# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


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#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
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#  Bona fide researchers may freely download Mercury and enCIFer
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data_Mn(II)
_database_code_depnum_ccdc_archive 'CCDC 908641'
#TrackingRef 'Mn(II)_complex.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
catena-(aqua-(2-hydroxymethylpyridine)-(?3 -sulfate-O,O',O'')-manganese(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C6 H9 Mn N O6 S'
_chemical_formula_weight 278.14
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'
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'
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'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 1 21/c 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 9.4275(8)
_cell_length_b 7.9796(5)
_cell_length_c 13.0018(9)
_cell_angle_alpha 90.00
_cell_angle_beta 91.422(7)
_cell_angle_gamma 90.00
_cell_volume 977.79(12)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 2152
_cell_measurement_theta_min 2.1566
_cell_measurement_theta_max 27.6608
_exptl_crystal_description block
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.20
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.889
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 564
_exptl_absorpt_coefficient_mu 1.571
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6500
_exptl_absorpt_correction_T_max 0.7440
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.4 (release 09-12-2010 CrysAlis171 .NET)
(compiled Dec 9 2010,10:47:41)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.7107
_diffrn_radiation_type 'Mo K\a'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Xcalibur, Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.1929
_diffrn_reflns_number 3726
_diffrn_reflns_av_R_equivalents 0.0195
_diffrn_reflns_av_sigmaI/netI 0.0342
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_k_max 4
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_theta_min 3.13
_diffrn_reflns_theta_max 27.72
_diffrn_orient_matrix_UB_11 0.0191729000
_diffrn_orient_matrix_UB_12 -0.0144643000
_diffrn_orient_matrix_UB_13 -0.0516398000
_diffrn_orient_matrix_UB_21 0.0664007000
_diffrn_orient_matrix_UB_22 -0.0324372000
_diffrn_orient_matrix_UB_23 0.0174357000
_diffrn_orient_matrix_UB_31 -0.0298289000
_diffrn_orient_matrix_UB_32 -0.0815149000
_diffrn_orient_matrix_UB_33 0.0021040000
_reflns_number_total 2124
_reflns_number_gt 1776
_reflns_threshold_expression >2sigma(I)
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.4 (release 09-12-2010 CrysAlis171 .NET)
(compiled Dec 9 2010,10:47:41)
;
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.4 (release 09-12-2010 CrysAlis171 .NET)
(compiled Dec 9 2010,10:47:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.4 (release 09-12-2010 CrysAlis171 .NET)
(compiled Dec 9 2010,10:47:41)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Ortep3 (Farrugia, 1997)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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
'w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+0.2380P] 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 2124
_refine_ls_number_parameters 148
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0440
_refine_ls_R_factor_gt 0.0334
_refine_ls_wR_factor_ref 0.0860
_refine_ls_wR_factor_gt 0.0801
_refine_ls_goodness_of_fit_ref 1.042
_refine_ls_restrained_S_all 1.043
_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 0.90021(4) 0.18220(4) 0.14887(3) 0.01826(13) Uani 1 1 d . . .
S1 S 0.98089(7) 0.28135(7) 0.39225(4) 0.01793(16) Uani 1 1 d . . .
O8 O 0.7737(2) 0.4188(2) 0.14710(15) 0.0289(4) Uani 1 1 d . . .
C6 C 0.4349(3) 0.2080(4) 0.1066(3) 0.0436(8) Uani 1 1 d . . .
H6 H 0.3742 0.2963 0.0900 0.052 Uiso 1 1 calc R . .
O10 O 0.9063(2) 0.1716(2) 0.31623(12) 0.0261(4) Uani 1 1 d . . .
C7 C 0.6425(3) 0.4036(4) 0.0929(2) 0.0361(7) Uani 1 1 d . . .
H7A H 0.6568 0.4161 0.0196 0.043 Uiso 1 1 calc R . .
H7B H 0.5782 0.4910 0.1145 0.043 Uiso 1 1 calc R . .
O9 O 0.8898(2) 0.1891(2) -0.02046(13) 0.0284(4) Uani 1 1 d . . .
O12 O 0.9867(2) -0.0602(2) 0.15916(14) 0.0345(5) Uani 1 1 d . . .
C5 C 0.3813(3) 0.0496(4) 0.1235(3) 0.0471(8) Uani 1 1 d . . .
H5 H 0.2843 0.0295 0.1175 0.056 Uiso 1 1 calc R . .
N2 N 0.6696(2) 0.1111(3) 0.13990(16) 0.0245(5) Uani 1 1 d . . .
C1 C 0.5791(3) 0.2336(3) 0.1144(2) 0.0285(6) Uani 1 1 d . . .
C4 C 0.4735(4) -0.0779(4) 0.1495(2) 0.0451(8) Uani 1 1 d . . .
H4 H 0.4399 -0.1854 0.1619 0.054 Uiso 1 1 calc R . .
