#------------------------------------------------------------------------------
#$Date: 2025-01-27 17:33:32 +0200 (Mon, 27 Jan 2025) $
#$Revision: 297475 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/30/03/2300335.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_2300335
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         '(C5 H3 I N2 O3), (C7 H3 I N2 O)'
_chemical_formula_sum            'C12 H6 I2 N4 O4'
_chemical_formula_weight         523.96
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 95.141(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7617(15)
_cell_length_b                   12.912(3)
_cell_length_c                   15.663(3)
_cell_measurement_reflns_used    3493
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.61
_cell_volume                     1563.4(6)
_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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9857
_diffrn_reflns_theta_full        25.18
_diffrn_reflns_theta_max         25.18
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    4.044
_exptl_absorpt_correction_T_max  0.2946
_exptl_absorpt_correction_T_min  0.2634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.760
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2799
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0571P)²+3.6546P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                2259
_reflns_number_total             2799
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            kk5074.cif
_cod_data_source_block           Compound_13_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 

2017-03-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        1563.5(6)
_cod_original_sg_symbol_H-M      P12(1)/c1
_cod_original_formula_sum        'C6 H0 I N2 O2'
_cod_original_formula_units_Z    8
_cod_original_formula_weight     258.98
_cod_database_code               2300335
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
I I1 0.39577(6) 0.67279(4) 0.15371(2) 0.04982(17) Uani d . 1 . .
I I2 -0.17547(6) 0.87836(4) 0.21971(2) 0.04987(17) Uani d . 1 . .
O O1 0.3317(7) 0.8477(4) 0.2977(3) 0.0669(14) Uani d . 1 . .
O O2 0.7466(7) 0.5151(4) 0.5263(3) 0.0623(13) Uani d . 1 . .
O O3 0.7616(8) 0.4462(4) 0.4021(3) 0.0768(17) Uani d . 1 . .
O O4 0.0061(8) 0.6701(5) 0.3072(4) 0.0798(18) Uani d . 1 . .
N N1 0.4183(7) 0.7641(5) 0.3335(4) 0.0506(14) Uani d . 1 . .
N N2 0.7117(7) 0.5153(5) 0.4482(3) 0.0468(13) Uani d . 1 . .
N N3 -0.2632(8) 1.0182(5) 0.5402(3) 0.0504(14) Uani d . 1 . .
N N4 -0.1327(7) 0.9236(5) 0.6364(3) 0.0505(14) Uani d . 1 . .
C C1 0.4682(7) 0.6783(5) 0.2854(3) 0.0340(13) Uani d . 1 . .
C C2 0.5646(8) 0.5967(5) 0.3228(4) 0.0378(14) Uani d . 1 . .
H H2 0.5990 0.5422 0.2895 0.045 Uiso calc R 1 . .
C C3 0.6079(7) 0.5979(5) 0.4095(4) 0.0361(13) Uani d . 1 . .
C C4 0.5570(8) 0.6785(5) 0.4605(4) 0.0416(15) Uani d . 1 . .
H H4 0.5854 0.6777 0.5195 0.050 Uiso calc R 1 . .
C C5 0.4639(8) 0.7595(5) 0.4224(4) 0.0393(14) Uani d . 1 . .
H H5 0.4299 0.8131 0.4568 0.047 Uiso calc R 1 . .
C C6 -0.0336(7) 0.7401(5) 0.3681(4) 0.0389(14) Uani d . 1 . .
C C7 -0.1180(7) 0.8340(5) 0.3476(4) 0.0350(13) Uani d . 1 . .
C C8 -0.1647(7) 0.8999(5) 0.4107(3) 0.0353(13) Uani d . 1 . .
H H8 -0.2230 0.9612 0.3961 0.042 Uiso calc R 1 . .
C C9 -0.1246(7) 0.8743(5) 0.4961(4) 0.0374(13) Uani d . 1 . .
C C10 -0.1781(8) 0.9428(5) 0.5614(3) 0.0328(13) Uani d . 1 . .
C C11 -0.0337(8) 0.7833(5) 0.5183(4) 0.0428(15) Uani d . 1 . .
H H11 -0.0030 0.7675 0.5756 0.051 Uiso calc R 1 . .
C C12 0.0092(8) 0.7185(5) 0.4559(4) 0.0454(15) Uani d . 1 . .
