#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/15/2001555.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001555
loop_
_publ_author_name
'Mori, Y.'
'Matsuyama, Y.'
'Suzuki, J.'
'Ishii, Y.'
'Yamada, S.'
'Maeda, K.'
_publ_section_title
;
 Structure of diiodide salts of <i>N</i>-heteroaromatic dications
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1398
_journal_page_last               1401
_journal_paper_doi               10.1107/S0108270193000393
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C20 H18 N2,H2 O1,2I'
_chemical_formula_sum            'C20 H20 I2 N2 O'
_chemical_formula_weight         558.2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-A 2ya'
_symmetry_space_group_name_H-M   'A 1 2/a 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 92.09(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   17.099(5)
_cell_length_b                   10.091(3)
_cell_length_c                   11.386(4)
_cell_measurement_reflns_used    19
_cell_measurement_temperature    294
_cell_measurement_theta_max      15
_cell_measurement_theta_min      13
_cell_volume                     1963.3(11)
_diffrn_measurement_device       'Rigaku AFC-5'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71068
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2325
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.22
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.888
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.96
_refine_diff_density_min         -0.69
_refine_ls_goodness_of_fit_obs   1.428
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1915
_refine_ls_R_factor_obs          0.035
_refine_ls_shift/esd_max         0.36
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F)+0.0005F^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.039
_reflns_number_observed          1915
_reflns_number_total             2124
_reflns_observed_criterion       F>3\s(F)
_cod_data_source_file            as1030.cif
_cod_data_source_block           as1030_structure_1_of_1
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-03-24

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0005F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+0.0005F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1963.5(11)
_cod_original_formula_sum        'C20 H20 I2 N2 O1'
_cod_database_code               2001555
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_attached_hydrogens
C(1) .2793(2) .4444(3) .0507(3) .032 0
N(2) .2633(2) .3763(3) .1471(2) .034 0
C(3) .3110(2) .3833(4) .2471(3) .043 0
C(4) .3759(2) .4615(4) .2503(3) .043 0
C(5) .3964(2) .5333(3) .1508(3) .037 0
C(6) .4633(2) .6160(4) .1498(4) .048 0
C(7) .4801(2) .6841(4) .0514(4) .053 0
C(8) .4326(2) .6718(4) -.0514(4) .049 0
C(9) .3668(2) .5959(4) -.0540(3) .041 0
C(10) .3467(2) .5247(3) .0476(3) .032 0
C(11) .1955(2) .2857(4) .1517(4) .047 0
I(1) .61640(2) .44038(3) .38740(2) .056 0
O .25 .3220(5) .5 .076 2
H(3) .290(2) .331(4) .311(4) ? 0
H(4) .407(2) .467(4) .327(4) ? 0
H(6) .492(3) .619(4) .224(4) ? 0
H(7) .524(3) .743(6) .061(4) ? 0
H(8) .444(4) .702(5) -.119(5) ? 0
H(9) .337(2) .589(3) -.121(3) ? 0
H(111) .168 .277 .073 ? 0
H(112) .158 .319 .210 ? 0
H(113) .216 .197 .177 ? 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(2) C(1) C(10) 120.7(3) yes
N(2) C(1) C(1') 118.8(3) yes
C(10) C(1) C(1') 120.3(3) yes
C(1) N(2) C(3) 121.4(3) yes
C(1) N(2) C(11) 122.2(3) yes
C(3) N(2) C(11) 116.3(3) yes
N(2) C(3) C(4) 120.6(4) yes
C(3) C(4) C(5) 120.5(4) yes
C(4) C(5) C(6) 122.5(4) yes
C(4) C(5) C(10) 118.3(3) yes
C(6) C(5) C(10) 119.1(3) yes
C(5) C(6) C(7) 120.1(4) yes
C(6) C(7) C(8) 120.7(4) yes
C(7) C(8) C(9) 121.3(4) yes
C(8) C(9) C(10) 119.6(4) yes
C(1) C(10) C(5) 118.5(3) yes
C(1) C(10) C(9) 122.4(3) yes
C(5) C(10) C(9) 119.1(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) N(2) 1.331(4) yes
C(1) C(10) 1.410(5) yes
N(2) C(3) 1.378(5) yes
N(2) C(11) 1.479(5) yes
C(3) C(4) 1.362(6) yes
C(4) C(5) 1.400(5) yes
C(5) C(6) 1.416(6) yes
C(3) H(3) .98(4) yes
C(4) H(4) 1.01(4) yes
C(6) H(6) .95(5) yes
C(7) H(7) .96(6) yes
C(8) H(8) .85(6) yes
C(5) C(10) 1.428(5) yes
C(6) C(7) 1.355(7) yes
C(7) C(8) 1.406(7) yes
C(8) C(9) 1.360(6) yes
C(9) C(10) 1.415(5) yes
C(1) C(1') 1.502(6) yes
C(9) H(9) .91(4) yes
C(11) H(111) 1.000(10) yes
C(11) H(112) 1.000(10) yes
C(11) H(113) 1.000(10) yes
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
N(2) C(1) C(1') N(2') -107.9(4)
C(10) C(1) C(1') C(10') -96.5(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 86166598
