# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1058222'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H24 Mn3 N2 O20'
_chemical_formula_sum            'C18 H24 Mn3 N2 O20'
_chemical_formula_weight         753.21

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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4253(15)
_cell_length_b                   8.5276(17)
_cell_length_c                   10.395(2)
_cell_angle_alpha                82.75(3)
_cell_angle_beta                 83.46(3)
_cell_angle_gamma                79.86(3)
_cell_volume                     639.9(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2076
_cell_measurement_theta_min      2.7990
_cell_measurement_theta_max      27.7771

_exptl_crystal_description       Prism
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      Colorless'
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             381
_exptl_absorpt_coefficient_mu    1.558
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.7356
_exptl_absorpt_correction_T_max  0.7999
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6235
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2366
_reflns_number_gt                2144
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_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)+(0.0362P)²+0.6346P] 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         2366
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

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 1.0000 0.01838(16) Uani 1 2 d S . .
Mn2 Mn 0.36124(6) 0.88415(5) 0.67643(4) 0.01777(13) Uani 1 1 d . . .
O1 O 0.1303(3) 0.0233(2) 0.79689(17) 0.0173(4) Uani 1 1 d . . .
O2 O -0.1062(3) 0.0906(2) 0.67484(19) 0.0216(4) Uani 1 1 d . . .
O3 O -0.1537(3) 0.2346(2) 0.9430(2) 0.0271(5) Uani 1 1 d . . .
O4 O -0.3200(3) 0.4697(2) 0.8952(2) 0.0344(6) Uani 1 1 d . . .
O5 O 0.2802(3) 0.0750(2) 0.52725(18) 0.0196(4) Uani 1 1 d . . .
O6 O 0.4355(3) 0.2653(2) 0.4319(2) 0.0282(5) Uani 1 1 d . . .
O7 O -0.2160(3) -0.1123(3) 0.9438(2) 0.0393(6) Uani 1 1 d . . .
H7 H -0.2558 -0.1686 1.0067 0.059 Uiso 1 1 calc R . .
H7B H -0.3006 -0.0723 0.8949 0.059 Uiso 1 1 d R . .
O8 O 0.4050(3) 0.7144(3) 0.8407(2) 0.0442(7) Uani 1 1 d . . .
H8 H 0.3389 0.7464 0.9040 0.066 Uiso 1 1 calc R . .
H8A H 0.4954 0.6389 0.8506 0.066 Uiso 1 1 d R . .
O9 O 0.5432(3) 1.0320(3) 0.7440(2) 0.0318(5) Uani 1 1 d . . .
H9 H 0.4804 1.1104 0.7741 0.048 Uiso 1 1 calc R . .
H9A H 0.6414 1.0467 0.6969 0.048 Uiso 1 1 d R . .
O10 O 0.3955(3) 0.3048(3) 0.8655(2) 0.0414(6) Uani 1 1 d . . .
H10 H 0.3144 0.3702 0.8261 0.062 Uiso 1 1 d R . .
H10A H 0.4689 0.3566 0.8927 0.062 Uiso 1 1 d R . .
N1 N 0.1288(3) 0.7791(3) 0.6036(2) 0.0189(5) Uani 1 1 d . . .
H1A H 0.2068 0.8059 0.5405 0.023 Uiso 1 1 calc R . .
H1B H 0.0624 0.8512 0.6472 0.023 Uiso 1 1 calc R . .
C1 C 0.0258(4) 0.1233(3) 0.7217(2) 0.0143(5) Uani 1 1 d . . .
C2 C 0.0657(3) 0.2932(3) 0.6940(2) 0.0132(5) Uani 1 1 d . . .
C3 C 0.1951(4) 0.3381(3) 0.5927(2) 0.0141(5) Uani 1 1 d . . .
C4 C 0.3120(4) 0.2174(3) 0.5119(3) 0.0157(6) Uani 1 1 d . . .
