#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/07/2010756.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_2010756 loop_ _publ_author_name 'Stout, Kyle L.' 'Hallock, Kevin J.' 'Kampf, Jeff W.' 'Ramamoorthy, Ayyalusamy' _publ_section_title ; N-Acetyl-L-phenylalanine ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e100 _journal_page_last e100 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C11 H13 N O3' _chemical_formula_weight 207.22 _chemical_melting_point 445.0(10) _chemical_name_common ; N-acetyl-L-phenylalanine ; _chemical_name_systematic ; ? ; _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.65280(10) _cell_length_b 11.1532(2) _cell_length_c 16.98970(10) _cell_measurement_reflns_used 6900 _cell_measurement_temperature 158(2) _cell_measurement_theta_max 30.49 _cell_measurement_theta_min 2.40 _cell_volume 1071.15(3) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 1997)' _computing_data_reduction 'SHELXTL (Bruker, 1998)' _computing_publication_material SHELXTL _computing_structure_refinement SHELXTL _computing_structure_solution SHELXTL _diffrn_ambient_temperature 158(2) _diffrn_measured_fraction_theta_full .985 _diffrn_measured_fraction_theta_max .985 _diffrn_measurement_device_type 'CCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .019 _diffrn_reflns_av_sigmaI/netI .0116 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 15627 _diffrn_reflns_theta_full 30.49 _diffrn_reflns_theta_max 30.49 _diffrn_reflns_theta_min 2.40 _exptl_absorpt_coefficient_mu .094 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 440 _exptl_crystal_size_max .54 _exptl_crystal_size_mid .14 _exptl_crystal_size_min .12 _refine_diff_density_max .259 _refine_diff_density_min -.180 _refine_ls_extinction_coef .010(3) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 1866 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.077 _refine_ls_R_factor_all .030 _refine_ls_R_factor_gt .028 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0443P)^2^+0.1409P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .077 _reflns_number_gt 1778 _reflns_number_total 1866 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file qb0164.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P21 21 21' _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_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_chemical_melting_point' value '444-446' was changed to '445.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '444-446' was changed to '445.0(10)' - the average value was taken and precision was estimated. '_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 2010756 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 .28171(17) 1.04065(9) .35019(6) .01924(19) Uani d . 1 . . N H1 .411(4) 1.0784(17) .3584(10) .033(4) Uiso d . 1 . . H O1 .07877(16) .92041(9) .26840(5) .0266(2) Uani d . 1 . . O O2 .07404(17) 1.25578(9) .32252(6) .0306(2) Uani d . 1 . . O H2 -.013(4) 1.308(2) .2977(13) .053(6) Uiso d . 1 . . H O3 -.27864(17) 1.18749(9) .36241(7) .0318(2) Uani d . 1 . . O C1 .4922(2) .94921(13) .24048(8) .0256(3) Uani d . 1 . . C H1B .508(5) .865(2) .2270(13) .057(6) Uiso d . 1 . . H H1C .628(4) .9705(18) .2670(12) .041(5) Uiso d . 1 . . H H1D .476(4) .9957(18) .1918(12) .049(6) Uiso d . 1 . . H C2 .2696(2) .96823(10) .28693(6) .0186(2) Uani d . 1 . . C C3 .0688(2) 1.07219(10) .39365(6) .0189(2) Uani d . 1 . . C H3 -.043(3) 1.0033(13) .3907(8) .018(4) Uiso d . 1 . . H C4 -.0645(2) 1.17777(10) .35682(6) .0201(2) Uani d . 1 . . C C5 .1275(3) 1.10111(11) .48030(7) .0237(2) Uani d . 