#------------------------------------------------------------------------------ #$Date: 2024-08-07 00:33:12 +0300 (Wed, 07 Aug 2024) $ #$Revision: 293973 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/31/25/2312559.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_2312559 loop_ _publ_author_name 'Kumar, Anil' 'Jha, Kunal Kumar' 'Olech, Barbara' 'Goral, Tomasz' 'Malinska, Maura' 'Woźniak, Krzysztof' 'Dominiak, Paulina Maria' _publ_section_title ; TAAM refinement on high-resolution experimental and simulated 3D ED/MicroED data for organic molecules. ; _journal_coeditor_code EQ3017 _journal_issue 'Pt 7' _journal_name_full 'Acta crystallographica. Section C, Structural chemistry' _journal_page_first 264 _journal_page_last 277 _journal_paper_doi 10.1107/S2053229624005357 _journal_volume 80 _journal_year 2024 _chemical_formula_iupac 'C2 H5 N O2' _chemical_formula_moiety 'C2 H5 N O2' _chemical_formula_sum 'C2 H5 N O2' _chemical_formula_weight 75.067 _chemical_name_systematic ; \a-Glycine ; _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' _atom_sites_solution_primary iterative _audit_creation_method ; Olex2 1.5-alpha (compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535) ; _cell_angle_alpha 90 _cell_angle_beta 113.1(13) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 5.11(10) _cell_length_b 11.81(10) _cell_length_c 5.44(8) _cell_measurement_reflns_used 1424 _cell_measurement_temperature 81.00 _cell_measurement_theta_max 1.2750 _cell_measurement_theta_min 0.1430 _cell_volume 302(8) _computing_cell_refinement ; CrysAlis PRO (Rigaku OD, 2024) ; _computing_data_collection ; CrysAlis PRO (Rigaku OD, 2024) ; _computing_data_reduction ; CrysAlis PRO (Rigaku OD, 2024) ; _computing_molecular_graphics ; OLEX2 (Dolomanov et al., 2009) ; _computing_publication_material ; OLEX2 (Dolomanov et al., 2009) ; _computing_structure_refinement ; olex2.refine (Bourhis et al., 2015) ; _computing_structure_solution ; olex2.solve (Bourhis et al., 2015) ; _diffrn_ambient_temperature 81.00 _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 0.7119 _diffrn_measured_fraction_theta_max 0.7101 _diffrn_measurement_device 'ThermoFisher 200kV Glacios TEM with CetaD CMOS' _diffrn_measurement_method 'continuous rotation electron diffraction' _diffrn_radiation_monochromator