# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1026645'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 Ag N3 O2'
_chemical_formula_sum            'C10 H8 Ag N3 O2'
_chemical_formula_weight         310.06

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'
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   P2(1)/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                   6.3606(8)
_cell_length_b                   8.0160(10)
_cell_length_c                   20.077(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.498(2)
_cell_angle_gamma                90.00
_cell_volume                     1021.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3141
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.016
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    1.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6954
_exptl_absorpt_correction_T_max  0.8282
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5112
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         25.19
_reflns_number_total             1838
_reflns_number_gt                1710
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0360P)²+1.2950P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0028(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1838
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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
Ag1 Ag 0.43079(4) 0.72117(4) 0.031306(13) 0.04179(14) Uani 1 1 d . . .
C1 C 0.4107(6) 0.9134(4) 0.39265(16) 0.0386(8) Uani 1 1 d . . .
C2 C 0.3491(6) 0.9652(4) 0.32152(17) 0.0371(8) Uani 1 1 d . . .
C3 C 0.1460(7) 0.9389(6) 0.29501(19) 0.0576(11) Uani 1 1 d . . .
H3B H 0.0443 0.8971 0.3219 0.069 Uiso 1 1 calc R . .
C4 C 0.0931(7) 0.9746(7) 0.22832(19) 0.0614(13) Uani 1 1 d . . .
H4A H -0.0437 0.9556 0.2110 0.074 Uiso 1 1 calc R . .
C5 C 0.2403(6) 1.0378(4) 0.18744(16) 0.0362(8) Uani 1 1 d . . .
C6 C 0.4405(6) 1.0682(5) 0.21508(18) 0.0452(9) Uani 1 1 d . . .
H6A H 0.5412 1.1134 0.1886 0.054 Uiso 1 1 calc R . .
C7 C 0.4945(6) 1.0329(5) 0.28137(19) 0.0459(9) Uani 1 1 d . . .
H7A H 0.6303 1.0552 0.2989 0.055 Uiso 1 1 calc R . .
C8 C 0.1859(6) 1.0774(4) 0.11474(16) 0.0396(8) Uani 1 1 d . . .
H8A H 0.1223 1.1873 0.1112 0.047 Uiso 1 1 calc R . .
H8B H 0.3139 1.0793 0.0908 0.047 Uiso 1 1 calc R . .
C9 C -0.0708(6) 0.7236(5) 0.0485(2) 0.0461(9) Uani 1 1 d . . .
H9A H -0.0755 0.6139 0.0335 0.055 Uiso 1 1 calc R . .
C10 C -0.1676(6) 0.9622(4) 0.07573(15) 0.0356(7) Uani 1 1 d . . .
H10A H -0.2479 1.0558 0.0844 0.043 Uiso 1 1 calc R . .
N1 N 0.0402(4) 0.9545(3) 0.08402(13) 0.0314(6) Uani 1 1 d . . .
N2 N 0.1060(5) 0.8002(4) 0.06702(17) 0.0423(7) Uani 1 1 d . . .
N3 N -0.2450(5) 0.8180(4) 0.05332(14) 0.0382(7) Uani 1 1 d . . .
O1 O 0.5928(4) 0.9477(3) 0.41631(12) 0.0471(6) Uani 1 1 d . . .
O2 O 0.2748(5) 0.8344(4) 0.42323(12) 0.0518(7) Uani 1 1 d . . .


_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 N3 2.223(3) 1_655 ?
Ag1 N2 2.316(3) . ?
Ag1 O2 2.373(3) 4_575 ?
Ag1 O1 2.440(3) 2_645 ?
C1 O1 1.255(4) . ?
C1 O2 1.261(4) . ?
C1 C2 1.516(5) . ?
C2 C7 1.375(5) . ?
C2 C3 1.383(5) . ?
C3 C4 1.390(5) . ?
C3 H3B 0.9300 . ?
C4 C5 1.379(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.379(5) . ?
C5 C8 1.513(5) . ?
C6 C7 1.383(5) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 N1 1.463(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N2 1.315(5) . ?
C9 N3 1.350(5) . ?
C9 H9A 0.9300 . ?
C10 N1 1.323(4) . ?
C10 N3 1.324(5) . ?
C10 H10A 0.9300 . ?
N1 N2 1.356(4) . ?
N3 Ag1 2.223(3) 1_455 ?
O1 Ag1 2.440(3) 2_655 ?
O2 Ag1 2.373(3) 4_576 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Ag1 N2 132.62(11) 1_655 . ?
N3 Ag1 O2 125.36(11) 1_655 4_575 ?
N2 Ag1 O2 90.19(11) . 4_575 ?
N3 Ag1 O1 107.99(10) 1_655 2_645 ?
N2 Ag1 O1 91.89(10) . 2_645 ?
O2 Ag1 O1 101.08(9) 4_575 2_645 ?
O1 C1 O2 124.8(3) . . ?
O1 C1 C2 118.4(3) . . ?
O2 C1 C2 116.8(3) . . ?
C7 C2 C3 118.7(3) . . ?
C7 C2 C1 121.1(3) . . ?
C3 C2 C1 120.2(3) . . ?
C2 C3 C4 120.3(4) . . ?
C2 C3 H3B 119.8 . . ?
C4 C3 H3B 119.8 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C6 C5 C4 118.0(3) . . ?
C6 C5 C8 120.2(3) . . ?
C4 C5 C8 121.8(3) . . ?
C5 C6 C7 121.3(4) . . ?
C5 C6 H6A 119.3 . . ?
C7 C6 H6A 119.3 . . ?
C2 C7 C6 120.6(4) . . ?
C2 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
N1 C8 C5 111.6(3) . . ?
N1 C8 H8A 109.3 . . ?
C5 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C5 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
N2 C9 N3 114.2(3) . . ?
N2 C9 H9A 122.9 . . ?
N3 C9 H9A 122.9 . . ?
N1 C10 N3 110.5(3) . . ?
N1 C10 H10A 124.8 . . ?
N3 C10 H10A 124.8 . . ?
C10 N1 N2 109.4(3) . . ?
C10 N1 C8 128.6(3) . . ?
N2 N1 C8 121.6(3) . . ?
C9 N2 N1 103.0(3) . . ?
C9 N2 Ag1 123.3(2) . . ?
N1 N2 Ag1 128.5(2) . . ?
C10 N3 C9 102.9(3) . . ?
C10 N3 Ag1 133.9(2) . 1_455 ?
C9 N3 Ag1 123.1(2) . 1_455 ?
C1 O1 Ag1 106.3(2) . 2_655 ?
C1 O2 Ag1 106.2(2) . 4_576 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.19
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.067
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1026646'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 Cu N6 O5'
_chemical_formula_weight         485.94

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'
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   C2/c

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                   23.034(8)
_cell_length_b                   9.401(3)
_cell_length_c                   9.582(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.962(4)
_cell_angle_gamma                90.00
_cell_volume                     2004.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    956
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      22.14

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             996
_exptl_absorpt_coefficient_mu    1.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8044
_exptl_absorpt_correction_T_max  0.8947
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5459
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0524
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         26.20
_reflns_number_total             2015
_reflns_number_gt                1410
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0362P)²+2.4797P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2015
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0864
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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 0.0000 0.0000 0.0000 0.03355(19) Uani 1 2 d S . .
C1W C 0.38140(14) -0.3677(4) 0.3644(4) 0.0374(8) Uani 1 1 d . . .
C2W C 0.31604(13) -0.3741(3) 0.3635(3) 0.0320(7) Uani 1 1 d . . .
C3W C 0.29607(14) -0.4585(4) 0.4601(4) 0.0424(9) Uani 1 1 d . . .
H3WA H 0.3237 -0.5102 0.5295 0.051 Uiso 1 1 calc R . .
C4W C 0.23596(14) -0.4672(4) 0.4551(4) 0.0419(9) Uani 1 1 d . . .
H4WA H 0.2236 -0.5241 0.5213 0.050 Uiso 1 1 calc R . .
C5W C 0.19363(13) -0.3920(3) 0.3525(3) 0.0324(7) Uani 1 1 d . . .
C6W C 0.21323(13) -0.3053(4) 0.2576(4) 0.0398(9) Uani 1 1 d . . .
H6WA H 0.1856 -0.2522 0.1895 0.048 Uiso 1 1 calc R . .
C7W C 0.27391(14) -0.2972(4) 0.2636(4) 0.0387(8) Uani 1 1 d . . .
H7WA H 0.2865 -0.2387 0.1988 0.046 Uiso 1 1 calc R . .
C8W C 0.12837(13) -0.4098(4) 0.3539(4) 0.0414(9) Uani 1 1 d . . .
H8WA H 0.1191 -0.5105 0.3527 0.050 Uiso 1 1 calc R . .
H8WB H 0.1228 -0.3704 0.4431 0.050 Uiso 1 1 calc R . .
C9 C 0.06993(13) -0.2055(4) 0.2157(4) 0.0348(8) Uani 1 1 d . . .
H9A H 0.0826 -0.1349 0.2849 0.042 Uiso 1 1 calc R . .
C10 C 0.02803(17) -0.3169(4) 0.0271(4) 0.0537(11) Uani 1 1 d . . .
H10A H 0.0041 -0.3361 -0.0651 0.064 Uiso 1 1 calc R . .
N1 N 0.03318(11) -0.1855(3) 0.0867(3) 0.0335(6) Uani 1 1 d . . .
N2 N 0.08612(11) -0.3411(3) 0.2320(3) 0.0361(7) Uani 1 1 d . . .
N3 N 0.05946(15) -0.4142(3) 0.1101(4) 0.0617(10) Uani 1 1 d . . .
O1W O 0.0000 0.0759(3) 0.2500 0.0386(8) Uani 1 2 d S . .
H1WB H -0.0341 0.1270 0.2356 0.046 Uiso 0.50 1 d PR . .
O1 O 0.41682(9) -0.4320(3) 0.4705(2) 0.0415(6) Uani 1 1 d . . .
O2 O 0.39648(10) -0.3060(3) 0.2654(3) 0.0599(8) Uani 1 1 d . . .


