#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:11:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180415 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/84/7208434.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_7208434
loop_
_publ_author_name
'Aragoni, M. Carla'
'Arca, Massimiliano'
'Caltagirone, Claudia'
'Castellano, Carlo'
'Demartin, Francesco'
'Garau, Alessandra'
'Isaia, Francesco'
'Lippolis, Vito'
'Montis, Riccardo'
'Pintus, Anna'
_publ_section_title
;
 Cationic and anionic 1D chains based on NH+⋯N charge-assisted
 hydrogen bonds in bipyridyl derivatives and polyiodides
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              5809
_journal_paper_doi               10.1039/c2ce25212k
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C12 H9 I3 N4 S'
_chemical_formula_weight         621.99
_chemical_name_systematic
;
?
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/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                 111.46(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.011(3)
_cell_length_b                   5.9870(12)
_cell_length_c                   19.649(4)
_cell_measurement_reflns_used    1024
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.64
_cell_measurement_theta_min      3.40
_cell_volume                     1752.9(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'SMART CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_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  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13774
_diffrn_reflns_theta_full        26.08
_diffrn_reflns_theta_max         26.08
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    5.464
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3407
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0273P)²+3.7700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0787
_reflns_number_gt                2365
_reflns_number_total             3407
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25212k.txt
_cod_data_source_block           HL1I3
_cod_original_cell_volume        1752.9(6)
_cod_original_sg_symbol_H-M      P2/c
_cod_database_code               7208434
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
I1 I 0.5000 0.5000 0.0000 0.05348(16) Uani 1 2 d S
I2 I 0.47109(3) 0.32727(9) -0.14648(3) 0.06693(15) Uani 1 1 d .
I3 I 1.0000 0.0000 0.0000 0.05448(16) Uani 1 2 d S
I4 I 1.07536(3) 0.33669(8) 0.11450(3) 0.07203(16) Uani 1 1 d .
S S 0.66456(12) 0.0009(3) 0.04890(9) 0.0586(4) Uani 1 1 d .
N1 N 0.8200(3) 0.7724(8) 0.2285(2) 0.0471(12) Uani 1 1 d .
HN1 H 0.8059 0.8106 0.2651 0.057 Uiso 1 1 calc R
N2 N 0.7062(3) 0.1813(8) 0.1102(2) 0.0396(10) Uani 1 1 d .
N3 N 0.7618(3) 0.2898(7) 0.0204(2) 0.0429(11) Uani 1 1 d .
N4 N 0.7360(3) 0.0616(8) -0.1877(3) 0.0449(11) Uani 1 1 d .
C1 C 0.7836(4) 0.5937(9) 0.1895(3) 0.0445(14) Uani 1 1 d .
H1 H 0.7429 0.5110 0.2029 0.053 Uiso 1 1 calc R
C2 C 0.8786(4) 0.8930(11) 0.2105(3) 0.0554(16) Uani 1 1 d .
H2 H 0.9040 1.0191 0.2379 0.066 Uiso 1 1 calc R
C3 C 0.9029(4) 0.8358(12) 0.1521(4) 0.0647(18) Uani 1 1 d .
H3 H 0.9441 0.9217 0.1403 0.078 Uiso 1 1 calc R
C4 C 0.8644(4) 0.6474(11) 0.1114(3) 0.0557(16) Uani 1 1 d .
H4 H 0.8797 0.6049 0.0719 0.067 Uiso 1 1 calc R
C5 C 0.8030(3) 0.5235(9) 0.1302(3) 0.0416(13) Uani 1 1 d .
C6 C 0.7571(3) 0.3294(9) 0.0872(3) 0.0400(12) Uani 1 1 d .
C7 C 0.7138(4) 0.1114(9) -0.0077(3) 0.0413(13) Uani 1 1 d .
C8 C 0.7013(4) 0.0252(9) -0.0811(3) 0.0425(13) Uani 1 1 d .
C9 C 0.6464(4) -0.1544(11) -0.1122(3) 0.0596(16) Uani 1 1 d .
H9 H 0.6165 -0.2289 -0.0863 0.072 Uiso 1 1 calc R
C10 C 0.6361(5) -0.2232(11) -0.1824(4) 0.0637(18) Uani 1 1 d .
H10 H 0.5997 -0.3443 -0.2041 0.076 Uiso 1 1 calc R
C11 C 0.6805(4) -0.1090(10) -0.2188(3) 0.0540(16) Uani 1 1 d .
H11 H 0.6723 -0.1502 -0.2664 0.065 Uiso 1 1 calc R
C12 C 0.7464(4) 0.1277(9) -0.1209(3) 0.0418(13) Uani 1 1 d .
H12 H 0.7850 0.2459 -0.1001 0.050 Uiso 1 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_3
I2 I1 I2 180.00(2) 3_665
I4 I3 I4 180.000(17) 3_755
N2 S C7 93.7(3) .
C1 N1 C2 119.3(5) .
C6 N2 S 108.9(3) .
C7 N3 C6 108.4(4) .
C12 N4 C11 120.1(5) .
N1 C1 C5 123.4(5) .
N1 C2 C3 121.7(6) .
C2 C3 C4 118.6(6) .
C5 C4 C3 119.3(6) .
C1 C5 C4 117.6(5) .
C1 C5 C6 120.7(5) .
C4 C5 C6 121.6(5) .
N3 C6 N2 116.7(5) .
N3 C6 C5 120.1(5) .
N2 C6 C5 123.3(5) .
N3 C7 C8 122.9(5) .
N3 C7 S 112.3(4) .
C8 C7 S 124.7(4) .
C9 C8 C12 118.3(5) .
C9 C8 C7 122.7(5) .
C12 C8 C7 119.0(5) .
C8 C9 C10 119.6(6) .
C11 C10 C9 118.5(6) .
N4 C11 C10 121.9(6) .
N4 C12 C8 121.6(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 I2 2.9313(7) .
I1 I2 2.9313(7) 3_665
I3 I4 2.9316(8) .
I3 I4 2.9316(8) 3_755
S N2 1.573(5) .
S C7 1.713(5) .
N1 C1 1.320(7) .
N1 C2 1.331(8) .
N2 C6 1.387(7) .
N3 C7 1.314(7) .
N3 C6 1.363(7) .
N4 C12 1.321(7) .
N4 C11 1.344(8) .
C1 C5 1.377(7) .
C2 C3 1.383(9) .
C3 C4 1.390(9) .
C4 C5 1.387(8) .
C5 C6 1.466(8) .
C7 C8 1.476(8) .
C8 C9 1.381(8) .
C8 C12 1.387(7) .
C9 C10 1.391(9) .
C10 C11 1.362(9) .
