# Electronic Supplementary Material (ESI) for Chemical Communications
# 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_co

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H14 Co N O4'
_chemical_formula_weight         283.16

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                   6.3144(6)
_cell_length_b                   20.2085(19)
_cell_length_c                   9.4966(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.0050(10)
_cell_angle_gamma                90.00
_cell_volume                     1164.84(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    288(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          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    1.475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6263
_exptl_absorpt_correction_T_max  0.9167
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      288(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6741
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0222
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2245
_reflns_number_gt                2018
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0788P)^2^+1.9001P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2245
_refine_ls_number_parameters     179
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1385
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.063
_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 0.53330(8) 0.00811(2) 0.14866(5) 0.0275(2) Uani 1 1 d . . .
O1 O 0.2423(5) -0.08193(14) -0.1699(3) 0.0438(7) Uani 1 1 d . . .
O2 O 0.2951(5) -0.06354(14) 0.0674(3) 0.0453(7) Uani 1 1 d . . .
O3 O -0.2882(4) -0.07527(13) -0.0758(3) 0.0386(6) Uani 1 1 d . . .
O4 O -0.2434(4) -0.06556(13) 0.1653(3) 0.0395(6) Uani 1 1 d . . .
N1 N 0.5081(5) 0.00236(13) 0.3656(3) 0.0285(6) Uani 1 1 d D . .
C1 C 0.0820(6) -0.15676(16) -0.0341(4) 0.0325(8) Uani 1 1 d D . .
H1A H -0.0326 -0.1593 -0.1276 0.039 Uiso 1 1 calc R A 1
C2 C -0.0426(6) -0.14780(17) 0.0796(4) 0.0311(7) Uani 1 1 d D C .
C3 C -0.0268(8) -0.1895(2) 0.1881(5) 0.0573(13) Uani 1 1 d D . .
H3A H -0.1310 -0.1879 0.2407 0.069 Uiso 1 1 calc R B 1
C4 C 0.156(2) -0.2400(7) 0.2299(17) 0.052(4) Uani 0.427(12) 1 d PDU C 1
H4A H 0.0927 -0.2841 0.2162 0.062 Uiso 0.427(12) 1 calc PR C 1
H4B H 0.2334 -0.2349 0.3328 0.062 Uiso 0.427(12) 1 calc PR C 1
C5 C 0.3191(18) -0.2332(6) 0.1398(11) 0.055(4) Uani 0.427(12) 1 d PD C 1
H5A H 0.4156 -0.1959 0.1753 0.066 Uiso 0.427(12) 1 calc PR C 1
H5B H 0.4091 -0.2728 0.1507 0.066 Uiso 0.427(12) 1 calc PR C 1
C6 C 0.200(3) -0.2230(5) -0.0203(14) 0.046(4) Uani 0.427(12) 1 d PD C 1
H6A H 0.0951 -0.2584 -0.0551 0.055 Uiso 0.427(12) 1 calc PR C 1
H6B H 0.3049 -0.2229 -0.0784 0.055 Uiso 0.427(12) 1 calc PR C 1
C4' C 0.082(2) -0.2567(5) 0.2003(14) 0.068(4) Uani 0.573(12) 1 d PD C 2
H4'A H -0.0258 -0.2904 0.2028 0.081 Uiso 0.573(12) 1 calc PR C 2
H4'B H 0.1976 -0.2589 0.2920 0.081 Uiso 0.573(12) 1 calc PR C 2
C5' C 0.1816(17) -0.2718(4) 0.0755(11) 0.063(3) Uani 0.573(12) 1 d PD C 2
H5'A H 0.3048 -0.3019 0.1097 0.075 Uiso 0.573(12) 1 calc PR C 2
H5'B H 0.0722 -0.2936 -0.0029 0.075 Uiso 0.573(12) 1 calc PR C 2
C6' C 0.2598(16) -0.2095(4) 0.0172(17) 0.051(3) Uani 0.573(12) 1 d PD C 2
H6'A H 0.3172 -0.2212 -0.0643 0.061 Uiso 0.573(12) 1 calc PR C 2
H6'B H 0.3801 -0.1907 0.0933 0.061 Uiso 0.573(12) 1 calc PR C 2
C7 C 0.2134(6) -0.09538(17) -0.0471(4) 0.0307(7) Uani 1 1 d . C .
C8 C -0.2023(5) -0.09166(17) 0.0556(4) 0.0288(7) Uani 1 1 d . . .
