# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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_sad

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C16 H15 Mn N3 O5'
_chemical_formula_sum            'C16 H15 Mn N3 O5'
_chemical_formula_weight         384.25

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Fddd

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   17.0010(19)
_cell_length_b                   19.633(2)
_cell_length_c                   23.109(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7713.5(19)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3152
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            11352
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0475
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         28.60
_reflns_number_total             2391
_reflns_number_gt                1706
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1317P)²+36.1620P] where P=(Fo²+2Fc²)/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         2391
_refine_ls_number_parameters     111
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0750
_refine_ls_wR_factor_ref         0.2325
_refine_ls_wR_factor_gt          0.2098
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.100
_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 0.01960(5) 0.1250 0.1250 0.0248(3) Uani 1 2 d S . .
O1 O -0.0839(2) 0.3038(2) 0.30852(16) 0.0558(10) Uani 1 1 d . . .
O2 O -0.2148(2) 0.2996(2) 0.31532(17) 0.0574(10) Uani 1 1 d . . .
N1 N -0.0945(18) 0.1619(12) 0.1751(9) 0.032(3) Uani 0.50 1 d PU A 1
N1' N -0.0906(18) 0.1762(12) 0.1631(9) 0.032(3) Uani 0.50 1 d PU A 2
C1 C -0.0863(16) 0.2018(8) 0.2181(12) 0.034(3) Uani 0.50 1 d PU A 1
H1 H -0.0364 0.2112 0.2325 0.080 Uiso 0.50 1 calc P B 1
C1' C -0.0941(16) 0.2204(8) 0.2102(12) 0.034(3) Uani 0.50 1 d PU A 2
H1' H -0.0481 0.2440 0.2187 0.080 Uiso 0.50 1 calc P C 2
C2 C -0.1554(3) 0.2330(3) 0.2447(3) 0.069(2) Uani 1 1 d . . .
C3 C -0.2317(11) 0.2240(11) 0.2155(10) 0.080(8) Uani 0.50 1 d P A 1
H3 H -0.2773 0.2444 0.2292 0.080 Uiso 0.50 1 calc P D 1
C3' C -0.2214(9) 0.1957(10) 0.2366(9) 0.063(5) Uani 0.50 1 d P A 2
H3' H -0.2620 0.1981 0.2635 0.080 Uiso 0.50 1 calc P E 2
C4 C -0.2319(9) 0.1822(8) 0.1649(7) 0.059(4) Uani 0.50 1 d P A 1
H4 H -0.2766 0.1780 0.1421 0.080 Uiso 0.50 1 calc P F 1
C4' C -0.2288(8) 0.1546(8) 0.1892(6) 0.052(4) Uani 0.50 1 d P A 2
H4' H -0.2754 0.1313 0.1819 0.080 Uiso 0.50 1 calc P G 2
C5 C -0.1629(3) 0.1483(4) 0.1512(3) 0.069(2) Uani 1 1 d . . .
C6 C -0.1494(3) 0.2823(3) 0.2937(3) 0.0548(14) Uani 1 1 d . A .


_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 O2 2.041(3) 23_655 ?
Mn1 O2 2.041(3) 22_655 ?
Mn1 N1' 2.30(3) 8_544 ?
Mn1 N1' 2.30(3) . ?
Mn1 O1 2.348(3) 21 ?
Mn1 O1 2.348(3) 24 ?
Mn1 N1 2.37(3) 8_544 ?
Mn1 N1 2.37(3) . ?
O1 C6 1.240(6) . ?
O1 Mn1 2.348(3) 21 ?
O2 C6 1.265(6) . ?
O2 Mn1 2.041(3) 26_565 ?
N1 C1 1.27(4) . ?
N1 C5 1.32(3) . ?
N1' C5 1.37(3) . ?
N1' C1' 1.39(4) . ?
C1 C2 1.46(3) . ?
C1 H1 0.9300 . ?
C1' C2 1.33(3) . ?
C1' H1' 0.9300 . ?
C2 C3' 1.352(18) . ?
C2 C3 1.473(17) . ?
C2 C6 1.493(7) . ?
C3 C4 1.43(2) . ?
C3 H3 0.9300 . ?
C3' C4' 1.37(2) . ?
C3' H3' 0.9300 . ?
C4 C5 1.385(15) . ?
C4 H4 0.9300 . ?
C4' C5 1.428(14) . ?
C4' H4' 0.9300 . ?
C5 C5 1.520(9) 8_544 ?

