#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/69/2006955.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_2006955 loop_ _publ_author_name '\"Ulk\"u, Din\, cer ' 'Tahir, M. Nawaz' 'Demir, Ayhan S.' 'Aksoy-\,Cam, Hilal' _publ_section_title ; Ethyl (E)-2-Furyl-2-(hydroxyimino)acetate ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 94 _journal_page_last 95 _journal_paper_doi 10.1107/S0108270197009852 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C8 H9 N O4' _chemical_formula_sum 'C8 H9 N O4' _chemical_formula_weight 183.165 _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 90.00 _cell_angle_beta 92.868(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.4880(11) _cell_length_b 11.4945(13) _cell_length_c 16.6699(15) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295 _cell_measurement_theta_max 21.13 _cell_measurement_theta_min 11.70 _cell_volume 858.9(2) _computing_data_collection 'CAD4 EXPRESS (Enraf-Nonius, 1993)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'MolEN version of ORTEPII (Johnson, 1976)' _computing_publication_material MolEN _computing_structure_refinement 'LSFM MolEN' _computing_structure_solution 'SIR MolEN' _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 2439 _diffrn_reflns_theta_max 28.06 _diffrn_reflns_theta_min 2.32 _diffrn_standards_decay_% 1.24 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type none _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.4164 _exptl_crystal_density_meas ? _exptl_crystal_description prism _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.201 _refine_diff_density_min -0.334 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 0.91 _refine_ls_hydrogen_treatment 'H atoms riding, see text' _refine_ls_number_parameters 118 _refine_ls_number_reflns 1168 _refine_ls_R_factor_obs .061 _refine_ls_shift/esd_max 0.00011 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ; w = 1/[\sF^2^ + (0.02F)^2^ + 1.0] except w = 0 if F^2^ < \s(F^2^) ; _refine_ls_wR_factor_obs .063 _reflns_number_observed 1168 _reflns_number_total 2174 _reflns_observed_criterion I>\s(I) _cod_data_source_file sk1113.cif _cod_data_source_block METUAYNA _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 858.9(3) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2006955 loop_ _symmetry_equiv_pos_as_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_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 _atom_site_aniso_type_symbol O1 .0880(10) .0370(10) .0870(10) -.0070(10) .0460(10) .0020(10) O O2 .0730(10) .0450(10) .0690(10) .0040(10) .0410(10) .0030(10) O O3 .108(2) .0450(10) .0800(10) -.0040(10) .0600(10) .0050(10) O O4 .0750(10) .0360(10) .0720(10) .0020(10) .0430(10) .0030(10) O N1 .0560(10) .0410(10) .0540(10) .0000(10) .0240(10) .0010(10) N C1 .052(2) .0400(10) .051(2) -.0040(10) .0170(10) .0030(10) C C2 .106(3) .048(2) .083(2) .004(2) .053(2) .002(2) C C3 .113(3) .039(2) .090(2) .004(2) .043(2) -.002(2) C C4 .097(2) .035(2) .090(2) -.005(2) .039(2) .004(2) C C5 .049(2) .0380(10) .0470(10) -.0010(10) .0140(10) .0030(10) C C6 .054(2) .0390(10) .051(2) -.0050(10) .0190(10) .0020(10) C C7 .068(2) .044(2) .065(2) .006(2) .026(2) -.004(2) C