# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_tb
_database_code_depnum_ccdc_archive 'CCDC 1042930'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 N2 O7 Tb'
_chemical_formula_weight         640.35

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   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                   26.4871(9)
_cell_length_b                   7.9190(3)
_cell_length_c                   23.0086(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.309(2)
_cell_angle_gamma                90.00
_cell_volume                     4607.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8195
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2512
_exptl_absorpt_coefficient_mu    3.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7251
_exptl_absorpt_correction_T_max  0.8110

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0559 before and 0.0259 after correction.' 
'The Ratio of minimum to maximum transmission is 0.7647.' 
'The λ/2 correction factor is 0.0015.'
;

_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            16404
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4390
_reflns_number_gt                3832
_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)+(0.0212P)²+5.8514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4390
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_ref         0.0506
_refine_ls_wR_factor_gt          0.0481
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
Tb1 Tb 0.180667(5) 0.134130(18) 0.014783(6) 0.02342(6) Uani 1 1 d . . .
O1 O 0.26071(8) -0.0130(3) 0.04684(10) 0.0391(6) Uani 1 1 d . . .
O2 O 0.33414(8) 0.1236(3) 0.04608(10) 0.0375(6) Uani 1 1 d . . .
O3 O 0.33010(8) -0.4835(3) 0.39627(9) 0.0334(5) Uani 1 1 d . . .
O4 O 0.31610(9) -0.7611(3) 0.39083(9) 0.0362(5) Uani 1 1 d . . .
O5 O 0.23932(8) -0.6812(3) 0.07686(9) 0.0375(5) Uani 1 1 d . . .
O6 O 0.31449(8) -0.5531(3) 0.08237(9) 0.0348(5) Uani 1 1 d . . .
O1W O 0.15991(9) -0.1644(3) -0.00499(10) 0.0385(6) Uani 1 1 d . . .
H1WB H 0.1728 -0.2128 0.0251 0.058 Uiso 1 1 d R . .
H1WA H 0.1735 -0.1983 -0.0245 0.058 Uiso 1 1 d R . .
N1 N 0.08260(10) 0.1218(3) -0.04768(12) 0.0355(6) Uani 1 1 d . . .
N2 N 0.11597(10) 0.3043(3) 0.05632(12) 0.0339(6) Uani 1 1 d . . .
C1 C 0.34073(11) -0.0866(4) 0.12038(13) 0.0289(7) Uani 1 1 d . . .
C2 C 0.39283(13) -0.0465(5) 0.14904(16) 0.0437(9) Uani 1 1 d . . .
H2 H 0.4086 0.0443 0.1356 0.052 Uiso 1 1 calc R . .
C3 C 0.42145(13) -0.1421(5) 0.19784(18) 0.0567(12) Uani 1 1 d . . .
H3 H 0.4563 -0.1136 0.2180 0.068 Uiso 1 1 calc R . .
C4 C 0.39862(12) -0.2797(5) 0.21696(15) 0.0423(9) Uani 1 1 d . . .
H4 H 0.4186 -0.3446 0.2494 0.051 Uiso 1 1 calc R . .
C5 C 0.34656(12) -0.3223(4) 0.18851(13) 0.0282(7) Uani 1 1 d . . .
C6 C 0.31769(11) -0.2229(4) 0.14074(13) 0.0273(7) Uani 1 1 d . . .
H6 H 0.2823 -0.2477 0.1220 0.033 Uiso 1 1 calc R . .
C7 C 0.32340(11) -0.4718(4) 0.21145(13) 0.0260(7) Uani 1 1 d . . .
C8 C 0.33110(11) -0.4819(4) 0.27392(13) 0.0278(7) Uani 1 1 d . . .
H8 H 0.3494 -0.3956 0.2988 0.033 Uiso 1 1 calc R . .
C9 C 0.31242(11) -0.6164(4) 0.30044(13) 0.0266(7) Uani 1 1 d . . .
C10 C 0.28479(12) -0.7437(4) 0.26320(14) 0.0355(8) Uani 1 1 d . . .
H10 H 0.2731 -0.8370 0.2801 0.043 Uiso 1 1 calc R . .
C11 C 0.27456(12) -0.7324(4) 0.20118(13) 0.0349(8) Uani 1 1 d . . .
H11 H 0.2546 -0.8165 0.1766 0.042 Uiso 1 1 calc R . .
C12 C 0.29310(11) -0.5993(4) 0.17416(13) 0.0262(6) Uani 1 1 d . . .
C13 C 0.30947(12) 0.0167(4) 0.06690(14) 0.0295(7) Uani 1 1 d . . .
C14 C 0.32000(11) -0.6227(4) 0.36779(12) 0.0255(7) Uani 1 1 d . . .
C15 C 0.28135(11) -0.6083(4) 0.10599(13) 0.0271(7) Uani 1 1 d . . .
C16 C 0.06629(13) 0.0434(5) -0.10043(16) 0.0491(10) Uani 1 1 d . . .
H16 H 0.0916 -0.0010 -0.1168 0.059 Uiso 1 1 calc R . .
C17 C 0.01307(15) 0.0236(6) -0.13294(19) 0.0623(12) Uani 1 1 d . . .
H17 H 0.0034 -0.0304 -0.1705 0.075 Uiso 1 1 calc R . .
C18 C -0.02414(15) 0.0835(6) -0.1093(2) 0.0608(12) Uani 1 1 d . . .
H18 H -0.0598 0.0695 -0.1302 0.073 Uiso 1 1 calc R . .
C19 C -0.00923(13) 0.1662(5) -0.05352(18) 0.0488(10) Uani 1 1 d . . .
C20 C 0.04574(12) 0.1867(4) -0.02454(15) 0.0360(8) Uani 1 1 d . . .
C21 C 0.06289(12) 0.2783(4) 0.03143(15) 0.0354(8) Uani 1 1 d . . .
C22 C 0.02573(14) 0.3394(5) 0.05891(19) 0.0474(9) Uani 1 1 d . . .
C23 C 0.04446(16) 0.4258(5) 0.11383(19) 0.0564(10) Uani 1 1 d . . .
H23 H 0.0209 0.4645 0.1338 0.068 Uiso 1 1 calc R . .
C24 C 0.09717(16) 0.4535(5) 0.13811(18) 0.0536(10) Uani 1 1 d . . .
H24 H 0.1100 0.5128 0.1744 0.064 Uiso 1 1 calc R . .
C25 C 0.13170(15) 0.3914(4) 0.10771(16) 0.0422(8) Uani 1 1 d . . .
H25 H 0.1677 0.4124 0.1244 0.051 Uiso 1 1 calc R . .
C26 C -0.04577(14) 0.2296(6) -0.0243(2) 0.0591(12) Uani 1 1 d . . .
H26 H -0.0818 0.2147 -0.0429 0.071 Uiso 1 1 calc R . .
C27 C -0.02980(15) 0.3096(6) 0.0289(2) 0.0570(11) Uani 1 1 d . . .
H27 H -0.0548 0.3470 0.0471 0.068 Uiso 1 1 calc R . .


_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
Tb1 O5 2.296(2) 1_565 ?
Tb1 O1 2.338(2) . ?
Tb1 O2 2.339(2) 7 ?
Tb1 O3 2.342(2) 4 ?
Tb1 O6 2.365(2) 7_545 ?
Tb1 O1W 2.439(2) . ?
Tb1 N1 2.569(2) . ?
Tb1 N2 2.577(3) . ?
O1 C13 1.258(4) . ?
O2 C13 1.249(4) . ?
O2 Tb1 2.339(2) 7 ?
O3 C14 1.269(3) . ?
O3 Tb1 2.342(2) 4_545 ?
O4 C14 1.235(3) . ?
O5 C15 1.256(3) . ?
O5 Tb1 2.296(2) 1_545 ?
O6 C15 1.241(3) . ?
O6 Tb1 2.365(2) 7_545 ?
O1W H1WB 0.7763 . ?
O1W H1WA 0.7062 . ?
N1 C16 1.316(4) . ?
N1 C20 1.346(4) . ?
N2 C25 1.325(4) . ?
N2 C21 1.367(4) . ?
C1 C2 1.378(4) . ?
C1 C6 1.388(4) . ?
C1 C13 1.504(4) . ?
C2 C3 1.379(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.383(4) . ?
C5 C7 1.500(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.393(4) . ?
C7 C12 1.411(4) . ?
C8 C9 1.390(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(4) . ?
C9 C14 1.503(4) . ?
C10 C11 1.374(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(4) . ?
C11 H11 0.9300 . ?
C12 C15 1.507(4) . ?
C16 C17 1.394(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.346(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.419(4) . ?
C19 C26 1.425(6) . ?
C20 C21 1.429(5) . ?
C21 C22 1.405(5) . ?
C22 C23 1.392(6) . ?
C22 C27 1.446(5) . ?
C23 C24 1.358(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.396(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.331(6) . ?
C26 H26 0.9300 . ?
C27 H27 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
O5 Tb1 O1 74.86(8) 1_565 . ?
O5 Tb1 O2 79.16(8) 1_565 7 ?
O1 Tb1 O2 124.93(8) . 7 ?
O5 Tb1 O3 86.88(7) 1_565 4 ?
O1 Tb1 O3 82.00(8) . 4 ?
O2 Tb1 O3 143.83(8) 7 4 ?
O5 Tb1 O6 122.94(8) 1_565 7_545 ?
O1 Tb1 O6 82.18(8) . 7_545 ?
O2 Tb1 O6 72.74(8) 7 7_545 ?
O3 Tb1 O6 140.60(8) 4 7_545 ?
O5 Tb1 O1W 143.76(8) 1_565 . ?
O1 Tb1 O1W 73.07(8) . . ?
O2 Tb1 O1W 134.04(7) 7 . ?
O3 Tb1 O1W 72.42(7) 4 . ?
O6 Tb1 O1W 68.50(7) 7_545 . ?
O5 Tb1 N1 139.17(9) 1_565 . ?
O1 Tb1 N1 145.95(8) . . ?
O2 Tb1 N1 74.62(8) 7 . ?
O3 Tb1 N1 96.20(8) 4 . ?
O6 Tb1 N1 77.95(8) 7_545 . ?
O1W Tb1 N1 74.00(8) . . ?
O5 Tb1 N2 80.66(8) 1_565 . ?
O1 Tb1 N2 141.65(8) . . ?
O2 Tb1 N2 77.38(8) 7 . ?
O3 Tb1 N2 67.46(8) 4 . ?
O6 Tb1 N2 136.17(8) 7_545 . ?
O1W Tb1 N2 115.99(8) . . ?
N1 Tb1 N2 63.53(9) . . ?
C13 O1 Tb1 139.4(2) . . ?
C13 O2 Tb1 140.5(2) . 7 ?
C14 O3 Tb1 137.30(19) . 4_545 ?
C15 O5 Tb1 162.3(2) . 1_545 ?
C15 O6 Tb1 124.24(18) . 7_545 ?
Tb1 O1W H1WB 107.3 . . ?
Tb1 O1W H1WA 110.9 . . ?
H1WB O1W H1WA 101.9 . . ?
C16 N1 C20 117.9(3) . . ?
C16 N1 Tb1 122.2(2) . . ?
C20 N1 Tb1 119.7(2) . . ?
C25 N2 C21 117.6(3) . . ?
C25 N2 Tb1 122.4(2) . . ?
C21 N2 Tb1 118.7(2) . . ?
C2 C1 C6 119.7(3) . . ?
C2 C1 C13 119.7(3) . . ?
C6 C1 C13 120.6(3) . . ?
C1 C2 C3 119.5(3) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 118.4(3) . . ?
C4 C5 C7 118.8(3) . . ?
C6 C5 C7 122.8(3) . . ?
C5 C6 C1 121.1(3) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C8 C7 C12 117.9(3) . . ?
C8 C7 C5 117.3(3) . . ?
C12 C7 C5 124.7(3) . . ?
C9 C8 C7 122.4(3) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C10 C9 C8 118.6(3) . . ?
C10 C9 C14 119.9(3) . . ?
C8 C9 C14 121.5(3) . . ?
C11 C10 C9 120.0(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 121.9(3) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C7 119.0(3) . . ?
C11 C12 C15 116.1(3) . . ?
C7 C12 C15 124.8(3) . . ?
O2 C13 O1 125.7(3) . . ?
O2 C13 C1 117.3(3) . . ?
O1 C13 C1 117.0(3) . . ?
O4 C14 O3 125.5(3) . . ?
O4 C14 C9 118.0(3) . . ?
O3 C14 C9 116.5(3) . . ?
O6 C15 O5 123.9(3) . . ?
O6 C15 C12 119.0(2) . . ?
O5 C15 C12 116.9(3) . . ?
N1 C16 C17 123.4(4) . . ?
N1 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C18 C17 C16 119.2(4) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C20 117.3(4) . . ?
C18 C19 C26 123.8(3) . . ?
C20 C19 C26 118.9(4) . . ?
N1 C20 C19 122.3(3) . . ?
N1 C20 C21 118.5(3) . . ?
C19 C20 C21 119.2(3) . . ?
N2 C21 C22 122.0(3) . . ?
N2 C21 C20 117.7(3) . . ?
C22 C21 C20 120.2(3) . . ?
C23 C22 C21 118.0(3) . . ?
C23 C22 C27 123.4(4) . . ?
C21 C22 C27 118.6(4) . . ?
C24 C23 C22 119.8(4) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 118.9(4) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
N2 C25 C24 123.5(3) . . ?
N2 C25 H25 118.3 . . ?
C24 C25 H25 118.3 . . ?
C27 C26 C19 121.9(3) . . ?
C27 C26 H26 119.1 . . ?
C19 C26 H26 119.1 . . ?
C26 C27 C22 121.1(4) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.767
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.082
####################################################################### 
# 
# 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_sm
_database_code_depnum_ccdc_archive 'CCDC 1042931'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 N2 O7 Sm'
_chemical_formula_weight         631.78

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'
Sm Sm -0.1638 3.4418 '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                   26.5873(4)
_cell_length_b                   7.93790(10)
_cell_length_c                   23.1031(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.3840(10)
_cell_angle_gamma                90.00
_cell_volume                     4653.14(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7969
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      27.28

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2488
_exptl_absorpt_coefficient_mu    2.577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7474
_exptl_absorpt_correction_T_max  0.8012

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0566 before and 0.0270 after correction.' 
'The Ratio of minimum to maximum transmission is 0.7533.' 
'The λ/2 correction factor is 0.0015.'
;