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
O2 Mn1 O2 165.0(2) 23_655 22_655 ?
O2 Mn1 N1' 99.5(4) 23_655 8_544 ?
O2 Mn1 N1' 92.7(4) 22_655 8_544 ?
O2 Mn1 N1' 92.7(4) 23_655 . ?
O2 Mn1 N1' 99.5(4) 22_655 . ?
N1' Mn1 N1' 71.0(14) 8_544 . ?
O2 Mn1 O1 87.10(17) 23_655 21 ?
O2 Mn1 O1 85.95(16) 22_655 21 ?
N1' Mn1 O1 152.8(7) 8_544 21 ?
N1' Mn1 O1 82.5(7) . 21 ?
O2 Mn1 O1 85.95(16) 23_655 24 ?
O2 Mn1 O1 87.10(17) 22_655 24 ?
N1' Mn1 O1 82.5(7) 8_544 24 ?
N1' Mn1 O1 152.8(7) . 24 ?
O1 Mn1 O1 124.48(17) 21 24 ?
O2 Mn1 N1 89.9(5) 23_655 8_544 ?
O2 Mn1 N1 102.4(5) 22_655 8_544 ?
N1' Mn1 N1 9.7(8) 8_544 8_544 ?
N1' Mn1 N1 69.8(2) . 8_544 ?
O1 Mn1 N1 151.9(6) 21 8_544 ?
O1 Mn1 N1 83.1(7) 24 8_544 ?
O2 Mn1 N1 102.4(5) 23_655 . ?
O2 Mn1 N1 89.9(5) 22_655 . ?
N1' Mn1 N1 69.8(2) 8_544 . ?
N1' Mn1 N1 9.7(8) . . ?
O1 Mn1 N1 83.1(7) 21 . ?
O1 Mn1 N1 151.9(6) 24 . ?
N1 Mn1 N1 70.3(13) 8_544 . ?
C6 O1 Mn1 143.4(3) . 21 ?
C6 O2 Mn1 125.2(3) . 26_565 ?
C1 N1 C5 123(3) . . ?
C1 N1 Mn1 119(2) . . ?
C5 N1 Mn1 117.2(15) . . ?
C5 N1' C1' 111(2) . . ?
C5 N1' Mn1 118.6(15) . . ?
C1' N1' Mn1 127(2) . . ?
N1 C1 C2 120(2) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C2 C1' N1' 128(2) . . ?
C2 C1' H1' 116.0 . . ?
N1' C1' H1' 116.0 . . ?
C1' C2 C3' 117.7(13) . . ?
C1' C2 C1 16.9(14) . . ?
C3' C2 C1 112.5(12) . . ?
C1' C2 C3 113.1(15) . . ?
C3' C2 C3 30.8(12) . . ?
C1 C2 C3 117.7(13) . . ?
C1' C2 C6 121.3(12) . . ?
C3' C2 C6 120.7(8) . . ?
C1 C2 C6 122.4(11) . . ?
C3 C2 C6 119.0(8) . . ?
C4 C3 C2 116.5(13) . . ?
C4 C3 H3 121.7 . . ?
C2 C3 H3 121.7 . . ?
C2 C3' C4' 120.4(13) . . ?
C2 C3' H3' 119.8 . . ?
C4' C3' H3' 119.8 . . ?
C5 C4 C3 117.5(12) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 H4 121.3 . . ?
C3' C4' C5 118.1(11) . . ?
C3' C4' H4' 120.9 . . ?
C5 C4' H4' 120.9 . . ?
N1 C5 N1' 16.9(13) . . ?
N1 C5 C4 123.8(14) . . ?
N1' C5 C4 121.4(14) . . ?
N1 C5 C4' 114.8(12) . . ?
N1' C5 C4' 123.0(12) . . ?
C4 C5 C4' 32.3(7) . . ?
N1 C5 C5 117.2(12) . 8_544 ?
N1' C5 C5 113.5(11) . 8_544 ?
C4 C5 C5 118.2(6) . 8_544 ?
C4' C5 C5 122.8(6) . 8_544 ?
O1 C6 O2 126.0(4) . . ?
O1 C6 C2 119.5(4) . . ?
O2 C6 C2 114.5(5) . . ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        28.60
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.130
_database_code_depnum_ccdc_archive 'CCDC 1003340'
#######################################################################
#
#                 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_aaa

