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

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

data_1501
_database_code_depnum_ccdc_archive 'CCDC 1419104'
_audit_update_record             
;
2015-08-17 deposited with the CCDC.
2015-11-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H12 N Nd O9, 2(H2 O)'
_chemical_formula_sum            'C18 H16 N Nd O11'
_chemical_formula_weight         566.56

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'

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

_cell_length_a                   14.6950(4)
_cell_length_b                   7.1251(2)
_cell_length_c                   19.3703(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.558(3)
_cell_angle_gamma                90.00
_cell_volume                     1922.68(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    5644
_cell_measurement_theta_min      3.0550
_cell_measurement_theta_max      29.2000

_exptl_crystal_description       prism
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.957
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    2.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5813
_exptl_absorpt_correction_T_max  0.6359
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 
CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using 
spherical harmonics,implemented in 
SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8419
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         25.20
_reflns_number_total             3475
_reflns_number_gt                3119
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0202P)²+1.7103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3475
_refine_ls_number_parameters     292
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0225
_refine_ls_wR_factor_ref         0.0507
_refine_ls_wR_factor_gt          0.0489
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.488466(11) 0.58004(2) 0.203479(8) 0.00897(6) Uani 1 1 d . . .
O5 O 0.42171(14) 0.2248(3) 0.18137(10) 0.0134(5) Uani 1 1 d . . .
O6 O 0.31671(15) 0.4510(3) 0.14102(11) 0.0170(5) Uani 1 1 d . . .
C2 C 0.2780(2) 0.4934(4) 0.30368(14) 0.0106(6) Uani 1 1 d . . .
C3 C 0.1917(2) 0.4119(5) 0.30373(16) 0.0160(7) Uani 1 1 d . . .
H3 H 0.1866 0.2819 0.3051 0.019 Uiso 1 1 calc R . .
C18 C 0.3363(2) 0.2813(4) 0.14784(15) 0.0123(7) Uani 1 1 d . . .
O7 O 0.08843(17) 0.1364(4) 0.15716(12) 0.0248(6) Uani 1 1 d . . .
N1 N 0.16889(18) 0.1915(4) 0.07409(13) 0.0148(6) Uani 1 1 d . . .
C16 C 0.0873(2) 0.1792(5) 0.09679(17) 0.0169(7) Uani 1 1 d . . .
C11 C -0.0202(2) 0.3213(5) -0.09313(17) 0.0209(8) Uani 1 1 d . . .
H11 H 0.0038 0.3483 -0.1311 0.025 Uiso 1 1 calc R . .
C5 C 0.1202(2) 0.7160(5) 0.29895(16) 0.0187(7) Uani 1 1 d . . .
H5 H 0.0673 0.7899 0.2969 0.022 Uiso 1 1 calc R . .
C15 C 0.0046(2) 0.2292(4) 0.03107(16) 0.0159(7) Uani 1 1 d . . .
C10 C 0.0401(2) 0.2693(5) -0.02513(16) 0.0159(7) Uani 1 1 d . . .
C12 C -0.1179(2) 0.3315(5) -0.10262(17) 0.0219(8) Uani 1 1 d . . .
H12 H -0.1603 0.3658 -0.1477 0.026 Uiso 1 1 calc R . .
C6 C 0.2055(2) 0.7998(5) 0.29909(16) 0.0166(7) Uani 1 1 d . . .
H6 H 0.2097 0.9299 0.2972 0.020 Uiso 1 1 calc R . .
C14 C -0.0925(2) 0.2381(5) 0.02217(17) 0.0189(7) Uani 1 1 d . . .
H14 H -0.1161 0.2094 0.0601 0.023 Uiso 1 1 calc R . .
C13 C -0.1531(2) 0.2915(5) -0.04583(18) 0.0223(8) Uani 1 1 d . . .
H13 H -0.2187 0.3006 -0.0535 0.027 Uiso 1 1 calc R . .
C17 C 0.2638(2) 0.1289(5) 0.11722(17) 0.0181(7) Uani 1 1 d . . .
