# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_Nd5sis
_database_code_depnum_ccdc_archive 'CCDC 1428527'
_audit_update_record             
;
2017-10-19 deposited with the CCDC.
2018-07-11 downloaded from the CCDC.
;
_publcif_datablock.id            {f0b8a52a-39e3-47a7-8773-0726637e9fae}

_audit_creation_date             2017-10-19T10:44:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C8 H11 Nd O11 S'
_chemical_formula_weight         459.47
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_Int_Tables_number      33

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,1/2+z
3 1/2-x,1/2+y,1/2+z
4 1/2+x,1/2-y,z

_cell_length_a                   7.3216(5)
_cell_length_b                   16.6789(9)
_cell_length_c                   10.4430(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1275.26(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3605
_cell_measurement_theta_min      2.269
_cell_measurement_theta_max      28.856

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
_exptl_crystal_description       hexagonal
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.1973
_exptl_crystal_size_mid          0.1748
_exptl_crystal_size_min          0.1065
_exptl_crystal_density_diffrn    2.393
_exptl_crystal_F_000             892
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0894
-1 -1 0 0.0554
1 -1 2 0.1179
1 1 0 0.0511
0 -1 0 0.0411
0 1 0 0.1275
0 0 1 0.1482
0 0 -1 0.049
1 -1 0 0.025


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    4.294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.64519
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 10.4186
_diffrn_orient_matrix_ub_11      -0.0407329
_diffrn_orient_matrix_ub_12      0.034303
_diffrn_orient_matrix_ub_13      0.028274
_diffrn_orient_matrix_ub_21      0.082593
_diffrn_orient_matrix_ub_22      0.0215996
_diffrn_orient_matrix_ub_23      -0.0082259
_diffrn_orient_matrix_ub_31      -0.0299826
_diffrn_orient_matrix_ub_32      0.0129185
_diffrn_orient_matrix_ub_33      -0.0612496
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_number            9010
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.301
_diffrn_reflns_theta_max         29.524
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.935
_reflns_number_total             3089
_reflns_number_gt                2622
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0760P)²+2.9695P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3089
_refine_ls_number_parameters     137
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.1396
_refine_ls_wR_factor_gt          0.088
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.18(5)
_refine_diff_density_max         1.718
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.166

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd -0.10929(7) -0.08155(3) -0.75159(13) 0.0144(2) Uani 1 d . .
S1 S -0.3982(4) -0.1328(2) -0.4754(3) 0.0182(7) Uani 1 d . .
O10 O 0.163(2) -0.0848(6) -0.8914(13) 0.031(3) Uani 1 d . .
H10A H 0.256(16) -0.079(9) -0.941(16) 0.046 Uiso 1 d . .
H10B H 0.093(19) -0.045(8) -0.911(19) 0.046 Uiso 1 d . .
O8 O 0.1719(18) -0.0522(8) -0.6208(12) 0.029(2) Uani 1 d . .
H8A H 0.2142 -0.0886 -0.5724 0.044 Uiso 1 d . .
H8B H 0.1499 -0.0099 -0.5777 0.044 Uiso 1 d . .
O9 O -0.4457(14) -0.0489(6) -0.7592(17) 0.041(3) Uani 1 d . .
H9A H -0.552 -0.0286 -0.7592 0.061 Uiso 1 d . .
H9B H -0.4151 -0.0653 -0.6849 0.061 Uiso 1 d . .
O5 O -0.5545(15) -0.1691(6) -0.5400(9) 0.025(2) Uani 1 d . .
O3 O -0.2468(17) -0.1967(5) 0.1180(9) 0.0304(13) Uani 1 d . .
O7 O -0.4317(17) -0.0503(6) -0.4377(10) 0.033(3) Uani 1 d . .
O6 O -0.2335(15) -0.1414(6) -0.5484(9) 0.026(2) Uani 1 d . .
O4 O -0.2090(19) -0.0831(5) 0.0150(10) 0.0304(13) Uani 1 d . .
C1 C -0.3468(17) -0.3180(7) -0.2297(12) 0.0193(10) Uani 1 d . .
C2 C -0.3774(17) -0.2746(8) -0.3407(14) 0.0193(10) Uani 1 d . .
H2 H -0.408 -0.2999 -0.4171 0.023 Uiso 1 calc . .
