# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_nw1955_0m
_database_code_depnum_ccdc_archive 'CCDC 1489387'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H7 O13 S Sm'
_chemical_formula_weight         589.63

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   5.9443(9)
_cell_length_b                   13.177(2)
_cell_length_c                   13.687(2)
_cell_angle_alpha                109.604(2)
_cell_angle_beta                 95.076(2)
_cell_angle_gamma                93.038(2)
_cell_volume                     1002.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2274
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      26.24

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             570
_exptl_absorpt_coefficient_mu    3.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.553
_exptl_absorpt_correction_T_max  0.725
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4935
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3431
_reflns_number_gt                3211
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0494P)²+4.0041P] 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         3431
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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
Sm1 Sm 0.37542(4) 0.36253(2) 0.36455(2) 0.01758(12) Uani 1 1 d . . .
S1 S 0.4644(3) 0.88620(12) 0.25041(12) 0.0245(3) Uani 1 1 d . . .
O1 O 0.1696(7) 0.5054(3) 0.3246(3) 0.0284(10) Uani 1 1 d . . .
O2 O 0.3877(7) 0.5751(3) 0.4726(3) 0.0254(9) Uani 1 1 d . . .
O3 O -0.0866(7) 0.6204(3) 0.5146(3) 0.0271(9) Uani 1 1 d . . .
O4 O -0.2470(8) 0.7737(3) 0.5618(4) 0.0329(11) Uani 1 1 d . . .
O5 O -0.3121(7) 0.6797(4) -0.1704(3) 0.0289(10) Uani 1 1 d . . .
O6 O -0.0506(8) 0.7460(4) -0.2415(3) 0.0349(11) Uani 1 1 d . . .
O7 O -0.3448(8) 0.9081(4) -0.0723(3) 0.0337(11) Uani 1 1 d . . .
O8 O -0.2836(8) 0.9984(4) 0.0982(4) 0.0346(11) Uani 1 1 d . . .
H8 H -0.3943 1.0284 0.0855 0.052 Uiso 1 1 calc R . .
O9 O 0.6672(7) 0.8305(4) 0.2336(4) 0.0357(11) Uani 1 1 d . . .
O10 O 0.4810(9) 1.0025(4) 0.2937(4) 0.0389(12) Uani 1 1 d . . .
C1 C 0.2550(9) 0.5862(4) 0.3999(4) 0.0190(12) Uani 1 1 d . . .
C2 C 0.2112(9) 0.6962(5) 0.3973(5) 0.0203(12) Uani 1 1 d . . .
C3 C 0.3437(10) 0.7371(5) 0.3396(5) 0.0233(12) Uani 1 1 d . . .
H3 H 0.4582 0.6981 0.3069 0.028 Uiso 1 1 calc R . .
C4 C 0.3063(10) 0.8367(5) 0.3304(5) 0.0230(12) Uani 1 1 d . . .
C5 C 0.1385(11) 0.8966(5) 0.3794(5) 0.0286(14) Uani 1 1 d . . .
H5 H 0.1151 0.9635 0.3731 0.034 Uiso 1 1 calc R . .
C6 C 0.0061(11) 0.8555(5) 0.4379(5) 0.0265(13) Uani 1 1 d . . .
H6 H -0.1078 0.8949 0.4707 0.032 Uiso 1 1 calc R . .
C7 C 0.0409(9) 0.7557(4) 0.4485(4) 0.0188(12) Uani 1 1 d . . .
C8 C -0.1067(10) 0.7148(5) 0.5118(5) 0.0218(12) Uani 1 1 d . . .
C9 C -0.1265(11) 0.7332(5) -0.1634(5) 0.0264(13) Uani 1 1 d . . .
C10 C 0.0155(10) 0.7786(5) -0.0588(5) 0.0255(13) Uani 1 1 d . . .
C11 C 0.2111(12) 0.7276(6) -0.0472(5) 0.0356(16) Uani 1 1 d . . .
H11 H 0.2507 0.6715 -0.1035 0.043 Uiso 1 1 calc R . .
C12 C 0.3458(11) 0.7594(5) 0.0467(5) 0.0310(14) Uani 1 1 d . . .
H12 H 0.4744 0.7242 0.0540 0.037 Uiso 1 1 calc R . .
C13 C 0.2893(10) 0.8445(5) 0.1306(5) 0.0232(12) Uani 1 1 d . . .
C14 C 0.1005(10) 0.8981(5) 0.1192(5) 0.0227(12) Uani 1 1 d . . .
H14 H 0.0669 0.9570 0.1746 0.027 Uiso 1 1 calc R . .
C15 C -0.0396(10) 0.8645(5) 0.0251(5) 0.0223(12) Uani 1 1 d . . .
C16 C -0.2393(10) 0.9260(5) 0.0135(5) 0.0223(12) Uani 1 1 d . . .
