Bis[squaramido]ferrocenes as electrochemical sulfate receptors
Lane, Jakob D. E.; Greenwood, William J. H.; Day, Victor W.; Jolliffe, Katrina A.; Bowman-James, Kristin; Adriaenssens, Louis; New Journal of Chemistry 46 (2022) 18119–18123; doi:10.1039/D2NJ03951F

data_7061953
_publ_section_title
;
 Bis[squaramido]ferrocenes as electrochemical sulfate receptors
;
_journal_issue                   38
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18119
_journal_page_last               18123
_journal_paper_doi               10.1039/D2NJ03951F
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C34 H18 F12 Fe N4 O4, 2(C2 H4 O2)'
_chemical_formula_sum            'C38 H26 F12 Fe N4 O8'
_chemical_formula_weight         950.48
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2021-07-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-10-14 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                85.440(2)
_cell_angle_beta                 74.635(2)
_cell_angle_gamma                72.764(3)
_cell_formula_units_Z            2
_cell_length_a                   10.3206(3)
_cell_length_b                   13.2397(3)
_cell_length_c                   14.9915(3)
_cell_measurement_reflns_used    17028
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.1160
_cell_measurement_theta_min      3.4930
_cell_volume                     1886.54(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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     -5.00  44.00   1.00    3.00    --  -39.07  19.00-120.00   49
  2  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00 -90.00   49
  3  \w    -44.00  37.00   1.00    3.00    --  -39.07  57.00  60.00   81
  4  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00-150.00   49
  5  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00 150.00   49
  6  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00 -60.00   49
  7  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00-180.00   49
  8  \w     61.00 130.00   1.00    3.00    --   39.07 178.00  90.00   69
  9  \w      2.00  31.00   1.00    3.00    --   39.07  86.00 -72.14   29
 10  \w     61.00 130.00   1.00    3.00    --   39.07 178.00-120.00   69
 11  \w     -1.00  29.00   1.00    3.00    --   39.07  90.00-116.36   30
 12  \w    104.00 178.00   1.00   12.00    --  106.69 111.00-150.00   74
 13  \w     61.00 146.00   1.00   12.00    --  106.69 178.00  90.00   85
 14  \w     27.00 109.00   1.00   12.00    --  106.69-111.00 -60.00   82
 15  \w     27.00  57.00   1.00   12.00    --  106.69 -30.00  60.00   30
 16  \w     30.00  72.00   1.00   12.00    --  106.69 -45.00-180.00   42
 17  \w     27.00  57.00   1.00   12.00    --  106.69 -30.00 150.00   30
 18  \w     27.00 109.00   1.00   12.00    --  106.69-111.00 -90.00   82
 19  \w     30.00  93.00   1.00   12.00    --  106.69 -61.00-120.00   63
 20  \w     27.00 109.00   1.00   12.00    --  106.69-111.00  60.00   82
 21  \w     27.00  57.00   1.00   12.00    --  106.69 -30.00 -90.00   30
 22  \w     27.00 109.00   1.00   12.00    --  106.69-111.00-150.00   82
 23  \w     27.00 109.00   1.00   12.00    --  106.69-111.00 150.00   82
 24  \w     73.00 178.00   1.00   12.00    --  106.69  30.00-150.00  105
 25  \w     30.00  72.00   1.00   12.00    --  106.69 -45.00 120.00   42
 26  \w     30.00  72.00   1.00   12.00    --  106.69 -45.00  60.00   42
 27  \w     30.00  72.00   1.00   12.00    --  106.69 -45.00-150.00   42
 28  \w     30.00  72.00   1.00   12.00    --  106.69 -45.00 -60.00   42
 29  \w     78.00 178.00   1.00   12.00    --  106.69  42.00 -62.00  100
 30  \w    104.00 178.00   1.00   12.00    --  106.69 111.00-180.00   74
 31  \w   -117.00 -10.00   1.00    3.00    --  -39.07 -38.00-150.00  107
 32  \w   -115.00  -8.00   1.00    3.00    --  -39.07 -57.00 120.00  107
 33  \w     -5.00  44.00   1.00    3.00    --  -39.07  19.00   0.00   49
 34  \w      0.00  30.00   1.00    3.00    --   39.07  88.00  27.36   30
 35  \w      2.00  31.00   1.00    3.00    --   39.07  86.00 117.79   29
 36  \w      2.00  31.00   1.00    3.00    --   39.07  86.00  68.21   29
 37  \w     -1.00  29.00   1.00    3.00    --   39.07  90.00   0.37   30
 38  \w      1.00  31.00   1.00    3.00    --   39.07  87.00 174.92   30