C9 C 0.3994(18) 0.0620(5) 0.4029(8) 0.0670(12) Uani 0.50 1 d PD D 1
H9B H 0.2497 0.0646 0.3401 0.100 Uiso 0.50 1 calc PR D 1
H9C H 0.4778 0.1012 0.3860 0.100 Uiso 0.50 1 calc PR D 1
C9' C 0.3961(19) 0.0600(4) 0.5644(8) 0.0670(12) Uani 0.50 1 d PD . 1
H9'A H 0.4793 0.0971 0.6166 0.100 Uiso 0.50 1 calc PR . 1
H9'C H 0.2455 0.0639 0.5699 0.100 Uiso 0.50 1 calc PR . 1
C10 C 0.7255(14) -0.0069(6) 0.4663(8) 0.0670(12) Uani 0.50 1 d PD D 2
H10B H 0.8192 0.0299 0.4566 0.100 Uiso 0.50 1 calc PR D 2
H10C H 0.7901 -0.0471 0.4405 0.100 Uiso 0.50 1 calc PR D 2
C10' C 0.7175(14) -0.0116(6) 0.6259(8) 0.0670(12) Uani 0.50 1 d PD . 2
H10A H 0.7713 -0.0546 0.6656 0.100 Uiso 0.50 1 calc PR . 2
H10D H 0.8120 0.0220 0.6840 0.100 Uiso 0.50 1 calc PR . 2
C11 C 0.3636(18) -0.0528(5) 0.3848(8) 0.0670(12) Uani 0.50 1 d PD D 3
H11B H 0.4207 -0.0944 0.3598 0.100 Uiso 0.50 1 calc PR D 3
H11C H 0.2166 -0.0466 0.3201 0.100 Uiso 0.50 1 calc PR D 3
C11' C 0.3539(17) -0.0549(5) 0.5453(7) 0.0670(12) Uani 0.50 1 d PD . 3
H11A H 0.2025 -0.0493 0.5479 0.100 Uiso 0.50 1 calc PR . 3
H11D H 0.4044 -0.0978 0.5871 0.100 Uiso 0.50 1 calc PR . 3

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
Co1 0.0341(3) 0.0361(3) 0.0159(3) 0.00185(16) 0.0129(2) 0.00368(18)
O1 0.0495(16) 0.0498(16) 0.0399(15) 0.0056(12) 0.0256(13) -0.0064(13)
O2 0.0432(15) 0.0498(16) 0.0450(15) -0.0133(13) 0.0155(13) -0.0144(13)
O3 0.0441(14) 0.0462(15) 0.0275(12) 0.0041(11) 0.0130(11) 0.0132(12)
O4 0.0469(15) 0.0488(15) 0.0275(12) 0.0052(11) 0.0179(11) 0.0169(12)
N1 0.0324(15) 0.0391(16) 0.0183(13) -0.0002(10) 0.0144(12) 0.0005(11)
C1 0.0412(19) 0.0318(17) 0.0310(17) -0.0018(14) 0.0208(15) -0.0009(15)
C2 0.0326(17) 0.0349(18) 0.0302(17) 0.0043(14) 0.0157(14) 0.0015(14)
C3 0.067(3) 0.062(3) 0.057(3) 0.028(2) 0.041(2) 0.027(2)
C4 0.056(7) 0.054(7) 0.050(6) 0.022(5) 0.023(5) 0.018(6)
C5 0.053(7) 0.060(7) 0.060(7) 0.017(6) 0.028(5) 0.033(6)
C6 0.066(9) 0.023(6) 0.061(9) -0.014(5) 0.038(7) -0.002(6)
C4' 0.081(8) 0.052(6) 0.084(9) 0.028(6) 0.046(7) 0.022(6)
C5' 0.080(7) 0.038(4) 0.079(6) 0.012(4) 0.037(5) 0.017(4)
C6' 0.067(7) 0.027(4) 0.073(9) -0.005(5) 0.045(6) -0.001(5)
C7 0.0302(17) 0.0318(17) 0.0347(18) 0.0011(14) 0.0162(15) 0.0018(14)
C8 0.0302(16) 0.0335(17) 0.0265(16) 0.0038(13) 0.0140(14) -0.0003(13)
C9 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(2)
C9' 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(2)
C10 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(2)
C10' 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(2)
C11 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(2)
C11' 0.087(3) 0.103(3) 0.0181(17) 0.0017(18) 0.0276(19) 0.000(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 O4 2.026(2) 1_655 ?
