#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/49/2004971.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_2004971 loop_ _publ_author_name 'Thiruvalluvar, A.' 'Parthasarathi, V.' 'Natarajan, D.' 'Bhavani, N.' 'Bhadbhade, M.' _publ_section_title ; N-Acetyl-3-ethyl-2-phenyldecahydroquinolin-4-one, C~19~H~25~NO~2~ ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1563 _journal_page_last 1565 _journal_paper_doi 10.1107/S0108270195015149 _journal_volume 52 _journal_year 1996 _chemical_formula_sum 'C19 H25 N O2' _chemical_formula_weight 299.4 _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_type_scat_source 'SHELX76 (Sheldrick, 1976)' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 10.683(2) _cell_length_b 16.996(5) _cell_length_c 18.770(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295 _cell_measurement_theta_max 20 _cell_measurement_theta_min 15 _cell_volume 3408.0(13) _computing_cell_refinement SDP _computing_data_collection 'SDP (Frenz, 1978)' _computing_data_reduction SDP _computing_molecular_graphics 'PLUTO (Motherwell & Clegg, 1978)' _computing_publication_material 'PARST (Nardelli, 1983)' _computing_structure_refinement 'SHELX76 (Sheldrick, 1976)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.03 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2874 _diffrn_reflns_theta_max 65 _diffrn_standards_decay_% negligible _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.56 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.167 _exptl_crystal_density_method none _exptl_crystal_description plate _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.20 _refine_diff_density_min -0.20 _refine_ls_extinction_coef '\c = 0.0036' _refine_ls_extinction_method 'F^*^ = F(1-0.0001\cF^2^/sin\q)' _refine_ls_goodness_of_fit_obs 1.57 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 200 _refine_ls_number_reflns 1983 _refine_ls_R_factor_obs 0.045 _refine_ls_shift/esd_max 0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.001F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.053 _reflns_number_observed 1983 _reflns_number_total 1984 _reflns_observed_criterion I>3\s(I) _cod_data_source_file de1018.cif _cod_data_source_block de1018a _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+0.001F^2^]' 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^(F)+0.001F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 3408.0(10) _cod_database_code 2004971 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,y,1/2-z x,1/2-y,1/2+z 1/2-x,1/2+y,z -x,-y,-z 1/2-x,-y,1/2+z -x,1/2+y,1/2-z 1/2+x,1/2-y,-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv O4 0.3187(2) 0.9749(2) 0.5361(1) 0.093(1) O11 0.0445(2) 1.0239(1) 0.2781(1) 0.058(1) N1 0.2060(2) 0.9604(1) 0.3298(1) 0.039(1) C2 0.3421(2) 0.9582(1) 0.3430(1) 0.038(1) C3 0.3679(2) 0.9986(1) 0.4153(1) 0.046(1) C4 0.2965(2) 0.9598(2) 0.4746(1) 0.053(1) C5 0.1025(3) 0.8844(2) 0.5131(1) 0.063(1) C6 0.0022(3) 0.8272(2) 0.4900(2) 0.075(1) C7 -0.0649(3) 0.8553(2) 0.4240(2) 0.076(1) C8 0.0259(2) 0.8748(2) 0.3639(1) 0.055(1) C9 0.1210(2) 0.9361(1) 0.3882(1) 0.043(1) C10 0.1931(2) 0.9045(1) 0.4528(1) 0.047(1) C11 0.1555(2) 1.0041(1) 0.2762(1) 0.043(1) C12 0.2352(3) 1.0254(2) 0.2137(1) 0.062(1) C21 0.3976(2) 0.8763(1) 0.3343(1) 0.041(1) C22 0.3364(2) 0.8184(1) 0.2959(1) 0.054(1) C23 0.3905(3) 0.7449(2) 0.2859(2) 0.069(1) C24 0.5067(3) 0.7286(2) 0.3125(2) 0.073(1) C25 0.5695(3) 0.7854(2) 0.3489(2) 0.070(1) C26 0.5171(2) 0.8587(1) 0.3599(1) 0.054(1) C31 0.3359(3) 1.0866(2) 0.4148(1) 0.068(1) C32 0.4254(4) 1.1351(2) 0.3720(2) 0.101(2) H2 0.3800 0.9893 0.3069 0.04 H3 0.4525 0.9938 0.4302 0.05 H5A 0.1515 0.8616 0.5499 0.07 H5B 0.0675 0.9327 0.5294 0.07 H6A 0.0456 0.7794 0.4811 0.08 H6B -0.0575 