#------------------------------------------------------------------------------
#$Date: 2025-01-15 04:30:19 +0200 (Wed, 15 Jan 2025) $
#$Revision: 297321 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023353.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_2023353
loop_
_publ_author_name
'Groneck, Erin N.'
'Peek, Nathan'
'Lynch, Will E.'
'Padgett, Clifford W.'
_publ_section_title
;
 Crystal structures of zinc(II) coordination complexes with isoquinoline
 N-oxide
;
_journal_coeditor_code           HB8119
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989025000180
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          '[Zn I2 (C9 H7 N1 O1)2]'
_chemical_formula_moiety         'C18 H14 I2 N2 O2 Zn'
_chemical_formula_sum            'C18 H14 I2 N2 O2 Zn'
_chemical_formula_weight         609.48
_chemical_name_systematic
;
Diiodidobis(isoquinoline N-oxide-κO)zinc(II)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                93.205(4)
_cell_angle_beta                 99.873(4)
_cell_angle_gamma                104.852(4)
_cell_formula_units_Z            2
_cell_length_a                   7.7325(3)
_cell_length_b                   8.9596(4)
_cell_length_c                   14.8297(9)
_cell_measurement_reflns_used    6528
_cell_measurement_temperature    170
_cell_measurement_theta_max      33.1620
_cell_measurement_theta_min      2.2970
_cell_volume                     972.98(9)
_computing_cell_refinement
;
CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
Olex2 1.5 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 1.5 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL 2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      170
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8495
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.365
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    4.448
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2019)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    2.080
_exptl_crystal_description       irregular
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.389
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3563
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0249P)²+0.3875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0463
_refine_ls_wR_factor_ref         0.0481
_reflns_number_gt                3152
_reflns_number_total             3563
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb8119.cif
_cod_data_source_block           III
_cod_database_code               2023353
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.330
_shelx_estimated_absorpt_t_max   0.776
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I I2 1.04627(3) 0.42553(2) 0.19043(2) 0.03413(7) Uani d 1 . .
I I1 0.93556(3) 0.87866(2) 0.26504(2) 0.03405(7) Uani d 1 . .
Zn Zn1 0.84695(4) 0.58158(4) 0.24874(2) 0.02607(9) Uani d 1 . .
O O1 0.5914(3) 0.5206(2) 0.17439(15) 0.0331(5) Uani d 1 . .
O O2 0.8155(3) 0.5066(2) 0.37215(14) 0.0324(5) Uani d 1 . .
N N1 0.5043(3) 0.3742(3) 0.13534(16) 0.0242(5) Uani d 1 . .
N N2 0.7414(3) 0.5881(3) 0.42719(16) 0.0261(5) Uani d 1 . .
C C2 0.4420(3) 0.0990(3) 0.12990(19) 0.0242(6) Uani d 1 . .
C C1 0.5366(4) 0.2500(3) 0.17229(19) 0.0252(6) Uani d 1 . .
H H1 0.623861 0.262763 0.227653 0.030 Uiso calc 1 . .
C C7 0.3108(4) 0.0815(3) 0.04758(19) 0.0251(6) Uani d 1 . .
C C9 0.3765(4) 0.3613(3) 0.05564(19) 0.0269(6) Uani d 1 . .
H H9 0.354796 0.452253 0.031520 0.032 Uiso calc 1 . .
C C11 0.5072(4) 0.7042(3) 0.45488(19) 0.0240(6) Uani d 1 . .
C C16 0.6055(4) 0.7592(3) 0.54600(19) 0.0251(6) Uani d 1 . .
C C8 0.2815(4) 0.2191(3) 0.01155(19) 0.0280(6) Uani d 1 . .
H H8 0.195178 0.211549 -0.043598 0.034 Uiso calc 1 . .
C C18 0.8379(4) 0.6377(3) 0.5163(2) 0.0276(6) Uani d 1 . .
H H18 0.949142 0.612186 0.536568 0.033 Uiso calc 1 . .
C C17 0.7732(4) 0.7228(3) 0.5744(2) 0.0280(6) Uani d 1 . .
H H17 0.841205 0.758417 0.634815 0.034 Uiso calc 1 . .
C C15 0.5324(4) 0.8477(3) 0.6039(2) 0.0296(6) Uani d 1 . .
H H15 0.597063 0.886817 0.664503 0.036 Uiso calc 1 . .
C C3 0.4758(4) -0.0347(3) 0.1682(2) 0.0303(6) Uani d 1 . .
H H3 0.564660 -0.023736 0.222759 0.036 Uiso calc 1 . .
C C12 0.3390(4) 0.7373(3) 0.4237(2) 0.0303(7) Uani d 1 . .
