# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


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#                                CCDC 
# 
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# 
#  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. 
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#  fide research purposes only. It may contain copyright material 
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data_apx1454
_database_code_depnum_ccdc_archive 'CCDC 913314'
#TrackingRef 'apx1454.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H42 K2 N4 O3'
_chemical_formula_weight         584.88
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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   7.3294(5)
_cell_length_b                   17.2843(13)
_cell_length_c                   24.3967(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.3200(10)
_cell_angle_gamma                90.00
_cell_volume                     3058.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(1)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    0.346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9467
_exptl_absorpt_correction_T_max  0.9795
_exptl_absorpt_process_details   'SADABS v. 1 (Sheldrick, 2008)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      120(1)
_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  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            33850
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0482
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         27.73
_reflns_number_total             7121
_reflns_number_gt                5682
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'APEX II, v. 7.0 (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0630P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7121
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1240
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_restrained_S_all      1.174
_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
K1 K 1.08510(4) 0.793533(19) 0.381646(14) 0.01712(10) Uani 1 1 d . . .
K2 K 0.62344(4) 0.790289(19) 0.380743(14) 0.01680(10) Uani 1 1 d . . .
N1 N 0.81122(17) 0.84814(8) 0.28916(5) 0.0181(3) Uani 1 1 d . . .
N2 N 0.82466(17) 0.69403(7) 0.32106(5) 0.0163(3) Uani 1 1 d . . .
N3 N 0.87776(17) 0.68456(8) 0.43055(5) 0.0172(3) Uani 1 1 d . . .
N4 N 0.90175(18) 0.83039(8) 0.47817(5) 0.0196(3) Uani 1 1 d . . .
O1 O 1.31658(15) 0.74850(7) 0.30724(5) 0.0225(3) Uani 1 1 d . . .
O2 O 1.38914(16) 0.73513(7) 0.45314(5) 0.0262(3) Uani 1 1 d . . .
O3 O 0.36299(15) 0.91405(7) 0.38335(5) 0.0282(3) Uani 1 1 d . . .
C1 C 0.7968(2) 0.92084(10) 0.27035(7) 0.0223(4) Uani 1 1 d . . .
H1 H 0.8190 0.9601 0.2965 0.027 Uiso 1 1 calc R . .
C2 C 0.7522(2) 0.94308(10) 0.21590(7) 0.0277(4) Uani 1 1 d . . .
H2 H 0.7414 0.9950 0.2059 0.033 Uiso 1 1 calc R . .
C3 C 0.7235(2) 0.88378(10) 0.17611(7) 0.0259(4) Uani 1 1 d . . .
H3 H 0.6941 0.8958 0.1387 0.031 Uiso 1 1 calc R . .
C4 C 0.7391(2) 0.80876(10) 0.19271(7) 0.0207(3) Uani 1 1 d . . .
H4 H 0.7227 0.7695 0.1664 0.025 Uiso 1 1 calc R . .
C5 C 0.7803(2) 0.78947(9) 0.24988(6) 0.0160(3) Uani 1 1 d . . .
C6 C 0.7879(2) 0.71176(9) 0.26677(6) 0.0169(3) Uani 1 1 d . . .
H6 H 0.7676 0.6725 0.2405 0.020 Uiso 1 1 calc R . .
C7 C 0.8280(2) 0.62402(9) 0.34252(6) 0.0175(3) Uani 1 1 d . . .
C8 C 0.7912(2) 0.55219(9) 0.30758(7) 0.0232(4) Uani 1 1 d . . .
H8A H 0.8944 0.5435 0.2875 0.028 Uiso 1 1 calc R . .
H8B H 0.6824 0.5606 0.2805 0.028 Uiso 1 1 calc R . .
C9 C 0.7622(3) 0.47992(10) 0.34125(8) 0.0367(5) Uani 1 1 d . . .
H9A H 0.6406 0.4815 0.3525 0.044 Uiso 1 1 calc R . .
H9B H 0.7689 0.4343 0.3185 0.044 Uiso 1 1 calc R . .
C10 C 0.9068(3) 0.47468(10) 0.39207(8) 0.0337(4) Uani 1 1 d . . .
H10A H 1.0287 0.4761 0.3810 0.040 Uiso 1 1 calc R . .
H10B H 0.8939 0.4260 0.4109 0.040 Uiso 1 1 calc R . .
C11 C 0.8865(2) 0.54126(9) 0.43132(7) 0.0233(4) Uani 1 1 d . . .
H11A H 0.7795 0.5320 0.4496 0.028 Uiso 1 1 calc R . .
H11B H 0.9941 0.5427 0.4596 0.028 Uiso 1 1 calc R . .
C12 C 0.8654(2) 0.61889(9) 0.40257(7) 0.0177(3) Uani 1 1 d . . .
C13 C 0.9063(2) 0.69104(9) 0.48637(7) 0.0186(3) Uani 1 1 d . . .
H13 H 0.9194 0.6469 0.5084 0.022 Uiso 1 1 calc R . .
C14 C 0.9160(2) 0.76438(10) 0.51089(7) 0.0183(3) Uani 1 1 d . . .
C15 C 0.9407(2) 0.77224(11) 0.56965(7) 0.0238(4) Uani 1 1 d . . .
H15 H 0.9460 0.7281 0.5916 0.029 Uiso 1 1 calc R . .
C16 C 0.9567(2) 0.84304(11) 0.59415(7) 0.0282(4) Uani 1 1 d . . .
H16 H 0.9731 0.8473 0.6325 0.034 Uiso 1 1 calc R . .
C17 C 0.9482(2) 0.90936(11) 0.56101(7) 0.0278(4) Uani 1 1 d . . .
H17 H 0.9616 0.9586 0.5765 0.033 Uiso 1 1 calc R . .
C18 C 0.9191(2) 0.89864(10) 0.50441(7) 0.0230(4) Uani 1 1 d . . .
H18 H 0.9109 0.9428 0.4825 0.028 Uiso 1 1 calc R . .
C19 C 1.2930(2) 0.78788(10) 0.25440(8) 0.0263(4) Uani 1 1 d . . .
H19A H 1.3914 0.8250 0.2529 0.032 Uiso 1 1 calc R . .
H19B H 1.1760 0.8150 0.2484 0.032 Uiso 1 1 calc R . .
C20 C 1.2982(3) 0.72525(12) 0.21087(8) 0.0329(4) Uani 1 1 d . . .
