#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/69/2006941.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_2006941 loop_ _publ_author_name 'Bozzo, Concepci\'on' 'Pujol, Maria D.' 'Solans, Xavier' 'Font-Bardia, Merc\`e' _publ_section_title ; 3-[(Z)-Piperidin-1-ylmethylidene]-2,3-dihydro-1,4-benzodioxan-2-one ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 79 _journal_page_last 81 _journal_paper_doi 10.1107/S0108270197012365 _journal_volume 54 _journal_year 1998 _chemical_formula_analytical 'C14 H15 N O3' _chemical_formula_moiety 'C14 H15 N O3' _chemical_formula_structural 'C14 H15 N O3' _chemical_formula_sum 'C14 H15 N O3' _chemical_formula_weight 245.27 _chemical_name_systematic (Z)-3(H)-piperidinomethin-1,4-benzodioxin-2-one _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 118.11(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.994(3) _cell_length_b 16.534(4) _cell_length_c 9.428(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 21 _cell_measurement_theta_min 12 _cell_volume 1236.6(7) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'CFEO (Solans, 1978)' _computing_molecular_graphics 'ORTEP (Brueggemann & Schmid, 1990)' _computing_publication_material 'CIFTAB (Sheldrick, 1994)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.021 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3741 _diffrn_reflns_theta_max 30.11 _diffrn_reflns_theta_min 2.45 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.317 _exptl_crystal_description prism _exptl_crystal_F_000 520 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.312 _refine_diff_density_min -0.375 _refine_ls_extinction_coef 0.000(5) _refine_ls_extinction_method SHELXL93 _refine_ls_goodness_of_fit_all 0.985 _refine_ls_goodness_of_fit_obs 1.071 _refine_ls_hydrogen_treatment 'H atoms: see below' _refine_ls_matrix_type full _refine_ls_number_parameters 202 _refine_ls_number_reflns 3591 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.356 _refine_ls_restrained_S_obs 1.071 _refine_ls_R_factor_all 0.104 _refine_ls_R_factor_obs .066 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1659P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.312 _refine_ls_wR_factor_obs .197 _reflns_number_observed 2230 _reflns_number_total 3591 _reflns_observed_criterion I>2\s(I) _cod_data_source_file ln1023.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.1659P)^2^] where P = (Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.1659P)^2^] where P = (Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1236.6(6) _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2006941 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x-1/2, y-1/2, -z' 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 .1236(12) .0588(8) .0929(11) -.0014(7) .0725(10) -.0079(7) C1 .0752(11) .0488(8) .0567(9) .0035(7) .0305(8) .0065(7) O1 .0972(10) .0481(6) .0829(9) -.0061(6) .0486(8) -.0111(6) C2 .0623(9) .0461(8) .0453(7) .0016(7) .0156(7) .0078(6) C3 .0786(12) .0486(9) .0554(9) -.0040(8) .0182(8) .0084(7) C4 .0709(11) .0683(11) .0662(10) -.0118(9) .0250(9) .0127(8) C5 .0693(11) .0821(13) .0661(11) .0030(9) .0362(9) .0116(9) C6 .0672(10) .0642(10) .0539(9) -.0034(8) .0251(8) -.0021(7) C7 .0534(8) .0539(8) .0477(8) -.0012(6) .0180(6) .0009(6) O3 .0884(10) .0714(9) .0990(12) -.0243(7) .0573(9) -.0340(8) C8 .0538(8) .0534(8) .0448(7) .0033(6) .0188(6) .0037(6) C9 .0549(8) .0623(9) .0400(6) .0044(7) .0199(6) .0014(6) N .0642(9) .0771(10) .0528(8) -.0166(7) .0271(7) -.0153(7) C10 .0682(11) .0860(14) .0566(10) -.0164(10) .0292(9) -.0072(9) C11 .0591(10) .0775(12) .0674(11) -.0076(9) .0208(8) -.0105(9) C12 .0697(12) .0792(14) .0650(11) -.0061(10) .0135(9) -.0204(10) C13 .0878(14) .0730(12) .0548(10) .0009(10) .0303(9) -.0105(9) C14 .0656(10) .0687(11) .0674(11) -.0100(8) .0285(9) -.0181(8) 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O2 .7464(2) .37159(8) -.0127(2) .0831(5) Uani d . 