O11 O 0.6990(8) 0.4517(4) 0.3223(4) 0.0418(12) Uani 1 1 d . . .
O12 O 0.6261(8) 0.2181(3) 0.3095(4) 0.0332(10) Uani 1 1 d . . .
O13 O 0.739(5) 0.5711(17) 0.1720(17) 0.173(13) Uani 0.50 1 d P . .
O14 O 0.248(4) 0.5032(14) 0.0950(14) 0.140(10) Uani 0.50 1 d P . .


_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 O2 2.391(4) 2_666 ?
Sm1 O12 2.439(4) . ?
Sm1 O3 2.455(4) 2_566 ?
Sm1 O4 2.455(4) 2_566 ?
Sm1 O6 2.475(4) 2_565 ?
Sm1 O1 2.481(4) . ?
Sm1 O5 2.515(4) 2_565 ?
Sm1 O2 2.687(4) . ?
Sm1 C8 2.813(6) 2_566 ?
Sm1 C9 2.848(6) 2_565 ?
S1 O10 1.441(5) . ?
S1 O9 1.440(5) . ?
S1 C4 1.762(6) . ?
S1 C13 1.762(6) . ?
O1 C1 1.252(7) . ?
O2 C1 1.267(7) . ?
O2 Sm1 2.391(4) 2_666 ?
O3 C8 1.269(7) . ?
O3 Sm1 2.455(4) 2_566 ?
O4 C8 1.257(7) . ?
O4 Sm1 2.455(4) 2_566 ?
O5 C9 1.256(8) . ?
O5 Sm1 2.515(4) 2_565 ?
O6 C9 1.254(8) . ?
O6 Sm1 2.475(4) 2_565 ?
O7 C16 1.223(7) . ?
O8 C16 1.290(7) . ?
O8 H8 0.8200 . ?
C1 C2 1.497(8) . ?
C2 C3 1.372(8) . ?
C2 C7 1.404(8) . ?
C3 C4 1.388(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(9) . ?
C5 C6 1.383(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.486(8) . ?
C8 Sm1 2.813(6) 2_566 ?
C9 C10 1.509(9) . ?
C9 Sm1 2.848(6) 2_565 ?
C10 C15 1.393(8) . ?
C10 C11 1.397(9) . ?
C11 C12 1.374(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.390(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(8) . ?
C14 C15 1.392(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.499(8) . ?

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 Sm1 O12 86.43(15) 2_666 . ?
O2 Sm1 O3 79.99(15) 2_666 2_566 ?
O12 Sm1 O3 127.49(14) . 2_566 ?
O2 Sm1 O4 80.64(15) 2_666 2_566 ?
O12 Sm1 O4 74.60(15) . 2_566 ?
O3 Sm1 O4 53.28(13) 2_566 2_566 ?
O2 Sm1 O6 154.30(15) 2_666 2_565 ?
O12 Sm1 O6 92.97(16) . 2_565 ?
O3 Sm1 O6 80.07(15) 2_566 2_565 ?
O4 Sm1 O6 74.46(16) 2_566 2_565 ?
O2 Sm1 O1 114.17(14) 2_666 . ?
O12 Sm1 O1 148.30(16) . . ?
O3 Sm1 O1 81.51(14) 2_566 . ?
O4 Sm1 O1 130.19(15) 2_566 . ?
O6 Sm1 O1 78.55(15) 2_565 . ?
O2 Sm1 O5 151.78(14) 2_666 2_565 ?
O12 Sm1 O5 80.67(15) . 2_565 ?
O3 Sm1 O5 127.52(14) 2_566 2_565 ?
O4 Sm1 O5 119.19(15) 2_566 2_565 ?
O6 Sm1 O5 52.21(14) 2_565 2_565 ?
O1 Sm1 O5 69.95(14) . 2_565 ?
O2 Sm1 O2 64.29(15) 2_666 . ?
O12 Sm1 O2 140.94(14) . . ?
O3 Sm1 O2 74.59(13) 2_566 . ?
O4 Sm1 O2 121.40(14) 2_566 . ?
O6 Sm1 O2 124.73(15) 2_565 . ?
O1 Sm1 O2 49.91(13) . . ?
O5 Sm1 O2 112.79(13) 2_565 . ?
O2 Sm1 C8 79.46(15) 2_666 2_566 ?
O12 Sm1 C8 100.95(16) . 2_566 ?
O3 Sm1 C8 26.79(15) 2_566 2_566 ?
O4 Sm1 C8 26.49(15) 2_566 2_566 ?
O6 Sm1 C8 75.42(16) 2_565 2_566 ?
O1 Sm1 C8 106.18(16) . 2_566 ?
O5 Sm1 C8 127.52(15) 2_565 2_566 ?
