# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_H3L

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H33 N7 O9'
_chemical_formula_weight         635.63

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'

_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                   5.9605(6)
_cell_length_b                   41.573(5)
_cell_length_c                   12.0127(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.063(10)
_cell_angle_gamma                90.00
_cell_volume                     2911.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1641
_cell_measurement_theta_min      3.5950
_cell_measurement_theta_max      25.2250

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1336
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9892
_exptl_absorpt_correction_T_max  0.9946
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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            13244
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_av_sigmaI/netI    0.1495
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5718
_reflns_number_gt                2979
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0237P)²+0.0000P] 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         5718
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1033
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
O1 O 0.7610(3) 0.20255(6) 0.30390(17) 0.0236(6) Uani 1 1 d . . .
O2 O 0.3275(4) 0.05777(7) 0.08698(19) 0.0295(6) Uani 1 1 d . . .
O3 O 0.6826(4) 0.03684(7) 0.1090(2) 0.0340(7) Uani 1 1 d . . .
O4 O 0.5981(3) 0.18103(6) 0.76550(16) 0.0237(6) Uani 1 1 d . . .
O5 O 0.1449(4) 0.05156(7) 0.43148(18) 0.0279(6) Uani 1 1 d . . .
O6 O 0.4731(4) 0.04650(7) 0.3691(2) 0.0402(8) Uani 1 1 d . . .
O7 O 0.6258(3) 0.31226(6) 0.58153(17) 0.0226(6) Uani 1 1 d . . .
O8 O 0.0400(4) 0.44236(7) 0.28900(19) 0.0303(7) Uani 1 1 d . . .
O9 O 0.3457(4) 0.45173(8) 0.2145(2) 0.0547(10) Uani 1 1 d . . .
N1 N 1.0862(4) 0.22940(7) 0.5295(2) 0.0183(7) Uani 1 1 d . . .
N2 N 1.1218(4) 0.18234(7) 0.3451(2) 0.0187(7) Uani 1 1 d . . .
H2C H 1.2052 0.1648 0.3617 0.022 Uiso 1 1 calc R . .
N3 N 0.9539(4) 0.12328(8) 0.2625(2) 0.0216(7) Uani 1 1 d . . .
N4 N 0.8461(4) 0.18880(8) 0.6493(2) 0.0214(7) Uani 1 1 d . . .
H4A H 0.9050 0.1808 0.5939 0.026 Uiso 1 1 calc R . .
N5 N 0.7209(4) 0.13043(8) 0.5472(2) 0.0229(7) Uani 1 1 d . . .
N6 N 0.8738(4) 0.31493(7) 0.4611(2) 0.0192(7) Uani 1 1 d . . .
H6B H 0.9024 0.3239 0.3992 0.023 Uiso 1 1 calc R . .
N7 N 0.6706(4) 0.37014(8) 0.3707(2) 0.0245(8) Uani 1 1 d . . .
C1 C 1.2896(5) 0.22604(9) 0.4796(3) 0.0228(9) Uani 1 1 d . . .
H1A H 1.3988 0.2111 0.5270 0.027 Uiso 1 1 calc R . .
H1B H 1.3659 0.2472 0.4810 0.027 Uiso 1 1 calc R . .
C2 C 1.2344(5) 0.21368(9) 0.3582(3) 0.0212(9) Uani 1 1 d . . .
H2A H 1.1339 0.2295 0.3100 0.025 Uiso 1 1 calc R . .
H2B H 1.3787 0.2122 0.3300 0.025 Uiso 1 1 calc R . .
C3 C 0.8938(5) 0.17959(10) 0.3082(2) 0.0181(8) Uani 1 1 d . . .
C4 C 0.8040(5) 0.14729(9) 0.2666(2) 0.0180(8) Uani 1 1 d . . .
C5 C 0.5695(5) 0.14419(9) 0.2257(2) 0.0179(8) Uani 1 1 d . . .
H5A H 0.4698 0.1618 0.2288 0.021 Uiso 1 1 calc R . .
C6 C 0.4834(5) 0.11520(9) 0.1807(3) 0.0211(9) Uani 1 1 d . . .
H6A H 0.3229 0.1124 0.1543 0.025 Uiso 1 1 calc R . .
C7 C 0.6339(5) 0.09022(9) 0.1743(3) 0.0200(8) Uani 1 1 d . . .
C8 C 0.8668(5) 0.09549(9) 0.2165(3) 0.0216(8) Uani 1 1 d . . .
H8A H 0.9700 0.0783 0.2124 0.026 Uiso 1 1 calc R . .
C9 C 0.5557(5) 0.05888(10) 0.1215(3) 0.0239(9) Uani 1 1 d . . .
C10 C 0.2324(6) 0.02870(10) 0.0309(3) 0.0378(11) Uani 1 1 d . . .
H10A H 0.0650 0.0306 0.0096 0.057 Uiso 1 1 calc R . .
H10B H 0.2732 0.0104 0.0827 0.057 Uiso 1 1 calc R . .
H10C H 0.2942 0.0253 -0.0376 0.057 Uiso 1 1 calc R . .
C11 C 1.1426(5) 0.22881(9) 0.6549(2) 0.0211(8) Uani 1 1 d . . .
H11A H 1.1952 0.2504 0.6841 0.025 Uiso 1 1 calc R . .
H11B H 1.2687 0.2134 0.6814 0.025 Uiso 1 1 calc R . .
C12 C 0.9356(5) 0.21918(10) 0.7006(3) 0.0248(9) Uani 1 1 d . . .
H12A H 0.9788 0.2168 0.7844 0.030 Uiso 1 1 calc R . .
H12B H 0.8162 0.2360 0.6827 0.030 Uiso 1 1 calc R . .
C13 C 0.6797(5) 0.17272(9) 0.6825(3) 0.0186(8) Uani 1 1 d . . .
C14 C 0.5889(5) 0.14384(9) 0.6138(3) 0.0192(8) Uani 1 1 d . . .
C15 C 0.3738(5) 0.13214(10) 0.6194(3) 0.0230(9) Uani 1 1 d . . .
H15A H 0.2852 0.1423 0.6664 0.028 Uiso 1 1 calc R . .
C16 C 0.2909(5) 0.10563(10) 0.5560(3) 0.0244(9) Uani 1 1 d . . .
H16A H 0.1426 0.0975 0.5575 0.029 Uiso 1 1 calc R . .
C17 C 0.4256(5) 0.09070(10) 0.4897(3) 0.0219(9) Uani 1 1 d . . .
C18 C 0.6389(5) 0.10424(10) 0.4889(3) 0.0237(9) Uani 1 1 d . . .
H18A H 0.7320 0.0941 0.4439 0.028 Uiso 1 1 calc R . .
C19 C 0.3560(5) 0.06111(10) 0.4232(3) 0.0234(9) Uani 1 1 d . . .
C20 C 0.0623(6) 0.02206(11) 0.3725(3) 0.0362(11) Uani 1 1 d . . .
H20A H -0.0923 0.0173 0.3841 0.054 Uiso 1 1 calc R . .
H20B H 0.1655 0.0043 0.4026 0.054 Uiso 1 1 calc R . .
H20C H 0.0578 0.0246 0.2910 0.054 Uiso 1 1 calc R . .
C21 C 0.9362(5) 0.25618(9) 0.4814(3) 0.0189(8) Uani 1 1 d . . .
H21A H 0.7862 0.2534 0.5032 0.023 Uiso 1 1 calc R . .
H21B H 0.9091 0.2548 0.3973 0.023 Uiso 1 1 calc R . .
C22 C 1.0263(5) 0.28971(9) 0.5177(3) 0.0210(9) Uani 1 1 d . . .
H22A H 1.0434 0.2919 0.6011 0.025 Uiso 1 1 calc R . .
H22B H 1.1797 0.2925 0.4996 0.025 Uiso 1 1 calc R . .
C23 C 0.6907(5) 0.32475(9) 0.5011(3) 0.0196(8) Uani 1 1 d . . .
C24 C 0.5666(5) 0.35371(9) 0.4429(2) 0.0172(8) Uani 1 1 d . . .
C25 C 0.3586(5) 0.36293(9) 0.4648(3) 0.0205(9) Uani 1 1 d . . .
H25A H 0.2923 0.3510 0.5171 0.025 Uiso 1 1 calc R . .
C26 C 0.2465(5) 0.38928(9) 0.4115(3) 0.0202(9) Uani 1 1 d . . .
H26A H 0.1004 0.3954 0.4244 0.024 Uiso 1 1 calc R . .
C27 C 0.3520(5) 0.40696(9) 0.3380(3) 0.0192(8) Uani 1 1 d . . .
C28 C 0.5637(5) 0.39606(10) 0.3213(3) 0.0250(9) Uani 1 1 d . . .
H28A H 0.6363 0.4080 0.2713 0.030 Uiso 1 1 calc R . .
C29 C 0.2511(5) 0.43593(10) 0.2745(3) 0.0260(9) Uani 1 1 d . . .
C30 C -0.0747(5) 0.46961(10) 0.2257(3) 0.0317(10) Uani 1 1 d . . .
H30A H -0.2277 0.4722 0.2425 0.047 Uiso 1 1 calc R . .
H30B H -0.0891 0.4659 0.1439 0.047 Uiso 1 1 calc R . .
H30C H 0.0153 0.4892 0.2479 0.047 Uiso 1 1 calc R . .


