070(3) N2 1 0.7791(2) 0.8142(2) 0.2604(2) 0.0512(6) H2A 1 0.8191(2) 0.8096(2) 0.3331(2) 0.070(3) N3 1 0.4117(2) 0.67763(14) 0.0037(2) 0.0440(5) N4 1 0.3896(2) 0.6036(2) 0.1676(2) 0.0591(6) H4A 1 0.4512(2) 0.5669(2) 0.1734(2) 0.070(3) N5 1 0.2573(2) 0.7234(2) 0.0720(2) 0.0553(6) N6 1 0.1978(2) 0.8602(2) -0.0699(2) 0.0663(7) O1 1 0.55310(14) 0.63347(11) -0.08854(13) 0.0460(5) O2 1 0.59174(15) 0.56223(12) 0.10331(13) 0.0489(4) S1 1 0.54599(5) 0.64297(4) 0.02414(5) 0.0403(2) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 C1 0.0405(13) -0.0027(11) 0.0110(11) 0.0478(14) 0.0002(11) 0.0411(14) C2 0.054(2) -0.0088(12) 0.0118(12) 0.0453(15) -0.0009(12) 0.050(2) C3 0.048(2) -0.0077(12) 0.0098(13) 0.051(2) -0.0077(14) 0.058(2) C4 0.0435(13) 0.0016(11) 0.0092(11) 0.0463(14) -0.0042(12) 0.0416(14) C5 0.0382(12) 0.0005(11) 0.0108(10) 0.0426(14) -0.0009(11) 0.0392(13) C6 0.0440(15) -0.0032(12) 0.0104(11) 0.0514(15) -0.0019(12) 0.0419(15) C7 0.065(2) 0.000(2) 0.0305(14) 0.085(2) 0.008(2) 0.054(2) C8 0.093(3) -0.011(2) 0.043(2) 0.123(3) -0.009(2) 0.071(2) C9 0.119(3) 0.012(2) 0.061(2) 0.109(3) 0.035(2) 0.088(3) C10 0.047(2) 0.0025(13) 0.0161(13) 0.057(2) -0.013(2) 0.058(2) C11 0.0461(14) -0.0026(11) 0.0140(11) 0.051(2) 0.0078(12) 0.0447(14) C12 0.053(2) -0.0088(13) 0.0147(12) 0.059(2) 0.0051(13) 0.048(2) C13 0.047(2) -0.0016(13) 0.0180(12) 0.077(2) 0.0134(14) 0.049(2) C14 0.060(2) 0.0165(15) 0.0290(15) 0.070(2) 0.024(2) 0.071(2) C15 0.070(2) 0.0104(14) 0.029(2) 0.054(2) 0.010(2) 0.071(2) C16 0.058(2) 0.0038(13) 0.0186(13) 0.057(2) 0.0020(14) 0.054(2) C17 0.074(2) -0.017(2) 0.0120(15) 0.120(3) 0.016(2) 0.049(2) N1 0.0614(14) -0.0104(10) 0.0080(10) 0.0461(13) 0.0011(9) 0.0422(12) N2 0.0464(12) -0.0018(10) 0.0031(10) 0.0598(14) -0.0061(10) 0.0375(12) N3 0.0390(11) 0.0015(9) 0.0101(9) 0.0468(12) 0.0017(9) 0.0426(11) N4 0.0568(14) 0.0103(12) 0.0257(11) 0.070(2) 0.0140(12) 0.0552(14) N5 0.0500(13) 0.0080(11) 0.0200(10) 0.0574(14) 0.0037(12) 0.0588(14) N6 0.070(2) 0.0105(12) 0.0185(13) 0.055(2) -0.0026(13) 0.068(2) O1 0.0495(10) -0.0012(8) 0.0143(8) 0.0476(10) -0.0058(7) 0.0397(9) O2 0.0484(10) 0.0030(7) 0.0085(7) 0.0411(9) 0.0077(7) 0.0497(10) S1 0.0402(4) -0.0003(2) 0.0081(2) 0.0383(4) -0.0004(3) 0.0375(4)