H17A H 0.2886 0.0474 0.0872 0.022 Uiso 1 1 calc R . .
H17B H 0.2578 0.0541 0.1574 0.022 Uiso 1 1 calc R . .
C4 C 0.1138(2) 0.5227(5) 0.30183(16) 0.0170(7) Uani 1 1 d . . .
H4 H 0.0568 0.4671 0.3025 0.020 Uiso 1 1 calc R . .
O4 O 0.43929(14) 0.4453(3) 0.30285(10) 0.0119(5) Uani 1 1 d . . .
O1 O 0.39069(14) 0.8197(3) 0.24236(10) 0.0108(4) Uani 1 1 d . . .
C1 C 0.3604(2) 0.3700(4) 0.30415(15) 0.0122(7) Uani 1 1 d . . .
O8 O 0.20229(16) 0.2600(4) -0.03179(12) 0.0278(6) Uani 1 1 d . . .
C8 C 0.3738(2) 0.7920(4) 0.30308(15) 0.0109(6) Uani 1 1 d . . .
C9 C 0.1454(2) 0.2435(5) 0.00117(16) 0.0175(7) Uani 1 1 d . . .
C7 C 0.2847(2) 0.6893(4) 0.30205(14) 0.0113(6) Uani 1 1 d . . .
O2 O 0.42654(15) 0.8618(3) 0.36133(10) 0.0126(5) Uani 1 1 d . . .
O3 O 0.35168(15) 0.1957(3) 0.30539(12) 0.0174(5) Uani 1 1 d . . .
O1W O 0.42734(17) 0.7067(4) 0.08255(11) 0.0248(6) Uani 1 1 d . . .
H1WA H 0.4286 0.6222 0.0512 0.037 Uiso 1 1 d R . .
H1WB H 0.4622 0.8001 0.0782 0.037 Uiso 1 1 d R . .
O2W O 0.5557(2) 0.5640(4) 0.45885(13) 0.0347(7) Uani 1 1 d GD . .
H2WA H 0.5832 0.6714 0.4834 0.052 Uiso 1 1 d GD . .
H2WB H 0.5267 0.6170 0.4203 0.052 Uiso 1 1 d GD . .
O3W O 0.3692(3) 0.4566(7) 0.97410(17) 0.0832(17) Uani 1 1 d . . .
H3WA H 0.304(5) 0.419(10) 0.965(3) 0.11(3) Uiso 1 1 d . . .
H3WB H 0.380(4) 0.474(8) 0.941(3) 0.065(18) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Nd1 O1W 2.402(2) . ?
Nd1 O5 2.4305(19) 2_655 ?
Nd1 O4 2.4564(19) . ?
Nd1 O1 2.497(2) . ?
Nd1 O3 2.546(2) 2_655 ?
Nd1 O1 2.551(2) 2_645 ?
Nd1 O2 2.560(2) 2_645 ?
Nd1 O6 2.595(2) . ?
Nd1 O5 2.699(2) . ?
Nd1 O4 2.828(2) 2_655 ?
Nd1 C8 2.913(3) 2_645 ?
Nd1 C1 3.071(3) 2_655 ?
O5 C18 1.280(4) . ?
O5 Nd1 2.4305(19) 2_645 ?
O6 C18 1.240(4) . ?
C2 C3 1.395(4) . ?
C2 C7 1.400(4) . ?
C2 C1 1.494(4) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C18 C17 1.505(4) . ?
O7 C16 1.203(4) . ?
N1 C9 1.393(4) . ?
N1 C16 1.406(4) . ?
N1 C17 1.450(4) . ?
C16 C15 1.496(4) . ?
C11 C10 1.384(4) . ?
C11 C12 1.390(5) . ?
C11 H11 0.9300 . ?
C5 C4 1.383(5) . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C15 C10 1.378(4) . ?
C15 C14 1.384(4) . ?
C10 C9 1.478(4) . ?
C12 C13 1.386(5) . ?
C12 H12 0.9300 . ?
C6 C7 1.392(4) . ?
C6 H6 0.9300 . ?
C14 C13 1.388(4) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C4 H4 0.9300 . ?
