# 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H35 Cl2 Cu N5 O5'
_chemical_formula_weight         656.05

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.955(2)
_cell_length_b                   12.245(2)
_cell_length_c                   13.837(3)
_cell_angle_alpha                64.56(3)
_cell_angle_beta                 79.15(3)
_cell_angle_gamma                68.15(3)
_cell_volume                     1554.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             682
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.8056
_exptl_absorpt_correction_T_max  0.8978
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12113
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5431
_reflns_number_gt                3936
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1155P)^2^+1.6242P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5431
_refine_ls_number_parameters     399
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.2082
_refine_ls_wR_factor_gt          0.1913
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3665(6) 0.2249(6) 1.0931(6) 0.0597(15) Uani 1 1 d . . .
H1 H 0.3507 0.2724 1.0206 0.072 Uiso 1 1 calc R . .
C2 C 0.3937(7) 0.2794(6) 1.1521(7) 0.0697(18) Uani 1 1 d . . .
H2 H 0.3974 0.3623 1.1195 0.084 Uiso 1 1 calc R . .
C3 C 0.4151(6) 0.2098(7) 1.2590(7) 0.073(2) Uani 1 1 d . . .
H3 H 0.4355 0.2443 1.2995 0.088 Uiso 1 1 calc R . .
C4 C 0.4063(6) 0.0874(6) 1.3066(5) 0.0604(15) Uani 1 1 d . . .
H4 H 0.4175 0.0398 1.3797 0.073 Uiso 1 1 calc R . .
C5 C 0.3804(5) 0.0383(5) 1.2430(4) 0.0473(12) Uani 1 1 d . . .
C6 C 0.3770(6) -0.0963(5) 1.2878(4) 0.0501(13) Uani 1 1 d . . .
H6A H 0.4663 -0.1558 1.2962 0.060 Uiso 1 1 calc R . .
H6B H 0.3330 -0.1150 1.3579 0.060 Uiso 1 1 calc R . .
C7 C 0.3652(6) -0.2440(5) 1.2154(4) 0.0482(12) Uani 1 1 d . . .
H7A H 0.3284 -0.3027 1.2750 0.058 Uiso 1 1 calc R . .
H7B H 0.4596 -0.2742 1.2233 0.058 Uiso 1 1 calc R . .
C8 C 0.3366(5) -0.2402(5) 1.1117(4) 0.0440(11) Uani 1 1 d . . .
C9 C 0.3340(6) -0.3467(5) 1.1004(5) 0.0567(14) Uani 1 1 d . . .
H9 H 0.3500 -0.4257 1.1580 0.068 Uiso 1 1 calc R . .
C10 C 0.3068(6) -0.3316(6) 1.0003(5) 0.0625(16) Uani 1 1 d . . .
H10 H 0.3040 -0.4011 0.9905 0.075 Uiso 1 1 calc R . .
C11 C 0.2841(6) -0.2157(6) 0.9168(5) 0.0596(15) Uani 1 1 d . . .
H11 H 0.2645 -0.2050 0.8501 0.072 Uiso 1 1 calc R . .
C12 C 0.2907(5) -0.1139(5) 0.9327(5) 0.0514(13) Uani 1 1 d . . .
H12 H 0.2770 -0.0349 0.8754 0.062 Uiso 1 1 calc R . .
C13 C 0.1638(5) -0.0890(5) 1.2461(4) 0.0448(12) Uani 1 1 d . . .
H13A H 0.1542 -0.1306 1.3233 0.054 Uiso 1 1 calc R . .
H13B H 0.1289 -0.1277 1.2144 0.054 Uiso 1 1 calc R . .
C14 C 0.0829(5) 0.0510(5) 1.2115(4) 0.0435(11) Uani 1 1 d . . .
H14A H -0.0053 0.0595 1.2431 0.052 Uiso 1 1 calc R . .
H14B H 0.1220 0.0929 1.2365 0.052 Uiso 1 1 calc R . .
C15 C 0.0485(5) 0.2424(5) 1.0432(4) 0.0421(11) Uani 1 1 d . . .
C16 C 0.0148(5) 0.3031(4) 0.9282(4) 0.0390(11) Uani 1 1 d . . .
C17 C -0.0006(5) 0.2311(5) 0.8747(4) 0.0401(11) Uani 1 1 d . . .
C18 C -0.0709(5) 0.4278(4) 0.7187(4) 0.0384(10) Uani 1 1 d . . .
C19 C -0.0507(5) 0.4974(5) 0.7688(4) 0.0403(11) Uani 1 1 d . . .
C20 C -0.0077(5) 0.4301(5) 0.8748(4) 0.0420(11) Uani 1 1 d . . .
H20 H 0.0057 0.4750 0.9093 0.050 Uiso 1 1 calc R . .
C21 C -0.0795(6) 0.6292(5) 0.7098(4) 0.0514(13) Uani 1 1 d . . .
H21 H -0.0638 0.6781 0.7391 0.062 Uiso 1 1 calc R . .
C22 C -0.1299(6) 0.6875(5) 0.6105(4) 0.0518(13) Uani 1 1 d . . .
H22 H -0.1465 0.7750 0.5728 0.062 Uiso 1 1 calc R . .
C23 C -0.1575(5) 0.6162(5) 0.5633(4) 0.0483(12) Uani 1 1 d . . .
C24 C -0.1226(5) 0.4829(5) 0.6191(4) 0.0430(11) Uani 1 1 d . . .
H24 H -0.1343 0.4327 0.5891 0.052 Uiso 1 1 calc R . .
C25 C -0.2464(7) 0.6063(6) 0.4176(5) 0.0634(16) Uani 1 1 d . . .
H25A H -0.1727 0.5280 0.4275 0.076 Uiso 1 1 calc R . .
