#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/61/7226122.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7226122
loop_
_publ_author_name
'Koshti, Vijay S.'
'Thorat, Shridhar H.'
'Gote, Ravindra P.'
'Chikkali, Samir H.'
'Gonnade, Rajesh G.'
_publ_section_title
;
 The impact of modular substitution on crystal packing: the tale of two
 ureas
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              7078
_journal_paper_doi               10.1039/C6CE01324D
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'C7 H7 I N2 O'
_chemical_formula_sum            'C7 H7 I N2 O'
_chemical_formula_weight         262.05
_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_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-07-21 deposited with the CCDC.
2016-08-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.047(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8183(6)
_cell_length_b                   7.9251(4)
_cell_length_c                   8.9570(5)
_cell_measurement_reflns_used    5909
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      34.62
_cell_measurement_theta_min      3.84
_cell_volume                     838.92(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13070
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.778
_diffrn_reflns_theta_min         3.842
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.760
_exptl_absorpt_correction_T_max  0.379
_exptl_absorpt_correction_T_min  0.282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    2.075
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.320
_refine_diff_density_max         1.392
_refine_diff_density_min         -0.987
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         3612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0396P)²+0.4754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0952
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2975
_reflns_number_total             3612
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01324d2.cif
_cod_data_source_block           2_IODO
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7226122--7226134.cif.
;
_cod_database_code               7226122
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.282
_shelx_estimated_absorpt_t_max   0.379
_shelxl_version_number           2013-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
I1 I 0.39038(2) 0.17150(2) -0.04891(2) 0.04647(8) Uani 1 1 d . .
O1 O 0.09066(16) 0.1754(2) -0.06404(16) 0.0369(4) Uani 1 1 d . .
N1 N 0.17022(18) 0.3213(3) 0.1281(2) 0.0352(4) Uani 1 1 d . .
N2 N 0.0683(2) 0.0819(3) 0.1733(2) 0.0415(5) Uani 1 1 d . .
C1 C 0.10825(16) 0.1911(3) 0.0724(2) 0.0286(4) Uani 1 1 d . .
C2 C 0.21973(18) 0.4448(3) 0.0346(2) 0.0304(4) Uani 1 1 d . .
C3 C 0.31501(18) 0.4103(3) -0.0518(2) 0.0301(4) Uani 1 1 d . .
C4 C 0.3626(2) 0.5345(4) -0.1412(3) 0.0426(5) Uani 1 1 d . .
H4 H 0.4267 0.5108 -0.1976 0.051 Uiso 1 1 calc R U
C5 C 0.3147(3) 0.6933(4) -0.1463(4) 0.0511(7) Uani 1 1 d . .
H5 H 0.3454 0.7757 -0.2081 0.061 Uiso 1 1 calc R U
C6 C 0.2217(3) 0.7299(4) -0.0601(4) 0.0529(7) Uani 1 1 d . .
H6 H 0.1911 0.8380 -0.0616 0.063 Uiso 1 1 calc R U
C7 C 0.1735(2) 0.6066(4) 0.0289(3) 0.0440(5) Uani 1 1 d . .
H7 H 0.1097 0.6319 0.0854 0.053 Uiso 1 1 calc R U
H1 H 0.169(4) 0.345(4) 0.227(5) 0.057(11) Uiso 1 1 d . .
H2A H 0.078(3) 0.101(5) 0.267(4) 0.049(9) Uiso 1 1 d . .
H2B H 0.034(3) 0.005(4) 0.148(4) 0.041(8) Uiso 1 1 d . .
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
C1 N1 C2 122.05(17)
C1 N1 H1 120(2)
C2 N1 H1 116(2)
C1 N2 H2A 120(3)
C1 N2 H2B 120(3)
H2A N2 H2B 120(4)
O1 C1 N2 122.6(2)
O1 C1 N1 121.67(19)
N2 C1 N1 115.70(18)
C3 C2 C7 118.5(2)
C3 C2 N1 121.8(2)
C7 C2 N1 119.7(2)
C4 C3 C2 120.6(2)
C4 C3 I1 118.41(17)
C2 C3 I1 120.99(16)
C5 C4 C3 119.9(2)
C5 C4 H4 120.0
C3 C4 H4 120.0
C6 C5 C4 120.1(3)
C6 C5 H5 119.9
C4 C5 H5 119.9
C5 C6 C7 120.3(3)
C5 C6 H6 119.8
C7 C6 H6 119.8
C6 C7 C2 120.5(2)
C6 C7 H7 119.7
C2 C7 H7 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 C3 2.092(2)
O1 C1 1.246(2)
N1 C1 1.360(3)
N1 C2 1.415(3)
N1 H1 0.90(4)
N2 C1 1.337(3)
N2 H2A 0.86(4)
N2 H2B 0.77(4)
C2 C3 1.394(3)
C2 C7 1.395(4)
C3 C4 1.389(3)
C4 C5 1.381(4)
C4 H4 0.9300
C5 C6 1.375(5)
C5 H5 0.9300
C6 C7 1.384(4)
C6 H6 0.9300
C7 H7 0.9300
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 N1 C1 O1 -1.0(4)
C2 N1 C1 N2 178.7(2)
C1 N1 C2 C3 -74.1(3)
C1 N1 C2 C7 106.6(3)
C7 C2 C3 C4 0.1(3)
N1 C2 C3 C4 -179.2(2)
C7 C2 C3 I1 179.60(17)
N1 C2 C3 I1 0.3(3)
C2 C3 C4 C5 -0.8(4)
I1 C3 C4 C5 179.7(2)
C3 C4 C5 C6 1.7(5)
C4 C5 C6 C7 -1.9(5)
C5 C6 C7 C2 1.2(5)
C3 C2 C7 C6 -0.3(4)
N1 C2 C7 C6 179.0(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139387
