#------------------------------------------------------------------------------
#$Date: 2017-03-05 07:04:07 +0200 (Sun, 05 Mar 2017) $
#$Revision: 193782 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/18/7041825.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_7041825
loop_
_publ_author_name
'Sniekers, Jeroen'
'Malaquias, João C'
'Van Meervelt, Luc'
'Fransaer, Jan'
'Binnemans, Koen'
_publ_section_title
;
 Manganese-containing ionic liquids: synthesis, crystal structures and
 electrodeposition of manganese films and nanoparticles.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2497
_journal_page_last               2509
_journal_paper_doi               10.1039/c6dt04781e
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C12 H36 Mn O6 S6, 2(C2 F6 N O4 S2)'
_chemical_formula_sum            'C16 H36 F12 Mn N2 O14 S10'
_chemical_formula_weight         1084.01
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-07-08
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-10-26 deposited with the CCDC.
2017-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                109.047(7)
_cell_angle_beta                 99.445(6)
_cell_angle_gamma                97.393(6)
_cell_formula_units_Z            1
_cell_length_a                   8.0015(6)
_cell_length_b                   10.9806(9)
_cell_length_c                   12.9203(8)
_cell_measurement_reflns_used    4013
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      28.8530
_cell_measurement_theta_min      3.2830
_cell_volume                     1038.09(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -46.00   53.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951   77.0000 -180.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -38.00    0.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951  -57.0000  -30.0000 38

#__ type_ start__ end____ width___ exp.time_
  3 omega  -86.00    0.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.9951  -57.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
  4 omega  -46.00   39.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701  -57.0000  -60.0000 85

#__ type_ start__ end____ width___ exp.time_
  5 omega   -3.00   53.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   77.0000  -90.0000 56
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0533077000
_diffrn_orient_matrix_UB_12      0.0042651000
_diffrn_orient_matrix_UB_13      -0.0477994000
_diffrn_orient_matrix_UB_21      0.0224036000
_diffrn_orient_matrix_UB_22      -0.0576403000
_diffrn_orient_matrix_UB_23      -0.0345580000
_diffrn_orient_matrix_UB_31      -0.0710814000
_diffrn_orient_matrix_UB_32      -0.0389205000
_diffrn_orient_matrix_UB_33      0.0080825000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7448
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.805
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             551
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.792
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0343
_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)+(0.0302P)²+0.8080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0799
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3602
_reflns_number_total             4225
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt04781e2.cif
_cod_data_source_block           kb2046
_cod_depositor_comments
'Adding full bibliography for 7041822--7041828.cif.'
_cod_original_cell_volume        1038.09(14)
_cod_database_code               7041825
_chemical_oxdiff_formula         'Mn C4 F12 S4 O8 N2 C12 H36 S6 O6'
_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.
;
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2014-01-13
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.0000 0.0000 0.0000 0.01325(12) Uani 1 2 d S T P
O2 O 0.1242(2) 0.19684(17) 0.02303(14) 0.0190(4) Uani 1 1 d . . .
O3 O 0.05752(19) 0.04260(17) 0.18134(13) 0.0164(4) Uani 1 1 d . . .
O4 O -0.24740(19) 0.06409(17) 0.00939(14) 0.0177(4) Uani 1 1 d . . .
S5 S 0.07638(7) 0.32311(6) 0.09323(5) 0.01896(15) Uani 1 1 d . . .
C6 C 0.1932(3) 0.4489(3) 0.0601(2) 0.0247(6) Uani 1 1 d . . .
H6A H 0.3163 0.4453 0.0736 0.037 Uiso 1 1 calc GR . .
H6B H 0.1769 0.5347 0.1075 0.037 Uiso 1 1 calc GR . .
H6C H 0.1509 0.4362 -0.0190 0.037 Uiso 1 1 calc GR . .
C7 C 0.1987(3) 0.3625(3) 0.2321(2) 0.0267(6) Uani 1 1 d . . .
H7A H 0.1603 0.2945 0.2615 0.040 Uiso 1 1 calc GR . .
H7B H 0.1816 0.4476 0.2803 0.040 Uiso 1 1 calc GR . .
H7C H 0.3215 0.3671 0.2310 0.040 Uiso 1 1 calc GR . .
S8 S -0.04703(7) -0.02324(6) 0.24355(5) 0.01548(14) Uani 1 1 d . . .
C9 C -0.0629(3) 0.1082(3) 0.3645(2) 0.0233(6) Uani 1 1 d . . .
H9A H 0.0531 0.1573 0.4062 0.035 Uiso 1 1 calc GR . .
