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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ic13046
_database_code_depnum_ccdc_archive 'CCDC 967499'
_audit_update_record             
;
2013-10-21 deposited with the CCDC.
2015-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H34 N3 Nd O11'
_chemical_formula_weight         720.81

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9577(13)
_cell_length_b                   12.2216(13)
_cell_length_c                   13.5034(14)
_cell_angle_alpha                102.535(2)
_cell_angle_beta                 98.857(2)
_cell_angle_gamma                107.293(2)
_cell_volume                     1788.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3944
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      22.56

_exptl_crystal_description       block
_exptl_crystal_colour            light-pink
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             730
_exptl_absorpt_coefficient_mu    1.504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7049
_exptl_absorpt_correction_T_max  0.8401
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER APEXCCD 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            18864
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6283
_reflns_number_gt                5510
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of 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)+(0.1297P)²+20.3094P] 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         6283
_refine_ls_number_parameters     289
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0895
_refine_ls_wR_factor_ref         0.2493
_refine_ls_wR_factor_gt          0.2430
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.175
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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 0.67572(5) 0.52189(6) 1.04646(4) 0.0261(2) Uani 1 1 d . . .
O1 O 0.7074(8) 0.7384(8) 1.0916(7) 0.048(2) Uani 1 1 d . . .
O2 O 0.5197(7) 0.6332(8) 1.0114(7) 0.042(2) Uani 1 1 d . . .
O3 O 0.8396(7) 0.5923(9) 1.2090(7) 0.047(2) Uani 1 1 d . . .
O4 O 0.7296(8) 0.4027(9) 1.1641(7) 0.049(2) Uani 1 1 d . . .
O5 O 0.6319(13) 0.5460(14) 0.8710(11) 0.024(3) Uiso 0.50 1 d P . -1
O6 O 0.4314(14) 0.4815(17) 0.8168(12) 0.027(4) Uiso 0.50 1 d P . -1
O7 O 0.3845(12) 0.5148(14) 0.1444(11) 0.022(3) Uiso 0.50 1 d P . -1
O8 O 0.5845(13) 0.5651(15) 0.1924(11) 0.019(3) Uiso 0.50 1 d P . -1
C1 C 0.6030(10) 0.7322(11) 1.0504(10) 0.038(3) Uani 1 1 d . . .
C2 C 0.4556(10) 0.9454(10) 0.9726(9) 0.035(3) Uani 1 1 d . . .
C3 C 0.4778(11) 0.8385(12) 0.9812(11) 0.044(3) Uani 1 1 d . . .
H3 H 0.4202 0.7631 0.9419 0.053 Uiso 1 1 calc R . .
C4 C 0.5799(9) 0.8436(11) 1.0445(9) 0.034(3) Uani 1 1 d . . .
C5 C 0.6690(11) 0.9549(11) 1.0991(10) 0.040(3) Uani 1 1 d . . .
H5 H 0.7420 0.9582 1.1411 0.048 Uiso 1 1 calc R . .
C6 C 0.6501(11) 1.0579(12) 1.0917(11) 0.046(3) Uani 1 1 d . . .
H6 H 0.7092 1.1326 1.1305 0.055 Uiso 1 1 calc R . .
C7 C 0.8098(10) 0.4914(12) 1.2268(9) 0.036(3) Uani 1 1 d . . .
C8 C 1.0176(11) 0.5573(11) 1.4925(10) 0.038(3) Uani 1 1 d . . .
C9 C 0.9571(10) 0.5700(12) 1.3979(9) 0.041(3) Uani 1 1 d . . .
H9 H 0.9795 0.6460 1.3849 0.049 Uiso 1 1 calc R . .
C10 C 0.8704(10) 0.4785(11) 1.3274(9) 0.035(3) Uani 1 1 d . . .
C11 C 0.8344(13) 0.3639(14) 1.3464(11) 0.053(4) Uani 1 1 d . . .
H11 H 0.7726 0.2985 1.2963 0.063 Uiso 1 1 calc R . .
C12 C 0.8888(13) 0.3482(13) 1.4362(11) 0.055(4) Uani 1 1 d . . .
H12 H 0.8626 0.2728 1.4499 0.067 Uiso 1 1 calc R . .
C13 C 0.5364(19) 0.516(2) 0.8022(16) 0.024(4) Uiso 0.50 1 d P . -1
C14 C 0.4842(18) 0.540(2) 0.2119(15) 0.019(4) Uiso 0.50 1 d P . -1
C15 C 0.547(2) 0.526(2) 0.6950(18) 0.032(5) Uiso 0.50 1 d P . -1
C16 C 0.661(2) 0.554(2) 0.6668(18) 0.030(3) Uiso 0.50 1 d P . -1
H16 H 0.7318 0.5686 0.7194 0.036 Uiso 0.50 1 d PR . -1
C17 C 0.672(3) 0.565(3) 0.575(2) 0.049(7) Uiso 0.50 1 d P . -1
H17 H 0.7511 0.5866 0.5608 0.059 Uiso 0.50 1 d PR . -1
C18 C 0.5698(19) 0.546(2) 0.4941(17) 0.027(5) Uiso 0.50 1 d P . -1
C19 C 0.574(2) 0.551(2) 0.3911(17) 0.027(5) Uiso 0.50 1 d P . -1
H19 H 0.6506 0.5674 0.3723 0.033 Uiso 0.50 1 d PR . -1
C20 C 0.4755(18) 0.537(2) 0.3196(15) 0.020(4) Uiso 0.50 1 d P . -1
C21 C 0.3605(18) 0.5145(19) 0.3465(15) 0.020(4) Uiso 0.50 1 d P . -1
H21 H 0.2902 0.5041 0.2953 0.024 Uiso 0.50 1 d PR . -1
C22 C 0.351(2) 0.503(2) 0.4438(17) 0.030(3) Uiso 0.50 1 d P . -1
H22 H 0.2733 0.4840 0.4600 0.036 Uiso 0.50 1 d PR . -1
C23 C 0.4525(18) 0.520(2) 0.5204(16) 0.024(4) Uiso 0.50 1 d P . -1
C24 C 0.4466(18) 0.513(2) 0.6227(15) 0.021(4) Uiso 0.50 1 d P . -1
H24 H 0.3701 0.4946 0.6410 0.026 Uiso 0.50 1 d PR . -1
O9 O 0.7300(10) 0.3627(11) 0.9455(9) 0.076(4) Uani 1 1 d D . .
N1 N 0.7462(14) 0.2843(15) 0.7888(12) 0.090 Uiso 1 1 d D . .
C25 C 0.7855(19) 0.3459(18) 0.8862(14) 0.090 Uiso 1 1 d D . .
H25 H 0.8705 0.3809 0.9109 0.108 Uiso 1 1 calc R . .
C26 C 0.8113(19) 0.2730(19) 0.7064(16) 0.090 Uiso 1 1 d D . .
H26A H 0.8912 0.3352 0.7293 0.108 Uiso 1 1 calc R . .
H26B H 0.7663 0.2818 0.6433 0.108 Uiso 1 1 calc R . .
H26C H 0.8204 0.1943 0.6912 0.108 Uiso 1 1 calc R . .
C27 C 0.6213(17) 0.1966(18) 0.7626(18) 0.090 Uiso 1 1 d D . .
H27A H 0.5828 0.2135 0.8204 0.108 Uiso 1 1 calc R . .
H27B H 0.6244 0.1157 0.7512 0.108 Uiso 1 1 calc R . .
H27C H 0.5747 0.2030 0.6991 0.108 Uiso 1 1 calc R . .
