Supplementary Material (ESI) for Dalton Transactions
This journal is © The Royal Society of Chemistry 2004

data_global

_journal_coden_Cambridge         222

loop_
_publ_author_name
'Susanne Mossin'
'Nicola Lima'
'Roberta Sessoli'
'Henning Osholm Sorensen'
'Hogni Weihe'

_publ_contact_author_name        'Susanne Mossin'
_publ_contact_author_address     
;
Department of Chemistry
University of Copenhagen
Universitetsparken 5
DK-2100 Copenhagen \/O
Denmark
;
_publ_contact_author_phone       (+45)35320151
_publ_contact_author_fax         (+45)35320133
_publ_contact_author_email       mossin@kiku.dk
_publ_requested_journal          'Dalton Transactions'

_publ_section_title              
;
Rationalisation of weak ferromagnetism in manganese(III) chains:
The relation between structure and ordering phenomena
;

data_1
_database_code_depnum_ccdc_archive 'CCDC 224074'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H24 Mn N4 O4 S, Cl O4, H2 O'

_chemical_formula_sum            'C10 H26 Cl Mn N4 O9 S'
_chemical_formula_weight         468.80

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'
Cl Cl 0.1484 0.1585 '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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.8870(9)
_cell_length_b                   12.584(2)
_cell_length_c                   13.1840(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1806.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    122(1)
_cell_measurement_reflns_used    59
_cell_measurement_theta_min      5.10
_cell_measurement_theta_max      21.19

