#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:23:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180427 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/96/7209645.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_7209645
loop_
_publ_author_name
'Jin, Hongjian'
'Plonka, Anna M.'
'Parise, John B.'
'Goroff, Nancy S.'
_publ_section_title
;
 Pressure induced topochemical polymerization of diiodobutadiyne: a
 single-crystal-to-single-crystal transformation
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              3106
_journal_paper_doi               10.1039/c3ce26851a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C18 H14 I2 N4 O2'
_chemical_formula_weight         572.13
_chemical_name_common            'PIDA cocrystal with oxalamide host'
_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_date             11/12/2012
_audit_creation_method
'from SHELXL97 CIF and IUCr SHELXL97-template'
_cell_angle_alpha                100.542(5)
_cell_angle_beta                 82.986(5)
_cell_angle_gamma                97.144(5)
_cell_formula_units_Z            1
_cell_length_a                   4.9330(3)
_cell_length_b                   8.4214(5)
_cell_length_c                   12.3642(8)
_cell_measurement_temperature    100(2)
_cell_volume                     498.45(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0794
_diffrn_reflns_av_sigmaI/netI    0.0474
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_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            13901
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.83
_exptl_absorpt_coefficient_mu    3.174
_exptl_absorpt_correction_T_max  0.7420
_exptl_absorpt_correction_T_min  0.2998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrysAlisPRO
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.511
_refine_diff_density_min         -1.031
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2038
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0673
_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)+(0.1060P)²+1.5117P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1787
_refine_ls_wR_factor_ref         0.2064
_reflns_number_gt                1220
_reflns_number_total             2038
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce26851a.txt
_cod_data_source_block           1
_cod_database_code               7209645
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 0.43319(16) 0.74718(9) 0.58459(8) 0.0863(5) Uani 1 1 d .
O1 O -0.7244(17) 0.0489(12) 0.9163(7) 0.086(2) Uani 1 1 d .
N2 N -0.2666(18) 0.0687(11) 0.8935(8) 0.069(2) Uani 1 1 d .
H2 H -0.1231 0.0573 0.9233 0.082 Uiso 1 1 calc R
C3 C -0.008(4) 0.631(2) 0.8141(16) 0.128(6) Uani 1 1 d D
H3 H 0.0434 0.7424 0.8188 0.154 Uiso 1 1 calc R
C6 C -0.149(2) 0.3089(14) 0.7997(10) 0.071(3) Uani 1 1 d D
C1 C 0.5860(19) 0.9533(12) 0.5131(9) 0.059(2) Uani 1 1 d .
C8 C -0.229(3) 0.1254(15) 0.7900(10) 0.074(3) Uani 1 1 d .
H8A H -0.3974 0.0972 0.7548 0.089 Uiso 1 1 calc R
H8B H -0.0863 0.0694 0.7425 0.089 Uiso 1 1 calc R
C9 C -0.511(2) 0.0327(13) 0.9462(9) 0.064(3) Uani 1 1 d .
C2 C 0.8770(19) 0.9890(13) 0.5034(9) 0.060(3) Uani 1 1 d .
N1 N 0.111(3) 0.5319(19) 0.7367(14) 0.139(6) Uani 1 1 d D
C5 C -0.266(4) 0.413(3) 0.8768(18) 0.182(10) Uani 1 1 d DU
H5 H -0.4010 0.3754 0.9284 0.219 Uiso 1 1 calc R
C7 C 0.034(3) 0.3718(19) 0.7330(13) 0.122(6) Uani 1 1 d D
H7 H 0.1216 0.3008 0.6770 0.146 Uiso 1 1 calc R
C4 C -0.192(5) 0.582(3) 0.8835(19) 0.194(11) Uani 1 1 d DU
H4 H -0.2776 0.6558 0.9384 0.233 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 0.0801(6) 0.0700(6) 0.1169(8) 0.0505(5) -0.0060(4) -0.0076(4)
O1 0.059(5) 0.118(7) 0.090(6) 0.054(5) 0.000(4) -0.001(4)
N2 0.065(5) 0.068(6) 0.075(6) 0.031(5) -0.001(4) -0.009(4)
C3 0.161(16) 0.064(9) 0.153(16) 0.052(10) 0.037(13) -0.006(9)
C6 0.076(7) 0.065(7) 0.074(7) 0.026(6) 0.008(6) 0.007(5)
C1 0.058(6) 0.053(5) 0.067(6) 0.027(5) 0.001(4) -0.006(4)
C8 0.079(7) 0.074(7) 0.070(7) 0.029(6) -0.001(5) -0.004(6)
C9 0.062(7) 0.059(6) 0.070(7) 0.024(5) 0.004(5) -0.003(5)
C2 0.053(5) 0.065(6) 0.066(6) 0.026(5) 0.000(5) 0.000(5)
N1 0.152(13) 0.084(9) 0.171(15) 0.057(10) 0.052(11) -0.016(8)
C5 0.215(19) 0.105(13) 0.200(18) 0.059(13) 0.119(16) -0.001(12)
C7 0.143(14) 0.077(9) 0.134(14) 0.039(9) 0.052(11) 0.000(9)
C4 0.24(2) 0.106(14) 0.20(2) 0.026(14) 0.118(17) 0.014(14)
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'
O O 0.0106 0.0060 '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
C9 N2 C8 123.6(10) . .
C9 N2 H2 118.2 . .
C8 N2 H2 118.2 . .
C4 C3 N1 121.5(17) . .
C4 C3 H3 119.3 . .
N1 C3 H3 119.3 . .
C7 C6 C5 114.9(14) . .
C7 C6 C8 123.1(13) . .
C5 C6 C8 122.0(12) . .
C1 C1 C2 124.0(11) 2_676 .
C1 C1 I1 120.3(9) 2_676 .
C2 C1 I1 115.5(7) . .
N2 C8 C6 114.0(10) . .
N2 C8 H8A 108.8 . .
C6 C8 H8A 108.8 . .
N2 C8 H8B 108.8 . .
C6 C8 H8B 108.8 . .
H8A C8 H8B 107.6 . .
O1 C9 N2 124.9(10) . .
O1 C9 C9 122.9(12) . 2_457
N2 C9 C9 112.2(13) . 2_457
C2 C2 C1 176.5(14) 2_776 .
C3 N1 C7 117.7(13) . .
C6 C5 C4 121.1(16) . .
C6 C5 H5 119.5 . .
C4 C5 H5 119.5 . .
C6 C7 N1 125.9(16) . .
C6 C7 H7 117.1 . .
N1 C7 H7 117.1 . .
C3 C4 C5 119.0(19) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.106(9) .
O1 C9 1.189(13) .
N2 C9 1.326(13) .
N2 C8 1.429(14) .
N2 H2 0.8600 .
C3 C4 1.25(2) .
C3 N1 1.29(2) .
C3 H3 0.9300 .
C6 C7 1.279(17) .
C6 C5 1.30(2) .
C6 C8 1.532(16) .
C1 C1 1.33(2) 2_676
C1 C2 1.424(14) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C9 1.55(2) 2_457
C2 C2 1.200(19) 2_776
N1 C7 1.348(19) .
C5 C4 1.42(3) .
C5 H5 0.9300 .
C7 H7 0.9300 .
C4 H4 0.9300 .
