# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1414446'
_audit_update_record             
;
2015-11-05 deposited with the CCDC.
2016-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H35 La N4 O13'
_chemical_formula_weight         870.59

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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8229(2)
_cell_length_b                   11.4914(2)
_cell_length_c                   16.3886(3)
_cell_angle_alpha                94.801(5)
_cell_angle_beta                 103.133(4)
_cell_angle_gamma                97.661(5)
_cell_volume                     1772.97(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.279
_shelx_estimated_absorpt_T_min   0.716
_shelx_estimated_absorpt_T_max   0.872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6403
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.570
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6403
_reflns_number_gt                5681
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+22.1214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6403
_refine_ls_number_parameters     480
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1588
_refine_ls_wR_factor_gt          0.1546
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.967
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.47060(4) 0.11730(3) 0.68015(2) 0.01563(14) Uani 1 1 d . . . . .
C1 C 0.4821(8) 0.2585(6) 0.8811(5) 0.0215(16) Uani 1 1 d . . . . .
C2 C 0.4664(8) 0.2026(6) 0.9584(4) 0.0196(15) Uani 1 1 d . . . . .
C3 C 0.5651(9) 0.2416(7) 1.0356(5) 0.0250(17) Uani 1 1 d . . . . .
H3 H 0.6362 0.3056 1.0400 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5547(8) 0.1836(6) 1.1041(4) 0.0217(16) Uani 1 1 d . . . . .
H4 H 0.6204 0.2086 1.1552 0.026 Uiso 1 1 calc R U . . .
C5 C 0.4489(8) 0.0883(6) 1.0995(4) 0.0194(15) Uani 1 1 d . . . . .
C6 C 0.3434(8) 0.0535(6) 1.0231(4) 0.0195(15) Uani 1 1 d . . . . .
C7 C 0.3557(8) 0.1106(6) 0.9528(5) 0.0219(16) Uani 1 1 d . . . . .
H7 H 0.2895 0.0871 0.9017 0.026 Uiso 1 1 calc R U . . .
C8 C 0.4551(8) 0.0238(6) 1.1763(5) 0.0235(16) Uani 1 1 d . . . . .
C11 C 0.1172(9) -0.0778(7) 0.9568(5) 0.0271(17) Uani 1 1 d . . . . .
C12 C 0.0229(5) -0.1832(4) 0.9704(4) 0.035 Uiso 1 1 d G U . . .
C13 C 0.0715(5) -0.2593(5) 1.0280(3) 0.0311(18) Uani 1 1 d G . . . .
H13 H 0.1634 -0.2425 1.0616 0.037 Uiso 1 1 calc R U . . .
C14 C -0.0172(6) -0.3607(4) 1.0355(3) 0.043(2) Uani 1 1 d G . . . .
H14 H 0.0153 -0.4117 1.0740 0.052 Uiso 1 1 calc R U . . .
C15 C -0.1545(6) -0.3858(4) 0.9853(4) 0.042(2) Uani 1 1 d G . . . .
H15 H -0.2139 -0.4537 0.9902 0.050 Uiso 1 1 calc R U . . .
C16 C -0.2031(4) -0.3096(5) 0.9276(3) 0.038(2) Uani 1 1 d G . . . .
H16 H -0.2950 -0.3265 0.8940 0.046 Uiso 1 1 calc R U . . .
C17 C -0.1144(5) -0.2083(4) 0.9202(3) 0.0317(19) Uani 1 1 d G . . . .
H17 H -0.1469 -0.1573 0.8816 0.038 Uiso 1 1 calc R U . . .
C21 C 0.6354(8) 0.4172(6) 0.7155(5) 0.0210(15) Uani 1 1 d . . . . .
C22 C 0.6482(8) 0.5017(6) 0.6519(4) 0.0192(15) Uani 1 1 d . . . . .
C23 C 0.6156(8) 0.6159(6) 0.6665(5) 0.0225(16) Uani 1 1 d . . . . .
H23 H 0.5964 0.6415 0.7175 0.027 Uiso 1 1 calc R U . . .
C24 C 0.6125(8) 0.6890(7) 0.6039(5) 0.0222(16) Uani 1 1 d . . . . .
H24 H 0.5882 0.7638 0.6128 0.027 Uiso 1 1 calc R U . . .
C25 C 0.6443(8) 0.6550(6) 0.5282(4) 0.0173(14) Uani 1 1 d . . . . .
C26 C 0.6835(8) 0.5420(6) 0.5147(4) 0.0191(15) Uani 1 1 d . . . . .
C27 C 0.6833(8) 0.4655(6) 0.5770(5) 0.0218(16) Uani 1 1 d . . . . .
H27 H 0.7066 0.3903 0.5683 0.026 Uiso 1 1 calc R U . . .
C28 C 0.6259(7) 0.7382(6) 0.4615(4) 0.0155(14) Uani 1 1 d . . . . .
C31 C 0.7498(8) 0.4065(7) 0.4064(5) 0.0255(17) Uani 1 1 d . . . . .
C32 C 0.7844(9) 0.4123(7) 0.3217(5) 0.0280(18) Uani 1 1 d . . . . .
C33 C 0.7225(10) 0.4813(8) 0.2637(5) 0.0333(19) Uani 1 1 d . . . . .
H33 H 0.6541 0.5243 0.2754 0.040 Uiso 1 1 calc R U . . .
C34 C 0.7617(11) 0.4869(8) 0.1875(5) 0.038(2) Uani 1 1 d . . . . .
H34 H 0.7203 0.5340 0.1485 0.046 Uiso 1 1 calc R U . . .
C35 C 0.8620(11) 0.4224(8) 0.1702(6) 0.044(2) Uani 1 1 d . . . . .
H35 H 0.8893 0.4264 0.1196 0.053 Uiso 1 1 calc R U . . .
C36 C 0.9216(15) 0.3522(11) 0.2272(7) 0.064(4) Uani 1 1 d . . . . .
H36 H 0.9899 0.3088 0.2158 0.076 Uiso 1 1 calc R U . . .
C37 C 0.8800(14) 0.3461(11) 0.3017(7) 0.062(4) Uani 1 1 d . . . . .
H37 H 0.9179 0.2957 0.3392 0.074 Uiso 1 1 calc R U . . .
C40 C 0.1287(9) -0.0009(8) 0.6876(6) 0.035(2) Uani 1 1 d . . . . .
H40 H 0.1552 0.0158 0.7460 0.043 Uiso 1 1 calc R U . . .
C41 C -0.0451(11) -0.1101(10) 0.5635(6) 0.051(3) Uani 1 1 d . . . . .
H41A H -0.0726 -0.1944 0.5551 0.077 Uiso 1 1 calc R U . . .
H41B H 0.0299 -0.0889 0.5362 0.077 Uiso 1 1 calc R U . . .
H41C H -0.1247 -0.0731 0.5398 0.077 Uiso 1 1 calc R U . . .
C42 C -0.0959(11) -0.1086(9) 0.7038(6) 0.046(2) Uani 1 1 d . . . . .
H42A H -0.1175 -0.1933 0.6966 0.068 Uiso 1 1 calc R U . . .
H42B H -0.1815 -0.0760 0.6860 0.068 Uiso 1 1 calc R U . . .
H42C H -0.0535 -0.0810 0.7621 0.068 Uiso 1 1 calc R U . . .
C50 C 0.7812(9) 0.1487(8) 0.6159(6) 0.0330(19) Uani 1 1 d . . . . .
H50 H 0.7652 0.1563 0.5585 0.040 Uiso 1 1 calc R U . . .
C51 C 0.9320(13) 0.2132(11) 0.7588(7) 0.061(3) Uani 1 1 d . . . . .
H51A H 1.0311 0.2118 0.7805 0.091 Uiso 1 1 calc R U . . .
H51B H 0.8779 0.1457 0.7735 0.091 Uiso 1 1 calc R U . . .
H51C H 0.9073 0.2842 0.7829 0.091 Uiso 1 1 calc R U . . .
C52 C 1.0000(12) 0.2858(11) 0.6342(9) 0.063(3) Uani 1 1 d . . . . .
H52A H 1.0894 0.2576 0.6452 0.095 Uiso 1 1 calc R U . . .
H52B H 1.0119 0.3648 0.6618 0.095 Uiso 1 1 calc R U . . .
H52C H 0.9653 0.2856 0.5745 0.095 Uiso 1 1 calc R U . . .
H30A H 0.464(13) -0.107(12) 0.550(7) 0.095 Uiso 1 1 d D U . . .
H30C H 0.371(13) -0.141(7) 0.591(9) 0.095 Uiso 1 1 d D U . . .
N1 N 0.2346(7) -0.0390(6) 1.0202(4) 0.0242(14) Uani 1 1 d . . . . .
H1 H 0.2427 -0.0763 1.0640 0.029 Uiso 1 1 calc R U . . .
N2 N 0.7200(7) 0.5108(5) 0.4383(4) 0.0240(14) Uani 1 1 d . . . . .
H2 H 0.7241 0.5667 0.4067 0.029 Uiso 1 1 calc R U . . .
N40 N 0.0033(8) -0.0708(7) 0.6524(5) 0.0392(18) Uani 1 1 d . . . . .
N50 N 0.9006(8) 0.2101(7) 0.6656(5) 0.0433(19) Uani 1 1 d . . . . .
O1 O 0.4113(6) 0.2172(5) 0.8091(3) 0.0238(11) Uani 1 1 d . . . . .
O2 O 0.5812(6) 0.3466(5) 0.8958(3) 0.0323(13) Uani 1 1 d . U . . .
O3 O 0.3638(6) -0.0631(5) 1.1783(3) 0.0260(12) Uani 1 1 d . . . . .
O4 O 0.5631(7) 0.0560(5) 1.2377(3) 0.0363(15) Uani 1 1 d . . . . .
O5 O 0.0864(7) -0.0297(6) 0.8931(4) 0.0471(18) Uani 1 1 d . . . . .
O11 O 0.6369(6) 0.3103(4) 0.6979(3) 0.0248(12) Uani 1 1 d . . . . .
O12 O 0.6230(7) 0.4655(5) 0.7857(3) 0.0369(15) Uani 1 1 d . U . . .
H12 H 0.6168 0.4151 0.8178 0.055 Uiso 1 1 calc R U . . .
O13 O 0.6639(6) 0.7176(5) 0.3936(3) 0.0237(11) Uani 1 1 d . . . . .
O14 O 0.5690(6) 0.8284(4) 0.4737(3) 0.0248(12) Uani 1 1 d . . . . .
O15 O 0.7533(7) 0.3185(5) 0.4428(4) 0.0395(15) Uani 1 1 d . . . . .
O30 O 0.4174(7) -0.0776(5) 0.5817(4) 0.0332(14) Uani 1 1 d D . . . .
O40 O 0.2095(6) 0.0418(6) 0.6470(4) 0.0368(14) Uani 1 1 d . . . . .
O50 O 0.6901(6) 0.0831(5) 0.6382(4) 0.0342(14) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
La1 O50 2.476(6) . ?
La1 O40 2.514(6) . ?
La1 O11 2.527(5) . ?
La1 O4 2.523(5) 2_657 ?