O10 O 0.8633(9) 0.6199(11) 0.9984(9) 0.067(3) Uani 1 1 d D . .
N2 N 1.0096(15) 0.7678(15) 0.9650(13) 0.090(5) Uiso 1 1 d D . .
C28 C 0.9088(18) 0.7159(16) 0.9993(17) 0.090 Uiso 1 1 d D . .
H28 H 0.8715 0.7697 1.0286 0.108 Uiso 1 1 calc R . .
C29 C 1.109(3) 0.858(3) 1.029(3) 0.090 Uiso 0.55 1 d PD A 1
H29A H 1.1460 0.8291 1.0829 0.108 Uiso 0.55 1 calc PR A 1
H29B H 1.0851 0.9246 1.0615 0.108 Uiso 0.55 1 calc PR A 1
H29C H 1.1668 0.8848 0.9876 0.108 Uiso 0.55 1 calc PR A 1
C29' C 1.032(5) 0.881(3) 0.937(4) 0.090 Uiso 0.45 1 d PD A 2
H29D H 0.9704 0.8702 0.8758 0.108 Uiso 0.45 1 calc PR A 2
H29E H 1.1118 0.9048 0.9219 0.108 Uiso 0.45 1 calc PR A 2
H29F H 1.0292 0.9423 0.9959 0.108 Uiso 0.45 1 calc PR A 2
C30 C 1.029(2) 0.6922(18) 0.8776(15) 0.090 Uiso 1 1 d D A .
H30A H 1.0152 0.6126 0.8877 0.108 Uiso 1 1 calc R . .
H30B H 1.1117 0.7258 0.8711 0.108 Uiso 1 1 calc R . .
H30C H 0.9725 0.6861 0.8139 0.108 Uiso 1 1 calc R . .
O11 O 1.009(4) 0.951(3) 1.265(3) 0.250 Uiso 1 1 d D . .
N3 N 0.855(4) 0.913(4) 1.347(4) 0.250 Uiso 1 1 d D . .
C31 C 0.932(5) 0.884(5) 1.294(4) 0.250 Uiso 1 1 d D . .
H31 H 0.9261 0.8030 1.2776 0.300 Uiso 1 1 calc R . .
C32 C 0.745(5) 0.837(5) 1.365(4) 0.250 Uiso 1 1 d D . .
H32A H 0.7287 0.7542 1.3275 0.300 Uiso 1 1 calc R . .
H32B H 0.6773 0.8620 1.3404 0.300 Uiso 1 1 calc R . .
H32C H 0.7547 0.8453 1.4401 0.300 Uiso 1 1 calc R . .
C33 C 0.885(5) 1.034(4) 1.416(4) 0.250 Uiso 1 1 d D . .
H33A H 0.9581 1.0870 1.4044 0.300 Uiso 1 1 calc R . .
H33B H 0.8989 1.0313 1.4888 0.300 Uiso 1 1 calc R . .
H33C H 0.8182 1.0630 1.4007 0.300 Uiso 1 1 calc R . .
O12 O 0.514(5) 0.796(4) 0.726(4) 0.179(19) Uiso 0.50 1 d P B 1
H12A H 0.4741 0.8444 0.7215 0.215 Uiso 0.50 1 d PR B 1
H12B H 0.4698 0.7431 0.7454 0.215 Uiso 0.50 1 d PR B 1
O12' O 0.659(4) 0.835(4) 0.731(4) 0.172(18) Uiso 0.50 1 d P C 2
H12C H 0.6664 0.8545 0.7908 0.206 Uiso 0.50 1 d PR C 2
H12D H 0.6534 0.7693 0.7299 0.206 Uiso 0.50 1 d PR C 2
O13 O 0.397(3) 0.110(2) 0.446(2) 0.200 Uiso 1 1 d . . .
H13A H 0.4032 0.0772 0.3908 0.240 Uiso 1 1 d R . .
H13B H 0.4464 0.1134 0.4828 0.240 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
Nd1 O6 2.405(16) 2_667 ?
Nd1 O2 2.414(8) 2_667 ?
Nd1 O8 2.430(14) 1_556 ?
Nd1 O9 2.436(11) . ?
Nd1 O5 2.448(14) . ?
Nd1 O10 2.465(10) . ?
Nd1 O7 2.469(14) 2_666 ?
Nd1 O1 2.480(9) . ?
Nd1 O3 2.500(7) . ?
Nd1 O4 2.511(8) . ?
Nd1 O2 2.659(8) . ?
Nd1 C7 2.861(11) . ?
O1 C1 1.259(14) . ?
O2 C1 1.256(14) . ?
O2 Nd1 2.414(8) 2_667 ?
O3 C7 1.265(15) . ?
O4 C7 1.242(15) . ?
O5 C13 1.26(3) . ?
O6 C13 1.26(3) . ?
O6 Nd1 2.405(15) 2_667 ?
O7 C14 1.29(2) . ?
O7 Nd1 2.469(14) 2_666 ?
O8 C14 1.23(2) . ?
O8 Nd1 2.430(14) 1_554 ?
C1 C4 1.483(17) . ?
C2 C2 1.39(2) 2_677 ?
C2 C6 1.404(17) 2_677 ?
C2 C3 1.433(18) . ?
C3 C4 1.355(17) . ?
C4 C5 1.411(17) . ?
C5 C6 1.364(18) . ?
C6 C2 1.404(17) 2_677 ?
C7 C10 1.501(15) . ?
C8 C12 1.391(18) 2_768 ?
C8 C8 1.41(3) 2_768 ?
C8 C9 1.431(16) . ?
C9 C10 1.333(18) . ?
C10 C11 1.430(19) . ?
C11 C12 1.364(18) . ?
C12 C8 1.391(18) 2_768 ?
C13 C15 1.50(3) . ?
C14 C20 1.48(3) . ?
C15 C24 1.37(3) . ?
C15 C16 1.44(3) . ?
C16 C17 1.30(4) . ?
C17 C18 1.44(4) . ?
C18 C19 1.41(3) . ?
C18 C23 1.46(3) . ?
C19 C20 1.35(3) . ?
C20 C21 1.44(3) . ?
C21 C22 1.37(3) . ?
C22 C23 1.40(3) . ?
C23 C24 1.41(3) . ?
O9 C25 1.139(15) . ?
N1 C25 1.299(16) . ?
N1 C26 1.458(16) . ?
N1 C27 1.492(16) . ?
O10 C28 1.134(15) . ?
N2 C29 1.364(19) . ?
N2 C28 1.384(16) . ?
N2 C30 1.427(16) . ?
N2 C29' 1.465(19) . ?
O11 C31 1.217(19) . ?
N3 C31 1.330(19) . ?
N3 C32 1.46(2) . ?
N3 C33 1.467(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Nd1 O2 68.3(5) 2_667 2_667 ?
O6 Nd1 O8 12.4(4) 2_667 1_556 ?
O2 Nd1 O8 77.8(4) 2_667 1_556 ?
O6 Nd1 O9 129.0(5) 2_667 . ?
O2 Nd1 O9 80.7(4) 2_667 . ?
O8 Nd1 O9 140.9(5) 1_556 . ?
O6 Nd1 O5 133.7(5) 2_667 . ?
O2 Nd1 O5 84.3(4) 2_667 . ?
O8 Nd1 O5 130.4(5) 1_556 . ?
O9 Nd1 O5 78.7(5) . . ?
O6 Nd1 O10 145.6(5) 2_667 . ?
O2 Nd1 O10 146.1(4) 2_667 . ?
O8 Nd1 O10 135.7(5) 1_556 . ?
O9 Nd1 O10 73.6(4) . . ?