O2 Sm1 C8 98.48(15) . 2_566 ?
O2 Sm1 C9 173.05(15) 2_666 2_565 ?
O12 Sm1 C9 86.63(17) . 2_565 ?
O3 Sm1 C9 103.96(16) 2_566 2_565 ?
O4 Sm1 C9 97.06(17) 2_566 2_565 ?
O6 Sm1 C9 26.05(16) 2_565 2_565 ?
O1 Sm1 C9 72.32(16) . 2_565 ?
O5 Sm1 C9 26.16(16) 2_565 2_565 ?
O2 Sm1 C9 122.07(15) . 2_565 ?
C8 Sm1 C9 101.43(17) 2_566 2_565 ?
O10 S1 O9 119.9(3) . . ?
O10 S1 C4 107.4(3) . . ?
O9 S1 C4 108.8(3) . . ?
O10 S1 C13 108.6(3) . . ?
O9 S1 C13 107.7(3) . . ?
C4 S1 C13 103.3(3) . . ?
C1 O1 Sm1 99.6(3) . . ?
C1 O2 Sm1 154.8(4) . 2_666 ?
C1 O2 Sm1 89.5(3) . . ?
Sm1 O2 Sm1 115.71(15) 2_666 . ?
C8 O3 Sm1 92.6(3) . 2_566 ?
C8 O4 Sm1 92.9(3) . 2_566 ?
C9 O5 Sm1 91.9(4) . 2_565 ?
C9 O6 Sm1 93.8(4) . 2_565 ?
C16 O8 H8 109.5 . . ?
O1 C1 O2 120.6(5) . . ?
O1 C1 C2 118.2(5) . . ?
O2 C1 C2 121.0(5) . . ?
C3 C2 C7 120.2(5) . . ?
C3 C2 C1 116.8(5) . . ?
C7 C2 C1 122.9(5) . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 121.1(5) . . ?
C5 C4 S1 118.7(4) . . ?
C3 C4 S1 120.1(5) . . ?
C6 C5 C4 118.9(6) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 121.0(6) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C6 C7 C2 118.9(5) . . ?
C6 C7 C8 118.9(5) . . ?
C2 C7 C8 122.2(5) . . ?
O4 C8 O3 121.3(5) . . ?
O4 C8 C7 120.0(5) . . ?
O3 C8 C7 118.7(5) . . ?
O4 C8 Sm1 60.6(3) . 2_566 ?
O3 C8 Sm1 60.6(3) . 2_566 ?
C7 C8 Sm1 178.4(4) . 2_566 ?
O6 C9 O5 122.1(6) . . ?
O6 C9 C10 118.9(6) . . ?
O5 C9 C10 119.0(6) . . ?
O6 C9 Sm1 60.1(3) . 2_565 ?
O5 C9 Sm1 61.9(3) . 2_565 ?
C10 C9 Sm1 176.5(4) . 2_565 ?
C15 C10 C11 119.4(6) . . ?
C15 C10 C9 124.3(6) . . ?
C11 C10 C9 116.3(6) . . ?
C12 C11 C10 120.7(6) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 119.8(6) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.1(6) . . ?
C14 C13 S1 120.2(5) . . ?
C12 C13 S1 119.7(5) . . ?
C13 C14 C15 120.3(6) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 119.7(6) . . ?
C14 C15 C16 119.3(5) . . ?
C10 C15 C16 120.9(5) . . ?
O7 C16 O8 124.3(6) . . ?
O7 C16 C15 120.4(5) . . ?
O8 C16 C15 115.3(5) . . ?

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
O2 Sm1 O1 C1 5.4(4) 2_666 . . . ?
O12 Sm1 O1 C1 -121.3(4) . . . . ?
O3 Sm1 O1 C1 80.3(4) 2_566 . . . ?
O4 Sm1 O1 C1 103.8(4) 2_566 . . . ?
O6 Sm1 O1 C1 161.9(4) 2_565 . . . ?
O5 Sm1 O1 C1 -144.4(4) 2_565 . . . ?
O2 Sm1 O1 C1 3.4(3) . . . . ?
C8 Sm1 O1 C1 90.9(4) 2_566 . . . ?
C9 Sm1 O1 C1 -172.0(4) 2_565 . . . ?
O2 Sm1 O2 C1 178.7(4) 2_666 . . . ?
O12 Sm1 O2 C1 133.4(3) . . . . ?
O3 Sm1 O2 C1 -95.1(3) 2_566 . . . ?
O4 Sm1 O2 C1 -121.6(3) 2_566 . . . ?
O6 Sm1 O2 C1 -29.3(4) 2_565 . . . ?
O1 Sm1 O2 C1 -3.3(3) . . . . ?
O5 Sm1 O2 C1 29.6(3) 2_565 . . . ?