La1 O1 2.541(5) . ?
La1 O30 2.567(5) . ?
La1 O14 2.604(5) 2_666 ?
La1 O13 2.670(5) 2_666 ?
La1 O3 2.686(5) 2_657 ?
La1 C8 2.978(7) 2_657 ?
La1 C28 3.019(7) 2_666 ?
C1 O1 1.244(9) . ?
C1 O2 1.273(9) . ?
C1 C2 1.496(9) . ?
C2 C7 1.392(10) . ?
C2 C3 1.405(11) . ?
C3 C4 1.370(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.419(10) . ?
C5 C8 1.506(9) . ?
C6 N1 1.393(10) . ?
C6 C7 1.395(10) . ?
C7 H7 0.9300 . ?
C8 O4 1.274(10) . ?
C8 O3 1.258(9) . ?
C8 La1 2.978(7) 2_657 ?
C11 O5 1.219(10) . ?
C11 N1 1.360(10) . ?
C11 C12 1.487(9) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 C17 1.3900 . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C21 O11 1.241(9) . ?
C21 O12 1.273(9) . ?
C21 C22 1.498(10) . ?
C22 C23 1.406(10) . ?
C22 C27 1.394(10) . ?
C23 C24 1.377(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.385(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.416(10) . ?
C25 C28 1.507(9) . ?
C26 C27 1.402(10) . ?
C26 N2 1.411(9) . ?
C27 H27 0.9300 . ?
C28 O13 1.267(8) . ?
C28 O14 1.264(9) . ?
C28 La1 3.019(7) 2_666 ?
C31 O15 1.217(9) . ?
C31 N2 1.361(10) . ?
C31 C32 1.508(11) . ?
C32 C37 1.362(13) . ?
C32 C33 1.376(12) . ?
C33 C34 1.392(12) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(14) . ?
C34 H34 0.9300 . ?
C35 C36 1.368(15) . ?
C35 H35 0.9300 . ?
C36 C37 1.377(14) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C40 O40 1.226(11) . ?
C40 N40 1.353(12) . ?
C40 H40 0.9300 . ?
C41 N40 1.440(12) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 N40 1.472(12) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C50 O50 1.232(10) . ?
C50 N50 1.337(12) . ?
C50 H50 0.9300 . ?
C51 N50 1.485(13) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 N50 1.433(13) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2 0.8600 . ?
O3 La1 2.686(5) 2_657 ?
O4 La1 2.523(5) 2_657 ?
O12 H12 0.8200 . ?
O13 La1 2.670(5) 2_666 ?
O14 La1 2.604(5) 2_666 ?
O30 H30A 0.85(2) . ?
O30 H30C 0.85(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O50 La1 O40 141.9(2) . . ?
O50 La1 O11 69.92(19) . . ?
O40 La1 O11 139.53(19) . . ?
O50 La1 O4 100.0(2) . 2_657 ?
O40 La1 O4 72.8(2) . 2_657 ?
O11 La1 O4 137.70(18) . 2_657 ?
O50 La1 O1 135.81(19) . . ?
O40 La1 O1 80.65(19) . . ?
O11 La1 O1 81.33(17) . . ?
O4 La1 O1 79.14(19) 2_657 . ?
O50 La1 O30 71.6(2) . . ?
O40 La1 O30 70.9(2) . . ?
O11 La1 O30 135.93(18) . . ?
O4 La1 O30 69.73(19) 2_657 . ?
O1 La1 O30 142.61(18) . . ?
O50 La1 O14 75.84(19) . 2_666 ?
O40 La1 O14 87.17(19) . 2_666 ?
O11 La1 O14 77.64(17) . 2_666 ?
O4 La1 O14 141.57(17) 2_657 2_666 ?
O1 La1 O14 130.45(16) . 2_666 ?
O30 La1 O14 72.85(17) . 2_666 ?
O50 La1 O13 116.25(18) . 2_666 ?
O40 La1 O13 72.43(18) . 2_666 ?
O11 La1 O13 69.27(17) . 2_666 ?
O4 La1 O13 142.37(19) 2_657 2_666 ?
O1 La1 O13 81.53(16) . 2_666 ?
O30 La1 O13 111.10(19) . 2_666 ?
O14 La1 O13 49.11(16) 2_666 2_666 ?
O50 La1 O3 76.26(18) . 2_657 ?
O40 La1 O3 118.52(17) . 2_657 ?
O11 La1 O3 88.13(16) . 2_657 ?
O4 La1 O3 49.91(17) 2_657 2_657 ?
O1 La1 O3 69.80(17) . 2_657 ?
O30 La1 O3 102.86(19) . 2_657 ?
O14 La1 O3 151.64(17) 2_666 2_657 ?
O13 La1 O3 145.96(16) 2_666 2_657 ?
O50 La1 C8 89.7(2) . 2_657 ?
O40 La1 C8 95.0(2) . 2_657 ?
O11 La1 C8 112.67(19) . 2_657 ?
O4 La1 C8 25.1(2) 2_657 2_657 ?
O1 La1 C8 70.95(19) . 2_657 ?
O30 La1 C8 87.6(2) . 2_657 ?
O14 La1 C8 158.42(19) 2_666 2_657 ?
O13 La1 C8 151.41(18) 2_666 2_657 ?
O3 La1 C8 24.98(19) 2_657 2_657 ?
O50 La1 C28 94.75(19) . 2_666 ?
O40 La1 C28 81.30(18) . 2_666 ?
O11 La1 C28 69.33(18) . 2_666 ?
O4 La1 C28 152.52(19) 2_657 2_666 ?
O1 La1 C28 105.87(17) . 2_666 ?
O30 La1 C28 93.53(19) . 2_666 ?
O14 La1 C28 24.58(17) 2_666 2_666 ?
O13 La1 C28 24.77(17) 2_666 2_666 ?
O3 La1 C28 157.46(17) 2_657 2_666 ?
C8 La1 C28 175.6(2) 2_657 2_666 ?
O1 C1 O2 123.6(7) . . ?
O1 C1 C2 122.7(7) . . ?
O2 C1 C2 113.5(7) . . ?
C7 C2 C3 120.6(6) . . ?
C7 C2 C1 119.7(7) . . ?
C3 C2 C1 119.7(7) . . ?
C4 C3 C2 118.8(7) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 121.9(7) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 119.5(6) . . ?
C4 C5 C8 117.5(7) . . ?
C6 C5 C8 123.0(6) . . ?
N1 C6 C7 122.3(7) . . ?
N1 C6 C5 119.0(6) . . ?
C7 C6 C5 118.6(7) . . ?
C6 C7 C2 120.5(7) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
O4 C8 O3 120.9(6) . . ?
O4 C8 C5 116.8(6) . . ?
O3 C8 C5 122.1(7) . . ?
O4 C8 La1 57.0(4) . 2_657 ?
O3 C8 La1 64.4(4) . 2_657 ?
C5 C8 La1 166.8(5) . 2_657 ?
O5 C11 N1 123.6(8) . . ?
O5 C11 C12 120.6(7) . . ?
N1 C11 C12 115.7(6) . . ?
C13 C12 C17 120.0 . . ?
C13 C12 C11 121.6(4) . . ?
C17 C12 C11 118.3(4) . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
O11 C21 O12 125.4(7) . . ?
O11 C21 C22 120.5(6) . . ?
O12 C21 C22 114.1(6) . . ?
C23 C22 C27 120.5(7) . . ?
C23 C22 C21 118.8(6) . . ?
C27 C22 C21 120.6(7) . . ?
C24 C23 C22 118.7(7) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 122.2(7) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
C24 C25 C26 119.3(6) . . ?
C24 C25 C28 117.5(6) . . ?
C26 C25 C28 123.1(6) . . ?
C27 C26 N2 122.7(7) . . ?
C27 C26 C25 119.1(7) . . ?
N2 C26 C25 118.2(6) . . ?
C22 C27 C26 120.1(7) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
O13 C28 O14 120.1(6) . . ?
O13 C28 C25 121.0(6) . . ?
O14 C28 C25 118.9(6) . . ?
O13 C28 La1 62.0(4) . 2_666 ?
O14 C28 La1 59.0(3) . 2_666 ?
C25 C28 La1 168.8(5) . 2_666 ?
O15 C31 N2 124.4(7) . . ?
O15 C31 C32 122.8(7) . . ?
N2 C31 C32 112.8(6) . . ?
C37 C32 C33 118.9(8) . . ?
C37 C32 C31 118.6(8) . . ?
C33 C32 C31 122.4(7) . . ?
C32 C33 C34 120.3(9) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C35 C34 C33 119.6(9) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C36 C35 C34 120.0(9) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 119.7(10) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 H36 120.2 . . ?
C32 C37 C36 121.4(10) . . ?
C32 C37 H37 119.3 . . ?
C36 C37 H37 119.3 . . ?
O40 C40 N40 123.9(9) . . ?
O40 C40 H40 118.0 . . ?
N40 C40 H40 118.0 . . ?
N40 C41 H41A 109.5 . . ?
N40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N40 C42 H42A 109.5 . . ?
N40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O50 C50 N50 126.6(9) . . ?
O50 C50 H50 116.7 . . ?
N50 C50 H50 116.7 . . ?
N50 C51 H51A 109.5 . . ?
N50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
N50 C52 H52A 109.5 . . ?
N50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C11 N1 C6 128.2(6) . . ?
C11 N1 H1 115.9 . . ?
C6 N1 H1 115.9 . . ?
C31 N2 C26 130.4(6) . . ?
C31 N2 H2 114.8 . . ?
C26 N2 H2 114.8 . . ?
C40 N40 C41 123.4(8) . . ?
C40 N40 C42 121.2(8) . . ?
C41 N40 C42 115.3(8) . . ?
C50 N50 C52 122.8(9) . . ?
C50 N50 C51 121.6(9) . . ?
C52 N50 C51 115.3(9) . . ?
C1 O1 La1 133.8(5) . . ?
C8 O3 La1 90.6(4) . 2_657 ?
C8 O4 La1 97.9(4) . 2_657 ?
C21 O11 La1 138.1(5) . . ?
C21 O12 H12 109.5 . . ?
C28 O13 La1 93.2(4) . 2_666 ?
C28 O14 La1 96.4(4) . 2_666 ?
La1 O30 H30A 131(10) . . ?
La1 O30 H30C 124(10) . . ?
H30A O30 H30C 99(10) . . ?
C40 O40 La1 134.4(6) . . ?
C50 O50 La1 132.6(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O30 H30C O15 0.85(2) 2.19(6) 2.985(8) 156(14) 2_656
O30 H30A O14 0.85(2) 1.95(2) 2.797(8) 178(15) 1_545
O12 H12 O2 0.82 1.64 2.427(7) 161.6 .
N2 H2 O13 0.86 1.92 2.635(8) 139.9 .
N1 H1 O3 0.86 1.96 2.668(8) 138.9 .