_exptl_crystal_description       Needle
_exptl_crystal_colour            blue-green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976
_exptl_absorpt_coefficient_mu    1.048
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.800
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      122(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            58762
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         32.04
_reflns_number_total             6284
_reflns_number_gt                5820
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_cell_refinement       'DIRAX (Duisenberg, 1992)'
_computing_data_reduction        
;
EvalCCD (Duisenberg, 2003) and DREAD (Blessing, 1987)
;
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep II (Johnson, 1976)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0455P)^2^+0.7450P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.266(15)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6284
_refine_ls_number_parameters     242
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn 0.99763(2) 0.117968(19) 0.285636(18) 0.00809(6) Uani 1 1 d . . .
S S 1.02626(4) 0.38494(3) 0.32735(3) 0.00905(7) Uani 1 1 d . . .
O11 O 0.97008(14) 0.45331(10) 0.24682(10) 0.0136(3) Uani 1 1 d . . .
O12 O 0.96288(12) 0.28058(10) 0.32411(10) 0.0116(2) Uani 1 1 d . . .
O13 O 1.15725(12) 0.37207(12) 0.30575(12) 0.0174(3) Uani 1 1 d . . .
O14 O 1.00604(15) 0.43459(10) 0.42701(10) 0.0147(2) Uani 1 1 d . . .
C1 C 1.2477(2) 0.08191(18) 0.43086(19) 0.0208(4) Uani 1 1 d . . .
H1A H 1.3188 0.0477 0.4643 0.025 Uiso 1 1 calc . . .
H1B H 1.2463 0.1573 0.4522 0.025 Uiso 1 1 calc . . .
C2 C 1.1309(2) 0.02858(17) 0.46794(17) 0.0175(4) Uani 1 1 d . . .
H2A H 1.1275 -0.0448 0.4411 0.021 Uiso 1 1 calc . . .
H2B H 1.1327 0.0244 0.5429 0.021 Uiso 1 1 calc . . .
N1 N 1.01942(15) 0.08676(12) 0.43578(12) 0.0119(3) Uani 1 1 d . . .
H1N H 1.0233 0.1526 0.4677 0.014 Uiso 1 1 calc . . .
C3 C 0.9044(2) 0.03619(17) 0.47230(15) 0.0160(4) Uani 1 1 d . . .
H3A H 0.8986 0.0420 0.5470 0.019 Uiso 1 1 calc . . .
H3B H 0.9034 -0.0400 0.4537 0.019 Uiso 1 1 calc . . .
C4 C 0.79838(18) 0.09299(16) 0.42306(16) 0.0158(4) Uani 1 1 d . . .
H4A H 0.7199 0.0589 0.4426 0.019 Uiso 1 1 calc . . .
H4B H 0.7962 0.1681 0.4452 0.019 Uiso 1 1 calc . . .
N2 N 0.81572(14) 0.08693(12) 0.31078(13) 0.0120(3) Uani 1 1 d . . .
H2N H 0.8019 0.0168 0.2918 0.014 Uiso 1 1 calc . . .
C5 C 0.7257(2) 0.15345(17) 0.25459(17) 0.0193(4) Uani 1 1 d . . .
H5A H 0.7310 0.2276 0.2792 0.023 Uiso 1 1 calc . . .
H5B H 0.6417 0.1272 0.2685 0.023 Uiso 1 1 calc . . .
C6 C 0.7488(2) 0.15145(18) 0.14090(18) 0.0224(4) Uani 1 1 d . . .
H6A H 0.6765 0.1822 0.1060 0.027 Uiso 1 1 calc . . .
H6B H 0.7565 0.0766 0.1188 0.027 Uiso 1 1 calc . . .
C7 C 0.8632(2) 0.21182(17) 0.10730(17) 0.0220(4) Uani 1 1 d . . .
H7A H 0.8606 0.2228 0.0330 0.026 Uiso 1 1 calc . . .
H7B H 0.8648 0.2825 0.1403 0.026 Uiso 1 1 calc . . .
N3 N 0.97604(17) 0.15222(12) 0.13453(12) 0.0147(3) Uani 1 1 d . . .
H3N H 0.9724 0.0876 0.1004 0.018 Uiso 1 1 calc . . .
C8 C 1.0915(2) 0.20550(16) 0.10196(16) 0.0210(4) Uani 1 1 d . . .
H8A H 1.0916 0.2806 0.1243 0.025 Uiso 1 1 calc . . .
H8B H 1.0988 0.2038 0.0271 0.025 Uiso 1 1 calc . . .
C9 C 1.1973(2) 0.14631(18) 0.14997(17) 0.0199(4) Uani 1 1 d . . .
H9A H 1.1995 0.0722 0.1250 0.024 Uiso 1 1 calc . . .
H9B H 1.2760 0.1810 0.1323 0.024 Uiso 1 1 calc . . .
N4 N 1.17901(16) 0.14766(13) 0.26178(13) 0.0143(3) Uani 1 1 d . . .
H4N H 1.1940 0.2167 0.2836 0.017 Uiso 1 1 calc . . .
C10 C 1.26629(18) 0.07730(16) 0.31673(19) 0.0193(4) Uani 1 1 d . . .