Co1 O1 2.029(3) 3_655 ?
Co1 O3 2.031(2) 3 ?
Co1 O2 2.077(3) . ?
Co1 N1 2.113(3) . ?
Co1 Co1 2.7572(9) 3_655 ?
O1 C7 1.259(4) . ?
O1 Co1 2.029(3) 3_655 ?
O2 C7 1.246(4) . ?
O3 C8 1.259(4) . ?
O3 Co1 2.031(2) 3 ?
O4 C8 1.258(4) . ?
O4 Co1 2.026(2) 1_455 ?
N1 C10 1.453(8) . ?
N1 C10' 1.461(7) 3_656 ?
N1 C9' 1.473(7) 3_656 ?
N1 C9 1.478(7) . ?
N1 C11' 1.482(7) 3_656 ?
N1 C11 1.484(7) . ?
C1 C2 1.512(4) . ?
C1 C7 1.516(5) . ?
C1 C6 1.521(7) . ?
C1 C6' 1.527(7) . ?
C1 H1A 0.9800 . ?
C2 C3 1.313(5) . ?
C2 C8 1.493(5) . ?
C3 C4 1.510(7) . ?
C3 C4' 1.513(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.515(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.512(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4' C5' 1.516(7) . ?
C4' H4'A 0.9700 . ?
C4' H4'B 0.9700 . ?
C5' C6' 1.513(7) . ?
C5' H5'A 0.9700 . ?
C5' H5'B 0.9700 . ?
C6' H6'A 0.9700 . ?
C6' H6'B 0.9700 . ?
C9 C9' 1.541(8) . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C9' N1 1.473(7) 3_656 ?
C9' H9'A 0.9700 . ?
C9' H9'C 0.9700 . ?
C10 C10' 1.533(8) . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C10' N1 1.461(7) 3_656 ?
C10' H10A 0.9700 . ?
C10' H10D 0.9700 . ?
C11 C11' 1.542(8) . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C11' N1 1.482(7) 3_656 ?
C11' H11A 0.9700 . ?
C11' H11D 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
O4 Co1 O1 94.62(13) 1_655 3_655 ?
O4 Co1 O3 164.99(10) 1_655 3 ?
O1 Co1 O3 89.34(12) 3_655 3 ?
O4 Co1 O2 86.20(12) 1_655 . ?
O1 Co1 O2 164.56(12) 3_655 . ?
O3 Co1 O2 86.18(13) 3 . ?
O4 Co1 N1 96.96(10) 1_655 . ?
O1 Co1 N1 100.47(11) 3_655 . ?
O3 Co1 N1 96.55(11) 3 . ?
O2 Co1 N1 94.72(11) . . ?
O4 Co1 Co1 84.20(7) 1_655 3_655 ?
O1 Co1 Co1 95.42(8) 3_655 3_655 ?
O3 Co1 Co1 81.01(7) 3 3_655 ?
O2 Co1 Co1 69.29(8) . 3_655 ?
N1 Co1 Co1 163.90(9) . 3_655 ?
C7 O1 Co1 110.0(2) . 3_655 ?
C7 O2 Co1 140.1(3) . . ?
C8 O3 Co1 126.3(2) . 3 ?
C8 O4 Co1 122.8(2) . 1_455 ?
C10 N1 C10' 137.6(4) . 3_656 ?
C10 N1 C9' 52.9(6) . 3_656 ?
C10' N1 C9' 111.7(6) 3_656 3_656 ?
C10 N1 C9 111.4(6) . . ?
C10' N1 C9 50.1(6) 3_656 . ?
C9' N1 C9 138.5(4) 3_656 . ?
C10 N1 C11' 54.3(6) . 3_656 ?
C10' N1 C11' 107.8(6) 3_656 3_656 ?
C9' N1 C11' 104.5(7) 3_656 3_656 ?
C9 N1 C11' 61.2(6) . 3_656 ?
C10 N1 C11 108.9(6) . . ?
C10' N1 C11 56.4(6) 3_656 . ?
C9' N1 C11 59.5(6) 3_656 . ?
C9 N1 C11 104.0(7) . . ?
C11' N1 C11 138.9(4) 3_656 . ?
C10 N1 Co1 109.7(4) . . ?
C10' N1 Co1 112.5(3) 3_656 . ?
C9' N1 Co1 110.8(3) 3_656 . ?
C9 N1 Co1 110.7(3) . . ?
C11' N1 Co1 109.1(3) 3_656 . ?
