#------------------------------------------------------------------------------
#$Date: 2016-10-08 00:58:55 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187053 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/61/7226124.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_7226124
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
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_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                 96.344(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.6211(7)
_cell_length_b                   5.2775(8)
_cell_length_c                   16.932(3)
_cell_measurement_reflns_used    5733
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.44
_cell_measurement_theta_min      2.42
_cell_volume                     410.41(11)
_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      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.960
_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  0.0194
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            6434
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.586
_diffrn_reflns_theta_min         2.421
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.843
_exptl_absorpt_correction_T_max  0.423
_exptl_absorpt_correction_T_min  0.309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    2.121
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.761
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 1105 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.020(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         2567
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0150
_refine_ls_R_factor_gt           0.0148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0114P)²+0.0464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0358
_refine_ls_wR_factor_ref         0.0359
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.906
_reflns_number_gt                2544
_reflns_number_total             2567
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01324d2.cif
_cod_data_source_block           4IODO_LT_0m
_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_original_cell_volume        410.40(11)
_cod_database_code               7226124
_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   0.309
_shelx_estimated_absorpt_t_max   0.423
_shelxl_version_number           2013-3
_shelx_res_file
;
TITL 4IODO_LT_0m in P2(1)
CELL 0.71073 4.6211 5.2775 16.9318 90.000 96.344 90.000
ZERR 2.00 0.0007 0.0008 0.0025 0.000 0.002 0.000
LATT -1
SYMM -x, y+1/2, -z
SFAC C  H  N  O  I
UNIT 14  14  4  2  2
L.S. 10
ACTA
BOND $H
FMAP 2
PLAN 2
SIZE 0.40 0.36 0.27
CONF
TEMP -123.000
WGHT    0.011400    0.046400
FVAR       0.26278
I1    5    0.160222    0.146512    0.076684    11.00000    0.03125    0.02719 =
         0.01736   -0.00425   -0.00181   -0.00264
O1    4    0.371612    0.925149    0.414846    11.00000    0.01021    0.02403 =
         0.02106   -0.00064    0.00477   -0.00058
N1    3    0.773291    0.807864    0.356024    11.00000    0.01050    0.02723 =
         0.02200   -0.00724    0.00350   -0.00177
AFIX  43
H1    2    0.964287    0.816738    0.358707    11.00000   -1.20000
AFIX   0
N2    3    0.814420    1.074316    0.463200    11.00000    0.01035    0.03029 =
         0.02833   -0.01091    0.00282   -0.00191
AFIX  93
H2A   2    0.741191    1.158679    0.501182    11.00000   -1.20000
H2B   2    1.002683    1.079905    0.459372    11.00000   -1.20000
AFIX   0
C1    1    0.639301    0.937379    0.411208    11.00000    0.01300    0.01735 =
         0.01672    0.00116    0.00153    0.00116
C2    1    0.624735    0.659227    0.294350    11.00000    0.01301    0.02185 =
         0.01791   -0.00279   -0.00001    0.00013
C3    1    0.426703    0.472636    0.309642    11.00000    0.02826    0.02194 =
         0.01745    0.00035    0.00299   -0.00579
AFIX  43
H3    2    0.381867    0.444773    0.362371    11.00000   -1.20000
AFIX   0
C4    1    0.294200    0.326657    0.247499    11.00000    0.03299    0.02357 =
         0.01895   -0.00107    0.00366   -0.01060
AFIX  43
H4    2    0.157494    0.199651    0.257726    11.00000   -1.20000
AFIX   0
C5    1    0.361183    0.366092    0.170691    11.00000    0.02300    0.01946 =
         0.01798   -0.00196   -0.00082    0.00055
C6    1    0.559714    0.551196    0.154933    11.00000    0.02908    0.02779 =
         0.01757   -0.00102    0.00739   -0.00315
AFIX  43
H6    2    0.605692    0.577320    0.102225    11.00000   -1.20000
AFIX   0
C7    1    0.690570    0.697860    0.216797    11.00000    0.02532    0.02741 =
         0.02646   -0.00436    0.01106   -0.00871
AFIX  43
H7    2    0.826050    0.825594    0.206309    11.00000   -1.20000
AFIX   0
HKLF 4 1 1 0 0 0 1 0 0 0 1

REM  4IODO_LT_0m in P2(1)
REM R1 =  0.0148 for    2544 Fo > 4sig(Fo)  and  0.0150 for all    2567 data
REM    100 parameters refined using      1 restraints