H20A H 1.2169 0.7378 0.1771 0.039 Uiso 1 1 calc R . .
H20B H 1.4223 0.7180 0.2024 0.039 Uiso 1 1 calc R . .
C21 C 1.2321(3) 0.65403(11) 0.23816(7) 0.0294(4) Uani 1 1 d . . .
H21A H 1.0985 0.6512 0.2328 0.035 Uiso 1 1 calc R . .
H21B H 1.2809 0.6072 0.2239 0.035 Uiso 1 1 calc R . .
C22 C 1.3077(2) 0.66607(10) 0.29816(7) 0.0257(4) Uani 1 1 d . . .
H22A H 1.2278 0.6421 0.3217 0.031 Uiso 1 1 calc R . .
H22B H 1.4296 0.6433 0.3065 0.031 Uiso 1 1 calc R . .
C23 C 0.4453(3) 0.95553(10) 0.43123(8) 0.0296(4) Uani 1 1 d . . .
H23A H 0.5350 0.9235 0.4540 0.035 Uiso 1 1 calc R . .
H23B H 0.3523 0.9720 0.4533 0.035 Uiso 1 1 calc R . .
C24 C 0.5368(4) 1.02393(15) 0.40944(12) 0.0802(10) Uani 1 1 d . . .
H24A H 0.5325 1.0683 0.4336 0.096 Uiso 1 1 calc R . .
H24B H 0.6646 1.0125 0.4065 0.096 Uiso 1 1 calc R . .
C25 C 0.4321(4) 1.03924(12) 0.35463(9) 0.0482(6) Uani 1 1 d . . .
H25A H 0.3440 1.0806 0.3566 0.058 Uiso 1 1 calc R . .
H25B H 0.5143 1.0539 0.3286 0.058 Uiso 1 1 calc R . .
C26 C 0.3369(3) 0.96690(13) 0.33739(9) 0.0456(6) Uani 1 1 d . . .
H26A H 0.2064 0.9766 0.3263 0.055 Uiso 1 1 calc R . .
H26B H 0.3866 0.9449 0.3061 0.055 Uiso 1 1 calc R . .
C27 C 1.3908(3) 0.65205(11) 0.45690(8) 0.0301(4) Uani 1 1 d . . .
H27A H 1.4722 0.6303 0.4329 0.036 Uiso 1 1 calc R . .
H27B H 1.2678 0.6315 0.4459 0.036 Uiso 1 1 calc R . .
C28 C 1.4589(3) 0.63215(11) 0.51676(8) 0.0341(4) Uani 1 1 d . . .
H28A H 1.5921 0.6273 0.5233 0.041 Uiso 1 1 calc R . .
H28B H 1.4041 0.5844 0.5275 0.041 Uiso 1 1 calc R . .
C29 C 1.3949(3) 0.70089(11) 0.54756(8) 0.0332(4) Uani 1 1 d . . .
H29A H 1.2686 0.6942 0.5542 0.040 Uiso 1 1 calc R . .
H29B H 1.4735 0.7088 0.5827 0.040 Uiso 1 1 calc R . .
C30 C 1.4111(2) 0.76766(11) 0.50827(8) 0.0283(4) Uani 1 1 d . . .
H30A H 1.3160 0.8059 0.5112 0.034 Uiso 1 1 calc R . .
H30B H 1.5305 0.7924 0.5169 0.034 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
K1 0.01303(17) 0.0216(2) 0.01668(19) 0.00055(13) 0.00183(13) -0.00146(12)
K2 0.01315(17) 0.02081(19) 0.01627(18) 0.00048(13) 0.00160(13) 0.00055(12)
N1 0.0182(7) 0.0198(7) 0.0162(7) 0.0007(5) 0.0020(5) -0.0014(5)
N2 0.0123(6) 0.0197(7) 0.0165(7) 0.0001(5) 0.0007(5) 0.0012(5)
N3 0.0128(6) 0.0217(7) 0.0167(7) 0.0033(5) 0.0000(5) -0.0005(5)
N4 0.0167(7) 0.0251(7) 0.0165(7) 0.0006(6) 0.0011(5) -0.0017(5)
O1 0.0218(6) 0.0253(6) 0.0202(6) -0.0059(5) 0.0024(5) -0.0010(5)
O2 0.0215(6) 0.0334(7) 0.0238(7) 0.0098(5) 0.0035(5) 0.0010(5)
O3 0.0321(7) 0.0243(7) 0.0269(7) 0.0018(5) 0.0000(5) -0.0036(5)
C1 0.0229(8) 0.0207(8) 0.0230(9) -0.0004(7) 0.0020(7) -0.0026(6)
C2 0.0320(10) 0.0208(9) 0.0287(10) 0.0099(7) -0.0010(7) -0.0030(7)
C3 0.0254(9) 0.0339(10) 0.0175(8) 0.0077(7) 0.0004(7) -0.0059(7)
C4 0.0183(8) 0.0279(9) 0.0161(8) -0.0004(7) 0.0029(6) -0.0040(6)
C5 0.0099(7) 0.0231(8) 0.0149(8) -0.0001(6) 0.0018(6) 0.0003(6)
C6 0.0142(7) 0.0208(8) 0.0158(8) -0.0031(6) 0.0024(6) 0.0008(6)
C7 0.0127(7) 0.0186(8) 0.0212(8) 0.0001(6) 0.0020(6) 0.0006(6)
C8 0.0238(9) 0.0198(8) 0.0249(9) -0.0021(7) 0.0000(7) 0.0017(6)
C9 0.0525(13) 0.0192(9) 0.0369(11) -0.0030(8) 0.0013(10) -0.0043(8)
C10 0.0448(11) 0.0212(9) 0.0353(11) 0.0055(8) 0.0061(9) 0.0093(8)
C11 0.0238(8) 0.0185(8) 0.0276(9) 0.0063(7) 0.0039(7) 0.0011(6)
C12 0.0136(7) 0.0189(8) 0.0204(8) 0.0027(6) 0.0014(6) -0.0003(6)
C13 0.0144(7) 0.0239(8) 0.0176(8) 0.0060(6) 0.0028(6) 0.0001(6)
C14 0.0100(7) 0.0276(9) 0.0171(8) 0.0040(7) 0.0013(6) 0.0011(6)