C3 C 0.6171(3) -0.0429(3) 0.1569(2) 0.0353(7) Uani 1 1 d . . .
H3 H 0.6797 -0.1291 0.1743 0.042 Uiso 1 1 calc R . .
O11 O 1.0944(2) 0.3248(2) 0.13571(14) 0.0256(4) Uani 1 1 d D . .
O13 O 1.1132(2) 0.1987(2) 0.42810(13) 0.0300(5) Uani 1 1 d . . .
H11A H 1.113(3) 0.329(4) 0.0748(15) 0.040(9) Uiso 1 1 d D . .
H11B H 1.097(4) 0.422(3) 0.158(3) 0.068(13) Uiso 1 1 d D . .
H8 H 0.807(4) 0.510(5) 0.127(3) 0.072(13) Uiso 1 1 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
Mn1 0.0209(2) 0.0182(2) 0.0156(2) 0.00125(13) -0.00047(14) -0.00003(15)
S1 0.0261(4) 0.0152(3) 0.0125(3) -0.0008(2) 0.0002(2) 0.0010(2)
O8 0.0240(11) 0.0210(9) 0.0415(11) 0.0031(8) -0.0030(8) -0.0020(8)
C6 0.0226(16) 0.0502(19) 0.058(2) 0.0053(16) -0.0039(14) -0.0004(15)
O10 0.0445(12) 0.0187(9) 0.0150(8) -0.0018(6) -0.0024(8) -0.0074(8)
C7 0.0248(16) 0.0315(15) 0.0517(18) 0.0122(14) -0.0069(13) 0.0016(12)
O9 0.0279(11) 0.0414(11) 0.0160(9) 0.0023(7) 0.0016(7) -0.0099(8)
O12 0.0579(15) 0.0193(10) 0.0261(10) -0.0019(7) -0.0031(9) 0.0114(9)
C5 0.0256(17) 0.059(2) 0.056(2) -0.0023(17) -0.0012(14) -0.0152(16)
N2 0.0242(12) 0.0246(11) 0.0249(11) 0.0001(9) 0.0018(9) -0.0032(10)
C1 0.0247(15) 0.0319(15) 0.0288(14) 0.0014(12) -0.0031(11) -0.0015(12)
C4 0.045(2) 0.0425(19) 0.0480(19) -0.0056(15) 0.0073(15) -0.0208(16)
C3 0.0357(18) 0.0292(15) 0.0413(16) 0.0014(12) 0.0069(13) -0.0062(13)
O11 0.0293(11) 0.0265(10) 0.0210(10) -0.0052(8) 0.0007(8) -0.0034(9)
O13 0.0309(11) 0.0342(11) 0.0249(10) -0.0030(8) 0.0004(8) 0.0119(9)
_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 O12 2.1022(17) . ?
Mn1 O11 2.166(2) . ?
Mn1 O10 2.1770(16) . ?
Mn1 O9 2.2020(17) . ?
Mn1 O8 2.2325(19) . ?
Mn1 N2 2.247(2) . ?
S1 O9 1.4593(17) 4_566 ?
S1 O12 1.4658(17) 2_755 ?
S1 O13 1.4759(19) . ?
S1 O10 1.4849(17) . ?
O8 C7 1.414(3) . ?
O8 H8 0.84(4) . ?
C6 C1 1.376(4) . ?
C6 C5 1.381(4) . ?
C6 H6 0.9300 . ?
C7 C1 1.511(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
O9 S1 1.4593(17) 4_565 ?
O12 S1 1.4658(17) 2_745 ?
C5 C4 1.374(5) . ?
C5 H5 0.9300 . ?
N2 C1 1.334(3) . ?
N2 C3 1.345(3) . ?
C4 C3 1.384(4) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
O11 H11A 0.817(17) . ?
O11 H11B 0.830(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
O12 Mn1 O11 99.29(8) . . ?
O12 Mn1 O10 84.26(7) . . ?
O11 Mn1 O10 95.64(7) . . ?
O12 Mn1 O9 95.42(7) . . ?
O11 Mn1 O9 85.68(7) . . ?
O10 Mn1 O9 178.68(7) . . ?
O12 Mn1 O8 170.02(8) . . ?
O11 Mn1 O8 90.41(7) . . ?
O10 Mn1 O8 92.52(7) . . ?
O9 Mn1 O8 87.59(7) . . ?
O12 Mn1 N2 98.28(8) . . ?
O11 Mn1 N2 161.28(8) . . ?
O10 Mn1 N2 92.48(7) . . ?
O9 Mn1 N2 86.29(7) . . ?
O8 Mn1 N2 72.37(8) . . ?
O9 S1 O12 110.42(11) 4_566 2_755 ?
O9 S1 O13 109.61(10) 4_566 . ?
O12 S1 O13 110.18(12) 2_755 . ?
O9 S1 O10 109.55(11) 4_566 . ?
O12 S1 O10 107.82(10) 2_755 . ?
O13 S1 O10 109.23(11) . . ?