_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            17298
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4568
_reflns_number_gt                3877
_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)+(0.0248P)²+4.9195P] 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         4568
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0245
_refine_ls_wR_factor_ref         0.0544
_refine_ls_wR_factor_gt          0.0505
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
Sm1 Sm 0.181128(6) 0.132830(18) 0.014701(6) 0.02364(6) Uani 1 1 d . . .
O1 O 0.26209(9) -0.0160(3) 0.04744(10) 0.0400(6) Uani 1 1 d . . .
O2 O 0.33525(9) 0.1228(3) 0.04796(10) 0.0394(6) Uani 1 1 d . . .
O3 O 0.33005(9) -0.4860(3) 0.39550(8) 0.0340(5) Uani 1 1 d . . .
O4 O 0.31543(9) -0.7629(3) 0.38961(9) 0.0373(5) Uani 1 1 d . . .
O5 O 0.24078(9) -0.6781(3) 0.07639(9) 0.0384(5) Uani 1 1 d . . .
O6 O 0.31585(9) -0.5477(3) 0.08397(9) 0.0365(5) Uani 1 1 d . . .
O1W O 0.16101(9) -0.1712(3) -0.00415(9) 0.0399(6) Uani 1 1 d . . .
H1WA H 0.1709 -0.2255 0.0283 0.060 Uiso 1 1 d R . .
H1WB H 0.1730 -0.2020 -0.0235 0.060 Uiso 1 1 d R . .
N1 N 0.08156(11) 0.1203(3) -0.04757(12) 0.0367(7) Uani 1 1 d . . .
N2 N 0.11500(11) 0.3043(3) 0.05609(12) 0.0348(6) Uani 1 1 d . . .
C1 C 0.34184(12) -0.0872(4) 0.12188(13) 0.0290(7) Uani 1 1 d . . .
C2 C 0.39345(14) -0.0480(5) 0.15062(16) 0.0460(9) Uani 1 1 d . . .
H2A H 0.4092 0.0429 0.1375 0.055 Uiso 1 1 calc R . .
C3 C 0.42196(15) -0.1439(5) 0.19909(18) 0.0595(12) Uani 1 1 d . . .
H3A H 0.4569 -0.1167 0.2190 0.071 Uiso 1 1 calc R . .
C4 C 0.39868(14) -0.2802(5) 0.21799(15) 0.0445(9) Uani 1 1 d . . .
H4A H 0.4182 -0.3451 0.2504 0.053 Uiso 1 1 calc R . .
C5 C 0.34696(12) -0.3212(4) 0.18942(12) 0.0273(7) Uani 1 1 d . . .
C6 C 0.31838(12) -0.2233(4) 0.14214(12) 0.0268(7) Uani 1 1 d . . .
H6A H 0.2830 -0.2477 0.1234 0.032 Uiso 1 1 calc R . .
C7 C 0.32351(11) -0.4713(4) 0.21184(12) 0.0256(7) Uani 1 1 d . . .
C8 C 0.33101(12) -0.4823(4) 0.27406(12) 0.0270(7) Uani 1 1 d . . .
H8A H 0.3493 -0.3967 0.2991 0.032 Uiso 1 1 calc R . .
C9 C 0.31210(12) -0.6166(3) 0.29998(12) 0.0269(7) Uani 1 1 d . . .
C10 C 0.28453(13) -0.7435(4) 0.26251(13) 0.0364(8) Uani 1 1 d . . .
H10A H 0.2729 -0.8368 0.2792 0.044 Uiso 1 1 calc R . .
C11 C 0.27439(13) -0.7316(4) 0.20073(13) 0.0345(8) Uani 1 1 d . . .
H11A H 0.2543 -0.8145 0.1759 0.041 Uiso 1 1 calc R . .
C12 C 0.29357(12) -0.5980(4) 0.17453(12) 0.0256(7) Uani 1 1 d . . .
C13 C 0.31043(13) 0.0152(4) 0.06852(13) 0.0303(7) Uani 1 1 d . . .
C14 C 0.31984(12) -0.6242(4) 0.36676(12) 0.0255(7) Uani 1 1 d . . .
C15 C 0.28238(12) -0.6057(4) 0.10661(12) 0.0270(7) Uani 1 1 d . . .
C16 C 0.06509(15) 0.0413(5) -0.09989(16) 0.0513(10) Uani 1 1 d . . .
H16A H 0.0902 -0.0039 -0.1162 0.062 Uiso 1 1 calc R . .
C17 C 0.01232(17) 0.0220(6) -0.13198(19) 0.0656(12) Uani 1 1 d . . .
H17A H 0.0025 -0.0325 -0.1693 0.079 Uiso 1 1 calc R . .
C18 C -0.02462(17) 0.0836(6) -0.1082(2) 0.0644(12) Uani 1 1 d . . .
H18A H -0.0602 0.0701 -0.1290 0.077 Uiso 1 1 calc R . .
C19 C -0.00955(15) 0.1668(5) -0.05301(18) 0.0495(10) Uani 1 1 d . . .
C20 C 0.04469(13) 0.1875(4) -0.02441(15) 0.0379(8) Uani 1 1 d . . .
C21 C 0.06234(13) 0.2792(4) 0.03145(15) 0.0357(8) Uani 1 1 d . . .
C22 C 0.02486(15) 0.3392(4) 0.05844(18) 0.0471(9) Uani 1 1 d . . .
C23 C 0.04421(18) 0.4260(5) 0.11310(19) 0.0608(12) Uani 1 1 d . . .
H23A H 0.0209 0.4654 0.1331 0.073 Uiso 1 1 calc R . .
C24 C 0.09656(18) 0.4534(5) 0.13739(18) 0.0574(11) Uani 1 1 d . . .
H24A H 0.1093 0.5130 0.1735 0.069 Uiso 1 1 calc R . .
C25 C 0.13114(15) 0.3908(4) 0.10747(15) 0.0428(9) Uani 1 1 d . . .
H25A H 0.1670 0.4107 0.1243 0.051 Uiso 1 1 calc R . .
C26 C -0.04606(15) 0.2301(5) -0.0238(2) 0.0622(12) Uani 1 1 d . . .
H26A H -0.0820 0.2144 -0.0422 0.075 Uiso 1 1 calc R . .
C27 C -0.02998(16) 0.3111(5) 0.0291(2) 0.0605(11) Uani 1 1 d . . .
H27A H -0.0547 0.3498 0.0471 0.073 Uiso 1 1 calc R . .


_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
Sm1 O5 2.334(2) 1_565 ?
Sm1 O1 2.372(2) . ?
Sm1 O3 2.3771(18) 4 ?
Sm1 O2 2.382(2) 7 ?
Sm1 O6 2.4020(18) 7_545 ?
Sm1 O1W 2.482(2) . ?
Sm1 N1 2.610(3) . ?
Sm1 N2 2.620(3) . ?
O1 C13 1.256(4) . ?
O2 C13 1.256(3) . ?
O2 Sm1 2.382(2) 7 ?
O3 C14 1.269(3) . ?
O3 Sm1 2.3771(18) 4_545 ?
O4 C14 1.242(3) . ?
O5 C15 1.257(3) . ?
O5 Sm1 2.334(2) 1_545 ?
O6 C15 1.247(3) . ?
O6 Sm1 2.4020(18) 7_545 ?
O1W H1WA 0.8364 . ?
O1W H1WB 0.6687 . ?
N1 C16 1.315(4) . ?
N1 C20 1.358(4) . ?
N2 C25 1.327(4) . ?
N2 C21 1.359(4) . ?
C1 C2 1.370(4) . ?
C1 C6 1.396(4) . ?
C1 C13 1.504(4) . ?
C2 C3 1.378(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.381(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.375(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.370(4) . ?
C5 C7 1.507(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.394(4) . ?
C7 C12 1.407(4) . ?
C8 C9 1.388(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.386(4) . ?
C9 C14 1.496(4) . ?
C10 C11 1.374(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.391(4) . ?
C11 H11A 0.9300 . ?
C12 C15 1.509(4) . ?
C16 C17 1.386(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.351(6) . ?
C17 H17A 0.9300 . ?
C18 C19 1.385(6) . ?
C18 H18A 0.9300 . ?
C19 C20 1.405(5) . ?
C19 C26 1.428(5) . ?
C20 C21 1.433(5) . ?
C21 C22 1.407(4) . ?
C22 C23 1.395(6) . ?
C22 C27 1.430(6) . ?
C23 C24 1.354(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.396(5) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.334(6) . ?
C26 H26A 0.9300 . ?
C27 H27A 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
O5 Sm1 O1 74.89(8) 1_565 . ?
O5 Sm1 O3 87.79(7) 1_565 4 ?
O1 Sm1 O3 82.08(7) . 4 ?
O5 Sm1 O2 79.33(7) 1_565 7 ?
O1 Sm1 O2 125.67(7) . 7 ?
O3 Sm1 O2 143.69(7) 4 7 ?
O5 Sm1 O6 123.44(7) 1_565 7_545 ?
O1 Sm1 O6 82.99(8) . 7_545 ?
O3 Sm1 O6 139.91(7) 4 7_545 ?
O2 Sm1 O6 72.80(7) 7 7_545 ?
O5 Sm1 O1W 143.49(8) 1_565 . ?
O1 Sm1 O1W 72.49(8) . . ?
O3 Sm1 O1W 71.99(6) 4 . ?
O2 Sm1 O1W 134.01(7) 7 . ?
O6 Sm1 O1W 68.06(7) 7_545 . ?
O5 Sm1 N1 138.87(8) 1_565 . ?
O1 Sm1 N1 146.21(8) . . ?
O3 Sm1 N1 95.47(8) 4 . ?
O2 Sm1 N1 74.03(8) 7 . ?
O6 Sm1 N1 77.42(8) 7_545 . ?
O1W Sm1 N1 74.72(8) . . ?
O5 Sm1 N2 81.42(8) 1_565 . ?
O1 Sm1 N2 141.84(8) . . ?
O3 Sm1 N2 67.36(7) 4 . ?
O2 Sm1 N2 77.17(8) 7 . ?
O6 Sm1 N2 135.16(8) 7_545 . ?
O1W Sm1 N2 115.87(8) . . ?
N1 Sm1 N2 62.62(8) . . ?
C13 O1 Sm1 138.7(2) . . ?
C13 O2 Sm1 139.7(2) . 7 ?
C14 O3 Sm1 137.45(17) . 4_545 ?
C15 O5 Sm1 163.3(2) . 1_545 ?
C15 O6 Sm1 121.63(18) . 7_545 ?
Sm1 O1W H1WA 110.5 . . ?
Sm1 O1W H1WB 110.6 . . ?
H1WA O1W H1WB 109.1 . . ?
C16 N1 C20 117.9(3) . . ?
C16 N1 Sm1 121.9(2) . . ?
C20 N1 Sm1 120.0(2) . . ?
C25 N2 C21 117.9(3) . . ?
C25 N2 Sm1 121.5(2) . . ?
C21 N2 Sm1 119.4(2) . . ?
C2 C1 C6 119.7(3) . . ?
C2 C1 C13 120.3(3) . . ?
C6 C1 C13 119.9(3) . . ?
C1 C2 C3 119.8(3) . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 H2A 120.1 . . ?
C2 C3 C4 120.0(3) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 C7 122.3(3) . . ?
C4 C5 C7 118.6(3) . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 H6A 119.7 . . ?
C1 C6 H6A 119.7 . . ?
C8 C7 C12 117.9(3) . . ?
C8 C7 C5 117.3(3) . . ?
C12 C7 C5 124.9(2) . . ?
C9 C8 C7 122.3(3) . . ?
C9 C8 H8A 118.8 . . ?
C7 C8 H8A 118.8 . . ?
C10 C9 C8 118.7(2) . . ?
C10 C9 C14 119.9(3) . . ?
C8 C9 C14 121.3(3) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10A 120.0 . . ?
C9 C10 H10A 120.0 . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 H11A 119.3 . . ?
C12 C11 H11A 119.3 . . ?
C11 C12 C7 119.5(2) . . ?
C11 C12 C15 116.0(2) . . ?
C7 C12 C15 124.5(2) . . ?
O2 C13 O1 125.5(3) . . ?
O2 C13 C1 116.9(3) . . ?
O1 C13 C1 117.7(3) . . ?
O4 C14 O3 125.2(2) . . ?
O4 C14 C9 118.2(2) . . ?
O3 C14 C9 116.6(2) . . ?
O6 C15 O5 123.7(2) . . ?
O6 C15 C12 118.5(3) . . ?
O5 C15 C12 117.6(2) . . ?
N1 C16 C17 123.4(4) . . ?
N1 C16 H16A 118.3 . . ?
C17 C16 H16A 118.3 . . ?
C18 C17 C16 119.0(4) . . ?
C18 C17 H17A 120.5 . . ?
C16 C17 H17A 120.5 . . ?
C17 C18 C19 120.1(4) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C18 C19 C20 117.6(4) . . ?
C18 C19 C26 123.5(4) . . ?
C20 C19 C26 118.9(4) . . ?
N1 C20 C19 121.9(3) . . ?
N1 C20 C21 118.3(3) . . ?
C19 C20 C21 119.8(3) . . ?
N2 C21 C22 122.8(3) . . ?
N2 C21 C20 118.1(3) . . ?
C22 C21 C20 119.1(3) . . ?
C23 C22 C21 116.7(4) . . ?
C23 C22 C27 123.7(4) . . ?
C21 C22 C27 119.6(4) . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
C23 C24 C25 119.0(4) . . ?
C23 C24 H24A 120.5 . . ?
C25 C24 H24A 120.5 . . ?
N2 C25 C24 122.8(4) . . ?
N2 C25 H25A 118.6 . . ?
C24 C25 H25A 118.6 . . ?
C27 C26 C19 121.7(4) . . ?
C27 C26 H26A 119.2 . . ?
C19 C26 H26A 119.2 . . ?
C26 C27 C22 120.8(4) . . ?
C26 C27 H27A 119.6 . . ?
C22 C27 H27A 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.779
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.084
####################################################################### 
# 
# 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_eum
_database_code_depnum_ccdc_archive 'CCDC 1042932'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 Eu N2 O7'
_chemical_formula_weight         633.39

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'
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   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                   26.5642(9)
_cell_length_b                   7.9347(3)
_cell_length_c                   23.0722(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.415(2)
_cell_angle_gamma                90.00
_cell_volume                     4640.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4685
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      24.30

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2496
_exptl_absorpt_coefficient_mu    2.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7514
_exptl_absorpt_correction_T_max  0.8096

