#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/70/2237035.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_2237035
loop_
_publ_author_name
'Hamdouni, Noudjoud'
'Brihi, Ouarda'
'Medjroubi, Mohamed Larbi'
'Meinnel, Jean'
'Boudjada, Ali'
_publ_section_title
;
 Iododurene
;
_journal_coeditor_code           SU2521
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3391
_journal_paper_doi               10.1107/S1600536812046557
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C10 H13 I'
_chemical_formula_moiety         'C10 H13 I'
_chemical_formula_structural     'C10 H13 I'
_chemical_formula_sum            'C10 H13 I'
_chemical_formula_weight         260.11
_chemical_name_common
;
Iododurene
;
_chemical_name_systematic
;
1-Iodo-2,3,5,6-tetramethylbenzene
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.5099(3)
_cell_length_b                   11.8839(5)
_cell_length_c                   15.1704(6)
_cell_measurement_reflns_used    8232
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.68
_cell_volume                     993.34(8)
_computing_cell_refinement       'DIRAX/LSQ (Duisenberg et al., 2003)'
_computing_data_collection       'COLLECT (Nonius, 2001)'
_computing_data_reduction        'EvalCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics
'CAMERON (Watkin et al., 1996) and DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR2002 (Burla et al., 2005)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            26027
_diffrn_reflns_theta_full        27.497
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         3.683
_exptl_absorpt_coefficient_mu    3.162
_exptl_absorpt_correction_T_max  0.193
_exptl_absorpt_correction_T_min  0.140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             503.986
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.84
_refine_diff_density_min         -0.71
_refine_ls_abs_structure_details 'Flack (1983), 925 Friedal pairs'
_refine_ls_abs_structure_Flack   -0.03(4)
_refine_ls_extinction_coef       0.082(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.0371
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         3272
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.162
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0346
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         1
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'calc W = [weight]*[1-(deltaF/6*sigmaF)²]²'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0446
_refine_ls_wR_factor_gt          0.0402
_refine_ls_wR_factor_ref         0.0394
_reflns_number_gt                2036
_reflns_number_total             2271
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            su2521.cif
_cod_data_source_block           I
_cod_database_code               2237035
_cod_database_fobs_code          2237035
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
I I1 0.93848(10) 0.80448(4) 0.27027(3) 0.0686(2) Uani d . 1.000
C C1 0.9383(7) 0.9098(3) 0.1559(2) 0.0429(11) Uani d . 1.000
C C2 0.7711(8) 0.9981(4) 0.1533(3) 0.0473(16) Uani d . 1.000
C C3 0.7637(8) 1.0638(3) 0.0755(3) 0.0483(16) Uani d . 1.000
C C4 0.9270(10) 1.0376(4) 0.0091(3) 0.0507(16) Uani d . 1.000
