#------------------------------------------------------------------------------
#$Date: 2021-03-05 04:14:21 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262670 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/03/7060317.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_7060317
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            'C24 H36 N2 O Zn'
_chemical_formula_weight         433.92
_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
_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                 96.630(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3724(4)
_cell_length_b                   18.9533(8)
_cell_length_c                   13.5059(7)
_cell_measurement_reflns_used    40188
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     2383.12(19)
_computing_cell_refinement       'APEX3 v2016.9-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.3'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 - Venture'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40188
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.582
_diffrn_reflns_theta_min         2.437
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.046
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector
scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.211
_refine_diff_density_max         1.408
_refine_diff_density_min         -0.834
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         5510
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0350
_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)+(0.0483P)²+1.9616P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5003
_reflns_number_total             5510
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05498d2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7060316--7060319.cif.'
_cod_original_cell_volume        2383.11(19)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7060317
_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 0.525
;
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
Zn1 Zn 0.26801(2) 0.70214(2) 0.35383(2) 0.02020(8) Uani 1 1 d . . . . .
C1 C 0.49015(19) 0.78541(10) 0.49344(14) 0.0207(3) Uani 1 1 d . . . . .
N1 N 0.40277(15) 0.79570(7) 0.41427(11) 0.0160(3) Uani 1 1 d . . . . .
O1 O 0.27255(16) 0.56618(7) 0.48627(11) 0.0314(3) Uani 1 1 d . . . . .
N2 N 0.38816(16) 0.66901(8) 0.49674(11) 0.0190(3) Uani 1 1 d . . . . .
C2 C 0.48967(19) 0.71363(10) 0.53896(13) 0.0192(3) Uani 1 1 d . . . . .
C4 C 0.4715(2) 0.58137(10) 0.61738(15) 0.0270(4) Uani 1 1 d . . . . .
H4 H 0.462982 0.535139 0.643241 0.032 Uiso 1 1 calc R U . . .
C3 C 0.37943(19) 0.60500(9) 0.53503(13) 0.0212(3) Uani 1 1 d . . . . .
C7 C 0.5896(3) 0.84004(12) 0.54430(18) 0.0367(5) Uani 1 1 d . . . . .
H7A H 0.689321 0.824525 0.544169 0.055 Uiso 1 1 calc R U . . .
H7B H 0.568605 0.846176 0.613193 0.055 Uiso 1 1 calc R U . . .
H7C H 0.575631 0.884993 0.508640 0.055 Uiso 1 1 calc R U . . .
C6 C 0.5855(2) 0.69482(11) 0.62071(15) 0.0277(4) Uani 1 1 d . . . . .
H6 H 0.656298 0.727040 0.649243 0.033 Uiso 1 1 calc R U . . .
C5 C 0.5749(2) 0.62735(12) 0.65962(15) 0.0319(4) Uani 1 1 d . . . . .
H5 H 0.639089 0.612934 0.715546 0.038 Uiso 1 1 calc R U . . .
C8 C 0.39065(17) 0.86408(9) 0.36850(12) 0.0172(3) Uani 1 1 d . . . . .
C9 C 0.46453(19) 0.87711(10) 0.28542(14) 0.0220(4) Uani 1 1 d . . . . .
C10 C 0.4448(2) 0.94296(11) 0.23866(16) 0.0296(4) Uani 1 1 d . . . . .
H10 H 0.495100 0.953395 0.183290 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3541(2) 0.99292(11) 0.27109(17) 0.0321(4) Uani 1 1 d . . . . .
H11 H 0.340540 1.036769 0.237246 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2829(2) 0.97909(10) 0.35289(15) 0.0274(4) Uani 1 1 d . . . . .
H12 H 0.221135 1.014007 0.375018 0.033 Uiso 1 1 calc R U . . .
C13 C 0.29960(19) 0.91489(9) 0.40400(13) 0.0208(3) Uani 1 1 d . . . . .
