A simple synthesis of group 2 anthracenides and their use as reducing agents for polypnictogen ligand complexes.
Adlbert, Lukas; Weber, Martin; Riesinger, Christoph; Seidl, Michael; Scheer, Manfred; Chemical science 16 (2025) 15446–15454; doi:10.1039/d5sc04242a

data_1575226
_publ_section_title
;
 A simple synthesis of group 2 anthracenides and their use as reducing
 agents for polypnictogen ligand complexes.
;
_journal_issue                   34
_journal_name_full               'Chemical science'
_journal_page_first              15446
_journal_page_last               15454
_journal_paper_doi               10.1039/d5sc04242a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety
'C40 H70 Ba Fe2 O5 P10, 0.5(C4 H8 O), 0.25[C4H8O], 0.25[C4H8O]'
_chemical_formula_sum            'C44 H78 Ba Fe2 O6 P10'
_chemical_formula_weight         1261.80
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-01-14
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2025.01.10 svn.r16582094 for OlexSys, GUI svn.r7115)
;
_audit_update_record
;
2025-05-25 deposited with the CCDC.	2025-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   27.7184(7)
_cell_length_b                   40.4538(12)
_cell_length_c                   20.3254(4)
_cell_measurement_reflns_used    16119
_cell_measurement_temperature    133.00(10)
_cell_measurement_theta_max      25.8510
_cell_measurement_theta_min      1.9550
_cell_volume                     22791.2(10)
_computing_cell_refinement       'CrysAlisPro 1.171.41.83a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.83a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.83a (Rigaku OD, 2020)'
_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_temperature      133.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_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    -10.00  29.14   0.38  165.00    --    0.12  95.00 129.08  103
  2  \w    -11.00  20.92   0.38  165.00    --    0.12  99.00  -2.35   84
  3  \w      7.00  38.16   0.38  165.00    --    0.12  74.00 -56.90   82
  4  \w    -43.00  -7.66   0.38  165.00    --   -2.00 -67.00  59.64   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_unetI/netI     0.0775
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            100203
_diffrn_reflns_point_group_measured_fraction_full 0.856
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.727
_diffrn_reflns_theta_min         1.781
_exptl_absorpt_coefficient_mu    1.508
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             10368
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         4.239
_refine_diff_density_min         -3.364
_refine_diff_density_rms         0.185
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.52(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2373
_refine_ls_number_reflns         36991
_refine_ls_number_restraints     1692
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.1004
_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^)+(0.1826P)^2^+73.0304P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2664
_refine_ls_wR_factor_ref         0.2853
_reflns_Friedel_coverage         0.662
_reflns_Friedel_fraction_full    0.708
_reflns_Friedel_fraction_max     0.700
_reflns_number_gt                28475
_reflns_number_total             36991
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc04242a2.cif
_cod_data_source_block           maw391_red8
_cod_depositor_comments
'Adding full bibliography for 1575224--1575230.cif.'
_cod_database_code               1575226
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Ba1 C44 Fe2 H76 O6 P10 '
_chemical_oxdiff_usercomment     'Neuer versuch 133 K mit Mo '