_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 O1 1.970(2) 8_445 ?
Cu1 O1 1.970(2) 4 ?
Cu1 N1 1.997(3) . ?
Cu1 N1 1.997(3) 5 ?
C1W O2 1.236(4) . ?
C1W O1 1.279(4) . ?
C1W C2W 1.504(4) . ?
C2W C7W 1.379(4) . ?
C2W C3W 1.385(5) . ?
C3W C4W 1.375(4) . ?
C3W H3WA 0.9300 . ?
C4W C5W 1.386(4) . ?
C4W H4WA 0.9300 . ?
C5W C6W 1.381(4) . ?
C5W C8W 1.516(4) . ?
C6W C7W 1.386(4) . ?
C6W H6WA 0.9300 . ?
C7W H7WA 0.9300 . ?
C8W N2 1.463(4) . ?
C8W H8WA 0.9700 . ?
C8W H8WB 0.9700 . ?
C9 N1 1.319(4) . ?
C9 N2 1.326(4) . ?
C9 H9A 0.9300 . ?
C10 N3 1.302(4) . ?
C10 N1 1.353(4) . ?
C10 H10A 0.9300 . ?
N2 N3 1.357(4) . ?
O1W H1WB 0.9007 . ?
O1 Cu1 1.970(2) 4_545 ?

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 Cu1 O1 180.00(19) 8_445 4 ?
O1 Cu1 N1 91.72(10) 8_445 . ?
O1 Cu1 N1 88.28(10) 4 . ?
O1 Cu1 N1 88.28(10) 8_445 5 ?
O1 Cu1 N1 91.72(10) 4 5 ?
N1 Cu1 N1 180.0 . 5 ?
O2 C1W O1 125.7(3) . . ?
O2 C1W C2W 119.6(3) . . ?
O1 C1W C2W 114.7(3) . . ?
C7W C2W C3W 117.9(3) . . ?
C7W C2W C1W 120.5(3) . . ?
C3W C2W C1W 121.6(3) . . ?
C4W C3W C2W 121.0(3) . . ?
C4W C3W H3WA 119.5 . . ?
C2W C3W H3WA 119.5 . . ?
C3W C4W C5W 120.8(3) . . ?
C3W C4W H4WA 119.6 . . ?
C5W C4W H4WA 119.6 . . ?
C6W C5W C4W 118.6(3) . . ?
C6W C5W C8W 124.4(3) . . ?
C4W C5W C8W 117.1(3) . . ?
C5W C6W C7W 120.2(3) . . ?
C5W C6W H6WA 119.9 . . ?
C7W C6W H6WA 119.9 . . ?
C2W C7W C6W 121.4(3) . . ?
C2W C7W H7WA 119.3 . . ?
C6W C7W H7WA 119.3 . . ?
N2 C8W C5W 113.7(3) . . ?
N2 C8W H8WA 108.8 . . ?
C5W C8W H8WA 108.8 . . ?
N2 C8W H8WB 108.8 . . ?
C5W C8W H8WB 108.8 . . ?
H8WA C8W H8WB 107.7 . . ?
N1 C9 N2 109.9(3) . . ?
N1 C9 H9A 125.1 . . ?
N2 C9 H9A 125.1 . . ?
N3 C10 N1 114.1(3) . . ?
N3 C10 H10A 122.9 . . ?
N1 C10 H10A 122.9 . . ?
C9 N1 C10 103.4(3) . . ?
C9 N1 Cu1 126.7(2) . . ?
C10 N1 Cu1 129.7(2) . . ?
C9 N2 N3 109.5(3) . . ?
C9 N2 C8W 128.8(3) . . ?
N3 N2 C8W 121.6(3) . . ?
C10 N3 N2 103.1(3) . . ?
C1W O1 Cu1 131.6(2) . 4_545 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.20
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.069
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1026647'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H17 Eu N6 O6'
_chemical_formula_weight         601.37

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'
Eu Eu -0.1578 3.6682 '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   C2/c

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                   23.812(5)
_cell_length_b                   8.4110(15)
_cell_length_c                   10.8594(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.132(4)
_cell_angle_gamma                90.00
_cell_volume                     2028.7(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            clorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.969
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    3.148
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5717
_exptl_absorpt_correction_T_max  0.7437
_exptl_absorpt_process_details   ?

_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4953
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1770
_reflns_number_gt                1539
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1770
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0819
_refine_ls_wR_factor_gt          0.0775
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Eu1 Eu 0.0000 -0.06096(5) -0.2500 0.01896(16) Uani 1 2 d S . .
O1 O 0.06183(17) -0.1171(5) -0.0333(4) 0.0247(9) Uani 1 1 d . . .
O2 O 0.07393(17) -0.0058(5) 0.1600(4) 0.0269(10) Uani 1 1 d . . .
O5 O 0.03788(17) 0.2016(5) -0.1545(4) 0.0303(10) Uani 1 1 d . . .
N1 N 0.3954(2) 0.0041(6) 0.3445(5) 0.0342(13) Uani 1 1 d . . .
N2 N 0.3797(2) 0.0198(5) 0.2112(5) 0.0234(11) Uani 1 1 d . . .
N3 N 0.4403(2) -0.1837(5) 0.2642(5) 0.0257(11) Uani 1 1 d . . .
C1 C 0.0917(3) -0.0420(6) 0.0683(6) 0.0206(13) Uani 1 1 d . . .
C2 C 0.1553(2) 0.0077(7) 0.0865(6) 0.0199(12) Uani 1 1 d . . .
C3 C 0.1844(3) -0.0576(7) 0.0076(6) 0.0295(15) Uani 1 1 d . . .
H3A H 0.1646 -0.1311 -0.0575 0.035 Uiso 1 1 calc R . .
C4 C 0.2428(3) -0.0130(7) 0.0262(7) 0.0307(15) Uani 1 1 d . . .
H4A H 0.2622 -0.0592 -0.0255 0.037 Uiso 1 1 calc R . .
C5 C 0.2729(3) 0.0982(7) 0.1193(6) 0.0248(13) Uani 1 1 d . . .
C6 C 0.2442(2) 0.1657(7) 0.1956(6) 0.0290(14) Uani 1 1 d . . .
H6A H 0.2638 0.2421 0.2583 0.035 Uiso 1 1 calc R . .
C7 C 0.1856(3) 0.1202(8) 0.1792(6) 0.0310(15) Uani 1 1 d . . .
H7A H 0.1667 0.1663 0.2317 0.037 Uiso 1 1 calc R . .
C8 C 0.3372(2) 0.1428(7) 0.1379(6) 0.0258(14) Uani 1 1 d . . .
H8A H 0.3405 0.1574 0.0522 0.031 Uiso 1 1 calc R . .
H8B H 0.3474 0.2427 0.1854 0.031 Uiso 1 1 calc R . .
C9 C 0.4066(3) -0.0916(6) 0.1665(6) 0.0227(13) Uani 1 1 d . . .
H9A H 0.4025 -0.1037 0.0785 0.027 Uiso 1 1 calc R . .
C10 C 0.4314(3) -0.1205(8) 0.3694(6) 0.0325(15) Uani 1 1 d . . .
H10A H 0.4494 -0.1618 0.4540 0.039 Uiso 1 1 calc R . .
C21 C 0.0000 0.2725(12) -0.2500 0.035(2) Uani 1 2 d S . .


_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
Eu1 O1 2.330(4) . ?
Eu1 O1 2.330(4) 2_554 ?
Eu1 O2 2.368(4) 6 ?
Eu1 O2 2.368(4) 5 ?
Eu1 O5 2.468(4) 2_554 ?
Eu1 O5 2.468(4) . ?
Eu1 N3 2.610(5) 8_445 ?
Eu1 N3 2.610(5) 7_545 ?
Eu1 C21 2.805(10) . ?
O1 C1 1.248(7) . ?
O2 C1 1.252(6) . ?
O2 Eu1 2.369(4) 5 ?
O5 C21 1.253(6) . ?
N1 C10 1.319(8) . ?
N1 N2 1.364(7) . ?
N2 C9 1.323(7) . ?
N2 C8 1.465(7) . ?
N3 C9 1.325(7) . ?
N3 C10 1.345(7) . ?
N3 Eu1 2.610(5) 7_545 ?
C1 C2 1.512(8) . ?
C2 C7 1.381(8) . ?
C2 C3 1.395(7) . ?
C3 C4 1.384(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.374(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.374(7) . ?
C5 C8 1.517(8) . ?
C6 C7 1.394(8) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C21 O5 1.253(6) 2_554 ?