_refine_diff_density_max         2.612
_refine_diff_density_min         -1.200
_refine_diff_density_rms         0.170

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1414447'
_audit_update_record             
;
2015-11-05 deposited with the CCDC.
2016-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H35 Ce N4 O13'
_chemical_formula_sum            'C36 H35 Ce N4 O13'
_chemical_formula_weight         871.80

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'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8826(2)
_cell_length_b                   11.5594(3)
_cell_length_c                   16.3655(4)
_cell_angle_alpha                94.2570(10)
_cell_angle_beta                 103.9510(10)
_cell_angle_gamma                97.860(2)
_cell_volume                     1786.14(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      26.16

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_F_000             882
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.348
_shelx_estimated_absorpt_T_min   0.680
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6244
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.569
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             6244
_reflns_number_gt                5630
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0792P)²+7.9315P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6244
_refine_ls_number_parameters     480
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1516
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.091
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.47218(4) 0.11698(3) 0.67976(2) 0.02266(14) Uani 1 1 d . . . . .
C1 C 0.4841(7) 0.2560(6) 0.8804(5) 0.0317(15) Uani 1 1 d . U . . .
C2 C 0.4642(8) 0.2001(6) 0.9570(4) 0.0302(15) Uani 1 1 d . . . . .
C3 C 0.5629(8) 0.2375(6) 1.0349(5) 0.0343(16) Uani 1 1 d . . . . .
H3 H 0.6349 0.3005 1.0396 0.041 Uiso 1 1 calc R U . . .
C4 C 0.5525(8) 0.1811(6) 1.1032(5) 0.0357(17) Uani 1 1 d . . . . .
H4 H 0.6185 0.2057 1.1547 0.043 Uiso 1 1 calc R U . . .
C5 C 0.4447(7) 0.0864(6) 1.0983(4) 0.0274(14) Uani 1 1 d . . . . .
C6 C 0.3423(7) 0.0529(6) 1.0216(4) 0.0278(14) Uani 1 1 d . . . . .
C7 C 0.3541(8) 0.1094(6) 0.9506(4) 0.0291(15) Uani 1 1 d . . . . .
H7 H 0.2880 0.0860 0.8990 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4510(8) 0.0213(6) 1.1759(5) 0.0318(15) Uani 1 1 d . . . . .
C11 C 0.1143(8) -0.0774(7) 0.9549(5) 0.0380(17) Uani 1 1 d . . . . .
C12 C 0.0201(5) -0.1826(4) 0.9679(3) 0.035 Uiso 1 1 d G U . . .
C13 C 0.0686(5) -0.2590(5) 1.0259(3) 0.046(2) Uani 1 1 d G . . . .
H13 H 0.1605 -0.2426 1.0601 0.055 Uiso 1 1 calc R U . . .
C14 C -0.0201(6) -0.3600(4) 1.0328(4) 0.059(3) Uani 1 1 d G . . . .
H14 H 0.0123 -0.4112 1.0716 0.071 Uiso 1 1 calc R U . . .
C15 C -0.1574(6) -0.3846(4) 0.9817(4) 0.061(3) Uani 1 1 d G . . . .
H15 H -0.2167 -0.4521 0.9863 0.073 Uiso 1 1 calc R U . . .
C16 C -0.2059(4) -0.3081(5) 0.9237(4) 0.055(2) Uani 1 1 d G . . . .
H16 H -0.2977 -0.3246 0.8895 0.066 Uiso 1 1 calc R U . . .
C17 C -0.1171(5) -0.2071(5) 0.9168(3) 0.0441(19) Uani 1 1 d G . . . .
H17 H -0.1496 -0.1560 0.8780 0.053 Uiso 1 1 calc R U . . .
C21 C 0.6379(7) 0.4155(6) 0.7152(4) 0.0288(15) Uani 1 1 d . . . . .
C22 C 0.6499(7) 0.5006(6) 0.6510(4) 0.0267(14) Uani 1 1 d . . . . .
C23 C 0.6191(8) 0.6136(6) 0.6653(4) 0.0300(15) Uani 1 1 d . . . . .
H23 H 0.6013 0.6386 0.7165 0.036 Uiso 1 1 calc R U . . .
C24 C 0.6152(8) 0.6874(6) 0.6034(4) 0.0302(15) Uani 1 1 d . . . . .
H24 H 0.5913 0.7615 0.6125 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6462(7) 0.6545(6) 0.5273(4) 0.0252(13) Uani 1 1 d . . . . .
C26 C 0.6844(7) 0.5432(6) 0.5145(4) 0.0258(14) Uani 1 1 d . . . . .
C27 C 0.6830(7) 0.4652(6) 0.5762(4) 0.0293(15) Uani 1 1 d . . . . .
H27 H 0.7042 0.3901 0.5670 0.035 Uiso 1 1 calc R U . . .
C28 C 0.6274(7) 0.7400(6) 0.4600(4) 0.0268(14) Uani 1 1 d . . . . .
C31 C 0.7497(9) 0.4110(7) 0.4066(5) 0.0375(17) Uani 1 1 d . . . . .
C32 C 0.7835(9) 0.4167(6) 0.3219(5) 0.0397(18) Uani 1 1 d . . . . .
C33 C 0.7188(10) 0.4822(8) 0.2625(5) 0.046(2) Uani 1 1 d . . . . .
H33 H 0.6492 0.5234 0.2729 0.055 Uiso 1 1 calc R U . . .
C34 C 0.7576(11) 0.4871(8) 0.1860(6) 0.054(2) Uani 1 1 d . . . . .
H34 H 0.7140 0.5324 0.1460 0.064 Uiso 1 1 calc R U . . .
C35 C 0.8567(11) 0.4273(8) 0.1697(6) 0.055(2) Uani 1 1 d . . . . .
H35 H 0.8803 0.4302 0.1181 0.066 Uiso 1 1 calc R U . . .
C36 C 0.9238(14) 0.3615(11) 0.2290(8) 0.080(3) Uani 1 1 d . U . . .
H36 H 0.9956 0.3224 0.2192 0.096 Uiso 1 1 calc R U . . .
C37 C 0.8815(13) 0.3547(10) 0.3041(7) 0.071(3) Uani 1 1 d . U . . .
H37 H 0.9216 0.3063 0.3429 0.085 Uiso 1 1 calc R U . . .
C40 C 0.1314(9) -0.0044(7) 0.6838(6) 0.045(2) Uani 1 1 d . . . . .
H40 H 0.1551 0.0150 0.7422 0.054 Uiso 1 1 calc R U . . .
C41 C -0.0334(12) -0.1139(10) 0.5608(7) 0.074(3) Uani 1 1 d . . . . .
H41A H -0.0664 -0.1970 0.5528 0.111 Uiso 1 1 calc R U . . .
H41B H 0.0450 -0.0973 0.5362 0.111 Uiso 1 1 calc R U . . .
H41C H -0.1083 -0.0738 0.5339 0.111 Uiso 1 1 calc R U . . .
C42 C -0.0879(10) -0.1093(9) 0.7000(7) 0.062(3) Uani 1 1 d . . . . .
H42A H -0.1068 -0.1935 0.6962 0.093 Uiso 1 1 calc R U . . .
H42B H -0.1745 -0.0798 0.6790 0.093 Uiso 1 1 calc R U . . .
H42C H -0.0473 -0.0778 0.7580 0.093 Uiso 1 1 calc R U . . .
C50 C 0.7850(9) 0.1506(8) 0.6191(6) 0.047(2) Uani 1 1 d . . . . .
H50 H 0.7705 0.1598 0.5618 0.057 Uiso 1 1 calc R U . . .
C51 C 0.9313(12) 0.2068(11) 0.7605(6) 0.072(3) Uani 1 1 d . . . . .
H51A H 1.0286 0.1997 0.7831 0.108 Uiso 1 1 calc R U . . .
H51B H 0.8718 0.1415 0.7734 0.108 Uiso 1 1 calc R U . . .
H51C H 0.9124 0.2787 0.7854 0.108 Uiso 1 1 calc R U . . .
C52 C 1.0019(11) 0.2831(10) 0.6379(8) 0.074(3) Uani 1 1 d . . . . .
H52A H 1.0894 0.2529 0.6463 0.111 Uiso 1 1 calc R U . . .
H52B H 1.0184 0.3609 0.6670 0.111 Uiso 1 1 calc R U . . .
H52C H 0.9630 0.2856 0.5785 0.111 Uiso 1 1 calc R U . . .
N1 N 0.2325(6) -0.0394(5) 1.0180(4) 0.0329(13) Uani 1 1 d . . . . .
H1 H 0.2413 -0.0771 1.0619 0.039 Uiso 1 1 calc R U . . .
N2 N 0.7202(6) 0.5133(5) 0.4385(4) 0.0306(13) Uani 1 1 d . . . . .
H2 H 0.7242 0.5694 0.4071 0.037 Uiso 1 1 calc R U . . .
N40 N 0.0104(7) -0.0742(7) 0.6496(5) 0.0479(17) Uani 1 1 d . . . . .
N50 N 0.9033(7) 0.2073(7) 0.6711(5) 0.0496(18) Uani 1 1 d . . . . .
O1 O 0.4128(5) 0.2135(5) 0.8068(3) 0.0350(11) Uani 1 1 d . . . . .
O2 O 0.5787(6) 0.3454(5) 0.8948(4) 0.0477(14) Uani 1 1 d . U . . .
O3 O 0.3619(5) -0.0657(4) 1.1772(3) 0.0374(12) Uani 1 1 d . . . . .
O4 O 0.5579(7) 0.0544(5) 1.2377(3) 0.0483(15) Uani 1 1 d . . . . .
O5 O 0.0832(7) -0.0270(7) 0.8911(4) 0.068(2) Uani 1 1 d . . . . .
O11 O 0.6344(5) 0.3089(4) 0.6968(3) 0.0334(11) Uani 1 1 d . . . . .
O12 O 0.6254(6) 0.4617(5) 0.7850(4) 0.0460(14) Uani 1 1 d . U . . .
H12 H 0.6192 0.4108 0.8169 0.069 Uiso 1 1 calc R U . . .
O13 O 0.6652(5) 0.7205(4) 0.3932(3) 0.0329(11) Uani 1 1 d . . . . .
O14 O 0.5723(6) 0.8282(4) 0.4733(3) 0.0335(11) Uani 1 1 d . . . . .
O15 O 0.7534(8) 0.3216(5) 0.4434(4) 0.0566(17) Uani 1 1 d . . . . .
O30 O 0.4210(7) -0.0756(5) 0.5816(4) 0.0420(13) Uani 1 1 d D . . . .
O40 O 0.2157(6) 0.0373(6) 0.6450(4) 0.0494(15) Uani 1 1 d . . . . .
O50 O 0.6907(6) 0.0853(5) 0.6409(4) 0.0450(14) Uani 1 1 d . . . . .
H30A H 0.479(9) -0.096(9) 0.550(6) 0.068 Uiso 1 1 d D U . . .
H30B H 0.378(10) -0.142(5) 0.595(6) 0.068 Uiso 1 1 d D U . . .


