# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

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

data_complex1
_database_code_depnum_ccdc_archive 'CCDC 1470024'
_audit_update_record             
;
2016-03-22 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 Co N6 O12'
_chemical_formula_weight         699.49

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)/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                   14.5649(3)
_cell_length_b                   14.1256(4)
_cell_length_c                   15.1659(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.328(3)
_cell_angle_gamma                90.00
_cell_volume                     3036.16(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1444
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9101
_exptl_absorpt_correction_T_max  0.9388
_exptl_absorpt_process_details   'CrysAlis RED'

_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  'CrysAlis CCD, Oxford Diffraction Ltd.'
_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            17689
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5949
_reflns_number_gt                4112
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0853P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5949
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1402
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.024
_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 -0.246282(17) -0.48883(2) 0.51786(2) 0.02752(8) Uani 1 1 d . . .
O1 O -0.33986(9) -0.39415(11) 0.53034(12) 0.0379(4) Uani 1 1 d . . .
O2 O -0.25810(10) -0.25932(12) 0.54361(13) 0.0458(5) Uani 1 1 d . . .
O3 O -0.66651(9) -0.40550(11) 0.49447(11) 0.0357(4) Uani 1 1 d . . .
O4 O -0.75373(10) -0.28476(13) 0.52272(14) 0.0507(5) Uani 1 1 d . . .
O5 O -0.43146(12) 0.02658(12) 0.60621(13) 0.0480(5) Uani 1 1 d . . .
O6 O -0.57122(12) 0.01181(12) 0.63029(13) 0.0511(5) Uani 1 1 d . . .
O7 O -0.17589(10) -0.55015(15) 0.73343(12) 0.0537(6) Uani 1 1 d . . .
O8 O -0.13167(10) -0.49465(13) 0.61304(13) 0.0482(5) Uani 1 1 d . . .
O9 O 0.17983(10) -0.52679(12) 0.57906(11) 0.0406(5) Uani 1 1 d . . .
O10 O 0.30236(10) -0.54689(14) 0.69541(13) 0.0506(5) Uani 1 1 d . . .
O11 O 0.23085(15) -0.51954(19) 0.99917(15) 0.0789(8) Uani 1 1 d . . .
O12 O 0.09155(13) -0.56292(15) 1.01229(13) 0.0610(6) Uani 1 1 d . . .
C1 C -0.42021(13) -0.25524(15) 0.54788(14) 0.0245(5) Uani 1 1 d . . .
C2 C -0.50465(13) -0.30463(15) 0.53136(14) 0.0235(5) Uani 1 1 d . . .
H4A H -0.5049 -0.3682 0.5152 0.028 Uiso 1 1 calc R . .
C3 C -0.58909(13) -0.26251(15) 0.53803(14) 0.0244(5) Uani 1 1 d . . .
C4 C -0.58860(14) -0.16793(16) 0.56343(15) 0.0284(5) Uani 1 1 d . . .
H3A H -0.6438 -0.1379 0.5690 0.034 Uiso 1 1 calc R . .
C5 C -0.50373(15) -0.11986(15) 0.58014(14) 0.0286(6) Uani 1 1 d . . .
C6 C -0.42079(14) -0.16093(16) 0.57086(15) 0.0291(6) Uani 1 1 d . . .
H6A H -0.3657 -0.1254 0.5800 0.035 Uiso 1 1 calc R . .
C7 C -0.33051(14) -0.30490(16) 0.54006(15) 0.0296(6) Uani 1 1 d . . .
C8 C -0.67856(14) -0.32024(17) 0.51691(15) 0.0295(6) Uani 1 1 d . . .
C9 C -0.01258(14) -0.53269(15) 0.73825(15) 0.0276(5) Uani 1 1 d . . .
C10 C 0.05340(14) -0.53089(15) 0.68508(15) 0.0263(5) Uani 1 1 d . . .
H12A H 0.0327 -0.5262 0.6225 0.032 Uiso 1 1 calc R . .
C11 C 0.14861(13) -0.53585(15) 0.72298(16) 0.0273(5) Uani 1 1 d . . .
C12 C 0.18035(15) -0.53799(16) 0.81560(16) 0.0324(6) Uani 1 1 d . . .
H14A H 0.2446 -0.5386 0.8424 0.039 Uiso 1 1 calc R . .
C13 C 0.11401(15) -0.53916(16) 0.86802(16) 0.0325(6) Uani 1 1 d . . .
C14 C 0.01782(15) -0.53776(16) 0.83140(16) 0.0318(6) Uani 1 1 d . . .
H11A H -0.0250 -0.5402 0.8683 0.038 Uiso 1 1 calc R . .
C15 C -0.11782(14) -0.52539(16) 0.69143(16) 0.0304(6) Uani 1 1 d . . .
C16 C 0.21963(13) -0.53733(15) 0.66144(16) 0.0264(5) Uani 1 1 d . . .
C17 C -0.2282(2) 0.2061(2) 0.7024(3) 0.1125(14) Uani 1 1 d . . .
H17A H -0.1805 0.1591 0.7232 0.169 Uiso 1 1 calc R . .
H17B H -0.2020 0.2680 0.7174 0.169 Uiso 1 1 calc R . .
H17C H -0.2506 0.2010 0.6379 0.169 Uiso 1 1 calc R . .
C18 C -0.30332(17) 0.19176(19) 0.7442(2) 0.0517(8) Uani 1 1 d . . .
H18A H -0.2794 0.1948 0.8093 0.062 Uiso 1 1 calc R . .
H18B H -0.3283 0.1286 0.7294 0.062 Uiso 1 1 calc R . .
C19 C -0.37231(14) 0.35246(17) 0.70264(15) 0.0315(6) Uani 1 1 d . . .
H19A H -0.3157 0.3843 0.7062 0.038 Uiso 1 1 calc R . .
C20 C -0.47501(14) 0.24080(17) 0.70673(16) 0.0346(6) Uani 1 1 d . . .
H20A H -0.5011 0.1819 0.7134 0.041 Uiso 1 1 calc R . .
C21 C -0.52236(14) 0.32232(16) 0.68456(15) 0.0317(6) Uani 1 1 d . . .
H21A H -0.5874 0.3304 0.6732 0.038 Uiso 1 1 calc R . .
C22 C -0.47877(17) 0.48875(16) 0.65352(18) 0.0393(6) Uani 1 1 d . . .
H22A H -0.4210 0.5231 0.6576 0.059 Uiso 1 1 calc R . .
H22B H -0.5143 0.5178 0.6923 0.059 Uiso 1 1 calc R . .
H22C H -0.5151 0.4898 0.5921 0.059 Uiso 1 1 calc R . .
