#------------------------------------------------------------------------------
#$Date: 2022-08-30 11:01:42 +0300 (Tue, 30 Aug 2022) $
#$Revision: 277455 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/57/8105714.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_8105714
loop_
_publ_author_name
'Yang, Qian-Zhi'
'Yang, Yu-Xin'
'Kuang, Jin-Hao'
'Li, Zhong-Yan'
'Lin Yuan,'
_publ_section_title
;
 The crystal structure of
 bis((E)-2-((tert-butylimino)methyl)-4-chlorophenolato-κ2 N,O)zinc(II),
 C22H26Cl2N2O2Zn
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              425
_journal_page_last               427
_journal_paper_doi               10.1515/ncrs-2022-0049
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C22 H26 Cl2 N2 O2 Zn'
_chemical_formula_sum            'C22 H26 Cl2 N2 O2 Zn'
_chemical_formula_weight         486.72
_chemical_name_systematic
;
The crystal structure of (E)-2-((tert-butylimino)methyl)-4-chlorophenol Zinc
Complex 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 99.705(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.488(7)
_cell_length_b                   10.139(7)
_cell_length_c                   22.760(15)
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.20
_cell_volume                     2386(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21975
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         1.815
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.273
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1049 before and 0.0376 after correction.
The Ratio of minimum to maximum transmission is 0.7543.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         4208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0395
_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)+(0.0376P)²+2.9448P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1053
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3749
_reflns_number_total             4208
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0049_suppl.cif
_cod_data_source_block           2
_cod_database_code               8105714
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C7(H7), C3(H3), C17(H17), C15(H15), C6(H6), C4(H4), C14(H14)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C20(H20A,H20B,H20C), C9(H9A,H9B,
 H9C), C11(H11A,H11B,H11C), C10(H10A,H10B,H10C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5995(3) 0.2509(3) 0.83077(13) 0.0468(7) Uani 1 1 d . . . . .
C2 C 0.5307(3) 0.3638(3) 0.84439(13) 0.0479(7) Uani 1 1 d . . . . .
C3 C 0.5220(3) 0.3852(4) 0.90477(15) 0.0602(8) Uani 1 1 d . . . . .
H3 H 0.477820 0.459169 0.914832 0.072 Uiso 1 1 calc R . . . .
C4 C 0.5759(4) 0.3019(4) 0.94885(16) 0.0676(10) Uani 1 1 d . . . . .
H4 H 0.569398 0.319941 0.988300 0.081 Uiso 1 1 calc R . . . .
C5 C 0.6403(4) 0.1904(4) 0.93484(16) 0.0724(10) Uani 1 1 d . . . . .
C6 C 0.6530(4) 0.1659(4) 0.87754(16) 0.0656(9) Uani 1 1 d . . . . .
H6 H 0.697992 0.091333 0.868879 0.079 Uiso 1 1 calc R . . . .
C7 C 0.6265(3) 0.2160(3) 0.77272(14) 0.0487(7) Uani 1 1 d . . . . .
H7 H 0.681693 0.144516 0.771691 0.058 Uiso 1 1 calc R . . . .
C8 C 0.6306(3) 0.2224(3) 0.66711(14) 0.0540(8) Uani 1 1 d . . . . .
C9 C 0.6852(7) 0.0843(5) 0.6723(2) 0.120(2) Uani 1 1 d . . . . .
H9A H 0.757108 0.080710 0.704495 0.180 Uiso 1 1 calc GR . . . .
H9B H 0.713665 0.060668 0.635735 0.180 Uiso 1 1 calc GR . . . .
H9C H 0.619537 0.023707 0.679854 0.180 Uiso 1 1 calc GR . . . .
C10 C 0.7323(7) 0.3157(7) 0.6552(3) 0.173(4) Uani 1 1 d . . . . .
H10A H 0.699773 0.404319 0.654814 0.259 Uiso 1 1 calc GR . . . .
H10B H 0.756006 0.295834 0.617272 0.259 Uiso 1 1 calc GR . . . .
H10C H 0.806776 0.307431 0.685913 0.259 Uiso 1 1 calc GR . . . .
C11 C 0.5185(6) 0.2248(8) 0.6173(2) 0.145(3) Uani 1 1 d . . . . .
H11A H 0.451245 0.168738 0.626949 0.217 Uiso 1 1 calc GR . . . .