H25B H -0.2549 0.6571 0.3413 0.076 Uiso 1 1 calc R . .
C26 C -0.3709(7) 0.5724(8) 0.4629(6) 0.083(2) Uani 1 1 d . . .
H26A H -0.3577 0.5103 0.5353 0.124 Uiso 1 1 calc R . .
H26B H -0.3917 0.5374 0.4203 0.124 Uiso 1 1 calc R . .
H26C H -0.4422 0.6481 0.4617 0.124 Uiso 1 1 calc R . .
C27 C -0.2813(7) 0.8190(6) 0.4215(5) 0.0656(16) Uani 1 1 d . . .
H27A H -0.3111 0.8491 0.4790 0.079 Uiso 1 1 calc R . .
H27B H -0.3577 0.8408 0.3826 0.079 Uiso 1 1 calc R . .
C28 C -0.1880(9) 0.8850(7) 0.3472(6) 0.086(2) Uani 1 1 d . . .
H28A H -0.1083 0.8567 0.3833 0.129 Uiso 1 1 calc R . .
H28B H -0.2281 0.9759 0.3256 0.129 Uiso 1 1 calc R . .
H28C H -0.1679 0.8645 0.2851 0.129 Uiso 1 1 calc R . .
Cl1 Cl 0.36449(15) 0.14060(13) 0.89601(11) 0.0573(4) Uani 1 1 d . . .
Cl2 Cl 0.6510(3) 0.1724(3) 0.4250(2) 0.1349(10) Uani 1 1 d . . .
Cu1 Cu 0.33374(6) 0.00858(6) 1.06430(5) 0.0445(2) Uani 1 1 d . . .
N1 N 0.3623(4) 0.1044(4) 1.1384(4) 0.0493(11) Uani 1 1 d . . .
N2 N 0.3067(4) -0.1136(4) 1.2160(3) 0.0411(9) Uani 1 1 d . . .
N3 N 0.3165(4) -0.1263(4) 1.0291(3) 0.0437(10) Uani 1 1 d . . .
N4 N 0.0763(4) 0.1130(4) 1.0941(3) 0.0432(10) Uani 1 1 d . . .
H4A H 0.0901 0.0676 1.0574 0.052 Uiso 1 1 calc R . .
N5 N -0.2179(5) 0.6776(4) 0.4677(4) 0.0565(12) Uani 1 1 d . . .
O1 O -0.0428(3) 0.2978(3) 0.7709(3) 0.0431(8) Uani 1 1 d . . .
O2 O 0.0167(4) 0.1165(3) 0.9100(3) 0.0502(9) Uani 1 1 d . . .
O3 O 0.0520(4) 0.3068(3) 1.0896(3) 0.0597(11) Uani 1 1 d . . .
O4 O 0.5964(10) 0.4345(11) 0.2361(9) 0.091(3) Uani 0.50 1 d PU . .
O5 O 0.7074(13) 0.4649(12) 0.2079(10) 0.106(4) Uani 0.50 1 d PU . .
O6 O 0.1732(13) 0.7167(13) 0.5064(11) 0.111(4) Uani 0.50 1 d PU . .
O7 O 0.013(3) 0.950(2) 0.511(2) 0.112(8) Uani 0.25 1 d PU . .
O8 O 0.103(3) 1.009(3) 0.465(2) 0.115(8) Uani 0.25 1 d PU . .

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
C1 0.061(3) 0.044(3) 0.075(4) -0.020(3) -0.007(3) -0.022(3)
C2 0.068(4) 0.055(4) 0.100(6) -0.041(4) 0.005(4) -0.026(3)
C3 0.061(4) 0.079(5) 0.107(6) -0.058(5) -0.007(4) -0.024(3)
C4 0.057(3) 0.067(4) 0.067(4) -0.034(3) -0.013(3) -0.016(3)
C5 0.044(3) 0.049(3) 0.051(3) -0.019(3) -0.011(2) -0.014(2)
C6 0.060(3) 0.048(3) 0.040(3) -0.008(2) -0.022(2) -0.016(3)
C7 0.060(3) 0.033(3) 0.045(3) -0.002(2) -0.016(2) -0.017(2)
C8 0.042(3) 0.037(3) 0.048(3) -0.011(2) -0.008(2) -0.011(2)
C9 0.065(3) 0.038(3) 0.064(4) -0.015(3) -0.008(3) -0.016(3)
C10 0.070(4) 0.058(4) 0.073(4) -0.036(4) -0.003(3) -0.023(3)
C11 0.065(4) 0.068(4) 0.052(4) -0.031(3) -0.009(3) -0.017(3)
C12 0.057(3) 0.048(3) 0.046(3) -0.015(3) -0.014(2) -0.012(3)
C13 0.057(3) 0.040(3) 0.033(3) -0.003(2) -0.011(2) -0.020(2)
C14 0.051(3) 0.044(3) 0.033(3) -0.009(2) -0.008(2) -0.016(2)
C15 0.045(3) 0.041(3) 0.038(3) -0.011(2) -0.013(2) -0.011(2)
C16 0.047(3) 0.036(2) 0.034(3) -0.011(2) -0.011(2) -0.012(2)
C17 0.046(3) 0.037(3) 0.035(3) -0.009(2) -0.008(2) -0.016(2)
C18 0.041(2) 0.035(2) 0.036(3) -0.009(2) -0.009(2) -0.012(2)
C19 0.049(3) 0.037(3) 0.034(3) -0.010(2) -0.009(2) -0.014(2)
C20 0.052(3) 0.037(3) 0.038(3) -0.012(2) -0.011(2) -0.015(2)
C21 0.073(4) 0.036(3) 0.045(3) -0.012(2) -0.013(3) -0.018(3)
C22 0.071(4) 0.035(3) 0.039(3) -0.005(2) -0.014(3) -0.013(3)
C23 0.048(3) 0.051(3) 0.038(3) -0.007(2) -0.013(2) -0.017(2)
C24 0.049(3) 0.042(3) 0.038(3) -0.010(2) -0.012(2) -0.016(2)
C25 0.078(4) 0.072(4) 0.041(3) -0.007(3) -0.023(3) -0.032(3)
C26 0.077(4) 0.095(5) 0.072(5) -0.010(4) -0.025(4) -0.041(4)
C27 0.075(4) 0.060(4) 0.049(4) -0.008(3) -0.023(3) -0.015(3)
C28 0.120(6) 0.062(4) 0.048(4) -0.005(3) 0.001(4) -0.023(4)
Cl1 0.0698(9) 0.0462(8) 0.0420(7) -0.0008(6) -0.0056(6) -0.0222(7)
Cl2 0.179(3) 0.140(2) 0.102(2) -0.0414(18) -0.0235(19) -0.069(2)
Cu1 0.0592(4) 0.0358(4) 0.0362(4) -0.0047(3) -0.0108(3) -0.0199(3)