none _diffrn_radiation_probe electron _diffrn_radiation_type electron _diffrn_radiation_wavelength 0.02510 _diffrn_reflns_av_R_equivalents 0.1661 _diffrn_reflns_av_unetI/netI 0.1400 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 3755 _diffrn_reflns_theta_full 0.8629 _diffrn_reflns_theta_max 1.28 _diffrn_reflns_theta_min 0.16 _diffrn_source 'electron diffractometer' _exptl_absorpt_coefficient_mu 0.000 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.70201 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (CrysAlis PRO; Rigaku OD, 2024) ; _exptl_crystal_density_diffrn 1.650 _exptl_crystal_description Plate _exptl_crystal_F_000 53.492 _refine_diff_density_max 0.3205 _refine_diff_density_min -0.4111 _refine_ls_goodness_of_fit_ref 1.1566 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 66 _refine_ls_number_reflns 1274 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.1566 _refine_ls_R_factor_all 0.2027 _refine_ls_R_factor_gt 0.1596 _refine_ls_shift/su_max 0.0007 _refine_ls_shift/su_mean 0.0002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.2P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3578 _refine_ls_wR_factor_ref 0.3931 _reflns_number_gt 777 _reflns_number_total 1274 _reflns_threshold_expression I>=2u(I) _iucr_refine_instructions_details ; TITL gly_657_gain_2 REM P2(1)/n (#4 in standard setting) REM SFAC C H N O CELL 0.0251 5.110683 11.813016 5.441831 90 113.1194 90 ZERR 4 0.09975 0.101274 0.083772 0 1.3475 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C 0.731 36.995 1.195 11.297 0.456 2.814 0.125 0.346 0 0 0 0 0.77 12.011 SFAC H 0.375 15.495 0.141 4.126 0.022 0.025 -0.101 46.884 0 0 0 0 0.32 1.008 SFAC N 0.572 28.846 1.042 9.054 0.465 2.421 0.131 0.317 0 0 0 0 0.75 14.007 SFAC O 0.455 23.78 0.917 7.622 0.472 2.144 0.138 0.296 0 0 0 0 0.73 15.999 UNIT 8 20 4 8 TEMP -192.15 CONF MORE -1 BOND $H list 3 ACTA SHEL 100 0.56 WGHT 0.2 FVAR 48.466533 REM REM REM O2 4 0.19609 0.40538 0.26376 11.00000 0.01060 0.01704 0.00395 = 0.00170 0.00351 0.00255 C2 1 0.43798 0.35422 0.71172 11.00000 0.00957 0.00783 0.00569 = 0.00083 0.00270 0.00191 O1 4 0.65411 0.35902 0.39419 11.00000 0.01045 0.01944 0.00628 = -0.00079 0.00377 -0.00028 N1 3 0.20264 0.41143 0.75926 11.00000 0.01127 0.01246 0.00594 = -0.00020 0.00440 0.00190 C1 1 0.42816 0.37542 