#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/22/2202224.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_2202224 loop_ _publ_author_name 'Mei-su Zhou' 'Dian-sheng Liu' 'Shu-ping Huang' 'Hong-bo Tong' _publ_section_title ; 2-tert-Butyl-4-piperidino-\b-diketimine ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o310 _journal_page_last o311 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C12 H23 N3' _chemical_formula_moiety 'C12 H23 N3' _chemical_formula_sum 'C12 H23 N3' _chemical_formula_weight 209.33 _chemical_name_systematic ; ; _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_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 95.386(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.409(2) _cell_length_b 6.133(2) _cell_length_c 19.665(4) _cell_measurement_reflns_used 1558 _cell_measurement_temperature 153(2) _cell_measurement_theta_max 27.38 _cell_measurement_theta_min 2.308 _cell_volume 1249.8(5) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXL97 _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 153(2) _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Siemens CCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 5024 _diffrn_reflns_theta_full 25.51 _diffrn_reflns_theta_max 25.51 _diffrn_reflns_theta_min 2.08 _diffrn_standards_decay_% 3.43 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_T_max 0.9933 _exptl_absorpt_correction_T_min 0.9866 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.113 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 464 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.177 _refine_diff_density_min -0.171 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 151 _refine_ls_number_reflns 2317 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0653 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0538P)^2^+0.7086P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1354 _refine_ls_wR_factor_ref 0.1444 _reflns_number_gt 1807 _reflns_number_total 2317 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ww6060.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _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 ; _cod_original_cell_volume 1249.7(4) _cod_database_code 2202224 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_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 -0.07866(16) 0.7472(3) 0.14258(9) 0.0263(5) Uani d . 1 . . N N2 0.2245(2) 0.3046(4) 0.21482(10) 0.0311(5) Uani d . 1 . . N N3 -0.0106(2) 0.4759(4) 0.22529(10) 0.0357(5) Uani d . 1 . . N C2 0.1179(2) 0.5456(4) 0.13388(11) 0.0254(5) Uani d . 1 . . C H2 0.1206 0.6155 0.0921 0.030 Uiso calc R 1 . . H C3 0.0072(2) 0.5878(4) 0.17113(11) 0.0261(5) Uani d . 