# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2005


data_global

_journal_coden_Cambridge         182

loop_
_publ_author_name
'A. Charette'
'Christopher Kendall'
'Claude Y. Legault'

_publ_contact_author_name        'Prof Andre B. Charette'
_publ_contact_author_address     
;
Departement de Chimie
Universite de Montreal
P.O. Box 6128, Station Downtown
Montreal
Quebec
H3C 3J7
CANADA
;

_publ_contact_author_email       ANDRE.CHARETTE@UMONTREAL.CA
_publ_contact_author_phone       '+1 514 343 6283'
_publ_contact_author_fax         '+1 514 343 5900'

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
Structure and Reactivity of a New Anionic
N-Heterocyclic Carbene Silver(I) Complex
;

_publ_section_exptl_refinement   
;
All non-H atoms were refined by full-matrix least-squares
with anisotropic displacement parameters. The H atoms were
generated geometrically (C-H 0.95 to 0.99\%A)
and were included in the refinement in the riding model approximation;
their temperature factors were set to 1.5 times those of the
equivalent isotropic temperature factors of the parent site (methyl)
and 1.2 times for others.
A final verification of possible voids was performed using the VOID routine
of the PLATON program (Spek, 2000).
;

data_cha105
_database_code_depnum_ccdc_archive 'CCDC 267321'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H36 Ag2 N6 O2, C4 H10 O'
_chemical_formula_sum            'C42 H46 Ag2 N6 O3'
_chemical_formula_weight         898.59
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag 0.1306 4.2820 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_hall  '-C 2yc'

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

_cell_length_a                   19.3478(3)
_cell_length_b                   12.5755(2)
_cell_length_c                   16.6032(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.2320(10)
_cell_angle_gamma                90.00
_cell_volume                     3858.37(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6225
_cell_measurement_theta_min      4.25
_cell_measurement_theta_max      72.75

_exptl_crystal_description       needle-like
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1832
_exptl_absorpt_coefficient_mu    8.517
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.5400
_exptl_absorpt_correction_T_max  0.7800
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 2K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
normal focus sealed tube source graphite monochromated Cu-K\a radiation.
The crystal-to-detector distance was 4.908 cm, and the data collection
was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.8\%A resolution. Upon completion of the data collection,
the first 101 frames were recollected in order to improve the decay
correction analysis.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS Smart 2K/Platform'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         169
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            20757
_diffrn_reflns_av_R_equivalents  0.041
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.25
_diffrn_reflns_theta_max         72.87
_reflns_number_total             3829
_reflns_number_gt                3059
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

