#------------------------------------------------------------------------------
#$Date: 2024-12-07 19:10:32 +0200 (Sat, 07 Dec 2024) $
#$Revision: 296775 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572949.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_1572949
loop_
_publ_author_name
'Le Thi Hong, Hai'
'Nguyen, Hien'
'Trinh Hong, Duong'
'Nguyen Hoang, Ninh'
'Nguyen Nhat, Khanh'
'Van Meervelt, Luc'
_publ_section_title
;
 Crystal structures and photophysical properties of mono- and dinuclear
 ZnII complexes flanked by triethylammonium
;
_journal_issue                   11
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              1210
_journal_page_last               1216
_journal_paper_doi               10.1107/S2056989024010302
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '(C6 H16 N)2 [Zn2 (C20 H14 N2 O2) Cl4]'
_chemical_formula_moiety         '2(C6 H16 N +), C20 H14 Cl4 N2 O2 Zn2 2-'
_chemical_formula_sum            'C32 H46 Cl4 N4 O2 Zn2'
_chemical_formula_weight         791.24
_chemical_name_systematic
;Bis(triethylammonium)
{2,2'-[1,4-phenylenebis(nitrilomethylidyne)]diphenolato}bis[dichloridozinc(II)]
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.838(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.9843(9)
_cell_length_b                   13.4570(7)
_cell_length_c                   11.9944(11)
_cell_measurement_reflns_used    3646
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.7250
_cell_measurement_theta_min      3.0110
_cell_volume                     1878.2(3)
_computing_cell_refinement
;
CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
Olex2 1.3 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 1.3 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2016/4 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10514
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.636
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.594
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47320
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            'orangish brown'
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.932
_refine_diff_density_min         -0.388
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3814
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0813P)²+0.7323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1389
_refine_ls_wR_factor_ref         0.1575
_reflns_number_gt                2836
_reflns_number_total             3814
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            oo2008.cif
_cod_data_source_block           ZnBS
_cod_depositor_comments
'Adding full bibliography for 1572948--1572949.cif.'
_cod_database_code               1572949
_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   0.503
_shelx_estimated_absorpt_t_max   0.503
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Zn Zn1 0.26755(4) 0.45138(3) 0.68426(4) 0.0407(2) Uani d 1 . .
Cl Cl1 0.37732(10) 0.32105(8) 0.66656(10) 0.0572(3) Uani d 1 . .
O O1 0.2337(3) 0.5315(2) 0.5445(2) 0.0478(7) Uani d 1 . .
N N1 0.3640(3) 0.5558(2) 0.7831(3) 0.0356(7) Uani d 1 . .
C C1 0.2399(3) 0.6292(3) 0.5442(3) 0.0389(9) Uani d 1 . .
Cl Cl2 0.11116(10) 0.41690(10) 0.74634(14) 0.0734(4) Uani d 1 . .
C C2 0.1859(4) 0.6806(3) 0.4441(4) 0.0495(10) Uani d 1 . .
H H2A 0.146066 0.645011 0.380496 0.059 Uiso calc 1 . .
C C3 0.1907(4) 0.7823(4) 0.4379(4) 0.0577(12) Uani d 1 . .
H H3 0.153834 0.814314 0.370471 0.069 Uiso calc 1 . .
C C4 0.2495(4) 0.8379(4) 0.5303(4) 0.0619(13) Uani d 1 . .
H H4 0.252095 0.906859 0.525949 0.074 Uiso calc 1 . .
C C5 0.3038(4) 0.7891(3) 0.6282(4) 0.0600(13) Uani d 1 . .
H H5 0.345075 0.826185 0.689899 0.072 Uiso calc 1 . .
C C6 0.3000(3) 0.6862(3) 0.6396(3) 0.0399(9) Uani d 1 . .
C C7 0.3605(3) 0.6466(3) 0.7493(3) 0.0423(9) Uani d 1 . .
H H7 0.401718 0.692082 0.801615 0.051 Uiso calc 1 . .
C C8 0.4335(3) 0.5297(3) 0.8932(3) 0.0370(8) Uani d 1 . .
C C9 0.5314(3) 0.5822(3) 0.9465(3) 0.0421(9) Uani d 1 . .
H H9 0.553630 0.637402 0.910344 0.051 Uiso calc 1 . .
C C10 0.5960(4) 0.5531(3) 1.0529(4) 0.0422(9) Uani d 1 . .
H H10 0.660230 0.589988 1.088557 0.051 Uiso calc 1 . .
N N2 0.2124(3) 0.4098(3) 0.3531(3) 0.0542(9) Uani d 1 . .
C C11 0.1537(5) 0.4581(4) 0.2419(5) 0.0652(14) Uani d 1 . .
