Fluorine-based Zn salan complexes
Essien, Nsikak B.; Galvácsi , Antal Tamás; Kállay, Csilla; Al-Hilaly, Youssra Kareem; Gonzalez-Mendez, Ramon; Akien, Geoffrey; Tizzard, Graham J.; Coles, Simon; Besora, Maria; Kostakis, George E.; Dalton Transactions  (2023) –; doi:10.1039/D2DT04082D

data_7712415
_publ_section_title
;
 Fluorine-based Zn salan complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT04082D
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C44 H44 F12 N4 O8 Zn2, 4(C H4 O)'
_chemical_formula_sum            'C48 H60 F12 N4 O12 Zn2'
_chemical_formula_weight         1243.74
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-06
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_audit_update_record
;
2022-12-20 deposited with the CCDC.	2023-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 119.476(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.8902(7)
_cell_length_b                   9.1717(2)
_cell_length_c                   26.1158(6)
_cell_measurement_reflns_used    17323
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.7000
_cell_measurement_theta_min      3.3500
_cell_volume                     5398.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.66a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'hybrid pixel array detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000HE'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.972
_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   -100.00 -34.00   0.50    1.00    --  -46.48 -14.00  84.00  132
  2  \w    -15.00  10.00   0.50    1.00    --  -46.48  14.00-104.00   50
  3  \w     34.00  60.00   0.50    1.00    --   46.48  14.00-104.00   52
  4  \w     75.00 111.00   0.50    1.00    --   46.48  14.00-104.00   72
  5  \w     90.00 132.00   0.50    4.00    --  101.75  14.00-104.00   84
  6  \w   -141.00-116.00   0.50    4.00    -- -103.00 -14.00  84.00   50
  7  \w    -59.00 -24.00   0.50    1.00    --  -46.48 -77.00  60.00   70
  8  \w    -62.00 -31.00   0.50    1.00    --  -46.48 -57.00 -30.00   62
  9  \w    -64.00 -34.00   0.50    1.00    --  -46.48 -19.00 -30.00   60
 10  \w   -100.00 -73.00   0.50    1.00    --  -46.48 -57.00 -30.00   54
 11  \w   -107.00 -34.00   0.50    1.00    --  -46.48 -37.00  30.00  146
 12  \w     -1.00  25.00   0.50    1.00    --   46.48 -14.00  84.00   52
 13  \w     24.00  92.00   0.50    1.00    --   46.48-125.00 -60.00  136
 14  \w     25.00  59.00   0.50    1.00    --   46.48  77.00   0.00   68
 15  \w     40.00  65.00   0.50    1.00    --   46.48  77.00  60.00   50
 16  \w     24.00  79.00   0.50    1.00    --   46.48  77.00  30.00  110
 17  \w     25.00  56.00   0.50    1.00    --   46.48  77.00 -30.00   62
 18  \w     93.00 119.00   0.50    1.00    --   46.48  77.00 -30.00   52
 19  \w     32.00  98.00   0.50    4.00    --  101.75-107.00 -44.12  132
 20  \w     80.00 107.00   0.50    4.00    --  101.75  77.00   0.00   54
 21  \w     33.00  63.00   0.50    4.00    --  101.75-125.00  90.00   60
 22  \w     30.00  72.00   0.50    4.00    --  101.75 -61.00 150.00   84
 23  \w     80.00 105.00   0.50    4.00    --  101.75  77.00 -90.00   50
 24  \w     34.00  73.00   0.50    4.00    --  101.75 -61.00   0.00   78
 25  \w     52.00 106.00   0.50    4.00    --  101.75 -94.00   0.00  108
 26  \w     30.00  72.00   0.50    4.00    --  101.75 -61.00-120.00   84
 27  \w     29.00  72.00   0.50    4.00    --  101.75 -61.00 -60.00   86
 28  \w     30.00  72.00   0.50    4.00    --  101.75 -61.00 -30.00   84
 29  \w     67.00 104.00   0.50    4.00    --  101.75-125.00  90.00   74
 30  \w   -113.00 -85.00   0.50    4.00    -- -103.00 -64.00  20.80   56
 31  \w   -107.00 -82.00   0.50    4.00    -- -103.00 -72.00  66.98   50
