# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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/access/V1 
# 
# 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_110330a_0m
_database_code_depnum_ccdc_archive 'CCDC 1420293'
_audit_update_record             
;
2015-08-24 deposited with the CCDC.
2015-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 Eu N6 O10'
_chemical_formula_weight         821.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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)/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                   13.329(1)
_cell_length_b                   10.348(1)
_cell_length_c                   23.849(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.199(2)
_cell_angle_gamma                90.00
_cell_volume                     3287.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2543
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      20.71

_exptl_crystal_description       columnar
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    1.976
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8269
_exptl_absorpt_correction_T_max  0.9251
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_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            19708
_diffrn_reflns_av_R_equivalents  0.0656
_diffrn_reflns_av_sigmaI/netI    0.0891
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.65
_reflns_number_total             7537
_reflns_number_gt                4551
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0502P)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         7537
_refine_ls_number_parameters     474
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0982
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.967
_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 0.8293(5) 1.2203(5) 0.6759(3) 0.0449(15) Uani 1 1 d . . .
C2 C 0.8782(5) 1.2565(6) 0.6217(3) 0.0509(16) Uani 1 1 d . . .
C3 C 0.9334(6) 1.3685(7) 0.6192(4) 0.085(3) Uani 1 1 d . . .
H3 H 0.9406 1.4253 0.6493 0.102 Uiso 1 1 calc R . .
C4 C 0.9779(9) 1.3905(9) 0.5680(5) 0.122(4) Uani 1 1 d . . .
H4 H 1.0175 1.4639 0.5648 0.146 Uiso 1 1 calc R . .
C5 C 0.9131(6) 1.2092(7) 0.5306(3) 0.0641(19) Uani 1 1 d . . .
C6 C 0.9023(5) 1.1219(8) 0.4810(3) 0.065(2) Uani 1 1 d . . .
C7 C 0.9533(6) 1.1517(10) 0.4326(3) 0.087(3) Uani 1 1 d . . .
H7 H 0.9911 1.2270 0.4311 0.104 Uiso 1 1 calc R . .
C8 C 0.9476(8) 1.0703(12) 0.3873(4) 0.101(4) Uani 1 1 d . . .
H8 H 0.9829 1.0897 0.3555 0.121 Uiso 1 1 calc R . .
C9 C 0.8916(7) 0.9627(14) 0.3885(4) 0.113(4) Uani 1 1 d . . .
H9 H 0.8876 0.9086 0.3573 0.135 Uiso 1 1 calc R . .
C10 C 0.8388(7) 0.9311(10) 0.4365(4) 0.103(3) Uani 1 1 d . . .
H10 H 0.8011 0.8556 0.4379 0.124 Uiso 1 1 calc R . .
C11 C 0.8441(6) 1.0145(10) 0.4815(3) 0.090(3) Uani 1 1 d . . .
H11 H 0.8070 0.9969 0.5128 0.108 Uiso 1 1 calc R . .
C12 C 0.5787(5) 0.7765(6) 0.6449(2) 0.0441(15) Uani 1 1 d . . .
C13 C 0.5025(4) 0.7041(5) 0.6088(2) 0.0405(14) Uani 1 1 d . . .
C14 C 0.4212(5) 0.7633(6) 0.5842(3) 0.0502(16) Uani 1 1 d . . .
H14 H 0.4086 0.8507 0.5897 0.060 Uiso 1 1 calc R . .
C15 C 0.3590(5) 0.6889(7) 0.5511(3) 0.0577(18) Uani 1 1 d . . .
H15 H 0.3033 0.7278 0.5334 0.069 Uiso 1 1 calc R . .
C16 C 0.4543(5) 0.5121(6) 0.5704(3) 0.0440(15) Uani 1 1 d . . .
C17 C 0.4726(5) 0.3719(6) 0.5641(3) 0.0502(17) Uani 1 1 d . . .
C18 C 0.5576(6) 0.3157(6) 0.5890(3) 0.065(2) Uani 1 1 d . . .
H18 H 0.6036 0.3667 0.6093 0.078 Uiso 1 1 calc R . .
C19 C 0.5744(7) 0.1857(7) 0.5840(3) 0.080(3) Uani 1 1 d . . .
H19 H 0.6324 0.1488 0.6000 0.096 Uiso 1 1 calc R . .
C20 C 0.5046(8) 0.1096(7) 0.5550(3) 0.082(3) Uani 1 1 d . . .
H20 H 0.5148 0.0210 0.5524 0.098 Uiso 1 1 calc R . .
C21 C 0.4215(6) 0.1635(7) 0.5304(4) 0.074(2) Uani 1 1 d . . .
H21 H 0.3755 0.1120 0.5104 0.089 Uiso 1 1 calc R . .
C22 C 0.4049(5) 0.2933(7) 0.5348(3) 0.0613(19) Uani 1 1 d . . .
H22 H 0.3474 0.3293 0.5179 0.074 Uiso 1 1 calc R . .
C23 C 0.9057(4) 0.6841(5) 0.7435(2) 0.0385(13) Uani 1 1 d . . .
C24 C 1.0057(4) 0.7212(6) 0.7715(2) 0.0424(14) Uani 1 1 d . . .
C25 C 1.0666(5) 0.6303(7) 0.7966(3) 0.0563(18) Uani 1 1 d . . .
H25 H 1.0504 0.5428 0.7960 0.068 Uiso 1 1 calc R . .
C26 C 1.1533(6) 0.6758(8) 0.8229(3) 0.069(2) Uani 1 1 d . . .
H26 H 1.1953 0.6167 0.8415 0.083 Uiso 1 1 calc R . .
C27 C 1.1172(5) 0.8804(7) 0.7971(3) 0.0510(16) Uani 1 1 d . . .
C28 C 1.1471(5) 1.0194(7) 0.7951(3) 0.0586(19) Uani 1 1 d . . .
C29 C 1.2356(6) 1.0566(9) 0.8235(4) 0.088(3) Uani 1 1 d . . .
H29 H 1.2749 0.9964 0.8433 0.106 Uiso 1 1 calc R . .
C30 C 1.2644(8) 1.1882(11) 0.8217(5) 0.105(4) Uani 1 1 d . . .
H30 H 1.3232 1.2151 0.8405 0.126 Uiso 1 1 calc R . .
C31 C 1.2066(9) 1.2752(11) 0.7927(5) 0.120(5) Uani 1 1 d . . .
H31 H 1.2260 1.3615 0.7922 0.144 Uiso 1 1 calc R . .
C32 C 1.1199(8) 1.2380(8) 0.7642(3) 0.091(3) Uani 1 1 d . . .
H32 H 1.0808 1.2981 0.7443 0.110 Uiso 1 1 calc R . .
C33 C 1.0915(6) 1.1078(7) 0.7657(3) 0.074(2) Uani 1 1 d . . .
H33 H 1.0334 1.0814 0.7461 0.088 Uiso 1 1 calc R . .
Eu1 Eu 0.72380(2) 0.91681(3) 0.711226(12) 0.03828(11) Uani 1 1 d . . .
N1 N 0.8683(4) 1.1752(5) 0.5782(2) 0.0476(13) Uani 1 1 d . . .
N2 N 0.9676(6) 1.3152(9) 0.5243(3) 0.108(3) Uani 1 1 d . . .
N3 N 0.5211(4) 0.5800(4) 0.6020(2) 0.0429(11) Uani 1 1 d . . .
N4 N 0.3738(4) 0.5630(5) 0.5427(2) 0.0608(15) Uani 1 1 d . . .
N5 N 1.0302(4) 0.8470(5) 0.7720(2) 0.0437(12) Uani 1 1 d . . .
N6 N 1.1805(4) 0.7986(7) 0.8233(2) 0.0679(17) Uani 1 1 d . . .
O1 O 0.7801(4) 1.1192(4) 0.67658(19) 0.0648(14) Uani 1 1 d . . .
O2 O 0.8416(3) 1.2965(4) 0.71538(19) 0.0563(12) Uani 1 1 d . . .
O3 O 0.5649(3) 0.8940(4) 0.65428(19) 0.0550(12) Uani 1 1 d . . .
O4 O 0.6544(3) 0.7181(4) 0.66404(18) 0.0535(11) Uani 1 1 d . . .
O5 O 0.8566(3) 0.7714(4) 0.71862(18) 0.0485(10) Uani 1 1 d . . .
O6 O 0.8803(3) 0.5680(4) 0.74626(19) 0.0522(11) Uani 1 1 d . . .
O7 O 0.8392(3) 0.9847(4) 0.7848(2) 0.0591(12) Uani 1 1 d D . .
O8 O 0.7840(4) 0.9096(4) 0.6165(2) 0.0695(14) Uani 1 1 d D . .
O9 O 0.2632(9) 0.4838(13) 0.4375(5) 0.236(5) Uani 1 1 d U . .
O10 O 0.1877(14) 0.3416(17) 0.4090(9) 0.147(9) Uani 0.49(2) 1 d PU . .
O10' O 0.1645(10) 0.2824(13) 0.4574(7) 0.117(8) Uani 0.51(2) 1 d P . .
H8C H 0.817(4) 0.985(3) 0.609(3) 0.094(13) Uiso 1 1 d D . .
H7C H 0.844(5) 1.067(4) 0.803(3) 0.094(13) Uiso 1 1 d D . .
H8D H 0.818(4) 0.838(4) 0.603(3) 0.094(13) Uiso 1 1 d D . .
H7D H 0.903(3) 0.966(6) 0.772(3) 0.094(13) Uiso 1 1 d 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
C1 O2 1.235(7) . ?
C1 O1 1.235(7) . ?
C1 C2 1.516(8) . ?
C2 N1 1.340(8) . ?
C2 C3 1.375(9) . ?
C3 C4 1.398(12) . ?
C3 H3 0.9300 . ?
C4 N2 1.304(12) . ?
C4 H4 0.9300 . ?
C5 N2 1.327(10) . ?
C5 N1 1.349(8) . ?
C5 C6 1.490(10) . ?
C6 C11 1.355(11) . ?
C6 C7 1.397(10) . ?
C7 C8 1.370(12) . ?
C7 H7 0.9300 . ?
C8 C9 1.342(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.406(13) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(11) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 O4 1.247(7) . ?
C12 O3 1.251(6) . ?
C12 C13 1.506(8) . ?
C12 Eu1 2.849(6) . ?
C13 N3 1.319(7) . ?
C13 C14 1.359(8) . ?
C14 C15 1.361(8) . ?
C14 H14 0.9300 . ?
C15 N4 1.334(8) . ?
C15 H15 0.9300 . ?
C16 N3 1.343(7) . ?
C16 N4 1.345(8) . ?
C16 C17 1.480(8) . ?
C17 C22 1.386(8) . ?
C17 C18 1.386(9) . ?
C18 C19 1.370(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.354(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.365(9) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O6 1.251(6) . ?
C23 O5 1.252(6) . ?
C23 C24 1.517(8) . ?
C24 N5 1.343(7) . ?
C24 C25 1.366(8) . ?
C25 C26 1.377(9) . ?
C25 H25 0.9300 . ?
C26 N6 1.321(9) . ?
C26 H26 0.9300 . ?
C27 N5 1.330(7) . ?
C27 N6 1.333(8) . ?