_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
O1 C3 1.234(4) . ?
O2 C9 1.337(4) . ?
O2 C10 1.441(4) . ?
O3 C9 1.217(4) . ?
O4 C13 1.246(3) . ?
O5 C19 1.343(4) . ?
O5 C20 1.450(4) . ?
O6 C19 1.212(4) . ?
O7 C23 1.228(3) . ?
O8 C29 1.333(4) . ?
O8 C30 1.453(4) . ?
O9 C29 1.199(4) . ?
N1 C1 1.467(3) . ?
N1 C21 1.469(4) . ?
N1 C11 1.473(4) . ?
N2 C3 1.344(4) . ?
N2 C2 1.459(4) . ?
N3 C8 1.338(4) . ?
N3 C4 1.347(4) . ?
N4 C13 1.325(4) . ?
N4 C12 1.457(5) . ?
N5 C18 1.331(5) . ?
N5 C14 1.353(4) . ?
N6 C23 1.345(3) . ?
N6 C22 1.460(4) . ?
N7 C28 1.327(5) . ?
N7 C24 1.351(4) . ?
C1 C2 1.516(4) . ?
C3 C4 1.493(5) . ?
C4 C5 1.387(4) . ?
C5 C6 1.376(5) . ?
C6 C7 1.385(5) . ?
C7 C8 1.392(4) . ?
C7 C9 1.481(5) . ?
C11 C12 1.506(4) . ?
C13 C14 1.493(5) . ?
C14 C15 1.386(4) . ?
C15 C16 1.371(5) . ?
C16 C17 1.390(4) . ?
C17 C18 1.392(4) . ?
C17 C19 1.478(5) . ?
C21 C22 1.525(5) . ?
C23 C24 1.506(5) . ?
C24 C25 1.375(4) . ?
C25 C26 1.370(5) . ?
C26 C27 1.396(4) . ?
C27 C28 1.394(4) . ?
C27 C29 1.484(5) . ?

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
C9 O2 C10 116.7(3) . . ?
C19 O5 C20 116.2(2) . . ?
C29 O8 C30 116.2(3) . . ?
C1 N1 C21 113.5(2) . . ?
C1 N1 C11 112.7(2) . . ?
C21 N1 C11 113.9(3) . . ?
C3 N2 C2 121.5(3) . . ?
C8 N3 C4 116.8(3) . . ?
C13 N4 C12 122.7(3) . . ?
C18 N5 C14 116.9(3) . . ?
C23 N6 C22 121.6(2) . . ?
C28 N7 C24 117.1(3) . . ?
N1 C1 C2 113.2(2) . . ?
N2 C2 C1 114.1(3) . . ?
O1 C3 N2 122.9(3) . . ?
O1 C3 C4 120.0(3) . . ?
N2 C3 C4 117.0(3) . . ?
N3 C4 C5 123.0(3) . . ?
N3 C4 C3 119.0(3) . . ?
C5 C4 C3 117.8(3) . . ?
C6 C5 C4 119.1(3) . . ?
C5 C6 C7 119.1(3) . . ?
C6 C7 C8 118.0(3) . . ?
C6 C7 C9 122.3(3) . . ?
C8 C7 C9 119.7(3) . . ?
N3 C8 C7 123.9(3) . . ?
O3 C9 O2 123.6(4) . . ?
O3 C9 C7 124.6(3) . . ?
O2 C9 C7 111.8(3) . . ?
N1 C11 C12 110.4(2) . . ?
N4 C12 C11 109.4(3) . . ?
O4 C13 N4 122.9(3) . . ?
O4 C13 C14 120.6(3) . . ?
N4 C13 C14 116.5(3) . . ?
N5 C14 C15 122.8(3) . . ?
N5 C14 C13 118.0(3) . . ?
C15 C14 C13 119.2(3) . . ?
C16 C15 C14 119.0(3) . . ?
C15 C16 C17 119.5(3) . . ?
C16 C17 C18 117.5(3) . . ?
C16 C17 C19 123.4(3) . . ?
C18 C17 C19 119.1(3) . . ?
N5 C18 C17 124.2(3) . . ?
O6 C19 O5 123.0(3) . . ?
O6 C19 C17 125.4(3) . . ?
O5 C19 C17 111.6(3) . . ?
N1 C21 C22 115.5(3) . . ?
N6 C22 C21 112.1(3) . . ?
O7 C23 N6 124.4(3) . . ?
O7 C23 C24 119.9(3) . . ?
N6 C23 C24 115.6(3) . . ?
N7 C24 C25 122.3(3) . . ?
N7 C24 C23 117.1(3) . . ?
C25 C24 C23 120.6(3) . . ?
C26 C25 C24 120.4(3) . . ?
C25 C26 C27 118.4(3) . . ?
C28 C27 C26 117.4(3) . . ?
C28 C27 C29 118.2(3) . . ?
C26 C27 C29 124.4(3) . . ?
N7 C28 C27 124.3(3) . . ?
O9 C29 O8 122.9(4) . . ?
O9 C29 C27 124.2(3) . . ?
O8 C29 C27 112.8(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 972309'
#######################################################################
#
#                 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_compound2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H39 Co N7 O13.50'
_chemical_formula_weight         772.61

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'
Co Co 0.3494 0.9721 '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'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   R-3

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

_cell_length_a                   13.1062(16)
_cell_length_b                   13.1062(16)
_cell_length_c                   35.354(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5259.2(14)
_cell_formula_units_Z            6
_cell_measurement_temperature    173(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          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2418
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8953
_exptl_absorpt_correction_T_max  0.9456
_exptl_absorpt_process_details   Tompa_analytical

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Rigaku RAXIS-CS Imaging Plate'
_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            15539
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2299
_reflns_number_gt                1821
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       R-AXIS-SPIDER
_computing_cell_refinement       RAPID
_computing_data_reduction        RAPID
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0857P)²+32.4068P] 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     SHELXL
_refine_ls_extinction_coef       0.0015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2299
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1808
_refine_ls_wR_factor_gt          0.1439
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.013
_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 -0.6667 0.6667 -0.199971(16) 0.03244(15) Uani 1 3 d S . .
O1 O -0.40685(15) 0.60874(16) -0.16830(6) 0.0452(5) Uani 1 1 d . . .
O2 O -0.73924(17) 0.25169(17) -0.31833(6) 0.0551(5) Uani 1 1 d . . .
O3 O -0.8276(2) 0.3587(2) -0.32342(7) 0.0823(6) Uani 1 1 d . . .
N1 N -0.6667 0.6667 -0.09938(12) 0.0479(11) Uani 1 3 d S . .
N2 N -0.53556(17) 0.68018(17) -0.17143(6) 0.0350(5) Uani 1 1 d . . .
N3 N -0.64440(16) 0.55316(17) -0.22896(6) 0.0326(5) Uani 1 1 d . . .
C1 C -0.5437(2) 0.7029(3) -0.10133(8) 0.0450(7) Uani 1 1 d . . .
H1A H -0.5352 0.6333 -0.0960 0.054 Uiso 1 1 calc R . .
H1B H -0.5024 0.7607 -0.0809 0.054 Uiso 1 1 calc R . .
C2 C -0.4803(2) 0.7578(2) -0.13886(7) 0.0400(7) Uani 1 1 d . . .
H2A H -0.4801 0.8326 -0.1431 0.048 Uiso 1 1 calc R . .
H2B H -0.3973 0.7765 -0.1370 0.048 Uiso 1 1 calc R . .
C3 C -0.4929(2) 0.6132(2) -0.18210(7) 0.0367(6) Uani 1 1 d . . .
C4 C -0.5589(2) 0.5348(2) -0.21478(7) 0.0349(6) Uani 1 1 d . . .
C5 C -0.5366(2) 0.4500(2) -0.22898(8) 0.0400(6) Uani 1 1 d . . .
H5A H -0.4770 0.4383 -0.2181 0.048 Uiso 1 1 calc R . .
C6 C -0.6019(2) 0.3825(2) -0.25913(8) 0.0415(7) Uani 1 1 d . . .
H6A H -0.5888 0.3228 -0.2691 0.050 Uiso 1 1 calc R . .
C7 C -0.6872(2) 0.4031(2) -0.27465(7) 0.0368(6) Uani 1 1 d . . .
C8 C -0.7069(2) 0.4881(2) -0.25861(7) 0.0360(6) Uani 1 1 d . . .
H8A H -0.7665 0.5008 -0.2690 0.043 Uiso 1 1 calc R . .
C9 C -0.7593(2) 0.3370(2) -0.30807(8) 0.0456(7) Uani 1 1 d . . .
C10 C -0.8022(4) 0.1844(4) -0.35117(13) 0.1090(13) Uani 1 1 d . . .
H10A H -0.7806 0.1242 -0.3563 0.164 Uiso 1 1 calc R . .
H10B H -0.7817 0.2370 -0.3730 0.164 Uiso 1 1 calc R . .
H10C H -0.8872 0.1463 -0.3465 0.164 Uiso 1 1 calc R . .
O1W O -0.3333 0.3333 -0.24994(18) 0.122(2) Uani 1 3 d S . .
O2W O -0.6667 0.6667 -0.3333 0.156(5) Uani 1 6 d S . .
O3W O 0.4192(2) 0.9134(3) 0.11789(9) 0.1002(10) 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 N2 1.923(2) 2_575 ?
Co1 N2 1.923(2) 3_355 ?
Co1 N2 1.923(2) . ?
Co1 N3 1.945(2) 3_355 ?
Co1 N3 1.945(2) 2_575 ?
Co1 N3 1.945(2) . ?
O1 C3 1.257(3) . ?
O2 C9 1.320(4) . ?
O2 C10 1.442(4) . ?
O3 C9 1.198(4) . ?
N1 C1 1.437(3) 2_575 ?
N1 C1 1.437(3) 3_355 ?
N1 C1 1.437(3) . ?
N2 C3 1.310(4) . ?
N2 C2 1.466(3) . ?
N3 C8 1.341(3) . ?
N3 C4 1.354(3) . ?
C1 C2 1.540(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.500(3) . ?
C4 C5 1.377(4) . ?
C5 C6 1.376(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.388(4) . ?
C6 H6A 0.9500 . ?
C7 C8 1.384(4) . ?
C7 C9 1.490(4) . ?
C8 H8A 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