C15 0.0201(8) 0.0344(10) 0.0170(8) 0.0037(7) 0.0035(7) 0.0061(7)
C16 0.0262(9) 0.0435(11) 0.0143(8) -0.0033(8) 0.0005(7) 0.0088(8)
C17 0.0258(9) 0.0328(10) 0.0235(9) -0.0100(8) -0.0004(7) 0.0030(7)
C18 0.0213(8) 0.0263(9) 0.0213(9) -0.0001(7) 0.0023(7) -0.0009(7)
C19 0.0196(9) 0.0304(10) 0.0285(10) 0.0024(7) 0.0024(7) -0.0011(7)
C20 0.0293(10) 0.0466(12) 0.0220(10) -0.0034(8) 0.0016(8) -0.0147(8)
C21 0.0294(9) 0.0314(10) 0.0271(10) -0.0080(8) 0.0022(8) -0.0007(8)
C22 0.0248(9) 0.0255(9) 0.0274(10) -0.0045(7) 0.0059(7) -0.0001(7)
C23 0.0332(10) 0.0281(10) 0.0263(10) -0.0016(8) 0.0004(8) 0.0033(8)
C24 0.106(2) 0.0551(17) 0.0661(19) 0.0177(14) -0.0334(17) -0.0503(16)
C25 0.0775(17) 0.0320(11) 0.0399(13) 0.0048(10) 0.0248(12) -0.0040(11)
C26 0.0537(14) 0.0437(13) 0.0354(12) 0.0144(10) -0.0070(10) -0.0066(10)
C27 0.0257(9) 0.0318(10) 0.0334(10) 0.0038(8) 0.0065(8) 0.0003(7)
C28 0.0288(10) 0.0359(11) 0.0384(11) 0.0158(9) 0.0080(8) 0.0028(8)
C29 0.0267(10) 0.0458(12) 0.0264(10) 0.0097(8) 0.0008(8) 0.0026(8)
C30 0.0208(9) 0.0345(10) 0.0290(10) 0.0034(8) 0.0019(7) -0.0016(7)
_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
K1 O1 2.7696(11) . ?
K1 N3 2.7938(13) . ?
K1 O2 2.8111(12) . ?
K1 N2 2.8231(13) . ?
K1 O3 2.9094(12) 1_655 ?
K1 N4 2.9450(14) . ?
K1 N1 2.9497(13) . ?
K1 K2 3.3810(5) . ?
K1 C12 3.4932(16) . ?
K1 C13 3.5146(16) . ?
K1 C7 3.5391(16) . ?
K1 K2 3.9494(5) 1_655 ?
K2 N3 2.7632(13) . ?
K2 O1 2.7620(12) 1_455 ?
K2 N2 2.7722(13) . ?
K2 O2 2.8027(12) 1_455 ?
K2 O3 2.8738(13) . ?
K2 N1 2.9626(13) . ?
K2 N4 2.9812(14) . ?
K2 C23 3.4416(19) . ?
K2 C13 3.5122(16) . ?
K2 K1 3.9494(5) 1_455 ?
N1 C1 1.337(2) . ?
N1 C5 1.391(2) . ?
N2 C7 1.317(2) . ?
N2 C6 1.348(2) . ?
N3 C12 1.321(2) . ?
N3 C13 1.352(2) . ?
N4 C18 1.339(2) . ?
N4 C14 1.388(2) . ?
O1 C22 1.442(2) . ?
O1 C19 1.446(2) . ?
O1 K2 2.7619(12) 1_655 ?
O2 C27 1.439(2) . ?
O2 C30 1.445(2) . ?
O2 K2 2.8028(12) 1_655 ?
O3 C23 1.428(2) . ?
O3 C26 1.437(2) . ?
O3 K1 2.9094(12) 1_455 ?
C1 C2 1.376(2) . ?
C2 C3 1.406(3) . ?
C3 C4 1.358(2) . ?
C4 C5 1.423(2) . ?
C5 C6 1.404(2) . ?
C7 C12 1.454(2) . ?
C7 C8 1.508(2) . ?
C8 C9 1.527(2) . ?
C9 C10 1.513(3) . ?
C10 C11 1.518(2) . ?
C11 C12 1.512(2) . ?
C13 C14 1.399(2) . ?
C14 C15 1.425(2) . ?
C15 C16 1.360(3) . ?
C16 C17 1.399(3) . ?
C17 C18 1.379(2) . ?
C19 C20 1.521(3) . ?
C20 C21 1.512(3) . ?
C21 C22 1.503(2) . ?
C23 C24 1.494(3) . ?
C24 C25 1.466(3) . ?
C25 C26 1.464(3) . ?
C27 C28 1.513(3) . ?
C28 C29 1.516(3) . ?
C29 C30 1.516(3) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 K1 N3 120.87(4) . . ?
O1 K1 O2 78.46(4) . . ?
N3 K1 O2 85.66(4) . . ?
O1 K1 N2 85.27(4) . . ?
N3 K1 N2 56.26(4) . . ?
O2 K1 N2 121.42(4) . . ?
O1 K1 O3 73.53(3) . 1_655 ?
N3 K1 O3 154.10(4) . 1_655 ?
O2 K1 O3 75.98(3) . 1_655 ?
N2 K1 O3 149.60(4) . 1_655 ?
O1 K1 N4 168.11(4) . . ?
N3 K1 N4 57.66(4) . . ?
O2 K1 N4 89.66(4) . . ?
N2 K1 N4 101.44(4) . . ?
O3 K1 N4 103.49(4) 1_655 . ?
O1 K1 N1 90.13(4) . . ?
N3 K1 N1 100.98(4) . . ?
O2 K1 N1 168.57(4) . . ?
N2 K1 N1 57.36(4) . . ?
O3 K1 N1 100.33(4) 1_655 . ?
N4 K1 N1 101.75(4) . . ?
O1 K1 K2 134.31(3) . . ?
N3 K1 K2 52.11(3) . . ?
O2 K1 K2 134.49(3) . . ?
N2 K1 K2 52.14(3) . . ?
O3 K1 K2 135.22(3) 1_655 . ?
N4 K1 K2 55.72(3) . . ?
N1 K1 K2 55.30(3) . . ?
O1 K1 C12 101.07(4) . . ?
N3 K1 C12 20.66(4) . . ?
O2 K1 C12 86.55(4) . . ?
N2 K1 C12 42.19(4) . . ?
O3 K1 C12 162.39(4) 1_655 . ?
N4 K1 C12 78.27(4) . . ?
N1 K1 C12 96.39(4) . . ?