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C16 H20 Co N2 O7 S2'
_chemical_formula_sum            'C16 H20 Co N2 O7 S2'
_chemical_formula_weight         475.39

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Cubic
_symmetry_space_group_name_H-M   Pa-3

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

_cell_length_a                   24.755(3)
_cell_length_b                   24.755(3)
_cell_length_c                   24.755(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     15170(3)
_cell_formula_units_Z            24
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5880
_exptl_absorpt_coefficient_mu    0.876
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7657
_exptl_absorpt_correction_T_max  0.8118
_exptl_absorpt_process_details   SADABS

_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  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            93505
_diffrn_reflns_av_R_equivalents  0.1166
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4496
_reflns_number_gt                3149
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. To improve the parameters
chemical more reasonable, ultimately restrain instructions ISOR (0.001 0.001 o1 o1' o2 o2' c3 c4), EADP (o1 o1'), ISOR (0.0001 0.0001 c13 c13' c14 c14'),and EADP (c13 c13' c14 c14') were applied in the refinement.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1181P)²+36.5221P] where P=(Fo²+2Fc²)/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         4496
_refine_ls_number_parameters     220
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.1350
_refine_ls_R_factor_gt           0.0885
_refine_ls_wR_factor_ref         0.2466
_refine_ls_wR_factor_gt          0.2191
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.073
_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
Co1 Co 0.41481(3) 0.21026(3) 0.20530(3) 0.0389(3) Uani 1 1 d . . .
S1 S 0.39915(11) 0.22666(14) 0.07214(10) 0.1051(10) Uani 1 1 d . . .
O1 O 0.2865(5) 0.1990(4) 0.3924(4) 0.0419(15) Uani 0.50 1 d PU A 1
O1' O 0.2853(5) 0.2141(4) 0.3866(4) 0.0419(15) Uani 0.50 1 d PU A 2
O2 O 0.3314(5) 0.2385(5) 0.4581(4) 0.078(3) Uani 0.50 1 d PU A 1
O2' O 0.3349(4) 0.2004(5) 0.4630(4) 0.073(3) Uani 0.50 1 d PU A 2
O3 O 0.6191(2) 0.2076(2) 0.1051(2) 0.0725(15) Uani 1 1 d . . .
O4 O 0.68154(19) 0.2001(2) 0.1667(2) 0.0650(14) Uani 1 1 d . . .
O5 O 0.4273(2) 0.2074(2) 0.1226(2) 0.0751(16) Uani 1 1 d . B .
N1 N 0.41756(18) 0.20810(19) 0.29055(19) 0.0419(12) Uani 1 1 d . . .
N2 N 0.49784(18) 0.20651(19) 0.2217(2) 0.0414(12) Uani 1 1 d . . .
C1 C 0.3746(2) 0.2096(3) 0.3235(2) 0.0448(15) Uani 1 1 d . . .
H1 H 0.3404 0.2104 0.3079 0.054 Uiso 1 1 calc R . .
C2 C 0.3779(2) 0.2100(3) 0.3786(3) 0.0567(18) Uani 1 1 d . A .
C3 C 0.4293(4) 0.2066(3) 0.4013(4) 0.085(3) Uani 1 1 d U . .
H3 H 0.4336 0.2058 0.4386 0.102 Uiso 1 1 calc R . .