O4 C1 1.286(4) . ?
O4 Nd1 2.828(2) 2_645 ?
O1 C8 1.292(3) . ?
O1 Nd1 2.551(2) 2_655 ?
C1 O3 1.249(4) . ?
C1 Nd1 3.071(3) 2_645 ?
O8 C9 1.209(4) . ?
C8 O2 1.251(3) . ?
C8 C7 1.494(4) . ?
C8 Nd1 2.913(3) 2_655 ?
O2 Nd1 2.560(2) 2_655 ?
O3 Nd1 2.546(2) 2_645 ?
O1W H1WA 0.8601 . ?
O1W H1WB 0.8599 . ?
O2W H2WA 0.9225 . ?
O2W H2WB 0.8235 . ?
O3W H3WA 0.95(7) . ?
O3W H3WB 0.71(5) . ?

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
O1W Nd1 O5 131.36(8) . 2_655 ?
O1W Nd1 O4 143.04(7) . . ?
O5 Nd1 O4 69.88(7) 2_655 . ?
O1W Nd1 O1 87.97(7) . . ?
O5 Nd1 O1 68.26(7) 2_655 . ?
O4 Nd1 O1 71.94(6) . . ?
O1W Nd1 O3 83.06(7) . 2_655 ?
O5 Nd1 O3 71.42(7) 2_655 2_655 ?
O4 Nd1 O3 133.40(7) . 2_655 ?
O1 Nd1 O3 115.51(7) . 2_655 ?
O1W Nd1 O1 132.04(7) . 2_645 ?
O5 Nd1 O1 80.06(7) 2_655 2_645 ?
O4 Nd1 O1 74.54(6) . 2_645 ?
O1 Nd1 O1 139.92(2) . 2_645 ?
O3 Nd1 O1 74.14(7) 2_655 2_645 ?
O1W Nd1 O2 80.76(7) . 2_645 ?
O5 Nd1 O2 120.04(7) 2_655 2_645 ?
O4 Nd1 O2 117.26(7) . 2_645 ?
O1 Nd1 O2 168.72(6) . 2_645 ?
O3 Nd1 O2 63.83(7) 2_655 2_645 ?
O1 Nd1 O2 51.36(6) 2_645 2_645 ?
O1W Nd1 O6 70.86(7) . . ?
O5 Nd1 O6 137.88(7) 2_655 . ?
O4 Nd1 O6 75.04(7) . . ?
O1 Nd1 O6 79.36(7) . . ?
O3 Nd1 O6 149.81(7) 2_655 . ?
O1 Nd1 O6 112.36(7) 2_645 . ?
O2 Nd1 O6 96.31(7) 2_645 . ?
O1W Nd1 O5 101.15(7) . . ?
O5 Nd1 O5 127.40(6) 2_655 . ?
O4 Nd1 O5 64.86(6) . . ?
O1 Nd1 O5 118.31(6) . . ?
O3 Nd1 O5 126.11(6) 2_655 . ?
O1 Nd1 O5 63.50(6) 2_645 . ?
O2 Nd1 O5 64.02(6) 2_645 . ?
O6 Nd1 O5 48.95(6) . . ?
O1W Nd1 O4 68.96(7) . 2_655 ?
O5 Nd1 O4 63.10(6) 2_655 2_655 ?
O4 Nd1 O4 126.99(6) . 2_655 ?
O1 Nd1 O4 69.13(6) . 2_655 ?
O3 Nd1 O4 48.10(6) 2_655 2_655 ?
O1 Nd1 O4 117.72(6) 2_645 2_655 ?
O2 Nd1 O4 106.82(6) 2_645 2_655 ?
O6 Nd1 O4 128.95(6) . 2_655 ?
O5 Nd1 O4 168.12(6) . 2_655 ?
O1W Nd1 C8 105.75(8) . 2_645 ?
O5 Nd1 C8 99.04(7) 2_655 2_645 ?
O4 Nd1 C8 98.08(7) . 2_645 ?
O1 Nd1 C8 165.74(7) . 2_645 ?