H11B H 0.545499 0.193922 0.581494 0.217 Uiso 1 1 calc GR . . . .
H11C H 0.486592 0.313433 0.611474 0.217 Uiso 1 1 calc GR . . . .
C12 C 0.3291(3) 0.6265(3) 0.61896(12) 0.0434(6) Uani 1 1 d . . . . .
C13 C 0.4603(3) 0.6507(3) 0.64277(14) 0.0491(7) Uani 1 1 d . . . . .
C14 C 0.5204(4) 0.7571(3) 0.61840(18) 0.0690(10) Uani 1 1 d . . . . .
H14 H 0.606939 0.774886 0.633021 0.083 Uiso 1 1 calc R . . . .
C15 C 0.4561(4) 0.8352(4) 0.57401(18) 0.0712(10) Uani 1 1 d . . . . .
H15 H 0.498993 0.904379 0.558884 0.085 Uiso 1 1 calc R . . . .
C16 C 0.3279(4) 0.8111(3) 0.55180(15) 0.0609(9) Uani 1 1 d . . . . .
C17 C 0.2658(3) 0.7094(3) 0.57353(14) 0.0545(8) Uani 1 1 d . . . . .
H17 H 0.179186 0.694087 0.558065 0.065 Uiso 1 1 calc R . . . .
C18 C 0.2506(3) 0.5234(3) 0.63836(13) 0.0441(6) Uani 1 1 d . . . . .
H18 H 0.163975 0.523567 0.620653 0.053 Uiso 1 1 calc R . . . .
C19 C 0.1828(3) 0.3364(3) 0.69065(15) 0.0517(7) Uani 1 1 d . . . . .
C20 C 0.0961(5) 0.2880(5) 0.6346(2) 0.1034(17) Uani 1 1 d . . . . .
H20A H 0.043649 0.359561 0.616584 0.155 Uiso 1 1 calc GR . . . .
H20B H 0.041286 0.218665 0.644755 0.155 Uiso 1 1 calc GR . . . .
H20C H 0.148417 0.255011 0.607097 0.155 Uiso 1 1 calc GR . . . .
C21 C 0.1029(5) 0.4042(5) 0.7313(2) 0.0962(15) Uani 1 1 d . . . . .
H21A H 0.158349 0.432471 0.766995 0.144 Uiso 1 1 calc GR . . . .
H21B H 0.039513 0.343726 0.741398 0.144 Uiso 1 1 calc GR . . . .
H21C H 0.060000 0.479384 0.711273 0.144 Uiso 1 1 calc GR . . . .
C22 C 0.2519(4) 0.2214(5) 0.7239(3) 0.1036(18) Uani 1 1 d . . . . .
H22A H 0.304695 0.178342 0.699035 0.155 Uiso 1 1 calc GR . . . .
H22B H 0.189494 0.160066 0.734129 0.155 Uiso 1 1 calc GR . . . .
H22C H 0.305548 0.252541 0.759530 0.155 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.7118(2) 0.08261(17) 0.99087(6) 0.1442(7) Uani 1 1 d . . . . .
Cl2 Cl 0.24555(13) 0.91344(12) 0.49620(5) 0.0953(4) Uani 1 1 d . . . . .
N1 N 0.5846(2) 0.2705(2) 0.72221(10) 0.0431(5) Uani 1 1 d . . . . .
N2 N 0.2841(2) 0.4317(2) 0.67665(11) 0.0420(5) Uani 1 1 d . . . . .
O1 O 0.4771(2) 0.4484(2) 0.80495(10) 0.0632(6) Uani 1 1 d . . . . .
O2 O 0.5291(2) 0.5823(2) 0.68545(11) 0.0637(6) Uani 1 1 d . . . . .
Zn1 Zn 0.46723(3) 0.42824(3) 0.72054(2) 0.04662(14) Uani 1 1 d . . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Zn1 O1 111.45(11) . .
O2 Zn1 N2 98.11(10) . .
O2 Zn1 N1 113.98(11) . .
O1 Zn1 N2 112.44(10) . .
O1 Zn1 N1 97.81(9) . .
N2 Zn1 N1 123.55(10) . .
C13 O2 Zn1 124.0(2) . .
C2 O1 Zn1 124.5(2) . .
C18 N2 Zn1 118.7(2) . .