H10A H 1.3515 0.0990 0.3005 0.023 Uiso 1 1 calc . . .
H10B H 1.2550 0.0032 0.2932 0.023 Uiso 1 1 calc . . .
Cl Cl 1.46192(5) 0.37174(4) 0.19365(3) 0.01664(9) Uani 1 1 d . . .
O21 O 1.4681(2) 0.45035(15) 0.27257(14) 0.0331(4) Uani 1 1 d . . .
O22 O 1.36015(19) 0.39297(17) 0.12679(15) 0.0352(4) Uani 1 1 d . . .
O23 O 1.44518(18) 0.26781(13) 0.23773(14) 0.0295(4) Uani 1 1 d . . .
O24 O 1.57478(18) 0.37232(17) 0.13697(15) 0.0361(5) Uani 1 1 d . . .
O1W O 1.03339(18) 0.26337(12) 0.55950(12) 0.0222(3) Uani 1 1 d D . .
H1W H 0.993(3) 0.262(3) 0.6127(17) 0.033 Uiso 1 1 d D . .
H2W H 1.012(3) 0.3198(18) 0.536(2) 0.033 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mn 0.01043(10) 0.00505(10) 0.00879(10) 0.00037(8) -0.00023(9) -0.00006(9)
S 0.01193(17) 0.00453(15) 0.01070(16) 0.00000(13) 0.00070(12) -0.00030(14)
O11 0.0198(7) 0.0074(5) 0.0135(6) 0.0014(4) -0.0031(5) -0.0003(5)
O12 0.0145(6) 0.0046(5) 0.0156(6) -0.0001(4) 0.0010(5) -0.0013(4)
O13 0.0119(6) 0.0116(6) 0.0287(7) -0.0023(6) 0.0027(5) -0.0002(5)
O14 0.0252(7) 0.0084(5) 0.0105(5) -0.0011(4) 0.0022(5) -0.0013(5)
C1 0.0148(9) 0.0182(9) 0.0293(11) -0.0012(8) -0.0090(8) 0.0010(7)
C2 0.0215(9) 0.0122(8) 0.0187(9) 0.0031(7) -0.0063(7) 0.0027(7)
N1 0.0158(7) 0.0079(6) 0.0121(6) 0.0009(5) -0.0019(5) -0.0004(5)
C3 0.0210(9) 0.0133(9) 0.0137(9) 0.0026(7) 0.0015(7) -0.0044(7)
C4 0.0147(8) 0.0141(9) 0.0187(9) -0.0028(7) 0.0053(7) -0.0037(6)
N2 0.0104(6) 0.0092(6) 0.0166(8) -0.0021(6) -0.0009(5) -0.0001(5)
C5 0.0152(9) 0.0161(8) 0.0267(11) -0.0034(8) -0.0074(7) 0.0045(7)
C6 0.0254(10) 0.0175(9) 0.0243(10) -0.0050(8) -0.0144(9) 0.0063(8)
C7 0.0378(12) 0.0128(9) 0.0155(9) 0.0008(7) -0.0105(9) 0.0064(8)
N3 0.0273(9) 0.0062(6) 0.0104(6) -0.0008(5) -0.0009(6) -0.0001(6)
C8 0.0368(12) 0.0130(9) 0.0130(9) -0.0004(7) 0.0062(8) -0.0077(8)
C9 0.0234(10) 0.0166(9) 0.0196(10) -0.0054(8) 0.0115(8) -0.0059(7)
N4 0.0147(7) 0.0083(6) 0.0199(8) -0.0028(6) 0.0031(6) -0.0012(5)
C10 0.0107(8) 0.0124(8) 0.0348(12) -0.0004(8) 0.0008(8) 0.0030(6)
Cl 0.0230(2) 0.01101(18) 0.01591(18) 0.00039(15) 0.00233(15) -0.00006(16)
O21 0.0476(11) 0.0259(8) 0.0258(8) -0.0126(7) 0.0118(8) -0.0057(8)
O22 0.0429(11) 0.0327(10) 0.0301(9) 0.0067(8) -0.0126(8) 0.0127(9)
O23 0.0358(10) 0.0174(7) 0.0354(9) 0.0109(7) -0.0146(8) -0.0076(7)
O24 0.0342(9) 0.0311(10) 0.0432(11) -0.0134(9) 0.0211(8) -0.0080(8)
O1W 0.0404(10) 0.0122(6) 0.0140(6) -0.0008(5) -0.0006(6) 0.0007(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn N1 2.0320(15) . ?
Mn N4 2.0342(17) . ?
Mn N2 2.0457(16) . ?
Mn N3 2.0518(16) . ?
Mn O12 2.1419(13) . ?
Mn O11 2.1449(13) 4_745 ?
S O13 1.4633(14) . ?
S O14 1.4715(13) . ?
S O12 1.4841(13) . ?
S O11 1.4971(14) . ?
O11 Mn 2.1448(13) 4_755 ?
C1 C2 1.519(3) . ?
C1 C10 1.519(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N1 1.479(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
N1 C3 1.484(3) . ?
N1 H1N 0.9300 . ?
C3 C4 1.505(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N2 1.494(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
N2 C5 1.486(3) . ?
N2 H2N 0.9300 . ?
C5 C6 1.520(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.525(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 N3 1.483(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N3 C8 1.488(3) . ?
N3 H3N 0.9300 . ?
C8 C9 1.510(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N4 1.488(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
N4 C10 1.487(3) . ?
N4 H4N 0.9300 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
Cl O21 1.4372(17) . ?
Cl O24 1.4381(18) . ?
Cl O22 1.4409(19) . ?
Cl O23 1.4428(16) . ?
O1W H1W 0.826(17) . ?
O1W H2W 0.810(18) . ?