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 Eu1 O1 156.63(19) . 2_554 ?
O1 Eu1 O2 99.89(13) . 6 ?
O1 Eu1 O2 85.66(13) 2_554 6 ?
O1 Eu1 O2 85.66(13) . 5 ?
O1 Eu1 O2 99.89(13) 2_554 5 ?
O2 Eu1 O2 152.6(2) 6 5 ?
O1 Eu1 O5 127.42(14) . 2_554 ?
O1 Eu1 O5 75.81(14) 2_554 2_554 ?
O2 Eu1 O5 80.10(13) 6 2_554 ?
O2 Eu1 O5 75.40(13) 5 2_554 ?
O1 Eu1 O5 75.81(14) . . ?
O1 Eu1 O5 127.42(14) 2_554 . ?
O2 Eu1 O5 75.40(13) 6 . ?
O2 Eu1 O5 80.10(13) 5 . ?
O5 Eu1 O5 53.03(19) 2_554 . ?
O1 Eu1 N3 86.16(14) . 8_445 ?
O1 Eu1 N3 74.56(14) 2_554 8_445 ?
O2 Eu1 N3 136.12(14) 6 8_445 ?
O2 Eu1 N3 70.67(14) 5 8_445 ?
O5 Eu1 N3 129.55(14) 2_554 8_445 ?
O5 Eu1 N3 146.69(14) . 8_445 ?
O1 Eu1 N3 74.56(14) . 7_545 ?
O1 Eu1 N3 86.16(14) 2_554 7_545 ?
O2 Eu1 N3 70.67(14) 6 7_545 ?
O2 Eu1 N3 136.12(14) 5 7_545 ?
O5 Eu1 N3 146.69(14) 2_554 7_545 ?
O5 Eu1 N3 129.55(14) . 7_545 ?
N3 Eu1 N3 69.28(19) 8_445 7_545 ?
O1 Eu1 C21 101.69(10) . . ?
O1 Eu1 C21 101.69(10) 2_554 . ?
O2 Eu1 C21 76.29(10) 6 . ?
O2 Eu1 C21 76.29(10) 5 . ?
O5 Eu1 C21 26.51(10) 2_554 . ?
O5 Eu1 C21 26.51(10) . . ?
N3 Eu1 C21 145.36(10) 8_445 . ?
N3 Eu1 C21 145.36(10) 7_545 . ?
C1 O1 Eu1 137.9(4) . . ?
C1 O2 Eu1 154.3(4) . 5 ?
C21 O5 Eu1 91.9(5) . . ?
C10 N1 N2 101.8(5) . . ?
C9 N2 N1 109.7(5) . . ?
C9 N2 C8 129.2(5) . . ?
N1 N2 C8 121.1(5) . . ?
C9 N3 C10 102.3(5) . . ?
C9 N3 Eu1 128.2(4) . 7_545 ?
C10 N3 Eu1 129.2(4) . 7_545 ?
O1 C1 O2 125.3(5) . . ?
O1 C1 C2 118.7(5) . . ?
O2 C1 C2 116.0(5) . . ?
C7 C2 C3 118.2(5) . . ?
C7 C2 C1 121.4(5) . . ?
C3 C2 C1 120.5(5) . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C5 C4 C3 121.4(5) . . ?
C5 C4 H4A 119.3 . . ?
C3 C4 H4A 119.3 . . ?
C4 C5 C6 119.0(5) . . ?
C4 C5 C8 119.9(5) . . ?
C6 C5 C8 121.1(5) . . ?
C5 C6 C7 120.2(6) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
C2 C7 C6 121.2(5) . . ?
C2 C7 H7A 119.4 . . ?
C6 C7 H7A 119.4 . . ?
N2 C8 C5 111.3(4) . . ?
N2 C8 H8A 109.4 . . ?
C5 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C5 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
N3 C9 N2 110.7(5) . . ?
N3 C9 H9A 124.6 . . ?
N2 C9 H9A 124.6 . . ?
N1 C10 N3 115.5(6) . . ?
N1 C10 H10A 122.3 . . ?
N3 C10 H10A 122.3 . . ?
O5 C21 O5 123.2(9) . 2_554 ?
O5 C21 Eu1 61.6(5) . . ?
O5 C21 Eu1 61.6(5) 2_554 . ?

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
O1 Eu1 O1 C1 178.6(5) 2_554 . . . ?
O2 Eu1 O1 C1 76.5(5) 6 . . . ?
O2 Eu1 O1 C1 -76.4(5) 5 . . . ?
O5 Eu1 O1 C1 -8.5(5) 2_554 . . . ?
O5 Eu1 O1 C1 4.5(5) . . . . ?
N3 Eu1 O1 C1 -147.3(5) 8_445 . . . ?
N3 Eu1 O1 C1 143.2(5) 7_545 . . . ?
C21 Eu1 O1 C1 -1.4(5) . . . . ?
O1 Eu1 O5 C21 -167.1(2) . . . . ?
O1 Eu1 O5 C21 15.8(3) 2_554 . . . ?
O2 Eu1 O5 C21 88.5(2) 6 . . . ?
O2 Eu1 O5 C21 -79.1(2) 5 . . . ?
O5 Eu1 O5 C21 0.0 2_554 . . . ?
N3 Eu1 O5 C21 -107.8(3) 8_445 . . . ?
N3 Eu1 O5 C21 137.30(19) 7_545 . . . ?
C10 N1 N2 C9 -0.5(6) . . . . ?
C10 N1 N2 C8 177.7(5) . . . . ?
Eu1 O1 C1 O2 95.5(7) . . . . ?
Eu1 O1 C1 C2 -85.9(6) . . . . ?
Eu1 O2 C1 O1 -29.9(12) 5 . . . ?
Eu1 O2 C1 C2 151.5(7) 5 . . . ?
O1 C1 C2 C7 165.0(5) . . . . ?
O2 C1 C2 C7 -16.3(8) . . . . ?
O1 C1 C2 C3 -13.9(8) . . . . ?
O2 C1 C2 C3 164.9(5) . . . . ?
C7 C2 C3 C4 2.0(9) . . . . ?
C1 C2 C3 C4 -179.1(6) . . . . ?
C2 C3 C4 C5 -1.6(10) . . . . ?
C3 C4 C5 C6 0.2(9) . . . . ?
C3 C4 C5 C8 179.3(6) . . . . ?
C4 C5 C6 C7 0.8(9) . . . . ?
C8 C5 C6 C7 -178.4(5) . . . . ?
C3 C2 C7 C6 -1.1(9) . . . . ?
C1 C2 C7 C6 -180.0(6) . . . . ?
C5 C6 C7 C2 -0.3(9) . . . . ?
C9 N2 C8 C5 101.7(6) . . . . ?
N1 N2 C8 C5 -76.0(7) . . . . ?
C4 C5 C8 N2 -76.6(7) . . . . ?
C6 C5 C8 N2 102.6(6) . . . . ?
C10 N3 C9 N2 0.3(6) . . . . ?
Eu1 N3 C9 N2 175.0(3) 7_545 . . . ?
N1 N2 C9 N3 0.1(6) . . . . ?
C8 N2 C9 N3 -177.8(5) . . . . ?
N2 N1 C10 N3 0.7(7) . . . . ?
C9 N3 C10 N1 -0.6(7) . . . . ?
Eu1 N3 C10 N1 -175.3(4) 7_545 . . . ?
Eu1 O5 C21 O5 0.0 . . . 2_554 ?
O1 Eu1 C21 O5 12.8(2) . . . . ?
O1 Eu1 C21 O5 -167.2(2) 2_554 . . . ?
O2 Eu1 C21 O5 -84.7(2) 6 . . . ?
O2 Eu1 C21 O5 95.3(2) 5 . . . ?
O5 Eu1 C21 O5 180.0 2_554 . . . ?
N3 Eu1 C21 O5 113.1(3) 8_445 . . . ?
N3 Eu1 C21 O5 -66.9(3) 7_545 . . . ?
O1 Eu1 C21 O5 -167.2(2) . . . 2_554 ?
O1 Eu1 C21 O5 12.8(2) 2_554 . . 2_554 ?
O2 Eu1 C21 O5 95.3(2) 6 . . 2_554 ?
O2 Eu1 C21 O5 -84.7(2) 5 . . 2_554 ?
O5 Eu1 C21 O5 180.0 . . . 2_554 ?
N3 Eu1 C21 O5 -66.9(3) 8_445 . . 2_554 ?
N3 Eu1 C21 O5 113.1(3) 7_545 . . 2_554 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.147
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1026648'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H23 Ag N4 O4'
_chemical_formula_sum            'C30 H23 Ag N4 O4'
_chemical_formula_weight         611.39

