#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:13:44 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180129 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/27/7102706.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_7102706
loop_
_publ_author_name
'Metrangolo, Pierangelo'
'Pilati, Tullio'
'Resnati, Giuseppe'
'Stevenazzi, Andrea'
_publ_section_title
;
 Metric engineering of perfluorocarbon-hydrocarbon layered solids
 driven by the halogen bonding.
;
_journal_issue                   13
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1492
_journal_page_last               1493
_journal_paper_doi               10.1039/b402305f
_journal_year                    2004
_chemical_formula_moiety         'C8 H12 N2, C4 F8 I2'
_chemical_formula_sum            'C12 H12 F8 I2 N2'
_chemical_formula_weight         590.04
_chemical_name_systematic
;
1,6-dicianohexane 1,4-diiodooctafluorobutane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
July 4th, 2003

Checkcif

;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.886(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.8842(8)
_cell_length_b                   6.3141(6)
_cell_length_c                   17.377(2)
_cell_measurement_reflns_used    7398
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      35.804
_cell_measurement_theta_min      2.347
_cell_volume                     863.96(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson,1996)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92, (Altomare et al., 1994)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_diffrn_measurement_method       'ω and φ 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  0.0359
_diffrn_reflns_av_sigmaI/netI    0.0353
_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       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            17631
_diffrn_reflns_theta_full        36.41
_diffrn_reflns_theta_max         36.41
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    3.717
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.824330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS,(Bruker, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.800
_refine_diff_density_min         -1.876
_refine_diff_density_rms         0.178
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         4048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0344
_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)+(0.0311P)²+0.6696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0728
_reflns_number_gt                3553
_reflns_number_total             4048
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            b402305f.txt
_cod_data_source_block           re107lt
_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.

'_geom_bond_publ_flag' value 'NO' changed to 'no' according
to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (18
times).

'_geom_angle_publ_flag' value 'NO' changed to 'no' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (31
time).

