# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers
# This journal is © The Partner Organisations 2014

#######################################################################
#
#                 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_1g

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 Ag2 N6'
_chemical_formula_weight         557.14

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   5.7782(2)
_cell_length_b                   20.4081(8)
_cell_length_c                   16.1009(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.6740(10)
_cell_angle_gamma                90.00
_cell_volume                     1892.34(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.956
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_absorpt_coefficient_mu    2.088
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5731
_exptl_absorpt_correction_T_max  0.8184
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDE IP'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11006
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3651
_reflns_number_gt                3257
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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^)+(0.0788P)^2^+0.2700P] 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         3651
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.002
_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
Ag1 Ag 0.28821(5) 0.530795(14) 0.540898(16) 0.02179(13) Uani 1 1 d . . .
Ag2 Ag 0.80857(5) 0.573000(14) 0.602837(15) 0.01933(13) Uani 1 1 d . . .
N1 N 0.4389(5) 0.47851(16) 0.64293(19) 0.0209(7) Uani 1 1 d . . .
N2 N 0.6552(5) 0.49979(15) 0.67474(18) 0.0214(7) Uani 1 1 d . . .
N3 N 0.5020(6) 0.28798(17) 0.9657(2) 0.0282(8) Uani 1 1 d . . .
N5 N -0.0832(5) 0.62532(15) 0.49828(18) 0.0190(6) Uani 1 1 d . . .
N4 N 0.1242(5) 0.60577(16) 0.46946(18) 0.0212(7) Uani 1 1 d . . .
N6 N -0.0890(6) 0.84535(17) 0.21202(19) 0.0257(7) Uani 1 1 d . . .
C1 C 0.7118(6) 0.46573(19) 0.7447(2) 0.0210(8) Uani 1 1 d . . .
H1A H 0.8532 0.4705 0.7786 0.025 Uiso 1 1 calc R . .
C2 C 0.5335(6) 0.42220(17) 0.7608(2) 0.0176(7) Uani 1 1 d . . .
C3 C 0.3656(7) 0.43290(19) 0.6945(2) 0.0215(8) Uani 1 1 d . . .
H3A H 0.2203 0.4110 0.6872 0.026 Uiso 1 1 calc R . .
C4 C 0.6914(7) 0.3249(2) 0.9561(2) 0.0274(9) Uani 1 1 d . . .
H4A H 0.8207 0.3206 0.9961 0.033 Uiso 1 1 calc R . .
C5 C 0.7082(6) 0.3687(2) 0.8912(2) 0.0228(8) Uani 1 1 d . . .
H5A H 0.8458 0.3937 0.8881 0.027 Uiso 1 1 calc R . .
C6 C 0.5240(6) 0.37611(19) 0.8304(2) 0.0188(7) Uani 1 1 d . . .
C7 C 0.3279(7) 0.3379(2) 0.8397(2) 0.0245(8) Uani 1 1 d . . .
H7A H 0.1964 0.3412 0.8004 0.029 Uiso 1 1 calc R . .
C8 C 0.3258(7) 0.2952(2) 0.9063(3) 0.0292(9) Uani 1 1 d . . .
H8A H 0.1909 0.2692 0.9105 0.035 Uiso 1 1 calc R . .
C11 C 0.1724(6) 0.6475(2) 0.4094(2) 0.0221(8) Uani 1 1 d . . .
H11A H 0.3070 0.6455 0.3793 0.027 Uiso 1 1 calc R . .
C10 C -0.0014(6) 0.69427(18) 0.3970(2) 0.0178(7) Uani 1 1 d . . .
C9 C -0.1607(6) 0.67786(18) 0.4555(2) 0.0177(7) Uani 1 1 d . . .
H9A H -0.3008 0.7006 0.4632 0.021 Uiso 1 1 calc R . .
C16 C 0.0966(7) 0.8053(2) 0.2164(2) 0.0247(8) Uani 1 1 d . . .
H16A H 0.2075 0.8108 0.1765 0.030 Uiso 1 1 calc R . .
