#------------------------------------------------------------------------------
#$Date: 2025-08-19 20:55:00 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301808 $
#$URL: svn://www.crystallography.net/cod/cif/2/30/03/2300341.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_2300341
loop_
_publ_author_name
'Eccles, Kevin S.'
'Stokes, Stephen P.'
'Daly, Carla A.'
'Barry, Nicola M.'
'McSweeney, Sharon P.'
'O'Neill, Damian J.'
'Kelly, Dawn M.'
'Jennings, W. Brian'
'Ní Dhubhghaill, O. M.'
'Moynihan, Humphrey A.'
'Maguire, Anita R.'
'Lawrence, Simon E.'
_publ_section_title
;
 Evaluation of the Bruker SMART X2S: crystallography for the
 nonspecialist?
;
_journal_coden_ASTM              JACGAR
_journal_coeditor_code           KK5074
_journal_issue                   1
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              213
_journal_page_last               215
_journal_paper_doi               10.1107/S0021889810042561
_journal_volume                  44
_journal_year                    2011
_chemical_formula_moiety         'C17 H23 N3 O5 S2'
_chemical_formula_sum            'C17 H23 N3 O5 S2'
_chemical_formula_weight         413.50
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.305(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.811(4)
_cell_length_b                   17.503(10)
_cell_length_c                   15.892(9)
_cell_measurement_reflns_used    654
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      19.39
_cell_measurement_theta_min      2.71
_cell_volume                     2114(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker GIS'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker APEX2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART X2S'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19952
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    0.280
_exptl_absorpt_correction_T_max  0.9640
_exptl_absorpt_correction_T_min  0.9079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.289
_refine_ls_extinction_coef       0.018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.814
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3694
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.814
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          10.903
_refine_ls_shift/su_mean         0.714
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.2000
_reflns_number_gt                2806
_reflns_number_total             3694
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            kk5074.cif
_cod_data_source_block           Compound_15_X2S
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P12(1)/n1
_cod_database_code               2300341
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 -0.28837(11) 0.63441(5) 0.46312(5) 0.0401(4) Uani d . 1 . .
S S2 -0.04779(13) 0.64676(6) 0.31651(7) 0.0553(4) Uani d . 1 . .
O O4 0.0930(4) 1.00042(13) 0.75657(14) 0.0519(7) Uani d . 1 . .
N N1 -0.1221(4) 0.58038(16) 0.46378(19) 0.0455(8) Uani d . 1 . .
O O2 -0.3657(3) 0.66520(14) 0.37762(15) 0.0494(7) Uani d . 1 . .
O O3 -0.0125(6) 0.99437(17) 0.60986(19) 0.0925(13) Uani d . 1 . .
O O1 -0.4001(3) 0.59177(14) 0.50607(16) 0.0557(7) Uani d . 1 . .
C C21 -0.0298(12) 1.1273(3) 0.7249(5) 0.145(4) Uani d . 1 . .
H H21A -0.0577 1.1263 0.6628 0.218 Uiso calc R 1 . .
H H21B -0.0128 1.1792 0.7445 0.218 Uiso calc R 1 . .
H H21C -0.1247 1.1050 0.7455 0.218 Uiso calc R 1 . .
O O5 0.4307(7) 0.7978(2) 0.6291(2) 0.1149(14) Uani d . 1 . .
C C1 0.2845(10) 1.0934(3) 0.7102(3) 0.117(3) Uani d . 1 . .
H H1A 0.3854 1.0635 0.7369 0.176 Uiso calc R 1 . .
H H1B 0.3166 1.1464 0.7118 0.176 Uiso calc R 1 . .
H H1C 0.2428 1.0775 0.6512 0.176 Uiso calc R 1 . .
C C2 0.1381(7) 1.0819(2) 0.7594(3) 0.0622(12) Uani d . 1 . .
C C3 0.0246(5) 0.9654(2) 0.6801(2) 0.0502(9) Uani d . 1 . .
N N3 0.0045(4) 0.89061(15) 0.69727(16) 0.0411(7) Uani d . 1 . .
H H4 0.0375 0.8770 0.7506 0.049 Uiso calc R 1 . .
C C5 -0.0640(4) 0.83285(18) 0.6381(2) 0.0374(8) Uani d . 1 . .