_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^)+(0.0652P)^2^] 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         3829
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1042
_refine_ls_wR_factor_gt          0.1006
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag Ag 0.010961(15) 0.15786(2) 0.170901(16) 0.01892(11) Uani 1 1 d . . .
C1 C 0.1196(2) 0.1588(3) 0.2413(2) 0.0185(8) Uani 1 1 d . . .
N2 N 0.14686(18) 0.1700(3) 0.3264(2) 0.0183(7) Uani 1 1 d . . .
C3 C 0.2217(2) 0.1696(3) 0.3517(3) 0.0202(8) Uani 1 1 d . . .
H3 H 0.2528 0.1751 0.4078 0.024 Uiso 1 1 calc R . .
C4 C 0.2417(2) 0.1597(3) 0.2805(2) 0.0192(8) Uani 1 1 d . . .
H4 H 0.2898 0.1572 0.2768 0.023 Uiso 1 1 calc R . .
N21 N 0.10336(18) 0.1713(3) 0.3816(2) 0.0195(7) Uani 1 1 d . . .
C22 C 0.1274(2) 0.2430(4) 0.4454(2) 0.0237(9) Uani 1 1 d . . .
O22 O 0.17782(16) 0.3064(2) 0.45493(19) 0.0291(7) Uani 1 1 d . . .
C23 C 0.0861(2) 0.2382(5) 0.5093(3) 0.0347(12) Uani 1 1 d . . .
C24 C 0.0849(3) 0.3300(6) 0.5553(4) 0.0550(18) Uani 1 1 d . . .
H24 H 0.1067 0.3934 0.5431 0.066 Uiso 1 1 calc R . .
C25 C 0.0519(3) 0.3294(8) 0.6189(4) 0.092(4) Uani 1 1 d . . .
H25 H 0.0515 0.3922 0.6505 0.111 Uiso 1 1 calc R . .
C26 C 0.0199(4) 0.2386(10) 0.6362(4) 0.095(4) Uani 1 1 d . . .
H26 H -0.0032 0.2389 0.6794 0.114 Uiso 1 1 calc R . .
C27 C 0.0210(3) 0.1467(7) 0.5914(4) 0.071(3) Uani 1 1 d . . .
H27 H -0.0010 0.0838 0.6039 0.085 Uiso 1 1 calc R . .
C28 C 0.0548(3) 0.1459(5) 0.5270(3) 0.0492(16) Uani 1 1 d . . .
H28 H 0.0560 0.0826 0.4962 0.059 Uiso 1 1 calc R . .
N5 N 0.17855(18) 0.1540(3) 0.2140(2) 0.0185(7) Uani 1 1 d . . .
C51 C 0.1770(2) 0.1437(3) 0.1270(2) 0.0188(8) Uani 1 1 d . . .
C52 C 0.1960(2) 0.0461(3) 0.0999(2) 0.0203(8) Uani 1 1 d . . .
C53 C 0.1947(2) 0.0371(3) 0.0156(2) 0.0220(8) Uani 1 1 d . . .
H53 H 0.2071 -0.0288 -0.0045 0.026 Uiso 1 1 calc R . .
C54 C 0.1755(2) 0.1232(3) -0.0398(3) 0.0216(8) Uani 1 1 d . . .
C55 C 0.1583(2) 0.2186(3) -0.0097(3) 0.0237(9) Uani 1 1 d . . .
H55 H 0.1461 0.2776 -0.0469 0.028 Uiso 1 1 calc R . .
C56 C 0.1584(2) 0.2311(3) 0.0735(3) 0.0211(8) Uani 1 1 d . . .
C57 C 0.2165(2) -0.0486(3) 0.1583(3) 0.0260(9) Uani 1 1 d . . .
H57A H 0.2289 -0.1088 0.1278 0.039 Uiso 1 1 calc R . .
H57B H 0.1756 -0.0680 0.1788 0.039 Uiso 1 1 calc R . .
H57C H 0.2583 -0.0303 0.2063 0.039 Uiso 1 1 calc R . .
C58 C 0.1712(3) 0.1105(4) -0.1319(3) 0.0292(10) Uani 1 1 d . . .
H58A H 0.1235 0.0827 -0.1631 0.044 Uiso 1 1 calc R . .
H58B H 0.2087 0.0609 -0.1370 0.044 Uiso 1 1 calc R . .
H58C H 0.1786 0.1798 -0.1552 0.044 Uiso 1 1 calc R . .
C59 C 0.1374(3) 0.3375(3) 0.1028(3) 0.0297(10) Uani 1 1 d . . .
H59A H 0.0850 0.3393 0.0939 0.045 Uiso 1 1 calc R . .
H59B H 0.1510 0.3949 0.0705 0.045 Uiso 1 1 calc R . .
H59C H 0.1627 0.3470 0.1629 0.045 Uiso 1 1 calc R . .
O30 O 1.0000 0.5110(3) 0.2500 0.0278(9) Uani 1 2 d S . .
C31 C 0.9451(3) 0.4487(4) 0.1948(3) 0.0323(10) Uani 1 1 d . . .
H31A H 0.9208 0.4043 0.2275 0.039 Uiso 1 1 calc R . .
H31B H 0.9663 0.4013 0.1608 0.039 Uiso 1 1 calc R . .
C32 C 0.8915(3) 0.5236(4) 0.1380(3) 0.0380(11) Uani 1 1 d . . .
H32A H 0.8742 0.5744 0.1725 0.057 Uiso 1 1 calc R . .
H32B H 0.8504 0.4829 0.1028 0.057 Uiso 1 1 calc R . .
H32C H 0.9149 0.5622 0.1020 0.057 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
Ag 0.01769(16) 0.02562(16) 0.01135(14) -0.00132(11) 0.00104(10) -0.00062(12)
C1 0.0167(19) 0.0229(19) 0.0131(18) -0.0013(15) 0.0002(15) 0.0006(16)
N2 0.0189(17) 0.0231(17) 0.0115(15) -0.0016(13) 0.0025(13) 0.0033(13)
C3 0.0186(19) 0.024(2) 0.0162(18) -0.0001(15) 0.0018(15) 0.0008(16)
C4 0.0175(19) 0.0212(19) 0.0165(18) -0.0020(16) 0.0012(15) -0.0033(16)
N21 0.0159(16) 0.0278(18) 0.0148(16) -0.0033(13) 0.0048(13) 0.0016(13)
C22 0.018(2) 0.035(2) 0.0135(18) -0.0002(17) -0.0018(15) 0.0111(18)
O22 0.0230(16) 0.0353(17) 0.0230(15) -0.0098(13) -0.0025(13) 0.0046(13)
C23 0.023(2) 0.066(3) 0.0102(19) -0.003(2) -0.0022(17) 0.015(2)
C24 0.025(3) 0.100(5) 0.032(3) -0.030(3) -0.005(2) 0.014(3)
C25 0.022(3) 0.204(11) 0.043(4) -0.071(5) -0.002(3) 0.023(4)
C26 0.034(4) 0.237(12) 0.014(3) -0.005(5) 0.009(3) 0.034(5)
C27 0.038(3) 0.151(8) 0.029(3) 0.035(4) 0.016(3) 0.036(4)
C28 0.035(3) 0.092(5) 0.022(2) 0.020(3) 0.010(2) 0.030(3)
N5 0.0184(16) 0.0240(17) 0.0121(15) -0.0026(13) 0.0027(13) -0.0021(14)
C51 0.0165(18) 0.027(2) 0.0115(18) -0.0004(15) 0.0017(15) -0.0031(16)
C52 0.0176(19) 0.026(2) 0.0145(18) -0.0027(16) 0.0010(15) -0.0025(16)
C53 0.024(2) 0.022(2) 0.0181(19) -0.0063(16) 0.0043(16) -0.0021(16)
C54 0.021(2) 0.030(2) 0.0138(19) -0.0006(16) 0.0052(16) -0.0040(17)
C55 0.024(2) 0.028(2) 0.018(2) 0.0058(17) 0.0047(17) 0.0005(17)
C56 0.023(2) 0.023(2) 0.0165(19) 0.0003(16) 0.0036(16) -0.0024(16)
C57 0.035(2) 0.023(2) 0.0183(19) -0.0004(16) 0.0050(18) 0.0017(18)
C58 0.039(3) 0.033(2) 0.016(2) 0.0007(18) 0.0095(19) -0.001(2)
C59 0.038(3) 0.028(2) 0.023(2) -0.0012(18) 0.0091(19) 0.003(2)
O30 0.032(2) 0.023(2) 0.021(2) 0.000 -0.0042(18) 0.000
C31 0.031(3) 0.028(2) 0.031(2) -0.0006(19) -0.002(2) -0.0034(19)
C32 0.033(3) 0.036(3) 0.035(3) 0.006(2) -0.005(2) 0.004(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_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ag C1 . . 2.081(4) Y
Ag N21 . 2 2.130(3) Y
Ag Ag . 2 2.7819(5) Y
C1 N5 . . 1.347(5) Y
C1 N2 . . 1.361(5) Y
N2 C3 . . 1.383(5) Y
N2 N21 . . 1.416(4) Y
C3 C4 . . 1.355(6) Y
C3 H3 . . 0.95 ?
C4 N5 . . 1.385(5) Y
C4 H4 . . 0.95 ?
N21 C22 . . 1.364(5) Y
N21 Ag . 2 2.130(3) Y
C22 O22 . . 1.233(5) Y
C22 C23 . . 1.508(6) Y
C23 C28 . . 1.381(8) Y