C27 C28 1.493(9) . ?
C28 C33 1.355(10) . ?
C28 C29 1.393(10) . ?
C29 C30 1.416(13) . ?
C29 H29 0.9300 . ?
C30 C31 1.357(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.374(13) . ?
C31 H31 0.9300 . ?
C32 C33 1.401(10) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
Eu1 O5 2.325(4) . ?
Eu1 O2 2.343(4) 2_646 ?
Eu1 O6 2.347(4) 2_656 ?
Eu1 O1 2.383(4) . ?
Eu1 O7 2.394(4) . ?
Eu1 O8 2.427(5) . ?
Eu1 O3 2.482(4) . ?
Eu1 O4 2.505(4) . ?
Eu1 H7D 2.80(6) . ?
O2 Eu1 2.343(4) 2_656 ?
O6 Eu1 2.347(4) 2_646 ?
O7 H7C 0.95(2) . ?
O7 H7D 0.94(2) . ?
O8 H8C 0.92(2) . ?
O8 H8D 0.935(19) . ?
O10 O10' 1.354(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 125.8(6) . . ?
O2 C1 C2 116.3(5) . . ?
O1 C1 C2 117.8(6) . . ?
N1 C2 C3 122.2(6) . . ?
N1 C2 C1 118.2(5) . . ?
C3 C2 C1 119.6(6) . . ?
C2 C3 C4 114.9(8) . . ?
C2 C3 H3 122.5 . . ?
C4 C3 H3 122.5 . . ?
N2 C4 C3 124.4(8) . . ?
N2 C4 H4 117.8 . . ?
C3 C4 H4 117.8 . . ?
N2 C5 N1 124.9(7) . . ?
N2 C5 C6 116.6(7) . . ?
N1 C5 C6 118.5(7) . . ?
C11 C6 C7 119.0(8) . . ?
C11 C6 C5 121.9(7) . . ?
C7 C6 C5 119.1(8) . . ?
C8 C7 C6 120.1(10) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 120.5(10) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 120.4(10) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 118.4(10) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C6 C11 C10 121.4(9) . . ?
C6 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
O4 C12 O3 121.8(6) . . ?
O4 C12 C13 119.1(5) . . ?
O3 C12 C13 119.1(6) . . ?
O4 C12 Eu1 61.4(3) . . ?
O3 C12 Eu1 60.4(3) . . ?
C13 C12 Eu1 178.8(4) . . ?
N3 C13 C14 122.5(6) . . ?
N3 C13 C12 115.4(5) . . ?
C14 C13 C12 122.1(5) . . ?
C13 C14 C15 116.9(6) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
N4 C15 C14 123.3(6) . . ?
N4 C15 H15 118.4 . . ?
C14 C15 H15 118.4 . . ?
N3 C16 N4 124.7(5) . . ?
N3 C16 C17 117.4(6) . . ?
N4 C16 C17 117.8(6) . . ?
C22 C17 C18 118.5(6) . . ?
C22 C17 C16 121.3(7) . . ?
C18 C17 C16 120.2(6) . . ?
C19 C18 C17 120.5(7) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 119.5(8) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 120.4(7) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 120.3(8) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.8(7) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 H22 119.6 . . ?
O6 C23 O5 125.5(5) . . ?
O6 C23 C24 117.1(5) . . ?
O5 C23 C24 117.4(5) . . ?
N5 C24 C25 121.6(6) . . ?
N5 C24 C23 117.3(5) . . ?
C25 C24 C23 121.1(5) . . ?
C24 C25 C26 116.0(7) . . ?
C24 C25 H25 122.0 . . ?
C26 C25 H25 122.0 . . ?
N6 C26 C25 123.9(7) . . ?
N6 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
N5 C27 N6 124.8(6) . . ?
N5 C27 C28 117.7(6) . . ?
N6 C27 C28 117.5(7) . . ?
C33 C28 C29 120.1(8) . . ?
C33 C28 C27 121.7(7) . . ?
C29 C28 C27 118.2(8) . . ?
C28 C29 C30 118.5(9) . . ?
C28 C29 H29 120.8 . . ?
C30 C29 H29 120.8 . . ?
C31 C30 C29 120.3(10) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 121.1(10) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C31 C32 C33 118.7(10) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
C28 C33 C32 121.3(9) . . ?
C28 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
O5 Eu1 O2 84.45(15) . 2_646 ?
O5 Eu1 O6 149.28(15) . 2_656 ?
O2 Eu1 O6 77.79(14) 2_646 2_656 ?
O5 Eu1 O1 110.27(16) . . ?
O2 Eu1 O1 148.98(15) 2_646 . ?
O6 Eu1 O1 76.29(15) 2_656 . ?
O5 Eu1 O7 70.65(14) . . ?
O2 Eu1 O7 81.69(16) 2_646 . ?
O6 Eu1 O7 82.03(15) 2_656 . ?
O1 Eu1 O7 78.12(16) . . ?
O5 Eu1 O8 76.87(16) . . ?
O2 Eu1 O8 145.54(14) 2_646 . ?
O6 Eu1 O8 130.13(15) 2_656 . ?
O1 Eu1 O8 65.46(15) . . ?
O7 Eu1 O8 117.72(18) . . ?
O5 Eu1 O3 127.63(13) . . ?
O2 Eu1 O3 91.38(15) 2_646 . ?
O6 Eu1 O3 78.12(14) 2_656 . ?
O1 Eu1 O3 99.63(15) . . ?
O7 Eu1 O3 159.96(15) . . ?
O8 Eu1 O3 78.07(17) . . ?
O5 Eu1 O4 76.67(13) . . ?
O2 Eu1 O4 75.97(15) 2_646 . ?
O6 Eu1 O4 121.82(15) 2_656 . ?
O1 Eu1 O4 132.98(15) . . ?
O7 Eu1 O4 141.84(14) . . ?
O8 Eu1 O4 71.71(15) . . ?
O3 Eu1 O4 51.92(12) . . ?
O5 Eu1 C12 102.16(16) . . ?
O2 Eu1 C12 83.09(16) 2_646 . ?
O6 Eu1 C12 100.36(16) 2_656 . ?
O1 Eu1 C12 118.14(17) . . ?
O7 Eu1 C12 163.72(17) . . ?
O8 Eu1 C12 73.09(17) . . ?
O3 Eu1 C12 25.99(14) . . ?
O4 Eu1 C12 25.93(14) . . ?
O5 Eu1 H7D 56.3(10) . . ?
O2 Eu1 H7D 92.4(14) 2_646 . ?
O6 Eu1 H7D 99.3(8) 2_656 . ?
O1 Eu1 H7D 75.4(15) . . ?
O7 Eu1 H7D 18.7(8) . . ?
O8 Eu1 H7D 100.6(11) . . ?
O3 Eu1 H7D 174.8(14) . . ?
O4 Eu1 H7D 132.6(11) . . ?
C12 Eu1 H7D 158.4(11) . . ?
C2 N1 C5 117.1(6) . . ?
C4 N2 C5 116.5(7) . . ?
C13 N3 C16 117.0(5) . . ?
C15 N4 C16 115.4(5) . . ?
C27 N5 C24 117.7(5) . . ?
C26 N6 C27 116.1(6) . . ?
C1 O1 Eu1 157.4(5) . . ?
C1 O2 Eu1 150.1(4) . 2_656 ?
C12 O3 Eu1 93.6(4) . . ?
C12 O4 Eu1 92.6(3) . . ?
C23 O5 Eu1 152.4(4) . . ?
C23 O6 Eu1 146.0(4) . 2_646 ?
Eu1 O7 H7C 128(4) . . ?
Eu1 O7 H7D 106(4) . . ?
H7C O7 H7D 106(3) . . ?
Eu1 O8 H8C 109(4) . . ?
Eu1 O8 H8D 122(4) . . ?
H8C O8 H8D 112(3) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.65
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.887
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.114
####################################################################### 
# 
# 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/access/V1 
# 
# 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_110715c_0m
_database_code_depnum_ccdc_archive 'CCDC 1420294'
_audit_update_record             
;
2015-08-24 deposited with the CCDC.
2015-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 N6 O10 Tb'
_chemical_formula_weight         828.54

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'
Tb Tb -0.1723 4.1537 '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                   13.376(1)
_cell_length_b                   10.305(1)
_cell_length_c                   23.900(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.146(1)
_cell_angle_gamma                90.00
_cell_volume                     3291.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3407
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      22.94

_exptl_crystal_description       columnar
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1656
_exptl_absorpt_coefficient_mu    2.216
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6911
_exptl_absorpt_correction_T_max  0.8426
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_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            19630
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0694
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         27.66
_reflns_number_total             7489
_reflns_number_gt                4954
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0530P)²+3.1688P] 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         7489
_refine_ls_number_parameters     474
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.009
_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 0.8292(5) 1.2247(5) 0.6771(2) 0.0450(15) Uani 1 1 d . . .
C2 C 0.8797(5) 1.2583(7) 0.6230(3) 0.0564(17) Uani 1 1 d . . .
C3 C 0.9360(7) 1.3676(8) 0.6202(4) 0.082(2) Uani 1 1 d . . .
H3 H 0.9442 1.4240 0.6504 0.099 Uiso 1 1 calc R . .
C4 C 0.9803(10) 1.3898(12) 0.5700(5) 0.135(5) Uani 1 1 d . . .
H4 H 1.0193 1.4639 0.5668 0.162 Uiso 1 1 calc R . .
C5 C 0.9148(6) 1.2088(9) 0.5324(3) 0.073(2) Uani 1 1 d . . .
C6 C 0.9030(6) 1.1227(10) 0.4831(3) 0.074(2) Uani 1 1 d . . .
C7 C 0.9539(7) 1.1516(11) 0.4356(4) 0.098(3) Uani 1 1 d . . .
H7 H 0.9938 1.2253 0.4343 0.118 Uiso 1 1 calc R . .
C8 C 0.9447(9) 1.0676(14) 0.3891(4) 0.117(5) Uani 1 1 d . . .
H8 H 0.9784 1.0868 0.3568 0.140 Uiso 1 1 calc R . .
C9 C 0.8876(8) 0.9597(16) 0.3909(4) 0.123(5) Uani 1 1 d . . .
H9 H 0.8827 0.9047 0.3601 0.148 Uiso 1 1 calc R . .
C10 C 0.8368(8) 0.9310(11) 0.4382(4) 0.114(4) Uani 1 1 d . . .
H10 H 0.7989 0.8555 0.4398 0.137 Uiso 1 1 calc R . .
C11 C 0.8423(7) 1.0158(12) 0.4841(4) 0.098(3) Uani 1 1 d . . .
H11 H 0.8047 0.9993 0.5153 0.117 Uiso 1 1 calc R . .
C12 C 0.5812(5) 0.7833(6) 0.6457(2) 0.0455(15) Uani 1 1 d . . .
C13 C 0.5053(4) 0.7098(5) 0.6097(2) 0.0396(13) Uani 1 1 d . . .
C14 C 0.4227(5) 0.7698(6) 0.5860(3) 0.0490(15) Uani 1 1 d . . .
H14 H 0.4097 0.8574 0.5918 0.059 Uiso 1 1 calc R . .
