#------------------------------------------------------------------------------ #$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201955 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/89/2008947.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_2008947 loop_ _publ_author_name 'Dalhus, Bj\/orn' 'G\"orbitz, Carl Henrik' _publ_section_title ; Molecular aggregation in selected crystalline 1:1 complexes of hydrophobic D- and L-amino acids. III. The L-leucine and L-valine series ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1547 _journal_page_last 1555 _journal_paper_doi 10.1107/S0108270199006162 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C5 H11 N O2 . C5 H11 N O2' _chemical_formula_structural 'C5 H11 N O2 . C5 H11 N O2' _chemical_formula_sum 'C10 H22 N2 O4' _chemical_formula_weight 234.30 _chemical_name_systematic ; L-valine:D-2-aminopentanoic acid ; _space_group_IT_number 5 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 96.0910(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 27.2288(2) _cell_length_b 4.73970(10) _cell_length_c 9.95350(10) _cell_measurement_reflns_used 6914 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 49.75 _cell_measurement_theta_min 1.50 _cell_volume 1277.31(3) _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_collection 'SMART (Siemens, 1995)' _computing_data_reduction SAINT _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1995)' _diffrn_ambient_temperature 150(2) _diffrn_measurement_device 'Siemens SMART CCD area-detector' _diffrn_measurement_method '\w scans' _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 0.022 _diffrn_reflns_av_sigmaI/netI 0.032 _diffrn_reflns_limit_h_max 56 _diffrn_reflns_limit_h_min -58 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 16408 _diffrn_reflns_theta_max 49.75 _diffrn_reflns_theta_min 1.50 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_T_max 0.959 _exptl_absorpt_correction_T_min 0.911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_meas ? _exptl_crystal_description Block _exptl_crystal_F_000 512 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.45 _refine_diff_density_max 0.410 _refine_diff_density_min -0.258 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.095 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 180 _refine_ls_number_reflns 9398 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.126 _refine_ls_restrained_S_obs 1.110 _refine_ls_R_factor_all 0.040 _refine_ls_R_factor_gt 0.034 _refine_ls_shift/esd_mean 0.000 _refine_ls_shift/su_max 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.0277P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.102 _refine_ls_wR_factor_ref 0.097 _reflns_number_gt 8643 _reflns_number_total 9399 _reflns_observed_criterion I>2\s(I) _cod_data_source_file os1063.cif _cod_data_source_block 6 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.0277P] 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^)+(0.0601P)^2^+0.0277P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'C 2' _cod_original_formula_sum 'C10 H22 N2 O4 ' _cod_database_code 2008947 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, 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 