H H12 0.273178 0.700892 0.362968 0.036 Uiso calc 1 . .
C C6 0.2151(4) -0.0703(3) 0.0054(2) 0.0325(7) Uani d 1 . .
H H6 0.127647 -0.084025 -0.049963 0.039 Uiso calc 1 . .
C C10 0.5825(4) 0.6174(3) 0.3969(2) 0.0277(6) Uani d 1 . .
H H10 0.518886 0.579961 0.335836 0.033 Uiso calc 1 . .
C C14 0.3678(4) 0.8771(3) 0.5723(2) 0.0327(7) Uani d 1 . .
H H14 0.318301 0.935043 0.611757 0.039 Uiso calc 1 . .
C C5 0.2493(4) -0.1964(4) 0.0450(2) 0.0353(7) Uani d 1 . .
H H5 0.183619 -0.297723 0.017024 0.042 Uiso calc 1 . .
C C4 0.3804(4) -0.1793(3) 0.1265(2) 0.0345(7) Uani d 1 . .
H H4 0.402405 -0.268730 0.152616 0.041 Uiso calc 1 . .
C C13 0.2717(4) 0.8220(3) 0.4818(2) 0.0322(7) Uani d 1 . .
H H13 0.158657 0.844158 0.460923 0.039 Uiso calc 1 . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
I2 Zn1 I1 . . 122.378(14) ?
O1 Zn1 I2 . . 112.15(6) ?
O1 Zn1 I1 . . 104.01(6) ?
O1 Zn1 O2 . . 103.62(9) ?
O2 Zn1 I2 . . 104.06(6) ?
O2 Zn1 I1 . . 109.19(6) ?
N1 O1 Zn1 . . 123.46(16) ?
N2 O2 Zn1 . . 117.46(15) ?
O1 N1 C9 . . 116.1(2) ?
C1 N1 O1 . . 122.2(2) ?
C1 N1 C9 . . 121.7(2) ?
O2 N2 C18 . . 117.0(2) ?
C10 N2 O2 . . 121.1(2) ?
C10 N2 C18 . . 121.9(2) ?
C1 C2 C7 . . 119.2(3) ?
C1 C2 C3 . . 121.2(3) ?
C3 C2 C7 . . 119.6(3) ?
N1 C1 C2 . . 120.5(3) ?
N1 C1 H1 . . 119.7 ?
C2 C1 H1 . . 119.7 ?
C2 C7 C8 . . 117.7(2) ?
C2 C7 C6 . . 119.1(3) ?
C6 C7 C8 . . 123.2(3) ?
N1 C9 H9 . . 119.8 ?
C8 C9 N1 . . 120.5(3) ?
C8 C9 H9 . . 119.8 ?
C12 C11 C16 . . 120.0(3) ?
C12 C11 C10 . . 121.4(3) ?
C10 C11 C16 . . 118.6(3) ?
C17 C16 C11 . . 118.1(3) ?
C15 C16 C11 . . 118.9(3) ?
C15 C16 C17 . . 123.1(3) ?
C7 C8 H8 . . 119.8 ?
C9 C8 C7 . . 120.4(3) ?
C9 C8 H8 . . 119.8 ?
N2 C18 H18 . . 120.0 ?
C17 C18 N2 . . 119.9(3) ?
C17 C18 H18 . . 120.0 ?
C16 C17 H17 . . 119.6 ?
C18 C17 C16 . . 120.9(3) ?
C18 C17 H17 . . 119.6 ?
C16 C15 H15 . . 120.0 ?
C14 C15 C16 . . 120.0(3) ?
C14 C15 H15 . . 120.0 ?
C2 C3 H3 . . 120.0 ?
C4 C3 C2 . . 120.0(3) ?
C4 C3 H3 . . 120.0 ?
C11 C12 H12 . . 120.2 ?
C13 C12 C11 . . 119.5(3) ?
C13 C12 H12 . . 120.2 ?
C7 C6 H6 . . 120.2 ?
C5 C6 C7 . . 119.7(3) ?
C5 C6 H6 . . 120.2 ?
N2 C10 C11 . . 120.6(3) ?
N2 C10 H10 . . 119.7 ?
C11 C10 H10 . . 119.7 ?
C15 C14 H14 . . 119.7 ?
C15 C14 C13 . . 120.6(3) ?
C13 C14 H14 . . 119.7 ?
C6 C5 H5 . . 119.3 ?
C6 C5 C4 . . 121.3(3) ?
C4 C5 H5 . . 119.3 ?
C3 C4 C5 . . 120.3(3) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C12 C13 C14 . . 121.0(3) ?
C12 C13 H13 . . 119.5 ?
