#------------------------------------------------------------------------------ #$Date: 2025-08-18 13:40:47 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301773 $ #$URL: svn://www.crystallography.net/cod/cif/1/10/09/1100937.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_1100937 loop_ _publ_author_name 'Becker, Gerd' 'Brombach, Heike' 'Horner, Stephen T.' 'Niecke, Edgar' 'Schwarz, Wolfgang' 'Streubel, Rainer' 'W\"urthwein, Ernst-Ulrich' _publ_contact_author ; Gerd Becker Institut fuer Anorganische Chemie Universitaet Stuttgart 70569 Stuttgart Germany ; _publ_contact_author_email becker@iac.uni-stuttgart.de _publ_contact_author_fax '(+49 711) 685 4241' _publ_contact_author_phone '(+49 711) 685 4221' _publ_section_title ; Synthesis and Structure of K^+^[^i^PrN\\db C\\db P]^-^, a 1-Aza-3\l^3^-phospha-3-allenide ; _journal_coden_ASTM INOCAJ _journal_issue 9 _journal_name_full 'Inorganic Chemistry' _journal_page_first 3080 _journal_page_last 3086 _journal_paper_doi 10.1021/ic048162+ _journal_volume 44 _journal_year 2005 _chemical_formula_moiety 'C16 H31 K N O6 P' _chemical_formula_sum 'C16 H31 K N O6 P' _chemical_formula_weight 403.48 _chemical_melting_point ? _space_group_IT_number 31 _space_group_name_Hall 'P 2ac -2' _space_group_name_H-M_alt 'P m n 21' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac -2' _symmetry_space_group_name_H-M 'P m n 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 14.3655(19) _cell_length_b 8.8715(12) _cell_length_c 8.4647(16) _cell_measurement_reflns_used ? _cell_measurement_temperature 173(2) _cell_measurement_theta_max ? _cell_measurement_theta_min ? _cell_volume 1078.8(3) _diffrn_ambient_temperature 173(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 2 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 4133 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 29.99 _diffrn_reflns_theta_min 2.30 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _exptl_absorpt_coefficient_mu 0.348 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description tablet _exptl_crystal_F_000 432 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _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. ; _refine_diff_density_max 0.418 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.048 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(6) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 124 _refine_ls_number_reflns 2027 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.984 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0369 _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^)+(0.0551P)^2^+0.0559P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0904 _refine_ls_wR_factor_ref 0.0994 _reflns_number_gt 1625 _reflns_number_total 2027 _reflns_threshold_expression >2sigma(I) _cod_database_code 1100937 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y, z+1/2' '-x, y, z' 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 K K 0.0000 0.88567(7) 0.43691(9) 0.03461(17) Uani 1 2 d S . . O1 O 0.0000 0.5612(3) 0.4578(4) 0.0409(6) Uani 1 2 d S . . C11 C 0.0822(2) 0.5203(3) 0.5436(4) 0.0482(7) Uani 1 1 d . . . H11A H 0.0830 0.4100 0.5616 