 32  \w   -163.00-137.00   0.50    4.00    -- -103.00 -81.00 -17.50   52
 33  \w   -107.00 -80.00   0.50    4.00    -- -103.00 -76.00  -6.85   54
 34  \w   -111.00 -84.00   0.50    4.00    -- -103.00 -67.00  -0.15   54
 35  \w   -105.00 -79.00   0.50    4.00    -- -103.00 -79.00  23.32   52
 36  \w   -105.00 -80.00   0.50    4.00    -- -103.00 -77.00 -30.00   50
 37  \w   -106.00 -80.00   0.50    4.00    -- -103.00 -77.00   0.00   52
 38  \w   -173.00-146.00   0.50    4.00    -- -103.00 -77.00 -30.00   54
 39  \w   -109.00 -83.00   0.50    4.00    -- -103.00 -69.00  20.67   52
 40  \w   -111.00 -84.00   0.50    4.00    -- -103.00 -67.00  -2.92   54
 41  \w   -135.00 -85.00   0.50    4.00    -- -103.00 -64.00 -33.36  100
 42  \w   -113.00 -86.00   0.50    4.00    -- -103.00 -61.00  60.00   54
 43  \w   -172.00 -89.00   0.50    4.00    -- -103.00 -48.00 -19.10  166
 44  \w   -173.00 -91.00   0.50    4.00    -- -103.00 -45.00 -90.00  164
 45  \w    -69.00 -31.00   0.50    4.00    -- -103.00  61.00 150.00   76
 46  \w   -172.00 -86.00   0.50    4.00    -- -103.00 -61.00 -60.00  172
 47  \w   -152.00-125.00   0.50    4.00    -- -103.00 -77.00  90.00   54
 48  \w   -115.00 -85.00   0.50    4.00    -- -103.00 -66.00 -47.67   60
 49  \w   -108.00 -81.00   0.50    4.00    -- -103.00 -75.00  36.51   54
 50  \w   -112.00 -85.00   0.50    4.00    -- -103.00 -64.00  16.66   54
 51  \w   -112.00 -83.00   0.50    4.00    -- -103.00 -69.00 -22.52   58
 52  \w   -112.00 -83.00   0.50    4.00    -- -103.00 -70.00  74.83   58
 53  \w   -117.00 -92.00   0.50    4.00    -- -103.00 -45.00  30.00   50
 54  \w   -119.00 -91.00   0.50    4.00    -- -103.00 -45.00  60.00   56
 55  \w   -173.00 -91.00   0.50    4.00    -- -103.00 -47.00  -7.56  164
 56  \w   -117.00 -89.00   0.50    4.00    -- -103.00 -52.00  44.77   56
 57  \w   -170.00-144.00   0.50    4.00    -- -103.00 -64.00  16.66   52
 58  \w   -174.00-118.00   0.50    4.00    -- -103.00 -70.00  74.83  112
 59  \w   -174.00-121.00   0.50    4.00    -- -103.00 -64.00  20.80  106
 60  \w   -106.00 -80.00   0.50    4.00    -- -103.00 -77.00  60.00   52
 61  \w    -62.00 -32.00   0.50    4.00    -- -103.00  61.00 -30.00   60
 62  \w   -110.00 -83.00   0.50    4.00    -- -103.00 -69.00  24.84   54
 63  \w   -109.00 -83.00   0.50    4.00    -- -103.00 -70.00 -52.30   52
 64  \w   -106.00 -79.00   0.50    4.00    -- -103.00 -79.00   6.81   54
 65  \w   -107.00 -80.00   0.50    4.00    -- -103.00 -77.00 -15.32   54
 66  \w   -105.00 -80.00   0.50    4.00    -- -103.00 -77.00  30.00   50
 67  \w   -110.00 -83.00   0.50    4.00    -- -103.00 -71.00  37.14   54
 68  \w   -106.00 -80.00   0.50    4.00    -- -103.00 -77.00 -60.00   52
 69  \w   -104.00 -78.00   0.50    4.00    -- -103.00 -84.00  19.61   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, UG2 \k goniometer'
_diffrn_measurement_device_type
'Rigaku 007HF diffractometer with HF Varimax confocal mirrors, an UG2 goniometer and HyPix 6000HE detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0672423000
_diffrn_orient_matrix_UB_12      -0.0297437000
_diffrn_orient_matrix_UB_13      -0.0346855000
_diffrn_orient_matrix_UB_21      0.0018717000
_diffrn_orient_matrix_UB_22      0.0048309000
_diffrn_orient_matrix_UB_23      -0.0580034000
_diffrn_orient_matrix_UB_31      0.0121494000
_diffrn_orient_matrix_UB_32      -0.1653040000
_diffrn_orient_matrix_UB_33      0.0044997000
_diffrn_radiation_collimation    'HF Varimax focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            38786
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.006
_diffrn_reflns_theta_min         1.967
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    2.019
