#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008442.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_2008442 loop_ _publ_author_name 'Thu\'ery, Pierre' 'Nierlich, Martine' 'Wang, Zhen-He' 'Hirose, Takuji' _publ_section_title ; Imide and tribenzyl ester derivatives of Kemp's triacid ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 808 _journal_page_last 811 _journal_paper_doi 10.1107/S0108270198018241 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C22 H29 N O4, C H4 O' _chemical_formula_sum 'C23 H33 N O5' _chemical_formula_weight 403.50 _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' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 97.412(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.1757(4) _cell_length_b 13.1247(6) _cell_length_c 18.6567(9) _cell_measurement_reflns_used 15184 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 26 _cell_measurement_theta_min 3 _cell_volume 2228.02(18) _computing_cell_refinement 'HKL (Otwinowski & Minor, 1997)' _computing_data_collection 'Kappa-CCD Software (Nonius, 1997)' _computing_data_reduction HKL _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 123(2) _diffrn_detector_area_resol_mean 18 _diffrn_measurement_device 'Nonius Kappa-CCD' _diffrn_measurement_method '\f rotation scans with 2\% steps' _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 0.048 _diffrn_reflns_av_sigmaI/netI 0.043 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 15184 _diffrn_reflns_theta_max 26.39 _diffrn_reflns_theta_min 2.69 _diffrn_standards_decay_% none _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Platelet _exptl_crystal_F_000 872 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.41 _refine_diff_density_min -0.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.083 _refine_ls_goodness_of_fit_obs 1.064 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 267 _refine_ls_number_reflns 4388 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.163 _refine_ls_restrained_S_obs 1.064 _refine_ls_R_factor_all 0.097 _refine_ls_R_factor_obs .059 _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^)+(0.0498P)^2^+1.9183P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.162 _refine_ls_wR_factor_obs .125 _reflns_number_observed 3181 _reflns_number_total 4441 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file bk1450.cif _[local]_cod_data_source_block 2 _[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 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0498P)^2^+1.9183P] 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^)+(0.0498P)^2^+1.9183P] 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 2228(3) _cod_database_code 2008442 _cod_database_fobs_code 2008442 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_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 O1 .0490(10) .0339(10) .0427(10) .0038(8) -.0068(8) -.0058(8) O2 .0397(9) .0319(9) .0471(10) -.0012(7) -.0107(8) -.0033(8) O3 .0417(9) .0338(10) .0399(10) -.0055(8) .0014(8) .0031(8) O4 .0426(9) .0359(9) .0311(9) .0008(8) .0016(7) .0024(8) N1 .0264(9) .0238(10) .0343(10) .0011(7) .0003(8) -.0004(8) C1 .0344(12) .0233(11) .0433(14) .0000(10) .0000(10) .0012(11) C2 .0329(12) .0312(13) .0436(14) .0013(10) .0079(10) .0089(11) C3 .0294(11) .0332(13) .0321(12) .0015(10) .0027(9) .0041(10) C4 .0263(11) .0330(12) .0375(13) .0027(10) .0007(9) .0038(11) C5 .0305(12) .0306(12) .0322(12) .0044(10) .0033(9) .0029(10) C6 .0414(13) .0258(12) .0390(13) .0046(10) .0021(11) .0004(10) C7 .047(2) .0290(13) .069(2) -.0066(12) -.0047(14) .0034(13) C8 .0400(14) .051(2) .0335(13) .0088(12) .0049(10) .0065(12) C9 .0248(11) .0328(13) .0347(13) .0022(10) .0058(9) .0000(11) C10 .0381(14) .0442(15) .050(2) .0127(12) .0115(12) .0089(13) C11 .0287(11) .0305(12) .0311(12) -.0012(9) .0035(9) -.0003(10) C12 .0286(11) .0274(12) .0410(13) -.0037(9) .0022(10) .0020(11) C13 .0291(11) .0255(11) .0308(12) .0026(9) .0013(9) -.0008(10) C14 .0330(12) .0357(13) .0341(12) .0014(10) .0089(10) .0039(11) C15 .0289(11) .0371(13) .0369(13) .0055(10) .0059(10) -.0030(11) C16 .0302(11) .0277(12) .0334(12) .0027(9) -.0006(9) -.0038(10) C17 .0309(12) .0270(12) .0380(13) -.0012(9) .0019(10) .0015(10) C18 .0252(11) .0292(12) .0398(13) -.0005(9) .0051(9) -.0028(11) C19 .0320(12) .0311(12) .0359(13) .0036(10) -.0022(10) -.0029(11) C20 .0384(13) .0309(13) .0381(13) .0014(10) -.0003(10) -.0021(11) C21 .0367(13) .0277(12) .0472(15) .0003(10) .0013(11) -.0026(11) C22 .055(2) .040(2) .054(2) .0008(13) .0003(13) .0069(14) O5 .0333(9) .0401(10) .0449(10) -.0071(8) .0013(7) .0104(8) C23 .0367(14) .049(2) .065(2) -.0099(13) -.0027(13) .0140(15) 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 O1 .1434(2) .49383(13) .28538(9) .0430(4) Uani d . 1 . O O2 -.0790(2) .31733(13) .09361(10) .0410(4) Uani d . 1 . O O3 .3751(2) .46995(13) .15908(9) .0388(4) Uani d . 1 . O O4 .2651(2) .38138(13) .06483(9) .0368(4) Uani d . 1 . O N1 .0303(2) .40389(14) .19098(10) .0285(4) Uani d . 1 . N C1 .0825(3) .2191(2) .17867(13) .0341(5) Uani d . 1 . C C2 .1130(3) .2246(2) .26075(13) .0356(6) Uani d . 1 . C H2A .0209 .2296 .28077 .043 Uiso calc R 1 . H H2B .1623 .1628 .27919 .043 Uiso calc R 1 . H C3 .2084(2) .3160(2) .28423(12) .0317(5) Uani d . 1 . C C4 .3571(2) .3052(2) .25448(13) .0326(5) Uani d . 1 . C H4A .4142 .3663 .26679 .039 Uiso calc R 1 . H H4B .4102 .2485 .27896 .039 Uiso calc R 1 . H C5 .3483(2) .2881(2) .17288(12) .0311(5) Uani d . 1 . C C6 .2292(3) .2088(2) .14686(14) .0357(6) Uani d . 1 . C H6A .2688 .1415 .15851 .043 Uiso calc R 1 . H H6B .2085 .2133 .09464 .043 Uiso calc R 1 . H C7 -.0147(3) .1275(2) .1551(2) .0493(7) Uani d . 1 . C H7A .0315 .0664 .1751 .074 Uiso calc R 1 . H H7B -.0282 .1230 .1033 .074 Uiso calc R 1 . H H7C -.1084 .1356 .1720 .074 Uiso calc R 1 . H C8 .2386(3) .3243(2) .36683(13) .0415(6) Uani d . 1 . C H8A .3013 .3818 .37976 .062 Uiso calc R 1 . H H8B .2859 .2633 .38623 .062 Uiso calc R 1 . H H8C .1474 .3332 .38617 .062 Uiso calc R 1 . H C9 .3297(2) .3902(2) .13297(13) .0306(5) Uani d . 1 . C C10 .4979(3) .2459(2) .1559(2) .0435(6) Uani d . 1 . C H10A .4924 .2324 .1051 .065 Uiso calc R 1 . H H10B .5203 .1840 .1824 .065 Uiso calc R 1 . H H10C .5735 .2953 .1697 .065 Uiso calc R 1 . H C11 .1288(2) .4123(2) .25552(12) .0301(5) Uani d . 1 . C C12 .0046(2) .3153(2) .15014(13) .0325(5) Uani d . 1 . C C13 -.0513(2) .4946(2) .16521(12) .0287(5) Uani d . 