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

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#                                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:
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data_2
#TrackingRef '2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Bis(mu-chloro)2-bis(bis(2-hydroxymethylpyridine)manganese(II))
dichloride dihydrate
;
_chemical_name_common            
;
Bis(mu-chloro)2-bis(bis(2-
hydroxymethylpyridine)manganese(ii)) dichloride dihydrate
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H28 Cl2 Mn2 N4 O4, 2(Cl), 2(H2 O)'
_chemical_formula_sum            'C24 H32 Cl4 Mn2 N4 O6'
_chemical_formula_weight         724.22

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'
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           Triclinic
_symmetry_space_group_name_H-M   'P -1 '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8970(2)
_cell_length_b                   9.7655(3)
_cell_length_c                   11.4184(4)
_cell_angle_alpha                73.570(2)
_cell_angle_beta                 70.964(2)
_cell_angle_gamma                77.267(2)
_cell_volume                     790.41(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2733
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      30.034

_exptl_crystal_description       block
_exptl_crystal_colour            'pale green'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             370
_exptl_absorpt_coefficient_mu    1.179
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6498
_exptl_absorpt_correction_T_max  0.8429
_exptl_absorpt_process_details   
'HKL DENZO and Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_method       '\f and \o scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5399
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3551
_reflns_number_gt                2986
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_reduction        
'HKL DENZO and Scalepack (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-97 (ALTOMARE et al., ????)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep3 (Farrugia, 1999)'
_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^)+(0.0431P)^2^+0.2238P] 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     SHELXL
_refine_ls_extinction_coef       0.0212(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3551
_refine_ls_number_parameters     194
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0736
_refine_ls_wR_factor_gt          0.0695
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.875
_refine_ls_shift/su_max          0.000
_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 0.41284(3) 0.13016(2) 0.87609(2) 0.03337(9) Uani 1 1 d . . .
Cl1 Cl 0.70489(5) 0.06745(4) 0.93429(4) 0.04011(12) Uani 1 1 d . . .
Cl2 Cl 0.81044(7) 0.33869(6) 0.49116(5) 0.05851(15) Uani 1 1 d . . .
O1W O 1.0682(3) 0.35497(17) 0.64592(18) 0.0722(5) Uani 1 1 d D . .
H1W1 H 1.124(3) 0.427(2) 0.604(2) 0.087 Uiso 1 1 d D . .
H1W2 H 0.988(3) 0.347(3) 0.615(2) 0.087 Uiso 1 1 d D . .
