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

#######################################################################
#
#                 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
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H18 Cu N5 O4'
_chemical_formula_weight         467.95

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'
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           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                   9.876(2)
_cell_length_b                   9.2950(19)
_cell_length_c                   22.594(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.80(3)
_cell_angle_gamma                90.00
_cell_volume                     1985.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      25

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    1.140
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  scx-mini
_diffrn_measurement_method       '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14909
_diffrn_reflns_av_R_equivalents  0.1001
_diffrn_reflns_av_sigmaI/netI    0.0880
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3469
_reflns_number_gt                2194
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       SMART
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL

_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^)+(0.0689P)^2^+6.1392P] 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         3469
_refine_ls_number_parameters     275
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0938
_refine_ls_wR_factor_ref         0.2174
_refine_ls_wR_factor_gt          0.1930
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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
N5 N 0.9730(9) 0.1378(11) 0.8758(5) 0.0967(17) Uani 1 1 d U . .
O3 O 1.0551(7) 0.0828(8) 0.9215(3) 0.095(2) Uani 1 1 d U . .
O2 O 1.0191(7) 0.1959(8) 0.8359(3) 0.100(2) Uani 1 1 d . . .
Cu1 Cu 0.69374(10) -0.12444(12) 0.84682(4) 0.0672(4) Uani 1 1 d . . .
N1 N 0.6119(8) -0.0884(8) 0.7567(3) 0.0641(19) Uani 1 1 d . . .
C1 C 0.4888(10) -0.1435(10) 0.7237(4) 0.073(2) Uani 1 1 d . . .
H1A H 0.4477 -0.2136 0.7422 0.088 Uiso 1 1 calc R . .
C4 C 0.6036(8) 0.0570(9) 0.6680(4) 0.059(2) Uani 1 1 d . . .
H4B H 0.6489 0.1255 0.6504 0.071 Uiso 1 1 calc R . .
C2 C 0.4183(8) -0.1041(9) 0.6642(4) 0.060(2) Uani 1 1 d . . .
H2A H 0.3330 -0.1480 0.6436 0.072 Uiso 1 1 calc R . .
C3 C 0.4751(7) 0.0023(8) 0.6345(3) 0.0470(18) Uani 1 1 d . . .
C6 C 0.4028(7) 0.0465(7) 0.5694(3) 0.0396(16) Uani 1 1 d . . .
C9 C 0.3915(6) 0.1935(7) 0.4828(3) 0.0389(16) Uani 1 1 d . . .
N4 N 0.2826(6) -0.0264(7) 0.5387(3) 0.0518(16) Uani 1 1 d . . .
C8 C 0.2686(7) 0.1190(8) 0.4507(3) 0.0459(17) Uani 1 1 d . . .
H8A H 0.2223 0.1441 0.4100 0.055 Uiso 1 1 calc R . .
C7 C 0.2154(7) 0.0092(7) 0.4783(3) 0.0409(16) Uani 1 1 d . . .
C11 C 0.0878(7) -0.0771(7) 0.4454(3) 0.0401(16) Uani 1 1 d . . .
C15 C 0.0037(8) -0.0427(9) 0.3866(3) 0.057(2) Uani 1 1 d . . .
H15A H 0.0248 0.0362 0.3656 0.069 Uiso 1 1 calc R . .
C13 C -0.0677(8) -0.2741(8) 0.4433(4) 0.058(2) Uani 1 1 d . . .
H13A H -0.0921 -0.3521 0.4639 0.070 Uiso 1 1 calc R . .
C14 C -0.1127(8) -0.1288(9) 0.3599(3) 0.059(2) Uani 1 1 d . . .
H14A H -0.1702 -0.1026 0.3210 0.071 Uiso 1 1 calc R . .
N3 N -0.1480(6) -0.2468(7) 0.3861(3) 0.0501(15) Uani 1 1 d . . .
N2 N 0.5843(6) 0.5108(7) 0.3950(3) 0.0516(16) Uani 1 1 d . . .
C5 C 0.6650(9) 0.0110(10) 0.7270(4) 0.073(3) Uani 1 1 d . . .
H5A H 0.7510 0.0524 0.7483 0.087 Uiso 1 1 calc R . .
C10 C 0.4555(6) 0.1542(6) 0.5423(3) 0.0331(14) Uani 1 1 d . . .
H10A H 0.5368 0.2022 0.5647 0.040 Uiso 1 1 calc R . .
C12 C 0.0489(7) -0.1946(8) 0.4740(3) 0.054(2) Uani 1 1 d . . .
H12A H 0.1013 -0.2200 0.5138 0.065 Uiso 1 1 calc R . .
C16 C 0.4542(7) 0.3075(8) 0.4528(3) 0.0446(17) Uani 1 1 d . . .
C17 C 0.3815(8) 0.3718(9) 0.3971(4) 0.058(2) Uani 1 1 d . . .
H17A H 0.2876 0.3478 0.3781 0.070 Uiso 1 1 calc R . .
C18 C 0.4487(8) 0.4709(9) 0.3704(4) 0.058(2) Uani 1 1 d . . .
H18A H 0.3977 0.5127 0.3332 0.070 Uiso 1 1 calc R . .
C19 C 0.6507(8) 0.4510(9) 0.4491(4) 0.057(2) Uani 1 1 d . . .
H19A H 0.7433 0.4796 0.4682 0.068 Uiso 1 1 calc R . .
C20 C 0.5927(8) 0.3510(8) 0.4786(3) 0.0520(19) Uani 1 1 d . . .
H20A H 0.6461 0.3121 0.5160 0.062 Uiso 1 1 calc R . .
C21 C 0.0908(14) 0.8663(17) 0.7921(7) 0.152(6) Uani 1 1 d . . .
H21A H 0.1373 0.8444 0.8347 0.227 Uiso 1 1 calc R . .
H21B H 0.0123 0.8021 0.7767 0.227 Uiso 1 1 calc R . .
H21C H 0.0572 0.9637 0.7888 0.227 Uiso 1 1 calc R . .
O4 O 0.1796(8) 0.8511(10) 0.7599(4) 0.132(3) Uani 1 1 d . . .
H4A H 0.1269 0.8047 0.7295 0.159 Uiso 1 1 d R . .
O1 O 0.8478(6) 0.1371(8) 0.8684(3) 0.0967(17) 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
N5 0.051(3) 0.127(5) 0.109(4) 0.001(3) 0.018(3) 0.003(3)
O3 0.080(4) 0.115(6) 0.082(4) 0.005(4) 0.010(4) 0.001(4)
O2 0.080(5) 0.128(6) 0.093(5) 0.013(4) 0.027(4) 0.001(4)
Cu1 0.0595(7) 0.0785(8) 0.0601(7) 0.0097(5) 0.0115(5) 0.0309(6)
N1 0.065(5) 0.073(5) 0.054(4) 0.006(4) 0.016(4) 0.025(4)
C1 0.071(6) 0.071(6) 0.075(6) 0.016(5) 0.018(5) -0.004(5)
C4 0.043(4) 0.073(6) 0.055(5) 0.002(4) 0.006(4) -0.014(4)
C2 0.053(5) 0.067(6) 0.057(5) 0.005(4) 0.009(4) -0.011(4)
C3 0.037(4) 0.052(5) 0.050(4) -0.003(3) 0.010(3) -0.005(3)
C6 0.035(4) 0.032(4) 0.051(4) -0.007(3) 0.011(3) -0.005(3)
C9 0.026(3) 0.043(4) 0.048(4) -0.012(3) 0.012(3) 0.002(3)
N4 0.038(3) 0.054(4) 0.060(4) -0.004(3) 0.009(3) -0.003(3)
C8 0.042(4) 0.049(4) 0.046(4) -0.004(3) 0.012(3) 0.000(4)
C7 0.034(4) 0.033(4) 0.054(4) 0.000(3) 0.010(3) -0.001(3)
C11 0.035(4) 0.031(4) 0.055(4) -0.005(3) 0.013(3) -0.008(3)
C15 0.054(5) 0.062(5) 0.051(5) 0.005(4) 0.008(4) -0.028(4)
C13 0.052(5) 0.055(5) 0.064(5) 0.012(4) 0.009(4) -0.018(4)
C14 0.061(5) 0.065(5) 0.045(4) 0.006(4) 0.005(4) -0.012(4)
N3 0.045(4) 0.051(4) 0.054(4) -0.004(3) 0.013(3) -0.013(3)
N2 0.043(4) 0.059(4) 0.052(4) 0.003(3) 0.012(3) -0.009(3)
C5 0.054(5) 0.089(7) 0.065(6) -0.007(5) 0.001(4) -0.008(5)
C10 0.025(3) 0.029(4) 0.043(4) -0.005(3) 0.007(3) -0.007(3)
C12 0.045(4) 0.062(5) 0.052(5) 0.008(4) 0.009(4) -0.011(4)
C16 0.031(4) 0.044(4) 0.059(5) -0.005(3) 0.013(3) -0.001(3)
C17 0.042(4) 0.065(5) 0.065(5) 0.009(4) 0.010(4) -0.005(4)
C18 0.043(4) 0.064(5) 0.062(5) 0.014(4) 0.006(4) -0.011(4)
C19 0.042(4) 0.058(5) 0.064(5) -0.005(4) 0.006(4) -0.014(4)
C20 0.048(4) 0.048(5) 0.057(5) 0.005(4) 0.010(4) -0.007(4)
C21 0.130(11) 0.192(16) 0.163(13) -0.055(11) 0.090(11) -0.013(11)
O4 0.094(6) 0.163(8) 0.130(7) -0.037(6) 0.015(5) 0.005(6)
O1 0.051(3) 0.127(5) 0.109(4) 0.001(3) 0.018(3) 0.003(3)

