#------------------------------------------------------------------------------ #$Date: 2022-10-03 15:40:12 +0100 (Mon, 03 Oct 2022) $ #$Revision: 278324 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010208.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_2010208 loop_ _publ_author_name 'Fr\"ohlich, Roland' 'Grehl, Matthias' 'Kramm-Glade, Sigrid' 'Laschat, Sabine' _publ_section_title ; Two octahydroacridines ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1798 _journal_page_last 1801 _journal_paper_doi 10.1107/S010827019400435X _journal_volume 50 _journal_year 1994 _chemical_formula_sum 'C17 H25 N' _chemical_formula_weight 243.38 _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _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 IntTabC _cell_angle_alpha 90. _cell_angle_beta 106.850(10) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 9.0160(10) _cell_length_b 18.475(2) _cell_length_c 9.2950(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 42.10 _cell_measurement_theta_min 22.37 _cell_volume 1481.8(3) _diffrn_measurement_device 'Enraf-Nonius CAD 4' _diffrn_measurement_method \w-2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 2760 _diffrn_reflns_theta_max 70.2 _diffrn_standards_decay_% none _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.46 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.091 _exptl_crystal_description irregular _exptl_crystal_size_max 1.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.49 _refine_diff_density_min -0.18 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.035 _refine_ls_hydrogen_treatment ;H-atom parameters refined, positions from difference Fourier map ; _refine_ls_number_parameters 239 _refine_ls_number_reflns 2545 _refine_ls_R_factor_obs 0.072 _refine_ls_shift/esd_max 0.00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(F~o~^2^)+(0.1312P)^2^+0.4555P] where P=(F~o~^2^+2F~c~^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.209 _reflns_number_observed 1991 _reflns_number_total 2545 _reflns_observed_criterion I>2\s(I) _cod_data_source_file ka1074.cif _cod_data_source_block 2 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' w=1/[\s^2^(F~o~^2^)+(0.1312P)^2^+0.4555P] where P=(F~o~^2^+2F~c~^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^(F~o~^2^)+(0.1312P)^2^+0.4555P] where P=(F~o~^2^+2F~c~^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2010208 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_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 N 0.0760(10) 0.0440(10) 0.0630(10) -0.0020(10) 0.0200(10) 0.0000(10) C(1) 0.117(2) 0.0480(10) 0.086(2) 0.0000(10) 0.044(2) 0.0000(10) C(2) 0.130(3) 0.056(2) 0.122(3) 0.018(2) 0.059(2) 0.015(2) C(3) 0.114(2) 0.066(2) 0.110(2) 0.025(2) 0.050(2) 0.018(2) C(4) 0.086(2) 0.060(2) 0.082(2) 0.0090(10) 0.032(2) 0.0060(10) C(4a) 0.099(2) 0.0490(10) 0.072(2) 0.0010(10) 0.0290(10) -0.0010(10) C(5) 0.090(2) 0.0480(10) 0.0560(10) 0.0000(10) 0.0240(10) 0.0010(10) C(6) 0.099(2) 0.057(2) 0.088(2) 0.0080(10) 0.020(2) 0.0080(10) C(7) 0.095(2) 0.078(2) 0.117(3) 0.010(2) -0.002(2) 0.016(2) C(8) 0.090(2) 0.077(2) 0.100(2) -0.008(2) -0.004(2) 0.002(2) C(8a) 0.086(2) 