1 . . C H5A .260(4) 1.1611(16) .4829(11) .035(5) Uiso d . 1 . . H H5B -.012(4) 1.1380(16) .5021(11) .033(5) Uiso d . 1 . . H C6 .1905(2) .99041(10) .52759(6) .0212(2) Uani d . 1 . . C C7 .4023(2) .98254(12) .56921(7) .0277(3) Uani d . 1 . . C H7 .519(4) 1.0446(18) .5668(11) .041(5) Uiso d . 1 . . H C8 .4514(3) .88260(15) .61604(8) .0341(3) Uani d . 1 . . C H8 .593(4) .8773(18) .6437(11) .039(5) Uiso d . 1 . . H C9 .2903(3) .78902(13) .62067(8) .0344(3) Uani d . 1 . . C H9 .326(4) .7235(19) .6534(12) .049(5) Uiso d . 1 . . H C10 .0805(3) .79499(12) .57849(8) .0317(3) Uani d . 1 . . C H10 -.034(4) .7316(19) .5787(12) .044(5) Uiso d . 1 . . H C11 .0306(2) .89513(11) .53248(7) .0249(2) Uani d . 1 . . C H11 -.117(3) .9005(16) .5042(11) .032(4) 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 .0171(4) .0193(4) .0214(4) -.0020(4) -.0004(3) -.0014(3) O1 .0213(4) .0306(4) .0279(4) -.0051(4) .0024(3) -.0103(4) O2 .0212(4) .0308(5) .0399(5) .0027(4) .0030(4) .0180(4) O3 .0189(4) .0279(5) .0485(6) -.0006(4) .0019(4) .0032(4) C1 .0187(5) .0319(6) .0264(6) .0019(5) .0022(4) -.0034(5) C2 .0192(5) .0170(4) .0194(4) .0006(4) -.0001(4) .0014(4) C3 .0204(4) .0171(4) .0191(4) -.0011(4) .0015(4) -.0004(4) C4 .0205(5) .0199(5) .0200(4) -.0009(4) -.0007(4) -.0014(4) C5 .0335(6) .0188(5) .0187(5) -.0007(5) -.0012(4) -.0023(4) C6 .0251(5) .0210(5) .0173(4) .0012(4) .0012(4) -.0018(4) C7 .0248(6) .0338(6) .0246(5) .0006(5) .0004(5) -.0030(5) C8 .0296(7) .0455(8) .0270(6) .0121(6) -.0023(5) .0004(6) C9 .0443(8) .0312(6) .0279(6) .0138(6) .0034(6) .0058(5) C10 .0395(7) .0245(6) .0312(6) -.0004(6) .0043(6) .0046(5) C11 .0260(6) .0244(6) .0241(5) -.0005(5) -.0003(5) .0012(4) 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 C2 . 1.3463(14) ? N1 C3 . 1.4553(15) ? N1 H1 . .86(2) ? O1 C2 . 1.2439(14) ? O2 C4 . 1.3078(15) ? O2 H2 . .87(2) ? O3 C4 . 1.2190(16) ? C1 C2 . 1.5001(17) ? C1 H1B . .97(2) ? C1 H1C . .92(2) ? C1 H1D . .98(2) ? C3 C4 . 1.5316(16) ? C3 C5 . 1.5432(15) ? C3 H3 . .996(16) ? C5 C6 . 1.5154(16) ? C5 H5A . 1.01(2) ? C5 H5B . .96(2) ? C6 C7 . 1.3934(18) ? C6 C11 . 1.3976(17) ? C7 C8 . 1.397(2) ? C7 H7 . .96(2) ? C8 C9 . 1.387(2) ? C8 H8 . .93(2) ? C9 C10 . 1.387(2) ? C9 H9 . .94(2) ? C10 C11 . 1.3923(18) ? C10 H10 . .96(2) ? C11 H11 . .962(19) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .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 C2 N1 C3 120.54(9) C2 N1 H1 117.9(12) C3 N1 H1 120.4(12) C4 O2 H2 108.9(16) C2 C1 H1B 109.7(15) C2 C1 H1C 113.9(13) H1B C1 H1C 107(2) C2 C1 H1D 106.9(14) H1B C1 H1D 108.7(18) H1C C1 H1D 110.8(18) O1 C2 N1 120.22(10) O1 C2 C1 122.24(10) N1 C2 C1 117.53(10) N1 C3 C4 112.67(9) N1 C3 C5 110.88(10) C4 C3 C5 109.57(9) N1 C3 H3 108.2(9) C4 C3 H3 105.1(9) C5 C3 H3 110.3(8) O3 C4 O2 124.77(12) O3 C4 C3 121.67(11) O2 C4 C3 113.51(10) C6 C5 C3 112.71(9) C6 C5 H5A 110.1(11) C3 C5 H5A 109.9(11) C6 C5 H5B 109.6(11) C3 C5 H5B 106.3(11) H5A C5 H5B 108.0(14) C7 C6 C11 118.54(11) C7 C6 C5 121.48(11) C11 C6 C5 119.95(11) C6 C7 C8 120.65(13) C6 C7 H7 121.5(12) C8 C7 H7 117.8(12) C9 C8 C7 120.14(13) C9 C8 H8 119.3(12) C7 C8 H8 120.6(12) C10 C9 C8 119.72(13) C10 C9 H9 121.8(13) C8 C9 H9 118.5(13) C9 C10 C11 120.13(14) C9 C10 H10 122.7(12) C11 C10 H10 117.2(12) C10 C11 C6 120.81(12) C10 C11 H11 120.4(11) C6 C11 H11 118.8(11) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H1 O3 1_655 .86(2) 2.14(2) 2.9835(11) 171.3(14) O2 H2 O1 3 .87(2) 1.74(2) 2.5502(10) 158.4(18) _cod_database_fobs_code 2010756 _journal_paper_doi 10.1107/S0108270100001712