_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
Ce1 O50 2.459(5) . ?
Ce1 O40 2.487(5) . ?
Ce1 O4 2.503(5) 2_657 ?
Ce1 O11 2.507(5) . ?
Ce1 O1 2.517(5) . ?
Ce1 O30 2.561(5) . ?
Ce1 O14 2.578(5) 2_666 ?
Ce1 O13 2.655(5) 2_666 ?
Ce1 O3 2.672(5) 2_657 ?
Ce1 C8 2.956(7) 2_657 ?
Ce1 C28 2.975(6) 2_666 ?
C1 O1 1.263(9) . ?
C1 O2 1.261(9) . ?
C1 C2 1.494(9) . ?
C2 C7 1.382(10) . ?
C2 C3 1.403(10) . ?
C3 C4 1.353(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.402(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(10) . ?
C5 C8 1.516(9) . ?
C6 C7 1.395(9) . ?
C6 N1 1.401(9) . ?
C7 H7 0.9300 . ?
C8 O3 1.248(9) . ?
C8 O4 1.266(9) . ?
C8 Ce1 2.956(7) 2_657 ?
C11 O5 1.228(9) . ?
C11 N1 1.354(10) . ?
C11 C12 1.488(8) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 C17 1.3900 . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C21 O11 1.240(8) . ?
C21 O12 1.266(9) . ?
C21 C22 1.506(9) . ?
C22 C27 1.389(9) . ?
C22 C23 1.398(10) . ?
C23 C24 1.368(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.405(9) . ?
C25 C28 1.530(8) . ?
C26 N2 1.404(8) . ?
C26 C27 1.404(9) . ?
C27 H27 0.9300 . ?
C28 O14 1.249(8) . ?
C28 O13 1.251(8) . ?
C28 Ce1 2.975(6) 2_666 ?
C31 O15 1.235(9) . ?
C31 N2 1.354(9) . ?
C31 C32 1.506(10) . ?
C32 C37 1.353(13) . ?
C32 C33 1.368(12) . ?
C33 C34 1.396(11) . ?
C33 H33 0.9300 . ?
C34 C35 1.339(14) . ?
C34 H34 0.9300 . ?
C35 C36 1.378(16) . ?
C35 H35 0.9300 . ?
C36 C37 1.394(15) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C40 O40 1.234(10) . ?
C40 N40 1.319(10) . ?
C40 H40 0.9300 . ?
C41 N40 1.433(13) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 N40 1.455(12) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C50 O50 1.255(10) . ?
C50 N50 1.323(11) . ?
C50 H50 0.9300 . ?
C51 N50 1.423(12) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 N50 1.450(11) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2 0.8600 . ?
O3 Ce1 2.672(5) 2_657 ?
O4 Ce1 2.503(5) 2_657 ?
O12 H12 0.8200 . ?
O13 Ce1 2.655(5) 2_666 ?
O14 Ce1 2.578(5) 2_666 ?
O30 H30B 0.89(2) . ?
O30 H30A 0.89(2) . ?
O30 H30B 0.89(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O50 Ce1 O40 141.4(2) . . ?
O50 Ce1 O4 99.5(2) . 2_657 ?
O40 Ce1 O4 72.4(2) . 2_657 ?
O50 Ce1 O11 69.98(18) . . ?
O40 Ce1 O11 140.20(19) . . ?
O4 Ce1 O11 137.86(18) 2_657 . ?
O50 Ce1 O1 135.57(19) . . ?
O40 Ce1 O1 81.10(19) . . ?
O4 Ce1 O1 79.09(19) 2_657 . ?
O11 Ce1 O1 81.64(16) . . ?
O50 Ce1 O30 71.62(19) . . ?
O40 Ce1 O30 70.2(2) . . ?
O4 Ce1 O30 69.94(18) 2_657 . ?
O11 Ce1 O30 135.60(17) . . ?
O1 Ce1 O30 142.66(17) . . ?
O50 Ce1 O14 77.23(18) . 2_666 ?
O40 Ce1 O14 86.57(18) . 2_666 ?
O4 Ce1 O14 141.75(17) 2_657 2_666 ?
O11 Ce1 O14 77.53(16) . 2_666 ?
O1 Ce1 O14 129.74(16) . 2_666 ?
O30 Ce1 O14 72.99(17) . 2_666 ?
O50 Ce1 O13 117.49(17) . 2_666 ?
O40 Ce1 O13 72.80(18) . 2_666 ?
O4 Ce1 O13 141.89(19) 2_657 2_666 ?
O11 Ce1 O13 69.16(16) . 2_666 ?
O1 Ce1 O13 80.64(15) . 2_666 ?
O30 Ce1 O13 111.59(18) . 2_666 ?
O14 Ce1 O13 49.25(15) 2_666 2_666 ?
O50 Ce1 O3 75.95(18) . 2_657 ?
O40 Ce1 O3 118.29(17) . 2_657 ?
O4 Ce1 O3 49.94(17) 2_657 2_657 ?
O11 Ce1 O3 88.21(16) . 2_657 ?
O1 Ce1 O3 69.52(17) . 2_657 ?
O30 Ce1 O3 103.32(18) . 2_657 ?
O14 Ce1 O3 152.63(16) 2_666 2_657 ?
O13 Ce1 O3 144.96(16) 2_666 2_657 ?
O50 Ce1 C8 89.1(2) . 2_657 ?
O40 Ce1 C8 94.8(2) . 2_657 ?
O4 Ce1 C8 25.11(19) 2_657 2_657 ?
O11 Ce1 C8 112.79(19) . 2_657 ?
O1 Ce1 C8 70.84(18) . 2_657 ?
O30 Ce1 C8 87.9(2) . 2_657 ?
O14 Ce1 C8 159.17(18) 2_666 2_657 ?
O13 Ce1 C8 150.44(17) 2_666 2_657 ?
O3 Ce1 C8 24.96(18) 2_657 2_657 ?
O50 Ce1 C28 95.95(19) . 2_666 ?
O40 Ce1 C28 81.43(18) . 2_666 ?
O4 Ce1 C28 152.65(19) 2_657 2_666 ?
O11 Ce1 C28 68.93(18) . 2_666 ?
O1 Ce1 C28 105.06(18) . 2_666 ?
O30 Ce1 C28 94.02(19) . 2_666 ?
O14 Ce1 C28 24.69(17) 2_666 2_666 ?
O13 Ce1 C28 24.86(17) 2_666 2_666 ?
O3 Ce1 C28 157.13(17) 2_657 2_666 ?
C8 Ce1 C28 174.90(18) 2_657 2_666 ?
O1 C1 O2 123.3(7) . . ?
O1 C1 C2 121.5(6) . . ?
O2 C1 C2 115.2(7) . . ?
C7 C2 C3 120.4(6) . . ?
C7 C2 C1 120.7(6) . . ?
C3 C2 C1 118.9(6) . . ?
C4 C3 C2 119.4(7) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.6(7) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 118.9(6) . . ?
C6 C5 C8 123.5(6) . . ?
C4 C5 C8 117.5(6) . . ?
C7 C6 C5 119.6(6) . . ?
C7 C6 N1 121.9(6) . . ?
C5 C6 N1 118.5(6) . . ?
C2 C7 C6 120.0(7) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O3 C8 O4 121.2(6) . . ?
O3 C8 C5 122.3(7) . . ?
O4 C8 C5 116.3(6) . . ?
O3 C8 Ce1 64.7(4) . 2_657 ?
O4 C8 Ce1 57.0(3) . 2_657 ?
C5 C8 Ce1 166.4(5) . 2_657 ?
O5 C11 N1 122.6(7) . . ?
O5 C11 C12 121.0(7) . . ?
N1 C11 C12 116.3(6) . . ?
C13 C12 C17 120.0 . . ?
C13 C12 C11 121.6(4) . . ?
C17 C12 C11 118.3(4) . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
O11 C21 O12 124.9(6) . . ?
O11 C21 C22 120.6(6) . . ?
O12 C21 C22 114.4(6) . . ?
C27 C22 C23 120.3(6) . . ?
C27 C22 C21 120.5(6) . . ?
C23 C22 C21 119.1(6) . . ?
C24 C23 C22 119.5(6) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 121.7(6) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C26 118.9(6) . . ?
C24 C25 C28 117.3(6) . . ?
C26 C25 C28 123.7(6) . . ?
C25 C26 N2 118.0(6) . . ?
C25 C26 C27 119.7(6) . . ?
N2 C26 C27 122.3(6) . . ?
C22 C27 C26 119.7(6) . . ?
C22 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
O14 C28 O13 121.5(6) . . ?
O14 C28 C25 118.1(6) . . ?
O13 C28 C25 120.3(6) . . ?
O14 C28 Ce1 59.6(3) . 2_666 ?
O13 C28 Ce1 63.1(3) . 2_666 ?
C25 C28 Ce1 168.0(4) . 2_666 ?
O15 C31 N2 124.2(7) . . ?
O15 C31 C32 122.1(7) . . ?
N2 C31 C32 113.6(6) . . ?
C37 C32 C33 118.9(8) . . ?
C37 C32 C31 118.7(8) . . ?
C33 C32 C31 122.4(7) . . ?
C32 C33 C34 119.9(8) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 120.8(9) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C36 120.2(9) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C37 118.5(11) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
C32 C37 C36 121.7(11) . . ?
C32 C37 H37 119.2 . . ?
C36 C37 H37 119.2 . . ?
O40 C40 N40 125.6(9) . . ?
O40 C40 H40 117.2 . . ?
N40 C40 H40 117.2 . . ?
N40 C41 H41A 109.5 . . ?
N40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N40 C42 H42A 109.5 . . ?
N40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O50 C50 N50 125.2(8) . . ?
O50 C50 H50 117.4 . . ?
N50 C50 H50 117.4 . . ?
N50 C51 H51A 109.5 . . ?
N50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
N50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
N50 C52 H52A 109.5 . . ?
N50 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N50 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C11 N1 C6 128.9(6) . . ?
C11 N1 H1 115.6 . . ?
C6 N1 H1 115.6 . . ?
C31 N2 C26 130.8(6) . . ?
C31 N2 H2 114.6 . . ?
C26 N2 H2 114.6 . . ?
C40 N40 C41 121.8(8) . . ?
C40 N40 C42 121.1(8) . . ?
C41 N40 C42 117.0(8) . . ?
C50 N50 C51 122.1(8) . . ?
C50 N50 C52 119.6(9) . . ?
C51 N50 C52 117.9(9) . . ?
C1 O1 Ce1 134.1(5) . . ?
C8 O3 Ce1 90.3(4) . 2_657 ?
C8 O4 Ce1 97.9(4) . 2_657 ?
C21 O11 Ce1 140.4(5) . . ?
C21 O12 H12 109.5 . . ?
C28 O13 Ce1 92.0(4) . 2_666 ?
C28 O14 Ce1 95.7(4) . 2_666 ?
H30B O30 Ce1 122(7) . . ?
H30B O30 H30A 106(9) . . ?
Ce1 O30 H30A 123(7) . . ?
H30B O30 H30B 0(9) . . ?
Ce1 O30 H30B 122(7) . . ?
H30A O30 H30B 106(9) . . ?
C40 O40 Ce1 136.4(6) . . ?
C50 O50 Ce1 134.0(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O5 0.93 2.22 2.822(9) 121.4 .
C27 H27 O15 0.93 2.30 2.910(9) 122.6 .
C42 H42B O50 0.96 2.51 3.381(12) 151.6 1_455
C42 H42C O5 0.96 2.24 3.180(13) 167.8 .
C50 H50 O30 0.93 2.66 3.399(11) 137.4 2_656
C51 H51B O3 0.96 2.68 3.532(12) 147.4 2_657
N1 H1 O3 0.86 1.96 2.671(8) 139.4 .
N2 H2 O13 0.86 1.93 2.647(7) 140.4 .
O12 H12 O2 0.82 1.63 2.416(7) 159.0 .
O30 H30A O14 0.89(2) 1.96(3) 2.838(7) 167(10) 1_545
O30 H30B O15 0.89(2) 2.25(5) 3.061(8) 151(9) 2_656
C7 H7 O5 0.93 2.22 2.822(9) 121.4 .
C27 H27 O15 0.93 2.30 2.910(9) 122.6 .
C42 H42B O50 0.96 2.51 3.381(12) 151.6 1_455
C42 H42C O5 0.96 2.24 3.180(13) 167.8 .
C50 H50 O30 0.93 2.66 3.399(11) 137.4 2_656
C52 H52A O13 0.96 2.64 3.454(11) 142.7 2_766
N1 H1 O3 0.86 1.96 2.671(8) 139.4 .
N2 H2 O13 0.86 1.93 2.647(7) 140.4 .
O12 H12 O2 0.82 1.63 2.416(7) 159.0 .
O30 H30A O14 0.89(2) 1.96(3) 2.838(7) 167(10) 1_545
O30 H30B O15 0.89(2) 2.25(5) 3.061(8) 151(9) 2_656

_refine_diff_density_max         2.148
_refine_diff_density_min         -1.075
_refine_diff_density_rms         0.169

_shelxl_version_number           2014/6

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1446101'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 La N2 O10, C3 H8 N O, 3(C3 H7 N O)'
_chemical_formula_sum            'C31 H43 La N6 O14'
_chemical_formula_weight         862.62

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'
La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           206
_space_group_name_H-M_alt        'I a -3'
_space_group_name_Hall           '-I 2b 2c 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   27.0059(7)
_cell_length_b                   27.0059(7)
_cell_length_c                   27.0059(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     19695.9(15)
_cell_formula_units_Z            24
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      25.62

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_F_000             10560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    1.384
_shelx_estimated_absorpt_T_min   0.670
_shelx_estimated_absorpt_T_max   0.854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50931
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.613
_diffrn_reflns_theta_max         25.648
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3126
_reflns_number_gt                2390
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury CSD 3.5.1, 2008'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1333P)²+283.6773P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3126
_refine_ls_number_parameters     190
_refine_ls_number_restraints     106
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0648
_refine_ls_wR_factor_ref         0.2230
_refine_ls_wR_factor_gt          0.1907
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.020 -0.075 -0.043 8336 4391 'C3 H8 N O, 3(C3 H7 N O)'
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
 The Platon SQUEEZE procedure was applied to recover 4391 electrons per
 unit cell in a void (total volume 8336 A^3), that is, 183 electrons
 per formula unit. On the basis of microanalytical data, the void content
 may include 1 protonated dmf molecule as well as 3 dmf molecule,
 i.e., a total of 161 electrons not far from the values estimated by
 SQUEEZE. Those solvent molecules have been included in the formula for
 the calculation of intensive  properties, thus justifying the checkcif
 report allerts CHEMW03_ALERT_2_A and  DIFF003_ALERT_1_A. 
 PLATON Reference : Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13.
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
La1 La 0.7500 0.2500 0.2500 0.0261(3) Uani 1 6 d S TU P . .
La2 La 0.83561(2) 0.33561(2) 0.16439(2) 0.0293(3) Uani 1 3 d S TU P . .
N1A N 0.6848(8) 0.4326(10) 0.2868(9) 0.071(5) Uani 0.466(17) 1 d D U P A 1
H1A H 0.6820 0.4027 0.2744 0.085 Uiso 0.466(17) 1 calc R U P A 1
O5A O 0.6391(8) 0.4986(8) 0.2909(12) 0.117(8) Uani 0.466(17) 1 d . U P A 1
C9A C 0.6416(9) 0.4556(12) 0.2891(14) 0.099(7) Uani 0.466(17) 1 d D U P A 1
C10A C 0.5951(12) 0.4305(16) 0.2653(17) 0.137(12) Uani 0.466(17) 1 d D U P A 1
H10A H 0.5996 0.3945 0.2650 0.206 Uiso 0.466(17) 1 calc R U P A 1
H10B H 0.5656 0.4388 0.2848 0.206 Uiso 0.466(17) 1 calc R U P A 1
H10C H 0.5909 0.4425 0.2313 0.206 Uiso 0.466(17) 1 calc R U P A 1
N1B N 0.6891(7) 0.4276(8) 0.3103(9) 0.076(5) Uani 0.534(17) 1 d D U P A 2
H1B H 0.6860 0.3954 0.3065 0.092 Uiso 0.534(17) 1 calc R U P A 2
O5B O 0.6468(8) 0.4895(10) 0.3435(11) 0.136(9) Uani 0.534(17) 1 d . U P A 2
C9B C 0.6465(8) 0.4499(11) 0.3256(13) 0.103(7) Uani 0.534(17) 1 d D U P A 2
C10B C 0.5987(11) 0.4185(14) 0.3217(16) 0.140(11) Uani 0.534(17) 1 d D U P A 2
H10D H 0.6052 0.3890 0.3016 0.209 Uiso 0.534(17) 1 calc R U P A 2
H10E H 0.5725 0.4383 0.3062 0.209 Uiso 0.534(17) 1 calc R U P A 2
H10F H 0.5881 0.4084 0.3549 0.209 Uiso 0.534(17) 1 calc R U P A 2
O1 O 0.72020(19) 0.34248(19) 0.2712(2) 0.0405(12) Uani 1 1 d . U . . .
O2 O 0.79880(19) 0.33576(18) 0.24983(18) 0.0330(11) Uani 1 1 d . U . . .
O3 O 0.7762(2) 0.59110(19) 0.3381(2) 0.0410(12) Uani 1 1 d . U . . .
O4 O 0.8555(2) 0.5715(2) 0.3325(2) 0.0429(13) Uani 1 1 d . U . . .
C1 C 0.7625(3) 0.3602(3) 0.2683(3) 0.0328(14) Uani 1 1 d . U . . .
C2 C 0.7733(3) 0.4120(2) 0.2874(3) 0.0331(14) Uani 1 1 d . U . . .
C3 C 0.8227(3) 0.4264(3) 0.2918(3) 0.0352(15) Uani 1 1 d . U . . .
H3 H 0.8486 0.4039 0.2839 0.042 Uiso 1 1 calc R U . . .
C4 C 0.8335(3) 0.4745(3) 0.3081(3) 0.0410(17) Uani 1 1 d . U . . .
H4 H 0.8670 0.4844 0.3121 0.049 Uiso 1 1 calc R U . . .
C5 C 0.7965(3) 0.5070(3) 0.3182(3) 0.0379(16) Uani 1 1 d . U . . .
C6 C 0.7476(3) 0.4925(3) 0.3144(3) 0.0430(18) Uani 1 1 d . U . . .
H6 H 0.7219 0.5155 0.3218 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7356(3) 0.4443(3) 0.2996(4) 0.0479(19) Uani 1 1 d . U . . .
C8 C 0.8099(3) 0.5598(3) 0.3309(2) 0.0351(15) Uani 1 1 d . U . . .