END

WGHT      0.0114      0.0464

REM Highest difference peak  0.534,  deepest hole -0.761,  1-sigma level  0.069
Q1    1   0.2563  0.2585  0.0766  11.00000  0.05    0.53
Q2    1   0.2596  0.0400  0.0726  11.00000  0.05    0.52
;
_shelx_res_checksum              71328
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.16022(3) 0.14651(5) 0.07668(2) 0.02560(5) Uani 1 1 d . .
O1 O 0.3716(3) 0.9251(4) 0.41485(10) 0.0182(3) Uani 1 1 d . .
N1 N 0.7733(4) 0.8079(4) 0.35602(13) 0.0198(4) Uani 1 1 d . .
H1 H 0.9643 0.8167 0.3587 0.024 Uiso 1 1 calc R U
N2 N 0.8144(4) 1.0743(4) 0.46320(15) 0.0229(4) Uani 1 1 d . .
H2A H 0.7412 1.1587 0.5012 0.028 Uiso 1 1 calc R U
H2B H 1.0027 1.0799 0.4594 0.028 Uiso 1 1 calc R U
C1 C 0.6393(5) 0.9374(4) 0.41121(14) 0.0157(4) Uani 1 1 d . .
C2 C 0.6247(4) 0.6592(9) 0.29435(11) 0.0177(4) Uani 1 1 d . .
C3 C 0.4267(6) 0.4726(5) 0.30964(15) 0.0225(5) Uani 1 1 d . .
H3 H 0.3819 0.4448 0.3624 0.027 Uiso 1 1 calc R U
C4 C 0.2942(6) 0.3267(5) 0.24750(15) 0.0251(5) Uani 1 1 d . .
H4 H 0.1575 0.1997 0.2577 0.030 Uiso 1 1 calc R U
C5 C 0.3612(5) 0.3661(5) 0.17069(15) 0.0204(4) Uani 1 1 d . .
C6 C 0.5597(6) 0.5512(5) 0.15493(15) 0.0245(5) Uani 1 1 d . .
H6 H 0.6057 0.5773 0.1022 0.029 Uiso 1 1 calc R U
C7 C 0.6906(6) 0.6979(5) 0.21680(16) 0.0258(6) Uani 1 1 d . .
H7 H 0.8260 0.8256 0.2063 0.031 Uiso 1 1 calc R U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.03125(8) 0.02719(8) 0.01736(7) -0.00425(9) -0.00181(5) -0.00264(10)
O1 0.0102(7) 0.0240(9) 0.0211(9) -0.0006(6) 0.0048(6) -0.0006(6)
N1 0.0105(7) 0.0272(10) 0.0220(10) -0.0072(8) 0.0035(7) -0.0018(7)
N2 0.0104(7) 0.0303(11) 0.0283(10) -0.0109(8) 0.0028(7) -0.0019(7)
C1 0.0130(9) 0.0174(10) 0.0167(10) 0.0012(8) 0.0015(7) 0.0012(7)
C2 0.0130(7) 0.0219(10) 0.0179(8) -0.0028(14) 0.0000(6) 0.0001(13)
C3 0.0283(12) 0.0219(11) 0.0175(11) 0.0004(9) 0.0030(9) -0.0058(10)
C4 0.0330(13) 0.0236(12) 0.0189(11) -0.0011(9) 0.0037(9) -0.0106(10)
C5 0.0230(10) 0.0195(10) 0.0180(10) -0.0020(8) -0.0008(8) 0.0006(9)
C6 0.0291(12) 0.0278(11) 0.0176(11) -0.0010(9) 0.0074(9) -0.0031(10)
C7 0.0253(10) 0.0274(17) 0.0265(11) -0.0044(9) 0.0111(9) -0.0087(9)
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 124.23(19)
C1 N1 H1 117.9
C2 N1 H1 117.9
C1 N2 H2A 120.0
C1 N2 H2B 120.0
H2A N2 H2B 120.0
O1 C1 N2 121.7(2)
O1 C1 N1 122.5(2)
N2 C1 N1 115.76(19)
C3 C2 C7 119.7(3)
C3 C2 N1 122.0(2)
C7 C2 N1 118.2(3)
C2 C3 C4 119.8(2)
C2 C3 H3 120.1
C4 C3 H3 120.1
C5 C4 C3 120.1(2)
C5 C4 H4 119.9
C3 C4 H4 119.9
C4 C5 C6 120.5(2)
C4 C5 I1 120.17(18)
C6 C5 I1 119.31(19)
C5 C6 C7 119.4(2)
C5 C6 H6 120.3
C7 C6 H6 120.3
C6 C7 C2 120.5(2)
C6 C7 H7 119.8
C2 C7 H7 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 C5 2.101(2)
O1 C1 1.247(3)
N1 C1 1.361(3)
N1 C2 1.421(3)
N1 H1 0.8800
N2 C1 1.340(3)
N2 H2A 0.8800
N2 H2B 0.8800
C2 C3 1.388(4)
C2 C7 1.395(3)
C3 C4 1.390(4)
C3 H3 0.9500
C4 C5 1.385(4)
C4 H4 0.9500
C5 C6 1.386(4)
C6 C7 1.386(4)
C6 H6 0.9500
C7 H7 0.9500
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 4.0(4)
C2 N1 C1 N2 -177.8(3)
C1 N1 C2 C3 -52.3(4)
C1 N1 C2 C7 130.2(3)
C7 C2 C3 C4 -0.4(4)
N1 C2 C3 C4 -177.9(3)
C2 C3 C4 C5 0.5(4)
C3 C4 C5 C6 -0.2(4)
C3 C4 C5 I1 -179.8(2)
C4 C5 C6 C7 -0.2(4)
I1 C5 C6 C7 179.4(2)
C5 C6 C7 C2 0.3(4)
C3 C2 C7 C6 0.0(4)
N1 C2 C7 C6 177.6(3)