C1A C 0.3604(2) -0.04589(18) 0.71120(16) 0.0396(4) Uani 1 1 d . . .
N2A N 0.49627(19) -0.00423(15) 0.73248(13) 0.0378(3) Uani 1 1 d . . .
C3A C 0.6663(3) -0.0552(2) 0.67507(18) 0.0493(4) Uani 1 1 d . . .
H3A H 0.7612 -0.0245 0.6876 0.059 Uiso 1 1 calc R . .
C4A C 0.7064(3) -0.1510(2) 0.59819(18) 0.0573(5) Uani 1 1 d . . .
H4A H 0.8259 -0.1857 0.5608 0.069 Uiso 1 1 calc R . .
C5A C 0.5661(3) -0.1942(2) 0.57806(18) 0.0583(6) Uani 1 1 d . . .
H5A H 0.5893 -0.2590 0.5268 0.070 Uiso 1 1 calc R . .
C6A C 0.3916(3) -0.1410(2) 0.63421(18) 0.0502(5) Uani 1 1 d . . .
H6A H 0.2951 -0.1684 0.6208 0.060 Uiso 1 1 calc R . .
C7A C 0.1711(3) 0.0139(2) 0.7770(2) 0.0485(4) Uani 1 1 d . . .
H7A1 H 0.0967 0.0373 0.7193 0.058 Uiso 1 1 calc R . .
H7A2 H 0.1196 -0.0590 0.8503 0.058 Uiso 1 1 calc R . .
O8A O 0.16883(16) 0.13959(14) 0.81730(12) 0.0434(3) Uani 1 1 d D . .
H8A H 0.143(3) 0.2136(16) 0.7620(15) 0.052 Uiso 1 1 d D . .
C1B C 0.3521(2) 0.44853(18) 0.89061(17) 0.0415(4) Uani 1 1 d . . .
N2B N 0.29602(19) 0.32298(15) 0.95882(13) 0.0380(3) Uani 1 1 d . . .
C3B C 0.1861(3) 0.3175(2) 1.07802(18) 0.0488(4) Uani 1 1 d . . .
H3B H 0.1456 0.2306 1.1259 0.059 Uiso 1 1 calc R . .
C4B C 0.1316(3) 0.4352(2) 1.1316(2) 0.0586(5) Uani 1 1 d . . .
H4B H 0.0549 0.4279 1.2139 0.070 Uiso 1 1 calc R . .
C5B C 0.1917(3) 0.5633(2) 1.0619(2) 0.0598(5) Uani 1 1 d . . .
H5B H 0.1576 0.6442 1.0964 0.072 Uiso 1 1 calc R . .
C6B C 0.3028(3) 0.5704(2) 0.9407(2) 0.0559(5) Uani 1 1 d . . .
H6B H 0.3452 0.6564 0.8920 0.067 Uiso 1 1 calc R . .
C7B C 0.4698(3) 0.4548(2) 0.75664(19) 0.0524(5) Uani 1 1 d . . .
H7B1 H 0.4138 0.5288 0.6983 0.063 Uiso 1 1 calc R . .
H7B2 H 0.5863 0.4796 0.7479 0.063 Uiso 1 1 calc R . .
O8B O 0.4943(2) 0.32014(14) 0.72600(12) 0.0509(3) Uani 1 1 d D . .
H8B H 0.581(2) 0.323(2) 0.6578(15) 0.061 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
Mn1 0.03436(15) 0.03166(14) 0.03453(15) -0.01066(10) -0.00870(10) -0.00306(10)
Cl1 0.0324(2) 0.0436(2) 0.0431(2) -0.00440(18) -0.00943(17) -0.01199(16)
Cl2 0.0528(3) 0.0765(4) 0.0508(3) -0.0220(3) -0.0055(2) -0.0225(2)
O1W 0.1023(14) 0.0544(9) 0.0778(11) -0.0082(8) -0.0571(11) -0.0073(9)
C1A 0.0509(10) 0.0331(8) 0.0366(8) -0.0056(7) -0.0149(8) -0.0085(7)
N2A 0.0384(7) 0.0393(7) 0.0367(7) -0.0130(6) -0.0111(6) -0.0011(6)
C3A 0.0461(10) 0.0573(11) 0.0414(9) -0.0173(9) -0.0106(8) 0.0042(8)
C4A 0.0646(13) 0.0554(12) 0.0394(10) -0.0173(9) -0.0067(9) 0.0133(10)
C5A 0.0942(17) 0.0377(10) 0.0388(10) -0.0137(9) -0.0129(11) -0.0032(10)
C6A 0.0752(14) 0.0389(9) 0.0423(10) -0.0087(8) -0.0187(10) -0.0172(9)
C7A 0.0434(10) 0.0476(10) 0.0631(12) -0.0186(9) -0.0189(9) -0.0097(8)
O8A 0.0394(6) 0.0438(7) 0.0508(7) -0.0151(6) -0.0179(6) 0.0001(5)
C1B 0.0471(10) 0.0340(9) 0.0442(9) -0.0094(8) -0.0162(8) -0.0015(7)
N2B 0.0406(7) 0.0352(7) 0.0376(7) -0.0112(6) -0.0100(6) -0.0021(6)
C3B 0.0525(11) 0.0457(10) 0.0418(10) -0.0138(8) -0.0042(8) -0.0027(8)
C4B 0.0637(13) 0.0608(13) 0.0488(11) -0.0283(10) -0.0073(10) 0.0038(10)
C5B 0.0727(14) 0.0466(11) 0.0639(13) -0.0292(11) -0.0197(11) 0.0060(10)
C6B 0.0717(13) 0.0352(10) 0.0619(12) -0.0146(9) -0.0191(11) -0.0047(9)