K2 K1 C12 60.30(3) . . ?
O1 K1 C13 131.53(4) . . ?
N3 K1 C13 21.04(4) . . ?
O2 K1 C13 73.35(3) . . ?
N2 K1 C13 77.21(4) . . ?
O3 K1 C13 133.19(4) 1_655 . ?
N4 K1 C13 42.82(4) . . ?
N1 K1 C13 115.68(4) . . ?
K2 K1 C13 61.20(3) . . ?
C12 K1 C13 39.64(4) . . ?
O1 K1 C7 86.75(4) . . ?
N3 K1 C7 41.91(4) . . ?
O2 K1 C7 102.32(4) . . ?
N2 K1 C7 20.15(4) . . ?
O3 K1 C7 160.19(4) 1_655 . ?
N4 K1 C7 96.20(4) . . ?
N1 K1 C7 77.40(4) . . ?
K2 K1 C7 59.42(3) . . ?
C12 K1 C7 23.85(4) . . ?
C13 K1 C7 62.54(4) . . ?
O1 K1 K2 44.36(2) . 1_655 ?
N3 K1 K2 126.76(3) . 1_655 ?
O2 K1 K2 45.21(2) . 1_655 ?
N2 K1 K2 126.07(3) . 1_655 ?
O3 K1 K2 46.55(2) 1_655 1_655 ?
N4 K1 K2 125.41(3) . 1_655 ?
N1 K1 K2 124.76(3) . 1_655 ?
K2 K1 K2 178.108(15) . 1_655 ?
C12 K1 K2 118.07(3) . 1_655 ?
C13 K1 K2 118.35(3) . 1_655 ?
C7 K1 K2 118.69(3) . 1_655 ?
N3 K2 O1 123.14(4) . 1_455 ?
N3 K2 N2 57.16(4) . . ?
O1 K2 N2 86.97(4) 1_455 . ?
N3 K2 O2 86.20(4) . 1_455 ?
O1 K2 O2 78.73(4) 1_455 1_455 ?
N2 K2 O2 123.22(4) . 1_455 ?
N3 K2 O3 152.94(4) . . ?
O1 K2 O3 74.21(3) 1_455 . ?
N2 K2 O3 149.76(4) . . ?
O2 K2 O3 76.69(3) 1_455 . ?
N3 K2 N1 101.39(4) . . ?
O1 K2 N1 91.27(4) 1_455 . ?
N2 K2 N1 57.72(4) . . ?
O2 K2 N1 169.73(4) 1_455 . ?
O3 K2 N1 98.51(4) . . ?
N3 K2 N4 57.52(4) . . ?
O1 K2 N4 167.79(4) 1_455 . ?
N2 K2 N4 101.75(4) . . ?
O2 K2 N4 89.29(4) 1_455 . ?
O3 K2 N4 100.92(4) . . ?
N1 K2 N4 100.60(4) . . ?
N3 K2 K1 52.94(3) . . ?
O1 K2 K1 136.78(3) 1_455 . ?
N2 K2 K1 53.51(3) . . ?
O2 K2 K1 134.86(3) 1_455 . ?
O3 K2 K1 130.91(3) . . ?
N1 K2 K1 54.94(3) . . ?
N4 K2 K1 54.71(3) . . ?
N3 K2 C23 131.16(4) . . ?
O1 K2 C23 97.69(4) 1_455 . ?
N2 K2 C23 160.78(4) . . ?
O2 K2 C23 75.99(4) 1_455 . ?
O3 K2 C23 24.04(4) . . ?
N1 K2 C23 103.39(4) . . ?
N4 K2 C23 76.88(4) . . ?
K1 K2 C23 114.53(3) . . ?
N3 K2 C13 20.82(4) . . ?
O1 K2 C13 133.42(4) 1_455 . ?
N2 K2 C13 77.87(4) . . ?
O2 K2 C13 73.85(3) 1_455 . ?
O3 K2 C13 132.13(4) . . ?
N1 K2 C13 115.40(4) . . ?
N4 K2 C13 42.73(4) . . ?
K1 K2 C13 61.28(3) . . ?
C23 K2 C13 110.91(4) . . ?
N3 K2 K1 128.16(3) . 1_455 ?
O1 K2 K1 44.52(2) 1_455 1_455 ?
N2 K2 K1 128.27(3) . 1_455 ?
O2 K2 K1 45.38(2) 1_455 1_455 ?
O3 K2 K1 47.31(2) . 1_455 ?
N1 K2 K1 124.96(3) . 1_455 ?
N4 K2 K1 124.13(3) . 1_455 ?
K1 K2 K1 178.108(15) . 1_455 ?
C23 K2 K1 63.58(3) . 1_455 ?
C13 K2 K1 119.14(3) . 1_455 ?
C1 N1 C5 116.87(13) . . ?
C1 N1 K1 125.08(10) . . ?
C5 N1 K1 108.58(9) . . ?
C1 N1 K2 123.64(10) . . ?
C5 N1 K2 103.09(9) . . ?
K1 N1 K2 69.76(3) . . ?
C7 N2 C6 126.08(14) . . ?
C7 N2 K2 108.87(10) . . ?
C6 N2 K2 109.50(9) . . ?
C7 N2 K1 112.28(10) . . ?
C6 N2 K1 113.56(10) . . ?
K2 N2 K1 74.34(3) . . ?
C12 N3 C13 125.50(14) . . ?
C12 N3 K2 110.46(10) . . ?
C13 N3 K2 112.60(10) . . ?
C12 N3 K1 111.06(10) . . ?
C13 N3 K1 111.09(10) . . ?
K2 N3 K1 74.95(3) . . ?
C18 N4 C14 117.08(14) . . ?
C18 N4 K1 123.36(10) . . ?
C14 N4 K1 106.07(10) . . ?
C18 N4 K2 126.35(10) . . ?
C14 N4 K2 104.68(9) . . ?
K1 N4 K2 69.57(3) . . ?
C22 O1 C19 109.35(12) . . ?
C22 O1 K2 111.87(9) . 1_655 ?
C19 O1 K2 115.90(9) . 1_655 ?
C22 O1 K1 111.11(9) . . ?
C19 O1 K1 116.52(9) . . ?
K2 O1 K1 91.12(3) 1_655 . ?
C27 O2 C30 109.28(13) . . ?
C27 O2 K2 112.31(10) . 1_655 ?
C30 O2 K2 117.28(10) . 1_655 ?