_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
La1 O2 2.665(5) 37_655 ?
La1 O2 2.665(5) 47_654 ?
La1 O2 2.665(5) 11_556 ?
La1 O2 2.665(5) 44_565 ?
La1 O2 2.665(5) 8_645 ?
La1 O2 2.665(5) . ?
La1 O1 2.685(5) . ?
La1 O1 2.685(5) 8_645 ?
La1 O1 2.685(5) 44_565 ?
La1 O1 2.685(5) 11_556 ?
La1 O1 2.685(5) 47_654 ?
La1 O1 2.685(5) 37_655 ?
La2 O2 2.512(5) 8_645 ?
La2 O2 2.512(5) 11_556 ?
La2 O2 2.512(5) . ?
La2 O3 2.549(5) 22_645 ?
La2 O3 2.549(5) 17_544 ?
La2 O3 2.549(5) 16_455 ?
La2 O4 2.567(5) 16_455 ?
La2 O4 2.567(5) 17_544 ?
La2 O4 2.567(5) 22_645 ?
La2 C8 2.911(7) 17_544 ?
La2 C8 2.911(7) 22_645 ?
La2 C8 2.911(7) 16_455 ?
N1A C9A 1.323(18) . ?
N1A C7 1.45(2) . ?
N1A H1A 0.8800 . ?
O5A C9A 1.16(3) . ?
C9A C10A 1.564(19) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
N1B C9B 1.363(18) . ?
N1B C7 1.36(2) . ?
N1B H1B 0.8800 . ?
O5B C9B 1.17(3) . ?
C9B C10B 1.548(19) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
O1 C1 1.240(9) . ?
O2 C1 1.284(9) . ?
O3 C8 1.257(9) . ?
O3 La2 2.549(5) 16_455 ?
O4 C8 1.270(10) . ?
O4 La2 2.567(5) 16_455 ?
C1 C2 1.519(9) . ?
C2 C7 1.380(11) . ?
C2 C3 1.393(10) . ?
C3 C4 1.403(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.359(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(11) . ?
C5 C8 1.512(10) . ?
C6 C7 1.401(11) . ?
C6 H6 0.9500 . ?
C8 La2 2.911(7) 16_455 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 La1 O2 64.39(17) 37_655 47_654 ?
O2 La1 O2 115.61(17) 37_655 11_556 ?
O2 La1 O2 180.00(19) 47_654 11_556 ?
O2 La1 O2 64.39(17) 37_655 44_565 ?
O2 La1 O2 64.39(17) 47_654 44_565 ?
O2 La1 O2 115.61(17) 11_556 44_565 ?
O2 La1 O2 115.61(17) 37_655 8_645 ?
O2 La1 O2 115.61(17) 47_654 8_645 ?
O2 La1 O2 64.39(17) 11_556 8_645 ?
O2 La1 O2 180.0 44_565 8_645 ?
O2 La1 O2 180.0 37_655 . ?
O2 La1 O2 115.61(17) 47_654 . ?
O2 La1 O2 64.39(17) 11_556 . ?
O2 La1 O2 115.61(17) 44_565 . ?
O2 La1 O2 64.39(17) 8_645 . ?
O2 La1 O1 131.28(15) 37_655 . ?
O2 La1 O1 68.65(16) 47_654 . ?
O2 La1 O1 111.35(16) 11_556 . ?
O2 La1 O1 105.93(16) 44_565 . ?
O2 La1 O1 74.07(16) 8_645 . ?
O2 La1 O1 48.72(15) . . ?
O2 La1 O1 68.65(16) 37_655 8_645 ?
O2 La1 O1 105.93(16) 47_654 8_645 ?
O2 La1 O1 74.07(16) 11_556 8_645 ?
O2 La1 O1 131.28(15) 44_565 8_645 ?
O2 La1 O1 48.72(15) 8_645 8_645 ?
O2 La1 O1 111.35(16) . 8_645 ?
O1 La1 O1 114.38(9) . 8_645 ?
O2 La1 O1 111.35(16) 37_655 44_565 ?
O2 La1 O1 74.07(16) 47_654 44_565 ?
O2 La1 O1 105.93(16) 11_556 44_565 ?
O2 La1 O1 48.72(15) 44_565 44_565 ?
O2 La1 O1 131.28(15) 8_645 44_565 ?
O2 La1 O1 68.65(16) . 44_565 ?
O1 La1 O1 65.62(9) . 44_565 ?
O1 La1 O1 180.00(8) 8_645 44_565 ?
O2 La1 O1 105.93(16) 37_655 11_556 ?
O2 La1 O1 131.28(15) 47_654 11_556 ?
O2 La1 O1 48.72(15) 11_556 11_556 ?
O2 La1 O1 68.65(16) 44_565 11_556 ?
O2 La1 O1 111.35(16) 8_645 11_556 ?
O2 La1 O1 74.07(16) . 11_556 ?
O1 La1 O1 114.38(9) . 11_556 ?
O1 La1 O1 114.38(9) 8_645 11_556 ?
O1 La1 O1 65.62(9) 44_565 11_556 ?
O2 La1 O1 74.07(16) 37_655 47_654 ?
O2 La1 O1 48.72(15) 47_654 47_654 ?
O2 La1 O1 131.28(15) 11_556 47_654 ?
O2 La1 O1 111.35(16) 44_565 47_654 ?
O2 La1 O1 68.65(16) 8_645 47_654 ?
O2 La1 O1 105.93(16) . 47_654 ?
O1 La1 O1 65.62(9) . 47_654 ?
O1 La1 O1 65.62(9) 8_645 47_654 ?
O1 La1 O1 114.38(9) 44_565 47_654 ?
O1 La1 O1 180.0 11_556 47_654 ?
O2 La1 O1 48.72(15) 37_655 37_655 ?
O2 La1 O1 111.35(16) 47_654 37_655 ?
O2 La1 O1 68.65(16) 11_556 37_655 ?
O2 La1 O1 74.07(16) 44_565 37_655 ?
O2 La1 O1 105.93(16) 8_645 37_655 ?
O2 La1 O1 131.28(15) . 37_655 ?
O1 La1 O1 180.0 . 37_655 ?
O1 La1 O1 65.62(9) 8_645 37_655 ?
O1 La1 O1 114.38(9) 44_565 37_655 ?
O1 La1 O1 65.62(9) 11_556 37_655 ?
O1 La1 O1 114.38(9) 47_654 37_655 ?
O2 La2 O2 68.82(18) 8_645 11_556 ?
O2 La2 O2 68.82(18) 8_645 . ?
O2 La2 O2 68.82(18) 11_556 . ?
O2 La2 O3 136.41(17) 8_645 22_645 ?
O2 La2 O3 76.90(17) 11_556 22_645 ?
O2 La2 O3 74.26(17) . 22_645 ?
O2 La2 O3 76.90(17) 8_645 17_544 ?
O2 La2 O3 74.26(17) 11_556 17_544 ?
O2 La2 O3 136.41(17) . 17_544 ?
O3 La2 O3 119.02(4) 22_645 17_544 ?
O2 La2 O3 74.26(17) 8_645 16_455 ?
O2 La2 O3 136.41(17) 11_556 16_455 ?
O2 La2 O3 76.90(17) . 16_455 ?
O3 La2 O3 119.02(4) 22_645 16_455 ?
O3 La2 O3 119.02(4) 17_544 16_455 ?
O2 La2 O4 125.34(17) 8_645 16_455 ?
O2 La2 O4 152.17(17) 11_556 16_455 ?
O2 La2 O4 92.92(16) . 16_455 ?
O3 La2 O4 77.99(17) 22_645 16_455 ?
O3 La2 O4 129.47(18) 17_544 16_455 ?
O3 La2 O4 51.21(17) 16_455 16_455 ?
O2 La2 O4 92.92(16) 8_645 17_544 ?
O2 La2 O4 125.34(17) 11_556 17_544 ?
O2 La2 O4 152.17(17) . 17_544 ?
O3 La2 O4 129.47(18) 22_645 17_544 ?
O3 La2 O4 51.21(17) 17_544 17_544 ?
O3 La2 O4 77.99(17) 16_455 17_544 ?
O4 La2 O4 80.50(18) 16_455 17_544 ?
O2 La2 O4 152.17(17) 8_645 22_645 ?
O2 La2 O4 92.92(16) 11_556 22_645 ?
O2 La2 O4 125.35(17) . 22_645 ?
O3 La2 O4 51.21(17) 22_645 22_645 ?
O3 La2 O4 77.99(17) 17_544 22_645 ?
O3 La2 O4 129.47(18) 16_455 22_645 ?
O4 La2 O4 80.50(18) 16_455 22_645 ?
O4 La2 O4 80.50(18) 17_544 22_645 ?
O2 La2 C8 82.20(18) 8_645 17_544 ?
O2 La2 C8 99.49(19) 11_556 17_544 ?
O2 La2 C8 150.95(18) . 17_544 ?
O3 La2 C8 130.60(17) 22_645 17_544 ?
O3 La2 C8 25.54(19) 17_544 17_544 ?
O3 La2 C8 97.63(18) 16_455 17_544 ?
O4 La2 C8 105.9(2) 16_455 17_544 ?
O4 La2 C8 25.9(2) 17_544 17_544 ?
O4 La2 C8 80.33(18) 22_645 17_544 ?
O2 La2 C8 150.95(18) 8_645 22_645 ?
O2 La2 C8 82.20(18) 11_556 22_645 ?
O2 La2 C8 99.49(19) . 22_645 ?
O3 La2 C8 25.54(19) 22_645 22_645 ?
O3 La2 C8 97.63(18) 17_544 22_645 ?
O3 La2 C8 130.60(17) 16_455 22_645 ?
O4 La2 C8 80.33(18) 16_455 22_645 ?
O4 La2 C8 105.9(2) 17_544 22_645 ?
O4 La2 C8 25.9(2) 22_645 22_645 ?
C8 La2 C8 105.26(17) 17_544 22_645 ?
O2 La2 C8 99.49(19) 8_645 16_455 ?
O2 La2 C8 150.95(18) 11_556 16_455 ?
O2 La2 C8 82.20(18) . 16_455 ?
O3 La2 C8 97.63(18) 22_645 16_455 ?
O3 La2 C8 130.60(17) 17_544 16_455 ?
O3 La2 C8 25.54(19) 16_455 16_455 ?
O4 La2 C8 25.9(2) 16_455 16_455 ?
O4 La2 C8 80.33(18) 17_544 16_455 ?
O4 La2 C8 105.9(2) 22_645 16_455 ?
C8 La2 C8 105.26(17) 17_544 16_455 ?
C8 La2 C8 105.26(17) 22_645 16_455 ?
C9A N1A C7 136(2) . . ?
C9A N1A H1A 111.9 . . ?
C7 N1A H1A 111.9 . . ?
O5A C9A N1A 121(3) . . ?
O5A C9A C10A 114(3) . . ?
N1A C9A C10A 119(3) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C9B N1B C7 134(2) . . ?
C9B N1B H1B 112.9 . . ?
C7 N1B H1B 112.9 . . ?
O5B C9B N1B 121(3) . . ?
O5B C9B C10B 122(2) . . ?
N1B C9B C10B 116(3) . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C1 O1 La1 94.0(4) . . ?
C1 O2 La2 131.3(4) . . ?
C1 O2 La1 93.9(4) . . ?
La2 O2 La1 101.30(16) . . ?
C8 O3 La2 93.5(4) . 16_455 ?
C8 O4 La2 92.3(4) . 16_455 ?
O1 C1 O2 121.9(6) . . ?
O1 C1 C2 120.8(7) . . ?
O2 C1 C2 117.3(6) . . ?
O1 C1 La1 61.9(4) . . ?
O2 C1 La1 61.1(4) . . ?
C2 C1 La1 168.4(5) . . ?
C7 C2 C3 120.6(7) . . ?
C7 C2 C1 121.4(7) . . ?
C3 C2 C1 118.0(6) . . ?
C2 C3 C4 119.0(7) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.5(7) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.4(7) . . ?
C4 C5 C8 118.7(7) . . ?
C6 C5 C8 120.8(7) . . ?
C5 C6 C7 120.3(7) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
N1B C7 C2 121.5(11) . . ?
N1B C7 C6 117.3(12) . . ?
C2 C7 C6 119.0(7) . . ?
C2 C7 N1A 120.3(11) . . ?
C6 C7 N1A 119.2(12) . . ?
O3 C8 O4 122.0(7) . . ?
O3 C8 C5 119.7(7) . . ?
O4 C8 C5 118.2(7) . . ?
O3 C8 La2 61.0(4) . 16_455 ?
O4 C8 La2 61.8(4) . 16_455 ?
C5 C8 La2 169.4(5) . 16_455 ?