H9B H -0.1206 0.0725 0.4126 0.035 Uiso 1 1 calc GR . .
H9C H -0.1300 0.1670 0.3410 0.035 Uiso 1 1 calc GR . .
C10 C 0.0998(3) -0.0960(3) 0.3124(2) 0.0224(6) Uani 1 1 d . . .
H10A H 0.1299 -0.1696 0.2563 0.034 Uiso 1 1 calc GR . .
H10B H 0.0456 -0.1281 0.3637 0.034 Uiso 1 1 calc GR . .
H10C H 0.2047 -0.0304 0.3549 0.034 Uiso 1 1 calc GR . .
S11 S -0.32238(7) 0.11845(6) -0.07885(5) 0.01606(14) Uani 1 1 d . . .
C12 C -0.4717(3) 0.2125(3) -0.0195(2) 0.0235(6) Uani 1 1 d . . .
H12A H -0.5542 0.1578 0.0033 0.035 Uiso 1 1 calc GR . .
H12B H -0.5340 0.2427 -0.0753 0.035 Uiso 1 1 calc GR . .
H12C H -0.4089 0.2885 0.0462 0.035 Uiso 1 1 calc GR . .
C13 C -0.4727(3) -0.0176(3) -0.1839(2) 0.0208(5) Uani 1 1 d . . .
H13A H -0.4117 -0.0880 -0.2157 0.031 Uiso 1 1 calc GR . .
H13B H -0.5274 0.0107 -0.2434 0.031 Uiso 1 1 calc GR . .
H13C H -0.5614 -0.0500 -0.1500 0.031 Uiso 1 1 calc GR . .
C14 C 0.8457(4) 0.5192(3) 0.3787(3) 0.0312(7) Uani 1 1 d . . .
F15 F 1.0022(2) 0.58690(19) 0.43354(14) 0.0404(5) Uani 1 1 d . . .
F16 F 0.8575(2) 0.39487(18) 0.32681(18) 0.0475(5) Uani 1 1 d . . .
F17 F 0.7480(3) 0.5229(2) 0.45245(17) 0.0539(6) Uani 1 1 d . . .
S18 S 0.75573(7) 0.58427(6) 0.27266(5) 0.01758(14) Uani 1 1 d . . .
O19 O 0.5967(2) 0.4972(2) 0.21182(17) 0.0342(5) Uani 1 1 d . . .
O20 O 0.8934(2) 0.59386(19) 0.21607(15) 0.0259(4) Uani 1 1 d . . .
N21 N 0.7434(2) 0.7248(2) 0.35239(17) 0.0175(4) Uani 1 1 d . . .
S22 S 0.57352(7) 0.78296(6) 0.35988(5) 0.01779(14) Uani 1 1 d . . .
O23 O 0.6240(2) 0.92232(18) 0.41334(16) 0.0281(4) Uani 1 1 d . . .
O24 O 0.4394(2) 0.73040(19) 0.26041(15) 0.0264(4) Uani 1 1 d . . .
C25 C 0.4829(3) 0.7318(3) 0.4642(2) 0.0218(6) Uani 1 1 d . . .
F26 F 0.5967(2) 0.77222(17) 0.56167(12) 0.0334(4) Uani 1 1 d . . .
F27 F 0.43676(18) 0.60241(15) 0.42930(13) 0.0261(3) Uani 1 1 d . . .
F28 F 0.3441(2) 0.78311(17) 0.48156(15) 0.0379(4) 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
O2 Mn1 O2 180.0 2 .
O2 Mn1 O3 91.51(6) . .
O2 Mn1 O3 88.49(6) . 2
O2 Mn1 O3 88.49(6) 2 .
O2 Mn1 O3 91.51(6) 2 2
O2 Mn1 O4 90.32(6) 2 2
O2 Mn1 O4 90.32(6) . .
O2 Mn1 O4 89.68(6) . 2
O2 Mn1 O4 89.68(6) 2 .
O3 Mn1 O3 180.0 . 2
O3 Mn1 O4 89.70(6) 2 .
O3 Mn1 O4 90.29(6) 2 2
O3 Mn1 O4 89.70(6) . 2
O3 Mn1 O4 90.30(6) . .
O4 Mn1 O4 180.0 2 .
S5 O2 Mn1 125.47(9) . .
S8 O3 Mn1 125.71(9) . .
S11 O4 Mn1 117.70(9) . .
O2 S5 C6 104.79(11) . .
O2 S5 C7 105.53(12) . .
C6 S5 C7 97.92(13) . .
S5 C6 H6A 109.5 . .
S5 C6 H6B 109.5 . .
