# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Churakov, Andrei' _publ_contact_author_email churakov@igic.ras.ru _publ_section_title ; Crystal structures of natural amino acid perhydrates ; loop_ _publ_author_name A.Churakov P.Prikhodchenko #===END data_Ser70 _database_code_depnum_ccdc_archive 'CCDC 726697' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (S)-2-Amino-3-hydroxypropionic acid hydrogen peroxide solvate ; _chemical_name_common '(S)-2-Amino-3-hydroxypropionic acid hydrogen peroxide solvate' _chemical_melting_point ? _chemical_formula_moiety 'C3 H7 N O3, H2 O2' _chemical_formula_sum 'C3 H9 N O5' _chemical_formula_weight 139.11 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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' _cell_length_a 4.8616(6) _cell_length_b 9.1187(11) _cell_length_c 13.2712(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 588.33(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4771 _cell_measurement_theta_min 2.710 _cell_measurement_theta_max 22.992 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 0.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9561 _exptl_absorpt_correction_T_max 0.9733 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6747 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0107 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 28.00 _reflns_number_total 860 _reflns_number_gt 852 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.0989P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixid _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 860 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0782 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration syn loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.7517(3) 0.59450(14) 0.49538(9) 0.0271(3) Uani 1 1 d . . . O2 O 1.0070(2) 0.51709(15) 0.47226(9) 0.0247(3) Uani 1 1 d . . . H1 H 0.658(5) 0.567(3) 0.4464(18) 0.033(6) Uiso 1 1 d . . . H2 H 0.999(5) 0.454(2) 0.5192(15) 0.024(5) Uiso 1 1 d . . . N1 N 0.7063(3) 0.77818(13) 0.67076(9) 0.0139(3) Uani 1 1 d . . . O3 O 0.9029(3) 0.80827(13) 0.88822(8) 0.0200(3) Uani 1 1 d . . . O4 O 0.7836(2) 1.12831(12) 0.79720(8) 0.0164(3) Uani 1 1 d . . . O5 O 1.0066(2) 1.02480(12) 0.66924(8) 0.0188(3) Uani 1 1 d . . . C1 C 0.8237(3) 1.02561(15) 0.73621(10) 0.0130(3) Uani 1 1 d . . . C2 C 0.6312(3) 0.89365(15) 0.74564(10) 0.0127(3) Uani 1 1 d . . . H2A H 0.4406 0.9277 0.7298 0.015 Uiso 1 1 calc R . . C3 C 0.6305(3) 0.83387(16) 0.85269(11) 0.0157(3) Uani 1 1 d . . . H3A H 0.5376 0.9048 0.8978 0.019 Uiso 1 1 calc R . . H3B H 0.5254 0.7409 0.8545 0.019 Uiso 1 1 calc R . . H13 H 0.877(5) 0.740(3) 0.6810(16) 0.021(5) Uiso 1 1 d . . . H3 H 0.948(6) 0.721(3) 0.8708(17) 0.040(7) Uiso 1 1 d . . . H12 H 0.580(5) 0.710(3) 0.6713(16) 0.024(5) Uiso 1 1 d . . . H11 H 0.717(4) 0.816(2) 0.6072(14) 0.015(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0318(7) 0.0266(6) 0.0229(6) -0.0077(5) -0.0060(5) 0.0065(5) O2 0.0215(6) 0.0306(6) 0.0220(5) 0.0096(5) 0.0001(5) 0.0005(6) N1 0.0144(6) 0.0117(5) 0.0156(6) -0.0006(4) 0.0010(5) -0.0015(5) O3 0.0236(6) 0.0162(5) 0.0202(5) -0.0030(4) -0.0067(4) 0.0049(5) O4 0.0158(5) 0.0130(5) 0.0205(5) -0.0033(4) 0.0004(4) 0.0000(4) O5 0.0177(5) 0.0159(5) 0.0227(5) -0.0023(4) 0.0058(5) -0.0023(5) C1 0.0120(6) 0.0113(5) 0.0158(6) 0.0011(5) -0.0026(5) 0.0002(5) C2 0.0110(6) 0.0116(6) 0.0155(6) -0.0009(5) 0.0004(5) 0.0001(5) C3 0.0169(7) 0.0148(6) 0.0153(6) 0.0003(5) 0.0014(5) -0.0008(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 O2 1.4607(18) . ? O1 H1 0.83(3) . ? O2 H2 0.85(2) . ? N1 C2 1.4931(17) . ? N1 H13 0.91(2) . ? N1 H12 0.87(2) . ? N1 H11 0.913(19) . ? O3 C3 1.4247(19) . ? O3 H3 0.86(3) . ? O4 C1 1.2531(17) . ? O5 C1 1.2573(18) . ? C1 C2 1.529(2) . ? C2 C3 1.5216(19) . ? C2 H2A 1.0000 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 O1 H1 98.9(18) . . ? O1 O2 H2 97.6(15) . . ? C2 N1 H13 113.2(14) . . ? C2 N1 H12 109.1(14) . . ? H13 N1 H12 111(2) . . ? C2 N1 H11 111.3(12) . . ? H13 N1 H11 103.5(18) . . ? H12 N1 H11 108.3(18) . . ? C3 O3 H3 107.6(19) . . ? O4 C1 O5 124.83(13) . . ? O4 C1 C2 116.09(12) . . ? O5 C1 C2 119.08(12) . . ? N1 C2 C3 111.67(11) . . ? N1 C2 C1 110.54(11) . . ? C3 C2 C1 111.08(11) . . ? N1 C2 H2A 107.8 . . ? C3 C2 H2A 107.8 . . ? C1 C2 H2A 107.8 . . ? O3 C3 C2 111.44(12) . . ? O3 C3 H3A 109.3 . . ? C2 C3 H3A 109.3 . . ? O3 C3 H3B 109.3 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 108.0 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H1 O1 O2 H2 -109(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O5 0.83(3) 1.90(3) 2.7159(17) 168(3) 4_466 O2 H2 O3 0.85(2) 1.87(2) 2.6919(16) 162(2) 3_746 N1 H11 O2 0.913(19) 2.11(2) 2.8331(17) 135.0(17) 4_466 N1 H11 O1 0.913(19) 2.512(18) 2.8760(17) 104.3(14) . N1 H12 O4 0.87(2) 1.96(3) 2.7785(17) 155(2) 3_646 N1 H13 O4 0.91(2) 1.96(2) 2.8634(17) 171(2) 3_746 O3 H3 O5 0.86(3) 1.88(3) 2.7306(17) 172(3) 3_746 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.328 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.046 #===END data_Gly98 _database_code_depnum_ccdc_archive 'CCDC 726698' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; glycine hydrogen peroxide sesquisolvate ; _chemical_name_common 'glycine hydrogen peroxide sesquisolvate' _chemical_melting_point ? _chemical_formula_moiety '2(C2 H5 N O2), 3(H2 O2)' _chemical_formula_sum 'C4 H16 N2 O10' _chemical_formula_weight 252.19 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2854(4) _cell_length_b 8.0045(5) _cell_length_c 9.6698(6) _cell_angle_alpha 79.485(1) _cell_angle_beta 72.238(1) _cell_angle_gamma 87.275(1) _cell_volume 527.99(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4072 _cell_measurement_theta_min 2.247 _cell_measurement_theta_max 30.502 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 268 _exptl_absorpt_coefficient_mu 0.159 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9391 _exptl_absorpt_correction_T_max 0.9689 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5439 _diffrn_reflns_av_R_equivalents 0.0126 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.00 _reflns_number_total 2543 _reflns_number_gt 2334 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.1293P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2543 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0315 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0828 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.42992(13) 0.37457(10) 0.84045(10) 0.01863(18) Uani 1 1 d . . . C11 C 0.31051(14) 0.23349(11) 0.94539(10) 0.01661(19) Uani 1 1 d . . . C12 C 0.36527(13) 0.06423(11) 0.89402(10) 0.01429(18) Uani 1 1 d . . . O11 O 0.46957(10) 0.06565(8) 0.76509(7) 0.01856(16) Uani 1 1 d . . . O12 O 0.29675(10) -0.06600(8) 0.98847(7) 0.01886(16) Uani 1 1 d . . . N2 N 0.23946(13) 0.85815(10) 0.52496(9) 0.01811(18) Uani 1 1 d . . . C21 C 0.10950(14) 0.72080(12) 0.62464(11) 0.0180(2) Uani 1 1 d . . . C22 C 0.17579(13) 0.54768(11) 0.58598(10) 0.01589(19) Uani 1 1 d . . . O21 O 0.29915(12) 0.54065(9) 0.46605(8) 0.02522(18) Uani 1 1 d . . . O22 O 0.09907(12) 0.42217(9) 0.68275(9) 0.02601(18) Uani 1 1 d . . . O1 O 0.61594(11) 0.77971(9) 0.55983(8) 