0.058 Uiso 1 1 calc R . . H11B H 0.0824 0.5710 0.6478 0.058 Uiso 1 1 calc R . . C12 C 0.16631(17) 0.5658(3) 0.4521(5) 0.0471(7) Uani 1 1 d . . . H12A H 0.2231 0.5263 0.5038 0.056 Uiso 1 1 calc R . . H12B H 0.1631 0.5240 0.3438 0.056 Uiso 1 1 calc R . . O2 O 0.16947(11) 0.72595(18) 0.4461(3) 0.0421(4) Uani 1 1 d . . . C21 C 0.24732(19) 0.7792(3) 0.3592(4) 0.0445(7) Uani 1 1 d . . . H21A H 0.2423 0.7475 0.2474 0.053 Uiso 1 1 calc R . . H21B H 0.3055 0.7370 0.4035 0.053 Uiso 1 1 calc R . . C22 C 0.24868(18) 0.9488(3) 0.3702(4) 0.0455(7) Uani 1 1 d . . . H22A H 0.2488 0.9807 0.4823 0.055 Uiso 1 1 calc R . . H22B H 0.3054 0.9891 0.3189 0.055 Uiso 1 1 calc R . . O3 O 0.16736(12) 1.00496(18) 0.2923(2) 0.0371(4) Uani 1 1 d . . . C31 C 0.16528(17) 1.1651(3) 0.2921(4) 0.0413(6) Uani 1 1 d . . . H31A H 0.2226 1.2052 0.2427 0.050 Uiso 1 1 calc R . . H31B H 0.1617 1.2033 0.4018 0.050 Uiso 1 1 calc R . . C32 C 0.08152(18) 1.2152(3) 0.2004(4) 0.0393(6) Uani 1 1 d . . . H32A H 0.0826 1.3260 0.1873 0.047 Uiso 1 1 calc R . . H32B H 0.0820 1.1685 0.0942 0.047 Uiso 1 1 calc R . . O4 O 0.0000 1.1714(3) 0.2833(3) 0.0347(5) Uani 1 2 d S . . P P 0.0000 1.14012(11) 0.73791(13) 0.0425(2) Uani 1 2 d S . . C C 0.0000 0.9656(4) 0.7863(4) 0.0351(7) Uani 1 2 d S . . N N 0.0000 0.8270(4) 0.8107(5) 0.0685(13) Uani 1 2 d S . . C1 C 0.0000 0.7700(5) 0.9772(6) 0.0763(17) Uani 1 2 d S . . H1A H 0.0000 0.8597 1.0487 0.092 Uiso 1 2 calc SR . . C2 C 0.0842(3) 0.6863(7) 1.0079(7) 0.131(2) Uani 1 1 d . . . H2A H 0.0836 0.6495 1.1170 0.196 Uiso 1 1 calc R . . H2B H 0.1383 0.7521 0.9922 0.196 Uiso 1 1 calc R . . H2C H 0.0880 0.6005 0.9352 0.196 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 K 0.0350(3) 0.0285(3) 0.0404(4) -0.0018(4) 0.000 0.000 O1 0.0500(13) 0.0309(10) 0.0418(15) 0.0075(12) 0.000 0.000 C11 0.0629(16) 0.0340(12) 0.0478(16) 0.0058(12) -0.0053(14) 0.0097(12) C12 0.0504(14) 0.0336(10) 0.0572(17) 0.0021(14) -0.0087(15) 0.0109(10) O2 0.0409(8) 0.0317(7) 0.0537(11) -0.0039(10) -0.0036(11) 0.0032(6) C21 0.0312(11) 0.0442(12) 0.0582(19) -0.0086(14) -0.0097(11) 0.0043(11) C22 0.0335(11) 0.0433(12) 0.0597(19) -0.0071(13) -0.0108(13) -0.0034(11) O3 0.0328(8) 0.0322(8) 0.0464(10) -0.0045(8) -0.0066(7) -0.0030(6) C31 0.0404(12) 0.0330(10) 0.0505(15) -0.0014(13) -0.0046(12) -0.0104(10) C32 0.0399(13) 0.0355(12) 0.0426(14) 0.0054(11) 0.0019(11) -0.0108(10) O4 0.0363(12) 0.0358(11) 0.0321(13) 0.0043(11) 0.000 0.000 P 0.0504(6) 0.0371(4) 0.0400(5) 0.0058(5) 0.000 0.000 C 0.0382(17) 0.0423(17) 0.0249(15) 0.0037(15) 0.000 0.000 N 0.134(4) 0.0357(16) 0.0357(19) 0.0067(17) 0.000 0.000 C1 0.146(5) 0.041(2) 0.043(3) 0.010(2) 0.000 0.000 C2 0.064(2) 0.226(6) 0.101(4) 0.097(5) -0.028(3) -0.025(3) 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 K O2 119.53(7) 4 . ? O2 K O4 117.38(4) 4 . ? O2 K O4 117.38(4) . . ? O2 K O1 59.76(4) 4 . ? O2 K O1 59.76(4) . . ? O4 K O1 156.35(9) . . ? O2 K O3 58.57(5) 4 4 ? O2 K O3 155.78(7) . 4 ? O4 K O3 58.82(4) . 4 ? O1 K O3 112.98(4) . 