0.43359 11.00000 0.00601 0.01238 0.00424 = -0.00043 0.00180 0.00081 H1 2 0.64800 0.38131 0.85405 11.00000 0.02202 H2 2 0.43127 0.26500 0.75046 11.00000 0.01999 H3 2 0.01284 0.38411 0.62618 11.00000 0.02058 H5 2 0.21622 0.39690 0.95968 11.00000 0.01473 H4 2 0.20099 0.49579 0.72152 11.00000 0.01752 HKLF 4 END Q1 1 0 0.375 0.95 11 0.05 0.32 Q2 1 0.166667 0.35 0.5 11 0.05 0.31 Q3 1 0.5 0.25 0.6 11 0.05 0.29 Q4 1 0.222222 0.35 1 11 0.05 0.29 Q5 1 0.388889 0.55 0.8 11 0.05 0.28 REM The information below was added by Olex2. REM REM R1 = 0.1596 for 777 Fo > 4sig(Fo) and 0.2027 for all 1274 data REM 66 parameters refined using 0 restraints REM Highest difference peak 0.3205, deepest hole -0.4111 REM Mean Shift 0.0002, Max Shift 0.0007. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.2027 REM R1_gt = 0.1596 REM wR_ref = 0.3931 REM GOOF = 1.1566 REM Shift_max = 0.0007 REM Shift_mean = 0.0002 REM Reflections_all = 1274 REM Reflections_gt = 777 REM Parameters = 66 REM Hole = -0.434 REM Peak = 0.366 REM Flack = n/a ; _cod_data_source_file eq3017.cif _cod_data_source_block aGlyIAM _cod_original_cell_volume 302(9) _cod_original_sg_symbol_Hall '-P 2ybc (x-z,y,z)' _cod_database_code 2312559 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x+1/2,y+1/2,-z+1/2 3 -x,-y,-z 4 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_occupancy O O2 0.1961(5) 0.4054(3) 0.2638(5) 0.0103(5) Uani 1.000000 C C2 0.4380(7) 0.3542(3) 0.7117(6) 0.0078(6) Uani 1.000000 O O1 0.6541(5) 0.3590(3) 0.3942(5) 0.0119(6) Uani 1.000000 N N1 0.2026(6) 0.4114(3) 0.7593(5) 0.0096(6) Uani 1.000000 C C1 0.4282(6) 0.3754(3) 0.4336(6) 0.0076(6) Uani 1.000000 H H1 0.648(5) 0.381(3) 0.854(5) 0.022(4) Uiso 1.000000 H H2 0.431(4) 0.265(2) 0.750(4) 0.020(4) Uiso 1.000000 H H3 0.013(5) 0.384(2) 0.626(5) 0.021(4) Uiso 1.000000 H H5 0.216(4) 0.3969(19) 0.960(4) 0.015(3) Uiso 1.000000 H H4 0.201(4) 0.496(2) 0.722(4) 0.018(4) Uiso 1.000000 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 O2 0.0106(10) 0.0170(16) 0.0040(9) 0.0026(7) 0.0035(8) 0.0017(7) C2 0.0096(11) 0.0078(18) 0.0057(12) 0.0019(9) 0.0027(10) 0.0008(8) O1 0.0104(10) 0.0194(17) 0.0063(10) -0.0003(8) 0.0038(9) -0.0008(7) N1 0.0113(11) 0.0125(17) 0.0059(11) 0.0019(8) 0.0044(9) -0.0002(8) C1 0.0060(11) 0.0124(19) 0.0042(11) 0.0008(9) 0.0018(9) -0.0004(9) loop_ _atom_type_symbol _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_dispersion_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.73100 1.19500 0.45600 0.12500 36.99500 11.29700 2.81400 0.34600 0.00000 custom 0.00000 0.00000 'Custom 4-Gaussian' H 0.37500 0.14100 0.02200 -0.10100 15.49500 4.12600 0.02500 46.88400 0.00000 custom 0.00000 0.00000 'Custom 4-Gaussian' N 0.57200 1.04200 0.46500 0.13100 28.84600 9.05400 2.42100 0.31700 0.00000 custom 0.00000 0.00000 'Custom 4-Gaussian' O 0.45500 0.91700 0.47200 0.13800 23.78000 7.62200 2.14400 0.29600 0.00000 custom 0.00000 0.00000 'Custom 4-Gaussian' loop_ _diffrn_refln_index_h _diffrn_refln_index_k _diffrn_refln_index_l 0 -16 -5 0 -15 -5 0 -15 -6 0 -14 -5 0 -14 -6 0 -13 -5 0 -13 -6 0 -12 -4 0 -12 -5 0 -12 -6 0 -12 -7 0 -11 -4 0 -11 -5 0 -11 -6 0 -11 -7 0 -10 -4 0 -10 -5 0 -10 -6 0 -10 -7 0 -9 -4 0 -9 -5 0 -9 -6 0 -9 -7 0 -9 -8 0 -8 -3 0 -8 -4 0 -8 -5 0 -8 -6 0 -8 -7 0 -8 -8 0 -7 -3 0 -7 -4 0 -7 -5 0 -7 -8 0 -6 -2 0 -6 -3 0 -6 -4 0 -6 -5 0 -6 -6 0 -6 -7 0 -6 -8 0 -5 -2 0 -5 -3 0 -5 -4 0 -5 -5 0 -5 -6 0 -5 -7 0 -5 -8 0 -4 -2 0 -4 -3 0 -4 -4 0 -4 -5 0 -4 -6 0 -4 -7 0 -4 -8 0 -3 -2 0 -3 -3 0 -3 -4 0 -3 -5 0 -3 -6 0 -3 -7 0 -3 7 0 -3 8 0 -3 -8 0 -2 -1 0 -2 -2 0 -2 -4 0 -2 -5 0 -2 5 0 -2 6 0 -2 -6 0 -2 -7 0 -2 -8 0 -2 8 0 -1 -2 0 -1 -3 0 -1 -4 0 -1 5 0 -1 -5 0 -1 -6 0 -1 6 0 -1 7 0 -1 -7 0 -1 -8 0 -1 8 0 0 -1 0 0 1 0 0 -2 0 0 2 0 0 -3 0 0 3 0 0 4 0 0 -4 0 0 5 0 0 -5 0 0 6 0 0 -6 0 0 7 0 0 -7 0 0 -8 0 0 8 0 1 2 0 1 3 0 1 -4 0 1 4 0 1 5 0 1 -5 0 1 6 0 1 -6 0 1 7 0 1 -7 0 1 8 0 1 -8 0 2 2 0 2 3 0 2 4 0 2 5 0 2 6 0 2 7 0 2 8 0 3 2 0 3 3 0 3 4 0 3 5 0 3 6 0 3 7 0 3 8 0 4 2 0 4 3 0 4 4 0 4 5 0 4 6 0 4 7 0 4 8 0 5 2 0 5 3 0 5 4 0 5 5 0 5 6 0 5 7 0 5 8 0 6 2 0 6 3 0 6 4 0 6 5 0 6 6 0 6 7 0 6 8 0 7 3 0 7 4 0 7 5 0 7 6 0 7 7 0 7 8 0 8 3 0 8 4 0 8 5 0 8 6 0 8 7 0 8 8 0 9 3 0 9 4 0 9 5 0 9 6 0 9 7 0 9 8 0 10 4 0 10 5 0 10 6 0 10 7 0 11 4 0 11 5 0 11 6 0 11 7 0 12 5 0 12 6 0 12 7 0 13 5 0 13 6 0 14 5 0 14 6 0 15 6 1 -16 -6 1 -16 -5 1 -15 -6 1 -15 -5 -1 -15 -5 1 -14 -6 1 -14 -5 -1 -14 -5 -1 -14 -6 1 -13 -7 1 -13 -6 1 -13 -5 1 -13 -4 -1 -13 -5 -1 -13 -6 1 -12 -7 1 -12 -6 1 -12 -5 1 -12 -4 -1 -12 -5 -1 -12 -6 1 -11 -7 1 -11 -6 1 -11 -5 1 -11 -4 -1 -11 -4 -1 -11 -5 -1 -11 -6 -1 -11 -7 1 -10 -8 1 -10 -7 1 -10 -6 1 -10 -5 1 -10 -4 1 -10 -3 -1 -10 -4 -1 -10 -5 -1 -10 -6 -1 -10 -7 1 -9 -8 1 -9 -7 1 -9 -6 1 -9 -5 1 -9 -4 1 -9 -3 -1 -9 -4 -1 -9 -5 -1 -9 -6 -1 -9 -7 1 -8 -8 1 -8 -7 1 -8 -6 1 -8 -5 1 -8 -4 1 -8 -3 -1 -8 -3 -1 -8 -4 -1 -8 -5 -1 -8 -6 1 -7 -8 -1 -7 8 1 -7 -7 -1 -7 7 1 -7 -6 1 -7 -5 1 -7 -4 1 -7 -3 -1 -7 -3 -1 -7 -4 -1 -7 -5 -1 -7 -6 -1 -7 -7 -1 -6 8 1 -6 -8 -1 -6 7 1 -6 -7 -1 -6 6 1 -6 -6 -1 -6 5 1 -6 -5 1 -6 -4 1 -6 -3 1 -6 -2 -1 -6 -3 -1 -6 -4 -1 -6 -5 -1 -6 -6 -1 -6 -7 -1 -6 -8 -1 -5 9 1 -5 -9 1 -5 -8 -1 -5 8 1 -5 -7 -1 -5 7 -1 -5 6 1 -5 -6 1 -5 -5 -1 -5 5 1 -5 -4 -1 -5 4 -1 -5 3 1 -5 -3 1 -5 -2 -1 -5 -2 -1 -5 -3 -1 -5 -4 -1 -5 -5 -1 -5 -6 -1 -5 -7 -1 -5 -8 -1 -4 9 1 -4 -9 -1 -4 8 1 -4 -8 1 -4 -7 -1 -4 7 -1 -4 6 1 -4 -6 -1 -4 5 1 -4 -5 -1 -4 4 1 -4 -4 1 -4 -3 -1 -4 3 -1 -4 2 1 -4 -2 -1 -4 1 -1 -4 0 -1 -4 -2 -1 -4 -3 -1 -4 -4 -1 -4 -5 -1 -4 -6 -1 -4 -7 1 -3 -9 -1 -3 9 -1 -3 8 1 -3 -8 1 -3 -7 -1 -3 7 1 -3 -6 -1 -3 6 1 -3 -5 -1 -3 5 -1 -3 4 1 -3 -4 1 -3 -3 -1 -3 3 1 -3 -2 -1 -3 2 1 -3 -1 -1 -3 1 -1 -3 0 -1 -3 -1 -1 -3 -6 -1 -3 -7 -1 -3 -8 1 -2 -9 -1 -2 9 1 -2 -8 -1 -2 8 1 -2 -7 -1 -2 7 -1 -2 6 1 -2 -6 1 -2 -5 -1 -2 5 1 -2 -4 -1 -2 4 1 -2 -3 -1 -2 3 1 -2 -2 -1 -2 2 -1 -2 1 1 -2 -1 1 -1 -9 -1 -1 9 -1 -1 8 1 -1 -8 -1 -1 7 1 -1 -7 1 -1 -6 -1 -1 6 -1 -1 5 1 -1 -5 1 -1 -4 -1 -1 4 -1 -1 3 1 -1 -3 -1 -1 2 1 -1 -2 -1 -1 1 1 -1 -1 -1 -1 0 -1 0 9 1 0 -9 -1 0 8 1 0 -8 -1 0 7 1 0 -7 -1 0 6 1 0 -6 -1 0 5 1 0 -5 -1 0 4 1 0 -4 -1 0 3 1 0 -3 1 0 -2 -1 0 2 -1 0 1 1 0 -1 1 0 0 -1 0 0 1 1 -9 -1 1 9 -1 1 8 1 1 -8 -1 1 7 1 1 -7 -1 1 6 1 1 -6 1 1 -5 -1 1 5 1 1 -4 -1 1 4 1 1 -3 -1 1 3 -1 1 2 1 1 -2 -1 1 1 1 1 -1 1 1 7 1 1 8 1 2 -9 -1 2 9 1 2 -8 -1 2 8 -1 2 7 1 2 -7 1 2 -6 -1 2 6 1 2 -5 -1 2 5 1 2 -4 -1 2 4 -1 2 3 1 2 -3 1 2 -2 -1 2 2 -1 2 1 1 2 -1 1 2 6 1 2 7 1 2 8 1 3 -9 -1 3 9 -1 3 8 1 3 -8 -1 3 7 1 3 -7 -1 3 6 1 3 -6 -1 3 5 1 3 -5 -1 3 4 1 3 -4 -1 3 3 1 3 -3 -1 3 2 1 3 -2 1 3 -1 -1 3 1 1 3 0 1 3 3 1 3 4 1 3 5 1 3 6 1 3 7 1 3 8 1 4 -9 -1 4 9 -1 4 8 1 4 -8 1 4 -7 -1 4 7 1 4 -6 -1 4 6 -1 4 5 1 4 -5 -1 4 4 1 4 -4 -1 4 3 1 4 -3 -1 4 2 1 4 -2 1 4 -1 1 4 0 1 4 2 1 4 3 1 4 4 1 4 5 1 4 6 1 4 7 1 4 8 -1 5 9 1 5 -9 -1 5 8 1 5 -8 1 5 -7 -1 5 7 -1 5 6 1 5 -6 -1 5 5 1 5 -5 1 5 -4 -1 5 4 -1 5 3 1 5 -3 -1 5 2 1 5 2 1 5 3 1 5 4 1 5 5 1 5 6 1 5 7 1 5 8 -1 6 8 1 6 -8 -1 6 7 -1 6 6 -1 6 5 -1 6 4 -1 6 3 -1 6 2 1 6 