#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/26/7022605.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_7022605
loop_
_publ_author_name
'Rezayee, Nomaan M.'
'Gerling, Kimberly A.'
'Rheingold, Arnold L.'
'Fritsch, Joseph M.'
_publ_section_title
;
 Synthesis and structures of tridentate ketoiminate zinc complexes bearing
 trifluoromethyl substituents that act as L-lactide ring opening
 polymerization initiators.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5573
_journal_page_last               5586
_journal_paper_doi               10.1039/c3dt32314e
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C32 H39 Cl2 F3 N2 O2 Zn'
_chemical_formula_weight         676.92
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.171(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9750(10)
_cell_length_b                   20.603(2)
_cell_length_c                   15.6453(15)
_cell_measurement_reflns_used    7257
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      25.42
_cell_measurement_theta_min      2.28
_cell_volume                     3202.3(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0394
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14450
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.983
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_refine_diff_density_max         1.366
_refine_diff_density_min         -1.060
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0450P)²+5.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1119
_reflns_number_gt                5094
_reflns_number_total             5860
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt32314e.txt
_cod_data_source_block           frit11
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3202.2(6)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7022605
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.48608(3) 0.163419(14) 0.108496(18) 0.01312(11) Uani 1 1 d .
Cl1 Cl 0.11112(17) -0.03053(6) -0.33841(8) 0.0792(4) Uani 1 1 d .
Cl2 Cl 0.34949(14) 0.02862(6) -0.39938(7) 0.0696(4) Uani 1 1 d .
F1 F -0.01395(15) 0.11593(9) 0.12279(11) 0.0284(4) Uani 1 1 d .
F2 F 0.05744(15) 0.10439(8) -0.00083(10) 0.0222(4) Uani 1 1 d .
F3 F 0.05568(16) 0.02245(8) 0.08609(10) 0.0236(4) Uani 1 1 d .
O2 O 0.55567(18) 0.24803(9) 0.10319(11) 0.0156(4) Uani 1 1 d .
O1 O 0.46226(18) 0.14617(9) 0.23046(11) 0.0165(4) Uani 1 1 d .
N1 N 0.3289(2) 0.10231(10) 0.07191(13) 0.0131(4) Uani 1 1 d .
N2 N 0.5578(2) 0.12569(10) 0.00180(14) 0.0145(5) Uani 1 1 d .
C1 C 0.6731(3) 0.13985(14) -0.02931(18) 0.0182(6) Uani 1 1 d .
H1A H 0.7312 0.1704 0.0005 0.022 Uiso 1 1 calc R
C2 C 0.7134(3) 0.11174(14) -0.10438(18) 0.0200(6) Uani 1 1 d .
H2A H 0.7967 0.1233 -0.1253 0.024 Uiso 1 1 calc R
C3 C 0.6300(3) 0.06730(13) -0.14681(17) 0.0178(6) Uani 1 1 d .
H3A H 0.6559 0.0472 -0.1974 0.021 Uiso 1 1 calc R
C4 C 0.5054(3) 0.05110(13) -0.11584(16) 0.0144(5) Uani 1 1 d .
C5 C 0.4156(3) 0.00515(13) -0.15645(16) 0.0161(5) Uani 1 1 d .
H5A H 0.4355 -0.0153 -0.2083 0.019 Uiso 1 1 calc R
C6 C 0.3003(3) -0.00931(13) -0.12018(17) 0.0172(6) Uani 1 1 d .
H6A H 0.2408 -0.0408 -0.1469 0.021 Uiso 1 1 calc R
C7 C 0.2662(3) 0.02100(13) -0.04418(16) 0.0151(5) Uani 1 1 d .
H7A H 0.1862 0.0083 -0.0200 0.018 Uiso 1 1 calc R
C8 C 0.3465(2) 0.06878(12) -0.00405(16) 0.0123(5) Uani 1 1 d .
C9 C 0.2237(2) 0.10391(12) 0.11883(16) 0.0137(5) Uani 1 1 d .
C10 C 0.2299(3) 0.12258(13) 0.20425(16) 0.0152(5) Uani 1 1 d .
