# Supplementary Material (ESI) for PCCP # This journal is (c) the Owner Societies 2010 data_global _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_Cambridge 1326 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Jan Dobrowolski' _publ_contact_author_email janek@il.waw.pl _publ_section_title ; IR Low-Temperature Matrix, X-ray and ab Initio Study on L-Isoserine Conformations ; loop_ _publ_author_name 'Jan Dobrowolski' 'Michal Jamroz' 'Robert Kolos' 'Joanna Rode' 'Michal Ksawery Cyranski' 'Joanna Sadlej' # Attachment '- M_01.cif' data_L_isoserine _database_code_depnum_ccdc_archive 'CCDC 770483' #TrackingRef '- M_01.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common L-isoserine _chemical_melting_point ? _chemical_formula_moiety 'C3 H7 N O3' _chemical_formula_sum 'C3 H7 N O3' _chemical_formula_weight 105.10 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 _symmetry_space_group_name_Hall P22ab 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 9.9244(12) _cell_length_b 10.3690(15) _cell_length_c 4.0380(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 415.53(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7914 _cell_measurement_theta_min 2.8278 _cell_measurement_theta_max 28.5311 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 224 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.96734 _exptl_absorpt_correction_T_max 1.03390 _exptl_absorpt_process_details ? _exptl_special_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.28cycle4 beta (release 11-11-2005 CrysAlis171 .NET) (compiled Nov 11 2005,15:50:43) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 100(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 KM4CCD _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 8.6479 _diffrn_standards_number '1 frame' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7815 _diffrn_reflns_av_R_equivalents 0.0168 _diffrn_reflns_av_sigmaI/netI 0.0073 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 28.59 _reflns_number_total 648 _reflns_number_gt 630 _reflns_threshold_expression >2sigma(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^)+(0.0374P)^2^+0.1180P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _chemical_absolute_configuration syn _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.081(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_number_reflns 648 _refine_ls_number_parameters 81 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0235 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0625 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 C1 C 0.95252(12) 0.24876(12) 0.4350(3) 0.0086(3) Uani 1 1 d . . . O4 O 1.01651(9) 0.16850(9) 0.6051(2) 0.0130(2) Uani 1 1 d . . . O5 O 0.99101(9) 0.35980(9) 0.3515(2) 0.0117(2) Uani 1 1 d . . . C2 C 0.80936(12) 0.20633(11) 0.3404(3) 0.0080(3) Uani 1 1 d . . . H9 H 0.7541 0.2052 0.5475 0.010 Uiso 1 1 calc R . . O6 O 0.74692(9) 0.29246(9) 0.1164(2) 0.0096(2) Uani 1 1 d . . . H8 H 0.664(2) 0.311(2) 0.207(6) 0.035(6) Uiso 1 1 d . . . C3 C 0.81004(12) 0.07020(12) 0.2002(3) 0.0093(3) Uani 1 1 d . . . H10 H 0.8642 0.0676 -0.0056 0.011 Uiso 1 1 calc R . . H11 H 0.8511 0.0101 0.3620 0.011 Uiso 1 1 calc R . . N7 N 0.66801(11) 0.03003(10) 0.1282(3) 0.0098(2) Uani 1 1 d . . . H12 H 0.613(2) 0.0338(19) 0.310(6) 0.026(5) Uiso 1 1 d . . . H13 H 0.660(2) -0.052(2) 0.039(6) 0.028(6) Uiso 1 1 d . . . H14 H 0.624(2) 0.0851(19) -0.032(5) 0.023(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 C1 0.0081(5) 0.0096(5) 0.0079(6) -0.0020(5) 0.0014(5) -0.0003(4) O4 0.0106(4) 0.0120(4) 0.0164(5) 0.0027(4) -0.0034(4) -0.0011(3) O5 0.0112(4) 0.0092(4) 0.0146(5) 0.0003(4) -0.0002(4) -0.0024(3) C2 0.0079(5) 0.0075(5) 0.0086(6) 0.0005(5) -0.0004(5) 0.0000(4) O6 0.0081(4) 0.0096(4) 0.0109(4) 0.0021(4) 0.0000(4) 0.0018(3) C3 0.0066(5) 0.0088(5) 0.0125(6) -0.0005(5) -0.0009(5) -0.0007(4) N7 0.0087(5) 0.0099(5) 0.0107(5) -0.0010(4) -0.0008(4) -0.0020(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 C1 O4 1.2521(17) . ? C1 O5 1.2590(16) . ? C1 C2 1.5356(17) . ? C2 O6 1.4141(15) . ? C2 C3 1.5208(17) . ? C2 H9 1.0000 . ? O6 H8 0.92(2) . ? C3 N7 1.4983(15) . ? C3 H10 0.9900 . ? C3 H11 0.9900 . ? N7 H12 0.92(2) . ? N7 H13 0.93(2) . ? N7 H14 0.97(2) . ? 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 O4 C1 O5 126.93(12) . . ? O4 C1 C2 114.54(11) . . ? O5 C1 C2 118.43(11) . . ? O6 C2 C3 110.49(10) . . ? O6 C2 C1 112.56(10) . . ? C3 C2 C1 110.75(10) . . ? O6 C2 H9 107.6 . . ? C3 C2 H9 107.6 . . ? C1 C2 H9 107.6 . . ? C2 O6 H8 105.5(15) . . ? N7 C3 C2 109.03(10) . . ? N7 C3 H10 109.9 . . ? C2 C3 H10 109.9 . . ? N7 C3 H11 109.9 . . ? C2 C3 H11 109.9 . . ? H10 C3 H11 108.3 . . ? C3 N7 H12 113.4(13) . . ? C3 N7 H13 114.0(12) . . ? H12 N7 H13 107.4(18) . . ? C3 N7 H14 113.1(12) . . ? H12 N7 H14 103.7(16) . . ? H13 N7 H14 104.3(17) . . ? 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 O6 -172.89(11) . . . . ? O5 C1 C2 O6 10.51(16) . . . . ? O4 C1 C2 C3 -48.64(15) . . . . ? O5 C1 C2 C3 134.76(12) . . . . ? O6 C2 C3 N7 -57.56(13) . . . . ? C1 C2 C3 N7 177.02(11) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.363 _refine_diff_density_min -0.150 _refine_diff_density_rms 0.040