# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2011


data_global
#TrackingRef '- 787948_cif.txt'

_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Brian E. Mann'
_publ_contact_author_email       b.mann@sheffield.ac.uk

_publ_section_title              
;
[Mn(CO)4{S2CNMe(CH2CO2H)}],
a new water-soluble CO-Releasing Molecule
;
loop_
_publ_author_name
S.Cook
B.Mann
A.Meijer
H.Adams
P.Sawle
D.Scapens
R.Motterlini

# Attachment 'CCDC787948.cif'

data_twin5
#TrackingRef '- 787948_cif.txt'

_database_code_depnum_ccdc_archive 'CCDC 787948'
#TrackingRef 'CCDC787948.cif'

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         'C8 H6 Mn1 N1 O6 S2'

_chemical_formula_sum            'C8 H6 Mn N O6 S2'

_chemical_formula_weight         331.20

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'
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           triclinic

_symmetry_space_group_name_H-M   'P -1'

loop_

_symmetry_equiv_pos_as_xyz

'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.355(6)

_cell_length_b                   9.402(8)

_cell_length_c                   18.730(16)

_cell_angle_alpha                98.396(14)

_cell_angle_beta                 99.584(12)

_cell_angle_gamma                92.488(13)

_cell_volume                     1260.5(19)

_cell_formula_units_Z            4

_cell_measurement_temperature    150(2)

_cell_measurement_reflns_used    120

_cell_measurement_theta_min      2.34

_cell_measurement_theta_max      22.34

_exptl_crystal_description       plate

_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.16

_exptl_crystal_size_mid          0.14

_exptl_crystal_size_min          0.03

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.745

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             664

_exptl_absorpt_coefficient_mu    1.395

_exptl_absorpt_correction_type   MULTI-SCAN

_exptl_absorpt_correction_T_min  0.8077

_exptl_absorpt_correction_T_max  0.9594

_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;

?

;

_diffrn_ambient_temperature      150(2)

_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  'CCD area detector'

_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 100

_diffrn_standards_number         0

_diffrn_standards_interval_count ?

_diffrn_standards_interval_time  ?

_diffrn_standards_decay_%        0

_diffrn_reflns_number            6586

_diffrn_reflns_av_R_equivalents  0.0000

_diffrn_reflns_av_sigmaI/netI    0.0661

_diffrn_reflns_limit_h_min       -9

_diffrn_reflns_limit_h_max       9

_diffrn_reflns_limit_k_min       -12

_diffrn_reflns_limit_k_max       12

_diffrn_reflns_limit_l_min       0

_diffrn_reflns_limit_l_max       24

_diffrn_reflns_theta_min         1.12

_diffrn_reflns_theta_max         27.50

_reflns_number_total             6586

_reflns_number_gt                5179

_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'

_computing_cell_refinement       'Bruker APEXII'

_computing_data_reduction        'Bruker APEXII'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.1169P)^2^+0.0000P] 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    CONSTR

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       ?

