#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2010277.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_2010277 loop_ _publ_author_name 'Spek, A. L.' 'van der Steen, F. H.' 'Jastrzebski, J. T. B. H.' 'van Koten, G.' _publ_section_title ; trans-3-Amino-1-methyl-4-phenyl-2-azetidinone, C~10~H~12~N~2~O ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1933 _journal_page_last 1935 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C10 H12 N2 O' _chemical_formula_sum 'C10 H12 N2 O' _chemical_formula_weight 176.22 _chemical_name_systematic ; Trans-1-methyl-3-amino-4-phenyl-2-azetidinone ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 5.9478(5) _cell_length_b 6.7797(3) _cell_length_c 24.3482(11) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 16.0 _cell_measurement_theta_min 9.0 _cell_volume 981.82(10) _computing_cell_refinement 'SET4 (de Boer & Duisenberg, 1984' _computing_data_collection 'Locally modified CAD4-Version 5 Software' _computing_data_reduction 'HELENA (Spek, 1993)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1994)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator Zr _diffrn_radiation_source 'Enraf-Nonius sealed Tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 3749 _diffrn_reflns_reduction_process ; HELENA (1993) ; _diffrn_reflns_theta_max 24.95 _diffrn_reflns_theta_min 1.67 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.08 _exptl_absorpt_correction_type none _exptl_crystal_colour yellowish _exptl_crystal_density_diffrn 1.192 _exptl_crystal_description needle _exptl_crystal_F_000 376 _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.125 _refine_diff_density_min -0.130 _refine_ls_abs_structure_details ; absolute structure not determined ; _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.030 _refine_ls_goodness_of_fit_obs 1.030 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 166 _refine_ls_number_reflns 1712 _refine_ls_R_factor_obs 0.0391 _refine_ls_shift/esd_max -0.030 _refine_ls_shift/esd_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ;w = 1/[\s^2^(F~o~^2^)+(0.0549P)^2^+0.0151P] where P = (F~o~^2^+2F~c~^2^)/3 ; _refine_ls_wR_factor_all 0.0971 _refine_ls_wR_factor_obs 0.0971 _reflns_number_observed 1360 _reflns_number_total 1712 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file fg1021.cif _[local]_cod_data_source_block S326 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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_database_code 2010277 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 1/2-x,-y,1/2+z 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 O 0.0611(10) 0.0692(10) 0.1062(13) -0.0200(9) -0.0001(9) -0.0222(9) N1 0.0732(12) 0.0327(8) 0.0618(10) -0.0004(8) 0.0030(10) -0.0024(7) N2 0.0683(12) 0.0479(10) 0.0566(10) 0.0058(10) -0.0042(10) 0.0035(9) C1 0.0443(11) 0.0434(10) 0.0523(11) 0.0034(9) 0.0053(9) -0.0033(9) C2 0.0455(11) 0.0383(9) 0.0530(10) 0.0023(9) 0.0011(9) -0.0057(8) C3 0.0521(12) 0.0483(10) 0.0608(12) -0.0032(10) 0.0066(11) -0.0116(10) C4 0.143(3) 0.0425(12) 0.090(2) 0.014(2) 0.011(2) 0.0085(12) C5 0.0429(10) 0.0425(9) 0.0480(10) 0.0058(9) -0.0005(9) 0.0021(8) C6 0.0472(11) 0.0681(12) 0.0661(14) 0.0034(11) -0.0003(11) -0.0037(11) C7 0.063(2) 0.0758(15) 0.087(2) -0.0085(14) -0.0151(14) -0.0150(13) C8 0.098(2) 0.0701(15) 0.0630(15) 0.012(2) -0.019(2) -0.0159(13) C9 0.089(2) 0.0742(15) 0.0538(14) 0.005(2) 0.0130(14) -0.0051(12) C10 0.0582(13) 0.0593(12) 0.0542(12) -0.0032(11) 0.0071(11) -0.0021(10) 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_occupancy O -0.2795(3) 0.2702(2) 0.04019(8) 0.0788(6) Uani 1.000 N1 0.0561(3) 0.2792(2) 0.09043(7) 0.0559(6) Uani 1.000 N2 0.0553(4) 