H H11A 0.195358 0.518079 0.232368 0.078 Uiso calc 1 . .
H H11B 0.076908 0.477601 0.246096 0.078 Uiso calc 1 . .
C C12 0.1446(6) 0.3922(5) 0.1357(5) 0.0908(19) Uani d 1 . .
H H12A 0.106666 0.428237 0.068169 0.136 Uiso calc 1 . .
H H12B 0.101226 0.333556 0.142833 0.136 Uiso calc 1 . .
H H12C 0.220244 0.373539 0.129589 0.136 Uiso calc 1 . .
C C13 0.1557(5) 0.3189(4) 0.3848(5) 0.0790(16) Uani d 1 . .
H H13A 0.152196 0.269200 0.325422 0.095 Uiso calc 1 . .
H H13B 0.202858 0.292250 0.455665 0.095 Uiso calc 1 . .
C C14 0.0394(5) 0.3356(5) 0.3998(6) 0.095(2) Uani d 1 . .
H H14A -0.009863 0.356026 0.328064 0.142 Uiso calc 1 . .
H H14B 0.041376 0.386598 0.456219 0.142 Uiso calc 1 . .
H H14C 0.010573 0.275206 0.424967 0.142 Uiso calc 1 . .
C C15 0.3399(5) 0.3890(4) 0.3623(4) 0.0692(14) Uani d 1 . .
H H15A 0.373086 0.358910 0.436289 0.083 Uiso calc 1 . .
H H15B 0.346897 0.341748 0.303305 0.083 Uiso calc 1 . .
C C16 0.4060(6) 0.4798(6) 0.3498(6) 0.100(2) Uani d 1 . .
H H16A 0.389363 0.499031 0.270413 0.150 Uiso calc 1 . .
H H16B 0.486673 0.466640 0.376430 0.150 Uiso calc 1 . .
H H16C 0.384566 0.532625 0.394328 0.150 Uiso calc 1 . .
H H2 0.217(4) 0.461(3) 0.410(4) 0.054(13) Uiso d 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'
Cl Cl 0.1484 0.1585 '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
O1 Zn1 Cl1 . . 111.00(9) ?
O1 Zn1 N1 . . 95.27(12) ?
O1 Zn1 Cl2 . . 112.58(10) ?
N1 Zn1 Cl1 . . 109.60(9) ?
N1 Zn1 Cl2 . . 111.06(10) ?
Cl2 Zn1 Cl1 . . 115.51(5) ?
C1 O1 Zn1 . . 123.6(2) ?
C7 N1 Zn1 . . 120.5(3) ?
C7 N1 C8 . . 119.6(3) ?
C8 N1 Zn1 . . 119.9(2) ?
O1 C1 C2 . . 118.7(3) ?
O1 C1 C6 . . 123.6(3) ?
C2 C1 C6 . . 117.6(4) ?
C1 C2 H2A . . 119.3 ?
C3 C2 C1 . . 121.4(4) ?
C3 C2 H2A . . 119.3 ?
C2 C3 H3 . . 119.4 ?
C2 C3 C4 . . 121.1(4) ?
C4 C3 H3 . . 119.4 ?
C3 C4 H4 . . 120.8 ?
C5 C4 C3 . . 118.4(4) ?
C5 C4 H4 . . 120.8 ?
C4 C5 H5 . . 118.6 ?
C4 C5 C6 . . 122.8(4) ?
C6 C5 H5 . . 118.6 ?
C1 C6 C7 . . 125.6(3) ?
C5 C6 C1 . . 118.7(4) ?
C5 C6 C7 . . 115.8(4) ?
N1 C7 C6 . . 127.6(4) ?
N1 C7 H7 . . 116.2 ?
C6 C7 H7 . . 116.2 ?
C9 C8 N1 . . 122.9(3) ?
C10 C8 N1 3_667 . 118.4(3) ?
C10 C8 C9 3_667 . 118.7(3) ?
C8 C9 H9 . . 119.8 ?
C10 C9 C8 . . 120.4(4) ?
C10 C9 H9 . . 119.8 ?
C8 C10 C9 3_667 . 120.9(4) ?
C8 C10 H10 3_667 . 119.5 ?
C9 C10 H10 . . 119.5 ?
C11 N2 C15 . . 113.0(4) ?
C11 N2 H2 . . 105(3) ?
C13 N2 C11 . . 115.9(4) ?
C13 N2 C15 . . 109.8(4) ?
C13 N2 H2 . . 111(3) ?
C15 N2 H2 . . 101(3) ?
N2 C11 H11A . . 108.7 ?
N2 C11 H11B . . 108.7 ?
N2 C11 C12 . . 114.4(4) ?