0.0540(10) 0.0530(10) -0.0070(10) 0.0160(10) 0.0000(10) C(9) 0.095(2) 0.0520(10) 0.0500(10) -0.0130(10) 0.0190(10) -0.0050(10) C(9a) 0.094(2) 0.0490(10) 0.070(2) -0.0040(10) 0.0290(10) -0.0020(10) C(10a) 0.081(2) 0.0490(10) 0.0440(10) -0.0020(10) 0.0220(10) 0.0000(10) C(11) 0.114(3) 0.095(2) 0.134(3) 0.038(2) 0.048(3) 0.034(2) C(12) 0.164(3) 0.073(2) 0.055(2) -0.020(2) 0.033(2) -0.0160(10) C(13) 0.097(2) 0.072(2) 0.079(2) -0.016(2) 0.025(2) 0.0080(10) C(14) 0.103(2) 0.0480(10) 0.087(2) -0.0080(10) 0.026(2) 0.0000(10) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N 0.1021(2) 0.53770(10) 0.3194(2) 0.0610(10) C(1) 0.0319(4) 0.33660(10) 0.2889(4) 0.0800(10) C(2) 0.1839(5) 0.3142(2) 0.4057(5) 0.0980(10) C(3) 0.3181(4) 0.3586(2) 0.3978(4) 0.0930(10) C(4) 0.2808(3) 0.43910(10) 0.4077(3) 0.0740(10) C(4a) 0.1320(3) 0.46140(10) 0.2926(3) 0.0720(10) C(5) -0.0516(3) 0.64450(10) 0.2394(3) 0.0640(10) C(6) -0.1914(4) 0.6753(2) 0.1643(3) 0.0830(10) C(7) -0.3201(4) 0.6339(2) 0.1000(4) 0.1030(10) C(8) -0.3068(4) 0.5596(2) 0.1112(4) 0.0950(10) C(8a) -0.1686(3) 0.52490(10) 0.1833(2) 0.0650(10) C(9) -0.1600(3) 0.44180(10) 0.1891(2) 0.0660(10) C(9a) -0.0032(3) 0.41650(10) 0.3017(3) 0.0700(10) C(10a) -0.0390(3) 0.56810(10) 0.2462(2) 0.0570(10) C(11) 0.4651(5) 0.3383(2) 0.5136(5) 0.1120(10) C(12) -0.1838(6) 0.4140(2) 0.0274(3) 0.0970(10) C(13) -0.2910(4) 0.4127(2) 0.2472(4) 0.0830(10) C(14) 0.0859(4) 0.69030(10) 0.3138(4) 0.0800(10) H 0.183(3) 0.5679(16) 0.319(3) 0.073 H(1a) 0.041(3) 0.3239(17) 0.189(4) 0.096 H(1b) -0.058(4) 0.3054(17) 0.305(4) 0.096 H(2a) 0.168(4) 0.3241(19) 0.519(4) 0.118 H(2b) 0.213(4) 0.261(2) 0.397(4) 0.118 H(3) 0.328(4) 0.3523(18) 0.283(4) 0.112 H(4a) 0.269(3) 0.4517(16) 0.507(4) 0.089 H(4b) 0.366(3) 0.4686(16) 0.385(3) 0.089 H(4aa) 0.141(3) 0.4542(15) 0.174(3) 0.087 H(6) -0.196(4) 0.7292(19) 0.163(3) 0.099 H(7) -0.425(4) 0.656(2) 0.045(4) 0.124 H(8) -0.392(4) 0.530(2) 0.074(4) 0.115 H(9aa) -0.013(3) 0.4265(15) 0.414(3) 0.084 H(11a) 0.562(6) 0.368(3) 0.494(5) 0.168 H(11b) 0.500(6) 0.291(3) 0.501(6) 0.168 H(11c) 0.470(6) 0.351(3) 0.614(6) 0.168 H(12a) -0.083(5) 0.426(2) -0.002(5) 0.146 H(12b) -0.282(5) 0.432(2) -0.034(5) 0.146 H(12c) -0.190(5) 0.359(3) 0.026(5) 0.146 H(13a) -0.284(4) 0.363(2) 0.254(4) 0.124 H(13b) -0.411(5) 0.4265(19) 0.177(4) 0.124 H(13c) -0.281(4) 0.432(2) 0.364(5) 0.124 H(14a) 0.174(4) 0.6799(19) 0.276(4) 0.120 H(14b) 0.132(4) 0.6783(18) 0.433(5) 0.120 H(14c) 0.053(4) 0.739(2) 0.303(4) 0.120 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(10a) N C(4a) 119.8(2) yes C(3) C(2) C(1) 113.0(3) yes C(2) C(3) C(4) 109.7(3) yes C(4a) C(4) C(3) 112.8(2) yes N C(4a) C(4) 108.1(2) yes C(6) C(5) C(10a) 119.0(2) yes C(10a) C(5) C(14) 119.9(2) yes C(6) C(7) C(8) 118.5(3) yes C(8) C(8a) C(10a) 117.5(2) yes C(10a) C(8a) C(9) 122.0(2) yes C(13) C(9) C(12) 108.8(2) yes C(13) C(9) C(9a) 107.4(2) yes C(12) C(9) C(9a) 113.2(3) yes C(4a) C(9a) C(9) 112.8(2) yes N C(10a) C(8a) 121.0(2) yes C(8a) C(10a) C(5) 120.4(2) yes C(9a) C(1) C(2) 111.6(2) yes C(2) C(3) C(11) 113.2(3) yes C(11) C(3) C(4) 111.3(3) yes N C(4a) C(9a) 109.3(2) yes C(9a) C(4a) C(4) 112.2(2) yes C(6) C(5) C(14) 121.1(2) yes