O5 Nd1 O10 69.3(4) . . ?
O6 Nd1 O7 134.3(5) 2_667 2_666 ?
O2 Nd1 O7 73.6(4) 2_667 2_666 ?
O8 Nd1 O7 135.6(5) 1_556 2_666 ?
O9 Nd1 O7 65.7(5) . 2_666 ?
O5 Nd1 O7 16.0(4) . 2_666 ?
O10 Nd1 O7 75.7(4) . 2_666 ?
O6 Nd1 O1 85.2(5) 2_667 . ?
O2 Nd1 O1 124.2(3) 2_667 . ?
O8 Nd1 O1 72.9(5) 1_556 . ?
O9 Nd1 O1 145.3(4) . . ?
O5 Nd1 O1 80.3(4) . . ?
O10 Nd1 O1 73.2(4) . . ?
O7 Nd1 O1 96.1(4) 2_666 . ?
O6 Nd1 O3 76.5(4) 2_667 . ?
O2 Nd1 O3 133.4(3) 2_667 . ?
O8 Nd1 O3 73.1(4) 1_556 . ?
O9 Nd1 O3 100.0(4) . . ?
O5 Nd1 O3 141.9(4) . . ?
O10 Nd1 O3 73.8(3) . . ?
O7 Nd1 O3 149.0(4) 2_666 . ?
O1 Nd1 O3 80.4(3) . . ?
O6 Nd1 O4 67.1(5) 2_667 . ?
O2 Nd1 O4 86.0(3) 2_667 . ?
O8 Nd1 O4 74.8(4) 1_556 . ?
O9 Nd1 O4 71.4(4) . . ?
O5 Nd1 O4 149.6(4) . . ?
O10 Nd1 O4 105.8(3) . . ?
O7 Nd1 O4 134.7(4) 2_666 . ?
O1 Nd1 O4 128.3(3) . . ?
O3 Nd1 O4 51.8(3) . . ?
O6 Nd1 O2 73.3(4) 2_667 . ?
O2 Nd1 O2 74.8(3) 2_667 . ?
O8 Nd1 O2 67.1(4) 1_556 . ?
O9 Nd1 O2 136.4(4) . . ?
O5 Nd1 O2 63.7(4) . . ?
O10 Nd1 O2 109.6(3) . . ?
O7 Nd1 O2 73.0(4) 2_666 . ?
O1 Nd1 O2 50.3(3) . . ?
O3 Nd1 O2 123.1(3) . . ?
O4 Nd1 O2 140.1(3) . . ?
O6 Nd1 C7 68.4(4) 2_667 . ?
O2 Nd1 C7 109.4(3) 2_667 . ?
O8 Nd1 C7 70.8(4) 1_556 . ?
O9 Nd1 C7 86.3(4) . . ?
O5 Nd1 C7 157.9(4) . . ?
O10 Nd1 C7 91.0(3) . . ?
O7 Nd1 C7 151.3(4) 2_666 . ?
O1 Nd1 C7 104.3(3) . . ?
O3 Nd1 C7 26.2(3) . . ?
O4 Nd1 C7 25.7(3) . . ?
O2 Nd1 C7 135.7(3) . . ?
C1 O1 Nd1 98.4(8) . . ?
C1 O2 Nd1 163.0(8) . 2_667 ?
C1 O2 Nd1 90.0(7) . . ?
Nd1 O2 Nd1 105.2(3) 2_667 . ?
C7 O3 Nd1 93.0(6) . . ?
C7 O4 Nd1 93.1(7) . . ?
C13 O5 Nd1 133.5(14) . . ?
C13 O6 Nd1 141.7(15) . 2_667 ?
C14 O7 Nd1 135.8(12) . 2_666 ?
C14 O8 Nd1 139.1(14) . 1_554 ?
O2 C1 O1 121.0(12) . . ?
O2 C1 C4 119.8(10) . . ?
O1 C1 C4 119.1(11) . . ?
O2 C1 Nd1 64.7(6) . . ?
O1 C1 Nd1 56.5(7) . . ?
C4 C1 Nd1 171.9(8) . . ?
C2 C2 C6 120.1(14) 2_677 2_677 ?
C2 C2 C3 118.1(13) 2_677 . ?
C6 C2 C3 121.7(11) 2_677 . ?
C4 C3 C2 120.9(12) . . ?
C3 C4 C5 120.1(12) . . ?
C3 C4 C1 120.2(11) . . ?
C5 C4 C1 119.5(10) . . ?
C6 C5 C4 120.0(11) . . ?
C5 C6 C2 120.7(12) . 2_677 ?
O4 C7 O3 121.8(10) . . ?
O4 C7 C10 118.9(11) . . ?
O3 C7 C10 119.4(11) . . ?
O4 C7 Nd1 61.2(6) . . ?
O3 C7 Nd1 60.8(5) . . ?
C10 C7 Nd1 173.9(8) . . ?
C12 C8 C8 121.2(14) 2_768 2_768 ?
C12 C8 C9 121.8(12) 2_768 . ?
C8 C8 C9 116.9(14) 2_768 . ?
C10 C9 C8 122.1(12) . . ?
C9 C10 C11 119.7(11) . . ?
C9 C10 C7 121.9(11) . . ?
C11 C10 C7 118.4(11) . . ?
C12 C11 C10 120.2(13) . . ?
C11 C12 C8 119.9(13) . 2_768 ?
O5 C13 O6 125.1(19) . . ?
O5 C13 C15 118.1(19) . . ?
O6 C13 C15 116.8(19) . . ?
O8 C14 O7 124.5(18) . . ?
O8 C14 C20 118.4(17) . . ?
O7 C14 C20 117.1(17) . . ?
C24 C15 C16 119(2) . . ?
C24 C15 C13 120(2) . . ?
C16 C15 C13 122(2) . . ?
C17 C16 C15 123(2) . . ?
C16 C17 C18 122(3) . . ?
C19 C18 C17 125(2) . . ?
C19 C18 C23 117.8(19) . . ?
C17 C18 C23 117(2) . . ?
C20 C19 C18 122(2) . . ?
C19 C20 C21 120.0(18) . . ?
C19 C20 C14 120.1(18) . . ?
C21 C20 C14 119.8(17) . . ?
C22 C21 C20 119.9(19) . . ?
C21 C22 C23 121(2) . . ?
C22 C23 C24 122.8(19) . . ?
C22 C23 C18 118.9(19) . . ?
C24 C23 C18 118.3(18) . . ?
C15 C24 C23 122(2) . . ?
C25 O9 Nd1 141.3(15) . . ?
C25 N1 C26 129.8(17) . . ?
C25 N1 C27 114.3(17) . . ?
C26 N1 C27 115.0(16) . . ?
O9 C25 N1 128(2) . . ?
C28 O10 Nd1 131.5(13) . . ?
C29 N2 C28 123(2) . . ?
C29 N2 C30 117(2) . . ?
C28 N2 C30 114.9(18) . . ?
C29 N2 C29' 66(3) . . ?
C28 N2 C29' 123(3) . . ?
C30 N2 C29' 102(2) . . ?
O10 C28 N2 131(2) . . ?
C31 N3 C32 130(5) . . ?
C31 N3 C33 121(5) . . ?
C32 N3 C33 108(5) . . ?
O11 C31 N3 127(6) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         3.593
_refine_diff_density_min         -2.375
_refine_diff_density_rms         0.266
####################################################################### 
# 
# 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_ic14220
_database_code_depnum_ccdc_archive 'CCDC 967500'
_audit_update_record             
;
2013-10-21 deposited with the CCDC.