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0556 before and 0.0365 after correction.' 
'The Ratio of minimum to maximum transmission is 0.8161.' 
'The λ/2 correction factor is 0.0015.'
;
_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            17991
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4554
_reflns_number_gt                3697
_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)+(0.0241P)²+5.2322P] 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         4554
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0609
_refine_ls_wR_factor_gt          0.0562
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.180921(7) 0.13311(2) 0.014734(7) 0.02306(7) Uani 1 1 d . . .
O1 O 0.26177(11) -0.0147(4) 0.04723(12) 0.0401(7) Uani 1 1 d . . .
O2 O 0.33488(11) 0.1229(3) 0.04735(12) 0.0373(7) Uani 1 1 d . . .
O3 O 0.33014(11) -0.4855(3) 0.39569(11) 0.0339(7) Uani 1 1 d . . .
O4 O 0.31582(11) -0.7627(3) 0.39028(11) 0.0359(7) Uani 1 1 d . . .
O5 O 0.24019(11) -0.6793(3) 0.07649(11) 0.0381(7) Uani 1 1 d . . .
O6 O 0.31534(11) -0.5495(4) 0.08345(11) 0.0351(7) Uani 1 1 d . . .
O1W O 0.16042(11) -0.1691(3) -0.00454(11) 0.0376(7) Uani 1 1 d . . .
H1WA H 0.1698 -0.2214 0.0291 0.056 Uiso 1 1 d R . .
H1WB H 0.1831 -0.1977 -0.0216 0.056 Uiso 1 1 d R . .
N1 N 0.08190(12) 0.1209(4) -0.04747(14) 0.0344(8) Uani 1 1 d . . .
N2 N 0.11539(13) 0.3047(4) 0.05651(14) 0.0332(8) Uani 1 1 d . . .
C1 C 0.34123(15) -0.0865(5) 0.12136(16) 0.0299(9) Uani 1 1 d . . .
C2 C 0.39342(17) -0.0465(6) 0.15022(19) 0.0439(11) Uani 1 1 d . . .
H2A H 0.4092 0.0444 0.1371 0.053 Uiso 1 1 calc R . .
C3 C 0.42179(18) -0.1436(6) 0.1989(2) 0.0554(14) Uani 1 1 d . . .
H3A H 0.4567 -0.1164 0.2192 0.066 Uiso 1 1 calc R . .
C4 C 0.39854(16) -0.2803(6) 0.21733(18) 0.0431(11) Uani 1 1 d . . .
H4A H 0.4183 -0.3463 0.2494 0.052 Uiso 1 1 calc R . .
C5 C 0.34640(15) -0.3209(5) 0.18899(15) 0.0246(8) Uani 1 1 d . . .
C6 C 0.31830(15) -0.2231(5) 0.14168(16) 0.0271(9) Uani 1 1 d . . .
H6A H 0.2830 -0.2483 0.1226 0.033 Uiso 1 1 calc R . .
C7 C 0.32341(14) -0.4717(5) 0.21184(16) 0.0245(8) Uani 1 1 d . . .
C8 C 0.33121(14) -0.4833(5) 0.27434(15) 0.0258(8) Uani 1 1 d . . .
H8A H 0.3498 -0.3980 0.2994 0.031 Uiso 1 1 calc R . .
C9 C 0.31252(14) -0.6161(5) 0.30020(15) 0.0253(8) Uani 1 1 d . . .
C10 C 0.28477(16) -0.7445(5) 0.26292(16) 0.0345(10) Uani 1 1 d . . .
H10A H 0.2733 -0.8378 0.2799 0.041 Uiso 1 1 calc R . .
C11 C 0.27430(16) -0.7330(5) 0.20074(16) 0.0347(10) Uani 1 1 d . . .
H11A H 0.2542 -0.8163 0.1760 0.042 Uiso 1 1 calc R . .
C12 C 0.29331(14) -0.5988(5) 0.17439(15) 0.0260(8) Uani 1 1 d . . .
C13 C 0.31003(16) 0.0161(5) 0.06787(17) 0.0303(9) Uani 1 1 d . . .
C14 C 0.32001(13) -0.6238(5) 0.36717(15) 0.0247(8) Uani 1 1 d . . .
C15 C 0.28173(15) -0.6067(5) 0.10615(16) 0.0275(9) Uani 1 1 d . . .
C16 C 0.06553(18) 0.0411(6) -0.1004(2) 0.0492(12) Uani 1 1 d . . .
H16A H 0.0906 -0.0040 -0.1169 0.059 Uiso 1 1 calc R . .
C17 C 0.01249(19) 0.0227(7) -0.1321(2) 0.0624(15) Uani 1 1 d . . .
H17A H 0.0025 -0.0314 -0.1696 0.075 Uiso 1 1 calc R . .
C18 C -0.0245(2) 0.0831(7) -0.1086(2) 0.0612(15) Uani 1 1 d . . .
H18A H -0.0601 0.0690 -0.1296 0.073 Uiso 1 1 calc R . .
C19 C -0.00994(17) 0.1666(6) -0.0530(2) 0.0478(12) Uani 1 1 d . . .
C20 C 0.04500(16) 0.1868(5) -0.02453(19) 0.0366(10) Uani 1 1 d . . .
C21 C 0.06229(16) 0.2781(5) 0.03141(19) 0.0360(10) Uani 1 1 d . . .
C22 C 0.02511(18) 0.3399(6) 0.0588(2) 0.0463(12) Uani 1 1 d . . .
C23 C 0.0445(2) 0.4264(6) 0.1137(2) 0.0575(14) Uani 1 1 d . . .
H23A H 0.0213 0.4652 0.1339 0.069 Uiso 1 1 calc R . .
C24 C 0.0967(2) 0.4540(6) 0.1376(2) 0.0551(13) Uani 1 1 d . . .
H24A H 0.1096 0.5142 0.1736 0.066 Uiso 1 1 calc R . .
C25 C 0.13133(18) 0.3909(5) 0.10765(19) 0.0398(10) Uani 1 1 d . . .
H25A H 0.1673 0.4106 0.1246 0.048 Uiso 1 1 calc R . .
C26 C -0.04620(19) 0.2305(7) -0.0241(3) 0.0594(14) Uani 1 1 d . . .
H26A H -0.0822 0.2163 -0.0428 0.071 Uiso 1 1 calc R . .
C27 C -0.03029(18) 0.3101(7) 0.0290(3) 0.0584(14) Uani 1 1 d . . .
H27A H -0.0551 0.3471 0.0472 0.070 Uiso 1 1 calc R . .


_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 O5 2.320(3) 1_565 ?
Eu1 O1 2.363(3) . ?
Eu1 O3 2.368(2) 4 ?
Eu1 O2 2.370(3) 7 ?
Eu1 O6 2.391(2) 7_545 ?
Eu1 O1W 2.469(3) . ?
Eu1 N1 2.594(3) . ?
Eu1 N2 2.611(3) . ?
Eu1 C15 3.235(3) 7_545 ?
Eu1 Eu1 4.3435(4) 7 ?
Eu1 H1WB 2.7613 . ?
O1 C13 1.251(4) . ?
O2 C13 1.251(4) . ?
O2 Eu1 2.370(3) 7 ?
O3 C14 1.266(4) . ?
O3 Eu1 2.368(2) 4_545 ?
O4 C14 1.243(4) . ?
O5 C15 1.251(4) . ?
O5 Eu1 2.320(3) 1_545 ?
O6 C15 1.248(4) . ?
O6 Eu1 2.391(2) 7_545 ?
O1W H1WA 0.8498 . ?
O1W H1WB 0.8434 . ?
N1 C16 1.328(5) . ?
N1 C20 1.351(5) . ?
N2 C25 1.319(5) . ?
N2 C21 1.372(5) . ?
C1 C2 1.383(5) . ?
C1 C6 1.392(5) . ?
C1 C13 1.503(5) . ?
C2 C3 1.384(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.377(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.381(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.365(5) . ?
C5 C7 1.508(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.397(5) . ?
C7 C12 1.411(5) . ?
C8 C9 1.375(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.393(5) . ?
C9 C14 1.499(5) . ?
C10 C11 1.380(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.394(5) . ?
C11 H11A 0.9300 . ?
C12 C15 1.513(5) . ?
C15 Eu1 3.235(3) 7_545 ?
C16 C17 1.387(6) . ?
C16 H16A 0.9300 . ?
C17 C18 1.347(7) . ?
C17 H17A 0.9300 . ?
C18 C19 1.390(7) . ?
C18 H18A 0.9300 . ?
C19 C20 1.419(6) . ?
C19 C26 1.420(7) . ?
C20 C21 1.431(6) . ?
C21 C22 1.410(6) . ?
C22 C23 1.397(7) . ?
C22 C27 1.445(7) . ?
C23 C24 1.348(7) . ?
C23 H23A 0.9300 . ?
C24 C25 1.398(6) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.330(7) . ?
C26 H26A 0.9300 . ?
C27 H27A 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
O5 Eu1 O1 74.84(10) 1_565 . ?
O5 Eu1 O3 87.58(9) 1_565 4 ?
O1 Eu1 O3 82.20(9) . 4 ?
O5 Eu1 O2 79.16(9) 1_565 7 ?
O1 Eu1 O2 125.23(9) . 7 ?
O3 Eu1 O2 143.76(9) 4 7 ?
O5 Eu1 O6 123.17(9) 1_565 7_545 ?
O1 Eu1 O6 82.61(10) . 7_545 ?
O3 Eu1 O6 140.15(9) 4 7_545 ?
O2 Eu1 O6 72.79(9) 7 7_545 ?
O5 Eu1 O1W 143.72(10) 1_565 . ?
O1 Eu1 O1W 72.89(10) . . ?
O3 Eu1 O1W 72.12(8) 4 . ?
O2 Eu1 O1W 134.00(9) 7 . ?
O6 Eu1 O1W 68.24(9) 7_545 . ?
O5 Eu1 N1 138.86(11) 1_565 . ?
O1 Eu1 N1 146.27(10) . . ?
O3 Eu1 N1 95.62(10) 4 . ?
O2 Eu1 N1 74.29(10) 7 . ?
O6 Eu1 N1 77.77(10) 7_545 . ?
O1W Eu1 N1 74.43(10) . . ?
O5 Eu1 N2 80.99(10) 1_565 . ?
O1 Eu1 N2 141.68(10) . . ?
O3 Eu1 N2 67.33(9) 4 . ?
O2 Eu1 N2 77.29(10) 7 . ?
O6 Eu1 N2 135.71(10) 7_545 . ?
O1W Eu1 N2 115.94(10) . . ?
N1 Eu1 N2 63.00(10) . . ?
O5 Eu1 C15 104.14(9) 1_565 7_545 ?
O1 Eu1 C15 75.95(9) . 7_545 ?
O3 Eu1 C15 151.28(9) 4 7_545 ?
O2 Eu1 C15 64.93(9) 7 7_545 ?
O6 Eu1 C15 19.03(9) 7_545 7_545 ?
O1W Eu1 C15 83.67(9) . 7_545 ?
N1 Eu1 C15 92.43(10) . 7_545 ?
N2 Eu1 C15 139.68(10) . 7_545 ?
O5 Eu1 Eu1 51.11(7) 1_565 7 ?
O1 Eu1 Eu1 62.06(7) . 7 ?
O3 Eu1 Eu1 129.63(7) 4 7 ?
O2 Eu1 Eu1 64.00(7) 7 7 ?
O6 Eu1 Eu1 72.16(6) 7_545 7 ?
O1W Eu1 Eu1 122.52(6) . 7 ?
N1 Eu1 Eu1 133.93(7) . 7 ?
N2 Eu1 Eu1 121.53(7) . 7 ?
C15 Eu1 Eu1 53.21(7) 7_545 7 ?
O5 Eu1 H1WB 136.4 1_565 . ?
O1 Eu1 H1WB 61.6 . . ?
O3 Eu1 H1WB 84.6 4 . ?
O2 Eu1 H1WB 127.5 7 . ?
O6 Eu1 H1WB 55.8 7_545 . ?
O1W Eu1 H1WB 17.4 . . ?
N1 Eu1 H1WB 84.6 . . ?
N2 Eu1 H1WB 133.2 . . ?
C15 Eu1 H1WB 68.7 7_545 . ?
Eu1 Eu1 H1WB 105.2 7 . ?
C13 O1 Eu1 139.0(3) . . ?
C13 O2 Eu1 139.8(3) . 7 ?
C14 O3 Eu1 137.3(2) . 4_545 ?
C15 O5 Eu1 163.0(3) . 1_545 ?
C15 O6 Eu1 122.3(2) . 7_545 ?
Eu1 O1W H1WA 108.7 . . ?
Eu1 O1W H1WB 101.3 . . ?
H1WA O1W H1WB 103.8 . . ?
C16 N1 C20 117.9(4) . . ?
C16 N1 Eu1 121.7(3) . . ?
C20 N1 Eu1 120.2(3) . . ?
C25 N2 C21 118.1(4) . . ?
C25 N2 Eu1 122.0(3) . . ?
C21 N2 Eu1 118.6(3) . . ?
C2 C1 C6 119.5(4) . . ?
C2 C1 C13 119.9(4) . . ?
C6 C1 C13 120.6(4) . . ?
C1 C2 C3 119.1(4) . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 H2A 120.4 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C3 C4 C5 121.1(4) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C6 C5 C4 118.5(4) . . ?
C6 C5 C7 123.3(3) . . ?
C4 C5 C7 118.2(3) . . ?
C5 C6 C1 121.5(4) . . ?
C5 C6 H6A 119.2 . . ?
C1 C6 H6A 119.2 . . ?
C8 C7 C12 117.8(3) . . ?
C8 C7 C5 117.6(3) . . ?
C12 C7 C5 124.6(3) . . ?
C9 C8 C7 122.5(3) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
C8 C9 C10 119.0(3) . . ?
C8 C9 C14 121.7(3) . . ?
C10 C9 C14 119.3(3) . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H10A 120.1 . . ?
C9 C10 H10A 120.1 . . ?
C10 C11 C12 121.1(4) . . ?
C10 C11 H11A 119.4 . . ?
C12 C11 H11A 119.4 . . ?
C11 C12 C7 119.5(3) . . ?
C11 C12 C15 115.8(3) . . ?
C7 C12 C15 124.7(3) . . ?
O1 C13 O2 125.8(4) . . ?
O1 C13 C1 117.2(3) . . ?
O2 C13 C1 117.0(4) . . ?
O4 C14 O3 125.3(3) . . ?
O4 C14 C9 118.5(3) . . ?
O3 C14 C9 116.2(3) . . ?
O6 C15 O5 124.2(3) . . ?
O6 C15 C12 118.3(3) . . ?
O5 C15 C12 117.4(3) . . ?
O6 C15 Eu1 38.66(17) . 7_545 ?
O5 C15 Eu1 86.9(2) . 7_545 ?
C12 C15 Eu1 151.8(2) . 7_545 ?
N1 C16 C17 122.4(5) . . ?
N1 C16 H16A 118.8 . . ?
C17 C16 H16A 118.8 . . ?
C18 C17 C16 119.9(5) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C17 C18 C19 120.4(5) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C18 C19 C20 116.4(4) . . ?
C18 C19 C26 124.2(5) . . ?
C20 C19 C26 119.4(5) . . ?
N1 C20 C19 122.7(4) . . ?
N1 C20 C21 118.4(4) . . ?
C19 C20 C21 118.9(4) . . ?
N2 C21 C22 121.8(4) . . ?
N2 C21 C20 118.1(4) . . ?
C22 C21 C20 120.1(4) . . ?
C23 C22 C21 117.4(4) . . ?
C23 C22 C27 124.0(5) . . ?
C21 C22 C27 118.7(5) . . ?
C24 C23 C22 120.4(4) . . ?
C24 C23 H23A 119.8 . . ?
C22 C23 H23A 119.8 . . ?
C23 C24 C25 119.2(5) . . ?
C23 C24 H24A 120.4 . . ?
C25 C24 H24A 120.4 . . ?
N2 C25 C24 123.1(4) . . ?
N2 C25 H25A 118.5 . . ?
C24 C25 H25A 118.5 . . ?
C27 C26 C19 122.0(5) . . ?
C27 C26 H26A 119.0 . . ?
C19 C26 H26A 119.0 . . ?
C26 C27 C22 120.9(5) . . ?
C26 C27 H27A 119.6 . . ?
C22 C27 H27A 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.103
####################################################################### 
# 
# 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_nd
_database_code_depnum_ccdc_archive 'CCDC 1042933'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 N2 Nd O7'
_chemical_formula_weight         625.67