1 . O C1 .6781(2) .39583(10) .0605(2) .0605(4) Uani d . 1 . C O1 .5540(2) .34612(8) .0620(2) .0736(4) Uani d . 1 . O C2 .4665(2) .37070(9) .1410(2) .0552(4) Uani d . 1 . C C3 .3384(3) .32149(11) .1343(2) .0663(5) Uani d . 1 . C C4 .2436(3) .34586(13) .2067(2) .0714(5) Uani d . 1 . C H4 .1577(3) .31289(13) .2024(2) .094(3) Uiso calc R 1 . H C5 .2763(3) .41912(13) .2855(3) .0708(5) Uani d . 1 . C C6 .4043(2) .46915(12) .2925(2) .0632(4) Uani d . 1 . C H6 .4258(2) .51876(12) .3450(2) .094(3) Uiso calc R 1 . H C7 .4982(2) .44395(10) .2206(2) .0540(4) Uani d . 1 . C O3 .6235(2) .49450(9) .2285(2) .0810(5) Uani d . 1 . O C8 .7128(2) .47025(10) .1499(2) .0525(4) Uani d . 1 . C C9 .8396(2) .51838(10) .1553(2) .0534(4) Uani d . 1 . C N .9009(2) .58997(10) .2249(2) .0649(4) Uani d . 1 . N C10 1.0433(3) .62640(15) .2155(2) .0704(5) Uani d . 1 . C C11 1.1874(2) .64098(14) .3809(2) .0716(5) Uani d . 1 . C H11 1.2777(2) .66895(14) .3724(2) .094(3) Uiso calc R 1 . H H11A 1.2308(2) .58964(14) .4342(2) .079(7) Uiso calc R 1 . H C12 1.1279(3) .6917(2) .4796(3) .0786(6) Uani d . 1 . C C13 .9778(3) .65465(15) .4810(2) .0732(5) Uani d . 1 . C C14 .8365(2) .63866(12) .3138(2) .0684(5) Uani d . 1 . C H14 .7457(2) .61008(12) .3201(2) .094(3) Uiso calc R 1 . H H14A .7925(2) .68949(12) .2584(2) .094(3) Uiso calc R 1 . H H3 .323(2) .2711(14) .084(2) .063(5) Uiso d . 1 . H H5 .222(3) .4205(14) .336(3) .072(6) Uiso d . 1 . H H9 .895(2) .5099(10) .109(2) .040(4) Uiso d . 1 . H H10 .997(3) .6836(17) .169(3) .084(7) Uiso d . 1 . H H10A 1.078(4) .598(2) .162(4) .114(10) Uiso d . 1 . H H12 1.096(3) .7408(15) .428(3) .075(6) Uiso d . 1 . H H12A 1.221(4) .7053(16) .582(4) .097(8) Uiso d . 1 . H H13 .957(4) .6888(18) .558(4) .102(8) Uiso d . 1 . H H13A 1.012(3) .6084(17) .545(3) .086(7) Uiso d . 1 . H 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' 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 O2 C1 O1 116.3(2) yes O2 C1 C8 126.8(2) yes O1 C1 C8 116.92(15) yes C2 O1 C1 119.81(13) yes O1 C2 C7 121.93(15) yes O1 C2 C3 118.5(2) yes C7 C2 C3 119.5(2) no C4 C3 C2 120.0(2) no C5 C4 C3 119.9(2) no C4 C5 C6 120.6(2) no C7 C6 C5 118.9(2) no C6 C7 O3 117.87(15) yes C6 C7 C2 121.1(2) no O3 C7 C2 121.02(15) yes C7 O3 C8 117.52(13) yes C9 C8 O3 119.60(14) yes C9 C8 C1 117.70(15) yes O3 C8 C1 122.71(15) yes N C9 C8 132.4(2) yes C9 N C10 120.4(2) yes C9 N C14 125.74(15) yes C10 N C14 113.8(2) no N C10 C11 110.9(2) no C10 C11 C12 110.0(2) no C13 C12 C11 111.1(2) no C12 C13 C14 112.5(2) no N C14 C13 109.2(2) no 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 . 1.189(2) yes C1 O1 . 1.391(2) yes C1 C8 . 1.440(2) yes O1 C2 . 1.375(2) yes C2 C7 . 1.382(2) no C2 C3 . 1.387(3) no C3 C4 . 1.380(3) no C4 C5 . 1.378(3) no C5 C6 . 1.394(3) no C6 C7 . 1.373(3) no C7 O3 . 1.377(2) yes O3 C8 . 1.384(2) yes C8 C9 . 1.372(2) yes C9 N . 1.339(2) yes N C10 . 1.455(2) no N C14 . 1.464(2) no C10 C11 . 1.506(3) no C11 C12 . 1.525(3) no C12 C13 . 1.488(3) no C13 C14 . 1.511(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 9417055 2 PubChem 11242018