C15 C 0.3604(5) 0.6939(7) 0.5533(3) 0.0584(18) Uani 1 1 d . . .
H15 H 0.3046 0.7323 0.5358 0.070 Uiso 1 1 calc R . .
C16 C 0.4565(5) 0.5166(6) 0.5719(2) 0.0424(14) Uani 1 1 d . . .
C17 C 0.4752(5) 0.3769(6) 0.5651(2) 0.0479(15) Uani 1 1 d . . .
C18 C 0.5585(6) 0.3199(7) 0.5901(3) 0.0620(19) Uani 1 1 d . . .
H18 H 0.6031 0.3710 0.6112 0.074 Uiso 1 1 calc R . .
C19 C 0.5779(7) 0.1885(7) 0.5847(3) 0.076(2) Uani 1 1 d . . .
H19 H 0.6360 0.1519 0.6005 0.091 Uiso 1 1 calc R . .
C20 C 0.5090(7) 0.1137(7) 0.5554(3) 0.073(2) Uani 1 1 d . . .
H20 H 0.5200 0.0249 0.5525 0.088 Uiso 1 1 calc R . .
C21 C 0.4246(7) 0.1661(7) 0.5306(3) 0.075(2) Uani 1 1 d . . .
H21 H 0.3790 0.1139 0.5107 0.090 Uiso 1 1 calc R . .
C22 C 0.4084(6) 0.2975(6) 0.5354(3) 0.0602(18) Uani 1 1 d . . .
H22 H 0.3514 0.3339 0.5183 0.072 Uiso 1 1 calc R . .
C23 C 0.9045(4) 0.6884(5) 0.7444(2) 0.0398(13) Uani 1 1 d . . .
C24 C 1.0042(4) 0.7263(6) 0.7719(2) 0.0409(13) Uani 1 1 d . . .
C25 C 1.0652(5) 0.6347(7) 0.7969(3) 0.0551(17) Uani 1 1 d . . .
H25 H 1.0494 0.5468 0.7964 0.066 Uiso 1 1 calc R . .
C26 C 1.1518(5) 0.6819(9) 0.8230(3) 0.067(2) Uani 1 1 d . . .
H26 H 1.1940 0.6232 0.8416 0.080 Uiso 1 1 calc R . .
C27 C 1.1160(5) 0.8849(7) 0.7964(3) 0.0518(16) Uani 1 1 d . . .
C28 C 1.1457(5) 1.0248(7) 0.7937(3) 0.0578(19) Uani 1 1 d . . .
C29 C 1.2331(6) 1.0652(9) 0.8209(4) 0.088(3) Uani 1 1 d . . .
H29 H 1.2735 1.0071 0.8411 0.105 Uiso 1 1 calc R . .
C30 C 1.2597(7) 1.1992(11) 0.8168(4) 0.099(4) Uani 1 1 d . . .
H30 H 1.3189 1.2282 0.8343 0.119 Uiso 1 1 calc R . .
C31 C 1.1994(9) 1.2862(10) 0.7876(5) 0.104(4) Uani 1 1 d . . .
H31 H 1.2170 1.3733 0.7858 0.124 Uiso 1 1 calc R . .
C32 C 1.1164(7) 1.2438(8) 0.7624(3) 0.085(3) Uani 1 1 d . . .
H32 H 1.0751 1.3020 0.7428 0.102 Uiso 1 1 calc R . .
C33 C 1.0895(6) 1.1144(8) 0.7645(3) 0.071(2) Uani 1 1 d . . .
H33 H 1.0312 1.0874 0.7455 0.085 Uiso 1 1 calc R . .
Tb1 Tb 0.72452(2) 0.92166(2) 0.711620(11) 0.03909(11) Uani 1 1 d . . .
N1 N 0.8693(4) 1.1773(5) 0.5792(2) 0.0534(14) Uani 1 1 d . . .
N2 N 0.9710(7) 1.3135(11) 0.5268(4) 0.122(3) Uani 1 1 d . . .
N3 N 0.5227(4) 0.5845(4) 0.6029(2) 0.0420(11) Uani 1 1 d . . .
N4 N 0.3756(4) 0.5681(5) 0.5455(2) 0.0591(15) Uani 1 1 d . . .
N5 N 1.0285(4) 0.8519(5) 0.7722(2) 0.0429(12) Uani 1 1 d . . .
N6 N 1.1780(4) 0.8050(7) 0.8229(2) 0.0660(17) Uani 1 1 d . . .
O1 O 0.7785(4) 1.1239(4) 0.67759(18) 0.0649(14) Uani 1 1 d . . .
O2 O 0.8408(3) 1.3022(4) 0.71584(19) 0.0578(12) Uani 1 1 d . . .
O3 O 0.5679(3) 0.9015(4) 0.65476(18) 0.0541(11) Uani 1 1 d . . .
O4 O 0.6563(3) 0.7239(4) 0.66544(19) 0.0586(12) Uani 1 1 d . . .
O5 O 0.8547(3) 0.7749(4) 0.72009(17) 0.0489(10) Uani 1 1 d . . .
O6 O 0.8800(3) 0.5715(4) 0.74691(19) 0.0539(11) Uani 1 1 d . . .
O7 O 0.8384(3) 0.9898(4) 0.78398(19) 0.0586(12) Uani 1 1 d D . .
O8 O 0.7858(5) 0.9139(4) 0.61923(19) 0.0684(14) Uani 1 1 d D . .
O9 O 0.2641(9) 0.4857(14) 0.4406(5) 0.229(5) Uani 1 1 d U . .
O10 O 0.1816(13) 0.3372(16) 0.4046(9) 0.124(8) Uani 0.453(19) 1 d PU . .
O10' O 0.1696(9) 0.2740(13) 0.4582(7) 0.120(7) Uani 0.547(19) 1 d P . .
H8C H 0.788(6) 0.996(3) 0.601(3) 0.113(16) Uiso 1 1 d D . .
H7C H 0.843(6) 1.069(4) 0.805(3) 0.113(16) Uiso 1 1 d D . .
H8D H 0.796(6) 0.851(5) 0.591(2) 0.113(16) Uiso 1 1 d D . .
H7D H 0.896(4) 0.942(6) 0.798(3) 0.113(16) Uiso 1 1 d 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
C1 O2 1.229(7) . ?
C1 O1 1.241(7) . ?
C1 C2 1.520(9) . ?
C2 N1 1.341(9) . ?
C2 C3 1.358(10) . ?
C3 C4 1.376(13) . ?
C3 H3 0.9300 . ?
C4 N2 1.300(14) . ?
C4 H4 0.9300 . ?
C5 N2 1.325(11) . ?
C5 N1 1.333(9) . ?
C5 C6 1.480(12) . ?
C6 C11 1.369(13) . ?
C6 C7 1.377(11) . ?
C7 C8 1.410(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.351(15) . ?
C8 H8 0.9300 . ?
C9 C10 1.372(14) . ?
C9 H9 0.9300 . ?
C10 C11 1.402(12) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 O3 1.251(7) . ?
C12 O4 1.254(7) . ?
C12 C13 1.509(8) . ?
C12 Tb1 2.823(6) . ?
C13 N3 1.323(7) . ?
C13 C14 1.371(8) . ?
C14 C15 1.366(8) . ?
C14 H14 0.9300 . ?
C15 N4 1.327(8) . ?
C15 H15 0.9300 . ?
C16 N3 1.332(7) . ?
C16 N4 1.342(8) . ?
C16 C17 1.471(8) . ?
C17 C18 1.377(9) . ?
C17 C22 1.387(9) . ?
C18 C19 1.386(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.377(9) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O5 1.243(6) . ?
C23 O6 1.251(6) . ?
C23 C24 1.515(8) . ?
C24 N5 1.334(7) . ?
C24 C25 1.371(8) . ?
C25 C26 1.383(10) . ?
C25 H25 0.9300 . ?
C26 N6 1.316(9) . ?
C26 H26 0.9300 . ?
C27 N6 1.314(9) . ?
C27 N5 1.331(7) . ?
C27 C28 1.497(10) . ?
C28 C33 1.365(11) . ?
C28 C29 1.380(10) . ?
C29 C30 1.430(12) . ?
C29 H29 0.9300 . ?
C30 C31 1.378(13) . ?
C30 H30 0.9300 . ?
C31 C32 1.318(12) . ?
C31 H31 0.9300 . ?
C32 C33 1.383(10) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
Tb1 O5 2.310(4) . ?
Tb1 O2 2.323(4) 2_646 ?
Tb1 O6 2.329(4) 2_656 ?
Tb1 O1 2.360(4) . ?
Tb1 O7 2.368(4) . ?
Tb1 O8 2.385(5) . ?
Tb1 O3 2.462(4) . ?
Tb1 O4 2.476(4) . ?
O2 Tb1 2.323(4) 2_656 ?
O6 Tb1 2.329(4) 2_646 ?
O7 H7C 0.96(2) . ?
O7 H7D 0.97(2) . ?
O8 H8C 0.96(2) . ?
O8 H8D 0.95(2) . ?
O10 O10' 1.45(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 126.1(6) . . ?
O2 C1 C2 116.5(6) . . ?
O1 C1 C2 117.4(5) . . ?
N1 C2 C3 121.3(7) . . ?
N1 C2 C1 119.0(6) . . ?
C3 C2 C1 119.7(7) . . ?
C2 C3 C4 116.0(9) . . ?
C2 C3 H3 122.0 . . ?
C4 C3 H3 122.0 . . ?
N2 C4 C3 124.1(10) . . ?
N2 C4 H4 118.0 . . ?
C3 C4 H4 118.0 . . ?
N2 C5 N1 124.2(8) . . ?
N2 C5 C6 116.8(8) . . ?
N1 C5 C6 119.0(8) . . ?
C11 C6 C7 120.0(9) . . ?
C11 C6 C5 120.9(7) . . ?
C7 C6 C5 119.0(9) . . ?
C6 C7 C8 119.0(11) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C9 C8 C7 120.8(11) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.1(12) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C11 119.8(12) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C6 C11 C10 120.1(10) . . ?
C6 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
O3 C12 O4 121.8(5) . . ?
O3 C12 C13 119.4(5) . . ?
O4 C12 C13 118.8(5) . . ?
O3 C12 Tb1 60.6(3) . . ?
O4 C12 Tb1 61.2(3) . . ?
C13 C12 Tb1 179.2(4) . . ?
N3 C13 C14 122.1(5) . . ?
N3 C13 C12 116.3(5) . . ?
C14 C13 C12 121.6(5) . . ?
C15 C14 C13 116.3(6) . . ?
C15 C14 H14 121.8 . . ?
C13 C14 H14 121.8 . . ?
N4 C15 C14 123.2(6) . . ?
N4 C15 H15 118.4 . . ?
C14 C15 H15 118.4 . . ?
N3 C16 N4 124.2(5) . . ?
N3 C16 C17 117.6(5) . . ?
N4 C16 C17 118.2(5) . . ?
C18 C17 C22 117.8(6) . . ?
C18 C17 C16 120.5(6) . . ?
C22 C17 C16 121.7(6) . . ?
C17 C18 C19 121.8(7) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 H18 119.1 . . ?