C11 N1 Co1 112.0(3) . . ?
C2 C1 C7 111.4(3) . . ?
C2 C1 C6 112.6(7) . . ?
C7 C1 C6 117.4(8) . . ?
C2 C1 C6' 109.7(6) . . ?
C7 C1 C6' 103.1(4) . . ?
C6 C1 C6' 19.6(6) . . ?
C2 C1 H1A 104.7 . . ?
C7 C1 H1A 104.7 . . ?
C6 C1 H1A 104.7 . . ?
C6' C1 H1A 123.1 . . ?
C3 C2 C8 120.6(3) . . ?
C3 C2 C1 122.8(3) . . ?
C8 C2 C1 116.4(3) . . ?
C2 C3 C4 121.8(5) . . ?
C2 C3 C4' 124.8(5) . . ?
C4 C3 C4' 22.1(8) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
C4' C3 H3A 111.5 . . ?
C3 C4 C5 112.3(7) . . ?
C3 C4 H4A 109.1 . . ?
C5 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C5 C4 H4B 109.1 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 110.7(12) . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 C1 107.6(7) . . ?
C5 C6 H6A 110.2 . . ?
C1 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
C1 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
C3 C4' C5' 113.5(7) . . ?
C3 C4' H4'A 108.9 . . ?
C5' C4' H4'A 108.9 . . ?
C3 C4' H4'B 108.9 . . ?
C5' C4' H4'B 108.9 . . ?
H4'A C4' H4'B 107.7 . . ?
C6' C5' C4' 111.4(9) . . ?
C6' C5' H5'A 109.3 . . ?
C4' C5' H5'A 109.3 . . ?
C6' C5' H5'B 109.3 . . ?
C4' C5' H5'B 109.3 . . ?
H5'A C5' H5'B 108.0 . . ?
C5' C6' C1 114.3(7) . . ?
C5' C6' H6'A 108.7 . . ?
C1 C6' H6'A 108.7 . . ?
C5' C6' H6'B 108.7 . . ?
C1 C6' H6'B 108.7 . . ?
H6'A C6' H6'B 107.6 . . ?
O2 C7 O1 124.5(3) . . ?
O2 C7 C1 117.1(3) . . ?
O1 C7 C1 118.3(3) . . ?
O4 C8 O3 125.4(3) . . ?
O4 C8 C2 118.5(3) . . ?
O3 C8 C2 116.1(3) . . ?
N1 C9 C9' 110.5(6) . . ?
N1 C9 H9B 109.5 . . ?
C9' C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
C9' C9 H9C 109.5 . . ?
H9B C9 H9C 108.1 . . ?
N1 C9' C9 110.8(6) 3_656 . ?
N1 C9' H9'A 109.5 3_656 . ?
C9 C9' H9'A 109.5 . . ?
N1 C9' H9'C 109.5 3_656 . ?
C9 C9' H9'C 109.5 . . ?
H9'A C9' H9'C 108.1 . . ?
N1 C10 C10' 112.1(6) . . ?
N1 C10 H10B 109.2 . . ?
C10' C10 H10B 109.2 . . ?
N1 C10 H10C 109.2 . . ?
C10' C10 H10C 109.2 . . ?
H10B C10 H10C 107.9 . . ?
N1 C10' C10 110.2(6) 3_656 . ?
N1 C10' H10A 109.6 3_656 . ?
C10 C10' H10A 109.6 . . ?
N1 C10' H10D 109.6 3_656 . ?
C10 C10' H10D 109.6 . . ?
H10A C10' H10D 108.1 . . ?
N1 C11 C11' 109.6(6) . . ?
N1 C11 H11B 109.8 . . ?
C11' C11 H11B 109.8 . . ?
N1 C11 H11C 109.8 . . ?
C11' C11 H11C 109.8 . . ?
H11B C11 H11C 108.2 . . ?
N1 C11' C11 111.6(6) 3_656 . ?
N1 C11' H11A 109.3 3_656 . ?
C11 C11' H11A 109.3 . . ?
N1 C11' H11D 109.3 3_656 . ?
C11 C11' H11D 109.3 . . ?