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'
Nd Nd -0.1943 3.0179 '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                   26.6409(13)
_cell_length_b                   7.9552(4)
_cell_length_c                   23.1863(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.432(3)
_cell_angle_gamma                90.00
_cell_volume                     4688.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2917
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      23.62

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2472
_exptl_absorpt_coefficient_mu    2.267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8050
_exptl_absorpt_correction_T_max  0.8760

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0615 before and 0.0311 after correction.' 
'The Ratio of minimum to maximum transmission is 0.8282.' 
'The λ/2 correction factor is 0.0015.'
;

_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            17565
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0627
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4602
_reflns_number_gt                3364
_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)+(0.0256P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4602
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0692
_refine_ls_wR_factor_gt          0.0614
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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
Nd1 Nd 0.181561(9) 0.13194(3) 0.014731(9) 0.02559(9) Uani 1 1 d . . .
O1 O 0.26343(12) -0.0176(4) 0.04782(14) 0.0412(8) Uani 1 1 d . . .
O2 O 0.33634(12) 0.1227(4) 0.04931(13) 0.0415(8) Uani 1 1 d . . .
O3 O 0.33039(12) -0.4884(4) 0.39508(12) 0.0359(8) Uani 1 1 d . . .
O4 O 0.31515(12) -0.7640(4) 0.38880(12) 0.0382(8) Uani 1 1 d . . .
O5 O 0.24225(12) -0.6764(4) 0.07590(13) 0.0418(8) Uani 1 1 d . . .
O6 O 0.31692(12) -0.5446(4) 0.08506(12) 0.0397(8) Uani 1 1 d . . .
O1W O 0.16197(12) -0.1763(4) -0.00366(12) 0.0421(8) Uani 1 1 d . . .
H1WA H 0.1715 -0.2270 0.0301 0.063 Uiso 1 1 d R . .
H1WB H 0.1855 -0.2033 -0.0196 0.063 Uiso 1 1 d R . .
N1 N 0.08085(14) 0.1198(5) -0.04721(16) 0.0381(10) Uani 1 1 d . . .
N2 N 0.11465(15) 0.3038(5) 0.05631(16) 0.0375(10) Uani 1 1 d . . .
C1 C 0.34252(17) -0.0864(5) 0.12338(18) 0.0298(11) Uani 1 1 d . . .
C2 C 0.39447(19) -0.0474(7) 0.1521(2) 0.0464(14) Uani 1 1 d . . .
H2A H 0.4104 0.0432 0.1392 0.056 Uiso 1 1 calc R . .
C3 C 0.42231(19) -0.1439(7) 0.2001(2) 0.0605(16) Uani 1 1 d . . .
H3A H 0.4571 -0.1168 0.2204 0.073 Uiso 1 1 calc R . .
C4 C 0.39912(18) -0.2814(7) 0.2187(2) 0.0479(14) Uani 1 1 d . . .
H4A H 0.4187 -0.3474 0.2506 0.058 Uiso 1 1 calc R . .
C5 C 0.34715(16) -0.3210(5) 0.19004(17) 0.0274(10) Uani 1 1 d . . .
C6 C 0.31891(17) -0.2231(6) 0.14296(18) 0.0292(10) Uani 1 1 d . . .
H6A H 0.2837 -0.2476 0.1238 0.035 Uiso 1 1 calc R . .
C7 C 0.32397(16) -0.4706(5) 0.21233(17) 0.0262(10) Uani 1 1 d . . .
C8 C 0.33092(16) -0.4829(5) 0.27417(18) 0.0287(11) Uani 1 1 d . . .
H8A H 0.3490 -0.3977 0.2994 0.034 Uiso 1 1 calc R . .
C9 C 0.31203(16) -0.6167(6) 0.29936(17) 0.0287(10) Uani 1 1 d . . .
C10 C 0.28454(17) -0.7431(6) 0.26209(18) 0.0358(12) Uani 1 1 d . . .
H10A H 0.2731 -0.8365 0.2787 0.043 Uiso 1 1 calc R . .
C11 C 0.27413(17) -0.7304(6) 0.20011(18) 0.0373(12) Uani 1 1 d . . .
H11A H 0.2536 -0.8117 0.1751 0.045 Uiso 1 1 calc R . .
C12 C 0.29408(15) -0.5974(6) 0.17477(17) 0.0280(11) Uani 1 1 d . . .
C13 C 0.31166(18) 0.0153(6) 0.06936(19) 0.0303(11) Uani 1 1 d . . .
C14 C 0.31976(15) -0.6265(6) 0.36614(17) 0.0268(10) Uani 1 1 d . . .
C15 C 0.28307(17) -0.6041(5) 0.10668(18) 0.0294(10) Uani 1 1 d . . .
C16 C 0.0636(2) 0.0396(7) -0.0995(2) 0.0547(15) Uani 1 1 d . . .
H16A H 0.0884 -0.0074 -0.1157 0.066 Uiso 1 1 calc R . .
C17 C 0.0111(2) 0.0219(8) -0.1312(3) 0.0686(18) Uani 1 1 d . . .
H17A H 0.0012 -0.0322 -0.1684 0.082 Uiso 1 1 calc R . .
C18 C -0.0257(2) 0.0833(8) -0.1078(3) 0.0664(18) Uani 1 1 d . . .
H18A H -0.0613 0.0702 -0.1285 0.080 Uiso 1 1 calc R . .
C19 C -0.0103(2) 0.1668(7) -0.0523(3) 0.0518(15) Uani 1 1 d . . .
C20 C 0.04430(18) 0.1872(6) -0.0237(2) 0.0387(12) Uani 1 1 d . . .
C21 C 0.06167(19) 0.2784(6) 0.0314(2) 0.0390(12) Uani 1 1 d . . .
C22 C 0.0248(2) 0.3412(7) 0.0588(2) 0.0495(14) Uani 1 1 d . . .
C23 C 0.0446(2) 0.4264(7) 0.1134(3) 0.0640(17) Uani 1 1 d . . .
H23A H 0.0215 0.4654 0.1335 0.077 Uiso 1 1 calc R . .
C24 C 0.0965(2) 0.4535(7) 0.1374(3) 0.0597(16) Uani 1 1 d . . .
H24A H 0.1095 0.5126 0.1734 0.072 Uiso 1 1 calc R . .
C25 C 0.1308(2) 0.3903(6) 0.1068(2) 0.0465(13) Uani 1 1 d . . .
H25A H 0.1666 0.4107 0.1231 0.056 Uiso 1 1 calc R . .
C26 C -0.0461(2) 0.2316(8) -0.0235(3) 0.0629(17) Uani 1 1 d . . .
H26A H -0.0820 0.2171 -0.0419 0.075 Uiso 1 1 calc R . .
C27 C -0.0301(2) 0.3129(8) 0.0291(3) 0.0649(18) Uani 1 1 d . . .
H27A H -0.0549 0.3518 0.0469 0.078 Uiso 1 1 calc R . .


_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
Nd1 O5 2.361(3) 1_565 ?
Nd1 O1 2.400(3) . ?
Nd1 O3 2.406(3) 4 ?
Nd1 O2 2.412(3) 7 ?
Nd1 O6 2.428(3) 7_545 ?
Nd1 O1W 2.517(3) . ?
Nd1 N1 2.638(4) . ?
Nd1 N2 2.647(4) . ?
O1 C13 1.259(5) . ?
O2 C13 1.249(5) . ?
O2 Nd1 2.412(3) 7 ?
O3 C14 1.274(5) . ?
O3 Nd1 2.406(3) 4_545 ?
O4 C14 1.235(5) . ?
O5 C15 1.248(5) . ?
O5 Nd1 2.361(3) 1_545 ?
O6 C15 1.249(5) . ?
O6 Nd1 2.428(3) 7_545 ?
O1W H1WA 0.8484 . ?
O1W H1WB 0.8454 . ?
N1 C16 1.324(6) . ?
N1 C20 1.361(6) . ?
N2 C25 1.315(6) . ?
N2 C21 1.371(6) . ?
C1 C2 1.380(6) . ?
C1 C6 1.398(6) . ?
C1 C13 1.511(6) . ?
C2 C3 1.372(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.387(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.381(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.368(5) . ?
C5 C7 1.502(6) . ?
C6 H6A 0.9300 . ?
C7 C8 1.393(5) . ?
C7 C12 1.412(6) . ?
C8 C9 1.380(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.383(6) . ?
C9 C14 1.502(5) . ?
C10 C11 1.383(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.391(6) . ?
C11 H11A 0.9300 . ?
C12 C15 1.518(5) . ?
C16 C17 1.379(7) . ?
C16 H16A 0.9300 . ?
C17 C18 1.347(8) . ?
C17 H17A 0.9300 . ?
C18 C19 1.395(8) . ?
C18 H18A 0.9300 . ?
C19 C26 1.415(7) . ?
C19 C20 1.416(6) . ?
C20 C21 1.421(6) . ?
C21 C22 1.411(6) . ?
C22 C23 1.393(7) . ?
C22 C27 1.436(7) . ?
C23 C24 1.346(7) . ?
C23 H23A 0.9300 . ?
C24 C25 1.406(6) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.333(8) . ?
C26 H26A 0.9300 . ?
C27 H27A 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
O5 Nd1 O1 74.62(11) 1_565 . ?
O5 Nd1 O3 88.85(10) 1_565 4 ?
O1 Nd1 O3 82.48(10) . 4 ?
O5 Nd1 O2 79.68(10) 1_565 7 ?
O1 Nd1 O2 126.24(10) . 7 ?
O3 Nd1 O2 143.49(10) 4 7 ?
O5 Nd1 O6 123.59(10) 1_565 7_545 ?
O1 Nd1 O6 83.67(10) . 7_545 ?
O3 Nd1 O6 139.35(10) 4 7_545 ?
O2 Nd1 O6 72.65(10) 7 7_545 ?
O5 Nd1 O1W 143.20(10) 1_565 . ?
O1 Nd1 O1W 72.16(10) . . ?
O3 Nd1 O1W 71.63(9) 4 . ?
O2 Nd1 O1W 133.75(10) 7 . ?
O6 Nd1 O1W 67.75(10) 7_545 . ?
O5 Nd1 N1 138.78(12) 1_565 . ?
O1 Nd1 N1 146.57(12) . . ?
O3 Nd1 N1 94.63(10) 4 . ?
O2 Nd1 N1 73.33(11) 7 . ?
O6 Nd1 N1 77.02(11) 7_545 . ?
O1W Nd1 N1 75.33(11) . . ?
O5 Nd1 N2 82.09(12) 1_565 . ?
O1 Nd1 N2 141.85(11) . . ?
O3 Nd1 N2 67.05(10) 4 . ?
O2 Nd1 N2 77.03(11) 7 . ?
O6 Nd1 N2 134.45(11) 7_545 . ?
O1W Nd1 N2 115.91(11) . . ?
N1 Nd1 N2 62.04(12) . . ?
C13 O1 Nd1 138.2(3) . . ?
C13 O2 Nd1 138.9(3) . 7 ?
C14 O3 Nd1 137.3(3) . 4_545 ?
C15 O5 Nd1 164.5(3) . 1_545 ?
C15 O6 Nd1 119.6(3) . 7_545 ?
Nd1 O1W H1WA 108.5 . . ?
Nd1 O1W H1WB 100.2 . . ?
H1WA O1W H1WB 103.1 . . ?
C16 N1 C20 117.6(4) . . ?
C16 N1 Nd1 122.2(3) . . ?
C20 N1 Nd1 120.0(3) . . ?
C25 N2 C21 118.2(4) . . ?
C25 N2 Nd1 121.2(3) . . ?
C21 N2 Nd1 119.4(3) . . ?
C2 C1 C6 120.1(4) . . ?
C2 C1 C13 119.8(4) . . ?
C6 C1 C13 120.0(4) . . ?
C3 C2 C1 119.1(4) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H3A 119.7 . . ?
C4 C3 H3A 119.7 . . ?
C5 C4 C3 120.4(4) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 C7 122.8(4) . . ?
C4 C5 C7 118.2(4) . . ?
C5 C6 C1 120.6(4) . . ?
C5 C6 H6A 119.7 . . ?
C1 C6 H6A 119.7 . . ?
C8 C7 C12 117.5(4) . . ?
C8 C7 C5 117.9(4) . . ?
C12 C7 C5 124.6(3) . . ?
C9 C8 C7 122.5(4) . . ?
C9 C8 H8A 118.8 . . ?
C7 C8 H8A 118.8 . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 C14 121.4(4) . . ?
C10 C9 C14 119.3(4) . . ?
C9 C10 C11 120.0(4) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C10 C11 C12 120.7(4) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C11 C12 C7 119.9(4) . . ?
C11 C12 C15 115.7(4) . . ?
C7 C12 C15 124.4(4) . . ?
O2 C13 O1 125.7(4) . . ?
O2 C13 C1 117.3(4) . . ?
O1 C13 C1 117.0(4) . . ?
O4 C14 O3 125.0(4) . . ?
O4 C14 C9 118.9(4) . . ?
O3 C14 C9 116.0(4) . . ?
O5 C15 O6 123.8(4) . . ?
O5 C15 C12 118.3(4) . . ?
O6 C15 C12 117.8(4) . . ?
N1 C16 C17 123.7(5) . . ?
N1 C16 H16A 118.1 . . ?
C17 C16 H16A 118.1 . . ?
C18 C17 C16 119.6(6) . . ?
C18 C17 H17A 120.2 . . ?
C16 C17 H17A 120.2 . . ?
C17 C18 C19 119.6(5) . . ?
C17 C18 H18A 120.2 . . ?
C19 C18 H18A 120.2 . . ?
C18 C19 C26 123.6(5) . . ?
C18 C19 C20 117.7(5) . . ?
C26 C19 C20 118.7(5) . . ?
N1 C20 C19 121.7(5) . . ?
N1 C20 C21 118.8(4) . . ?
C19 C20 C21 119.5(5) . . ?
N2 C21 C22 121.8(5) . . ?
N2 C21 C20 118.1(4) . . ?
C22 C21 C20 120.2(5) . . ?
C23 C22 C21 117.1(5) . . ?
C23 C22 C27 124.5(5) . . ?
C21 C22 C27 118.4(5) . . ?
C24 C23 C22 121.1(5) . . ?
C24 C23 H23A 119.4 . . ?
C22 C23 H23A 119.4 . . ?
C23 C24 C25 118.4(5) . . ?
C23 C24 H24A 120.8 . . ?
C25 C24 H24A 120.8 . . ?
N2 C25 C24 123.2(5) . . ?
N2 C25 H25A 118.4 . . ?
C24 C25 H25A 118.4 . . ?
C27 C26 C19 122.2(6) . . ?
C27 C26 H26A 118.9 . . ?
C19 C26 H26A 118.9 . . ?
C26 C27 C22 121.0(5) . . ?
C26 C27 H27A 119.5 . . ?
C22 C27 H27A 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.668
_refine_diff_density_min         -0.527
_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_dym
_audit_block_doi                 10.5517/cc1408br
_database_code_depnum_ccdc_archive 'CCDC 1042943'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 Dy N2 O7'
_chemical_formula_weight         643.93

