#------------------------------------------------------------------------------
#$Date: 2025-08-19 12:35:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301801 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/20/2022043.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_2022043
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         'C7 H11 N O4, H2 O'
_chemical_formula_sum            'C7 H13 N O5'
_chemical_formula_weight         191.19
_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             2019-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8540(2)
_cell_length_b                   9.2490(2)
_cell_length_c                   10.1440(2)
_cell_measurement_temperature    100(2)
_cell_volume                     924.52(3)
_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(2)
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.5166
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8275
_diffrn_reflns_theta_full        46.6083
_diffrn_reflns_theta_max         46.61
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.117
_exptl_crystal_density_diffrn    1.3734
_exptl_crystal_F_000             408.2964
_refine_diff_density_max         0.2777
_refine_diff_density_min         -0.1979
_refine_diff_density_rms         0.0532
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.5(2)
_refine_ls_d_res_high            0.4890
_refine_ls_d_res_low             7.0681
_refine_ls_goodness_of_fit_ref   1.0988
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     235
_refine_ls_number_reflns         8275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0988
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0163P)²+0.0502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0495
_reflns_Friedel_coverage         0.998
_reflns_limit_h_max              20
_reflns_limit_h_min              -20
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              20
_reflns_limit_l_min              -20
_reflns_number_gt                7876
_reflns_number_total             8275
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            49_TAAM_ANIS_max.cif
_cod_data_source_block           49_TAAM_ANIS_max
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               2022043
_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 0.57875(2) 1.11472(3) 0.77184(2) 0.00745(3) Uani 1.000000 .
O(2) O 0.79420(2) 1.11862(3) 0.84046(2) 0.00649(3) Uani 1.000000 .
H(2) H 0.7582(10) 1.1843(11) 0.9025(10) 0.020(2) Uani 1.000000 .
O(3) O 0.84075(3) 1.20544(3) 0.55095(2) 0.00695(3) Uani 1.000000 .
O(4) O 0.78346(3) 0.69401(3) 0.51521(2) 0.00637(3) Uani 1.000000 .
H(4) H 0.8284(9) 0.6196(12) 0.4797(8) 0.024(2) Uani 1.000000 .
N(1) N 0.87822(3) 0.97796(3) 0.61460(3) 0.00488(3) Uani 1.000000 .
C(1) C 0.69675(3) 1.07603(3) 0.76139(3) 0.00475(4) Uani 1.000000 .
C(2) C 0.73844(3) 0.96432(3) 0.66015(3) 0.00478(4) Uani 1.000000 .
H(2a H 0.6701(9) 0.9761(9) 0.5799(8) 0.0178(19) Uani 1.000000 .
C(3) C 0.73467(3) 0.81111(3) 0.71986(3) 0.00651(4) Uani 1.000000 .
H(3a H 0.7665(9) 0.8149(9) 0.8195(9) 0.0193(19) Uani 1.000000 .
H(3b H 0.6371(10) 0.7626(9) 0.7138(8) 0.021(2) Uani 1.000000 .
C(4) C 0.84128(3) 0.73016(3) 0.63962(3) 0.00559(4) Uani 1.000000 .
H(4a H 0.8750(8) 0.6327(10) 0.6876(9) 0.0191(19) Uani 1.000000 .
C(5) C 0.95442(3) 0.84209(3) 0.62490(3) 0.00648(4) Uani 1.000000 .
H(5a H 1.0131(9) 0.8242(9) 0.5387(9) 0.0176(19) Uani 1.000000 .
H(5b H 1.0172(10) 0.8425(9) 0.7117(10) 0.028(2) Uani 1.000000 .
C(6) C 0.91997(3) 1.10149(3) 0.55825(3) 0.00505(4) Uani 1.000000 .
C(7) C 1.06212(3) 1.10714(4) 0.50529(3) 0.00822(4) Uani 1.000000 .
H(7a H 1.0696(10) 1.0439(12) 0.4205(11) 0.034(3) Uani 1.000000 .
H(7b H 1.0873(9) 1.2142(10) 0.4797(11) 0.031(2) Uani 1.000000 .
