Bisphosphine phenol and phenolate complexes of Mn(i): manganese(i) catalyzed Tishchenko reaction.
Kadassery, Karthika J.; MacMillan, Samantha N.; Lacy, David C.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 12652–12655; doi:10.1039/c8dt02933d

data_7047255
_publ_section_title
;
 Bisphosphine phenol and phenolate complexes of Mn(i): manganese(i)
 catalyzed Tishchenko reaction.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12652
_journal_page_last               12655
_journal_paper_doi               10.1039/c8dt02933d
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         '2(C41 H30 Br2 Mn2 O9 P2), C4 H8 O'
_chemical_formula_sum            'C86 H68 Br4 Mn4 O19 P4'
_chemical_formula_weight         2068.68
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-08-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-08-07 deposited with the CCDC.
2018-08-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   34.6154(3)
_cell_length_b                   26.4417(2)
_cell_length_c                   10.07570(10)
_cell_measurement_reflns_used    15903
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.9230
_cell_measurement_theta_min      2.0950
_cell_volume                     9222.19(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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      8.00 150.00   0.50    1.55    --   62.87  42.00 -28.00  284
  2  \w     84.00 114.00   0.50    2.00    --  125.75  42.00 -28.00   60
  3  \w    102.00 171.00   0.50    2.00    --  125.75  63.00 -30.00  138
  4  \w    133.00 178.00   0.50    2.00    --  125.75 111.00   0.00   90
  5  \w    111.00 178.00   0.50    2.00    --  125.75  63.00  30.00  134
  6  \w    123.00 149.00   0.50    2.00    --  125.75 -27.00  18.56   52
  7  \w    101.00 128.00   0.50    2.00    --  125.75 -62.00 -22.72   54
  8  \w     86.00 112.00   0.50    2.00    --  125.75 -27.00  18.56   52
  9  \w     83.00 121.00   0.50    2.00    --  125.75  50.00  90.00   76
 10  \w    104.00 129.00   0.50    2.00    --  125.75  80.00 153.00   50
 11  \w    120.00 170.00   0.50    2.00    --  125.75 111.00 150.00  100
 12  \w    107.00 178.00   0.50    2.00    --  125.75 111.00 -60.00  142
 13  \w    123.00 171.00   0.50    2.00    --  125.75  50.00-150.00   96
 14  \w    137.00 175.00   0.50    2.00    --  125.75 111.00-180.00   76
 15  \w    105.00 159.00   0.50    2.00    --  125.75  50.00-120.00  108
 16  \w    100.00 174.00   0.50    2.00    --  125.75 111.00-120.00  148
 17  \w     48.00  86.00   0.50    2.00    --  125.75  25.00  30.00   76
 18  \w     20.00  45.00   0.50    1.55    --   62.87  91.00  -5.90   50
 19  \w     15.00 151.00   0.50    1.55    --   62.87  80.00 153.00  272
 20  \w     67.00  95.00   0.50    2.00    --  125.75 -62.00 -22.72   56
 21  \w     80.00 113.00   0.50    2.00    --  125.75-111.00   0.00   66
 22  \w     48.00 138.00   0.50    2.00    --  125.75-157.00 159.00  180
 23  \w     38.00  87.00   0.50    2.00    --  125.75-119.00 -45.00   98
 24  \w     27.00 117.00   0.50    1.55    --   62.87-119.00 -45.00  180
 25  \w      1.00  53.00   0.50    0.39    --    0.00 -99.00-150.00  104
 26  \w    -48.00  89.00   0.50    0.39    --    0.00  80.00 153.00  274
 27  \w    -77.00 -27.00   0.50    2.00    -- -104.25 111.00-180.00  100
 28  \w   -152.00 -16.00   0.50    2.00    -- -104.25  80.00 153.00  272
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013031000
_diffrn_orient_matrix_UB_12      -0.0577085000
_diffrn_orient_matrix_UB_13      -0.0202198000
_diffrn_orient_matrix_UB_21      -0.0382028000
_diffrn_orient_matrix_UB_22      0.0024883000
_diffrn_orient_matrix_UB_23      -0.0782046000
_diffrn_orient_matrix_UB_31      0.0228234000
_diffrn_orient_matrix_UB_32      0.0075278000
_diffrn_orient_matrix_UB_33      -0.1297916000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            49545
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.073
_diffrn_reflns_theta_min         3.343
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.576
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.256
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
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 yellow'
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_description       block
_exptl_crystal_F_000             4144
_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.921
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     594
_refine_ls_number_reflns         8739
_refine_ls_number_restraints     167
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0611P)^2^+21.3015P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8061
_reflns_number_total             8739
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt02933d2.cif
_cod_data_source_block           rlacy13_abs
_cod_depositor_comments
'Adding full bibliography for 7047253--7047256.cif.'
_cod_database_code               7047255
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         C41H30Br2Mn2O9P2
_chemical_oxdiff_usercomment     'Crystallized from THF/hexane'
_shelx_estimated_absorpt_t_max   0.751
_shelx_estimated_absorpt_t_min   0.259
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O5-H5
 0.84 with sigma of 0.02
 C4_1-C1_1
 2.18 with sigma of 0.02
 C4_2-C1_2
 2.18 with sigma of 0.02
 C1_1-C2_1 \\sim C2_1-C3_1 \\sim C3_1-C4_1
 C1_2-C2_2 \\sim C2_2-C3_2 \\sim C3_2-C4_2
 with sigma of 0.02
 O1_1-C1_1 \\sim O1_1-C4_1
 O1_2-C1_2 \\sim O1_2-C4_2
 with sigma of 0.02
 O1_1-C2_1 \\sim O1_1-C3_1
 O1_2-C2_2 \\sim O1_2-C3_2
 with sigma of 0.02
 C2_1-C4_1 \\sim C1_1-C3_1
 C2_2-C4_2 \\sim C1_2-C3_2
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O1_1 \\sim C1_1 \\sim C2_1 \\sim C3_1 \\sim C4_1 \\sim O1_2 \\sim C1_2 \\sim
C2_2 \\sim C3_2 \\sim C4_2: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(O1_2) = Uanis(O1_1)
4. Rigid body (RIGU) restrains
 O1_1, C1_1, C2_1, C3_1, C4_1
 O1_2, C1_2, C2_2, C3_2, C4_2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{O1_2, C1_2, C2_2, C3_2, C4_2} sigma for 1-2: 0.02, 1-3: 0.02
as
{O1_1, C1_1, C2_1, C3_1, C4_1}
6. Others
 Sof(O1)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=
 Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=0.5*(1-FVAR(2))
 Sof(O1)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=
 Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=0.5*FVAR(2)
7.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C25(H25A,H25B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,
 H4B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
7.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C19(H19), C21(H21), C27(H27), C28(H28), C29(H29), C30(H30),
  C31(H31), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37)
7.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_shelx_res_checksum              27852
_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 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.775