H H12 0.0686 0.6577 0.4711 0.054 Uiso calc R 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
I1 0.0654(3) 0.0547(3) 0.0279(2) -0.0070(2) -0.00393(18) -0.00348(18)
I2 0.0676(3) 0.0519(3) 0.0299(2) -0.0062(2) 0.00246(19) 0.00085(18)
O1 0.073(3) 0.062(4) 0.066(3) 0.011(3) 0.007(3) 0.011(3)
O2 0.087(4) 0.057(3) 0.041(3) 0.006(3) -0.007(2) 0.007(2)
O3 0.109(4) 0.058(4) 0.061(3) 0.036(3) -0.003(3) -0.004(3)
O4 0.085(4) 0.058(4) 0.100(5) 0.001(3) 0.029(4) -0.022(3)
N1 0.048(3) 0.053(4) 0.050(3) -0.006(3) 0.005(2) 0.000(3)
N2 0.057(3) 0.043(3) 0.039(3) 0.001(3) -0.002(2) 0.001(3)
N3 0.074(4) 0.042(3) 0.036(3) 0.014(3) 0.011(3) -0.013(3)
N4 0.075(4) 0.051(4) 0.025(2) -0.009(3) 0.005(2) -0.005(2)
C1 0.042(3) 0.034(3) 0.026(3) -0.006(3) 0.003(2) -0.003(2)
C2 0.047(3) 0.031(3) 0.036(3) -0.004(3) 0.008(3) -0.007(3)
C3 0.039(3) 0.035(4) 0.034(3) -0.004(3) 0.002(2) 0.004(3)
C4 0.047(3) 0.049(4) 0.030(3) -0.003(3) 0.007(3) 0.000(3)
C5 0.053(4) 0.036(4) 0.030(3) 0.007(3) 0.011(3) -0.005(3)
C6 0.041(3) 0.031(3) 0.047(3) -0.001(3) 0.013(3) 0.001(3)
C7 0.038(3) 0.037(4) 0.030(3) -0.004(3) 0.003(2) 0.002(2)
C8 0.041(3) 0.033(3) 0.032(3) -0.003(3) 0.002(2) 0.001(2)
C9 0.041(3) 0.035(4) 0.035(3) -0.005(3) 0.002(2) 0.000(3)
C10 0.042(3) 0.031(3) 0.025(3) -0.010(3) 0.006(2) -0.005(2)
C11 0.041(3) 0.045(4) 0.040(3) -0.005(3) -0.005(3) 0.013(3)
C12 0.041(3) 0.034(4) 0.062(4) 0.009(3) 0.003(3) 0.006(3)
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'
I I -0.4742 1.8119 '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 N1 C1 . . 123.3(5) ?
O1 N1 C5 . . 120.7(6) ?
C1 N1 C5 . . 116.0(5) ?
O2 N2 O3 . . 121.9(6) ?
O2 N2 C3 . . 119.1(5) ?
O3 N2 C3 . . 119.0(5) ?
C2 C1 N1 . . 122.1(5) ?
C2 C1 I1 . . 118.5(4) ?
N1 C1 I1 . . 119.4(4) ?
C3 C2 C1 . . 119.0(5) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C2 C3 C4 . . 121.4(6) ?
C2 C3 N2 . . 119.2(5) ?
C4 C3 N2 . . 119.3(5) ?
C3 C4 C5 . . 119.0(6) ?
C3 C4 H4 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
C4 C5 N1 . . 122.5(6) ?
C4 C5 H5 . . 118.8 ?
N1 C5 H5 . . 118.8 ?
O4 C6 C7 . . 122.8(6) ?
O4 C6 C12 . . 119.9(6) ?
C7 C6 C12 . . 117.3(5) ?
C8 C7 C6 . . 121.2(5) ?
C8 C7 I2 . . 118.1(4) ?
C6 C7 I2 . . 120.7(4) ?
C7 C8 C9 . . 119.7(6) ?
C7 C8 H8 . . 120.2 ?
C9 C8 H8 . . 120.2 ?
C8 C9 C11 . . 120.3(6) ?
C8 C9 C10 . . 119.0(6) ?
C11 C9 C10 . . 120.7(5) ?
N3 C10 N4 . . 122.2(6) ?
N3 C10 C9 . . 119.0(5) ?
N4 C10 C9 . . 118.8(6) ?
C12 C11 C9 . . 119.5(6) ?
C12 C11 H11 . . 120.3 ?
C9 C11 H11 . . 120.3 ?
C11 C12 C6 . . 122.0(6) ?
C11 C12 H12 . . 119.0 ?
C6 C12 H12 . . 119.0 ?
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
I1 C1 . 2.089(5) ?
I2 C7 . 2.093(6) ?
O1 N1 . 1.364(8) ?
O2 N2 . 1.230(7) ?
O3 N2 . 1.232(7) ?
O4 C6 . 1.369(8) ?
N1 C1 . 1.413(8) ?
N1 C5 . 1.408(8) ?
N2 C3 . 1.438(8) ?
N3 C10 . 1.206(8) ?
N4 C10 . 1.221(7) ?
C1 C2 . 1.391(8) ?
C2 C3 . 1.368(8) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.391(9) ?
C4 C5 . 1.376(9) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
C6 C7 . 1.401(8) ?
C6 C12 . 1.414(9) ?
C7 C8 . 1.378(8) ?
C8 C9 . 1.385(8) ?
C8 H8 . 0.9300 ?
C9 C11 . 1.399(9) ?
C9 C10 . 1.441(8) ?
C11 C12 . 1.351(9) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
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
2 original warning
;
 Atom sites 'O1', 'N1', 'N3', 'N4', 'C10' were assigned incorrect atom types
 during the automated structure modelling. For the correct structure, see
 entry 2300334.
;
'Vaitkus, Antanas' 2025-01-27T16:15:51+02:00