H11A C11' H11D 108.0 . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.915
_refine_diff_density_min         -0.725
_refine_diff_density_rms         0.115
_database_code_depnum_ccdc_archive 'CCDC 907607'
#######################################################################
#
#                 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_mnm

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 Mn2 O9'
_chemical_formula_weight         464.18

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'
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

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

_cell_length_a                   7.5830(6)
_cell_length_b                   9.8009(8)
_cell_length_c                   13.5331(10)
_cell_angle_alpha                71.8910(10)
_cell_angle_beta                 86.0530(10)
_cell_angle_gamma                71.7570(10)
_cell_volume                     907.46(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       PRISM
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    1.439
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6560
_exptl_absorpt_correction_T_max  0.9186
_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 ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9383
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3555
_reflns_number_gt                3228
_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    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0461P)^2^+0.2165P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3555
_refine_ls_number_parameters     271
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0759
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.79069(4) 0.74844(3) 0.00158(2) 0.02509(10) Uani 1 1 d . . .
Mn2 Mn 1.28339(4) 0.84658(3) 0.02445(2) 0.02402(10) Uani 1 1 d . . .
O1 O 0.92830(18) 0.72365(17) -0.13441(11) 0.0330(3) Uani 1 1 d . . .
O2 O 1.1426(2) 0.80236(16) -0.08754(11) 0.0326(3) Uani 1 1 d . . .
O3 O 1.61913(18) 0.38849(15) -0.08895(12) 0.0353(3) Uani 1 1 d . . .
O4 O 1.31756(18) 0.42943(15) -0.06863(11) 0.0345(3) Uani 1 1 d . . .
O5 O 0.82645(17) 0.91559(14) 0.06037(9) 0.0223(3) Uani 1 1 d . . .
O6 O 1.09161(18) 0.84909(17) 0.15020(11) 0.0323(3) Uani 1 1 d . B .
O7 O 0.46775(17) 1.11258(15) 0.08649(11) 0.0297(3) Uani 1 1 d . . .
O8 O 0.4533(2) 0.87739(18) 0.12993(12) 0.0395(4) Uani 1 1 d . . .
O1W O 1.0222(2) 0.58506(18) 0.10739(14) 0.0390(4) Uani 1 1 d . . .
H1WA H 1.028(4) 0.494(3) 0.121(2) 0.047(7) Uiso 1 1 d . . .
H1WB H 1.125(5) 0.589(3) 0.098(2) 0.067(10) Uiso 1 1 d . . .
C1 C 1.2126(3) 0.6895(2) -0.22235(15) 0.0278(4) Uani 1 1 d . . .
C2 C 1.1436(3) 0.6917(3) -0.31019(18) 0.0478(6) Uani 1 1 d . . .
H2A H 1.0155 0.7301 -0.3216 0.057 Uiso 1 1 calc R . .
C3 C 1.2591(4) 0.6364(4) -0.3926(2) 0.0706(9) Uani 1 1 d . . .
H3A H 1.2654 0.7222 -0.4509 0.085 Uiso 1 1 calc R . .
H3B H 1.2001 0.5779 -0.4172 0.085 Uiso 1 1 calc R . .
C4 C 1.4555(4) 0.5392(4) -0.3519(2) 0.0664(8) Uani 1 1 d . . .
H4A H 1.4532 0.4399 -0.3092 0.080 Uiso 1 1 calc R . .
H4B H 1.5345 0.5272 -0.4100 0.080 Uiso 1 1 calc R . .
C5 C 1.5345(3) 0.6094(3) -0.28862(18) 0.0466(6) Uani 1 1 d . . .
H5A H 1.5365 0.7089 -0.3310 0.056 Uiso 1 1 calc R . .
H5B H 1.6612 0.5481 -0.2664 0.056 Uiso 1 1 calc R . .
C6 C 1.4170(3) 0.6222(2) -0.19288(15) 0.0269(4) Uani 1 1 d . . .
H6A H 1.4531 0.6889 -0.1628 0.032 Uiso 1 1 calc R . .
C7 C 1.0877(2) 0.7431(2) -0.14271(14) 0.0236(4) Uani 1 1 d . . .
C8 C 1.4530(3) 0.4680(2) -0.11068(15) 0.0243(4) Uani 1 1 d . . .
C9 C 0.6296(3) 0.9282(2) 0.23989(15) 0.0273(4) Uani 1 1 d . B .
C10 C 0.8151(3) 0.8845(2) 0.24265(15) 0.0309(4) Uani 1 1 d . B .
C11 C 0.9289(3) 0.8396(4) 0.34114(18) 0.0592(8) Uani 1 1 d D . .