2015-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H29 N2 Nd O9'
_chemical_formula_weight         657.75

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           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   18.8575(10)
_cell_length_b                   21.8147(12)
_cell_length_c                   12.8837(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5300.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3756
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      23.89

_exptl_crystal_description       rod
_exptl_crystal_colour            light-purple
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2648
_exptl_absorpt_coefficient_mu    2.015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6328
_exptl_absorpt_correction_T_max  0.8239
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28151
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6251
_reflns_number_gt                5279
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of 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)+(0.0490P)²+26.4458P] 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         6251
_refine_ls_number_parameters     319
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1190
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.018
_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 0.494669(18) 0.7500 0.74718(3) 0.01491(10) Uani 1 2 d S . .
Nd2 Nd 0.214652(18) 0.7500 0.65527(3) 0.01377(10) Uani 1 2 d S . .
O1 O 0.41258(19) 0.66582(16) 0.7396(3) 0.0225(8) Uani 1 1 d . . .
O2 O 0.30651(19) 0.67736(16) 0.6673(3) 0.0268(9) Uani 1 1 d . . .
O3 O 0.4308(2) 0.31685(19) 0.3561(3) 0.0322(9) Uani 1 1 d . . .
O4 O 0.3203(2) 0.31798(18) 0.2916(3) 0.0306(9) Uani 1 1 d . . .
O5 O 0.0626(2) 0.68480(18) 0.6415(3) 0.0363(10) Uani 1 1 d . . .
O6 O 0.1589(2) 0.67233(18) 0.5475(3) 0.0303(9) Uani 1 1 d . . .
O8 O 0.4393(3) 0.7500 0.5664(4) 0.0302(13) Uani 1 2 d S . .
H8A H 0.4029 0.7500 0.5190 0.045 Uiso 1 2 d SR . .
H8B H 0.4796 0.7500 0.5263 0.045 Uiso 1 2 d SR . .
O9 O 0.2846(3) 0.7500 0.4851(4) 0.0274(12) Uani 1 2 d S . .
H9 H 0.2806 0.7237 0.4326 0.041 Uiso 1 1 d R . .
C1 C 0.3706(3) 0.5863(2) 0.6311(4) 0.0203(11) Uani 1 1 d . . .
C2 C 0.4334(3) 0.5530(3) 0.6461(4) 0.0259(12) Uani 1 1 d . . .
H2 H 0.4696 0.5694 0.6891 0.031 Uiso 1 1 calc R . .
C3 C 0.4429(3) 0.4981(3) 0.6005(5) 0.0306(13) Uani 1 1 d . . .
H3 H 0.4847 0.4753 0.6153 0.037 Uiso 1 1 calc R . .
C4 C 0.3924(3) 0.4738(3) 0.5315(4) 0.0255(12) Uani 1 1 d . . .
C5 C 0.4031(3) 0.4182(3) 0.4770(4) 0.0266(12) Uani 1 1 d . . .
H5 H 0.4451 0.3952 0.4892 0.032 Uiso 1 1 calc R . .
C6 C 0.3544(3) 0.3967(2) 0.4073(4) 0.0240(11) Uani 1 1 d . . .
C7 C 0.2912(3) 0.4300(3) 0.3899(5) 0.0299(13) Uani 1 1 d . . .
H7 H 0.2569 0.4146 0.3426 0.036 Uiso 1 1 calc R . .
C8 C 0.2790(3) 0.4841(3) 0.4404(5) 0.0301(13) Uani 1 1 d . . .
H8 H 0.2363 0.5060 0.4273 0.036 Uiso 1 1 calc R . .
C9 C 0.3293(3) 0.5083(2) 0.5124(4) 0.0215(11) Uani 1 1 d . . .
C10 C 0.3194(3) 0.5642(2) 0.5651(4) 0.0241(11) Uani 1 1 d . . .
H10 H 0.2769 0.5869 0.5549 0.029 Uiso 1 1 calc R . .
C11 C 0.3627(3) 0.6481(2) 0.6836(4) 0.0205(10) Uani 1 1 d . . .
C12 C 0.3700(3) 0.3388(3) 0.3461(4) 0.0262(12) Uani 1 1 d . . .
C13 C 0.0695(2) 0.5969(2) 0.5345(4) 0.0183(10) Uani 1 1 d . . .
C14 C 0.0096(3) 0.5717(2) 0.5776(4) 0.0199(10) Uani 1 1 d . . .
H14 H -0.0139 0.5926 0.6323 0.024 Uiso 1 1 calc R . .
C15 C -0.0174(3) 0.5151(2) 0.5420(4) 0.0201(10) Uani 1 1 d . . .
C16 C 0.0784(3) 0.5128(3) 0.4142(4) 0.0255(12) Uani 1 1 d . . .
H16 H 0.1020 0.4933 0.3579 0.031 Uiso 1 1 calc R . .
C17 C 0.1039(3) 0.5671(2) 0.4514(4) 0.0224(11) Uani 1 1 d . . .
H17 H 0.1450 0.5849 0.4212 0.027 Uiso 1 1 calc R . .
C18 C 0.0983(3) 0.6555(2) 0.5772(4) 0.0212(11) Uani 1 1 d . . .
O7 O 0.4329(3) 0.7500 0.9157(4) 0.0373(15) Uani 1 2 d SD . .
N1 N 0.3471(8) 0.7782(6) 1.0170(12) 0.076(4) Uiso 0.50 1 d PD . 1
C19 C 0.3801(8) 0.7371(7) 0.9645(13) 0.075(4) Uiso 0.50 1 d PD . 1
C20 C 0.3461(11) 0.6741(8) 0.9678(17) 0.080(6) Uiso 0.50 1 d PD . 1
H20A H 0.3735 0.6464 0.9260 0.120 Uiso 0.50 1 d PR . 1
H20B H 0.3450 0.6595 1.0381 0.120 Uiso 0.50 1 d PR . 1
H20C H 0.2986 0.6762 0.9412 0.120 Uiso 0.50 1 d PR . 1
C21 C 0.3755(11) 0.8406(8) 1.0101(17) 0.076(6) Uiso 0.50 1 d PD . 1
H21A H 0.4194 0.8402 0.9726 0.114 Uiso 0.50 1 d PR . 1
H21B H 0.3416 0.8655 0.9736 0.114 Uiso 0.50 1 d PR . 1
H21C H 0.3831 0.8572 1.0782 0.114 Uiso 0.50 1 d PR . 1
C22 C 0.2836(8) 0.7714(8) 1.0824(13) 0.075(4) Uiso 0.50 1 d PD . 1
H22A H 0.2708 0.7288 1.0836 0.113 Uiso 0.50 1 d PR . 1
H22B H 0.2887 0.7862 1.1522 0.113 Uiso 0.50 1 d PR . 1
H22C H 0.2472 0.7944 1.0477 0.113 Uiso 0.50 1 d PR . 1
O10 O 0.2761(3) 0.6549(3) 0.3449(4) 0.0645(16) Uani 1 1 d . . .
N2 N 0.3152(5) 0.5828(4) 0.2406(8) 0.094(3) Uiso 1 1 d D . .
C23 C 0.3272(6) 0.6229(5) 0.3109(8) 0.080(3) Uiso 1 1 d D . .
C24 C 0.4019(5) 0.6274(5) 0.3439(8) 0.079(3) Uiso 1 1 d . . .
H24A H 0.4085 0.6648 0.3849 0.119 Uiso 1 1 calc R . .
H24B H 0.4326 0.6289 0.2826 0.119 Uiso 1 1 calc R . .
