#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/26/7202650.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_7202650
loop_
_publ_author_name
'Aleksandra Wasilewska'
'Maria Gdaniec'
'Tadeusz Połoński'
_publ_section_title
;
 Co-crystals of iodopentafluorobenzene with nitrogen donors: 2-D
 molecular assemblies through halogen bonding and aryl?perfluoroaryl
 interactions
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              203
_journal_paper_doi               10.1039/b617929k
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C6 F5 I, C6 H7 N'
_chemical_formula_sum            'C12 H7 F5 I N'
_chemical_formula_weight         387.09
_chemical_name_common            '4-methylpyridine pentafluoroiodobenzene'
_chemical_name_systematic
;
4-methylpyridine pentafluoroiodobenzene
;
_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                 95.502(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2888(6)
_cell_length_b                   14.1251(11)
_cell_length_c                   12.6561(11)
_cell_measurement_reflns_used    2677
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4
_cell_volume                     1297.01(19)
_computing_cell_refinement
;
Oxford Diffraction, CrysAlis Software, Version 1.171, 2004
;
_computing_data_collection
;
Oxford Diffraction, CrysAlis Software, Version 1.171, 2004
;
_computing_data_reduction
;
Oxford Diffraction, CrysAlis Software, Version 1.171, 2004
;
_computing_molecular_graphics
; Stereochemical Workstation (Siemens
Analytical X-Ray Instruments, Inc., 1989). Mercury, Version 1.3
(Bruno et al., 2002)
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Kuma KM4CCD κ geometry'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7937
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.513
_exptl_absorpt_correction_T_max  .605
_exptl_absorpt_correction_T_min  .325
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.982
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.095
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2633
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0249
_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)+(0.0368P)²+0.6843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0627
_reflns_number_gt                2247
_reflns_number_total             2633
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b617929k.txt
_cod_data_source_block           1.5
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7202650
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.21918(2) 0.554691(12) 0.713602(15) 0.02587(9) Uani 1 1 d . . .
F2 F 0.0694(2) 0.66127(12) 0.49622(14) 0.0335(4) Uani 1 1 d . . .
F3 F 0.0410(2) 0.84484(13) 0.44341(14) 0.0392(5) Uani 1 1 d . . .
F4 F 0.1683(3) 0.98079(13) 0.58535(18) 0.0463(5) Uani 1 1 d . . .
F5 F 0.3135(3) 0.93063(13) 0.78264(17) 0.0427(5) Uani 1 1 d . . .
F6 F 0.3383(2) 0.74698(13) 0.83825(14) 0.0330(4) Uani 1 1 d . . .
C1 C 0.2051(4) 0.69798(19) 0.6689(2) 0.0220(6) Uani 1 1 d . . .
C2 C 0.1314(4) 0.7265(2) 0.5692(2) 0.0240(6) Uani 1 1 d . . .
C3 C 0.1175(4) 0.8205(2) 0.5401(2) 0.0279(6) Uani 1 1 d . . .
C4 C 0.1802(4) 0.8891(2) 0.6121(3) 0.0300(7) Uani 1 1 d . . .
C5 C 0.2538(4) 0.8638(2) 0.7127(3) 0.0296(7) Uani 1 1 d . . .
C6 C 0.2670(4) 0.7690(2) 0.7399(2) 0.0252(6) Uani 1 1 d . . .
N1A N 0.2583(3) 0.36978(18) 0.79370(19) 0.0269(6) Uani 1 1 d . . .
C2A C 0.2312(4) 0.2844(2) 0.7482(3) 0.0291(7) Uani 1 1 d . . .
H2AA H 0.1848 0.2821 0.6772 0.035 Uiso 1 1 calc R . .
C3A C 0.2684(4) 0.1998(2) 0.8006(2) 0.0272(7) Uani 1 1 d . . .
H3AA H 0.2488 0.1426 0.7649 0.033 Uiso 1 1 calc R . .
C4A C 0.3356(4) 0.2008(2) 0.9074(2) 0.0258(6) Uani 1 1 d . . .