_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
N5 O1 1.199(9) . ?
N5 O3 1.225(10) . ?
N5 O2 1.243(10) . ?
Cu1 N3 1.964(6) 4_656 ?
Cu1 N1 1.991(6) . ?
Cu1 N2 2.037(6) 4_566 ?
N1 C1 1.331(11) . ?
N1 C5 1.334(10) . ?
C1 C2 1.373(11) . ?
C1 H1A 0.9300 . ?
C4 C5 1.364(11) . ?
C4 C3 1.374(9) . ?
C4 H4B 0.9300 . ?
C2 C3 1.401(10) . ?
C2 H2A 0.9300 . ?
C3 C6 1.493(9) . ?
C6 C10 1.354(9) . ?
C6 N4 1.369(8) . ?
C9 C10 1.360(8) . ?
C9 C8 1.404(9) . ?
C9 C16 1.486(10) . ?
N4 C7 1.373(8) . ?
C8 C7 1.378(9) . ?
C8 H8A 0.9300 . ?
C7 C11 1.497(8) . ?
C11 C12 1.378(9) . ?
C11 C15 1.385(9) . ?
C15 C14 1.387(10) . ?
C15 H15A 0.9300 . ?
C13 N3 1.331(9) . ?
C13 C12 1.376(9) . ?
C13 H13A 0.9300 . ?
C14 N3 1.340(9) . ?
C14 H14A 0.9300 . ?
N3 Cu1 1.964(6) 4_455 ?
N2 C19 1.331(9) . ?
N2 C18 1.345(9) . ?
N2 Cu1 2.037(6) 4_565 ?
C5 H5A 0.9300 . ?
C10 H10A 0.9300 . ?
C12 H12A 0.9300 . ?
C16 C20 1.383(9) . ?
C16 C17 1.389(10) . ?
C17 C18 1.373(10) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.363(10) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 O4 1.300(12) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O4 H4A 0.8499 . ?