C23 C 0.2714(2) 0.3286(4) 1.1999(3) 0.1102(17) Uani 1 1 d . . .
H23A H 0.3174 0.3456 1.2537 0.165 Uiso 1 1 calc R . .
H23B H 0.2606 0.3815 1.1589 0.165 Uiso 1 1 calc R . .
H23C H 0.2941 0.2758 1.1712 0.165 Uiso 1 1 calc R . .
C24 C 0.1956(3) 0.3065(4) 1.2204(4) 0.130(2) Uani 1 1 d . . .
H24A H 0.1780 0.3604 1.2526 0.157 Uiso 1 1 calc R . .
H24B H 0.2110 0.2557 1.2644 0.157 Uiso 1 1 calc R . .
C25 C 0.0249(2) 0.2833(2) 1.1709(2) 0.0696(9) Uani 1 1 d . . .
H25A H 0.0067 0.3046 1.2224 0.084 Uiso 1 1 calc R . .
C26 C 0.11460(17) 0.24157(18) 1.08007(18) 0.0430(7) Uani 1 1 d . . .
H26A H 0.1661 0.2305 1.0550 0.052 Uiso 1 1 calc R . .
C27 C -0.0328(2) 0.2517(2) 1.0952(3) 0.0753(11) Uani 1 1 d . . .
H27A H -0.0984 0.2503 1.0823 0.090 Uiso 1 1 calc R . .
C28 C -0.0149(2) 0.1853(3) 0.9500(3) 0.1085(14) Uani 1 1 d . . .
H28A H -0.0822 0.1790 0.9394 0.163 Uiso 1 1 calc R . .
H28B H 0.0126 0.1245 0.9443 0.163 Uiso 1 1 calc R . .
H28C H 0.0004 0.2281 0.9064 0.163 Uiso 1 1 calc R . .
N1 N -0.50271(14) -0.02026(14) 0.60748(14) 0.0367(5) Uani 1 1 d . . .
N2 N 0.14845(16) -0.54018(17) 0.96728(15) 0.0494(6) Uani 1 1 d . . .
N3 N -0.38126(12) 0.26090(13) 0.71763(13) 0.0317(5) Uani 1 1 d . . .
N4 N -0.45724(11) 0.39099(13) 0.68185(12) 0.0284(5) Uani 1 1 d . . .
N5 N 0.02265(14) 0.22255(16) 1.04209(18) 0.0563(7) Uani 1 1 d . . .
N6 N 0.1157(2) 0.27909(18) 1.1600(2) 0.0692(9) 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 O8 1.9407(16) . ?
Co1 O3 1.9407(15) 3_446 ?
Co1 O1 1.9497(15) . ?
Co1 O9 1.9498(17) 3_546 ?
O1 C7 1.273(3) . ?
O2 C7 1.226(3) . ?
O3 C8 1.275(3) . ?
O3 Co1 1.9407(15) 3_446 ?
O4 C8 1.226(3) . ?
O5 N1 1.234(3) . ?
O6 N1 1.216(3) . ?
O7 C15 1.221(3) . ?
O8 C15 1.238(3) . ?
O9 C16 1.259(3) . ?
O9 Co1 1.9498(17) 3_546 ?
O10 C16 1.204(2) . ?
O11 N2 1.221(3) . ?
O12 N2 1.232(3) . ?
C1 C6 1.378(3) . ?
C1 C2 1.386(3) . ?
C1 C7 1.511(3) . ?
C2 C3 1.391(3) . ?
C3 C4 1.390(3) . ?
C3 C8 1.508(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.376(3) . ?
C5 N1 1.466(3) . ?
C9 C14 1.382(3) . ?
C9 C10 1.390(3) . ?
C9 C15 1.537(3) . ?
C10 C11 1.375(3) . ?
C11 C12 1.374(3) . ?
C11 C16 1.545(3) . ?
C12 C13 1.386(3) . ?
C13 C14 1.383(3) . ?
C13 N2 1.473(3) . ?
C17 C18 1.399(4) . ?
C18 N3 1.481(3) . ?
C19 N4 1.321(3) . ?
C19 N3 1.325(3) . ?
C20 C21 1.345(3) . ?
C20 N3 1.367(3) . ?
C21 N4 1.364(3) . ?
C22 N4 1.459(3) . ?
C23 C24 1.254(6) . ?
C24 N6 1.361(5) . ?
C25 C27 1.334(5) . ?
C25 N6 1.371(4) . ?
C26 N6 1.320(4) . ?
C26 N5 1.357(3) . ?
C27 N5 1.331(4) . ?
C28 N5 1.475(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
O8 Co1 O3 118.08(7) . 3_446 ?
O8 Co1 O1 117.23(7) . . ?
O3 Co1 O1 94.61(6) 3_446 . ?
O8 Co1 O9 94.26(7) . 3_546 ?
O3 Co1 O9 116.23(7) 3_446 3_546 ?
O1 Co1 O9 118.37(7) . 3_546 ?
C7 O1 Co1 129.21(13) . . ?
C8 O3 Co1 128.69(13) . 3_446 ?
C15 O8 Co1 130.62(14) . . ?
C16 O9 Co1 124.50(14) . 3_546 ?
C6 C1 C2 118.41(19) . . ?
C6 C1 C7 121.64(18) . . ?
C2 C1 C7 119.96(19) . . ?
C1 C2 C3 122.3(2) . . ?
C4 C3 C2 118.90(18) . . ?
C4 C3 C8 121.85(18) . . ?
C2 C3 C8 119.25(19) . . ?
C5 C4 C3 118.05(19) . . ?
C6 C5 C4 122.9(2) . . ?
C6 C5 N1 118.79(19) . . ?
C4 C5 N1 118.28(19) . . ?
C5 C6 C1 119.36(19) . . ?
O2 C7 O1 126.4(2) . . ?
O2 C7 C1 120.2(2) . . ?
O1 C7 C1 113.42(18) . . ?
O4 C8 O3 125.9(2) . . ?
O4 C8 C3 120.4(2) . . ?
O3 C8 C3 113.72(17) . . ?
C14 C9 C10 119.52(19) . . ?
C14 C9 C15 121.8(2) . . ?
C10 C9 C15 118.7(2) . . ?
C11 C10 C9 121.5(2) . . ?
C12 C11 C10 119.8(2) . . ?
C12 C11 C16 120.20(18) . . ?
C10 C11 C16 120.0(2) . . ?
C11 C12 C13 118.17(19) . . ?
C14 C13 C12 123.0(2) . . ?
C14 C13 N2 119.0(2) . . ?
C12 C13 N2 117.92(19) . . ?
C9 C14 C13 117.9(2) . . ?
O7 C15 O8 128.5(2) . . ?
O7 C15 C9 118.5(2) . . ?
O8 C15 C9 113.05(19) . . ?
O10 C16 O9 128.6(2) . . ?
O10 C16 C11 119.1(2) . . ?
O9 C16 C11 112.26(17) . . ?
C17 C18 N3 114.3(2) . . ?
N4 C19 N3 108.62(18) . . ?
C21 C20 N3 107.0(2) . . ?
C20 C21 N4 107.25(18) . . ?
C23 C24 N6 124.6(5) . . ?
C27 C25 N6 108.4(3) . . ?
N6 C26 N5 105.7(2) . . ?
N5 C27 C25 105.9(3) . . ?
O6 N1 O5 123.5(2) . . ?
O6 N1 C5 118.8(2) . . ?
O5 N1 C5 117.6(2) . . ?
O11 N2 O12 124.6(2) . . ?
O11 N2 C13 118.3(2) . . ?
O12 N2 C13 117.1(2) . . ?
C19 N3 C20 108.49(18) . . ?
C19 N3 C18 126.21(18) . . ?
C20 N3 C18 125.3(2) . . ?
C19 N4 C21 108.61(19) . . ?
C19 N4 C22 125.88(19) . . ?
C21 N4 C22 125.34(18) . . ?
C27 N5 C26 111.1(3) . . ?
C27 N5 C28 122.6(3) . . ?
C26 N5 C28 125.9(2) . . ?
C26 N6 C24 124.1(3) . . ?
C26 N6 C25 108.7(3) . . ?
C24 N6 C25 127.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.071
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound4
_database_code_depnum_ccdc_archive 'CCDC 1470025'
_audit_update_record             
;
2016-03-22 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H15 N3 O6'
_chemical_formula_weight         321.29