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'
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   P2(1)/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                   10.7880(12)
_cell_length_b                   25.337(3)
_cell_length_c                   9.4619(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.0260(10)
_cell_angle_gamma                90.00
_cell_volume                     2566.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3189
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      22.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1240
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8515
_exptl_absorpt_correction_T_max  0.9216
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12707
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         24.84
_reflns_number_total             4401
_reflns_number_gt                3228
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0373P)²+2.0281P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4401
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
Ag1 Ag -0.03404(3) 0.456608(13) 0.36264(4) 0.06864(15) Uani 1 1 d . . .
C1 C -0.0380(3) 0.54926(13) 0.1188(4) 0.0450(8) Uani 1 1 d . . .
C2 C -0.1524(4) 0.53956(16) 0.0382(4) 0.0582(10) Uani 1 1 d . . .
H2A H -0.2062 0.5136 0.0642 0.070 Uiso 1 1 calc R . .
C3 C -0.1827(4) 0.57003(19) -0.0816(4) 0.0692(12) Uani 1 1 d . . .
H3A H -0.2588 0.5648 -0.1374 0.083 Uiso 1 1 calc R . .
C4 C -0.1015(5) 0.60826(19) -0.1202(5) 0.0742(13) Uani 1 1 d . . .
H4A H -0.1248 0.6278 -0.2024 0.089 Uiso 1 1 calc R . .
C5 C 0.0117(4) 0.61858(16) -0.0427(4) 0.0615(11) Uani 1 1 d . . .
H5A H 0.0651 0.6444 -0.0702 0.074 Uiso 1 1 calc R . .
C6 C 0.0425(3) 0.58840(13) 0.0794(4) 0.0440(8) Uani 1 1 d . . .
C7 C 0.1253(4) 0.54881(14) 0.2733(4) 0.0508(9) Uani 1 1 d . . .
H7A H 0.1821 0.5401 0.3519 0.061 Uiso 1 1 calc R . .
C8 C 0.2556(3) 0.62268(14) 0.1922(4) 0.0541(10) Uani 1 1 d . . .
H8A H 0.2467 0.6500 0.2621 0.065 Uiso 1 1 calc R . .
H8B H 0.2609 0.6396 0.1012 0.065 Uiso 1 1 calc R . .
C9 C 0.3736(3) 0.59173(13) 0.2359(4) 0.0455(8) Uani 1 1 d . . .
C10 C 0.4335(3) 0.59201(14) 0.3736(4) 0.0515(9) Uani 1 1 d . . .
H10A H 0.4033 0.6132 0.4419 0.062 Uiso 1 1 calc R . .
C11 C 0.5377(3) 0.56115(14) 0.4109(4) 0.0499(9) Uani 1 1 d . . .
H11A H 0.5782 0.5627 0.5034 0.060 Uiso 1 1 calc R . .
C12 C 0.5829(3) 0.52794(13) 0.3131(4) 0.0425(8) Uani 1 1 d . . .
C13 C 0.5232(4) 0.52812(17) 0.1750(4) 0.0629(11) Uani 1 1 d . . .
H13A H 0.5523 0.5064 0.1070 0.076 Uiso 1 1 calc R . .
C14 C 0.4204(4) 0.56028(17) 0.1365(4) 0.0636(11) Uani 1 1 d . . .
H14A H 0.3829 0.5606 0.0427 0.076 Uiso 1 1 calc R . .
C15 C 0.6965(3) 0.49402(14) 0.3503(4) 0.0470(9) Uani 1 1 d . . .
C16 C -0.0579(3) 0.34186(13) 0.5023(4) 0.0427(8) Uani 1 1 d . . .
C17 C -0.1709(4) 0.32750(15) 0.4266(4) 0.0552(10) Uani 1 1 d . . .
H17A H -0.2075 0.3476 0.3504 0.066 Uiso 1 1 calc R . .
C18 C -0.2269(4) 0.28215(16) 0.4692(5) 0.0649(11) Uani 1 1 d . . .
H18A H -0.3021 0.2711 0.4195 0.078 Uiso 1 1 calc R . .
C19 C -0.1735(4) 0.25263(15) 0.5845(5) 0.0649(11) Uani 1 1 d . . .
H19A H -0.2146 0.2225 0.6105 0.078 Uiso 1 1 calc R . .
C20 C -0.0626(4) 0.26643(14) 0.6610(4) 0.0586(10) Uani 1 1 d . . .
H20A H -0.0277 0.2466 0.7385 0.070 Uiso 1 1 calc R . .
C21 C -0.0047(3) 0.31147(13) 0.6175(4) 0.0448(8) Uani 1 1 d . . .
C22 C 0.1114(3) 0.38096(13) 0.5879(4) 0.0511(9) Uani 1 1 d . . .
H22A H 0.1765 0.4052 0.6018 0.061 Uiso 1 1 calc R . .
C23 C 0.1917(4) 0.32297(16) 0.7952(4) 0.0620(11) Uani 1 1 d . . .
H23A H 0.1442 0.3124 0.8711 0.074 Uiso 1 1 calc R . .
H23B H 0.2411 0.3536 0.8278 0.074 Uiso 1 1 calc R . .
C24 C 0.2788(3) 0.27848(14) 0.7664(4) 0.0509(9) Uani 1 1 d . . .
C25 C 0.2673(4) 0.22887(17) 0.8221(5) 0.0684(12) Uani 1 1 d . . .
H25A H 0.2031 0.2221 0.8768 0.082 Uiso 1 1 calc R . .
C26 C 0.3495(4) 0.18873(16) 0.7984(4) 0.0616(11) Uani 1 1 d . . .
H26A H 0.3415 0.1558 0.8397 0.074 Uiso 1 1 calc R . .
C27 C 0.4429(3) 0.19712(14) 0.7143(4) 0.0490(9) Uani 1 1 d . . .
C28 C 0.4553(4) 0.24669(16) 0.6596(5) 0.0752(13) Uani 1 1 d . . .
H28A H 0.5187 0.2533 0.6036 0.090 Uiso 1 1 calc R . .
C29 C 0.3749(4) 0.28688(17) 0.6865(5) 0.0770(13) Uani 1 1 d . . .
H29A H 0.3861 0.3203 0.6496 0.092 Uiso 1 1 calc R . .
C30 C 0.5347(4) 0.15498(15) 0.6880(4) 0.0521(9) Uani 1 1 d . . .
N1 N 0.0184(3) 0.52476(11) 0.2422(3) 0.0483(7) Uani 1 1 d . . .
N2 N 0.1459(3) 0.58764(11) 0.1807(3) 0.0460(7) Uani 1 1 d . . .
N3 N 0.1044(3) 0.33789(11) 0.6697(3) 0.0476(7) Uani 1 1 d . . .
N4 N 0.0170(3) 0.38551(11) 0.4859(3) 0.0496(7) Uani 1 1 d . . .
O1 O 0.7077(2) 0.45297(10) 0.2761(3) 0.0614(7) Uani 1 1 d . . .
O2 O 0.7750(2) 0.50872(10) 0.4491(3) 0.0588(7) Uani 1 1 d . . .
O3 O 0.6156(3) 0.16152(11) 0.6126(3) 0.0728(8) Uani 1 1 d . . .
O4 O 0.5197(3) 0.11062(11) 0.7556(3) 0.0678(8) Uani 1 1 d . . .
H1 H 0.579(5) 0.086(2) 0.754(6) 0.13(2) Uiso 1 1 d . . .