H24C H 0.4142 0.5916 0.3862 0.119 Uiso 1 1 calc R . .
C25 C 0.2383(5) 0.5774(5) 0.2072(9) 0.085(3) Uiso 1 1 d D . .
H25A H 0.2204 0.5366 0.2253 0.128 Uiso 1 1 calc R . .
H25B H 0.2348 0.5834 0.1320 0.128 Uiso 1 1 calc R . .
H25C H 0.2100 0.6086 0.2428 0.128 Uiso 1 1 calc R . .
C26 C 0.3670(6) 0.5388(6) 0.2010(9) 0.102(4) Uiso 1 1 d . . .
H26A H 0.4146 0.5508 0.2235 0.153 Uiso 1 1 calc R . .
H26B H 0.3651 0.5382 0.1250 0.153 Uiso 1 1 calc R . .
H26C H 0.3559 0.4979 0.2279 0.153 Uiso 1 1 calc R . .
O11 O -0.0091(7) 0.7500 0.1335(10) 0.110(4) Uiso 1 2 d S . .
N3 N 0.0658(6) 0.7500 0.2673(8) 0.065(3) Uiso 1 2 d S . .
C27 C 0.0534(6) 0.7500 0.1637(8) 0.046(2) Uiso 1 2 d S . .
C28 C 0.1106(8) 0.7500 0.0954(12) 0.083(4) Uiso 1 2 d S . .
H28A H 0.0948 0.7359 0.0269 0.124 Uiso 0.50 1 calc PR . .
H28B H 0.1475 0.7224 0.1216 0.124 Uiso 0.50 1 calc PR . .
H28C H 0.1297 0.7916 0.0896 0.124 Uiso 0.50 1 calc PR . .
C29 C 0.0061(10) 0.7500 0.3419(17) 0.129(7) Uiso 1 2 d S . .
H29A H -0.0019 0.7918 0.3671 0.194 Uiso 0.50 1 calc PR . .
H29B H 0.0176 0.7232 0.4006 0.194 Uiso 0.50 1 calc PR . .
H29C H -0.0368 0.7350 0.3074 0.194 Uiso 0.50 1 calc PR . .
C30 C 0.1365(7) 0.7500 0.3105(10) 0.067(3) Uiso 1 2 d S . .
H30A H 0.1700 0.7342 0.2589 0.101 Uiso 0.50 1 calc PR . .
H30B H 0.1376 0.7239 0.3724 0.101 Uiso 0.50 1 calc PR . .
H30C H 0.1498 0.7919 0.3295 0.101 Uiso 0.50 1 calc PR . .


_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 2.392(4) 4_566 ?
Nd1 O5 2.392(4) 6_657 ?
Nd1 O1 2.404(3) . ?
Nd1 O1 2.404(3) 7_575 ?
Nd1 O3 2.424(4) 3_656 ?
Nd1 O3 2.424(4) 5_666 ?
Nd1 O7 2.464(6) . ?
Nd1 O8 2.553(5) . ?
Nd2 O2 2.353(4) 7_575 ?
Nd2 O2 2.353(3) . ?
Nd2 O4 2.391(4) 8_666 ?
Nd2 O4 2.391(4) 2_565 ?
Nd2 O6 2.429(4) . ?
Nd2 O6 2.429(4) 7_575 ?
Nd2 O9 2.559(5) . ?
O1 C11 1.247(6) . ?
O2 C11 1.255(6) . ?
O3 C12 1.250(7) . ?
O3 Nd1 2.424(4) 5_666 ?
O4 C12 1.255(6) . ?
O4 Nd2 2.391(4) 2_564 ?
O5 C18 1.244(6) . ?
O5 Nd1 2.392(4) 6_557 ?
O6 C18 1.260(6) . ?
C1 C10 1.373(7) . ?
C1 C2 1.402(7) . ?
C1 C11 1.516(7) . ?
C2 C3 1.346(7) . ?
C3 C4 1.407(7) . ?
C4 C5 1.417(7) . ?
C4 C9 1.428(7) . ?
C5 C6 1.368(7) . ?
C6 C7 1.413(7) . ?
C6 C12 1.517(7) . ?
C7 C8 1.368(8) . ?
C8 C9 1.428(7) . ?
C9 C10 1.409(7) . ?
C13 C14 1.373(7) . ?
C13 C17 1.410(7) . ?
C13 C18 1.495(7) . ?
C14 C15 1.411(7) . ?
C15 C16 1.419(7) 5_566 ?
C15 C15 1.427(10) 5_566 ?
C16 C17 1.366(7) . ?
C16 C15 1.419(7) 5_566 ?
O7 C19 1.211(13) . ?
O7 C19 1.211(13) 7_575 ?
N1 C19 0.978(17) 7_575 ?
N1 C20 1.22(2) 7_575 ?
N1 N1 1.23(3) 7_575 ?
N1 C19 1.284(14) . ?
N1 C21 1.465(16) . ?
N1 C22 1.471(15) . ?
N1 C22 1.821(18) 7_575 ?
C19 C19 0.56(3) 7_575 ?
C19 N1 0.978(17) 7_575 ?
C19 C20 1.518(16) . ?
C19 C21 1.80(3) 7_575 ?
C20 C21 0.84(3) 7_575 ?
C20 N1 1.22(2) 7_575 ?
C21 C20 0.84(3) 7_575 ?
C21 C19 1.80(3) 7_575 ?
C22 C22 0.93(4) 7_575 ?
C22 N1 1.820(18) 7_575 ?
O10 C23 1.268(11) . ?
N2 C23 1.279(11) . ?
N2 C26 1.462(14) . ?
N2 C25 1.516(11) . ?
C23 C24 1.474(13) . ?
O11 C27 1.240(14) . ?
N3 C27 1.355(14) . ?
N3 C30 1.445(16) . ?
N3 C29 1.48(2) . ?
C27 C28 1.393(17) . ?

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 O5 73.0(2) 4_566 6_657 ?
O5 Nd1 O1 145.43(14) 4_566 . ?
O5 Nd1 O1 85.12(14) 6_657 . ?
O5 Nd1 O1 85.12(14) 4_566 7_575 ?
O5 Nd1 O1 145.43(14) 6_657 7_575 ?
O1 Nd1 O1 99.63(17) . 7_575 ?
O5 Nd1 O3 70.18(15) 4_566 3_656 ?
O5 Nd1 O3 112.12(14) 6_657 3_656 ?
O1 Nd1 O3 144.18(13) . 3_656 ?
O1 Nd1 O3 83.78(13) 7_575 3_656 ?
O5 Nd1 O3 112.12(14) 4_566 5_666 ?
O5 Nd1 O3 70.18(15) 6_657 5_666 ?
O1 Nd1 O3 83.78(13) . 5_666 ?
O1 Nd1 O3 144.18(13) 7_575 5_666 ?
O3 Nd1 O3 74.0(2) 3_656 5_666 ?
O5 Nd1 O7 74.01(15) 4_566 . ?
O5 Nd1 O7 74.01(15) 6_657 . ?
O1 Nd1 O7 74.42(12) . . ?
O1 Nd1 O7 74.42(12) 7_575 . ?
O3 Nd1 O7 139.30(12) 3_656 . ?
O3 Nd1 O7 139.30(12) 5_666 . ?
O5 Nd1 O8 140.03(12) 4_566 . ?
O5 Nd1 O8 140.03(12) 6_657 . ?
O1 Nd1 O8 72.51(11) . . ?
O1 Nd1 O8 72.51(11) 7_575 . ?
O3 Nd1 O8 74.71(14) 3_656 . ?
O3 Nd1 O8 74.71(13) 5_666 . ?
