#------------------------------------------------------------------------------ #$Date: 2019-05-15 08:11:08 +0300 (Wed, 15 May 2019) $ #$Revision: 215179 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/10/1551062.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_1551062 loop_ _publ_author_name 'Josey, Daniel' 'Shank, Nathaniel' 'Padgett, Clifford W.' _publ_section_title ; 2-Amino-5,5-dimethylthiazol-4(5H)-one ; _journal_coeditor_code SJ4204 _journal_issue 5 _journal_name_full IUCrData _journal_page_first x190613 _journal_paper_doi 10.1107/S2414314619006138 _journal_volume 4 _journal_year 2019 _chemical_formula_iupac 'C5 H8 N2 O S' _chemical_formula_moiety 'C5 H8 N2 O S' _chemical_formula_sum 'C5 H8 N2 O S' _chemical_formula_weight 144.19 _chemical_name_systematic ; 2-Amino-5,5-dimethylthiazol-4(5H)-one ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _cell_angle_alpha 90.0 _cell_angle_beta 98.888(11) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.9440(8) _cell_length_b 12.1354(16) _cell_length_c 8.8283(11) _cell_measurement_reflns_used 1205 _cell_measurement_temperature 173 _cell_measurement_theta_max 26.0030 _cell_measurement_theta_min 2.8550 _cell_volume 735.01(16) _computing_cell_refinement ; CrysAlis PRO (Rigaku OD, 2018) ; _computing_data_collection ; CrysAlis PRO (Rigaku OD, 2018) ; _computing_data_reduction ; CrysAlis PRO (Rigaku OD, 2018) ; _computing_molecular_graphics ; OLEX2 (Dolomanov et al., 2009) ; _computing_publication_material ; OLEX2 (Dolomanov et al., 2009) ; _computing_structure_refinement ; SHELXL2018 (Sheldrick, 2015b) ; _computing_structure_solution ; SHELXT (Sheldrick, 2015a) ; _diffrn_ambient_temperature 173 _diffrn_detector 'Rigaku XtaLAB area detector' _diffrn_detector_area_resol_mean 13.6612 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device 'two-circle diffractometer' _diffrn_measurement_device_type 'Rigaku XtaLAB mini CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_unetI/netI 0.0638 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 5107 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.480 _diffrn_reflns_theta_min 2.876 _diffrn_source 'fine-focus sealed X-ray tube' _exptl_absorpt_coefficient_mu 0.363 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.49661 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (CrysAlis PRO; Rigaku OD, 2018) ; _exptl_crystal_colour 'clear bluish violet' _exptl_crystal_density_diffrn 1.303 _exptl_crystal_description prism _exptl_crystal_F_000 304 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.261 _refine_diff_density_min -0.353 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 92 _refine_ls_number_reflns 1681 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.082 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.0509 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0472P)^2^+0.1833P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1106 _refine_ls_wR_factor_ref 0.1417 _reflns_number_gt 1126 _reflns_number_total 1681 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file sj4204sup1.cif _cod_data_source_block I _cod_database_code 1551062 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.931 _shelx_estimated_absorpt_t_max 0.982 _shelx_hkl_file ; 0 0 -1 4.03 1.00 0 0 1 2.45 1.08 0 0 2 3649.68 38.82 0 0 -2 3602.56 53.83 0 0 -3 -0.53 1.30 0 0 3 0.27 0.48 0 0 4 1410.95 34.90 0 0 -4 1344.77 47.78 0 0 5 0.51 0.69 0 0 -5 -3.76 5.02 0 0 -6 561.23 38.44 0 0 6 592.03 28.35 0 0 7 1.86 2.19 0 0 -7 -7.87 4.91 0 0 8 364.40 26.18 0 0 -8 393.87 37.94 0 0 -9 4.46 21.52 0 0 9 0.57 1.52 0 0 -10 44.29 16.87 0 0 -11 -7.52 8.31 0 -1 1 135.77 9.84 0 1 -1 128.25 6.50 0 -1 -1 124.06 8.20 0 1 1 130.22 6.93 0 -1 1 131.68 6.10 0 1 -1 134.87 9.34 0 1 -2 1443.01 32.70 0 -1 2 1426.15 24.09 0 -1 -2 1448.50 36.67 0 1 2 1451.79 28.50 0 -1 3 2054.36 34.00 0 1 -3 2086.55 48.18 0 -1 -3 2102.91 53.50 0 1 3 2017.44 40.14 0 1 -4 6.20 4.09 0 1 4 3.81 3.01 0 -1 -5 425.52 30.82 0 1 -5 393.92 28.16 0 -1 5 433.20 20.58 0 1 5 421.17 23.30 0 1 -6 1109.13 52.72 0 -1 -6 1163.87 57.00 0 1 6 1130.47 40.84 0 -1 6 1079.99 36.41 0 1 -7 83.93 15.79 0 -1 7 97.71 12.12 0 1 7 94.86 12.70 0 -1 -7 71.05 15.72 0 1 8 81.85 12.49 0 1 -8 78.65 17.12 0 -1 -8 66.71 15.58 0 -1 8 82.28 12.05 0 1 -9 5.20 2.82 0 -1 -9 3.22 7.71 0 1 9 1.83 1.59 0 1 -10 13.06 7.57 0 -1 -10 21.78 7.97 0 -1 -11 4.53 7.35 0 1 -11 6.34 6.90 0 -2 0 418.83 12.46 0 2 0 426.89 12.66 0 2 0 419.80 14.27 0 2 -1 9999.00 66.77 0 -2 1 9703.68 70.23 0 -2 -1 9614.35 82.07 0 2 2 102.35 8.84 0 -2 2 98.92 12.16 0 -2 2 115.51 7.60 0 -2 -2 111.48 10.90 0 2 -3 27.81 5.25 0 2 3 27.34 5.00 0 -2 3 31.00 4.25 0 -2 -3 28.15 6.66 0 -2 -4 91.05 12.86 0 2 -4 77.78 10.78 0 -2 4 87.37 8.12 0 2 4 66.53 9.71 0 -2 -5 554.88 37.17 0 -2 5 539.47 22.45 0 2 -5 533.16 31.81 0 2 5 591.40 29.22 0 -2 -6 3.06 2.52 0 2 6 12.14 4.26 0 2 -6 10.85 4.80 0 -2 6 12.37 3.51 0 -2 -7 190.60 26.08 0 2 7 171.00 17.70 0 -2 7 174.49 15.58 0 2 -7 176.50 22.80 0 2 8 49.59 10.78 0 2 -8 39.24 11.72 0 -2 -8 49.38 14.98 0 -2 8 60.59 9.64 0 2 9 113.44 17.14 0 2 -9 103.37 21.85 0 -2 -9 116.89 24.40 0 2 -10 -9.76 7.91 0 -2 -10 -1.21 2.36 0 2 -11 3.53 5.13 0 -2 -11 11.52 9.55 0 3 0 -1.47 1.31 0 -3 0 1.84 1.35 0 -3 1 3337.56 42.40 0 3 -1 3337.83 47.92 0 -3 -1 3300.42 53.52 0 3 1 3319.99 52.80 0 3 -2 3166.67 51.33 0 3 2 3063.42 56.52 0 -3 -2 3041.84 61.78 0 -3 2 3184.65 64.27 0 3 3 214.94 17.37 0 -3 3 241.04 13.27 0 3 -3 241.95 15.77 0 -3 -3 254.49 20.42 0 3 -4 1077.08 38.55 0 -3 4 1047.72 31.12 0 -3 -4 1082.58 47.71 0 3 4 1079.04 38.66 0 -3 -5 520.27 37.01 0 3 -5 437.40 28.73 0 -3 5 477.28 21.69 0 3 5 440.82 27.22 0 3 6 5.00 2.49 0 3 -6 5.16 4.98 0 -3 -6 7.89 4.34 0 -3 6 5.54 2.47 0 -3 -7 855.99 55.67 0 3 -7 816.37 48.20 0 -3 7 838.67 33.13 0 3 7 832.13 42.68 0 3 -8 3.85 3.81 0 -3 -8 10.14 5.15 0 3 8 13.39 6.06 0 3 9 18.65 7.28 0 3 -9 5.06 7.13 0 -3 -9 18.91 11.64 0 3 -10 11.92 7.85 0 -3 -10 15.78 9.28 0 -3 -11 78.56 22.28 0 3 -11 49.29 18.55 0 4 0 3752.04 61.86 0 -4 0 3761.98 53.00 0 4 -1 349.10 18.53 0 4 1 362.97 20.13 0 -4 1 365.37 15.50 0 -4 -1 342.58 18.65 0 -4 2 633.60 27.12 0 -4 -2 681.16 31.04 0 4 2 707.45 29.45 0 4 -2 656.67 25.25 0 4 3 364.35 23.00 0 4 -3 327.99 19.79 0 -4 -3 367.79 26.16 0 -4 3 315.57 25.65 0 4 4 136.36 14.57 0 4 -4 126.05 13.27 0 -4 -4 137.51 17.40 0 -4 4 127.25 11.22 0 -4 5 85.85 9.54 