C4 C 0.4743(4) 0.2045(3) 0.3674(4) 0.084(2) Uani 1 1 d U . .
H4 H 0.5088 0.2023 0.3821 0.101 Uiso 1 1 calc R . .
C5 C 0.4676(3) 0.2059(3) 0.3122(3) 0.0551(17) Uani 1 1 d . . .
C6 C 0.5128(2) 0.2038(3) 0.2733(3) 0.0486(16) Uani 1 1 d . . .
C7 C 0.5659(3) 0.2000(4) 0.2884(3) 0.075(2) Uani 1 1 d . . .
H7 H 0.5752 0.1976 0.3247 0.091 Uiso 1 1 calc R . .
C8 C 0.6047(3) 0.1996(3) 0.2497(3) 0.070(2) Uani 1 1 d . . .
H8 H 0.6409 0.1970 0.2595 0.084 Uiso 1 1 calc R . .
C9 C 0.5909(3) 0.2030(3) 0.1964(3) 0.0513(16) Uani 1 1 d . . .
C10 C 0.5360(2) 0.2067(2) 0.1840(3) 0.0468(15) Uani 1 1 d . . .
H10 H 0.5258 0.2093 0.1479 0.056 Uiso 1 1 calc R . .
C11 C 0.3287(3) 0.2119(4) 0.4132(3) 0.071(2) Uani 1 1 d . . .
C12 C 0.6334(3) 0.2031(3) 0.1527(3) 0.0563(18) Uani 1 1 d . . .
C13 C 0.3410(11) 0.1788(12) 0.0689(12) 0.142(5) Uani 0.50 1 d PU B 1
H13A H 0.3540 0.1432 0.0611 0.213 Uiso 0.50 1 calc PR B 1
H13B H 0.3166 0.1901 0.0409 0.213 Uiso 0.50 1 calc PR B 1
H13C H 0.3225 0.1787 0.1030 0.213 Uiso 0.50 1 calc PR B 1
C14 C 0.3583(13) 0.2813(11) 0.0857(13) 0.142(5) Uani 0.50 1 d PU B 1
H14A H 0.3800 0.3132 0.0891 0.213 Uiso 0.50 1 calc PR B 1
H14B H 0.3392 0.2752 0.1189 0.213 Uiso 0.50 1 calc PR B 1
H14C H 0.3328 0.2859 0.0568 0.213 Uiso 0.50 1 calc PR B 1
C13' C 0.3705(11) 0.1775(11) 0.0471(11) 0.142(5) Uani 0.50 1 d PU B 2
H13D H 0.3970 0.1521 0.0345 0.213 Uiso 0.50 1 calc PR B 2
H13E H 0.3486 0.1891 0.0172 0.213 Uiso 0.50 1 calc PR B 2
H13F H 0.3480 0.1606 0.0738 0.213 Uiso 0.50 1 calc PR B 2
C14' C 0.3431(12) 0.2560(12) 0.0885(13) 0.142(5) Uani 0.50 1 d PU B 2
H14D H 0.3507 0.2910 0.1035 0.213 Uiso 0.50 1 calc PR B 2
H14E H 0.3244 0.2345 0.1148 0.213 Uiso 0.50 1 calc PR B 2
H14F H 0.3209 0.2601 0.0570 0.213 Uiso 0.50 1 calc PR B 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
Co1 O1 1.974(11) 5 ?
Co1 O1' 1.996(11) 5 ?
Co1 O5 2.071(5) . ?
Co1 N2 2.097(5) . ?
Co1 N1 2.112(5) . ?
Co1 O4 2.142(5) 18_655 ?
Co1 O3 2.311(5) 18_655 ?
S1 O5 1.508(5) . ?
S1 C13' 1.54(3) . ?
S1 C14' 1.62(3) . ?
S1 C14 1.72(3) . ?
S1 C13 1.87(3) . ?
O1 C11 1.207(13) . ?
O1 Co1 1.974(11) 9 ?
O1' C11 1.261(13) . ?
O1' Co1 1.996(11) 9 ?
O2 C11 1.293(12) . ?
O2' C11 1.274(13) . ?
O3 C12 1.237(9) . ?
O3 Co1 2.311(5) 24_656 ?
O4 C12 1.242(8) . ?
O4 Co1 2.142(5) 24_656 ?
N1 C1 1.342(7) . ?
N1 C5 1.351(8) . ?
N2 C10 1.329(8) . ?
N2 C6 1.331(8) . ?
C1 C2 1.367(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.393(11) . ?
C2 C11 1.490(9) . ?
C3 C4 1.395(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.478(9) . ?
C6 C7 1.370(9) . ?
C7 C8 1.356(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.366(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.395(9) . ?
C9 C12 1.508(9) . ?
C10 H10 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14' H14D 0.9600 . ?
C14' H14E 0.9600 . ?
C14' H14F 0.9600 . ?

