#------------------------------------------------------------------------------
#$Date: 2019-11-17 11:40:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229652 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/79/7047954.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7047954
loop_
_publ_author_name
'Vermaak, Vincent'
'Young, Desmond A.'
'Swarts, Andrew J.'
_publ_section_title
;
 Catalytic oxidation of alcohols with novel non-heme
 N₄-tetradentate manganese(ii) complexes.
;
_journal_issue                   46
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16534
_journal_page_last               16542
_journal_paper_doi               10.1039/c8dt03808b
_journal_volume                  47
_journal_year                    2018
_chemical_absolute_configuration syn
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C20 H30 F6 Mn N6 O6 S2'
_chemical_formula_sum            'C20 H30 F6 Mn N6 O6 S2'
_chemical_formula_weight         683.56
_chemical_melting_point          618.15
_chemical_name_common            S,S-C4
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_Hall           'P 4nw 2abw'
_space_group_name_H-M_alt        'P 43 21 2'
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-08-29 deposited with the CCDC.
2018-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.348(2)
_cell_length_b                   9.348(2)
_cell_length_c                   32.8311(15)
_cell_measurement_reflns_used    1556
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.3
_cell_volume                     2868.9(9)
_computing_cell_refinement       'SAINT V8.37A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2017)'
_computing_data_reduction        'SAINT V8.37A (Bruker, 2016)'
_computing_molecular_graphics
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2016)'
_diffrn_ambient_pressure         101.3
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            24522
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.038
_diffrn_reflns_theta_max         25.038
_diffrn_reflns_theta_min         2.265
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker SMART APEX'
_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'symmetry-related measurement'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1404.0
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.244
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details
;
 Flack x determined using 703 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         2517
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0707P)²+6.3135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1380
_refine_ls_wR_factor_ref         0.1573
_reflns_Friedel_coverage         0.621
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2069
_reflns_number_total             2522
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt03808b2.cif
_cod_data_source_block           SS-C4
_cod_depositor_comments
'Adding full bibliography for 7047953--7047954.cif.'
_cod_original_cell_volume        2868.83(18)
_cod_database_code               7047954
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.608
_shelx_estimated_absorpt_t_max   0.608
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+3/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+1/4'
'x+1/2, -y+1/2, -z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Mn1 Mn 0.25621(10) 0.74379(10) 0.250000 0.0347(4) Uani 1 2 d S T P
S1 S -0.0249(3) 0.7820(2) 0.32078(6) 0.0616(7) Uani 1 1 d . . .
N1 N 0.4903(7) 0.8832(6) 0.35149(17) 0.0397(14) Uani 1 1 d . . .
N3 N 0.3618(6) 0.5683(6) 0.29262(15) 0.0312(13) Uani 1 1 d . . .
F2 F -0.1739(7) 1.0015(7) 0.34133(18) 0.0890(19) Uani 1 1 d . . .
N2 N 0.3782(7) 0.8631(6) 0.29334(17) 0.0441(15) Uani 1 1 d . . .
F1 F -0.0022(8) 1.0443(6) 0.2988(2) 0.112(3) Uani 1 1 d . . .
O1 O 0.0536(6) 0.7482(8) 0.28434(15) 0.0660(17) Uani 1 1 d . . .
C9 C 0.6963(9) 0.3330(9) 0.2728(2) 0.052(2) Uani 1 1 d . . .
H9A H 0.729512 0.246177 0.285920 0.063 Uiso 1 1 calc R U .
H9B H 0.770149 0.405245 0.275504 0.063 Uiso 1 1 calc R U .
F3 F -0.1972(8) 0.9381(8) 0.27868(19) 0.107(2) Uani 1 1 d . . .
O3 O 0.0678(8) 0.8134(8) 0.35532(16) 0.084(2) Uani 1 1 d . . .
C8 C 0.5597(9) 0.3841(7) 0.2928(2) 0.0412(17) Uani 1 1 d . . .
H8A H 0.578535 0.402867 0.321381 0.049 Uiso 1 1 calc R U .
H8B H 0.488799 0.308457 0.291340 0.049 Uiso 1 1 calc R U .
C3 C 0.4235(8) 0.7936(8) 0.32527(19) 0.0379(16) Uani 1 1 d . . .
C2 C 0.4854(9) 1.0173(8) 0.3349(2) 0.0506(19) Uani 1 1 d . . .
H2 H 0.521109 1.101130 0.346316 0.061 Uiso 1 1 calc R U .
C1 C 0.4184(10) 1.0035(8) 0.2988(2) 0.052(2) Uani 1 1 d . . .
H1 H 0.401894 1.077332 0.280470 0.062 Uiso 1 1 calc R U .
C7 C 0.4980(7) 0.5196(7) 0.27323(17) 0.0298(13) Uani 1 1 d . . .
H7 H 0.568372 0.595879 0.277466 0.036 Uiso 1 1 calc R U .
C6 C 0.2582(9) 0.4503(8) 0.2989(2) 0.0476(18) Uani 1 1 d . . .
H6A H 0.247014 0.397668 0.274045 0.071 Uiso 1 1 calc R U .
H6B H 0.167531 0.489259 0.307028 0.071 Uiso 1 1 calc R U .
H6C H 0.293031 0.387569 0.319872 0.071 Uiso 1 1 calc R U .
O2 O -0.1491(8) 0.6923(7) 0.3288(3) 0.095(3) Uani 1 1 d . . .
C4 C 0.3913(9) 0.6386(8) 0.33256(18) 0.0425(18) Uani 1 1 d . . .