4 ? O2 K O3 155.78(7) 4 . ? O2 K O3 58.57(5) . . ? O4 K O3 58.82(4) . . ? O1 K O3 112.98(4) . . ? O3 K O3 112.11(8) 4 . ? O2 K C 95.18(6) 4 . ? O2 K C 95.18(6) . . ? O4 K C 103.69(9) . . ? O1 K C 99.96(9) . . ? O3 K C 109.01(5) 4 . ? O3 K C 109.01(5) . . ? O2 K N 83.75(6) 4 . ? O2 K N 83.75(6) . . ? O4 K N 126.51(9) . . ? O1 K N 77.14(9) . . ? O3 K N 118.43(5) 4 . ? O3 K N 118.43(5) . . ? C K N 22.82(10) . . ? O2 K P 108.23(5) 4 . ? O2 K P 108.23(5) . . ? O4 K P 75.62(6) . . ? O1 K P 128.02(7) . . ? O3 K P 94.25(4) 4 . ? O3 K P 94.25(4) . . ? C K P 28.06(7) . . ? N K P 50.88(7) . . ? C11 O1 C11 111.0(3) . 4 ? C11 O1 K 106.50(15) . . ? C11 O1 K 106.50(15) 4 . ? O1 C11 C12 109.6(3) . . ? O1 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? O1 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? O2 C12 C11 108.4(2) . . ? O2 C12 H12A 110.0 . . ? C11 C12 H12A 110.0 . . ? O2 C12 H12B 110.0 . . ? C11 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? C21 O2 C12 112.1(2) . . ? C21 O2 K 119.93(14) . . ? C12 O2 K 118.40(13) . . ? O2 C21 C22 108.1(2) . . ? O2 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? O2 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? O3 C22 C21 108.0(2) . . ? O3 C22 H22A 110.1 . . ? C21 C22 H22A 110.1 . . ? O3 C22 H22B 110.1 . . ? C21 C22 H22B 110.1 . . ? H22A C22 H22B 108.4 . . ? C31 O3 C22 111.44(19) . . ? C31 O3 K 110.37(15) . . ? C22 O3 K 110.82(16) . . ? O3 C31 C32 108.3(2) . . ? O3 C31 H31A 110.0 . . ? C32 C31 H31A 110.0 . . ? O3 C31 H31B 110.0 . . ? C32 C31 H31B 110.0 . . ? H31A C31 H31B 108.4 . . ? O4 C32 C31 109.0(2) . . ? O4 C32 H32A 109.9 . . ? C31 C32 H32A 109.9 . . ? O4 C32 H32B 109.9 . . ? C31 C32 H32B 109.9 . . ? H32A C32 H32B 108.3 . . ? C32 O4 C32 111.2(3) 4 . ? C32 O4 K 117.99(14) 4 . ? C32 O4 K 117.99(14) . . ? C P K 63.27(13) . . ? N C P 174.7(4) . . ? N C K 86.1(3) . . ? P C K 88.66(14) . . ? C N C1 119.3(4) . . ? C N K 71.1(2) . . ? C1 N K 169.6(3) . . ? C2 C1 C2 114.0(5) 4 . ? C2 C1 N 110.1(3) 4 . ? C2 C1 N 110.1(3) . . ? C2 C1 H1A 107.5 4 . ? C2 C1 H1A 107.5 . . ? N C1 H1A 107.5 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? 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 K O2 2.8179(16) 4 ? K O2 2.8179(16) . ? K O4 2.849(3) . ? K O1 2.884(2) . ? K O3 2.8981(19) 4 ? K O3 2.8981(19) . ? K C 3.041(4) . ? K N 3.207(4) . ? K P 3.4040(14) . ? O1 C11 1.434(3) . ? O1 C11 1.434(3) 4 ? C11 C12 1.491(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O2 1.423(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? O2 C21 1.419(4) . ? C21 C22 1.508(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O3 1.431(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? O3 C31 1.421(3) . ? C31 C32 1.499(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 O4 1.419(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? O4 C32 1.419(3) 4 ? P C 1.602(4) . ? C N 1.247(5) . ? N C1 1.498(6) . ? C1 C2 1.443(6) 4 ? C1 C2 1.443(6) . ? C1 H1A 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 K O1 C11 -149.5(2) 4 . . . ? O2 K O1 C11 30.97(19) . . . . ? O4 K O1 C11 120.75(19) . . . . ? O3 K O1 C11 -174.95(18) 4 . . . ? O3 K O1 C11 56.5(2) . . . . ? C K O1 C11 -59.25(19) . . . . ? N K O1 C11 -59.25(19) . . . . ? P K O1 C11 -59.25(19) . . . . ? O2 K O1 C11 -30.97(19) 4 . . 4 ? O2 K O1 C11 149.5(2) . . . 4 ? O4 K O1 C11 -120.75(19) . . . 