#------------------------------------------------------------------------------ #$Date: 2014-12-17 05:58:53 +0200 (Wed, 17 Dec 2014) $ #$Revision: 128804 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/21/90/7219096.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7219096 loop_ _publ_author_name 'Kapustin, Eugene A.' 'Minkov, Vasily S.' 'Boldyreva, Elena' _publ_section_title ; Sarcosine and betaine crystals on cooling: structural motifs unstable at high pressure become stable at low temperatures ; _journal_name_full 'Phys. Chem. Chem. Phys.' _journal_paper_doi 10.1039/C4CP05094K _journal_year 2014 _chemical_formula_moiety 'C3 H7 N O2' _chemical_formula_sum 'C3 H7 N O2' _chemical_formula_weight 89.10 _chemical_name_common N-methylglycine _chemical_name_systematic ; 2-(Methylamino)acetic acid ; _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _audit_update_record ; 2014-05-20 deposited with the CCDC. 2014-12-16 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.8141(5) _cell_length_b 7.9189(8) _cell_length_c 8.5887(6) _cell_measurement_reflns_used 5416 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 29.51 _cell_measurement_theta_min 2.57 _cell_volume 463.45(7) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 295(2) _diffrn_detector_area_resol_mean 6.67 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'rotation method' _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 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5047 _diffrn_reflns_theta_full 29.16 _diffrn_reflns_theta_max 29.16 _diffrn_reflns_theta_min 3.50 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_T_max 0.9894 _exptl_absorpt_correction_T_min 0.9687 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'X-SHAPE, Stoe&Cie, 2003' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 192 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.137 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.054 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.4(14) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 62 _refine_ls_number_reflns 1246 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.0406 _refine_ls_R_factor_gt 0.0330 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0751 _refine_ls_wR_factor_ref 0.0777 _reflns_number_gt 1077 _reflns_number_total 1246 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file c4cp05094k2.cif _[local]_cod_data_source_block Sarcosine-295 _cod_database_code 7219096 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 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 N1 N 0.48887(15) 0.56258(11) 0.51905(12) 0.0290(2) Uani 1 1 d . H1N H 0.596(2) 0.6001(19) 0.4634(18) 0.035 Uiso 1 1 d . H2N H 0.449(2) 0.6412(19) 0.5840(18) 0.035 Uiso 1 1 d . C1 C 0.67316(17) 0.44539(14) 0.74371(15) 0.0319(2) Uani 1 1 d . O1 O 0.71440(14) 0.31998(11) 0.82904(11) 0.0406(2) Uani 1 1 d . C2 C 0.54409(18) 0.40712(13) 0.60350(14) 0.0318(2) Uani 1 1 d . H1 H 0.6138 0.3321 0.5334 0.038 Uiso 1 1 calc R H2 H 0.4262 0.3496 0.6380 0.038 Uiso 1 1 calc R O2 O 0.72835(17) 0.59236(12) 0.76431(12) 0.0525(3) Uani 1 1 d . C3 C 0.3296(2) 0.53523(17) 0.40473(19) 0.0476(3) Uani 1 1 d . H3 H 0.3686 0.4498 0.3317 0.071 Uiso 1 1 calc R H4 H 0.3037 0.6387 0.3502 0.071 Uiso 1 1 calc R H5 H 0.2130 0.4994 0.4581 0.071 Uiso 1 1 calc R 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 0.0361(5) 0.0249(4) 0.0260(5) -0.0012(4) -0.0017(4) 0.0021(4) C1 0.0366(5) 0.0300(5) 0.0290(6) 0.0014(4) -0.0001(5) 0.0022(4) O1 0.0494(5) 0.0352(5) 0.0373(5) 0.0115(4) -0.0082(4) -0.0047(4) C2 0.0419(6) 0.0251(5) 0.0283(6) 0.0017(4) -0.0008(4) -0.0002(4) O2 0.0734(7) 0.0297(5) 0.0544(6) 0.0012(4) -0.0274(5) -0.0032(4) C3 0.0540(8) 0.0396(7) 0.0492(9) -0.0011(6) -0.0224(7) 0.0015(6) 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' O O 0.0106 0.0060 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C3 112.99(10) C2 N1 H1N 108.8(9) C3 N1 H1N 106.5(9) C2 N1 H2N 110.9(10) C3 N1 H2N 107.4(9) H1N N1 H2N 110.1(14) O2 C1 O1 126.05(12) O2 C1 C2 118.47(10) O1 C1 C2 115.49(10) N1 C2 C1 111.70(9) N1 C2 H1 109.3 C1 C2 H1 109.3 N1 C2 H2 109.3 C1 C2 H2 109.3 H1 C2 H2 107.9 N1 C3 H3 109.5 N1 C3 H4 109.5 H3 C3 H4 109.5 N1 C3 H5 109.5 H3 C3 H5 109.5 H4 C3 H5 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.4776(14) N1 C3 1.4797(16) N1 H1N 0.921(15) N1 H2N 0.878(16) C1 O2 1.2359(15) C1 O1 1.2658(14) C1 C2 1.5217(17) C2 H1 0.9700 C2 H2 0.9700 C3 H3 0.9600 C3 H4 0.9600 C3 H5 0.9600 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 H1N O1 0.921(15) 1.845(16) 2.7598(14) 171.9(13) 2_664 N1 H1N O2 0.921(15) 2.585(15) 3.1632(14) 121.3(11) 2_664 N1 H2N O1 0.878(16) 1.951(16) 2.7885(13) 158.9(14) 4_656 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 C3 N1 C2 C1 -167.15(11) O2 C1 C2 N1 -5.39(16) O1 C1 C2 N1 174.83(11)