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
_geom_angle_publ_flag
N1 Mn N4 94.18(7) . . ?
N1 Mn N2 85.31(7) . . ?
N4 Mn N2 179.39(7) . . ?
N1 Mn N3 179.01(6) . . ?
N4 Mn N3 85.55(7) . . ?
N2 Mn N3 94.97(7) . . ?
N1 Mn O12 88.54(6) . . ?
N4 Mn O12 91.87(6) . . ?
N2 Mn O12 88.45(6) . . ?
N3 Mn O12 90.52(6) . . ?
N1 Mn O11 89.34(6) . 4_745 ?
N4 Mn O11 89.28(6) . 4_745 ?
N2 Mn O11 90.38(6) . 4_745 ?
N3 Mn O11 91.60(6) . 4_745 ?
O12 Mn O11 177.66(5) . 4_745 ?
O13 S O14 111.50(9) . . ?
O13 S O12 110.46(8) . . ?
O14 S O12 109.38(8) . . ?
O13 S O11 108.89(9) . . ?
O14 S O11 109.15(8) . . ?
O12 S O11 107.35(8) . . ?
S O11 Mn 129.02(8) . 4_755 ?
S O12 Mn 140.36(8) . . ?
C2 C1 C10 114.44(18) . . ?
C2 C1 H1A 108.6 . . ?
C10 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
C10 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
N1 C2 C1 112.07(16) . . ?
N1 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 N1 C3 112.74(15) . . ?
C2 N1 Mn 118.07(13) . . ?
C3 N1 Mn 107.48(12) . . ?
C2 N1 H1N 105.9 . . ?
C3 N1 H1N 105.9 . . ?
Mn N1 H1N 105.9 . . ?
N1 C3 C4 107.66(16) . . ?
N1 C3 H3A 110.2 . . ?
C4 C3 H3A 110.2 . . ?
N1 C3 H3B 110.2 . . ?
C4 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
N2 C4 C3 107.82(16) . . ?
N2 C4 H4A 110.1 . . ?
C3 C4 H4A 110.1 . . ?
N2 C4 H4B 110.1 . . ?
C3 C4 H4B 110.1 . . ?
H4A C4 H4B 108.5 . . ?
C5 N2 C4 112.44(16) . . ?
C5 N2 Mn 116.74(13) . . ?
C4 N2 Mn 105.85(12) . . ?
C5 N2 H2N 107.1 . . ?
C4 N2 H2N 107.1 . . ?
Mn N2 H2N 107.1 . . ?
N2 C5 C6 111.91(17) . . ?
N2 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
N2 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C5 C6 C7 114.42(19) . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N3 C7 C6 110.75(17) . . ?
N3 C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C7 N3 C8 113.70(16) . . ?
C7 N3 Mn 115.86(13) . . ?
C8 N3 Mn 106.14(13) . . ?
C7 N3 H3N 106.9 . . ?
C8 N3 H3N 106.9 . . ?
Mn N3 H3N 106.9 . . ?
N3 C8 C9 107.52(16) . . ?
N3 C8 H8A 110.2 . . ?
C9 C8 H8A 110.2 . . ?
N3 C8 H8B 110.2 . . ?
C9 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
N4 C9 C8 107.91(17) . . ?
N4 C9 H9A 110.1 . . ?
C8 C9 H9A 110.1 . . ?
N4 C9 H9B 110.1 . . ?
C8 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
C10 N4 C9 112.98(18) . . ?
C10 N4 Mn 115.82(12) . . ?
C9 N4 Mn 106.32(13) . . ?
C10 N4 H4N 107.1 . . ?
C9 N4 H4N 107.1 . . ?
Mn N4 H4N 107.1 . . ?
N4 C10 C1 111.99(17) . . ?
N4 C10 H10A 109.2 . . ?
C1 C10 H10A 109.2 . . ?
N4 C10 H10B 109.2 . . ?
C1 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O21 Cl O24 109.44(12) . . ?
O21 Cl O22 110.57(13) . . ?
O24 Cl O22 109.76(13) . . ?
O21 Cl O23 109.77(12) . . ?
O24 Cl O23 108.77(12) . . ?
O22 Cl O23 108.50(12) . . ?
H1W O1W H2W 101(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        32.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.073