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'
Dy Dy -0.1892 4.4098 '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                   26.4924(4)
_cell_length_b                   7.91130(10)
_cell_length_c                   22.9666(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.3980(10)
_cell_angle_gamma                90.00
_cell_volume                     4593.34(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      27.29

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2520
_exptl_absorpt_coefficient_mu    3.307
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_T_max  0.7778

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0615 before and 0.0311 after correction.' 
'The Ratio of minimum to maximum transmission is 0.8282.' 
'The λ/2 correction factor is 0.0015.'
;
_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            32489
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4494
_reflns_number_gt                3881
_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)+(0.0236P)²+6.3869P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4494
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_ref         0.0508
_refine_ls_wR_factor_gt          0.0481
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.014
_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
Dy1 Dy 0.180494(6) 0.134582(16) 0.014775(6) 0.02036(5) Uani 1 1 d . . .
O1 O 0.26012(9) -0.0121(3) 0.04662(10) 0.0353(6) Uani 1 1 d . . .
O2 O 0.33393(9) 0.1230(3) 0.04562(10) 0.0342(6) Uani 1 1 d . . .
O3 O 0.33034(9) -0.4828(3) 0.39660(9) 0.0294(5) Uani 1 1 d . . .
O4 O 0.31620(9) -0.7607(3) 0.39148(9) 0.0332(5) Uani 1 1 d . . .
O5 O 0.23886(9) -0.6819(3) 0.07690(9) 0.0333(5) Uani 1 1 d . . .
O6 O 0.31442(9) -0.5544(3) 0.08216(9) 0.0315(5) Uani 1 1 d . . .
O1W O 0.16039(10) -0.1636(3) -0.00459(10) 0.0330(5) Uani 1 1 d . . .
H1WA H 0.1774 -0.2012 -0.0280 0.050 Uiso 1 1 d R . .
H1WB H 0.1273 -0.1758 -0.0218 0.050 Uiso 1 1 d R . .
N1 N 0.08296(11) 0.1221(3) -0.04759(12) 0.0320(6) Uani 1 1 d . . .
N2 N 0.11621(11) 0.3056(3) 0.05660(12) 0.0293(6) Uani 1 1 d . . .
C1 C 0.34039(13) -0.0867(4) 0.11979(13) 0.0248(7) Uani 1 1 d . . .
C2 C 0.39254(14) -0.0461(5) 0.14863(16) 0.0404(9) Uani 1 1 d . . .
H2 H 0.4081 0.0457 0.1353 0.049 Uiso 1 1 calc R . .
C3 C 0.42164(16) -0.1423(5) 0.19738(18) 0.0513(11) Uani 1 1 d . . .
H3 H 0.4567 -0.1143 0.2172 0.062 Uiso 1 1 calc R . .
C4 C 0.39878(14) -0.2801(5) 0.21676(16) 0.0402(9) Uani 1 1 d . . .
H4 H 0.4187 -0.3455 0.2491 0.048 Uiso 1 1 calc R . .
C5 C 0.34622(13) -0.3212(4) 0.18812(13) 0.0242(7) Uani 1 1 d . . .
C6 C 0.31747(13) -0.2228(4) 0.14047(13) 0.0251(7) Uani 1 1 d . . .
H6 H 0.2820 -0.2477 0.1217 0.030 Uiso 1 1 calc R . .
C7 C 0.32330(12) -0.4721(4) 0.21157(13) 0.0227(7) Uani 1 1 d . . .
C8 C 0.33112(12) -0.4821(4) 0.27406(13) 0.0240(7) Uani 1 1 d . . .
H8 H 0.3495 -0.3957 0.2989 0.029 Uiso 1 1 calc R . .
C9 C 0.31253(12) -0.6161(4) 0.30078(13) 0.0245(7) Uani 1 1 d . . .
C10 C 0.28490(13) -0.7452(4) 0.26350(14) 0.0319(8) Uani 1 1 d . . .
H10 H 0.2736 -0.8388 0.2807 0.038 Uiso 1 1 calc R . .
C11 C 0.27435(13) -0.7341(4) 0.20125(14) 0.0316(8) Uani 1 1 d . . .
H11 H 0.2544 -0.8183 0.1766 0.038 Uiso 1 1 calc R . .
C12 C 0.29293(12) -0.5996(4) 0.17418(13) 0.0231(7) Uani 1 1 d . . .
C13 C 0.30887(13) 0.0168(4) 0.06649(14) 0.0256(7) Uani 1 1 d . . .
C14 C 0.32019(12) -0.6219(4) 0.36832(13) 0.0233(7) Uani 1 1 d . . .
C15 C 0.28110(13) -0.6097(4) 0.10589(13) 0.0242(7) Uani 1 1 d . . .
C16 C 0.06672(15) 0.0430(5) -0.10039(17) 0.0459(10) Uani 1 1 d . . .
H16 H 0.0920 -0.0023 -0.1166 0.055 Uiso 1 1 calc R . .
C17 C 0.01353(17) 0.0242(6) -0.1330(2) 0.0581(12) Uani 1 1 d . . .
H17 H 0.0039 -0.0289 -0.1708 0.070 Uiso 1 1 calc R . .
C18 C -0.02398(17) 0.0833(6) -0.1093(2) 0.0562(11) Uani 1 1 d . . .
H18 H -0.0596 0.0686 -0.1302 0.067 Uiso 1 1 calc R . .
C19 C -0.00874(15) 0.1668(5) -0.05316(18) 0.0434(9) Uani 1 1 d . . .
C20 C 0.04577(13) 0.1880(4) -0.02451(16) 0.0330(8) Uani 1 1 d . . .
C21 C 0.06318(13) 0.2791(4) 0.03172(15) 0.0312(8) Uani 1 1 d . . .
C22 C 0.02581(16) 0.3387(4) 0.05934(18) 0.0426(9) Uani 1 1 d . . .
C23 C 0.04494(18) 0.4260(5) 0.11418(19) 0.0522(11) Uani 1 1 d . . .
H23 H 0.0215 0.4651 0.1343 0.063 Uiso 1 1 calc R . .
C24 C 0.09737(18) 0.4541(5) 0.13834(18) 0.0494(10) Uani 1 1 d . . .
H24 H 0.1103 0.5140 0.1746 0.059 Uiso 1 1 d R . .
C25 C 0.13211(16) 0.3917(4) 0.10771(16) 0.0376(8) Uani 1 1 d . . .
H25 H 0.1681 0.4117 0.1245 0.045 Uiso 1 1 d R . .
C26 C -0.04549(16) 0.2292(6) -0.0243(2) 0.0557(11) Uani 1 1 d . . .
H26 H -0.0815 0.2145 -0.0433 0.067 Uiso 1 1 d R . .
C27 C -0.02942(16) 0.3099(5) 0.0293(2) 0.0541(11) Uani 1 1 d . . .
H27 H -0.0543 0.3465 0.0477 0.065 Uiso 1 1 d R . .


_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
Dy1 O5 2.284(2) 1_565 ?
Dy1 O1 2.325(2) . ?
Dy1 O2 2.330(2) 7 ?
Dy1 O3 2.3318(19) 4 ?
Dy1 O6 2.3571(19) 7_545 ?
Dy1 O1W 2.430(2) . ?
Dy1 N1 2.554(3) . ?
Dy1 N2 2.575(3) . ?
O1 C13 1.255(4) . ?
O2 C13 1.252(3) . ?
O2 Dy1 2.330(2) 7 ?
O3 C14 1.265(3) . ?
O3 Dy1 2.3318(19) 4_545 ?
O4 C14 1.238(3) . ?
O5 C15 1.255(4) . ?
O5 Dy1 2.284(2) 1_545 ?
O6 C15 1.247(3) . ?
O6 Dy1 2.3571(19) 7_545 ?
N1 C16 1.317(4) . ?
N1 C20 1.355(4) . ?
N2 C25 1.313(4) . ?
N2 C21 1.365(4) . ?
C1 C2 1.380(5) . ?
C1 C6 1.387(4) . ?
C1 C13 1.502(4) . ?
C2 C3 1.382(5) . ?
C3 C4 1.383(5) . ?
C4 C5 1.389(5) . ?
C5 C6 1.374(4) . ?
C5 C7 1.510(4) . ?
C7 C8 1.390(4) . ?
C7 C12 1.410(4) . ?
C8 C9 1.387(4) . ?
C9 C10 1.392(4) . ?
C9 C14 1.504(4) . ?
C10 C11 1.375(4) . ?
C11 C12 1.394(4) . ?
C12 C15 1.507(4) . ?
C16 C17 1.392(5) . ?
C17 C18 1.351(6) . ?
C18 C19 1.396(6) . ?
C19 C20 1.406(5) . ?
C19 C26 1.421(6) . ?
C20 C21 1.429(5) . ?
C21 C22 1.407(5) . ?
C22 C23 1.392(6) . ?
C22 C27 1.437(6) . ?
C23 C24 1.351(6) . ?
C24 C25 1.405(5) . ?
C26 C27 1.337(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
O5 Dy1 O1 74.92(8) 1_565 . ?
O5 Dy1 O2 78.96(8) 1_565 7 ?
O1 Dy1 O2 124.73(8) . 7 ?
O5 Dy1 O3 86.84(7) 1_565 4 ?
O1 Dy1 O3 82.16(8) . 4 ?
O2 Dy1 O3 143.72(8) 7 4 ?
O5 Dy1 O6 122.81(8) 1_565 7_545 ?
O1 Dy1 O6 81.96(8) . 7_545 ?
O2 Dy1 O6 72.83(8) 7 7_545 ?
O3 Dy1 O6 140.72(7) 4 7_545 ?
O5 Dy1 O1W 143.32(8) 1_565 . ?
O1 Dy1 O1W 72.65(8) . . ?
O2 Dy1 O1W 134.59(8) 7 . ?
O3 Dy1 O1W 72.29(7) 4 . ?
O6 Dy1 O1W 68.73(7) 7_545 . ?
O5 Dy1 N1 139.22(9) 1_565 . ?
O1 Dy1 N1 145.84(8) . . ?
O2 Dy1 N1 74.90(8) 7 . ?
O3 Dy1 N1 96.10(8) 4 . ?
O6 Dy1 N1 78.11(8) 7_545 . ?
O1W Dy1 N1 74.36(8) . . ?
O5 Dy1 N2 80.36(9) 1_565 . ?
O1 Dy1 N2 141.59(8) . . ?
O2 Dy1 N2 77.33(8) 7 . ?
O3 Dy1 N2 67.41(8) 4 . ?
O6 Dy1 N2 136.44(8) 7_545 . ?
O1W Dy1 N2 116.43(8) . . ?
N1 Dy1 N2 63.80(9) . . ?
C13 O1 Dy1 139.6(2) . . ?
C13 O2 Dy1 140.3(2) . 7 ?
C14 O3 Dy1 137.03(18) . 4_545 ?
C15 O5 Dy1 161.8(2) . 1_545 ?
C15 O6 Dy1 124.49(19) . 7_545 ?
C16 N1 C20 117.9(3) . . ?
C16 N1 Dy1 122.1(2) . . ?
C20 N1 Dy1 119.9(2) . . ?
C25 N2 C21 117.9(3) . . ?
C25 N2 Dy1 122.3(2) . . ?
C21 N2 Dy1 118.4(2) . . ?
C2 C1 C6 119.6(3) . . ?
C2 C1 C13 119.8(3) . . ?
C6 C1 C13 120.6(3) . . ?
C1 C2 C3 119.8(3) . . ?
C2 C3 C4 120.2(3) . . ?
C3 C4 C5 120.4(3) . . ?
C6 C5 C4 118.9(3) . . ?
C6 C5 C7 123.1(3) . . ?
C4 C5 C7 118.0(3) . . ?
C5 C6 C1 121.2(3) . . ?
C8 C7 C12 118.0(3) . . ?
C8 C7 C5 117.5(3) . . ?
C12 C7 C5 124.4(3) . . ?
C9 C8 C7 122.5(3) . . ?
C8 C9 C10 118.7(3) . . ?
C8 C9 C14 121.6(3) . . ?
C10 C9 C14 119.7(3) . . ?
C11 C10 C9 119.9(3) . . ?
C10 C11 C12 121.5(3) . . ?
C11 C12 C7 119.2(3) . . ?
C11 C12 C15 115.6(3) . . ?
C7 C12 C15 125.1(3) . . ?
O2 C13 O1 126.1(3) . . ?
O2 C13 C1 116.7(3) . . ?
O1 C13 C1 117.3(3) . . ?
O4 C14 O3 125.7(3) . . ?
O4 C14 C9 117.9(3) . . ?
O3 C14 C9 116.4(3) . . ?
O6 C15 O5 124.3(3) . . ?
O6 C15 C12 118.8(3) . . ?
O5 C15 C12 116.8(3) . . ?
N1 C16 C17 123.1(4) . . ?
C18 C17 C16 119.6(4) . . ?
C17 C18 C19 119.4(4) . . ?
C18 C19 C20 117.5(4) . . ?
C18 C19 C26 123.1(4) . . ?
C20 C19 C26 119.4(4) . . ?
N1 C20 C19 122.4(3) . . ?
N1 C20 C21 118.1(3) . . ?
C19 C20 C21 119.4(3) . . ?
N2 C21 C22 122.3(3) . . ?
N2 C21 C20 118.0(3) . . ?
C22 C21 C20 119.7(3) . . ?
C23 C22 C21 117.3(4) . . ?
C23 C22 C27 123.8(4) . . ?
C21 C22 C27 118.9(4) . . ?
C24 C23 C22 120.3(4) . . ?
C23 C24 C25 118.9(4) . . ?
N2 C25 C24 123.2(4) . . ?
C27 C26 C19 121.4(4) . . ?
C26 C27 C22 121.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_prm
_database_code_depnum_ccdc_archive 'CCDC 1400604'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 N2 O7 Pr'
_chemical_formula_weight         622.34

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'
Pr Pr -0.2180 2.8214 '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                   26.6602(8)
_cell_length_b                   7.9699(2)
_cell_length_c                   23.2273(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.4650(10)
_cell_angle_gamma                90.00
_cell_volume                     4707.8(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4316
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      27.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2464
_exptl_absorpt_coefficient_mu    2.122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8001
_exptl_absorpt_correction_T_max  0.8486

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0615 before and 0.0311 after correction.' 
'The Ratio of minimum to maximum transmission is 0.8282.' 
'The λ/2 correction factor is 0.0015.'
;