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 Co1 O1' 11.6(5) 5 5 ?
O1 Co1 O5 89.8(3) 5 . ?
O1' Co1 O5 101.1(3) 5 . ?
O1 Co1 N2 109.5(4) 5 . ?
O1' Co1 N2 111.3(3) 5 . ?
O5 Co1 N2 92.5(2) . . ?
O1 Co1 N1 96.4(3) 5 . ?
O1' Co1 N1 85.7(3) 5 . ?
O5 Co1 N1 169.04(19) . . ?
N2 Co1 N1 76.92(18) . . ?
O1 Co1 O4 92.7(3) 5 18_655 ?
O1' Co1 O4 89.2(3) 5 18_655 ?
O5 Co1 O4 94.0(2) . 18_655 ?
N2 Co1 O4 156.87(19) . 18_655 ?
N1 Co1 O4 94.73(19) . 18_655 ?
O1 Co1 O3 151.2(4) 5 18_655 ?
O1' Co1 O3 146.3(3) 5 18_655 ?
O5 Co1 O3 91.3(2) . 18_655 ?
N2 Co1 O3 99.25(19) . 18_655 ?
N1 Co1 O3 87.59(19) . 18_655 ?
O4 Co1 O3 58.45(19) 18_655 18_655 ?
O5 S1 C13' 107.3(11) . . ?
O5 S1 C14' 109.3(11) . . ?
C13' S1 C14' 93.5(14) . . ?
O5 S1 C14 110.9(11) . . ?
C13' S1 C14 115.4(15) . . ?
C14' S1 C14 25.1(14) . . ?
O5 S1 C13 101.0(9) . . ?
C13' S1 C13 29.0(13) . . ?
C14' S1 C13 68.5(13) . . ?
C14 S1 C13 93.0(13) . . ?
C11 O1 Co1 133.3(8) . 9 ?
C11 O1' Co1 127.2(8) . 9 ?
C12 O3 Co1 85.5(4) . 24_656 ?
C12 O4 Co1 93.1(5) . 24_656 ?
S1 O5 Co1 137.7(3) . . ?
C1 N1 C5 119.2(5) . . ?
C1 N1 Co1 125.5(4) . . ?
C5 N1 Co1 115.3(4) . . ?
C10 N2 C6 118.4(5) . . ?
C10 N2 Co1 124.1(4) . . ?
C6 N2 Co1 117.4(4) . . ?
N1 C1 C2 124.0(6) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 C2 C3 117.1(6) . . ?
C1 C2 C11 121.6(6) . . ?
C3 C2 C11 121.2(7) . . ?
C2 C3 C4 119.4(9) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.9(9) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 120.4(7) . . ?
N1 C5 C6 115.9(6) . . ?
C4 C5 C6 123.7(7) . . ?
N2 C6 C7 122.1(6) . . ?
N2 C6 C5 114.4(5) . . ?
C7 C6 C5 123.5(6) . . ?
C8 C7 C6 119.2(7) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 120.3(7) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C10 117.4(6) . . ?
C8 C9 C12 121.2(6) . . ?
C10 C9 C12 121.4(6) . . ?
N2 C10 C9 122.5(6) . . ?
N2 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
O1 C11 O1' 18.5(7) . . ?
O1 C11 O2' 117.4(9) . . ?
O1' C11 O2' 128.2(9) . . ?
O1 C11 O2 123.1(9) . . ?
O1' C11 O2 118.0(9) . . ?
O2' C11 O2 43.6(6) . . ?
O1 C11 C2 117.0(8) . . ?
O1' C11 C2 113.5(7) . . ?
O2' C11 C2 116.7(8) . . ?
O2 C11 C2 117.9(8) . . ?
O3 C12 O4 123.0(7) . . ?
O3 C12 C9 118.9(6) . . ?
O4 C12 C9 118.1(7) . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
S1 C13' H13D 109.5 . . ?
S1 C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
S1 C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
S1 C14' H14D 109.5 . . ?
S1 C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
S1 C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 1003341'
#######################################################################
#
#                 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_sad

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C12 H10 Co N2 O6'
_chemical_formula_sum            'C12 H10 Co N2 O6'
_chemical_formula_weight         337.15