C20 C19 C18 118.1(8) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
C21 C20 C19 121.8(7) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C22 118.8(7) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C17 121.5(7) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
O5 C23 O6 125.2(5) . . ?
O5 C23 C24 117.7(5) . . ?
O6 C23 C24 117.1(5) . . ?
N5 C24 C25 121.7(6) . . ?
N5 C24 C23 117.6(5) . . ?
C25 C24 C23 120.7(5) . . ?
C24 C25 C26 115.4(7) . . ?
C24 C25 H25 122.3 . . ?
C26 C25 H25 122.3 . . ?
N6 C26 C25 123.9(7) . . ?
N6 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
N6 C27 N5 125.3(6) . . ?
N6 C27 C28 117.5(6) . . ?
N5 C27 C28 117.2(6) . . ?
C33 C28 C29 118.5(8) . . ?
C33 C28 C27 122.1(6) . . ?
C29 C28 C27 119.4(8) . . ?
C28 C29 C30 117.9(10) . . ?
C28 C29 H29 121.0 . . ?
C30 C29 H29 121.0 . . ?
C31 C30 C29 121.3(9) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C32 C31 C30 118.9(9) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C33 121.2(10) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 H32 119.4 . . ?
C28 C33 C32 122.1(8) . . ?
C28 C33 H33 118.9 . . ?
C32 C33 H33 118.9 . . ?
O5 Tb1 O2 83.73(15) . 2_646 ?
O5 Tb1 O6 149.25(15) . 2_656 ?
O2 Tb1 O6 77.60(15) 2_646 2_656 ?
O5 Tb1 O1 111.65(17) . . ?
O2 Tb1 O1 148.60(16) 2_646 . ?
O6 Tb1 O1 75.97(16) 2_656 . ?
O5 Tb1 O7 70.62(14) . . ?
O2 Tb1 O7 82.04(17) 2_646 . ?
O6 Tb1 O7 82.66(16) 2_656 . ?
O1 Tb1 O7 78.06(17) . . ?
O5 Tb1 O8 77.01(17) . . ?
O2 Tb1 O8 145.58(15) 2_646 . ?
O6 Tb1 O8 130.44(16) 2_656 . ?
O1 Tb1 O8 65.82(16) . . ?
O7 Tb1 O8 116.90(19) . . ?
O5 Tb1 O3 128.02(14) . . ?
O2 Tb1 O3 91.80(16) 2_646 . ?
O6 Tb1 O3 77.24(15) 2_656 . ?
O1 Tb1 O3 98.58(16) . . ?
O7 Tb1 O3 159.82(15) . . ?
O8 Tb1 O3 78.50(18) . . ?
O5 Tb1 O4 76.35(14) . . ?
O2 Tb1 O4 75.75(16) 2_646 . ?
O6 Tb1 O4 121.23(15) 2_656 . ?
O1 Tb1 O4 133.29(15) . . ?
O7 Tb1 O4 141.82(14) . . ?
O8 Tb1 O4 72.14(17) . . ?
O3 Tb1 O4 52.62(13) . . ?
O5 Tb1 C12 102.25(16) . . ?
O2 Tb1 C12 83.26(17) 2_646 . ?
O6 Tb1 C12 99.59(17) 2_656 . ?
O1 Tb1 C12 117.63(16) . . ?
O7 Tb1 C12 164.28(17) . . ?
O8 Tb1 C12 73.48(19) . . ?
O3 Tb1 C12 26.27(14) . . ?
O4 Tb1 C12 26.35(14) . . ?
C5 N1 C2 117.8(7) . . ?
C4 N2 C5 116.7(9) . . ?
C13 N3 C16 117.8(5) . . ?
C15 N4 C16 116.4(5) . . ?
C27 N5 C24 117.4(5) . . ?
C27 N6 C26 116.2(6) . . ?
C1 O1 Tb1 156.5(4) . . ?
C1 O2 Tb1 150.1(4) . 2_656 ?
C12 O3 Tb1 93.2(4) . . ?
C12 O4 Tb1 92.5(3) . . ?
C23 O5 Tb1 154.0(4) . . ?
C23 O6 Tb1 145.3(4) . 2_646 ?
Tb1 O7 H7C 132(4) . . ?
Tb1 O7 H7D 126(4) . . ?
H7C O7 H7D 103(3) . . ?
Tb1 O8 H8C 115(4) . . ?
Tb1 O8 H8D 138(4) . . ?
H8C O8 H8D 106(3) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        27.66
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.531
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.115
####################################################################### 
# 
# 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/access/V1 
# 
# 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 1420295'
_audit_update_record             
;
2015-08-24 deposited with the CCDC.
2015-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H25 Eu N6 O8'
_chemical_formula_weight         785.55

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                   15.873(1)
_cell_length_b                   22.954(2)
_cell_length_c                   8.926(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.803(1)
_cell_angle_gamma                90.00
_cell_volume                     3144.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6684
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.57

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1568
_exptl_absorpt_coefficient_mu    2.057
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4786
_exptl_absorpt_correction_T_max  0.9222
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_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            19003
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         27.66
_reflns_number_total             7230
_reflns_number_gt                5992
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0342P)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         7230
_refine_ls_number_parameters     446
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0693
_refine_ls_wR_factor_gt          0.0651
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.025
_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 0.3333(2) 0.22203(14) 0.5666(3) 0.0319(7) Uani 1 1 d . . .
C2 C 0.2401(2) 0.19973(12) 0.5113(3) 0.0309(6) Uani 1 1 d . . .
C3 C 0.1792(2) 0.20941(14) 0.5941(4) 0.0405(8) Uani 1 1 d . . .
H3 H 0.1938 0.2282 0.6895 0.049 Uiso 1 1 calc R . .
C4 C 0.0953(2) 0.18989(16) 0.5291(4) 0.0478(9) Uani 1 1 d . . .
H4 H 0.0535 0.1949 0.5845 0.057 Uiso 1 1 calc R . .
C5 C 0.1355(2) 0.15704(13) 0.3187(3) 0.0357(7) Uani 1 1 d . . .
C6 C 0.1108(2) 0.13214(14) 0.1597(4) 0.0396(7) Uani 1 1 d . . .
C7 C 0.0342(2) 0.10217(19) 0.1050(5) 0.0652(11) Uani 1 1 d . . .
H7 H -0.0025 0.0956 0.1694 0.078 Uiso 1 1 calc R . .
C8 C 0.0115(3) 0.0817(2) -0.0467(5) 0.0815(15) Uani 1 1 d . . .
H8 H -0.0397 0.0606 -0.0822 0.098 Uiso 1 1 calc R . .
C9 C 0.0632(3) 0.09214(19) -0.1433(5) 0.0662(12) Uani 1 1 d . . .
H9 H 0.0466 0.0791 -0.2453 0.079 Uiso 1 1 calc R . .
C10 C 0.1397(2) 0.12188(16) -0.0908(4) 0.0528(9) Uani 1 1 d . . .
H10 H 0.1755 0.1287 -0.1568 0.063 Uiso 1 1 calc R . .
C11 C 0.1640(2) 0.14179(14) 0.0604(4) 0.0431(8) Uani 1 1 d . . .
H11 H 0.2163 0.1618 0.0959 0.052 Uiso 1 1 calc R . .
C12 C 0.47447(19) 0.15602(11) 0.9566(3) 0.0282(6) Uani 1 1 d . . .
C13 C 0.4573(2) 0.09679(12) 0.8797(3) 0.0290(6) Uani 1 1 d . . .
C14 C 0.4952(2) 0.08122(13) 0.7634(3) 0.0406(8) Uani 1 1 d . . .
H14 H 0.5286 0.1072 0.7228 0.049 Uiso 1 1 calc R . .
C15 C 0.4808(2) 0.02487(14) 0.7106(4) 0.0457(9) Uani 1 1 d . . .
H15 H 0.5087 0.0121 0.6368 0.055 Uiso 1 1 calc R . .
C16 C 0.3914(2) 0.00773(12) 0.8666(3) 0.0304(6) Uani 1 1 d . . .
C17 C 0.3296(2) -0.03029(12) 0.9189(3) 0.0324(7) Uani 1 1 d . . .
C18 C 0.2706(2) -0.00607(14) 0.9923(4) 0.0437(8) Uani 1 1 d . . .
H18 H 0.2708 0.0339 1.0089 0.052 Uiso 1 1 calc R . .
C19 C 0.2119(2) -0.04070(16) 1.0405(4) 0.0527(9) Uani 1 1 d . . .
H19 H 0.1716 -0.0238 1.0866 0.063 Uiso 1 1 calc R . .
C20 C 0.2123(3) -0.10013(16) 1.0211(4) 0.0531(9) Uani 1 1 d . . .
H20 H 0.1727 -0.1235 1.0542 0.064 Uiso 1 1 calc R . .
C21 C 0.2721(3) -0.12449(15) 0.9523(4) 0.0501(9) Uani 1 1 d . . .
H21 H 0.2742 -0.1648 0.9426 0.060 Uiso 1 1 calc R . .
C22 C 0.3290(2) -0.09022(13) 0.8975(4) 0.0430(8) Uani 1 1 d . . .
H22 H 0.3670 -0.1072 0.8463 0.052 Uiso 1 1 calc R . .
C23 C 0.63131(18) 0.26659(11) 1.1967(3) 0.0250(6) Uani 1 1 d . . .
C24 C 0.7225(2) 0.28575(12) 1.1952(3) 0.0285(6) Uani 1 1 d . . .
C25 C 0.7947(2) 0.25313(14) 1.2611(4) 0.0397(8) Uani 1 1 d . . .
H25 H 0.7912 0.2205 1.3210 0.048 Uiso 1 1 calc R . .
C26 C 0.8731(2) 0.27059(17) 1.2348(5) 0.0535(10) Uani 1 1 d . . .
H26 H 0.9219 0.2473 1.2710 0.064 Uiso 1 1 calc R . .
C27 C 0.8088(2) 0.35153(14) 1.1120(3) 0.0361(7) Uani 1 1 d . . .
C28 C 0.8176(2) 0.40985(15) 1.0453(4) 0.0408(8) Uani 1 1 d . . .
C29 C 0.8815(2) 0.41999(17) 0.9675(4) 0.0535(10) Uani 1 1 d . . .
H29 H 0.9187 0.3902 0.9542 0.064 Uiso 1 1 calc R . .
C30 C 0.8889(3) 0.4756(2) 0.9098(5) 0.0729(13) Uani 1 1 d . . .
H30 H 0.9313 0.4829 0.8571 0.087 Uiso 1 1 calc R . .
C31 C 0.8348(3) 0.5196(2) 0.9295(5) 0.0729(13) Uani 1 1 d . . .
H31 H 0.8411 0.5565 0.8908 0.087 Uiso 1 1 calc R . .
C32 C 0.7715(3) 0.50997(16) 1.0058(5) 0.0626(11) Uani 1 1 d . . .
H32 H 0.7347 0.5400 1.0190 0.075 Uiso 1 1 calc R . .
C33 C 0.7630(2) 0.45431(14) 1.0633(4) 0.0480(9) Uani 1 1 d . . .
H33 H 0.7199 0.4472 1.1146 0.058 Uiso 1 1 calc R . .
Eu1 Eu 0.482878(9) 0.296542(5) 0.837351(14) 0.02232(5) Uani 1 1 d . . .