O3 Nd1 C8 63.67(7) 2_655 2_645 ?
O1 Nd1 C8 26.30(7) 2_645 2_645 ?
O2 Nd1 C8 25.37(7) 2_645 2_645 ?
O6 Nd1 C8 108.42(7) . 2_645 ?
O5 Nd1 C8 63.57(7) . 2_645 ?
O4 Nd1 C8 111.76(7) 2_655 2_645 ?
O1W Nd1 C1 75.64(8) . 2_655 ?
O5 Nd1 C1 64.46(7) 2_655 2_655 ?
O4 Nd1 C1 134.29(7) . 2_655 ?
O1 Nd1 C1 92.81(7) . 2_655 ?
O3 Nd1 C1 23.38(8) 2_655 2_655 ?
O1 Nd1 C1 95.12(7) 2_645 2_655 ?
O2 Nd1 C1 84.93(7) 2_645 2_655 ?
O6 Nd1 C1 145.78(7) . 2_655 ?
O5 Nd1 C1 148.76(7) . 2_655 ?
O4 Nd1 C1 24.74(7) 2_655 2_655 ?
C8 Nd1 C1 87.05(8) 2_645 2_655 ?
C18 O5 Nd1 139.22(18) . 2_645 ?
C18 O5 Nd1 91.93(18) . . ?
Nd1 O5 Nd1 100.87(7) 2_645 . ?
C18 O6 Nd1 97.88(18) . . ?
C3 C2 C7 119.1(3) . . ?
C3 C2 C1 119.3(3) . . ?
C7 C2 C1 121.6(3) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
O6 C18 O5 121.2(3) . . ?
O6 C18 C17 123.4(3) . . ?
O5 C18 C17 115.4(3) . . ?
C9 N1 C16 111.9(3) . . ?
C9 N1 C17 123.3(3) . . ?
C16 N1 C17 124.1(3) . . ?
O7 C16 N1 124.8(3) . . ?
O7 C16 C15 130.1(3) . . ?
N1 C16 C15 105.2(3) . . ?
C10 C11 C12 117.5(3) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C10 C15 C14 121.8(3) . . ?
C10 C15 C16 108.2(3) . . ?
C14 C15 C16 130.0(3) . . ?
C15 C10 C11 121.3(3) . . ?
C15 C10 C9 108.6(3) . . ?
C11 C10 C9 130.1(3) . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C5 C6 C7 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C15 C14 C13 117.1(3) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C12 C13 C14 121.4(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
N1 C17 C18 115.8(3) . . ?
N1 C17 H17A 108.3 . . ?
C18 C17 H17A 108.3 . . ?
N1 C17 H17B 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C1 O4 Nd1 132.13(17) . . ?
C1 O4 Nd1 88.29(17) . 2_645 ?
Nd1 O4 Nd1 96.75(6) . 2_645 ?
C8 O1 Nd1 117.75(17) . . ?
C8 O1 Nd1 92.69(17) . 2_655 ?
Nd1 O1 Nd1 103.25(7) . 2_655 ?
O3 C1 O4 120.9(3) . . ?
O3 C1 C2 119.9(3) . . ?
O4 C1 C2 119.2(3) . . ?
O3 C1 Nd1 54.00(16) . 2_645 ?
O4 C1 Nd1 66.98(16) . 2_645 ?
C2 C1 Nd1 173.1(2) . 2_645 ?
O2 C8 O1 121.1(3) . . ?
O2 C8 C7 119.7(3) . . ?
O1 C8 C7 118.9(2) . . ?
O2 C8 Nd1 61.30(15) . 2_655 ?
O1 C8 Nd1 61.01(15) . 2_655 ?
C7 C8 Nd1 164.2(2) . 2_655 ?
O8 C9 N1 124.8(3) . . ?
O8 C9 C10 129.1(3) . . ?
N1 C9 C10 106.1(3) . . ?
C6 C7 C2 120.0(3) . . ?
C6 C7 C8 116.2(3) . . ?
C2 C7 C8 123.8(3) . . ?
C8 O2 Nd1 93.32(17) . 2_655 ?