H4A H 0.472133 0.592804 0.345720 0.051 Uiso 1 1 calc R U .
H4B H 0.308696 0.629433 0.350262 0.051 Uiso 1 1 calc R U .
C5 C 0.5628(10) 0.8430(10) 0.3896(2) 0.055(2) Uani 1 1 d . . .
H5A H 0.497556 0.791279 0.406696 0.083 Uiso 1 1 calc R U .
H5B H 0.594367 0.927743 0.403437 0.083 Uiso 1 1 calc R U .
H5C H 0.643891 0.783674 0.383471 0.083 Uiso 1 1 calc R U .
C10 C -0.1019(11) 0.9510(11) 0.3087(3) 0.065(3) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Mn1 N2 179.1(3) . 8_665
N2 Mn1 O1 84.4(2) . 8_665
N2 Mn1 O1 96.2(2) 8_665 8_665
N2 Mn1 O1 96.2(2) . .
N2 Mn1 O1 84.4(2) 8_665 .
O1 Mn1 O1 103.3(4) 8_665 .
N2 Mn1 N3 104.0(2) . 8_665
N2 Mn1 N3 75.3(2) 8_665 8_665
O1 Mn1 N3 94.0(2) 8_665 8_665
O1 Mn1 N3 154.7(2) . 8_665
N2 Mn1 N3 75.3(2) . .
N2 Mn1 N3 104.0(2) 8_665 .
O1 Mn1 N3 154.7(2) 8_665 .
O1 Mn1 N3 94.0(2) . .
N3 Mn1 N3 76.8(3) 8_665 .
O1 S1 O2 115.5(4) . .
O1 S1 O3 112.8(4) . .
O2 S1 O3 116.7(5) . .
O1 S1 C10 102.5(4) . .
O2 S1 C10 103.2(5) . .
O3 S1 C10 103.6(5) . .
C3 N1 C2 107.4(6) . .
C3 N1 C5 126.5(6) . .
C2 N1 C5 126.0(6) . .
C6 N3 C7 112.9(5) . .
C6 N3 C4 109.0(5) . .
C7 N3 C4 110.6(5) . .
C6 N3 Mn1 109.0(4) . .
C7 N3 Mn1 108.3(3) . .
C4 N3 Mn1 106.9(4) . .
C3 N2 C1 106.3(6) . .
C3 N2 Mn1 116.6(5) . .
C1 N2 Mn1 136.9(5) . .
S1 O1 Mn1 150.2(4) . .
C8 C9 C9 109.1(6) . 8_665
C8 C9 H9A 109.9 . .
C9 C9 H9A 109.9 8_665 .
C8 C9 H9B 109.9 . .
C9 C9 H9B 109.9 8_665 .
H9A C9 H9B 108.3 . .
C9 C8 C7 113.3(6) . .
C9 C8 H8A 108.9 . .
C7 C8 H8A 108.9 . .
C9 C8 H8B 108.9 . .
C7 C8 H8B 108.9 . .
H8A C8 H8B 107.7 . .
N2 C3 N1 110.7(6) . .
N2 C3 C4 123.0(6) . .
N1 C3 C4 126.1(6) . .
C1 C2 N1 106.1(7) . .
C1 C2 H2 127.0 . .
N1 C2 H2 127.0 . .
C2 C1 N2 109.5(7) . .
C2 C1 H1 125.2 . .
N2 C1 H1 125.2 . .
N3 C7 C8 113.2(5) . .
N3 C7 C7 111.3(4) . 8_665
C8 C7 C7 111.5(4) . 8_665
N3 C7 H7 106.8 . .
C8 C7 H7 106.8 . .
C7 C7 H7 106.8 8_665 .
N3 C6 H6A 109.5 . .
N3 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N3 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N3 C4 C3 108.8(5) . .
N3 C4 H4A 109.9 . .
C3 C4 H4A 109.9 . .
N3 C4 H4B 109.9 . .
C3 C4 H4B 109.9 . .
H4A C4 H4B 108.3 . .
N1 C5 H5A 109.5 . .
N1 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
N1 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
F1 C10 F3 110.5(9) . .
F1 C10 F2 108.5(8) . .
F3 C10 F2 106.5(8) . .
F1 C10 S1 110.9(7) . .
F3 C10 S1 110.8(7) . .
F2 C10 S1 109.6(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 N2 2.138(6) .
Mn1 N2 2.138(6) 8_665
Mn1 O1 2.205(5) 8_665
Mn1 O1 2.205(5) .
Mn1 N3 2.371(5) 8_665
Mn1 N3 2.371(5) .
S1 O1 1.439(5) .
S1 O2 1.457(7) .
S1 O3 1.457(7) .
S1 C10 1.780(10) .
N1 C3 1.354(9) .
N1 C2 1.367(10) .
N1 C5 1.471(9) .
N3 C6 1.483(9) .
N3 C7 1.494(8) .
N3 C4 1.492(8) .
F2 C10 1.350(10) .
N2 C3 1.304(9) .
N2 C1 1.376(10) .
F1 C10 1.317(11) .
C9 C8 1.515(11) .
C9 C9 1.544(14) 8_665
C9 H9A 0.9700 .
C9 H9B 0.9700 .
F3 C10 1.334(11) .
C8 C7 1.533(9) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C3 C4 1.499(11) .
C2 C1 1.347(10) .
C2 H2 0.9300 .
C1 H1 0.9300 .
C7 C7 1.543(11) 8_665
C7 H7 0.9800 .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