N1 0.051(2) 0.038(2) 0.057(3) -0.013(2) -0.011(2) -0.014(2)
N2 0.050(2) 0.036(2) 0.033(2) -0.0057(18) -0.0124(18) -0.0142(19)
N3 0.049(2) 0.040(2) 0.038(2) -0.0095(19) -0.0084(18) -0.0144(19)
N4 0.057(3) 0.034(2) 0.037(2) -0.0068(18) -0.0169(19) -0.0128(19)
N5 0.069(3) 0.049(3) 0.041(3) -0.002(2) -0.023(2) -0.018(2)
O1 0.063(2) 0.0329(17) 0.0330(18) -0.0057(14) -0.0174(16) -0.0165(16)
O2 0.076(2) 0.0348(19) 0.041(2) -0.0072(16) -0.0193(18) -0.0199(18)
O3 0.098(3) 0.040(2) 0.042(2) -0.0133(18) -0.028(2) -0.015(2)
O4 0.071(4) 0.093(5) 0.096(5) -0.016(4) -0.031(4) -0.024(4)
O5 0.119(6) 0.100(5) 0.101(5) -0.039(4) -0.010(4) -0.037(4)
O6 0.114(5) 0.116(6) 0.101(6) -0.031(4) -0.008(4) -0.047(4)
O7 0.112(9) 0.113(9) 0.113(9) -0.042(6) -0.004(5) -0.041(5)
O8 0.117(9) 0.114(9) 0.116(9) -0.045(6) -0.006(5) -0.042(5)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.349(7) . ?
C1 C2 1.380(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(8) . ?
C4 H4 0.9300 . ?
C5 N1 1.331(7) . ?
C5 C6 1.503(7) . ?
C6 N2 1.489(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N2 1.486(6) . ?
C7 C8 1.503(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N3 1.340(7) . ?
C8 C9 1.390(7) . ?
C9 C10 1.391(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.359(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(8) . ?
C11 H11 0.9300 . ?
C12 N3 1.349(7) . ?
C12 H12 0.9300 . ?
C13 N2 1.492(7) . ?
C13 C14 1.508(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N4 1.471(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O3 1.226(6) . ?
C15 N4 1.365(6) . ?
C15 C16 1.490(7) . ?
C16 C20 1.349(7) . ?
C16 C17 1.441(6) . ?
C17 O2 1.221(6) . ?
C17 O1 1.380(6) . ?
C18 O1 1.372(6) . ?
C18 C24 1.373(7) . ?
C18 C19 1.401(6) . ?
C19 C21 1.398(7) . ?
C19 C20 1.409(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.361(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.428(7) . ?
C22 H22 0.9300 . ?
C23 N5 1.363(6) . ?
C23 C24 1.404(7) . ?
C24 H24 0.9300 . ?
C25 N5 1.465(7) . ?
C25 C26 1.518(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 N5 1.486(8) . ?
C27 C28 1.504(10) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cl1 Cu1 2.2418(17) . ?
Cu1 N1 1.988(4) . ?
Cu1 N3 1.990(4) . ?
Cu1 N2 2.032(4) . ?
Cu1 N4 2.662(4) . ?
N4 H4A 0.8600 . ?
O4 O5 1.343(15) . ?
O7 O7 1.06(5) 2_576 ?
O7 O8 1.22(4) 2_576 ?
O7 O8 1.34(4) . ?
O8 O7 1.22(4) 2_576 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.5(6) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 119.0(6) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.7(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 118.3(6) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 122.4(5) . . ?
N1 C5 C6 116.3(4) . . ?
C4 C5 C6 121.3(5) . . ?
N2 C6 C5 111.0(4) . . ?
N2 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C8 109.5(4) . . ?
N2 C7 H7A 109.8 . . ?
C8 C7 H7A 109.8 . . ?
N2 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
N3 C8 C9 121.9(5) . . ?
N3 C8 C7 115.0(4) . . ?
C9 C8 C7 123.1(5) . . ?
C8 C9 C10 117.9(5) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
C11 C10 C9 120.4(5) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 118.9(5) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
N3 C12 C11 121.7(5) . . ?
N3 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
N2 C13 C14 114.2(4) . . ?
N2 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
N2 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
N4 C14 C13 110.4(4) . . ?
N4 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
N4 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
O3 C15 N4 121.6(4) . . ?
O3 C15 C16 120.9(4) . . ?
N4 C15 C16 117.5(4) . . ?
C20 C16 C17 119.4(4) . . ?
C20 C16 C15 118.8(4) . . ?