0.02176(17) Uani 1 1 d . . . O2 O 0.51095(13) 0.74552(10) 0.71801(8) 0.0300(2) Uani 1 1 d . . . O3 O -0.08139(10) 0.91647(9) 0.27792(8) 0.02102(16) Uani 1 1 d . . . O4 O 0.11985(11) 0.93957(10) 0.26946(8) 0.02295(17) Uani 1 1 d . . . O5 O 0.22459(11) 0.54767(9) 0.10524(8) 0.02179(17) Uani 1 1 d . . . O6 O 0.18010(11) 0.63367(9) -0.02805(8) 0.02219(17) Uani 1 1 d . . . H11B H 0.326(2) 0.2310(17) 1.0410(16) 0.024(3) Uiso 1 1 d . . . H21A H 0.104(2) 0.7230(18) 0.7284(17) 0.031(4) Uiso 1 1 d . . . H21B H -0.021(2) 0.7394(17) 0.6196(15) 0.026(3) Uiso 1 1 d . . . H11A H 0.177(2) 0.2542(18) 0.9508(16) 0.028(3) Uiso 1 1 d . . . H1C H 0.546(2) 0.3846(19) 0.8586(17) 0.035(4) Uiso 1 1 d . . . H1B H 0.367(2) 0.476(2) 0.8502(18) 0.040(4) Uiso 1 1 d . . . H1A H 0.457(2) 0.359(2) 0.744(2) 0.045(4) Uiso 1 1 d . . . H2A H 0.362(2) 0.8292(18) 0.5212(16) 0.031(4) Uiso 1 1 d . . . H5 H 0.123(2) 0.5575(18) 0.1683(18) 0.031(4) Uiso 1 1 d . . . H2 H 0.503(2) 0.846(2) 0.7342(19) 0.041(4) Uiso 1 1 d . . . H4 H 0.174(2) 0.943(2) 0.1778(19) 0.040(4) Uiso 1 1 d . . . H2C H 0.209(2) 0.956(2) 0.5650(17) 0.037(4) Uiso 1 1 d . . . H6 H 0.226(2) 0.735(2) -0.0361(18) 0.037(4) Uiso 1 1 d . . . H2B H 0.228(2) 0.8753(18) 0.4334(17) 0.027(3) Uiso 1 1 d . . . H1 H 0.649(2) 0.672(2) 0.5504(18) 0.042(4) Uiso 1 1 d . . . H3 H -0.097(3) 0.801(2) 0.3053(19) 0.046(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0253(4) 0.0120(4) 0.0169(4) -0.0023(3) -0.0038(3) -0.0011(3) C11 0.0189(4) 0.0122(4) 0.0160(4) -0.0028(3) -0.0010(3) 0.0001(3) C12 0.0152(4) 0.0129(4) 0.0151(4) -0.0036(3) -0.0044(3) 0.0004(3) O11 0.0224(3) 0.0161(3) 0.0145(3) -0.0042(2) -0.0006(3) -0.0010(3) O12 0.0248(4) 0.0136(3) 0.0153(3) -0.0015(2) -0.0019(3) -0.0033(3) N2 0.0246(4) 0.0118(4) 0.0156(4) -0.0019(3) -0.0030(3) 0.0000(3) C21 0.0212(5) 0.0123(4) 0.0166(4) -0.0028(3) -0.0002(3) 0.0003(3) C22 0.0185(4) 0.0128(4) 0.0163(4) -0.0035(3) -0.0047(3) 0.0005(3) O21 0.0325(4) 0.0154(3) 0.0198(4) -0.0046(3) 0.0045(3) 0.0012(3) O22 0.0330(4) 0.0139(3) 0.0224(4) -0.0019(3) 0.0042(3) -0.0029(3) O1 0.0296(4) 0.0148(3) 0.0138(3) -0.0032(3) 0.0044(3) -0.0007(3) O2 0.0490(5) 0.0160(4) 0.0139(4) -0.0031(3) 0.0071(3) -0.0018(3) O3 0.0177(3) 0.0184(3) 0.0255(4) -0.0061(3) -0.0028(3) -0.0012(3) O4 0.0193(4) 0.0318(4) 0.0168(4) -0.0046(3) -0.0032(3) -0.0042(3) O5 0.0233(4) 0.0188(3) 0.0187(4) -0.0002(3) -0.0012(3) -0.0004(3) O6 0.0295(4) 0.0172(3) 0.0186(4) -0.0025(3) -0.0051(3) -0.0043(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C11 1.4827(12) . ? N1 H1C 0.927(17) . ? N1 H1B 0.918(17) . ? N1 H1A 0.923(18) . ? C11 C12 1.5214(12) . ? C11 H11B 0.962(14) . ? C11 H11A 0.968(15) . ? C12 O11 1.2448(11) . ? C12 O12 1.2625(11) . ? N2 C21 1.4798(12) . ? N2 H2A 0.901(16) . ? N2 H2C 0.923(16) . ? N2 H2B 0.900(15) . ? C21 C22 1.5194(12) . ? C21 H21A 0.995(15) . ? C21 H21B 0.970(15) . ? C22 O21 1.2405(12) . ? C22 O22 1.2604(12) . ? O1 O2 1.4673(10) . ? O1 H1 0.897(17) . ? O2 H2 0.846(17) . ? O3 O4 1.4620(10) . ? O3 H3 0.915(18) . ? O4 H4 0.849(18) . ? O5 O6 1.4663(10) . ? O5 H5 0.812(16) . ? O6 H6 0.870(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 H1C 111.6(10) . . ? C11 N1 H1B 110.1(10) . . ? H1C N1 H1B 106.9(14) . . ? C11 N1 H1A 111.5(11) . . ? H1C N1 H1A 107.7(14) . . ? H1B N1 H1A 108.9(14) . . ? N1 C11 C12 111.32(8) . . ? N1 C11 H11B 108.4(8) . . ? C12 C11 H11B 111.0(8) . . ? N1 C11 H11A 108.8(8) . . ? C12 C11 H11A 107.7(8) . . ? H11B C11 H11A 109.5(11) . . ? O11 C12 O12 126.15(8) . . ? O11 C12 C11 118.33(8) . . ? O12 C12 C11 115.51(8) . . ? C21 N2 H2A 108.4(9) . . ? C21 N2 H2C 107.9(10) . . ? H2A N2 H2C 108.9(13) . . ? C21 N2 H2B 111.7(9) . . ? H2A N2 H2B 109.6(13) . . ? H2C N2 H2B 110.3(13) . . ? N2 C21 C22 111.50(8) . . ? N2 C21 H21A 109.3(9) . . ? C22 C21 H21A 110.0(8) . . ? N2 C21 H21B 110.5(8) . . ? C22 C21 H21B 108.9(8) . . ? H21A C21 H21B 106.5(12) . . ? O21 C22 O22 125.83(9) . . ? O21 C22 C21 118.83(8) . . ? O22 C22 C21 115.34(8) . . ? O2 O1 H1 97.0(11) . . ? O1 O2 H2 98.7(12) . . ? O4 O3 H3 102.3(11) . . ? O3 O4 H4 100.4(11) . . ? O6 O5 H5 101.2(11) . . ? O5 O6 H6 100.2(11) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C11 C12 O11 -13.17(12) . . . . ? N2 C21 C22 O21 -13.67(13) . . . . ? H1 O1 O2 H2 166.5(16) . . . . ? H3 O3 O4 H4 96.2(16) . . . . ? H5 O5 O6 H6 95.3(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B O4 0.900(15) 1.955(15) 2.8213(12) 161.1(13) . N2 H2A O1 0.901(16) 2.007(16) 2.8903(12) 166.6(14) . N2 H2C O3 0.923(16) 1.958(16) 2.8165(11) 153.9(14) 2_576 N1 H1A O21 0.923(18) 2.297(18) 2.9941(11) 132.0(14) 2_666 N1 H1A O11 0.923(18) 2.318(17) 2.6815(10) 103.1(12) . N1 H1C O5 0.927(17) 1.927(17) 2.8414(12) 168.7(14) 2_666 O1 H1 O21 0.897(17) 1.752(17) 2.6477(10) 177.2(16) 2_666 N1 H1B O6 0.918(17) 2.058(17) 2.9021(11) 152.2(14) 1_556 O2 H2 O11 0.846(17) 1.826(18) 2.6707(10) 175.9(17) 1_565 O3 H3 O22 0.915(18) 1.771(18) 2.6713(10) 167.4(17) 2_566 O5 H5 O22 0.812(16) 1.834(17) 2.6454(11) 177.3(16) 2_566 O4 H4 O12 0.849(18) 1.789(18) 2.6358(10) 175.3(16) 1_564 O6 H6 O12 0.870(17) 1.779(17) 2.6352(10) 167.9(16) 1_564 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.389 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.048 # Attachment '- comb.cif' data_Abu98 _database_code_depnum_ccdc_archive 'CCDC 755732' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-aminobutyric acid hydrogen peroxide sesquisolvate ; _chemical_name_common '2-aminobutyric acid hydrogen peroxide sesquisolvate' _chemical_melting_point ? _chemical_formula_moiety '2(C4 H9 N O2), 3(H2 O2)' _chemical_formula_sum 'C8 H24 N2 O10' _chemical_formula_weight 308.29 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0479(14) _cell_length_b 9.6064(17) _cell_length_c 9.7464(17) _cell_angle_alpha 81.813(3) _cell_angle_beta 81.415(2) _cell_angle_gamma 88.676(3) _cell_volume 737.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2888 _cell_measurement_theta_min 2.142 _cell_measurement_theta_max 30.050 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.9627 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7086 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3224 _reflns_number_gt 2805 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+0.0854P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3224 _refine_ls_number_parameters 231 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.24748(11) 0.40385(10) 0.90137(9) 0.0219(2) Uani 1 1 d . . . O2 O 0.26801(12) 0.43121(10) 0.74814(9) 0.0246(2) Uani 1 1 d . . . O3 O 0.38402(11) 0.24960(10) 0.50232(9) 0.0222(2) Uani 1 1 d . . . O4 O 0.45927(11) 0.35655(9) 0.38879(9) 0.0216(2) Uani 1 1 d . . . O5 O 0.11510(12) 0.24548(9) 0.17886(9) 0.0220(2) Uani 1 1 d . . . O6 O 0.09043(12) 0.39197(9) 0.20486(10) 0.0251(2) Uani 1 1 d . . . N1 N 0.64366(13) 0.35033(12) 0.63270(11) 0.0165(2) Uani 1 1 d . . . O11 O 0.95753(11) 0.33642(9) 0.70905(9) 0.0201(2) Uani 1 1 d . . . O12 O 1.08226(10) 0.34932(10) 0.48742(9) 0.0216(2) Uani 1 1 d . . . C11 C 0.95512(14) 0.33690(12) 0.58102(12) 0.0153(2) Uani 1 1 d . . . C12 C 0.78928(14) 0.31311(12) 0.52976(12) 0.0151(2) Uani 1 1 d . . . H12 H 0.7865 0.3758 0.4389 0.018 Uiso 1 1 calc R . . C13 C 0.77964(16) 0.16026(13) 0.50356(13) 