_refine_diff_density_max         2.301
_refine_diff_density_min         -1.083
_refine_diff_density_rms         0.169

_shelxl_version_number           2014/6


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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1446102'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Ce N2 O10, C3 H8 N O, 2(C3 H7 N O)'
_chemical_formula_sum            'C29 H36 Ce N5 O13'
_chemical_formula_weight         802.75

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'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           206
_space_group_name_H-M_alt        'I a -3'
_space_group_name_Hall           '-I 2b 2c 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   26.921(2)
_cell_length_b                   26.921(2)
_cell_length_c                   26.921(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     19511(5)
_cell_formula_units_Z            24
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9355
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      25.27

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             9768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.473
_shelx_estimated_absorpt_T_min   0.650
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            111230
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.140
_diffrn_reflns_theta_max         25.401
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3000
_reflns_number_gt                2559
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury CSD 3.5.1, 2008'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0697P)²+229.0610P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3000
_refine_ls_number_parameters     188
_refine_ls_number_restraints     106
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1456
_refine_ls_wR_factor_gt          0.1343
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.147 -0.001 0.161 6282 2859 'C3 H8 N O, 2(C3 H7 N O)'
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
 The Platon SQUEEZE procedure was applied to recover 2859 electrons per
 unit cell in a void (total volume 6282 A^3), that is, 119 electrons
 per formula unit. On the basis of microanalytical data, the void content
 may include 1 protonated dmf molecule as well as 2 dmf molecule,
 i.e., a total of 121 electrons not  far from the values estimated by
 SQUEEZE. Those solvent molecules have  been included in the formula for
 the calculation of intensive  properties, thus justifying the checkcif
 report allerts CHEMW03_ALERT_2_A and DIFF003_ALERT_1_A. 
 PLATON Reference : Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13.
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ce1 Ce 0.5000 0.5000 0.0000 0.0240(2) Uani 1 6 d S TU P . .
Ce2 Ce 0.91449(2) 0.41449(2) 0.08551(2) 0.02685(19) Uani 1 3 d S TU P . .
N1A N 0.6776(5) 0.5625(5) 0.0553(6) 0.062(3) Uani 0.559(17) 1 d . U P A 1
H1A H 0.6459 0.5666 0.0485 0.075 Uiso 0.559(17) 1 calc R U P A 1
O5A O 0.7368(7) 0.6049(5) 0.0929(9) 0.124(7) Uani 0.559(17) 1 d . U P A 1
C9A C 0.7028(9) 0.6055(7) 0.0703(10) 0.089(5) Uani 0.559(17) 1 d . U P A 1
C10A C 0.6682(10) 0.6525(8) 0.0676(12) 0.127(8) Uani 0.559(17) 1 d . U P A 1
H10A H 0.6453 0.6491 0.0395 0.191 Uiso 0.559(17) 1 calc R U P A 1
H10B H 0.6886 0.6823 0.0629 0.191 Uiso 0.559(17) 1 calc R U P A 1
H10C H 0.6493 0.6555 0.0985 0.191 Uiso 0.559(17) 1 calc R U P A 1
N1B N 0.6839(9) 0.5629(6) 0.0302(10) 0.087(5) Uani 0.441(17) 1 d D U P A 2
H1B H 0.6558 0.5654 0.0137 0.105 Uiso 0.441(17) 1 calc R U P A 2
O5B O 0.7520(8) 0.6074(7) 0.0495(11) 0.123(7) Uani 0.441(17) 1 d . U P A 2
C9B C 0.7119(11) 0.6067(8) 0.0340(14) 0.112(7) Uani 0.441(17) 1 d D U P A 2
C10B C 0.6795(14) 0.6513(11) 0.0214(17) 0.146(11) Uani 0.441(17) 1 d D U P A 2
H10D H 0.6473 0.6398 0.0090 0.219 Uiso 0.441(17) 1 calc R U P A 2
H10E H 0.6745 0.6715 0.0513 0.219 Uiso 0.441(17) 1 calc R U P A 2
H10F H 0.6959 0.6714 -0.0042 0.219 Uiso 0.441(17) 1 calc R U P A 2
O1 O 0.59216(14) 0.52963(15) 0.02163(17) 0.0403(9) Uani 1 1 d . U . . .
O2 O 0.58602(13) 0.45126(14) -0.00026(14) 0.0329(8) Uani 1 1 d . U . . .
O3 O 0.82202(16) 0.39526(17) 0.08351(18) 0.0477(11) Uani 1 1 d . U . . .
O4 O 0.84171(15) 0.47413(16) 0.08846(17) 0.0441(10) Uani 1 1 d . U . . .
C1 C 0.61035(19) 0.4877(2) 0.0185(2) 0.0300(11) Uani 1 1 d . U . . .
C2 C 0.66185(19) 0.4766(2) 0.03751(19) 0.0312(11) Uani 1 1 d . U . . .
C3 C 0.6768(2) 0.4277(2) 0.0416(2) 0.0355(12) Uani 1 1 d . U . . .
H3 H 0.6545 0.4016 0.0332 0.043 Uiso 1 1 calc R U . . .
C4 C 0.7244(2) 0.4167(2) 0.0582(2) 0.0418(14) Uani 1 1 d . U . . .
H4 H 0.7343 0.3830 0.0621 0.050 Uiso 1 1 calc R U . . .
C5 C 0.7575(2) 0.4540(2) 0.0692(2) 0.0382(13) Uani 1 1 d . U . . .
C6 C 0.7427(2) 0.5034(2) 0.0653(3) 0.0423(14) Uani 1 1 d . U . . .
H6 H 0.7653 0.5292 0.0734 0.051 Uiso 1 1 calc R U . . .
C7 C 0.6949(2) 0.5150(2) 0.0496(3) 0.0438(14) Uani 1 1 d D U . . .
C8 C 0.8104(2) 0.4406(2) 0.0821(2) 0.0346(12) Uani 1 1 d . U . . .


_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
Ce1 O2 2.662(4) . ?
Ce1 O2 2.662(4) 31_656 ?
Ce1 O2 2.662(4) 7_564 ?
Ce1 O2 2.662(4) 25_665 ?
Ce1 O2 2.662(4) 34_565 ?
Ce1 O2 2.662(4) 10_655 ?
Ce1 O1 2.670(4) 25_665 ?
Ce1 O1 2.670(4) 34_565 ?
Ce1 O1 2.670(4) 10_655 ?
Ce1 O1 2.670(4) 7_564 ?
Ce1 O1 2.670(4) 31_656 ?
Ce1 O1 2.670(4) . ?
Ce2 O2 2.499(4) 21_554 ?
Ce2 O2 2.499(4) 18 ?
Ce2 O2 2.499(4) 15_644 ?
Ce2 O4 2.534(4) 8_645 ?
Ce2 O4 2.534(4) 11_556 ?
Ce2 O4 2.534(4) . ?
Ce2 O3 2.543(4) . ?
Ce2 O3 2.543(4) 11_556 ?
Ce2 O3 2.543(4) 8_645 ?
Ce2 C8 2.890(6) 11_556 ?
Ce2 C8 2.890(6) 8_645 ?
Ce2 C8 2.890(6) . ?
N1A C7 1.369(15) . ?
N1A C9A 1.40(2) . ?
N1A H1A 0.8800 . ?
O5A C9A 1.10(2) . ?
C9A C10A 1.57(3) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
N1B C9B 1.404(18) . ?
N1B C7 1.421(15) . ?
N1B H1B 0.8800 . ?
O5B C9B 1.16(3) . ?
C9B C10B 1.522(19) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
O1 C1 1.234(7) . ?
O2 C1 1.283(7) . ?
O2 Ce2 2.499(4) 15_644 ?
O3 C8 1.260(8) . ?
O4 C8 1.247(7) . ?
C1 C2 1.508(7) . ?
C2 C3 1.382(8) . ?
C2 C7 1.402(8) . ?
C3 C4 1.391(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(9) . ?
C5 C8 1.510(8) . ?
C6 C7 1.391(8) . ?
C6 H6 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ce1 O2 115.63(13) . 31_656 ?
O2 Ce1 O2 64.37(13) . 7_564 ?
O2 Ce1 O2 180.00(17) 31_656 7_564 ?
O2 Ce1 O2 180.0 . 25_665 ?
O2 Ce1 O2 64.37(13) 31_656 25_665 ?
O2 Ce1 O2 115.63(13) 7_564 25_665 ?
O2 Ce1 O2 115.63(13) . 34_565 ?
O2 Ce1 O2 64.37(13) 31_656 34_565 ?
O2 Ce1 O2 115.63(13) 7_564 34_565 ?
O2 Ce1 O2 64.37(13) 25_665 34_565 ?
O2 Ce1 O2 64.37(13) . 10_655 ?
O2 Ce1 O2 115.63(13) 31_656 10_655 ?
O2 Ce1 O2 64.37(13) 7_564 10_655 ?
O2 Ce1 O2 115.63(13) 25_665 10_655 ?
O2 Ce1 O2 180.0 34_565 10_655 ?
O2 Ce1 O1 131.34(12) . 25_665 ?
O2 Ce1 O1 111.40(12) 31_656 25_665 ?
O2 Ce1 O1 68.60(12) 7_564 25_665 ?
O2 Ce1 O1 48.66(12) 25_665 25_665 ?
O2 Ce1 O1 74.48(13) 34_565 25_665 ?
O2 Ce1 O1 105.52(13) 10_655 25_665 ?
O2 Ce1 O1 68.60(12) . 34_565 ?
O2 Ce1 O1 74.48(13) 31_656 34_565 ?
O2 Ce1 O1 105.52(13) 7_564 34_565 ?
O2 Ce1 O1 111.40(12) 25_665 34_565 ?
O2 Ce1 O1 48.66(12) 34_565 34_565 ?
O2 Ce1 O1 131.34(12) 10_655 34_565 ?
O1 Ce1 O1 114.52(7) 25_665 34_565 ?
O2 Ce1 O1 111.40(12) . 10_655 ?
O2 Ce1 O1 105.52(13) 31_656 10_655 ?
O2 Ce1 O1 74.48(13) 7_564 10_655 ?
O2 Ce1 O1 68.60(12) 25_665 10_655 ?
O2 Ce1 O1 131.34(12) 34_565 10_655 ?
O2 Ce1 O1 48.66(12) 10_655 10_655 ?
O1 Ce1 O1 65.48(7) 25_665 10_655 ?
O1 Ce1 O1 180.00(19) 34_565 10_655 ?
O2 Ce1 O1 74.48(13) . 7_564 ?
O2 Ce1 O1 131.34(12) 31_656 7_564 ?
O2 Ce1 O1 48.66(12) 7_564 7_564 ?
O2 Ce1 O1 105.52(13) 25_665 7_564 ?
O2 Ce1 O1 68.60(12) 34_565 7_564 ?
O2 Ce1 O1 111.40(12) 10_655 7_564 ?
O1 Ce1 O1 65.48(7) 25_665 7_564 ?
O1 Ce1 O1 65.48(7) 34_565 7_564 ?
O1 Ce1 O1 114.52(7) 10_655 7_564 ?
O2 Ce1 O1 105.52(13) . 31_656 ?
O2 Ce1 O1 48.66(12) 31_656 31_656 ?
O2 Ce1 O1 131.34(12) 7_564 31_656 ?
O2 Ce1 O1 74.48(13) 25_665 31_656 ?
O2 Ce1 O1 111.40(12) 34_565 31_656 ?
O2 Ce1 O1 68.60(12) 10_655 31_656 ?
O1 Ce1 O1 114.52(7) 25_665 31_656 ?
O1 Ce1 O1 114.52(7) 34_565 31_656 ?
O1 Ce1 O1 65.48(7) 10_655 31_656 ?
O1 Ce1 O1 180.00(17) 7_564 31_656 ?
O2 Ce1 O1 48.66(12) . . ?
O2 Ce1 O1 68.60(12) 31_656 . ?
O2 Ce1 O1 111.40(12) 7_564 . ?
O2 Ce1 O1 131.34(12) 25_665 . ?
O2 Ce1 O1 105.52(13) 34_565 . ?
O2 Ce1 O1 74.48(13) 10_655 . ?
O1 Ce1 O1 180.0 25_665 . ?
O1 Ce1 O1 65.48(7) 34_565 . ?
O1 Ce1 O1 114.52(7) 10_655 . ?
O1 Ce1 O1 114.52(7) 7_564 . ?
O1 Ce1 O1 65.48(7) 31_656 . ?
O2 Ce2 O2 69.11(14) 21_554 18 ?
O2 Ce2 O2 69.11(14) 21_554 15_644 ?
O2 Ce2 O2 69.11(14) 18 15_644 ?
O2 Ce2 O4 136.53(14) 21_554 8_645 ?
O2 Ce2 O4 76.92(14) 18 8_645 ?
O2 Ce2 O4 73.99(13) 15_644 8_645 ?
O2 Ce2 O4 76.92(14) 21_554 11_556 ?
O2 Ce2 O4 73.99(13) 18 11_556 ?
O2 Ce2 O4 136.53(14) 15_644 11_556 ?
O4 Ce2 O4 119.04(4) 8_645 11_556 ?
O2 Ce2 O4 73.99(13) 21_554 . ?
O2 Ce2 O4 136.53(14) 18 . ?
O2 Ce2 O4 76.92(14) 15_644 . ?
O4 Ce2 O4 119.04(4) 8_645 . ?
O4 Ce2 O4 119.04(4) 11_556 . ?
O2 Ce2 O3 125.08(14) 21_554 . ?
O2 Ce2 O3 152.78(14) 18 . ?
O2 Ce2 O3 93.20(13) 15_644 . ?
O4 Ce2 O3 78.38(15) 8_645 . ?
O4 Ce2 O3 129.06(15) 11_556 . ?
O4 Ce2 O3 51.16(14) . . ?
O2 Ce2 O3 93.20(13) 21_554 11_556 ?
O2 Ce2 O3 125.07(14) 18 11_556 ?
O2 Ce2 O3 152.79(14) 15_644 11_556 ?
O4 Ce2 O3 129.06(15) 8_645 11_556 ?
O4 Ce2 O3 51.16(14) 11_556 11_556 ?
O4 Ce2 O3 78.38(15) . 11_556 ?
O3 Ce2 O3 79.97(16) . 11_556 ?
O2 Ce2 O3 152.79(14) 21_554 8_645 ?
O2 Ce2 O3 93.20(13) 18 8_645 ?
O2 Ce2 O3 125.07(14) 15_644 8_645 ?
O4 Ce2 O3 51.16(14) 8_645 8_645 ?
O4 Ce2 O3 78.38(15) 11_556 8_645 ?
O4 Ce2 O3 129.06(15) . 8_645 ?
O3 Ce2 O3 79.97(16) . 8_645 ?
O3 Ce2 O3 79.97(16) 11_556 8_645 ?
O2 Ce2 C8 82.49(14) 21_554 11_556 ?
O2 Ce2 C8 99.26(15) 18 11_556 ?
O2 Ce2 C8 151.52(14) 15_644 11_556 ?
O4 Ce2 C8 130.27(14) 8_645 11_556 ?
O4 Ce2 C8 25.51(15) 11_556 11_556 ?
O4 Ce2 C8 97.90(15) . 11_556 ?
O3 Ce2 C8 105.36(16) . 11_556 ?
O3 Ce2 C8 25.82(16) 11_556 11_556 ?
O3 Ce2 C8 80.13(15) 8_645 11_556 ?
O2 Ce2 C8 151.52(14) 21_554 8_645 ?
O2 Ce2 C8 82.49(14) 18 8_645 ?
O2 Ce2 C8 99.26(15) 15_644 8_645 ?
O4 Ce2 C8 25.51(15) 8_645 8_645 ?
O4 Ce2 C8 97.90(15) 11_556 8_645 ?
O4 Ce2 C8 130.27(14) . 8_645 ?
O3 Ce2 C8 80.13(15) . 8_645 ?
O3 Ce2 C8 105.36(16) 11_556 8_645 ?
O3 Ce2 C8 25.82(16) 8_645 8_645 ?
C8 Ce2 C8 104.99(14) 11_556 8_645 ?
O2 Ce2 C8 99.26(15) 21_554 . ?
O2 Ce2 C8 151.52(14) 18 . ?
O2 Ce2 C8 82.49(14) 15_644 . ?
O4 Ce2 C8 97.90(15) 8_645 . ?
O4 Ce2 C8 130.27(14) 11_556 . ?
O4 Ce2 C8 25.51(15) . . ?
O3 Ce2 C8 25.82(16) . . ?
O3 Ce2 C8 80.13(15) 11_556 . ?
O3 Ce2 C8 105.36(16) 8_645 . ?
C8 Ce2 C8 104.99(14) 11_556 . ?
C8 Ce2 C8 104.99(14) 8_645 . ?
C7 N1A C9A 129.8(14) . . ?
C7 N1A H1A 115.1 . . ?
C9A N1A H1A 115.1 . . ?
O5A C9A N1A 123(2) . . ?
O5A C9A C10A 122(2) . . ?
N1A C9A C10A 111.5(19) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C9B N1B C7 129(2) . . ?
C9B N1B H1B 115.7 . . ?
C7 N1B H1B 115.7 . . ?
O5B C9B N1B 123(3) . . ?
O5B C9B C10B 127(3) . . ?
N1B C9B C10B 110(2) . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C1 O1 Ce1 94.6(3) . . ?
C1 O2 Ce2 131.8(3) . 15_644 ?
C1 O2 Ce1 93.8(3) . . ?
Ce2 O2 Ce1 101.12(12) 15_644 . ?
C8 O3 Ce2 92.7(4) . . ?
C8 O4 Ce2 93.4(3) . . ?
O1 C1 O2 121.6(5) . . ?
O1 C1 C2 121.5(5) . . ?
O2 C1 C2 116.9(5) . . ?
O1 C1 Ce1 61.4(3) . . ?
O2 C1 Ce1 61.2(3) . . ?
C2 C1 Ce1 168.2(4) . . ?
C3 C2 C7 120.0(5) . . ?
C3 C2 C1 118.9(5) . . ?
C7 C2 C1 121.0(5) . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.7(6) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.9(5) . . ?
C4 C5 C8 119.0(6) . . ?
C6 C5 C8 121.0(5) . . ?
C7 C6 C5 120.1(5) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
N1A C7 C6 119.3(8) . . ?
N1A C7 C2 120.0(8) . . ?
C6 C7 C2 119.5(6) . . ?
C6 C7 N1B 120.5(11) . . ?
C2 C7 N1B 116.9(10) . . ?
O4 C8 O3 122.0(5) . . ?
O4 C8 C5 119.7(5) . . ?
O3 C8 C5 118.2(5) . . ?
O4 C8 Ce2 61.1(3) . . ?
O3 C8 Ce2 61.5(3) . . ?
C5 C8 Ce2 168.5(4) . . ?