_refine_ls_number_reflns         6586

_refine_ls_number_parameters     329

_refine_ls_number_restraints     14

_refine_ls_R_factor_all          0.0847

_refine_ls_R_factor_gt           0.0681

_refine_ls_wR_factor_ref         0.1743

_refine_ls_wR_factor_gt          0.1622

_refine_ls_goodness_of_fit_ref   1.013

_refine_ls_restrained_S_all      1.012

_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

Mn1 Mn 0.23012(12) 1.00563(9) 0.25039(4) 0.0184(2) Uani 1 1 d . . .
S1 S 0.19364(19) 1.08058(14) 0.37609(8) 0.0187(3) Uani 1 1 d . . .
S2 S 0.2873(2) 0.79875(14) 0.31267(8) 0.0207(3) Uani 1 1 d . . .
N1 N 0.2856(6) 0.8727(5) 0.4594(2) 0.0195(10) Uani 1 1 d . . .
O1 O -0.1763(6) 0.9038(5) 0.2021(2) 0.0326(10) Uani 1 1 d . . .
O2 O 0.2941(7) 0.8769(5) 0.1013(2) 0.0432(13) Uani 1 1 d . . .
O3 O 0.1486(6) 1.2897(4) 0.2010(2) 0.0259(9) Uani 1 1 d . . .
O4 O 0.6345(6) 1.1102(5) 0.3041(3) 0.0316(10) Uani 1 1 d . . .
O5 O 0.0280(5) 0.6590(4) 0.4747(2) 0.0248(9) Uani 1 1 d . . .
O6 O 0.2548(5) 0.5104(4) 0.5078(2) 0.0266(9) Uani 1 1 d . . .
H6 H 0.1661 0.4565 0.5136 0.040 Uiso 1 1 calc R . .
C1 C -0.0238(8) 0.9421(6) 0.2222(3) 0.0228(12) Uani 1 1 d . . .
C2 C 0.2724(9) 0.9246(6) 0.1598(3) 0.0268(13) Uani 1 1 d . . .
C3 C 0.1801(8) 1.1802(6) 0.2203(3) 0.0206(12) Uani 1 1 d . . .
C4 C 0.4855(9) 1.0692(6) 0.2843(3) 0.0239(13) Uani 1 1 d . . .
C5 C 0.2569(7) 0.9107(6) 0.3920(3) 0.0187(11) Uani 1 1 d . . .
C6 C 0.3492(8) 0.7312(6) 0.4723(3) 0.0217(10) Uani 1 1 d U . .
H6A H 0.4489 0.7441 0.5158 0.026 Uiso 1 1 calc R . .
H6B H 0.4011 0.6867 0.4295 0.026 Uiso 1 1 calc R . .
C7 C 0.1909(8) 0.6290(6) 0.4848(3) 0.0225(11) Uani 1 1 d U . .
C8 C 0.2533(8) 0.9701(6) 0.5253(3) 0.0240(12) Uani 1 1 d . . .
H8A H 0.1987 1.0568 0.5105 0.036 Uiso 1 1 calc R . .
H8B H 0.3711 0.9974 0.5586 0.036 Uiso 1 1 calc R . .
H8C H 0.1687 0.9203 0.5503 0.036 Uiso 1 1 calc R . .
Mn1A Mn 0.72890(11) 0.50871(8) 0.25545(4) 0.01536(19) Uani 1 1 d . . .
S1A S 0.6356(2) 0.29998(14) 0.16119(8) 0.0207(3) Uani 1 1 d . . .
S2A S 0.49403(19) 0.58326(13) 0.16557(8) 0.0183(3) Uani 1 1 d . . .
N1A N 0.3801(6) 0.3698(5) 0.0500(3) 0.0206(10) Uani 1 1 d . . .
O1A O 0.4341(6) 0.4249(5) 0.3404(2) 0.0300(10) Uani 1 1 d . . .
O2A O 1.0104(6) 0.3740(5) 0.3547(2) 0.0304(10) Uani 1 1 d . . .
O3A O 0.7994(6) 0.7973(4) 0.3514(2) 0.0248(9) Uani 1 1 d . . .
O4A O 1.0016(6) 0.5904(4) 0.1606(2) 0.0296(10) Uani 1 1 d . . .
O5A O 0.0903(6) 0.1606(4) 0.0385(2) 0.0274(9) Uani 1 1 d . . .
O6A O 0.2157(6) 0.0040(4) -0.0413(2) 0.0259(9) Uani 1 1 d . . .
H6A1 H 0.1192 -0.0480 -0.0423 0.039 Uiso 1 1 calc R . .
C1A C 0.5440(8) 0.4558(6) 0.3068(3) 0.0212(12) Uani 1 1 d . . .
C2A C 0.9001(8) 0.4236(6) 0.3151(3) 0.0221(12) Uani 1 1 d . . .
C3A C 0.7724(8) 0.6855(6) 0.3141(3) 0.0210(12) Uani 1 1 d . . .
C4A C 0.9011(8) 0.5591(6) 0.1971(3) 0.0204(12) Uani 1 1 d . . .
C5A C 0.4864(7) 0.4103(6) 0.1165(3) 0.0182(11) Uani 1 1 d . . .
C6A C 0.3883(8) 0.2266(6) 0.0064(3) 0.0227(11) Uani 1 1 d U . .
H6A2 H 0.4982 0.1805 0.0282 0.027 Uiso 1 1 calc R . .
H6A3 H 0.4023 0.2387 -0.0441 0.027 Uiso 1 1 calc R . .
C7A C 0.2131(8) 0.1268(6) 0.0032(3) 0.0219(11) Uani 1 1 d U . .
C8A C 0.2475(8) 0.4656(6) 0.0182(3) 0.0231(12) Uani 1 1 d . . .
H8A1 H 0.2522 0.5558 0.0523 0.035 Uiso 1 1 calc R . .
H8A2 H 0.1226 0.4185 0.0092 0.035 Uiso 1 1 calc R . .
H8A3 H 0.2792 0.4865 -0.0282 0.035 Uiso 1 1 calc R . .