C5 C 0.2163(4) 0.4982(3) 0.5661(3) 0.0164(6) Uani 1 1 d . . .
H5 H 0.3038 0.5272 0.5002 0.020 Uiso 1 1 calc R . .
C6 C 0.1098(4) 0.6154(3) 0.6358(3) 0.0164(6) Uani 1 1 d . . .
C7 C -0.0156(4) 0.5700(3) 0.7372(3) 0.0191(6) Uani 1 1 d . . .
H7A H -0.0858 0.6472 0.7859 0.023 Uiso 1 1 calc R . .
C8 C -0.0375(4) 0.4098(3) 0.7667(3) 0.0153(5) Uani 1 1 d . . .
C9 C -0.1791(4) 0.3688(3) 0.8756(3) 0.0185(6) 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
Mn1 O3 2.169(2) 2_557 ?
Mn1 O3 2.169(2) . ?
Mn1 O7 2.174(2) 2_557 ?
Mn1 O7 2.174(2) . ?
Mn1 O1 2.2201(19) 2_557 ?
Mn1 O1 2.2201(19) . ?
Mn2 O8 2.110(2) . ?
Mn2 O6 2.114(2) 2_666 ?
Mn2 O5 2.156(2) 1_565 ?
Mn2 O9 2.225(2) . ?
Mn2 O1 2.255(2) 1_565 ?
Mn2 N1 2.317(2) . ?
O1 C1 1.295(3) . ?
O1 Mn2 2.255(2) 1_545 ?
O2 C1 1.230(3) . ?
O3 C9 1.261(3) . ?
O4 C9 1.247(3) . ?
O5 C4 1.265(3) . ?
O5 Mn2 2.156(2) 1_545 ?
O6 C4 1.254(3) . ?
O6 Mn2 2.114(2) 2_666 ?
O7 H7 0.8200 . ?
O7 H7B 0.8500 . ?
O8 H8 0.8200 . ?
O8 H8A 0.8500 . ?
O9 H9 0.8200 . ?
O9 H9A 0.8500 . ?
O10 H10 0.8500 . ?
O10 H10A 0.8500 . ?
N1 C6 1.421(3) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
C1 C2 1.516(3) . ?
C2 C8 1.391(4) . ?
C2 C3 1.405(4) . ?
C3 C5 1.391(4) . ?
C3 C4 1.501(4) . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(4) . ?
C7 C8 1.396(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.505(4) . ?

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
O3 Mn1 O3 180.00(11) 2_557 . ?
O3 Mn1 O7 90.03(9) 2_557 2_557 ?
O3 Mn1 O7 89.97(9) . 2_557 ?
O3 Mn1 O7 89.97(9) 2_557 . ?
O3 Mn1 O7 90.03(9) . . ?
O7 Mn1 O7 180.0 2_557 . ?
O3 Mn1 O1 83.97(8) 2_557 2_557 ?
O3 Mn1 O1 96.03(8) . 2_557 ?
O7 Mn1 O1 91.96(8) 2_557 2_557 ?
O7 Mn1 O1 88.04(8) . 2_557 ?
O3 Mn1 O1 96.03(8) 2_557 . ?
O3 Mn1 O1 83.97(8) . . ?
O7 Mn1 O1 88.04(8) 2_557 . ?
O7 Mn1 O1 91.96(8) . . ?
O1 Mn1 O1 180.0 2_557 . ?
O8 Mn2 O6 88.23(9) . 2_666 ?
O8 Mn2 O5 171.03(8) . 1_565 ?
O6 Mn2 O5 100.62(8) 2_666 1_565 ?
O8 Mn2 O9 90.32(10) . . ?
O6 Mn2 O9 98.21(9) 2_666 . ?
O5 Mn2 O9 89.83(8) 1_565 . ?
O8 Mn2 O1 88.70(8) . 1_565 ?
O6 Mn2 O1 174.53(7) 2_666 1_565 ?