N1 N 0.21947(16) 0.17151(11) 0.3755(3) 0.0326(6) Uani 1 1 d . . .
N2 N 0.07172(17) 0.16428(13) 0.3911(3) 0.0465(7) Uani 1 1 d . . .
N3 N 0.40551(16) 0.06081(10) 0.9327(3) 0.0303(5) Uani 1 1 d . . .
N4 N 0.42948(18) -0.01211(10) 0.7590(3) 0.0383(6) Uani 1 1 d . . .
N5 N 0.72910(15) 0.33595(10) 1.1206(3) 0.0292(5) Uani 1 1 d . . .
N6 N 0.88120(18) 0.31952(13) 1.1598(3) 0.0492(7) Uani 1 1 d . . .
O1 O 0.34658(14) 0.25770(10) 0.6763(2) 0.0445(6) Uani 1 1 d . . .
O2 O 0.38637(15) 0.20388(10) 0.4976(3) 0.0452(6) Uani 1 1 d . . .
O3 O 0.49017(17) 0.19597(8) 0.8741(3) 0.0425(6) Uani 1 1 d . . .
O4 O 0.47348(15) 0.15937(9) 1.0948(2) 0.0400(5) Uani 1 1 d . . .
O5 O 0.56971(13) 0.28744(8) 1.0961(2) 0.0305(5) Uani 1 1 d . . .
O6 O 0.62522(14) 0.23055(9) 1.2987(2) 0.0344(5) Uani 1 1 d . . .
O7 O 0.56958(14) 0.38367(8) 0.9172(2) 0.0335(5) Uani 1 1 d D . .
H7C H 0.577(2) 0.4165(12) 0.860(4) 0.085(7) Uiso 1 1 d D . .
H7D H 0.6222(17) 0.3726(15) 0.979(4) 0.085(7) Uiso 1 1 d D . .
O8 O 0.38053(16) 0.38386(11) 0.7894(3) 0.0471(6) Uani 1 1 d D . .
H8C H 0.3253(16) 0.3734(18) 0.797(4) 0.085(7) Uiso 1 1 d D . .
H8D H 0.375(2) 0.3989(17) 0.691(3) 0.085(7) Uiso 1 1 d 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
C1 O2 1.236(4) . ?
C1 O1 1.252(3) . ?
C1 C2 1.523(4) . ?
C2 N1 1.339(4) . ?
C2 C3 1.376(4) . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 N2 1.330(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.341(4) . ?
C5 N2 1.343(4) . ?
C5 C6 1.487(4) . ?
C6 C7 1.374(5) . ?
C6 C11 1.389(5) . ?
C7 C8 1.391(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.354(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.368(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.383(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 O4 1.240(3) . ?
C12 O3 1.241(3) . ?
C12 C13 1.516(4) . ?
C13 N3 1.334(4) . ?
C13 C14 1.375(4) . ?
C14 C15 1.376(4) . ?
C14 H14 0.9300 . ?
C15 N4 1.323(4) . ?
C15 H15 0.9300 . ?
C16 N4 1.339(4) . ?
C16 N3 1.347(3) . ?
C16 C17 1.475(4) . ?
C17 C18 1.388(4) . ?
C17 C22 1.389(4) . ?
C18 C19 1.375(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.379(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O5 1.242(3) . ?
C23 O6 1.252(3) . ?
C23 C24 1.517(4) . ?
C24 N5 1.348(3) . ?
C24 C25 1.369(4) . ?
C25 C26 1.382(5) . ?
C25 H25 0.9300 . ?
C26 N6 1.331(5) . ?
C26 H26 0.9300 . ?
C27 N5 1.336(4) . ?
C27 N6 1.339(4) . ?
C27 C28 1.486(4) . ?
C28 C33 1.374(5) . ?
C28 C29 1.387(5) . ?
C29 C30 1.393(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.366(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.368(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.396(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
Eu1 O3 2.3303(19) . ?
Eu1 O2 2.348(2) 4_566 ?
Eu1 O4 2.3596(18) 4_565 ?
Eu1 O5 2.3775(18) . ?
Eu1 O7 2.4291(19) . ?
Eu1 O1 2.440(2) . ?
Eu1 O6 2.451(2) 4_565 ?
Eu1 O8 2.546(2) . ?
O2 Eu1 2.348(2) 4_565 ?
O4 Eu1 2.3596(18) 4_566 ?
O6 Eu1 2.451(2) 4_566 ?
O7 H7C 0.934(18) . ?
O7 H7D 0.913(18) . ?
O8 H8C 0.928(18) . ?
O8 H8D 0.925(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 127.6(3) . . ?
O2 C1 C2 117.1(3) . . ?
O1 C1 C2 115.4(3) . . ?
N1 C2 C3 121.4(3) . . ?
N1 C2 C1 116.6(3) . . ?
C3 C2 C1 122.0(3) . . ?
C2 C3 C4 117.1(3) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
N2 C4 C3 122.9(3) . . ?
N2 C4 H4 118.5 . . ?
C3 C4 H4 118.5 . . ?
N1 C5 N2 125.9(3) . . ?
N1 C5 C6 116.8(3) . . ?
N2 C5 C6 117.3(3) . . ?
C7 C6 C11 118.7(3) . . ?
C7 C6 C5 121.7(3) . . ?
C11 C6 C5 119.5(3) . . ?
C6 C7 C8 120.0(4) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C6 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
O4 C12 O3 126.9(3) . . ?
O4 C12 C13 117.4(2) . . ?
O3 C12 C13 115.8(2) . . ?
N3 C13 C14 122.4(3) . . ?
N3 C13 C12 116.8(2) . . ?
C14 C13 C12 120.8(3) . . ?
C13 C14 C15 115.9(3) . . ?
C13 C14 H14 122.1 . . ?
C15 C14 H14 122.1 . . ?
N4 C15 C14 123.6(3) . . ?
N4 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
N4 C16 N3 124.5(3) . . ?
N4 C16 C17 119.0(2) . . ?
N3 C16 C17 116.5(3) . . ?
C18 C17 C22 118.7(3) . . ?
C18 C17 C16 119.7(3) . . ?
C22 C17 C16 121.6(3) . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.6(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 121.1(3) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C17 119.9(3) . . ?
C21 C22 H22 120.1 . . ?
C17 C22 H22 120.1 . . ?
O5 C23 O6 126.0(3) . . ?
O5 C23 C24 117.3(2) . . ?
O6 C23 C24 116.7(2) . . ?
N5 C24 C25 121.2(3) . . ?
N5 C24 C23 116.5(2) . . ?
C25 C24 C23 122.3(3) . . ?
C24 C25 C26 117.3(3) . . ?
C24 C25 H25 121.3 . . ?
C26 C25 H25 121.3 . . ?
N6 C26 C25 122.5(3) . . ?
N6 C26 H26 118.7 . . ?
C25 C26 H26 118.7 . . ?
N5 C27 N6 125.7(3) . . ?
N5 C27 C28 116.9(3) . . ?
N6 C27 C28 117.5(3) . . ?
C33 C28 C29 119.8(3) . . ?
C33 C28 C27 119.7(3) . . ?
C29 C28 C27 120.5(3) . . ?
C28 C29 C30 118.7(4) . . ?
C28 C29 H29 120.7 . . ?
C30 C29 H29 120.7 . . ?
C31 C30 C29 121.0(4) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 120.7(4) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C31 C32 C33 118.9(4) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C28 C33 C32 120.9(4) . . ?
C28 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
O3 Eu1 O2 85.80(8) . 4_566 ?
O3 Eu1 O4 122.91(7) . 4_565 ?
O2 Eu1 O4 131.50(8) 4_566 4_565 ?
O3 Eu1 O5 77.32(7) . . ?
O2 Eu1 O5 73.39(7) 4_566 . ?
O4 Eu1 O5 144.50(7) 4_565 . ?
O3 Eu1 O7 140.38(8) . . ?
O2 Eu1 O7 103.51(8) 4_566 . ?
O4 Eu1 O7 79.30(7) 4_565 . ?
O5 Eu1 O7 69.08(7) . . ?
O3 Eu1 O1 74.08(8) . . ?
O2 Eu1 O1 74.88(8) 4_566 . ?
O4 Eu1 O1 77.14(8) 4_565 . ?
O5 Eu1 O1 138.34(7) . . ?
O7 Eu1 O1 145.52(7) . . ?
O3 Eu1 O6 75.77(8) . 4_565 ?
O2 Eu1 O6 148.54(7) 4_566 4_565 ?
O4 Eu1 O6 79.87(7) 4_565 4_565 ?
O5 Eu1 O6 77.77(7) . 4_565 ?
O7 Eu1 O6 77.09(7) . 4_565 ?
O1 Eu1 O6 122.33(7) . 4_565 ?
O3 Eu1 O8 144.09(9) . . ?
O2 Eu1 O8 67.56(8) 4_566 . ?
O4 Eu1 O8 67.67(8) 4_565 . ?
O5 Eu1 O8 114.78(7) . . ?
O7 Eu1 O8 71.98(8) . . ?
O1 Eu1 O8 75.93(8) . . ?
O6 Eu1 O8 138.36(8) 4_565 . ?
C2 N1 C5 116.8(3) . . ?
C4 N2 C5 115.6(3) . . ?
C13 N3 C16 117.0(2) . . ?
C15 N4 C16 116.4(2) . . ?
C27 N5 C24 116.8(3) . . ?
C26 N6 C27 116.0(3) . . ?
C1 O1 Eu1 130.3(2) . . ?
C1 O2 Eu1 159.8(2) . 4_565 ?
C12 O3 Eu1 143.67(19) . . ?
C12 O4 Eu1 157.72(19) . 4_566 ?
C23 O5 Eu1 152.89(18) . . ?
C23 O6 Eu1 121.00(18) . 4_566 ?
Eu1 O7 H7C 130(2) . . ?
Eu1 O7 H7D 108(2) . . ?
H7C O7 H7D 110(2) . . ?
Eu1 O8 H8C 111(3) . . ?
Eu1 O8 H8D 111(3) . . ?
H8C O8 H8D 108(2) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.66
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.093
####################################################################### 
# 
# 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/access/V1 
# 
# 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 1420296'
_audit_update_record             
;
2015-08-24 deposited with the CCDC.
2015-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H25 Gd N6 O8'
_chemical_formula_weight         790.84

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'
Gd Gd -0.1653 3.9035 '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                   15.896(1)
_cell_length_b                   22.952(2)
_cell_length_c                   8.930(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.757(1)
_cell_angle_gamma                90.00
_cell_volume                     3150.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5837
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.33

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1572
_exptl_absorpt_coefficient_mu    2.167
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5261
_exptl_absorpt_correction_T_max  0.8457
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_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            19100
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         27.59
_reflns_number_total             7211
_reflns_number_gt                5703
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0392P)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         7211
_refine_ls_number_parameters     446
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0657
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3338(2) 0.22208(17) 0.5656(4) 0.0334(8) Uani 1 1 d . . .
C2 C 0.2408(2) 0.19979(15) 0.5108(4) 0.0308(8) Uani 1 1 d . . .
C3 C 0.1796(3) 0.21000(18) 0.5941(5) 0.0413(10) Uani 1 1 d . . .