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'
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'
H H 0.0000 0.0000 '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)/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                   7.1529(14)
_cell_length_b                   15.431(3)
_cell_length_c                   14.163(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.41(3)
_cell_angle_gamma                90.00
_cell_volume                     1491.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Column
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.9721
_exptl_absorpt_correction_T_max  0.9776
_exptl_absorpt_process_details   Tompa_analytical

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10836
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_sigmaI/netI    0.0722
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2605
_reflns_number_gt                1402
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       R-AXIS-SPIDER
_computing_cell_refinement       R-AXIS-SPIDER
_computing_data_reduction        R-AXIS-SPIDER
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (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)+(0.1644P)²+0.2568P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.008(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2605
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1467
_refine_ls_R_factor_gt           0.0949
_refine_ls_wR_factor_ref         0.3028
_refine_ls_wR_factor_gt          0.2659
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.003

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 0.8204(5) -0.4084(2) 0.8057(2) 0.0641(11) Uani 1 1 d . . .
O2 O 0.8031(7) -0.2855(3) 0.7243(3) 0.0787(13) Uani 1 1 d . . .
O3 O 0.7086(7) -0.6780(3) 0.6158(4) 0.0868(14) Uani 1 1 d . . .
O4 O 0.7113(7) -0.6796(3) 0.4656(4) 0.0921(15) Uani 1 1 d . . .
O5 O 0.7394(7) -0.4103(3) 0.2895(3) 0.0752(12) Uani 1 1 d . . .
O6 O 0.8062(6) -0.2884(2) 0.3774(3) 0.0719(12) Uani 1 1 d . . .
N1 N 0.7697(7) -0.3697(4) 0.3672(3) 0.0704(14) Uani 1 1 d . . .
C1 C 0.8036(7) -0.3671(3) 0.7297(3) 0.0476(12) Uani 1 1 d . . .
C2 C 0.7827(6) -0.4146(3) 0.6342(3) 0.0451(11) Uani 1 1 d . . .
C3 C 0.7828(7) -0.3714(4) 0.5472(3) 0.0444(12) Uani 1 1 d . . .
C4 C 0.7652(6) -0.4156(3) 0.4610(3) 0.0438(11) Uani 1 1 d . . .
C5 C 0.7452(6) -0.5050(3) 0.4588(3) 0.0479(12) Uani 1 1 d . . .
H5A H 0.7321 -0.5357 0.4007 0.057 Uiso 1 1 calc R . .
C6 C 0.7454(6) -0.5471(3) 0.5444(3) 0.0468(12) Uani 1 1 d . . .
C7 C 0.7658(6) -0.5038(3) 0.6325(4) 0.0486(12) Uani 1 1 d . . .
C8 C 0.7220(7) -0.6414(3) 0.5418(4) 0.0447(11) Uani 1 1 d . . .
N2 N 0.6211(6) -0.8787(3) 0.6023(3) 0.0532(11) Uani 1 1 d . . .
N3 N 0.6415(6) -0.8796(3) 0.4535(3) 0.0541(11) Uani 1 1 d . . .
C9 C 0.6768(9) -0.8758(5) 0.7112(4) 0.0783(18) Uani 1 1 d . . .
H9A H 0.8168 -0.8788 0.7378 0.117 Uiso 1 1 calc R . .
H9B H 0.6188 -0.9239 0.7349 0.117 Uiso 1 1 calc R . .
H9C H 0.6310 -0.8226 0.7317 0.117 Uiso 1 1 calc R . .
C10 C 0.4344(9) -0.8757(4) 0.5391(4) 0.0679(16) Uani 1 1 d . . .
C11 C 0.4473(7) -0.8767(4) 0.4466(4) 0.0630(15) Uani 1 1 d . . .
H11A H 0.3431 -0.8756 0.3885 0.076 Uiso 1 1 calc R . .
C12 C 0.7453(8) -0.8805(3) 0.5492(4) 0.0560(13) Uani 1 1 d . . .
C13 C 0.7173(8) -0.8771(5) 0.3673(4) 0.0798(19) Uani 1 1 d . . .
H13A H 0.6788 -0.9301 0.3297 0.096 Uiso 1 1 calc R . .
H13B H 0.6554 -0.8293 0.3250 0.096 Uiso 1 1 calc R . .
C14 C 0.9252(9) -0.8678(5) 0.3907(5) 0.095(2) Uani 1 1 d . . .
H14A H 0.9613 -0.8661 0.3307 0.143 Uiso 1 1 calc R . .
H14B H 0.9885 -0.9160 0.4304 0.143 Uiso 1 1 calc R . .
H14C H 0.9653 -0.8149 0.4269 0.143 Uiso 1 1 calc R . .
H1A H 0.768(7) -0.533(3) 0.694(4) 0.056(14) Uiso 1 1 d . . .
H3A H 0.795(6) -0.321(3) 0.542(3) 0.041(13) Uiso 1 1 d . . .
H4A H 0.300(12) -0.879(5) 0.557(5) 0.13(3) Uiso 1 1 d . . .
H12A H 0.905(8) -0.880(3) 0.585(4) 0.070(15) Uiso 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
O1 C1 1.226(6) . ?
O2 C1 1.261(6) . ?
O3 C8 1.220(6) . ?
O4 C8 1.212(6) . ?
O5 N1 1.228(6) . ?
O6 N1 1.281(6) . ?
N1 C4 1.514(6) . ?
C1 C2 1.507(6) . ?
C2 C7 1.381(7) . ?
C2 C3 1.401(6) . ?
C3 C4 1.371(6) . ?
C3 H3A 0.79(5) . ?
C4 C5 1.386(7) . ?
C5 C6 1.376(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.384(7) . ?
C6 C8 1.464(6) . ?
C7 H1A 0.98(5) . ?
N2 C12 1.325(7) . ?
N2 C10 1.368(7) . ?
N2 C9 1.474(6) . ?
N3 C12 1.336(6) . ?
N3 C11 1.364(6) . ?
N3 C13 1.478(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.341(7) . ?
C10 H4A 1.07(8) . ?
C11 H11A 0.9300 . ?
C12 H12A 1.10(5) . ?
C13 C14 1.431(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 N1 O6 125.2(5) . . ?
O5 N1 C4 120.3(5) . . ?
O6 N1 C4 114.6(4) . . ?
O1 C1 O2 124.7(4) . . ?
O1 C1 C2 119.5(5) . . ?
O2 C1 C2 115.7(4) . . ?
C7 C2 C3 118.9(4) . . ?
C7 C2 C1 119.0(4) . . ?
C3 C2 C1 122.1(4) . . ?
C4 C3 C2 121.4(5) . . ?
C4 C3 H3A 113(3) . . ?
C2 C3 H3A 125(3) . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 N1 121.9(5) . . ?
C5 C4 N1 118.3(4) . . ?
C6 C5 C4 118.5(4) . . ?
C6 C5 H5A 120.7 . . ?
C4 C5 H5A 120.7 . . ?
C5 C6 C7 122.6(5) . . ?
C5 C6 C8 118.6(4) . . ?
C7 C6 C8 118.9(4) . . ?
C2 C7 C6 118.8(4) . . ?
C2 C7 H1A 117(3) . . ?
C6 C7 H1A 124(3) . . ?
O4 C8 O3 122.8(5) . . ?
O4 C8 C6 118.8(5) . . ?
O3 C8 C6 118.4(5) . . ?
C12 N2 C10 108.6(5) . . ?
C12 N2 C9 125.3(5) . . ?
C10 N2 C9 126.1(5) . . ?
C12 N3 C11 108.6(4) . . ?
C12 N3 C13 127.5(5) . . ?
C11 N3 C13 123.9(4) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 N2 107.5(5) . . ?
C11 C10 H4A 124(4) . . ?
N2 C10 H4A 128(4) . . ?
C10 C11 N3 107.2(4) . . ?
C10 C11 H11A 126.4 . . ?
N3 C11 H11A 126.4 . . ?
N2 C12 N3 108.2(5) . . ?
N2 C12 H12A 121(3) . . ?
N3 C12 H12A 131(3) . . ?
C14 C13 N3 115.1(5) . . ?
C14 C13 H13A 108.5 . . ?
N3 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
N3 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
O1 C1 C2 C7 5.6(7) . . . . ?
O2 C1 C2 C7 -174.7(4) . . . . ?
O1 C1 C2 C3 -173.5(4) . . . . ?
O2 C1 C2 C3 6.3(7) . . . . ?
C7 C2 C3 C4 0.4(7) . . . . ?
C1 C2 C3 C4 179.5(4) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C2 C3 C4 N1 -178.6(4) . . . . ?
O5 N1 C4 C3 -174.7(4) . . . . ?
O6 N1 C4 C3 5.2(6) . . . . ?
O5 N1 C4 C5 6.2(7) . . . . ?
O6 N1 C4 C5 -174.0(4) . . . . ?
C3 C4 C5 C6 -0.6(6) . . . . ?
N1 C4 C5 C6 178.6(4) . . . . ?
C4 C5 C6 C7 -0.4(7) . . . . ?
C4 C5 C6 C8 179.3(4) . . . . ?
C3 C2 C7 C6 -1.3(7) . . . . ?
C1 C2 C7 C6 179.6(4) . . . . ?
C5 C6 C7 C2 1.3(7) . . . . ?
C8 C6 C7 C2 -178.3(4) . . . . ?
C5 C6 C8 O4 3.0(7) . . . . ?
C7 C6 C8 O4 -177.4(5) . . . . ?
C5 C6 C8 O3 -175.0(4) . . . . ?
C7 C6 C8 O3 4.7(7) . . . . ?
C12 N2 C10 C11 0.7(6) . . . . ?
C9 N2 C10 C11 177.7(5) . . . . ?
N2 C10 C11 N3 -0.5(7) . . . . ?
C12 N3 C11 C10 0.1(6) . . . . ?
C13 N3 C11 C10 -176.9(5) . . . . ?
C10 N2 C12 N3 -0.7(6) . . . . ?
C9 N2 C12 N3 -177.6(5) . . . . ?
C11 N3 C12 N2 0.4(6) . . . . ?
C13 N3 C12 N2 177.1(5) . . . . ?
C12 N3 C13 C14 -5.3(9) . . . . ?
C11 N3 C13 C14 171.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.089
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound3
_database_code_depnum_ccdc_archive 'CCDC 1470026'
_audit_update_record             
;
2016-03-22 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H44 Co3 N6 O22'
_chemical_formula_weight         1089.56