O5 Mn2 O1 82.36(7) 1_565 1_565 ?
O9 Mn2 O1 86.34(8) . 1_565 ?
O8 Mn2 N1 96.90(10) . . ?
O6 Mn2 N1 91.41(9) 2_666 . ?
O5 Mn2 N1 81.58(8) 1_565 . ?
O9 Mn2 N1 168.16(8) . . ?
O1 Mn2 N1 84.46(8) 1_565 . ?
C1 O1 Mn1 111.24(15) . . ?
C1 O1 Mn2 110.09(15) . 1_545 ?
Mn1 O1 Mn2 136.95(9) . 1_545 ?
C9 O3 Mn1 154.33(18) . . ?
C4 O5 Mn2 129.10(18) . 1_545 ?
C4 O6 Mn2 124.96(18) . 2_666 ?
Mn1 O7 H7 109.5 . . ?
Mn1 O7 H7B 128.8 . . ?
H7 O7 H7B 110.6 . . ?
Mn2 O8 H8 109.5 . . ?
Mn2 O8 H8A 127.6 . . ?
H8 O8 H8A 120.6 . . ?
Mn2 O9 H9 109.5 . . ?
Mn2 O9 H9A 118.6 . . ?
H9 O9 H9A 117.2 . . ?
H10 O10 H10A 109.3 . . ?
C6 N1 Mn2 121.68(18) . . ?
C6 N1 H1A 120.0 . . ?
Mn2 N1 H1A 68.3 . . ?
C6 N1 H1B 120.0 . . ?
Mn2 N1 H1B 81.1 . . ?
H1A N1 H1B 120.0 . . ?
O2 C1 O1 124.4(2) . . ?
O2 C1 C2 118.2(2) . . ?
O1 C1 C2 117.4(2) . . ?
C8 C2 C3 119.3(2) . . ?
C8 C2 C1 118.4(2) . . ?
C3 C2 C1 122.2(2) . . ?
C5 C3 C2 119.5(2) . . ?
C5 C3 C4 118.8(2) . . ?
C2 C3 C4 121.7(2) . . ?
O6 C4 O5 123.8(2) . . ?
O6 C4 C3 117.4(2) . . ?
O5 C4 C3 118.8(2) . . ?
C6 C5 C3 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C3 C5 H5 119.3 . . ?
C5 C6 C7 118.8(2) . . ?
C5 C6 N1 120.4(2) . . ?
C7 C6 N1 120.7(2) . . ?
C6 C7 C8 120.7(2) . . ?
C6 C7 H7A 119.6 . . ?
C8 C7 H7A 119.6 . . ?
C2 C8 C7 120.2(2) . . ?
C2 C8 C9 121.6(2) . . ?
C7 C8 C9 118.2(2) . . ?
O4 C9 O3 121.9(3) . . ?
O4 C9 C8 118.3(2) . . ?
O3 C9 C8 119.8(2) . . ?

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
O3 Mn1 O1 C1 156.91(17) 2_557 . . . ?
O3 Mn1 O1 C1 -23.09(17) . . . . ?
O7 Mn1 O1 C1 -113.27(18) 2_557 . . . ?
O7 Mn1 O1 C1 66.73(18) . . . . ?
O1 Mn1 O1 C1 86(100) 2_557 . . . ?
O3 Mn1 O1 Mn2 -6.01(14) 2_557 . . 1_545 ?
O3 Mn1 O1 Mn2 173.99(14) . . . 1_545 ?
O7 Mn1 O1 Mn2 83.81(14) 2_557 . . 1_545 ?
O7 Mn1 O1 Mn2 -96.19(14) . . . 1_545 ?
O1 Mn1 O1 Mn2 -77(100) 2_557 . . 1_545 ?
O3 Mn1 O3 C9 -139.7(4) 2_557 . . . ?
O7 Mn1 O3 C9 63.3(5) 2_557 . . . ?