C1 O3 Nd1 102.62(19) . 2_645 ?
Nd1 O1W H1WA 109.9 . . ?
Nd1 O1W H1WB 109.7 . . ?
H1WA O1W H1WB 109.0 . . ?
H2WA O2W H2WB 95.8 . . ?
H3WA O3W H3WB 113(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1W Nd1 O5 C18 -50.69(16) . . . . ?
O5 Nd1 O5 C18 126.29(16) 2_655 . . . ?
O4 Nd1 O5 C18 93.13(16) . . . . ?
O1 Nd1 O5 C18 43.05(16) . . . . ?
O3 Nd1 O5 C18 -140.20(15) 2_655 . . . ?
O1 Nd1 O5 C18 177.68(17) 2_645 . . . ?
O2 Nd1 O5 C18 -124.54(16) 2_645 . . . ?
O6 Nd1 O5 C18 1.38(15) . . . . ?
O4 Nd1 O5 C18 -83.5(3) 2_655 . . . ?
C8 Nd1 O5 C18 -152.87(17) 2_645 . . . ?
C1 Nd1 O5 C18 -131.35(17) 2_655 . . . ?
O1W Nd1 O5 Nd1 168.24(7) . . . 2_645 ?
O5 Nd1 O5 Nd1 -14.78(5) 2_655 . . 2_645 ?
O4 Nd1 O5 Nd1 -47.94(7) . . . 2_645 ?
O1 Nd1 O5 Nd1 -98.02(7) . . . 2_645 ?
O3 Nd1 O5 Nd1 78.73(9) 2_655 . . 2_645 ?
O1 Nd1 O5 Nd1 36.61(6) 2_645 . . 2_645 ?
O2 Nd1 O5 Nd1 94.39(8) 2_645 . . 2_645 ?
O6 Nd1 O5 Nd1 -139.69(11) . . . 2_645 ?
O4 Nd1 O5 Nd1 135.5(3) 2_655 . . 2_645 ?
C8 Nd1 O5 Nd1 66.06(8) 2_645 . . 2_645 ?
C1 Nd1 O5 Nd1 87.58(13) 2_655 . . 2_645 ?
O1W Nd1 O6 C18 123.56(19) . . . . ?
O5 Nd1 O6 C18 -105.20(19) 2_655 . . . ?
O4 Nd1 O6 C18 -70.92(18) . . . . ?
O1 Nd1 O6 C18 -144.89(18) . . . . ?
O3 Nd1 O6 C18 91.8(2) 2_655 . . . ?
O1 Nd1 O6 C18 -5.02(19) 2_645 . . . ?
O2 Nd1 O6 C18 45.65(18) 2_645 . . . ?
O5 Nd1 O6 C18 -1.44(16) . . . . ?
O4 Nd1 O6 C18 163.28(16) 2_655 . . . ?
C8 Nd1 O6 C18 22.76(19) 2_645 . . . ?
C1 Nd1 O6 C18 135.92(18) 2_655 . . . ?
C7 C2 C3 C4 0.3(4) . . . . ?
C1 C2 C3 C4 -178.7(3) . . . . ?
Nd1 O6 C18 O5 2.7(3) . . . . ?
Nd1 O6 C18 C17 -176.4(2) . . . . ?
Nd1 O5 C18 O6 106.6(3) 2_645 . . . ?
Nd1 O5 C18 O6 -2.6(3) . . . . ?
Nd1 O5 C18 C17 -74.2(4) 2_645 . . . ?
Nd1 O5 C18 C17 176.6(2) . . . . ?
C9 N1 C16 O7 179.8(3) . . . . ?
C17 N1 C16 O7 9.1(5) . . . . ?
C9 N1 C16 C15 -0.1(3) . . . . ?
C17 N1 C16 C15 -170.8(3) . . . . ?
O7 C16 C15 C10 179.5(3) . . . . ?
N1 C16 C15 C10 -0.7(3) . . . . ?
O7 C16 C15 C14 -0.5(6) . . . . ?
N1 C16 C15 C14 179.3(3) . . . . ?