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                   7.9839(16)
_cell_length_b                   20.911(4)
_cell_length_c                   13.594(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.70(3)
_cell_angle_gamma                90.00
_cell_volume                     2268.5(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1118
_exptl_absorpt_coefficient_mu    1.173
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.7993
_exptl_absorpt_correction_T_max  0.8437
_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       /w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19057
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0287
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.99
_reflns_number_total             4449
_reflns_number_gt                3996
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       R-AXIS-SPIDER
_computing_cell_refinement       R-AXIS-SPIDER
_computing_data_reduction        R-AXIS-SPIDER
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXL-97 (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)+(0.0580P)²+2.7184P] 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         4449
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1084
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 -0.5000 0.0000 1.0000 0.01581(13) Uani 1 2 d S . .
Co2 Co -0.50565(4) 0.165022(14) 1.01753(2) 0.01897(12) Uani 1 1 d . . .
O1 O -0.3686(2) -0.14733(8) 1.11028(13) 0.0253(4) Uani 1 1 d . . .
O2 O -0.4011(3) -0.04127(8) 1.12868(13) 0.0297(4) Uani 1 1 d . . .
O3 O -0.0073(2) -0.23361(9) 1.50377(13) 0.0289(4) Uani 1 1 d . . .
O4 O -0.1027(3) -0.27541(8) 1.36514(13) 0.0291(4) Uani 1 1 d . . .
O5 O -0.2777(7) 0.04913(15) 1.4539(3) 0.143(2) Uani 1 1 d . . .
O6 O -0.1601(4) -0.00573(11) 1.56737(16) 0.0530(7) Uani 1 1 d . . .
O7 O -0.7324(2) -0.03909(8) 1.02287(15) 0.0292(4) Uani 1 1 d . . .
O8 O -0.7298(2) -0.14635(9) 1.02811(16) 0.0330(4) Uani 1 1 d . . .
O9 O -0.5544(2) 0.07904(7) 1.08706(13) 0.0229(4) Uani 1 1 d . . .
O10 O -0.7293(3) 0.15541(9) 1.11668(16) 0.0352(5) Uani 1 1 d . . .
C1 C -0.2793(3) -0.09988(11) 1.25959(18) 0.0205(5) Uani 1 1 d . . .
C2 C -0.2088(3) -0.15728(11) 1.29238(18) 0.0194(5) Uani 1 1 d . . .
H2A H -0.2064 -0.1928 1.2488 0.023 Uiso 1 1 calc R . .
C3 C -0.1421(3) -0.16368(11) 1.38689(18) 0.0213(5) Uani 1 1 d . . .
C4 C -0.1426(4) -0.11179(12) 1.45117(19) 0.0278(6) Uani 1 1 d . . .
H4A H -0.0964 -0.1151 1.5162 0.033 Uiso 1 1 calc R . .
C5 C -0.2128(4) -0.05521(12) 1.4169(2) 0.0341(7) Uani 1 1 d . . .
C6 C -0.2813(4) -0.04783(12) 1.3229(2) 0.0303(6) Uani 1 1 d . . .
H6A H -0.3284 -0.0082 1.3022 0.036 Uiso 1 1 calc R . .
C7 C -0.3559(3) -0.09522(11) 1.15742(18) 0.0188(5) Uani 1 1 d . . .
C8 C -0.0778(3) -0.22814(11) 1.42066(18) 0.0216(5) Uani 1 1 d . . .
C9 C -0.7986(3) -0.09187(12) 1.0383(2) 0.0263(5) Uani 1 1 d . . .
C10 C -0.9767(4) -0.09167(15) 1.0723(3) 0.0460(8) Uani 1 1 d . . .
H10A H -1.0163 -0.0475 1.0774 0.069 Uiso 1 1 calc R . .
H10B H -0.9812 -0.1124 1.1368 0.069 Uiso 1 1 calc R . .
H10C H -1.0483 -0.1150 1.0248 0.069 Uiso 1 1 calc R . .
C11 C -0.6830(3) 0.09951(12) 1.13173(19) 0.0262(5) Uani 1 1 d . . .
C12 C -0.7685(5) 0.05661(16) 1.2023(3) 0.0522(10) Uani 1 1 d . . .
H12A H -0.8636 0.0792 1.2302 0.078 Uiso 1 1 calc R . .
H12B H -0.6892 0.0443 1.2554 0.078 Uiso 1 1 calc R . .
H12C H -0.8089 0.0182 1.1677 0.078 Uiso 1 1 calc R . .
C13 C -0.3625(4) 0.19495(15) 0.7012(2) 0.0404(7) Uani 1 1 d . . .
H13A H -0.3223 0.1784 0.7626 0.048 Uiso 1 1 calc R . .
C14 C -0.3283(4) 0.17238(15) 0.6126(3) 0.0412(7) Uani 1 1 d . . .
H14A H -0.2595 0.1366 0.5990 0.049 Uiso 1 1 calc R . .
C15 C -0.4942(3) 0.25509(13) 0.5921(2) 0.0288(6) Uani 1 1 d . . .
H15A H -0.5622 0.2876 0.5629 0.035 Uiso 1 1 calc R . .
C16 C -0.5257(5) 0.28896(17) 0.7646(2) 0.0505(9) Uani 1 1 d . . .
H16A H -0.5979 0.3221 0.7350 0.076 Uiso 1 1 calc R . .
H16B H -0.4295 0.3091 0.7986 0.076 Uiso 1 1 calc R . .
H16C H -0.5894 0.2641 0.8118 0.076 Uiso 1 1 calc R . .
C17 C -0.3964(4) 0.20679(18) 0.4361(2) 0.0455(8) Uani 1 1 d . . .
H17A H -0.3423 0.2463 0.4127 0.055 Uiso 1 1 calc R . .
H17B H -0.3228 0.1704 0.4201 0.055 Uiso 1 1 calc R . .
C18 C -0.5575(6) 0.1988(3) 0.3836(3) 0.0829(16) Uani 1 1 d . . .
H18A H -0.5395 0.1966 0.3126 0.124 Uiso 1 1 calc R . .