O7 Mn1 O3 C9 -116.7(5) . . . . ?
O1 Mn1 O3 C9 155.2(5) 2_557 . . . ?
O1 Mn1 O3 C9 -24.8(5) . . . . ?
O8 Mn2 N1 C6 -24.1(2) . . . . ?
O6 Mn2 N1 C6 64.3(2) 2_666 . . . ?
O5 Mn2 N1 C6 164.8(2) 1_565 . . . ?
O9 Mn2 N1 C6 -151.3(3) . . . . ?
O1 Mn2 N1 C6 -112.1(2) 1_565 . . . ?
Mn1 O1 C1 O2 -79.8(3) . . . . ?
Mn2 O1 C1 O2 87.9(3) 1_545 . . . ?
Mn1 O1 C1 C2 97.9(2) . . . . ?
Mn2 O1 C1 C2 -94.4(2) 1_545 . . . ?
O2 C1 C2 C8 80.1(3) . . . . ?
O1 C1 C2 C8 -97.8(3) . . . . ?
O2 C1 C2 C3 -96.1(3) . . . . ?
O1 C1 C2 C3 86.1(3) . . . . ?
C8 C2 C3 C5 -0.7(4) . . . . ?
C1 C2 C3 C5 175.4(2) . . . . ?
C8 C2 C3 C4 179.3(2) . . . . ?
C1 C2 C3 C4 -4.6(4) . . . . ?
Mn2 O6 C4 O5 -8.4(4) 2_666 . . . ?
Mn2 O6 C4 C3 172.10(17) 2_666 . . . ?
Mn2 O5 C4 O6 100.5(3) 1_545 . . . ?
Mn2 O5 C4 C3 -80.1(3) 1_545 . . . ?
C5 C3 C4 O6 6.5(4) . . . . ?
C2 C3 C4 O6 -173.5(3) . . . . ?
C5 C3 C4 O5 -173.0(2) . . . . ?
C2 C3 C4 O5 7.0(4) . . . . ?
C2 C3 C5 C6 -1.3(4) . . . . ?
C4 C3 C5 C6 178.7(2) . . . . ?
C3 C5 C6 C7 2.4(4) . . . . ?
C3 C5 C6 N1 -177.6(3) . . . . ?
Mn2 N1 C6 C5 -81.6(3) . . . . ?
Mn2 N1 C6 C7 98.5(3) . . . . ?
C5 C6 C7 C8 -1.5(4) . . . . ?
N1 C6 C7 C8 178.4(3) . . . . ?
C3 C2 C8 C7 1.5(4) . . . . ?
C1 C2 C8 C7 -174.7(2) . . . . ?
C3 C2 C8 C9 179.5(2) . . . . ?
C1 C2 C8 C9 3.3(4) . . . . ?
C6 C7 C8 C2 -0.4(4) . . . . ?
C6 C7 C8 C9 -178.5(3) . . . . ?
Mn1 O3 C9 O4 -178.9(3) . . . . ?
Mn1 O3 C9 C8 1.8(6) . . . . ?
C2 C8 C9 O4 -146.1(3) . . . . ?
C7 C8 C9 O4 31.9(4) . . . . ?
C2 C8 C9 O3 33.1(4) . . . . ?
C7 C8 C9 O3 -148.8(3) . . . . ?