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 N5 O3 121.3(10) . . ?
O1 N5 O2 118.7(10) . . ?
O3 N5 O2 120.0(8) . . ?
N3 Cu1 N1 126.8(3) 4_656 . ?
N3 Cu1 N2 123.4(2) 4_656 4_566 ?
N1 Cu1 N2 109.8(2) . 4_566 ?
C1 N1 C5 114.4(7) . . ?
C1 N1 Cu1 122.9(6) . . ?
C5 N1 Cu1 121.9(6) . . ?
N1 C1 C2 124.7(8) . . ?
N1 C1 H1A 117.7 . . ?
C2 C1 H1A 117.7 . . ?
C5 C4 C3 120.1(8) . . ?
C5 C4 H4B 119.9 . . ?
C3 C4 H4B 119.9 . . ?
C1 C2 C3 119.8(7) . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 H2A 120.1 . . ?
C4 C3 C2 115.5(7) . . ?
C4 C3 C6 122.9(7) . . ?
C2 C3 C6 121.5(6) . . ?
C10 C6 N4 121.7(6) . . ?
C10 C6 C3 120.8(6) . . ?
N4 C6 C3 117.5(6) . . ?
C10 C9 C8 117.6(6) . . ?
C10 C9 C16 120.4(6) . . ?
C8 C9 C16 121.9(6) . . ?
C6 N4 C7 119.0(6) . . ?
C7 C8 C9 121.1(6) . . ?
C7 C8 H8A 119.4 . . ?
C9 C8 H8A 119.4 . . ?
N4 C7 C8 119.4(6) . . ?
N4 C7 C11 117.4(6) . . ?
C8 C7 C11 123.2(6) . . ?
C12 C11 C15 117.4(6) . . ?
C12 C11 C7 120.1(6) . . ?
C15 C11 C7 122.6(6) . . ?
C11 C15 C14 118.5(7) . . ?
C11 C15 H15A 120.8 . . ?
C14 C15 H15A 120.8 . . ?
N3 C13 C12 124.3(7) . . ?
N3 C13 H13A 117.8 . . ?
C12 C13 H13A 117.8 . . ?
N3 C14 C15 124.7(7) . . ?
N3 C14 H14A 117.7 . . ?
C15 C14 H14A 117.7 . . ?
C13 N3 C14 115.2(6) . . ?
C13 N3 Cu1 119.7(5) . 4_455 ?
C14 N3 Cu1 125.1(5) . 4_455 ?
C19 N2 C18 115.6(6) . . ?
C19 N2 Cu1 120.7(5) . 4_565 ?
C18 N2 Cu1 122.8(5) . 4_565 ?
N1 C5 C4 125.4(8) . . ?
N1 C5 H5A 117.3 . . ?
C4 C5 H5A 117.3 . . ?
C6 C10 C9 121.1(6) . . ?
C6 C10 H10A 119.4 . . ?
C9 C10 H10A 119.4 . . ?
C13 C12 C11 119.8(7) . . ?
C13 C12 H12A 120.1 . . ?
C11 C12 H12A 120.1 . . ?
C20 C16 C17 116.5(7) . . ?
C20 C16 C9 120.5(6) . . ?
C17 C16 C9 123.0(6) . . ?
C18 C17 C16 119.8(7) . . ?
C18 C17 H17A 120.1 . . ?
C16 C17 H17A 120.1 . . ?
N2 C18 C17 123.6(7) . . ?
N2 C18 H18A 118.2 . . ?
C17 C18 H18A 118.2 . . ?
N2 C19 C20 124.7(7) . . ?
N2 C19 H19A 117.7 . . ?
C20 C19 H19A 117.7 . . ?
C19 C20 C16 119.8(7) . . ?
C19 C20 H20A 120.1 . . ?
C16 C20 H20A 120.1 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C21 O4 H4A 98.8 . . ?

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
N3 Cu1 N1 C1 104.8(7) 4_656 . . . ?
N2 Cu1 N1 C1 -73.5(7) 4_566 . . . ?
N3 Cu1 N1 C5 -86.2(7) 4_656 . . . ?
N2 Cu1 N1 C5 95.5(7) 4_566 . . . ?
C5 N1 C1 C2 -0.3(13) . . . . ?
Cu1 N1 C1 C2 169.4(7) . . . . ?
N1 C1 C2 C3 -0.8(14) . . . . ?
C5 C4 C3 C2 -2.3(11) . . . . ?
C5 C4 C3 C6 -179.2(7) . . . . ?
C1 C2 C3 C4 2.1(11) . . . . ?
C1 C2 C3 C6 179.0(7) . . . . ?
C4 C3 C6 C10 -6.4(11) . . . . ?
C2 C3 C6 C10 176.9(7) . . . . ?
C4 C3 C6 N4 173.3(7) . . . . ?
C2 C3 C6 N4 -3.4(10) . . . . ?
C10 C6 N4 C7 1.2(9) . . . . ?
C3 C6 N4 C7 -178.5(6) . . . . ?
C10 C9 C8 C7 -0.5(10) . . . . ?
C16 C9 C8 C7 177.1(6) . . . . ?
C6 N4 C7 C8 -1.3(9) . . . . ?
C6 N4 C7 C11 177.5(6) . . . . ?
C9 C8 C7 N4 1.0(10) . . . . ?
C9 C8 C7 C11 -177.7(6) . . . . ?
N4 C7 C11 C12 -5.3(9) . . . . ?
C8 C7 C11 C12 173.4(7) . . . . ?
N4 C7 C11 C15 173.8(7) . . . . ?
C8 C7 C11 C15 -7.5(10) . . . . ?
C12 C11 C15 C14 -0.7(11) . . . . ?
C7 C11 C15 C14 -179.8(7) . . . . ?
C11 C15 C14 N3 -2.2(12) . . . . ?
C12 C13 N3 C14 -3.5(12) . . . . ?
C12 C13 N3 Cu1 177.1(6) . . . 4_455 ?
C15 C14 N3 C13 4.2(11) . . . . ?
C15 C14 N3 Cu1 -176.4(6) . . . 4_455 ?
C1 N1 C5 C4 0.1(13) . . . . ?
Cu1 N1 C5 C4 -169.8(7) . . . . ?
C3 C4 C5 N1 1.3(14) . . . . ?
N4 C6 C10 C9 -0.7(10) . . . . ?
C3 C6 C10 C9 178.9(6) . . . . ?
C8 C9 C10 C6 0.4(9) . . . . ?
C16 C9 C10 C6 -177.3(6) . . . . ?
N3 C13 C12 C11 0.7(12) . . . . ?
C15 C11 C12 C13 1.4(11) . . . . ?
C7 C11 C12 C13 -179.5(7) . . . . ?
C10 C9 C16 C20 15.4(10) . . . . ?
C8 C9 C16 C20 -162.1(7) . . . . ?
C10 C9 C16 C17 -167.1(7) . . . . ?
C8 C9 C16 C17 15.4(10) . . . . ?
C20 C16 C17 C18 1.1(11) . . . . ?
C9 C16 C17 C18 -176.4(7) . . . . ?
C19 N2 C18 C17 -2.1(12) . . . . ?
Cu1 N2 C18 C17 166.9(6) 4_565 . . . ?
C16 C17 C18 N2 0.2(13) . . . . ?
C18 N2 C19 C20 2.7(12) . . . . ?
Cu1 N2 C19 C20 -166.5(6) 4_565 . . . ?
N2 C19 C20 C16 -1.5(12) . . . . ?
C17 C16 C20 C19 -0.5(11) . . . . ?
C9 C16 C20 C19 177.1(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.082
_database_code_depnum_ccdc_archive 'CCDC 910726'
#######################################################################
#
#                 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_1'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H16 Cu N5 O4'
_chemical_formula_weight         453.92