_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 N4 2.180(3) . ?
Ag1 N1 2.181(3) . ?
C1 C2 1.390(5) . ?
C1 N1 1.395(4) . ?
C1 C6 1.399(5) . ?
C2 C3 1.378(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.385(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.371(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.391(5) . ?
C5 H5A 0.9300 . ?
C6 N2 1.380(4) . ?
C7 N1 1.306(5) . ?
C7 N2 1.354(4) . ?
C7 H7A 0.9300 . ?
C8 N2 1.473(4) . ?
C8 C9 1.509(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.375(5) . ?
C9 C10 1.382(5) . ?
C10 C11 1.379(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.383(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.385(5) . ?
C12 C15 1.503(5) . ?
C13 C14 1.388(5) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 O2 1.240(4) . ?
C15 O1 1.269(4) . ?
C16 C17 1.385(5) . ?
C16 N4 1.389(4) . ?
C16 C21 1.399(5) . ?
C17 C18 1.381(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.388(6) . ?
C18 H18A 0.9300 . ?
C19 C20 1.366(6) . ?
C19 H19A 0.9300 . ?
C20 C21 1.388(5) . ?
C20 H20A 0.9300 . ?
C21 N3 1.390(4) . ?
C22 N4 1.319(4) . ?
C22 N3 1.346(4) . ?
C22 H22A 0.9300 . ?
C23 N3 1.472(4) . ?
C23 C24 1.513(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C29 1.373(6) . ?
C24 C25 1.374(5) . ?
C25 C26 1.386(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.374(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.372(5) . ?
C27 C30 1.498(5) . ?
C28 C29 1.382(6) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?
C30 O3 1.204(4) . ?
C30 O4 1.313(4) . ?
O4 H1 0.90(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Ag1 N1 150.36(12) . . ?
C2 C1 N1 130.3(3) . . ?
C2 C1 C6 121.2(3) . . ?
N1 C1 C6 108.5(3) . . ?
C3 C2 C1 117.2(4) . . ?
C3 C2 H2A 121.4 . . ?
C1 C2 H2A 121.4 . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C5 C4 C3 122.9(4) . . ?
C5 C4 H4A 118.6 . . ?
C3 C4 H4A 118.6 . . ?
C4 C5 C6 116.5(4) . . ?
C4 C5 H5A 121.7 . . ?
C6 C5 H5A 121.7 . . ?
N2 C6 C5 132.5(4) . . ?
N2 C6 C1 106.3(3) . . ?
C5 C6 C1 121.2(4) . . ?
N1 C7 N2 113.8(3) . . ?
N1 C7 H7A 123.1 . . ?
N2 C7 H7A 123.1 . . ?
N2 C8 C9 110.5(3) . . ?
N2 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N2 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C14 C9 C10 118.6(3) . . ?
C14 C9 C8 118.8(3) . . ?
C10 C9 C8 122.5(3) . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H10A 119.6 . . ?
C9 C10 H10A 119.6 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
C11 C12 C13 117.9(3) . . ?
C11 C12 C15 122.4(3) . . ?
C13 C12 C15 119.7(3) . . ?
C12 C13 C14 120.9(4) . . ?
C12 C13 H13A 119.5 . . ?
C14 C13 H13A 119.5 . . ?
C9 C14 C13 120.6(4) . . ?
C9 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
O2 C15 O1 124.2(3) . . ?
O2 C15 C12 117.8(3) . . ?
O1 C15 C12 118.0(3) . . ?
C17 C16 N4 129.7(3) . . ?
C17 C16 C21 120.6(3) . . ?
N4 C16 C21 109.7(3) . . ?
C18 C17 C16 117.2(4) . . ?
C18 C17 H17A 121.4 . . ?
C16 C17 H17A 121.4 . . ?
C17 C18 C19 121.6(4) . . ?
C17 C18 H18A 119.2 . . ?
C19 C18 H18A 119.2 . . ?
C20 C19 C18 122.0(4) . . ?
C20 C19 H19A 119.0 . . ?
C18 C19 H19A 119.0 . . ?
C19 C20 C21 116.8(4) . . ?
C19 C20 H20A 121.6 . . ?
C21 C20 H20A 121.6 . . ?
C20 C21 N3 133.1(3) . . ?
C20 C21 C16 121.8(3) . . ?
N3 C21 C16 105.1(3) . . ?
N4 C22 N3 113.5(3) . . ?
N4 C22 H22A 123.2 . . ?
N3 C22 H22A 123.2 . . ?
N3 C23 C24 113.3(3) . . ?
N3 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C29 C24 C25 117.5(4) . . ?
C29 C24 C23 120.7(4) . . ?
C25 C24 C23 121.7(4) . . ?
C24 C25 C26 121.3(4) . . ?
C24 C25 H25A 119.3 . . ?
C26 C25 H25A 119.3 . . ?
C27 C26 C25 120.6(4) . . ?
C27 C26 H26A 119.7 . . ?
C25 C26 H26A 119.7 . . ?
C28 C27 C26 118.2(4) . . ?
C28 C27 C30 119.5(4) . . ?
C26 C27 C30 122.2(3) . . ?
C27 C28 C29 120.8(4) . . ?
C27 C28 H28A 119.6 . . ?
C29 C28 H28A 119.6 . . ?
C24 C29 C28 121.4(4) . . ?
C24 C29 H29A 119.3 . . ?
C28 C29 H29A 119.3 . . ?
O3 C30 O4 123.2(4) . . ?
O3 C30 C27 122.8(4) . . ?
O4 C30 C27 113.9(3) . . ?
C7 N1 C1 105.3(3) . . ?
C7 N1 Ag1 122.0(2) . . ?
C1 N1 Ag1 132.5(2) . . ?
C7 N2 C6 106.1(3) . . ?
C7 N2 C8 125.8(3) . . ?
C6 N2 C8 128.1(3) . . ?
C22 N3 C21 106.9(3) . . ?
C22 N3 C23 126.6(3) . . ?
C21 N3 C23 126.4(3) . . ?
C22 N4 C16 104.8(3) . . ?
C22 N4 Ag1 125.8(2) . . ?
C16 N4 Ag1 127.3(2) . . ?
C30 O4 H1 118(4) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        24.84
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.058
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1026649'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H22 Cu N4 O4'
_chemical_formula_weight         566.06

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   P2(1)/n

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

_cell_length_a                   14.578(3)
_cell_length_b                   5.8741(14)
_cell_length_c                   15.358(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.230(3)
_cell_angle_gamma                90.00
_cell_volume                     1307.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2734
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.91

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8438
_exptl_absorpt_correction_T_max  0.9172
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6308
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         25.20
_reflns_number_total             2341
_reflns_number_gt                2004
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0394P)²+0.6573P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2341
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0818
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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 0.0000 1.0000 1.0000 0.03317(13) Uani 1 2 d S . .
C15 C 0.43508(15) 0.5940(4) 0.64867(13) 0.0396(5) Uani 1 1 d . . .
C12 C 0.40196(13) 0.5688(4) 0.73774(13) 0.0343(5) Uani 1 1 d . . .
C13 C 0.42009(14) 0.3705(4) 0.78572(13) 0.0418(5) Uani 1 1 d . . .
H13A H 0.4542 0.2546 0.7634 0.050 Uiso 1 1 calc R . .
C14 C 0.38791(15) 0.3448(4) 0.86616(14) 0.0430(5) Uani 1 1 d . . .
H14A H 0.4009 0.2115 0.8978 0.052 Uiso 1 1 calc R . .
C9 C 0.33642(14) 0.5141(3) 0.90081(13) 0.0349(5) Uani 1 1 d . . .
C10 C 0.31748(16) 0.7104(4) 0.85273(14) 0.0444(5) Uani 1 1 d . . .
H10A H 0.2827 0.8253 0.8748 0.053 Uiso 1 1 calc R . .
C11 C 0.35008(16) 0.7371(4) 0.77164(14) 0.0452(5) Uani 1 1 d . . .
H11A H 0.3368 0.8700 0.7398 0.054 Uiso 1 1 calc R . .
C1 C 0.19859(14) 0.9584(4) 1.08659(12) 0.0341(5) Uani 1 1 d . . .
C6 C 0.27597(14) 0.8239(4) 1.07732(13) 0.0389(5) Uani 1 1 d . . .
C5 C 0.36161(16) 0.8700(5) 1.12151(16) 0.0570(7) Uani 1 1 d . . .
H5A H 0.4128 0.7793 1.1152 0.068 Uiso 1 1 calc R . .
C4 C 0.36690(18) 1.0584(6) 1.17545(18) 0.0658(8) Uani 1 1 d . . .
H4A H 0.4234 1.0963 1.2060 0.079 Uiso 1 1 calc R . .
C3 C 0.29024(18) 1.1938(5) 1.18563(15) 0.0564(7) Uani 1 1 d . . .
H3A H 0.2969 1.3184 1.2232 0.068 Uiso 1 1 calc R . .
C2 C 0.20512(16) 1.1481(4) 1.14171(13) 0.0420(5) Uani 1 1 d . . .
H2A H 0.1542 1.2392 1.1484 0.050 Uiso 1 1 calc R . .
C7 C 0.15509(14) 0.6873(4) 0.99614(13) 0.0395(5) Uani 1 1 d . . .
H7A H 0.1187 0.5944 0.9574 0.047 Uiso 1 1 calc R . .
C8 C 0.29904(18) 0.4655(4) 0.98710(15) 0.0471(6) Uani 1 1 d . . .
H8A H 0.2605 0.3307 0.9803 0.057 Uiso 1 1 calc R . .
H8B H 0.3504 0.4314 1.0307 0.057 Uiso 1 1 calc R . .
N1 N 0.12361(11) 0.8686(3) 1.03364(10) 0.0365(4) Uani 1 1 d . . .
N2 N 0.24539(12) 0.6505(3) 1.01979(11) 0.0389(4) Uani 1 1 d . . .
O1 O 0.48411(10) 0.4336(3) 0.62326(9) 0.0402(4) Uani 1 1 d . . .
O2 O 0.41172(14) 0.7628(3) 0.60343(11) 0.0649(5) Uani 1 1 d . . .


_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 O1 1.9710(14) 4_576 ?
Cu1 O1 1.9710(14) 2_556 ?
Cu1 N1 1.9769(17) . ?
Cu1 N1 1.9770(17) 3_577 ?
C15 O2 1.237(3) . ?
C15 O1 1.270(3) . ?
C15 C12 1.507(3) . ?
C12 C13 1.388(3) . ?
C12 C11 1.381(3) . ?
C13 C14 1.377(3) . ?
C13 H13A 0.9300 . ?
C14 C9 1.387(3) . ?
C14 H14A 0.9300 . ?
C9 C10 1.381(3) . ?
C9 C8 1.514(3) . ?
C10 C11 1.389(3) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C1 N1 1.393(3) . ?
C1 C6 1.397(3) . ?
C1 C2 1.396(3) . ?
C6 C5 1.382(3) . ?
C6 N2 1.390(3) . ?
C5 C4 1.380(4) . ?
C5 H5A 0.9300 . ?
C4 C3 1.394(4) . ?
C4 H4A 0.9300 . ?
C3 C2 1.373(3) . ?
C3 H3A 0.9300 . ?
C2 H2A 0.9300 . ?
C7 N1 1.317(3) . ?
C7 N2 1.345(3) . ?
C7 H7A 0.9300 . ?
C8 N2 1.460(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
O1 Cu1 1.9710(14) 2_546 ?

