#------------------------------------------------------------------------------
#$Date: 2020-04-10 08:09:39 +0300 (Fri, 10 Apr 2020) $
#$Revision: 250599 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/20/2022020.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_2022020
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_formula_moiety         'C8 H16 N2 O3 S'
_chemical_formula_sum            'C8 H16 N2 O3 S'
_chemical_formula_weight         220.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_audit_creation_date             2019-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.57(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.089(2)
_cell_length_b                   5.3290(10)
_cell_length_c                   15.921(6)
_cell_measurement_temperature    100(5)
_cell_volume                     1052.7(5)
_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(5)
_diffrn_measured_fraction_theta_full 0.9338
_diffrn_measured_fraction_theta_max 0.9338
_diffrn_measurement_device_type  'Nonius Kappa CCD diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8267
_diffrn_reflns_theta_full        45.3439
_diffrn_reflns_theta_max         45.34
_diffrn_reflns_theta_min         3.58
_exptl_absorpt_coefficient_mu    0.293
_exptl_crystal_density_diffrn    1.3899
_exptl_crystal_F_000             472.7197
_refine_diff_density_max         0.3216
_refine_diff_density_min         -0.5660
_refine_diff_density_rms         0.0694
_refine_ls_d_res_high            0.4996
_refine_ls_d_res_low             5.6925
_refine_ls_goodness_of_fit_ref   1.0578
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     271
_refine_ls_number_reflns         8267
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0578
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0259
_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)+(0.0136P)²+0.0985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0451
_refine_ls_wR_factor_ref         0.0507
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              24
_reflns_limit_h_min              -26
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                6927
_reflns_number_total             8267
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            16_TAAM_ANIS_max.cif
_cod_data_source_block           16_TAAM_ANIS_max
_cod_original_cell_volume        1052.7(3)
_cod_database_code               2022020
_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,y+1/2,-z+1/2
3 -x,-y,-z
4 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_refinement_flags_posn
N1 N 0.42742(2) 0.05003(6) 0.613737(19) 0.01071(4) Uani 1.000000 .
H1a H 0.4158(7) -0.0436(17) 0.5562(6) 0.032(2) Uani 1.000000 .
H1b H 0.4141(7) 0.2304(19) 0.5970(6) 0.032(2) Uani 1.000000 .
H1c H 0.5041(7) 0.0221(16) 0.6503(5) 0.028(2) Uani 1.000000 .
C1A C 0.35404(3) -0.04706(6) 0.66029(2) 0.01059(5) Uani 1.000000 .
H1Aa H 0.3731(6) -0.2415(14) 0.6760(4) 0.0264(17) Uani 1.000000 .
C1B C 0.23766(3) -0.02765(8) 0.59958(2) 0.01669(6) Uani 1.000000 .
H1Ba H 0.2195(6) 0.1633(16) 0.5782(5) 0.037(2) Uani 1.000000 .
H1Bb H 0.2260(6) -0.1498(17) 0.5434(5) 0.045(2) Uani 1.000000 .
H1Bc H 0.1824(6) -0.0819(17) 0.6346(5) 0.041(2) Uani 1.000000 .
C1 C 0.36786(3) 0.10629(6) 0.744063(19) 0.01028(4) Uani 1.000000 .
O1 O 0.39032(2) 0.33195(5) 0.747470(17) 0.01383(4) Uani 1.000000 .
N2 N 0.34754(2) -0.02012(6) 0.809529(18) 0.01154(4) Uani 1.000000 .
H2 H 0.3390(6) -0.2028(14) 0.8047(4) 0.0228(16) Uani 1.000000 .
C2A C 0.34535(3) 0.09799(6) 0.891361(19) 0.01024(4) Uani 1.000000 .
H2A H 0.4064(6) 0.2408(13) 0.9097(4) 0.0233(16) Uani 1.000000 .
C2B C 0.23526(3) 0.21824(6) 0.88091(2) 0.01269(5) Uani 1.000000 .
H2Ba H 0.2422(6) 0.3343(13) 0.9380(5) 0.0317(18) Uani 1.000000 .
H2Bb H 0.2144(6) 0.3435(14) 0.8239(5) 0.0310(18) Uani 1.000000 .
C2G C 0.14586(3) 0.02638(7) 0.86992(3) 0.01614(6) Uani 1.000000 .
H2Ga H 0.1347(6) -0.0911(15) 0.8132(6) 0.036(2) Uani 1.000000 .
H2Gb H 0.1650(6) -0.0994(15) 0.9271(6) 0.040(2) Uani 1.000000 .
S2D S 0.020851(8) 0.18441(2) 0.861924(8) 0.02154(2) Uani 1.000000 .
C2E C -0.05963(4) -0.08556(10) 0.86671(4) 0.02525(8) Uani 1.000000 .