C23 C24 . . 1.388(7) Y
C24 C25 . . 1.386(9) Y
C24 H24 . . 0.95 ?
C25 C26 . . 1.370(13) Y
C25 H25 . . 0.95 ?
C26 C27 . . 1.378(12) Y
C26 H26 . . 0.95 ?
C27 C28 . . 1.408(7) Y
C27 H27 . . 0.95 ?
C28 H28 . . 0.95 ?
N5 C51 . . 1.441(5) Y
C51 C56 . . 1.392(5) Y
C51 C52 . . 1.394(6) Y
C52 C53 . . 1.397(5) Y
C52 C57 . . 1.513(5) Y
C53 C54 . . 1.398(6) Y
C53 H53 . . 0.95 ?
C54 C55 . . 1.377(6) Y
C54 C58 . . 1.515(5) Y
C55 C56 . . 1.391(5) Y
C55 H55 . . 0.95 ?
C56 C59 . . 1.520(5) Y
C57 H57a . . 0.98 ?
C57 H57b . . 0.98 ?
C57 H57c . . 0.98 ?
C58 H58a . . 0.98 ?
C58 H58b . . 0.98 ?
C58 H58c . . 0.98 ?
C59 H59a . . 0.98 ?
C59 H59b . . 0.98 ?
C59 H59c . . 0.98 ?
O30 C31 . . 1.415(5) Y
O30 C31 . 2_755 1.415(5) Y
C31 C32 . . 1.508(6) Y
C31 H31a . . 0.99 ?
C31 H31b . . 0.99 ?
C32 H32a . . 0.98 ?
C32 H32b . . 0.98 ?
C32 H32c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 AG N21 . . 2 169.46(14) Y
C1 AG AG . . 2 83.17(11) Y
N21 AG AG 2 . 2 87.48(9) Y
N5 C1 N2 . . . 104.3(3) Y
N5 C1 AG . . . 128.8(3) Y
N2 C1 AG . . . 126.8(3) Y
C1 N2 C3 . . . 111.3(3) Y
C1 N2 N21 . . . 123.5(3) Y
C3 N2 N21 . . . 124.9(3) Y
C4 C3 N2 . . . 106.2(3) Y
C4 C3 H3 . . . 126.9 ?
N2 C3 H3 . . . 126.9 ?
C3 C4 N5 . . . 106.7(3) Y
C3 C4 H4 . . . 126.7 ?
N5 C4 H4 . . . 126.7 ?
C22 N21 N2 . . . 112.2(3) Y
C22 N21 AG . . 2 116.4(3) Y
N2 N21 AG . . 2 118.6(2) Y
O22 C22 N21 . . . 127.1(4) Y
O22 C22 C23 . . . 119.9(4) Y
N21 C22 C23 . . . 113.0(4) Y
C28 C23 C24 . . . 120.2(5) Y
C28 C23 C22 . . . 122.8(5) Y
C24 C23 C22 . . . 116.9(5) Y
C25 C24 C23 . . . 120.0(7) Y
C25 C24 H24 . . . 120 ?
C23 C24 H24 . . . 120 ?
C26 C25 C24 . . . 120.3(7) Y
C26 C25 H25 . . . 119.9 ?
C24 C25 H25 . . . 119.9 ?
C25 C26 C27 . . . 120.3(6) Y
C25 C26 H26 . . . 119.8 ?
C27 C26 H26 . . . 119.8 ?
C26 C27 C28 . . . 120.1(7) Y
C26 C27 H27 . . . 120 ?
C28 C27 H27 . . . 120 ?
C23 C28 C27 . . . 119.1(6) Y
C23 C28 H28 . . . 120.4 ?
C27 C28 H28 . . . 120.4 ?
C1 N5 C4 . . . 111.4(3) Y
C1 N5 C51 . . . 124.9(3) Y
C4 N5 C51 . . . 123.7(3) Y
C56 C51 C52 . . . 122.2(4) Y
C56 C51 N5 . . . 119.5(4) Y
C52 C51 N5 . . . 118.3(3) Y
C51 C52 C53 . . . 117.8(4) Y
C51 C52 C57 . . . 122.0(4) Y
C53 C52 C57 . . . 120.1(4) Y
C52 C53 C54 . . . 121.2(4) Y
C52 C53 H53 . . . 119.4 ?
C54 C53 H53 . . . 119.4 ?
C55 C54 C53 . . . 118.8(4) Y
C55 C54 C58 . . . 120.7(4) Y
C53 C54 C58 . . . 120.4(4) Y
C54 C55 C56 . . . 122.0(4) Y
C54 C55 H55 . . . 119 ?
C56 C55 H55 . . . 119 ?
C55 C56 C51 . . . 117.9(4) Y
C55 C56 C59 . . . 119.7(4) Y
C51 C56 C59 . . . 122.3(4) Y
C52 C57 H57A . . . 109.5 ?
C52 C57 H57B . . . 109.5 ?
H57A C57 H57B . . . 109.5 ?
C52 C57 H57C . . . 109.5 ?
H57A C57 H57C . . . 109.5 ?
H57B C57 H57C . . . 109.5 ?
C54 C58 H58A . . . 109.5 ?
C54 C58 H58B . . . 109.5 ?
H58A C58 H58B . . . 109.5 ?
C54 C58 H58C . . . 109.5 ?
H58A C58 H58C . . . 109.5 ?
H58B C58 H58C . . . 109.5 ?
C56 C59 H59A . . . 109.5 ?
C56 C59 H59B . . . 109.5 ?
H59A C59 H59B . . . 109.5 ?
C56 C59 H59C . . . 109.5 ?
H59A C59 H59C . . . 109.5 ?
H59B C59 H59C . . . 109.5 ?
C31 O30 C31 . . 2_755 112.8(5) Y
O30 C31 C32 . . . 107.8(4) Y
O30 C31 H31A . . . 110.2 ?
C32 C31 H31A . . . 110.2 ?
O30 C31 H31B . . . 110.2 ?
C32 C31 H31B . . . 110.2 ?
H31A C31 H31B . . . 108.5 ?
C31 C32 H32A . . . 109.5 ?
C31 C32 H32B . . . 109.5 ?
H32A C32 H32B . . . 109.5 ?
C31 C32 H32C . . . 109.5 ?
H32A C32 H32C . . . 109.5 ?
H32B C32 H32C . . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N21 AG C1 N5 2 . . . -155.9(6) ?
AG AG C1 N5 2 . . . 176.4(4) ?
N21 AG C1 N2 2 . . . 20.4(1) ?
AG AG C1 N2 2 . . . -7.3(3) ?
N5 C1 N2 C3 . . . . -1.5(4) ?
AG C1 N2 C3 . . . . -178.5(3) ?
N5 C1 N2 N21 . . . . -175.7(3) ?
AG C1 N2 N21 . . . . 7.3(5) ?
C1 N2 C3 C4 . . . . 1.1(4) ?
N21 N2 C3 C4 . . . . 175.2(3) ?
N2 C3 C4 N5 . . . . -0.3(4) ?
C1 N2 N21 C22 . . . . -141.5(4) ?
C3 N2 N21 C22 . . . . 45.1(5) ?
C1 N2 N21 AG . . . 2 -1.2(5) ?
C3 N2 N21 AG . . . 2 -174.6(3) ?
N2 N21 C22 O22 . . . . 4.4(6) ?
AG N21 C22 O22 2 . . . -136.9(4) ?
N2 N21 C22 C23 . . . . -174.5(3) ?
AG N21 C22 C23 2 . . . 44.2(4) ?
O22 C22 C23 C28 . . . . -149.3(4) ?
N21 C22 C23 C28 . . . . 29.7(6) ?
O22 C22 C23 C24 . . . . 26.2(6) ?
N21 C22 C23 C24 . . . . -154.8(4) ?
C28 C23 C24 C25 . . . . -0.3(8) ?
C22 C23 C24 C25 . . . . -175.9(5) ?
C23 C24 C25 C26 . . . . -0.5(9) ?
C24 C25 C26 C27 . . . . 0.9(1) ?
C25 C26 C27 C28 . . . . -0.4(9) ?
C24 C23 C28 C27 . . . . 0.7(7) ?
C22 C23 C28 C27 . . . . 176.1(4) ?
C26 C27 C28 C23 . . . . -0.4(8) ?
N2 C1 N5 C4 . . . . 1.3(4) ?
AG C1 N5 C4 . . . . 178.2(3) ?
N2 C1 N5 C51 . . . . -179.0(3) ?
AG C1 N5 C51 . . . . -2.1(6) ?
C3 C4 N5 C1 . . . . -0.7(5) ?
C3 C4 N5 C51 . . . . 179.6(3) ?
C1 N5 C51 C56 . . . . 74.7(5) ?
C4 N5 C51 C56 . . . . -105.6(4) ?
C1 N5 C51 C52 . . . . -106.6(5) ?
C4 N5 C51 C52 . . . . 73.0(5) ?
C56 C51 C52 C53 . . . . -1.0(6) ?
N5 C51 C52 C53 . . . . -179.6(3) ?
C56 C51 C52 C57 . . . . 179.7(4) ?
N5 C51 C52 C57 . . . . 1.1(6) ?
C51 C52 C53 C54 . . . . 0.4(6) ?
C57 C52 C53 C54 . . . . 179.6(4) ?
C52 C53 C54 C55 . . . . 0.6(6) ?
C52 C53 C54 C58 . . . . -177.2(4) ?
C53 C54 C55 C56 . . . . -1.1(6) ?
C58 C54 C55 C56 . . . . 176.8(4) ?
C54 C55 C56 C51 . . . . 0.4(6) ?
C54 C55 C56 C59 . . . . -178.7(4) ?
C52 C51 C56 C55 . . . . 0.6(6) ?
N5 C51 C56 C55 . . . . 179.2(4) ?
C52 C51 C56 C59 . . . . 179.8(4) ?
N5 C51 C56 C59 . . . . -1.6(6) ?
C31 O30 C31 C32 2_755 . . . -178.4(5) ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        72.87
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.446
_refine_diff_density_min         -0.969
_refine_diff_density_rms         0.144