C4 C -0.3196(18) -0.1517(8) -0.2190(11) 0.0193(10) Uani 1 d . .
H4 H -0.3087 -0.0962 -0.2165 0.023 Uiso 1 calc . .
C5 C -0.2948(19) -0.1967(8) -0.1072(13) 0.0193(10) Uani 1 d . .
C3 C -0.3603(19) -0.1898(8) -0.3335(14) 0.0193(10) Uani 1 d . .
C7 C -0.3643(16) -0.4089(7) -0.2359(15) 0.0193(10) Uani 1 d . .
C8 C -0.252(2) -0.1567(8) 0.0129(15) 0.0193(10) Uani 1 d . .
C6 C -0.3057(19) -0.2790(7) -0.1131(13) 0.0193(10) Uani 1 d . .
H6 H -0.2857 -0.3093 -0.0396 0.023 Uiso 1 calc . .
O1 O -0.4039(16) -0.4411(7) -0.3392(10) 0.0304(13) Uani 1 d . .
O2 O -0.3394(17) -0.4481(7) -0.1329(9) 0.0304(13) Uani 1 d . .
O11 O 0.0578(16) -0.2077(6) -0.7070(10) 0.030(2) Uani 1 d . .
H11A H 0.0281 -0.2353 -0.6422 0.045 Uiso 1 d . .
H11B H 0.143 -0.2292 -0.7498 0.045 Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 O10 2.469(11) . ?
Nd1 O11 2.478(7) . ?
Nd1 O6 2.515(7) . ?
Nd1 O1 2.517(8) 3_454 ?
Nd1 O8 2.519(9) . ?
Nd1 O9 2.524(7) . ?
Nd1 O4 2.545(8) 1_554 ?
Nd1 O3 2.560(7) 1_554 ?
Nd1 O2 2.575(8) 3_454 ?
Nd1 C7 2.891(8) 3_454 ?
Nd1 C8 2.952(11) 1_554 ?
Nd1 H9B 2.3604 . ?
S1 O6 1.434(8) . ?
S1 O7 1.453(8) . ?
S1 O5 1.459(8) . ?
S1 C3 1.782(10) . ?
O10 H10A 0.86(2) . ?
O10 H10B 0.86(2) . ?
O8 H8A 0.8484 . ?
O8 H8B 0.853 . ?
O9 H9A 0.8489 . ?
O9 H9B 0.8524 . ?
O3 C8 1.285(13) . ?
O3 Nd1 2.560(7) 1_556 ?
O4 C8 1.268(11) . ?
O4 Nd1 2.545(8) 1_556 ?
C1 C2 1.386(14) . ?
C1 C6 1.413(13) . ?
C1 C7 1.522(12) . ?
C2 C3 1.421(14) . ?
C2 H2 0.93 . ?
C4 C3 1.387(13) . ?
C4 C5 1.400(13) . ?
C4 H4 0.93 . ?
C5 C6 1.377(13) . ?
C5 C8 1.454(14) . ?
C7 O1 1.240(14) . ?
C7 O2 1.272(13) . ?
C7 Nd1 2.891(8) 3_445 ?
C8 Nd1 2.952(11) 1_556 ?
C6 H6 0.93 . ?
O1 Nd1 2.517(8) 3_445 ?
O2 Nd1 2.575(8) 3_445 ?
O11 H11A 0.8467 . ?
O11 H11B 0.8463 . ?

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
O10 Nd1 O11 72.2(3) . . ?
O10 Nd1 O6 141.4(3) . . ?
O11 Nd1 O6 71.5(3) . . ?
O10 Nd1 O1 77.0(3) . 3_454 ?
O11 Nd1 O1 147.1(3) . 3_454 ?
O6 Nd1 O1 133.6(3) . 3_454 ?
O10 Nd1 O8 70.5(3) . . ?
O11 Nd1 O8 70.1(3) . . ?
O6 Nd1 O8 85.1(3) . . ?
O1 Nd1 O8 89.1(3) 3_454 . ?
O10 Nd1 O9 140.6(4) . . ?
O11 Nd1 O9 132.1(3) . . ?
O6 Nd1 O9 76.1(3) . . ?
O1 Nd1 O9 79.9(3) 3_454 . ?
O8 Nd1 O9 140.6(4) . . ?
O10 Nd1 O4 70.4(3) . 1_554 ?