C17 C16 C15 121.7(4) . . ?
O2 C17 O1 114.3(4) . . ?
O2 C17 C16 128.2(4) . . ?
O1 C17 C16 117.4(4) . . ?
O1 C18 C24 116.4(4) . . ?
O1 C18 C19 120.0(4) . . ?
C24 C18 C19 123.6(5) . . ?
C21 C19 C18 116.6(4) . . ?
C21 C19 C20 125.7(4) . . ?
C18 C19 C20 117.6(4) . . ?
C16 C20 C19 122.7(4) . . ?
C16 C20 H20 118.7 . . ?
C19 C20 H20 118.7 . . ?
C22 C21 C19 121.6(5) . . ?
C22 C21 H21 119.2 . . ?
C19 C21 H21 119.2 . . ?
C21 C22 C23 121.0(5) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
N5 C23 C24 121.8(5) . . ?
N5 C23 C22 120.2(5) . . ?
C24 C23 C22 118.0(5) . . ?
C18 C24 C23 118.9(5) . . ?
C18 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
N5 C25 C26 113.2(6) . . ?
N5 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
N5 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N5 C27 C28 111.5(6) . . ?
N5 C27 H27A 109.3 . . ?
C28 C27 H27A 109.3 . . ?
N5 C27 H27B 109.3 . . ?
C28 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 Cu1 N3 164.33(18) . . ?
N1 Cu1 N2 83.38(17) . . ?
N3 Cu1 N2 81.91(17) . . ?
N1 Cu1 Cl1 97.53(14) . . ?
N3 Cu1 Cl1 97.15(13) . . ?
N2 Cu1 Cl1 179.01(12) . . ?
N1 Cu1 N4 87.76(16) . . ?
N3 Cu1 N4 94.87(15) . . ?
N2 Cu1 N4 79.69(15) . . ?
Cl1 Cu1 N4 100.71(11) . . ?
C5 N1 C1 119.1(5) . . ?
C5 N1 Cu1 114.2(3) . . ?
C1 N1 Cu1 126.7(4) . . ?
C7 N2 C6 111.9(4) . . ?
C7 N2 C13 109.0(4) . . ?
C6 N2 C13 112.0(4) . . ?
C7 N2 Cu1 105.7(3) . . ?
C6 N2 Cu1 107.1(3) . . ?
C13 N2 Cu1 111.0(3) . . ?
C8 N3 C12 119.2(5) . . ?
C8 N3 Cu1 114.1(3) . . ?
C12 N3 Cu1 126.7(4) . . ?
C15 N4 C14 120.1(4) . . ?
C15 N4 Cu1 106.5(3) . . ?
C14 N4 Cu1 93.3(3) . . ?
C15 N4 H4A 119.9 . . ?
C14 N4 H4A 119.9 . . ?
Cu1 N4 H4A 70.0 . . ?
C23 N5 C25 121.1(5) . . ?
C23 N5 C27 121.2(5) . . ?
C25 N5 C27 116.6(4) . . ?
C18 O1 C17 122.8(4) . . ?
O7 O7 O8 71(3) 2_576 2_576 ?
O7 O7 O8 60(3) 2_576 . ?
O8 O7 O8 131(2) 2_576 . ?
O7 O8 O7 49(2) 2_576 . ?

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
N1 C1 C2 C3 -0.9(10) . . . . ?
C1 C2 C3 C4 -1.4(10) . . . . ?
C2 C3 C4 C5 2.2(9) . . . . ?
C3 C4 C5 N1 -0.7(9) . . . . ?
C3 C4 C5 C6 176.5(5) . . . . ?
N1 C5 C6 N2 -20.9(7) . . . . ?
C4 C5 C6 N2 161.7(5) . . . . ?
N2 C7 C8 N3 25.6(6) . . . . ?
N2 C7 C8 C9 -155.9(5) . . . . ?
N3 C8 C9 C10 -1.4(8) . . . . ?
C7 C8 C9 C10 -179.8(5) . . . . ?
C8 C9 C10 C11 0.3(9) . . . . ?
C9 C10 C11 C12 1.0(9) . . . . ?
C10 C11 C12 N3 -1.3(9) . . . . ?
N2 C13 C14 N4 68.1(5) . . . . ?
O3 C15 C16 C20 2.2(8) . . . . ?
N4 C15 C16 C20 -177.2(5) . . . . ?
O3 C15 C16 C17 -174.7(5) . . . . ?
N4 C15 C16 C17 5.9(7) . . . . ?
C20 C16 C17 O2 179.2(5) . . . . ?
C15 C16 C17 O2 -4.0(8) . . . . ?
C20 C16 C17 O1 -2.2(7) . . . . ?
C15 C16 C17 O1 174.6(4) . . . . ?
O1 C18 C19 C21 178.9(5) . . . . ?
C24 C18 C19 C21 -3.3(8) . . . . ?
O1 C18 C19 C20 -3.2(7) . . . . ?
C24 C18 C19 C20 174.6(5) . . . . ?
C17 C16 C20 C19 2.3(8) . . . . ?
C15 C16 C20 C19 -174.6(5) . . . . ?
C21 C19 C20 C16 178.0(5) . . . . ?
C18 C19 C20 C16 0.4(8) . . . . ?
C18 C19 C21 C22 2.7(8) . . . . ?
C20 C19 C21 C22 -175.0(6) . . . . ?
C19 C21 C22 C23 1.1(9) . . . . ?
C21 C22 C23 N5 174.6(6) . . . . ?
C21 C22 C23 C24 -4.4(9) . . . . ?
O1 C18 C24 C23 177.9(5) . . . . ?
C19 C18 C24 C23 0.0(8) . . . . ?