C18 N2 C19 119.1(2) . .
C19 N2 Zn1 122.12(18) . .
C7 N1 Zn1 118.3(2) . .
C7 N1 C8 119.9(3) . .
C8 N1 Zn1 121.61(19) . .
N2 C18 H18 115.6 . .
N2 C18 C12 128.9(3) . .
C12 C18 H18 115.6 . .
C13 C12 C18 125.2(3) . .
C17 C12 C18 115.7(3) . .
C17 C12 C13 119.1(3) . .
O1 C2 C1 124.0(3) . .
O1 C2 C3 118.7(3) . .
C3 C2 C1 117.2(3) . .
C2 C1 C7 125.9(3) . .
C6 C1 C2 118.8(3) . .
C6 C1 C7 115.3(3) . .
N1 C7 C1 128.6(3) . .
N1 C7 H7 115.7 . .
C1 C7 H7 115.7 . .
O2 C13 C12 125.0(3) . .
O2 C13 C14 118.1(3) . .
C14 C13 C12 116.9(3) . .
N2 C19 C21 108.7(3) . .
N2 C19 C20 111.9(3) . .
C21 C19 C20 110.2(4) . .
C22 C19 N2 107.7(3) . .
C22 C19 C21 108.3(4) . .
C22 C19 C20 109.9(4) . .
N1 C8 C9 114.1(3) . .
C11 C8 N1 107.9(3) . .
C11 C8 C9 108.3(4) . .
C10 C8 N1 106.7(3) . .
C10 C8 C9 109.3(5) . .
C10 C8 C11 110.5(5) . .
C2 C3 H3 118.8 . .
C4 C3 C2 122.4(3) . .
C4 C3 H3 118.8 . .
C12 C17 H17 119.2 . .
C16 C17 C12 121.6(3) . .
C16 C17 H17 119.2 . .
C17 C16 Cl2 120.4(3) . .
C17 C16 C15 120.1(3) . .
C15 C16 Cl2 119.6(3) . .
C16 C15 H15 120.1 . .
C14 C15 C16 119.9(3) . .
C14 C15 H15 120.1 . .
C1 C6 H6 119.2 . .
C5 C6 C1 121.6(3) . .
C5 C6 H6 119.2 . .
C3 C4 H4 120.1 . .
C3 C4 C5 119.8(3) . .
C5 C4 H4 120.1 . .
C13 C14 H14 118.8 . .
C15 C14 C13 122.4(4) . .
C15 C14 H14 118.8 . .
C6 C5 Cl1 119.2(3) . .
C6 C5 C4 120.2(3) . .
C4 C5 Cl1 120.6(3) . .
C19 C21 H21A 109.5 . .
C19 C21 H21B 109.5 . .
C19 C21 H21C 109.5 . .
H21A C21 H21B 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C19 C22 H22A 109.5 . .
C19 C22 H22B 109.5 . .
C19 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10B 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 1.917(2) .
Zn1 O1 1.917(3) .
Zn1 N2 2.010(3) .
Zn1 N1 2.014(3) .
Cl2 C16 1.748(3) .
Cl1 C5 1.749(4) .
O2 C13 1.307(4) .
O1 C2 1.299(4) .
N2 C18 1.282(4) .
N2 C19 1.509(4) .
N1 C7 1.285(4) .
N1 C8 1.499(4) .
C18 H18 0.9300 .
C18 C12 1.445(4) .
C12 C13 1.413(4) .
C12 C17 1.409(4) .
C2 C1 1.415(4) .
C2 C3 1.409(4) .
C1 C7 1.442(4) .
C1 C6 1.410(4) .
C7 H7 0.9300 .
C13 C14 1.410(5) .
C19 C21 1.514(5) .
C19 C22 1.507(5) .
C19 C20 1.518(5) .
C8 C9 1.510(5) .
C8 C11 1.489(6) .
C8 C10 1.484(6) .
C3 H3 0.9300 .
C3 C4 1.359(5) .
C17 H17 0.9300 .
C17 C16 1.357(5) .
C16 C15 1.376(5) .
C15 H15 0.9300 .
C15 C14 1.368(5) .
C6 H6 0.9300 .
C6 C5 1.356(5) .
C4 H4 0.9300 .
C4 C5 1.382(5) .
C14 H14 0.9300 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