data_cha114
_database_code_depnum_ccdc_archive 'CCDC 267322'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H36 Cu N6 O2'
_chemical_formula_sum            'C38 H36 Cu N6 O2'
_chemical_formula_weight         672.27
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
_symmetry_space_group_name_hall  '-P 2ybc'

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                   10.6331(2)
_cell_length_b                   13.8447(2)
_cell_length_c                   21.9638(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.2230(10)
_cell_angle_gamma                90.00
_cell_volume                     3232.60(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5097
_cell_measurement_theta_min      4.03
_cell_measurement_theta_max      72.78

_exptl_crystal_description       needle-like
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1404
_exptl_absorpt_coefficient_mu    1.306
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.6700
_exptl_absorpt_correction_T_max  0.9200
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 2K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
normal focus sealed tube source graphite monochromated Cu-K\a radiation.
The crystal-to-detector distance was 4.908 cm, and the data collection
was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.8\%A resolution. Upon completion of the data collection,
the first 101 frames were recollected in order to improve the decay
correction analysis.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS Smart 2K/Platform'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         216
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            26148
_diffrn_reflns_av_R_equivalents  0.039
_diffrn_reflns_av_sigmaI/netI    0.0827
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.77
_diffrn_reflns_theta_max         72.77
_reflns_number_total             6213
_reflns_number_gt                4070
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