H10A H 0.1471 0.1239 0.2298 0.018 Uiso 1 1 calc R
C11 C 0.3471(3) 0.13985(13) 0.25732(16) 0.0142(5) Uani 1 1 d .
C12 C 0.0808(3) 0.08665(14) 0.08093(17) 0.0183(6) Uani 1 1 d .
C13 C 0.3396(3) 0.15402(14) 0.35282(17) 0.0199(6) Uani 1 1 d .
C14 C 0.2073(4) 0.1365(2) 0.3874(2) 0.0446(10) Uani 1 1 d .
H14A H 0.1905 0.0899 0.3795 0.067 Uiso 1 1 calc R
H14B H 0.1342 0.1612 0.3564 0.067 Uiso 1 1 calc R
H14C H 0.2116 0.1471 0.4486 0.067 Uiso 1 1 calc R
C15 C 0.3580(6) 0.2288(2) 0.3617(3) 0.0598(13) Uani 1 1 d .
H15A H 0.3607 0.2410 0.4224 0.090 Uiso 1 1 calc R
H15B H 0.2824 0.2508 0.3294 0.090 Uiso 1 1 calc R
H15C H 0.4424 0.2417 0.3389 0.090 Uiso 1 1 calc R
C16 C 0.4552(4) 0.1220(3) 0.4040(2) 0.0669(16) Uani 1 1 d .
H16A H 0.4482 0.0748 0.3969 0.100 Uiso 1 1 calc R
H16B H 0.4531 0.1331 0.4648 0.100 Uiso 1 1 calc R
H16C H 0.5400 0.1371 0.3838 0.100 Uiso 1 1 calc R
C17 C 0.5533(3) 0.29400(12) 0.16392(16) 0.0133(5) Uani 1 1 d .
C18 C 0.6644(3) 0.30078(13) 0.22709(17) 0.0163(5) Uani 1 1 d .
C19 C 0.6555(3) 0.34632(14) 0.29219(18) 0.0199(6) Uani 1 1 d .
H19A H 0.7271 0.3497 0.3363 0.024 Uiso 1 1 calc R
C20 C 0.5453(3) 0.38664(14) 0.29430(17) 0.0201(6) Uani 1 1 d .
H20A H 0.5403 0.4165 0.3401 0.024 Uiso 1 1 calc R
C21 C 0.4425(3) 0.38312(13) 0.22915(17) 0.0182(6) Uani 1 1 d .
H21A H 0.3689 0.4124 0.2297 0.022 Uiso 1 1 calc R
C22 C 0.4430(3) 0.33830(13) 0.16307(17) 0.0155(5) Uani 1 1 d .
C23 C 0.7952(3) 0.26172(14) 0.22145(19) 0.0202(6) Uani 1 1 d .
C24 C 0.7727(3) 0.18843(14) 0.23211(19) 0.0217(6) Uani 1 1 d .
H24A H 0.7190 0.1810 0.2807 0.033 Uiso 1 1 calc R
H24B H 0.8599 0.1666 0.2428 0.033 Uiso 1 1 calc R
H24C H 0.7248 0.1710 0.1796 0.033 Uiso 1 1 calc R
C25 C 0.8518(3) 0.27590(15) 0.1349(2) 0.0270(7) Uani 1 1 d .
H25A H 0.8796 0.3215 0.1332 0.041 Uiso 1 1 calc R
H25B H 0.7821 0.2674 0.0880 0.041 Uiso 1 1 calc R
H25C H 0.9296 0.2478 0.1286 0.041 Uiso 1 1 calc R
C26 C 0.9050(3) 0.28150(17) 0.2920(2) 0.0336(8) Uani 1 1 d .
H26A H 0.8757 0.2705 0.3483 0.050 Uiso 1 1 calc R
H26B H 0.9208 0.3284 0.2890 0.050 Uiso 1 1 calc R
H26C H 0.9885 0.2582 0.2836 0.050 Uiso 1 1 calc R
C27 C 0.3292(3) 0.33835(14) 0.08932(18) 0.0206(6) Uani 1 1 d .