O11 Nd1 O4 108.2(2) . 1_554 ?
O6 Nd1 O4 134.5(3) . 1_554 ?
O1 Nd1 O4 70.9(2) 3_454 1_554 ?
O8 Nd1 O4 139.1(3) . 1_554 ?
O9 Nd1 O4 72.1(4) . 1_554 ?
O10 Nd1 O3 89.2(3) . 1_554 ?
O11 Nd1 O3 69.9(3) . 1_554 ?
O6 Nd1 O3 90.5(2) . 1_554 ?
O1 Nd1 O3 121.3(2) 3_454 1_554 ?
O8 Nd1 O3 139.1(3) . 1_554 ?
O9 Nd1 O3 76.2(3) . 1_554 ?
O4 Nd1 O3 51.0(2) 1_554 1_554 ?
O10 Nd1 O2 114.9(3) . 3_454 ?
O11 Nd1 O2 135.7(3) . 3_454 ?
O6 Nd1 O2 83.3(2) . 3_454 ?
O1 Nd1 O2 51.4(2) 3_454 3_454 ?
O8 Nd1 O2 72.0(3) . 3_454 ?
O9 Nd1 O2 71.7(3) . 3_454 ?
O4 Nd1 O2 115.3(2) 1_554 3_454 ?
O3 Nd1 O2 147.9(3) 1_554 3_454 ?
O10 Nd1 C7 96.3(3) . 3_454 ?
O11 Nd1 C7 150.3(3) . 3_454 ?
O6 Nd1 C7 108.8(3) . 3_454 ?
O1 Nd1 C7 25.3(3) 3_454 3_454 ?
O8 Nd1 C7 80.2(3) . 3_454 ?
O9 Nd1 C7 73.8(2) . 3_454 ?
O4 Nd1 C7 92.6(3) 1_554 3_454 ?
O3 Nd1 C7 138.7(3) 1_554 3_454 ?
O2 Nd1 C7 26.1(3) 3_454 3_454 ?
O10 Nd1 C8 77.5(3) . 1_554 ?
O11 Nd1 C8 88.3(3) . 1_554 ?
O6 Nd1 C8 114.0(2) . 1_554 ?
O1 Nd1 C8 96.1(3) 3_454 1_554 ?
O8 Nd1 C8 145.5(3) . 1_554 ?
O9 Nd1 C8 73.7(3) . 1_554 ?
O4 Nd1 C8 25.3(2) 1_554 1_554 ?
O3 Nd1 C8 25.7(2) 1_554 1_554 ?
O2 Nd1 C8 135.7(3) 3_454 1_554 ?
C7 Nd1 C8 116.5(3) 3_454 1_554 ?
O10 Nd1 H9B 160.3 . . ?
O11 Nd1 H9B 120.7 . . ?
O6 Nd1 H9B 56.9 . . ?
O1 Nd1 H9B 92.1 3_454 . ?
O8 Nd1 H9B 126.4 . . ?
O9 Nd1 H9B 19.7 . . ?
O4 Nd1 H9B 90.7 1_554 . ?
O3 Nd1 H9B 82.5 1_554 . ?
O2 Nd1 H9B 67.7 3_454 . ?
C7 Nd1 H9B 78.8 3_454 . ?
C8 Nd1 H9B 87.6 1_554 . ?
O6 S1 O7 112.3(5) . . ?
O6 S1 O5 111.9(5) . . ?
O7 S1 O5 112.7(5) . . ?
O6 S1 C3 105.0(5) . . ?
O7 S1 C3 107.9(5) . . ?
O5 S1 C3 106.6(4) . . ?
Nd1 O10 H10A 172(7) . . ?
Nd1 O10 H10B 69(8) . . ?
H10A O10 H10B 104(5) . . ?
Nd1 O8 H8A 118.8 . . ?
Nd1 O8 H8B 107 . . ?
H8A O8 H8B 110.3 . . ?
Nd1 O9 H9A 168.8 . . ?
Nd1 O9 H9B 69.2 . . ?
H9A O9 H9B 111.7 . . ?
C8 O3 Nd1 94.4(6) . 1_556 ?
S1 O6 Nd1 135.5(5) . . ?
C8 O4 Nd1 95.6(6) . 1_556 ?
C2 C1 C6 121.0(8) . . ?
C2 C1 C7 118.1(9) . . ?
