#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/66/2006632.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006632 loop_ _publ_author_name 'Toscano, Rub\'en A.' 'Enr\'iquez, Ra\'ul G.' 'Reynolds, William F.' 'Magos, Gil A.' 'Gnecco, Dino' _publ_section_title ; L-1-Methylproline Monohydrate ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1690 _journal_page_last 1692 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C6 H11 N O2, H2 O' _chemical_formula_sum 'C6 H13 N O3' _chemical_formula_weight 147.17 _chemical_name_common 'Hygric acid' _chemical_name_systematic ; L-1-Methylproline ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.9950(10) _cell_length_b 8.7260(10) _cell_length_c 14.535(2) _cell_measurement_reflns_used 38 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.50 _cell_measurement_theta_min 5.00 _cell_volume 760.36(19) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1993)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990)' _computing_publication_material SHELXL93 _computing_structure_refinement SHELXL93 _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4/PC' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.052 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 809 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.50 _diffrn_standards_decay_% 3 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.286 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 320 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.20 _refine_diff_density_min -0.18 _refine_ls_abs_structure_details ; assigned to agree with the known chirality at C2 arising from its precursor L-1-methylproline ; _refine_ls_extinction_coef 0.13(2) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.05 _refine_ls_goodness_of_fit_obs 1.10 _refine_ls_hydrogen_treatment 'noref, Uiso = 1.3U~eq~ of parent atom' _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 807 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.06 _refine_ls_restrained_S_obs 1.10 _refine_ls_R_factor_all 0.067 _refine_ls_R_factor_obs .048 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0524P)^2^+0.1226P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.119 _refine_ls_wR_factor_obs .108 _reflns_number_observed 631 _reflns_number_total 809 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file bk1308.cif _[local]_cod_data_source_block meprol _cod_original_cell_volume 760.4(2) _cod_database_code 2006632 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O1 .1203(6) .3118(3) .0423(2) .0512(9) Uani d . 1 . O O2 .0168(6) .3237(3) .1897(2) .0568(9) Uani d . 1 . O O3 .5662(9) -.1571(4) -.1477(2) .0744(14) Uani d . 1 . O H3C .545(12) -.201(7) -.199(4) .097 Uiso d . 1 . H H3D .546(13) -.072(8) -.154(4) .097 Uiso d . 1 . H N1 .2957(5) .0312(3) .0540(2) .0326(7) Uani d . 1 . N H1 .360(8) .103(5) .020(3) .042 Uiso d . 1 . H C2 .2156(7) .1055(4) .1409(2) .0349(9) Uani d . 1 . C H2 .1062 .0382 .1705 .045 Uiso calc R 1 . H C3 .4238(9) .1144(7) .2014(3) .075(2) Uani d . 