0.6317(3) -0.00017(8) 0.0576(6) Uani 1.000 C1 0.2000(3) 0.4537(3) 0.08565(8) 0.0467(6) Uani 1.000 C2 0.0040(3) 0.5489(3) 0.05266(8) 0.0456(6) Uani 1.000 C3 -0.1093(4) 0.3464(3) 0.05810(8) 0.0537(7) Uani 1.000 C4 0.1067(9) 0.0819(4) 0.1088(2) 0.0918(13) Uani 1.000 C5 0.2648(3) 0.5514(3) 0.13878(7) 0.0445(6) Uani 1.000 C6 0.4654(4) 0.6515(4) 0.14308(10) 0.0605(7) Uani 1.000 C7 0.5196(5) 0.7528(4) 0.19060(11) 0.0753(11) Uani 1.000 C8 0.3755(5) 0.7536(4) 0.23415(11) 0.0770(10) Uani 1.000 C9 0.1764(5) 0.6543(4) 0.23043(10) 0.0723(10) Uani 1.000 C10 0.1201(4) 0.5529(3) 0.18318(8) 0.0572(7) Uani 1.000 H1 0.340(3) 0.439(3) 0.0633(7) 0.037(4) Uiso 1.000 H2 -0.072(3) 0.650(3) 0.0759(7) 0.039(4) Uiso 1.000 H2A -0.078(5) 0.689(4) -0.0113(10) 0.087(8) Uiso 1.000 H2B 0.111(4) 0.543(4) -0.0222(9) 0.066(7) Uiso 1.000 H4A 0.192(7) 0.017(6) 0.0835(14) 0.131(13) Uiso 1.000 H4B -0.031(8) 0.017(8) 0.1179(17) 0.17(2) Uiso 1.000 H4C 0.186(8) 0.082(6) 0.1406(17) 0.152(17) Uiso 1.000 H6 0.574(4) 0.652(4) 0.1129(9) 0.075(7) Uiso 1.000 H7 0.660(5) 0.810(4) 0.1939(10) 0.082(8) Uiso 1.000 H8A 0.416(5) 0.829(4) 0.2664(10) 0.091(8) Uiso 1.000 H9 0.080(5) 0.656(4) 0.2574(11) 0.086(8) Uiso 1.000 H10 -0.022(5) 0.493(4) 0.1787(9) 0.065(6) Uiso 1.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' H H 0.00 0.00 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 1 -9 -2 -2 4 -2 -2 -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 C1 N1 C3 96.18(15) yes C1 N1 C4 130.7(3) yes C3 N1 C4 130.6(2) yes N1 C1 C2 86.46(14) yes N1 C1 C5 115.93(16) yes C2 C1 C5 116.97(16) yes N2 C2 C1 117.73(17) yes N2 C2 C3 121.34(17) yes C1 C2 C3 85.03(15) yes O C3 N1 132.59(19) yes O C3 C2 135.54(19) yes N1 C3 C2 91.86(16) yes C1 C5 C6 120.32(17) no C1 C5 C10 121.11(17) no C6 C5 C10 118.47(19) no C5 C6 C7 120.7(2) no C6 C7 C8 120.4(3) no C7 C8 C9 119.5(3) no C8 C9 C10 120.7(2) no C5 C10 C9 120.3(2) no C2 N2 H2A 104.2(16) no C2 N2 H2B 111.2(16) no H2A N2 H2B 116(2) no N1 C1 H1 116.7(12) no C2 C1 H1 112.6(10) no C5 C1 H1 107.4(10) no N2 C2 H2 109.6(11) no C1 C2 H2 109.4(10) no C3 C2 H2 111.5(11) no N1 C4 H4A 111(2) no N1 C4 H4B 109(3) no N1 C4 H4C 112(3) no H4A C4 H4B 114(4) no H4A C4 H4C 107(4) no H4B C4 H4C 104(4) no C5 C6 H6 121.1(14) no C7 C6 H6 118.2(14) no C6 C7 H7 119.4(16) no C8 C7 H7 119.9(16) no C7 C8 H8A 118.5(17) no C9 C8 H8A 122.0(17) no C8 C9 H9 120.9(19) no C10 C9 H9 118.3(19) no C5 C10 H10 117.6(14) no C9 C10 H10 121.8(14) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O C3 1.217(3) yes N1 C1 1.465(2) yes N1 C3 1.340(3) yes N1 C4 1.442(3) yes N2 C2 1.436(3) yes C1 C2 1.556(3) yes C1 C5 1.504(3) yes C2 C3 1.535(3) yes C5 C6 1.377(3) no C5 C10 1.382(3) no C6 C7 1.384(4) no C7 C8 1.363(4) no C8 C9 1.365(4) no C9 C10 1.381(3) no N2 H2A 0.92(3) no N2 H2B 0.87(2) no C1 H1 1.000(18) no C2 H2 0.997(19) no C4 H4A 0.91(4) no C4 H4B 0.96(5) no C4 H4C 0.91(4) no C6 H6 0.98(2) no C7 H7 0.92(3) no C8 H8A 0.97(3) no C9 H9 0.87(3) no C10 H10 0.94(3) no 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 C3 N1 C1 C2 5.39(16) no C3 N1 C1 C5 123.76(18) no C4 N1 C1 C2 168.4(3) no C4 N1 C1 C5 -73.2(3) no C1 N1 C3 O 173.6(2) no C1 N1 C3 C2 -5.45(16) no C4 N1 C3 O 10.5(5) no C4 N1 C3 C2 -168.5(3) no N1 C1 C2 N2 -127.65(18) no N1 C1 C2 C3 -4.69(14) no C5 C1 C2 N2 115.0(2) no C5 C1 C2 C3 -122.08(17) no N1 C1 C5 C6 150.8(2) no N1 C1 C5 C10 -33.0(3) no C2 C1 C5 C6 -109.4(2) no C2 C1 C5 C10 66.8(3) no N2 C2 C3 O -54.3(4) no N2 C2 C3 N1 124.72(19) no C1 C2 C3 O -173.9(3) no C1 C2 C3 N1 5.12(15) no C1 C5 C6 C7 175.7(2) no C10 C5 C6 C7 -0.6(4) no C1 C5 C10 C9 -175.8(2) no C6 C5 C10 C9 0.5(3) no C5 C6 C7 C8 0.5(4) no C6 C7 C8 C9 -0.3(4) no C7 C8 C9 C10 0.2(5) no C8 C9 C10 C5 -0.3(4) no