_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^)+(0.1329P)^2^] 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         6213
_refine_ls_number_parameters     430
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0820
_refine_ls_wR_factor_ref         0.2260
_refine_ls_wR_factor_gt          0.2121
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Cu Cu 0.24544(6) 0.75496(5) 0.13327(3) 0.0205(2) Uani 1 1 d . . .
C11 C 0.0875(4) 0.8235(3) 0.1200(2) 0.0209(10) Uani 1 1 d . . .
N12 N -0.0279(4) 0.7841(3) 0.1291(2) 0.0255(9) Uani 1 1 d . . .
C13 C -0.1229(5) 0.8486(4) 0.1162(3) 0.0385(14) Uani 1 1 d . . .
H13 H -0.2106 0.8382 0.1202 0.046 Uiso 1 1 calc R . .
C14 C -0.0665(5) 0.9297(4) 0.0966(3) 0.0377(14) Uani 1 1 d . . .
H14 H -0.1076 0.9873 0.0837 0.045 Uiso 1 1 calc R . .
N15 N 0.0611(4) 0.9140(3) 0.0987(2) 0.0281(10) Uani 1 1 d . . .
N121 N -0.0613(4) 0.6924(3) 0.1508(2) 0.0275(10) Uani 1 1 d . . .
C122 C 0.0316(4) 0.6312(3) 0.1607(2) 0.0210(10) Uani 1 1 d . . .
O122 O 0.1486(3) 0.6413(2) 0.15571(16) 0.0252(8) Uani 1 1 d . . .
C123 C -0.0128(5) 0.5323(3) 0.1818(2) 0.0241(10) Uani 1 1 d . . .
C124 C 0.0758(5) 0.4709(4) 0.2086(2) 0.0292(11) Uani 1 1 d . . .
H124 H 0.1606 0.4916 0.2135 0.035 Uiso 1 1 calc R . .
C125 C 0.0408(5) 0.3788(4) 0.2282(3) 0.0333(12) Uani 1 1 d . . .
H125 H 0.1017 0.3368 0.2461 0.040 Uiso 1 1 calc R . .
C126 C -0.0817(5) 0.3495(4) 0.2213(3) 0.0354(13) Uani 1 1 d . . .
H126 H -0.1057 0.2871 0.2348 0.043 Uiso 1 1 calc R . .
C127 C -0.1708(5) 0.4102(4) 0.1949(3) 0.0346(13) Uani 1 1 d . . .
H127 H -0.2556 0.3894 0.1901 0.042 Uiso 1 1 calc R . .
C128 C -0.1359(5) 0.5023(4) 0.1753(2) 0.0282(11) Uani 1 1 d . . .
H128 H -0.1971 0.5442 0.1575 0.034 Uiso 1 1 calc R . .
C151 C 0.1555(4) 0.9824(3) 0.0795(2) 0.0252(11) Uani 1 1 d . . .
C152 C 0.1749(5) 1.0654(4) 0.1144(2) 0.0275(11) Uani 1 1 d . . .
C153 C 0.2708(5) 1.1273(3) 0.0960(3) 0.0298(12) Uani 1 1 d . . .
H153 H 0.2870 1.1840 0.1191 0.036 Uiso 1 1 calc R . .
C154 C 0.3431(5) 1.1095(4) 0.0458(3) 0.0344(13) Uani 1 1 d . . .
C155 C 0.3165(5) 1.0272(4) 0.0111(3) 0.0377(13) Uani 1 1 d . . .
H155 H 0.3635 1.0147 -0.0243 0.045 Uiso 1 1 calc R . .
C156 C 0.2222(5) 0.9630(4) 0.0278(3) 0.0318(12) Uani 1 1 d . . .
C157 C 0.1005(5) 1.0868(4) 0.1697(3) 0.0379(13) Uani 1 1 d . . .
H15A H 0.1463 1.1336 0.1953 0.057 Uiso 1 1 calc R . .
H15B H 0.0879 1.0271 0.1927 0.057 Uiso 1 1 calc R . .
H15C H 0.0187 1.1138 0.1574 0.057 Uiso 1 1 calc R . .
C158 C 0.4480(6) 1.1777(5) 0.0292(3) 0.0498(17) Uani 1 1 d . . .
H15D H 0.4854 1.1563 -0.0089 0.075 Uiso 1 1 calc R . .
H15E H 0.5125 1.1779 0.0617 0.075 Uiso 1 1 calc R . .
H15F H 0.4141 1.2430 0.0239 0.075 Uiso 1 1 calc R . .
C159 C 0.1955(7) 0.8749(4) -0.0104(3) 0.0548(19) Uani 1 1 d . . .
H15G H 0.2135 0.8167 0.0137 0.082 Uiso 1 1 calc R . .
H15H H 0.2489 0.8757 -0.0462 0.082 Uiso 1 1 calc R . .
H15I H 0.1069 0.8749 -0.0235 0.082 Uiso 1 1 calc R . .
C21 C 0.4015(4) 0.6914(3) 0.1128(2) 0.0216(10) Uani 1 1 d . . .
N22 N 0.5177(4) 0.7320(3) 0.1210(2) 0.0248(9) Uani 1 1 d . . .
C23 C 0.6114(5) 0.6707(4) 0.1019(3) 0.0343(13) Uani 1 1 d . . .
H23 H 0.6994 0.6828 0.1030 0.041 Uiso 1 1 calc R . .
C24 C 0.5539(5) 0.5911(4) 0.0815(3) 0.0412(15) Uani 1 1 d . . .
H24 H 0.5937 0.5354 0.0655 0.049 Uiso 1 1 calc R . .
N25 N 0.4278(4) 0.6039(3) 0.0879(2) 0.0282(10) Uani 1 1 d . . .
N221 N 0.5530(4) 0.8233(3) 0.1438(2) 0.0277(10) Uani 1 1 d . . .
C222 C 0.4604(4) 0.8799(3) 0.1609(2) 0.0211(10) Uani 1 1 d . . .
O222 O 0.3435(3) 0.8665(2) 0.16193(16) 0.0260(8) Uani 1 1 d . . .
C223 C 0.5056(5) 0.9781(3) 0.1831(2) 0.0245(10) Uani 1 1 d . . .
C224 C 0.4209(5) 1.0360(3) 0.2140(2) 0.0268(11) Uani 1 1 d . . .
H224 H 0.3385 1.0129 0.2213 0.032 Uiso 1 1 calc R . .
C225 C 0.4566(5) 1.1287(4) 0.2345(3) 0.0305(12) Uani 1 1 d . . .
H225 H 0.3985 1.1679 0.2555 0.037 Uiso 1 1 calc R . .
C226 C 0.5761(5) 1.1621(4) 0.2238(3) 0.0340(13) Uani 1 1 d . . .
H226 H 0.6008 1.2244 0.2378 0.041 Uiso 1 1 calc R . .
C227 C 0.6602(5) 1.1051(4) 0.1928(3) 0.0365(13) Uani 1 1 d . . .
H227 H 0.7424 1.1285 0.1854 0.044 Uiso 1 1 calc R . .
C228 C 0.6246(5) 1.0129(4) 0.1723(3) 0.0307(12) Uani 1 1 d . . .
H228 H 0.6827 0.9743 0.1509 0.037 Uiso 1 1 calc R . .
C251 C 0.3342(4) 0.5331(4) 0.0685(3) 0.0283(12) Uani 1 1 d . . .
C252 C 0.3168(5) 0.4530(4) 0.1060(2) 0.0294(11) Uani 1 1 d . . .
C253 C 0.2240(5) 0.3869(4) 0.0876(3) 0.0330(12) Uani 1 1 d . . .
H253 H 0.2085 0.3321 0.1124 0.040 Uiso 1 1 calc R . .
C254 C 0.1538(5) 0.3992(4) 0.0339(3) 0.0340(13) Uani 1 1 d . . .
C255 C 0.1756(5) 0.4779(4) -0.0018(3) 0.0344(13) Uani 1 1 d . . .
H255 H 0.1275 0.4865 -0.0384 0.041 Uiso 1 1 calc R . .
C256 C 0.2675(5) 0.5464(4) 0.0145(2) 0.0292(12) Uani 1 1 d . . .
C257 C 0.3919(5) 0.4382(4) 0.1638(3) 0.0391(14) Uani 1 1 d . . .
H25A H 0.3612 0.3807 0.1848 0.059 Uiso 1 1 calc R . .
H25B H 0.3828 0.4948 0.1901 0.059 Uiso 1 1 calc R . .
H25C H 0.4808 0.4294 0.1542 0.059 Uiso 1 1 calc R . .
C258 C 0.0562(5) 0.3239(4) 0.0155(3) 0.0430(15) Uani 1 1 d . . .