C14 C 0.5684(2) 0.82407(12) 0.25094(16) 0.0311(4) Uani 1 1 d . . . . .
H14 H 0.546983 0.777311 0.280182 0.037 Uiso 1 1 calc R U . . .
C15 C 0.5530(3) 0.81559(15) 0.13745(19) 0.0466(6) Uani 1 1 d . . . . .
H15A H 0.451769 0.807894 0.112655 0.070 Uiso 1 1 calc R U . . .
H15B H 0.609933 0.775048 0.119907 0.070 Uiso 1 1 calc R U . . .
H15C H 0.587472 0.858396 0.107169 0.070 Uiso 1 1 calc R U . . .
C16 C 0.7227(3) 0.84368(18) 0.2906(2) 0.0529(7) Uani 1 1 d . . . . .
H16A H 0.788362 0.807188 0.271444 0.079 Uiso 1 1 calc R U . . .
H16B H 0.731310 0.847352 0.363396 0.079 Uiso 1 1 calc R U . . .
H16C H 0.747406 0.889085 0.262278 0.079 Uiso 1 1 calc R U . . .
C17 C 0.2220(2) 0.90301(11) 0.49511(16) 0.0300(4) Uani 1 1 d . . . . .
H17 H 0.248079 0.855005 0.522131 0.036 Uiso 1 1 calc R U . . .
C18 C 0.0590(2) 0.90566(13) 0.4683(2) 0.0422(6) Uani 1 1 d . . . . .
H18A H 0.030886 0.952665 0.442857 0.063 Uiso 1 1 calc R U . . .
H18B H 0.011730 0.895796 0.527907 0.063 Uiso 1 1 calc R U . . .
H18C H 0.029858 0.870233 0.417122 0.063 Uiso 1 1 calc R U . . .
C19 C 0.2713(3) 0.95764(16) 0.57632(19) 0.0467(6) Uani 1 1 d . . . . .
H19A H 0.375917 0.955385 0.591847 0.070 Uiso 1 1 calc R U . . .
H19B H 0.225880 0.947291 0.636529 0.070 Uiso 1 1 calc R U . . .
H19C H 0.243325 1.005007 0.552279 0.070 Uiso 1 1 calc R U . . .
C20 C 0.2445(3) 0.49796(11) 0.52477(18) 0.0347(5) Uani 1 1 d . . . . .
H20A H 0.161217 0.477064 0.484775 0.052 Uiso 1 1 calc R U . . .
H20B H 0.224440 0.502417 0.594125 0.052 Uiso 1 1 calc R U . . .
H20C H 0.328562 0.467622 0.521816 0.052 Uiso 1 1 calc R U . . .
C21 C 0.3798(2) 0.65742(11) 0.25176(15) 0.0284(4) Uani 1 1 d . . . . .
H21A H 0.318721 0.621113 0.215129 0.034 Uiso 1 1 calc R U . . .
H21B H 0.400642 0.693964 0.203075 0.034 Uiso 1 1 calc R U . . .
C22 C 0.5206(4) 0.62326(18) 0.2942(2) 0.0587(8) Uani 1 1 d . . . . .
H22A H 0.569745 0.604531 0.239617 0.088 Uiso 1 1 calc R U . . .
H22B H 0.500920 0.584710 0.339059 0.088 Uiso 1 1 calc R U . . .
H22C H 0.581773 0.658529 0.331297 0.088 Uiso 1 1 calc R U . . .
C23 C 0.0619(2) 0.72076(12) 0.36898(16) 0.0293(4) Uani 1 1 d . . . . .
H23A H 0.055629 0.740076 0.436445 0.035 Uiso 1 1 calc R U . . .
H23B H 0.025216 0.757244 0.320085 0.035 Uiso 1 1 calc R U . . .
C24 C -0.0350(3) 0.65573(16) 0.3542(3) 0.0550(7) Uani 1 1 d . . . . .
H24A H -0.038241 0.639264 0.285203 0.082 Uiso 1 1 calc R U . . .