0.8176 0.5265 0.08 H7A -0.1281 0.8178 0.4130 0.08 H7B -0.1078 0.9030 0.4349 0.08 H8A 0.0697 0.8281 0.3514 0.06 H8B -0.0133 0.8914 0.3210 0.06 H9 0.0828 0.9837 0.4032 0.05 H10 0.2338 0.8577 0.4378 0.05 H22 0.2563 0.8312 0.2772 0.06 H23 0.3443 0.7074 0.2589 0.08 H24 0.5396 0.6773 0.3050 0.08 H25 0.6491 0.7730 0.3686 0.08 H26 0.5622 0.8969 0.3864 0.06 H12A 0.1807 1.0399 0.1759 0.07 H12B 0.2809 1.0731 0.2196 0.07 H12C 0.2861 0.9817 0.2011 0.07 H31A 0.3422 1.1108 0.4603 0.07 H31B 0.2523 1.0944 0.3986 0.07 H32A 0.4272 1.1158 0.3239 0.11 H32B 0.5070 1.1312 0.3915 0.11 H32C 0.3993 1.1883 0.3715 0.11 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 N1 C2 C21 112.9(2) yes N1 C2 C3 108.2(2) yes C3 C2 C21 115.5(2) yes C2 C3 C31 112.8(2) yes C2 C3 C4 111.4(2) yes C4 C3 C31 108.6(2) yes O4 C4 C3 121.1(2) yes C3 C4 C10 116.4(2) yes O4 C4 C10 122.5(2) yes C6 C5 C10 112.4(2) yes C5 C6 C7 111.7(3) yes C6 C7 C8 112.0(3) yes C7 C8 C9 110.6(2) yes N1 C9 C8 112.2(2) yes C8 C9 C10 109.4(2) yes N1 C9 C10 112.0(2) yes C5 C10 C9 110.2(2) yes C4 C10 C9 111.4(2) yes C4 C10 C5 113.7(2) yes O11 C11 N1 120.6(2) yes N1 C11 C12 119.1(2) yes O11 C11 C12 120.3(2) yes C2 C21 C26 121.0(2) no C2 C21 C22 121.5(2) no C22 C21 C26 117.3(2) no C3 C31 C32 113.5(3) yes C9 N1 C11 117.1(2) no C2 N1 C11 121.9(2) no C2 N1 C9 118.2(2) no C21 C22 C23 120.9(2) no C22 C23 C24 120.7(3) no C23 C24 C25 119.2(3) no C24 C25 C26 121.0(3) no C21 C26 C25 120.8(2) no N1 C2 H2 106.6(2) no C21 C2 H2 105.5(2) no C3 C2 H2 107.6(2) no C2 C3 H3 113.0(2) no C31 C3 H3 107.3(2) no C4 C3 H3 103.1(2) no H5A C5 H5B 109.5(2) no C10 C5 H5B 107.1(2) no C10 C5 H5A 106.3(2) no C6 C5 H5B 111.6(3) no C6 C5 H5A 109.7(3) no C5 C6 H6B 112.3(3) no C5 C6 H6A 104.8(3) no H6A C6 H6B 107.9(3) no C7 C6 H6B 109.1(3) no C7 C6 H6A 111.0(3) no C6 C7 H7B 108.7(3) no C6 C7 H7A 107.7(3) no H7A C7 H7B 106.(3) no C8 C7 H7B 106.3(3) no C8 C7 H7A 115.9(3) no C7 C8 H8B 114.3(2) no C7 C8 H8A 108.3(2) no H8A C8 H8B 104.8(3) no C9 C8 H8B 110.1(2) no C9 C8 H8A 108.4(2) no N1 C9 H9 104.2(2) no C10 C9 H9 106.3(2) no C9 C10 H10 106.8(2) no C5 C10 H10 108.8(2) no C4 C10 H10 105.5(2) no C11 C12 H12C 109.4(2) no C11 C12 H12B 114.0(2) no C11 C12 H12A 107.5(2) no H12B C12 H12C 113.6(3) no H12A C12 H12C 111.6(2) no H12A C12 H12B 100.4(2) no C21 C22 H22 117.1(2) no C23 C22 H22 122.1(2) no C22 C23 H23 117.3(3) no C24 C23 H23 122.0(3) no C23 C24 H24 117.9(3) no C25 C24 H24 122.9(3) no C24 C25 H25 118.6(3) no C26 C25 H25 120.3(3) no C25 C26 H26 119.3(2) no C21 C26 H26 119.9(2) no C3 C31 H31B 110.3(3) no C3 C31 H31A 113.6(3) no H31A C31 H31B 107.0(2) no C32 C31 H31B 110.6(3) no C32 C31 H31A 101.5(3) no C31 C32 H32C 110.1(4) no C31 C32 H32B 110.0(3) no C31 C32 H32A 109.2(3) no H32B C32 H32C 110.0(4) no H32A C32 H32C 108.8(4) no H32A C32 H32B 108.7(4) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O4 C4 1.206(3) yes O11 C11 1.233(3) yes N1 C2 1.475(3) yes N1 C9 1.482(3) yes N1 C11 1.362(3) yes C2 C3 1.546(3) yes C2 C21 1.522(3) yes C3 C4 1.502(3) yes C3 C31 1.534(4) yes C4 C10 1.507(3) yes C5 C6 1.510(5) yes C5 C10 1.528(3) yes C6 C7 1.509(5) yes C7 C8 1.524(4) yes C8 C9 1.525(3) yes C9 C10 1.534(3) yes C11 C12 1.494(3) yes C21 C22 1.384(3) no C21 C26 1.397(3) no C22 C23 1.389(4) no C23 C24 1.366(5) no C24 C25 1.360(5) no C25 C26 1.381(4) no C31 C32 1.496(5) yes 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 N1 C2 C3 C4 57.2(2) yes C2 C3 C4 C10 -14.1(3) yes C3 C4 C10 C9 -39.2(3) yes N1 C9 C10 C4 49.7(2) yes C2 N1 C9 C10 -5.3(3) yes C9 N1 C2 C3 -47.7(2) yes C5 C6 C7 C8 53.1(4) yes C6 C7 C8 C9 -56.7(3) yes C7 C8 C9 C10 58.8(3) yes C8 C9 C10 C5 -58.1(2) yes C6 C5 C10 C9 55.7(3) yes C10 C5 C6 C7 -52.9(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054948