1 . C H3A .4799 .2186 .2037 .098 Uiso calc R 1 . H H3B .3899 .0813 .2636 .098 Uiso calc R 1 . H C4 .5935(9) .0095(6) .1581(3) .0563(12) Uani d . 1 . C H4A .7148 .0685 .1317 .073 Uiso calc R 1 . H H4B .6545 -.0599 .2038 .073 Uiso calc R 1 . H C5 .4738(7) -.0785(4) .0845(3) .0429(10) Uani d . 1 . C H5A .4093 -.1720 .1089 .056 Uiso calc R 1 . H H5B .5733 -.1040 .0342 .056 Uiso calc R 1 . H C6 .1173(8) -.0378(5) -.0026(3) .0483(11) Uani d . 1 . C H6A .1814 -.0828 -.0567 .063 Uiso calc R 1 . H H6B .0125 .0401 -.0202 .063 Uiso calc R 1 . H H6C .0419 -.1155 .0324 .063 Uiso calc R 1 . H C7 .1067(7) .2608(4) .1219(3) .0365(9) Uani d . 1 . C loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .057(2) .0447(15) .052(2) .012(2) -.002(2) .0164(14) O2 .074(2) .0400(13) .056(2) .012(2) .007(2) -.0055(14) O3 .125(4) .053(2) .0445(15) .020(2) -.010(2) .0064(15) N1 .036(2) .0264(14) .035(2) -.0035(14) .0013(14) .0028(13) C2 .039(2) .034(2) .032(2) .006(2) .003(2) .002(2) C3 .070(4) .099(4) .057(3) .044(3) -.029(3) -.031(3) C4 .050(3) .058(3) .060(3) .013(2) -.012(2) .001(2) C5 .043(2) .035(2) .051(2) .009(2) .004(2) .007(2) C6 .050(2) .049(2) .046(2) -.011(2) -.004(2) -.010(2) C7 .031(2) .031(2) .047(2) .000(2) -.007(2) .001(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 . 1.241(5) yes O2 C7 . 1.251(5) yes O3 H3C . .85(6) yes O3 H3D . .76(6) yes N1 C6 . 1.478(5) yes N1 C2 . 1.499(4) yes N1 C5 . 1.501(5) yes N1 H1 . .88(4) yes C2 C3 . 1.529(6) yes C2 C7 . 1.529(5) yes C2 H2 . .98 no C3 C4 . 1.506(6) yes C3 H3A . .97 no C3 H3B . .97 no C4 C5 . 1.500(6) yes C4 H4A . .97 no C4 H4B . .97 no C5 H5A . .97 no C5 H5B . .97 no C6 H6A . .96 no C6 H6B . .96 no C6 H6C . .96 no loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 2 5 1 1 4 1 2 3 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag H3C O3 H3D 109(6) no C6 N1 C2 114.4(3) yes C6 N1 C5 114.8(3) yes C2 N1 C5 104.8(3) yes C6 N1 H1 107(3) no C2 N1 H1 108(3) no C5 N1 H1 108(3) no N1 C2 C3 104.2(3) yes N1 C2 C7 111.6(3) yes C3 C2 C7 114.1(3) yes N1 C2 H2 108.9(2) no C3 C2 H2 108.9(3) no C7 C2 H2 108.9(2) no C4 C3 C2 106.3(3) yes C4 C3 H3A 110.5(3) no C2 C3 H3A 110.5(3) no C4 C3 H3B 110.5(3) no C2 C3 H3B 110.5(3) no H3A C3 H3B 108.7 no C5 C4 C3 106.6(4) yes C5 C4 H4A 110.4(3) no C3 C4 H4A 110.4(3) no C5 C4 H4B 110.4(2) no C3 C4 H4B 110.4(3) no H4A C4 H4B 108.6 no C4 C5 N1 103.0(3) yes C4 C5 H5A 111.2(2) no N1 C5 H5A 111.2(2) no C4 C5 H5B 111.2(3) no N1 C5 H5B 111.2(2) no H5A C5 H5B 109.1 no N1 C6 H6A 109.5(2) no N1 C6 H6B 109.5(2) no H6A C6 H6B 109.5 no N1 C6 H6C 109.5(2) no H6A C6 H6C 109.5 no H6B C6 H6C 109.5 no O1 C7 O2 127.2(4) yes O1 C7 C2 117.3(4) yes O2 C7 C2 115.5(3) yes 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 C6 N1 C2 C3 160.2(4) C5 N1 C2 C3 33.6(4) C6 N1 C2 C7 -76.3(4) C5 N1 C2 C7 157.1(3) N1 C2 C3 C4 -14.7(5) C7 C2 C3 C4 -136.6(4) C2 C3 C4 C5 -9.5(5) C3 C4 C5 N1 30.0(5) C6 N1 C5 C4 -165.9(3) C2 N1 C5 C4 -39.5(4) N1 C2 C7 O1 -7.8(5) C3 C2 C7 O1 110.0(4) N1 C2 C7 O2 173.6(4) C3 C2 C7 O2 -68.7(5) _cod_database_fobs_code 2006632 _journal_paper_doi 10.1107/S0108270197008706