O7 Nd1 O8 127.64(19) . . ?
O2 Nd2 O2 84.68(18) 7_575 . ?
O2 Nd2 O4 74.76(14) 7_575 8_666 ?
O2 Nd2 O4 124.91(14) . 8_666 ?
O2 Nd2 O4 124.91(14) 7_575 2_565 ?
O2 Nd2 O4 74.76(14) . 2_565 ?
O4 Nd2 O4 76.6(2) 8_666 2_565 ?
O2 Nd2 O6 145.67(14) 7_575 . ?
O2 Nd2 O6 83.47(13) . . ?
O4 Nd2 O6 137.13(14) 8_666 . ?
O4 Nd2 O6 82.42(14) 2_565 . ?
O2 Nd2 O6 83.47(13) 7_575 7_575 ?
O2 Nd2 O6 145.67(14) . 7_575 ?
O4 Nd2 O6 82.42(14) 8_666 7_575 ?
O4 Nd2 O6 137.13(14) 2_565 7_575 ?
O6 Nd2 O6 88.44(19) . 7_575 ?
O2 Nd2 O9 71.16(13) 7_575 . ?
O2 Nd2 O9 71.16(13) . . ?
O4 Nd2 O9 140.49(11) 8_666 . ?
O4 Nd2 O9 140.49(11) 2_565 . ?
O6 Nd2 O9 74.52(13) . . ?
O6 Nd2 O9 74.52(13) 7_575 . ?
C11 O1 Nd1 138.3(3) . . ?
C11 O2 Nd2 167.3(3) . . ?
C12 O3 Nd1 134.9(4) . 5_666 ?
C12 O4 Nd2 147.3(4) . 2_564 ?
C18 O5 Nd1 174.0(4) . 6_557 ?
C18 O6 Nd2 115.0(3) . . ?
C10 C1 C2 119.8(5) . . ?
C10 C1 C11 121.3(5) . . ?
C2 C1 C11 118.8(5) . . ?
C3 C2 C1 120.9(5) . . ?
C2 C3 C4 121.3(5) . . ?
C3 C4 C5 122.5(5) . . ?
C3 C4 C9 118.4(5) . . ?
C5 C4 C9 119.0(5) . . ?
C6 C5 C4 121.5(5) . . ?
C5 C6 C7 119.7(5) . . ?
C5 C6 C12 119.8(5) . . ?
C7 C6 C12 120.5(5) . . ?
C8 C7 C6 120.7(5) . . ?
C7 C8 C9 121.0(5) . . ?
C10 C9 C4 118.8(5) . . ?
C10 C9 C8 123.0(5) . . ?
C4 C9 C8 118.2(5) . . ?
C1 C10 C9 120.6(5) . . ?
O1 C11 O2 125.2(5) . . ?
O1 C11 C1 117.4(4) . . ?
O2 C11 C1 117.5(4) . . ?
O3 C12 O4 127.1(5) . . ?
O3 C12 C6 116.3(5) . . ?
O4 C12 C6 116.6(5) . . ?
C14 C13 C17 120.1(5) . . ?
C14 C13 C18 119.5(5) . . ?
C17 C13 C18 120.4(5) . . ?
C13 C14 C15 121.0(5) . . ?
C14 C15 C16 122.6(5) . 5_566 ?
C14 C15 C15 119.0(6) . 5_566 ?
C16 C15 C15 118.4(6) 5_566 5_566 ?
C17 C16 C15 121.2(5) . 5_566 ?
C16 C17 C13 120.3(5) . . ?
O5 C18 O6 122.9(5) . . ?
O5 C18 C13 119.2(5) . . ?
O6 C18 C13 117.9(5) . . ?
C19 O7 C19 26.9(15) . 7_575 ?
C19 O7 Nd1 147.8(9) . . ?
C19 O7 Nd1 147.8(9) 7_575 . ?
C19 N1 C20 86.7(15) 7_575 7_575 ?
C19 N1 N1 70.0(14) 7_575 7_575 ?
C20 N1 N1 148.7(12) 7_575 7_575 ?
C19 N1 C19 24.3(15) 7_575 . ?
C20 N1 C19 109.3(17) 7_575 . ?
N1 N1 C19 45.7(9) 7_575 . ?
C19 N1 C21 92.4(16) 7_575 . ?
C20 N1 C21 35.0(12) 7_575 . ?
N1 N1 C21 158.3(10) 7_575 . ?
C19 N1 C21 116.1(14) . . ?
C19 N1 C22 152(2) 7_575 . ?
C20 N1 C22 111.8(17) 7_575 . ?
N1 N1 C22 84.2(9) 7_575 . ?
C19 N1 C22 128.8(14) . . ?
C21 N1 C22 115.2(14) . . ?
C19 N1 C22 122.4(17) 7_575 7_575 ?
C20 N1 C22 137.6(16) 7_575 7_575 ?
N1 N1 C22 53.5(6) 7_575 7_575 ?
C19 N1 C22 98.5(12) . 7_575 ?
C21 N1 C22 145.1(13) . 7_575 ?
C22 N1 C22 30.7(12) . 7_575 ?
C19 C19 N1 110.0(14) 7_575 7_575 ?
C19 C19 O7 76.6(8) 7_575 . ?
N1 C19 O7 164(2) 7_575 . ?
C19 C19 N1 45.7(9) 7_575 . ?
N1 C19 N1 64.3(17) 7_575 . ?
O7 C19 N1 120.7(14) . . ?
C19 C19 C20 154.9(10) 7_575 . ?
N1 C19 C20 53.3(14) 7_575 . ?
O7 C19 C20 125.0(15) . . ?
N1 C19 C20 114.3(14) . . ?
C19 C19 C21 160.7(8) 7_575 7_575 ?
N1 C19 C21 54.6(13) 7_575 7_575 ?
O7 C19 C21 115.5(13) . 7_575 ?
N1 C19 C21 117.6(14) . 7_575 ?
C20 C19 C21 27.8(10) . 7_575 ?
C21 C20 N1 89(2) 7_575 7_575 ?
C21 C20 C19 95(2) 7_575 . ?
N1 C20 C19 40.0(8) 7_575 . ?
C20 C21 N1 56.3(17) 7_575 . ?
C20 C21 C19 57.4(17) 7_575 7_575 ?
N1 C21 C19 33.0(7) . 7_575 ?
C22 C22 N1 95.8(9) 7_575 . ?
C22 C22 N1 53.5(6) 7_575 7_575 ?
N1 C22 N1 42.3(10) . 7_575 ?
C23 N2 C26 125.2(10) . . ?
C23 N2 C25 115.1(10) . . ?
C26 N2 C25 119.2(9) . . ?
O10 C23 N2 119.0(10) . . ?
O10 C23 C24 126.2(10) . . ?
N2 C23 C24 114.9(10) . . ?
C27 N3 C30 122.6(11) . . ?
C27 N3 C29 120.6(12) . . ?
C30 N3 C29 116.9(12) . . ?
O11 C27 N3 118.2(12) . . ?
O11 C27 C28 122.5(12) . . ?
N3 C27 C28 119.3(11) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.767
_refine_diff_density_min         -1.601
_refine_diff_density_rms         0.155
####################################################################### 
# 
# 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_ic13611
_database_code_depnum_ccdc_archive 'CCDC 967501'
_audit_update_record             
;
2013-10-21 deposited with the CCDC.