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
N2 Co1 N2 94.99(9) 2_575 3_355 ?
N2 Co1 N2 94.99(9) 2_575 . ?
N2 Co1 N2 94.99(9) 3_355 . ?
N2 Co1 N3 87.29(8) 2_575 3_355 ?
N2 Co1 N3 83.00(9) 3_355 3_355 ?
N2 Co1 N3 177.09(8) . 3_355 ?
N2 Co1 N3 83.00(9) 2_575 2_575 ?
N2 Co1 N3 177.09(8) 3_355 2_575 ?
N2 Co1 N3 87.29(8) . 2_575 ?
N3 Co1 N3 94.79(8) 3_355 2_575 ?
N2 Co1 N3 177.09(8) 2_575 . ?
N2 Co1 N3 87.29(8) 3_355 . ?
N2 Co1 N3 83.00(9) . . ?
N3 Co1 N3 94.79(8) 3_355 . ?
N3 Co1 N3 94.79(8) 2_575 . ?
C9 O2 C10 116.3(3) . . ?
C1 N1 C1 119.77(4) 2_575 3_355 ?
C1 N1 C1 119.77(4) 2_575 . ?
C1 N1 C1 119.77(4) 3_355 . ?
C3 N2 C2 117.6(2) . . ?
C3 N2 Co1 116.63(17) . . ?
C2 N2 Co1 125.78(19) . . ?
C8 N3 C4 118.2(2) . . ?
C8 N3 Co1 128.38(19) . . ?
C4 N3 Co1 113.25(16) . . ?
N1 C1 C2 116.7(3) . . ?
N1 C1 H1A 108.1 . . ?
C2 C1 H1A 108.1 . . ?
N1 C1 H1B 108.1 . . ?
C2 C1 H1B 108.1 . . ?
H1A C1 H1B 107.3 . . ?
N2 C2 C1 112.86(19) . . ?
N2 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
N2 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
O1 C3 N2 127.8(2) . . ?
O1 C3 C4 119.4(3) . . ?
N2 C3 C4 112.8(2) . . ?
N3 C4 C5 122.4(2) . . ?
N3 C4 C3 114.1(2) . . ?
C5 C4 C3 123.5(2) . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C5 C6 C7 118.9(3) . . ?
C5 C6 H6A 120.6 . . ?
C7 C6 H6A 120.6 . . ?
C8 C7 C6 119.1(2) . . ?
C8 C7 C9 118.3(2) . . ?
C6 C7 C9 122.6(3) . . ?
N3 C8 C7 122.1(2) . . ?
N3 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
O3 C9 O2 124.5(3) . . ?
O3 C9 C7 123.6(3) . . ?
O2 C9 C7 112.0(3) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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
N2 Co1 N2 C3 -178.82(17) 2_575 . . . ?
N2 Co1 N2 C3 85.7(2) 3_355 . . . ?
N3 Co1 N2 C3 39.7(18) 3_355 . . . ?
N3 Co1 N2 C3 -96.10(18) 2_575 . . . ?
N3 Co1 N2 C3 -0.93(17) . . . . ?
N2 Co1 N2 C2 1.6(2) 2_575 . . . ?
N2 Co1 N2 C2 -93.86(14) 3_355 . . . ?
N3 Co1 N2 C2 -139.9(17) 3_355 . . . ?
N3 Co1 N2 C2 84.32(19) 2_575 . . . ?
N3 Co1 N2 C2 179.49(19) . . . . ?
N2 Co1 N3 C8 -135.0(17) 2_575 . . . ?
N2 Co1 N3 C8 83.4(2) 3_355 . . . ?
N2 Co1 N3 C8 178.7(2) . . . . ?
N3 Co1 N3 C8 0.6(2) 3_355 . . . ?
N3 Co1 N3 C8 -94.58(15) 2_575 . . . ?
N2 Co1 N3 C4 49.7(18) 2_575 . . . ?
N2 Co1 N3 C4 -91.91(16) 3_355 . . . ?
N2 Co1 N3 C4 3.46(15) . . . . ?
N3 Co1 N3 C4 -174.64(15) 3_355 . . . ?
N3 Co1 N3 C4 90.13(19) 2_575 . . . ?
C1 N1 C1 C2 -65.6(5) 2_575 . . . ?
C1 N1 C1 C2 104.9(4) 3_355 . . . ?
C3 N2 C2 C1 -94.6(3) . . . . ?
Co1 N2 C2 C1 84.9(3) . . . . ?
N1 C1 C2 N2 -56.9(3) . . . . ?
C2 N2 C3 O1 -1.9(4) . . . . ?
Co1 N2 C3 O1 178.5(2) . . . . ?
C2 N2 C3 C4 178.06(19) . . . . ?
Co1 N2 C3 C4 -1.6(3) . . . . ?
C8 N3 C4 C5 -2.0(3) . . . . ?
Co1 N3 C4 C5 173.85(19) . . . . ?
C8 N3 C4 C3 179.05(19) . . . . ?
Co1 N3 C4 C3 -5.1(2) . . . . ?
O1 C3 C4 N3 -175.6(2) . . . . ?
N2 C3 C4 N3 4.4(3) . . . . ?
O1 C3 C4 C5 5.4(4) . . . . ?
N2 C3 C4 C5 -174.5(2) . . . . ?
N3 C4 C5 C6 1.2(4) . . . . ?
C3 C4 C5 C6 -179.9(2) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C5 C6 C7 C8 -2.1(4) . . . . ?
C5 C6 C7 C9 178.0(2) . . . . ?
C4 N3 C8 C7 0.6(3) . . . . ?
Co1 N3 C8 C7 -174.46(17) . . . . ?
C6 C7 C8 N3 1.4(4) . . . . ?
C9 C7 C8 N3 -178.7(2) . . . . ?
C10 O2 C9 O3 2.3(4) . . . . ?
C10 O2 C9 C7 -178.2(3) . . . . ?
C8 C7 C9 O3 5.3(4) . . . . ?
C6 C7 C9 O3 -174.8(3) . . . . ?
C8 C7 C9 O2 -174.2(2) . . . . ?
C6 C7 C9 O2 5.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.096
_database_code_depnum_ccdc_archive 'CCDC 972310'
#######################################################################
#
#                 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_compound3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H48 Co N7 O17'
_chemical_formula_weight         873.71

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   p21/c

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

_cell_length_a                   16.3575(9)
_cell_length_b                   17.3926(9)
_cell_length_c                   14.9132(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.956(6)
_cell_angle_gamma                90.00
_cell_volume                     3962.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2714
_cell_measurement_theta_min      3.6050
_cell_measurement_theta_max      25.8380