H18B H -0.6303 0.2352 0.3976 0.124 Uiso 1 1 calc R . .
H18C H -0.6108 0.1592 0.4051 0.124 Uiso 1 1 calc R . .
N1 N -0.2185(5) -0.00043(12) 1.4847(2) 0.0576(9) Uani 1 1 d . . .
N2 N -0.4665(3) 0.24658(11) 0.68746(17) 0.0317(5) Uani 1 1 d . . .
N3 N -0.4111(3) 0.21052(11) 0.54394(18) 0.0326(5) Uani 1 1 d . . .
O1W O -0.7401(13) 0.4101(4) 0.7051(7) 0.228(4) Uiso 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 O7 2.0594(18) 3_457 ?
Co1 O7 2.0594(18) . ?
Co1 O2 2.0846(18) 3_457 ?
Co1 O2 2.0846(18) . ?
Co1 O9 2.0860(16) 3_457 ?
Co1 O9 2.0860(16) . ?
Co2 O1 2.0151(18) 3_457 ?
Co2 O8 2.035(2) 3_457 ?
Co2 O9 2.0735(17) . ?
Co2 O3 2.1423(19) 2_457 ?
Co2 O4 2.1823(18) 2_457 ?
Co2 O10 2.278(2) . ?
Co2 C8 2.471(2) 2_457 ?
O1 C7 1.267(3) . ?
O1 Co2 2.0151(18) 3_457 ?
O2 C7 1.244(3) . ?
O3 C8 1.252(3) . ?
O3 Co2 2.1423(19) 2_447 ?
O4 C8 1.256(3) . ?
O4 Co2 2.1823(18) 2_447 ?
O5 N1 1.209(4) . ?
O6 N1 1.209(4) . ?
O7 C9 1.244(3) . ?
O8 C9 1.274(3) . ?
O8 Co2 2.035(2) 3_457 ?
O9 C11 1.282(3) . ?
O10 C11 1.241(3) . ?
C1 C6 1.388(4) . ?
C1 C2 1.393(3) . ?
C1 C7 1.504(3) . ?
C2 C3 1.383(3) . ?
C3 C4 1.393(3) . ?
C3 C8 1.509(3) . ?
C4 C5 1.384(4) . ?
C5 C6 1.383(4) . ?
C5 N1 1.472(3) . ?
C8 Co2 2.471(2) 2_447 ?
C9 C10 1.508(4) . ?
C11 C12 1.494(4) . ?
C13 C14 1.329(5) . ?
C13 N2 1.372(4) . ?
C14 N3 1.381(4) . ?
C15 N2 1.320(4) . ?
C15 N3 1.328(4) . ?
C16 N2 1.462(4) . ?
C17 C18 1.462(5) . ?
C17 N3 1.476(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
O7 Co1 O7 180.0 3_457 . ?
O7 Co1 O2 91.69(8) 3_457 3_457 ?
O7 Co1 O2 88.31(8) . 3_457 ?
O7 Co1 O2 88.31(8) 3_457 . ?
O7 Co1 O2 91.69(8) . . ?
O2 Co1 O2 180.00(5) 3_457 . ?
O7 Co1 O9 91.44(7) 3_457 3_457 ?
O7 Co1 O9 88.56(7) . 3_457 ?
O2 Co1 O9 86.10(7) 3_457 3_457 ?
O2 Co1 O9 93.90(7) . 3_457 ?
O7 Co1 O9 88.56(7) 3_457 . ?
O7 Co1 O9 91.44(7) . . ?
O2 Co1 O9 93.90(7) 3_457 . ?
O2 Co1 O9 86.10(7) . . ?
O9 Co1 O9 180.000(1) 3_457 . ?
O1 Co2 O8 98.23(9) 3_457 3_457 ?
O1 Co2 O9 97.95(7) 3_457 . ?
O8 Co2 O9 99.22(8) 3_457 . ?
O1 Co2 O3 95.16(7) 3_457 2_457 ?
O8 Co2 O3 95.73(8) 3_457 2_457 ?
O9 Co2 O3 158.45(7) . 2_457 ?
O1 Co2 O4 155.73(7) 3_457 2_457 ?
O8 Co2 O4 89.00(8) 3_457 2_457 ?
O9 Co2 O4 103.74(7) . 2_457 ?
O3 Co2 O4 60.95(7) 2_457 2_457 ?
O1 Co2 O10 96.58(8) 3_457 . ?
O8 Co2 O10 155.65(8) 3_457 . ?
O9 Co2 O10 59.52(7) . . ?
O3 Co2 O10 102.07(7) 2_457 . ?
O4 Co2 O10 85.34(8) 2_457 . ?
O1 Co2 C8 125.56(8) 3_457 2_457 ?
O8 Co2 C8 92.00(8) 3_457 2_457 ?
O9 Co2 C8 132.94(8) . 2_457 ?
O3 Co2 C8 30.45(7) 2_457 2_457 ?
O4 Co2 C8 30.51(7) 2_457 2_457 ?
O10 Co2 C8 94.98(8) . 2_457 ?
C7 O1 Co2 128.65(15) . 3_457 ?
C7 O2 Co1 137.58(16) . . ?
C8 O3 Co2 89.46(15) . 2_447 ?
C8 O4 Co2 87.57(14) . 2_447 ?
C9 O7 Co1 140.07(17) . . ?
C9 O8 Co2 127.58(17) . 3_457 ?
C11 O9 Co2 95.17(15) . . ?
C11 O9 Co1 135.77(17) . . ?
Co2 O9 Co1 112.54(8) . . ?
C11 O10 Co2 86.90(16) . . ?
C6 C1 C2 119.3(2) . . ?
C6 C1 C7 120.7(2) . . ?
C2 C1 C7 120.0(2) . . ?
C3 C2 C1 121.4(2) . . ?
C2 C3 C4 119.9(2) . . ?
C2 C3 C8 119.2(2) . . ?
C4 C3 C8 120.8(2) . . ?
C5 C4 C3 117.6(2) . . ?
C6 C5 C4 123.5(2) . . ?
C6 C5 N1 118.2(2) . . ?
C4 C5 N1 118.3(2) . . ?
C5 C6 C1 118.3(2) . . ?
O2 C7 O1 127.1(2) . . ?
O2 C7 C1 117.1(2) . . ?
O1 C7 C1 115.8(2) . . ?
O3 C8 O4 122.0(2) . . ?
O3 C8 C3 119.7(2) . . ?
O4 C8 C3 118.3(2) . . ?
O3 C8 Co2 60.09(12) . 2_447 ?
O4 C8 Co2 61.91(12) . 2_447 ?
C3 C8 Co2 175.38(18) . 2_447 ?
O7 C9 O8 126.0(2) . . ?
O7 C9 C10 117.3(2) . . ?
O8 C9 C10 116.7(2) . . ?
O10 C11 O9 118.4(2) . . ?
O10 C11 C12 122.1(3) . . ?
O9 C11 C12 119.4(2) . . ?
C14 C13 N2 107.2(3) . . ?
C13 C14 N3 107.5(3) . . ?
N2 C15 N3 108.5(3) . . ?
C18 C17 N3 113.4(3) . . ?
O5 N1 O6 122.5(3) . . ?
O5 N1 C5 118.0(3) . . ?
O6 N1 C5 119.5(3) . . ?
C15 N2 C13 108.8(3) . . ?
C15 N2 C16 125.0(3) . . ?
C13 N2 C16 125.9(3) . . ?
C15 N3 C14 107.9(3) . . ?
C15 N3 C17 125.6(3) . . ?
C14 N3 C17 126.2(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         0.868
_refine_diff_density_min         -0.938
_refine_diff_density_rms         0.079
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex2
_database_code_depnum_ccdc_archive 'CCDC 1470027'
_audit_update_record             
;
2016-03-22 deposited with the CCDC.
2016-07-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H30 Co N4 O9'
_chemical_formula_weight         625.49