2015-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H27 N2 Nd O10'
_chemical_formula_weight         671.74

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   P2(1)/n

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

_cell_length_a                   9.8320(3)
_cell_length_b                   21.3218(7)
_cell_length_c                   13.7949(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.6016(14)
_cell_angle_gamma                90.00
_cell_volume                     2785.35(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6646
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.50

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1348
_exptl_absorpt_coefficient_mu    1.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.691
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'NONIUS KappaCCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16365
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0537
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.50
_reflns_number_total             6320
_reflns_number_gt                4850
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'NONIUS COLLECT'
_computing_cell_refinement       DENZO-SMN
_computing_data_reduction        DENZO-SMN
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of 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)+(0.0667P)²+10.8928P] 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         6320
_refine_ls_number_parameters     325
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1361
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.010
_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 0.26124(3) 0.015615(13) 0.514856(19) 0.01822(11) Uani 1 1 d . . .
O1 O 0.1236(4) 0.1025(2) 0.5452(3) 0.0278(9) Uani 1 1 d . . .
O2 O -0.0982(4) 0.06996(19) 0.5147(3) 0.0295(9) Uani 1 1 d . . .
O3 O -0.1485(4) 0.39497(19) 0.9391(3) 0.0277(9) Uani 1 1 d . . .
O4 O 0.0607(4) 0.43800(18) 0.9481(3) 0.0254(8) Uani 1 1 d . . .
O5 O 0.0890(4) 0.0292(2) 0.3415(3) 0.0285(9) Uani 1 1 d . . .
O6 O 0.2872(4) -0.0198(2) 0.3465(3) 0.0273(9) Uani 1 1 d . . .
O7 O 0.2002(4) -0.0125(2) 0.6752(3) 0.0304(9) Uani 1 1 d . . .
O8 O 0.4484(4) 0.0585(2) 0.6566(3) 0.0284(9) Uani 1 1 d . . .
C1 C -0.0271(6) 0.1576(3) 0.6226(4) 0.0248(12) Uani 1 1 d . . .
C2 C -0.1590(7) 0.1613(3) 0.6455(5) 0.0408(16) Uani 1 1 d . . .
H2 H -0.2326 0.1329 0.6152 0.049 Uiso 1 1 calc R . .
C3 C -0.1796(7) 0.2049(4) 0.7101(6) 0.052(2) Uani 1 1 d . . .
H3 H -0.2671 0.2054 0.7270 0.063 Uiso 1 1 calc R . .
C4 C -0.0768(6) 0.2498(3) 0.7539(4) 0.0311(14) Uani 1 1 d . . .
C5 C -0.0991(6) 0.2986(3) 0.8185(5) 0.0329(14) Uani 1 1 d . . .
H5 H -0.1869 0.3005 0.8349 0.040 Uiso 1 1 calc R . .
C6 C 0.0006(6) 0.3422(3) 0.8574(4) 0.0283(13) Uani 1 1 d . . .
C7 C 0.1309(7) 0.3395(4) 0.8336(6) 0.058(2) Uani 1 1 d . . .
H7 H 0.2016 0.3699 0.8604 0.070 Uiso 1 1 calc R . .
C8 C 0.1562(8) 0.2931(4) 0.7720(7) 0.068(3) Uani 1 1 d . . .
H8 H 0.2449 0.2918 0.7569 0.081 Uiso 1 1 calc R . .
C9 C 0.0539(7) 0.2471(3) 0.7305(5) 0.0372(15) Uani 1 1 d . . .
C10 C 0.0751(7) 0.1994(3) 0.6656(5) 0.0394(16) Uani 1 1 d . . .
H10 H 0.1642 0.1964 0.6514 0.047 Uiso 1 1 calc R . .
C11 C 0.0016(6) 0.1060(3) 0.5559(4) 0.0221(11) Uani 1 1 d . . .
C12 C -0.0310(6) 0.3958(3) 0.9199(4) 0.0220(11) Uani 1 1 d . . .
C13 C 0.1719(7) -0.0432(4) 0.0334(4) 0.051(2) Uani 1 1 d . . .
H13 H 0.2305 -0.0658 0.0010 0.061 Uiso 1 1 calc R . .
C14 C 0.2116(7) -0.0370(4) 0.1350(4) 0.047(2) Uani 1 1 d . . .
H14 H 0.2982 -0.0547 0.1730 0.057 Uiso 1 1 calc R . .
C15 C 0.1246(6) -0.0044(3) 0.1845(4) 0.0282(13) Uani 1 1 d . . .
C16 C 0.0015(6) 0.0210(3) 0.1315(4) 0.0311(14) Uani 1 1 d . . .
H16 H -0.0558 0.0426 0.1661 0.037 Uiso 1 1 calc R . .
C17 C -0.0439(6) 0.0162(3) 0.0252(4) 0.0305(13) Uani 1 1 d . . .
C18 C 0.1691(6) 0.0020(3) 0.2970(4) 0.0267(13) Uani 1 1 d . . .
O9 O -0.0289(6) 0.3319(3) 0.2551(5) 0.0628(16) Uani 1 1 d D . .
N1 N 0.0131(7) 0.2295(3) 0.2873(6) 0.063(2) Uani 1 1 d D . .
C19 C -0.0271(8) 0.2780(4) 0.2258(7) 0.061(2) Uani 1 1 d D . .
C20 C -0.0671(11) 0.2643(5) 0.1148(7) 0.080(3) Uani 1 1 d D . .
H29A H -0.1091 0.3018 0.0776 0.119 Uiso 1 1 calc R . .
H20B H -0.1356 0.2299 0.1001 0.119 Uiso 1 1 calc R . .
H20C H 0.0174 0.2523 0.0944 0.119 Uiso 1 1 calc R . .
C21 C 0.0147(11) 0.1652(5) 0.2609(11) 0.107(5) Uani 1 1 d D . .
H21A H -0.0782 0.1467 0.2558 0.160 Uiso 1 1 calc R . .
H21B H 0.0865 0.1431 0.3127 0.160 Uiso 1 1 calc R . .
H21C H 0.0370 0.1615 0.1960 0.160 Uiso 1 1 calc R . .
C22 C 0.0490(12) 0.2434(6) 0.3956(7) 0.102(4) Uani 1 1 d D . .
H22A H 0.0515 0.2889 0.4057 0.153 Uiso 1 1 calc R . .
H22B H 0.1418 0.2256 0.4287 0.153 Uiso 1 1 calc R . .
H22C H -0.0224 0.2249 0.4248 0.153 Uiso 1 1 calc R . .
O10 O 0.2047(16) 0.0794(8) 0.8172(11) 0.227(7) Uiso 1 1 d D . .
N2 N 0.2758(13) 0.1237(6) 0.9686(9) 0.132(4) Uiso 1 1 d D . .
C23 C 0.2898(16) 0.0861(7) 0.8947(10) 0.129(5) Uiso 1 1 d D . .
C24 C 0.384(2) 0.0334(9) 0.8906(16) 0.200 Uiso 1 1 d D . .
H24A H 0.3543 -0.0037 0.9216 0.300 Uiso 1 1 calc R . .
H24B H 0.4811 0.0445 0.9272 0.300 Uiso 1 1 calc R . .
H24C H 0.3801 0.0242 0.8203 0.300 Uiso 1 1 calc R . .
C25 C 0.1416(17) 0.1520(10) 0.9681(15) 0.200 Uiso 1 1 d D . .
H25A H 0.0680 0.1361 0.9104 0.300 Uiso 1 1 calc R . .
H25B H 0.1485 0.1976 0.9628 0.300 Uiso 1 1 calc R . .
H25C H 0.1176 0.1413 1.0306 0.300 Uiso 1 1 calc R . .
C26 C 0.3932(18) 0.1137(10) 1.0542(13) 0.200 Uiso 1 1 d D . .