H3 H 0.1943 0.2292 0.6890 0.050 Uiso 1 1 calc R . .
C4 C 0.0956(3) 0.1904(2) 0.5302(5) 0.0493(11) Uani 1 1 d . . .
H4 H 0.0540 0.1954 0.5858 0.059 Uiso 1 1 calc R . .
C5 C 0.1353(2) 0.15714(17) 0.3190(4) 0.0363(9) Uani 1 1 d . . .
C6 C 0.1115(2) 0.13215(18) 0.1598(5) 0.0401(9) Uani 1 1 d . . .
C7 C 0.0339(3) 0.1019(2) 0.1066(6) 0.0675(15) Uani 1 1 d . . .
H7 H -0.0026 0.0952 0.1714 0.081 Uiso 1 1 calc R . .
C8 C 0.0115(3) 0.0815(3) -0.0463(6) 0.0803(18) Uani 1 1 d . . .
H8 H -0.0398 0.0606 -0.0823 0.096 Uiso 1 1 calc R . .
C9 C 0.0637(3) 0.0919(2) -0.1435(6) 0.0676(15) Uani 1 1 d . . .
H9 H 0.0478 0.0785 -0.2451 0.081 Uiso 1 1 calc R . .
C10 C 0.1397(3) 0.1221(2) -0.0903(5) 0.0542(12) Uani 1 1 d . . .
H10 H 0.1751 0.1294 -0.1566 0.065 Uiso 1 1 calc R . .
C11 C 0.1642(3) 0.14179(18) 0.0597(5) 0.0423(10) Uani 1 1 d . . .
H11 H 0.2165 0.1617 0.0945 0.051 Uiso 1 1 calc R . .
C12 C 0.4748(2) 0.15660(15) 0.9566(4) 0.0291(8) Uani 1 1 d . . .
C13 C 0.4576(2) 0.09694(15) 0.8799(4) 0.0295(8) Uani 1 1 d . . .
C14 C 0.4950(3) 0.08178(17) 0.7618(4) 0.0415(10) Uani 1 1 d . . .
H14 H 0.5271 0.1081 0.7198 0.050 Uiso 1 1 calc R . .
C15 C 0.4815(3) 0.02532(18) 0.7104(5) 0.0477(11) Uani 1 1 d . . .
H15 H 0.5100 0.0124 0.6376 0.057 Uiso 1 1 calc R . .
C16 C 0.3916(2) 0.00818(15) 0.8668(4) 0.0310(8) Uani 1 1 d . . .
C17 C 0.3298(2) -0.02993(16) 0.9184(4) 0.0341(8) Uani 1 1 d . . .
C18 C 0.2713(3) -0.00583(18) 0.9929(5) 0.0443(10) Uani 1 1 d . . .
H18 H 0.2721 0.0341 1.0104 0.053 Uiso 1 1 calc R . .
C19 C 0.2122(3) -0.0402(2) 1.0414(5) 0.0514(11) Uani 1 1 d . . .
H19 H 0.1720 -0.0231 1.0875 0.062 Uiso 1 1 calc R . .
C20 C 0.2123(3) -0.1003(2) 1.0216(5) 0.0530(12) Uani 1 1 d . . .
H20 H 0.1725 -0.1236 1.0541 0.064 Uiso 1 1 calc R . .
C21 C 0.2722(3) -0.12453(19) 0.9533(5) 0.0523(11) Uani 1 1 d . . .
H21 H 0.2745 -0.1648 0.9442 0.063 Uiso 1 1 calc R . .
C22 C 0.3291(3) -0.09013(16) 0.8977(5) 0.0415(9) Uani 1 1 d . . .
H22 H 0.3670 -0.1072 0.8465 0.050 Uiso 1 1 calc R . .
C23 C 0.6307(2) 0.26669(15) 1.1957(4) 0.0264(7) Uani 1 1 d . . .
C24 C 0.7220(2) 0.28608(15) 1.1940(4) 0.0277(8) Uani 1 1 d . . .
C25 C 0.7940(2) 0.25308(18) 1.2620(5) 0.0408(9) Uani 1 1 d . . .
H25 H 0.7902 0.2207 1.3226 0.049 Uiso 1 1 calc R . .
C26 C 0.8728(3) 0.2706(2) 1.2355(6) 0.0544(12) Uani 1 1 d . . .
H26 H 0.9215 0.2472 1.2715 0.065 Uiso 1 1 calc R . .
C27 C 0.8088(2) 0.35142(17) 1.1118(4) 0.0357(9) Uani 1 1 d . . .
C28 C 0.8180(3) 0.40950(18) 1.0454(4) 0.0408(10) Uani 1 1 d . . .
C29 C 0.8820(3) 0.4199(2) 0.9681(5) 0.0574(13) Uani 1 1 d . . .
H29 H 0.9196 0.3903 0.9558 0.069 Uiso 1 1 calc R . .
C30 C 0.8892(4) 0.4751(3) 0.9094(6) 0.0746(16) Uani 1 1 d . . .
H30 H 0.9313 0.4821 0.8558 0.090 Uiso 1 1 calc R . .
C31 C 0.8355(4) 0.5192(3) 0.9290(6) 0.0771(17) Uani 1 1 d . . .
H31 H 0.8421 0.5561 0.8904 0.093 Uiso 1 1 calc R . .
C32 C 0.7718(4) 0.5096(2) 1.0051(6) 0.0641(14) Uani 1 1 d . . .
H32 H 0.7355 0.5398 1.0188 0.077 Uiso 1 1 calc R . .
C33 C 0.7623(3) 0.45435(19) 1.0613(5) 0.0491(11) Uani 1 1 d . . .
H33 H 0.7181 0.4473 1.1101 0.059 Uiso 1 1 calc R . .
Gd1 Gd 0.482760(10) 0.296649(7) 0.836680(17) 0.02259(6) Uani 1 1 d . . .
N1 N 0.21948(19) 0.17168(14) 0.3751(3) 0.0326(7) Uani 1 1 d . . .
N2 N 0.0724(2) 0.16458(17) 0.3922(4) 0.0482(9) Uani 1 1 d . . .
N3 N 0.40561(19) 0.06110(12) 0.9330(3) 0.0298(7) Uani 1 1 d . . .
N4 N 0.4297(2) -0.01201(13) 0.7595(4) 0.0391(8) Uani 1 1 d . . .
N5 N 0.72869(18) 0.33594(13) 1.1202(3) 0.0298(6) Uani 1 1 d . . .
N6 N 0.8811(2) 0.31941(17) 1.1606(4) 0.0500(9) Uani 1 1 d . . .
O1 O 0.34773(17) 0.25785(13) 0.6754(3) 0.0447(7) Uani 1 1 d . . .
O2 O 0.38685(17) 0.20408(13) 0.4965(3) 0.0440(7) Uani 1 1 d . . .
O3 O 0.4900(2) 0.19631(10) 0.8730(3) 0.0428(7) Uani 1 1 d . . .
O4 O 0.47390(18) 0.15957(11) 1.0951(3) 0.0389(6) Uani 1 1 d . . .
O5 O 0.56908(15) 0.28757(10) 1.0948(3) 0.0305(6) Uani 1 1 d . . .
O6 O 0.62447(16) 0.23063(11) 1.2983(3) 0.0341(6) Uani 1 1 d . . .
O7 O 0.56883(16) 0.38353(11) 0.9160(3) 0.0341(6) Uani 1 1 d D . .
H7C H 0.575(3) 0.4142(14) 0.851(4) 0.071(8) Uiso 1 1 d D . .
H7D H 0.6227(17) 0.3711(18) 0.973(4) 0.071(8) Uiso 1 1 d D . .
O8 O 0.38078(18) 0.38346(13) 0.7888(3) 0.0473(7) Uani 1 1 d D . .
H8C H 0.3247(17) 0.3715(19) 0.794(5) 0.071(8) Uiso 1 1 d D . .
H8D H 0.374(3) 0.3999(19) 0.690(3) 0.071(8) Uiso 1 1 d 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
C1 O2 1.236(4) . ?
C1 O1 1.255(4) . ?
C1 C2 1.522(5) . ?
C2 N1 1.338(4) . ?
C2 C3 1.387(5) . ?
C3 C4 1.387(6) . ?
C3 H3 0.9300 . ?
C4 N2 1.332(5) . ?
C4 H4 0.9300 . ?
C5 N2 1.338(5) . ?
C5 N1 1.346(4) . ?
C5 C6 1.489(5) . ?
C6 C7 1.390(5) . ?
C6 C11 1.391(6) . ?
C7 C8 1.400(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.368(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.373(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 O3 1.240(4) . ?
C12 O4 1.242(4) . ?
C12 C13 1.524(5) . ?
C13 N3 1.336(4) . ?
C13 C14 1.380(5) . ?
C14 C15 1.373(5) . ?
C14 H14 0.9300 . ?
C15 N4 1.337(5) . ?
C15 H15 0.9300 . ?
C16 N4 1.340(5) . ?
C16 N3 1.344(4) . ?
C16 C17 1.474(5) . ?
C17 C18 1.389(5) . ?
C17 C22 1.394(5) . ?
C18 C19 1.379(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.391(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.373(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O5 1.245(4) . ?
C23 O6 1.257(4) . ?
C23 C24 1.521(5) . ?
C24 N5 1.339(4) . ?
C24 C25 1.378(5) . ?
C25 C26 1.391(6) . ?
C25 H25 0.9300 . ?
C26 N6 1.329(6) . ?
C26 H26 0.9300 . ?
C27 N6 1.340(5) . ?
C27 N5 1.342(4) . ?
C27 C28 1.481(5) . ?
C28 C33 1.388(6) . ?
C28 C29 1.389(6) . ?
C29 C30 1.386(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.364(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.374(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.385(6) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
Gd1 O3 2.324(2) . ?
Gd1 O2 2.339(3) 4_566 ?
Gd1 O4 2.352(2) 4_565 ?
Gd1 O5 2.372(2) . ?
Gd1 O7 2.420(2) . ?
Gd1 O1 2.429(3) . ?
Gd1 O6 2.445(2) 4_565 ?
Gd1 O8 2.535(3) . ?
O2 Gd1 2.339(3) 4_565 ?
O4 Gd1 2.352(2) 4_566 ?
O6 Gd1 2.445(2) 4_566 ?
O7 H7C 0.934(18) . ?
O7 H7D 0.924(18) . ?
O8 H8C 0.947(18) . ?
O8 H8D 0.936(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 127.0(4) . . ?
O2 C1 C2 117.2(3) . . ?
O1 C1 C2 115.8(3) . . ?
N1 C2 C3 121.1(3) . . ?
N1 C2 C1 117.1(3) . . ?
C3 C2 C1 121.8(3) . . ?
C4 C3 C2 117.2(4) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
N2 C4 C3 122.4(4) . . ?
N2 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
N2 C5 N1 125.6(3) . . ?
N2 C5 C6 118.4(3) . . ?
N1 C5 C6 116.0(3) . . ?
C7 C6 C11 119.2(4) . . ?
C7 C6 C5 120.5(4) . . ?
C11 C6 C5 120.3(3) . . ?