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
O7 H7 O10 0.82 1.98 2.784(3) 167.5 2_557
O8 H8 O3 0.82 1.98 2.781(3) 163.7 2_567
O8 H8 O4 0.82 2.61 3.044(3) 114.4 2_567
O9 H9 O10 0.82 1.99 2.782(3) 163.7 1_565
N1 H1B O2 0.86 2.23 3.037(3) 155.7 1_565
N1 H1B O1 0.86 2.42 3.073(3) 133.4 1_565
N1 H1A O5 0.86 2.43 2.924(3) 116.8 1_565
N1 H1A O2 0.86 2.45 2.979(3) 120.4 2_566
O9 H9A O2 0.85 1.96 2.736(3) 151.6 1_665
O8 H8A O4 0.85 1.86 2.703(3) 172.4 1_655
O10 H10A O4 0.85 1.98 2.799(3) 160.5 1_655

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.072
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1058223'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H24 Co3 N2 O20'
_chemical_formula_sum            'C18 H24 Co3 N2 O20'
_chemical_formula_weight         765.18

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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   7.4098(15)
_cell_length_b                   8.4255(17)
_cell_length_c                   10.209(2)
_cell_angle_alpha                82.46(3)
_cell_angle_beta                 83.41(3)
_cell_angle_gamma                79.14(3)
_cell_volume                     617.9(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2048
_cell_measurement_theta_min      2.0207
_cell_measurement_theta_max      27.8445

_exptl_crystal_description       Prism
_exptl_crystal_colour            Purple
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.056
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             387
_exptl_absorpt_coefficient_mu    2.094
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.6558
_exptl_absorpt_correction_T_max  0.7724
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5866
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2280
_reflns_number_gt                2113
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_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)+(0.0345P)²+0.9532P] 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         2280
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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 1.0000 1.0000 0.0000 0.01949(16) Uani 1 2 d S . .
Co2 Co 0.65135(5) 0.11991(5) 0.32310(4) 0.01673(13) Uani 1 1 d . . .
N1 N 0.8659(3) 0.2188(3) 0.3972(2) 0.0175(5) Uani 1 1 d . . .
H1A H 0.7874 0.1922 0.4611 0.021 Uiso 1 1 calc R . .
H1B H 0.9332 0.1452 0.3532 0.021 Uiso 1 1 calc R . .
O1 O 0.4607(3) -0.0099(3) 0.2615(2) 0.0297(5) Uani 1 1 d . . .
H1W H 0.3727 -0.0188 0.3217 0.045 Uiso 1 1 d R . .
H2W H 0.5029 -0.0989 0.2291 0.045 Uiso 1 1 d R . .
O2 O 0.6071(3) 0.2958(3) 0.1698(2) 0.0380(6) Uani 1 1 d . . .
H3W H 0.5046 0.3586 0.1586 0.057 Uiso 1 1 d R . .
H4W H 0.6626 0.2746 0.0949 0.057 Uiso 1 1 d R . .
O3 O 1.3166(4) 0.5255(3) 0.1010(3) 0.0458(8) Uani 1 1 d . . .
O4 O 1.1552(3) 0.7675(3) 0.0534(2) 0.0267(5) Uani 1 1 d . . .
O5 O 1.2043(4) 1.1062(3) 0.0566(2) 0.0356(6) Uani 1 1 d . . .
H5W H 1.2731 1.1572 0.0006 0.053 Uiso 1 1 d R . .
H6W H 1.2780 1.0672 0.1154 0.053 Uiso 1 1 d R . .
O6 O 0.8677(3) 0.9828(2) 0.2001(2) 0.0175(4) Uani 1 1 d . . .
O7 O 1.1078(3) 0.9091(3) 0.3214(2) 0.0215(5) Uani 1 1 d . . .
O8 O 0.7194(3) 0.9309(2) 0.4757(2) 0.0181(4) Uani 1 1 d . . .
O9 O 0.5525(3) 0.7432(3) 0.5647(2) 0.0236(5) Uani 1 1 d . . .
O10 O 0.4093(4) 0.2870(4) 0.8676(3) 0.0473(7) Uani 1 1 d . . .
H7W H 0.3207 0.3496 0.8311 0.071 Uiso 1 1 d R . .
H8W H 0.4836 0.3375 0.8958 0.071 Uiso 1 1 d R . .
C1 C 0.8846(4) 0.3845(4) 0.3640(3) 0.0165(6) Uani 1 1 d . . .
C2 C 0.7765(4) 0.5035(4) 0.4346(3) 0.0166(6) Uani 1 1 d . . .