#===END

data_2
_database_code_depnum_ccdc_archive 'CCDC 224075'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C11 H25 Mn N4 O2, C F3 O3 S, Cl O4
;
_chemical_formula_sum            'C12 H25 Cl F3 Mn N4 O9 S'
_chemical_formula_weight         548.81

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   10.169(2)
_cell_length_b                   12.744(3)
_cell_length_c                   16.181(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2097.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    122(1)
_cell_measurement_reflns_used    63
_cell_measurement_theta_min      5.69
_cell_measurement_theta_max      22.81

_exptl_crystal_description       Prism
_exptl_crystal_colour            blue-green
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      122(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            80396
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         35.03
_reflns_number_total             4785
_reflns_number_gt                3894
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_cell_refinement       'DIRAX (Duisenberg, 1992)'
_computing_data_reduction        
;
EvalCCD (Duisenberg, 2003) and DREAD (Blessing, 1987)
;
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep II (Johnson, 1976)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0244P)^2^+1.0219P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4785
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn 0.0000 0.0000 0.5000 0.00971(4) Uani 1 2 d S . .
C1 C -0.32469(12) -0.03465(10) 0.47004(9) 0.0253(2) Uani 1 1 d . . .
H1A H -0.3413(18) 0.0366(15) 0.4588(11) 0.030 Uiso 1 1 d . . .
H1B H -0.4044(19) -0.0691(15) 0.4681(11) 0.030 Uiso 1 1 d . . .
C2 C -0.23513(12) -0.07937(9) 0.40382(8) 0.0221(2) Uani 1 1 d . . .
H2A H -0.2798(18) -0.0767(13) 0.3502(11) 0.027 Uiso 1 1 d . . .
H2B H -0.2122(18) -0.1500(14) 0.4151(11) 0.027 Uiso 1 1 d . . .
N1 N -0.11084(10) -0.01892(7) 0.39543(6) 0.01547(15) Uani 1 1 d . . .
H1N H -0.1279(16) 0.0373(13) 0.3796(10) 0.019 Uiso 1 1 d . . .
C3 C -0.02053(13) -0.06438(9) 0.33207(7) 0.0212(2) Uani 1 1 d . . .
H3A H -0.0116(17) -0.1380(15) 0.3452(11) 0.025 Uiso 1 1 d . . .
H3B H -0.0606(17) -0.0553(14) 0.2775(10) 0.025 Uiso 1 1 d . . .
C4 C 0.11025(13) -0.00862(9) 0.33863(7) 0.0208(2) Uani 1 1 d . . .
H4A H 0.1025(17) 0.0630(14) 0.3290(10) 0.025 Uiso 1 1 d . . .
H4B H 0.1683(17) -0.0382(14) 0.3000(10) 0.025 Uiso 1 1 d . . .