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                   10.1130(7)
_cell_length_b                   26.6767(9)
_cell_length_c                   10.9905(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.523(5)
_cell_angle_gamma                90.00
_cell_volume                     2915.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1300
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8813
_exptl_absorpt_correction_T_max  0.9683
_exptl_absorpt_process_details   'CrysAlis RED'

_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  'Oxford Gemini S Ultra'
_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            14302
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0813
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5110
_reflns_number_gt                2947
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.1921P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5110
_refine_ls_number_parameters     379
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2768
_refine_ls_wR_factor_gt          0.2518
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.966
_refine_ls_shift/su_max          0.103
_refine_ls_shift/su_mean         0.008

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 0.47502(6) -0.144716(18) 1.54449(5) 0.04196(17) Uani 1 1 d . . .
O1 O 0.3295(3) 0.14044(9) 1.4581(3) 0.0480(8) Uani 1 1 d . . .
O2 O 0.1579(4) 0.09145(13) 1.4780(4) 0.0936(13) Uani 1 1 d . . .
O3 O 0.4599(5) -0.10335(11) 1.2958(3) 0.0878(14) Uani 1 1 d . . .
O4 O 0.3963(3) -0.08179(10) 1.4712(3) 0.0503(9) Uani 1 1 d . . .
O5 O 0.5836(3) 0.14107(10) 1.2928(3) 0.0496(8) Uani 1 1 d . . .
O6 O 0.5906(4) 0.15527(14) 1.0975(3) 0.0821(12) Uani 1 1 d . . .
O7 O 0.2506(4) 0.30892(11) 1.0417(4) 0.0789(13) Uani 1 1 d . . .
O8 O 0.0403(4) 0.28516(11) 1.0143(3) 0.0671(11) Uani 1 1 d . . .
C1 C 0.3244(5) 0.07775(14) 1.2304(4) 0.0483(12) Uani 1 1 d . . .
C2 C 0.3069(4) 0.06302(13) 1.3484(4) 0.0430(11) Uani 1 1 d . . .
C3 C 0.3366(4) 0.01476(14) 1.3904(4) 0.0421(11) Uani 1 1 d . . .
H3A H 0.3251 0.0059 1.4697 0.051 Uiso 1 1 calc R . .
C4 C 0.3830(5) -0.02040(14) 1.3166(4) 0.0473(13) Uani 1 1 d . . .
C5 C 0.3998(6) -0.00587(16) 1.1969(4) 0.0659(16) Uani 1 1 d . . .
H5A H 0.4327 -0.0288 1.1460 0.079 Uiso 1 1 calc R . .
C6 C 0.3673(5) 0.04278(15) 1.1545(4) 0.0603(15) Uani 1 1 d . . .
H6A H 0.3749 0.0515 1.0742 0.072 Uiso 1 1 calc R . .
C7 C 0.2860(5) 0.12967(15) 1.1817(4) 0.0483(13) Uani 1 1 d . . .
C8 C 0.3808(5) 0.16379(14) 1.1589(4) 0.0421(11) Uani 1 1 d . . .
C9 C 0.3385(5) 0.21084(14) 1.1127(4) 0.0451(12) Uani 1 1 d . . .
H9A H 0.4026 0.2340 1.0984 0.054 Uiso 1 1 calc R . .
C10 C 0.2048(5) 0.22405(14) 1.0876(4) 0.0490(12) Uani 1 1 d . . .
C11 C 0.1108(5) 0.18934(16) 1.1076(4) 0.0557(14) Uani 1 1 d . . .
H11A H 0.0200 0.1975 1.0896 0.067 Uiso 1 1 calc R . .
C12 C 0.1499(5) 0.14207(15) 1.1545(4) 0.0550(14) Uani 1 1 d . . .
H12A H 0.0854 0.1188 1.1676 0.066 Uiso 1 1 calc R . .
C13 C 0.2599(5) 0.10133(16) 1.4349(4) 0.0566(13) Uani 1 1 d . . .
C14 C 0.4144(5) -0.07245(15) 1.3641(4) 0.0531(14) Uani 1 1 d . . .
C15 C 0.5296(5) 0.15250(15) 1.1849(4) 0.0517(13) Uani 1 1 d . . .
C16 C 0.1682(5) 0.27627(17) 1.0451(4) 0.0559(14) Uani 1 1 d . . .
C17 C 0.0635(8) -0.0230(3) 0.6505(10) 0.340(5) Uani 1 1 d D . .
H17A H -0.0229 -0.0306 0.6094 0.408 Uiso 1 1 calc R . .
