#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003468.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_2003468 loop_ _publ_author_name 'Sudha, L.' 'Subramanian, K.' 'Sivaraman, J.' 'Ramakrishnan, V. T.' 'Steiner, Th.' 'Koellner, G.' _publ_section_title ; 5-(Isopropylamino)-8-methyl-2-quinolone ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1026 _journal_page_last 1028 _journal_paper_doi 10.1107/S0108270194012813 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C13 H16 N2 O' _chemical_formula_weight 216 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 92.73(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.478(3) _cell_length_b 8.386(3) _cell_length_c 16.719(7) _cell_measurement_reflns_used 22 _cell_measurement_temperature 294 _cell_measurement_theta_max 22 _cell_measurement_theta_min 10 _cell_volume 1187.3(8) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1979 _diffrn_reflns_theta_max 60 _diffrn_standards_decay_% <2 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.584 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.20 _exptl_crystal_density_meas 1.21 _exptl_crystal_description Needle _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.5 _refine_diff_density_max 0.3261 _refine_diff_density_min -0.2817 _refine_ls_extinction_method none _refine_ls_hydrogen_treatment 'H atoms refined isotropically' _refine_ls_number_parameters 209 _refine_ls_number_reflns 1614 _refine_ls_R_factor_obs 0.0747 _refine_ls_shift/esd_max 0.009 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w=0.5895/[\s^2^(F) + 0.006344F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.089 _reflns_number_observed 1614 _reflns_observed_criterion F>3\s(F) _cod_data_source_file ka1096.cif _cod_data_source_block ka1096a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w=0.5895/[\s^2^(F) + 0.006344F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=0.5895/[\s^2^(F) + 0.006344F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C13 H16 N2 O1' _cod_database_code 2003468 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_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N(1) 1.0958(4) -.1625(4) .4296(2) 3.6(1) C(2) 1.0412(4) -.0441(5) .3796(2) 3.8(1) O(2) .9629(3) .0697(3) .4067(2) 4.8(1) C(3) 1.0764(5) -.0594(5) .2977(2) 4.0(1) C(4) 1.1552(5) -.1880(5) .2719(2) 3.9(1) C(5) 1.2969(4) -.4459(5) .2975(2) 3.7(1) C(6) 1.3518(5) -.5544(5) .3553(3) 4.6(1) C(7) 1.3193(5) -.5347(5) .4344(3) 4.9(1) C(8) 1.2326(5) -.4085(5) .4630(2) 4.2(1) C(8') 1.1998(10) -.3937(8) .5501(3) 5.8(2) C(9) 1.1795(4) -.2962(4) .4056(2) 3.5(1) C(10) 1.2094(4) -.3115(4) .3249(2) 3.4(1) N(11) 1.3283(4) -.4567(4) .2180(2) 4.3(1) C(12) 1.4146(5) -.5906(6) .1855(3) 5.1(1) C(13) 1.3174(9) -.7444(8) .1811(5) 7.2(2) C(14) 1.4688(10) -.5420(12) .1042(4) 7.8(3) H(1) 1.076(4) -.151(4) .480(2) .036(9) H(3) 1.023(3) .019(4) .253(2) .068(7) H(4) 1.175(4) -.189(4) .216(2) .041(9) H(6) 1.403(4) -.646(5) .340(2) .074(10) H(7) 1.364(5) -.610(5) .476(3) .078(12) H(8')a 1.245(6) -.475(6) .579(3) .119(16) H(8')b 1.273(6) -.288(6) .575(3) .116(14) H(8')c 1.102(8) -.377(8) .562(4) .108(25) H(11) 1.253(4) -.414(4) .170(2) .081(8) H(12) 1.512(5) -.611(5) .221(3) .081(12) H(13)a 1.217(5) -.720(5) .135(5) .098(11) H(13)b 1.376(7) -.821(8) .159(4) .141(22) H(13)c 1.263(6) -.772(7) .225(3) .101(19) H(14)a 1.548(8) -.450(9) .111(4) .182(30) H(14)b 1.509(7) -.622(7) .083(4) .127(18) H(14)c 1.367(6) -.513(6) .057(3) .129(14) 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 C(2) N(1) C(9) 124.8(3) yes N(1) C(2) C(3) 116.4(4) yes N(1) C(2) O(2) 120.0(3) yes O(2) C(2) C(3) 123.6(4) yes C(2) C(3) C(4) 120.7(3) yes C(3) C(4) C(10) 122.1(3) yes C(10) C(5) N(11) 119.2(3) yes C(6) C(5) N(11) 123.8(4) yes C(6) C(5) C(10) 116.9(3) yes C(5) C(6) C(7) 121.0(4) yes C(6) C(7) C(8) 123.9(4) yes C(7) C(8) C(9) 115.8(4) yes C(7) C(8) C(8') 121.6(4) yes C(8') C(8) C(9) 122.7(4) yes N(1) C(9) C(8) 119.6(3) yes C(8) C(9) C(10) 122.3(3) yes N(1) C(9) C(10) 118.1(3) yes C(5) C(10) C(9) 120.2(3) yes C(4) C(10) C(9) 117.9(3) yes C(4) C(10) C(5) 121.9(3) yes C(5) N(11) C(12) 122.4(4) yes N(11) C(12) C(14) 107.9(5) yes N(11) C(12) C(13) 112.8(4) yes C(13) C(12) C(14) 111.7(5) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N(1) C(2) 1.365(5) yes N(1) C(9) 1.396(5) yes C(2) O(2) 1.259(5) yes C(2) C(3) 1.421(5) yes C(3) C(4) 1.350(6) yes C(4) C(10) 1.425(5) yes C(5) C(6) 1.391(6) yes C(5) C(10) 1.436(5) yes C(5) N(11) 1.371(5) yes C(6) C(7) 1.374(7) yes C(7) C(8) 1.387(6) yes C(8) C(8') 1.501(6) yes C(8) C(9) 1.403(5) yes C(9) C(10) 1.391(5) yes N(11) C(12) 1.459(6) yes C(12) C(13) 1.530(9) yes C(12) C(14) 1.511(9) yes N(1) H(1) .87(4) no C(3) H(3) 1.08(3) no C(4) H(4) .95(4) no C(6) H(6) .92(4) no C(7) H(7) 1.00(5) no C(8') H(8')a .91(5) no C(8') H(8')b 1.15(5) no C(8') H(8')c .87(7) no N(11) H(11) 1.06(3) no C(12) H(12) 1.02(3) no C(13) H(13)a 1.14(3) no C(13) H(13)b .90(3) no C(13) H(13)c .91(3) no C(14) H(14)a 1.02(3) no C(14) H(14)b .84(3) no C(14) H(14)c 1.17(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101924311