C6 C7 C8 118.9(5) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C9 C8 C7 121.1(4) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C6 120.5(4) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
O3 C12 O4 127.7(3) . . ?
O3 C12 C13 115.5(3) . . ?
O4 C12 C13 116.8(3) . . ?
N3 C13 C14 122.8(3) . . ?
N3 C13 C12 116.8(3) . . ?
C14 C13 C12 120.4(3) . . ?
C15 C14 C13 115.6(4) . . ?
C15 C14 H14 122.2 . . ?
C13 C14 H14 122.2 . . ?
N4 C15 C14 123.5(4) . . ?
N4 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
N4 C16 N3 124.9(3) . . ?
N4 C16 C17 118.5(3) . . ?
N3 C16 C17 116.6(3) . . ?
C18 C17 C22 118.4(4) . . ?
C18 C17 C16 119.6(3) . . ?
C22 C17 C16 122.0(3) . . ?
C19 C18 C17 121.1(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 120.3(4) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 118.8(4) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 121.2(4) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C17 120.1(4) . . ?
C21 C22 H22 120.0 . . ?
C17 C22 H22 120.0 . . ?
O5 C23 O6 126.0(3) . . ?
O5 C23 C24 117.2(3) . . ?
O6 C23 C24 116.8(3) . . ?
N5 C24 C25 121.7(3) . . ?
N5 C24 C23 116.8(3) . . ?
C25 C24 C23 121.5(3) . . ?
C24 C25 C26 116.7(4) . . ?
C24 C25 H25 121.7 . . ?
C26 C25 H25 121.7 . . ?
N6 C26 C25 122.6(4) . . ?
N6 C26 H26 118.7 . . ?
C25 C26 H26 118.7 . . ?
N6 C27 N5 125.7(3) . . ?
N6 C27 C28 117.4(3) . . ?
N5 C27 C28 116.9(3) . . ?
C33 C28 C29 119.4(4) . . ?
C33 C28 C27 119.7(4) . . ?
C29 C28 C27 120.9(4) . . ?
C30 C29 C28 119.2(5) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C31 C30 C29 120.9(5) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 120.6(5) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C31 C32 C33 119.2(5) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 H32 120.4 . . ?
C32 C33 C28 120.7(4) . . ?
C32 C33 H33 119.7 . . ?
C28 C33 H33 119.7 . . ?
O3 Gd1 O2 85.67(10) . 4_566 ?
O3 Gd1 O4 122.73(9) . 4_565 ?
O2 Gd1 O4 131.83(9) 4_566 4_565 ?
O3 Gd1 O5 77.38(9) . . ?
O2 Gd1 O5 73.27(9) 4_566 . ?
O4 Gd1 O5 144.46(9) 4_565 . ?
O3 Gd1 O7 140.47(10) . . ?
O2 Gd1 O7 103.60(9) 4_566 . ?
O4 Gd1 O7 79.26(9) 4_565 . ?
O5 Gd1 O7 69.15(8) . . ?
O3 Gd1 O1 74.00(10) . . ?
O2 Gd1 O1 75.17(9) 4_566 . ?
O4 Gd1 O1 77.02(9) 4_565 . ?
O5 Gd1 O1 138.50(9) . . ?
O7 Gd1 O1 145.49(9) . . ?
O3 Gd1 O6 75.59(9) . 4_565 ?
O2 Gd1 O6 148.30(9) 4_566 4_565 ?
O4 Gd1 O6 79.80(9) 4_565 4_565 ?
O5 Gd1 O6 77.77(8) . 4_565 ?
O7 Gd1 O6 77.27(8) . 4_565 ?
O1 Gd1 O6 121.99(9) . 4_565 ?
O3 Gd1 O8 144.00(11) . . ?
O2 Gd1 O8 67.69(10) 4_566 . ?
O4 Gd1 O8 67.85(9) 4_565 . ?
O5 Gd1 O8 114.82(9) . . ?
O7 Gd1 O8 72.02(10) . . ?
O1 Gd1 O8 75.97(10) . . ?
O6 Gd1 O8 138.59(9) 4_565 . ?
C2 N1 C5 117.1(3) . . ?
C4 N2 C5 116.3(3) . . ?
C13 N3 C16 116.7(3) . . ?
C15 N4 C16 116.2(3) . . ?
C24 N5 C27 116.7(3) . . ?
C26 N6 C27 116.0(3) . . ?
C1 O1 Gd1 131.1(2) . . ?
C1 O2 Gd1 160.2(3) . 4_565 ?
C12 O3 Gd1 143.3(2) . . ?
C12 O4 Gd1 157.5(2) . 4_566 ?
C23 O5 Gd1 152.9(2) . . ?
C23 O6 Gd1 121.1(2) . 4_566 ?
Gd1 O7 H7C 126(3) . . ?
Gd1 O7 H7D 106(3) . . ?
H7C O7 H7D 110(3) . . ?
Gd1 O8 H8C 110(3) . . ?
Gd1 O8 H8D 113(3) . . ?
H8C O8 H8D 106(2) . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        27.59
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.893
_refine_diff_density_rms         0.335
####################################################################### 
# 
# 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/access/V1 
# 
# 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 1420297'
_audit_update_record             
;
2015-08-24 deposited with the CCDC.
2015-11-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H16.67 N4 O5.33 Tb0.67'
_chemical_formula_weight         528.34

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'
Tb Tb -0.1723 4.1537 '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                   15.860(2)
_cell_length_b                   22.849(3)
_cell_length_c                   8.889(1)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.730(2)
_cell_angle_gamma                90.00
_cell_volume                     3115.4(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5611
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      27.10

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1576
_exptl_absorpt_coefficient_mu    2.333
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6788
_exptl_absorpt_correction_T_max  0.9125
_exptl_absorpt_process_details   SADABS

_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  'CCD area detector'
_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            18881
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         27.71
_reflns_number_total             7200
_reflns_number_gt                5777
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0248P)²+0.9179P] 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         7200
_refine_ls_number_parameters     446
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0669
_refine_ls_wR_factor_gt          0.0625
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3346(2) 0.22249(16) 0.5660(4) 0.0320(8) Uani 1 1 d . . .
C2 C 0.2412(2) 0.20006(14) 0.5118(4) 0.0296(7) Uani 1 1 d . . .
C3 C 0.1810(2) 0.20995(16) 0.5966(4) 0.0384(9) Uani 1 1 d . . .
H3 H 0.1961 0.2288 0.6925 0.046 Uiso 1 1 calc R . .
C4 C 0.0971(3) 0.19040(18) 0.5321(5) 0.0482(10) Uani 1 1 d . . .
H4 H 0.0556 0.1954 0.5886 0.058 Uiso 1 1 calc R . .
C5 C 0.1361(2) 0.15707(15) 0.3216(4) 0.0345(8) Uani 1 1 d . . .
C6 C 0.1109(2) 0.13191(16) 0.1614(4) 0.0378(8) Uani 1 1 d . . .
C7 C 0.0337(3) 0.1020(2) 0.1063(6) 0.0666(14) Uani 1 1 d . . .
H7 H -0.0032 0.0955 0.1708 0.080 Uiso 1 1 calc R . .
C8 C 0.0114(3) 0.0817(3) -0.0456(6) 0.0818(17) Uani 1 1 d . . .
H8 H -0.0399 0.0605 -0.0813 0.098 Uiso 1 1 calc R . .
C9 C 0.0627(3) 0.0920(2) -0.1424(5) 0.0686(15) Uani 1 1 d . . .
H9 H 0.0458 0.0791 -0.2450 0.082 Uiso 1 1 calc R . .
C10 C 0.1392(3) 0.1213(2) -0.0898(5) 0.0547(11) Uani 1 1 d . . .
H10 H 0.1751 0.1279 -0.1561 0.066 Uiso 1 1 calc R . .
C11 C 0.1637(3) 0.14125(16) 0.0617(4) 0.0419(9) Uani 1 1 d . . .
H11 H 0.2162 0.1611 0.0970 0.050 Uiso 1 1 calc R . .
C12 C 0.4744(2) 0.15712(14) 0.9568(4) 0.0272(7) Uani 1 1 d . . .
C13 C 0.4573(2) 0.09764(14) 0.8796(4) 0.0285(7) Uani 1 1 d . . .
C14 C 0.4948(3) 0.08181(16) 0.7626(4) 0.0414(9) Uani 1 1 d . . .
H14 H 0.5275 0.1080 0.7207 0.050 Uiso 1 1 calc R . .
C15 C 0.4814(3) 0.02518(17) 0.7107(4) 0.0456(10) Uani 1 1 d . . .
H15 H 0.5098 0.0122 0.6374 0.055 Uiso 1 1 calc R . .
C16 C 0.3919(2) 0.00844(14) 0.8676(4) 0.0302(7) Uani 1 1 d . . .
C17 C 0.3298(2) -0.02977(14) 0.9196(4) 0.0322(8) Uani 1 1 d . . .
C18 C 0.2718(2) -0.00552(16) 0.9939(4) 0.0414(9) Uani 1 1 d . . .
H18 H 0.2728 0.0346 1.0118 0.050 Uiso 1 1 calc R . .
C19 C 0.2123(3) -0.03996(18) 1.0421(5) 0.0514(11) Uani 1 1 d . . .
H19 H 0.1717 -0.0229 1.0880 0.062 Uiso 1 1 calc R . .
C20 C 0.2131(3) -0.09980(18) 1.0220(5) 0.0504(10) Uani 1 1 d . . .
H20 H 0.1734 -0.1233 1.0552 0.060 Uiso 1 1 calc R . .
C21 C 0.2722(3) -0.12444(16) 0.9535(5) 0.0500(10) Uani 1 1 d . . .
H21 H 0.2742 -0.1649 0.9439 0.060 Uiso 1 1 calc R . .
C22 C 0.3293(3) -0.08984(15) 0.8980(4) 0.0411(9) Uani 1 1 d . . .
H22 H 0.3672 -0.1069 0.8463 0.049 Uiso 1 1 calc R . .
C23 C 0.6295(2) 0.26649(13) 1.1948(4) 0.0245(7) Uani 1 1 d . . .
C24 C 0.7206(2) 0.28575(14) 1.1942(4) 0.0278(7) Uani 1 1 d . . .
C25 C 0.7929(2) 0.25272(16) 1.2632(4) 0.0391(9) Uani 1 1 d . . .
H25 H 0.7891 0.2201 1.3238 0.047 Uiso 1 1 calc R . .
C26 C 0.8711(3) 0.27060(19) 1.2373(5) 0.0513(11) Uani 1 1 d . . .
H26 H 0.9201 0.2473 1.2749 0.062 Uiso 1 1 calc R . .
C27 C 0.8080(2) 0.35140(16) 1.1119(4) 0.0353(8) Uani 1 1 d . . .
C28 C 0.8171(2) 0.40974(17) 1.0442(4) 0.0390(9) Uani 1 1 d . . .
C29 C 0.8819(3) 0.4196(2) 0.9679(5) 0.0538(11) Uani 1 1 d . . .
H29 H 0.9194 0.3897 0.9560 0.065 Uiso 1 1 calc R . .
C30 C 0.8896(4) 0.4750(2) 0.9098(6) 0.0734(15) Uani 1 1 d . . .