C15 C 0.1347(6) 0.7570(2) 0.2753(2) 0.0220(8) Uani 1 1 d . . .
H15A H 0.2690 0.7301 0.2754 0.026 Uiso 1 1 calc R . .
C14 C -0.0256(6) 0.74725(18) 0.3357(2) 0.0177(7) Uani 1 1 d . . .
C13 C -0.2153(7) 0.7902(2) 0.3315(2) 0.0228(8) Uani 1 1 d . . .
H13A H -0.3281 0.7867 0.3711 0.027 Uiso 1 1 calc R . .
C12 C -0.2392(7) 0.8374(2) 0.2705(2) 0.0243(8) Uani 1 1 d . . .
H12A H -0.3693 0.8659 0.2697 0.029 Uiso 1 1 calc R . .
C17 C 0.1236(6) 0.52781(19) 0.9364(2) 0.0231(8) Uani 1 1 d . . .
C18 C -0.0895(7) 0.5541(2) 0.9560(2) 0.0253(8) Uani 1 1 d . . .
H18A H -0.1528 0.5909 0.9259 0.030 Uiso 1 1 calc R . .
C19 C 0.2090(7) 0.47332(19) 0.9810(3) 0.0239(8) Uani 1 1 d . . .
H19A H 0.3520 0.4544 0.9680 0.029 Uiso 1 1 calc R . .
C20 C 0.2584(7) 0.5584(2) 0.8694(3) 0.0321(9) Uani 1 1 d . . .
H20A H 0.4146 0.5394 0.8718 0.048 Uiso 1 1 calc R . .
H20B H 0.2701 0.6058 0.8785 0.048 Uiso 1 1 calc R . .
H20C H 0.1778 0.5498 0.8145 0.048 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
Ag1 0.0257(2) 0.0232(2) 0.01646(19) 0.00550(10) 0.00146(13) 0.00405(11)
Ag2 0.0265(2) 0.0187(2) 0.01322(18) 0.00172(9) 0.00441(13) -0.00207(11)
N1 0.0229(15) 0.0253(17) 0.0140(15) 0.0023(12) -0.0009(12) -0.0007(14)
N2 0.0281(16) 0.0182(16) 0.0178(15) 0.0008(12) 0.0002(13) -0.0040(13)
N3 0.0349(18) 0.0252(18) 0.0242(17) 0.0101(14) 0.0016(14) -0.0054(15)
N5 0.0269(16) 0.0164(15) 0.0144(14) 0.0010(11) 0.0056(12) -0.0001(13)
N4 0.0248(16) 0.0225(17) 0.0166(15) 0.0034(12) 0.0026(12) 0.0044(14)
N6 0.0361(18) 0.0239(18) 0.0173(15) 0.0053(13) 0.0031(13) 0.0046(15)
C1 0.0227(18) 0.028(2) 0.0120(17) 0.0004(14) -0.0025(14) -0.0012(15)
C2 0.0216(18) 0.0171(18) 0.0143(17) -0.0026(13) 0.0038(14) -0.0014(14)
C3 0.0232(19) 0.023(2) 0.0190(18) -0.0001(14) 0.0041(15) -0.0027(16)
C4 0.0244(19) 0.037(2) 0.020(2) 0.0082(16) -0.0024(16) -0.0021(17)
C5 0.0189(18) 0.031(2) 0.0187(19) 0.0028(15) -0.0001(15) -0.0037(15)
C6 0.0219(17) 0.0238(19) 0.0110(16) -0.0003(13) 0.0034(14) -0.0016(15)
C7 0.0229(18) 0.031(2) 0.0192(18) 0.0016(15) -0.0026(14) -0.0053(17)
C8 0.033(2) 0.024(2) 0.031(2) 0.0041(17) 0.0036(18) -0.0125(18)
C11 0.0222(18) 0.031(2) 0.0136(16) 0.0005(15) 0.0038(14) -0.0022(16)
C10 0.0220(17) 0.0211(19) 0.0102(15) -0.0029(13) 0.0007(13) 0.0000(15)