_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            17222
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_sigmaI/netI    0.0449
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4473
_reflns_number_gt                3449
_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)+(0.0487P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4473
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0842
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_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
Pr1 Pr 0.181747(10) 0.13277(3) 0.014750(10) 0.02670(10) Uani 1 1 d . . .
O1 O 0.26415(14) -0.0178(5) 0.04836(16) 0.0439(10) Uani 1 1 d . . .
O2 O 0.33650(14) 0.1208(5) 0.04968(16) 0.0429(9) Uani 1 1 d . . .
O3 O 0.33022(15) -0.4887(4) 0.39481(14) 0.0384(9) Uani 1 1 d . . .
O4 O 0.31503(15) -0.7638(5) 0.38837(14) 0.0402(9) Uani 1 1 d . . .
O5 O 0.24386(15) -0.6759(5) 0.07602(14) 0.0445(10) Uani 1 1 d . . .
O6 O 0.31852(15) -0.5436(5) 0.08594(14) 0.0423(9) Uani 1 1 d . . .
O1W O 0.16262(15) -0.1778(5) -0.00242(15) 0.0440(10) Uani 1 1 d . . .
H1WB H 0.1906 -0.2331 0.0135 0.066 Uiso 1 1 d R . .
H1WA H 0.1516 -0.1973 -0.0401 0.066 Uiso 1 1 d R . .
N1 N 0.07988(17) 0.1196(6) -0.0464(2) 0.0435(11) Uani 1 1 d . . .
N2 N 0.11465(17) 0.3052(6) 0.05635(19) 0.0427(11) Uani 1 1 d . . .
C1 C 0.34248(18) -0.0863(6) 0.12369(19) 0.0305(11) Uani 1 1 d . . .
C2 C 0.3948(2) -0.0494(8) 0.1525(3) 0.0490(15) Uani 1 1 d . . .
H2A H 0.4109 0.0400 0.1394 0.059 Uiso 1 1 calc R . .
C3 C 0.4228(2) -0.1461(8) 0.2010(3) 0.068(2) Uani 1 1 d . . .
H3A H 0.4575 -0.1186 0.2213 0.081 Uiso 1 1 calc R . .
C4 C 0.4000(2) -0.2818(8) 0.2192(2) 0.0502(16) Uani 1 1 d . . .
H4A H 0.4198 -0.3475 0.2511 0.060 Uiso 1 1 calc R . .
C5 C 0.34771(19) -0.3229(6) 0.19067(19) 0.0292(11) Uani 1 1 d . . .
C6 C 0.31935(18) -0.2219(6) 0.14329(18) 0.0263(10) Uani 1 1 d . . .
H6A H 0.2841 -0.2457 0.1243 0.032 Uiso 1 1 calc R . .
C7 C 0.32415(17) -0.4694(6) 0.21219(19) 0.0252(10) Uani 1 1 d . . .
C8 C 0.33090(18) -0.4822(6) 0.27421(19) 0.0282(11) Uani 1 1 d . . .
H8A H 0.3489 -0.3973 0.2996 0.034 Uiso 1 1 calc R . .
C9 C 0.31182(17) -0.6163(6) 0.29901(18) 0.0268(10) Uani 1 1 d . . .
C10 C 0.2843(2) -0.7412(7) 0.2614(2) 0.0351(12) Uani 1 1 d . . .
H10A H 0.2720 -0.8336 0.2776 0.042 Uiso 1 1 calc R . .
C11 C 0.27497(19) -0.7287(7) 0.1997(2) 0.0354(12) Uani 1 1 d . . .
H11A H 0.2552 -0.8112 0.1747 0.042 Uiso 1 1 calc R . .
C12 C 0.29432(18) -0.5970(6) 0.17447(19) 0.0272(11) Uani 1 1 d . . .
C13 C 0.31234(19) 0.0140(6) 0.0700(2) 0.0310(11) Uani 1 1 d . . .
C14 C 0.31941(17) -0.6255(7) 0.36622(19) 0.0279(11) Uani 1 1 d . . .
C15 C 0.28477(19) -0.6031(6) 0.1071(2) 0.0314(11) Uani 1 1 d . . .
C16 C 0.0632(2) 0.0412(9) -0.0986(3) 0.0615(18) Uani 1 1 d . . .
H16A H 0.0880 -0.0042 -0.1150 0.074 Uiso 1 1 calc R . .
C17 C 0.0101(3) 0.0229(10) -0.1304(3) 0.075(2) Uani 1 1 d . . .
H17A H 0.0000 -0.0314 -0.1676 0.090 Uiso 1 1 calc R . .
C18 C -0.0263(3) 0.0840(10) -0.1071(3) 0.074(2) Uani 1 1 d . . .
H18A H -0.0618 0.0705 -0.1277 0.089 Uiso 1 1 calc R . .
C19 C -0.0110(2) 0.1680(9) -0.0519(3) 0.0616(19) Uani 1 1 d . . .
C20 C 0.0438(2) 0.1879(8) -0.0237(3) 0.0467(15) Uani 1 1 d . . .
C21 C 0.0614(2) 0.2804(8) 0.0319(3) 0.0447(14) Uani 1 1 d . . .
C22 C 0.0243(3) 0.3439(8) 0.0593(3) 0.0565(17) Uani 1 1 d . . .
C23 C 0.0438(3) 0.4279(10) 0.1135(3) 0.069(2) Uani 1 1 d . . .
H23A H 0.0208 0.4661 0.1339 0.082 Uiso 1 1 calc R . .
C24 C 0.0961(3) 0.4547(9) 0.1372(3) 0.0635(18) Uani 1 1 d . . .
H24A H 0.1090 0.5147 0.1734 0.076 Uiso 1 1 d R . .
C25 C 0.1310(2) 0.3923(7) 0.1066(3) 0.0494(15) Uani 1 1 d . . .
H25A H 0.1670 0.4124 0.1235 0.059 Uiso 1 1 d R . .
C26 C -0.0465(3) 0.2357(10) -0.0228(4) 0.076(2) Uani 1 1 d . . .
H26A H -0.0825 0.2210 -0.0418 0.091 Uiso 1 1 d R . .
C27 C -0.0304(3) 0.3160(10) 0.0300(4) 0.069(2) Uani 1 1 d . . .
H27A H -0.0553 0.3527 0.0485 0.083 Uiso 1 1 d R . .


_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
Pr1 O5 2.383(3) 1_565 ?
Pr1 O1 2.418(4) . ?
Pr1 O3 2.420(3) 4 ?
Pr1 O2 2.429(3) 7 ?
Pr1 O6 2.442(3) 7_545 ?
Pr1 O1W 2.535(4) . ?
Pr1 N2 2.657(5) . ?
Pr1 N1 2.663(4) . ?
O1 C13 1.257(6) . ?
O2 C13 1.243(6) . ?
O2 Pr1 2.429(3) 7 ?
O3 C14 1.264(6) . ?
O3 Pr1 2.420(3) 4_545 ?
O4 C14 1.237(6) . ?
O5 C15 1.255(6) . ?
O5 Pr1 2.383(3) 1_545 ?
O6 C15 1.241(6) . ?
O6 Pr1 2.442(3) 7_545 ?
O1W H1WB 0.8500 . ?
O1W H1WA 0.8500 . ?
N1 C16 1.316(7) . ?
N1 C20 1.343(7) . ?
N2 C25 1.315(7) . ?
N2 C21 1.377(7) . ?
C1 C2 1.385(7) . ?
C1 C6 1.387(7) . ?
C1 C13 1.496(6) . ?
C2 C3 1.383(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.369(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.392(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.390(6) . ?
C5 C7 1.482(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.401(6) . ?
C7 C12 1.420(6) . ?
C8 C9 1.382(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.381(7) . ?
C9 C14 1.514(6) . ?
C10 C11 1.383(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.376(7) . ?
C11 H11A 0.9300 . ?
C12 C15 1.510(6) . ?
C16 C17 1.395(8) . ?
C16 H16A 0.9300 . ?
C17 C18 1.336(10) . ?
C17 H17A 0.9300 . ?
C18 C19 1.393(10) . ?
C18 H18A 0.9300 . ?
C19 C20 1.421(8) . ?
C19 C26 1.424(10) . ?
C20 C21 1.436(8) . ?
C21 C22 1.420(8) . ?
C22 C23 1.381(10) . ?
C22 C27 1.431(9) . ?
C23 C24 1.353(10) . ?
C23 H23A 0.9300 . ?
C24 C25 1.418(8) . ?
C24 H24A 0.9393 . ?
C25 H25A 0.9360 . ?
C26 C27 1.335(10) . ?
C26 H26A 0.9360 . ?
C27 H27A 0.9381 . ?

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
O5 Pr1 O1 73.96(13) 1_565 . ?
O5 Pr1 O3 89.24(12) 1_565 4 ?
O1 Pr1 O3 82.23(12) . 4 ?
O5 Pr1 O2 79.93(12) 1_565 7 ?
O1 Pr1 O2 126.51(12) . 7 ?
O3 Pr1 O2 143.56(12) 4 7 ?
O5 Pr1 O6 124.05(13) 1_565 7_545 ?
O1 Pr1 O6 84.61(13) . 7_545 ?
O3 Pr1 O6 138.74(12) 4 7_545 ?
O2 Pr1 O6 72.70(12) 7 7_545 ?
O5 Pr1 O1W 142.18(12) 1_565 . ?
O1 Pr1 O1W 71.72(13) . . ?
O3 Pr1 O1W 70.92(11) 4 . ?
O2 Pr1 O1W 134.37(11) 7 . ?
O6 Pr1 O1W 67.83(12) 7_545 . ?
O5 Pr1 N2 82.81(14) 1_565 . ?
O1 Pr1 N2 141.71(13) . . ?
O3 Pr1 N2 67.21(13) 4 . ?
O2 Pr1 N2 76.92(13) 7 . ?
O6 Pr1 N2 133.63(13) 7_545 . ?
O1W Pr1 N2 115.90(14) . . ?
O5 Pr1 N1 139.35(14) 1_565 . ?
O1 Pr1 N1 146.62(13) . . ?
O3 Pr1 N1 93.93(13) 4 . ?
O2 Pr1 N1 73.71(13) 7 . ?
O6 Pr1 N1 76.59(13) 7_545 . ?
O1W Pr1 N1 75.68(13) . . ?
N2 Pr1 N1 61.60(14) . . ?
C13 O1 Pr1 138.5(3) . . ?
C13 O2 Pr1 139.2(3) . 7 ?
C14 O3 Pr1 137.1(3) . 4_545 ?
C15 O5 Pr1 165.4(4) . 1_545 ?
C15 O6 Pr1 118.3(3) . 7_545 ?
Pr1 O1W H1WB 109.2 . . ?
Pr1 O1W H1WA 109.4 . . ?
H1WB O1W H1WA 109.8 . . ?
C16 N1 C20 118.1(5) . . ?
C16 N1 Pr1 121.3(4) . . ?
C20 N1 Pr1 120.6(4) . . ?
C25 N2 C21 117.9(5) . . ?
C25 N2 Pr1 121.1(4) . . ?
C21 N2 Pr1 119.9(4) . . ?
C2 C1 C6 119.3(4) . . ?
C2 C1 C13 120.0(5) . . ?
C6 C1 C13 120.6(4) . . ?
C3 C2 C1 119.7(5) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
C6 C5 C4 118.0(5) . . ?
C6 C5 C7 122.6(4) . . ?
C4 C5 C7 119.4(4) . . ?
C1 C6 C5 121.4(4) . . ?
C1 C6 H6A 119.3 . . ?
C5 C6 H6A 119.3 . . ?
C8 C7 C12 117.2(4) . . ?
C8 C7 C5 117.9(4) . . ?
C12 C7 C5 124.9(4) . . ?
C9 C8 C7 122.4(4) . . ?
C9 C8 H8A 118.8 . . ?
C7 C8 H8A 118.8 . . ?
C10 C9 C8 119.1(4) . . ?
C10 C9 C14 119.9(4) . . ?
C8 C9 C14 121.0(4) . . ?
C9 C10 C11 119.9(5) . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
C12 C11 C10 121.6(5) . . ?
C12 C11 H11A 119.2 . . ?
C10 C11 H11A 119.2 . . ?
C11 C12 C7 119.7(4) . . ?
C11 C12 C15 116.7(4) . . ?
C7 C12 C15 123.5(4) . . ?
O2 C13 O1 124.7(5) . . ?
O2 C13 C1 118.2(4) . . ?
O1 C13 C1 117.1(4) . . ?
O4 C14 O3 125.8(4) . . ?
O4 C14 C9 118.1(4) . . ?
O3 C14 C9 116.0(4) . . ?
O6 C15 O5 123.9(4) . . ?
O6 C15 C12 118.8(4) . . ?
O5 C15 C12 117.2(4) . . ?
N1 C16 C17 123.2(7) . . ?
N1 C16 H16A 118.4 . . ?
C17 C16 H16A 118.4 . . ?
C18 C17 C16 119.4(7) . . ?
C18 C17 H17A 120.3 . . ?
C16 C17 H17A 120.3 . . ?
C17 C18 C19 120.1(6) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C18 C19 C20 117.0(6) . . ?
C18 C19 C26 124.5(6) . . ?
C20 C19 C26 118.4(7) . . ?
N1 C20 C19 122.1(6) . . ?
N1 C20 C21 118.9(5) . . ?
C19 C20 C21 119.0(6) . . ?
N2 C21 C22 122.2(6) . . ?
N2 C21 C20 117.5(5) . . ?
C22 C21 C20 120.3(5) . . ?
C23 C22 C21 117.4(6) . . ?
C23 C22 C27 124.0(7) . . ?
C21 C22 C27 118.6(7) . . ?
C24 C23 C22 120.4(6) . . ?
C24 C23 H23A 119.8 . . ?
C22 C23 H23A 119.8 . . ?
C23 C24 C25 119.5(6) . . ?
C23 C24 H24A 120.0 . . ?
C25 C24 H24A 120.5 . . ?
N2 C25 C24 122.5(6) . . ?
N2 C25 H25A 119.1 . . ?
C24 C25 H25A 118.5 . . ?
C27 C26 C19 122.9(7) . . ?
C27 C26 H26A 119.6 . . ?
C19 C26 H26A 117.5 . . ?
C26 C27 C22 120.8(7) . . ?
C26 C27 H27A 119.6 . . ?
C22 C27 H27A 119.7 . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.808
_refine_diff_density_min         -0.903
_refine_diff_density_rms         0.296
####################################################################### 
# 
# 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_ybm
_database_code_depnum_ccdc_archive 'CCDC 1400605'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 N2 O7 Yb'
_chemical_formula_weight         654.47

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'
Yb Yb -0.3850 5.5486 '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                   26.4030(13)
_cell_length_b                   7.8892(4)
_cell_length_c                   22.8578(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.410(3)
_cell_angle_gamma                90.00
_cell_volume                     4543.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3583
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      26.99

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2552
_exptl_absorpt_coefficient_mu    4.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8186
_exptl_absorpt_correction_T_max  0.9212


_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0601 before and 0.0416 after correction.' 
'The Ratio of minimum to maximum transmission is 0.0.800646.' 
'The λ/2 correction factor is 0.0015.'
;