N5 C23 C24 C18 -175.3(5) . . . . ?
C22 C23 C24 C18 3.8(8) . . . . ?
C4 C5 N1 C1 -1.5(8) . . . . ?
C6 C5 N1 C1 -178.9(5) . . . . ?
C4 C5 N1 Cu1 177.6(4) . . . . ?
C6 C5 N1 Cu1 0.3(6) . . . . ?
C2 C1 N1 C5 2.4(9) . . . . ?
C2 C1 N1 Cu1 -176.7(5) . . . . ?
N3 Cu1 N1 C5 -6.4(9) . . . . ?
N2 Cu1 N1 C5 13.9(4) . . . . ?
Cl1 Cu1 N1 C5 -165.8(4) . . . . ?
N4 Cu1 N1 C5 93.7(4) . . . . ?
N3 Cu1 N1 C1 172.7(6) . . . . ?
N2 Cu1 N1 C1 -167.0(5) . . . . ?
Cl1 Cu1 N1 C1 13.3(5) . . . . ?
N4 Cu1 N1 C1 -87.2(5) . . . . ?
C8 C7 N2 C6 -154.5(4) . . . . ?
C8 C7 N2 C13 81.1(5) . . . . ?
C8 C7 N2 Cu1 -38.3(5) . . . . ?
C5 C6 N2 C7 145.1(5) . . . . ?
C5 C6 N2 C13 -92.2(5) . . . . ?
C5 C6 N2 Cu1 29.7(5) . . . . ?
C14 C13 N2 C7 -158.6(4) . . . . ?
C14 C13 N2 C6 77.1(5) . . . . ?
C14 C13 N2 Cu1 -42.5(5) . . . . ?
N1 Cu1 N2 C7 -143.3(3) . . . . ?
N3 Cu1 N2 C7 31.3(3) . . . . ?
Cl1 Cu1 N2 C7 14(7) . . . . ?
N4 Cu1 N2 C7 127.8(3) . . . . ?
N1 Cu1 N2 C6 -23.8(3) . . . . ?
N3 Cu1 N2 C6 150.8(3) . . . . ?
Cl1 Cu1 N2 C6 133(7) . . . . ?
N4 Cu1 N2 C6 -112.8(3) . . . . ?
N1 Cu1 N2 C13 98.7(3) . . . . ?
N3 Cu1 N2 C13 -86.7(3) . . . . ?
Cl1 Cu1 N2 C13 -104(7) . . . . ?
N4 Cu1 N2 C13 9.8(3) . . . . ?
C9 C8 N3 C12 1.2(8) . . . . ?
C7 C8 N3 C12 179.7(5) . . . . ?
C9 C8 N3 Cu1 -177.2(4) . . . . ?
C7 C8 N3 Cu1 1.3(6) . . . . ?
C11 C12 N3 C8 0.2(8) . . . . ?
C11 C12 N3 Cu1 178.3(4) . . . . ?
N1 Cu1 N3 C8 1.2(9) . . . . ?
N2 Cu1 N3 C8 -19.1(4) . . . . ?
Cl1 Cu1 N3 C8 160.6(3) . . . . ?
N4 Cu1 N3 C8 -98.0(4) . . . . ?
N1 Cu1 N3 C12 -177.0(6) . . . . ?
N2 Cu1 N3 C12 162.7(5) . . . . ?
Cl1 Cu1 N3 C12 -17.6(5) . . . . ?
N4 Cu1 N3 C12 83.8(5) . . . . ?
O3 C15 N4 C14 13.5(8) . . . . ?
C16 C15 N4 C14 -167.1(4) . . . . ?
O3 C15 N4 Cu1 -90.5(5) . . . . ?
C16 C15 N4 Cu1 88.9(4) . . . . ?
C13 C14 N4 C15 -157.9(4) . . . . ?
C13 C14 N4 Cu1 -46.7(4) . . . . ?
N1 Cu1 N4 C15 59.8(3) . . . . ?
N3 Cu1 N4 C15 -135.6(3) . . . . ?
N2 Cu1 N4 C15 143.5(3) . . . . ?
Cl1 Cu1 N4 C15 -37.4(3) . . . . ?
N1 Cu1 N4 C14 -62.9(3) . . . . ?
N3 Cu1 N4 C14 101.6(3) . . . . ?
N2 Cu1 N4 C14 20.7(3) . . . . ?
Cl1 Cu1 N4 C14 -160.2(2) . . . . ?
C24 C23 N5 C25 -1.4(9) . . . . ?
C22 C23 N5 C25 179.6(5) . . . . ?
C24 C23 N5 C27 166.0(5) . . . . ?
C22 C23 N5 C27 -13.1(8) . . . . ?
C26 C25 N5 C23 81.5(7) . . . . ?
C26 C25 N5 C27 -86.3(7) . . . . ?
C28 C27 N5 C23 92.6(7) . . . . ?
C28 C27 N5 C25 -99.6(6) . . . . ?
C24 C18 O1 C17 -174.5(5) . . . . ?
C19 C18 O1 C17 3.4(7) . . . . ?
O2 C17 O1 C18 178.2(4) . . . . ?
C16 C17 O1 C18 -0.6(7) . . . . ?
O8 O7 O8 O7 0.000(6) 2_576 . . 2_576 ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.896
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.126
_database_code_depnum_ccdc_archive 'CCDC 926679'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl2
#TrackingRef 'Compound-Xray.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H31 N5 O3'
_chemical_formula_sum            'C28 H31 N5 O3'
_chemical_formula_weight         485.58

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   14.317(3)
_cell_length_b                   9.6555(19)
_cell_length_c                   18.971(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.51(3)
_cell_angle_gamma                90.00
_cell_volume                     2621.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9523
_exptl_absorpt_correction_T_max  0.9867
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19360
_diffrn_reflns_av_R_equivalents  0.0610
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4584
_reflns_number_gt                2651
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0984P)^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     SHELXL
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         4584
_refine_ls_number_parameters     328
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1890
_refine_ls_wR_factor_gt          0.1626
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.088
_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
C1 C 0.63054(18) 0.9349(3) 0.09740(14) 0.0569(7) Uani 1 1 d . . .