O1A 0.01767(13) 0.01420(13) 0.01477(12) 0.00337(9) -0.00077(10) 0.00080(9) O2A 0.0310(2) 0.01698(15) 0.00912(10) 0.00090(13) 0.00219(10) -0.00071(10) N1A 0.01396(11) 0.01392(13) 0.01069(11) -0.00157(10) 0.00079(9) 0.00141(10) C1A 0.01485(13) 0.01159(14) 0.00942(12) -0.00107(10) -0.00044(10) 0.00032(9) C2A 0.01356(12) 0.01102(13) 0.00969(11) 0.00005(10) 0.00021(9) 0.00006(10) C3A 0.01359(13) 0.0189(2) 0.01393(14) -0.00217(12) -0.00049(10) 0.00024(13) C4A 0.0164(2) 0.0677(6) 0.0214(2) -0.0062(3) 0.0051(2) -0.0022(3) C5A 0.0186(2) 0.0288(3) 0.0173(2) -0.0005(2) -0.00501(14) 0.0025(2) O1B 0.01797(12) 0.01331(13) 0.01422(12) -0.00339(9) -0.00006(9) 0.00014(9) O2B 0.0309(2) 0.01552(14) 0.00936(10) -0.00114(13) 0.00240(10) 0.00084(10) N1B 0.01582(12) 0.01516(14) 0.00989(11) 0.00142(10) 0.00058(9) -0.00118(10) C1B 0.01463(13) 0.01116(14) 0.00945(12) 0.00080(10) 0.00013(9) 0.00004(9) C2B 0.01465(13) 0.01124(14) 0.01032(11) -0.00017(10) -0.00003(9) 0.00026(10) C3B 0.01383(13) 0.0190(2) 0.0171(2) 0.00080(13) -0.00004(11) -0.00123(14) C4B 0.0223(2) 0.0274(3) 0.0358(3) 0.0015(2) -0.0121(2) -0.0083(2) C5B 0.0172(2) 0.0495(5) 0.0403(4) -0.0019(2) -0.0074(2) 0.0014(3) 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 O1A 0.206642(14) -0.30401(8) 0.54218(4) 0.01572(6) Uani d . 1 . O O2A 0.17267(2) -0.00910(9) 0.68293(4) 0.01902(7) Uani d . 1 . O N1A 0.197708(14) 0.08257(9) 0.34243(4) 0.01289(5) Uani d . 1 . N H1A 0.1974(5) -0.077(4) 0.2997(13) 0.031(3) Uiso d . 1 . H H2A 0.1894(5) 0.224(3) 0.2704(14) 0.029(3) Uiso d . 1 . H H3A 0.2299(5) 0.111(3) 0.3878(13) 0.030(3) Uiso d . 1 . H C1A 0.18243(2) -0.08784(9) 0.56735(4) 0.01208(6) Uani d . 1 . C C2A 0.161197(14) 0.08718(9) 0.44445(4) 0.01150(5) Uani d . 1 . C H4A 0.15646(6) 0.272(2) 0.4713(3) 0.014 Uiso calc R 1 . H C3A 0.11141(2) -0.03728(11) 0.38300(5) 0.01561(6) Uani d . 1 . C H5A 0.11615(6) -0.235(3) 0.3684(2) 0.019 Uiso calc R 1 . H C4A 0.07210(2) -0.0055(3) 0.48099(7) 0.0349(2) Uani d . 1 . C H6A 0.0841(2) -0.101(2) 0.5707(10) 0.052 Uiso calc R 1 . H H7A 0.0400(4) -0.099(2) 0.4406(6) 0.052 Uiso calc R 1 . H H8A 0.0659(3) 0.204(2) 0.4971(8) 0.052 Uiso calc R 1 . H C5A 0.09317(2) 0.0968(2) 0.24647(6) 0.02203(9) Uani d . 1 . C H9A 0.1167(2) 0.0586(16) 0.1820(6) 0.033 Uiso calc R 1 . H H10A 0.0899(3) 0.2994(17) 0.2576(2) 0.033 Uiso calc R 1 . H H11A 0.0613(3) 0.0173(14) 0.2134(5) 0.033 Uiso calc R 1 . H O1B 0.213289(14) 0.86726(8) 1.03905(4) 0.01529(5) Uani d . 1 . O O2B 0.18483(2) 0.57812(9) 1.19128(3) 0.01858(6) Uani d . 1 . O N1B 0.193564(15) 0.49014(9) 0.83750(4) 0.01368(5) Uani d . 1 . N H1B 0.1887(5) 0.664(3) 0.7928(12) 0.023(3) Uiso d . 1 . H H2B 0.1844(5) 0.343(3) 0.7742(14) 0.026(3) Uiso d . 1 . H H3B 0.2270(5) 0.471(3) 0.8663(13) 0.029(3) Uiso d . 1 . H C1B 0.19068(2) 0.65168(9) 1.07199(4) 0.01183(5) Uani d . 1 . C C2B 0.16492(2) 0.47187(9) 0.95716(4) 0.01216(5) Uani d . 1 . C H4B 0.16382(2) 0.279(2) 0.9862(4) 0.015 Uiso calc R 1 . H C3B 0.11212(2) 0.58173(12) 0.92347(5) 0.01676(7) Uani d . 1 . C H5B 0.09516(15) 0.5671(2) 1.0028(7) 0.020 Uiso calc R 1 . H H6B 0.11365(2) 0.7779(17) 0.9007(2) 0.020 Uiso calc R 1 . H C4B 0.08191(2) 0.4283(2) 0.80800(8) 0.02961(14) Uani d . 