#------------------------------------------------------------------------------
#$Date: 2021-03-05 04:14:21 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262670 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/03/7060318.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_7060318
loop_
_publ_author_name
'Novák, Miroslav'
'Jambor, Roman'
'R°užičková, Zdeňka'
'Podzimek, Štěpán'
_publ_section_title
;
 Unique reactivity of an α-ketiminopyridine ligand with metal--alkyls:
 Synthesis and ROP of ε-caprolactone
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3800
_journal_page_last               3808
_journal_paper_doi               10.1039/D0NJ05498D
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C22 H30 N2 O Zn'
_chemical_formula_weight         403.87
_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   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-01-06 deposited with the CCDC.	2021-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.701(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7931(13)
_cell_length_b                   11.9320(6)
_cell_length_c                   16.3490(14)
_cell_measurement_reflns_used    14463
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     2055.2(3)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_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  0.0420
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14463
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_min         2.204
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_crystal_colour            colourles
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.157
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4650
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0392
_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)+(0.0349P)²+1.4043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0973
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3319
_reflns_number_total             4650
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05498d2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7060316--7060319.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C22 H30 N2 O1 Zn1'
_cod_database_code               7060318
_shelx_shelxl_version_number     2017/1
_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.
;
_exptl_absorpt_special_details
;
The ratio of minimum to maximum
apparent transmission was 0.842
;
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_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
Zn1 Zn 0.48206(3) 0.26400(2) 0.10324(2) 0.02907(10) Uani 1 1 d . . . . .
O1 O 0.29011(19) 0.34271(15) -0.09217(12) 0.0396(5) Uani 1 1 d . . . . .
N1 N 0.66427(19) 0.25626(16) 0.15193(13) 0.0267(4) Uani 1 1 d . . . . .
C1 C 0.7159(3) 0.3091(2) 0.10221(17) 0.0303(6) Uani 1 1 d . . . . .
C2 C 0.6211(3) 0.35813(19) 0.01524(17) 0.0301(6) Uani 1 1 d . . . . .
N2 N 0.4983(2) 0.33874(16) -0.00405(14) 0.0281(5) Uani 1 1 d . . . . .
C4 C 0.4280(3) 0.4266(2) -0.14924(18) 0.0403(7) Uani 1 1 d . . . . .
H4 H 0.361840 0.447807 -0.205019 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4049(3) 0.3715(2) -0.08426(17) 0.0325(6) Uani 1 1 d . . . . .
C5 C 0.5529(3) 0.4492(2) -0.12873(19) 0.0429(7) Uani 1 1 d . . . . .
H5 H 0.571577 0.487007 -0.170967 0.052 Uiso 1 1 calc R U . . .
C6 C 0.6498(3) 0.4163(2) -0.04639(18) 0.0374(6) Uani 1 1 d . . . . .
H6 H 0.733629 0.432854 -0.032228 0.045 Uiso 1 1 calc R U . . .
C7 C 0.8420(3) 0.3164(2) 0.1259(2) 0.0438(7) Uani 1 1 d . . . . .
H7A H 0.901111 0.283870 0.180001 0.053 Uiso 1 1 calc R U . . .
H7B H 0.869093 0.354019 0.088011 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1809(3) 0.3679(3) -0.1769(2) 0.0518(8) Uani 1 1 d . . . . .
H8A H 0.105755 0.341279 -0.174250 0.078 Uiso 1 1 calc R U . . .
H8B H 0.188992 0.331793 -0.226451 0.078 Uiso 1 1 calc R U . . .
H8C H 0.174858 0.447496 -0.186525 0.078 Uiso 1 1 calc R U . . .
C10 C 0.7729(2) 0.0798(2) 0.21527(17) 0.0303(6) Uani 1 1 d . . . . .
C9 C 0.7486(2) 0.1919(2) 0.22876(16) 0.0259(5) Uani 1 1 d . . . . .
C12 C 0.9121(3) 0.0645(3) 0.3755(2) 0.0449(7) Uani 1 1 d . . . . .
H12 H 0.967984 0.022070 0.424910 0.054 Uiso 1 1 calc R U . . .
C11 C 0.8541(3) 0.0176(2) 0.29001(19) 0.0395(7) Uani 1 1 d . . . . .
H11 H 0.869516 -0.057082 0.282153 0.047 Uiso 1 1 calc R U . . .
C14 C 0.8062(2) 0.2398(2) 0.31598(17) 0.0306(5) Uani 1 1 d . . . . .
C13 C 0.8880(3) 0.1739(3) 0.38859(18) 0.0394(7) Uani 1 1 d . . . . .
H13 H 0.927276 0.204466 0.447122 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6052(3) -0.0542(3) 0.1179(3) 0.0644(10) Uani 1 1 d . . . . .
H17A H 0.563696 -0.087183 0.058077 0.097 Uiso 1 1 calc R U . . .
H17B H 0.544297 -0.013394 0.130135 0.097 Uiso 1 1 calc R U . . .
H17C H 0.642466 -0.112120 0.162897 0.097 Uiso 1 1 calc R U . . .
C16 C 0.8018(4) -0.0354(3) 0.0966(2) 0.0634(10) Uani 1 1 d . . . . .
H16A H 0.757665 -0.063923 0.035338 0.095 Uiso 1 1 calc R U . . .
H16B H 0.840111 -0.096450 0.138272 0.095 Uiso 1 1 calc R U . . .