C7B 0.0675(13) 0.0382(10) 0.0469(10) -0.0061(9) -0.0088(9) -0.0145(9)
O8B 0.0653(9) 0.0395(7) 0.0385(7) -0.0106(6) 0.0017(6) -0.0114(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
Mn1 O8B 2.1912(13) . ?
Mn1 O8A 2.2143(13) . ?
Mn1 N2B 2.2273(13) . ?
Mn1 N2A 2.2309(14) . ?
Mn1 Cl1 2.5065(5) . ?
Mn1 Cl1 2.5280(5) 2_657 ?
Cl1 Mn1 2.5280(5) 2_657 ?
O1W H1W1 0.85(3) . ?
O1W H1W2 0.85(3) . ?
C1A N2A 1.339(2) . ?
C1A C6A 1.384(2) . ?
C1A C7A 1.507(3) . ?
N2A C3A 1.340(2) . ?
C3A C4A 1.379(3) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.374(3) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.370(3) . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?
C7A O8A 1.423(2) . ?
C7A H7A1 0.9700 . ?
C7A H7A2 0.9700 . ?
O8A H8A 0.85(3) . ?
C1B N2B 1.334(2) . ?
C1B C6B 1.390(2) . ?
C1B C7B 1.501(3) . ?
N2B C3B 1.348(2) . ?
C3B C4B 1.374(3) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.371(3) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.367(3) . ?
C5B H5B 0.9300 . ?
C6B H6B 0.9300 . ?
C7B O8B 1.411(2) . ?
C7B H7B1 0.9700 . ?
C7B H7B2 0.9700 . ?
O8B H8B 0.85(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
O8B Mn1 O8A 91.82(5) . . ?
O8B Mn1 N2B 72.50(5) . . ?
O8A Mn1 N2B 92.63(5) . . ?
O8B Mn1 N2A 90.64(5) . . ?
O8A Mn1 N2A 73.85(5) . . ?
N2B Mn1 N2A 158.26(5) . . ?
O8B Mn1 Cl1 94.58(4) . . ?
O8A Mn1 Cl1 168.00(3) . . ?
N2B Mn1 Cl1 98.97(4) . . ?
N2A Mn1 Cl1 95.91(4) . . ?
O8B Mn1 Cl1 172.94(3) . 2_657 ?
O8A Mn1 Cl1 87.68(4) . 2_657 ?
N2B Mn1 Cl1 100.48(4) . 2_657 ?
N2A Mn1 Cl1 95.98(4) . 2_657 ?
Cl1 Mn1 Cl1 87.191(15) . 2_657 ?
Mn1 Cl1 Mn1 92.809(15) . 2_657 ?
H1W1 O1W H1W2 113(3) . . ?
N2A C1A C6A 121.84(17) . . ?
N2A C1A C7A 116.77(14) . . ?
C6A C1A C7A 121.39(17) . . ?
C3A N2A C1A 118.24(15) . . ?
C3A N2A Mn1 126.22(12) . . ?
C1A N2A Mn1 115.30(11) . . ?
N2A C3A C4A 122.8(2) . . ?
N2A C3A H3A 118.6 . . ?
C4A C3A H3A 118.6 . . ?
C5A C4A C3A 118.5(2) . . ?
C5A C4A H4A 120.7 . . ?
C3A C4A H4A 120.7 . . ?
C6A C5A C4A 119.39(18) . . ?
C6A C5A H5A 120.3 . . ?
C4A C5A H5A 120.3 . . ?
C5A C6A C1A 119.25(19) . . ?
C5A C6A H6A 120.4 . . ?
C1A C6A H6A 120.4 . . ?
O8A C7A C1A 111.64(14) . . ?
O8A C7A H7A1 109.3 . . ?
C1A C7A H7A1 109.3 . . ?
O8A C7A H7A2 109.3 . . ?
C1A C7A H7A2 109.3 . . ?
H7A1 C7A H7A2 108.0 . . ?
C7A O8A Mn1 112.18(10) . . ?
C7A O8A H8A 108.8(14) . . ?
Mn1 O8A H8A 117.3(14) . . ?
N2B C1B C6B 121.56(17) . . ?
N2B C1B C7B 117.80(15) . . ?
C6B C1B C7B 120.64(17) . . ?
C1B N2B C3B 118.16(15) . . ?
C1B N2B Mn1 117.72(11) . . ?
C3B N2B Mn1 123.80(12) . . ?
N2B C3B C4B 122.65(19) . . ?
N2B C3B H3B 118.7 . . ?
C4B C3B H3B 118.7 . . ?
C3B C4B C5B 119.00(19) . . ?
C3B C4B H4B 120.5 . . ?
C5B C4B H4B 120.5 . . ?
C6B C5B C4B 118.92(18) . . ?
C6B C5B H5B 120.5 . . ?
C4B C5B H5B 120.5 . . ?
C5B C6B C1B 119.70(19) . . ?
C5B C6B H6B 120.2 . . ?
C1B C6B H6B 120.2 . . ?
O8B C7B C1B 110.12(15) . . ?
O8B C7B H7B1 109.6 . . ?
C1B C7B H7B1 109.6 . . ?
O8B C7B H7B2 109.6 . . ?
C1B C7B H7B2 109.6 . . ?
H7B1 C7B H7B2 108.1 . . ?
C7B O8B Mn1 120.08(11) . . ?
C7B O8B H8B 106.3(15) . . ?
Mn1 O8B H8B 127.6(16) . . ?