C14 C15 C10 C11 0.3(5) . . . . ?
C16 C15 C10 C11 -179.7(3) . . . . ?
C14 C15 C10 C9 -178.9(3) . . . . ?
C16 C15 C10 C9 1.1(4) . . . . ?
C12 C11 C10 C15 0.0(5) . . . . ?
C12 C11 C10 C9 179.0(3) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C10 C15 C14 C13 -0.7(5) . . . . ?
C16 C15 C14 C13 179.2(3) . . . . ?
C11 C12 C13 C14 -0.7(5) . . . . ?
C15 C14 C13 C12 0.9(5) . . . . ?
C9 N1 C17 C18 81.2(4) . . . . ?
C16 N1 C17 C18 -109.2(3) . . . . ?
O6 C18 C17 N1 4.0(4) . . . . ?
O5 C18 C17 N1 -175.1(2) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C6 C5 C4 C3 -1.0(5) . . . . ?
O1W Nd1 O4 C1 19.7(3) . . . . ?
O5 Nd1 O4 C1 152.9(3) 2_655 . . . ?
O1 Nd1 O4 C1 80.1(3) . . . . ?
O3 Nd1 O4 C1 -171.6(2) 2_655 . . . ?
O1 Nd1 O4 C1 -122.3(3) 2_645 . . . ?
O2 Nd1 O4 C1 -92.9(3) 2_645 . . . ?
O6 Nd1 O4 C1 -3.4(3) . . . . ?
O5 Nd1 O4 C1 -54.7(3) . . . . ?
O4 Nd1 O4 C1 124.4(2) 2_655 . . . ?
C8 Nd1 O4 C1 -110.4(3) 2_645 . . . ?
C1 Nd1 O4 C1 155.8(3) 2_655 . . . ?
O1W Nd1 O4 Nd1 113.55(12) . . . 2_645 ?
O5 Nd1 O4 Nd1 -113.31(8) 2_655 . . 2_645 ?
O1 Nd1 O4 Nd1 173.87(8) . . . 2_645 ?
O3 Nd1 O4 Nd1 -77.76(10) 2_655 . . 2_645 ?
O1 Nd1 O4 Nd1 -28.44(6) 2_645 . . 2_645 ?
O2 Nd1 O4 Nd1 0.96(9) 2_645 . . 2_645 ?
O6 Nd1 O4 Nd1 90.41(7) . . . 2_645 ?
O5 Nd1 O4 Nd1 39.12(6) . . . 2_645 ?
O4 Nd1 O4 Nd1 -141.76(7) 2_655 . . 2_645 ?
C8 Nd1 O4 Nd1 -16.60(8) 2_645 . . 2_645 ?
C1 Nd1 O4 Nd1 -110.37(10) 2_655 . . 2_645 ?
O1W Nd1 O1 C8 162.0(2) . . . . ?
O5 Nd1 O1 C8 -61.5(2) 2_655 . . . ?
O4 Nd1 O1 C8 13.48(19) . . . . ?
O3 Nd1 O1 C8 -116.7(2) 2_655 . . . ?
O1 Nd1 O1 C8 -21.1(2) 2_645 . . . ?
O2 Nd1 O1 C8 159.4(3) 2_645 . . . ?
O6 Nd1 O1 C8 91.1(2) . . . . ?
O5 Nd1 O1 C8 60.4(2) . . . . ?
O4 Nd1 O1 C8 -129.8(2) 2_655 . . . ?
C8 Nd1 O1 C8 -33.5(4) 2_645 . . . ?
C1 Nd1 O1 C8 -122.5(2) 2_655 . . . ?
O1W Nd1 O1 Nd1 -97.76(8) . . . 2_655 ?
O5 Nd1 O1 Nd1 38.80(7) 2_655 . . 2_655 ?
O4 Nd1 O1 Nd1 113.75(8) . . . 2_655 ?
O3 Nd1 O1 Nd1 -16.43(9) 2_655 . . 2_655 ?
O1 Nd1 O1 Nd1 79.12(12) 2_645 . . 2_655 ?