N2 N 0.15915(9) -0.01979(7) 0.42494(6) 0.01485(15) Uani 1 1 d . . .
H2N H 0.1813(16) -0.0832(13) 0.4314(10) 0.018 Uiso 1 1 d . . .
C5 C 0.27566(11) 0.04741(9) 0.44160(8) 0.0208(2) Uani 1 1 d . . .
H5A H 0.3428(17) 0.0243(14) 0.4031(11) 0.025 Uiso 1 1 d . . .
H5B H 0.2471(17) 0.1166(14) 0.4277(10) 0.025 Uiso 1 1 d . . .
O1 O 0.01065(9) 0.16390(6) 0.48530(5) 0.02037(16) Uani 1 1 d . . .
C6 C -0.01794(14) 0.2500 0.45420(9) 0.0137(2) Uani 1 2 d S . .
H6 H -0.055(2) 0.2500 0.4028(14) 0.016 Uiso 1 2 d S . .
Cl Cl 0.65404(4) 0.2500 0.64990(2) 0.01601(7) Uani 1 2 d S . .
O21 O 0.76717(14) 0.2500 0.59428(9) 0.0279(3) Uani 1 2 d S . .
O22 O 0.69943(17) 0.2500 0.73389(8) 0.0309(3) Uani 1 2 d S . .
O23 O 0.57810(11) 0.15688(8) 0.63464(7) 0.0302(2) Uani 1 1 d . . .
S S 0.71383(4) 0.2500 0.28192(2) 0.01554(7) Uani 1 2 d S . .
O31 O 0.66502(13) 0.2500 0.19848(7) 0.0207(2) Uani 1 2 d S . .
O32 O 0.77883(11) 0.15442(7) 0.30697(6) 0.0283(2) Uani 1 1 d . . .
C31 C 0.5662(2) 0.2500 0.34498(13) 0.0335(4) Uani 1 2 d S . .
F31 F 0.49405(12) 0.16525(11) 0.33009(8) 0.0608(4) Uani 1 1 d . . .
F32 F 0.5965(2) 0.2500 0.42558(9) 0.0543(4) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mn 0.01378(8) 0.00588(7) 0.00947(7) 0.00034(6) 0.00077(7) 0.00047(6)
C1 0.0163(5) 0.0207(5) 0.0390(7) -0.0004(5) -0.0040(4) -0.0012(4)
C2 0.0231(5) 0.0173(5) 0.0259(5) -0.0022(4) -0.0083(4) -0.0048(4)
N1 0.0226(4) 0.0093(3) 0.0145(3) 0.0004(3) -0.0036(3) -0.0004(3)
C3 0.0351(6) 0.0160(4) 0.0125(4) -0.0038(3) -0.0004(4) -0.0020(4)
C4 0.0330(6) 0.0163(4) 0.0132(4) 0.0006(3) 0.0075(4) -0.0020(4)
N2 0.0187(4) 0.0090(3) 0.0169(3) 0.0004(3) 0.0055(3) -0.0001(3)
C5 0.0175(4) 0.0145(4) 0.0303(6) 0.0004(4) 0.0069(4) -0.0026(3)
O1 0.0278(4) 0.0066(3) 0.0266(4) 0.0041(3) 0.0057(3) 0.0024(3)
C6 0.0165(6) 0.0083(5) 0.0162(5) 0.000 -0.0042(5) 0.000
Cl 0.01983(15) 0.01142(12) 0.01678(14) 0.000 0.00374(12) 0.000
O21 0.0298(7) 0.0179(5) 0.0360(7) 0.000 0.0193(6) 0.000
O22 0.0403(8) 0.0321(7) 0.0202(6) 0.000 -0.0060(6) 0.000
O23 0.0342(5) 0.0222(4) 0.0341(5) -0.0049(4) 0.0040(4) -0.0129(4)
S 0.01929(16) 0.01014(13) 0.01719(15) 0.000 -0.00668(13) 0.000
O31 0.0302(6) 0.0155(5) 0.0164(5) 0.000 -0.0076(4) 0.000
O32 0.0367(5) 0.0164(4) 0.0316(5) 0.0031(3) -0.0131(4) 0.0079(3)
C31 0.0326(10) 0.0417(11) 0.0262(9) 0.000 0.0045(8) 0.000
F31 0.0463(7) 0.0772(9) 0.0588(7) 0.0012(7) 0.0124(6) -0.0354(6)
F32 0.0798(13) 0.0617(10) 0.0213(6) 0.000 0.0107(7) 0.000