0.0210(3) Uani 1 1 d . . . H13A H 0.6709 0.1461 0.4717 0.025 Uiso 1 1 calc R . . H13B H 0.8700 0.1439 0.4267 0.025 Uiso 1 1 calc R . . C14 C 0.7960(2) 0.05103(14) 0.63073(16) 0.0338(3) Uani 1 1 d . . . H14A H 0.7862 -0.0435 0.6059 0.051 Uiso 1 1 calc R . . H14B H 0.7066 0.0656 0.7075 0.051 Uiso 1 1 calc R . . H14C H 0.9057 0.0608 0.6605 0.051 Uiso 1 1 calc R . . N2 N 0.86606(13) 0.33972(12) 0.00153(11) 0.0168(2) Uani 1 1 d . . . O21 O 0.45150(11) 0.24676(10) 0.15381(9) 0.0248(2) Uani 1 1 d . . . O22 O 0.55606(10) 0.29757(10) -0.07233(9) 0.0219(2) Uani 1 1 d . . . C21 C 0.57038(14) 0.26394(12) 0.05425(12) 0.0154(2) Uani 1 1 d . . . C22 C 0.74790(14) 0.23550(12) 0.09110(12) 0.0149(2) Uani 1 1 d . . . H22 H 0.7477 0.2462 0.1917 0.018 Uiso 1 1 calc R . . C23 C 0.80658(16) 0.08701(13) 0.06807(15) 0.0249(3) Uani 1 1 d . . . H23A H 0.8050 0.0763 -0.0313 0.030 Uiso 1 1 calc R . . H23B H 0.9242 0.0749 0.0863 0.030 Uiso 1 1 calc R . . C24 C 0.6994(2) -0.02804(16) 0.1608(2) 0.0445(4) Uani 1 1 d . . . H24A H 0.7489 -0.1201 0.1467 0.067 Uiso 1 1 calc R . . H24B H 0.5855 -0.0232 0.1363 0.067 Uiso 1 1 calc R . . H24C H 0.6949 -0.0151 0.2593 0.067 Uiso 1 1 calc R . . H1 H 0.342(3) 0.364(2) 0.912(2) 0.056(6) Uiso 1 1 d . . . H2 H 0.173(2) 0.3928(19) 0.7379(19) 0.044(5) Uiso 1 1 d . . . H3 H 0.278(2) 0.2789(18) 0.5119(18) 0.039(5) Uiso 1 1 d . . . H4 H 0.457(2) 0.317(2) 0.313(2) 0.048(5) Uiso 1 1 d . . . H5 H 0.224(2) 0.2477(18) 0.1582(18) 0.040(5) Uiso 1 1 d . . . H6 H 0.081(2) 0.3784(18) 0.301(2) 0.043(5) Uiso 1 1 d . . . H1A H 0.6313(19) 0.4484(18) 0.6274(16) 0.027(4) Uiso 1 1 d . . . H1B H 0.6502(19) 0.3166(16) 0.7221(17) 0.025(4) Uiso 1 1 d . . . H1C H 0.546(2) 0.3188(18) 0.6143(17) 0.035(4) Uiso 1 1 d . . . H2A H 0.868(2) 0.3393(17) -0.0867(19) 0.033(4) Uiso 1 1 d . . . H2B H 0.835(2) 0.4268(18) 0.0198(16) 0.027(4) Uiso 1 1 d . . . H2C H 0.965(2) 0.3233(16) 0.0261(16) 0.029(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0198(5) 0.0322(5) 0.0150(4) -0.0054(4) -0.0055(4) 0.0066(4) O2 0.0190(5) 0.0384(5) 0.0143(4) 0.0049(4) -0.0035(4) -0.0050(4) O3 0.0153(4) 0.0291(5) 0.0203(5) 0.0012(4) -0.0009(3) -0.0008(4) O4 0.0194(4) 0.0264(5) 0.0176(4) -0.0011(4) 0.0000(4) -0.0022(4) O5 0.0177(5) 0.0228(5) 0.0261(5) -0.0048(4) -0.0041(4) 0.0010(4) O6 0.0328(5) 0.0242(5) 0.0189(5) -0.0041(4) -0.0058(4) 0.0064(4) N1 0.0120(5) 0.0234(6) 0.0144(5) -0.0032(4) -0.0024(4) 0.0027(4) O11 0.0171(4) 0.0295(5) 0.0144(4) -0.0040(3) -0.0034(3) -0.0019(3) O12 0.0135(4) 0.0350(5) 0.0159(4) -0.0028(4) -0.0011(3) 0.0007(4) C11 0.0142(5) 0.0163(5) 0.0156(5) -0.0020(4) -0.0032(4) 0.0016(4) C12 0.0119(5) 0.0196(6) 0.0135(5) -0.0024(4) -0.0008(4) 0.0014(4) C13 0.0178(6) 0.0221(6) 0.0252(7) -0.0082(5) -0.0053(5) 0.0015(5) C14 0.0428(9) 0.0198(7) 0.0393(8) -0.0007(6) -0.0110(7) -0.0010(6) N2 0.0128(5) 0.0225(6) 0.0154(5) -0.0022(4) -0.0032(4) -0.0015(4) O21 0.0138(4) 0.0421(6) 0.0174(4) -0.0039(4) 0.0008(3) -0.0002(4) O22 0.0156(4) 0.0344(5) 0.0158(4) -0.0018(4) -0.0043(3) 0.0019(4) C21 0.0135(5) 0.0175(6) 0.0160(6) -0.0041(4) -0.0034(4) 0.0010(4) C22 0.0121(5) 0.0184(6) 0.0138(5) -0.0010(4) -0.0019(4) 0.0000(4) C23 0.0210(6) 0.0210(6) 0.0345(7) -0.0074(5) -0.0079(5) 0.0048(5) C24 0.0491(10) 0.0206(7) 0.0624(11) -0.0010(7) -0.0074(8) -0.0042(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 O2 1.4640(12) . ? O1 H1 0.86(2) . ? O2 H2 0.88(2) . ? O3 O4 1.4668(12) . ? O3 H3 0.888(19) . ? O4 H4 0.88(2) . ? O5 O6 1.4689(12) . ? O5 H5 0.871(19) . ? O6 H6 0.921(19) . ? N1 C12 1.4966(15) . ? N1 H1A 0.940(16) . ? N1 H1B 0.894(16) . ? N1 H1C 0.900(18) . ? O11 C11 1.2503(14) . ? O12 C11 1.2607(14) . ? C11 C12 1.5261(16) . ? C12 C13 1.5314(16) . ? C12 H12 1.0000 . ? C13 C14 1.5253(18) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N2 C22 1.4886(15) . ? N2 H2A 0.858(18) . ? N2 H2B 0.902(18) . ? N2 H2C 0.871(18) . ? O21 C21 1.2525(14) . ? O22 C21 1.2517(14) . ? C21 C22 1.5336(16) . ? C22 C23 1.5285(17) . ? C22 H22 1.0000 . ? C23 C24 1.520(2) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 O1 H1 99.8(13) . . ? O1 O2 H2 97.2(12) . . ? O4 O3 H3 100.1(11) . . ? O3 O4 H4 103.3(12) . . ? O6 O5 H5 97.5(12) . . ? O5 O6 H6 99.4(11) . . ? C12 N1 H1A 110.9(10) . . ? C12 N1 H1B 114.7(10) . . ? H1A N1 H1B 107.2(14) . . ? C12 N1 H1C 111.6(11) . . ? H1A N1 H1C 105.6(14) . . ? H1B N1 H1C 106.3(14) . . ? O11 C11 O12 125.23(11) . . ? O11 C11 C12 119.47(10) . . ? O12 C11 C12 115.22(10) . . ? N1 C12 C11 110.66(9) . . ? N1 C12 C13 111.53(10) . . ? C11 C12 C13 109.54(9) . . ? N1 C12 H12 108.3 . . ? C11 C12 H12 108.3 . . ? C13 C12 H12 108.3 . . ? C14 C13 C12 114.56(11) . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C22 N2 H2A 113.9(11) . . ? C22 N2 H2B 108.9(10) . . ? H2A N2 H2B 107.3(15) . . ? C22 N2 H2C 107.5(10) . . ? H2A N2 H2C 111.5(15) . . ? H2B N2 H2C 107.5(14) . . ? O22 C21 O21 125.65(11) . . ? O22 C21 C22 117.60(10) . . ? O21 C21 C22 116.71(10) . . ? N2 C22 C23 109.29(10) . . ? N2 C22 C21 109.14(9) . . ? C23 C22 C21 111.18(9) . . ? N2 C22 H22 109.1 . . ? C23 C22 H22 109.1 . . ? C21 C22 H22 109.1 . . ? C24 C23 C22 113.53(12) . . ? C24 C23 H23A 108.9 . . ? C22 C23 H23A 108.9 . . ? C24 C23 H23B 108.9 . . ? C22 C23 H23B 108.9 . . ? H23A C23 H23B 107.7 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H1 O1 O2 H2 128.5(18) . . . . ? H3 O3 O4 H4 -94.6(17) . . . . ? H5 O5 O6 H6 -98.3(16) . . . . ? O11 C11 C12 N1 23.29(15) . . . . ? O22 C21 C22 N2 39.59(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O22 0.86(2) 1.84(2) 2.6970(13) 173.8(19) 1_556 O2 H2 O11 0.88(2) 1.90(2) 2.7759(13) 171.9(17) 1_455 O3 H3 O12 0.888(19) 1.735(19) 2.6066(13) 166.2(17) 1_455 O4 H4 O21 0.88(2) 1.78(2) 2.6636(14) 176.6(18) . O5 H5 O21 0.871(19) 1.823(19) 2.6818(13) 168.2(16) . O6 H6 O12 0.921(19) 1.798(19) 2.7171(13) 174.8(17) 1_455 N1 H1A O4 0.940(16) 1.988(17) 2.9043(15) 164.2(14) 2_666 N1 H1B O22 0.894(16) 2.017(16) 2.8312(14) 150.7(14) 1_556 N1 H1C O3 0.900(18) 2.001(18) 2.8555(14) 158.0(15) . N2 H2A O11 0.858(18) 2.017(18) 2.8403(15) 160.5(16) 1_554 N2 H2B O1 0.902(18) 1.957(18) 2.8461(15) 168.1(14) 2_666 N2 H2C O5 0.871(18) 2.100(17) 2.8859(15) 149.8(14) 1_655 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.374 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.052 #===END data_Ile50 _database_code_depnum_ccdc_archive 'CCDC 755733' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2S,3S)-2-Amino-3-methylpentanoic acid hydrogen peroxide solvate hemihydrate ; _chemical_name_common ;(2S,3S)-2-Amino-3-methylpentanoic acid hydrogen peroxide solvate hemihydrate ; _chemical_melting_point ? _chemical_formula_moiety '2(C6 H13 N O2), 2(H2 O2), H2 O' _chemical_formula_sum 'C12 H32 N2 O9' _chemical_formula_weight 348.40 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' 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' _cell_length_a 10.0728(7) _cell_length_b 7.3940(6) _cell_length_c 12.1940(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.839(3) _cell_angle_gamma 90.00 _cell_volume 907.72(11) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2314 _cell_measurement_theta_min 3.343 _cell_measurement_theta_max 29.872 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9561 _exptl_absorpt_correction_T_max 0.9968 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3592 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 28.49 _reflns_number_total 1237 _reflns_number_gt 1123 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL (Bruker, 2003)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1237 _refine_ls_number_parameters 131 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0671 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration syn loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.56143(11) 1.10848(16) 0.83431(10) 0.0200(3) Uani 1 1 d . . . O5 O 0.54194(11) 0.81172(16) 0.86908(9) 0.0184(3) Uani 1 1 d . . . N1 N 0.80119(15) 0.74962(18) 0.86740(12) 0.0155(3) Uani 1 1 d . . . C1 C 0.60681(15) 0.9504(2) 0.84449(12) 0.0145(3) Uani 1 1 d . . . C2 C 0.75468(15) 0.9270(2) 0.82047(13) 0.0147(3) Uani 1 1 d . . . H21 H 0.8055 1.0261 0.8586 0.018 Uiso 1 1 calc R . . C3 C 0.6891(2) 0.8535(3) 0.50491(14) 0.0301(4) Uani 1 1 d . . . H31 H 0.6314 0.7673 0.4652 0.045 Uiso 1 1 calc R . . H32 H 0.7794 0.8449 0.4779 0.045 Uiso 1 1 calc R . . H33 H 0.6552 0.9765 0.4931 0.045 Uiso 1 1 calc R . . C4 C 0.69087(18) 0.8096(3) 0.62757(13) 0.0227(4) Uani 1 1 d . . . H41 H 0.7257 0.6856 0.6390 0.027 Uiso 1 1 calc R . . H42 H 0.5988 0.8126 0.6536 0.027 Uiso 1 1 calc R . . C5 C 0.77651(15) 0.9428(2) 0.69584(12) 0.0161(3) Uani 1 1 d . . . H5 H 0.7474 1.0671 0.6735 0.019 Uiso 1 1 calc R . . C6 C 0.92467(17) 0.9291(3) 0.67151(14) 0.0240(4) Uani 1 1 d . . . H61 H 0.9754 1.0106 0.7204 0.036 Uiso 1 1 calc R . . H62 H 0.9383 0.9634 0.5951 0.036 Uiso 1 1 calc R . . H63 H 0.9550 0.8045 0.6835 0.036 Uiso 1 1 calc R . . O1 O 0.72225(12) 0.39092(17) 0.82006(9) 0.0207(3) Uani 1 1 d . . . O2 O 0.79510(11) 0.36602(16) 0.92598(9) 0.0182(3) Uani 1 1 d . . . O3 O 1.0000 0.9789(2) 1.0000 0.0220(4) Uani 1 2 d S . . H12 H 0.7922(19) 0.757(3) 0.9431(17) 0.017(5) Uiso 1 1 d . . . H11 H 0.883(3) 0.727(3) 0.8479(19) 0.032(6) Uiso 1 1 d . . . H13 H 0.751(2) 0.659(4) 0.8413(18) 0.026(5) Uiso 1 1 d . . . H1 H 0.668(3) 0.304(4) 0.823(2) 0.043(7) Uiso 1 1 d . . . H2 H 0.875(2) 0.350(3) 0.9030(17) 0.029(6) Uiso 1 1 d . . . H3 H 1.042(3) 1.057(5) 0.955(2) 0.062(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O4 0.0139(6) 0.0128(6) 0.0334(6) 0.0007(5) 0.0016(5) 0.0018(4) O5 0.0150(5) 0.0142(6) 0.0260(6) 0.0014(5) 0.0017(4) -0.0002(4) N1 0.0118(6) 0.0134(7) 0.0212(7) -0.0003(5) 0.0011(5) 0.0020(5) C1 0.0123(7) 0.0151(8) 0.0161(6) -0.0011(6) 0.0000(5) 0.0012(6) C2 0.0128(7) 0.0115(7) 0.0196(7) -0.0006(6) -0.0002(5) 0.0011(6) C3 0.0366(10) 0.0323(11) 0.0214(8) -0.0025(8) -0.0016(7) -0.0038(9) C4 0.0269(9) 0.0210(9) 0.0201(7) -0.0014(7) -0.0004(6) -0.0043(7) C5 0.0145(7) 0.0145(7) 0.0193(7) 0.0018(6) 0.0021(6) 0.0006(6) C6 0.0166(8) 0.0301(10) 0.0255(8) 0.0049(7) 0.0052(6) 0.0031(7) O1 0.0217(6) 0.0169(6) 0.0229(5) 0.0036(5) -0.0075(4) -0.0045(5) O2 0.0139(6) 0.0205(6) 0.0200(5) 0.0015(5) -0.0013(4) 0.0009(5) O3 0.0205(8) 0.0193(9) 0.0262(9) 0.000 -0.0003(7) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O4 C1 1.260(2) . ? O5 C1 1.257(2) . ? N1 C2 1.500(2) . ? N1 H12 0.93(2) . ? N1 H11 0.88(3) . ? N1 H13 0.89(3) . ? C1 C2 1.537(2) . ? C2 C5 1.547(2) . ? C2 H21 1.0000 . ? C3 C4 1.530(2) . ? C3 H31 0.9800 . ? C3 H32 0.9800 . ? C3 H33 0.9800 . ? C4 C5 1.536(2) . ? C4 H41 0.9900 . ? C4 H42 0.9900 . ? C5 C6 1.534(2) . ? C5 H5 1.0000 . ? C6 H61 0.9800 . ? C6 H62 0.9800 . ? C6 H63 0.9800 . ? O1 O2 1.4764(15) . ? O1 H1 0.84(3) . ? O2 H2 0.87(2) . ? O3 H3 0.91(3) 2_757 ? O3 H3 0.91(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H12 106.8(12) . . ? C2 N1 H11 110.1(16) . . ? H12 N1 H11 113.5(18) . . ? C2 N1 H13 110.5(16) . . ? H12 N1 H13 108.8(18) . . ? H11 N1 H13 107(2) . . ? O5 C1 O4 126.20(14) . . ? O5 C1 C2 117.91(14) . . ? O4 C1 C2 115.86(14) . . ? N1 C2 C1 108.56(12) . . ? N1 C2 C5 112.85(13) . . ? C1 C2 C5 110.36(12) . . ? N1 C2 H21 108.3 . . ? C1 C2 H21 108.3 . . ? C5 C2 H21 108.3 . . ? C4 C3 H31 109.5 . . ? C4 C3 H32 109.5 . . ? H31 C3 H32 109.5 . . ? C4 C3 H33 109.5 . . ? H31 C3 H33 109.5 . . ? H32 C3 H33 109.5 . . ? C3 C4 C5 112.49(15) . . ? C3 C4 H41 109.1 . . ? C5 C4 H41 109.1 . . ? C3 C4 H42 109.1 . . ? C5 C4 H42 109.1 . . ? H41 C4 H42 107.8 . . ? C6 C5 C4 112.68(14) . . ? C6 C5 C2 110.78(13) . . ? C4 C5 C2 112.89(13) . . ? C6 C5 H5 106.7 . . ? C4 C5 H5 106.7 . . ? C2 C5 H5 106.7 . . ? C5 C6 H61 109.5 . . ? C5 C6 H62 109.5 . . ? H61 C6 H62 109.5 . . ? C5 C6 H63 109.5 . . ? H61 C6 H63 109.5 . . ? H62 C6 H63 109.5 . . ? O2 O1 H1 100.3(18) . . ? O1 O2 H2 100.0(14) . . ? H3 O3 H3 101(4) 2_757 . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 C1 C2 N1 -18.45(18) . . . . ? O4 C1 C2 N1 163.51(13) . . . . ? O5 C1 C2 C5 105.71(15) . . . . ? O4 C1 C2 C5 -72.33(17) . . . . ? C3 C4 C5 C6 -66.38(19) . . . . ? C3 C4 C5 C2 167.19(15) . . . . ? N1 C2 C5 C6 -61.17(17) . . . . ? C1 C2 C5 C6 177.18(13) . . . . ? N1 C2 C5 C4 66.27(18) . . . . ? C1 C2 C5 C4 -55.38(17) . . . . ? H1 O1 O2 H2 120(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H11 O4 0.88(3) 2.01(3) 2.8621(18) 162(2) 3_545 N1 H12 O2 0.93(2) 2.02(2) 2.8611(17) 150.0(17) 4_657 N1 H13 O1 0.89(3) 2.02(3) 2.8232(19) 149(2) . O1 H1 O4 0.84(3) 1.81(3) 2.6520(18) 175(3) 1_545 O2 H2 O5 0.87(2) 1.77(2) 2.6335(16) 174(2) 3_545 O3 H3 O5 0.91(3) 2.16(3) 2.9712(19) 149(3) 3 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.267 _refine_diff_density_min -0.167 _refine_diff_density_rms 0.042 #===END data_Phe50 _database_code_depnum_ccdc_archive 'CCDC 755734' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (S)-2-Amino-3-phenylpropionic acid hydrogen peroxide solvate hemihydrate ; _chemical_name_common ;(S)-2-Amino-3-phenylpropionic acid hydrogen peroxide solvate hemihydrate ; _chemical_melting_point ? _chemical_formula_moiety '2(C9 H11 N O2), 2(H2 O2), H2 O' _chemical_formula_sum 'C18 H28 N2 O9' _chemical_formula_weight 416.42 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' 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' _cell_length_a 10.0268(16) _cell_length_b 7.2283(12) _cell_length_c 14.150(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.780(3) _cell_angle_gamma 90.00 _cell_volume 1024.