_shelx_estimated_absorpt_t_max   0.928
_shelx_estimated_absorpt_t_min   0.852
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.48(3)
 0.52(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C144-C138
 1.54 with sigma of 0.02
 C144-C135
 1.54 with sigma of 0.02
 O23-C169 = O23-C172
 1.44 with sigma of 0.02
 C169-C170 = C171-C172
 1.53 with sigma of 0.02
 C170-C171
 1.54 with sigma of 0.02
 O24-C173 = O24-C176
 1.44 with sigma of 0.02
 C173-C174 = C175-C176
 1.53 with sigma of 0.02
 C174-C175
 1.54 with sigma of 0.02
 O25-C177 = O25-C180
 1.44 with sigma of 0.02
 C177-C178 = C179-C180
 1.53 with sigma of 0.02
 C178-C179
 1.54 with sigma of 0.02
 O26-C181 = O26-C184
 1.44 with sigma of 0.02
 C181-C182 = C183-C184
 1.53 with sigma of 0.02
 C182-C183
 1.54 with sigma of 0.02
 P35-P33 = P33-P11 = P38-P34 = P38-P37
 2.15 with sigma of 0.02
 P39-P35 = P40-P39 = P40-P11 = P34-P30 = P36-P30 = P37-P36
 2.13 with sigma of 0.02
 Fe4-P39 = Fe4-P35 = Fe4-P11 = Fe4-P40
 2.3 with sigma of 0.02
 Fe7-P37 = Fe7-P36 = Fe7-P30 = Fe7-P34
 2.3 with sigma of 0.02
 P38-P33
 2.2 with sigma of 0.02
 C96-C108 = C96-C90 = C84-C108
 1.54 with sigma of 0.02
 O23-C170 = O23-C171 = C169-C171 = C170-C172
 2.38 with sigma of 0.04
 O24-C174 = O24-C175 = C173-C175 = C174-C176
 2.38 with sigma of 0.04
 O25-C178 = O25-C179 = C177-C179 = C178-C180
 2.38 with sigma of 0.04
 O26-C182 = O26-C183 = C181-C183 = C182-C184
 2.38 with sigma of 0.04
 P40-P35
 3.35 with sigma of 0.04
 P39-P11
 3.35 with sigma of 0.04
 P40-P33
 3.5 with sigma of 0.04
 P39-P33
 3.5 with sigma of 0.04
 P38-P36
 3.5 with sigma of 0.04
 P30-P38
 3.5 with sigma of 0.04
 P30-P37
 3.35 with sigma of 0.04
 P36-P34
 3.35 with sigma of 0.04
 Fe7-P38
 3.2 with sigma of 0.04
 P33-Fe4
 3.2 with sigma of 0.04
 C181-C184
 2.2 with sigma of 0.04
 C90-C108
 2.2 with sigma of 0.04
 C169-C170 \\sim C170-C171 \\sim C171-C172
 with sigma of 0.02
 O23-C169 \\sim O23-C172
 with sigma of 0.02
 O23-C170 \\sim O23-C171
 with sigma of 0.04
 C170-C172 \\sim C169-C171
 with sigma of 0.04
 C173-C174 \\sim C174-C175 \\sim C175-C176
 with sigma of 0.02
 O24-C173 \\sim O24-C176
 with sigma of 0.02
 O24-C174 \\sim O24-C175
 with sigma of 0.04
 C174-C176 \\sim C173-C175
 with sigma of 0.04
 C177-C178 \\sim C178-C179 \\sim C179-C180
 with sigma of 0.02
 O25-C177 \\sim O25-C180
 with sigma of 0.02
 O25-C178 \\sim O25-C179
 with sigma of 0.04
 C178-C180 \\sim C177-C179
 with sigma of 0.04
 C181-C182 \\sim C182-C183 \\sim C183-C184
 with sigma of 0.02
 O26-C181 \\sim O26-C184
 with sigma of 0.02
 O26-C182 \\sim O26-C183
 with sigma of 0.04
 C182-C184 \\sim C181-C183
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
O23 \\sim C169 \\sim C170 \\sim C171 \\sim C172: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
O24 \\sim C173 \\sim C174 \\sim C175 \\sim C176: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
O25 \\sim C177 \\sim C178 \\sim C179 \\sim C180: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
O26 \\sim C181 \\sim C182 \\sim C183 \\sim C184: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
Uanis(Ba5) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 O23, C169, C170, C171, C172
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O24, C173, C174, C175, C176
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O25, C177, C178, C179, C180
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O26, C181, C182, C183, C184
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(O24)=Sof(C173)=Sof(H17G)=Sof(H17H)=Sof(C174)=Sof(H17I)=Sof(H17J)=
 Sof(C175)=Sof(H17K)=Sof(H17L)=Sof(C176)=Sof(H17M)=Sof(H17N)=1-FVAR(1)
 Sof(O23)=Sof(C169)=Sof(H16E)=Sof(H16F)=Sof(C170)=Sof(H17A)=Sof(H17B)=
