#------------------------------------------------------------------------------
#$Date: 2017-03-05 07:00:32 +0200 (Sun, 05 Mar 2017) $
#$Revision: 193765 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/72/7227285.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_7227285
loop_
_publ_author_name
'Albright, Emily'
'Cann, Jonathan'
'Decken, Andreas'
'Eisler, Sara'
_publ_section_title
;
 Halogen⋯halogen interactions in diiodo-xylenes
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              1024
_journal_paper_doi               10.1039/C6CE02339H
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C8 H8 I2'
_chemical_formula_sum            'C8 H8 I2'
_chemical_formula_weight         357.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-10-18 deposited with the CCDC.
2016-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.341(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.572(5)
_cell_length_b                   8.414(5)
_cell_length_c                   11.973(6)
_cell_measurement_reflns_used    2410
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      28.222
_cell_measurement_theta_min      3.273
_cell_volume                     929.9(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker AXS SMART1000/P4'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2976
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         3.276
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              K760
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.692
_exptl_absorpt_correction_T_max  0.2029
_exptl_absorpt_correction_T_min  0.0977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    2.557
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rhombus
_exptl_crystal_F_000             648
_exptl_crystal_recrystallization_method EtOH/H2O
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.35
_refine_diff_density_max         1.390
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.222
_refine_ls_extinction_coef       0.0207(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.241
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         1036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.241
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0317P)²+1.0768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0992
_reflns_Friedel_coverage         0.000
_reflns_number_gt                941
_reflns_number_total             1036
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce02339h2.cif
_cod_data_source_block           se150755
_cod_depositor_comments
'Adding full bibliography for 7227284--7227287.cif.'
_cod_original_cell_volume        929.9(8)
_cod_database_code               7227285
_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.
;
_shelxl_version_number           2013-2
_shelx_res_file
;
TITL SE in C2/c
CELL 0.71073   9.5718   8.4140  11.9728  90.000 105.341  90.000
ZERR    4.00   0.0045   0.0045   0.0059   0.000   0.008   0.000
LATT 7
SYMM -X, Y, 0.5-Z
SFAC C  H  I
UNIT 32  32  8
OMIT -3 55
L.S. 20
ACTA 50
BOND $H
FMAP 2
PLAN 5
SIZE 0.35 0.50 0.65
TEMP -75
WGHT    0.031700    1.076800
EXTI    0.020654
FVAR       0.11518
I1    3    0.271596    0.996586    0.271652    11.00000    0.03690    0.02779 =
         0.02894    0.00542    0.01550    0.00086
C1    1    0.262481    0.844902    0.409924    11.00000    0.03031    0.02136 =
         0.02404   -0.00129    0.01212   -0.00078
C2    1    0.129950    0.831072    0.437093    11.00000    0.02744    0.02365 =
         0.02690   -0.00026    0.00857    0.00220
AFIX  43
H2    2    0.048557    0.888013    0.392369    11.00000   -1.20000
AFIX   0
C3    1    0.386049    0.763847    0.472115    11.00000    0.02548    0.02504 =
         0.02639   -0.00472    0.00948   -0.00176
C4    1    0.529962    0.774215    0.444464    11.00000    0.02569    0.03823 =
         0.03508   -0.00136    0.01423    0.00084
AFIX 137
H4A   2    0.519168    0.740121    0.364358    11.00000   -1.50000
H4B   2    0.599847    0.705076    0.497139    11.00000   -1.50000
H4C   2    0.564768    0.884213    0.453853    11.00000   -1.50000
AFIX   0
HKLF 4

REM  SE in C2/c
REM R1 =  0.0341 for     941 Fo > 4sig(Fo)  and  0.0360 for all    1036 data
REM     48 parameters refined using      0 restraints

END

WGHT      0.0306      1.1081

REM Highest difference peak  1.390,  deepest hole -0.980,  1-sigma level  0.222
Q1    1   0.2800  0.9995  0.3627  11.00000  0.05    1.39
Q2    1   0.2624  1.0011  0.1922  11.00000  0.05    1.25
Q3    1   0.1568  1.0011  0.3556  11.00000  0.05    0.72
Q4    1   0.3419  1.0589  0.2945  11.00000  0.05    0.66
Q5    1   0.1556  1.0023  0.2122  11.00000  0.05    0.63
;
_shelx_res_checksum              26380
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.27160(3) 0.99659(2) 0.27165(2) 0.0299(2) Uani 1 1 d . .
C1 C 0.2625(3) 0.8449(3) 0.4099(2) 0.0243(6) Uani 1 1 d . .
C2 C 0.1299(3) 0.8311(3) 0.4371(3) 0.0257(6) Uani 1 1 d . .
H2 H 0.0486 0.8880 0.3924 0.031 Uiso 1 1 calc R U
C3 C 0.3860(3) 0.7638(3) 0.4721(2) 0.0251(6) Uani 1 1 d . .
C4 C 0.5300(3) 0.7742(4) 0.4445(3) 0.0318(7) Uani 1 1 d . .
H4A H 0.5192 0.7401 0.3644 0.048 Uiso 1 1 calc R U
H4B H 0.5998 0.7051 0.4971 0.048 Uiso 1 1 calc R U
H4C H 0.5648 0.8842 0.4539 0.048 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 0.0369(3) 0.0278(3) 0.0289(3) 0.00542(6) 0.0155(2) 0.00086(6)
C1 0.0303(14) 0.0214(14) 0.0240(14) -0.0013(12) 0.0121(11) -0.0008(10)
C2 0.0274(14) 0.0236(14) 0.0269(14) -0.0003(12) 0.0086(11) 0.0022(10)
C3 0.0255(13) 0.0250(15) 0.0264(14) -0.0047(13) 0.0095(11) -0.0018(10)
C4 0.0257(14) 0.0382(18) 0.0351(16) -0.0014(14) 0.0142(12) 0.0008(11)
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
C2 C1 C3 121.9(3) .
C2 C1 I1 117.5(2) .
C3 C1 I1 120.6(2) .
C3 C2 C1 121.7(3) 7_566
C3 C2 H2 119.2 7_566
C1 C2 H2 119.2 .
C2 C3 C1 116.4(3) 7_566
C2 C3 C4 120.2(2) 7_566
C1 C3 C4 123.4(3) .
C3 C4 H4A 109.5 .
C3 C4 H4B 109.5 .
H4A C4 H4B 109.5 .
C3 C4 H4C 109.5 .
H4A C4 H4C 109.5 .
H4B C4 H4C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.110(3) .
C1 C2 1.395(4) .
C1 C3 1.397(4) .
C2 C3 1.390(4) 7_566
C2 H2 0.9500 .
C3 C2 1.390(4) 7_566
C3 C4 1.502(4) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