H1 H 0.6317 0.9332 0.1464 0.068 Uiso 1 1 calc R . .
C2 C 0.69327(18) 1.0187(3) 0.06136(15) 0.0560(7) Uani 1 1 d . . .
C3 C 0.68645(19) 1.0193(3) -0.01342(15) 0.0581(7) Uani 1 1 d . . .
H3 H 0.7257 1.0764 -0.0387 0.070 Uiso 1 1 calc R . .
C4 C 0.62348(18) 0.9376(3) -0.04858(14) 0.0563(7) Uani 1 1 d . . .
H4 H 0.6207 0.9403 -0.0976 0.068 Uiso 1 1 calc R . .
C5 C 0.56235(17) 0.8493(3) -0.01301(13) 0.0496(6) Uani 1 1 d . . .
C6 C 0.56736(17) 0.8552(3) 0.05999(13) 0.0503(6) Uani 1 1 d . . .
C7 C 0.49918(17) 0.7546(3) -0.04437(13) 0.0524(7) Uani 1 1 d . . .
H7 H 0.4969 0.7468 -0.0932 0.063 Uiso 1 1 calc R . .
C8 C 0.44150(17) 0.6743(3) -0.00626(13) 0.0501(6) Uani 1 1 d . . .
C9 C 0.44016(19) 0.6926(3) 0.06934(14) 0.0548(7) Uani 1 1 d . . .
C10 C 0.37776(18) 0.5745(3) -0.04362(14) 0.0550(7) Uani 1 1 d . . .
C11 C 0.24732(19) 0.4130(3) -0.03551(16) 0.0642(8) Uani 1 1 d . . .
H11A H 0.2766 0.3531 -0.0695 0.077 Uiso 1 1 calc R . .
H11B H 0.1980 0.4645 -0.0597 0.077 Uiso 1 1 calc R . .
C12 C 0.2064(2) 0.3262(3) 0.02298(18) 0.0697(8) Uani 1 1 d . . .
H12A H 0.1539 0.2735 0.0038 0.084 Uiso 1 1 calc R . .
H12B H 0.2533 0.2608 0.0400 0.084 Uiso 1 1 calc R . .
C13 C 0.08966(19) 0.4854(3) 0.06415(18) 0.0730(9) Uani 1 1 d . . .
H13A H 0.0375 0.4212 0.0634 0.088 Uiso 1 1 calc R . .
H13B H 0.0949 0.5228 0.0170 0.088 Uiso 1 1 calc R . .
C14 C 0.0689(2) 0.6017(3) 0.11379(16) 0.0696(8) Uani 1 1 d . . .
C15 C 0.1342(2) 0.6986(4) 0.13220(19) 0.0817(10) Uani 1 1 d . . .
H15 H 0.1951 0.6897 0.1169 0.098 Uiso 1 1 calc R . .
C16 C 0.1103(3) 0.8096(4) 0.1734(2) 0.1036(12) Uani 1 1 d . . .
H16 H 0.1540 0.8772 0.1858 0.124 Uiso 1 1 calc R . .
C17 C 0.0214(4) 0.8176(6) 0.1953(3) 0.147(2) Uani 1 1 d . . .
H17 H 0.0022 0.8905 0.2235 0.176 Uiso 1 1 calc R . .
C18 C -0.0391(4) 0.7164(7) 0.1751(4) 0.162(2) Uani 1 1 d U . .
H18 H -0.1000 0.7230 0.1905 0.195 Uiso 1 1 calc R . .
C19 C 0.1597(2) 0.3215(4) 0.1441(2) 0.0836(10) Uani 1 1 d . . .
H19A H 0.1211 0.2435 0.1296 0.100 Uiso 1 1 calc R . .
H19B H 0.1251 0.3743 0.1783 0.100 Uiso 1 1 calc R . .
C20 C 0.2467(2) 0.2674(3) 0.17937(16) 0.0654(8) Uani 1 1 d . . .
C21 C 0.3285(2) 0.3417(3) 0.18356(16) 0.0669(8) Uani 1 1 d . . .
H21 H 0.3328 0.4267 0.1608 0.080 Uiso 1 1 calc R . .
C22 C 0.4040(2) 0.2901(3) 0.22148(16) 0.0710(8) Uani 1 1 d . . .
H22 H 0.4597 0.3395 0.2248 0.085 Uiso 1 1 calc R . .
C23 C 0.3956(3) 0.1654(4) 0.25402(16) 0.0829(10) Uani 1 1 d . . .
H23 H 0.4453 0.1276 0.2800 0.099 Uiso 1 1 calc R . .
C24 C 0.3127(3) 0.0976(4) 0.24766(19) 0.0915(11) Uani 1 1 d . . .
H24 H 0.3072 0.0132 0.2708 0.110 Uiso 1 1 calc R . .
C25 C 0.8232(2) 1.1866(3) 0.0619(2) 0.0813(10) Uani 1 1 d . . .
H25A H 0.8410 1.2622 0.0931 0.098 Uiso 1 1 calc R . .
H25B H 0.7925 1.2263 0.0204 0.098 Uiso 1 1 calc R . .
C26 C 0.9105(2) 1.1114(4) 0.0398(3) 0.1149(15) Uani 1 1 d . . .
H26A H 0.9444 1.0793 0.0810 0.172 Uiso 1 1 calc R . .