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1832
_exptl_absorpt_coefficient_mu    0.516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9039
_exptl_absorpt_correction_T_max  0.9747
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_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            17928
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6965
_reflns_number_gt                5256
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0927P)²+3.6925P] 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         6965
_refine_ls_number_parameters     523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.1769
_refine_ls_wR_factor_gt          0.1630
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 -0.36958(3) 0.80011(3) -0.89208(3) 0.02163(17) Uani 1 1 d . . .
C1 C -0.4620(3) 0.6981(2) -0.8079(3) 0.0278(9) Uani 1 1 d . . .
H1A H -0.4341 0.6924 -0.7374 0.033 Uiso 1 1 calc R . .
H1B H -0.5043 0.6555 -0.8322 0.033 Uiso 1 1 calc R . .
C2 C -0.5102(3) 0.7748(2) -0.8314(3) 0.0286(9) Uani 1 1 d . . .
H2A H -0.5544 0.7746 -0.8973 0.034 Uiso 1 1 calc R . .
H2B H -0.5397 0.7863 -0.7854 0.034 Uiso 1 1 calc R . .
C3 C -0.4027(3) 0.8656(2) -0.7387(3) 0.0305(9) Uani 1 1 d . . .
C4 C -0.3069(3) 0.8779(2) -0.7170(3) 0.0304(10) Uani 1 1 d . . .
C5 C -0.2528(3) 0.9194(3) -0.6401(3) 0.0388(11) Uani 1 1 d . . .
H5A H -0.2760 0.9468 -0.5995 0.047 Uiso 1 1 calc R . .
C6 C -0.1634(3) 0.9204(3) -0.6229(3) 0.0440(12) Uani 1 1 d . . .
H6A H -0.1248 0.9501 -0.5717 0.053 Uiso 1 1 calc R . .
C7 C -0.1316(3) 0.8777(3) -0.6814(3) 0.0367(11) Uani 1 1 d . . .
C8 C -0.1900(3) 0.8362(2) -0.7573(3) 0.0291(9) Uani 1 1 d . . .
H8A H -0.1679 0.8066 -0.7972 0.035 Uiso 1 1 calc R . .
C9 C -0.0357(3) 0.8752(3) -0.6602(3) 0.0482(13) Uani 1 1 d . . .
C10 C 0.0759(4) 0.8326(4) -0.7128(5) 0.0737(19) Uani 1 1 d . . .
H10A H 0.0826 0.8084 -0.7692 0.111 Uiso 1 1 calc R . .
H10B H 0.1022 0.7996 -0.6566 0.111 Uiso 1 1 calc R . .
H10C H 0.1054 0.8827 -0.7013 0.111 Uiso 1 1 calc R . .
C11 C -0.4262(3) 0.6498(2) -0.9474(3) 0.0264(9) Uani 1 1 d . . .
H11A H -0.3779 0.6404 -0.9714 0.032 Uiso 1 1 calc R . .
H11B H -0.4502 0.5995 -0.9377 0.032 Uiso 1 1 calc R . .
C12 C -0.4966(3) 0.6968(2) -1.0189(3) 0.0288(9) Uani 1 1 d . . .
H12A H -0.5065 0.6793 -1.0852 0.035 Uiso 1 1 calc R . .
H12B H -0.5522 0.6925 -1.0071 0.035 Uiso 1 1 calc R . .
C13 C -0.4987(3) 0.8297(2) -1.0690(3) 0.0248(9) Uani 1 1 d . . .
C14 C -0.4485(2) 0.9025(2) -1.0414(3) 0.0231(8) Uani 1 1 d . . .
C15 C -0.4655(3) 0.9675(2) -1.0991(3) 0.0294(9) Uani 1 1 d . . .
H15A H -0.5133 0.9681 -1.1585 0.035 Uiso 1 1 calc R . .
C16 C -0.4125(3) 1.0314(2) -1.0697(3) 0.0300(9) Uani 1 1 d . . .
H16A H -0.4227 1.0758 -1.1092 0.036 Uiso 1 1 calc R . .
C17 C -0.3442(3) 1.0298(2) -0.9821(3) 0.0266(9) Uani 1 1 d . . .
C18 C -0.3305(2) 0.9629(2) -0.9269(3) 0.0250(9) Uani 1 1 d . . .
H18A H -0.2838 0.9620 -0.8665 0.030 Uiso 1 1 calc R . .
C19 C -0.2842(3) 1.0965(2) -0.9432(3) 0.0307(10) Uani 1 1 d . . .
C20 C -0.2560(3) 1.2258(3) -0.9728(4) 0.0525(14) Uani 1 1 d . . .
H20A H -0.2788 1.2654 -1.0223 0.079 Uiso 1 1 calc R . .
H20B H -0.1946 1.2153 -0.9635 0.079 Uiso 1 1 calc R . .
H20C H -0.2601 1.2440 -0.9124 0.079 Uiso 1 1 calc R . .
C21 C -0.3121(3) 0.6551(2) -0.7862(3) 0.0274(9) Uani 1 1 d . . .
H21A H -0.2888 0.6858 -0.7265 0.033 Uiso 1 1 calc R . .
H21B H -0.2669 0.6539 -0.8160 0.033 Uiso 1 1 calc R . .
C22 C -0.3296(3) 0.5731(2) -0.7608(3) 0.0316(10) Uani 1 1 d . . .
H22A H -0.3843 0.5718 -0.7467 0.038 Uiso 1 1 calc R . .
H22B H -0.3370 0.5386 -0.8161 0.038 Uiso 1 1 calc R . .
C23 C -0.2247(3) 0.4764(3) -0.6701(3) 0.0327(10) Uani 1 1 d . . .
C24 C -0.1539(3) 0.4571(3) -0.5756(3) 0.0309(10) Uani 1 1 d . . .
C25 C -0.1158(3) 0.3845(3) -0.5616(3) 0.0393(11) Uani 1 1 d . . .
H25A H -0.1341 0.3472 -0.6114 0.047 Uiso 1 1 calc R . .
C26 C -0.0515(3) 0.3671(3) -0.4753(3) 0.0403(11) Uani 1 1 d . . .
H26A H -0.0242 0.3181 -0.4649 0.048 Uiso 1 1 calc R . .
C27 C -0.0271(3) 0.4225(3) -0.4037(3) 0.0380(11) Uani 1 1 d . . .
C28 C -0.0698(3) 0.4937(3) -0.4234(3) 0.0359(10) Uani 1 1 d . . .
H28A H -0.0534 0.5316 -0.3742 0.043 Uiso 1 1 calc R . .
C29 C 0.0417(3) 0.4035(3) -0.3101(4) 0.0452(12) Uani 1 1 d . . .
C30 C 0.1225(4) 0.4483(4) -0.1523(4) 0.0688(18) Uani 1 1 d . . .
H30A H 0.1278 0.4941 -0.1125 0.103 Uiso 1 1 calc R . .
H30B H 0.1789 0.4374 -0.1587 0.103 Uiso 1 1 calc R . .
H30C H 0.1051 0.4043 -0.1220 0.103 Uiso 1 1 calc R . .
C31 C -0.2567(3) 0.7868(2) -1.0056(3) 0.0287(9) Uani 1 1 d . . .
C32 C -0.1647(3) 0.7632(3) -0.9981(4) 0.0465(13) Uani 1 1 d . . .
H32A H -0.1520 0.7846 -1.0525 0.070 Uiso 1 1 calc R . .
H32B H -0.1610 0.7069 -0.9992 0.070 Uiso 1 1 calc R . .
H32C H -0.1221 0.7827 -0.9379 0.070 Uiso 1 1 calc R . .
C33 C -0.0796(6) 0.1455(6) -0.6561(6) 0.108(3) Uani 1 1 d . . .
N1 N -0.3923(2) 0.69357(19) -0.8535(2) 0.0235(7) Uani 1 1 d . . .
N2 N -0.4414(2) 0.83053(19) -0.8228(2) 0.0264(8) Uani 1 1 d . . .
N3 N -0.2760(2) 0.83672(18) -0.7758(2) 0.0232(7) Uani 1 1 d . . .
N4 N -0.4646(2) 0.77591(19) -1.0052(2) 0.0252(7) Uani 1 1 d . . .
N5 N -0.3799(2) 0.90056(19) -0.9551(2) 0.0241(7) Uani 1 1 d . . .
N6 N -0.2572(2) 0.5464(2) -0.6779(2) 0.0290(8) Uani 1 1 d . . .
H6B H -0.2336 0.5788 -0.6302 0.035 Uiso 1 1 calc R . .
N7 N -0.1322(2) 0.5115(2) -0.5070(2) 0.0328(8) Uani 1 1 d . . .
O1 O -0.4372(2) 0.8817(2) -0.6786(2) 0.0458(8) Uani 1 1 d . . .
O1W O -0.4451(3) 1.0220(2) -0.6024(3) 0.0646(11) Uani 1 1 d . . .
O2W O -0.2859(3) 0.2650(2) -0.7478(3) 0.0760(13) Uani 1 1 d . . .
O3W O -0.2066(3) 0.0878(3) -0.5355(3) 0.0792(13) Uani 1 1 d . . .
O4W O -0.6539(3) 0.9221(3) -1.2933(3) 0.0814(14) Uani 1 1 d . . .
O5W O -0.3170(3) 0.4293(3) -0.9382(3) 0.0940(16) Uani 1 1 d . . .
O2 O 0.0172(3) 0.9008(4) -0.5880(3) 0.0984(19) Uani 1 1 d . . .
O3 O -0.0162(2) 0.8432(2) -0.7298(2) 0.0479(9) Uani 1 1 d . . .
O4 O -0.56365(19) 0.82360(17) -1.14594(19) 0.0333(7) Uani 1 1 d . . .
O5 O -0.2230(2) 1.0951(2) -0.8684(2) 0.0472(8) Uani 1 1 d . . .
O6 O -0.3070(2) 1.15597(17) -1.0029(2) 0.0415(8) Uani 1 1 d . . .
O7 O -0.2485(2) 0.42723(19) -0.7350(2) 0.0501(9) Uani 1 1 d . . .
O8 O 0.0800(3) 0.3431(2) -0.2922(3) 0.0647(11) Uani 1 1 d . . .
O9 O 0.0564(2) 0.4615(2) -0.2473(2) 0.0568(10) Uani 1 1 d . . .
O10 O -0.3000(2) 0.82856(19) -1.0719(2) 0.0401(8) Uani 1 1 d . . .
O11 O -0.27989(17) 0.76132(16) -0.93710(17) 0.0263(6) Uani 1 1 d . . .
O12 O -0.1285(4) 0.1989(3) -0.6243(4) 0.1036(18) 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 N4 1.888(3) . ?
Co1 N2 1.897(3) . ?
Co1 O11 1.940(3) . ?
Co1 N5 1.962(3) . ?
Co1 N3 1.964(3) . ?
Co1 N1 2.014(3) . ?
C1 N1 1.524(5) . ?
C1 C2 1.526(6) . ?
C2 N2 1.455(5) . ?
C3 O1 1.250(5) . ?
C3 N2 1.332(5) . ?
C3 C4 1.497(6) . ?
C4 N3 1.362(5) . ?
C4 C5 1.376(6) . ?
C5 C6 1.392(7) . ?
C6 C7 1.381(7) . ?
C7 C8 1.394(6) . ?
C7 C9 1.487(7) . ?
C8 N3 1.332(5) . ?
C9 O2 1.201(6) . ?
C9 O3 1.312(6) . ?
C10 O3 1.448(6) . ?
C11 C12 1.501(6) . ?
C11 N1 1.514(5) . ?
C12 N4 1.460(5) . ?
C13 O4 1.259(5) . ?
C13 N4 1.308(5) . ?
C13 C14 1.485(6) . ?
C14 N5 1.372(5) . ?
C14 C15 1.388(6) . ?
C15 C16 1.380(6) . ?
C16 C17 1.382(6) . ?
C17 C18 1.396(6) . ?
C17 C19 1.496(6) . ?
C18 N5 1.328(5) . ?
C19 O5 1.203(5) . ?
C19 O6 1.329(5) . ?
C20 O6 1.452(6) . ?
C21 N1 1.494(5) . ?
C21 C22 1.530(6) . ?
C22 N6 1.449(5) . ?
C23 O7 1.246(5) . ?
C23 N6 1.318(5) . ?
C23 C24 1.507(6) . ?
C24 N7 1.345(5) . ?
C24 C25 1.391(6) . ?
C25 C26 1.373(6) . ?
C26 C27 1.387(7) . ?
C27 C28 1.400(7) . ?
C27 C29 1.484(6) . ?
C28 N7 1.335(5) . ?
C29 O8 1.203(6) . ?
C29 O9 1.338(6) . ?
C30 O9 1.461(6) . ?
C31 O10 1.227(5) . ?
C31 O11 1.289(5) . ?
C31 C32 1.525(6) . ?
C33 O12 1.414(9) . ?