C C5 1.0976(8) 0.9513(4) 0.0123(2) 0.0460(14) Uani d . 1.000
C C6 1.1033(7) 0.8838(3) 0.0887(3) 0.0423(14) Uani d . 1.000
C C7 0.5997(12) 1.0208(5) 0.2295(4) 0.071(2) Uani d . 1.000
C C8 0.5866(12) 1.1574(5) 0.0651(4) 0.067(2) Uani d . 1.000
C C9 1.2673(11) 0.9310(5) -0.0622(4) 0.064(2) Uani d . 1.000
C C10 1.2821(11) 0.7894(5) 0.0980(3) 0.0597(19) Uani d . 1.000
H H41 0.92110 1.08070 -0.04290 0.0610 Uiso c R 1.000
H H71 0.69240 1.03120 0.28260 0.1071 Uiso c R 1.000
H H72 0.50940 1.08740 0.21780 0.1072 Uiso c R 1.000
H H73 0.49160 0.95840 0.23690 0.1071 Uiso c R 1.000
H H81 0.62710 1.21740 0.10510 0.1008 Uiso c R 1.000
H H82 0.59650 1.18410 0.00600 0.1008 Uiso c R 1.000
H H83 0.42310 1.13100 0.07630 0.1010 Uiso c R 1.000
H H91 1.24630 0.98940 -0.10560 0.0971 Uiso c R 1.000
H H92 1.43080 0.93360 -0.04010 0.0970 Uiso c R 1.000
H H93 1.23570 0.85840 -0.08810 0.0971 Uiso c R 1.000
H H101 1.38670 0.80080 0.14830 0.0892 Uiso c R 1.000
H H102 1.38000 0.78630 0.04650 0.0892 Uiso c R 1.000
H H103 1.19650 0.71900 0.10410 0.0891 Uiso c R 1.000
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C 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
_geom_angle_publ_flag
I1 C1 C2 117.6(3) no
I1 C1 C6 117.5(3) no
C2 C1 C6 125.0(3) no
C1 C2 C3 117.2(4) no
C1 C2 C7 121.5(4) no
C3 C2 C7 121.3(4) no
C2 C3 C4 117.6(4) no
C2 C3 C8 121.3(4) no
C4 C3 C8 121.1(4) no
C3 C4 C5 125.4(4) no
C4 C5 C6 117.6(4) no
C4 C5 C9 121.2(4) no
C6 C5 C9 121.2(4) no
C1 C6 C5 117.3(3) no
C1 C6 C10 121.5(4) no
C5 C6 C10 121.2(4) no
C3 C4 H41 118.00 no
C5 C4 H41 117.00 no
C2 C7 H71 109.00 no
C2 C7 H72 109.00 no
C2 C7 H73 110.00 no
H71 C7 H72 109.00 no
H71 C7 H73 109.00 no
H72 C7 H73 110.00 no
C3 C8 H81 110.00 no
C3 C8 H82 108.00 no
C3 C8 H83 110.00 no
H81 C8 H82 109.00 no
H81 C8 H83 110.00 no
H82 C8 H83 109.00 no
C5 C9 H91 109.00 no
C5 C9 H92 109.00 no
C5 C9 H93 110.00 no
H91 C9 H92 109.00 no
H91 C9 H93 110.00 no
H92 C9 H93 110.00 no
C6 C10 H101 111.00 no
C6 C10 H102 109.00 no
C6 C10 H103 110.00 no
H101 C10 H102 108.00 no
H101 C10 H103 110.00 no
H102 C10 H103 109.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
I1 C1 2.139(3) no
C1 C2 1.397(6) no
C1 C6 1.401(5) no
C2 C3 1.416(6) no
C2 C7 1.517(8) no
C3 C4 1.386(7) no
C3 C8 1.488(7) no
C4 C5 1.392(7) no
C5 C6 1.410(6) no
C5 C9 1.487(7) no
C6 C10 1.500(7) no
C4 H41 0.9400 no
C7 H71 0.9600 no
C7 H72 0.9500 no
C7 H73 0.9600 no
C8 H81 0.9600 no
C8 H82 0.9500 no
C8 H83 0.9700 no
C9 H91 0.9600 no
C9 H92 0.9600 no
C9 H93 0.9600 no
C10 H101 0.9700 no
C10 H102 0.9500 no
C10 H103 0.9600 no
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
_geom_torsion_publ_flag
I1 C1 C2 C3 -176.8(3) no
I1 C1 C2 C7 1.5(6) no
C6 C1 C2 C3 2.1(6) no
C6 C1 C2 C7 -179.6(4) no
I1 C1 C6 C5 178.1(3) no
I1 C1 C6 C10 -3.0(5) no
C2 C1 C6 C5 -0.8(6) no
C2 C1 C6 C10 178.1(4) no
C1 C2 C3 C4 -1.8(6) no
C1 C2 C3 C8 178.0(4) no
C7 C2 C3 C4 179.9(5) no
C7 C2 C3 C8 -0.3(7) no
C2 C3 C4 C5 0.4(7) no
C8 C3 C4 C5 -179.4(5) no
C3 C4 C5 C6 0.9(7) no
C3 C4 C5 C9 -179.2(5) no
C4 C5 C6 C1 -0.7(6) no
C4 C5 C6 C10 -179.6(4) no
C9 C5 C6 C1 179.4(4) no
C9 C5 C6 C10 0.4(7) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 67564
