#------------------------------------------------------------------------------
#$Date: 2022-08-17 03:04:38 +0200 (Wed 17 de Aug de 2022) $
#$Revision: 277273 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/53/7245330.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_7245330
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 Fe N2 O4'
_chemical_formula_weight         478.22
_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                 106.7333(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.2798(9)
_cell_length_b                   26.236(3)
_cell_length_c                   10.1171(11)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.80
_cell_measurement_theta_min      2.24
_cell_volume                     2104.7(4)
_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 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/QUEEN'
_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  0.0797
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            117073
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.749
_diffrn_reflns_theta_min         2.613
_exptl_absorpt_coefficient_mu    0.792
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 TWINABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_description       tablet
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         6534
_refine_ls_number_restraints     142
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0416
_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)+(0.0395P)²+0.9427P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0931
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5293
_reflns_number_total             6534
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra01338j2.cif
_cod_data_source_block           cst_174_tw4
_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        2104.6(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7245330
_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   0.785
_shelx_estimated_absorpt_t_max   0.926
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
Fe1 Fe 0.65497(3) 0.61821(2) 0.46796(2) 0.01878(7) Uani 1 1 d . . . . .
N1 N 0.50393(19) 0.69202(5) 0.40495(15) 0.0263(3) Uani 1 1 d . . . . .
N2 N 0.46084(18) 0.60737(5) 0.58284(13) 0.0206(3) Uani 1 1 d . . . . .
C1 C 0.3925(3) 0.69517(7) 0.4958(2) 0.0341(4) Uani 1 1 d . . . . .
H1A H 0.297704 0.718613 0.454390 0.041 Uiso 1 1 calc R U . . .
H1AB H 0.456690 0.709268 0.586478 0.041 Uiso 1 1 calc R U . . .
C2 C 0.3233(2) 0.64323(7) 0.51644(18) 0.0293(4) Uani 1 1 d . . . . .
H2A H 0.246269 0.646758 0.574797 0.035 Uiso 1 1 calc R U . . .
H2AB H 0.257538 0.629359 0.425933 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6130(3) 0.73746(7) 0.4244(3) 0.0441(5) Uani 1 1 d . . . . .
H3A H 0.687072 0.735052 0.364612 0.066 Uiso 1 1 calc R U . . .
H3B H 0.681578 0.739456 0.521027 0.066 Uiso 1 1 calc R U . . .
H3C H 0.542856 0.768092 0.400668 0.066 Uiso 1 1 calc R U . . .
C4 C 0.4023(2) 0.69020(7) 0.25908(18) 0.0300(4) Uani 1 1 d . . . . .
H4A H 0.476959 0.685682 0.200340 0.045 Uiso 1 1 calc R U . . .
H4B H 0.339364 0.722132 0.234682 0.045 Uiso 1 1 calc R U . . .
H4C H 0.323146 0.661584 0.245240 0.045 Uiso 1 1 calc R U . . .
C5 C 0.3940(2) 0.55487(7) 0.56908(18) 0.0271(4) Uani 1 1 d . . . . .
H5A H 0.350135 0.546124 0.471063 0.041 Uiso 1 1 calc R U . . .
H5B H 0.302896 0.552487 0.612832 0.041 Uiso 1 1 calc R U . . .
H5C H 0.484420 0.531130 0.614208 0.041 Uiso 1 1 calc R U . . .
C6 C 0.5295(2) 0.61879(7) 0.73074(16) 0.0270(3) Uani 1 1 d . . . . .
H6A H 0.570975 0.653971 0.742342 0.040 Uiso 1 1 calc R U . . .
H6B H 0.622601 0.595394 0.772128 0.040 Uiso 1 1 calc R U . . .
H6C H 0.440702 0.614615 0.776310 0.040 Uiso 1 1 calc R U . . .