C27 O2 K1 113.36(10) . . ?
C30 O2 K1 114.15(10) . . ?
K2 O2 K1 89.42(3) 1_655 . ?
C23 O3 C26 108.17(14) . . ?
C23 O3 K2 100.87(9) . . ?
C26 O3 K2 118.02(12) . . ?
C23 O3 K1 125.67(10) . 1_455 ?
C26 O3 K1 115.47(11) . 1_455 ?
K2 O3 K1 86.14(4) . 1_455 ?
N1 C1 C2 126.15(16) . . ?
C1 C2 C3 116.97(15) . . ?
C4 C3 C2 119.49(16) . . ?
C3 C4 C5 120.83(16) . . ?
N1 C5 C6 119.98(14) . . ?
N1 C5 C4 119.64(14) . . ?
C6 C5 C4 120.38(15) . . ?
N2 C6 C5 119.99(14) . . ?
N2 C7 C12 116.52(13) . . ?
N2 C7 C8 122.68(14) . . ?
C12 C7 C8 120.78(14) . . ?
N2 C7 K1 47.57(8) . . ?
C12 C7 K1 76.31(8) . . ?
C8 C7 K1 151.50(10) . . ?
C7 C8 C9 113.39(14) . . ?
C10 C9 C8 110.75(16) . . ?
C9 C10 C11 110.52(15) . . ?
C12 C11 C10 113.14(14) . . ?
N3 C12 C7 117.22(13) . . ?
N3 C12 C11 121.89(14) . . ?
C7 C12 C11 120.89(14) . . ?
N3 C12 K1 48.27(8) . . ?
C7 C12 K1 79.85(8) . . ?
C11 C12 K1 144.73(10) . . ?
N3 C13 C14 119.77(14) . . ?
N3 C13 K2 46.58(8) . . ?
C14 C13 K2 81.91(9) . . ?
N3 C13 K1 47.87(8) . . ?
C14 C13 K1 81.53(9) . . ?
K2 C13 K1 57.52(3) . . ?
N4 C14 C13 120.28(15) . . ?
N4 C14 C15 119.22(15) . . ?
C13 C14 C15 120.50(15) . . ?
C16 C15 C14 121.22(16) . . ?
C15 C16 C17 119.32(16) . . ?
C18 C17 C16 117.15(17) . . ?
N4 C18 C17 125.96(16) . . ?
O1 C19 C20 106.00(14) . . ?
C21 C20 C19 103.29(15) . . ?
C22 C21 C20 102.67(14) . . ?
O1 C22 C21 106.77(14) . . ?
O3 C23 C24 105.33(16) . . ?
O3 C23 K2 55.09(8) . . ?
C24 C23 K2 108.44(17) . . ?
C25 C24 C23 105.35(18) . . ?
C26 C25 C24 105.83(18) . . ?
O3 C26 C25 108.33(17) . . ?
O2 C27 C28 106.68(15) . . ?
C27 C28 C29 102.57(15) . . ?
C30 C29 C28 103.02(15) . . ?
O2 C30 C29 106.49(15) . . ?
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.061


data_apx1467
_database_code_depnum_ccdc_archive 'CCDC 913315'
#TrackingRef 'apx1467.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H44 K2 N4 O3'
_chemical_formula_weight         586.89
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'
K K 0.2009 0.2494 '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   'P 21/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                   16.101(3)
_cell_length_b                   10.5899(17)
_cell_length_c                   19.115(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.545(2)
_cell_angle_gamma                90.00
_cell_volume                     3090.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(1)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'metallic purple'
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256
_exptl_absorpt_coefficient_mu    0.343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9665
_exptl_absorpt_correction_T_max  0.9898
_exptl_absorpt_process_details   'SADABS v. 1 (Sheldrick, 2008)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      120(1)
_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  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30080
_diffrn_reflns_av_R_equivalents  0.0953
_diffrn_reflns_av_sigmaI/netI    0.0777
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.74
_reflns_number_total             5881
_reflns_number_gt                3679
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'APEX II, v. 7.0 (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT+, v. 7.66a (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.14, (Bruker AXS, 2000)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5881
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1506
_refine_ls_wR_factor_gt          0.1286
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_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
K1 K 0.43810(5) 1.02638(7) 0.21203(4) 0.0262(2) Uani 1 1 d . . .
K2 K 0.52390(5) 0.77140(7) 0.37649(4) 0.0272(2) Uani 1 1 d . . .
N1 N 0.56982(18) 1.2040(3) 0.52750(15) 0.0267(7) Uani 1 1 d . . .
N2 N 0.59833(17) 0.9423(2) 0.30995(14) 0.0205(6) Uani 1 1 d . . .
N3 N 0.48310(17) 0.7705(2) 0.22215(14) 0.0201(6) Uani 1 1 d . . .
N4 N 0.18241(18) 0.6019(3) 0.21998(15) 0.0272(7) Uani 1 1 d . . .
O1 O 0.48493(16) 1.1787(3) 0.11836(14) 0.0406(7) Uani 1 1 d . . .
O2 O 0.30008(16) 1.0094(2) 0.08734(13) 0.0394(7) Uani 1 1 d . . .
O3 O 0.56890(16) 0.5328(2) 0.37454(14) 0.0368(6) Uani 1 1 d . . .
C1 C 0.5367(2) 1.0844(3) 0.41441(18) 0.0214(7) Uani 1 1 d . . .
H1 H 0.4931 1.0481 0.3753 0.026 Uiso 1 1 calc R . .
C2 C 0.5142(2) 1.1453(3) 0.46840(18) 0.0232(8) Uani 1 1 d . . .
H2 H 0.4551 1.1467 0.4642 0.028 Uiso 1 1 calc R . .
C3 C 0.6549(2) 1.1993(3) 0.52900(18) 0.0264(8) Uani 1 1 d . . .
H3 H 0.6962 1.2401 0.5678 0.032 Uiso 1 1 calc R . .
C4 C 0.6844(2) 1.1396(3) 0.47840(18) 0.0237(8) Uani 1 1 d . . .
H4 H 0.7440 1.1409 0.4841 0.028 Uiso 1 1 calc R . .
C5 C 0.6255(2) 1.0750(3) 0.41658(17) 0.0200(7) Uani 1 1 d . . .
C6 C 0.6552(2) 1.0085(3) 0.36586(18) 0.0227(8) Uani 1 1 d . . .
H6A H 0.6847 1.0687 0.3436 0.027 Uiso 1 1 calc R . .