H24B H -0.132157 0.668065 0.368319 0.082 Uiso 1 1 calc R U . . .
H24C H 0.003380 0.618221 0.399647 0.082 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'
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
_geom_angle_publ_flag
C23 Zn1 C21 136.94(9) . . ?
C23 Zn1 N2 111.22(7) . . ?
C21 Zn1 N2 103.03(7) . . ?
C23 Zn1 N1 109.22(7) . . ?
C21 Zn1 N1 105.25(7) . . ?
N2 Zn1 N1 72.67(5) . . ?
N1 C1 C2 116.69(16) . . ?
N1 C1 C7 125.26(17) . . ?
C2 C1 C7 118.04(16) . . ?
C1 N1 C8 120.47(15) . . ?
C1 N1 Zn1 117.06(12) . . ?
C8 N1 Zn1 122.46(10) . . ?
C3 O1 C20 118.19(16) . . ?
C3 N2 C2 118.77(15) . . ?
C3 N2 Zn1 123.55(12) . . ?
C2 N2 Zn1 117.02(11) . . ?
N2 C2 C6 122.38(17) . . ?
N2 C2 C1 115.64(15) . . ?
C6 C2 C1 121.97(17) . . ?
C5 C4 C3 117.79(18) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N2 C3 O1 112.58(15) . . ?
N2 C3 C4 122.87(18) . . ?
O1 C3 C4 124.55(17) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C6 C5 117.97(19) . . ?
C2 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
C4 C5 C6 120.22(18) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C9 C8 C13 121.70(16) . . ?
C9 C8 N1 118.72(15) . . ?
C13 C8 N1 119.49(15) . . ?
C10 C9 C8 117.65(18) . . ?
C10 C9 C14 120.69(18) . . ?
C8 C9 C14 121.56(17) . . ?
C11 C10 C9 121.56(19) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.82(18) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 121.56(19) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C12 C13 C8 117.70(17) . . ?
C12 C13 C17 119.52(17) . . ?
C8 C13 C17 122.77(16) . . ?
C9 C14 C16 110.4(2) . . ?
C9 C14 C15 112.9(2) . . ?
C16 C14 C15 110.6(2) . . ?
C9 C14 H14 107.6 . . ?
C16 C14 H14 107.6 . . ?
C15 C14 H14 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 C18 111.27(19) . . ?
C13 C17 C19 110.23(18) . . ?
C18 C17 C19 110.81(18) . . ?
C13 C17 H17 108.1 . . ?
C18 C17 H17 108.1 . . ?
C19 C17 H17 108.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 C20 H20A 109.5 . . ?
O1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 Zn1 114.74(15) . . ?
C22 C21 H21A 108.6 . . ?
Zn1 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
Zn1 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
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 . . ?
C24 C23 Zn1 114.25(16) . . ?
C24 C23 H23A 108.7 . . ?
Zn1 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
Zn1 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 C23 1.997(2) . ?
Zn1 C21 2.012(2) . ?
Zn1 N2 2.2105(14) . ?
Zn1 N1 2.2734(14) . ?
C1 N1 1.284(2) . ?
C1 C2 1.493(3) . ?
C1 C7 1.505(3) . ?
N1 C8 1.435(2) . ?
O1 C3 1.351(2) . ?
O1 C20 1.429(2) . ?
N2 C3 1.325(2) . ?
N2 C2 1.349(2) . ?
C2 C6 1.387(2) . ?
C4 C5 1.377(3) . ?
C4 C3 1.400(3) . ?
C4 H4 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 C5 1.390(3) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C8 C9 1.407(2) . ?
C8 C13 1.407(2) . ?
C9 C10 1.401(3) . ?
C9 C14 1.510(3) . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.399(3) . ?
C12 H12 0.9500 . ?
C13 C17 1.517(3) . ?
C14 C16 1.529(3) . ?
C14 C15 1.531(3) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.530(3) . ?
C17 C19 1.540(3) . ?
C17 H17 1.0000 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.522(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.530(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