F1_1 F 0.9618(17) 0.7101(4) 0.8749(16) 0.0406(18) Uani 0.54(5) 1 d D . P A 3
F2_1 F 1.079(2) 0.7238(6) 0.7253(10) 0.050(2) Uani 0.54(5) 1 d D . P A 3
F3_1 F 1.1967(15) 0.6731(6) 0.883(2) 0.055(3) Uani 0.54(5) 1 d D . P A 3
F1'_1 F 0.947(2) 0.7128(5) 0.858(2) 0.054(3) Uani 0.46(5) 1 d D . P A 4
F2'_1 F 1.112(2) 0.7146(7) 0.7217(13) 0.065(3) Uani 0.46(5) 1 d D . P A 4
F3'_1 F 1.168(2) 0.6685(7) 0.9112(16) 0.051(3) Uani 0.46(5) 1 d D . P A 4
O1_1 O 0.81337(15) 0.65913(4) 0.62502(12) 0.0242(2) Uani 1 1 d . . . . .
O2_1 O 0.79455(15) 0.55440(4) 0.55925(12) 0.0230(2) Uani 1 1 d . . . . .
C1_1 C 0.9447(2) 0.64292(6) 0.71336(16) 0.0219(3) Uani 1 1 d . . . . .
C2_1 C 1.0049(2) 0.59400(7) 0.73813(17) 0.0243(3) Uani 1 1 d . . . . .
H2_1 H 1.104946 0.588418 0.811269 0.029 Uiso 1 1 calc R U . . .
C3_1 C 0.9248(2) 0.55128(6) 0.65977(16) 0.0207(3) Uani 1 1 d . . . . .
C4_1 C 1.0452(2) 0.68595(7) 0.8012(2) 0.0313(4) Uani 1 1 d D . . . .
C5_1 C 1.0006(2) 0.49918(7) 0.69830(19) 0.0273(4) Uani 1 1 d . . . . .
H5A_1 H 1.046095 0.486544 0.625113 0.041 Uiso 1 1 calc R U . . .
H5B_1 H 0.913486 0.475739 0.709773 0.041 Uiso 1 1 calc R U . . .
H5C_1 H 1.091595 0.501393 0.785055 0.041 Uiso 1 1 calc R U . . .
F1_2 F 0.21882(15) 0.57076(6) 0.08293(14) 0.0321(3) Uani 0.8486(19) 1 d D . P B
1
F2_2 F 0.34292(19) 0.49892(5) 0.13817(14) 0.0344(3) Uani 0.8486(19) 1 d D . P B
1
F3_2 F 0.36982(16) 0.53977(6) -0.03902(11) 0.0299(3) Uani 0.8486(19) 1 d D . P B
1
F1'_2 F 0.852(2) 0.6213(7) 0.0081(12) 0.041(2) Uani 0.080(2) 1 d D U P C 2
F2'_2 F 0.892(2) 0.6868(4) 0.1425(18) 0.041(2) Uani 0.080(2) 1 d D U P C 2
F3'_2 F 1.0338(18) 0.6188(7) 0.210(2) 0.041(2) Uani 0.080(2) 1 d D U P C 2
F1"_2 F 0.874(3) 0.6033(6) 0.0340(16) 0.041(2) Uani 0.071(2) 1 d D U P C 5
F2"_2 F 0.825(2) 0.6782(6) 0.082(2) 0.041(2) Uani 0.071(2) 1 d D U P C 5
F3"_2 F 1.0405(18) 0.6349(8) 0.216(2) 0.041(2) Uani 0.071(2) 1 d D U P C 5
O1_2 O 0.49718(14) 0.57824(4) 0.30779(11) 0.0211(2) Uani 1 1 d . . . . .
O2_2 O 0.79942(15) 0.63140(5) 0.33336(12) 0.0272(3) Uani 1 1 d . . . . .
C1_2 C 0.5099(2) 0.57291(6) 0.18617(16) 0.0231(3) Uani 1 1 d . . . . .
C2_2 C 0.6347(2) 0.59026(7) 0.13183(17) 0.0272(4) Uani 1 1 d . . . . .
H2_2 H 0.626790 0.582422 0.038505 0.033 Uiso 1 1 calc R U . . .