C18 C 0.2330(9) 0.0194(4) 0.7418(10) 0.510(11) Uani 1 1 d D . .
H18A H 0.2845 0.0460 0.7790 0.612 Uiso 1 1 calc R . .
C19 C 0.2829(10) -0.0262(4) 0.7146(18) 1.21(2) Uani 1 1 d D . .
H19A H 0.3723 -0.0364 0.7284 1.457 Uiso 1 1 calc R . .
C20 C 0.0269(16) 0.0710(5) 0.7087(11) 0.461(6) Uani 1 1 d D . .
H20A H 0.0840 0.1001 0.7064 0.553 Uiso 1 1 calc R . .
H20B H -0.0546 0.0735 0.6469 0.553 Uiso 1 1 calc R . .
C21 C 0.002(2) 0.0578(11) 0.8388(14) 0.629(19) Uani 1 1 d D . .
H21A H -0.0485 0.0841 0.8683 0.943 Uiso 1 1 calc R . .
H21B H 0.0869 0.0540 0.8940 0.943 Uiso 1 1 calc R . .
H21C H -0.0473 0.0269 0.8355 0.943 Uiso 1 1 calc R . .
C22 C 0.147(2) -0.1056(4) 0.606(2) 0.485(17) Uani 1 1 d D . .
H22A H 0.2307 -0.1234 0.6164 0.727 Uiso 1 1 calc R . .
H22B H 0.1094 -0.1028 0.5198 0.727 Uiso 1 1 calc R . .
H22C H 0.0855 -0.1235 0.6476 0.727 Uiso 1 1 calc R . .
C23 C 1.5207(7) 0.2135(2) 0.7954(5) 0.094(2) Uani 1 1 d . . .
H23A H 1.5380 0.1827 0.7619 0.113 Uiso 1 1 calc R . .
C24 C 1.5520(8) 0.2834(2) 0.8910(5) 0.121(3) Uani 1 1 d . . .
H24A H 1.5968 0.3096 0.9370 0.146 Uiso 1 1 calc R . .
C25 C 1.4104(8) 0.2809(3) 0.8428(7) 0.140(3) Uani 1 1 d . . .
H25A H 1.3437 0.3043 0.8491 0.168 Uiso 1 1 calc R . .
C26 C 1.2739(9) 0.2194(4) 0.7163(9) 0.194(4) Uani 1 1 d D . .
H26A H 1.2423 0.2462 0.6588 0.232 Uiso 1 1 calc R . .
H26B H 1.2947 0.1914 0.6665 0.232 Uiso 1 1 calc R . .
C27 C 1.1616(10) 0.2042(5) 0.7672(11) 0.213(6) Uani 1 1 d D . .
H27A H 1.0890 0.1953 0.7016 0.320 Uiso 1 1 calc R . .
H27B H 1.1339 0.2313 0.8143 0.320 Uiso 1 1 calc R . .
H27C H 1.1856 0.1758 0.8201 0.320 Uiso 1 1 calc R . .
C28 C 1.7418(9) 0.2287(3) 0.8846(7) 0.140(3) Uani 1 1 d . . .
H28A H 1.7528 0.1962 0.8503 0.210 Uiso 1 1 calc R . .
H28B H 1.7720 0.2277 0.9726 0.210 Uiso 1 1 calc R . .
H28C H 1.7938 0.2528 0.8488 0.210 Uiso 1 1 calc R . .
N1 N 0.1017(7) 0.0199(3) 0.7077(7) 0.197(3) Uani 1 1 d D . .
N2 N 0.1708(10) -0.0537(3) 0.6620(13) 0.406(8) Uani 1 1 d D . .
N3 N 1.3991(7) 0.2358(2) 0.7857(5) 0.121(2) Uani 1 1 d . . .
N4 N 1.6067(7) 0.24219(19) 0.8586(5) 0.119(2) Uani 1 1 d . . .
O1W O 0.4091(5) 0.10634(16) 0.8917(4) 0.1027(16) Uani 1 1 d . . .
H1WA H 0.4096 0.1427 0.8944 0.123 Uiso 1 1 d R . .
H1WB H 0.5018 0.0951 0.9115 0.123 Uiso 1 1 d 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
Co1 O4 1.966(3) . ?
Co1 O8 1.976(3) 2_547 ?
Co1 O1 1.986(3) 3_658 ?
Co1 O5 1.987(3) 3_658 ?
O1 C13 1.258(5) . ?
O1 Co1 1.986(3) 3_658 ?
O4 C14 1.249(6) . ?
O5 C15 1.250(5) . ?
O5 Co1 1.987(3) 3_658 ?
O8 C16 1.298(6) . ?
O8 Co1 1.976(3) 2_557 ?
O3 C14 1.257(6) . ?
C3 C4 1.377(6) . ?
C3 C2 1.382(5) . ?
C4 C5 1.411(6) . ?
C4 C14 1.497(5) . ?
C8 C7 1.378(6) . ?
C8 C9 1.392(5) . ?
C8 C15 1.510(7) . ?
C1 C6 1.374(6) . ?
C1 C2 1.397(6) . ?
C1 C7 1.510(5) . ?
O6 C15 1.236(6) . ?
C2 C13 1.530(6) . ?
C7 C12 1.393(7) . ?
C12 C11 1.392(6) . ?
C13 O2 1.240(6) . ?
C6 C5 1.397(6) . ?
C10 C11 1.373(7) . ?
C10 C9 1.375(6) . ?
C10 C16 1.494(6) . ?
N3 C25 1.352(8) . ?
N3 C23 1.353(9) . ?
N3 C26 1.423(10) . ?
N4 C23 1.267(8) . ?
N4 C24 1.310(9) . ?
N4 C28 1.391(11) . ?
C24 C25 1.434(11) . ?
C26 C27 1.414(11) . ?
O7 C16 1.211(6) . ?
C19 C18 1.371(13) . ?
C19 N2 1.384(13) . ?
N2 C17 1.346(12) . ?
N2 C22 1.516(13) . ?
C17 N1 1.330(10) . ?
C20 C21 1.537(16) . ?
C20 N1 1.560(16) . ?
C18 N1 1.312(10) . ?