H26B H 0.9491 1.1734 0.0138 0.172 Uiso 1 1 calc R . .
H26C H 0.8933 1.0337 0.0107 0.172 Uiso 1 1 calc R . .
C27 C 0.7657(3) 1.0902(4) 0.17445(19) 0.0907(11) Uani 1 1 d . . .
H27A H 0.8277 1.1209 0.1893 0.109 Uiso 1 1 calc R . .
H27B H 0.7588 0.9947 0.1892 0.109 Uiso 1 1 calc R . .
C28 C 0.6936(3) 1.1781(4) 0.2106(2) 0.1145(15) Uani 1 1 d . . .
H28A H 0.7004 1.2729 0.1965 0.172 Uiso 1 1 calc R . .
H28B H 0.7026 1.1709 0.2608 0.172 Uiso 1 1 calc R . .
H28C H 0.6321 1.1461 0.1974 0.172 Uiso 1 1 calc R . .
N1 N 0.75730(17) 1.0972(3) 0.09746(14) 0.0730(7) Uani 1 1 d . . .
N2 N 0.31559(15) 0.5075(2) -0.00571(12) 0.0603(6) Uani 1 1 d . . .
H2 H 0.3160 0.5213 0.0391 0.072 Uiso 1 1 calc R . .
N3 N 0.17496(15) 0.4093(2) 0.08244(13) 0.0618(6) Uani 1 1 d . . .
N4 N -0.0182(2) 0.6069(4) 0.1343(2) 0.1313(15) Uani 1 1 d . . .
N5 N 0.2384(2) 0.1441(3) 0.21036(15) 0.0813(8) Uani 1 1 d . . .
O1 O 0.50657(13) 0.77856(19) 0.09940(9) 0.0577(5) Uani 1 1 d . . .
O2 O 0.38659(15) 0.6415(2) 0.11066(10) 0.0774(6) Uani 1 1 d . . .
O3 O 0.38426(16) 0.5572(2) -0.10720(11) 0.0864(7) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0638(16) 0.0592(15) 0.0475(16) 0.0013(13) -0.0044(13) -0.0049(14)
C2 0.0572(15) 0.0485(14) 0.0622(18) -0.0021(13) 0.0003(13) 0.0028(13)
C3 0.0633(16) 0.0531(15) 0.0585(17) 0.0015(13) 0.0115(14) 0.0046(14)
C4 0.0642(17) 0.0553(15) 0.0498(16) -0.0015(13) 0.0105(13) 0.0078(13)
C5 0.0551(14) 0.0523(14) 0.0413(14) -0.0009(11) 0.0027(11) 0.0070(12)
C6 0.0546(14) 0.0479(13) 0.0483(15) 0.0036(12) -0.0006(12) 0.0054(12)
C7 0.0556(15) 0.0604(16) 0.0410(15) -0.0038(12) -0.0003(12) 0.0074(13)
C8 0.0525(14) 0.0537(15) 0.0440(15) -0.0046(12) -0.0013(12) 0.0052(12)
C9 0.0585(16) 0.0588(15) 0.0469(16) 0.0002(12) -0.0042(13) -0.0022(13)
C10 0.0588(16) 0.0552(15) 0.0505(17) -0.0085(13) -0.0035(13) 0.0044(13)
C11 0.0584(16) 0.0640(16) 0.0694(19) -0.0128(15) -0.0116(14) 0.0008(14)
C12 0.0614(17) 0.0548(16) 0.092(2) 0.0021(16) -0.0159(16) 0.0024(14)
C13 0.0537(16) 0.081(2) 0.083(2) 0.0118(17) -0.0146(15) 0.0084(15)
C14 0.0548(17) 0.086(2) 0.068(2) 0.0121(17) 0.0029(15) 0.0163(16)
C15 0.072(2) 0.094(2) 0.079(2) -0.0012(19) 0.0019(18) 0.008(2)
C16 0.116(3) 0.102(3) 0.092(3) -0.012(2) -0.006(2) 0.013(2)
C17 0.137(4) 0.158(5) 0.148(5) -0.055(4) 0.032(4) 0.031(4)
C18 0.127(3) 0.183(4) 0.179(4) -0.039(4) 0.045(3) 0.015(3)
C19 0.0643(19) 0.088(2) 0.099(3) 0.035(2) 0.0007(18) -0.0014(17)
C20 0.0723(18) 0.0632(17) 0.0606(19) 0.0151(14) 0.0012(15) 0.0035(15)
C21 0.079(2) 0.0593(16) 0.0624(19) 0.0076(14) -0.0041(15) 0.0038(16)
C22 0.080(2) 0.080(2) 0.0521(18) -0.0070(16) -0.0136(15) 0.0086(17)
C23 0.111(3) 0.085(2) 0.0514(19) -0.0019(17) -0.0268(18) 0.024(2)
C24 0.132(3) 0.074(2) 0.067(2) 0.0242(18) -0.017(2) 0.008(2)
C25 0.082(2) 0.0617(18) 0.100(3) -0.0014(17) -0.0035(19) -0.0144(17)
C26 0.069(2) 0.114(3) 0.162(4) 0.029(3) 0.010(2) -0.001(2)
C27 0.096(2) 0.097(3) 0.078(3) -0.008(2) -0.018(2) -0.029(2)
C28 0.167(4) 0.094(3) 0.081(3) -0.013(2) -0.010(3) -0.010(3)
N1 0.0721(16) 0.0726(16) 0.0740(19) -0.0034(13) -0.0008(13) -0.0177(14)
N2 0.0591(13) 0.0679(14) 0.0535(14) -0.0091(12) -0.0044(11) -0.0067(12)
N3 0.0513(12) 0.0630(14) 0.0706(16) 0.0142(12) -0.0059(11) 0.0075(11)
N4 0.075(2) 0.155(3) 0.166(4) -0.041(3) 0.036(2) 0.003(2)
N5 0.099(2) 0.0717(16) 0.0726(18) 0.0269(14) -0.0037(15) -0.0056(15)
O1 0.0662(11) 0.0674(11) 0.0393(10) 0.0030(8) -0.0034(8) -0.0104(10)
O2 0.0880(14) 0.0960(15) 0.0485(12) 0.0009(11) 0.0070(11) -0.0324(12)
O3 0.1049(17) 0.1027(16) 0.0518(13) -0.0248(12) 0.0062(12) -0.0257(13)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.371(4) . ?