0 4 -5 70.04 11.31 0 -4 -5 85.93 15.63 0 4 5 84.69 12.55 0 -4 -6 15.22 7.21 0 -4 6 11.71 3.82 0 4 6 11.23 4.90 0 4 -6 8.42 4.93 0 4 7 164.91 20.39 0 -4 7 196.76 16.03 0 4 -7 199.74 23.47 0 4 -8 8.90 5.33 0 -4 -8 35.43 12.65 0 4 8 33.44 9.19 0 4 -9 60.27 15.79 0 4 9 72.38 14.39 0 -4 -9 83.14 20.69 0 4 -10 3.14 5.15 0 -4 -10 7.86 6.37 0 4 10 -0.78 3.01 0 5 0 -0.11 0.73 0 -5 0 -0.33 1.01 0 5 1 743.14 32.03 0 -5 -1 750.08 30.40 0 5 -1 704.67 30.17 0 -5 1 740.38 25.64 0 -5 2 2317.88 53.37 0 5 2 2393.68 60.19 0 -5 -2 2374.24 61.05 0 5 -2 2381.35 54.41 0 5 3 671.32 33.75 0 5 -3 635.50 29.22 0 -5 3 679.20 37.11 0 -5 -3 634.37 35.53 0 5 -4 115.26 13.14 0 5 4 127.61 16.16 0 -5 4 119.30 11.24 0 -5 -4 120.49 17.08 0 -5 5 4.79 2.13 0 5 5 6.37 3.88 0 5 -5 2.97 2.32 0 -5 -5 8.17 6.29 0 5 6 657.56 39.99 0 5 -6 641.41 37.07 0 -5 6 653.68 29.49 0 -5 -6 648.87 48.00 0 -5 -7 60.73 15.74 0 5 7 52.46 11.81 0 -5 7 42.20 7.39 0 5 -7 43.10 10.96 0 5 8 57.32 12.54 0 -5 -8 76.10 19.00 0 5 -8 45.93 12.54 0 -5 -9 51.46 16.82 0 5 9 25.40 9.24 0 5 -9 44.17 13.67 0 -5 -10 0.26 4.32 0 5 -10 6.07 0.51 0 5 10 9.04 5.56 0 -6 0 1037.68 34.69 0 6 0 1023.76 40.67 0 -6 -1 11.20 4.54 0 6 -1 9.35 4.66 0 -6 1 12.05 3.60 0 6 1 10.37 3.18 0 6 -2 95.82 11.81 0 -6 -2 94.35 12.92 0 -6 2 88.91 11.44 0 6 2 86.70 12.65 0 6 3 468.98 30.47 0 6 -3 435.78 25.99 0 -6 3 449.53 30.91 0 -6 -3 491.01 32.47 0 -6 4 295.90 28.74 0 -6 -4 348.46 30.48 0 6 -4 296.07 22.87 0 6 4 326.66 26.22 0 -6 5 360.17 22.21 0 6 -5 346.38 24.63 0 -6 -5 350.31 33.26 0 6 5 359.80 29.55 0 -6 6 61.13 9.49 0 6 6 72.08 13.50 0 6 -6 68.70 11.84 0 -6 -6 82.27 16.70 0 -6 7 4.66 2.94 0 6 7 4.98 2.55 0 6 -7 7.95 4.27 0 6 -8 137.35 20.38 0 -6 -8 161.58 28.30 0 6 8 115.90 19.15 0 -6 -9 47.46 15.24 0 6 9 31.88 10.83 0 6 -9 30.72 11.20 0 -6 -10 7.51 4.97 0 6 10 16.46 8.07 0 -7 0 -2.55 3.08 0 7 0 1.05 3.21 0 -7 1 108.28 11.56 0 7 -1 120.93 15.13 0 -7 -1 114.11 14.23 0 7 1 121.37 15.03 0 7 -2 715.17 37.15 0 7 2 707.02 38.80 0 -7 -2 694.35 37.32 0 -7 2 729.95 35.84 0 -7 3 55.91 10.99 0 -7 -3 48.52 10.62 0 7 -3 49.96 9.51 0 7 3 37.02 8.69 0 7 4 220.81 23.37 0 -7 -4 240.62 26.16 0 -7 4 196.02 24.34 0 7 -4 216.03 20.55 0 -7 5 6.56 2.80 0 7 5 13.83 5.90 0 7 -5 7.03 3.59 0 -7 -5 4.06 6.98 0 -7 -6 58.63 14.93 0 7 6 43.61 11.92 0 -7 6 51.11 8.94 0 7 -6 46.36 10.01 0 -7 -7 35.49 12.92 0 7 7 38.09 11.17 0 7 -7 39.30 9.49 0 -7 -8 -3.30 4.43 0 7 8 -2.53 3.66 0 7 -8 -2.76 3.49 0 -7 -9 -3.75 5.17 0 7 9 -1.93 2.66 0 7 10 17.91 8.63 0 -7 -10 35.64 14.89 0 -8 0 557.13 29.60 0 8 0 561.50 37.05 0 8 -1 9.75 4.94 0 8 1 10.05 5.65 0 -8 -1 8.87 4.15 0 -8 1 7.86 3.49 0 8 2 6.71 1.06 0 -8 2 5.05 4.05 0 -8 -3 172.87 20.63 0 8 3 177.56 21.58 0 8 -3 173.69 20.17 0 -8 3 161.81 22.22 0 8 4 543.29 38.98 0 8 -4 495.32 34.00 0 -8 -4 546.19 39.94 0 8 -5 141.78 15.13 0 8 -5 122.31 17.51 0 -8 5 126.83 14.99 0 8 5 127.57 19.97 0 -8 -5 150.52 22.24 0 8 6 236.46 28.24 0 8 -6 225.42 21.90 0 -8 6 212.30 19.62 0 -8 -6 261.66 32.36 0 -8 -7 44.47 13.94 0 8 7 46.54 12.91 0 -8 -8 34.40 13.16 0 8 8 18.84 8.19 0 8 9 26.07 10.01 0 -8 -9 13.82 6.84 0 -9 0 -3.77 2.81 0 9 0 3.32 2.80 0 -9 1 101.59 13.40 0 9 1 102.86 16.30 0 9 -1 85.28 15.56 0 -9 -1 99.65 14.69 0 9 2 57.88 13.32 0 -9 2 48.29 12.23 0 -9 -2 77.77 13.94 0 9 -2 54.52 12.84 0 9 -3 4.67 4.54 0 -9 -3 6.45 4.55 0 -9 3 -1.38 3.04 0 9 3 0.37 1.82 0 9 -4 27.31 9.30 0 -9 -4 17.18 7.42 0 9 4 36.52 10.82 0 9 -5 2.71 2.25 0 -9 -5 8.52 7.00 0 9 5 1.67 3.23 0 -9 6 9.48 4.18 0 -9 -6 3.80 3.32 0 9 6 12.19 7.08 0 9 7 15.12 8.36 0 -9 -7 9.52 7.34 0 9 8 15.34 8.16 0 -9 -8 26.77 11.77 0 9 9 26.63 11.74 0 -9 -9 42.65 16.77 0 -10 0 7.57 3.78 0 10 0 12.77 6.17 0 -10 -1 4.03 1.38 0 10 -1 10.62 4.79 0 -10 1 -0.36 1.42 0 10 1 10.46 5.71 0 10 2 21.21 8.41 0 -10 2 16.23 8.20 0 -10 -2 26.68 9.20 0 10 -2 14.53 5.17 0 -10 -3 139.06 20.49 0 10 -3 116.42 19.45 0 10 3 122.19 20.18 0 -10 -4 11.86 6.58 0 10 4 19.72 7.13 0 10 -4 20.12 7.95 0 -10 -5 135.46 22.54 0 10 5 135.80 23.52 0 10 -5 129.47 21.60 0 10 6 0.75 2.19 0 -10 6 -3.02 2.78 0 -10 -6 -0.66 1.65 0 -10 -7 9.47 5.80 0 10 7 4.23 4.65 0 -10 -8 16.73 11.16 0 10 8 5.78 7.57 0 11 0 1.30 1.24 0 -11 0 2.22 2.60 0 11 1 19.59 9.36 0 -11 -1 42.89 9.94 0 -11 1 18.08 6.92 0 11 -1 34.11 12.93 0 11 2 5.36 5.55 0 11 -2 8.53 4.61 0 -11 -2 14.00 7.11 0 11 3 16.10 7.81 0 -11 -3 22.96 9.50 0 11 -3 2.56 3.42 0 11 -4 2.18 4.12 0 -11 -4 -4.23 5.26 0 11 4 -2.60 4.03 0 -11 -5 14.10 8.99 0 11 5 6.72 5.59 0 11 -5 -0.06 2.75 0 11 6 3.88 4.51 0 -11 -6 12.15 8.21 0 11 7 29.79 10.53 0 -11 -7 35.07 12.72 0 11 8 0.45 4.46 0 -11 -8 17.82 10.25 0 -12 0 49.40 9.74 0 12 0 54.63 15.11 0 12 1 -2.50 1.06 0 -12 -1 -2.61 3.53 0 12 -1 -0.23 2.37 0 12 -2 -3.07 3.28 0 -12 -2 5.69 2.17 0 12 2 3.51 3.51 0 -12 -3 -2.87 2.97 0 12 3 -4.63 5.44 0 12 -3 -1.14 1.58 0 12 -4 18.02 9.96 0 12 4 12.39 8.05 0 12 5 -6.30 5.94 0 -12 -5 -7.29 7.89 0 12 -5 -2.37 3.35 0 12 6 13.61 9.88 0 -12 -6 21.17 10.60 0 -12 -7 -5.82 5.60 0 12 7 3.48 3.44 0 13 0 0.97 3.31 0 -13 -1 4.72 3.69 0 13 -1 1.29 3.43 0 13 1 -2.39 1.42 0 13 -2 34.46 10.71 0 -13 -2 50.79 12.70 0 13 2 40.02 14.38 0 -13 -3 -1.35 1.44 0 13 3 1.26 4.07 0 13 -3 -1.56 1.32 0 13 4 5.23 5.14 0 -13 -4 14.61 6.91 0 13 -4 14.48 9.55 0 13 -5 2.89 6.23 0 -13 -5 0.17 4.40 0 13 5 0.73 5.64 0 -13 -6 8.44 6.09 0 13 6 10.16 6.00 0 14 0 16.47 9.80 0 14 -1 5.74 5.21 0 14 1 4.36 3.76 0 14 2 0.72 3.80 0 14 -2 0.22 1.24 0 14 -3 6.73 7.88 0 -14 -3 -1.05 2.89 0 14 3 -1.55 1.73 0 14 4 1.07 5.05 0 -14 -4 2.81 2.83 0 14 -4 2.78 6.91 0 14 5 11.79 8.12 0 -14 -5 3.20 4.55 0 15 0 3.23 5.23 0 15 -1 -0.89 3.67 0 15 1 3.66 5.23 0 15 -2 5.27 3.80 0 15 2 3.97 6.01 0 15 3 -7.71 8.08 0 15 -3 0.77 3.16 1 0 -11 66.14 18.74 1 0 -10 -4.43 5.19 1 0 -9 25.06 10.71 -1 0 8 1.02 1.44 1 0 -8 -2.32 4.98 -1 0 7 149.01 13.63 1 0 -7 159.27 22.69 1 0 -6 -0.45 2.94 -1 0 6 -2.02 1.79 1 0 -5 99.96 15.74 -1 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7 -3 -1 85.50 15.83 -7 3 1 77.78 25.08 -7 -3 1 54.53 20.55 7 -3 0 70.38 14.33 7 3 0 72.55 14.48 -7 3 0 69.86 21.69 -7 -3 0 80.36 21.78 7 -3 1 50.45 13.15 7 3 1 53.80 12.89 -7 3 -1 25.48 12.50 -7 -3 -1 39.87 15.68 -7 -3 -2 72.07 20.69 7 -3 2 86.46 16.88 7 3 2 89.76 17.98 -7 3 -2 32.84 12.77 -7 -3 -3 -1.53 5.46 7 -3 3 3.50 1.68 7 3 3 3.49 4.41 -7 -3 -4 72.40 22.84 7 -3 4 98.84 19.46 7 3 4 91.90 20.38 7 -3 5 4.05 4.59 -7 -3 -5 -6.60 6.01 7 3 5 -2.09 3.80 7 -4 -7 -2.75 6.74 -7 -4 7 -1.28 8.79 7 -4 -6 1.69 5.22 -7 -4 6 -2.39 2.33 7 -4 -5 19.44 7.19 -7 4 5 7.13 14.26 -7 -4 5 0.60 2.83 7 -4 -4 36.95 10.79 -7 4 4 22.64 19.46 -7 -4 4 0.63 8.05 7 -4 -3 36.34 10.97 7 4 -3 53.68 12.22 -7 4 3 45.31 19.90 -7 -4 3 24.52 17.71 7 -4 -2 2.53 5.15 7 4 -2 -1.43 2.92 -7 4 2 -10.63 10.95 -7 -4 2 -2.98 6.53 7 4 -1 0.19 14.21 -7 4 1 -2.57 1.93 7 -4 -1 -4.17 4.20 -7 -4 1 0.53 4.05 7 4 0 79.39 15.03 7 -4 0 72.60 15.41 -7 4 0 30.44 17.25 -7 -4 0 56.45 21.03 7 4 1 67.45 15.04 7 -4 1 73.39 15.70 -7 -4 -1 57.23 20.12 -7 -4 -2 26.75 13.40 7 -4 2 39.31 12.14 7 4 2 31.31 10.11 -7 -4 -3 1.43 4.23 7 -4 3 2.03 4.05 7 4 3 -0.72 2.62 -7 -4 -4 42.46 16.20 7 -4 4 46.73 13.71 7 4 4 54.31 14.40 -7 -4 -5 3.49 6.25 7 -4 5 13.32 6.98 7 4 5 13.39 9.89 7 -5 -7 10.46 8.54 -7 -5 7 0.65 5.57 7 -5 -6 12.90 6.33 -7 -5 6 20.18 17.04 7 -5 -5 178.09 23.80 7 -5 -5 195.75 27.57 -7 -5 5 188.93 40.73 7 -5 -4 1.80 2.12 -7 5 4 12.15 9.88 -7 -5 4 -8.01 9.63 7 5 -3 19.18 7.68 7 -5 -3 19.43 7.97 -7 5 3 14.29 11.28 -7 -5 3 3.73 5.76 7 -5 -2 131.08 21.54 -7 5 2 80.63 27.60 7 5 -2 138.57 19.89 7 -5 -1 70.13 15.16 7 5 -1 67.99 14.28 -7 5 1 58.19 19.40 -7 -5 1 53.41 18.38 7 5 0 61.48 12.93 7 -5 0 83.11 17.01 -7 -5 0 42.82 21.00 7 5 1 18.65 8.06 7 -5 1 14.55 6.84 -7 -5 -1 16.23 9.29 -7 -5 -2 -1.24 6.13 7 -5 2 0.16 3.66 -7 -5 -3 81.68 22.21 7 5 3 103.25 20.18 7 -5 3 90.23 19.07 -7 -5 -4 5.73 8.53 7 -5 4 8.68 4.63 7 5 4 12.25 8.41 7 -6 -7 2.67 3.13 -7 -6 7 20.93 11.19 7 -6 -6 0.41 2.82 -7 -6 6 13.51 12.79 7 -6 -5 -5.39 5.61 7 -6 -5 -3.00 3.86 -7 -6 5 -5.70 6.89 7 -6 -4 1.41 1.51 -7 -6 4 8.15 10.22 7 -6 -4 -0.60 2.60 7 -6 -3 16.54 7.09 7 -6 -3 35.70 11.33 -7 -6 3 22.32 13.05 7 6 -2 9.13 5.92 7 -6 -2 0.10 0.99 -7 -6 2 6.91 5.03 7 6 -1 0.17 2.07 7 -6 -1 3.29 3.60 -7 -6 1 0.28 7.32 7 -6 0 6.07 6.76 7 6 0 4.33 5.14 -7 -6 0 3.85 5.04 -7 -6 -1 86.03 22.57 7 6 1 129.70 20.88 7 -6 1 106.20 19.32 -7 -6 -2 -0.60 3.90 7 6 2 1.16 3.46 7 -6 2 -2.04 3.89 -7 -6 -3 2.84 4.94 7 6 3 7.51 6.34 7 -6 3 15.92 7.01 -7 -6 -4 -3.63 6.86 7 6 4 -4.67 5.69 7 -6 4 1.53 3.17 7 -7 -6 26.80 9.93 7 -7 -6 19.43 8.43 -7 -7 6 28.43 19.14 7 -7 -5 23.93 8.90 7 -7 -5 29.89 9.94 -7 -7 5 6.00 7.90 7 -7 -4 38.98 12.46 -7 -7 4 21.93 15.71 7 -7 -3 42.17 12.14 -7 -7 3 6.17 11.61 7 7 -2 3.22 3.94 7 -7 -2 2.01 0.93 -7 -7 2 4.75 7.74 7 -7 -1 137.11 23.07 7 7 -1 137.32 20.59 7 7 0 11.59 6.28 7 -7 0 6.42 3.32 -7 -7 0 6.24 12.27 -7 -7 -1 5.66 6.77 7 -7 1 6.13 4.11 7 7 1 7.41 3.06 -7 -7 -2 7.22 6.32 7 7 2 12.97 7.24 7 -7 2 3.06 2.30 -7 -7 -3 34.43 15.71 7 7 3 39.54 13.87 7 -7 3 41.90 13.44 7 -8 -5 1.19 1.25 -7 -8 5 -1.72 1.10 7 -8 -4 -0.29 3.36 -7 -8 4 3.14 3.74 7 -8 -3 60.12 14.98 -7 -8 3 52.66 23.07 7 -8 -2 9.94 6.88 -7 -8 2 -5.16 6.05 7 8 -1 0.83 1.14 7 -8 -1 -0.49 1.42 7 8 0 4.12 4.64 7 -8 0 1.17 2.32 -7 -8 0 -7.25 8.29 -7 -8 -1 15.07 8.61 7 8 1 29.21 10.77 7 -8 1 22.12 9.96 -7 -8 -2 38.32 14.80 7 -8 2 33.22 11.75 7 8 2 34.37 12.33 7 -9 -4 -1.23 3.00 -7 -9 4 1.28 7.71 7 -9 -3 4.45 3.38 -7 -9 3 4.05 3.04 7 -9 -2 14.12 8.17 -7 -9 2 10.38 6.28 7 -9 -1 0.89 3.42 -7 -9 1 11.03 9.31 7 9 -1 2.06 3.68 7 9 0 29.80 10.64 7 -9 0 32.28 11.97 7 9 1 2.77 1.42 7 -9 1 2.56 3.31 -8 0 6 14.03 