Fluoro- & trifluoromethoxy-modified bis(imino)pyridyliron chloride enhancing the activity and stability of vinyl polyethylenes.
Hosseinzadeh, Zahra; Zhang, Qiuyue; Gao, Jiahao; Wang, Yizhou; Wang, Quanchao; Ren, Geng; Liang, Tongling; Ma, Yanping; Sun, Wen-Hua; Dalton transactions (Cambridge, England : 2003) 54 (2025) 12590–12600; doi:10.1039/d5dt00837a

data_7719143
_publ_section_title
;
 Fluoro- &amp; trifluoromethoxy-modified bis(imino)pyridyliron chloride
 enhancing the activity and stability of vinyl polyethylenes.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12590
_journal_page_last               12600
_journal_paper_doi               10.1039/d5dt00837a
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety
'C75 H49 Cl2 F14 Fe N3 O2, 0.75[C2H2Cl2], 0.625[C4H10O1]'
_chemical_formula_sum            'C79 H56.75 Cl3.5 F14 Fe N3 O2.62'
_chemical_formula_weight         1535.87
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-13
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-06-15 deposited with the CCDC.	2025-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.5200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.63570(10)
_cell_length_b                   29.7974(2)
_cell_length_c                   28.7041(2)
_cell_measurement_reflns_used    84698
_cell_measurement_temperature    169.99(14)
_cell_measurement_theta_max      75.4520
_cell_measurement_theta_min      2.1360
_cell_volume                     14228.05(16)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      170.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -52.00  17.00   0.50    0.40    --  -47.70  50.00 -13.00  138
  2  \w   -101.00 -76.00   0.50    0.40    --  -47.70 -50.00-159.00   50
  3  \w     77.00 102.00   0.50    0.40    --   47.70  50.00 -13.00   50
  4  \w      3.00  29.00   0.50    0.40    --   47.70 -50.00-159.00   52
  5  \w   -157.00-132.00   0.50    4.00    -- -104.50 -50.00-159.00   50
  6  \w     97.00 131.00   0.50    4.00    --  107.36  50.00 -13.00   68
  7  \w    -87.00 -35.00   0.50    0.40    --  -47.70 -40.00  94.73  104
  8  \w   -119.00 -74.00   0.50    0.40    --  -47.70-125.00 -60.00   90
  9  \w   -120.00 -75.00   0.50    0.40    --  -47.70-125.00  90.00   90
 10  \w   -118.00 -91.00   0.50    0.40    --  -47.70-125.00  60.00   54
 11  \w    -22.00  26.00   0.50    0.40    --  -47.70  19.00 150.00   96
 12  \w   -108.00 -74.00   0.50    0.40    --  -47.70-125.00 -30.00   68
 13  \w    -16.00  18.00   0.50    0.40    --   47.70 -19.00-150.00   68
 14  \w     34.00 119.00   0.50    0.40    --   47.70  57.00 120.00  170
 15  \w     41.00 120.00   0.50    0.40    --   47.70  38.00-180.00  158
 16  \w   -116.00 -91.00   0.50    4.00    -- -104.50 -44.00  83.10   50
 17  \w   -174.00-107.00   0.50    4.00    -- -104.50 -57.00 -30.00  134
 18  \w   -117.00 -91.00   0.50    4.00    -- -104.50 -48.00  94.71   52
 19  \w   -108.00 -83.00   0.50    4.00    -- -104.50 -73.00 142.14   50
 20  \w   -109.00 -83.00   0.50    4.00    -- -104.50 -74.00  84.61   52
 21  \w   -127.00 -92.00   0.50    4.00    -- -104.50 -38.00 120.00   70
 22  \w    -62.00 -32.00   0.50    4.00    -- -104.50  57.00-150.00   60
 23  \w   -169.00 -88.00   0.50    4.00    -- -104.50 -62.00  91.34  162
 24  \w    -62.00 -37.00   0.50    4.00    -- -104.50  57.00  30.00   50
 25  \w   -158.00 -90.00   0.50    4.00    -- -104.50 -57.00  60.00  136
 26  \w    -62.00 -33.00   0.50    4.00    -- -104.50  57.00  90.00   58
 27  \w   -110.00 -84.00   0.50    4.00    -- -104.50 -71.00  96.69   52
 28  \w   -106.00 -81.00   0.50    4.00    -- -104.50 -78.00 116.11   50