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn N2 2.0392(9) . ?
Mn N1 2.0473(9) . ?
Mn O1 2.1051(8) . ?
C1 C2 1.517(2) . ?
C1 C5 1.523(2) 5_556 ?
C1 H1A 0.94(2) . ?
C1 H1B 0.922(19) . ?
C2 N1 1.4864(15) . ?
C2 H2A 0.979(18) . ?
C2 H2B 0.948(18) . ?
N1 C3 1.4934(15) . ?
N1 H1N 0.780(17) . ?
C3 C4 1.5116(18) . ?
C3 H3A 0.966(18) . ?
C3 H3B 0.980(17) . ?
C4 N2 1.4893(15) . ?
C4 H4A 0.929(18) . ?
C4 H4B 0.939(17) . ?
N2 C5 1.4865(15) . ?
N2 H2N 0.845(16) . ?
C5 H5A 0.970(17) . ?
C5 H5B 0.955(18) . ?
O1 C6 1.2417(10) . ?
C6 H6 0.91(2) . ?
Cl O22 1.4354(14) . ?
Cl O23 1.4373(10) . ?
Cl O21 1.4607(13) . ?
S O31 1.4384(12) . ?
S O32 1.4439(9) . ?
S C31 1.815(2) . ?
C31 F31 1.3276(18) . ?
C31 F32 1.340(3) . ?