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 Cu1 O1 180.0 4_576 2_556 ?
O1 Cu1 N1 91.44(6) 4_576 . ?
O1 Cu1 N1 88.56(6) 2_556 . ?
O1 Cu1 N1 88.56(6) 4_576 3_577 ?
O1 Cu1 N1 91.44(6) 2_556 3_577 ?
N1 Cu1 N1 180.00(11) . 3_577 ?
O2 C15 O1 123.5(2) . . ?
O2 C15 C12 119.6(2) . . ?
O1 C15 C12 116.90(19) . . ?
C13 C12 C11 118.77(19) . . ?
C13 C12 C15 120.22(19) . . ?
C11 C12 C15 120.96(19) . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C13 C14 C9 121.1(2) . . ?
C13 C14 H14A 119.4 . . ?
C9 C14 H14A 119.4 . . ?
C10 C9 C14 118.61(19) . . ?
C10 C9 C8 123.75(18) . . ?
C14 C9 C8 117.52(18) . . ?
C9 C10 C11 120.4(2) . . ?
C9 C10 H10A 119.8 . . ?
C11 C10 H10A 119.8 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
N1 C1 C6 108.52(18) . . ?
N1 C1 C2 130.80(19) . . ?
C6 C1 C2 120.7(2) . . ?
C5 C6 N2 131.8(2) . . ?
C5 C6 C1 122.4(2) . . ?
N2 C6 C1 105.80(18) . . ?
C6 C5 C4 116.2(2) . . ?
C6 C5 H5A 121.9 . . ?
C4 C5 H5A 121.9 . . ?
C5 C4 C3 122.1(2) . . ?
C5 C4 H4A 118.9 . . ?
C3 C4 H4A 118.9 . . ?
C2 C3 C4 121.7(2) . . ?
C2 C3 H3A 119.1 . . ?
C4 C3 H3A 119.1 . . ?
C3 C2 C1 116.9(2) . . ?
C3 C2 H2A 121.5 . . ?
C1 C2 H2A 121.5 . . ?
N1 C7 N2 112.90(19) . . ?
N1 C7 H7A 123.5 . . ?
N2 C7 H7A 123.5 . . ?
N2 C8 C9 114.71(18) . . ?
N2 C8 H8A 108.6 . . ?
C9 C8 H8A 108.6 . . ?
N2 C8 H8B 108.6 . . ?
C9 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C7 N1 C1 105.83(17) . . ?
C7 N1 Cu1 123.54(14) . . ?
C1 N1 Cu1 129.79(14) . . ?
C7 N2 C6 106.93(17) . . ?
C7 N2 C8 124.90(19) . . ?
C6 N2 C8 128.13(19) . . ?
C15 O1 Cu1 106.08(13) . 2_546 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.045
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1026650'
_audit_update_record             
;
2014-09-28 deposited with the CCDC.
2014-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H33 Eu N6 O6'
_chemical_formula_sum            'C45 H33 Eu N6 O6'
_chemical_formula_weight         905.73

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/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                   17.931(4)
_cell_length_b                   8.4694(19)
_cell_length_c                   26.347(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.148(3)
_cell_angle_gamma                90.00
_cell_volume                     3995.0(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4281
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.16