C9 0.0222(17) 0.0188(18) 0.0121(16) -0.0035(13) 0.0023(13) -0.0012(15)
C16 0.029(2) 0.027(2) 0.0179(18) 0.0025(15) 0.0058(15) 0.0013(17)
C15 0.0222(18) 0.025(2) 0.0187(17) 0.0003(15) 0.0040(14) 0.0013(16)
C14 0.0217(17) 0.0205(19) 0.0107(16) -0.0023(13) -0.0002(13) -0.0023(15)
C13 0.0244(18) 0.030(2) 0.0139(17) -0.0012(15) 0.0038(14) 0.0016(17)
C12 0.0269(19) 0.023(2) 0.0230(19) 0.0020(15) 0.0038(15) 0.0052(17)
C17 0.0229(19) 0.024(2) 0.0225(19) -0.0016(14) -0.0001(16) -0.0059(16)
C18 0.0255(19) 0.026(2) 0.0239(19) 0.0028(16) -0.0017(16) 0.0027(17)
C19 0.0184(17) 0.024(2) 0.029(2) -0.0057(15) 0.0003(15) 0.0020(15)
C20 0.027(2) 0.043(3) 0.026(2) 0.0022(19) 0.0031(17) -0.003(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 N1 2.089(3) . ?
Ag1 N4 2.094(3) . ?
Ag1 Ag1 3.1353(5) 3_666 ?
Ag1 Ag2 3.1413(4) 1_455 ?
Ag1 Ag2 3.1535(4) 3_666 ?
Ag1 Ag2 3.2075(4) . ?
Ag2 N2 2.127(3) . ?
Ag2 N5 2.130(3) 1_655 ?
Ag2 N6 2.459(3) 4_676 ?
Ag2 Ag1 3.1413(4) 1_655 ?
Ag2 Ag1 3.1535(4) 3_666 ?
N1 C3 1.339(5) . ?
N1 N2 1.381(4) . ?
N2 C1 1.341(5) . ?
N3 C8 1.347(5) . ?
N3 C4 1.347(5) . ?
N5 C9 1.332(5) . ?
N5 N4 1.379(4) . ?
N5 Ag2 2.130(3) 1_455 ?
N4 C11 1.335(5) . ?
N6 C16 1.345(5) . ?
N6 C12 1.342(5) . ?
N6 Ag2 2.459(3) 4_475 ?
C1 C2 1.401(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.400(5) . ?
C2 C6 1.467(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.384(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.395(5) . ?
C5 H5A 0.9500 . ?
C6 C7 1.393(5) . ?
C7 C8 1.384(6) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C11 C10 1.388(5) . ?
C11 H11A 0.9500 . ?
C10 C9 1.410(5) . ?
C10 C14 1.463(5) . ?
C9 H9A 0.9500 . ?
C16 C15 1.374(5) . ?
C16 H16A 0.9500 . ?
C15 C14 1.410(5) . ?
C15 H15A 0.9500 . ?
C14 C13 1.401(5) . ?
C13 C12 1.374(5) . ?
C13 H13A 0.9500 . ?
C12 H12A 0.9500 . ?
C17 C19 1.392(6) . ?
C17 C18 1.402(6) . ?
C17 C20 1.516(5) . ?
C18 C19 1.391(6) 3_567 ?
C18 H18A 0.9500 . ?
C19 C18 1.391(6) 3_567 ?
C19 H19A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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 Ag1 N4 161.15(13) . . ?
N1 Ag1 Ag1 80.55(9) . 3_666 ?
N4 Ag1 Ag1 113.34(9) . 3_666 ?
N1 Ag1 Ag2 102.27(9) . 1_455 ?
N4 Ag1 Ag2 66.57(9) . 1_455 ?
Ag1 Ag1 Ag2 169.233(17) 3_666 1_455 ?
N1 Ag1 Ag2 105.77(9) . 3_666 ?
