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#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/58/2105846.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_2105846
loop_
_publ_author_name
'Kapustin, Eugene A.'
'Minkov, Vasily S.'
'Boldyreva, Elena V.'
_publ_section_title
;
 Effect of pressure on methylated glycine derivatives: relative roles of
 hydrogen bonds and steric repulsion of methyl groups
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              517
_journal_page_last               532
_journal_paper_doi               10.1107/S205252061401035X
_journal_volume                  70
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.956(4)
_cell_length_b                   7.8277(8)
_cell_length_c                   8.4702(7)
_cell_measurement_reflns_used    701
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.74
_cell_measurement_theta_min      3.54
_cell_volume                     394.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 0.472
_diffrn_measured_fraction_theta_max 0.472
_diffrn_measurement_device_type  'Oxford Gemini Ultra R'
_diffrn_measurement_method       ω
_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  0.0559
_diffrn_reflns_av_sigmaI/netI    0.1129
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            701
_diffrn_reflns_theta_full        27.74
_diffrn_reflns_theta_max         27.74
_diffrn_reflns_theta_min         3.54
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.473
_exptl_absorpt_correction_T_min  0.380
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'R. J. Angel, J. Appl. Cryst. (2004). 37, 486-492'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.121
_refine_diff_density_min         -0.131
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -3(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.857
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     56
_refine_ls_number_reflns         390
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      0.880
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0384
_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/[σ²(Fo²)+(0.0222P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0676
_reflns_number_gt                237
_reflns_number_total             390
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            xk5018sup1.cif
_cod_data_source_block           Sarcosine-1.83GPa
_cod_original_sg_symbol_Hall     'P 2ac ab'
_cod_database_code               2105846
_cod_database_fobs_code          2105846
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
N N1 0.4388(11) 0.5608(3) 0.5177(3) 0.024(2) Uani d U 1 1
H H2N 0.4140 0.6370 0.5953 0.029 Uiso calc R 1 1
H H1N 0.5381 0.6073 0.4500 0.029 Uiso calc R 1 1
C C1 0.7018(16) 0.4444(4) 0.7164(3) 0.026(2) Uani d U 1 1
O O1 0.7646(13) 0.3174(2) 0.8010(2) 0.0258(18) Uani d . 1 1
C C2 0.5369(14) 0.4044(4) 0.5864(3) 0.026(2) Uani d U 1 1
H H1 0.6126 0.3404 0.5040 0.031 Uiso calc R 1 1
H H2 0.4174 0.3334 0.6283 0.031 Uiso calc R 1 1
O O2 0.7615(15) 0.5933(3) 0.7343(2) 0.038(2) Uani d . 1 1
C C3 0.228(2) 0.5287(4) 0.4341(4) 0.029(2) Uani d U 1 1
H H3 0.2500 0.4406 0.3569 0.044 Uiso calc R 1 1
H H4 0.1794 0.6315 0.3824 0.044 Uiso calc R 1 1
H H5 0.1151 0.4930 0.5082 0.044 Uiso calc R 1 1
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
N1 0.027(7) 0.0234(14) 0.0222(13) 0.004(2) -0.0057(18) -0.0017(11)
C1 0.035(7) 0.0230(13) 0.0209(10) 0.004(2) -0.001(2) -0.0019(11)
O1 0.018(6) 0.0292(13) 0.0297(10) 0.000(3) -0.001(3) 0.0062(9)
C2 0.035(7) 0.0214(13) 0.0214(11) 0.004(2) -0.002(2) -0.0001(11)
O2 0.045(7) 0.0277(12) 0.0425(12) -0.017(3) -0.019(3) 0.0025(10)
C3 0.029(7) 0.0280(14) 0.0316(16) 0.005(3) -0.007(2) -0.0039(12)
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
C3 N1 C2 112.8(3)
O2 C1 O1 125.6(5)
O2 C1 C2 118.4(4)
O1 C1 C2 115.9(4)
N1 C2 C1 111.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C3 1.465(14)
N1 C2 1.476(5)
C1 O2 1.228(5)
C1 O1 1.281(4)
C1 C2 1.509(8)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N O1 2_664 0.90 1.82 2.720(7) 174.3
N1 H2N O1 4_656 0.90 1.97 2.804(5) 152.5
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 7311726