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'
Cu Cu 0.3201 1.2651 '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                   9.3990(19)
_cell_length_b                   9.848(2)
_cell_length_c                   21.834(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.09(3)
_cell_angle_gamma                90.00
_cell_volume                     1976.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    1.143
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  scx-mini
_diffrn_measurement_method       '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14334
_diffrn_reflns_av_R_equivalents  0.1171
_diffrn_reflns_av_sigmaI/netI    0.0959
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         24.50
_reflns_number_total             3275
_reflns_number_gt                1812
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       SMART
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL

_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^)+(0.1235P)^2^+3.0332P] 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         3275
_refine_ls_number_parameters     272
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1686
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2701
_refine_ls_wR_factor_gt          0.2284
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.173
_refine_ls_shift/su_mean         0.012

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
O4 O 0.6612(10) 0.1469(10) 0.2841(5) 0.173(4) Uani 1 1 d . . .
N5 N 0.4725(11) 0.8634(15) 0.3573(7) 0.137(5) Uani 1 1 d D . .
Cu1 Cu 0.21073(13) 0.13988(13) 0.33778(5) 0.0862(6) Uani 1 1 d . . .
N1 N 0.3628(7) 0.2686(7) 0.3774(3) 0.0621(17) Uani 1 1 d . . .
N2 N 1.1017(8) 1.0181(7) 0.3911(3) 0.0701(19) Uani 1 1 d . . .
N3 N 1.1183(10) 0.4089(10) 0.7493(3) 0.084(2) Uani 1 1 d . . .
N4 N 0.7824(7) 0.4833(7) 0.5350(3) 0.0680(19) Uani 1 1 d . . .
C1 C 0.4322(9) 0.2432(9) 0.4374(4) 0.070(2) Uani 1 1 d . . .
H1A H 0.4037 0.1680 0.4576 0.084 Uiso 1 1 calc R . .
C2 C 0.5437(9) 0.3241(8) 0.4698(4) 0.061(2) Uani 1 1 d . . .
H2A H 0.5855 0.3042 0.5113 0.074 Uiso 1 1 calc R . .
C3 C 0.5937(8) 0.4356(8) 0.4405(3) 0.055(2) Uani 1 1 d . . .
C4 C 0.5218(9) 0.4606(9) 0.3785(4) 0.068(2) Uani 1 1 d . . .
H4A H 0.5490 0.5340 0.3568 0.082 Uiso 1 1 calc R . .
C5 C 0.4094(9) 0.3753(9) 0.3496(4) 0.066(2) Uani 1 1 d . . .
H5A H 0.3641 0.3939 0.3083 0.079 Uiso 1 1 calc R . .
C6 C 0.7197(8) 0.5209(8) 0.4747(3) 0.0518(19) Uani 1 1 d . . .
C7 C 0.8997(7) 0.5577(8) 0.5668(3) 0.0526(19) Uani 1 1 d . . .
C8 C 0.9540(7) 0.6664(7) 0.5406(3) 0.0483(18) Uani 1 1 d . . .
H8A H 1.0327 0.7140 0.5637 0.058 Uiso 1 1 calc R . .
C9 C 0.8929(8) 0.7065(8) 0.4800(3) 0.0534(19) Uani 1 1 d . . .
C10 C 0.7712(8) 0.6343(8) 0.4470(4) 0.057(2) Uani 1 1 d . . .
H10A H 0.7252 0.6617 0.4070 0.069 Uiso 1 1 calc R . .
C11 C 0.9591(8) 0.8193(8) 0.4508(4) 0.057(2) Uani 1 1 d . . .
C12 C 1.1058(9) 0.8523(8) 0.4719(4) 0.068(2) Uani 1 1 d . . .
H12A H 1.1605 0.8083 0.5066 0.082 Uiso 1 1 calc R . .
C13 C 1.1706(10) 0.9511(9) 0.4408(4) 0.076(3) Uani 1 1 d . . .
H13A H 1.2684 0.9709 0.4561 0.092 Uiso 1 1 calc R . .
C14 C 0.9606(10) 0.9919(10) 0.3716(4) 0.076(3) Uani 1 1 d . . .
H14A H 0.9086 1.0416 0.3380 0.092 Uiso 1 1 calc R . .
C15 C 0.8866(10) 0.8936(10) 0.3988(4) 0.077(3) Uani 1 1 d . . .
H15A H 0.7886 0.8772 0.3823 0.093 Uiso 1 1 calc R . .
C16 C 0.9734(8) 0.5082(8) 0.6308(3) 0.055(2) Uani 1 1 d . . .
C17 C 0.9166(10) 0.4023(8) 0.6604(4) 0.069(2) Uani 1 1 d . . .
H17A H 0.8291 0.3620 0.6413 0.082 Uiso 1 1 calc R . .
C18 C 0.9909(12) 0.3567(9) 0.7187(4) 0.083(3) Uani 1 1 d . . .
H18A H 0.9502 0.2861 0.7375 0.099 Uiso 1 1 calc R . .
C19 C 1.1723(10) 0.5141(11) 0.7210(4) 0.084(3) Uani 1 1 d . . .
H19A H 1.2597 0.5532 0.7412 0.101 Uiso 1 1 calc R . .
C20 C 1.1033(9) 0.5656(9) 0.6637(4) 0.070(2) Uani 1 1 d . . .
H20A H 1.1435 0.6393 0.6468 0.084 Uiso 1 1 calc R . .
H4WB H 0.6268 0.0839 0.2993 0.084 Uiso 1 1 d R . .
H4WA H 0.6205 0.1932 0.2509 0.084 Uiso 1 1 d R . .
O1 O 0.5285(13) 0.8229(16) 0.3139(6) 0.196(5) Uani 1 1 d D . .
O2 O 0.4993(17) 0.9471(17) 0.3827(13) 0.408(19) Uani 1 1 d D . .
O3 O 0.3839(15) 0.7875(16) 0.3666(7) 0.223(6) Uani 1 1 d 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
O4 0.107(7) 0.179(10) 0.221(11) 0.087(8) 0.008(7) 0.002(6)
N5 0.042(6) 0.147(11) 0.216(14) -0.092(11) 0.015(7) -0.013(6)
Cu1 0.0815(9) 0.0967(10) 0.0743(8) -0.0136(6) 0.0022(6) -0.0349(7)
N1 0.057(4) 0.063(5) 0.063(4) -0.001(4) 0.007(3) -0.009(3)
N2 0.063(5) 0.079(5) 0.065(4) -0.002(4) 0.004(4) -0.019(4)
N3 0.087(6) 0.108(7) 0.056(5) 0.000(5) 0.015(4) 0.024(5)
N4 0.057(4) 0.064(5) 0.080(5) -0.004(4) 0.009(4) -0.005(3)
C1 0.069(6) 0.061(5) 0.078(6) -0.002(5) 0.012(5) -0.014(4)
C2 0.062(5) 0.059(5) 0.063(5) 0.008(4) 0.012(4) -0.005(4)
C3 0.044(4) 0.061(5) 0.056(5) -0.006(4) 0.005(4) -0.007(4)
C4 0.063(5) 0.074(6) 0.064(5) 0.009(4) 0.006(4) -0.013(4)
C5 0.060(5) 0.074(6) 0.056(5) 0.001(4) -0.002(4) -0.011(5)
C6 0.042(4) 0.059(5) 0.051(5) -0.001(4) 0.002(4) 0.006(4)
C7 0.039(4) 0.061(5) 0.060(5) -0.008(4) 0.015(4) -0.009(4)
C8 0.031(4) 0.063(5) 0.047(4) -0.009(4) 0.001(3) -0.012(3)
C9 0.042(4) 0.052(5) 0.066(5) -0.005(4) 0.011(4) 0.000(4)
C10 0.050(5) 0.060(5) 0.060(5) 0.001(4) 0.006(4) -0.002(4)
C11 0.052(5) 0.056(5) 0.059(5) -0.005(4) 0.006(4) -0.014(4)
C12 0.055(5) 0.057(5) 0.082(6) 0.002(4) -0.012(4) -0.013(4)
C13 0.063(6) 0.070(6) 0.084(6) -0.004(5) -0.013(5) -0.017(5)
C14 0.073(7) 0.095(7) 0.054(5) 0.010(5) -0.003(5) -0.007(5)
C15 0.056(5) 0.103(7) 0.069(6) 0.015(5) 0.003(4) -0.014(5)
C16 0.048(5) 0.061(5) 0.056(5) -0.001(4) 0.012(4) 0.001(4)
C17 0.073(6) 0.064(6) 0.064(5) -0.002(4) 0.004(5) -0.012(5)
C18 0.103(8) 0.074(7) 0.071(6) 0.015(5) 0.020(6) 0.000(6)
C19 0.066(6) 0.117(8) 0.063(6) -0.006(6) -0.004(5) 0.000(6)
C20 0.058(5) 0.080(6) 0.065(5) 0.001(5) -0.003(4) -0.016(5)
O1 0.128(9) 0.297(16) 0.157(10) -0.013(10) 0.020(8) -0.004(10)
O2 0.212(15) 0.263(17) 0.84(5) -0.37(3) 0.31(2) -0.140(14)
O3 0.157(11) 0.246(15) 0.277(15) -0.072(12) 0.071(10) -0.077(11)