H25D H 0.0109 0.3453 -0.0214 0.064 Uiso 1 1 calc R . .
H25E H -0.0034 0.3156 0.0485 0.064 Uiso 1 1 calc R . .
H25F H 0.0982 0.2623 0.0076 0.064 Uiso 1 1 calc R . .
C259 C 0.2942(6) 0.6297(4) -0.0274(3) 0.0408(14) Uani 1 1 d . . .
H25G H 0.2668 0.6901 -0.0086 0.061 Uiso 1 1 calc R . .
H25H H 0.2486 0.6203 -0.0662 0.061 Uiso 1 1 calc R . .
H25I H 0.3847 0.6329 -0.0347 0.061 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
Cu 0.0212(4) 0.0144(3) 0.0259(4) 0.0002(3) 0.0001(2) -0.0002(3)
C11 0.012(2) 0.016(2) 0.034(3) 0.0029(19) -0.0014(18) 0.0043(16)
N12 0.016(2) 0.017(2) 0.043(3) -0.0006(18) -0.0037(17) -0.0003(15)
C13 0.024(3) 0.024(3) 0.067(4) -0.001(3) -0.003(3) -0.003(2)
C14 0.023(3) 0.024(3) 0.066(4) 0.007(3) -0.011(3) -0.002(2)
N15 0.025(2) 0.017(2) 0.041(3) 0.0039(18) -0.0060(18) -0.0003(16)
N121 0.021(2) 0.013(2) 0.048(3) 0.0043(18) 0.0020(18) -0.0051(15)
C122 0.025(3) 0.017(2) 0.022(3) -0.0033(18) 0.0020(18) 0.0002(17)
O122 0.0199(19) 0.0175(16) 0.038(2) 0.0031(14) 0.0055(14) -0.0015(12)
C123 0.029(3) 0.019(2) 0.024(3) -0.0022(19) 0.0036(19) -0.0003(19)
C124 0.030(3) 0.024(3) 0.034(3) -0.001(2) 0.006(2) -0.005(2)
C125 0.040(3) 0.027(3) 0.034(3) 0.005(2) 0.008(2) 0.003(2)
C126 0.051(4) 0.018(3) 0.038(3) 0.003(2) 0.012(2) -0.005(2)
C127 0.032(3) 0.032(3) 0.040(3) -0.004(2) 0.006(2) -0.017(2)
C128 0.027(3) 0.025(3) 0.033(3) 0.001(2) 0.003(2) -0.0012(19)
C151 0.025(3) 0.017(2) 0.034(3) 0.004(2) -0.007(2) -0.0023(18)
C152 0.030(3) 0.022(3) 0.031(3) 0.007(2) -0.004(2) 0.0011(19)
C153 0.041(3) 0.013(2) 0.035(3) 0.007(2) -0.007(2) -0.0058(19)
C154 0.035(3) 0.026(3) 0.042(3) 0.017(2) -0.001(2) -0.002(2)
C155 0.048(4) 0.034(3) 0.031(3) 0.007(2) 0.005(2) 0.004(2)
C156 0.040(3) 0.020(3) 0.035(3) 0.008(2) -0.005(2) 0.006(2)
C157 0.043(4) 0.029(3) 0.042(4) 0.001(2) 0.007(3) -0.001(2)
C158 0.046(4) 0.040(4) 0.063(5) 0.015(3) 0.007(3) -0.010(3)
C159 0.107(6) 0.023(3) 0.034(4) 0.002(3) 0.005(3) 0.000(3)
C21 0.020(3) 0.016(2) 0.029(3) 0.0003(19) -0.0011(18) -0.0010(17)
N22 0.016(2) 0.022(2) 0.037(2) -0.0014(17) 0.0016(16) 0.0008(15)
C23 0.011(3) 0.029(3) 0.064(4) -0.011(3) 0.010(2) -0.0024(19)
C24 0.024(3) 0.028(3) 0.072(5) -0.016(3) 0.010(3) -0.001(2)
N25 0.023(2) 0.018(2) 0.044(3) -0.0092(18) 0.0040(18) -0.0024(16)
N221 0.023(2) 0.020(2) 0.040(3) -0.0029(18) -0.0001(18) -0.0022(16)
C222 0.021(3) 0.017(2) 0.025(3) 0.0034(19) -0.0028(18) -0.0031(17)
O222 0.0204(19) 0.0182(17) 0.039(2) -0.0038(15) -0.0011(14) -0.0021(13)
C223 0.026(3) 0.017(2) 0.030(3) 0.002(2) -0.0045(19) -0.0011(18)
C224 0.026(3) 0.022(3) 0.032(3) -0.001(2) -0.003(2) 0.0004(19)
C225 0.032(3) 0.023(3) 0.037(3) -0.005(2) -0.005(2) 0.005(2)
C226 0.048(4) 0.022(3) 0.032(3) -0.003(2) -0.010(2) -0.002(2)
C227 0.037(3) 0.028(3) 0.045(4) 0.002(2) 0.000(2) -0.016(2)
C228 0.023(3) 0.029(3) 0.040(3) -0.004(2) 0.001(2) 0.000(2)
C251 0.017(3) 0.022(3) 0.046(3) -0.014(2) 0.009(2) -0.0022(18)
C252 0.029(3) 0.023(3) 0.037(3) -0.010(2) 0.006(2) -0.001(2)
C253 0.036(3) 0.020(3) 0.043(3) -0.009(2) 0.007(2) -0.004(2)
C254 0.030(3) 0.028(3) 0.044(4) -0.019(2) 0.004(2) -0.003(2)
C255 0.034(3) 0.027(3) 0.043(3) -0.010(2) -0.001(2) 0.000(2)
C256 0.027(3) 0.026(3) 0.036(3) -0.009(2) 0.005(2) 0.001(2)
C257 0.031(3) 0.032(3) 0.054(4) -0.009(3) 0.000(3) -0.002(2)
C258 0.036(4) 0.034(3) 0.058(4) -0.010(3) -0.003(3) -0.010(2)
C259 0.054(4) 0.027(3) 0.042(4) -0.008(2) 0.004(3) -0.004(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_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu C21 . . 1.939(5) Y
Cu C11 . . 1.945(4) Y
Cu O122 . . 1.950(3) Y
Cu O222 . . 1.959(3) Y
C11 N12 . . 1.362(6) Y
C11 N15 . . 1.365(6) Y
N12 C13 . . 1.373(6) Y
N12 N121 . . 1.403(5) Y
C13 C14 . . 1.347(7) Y
C13 H13 . . 0.95 ?
C14 N15 . . 1.374(6) Y
C14 H14 . . 0.95 ?
N15 C151 . . 1.449(6) Y
N121 C122 . . 1.316(6) Y
C122 O122 . . 1.259(5) Y
C122 C123 . . 1.524(6) Y
C123 C128 . . 1.378(7) Y
C123 C124 . . 1.390(7) Y
C124 C125 . . 1.399(7) Y
C124 H124 . . 0.95 ?
C125 C126 . . 1.369(7) Y
C125 H125 . . 0.95 ?
C126 C127 . . 1.385(8) Y
C126 H126 . . 0.95 ?
C127 C128 . . 1.398(7) Y
C127 H127 . . 0.95 ?
C128 H128 . . 0.95 ?
C151 C156 . . 1.380(8) Y
C151 C152 . . 1.393(7) Y
C152 C153 . . 1.398(7) Y
C152 C157 . . 1.494(7) Y
C153 C154 . . 1.379(8) Y
C153 H153 . . 0.95 ?
C154 C155 . . 1.397(8) Y
C154 C158 . . 1.512(7) Y
C155 C156 . . 1.395(7) Y
C155 H155 . . 0.95 ?
C156 C159 . . 1.504(7) Y
C157 H15a . . 0.98 ?
C157 H15b . . 0.98 ?
C157 H15c . . 0.98 ?
C158 H15d . . 0.98 ?
C158 H15e . . 0.98 ?
C158 H15f . . 0.98 ?
C159 H15g . . 0.98 ?
C159 H15h . . 0.98 ?
C159 H15i . . 0.98 ?
C21 N25 . . 1.361(6) Y
C21 N22 . . 1.367(6) Y
N22 C23 . . 1.382(6) Y
N22 N221 . . 1.407(5) Y
C23 C24 . . 1.333(7) Y
C23 H23 . . 0.95 ?
C24 N25 . . 1.363(6) Y
C24 H24 . . 0.95 ?
N25 C251 . . 1.454(6) Y
N221 C222 . . 1.320(6) Y
C222 O222 . . 1.257(5) Y
C222 C223 . . 1.519(6) Y
C223 C228 . . 1.379(7) Y
C223 C224 . . 1.393(7) Y
C224 C225 . . 1.408(6) Y
C224 H224 . . 0.95 ?
