#------------------------------------------------------------------------------
#$Date: 2022-08-17 04:04:38 +0300 (Wed, 17 Aug 2022) $
#$Revision: 277273 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/53/7245331.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_7245331
loop_
_publ_author_name
'Stienen, Christian'
'Grahl, Julian'
'Wölper, Christoph'
'Schulz, Stephan'
'Bendt, Georg'
_publ_section_title
;
 Fluorinated β-diketonate complexes M(tfac)2(TMEDA) (M = Fe, Ni, Cu, Zn)
 as precursors for the MOCVD growth of metal and metal oxide thin films
;
_journal_issue                   35
_journal_name_full               'RSC Advances'
_journal_page_first              22974
_journal_page_last               22983
_journal_paper_doi               10.1039/D2RA01338J
_journal_volume                  12
_journal_year                    2022
_chemical_formula_sum            'C16 H24 F6 N2 O4 Zn'
_chemical_formula_weight         487.74
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-07-27 deposited with the CCDC.	2022-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.27(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.323(19)
_cell_length_b                   20.79(5)
_cell_length_c                   13.03(3)
_cell_measurement_reflns_used    4056
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.34
_cell_measurement_theta_min      3.69
_cell_volume                     2255(9)
_computing_cell_refinement       'BRUKER APEX3(v2019.1-0)'
_computing_data_collection       'BRUKER APEX3(v2019.1-0)'
_computing_data_reduction        'BRUKER APEX3(v2019.1-0)'
_computing_molecular_graphics    'ORTEP/PLATON (Spek)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'BRUKER APEX3(v2019.1-0)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 2/COSMO'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43803
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.386
_diffrn_reflns_theta_min         3.826
_exptl_absorpt_coefficient_mu    1.160
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.541
_exptl_crystal_size_mid          0.359
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         6974
_refine_ls_number_restraints     132
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0538
_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)+(0.0475P)²+1.6161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1364
_refine_ls_wR_factor_ref         0.1459
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5203
_reflns_number_total             6974
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra01338j2.cif
_cod_data_source_block           cst_178m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        2254(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7245331
_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.
;
_shelx_estimated_absorpt_t_min   0.573
_shelx_estimated_absorpt_t_max   0.810
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 0.18687(4) 0.40806(2) 0.78910(2) 0.04943(12) Uani 1 1 d . . . . .
F1 F 0.5702(18) 0.2132(6) 0.9176(11) 0.144(4) Uani 0.70(4) 1 d D . P A 3
F2 F 0.540(2) 0.2320(5) 0.7616(10) 0.124(3) Uani 0.70(4) 1 d D . P A 3
F3 F 0.3509(10) 0.1892(4) 0.8441(11) 0.109(3) Uani 0.70(4) 1 d D . P A 3
F1' F 0.580(3) 0.2320(9) 0.783(2) 0.114(8) Uani 0.30(4) 1 d D . P A 4
F2' F 0.357(2) 0.1903(10) 0.816(3) 0.159(12) Uani 0.30(4) 1 d D . P A 4
F3' F 0.527(4) 0.2041(11) 0.9326(13) 0.124(8) Uani 0.30(4) 1 d D . P A 4
F4 F 0.035(2) 0.6329(6) 0.8322(4) 0.197(8) Uani 0.582(13) 1 d D . P B 1
F5 F -0.0839(6) 0.6000(3) 0.6988(11) 0.118(3) Uani 0.582(13) 1 d D . P B 1
F6 F 0.1113(9) 0.6602(3) 0.6851(7) 0.113(3) Uani 0.582(13) 1 d D . P B 1
F4' F 0.1453(12) 0.6543(5) 0.8129(9) 0.115(4) Uani 0.418(13) 1 d D . P B 2
F5' F -0.0718(11) 0.6089(4) 0.7935(14) 0.114(6) Uani 0.418(13) 1 d D . P B 2
F6' F 0.053(2) 0.6487(6) 0.6673(6) 0.160(7) Uani 0.418(13) 1 d D . P B 2
O1 O 0.3005(3) 0.31872(9) 0.80051(16) 0.0635(5) Uani 1 1 d . . . . .
O2 O 0.2874(3) 0.42964(9) 0.93301(15) 0.0603(5) Uani 1 1 d . . . . .
O3 O 0.0941(2) 0.50227(9) 0.77821(16) 0.0564(5) Uani 1 1 d . . . . .
O4 O 0.3900(3) 0.44427(10) 0.70728(17) 0.0650(5) Uani 1 1 d . . . . .
N1 N 0.0679(4) 0.37186(12) 0.64628(19) 0.0675(7) Uani 1 1 d . . . . .
N2 N -0.0450(3) 0.37752(11) 0.85945(19) 0.0589(6) Uani 1 1 d . . . . .
C1 C 0.3927(3) 0.30081(12) 0.8707(2) 0.0540(6) Uani 1 1 d . . . . .