1 . . C C4 -0.2012(2) 0.7748(4) 0.17193(11) 0.0310(6) Uani d . 1 . . C H4A -0.1872 0.8555 0.2144 0.037 Uiso calc R 1 . . H H4B -0.2361 0.6330 0.1820 0.037 Uiso calc R 1 . . H C5 -0.2969(2) 0.8965(4) 0.12273(12) 0.0325(6) Uani d . 1 . . C H5A -0.3179 0.8077 0.0824 0.039 Uiso calc R 1 . . H H5B -0.3759 0.9206 0.1442 0.039 Uiso calc R 1 . . H C1 0.2188(2) 0.4120(4) 0.15476(11) 0.0235(5) Uani d . 1 . . C C9 0.3336(2) 0.3795(4) 0.11313(11) 0.0260(5) Uani d . 1 . . C C8 -0.0237(2) 0.9584(4) 0.12413(12) 0.0301(6) Uani d . 1 . . C H8A 0.0572 0.9336 0.1046 0.036 Uiso calc R 1 . . H H8B -0.0058 1.0460 0.1650 0.036 Uiso calc R 1 . . H C10 0.3492(2) 0.1359(4) 0.09740(13) 0.0344(6) Uani d . 1 . . C H10A 0.3645 0.0563 0.1394 0.052 Uiso calc R 1 . . H H10B 0.4210 0.1165 0.0707 0.052 Uiso calc R 1 . . H H10C 0.2720 0.0828 0.0723 0.052 Uiso calc R 1 . . H C6 -0.2441(2) 1.1139(5) 0.10165(13) 0.0381(7) Uani d . 1 . . C H6A -0.2339 1.2107 0.1408 0.046 Uiso calc R 1 . . H H6B -0.3043 1.1808 0.0672 0.046 Uiso calc R 1 . . H C7 -0.1147(2) 1.0812(4) 0.07337(12) 0.0372(6) Uani d . 1 . . C H7A -0.1268 1.0001 0.0309 0.045 Uiso calc R 1 . . H H7B -0.0777 1.2219 0.0638 0.045 Uiso calc R 1 . . H C11 0.4562(2) 0.4619(4) 0.15537(13) 0.0399(7) Uani d . 1 . . C H11A 0.4463 0.6135 0.1659 0.060 Uiso calc R 1 . . H H11B 0.5293 0.4436 0.1295 0.060 Uiso calc R 1 . . H H11C 0.4695 0.3799 0.1970 0.060 Uiso calc R 1 . . H C12 0.3195(2) 0.5043(4) 0.04579(12) 0.0359(6) Uani d . 1 . . C H12A 0.2433 0.4558 0.0187 0.054 Uiso calc R 1 . . H H12B 0.3937 0.4782 0.0214 0.054 Uiso calc R 1 . . H H12C 0.3126 0.6575 0.0548 0.054 Uiso calc R 1 . . H H4 0.153(2) 0.304(4) 0.2371(11) 0.028(7) Uiso d . 1 . . H H1 -0.078(2) 0.523(4) 0.2436(12) 0.039(7) Uiso d . 1 . . H H3 0.286(3) 0.209(5) 0.2245(12) 0.040(8) Uiso d . 1 . . H 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 N1 0.0204(10) 0.0273(11) 0.0319(10) 0.0019(8) 0.0067(8) 0.0020(9) N2 0.0290(12) 0.0303(13) 0.0338(11) 0.0063(10) 0.0023(10) 0.0065(10) N3 0.0351(12) 0.0397(14) 0.0342(12) 0.0072(11) 0.0138(10) 0.0053(10) C2 0.0275(12) 0.0247(13) 0.0243(11) 0.0003(10) 0.0037(9) 0.0047(10) C3 0.0272(12) 0.0256(13) 0.0253(11) -0.0011(10) 0.0009(9) 0.0000(10) C4 0.0284(12) 0.0342(15) 0.0311(12) 0.0007(11) 0.0069(10) -0.0002(11) C5 0.0214(11) 0.0439(16) 0.0325(12) 0.0025(11) 0.0039(9) -0.0046(12) C1 0.0245(12) 0.0196(12) 0.0256(11) -0.0034(10) -0.0024(9) -0.0020(10) C9 0.0228(11) 0.0227(13) 0.0322(12) 0.0006(10) 0.0012(9) -0.0022(10) C8 0.0232(12) 0.0265(14) 0.0407(13) -0.0006(10) 0.0037(10) 0.0009(11) C10 0.0316(13) 0.0294(15) 0.0417(14) 0.0049(11) 0.0015(11) -0.0055(12) C6 0.0309(13) 0.0418(17) 0.0412(14) 0.0110(12) 0.0025(11) 0.0056(13) C7 0.0317(14) 0.0371(16) 0.0431(14) 0.0003(12) 0.0039(11) 0.0105(13) C11 0.0276(13) 0.0389(16) 0.0530(16) -0.0055(12) 0.0030(11) -0.0102(13) C12 0.0345(14) 0.0352(15) 0.0404(14) 0.0072(12) 0.0157(11) 0.0011(12) 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 N1 C3 . 