C7 O8 Mn1 113.17(16) . . ?
C7 O8 H8 105(3) . . ?
Mn1 O8 H8 122(3) . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
S1 O10 Mn1 129.98(10) . . ?
O8 C7 C1 109.2(2) . . ?
O8 C7 H7A 109.8 . . ?
C1 C7 H7A 109.8 . . ?
O8 C7 H7B 109.8 . . ?
C1 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
S1 O9 Mn1 140.27(12) 4_565 . ?
S1 O12 Mn1 148.16(12) 2_745 . ?
C4 C5 C6 119.0(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C1 N2 C3 118.3(2) . . ?
C1 N2 Mn1 116.10(17) . . ?
C3 N2 Mn1 125.55(19) . . ?
N2 C1 C6 122.3(3) . . ?
N2 C1 C7 116.8(2) . . ?
C6 C1 C7 120.9(3) . . ?
C5 C4 C3 118.6(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N2 C3 C4 122.4(3) . . ?
N2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
Mn1 O11 H11A 108(2) . . ?
Mn1 O11 H11B 119(3) . . ?
H11A O11 H11B 107(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O12 Mn1 O8 C7 -50.5(5) . . . . ?
O11 Mn1 O8 C7 142.93(18) . . . . ?
O10 Mn1 O8 C7 -121.41(18) . . . . ?
O9 Mn1 O8 C7 57.27(18) . . . . ?
N2 Mn1 O8 C7 -29.60(17) . . . . ?
O9 S1 O10 Mn1 140.20(14) 4_566 . . . ?
O12 S1 O10 Mn1 19.99(18) 2_755 . . . ?
O13 S1 O10 Mn1 -99.74(15) . . . . ?
O12 Mn1 O10 S1 120.61(16) . . . . ?
O11 Mn1 O10 S1 21.81(16) . . . . ?
O9 Mn1 O10 S1 -164(3) . . . . ?
O8 Mn1 O10 S1 -68.86(15) . . . . ?
N2 Mn1 O10 S1 -141.30(15) . . . . ?
Mn1 O8 C7 C1 38.7(3) . . . . ?
O12 Mn1 O9 S1 -80.11(19) . . . 4_565 ?
O11 Mn1 O9 S1 18.84(18) . . . 4_565 ?
O10 Mn1 O9 S1 -156(3) . . . 4_565 ?
O8 Mn1 O9 S1 109.43(18) . . . 4_565 ?
N2 Mn1 O9 S1 -178.09(19) . . . 4_565 ?
O11 Mn1 O12 S1 -100.4(3) . . . 2_745 ?
O10 Mn1 O12 S1 164.8(3) . . . 2_745 ?
O9 Mn1 O12 S1 -13.9(3) . . . 2_745 ?
O8 Mn1 O12 S1 93.3(5) . . . 2_745 ?
N2 Mn1 O12 S1 73.2(3) . . . 2_745 ?
C1 C6 C5 C4 1.0(5) . . . . ?
O12 Mn1 N2 C1 -168.68(18) . . . . ?
O11 Mn1 N2 C1 -9.0(3) . . . . ?
O10 Mn1 N2 C1 106.76(18) . . . . ?
O9 Mn1 N2 C1 -73.74(18) . . . . ?
O8 Mn1 N2 C1 14.90(17) . . . . ?
O12 Mn1 N2 C3 10.6(2) . . . . ?
O11 Mn1 N2 C3 170.3(2) . . . . ?
O10 Mn1 N2 C3 -74.0(2) . . . . ?
O9 Mn1 N2 C3 105.5(2) . . . . ?
O8 Mn1 N2 C3 -165.8(2) . . . . ?
C3 N2 C1 C6 1.0(4) . . . . ?
Mn1 N2 C1 C6 -179.7(2) . . . . ?
C3 N2 C1 C7 -178.3(2) . . . . ?
Mn1 N2 C1 C7 1.1(3) . . . . ?
C5 C6 C1 N2 -1.3(5) . . . . ?
C5 C6 C1 C7 177.9(3) . . . . ?
O8 C7 C1 N2 -26.2(3) . . . . ?
O8 C7 C1 C6 154.5(3) . . . . ?
C6 C5 C4 C3 -0.5(5) . . . . ?
C1 N2 C3 C4 -0.4(4) . . . . ?
Mn1 N2 C3 C4 -179.7(2) . . . . ?
C5 C4 C3 N2 0.2(5) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O11 H11A O13 0.817(17) 1.921(19) 2.716(3) 164(3) 4_565 y
O11 H11B O10 0.830(18) 2.02(2) 2.837(2) 169(4) 2_755 y
O11 H11B O12 0.830(18) 2.53(4) 2.939(3) 112(3) 2_755 y
O8 H8 O13 0.84(4) 1.84(4) 2.671(3) 174(4) 2_755 y
_diffrn_measured_fraction_theta_max 0.925
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 0.390
_refine_diff_density_min -0.483
_refine_diff_density_rms 0.078