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

Mn1 0.0216(4) 0.0184(4) 0.0171(4) 0.0064(3) 0.0049(4) 0.0038(3)
S1 0.0217(7) 0.0169(6) 0.0185(7) 0.0044(5) 0.0047(6) 0.0010(5)
S2 0.0250(7) 0.0187(6) 0.0189(7) 0.0035(5) 0.0047(6) 0.0017(5)
N1 0.022(2) 0.021(2) 0.017(2) 0.0055(18) 0.0022(19) -0.0011(18)
O1 0.027(3) 0.038(2) 0.031(2) 0.008(2) -0.001(2) -0.001(2)
O2 0.066(4) 0.047(3) 0.023(3) 0.011(2) 0.017(2) 0.027(3)
O3 0.032(2) 0.022(2) 0.026(2) 0.0071(17) 0.0073(19) 0.0074(17)
O4 0.026(3) 0.039(2) 0.034(3) 0.017(2) 0.004(2) 0.0029(19)
O5 0.021(2) 0.025(2) 0.028(2) 0.0104(17) -0.0006(17) -0.0045(16)
O6 0.019(2) 0.026(2) 0.036(2) 0.0154(18) -0.0008(19) -0.0057(16)
C1 0.027(3) 0.022(3) 0.022(3) 0.005(2) 0.008(3) 0.006(2)
C2 0.035(4) 0.024(3) 0.026(3) 0.016(3) 0.007(3) 0.011(3)
C3 0.022(3) 0.025(3) 0.016(3) 0.005(2) 0.003(2) -0.001(2)
C4 0.028(4) 0.017(3) 0.035(3) 0.014(2) 0.021(3) 0.005(2)
C5 0.016(3) 0.021(3) 0.021(3) 0.005(2) 0.006(2) -0.002(2)
C6 0.022(2) 0.021(2) 0.023(2) 0.0078(19) 0.002(2) -0.0016(19)
C7 0.023(3) 0.022(2) 0.021(2) 0.0071(19) 0.000(2) -0.0043(19)
C8 0.024(3) 0.022(3) 0.026(3) 0.002(2) 0.006(2) -0.004(2)
Mn1A 0.0151(4) 0.0152(4) 0.0152(4) 0.0025(3) 0.0008(3) 0.0007(3)
S1A 0.0221(7) 0.0175(6) 0.0213(7) 0.0032(5) 0.0003(6) 0.0018(5)
S2A 0.0185(7) 0.0165(6) 0.0187(7) 0.0022(5) -0.0001(5) 0.0014(5)
N1A 0.019(2) 0.020(2) 0.022(3) 0.0035(19) 0.001(2) 0.0005(18)
O1A 0.030(2) 0.034(2) 0.027(2) 0.0062(19) 0.008(2) -0.0038(18)
O2A 0.033(2) 0.035(2) 0.025(2) 0.0080(18) 0.0023(19) 0.0146(19)
O3A 0.028(2) 0.019(2) 0.025(2) -0.0020(16) 0.0019(18) 0.0032(16)
O4A 0.028(2) 0.031(2) 0.027(2) 0.0010(19) 0.001(2) -0.0011(18)
O5A 0.028(2) 0.022(2) 0.030(2) 0.0008(18) 0.006(2) -0.0038(17)
O6A 0.025(2) 0.025(2) 0.025(2) -0.0001(17) 0.0058(18) -0.0091(17)
C1A 0.019(3) 0.018(3) 0.025(3) 0.000(2) 0.004(2) 0.001(2)
C2A 0.024(3) 0.024(3) 0.017(3) -0.003(2) 0.005(2) -0.002(2)
C3A 0.017(3) 0.027(3) 0.020(3) 0.007(2) 0.004(2) 0.003(2)
C4A 0.013(3) 0.019(3) 0.027(3) -0.003(2) 0.006(2) -0.003(2)
C5A 0.017(3) 0.021(3) 0.018(3) 0.005(2) 0.004(2) -0.003(2)
C6A 0.024(2) 0.023(2) 0.020(2) -0.0001(19) 0.001(2) -0.0010(19)
C7A 0.024(2) 0.021(2) 0.018(2) 0.0025(19) -0.001(2) -0.0023(19)
C8A 0.023(3) 0.027(3) 0.019(3) 0.010(2) -0.004(2) 0.001(2)

_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

Mn1 C2 1.837(7) . ?
Mn1 C3 1.844(6) . ?
Mn1 C1 1.899(6) . ?
Mn1 C4 1.919(7) . ?
Mn1 S1 2.419(3) . ?
Mn1 S2 2.427(2) . ?
S1 C5 1.736(6) . ?
S2 C5 1.744(6) . ?
N1 C5 1.347(7) . ?
N1 C6 1.469(7) . ?
N1 C8 1.485(7) . ?
O1 C1 1.146(7) . ?
O2 C2 1.161(7) . ?
O3 C3 1.160(7) . ?
O4 C4 1.129(7) . ?
O5 C7 1.233(7) . ?
O6 C7 1.329(7) . ?
O6 H6 0.8400 . ?
C6 C7 1.547(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
Mn1A C2A 1.831(6) . ?
Mn1A C3A 1.837(6) . ?
Mn1A C1A 1.881(6) . ?
Mn1A C4A 1.893(6) . ?
Mn1A S2A 2.406(2) . ?
Mn1A S1A 2.431(2) . ?
S1A C5A 1.739(6) . ?
S2A C5A 1.741(6) . ?
N1A C5A 1.349(7) . ?
N1A C8A 1.468(7) . ?
N1A C6A 1.479(7) . ?
O1A C1A 1.156(7) . ?
O2A C2A 1.166(7) . ?
O3A C3A 1.163(7) . ?
O4A C4A 1.144(7) . ?
O5A C7A 1.231(7) . ?
O6A C7A 1.325(7) . ?
O6A H6A1 0.8400 . ?
C6A C7A 1.548(8) . ?
C6A H6A2 0.9900 . ?
C6A H6A3 0.9900 . ?
C8A H8A1 0.9800 . ?
C8A H8A2 0.9800 . ?
C8A H8A3 0.9800 . ?