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
N4 Co1 N2 94.37(14) . . ?
N4 Co1 O11 95.53(13) . . ?
N2 Co1 O11 168.02(12) . . ?
N4 Co1 N5 82.43(14) . . ?
N2 Co1 N5 92.80(14) . . ?
O11 Co1 N5 95.16(12) . . ?
N4 Co1 N3 173.73(14) . . ?
N2 Co1 N3 82.39(14) . . ?
O11 Co1 N3 88.35(12) . . ?
N5 Co1 N3 92.34(13) . . ?
N4 Co1 N1 82.70(13) . . ?
N2 Co1 N1 83.53(14) . . ?
O11 Co1 N1 91.06(12) . . ?
N5 Co1 N1 164.36(13) . . ?
N3 Co1 N1 102.19(13) . . ?
N1 C1 C2 110.5(3) . . ?
N2 C2 C1 104.0(3) . . ?
O1 C3 N2 126.3(4) . . ?
O1 C3 C4 121.2(4) . . ?
N2 C3 C4 112.2(3) . . ?
N3 C4 C5 122.4(4) . . ?
N3 C4 C3 112.7(3) . . ?
C5 C4 C3 124.5(4) . . ?
C4 C5 C6 118.7(4) . . ?
C7 C6 C5 119.0(4) . . ?
C6 C7 C8 119.3(4) . . ?
C6 C7 C9 119.3(4) . . ?
C8 C7 C9 121.4(4) . . ?
N3 C8 C7 122.0(4) . . ?
O2 C9 O3 124.5(5) . . ?
O2 C9 C7 123.1(5) . . ?
O3 C9 C7 112.4(4) . . ?
C12 C11 N1 108.5(3) . . ?
N4 C12 C11 105.6(3) . . ?
O4 C13 N4 127.1(4) . . ?
O4 C13 C14 121.8(4) . . ?
N4 C13 C14 111.0(3) . . ?
N5 C14 C15 121.1(4) . . ?
N5 C14 C13 115.2(3) . . ?
C15 C14 C13 123.7(3) . . ?
C16 C15 C14 119.7(4) . . ?
C15 C16 C17 119.1(4) . . ?
C16 C17 C18 118.6(4) . . ?
C16 C17 C19 123.2(4) . . ?
C18 C17 C19 118.2(4) . . ?
N5 C18 C17 122.8(3) . . ?
O5 C19 O6 125.4(4) . . ?
O5 C19 C17 123.8(4) . . ?
O6 C19 C17 110.8(4) . . ?
N1 C21 C22 112.7(3) . . ?
N6 C22 C21 109.9(3) . . ?
O7 C23 N6 124.2(4) . . ?
O7 C23 C24 119.8(4) . . ?
N6 C23 C24 116.1(4) . . ?
N7 C24 C25 122.9(4) . . ?
N7 C24 C23 117.4(4) . . ?
C25 C24 C23 119.7(4) . . ?
C26 C25 C24 119.5(4) . . ?
C25 C26 C27 118.8(4) . . ?
C26 C27 C28 117.9(4) . . ?
C26 C27 C29 118.9(4) . . ?
C28 C27 C29 123.2(4) . . ?
N7 C28 C27 123.9(4) . . ?
O8 C29 O9 123.7(5) . . ?
O8 C29 C27 124.2(5) . . ?
O9 C29 C27 112.2(4) . . ?
O10 C31 O11 126.5(4) . . ?
O10 C31 C32 119.2(4) . . ?
O11 C31 C32 114.3(4) . . ?
C21 N1 C11 109.8(3) . . ?
C21 N1 C1 109.9(3) . . ?
C11 N1 C1 110.7(3) . . ?
C21 N1 Co1 113.3(2) . . ?
C11 N1 Co1 104.0(2) . . ?
C1 N1 Co1 108.9(2) . . ?
C3 N2 C2 118.7(3) . . ?
C3 N2 Co1 117.4(3) . . ?
C2 N2 Co1 112.1(3) . . ?
C8 N3 C4 118.6(3) . . ?
C8 N3 Co1 127.7(3) . . ?
C4 N3 Co1 112.8(3) . . ?
C13 N4 C12 122.3(3) . . ?
C13 N4 Co1 119.4(3) . . ?
C12 N4 Co1 118.3(2) . . ?
C18 N5 C14 118.6(3) . . ?
C18 N5 Co1 129.6(3) . . ?
C14 N5 Co1 111.9(3) . . ?
C23 N6 C22 123.5(4) . . ?
C28 N7 C24 116.9(4) . . ?
C9 O3 C10 116.6(4) . . ?
C19 O6 C20 116.9(4) . . ?
C29 O9 C30 116.4(4) . . ?
C31 O11 Co1 128.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.835
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.092
_database_code_depnum_ccdc_archive 'CCDC 972311'
#######################################################################
#
#                 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_compound4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H36 N8 O13'
_chemical_formula_weight         716.67

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'

_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                   7.1760(8)
_cell_length_b                   14.1252(14)
_cell_length_c                   17.4500(18)
_cell_angle_alpha                108.268(9)
_cell_angle_beta                 91.425(9)
_cell_angle_gamma                103.228(9)
_cell_volume                     1626.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1983
_cell_measurement_theta_min      3.7260
_cell_measurement_theta_max      24.2960

_exptl_crystal_description       sheet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9884
_exptl_absorpt_correction_T_max  0.9988
_exptl_absorpt_process_details   CrysAlisPro