4 ? O3 K O1 C11 -56.5(2) 4 . . 4 ? O3 K O1 C11 174.95(18) . . . 4 ? C K O1 C11 59.25(19) . . . 4 ? N K O1 C11 59.25(19) . . . 4 ? P K O1 C11 59.25(19) . . . 4 ? C11 O1 C11 C12 -179.41(17) 4 . . . ? K O1 C11 C12 -63.9(2) . . . . ? O1 C11 C12 O2 66.9(3) . . . . ? C11 C12 O2 C21 -179.4(2) . . . . ? C11 C12 O2 K -33.1(4) . . . . ? O2 K O2 C21 144.84(16) 4 . . . ? O4 K O2 C21 -7.9(2) . . . . ? O1 K O2 C21 145.3(2) . . . . ? O3 K O2 C21 66.5(2) 4 . . . ? O3 K O2 C21 -7.07(18) . . . . ? C K O2 C21 -116.2(2) . . . . ? N K O2 C21 -136.0(2) . . . . ? P K O2 C21 -90.8(2) . . . . ? O2 K O2 C12 1.2(3) 4 . . . ? O4 K O2 C12 -151.5(2) . . . . ? O1 K O2 C12 1.7(3) . . . . ? O3 K O2 C12 -77.1(3) 4 . . . ? O3 K O2 C12 -150.7(3) . . . . ? C K O2 C12 100.2(3) . . . . ? N K O2 C12 80.4(3) . . . . ? P K O2 C12 125.6(2) . . . . ? C12 O2 C21 C22 -175.7(3) . . . . ? K O2 C21 C22 38.6(3) . . . . ? O2 C21 C22 O3 -64.9(3) . . . . ? C21 C22 O3 C31 -177.7(2) . . . . ? C21 C22 O3 K 58.9(3) . . . . ? O2 K O3 C31 115.75(19) 4 . . . ? O2 K O3 C31 -151.42(18) . . . . ? O4 K O3 C31 27.75(17) . . . . ? O1 K O3 C31 -177.24(17) . . . . ? O3 K O3 C31 53.71(19) 4 . . . ? C K O3 C31 -67.07(18) . . . . ? N K O3 C31 -89.84(18) . . . . ? P K O3 C31 -42.62(17) . . . . ? O2 K O3 C22 -120.30(19) 4 . . . ? O2 K O3 C22 -27.47(16) . . . . ? O4 K O3 C22 151.70(18) . . . . ? O1 K O3 C22 -53.29(18) . . . . ? O3 K O3 C22 177.66(13) 4 . . . ? C K O3 C22 56.88(17) . . . . ? N K O3 C22 34.11(18) . . . . ? P K O3 C22 81.33(16) . . . . ? C22 O3 C31 C32 176.6(2) . . . . ? K O3 C31 C32 -59.8(3) . . . . ? O3 C31 C32 O4 66.4(3) . . . . ? C31 C32 O4 C32 -179.50(16) . . . 4 ? C31 C32 O4 K -38.6(3) . . . . ? O2 K O4 C32 -7.5(2) 4 . . 4 ? O2 K O4 C32 145.78(18) . . . 4 ? O1 K O4 C32 69.13(19) . . . 4 ? O3 K O4 C32 -6.72(18) 4 . . 4 ? O3 K O4 C32 145.0(2) . . . 4 ? C K O4 C32 -110.87(19) . . . 4 ? N K O4 C32 -110.87(19) . . . 4 ? P K O4 C32 -110.87(19) . . . 4 ? O2 K O4 C32 -145.78(18) 4 . . . ? O2 K O4 C32 7.5(2) . . . . ? O1 K O4 C32 -69.13(19) . . . . ? O3 K O4 C32 -145.0(2) 4 . . . ? O3 K O4 C32 6.72(18) . . . . ? C K O4 C32 110.87(19) . . . . ? N K O4 C32 110.87(19) . . . . ? P K O4 C32 110.87(19) . . . . ? O2 K P C 65.45(5) 4 . . . ? O2 K P C -65.45(5) . . . . ? O3 K P C 123.71(4) 4 . . . ? O3 K P C -123.71(4) . . . . ? O2 K C N 60.17(4) 4 . . . ? O2 K C N -60.17(4) . . . . ? O3 K C N 118.67(4) 4 . . . ? O3 K C N -118.67(4) . . . . ? O2 K C P -119.83(4) 4 . . . ? O2 K C P 119.83(4) . . . . ? O3 K C P -61.33(4) 4 . . . ? O3 K C P 61.33(4) . . . . ? O2 K N C -119.64(4) 4 . . . ? O2 K N C 119.64(4) . . . . ? O3 K N C -70.62(6) 4 . . . ? O3 K N C 70.62(6) . . . . ? O2 K N C1 60.36(4) 4 . . . ? O2 K N C1 -60.36(4) . . . . ? O3 K N C1 109.38(6) 4 . . . ? O3 K N C1 -109.38(6) . . . . ? C N C1 C2 116.8(4) . . . 4 ? K N C1 C2 -63.2(4) . . . 4 ? C N C1 C2 -116.8(4) . . . . ? K N C1 C2 63.2(4) . . . . ? loop_ _cod_changelog_entry_id _cod_changelog_entry_author _cod_changelog_entry_date _cod_changelog_entry_text 1 'Vaitkus, Antanas' 2021-10-24T01:00:00+03:00 'Updated bibliographic information.' loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139036878