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.66a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       plate
_exptl_crystal_F_000             2560
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of DCM and methanol'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.472
_refine_diff_density_min         -0.824
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details
;
 Flack x determined using 3031 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     778
_refine_ls_number_reflns         10196
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0823
_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/[\s^2^(Fo^2^)+(0.1593P)^2^+10.2031P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2211
_refine_ls_wR_factor_ref         0.2350
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.897
_reflns_Friedel_fraction_max     0.851
_reflns_number_gt                8600
_reflns_number_total             10196
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt04082d2.cif
_cod_data_source_block           1SS
_cod_database_code               7712415
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         '(C22 H22 F6 N2 O4)2 Zn'
_chemical_oxdiff_usercomment     NBE806
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.752
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O2-C2
 1.4 with sigma of 0.02
 H00P-O005
 1.8 with sigma of 0.02
 H2A-O1
 1.73 with sigma of 0.02
 O2-C2 \\sim O2A-C2A
 with sigma of 0.02
 F00K-C022 \\sim F00L-C0
 with sigma of 0.02
 F00K-F011 \\sim F00L-F0
 with sigma of 0.04
 F011-C022 \\sim F0-C0
 with sigma of 0.02
 O00G-F014 \\sim O3-F1
 with sigma of 0.04
 F011-F014 \\sim F0-F1
 with sigma of 0.04
 F00K-F014 \\sim F00L-F1
 with sigma of 0.04
 O00G-C01K \\sim O3-C01K
 with sigma of 0.02
 C01K-C022 \\sim C01K-C0
 with sigma of 0.04
 O00G-F011 \\sim O3-F0
 with sigma of 0.04
 F014-C022 \\sim F1-C0
 with sigma of 0.02
 O00G-C022 \\sim O3-C0
 with sigma of 0.02
 O00G-F00K \\sim O3-F00L
 with sigma of 0.04
3. Rigid bond restraints
 C2A, O2A, O2, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C2A \\sim O2A \\sim O2 \\sim C2: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C2A, O2A, O2, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O00G, F00K, F011, F014, C022, O3, C0, F00L, F0, F1, C01K
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Sof(O2A)=Sof(H2AA)=Sof(C2A)=Sof(H2AB)=Sof(H2AC)=Sof(H2AD)=1-FVAR(1)
 Sof(O2)=Sof(H2A)=Sof(C2)=Sof(H2B)=Sof(H2C)=Sof(H2D)=FVAR(1)
 Sof(O3)=Sof(C0)=Sof(F00L)=Sof(F0)=Sof(F1)=1-FVAR(2)
 Sof(O00G)=Sof(F00K)=Sof(F011)=Sof(F014)=Sof(C022)=FVAR(2)
7.a Ternary CH refined with riding coordinates:
 N00F(H00F), N00J(H00J), N00L(H00L), N00O(H00O), C00S(H00S), C00T(H00T),
 C00W(H00W), C01L(H01O)
7.b Secondary CH2 refined with riding coordinates:
 C010(H01A,H01B), C013(H01C,H01D), C015(H01E,H01F), C01C(H01G,H01H), C01F(H01K,
 H01L), C01H(H01M,H01N), C01R(H01S,H01T), C01S(H01U,H01V), C01T(H01W,H01X),
 C01U(H01Y,H), C01X(H1,HA), C021(H02A,H02B)
7.c Aromatic/amide H refined with riding coordinates:
 C00Y(H00Y), C012(H012), C016(H016), C018(H018), C019(H019), C01D(H01I),
 C01E(H01J), C01N(H01P), C01O(H01Q), C01Q(H01R), C01V(H01Z), C01W(H01)
7.d Idealised Me refined as rotating group:
 C01Y(H2,HB,HC), C023(H02C,H02D,H02E), C2(H2B,H2C,H2D), C3(H3A,H3B,H3C),
 C2A(H2AB,H2AC,H2AD)
7.e Idealised tetrahedral OH refined as rotating group:
 O00N(H00N), O00P(H00P), O1(H1A), O2(H2A), O2A(H2AA)
;
_shelx_res_checksum              86041
_shelx_hkl_checksum              54136
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in oil'
_olex2_submission_original_sample_id NBE806
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.222
_oxdiff_exptl_absorpt_empirical_full_min 0.141