_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
N5 O2 0.997(13) . ?
N5 O1 1.241(14) . ?
N5 O3 1.168(15) . ?
Cu1 N1 1.969(6) . ?
Cu1 N3 2.004(7) 4_465 ?
Cu1 N2 2.084(7) 1_445 ?
N1 C5 1.332(10) . ?
N1 C1 1.359(9) . ?
N2 C14 1.331(10) . ?
N2 C13 1.318(10) . ?
N2 Cu1 2.084(7) 1_665 ?
N3 C19 1.358(12) . ?
N3 C18 1.345(12) . ?
N3 Cu1 2.004(7) 4_666 ?
N4 C7 1.383(9) . ?
N4 C6 1.377(9) . ?
C1 C2 1.387(10) . ?
C2 C3 1.402(10) . ?
C3 C4 1.401(10) . ?
C3 C6 1.515(10) . ?
C4 C5 1.394(11) . ?
C6 C10 1.403(10) . ?
C7 C8 1.361(10) . ?
C7 C16 1.506(10) . ?
C8 C9 1.386(10) . ?
C9 C10 1.411(10) . ?
C9 C11 1.480(10) . ?
C11 C12 1.398(10) . ?
C11 C15 1.403(11) . ?
C12 C13 1.397(11) . ?
C14 C15 1.395(11) . ?
C16 C17 1.391(10) . ?
C16 C20 1.399(10) . ?
C17 C18 1.392(12) . ?
C19 C20 1.380(12) . ?

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
O2 N5 O1 126.3(19) . . ?
O2 N5 O3 122.6(19) . . ?
O1 N5 O3 111.1(14) . . ?
N1 Cu1 N3 134.9(3) . 4_465 ?
N1 Cu1 N2 121.4(3) . 1_445 ?
N3 Cu1 N2 103.6(3) 4_465 1_445 ?
C5 N1 C1 116.6(7) . . ?
C5 N1 Cu1 125.8(5) . . ?
C1 N1 Cu1 117.5(5) . . ?
C14 N2 C13 116.9(7) . . ?
C14 N2 Cu1 120.4(6) . 1_665 ?
C13 N2 Cu1 122.2(6) . 1_665 ?
C19 N3 C18 116.4(8) . . ?
C19 N3 Cu1 119.6(7) . 4_666 ?
C18 N3 Cu1 123.3(7) . 4_666 ?
C7 N4 C6 118.2(7) . . ?
N1 C1 C2 123.1(8) . . ?
C1 C2 C3 120.4(7) . . ?
C2 C3 C4 116.0(7) . . ?
C2 C3 C6 120.8(7) . . ?
C4 C3 C6 123.2(7) . . ?
C5 C4 C3 119.9(7) . . ?
N1 C5 C4 124.0(7) . . ?
N4 C6 C10 120.6(7) . . ?
N4 C6 C3 117.1(7) . . ?
C10 C6 C3 122.2(7) . . ?
C8 C7 N4 122.4(7) . . ?
C8 C7 C16 120.3(6) . . ?
N4 C7 C16 117.2(7) . . ?
C7 C8 C9 120.6(6) . . ?
C8 C9 C10 118.3(7) . . ?
C8 C9 C11 119.9(6) . . ?
C10 C9 C11 121.8(7) . . ?
C6 C10 C9 119.8(7) . . ?
C12 C11 C15 115.0(7) . . ?
C12 C11 C9 120.5(7) . . ?
C15 C11 C9 124.3(7) . . ?
C11 C12 C13 120.2(7) . . ?
N2 C13 C12 124.0(8) . . ?
N2 C14 C15 123.4(8) . . ?
C14 C15 C11 120.4(8) . . ?
C17 C16 C20 116.3(7) . . ?
C17 C16 C7 121.8(7) . . ?
C20 C16 C7 121.9(7) . . ?
C16 C17 C18 119.9(8) . . ?
N3 C18 C17 123.7(9) . . ?
N3 C19 C20 122.9(9) . . ?
C19 C20 C16 120.7(8) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.086
_database_code_depnum_ccdc_archive 'CCDC 910727'
#######################################################################
#
#                 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_1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H18 Cu N5 O4'
_chemical_formula_weight         467.94