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 O8 132.29(13) . 2_547 ?
O4 Co1 O1 105.93(12) . 3_658 ?
O8 Co1 O1 93.94(14) 2_547 3_658 ?
O4 Co1 O5 99.32(12) . 3_658 ?
O8 Co1 O5 108.78(13) 2_547 3_658 ?
O1 Co1 O5 118.16(12) 3_658 3_658 ?
C13 O1 Co1 124.5(3) . 3_658 ?
C14 O4 Co1 116.0(3) . . ?
C15 O5 Co1 133.8(3) . 3_658 ?
C16 O8 Co1 105.9(3) . 2_557 ?
C4 C3 C2 120.9(4) . . ?
C3 C4 C5 118.3(4) . . ?
C3 C4 C14 120.0(4) . . ?
C5 C4 C14 121.7(4) . . ?
C7 C8 C9 119.0(4) . . ?
C7 C8 C15 122.4(4) . . ?
C9 C8 C15 118.6(4) . . ?
C6 C1 C2 118.7(4) . . ?
C6 C1 C7 119.8(4) . . ?
C2 C1 C7 121.3(4) . . ?
C3 C2 C1 121.0(4) . . ?
C3 C2 C13 119.2(4) . . ?
C1 C2 C13 119.7(3) . . ?
C8 C7 C12 119.8(4) . . ?
C8 C7 C1 121.9(4) . . ?
C12 C7 C1 118.3(4) . . ?
O4 C14 O3 124.4(4) . . ?
O4 C14 C4 117.1(4) . . ?
O3 C14 C4 118.5(4) . . ?
O6 C15 O5 123.9(5) . . ?
O6 C15 C8 117.6(4) . . ?
O5 C15 C8 118.4(4) . . ?
C11 C12 C7 119.8(4) . . ?
O2 C13 O1 124.9(5) . . ?
O2 C13 C2 118.1(4) . . ?
O1 C13 C2 117.0(4) . . ?
C1 C6 C5 120.6(4) . . ?
C6 C5 C4 120.3(4) . . ?
C11 C10 C9 118.6(4) . . ?
C11 C10 C16 122.7(4) . . ?
C9 C10 C16 118.7(4) . . ?
C10 C9 C8 122.0(4) . . ?
C10 C11 C12 120.8(5) . . ?
C25 N3 C23 110.9(6) . . ?
C25 N3 C26 121.0(8) . . ?
C23 N3 C26 127.8(7) . . ?
C23 N4 C24 112.0(7) . . ?
C23 N4 C28 120.4(7) . . ?
C24 N4 C28 127.6(7) . . ?
N4 C23 N3 107.5(6) . . ?
N4 C24 C25 107.6(6) . . ?
N3 C25 C24 102.0(6) . . ?
C27 C26 N3 125.2(9) . . ?
O7 C16 O8 121.3(4) . . ?
O7 C16 C10 123.2(5) . . ?
O8 C16 C10 115.5(4) . . ?
C18 C19 N2 104.8(8) . . ?
C17 N2 C19 107.6(8) . . ?
C17 N2 C22 116.8(11) . . ?
C19 N2 C22 135.3(12) . . ?
N1 C17 N2 108.7(7) . . ?
C21 C20 N1 88.1(13) . . ?
N1 C18 C19 109.9(8) . . ?
C18 N1 C17 108.5(8) . . ?
C18 N1 C20 118.3(9) . . ?
C17 N1 C20 131.0(9) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.206
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.133


# complex2 RESULTS (APPEND TO CIF)

_vrf_PLAT214_complex2            
;
PROBLEM: Atom C19     (Anion/Solvent) ADP max/min Ratio          6.5 prola

RESPONSE: This is caused by disordered 1-ethyl-3-methyl-imidazolium.
;

# end Validation Reply Form