_exptl_special_details           
; 
 CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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            11532
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_sigmaI/netI    0.1342
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.33
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5728
_reflns_number_gt                3147
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrysAlisPro
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0350P)²+0.0000P] 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         5728
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1261
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1547
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
O1 O 0.1354(3) 0.78030(19) 0.33071(14) 0.0235(6) Uani 1 1 d . . .
O1W O 0.1729(4) 0.3879(2) 0.49414(16) 0.0381(7) Uani 1 1 d . . .
H1WA H 0.2761 0.4355 0.5099 0.046 Uiso 1 1 d R . .
H1WB H 0.1470 0.3742 0.4434 0.046 Uiso 1 1 d R . .
O2 O 0.1149(5) 1.2845(2) 0.31385(19) 0.0566(10) Uani 1 1 d . . .
O3 O -0.0555(3) 1.16899(19) 0.20081(14) 0.0257(6) Uani 1 1 d . . .
O4 O 0.6857(4) 0.9515(2) 0.38974(15) 0.0323(7) Uani 1 1 d . . .
O5 O 0.2999(4) 0.9216(2) -0.00834(16) 0.0372(7) Uani 1 1 d . . .
O6 O 0.2812(4) 1.0742(2) 0.07838(16) 0.0320(7) Uani 1 1 d . . .
O7 O 0.2930(3) 0.5951(2) 0.21311(15) 0.0277(6) Uani 1 1 d . . .
O8 O -0.5496(4) 0.6381(2) -0.00367(15) 0.0313(7) Uani 1 1 d . . .
O9 O -0.3086(3) 0.6426(2) -0.08303(15) 0.0283(7) Uani 1 1 d . . .
O10 O 0.6627(4) 0.4255(2) 0.31280(16) 0.0339(7) Uani 1 1 d . . .
O11 O 0.5592(4) 0.4131(2) 0.42566(16) 0.0386(7) Uani 1 1 d . . .
O12 O 0.5834(5) 0.2771(2) 0.33043(19) 0.0553(9) Uani 1 1 d . . .
N1 N 0.3438(4) 0.6831(2) 0.40381(18) 0.0212(7) Uani 1 1 d . . .
H1C H 0.2962 0.7050 0.3640 0.025 Uiso 1 1 calc R . .
N2 N 0.2015(4) 0.8948(2) 0.45795(17) 0.0233(7) Uani 1 1 d . . .
H2C H 0.2321 0.9604 0.4876 0.028 Uiso 1 1 calc R . .
N3 N 0.1930(4) 1.0504(2) 0.39827(18) 0.0227(7) Uani 1 1 d . . .
N4 N 0.5989(4) 0.7848(2) 0.30874(18) 0.0249(8) Uani 1 1 d . . .
H4A H 0.5399 0.7418 0.2617 0.030 Uiso 1 1 calc R . .
N5 N 0.4717(4) 0.8388(2) 0.18610(19) 0.0268(8) Uani 1 1 d . . .
N6 N 0.0261(4) 0.5393(2) 0.26931(18) 0.0240(8) Uani 1 1 d . . .
H6B H -0.0987 0.5329 0.2703 0.029 Uiso 1 1 calc R . .
N7 N -0.1956(4) 0.5930(2) 0.16927(18) 0.0231(7) Uani 1 1 d . . .
N8 N 0.5993(4) 0.3696(2) 0.35496(18) 0.0210(7) Uani 1 1 d . . .
C1 C 0.3716(5) 0.7694(3) 0.4846(2) 0.0267(9) Uani 1 1 d . . .
H1A H 0.4895 0.8231 0.4866 0.032 Uiso 1 1 calc R . .
H1B H 0.3901 0.7418 0.5291 0.032 Uiso 1 1 calc R . .
C2 C 0.2010(5) 0.8182(3) 0.4982(2) 0.0259(9) Uani 1 1 d . . .
H2A H 0.0807 0.7630 0.4785 0.031 Uiso 1 1 calc R . .
H2B H 0.1997 0.8513 0.5572 0.031 Uiso 1 1 calc R . .
C3 C 0.1577(5) 0.8694(3) 0.3784(2) 0.0208(9) Uani 1 1 d . . .
C4 C 0.1330(5) 0.9540(3) 0.3474(2) 0.0207(9) Uani 1 1 d . . .
C5 C 0.0464(5) 0.9275(3) 0.2689(2) 0.0211(9) Uani 1 1 d . . .
H5A H 0.0094 0.8578 0.2345 0.025 Uiso 1 1 calc R . .
C6 C 0.0156(5) 1.0061(3) 0.2426(2) 0.0220(9) Uani 1 1 d . . .
H6A H -0.0462 0.9911 0.1898 0.026 Uiso 1 1 calc R . .
C7 C 0.0759(5) 1.1068(3) 0.2941(2) 0.0240(9) Uani 1 1 d . . .
C8 C 0.1675(5) 1.1255(3) 0.3706(2) 0.0256(9) Uani 1 1 d . . .
H8A H 0.2143 1.1949 0.4048 0.031 Uiso 1 1 calc R . .
C9 C 0.0499(5) 1.1971(3) 0.2721(3) 0.0298(10) Uani 1 1 d . . .
C10 C -0.1009(5) 1.2530(3) 0.1788(2) 0.0274(9) Uani 1 1 d . . .
H10A H -0.1790 1.2253 0.1261 0.041 Uiso 1 1 calc R . .
H10B H 0.0187 1.3009 0.1753 0.041 Uiso 1 1 calc R . .
H10C H -0.1730 1.2895 0.2201 0.041 Uiso 1 1 calc R . .
C11 C 0.5299(5) 0.6570(3) 0.3810(2) 0.0272(10) Uani 1 1 d . . .
H11A H 0.5033 0.5958 0.3314 0.033 Uiso 1 1 calc R . .
H11B H 0.5859 0.6384 0.4250 0.033 Uiso 1 1 calc R . .
C12 C 0.6764(5) 0.7431(3) 0.3658(2) 0.0303(10) Uani 1 1 d . . .
H12A H 0.7232 0.7991 0.4180 0.036 Uiso 1 1 calc R . .
H12B H 0.7878 0.7170 0.3441 0.036 Uiso 1 1 calc R . .
C13 C 0.6136(5) 0.8852(3) 0.3247(2) 0.0248(9) Uani 1 1 d . . .
C14 C 0.5389(5) 0.9150(3) 0.2569(2) 0.0226(9) Uani 1 1 d . . .
C15 C 0.5440(5) 1.0174(3) 0.2675(2) 0.0241(9) Uani 1 1 d . . .
H15A H 0.5936 1.0692 0.3182 0.029 Uiso 1 1 calc R . .
C16 C 0.4769(5) 1.0430(3) 0.2044(2) 0.0259(9) Uani 1 1 d . . .
H16A H 0.4804 1.1126 0.2105 0.031 Uiso 1 1 calc R . .
C17 C 0.4040(5) 0.9657(3) 0.1318(2) 0.0227(9) Uani 1 1 d . . .
C18 C 0.4064(5) 0.8647(3) 0.1257(2) 0.0254(9) Uani 1 1 d . . .
H18A H 0.3586 0.8117 0.0754 0.031 Uiso 1 1 calc R . .
C19 C 0.3251(5) 0.9831(3) 0.0599(3) 0.0292(10) Uani 1 1 d . . .
C20 C 0.2115(6) 1.1009(3) 0.0112(2) 0.0388(11) Uani 1 1 d . . .
H20B H 0.3199 1.1407 -0.0078 0.047 Uiso 1 1 calc R . .
H20C H 0.1184 1.1423 0.0292 0.047 Uiso 1 1 calc R . .
H20A H 0.1492 1.0379 -0.0331 0.047 Uiso 1 1 calc R . .
C21 C 0.1974(5) 0.5891(3) 0.4079(2) 0.0252(9) Uani 1 1 d . . .
H21A H 0.2554 0.5588 0.4436 0.030 Uiso 1 1 calc R . .
H21B H 0.0853 0.6110 0.4329 0.030 Uiso 1 1 calc R . .
C22 C 0.1275(5) 0.5070(3) 0.3262(2) 0.0266(9) Uani 1 1 d . . .
H22A H 0.2396 0.4848 0.3014 0.032 Uiso 1 1 calc R . .
H22B H 0.0406 0.4465 0.3347 0.032 Uiso 1 1 calc R . .
C23 C 0.1156(5) 0.5784(3) 0.2158(2) 0.0228(9) Uani 1 1 d . . .
C24 C -0.0092(5) 0.6004(3) 0.1559(2) 0.0200(8) Uani 1 1 d . . .
C25 C 0.0687(5) 0.6228(3) 0.0906(2) 0.0258(9) Uani 1 1 d . . .
H25A H 0.2020 0.6294 0.0852 0.031 Uiso 1 1 calc R . .
C26 C -0.0493(5) 0.6358(3) 0.0332(2) 0.0247(9) Uani 1 1 d . . .
H26A H 0.0001 0.6495 -0.0133 0.030 Uiso 1 1 calc R . .
C27 C -0.2423(5) 0.6283(3) 0.0449(2) 0.0203(8) Uani 1 1 d . . .
C28 C -0.3083(5) 0.6078(3) 0.1138(2) 0.0234(9) Uani 1 1 d . . .
H28A H -0.4398 0.6040 0.1219 0.028 Uiso 1 1 calc R . .
C29 C -0.3841(5) 0.6368(3) -0.0153(2) 0.0256(9) Uani 1 1 d . . .
C30 C -0.4404(6) 0.6454(3) -0.1465(2) 0.0346(11) Uani 1 1 d . . .
H30A H -0.3714 0.6493 -0.1936 0.052 Uiso 1 1 calc R . .