 29  \w   -115.00 -89.00   0.50    4.00    -- -104.50 -57.00 135.81   52
 30  \w   -171.00-137.00   0.50    4.00    -- -104.50 -72.00 157.80   68
 31  \w   -164.00-100.00   0.50    4.00    -- -104.50 -54.00 -77.93  128
 32  \w   -124.00 -95.00   0.50    4.00    -- -104.50 -47.00 142.77   58
 33  \w   -174.00 -96.00   0.50    4.00    -- -104.50 -65.00 175.53  156
 34  \w   -160.00 -92.00   0.50    4.00    -- -104.50 -45.00-121.64  136
 35  \w   -124.00 -86.00   0.50    4.00    -- -104.50 -70.00  93.14   76
 36  \w   -162.00-136.00   0.50    4.00    -- -104.50 -70.00  93.14   52
 37  \w    -62.00 -37.00   0.50    4.00    -- -104.50  57.00 120.00   50
 38  \w   -113.00 -86.00   0.50    4.00    -- -104.50 -67.00  95.75   54
 39  \w   -165.00 -88.00   0.50    4.00    -- -104.50 -62.00 -60.21  154
 40  \w   -173.00 -81.00   0.50    4.00    -- -104.50 -79.00 137.77  184
 41  \w   -174.00-101.00   0.50    4.00    -- -104.50 -52.00  42.66  146
 42  \w    -61.00 -32.00   0.50    4.00    -- -104.50  57.00   0.00   58
 43  \w   -117.00 -85.00   0.50    4.00    -- -104.50 -69.00 118.27   64
 44  \w    -62.00 -37.00   0.50    4.00    -- -104.50  57.00  60.00   50
 45  \w    -62.00 -36.00   0.50    4.00    -- -104.50  57.00 150.00   52
 46  \w   -113.00 -87.00   0.50    4.00    -- -104.50 -67.00 142.86   52
 47  \w   -110.00 -84.00   0.50    4.00    -- -104.50 -75.00 136.91   52
 48  \w   -108.00 -82.00   0.50    4.00    -- -104.50 -77.00 120.00   52
 49  \w    -60.00 -33.00   0.50    4.00    -- -104.50  57.00-180.00   54
 50  \w   -167.00-135.00   0.50    4.00    -- -104.50 -78.00 116.11   64
 51  \w    -79.00 -37.00   0.50    4.00    -- -104.50  77.00 -90.00   84
 52  \w   -159.00 -92.00   0.50    4.00    -- -104.50 -50.00  66.81  134
 53  \w   -112.00 -85.00   0.50    4.00    -- -104.50 -69.00 122.89   54
 54  \w   -123.00 -90.00   0.50    4.00    -- -104.50 -56.00  71.84   66
 55  \w   -113.00 -87.00   0.50    4.00    -- -104.50 -64.00  97.78   52
 56  \w   -109.00 -84.00   0.50    4.00    -- -104.50 -70.00 135.20   50
 57  \w     36.00  97.00   0.50    4.00    --  107.36-125.00  30.00  122
 58  \w     42.00  68.00   0.50    4.00    --  107.36 -57.00 -30.00   52
 59  \w     36.00  69.00   0.50    4.00    --  107.36 -57.00-180.00   66
 60  \w     35.00  60.00   0.50    4.00    --  107.36 -57.00 120.00   50
 61  \w     36.00  62.00   0.50    4.00    --  107.36 -57.00  30.00   52
 62  \w     40.00 104.00   0.50    4.00    --  107.36 -77.00  30.00  128
 63  \w     44.00  69.00   0.50    4.00    --  107.36 -57.00  60.00   50
 64  \w     36.00  65.00   0.50    4.00    --  107.36 -57.00-120.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            245584
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.496
_diffrn_reflns_theta_min         2.137
_exptl_absorpt_coefficient_mu    3.670
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_description       block
_exptl_crystal_F_000             6274
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.496
_refine_diff_density_min         -1.374
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1815
_refine_ls_number_reflns         29492
_refine_ls_number_restraints     218
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0812P)^2^+8.2724P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1519
_refine_ls_wR_factor_ref         0.1591
_reflns_Friedel_coverage         0.000
_reflns_number_gt                24540
_reflns_number_total             29492
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt00837a2.cif
_cod_data_source_block           tx10380b_auto_sq
_cod_depositor_comments
'Adding full bibliography for 7719142--7719143.cif.'