C6 C1 C7 120.9(8) . . ?
C1 C2 C3 117.5(9) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
C3 C4 C5 120.1(9) . . ?
C3 C4 H4 120 . . ?
C5 C4 H4 120 . . ?
C6 C5 C4 119.3(9) . . ?
C6 C5 C8 120.6(9) . . ?
C4 C5 C8 120.1(8) . . ?
C4 C3 C2 121.4(9) . . ?
C4 C3 S1 120.4(7) . . ?
C2 C3 S1 118.2(8) . . ?
O1 C7 O2 123.1(8) . . ?
O1 C7 C1 119.2(9) . . ?
O2 C7 C1 117.7(9) . . ?
O1 C7 Nd1 60.2(5) . 3_445 ?
O2 C7 Nd1 62.9(5) . 3_445 ?
C1 C7 Nd1 178.7(7) . 3_445 ?
O4 C8 O3 118.7(10) . . ?
O4 C8 C5 120.9(10) . . ?
O3 C8 C5 120.3(8) . . ?
O4 C8 Nd1 59.1(6) . 1_556 ?
O3 C8 Nd1 59.8(5) . 1_556 ?
C5 C8 Nd1 171.6(8) . 1_556 ?
C5 C6 C1 120.7(9) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C7 O1 Nd1 94.5(6) . 3_445 ?
C7 O2 Nd1 91.0(6) . 3_445 ?
Nd1 O11 H11A 119 . . ?
Nd1 O11 H11B 128.6 . . ?
H11A O11 H11B 112.4 . . ?

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
O8 Nd1 O6 S1 129.1(7) . . . . no
O9 Nd1 O6 S1 -16.0(6) . . . . no
O10 Nd1 O6 S1 179.0(6) . . . . no
O11 Nd1 O6 S1 -160.3(7) . . . . no
O3 Nd1 O6 S1 -91.7(7) 1_554 . . . no
O4 Nd1 O6 S1 -62.6(8) 1_554 . . . no
O1 Nd1 O6 S1 44.9(8) 3_454 . . . no
O2 Nd1 O6 S1 56.7(7) 3_454 . . . no
O6 Nd1 O3 C8 156.6(7) . . 1_554 1_554 no
O8 Nd1 O3 C8 -120.3(7) . . 1_554 1_554 no
O9 Nd1 O3 C8 81.1(7) . . 1_554 1_554 no
O10 Nd1 O3 C8 -62.0(7) . . 1_554 1_554 no
O11 Nd1 O3 C8 -133.4(7) . . 1_554 1_554 no
O6 Nd1 O4 C8 -41.9(9) . . 1_554 1_554 no
O8 Nd1 O4 C8 120.2(7) . . 1_554 1_554 no
O9 Nd1 O4 C8 -89.7(7) . . 1_554 1_554 no
O10 Nd1 O4 C8 102.5(7) . . 1_554 1_554 no
O11 Nd1 O4 C8 39.8(8) . . 1_554 1_554 no
O6 Nd1 O1 C7 13.8(8) . . 3_454 3_454 no
O8 Nd1 O1 C7 -68.6(6) . . 3_454 3_454 no
O9 Nd1 O1 C7 73.4(6) . . 3_454 3_454 no
O10 Nd1 O1 C7 -138.8(7) . . 3_454 3_454 no
O11 Nd1 O1 C7 -118.0(6) . . 3_454 3_454 no
O6 Nd1 O2 C7 -167.9(6) . . 3_454 3_454 no
O8 Nd1 O2 C7 105.0(6) . . 3_454 3_454 no
O9 Nd1 O2 C7 -90.5(6) . . 3_454 3_454 no
O10 Nd1 O2 C7 47.6(7) . . 3_454 3_454 no
O11 Nd1 O2 C7 137.3(6) . . 3_454 3_454 no
O5 S1 O6 Nd1 71.4(7) . . . . no
O7 S1 O6 Nd1 -56.5(8) . . . . no
C3 S1 O6 Nd1 -173.4(6) . . . . no
O5 S1 C3 C2 40.7(9) . . . . no
O5 S1 C3 C4 -137.9(8) . . . . no
O6 S1 C3 C2 -78.1(9) . . . . no
O6 S1 C3 C4 103.3(9) . . . . no
O7 S1 C3 C2 161.9(8) . . . . no
O7 S1 C3 C4 -16.7(10) . . . . no
Nd1 O1 C7 O2 -2.3(10) 3_445 . . . no
Nd1 O1 C7 C1 178.7(7) 3_445 . . . no