H30B H -0.4926 0.7059 -0.1262 0.052 Uiso 1 1 calc R . .
H30C H -0.5460 0.5829 -0.1624 0.052 Uiso 1 1 calc R . .


_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
O1 C3 1.244(4) . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8500 . ?
O2 C9 1.194(5) . ?
O3 C9 1.336(4) . ?
O3 C10 1.456(4) . ?
O4 C13 1.231(4) . ?
O5 C19 1.214(4) . ?
O6 C19 1.338(4) . ?
O6 C20 1.449(4) . ?
O7 C23 1.246(4) . ?
O8 C29 1.213(4) . ?
O9 C29 1.330(4) . ?
O9 C30 1.455(4) . ?
O10 N8 1.260(4) . ?
O11 N8 1.267(4) . ?
O12 N8 1.218(4) . ?
N1 C11 1.496(4) . ?
N1 C21 1.516(5) . ?
N1 C1 1.521(4) . ?
N1 H1C 0.9300 . ?
N2 C3 1.330(4) . ?
N2 C2 1.462(4) . ?
N2 H2C 0.8800 . ?
N3 C4 1.335(5) . ?
N3 C8 1.340(5) . ?
N4 C13 1.335(5) . ?
N4 C12 1.463(4) . ?
N4 H4A 0.8800 . ?
N5 C18 1.327(4) . ?
N5 C14 1.348(5) . ?
N6 C23 1.334(5) . ?
N6 C22 1.457(4) . ?
N6 H6B 0.8800 . ?
N7 C28 1.341(4) . ?
N7 C24 1.350(4) . ?
C1 C2 1.526(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.499(5) . ?
C4 C5 1.391(5) . ?
C5 C6 1.387(5) . ?
C5 H5A 0.9500 . ?
C6 C7 1.384(5) . ?
C6 H6A 0.9500 . ?
C7 C8 1.394(5) . ?
C7 C9 1.490(5) . ?
C8 H8A 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.512(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.499(5) . ?
C14 C15 1.390(5) . ?
C15 C16 1.371(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.382(5) . ?
C16 H16A 0.9500 . ?
C17 C18 1.402(5) . ?
C17 C19 1.476(5) . ?
C18 H18A 0.9500 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20A 0.9800 . ?
C21 C22 1.514(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.510(5) . ?
C24 C25 1.373(5) . ?
C25 C26 1.377(5) . ?
C25 H25A 0.9500 . ?
C26 C27 1.389(5) . ?
C26 H26A 0.9500 . ?
C27 C28 1.392(5) . ?
C27 C29 1.495(5) . ?
C28 H28A 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
H1WA O1W H1WB 108.5 . . ?
C9 O3 C10 115.1(3) . . ?
C19 O6 C20 116.6(3) . . ?
C29 O9 C30 115.8(3) . . ?
C11 N1 C21 110.5(3) . . ?
C11 N1 C1 111.4(3) . . ?
C21 N1 C1 109.7(3) . . ?
C11 N1 H1C 108.4 . . ?
C21 N1 H1C 108.4 . . ?
C1 N1 H1C 108.4 . . ?
C3 N2 C2 122.6(3) . . ?
C3 N2 H2C 118.7 . . ?
C2 N2 H2C 118.7 . . ?
C4 N3 C8 116.9(3) . . ?
C13 N4 C12 123.0(3) . . ?
C13 N4 H4A 118.5 . . ?
C12 N4 H4A 118.5 . . ?
C18 N5 C14 117.2(3) . . ?
C23 N6 C22 122.3(3) . . ?
C23 N6 H6B 118.8 . . ?
C22 N6 H6B 118.8 . . ?
C28 N7 C24 116.3(3) . . ?
O12 N8 O10 121.7(3) . . ?
O12 N8 O11 120.3(3) . . ?
O10 N8 O11 118.0(3) . . ?
N1 C1 C2 112.4(3) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
N2 C2 C1 114.6(3) . . ?
N2 C2 H2A 108.6 . . ?
C1 C2 H2A 108.6 . . ?
N2 C2 H2B 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
O1 C3 N2 123.0(3) . . ?
O1 C3 C4 120.3(3) . . ?
N2 C3 C4 116.7(3) . . ?
N3 C4 C5 124.2(3) . . ?
N3 C4 C3 117.3(3) . . ?
C5 C4 C3 118.5(3) . . ?
C6 C5 C4 117.8(4) . . ?
C6 C5 H5A 121.1 . . ?
C4 C5 H5A 121.1 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6A 120.4 . . ?
C5 C6 H6A 120.4 . . ?
C6 C7 C8 118.5(3) . . ?
C6 C7 C9 123.7(3) . . ?
C8 C7 C9 117.8(4) . . ?
N3 C8 C7 123.3(4) . . ?
N3 C8 H8A 118.4 . . ?
C7 C8 H8A 118.4 . . ?
O2 C9 O3 124.1(4) . . ?
O2 C9 C7 123.8(4) . . ?
O3 C9 C7 112.2(4) . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 114.0(3) . . ?
N1 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
N1 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
N4 C12 C11 112.9(3) . . ?
N4 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N4 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
O4 C13 N4 123.8(4) . . ?
O4 C13 C14 120.4(3) . . ?
N4 C13 C14 115.8(3) . . ?
N5 C14 C15 122.6(4) . . ?
N5 C14 C13 116.9(3) . . ?
C15 C14 C13 120.5(3) . . ?
C16 C15 C14 119.5(4) . . ?
C16 C15 H15A 120.2 . . ?
C14 C15 H15A 120.2 . . ?
C15 C16 C17 118.8(4) . . ?
C15 C16 H16A 120.6 . . ?
C17 C16 H16A 120.6 . . ?
C16 C17 C18 118.1(3) . . ?
C16 C17 C19 124.0(4) . . ?
C18 C17 C19 117.8(3) . . ?
N5 C18 C17 123.7(3) . . ?
N5 C18 H18A 118.2 . . ?
C17 C18 H18A 118.2 . . ?
O5 C19 O6 123.5(4) . . ?
O5 C19 C17 124.2(3) . . ?
O6 C19 C17 112.3(3) . . ?
O6 C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 C20 H20A 109.5 . . ?
H20B C20 H20A 109.5 . . ?
H20C C20 H20A 109.5 . . ?
C22 C21 N1 113.9(3) . . ?
C22 C21 H21A 108.8 . . ?
N1 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
N1 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
N6 C22 C21 114.5(3) . . ?
N6 C22 H22A 108.6 . . ?
C21 C22 H22A 108.6 . . ?
N6 C22 H22B 108.6 . . ?
C21 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
O7 C23 N6 123.0(3) . . ?
O7 C23 C24 120.2(4) . . ?
N6 C23 C24 116.8(3) . . ?
N7 C24 C25 124.0(3) . . ?
N7 C24 C23 116.5(3) . . ?
C25 C24 C23 119.4(3) . . ?
C24 C25 C26 119.0(3) . . ?
C24 C25 H25A 120.5 . . ?
C26 C25 H25A 120.5 . . ?
C25 C26 C27 118.4(4) . . ?
C25 C26 H26A 120.8 . . ?
C27 C26 H26A 120.8 . . ?
C26 C27 C28 118.7(3) . . ?
C26 C27 C29 122.7(3) . . ?
C28 C27 C29 118.5(3) . . ?
N7 C28 C27 123.4(3) . . ?
N7 C28 H28A 118.3 . . ?
C27 C28 H28A 118.3 . . ?
O8 C29 O9 123.8(3) . . ?
O8 C29 C27 123.7(4) . . ?
O9 C29 C27 112.4(3) . . ?
O9 C30 H30A 109.5 . . ?
O9 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O9 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.069
_database_code_depnum_ccdc_archive 'CCDC 972312'
#######################################################################
#
#                 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_compound5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H36 Cl N7 O14'
_chemical_formula_weight         754.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.1623(6)
_cell_length_b                   13.8115(15)
_cell_length_c                   17.8102(13)
_cell_angle_alpha                107.186(9)
_cell_angle_beta                 92.852(6)
_cell_angle_gamma                97.661(8)
_cell_volume                     1660.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2237
_cell_measurement_theta_min      3.7910
_cell_measurement_theta_max      27.4290