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1824
_exptl_absorpt_coefficient_mu    1.627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7367
_exptl_absorpt_correction_T_max  0.8542
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21618
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_sigmaI/netI    0.0662
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.55
_diffrn_reflns_theta_max         26.47
_reflns_number_total             8172
_reflns_number_gt                5801
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0787P)²+9.7215P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8172
_refine_ls_number_parameters     487
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1629
_refine_ls_wR_factor_gt          0.1463
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.070
_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
C1 C 0.6182(4) -0.2690(9) 0.7250(2) 0.0397(17) Uani 1 1 d . . .
C2 C 0.6718(4) -0.3475(9) 0.6920(2) 0.0394(16) Uani 1 1 d . . .
C3 C 0.7476(4) -0.3206(11) 0.7008(3) 0.057(2) Uani 1 1 d . . .
H3A H 0.7643 -0.2495 0.7258 0.068 Uiso 1 1 calc R . .
C4 C 0.7986(4) -0.3992(13) 0.6724(3) 0.066(3) Uani 1 1 d . . .
H4A H 0.8495 -0.3828 0.6791 0.079 Uiso 1 1 calc R . .
C5 C 0.7748(5) -0.5014(11) 0.6343(3) 0.062(3) Uani 1 1 d . . .
C6 C 0.6986(4) -0.5252(11) 0.6245(3) 0.060(2) Uani 1 1 d . . .
H6A H 0.6822 -0.5930 0.5984 0.072 Uiso 1 1 calc R . .
C7 C 0.6469(4) -0.4490(11) 0.6531(3) 0.055(2) Uani 1 1 d . . .
H7A H 0.5960 -0.4655 0.6464 0.065 Uiso 1 1 calc R . .
C8 C 0.8269(5) -0.5910(16) 0.6016(4) 0.085(3) Uani 1 1 d . . .
H8A H 0.8063 -0.6953 0.5949 0.102 Uiso 1 1 calc R . .
H8B H 0.8289 -0.5370 0.5692 0.102 Uiso 1 1 calc R . .
C9 C 0.9644(7) -0.5396(15) 0.6086(6) 0.100(4) Uani 1 1 d . . .
H9A H 0.9646 -0.4653 0.5826 0.120 Uiso 1 1 calc R . .
C10 C 1.0015(4) -0.6936(10) 0.6671(3) 0.088(3) Uani 1 1 d G . .
C11 C 1.0418(4) -0.7872(14) 0.7022(4) 0.114(5) Uani 1 1 d G . .
H11A H 1.0935 -0.7771 0.7062 0.137 Uiso 1 1 calc R . .
C12 C 1.0049(8) -0.8957(13) 0.7315(3) 0.153(7) Uani 1 1 d G . .
H12A H 1.0319 -0.9583 0.7550 0.184 Uiso 1 1 calc R . .
C13 C 0.9277(8) -0.9106(12) 0.7256(3) 0.168(8) Uani 1 1 d G . .
H13A H 0.9031 -0.9832 0.7452 0.201 Uiso 1 1 calc R . .
C14 C 0.8874(4) -0.8171(13) 0.6905(3) 0.134(6) Uani 1 1 d G . .
H14A H 0.8358 -0.8271 0.6866 0.160 Uiso 1 1 calc R . .
C15 C 0.9243(4) -0.7086(10) 0.6613(2) 0.079(3) Uani 1 1 d G . .
C16 C 0.5262(4) 0.3508(10) 1.1550(2) 0.0403(17) Uani 1 1 d . . .
C17 C 0.5496(4) 0.3550(9) 1.1011(2) 0.0409(17) Uani 1 1 d . . .
C18 C 0.5902(6) 0.4815(11) 1.0842(3) 0.069(3) Uani 1 1 d . . .
H18A H 0.6030 0.5635 1.1065 0.083 Uiso 1 1 calc R . .
C19 C 0.6125(6) 0.4889(11) 1.0344(3) 0.071(3) Uani 1 1 d . . .
H19A H 0.6413 0.5731 1.0241 0.085 Uiso 1 1 calc R . .
C20 C 0.5915(4) 0.3700(9) 1.0004(2) 0.0465(19) Uani 1 1 d . . .
C21 C 0.5489(4) 0.2462(9) 1.0168(2) 0.0460(19) Uani 1 1 d . . .
H21A H 0.5334 0.1673 0.9941 0.055 Uiso 1 1 calc R . .
C22 C 0.5291(4) 0.2386(9) 1.0670(2) 0.0435(17) Uani 1 1 d . . .
H22A H 0.5015 0.1530 1.0776 0.052 Uiso 1 1 calc R . .
C23 C 0.6143(5) 0.3858(10) 0.9458(2) 0.052(2) Uani 1 1 d . . .
H23A H 0.5823 0.4632 0.9283 0.062 Uiso 1 1 calc R . .
H23B H 0.6652 0.4247 0.9460 0.062 Uiso 1 1 calc R . .
C24 C 0.5649(4) 0.2100(9) 0.8752(2) 0.0414(17) Uani 1 1 d . . .
H24A H 0.5316 0.2837 0.8609 0.050 Uiso 1 1 calc R . .
C25 C 0.6504(3) 0.1039(5) 0.92676(17) 0.0459(18) Uani 1 1 d G . .
C26 C 0.7046(3) 0.0599(7) 0.96379(17) 0.074(3) Uani 1 1 d G . .
H26A H 0.7193 0.1301 0.9896 0.089 Uiso 1 1 calc R . .
C27 C 0.7370(3) -0.0890(8) 0.9623(2) 0.087(3) Uani 1 1 d G . .
H27A H 0.7733 -0.1184 0.9870 0.105 Uiso 1 1 calc R . .
C28 C 0.7152(3) -0.1940(6) 0.9237(2) 0.078(3) Uani 1 1 d G . .
H28A H 0.7368 -0.2936 0.9227 0.093 Uiso 1 1 calc R . .
C29 C 0.6609(3) -0.1500(6) 0.88667(18) 0.056(2) Uani 1 1 d G . .
H29A H 0.6463 -0.2202 0.8609 0.068 Uiso 1 1 calc R . .
C30 C 0.6285(2) -0.0011(6) 0.88820(15) 0.0423(19) Uani 1 1 d G . .
C31 C 0.6358(4) 0.2988(10) 0.7717(2) 0.0391(17) Uani 1 1 d . . .
C32 C 0.7110(4) 0.3149(10) 0.7990(3) 0.0470(19) Uani 1 1 d . . .
C33 C 0.7544(4) 0.1823(12) 0.8081(4) 0.067(3) Uani 1 1 d . . .
H33A H 0.7369 0.0839 0.7973 0.080 Uiso 1 1 calc R . .
C34 C 0.8236(5) 0.1955(15) 0.8332(5) 0.093(4) Uani 1 1 d . . .
H34A H 0.8533 0.1064 0.8386 0.111 Uiso 1 1 calc R . .
C35 C 0.8492(5) 0.3437(15) 0.8505(4) 0.083(3) Uani 1 1 d . . .
C36 C 0.8051(5) 0.4748(13) 0.8427(4) 0.071(3) Uani 1 1 d . . .
H36A H 0.8214 0.5729 0.8547 0.085 Uiso 1 1 calc R . .
C37 C 0.7359(4) 0.4598(11) 0.8169(3) 0.055(2) Uani 1 1 d . . .
H37A H 0.7059 0.5485 0.8115 0.065 Uiso 1 1 calc R . .
C38 C 0.9267(5) 0.3540(17) 0.8769(4) 0.104(4) Uani 1 1 d D . .
H38A H 0.9590 0.2727 0.8643 0.125 Uiso 1 1 calc R . .
H38B H 0.9489 0.4563 0.8710 0.125 Uiso 1 1 calc R . .
C41 C 0.8873(5) 0.3919(9) 1.0071(4) 0.140(4) Uani 1 1 d GDU . .
C42 C 0.8770(6) 0.4882(13) 1.0488(3) 0.137(5) Uani 1 1 d GDU . .
H42A H 0.8617 0.4444 1.0789 0.164 Uiso 1 1 calc R . .
C43 C 0.8894(5) 0.6497(12) 1.0456(3) 0.113(4) Uani 1 1 d GDU . .
H43A H 0.8825 0.7141 1.0735 0.135 Uiso 1 1 calc R . .
C44 C 0.9122(5) 0.7151(9) 1.0006(4) 0.147(7) Uani 1 1 d GD . .
H44A H 0.9205 0.8232 0.9984 0.176 Uiso 1 1 calc R . .
C45 C 0.9226(5) 0.6189(13) 0.9588(3) 0.155(7) Uani 1 1 d GD . .
H45A H 0.9378 0.6626 0.9287 0.186 Uiso 1 1 calc R . .
C46 C 0.9101(4) 0.4573(12) 0.9621(3) 0.103(4) Uani 1 1 d GDU . .
N1 N 0.9016(4) -0.6077(11) 0.6233(3) 0.070(2) Uani 1 1 d . . .
N2 N 1.0252(5) -0.5862(15) 0.6337(5) 0.107(3) Uani 1 1 d . . .
N3 N 0.6095(3) 0.2372(7) 0.91770(18) 0.0411(14) Uani 1 1 d . . .
N4 N 0.5743(3) 0.0675(8) 0.85654(19) 0.0414(15) Uani 1 1 d . . .
O1 O 0.6410(3) -0.1743(6) 0.75826(17) 0.0443(12) Uani 1 1 d . . .
O2 O 0.5472(2) -0.2964(6) 0.71762(15) 0.0367(11) Uani 1 1 d . . .
O3 O 0.5274(3) 0.4785(6) 1.17870(16) 0.0465(13) Uani 1 1 d . . .
O4 O 0.5056(3) 0.2198(6) 1.17199(16) 0.0455(13) Uani 1 1 d . . .
O5 O 0.6162(3) 0.1642(7) 0.75717(18) 0.0500(13) Uani 1 1 d . . .
O6 O 0.5971(3) 0.4201(7) 0.76612(17) 0.0451(12) Uani 1 1 d . . .
Eu2 Eu 0.524843(17) -0.03081(4) 0.767276(10) 0.03240(13) Uani 1 1 d . . .
C40 C 0.9022(7) 0.1969(16) 0.9541(4) 0.125(5) Uani 1 1 d D . .
H40A H 0.9026 0.0980 0.9387 0.150 Uiso 1 1 calc R . .
N5 N 0.9169(5) 0.3322(14) 0.9285(4) 0.121(4) Uani 1 1 d D . .
N6 N 0.8873(7) 0.2164(15) 1.0026(4) 0.147(5) Uani 1 1 d DU . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.240(8) . ?
C1 O2 1.299(8) . ?
C1 C2 1.488(9) . ?
C1 Eu2 2.884(7) . ?
C2 C3 1.385(9) . ?
C2 C7 1.392(10) . ?
C3 C4 1.384(11) . ?
C3 H3A 0.9300 . ?
C4 C5 1.374(11) . ?
C4 H4A 0.9300 . ?
C5 C6 1.391(11) . ?
C5 C8 1.511(11) . ?
C6 C7 1.386(11) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 N1 1.434(11) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N2 1.304(16) . ?
C9 N1 1.341(13) . ?
C9 H9A 0.9300 . ?
C10 N2 1.352(13) . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 H11A 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13A 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14A 0.9300 . ?
C15 N1 1.360(10) . ?
C16 O3 1.249(8) . ?
C16 O4 1.260(9) . ?
C16 C17 1.503(8) . ?
C17 C22 1.370(9) . ?
C17 C18 1.383(11) . ?
C18 C19 1.392(10) . ?
C18 H18A 0.9300 . ?
C19 C20 1.386(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.380(10) . ?
C20 C23 1.523(8) . ?