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
_geom_angle_publ_flag
N2 Mn N1 85.99(4) . . ?
N1 Mn O1 87.03(4) . 5_556 ?
N2 Mn O1 90.84(3) . . ?
N1 Mn O1 92.97(4) . . ?
C2 C1 C5 115.24(10) . 5_556 ?
C2 C1 H1A 109.5(11) . . ?
C5 C1 H1A 110.0(11) 5_556 . ?
C2 C1 H1B 108.9(12) . . ?
C5 C1 H1B 105.6(12) 5_556 . ?
H1A C1 H1B 107.1(16) . . ?
N1 C2 C1 112.35(9) . . ?
N1 C2 H2A 107.2(11) . . ?
C1 C2 H2A 109.5(11) . . ?
N1 C2 H2B 107.5(11) . . ?
C1 C2 H2B 111.7(11) . . ?
H2A C2 H2B 108.5(15) . . ?
C2 N1 C3 112.62(9) . . ?
C2 N1 Mn 116.98(7) . . ?
C3 N1 Mn 105.93(7) . . ?
C2 N1 H1N 108.4(12) . . ?
C3 N1 H1N 105.6(12) . . ?
Mn N1 H1N 106.6(12) . . ?
N1 C3 C4 108.09(9) . . ?
N1 C3 H3A 106.5(11) . . ?
C4 C3 H3A 111.0(10) . . ?
N1 C3 H3B 108.5(10) . . ?
C4 C3 H3B 112.0(10) . . ?
H3A C3 H3B 110.6(15) . . ?
N2 C4 C3 108.34(9) . . ?
N2 C4 H4A 106.3(11) . . ?
C3 C4 H4A 112.0(11) . . ?
N2 C4 H4B 112.1(10) . . ?
C3 C4 H4B 108.5(11) . . ?
H4A C4 H4B 109.6(15) . . ?
C5 N2 C4 112.40(9) . . ?
C5 N2 Mn 116.96(7) . . ?
C4 N2 Mn 106.36(7) . . ?
C5 N2 H2N 108.4(11) . . ?
C4 N2 H2N 107.3(11) . . ?
Mn N2 H2N 104.8(11) . . ?
N2 C5 C1 111.70(9) . 5_556 ?
N2 C5 H5A 105.6(10) . . ?
C1 C5 H5A 109.9(10) 5_556 . ?
N2 C5 H5B 104.2(11) . . ?
C1 C5 H5B 114.8(10) 5_556 . ?
H5A C5 H5B 110.1(14) . . ?
C6 O1 Mn 155.59(9) . . ?
O1 C6 O1 124.18(14) . 7_565 ?
O1 C6 H6 117.75(11) . . ?
O22 Cl O23 109.60(6) . . ?
O23 Cl O23 111.32(10) . 7_565 ?
O22 Cl O21 109.28(10) . . ?
O23 Cl O21 108.50(6) . . ?
O31 S O32 114.93(5) . . ?
O32 S O32 115.04(9) 7_565 . ?
O31 S C31 104.02(10) . . ?
O32 S C31 102.76(6) . . ?
F31 C31 F31 108.9(2) 7_565 . ?
F31 C31 F32 107.68(13) . . ?
F31 C31 S 110.79(12) . . ?
F32 C31 S 110.92(17) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 N1 -69.03(13) 5_556 . . . ?
C1 C2 N1 C3 178.32(10) . . . . ?
C1 C2 N1 Mn 55.24(12) . . . . ?
N2 Mn N1 C2 141.62(8) . . . . ?
N2 Mn N1 C2 -38.38(8) 5_556 . . . ?
O1 Mn N1 C2 52.25(8) 5_556 . . . ?
O1 Mn N1 C2 -127.75(8) . . . . ?
N2 Mn N1 C3 15.17(7) . . . . ?
N2 Mn N1 C3 -164.83(7) 5_556 . . . ?
O1 Mn N1 C3 -74.20(7) 5_556 . . . ?
O1 Mn N1 C3 105.80(7) . . . . ?
C2 N1 C3 C4 -170.70(9) . . . . ?
Mn N1 C3 C4 -41.65(10) . . . . ?
N1 C3 C4 N2 56.42(12) . . . . ?
C3 C4 N2 C5 -170.24(9) . . . . ?
C3 C4 N2 Mn -41.04(10) . . . . ?
N1 Mn N2 C5 -39.29(8) 5_556 . . . ?
N1 Mn N2 C5 140.71(8) . . . . ?
O1 Mn N2 C5 -132.21(8) 5_556 . . . ?
O1 Mn N2 C5 47.79(8) . . . . ?
N1 Mn N2 C4 -165.80(7) 5_556 . . . ?
N1 Mn N2 C4 14.20(7) . . . . ?
O1 Mn N2 C4 101.28(7) 5_556 . . . ?
O1 Mn N2 C4 -78.72(7) . . . . ?
C4 N2 C5 C1 -179.75(9) . . . 5_556 ?
Mn N2 C5 C1 56.78(11) . . . 5_556 ?
N2 Mn O1 C6 95.6(2) . . . . ?
N2 Mn O1 C6 -84.4(2) 5_556 . . . ?
N1 Mn O1 C6 -170.4(2) 5_556 . . . ?
N1 Mn O1 C6 9.6(2) . . . . ?
Mn O1 C6 O1 165.85(8) . . . 7_565 ?
O31 S C31 F31 -60.48(14) . . . 7_565 ?
O32 S C31 F31 59.65(16) 7_565 . . 7_565 ?
O32 S C31 F31 179.40(13) . . . 7_565 ?
O31 S C31 F31 60.48(14) . . . . ?
O32 S C31 F31 -179.40(13) 7_565 . . . ?
O32 S C31 F31 -59.65(15) . . . . ?
O31 S C31 F32 180.0 . . . . ?
O32 S C31 F32 -59.87(5) 7_565 . . . ?
O32 S C31 F32 59.87(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        35.03
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.072

#===END