The effect of tether groups on the spin states of iron(II)/bis[2,6-di(pyrazol-1-yl)pyridine] complexes.
Capel Berdiell, Izar; García-López, Victor; Howard, Mark J.; Clemente-León, Miguel; Halcrow, Malcolm A.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 7417–7426; doi:10.1039/d1dt01076j

data_7707344
_publ_section_title
;
 The effect of tether groups on the spin states of
 iron(II)/bis[2,6-di(pyrazol-1-yl)pyridine] complexes.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7417
_journal_page_last               7426
_journal_paper_doi               10.1039/d1dt01076j
_journal_volume                  50
_journal_year                    2021
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C22 H25 N5 O4 S2'
_chemical_formula_sum            'C22 H25 N5 O4 S2'
_chemical_formula_weight         487.59
_chemical_name_systematic
;
2-[(2,6-Di(pyrazol-1-yl)pyridine)-4-carboxy]ethyl (R)-lipoate (L3)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-07-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2021-03-30 deposited with the CCDC.	2021-05-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.382(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1017(1)
_cell_length_b                   17.0738(1)
_cell_length_c                   18.7947(2)
_cell_measurement_reflns_used    18117
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      35.52
_cell_measurement_theta_min      1.05
_cell_volume                     2278.25(4)
_computing_cell_refinement       'XIA2 0.4.0.438-g4431aaa (Winter, 2010)'
_computing_data_reduction        'XIA2 0.4.0.438-g4431aaa (Winter, 2010)'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Photon counting pixel array'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Fluid Film Devices'
_diffrn_measurement_method       'shutterless scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Diamond Light Source station I19'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0859
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            24658
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        24.810
_diffrn_reflns_theta_max         26.048
_diffrn_reflns_theta_min         1.050
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 2002).  University of Gottingen, Germany.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1024
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,2-dichloroethane/pentane'
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Flack x determined using 2616 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(6)
_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     616
_refine_ls_number_reflns         9365
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.311
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0796
_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^)+(0.1286P)^2^+0.8545P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2257
_refine_ls_wR_factor_ref         0.2354
_reflns_Friedel_coverage         0.837
_reflns_Friedel_fraction_full    0.906
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                7436
_reflns_number_total             9365
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt01076j2.cif
_cod_data_source_block           cooeola
_cod_depositor_comments
'Adding full bibliography for 7707339--7707346.cif.'
_cod_database_code               7707344
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 C23-C25A = C25A-C26A = C26A-C27A = C27A-C28A = C28A-C29A = C29A-C33A = C32A-
 C33A
 1.51 with sigma of 0.02
 C23-C26A = C25A-C27A = C26A-C28A = C27A-C29A = C28A-C33A = C29A-C32A
 2.47 with sigma of 0.02
 C23-C25B = C25B-C26B = C26B-C27B = C27B-C28B = C28B-C29B = C29B-C33B = C32A-
 C33B
 1.51 with sigma of 0.02
 C23-C26B = C25B-C27B = C26B-C28B = C27B-C29B = C28B-C33B = C29B-C32A