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             788
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9710
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_process_details   'CrysAlis RED'

_exptl_special_details           
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(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  'Xcalibur, Sapphire3, Gemini ultra'
_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            11172
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0599
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5857
_reflns_number_gt                4457
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD'
_computing_cell_refinement       'CrysAlis RED'
_computing_data_reduction        'CrysAlis RED'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL V.5.0 (Sheldrick, 1997)'

_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)+(0.0868P)²+1.7964P] 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         5857
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1942
_refine_ls_wR_factor_gt          0.1767
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.005
_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
C1 C -0.3977(4) 0.2273(2) -0.48272(13) 0.0387(7) Uani 1 1 d . . .
H1A H -0.4223 0.2535 -0.5278 0.046 Uiso 1 1 calc R . .
H1B H -0.5081 0.1760 -0.4826 0.046 Uiso 1 1 calc R . .
C2 C -0.2236(4) 0.1746(2) -0.49517(14) 0.0413(7) Uani 1 1 d . . .
H2A H -0.2228 0.1396 -0.5523 0.050 Uiso 1 1 calc R . .
H2B H -0.1096 0.2277 -0.4785 0.050 Uiso 1 1 calc R . .
C3 C -0.1673(3) 0.1278(2) -0.37554(14) 0.0358(7) Uani 1 1 d . . .
C4 C -0.1311(3) 0.04524(19) -0.34115(14) 0.0341(6) Uani 1 1 d . . .
C5 C -0.0496(3) 0.0736(2) -0.26354(14) 0.0357(7) Uani 1 1 d . . .
H5A H -0.0208 0.1437 -0.2329 0.043 Uiso 1 1 calc R . .
C6 C -0.0119(3) -0.0027(2) -0.23232(15) 0.0388(7) Uani 1 1 d . . .
H6A H 0.0475 0.0142 -0.1802 0.047 Uiso 1 1 calc R . .
C7 C -0.0617(3) -0.1038(2) -0.27774(16) 0.0396(7) Uani 1 1 d . . .
C8 C -0.1458(4) -0.1251(2) -0.35484(17) 0.0450(8) Uani 1 1 d . . .
H8A H -0.1813 -0.1948 -0.3858 0.054 Uiso 1 1 calc R . .
C9 C -0.0340(4) -0.1911(2) -0.24727(19) 0.0498(8) Uani 1 1 d . . .
C10 C 0.1220(5) -0.2480(2) -0.15556(19) 0.0554(9) Uani 1 1 d . . .
H10A H 0.2098 -0.2208 -0.1076 0.083 Uiso 1 1 calc R . .
H10B H 0.1797 -0.2965 -0.1962 0.083 Uiso 1 1 calc R . .
H10C H 0.0044 -0.2833 -0.1437 0.083 Uiso 1 1 calc R . .
C11 C -0.5696(4) 0.3457(2) -0.38746(15) 0.0382(7) Uani 1 1 d . . .
H11A H -0.6247 0.3661 -0.4315 0.046 Uiso 1 1 calc R . .
H11B H -0.5512 0.4065 -0.3398 0.046 Uiso 1 1 calc R . .
C12 C -0.7081(4) 0.2628(2) -0.37295(15) 0.0432(7) Uani 1 1 d . . .
H12A H -0.8218 0.2919 -0.3532 0.052 Uiso 1 1 calc R . .
H12B H -0.7482 0.2082 -0.4236 0.052 Uiso 1 1 calc R . .
C13 C -0.6338(3) 0.1177(2) -0.33127(14) 0.0356(7) Uani 1 1 d . . .
C14 C -0.5591(3) 0.0856(2) -0.26319(13) 0.0336(6) Uani 1 1 d . . .
C15 C -0.5525(3) -0.0163(2) -0.27231(15) 0.0371(7) Uani 1 1 d . . .
H15A H -0.5951 -0.0671 -0.3214 0.045 Uiso 1 1 calc R . .
C16 C -0.4830(3) -0.0436(2) -0.20901(14) 0.0371(7) Uani 1 1 d . . .
H16A H -0.4789 -0.1134 -0.2133 0.044 Uiso 1 1 calc R . .
C17 C -0.4194(3) 0.0335(2) -0.13900(14) 0.0359(7) Uani 1 1 d . . .
C18 C -0.4352(4) 0.1337(2) -0.13517(14) 0.0394(7) Uani 1 1 d . . .
H18A H -0.3954 0.1859 -0.0866 0.047 Uiso 1 1 calc R . .
C19 C -0.3360(4) 0.0134(2) -0.06813(16) 0.0444(7) Uani 1 1 d . . .
C20 C -0.2179(5) -0.1051(3) -0.01498(19) 0.0649(10) Uani 1 1 d . . .
H20A H -0.1941 -0.1763 -0.0318 0.097 Uiso 1 1 calc R . .
H20B H -0.3073 -0.0969 0.0255 0.097 Uiso 1 1 calc R . .
H20C H -0.0987 -0.0591 0.0068 0.097 Uiso 1 1 calc R . .
C21 C -0.2455(4) 0.40580(19) -0.41133(13) 0.0372(7) Uani 1 1 d . . .
H21A H -0.3033 0.4357 -0.4492 0.045 Uiso 1 1 calc R . .
H21B H -0.1293 0.3813 -0.4325 0.045 Uiso 1 1 calc R . .
C22 C -0.1900(4) 0.48964(19) -0.33350(14) 0.0377(7) Uani 1 1 d . . .
H22A H -0.1150 0.5493 -0.3436 0.045 Uiso 1 1 calc R . .
H22B H -0.3064 0.5119 -0.3109 0.045 Uiso 1 1 calc R . .
C23 C -0.1630(3) 0.41908(18) -0.22382(13) 0.0298(6) Uani 1 1 d . . .
C24 C -0.0298(3) 0.40083(17) -0.16361(12) 0.0276(6) Uani 1 1 d . . .
C25 C -0.1019(3) 0.37763(19) -0.09904(13) 0.0340(6) Uani 1 1 d . . .
H25A H -0.2344 0.3687 -0.0948 0.041 Uiso 1 1 calc R . .
C26 C 0.0223(3) 0.36782(19) -0.04125(13) 0.0339(6) Uani 1 1 d . . .
H26A H -0.0226 0.3539 0.0044 0.041 Uiso 1 1 calc R . .
C27 C 0.2144(3) 0.37861(18) -0.05069(13) 0.0295(6) Uani 1 1 d . . .
C28 C 0.2733(3) 0.3977(2) -0.11892(13) 0.0343(6) Uani 1 1 d . . .
H28A H 0.4042 0.4017 -0.1265 0.041 Uiso 1 1 calc R . .
C29 C 0.3617(3) 0.37219(19) 0.00935(13) 0.0334(6) Uani 1 1 d . . .
C30 C 0.4226(4) 0.3629(2) 0.13824(15) 0.0475(8) Uani 1 1 d . . .
H30A H 0.3560 0.3608 0.1846 0.071 Uiso 1 1 calc R . .
H30B H 0.5215 0.4233 0.1526 0.071 Uiso 1 1 calc R . .
H30C H 0.4804 0.3007 0.1194 0.071 Uiso 1 1 calc R . .
N1 N -0.3807(3) 0.31545(15) -0.40690(11) 0.0326(5) Uani 1 1 d . . .
H1C H -0.3330 0.2935 -0.3663 0.039 Uiso 1 1 calc R . .
N2 N -0.2105(3) 0.10044(17) -0.45322(12) 0.0397(6) Uani 1 1 d . . .
H2C H -0.2319 0.0347 -0.4800 0.048 Uiso 1 1 calc R . .
N3 N -0.1783(3) -0.05249(17) -0.38678(13) 0.0407(6) Uani 1 1 d . . .
N4 N -0.6313(3) 0.21777(16) -0.31662(12) 0.0369(6) Uani 1 1 d . . .
H4A H -0.5804 0.2589 -0.2703 0.044 Uiso 1 1 calc R . .
N5 N -0.5028(3) 0.16119(16) -0.19535(12) 0.0382(6) Uani 1 1 d . . .
N6 N -0.0812(3) 0.45936(15) -0.27575(11) 0.0326(5) Uani 1 1 d . . .
H6B H 0.0429 0.4678 -0.2749 0.039 Uiso 1 1 calc R . .
N7 N 0.1555(3) 0.41048(16) -0.17408(11) 0.0337(5) Uani 1 1 d . . .
O1 O -0.1513(3) 0.21768(13) -0.33292(10) 0.0404(5) Uani 1 1 d . . .
O1W O 0.1327(5) 0.3630(2) 0.47583(18) 0.1046(11) Uani 1 1 d . . .
O2 O 0.0811(3) -0.16525(15) -0.18371(11) 0.0489(5) Uani 1 1 d . . .
O3 O -0.1170(4) -0.27589(18) -0.27618(18) 0.0983(10) Uani 1 1 d . . .
O4 O -0.6950(3) 0.05328(15) -0.39470(10) 0.0489(6) Uani 1 1 d . . .
O5 O -0.2972(3) -0.08025(15) -0.08219(11) 0.0534(6) Uani 1 1 d . . .
O6 O -0.3079(4) 0.07705(18) -0.00417(13) 0.0787(8) Uani 1 1 d . . .
O7 O -0.3355(2) 0.39940(13) -0.22351(9) 0.0368(4) Uani 1 1 d . . .
O8 O 0.2891(2) 0.36884(14) 0.07605(9) 0.0408(5) Uani 1 1 d . . .
O9 O 0.5248(2) 0.36900(16) -0.00121(10) 0.0498(6) Uani 1 1 d . . .
O10 O 0.5175(3) 0.40480(19) 0.41066(12) 0.0662(7) Uani 1 1 d . . .
O11 O 0.6832(4) 0.42415(18) 0.30398(13) 0.0807(8) Uani 1 1 d . . .
Cl1 Cl 0.65280(11) 0.37184(6) 0.35869(4) 0.0585(2) Uani 0.655(3) 1 d P A 1
O12 O 0.8320(5) 0.4241(5) 0.4133(2) 0.115(2) Uani 0.655(3) 1 d P A 1
O13 O 0.6468(9) 0.2710(3) 0.3363(3) 0.1121(19) Uani 0.655(3) 1 d P A 1
Cl1' Cl 0.65280(11) 0.37184(6) 0.35869(4) 0.0585(2) Uani 0.345(3) 1 d P A 2
O12' O 0.7791(9) 0.3100(6) 0.3713(4) 0.072(2) Uani 0.345(3) 1 d P A 2
O13' O 0.5027(13) 0.2859(6) 0.2902(5) 0.090(3) Uani 0.345(3) 1 d P A 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
C1 N1 1.514(3) . ?
C1 C2 1.520(4) . ?
C2 N2 1.444(4) . ?
C3 O1 1.236(3) . ?
C3 N2 1.330(3) . ?
C3 C4 1.490(4) . ?
C4 N3 1.341(3) . ?
C4 C5 1.394(3) . ?
C5 C6 1.377(4) . ?
C6 C7 1.380(3) . ?
C7 C8 1.402(4) . ?
C7 C9 1.492(4) . ?
C8 N3 1.330(4) . ?
C9 O3 1.191(3) . ?
C9 O2 1.296(3) . ?
C10 O2 1.434(4) . ?
C11 N1 1.496(3) . ?
C11 C12 1.503(4) . ?
C12 N4 1.450(4) . ?
C13 O4 1.230(3) . ?
C13 N4 1.325(3) . ?
C13 C14 1.507(4) . ?
C14 N5 1.344(3) . ?
C14 C15 1.376(4) . ?
C15 C16 1.381(4) . ?
C16 C17 1.387(3) . ?
C17 C18 1.386(4) . ?
C17 C19 1.484(4) . ?
C18 N5 1.328(4) . ?
C19 O6 1.204(3) . ?
C19 O5 1.312(4) . ?
C20 O5 1.450(4) . ?
C21 N1 1.499(3) . ?
C21 C22 1.515(3) . ?
C22 N6 1.449(3) . ?
C23 O7 1.230(3) . ?
C23 N6 1.334(3) . ?
C23 C24 1.499(3) . ?
C24 N7 1.344(3) . ?
C24 C25 1.387(3) . ?
C25 C26 1.376(3) . ?
C26 C27 1.388(3) . ?
C27 C28 1.391(3) . ?
C27 C29 1.495(3) . ?
C28 N7 1.330(3) . ?
C29 O9 1.197(3) . ?
C29 O8 1.331(3) . ?
C30 O8 1.455(3) . ?
O10 Cl1 1.400(2) . ?
O11 Cl1 1.383(3) . ?
Cl1 O13 1.324(4) . ?
Cl1 O12 1.526(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
N1 C1 C2 114.03(19) . . ?
N2 C2 C1 114.9(2) . . ?
O1 C3 N2 122.6(3) . . ?
O1 C3 C4 120.3(2) . . ?
N2 C3 C4 117.0(2) . . ?
N3 C4 C5 123.6(3) . . ?
N3 C4 C3 118.1(2) . . ?
C5 C4 C3 118.4(2) . . ?
C6 C5 C4 118.4(2) . . ?
C5 C6 C7 119.1(2) . . ?
C6 C7 C8 118.5(3) . . ?
C6 C7 C9 122.6(2) . . ?
C8 C7 C9 118.9(2) . . ?
N3 C8 C7 123.3(2) . . ?
O3 C9 O2 122.7(3) . . ?
O3 C9 C7 123.3(3) . . ?
O2 C9 C7 113.9(2) . . ?
N1 C11 C12 114.2(2) . . ?
N4 C12 C11 113.2(2) . . ?
O4 C13 N4 124.1(3) . . ?
O4 C13 C14 120.6(2) . . ?
N4 C13 C14 115.3(2) . . ?
N5 C14 C15 123.6(2) . . ?
N5 C14 C13 116.2(2) . . ?
C15 C14 C13 120.1(2) . . ?
C14 C15 C16 118.9(2) . . ?
C15 C16 C17 118.4(3) . . ?
C18 C17 C16 118.3(2) . . ?
C18 C17 C19 118.6(2) . . ?
C16 C17 C19 123.0(3) . . ?
N5 C18 C17 124.0(2) . . ?
O6 C19 O5 123.7(3) . . ?
O6 C19 C17 122.9(3) . . ?
O5 C19 C17 113.4(2) . . ?
N1 C21 C22 114.9(2) . . ?
N6 C22 C21 114.1(2) . . ?
O7 C23 N6 123.2(2) . . ?
O7 C23 C24 121.4(2) . . ?
N6 C23 C24 115.4(2) . . ?
N7 C24 C25 123.2(2) . . ?
N7 C24 C23 117.9(2) . . ?
C25 C24 C23 118.9(2) . . ?
C26 C25 C24 118.6(2) . . ?
C25 C26 C27 118.9(2) . . ?
C26 C27 C28 118.5(2) . . ?
C26 C27 C29 123.3(2) . . ?
C28 C27 C29 118.2(2) . . ?
N7 C28 C27 123.2(2) . . ?
O9 C29 O8 123.8(2) . . ?
O9 C29 C27 124.5(2) . . ?
O8 C29 C27 111.7(2) . . ?
C11 N1 C21 110.5(2) . . ?
C11 N1 C1 111.30(18) . . ?
C21 N1 C1 111.14(18) . . ?
C3 N2 C2 122.4(2) . . ?
C8 N3 C4 117.1(2) . . ?
C13 N4 C12 123.4(2) . . ?
C18 N5 C14 116.7(2) . . ?
C23 N6 C22 122.2(2) . . ?
C28 N7 C24 117.5(2) . . ?
C9 O2 C10 115.7(2) . . ?
C19 O5 C20 116.0(2) . . ?
C29 O8 C30 115.7(2) . . ?
O13 Cl1 O11 119.3(2) . . ?
O13 Cl1 O10 112.9(3) . . ?
O11 Cl1 O10 115.27(16) . . ?
O13 Cl1 O12 110.0(4) . . ?
O11 Cl1 O12 96.5(2) . . ?
O10 Cl1 O12 99.16(18) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.794
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 972313'
