#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/85/7218502.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_7218502
loop_
_publ_author_name
'Stratford, Samuel A.'
'Arhangelskis, Mihails'
'Bučar, Dejan-Krešimir'
'Jones, William'
_publ_section_title
;
 Solid-state photoreactivity of 9-substituted acridizinium bromide salts
;
_journal_issue                   47
_journal_name_full               CrystEngComm
_journal_page_first              10830
_journal_paper_doi               10.1039/C4CE01622J
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C13 H9 I N 1+, I3 1-'
_chemical_formula_sum            'C13 H9 I4 N'
_chemical_formula_weight         686.81
_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             2013-07-14T20:49:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                105.219(2)
_cell_angle_beta                 105.581(2)
_cell_angle_gamma                101.791(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5081(3)
_cell_length_b                   10.4940(5)
_cell_length_c                   11.7322(6)
_cell_measurement_reflns_used    12875
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      1.00
_cell_volume                     820.76(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
 HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice 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  0.0924
_diffrn_reflns_av_sigmaI/netI    0.0704
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9366
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    7.577
_exptl_absorpt_correction_T_max  0.7032
_exptl_absorpt_correction_T_min  0.3425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.779
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.454
_refine_diff_density_min         -1.340
_refine_diff_density_rms         0.363
_refine_ls_extinction_coef       0.0063(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2866
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.1399
_refine_ls_R_factor_gt           0.1155
_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)+(0.1022P)²+83.7239P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3405
_refine_ls_wR_factor_ref         0.3512
_reflns_number_gt                2069
_reflns_number_total             2862
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c4ce01622j2.cif
_cod_data_source_block           9-I-I3
_cod_depositor_comments
'Adding full bibliography for 7218498--7218505.cif.'
_cod_database_code               7218502
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
I3 I 0.7861(3) 0.6178(2) 0.4608(2) 0.0595(7) Uani 1 1 d U
I2 I 0.5822(4) 0.4677(3) 0.2005(3) 0.0875(10) Uani 1 1 d U
I4 I 0.9851(4) 0.7753(3) 0.7283(2) 0.0781(9) Uani 1 1 d U
I1 I 1.0962(4) 0.2784(3) 0.9531(2) 0.0888(10) Uani 1 1 d U
N1 N 0.537(3) 0.087(3) 0.310(2) 0.054(6) Uani 1 1 d U
C11 C 0.722(4) -0.011(3) 0.448(3) 0.045(6) Uani 1 1 d U
H11 H 0.7674 -0.0849 0.4583 0.054 Uiso 1 1 calc R
C4 C 0.422(4) 0.076(3) 0.192(3) 0.056(7) Uani 1 1 d U
H4 H 0.3786 0.1494 0.1804 0.067 Uiso 1 1 calc R
C2 C 0.448(5) -0.157(4) 0.110(4) 0.072(9) Uani 1 1 d U
H2 H 0.4233 -0.2339 0.0404 0.087 Uiso 1 1 calc R
C13 C 0.700(4) 0.219(3) 0.528(3) 0.049(6) Uani 1 1 d U
C6 C 0.589(4) 0.208(3) 0.412(3) 0.052(7) Uani 1 1 d U
H6 H 0.5464 0.2819 0.3995 0.062 Uiso 1 1 calc R
C14 C 0.775(4) 0.111(3) 0.557(3) 0.053(7) Uani 1 1 d U
C12 C 0.609(4) -0.025(3) 0.330(3) 0.056(7) Uani 1 1 d U
C8 C 0.861(5) 0.355(3) 0.749(3) 0.059(7) Uani 1 1 d U
H8 H 0.8924 0.4365 0.8159 0.070 Uiso 1 1 calc R
C10 C 0.893(5) 0.130(4) 0.675(3) 0.068(9) Uani 1 1 d U
H10 H 0.9480 0.0623 0.6913 0.082 Uiso 1 1 calc R
C7 C 0.746(4) 0.346(3) 0.630(3) 0.056(7) Uani 1 1 d U
H7 H 0.7003 0.4185 0.6166 0.067 Uiso 1 1 calc R
C3 C 0.373(6) -0.044(4) 0.092(4) 0.083(10) Uani 1 1 d U
H3 H 0.2905 -0.0526 0.0140 0.099 Uiso 1 1 calc R
C9 C 0.927(4) 0.250(3) 0.770(3) 0.056(7) Uani 1 1 d U
C1 C 0.549(6) -0.151(4) 0.221(4) 0.077(10) Uani 1 1 d U
H1 H 0.5845 -0.2282 0.2309 0.092 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 0 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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
I2 I3 I4 178.20(11)
C4 N1 C6 121(3)
C4 N1 C12 121(3)
C6 N1 C12 118(2)
C12 C11 C14 124(3)
C12 C11 H11 118.1
C14 C11 H11 118.1
C3 C4 N1 120(3)
C3 C4 H4 119.8
N1 C4 H4 119.8
C1 C2 C3 121(4)
C1 C2 H2 119.6
C3 C2 H2 119.6
C6 C13 C7 119(3)
C6 C13 C14 124(3)
C7 C13 C14 118(3)
C13 C6 N1 121(3)
C13 C6 H6 119.3
N1 C6 H6 119.3
C10 C14 C13 121(3)
C10 C14 C11 126(3)
C13 C14 C11 113(3)
C11 C12 N1 120(3)
C11 C12 C1 124(3)
N1 C12 C1 117(3)
C9 C8 C7 122(3)
C9 C8 H8 119.0
C7 C8 H8 119.0
C9 C10 C14 119(3)
C9 C10 H10 120.4
C14 C10 H10 120.4
C8 C7 C13 118(3)
C8 C7 H7 121.1
C13 C7 H7 121.1
C4 C3 C2 120(4)
C4 C3 H3 120.1
C2 C3 H3 120.1
C8 C9 C10 122(3)
C8 C9 I1 118(2)
C10 C9 I1 120(2)
C2 C1 C12 121(4)
C2 C1 H1 119.4
C12 C1 H1 119.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I3 I2 2.851(3)
I3 I4 2.926(3)
I1 C9 2.09(3)
N1 C4 1.38(4)
N1 C6 1.39(4)
N1 C12 1.43(4)
C11 C12 1.36(4)
C11 C14 1.45(4)
C11 H11 0.9300
C4 C3 1.38(5)
C4 H4 0.9300
C2 C1 1.30(5)
C2 C3 1.45(5)
C2 H2 0.9300
C13 C6 1.35(4)
C13 C7 1.43(4)
C13 C14 1.44(4)
C6 H6 0.9300
C14 C10 1.37(5)
C12 C1 1.47(5)
C8 C9 1.35(4)
C8 C7 1.40(4)
C8 H8 0.9300
C10 C9 1.36(5)
C10 H10 0.9300
C7 H7 0.9300
C3 H3 0.9300
C1 H1 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199373