H11A C11 H11B . . 107.6 ?
C12 C11 H11A . . 108.7 ?
C12 C11 H11B . . 108.7 ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12B . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N2 C13 H13A . . 108.7 ?
N2 C13 H13B . . 108.7 ?
H13A C13 H13B . . 107.6 ?
C14 C13 N2 . . 114.2(5) ?
C14 C13 H13A . . 108.7 ?
C14 C13 H13B . . 108.7 ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N2 C15 H15A . . 109.0 ?
N2 C15 H15B . . 109.0 ?
H15A C15 H15B . . 107.8 ?
C16 C15 N2 . . 112.9(5) ?
C16 C15 H15A . . 109.0 ?
C16 C15 H15B . . 109.0 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16B . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
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
Zn1 Cl1 . 2.2327(11) ?
Zn1 O1 . 1.952(3) ?
Zn1 N1 . 2.015(3) ?
Zn1 Cl2 . 2.2248(13) ?
O1 C1 . 1.316(4) ?
N1 C7 . 1.284(5) ?
N1 C8 . 1.427(5) ?
C1 C2 . 1.403(5) ?
C1 C6 . 1.422(5) ?
C2 H2A . 0.9300 ?
C2 C3 . 1.372(6) ?
C3 H3 . 0.9300 ?
C3 C4 . 1.383(7) ?
C4 H4 . 0.9300 ?
C4 C5 . 1.367(6) ?
C5 H5 . 0.9300 ?
C5 C6 . 1.394(6) ?
C6 C7 . 1.444(5) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.388(5) ?
C8 C10 3_667 1.376(5) ?
C9 H9 . 0.9300 ?
C9 C10 . 1.382(5) ?
C10 C8 3_667 1.376(5) ?
C10 H10 . 0.9300 ?
N2 C11 . 1.499(6) ?
N2 C13 . 1.492(7) ?
N2 C15 . 1.531(6) ?
N2 H2 . 0.96(5) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C11 C12 . 1.534(8) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C13 C14 . 1.465(8) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C15 C16 . 1.483(9) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O1 1_555 1_555 1_555 0.96(4) 1.84(4) 2.782(4) 165(4) y
C9 H9 Cl1 1_555 1_555 2_656 0.93 2.83 3.752(4) 171 y
C11 H11 Cl2 1_555 1_555 3_566 0.97 2.68 3.625(6) 164 y
C13 H13 Cl2 1_555 1_555 4_565 0.97 2.68 3.562(6) 151 y
C15 H15A Cl1 1_555 1_555 1_555 0.97 2.80 3.684(5) 152 y
C15 H15B Cl1 1_555 1_555 4_565 0.97 2.81 3.769(5) 169 y
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 C1 C2 . . . . -163.5(3) ?
Zn1 O1 C1 C6 . . . . 17.6(5) ?
Zn1 N1 C7 C6 . . . . -5.5(6) ?
Zn1 N1 C8 C9 . . . . 154.8(3) ?
Zn1 N1 C8 C10 . . . 3_667 -23.2(5) ?
O1 C1 C2 C3 . . . . -179.0(4) ?
O1 C1 C6 C5 . . . . 178.0(4) ?
O1 C1 C6 C7 . . . . -1.0(6) ?
N1 C8 C9 C10 . . . . -179.5(4) ?
C1 C2 C3 C4 . . . . 0.3(7) ?
C1 C6 C7 N1 . . . . -5.5(7) ?
C2 C1 C6 C5 . . . . -1.0(6) ?
C2 C1 C6 C7 . . . . -180.0(4) ?
C2 C3 C4 C5 . . . . 0.5(7) ?
C3 C4 C5 C6 . . . . -1.6(8) ?
C4 C5 C6 C1 . . . . 1.9(7) ?
C4 C5 C6 C7 . . . . -179.1(5) ?
C5 C6 C7 N1 . . . . 175.5(4) ?
C6 C1 C2 C3 . . . . 0.0(6) ?
C7 N1 C8 C9 . . . . -27.6(6) ?
C7 N1 C8 C10 . . . 3_667 154.5(4) ?
C8 N1 C7 C6 . . . . 176.9(4) ?
C8 C9 C10 C8 . . . 3_667 1.6(7) ?
C10 C8 C9 C10 3_667 . . . -1.6(7) ?
C11 N2 C13 C14 . . . . -61.3(6) ?
C11 N2 C15 C16 . . . . 57.8(6) ?
C13 N2 C11 C12 . . . . -61.6(6) ?
C13 N2 C15 C16 . . . . -171.1(5) ?
C15 N2 C11 C12 . . . . 66.4(6) ?
C15 N2 C13 C14 . . . . 169.1(5) ?