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2427 _cell_measurement_theta_min 2.882 _cell_measurement_theta_max 29.981 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9630 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details 'SADABS (Bruker, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K' _diffrn_measurement_method \W _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3278 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.99 _reflns_number_total 1307 _reflns_number_gt 1205 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL (Bruker, 2003)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0509P)^2^+0.2195P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1307 _refine_ls_number_parameters 156 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0788 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration syn loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.5000 0.5821(3) 1.0000 0.0220(4) Uani 1 2 d S . . O2 O 0.19882(14) 0.69918(19) 0.93354(9) 0.0175(3) Uani 1 1 d . . . O3 O 0.25865(15) 0.6664(2) 0.84217(10) 0.0205(3) Uani 1 1 d . . . O4 O 0.94388(13) 0.74791(18) 0.88626(10) 0.0173(3) Uani 1 1 d . . . O5 O 0.92299(13) 0.45026(19) 0.84396(10) 0.0188(3) Uani 1 1 d . . . N1 N 0.68458(17) 0.8104(2) 0.88712(12) 0.0145(3) Uani 1 1 d . . . C1 C 0.87782(17) 0.6094(3) 0.86049(12) 0.0137(3) Uani 1 1 d . . . C2 C 0.72506(18) 0.6308(2) 0.84632(13) 0.0142(4) Uani 1 1 d . . . H10 H 0.6823 0.5298 0.8825 0.017 Uiso 1 1 calc R . . C3 C 0.67501(19) 0.6148(3) 0.74228(14) 0.0184(4) Uani 1 1 d . . . H31 H 0.7090 0.4979 0.7161 0.022 Uiso 1 1 calc R . . H32 H 0.5763 0.6076 0.7396 0.022 Uiso 1 1 calc R . . C4 C 0.71660(19) 0.7736(3) 0.68023(13) 0.0185(4) Uani 1 1 d . . . C5 C 0.8497(2) 0.7965(3) 0.65766(14) 0.0218(4) Uani 1 1 d . . . H5 H 0.9153 0.7108 0.6808 0.026 Uiso 1 1 calc R . . C6 C 0.8864(2) 0.9439(4) 0.60157(14) 0.0265(5) Uani 1 1 d . . . H6 H 0.9773 0.9592 0.5872 0.032 Uiso 1 1 calc R . . C7 C 0.7921(3) 1.0685(3) 0.56645(15) 0.0316(5) Uani 1 1 d . . . H7 H 0.8177 1.1684 0.5276 0.038 Uiso 1 1 calc R . . C8 C 0.6599(3) 1.0468(4) 0.58822(17) 0.0328(5) Uani 1 1 d . . . H8 H 0.5945 1.1322 0.5644 0.039 Uiso 1 1 calc R . . C9 C 0.6225(2) 0.8999(3) 0.64508(14) 0.0255(5) Uani 1 1 d . . . H9 H 0.5316 0.8861 0.6599 0.031 Uiso 1 1 calc R . . H1 H 0.543(3) 0.516(5) 1.043(2) 0.032(8) Uiso 1 1 d . . . H2 H 0.121(3) 0.715(4) 0.9171(18) 0.025(7) Uiso 1 1 d . . . H3 H 0.319(3) 0.760(5) 0.843(2) 0.045(9) Uiso 1 1 d . . . H11 H 0.739(3) 0.897(5) 0.867(2) 0.033(7) Uiso 1 1 d . . . H12 H 0.589(3) 0.838(4) 0.8744(18) 0.031(7) Uiso 1 1 d . . . H13 H 0.706(2) 0.805(4) 0.9535(17) 0.017(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0214(10) 0.0175(10) 0.0274(11) 0.000 0.0026(9) 0.000 O2 0.0145(7) 0.0178(7) 0.0202(7) -0.0017(5) 0.0023(5) 0.0005(5) O3 0.0250(7) 0.0133(6) 0.0239(7) -0.0042(5) 0.0095(5) -0.0042(6) O4 0.0123(6) 0.0136(6) 0.0258(7) -0.0019(5) -0.0006(5) -0.0010(5) O5 0.0126(6) 0.0123(6) 0.0315(8) 0.0002(6) 0.0020(5) 0.0016(5) N1 0.0118(7) 0.0101(7) 0.0218(8) 0.0007(6) 0.0019(6) 0.0011(6) C1 0.0112(7) 0.0132(8) 0.0168(8) 0.0025(6) 0.0015(6) 0.0014(7) C2 0.0121(8) 0.0076(8) 0.0232(9) 0.0004(7) 0.0018(6) 0.0004(6) C3 0.0149(8) 0.0160(8) 0.0240(9) -0.0039(7) -0.0035(7) 0.0009(7) C4 0.0186(9) 0.0202(9) 0.0164(8) -0.0027(7) -0.0009(7) 0.0024(8) C5 0.0199(9) 0.0261(10) 0.0191(9) 0.0007(8) -0.0014(7) 0.0026(8) C6 0.0250(10) 0.0353(12) 0.0193(9) 0.0024(9) 0.0023(8) -0.0053(10) C7 0.0437(13) 0.0298(12) 0.0214(10) 0.0066(8) 0.0035(9) -0.0006(10) C8 0.0387(13) 0.0322(12) 0.0277(11) 0.0091(10) 0.0036(9) 0.0144(11) C9 0.0238(10) 0.0296(11) 0.0231(10) 0.0028(9) 0.0006(8) 0.0072(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 H1 0.87(3) 2_657 ? O1 H1 0.87(3) . ? O2 O3 1.4707(17) . ? O2 H2 0.82(3) . ? O3 H3 0.90(4) . ? O4 C1 1.245(2) . ? O5 C1 1.262(2) . ? N1 C2 1.485(2) . ? N1 H11 0.89(4) . ? N1 H12 0.99(3) . ? N1 H13 0.95(2) . ? C1 C2 1.543(2) . ? C2 C3 1.536(3) . ? C2 H10 1.0000 . ? C3 C4 1.516(3) . ? C3 H31 0.9900 . ? C3 H32 0.9900 . ? C4 C9 1.388(3) . ? C4 C5 1.397(3) . ? C5 C6 1.389(3) . ? C5 H5 0.9500 . ? C6 C7 1.381(3) . ? C6 H6 0.9500 . ? C7 C8 1.384(4) . ? C7 H7 0.9500 . ? C8 C9 1.395(3) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H1 O1 H1 114(4) 2_657 . ? O3 O2 H2 101.5(18) . . ? O2 O3 H3 100(2) . . ? C2 N1 H11 108(2) . . ? C2 N1 H12 112.8(18) . . ? H11 N1 H12 114(3) . . ? C2 N1 H13 107.0(16) . . ? H11 N1 H13 103(2) . . ? H12 N1 H13 111(2) . . ? O4 C1 O5 126.62(16) . . ? O4 C1 C2 117.89(16) . . ? O5 C1 C2 115.50(16) . . ? N1 C2 C3 110.84(16) . . ? N1 C2 C1 109.01(15) . . ? C3 C2 C1 113.15(15) . . ? N1 C2 H10 107.9 . . ? C3 C2 H10 107.9 . . ? C1 C2 H10 107.9 . . ? C4 C3 C2 114.31(16) . . ? C4 C3 H31 108.7 . . ? C2 C3 H31 108.7 . . ? C4 C3 H32 108.7 . . ? C2 C3 H32 108.7 . . ? H31 C3 H32 107.6 . . ? C9 C4 C5 118.7(2) . . ? C9 C4 C3 120.29(19) . . ? C5 C4 C3 120.98(18) . . ? C6 C5 C4 120.3(2) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 120.7(2) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 119.5(2) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C7 C8 C9 120.1(2) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C4 C9 C8 120.7(2) . . ? C4 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C1 C2 N1 -12.0(2) . . . . ? O5 C1 C2 N1 168.27(15) . . . . ? O4 C1 C2 C3 111.78(19) . . . . ? O5 C1 C2 C3 -67.9(2) . . . . ? N1 C2 C3 C4 54.5(2) . . . . ? C1 C2 C3 C4 -68.3(2) . . . . ? C2 C3 C4 C9 -110.2(2) . . . . ? C2 C3 C4 C5 69.5(2) . . . . ? C9 C4 C5 C6 0.4(3) . . . . ? C3 C4 C5 C6 -179.27(19) . . . . ? C4 C5 C6 C7 -0.8(3) . . . . ? C5 C6 C7 C8 0.6(3) . . . . ? C6 C7 C8 C9 -0.1(4) . . . . ? C5 C4 C9 C8 0.1(3) . . . . ? C3 C4 C9 C8 179.8(2) . . . . ? C7 C8 C9 C4 -0.2(4) . . . . ? H2 O2 O3 H3 121(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O4 0.87(3) 2.18(3) 2.942(2) 146(3) 4_647 O2 H2 O4 0.82(3) 1.82(3) 2.634(2) 177(3) 1_455 O3 H3 O5 0.90(4) 1.73(4) 2.631(2) 175(3) 3_455 N1 H11 O3 0.89(4) 1.99(4) 2.761(2) 144(3) 3 N1 H12 O5 0.99(3) 1.88(3) 2.849(2) 166(3) 3_455 N1 H13 O2 0.95(2) 1.97(2) 2.857(2) 153(2) 2_657 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.254 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.046 #===END data_Thr70 _database_code_depnum_ccdc_archive 'CCDC 755738' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2S,3R)-2-Amino-3-hydroxybutyric acid hydrogen peroxide solvate ; _chemical_name_common ;(2S,3R)-2-Amino-3-hydroxybutyric acid hydrogen peroxide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C4 H9 N O3, H2 O2' _chemical_formula_sum 'C4 H11 N O5' _chemical_formula_weight 153.14 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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' _cell_length_a 6.129(3) _cell_length_b 6.387(3) _cell_length_c 17.177(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 672.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3505 _cell_measurement_theta_min 3.403 _cell_measurement_theta_max 27.906 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9462 _exptl_absorpt_correction_T_max 0.9917 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7776 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0183 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.99 _reflns_number_total 971 _reflns_number_gt 942 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0564P)^2^+0.1199P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 971 _refine_ls_number_parameters 116 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.179 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration rm loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.4653(2) 0.3690(2) 0.42127(8) 0.0207(3) Uani 1 1 d . . . O2 O 0.3421(2) 0.1888(2) 0.45113(8) 0.0225(3) Uani 1 1 d . . . N1 N 0.1150(3) 0.7073(2) 0.12126(9) 0.0149(3) Uani 1 1 d . . . O3 O 0.4496(2) 0.3828(2) 0.12565(8) 0.0178(3) Uani 1 1 d . . . O4 O 0.1925(2) 0.4583(2) 0.30727(7) 0.0201(3) Uani 1 1 d . . . O5 O 0.3156(2) 0.7573(2) 0.25441(8) 0.0203(3) Uani 1 1 d . . . C1 C 0.2157(3) 0.5879(3) 0.25244(10) 0.0143(4) Uani 1 1 d . . . C2 C 0.1096(3) 0.5240(3) 0.17505(10) 0.0141(3) Uani 1 1 d . . . H21 H -0.0461 0.4861 0.1851 0.021 Uiso 1 1 calc R . . C3 C 0.2260(3) 0.3331(3) 0.14042(10) 0.0153(4) Uani 1 1 d . . . H31 H 0.2206 0.2169 0.1794 0.023 Uiso 1 1 calc R . . C4 C 0.1217(3) 0.2567(3) 0.06542(11) 0.0210(4) Uani 1 1 d . . . H41 H 0.1330 0.3661 0.0256 0.031 Uiso 1 1 calc R . . H42 H -0.0323 0.2243 0.0748 0.031 Uiso 1 1 calc R . . H43 H 0.1973 0.1304 0.0474 0.031 Uiso 1 1 calc R . . H1 H 0.381(5) 0.418(5) 0.3822(16) 0.035(7) Uiso 1 1 d . . . H2 H 0.414(5) 0.090(5) 0.4289(16) 0.030(7) Uiso 1 1 d . . . H3 H 0.516(5) 0.345(4) 0.1619(16) 0.033(8) Uiso 1 1 d . . . H11 H 0.249(5) 0.757(4) 0.1157(13) 0.022(6) Uiso 1 1 d . . . H12 H 0.056(5) 0.681(5) 0.0739(16) 0.031(7) Uiso 1 1 d . . . H13 H 0.040(5) 0.819(5) 0.1439(15) 0.037(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0194(7) 0.0207(6) 0.0219(7) -0.0025(5) -0.0039(5) -0.0009(6) O2 0.0226(7) 0.0257(7) 0.0192(6) 0.0049(6) 0.0066(6) 0.0043(6) N1 0.0138(7) 0.0160(7) 0.0150(7) 0.0021(6) -0.0016(6) 0.0009(6) O3 0.0146(6) 0.0215(6) 0.0173(6) 0.0030(5) -0.0005(5) 0.0037(6) O4 0.0186(7) 0.0272(7) 0.0146(6) 0.0041(5) -0.0003(5) -0.0029(6) O5 0.0207(7) 0.0209(7) 0.0192(6) -0.0021(5) -0.0042(5) -0.0031(5) C1 0.0096(7) 0.0189(8) 0.0145(8) -0.0021(7) 0.0011(6) 0.0026(6) C2 0.0133(8) 0.0151(7) 0.0139(8) 0.0029(6) -0.0005(6) -0.0018(7) C3 0.0168(8) 0.0153(8) 0.0136(8) 0.0008(6) -0.0003(6) 0.0000(7) C4 0.0271(10) 0.0190(8) 0.0168(8) -0.0018(7) -0.0047(7) -0.0015(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 O2 1.469(2) . ? O1 H1 0.90(3) . ? O2 H2 0.86(3) . ? N1 C2 1.492(2) . ? N1 H11 0.89(3) . ? N1 H12 0.91(3) . ? N1 H13 0.93(3) . ? O3 C3 1.429(2) . ? O3 H3 0.78(3) . ? O4 C1 1.262(2) . ? O5 C1 1.244(2) . ? C1 C2 1.535(2) . ? C2 C3 1.533(2) . ? C2 H21 1.0000 . ? C3 C4 1.519(2) . ? C3 H31 1.0000 . ? C4 H41 0.9800 . ? C4 H42 0.9800 . ? C4 H43 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 O1 H1 103.8(19) . . ? O1 O2 H2 99(2) . . ? C2 N1 H11 111.6(17) . . ? C2 N1 H12 113.6(19) . . ? H11 N1 H12 110(2) . . ? C2 N1 H13 109.3(17) . . ? H11 N1 H13 103(2) . . ? H12 N1 H13 109(3) . . ? C3 O3 H3 107(2) . . ? O5 C1 O4 127.29(16) . . ? O5 C1 C2 117.60(15) . . ? O4 C1 C2 115.11(15) . . ? N1 C2 C3 111.94(14) . . ? N1 C2 C1 108.57(14) . . ? C3 C2 C1 110.51(14) . . ? N1 C2 H21 108.6 . . ? C3 C2 H21 108.6 . . ? C1 C2 H21 108.6 . . ? O3 C3 C4 108.91(15) . . ? O3 C3 C2 109.78(14) . . ? C4 C3 C2 112.89(15) . . ? O3 C3 H31 108.4 . . ? C4 C3 H31 108.4 . . ? C2 C3 H31 108.4 . . ? C3 C4 H41 109.5 . . ? C3 C4 H42 109.5 . . ? H41 C4 H42 109.5 . . ? C3 C4 H43 109.5 . . ? H41 C4 H43 109.5 . . ? H42 C4 H43 109.5 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H1 O1 O2 H2 101(3) . . . . ? N1 C2 C1 O5 -11.1(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O4 0.90(3) 1.75(3) 2.637(2) 167(3) . O2 H2 O3 0.86(3) 1.83(3) 2.681(2) 175(3) 3_645 O3 H3 O5 0.78(3) 1.86(3) 2.638(2) 178(3) 3_645 N1 H11 O1 0.89(3) 1.99(3) 2.866(2) 167(2) 3_655 N1 H12 O2 0.91(3) 2.35(3) 3.008(2) 129(2) 2_564 N1 H12 O2 0.91(3) 2.48(3) 3.067(2) 123(2) 3 N1 H13 O4 0.93(3) 1.88(3) 2.762(2) 157(3) 3 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.370 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.055 #===END data_Tyr50 _database_code_depnum_ccdc_archive 'CCDC 755739' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (S)-2-Amino-3-(4-hydroxyphenyl)propionic acid hydrogen peroxide disolvate ; _chemical_name_common ;(S)-2-Amino-3-(4-hydroxyphenyl)propionic acid hydrogen peroxide disolvate ; _chemical_melting_point ? _chemical_formula_moiety 'C9 H11 N O3, 2 (H2 O2)' _chemical_formula_sum 'C9 H15 N O7' _chemical_formula_weight 249.22 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.7005(19) _cell_length_b 5.9331(13) _cell_length_c 10.929(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.650(4) _cell_angle_gamma 90.00 _cell_volume 562.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1234 _cell_measurement_theta_min 2.398 _cell_measurement_theta_max 27.901 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.472 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 264 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9506 _exptl_absorpt_correction_T_max 0.9974 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3176 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.05 _reflns_number_total 1326 _reflns_number_gt 1191 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0398P)^2^+0.3029P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1326 _refine_ls_number_parameters 180 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0982 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration syn loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O11 O 0.1523(4) 0.1739(6) 0.1192(4) 0.0673(11) Uani 1 1 d . . . H11 H 0.231(8) 0.283(12) 0.133(6) 0.101 Uiso 1 1 d . . . O12 O 0.0584(3) 0.2797(5) 0.0196(2) 0.0413(7) Uani 1 1 d . . . H12 H -0.020(5) 0.324(9) 0.067(4) 0.062 Uiso 1 1 d . . . O21 O 0.7110(3) 0.2577(6) 0.9099(2) 0.0435(7) Uani 1 1 d . . . H21 H 0.790(6) 0.269(10) 0.864(5) 0.065 Uiso 1 1 d . . . O22 O 0.6610(3) 0.0380(6) 0.8644(4) 0.0597(9) Uani 1 1 d . . . H22 H 0.550(7) 0.065(11) 0.851(5) 0.090 Uiso 1 1 d . . . N1 N 0.7647(3) 0.0050(5) 0.1545(3) 0.0213(5) Uani 1 1 d . . . H31 H 0.714(4) -0.142(8) 0.161(3) 0.032(6) Uiso 1 1 d . . . H32 H 0.800(4) 0.025(8) 0.081(4) 0.032(6) Uiso 1 1 d . . . H33 H 0.854(4) 0.038(7) 0.211(3) 0.032(6) Uiso 1 1 d . . . O1 O 0.9536(3) 0.2590(4) 0.7346(2) 0.0271(5) Uani 1 1 d . . . O2 O 0.6356(3) 0.5811(4) 0.1838(2) 0.0275(5) Uani 1 1 d . . . O3 O 0.8664(2) 0.4168(4) 0.19444(19) 0.0234(5) Uani 1 1 d . . . C1 C 0.7231(3) 0.4118(5) 0.1845(2) 0.0186(6) Uani 1 1 d . . . C2 C 0.6456(3) 0.1787(5) 0.1767(3) 0.0179(6) Uani 1 1 d . . . H2 H 0.5652 0.1781 0.1059 0.021 Uiso 1 1 calc R . . C3 C 0.5679(3) 0.1259(5) 0.2955(3) 0.0218(6) Uani 1 1 d . . . H3A H 0.4772 0.2257 0.2995 0.026 Uiso 1 1 calc R . . H3B H 0.5300 -0.0315 0.2914 0.026 Uiso 1 1 calc R . . C4 C 0.6719(3) 0.1550(5) 0.4118(3) 0.0202(6) Uani 1 1 d . . . C5 C 0.6713(3) 0.3592(5) 0.4763(3) 0.0229(6) Uani 1 1 d . . . H5 H 0.6044 0.4772 0.4468 0.027 Uiso 1 1 calc R . . C6 C 0.7674(3) 0.3914(6) 0.5829(3) 0.0239(6) Uani 1 1 d . . . H6 H 0.7662 0.5308 0.6256 0.029 Uiso 1 1 calc R . . C7 C 0.8652(3) 0.2190(5) 0.6268(3) 0.0214(6) Uani 1 1 d . . . C8 C 0.8686(4) 0.0156(6) 0.5637(3) 0.0244(6) Uani 1 1 d . . . H8 H 0.9362 -0.1018 0.5931 0.029 Uiso 1 1 calc R . . C9 C 0.7716(4) -0.0139(5) 0.4570(3) 0.0236(7) Uani 1 1 d . . . H9 H 0.7738 -0.1530 0.4141 0.028 Uiso 1 1 calc R . . H1 H 1.014(4) 0.158(8) 0.756(3) 0.035(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O11 0.0562(19) 0.0429(19) 0.105(3) 0.038(2) 0.0172(19) 0.0161(17) O12 0.0385(13) 0.0454(16) 0.0418(14) -0.0078(13) 0.0152(12) -0.0051(13) O21 0.0403(14) 0.0611(19) 0.0291(12) -0.0017(14) 0.0035(11) -0.0222(15) O22 0.0312(14) 0.0415(17) 0.103(3) 0.0003(19) -0.0127(15) -0.0050(14) N1 0.0241(13) 0.0177(12) 0.0223(13) -0.0019(12) 0.0027(11) 0.0012(11) O1 0.0326(12) 0.0234(12) 0.0242(11) -0.0020(10) -0.0057(9) 0.0072(11) O2 0.0289(12) 0.0164(11) 0.0374(13) 0.0017(10) 0.0052(10) 0.0027(9) O3 0.0207(10) 0.0231(11) 0.0264(11) 0.0003(9) 0.0023(8) -0.0022(9) C1 0.0216(14) 