_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            16941
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4455
_reflns_number_gt                3593
_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)+(0.0300P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4455
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0660
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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
Yb1 Yb 0.319771(7) -0.36362(2) -0.014786(8) 0.01911(7) Uani 1 1 d . . .
O1 O 0.33261(13) -0.1233(4) 0.04318(14) 0.0298(8) Uani 1 1 d . . .
O2 O 0.25845(12) 0.0086(4) 0.04542(15) 0.0313(8) Uani 1 1 d . . .
O3 O 0.31330(12) 0.5602(4) 0.08056(13) 0.0284(8) Uani 1 1 d . . .
O4 O 0.23758(13) 0.6849(4) 0.07721(14) 0.0317(8) Uani 1 1 d . . .
O5 O 0.31669(13) 0.7586(4) 0.39285(14) 0.0328(8) Uani 1 1 d . . .
O6 O 0.32971(13) 0.4792(4) 0.39721(14) 0.0288(8) Uani 1 1 d . . .
N1 N 0.38252(15) -0.1944(5) -0.05683(18) 0.0285(9) Uani 1 1 d . . .
N2 N 0.41558(15) -0.3758(5) 0.04780(18) 0.0287(10) Uani 1 1 d . . .
O1W O 0.34178(14) -0.6554(4) 0.00657(15) 0.0325(8) Uani 1 1 d . . .
H1WA H 0.3167 -0.6846 0.0243 0.08(2) Uiso 1 1 d R . .
H1WB H 0.3314 -0.7403 -0.0246 0.10(3) Uiso 1 1 d R . .
C1 C 0.33975(17) 0.0864(6) 0.1182(2) 0.0227(10) Uani 1 1 d . . .
C2 C 0.39197(19) 0.0456(7) 0.1476(2) 0.0368(13) Uani 1 1 d . . .
H2A H 0.4074 -0.0471 0.1344 0.044 Uiso 1 1 calc R . .
C3 C 0.4213(2) 0.1408(7) 0.1963(3) 0.0462(16) Uani 1 1 d . . .
H3A H 0.4565 0.1124 0.2159 0.055 Uiso 1 1 calc R . .
C4 C 0.39869(19) 0.2785(7) 0.2161(2) 0.0377(14) Uani 1 1 d . . .
H4A H 0.4189 0.3420 0.2491 0.045 Uiso 1 1 calc R . .
C5 C 0.34614(18) 0.3240(6) 0.1875(2) 0.0236(11) Uani 1 1 d . . .
C6 C 0.31660(17) 0.2235(6) 0.13871(19) 0.0228(10) Uani 1 1 d . . .
H6A H 0.2810 0.2487 0.1198 0.027 Uiso 1 1 calc R . .
C7 C 0.32352(16) 0.4721(6) 0.2109(2) 0.0200(10) Uani 1 1 d . . .
C8 C 0.33125(17) 0.4814(6) 0.2742(2) 0.0244(11) Uani 1 1 d . . .
H8A H 0.3495 0.3941 0.2990 0.029 Uiso 1 1 calc R . .
C9 C 0.31291(16) 0.6151(6) 0.30113(19) 0.0206(10) Uani 1 1 d . . .
C10 C 0.28539(18) 0.7456(6) 0.2643(2) 0.0294(12) Uani 1 1 d . . .
H10A H 0.2742 0.8395 0.2817 0.035 Uiso 1 1 calc R . .
C11 C 0.27485(18) 0.7342(7) 0.2019(2) 0.0307(12) Uani 1 1 d . . .
H11A H 0.2550 0.8195 0.1774 0.037 Uiso 1 1 calc R . .
C12 C 0.29276(17) 0.6000(6) 0.17369(19) 0.0227(10) Uani 1 1 d . . .
C13 C 0.30760(18) -0.0187(6) 0.0650(2) 0.0225(10) Uani 1 1 d . . .
C14 C 0.28016(17) 0.6125(6) 0.10529(19) 0.0224(10) Uani 1 1 d . . .
C15 C 0.32005(17) 0.6192(6) 0.3691(2) 0.0234(11) Uani 1 1 d . . .
C16 C 0.3666(2) -0.1068(6) -0.1084(2) 0.0348(13) Uani 1 1 d . . .
H16A H 0.3306 -0.0847 -0.1251 0.042 Uiso 1 1 calc R . .
C17 C 0.4017(2) -0.0452(7) -0.1393(3) 0.0472(15) Uani 1 1 d . . .
H17A H 0.3888 0.0149 -0.1758 0.057 Uiso 1 1 calc R . .
C18 C 0.4541(2) -0.0744(8) -0.1156(3) 0.0474(15) Uani 1 1 d . . .
H18A H 0.4774 -0.0369 -0.1363 0.057 Uiso 1 1 calc R . .
C19 C 0.4736(2) -0.1609(7) -0.0600(3) 0.0414(14) Uani 1 1 d . . .
C20 C 0.43529(18) -0.2212(6) -0.0325(2) 0.0296(12) Uani 1 1 d . . .
C21 C 0.45320(18) -0.3112(6) 0.0245(2) 0.0294(12) Uani 1 1 d . . .
C22 C 0.5082(2) -0.3325(7) 0.0532(3) 0.0405(14) Uani 1 1 d . . .
C23 C 0.5232(2) -0.4137(8) 0.1097(3) 0.0512(17) Uani 1 1 d . . .
H23A H 0.5590 -0.4278 0.1308 0.061 Uiso 1 1 calc R . .
C24 C 0.4854(2) -0.4729(8) 0.1343(3) 0.0522(17) Uani 1 1 d . . .
H24A H 0.4952 -0.5250 0.1726 0.063 Uiso 1 1 calc R . .
C25 C 0.4319(2) -0.4540(8) 0.1012(2) 0.0430(14) Uani 1 1 d . . .
H25A H 0.4065 -0.4988 0.1176 0.052 Uiso 1 1 calc R . .
C26 C 0.5291(2) -0.1925(8) -0.0298(3) 0.0487(16) Uani 1 1 d . . .
H26A H 0.5543 -0.1569 -0.0481 0.058 Uiso 1 1 calc R . .
C27 C 0.5449(2) -0.2727(9) 0.0247(3) 0.0542(17) Uani 1 1 d . . .
H27A H 0.5809 -0.2889 0.0438 0.065 Uiso 1 1 calc R . .


_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
Yb1 O4 2.241(3) 7 ?
Yb1 O1 2.280(3) . ?
Yb1 O2 2.280(3) 7_545 ?
Yb1 O6 2.294(3) 6 ?
Yb1 O3 2.316(3) 1_545 ?
Yb1 O1W 2.389(3) . ?
Yb1 N2 2.508(4) . ?
Yb1 N1 2.531(4) . ?
Yb1 Yb1 4.3284(4) 7_545 ?
Yb1 H1WA 2.6950 . ?
O1 C13 1.250(5) . ?
O2 C13 1.258(5) . ?
O2 Yb1 2.280(3) 7_545 ?
O3 C14 1.245(5) . ?
O3 Yb1 2.316(3) 1_565 ?
O4 C14 1.253(5) . ?
O4 Yb1 2.241(3) 7 ?
O5 C15 1.242(5) . ?
O6 C15 1.264(5) . ?
O6 Yb1 2.294(3) 6_556 ?
N1 C16 1.323(6) . ?
N1 C20 1.353(6) . ?
N2 C25 1.320(6) . ?
N2 C21 1.359(6) . ?
O1W H1WA 0.9048 . ?
O1W H1WB 0.9555 . ?
C1 C2 1.379(6) . ?
C1 C6 1.390(6) . ?
C1 C13 1.507(6) . ?
C2 C3 1.373(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.381(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.392(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.400(6) . ?
C5 C7 1.483(6) . ?
C6 H6A 0.9300 . ?
C7 C8 1.401(6) . ?
C7 C12 1.410(6) . ?
C8 C9 1.380(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.389(6) . ?
C9 C15 1.509(6) . ?
C10 C11 1.372(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.394(6) . ?
C11 H11A 0.9300 . ?
C12 C14 1.501(6) . ?
C16 C17 1.410(7) . ?
C16 H16A 0.9300 . ?
C17 C18 1.345(7) . ?
C17 H17A 0.9300 . ?
C18 C19 1.398(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.422(7) . ?
C19 C26 1.443(8) . ?
C20 C21 1.434(7) . ?
C21 C22 1.412(7) . ?
C22 C23 1.390(8) . ?
C22 C27 1.401(8) . ?
C23 C24 1.364(8) . ?
C23 H23A 0.9300 . ?
C24 C25 1.398(7) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.347(8) . ?
C26 H26A 0.9300 . ?
C27 H27A 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
O4 Yb1 O1 78.56(11) 7 . ?
O4 Yb1 O2 75.08(12) 7 7_545 ?
O1 Yb1 O2 124.00(11) . 7_545 ?
O4 Yb1 O6 85.67(11) 7 6 ?
O1 Yb1 O6 143.53(12) . 6 ?
O2 Yb1 O6 82.07(11) 7_545 6 ?
O4 Yb1 O3 122.43(11) 7 1_545 ?
O1 Yb1 O3 73.07(12) . 1_545 ?
O2 Yb1 O3 81.01(11) 7_545 1_545 ?
O6 Yb1 O3 141.45(12) 6 1_545 ?
O4 Yb1 O1W 144.39(12) 7 . ?
O1 Yb1 O1W 134.27(11) . . ?
O2 Yb1 O1W 73.86(12) 7_545 . ?
O6 Yb1 O1W 73.23(11) 6 . ?
O3 Yb1 O1W 68.87(11) 1_545 . ?
O4 Yb1 N2 139.58(13) 7 . ?
O1 Yb1 N2 75.59(12) . . ?
O2 Yb1 N2 145.33(12) 7_545 . ?
O6 Yb1 N2 97.15(12) 6 . ?
O3 Yb1 N2 78.41(12) 1_545 . ?
O1W Yb1 N2 72.81(12) . . ?
O4 Yb1 N1 79.68(13) 7 . ?
O1 Yb1 N1 77.38(12) . . ?
O2 Yb1 N1 141.61(12) 7_545 . ?
O6 Yb1 N1 67.49(12) 6 . ?
O3 Yb1 N1 137.34(12) 1_545 . ?
O1W Yb1 N1 116.06(12) . . ?
N2 Yb1 N1 64.75(13) . . ?
O4 Yb1 Yb1 52.73(8) 7 7_545 ?
O1 Yb1 Yb1 63.27(8) . 7_545 ?
O2 Yb1 Yb1 61.35(8) 7_545 7_545 ?
O6 Yb1 Yb1 128.87(8) 6 7_545 ?
O3 Yb1 Yb1 69.79(8) 1_545 7_545 ?
O1W Yb1 Yb1 122.25(8) . 7_545 ?
N2 Yb1 Yb1 133.41(9) . 7_545 ?
N1 Yb1 Yb1 121.69(9) . 7_545 ?
O4 Yb1 H1WA 136.1 7 . ?
O1 Yb1 H1WA 127.1 . . ?
O2 Yb1 H1WA 61.0 7_545 . ?
O6 Yb1 H1WA 86.6 6 . ?
O3 Yb1 H1WA 54.9 1_545 . ?
O1W Yb1 H1WA 19.3 . . ?
N2 Yb1 H1WA 84.3 . . ?
N1 Yb1 H1WA 135.2 . . ?
Yb1 Yb1 H1WA 103.0 7_545 . ?
C13 O1 Yb1 140.9(3) . . ?
C13 O2 Yb1 140.0(3) . 7_545 ?
C14 O3 Yb1 126.9(3) . 1_565 ?
C14 O4 Yb1 160.8(3) . 7 ?
C15 O6 Yb1 137.2(3) . 6_556 ?
C16 N1 C20 117.5(4) . . ?
C16 N1 Yb1 123.0(3) . . ?
C20 N1 Yb1 118.2(3) . . ?
C25 N2 C21 117.6(4) . . ?
C25 N2 Yb1 122.7(3) . . ?
C21 N2 Yb1 119.5(3) . . ?
Yb1 O1W H1WA 99.8 . . ?
Yb1 O1W H1WB 121.7 . . ?
H1WA O1W H1WB 94.0 . . ?
C2 C1 C6 119.6(4) . . ?
C2 C1 C13 120.3(4) . . ?
C6 C1 C13 120.1(4) . . ?
C3 C2 C1 120.5(5) . . ?
C3 C2 H2A 119.8 . . ?
C1 C2 H2A 119.8 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 H4A 119.4 . . ?
C5 C4 H4A 119.4 . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 C7 119.1(4) . . ?
C6 C5 C7 123.0(4) . . ?
C1 C6 C5 120.8(4) . . ?
C1 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C8 C7 C12 117.7(4) . . ?
C8 C7 C5 117.7(4) . . ?
C12 C7 C5 124.6(4) . . ?
C9 C8 C7 122.6(4) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 C15 121.6(4) . . ?
C10 C9 C15 119.3(4) . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
C10 C11 C12 122.6(4) . . ?
C10 C11 H11A 118.7 . . ?
C12 C11 H11A 118.7 . . ?
C11 C12 C7 118.6(4) . . ?
C11 C12 C14 115.6(4) . . ?
C7 C12 C14 125.7(4) . . ?
O1 C13 O2 125.6(4) . . ?
O1 C13 C1 116.7(4) . . ?
O2 C13 C1 117.7(4) . . ?
O3 C14 O4 124.3(4) . . ?
O3 C14 C12 118.9(4) . . ?
O4 C14 C12 116.7(4) . . ?
O5 C15 O6 125.6(4) . . ?
O5 C15 C9 117.8(4) . . ?
O6 C15 C9 116.7(4) . . ?
N1 C16 C17 123.1(5) . . ?
N1 C16 H16A 118.5 . . ?
C17 C16 H16A 118.5 . . ?
C18 C17 C16 119.3(6) . . ?
C18 C17 H17A 120.3 . . ?
C16 C17 H17A 120.3 . . ?
C17 C18 C19 120.3(5) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C18 C19 C20 116.6(5) . . ?
C18 C19 C26 124.4(5) . . ?
C20 C19 C26 119.0(5) . . ?
N1 C20 C19 123.1(5) . . ?
N1 C20 C21 118.0(4) . . ?
C19 C20 C21 118.8(4) . . ?
N2 C21 C22 122.9(5) . . ?
N2 C21 C20 117.5(4) . . ?
C22 C21 C20 119.6(5) . . ?
C23 C22 C27 122.9(5) . . ?
C23 C22 C21 117.0(5) . . ?
C27 C22 C21 120.1(5) . . ?
C24 C23 C22 120.1(5) . . ?
C24 C23 H23A 120.0 . . ?
C22 C23 H23A 120.0 . . ?
C23 C24 C25 119.0(6) . . ?
C23 C24 H24A 120.5 . . ?
C25 C24 H24A 120.5 . . ?
N2 C25 C24 123.2(5) . . ?
N2 C25 H25A 118.4 . . ?
C24 C25 H25A 118.4 . . ?
C27 C26 C19 120.8(5) . . ?
C27 C26 H26A 119.6 . . ?
C19 C26 H26A 119.6 . . ?
C26 C27 C22 121.5(5) . . ?
C26 C27 H27A 119.3 . . ?
C22 C27 H27A 119.3 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.135
####################################################################### 
# 
# 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_gdm
_database_code_depnum_ccdc_archive 'CCDC 1401554'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-07-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H17 Gd N2 O7'
_chemical_formula_weight         638.68