N4 Ag1 Ag2 92.43(9) . 3_666 ?
Ag1 Ag1 Ag2 61.332(11) 3_666 3_666 ?
Ag2 Ag1 Ag2 107.991(10) 1_455 3_666 ?
N1 Ag1 Ag2 64.68(9) . . ?
N4 Ag1 Ag2 110.21(9) . . ?
Ag1 Ag1 Ag2 59.615(10) 3_666 . ?
Ag2 Ag1 Ag2 131.041(13) 1_455 . ?
Ag2 Ag1 Ag2 120.946(10) 3_666 . ?
N2 Ag2 N5 160.80(12) . 1_655 ?
N2 Ag2 N6 99.99(11) . 4_676 ?
N5 Ag2 N6 98.99(11) 1_655 4_676 ?
N2 Ag2 Ag1 113.43(9) . 1_655 ?
N5 Ag2 Ag1 64.10(8) 1_655 1_655 ?
N6 Ag2 Ag1 104.22(8) 4_676 1_655 ?
N2 Ag2 Ag1 82.58(8) . 3_666 ?
N5 Ag2 Ag1 78.62(8) 1_655 3_666 ?
N6 Ag2 Ag1 176.11(8) 4_676 3_666 ?
Ag1 Ag2 Ag1 72.009(10) 1_655 3_666 ?
N2 Ag2 Ag1 63.84(8) . . ?
N5 Ag2 Ag1 102.53(8) 1_655 . ?
N6 Ag2 Ag1 124.69(8) 4_676 . ?
Ag1 Ag2 Ag1 131.041(13) 1_655 . ?
Ag1 Ag2 Ag1 59.054(10) 3_666 . ?
C3 N1 N2 108.1(3) . . ?
C3 N1 Ag1 135.2(3) . . ?
N2 N1 Ag1 116.0(2) . . ?
C1 N2 N1 107.4(3) . . ?
C1 N2 Ag2 137.5(3) . . ?
N1 N2 Ag2 115.0(2) . . ?
C8 N3 C4 115.6(3) . . ?
C9 N5 N4 108.9(3) . . ?
C9 N5 Ag2 134.8(3) . 1_455 ?
N4 N5 Ag2 116.1(2) . 1_455 ?
C11 N4 N5 107.3(3) . . ?
C11 N4 Ag1 138.8(3) . . ?
N5 N4 Ag1 113.2(2) . . ?
C16 N6 C12 116.6(3) . . ?
C16 N6 Ag2 126.4(2) . 4_475 ?
C12 N6 Ag2 116.9(3) . 4_475 ?
N2 C1 C2 110.6(3) . . ?
N2 C1 H1A 124.7 . . ?
C2 C1 H1A 124.7 . . ?
C1 C2 C3 103.5(3) . . ?
C1 C2 C6 128.5(3) . . ?
C3 C2 C6 128.0(3) . . ?
N1 C3 C2 110.3(3) . . ?
N1 C3 H3A 124.9 . . ?
C2 C3 H3A 124.9 . . ?
N3 C4 C5 123.7(3) . . ?
N3 C4 H4A 118.1 . . ?
C5 C4 H4A 118.1 . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C7 C6 C5 116.4(3) . . ?
C7 C6 C2 121.5(3) . . ?
C5 C6 C2 122.1(3) . . ?
C8 C7 C6 119.6(4) . . ?
C8 C7 H7A 120.2 . . ?
C6 C7 H7A 120.2 . . ?
N3 C8 C7 124.4(4) . . ?
N3 C8 H8A 117.8 . . ?
C7 C8 H8A 117.8 . . ?
N4 C11 C10 110.6(3) . . ?
N4 C11 H11A 124.7 . . ?
C10 C11 H11A 124.7 . . ?
C11 C10 C9 104.2(3) . . ?
C11 C10 C14 129.3(3) . . ?
C9 C10 C14 126.5(3) . . ?
N5 C9 C10 109.0(3) . . ?