C14 C13 H13 . . 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
I2 Zn1 . 2.5504(4) ?
I1 Zn1 . 2.5591(4) ?
Zn1 O1 . 2.0130(19) ?
Zn1 O2 . 2.016(2) ?
O1 N1 . 1.356(3) ?
O2 N2 . 1.355(3) ?
N1 C1 . 1.328(3) ?
N1 C9 . 1.383(4) ?
N2 C18 . 1.388(4) ?
N2 C10 . 1.331(4) ?
C2 C1 . 1.415(4) ?
C2 C7 . 1.420(4) ?
C2 C3 . 1.418(4) ?
C1 H1 . 0.9500 ?
C7 C8 . 1.426(4) ?
C7 C6 . 1.421(4) ?
C9 H9 . 0.9500 ?
C9 C8 . 1.361(4) ?
C11 C16 . 1.424(4) ?
C11 C12 . 1.414(4) ?
C11 C10 . 1.418(4) ?
C16 C17 . 1.418(4) ?
C16 C15 . 1.416(4) ?
C8 H8 . 0.9500 ?
C18 H18 . 0.9500 ?
C18 C17 . 1.358(4) ?
C17 H17 . 0.9500 ?
C15 H15 . 0.9500 ?
C15 C14 . 1.374(4) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.367(4) ?
C12 H12 . 0.9500 ?
C12 C13 . 1.368(4) ?
C6 H6 . 0.9500 ?
C6 C5 . 1.366(4) ?
C10 H10 . 0.9500 ?
C14 H14 . 0.9500 ?
C14 C13 . 1.412(4) ?
C5 H5 . 0.9500 ?
C5 C4 . 1.412(4) ?
C4 H4 . 0.9500 ?
C13 H13 . 0.9500 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Zn1 O1 N1 C1 . . . . 30.8(3) ?
Zn1 O1 N1 C9 . . . . -150.61(19) ?
Zn1 O2 N2 C18 . . . . -127.1(2) ?
Zn1 O2 N2 C10 . . . . 53.5(3) ?
O1 N1 C1 C2 . . . . 179.5(2) ?
O1 N1 C9 C8 . . . . -179.8(2) ?
O2 N2 C18 C17 . . . . 178.6(2) ?
O2 N2 C10 C11 . . . . -179.4(2) ?
N1 C9 C8 C7 . . . . 0.8(4) ?
N2 C18 C17 C16 . . . . 1.4(4) ?
C2 C7 C8 C9 . . . . -0.3(4) ?
C2 C7 C6 C5 . . . . 0.6(4) ?
C2 C3 C4 C5 . . . . 0.6(4) ?
C1 N1 C9 C8 . . . . -1.2(4) ?
C1 C2 C7 C8 . . . . 0.2(4) ?
C1 C2 C7 C6 . . . . -179.6(2) ?
C1 C2 C3 C4 . . . . 179.0(3) ?
C7 C2 C1 N1 . . . . -0.5(4) ?
C7 C2 C3 C4 . . . . -0.9(4) ?
C7 C6 C5 C4 . . . . -0.9(5) ?
C9 N1 C1 C2 . . . . 1.0(4) ?
C11 C16 C17 C18 . . . . -0.1(4) ?
C11 C16 C15 C14 . . . . 1.0(4) ?
C11 C12 C13 C14 . . . . 0.1(4) ?
C16 C11 C12 C13 . . . . -0.1(4) ?
C16 C11 C10 N2 . . . . 0.1(4) ?
C16 C15 C14 C13 . . . . -1.1(4) ?
C8 C7 C6 C5 . . . . -179.1(3) ?
C18 N2 C10 C11 . . . . 1.2(4) ?
C17 C16 C15 C14 . . . . -179.2(3) ?
C15 C16 C17 C18 . . . . -179.9(3) ?
C15 C14 C13 C12 . . . . 0.5(4) ?
C3 C2 C1 N1 . . . . 179.6(2) ?
C3 C2 C7 C8 . . . . -179.9(2) ?
C3 C2 C7 C6 . . . . 0.3(4) ?
C12 C11 C16 C17 . . . . 179.8(2) ?
C12 C11 C16 C15 . . . . -0.4(4) ?
C12 C11 C10 N2 . . . . 179.7(2) ?
C6 C7 C8 C9 . . . . 179.4(3) ?
C6 C5 C4 C3 . . . . 0.4(5) ?
C10 N2 C18 C17 . . . . -2.0(4) ?
C10 C11 C16 C17 . . . . -0.7(4) ?
C10 C11 C16 C15 . . . . 179.1(2) ?
C10 C11 C12 C13 . . . . -179.7(3) ?
