#------------------------------------------------------------------------------
#$Date: 2025-08-19 12:35:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301801 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/20/2022042.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_2022042
loop_
_publ_author_name
'Jha, Kunal Kumar'
'Gruza, Barbara'
'Kumar, Prashant'
'Chodkiewicz, Michal Leszek'
'Dominiak, Paulina Maria'
_publ_section_title
;
 TAAM: a reliable and user friendly tool for hydrogen-atom location using
 routine X-ray diffraction data
;
_journal_issue                   3
_journal_name_full
'Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials'
_journal_paper_doi               10.1107/S2052520620002917
_journal_volume                  76
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C4 H9 N O3'
_chemical_formula_sum            'C4 H9 N O3'
_chemical_formula_weight         119.12
_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'
_symmetry_Int_Tables_number      19
_audit_creation_date             2019-09-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   9.1735(1)
_cell_length_b                   11.4736(2)
_cell_length_c                   5.4171(1)
_cell_measurement_temperature    100
_cell_volume                     570.166(16)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8014
_diffrn_reflns_theta_full        26.4963
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    0.118
_exptl_crystal_density_diffrn    1.3876
_exptl_crystal_F_000             256.1773
_refine_diff_density_max         0.0967
_refine_diff_density_min         -0.1268
_refine_diff_density_rms         0.0327
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -1.5(6)
_refine_ls_d_res_high            0.7965
_refine_ls_d_res_low             7.1649
_refine_ls_goodness_of_fit_ref   1.1821
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1181
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1821
_refine_ls_R_factor_all          0.0156
_refine_ls_R_factor_gt           0.0152
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0189P)²+0.0296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0356
_refine_ls_wR_factor_ref         0.0359
_reflns_Friedel_coverage         1.000
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              6
_reflns_limit_l_min              -6
_reflns_number_gt                1157
_reflns_number_total             1181
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            38_TAAM_ANIS_0.8.cif
_cod_data_source_block           38_TAAM_ANIS_0.8
_cod_original_cell_volume        570.167(16)
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               2022042
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,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_refinement_flags_posn
O(1) O 0.25685(5) 0.77754(4) 1.20117(9) 0.01253(12) Uani 1.000000 .
O(2) O 0.02234(5) 0.73557(5) 1.24648(12) 0.01958(13) Uani 1.000000 .
O(3) O -0.08979(5) 0.52139(5) 0.75337(13) 0.01952(13) Uani 1.000000 .
H(3) H -0.1374(12) 0.5908(11) 0.796(3) 0.034(3) Uani 1.000000 .
N(1) N 0.22830(7) 0.80481(5) 0.70956(12) 0.00941(13) Uani 1.000000 .
H(1a H 0.2293(13) 0.7899(11) 0.516(3) 0.031(3) Uani 1.000000 .
H(1b H 0.1981(11) 0.8915(12) 0.729(3) 0.031(3) Uani 1.000000 .
H(1c H 0.3311(15) 0.7942(9) 0.776(3) 0.030(3) Uani 1.000000 .
C(1) C 0.13243(7) 0.75059(6) 1.11811(12) 0.00997(14) Uani 1.000000 .
C(2) C 0.12205(7) 0.72877(6) 0.83953(12) 0.00879(14) Uani 1.000000 .
H(2) H 0.0166(10) 0.7493(8) 0.771(2) 0.020(2) Uani 1.000000 .
C(3) C 0.15705(8) 0.60122(6) 0.77954(16) 0.01288(14) Uani 1.000000 .
H(3a H 0.1614(11) 0.5948(9) 0.582(2) 0.031(3) Uani 1.000000 .
H(3b H 0.2656(12) 0.5808(8) 0.860(2) 0.028(3) Uani 1.000000 .
C(4) C 0.04645(8) 0.51436(6) 0.87910(17) 0.01737(15) Uani 1.000000 .
H(4a H 0.0319(13) 0.5268(11) 1.075(3) 0.042(3) Uani 1.000000 .
H(4b H 0.0872(11) 0.4271(10) 0.846(3) 0.041(4) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C C 0.00347 0.00161
'Clementi & Roetti, C., At. Data Nucl. Data Tables 1974, 14, (177-478); Clementi & Raimondi, J. Chem. Phys., 1963, 38, (2686-2689)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H H 0.00000 0.00000
'Clementi & Roetti, C., At. Data Nucl. Data Tables 1974, 14, (177-478); Clementi & Raimondi, J. Chem. Phys., 1963, 38, (2686-2689)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N N 0.00653 0.00323
'Clementi & Roetti, C., At. Data Nucl. Data Tables 1974, 14, (177-478); Clementi & Raimondi, J. Chem. Phys., 1963, 38, (2686-2689)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O O 0.01158 0.00611
'Clementi & Roetti, C., At. Data Nucl. Data Tables 1974, 14, (177-478); Clementi & Raimondi, J. Chem. Phys., 1963, 38, (2686-2689)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C(4) O(3) H(3) 109.8(8) . . ?
H(1b N(1) H(1a 104.9(10) . . ?
H(1c N(1) H(1a 108.6(11) . . ?
H(1c N(1) H(1b 109.1(9) . . ?
C(2) N(1) H(1a 112.3(7) . . ?
C(2) N(1) H(1b 109.8(7) . . ?
C(2) N(1) H(1c 111.9(7) . . ?
O(2) C(1) O(1) 124.75(6) . . ?
C(2) C(1) O(1) 116.50(6) . . ?
C(2) C(1) O(2) 118.65(6) . . ?
C(1) C(2) N(1) 109.27(5) . . ?
H(2) C(2) N(1) 107.6(6) . . ?
H(2) C(2) C(1) 111.3(7) . . ?
C(3) C(2) N(1) 108.82(5) . . ?
C(3) C(2) C(1) 110.58(6) . . ?
C(3) C(2) H(2) 109.2(5) . . ?
H(3a C(3) C(2) 106.5(6) . . ?
H(3b C(3) C(2) 107.8(5) . . ?
H(3b C(3) H(3a 110.1(8) . . ?
C(4) C(3) C(2) 114.24(6) . . ?
C(4) C(3) H(3a 109.5(6) . . ?
C(4) C(3) H(3b 108.7(5) . . ?
C(3) C(4) O(3) 112.23(7) . . ?
H(4a C(4) O(3) 110.7(6) . . ?
H(4a C(4) C(3) 110.1(6) . . ?
H(4b C(4) O(3) 106.0(6) . . ?
H(4b C(4) C(3) 108.4(6) . . ?
H(4b C(4) H(4a 109.2(10) . . ?
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
O(1) C(1) 1.2652(8) . ?
O(2) C(1) 1.2382(8) . ?
O(3) H(3) 0.937(12) . ?
O(3) C(4) 1.4256(9) . ?
N(1) H(1a 1.063(17) . ?
N(1) H(1b 1.038(14) . ?
N(1) H(1c 1.016(16) . ?
N(1) C(2) 1.4855(8) . ?
C(1) C(2) 1.5327(9) . ?
C(2) H(2) 1.062(10) . ?
C(2) C(3) 1.5332(9) . ?
C(3) H(3a 1.072(13) . ?
C(3) H(3b 1.112(11) . ?
C(3) C(4) 1.5210(10) . ?
C(4) H(4a 1.080(15) . ?
C(4) H(4b 1.083(12) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 6971022