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'
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           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                   9.930(2)
_cell_length_b                   9.3445(19)
_cell_length_c                   22.717(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.94(3)
_cell_angle_gamma                90.00
_cell_volume                     2016.5(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      25

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.721
_exptl_absorpt_correction_T_max  0.781
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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  scx-mini
_diffrn_measurement_method       '\w scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14873
_diffrn_reflns_av_R_equivalents  0.1846
_diffrn_reflns_av_sigmaI/netI    0.1660
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3532
_reflns_number_gt                1515
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       SMART
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL

_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^)+(0.0924P)^2^+0.7473P] 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         3532
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2335
_refine_ls_R_factor_gt           0.1033
_refine_ls_wR_factor_ref         0.2574
_refine_ls_wR_factor_gt          0.2001
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
O2 O 0.3458(9) 0.8644(10) 0.8688(4) 0.122(3) Uani 1 1 d . . .
O1 O 0.5202(8) 0.7983(9) 0.8369(4) 0.098(2) Uani 1 1 d . . .
Cu1 Cu 0.19384(13) 0.12252(15) -0.15267(5) 0.0780(6) Uani 1 1 d . . .
O3 O 0.5547(8) 0.9135(9) 0.9227(4) 0.104(3) Uani 1 1 d . . .
O4 O 0.6795(9) 0.3544(12) 0.2589(4) 0.135(3) Uani 1 1 d . . .
H4B H 0.6408 0.3095 0.2275 0.202 Uiso 1 1 calc R . .
N1 N 0.3519(7) 0.2531(8) -0.1138(4) 0.060(2) Uani 1 1 d . . .
N2 N 1.1124(9) 0.4128(9) 0.2579(4) 0.069(2) Uani 1 1 d . . .
N3 N 1.0857(8) 1.0115(8) -0.1050(4) 0.063(2) Uani 1 1 d . . .
N4 N 0.7823(8) 0.4737(8) 0.0388(3) 0.063(2) Uani 1 1 d . . .
N5 N 0.4746(11) 0.8630(11) 0.8767(5) 0.081(3) Uani 1 1 d . . .
C1 C 0.3879(9) 0.3703(10) -0.1396(4) 0.063(3) Uani 1 1 d . . .
H1 H 0.3306 0.3966 -0.1782 0.075 Uiso 1 1 calc R . .
C2 C 0.5031(9) 0.4550(10) -0.1133(4) 0.064(3) Uani 1 1 d . . .
H2 H 0.5245 0.5319 -0.1349 0.077 Uiso 1 1 calc R . .
C3 C 0.5892(8) 0.4238(9) -0.0527(4) 0.046(2) Uani 1 1 d . . .
C4 C 0.5473(9) 0.3041(10) -0.0263(4) 0.067(3) Uani 1 1 d . . .
H4A H 0.5984 0.2781 0.0135 0.080 Uiso 1 1 calc R . .
C5 C 0.4323(11) 0.2224(10) -0.0570(5) 0.073(3) Uani 1 1 d . . .
H5 H 0.4100 0.1425 -0.0373 0.088 Uiso 1 1 calc R . .
C6 C 0.7169(8) 0.5100(9) -0.0222(4) 0.046(2) Uani 1 1 d . . .
C7 C 0.7688(9) 0.6186(9) -0.0493(4) 0.050(2) Uani 1 1 d . . .
H7 H 0.7227 0.6448 -0.0896 0.060 Uiso 1 1 calc R . .
C8 C 0.8915(9) 0.6909(9) -0.0165(4) 0.050(2) Uani 1 1 d . . .
C9 C 0.9549(7) 0.6521(8) 0.0428(4) 0.039(2) Uani 1 1 d . . .
H9 H 1.0355 0.7003 0.0652 0.047 Uiso 1 1 calc R . .
C10 C 0.9037(9) 0.5455(9) 0.0699(4) 0.053(2) Uani 1 1 d . . .
C11 C 0.9523(9) 0.8046(10) -0.0464(4) 0.053(2) Uani 1 1 d . . .
C12 C 0.8812(9) 0.8683(10) -0.1023(4) 0.064(3) Uani 1 1 d . . .
H12 H 0.7883 0.8434 -0.1220 0.077 Uiso 1 1 calc R . .
C13 C 0.9487(10) 0.9686(10) -0.1287(4) 0.068(3) Uani 1 1 d . . .
H13 H 0.8966 1.0102 -0.1654 0.082 Uiso 1 1 calc R . .
C14 C 1.0904(9) 0.8512(9) -0.0210(4) 0.053(2) Uani 1 1 d . . .
H14 H 1.1433 0.8137 0.0165 0.063 Uiso 1 1 calc R . .
C15 C 0.9759(9) 0.4996(10) 0.1351(4) 0.056(2) Uani 1 1 d . . .
C16 C 0.9178(9) 0.3985(10) 0.1642(4) 0.066(3) Uani 1 1 d . . .
H16 H 0.8311 0.3579 0.1441 0.079 Uiso 1 1 calc R . .
C17 C 0.9890(12) 0.3571(12) 0.2238(5) 0.085(3) Uani 1 1 d . . .