H2A H 0.6878 0.4752 0.5011 0.020 Uiso 1 1 calc R . .
C3 C 0.7994(4) 0.6648(3) 0.4070(3) 0.0139(6) Uani 1 1 d . . .
C4 C 0.9309(4) 0.7093(3) 0.3050(3) 0.0142(6) Uani 1 1 d . . .
C5 C 1.0338(4) 0.5895(4) 0.2309(3) 0.0162(6) Uani 1 1 d . . .
C6 C 1.0108(4) 0.4281(4) 0.2609(3) 0.0191(6) Uani 1 1 d . . .
H6 H 1.0806 0.3490 0.2114 0.023 Uiso 1 1 calc R . .
C7 C 1.1771(4) 0.6297(4) 0.1205(3) 0.0203(7) Uani 1 1 d . . .
C8 C 0.9730(4) 0.8790(4) 0.2758(3) 0.0155(6) Uani 1 1 d . . .
C9 C 0.6813(4) 0.7889(3) 0.4881(3) 0.0148(6) 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 O5 2.067(2) . ?
Co1 O5 2.067(2) 2_775 ?
Co1 O4 2.115(2) . ?
Co1 O4 2.115(2) 2_775 ?
Co1 O6 2.162(2) 2_775 ?
Co1 O6 2.162(2) . ?
Co2 O2 2.019(2) . ?
Co2 O9 2.054(2) 2_666 ?
Co2 O8 2.108(2) 1_545 ?
Co2 O1 2.134(2) . ?
Co2 O6 2.168(2) 1_545 ?
Co2 N1 2.176(2) . ?
N1 C1 1.422(4) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
O1 H1W 0.8500 . ?
O1 H2W 0.8500 . ?
O2 H3W 0.8500 . ?
O2 H4W 0.8500 . ?
O3 C7 1.239(4) . ?
O4 C7 1.260(4) . ?
O5 H5W 0.8500 . ?
O5 H6W 0.8500 . ?
O6 C8 1.294(4) . ?
O6 Co2 2.168(2) 1_565 ?
O7 C8 1.230(4) . ?
O8 C9 1.267(3) . ?
O8 Co2 2.108(2) 1_565 ?
O9 C9 1.248(3) . ?
O9 Co2 2.054(2) 2_666 ?
O10 H7W 0.8499 . ?
O10 H8W 0.8501 . ?
C1 C2 1.386(4) . ?
C1 C6 1.386(4) . ?
C2 C3 1.389(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.406(4) . ?
C3 C9 1.504(4) . ?
C4 C5 1.397(4) . ?
C4 C8 1.505(4) . ?
C5 C6 1.392(4) . ?
C5 C7 1.508(4) . ?
C6 H6 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
O5 Co1 O5 180.0 . 2_775 ?
O5 Co1 O4 89.67(10) . . ?
O5 Co1 O4 90.33(10) 2_775 . ?
O5 Co1 O4 90.33(10) . 2_775 ?
O5 Co1 O4 89.67(10) 2_775 2_775 ?
O4 Co1 O4 180.00(12) . 2_775 ?
O5 Co1 O6 88.44(9) . 2_775 ?
O5 Co1 O6 91.56(9) 2_775 2_775 ?
O4 Co1 O6 93.46(8) . 2_775 ?
O4 Co1 O6 86.54(8) 2_775 2_775 ?
O5 Co1 O6 91.56(9) . . ?
O5 Co1 O6 88.44(9) 2_775 . ?
O4 Co1 O6 86.54(8) . . ?
O4 Co1 O6 93.46(8) 2_775 . ?
O6 Co1 O6 180.00(11) 2_775 . ?
O2 Co2 O9 88.17(10) . 2_666 ?
O2 Co2 O8 175.34(9) . 1_545 ?
O9 Co2 O8 96.07(9) 2_666 1_545 ?
O2 Co2 O1 91.61(11) . . ?