H16C H 0.866599 0.015907 0.100179 0.095 Uiso 1 1 calc R U . . .
C15 C 0.7084(3) 0.0253(2) 0.12211(19) 0.0383(6) Uani 1 1 d . . . . .
H15 H 0.667595 0.084551 0.076778 0.046 Uiso 1 1 calc R U . . .
C18 C 0.7767(3) 0.3586(2) 0.33076(19) 0.0386(7) Uani 1 1 d . . . . .
H18 H 0.748458 0.397710 0.272152 0.046 Uiso 1 1 calc R U . . .
C19 C 0.8876(4) 0.4226(4) 0.4000(3) 0.0924(16) Uani 1 1 d . . . . .
H19A H 0.863955 0.499550 0.400193 0.139 Uiso 1 1 calc R U . . .
H19B H 0.957060 0.418456 0.384633 0.139 Uiso 1 1 calc R U . . .
H19C H 0.912936 0.390809 0.459657 0.139 Uiso 1 1 calc R U . . .
C20 C 0.6688(3) 0.3630(3) 0.3559(3) 0.0585(9) Uani 1 1 d . . . . .
H20A H 0.645958 0.439713 0.358397 0.088 Uiso 1 1 calc R U . . .
H20B H 0.694530 0.328656 0.414702 0.088 Uiso 1 1 calc R U . . .
H20C H 0.597096 0.323523 0.310746 0.088 Uiso 1 1 calc R U . . .
C21 C 0.3462(3) 0.2283(2) 0.13546(19) 0.0393(6) Uani 1 1 d . . . . .
H21A H 0.337743 0.147415 0.134463 0.047 Uiso 1 1 calc R U . . .
H21B H 0.373035 0.252329 0.198145 0.047 Uiso 1 1 calc R U . . .
C22 C 0.2157(3) 0.2771(3) 0.0776(2) 0.0464(7) Uani 1 1 d . . . . .
H22A H 0.159363 0.255367 0.102720 0.070 Uiso 1 1 calc R U . . .
H22B H 0.183648 0.249478 0.016086 0.070 Uiso 1 1 calc R U . . .
H22C H 0.221265 0.357350 0.077358 0.070 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
N1 Zn1 C21 141.07(10) . . ?
N1 Zn1 N2 81.90(8) . . ?
C21 Zn1 N2 136.98(10) . . ?
C3 O1 C8 117.8(2) . . ?
C1 N1 C9 116.8(2) . . ?
C1 N1 Zn1 116.32(16) . . ?
C9 N1 Zn1 126.55(15) . . ?
C7 C1 N1 125.6(2) . . ?
C7 C1 C2 120.4(2) . . ?
N1 C1 C2 114.0(2) . . ?
N2 C2 C6 120.1(2) . . ?
N2 C2 C1 115.1(2) . . ?
C6 C2 C1 124.8(2) . . ?
C3 N2 C2 120.1(2) . . ?
C3 N2 Zn1 127.82(19) . . ?
C2 N2 Zn1 112.05(16) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
N2 C3 O1 111.7(2) . . ?
N2 C3 C4 122.3(3) . . ?
O1 C3 C4 126.0(3) . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C2 119.3(3) . . ?
C5 C6 H6 120.4 . . ?
C2 C6 H6 120.4 . . ?
C1 C7 H7A 120.0 . . ?
C1 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 C15 119.7(2) . . ?
C9 C10 C15 121.5(2) . . ?
C14 C9 C10 120.6(2) . . ?
C14 C9 N1 120.4(2) . . ?
C10 C9 N1 119.0(2) . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C14 C9 118.3(2) . . ?
C13 C14 C18 121.2(2) . . ?
C9 C14 C18 120.5(2) . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C15 C17 110.2(2) . . ?
C10 C15 C16 112.4(2) . . ?
C17 C15 C16 110.7(3) . . ?
C10 C15 H15 107.8 . . ?
C17 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C19 C18 C20 109.5(3) . . ?
C19 C18 C14 114.5(3) . . ?
C20 C18 C14 111.2(2) . . ?
C19 C18 H18 107.1 . . ?
C20 C18 H18 107.1 . . ?
C14 C18 H18 107.1 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 Zn1 118.5(2) . . ?
C22 C21 H21A 107.7 . . ?
Zn1 C21 H21A 107.7 . . ?
C22 C21 H21B 107.7 . . ?
Zn1 C21 H21B 107.7 . . ?
H21A C21 H21B 107.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N1 1.929(2) . ?
Zn1 C21 1.945(3) . ?
Zn1 N2 2.052(2) . ?
O1 C3 1.345(3) . ?
O1 C8 1.437(3) . ?
N1 C1 1.369(3) . ?
N1 C9 1.426(3) . ?
C1 C7 1.360(4) . ?
C1 C2 1.479(4) . ?
C2 N2 1.356(3) . ?
C2 C6 1.385(3) . ?
N2 C3 1.337(3) . ?
C4 C3 1.376(4) . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C11 1.382(4) . ?
C10 C9 1.406(3) . ?
C10 C15 1.510(4) . ?
C9 C14 1.397(3) . ?
C12 C11 1.370(4) . ?
C12 C13 1.373(4) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C14 C13 1.389(4) . ?
C14 C18 1.504(4) . ?
C13 H13 0.9300 . ?
C17 C15 1.519(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 C15 1.525(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15 0.9800 . ?
C18 C19 1.499(4) . ?
C18 C20 1.503(4) . ?
C18 H18 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.515(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
