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#$Date: 2022-09-02 04:49:51 +0300 (Fri, 02 Sep 2022) $
#$Revision: 277573 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/90/2109039.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_2109039
loop_
_publ_author_name
'Bogdanov, Nikita E.'
'Korabel'nikov, Dmitry V.'
'Fedorov, Igor A.'
'Zakharov, Boris A.'
'Boldyreva, Elena V.'
_publ_section_title
;
 The effect of hydrostatic compression on the crystal structure of
 glycinium phosphite
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520622008289
_journal_volume                  78
_journal_year                    2022
_chemical_formula_moiety         'C2 H6 N O2, H2 O3 P'
_chemical_formula_sum            'C2 H8 N O5 P'
_chemical_formula_weight         157.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yab'
_space_group_name_H-M_alt        'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 100.94(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2008(8)
_cell_length_b                   8.5014(5)
_cell_length_c                   6.745(5)
_cell_measurement_pressure       4540000
_cell_measurement_reflns_used    649
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.6980
_cell_measurement_theta_min      3.2790
_cell_volume                     518.0(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_pressure         4540000
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3457
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.366
_diffrn_measured_fraction_theta_max 0.331
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1064
_diffrn_reflns_av_unetI/netI     0.0810
_diffrn_reflns_Laue_measured_fraction_full 0.366
_diffrn_reflns_Laue_measured_fraction_max 0.331
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            2667
_diffrn_reflns_point_group_measured_fraction_full 0.366
_diffrn_reflns_point_group_measured_fraction_max 0.331
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.993
_diffrn_reflns_theta_min         3.291
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.479
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    2.014
_exptl_crystal_description       plates
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         414
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.0659
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0961P)²+0.5319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1865
_reflns_Friedel_coverage         0.000
_reflns_number_gt                277
_reflns_number_total             414
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            xk5096sup1.cif
_cod_data_source_block           4.54
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2109039
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.623
_oxdiff_exptl_absorpt_empirical_full_max 4.903
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6774(9) 0.2846(8) 0.789(4) 0.022(9) Uani 1 1 d . U . . .
H1D H 0.580475 0.235638 0.760315 0.026 Uiso 1 1 calc R U . . .
H1E H 0.698517 0.313812 0.930740 0.026 Uiso 1 1 calc R U . . .
C2 C 0.7912(11) 0.1709(8) 0.747(4) 0.023(8) Uani 1 1 d . U . . .
N1 N 0.6777(8) 0.4243(7) 0.665(3) 0.017(10) Uani 1 1 d . U . . .
H1A H 0.638751 0.401184 0.536996 0.021 Uiso 1 1 calc R U . . .
H1B H 0.770242 0.457859 0.672601 0.021 Uiso 1 1 calc R U . . .
H1C H 0.624212 0.499457 0.708479 0.021 Uiso 1 1 calc R U . . .
O1 O 0.5271(9) 0.8642(7) 0.979(3) 0.041(6) Uani 1 1 d . U . . .
H1 H 0.536610 0.960129 0.983919 0.049 Uiso 0.5 1 calc DR U P . .
O2 O 0.4624(7) 0.6451(6) 0.731(3) 0.026(8) Uani 1 1 d . U . . .
O3 O 0.4447(7) 0.9277(7) 0.624(2) 0.042(7) Uani 1 1 d . U . . .
H3 H 0.490033 0.943848 0.532244 0.051 Uiso 0.5 1 calc DR U P . .
O4 O 0.8549(7) 0.1831(6) 0.610(2) 0.029(8) Uani 1 1 d . U . . .
O5 O 0.8085(8) 0.0543(6) 0.884(2) 0.037(8) Uani 1 1 d . U . . .
H5 H 0.871969 -0.007029 0.860902 0.045 Uiso 1 1 calc R U . . .
P1 P 0.5277(3) 0.8083(3) 0.7689(13) 0.031(5) Uani 1 1 d . U . . .
H1P H 0.630515 0.805092 0.749359 0.038 Uiso 1 1 calc R U . . .
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'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 110.0(14) . . ?
N1 C1 H1D 109.7 . . ?
C2 C1 H1D 109.7 . . ?
N1 C1 H1E 109.7 . . ?
C2 C1 H1E 109.7 . . ?
H1D C1 H1E 108.2 . . ?
O4 C2 O5 126.0(9) . . ?
O4 C2 C1 123.9(15) . . ?
O5 C2 C1 110.1(17) . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
P1 O1 H1 109.5 . . ?
P1 O3 H3 109.5 . . ?
C2 O5 H5 109.5 . . ?
O1 P1 O3 107.9(7) . . ?
O1 P1 O2 112.2(9) . . ?
O3 P1 O2 111.7(8) . . ?
O1 P1 H1P 108.3 . . ?
O3 P1 H1P 108.3 . . ?
O2 P1 H1P 108.3 . . ?
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 N1 1.455(17) . ?
C1 C2 1.490(14) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C2 O4 1.19(2) . ?
C2 O5 1.34(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
O1 P1 1.50(2) . ?
O1 H1 0.8200 . ?
O2 P1 1.514(6) . ?
O3 P1 1.512(12) . ?
O3 H3 0.8200 . ?
O5 H5 0.8200 . ?
P1 H1P 0.9800 . ?
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
_geom_hbond_publ_flag
N1 H1A O2 0.89 1.91 2.80(3) 174.7 3_666 yes
N1 H1B O3 0.89 1.96 2.820(8) 162.7 4_675 yes
N1 H1C O2 0.89 1.96 2.826(8) 162.3 . yes
O1 H1 O1 0.82 1.64 2.390(13) 150.8 3_677 yes
O3 H3 O3 0.82 1.70 2.45(2) 149.6 3_676 yes
O5 H5 O2 0.82 1.76 2.550(12) 159.8 4_665 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 O4 -11(2) . . . . ?
N1 C1 C2 O5 169.8(11) . . . . ?

_cod_database_fobs_code 2109039