C21 C22 1.390(8) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 N3 1.460(9) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 N4 1.317(9) . ?
C24 N3 1.358(8) . ?
C24 H24A 0.9300 . ?
C25 N3 1.361(7) . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 H26A 0.9300 . ?
C27 C28 1.3900 . ?
C27 H27A 0.9300 . ?
C28 C29 1.3900 . ?
C28 H28A 0.9300 . ?
C29 C30 1.3900 . ?
C29 H29A 0.9300 . ?
C30 N4 1.375(7) . ?
C31 O6 1.245(9) . ?
C31 O5 1.247(9) . ?
C31 C32 1.499(9) . ?
C32 C37 1.379(11) . ?
C32 C33 1.380(11) . ?
C33 C34 1.378(12) . ?
C33 H33A 0.9300 . ?
C34 C35 1.404(16) . ?
C34 H34A 0.9300 . ?
C35 C36 1.372(14) . ?
C35 C38 1.523(12) . ?
C36 C37 1.389(11) . ?
C36 H36A 0.9300 . ?
C37 H37A 0.9300 . ?
C38 N5 1.393(11) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C41 N6 1.491(13) . ?
C42 C43 1.3900 . ?
C42 H42A 0.9300 . ?
C43 C44 1.3900 . ?
C43 H43A 0.9300 . ?
C44 C45 1.3900 . ?
C44 H44A 0.9300 . ?
C45 C46 1.3900 . ?
C45 H45A 0.9300 . ?
C46 N5 1.389(11) . ?
N4 Eu2 2.604(5) . ?
O1 Eu2 2.434(5) . ?
O2 Eu2 2.413(5) 2_646 ?
O2 Eu2 2.644(5) . ?
O3 Eu2 2.378(4) 4_566 ?
O4 Eu2 2.349(5) 3_657 ?
O5 Eu2 2.351(5) . ?
O6 Eu2 2.348(4) 2_656 ?
Eu2 O4 2.348(5) 3_657 ?
Eu2 O6 2.348(4) 2_646 ?
Eu2 O3 2.378(4) 4_565 ?
Eu2 O2 2.413(5) 2_656 ?
Eu2 Eu2 4.4120(9) 2_646 ?
Eu2 Eu2 4.4120(9) 2_656 ?
C40 N6 1.331(11) . ?
C40 N5 1.362(10) . ?
C40 H40A 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
O1 C1 O2 120.2(6) . . ?
O1 C1 C2 120.3(6) . . ?
O2 C1 C2 119.5(6) . . ?
O1 C1 Eu2 56.6(4) . . ?
O2 C1 Eu2 66.2(4) . . ?
C2 C1 Eu2 160.9(5) . . ?
C3 C2 C7 119.9(7) . . ?
C3 C2 C1 119.2(6) . . ?
C7 C2 C1 121.0(6) . . ?
C4 C3 C2 120.1(7) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C5 C4 C3 120.6(7) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 C6 119.3(7) . . ?
C4 C5 C8 123.8(8) . . ?
C6 C5 C8 116.9(8) . . ?
C7 C6 C5 120.7(7) . . ?
C7 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C6 C7 C2 119.3(7) . . ?
C6 C7 H7A 120.3 . . ?
C2 C7 H7A 120.3 . . ?
N1 C8 C5 114.4(7) . . ?
N1 C8 H8A 108.6 . . ?
C5 C8 H8A 108.6 . . ?
N1 C8 H8B 108.6 . . ?
C5 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
N2 C9 N1 114.5(13) . . ?
N2 C9 H9A 122.7 . . ?
N1 C9 H9A 122.7 . . ?
N2 C10 C11 130.4(8) . . ?
N2 C10 C15 109.6(8) . . ?
C11 C10 C15 120.0 . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12A 120.0 . . ?
C13 C12 H12A 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
N1 C15 C14 133.6(7) . . ?
N1 C15 C10 106.3(7) . . ?
C14 C15 C10 120.0 . . ?
O3 C16 O4 125.6(6) . . ?
O3 C16 C17 117.0(7) . . ?
O4 C16 C17 117.4(7) . . ?
C22 C17 C18 118.3(6) . . ?
C22 C17 C16 121.6(7) . . ?
C18 C17 C16 120.1(6) . . ?
C17 C18 C19 121.4(7) . . ?
C17 C18 H18A 119.3 . . ?
C19 C18 H18A 119.3 . . ?
C20 C19 C18 119.7(7) . . ?
C20 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
C21 C20 C19 119.0(6) . . ?
C21 C20 C23 122.9(6) . . ?
C19 C20 C23 118.0(7) . . ?
C20 C21 C22 120.5(7) . . ?
C20 C21 H21A 119.8 . . ?
C22 C21 H21A 119.8 . . ?
C17 C22 C21 121.1(7) . . ?
C17 C22 H22A 119.4 . . ?
C21 C22 H22A 119.4 . . ?
N3 C23 C20 113.1(6) . . ?
N3 C23 H23A 109.0 . . ?
C20 C23 H23A 109.0 . . ?
N3 C23 H23B 109.0 . . ?
C20 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
N4 C24 N3 112.5(7) . . ?
N4 C24 H24A 123.8 . . ?
N3 C24 H24A 123.8 . . ?
N3 C25 C26 134.0(4) . . ?
N3 C25 C30 106.0(4) . . ?
C26 C25 C30 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H27A 120.0 . . ?
C28 C27 H27A 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28A 120.0 . . ?
C27 C28 H28A 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29A 120.0 . . ?
C30 C29 H29A 120.0 . . ?
N4 C30 C29 130.4(4) . . ?
N4 C30 C25 109.6(4) . . ?
C29 C30 C25 120.0 . . ?
O6 C31 O5 124.9(7) . . ?
O6 C31 C32 117.6(7) . . ?
O5 C31 C32 117.5(7) . . ?
C37 C32 C33 119.7(7) . . ?
C37 C32 C31 120.7(7) . . ?
C33 C32 C31 119.6(8) . . ?
C34 C33 C32 120.2(10) . . ?
C34 C33 H33A 119.9 . . ?
C32 C33 H33A 119.9 . . ?
C33 C34 C35 119.8(10) . . ?
C33 C34 H34A 120.1 . . ?
C35 C34 H34A 120.1 . . ?
C36 C35 C34 120.0(8) . . ?
C36 C35 C38 121.7(11) . . ?
C34 C35 C38 118.2(10) . . ?
C35 C36 C37 119.4(10) . . ?
C35 C36 H36A 120.3 . . ?
C37 C36 H36A 120.3 . . ?
C32 C37 C36 120.9(8) . . ?
C32 C37 H37A 119.6 . . ?
C36 C37 H37A 119.6 . . ?
N5 C38 C35 106.2(8) . . ?
N5 C38 H38A 110.5 . . ?
C35 C38 H38A 110.5 . . ?
N5 C38 H38B 110.5 . . ?
C35 C38 H38B 110.5 . . ?
H38A C38 H38B 108.7 . . ?
C42 C41 C46 120.0 . . ?
C42 C41 N6 130.4(8) . . ?
C46 C41 N6 109.2(8) . . ?
C43 C42 C41 120.0 . . ?
C43 C42 H42A 120.0 . . ?
C41 C42 H42A 120.0 . . ?
C42 C43 C44 120.0 . . ?
C42 C43 H43A 120.0 . . ?
C44 C43 H43A 120.0 . . ?
C45 C44 C43 120.0 . . ?
C45 C44 H44A 120.0 . . ?
C43 C44 H44A 120.0 . . ?
C44 C45 C46 120.0 . . ?
C44 C45 H45A 120.0 . . ?
C46 C45 H45A 120.0 . . ?
N5 C46 C45 133.8(8) . . ?
N5 C46 C41 106.2(8) . . ?
C45 C46 C41 120.0 . . ?
C9 N1 C15 105.1(9) . . ?
C9 N1 C8 128.5(11) . . ?
C15 N1 C8 126.2(9) . . ?
C9 N2 C10 104.5(10) . . ?
C24 N3 C25 106.9(6) . . ?
C24 N3 C23 125.4(7) . . ?
C25 N3 C23 127.6(5) . . ?
C24 N4 C30 105.1(5) . . ?
C24 N4 Eu2 125.9(4) . . ?
C30 N4 Eu2 127.4(4) . . ?
C1 O1 Eu2 98.2(4) . . ?
C1 O2 Eu2 130.6(4) . 2_646 ?
C1 O2 Eu2 87.0(4) . . ?
Eu2 O2 Eu2 121.43(16) 2_646 . ?
C16 O3 Eu2 130.7(4) . 4_566 ?
C16 O4 Eu2 157.9(4) . 3_657 ?
C31 O5 Eu2 142.6(5) . . ?
C31 O6 Eu2 133.8(5) . 2_656 ?
O4 Eu2 O6 83.60(17) 3_657 2_646 ?
O4 Eu2 O5 138.17(17) 3_657 . ?
O6 Eu2 O5 136.20(19) 2_646 . ?
O4 Eu2 O3 144.42(18) 3_657 4_565 ?
O6 Eu2 O3 74.53(18) 2_646 4_565 ?
O5 Eu2 O3 72.95(18) . 4_565 ?
O4 Eu2 O2 107.58(17) 3_657 2_656 ?
O6 Eu2 O2 73.25(17) 2_646 2_656 ?
O5 Eu2 O2 79.82(18) . 2_656 ?
O3 Eu2 O2 92.75(16) 4_565 2_656 ?
O4 Eu2 O1 87.60(18) 3_657 . ?
O6 Eu2 O1 131.22(17) 2_646 . ?
O5 Eu2 O1 74.6(2) . . ?
O3 Eu2 O1 86.24(17) 4_565 . ?
O2 Eu2 O1 153.55(17) 2_656 . ?
O4 Eu2 N4 71.51(18) 3_657 . ?
O6 Eu2 N4 131.20(17) 2_646 . ?
O5 Eu2 N4 70.91(18) . . ?
O3 Eu2 N4 143.38(19) 4_565 . ?
O2 Eu2 N4 75.33(17) 2_656 . ?
O1 Eu2 N4 89.84(17) . . ?
O4 Eu2 O2 78.72(15) 3_657 . ?
O6 Eu2 O2 80.05(16) 2_646 . ?
O5 Eu2 O2 114.59(16) . . ?
O3 Eu2 O2 70.20(15) 4_565 . ?
O2 Eu2 O2 151.46(3) 2_656 . ?
O1 Eu2 O2 51.18(15) . . ?
N4 Eu2 O2 131.74(16) . . ?
O4 Eu2 C1 87.00(19) 3_657 . ?
O6 Eu2 C1 106.26(19) 2_646 . ?
O5 Eu2 C1 91.4(2) . . ?
O3 Eu2 C1 73.06(18) 4_565 . ?
O2 Eu2 C1 165.10(17) 2_656 . ?
O1 Eu2 C1 25.18(16) . . ?
N4 Eu2 C1 113.33(19) . . ?
O2 Eu2 C1 26.74(16) . . ?
O4 Eu2 Eu2 55.57(12) 3_657 2_646 ?
O6 Eu2 Eu2 65.14(14) 2_646 2_646 ?
O5 Eu2 Eu2 141.70(13) . 2_646 ?
O3 Eu2 Eu2 89.48(13) 4_565 2_646 ?
O2 Eu2 Eu2 136.04(11) 2_656 2_646 ?
O1 Eu2 Eu2 70.41(12) . 2_646 ?
N4 Eu2 Eu2 123.24(14) . 2_646 ?
O2 Eu2 Eu2 27.82(9) . 2_646 ?
C1 Eu2 Eu2 50.50(15) . 2_646 ?
O4 Eu2 Eu2 137.98(13) 3_657 2_656 ?
O6 Eu2 Eu2 85.37(14) 2_646 2_656 ?
O5 Eu2 Eu2 55.70(13) . 2_656 ?
O3 Eu2 Eu2 68.49(13) 4_565 2_656 ?
O2 Eu2 Eu2 30.75(10) 2_656 2_656 ?
O1 Eu2 Eu2 128.56(13) . 2_656 ?
N4 Eu2 Eu2 86.23(14) . 2_656 ?
O2 Eu2 Eu2 138.49(9) . 2_656 ?
C1 Eu2 Eu2 134.97(14) . 2_656 ?
Eu2 Eu2 Eu2 147.403(17) 2_646 2_656 ?
N6 C40 N5 115.1(12) . . ?
N6 C40 H40A 122.4 . . ?
N5 C40 H40A 122.4 . . ?
C40 N5 C46 107.5(10) . . ?
C40 N5 C38 129.2(11) . . ?
C46 N5 C38 122.7(11) . . ?
C40 N6 C41 101.6(10) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.47
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.867
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.137
