#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:01:25 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180408 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/77/7207729.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_7207729
loop_
_publ_author_name
'Perkins, Catherine'
'Libri, Stefano'
'Adams, Harry'
'Brammer, Lee'
_publ_section_title
;
 Diiodoacetylene: compact, strong ditopic halogen bond donor
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              3033
_journal_paper_doi               10.1039/c2ce00029f
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C4 H4 N2, C2 I2'
_chemical_formula_sum            'C6 H4 I2 N2'
_chemical_formula_weight         357.91
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.047(4)
_cell_angle_beta                 99.614(4)
_cell_angle_gamma                93.365(4)
_cell_formula_units_Z            1
_cell_length_a                   4.2383(6)
_cell_length_b                   7.3655(10)
_cell_length_c                   7.8486(10)
_cell_measurement_reflns_used    3122
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.88
_cell_volume                     220.20(5)
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker APEX II'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3429
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    7.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Correction conducted using SADABS
Ratio of minimum to maximum apparent transmission: 0.577675
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.699
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             160
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         4.043
_refine_diff_density_min         -1.118
_refine_diff_density_rms         0.441
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.234
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     46
_refine_ls_number_reflns         1004
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.234
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                977
_reflns_number_total             1004
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce00029f.txt
_cod_data_source_block           ilb1301_0m
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7207729
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.82947(8) 0.28716(5) 0.67842(5) 0.0221(3) Uani 1 1 d .
C1 C 0.9608(18) 0.4511(10) 0.5414(10) 0.0232(13) Uani 1 1 d .
N1 N 0.6262(16) 0.0845(10) 0.8907(10) 0.0272(13) Uani 1 1 d .
C2 C 0.6109(15) -0.1123(9) 0.8488(8) 0.0253(12) Uani 1 1 d .
H2 H 0.6834 -0.1955 0.7433 0.030 Uiso 1 1 calc R
C3 C 0.4886(18) -0.1904(10) 0.9612(11) 0.0305(15) Uani 1 1 d .
H3 H 0.4872 -0.3259 0.9304 0.037 Uiso 1 1 calc R
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 0.0239(3) 0.0226(3) 0.0252(4) 0.0145(3) 0.0077(2) 0.0029(2)
C1 0.032(3) 0.017(3) 0.021(3) 0.007(2) 0.009(2) 0.003(2)
N1 0.027(3) 0.029(3) 0.029(3) 0.015(3) 0.006(2) -0.002(2)
C2 0.034(3) 0.026(3) 0.018(3) 0.009(2) 0.007(2) 0.008(2)
C3 0.041(3) 0.020(3) 0.028(3) 0.007(3) 0.005(3) 0.007(3)
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'
N N 0.0061 0.0033 '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
C1 C1 I1 179.7(9) 2_766
C3 N1 C2 115.9(7) 2_657
N1 C2 C3 120.3(6) .
N1 C2 H2 119.8 .
C3 C2 H2 119.8 .
N1 C3 C2 123.7(7) 2_657
N1 C3 H3 118.2 2_657
C2 C3 H3 118.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.015(7) .
C1 C1 1.210(14) 2_766
N1 C2 1.350(9) .
N1 C3 1.311(11) 2_657
C2 C3 1.376(10) .
C2 H2 0.9300 .
C3 H3 0.9300 .
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_4
C3 N1 C2 C3 -1.7(11) 2_657 .
N1 C2 C3 N1 1.8(12) . 2_657