H17 H 0.9486 0.2855 0.2415 0.103 Uiso 1 1 calc R . .
C18 C 1.1634(10) 0.5126(12) 0.2280(5) 0.076(3) Uani 1 1 d . . .
H18 H 1.2483 0.5548 0.2495 0.092 Uiso 1 1 calc R . .
C19 C 1.1029(10) 0.5593(10) 0.1686(4) 0.068(3) Uani 1 1 d . . .
H19 H 1.1464 0.6293 0.1514 0.082 Uiso 1 1 calc R . .
C20 C 0.5899(16) 0.3689(18) 0.2934(7) 0.161(7) Uani 1 1 d . . .
H20A H 0.5109 0.3063 0.2780 0.242 Uiso 1 1 calc R . .
H20B H 0.5576 0.4662 0.2914 0.242 Uiso 1 1 calc R . .
H20C H 0.6377 0.3447 0.3354 0.242 Uiso 1 1 calc R . .
C22 C 1.1512(9) 0.9520(11) -0.0502(5) 0.067(3) Uani 1 1 d . . .
H22 H 1.2431 0.9804 -0.0306 0.081 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
O2 0.057(5) 0.162(9) 0.142(8) -0.007(6) 0.019(5) 0.005(6)
O1 0.080(6) 0.110(6) 0.097(6) -0.018(5) 0.012(5) -0.006(5)
Cu1 0.0621(9) 0.0881(11) 0.0736(10) -0.0080(7) 0.0039(6) -0.0301(7)
O3 0.080(6) 0.139(7) 0.077(5) -0.010(5) -0.004(4) -0.007(5)
O4 0.101(7) 0.163(10) 0.121(8) -0.026(6) 0.001(6) 0.010(7)
N1 0.034(5) 0.064(6) 0.077(6) 0.000(4) 0.010(4) -0.012(4)
N2 0.070(6) 0.073(6) 0.064(6) 0.008(5) 0.017(5) 0.007(5)
N3 0.047(5) 0.060(5) 0.071(6) -0.001(4) 0.002(4) 0.000(4)
N4 0.051(5) 0.059(5) 0.074(6) -0.009(4) 0.011(4) -0.009(4)
N5 0.057(7) 0.093(7) 0.079(7) -0.005(6) -0.002(6) 0.012(6)
C1 0.051(6) 0.068(7) 0.061(6) 0.017(5) 0.003(5) -0.016(6)
C2 0.054(6) 0.059(6) 0.076(7) 0.005(5) 0.013(5) -0.026(5)
C3 0.026(5) 0.056(6) 0.053(6) 0.000(4) 0.006(4) -0.002(4)
C4 0.044(6) 0.064(7) 0.085(7) 0.015(6) 0.009(5) -0.016(6)
C5 0.061(7) 0.063(7) 0.087(8) 0.010(6) 0.006(6) -0.030(6)
C6 0.019(4) 0.052(6) 0.063(6) -0.003(5) 0.004(4) -0.002(4)
C7 0.042(5) 0.048(6) 0.057(6) 0.005(5) 0.010(4) 0.000(5)
C8 0.033(5) 0.051(6) 0.067(7) -0.007(5) 0.016(5) -0.007(5)
C9 0.020(4) 0.045(5) 0.045(5) -0.005(4) -0.001(4) -0.017(4)
C10 0.041(6) 0.041(5) 0.072(7) -0.003(5) 0.009(5) -0.009(5)
C11 0.031(5) 0.055(6) 0.065(6) -0.013(5) 0.001(5) 0.005(5)
C12 0.032(5) 0.067(7) 0.084(7) 0.006(6) 0.006(5) -0.023(5)
C13 0.038(6) 0.067(7) 0.085(7) -0.008(6) -0.004(5) -0.005(6)
C14 0.035(5) 0.047(6) 0.064(6) -0.001(4) -0.004(4) -0.008(5)
C15 0.040(6) 0.064(6) 0.060(6) 0.000(5) 0.010(5) -0.010(5)
C16 0.041(6) 0.089(8) 0.057(6) 0.022(5) -0.002(5) -0.006(6)
C17 0.071(8) 0.084(8) 0.099(9) 0.015(7) 0.022(7) 0.002(7)
C18 0.049(7) 0.093(9) 0.072(8) -0.012(6) -0.005(6) -0.011(6)
C19 0.050(6) 0.071(7) 0.070(7) 0.007(5) -0.002(5) -0.020(6)
C20 0.125(13) 0.209(19) 0.183(16) -0.050(13) 0.098(13) -0.018(12)
C22 0.036(6) 0.063(7) 0.091(8) -0.005(6) 0.000(5) -0.015(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
O2 N5 1.239(10) . ?
O1 N5 1.276(10) . ?
Cu1 N1 1.981(7) . ?
Cu1 N2 1.984(8) 4_465 ?
Cu1 N3 2.020(8) 1_445 ?
O3 N5 1.209(10) . ?
O4 C20 1.353(13) . ?
O4 H4B 0.8200 . ?
N1 C5 1.336(11) . ?
N1 C1 1.338(11) . ?
N2 C18 1.337(12) . ?
N2 C17 1.349(12) . ?
N2 Cu1 1.984(8) 4_666 ?
N3 C22 1.346(11) . ?
N3 C13 1.369(10) . ?
N3 Cu1 2.020(8) 1_665 ?
N4 C10 1.381(10) . ?
N4 C6 1.389(10) . ?
C1 C2 1.376(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.422(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(11) . ?
C3 C6 1.492(10) . ?
C4 C5 1.382(12) . ?
C4 H4A 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.364(10) . ?
C7 C8 1.402(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.359(10) . ?
C8 C11 1.483(12) . ?
C9 C10 1.345(11) . ?
C9 H9 0.9300 . ?
C10 C15 1.508(11) . ?
C11 C14 1.394(10) . ?
C11 C12 1.394(11) . ?
C12 C13 1.385(11) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C22 1.387(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(11) . ?
C15 C19 1.387(11) . ?
C16 C17 1.386(13) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.377(12) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 H22 0.9300 . ?