H11A H 1.0275 0.8859 0.3273 0.071 Uiso 1 1 calc R A 1
H11B H 0.9855 0.7310 0.3644 0.071 Uiso 1 1 calc R A 1
C12 C 0.8069(6) 0.8893(9) 0.4277(3) 0.0625(17) Uani 0.699(10) 1 d PD B 1
H12A H 0.8761 0.8439 0.4937 0.075 Uiso 0.699(10) 1 calc PR B 1
H12B H 0.7713 0.9981 0.4116 0.075 Uiso 0.699(10) 1 calc PR B 1
C13 C 0.6345(12) 0.8392(10) 0.4351(8) 0.059(2) Uani 0.699(10) 1 d PD B 1
H13A H 0.6704 0.7318 0.4443 0.070 Uiso 0.699(10) 1 calc PR B 1
H13B H 0.5640 0.8581 0.4946 0.070 Uiso 0.699(10) 1 calc PR B 1
C12' C 0.8157(13) 0.7742(19) 0.4376(6) 0.064(4) Uani 0.301(10) 1 d PD B 2
H12C H 0.7888 0.6862 0.4324 0.077 Uiso 0.301(10) 1 calc PR B 2
H12D H 0.8832 0.7476 0.5027 0.077 Uiso 0.301(10) 1 calc PR B 2
C13' C 0.638(3) 0.9059(19) 0.4289(17) 0.064(5) Uani 0.301(10) 1 d PD B 2
H13C H 0.6691 0.9977 0.4197 0.077 Uiso 0.301(10) 1 calc PR B 2
H13D H 0.5698 0.8866 0.4925 0.077 Uiso 0.301(10) 1 calc PR B 2
C14 C 0.5160(3) 0.9260(3) 0.33614(17) 0.0425(6) Uani 1 1 d . . .
H14A H 0.4205 0.8801 0.3343 0.051 Uiso 1 1 calc R B 1
H14B H 0.4549 1.0288 0.3365 0.051 Uiso 1 1 calc R B 1
C15 C 0.9205(3) 0.8819(2) 0.14596(15) 0.0243(4) Uani 1 1 d . . .
C16 C 0.5106(2) 0.9753(2) 0.14330(14) 0.0247(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mn1 0.01988(16) 0.02333(17) 0.03349(18) -0.00936(13) -0.00138(12) -0.00746(12)
Mn2 0.01870(16) 0.02284(16) 0.03122(18) -0.00747(12) -0.00176(12) -0.00759(12)
O1 0.0196(7) 0.0407(8) 0.0422(8) -0.0168(7) 0.0036(6) -0.0105(6)
O2 0.0334(8) 0.0324(8) 0.0375(8) -0.0168(6) -0.0015(6) -0.0107(6)
O3 0.0197(7) 0.0261(7) 0.0556(9) -0.0056(7) -0.0048(6) -0.0064(6)
O4 0.0245(7) 0.0298(7) 0.0465(9) -0.0055(6) 0.0062(6) -0.0118(6)
O5 0.0184(6) 0.0234(6) 0.0255(7) -0.0088(5) -0.0003(5) -0.0053(5)
O6 0.0163(7) 0.0429(8) 0.0367(8) -0.0129(7) 0.0001(6) -0.0069(6)
O7 0.0199(7) 0.0303(8) 0.0347(8) -0.0087(6) -0.0007(6) -0.0026(6)
O8 0.0401(9) 0.0469(9) 0.0394(8) -0.0080(7) -0.0078(7) -0.0272(8)
O1W 0.0235(8) 0.0270(8) 0.0632(11) -0.0034(7) -0.0103(7) -0.0111(6)
C1 0.0223(9) 0.0302(10) 0.0295(10) -0.0094(8) 0.0005(8) -0.0057(8)
C2 0.0334(12) 0.0676(17) 0.0390(13) -0.0215(12) -0.0040(10) -0.0044(11)
C3 0.0604(18) 0.107(3) 0.0430(15) -0.0405(16) -0.0017(13) -0.0056(17)
C4 0.0592(18) 0.086(2) 0.0450(15) -0.0345(15) 0.0132(13) 0.0025(16)
C5 0.0327(12) 0.0543(15) 0.0385(13) -0.0038(11) 0.0121(10) -0.0064(11)
C6 0.0219(9) 0.0264(10) 0.0303(10) -0.0070(8) 0.0021(8) -0.0063(8)
C7 0.0207(9) 0.0198(9) 0.0267(9) -0.0035(7) -0.0019(7) -0.0043(7)
C8 0.0214(9) 0.0244(9) 0.0304(10) -0.0119(8) -0.0003(7) -0.0077(7)
C9 0.0254(10) 0.0317(10) 0.0261(10) -0.0093(8) 0.0020(8) -0.0104(8)