_refine_diff_density_max         2.184
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.120

_shelxl_version_number           2014/6


####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1446103'
_audit_update_record             
;
2016-01-08 deposited with the CCDC.
2016-01-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2 O10 Sm, C H4 N O, 2(C H3 N O)'
_chemical_formula_sum            'C23 H24 N5 O13 Sm'
_chemical_formula_weight         728.82

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'

_space_group_crystal_system      cubic
_space_group_IT_number           206
_space_group_name_H-M_alt        'I a -3'
_space_group_name_Hall           '-I 2b 2c 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   26.681(3)
_cell_length_b                   26.681(3)
_cell_length_c                   26.681(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     18993(7)
_cell_formula_units_Z            24
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7415
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      25.25

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_F_000             8712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    1.921
_shelx_estimated_absorpt_T_min   0.775
_shelx_estimated_absorpt_T_max   0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36111
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_av_R_equivalents  0.1108
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.645
_diffrn_reflns_theta_max         25.307
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2872
_reflns_number_gt                1951
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury CSD 3.5.1, 2008'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0649P)²+198.8894P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2872
_refine_ls_number_parameters     188
_refine_ls_number_restraints     105
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1283
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.008 -0.062 -0.013 8109 1520 'C H4 N O, 2(C H3 N O)'
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
 The Platon SQUEEZE procedure was applied to recover 1520 electrons per
 unit cell in a void (total volume 8109 A^3), that is, 63 electrons
 per formula unit. On the basis of microanalytical data, the void content
 may include 1 protonated formamide and 2 formamide molecules, i.e.,
 a total of 73 electrons not far from the values estimated by SQUEEZE.
 Those solvent molecules have been included in the formula for the
 calculation of intensive  properties, thus justifying the checkcif
 report allerts CHEMW03_ALERT_2_A and DIFF003_ALERT_1_A. 
 PLATON Reference : Spek, A.L. (2003), J.Appl.Cryst. 36, 7-13.
;

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.7500 0.2500 0.2500 0.0125(2) Uani 1 6 d S TU P . .
Sm2 Sm 0.83408(2) 0.33408(2) 0.16592(2) 0.01389(18) Uani 1 3 d S TU P . .
N1A N 0.6868(5) 0.4324(7) 0.2898(8) 0.081(5) Uani 0.70(2) 1 d D U P A 1
H1A H 0.6822 0.4028 0.2759 0.098 Uiso 0.70(2) 1 calc R U P A 1
O5A O 0.6492(9) 0.5080(8) 0.3034(12) 0.170(9) Uani 0.70(2) 1 d D U P A 1
C9A C 0.6419(7) 0.4602(8) 0.2982(12) 0.106(6) Uani 0.70(2) 1 d D U P A 1
C10A C 0.5932(10) 0.4285(12) 0.2829(14) 0.150(10) Uani 0.70(2) 1 d . U P A 1
H10A H 0.5958 0.3946 0.2969 0.226 Uiso 0.70(2) 1 calc R U P A 1
H10B H 0.5909 0.4264 0.2463 0.226 Uiso 0.70(2) 1 calc R U P A 1
H10C H 0.5632 0.4449 0.2961 0.226 Uiso 0.70(2) 1 calc R U P A 1
N1B N 0.6908(13) 0.4276(15) 0.3129(15) 0.054(6) Uani 0.30(2) 1 d . U P A 2
H1B H 0.6872 0.3951 0.3089 0.065 Uiso 0.30(2) 1 calc R U P A 2
O5B O 0.6433(13) 0.4888(14) 0.3403(16) 0.091(11) Uani 0.30(2) 1 d . U P A 2
C9B C 0.6426(17) 0.4539(18) 0.333(2) 0.070(8) Uani 0.30(2) 1 d . U P A 2
C10B C 0.5955(19) 0.427(2) 0.319(2) 0.088(12) Uani 0.30(2) 1 d . U P A 2
H10D H 0.6028 0.3919 0.3133 0.132 Uiso 0.30(2) 1 calc R U P A 2
H10E H 0.5713 0.4305 0.3467 0.132 Uiso 0.30(2) 1 calc R U P A 2
H10F H 0.5815 0.4424 0.2888 0.132 Uiso 0.30(2) 1 calc R U P A 2
O1 O 0.72275(18) 0.34059(16) 0.27411(18) 0.0222(11) Uani 1 1 d . U . . .
O2 O 0.80145(17) 0.33351(16) 0.25108(16) 0.0174(10) Uani 1 1 d . U . . .
O3 O 0.77647(17) 0.59314(17) 0.33411(18) 0.0210(10) Uani 1 1 d . U . . .
O4 O 0.85691(18) 0.57603(18) 0.33047(19) 0.0253(11) Uani 1 1 d . U . . .
C1 C 0.7655(3) 0.3591(2) 0.2695(2) 0.0167(13) Uani 1 1 d . U . . .
C2 C 0.7764(3) 0.4109(2) 0.2884(2) 0.0203(14) Uani 1 1 d . U . . .
C3 C 0.8252(3) 0.4265(3) 0.2926(3) 0.0237(15) Uani 1 1 d . U . . .
H3 H 0.8513 0.4037 0.2845 0.028 Uiso 1 1 calc R U . . .
C4 C 0.8375(3) 0.4737(3) 0.3079(3) 0.0248(15) Uani 1 1 d . U . . .
H4 H 0.8716 0.4832 0.3117 0.030 Uiso 1 1 calc R U . . .
C5 C 0.7990(3) 0.5081(3) 0.3179(2) 0.0233(15) Uani 1 1 d . U . . .
C6 C 0.7493(3) 0.4936(3) 0.3143(3) 0.0293(16) Uani 1 1 d . U . . .
H6 H 0.7232 0.5168 0.3215 0.035 Uiso 1 1 calc R U . . .
C7 C 0.7378(3) 0.4444(3) 0.3001(3) 0.0286(16) Uani 1 1 d D U . . .
C8 C 0.8116(3) 0.5618(3) 0.3292(3) 0.0226(15) Uani 1 1 d . U . . .