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
C6A C1A N2A C3A 1.2(2) . . . . ?
C7A C1A N2A C3A -179.82(17) . . . . ?
C1A N2A C3A C4A -1.7(3) . . . . ?
N2A C3A C4A C5A 1.1(3) . . . . ?
C3A C4A C5A C6A 0.2(3) . . . . ?
C4A C5A C6A C1A -0.7(3) . . . . ?
N2A C1A C6A C5A 0.0(3) . . . . ?
C7A C1A C6A C5A -178.94(18) . . . . ?
N2A C1A C7A O8A 19.2(2) . . . . ?
C6A C1A C7A O8A -161.85(16) . . . . ?
C6B C1B N2B C3B 1.3(3) . . . . ?
C7B C1B N2B C3B -178.16(18) . . . . ?
C1B N2B C3B C4B -0.6(3) . . . . ?
N2B C3B C4B C5B -0.4(3) . . . . ?
C3B C4B C5B C6B 0.7(3) . . . . ?
C4B C5B C6B C1B 0.1(3) . . . . ?
N2B C1B C6B C5B -1.1(3) . . . . ?
C7B C1B C6B C5B 178.4(2) . . . . ?
N2B C1B C7B O8B 2.1(3) . . . . ?
C6B C1B C7B O8B -177.41(18) . . . . ?