0.0177(14) 0.0168(14) 0.0003(12) 0.0035(11) 0.0001(12) C2 0.0178(14) 0.0148(14) 0.0208(14) 0.0007(12) 0.0000(11) -0.0003(12) C3 0.0212(13) 0.0194(15) 0.0255(15) 0.0014(12) 0.0058(12) -0.0005(12) C4 0.0216(14) 0.0204(14) 0.0194(14) 0.0033(13) 0.0071(11) -0.0021(13) C5 0.0252(14) 0.0199(14) 0.0240(15) 0.0034(13) 0.0052(12) 0.0051(13) C6 0.0284(14) 0.0185(14) 0.0253(15) -0.0022(14) 0.0058(12) 0.0022(13) C7 0.0216(14) 0.0223(15) 0.0205(14) 0.0016(12) 0.0034(11) 0.0022(12) C8 0.0287(15) 0.0186(14) 0.0259(15) 0.0027(13) 0.0024(13) 0.0052(13) C9 0.0304(16) 0.0176(14) 0.0233(15) -0.0029(13) 0.0055(12) 0.0016(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O11 O12 1.450(4) . ? O11 H11 0.94(7) . ? O12 H12 0.92(5) . ? O21 O22 1.449(5) . ? O21 H21 0.89(5) . ? O22 H22 0.98(6) . ? N1 C2 1.495(4) . ? N1 H31 0.98(4) . ? N1 H32 0.89(4) . ? N1 H33 0.98(4) . ? O1 C7 1.374(4) . ? O1 H1 0.82(4) . ? O2 C1 1.260(4) . ? O3 C1 1.244(4) . ? C1 C2 1.537(4) . ? C2 C3 1.544(4) . ? C2 H2 1.0000 . ? C3 C4 1.509(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C9 1.390(4) . ? C4 C5 1.402(4) . ? C5 C6 1.391(4) . ? C5 H5 0.9500 . ? C6 C7 1.391(4) . ? C6 H6 0.9500 . ? C7 C8 1.392(5) . ? C8 C9 1.394(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O12 O11 H11 101(4) . . ? O11 O12 H12 96(3) . . ? O22 O21 H21 95(4) . . ? O21 O22 H22 100(4) . . ? C2 N1 H31 106(2) . . ? C2 N1 H32 111(3) . . ? H31 N1 H32 112(4) . . ? C2 N1 H33 107(2) . . ? H31 N1 H33 118(3) . . ? H32 N1 H33 103(3) . . ? C7 O1 H1 115(3) . . ? O3 C1 O2 125.6(3) . . ? O3 C1 C2 117.3(3) . . ? O2 C1 C2 117.1(2) . . ? N1 C2 C1 108.8(2) . . ? N1 C2 C3 110.7(2) . . ? C1 C2 C3 110.8(2) . . ? N1 C2 H2 108.8 . . ? C1 C2 H2 108.8 . . ? C3 C2 H2 108.8 . . ? C4 C3 C2 114.3(2) . . ? C4 C3 H3A 108.7 . . ? C2 C3 H3A 108.7 . . ? C4 C3 H3B 108.7 . . ? C2 C3 H3B 108.7 . . ? H3A C3 H3B 107.6 . . ? C9 C4 C5 118.2(3) . . ? C9 C4 C3 122.1(3) . . ? C5 C4 C3 119.7(3) . . ? C6 C5 C4 120.9(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 C6 C5 119.8(3) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? O1 C7 C6 117.0(3) . . ? O1 C7 C8 122.8(3) . . ? C6 C7 C8 120.3(3) . . ? C7 C8 C9 119.2(3) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? C4 C9 C8 121.6(3) . . ? C4 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H11 O11 O12 H22 -66(4) . . . . ? H21 O21 O22 H22 -135(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O21 H21 O1 0.89(5) 2.08(6) 2.964(4) 170(5) . O22 H22 O2 0.98(6) 1.63(6) 2.604(4) 172(6) 2_646 O11 H11 O22 0.94(7) 1.78(7) 2.700(5) 163(6) 2_656 O12 H12 O3 0.92(5) 1.86(5) 2.760(3) 165(4) 1_455 O1 H1 O3 0.82(4) 1.82(4) 2.642(3) 175(4) 2_746 N1 H31 O2 0.98(4) 1.81(4) 2.784(4) 175(3) 1_545 N1 H32 O12 0.89(4) 2.25(4) 2.873(4) 127(4) 2_645 N1 H32 O21 0.89(4) 2.40(4) 3.067(4) 131(3) 1_554 N1 H33 O1 0.98(4) 2.39(4) 3.021(4) 122(3) 2_746 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.05 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.227 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.047 #===END data_b_Ala98 _database_code_depnum_ccdc_archive 'CCDC 776059' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3-aminopropanoic acid hydrogen peroxide disolvate ; _chemical_name_common '3-aminopropanoic acid hydrogen peroxide disolvate' _chemical_melting_point ? _chemical_formula_moiety 'C3 H7 N O2, 2(H2 O2)' _chemical_formula_sum 'C3 H11 N O6' _chemical_formula_weight 157.13 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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' _cell_length_a 6.8875(11) _cell_length_b 9.5679(16) _cell_length_c 10.5760(18) _cell_angle_alpha 90.00 _cell_angle_beta 101.842(2) _cell_angle_gamma 90.00 _cell_volume 682.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3761 _cell_measurement_theta_min 2.886 _cell_measurement_theta_max 30.590 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 336 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9424 _exptl_absorpt_correction_T_max 0.9564 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6816 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0172 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 28.00 _reflns_number_total 1638 _reflns_number_gt 1514 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+0.1265P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1638 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0309 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.26918(10) 0.91114(7) 0.58130(6) 0.01935(17) Uani 1 1 d . . . O2 O 0.35634(11) 0.85303(8) 0.47763(7) 0.02281(18) Uani 1 1 d . . . O3 O 0.45803(11) 0.51851(8) 0.70921(7) 0.02704(19) Uani 1 1 d . . . O4 O 0.39503(11) 0.62874(8) 0.78750(7) 0.02572(18) Uani 1 1 d . . . C1 C 0.14971(12) 0.54253(9) 0.36393(8) 0.01458(18) Uani 1 1 d . . . C2 C 0.10980(14) 0.38771(9) 0.34195(8) 0.01543(19) Uani 1 1 d . . . C3 C 0.19881(13) 0.29814(9) 0.45736(8) 0.01634(19) Uani 1 1 d . . . N1 N 0.16343(13) 0.14770(8) 0.42519(8) 0.01848(18) Uani 1 1 d . . . O5 O 0.23672(11) 0.58551(7) 0.47274(6) 0.02167(17) Uani 1 1 d . . . O6 O 0.08971(10) 0.62327(7) 0.26852(6) 0.01899(17) Uani 1 1 d . . . H1 H 0.369(2) 0.9097(16) 0.6428(15) 0.037(4) Uiso 1 1 d . . . H2 H 0.310(2) 0.7676(17) 0.4755(13) 0.036(4) Uiso 1 1 d . . . H3 H 0.388(2) 0.5320(16) 0.6357(15) 0.038(4) Uiso 1 1 d . . . H4 H 0.479(2) 0.6965(16) 0.7788(14) 0.036(4) Uiso 1 1 d . . . H11 H 0.040(3) 0.1332(15) 0.3991(15) 0.037(4) Uiso 1 1 d . . . H12 H 0.220(2) 0.1255(14) 0.3621(14) 0.030(3) Uiso 1 1 d . . . H13 H 0.211(2) 0.0931(16) 0.4941(15) 0.035(4) Uiso 1 1 d . . . H21 H 0.160(2) 0.3607(13) 0.2678(13) 0.024(3) Uiso 1 1 d . . . H22 H -0.028(2) 0.3771(13) 0.3190(12) 0.023(3) Uiso 1 1 d . . . H31 H 0.1407(19) 0.3192(14) 0.5293(13) 0.028(3) Uiso 1 1 d . . . H32 H 0.3436(19) 0.3119(13) 0.4823(12) 0.023(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0206(3) 0.0204(3) 0.0162(3) -0.0035(3) 0.0021(3) 0.0044(3) O2 0.0290(4) 0.0201(4) 0.0213(4) -0.0051(3) 0.0098(3) -0.0007(3) O3 0.0328(4) 0.0228(4) 0.0215(4) -0.0005(3) -0.0038(3) 0.0059(3) O4 0.0296(4) 0.0247(4) 0.0243(4) -0.0034(3) 0.0091(3) -0.0077(3) C1 0.0144(4) 0.0149(4) 0.0148(4) 0.0002(3) 0.0039(3) 0.0023(3) C2 0.0170(4) 0.0147(4) 0.0138(4) 0.0001(3) 0.0014(3) 0.0002(3) C3 0.0199(4) 0.0132(4) 0.0152(4) -0.0002(3) 0.0020(3) 0.0015(3) N1 0.0221(4) 0.0137(4) 0.0189(4) 0.0009(3) 0.0027(3) -0.0005(3) O5 0.0305(4) 0.0166(3) 0.0151(3) -0.0018(2) -0.0018(3) 0.0010(3) O6 0.0235(4) 0.0158(3) 0.0161(3) 0.0023(2) 0.0004(3) 0.0026(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 O2 1.4636(9) . ? O1 H1 0.842(16) . ? O2 H2 0.876(17) . ? O3 O4 1.4606(10) . ? O3 H3 0.836(16) . ? O4 H4 0.887(16) . ? C1 O5 1.2528(11) . ? C1 O6 1.2706(11) . ? C1 C2 1.5158(12) . ? C2 C3 1.5143(12) . ? C2 H21 0.957(13) . ? C2 H22 0.937(14) . ? C3 N1 1.4876(12) . ? C3 H31 0.951(13) . ? C3 H32 0.987(13) . ? N1 H11 0.851(17) . ? N1 H12 0.867(15) . ? N1 H13 0.902(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 O1 H1 100.3(10) . . ? O1 O2 H2 99.8(9) . . ? O4 O3 H3 103.6(11) . . ? O3 O4 H4 101.1(9) . . ? O5 C1 O6 123.11(8) . . ? O5 C1 C2 119.94(8) . . ? O6 C1 C2 116.94(8) . . ? C3 C2 C1 113.50(7) . . ? C3 C2 H21 110.6(8) . . ? C1 C2 H21 107.8(8) . . ? C3 