C225 C226 . . 1.377(7) Y
C225 H225 . . 0.95 ?
C226 C227 . . 1.382(8) Y
C226 H226 . . 0.95 ?
C227 C228 . . 1.403(7) Y
C227 H227 . . 0.95 ?
C228 H228 . . 0.95 ?
C251 C256 . . 1.381(7) Y
C251 C252 . . 1.396(7) Y
C252 C253 . . 1.399(7) Y
C252 C257 . . 1.499(8) Y
C253 C254 . . 1.392(8) Y
C253 H253 . . 0.95 ?
C254 C255 . . 1.365(8) Y
C254 C258 . . 1.520(7) Y
C255 C256 . . 1.403(7) Y
C255 H255 . . 0.95 ?
C256 C259 . . 1.506(7) Y
C257 H25a . . 0.98 ?
C257 H25b . . 0.98 ?
C257 H25c . . 0.98 ?
C258 H25d . . 0.98 ?
C258 H25e . . 0.98 ?
C258 H25f . . 0.98 ?
C259 H25g . . 0.98 ?
C259 H25h . . 0.98 ?
C259 H25i . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 CU C11 . . . 157.9(2) Y
C21 CU O122 . . . 98.70(16) Y
C11 CU O122 . . . 88.42(16) Y
C21 CU O222 . . . 88.87(17) Y
C11 CU O222 . . . 96.65(16) Y
O122 CU O222 . . . 146.62(16) Y
N12 C11 N15 . . . 103.8(4) Y
N12 C11 CU . . . 124.1(3) Y
N15 C11 CU . . . 132.0(4) Y
C11 N12 C13 . . . 111.7(4) Y
C11 N12 N121 . . . 130.3(4) Y
C13 N12 N121 . . . 117.9(4) Y
C14 C13 N12 . . . 106.2(5) Y
C14 C13 H13 . . . 126.9 ?
N12 C13 H13 . . . 126.9 ?
C13 C14 N15 . . . 107.6(5) Y
C13 C14 H14 . . . 126.2 ?
N15 C14 H14 . . . 126.2 ?
C11 N15 C14 . . . 110.6(4) Y
C11 N15 C151 . . . 124.2(4) Y
C14 N15 C151 . . . 125.2(4) Y
C122 N121 N12 . . . 116.4(4) Y
O122 C122 N121 . . . 130.8(4) Y
O122 C122 C123 . . . 116.1(4) Y
N121 C122 C123 . . . 113.1(4) Y
C122 O122 CU . . . 129.8(3) Y
C128 C123 C124 . . . 119.5(5) Y
C128 C123 C122 . . . 122.6(4) Y
C124 C123 C122 . . . 117.8(4) Y
C123 C124 C125 . . . 120.4(5) Y
C123 C124 H124 . . . 119.8 ?
C125 C124 H124 . . . 119.8 ?
C126 C125 C124 . . . 119.7(5) Y
C126 C125 H125 . . . 120.2 ?
C124 C125 H125 . . . 120.2 ?
C125 C126 C127 . . . 120.5(5) Y
C125 C126 H126 . . . 119.8 ?
C127 C126 H126 . . . 119.8 ?
C126 C127 C128 . . . 119.9(5) Y
C126 C127 H127 . . . 120.1 ?
C128 C127 H127 . . . 120.1 ?
C123 C128 C127 . . . 120.1(5) Y
C123 C128 H128 . . . 119.9 ?
C127 C128 H128 . . . 119.9 ?
C156 C151 C152 . . . 122.7(5) Y
C156 C151 N15 . . . 119.0(5) Y
C152 C151 N15 . . . 118.3(5) Y
C151 C152 C153 . . . 116.6(5) Y
C151 C152 C157 . . . 122.4(5) Y
C153 C152 C157 . . . 121.0(5) Y
C154 C153 C152 . . . 123.0(5) Y
C154 C153 H153 . . . 118.5 ?
C152 C153 H153 . . . 118.5 ?
C153 C154 C155 . . . 118.2(5) Y
C153 C154 C158 . . . 120.6(5) Y
C155 C154 C158 . . . 121.2(6) Y
C156 C155 C154 . . . 121.0(5) Y
C156 C155 H155 . . . 119.5 ?
C154 C155 H155 . . . 119.5 ?
C151 C156 C155 . . . 118.5(5) Y
C151 C156 C159 . . . 121.5(5) Y
C155 C156 C159 . . . 119.9(6) Y
C152 C157 H15A . . . 109.5 ?
C152 C157 H15B . . . 109.5 ?
H15A C157 H15B . . . 109.5 ?
C152 C157 H15C . . . 109.5 ?
H15A C157 H15C . . . 109.5 ?
H15B C157 H15C . . . 109.5 ?
C154 C158 H15D . . . 109.5 ?
C154 C158 H15E . . . 109.5 ?
H15D C158 H15E . . . 109.5 ?
C154 C158 H15F . . . 109.5 ?
H15D C158 H15F . . . 109.5 ?
H15E C158 H15F . . . 109.5 ?
C156 C159 H15G . . . 109.5 ?
C156 C159 H15H . . . 109.5 ?
H15G C159 H15H . . . 109.5 ?
C156 C159 H15I . . . 109.5 ?
H15G C159 H15I . . . 109.5 ?
H15H C159 H15I . . . 109.5 ?
N25 C21 N22 . . . 103.1(4) Y
N25 C21 CU . . . 133.0(3) Y
N22 C21 CU . . . 123.9(3) Y
C21 N22 C23 . . . 111.2(4) Y
C21 N22 N221 . . . 130.6(4) Y
C23 N22 N221 . . . 118.2(4) Y
C24 C23 N22 . . . 106.4(4) Y
C24 C23 H23 . . . 126.8 ?
N22 C23 H23 . . . 126.8 ?
C23 C24 N25 . . . 107.7(5) Y
C23 C24 H24 . . . 126.2 ?
N25 C24 H24 . . . 126.2 ?
C21 N25 C24 . . . 111.6(4) Y
C21 N25 C251 . . . 124.9(4) Y
C24 N25 C251 . . . 123.4(4) Y
C222 N221 N22 . . . 116.0(4) Y
O222 C222 N221 . . . 131.4(4) Y
O222 C222 C223 . . . 115.6(4) Y
N221 C222 C223 . . . 112.9(4) Y
C222 O222 CU . . . 129.1(3) Y
C228 C223 C224 . . . 119.1(5) Y
C228 C223 C222 . . . 122.9(5) Y
C224 C223 C222 . . . 118.0(4) Y
C223 C224 C225 . . . 120.5(5) Y
C223 C224 H224 . . . 119.7 ?
C225 C224 H224 . . . 119.7 ?
C226 C225 C224 . . . 119.6(5) Y
C226 C225 H225 . . . 120.2 ?
C224 C225 H225 . . . 120.2 ?
C225 C226 C227 . . . 120.1(5) Y
C225 C226 H226 . . . 120 ?
C227 C226 H226 . . . 120 ?
C226 C227 C228 . . . 120.3(5) Y
C226 C227 H227 . . . 119.9 ?
C228 C227 H227 . . . 119.9 ?
C223 C228 C227 . . . 120.3(5) Y
C223 C228 H228 . . . 119.8 ?
C227 C228 H228 . . . 119.8 ?
C256 C251 C252 . . . 122.7(5) Y
C256 C251 N25 . . . 119.8(5) Y
C252 C251 N25 . . . 117.4(5) Y
C251 C252 C253 . . . 116.8(5) Y
C251 C252 C257 . . . 122.2(5) Y
C253 C252 C257 . . . 121.0(5) Y
C254 C253 C252 . . . 121.8(5) Y
C254 C253 H253 . . . 119.1 ?
C252 C253 H253 . . . 119.1 ?
C255 C254 C253 . . . 119.3(5) Y
C255 C254 C258 . . . 121.2(5) Y
C253 C254 C258 . . . 119.5(5) Y
C254 C255 C256 . . . 121.2(5) Y
C254 C255 H255 . . . 119.4 ?
C256 C255 H255 . . . 119.4 ?
C251 C256 C255 . . . 118.1(5) Y
C251 C256 C259 . . . 121.8(5) Y
C255 C256 C259 . . . 120.1(5) Y
C252 C257 H25A . . . 109.5 ?
C252 C257 H25B . . . 109.5 ?
H25A C257 H25B . . . 109.5 ?
C252 C257 H25C . . . 109.5 ?
H25A C257 H25C . . . 109.5 ?
H25B C257 H25C . . . 109.5 ?
C254 C258 H25D . . . 109.5 ?