N5 C9 H9A 125.5 . . ?
C10 C9 H9A 125.5 . . ?
N6 C16 C15 123.7(3) . . ?
N6 C16 H16A 118.2 . . ?
C15 C16 H16A 118.2 . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C14 C13 115.8(3) . . ?
C15 C14 C10 122.5(3) . . ?
C13 C14 C10 121.7(3) . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
N6 C12 C13 123.6(4) . . ?
N6 C12 H12A 118.2 . . ?
C13 C12 H12A 118.2 . . ?
C19 C17 C18 118.1(4) . . ?
C19 C17 C20 121.0(4) . . ?
C18 C17 C20 120.9(4) . . ?
C19 C18 C17 120.5(4) 3_567 . ?
C19 C18 H18A 119.8 3_567 . ?
C17 C18 H18A 119.8 . . ?
C18 C19 C17 121.4(4) 3_567 . ?
C18 C19 H19A 119.3 3_567 . ?
C17 C19 H19A 119.3 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.816
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.195
_database_code_depnum_ccdc_archive 'CCDC 963314'
#######################################################################
#
#                 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_2g

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 Cu2 N6'
_chemical_formula_weight         468.48

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'
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   P21/c

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

_cell_length_a                   5.7359(5)
_cell_length_b                   20.4488(17)
_cell_length_c                   15.4299(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.1540(10)
_cell_angle_gamma                90.00
_cell_volume                     1805.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             948
_exptl_absorpt_coefficient_mu    2.375
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5360
_exptl_absorpt_correction_T_max  0.7971
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDE IP'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12357
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3490
_reflns_number_gt                2999
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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^)+(0.0463P)^2^+4.6941P] 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         3490
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.1117
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
Cu1 Cu 0.28789(7) 0.54373(2) 0.53805(3) 0.02549(15) Uani 1 1 d . . .
Cu2 Cu 0.80789(7) 0.58088(2) 0.60075(3) 0.02261(14) Uani 1 1 d . . .
N1 N 0.4370(5) 0.49236(14) 0.62635(19) 0.0220(6) Uani 1 1 d . . .
N2 N 0.6556(5) 0.51268(14) 0.65920(18) 0.0218(6) Uani 1 1 d . . .
N3 N 0.5065(6) 0.29186(17) 0.9533(2) 0.0314(7) Uani 1 1 d . . .
N5 N -0.0834(5) 0.62752(14) 0.50431(18) 0.0207(6) Uani 1 1 d . . .
N4 N 0.1275(5) 0.60954(15) 0.47352(19) 0.0221(6) Uani 1 1 d . . .
N6 N -0.1006(5) 0.84933(15) 0.20515(18) 0.0233(6) Uani 1 1 d . . .
C1 C 0.7111(6) 0.47731(17) 0.7309(2) 0.0214(7) Uani 1 1 d . . .
H1A H 0.8524 0.4816 0.7665 0.026 Uiso 1 1 calc R . .
C2 C 0.5316(6) 0.43302(17) 0.7459(2) 0.0200(7) Uani 1 1 d . . .
C3 C 0.3628(6) 0.44541(16) 0.6781(2) 0.0199(7) Uani 1 1 d . . .
H3A H 0.2165 0.4237 0.6699 0.024 Uiso 1 1 calc R . .
C4 C 0.6958(6) 0.3293(2) 0.9427(2) 0.0277(8) Uani 1 1 d . . .
H4A H 0.8285 0.3231 0.9824 0.033 Uiso 1 1 calc R . .
C5 C 0.7117(6) 0.37592(18) 0.8785(2) 0.0238(7) Uani 1 1 d . . .
H5A H 0.8490 0.4017 0.8767 0.029 Uiso 1 1 calc R . .
C6 C 0.5245(6) 0.38498(16) 0.8162(2) 0.0200(7) Uani 1 1 d . . .
C7 C 0.3285(6) 0.34512(18) 0.8255(2) 0.0251(7) Uani 1 1 d . . .