C2 H22 111.6(8) . . ? C1 C2 H22 106.7(8) . . ? H21 C2 H22 106.2(11) . . ? N1 C3 C2 110.06(7) . . ? N1 C3 H31 108.2(8) . . ? C2 C3 H31 111.0(8) . . ? N1 C3 H32 107.4(7) . . ? C2 C3 H32 111.1(7) . . ? H31 C3 H32 109.0(11) . . ? C3 N1 H11 109.8(10) . . ? C3 N1 H12 109.5(9) . . ? H11 N1 H12 106.9(13) . . ? C3 N1 H13 111.1(10) . . ? H11 N1 H13 109.9(13) . . ? H12 N1 H13 109.5(13) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag H1 O1 O2 H2 102.4(14) . . . . ? H3 O3 O4 H4 -90.6(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O6 0.842(16) 1.832(16) 2.6662(10) 170.6(15) 4_676 O2 H2 O5 0.876(17) 1.812(17) 2.6862(11) 174.8(14) . O3 H3 O5 0.836(16) 1.893(16) 2.7247(10) 173.1(15) . O4 H4 O6 0.887(16) 1.897(16) 2.7529(11) 161.6(14) 4_676 N1 H11 O1 0.851(17) 2.221(17) 3.0193(12) 156.2(14) 3_566 N1 H12 O6 0.867(15) 2.088(15) 2.9278(12) 162.9(13) 2_545 N1 H13 O1 0.902(16) 1.973(16) 2.8082(11) 153.5(13) 1_545 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.372 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.041 #===END data_Ile98 _database_code_depnum_ccdc_archive 'CCDC 779836' #TrackingRef '- comb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2S,3S)-2-Amino-3-methylpentanoic acid hydrogen peroxide solvate ; _chemical_name_common ;(2S,3S)-2-Amino-3-methylpentanoic acid hydrogen peroxide solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C6 H13 N O2, H2 O2' _chemical_formula_sum 'C6 H15 N O4' _chemical_formula_weight 165.19 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' 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' _cell_length_a 9.906(3) _cell_length_b 7.645(2) _cell_length_c 11.427(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.162(4) _cell_angle_gamma 90.00 _cell_volume 856.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2968 _cell_measurement_theta_min 3.379 _cell_measurement_theta_max 30.435 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9607 _exptl_absorpt_correction_T_max 0.9790 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4736 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 28.99 _reflns_number_total 1224 _reflns_number_gt 1199 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0457P)^2^+0.0998P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1224 _refine_ls_number_parameters 122 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0725 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration syn loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O3 O 0.56116(9) 0.74109(13) 0.87505(8) 0.0219(2) Uani 1 1 d . . . O4 O 0.53029(9) 0.45183(13) 0.86359(9) 0.0242(2) Uani 1 1 d . . . N1 N 0.30296(11) 0.80878(15) 0.89183(10) 0.0189(2) Uani 1 1 d . . . C1 C 0.48824(11) 0.60605(17) 0.86393(10) 0.0174(2) Uani 1 1 d . . . C2 C 0.33252(11) 0.63267(15) 0.84463(10) 0.0156(2) Uani 1 1 d . . . H21 H 0.2904 0.5418 0.8910 0.019 Uiso 1 1 calc R . . C3 C 0.30475(19) 0.6961(3) 0.50227(13) 0.0389(4) Uani 1 1 d . . . H33 H 0.3515 0.7791 0.4564 0.058 Uiso 1 1 calc R . . H32 H 0.2060 0.7046 0.4780 0.058 Uiso 1 1 calc R . . H31 H 0.3352 0.5770 0.4881 0.058 Uiso 1 1 calc R . . C4 C 0.33830(14) 0.7391(2) 0.63367(12) 0.0265(3) Uani 1 1 d . . . H42 H 0.3051 0.8585 0.6475 0.032 Uiso 1 1 calc R . . H41 H 0.4386 0.7387 0.6562 0.032 Uiso 1 1 calc R . . C5 C 0.27491(11) 0.61035(16) 0.71285(10) 0.0181(2) Uani 1 1 d . . . H51 H 0.3005 0.4901 0.6893 0.022 Uiso 1 1 calc R . . C6 C 0.11901(12) 0.6189(2) 0.69458(12) 0.0287(3) Uani 1 1 d . . . H63 H 0.0838 0.5809 0.6141 0.043 Uiso 1 1 calc R . . H62 H 0.0898 0.7393 0.7063 0.043 Uiso 1 1 calc R . . H61 H 0.0836 0.5418 0.7517 0.043 Uiso 1 1 calc R . . O1 O 0.79596(10) 0.66333(16) 0.79069(9) 0.0290(2) Uani 1 1 d . . . O2 O 0.87723(11) 0.67756(16) 0.90809(10) 0.0324(3) Uani 1 1 d . . . H1 H 0.718(2) 0.687(3) 0.8064(19) 0.038(5) Uiso 1 1 d . . . H2 H 0.933(2) 0.760(4) 0.893(2) 0.047(6) Uiso 1 1 d . . . H11 H 0.210(2) 0.836(3) 0.8815(17) 0.035(5) Uiso 1 1 d . . . H12 H 0.3333(19) 0.813(3) 0.9689(19) 0.033(5) Uiso 1 1 d . . . H13 H 0.352(2) 0.889(4) 0.863(2) 0.045(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O3 0.0163(4) 0.0210(4) 0.0278(5) -0.0018(4) 0.0017(3) -0.0008(3) O4 0.0153(4) 0.0190(4) 0.0384(5) 0.0026(4) 0.0043(3) 0.0038(3) N1 0.0158(5) 0.0193(5) 0.0213(5) -0.0015(4) 0.0019(4) 0.0040(4) C1 0.0136(5) 0.0214(6) 0.0171(5) 0.0002(4) 0.0014(4) 0.0023(4) C2 0.0127(4) 0.0149(5) 0.0193(5) 0.0004(4) 0.0026(4) 0.0015(4) C3 0.0490(9) 0.0461(10) 0.0208(6) 0.0023(6) 0.0023(6) -0.0073(8) C4 0.0308(6) 0.0270(6) 0.0209(6) 0.0034(5) 0.0017(5) -0.0065(6) C5 0.0162(5) 0.0178(6) 0.0195(5) -0.0010(5) 0.0003(4) 0.0000(4) C6 0.0163(5) 0.0369(8) 0.0312(6) -0.0033(6) -0.0025(5) 0.0000(6) O1 0.0239(5) 0.0303(5) 0.0342(5) -0.0042(4) 0.0090(4) -0.0027(4) O2 0.0232(5) 0.0304(5) 0.0423(6) 0.0094(5) -0.0005(4) -0.0055(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O3 C1 1.2560(16) . ? O4 C1 1.2506(16) . ? N1 C2 1.4947(16) . ? N1 H11 0.94(2) . ? N1 H12 0.89(2) . ? N1 H13 0.87(3) . ? C1 C2 1.5403(15) . ? C2 C5 1.5421(15) . ? C2 H21 1.0000 . ? C3 C4 1.527(2) . ? C3 H33 0.9800 . ? C3 H32 0.9800 . ? C3 H31 0.9800 . ? C4 C5 1.5309(18) . ? C4 H42 0.9900 . ? C4 H41 0.9900 . ? C5 C6 1.5300(16) . ? C5 H51 1.0000 . ? C6 H63 0.9800 . ? C6 H62 0.9800 . ? C6 H61 0.9800 . ? O1 O2 1.4673(16) . ? O1 H1 0.84(2) . ? O2 H2 0.87(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 H11 113.3(14) . . ? C2 N1 H12 109.7(15) . . ? H11 N1 H12 107.7(17) . . ? C2 N1 H13 110.5(17) . . ? H11 N1 H13 112(2) . . ? H12 N1 H13 103(2) . . ? O4 C1 O3 126.02(11) . . ? O4 C1 C2 116.83(10) . . ? O3 C1 C2 117.11(11) . . ? N1 C2 C1 108.11(9) . . ? N1 C2 C5 112.82(10) . . ? C1 C2 C5 110.45(9) . . ? N1 C2 H21 108.5 . . ? C1 C2 H21 108.5 . . ? C5 C2 H21 108.5 . . ? C4 C3 H33 109.5 . . ? C4 C3 H32 109.5 . . ? H33 C3 H32 109.5 . . ? C4 C3 H31 109.5 . . ? H33 C3 H31 109.5 . . ? H32 C3 H31 109.5 . . ? C3 C4 C5 113.10(12) . . ? C3 C4 H42 109.0 . . ? C5 C4 H42 109.0 . . ? C3 C4 H41 109.0 . . ? C5 C4 H41 109.0 . . ? H42 C4 H41 107.8 . . ? C6 C5 C4 112.50(11) . . ? C6 C5 C2 110.79(10) . . ? C4 C5 C2 112.33(10) . . ? C6 C5 H51 106.9 . . ? C4 C5 H51 106.9 . . ? C2 C5 H51 106.9 . . ? C5 C6 H63 109.5 . . ? C5 C6 H62 109.5 . . ? H63 C6 H62 109.5 . . ? C5 C6 H61 109.5 . . ? H63 C6 H61 109.5 . . ? H62 C6 H61 109.5 . . ? O2 O1 H1 101.1(14) . . ? O1 O2 H2 98.9(15) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 C1 C2 N1 159.11(10) . . . . ? O3 C1 C2 N1 -22.93(14) . . . . ? O4 C1 C2 C5 -77.02(13) . . . . ? O3 C1 C2 C5 100.94(12) . . . . ? C3 C4 C5 C6 -65.69(16) . . . . ? C3 C4 C5 C2 168.46(13) . . . . ? N1 C2 C5 C6 -64.40(13) . . . . ? C1 C2 C5 C6 174.48(11) . . . . ? N1 C2 C5 C4 62.37(13) . . . . ? C1 C2 C5 C4 -58.75(13) . . . . ? H1 O1 O2 H2 -120(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O3 0.84(2) 1.88(2) 2.7072(15) 168(2) . O2 H2 O4 0.87(3) 1.82(3) 2.6781(16) 172(2) 3 N1 H11 O4 0.94(2) 1.97(2) 2.8892(15) 166(2) 3_455 N1 H12 O3 0.89(2) 2.01(2) 2.8561(15) 158(2) 2_657 N1 H13 O1 0.87(3) 2.29(3) 2.9435(18) 132(2) 3_455 N1 H13 O2 0.87(3) 2.27(3) 2.9128(19) 130(2) 3_455 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.256 _refine_diff_density_min -0.137 _refine_diff_density_rms 0.039