Nd1 O2 C7 O1 2.2(10) 3_445 . . . no
Nd1 O2 C7 C1 -178.7(7) 3_445 . . . no
Nd1 O3 C8 O4 -5.6(12) 1_556 . . . no
Nd1 O3 C8 C5 170.2(9) 1_556 . . . no
Nd1 O4 C8 O3 5.6(12) 1_556 . . . no
Nd1 O4 C8 C5 -170.2(9) 1_556 . . . no
C6 C1 C2 C3 1.9(14) . . . . no
C7 C1 C2 C3 -179.9(8) . . . . no
C2 C1 C6 C5 -0.1(15) . . . . no
C7 C1 C6 C5 -178.3(9) . . . . no
C2 C1 C7 O1 0.4(14) . . . . no
C2 C1 C7 O2 -178.7(9) . . . . no
C6 C1 C7 O1 178.6(9) . . . . no
C6 C1 C7 O2 -0.5(14) . . . . no
C1 C2 C3 S1 179.7(7) . . . . no
C1 C2 C3 C4 -1.7(15) . . . . no
S1 C3 C4 C5 178.3(8) . . . . no
C2 C3 C4 C5 -0.2(15) . . . . no
C3 C4 C5 C6 2.0(15) . . . . no
C3 C4 C5 C8 -179.9(10) . . . . no
C4 C5 C6 C1 -1.9(15) . . . . no
C8 C5 C6 C1 -179.9(10) . . . . no
C4 C5 C8 O3 173.2(10) . . . . no
C4 C5 C8 O4 -11.1(16) . . . . no
C6 C5 C8 O3 -8.8(17) . . . . no
C6 C5 C8 O4 166.9(11) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Nd1 O11 4.303(7) 4_545 . no
Nd1 H8B 3.7400 . 2_554 no
Nd1 H11B 3.6400 . 4_555 no
S1 H8A 3.1000 . 1_655 no
S1 H9B 2.4600 . . no
S1 H11A 2.8600 . 4_555 no
O1 O10 3.103(13) . 3_445 no
O1 O4 2.934(11) . 3_444 no
O1 O9 3.238(12) . 3_445 no
O1 O8 2.995(12) . 4_445 no
O2 O10 2.581(13) . 4_446 no
O2 O9 2.987(12) . 3_445 no
O2 O4 3.159(13) . 4_445 no
O2 O8 2.993(13) . 3_445 no
O3 O11 2.889(12) . 1_556 no
O3 O9 3.137(12) . 1_556 no
O3 O11 2.816(11) . 4_446 no
O4 O10 2.891(15) . 1_556 no
O4 O2 3.159(13) . 4_545 no
O4 O9 2.982(14) . 1_556 no
O4 O8 2.679(12) . 2_555 no
O4 O1 2.934(11) . 3_455 no
O5 O11 2.818(10) . 4_445 no
O5 O8 2.920(12) . 1_455 no
O5 O9 3.145(13) . . no
O5 C2 3.287(13) . 4_445 no
O6 O11 2.918(11) . . no
O6 O9 3.105(13) . . no
O7 O9 2.649(13) . 2_455 no
O7 O10 3.032(13) . 2_555 no
O8 O5 2.920(12) . 1_655 no
O8 O1 2.995(12) . 4_545 no
O8 O10 2.879(14) . . no
O8 O4 2.679(12) . 2_554 no
O8 O11 2.870(12) . . no
O8 O2 2.993(13) . 3_454 no
O8 O9 3.151(13) . 1_655 no
O9 O8 3.151(13) . 1_455 no
O9 O5 3.145(13) . . no
O9 O4 2.982(14) . 1_554 no
O9 O10 3.239(14) . 1_455 no
O10 O8 2.879(14) . . no
O10 O11 2.915(12) . . no
O10 O7 3.032(13) . 2_554 no
O10 O4 2.891(15) . 1_554 no
O11 O10 2.915(12) . . no
O1 H2 2.4900 . . no
O1 H8B 2.6500 . 4_555 no
O1 H8A 2.6300 . 4_555 no
O1 H10B 2.35(11) . 3_445 no
O2 H8B 2.5600 . 3_555 no
O2 H9B 2.7600 . 3_555 no
O2 H10A 2.17(12) . 4_446 no
O2 H6 2.5400 . . no
O2 H10B 2.37(15) . 4_446 no