H(7c H 1.1326(10) 1.0667(12) 0.5735(10) 0.035(3) Uani 1.000000 .
O(5) O 0.90013(3) 0.45956(3) 0.43044(3) 0.01067(4) Uani 1.000000 .
H(5c H 0.8813(10) 0.3729(12) 0.4735(9) 0.023(2) Uani 1.000000 .
H(5d H 0.9547(10) 0.4421(9) 0.3600(9) 0.0135(17) 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(1) O(2) H(2) 109.0(6) . . ?
C(4) O(4) H(4) 109.8(5) . . ?
C(5) N(1) C(2) 112.74(2) . . ?
C(6) N(1) C(2) 119.87(2) . . ?
C(6) N(1) C(5) 127.05(3) . . ?
O(2) C(1) O(1) 123.78(3) . . ?
C(2) C(1) O(1) 121.15(3) . . ?
C(2) C(1) O(2) 114.91(2) . . ?
C(1) C(2) N(1) 114.35(2) . . ?
H(2a C(2) N(1) 110.3(4) . . ?
H(2a C(2) C(1) 106.1(4) . . ?
C(3) C(2) N(1) 103.11(2) . . ?
C(3) C(2) C(1) 110.76(2) . . ?
C(3) C(2) H(2a 112.4(4) . . ?
H(3a C(3) C(2) 109.7(4) . . ?
H(3b C(3) C(2) 112.8(5) . . ?
H(3b C(3) H(3a 109.7(7) . . ?
C(4) C(3) C(2) 103.00(2) . . ?
C(4) C(3) H(3a 108.8(4) . . ?
C(4) C(3) H(3b 112.6(5) . . ?
C(3) C(4) O(4) 108.21(2) . . ?
H(4a C(4) O(4) 109.1(4) . . ?
H(4a C(4) C(3) 112.5(5) . . ?
C(5) C(4) O(4) 111.36(2) . . ?
C(5) C(4) C(3) 102.82(2) . . ?
C(5) C(4) H(4a 112.7(4) . . ?
C(4) C(5) N(1) 102.34(2) . . ?
H(5a C(5) N(1) 110.7(4) . . ?
H(5a C(5) C(4) 111.8(4) . . ?
H(5b C(5) N(1) 110.4(5) . . ?
H(5b C(5) C(4) 110.0(5) . . ?
H(5b C(5) H(5a 111.2(7) . . ?
N(1) C(6) O(3) 119.49(3) . . ?
C(7) C(6) O(3) 122.60(3) . . ?
C(7) C(6) N(1) 117.91(3) . . ?
H(7a C(7) C(6) 110.0(5) . . ?
H(7b C(7) C(6) 109.9(5) . . ?
H(7b C(7) H(7a 107.9(8) . . ?
H(7c C(7) C(6) 111.7(5) . . ?
H(7c C(7) H(7a 107.3(8) . . ?
H(7c C(7) H(7b 110.0(8) . . ?
H(5d O(5) H(5c 109.5(8) . . ?
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) 1.2212(4) . ?
O(2) H(2) 0.944(11) . ?
O(2) C(1) 1.3118(4) . ?
O(3) C(6) 1.2406(4) . ?
O(4) H(4) 0.894(11) . ?
O(4) C(4) 1.4245(4) . ?
N(1) C(2) 1.4583(4) . ?
N(1) C(5) 1.4675(4) . ?
N(1) C(6) 1.3422(4) . ?
C(1) C(2) 1.5136(4) . ?
C(2) H(2a 1.062(9) . ?
C(2) C(3) 1.5415(4) . ?
C(3) H(3a 1.059(9) . ?
C(3) H(3b 1.063(9) . ?
C(3) C(4) 1.5254(4) . ?
C(4) H(4a 1.077(9) . ?
C(4) C(5) 1.5287(4) . ?
C(5) H(5a 1.061(9) . ?
C(5) H(5b 1.076(10) . ?
C(6) C(7) 1.5012(4) . ?
C(7) H(7a 1.043(11) . ?
C(7) H(7b 1.053(10) . ?
C(7) H(7c 1.049(11) . ?
O(5) H(5c 0.931(11) . ?
O(5) H(5d 0.909(9) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139088935