 2.47 with sigma of 0.02
 C23-C25C = C25C-C26C = C26C-C27C = C27C-C28C = C28C-C29B = C29B-C33C = C32C-
 C33C
 1.51 with sigma of 0.02
 C23-C26C = C25C-C27C = C26C-C28C = C27C-C29B = C28C-C33C = C29B-C32C
 2.47 with sigma of 0.02
 C29A-S30A = S31A-C32A = C29B-S30B = S31B-C32A
 1.82 with sigma of 0.02
 C56-C58A = C58A-C59A = C59A-C60A = C60A-C61A = C61A-C62A = C62A-C66A = C65A-
 C66A
 1.51 with sigma of 0.02
 C56-C59A = C58A-C60A = C59A-C61A = C60A-C62A = C61A-C66A = C62A-C65A
 2.47 with sigma of 0.02
 C56-C58B = C58B-C59B = C59B-C60B = C60B-C61B = C61B-C62B = C62B-C66B = C65B-
 C66B
 1.51 with sigma of 0.02
 C56-C59B = C58B-C60B = C59B-C61B = C60B-C62B = C61B-C66B = C62B-C65B
 2.47 with sigma of 0.02
 C62A-S63A = S64-C65A = C62B-S63B = S64-C65B
 1.82 with sigma of 0.02
 S30A-S31A = S30B-S31B = S63A-S64 = S63B-S64
 2.08 with sigma of 0.02
 C28A-S30A = C32A-S30A = C33A-S30A = C28B-S30B = C32A-S30B = C33B-S30B
 2.8 with sigma of 0.02
 C29A-S31A = C32A-S31A = C29B-S31B = C32A-S31B
 2.8 with sigma of 0.02
 C61A-S63A = C65A-S63A = C66A-S63A = C61B-S63B = C65B-S63B = C66B-S63B
 2.8 with sigma of 0.02
 C62A-S64 = C66A-S64 = C62B-S64 = C66B-S64
 2.8 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C25A \\sim C26A \\sim C27A \\sim C28A \\sim C29A \\sim S30A \\sim S31A \\sim
C32A \\sim C33A: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.01 within 2A
C25B \\sim C26B \\sim C27B \\sim C28B \\sim C29B \\sim S30B \\sim S31B \\sim
C32A \\sim C33B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.01 within 2A
C25C \\sim C26C \\sim C27C \\sim C28C \\sim C29B \\sim S30C \\sim S31C \\sim
C32C \\sim C33C: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.01 within 2A
4. Others
 Fixed Sof: C25A(0.4) H25A(0.4) H25B(0.4) C26A(0.4) H26A(0.4) H26B(0.4)
 C27A(0.4) H27A(0.4) H27B(0.4) C28A(0.4) H28A(0.4) H28B(0.4) C29A(0.4)
 H29A(0.4) S30A(0.4) S31A(0.4) C32A(0.7) H32A(0.4) H32B(0.4) H32C(0.3)
 H32D(0.3) C33A(0.4) H33A(0.4) H33B(0.4) C25B(0.3) H25C(0.3) H25D(0.3)
 C26B(0.3) H26C(0.3) H26D(0.3) C27B(0.3) H27C(0.3) H27D(0.3) C28B(0.3)
 H28C(0.3) H28D(0.3) C29B(0.6) H29B(0.6) S30B(0.3) S31B(0.3) C33B(0.3)
 H33C(0.3) H33D(0.3) C25C(0.3) H25E(0.3) H25F(0.3) C26C(0.3) H26E(0.3)
 H26F(0.3) C27C(0.3) H27E(0.3) H27F(0.3) C28C(0.3) H28E(0.3) H28F(0.3)
 S30C(0.3) S31C(0.3) C32C(0.3) H32E(0.3) H32F(0.3) C33C(0.3) H33E(0.3)
 H33F(0.3) C58A(0.5) H58A(0.5) H58B(0.5) C59A(0.5) H59A(0.5) H59B(0.5)
 C60A(0.5) H60A(0.5) H60B(0.5) C61A(0.5) H61A(0.5) H61B(0.5) C62A(0.5)
 H62A(0.5) S63A(0.5) C65A(0.5) H65A(0.5) H65B(0.5) C66A(0.5) H66A(0.5)
 H66B(0.5) C58B(0.5) H58C(0.5) H58D(0.5) C59B(0.5) H59C(0.5) H59D(0.5)
 C60B(0.5) H60C(0.5) H60D(0.5) C61B(0.5) H61C(0.5) H61D(0.5) C62B(0.5)
 H62B(0.5) S63B(0.5) C65B(0.5) H65C(0.5) H65D(0.5) C66B(0.5) H66C(0.5) H66D(0.5)
5.a Ternary CH refined with riding coordinates:
 C29A(H29A), C29B(H29B), C62A(H62A), C62B(H62B)
5.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C25A(H25A,H25B), C26A(H26A,H26B), C27A(H27A,
 H27B), C28A(H28A,H28B), C32A(H32A,H32B), C32A(H32C,H32D), C33A(H33A,H33B),
 C25B(H25C,H25D), C26B(H26C,H26D), C27B(H27C,H27D), C28B(H28C,H28D), C33B(H33C,
 H33D), C25C(H25E,H25F), C26C(H26E,H26F), C27C(H27E,H27F), C28C(H28E,H28F),
 C32C(H32E,H32F), C33C(H33E,H33F), C53(H53A,H53B), C54(H54A,H54B), C58A(H58A,
 H58B), C59A(H59A,H59B), C60A(H60A,H60B), C61A(H61A,H61B), C65A(H65A,H65B),
 C66A(H66A,H66B), C58B(H58C,H58D), C59B(H59C,H59D), C60B(H60C,H60D), C61B(H61C,
 H61D), C65B(H65C,H65D), C66B(H66C,H66D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16),
 C36(H36), C38(H38), C42(H42), C43(H43), C44(H44), C47(H47), C48(H48), C49(H49)
;
_shelx_res_checksum              84278
_olex2_submission_special_instructions 'No special instructions were received'