 39  \w     75.00 178.00   1.00   12.00    --  106.69  61.00-150.00  103
 40  \w     75.00 178.00   1.00   12.00    --  106.69  61.00  79.58  103
 41  \w     75.00 178.00   1.00   12.00    --  106.69  61.00 -30.00  103
 42  \w     75.00 178.00   1.00   12.00    --  106.69  61.00-120.00  103
 43  \w     76.00 178.00   1.00   12.00    --  106.69  56.00 131.10  102
 44  \w     75.00 178.00   1.00   12.00    --  106.69  59.00  36.00  103
 45  \w     76.00 101.00   1.00   12.00    --  106.69  55.00 109.20   25
 46  \w     29.00 178.00   1.00   12.00    --  106.69  15.00  90.00  149
 47  \w     75.00 178.00   1.00   12.00    --  106.69  61.00 -60.00  103
 48  \w     75.00 178.00   1.00   12.00    --  106.69  61.00 150.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0868882000
_diffrn_orient_matrix_UB_12      0.0964480000
_diffrn_orient_matrix_UB_13      0.0622619000
_diffrn_orient_matrix_UB_21      0.1147475000
_diffrn_orient_matrix_UB_22      0.0555810000
_diffrn_orient_matrix_UB_23      -0.0399708000
_diffrn_orient_matrix_UB_31      -0.0734047000
_diffrn_orient_matrix_UB_32      0.0495087000
_diffrn_orient_matrix_UB_33      -0.0767027000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33271
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.507
_diffrn_reflns_theta_min         3.495
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.297
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.364
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_description       plank
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.261
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         7395
_refine_ls_number_restraints     730
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0327
_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^)+(0.0534P)^2^+0.5445P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0893
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7045
_reflns_number_total             7395
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03951f2.cif
_cod_data_source_block           kaj21_s2300_sn815
_cod_database_code               7061953
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C34 H18 F12 Fe N4 O4'
_chemical_oxdiff_usercomment     'Fc5Ar-AcOH, fomblin y 2'
_shelx_estimated_absorpt_t_max   0.801
_shelx_estimated_absorpt_t_min   0.400
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 F3A-C25A \\sim F3-C25 \\sim F2A-C25A \\sim F2-C25 \\sim F1A-C25A \\sim F1-C25
\\sim F7A-C33A \\sim F7-C33
 \\sim F8-C33 \\sim F8-C33A \\sim F9A-C33A \\sim F9-C33 \\sim F11-C34 \\sim
F12-C34 \\sim F10-C34 \\sim F4-C26
 \\sim F5-C26 \\sim F6-C26
 with sigma of 0.02
 C20-C25 \\sim C22-C25 \\sim C20-C25A \\sim C22-C25A \\sim C22-C26 \\sim
C24-C26 \\sim C28-C33 \\sim C30-
 C33 \\sim C28-C33A \\sim C30-C33A \\sim C30-C34 \\sim C32-C34
 with sigma of 0.02
 C26-C23 \\sim C34-C31 \\sim C33-C29 \\sim C33A-C29 \\sim C25A-C21 \\sim C25-C21
 with sigma of 0.02
 F1-F2 \\sim F1-F3 \\sim F2-F3 \\sim F1A-F2A \\sim F1A-F3A \\sim F2A-F3A \\sim
F4-F5 \\sim F4-F6 \\sim F5-F6 ~
 F7-F8 \\sim F7-F9 \\sim F8-F9 \\sim F7A-F8A \\sim F7A-F9A \\sim F8A-F9A \\sim
F10-F11 \\sim F10-F12 \\sim F11-
 F12
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F7 \\sim F8 \\sim F9 \\sim C33 \\sim F9A \\sim F7A \\sim C33A \\sim F8A \\sim
F1 \\sim F2 \\sim F3 \\sim C25 \\sim F3A \\sim C25A \\sim F1A \\sim F2A \\sim
C29 \\sim C21: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
4. Rigid body (RIGU) restrains
 F7, F8, F9, C33, F9A, F7A, C33A, F8A, F1, F2, F3, C25, F3A, C25A, F1A, F2A,
 C21, C29
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F3A)=Sof(C25A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(C25)=FVAR(1)
 Sof(F9A)=Sof(F7A)=Sof(C33A)=Sof(F8A)=1-FVAR(2)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(C33)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C22(H22), C24(H24), C28(H28),
  C30(H30), C32(H32)
6.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C38(H38A,H38B,H38C)
6.c Idealised tetrahedral OH refined as rotating group:
 O5(H5), O7(H7)
;
_shelx_res_checksum              77437
_olex2_exptl_crystal_mounting_method 'in paraonte on a micromount'
_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 1.464
_oxdiff_exptl_absorpt_empirical_full_min 0.760