C28 C 0.3883(4) 0.34644(19) 0.0030(2) 0.0384(9) Uani 1 1 d .
H28A H 0.4525 0.3113 -0.0045 0.058 Uiso 1 1 calc R
H28B H 0.4346 0.3883 0.0018 0.058 Uiso 1 1 calc R
H28C H 0.3156 0.3448 -0.0435 0.058 Uiso 1 1 calc R
C29 C 0.2453(3) 0.27613(16) 0.0885(2) 0.0308(7) Uani 1 1 d .
H29A H 0.2994 0.2395 0.0712 0.046 Uiso 1 1 calc R
H29B H 0.1654 0.2809 0.0477 0.046 Uiso 1 1 calc R
H29C H 0.2174 0.2682 0.1461 0.046 Uiso 1 1 calc R
C30 C 0.2315(4) 0.39529(17) 0.0978(2) 0.0421(9) Uani 1 1 d .
H30A H 0.1648 0.3960 0.0479 0.063 Uiso 1 1 calc R
H30B H 0.2820 0.4362 0.1008 0.063 Uiso 1 1 calc R
H30C H 0.1857 0.3899 0.1502 0.063 Uiso 1 1 calc R
C31 C 0.4714(2) 0.08253(12) -0.04030(16) 0.0127(5) Uani 1 1 d .
C32 C 0.1840(5) 0.0394(2) -0.3769(3) 0.0639(13) Uani 1 1 d .
H32A H 0.1301 0.0538 -0.4297 0.077 Uiso 1 1 calc R
H32B H 0.1806 0.0744 -0.3336 0.077 Uiso 1 1 calc R
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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 '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
O2 Zn1 O1 106.63(8)
O2 Zn1 N2 99.19(8)
O1 Zn1 N2 143.84(8)
O2 Zn1 N1 146.32(8)
O1 Zn1 N1 90.21(8)
N2 Zn1 N1 81.54(9)
C17 O2 Zn1 126.30(16)
C11 O1 Zn1 122.07(16)
C9 N1 C8 130.1(2)
C9 N1 Zn1 116.78(17)
C8 N1 Zn1 112.86(16)
C1 N2 C31 119.9(2)
C1 N2 Zn1 126.99(19)
C31 N2 Zn1 113.09(17)
N2 C1 C2 122.9(3)
N2 C1 H1A 118.6
C2 C1 H1A 118.6
C3 C2 C1 118.4(3)
C3 C2 H2A 120.8
C1 C2 H2A 120.8
C2 C3 C4 120.4(2)
C2 C3 H3A 119.8
C4 C3 H3A 119.8
C31 C4 C3 117.5(2)
C31 C4 C5 119.4(2)
C3 C4 C5 123.0(2)
C6 C5 C4 119.0(2)
C6 C5 H5A 120.5
C4 C5 H5A 120.5
C5 C6 C7 122.1(2)
C5 C6 H6A 119.0
C7 C6 H6A 119.0
C8 C7 C6 121.6(2)
C8 C7 H7A 119.2
C6 C7 H7A 119.2
C7 C8 N1 128.7(2)
C7 C8 C31 116.5(2)
N1 C8 C31 114.6(2)
N1 C9 C10 124.6(2)
N1 C9 C12 122.0(2)
C10 C9 C12 113.3(2)
C9 C10 C11 126.7(2)
C9 C10 H10A 116.7
C11 C10 H10A 116.7
O1 C11 C10 123.9(2)
O1 C11 C13 115.5(2)
C10 C11 C13 120.6(2)
F2 C12 F1 106.0(2)
F2 C12 F3 108.0(2)
F1 C12 F3 105.6(2)
F2 C12 C9 112.6(2)
F1 C12 C9 112.2(2)
F3 C12 C9 112.0(2)
C16 C13 C14 111.0(3)
C16 C13 C11 109.6(2)
C14 C13 C11 115.1(2)
C16 C13 C15 108.0(4)
C14 C13 C15 107.7(3)
C11 C13 C15 105.1(2)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C13 C16 H16A 109.5
C13 C16 H16B 109.5
H16A C16 H16B 109.5
C13 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O2 C17 C18 119.8(2)
O2 C17 C22 120.5(2)
C18 C17 C22 119.6(2)
C19 C18 C17 118.4(2)
C19 C18 C23 120.2(2)
C17 C18 C23 121.3(2)
C20 C19 C18 121.8(2)
C20 C19 H19A 119.1