H7A H 0.1959 0.3485 0.7851 0.030 Uiso 1 1 calc R . .
C8 C 0.3282(7) 0.30116(19) 0.8930(3) 0.0307(8) Uani 1 1 d . . .
H8A H 0.1917 0.2754 0.8973 0.037 Uiso 1 1 calc R . .
C11 C 0.1755(6) 0.65206(18) 0.4106(2) 0.0223(7) Uani 1 1 d . . .
H11A H 0.3119 0.6509 0.3792 0.027 Uiso 1 1 calc R . .
C10 C -0.0036(6) 0.69800(16) 0.3982(2) 0.0189(7) Uani 1 1 d . . .
C9 C -0.1626(6) 0.67985(17) 0.4596(2) 0.0200(7) Uani 1 1 d . . .
H9A H -0.3054 0.7017 0.4679 0.024 Uiso 1 1 calc R . .
C16 C 0.0882(6) 0.80972(18) 0.2096(2) 0.0256(7) Uani 1 1 d . . .
H16A H 0.1997 0.8155 0.1677 0.031 Uiso 1 1 calc R . .
C15 C 0.1299(6) 0.76135(18) 0.2712(2) 0.0237(7) Uani 1 1 d . . .
H15A H 0.2671 0.7353 0.2709 0.028 Uiso 1 1 calc R . .
C14 C -0.0305(6) 0.75073(17) 0.3339(2) 0.0199(7) Uani 1 1 d . . .
C13 C -0.2282(6) 0.79229(18) 0.3309(2) 0.0225(7) Uani 1 1 d . . .
H13A H -0.3423 0.7878 0.3722 0.027 Uiso 1 1 calc R . .
C12 C -0.2523(6) 0.83990(18) 0.2665(2) 0.0246(7) Uani 1 1 d . . .
H12A H -0.3852 0.8677 0.2657 0.030 Uiso 1 1 calc R . .
C17 C 0.1275(6) 0.52996(18) 0.9352(2) 0.0250(7) Uani 1 1 d . . .
C18 C -0.0880(6) 0.55510(19) 0.9574(3) 0.0279(8) Uani 1 1 d . . .
H18A H -0.1505 0.5929 0.9285 0.033 Uiso 1 1 calc R . .
C19 C 0.2117(6) 0.47455(19) 0.9787(3) 0.0274(8) Uani 1 1 d . . .
H19A H 0.3567 0.4564 0.9647 0.033 Uiso 1 1 calc R . .
C20 C 0.2653(7) 0.5632(2) 0.8673(3) 0.0323(9) Uani 1 1 d . . .
H20A H 0.4259 0.5465 0.8714 0.048 Uiso 1 1 calc R . .
H20B H 0.2672 0.6105 0.8773 0.048 Uiso 1 1 calc R . .
H20C H 0.1918 0.5540 0.8093 0.048 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
Cu1 0.0301(3) 0.0217(3) 0.0244(3) 0.00666(17) -0.00004(19) 0.00410(17)
Cu2 0.0276(2) 0.0178(2) 0.0226(2) 0.00372(16) 0.00311(17) -0.00126(16)
N1 0.0252(14) 0.0165(14) 0.0236(15) 0.0006(12) -0.0030(12) -0.0006(11)
N2 0.0256(14) 0.0188(15) 0.0205(14) 0.0007(12) -0.0022(12) -0.0034(11)
N3 0.0334(16) 0.0297(18) 0.0304(17) 0.0075(14) -0.0022(13) -0.0049(13)
N5 0.0262(14) 0.0185(15) 0.0178(14) 0.0006(11) 0.0041(11) 0.0001(11)
N4 0.0242(14) 0.0218(16) 0.0207(14) 0.0030(12) 0.0035(11) 0.0034(11)
N6 0.0321(15) 0.0201(15) 0.0181(14) 0.0023(12) 0.0044(12) 0.0048(12)
C1 0.0256(17) 0.0194(18) 0.0187(17) -0.0008(13) -0.0019(13) -0.0033(13)