O3 H11B 2.0200 . 4_556 no
O3 H6 2.5100 . . no
O4 H10B 2.43(11) . 1_556 no
O4 H4 2.5300 . . no
O4 H8B 1.8800 . 2_555 no
O5 H8A 2.1900 . 1_655 no
O5 H9B 2.5200 . . no
O5 H11A 2.0100 . 4_555 no
O5 H2 2.7500 . . no
O6 H11A 2.6600 . . no
O6 H11A 2.8700 . 4_555 no
O6 H2 2.9200 . 4_455 no
O6 H9B 2.3300 . . no
O7 H10A 2.51(11) . 2_555 no
O7 H9A 2.2800 . 2_655 no
O7 H4 2.5900 . . no
O7 H9B 2.6000 . . no
O8 H4 2.8500 . 2_554 no
O8 H9A 2.5200 . 1_455 no
O10 H11B 2.8300 . . no
O10 H9A 2.6700 . 1_455 no
O10 H6 2.3800 . 4_454 no
O11 H8A 2.6900 . . no
C6 H10A 3.01(12) . 4_446 no
C8 H8B 3.0300 . 2_555 no
H2 O1 2.4900 . . no
H2 O5 2.7500 . . no
H2 O6 2.9200 . 4_555 no
H2 H11A 2.4700 . 4_555 no
H4 O4 2.5300 . . no
H4 O7 2.5900 . . no
H4 O8 2.8500 . 2_555 no
H4 H8B 2.5700 . 2_555 no
H4 H9A 2.3600 . 2_655 no
H6 O2 2.5400 . . no
H6 O3 2.5100 . . no
H6 O10 2.3800 . 4_556 no
H6 H10A 2.1500 . 4_556 no
H8A S1 3.1000 . 1_455 no
H8A O5 2.1900 . 1_455 no
H8A O1 2.6300 . 4_455 no
H8B Nd1 3.7400 . 2_555 no
H8B O4 1.8800 . 2_554 no
H8B C8 3.0300 . 2_554 no
H8B H4 2.5700 . 2_554 no
H8B O1 2.6500 . 4_455 no
H9A O8 2.5200 . 1_655 no
H9A O10 2.6700 . 1_655 no
H9A H10A 2.5100 . 1_655 no
H9A O7 2.2800 . 2_654 no
H9A H4 2.3600 . 2_654 no
H9B S1 2.4600 . . no
H9B O5 2.5200 . . no
H9B O7 2.6000 . . no
H10A H9A 2.5100 . 1_455 no
H10A O7 2.51(11) . 2_554 no
H10A H6 2.1500 . 4_454 no
H11A S1 2.8600 . 4_455 no
H11A O5 2.0100 . 4_455 no
H11A O6 2.8700 . 4_455 no
H11A H2 2.4700 . 4_455 no
H11B Nd1 3.6400 . 4_455 no
H11B O3 2.0200 . 4_454 no

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
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
O8 H8A O5 0.8500 2.1900 2.920(12) 144.00 1_655 yes
O8 H8B O4 0.8500 1.8800 2.679(12) 156.00 2_554 yes
O9 H9A O8 0.8500 2.5200 3.151(13) 132.00 1_455 yes
O9 H9A O7 0.8500 2.2800 2.649(13) 106.00 2_454 yes
O9 H9B O5 0.8500 2.5200 3.145(13) 131.00 . yes
O9 H9B O7 0.8500 2.6000 3.359(15) 149.00 . yes
O10 H10A O7 0.86(10) 2.51(11) 3.032(13) 120(9) 2_554 yes
O10 H10A O2 0.86(10) 2.17(12) 2.581(13) 109(9) 4_544 yes
O11 H11A O5 0.8500 2.0100 2.818(10) 159.00 4_545 yes
O11 H11B O3 0.8500 2.0200 2.816(11) 156.00 4_544 yes
C4 H4 O7 0.9300 2.5900 2.958(12) 104.00 . yes
C6 H6 O10 0.9300 2.3800 3.252(13) 156.00 4_446 yes

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_properties_physical    Heat-sensitive