C(7) C(6) C(5) 121.7(3) yes C(7) C(8) C(8a) 122.8(3) yes C(8) C(8a) C(9) 120.5(2) yes C(13) C(9) C(8a) 109.1(2) yes C(8a) C(9) C(12) 107.8(2) yes C(8a) C(9) C(9a) 110.4(2) yes C(4a) C(9a) C(1) 110.0(2) yes C(1) C(9a) C(9) 113.9(2) yes N C(10a) C(5) 118.7(2) yes C(10a) N H 112(2) no C(4a) N H 113(2) no C(9a) C(1) H(1a) 112(2) no C(2) C(1) H(1a) 107(2) no C(9a) C(1) H(1b) 110(2) no C(2) C(1) H(1b) 109(2) no H(1a) C(1) H(1b) 107(3) no C(3) C(2) H(2a) 106(2) no C(1) C(2) H(2a) 107(2) no C(3) C(2) H(2b) 107(2) no C(1) C(2) H(2b) 113(2) no H(2a) C(2) H(2b) 110(3) no C(2) C(3) H(3) 107(2) no C(11) C(3) H(3) 112(2) no C(4) C(3) H(3) 104(2) no C(4a) C(4) H(4a) 107(2) no C(3) C(4) H(4a) 112(2) no C(4a) C(4) H(4b) 106(2) no C(3) C(4) H(4b) 109(2) no H(4a) C(4) H(4b) 111(3) no N C(4a) H(4aa) 110.2(14) no C(9a) C(4a) H(4aa) 106.1(14) no C(4) C(4a) H(4aa) 110.9(14) no C(7) C(6) H(6) 122(2) no C(5) C(6) H(6) 116(2) no C(6) C(7) H(7) 122(2) no C(8) C(7) H(7) 119(2) no C(7) C(8) H(8) 121(2) no C(8a) C(8) H(8) 116(2) no C(4a) C(9a) H(9aa) 104.7(14) no C(1) C(9a) H(9aa) 108.4(14) no C(9) C(9a) H(9aa) 106.3(14) no C(3) C(11) H(11a) 110(3) no C(3) C(11) H(11b) 114(3) no H(11a) C(11) H(11b) 98(4) no C(3) C(11) H(11c) 115(3) no H(11a) C(11) H(11c) 104(4) no H(11b) C(11) H(11c) 115(4) no C(9) C(12) H(12a) 108(2) no C(9) C(12) H(12b) 108(3) no H(12a) C(12) H(12b) 119(4) no C(9) C(12) H(12c) 110(2) no H(12a) C(12) H(12c) 105(3) no H(12b) C(12) H(12c) 107(4) no C(9) C(13) H(13a) 109(2) no C(9) C(13) H(13b) 115(2) no H(13a) C(13) H(13b) 108(3) no C(9) C(13) H(13c) 112(2) no H(13a) C(13) H(13c) 105(3) no H(13b) C(13) H(13c) 107(3) no C(5) C(14) H(14a) 112(2) no C(5) C(14) H(14b) 112(2) no H(14a) C(14) H(14b) 103(3) no C(5) C(14) H(14c) 107(2) no H(14a) C(14) H(14c) 114(3) no H(14b) C(14) H(14c) 109(3) 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 N C(10a) . . 1.377(3) yes C(1) C(9a) . . 1.522(3) yes C(2) C(3) . . 1.481(5) yes C(3) C(4) . . 1.533(4) yes C(4a) C(9a) . . 1.497(4) yes C(5) C(10a) . . 1.415(3) yes C(6) C(7) . . 1.373(4) yes C(8) C(8a) . . 1.389(4) yes C(8a) C(9) . . 1.537(3) yes C(9) C(12) . . 1.543(3) yes N C(4a) . . 1.470(3) yes C(1) C(2) . . 1.538(5) yes C(3) C(11) . . 1.493(5) yes C(4) C(4a) . . 1.511(4) yes C(5) C(6) . . 1.374(4) yes C(5) C(14) . . 1.494(4) yes C(7) C(8) . . 1.380(5) yes C(8a) C(10a) . . 1.396(3) yes C(9) C(13) . . 1.531(4) yes C(9) C(9a) . . 1.567(4) yes C(3) C(11) . . 1.493(5) no C(5) C(14) . . 1.494(4) no C(9) C(13) . . 1.531(4) no N H . . 0.92(3) no C(1) H(1a) . . 0.99(3) no C(1) H(1b) . . 1.04(3) no C(2) H(2a) . . 1.11(4) no C(2) H(2b) . . 1.03(4) no C(3) H(3) . . 1.11(3) no C(4) H(4a) . . 0.99(3) no C(4) H(4b) . . 1.01(3) no C(4a) H(4aa) . . 1.13(3) no C(6) H(6) . . 1.00(3) no C(7) H(7) . . 1.02(4) no C(8) H(8) . . 0.93(4) no C(9a) H(9aa) . . 1.09(3) no C(11) H(11a) . . 1.09(5) no C(11) H(11b) . . 0.95(5) no C(11) H(11c) . . 0.95(5) no C(12) H(12a) . . 1.05(5) no C(12) H(12b) . . 0.96(4) no C(12) H(12c) . . 1.02(5) no C(13) H(13a) . . 0.92(4) no C(13) H(13b) . . 1.12(4) no C(13) H(13c) . . 1.12(4) no C(14) H(14a) . . 0.98(4) no C(14) H(14b) . . 1.09(4) no C(14) H(14c) . . 0.95(4) no