C2 0.0217(16) 0.0147(16) 0.0237(17) -0.0028(13) 0.0036(13) 0.0010(12)
C3 0.0232(16) 0.0150(16) 0.0217(17) -0.0001(13) 0.0025(13) -0.0013(12)
C4 0.0255(17) 0.031(2) 0.0263(18) 0.0061(16) -0.0003(14) -0.0011(15)
C5 0.0229(16) 0.0224(18) 0.0260(18) 0.0029(14) 0.0012(14) -0.0033(13)
C6 0.0247(16) 0.0122(16) 0.0233(17) -0.0011(13) 0.0034(13) -0.0001(12)
C7 0.0245(17) 0.0225(19) 0.0275(18) 0.0032(15) -0.0044(14) -0.0038(14)
C8 0.0307(19) 0.025(2) 0.036(2) 0.0070(16) -0.0004(16) -0.0092(15)
C11 0.0240(16) 0.0222(18) 0.0214(17) 0.0040(14) 0.0063(13) 0.0016(13)
C10 0.0226(15) 0.0160(16) 0.0181(16) -0.0004(13) 0.0012(13) -0.0015(12)
C9 0.0249(16) 0.0182(17) 0.0169(16) -0.0017(13) 0.0005(13) 0.0008(13)
C16 0.0272(17) 0.0246(19) 0.0255(18) 0.0028(14) 0.0049(14) 0.0020(14)
C15 0.0234(16) 0.0201(18) 0.0276(18) 0.0023(14) 0.0032(14) 0.0017(13)
C14 0.0245(16) 0.0160(16) 0.0183(16) -0.0011(13) -0.0057(13) -0.0007(12)
C13 0.0246(16) 0.0228(18) 0.0206(17) 0.0012(14) 0.0060(13) 0.0006(13)
C12 0.0286(17) 0.0204(18) 0.0252(18) 0.0025(14) 0.0043(14) 0.0058(14)
C17 0.0252(17) 0.0207(18) 0.0288(19) -0.0023(15) 0.0004(15) -0.0047(13)
C18 0.0251(17) 0.0237(19) 0.034(2) 0.0026(15) -0.0076(15) 0.0012(14)
C19 0.0196(16) 0.0238(19) 0.038(2) -0.0032(16) -0.0001(15) 0.0008(13)
C20 0.0312(19) 0.032(2) 0.033(2) 0.0051(17) 0.0016(16) -0.0046(16)

_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
Cu1 N1 1.877(3) . ?
Cu1 N4 1.875(3) . ?
Cu2 N2 1.907(3) . ?
Cu2 N5 1.910(3) 1_655 ?
Cu2 N6 2.187(3) 4_676 ?
N1 C3 1.338(4) . ?
N1 N2 1.382(4) . ?
N2 C1 1.341(4) . ?
N3 C8 1.345(5) . ?
N3 C4 1.348(5) . ?
N5 C9 1.335(4) . ?
N5 N4 1.381(4) . ?
N5 Cu2 1.910(3) 1_455 ?
N4 C11 1.346(4) . ?
N6 C16 1.350(5) . ?
N6 C12 1.345(5) . ?
N6 Cu2 2.187(3) 4_475 ?
C1 C2 1.403(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.396(5) . ?
C2 C6 1.465(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.382(5) . ?
C4 H4A 0.9500 . ?
C5 C6 1.402(5) . ?
C5 H5A 0.9500 . ?
C6 C7 1.404(5) . ?
C7 C8 1.376(5) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C11 C10 1.395(5) . ?
C11 H11A 0.9500 . ?
C10 C9 1.412(5) . ?
C10 C14 1.465(5) . ?
C9 H9A 0.9500 . ?
C16 C15 1.380(5) . ?
C16 H16A 0.9500 . ?
C15 C14 1.400(5) . ?
C15 H15A 0.9500 . ?
C14 C13 1.415(5) . ?
C13 C12 1.391(5) . ?