H6B H 0.6995 0.9495 0.3938 0.027 Uiso 1 1 calc R . .
C7 C 0.6240(2) 0.8691(3) 0.26426(18) 0.0212(7) Uani 1 1 d . . .
C8 C 0.7192(2) 0.8586(3) 0.2700(2) 0.0301(9) Uani 1 1 d . . .
H8A H 0.7530 0.8409 0.3209 0.036 Uiso 1 1 calc R . .
H8B H 0.7387 0.9394 0.2570 0.036 Uiso 1 1 calc R . .
C9 C 0.7385(2) 0.7571(3) 0.2211(2) 0.0333(9) Uani 1 1 d . . .
H9A H 0.7970 0.7687 0.2180 0.040 Uiso 1 1 calc R . .
H9B H 0.7355 0.6744 0.2419 0.040 Uiso 1 1 calc R . .
C10 C 0.6720(2) 0.7663(4) 0.1453(2) 0.0351(9) Uani 1 1 d . . .
H10A H 0.6884 0.7104 0.1117 0.042 Uiso 1 1 calc R . .
H10B H 0.6703 0.8519 0.1269 0.042 Uiso 1 1 calc R . .
C11 C 0.5821(2) 0.7295(3) 0.14902(19) 0.0295(8) Uani 1 1 d . . .
H11A H 0.5381 0.7533 0.1031 0.035 Uiso 1 1 calc R . .
H11B H 0.5798 0.6385 0.1537 0.035 Uiso 1 1 calc R . .
C12 C 0.5599(2) 0.7902(3) 0.21233(18) 0.0213(7) Uani 1 1 d . . .
C13 C 0.4216(2) 0.6918(3) 0.17804(18) 0.0240(8) Uani 1 1 d . . .
H13A H 0.4502 0.6114 0.1774 0.029 Uiso 1 1 calc R . .
H13B H 0.4061 0.7256 0.1284 0.029 Uiso 1 1 calc R . .
C14 C 0.3428(2) 0.6657(3) 0.19179(17) 0.0209(7) Uani 1 1 d . . .
C15 C 0.2830(2) 0.5726(3) 0.15075(19) 0.0255(8) Uani 1 1 d . . .
H15 H 0.2954 0.5296 0.1128 0.031 Uiso 1 1 calc R . .
C16 C 0.2081(2) 0.5457(3) 0.16637(19) 0.0267(8) Uani 1 1 d . . .
H16 H 0.1715 0.4839 0.1380 0.032 Uiso 1 1 calc R . .
C17 C 0.2375(2) 0.6918(3) 0.25738(18) 0.0248(8) Uani 1 1 d . . .
H17 H 0.2218 0.7351 0.2936 0.030 Uiso 1 1 calc R . .
C18 C 0.3147(2) 0.7253(3) 0.24701(18) 0.0229(8) Uani 1 1 d . . .
H18 H 0.3492 0.7879 0.2764 0.028 Uiso 1 1 calc R . .
C19 C 0.5582(3) 1.1998(4) 0.0969(3) 0.0637(14) Uani 1 1 d . . .
H19A H 0.5564 1.1464 0.0551 0.076 Uiso 1 1 calc R . .
H19B H 0.6110 1.1800 0.1371 0.076 Uiso 1 1 calc R . .
C20 C 0.5583(3) 1.3355(4) 0.0761(3) 0.0580(13) Uani 1 1 d . . .
H20A H 0.5805 1.3458 0.0348 0.070 Uiso 1 1 calc R . .
H20B H 0.5940 1.3852 0.1173 0.070 Uiso 1 1 calc R . .
C21 C 0.4641(2) 1.3737(4) 0.0552(2) 0.0385(10) Uani 1 1 d . . .
H21A H 0.4571 1.4477 0.0827 0.046 Uiso 1 1 calc R . .
H21B H 0.4407 1.3920 0.0029 0.046 Uiso 1 1 calc R . .
C22 C 0.4191(3) 1.2620(5) 0.0747(3) 0.0675(16) Uani 1 1 d . . .
H22A H 0.3810 1.2888 0.1023 0.081 Uiso 1 1 calc R . .
H22B H 0.3839 1.2195 0.0303 0.081 Uiso 1 1 calc R . .
C23 C 0.2199(3) 0.9680(4) 0.0950(2) 0.0454(11) Uani 1 1 d . . .
H23A H 0.1770 1.0355 0.0816 0.055 Uiso 1 1 calc R . .
H23B H 0.2284 0.9447 0.1459 0.055 Uiso 1 1 calc R . .
C24 C 0.1878(2) 0.8560(4) 0.0454(2) 0.0414(10) Uani 1 1 d . . .
H24A H 0.1290 0.8703 0.0123 0.050 Uiso 1 1 calc R . .
H24B H 0.1880 0.7803 0.0741 0.050 Uiso 1 1 calc R . .
C25 C 0.2523(3) 0.8446(4) 0.0031(3) 0.0555(12) Uani 1 1 d . . .
H25A H 0.2224 0.8304 -0.0490 0.067 Uiso 1 1 calc R . .
H25B H 0.2935 0.7765 0.0222 0.067 Uiso 1 1 calc R . .
C26 C 0.2979(3) 0.9716(6) 0.0160(3) 0.0768(17) Uani 1 1 d . . .
H26A H 0.3568 0.9643 0.0132 0.092 Uiso 1 1 calc R . .
H26B H 0.2657 1.0324 -0.0206 0.092 Uiso 1 1 calc R . .
C27 C 0.5052(3) 0.4589(4) 0.3941(2) 0.0407(10) Uani 1 1 d . . .
H27A H 0.4674 0.5124 0.4119 0.049 Uiso 1 1 calc R . .
H27B H 0.5334 0.3979 0.4320 0.049 Uiso 1 1 calc R . .
C28 C 0.4537(3) 0.3934(4) 0.3235(2) 0.0430(10) Uani 1 1 d . . .
H28A H 0.4092 0.4484 0.2919 0.052 Uiso 1 1 calc R . .
H28B H 0.4262 0.3167 0.3332 0.052 Uiso 1 1 calc R . .
C29 C 0.5252(3) 0.3646(4) 0.2900(2) 0.0562(13) Uani 1 1 d . . .
H29A H 0.5537 0.2851 0.3085 0.067 Uiso 1 1 calc R . .
