#============================================================================== data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 10 _journal_issue 4 _journal_year 2019 _journal_page_first 367 _journal_page_last 375 #=============================================================================== _audit_creation_method 'APEX2 v2012.4-3' _publ_requested_journal ? _publ_contact_author_name ? _publ_contact_author_address ; ; _publ_contact_author_email ? _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ; ; _publ_section_abstract ; ; _publ_section_references ; ; _publ_section_comment ; ; data_I _chemical_name_systematic ? _chemical_name_common K26 _chemical_formula_moiety ? _chemical_formula_sum 'C10 H7 N2 O2' _chemical_formula_iupac ? _chemical_formula_weight 187.18 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.9956(10) _cell_length_b 9.8917(18) _cell_length_c 10.810(3) _cell_angle_alpha 94.167(15) _cell_angle_beta 94.979(19) _cell_angle_gamma 98.953(15) _cell_volume 418.83(16) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2074 _cell_measurement_theta_min 4.1209 _cell_measurement_theta_max 65.8111 _cell_measurement_temperature 296.(2) _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 194 _exptl_absorpt_coefficient_mu 0.887 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.44 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ; _diffrn_ambient_temperature 296.(2) _diffrn_source ? _diffrn_source_type ? _diffrn_radiation_type ? _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_monochromator ? _diffrn_measurement_device_type 'Bruker X8 Prospector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 5469 _diffrn_reflns_av_R_equivalents 0.0633 _diffrn_reflns_av_sigmaI/netI 0.0724 _diffrn_reflns_theta_min 5.86 _diffrn_reflns_theta_max 66.62 _diffrn_reflns_theta_full 66.62 _diffrn_measured_fraction_theta_max 0.960 _diffrn_measured_fraction_theta_full 0.960 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _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. ; _reflns_number_total 1420 _reflns_number_gt 993 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1314 _refine_ls_R_factor_gt 0.1055 _refine_ls_wR_factor_gt 0.3206 _refine_ls_wR_factor_ref 0.3620 _refine_ls_goodness_of_fit_ref 1.422 _refine_ls_restrained_S_all 1.422 _refine_ls_number_reflns 1420 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.434 _refine_diff_density_min -0.334 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Instrument Service v2012.4.0.0' _computing_cell_refinement 'SAINT V8.18C (Bruker AXS Inc., 2011)' _computing_data_reduction 'SAINT V8.18C (Bruker AXS Inc., 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N N2 0.3302(11) 0.4334(3) 0.6354(4) 0.0600(12) Uani d . 1 . . O O2 0.6398(13) 0.1133(4) 0.3607(4) 0.0880(14) Uani d . 1 . . O O3 0.7470(12) 0.3156(4) 0.2876(4) 0.0827(14) Uani d . 1 . . N N1 0.2784(11) 0.3005(4) 0.6624(4) 0.0613(12) Uani d . 1 . . C C1 -0.1080(16) 0.1919(6) 0.9938(6) 0.0765(16) Uani d . 1 . . H H1 -0.1899 0.1667 1.0681 0.092 Uiso calc R 1 . . C C2 -0.1663(14) 0.1002(5) 0.8909(6) 0.0730(15) Uani d . 1 . . H H5 -0.2936 0.0139 0.8952 0.088 Uiso calc R 1 . . C C3 -0.0381(13) 0.1340(5) 0.7801(5) 0.0693(15) Uani d . 1 . . H H2 -0.0724 0.0706 0.7105 0.083 Uiso calc R 1 . . C C4 0.1415(12) 0.2640(5) 0.7759(5) 0.0586(13) Uani d . 1 . . C C5 0.4618(12) 0.4338(4) 0.5262(4) 0.0566(12) Uani d . 1 . . C C6 0.0688(16) 0.3200(6) 0.9885(5) 0.0758(16) Uani d . 1 . . H H4 0.1033 0.3824 1.0587 0.091 Uiso calc R 1 . . C C7 0.1981(14) 0.3580(5) 0.8790(5) 0.0696(15) Uani d . 