S5 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
S5 C7 H7A 109.5 . .
S5 C7 H7B 109.5 . .
S5 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O3 S8 C9 104.60(11) . .
O3 S8 C10 105.40(11) . .
C10 S8 C9 97.95(13) . .
S8 C9 H9A 109.5 . .
S8 C9 H9B 109.5 . .
S8 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
S8 C10 H10A 109.5 . .
S8 C10 H10B 109.5 . .
S8 C10 H10C 109.5 . .
H10A C10 H10B 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O4 S11 C12 105.25(11) . .
O4 S11 C13 104.95(11) . .
C12 S11 C13 99.00(12) . .
S11 C12 H12A 109.5 . .
S11 C12 H12B 109.5 . .
S11 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
S11 C13 H13A 109.5 . .
S11 C13 H13B 109.5 . .
S11 C13 H13C 109.5 . .
H13A C13 H13B 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
F15 C14 F16 108.4(2) . .
F15 C14 F17 108.4(3) . .
F15 C14 S18 110.7(2) . .
F16 C14 S18 108.4(2) . .
F17 C14 F16 109.0(2) . .
F17 C14 S18 111.94(19) . .
O19 S18 C14 105.95(14) . .
O19 S18 O20 119.05(12) . .
O19 S18 N21 116.50(11) . .
O20 S18 C14 102.58(12) . .
O20 S18 N21 110.30(11) . .
N21 S18 C14 99.24(13) . .
S18 N21 S22 126.06(13) . .
N21 S22 C25 105.36(11) . .
O23 S22 N21 107.70(11) . .
O23 S22 C25 103.30(12) . .
O24 S22 N21 115.47(11) . .
O24 S22 O23 118.83(12) . .
O24 S22 C25 104.54(12) . .
F26 C25 S22 111.14(17) . .
F27 C25 S22 111.01(17) . .
F27 C25 F26 108.4(2) . .
F27 C25 F28 108.2(2) . .
F28 C25 S22 109.92(19) . .
F28 C25 F26 108.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.1629(17) 2
Mn1 O2 2.1629(17) .
Mn1 O3 2.1899(16) 2
Mn1 O3 2.1899(16) .
Mn1 O4 2.1932(15) 2
Mn1 O4 2.1933(15) .
O2 S5 1.5235(17) .
O3 S8 1.5208(17) .
O4 S11 1.5258(17) .
S5 C6 1.775(3) .
S5 C7 1.782(3) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
S8 C9 1.783(3) .
S8 C10 1.781(2) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
S11 C12 1.784(2) .
S11 C13 1.788(3) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 F15 1.322(3) .
C14 F16 1.334(3) .
C14 F17 1.322(3) .
C14 S18 1.831(3) .
S18 O19 1.4211(19) .
S18 O20 1.4299(18) .
S18 N21 1.577(2) .
N21 S22 1.578(2) .
S22 O23 1.4288(19) .
S22 O24 1.4284(18) .
S22 C25 1.835(3) .
C25 F26 1.329(3) .
C25 F27 1.323(3) .
C25 F28 1.328(3) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
Mn1 O2 S5 C6 -169.72(12)
Mn1 O2 S5 C7 87.49(14)
Mn1 O3 S8 C9 -136.16(13)
Mn1 O3 S8 C10 121.13(13)
Mn1 O4 S11 C12 -159.62(12)
Mn1 O4 S11 C13 96.46(12)
C14 S18 N21 S22 -120.85(17)
F15 C14 S18 O19 174.29(18)
F15 C14 S18 O20 48.7(2)
F15 C14 S18 N21 -64.6(2)
F16 C14 S18 O19 55.5(2)
F16 C14 S18 O20 -70.0(2)
F16 C14 S18 N21 176.63(18)
F17 C14 S18 O19 -64.7(2)
F17 C14 S18 O20 169.7(2)
F17 C14 S18 N21 56.4(2)
S18 N21 S22 O23 -161.95(15)
S18 N21 S22 O24 -26.5(2)
S18 N21 S22 C25 88.29(18)
O19 S18 N21 S22 -7.8(2)
O20 S18 N21 S22 131.96(16)
N21 S22 C25 F26 56.6(2)
N21 S22 C25 F27 -64.10(19)
N21 S22 C25 F28 176.21(17)
O23 S22 C25 F26 -56.3(2)
O23 S22 C25 F27 -176.98(17)
O23 S22 C25 F28 63.3(2)
O24 S22 C25 F26 178.72(17)
O24 S22 C25 F27 58.0(2)
O24 S22 C25 F28 -61.6(2)