_cod_original_formula_sum        'C79 H56.75 Cl3.50 F14 Fe N3 O2.62'
_cod_database_code               7719143
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C H N O F Fe Cl'
_diffrn_oxdiff_digest_hkl
;
0150deeff4372194ee0786d27ef554c7a13031
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1F-C105
 1.51 with sigma of 0.01
 C117-C112 = C117-C116 = C116-C115 = C115-C114 = C114-C113 = C113-C112 = C1F-
 C1E = C1E-C1C = C1C-C1A = C1B-C1A = C1D-C1B = C1F-C1D
 1.39 with sigma of 0.01
3. Rigid bond restraints
 C20, C21
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C112 \\sim C117 \\sim C113 \\sim C116 \\sim C115 \\sim C114 \\sim C1A \\sim C1B
\\sim C1C \\sim C1D \\sim C1E \\sim C1F \\sim F16 \\sim F16A: within 1.7A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 1.7A
5. Others
 Sof(H10A)=Sof(F16A)=Sof(C1A)=Sof(C1B)=Sof(H1B)=Sof(C1C)=Sof(H1C)=Sof(C1D)=
 Sof(H1D)=Sof(C1E)=Sof(H1E)=Sof(C1F)=1-FVAR(1)
 Sof(H105)=Sof(C112)=Sof(C117)=Sof(H117)=Sof(F16)=Sof(C113)=Sof(H113)=
 Sof(C116)=Sof(H116)=Sof(C115)=Sof(C114)=Sof(H114)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C125(H125), C49(H49), C29(H29), C92(H92), C138(H138), C63(H63), C16(H16),
 C105(H105), C105(H10A)
6.b Aromatic/amide H refined with riding coordinates:
 C121(H121), C45(H45), C80(H80), C123(H123), C90(H90), C137(H137), C37(H37),
 C6(H6), C14(H14), C88(H88), C4(H4), C98(H98), C133(H133), C47(H47), C82(H82),
 C104(H104), C81(H81), C57(H57), C140(H140), C35(H35), C31(H31), C61(H61),
 C12(H12), C51(H51), C38(H38), C5(H5), C41(H41), C100(H100), C150(H150),
 C65(H65), C144(H144), C60(H60), C141(H141), C127(H127), C101(H101), C97(H97),
 C71(H71), C54(H54), C136(H136), C69(H69), C58(H58), C66(H66), C149(H149),
 C55(H55), C34(H34), C128(H128), C134(H134), C103(H103), C146(H146), C32(H32),
 C68(H68), C40(H40), C131(H131), C52(H52), C143(H143), C94(H94), C28(H28),
 C75(H75), C107(H107), C95(H95), C72(H72), C147(H147), C27(H27), C130(H130),
 C24(H24), C111(H111), C117(H117), C74(H74), C18(H18), C22(H22), C108(H108),
 C110(H110), C25(H25), C113(H113), C21(H21), C19(H19), C116(H116), C114(H114),
 C1B(H1B), C1C(H1C), C1D(H1D), C1E(H1E)
6.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C77(H77A,H77B,H77C), C1(H1A,H1F,H1G), C85(H85A,H85B,H85C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              36355
_shelx_hkl_checksum              41545
_shelx_fab_checksum              21653
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.461
_oxdiff_exptl_absorpt_empirical_full_min 0.776