C3_2 C 0.7740(2) 0.61926(7) 0.20951(18) 0.0279(4) Uani 1 1 d . . . . .
C4_2 C 0.3602(2) 0.54479(7) 0.09144(17) 0.0276(4) Uani 1 1 d D . . . .
H4A_2 H 0.371854 0.543729 -0.002197 0.041 Uiso 0.1514(19) 1 calc R U P B 2
H4B_2 H 0.255686 0.562600 0.090169 0.041 Uiso 0.1514(19) 1 calc R U P B 2
H4C_2 H 0.356542 0.509947 0.125355 0.041 Uiso 0.1514(19) 1 calc R U P B 2
C5_2 C 0.8999(3) 0.63773(9) 0.1382(2) 0.0405(5) Uani 1 1 d D . . . .
H5A_2 H 0.842523 0.643474 0.040220 0.061 Uiso 0.8486(19) 1 calc R U P B 1
H5B_2 H 0.988267 0.612011 0.147478 0.061 Uiso 0.8486(19) 1 calc R U P B 1
H5C_2 H 0.950566 0.669695 0.180690 0.061 Uiso 0.8486(19) 1 calc R U P B 1
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'
Fe Fe 0.3463 0.8444 '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'
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_1 Fe1 O1_2 178.84(5) . . ?
O1_1 Fe1 O2_2 93.45(5) . . ?
O1_2 Fe1 O2_2 85.61(5) . . ?
O1_1 Fe1 O2_1 85.87(5) . . ?
O1_2 Fe1 O2_1 94.87(4) . . ?
O2_2 Fe1 O2_1 94.21(5) . . ?
O1_1 Fe1 N2 93.35(5) . . ?
O1_2 Fe1 N2 87.50(5) . . ?
O2_2 Fe1 N2 170.25(5) . . ?
O2_1 Fe1 N2 93.25(5) . . ?
O1_1 Fe1 N1 87.09(5) . . ?
O1_2 Fe1 N1 92.27(5) . . ?
O2_2 Fe1 N1 92.73(5) . . ?
O2_1 Fe1 N1 170.39(5) . . ?
N2 Fe1 N1 80.64(5) . . ?
C4 N1 C3 108.13(15) . . ?
C4 N1 C1 110.20(15) . . ?
C3 N1 C1 109.82(16) . . ?
C4 N1 Fe1 111.05(11) . . ?
C3 N1 Fe1 112.43(12) . . ?
C1 N1 Fe1 105.19(10) . . ?
C6 N2 C5 108.11(13) . . ?
C6 N2 C2 110.71(13) . . ?
C5 N2 C2 109.35(14) . . ?
C6 N2 Fe1 111.99(11) . . ?
C5 N2 Fe1 111.88(10) . . ?
C2 N2 Fe1 104.79(10) . . ?
N1 C1 C2 111.30(14) . . ?
N2 C2 C1 111.20(15) . . ?
C1_1 O1_1 Fe1 126.83(11) . . ?
C3_1 O2_1 Fe1 130.32(11) . . ?
O1_1 C1_1 C2_1 129.44(15) . . ?
O1_1 C1_1 C4_1 112.09(15) . . ?
C2_1 C1_1 C4_1 118.47(15) . . ?
C1_1 C2_1 C3_1 123.26(15) . . ?
O2_1 C3_1 C2_1 123.72(15) . . ?
O2_1 C3_1 C5_1 117.76(14) . . ?
C2_1 C3_1 C5_1 118.53(14) . . ?
F1_1 C4_1 F3_1 109.0(10) . . ?
F1'_1 C4_1 F2'_1 112.0(10) . . ?
F1_1 C4_1 F2_1 101.6(9) . . ?
F3_1 C4_1 F2_1 103.2(8) . . ?
F1'_1 C4_1 F3'_1 103.2(11) . . ?
F2'_1 C4_1 F3'_1 110.2(9) . . ?
F1_1 C4_1 C1_1 113.5(5) . . ?
F1'_1 C4_1 C1_1 110.3(7) . . ?
F3_1 C4_1 C1_1 115.6(7) . . ?