C10 0.0247(10) 0.0423(12) 0.0252(10) -0.0088(9) -0.0022(8) -0.0106(9)
C11 0.0340(13) 0.104(2) 0.0313(12) -0.0147(14) -0.0079(10) -0.0138(14)
C12 0.052(3) 0.103(5) 0.029(2) -0.020(2) -0.0069(17) -0.015(3)
C13 0.055(3) 0.084(5) 0.026(2) -0.007(4) 0.0093(18) -0.018(4)
C12' 0.054(6) 0.098(11) 0.021(4) -0.001(5) -0.003(4) -0.011(6)
C13' 0.061(8) 0.102(14) 0.026(7) -0.024(11) 0.006(5) -0.017(10)
C14 0.0326(12) 0.0621(15) 0.0331(12) -0.0155(11) 0.0093(9) -0.0160(11)
C15 0.0201(9) 0.0213(9) 0.0308(10) -0.0074(8) -0.0013(7) -0.0055(7)
C16 0.0150(8) 0.0341(11) 0.0255(9) -0.0093(8) 0.0047(7) -0.0090(8)

_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 O4 2.0848(14) 2_765 ?
Mn1 O1 2.0952(14) . ?
Mn1 O5 2.1232(13) . ?
Mn1 O7 2.1812(13) 2_675 ?
Mn1 O1W 2.2039(16) . ?
Mn2 O3 2.0949(14) 2_865 ?
Mn2 O2 2.1318(14) . ?
Mn2 O8 2.1338(14) 1_655 ?
Mn2 O6 2.1620(14) . ?
Mn2 O5 2.1674(13) 2_775 ?
Mn2 O7 2.3843(13) 2_775 ?
O1 C7 1.274(2) . ?
O2 C7 1.238(2) . ?
O3 C8 1.255(2) . ?
O3 Mn2 2.0949(14) 2_865 ?
O4 C8 1.245(2) . ?
O4 Mn1 2.0848(14) 2_765 ?
O5 C15 1.299(2) . ?
O5 Mn2 2.1674(13) 2_775 ?
O6 C15 1.236(2) . ?
O7 C16 1.274(2) . ?
O7 Mn1 2.1812(13) 2_675 ?
O7 Mn2 2.3843(13) 2_775 ?
O8 C16 1.234(2) . ?
O8 Mn2 2.1338(14) 1_455 ?
O1W H1WA 0.84(3) . ?
O1W H1WB 0.80(3) . ?
C1 C2 1.323(3) . ?
C1 C7 1.495(3) . ?
C1 C6 1.510(3) . ?
C2 C3 1.499(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.526(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.503(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.536(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C8 1.528(3) . ?
C6 H6A 0.9800 . ?
C9 C10 1.336(3) . ?
C9 C16 1.504(3) . ?
C9 C14 1.510(3) . ?
C10 C15 1.488(3) . ?
C10 C11 1.507(3) . ?
C11 C12 1.546(4) . ?
C11 C12' 1.588(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.522(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.518(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C12' C13' 1.528(14) . ?
C12' H12C 0.9700 . ?
C12' H12D 0.9700 . ?
C13' C14 1.54(2) . ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 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
O4 Mn1 O1 110.25(6) 2_765 . ?
O4 Mn1 O5 131.32(6) 2_765 . ?
O1 Mn1 O5 117.28(5) . . ?
O4 Mn1 O7 91.93(5) 2_765 2_675 ?
O1 Mn1 O7 91.44(5) . 2_675 ?
O5 Mn1 O7 96.66(5) . 2_675 ?
O4 Mn1 O1W 78.65(6) 2_765 . ?
O1 Mn1 O1W 94.75(6) . . ?
O5 Mn1 O1W 87.40(6) . . ?
O7 Mn1 O1W 170.07(6) 2_675 . ?
O3 Mn2 O2 85.08(6) 2_865 . ?
O3 Mn2 O8 91.88(6) 2_865 1_655 ?
O2 Mn2 O8 173.40(6) . 1_655 ?
O3 Mn2 O6 87.53(6) 2_865 . ?
O2 Mn2 O6 103.33(5) . . ?
O8 Mn2 O6 82.35(6) 1_655 . ?
O3 Mn2 O5 172.52(6) 2_865 2_775 ?