H30 H 0.9322 0.4820 0.8568 0.088 Uiso 1 1 calc R . .
C31 C 0.8358(4) 0.5194(2) 0.9291(6) 0.0741(16) Uani 1 1 d . . .
H31 H 0.8430 0.5566 0.8915 0.089 Uiso 1 1 calc R . .
C32 C 0.7706(3) 0.50958(19) 1.0041(5) 0.0623(13) Uani 1 1 d . . .
H32 H 0.7333 0.5397 1.0159 0.075 Uiso 1 1 calc R . .
C33 C 0.7618(3) 0.45456(17) 1.0610(5) 0.0480(10) Uani 1 1 d . . .
H33 H 0.7181 0.4475 1.1114 0.058 Uiso 1 1 calc R . .
Tb1 Tb 0.482601(10) 0.296796(6) 0.836977(16) 0.02200(5) Uani 1 1 d . . .
N1 N 0.21991(17) 0.17170(13) 0.3758(3) 0.0314(6) Uani 1 1 d . . .
N2 N 0.07276(19) 0.16496(15) 0.3939(4) 0.0462(8) Uani 1 1 d . . .
N3 N 0.40589(18) 0.06142(11) 0.9336(3) 0.0286(6) Uani 1 1 d . . .
N4 N 0.4298(2) -0.01205(12) 0.7596(3) 0.0378(7) Uani 1 1 d . . .
N5 N 0.72841(17) 0.33578(12) 1.1200(3) 0.0288(6) Uani 1 1 d . . .
N6 N 0.8799(2) 0.31949(15) 1.1612(4) 0.0467(8) Uani 1 1 d . . .
O1 O 0.34846(16) 0.25805(11) 0.6757(3) 0.0425(6) Uani 1 1 d . . .
O2 O 0.38688(16) 0.20429(12) 0.4953(3) 0.0439(6) Uani 1 1 d . . .
O3 O 0.48910(18) 0.19706(10) 0.8734(3) 0.0405(6) Uani 1 1 d . . .
O4 O 0.47480(17) 0.16029(10) 1.0959(3) 0.0386(6) Uani 1 1 d . . .
O5 O 0.56845(14) 0.28781(10) 1.0937(2) 0.0301(5) Uani 1 1 d . . .
O6 O 0.62252(15) 0.23064(10) 1.2970(3) 0.0331(5) Uani 1 1 d . . .
O7 O 0.56821(15) 0.38331(10) 0.9150(3) 0.0320(5) Uani 1 1 d D . .
H7C H 0.577(2) 0.4137(13) 0.850(4) 0.068(7) Uiso 1 1 d D . .
H7D H 0.6215(17) 0.3723(16) 0.979(4) 0.068(7) Uiso 1 1 d D . .
O8 O 0.38178(17) 0.38333(12) 0.7890(3) 0.0460(7) Uani 1 1 d D . .
H8C H 0.3273(17) 0.3695(17) 0.796(4) 0.068(7) Uiso 1 1 d D . .
H8D H 0.375(2) 0.3961(18) 0.687(3) 0.068(7) Uiso 1 1 d 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
C1 O2 1.233(4) . ?
C1 O1 1.245(4) . ?
C1 C2 1.525(5) . ?
C2 N1 1.337(4) . ?
C2 C3 1.378(5) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 N2 1.325(5) . ?
C4 H4 0.9300 . ?
C5 N2 1.335(4) . ?
C5 N1 1.336(4) . ?
C5 C6 1.493(5) . ?
C6 C7 1.379(5) . ?
C6 C11 1.382(5) . ?
C7 C8 1.387(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.347(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.360(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.381(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 O3 1.235(4) . ?
C12 O4 1.237(4) . ?
C12 C13 1.516(4) . ?
C13 N3 1.334(4) . ?
C13 C14 1.372(5) . ?
C14 C15 1.372(5) . ?
C14 H14 0.9300 . ?
C15 N4 1.327(4) . ?
C15 H15 0.9300 . ?
C16 N3 1.339(4) . ?
C16 N4 1.341(4) . ?
C16 C17 1.474(5) . ?
C17 C18 1.378(5) . ?
C17 C22 1.386(5) . ?
C18 C19 1.378(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.363(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.384(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O5 1.241(4) . ?
C23 O6 1.249(4) . ?
C23 C24 1.511(4) . ?
C24 N5 1.341(4) . ?
C24 C25 1.379(5) . ?
C25 C26 1.380(5) . ?
C25 H25 0.9300 . ?
C26 N6 1.332(5) . ?
C26 H26 0.9300 . ?
C27 N5 1.331(4) . ?
C27 N6 1.331(5) . ?
C27 C28 1.484(5) . ?
C28 C33 1.380(5) . ?
C28 C29 1.388(5) . ?
C29 C30 1.382(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.366(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.384(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.375(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
Tb1 O3 2.300(2) . ?
Tb1 O2 2.318(2) 4_566 ?
Tb1 O4 2.331(2) 4_565 ?
Tb1 O5 2.350(2) . ?
Tb1 O7 2.398(2) . ?
Tb1 O1 2.411(2) . ?
Tb1 O6 2.417(2) 4_565 ?
Tb1 O8 2.510(3) . ?
O2 Tb1 2.318(2) 4_565 ?
O4 Tb1 2.331(2) 4_566 ?
O6 Tb1 2.417(2) 4_566 ?
O7 H7C 0.940(18) . ?
O7 H7D 0.926(18) . ?
O8 H8C 0.937(18) . ?
O8 H8D 0.932(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 127.7(3) . . ?
O2 C1 C2 116.8(3) . . ?
O1 C1 C2 115.5(3) . . ?
N1 C2 C3 121.5(3) . . ?
N1 C2 C1 116.8(3) . . ?
C3 C2 C1 121.6(3) . . ?
C2 C3 C4 116.6(3) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
N2 C4 C3 123.3(3) . . ?
N2 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
N2 C5 N1 126.5(3) . . ?
N2 C5 C6 117.3(3) . . ?
N1 C5 C6 116.1(3) . . ?
C7 C6 C11 118.5(4) . . ?
C7 C6 C5 121.9(4) . . ?
C11 C6 C5 119.5(3) . . ?
C6 C7 C8 119.7(4) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 121.2(4) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C10 C11 120.2(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C6 120.5(4) . . ?
C10 C11 H11 119.7 . . ?
C6 C11 H11 119.7 . . ?
O3 C12 O4 127.1(3) . . ?
O3 C12 C13 115.5(3) . . ?
O4 C12 C13 117.4(3) . . ?
N3 C13 C14 122.1(3) . . ?
N3 C13 C12 116.7(3) . . ?
C14 C13 C12 121.2(3) . . ?
C13 C14 C15 116.3(3) . . ?
C13 C14 H14 121.8 . . ?
C15 C14 H14 121.8 . . ?
N4 C15 C14 123.4(3) . . ?
N4 C15 H15 118.3 . . ?
C14 C15 H15 118.3 . . ?
N3 C16 N4 125.0(3) . . ?
N3 C16 C17 116.6(3) . . ?
N4 C16 C17 118.3(3) . . ?
C18 C17 C22 118.9(3) . . ?
C18 C17 C16 119.5(3) . . ?
C22 C17 C16 121.6(3) . . ?
C19 C18 C17 120.9(4) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 119.7(4) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 119.8(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.7(4) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C17 119.9(3) . . ?
C21 C22 H22 120.1 . . ?
C17 C22 H22 120.1 . . ?
O5 C23 O6 125.9(3) . . ?
O5 C23 C24 117.0(3) . . ?
O6 C23 C24 117.1(3) . . ?
N5 C24 C25 121.0(3) . . ?
N5 C24 C23 117.2(3) . . ?
C25 C24 C23 121.8(3) . . ?
C24 C25 C26 116.4(3) . . ?
C24 C25 H25 121.8 . . ?
C26 C25 H25 121.8 . . ?
N6 C26 C25 123.2(4) . . ?
N6 C26 H26 118.4 . . ?
C25 C26 H26 118.4 . . ?
N5 C27 N6 125.5(3) . . ?
N5 C27 C28 117.0(3) . . ?
N6 C27 C28 117.5(3) . . ?
C33 C28 C29 120.1(4) . . ?
C33 C28 C27 119.5(3) . . ?
C29 C28 C27 120.3(4) . . ?
C30 C29 C28 118.6(5) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C31 C30 C29 121.1(4) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 120.5(4) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C33 C32 C31 119.0(5) . . ?
C33 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?
C32 C33 C28 120.8(4) . . ?
C32 C33 H33 119.6 . . ?
C28 C33 H33 119.6 . . ?
O3 Tb1 O2 85.23(9) . 4_566 ?
O3 Tb1 O4 122.41(8) . 4_565 ?
O2 Tb1 O4 132.28(9) 4_566 4_565 ?
O3 Tb1 O5 77.45(8) . . ?
O2 Tb1 O5 73.55(8) 4_566 . ?
O4 Tb1 O5 144.25(8) 4_565 . ?
O3 Tb1 O7 140.71(9) . . ?
O2 Tb1 O7 104.09(9) 4_566 . ?
O4 Tb1 O7 79.22(8) 4_565 . ?
O5 Tb1 O7 69.25(8) . . ?
O3 Tb1 O1 73.80(9) . . ?
O2 Tb1 O1 75.05(9) 4_566 . ?
O4 Tb1 O1 77.02(9) 4_565 . ?
O5 Tb1 O1 138.67(8) . . ?
O7 Tb1 O1 145.44(8) . . ?
O3 Tb1 O6 75.74(8) . 4_565 ?
O2 Tb1 O6 148.63(8) 4_566 4_565 ?
O4 Tb1 O6 79.06(8) 4_565 4_565 ?
O5 Tb1 O6 78.06(8) . 4_565 ?
O7 Tb1 O6 77.46(8) . 4_565 ?
O1 Tb1 O6 121.43(8) . 4_565 ?
O3 Tb1 O8 143.90(9) . . ?
O2 Tb1 O8 67.93(9) 4_566 . ?
O4 Tb1 O8 68.28(9) 4_565 . ?
O5 Tb1 O8 114.87(8) . . ?
O7 Tb1 O8 71.90(9) . . ?
O1 Tb1 O8 76.15(9) . . ?
O6 Tb1 O8 138.43(9) 4_565 . ?
C5 N1 C2 116.5(3) . . ?
C4 N2 C5 115.4(3) . . ?
C13 N3 C16 116.9(3) . . ?
C15 N4 C16 115.9(3) . . ?
C27 N5 C24 117.5(3) . . ?
C27 N6 C26 115.8(3) . . ?
C1 O1 Tb1 131.2(2) . . ?
C1 O2 Tb1 160.4(3) . 4_565 ?
C12 O3 Tb1 143.9(2) . . ?
C12 O4 Tb1 158.3(2) . 4_566 ?
C23 O5 Tb1 152.9(2) . . ?
C23 O6 Tb1 122.1(2) . 4_566 ?
Tb1 O7 H7C 127(2) . . ?
Tb1 O7 H7D 108(2) . . ?
H7C O7 H7D 109(2) . . ?
Tb1 O8 H8C 106(3) . . ?
Tb1 O8 H8D 109(3) . . ?
H8C O8 H8D 107(2) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.71
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.097