C C6 -0.0830(5) 0.76141(19) 0.6731(2) 0.0472(9) Uani d . 1 . .
H H6 -0.0497 0.7540 0.7326 0.057 Uiso calc R 1 . .
C C7 -0.1510(5) 0.7017(2) 0.6196(2) 0.0483(9) Uani d . 1 . .
H H7 -0.1633 0.6540 0.6432 0.058 Uiso calc R 1 . .
C C8 -0.2019(4) 0.71193(19) 0.53025(19) 0.0370(8) Uani d . 1 . .
C C9 -0.0216(5) 0.58954(17) 0.4079(2) 0.0401(8) Uani d . 1 . .
N N2 0.1269(4) 0.54796(16) 0.41667(17) 0.0461(7) Uani d . 1 . .
H H10 0.1607 0.5161 0.4584 0.055 Uiso calc R 1 . .
C C11 0.2223(5) 0.5601(2) 0.3534(3) 0.0575(10) Uani d . 1 . .
H H11 0.3267 0.5351 0.3521 0.069 Uiso calc R 1 . .
C C12 0.1463(6) 0.6116(3) 0.2956(3) 0.0667(12) Uani d . 1 . .
H H12 0.1917 0.6272 0.2492 0.080 Uiso calc R 1 . .
C C13 -0.1153(5) 0.8431(2) 0.5488(2) 0.0481(9) Uani d . 1 . .
H H13 -0.1032 0.8907 0.5247 0.058 Uiso calc R 1 . .
C C14 -0.1844(5) 0.7823(2) 0.4958(2) 0.0483(9) Uani d . 1 . .
H H14 -0.2191 0.7894 0.4363 0.058 Uiso calc R 1 . .
C C15 0.2085(7) 1.0968(2) 0.8541(2) 0.0674(12) Uani d . 1 . .
H H15A 0.1197 1.0849 0.8849 0.101 Uiso calc R 1 . .
H H15B 0.2409 1.1496 0.8627 0.101 Uiso calc R 1 . .
H H15C 0.3100 1.0653 0.8752 0.101 Uiso calc R 1 . .
C C16 0.3815(7) 0.8227(3) 0.5563(4) 0.0819(14) Uani d . 1 . .
C C17 0.3128(8) 0.7700(4) 0.4832(3) 0.0964(17) Uani d . 1 . .
H H17A 0.3212 0.7183 0.5039 0.145 Uiso calc R 1 . .
H H17B 0.3809 0.7756 0.4404 0.145 Uiso calc R 1 . .
H H17C 0.1920 0.7821 0.4580 0.145 Uiso calc R 1 . .
C C19 0.3884(7) 0.9044(3) 0.5353(3) 0.1110(15) Uani d . 1 . .
H H19A 0.2710 0.9245 0.5193 0.167 Uiso calc R 1 . .
H H19B 0.4446 0.9105 0.4880 0.167 Uiso calc R 1 . .
H H19C 0.4540 0.9315 0.5848 0.167 Uiso calc R 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 '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'
S S 0.1246 0.1234 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O2 . . 117.96(16) ?
O1 S1 N1 . . 105.68(17) ?
O2 S1 N1 . . 112.66(16) ?
O1 S1 C8 . . 107.63(15) ?
O2 S1 C8 . . 107.37(15) ?
N1 S1 C8 . . 104.66(16) ?
C9 S2 C12 . . 90.89(18) ?
C3 O4 C2 . . 120.6(3) ?
C9 N1 S1 . . 121.9(2) ?
C2 C21 H21A . . 109.9 ?
C2 C21 H21B . . 109.8 ?
H21A C21 H21B . . 109.4 ?
C2 C21 H21C . . 108.8 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.4 ?
C2 C1 H1A . . 108.8 ?
C2 C1 H1B . . 110.0 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.6 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O4 C2 C15 . . 103.3(3) ?
O4 C2 C21 . . 108.4(4) ?
C15 C2 C21 . . 110.9(5) ?
O4 C2 C1 . . 108.2(4) ?
C15 C2 C1 . . 110.0(4) ?
C21 C2 C1 . . 115.3(6) ?
O3 C3 N3 . . 125.6(3) ?
O3 C3 O4 . . 127.1(3) ?