C2 C 0.4353(4) 0.33240(14) 0.9590(2) 0.0611(7) Uani 1 1 d . . . . .
H2 H 0.506802 0.311246 1.004935 0.073 Uiso 1 1 calc R U . . .
C3 C 0.3787(4) 0.39577(14) 0.9872(2) 0.0538(6) Uani 1 1 d . . . . .
C4 C 0.4648(4) 0.23226(15) 0.8504(3) 0.0763(10) Uani 1 1 d D . . . .
C5 C 0.4344(5) 0.4241(2) 1.0872(3) 0.0815(10) Uani 1 1 d . . . . .
H5A H 0.528329 0.451432 1.075372 0.122 Uiso 1 1 calc R U . . .
H5B H 0.463329 0.389324 1.134698 0.122 Uiso 1 1 calc R U . . .
H5C H 0.347758 0.449877 1.116975 0.122 Uiso 1 1 calc R U . . .
C6 C 0.1629(3) 0.55089(11) 0.73716(19) 0.0466(5) Uani 1 1 d . . . . .
C7 C 0.3095(3) 0.55445(13) 0.6883(2) 0.0536(6) Uani 1 1 d . . . . .
H7 H 0.340634 0.594665 0.660039 0.064 Uiso 1 1 calc R U . . .
C8 C 0.4173(3) 0.50144(13) 0.6777(2) 0.0526(6) Uani 1 1 d . . . . .
C9 C 0.0627(4) 0.61361(14) 0.7451(3) 0.0668(8) Uani 1 1 d D . . . .
C10 C 0.5823(4) 0.5139(2) 0.6294(3) 0.0773(9) Uani 1 1 d . . . . .
H10A H 0.616420 0.475693 0.591222 0.116 Uiso 1 1 calc R U . . .
H10B H 0.660837 0.523291 0.683618 0.116 Uiso 1 1 calc R U . . .
H10C H 0.574902 0.550667 0.582548 0.116 Uiso 1 1 calc R U . . .
C11 C -0.0741(6) 0.3356(2) 0.6837(3) 0.1054(16) Uani 1 1 d . . . . .
H11A H -0.039636 0.292328 0.706538 0.126 Uiso 1 1 calc R U . . .
H11B H -0.151760 0.330116 0.626612 0.126 Uiso 1 1 calc R U . . .
C12 C -0.1558(5) 0.3698(3) 0.7718(3) 0.0959(14) Uani 1 1 d . . . . .
H12A H -0.193242 0.412655 0.748625 0.115 Uiso 1 1 calc R U . . .
H12B H -0.250934 0.344770 0.793563 0.115 Uiso 1 1 calc R U . . .
C13 C 0.0178(5) 0.4266(2) 0.5803(3) 0.0827(11) Uani 1 1 d . . . . .
H13A H 0.113360 0.448863 0.554689 0.124 Uiso 1 1 calc R U . . .
H13B H -0.047426 0.456574 0.620438 0.124 Uiso 1 1 calc R U . . .
H13C H -0.045471 0.410402 0.522175 0.124 Uiso 1 1 calc R U . . .
C14 C 0.1748(7) 0.3282(2) 0.5853(3) 0.1094(17) Uani 1 1 d . . . . .
H14A H 0.118959 0.314952 0.522322 0.164 Uiso 1 1 calc R U . . .
H14B H 0.201219 0.290032 0.626214 0.164 Uiso 1 1 calc R U . . .
H14C H 0.273807 0.350987 0.567461 0.164 Uiso 1 1 calc R U . . .
C15 C -0.1113(5) 0.42730(18) 0.9308(3) 0.0849(11) Uani 1 1 d . . . . .
H15A H -0.125447 0.467944 0.893766 0.127 Uiso 1 1 calc R U . . .
H15B H -0.036602 0.433699 0.988257 0.127 Uiso 1 1 calc R U . . .
H15C H -0.215355 0.412804 0.957120 0.127 Uiso 1 1 calc R U . . .
C16 C -0.0279(5) 0.31569(15) 0.9164(3) 0.0740(9) Uani 1 1 d . . . . .
H16A H -0.132664 0.302745 0.943528 0.111 Uiso 1 1 calc R U . . .
H16B H 0.048256 0.321314 0.973262 0.111 Uiso 1 1 calc R U . . .
H16C H 0.011907 0.282350 0.869804 0.111 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'
F F 0.0171 0.0103 '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
O1 Zn1 O2 87.02(11) . . ?
O1 Zn1 O3 174.53(9) . . ?
O2 Zn1 O3 90.34(10) . . ?
O1 Zn1 O4 89.41(15) . . ?
O2 Zn1 O4 93.29(17) . . ?
O3 Zn1 O4 85.96(13) . . ?
O1 Zn1 N2 96.31(15) . . ?