O9 Co2 O1 92.34(9) 2_666 . ?
O8 Co2 O1 90.14(9) 1_545 . ?
O2 Co2 O6 90.03(9) . 1_545 ?
O9 Co2 O6 178.06(8) 2_666 1_545 ?
O8 Co2 O6 85.71(8) 1_545 1_545 ?
O1 Co2 O6 88.42(9) . 1_545 ?
O2 Co2 N1 95.42(11) . . ?
O9 Co2 N1 91.90(9) 2_666 . ?
O8 Co2 N1 82.55(9) 1_545 . ?
O1 Co2 N1 171.90(9) . . ?
O6 Co2 N1 87.56(9) 1_545 . ?
C1 N1 Co2 121.57(19) . . ?
C1 N1 H1A 120.0 . . ?
Co2 N1 H1A 69.4 . . ?
C1 N1 H1B 120.0 . . ?
Co2 N1 H1B 80.1 . . ?
H1A N1 H1B 120.0 . . ?
Co2 O1 H1W 110.6 . . ?
Co2 O1 H2W 118.3 . . ?
H1W O1 H2W 112.3 . . ?
Co2 O2 H3W 124.7 . . ?
Co2 O2 H4W 116.5 . . ?
H3W O2 H4W 109.6 . . ?
C7 O4 Co1 152.5(2) . . ?
Co1 O5 H5W 122.1 . . ?
Co1 O5 H6W 127.3 . . ?
H5W O5 H6W 100.9 . . ?
C8 O6 Co1 109.36(17) . . ?
C8 O6 Co2 109.04(17) . 1_565 ?
Co1 O6 Co2 139.56(10) . 1_565 ?
C9 O8 Co2 127.29(19) . 1_565 ?
C9 O9 Co2 128.45(19) . 2_666 ?
H7W O10 H8W 113.5 . . ?
C2 C1 C6 119.6(3) . . ?
C2 C1 N1 120.2(3) . . ?
C6 C1 N1 120.2(3) . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 C9 118.7(3) . . ?
C4 C3 C9 121.3(3) . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 C8 118.1(2) . . ?
C3 C4 C8 123.1(3) . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 C7 118.3(3) . . ?
C4 C5 C7 121.2(3) . . ?
C1 C6 C5 120.4(3) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O3 C7 O4 122.0(3) . . ?
O3 C7 C5 118.0(3) . . ?
O4 C7 C5 120.0(3) . . ?
O7 C8 O6 124.1(3) . . ?
O7 C8 C4 118.4(3) . . ?
O6 C8 C4 117.5(3) . . ?
O9 C9 O8 124.5(3) . . ?
O9 C9 C3 117.0(3) . . ?
O8 C9 C3 118.5(2) . . ?

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
O2 Co2 N1 C1 20.4(2) . . . . ?
O9 Co2 N1 C1 -68.0(2) 2_666 . . . ?
O8 Co2 N1 C1 -163.8(2) 1_545 . . . ?
O1 Co2 N1 C1 170.5(6) . . . . ?
O6 Co2 N1 C1 110.2(2) 1_545 . . . ?
O5 Co1 O4 C7 119.5(5) . . . . ?
O5 Co1 O4 C7 -60.5(5) 2_775 . . . ?
O4 Co1 O4 C7 0(100) 2_775 . . . ?
O6 Co1 O4 C7 -152.0(5) 2_775 . . . ?
O6 Co1 O4 C7 28.0(5) . . . . ?
O5 Co1 O6 C8 -67.60(19) . . . . ?
O5 Co1 O6 C8 112.40(19) 2_775 . . . ?
O4 Co1 O6 C8 21.97(19) . . . . ?
O4 Co1 O6 C8 -158.03(19) 2_775 . . . ?
O6 Co1 O6 C8 139(100) 2_775 . . . ?
O5 Co1 O6 Co2 93.34(17) . . . 1_565 ?