F2'_1 C4_1 C1_1 108.5(6) . . ?
F2_1 C4_1 C1_1 112.7(5) . . ?
F3'_1 C4_1 C1_1 112.5(8) . . ?
C1_2 O1_2 Fe1 127.47(11) . . ?
C3_2 O2_2 Fe1 130.53(12) . . ?
O1_2 C1_2 C2_2 128.99(16) . . ?
O1_2 C1_2 C4_2 112.51(15) . . ?
C2_2 C1_2 C4_2 118.47(15) . . ?
C1_2 C2_2 C3_2 122.68(15) . . ?
O2_2 C3_2 C2_2 124.61(16) . . ?
O2_2 C3_2 C5_2 117.22(18) . . ?
C2_2 C3_2 C5_2 118.17(17) . . ?
F2_2 C4_2 F1_2 107.81(16) . . ?
F2_2 C4_2 F3_2 107.75(15) . . ?
F1_2 C4_2 F3_2 106.49(14) . . ?
F2_2 C4_2 C1_2 111.73(14) . . ?
F1_2 C4_2 C1_2 109.48(14) . . ?
F3_2 C4_2 C1_2 113.31(16) . . ?
F3"_2 C5_2 F2"_2 126.6(12) . . ?
F3'_2 C5_2 F2'_2 115.3(11) . . ?
F3'_2 C5_2 F1'_2 113.9(12) . . ?
F2'_2 C5_2 F1'_2 110.6(10) . . ?
F3"_2 C5_2 F1"_2 111.6(14) . . ?
F2"_2 C5_2 F1"_2 105.0(12) . . ?
F3"_2 C5_2 C3_2 110.0(11) . . ?
F3'_2 C5_2 C3_2 102.6(9) . . ?
F2"_2 C5_2 C3_2 99.5(8) . . ?
F2'_2 C5_2 C3_2 104.8(7) . . ?
F1'_2 C5_2 C3_2 108.7(8) . . ?
F1"_2 C5_2 C3_2 100.5(8) . . ?
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
Fe1 O1_1 2.0488(12) . ?
Fe1 O1_2 2.0525(11) . ?
Fe1 O2_2 2.0839(12) . ?
Fe1 O2_1 2.0920(11) . ?
Fe1 N2 2.2563(14) . ?
Fe1 N1 2.2938(14) . ?
N1 C4 1.474(2) . ?
N1 C3 1.474(2) . ?
N1 C1 1.481(2) . ?
N2 C6 1.470(2) . ?
N2 C5 1.476(2) . ?
N2 C2 1.481(2) . ?
C1 C2 1.516(3) . ?
F1_1 C4_1 1.315(7) . ?
F2_1 C4_1 1.334(7) . ?
F3_1 C4_1 1.331(9) . ?
F1'_1 C4_1 1.326(9) . ?
F2'_1 C4_1 1.332(9) . ?
F3'_1 C4_1 1.350(10) . ?
O1_1 C1_1 1.266(2) . ?
O2_1 C3_1 1.2537(19) . ?
C1_1 C2_1 1.373(2) . ?
C1_1 C4_1 1.527(2) . ?
C2_1 C3_1 1.422(2) . ?
C3_1 C5_1 1.508(2) . ?
F1_2 C4_2 1.335(2) . ?
F2_2 C4_2 1.316(2) . ?
F3_2 C4_2 1.352(2) . ?
F1'_2 C5_2 1.332(11) . ?
F2'_2 C5_2 1.291(11) . ?
F3'_2 C5_2 1.240(12) . ?
F1"_2 C5_2 1.358(12) . ?
F2"_2 C5_2 1.280(12) . ?
F3"_2 C5_2 1.203(12) . ?
O1_2 C1_2 1.2726(19) . ?
O2_2 C3_2 1.251(2) . ?
C1_2 C2_2 1.380(2) . ?
C1_2 C4_2 1.522(2) . ?
C2_2 C3_2 1.416(3) . ?
C3_2 C5_2 1.508(3) . ?