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

C2 Mn1 C3 92.9(2) . . ?
C2 Mn1 C1 89.8(3) . . ?
C3 Mn1 C1 90.0(2) . . ?
C2 Mn1 C4 92.9(3) . . ?
C3 Mn1 C4 91.3(2) . . ?
C1 Mn1 C4 176.9(2) . . ?
C2 Mn1 S1 171.39(17) . . ?
C3 Mn1 S1 95.52(18) . . ?
C1 Mn1 S1 91.82(19) . . ?
C4 Mn1 S1 85.29(19) . . ?
C2 Mn1 S2 98.00(18) . . ?
C3 Mn1 S2 169.07(18) . . ?
C1 Mn1 S2 90.44(18) . . ?
C4 Mn1 S2 87.73(16) . . ?
S1 Mn1 S2 73.55(7) . . ?
C5 S1 Mn1 86.82(19) . . ?
C5 S2 Mn1 86.41(19) . . ?
C5 N1 C6 122.0(5) . . ?
C5 N1 C8 122.4(5) . . ?
C6 N1 C8 115.6(4) . . ?
C7 O6 H6 109.5 . . ?
O1 C1 Mn1 177.1(5) . . ?
O2 C2 Mn1 177.3(5) . . ?
O3 C3 Mn1 179.7(5) . . ?
O4 C4 Mn1 178.2(5) . . ?
N1 C5 S1 122.8(4) . . ?
N1 C5 S2 124.1(4) . . ?
S1 C5 S2 113.0(3) . . ?
N1 C6 C7 112.0(5) . . ?
N1 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
N1 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O5 C7 O6 126.3(5) . . ?
O5 C7 C6 122.2(5) . . ?
O6 C7 C6 111.5(5) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2A Mn1A C3A 93.6(2) . . ?
C2A Mn1A C1A 90.3(3) . . ?
C3A Mn1A C1A 91.0(2) . . ?
C2A Mn1A C4A 93.3(3) . . ?
C3A Mn1A C4A 91.5(2) . . ?
C1A Mn1A C4A 175.5(2) . . ?
C2A Mn1A S2A 170.90(17) . . ?
C3A Mn1A S2A 95.45(18) . . ?
C1A Mn1A S2A 89.22(19) . . ?
C4A Mn1A S2A 86.84(19) . . ?
C2A Mn1A S1A 97.35(18) . . ?
C3A Mn1A S1A 168.87(18) . . ?
C1A Mn1A S1A 90.75(18) . . ?
C4A Mn1A S1A 86.13(17) . . ?
S2A Mn1A S1A 73.57(7) . . ?
C5A S1A Mn1A 86.51(19) . . ?
C5A S2A Mn1A 87.23(19) . . ?
C5A N1A C8A 121.3(5) . . ?
C5A N1A C6A 121.9(5) . . ?
C8A N1A C6A 116.8(4) . . ?
C7A O6A H6A1 109.5 . . ?
O1A C1A Mn1A 177.8(5) . . ?
O2A C2A Mn1A 177.6(5) . . ?
O3A C3A Mn1A 179.7(5) . . ?
O4A C4A Mn1A 178.4(5) . . ?
N1A C5A S1A 124.5(4) . . ?
N1A C5A S2A 122.8(4) . . ?
S1A C5A S2A 112.6(3) . . ?
N1A C6A C7A 112.1(5) . . ?
N1A C6A H6A2 109.2 . . ?
C7A C6A H6A2 109.2 . . ?
N1A C6A H6A3 109.2 . . ?
C7A C6A H6A3 109.2 . . ?
H6A2 C6A H6A3 107.9 . . ?
O5A C7A O6A 126.0(5) . . ?
O5A C7A C6A 122.9(5) . . ?
O6A C7A C6A 111.2(5) . . ?
N1A C8A H8A1 109.5 . . ?
N1A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
N1A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.978

_diffrn_reflns_theta_full        25.00

_diffrn_measured_fraction_theta_full 0.994

_refine_diff_density_max         2.052

_refine_diff_density_min         -1.026

_refine_diff_density_rms         0.154