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   p2(1)/n

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

_cell_length_a                   11.9082(10)
_cell_length_b                   8.3277(7)
_cell_length_c                   12.7165(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.361(2)
_cell_angle_gamma                90.00
_cell_volume                     1250.68(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             684
_exptl_absorpt_coefficient_mu    1.404
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7304
_exptl_absorpt_correction_T_max  0.7511
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            7683
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         25.13
_reflns_number_total             2228
_reflns_number_gt                2116
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. To improve the parameters
chemical more reasonable, ultimately restrain instructions eqiv ($1 x+1/2, -y-1/2, z+1/2), eqiv ($2 x-1/2, -y+1/2, z+1/2),htab (O5 O2_$1), htab (O5 O4_$2), dfix (0.95 0.02 o5 h5a o5 h5b) and dfix (1.60 0.02 h5a h5b) were applied in the refinement.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0354P)²+1.1849P] where P=(Fo²+2Fc²)/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         2228
_refine_ls_number_parameters     196
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0724
_refine_ls_wR_factor_gt          0.0714
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
Co1 Co 0.98804(2) 0.07267(3) 0.30054(2) 0.02077(11) Uani 1 1 d . . .
O1 O 0.57763(14) -0.2207(2) 0.14809(13) 0.0369(4) Uani 1 1 d . . .
O2 O 0.54482(15) -0.1884(2) -0.02772(13) 0.0430(5) Uani 1 1 d . . .
O3 O 1.39175(13) 0.3795(2) 0.22924(12) 0.0335(4) Uani 1 1 d . . .
O4 O 1.35442(13) 0.54234(19) 0.09343(12) 0.0302(4) Uani 1 1 d . . .
O5 O 0.90353(14) -0.0838(2) 0.39117(12) 0.0307(4) Uani 1 1 d D . .
H5A H 0.952(3) -0.169(4) 0.412(3) 0.100 Uiso 1 1 d D . .
H5B H 0.874(3) -0.033(4) 0.447(2) 0.100 Uiso 1 1 d D . .
N1 N 0.86980(14) 0.0481(2) 0.16420(14) 0.0233(4) Uani 1 1 d . . .
N2 N 1.06425(14) 0.2002(2) 0.18521(13) 0.0237(4) Uani 1 1 d . . .
C1 C 0.77409(18) -0.0392(3) 0.15770(17) 0.0269(5) Uani 1 1 d . . .
H1 H 0.7576 -0.0933 0.2178 0.100 Uiso 1 1 calc . . .
C2 C 0.69890(18) -0.0520(3) 0.06552(18) 0.0257(5) Uani 1 1 d . . .
C3 C 0.7228(2) 0.0316(3) -0.02285(18) 0.0341(5) Uani 1 1 d . . .
H3 H 0.6731 0.0274 -0.0855 0.100 Uiso 1 1 calc . . .
C4 C 0.8207(2) 0.1212(3) -0.01754(18) 0.0346(5) Uani 1 1 d . . .
H4 H 0.8377 0.1779 -0.0765 0.100 Uiso 1 1 calc . . .
C5 C 0.89330(17) 0.1258(3) 0.07663(17) 0.0237(4) Uani 1 1 d . . .
C6 C 1.00398(17) 0.2116(3) 0.08836(16) 0.0238(4) Uani 1 1 d . . .
C7 C 1.04391(19) 0.2951(3) 0.00630(18) 0.0312(5) Uani 1 1 d . . .
H7 H 1.0011 0.3013 -0.0601 0.100 Uiso 1 1 calc . . .
C8 C 1.14876(19) 0.3693(3) 0.02517(18) 0.0320(5) Uani 1 1 d . . .
H8 H 1.1760 0.4294 -0.0278 0.100 Uiso 1 1 calc . . .
C9 C 1.21261(18) 0.3532(3) 0.12357(17) 0.0264(5) Uani 1 1 d . . .
C10 C 1.16649(18) 0.2668(3) 0.20103(17) 0.0268(5) Uani 1 1 d . . .
H10 H 1.2092 0.2550 0.2671 0.100 Uiso 1 1 calc . . .
C11 C 0.59738(18) -0.1627(3) 0.06024(17) 0.0268(5) Uani 1 1 d . . .
C12 C 1.32691(18) 0.4274(3) 0.15012(17) 0.0272(5) Uani 1 1 d . . .
O1W O 0.4829(4) -0.0694(3) -0.2718(2) 0.1018(11) Uani 1 1 d . . .