_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 O1 2.605(4) . ?
Sm1 O1 2.605(4) 44_565 ?
Sm1 O1 2.605(4) 8_645 ?
Sm1 O1 2.605(4) 47_654 ?
Sm1 O1 2.605(4) 11_556 ?
Sm1 O1 2.605(4) 37_655 ?
Sm1 O2 2.617(4) . ?
Sm1 O2 2.617(4) 37_655 ?
Sm1 O2 2.617(4) 47_654 ?
Sm1 O2 2.617(4) 11_556 ?
Sm1 O2 2.617(4) 44_565 ?
Sm1 O2 2.617(4) 8_645 ?
Sm2 O2 2.433(4) 8_645 ?
Sm2 O2 2.433(4) 11_556 ?
Sm2 O2 2.433(4) . ?
Sm2 O4 2.477(5) 16_455 ?
Sm2 O4 2.477(5) 17_544 ?
Sm2 O4 2.477(5) 22_645 ?
Sm2 O3 2.477(4) 17_544 ?
Sm2 O3 2.477(4) 22_645 ?
Sm2 O3 2.477(4) 16_455 ?
Sm2 C8 2.845(7) 17_544 ?
Sm2 C8 2.845(7) 22_645 ?
Sm2 C8 2.845(7) 16_455 ?
N1A C7 1.425(14) . ?
N1A C9A 1.428(16) . ?
N1A H1A 0.8800 . ?
O5A C9A 1.299(17) . ?
C9A C10A 1.60(3) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
N1B C7 1.37(4) . ?
N1B C9B 1.56(6) . ?
N1B H1B 0.8800 . ?
O5B C9B 0.95(5) . ?
C9B C10B 1.49(6) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
O1 C1 1.249(8) . ?
O2 C1 1.275(8) . ?
O3 C8 1.263(8) . ?
O3 Sm2 2.477(4) 16_455 ?
O4 C8 1.268(8) . ?
O4 Sm2 2.477(5) 16_455 ?
C1 C2 1.501(9) . ?
C2 C3 1.371(10) . ?
C2 C7 1.398(10) . ?
C3 C4 1.365(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(11) . ?
C5 C8 1.502(9) . ?
C6 C7 1.401(10) . ?
C6 H6 0.9500 . ?
C8 Sm2 2.846(7) 16_455 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Sm1 O1 65.21(8) . 44_565 ?
O1 Sm1 O1 114.79(8) . 8_645 ?
O1 Sm1 O1 180.0 44_565 8_645 ?
O1 Sm1 O1 65.21(8) . 47_654 ?
O1 Sm1 O1 114.79(8) 44_565 47_654 ?
O1 Sm1 O1 65.21(8) 8_645 47_654 ?
O1 Sm1 O1 114.79(8) . 11_556 ?
O1 Sm1 O1 65.21(8) 44_565 11_556 ?
O1 Sm1 O1 114.79(8) 8_645 11_556 ?
O1 Sm1 O1 180.0(2) 47_654 11_556 ?
O1 Sm1 O1 180.0 . 37_655 ?
O1 Sm1 O1 114.79(8) 44_565 37_655 ?
O1 Sm1 O1 65.21(8) 8_645 37_655 ?
O1 Sm1 O1 114.79(8) 47_654 37_655 ?
O1 Sm1 O1 65.21(8) 11_556 37_655 ?
O1 Sm1 O2 49.73(14) . . ?
O1 Sm1 O2 67.83(14) 44_565 . ?
O1 Sm1 O2 112.17(14) 8_645 . ?
O1 Sm1 O2 106.23(14) 47_654 . ?
O1 Sm1 O2 73.77(14) 11_556 . ?
O1 Sm1 O2 130.27(14) 37_655 . ?
O1 Sm1 O2 130.27(14) . 37_655 ?
O1 Sm1 O2 112.17(14) 44_565 37_655 ?
O1 Sm1 O2 67.83(14) 8_645 37_655 ?
O1 Sm1 O2 73.77(14) 47_654 37_655 ?
O1 Sm1 O2 106.23(14) 11_556 37_655 ?
O1 Sm1 O2 49.73(14) 37_655 37_655 ?
O2 Sm1 O2 180.0 . 37_655 ?
O1 Sm1 O2 67.83(14) . 47_654 ?
O1 Sm1 O2 73.77(14) 44_565 47_654 ?
O1 Sm1 O2 106.23(14) 8_645 47_654 ?
O1 Sm1 O2 49.73(14) 47_654 47_654 ?
O1 Sm1 O2 130.27(14) 11_556 47_654 ?
O1 Sm1 O2 112.17(14) 37_655 47_654 ?
O2 Sm1 O2 115.55(15) . 47_654 ?
O2 Sm1 O2 64.45(15) 37_655 47_654 ?
O1 Sm1 O2 112.17(14) . 11_556 ?
O1 Sm1 O2 106.23(14) 44_565 11_556 ?
O1 Sm1 O2 73.77(14) 8_645 11_556 ?
O1 Sm1 O2 130.27(14) 47_654 11_556 ?
O1 Sm1 O2 49.73(14) 11_556 11_556 ?
O1 Sm1 O2 67.83(14) 37_655 11_556 ?
O2 Sm1 O2 64.45(15) . 11_556 ?
O2 Sm1 O2 115.55(15) 37_655 11_556 ?
O2 Sm1 O2 180.0 47_654 11_556 ?
O1 Sm1 O2 106.23(14) . 44_565 ?
O1 Sm1 O2 49.73(14) 44_565 44_565 ?
O1 Sm1 O2 130.27(14) 8_645 44_565 ?
O1 Sm1 O2 112.17(14) 47_654 44_565 ?
O1 Sm1 O2 67.83(14) 11_556 44_565 ?
O1 Sm1 O2 73.77(14) 37_655 44_565 ?
O2 Sm1 O2 115.55(15) . 44_565 ?
O2 Sm1 O2 64.45(15) 37_655 44_565 ?
O2 Sm1 O2 64.45(15) 47_654 44_565 ?
O2 Sm1 O2 115.55(15) 11_556 44_565 ?
O1 Sm1 O2 73.77(14) . 8_645 ?
O1 Sm1 O2 130.27(14) 44_565 8_645 ?
O1 Sm1 O2 49.73(14) 8_645 8_645 ?
O1 Sm1 O2 67.83(14) 47_654 8_645 ?
O1 Sm1 O2 112.17(14) 11_556 8_645 ?
O1 Sm1 O2 106.23(14) 37_655 8_645 ?
O2 Sm1 O2 64.45(15) . 8_645 ?
O2 Sm1 O2 115.55(15) 37_655 8_645 ?
O2 Sm1 O2 115.55(15) 47_654 8_645 ?
O2 Sm1 O2 64.45(15) 11_556 8_645 ?
O2 Sm1 O2 180.00(10) 44_565 8_645 ?
O2 Sm2 O2 70.00(16) 8_645 11_556 ?
O2 Sm2 O2 70.00(16) 8_645 . ?
O2 Sm2 O2 70.00(16) 11_556 . ?
O2 Sm2 O4 125.17(15) 8_645 16_455 ?
O2 Sm2 O4 153.12(15) 11_556 16_455 ?
O2 Sm2 O4 93.31(15) . 16_455 ?
O2 Sm2 O4 93.31(15) 8_645 17_544 ?
O2 Sm2 O4 125.17(15) 11_556 17_544 ?
O2 Sm2 O4 153.12(15) . 17_544 ?
O4 Sm2 O4 78.98(17) 16_455 17_544 ?
O2 Sm2 O4 153.12(15) 8_645 22_645 ?
O2 Sm2 O4 93.31(15) 11_556 22_645 ?
O2 Sm2 O4 125.17(15) . 22_645 ?
O4 Sm2 O4 78.98(17) 16_455 22_645 ?
O4 Sm2 O4 78.98(17) 17_544 22_645 ?
O2 Sm2 O3 77.48(15) 8_645 17_544 ?
O2 Sm2 O3 72.61(15) 11_556 17_544 ?
O2 Sm2 O3 136.76(15) . 17_544 ?
O4 Sm2 O3 129.15(16) 16_455 17_544 ?
O4 Sm2 O3 52.64(15) 17_544 17_544 ?
O4 Sm2 O3 77.45(16) 22_645 17_544 ?
O2 Sm2 O3 136.76(15) 8_645 22_645 ?
O2 Sm2 O3 77.48(15) 11_556 22_645 ?
O2 Sm2 O3 72.61(15) . 22_645 ?
O4 Sm2 O3 77.45(16) 16_455 22_645 ?
O4 Sm2 O3 129.15(16) 17_544 22_645 ?
O4 Sm2 O3 52.64(15) 22_645 22_645 ?
O3 Sm2 O3 119.11(4) 17_544 22_645 ?
O2 Sm2 O3 72.61(15) 8_645 16_455 ?
O2 Sm2 O3 136.76(15) 11_556 16_455 ?
O2 Sm2 O3 77.48(15) . 16_455 ?
O4 Sm2 O3 52.64(15) 16_455 16_455 ?
O4 Sm2 O3 77.45(16) 17_544 16_455 ?
O4 Sm2 O3 129.15(16) 22_645 16_455 ?
O3 Sm2 O3 119.11(4) 17_544 16_455 ?
O3 Sm2 O3 119.11(4) 22_645 16_455 ?
O2 Sm2 C8 83.55(18) 8_645 17_544 ?
O2 Sm2 C8 98.76(18) 11_556 17_544 ?
O2 Sm2 C8 153.39(18) . 17_544 ?
O4 Sm2 C8 104.67(19) 16_455 17_544 ?
O4 Sm2 C8 26.41(18) 17_544 17_544 ?
O4 Sm2 C8 78.24(18) 22_645 17_544 ?
O3 Sm2 C8 26.31(18) 17_544 17_544 ?
O3 Sm2 C8 129.95(18) 22_645 17_544 ?
O3 Sm2 C8 97.83(18) 16_455 17_544 ?
O2 Sm2 C8 153.39(18) 8_645 22_645 ?
O2 Sm2 C8 83.55(18) 11_556 22_645 ?
O2 Sm2 C8 98.76(18) . 22_645 ?
O4 Sm2 C8 78.24(18) 16_455 22_645 ?
O4 Sm2 C8 104.67(19) 17_544 22_645 ?
O4 Sm2 C8 26.41(18) 22_645 22_645 ?
O3 Sm2 C8 97.83(18) 17_544 22_645 ?
O3 Sm2 C8 26.31(18) 22_645 22_645 ?
O3 Sm2 C8 129.95(18) 16_455 22_645 ?
C8 Sm2 C8 103.94(17) 17_544 22_645 ?
O2 Sm2 C8 98.76(18) 8_645 16_455 ?
O2 Sm2 C8 153.39(18) 11_556 16_455 ?
O2 Sm2 C8 83.55(18) . 16_455 ?
O4 Sm2 C8 26.41(18) 16_455 16_455 ?
O4 Sm2 C8 78.24(18) 17_544 16_455 ?
O4 Sm2 C8 104.67(19) 22_645 16_455 ?
O3 Sm2 C8 129.95(18) 17_544 16_455 ?
O3 Sm2 C8 97.83(18) 22_645 16_455 ?
O3 Sm2 C8 26.31(18) 16_455 16_455 ?
C8 Sm2 C8 103.94(17) 17_544 16_455 ?
C8 Sm2 C8 103.94(17) 22_645 16_455 ?
C7 N1A C9A 130.9(17) . . ?
C7 N1A H1A 114.6 . . ?
C9A N1A H1A 114.6 . . ?
O5A C9A N1A 114(2) . . ?
O5A C9A C10A 132(2) . . ?
N1A C9A C10A 111.4(19) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C7 N1B C9B 134(3) . . ?
C7 N1B H1B 113.1 . . ?
C9B N1B H1B 113.1 . . ?
O5B C9B C10B 122(5) . . ?
O5B C9B N1B 120(5) . . ?
C10B C9B N1B 113(4) . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C1 O1 Sm1 95.0(4) . . ?
C1 O2 Sm2 128.8(4) . . ?
C1 O2 Sm1 93.7(4) . . ?
Sm2 O2 Sm1 100.52(15) . . ?
C8 O3 Sm2 93.4(4) . 16_455 ?
C8 O4 Sm2 93.3(4) . 16_455 ?
O1 C1 O2 120.9(6) . . ?
O1 C1 C2 120.5(6) . . ?
O2 C1 C2 118.5(6) . . ?
O1 C1 Sm1 60.4(3) . . ?
O2 C1 Sm1 61.0(3) . . ?
C2 C1 Sm1 169.8(4) . . ?
C3 C2 C7 119.2(6) . . ?
C3 C2 C1 119.4(6) . . ?
C7 C2 C1 121.4(7) . . ?
C4 C3 C2 122.2(7) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C3 C4 C5 119.0(7) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 120.4(7) . . ?
C6 C5 C8 119.6(7) . . ?
C4 C5 C8 119.9(7) . . ?
C5 C6 C7 119.3(7) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
N1B C7 C2 121.3(18) . . ?
N1B C7 C6 115.9(17) . . ?
C2 C7 C6 119.9(7) . . ?
C2 C7 N1A 121.1(10) . . ?
C6 C7 N1A 118.2(10) . . ?
O3 C8 O4 120.4(6) . . ?
O3 C8 C5 119.1(6) . . ?
O4 C8 C5 120.3(6) . . ?
O3 C8 Sm2 60.3(3) . 16_455 ?
O4 C8 Sm2 60.3(3) . 16_455 ?
C5 C8 Sm2 171.0(5) . 16_455 ?

_refine_diff_density_max         1.578
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.134

_shelxl_version_number           2014/6



#====end==============