C254 C258 H25E . . . 109.5 ?
H25D C258 H25E . . . 109.5 ?
C254 C258 H25F . . . 109.5 ?
H25D C258 H25F . . . 109.5 ?
H25E C258 H25F . . . 109.5 ?
C256 C259 H25G . . . 109.5 ?
C256 C259 H25H . . . 109.5 ?
H25G C259 H25H . . . 109.5 ?
C256 C259 H25I . . . 109.5 ?
H25G C259 H25I . . . 109.5 ?
H25H C259 H25I . . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C21 CU C11 N12 . . . . 110.8(6) ?
O122 CU C11 N12 . . . . 1.3(4) ?
O222 CU C11 N12 . . . . -145.6(4) ?
C21 CU C11 N15 . . . . -66.3(8) ?
O122 CU C11 N15 . . . . -175.8(5) ?
O222 CU C11 N15 . . . . 37.3(5) ?
N15 C11 N12 C13 . . . . -2.2(6) ?
CU C11 N12 C13 . . . . -179.9(4) ?
N15 C11 N12 N121 . . . . -179.8(5) ?
CU C11 N12 N121 . . . . 2.4(8) ?
C11 N12 C13 C14 . . . . 1.9(7) ?
N121 N12 C13 C14 . . . . 179.9(5) ?
N12 C13 C14 N15 . . . . -0.8(7) ?
N12 C11 N15 C14 . . . . 1.6(6) ?
CU C11 N15 C14 . . . . 179.1(4) ?
N12 C11 N15 C151 . . . . -176.8(4) ?
CU C11 N15 C151 . . . . 0.7(8) ?
C13 C14 N15 C11 . . . . -0.5(7) ?
C13 C14 N15 C151 . . . . 177.9(5) ?
C11 N12 N121 C122 . . . . -4.8(8) ?
C13 N12 N121 C122 . . . . 177.7(5) ?
N12 N121 C122 O122 . . . . 2.3(8) ?
N12 N121 C122 C123 . . . . -177.9(4) ?
N121 C122 O122 CU . . . . 2.2(8) ?
C123 C122 O122 CU . . . . -177.6(3) ?
C21 CU O122 C122 . . . . -162.5(4) ?
C11 CU O122 C122 . . . . -3.5(4) ?
O222 CU O122 C122 . . . . 96.2(5) ?
O122 C122 C123 C128 . . . . -163.6(5) ?
N121 C122 C123 C128 . . . . 16.5(7) ?
O122 C122 C123 C124 . . . . 16.3(7) ?
N121 C122 C123 C124 . . . . -163.6(5) ?
C128 C123 C124 C125 . . . . 0.7(8) ?
C122 C123 C124 C125 . . . . -179.2(5) ?
C123 C124 C125 C126 . . . . -0.5(8) ?
C124 C125 C126 C127 . . . . 0.3(8) ?
C125 C126 C127 C128 . . . . -0.3(9) ?
C124 C123 C128 C127 . . . . -0.7(8) ?
C122 C123 C128 C127 . . . . 179.2(5) ?
C126 C127 C128 C123 . . . . 0.5(8) ?
C11 N15 C151 C156 . . . . 67.7(7) ?
C14 N15 C151 C156 . . . . -110.4(6) ?
C11 N15 C151 C152 . . . . -112.3(6) ?
C14 N15 C151 C152 . . . . 69.6(7) ?
C156 C151 C152 C153 . . . . -3.0(7) ?
N15 C151 C152 C153 . . . . 177.0(4) ?
C156 C151 C152 C157 . . . . 178.8(5) ?
N15 C151 C152 C157 . . . . -1.2(7) ?
C151 C152 C153 C154 . . . . 0.7(7) ?
C157 C152 C153 C154 . . . . 178.9(5) ?
C152 C153 C154 C155 . . . . 1.6(8) ?
C152 C153 C154 C158 . . . . -178.3(5) ?
C153 C154 C155 C156 . . . . -2.0(8) ?
C158 C154 C155 C156 . . . . 178.0(5) ?
C152 C151 C156 C155 . . . . 2.7(8) ?
N15 C151 C156 C155 . . . . -177.3(4) ?
C152 C151 C156 C159 . . . . -177.4(5) ?
N15 C151 C156 C159 . . . . 2.6(7) ?
C154 C155 C156 C151 . . . . -0.1(8) ?
C154 C155 C156 C159 . . . . 180.0(5) ?
C11 CU C21 N25 . . . . -74.5(7) ?
O122 CU C21 N25 . . . . 33.1(5) ?
O222 CU C21 N25 . . . . -179.5(5) ?
C11 CU C21 N22 . . . . 104.4(6) ?
O122 CU C21 N22 . . . . -148.0(4) ?
O222 CU C21 N22 . . . . -0.7(4) ?
N25 C21 N22 C23 . . . . -0.3(6) ?
CU C21 N22 C23 . . . . -179.4(4) ?
N25 C21 N22 N221 . . . . 178.3(5) ?
CU C21 N22 N221 . . . . -0.8(7) ?
C21 N22 C23 C24 . . . . 0.0(7) ?
N221 N22 C23 C24 . . . . -178.8(5) ?
N22 C23 C24 N25 . . . . 0.3(7) ?
N22 C21 N25 C24 . . . . 0.4(6) ?
CU C21 N25 C24 . . . . 179.4(4) ?
N22 C21 N25 C251 . . . . -177.8(5) ?
CU C21 N25 C251 . . . . 1.2(8) ?
C23 C24 N25 C21 . . . . -0.4(7) ?
C23 C24 N25 C251 . . . . 177.8(5) ?
C21 N22 N221 C222 . . . . 0.8(8) ?
C23 N22 N221 C222 . . . . 179.3(5) ?
N22 N221 C222 O222 . . . . 1.8(8) ?
N22 N221 C222 C223 . . . . -178.2(4) ?
N221 C222 O222 CU . . . . -4.0(8) ?
C223 C222 O222 CU . . . . 176.0(3) ?
C21 CU O222 C222 . . . . 2.9(4) ?
C11 CU O222 C222 . . . . -155.7(4) ?
O122 CU O222 C222 . . . . 107.0(4) ?
O222 C222 C223 C228 . . . . -164.8(5) ?
N221 C222 C223 C228 . . . . 15.3(7) ?
O222 C222 C223 C224 . . . . 13.1(7) ?
N221 C222 C223 C224 . . . . -166.9(5) ?
C228 C223 C224 C225 . . . . -0.6(8) ?
C222 C223 C224 C225 . . . . -178.6(4) ?
C223 C224 C225 C226 . . . . 0.0(8) ?
C224 C225 C226 C227 . . . . 0.4(8) ?
C225 C226 C227 C228 . . . . -0.3(9) ?
C224 C223 C228 C227 . . . . 0.8(8) ?
C222 C223 C228 C227 . . . . 178.6(5) ?
C226 C227 C228 C223 . . . . -0.3(8) ?
C21 N25 C251 C256 . . . . 76.6(7) ?
C24 N25 C251 C256 . . . . -101.5(6) ?
C21 N25 C251 C252 . . . . -103.9(6) ?
C24 N25 C251 C252 . . . . 78.0(7) ?
C256 C251 C252 C253 . . . . -2.2(8) ?
N25 C251 C252 C253 . . . . 178.3(4) ?
C256 C251 C252 C257 . . . . 178.6(5) ?
N25 C251 C252 C257 . . . . -0.9(7) ?
C251 C252 C253 C254 . . . . 1.1(8) ?
C257 C252 C253 C254 . . . . -179.7(5) ?
C252 C253 C254 C255 . . . . -0.2(8) ?
C252 C253 C254 C258 . . . . 178.7(5) ?
C253 C254 C255 C256 . . . . 0.2(8) ?
C258 C254 C255 C256 . . . . -178.7(5) ?
C252 C251 C256 C255 . . . . 2.2(8) ?
N25 C251 C256 C255 . . . . -178.2(4) ?
C252 C251 C256 C259 . . . . -175.6(5) ?
N25 C251 C256 C259 . . . . 3.9(7) ?
C254 C255 C256 C251 . . . . -1.2(8) ?
C254 C255 C256 C259 . . . . 176.7(5) ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        72.77
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         2.399
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.129