1.405(3) yes N1 C4 . 1.458(3) ? N1 C8 . 1.475(3) ? N2 C1 . 1.349(3) yes N2 H4 . 0.90(2) ? N2 H3 . 0.88(3) ? N3 C3 . 1.295(3) yes N3 H1 . 0.87(3) ? C2 C1 . 1.364(3) yes C2 C3 . 1.446(3) yes C2 H2 . 0.9300 ? C4 C5 . 1.518(3) ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? C5 C6 . 1.515(4) ? C5 H5A . 0.9700 ? C5 H5B . 0.9700 ? C1 C9 . 1.524(3) yes C9 C12 . 1.524(3) ? C9 C10 . 1.538(3) ? C9 C11 . 1.542(3) ? C8 C7 . 1.511(3) ? C8 H8A . 0.9700 ? C8 H8B . 0.9700 ? C10 H10A . 0.9600 ? C10 H10B . 0.9600 ? C10 H10C . 0.9600 ? C6 C7 . 1.518(3) ? C6 H6A . 0.9700 ? C6 H6B . 0.9700 ? C7 H7A . 0.9700 ? C7 H7B . 0.9700 ? C11 H11A . 0.9600 ? C11 H11B . 0.9600 ? C11 H11C . 0.9600 ? C12 H12A . 0.9600 ? C12 H12B . 0.9600 ? C12 H12C . 0.9600 ? 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' 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 C3 N1 C4 118.01(18) ? C3 N1 C8 117.53(17) ? C4 N1 C8 111.65(18) ? C1 N2 H4 117.2(15) ? C1 N2 H3 119.1(17) ? H4 N2 H3 121(2) ? C3 N3 H1 110.3(17) ? C1 C2 C3 125.7(2) yes C1 C2 H2 117.2 ? C3 C2 H2 117.2 ? N3 C3 N1 124.2(2) ? N3 C3 C2 120.3(2) yes N1 C3 C2 115.43(19) yes N1 C4 C5 110.56(18) ? N1 C4 H4A 109.5 ? C5 C4 H4A 109.5 ? N1 C4 H4B 109.5 ? C5 C4 H4B 109.5 ? H4A C4 H4B 108.1 ? C6 C5 C4 111.94(19) ? C6 C5 H5A 109.2 ? C4 C5 H5A 109.2 ? C6 C5 H5B 109.2 ? C4 C5 H5B 109.2 ? H5A C5 H5B 107.9 ? N2 C1 C2 121.8(2) yes N2 C1 C9 115.7(2) ? C2 C1 C9 122.49(19) yes C1 C9 C12 112.63(18) ? C1 C9 C10 109.79(19) ? C12 C9 C10 108.44(19) ? C1 C9 C11 108.62(18) ? C12 C9 C11 108.1(2) ? C10 C9 C11 109.19(19) ? N1 C8 C7 111.51(19) ? N1 C8 H8A 109.3 ? C7 C8 H8A 109.3 ? N1 C8 H8B 109.3 ? C7 C8 H8B 109.3 ? H8A C8 H8B 108.0 ? C9 C10 H10A 109.5 ? C9 C10 H10B 109.5 ? H10A C10 H10B 109.5 ? C9 C10 H10C 109.5 ? H10A C10 H10C 109.5 ? H10B C10 H10C 109.5 ? C5 C6 C7 110.0(2) ? C5 C6 H6A 109.7 ? C7 C6 H6A 109.7 ? C5 C6 H6B 109.7 ? C7 C6 H6B 109.7 ? H6A C6 H6B 108.2 ? C8 C7 C6 110.3(2) ? C8 C7 H7A 109.6 ? C6 C7 H7A 109.6 ? C8 C7 H7B 109.6 ? C6 C7 H7B 109.6 ? H7A C7 H7B 108.1 ? C9 C11 H11A 109.5 ? C9 C11 H11B 109.5 ? H11A C11 H11B 109.5 ? C9 C11 H11C 109.5 ? H11A C11 H11C 109.5 ? H11B C11 H11C 109.5 ? C9 C12 H12A 109.5 ? C9 C12 H12B 109.5 ? H12A C12 H12B 109.5 ? C9 C12 H12C 109.5 ? H12A C12 H12C 109.5 ? H12B C12 H12C 109.5 ? _journal_paper_doi 10.1107/S1600536803002605