1 . . H H3 0.3207 0.4454 0.8751 0.083 Uiso calc R 1 . . C C8 0.3757(12) 0.2183(4) 0.5725(4) 0.0590(13) Uani d . 1 . . H H6 0.364 0.1236 0.5719 0.071 Uiso calc R 1 . . C C9 0.4954(12) 0.2977(4) 0.4816(5) 0.0603(13) Uani d . 1 . . C C10 0.6294(14) 0.2358(5) 0.3729(5) 0.0671(14) Uani d . 1 . . H H7 0.732(17) 0.422(8) 0.315(6) 0.101 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 N2 0.084(3) 0.0306(19) 0.072(2) 0.0172(16) 0.0197(19) 0.0149(17) O2 0.128(3) 0.0384(19) 0.104(3) 0.0197(19) 0.034(2) 0.0096(18) O3 0.135(4) 0.045(2) 0.079(2) 0.027(2) 0.043(2) 0.0161(17) N1 0.081(3) 0.038(2) 0.072(2) 0.0150(17) 0.021(2) 0.0220(18) C1 0.096(4) 0.056(3) 0.088(4) 0.023(3) 0.031(3) 0.027(3) C2 0.081(3) 0.049(3) 0.098(4) 0.013(2) 0.030(3) 0.033(3) C3 0.084(3) 0.042(2) 0.086(3) 0.011(2) 0.015(3) 0.022(2) C4 0.072(3) 0.043(2) 0.068(3) 0.0194(19) 0.016(2) 0.020(2) C5 0.069(3) 0.036(2) 0.069(3) 0.0141(18) 0.014(2) 0.012(2) C6 0.098(4) 0.059(3) 0.078(3) 0.023(3) 0.026(3) 0.016(3) C7 0.090(4) 0.043(2) 0.081(3) 0.012(2) 0.024(3) 0.019(2) C8 0.075(3) 0.033(2) 0.073(3) 0.0125(18) 0.014(2) 0.017(2) C9 0.079(3) 0.034(2) 0.071(3) 0.0125(19) 0.013(2) 0.015(2) C10 0.090(3) 0.037(2) 0.078(3) 0.013(2) 0.015(3) 0.018(2) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N2 C5 . 1.334(6) ? N2 N1 . 1.356(5) ? O2 C10 . 1.217(6) ? O3 C10 . 1.326(6) ? O3 H7 . 1.09(8) ? N1 C8 . 1.344(7) ? N1 C4 . 1.433(6) ? C1 C6 . 1.359(8) ? C1 C2 . 1.362(9) ? C1 H1 . 0.93 ? C2 C3 . 1.386(8) ? C2 H5 . 0.93 ? C3 C4 . 1.378(7) ? C3 H2 . 0.93 ? C4 C7 . 1.377(8) ? C5 C9 . 1.427(6) ? C5 C5 2_666 1.465(9) ? C6 C7 . 1.386(7) ? C6 H4 . 0.93 ? C7 H3 . 0.93 ? C8 C9 . 1.374(6) ? C8 H6 . 0.93 ? C9 C10 . 1.466(8) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 N2 N1 . . 106.0(4) ? C10 O3 H7 . . 110.(4) ? C8 N1 N2 . . 111.1(4) ? C8 N1 C4 . . 128.5(4) ? N2 N1 C4 . . 120.4(4) ? C6 C1 C2 . . 120.5(5) ? C6 C1 H1 . . 119.8 ? C2 C1 H1 . . 119.8 ? C1 C2 C3 . . 120.8(5) ? C1 C2 H5 . . 119.6 ? C3 C2 H5 . . 119.6 ? C4 C3 C2 . . 118.2(5) ? C4 C3 H2 . . 120.9 ? C2 C3 H2 . . 120.9 ? C7 C4 C3 . . 121.4(5) ? C7 C4 N1 . . 119.6(4) ? C3 C4 N1 . . 119.0(5) ? N2 C5 C9 . . 110.5(4) ? N2 C5 C5 . 2_666 117.3(5) ? C9 C5 C5 . 2_666 132.2(6) ? C1 C6 C7 . . 120.4(5) ? C1 C6 H4 . . 119.8 ? C7 C6 H4 . . 119.8 ? C4 C7 C6 . . 118.7(5) ? C4 C7 H3 . . 120.6 ? C6 C7 H3 . . 120.6 ? N1 C8 C9 . . 108.5(4) ? N1 C8 H6 . . 125.7 ? C9 C8 H6 . . 125.7 ? C8 C9 C5 . . 103.9(4) ? C8 C9 C10 . . 120.7(4) ? C5 C9 C10 . . 135.3(4) ? O2 C10 O3 . . 119.6(5) ? O2 C10 C9 . . 121.2(5) ? O3 C10 C9 . . 119.2(4) ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 N2 N1 C8 . . . . 0.2(5) ? C5 N2 N1 C4 . . . . 179.2(4) ? C6 C1 C2 C3 . . . . 1.9(9) ? C1 C2 C3 C4 . . . . -1.8(8) ? C2 C3 C4 C7 . . . . 1.0(7) ? C2 C3 C4 N1 . . . . 179.5(4) ? C8 N1 C4 C7 . . . . 150.5(5) ? N2 N1 C4 C7 . . . . -28.3(6) ? C8 N1 C4 C3 . . . . -28.1(7) ? N2 N1 C4 C3 . . . . 153.1(4) ? N1 N2 C5 C9 . . . . 0.1(5) ? N1 N2 C5 C5 . . . 2_666 179.1(5) ? C2 C1 C6 C7 . . . . -1.3(9) ? C3 C4 C7 C6 . . . . -0.3(8) ? N1 C4 C7 C6 . . . . -178.9(4) ? C1 C6 C7 C4 . . . . 0.5(8) ? N2 N1 C8 C9 . . . . -0.3(6) ? C4 N1 C8 C9 . . . . -179.2(4) ? N1 C8 C9 C5 . . . . 0.3(5) ? N1 C8 C9 C10 . . . . 178.2(4) ? N2 C5 C9 C8 . . . . -0.2(5) ? C5 C5 C9 C8 2_666 . . . -179.1(6) ? N2 C5 C9 C10 . . . . -177.6(5) ? C5 C5 C9 C10 2_666 . . . 3.6(11) ? C8 C9 C10 O2 . . . . -0.4(8) ? C5 C9 C10 O2 . . . . 176.6(5) ? C8 C9 C10 O3 . . . . -179.2(5) ? C5 C9 C10 O3 . . . . -2.1(9) ?