3 1 6 4 1 6 5 1 6 6 1 6 7 1 6 8 -1 7 8 -1 7 7 -1 7 6 -1 7 5 -1 7 4 -1 7 3 1 7 3 1 7 4 1 7 5 1 7 6 1 7 7 -1 8 8 -1 8 7 -1 8 6 -1 8 5 -1 8 4 -1 8 3 1 8 3 1 8 4 1 8 5 1 8 6 1 8 7 -1 9 8 -1 9 7 -1 9 6 -1 9 5 -1 9 4 -1 9 3 1 9 4 1 9 5 1 9 6 1 9 7 -1 10 8 -1 10 7 -1 10 6 -1 10 5 -1 10 4 1 10 4 1 10 5 1 10 6 1 10 7 -1 11 7 -1 11 6 -1 11 5 -1 11 4 1 11 4 1 11 5 1 11 6 1 11 7 -1 12 7 -1 12 6 -1 12 5 -1 12 4 1 12 5 1 12 6 -1 13 7 -1 13 6 -1 13 5 1 13 5 1 13 6 -1 14 6 -1 14 5 1 14 5 1 14 6 -1 15 6 -1 15 5 -1 16 6 2 -17 -5 2 -16 -6 2 -16 -5 2 -15 -6 2 -15 -5 2 -14 -7 2 -14 -6 2 -14 -5 2 -14 -4 -2 -14 -5 2 -13 -7 2 -13 -6 2 -13 -5 -2 -13 -5 2 -12 -7 2 -12 -6 2 -12 -5 2 -12 -4 -2 -12 -5 2 -11 -8 -2 -11 8 2 -11 -7 -2 -11 7 2 -11 -6 2 -11 -5 2 -11 -4 -2 -11 -4 -2 -11 -5 -2 -11 -6 2 -10 -8 -2 -10 8 2 -10 -7 -2 -10 7 2 -10 -6 -2 -10 6 2 -10 -5 -2 -10 5 2 -10 -4 2 -10 -3 -2 -10 -4 -2 -10 -5 2 -9 -8 -2 -9 8 2 -9 -7 -2 -9 7 -2 -9 6 2 -9 -6 -2 -9 5 2 -9 -5 2 -9 -4 -2 -9 4 2 -9 -3 -2 -9 3 -2 -9 2 -2 -9 -4 -2 -9 -5 -2 -9 -6 2 -8 -8 -2 -8 8 -2 -8 7 2 -8 -7 2 -8 -6 -2 -8 6 -2 -8 5 2 -8 -5 2 -8 -4 -2 -8 4 -2 -8 3 2 -8 -3 -2 -8 2 -2 -8 1 -2 -8 0 -2 -8 -1 -2 -8 -4 -2 -8 -6 -2 -8 -7 -2 -7 9 2 -7 -8 -2 -7 7 2 -7 -7 2 -7 -6 -2 -7 6 -2 -7 5 2 -7 -5 -2 -7 4 2 -7 -4 -2 -7 3 2 -7 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8 8 -1 8 9 -5 8 9 -4 8 9 -3 -8 9 2 8 9 -2 9 -3 -4 -9 -3 4 9 -2 -4 -9 -2 4 9 -2 -3 -9 -2 3 9 -1 -5 -9 -1 5 9 -1 -4 -9 -1 4 9 -1 -3 -9 -1 3 -9 0 5 9 0 -5 -9 0 4 9 0 -4 -9 0 3 9 0 -3 -9 1 5 9 1 -5 -9 1 4 9 1 -4 -9 1 3 9 1 -3 -9 2 4 9 2 -4 -9 2 3 9 2 -3 -9 3 4 9 3 -4 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 C1 C2 N1 . . 112.7(3) ? H1 C2 N1 . . 112.2(13) ? H1 C2 C1 . . 107.3(11) ? H2 C2 N1 . . 108.7(10) ? H2 C2 C1 . . 111.5(11) ? H2 C2 H1 . . 104.2(19) ? H3 N1 C2 . . 110.2(13) ? H5 N1 C2 . . 111.6(11) ? H5 N1 H3 . . 109.7(16) ? H4 N1 C2 . . 110.7(10) ? H4 N1 H3 . . 104(2) ? H4 N1 H5 . . 110.6(16) ? C2 C1 O2 . . 116.1(3) ? O1 C1 O2 . . 126.0(3) ? O1 C1 C2 . . 117.9(3) ? 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 O2 C1 . 1.23(3) ? C2 N1 . 1.49(2) ? C2 C1 . 1.52(2) ? C2 H1 . 1.10(3) ? C2 H2 . 1.08(3) ? O1 C1 . 1.27(2) ? N1 H3 . 1.01(3) ? N1 H5 . 1.08(2) ? N1 H4 . 1.02(3) ? 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 O2 C1 C2 N1 . . . . -20.7(4) ?