#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/26/8102664.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_8102664
loop_
_publ_author_name
'Xiao-Yan Ma'
'Fang Bai'
'Yang Wang'
_publ_section_title
;
 Crystal structure of bis(4-iodophenyl)methane, C13H10I2, at 113 K
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              291
_journal_volume                  225
_journal_year                    2010
_chemical_formula_sum            'C13 H10 I2'
_chemical_formula_weight         420.01
_chemical_name_systematic
; 
 bis(4-iodophenyl)methane 
;
_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                 90.03(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.6739(17)
_cell_length_b                   6.1553(12)
_cell_length_c                   23.393(5)
_cell_measurement_reflns_used    3877
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.50
_cell_volume                     1249.0(4)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear(Rigaku/MSC Inc., 2005'
_computing_data_reduction        CrystalClear
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Saturn CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_sigmaI/netI    0.0839
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9290
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    5.001
_exptl_absorpt_correction_T_max  0.6347
_exptl_absorpt_correction_T_min  0.4345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.553
_refine_diff_density_min         -1.385
_refine_diff_density_rms         0.200
_refine_ls_extinction_coef       0.0129(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   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2930
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0351
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0153P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0698
_reflns_number_gt                2349
_reflns_number_total             2930
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2916.cff
_cod_data_source_block           cd4
_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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0153P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0153P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8102664
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_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.30508(3) 0.12372(4) 0.545097(12) 0.02288(11) Uani 1 d . . .
I2 I 0.49341(3) 0.83685(5) 0.138095(13) 0.02892(12) Uani 1 d . . .
C1 C 0.2066(4) 0.3237(5) 0.48156(17) 0.0184(9) Uani 1 d . . .
C2 C 0.2686(5) 0.5303(6) 0.47180(17) 0.0208(9) Uani 1 d . . .
H2 H 0.3506 0.5841 0.4947 0.025 Uiso 1 calc R . .
C3 C 0.2075(5) 0.6546(6) 0.42779(18) 0.0221(10) Uani 1 d . . .
H3 H 0.2497 0.7942 0.4204 0.027 Uiso 1 calc R . .
C4 C 0.0863(5) 0.5803(6) 0.39428(17) 0.0198(9) Uani 1 d . . .
C5 C 0.0252(5) 0.3752(6) 0.40570(19) 0.0257(10) Uani 1 d . . .
H5 H -0.0588 0.3225 0.3836 0.031 Uiso 1 calc R . .
C6 C 0.0867(5) 0.2466(6) 0.44942(17) 0.0223(9) Uani 1 d . . .
H6 H 0.0455 0.1064 0.4567 0.027 Uiso 1 calc R . .
C7 C 0.0237(5) 0.7170(6) 0.34574(18) 0.0234(9) Uani 1 d . . .
H7A H -0.0712 0.6483 0.3307 0.028 Uiso 1 calc R . .
H7B H -0.0043 0.8623 0.3606 0.028 Uiso 1 calc R . .
C8 C 0.1374(4) 0.7433(6) 0.29762(16) 0.0186(9) Uani 1 d . . .
C9 C 0.1659(5) 0.5710(6) 0.26003(18) 0.0206(9) Uani 1 d . . .
H9 H 0.1153 0.4359 0.2657 0.025 Uiso 1 calc R . .
C10 C 0.2676(5) 0.5955(6) 0.21446(18) 0.0213(9) Uani 1 d . . .
H10 H 0.2852 0.4789 0.1887 0.026 Uiso 1 calc R . .
C11 C 0.3425(4) 0.7914(6) 0.20726(16) 0.0192(9) Uani 1 d . . .
C12 C 0.3188(5) 0.9614(6) 0.24530(19) 0.0248(10) Uani 1 d . . .
H12 H 0.3737 1.0939 0.2409 0.030 Uiso 1 calc R . .
C13 C 0.2162(5) 0.9366(6) 0.28909(18) 0.0245(10) Uani 1 d . . .
H13 H 0.1984 1.0548 0.3143 0.029 Uiso 1 calc R . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.2(4) . . ?
C6 C1 I1 119.5(3) . . ?
C2 C1 I1 119.3(3) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C4 C5 118.5(4) . . ?
C3 C4 C7 120.8(3) . . ?
C5 C4 C7 120.7(4) . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C8 C7 C4 112.7(3) . . ?
C8 C7 H7A 109.1 . . ?
C4 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C4 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C13 C8 C9 118.2(4) . . ?
C13 C8 C7 121.6(4) . . ?
C9 C8 C7 120.3(4) . . ?
C10 C9 C8 120.7(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C11 C10 C9 119.1(4) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 I2 120.3(3) . . ?
C12 C11 I2 119.0(3) . . ?
C13 C12 C11 119.5(4) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C8 121.7(4) . . ?
C12 C13 H13 119.2 . . ?
C8 C13 H13 119.2 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.110(4) . ?
I2 C11 2.100(4) . ?
C1 C6 1.368(5) . ?
C1 C2 1.399(5) . ?
C2 C3 1.388(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(5) . ?
C4 C7 1.514(5) . ?
C5 C6 1.399(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.505(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.386(5) . ?
C8 C9 1.400(5) . ?
C9 C10 1.392(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(5) . ?
C12 C13 1.366(5) . ?
C12 H12 0.9500 . ?
C13 H13 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.2(6) . . . . ?
I1 C1 C2 C3 176.6(3) . . . . ?
C1 C2 C3 C4 0.9(6) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C2 C3 C4 C7 -178.7(4) . . . . ?
C3 C4 C5 C6 -1.0(6) . . . . ?
C7 C4 C5 C6 177.9(4) . . . . ?
C2 C1 C6 C5 0.4(6) . . . . ?
I1 C1 C6 C5 -177.4(3) . . . . ?
C4 C5 C6 C1 0.7(7) . . . . ?
C3 C4 C7 C8 67.2(5) . . . . ?
C5 C4 C7 C8 -111.7(4) . . . . ?
C4 C7 C8 C13 -105.2(4) . . . . ?
C4 C7 C8 C9 74.9(5) . . . . ?
C13 C8 C9 C10 -1.7(6) . . . . ?
C7 C8 C9 C10 178.2(4) . . . . ?
C8 C9 C10 C11 1.1(6) . . . . ?
C9 C10 C11 C12 0.9(6) . . . . ?
C9 C10 C11 I2 -178.8(3) . . . . ?
C10 C11 C12 C13 -2.3(6) . . . . ?
I2 C11 C12 C13 177.3(3) . . . . ?
C11 C12 C13 C8 1.7(6) . . . . ?
C9 C8 C13 C12 0.2(6) . . . . ?
C7 C8 C13 C12 -179.7(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 226791
