#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/58/2105843.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_2105843
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                   6.651(3)
_cell_length_b                   7.9179(4)
_cell_length_c                   8.6122(5)
_cell_measurement_reflns_used    2516
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      3.50
_cell_volume                     453.5(2)
_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 0.453
_diffrn_measured_fraction_theta_max 0.453
_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  0.0654
_diffrn_reflns_av_sigmaI/netI    0.0745
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2516
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         3.50
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.474
_exptl_absorpt_correction_T_min  0.385
_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    1.305
_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         0.107
_refine_diff_density_min         -0.095
_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   0.916
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     56
_refine_ls_number_reflns         470
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0379
_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)+(0.0461P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0743
_refine_ls_wR_factor_ref         0.0783
_reflns_number_gt                299
_reflns_number_total             470
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            xk5018sup1.cif
_cod_data_source_block           Sarcosine-0.19GPa
_cod_original_sg_symbol_Hall     'P 2ac ab'
_cod_database_code               2105843
_cod_database_fobs_code          2105843
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 0.4825(9) 0.5612(2) 0.5193(2) 0.029(2) Uani d U 1 1
H H2N 0.4443 0.6394 0.5891 0.034 Uiso calc R 1 1
H H1N 0.5898 0.6022 0.4679 0.034 Uiso calc R 1 1
C C1 0.6761(9) 0.4445(3) 0.7413(3) 0.0306(8) Uani d U 1 1
O O1 0.7189(8) 0.3197(2) 0.82601(19) 0.044(2) Uani d . 1 1
C C2 0.5419(11) 0.4070(3) 0.6018(3) 0.0260(9) Uani d U 1 1
H H1 0.6131 0.3331 0.5308 0.031 Uiso calc R 1 1
H H2 0.4222 0.3483 0.6368 0.031 Uiso calc R 1 1
O O2 0.7331(8) 0.5909(2) 0.7617(2) 0.054(2) Uani d . 1 1
C C3 0.3191(14) 0.5342(3) 0.4094(4) 0.042(2) Uani d U 1 1
H H3 0.3552 0.4456 0.3386 0.062 Uiso calc R 1 1
H H4 0.2950 0.6364 0.3524 0.062 Uiso calc R 1 1
H H5 0.1996 0.5028 0.4647 0.062 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 0.037(7) 0.0252(11) 0.0242(12) 0.0009(19) -0.0008(19) -0.0014(9)
C1 0.0309(15) 0.0309(10) 0.0299(10) 0.0010(10) 0.0013(11) -0.0010(9)
O1 0.064(7) 0.0333(10) 0.0357(10) -0.005(2) -0.008(2) 0.0120(8)
C2 0.0264(15) 0.0249(10) 0.0267(10) 0.0005(10) -0.0003(10) 0.0023(8)
O2 0.083(7) 0.0270(10) 0.0531(12) -0.0045(18) -0.026(3) 0.0019(9)
C3 0.040(7) 0.0410(14) 0.0436(16) -0.001(2) -0.013(2) 0.0004(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'
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 113.2(3)
O2 C1 O1 125.8(4)
O2 C1 C2 118.3(3)
O1 C1 C2 115.8(3)
N1 C2 C1 112.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C3 1.457(8)
N1 C2 1.467(4)
C1 O2 1.232(4)
C1 O1 1.260(3)
C1 C2 1.526(6)
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 1.87 2.757(6) 168.6
N1 H2N O1 4_656 0.90 1.94 2.786(5) 156.6