1 . C H7B 0.08095(3) 0.222(2) 0.8295(2) 0.036 Uiso calc R 1 . H H8B 0.0984(2) 0.4505(3) 0.7235(9) 0.036 Uiso calc R 1 . H C5B 0.02914(3) 0.5405(2) 0.78345(10) 0.0364(2) Uani d . 1 . C H9B 0.0119(2) 0.4497(19) 0.7010(11) 0.055 Uiso calc R 1 . H H10B 0.02992(3) 0.749(2) 0.7702(11) 0.055 Uiso calc R 1 . H H11B 0.0111(2) 0.496(2) 0.8630(9) 0.055 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 C2A N1A H1A 111.9(10) C2A N1A H2A 111.4(8) H1A N1A H2A 104.2(12) C2A N1A H3A 108.7(8) H1A N1A H3A 108.5(13) H2A N1A H3A 112.1(12) O1A C1A O2A 125.94(4) O1A C1A C2A 116.19(4) O2A C1A C2A 117.82(4) N1A C2A C1A 108.13(3) N1A C2A C3A 110.16(3) C1A C2A C3A 110.42(4) N1A C2A H4A 109.37(2) C1A C2A H4A 109.37(2) C3A C2A H4A 109.37(3) C4A C3A C5A 109.96(5) C4A C3A C2A 110.74(4) C5A C3A C2A 112.37(4) C4A C3A H11A 107.87(5) C5A C3A H11A 107.87(3) C2A C3A H11A 107.87(3) C3A C4A H5A 109.47(4) C3A C4A H6A 109.47(3) H5A C4A H6A 109.5 C3A C4A H7A 109.47(5) H5A C4A H7A 109.5 H6A C4A H7A 109.5 C3A C5A H8A 109.47(3) C3A C5A H9A 109.47(3) H8A C5A H9A 109.5 C3A C5A H10A 109.47(3) H8A C5A H10A 109.5 H9A C5A H10A 109.5 C2B N1B H1B 111.6(8) C2B N1B H2B 111.1(8) H1B N1B H2B 108.4(11) C2B N1B H3B 109.0(8) H1B N1B H3B 108.6(12) H2B N1B H3B 108.0(12) O1B C1B O2B 125.78(4) O1B C1B C2B 117.13(4) O2B C1B C2B 116.96(4) N1B C2B C3B 111.28(3) N1B C2B C1B 109.01(3) C3B C2B C1B 108.56(4) N1B C2B H4B 109.32(2) C3B C2B H4B 109.32(3) C1B C2B H4B 109.32(2) C4B C3B C2B 114.92(5) C4B C3B H5B 108.54(4) C2B C3B H5B 108.54(2) C4B C3B H6B 108.54(4) C2B C3B H6B 108.54(3) H5B C3B H6B 107.5 C3B C4B C5B 112.18(6) C3B C4B H7B 109.17(4) C5B C4B H7B 109.17(5) C3B C4B H8B 109.17(4) C5B C4B H8B 109.17(5) H7B C4B H8B 107.9 C4B C5B H9B 109.47(5) C4B C5B H10B 109.47(5) H9B C5B H10B 109.5 C4B C5B H11B 109.47(5) H9B C5B H11B 109.5 H10B C5B H11B 109.5 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 O1A C1A . 1.2578(6) yes O2A C1A . 1.2643(5) yes N1A C2A . 1.4947(5) yes N1A H1A . 0.87(2) ? N1A H2A . 0.990(14) ? N1A H3A . 0.952(13) ? C1A C2A . 1.5391(6) yes C2A C3A . 1.5440(6) yes C2A H4A . 0.931(12) ? C3A C4A . 1.5300(8) yes C3A C5A . 1.5343(7) yes C3A H11A . 0.961(13) ? C4A H5A . 1.022(11) ? C4A H6A . 1.022(11) ? C4A H7A . 1.022(11) ? C5A H8A . 0.972(8) ? C5A H9A . 0.972(8) ? C5A H10A . 0.972(8) ? O1B C1B . 1.2543(6) yes O2B C1B . 1.2637(5) yes N1B C2B . 1.4938(5) yes N1B H1B . 0.938(14) ? N1B H2B . 0.957(15) ? N1B H3B . 0.930(12) ? C1B C2B . 1.5344(6) yes C2B C3B . 1.5324(6) yes C2B H4B . 0.961(12) ? C3B C4B . 1.5251(8) yes C3B H5B . 0.959(8) ? C3B H6B . 0.959(8) ? C4B C5B . 1.5273(10) yes C4B H7B . 1.000(10) ? C4B H8B . 1.000(10) ? C5B H9B . 0.998(10) ? C5B H10B . 0.998(10) ? C5B H11B . 0.998(10) ? 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 O1A C1A C2A N1A -36.56(5) ? O2A C1A C2A N1A 145.96(4) ? O1A C1A C2A C3A 84.03(5) ? O2A C1A C2A C3A -93.45(5) ? N1A C2A C3A C4A -174.00(10) yes C1A C2A C3A C4A 66.60(6) ? N1A C2A C3A C5A -50.60(10) yes C1A C2A C3A C5A -169.99(4) ? O1B C1B C2B N1B 31.65(5) ? O2B C1B C2B N1B -152.29(4) ? O1B C1B C2B C3B -89.72(5) ? O2B C1B C2B C3B 86.34(5) ? N1B C2B C3B C4B 58.60(10) yes C1B C2B C3B C4B 178.54(5) ? C2B C3B C4B C5B 177.80(10) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21182862