N3 C3 O4 . . 107.3(3) ?
C3 N3 C5 . . 127.4(3) ?
C3 N3 H4 . . 116.3 ?
C5 N3 H4 . . 116.3 ?
C6 C5 C13 . . 119.4(3) ?
C6 C5 N3 . . 116.1(3) ?
C13 C5 N3 . . 124.5(3) ?
C7 C6 C5 . . 119.9(3) ?
C7 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.0 ?
C6 C7 C8 . . 120.7(3) ?
C6 C7 H7 . . 119.6 ?
C8 C7 H7 . . 119.7 ?
C14 C8 C7 . . 119.5(3) ?
C14 C8 S1 . . 120.7(2) ?
C7 C8 S1 . . 119.8(3) ?
N1 C9 N2 . . 119.6(3) ?
N1 C9 S2 . . 131.1(3) ?
N2 C9 S2 . . 109.3(3) ?
C9 N2 C11 . . 115.5(3) ?
C9 N2 H10 . . 122.2 ?
C11 N2 H10 . . 122.3 ?
C12 C11 N2 . . 111.9(4) ?
C12 C11 H11 . . 124.2 ?
N2 C11 H11 . . 123.9 ?
C11 C12 S2 . . 112.3(3) ?
C11 C12 H12 . . 123.7 ?
S2 C12 H12 . . 123.9 ?
C14 C13 C5 . . 120.0(3) ?
C14 C13 H13 . . 120.0 ?
C5 C13 H13 . . 120.0 ?
C8 C14 C13 . . 120.6(3) ?
C8 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.8 ?
C2 C15 H15A . . 109.4 ?
C2 C15 H15B . . 109.4 ?
H15A C15 H15B . . 109.5 ?
C2 C15 H15C . . 109.6 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.4 ?
O5 C16 C17 . . 120.1(5) ?
O5 C16 C19 . . 123.1(5) ?
C17 C16 C19 . . 116.8(5) ?
C16 C17 H17A . . 109.6 ?
C16 C17 H17B . . 109.2 ?
H17A C17 H17B . . 109.5 ?
C16 C17 H17C . . 109.6 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.1 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.9 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O1 . 1.435(3) ?
S1 O2 . 1.457(3) ?
S1 N1 . 1.605(3) ?
S1 C8 . 1.762(3) ?
S2 C9 . 1.737(3) ?
S2 C12 . 1.737(4) ?
O4 C3 . 1.356(4) ?
O4 C2 . 1.467(4) ?
N1 C9 . 1.324(5) ?
O3 C3 . 1.200(4) ?
C21 C2 . 1.524(8) ?
C21 H21A . 0.9603 ?
C21 H21B . 0.9603 ?
C21 H21C . 0.9603 ?
O5 C16 . 1.212(6) ?
C1 C2 . 1.540(8) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C15 . 1.501(5) ?
C3 N3 . 1.353(4) ?
N3 C5 . 1.400(4) ?
N3 H4 . 0.8600 ?
C5 C6 . 1.390(5) ?
C5 C13 . 1.396(4) ?
C6 C7 . 1.375(5) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.395(5) ?
C7 H7 . 0.9300 ?
C8 C14 . 1.368(5) ?
C9 N2 . 1.349(4) ?
N2 C11 . 1.398(5) ?
N2 H10 . 0.8600 ?
C11 C12 . 1.327(6) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C13 C14 . 1.387(5) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 H15A . 0.9602 ?
C15 H15B . 0.9602 ?
C15 H15C . 0.9602 ?
C16 C17 . 1.484(7) ?
C16 C19 . 1.472(7) ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C19 H19A . 0.9601 ?
C19 H19B . 0.9601 ?
C19 H19C . 0.9601 ?
loop_
_cod_entry_issue_id
_cod_entry_issue_origin
_cod_entry_issue_severity
_cod_entry_issue_description
_cod_entry_issue_author
_cod_entry_issue_date
1 original note
;
 This entry describes a structure that was purposely solved automatically with
 minimal human intervention to investigate the capabilities of the Bruker SMART
 X2S benchtop crystallography instrument.
;
'Vaitkus, Antanas' 2025-01-27T16:15:51+02:00
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658412
2 PubChem 139088909