H29B H 0.5016 0.3603 0.2366 0.067 Uiso 1 1 calc R . .
C30 C 0.5881(3) 0.4725(4) 0.3137(3) 0.0566(13) Uani 1 1 d . . .
H30A H 0.6480 0.4419 0.3292 0.068 Uiso 1 1 calc R . .
H30B H 0.5805 0.5316 0.2734 0.068 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
K1 0.0248(4) 0.0285(4) 0.0263(4) 0.0030(3) 0.0096(3) 0.0042(3)
K2 0.0336(5) 0.0269(4) 0.0250(4) 0.0022(3) 0.0149(3) 0.0019(3)
N1 0.0324(17) 0.0259(16) 0.0240(16) -0.0033(13) 0.0118(14) -0.0022(13)
N2 0.0176(14) 0.0230(15) 0.0220(15) -0.0017(12) 0.0079(12) -0.0018(12)
N3 0.0223(15) 0.0172(14) 0.0203(15) -0.0038(12) 0.0062(12) -0.0043(12)
N4 0.0241(16) 0.0310(17) 0.0251(16) 0.0006(13) 0.0059(13) -0.0057(13)
O1 0.0289(14) 0.0511(17) 0.0413(16) 0.0189(13) 0.0106(12) 0.0032(13)
O2 0.0322(15) 0.0543(18) 0.0305(15) -0.0003(13) 0.0083(12) -0.0142(13)
O3 0.0403(16) 0.0290(14) 0.0481(17) -0.0016(12) 0.0241(13) -0.0024(12)
C1 0.0206(18) 0.0194(17) 0.0232(18) 0.0010(14) 0.0054(15) -0.0013(14)
C2 0.0222(18) 0.0204(18) 0.030(2) 0.0035(15) 0.0127(16) 0.0032(14)
C3 0.031(2) 0.029(2) 0.0195(18) -0.0001(15) 0.0084(16) -0.0073(16)
C4 0.0211(18) 0.0277(19) 0.0226(19) -0.0008(15) 0.0074(15) -0.0024(15)
C5 0.0215(18) 0.0193(17) 0.0207(18) 0.0014(14) 0.0088(14) -0.0032(14)
C6 0.0242(18) 0.0201(18) 0.0247(19) 0.0039(15) 0.0092(15) -0.0008(14)
C7 0.0203(18) 0.0204(18) 0.0270(19) 0.0001(15) 0.0134(15) 0.0000(14)
C8 0.027(2) 0.027(2) 0.040(2) -0.0094(17) 0.0161(17) -0.0043(16)
C9 0.025(2) 0.035(2) 0.048(2) -0.0084(18) 0.0237(18) -0.0013(16)
C10 0.044(2) 0.033(2) 0.039(2) -0.0051(18) 0.029(2) -0.0014(18)
C11 0.036(2) 0.032(2) 0.026(2) -0.0056(16) 0.0183(17) -0.0024(17)
C12 0.0224(18) 0.0219(18) 0.0232(18) -0.0027(15) 0.0124(15) -0.0002(14)
C13 0.0274(19) 0.0208(18) 0.0227(18) 0.0040(15) 0.0063(15) 0.0054(15)
C14 0.0221(18) 0.0184(17) 0.0207(18) 0.0023(14) 0.0047(14) 0.0023(14)
C15 0.0252(19) 0.0244(19) 0.0260(19) -0.0027(15) 0.0068(16) -0.0021(15)
C16 0.0253(19) 0.0198(19) 0.030(2) -0.0008(15) 0.0018(16) -0.0050(15)
C17 0.0246(19) 0.029(2) 0.0217(18) -0.0013(15) 0.0082(15) 0.0012(16)
C18 0.0220(18) 0.0231(18) 0.0228(18) -0.0034(15) 0.0057(15) -0.0033(15)
C19 0.053(3) 0.055(3) 0.098(4) 0.012(3) 0.046(3) 0.009(2)
C20 0.040(3) 0.053(3) 0.079(4) 0.015(3) 0.016(2) -0.008(2)
C21 0.042(2) 0.038(2) 0.036(2) -0.0015(18) 0.0116(19) -0.0040(19)
C22 0.034(3) 0.076(4) 0.082(4) 0.048(3) 0.004(2) 0.001(2)
C23 0.037(2) 0.041(2) 0.058(3) -0.001(2) 0.013(2) -0.009(2)
C24 0.032(2) 0.041(2) 0.043(3) -0.002(2) -0.0002(19) -0.0010(19)
C25 0.046(3) 0.065(3) 0.050(3) -0.018(2) 0.007(2) 0.006(2)
C26 0.070(4) 0.119(5) 0.054(3) -0.026(3) 0.037(3) -0.043(3)
C27 0.046(2) 0.034(2) 0.049(3) 0.003(2) 0.024(2) -0.0056(19)
C28 0.043(2) 0.034(2) 0.043(3) 0.0113(19) 0.001(2) -0.0052(19)
C29 0.087(4) 0.043(3) 0.044(3) -0.007(2) 0.028(3) -0.010(3)
C30 0.071(3) 0.041(3) 0.075(3) -0.008(2) 0.049(3) 0.003(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
K1 O1 2.690(3) . ?
K1 O2 2.699(3) . ?
K1 N4 2.774(3) 2 ?
K1 N3 2.796(3) . ?
K1 N2 2.807(3) . ?
K1 C17 3.530(3) 2 ?
K1 K2 4.0398(11) . ?
K2 O3 2.632(3) . ?
K2 N2 2.702(3) . ?
K2 N1 2.734(3) 3_676 ?
K2 N3 2.811(3) . ?
K2 C2 3.332(3) 3_676 ?
N1 C2 1.349(4) . ?
N1 C3 1.362(4) . ?
N1 K2 2.734(3) 3_676 ?
N2 C7 1.328(4) . ?
N2 C6 1.360(4) . ?
N3 C12 1.326(4) . ?
N3 C13 1.362(4) . ?
N4 C17 1.342(4) . ?
N4 C16 1.358(4) . ?
N4 K1 2.774(3) 2_545 ?
O1 C19 1.386(5) . ?
O1 C22 1.426(5) . ?
O2 C26 1.411(5) . ?
O2 C23 1.414(4) . ?
O3 C27 1.430(4) . ?
O3 C30 1.443(5) . ?
C1 C2 1.360(4) . ?
C1 C5 1.421(4) . ?
C2 K2 3.332(3) 3_676 ?
C3 C4 1.361(4) . ?
