#------------------------------------------------------------------------------
#$Date: 2022-03-02 05:20:08 +0200 (Wed, 02 Mar 2022) $
#$Revision: 273207 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/64/1566437.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_1566437
loop_
_publ_author_name
'Ruth, Paul Niklas'
'Herbst-Irmer, Regine'
'Stalke, Dietmar'
_publ_section_title
;
 Hirshfeld atom refinement based on projector augmented wave densities
 with periodic boundary conditions
;
_journal_issue                   2
_journal_name_full               IUCrJ
_journal_page_first              286
_journal_page_last               297
_journal_paper_doi               10.1107/S2052252522001385
_journal_volume                  9
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C3 H7 N O2'
_chemical_formula_sum            'C3 H7 N O2'
_chemical_formula_weight         89.0947
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           'xHARPY 0.1'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.9279(10)
_cell_length_b                   12.2597(17)
_cell_length_c                   5.7939(9)
_cell_measurement_reflns_used    1524
_cell_measurement_temperature    23
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      15.0
_cell_volume                     421.07(11)
_computing_publication_material  'xHARPY 0.1'
_computing_structure_refinement  'xHARPY 0.1'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      23
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'P-1 four circle diffractometer'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2519
_diffrn_reflns_point_group_measured_fraction_full 0.618
_diffrn_reflns_point_group_measured_fraction_max 0.567
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         50.138
_diffrn_reflns_theta_min         3.323
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sphere
_exptl_crystal_F_000             192
_exptl_crystal_size_rad          0.18
_refine_diff_density_max         0.1956
_refine_diff_density_min         -0.1884
_refine_diff_density_rms         0.0438
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.019
_refine_ls_shift/su_max          0.0
_refine_ls_shift/su_mean         0.0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/[σ²(Fo²)]
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0318
_refine_ls_wR_factor_ref         0.032
_reflns_Friedel_coverage         0.0
_reflns_Friedel_fraction_full    0.0
_reflns_Friedel_fraction_max     0.0
_reflns_number_gt                2393
_reflns_number_total             2519
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            fc5060.cif
_cod_data_source_block           A23_xHARPy_BLYP
_cod_database_code               1566437
loop_
_space_group_symop_operation_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_site_symmetry_order
O1 O 0.72675(4) 0.083786(17) 0.62432(4) 0.00658(3) Uani 1.0 1
O2 O 0.44092(4) 0.184048(17) 0.76114(4) 0.00640(3) Uani 1.0 1
N1 N 0.64721(4) 0.13752(2) 0.18303(5) 0.00522(3) Uani 1.0 1
H1 H 0.7041(11) 0.0608(5) 0.1959(14) 0.0234(19) Uani 1.0 1
H2 H 0.7787(11) 0.1897(5) 0.2081(14) 0.0198(17) Uani 1.0 1
H3 H 0.5863(12) 0.1494(5) 0.0149(13) 0.0211(18) Uani 1.0 1
C1 C 0.46631(4) 0.16108(2) 0.35444(5) 0.00428(4) Uani 1.0 1
H4 H 0.4237(10) 0.2477(4) 0.3392(11) 0.0198(15) Uani 1.0 1
C2 C 0.25990(5) 0.09068(2) 0.30335(6) 0.00674(4) Uani 1.0 1
H5 H 0.1926(10) 0.1106(5) 0.1320(12) 0.0291(19) Uani 1.0 1
H6 H 0.1281(10) 0.1049(5) 0.4293(13) 0.0281(19) Uani 1.0 1
H7 H 0.3049(10) 0.0048(5) 0.3076(14) 0.031(2) Uani 1.0 1
C3 C 0.55407(5) 0.140795(20) 0.59993(5) 0.00403(3) Uani 1.0 1
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 'HAR in xHARPy 0.1'
H H 0.0000 0.0000 'HAR in xHARPy 0.1'
N N 0.0061 0.0033 'HAR in xHARPy 0.1'
O O 0.0106 0.0060 'HAR in xHARPy 0.1'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 H1 112.0(4)
C1 N1 H2 109.5(4)
H1 N1 H2 108.8(5)
C1 N1 H3 110.1(4)
H1 N1 H3 108.3(6)
H2 N1 H3 108.0(5)
N1 C1 C2 109.76(3)
N1 C1 C3 110.02(2)
C2 C1 C3 111.09(2)
N1 C1 H4 107.5(3)
C2 C1 H4 110.3(3)
C3 C1 H4 108.1(3)
C1 C2 H5 109.9(3)
C1 C2 H6 110.9(3)
H5 C2 H6 108.1(4)
C1 C2 H7 110.3(3)
H5 C2 H7 109.0(5)
H6 C2 H7 108.5(5)
O1 C3 O2 125.85(3)
O1 C3 C1 118.29(2)
O2 C3 C1 115.86(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.2475(4)
O2 C3 1.2663(4)
N1 C1 1.4899(4)
N1 H1 1.002(7)
N1 H2 1.019(7)
N1 H3 1.049(7)
C1 C2 1.5263(4)
C1 C3 1.5348(5)
C1 H4 1.095(5)
C2 H5 1.097(7)
C2 H6 1.083(7)
C2 H7 1.087(6)