C8 .098(3) .041(2) .092(3) .004(2) .036(2) -.002(2) C loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol O1 .9737(6) .3139(2) .33960(10) .0693(6) Ueq . . O O2 .4560(5) .1454(2) .49740(10) .0611(6) Ueq . . O O3 1.1111(6) .0961(2) .29430(10) .0758(8) Ueq . . O O4 .9329(5) -.0491(2) .36560(10) .0597(6) Ueq . . O N1 .6312(6) .0797(2) .4485(2) .0496(6) Ueq . . N C1 .7934(7) .2648(3) .3939(2) .0472(10) Ueq . . C C2 .6598(9) .3501(3) .4329(2) .0774(14) Ueq . . C C3 .7616(9) .4570(3) .4033(2) .0794(14) Ueq . . C C4 .9467(9) .4312(3) .3475(2) .0729(12) Ueq . . C C5 .7843(7) .1391(3) .3996(2) .0443(8) Ueq . . C C6 .9632(7) .0621(3) .3466(2) .0475(10) Ueq . . C C7 1.0978(8) -.1329(3) .3193(2) .0582(12) Ueq . . C C8 1.0074(9) -.2510(3) .3461(2) .0760(16) Ueq . . C H2 .521 .340 .474 .0963 Uiso . . H H2' .416 .086 .535 .0760 Uiso . . H H3 .707 .533 .420 .0988 Uiso . . H H4 1.049 .487 .317 .0937 Uiso . . H H71 1.307 -.118 .335 .0785 Uiso . . H H72 1.031 -.120 .265 .0785 Uiso . . H H81 1.101 -.312 .317 .0988 Uiso . . H H82 1.061 -.260 .402 .0988 Uiso . . H H83 .814 -.263 .331 .0988 Uiso . . H 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 C1 O1 C4 106.6(3) yes N1 O2 H2' 97.2 no C6 O4 C7 116.7(2) yes O2 N1 C5 114.8(2) yes O1 C1 C2 108.4(3) ? O1 C1 C5 118.3(3) yes C2 C1 C5 133.3(3) yes C1 C2 C3 107.9(3) ? C1 C2 H2 125.6 no C3 C2 H2 126.4 no C2 C3 C4 106.2(3) ? C2 C3 H3 126.9 no C4 C3 H3 126.8 no O1 C4 C3 110.8(3) ? O1 C4 H4 124.4 no C3 C4 H4 124.8 no N1 C5 C1 126.0(3) yes N1 C5 C6 112.1(3) yes C1 C5 C6 121.9(3) yes O3 C6 O4 124.1(3) ? O3 C6 C5 124.8(3) yes O4 C6 C5 111.1(3) yes O4 C7 C8 106.9(3) yes O4 C7 H71 104.6 no O4 C7 H72 104.9 no C8 C7 H71 110.8 no C8 C7 H72 110.3 no H71 C7 H72 118.4 no C7 C8 H81 112.7 no C7 C8 H82 109.3 no C7 C8 H83 108.9 no H81 C8 H82 108.1 no H81 C8 H83 101.2 no H82 C8 H83 116.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . . 1.366(4) yes O1 C4 . . 1.361(4) yes O2 N1 . . 1.384(3) yes O2 H2' . . .949 no O3 C6 . . 1.187(4) yes O4 C6 . . 1.326(4) yes O4 C7 . . 1.459(4) yes N1 C5 . . 1.289(4) yes C1 C2 . . 1.335(5) yes C1 C5 . . 1.449(4) yes C2 C3 . . 1.410(5) yes C2 H2 . . .95 no C3 C4 . . 1.311(6) yes C3 H3 . . .95 no C4 H4 . . .95 no C5 C6 . . 1.509(4) yes C7 C8 . . 1.492(5) yes C7 H71 . . .978 no C7 H72 . . .953 no C8 H81 . . .960 no C8 H82 . . .962 no C8 H83 . . .901 no 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 C4 O1 C1 C5 -178.7(3) no C1 O1 C4 H4 179.7 no H2' O2 N1 C5 -165.2 no C7 O4 C6 C5 -179.3(3) no C6 O4 C7 C8 -174.9(3) no C6 O4 C7 H71 67.5 no C6 O4 C7 H72 -57.8 no O2 N1 C5 C1 2.0(4) no O2 N1 C5 C6 -178.4(2) no O1 C1 C2 H2 179.2 no C5 C1 C2 C3 178.2(3) no C5 C1 C2 H2 -1.8 no O1 C1 C5 N1 178.5(3) no C2 C1 C5 C6 -180.00(10) no C1 C2 C3 H3 -179.3 no H2 C2 C3 C4 -179.1 no C2 C3 C4 H4 179.8 no H3 C3 C4 O1 179.7 no N1 C5 C6 O3 176.5(3) no N1 C5 C6 O4 -3.2(4) no C1 C5 C6 O3 -3.9(5) no C1 C5 C6 O4 176.4(3) no O4 C7 C8 H81 178.3 no O4 C7 C8 H82 -61.5 no O4 C7 C8 H83 66.8 no H71 C7 C8 H81 -68.3 no H71 C7 C8 H82 51.9 no H71 C7 C8 H83 -179.7 no H72 C7 C8 H81 64.8 no H72 C7 C8 H82 -175.0 no H72 C7 C8 H83 -46.6 no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101938663