1 . C C14 -.1912(2) .5094(2) .18343(13) .0339(5) Uani d . 1 . C H14 -.2313 .4629 .21303 .041 Uiso calc R 1 . H C15 -.2711(3) .5942(2) .15714(13) .0342(5) Uani d . 1 . C H15 -.3650 .6040 .16960 .041 Uiso calc R 1 . H C16 -.2142(2) .6647(2) .11263(12) .0308(5) Uani d . 1 . C C17 -.0734(2) .6471(2) .09458(13) .0322(5) Uani d . 1 . C H17 -.0337 .6926 .06412 .039 Uiso calc R 1 . H C18 .0086(2) .5634(2) .12105(13) .0313(5) Uani d . 1 . C H18 .1030 .5536 .10925 .038 Uiso calc R 1 . H C19 -.2974(3) .7589(2) .08579(13) .0336(5) Uani d . 1 . C H19A -.4014 .7479 .08764 .040 Uiso calc R 1 . H H19B -.2839 .7703 .03570 .040 Uiso calc R 1 . H C20 -.2485(3) .8535(2) .12957(14) .0363(6) Uani d . 1 . C H20A -.1439 .8632 .12854 .044 Uiso calc R 1 . H H20B -.2635 .8420 .17945 .044 Uiso calc R 1 . H C21 -.3283(3) .9509(2) .10309(14) .0376(6) Uani d . 1 . C H21A -.4332 .9406 .10214 .045 Uiso calc R 1 . H H21B -.2992 1.0052 .13727 .045 Uiso calc R 1 . H C22 -.2980(3) .9845(2) .0284(2) .0504(7) Uani d . 1 . C H22A -.3414 1.0502 .0175 .076 Uiso calc R 1 . H H22B -.3397 .9360 -.0070 .076 Uiso calc R 1 . H H22C -.1938 .9886 .0274 .076 Uiso calc R 1 . H O5 .2493(2) .56019(13) .00235(9) .0398(4) Uani d . 1 . O C23 .3806(3) .6143(2) .0010(2) .0510(7) Uani d . 1 . C H23A .4246 .5948 -.0409 .076 Uiso calc R 1 . H H23B .4469 .5991 .0437 .076 Uiso calc R 1 . H H23C .3602 .6860 -.0009 .076 Uiso calc R 1 . H H1 .2647 .4609 .0415 .044 Uiso calc R 1 . H H2 .1818 .5991 -.0350 .048 Uiso calc R 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 C12 N1 C11 125.1(2) no C12 N1 C13 117.3(2) no C11 N1 C13 117.6(2) no C12 C1 C2 109.4(2) no C12 C1 C7 108.9(2) no C2 C1 C7 110.6(2) no C12 C1 C6 109.5(2) no C2 C1 C6 109.5(2) no C7 C1 C6 109.0(2) no C3 C2 C1 110.6(2) no C2 C3 C11 108.8(2) no C2 C3 C8 111.7(2) no C11 C3 C8 108.1(2) no C2 C3 C4 109.1(2) no C11 C3 C4 110.9(2) no C8 C3 C4 108.3(2) no C5 C4 C3 115.8(2) no C4 C5 C9 110.1(2) no C4 C5 C6 110.9(2) no C9 C5 C6 114.0(2) no C4 C5 C10 108.7(2) no C9 C5 C10 105.0(2) no C6 C5 C10 107.8(2) no C5 C6 C1 115.9(2) no O3 C9 O4 123.2(2) no O3 C9 C5 123.5(2) no O4 C9 C5 113.2(2) no O1 C11 N1 118.9(2) no O1 C11 C3 123.7(2) no N1 C11 C3 117.4(2) no O2 C12 N1 119.8(2) no O2 C12 C1 122.5(2) no N1 C12 C1 117.7(2) no C18 C13 C14 120.5(2) no C18 C13 N1 120.3(2) no C14 C13 N1 119.2(2) no C13 C14 C15 119.4(2) no C14 C15 C16 121.6(2) no C15 C16 C17 117.7(2) no C15 C16 C19 122.2(2) no C17 C16 C19 120.1(2) no C18 C17 C16 121.4(2) no C13 C18 C17 119.4(2) no C16 C19 C20 113.0(2) no C19 C20 C21 114.5(2) no C22 C21 C20 113.8(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 O1 C11 . 1.206(3) no O2 C12 . 1.222(3) no O3 C9 . 1.206(3) no O4 C9 . 1.336(3) no N1 C12 . 1.394(3) no N1 C11 . 1.414(3) no N1 C13 . 1.454(3) no C1 C12 . 1.513(3) no C1 C2 . 1.523(3) no C1 C7 . 1.528(3) no C1 C6 . 1.545(3) no C2 C3 . 1.516(3) no C3 C11 . 1.522(3) no C3 C8 . 1.534(3) no C3 C4 . 1.544(3) no C4 C5 . 1.531(3) no C5 C9 . 1.532(3) no C5 C6 . 1.541(3) no C5 C10 . 1.550(3) no C13 C18 . 1.383(3) no C13 C14 . 1.384(3) no C14 C15 . 1.387(3) no C15 C16 . 1.390(3) no C16 C17 . 1.396(3) no C16 C19 . 1.505(3) no C17 C18 . 1.386(3) no C19 C20 . 1.522(3) no C20 C21 . 1.524(3) no C21 C22 . 1.521(4) no O5 C23 . 1.401(3) no