O2 Mn2 O5 87.76(5) . 2_775 ?
O8 Mn2 O5 95.01(5) 1_655 2_775 ?
O6 Mn2 O5 96.26(5) . 2_775 ?
O3 Mn2 O7 100.21(5) 2_865 2_775 ?
O2 Mn2 O7 94.23(5) . 2_775 ?
O8 Mn2 O7 80.52(5) 1_655 2_775 ?
O6 Mn2 O7 161.40(5) . 2_775 ?
O5 Mn2 O7 78.12(5) 2_775 2_775 ?
C7 O1 Mn1 115.05(12) . . ?
C7 O2 Mn2 165.19(13) . . ?
C8 O3 Mn2 126.48(12) . 2_865 ?
C8 O4 Mn1 146.51(13) . 2_765 ?
C15 O5 Mn1 122.48(11) . . ?
C15 O5 Mn2 116.39(11) . 2_775 ?
Mn1 O5 Mn2 121.07(6) . 2_775 ?
C15 O6 Mn2 128.52(13) . . ?
C16 O7 Mn1 128.44(12) . 2_675 ?
C16 O7 Mn2 110.09(11) . 2_775 ?
Mn1 O7 Mn2 107.23(6) 2_675 2_775 ?
C16 O8 Mn2 140.70(14) . 1_455 ?
Mn1 O1W H1WA 115.5(18) . . ?
Mn1 O1W H1WB 121(2) . . ?
H1WA O1W H1WB 107(3) . . ?
C2 C1 C7 120.88(18) . . ?
C2 C1 C6 122.61(18) . . ?
C7 C1 C6 116.33(16) . . ?
C1 C2 C3 124.1(2) . . ?
C1 C2 H2A 118.0 . . ?
C3 C2 H2A 118.0 . . ?
C2 C3 C4 111.8(2) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C3 111.1(2) . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 110.4(2) . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C1 C6 C8 109.86(16) . . ?
C1 C6 C5 111.19(17) . . ?
C8 C6 C5 110.75(16) . . ?
C1 C6 H6A 108.3 . . ?
C8 C6 H6A 108.3 . . ?
C5 C6 H6A 108.3 . . ?
O2 C7 O1 122.99(18) . . ?
O2 C7 C1 119.48(17) . . ?
O1 C7 C1 117.53(17) . . ?
O4 C8 O3 124.01(18) . . ?
O4 C8 C6 118.66(16) . . ?
O3 C8 C6 117.32(16) . . ?
C10 C9 C16 124.62(17) . . ?
C10 C9 C14 122.99(18) . . ?
C16 C9 C14 112.28(16) . . ?
C9 C10 C15 120.76(17) . . ?
C9 C10 C11 122.82(19) . . ?
C15 C10 C11 116.39(17) . . ?
C10 C11 C12 111.0(2) . . ?
C10 C11 C12' 109.1(4) . . ?
C12 C11 C12' 40.1(5) . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
C12' C11 H11A 138.3 . . ?
C10 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C12' C11 H11B 73.0 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C11 108.7(6) . . ?
C13 C12 H12A 110.0 . . ?
C11 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.3 . . ?
C14 C13 C12 109.2(6) . . ?
C14 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C13' C12' C11 102.7(13) . . ?
C13' C12' H12C 111.2 . . ?
C11 C12' H12C 111.2 . . ?
C13' C12' H12D 111.2 . . ?
C11 C12' H12D 111.2 . . ?
H12C C12' H12D 109.1 . . ?
C12' C13' C14 110.0(13) . . ?
C12' C13' H13C 109.7 . . ?
C14 C13' H13C 109.7 . . ?
C12' C13' H13D 109.7 . . ?
C14 C13' H13D 109.7 . . ?
H13C C13' H13D 108.2 . . ?
C9 C14 C13 112.0(4) . . ?
C9 C14 C13' 110.5(8) . . ?
C13 C14 C13' 24.2(7) . . ?
C9 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
C13' C14 H14A 128.9 . . ?
C9 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
C13' C14 H14B 88.0 . . ?
H14A C14 H14B 107.9 . . ?
O6 C15 O5 123.07(17) . . ?
O6 C15 C10 119.14(17) . . ?
O5 C15 C10 117.79(16) . . ?
O8 C16 O7 125.61(18) . . ?
O8 C16 C9 115.80(17) . . ?
O7 C16 C9 118.43(17) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.062
_database_code_depnum_ccdc_archive 'CCDC 907608'