C5A C 0.3636(4) 0.2893(2) 0.9545(3) 0.0287(7) Uani 1 1 d . . .
H5AA H 0.4086 0.2939 1.0256 0.034 Uiso 1 1 calc R . .
C6A C 0.3246(4) 0.3699(2) 0.8954(3) 0.0286(6) Uani 1 1 d . . .
H6AA H 0.3459 0.4282 0.9286 0.034 Uiso 1 1 calc R . .
C7A C 0.3755(5) 0.1109(2) 0.9689(3) 0.0380(8) Uani 1 1 d G . .
H7AA H 0.3924 0.1251 1.0434 0.057 Uiso 1 1 calc G . .
H7AB H 0.2703 0.0703 0.9548 0.057 Uiso 1 1 calc G . .
H7AC H 0.4834 0.0796 0.9480 0.057 Uiso 1 1 calc G . .
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'
F F 0.0171 0.0103 '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
C2 C1 C6 116.9(3) . . ?
C2 C1 I1 122.1(2) . . ?
C6 C1 I1 121.1(2) . . ?
F2 C2 C3 117.6(3) . . ?
F2 C2 C1 120.0(2) . . ?
C3 C2 C1 122.4(3) . . ?
F3 C3 C4 120.4(3) . . ?
F3 C3 C2 120.3(3) . . ?
C4 C3 C2 119.3(3) . . ?
F4 C4 C3 120.3(3) . . ?
F4 C4 C5 119.5(3) . . ?
C3 C4 C5 120.2(3) . . ?
F5 C5 C4 120.0(3) . . ?
F5 C5 C6 120.5(3) . . ?
C4 C5 C6 119.4(3) . . ?
F6 C6 C5 117.9(3) . . ?
F6 C6 C1 120.3(3) . . ?
C5 C6 C1 121.8(3) . . ?
C6A N1A C2A 116.2(3) . . ?
N1A C2A C3A 123.9(3) . . ?
N1A C2A H2AA 118.1 . . ?
C3A C2A H2AA 118.1 . . ?
C2A C3A C4A 119.4(3) . . ?
C2A C3A H3AA 120.3 . . ?
C4A C3A H3AA 120.3 . . ?
C5A C4A C3A 116.7(3) . . ?
C5A C4A C7A 121.6(3) . . ?
C3A C4A C7A 121.7(3) . . ?
C6A C5A C4A 119.7(3) . . ?
C6A C5A H5AA 120.1 . . ?
C4A C5A H5AA 120.1 . . ?
N1A C6A C5A 124.1(3) . . ?
N1A C6A H6AA 117.9 . . ?
C5A C6A H6AA 117.9 . . ?
C4A C7A H7AA 109.5 . . ?
C4A C7A H7AB 107.3 . . ?
H7AA C7A H7AB 109.4 . . ?
C4A C7A H7AC 111.7 . . ?
H7AA C7A H7AC 109.6 . . ?
H7AB C7A H7AC 109.4 . . ?
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 2.101(3) . ?
F2 C2 1.351(3) . ?
F3 C3 1.340(3) . ?
F4 C4 1.339(3) . ?
F5 C5 1.338(3) . ?
F6 C6 1.339(3) . ?
C1 C2 1.383(4) . ?
C1 C6 1.393(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.377(4) . ?
C4 C5 1.381(4) . ?
C5 C6 1.383(4) . ?
N1A C6A 1.331(4) . ?
N1A C2A 1.343(4) . ?
C2A C3A 1.381(4) . ?
C2A H2AA 0.9300 . ?
C3A C4A 1.393(4) . ?
C3A H3AA 0.9300 . ?
C4A C5A 1.391(4) . ?
C4A C7A 1.503(4) . ?
C5A C6A 1.378(4) . ?
C5A H5AA 0.9300 . ?
C6A H6AA 0.9300 . ?
C7A H7AA 0.9599 . ?
C7A H7AB 0.9610 . ?
C7A H7AC 0.9615 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149236