'_geom_torsion_publ_flag' value 'NO' changed to 'no' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7102706
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_calc_flag
I I 0.718388(18) -0.10288(2) 0.167511(8) 0.01356(5) Uani 1 d
F1 F 1.07736(19) -0.1071(2) 0.14023(9) 0.0192(3) Uani 1 d
F2 F 0.9368(2) -0.3420(2) 0.07139(8) 0.0171(3) Uani 1 d
F3 F 0.93133(19) 0.2115(2) 0.05626(8) 0.0171(3) Uani 1 d
F4 F 0.77812(17) -0.0160(2) -0.01210(8) 0.0160(3) Uani 1 d
C5 C 0.9323(3) -0.1406(3) 0.09757(13) 0.0123(4) Uani 1 d
C6 C 0.9271(3) 0.0128(3) 0.02827(12) 0.0113(4) Uani 1 d
N N 0.4154(3) -0.0938(4) 0.26197(13) 0.0215(4) Uani 1 d
C1 C 0.2969(3) -0.1174(4) 0.29644(14) 0.0165(4) Uani 1 d
C2 C 0.1469(3) -0.1487(4) 0.34143(14) 0.0168(4) Uani 1 d
H2A H 0.049(5) -0.120(5) 0.308(2) 0.027(10) Uiso 1 d
H2B H 0.142(4) -0.298(6) 0.356(2) 0.024(8) Uiso 1 d
C3 C 0.1487(3) -0.0122(4) 0.41410(13) 0.0140(4) Uani 1 d
H3A H 0.138(4) 0.131(5) 0.3993(19) 0.014(8) Uiso 1 d
H3B H 0.252(4) -0.027(5) 0.4450(18) 0.014(7) Uiso 1 d
C4 C 0.0007(3) -0.0675(4) 0.46388(13) 0.0138(4) Uani 1 d
H4A H 0.007(4) -0.212(6) 0.4749(19) 0.026(9) Uiso 1 d
H4B H -0.103(4) -0.051(5) 0.4335(18) 0.014(7) Uiso 1 d
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
I 0.01394(7) 0.01529(7) 0.01189(7) 0.00038(5) 0.00514(5) 0.00060(5)
F1 0.0129(7) 0.0298(8) 0.0146(6) 0.0030(6) -0.0010(5) -0.0012(6)
F2 0.0232(7) 0.0108(5) 0.0178(7) 0.0001(5) 0.0077(6) 0.0033(5)
F3 0.0248(7) 0.0096(6) 0.0176(7) -0.0020(5) 0.0083(6) 0.0004(5)
F4 0.0108(6) 0.0226(7) 0.0146(6) 0.0026(5) 0.0008(5) 0.0003(5)
C5 0.0120(9) 0.0136(9) 0.0114(9) 0.0000(7) 0.0029(7) 0.0004(7)
C6 0.0116(9) 0.0113(8) 0.0113(8) -0.0007(7) 0.0024(7) 0.0009(7)
N 0.0201(10) 0.0283(11) 0.0167(9) 0.0012(8) 0.0073(8) 0.0028(8)
C1 0.0179(11) 0.0200(10) 0.0118(9) -0.0007(8) 0.0028(8) 0.0015(8)
C2 0.0143(10) 0.0236(11) 0.0128(9) -0.0029(8) 0.0043(8) -0.0019(9)
C3 0.0125(9) 0.0163(9) 0.0134(9) -0.0008(8) 0.0037(7) -0.0017(8)
C4 0.0138(10) 0.0152(9) 0.0127(9) -0.0006(7) 0.0047(7) 0.0002(8)
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
F1 C5 F2 107.29(18) . . no
F1 C5 C6 108.60(18) . . no
F2 C5 C6 109.13(17) . . no
F1 C5 I 109.94(15) . . no
F2 C5 I 109.29(14) . . no
C6 C5 I 112.46(14) . . no
F3 C6 F4 108.55(17) . . no
F3 C6 C5 107.69(17) . . no
F4 C6 C5 108.01(17) . . no
F3 C6 C6 108.6(2) . 3_755 no
F4 C6 C6 108.0(2) . 3_755 no
C5 C6 C6 115.8(2) . 3_755 no
N C1 C2 179.2(3) . . no
C1 C2 C3 113.0(2) . . no
C1 C2 H2A 107(2) . . no
C3 C2 H2A 112(2) . . no
C1 C2 H2B 108(2) . . no
C3 C2 H2B 109(2) . . no
H2A C2 H2B 107(3) . . no
C4 C3 C2 111.28(19) . . no
C4 C3 H3A 108(2) . . no
C2 C3 H3A 109(2) . . no
C4 C3 H3B 108.3(18) . . no
C2 C3 H3B 112.3(19) . . no
H3A C3 H3B 108(3) . . no
C4 C4 C3 112.2(2) 3_556 . no
C4 C4 H4A 112(2) 3_556 . no
C3 C4 H4A 108(2) . . no
C4 C4 H4B 110.9(19) 3_556 . no
C3 C4 H4B 108.5(19) . . no
H4A C4 H4B 105(3) . . no
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
I C5 2.141(2) . no
F1 C5 1.348(3) . no
F2 C5 1.351(3) . no
F3 C6 1.346(3) . no
F4 C6 1.350(3) . no
C5 C6 1.544(3) . no
C6 C6 1.557(4) 3_755 no
N C1 1.144(3) . no
C1 C2 1.464(3) . no
C2 C3 1.529(3) . no
C2 H2A 0.96(4) . no
C2 H2B 0.98(4) . no
C3 C4 1.528(3) . no
C3 H3A 0.94(3) . no
C3 H3B 0.96(3) . no
C4 C4 1.518(5) 3_556 no
C4 H4A 0.93(3) . no
C4 H4B 0.95(3) . 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_site_symmetry_4
_geom_torsion_publ_flag
F1 C5 C6 F3 -60.3(2) . no
F2 C5 C6 F3 -176.99(17) . no
I C5 C6 F3 61.57(19) . no
F1 C5 C6 F4 -177.39(17) . no
F2 C5 C6 F4 66.0(2) . no
I C5 C6 F4 -55.49(19) . no
F1 C5 C6 C6 61.4(3) 3_755 no
F2 C5 C6 C6 -55.2(3) 3_755 no
I C5 C6 C6 -176.7(2) 3_755 no
C1 C2 C3 C4 -173.6(2) . no
C2 C3 C4 C4 -179.6(3) 3_556 no