O2 Zn1 N2 92.04(16) . . ?
O3 Zn1 N2 88.56(13) . . ?
O4 Zn1 N2 172.37(9) . . ?
O1 Zn1 N1 87.62(13) . . ?
O2 Zn1 N1 171.72(9) . . ?
O3 Zn1 N1 95.51(13) . . ?
O4 Zn1 N1 92.96(17) . . ?
N2 Zn1 N1 82.28(17) . . ?
C1 O1 Zn1 126.43(18) . . ?
C3 O2 Zn1 128.5(2) . . ?
C6 O3 Zn1 126.7(2) . . ?
C8 O4 Zn1 128.57(19) . . ?
C13 N1 C11 110.9(4) . . ?
C13 N1 C14 108.8(3) . . ?
C11 N1 C14 109.9(4) . . ?
C13 N1 Zn1 110.3(2) . . ?
C11 N1 Zn1 104.3(2) . . ?
C14 N1 Zn1 112.6(3) . . ?
C12 N2 C16 110.5(3) . . ?
C12 N2 C15 109.0(3) . . ?
C16 N2 C15 108.7(3) . . ?
C12 N2 Zn1 104.6(3) . . ?
C16 N2 Zn1 111.6(2) . . ?
C15 N2 Zn1 112.3(2) . . ?
O1 C1 C2 128.9(3) . . ?
O1 C1 C4 112.4(3) . . ?
C2 C1 C4 118.7(3) . . ?
C1 C2 C3 124.5(3) . . ?
O2 C3 C2 124.5(3) . . ?
O2 C3 C5 117.0(3) . . ?
C2 C3 C5 118.5(3) . . ?
F1 C4 F3 108.7(7) . . ?
F1 C4 F2 105.6(7) . . ?
F3 C4 F2 106.9(6) . . ?
F1' C4 F3' 105.2(11) . . ?
F1' C4 F2' 105.1(11) . . ?
F3' C4 F2' 104.2(10) . . ?
F1 C4 C1 114.9(6) . . ?
F1' C4 C1 113.6(9) . . ?
F3 C4 C1 110.8(6) . . ?
F2 C4 C1 109.6(6) . . ?
F3' C4 C1 114.4(11) . . ?
F2' C4 C1 113.4(11) . . ?
O3 C6 C7 129.3(2) . . ?
O3 C6 C9 113.2(3) . . ?
C7 C6 C9 117.5(2) . . ?
C6 C7 C8 124.1(3) . . ?
O4 C8 C7 125.4(3) . . ?
O4 C8 C10 116.4(3) . . ?
C7 C8 C10 118.2(3) . . ?
F6' C9 F5' 112.7(7) . . ?
F4 C9 F6 111.7(7) . . ?
F4 C9 F5 107.5(7) . . ?
F6 C9 F5 99.4(5) . . ?
F6' C9 F4' 100.9(7) . . ?
F5' C9 F4' 99.3(7) . . ?
F4 C9 C6 116.1(4) . . ?
F6' C9 C6 118.0(6) . . ?
F5' C9 C6 115.9(4) . . ?
F6 C9 C6 114.4(4) . . ?
F5 C9 C6 105.8(4) . . ?
F4' C9 C6 106.7(5) . . ?
N1 C11 C12 111.8(3) . . ?
N2 C12 C11 110.9(4) . . ?
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 O1 2.089(4) . ?
Zn1 O2 2.098(4) . ?
Zn1 O3 2.110(4) . ?
Zn1 O4 2.140(4) . ?
Zn1 N2 2.233(5) . ?
Zn1 N1 2.234(4) . ?
F1 C4 1.299(8) . ?
F2 C4 1.317(8) . ?
F3 C4 1.307(6) . ?
F1' C4 1.306(11) . ?
F2' C4 1.328(11) . ?
F3' C4 1.324(10) . ?
F4 C9 1.226(6) . ?
F5 C9 1.388(7) . ?
F6 C9 1.310(6) . ?
F4' C9 1.401(8) . ?
F5' C9 1.291(7) . ?
F6' C9 1.252(8) . ?
O1 C1 1.248(4) . ?
O2 C3 1.252(4) . ?
O3 C6 1.280(4) . ?
O4 C8 1.270(4) . ?
N1 C13 1.485(5) . ?
N1 C11 1.486(6) . ?
N1 C14 1.501(5) . ?
N2 C12 1.474(5) . ?
N2 C16 1.491(5) . ?
N2 C15 1.498(5) . ?
C1 C2 1.370(5) . ?
C1 C4 1.569(5) . ?
C2 C3 1.447(5) . ?
C3 C5 1.502(5) . ?
C6 C7 1.381(5) . ?
C6 C9 1.551(5) . ?
C7 C8 1.428(5) . ?
C8 C10 1.535(5) . ?
C11 C12 1.514(7) . ?