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
O1W H1W1 Cl2 0.85(3) 2.33(1) 3.155(2) 163(3) 2_766 ?
O1W H1W2 Cl2 0.85(3) 2.32(1) 3.153(2) 169(3) . ?
O8A H8A O1W 0.85(3) 1.77(1) 2.614(2) 173(2) 1_455 ?
O8B H8B Cl2 0.85(3) 2.15(1) 3.002(1) 175(2) . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.043
_database_code_depnum_ccdc_archive 'CCDC 902422'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 bis(2-hydroxyethylpyridine)bis(N-thiocyanato)manganese(II)
;
_chemical_name_common            'C14 H18 N2 O2 Mn N2 C2 S2'
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 Mn N4 O2 S2'
_chemical_formula_sum            'C16 H18 Mn N4 O2 S2'
_chemical_formula_weight         417.40

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'
Mn Mn 0.3368 0.7283 '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           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'

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                   8.7780(10)
_cell_length_b                   14.298(2)
_cell_length_c                   7.8482(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.710(10)
_cell_angle_gamma                90.00
_cell_volume                     908.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2166
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      27.98

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             430
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_process_details   
;
 CrysAlis RED, Oxford Diffraction td. Version 1.171.13.66
 Analytical numeric absorption correction using multifaceted
 crystal model based on expesion derived by R. C. Clark & J.S.Reid
 Acta Cryst. A51,887-897.
;
_exptl_special_details           
;

;

_diffrn_ambient_temperature      100(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  'KM4 CCD'
_diffrn_measurement_method       w/
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6925
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         27.98
_reflns_number_total             2166
_reflns_number_gt                1669
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
 CrysAlis CCD, Oxford Diffraction Ltd., version 1.171.13.66
;
_computing_cell_refinement       
;
 CrysAlis RED, Oxford Diffraction Ltd., version 1.171.13.66
;
_computing_data_reduction        
;
 CrysAlis RED, Oxford Diffraction Ltd., version 1.171.13.66
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97 (Sheldrick, 199)'

_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^)+(0.0648P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2166
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_refine_ls_shift/su_max          0.000
_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 0.0000 0.0000 0.0000 0.01615(15) Uani 1 2 d S . .
S1 S -0.19985(7) 0.20965(4) -0.53097(8) 0.02301(16) Uani 1 1 d . . .
O1 O 0.0515(2) 0.12853(11) 0.1674(2) 0.0205(3) Uani 1 1 d . . .
H1 H -0.018(4) 0.164(2) 0.136(4) 0.039(9) Uiso 1 1 d . . .
N1 N 0.2138(2) 0.04363(13) -0.0717(2) 0.0177(4) Uani 1 1 d . . .
N2 N -0.1539(2) 0.08311(13) -0.2424(3) 0.0216(4) Uani 1 1 d . . .
C1 C -0.1731(3) 0.13623(14) -0.3610(3) 0.0187(5) Uani 1 1 d . . .
C2 C 0.3387(3) 0.09737(14) 0.0396(3) 0.0173(4) Uani 1 1 d . . .
C3 C 0.4596(3) 0.13089(15) -0.0188(3) 0.0209(5) Uani 1 1 d . . .
H3 H 0.5449 0.1682 0.0590 0.020(6) Uiso 1 1 calc R . .
C4 C 0.4522(3) 0.10834(15) -0.1934(3) 0.0234(5) Uani 1 1 d . . .
H4 H 0.5324 0.1299 -0.2340 0.027(7) Uiso 1 1 calc R . .
C5 C 0.3230(3) 0.05299(15) -0.3068(3) 0.0225(5) Uani 1 1 d . . .
H5 H 0.3145 0.0369 -0.4250 0.032(7) Uiso 1 1 calc R . .
C6 C 0.2080(3) 0.02250(15) -0.2403(3) 0.0198(5) Uani 1 1 d . . .
H6 H 0.1216 -0.0147 -0.3164 0.024(7) Uiso 1 1 calc R . .
C7 C 0.3450(3) 0.11861(15) 0.2303(3) 0.0203(5) Uani 1 1 d . . .
H71 H 0.4488 0.1496 0.3002 0.024(7) Uiso 1 1 calc R . .
H72 H 0.3436 0.0600 0.2920 0.016(6) Uiso 1 1 calc R . .
C8 C 0.2040(3) 0.17989(15) 0.2342(3) 0.0215(5) Uani 1 1 d . . .
H81 H 0.2281 0.2007 0.3596 0.021(6) Uiso 1 1 calc R . .
H82 H 0.1935 0.2347 0.1577 0.028(7) 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 0.0193(3) 0.0138(2) 0.0178(3) 0.00022(18) 0.0099(2) -0.00081(18)
S1 0.0277(3) 0.0198(3) 0.0213(3) 0.0037(2) 0.0092(3) -0.0021(2)
O1 0.0206(8) 0.0168(7) 0.0257(9) -0.0022(7) 0.0106(7) 0.0005(7)
N1 0.0196(10) 0.0172(8) 0.0174(10) 0.0009(7) 0.0083(8) 0.0010(7)
N2 0.0240(10) 0.0189(9) 0.0232(10) 0.0011(8) 0.0103(8) -0.0001(8)
C1 0.0188(11) 0.0171(10) 0.0212(11) -0.0030(9) 0.0087(9) 0.0002(8)
C2 0.0191(11) 0.0141(9) 0.0208(11) 0.0017(8) 0.0102(9) 0.0028(8)
C3 0.0205(12) 0.0184(10) 0.0253(12) 0.0013(9) 0.0103(10) -0.0008(8)
C4 0.0252(12) 0.0224(11) 0.0288(13) 0.0038(10) 0.0172(10) 0.0019(9)
C5 0.0273(13) 0.0224(11) 0.0221(12) 0.0018(9) 0.0144(10) 0.0056(9)
C6 0.0228(12) 0.0176(10) 0.0196(11) 0.0000(8) 0.0088(10) 0.0017(8)
C7 0.0212(11) 0.0206(10) 0.0201(12) -0.0031(9) 0.0092(10) -0.0046(9)
C8 0.0245(12) 0.0194(11) 0.0229(12) -0.0047(9) 0.0115(10) -0.0034(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 O1 2.2020(16) 3 ?
Mn1 O1 2.2020(16) . ?
Mn1 N2 2.2070(19) 3 ?
Mn1 N2 2.2070(19) . ?
Mn1 N1 2.2461(18) . ?
Mn1 N1 2.2461(18) 3 ?
S1 C1 1.642(2) . ?
O1 C8 1.437(3) . ?
O1 H1 0.76(3) . ?
N1 C6 1.339(3) . ?
N1 C2 1.348(3) . ?
N2 C1 1.162(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.507(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.526(3) . ?
C7 H71 0.9700 . ?
C7 H72 0.9700 . ?
C8 H81 0.9700 . ?
C8 H82 0.9700 . ?