O5 Co1 O6 Co2 -86.66(17) 2_775 . . 1_565 ?
O4 Co1 O6 Co2 -177.08(17) . . . 1_565 ?
O4 Co1 O6 Co2 2.92(17) 2_775 . . 1_565 ?
O6 Co1 O6 Co2 -60(100) 2_775 . . 1_565 ?
Co2 N1 C1 C2 82.9(3) . . . . ?
Co2 N1 C1 C6 -97.0(3) . . . . ?
C6 C1 C2 C3 -3.0(4) . . . . ?
N1 C1 C2 C3 177.1(3) . . . . ?
C1 C2 C3 C4 1.2(4) . . . . ?
C1 C2 C3 C9 -178.8(3) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C9 C3 C4 C5 -178.6(3) . . . . ?
C2 C3 C4 C8 -175.5(3) . . . . ?
C9 C3 C4 C8 4.5(4) . . . . ?
C3 C4 C5 C6 -2.3(4) . . . . ?
C8 C4 C5 C6 174.8(3) . . . . ?
C3 C4 C5 C7 -179.8(3) . . . . ?
C8 C4 C5 C7 -2.8(4) . . . . ?
C2 C1 C6 C5 2.2(5) . . . . ?
N1 C1 C6 C5 -177.9(3) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C7 C5 C6 C1 178.1(3) . . . . ?
Co1 O4 C7 O3 176.4(3) . . . . ?
Co1 O4 C7 C5 -5.5(7) . . . . ?
C6 C5 C7 O3 -31.3(5) . . . . ?
C4 C5 C7 O3 146.3(3) . . . . ?
C6 C5 C7 O4 150.5(3) . . . . ?
C4 C5 C7 O4 -31.9(5) . . . . ?
Co1 O6 C8 O7 79.1(3) . . . . ?
Co2 O6 C8 O7 -87.9(3) 1_565 . . . ?
Co1 O6 C8 C4 -98.5(2) . . . . ?
Co2 O6 C8 C4 94.4(2) 1_565 . . . ?
C5 C4 C8 O7 -79.2(3) . . . . ?
C3 C4 C8 O7 97.8(3) . . . . ?
C5 C4 C8 O6 98.6(3) . . . . ?
C3 C4 C8 O6 -84.4(3) . . . . ?
Co2 O9 C9 O8 7.1(5) 2_666 . . . ?
Co2 O9 C9 C3 -173.59(19) 2_666 . . . ?
Co2 O8 C9 O9 -101.0(3) 1_565 . . . ?
Co2 O8 C9 C3 79.7(3) 1_565 . . . ?
C2 C3 C9 O9 -9.0(4) . . . . ?
C4 C3 C9 O9 171.0(3) . . . . ?
C2 C3 C9 O8 170.3(3) . . . . ?
C4 C3 C9 O8 -9.6(4) . . . . ?

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 H6W O1 0.85 2.09 2.936(4) 175.5 1_665
O5 H5W O10 0.85 1.94 2.789(4) 174.7 1_664
N1 H1B O7 0.86 2.20 3.011(3) 157.2 1_545
N1 H1B O6 0.86 2.35 3.006(3) 133.0 1_545
N1 H1A O8 0.86 2.33 2.826(3) 116.9 1_545
N1 H1A O7 0.86 2.43 2.949(3) 119.3 2_766
N1 H1A O9 0.86 2.51 3.041(3) 120.7 2_666
O2 H3W O3 0.85 1.87 2.701(4) 165.2 1_455
O2 H4W O4 0.85 1.93 2.762(3) 164.9 2_765
O2 H4W O3 0.85 2.45 3.017(3) 124.8 2_765
O1 H1W O7 0.85 2.16 2.805(3) 132.4 1_445
O1 H1W O8 0.85 2.28 2.955(3) 137.0 2_666
O1 H2W O10 0.85 1.95 2.791(4) 172.4 2_656

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.082