19.80 -8 0 5 -9.53 7.85 -8 0 4 0.59 8.36 8 0 -3 5.97 4.54 -8 0 3 9.75 11.55 8 0 -2 252.64 26.82 -8 0 2 114.34 31.87 8 0 -1 1.65 1.80 -8 0 1 2.60 3.86 -8 0 0 14.79 11.77 8 0 0 26.36 9.54 8 0 1 2.56 2.94 -8 0 -1 3.29 8.39 8 0 2 85.71 17.79 -8 0 -2 62.18 23.62 8 0 3 7.70 6.05 -8 0 -3 -7.83 8.88 -8 1 6 -1.45 10.86 -8 -1 6 -14.31 8.88 -8 1 5 -10.45 14.09 -8 -1 5 -12.37 17.31 8 -1 -4 93.92 15.59 -8 1 4 44.38 27.68 -8 -1 4 88.79 28.01 8 -1 -3 2.02 3.10 -8 1 3 4.46 5.60 8 1 -3 4.81 5.10 -8 -1 3 -3.75 5.11 8 -1 -2 3.69 3.65 8 1 -2 0.45 2.14 -8 -1 2 4.01 9.47 8 -1 -1 30.88 9.16 8 1 -1 31.89 9.72 -8 1 1 21.17 13.90 -8 -1 1 5.59 5.74 8 -1 0 82.46 16.68 8 1 0 89.40 16.72 -8 1 0 14.48 12.68 -8 -1 0 20.16 11.62 8 -1 1 5.13 5.99 8 1 1 3.38 1.33 -8 1 -1 2.73 3.38 -8 -1 -1 4.96 5.82 8 1 2 1.25 3.09 -8 1 -2 -5.99 4.91 -8 -1 -2 -5.47 6.01 8 -1 2 2.52 3.65 8 1 3 37.06 12.33 8 -1 3 36.29 12.40 -8 -1 -3 16.07 10.73 -8 2 6 30.11 21.34 -8 -2 6 15.18 13.04 -8 2 5 20.97 14.87 -8 -2 5 10.46 12.95 8 -2 -4 -1.98 3.56 -8 2 4 -3.61 8.61 -8 -2 4 -0.13 10.50 8 -2 -3 108.04 17.43 8 2 -3 99.28 17.78 -8 2 3 45.36 22.61 -8 -2 3 60.97 23.56 8 -2 -2 30.17 9.86 8 2 -2 31.16 9.21 -8 2 2 11.95 14.65 -8 -2 2 34.33 18.02 8 -2 -1 69.48 14.84 8 2 -1 57.17 14.08 -8 2 1 48.23 20.10 -8 -2 1 39.20 16.36 8 -2 0 -0.68 3.43 8 2 0 8.19 6.82 -8 2 0 10.02 9.36 -8 -2 0 1.84 6.05 8 -2 1 16.36 6.73 8 2 1 14.92 8.27 -8 2 -1 -1.43 2.10 -8 -2 -1 10.68 8.48 8 -2 2 38.40 12.36 8 2 2 31.63 10.82 -8 -2 -2 14.90 10.60 8 -2 3 64.92 16.22 8 2 3 77.28 18.73 -8 -2 -3 43.80 17.03 -8 3 6 -8.46 14.07 -8 -3 6 13.15 9.69 -8 3 5 33.77 24.68 -8 -3 5 21.05 19.23 -8 3 4 -9.36 11.23 -8 -3 4 -7.71 12.41 8 -3 -3 51.01 12.93 -8 3 3 29.37 21.35 -8 -3 3 23.76 17.98 8 -3 -2 -2.23 4.69 8 3 -2 7.02 5.08 -8 3 2 13.49 12.15 -8 -3 2 -4.82 6.10 8 -3 -1 109.54 18.89 8 3 -1 110.40 19.38 -8 3 1 44.13 20.43 -8 -3 1 33.32 17.91 8 -3 0 8.52 6.40 8 3 0 6.47 5.18 -8 3 0 2.73 6.43 -8 -3 0 5.75 4.51 8 -3 1 104.34 19.97 8 3 1 105.95 20.03 -8 -3 -1 122.60 31.18 8 -3 2 18.59 9.21 8 3 2 8.78 5.43 -8 -3 -2 9.73 6.84 -8 -3 -3 15.65 10.66 8 -3 3 37.47 12.27 8 3 3 30.56 12.49 -8 4 5 18.48 15.12 -8 -4 5 1.15 2.66 -8 4 4 9.07 11.76 8 -4 -4 -8.01 7.93 -8 -4 4 14.05 9.51 8 -4 -3 58.67 13.30 -8 4 3 63.90 27.76 -8 -4 3 5.19 13.16 8 4 -2 16.57 7.94 8 -4 -2 6.33 5.81 -8 4 2 8.61 10.81 -8 -4 2 3.38 7.72 8 4 -1 18.52 6.69 8 -4 -1 15.18 7.70 -8 -4 1 19.18 15.45 8 4 0 6.12 5.58 8 -4 0 7.30 6.55 -8 -4 0 1.40 4.96 8 -4 1 54.35 14.12 8 4 1 58.12 14.99 -8 -4 -1 26.40 18.64 8 -4 2 9.54 6.57 8 4 2 -0.12 3.38 8 -5 -5 5.09 5.17 -8 -5 5 -2.38 3.08 8 -5 -4 25.37 10.17 -8 5 4 29.41 21.59 -8 -5 4 2.99 15.20 -8 -5 3 11.74 13.91 8 -5 -3 6.30 4.91 8 5 -2 4.19 5.19 8 -5 -2 3.31 3.20 -8 -5 2 -6.63 10.12 8 5 -1 24.05 8.97 8 -5 -1 29.42 10.63 8 5 0 49.13 13.85 8 -5 0 46.58 13.18 -8 -5 0 20.72 15.54 8 5 1 39.83 13.06 8 -5 1 24.40 9.13 8 5 2 13.14 7.74 8 -5 2 4.67 3.37 8 -6 -4 1.26 3.38 -8 -6 4 1.72 8.69 8 -6 -3 2.70 5.07 -8 -6 3 6.01 6.88 8 -6 -2 90.92 19.25 -8 -6 2 18.84 18.99 8 6 -1 14.02 7.84 8 -6 -1 11.40 6.64 -8 -6 1 14.66 13.09 8 6 0 -0.98 3.36 8 -6 0 -13.06 7.41 -8 -6 0 -1.02 8.00 8 6 1 3.38 5.14 8 -6 1 1.92 2.05 8 -7 -2 1.43 3.56 -8 -7 2 3.13 12.33 8 -7 -1 6.91 3.83 8 7 -1 11.37 6.82 -8 -7 1 15.51 10.32 -9 0 2 -4.10 14.40 9 0 -2 -2.91 4.04 0 0 0 0.00 0.00 TITL x1011a in P2(1)/n REM P2(1)/n (#14 in standard setting) CELL 0.71073 6.944046 12.135412 8.828325 90.0000 98.8878 90.0000 ZERR 3.00 0.000754 0.001592 0.001144 0.0000 0.0114 0.0000 LATT 1 SYMM -x+1/2, y+1/2,-z+1/2 SFAC C H N O UNIT 33.00 30.00 3.00 3.00 TREF HKLF 4 END _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' ; _shelx_hkl_checksum 28468 _shelx_res_file ; TITL x1011a_a.res in P2(1)/n x1011a.res created by SHELXL-2018/1 at 09:16:14 on 25-Mar-2019 REM Old TITL x1011a in P2(1)/n REM SHELXT solution in P2(1)/n REM R1 0.323, Rweak 0.204, Alpha 0.015, Orientation as input REM Formula found by SHELXT: C5 N2 O2 CELL 0.71073 6.944 12.1354 8.8283 90 98.888 90 ZERR 4 0.0008 0.0016 0.0011 0 0.011 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O S UNIT 20 32 8 4 4 EQIV $1 1-X,1-Y,-Z EQIV $2 1+X,+Y,+Z L.S. 10 PLAN 20 SIZE 0.2 0.2 0.05 TEMP -100.15 HTAB N2 N1_$1 HTAB N2 O1_$2 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.047200 0.183300 FVAR 0.93803 S1 5 0.656264 0.331471 0.366742 11.00000 0.03587 0.06169 = 0.03903 0.01362 -0.00427 0.00476 N1 3 0.410482 0.428965 0.150879 11.00000 0.03190 0.04511 = 0.04089 0.00834 0.00190 0.00312 C1 1 0.597831 0.414898 0.205029 11.00000 0.03346 0.04132 = 0.03159 -0.00181 0.00049 0.00462 O1 4 0.116204 0.377099 0.211673 11.00000 0.03054 0.07520 = 0.07294 0.02220 -0.00132 0.00139 N2 3 0.735019 0.462467 0.141928 11.00000 0.03304 0.05599 = 0.04477 0.01088 0.00398 0.00434 C2 1 0.294649 0.373842 0.235891 11.00000 0.03236 0.04592 = 0.04121 0.00462 -0.00164 0.00175 C3 1 0.398003 0.302280 0.366827 11.00000 0.03836 0.04388 = 0.03567 0.00678 -0.00015 0.00082 C4 1 0.356454 0.181473 0.326890 11.00000 0.06926 0.04550 = 0.04977 0.00582 -0.00333 -0.00328 AFIX 137 H4A 2 0.397060 0.164898 0.227865 11.00000 -1.50000 H4B 2 0.216548 0.167200 0.320696 11.00000 -1.50000 H4C 2 0.429051 0.134683 0.406444 11.00000 -1.50000 AFIX 0 C5 1 0.333708 0.334190 0.518100 11.00000 0.06297 0.06264 = 0.04278 0.00128 0.01430 0.00422 AFIX 137 H5A 2 0.399628 0.286989 0.600194 11.00000 -1.50000 H5B 2 0.192333 0.324760 0.510091 11.00000 -1.50000 H5C 2 0.367769 0.411367 0.541405 11.00000 -1.50000 AFIX 0 H2A 2 0.868412 0.452631 0.169756 11.00000 0.06312 H2B 2 0.695125 0.507012 0.047244 11.00000 0.07644 HKLF 4 REM x1011a_a.res in P2(1)/n REM R1 = 0.0509 for 1126 Fo > 4sig(Fo) and 0.0857 for all 1681 data REM 92 parameters refined using 0 restraints END WGHT 0.0472 0.1833 REM Highest difference peak 0.261, deepest hole -0.353, 1-sigma level 0.062 Q1 1 0.3662 0.3232 0.2846 11.00000 0.05 0.26 Q2 1 0.7520 0.2537 0.2944 11.00000 0.05 0.26 Q3 1 0.6594 0.2163 0.3858 11.00000 0.05 0.23 Q4 1 0.3728 0.4590 0.0726 11.00000 0.05 0.23 Q5 1 0.6978 0.3779 0.4461 11.00000 0.05 0.22 Q6 1 0.9713 0.4744 0.3345 11.00000 0.05 0.21 Q7 1 0.7924 0.5995 -0.0051 11.00000 0.05 0.20 Q8 1 0.4417 0.4172 0.1330 11.00000 0.05 0.20 Q9 1 0.5279 0.1700 0.3910 11.00000 0.05 0.20 Q10 1 0.6182 0.2863 0.2816 11.00000 0.05 0.20 Q11 1 0.8230 0.3312 0.4167 11.00000 0.05 0.20 Q12 1 0.0833 0.2405 0.2640 11.00000 0.05 