H2Ea H -0.0559(7) -0.2201(17) 0.8171(7) 0.055(3) Uani 1.000000 .
H2Eb H -0.0313(7) -0.1774(18) 0.9309(6) 0.054(3) Uani 1.000000 .
H2Ec H -0.1424(7) -0.0250(18) 0.8564(7) 0.066(3) Uani 1.000000 .
C2 C 0.37529(2) -0.09562(6) 0.96651(2) 0.00994(4) Uani 1.000000 .
O2 O 0.38256(2) -0.01924(5) 1.042686(16) 0.01424(4) Uani 1.000000 .
O22 O 0.38885(2) -0.31868(5) 0.947476(17) 0.01295(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
H1b N1 H1a 105.7(6) . . ?
H1c N1 H1a 106.7(6) . . ?
H1c N1 H1b 110.9(7) . . ?
C1A N1 H1a 110.3(5) . . ?
C1A N1 H1b 112.6(5) . . ?
C1A N1 H1c 110.4(4) . . ?
H1Aa C1A N1 108.3(4) . . ?
C1B C1A N1 109.58(3) . . ?
C1B C1A H1Aa 108.9(4) . . ?
C1 C1A N1 109.59(3) . . ?
C1 C1A H1Aa 111.0(3) . . ?
C1 C1A C1B 109.52(3) . . ?
H1Ba C1B C1A 109.9(4) . . ?
H1Bb C1B C1A 109.5(4) . . ?
H1Bb C1B H1Ba 110.5(6) . . ?
H1Bc C1B C1A 110.6(4) . . ?
H1Bc C1B H1Ba 107.4(6) . . ?
H1Bc C1B H1Bb 109.0(6) . . ?
O1 C1 C1A 121.36(3) . . ?
N2 C1 C1A 114.47(3) . . ?
N2 C1 O1 124.06(3) . . ?
H2 N2 C1 119.0(4) . . ?
C2A N2 C1 123.06(3) . . ?
C2A N2 H2 117.8(4) . . ?
H2A C2A N2 108.9(3) . . ?
C2B C2A N2 111.62(3) . . ?
C2B C2A H2A 109.0(4) . . ?
C2 C2A N2 109.55(3) . . ?
C2 C2A H2A 106.3(4) . . ?
C2 C2A C2B 111.27(2) . . ?
H2Ba C2B C2A 108.9(4) . . ?
H2Bb C2B C2A 108.9(4) . . ?
H2Bb C2B H2Ba 106.4(6) . . ?
C2G C2B C2A 113.11(3) . . ?
C2G C2B H2Ba 109.7(4) . . ?
C2G C2B H2Bb 109.7(4) . . ?
H2Ga C2G C2B 112.5(4) . . ?
H2Gb C2G C2B 110.6(4) . . ?
H2Gb C2G H2Ga 106.1(6) . . ?
S2D C2G C2B 109.92(3) . . ?
S2D C2G H2Ga 109.6(4) . . ?
S2D C2G H2Gb 107.9(4) . . ?
C2E S2D C2G 98.83(2) . . ?
H2Ea C2E S2D 109.7(5) . . ?
H2Eb C2E S2D 111.8(5) . . ?
H2Eb C2E H2Ea 107.9(7) . . ?
H2Ec C2E S2D 108.9(5) . . ?
H2Ec C2E H2Ea 111.1(7) . . ?
H2Ec C2E H2Eb 107.5(7) . . ?
O2 C2 C2A 117.27(3) . . ?
O22 C2 C2A 118.05(3) . . ?
O22 C2 O2 124.67(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
N1 H1a 1.011(10) . ?
N1 H1b 0.998(11) . ?
N1 H1c 0.998(9) . ?
N1 C1A 1.4809(4) . ?
C1A H1Aa 1.077(7) . ?
C1A C1B 1.5256(5) . ?
C1A C1 1.5251(4) . ?
C1B H1Ba 1.076(9) . ?
C1B H1Bb 1.078(8) . ?
C1B H1Bc 1.083(8) . ?
C1 O1 1.2350(4) . ?
C1 N2 1.3370(4) . ?
N2 H2 0.980(7) . ?
N2 C2A 1.4554(4) . ?
C2A H2A 1.075(7) . ?
C2A C2B 1.5369(5) . ?
C2A C2 1.5333(4) . ?
C2B H2Ba 1.079(7) . ?
C2B H2Bb 1.089(8) . ?
C2B C2G 1.5214(5) . ?
C2G H2Ga 1.070(8) . ?
C2G H2Gb 1.094(8) . ?
C2G S2D 1.8083(4) . ?
S2D C2E 1.7991(5) . ?
C2E H2Ea 1.079(9) . ?
C2E H2Eb 1.086(9) . ?
C2E H2Ec 1.092(9) . ?
C2 O2 1.2538(4) . ?
C2 O22 1.2532(4) . ?