C18 C19 H19A 119.1
C19 C20 C21 119.4(3)
C19 C20 H20A 120.3
C21 C20 H20A 120.3
C20 C21 C22 122.2(3)
C20 C21 H21A 118.9
C22 C21 H21A 118.9
C21 C22 C17 118.3(2)
C21 C22 C27 120.3(2)
C17 C22 C27 121.4(2)
C26 C23 C24 106.5(2)
C26 C23 C25 106.7(2)
C24 C23 C25 110.5(2)
C26 C23 C18 111.8(2)
C24 C23 C18 111.9(2)
C25 C23 C18 109.3(2)
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
C23 C25 H25A 109.5
C23 C25 H25B 109.5
H25A C25 H25B 109.5
C23 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C23 C26 H26A 109.5
C23 C26 H26B 109.5
H26A C26 H26B 109.5
C23 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C28 C27 C29 109.7(3)
C28 C27 C22 110.1(2)
C29 C27 C22 111.7(2)
C28 C27 C30 106.9(3)
C29 C27 C30 106.8(3)
C22 C27 C30 111.4(2)
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C27 C29 H29A 109.5
C27 C29 H29B 109.5
H29A C29 H29B 109.5
C27 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C27 C30 H30A 109.5
C27 C30 H30B 109.5
H30A C30 H30B 109.5
C27 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
N2 C31 C4 120.8(2)
N2 C31 C8 117.9(2)
C4 C31 C8 121.2(2)
Cl2 C32 Cl1 113.4(2)
Cl2 C32 H32A 108.9
Cl1 C32 H32A 108.9
Cl2 C32 H32B 108.9
Cl1 C32 H32B 108.9
H32A C32 H32B 107.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zn1 O2 1.8809(18)
Zn1 O1 1.9763(18)
Zn1 N2 2.029(2)
Zn1 N1 2.052(2)
Cl1 C32 1.746(5)
Cl2 C32 1.733(5)
F1 C12 1.340(3)
F2 C12 1.331(3)
F3 C12 1.350(3)
O2 C17 1.343(3)
O1 C11 1.265(3)
N1 C9 1.334(3)
N1 C8 1.399(3)
N2 C1 1.321(3)
N2 C31 1.366(3)
C1 C2 1.400(4)
C1 H1A 0.9500
C2 C3 1.368(4)
C2 H2A 0.9500
C3 C4 1.414(4)
C3 H3A 0.9500
C4 C31 1.415(4)
C4 C5 1.414(4)
C5 C6 1.361(4)
C5 H5A 0.9500
C6 C7 1.411(4)
C6 H6A 0.9500
C7 C8 1.383(4)
C7 H7A 0.9500
C8 C31 1.443(4)
C9 C10 1.387(4)
C9 C12 1.535(3)
C10 C11 1.417(4)
C10 H10A 0.9500
C11 C13 1.531(4)
C13 C16 1.497(4)
C13 C14 1.513(4)
C13 C15 1.556(5)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
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 1.424(4)
C17 C22 1.428(4)
C18 C19 1.393(4)
C18 C23 1.542(4)
C19 C20 1.380(4)
C19 H19A 0.9500
C20 C21 1.382(4)
C20 H20A 0.9500
C21 C22 1.387(4)
C21 H21A 0.9500
C22 C27 1.544(4)
C23 C26 1.538(4)
C23 C24 1.538(4)
C23 C25 1.541(4)
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 C28 1.530(4)
C27 C29 1.530(4)
C27 C30 1.538(4)
C28 H28A 0.9800
C28 H28B 0.9800
C28 H28C 0.9800
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C32 H32A 0.9900
C32 H32B 0.9900
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139160116
