#------------------------------------------------------------------------------ #$Date: 2015-04-02 14:22:18 +0300 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/50/2005000.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_2005000 loop_ _publ_author_name 'Kettmann, V.' 'Svetlik, J.' _publ_section_title ;Methyl 9-Methyl-11-thioxo-8-oxa-10,12-diazatricyclo[7.3.1.0^2,7^]trideca-2,4,6-triene-13-carboxylate ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1496 _journal_page_last 1499 _journal_paper_doi 10.1107/S0108270195008924 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C13 H14 N2 O3 S' _chemical_formula_weight 278.33 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 90.92(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.442(3) _cell_length_b 10.255(5) _cell_length_c 16.128(8) _cell_measurement_reflns_used 15 _cell_measurement_temperature 293 _cell_measurement_theta_max 17 _cell_measurement_theta_min 6 _cell_volume 1230.7(10) _diffrn_measurement_device 'Syntex P2~1~' _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 2466 _diffrn_reflns_theta_max 25 _diffrn_standards_decay_% 4 _diffrn_standards_interval_count 98 _diffrn_standards_interval_time 100 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.26 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_meas 1.50(1) _exptl_crystal_description prism _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.52 _refine_diff_density_min -0.46 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.23 _refine_ls_hydrogen_treatment 'refU and B~i~'s set (fixed) at B~eq~ of bonded atom' _refine_ls_number_parameters 214 _refine_ls_number_reflns 1465 _refine_ls_R_factor_obs 0.057 _refine_ls_shift/esd_max 0.02 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.0016F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.065 _reflns_number_observed 1465 _reflns_number_total 2183 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file jz1026.cif _[local]_cod_data_source_block jz1026a _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0016F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F)+0.0016F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1230.7(8) _cod_database_code 2005000 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2+z -x,-y,-z 1/2-x,1/2+y,1/2-z 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 C(1) 0.02874 0.02889 0.04801 -0.00097 0.00096 0.00449 C(2) 0.02767 0.04350 0.04724 -0.00941 0.00246 -0.00765 C(3) 0.04037 0.05940 0.05411 -0.01765 0.00881 -0.00821 C(4) 0.05699 0.08195 0.05628 -0.03463 0.01780 -0.01620 C(5) 0.06476 0.09773 0.03604 0.00013 0.00591 -0.02460 C(6) 0.04748 0.06854 0.03620 0.00104 0.00110 -0.00974 C(7) 0.03211 0.04670 0.03448 -0.00193 -0.00134 -0.00789 O(8) 0.04441 0.02972 0.03446 0.00292 -0.00077 0.00240 C(9) 0.03226 0.02530 0.03267 0.00299 -0.00288 -0.00332 N(10) 0.02688 0.02764 0.04448 -0.00513 -0.00171 0.00119 C(11) 0.02911 0.02653 0.03830 -0.00201 -0.00008 -0.00446 N(12) 0.03249 0.02556 0.04982 -0.00559 0.00102 0.00008 C(13) 0.02803 0.03428 0.03592 -0.00053 -0.00293 -0.00218 C(14) 0.04666 0.03067 0.04519 -0.00628 -0.00632 -0.00270 S(15) 0.03079 0.03811 0.06201 -0.00692 0.00243 -0.00551 C(16) 0.03617 0.03680 0.04606 0.00972 -0.00598 -0.00076 O(17) 0.12535 0.04541 0.05990 0.01950 -0.02119 -0.01653 O(18) 0.08478 0.04544 0.04145 0.00829 -0.01310 -0.01322 C(19) 0.06836 0.07581 0.03612 0.01012 -0.00651 -0.00611 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv C(1) .8405(3) .1974(2) .0187(1) 2.77(6) C(2) .8555(3) .2472(2) -.0677(1) 3.03(6) C(3) .9146(3) .1698(3) -.1306(2) 3.97(7) C(4) .9186(4) .2195(3) -.2100(2) 4.99(8) C(5) .8626(4) .3449(3) -.2266(2) 5.11(9) C(6) .8060(3) .4229(3) -.1631(2) 3.97(7) C(7) .8028(3) .3726(2) -.0850(1) 2.81(6) O(8) .7489(2) .4565(1) -.0235(1) 2.83(4) C(9) .7190(3) .4065(2) .0595(1) 2.37(6) N(10) .5490(2) .3416(2) .0601(1) 2.56(5) C(11) .5221(3) .2145(2) .0433(1) 2.49(5) N(12) .6612(2) .1421(2) .0300(1) 2.76(5) C(13) .8669(3) .3085(2) .0794(1) 2.48(6) C(14) .7109(3) .5265(2) .1104(1) 3.23(6) S(15) .31245(8) .15641(6) .04113(4) 3.34(2) C(16) .8751(3) .2637(2) .1668(1) 3.07(6) O(17) .8605(3) .1544(2) .1886(1) 6.14(7) O(18) .9098(2) .3591(2) .2181(1) 4.39(5) C(19) .9509(4) .3328(3) .3055(2) 4.87(9) H(C1) .9248(32) .1323(23) .0291(15) 2.8 H(C3) .9399(34) .0772(26) -.1226(16) 4.0 H(C4) .9597(38) .1700(28) -.2521(18) 5.0 H(C5) .8813(39) .3843(28) -.2792(18) 5.1 H(C6) .7702(34) .5160(27) -.1733(16) 3.9 H(N10) .4447(31) .3910(24) .0748(14) 2.5 H(N12) .6465(31) .538(24) .0074(14) 2.8 H(C13) .9784(31) .3454(23) .0681(14) 2.4 H1(C14) .8181(32) .5737(24) .1149(15) 3.2 H2(C14) .6736(32) .5069(25) .1658(15) 3.2 H3(C14) .6264(33) .5842(25) .0903(15) 3.2 H1(C19) 1.0234(37) .2868(28) .3153(17) 4.8 H2(C19) .8136(38) .2949(28) .3243(18) 4.8 H3(C19) .9023(38) .4211(27) .3396(18) 4.8 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 N(12) C(1) C(13) 108.7(2) yes C(2) C(1) C(13) 109.6(2) yes C(2) C(1) N(12) 109.3(2) yes C(1) C(13) C(9) 106.0(2) yes C(13) C(9) N(10) 109.2(2) yes C(9) N(10) C(11) 125.3(2) yes N(10) C(11) N(12) 118.2(2) yes N(10) C(11) S(15) 119.0(2) yes N(12) C(11) S(15) 122.7(2) yes C(11) N(12) C(1) 122.0(2) yes C(1) C(2) C(7) 119.1(2) yes C(1) C(2) C(3) 121.6(3) yes C(2) C(7) O(8) 121.9(2) yes C(6) C(7) O(8) 116.0(2) yes C(7) O(8) C(9) 119.5(2) yes O(8) C(9) C(13) 107.8(2) yes O(8) C(9) C(14) 103.0(2) yes C(1) C(13) C(16) 112.6(2) yes C(9) C(13) C(16) 115.1(2) yes C(13) C(16) O(17) 125.1(3) yes C(13) C(16) O(18) 112.1(2) yes O(17) C(16) O(18) 122.7(3) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C(1) C(13) 1.512(3) yes C(13) C(9) 1.521(3) yes C(9) N(10) 1.430(3) yes N(10) C(11) 1.346(3) yes C(11) N(12) 1.295(3) yes C(11) S(15) 1.670(2) yes C(1) N(12) 1.464(3) yes C(1) C(2) 1.491(4) yes C(2) C(7) 1.372(3) yes C(7) O(8) 1.378(3) yes O(8) C(9) 1.454(3) yes C(13) C(16) 1.482(4) yes C(16) O(17) 1.181(3) yes C(16) O(18) 1.305(3) yes C(2) C(3) 1.366(4) yes C(3) C(4) 1.379(4) yes C(4) C(5) 1.377(5) yes C(5) C(6) 1.371(4) yes C(6) C(7) 1.361(4) yes C(9) C(14) 1.480(4) yes O(18) C(19) 1.436(3) yes 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 _geom_torsion_publ_flag C(9) N(10) C(11) N(12) 4.1(4) yes N(10) C(11) N(12) C(1) -10.6(4) yes C(11) N(12) C(1) C(13) 40.1(3) yes N(12) C(1) C(13) C(9) -59.5(3) yes C(1) C(13) C(9) N(10) 53.3(3) yes C(13) C(9) N(10) C(11) -27.6(3) yes C(1) C(2) C(7) O(8) 4.8(4) yes C(2) C(7) O(8) C(9) -9.7(3) yes C(7) O(8) C(9) C(13) 40.1(3) yes O(8) C(9) C(13) C(1) -64.5(2) yes C(9) C(13) C(1) C(2) 60.1(2) yes C(13) C(1) C(2) C(7) -31.2(3) yes