C4 C5 1.432(4) . ?
C5 C6 1.400(4) . ?
C7 C12 1.448(4) . ?
C7 C8 1.506(4) . ?
C8 C9 1.520(4) . ?
C9 C10 1.506(5) . ?
C10 C11 1.522(5) . ?
C11 C12 1.510(4) . ?
C13 C14 1.403(4) . ?
C14 C18 1.422(4) . ?
C14 C15 1.426(4) . ?
C15 C16 1.362(4) . ?
C17 C18 1.365(4) . ?
C17 K1 3.530(3) 2_545 ?
C19 C20 1.492(6) . ?
C20 C21 1.497(5) . ?
C21 C22 1.494(5) . ?
C23 C24 1.503(5) . ?
C24 C25 1.511(6) . ?
C25 C26 1.514(6) . ?
C27 C28 1.510(5) . ?
C28 C29 1.516(6) . ?
C29 C30 1.498(6) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 K1 O2 77.21(8) . . ?
O1 K1 N4 121.67(9) . 2 ?
O2 K1 N4 86.04(8) . 2 ?
O1 K1 N3 120.39(8) . . ?
O2 K1 N3 96.83(8) . . ?
N4 K1 N3 116.83(8) 2 . ?
O1 K1 N2 103.96(8) . . ?
O2 K1 N2 153.09(8) . . ?
N4 K1 N2 114.23(8) 2 . ?
N3 K1 N2 58.90(7) . . ?
O1 K1 C17 102.81(8) . 2 ?
O2 K1 C17 72.63(8) . 2 ?
N4 K1 C17 20.43(8) 2 2 ?
N3 K1 C17 132.31(8) . 2 ?
N2 K1 C17 131.43(8) . 2 ?
O1 K1 K2 145.07(6) . . ?
O2 K1 K2 128.64(6) . . ?
N4 K1 K2 86.85(6) 2 . ?
N3 K1 K2 44.05(5) . . ?
N2 K1 K2 41.83(5) . . ?
C17 K1 K2 107.25(6) 2 . ?
O3 K2 N2 118.11(8) . . ?
O3 K2 N1 108.31(8) . 3_676 ?
N2 K2 N1 132.40(8) . 3_676 ?
O3 K2 N3 87.44(8) . . ?
N2 K2 N3 59.92(8) . . ?
N1 K2 N3 135.25(8) 3_676 . ?
O3 K2 C2 113.34(8) . 3_676 ?
N2 K2 C2 118.45(8) . 3_676 ?
N1 K2 C2 23.12(8) 3_676 3_676 ?
N3 K2 C2 152.50(8) . 3_676 ?
O3 K2 K1 131.16(6) . . ?
N2 K2 K1 43.86(6) . . ?
N1 K2 K1 109.48(6) 3_676 . ?
N3 K2 K1 43.76(5) . . ?
C2 K2 K1 113.66(6) 3_676 . ?
C2 N1 C3 113.3(3) . . ?
C2 N1 K2 104.2(2) . 3_676 ?
C3 N1 K2 139.1(2) . 3_676 ?
C7 N2 C6 123.0(3) . . ?
C7 N2 K2 101.30(19) . . ?
C6 N2 K2 105.3(2) . . ?
C7 N2 K1 99.12(19) . . ?
C6 N2 K1 127.4(2) . . ?
K2 N2 K1 94.31(8) . . ?
C12 N3 C13 122.4(3) . . ?
C12 N3 K1 94.04(19) . . ?
C13 N3 K1 115.4(2) . . ?
C12 N3 K2 103.36(19) . . ?
C13 N3 K2 122.2(2) . . ?
K1 N3 K2 92.19(8) . . ?
C17 N4 C16 113.8(3) . . ?
C17 N4 K1 113.4(2) . 2_545 ?
C16 N4 K1 130.8(2) . 2_545 ?
C19 O1 C22 105.7(3) . . ?
C19 O1 K1 137.7(2) . . ?
C22 O1 K1 116.5(2) . . ?
C26 O2 C23 105.6(3) . . ?
C26 O2 K1 129.3(3) . . ?
C23 O2 K1 116.8(2) . . ?
C27 O3 C30 108.9(3) . . ?
C27 O3 K2 107.3(2) . . ?
C30 O3 K2 124.5(2) . . ?
C2 C1 C5 121.3(3) . . ?
N1 C2 C1 126.0(3) . . ?
N1 C2 K2 52.70(16) . 3_676 ?
C1 C2 K2 165.8(2) . 3_676 ?
N1 C3 C4 125.3(3) . . ?
C3 C4 C5 121.2(3) . . ?
C6 C5 C1 125.3(3) . . ?
C6 C5 C4 121.9(3) . . ?
C1 C5 C4 112.8(3) . . ?
N2 C6 C5 120.7(3) . . ?
N2 C7 C12 119.0(3) . . ?
N2 C7 C8 121.2(3) . . ?
C12 C7 C8 119.6(3) . . ?
C7 C8 C9 114.2(3) . . ?
C10 C9 C8 108.9(3) . . ?
C9 C10 C11 109.5(3) . . ?
C12 C11 C10 113.5(3) . . ?
N3 C12 C7 119.2(3) . . ?
N3 C12 C11 121.0(3) . . ?
C7 C12 C11 119.8(3) . . ?
N3 C13 C14 121.9(3) . . ?
C13 C14 C18 124.9(3) . . ?
C13 C14 C15 121.7(3) . . ?
C18 C14 C15 113.4(3) . . ?
C16 C15 C14 120.9(3) . . ?
C15 C16 N4 125.3(3) . . ?
N4 C17 C18 125.8(3) . . ?
N4 C17 K1 46.16(17) . 2_545 ?
C18 C17 K1 165.2(2) . 2_545 ?
C17 C18 C14 120.8(3) . . ?
O1 C19 C20 107.9(4) . . ?
C19 C20 C21 104.1(3) . . ?
C22 C21 C20 104.5(3) . . ?
O1 C22 C21 107.9(3) . . ?
O2 C23 C24 108.7(3) . . ?
C23 C24 C25 104.1(3) . . ?
C24 C25 C26 102.8(3) . . ?
O2 C26 C25 105.7(4) . . ?
O3 C27 C28 104.7(3) . . ?
C27 C28 C29 101.2(3) . . ?
C30 C29 C28 104.5(3) . . ?
O3 C30 C29 106.5(3) . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.069
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0