0.20 Q13 1 0.3688 0.4063 0.1824 11.00000 0.05 0.19 Q14 1 -0.0407 0.1780 0.4124 11.00000 0.05 0.19 Q15 1 0.6260 0.3791 0.2808 11.00000 0.05 0.18 Q16 1 0.6824 0.4571 0.3970 11.00000 0.05 0.18 Q17 1 0.0082 0.3746 0.5218 11.00000 0.05 0.18 Q18 1 0.0981 0.4189 0.0741 11.00000 0.05 0.18 Q19 1 0.3984 0.4308 0.4243 11.00000 0.05 0.17 Q20 1 0.2193 0.1523 0.3788 11.00000 0.05 0.17 ; _shelx_res_checksum 25635 loop_ _space_group_symop_operation_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' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy S S1 0.65626(10) 0.33147(7) 0.36674(8) 0.0466(3) Uani d 1 N N1 0.4105(3) 0.42897(19) 0.1509(3) 0.0397(6) Uani d 1 C C1 0.5978(4) 0.4149(2) 0.2050(3) 0.0359(6) Uani d 1 O O1 0.1162(3) 0.3771(2) 0.2117(3) 0.0605(7) Uani d 1 N N2 0.7350(4) 0.4625(2) 0.1419(3) 0.0448(6) Uani d 1 C C2 0.2946(4) 0.3738(2) 0.2359(3) 0.0406(7) Uani d 1 C C3 0.3980(4) 0.3023(2) 0.3668(3) 0.0399(7) Uani d 1 C C4 0.3565(5) 0.1815(2) 0.3269(4) 0.0562(9) Uani d 1 H H4A 0.397060 0.164898 0.227865 0.084 Uiso calc 1 H H4B 0.216548 0.167200 0.320696 0.084 Uiso calc 1 H H4C 0.429051 0.134683 0.406444 0.084 Uiso calc 1 C C5 0.3337(5) 0.3342(3) 0.5181(4) 0.0555(9) Uani d 1 H H5A 0.399628 0.286989 0.600194 0.083 Uiso calc 1 H H5B 0.192333 0.324760 0.510091 0.083 Uiso calc 1 H H5C 0.367769 0.411367 0.541405 0.083 Uiso calc 1 H H2A 0.868(5) 0.453(3) 0.170(4) 0.063(10) Uiso d 1 H H2B 0.695(5) 0.507(3) 0.047(4) 0.076(11) Uiso d 1 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 S1 0.0359(4) 0.0617(5) 0.0390(4) 0.0048(3) -0.0043(3) 0.0136(3) N1 0.0319(12) 0.0451(14) 0.0409(13) 0.0031(10) 0.0019(10) 0.0083(11) C1 0.0335(14) 0.0413(15) 0.0316(14) 0.0046(12) 0.0005(11) -0.0018(12) O1 0.0305(11) 0.0752(16) 0.0729(16) 0.0014(10) -0.0013(11) 0.0222(13) N2 0.0330(13) 0.0560(16) 0.0448(15) 0.0043(12) 0.0040(11) 0.0109(12) C2 0.0324(14) 0.0459(16) 0.0412(16) 0.0017(13) -0.0016(12) 0.0046(13) C3 0.0384(15) 0.0439(16) 0.0357(15) 0.0008(12) -0.0002(12) 0.0068(12) C4 0.069(2) 0.0455(19) 0.0498(19) -0.0033(16) -0.0033(17) 0.0058(14) C5 0.063(2) 0.063(2) 0.0428(18) 0.0042(17) 0.0143(16) 0.0013(15) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 S1 C3 90.49(12) C1 N1 C2 111.7(2) N1 C1 S1 117.4(2) N2 C1 S1 120.7(2) N2 C1 N1 121.8(2) C1 N2 H2A 126(2) C1 N2 H2B 118(2) H2A N2 H2B 115(3) N1 C2 C3 116.6(2) O1 C2 N1 123.9(3) O1 C2 C3 119.5(3) C2 C3 S1 103.59(19) C4 C3 S1 109.7(2) C4 C3 C2 108.7(2) C5 C3 S1 111.8(2) C5 C3 C2 110.5(2) C5 C3 C4 112.1(3) C3 C4 H4A 109.5 C3 C4 H4B 109.5 C3 C4 H4C 109.5 H4A C4 H4B 109.5 H4A C4 H4C 109.5 H4B C4 H4C 109.5 C3 C5 H5A 109.5 C3 C5 H5B 109.5 C3 C5 H5C 109.5 H5A C5 H5B 109.5 H5A C5 H5C 109.5 H5B C5 H5C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 C1 1.746(3) S1 C3 1.828(3) N1 C1 1.326(3) N1 C2 1.358(4) C1 N2 1.310(4) O1 C2 1.225(3) N2 H2A 0.93(3) N2 H2B 1.00(4) C2 C3 1.533(4) C3 C4 1.525(4) C3 C5 1.522(4) C4 H4A 0.9800 C4 H4B 0.9800 C4 H4C 0.9800 C5 H5A 0.9800 C5 H5B 0.9800 C5 H5C 0.9800 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N2 H2A O1 1_655 0.93(3) 1.93(4) 2.820(3) 159(3) yes N2 H2B N1 3_665 1.00(4) 1.95(4) 2.938(3) 170(3) yes _cod_database_fobs_code 1551062