C13 H13A 0.9500 . ?
C12 H12A 0.9500 . ?
C17 C19 1.386(5) . ?
C17 C18 1.404(5) . ?
C17 C20 1.519(5) . ?
C18 C19 1.394(6) 3_567 ?
C18 H18A 0.9500 . ?
C19 C18 1.394(6) 3_567 ?
C19 H19A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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 N4 165.34(13) . . ?
N2 Cu2 N5 156.98(12) . 1_655 ?
N2 Cu2 N6 102.87(12) . 4_676 ?
N5 Cu2 N6 100.00(12) 1_655 4_676 ?
C3 N1 N2 108.4(3) . . ?
C3 N1 Cu1 133.4(2) . . ?
N2 N1 Cu1 116.9(2) . . ?
C1 N2 N1 107.2(3) . . ?
C1 N2 Cu2 134.0(2) . . ?
N1 N2 Cu2 118.8(2) . . ?
C8 N3 C4 114.5(3) . . ?
C9 N5 N4 108.0(3) . . ?
C9 N5 Cu2 133.2(2) . 1_455 ?
N4 N5 Cu2 118.6(2) . 1_455 ?
C11 N4 N5 107.8(3) . . ?
C11 N4 Cu1 136.7(2) . . ?
N5 N4 Cu1 114.6(2) . . ?
C16 N6 C12 115.8(3) . . ?
C16 N6 Cu2 125.3(2) . 4_475 ?
C12 N6 Cu2 118.6(2) . 4_475 ?
N2 C1 C2 110.6(3) . . ?
N2 C1 H1A 124.7 . . ?
C2 C1 H1A 124.7 . . ?
C3 C2 C1 103.7(3) . . ?
C3 C2 C6 128.4(3) . . ?
C1 C2 C6 128.0(3) . . ?
N1 C3 C2 110.1(3) . . ?
N1 C3 H3A 124.9 . . ?
C2 C3 H3A 124.9 . . ?
N3 C4 C5 125.1(3) . . ?
N3 C4 H4A 117.5 . . ?
C5 C4 H4A 117.5 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C7 C6 C5 115.6(3) . . ?
C7 C6 C2 122.0(3) . . ?
C5 C6 C2 122.4(3) . . ?
C8 C7 C6 120.1(3) . . ?
C8 C7 H7A 120.0 . . ?
C6 C7 H7A 120.0 . . ?
N3 C8 C7 125.0(3) . . ?
N3 C8 H8A 117.5 . . ?
C7 C8 H8A 117.5 . . ?
N4 C11 C10 110.3(3) . . ?
N4 C11 H11A 124.8 . . ?
C10 C11 H11A 124.8 . . ?
C11 C10 C9 103.6(3) . . ?
C11 C10 C14 129.0(3) . . ?
C9 C10 C14 127.3(3) . . ?
N5 C9 C10 110.2(3) . . ?
N5 C9 H9A 124.9 . . ?
C10 C9 H9A 124.9 . . ?
N6 C16 C15 124.3(3) . . ?
N6 C16 H16A 117.8 . . ?
C15 C16 H16A 117.8 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C15 C14 C13 116.7(3) . . ?
C15 C14 C10 122.7(3) . . ?
C13 C14 C10 120.6(3) . . ?
C12 C13 C14 118.8(3) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
N6 C12 C13 124.6(3) . . ?
N6 C12 H12A 117.7 . . ?
C13 C12 H12A 117.7 . . ?
C19 C17 C18 117.6(4) . . ?
C19 C17 C20 121.3(3) . . ?
C18 C17 C20 121.1(3) . . ?
C19 C18 C17 121.0(3) 3_567 . ?
C19 C18 H18A 119.5 3_567 . ?
C17 C18 H18A 119.5 . . ?
C17 C19 C18 121.4(3) . 3_567 ?
C17 C19 H19A 119.3 . . ?
C18 C19 H19A 119.3 3_567 . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.146

_database_code_depnum_ccdc_archive 'CCDC 963315'