Anionic 1-Aza-3,4-diphospholides as redox active ligands
Suter, Riccardo; Gilliard, Robert J.; Iskandarov, Javad; Benkő, Zoltan; Wörle, Michael; Grützmacher, Hansjörg; Inorganica Chimica Acta 520 (2021) 120274–; doi:10.1016/j.ica.2021.120274

data_1566180
_publ_section_title
;
 Anionic 1-Aza-3,4-diphospholides as redox active ligands
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              120274
_journal_paper_doi               10.1016/j.ica.2021.120274
_journal_volume                  520
_journal_year                    2021
_chemical_formula_moiety         'C36 H52 N2 O2 P4, 2(C4 H8 O)'
_chemical_formula_sum            'C44 H68 N2 O4 P4'
_chemical_formula_weight         812.88
_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
_cell_angle_alpha                90
_cell_angle_beta                 110.991(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0208(7)
_cell_length_b                   20.0032(6)
_cell_length_c                   17.0841(7)
_cell_measurement_reflns_used    3164
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      26.0960
_cell_measurement_theta_min      1.5810
_cell_volume                     4473.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    OLEX2
_computing_publication_material  OLEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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    -87.00  30.00   1.00   90.00    --  -26.23   0.00-120.00  117
  2  \w    -94.00 -65.00   1.00   90.00    --  -26.23-179.00-120.00   29
  3  \w    -80.00  -1.00   1.00   90.00    --  -26.23 -38.00   0.00   79
  4  \w     59.00  86.00   1.00   90.00    --   26.70 179.00-120.00   27
  5  \w      5.00  81.00   1.00   90.00    --   26.70  57.00-180.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013880000
_diffrn_orient_matrix_UB_12      0.0278841000
_diffrn_orient_matrix_UB_13      -0.0252312000
_diffrn_orient_matrix_UB_21      0.0540672000
_diffrn_orient_matrix_UB_22      0.0005588000
_diffrn_orient_matrix_UB_23      0.0184839000
_diffrn_orient_matrix_UB_31      0.0032106000
_diffrn_orient_matrix_UB_32      -0.0218990000
_diffrn_orient_matrix_UB_33      -0.0316127000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.1072
_diffrn_reflns_av_unetI/netI     0.1392
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24180
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.633
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.207
_exptl_crystal_description       plate
_exptl_crystal_F_000             1752
_exptl_crystal_recrystallization_method 'crystallized from THF'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.854
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         8204
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1684
_refine_ls_R_factor_gt           0.0941
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1277P)^2^+0.1049P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2326
_refine_ls_wR_factor_ref         0.2863
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4299
_reflns_number_total             8204
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            2-meso.cif
_cod_data_source_block           ppppiprb
_cod_original_cell_volume        4473.5(4)
_cod_database_code               1566180
_chemical_oxdiff_formula         C44H51N2O4P4
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.955
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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. Uiso/Uaniso restraints and constraints
Uiso(O3) = Uiso(C40) = Uiso(C39) = Uiso(C38) = Uiso(C37) = Uiso(O4) = Uiso(C44)
= Uiso(C43) = Uiso(C42) = Uiso(C41)
Uiso(O5) = Uiso(C48) = Uiso(C47) = Uiso(C46) = Uiso(C45)
Uiso(O5) = Uiso(C45) = Uiso(C46) = Uiso(C47) = Uiso(C48) = Uiso(O6) = Uiso(C49)
= Uiso(C50) = Uiso(C51) = Uiso(C52) = Uiso(O7) = Uiso(C53) = Uiso(C54) =
Uiso(C55) = Uiso(C56)
3. Others
 1*[Sof(O5)+Sof(C45)+Sof(H45A)+Sof(H45B)+Sof(C46)+Sof(H46A)+Sof(H46B)+Sof(C47)+
 Sof(H47A)+Sof(H47B)+Sof(C48)+Sof(H48A)+Sof(H48B)]+1*[Sof(O6)+Sof(C49)+
 Sof(H49A)+Sof(H49B)+Sof(C50)+Sof(H50A)+Sof(H50B)+Sof(C51)+Sof(H51A)+Sof(H51B)+
 Sof(C52)+Sof(H52A)+Sof(H52B)]+1*[Sof(O7)+Sof(C53)+Sof(H53A)+Sof(H53B)+Sof(C54)+
 Sof(H54A)+Sof(H54B)+Sof(C55)+Sof(H55A)+Sof(H55B)+Sof(C56)+Sof(H56A)+Sof(H56B)]=
 1 with esd of 0.0001
 1*[Sof(O3)+Sof(C37)+Sof(H37A)+Sof(H37B)+Sof(C38)+Sof(H38A)+Sof(H38B)+Sof(C39)+
 Sof(H39A)+Sof(H39B)+Sof(C40)+Sof(H40A)+Sof(H40B)]+1*[Sof(O4)+Sof(C41)+
 Sof(H41A)+Sof(H41B)+Sof(C42)+Sof(H42A)+Sof(H42B)+Sof(C43)+Sof(H43A)+Sof(H43B)+
 Sof(C44)+Sof(H44A)+Sof(H44B)]=1 with esd of 0.0001
 Sof(O3)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C39)=
 Sof(H39A)=Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=FVAR(1)
 Sof(O4)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(C42)=Sof(H42A)=Sof(H42B)=Sof(C43)=
 Sof(H43A)=Sof(H43B)=Sof(C44)=Sof(H44A)=Sof(H44B)=FVAR(2)
 Sof(O5)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=Sof(H46B)=Sof(C47)=
 Sof(H47A)=Sof(H47B)=Sof(C48)=Sof(H48A)=Sof(H48B)=FVAR(3)
 Sof(O6)=Sof(C49)=Sof(H49A)=Sof(H49B)=Sof(C50)=Sof(H50A)=Sof(H50B)=Sof(C51)=
 Sof(H51A)=Sof(H51B)=Sof(C52)=Sof(H52A)=Sof(H52B)=FVAR(4)
 Sof(O7)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(C54)=Sof(H54A)=Sof(H54B)=Sof(C55)=
 Sof(H55A)=Sof(H55B)=Sof(C56)=Sof(H56A)=Sof(H56B)=FVAR(5)
4.a Free rotating group:
 O3(C37,C38,C39,C40), O4(C41,C42,C43,C44), O5(C45,C46,C47,C48), O6(C49,C50,C51,
 C52), O7(C53,C54,C55,C56)
4.b Ternary CH refined with riding coordinates:
 C15(H15), C18(H18), C27(H27), C30(H30)
4.c Secondary CH2 refined with riding coordinates:
 C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B), C41(H41A,
 H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B),
 C46(H46A,H46B), C47(H47A,H47B), C48(H48A,H48B), C49(H49A,H49B), C50(H50A,H50B),
  C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B), C55(H55A,
 H55B), C56(H56A,H56B)
4.d Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C23(H23), C24(H24), C25(H25)
4.e Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C34(H34A,
 H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C)
;
_shelx_res_checksum              68670
_shelx_hkl_checksum              44594
_olex2_exptl_crystal_mounting_method tip-mounted
_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 2.020
_oxdiff_exptl_absorpt_empirical_full_min 0.813