H26A H 0.4568 0.0825 1.0376 0.300 Uiso 1 1 calc R . .
H26B H 0.3593 0.0983 1.1105 0.300 Uiso 1 1 calc R . .
H26C H 0.4441 0.1532 1.0732 0.300 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 O4 2.363(4) 2_546 ?
Nd1 O2 2.390(4) 3_556 ?
Nd1 O1 2.396(4) . ?
Nd1 O3 2.452(4) 4_665 ?
Nd1 O8 2.472(4) . ?
Nd1 O7 2.515(4) . ?
Nd1 O6 2.519(4) . ?
Nd1 O5 2.548(4) . ?
Nd1 C18 2.910(5) . ?
O1 C11 1.249(6) . ?
O2 C11 1.255(7) . ?
O2 Nd1 2.390(4) 3_556 ?
O3 C12 1.253(6) . ?
O3 Nd1 2.452(4) 4_566 ?
O4 C12 1.259(7) . ?
O4 Nd1 2.363(4) 2_556 ?
O5 C18 1.263(7) . ?
O6 C18 1.267(7) . ?
C1 C10 1.354(8) . ?
C1 C2 1.417(8) . ?
C1 C11 1.510(7) . ?
C2 C3 1.340(9) . ?
C3 C4 1.406(9) . ?
C4 C9 1.407(9) . ?
C4 C5 1.425(8) . ?
C5 C6 1.353(8) . ?
C6 C7 1.406(9) . ?
C6 C12 1.513(7) . ?
C7 C8 1.370(10) . ?
C8 C9 1.410(9) . ?
C9 C10 1.408(9) . ?
C13 C14 1.356(8) . ?
C13 C17 1.422(9) 3 ?
C14 C15 1.412(9) . ?
C15 C16 1.348(8) . ?
C15 C18 1.501(7) . ?
C16 C17 1.418(8) . ?
C17 C13 1.422(9) 3 ?
C17 C17 1.424(11) 3 ?
O9 C19 1.221(10) . ?
N1 C19 1.328(10) . ?
N1 C21 1.418(11) . ?
N1 C22 1.471(11) . ?
C19 C20 1.503(11) . ?
O10 C23 1.176(8) . ?
N2 C23 1.333(11) . ?
N2 C26 1.428(12) . ?
N2 C25 1.449(12) . ?
C23 C24 1.467(13) . ?

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 Nd1 O2 85.77(15) 2_546 3_556 ?
O4 Nd1 O1 157.53(13) 2_546 . ?
O2 Nd1 O1 103.62(14) 3_556 . ?
O4 Nd1 O3 107.73(13) 2_546 4_665 ?
O2 Nd1 O3 145.44(13) 3_556 4_665 ?
O1 Nd1 O3 76.08(14) . 4_665 ?
O4 Nd1 O8 74.77(13) 2_546 . ?
O2 Nd1 O8 137.72(13) 3_556 . ?
O1 Nd1 O8 84.92(13) . . ?
O3 Nd1 O8 76.81(13) 4_665 . ?
O4 Nd1 O7 88.92(13) 2_546 . ?
O2 Nd1 O7 70.15(13) 3_556 . ?
O1 Nd1 O7 75.60(14) . . ?
O3 Nd1 O7 139.42(14) 4_665 . ?
O8 Nd1 O7 72.28(13) . . ?
O4 Nd1 O6 74.72(12) 2_546 . ?
O2 Nd1 O6 80.97(13) 3_556 . ?
O1 Nd1 O6 126.48(13) . . ?
O3 Nd1 O6 72.69(14) 4_665 . ?
O8 Nd1 O6 126.99(12) . . ?
O7 Nd1 O6 147.81(14) . . ?
O4 Nd1 O5 123.33(12) 2_546 . ?
O2 Nd1 O5 71.38(14) 3_556 . ?
O1 Nd1 O5 79.13(13) . . ?
O3 Nd1 O5 74.74(13) 4_665 . ?
O8 Nd1 O5 149.97(14) . . ?
O7 Nd1 O5 126.64(13) . . ?
O6 Nd1 O5 51.37(12) . . ?
O4 Nd1 C18 99.21(15) 2_546 . ?
O2 Nd1 C18 74.87(15) 3_556 . ?
O1 Nd1 C18 102.93(15) . . ?
O3 Nd1 C18 71.67(15) 4_665 . ?
O8 Nd1 C18 144.35(14) . . ?
O7 Nd1 C18 143.36(15) . . ?
O6 Nd1 C18 25.71(14) . . ?
O5 Nd1 C18 25.66(14) . . ?
C11 O1 Nd1 132.2(4) . . ?
C11 O2 Nd1 162.0(4) . 3_556 ?
C12 O3 Nd1 122.6(3) . 4_566 ?
C12 O4 Nd1 174.1(4) . 2_556 ?
C18 O5 Nd1 93.4(3) . . ?
C18 O6 Nd1 94.7(3) . . ?
C10 C1 C2 118.8(5) . . ?
C10 C1 C11 120.5(5) . . ?
C2 C1 C11 120.6(5) . . ?
C3 C2 C1 119.8(6) . . ?
C2 C3 C4 122.6(6) . . ?
C3 C4 C9 118.0(6) . . ?
C3 C4 C5 123.5(5) . . ?
C9 C4 C5 118.5(6) . . ?
C6 C5 C4 122.1(5) . . ?
C5 C6 C7 119.2(5) . . ?
C5 C6 C12 120.4(5) . . ?
C7 C6 C12 120.3(5) . . ?
C8 C7 C6 120.2(6) . . ?
C7 C8 C9 121.6(6) . . ?
C4 C9 C10 118.4(6) . . ?
C4 C9 C8 118.3(6) . . ?
C10 C9 C8 123.3(6) . . ?
C1 C10 C9 122.3(6) . . ?
O1 C11 O2 124.7(5) . . ?
O1 C11 C1 117.3(5) . . ?
O2 C11 C1 118.0(5) . . ?
O3 C12 O4 124.6(5) . . ?
O3 C12 C6 116.9(5) . . ?
O4 C12 C6 118.4(5) . . ?
C14 C13 C17 120.9(6) . 3 ?
C13 C14 C15 120.3(6) . . ?
C16 C15 C14 120.5(5) . . ?
C16 C15 C18 119.6(5) . . ?
C14 C15 C18 119.9(5) . . ?
C15 C16 C17 121.3(5) . . ?
C16 C17 C13 122.9(5) . 3 ?
C16 C17 C17 118.4(7) . 3 ?
C13 C17 C17 118.6(6) 3 3 ?
O5 C18 O6 120.5(5) . . ?
O5 C18 C15 119.9(5) . . ?
O6 C18 C15 119.6(5) . . ?
O5 C18 Nd1 60.9(3) . . ?
O6 C18 Nd1 59.6(3) . . ?
C15 C18 Nd1 178.7(4) . . ?
C19 N1 C21 127.6(9) . . ?
C19 N1 C22 116.1(8) . . ?
C21 N1 C22 116.1(9) . . ?
O9 C19 N1 123.4(9) . . ?
O9 C19 C20 119.8(8) . . ?
N1 C19 C20 116.8(9) . . ?
C23 N2 C26 108.3(13) . . ?
C23 N2 C25 121.9(13) . . ?
C26 N2 C25 126.8(14) . . ?
O10 C23 N2 125.0(15) . . ?
O10 C23 C24 100.1(14) . . ?
N2 C23 C24 133.4(15) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         2.392
_refine_diff_density_min         -1.226
_refine_diff_density_rms         0.172