O2 Nd1 O1 Nd1 -100.3(3) 2_645 . . 2_655 ?
O6 Nd1 O1 Nd1 -168.66(8) . . . 2_655 ?
O5 Nd1 O1 Nd1 160.66(6) . . . 2_655 ?
O4 Nd1 O1 Nd1 -29.54(6) 2_655 . . 2_655 ?
C8 Nd1 O1 Nd1 66.8(3) 2_645 . . 2_655 ?
C1 Nd1 O1 Nd1 -22.24(8) 2_655 . . 2_655 ?
Nd1 O4 C1 O3 100.5(3) . . . . ?
Nd1 O4 C1 O3 3.0(3) 2_645 . . . ?
Nd1 O4 C1 C2 -79.1(3) . . . . ?
Nd1 O4 C1 C2 -176.6(2) 2_645 . . . ?
Nd1 O4 C1 Nd1 97.6(2) . . . 2_645 ?
C3 C2 C1 O3 -0.8(4) . . . . ?
C7 C2 C1 O3 -179.8(3) . . . . ?
C3 C2 C1 O4 178.8(3) . . . . ?
C7 C2 C1 O4 -0.2(4) . . . . ?
C3 C2 C1 Nd1 25.5(17) . . . 2_645 ?
C7 C2 C1 Nd1 -153.5(15) . . . 2_645 ?
Nd1 O1 C8 O2 94.0(3) . . . . ?
Nd1 O1 C8 O2 -12.5(3) 2_655 . . . ?
Nd1 O1 C8 C7 -91.6(3) . . . . ?
Nd1 O1 C8 C7 161.9(2) 2_655 . . . ?
Nd1 O1 C8 Nd1 106.50(14) . . . 2_655 ?
C16 N1 C9 O8 -178.4(3) . . . . ?
C17 N1 C9 O8 -7.6(5) . . . . ?
C16 N1 C9 C10 0.8(4) . . . . ?
C17 N1 C9 C10 171.5(3) . . . . ?
C15 C10 C9 O8 177.9(3) . . . . ?
C11 C10 C9 O8 -1.1(6) . . . . ?
C15 C10 C9 N1 -1.2(4) . . . . ?
C11 C10 C9 N1 179.8(3) . . . . ?
C5 C6 C7 C2 1.0(4) . . . . ?
C5 C6 C7 C8 -179.1(3) . . . . ?
C3 C2 C7 C6 -1.2(4) . . . . ?
C1 C2 C7 C6 177.8(3) . . . . ?
C3 C2 C7 C8 178.9(3) . . . . ?
C1 C2 C7 C8 -2.0(4) . . . . ?
O2 C8 C7 C6 79.9(3) . . . . ?
O1 C8 C7 C6 -94.6(3) . . . . ?
Nd1 C8 C7 C6 -9.2(8) 2_655 . . . ?
O2 C8 C7 C2 -100.2(3) . . . . ?
O1 C8 C7 C2 85.2(4) . . . . ?
Nd1 C8 C7 C2 170.6(6) 2_655 . . . ?
O1 C8 O2 Nd1 12.5(3) . . . 2_655 ?
C7 C8 O2 Nd1 -161.9(2) . . . 2_655 ?
O4 C1 O3 Nd1 -3.4(3) . . . 2_645 ?
C2 C1 O3 Nd1 176.2(2) . . . 2_645 ?

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
O1W H1WA O3W 0.86 1.89 2.679(4) 152.8 1_554
O1W H1WB O2W 0.86 2.00 2.704(4) 138.4 2_655
O1W H1WB O4 0.86 2.52 2.981(3) 114.5 2_655
O2W H2WA O3W 0.92 2.22 3.133(6) 169.8 2_656
O2W H2WB O2 0.82 2.33 3.064(3) 148.2 .
O2W H2WB O5 0.82 2.45 3.062(3) 132.0 2_655
O2W H2WB O4 0.82 2.54 3.079(3) 123.9 .
O3W H3WA O8 0.95(7) 1.90(7) 2.795(5) 157(6) 1_556

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.064
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.091