C1 C2 1.401(4) . ?
C1 H1 0.9300 . ?
C2 N1 1.360(4) . ?
C2 C3 1.419(4) . ?
C3 C4 1.359(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.407(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(3) . ?
C5 C7 1.407(4) . ?
C6 O1 1.378(3) . ?
C7 C8 1.355(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.446(4) . ?
C8 C10 1.493(4) . ?
C9 O2 1.216(3) . ?
C9 O1 1.375(3) . ?
C10 O3 1.224(3) . ?
C10 N2 1.327(3) . ?
C11 N2 1.442(3) . ?
C11 C12 1.520(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N3 1.465(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N3 1.459(3) . ?
C13 C14 1.500(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N4 1.316(4) . ?
C14 C15 1.362(4) . ?
C15 C16 1.374(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.352(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.354(7) . ?
C17 H17 0.9300 . ?
C18 N4 1.349(7) . ?
C18 H18 0.9300 . ?
C19 N3 1.466(4) . ?
C19 C20 1.493(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N5 1.335(4) . ?
C20 C21 1.373(4) . ?
C21 C22 1.376(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.357(5) . ?
C23 H23 0.9300 . ?
C24 N5 1.340(4) . ?
C24 H24 0.9300 . ?
C25 N1 1.458(4) . ?
C25 C26 1.514(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 N1 1.464(4) . ?
C27 C28 1.514(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N2 H2 0.8600 . ?

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
C6 C1 C2 119.6(3) . . ?
C6 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
N1 C2 C1 120.6(3) . . ?
N1 C2 C3 121.9(2) . . ?
C1 C2 C3 117.5(3) . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 122.0(3) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C6 C5 C7 117.7(2) . . ?
C6 C5 C4 115.9(2) . . ?
C7 C5 C4 126.3(2) . . ?
C1 C6 O1 116.0(2) . . ?
C1 C6 C5 123.8(2) . . ?
O1 C6 C5 120.2(2) . . ?
C8 C7 C5 122.7(2) . . ?
C8 C7 H7 118.7 . . ?
C5 C7 H7 118.7 . . ?
C7 C8 C9 118.9(2) . . ?
C7 C8 C10 119.3(2) . . ?
C9 C8 C10 121.7(2) . . ?
O2 C9 O1 114.8(2) . . ?
O2 C9 C8 128.0(3) . . ?
O1 C9 C8 117.3(2) . . ?
O3 C10 N2 122.5(3) . . ?
O3 C10 C8 119.6(2) . . ?
N2 C10 C8 117.9(2) . . ?
N2 C11 C12 109.4(2) . . ?
N2 C11 H11A 109.8 . . ?
C12 C11 H11A 109.8 . . ?
N2 C11 H11B 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
N3 C12 C11 113.1(2) . . ?
N3 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N3 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N3 C13 C14 113.9(3) . . ?
N3 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
N3 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
N4 C14 C15 123.2(3) . . ?
N4 C14 C13 114.8(3) . . ?
C15 C14 C13 122.0(3) . . ?
C14 C15 C16 120.1(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 118.1(4) . . ?
C17 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
C16 C17 C18 118.1(5) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 H17 120.9 . . ?
N4 C18 C17 125.3(5) . . ?
N4 C18 H18 117.3 . . ?
C17 C18 H18 117.3 . . ?
N3 C19 C20 114.8(2) . . ?
N3 C19 H19A 108.6 . . ?
C20 C19 H19A 108.6 . . ?
N3 C19 H19B 108.6 . . ?
C20 C19 H19B 108.6 . . ?
H19A C19 H19B 107.5 . . ?
N5 C20 C21 121.7(3) . . ?
N5 C20 C19 115.2(3) . . ?
C21 C20 C19 122.9(3) . . ?
C20 C21 C22 119.9(3) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 118.7(3) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C24 C23 C22 118.3(3) . . ?
C24 C23 H23 120.8 . . ?
C22 C23 H23 120.8 . . ?
N5 C24 C23 124.5(3) . . ?
N5 C24 H24 117.8 . . ?
C23 C24 H24 117.8 . . ?
N1 C25 C26 113.1(3) . . ?
N1 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
N1 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C27 C28 112.8(3) . . ?
N1 C27 H27A 109.0 . . ?
C28 C27 H27A 109.0 . . ?
N1 C27 H27B 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C2 N1 C25 122.2(3) . . ?
C2 N1 C27 120.9(2) . . ?
C25 N1 C27 116.9(3) . . ?
C10 N2 C11 123.6(2) . . ?
C10 N2 H2 118.2 . . ?
C11 N2 H2 118.2 . . ?
C13 N3 C12 111.4(2) . . ?
C13 N3 C19 109.8(2) . . ?
C12 N3 C19 110.7(2) . . ?
C14 N4 C18 115.2(4) . . ?
C20 N5 C24 116.9(3) . . ?
C9 O1 C6 122.6(2) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.038



_database_code_depnum_ccdc_archive 'CCDC 926680'