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   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                   26.5096(14)
_cell_length_b                   7.9323(5)
_cell_length_c                   23.0546(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.419(3)
_cell_angle_gamma                90.00
_cell_volume                     4625.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5479
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      24.22

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2504
_exptl_absorpt_coefficient_mu    2.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7588
_exptl_absorpt_correction_T_max  0.8217

_exptl_absorpt_process_details   
;
'SADABS-2004/1 (Bruker,2004) was used for absorption correction.' 
'R(int) was 0.0402 before and 0.0317 after correction.' 
'The Ratio of minimum to maximum transmission is 0.8806.' 
'The λ/2 correction factor is 0.0015.'
;


_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            18474
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         27.51
_reflns_number_total             5300
_reflns_number_gt                3914
_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)+(0.0259P)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         5300
_refine_ls_number_parameters     334
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0631
_refine_ls_wR_factor_gt          0.0570
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.007
_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
Gd1 Gd 0.180868(7) 0.13400(2) 0.014898(7) 0.02353(7) Uani 1 1 d . . .
O1 O 0.26133(10) -0.0133(3) 0.04688(11) 0.0374(7) Uani 1 1 d . . .
O2 O 0.33439(10) 0.1227(3) 0.04655(11) 0.0363(7) Uani 1 1 d . . .
O3 O 0.33053(10) -0.4841(3) 0.39600(10) 0.0326(6) Uani 1 1 d . . .
O4 O 0.31630(11) -0.7611(3) 0.39062(10) 0.0365(7) Uani 1 1 d . . .
O5 O 0.23988(10) -0.6807(3) 0.07667(11) 0.0356(7) Uani 1 1 d . . .
O6 O 0.31540(10) -0.5510(3) 0.08307(10) 0.0354(7) Uani 1 1 d . . .
O1W O 0.16025(10) -0.1670(3) -0.00482(11) 0.0387(7) Uani 1 1 d D . .
H1WA H 0.1692 -0.2116 0.0306 0.058 Uiso 1 1 d RD . .
H1WB H 0.1793 -0.2023 -0.0253 0.058 Uiso 1 1 d RD . .
N1 N 0.08259(12) 0.1211(4) -0.04676(15) 0.0374(8) Uani 1 1 d . . .
N2 N 0.11629(13) 0.3063(4) 0.05650(14) 0.0352(8) Uani 1 1 d . . .
C1 C 0.34101(14) -0.0861(4) 0.12094(16) 0.0261(9) Uani 1 1 d . . .
C2 C 0.39309(15) -0.0473(5) 0.14950(18) 0.0425(11) Uani 1 1 d . . .
H2A H 0.4089 0.0434 0.1361 0.051 Uiso 1 1 calc R . .
C3 C 0.42189(16) -0.1436(6) 0.1982(2) 0.0579(14) Uani 1 1 d . . .
H3A H 0.4568 -0.1155 0.2181 0.069 Uiso 1 1 calc R . .
C4 C 0.39922(15) -0.2805(5) 0.21724(18) 0.0424(11) Uani 1 1 d . . .
H4A H 0.4194 -0.3454 0.2495 0.051 Uiso 1 1 calc R . .
C5 C 0.34704(15) -0.3231(5) 0.18932(16) 0.0272(9) Uani 1 1 d . . .
C6 C 0.31795(14) -0.2230(5) 0.14118(15) 0.0255(9) Uani 1 1 d . . .
H6A H 0.2826 -0.2481 0.1223 0.031 Uiso 1 1 calc R . .
C7 C 0.32332(13) -0.4710(5) 0.21132(15) 0.0235(8) Uani 1 1 d . . .
C8 C 0.33130(13) -0.4815(5) 0.27378(16) 0.0262(9) Uani 1 1 d . . .
H8A H 0.3499 -0.3958 0.2987 0.031 Uiso 1 1 calc R . .
C9 C 0.31245(13) -0.6157(4) 0.29997(15) 0.0244(8) Uani 1 1 d . . .
C10 C 0.28484(14) -0.7420(5) 0.26295(16) 0.0331(10) Uani 1 1 d . . .
H10A H 0.2733 -0.8351 0.2800 0.040 Uiso 1 1 calc R . .
C11 C 0.27421(14) -0.7316(5) 0.20092(16) 0.0321(10) Uani 1 1 d . . .
H11A H 0.2539 -0.8150 0.1764 0.039 Uiso 1 1 calc R . .
C12 C 0.29318(13) -0.5992(5) 0.17412(15) 0.0251(9) Uani 1 1 d . . .
C13 C 0.30997(15) 0.0161(5) 0.06735(16) 0.0286(9) Uani 1 1 d . . .
C14 C 0.32047(13) -0.6226(5) 0.36764(15) 0.0252(8) Uani 1 1 d . . .
C15 C 0.28190(15) -0.6086(5) 0.10620(15) 0.0269(9) Uani 1 1 d . . .
C16 C 0.06575(17) 0.0428(6) -0.1000(2) 0.0540(13) Uani 1 1 d . . .
H16A H 0.0909 -0.0008 -0.1166 0.065 Uiso 1 1 calc R . .
C17 C 0.01273(18) 0.0224(7) -0.1322(2) 0.0669(15) Uani 1 1 d . . .
H17A H 0.0032 -0.0328 -0.1695 0.080 Uiso 1 1 calc R . .
C18 C -0.02488(19) 0.0829(7) -0.1092(2) 0.0667(15) Uani 1 1 d . . .
H18A H -0.0605 0.0683 -0.1301 0.080 Uiso 1 1 calc R . .
C19 C -0.00964(17) 0.1682(6) -0.0531(2) 0.0517(13) Uani 1 1 d . . .
C20 C 0.04559(16) 0.1872(5) -0.02426(19) 0.0383(10) Uani 1 1 d . . .
C21 C 0.06307(16) 0.2801(5) 0.03187(19) 0.0383(10) Uani 1 1 d . . .
C22 C 0.02520(18) 0.3409(6) 0.0587(2) 0.0495(12) Uani 1 1 d . . .
C23 C 0.0447(2) 0.4270(6) 0.1139(2) 0.0614(14) Uani 1 1 d . . .
H23A H 0.0214 0.4650 0.1342 0.074 Uiso 1 1 calc R . .
C24 C 0.0976(2) 0.4558(6) 0.1382(2) 0.0559(13) Uani 1 1 d . . .
H24A H 0.1105 0.5157 0.1745 0.067 Uiso 1 1 d R . .
C25 C 0.13207(18) 0.3927(5) 0.10748(19) 0.0448(11) Uani 1 1 d . . .
H25A H 0.1681 0.4128 0.1243 0.054 Uiso 1 1 d R . .
C26 C -0.04611(18) 0.2310(7) -0.0240(3) 0.0677(15) Uani 1 1 d . . .
H26A H -0.0821 0.2163 -0.0431 0.081 Uiso 1 1 d R . .
C27 C -0.02980(18) 0.3120(7) 0.0297(3) 0.0638(15) Uani 1 1 d . . .
H27A H -0.0547 0.3487 0.0482 0.077 Uiso 1 1 d R . .


_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
Gd1 O5 2.303(2) 1_565 ?
Gd1 O1 2.349(3) . ?
Gd1 O2 2.356(2) 7 ?
Gd1 O3 2.358(2) 4 ?
Gd1 O6 2.383(2) 7_545 ?
Gd1 O1W 2.461(2) . ?
Gd1 N1 2.569(3) . ?
Gd1 N2 2.589(3) . ?
O1 C13 1.255(4) . ?
O2 C13 1.245(4) . ?
O2 Gd1 2.356(2) 7 ?
O3 C14 1.266(4) . ?
O3 Gd1 2.358(2) 4_545 ?
O4 C14 1.239(4) . ?
O5 C15 1.256(4) . ?
O5 Gd1 2.303(2) 1_545 ?
O6 C15 1.251(4) . ?
O6 Gd1 2.383(2) 7_545 ?
O1W H1WA 0.8557 . ?
O1W H1WB 0.8375 . ?
N1 C16 1.327(5) . ?
N1 C20 1.346(5) . ?
N2 C25 1.316(5) . ?
N2 C21 1.370(5) . ?
C1 C2 1.375(5) . ?
C1 C6 1.393(5) . ?
C1 C13 1.501(5) . ?
C2 C3 1.383(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.376(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.382(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.394(5) . ?
C5 C7 1.490(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.394(5) . ?
C7 C12 1.414(5) . ?
C8 C9 1.389(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.376(5) . ?
C9 C14 1.511(5) . ?
C10 C11 1.375(5) . ?
C10 H10A 0.9300 . ?
C11 C12 1.386(5) . ?
C11 H11A 0.9300 . ?
C12 C15 1.506(5) . ?
C16 C17 1.389(6) . ?
C16 H16A 0.9300 . ?
C17 C18 1.350(6) . ?
C17 H17A 0.9300 . ?
C18 C19 1.406(6) . ?
C18 H18A 0.9300 . ?
C19 C26 1.422(6) . ?
C19 C20 1.424(6) . ?
C20 C21 1.440(5) . ?
C21 C22 1.412(5) . ?
C22 C23 1.401(6) . ?
C22 C27 1.429(6) . ?
C23 C24 1.364(6) . ?
C23 H23A 0.9300 . ?
C24 C25 1.406(5) . ?
C24 H24A 0.9333 . ?
C25 H25A 0.9310 . ?
C26 C27 1.348(7) . ?
C26 H26A 0.9309 . ?
C27 H27A 0.9322 . ?

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
O5 Gd1 O1 74.85(9) 1_565 . ?
O5 Gd1 O2 79.14(9) 1_565 7 ?
O1 Gd1 O2 124.93(9) . 7 ?
O5 Gd1 O3 87.45(8) 1_565 4 ?
O1 Gd1 O3 82.53(8) . 4 ?
O2 Gd1 O3 143.66(9) 7 4 ?
O5 Gd1 O6 123.32(9) 1_565 7_545 ?
O1 Gd1 O6 82.44(9) . 7_545 ?
O2 Gd1 O6 72.84(9) 7 7_545 ?
O3 Gd1 O6 140.20(9) 4 7_545 ?
O5 Gd1 O1W 143.68(9) 1_565 . ?
O1 Gd1 O1W 72.89(9) . . ?
O2 Gd1 O1W 134.01(8) 7 . ?
O3 Gd1 O1W 72.31(8) 4 . ?
O6 Gd1 O1W 68.08(8) 7_545 . ?
O5 Gd1 N1 139.13(10) 1_565 . ?
O1 Gd1 N1 145.98(10) . . ?
O2 Gd1 N1 74.74(9) 7 . ?
O3 Gd1 N1 95.34(9) 4 . ?
O6 Gd1 N1 77.73(9) 7_545 . ?
O1W Gd1 N1 74.14(9) . . ?
O5 Gd1 N2 80.56(10) 1_565 . ?
O1 Gd1 N2 141.77(10) . . ?
O2 Gd1 N2 77.10(9) 7 . ?
O3 Gd1 N2 67.40(9) 4 . ?
O6 Gd1 N2 135.79(10) 7_545 . ?
O1W Gd1 N2 116.47(9) . . ?
N1 Gd1 N2 63.42(10) . . ?
C13 O1 Gd1 139.4(2) . . ?
C13 O2 Gd1 140.6(3) . 7 ?
C14 O3 Gd1 137.1(2) . 4_545 ?
C15 O5 Gd1 162.5(2) . 1_545 ?
C15 O6 Gd1 122.6(2) . 7_545 ?
Gd1 O1W H1WA 104.0 . . ?
Gd1 O1W H1WB 106.9 . . ?
H1WA O1W H1WB 111.1 . . ?
C16 N1 C20 117.1(4) . . ?
C16 N1 Gd1 122.3(3) . . ?
C20 N1 Gd1 120.4(3) . . ?
C25 N2 C21 117.5(4) . . ?
C25 N2 Gd1 122.5(3) . . ?
C21 N2 Gd1 118.7(3) . . ?
C2 C1 C6 119.5(3) . . ?
C2 C1 C13 119.8(3) . . ?
C6 C1 C13 120.6(3) . . ?
C1 C2 C3 119.8(4) . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 H2A 120.1 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 121.1(4) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
C4 C5 C6 118.0(3) . . ?
C4 C5 C7 120.0(3) . . ?
C6 C5 C7 122.0(3) . . ?
C1 C6 C5 121.1(3) . . ?
C1 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C8 C7 C12 117.9(3) . . ?
C8 C7 C5 116.7(3) . . ?
C12 C7 C5 125.4(3) . . ?
C9 C8 C7 122.1(3) . . ?
C9 C8 H8A 118.9 . . ?
C7 C8 H8A 118.9 . . ?
C10 C9 C8 118.8(3) . . ?
C10 C9 C14 119.9(3) . . ?
C8 C9 C14 121.3(3) . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10A 119.8 . . ?
C9 C10 H10A 119.8 . . ?
C10 C11 C12 121.4(4) . . ?
C10 C11 H11A 119.3 . . ?
C12 C11 H11A 119.3 . . ?
C11 C12 C7 119.3(3) . . ?
C11 C12 C15 116.1(3) . . ?
C7 C12 C15 124.5(3) . . ?
O2 C13 O1 125.2(4) . . ?
O2 C13 C1 117.6(3) . . ?
O1 C13 C1 117.2(3) . . ?
O4 C14 O3 125.5(3) . . ?
O4 C14 C9 118.1(3) . . ?
O3 C14 C9 116.4(3) . . ?
O6 C15 O5 124.3(3) . . ?
O6 C15 C12 118.7(3) . . ?
O5 C15 C12 117.0(3) . . ?
N1 C16 C17 123.8(4) . . ?
N1 C16 H16A 118.1 . . ?
C17 C16 H16A 118.1 . . ?
C18 C17 C16 119.7(5) . . ?
C18 C17 H17A 120.1 . . ?
C16 C17 H17A 120.1 . . ?
C17 C18 C19 119.3(5) . . ?
C17 C18 H18A 120.3 . . ?
C19 C18 H18A 120.3 . . ?
C18 C19 C26 123.6(5) . . ?
C18 C19 C20 117.0(4) . . ?
C26 C19 C20 119.4(5) . . ?
N1 C20 C19 123.0(4) . . ?
N1 C20 C21 118.1(4) . . ?
C19 C20 C21 118.9(4) . . ?
N2 C21 C22 123.1(4) . . ?
N2 C21 C20 117.7(4) . . ?
C22 C21 C20 119.3(4) . . ?
C23 C22 C21 116.6(4) . . ?
C23 C22 C27 123.4(4) . . ?
C21 C22 C27 120.0(5) . . ?
C24 C23 C22 120.6(4) . . ?
C24 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
C23 C24 C25 118.5(4) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.9 . . ?
N2 C25 C24 123.7(4) . . ?
N2 C25 H25A 118.3 . . ?
C24 C25 H25A 118.0 . . ?
C27 C26 C19 121.7(5) . . ?
C27 C26 H26A 119.6 . . ?
C19 C26 H26A 118.7 . . ?
C26 C27 C22 120.5(5) . . ?
C26 C27 H27A 119.5 . . ?
C22 C27 H27A 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.809
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.127