_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
Co1 O1 2.0324(16) 2_655 ?
Co1 O5 2.0823(16) . ?
Co1 N1 2.0987(17) . ?
Co1 N2 2.1081(17) . ?
Co1 O4 2.1802(16) 2_745 ?
Co1 O3 2.2179(16) 2_745 ?
O1 C11 1.266(3) . ?
O1 Co1 2.0324(16) 2_645 ?
O2 C11 1.229(3) . ?
O3 C12 1.252(3) . ?
O3 Co1 2.2179(16) 2_755 ?
O4 C12 1.266(3) . ?
O4 Co1 2.1802(16) 2_755 ?
O5 H5A 0.931(18) . ?
O5 H5B 0.935(18) . ?
N1 C1 1.345(3) . ?
N1 C5 1.348(3) . ?
N2 C10 1.329(3) . ?
N2 C6 1.347(3) . ?
C1 C2 1.385(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.382(3) . ?
C2 C11 1.515(3) . ?
C3 C4 1.379(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.490(3) . ?
C6 C7 1.388(3) . ?
C7 C8 1.386(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.385(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(3) . ?
C9 C12 1.494(3) . ?
C10 H10 0.9300 . ?

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 Co1 O5 96.82(7) 2_655 . ?
O1 Co1 N1 95.92(7) 2_655 . ?
O5 Co1 N1 94.33(7) . . ?
O1 Co1 N2 90.84(7) 2_655 . ?
O5 Co1 N2 169.13(7) . . ?
N1 Co1 N2 77.15(7) . . ?
O1 Co1 O4 103.61(6) 2_655 2_745 ?
O5 Co1 O4 91.36(6) . 2_745 ?
N1 Co1 O4 158.85(7) . 2_745 ?
N2 Co1 O4 94.33(6) . 2_745 ?
O1 Co1 O3 162.24(7) 2_655 2_745 ?
O5 Co1 O3 90.51(6) . 2_745 ?
N1 Co1 O3 99.64(6) . 2_745 ?
N2 Co1 O3 84.37(7) . 2_745 ?
O4 Co1 O3 59.90(6) 2_745 2_745 ?
C11 O1 Co1 136.79(15) . 2_645 ?
C12 O3 Co1 88.67(13) . 2_755 ?
C12 O4 Co1 90.02(13) . 2_755 ?
Co1 O5 H5A 108(2) . . ?
Co1 O5 H5B 113(3) . . ?
H5A O5 H5B 114(3) . . ?
C1 N1 C5 118.19(18) . . ?
C1 N1 Co1 125.24(14) . . ?
C5 N1 Co1 116.57(14) . . ?
C10 N2 C6 118.65(18) . . ?
C10 N2 Co1 124.92(14) . . ?
C6 N2 Co1 116.41(13) . . ?
N1 C1 C2 123.0(2) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 118.1(2) . . ?
C3 C2 C11 121.1(2) . . ?
C1 C2 C11 120.7(2) . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 121.90(19) . . ?
N1 C5 C6 114.97(18) . . ?
C4 C5 C6 123.10(19) . . ?
N2 C6 C7 121.92(19) . . ?
N2 C6 C5 114.77(18) . . ?
C7 C6 C5 123.31(19) . . ?
C8 C7 C6 118.8(2) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C9 C8 C7 119.4(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 118.0(2) . . ?
C8 C9 C12 122.9(2) . . ?
C10 C9 C12 119.07(19) . . ?
N2 C10 C9 123.13(19) . . ?
N2 C10 H10 118.4 . . ?
C9 C10 H10 118.4 . . ?
O2 C11 O1 127.3(2) . . ?
O2 C11 C2 117.2(2) . . ?
O1 C11 C2 115.48(19) . . ?
O3 C12 O4 121.3(2) . . ?
O3 C12 C9 120.0(2) . . ?
O4 C12 C9 118.6(2) . . ?

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
O5 H5A O2 0.931(18) 1.73(2) 2.655(2) 170(4) 4_656
O5 H5B O4 0.935(18) 1.90(3) 2.732(2) 146(3) 4_566

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.13
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.057
_database_code_depnum_ccdc_archive 'CCDC 1003342'