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
O1 Mn1 O1 180.0 3 . ?
O1 Mn1 N2 88.92(7) 3 3 ?
O1 Mn1 N2 91.08(7) . 3 ?
O1 Mn1 N2 91.08(7) 3 . ?
O1 Mn1 N2 88.92(7) . . ?
N2 Mn1 N2 180.00(8) 3 . ?
O1 Mn1 N1 94.65(6) 3 . ?
O1 Mn1 N1 85.34(6) . . ?
N2 Mn1 N1 94.18(7) 3 . ?
N2 Mn1 N1 85.82(7) . . ?
O1 Mn1 N1 85.35(6) 3 3 ?
O1 Mn1 N1 94.66(6) . 3 ?
N2 Mn1 N1 85.82(7) 3 3 ?
N2 Mn1 N1 94.18(7) . 3 ?
N1 Mn1 N1 180.0 . 3 ?
C8 O1 Mn1 126.30(13) . . ?
C8 O1 H1 107(2) . . ?
Mn1 O1 H1 115(2) . . ?
C6 N1 C2 118.73(19) . . ?
C6 N1 Mn1 117.90(15) . . ?
C2 N1 Mn1 123.05(14) . . ?
C1 N2 Mn1 153.31(18) . . ?
N2 C1 S1 178.9(2) . . ?
N1 C2 C3 121.0(2) . . ?
N1 C2 C7 117.85(19) . . ?
C3 C2 C7 121.1(2) . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C6 C5 C4 118.4(2) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N1 C6 C5 123.4(2) . . ?
N1 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
C2 C7 C8 114.62(18) . . ?
C2 C7 H71 108.6 . . ?
C8 C7 H71 108.6 . . ?
C2 C7 H72 108.6 . . ?
C8 C7 H72 108.6 . . ?
H71 C7 H72 107.6 . . ?
O1 C8 C7 110.36(18) . . ?
O1 C8 H81 109.6 . . ?
C7 C8 H81 109.6 . . ?
O1 C8 H82 109.6 . . ?
C7 C8 H82 109.6 . . ?
H81 C8 H82 108.1 . . ?

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
O1 H1 S1 0.76(3) 2.43(3) 3.1611(18) 162(3) 4_566
C7 H72 N2 0.97 2.57 3.356(3) 138.1 3

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.98
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.065
######### END OF CIF FILE
_database_code_depnum_ccdc_archive 'CCDC 972967'