 Sof(C171)=Sof(H17C)=Sof(H17D)=Sof(C172)=Sof(H17E)=Sof(H17F)=FVAR(1)
 Sof(O25)=Sof(C177)=Sof(H17O)=Sof(H17P)=Sof(C178)=Sof(H17Q)=Sof(H17R)=
 Sof(C179)=Sof(H17S)=Sof(H17T)=Sof(C180)=Sof(H18A)=Sof(H18B)=1-FVAR(2)
 Sof(O26)=Sof(C181)=Sof(H18C)=Sof(H18D)=Sof(C182)=Sof(H18E)=Sof(H18F)=
 Sof(C183)=Sof(H18G)=Sof(H18H)=Sof(C184)=Sof(H18I)=Sof(H18J)=FVAR(2)
 Sof(P41)=Sof(P42)=Sof(P43)=Sof(P44)=Sof(P45)=Sof(P46)=Sof(P47)=1-FVAR(3)
 Sof(P33)=Sof(P34)=Sof(P36)=Sof(P37)=Sof(P38)=Sof(P39)=Sof(P40)=FVAR(3)
 Fixed X: Ba1(0.29558)
 Fixed Y: Ba1(1.138255)
 Fixed Z: Ba1(0.057378)
7.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C12(H12A,H12B), C13(H13A,
 H13B), C16(H16A,H16B), C20(H20A,H20B), C23(H23A,H23B), C25(H25A,H25B),
 C27(H27A,H27B), C29(H29A,H29B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B),
  C38(H38A,H38B), C39(H39A,H39B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,
 H45B), C55(H55A,H55B), C57(H57A,H57B), C60(H60A,H60B), C61(H61A,H61B),
 C63(H63A,H63B), C64(H64A,H64B), C66(H66A,H66B), C67(H67A,H67B), C68(H68A,H68B),
  C69(H69A,H69B), C71(H71A,H71B), C74(H74A,H74B), C76(H76A,H76B), C77(H77A,
 H77B), C79(H79A,H79B), C80(H80A,H80B), C83(H83A,H83B), C84(H84A,H84B),
 C85(H85A,H85B), C87(H87A,H87B), C89(H89A,H89B), C90(H90A,H90B), C91(H91A,H91B),
  C92(H92A,H92B), C93(H93A,H93B), C94(H94A,H94B), C95(H95A,H95B), C96(H96A,
 H96B), C97(H97A,H97B), C98(H98A,H98B), C100(H10A,H10B), C101(H10C,H10D),
 C103(H10E,H10F), C105(H10L,H10M), C106(H10J,H10K), C108(H10N,H10O), C109(H10P,
 H10Q), C112(H11D,H11E), C121(H12C,H12D), C122(H12E,H12F), C123(H12G,H12H),
 C124(H12I,H12J), C126(H12K,H12L), C131(H13F,H13G), C134(H13N,H13O), C135(H13P,
 H13Q), C136(H13R,H13S), C137(H13T,H13U), C138(H13V,H13W), C139(H13X,H13Y),
 C142(H14A,H14B), C144(H14Q,H14R), C145(H14F,H14G), C150(H15A,H15B), C152(H15F,
 H15G), C155(H15Q,H15R), C156(H15S,H15T), C157(H15U,H15V), C158(H15W,H15X),
 C160(H16C,H16D), C169(H16E,H16F), C170(H17A,H17B), C171(H17C,H17D), C172(H17E,
 H17F), C173(H17G,H17H), C174(H17I,H17J), C175(H17K,H17L), C176(H17M,H17N),
 C177(H17O,H17P), C178(H17Q,H17R), C179(H17S,H17T), C180(H18A,H18B), C181(H18C,
 H18D), C182(H18E,H18F), C183(H18G,H18H), C184(H18I,H18J)
7.b Idealised Me refined as rotating group:
 C14(H14N,H14O,H14P), C15(H15K,H15L,H15M), C19(H19A,H19B,H19C), C35(H35A,H35B,
 H35C), C40(H40A,H40B,H40C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C49(H49A,
 H49B,H49C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C53(H53A,H53B,H53C),
 C56(H56A,H56B,H56C), C58(H58A,H58B,H58C), C62(H62A,H62B,H62C), C65(H65A,H65B,
 H65C), C72(H72A,H72B,H72C), C73(H73A,H73B,H73C), C81(H81A,H81B,H81C), C82(H82A,
 H82B,H82C), C86(H86A,H86B,H86C), C88(H88A,H88B,H88C), C99(H99A,H99B,H99C),
 C104(H10G,H10H,H10I), C111(H11A,H11B,H11C), C113(H11F,H11G,H11H), C114(H11I,
 H11J,H11K), C115(H11L,H11M,H11N), C116(H11O,H11P,H11Q), C118(H11R,H11S,H11T),
 C129(H12M,H12N,H12O), C130(H13C,H13D,H13E), C132(H13H,H13I,H13J), C133(H13K,
 H13L,H13M), C143(H14C,H14D,H14E), C148(H14H,H14I,H14J), C149(H14K,H14L,H14M),
 C151(H15C,H15D,H15E), C153(H15H,H15I,H15J), C154(H15N,H15O,H15P), C159(H15Y,H,
 HA)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 304 electrons were 
found in a volume of 792\%A^3^ in 2 voids per unit cell. 
This is consistent with the presence of 
0.25[C4H8O], 0.25[C4H8O] per Asymmetric Unit 
which account for 320 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.4
_smtbx_masks_void_truncation_radius 1.0
_shelx_res_checksum              51536
_shelx_fab_checksum              23175
_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 4.812
_oxdiff_exptl_absorpt_empirical_full_min 0.262