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 Cu1 N2 126.3(3) . 4_465 ?
N1 Cu1 N3 123.6(3) . 1_445 ?
N2 Cu1 N3 110.0(3) 4_465 1_445 ?
C20 O4 H4B 109.5 . . ?
C5 N1 C1 115.9(8) . . ?
C5 N1 Cu1 118.1(6) . . ?
C1 N1 Cu1 126.0(7) . . ?
C18 N2 C17 113.1(9) . . ?
C18 N2 Cu1 122.3(8) . 4_666 ?
C17 N2 Cu1 123.7(8) . 4_666 ?
C22 N3 C13 113.5(8) . . ?
C22 N3 Cu1 121.3(6) . 1_665 ?
C13 N3 Cu1 124.3(7) . 1_665 ?
C10 N4 C6 118.4(8) . . ?
O3 N5 O2 120.8(11) . . ?
O3 N5 O1 121.2(10) . . ?
O2 N5 O1 117.9(10) . . ?
N1 C1 C2 125.1(8) . . ?
N1 C1 H1 117.4 . . ?
C2 C1 H1 117.4 . . ?
C1 C2 C3 119.4(8) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 114.3(8) . . ?
C4 C3 C6 123.7(8) . . ?
C2 C3 C6 122.0(8) . . ?
C5 C4 C3 122.2(9) . . ?
C5 C4 H4A 118.9 . . ?
C3 C4 H4A 118.9 . . ?
N1 C5 C4 122.9(9) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
C7 C6 N4 120.2(7) . . ?
C7 C6 C3 125.0(8) . . ?
N4 C6 C3 114.8(8) . . ?
C6 C7 C8 120.1(8) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 118.6(8) . . ?
C9 C8 C11 120.8(7) . . ?
C7 C8 C11 120.6(8) . . ?
C10 C9 C8 121.5(7) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 N4 121.1(8) . . ?
C9 C10 C15 121.6(8) . . ?
N4 C10 C15 117.3(8) . . ?
C14 C11 C12 114.9(9) . . ?
C14 C11 C8 121.1(8) . . ?
C12 C11 C8 123.9(8) . . ?
C13 C12 C11 120.1(8) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N3 C13 C12 125.4(9) . . ?
N3 C13 H13 117.3 . . ?
C12 C13 H13 117.3 . . ?
C22 C14 C11 121.8(8) . . ?
C22 C14 H14 119.1 . . ?
C11 C14 H14 119.1 . . ?
C16 C15 C19 117.0(9) . . ?
C16 C15 C10 121.5(8) . . ?
C19 C15 C10 121.4(8) . . ?
C15 C16 C17 119.7(9) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
N2 C17 C16 124.9(10) . . ?
N2 C17 H17 117.5 . . ?
C16 C17 H17 117.5 . . ?
N2 C18 C19 126.6(9) . . ?
N2 C18 H18 116.7 . . ?
C19 C18 H18 116.7 . . ?
C18 C19 C15 118.5(9) . . ?
C18 C19 H19 120.7 . . ?
C15 C19 H19 120.7 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C22 C14 124.2(8) . . ?
N3 C22 H22 117.9 . . ?
C14 C22 H22 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu1 N1 C5 -151.6(7) 4_465 . . . ?
N3 Cu1 N1 C5 31.4(8) 1_445 . . . ?
N2 Cu1 N1 C1 27.5(9) 4_465 . . . ?
N3 Cu1 N1 C1 -149.5(7) 1_445 . . . ?
C5 N1 C1 C2 3.2(14) . . . . ?
Cu1 N1 C1 C2 -175.9(7) . . . . ?
N1 C1 C2 C3 -3.6(15) . . . . ?
C1 C2 C3 C4 1.5(13) . . . . ?
C1 C2 C3 C6 178.9(8) . . . . ?
C2 C3 C4 C5 0.6(13) . . . . ?
C6 C3 C4 C5 -176.7(9) . . . . ?
C1 N1 C5 C4 -0.9(14) . . . . ?
Cu1 N1 C5 C4 178.3(8) . . . . ?
C3 C4 C5 N1 -1.0(16) . . . . ?
C10 N4 C6 C7 -2.9(12) . . . . ?
C10 N4 C6 C3 178.2(7) . . . . ?
C4 C3 C6 C7 172.8(8) . . . . ?
C2 C3 C6 C7 -4.3(13) . . . . ?
C4 C3 C6 N4 -8.2(12) . . . . ?
C2 C3 C6 N4 174.6(8) . . . . ?
N4 C6 C7 C8 2.3(12) . . . . ?
C3 C6 C7 C8 -178.8(8) . . . . ?
C6 C7 C8 C9 -1.3(12) . . . . ?
C6 C7 C8 C11 177.2(7) . . . . ?
C7 C8 C9 C10 1.0(13) . . . . ?
C11 C8 C9 C10 -177.6(7) . . . . ?
C8 C9 C10 N4 -1.6(13) . . . . ?
C8 C9 C10 C15 178.4(8) . . . . ?
C6 N4 C10 C9 2.5(12) . . . . ?
C6 N4 C10 C15 -177.5(7) . . . . ?
C9 C8 C11 C14 15.4(12) . . . . ?
C7 C8 C11 C14 -163.1(8) . . . . ?
C9 C8 C11 C12 -167.6(9) . . . . ?
C7 C8 C11 C12 13.9(13) . . . . ?
C14 C11 C12 C13 0.6(13) . . . . ?
C8 C11 C12 C13 -176.6(8) . . . . ?
C22 N3 C13 C12 -3.4(13) . . . . ?
Cu1 N3 C13 C12 165.6(7) 1_665 . . . ?
C11 C12 C13 N3 1.6(15) . . . . ?
C12 C11 C14 C22 -0.7(13) . . . . ?
C8 C11 C14 C22 176.5(8) . . . . ?
C9 C10 C15 C16 175.0(8) . . . . ?
N4 C10 C15 C16 -5.0(13) . . . . ?
C9 C10 C15 C19 -4.1(13) . . . . ?
N4 C10 C15 C19 175.9(8) . . . . ?
C19 C15 C16 C17 -2.2(14) . . . . ?
C10 C15 C16 C17 178.7(9) . . . . ?
C18 N2 C17 C16 -1.3(15) . . . . ?
Cu1 N2 C17 C16 168.4(8) 4_666 . . . ?
C15 C16 C17 N2 2.6(16) . . . . ?
C17 N2 C18 C19 -0.1(15) . . . . ?
Cu1 N2 C18 C19 -170.0(8) 4_666 . . . ?
N2 C18 C19 C15 0.3(16) . . . . ?
C16 C15 C19 C18 0.9(14) . . . . ?
C10 C15 C19 C18 180.0(9) . . . . ?
C13 N3 C22 C14 3.2(13) . . . . ?
Cu1 N3 C22 C14 -166.2(7) 1_665 . . . ?
C11 C14 C22 N3 -1.3(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.086
#################
_database_code_depnum_ccdc_archive 'CCDC 910728'