C8 Sm1 O2 C1 -107.3(3) 2_566 . . . ?
C9 Sm1 O2 C1 1.9(4) 2_565 . . . ?
O2 Sm1 O2 Sm1 0.0 2_666 . . 2_666 ?
O12 Sm1 O2 Sm1 -45.3(3) . . . 2_666 ?
O3 Sm1 O2 Sm1 86.14(19) 2_566 . . 2_666 ?
O4 Sm1 O2 Sm1 59.6(2) 2_566 . . 2_666 ?
O6 Sm1 O2 Sm1 152.02(16) 2_565 . . 2_666 ?
O1 Sm1 O2 Sm1 178.0(3) . . . 2_666 ?
O5 Sm1 O2 Sm1 -149.15(16) 2_565 . . 2_666 ?
C8 Sm1 O2 Sm1 73.9(2) 2_566 . . 2_666 ?
C9 Sm1 O2 Sm1 -176.81(17) 2_565 . . 2_666 ?
Sm1 O1 C1 O2 -6.4(6) . . . . ?
Sm1 O1 C1 C2 168.6(4) . . . . ?
Sm1 O2 C1 O1 -176.9(6) 2_666 . . . ?
Sm1 O2 C1 O1 5.8(5) . . . . ?
Sm1 O2 C1 C2 8.3(12) 2_666 . . . ?
Sm1 O2 C1 C2 -169.1(5) . . . . ?
O1 C1 C2 C3 -81.2(7) . . . . ?
O2 C1 C2 C3 93.8(7) . . . . ?
O1 C1 C2 C7 97.4(7) . . . . ?
O2 C1 C2 C7 -87.6(7) . . . . ?
C7 C2 C3 C4 -1.2(9) . . . . ?
C1 C2 C3 C4 177.5(5) . . . . ?
C2 C3 C4 C5 0.7(9) . . . . ?
C2 C3 C4 S1 -176.3(5) . . . . ?
O10 S1 C4 C5 31.9(6) . . . . ?
O9 S1 C4 C5 163.0(5) . . . . ?
C13 S1 C4 C5 -82.7(6) . . . . ?
O10 S1 C4 C3 -151.0(5) . . . . ?
O9 S1 C4 C3 -19.9(6) . . . . ?
C13 S1 C4 C3 94.3(5) . . . . ?
C3 C4 C5 C6 -0.4(10) . . . . ?
S1 C4 C5 C6 176.7(5) . . . . ?
C4 C5 C6 C7 0.5(10) . . . . ?
C5 C6 C7 C2 -1.0(9) . . . . ?
C5 C6 C7 C8 -179.7(6) . . . . ?
C3 C2 C7 C6 1.3(9) . . . . ?
C1 C2 C7 C6 -177.3(5) . . . . ?
C3 C2 C7 C8 -179.9(5) . . . . ?
C1 C2 C7 C8 1.5(9) . . . . ?
Sm1 O4 C8 O3 1.2(6) 2_566 . . . ?
Sm1 O4 C8 C7 -178.4(5) 2_566 . . . ?
Sm1 O3 C8 O4 -1.2(6) 2_566 . . . ?
Sm1 O3 C8 C7 178.4(5) 2_566 . . . ?
C6 C7 C8 O4 -5.9(8) . . . . ?
C2 C7 C8 O4 175.4(6) . . . . ?
C6 C7 C8 O3 174.5(5) . . . . ?
C2 C7 C8 O3 -4.2(8) . . . . ?
C6 C7 C8 Sm1 -119(15) . . . 2_566 ?
C2 C7 C8 Sm1 62(15) . . . 2_566 ?
Sm1 O6 C9 O5 -0.6(6) 2_565 . . . ?
Sm1 O6 C9 C10 176.1(5) 2_565 . . . ?
Sm1 O5 C9 O6 0.6(6) 2_565 . . . ?
Sm1 O5 C9 C10 -176.1(5) 2_565 . . . ?
O6 C9 C10 C15 111.8(7) . . . . ?
O5 C9 C10 C15 -71.4(8) . . . . ?
Sm1 C9 C10 C15 -175(7) 2_565 . . . ?
O6 C9 C10 C11 -69.8(8) . . . . ?
O5 C9 C10 C11 107.0(7) . . . . ?
Sm1 C9 C10 C11 3(8) 2_565 . . . ?
C15 C10 C11 C12 1.7(10) . . . . ?
C9 C10 C11 C12 -176.8(6) . . . . ?
C10 C11 C12 C13 -1.1(11) . . . . ?
C11 C12 C13 C14 -1.2(10) . . . . ?
C11 C12 C13 S1 -179.2(5) . . . . ?
O10 S1 C13 C14 -38.0(6) . . . . ?
O9 S1 C13 C14 -169.2(5) . . . . ?
C4 S1 C13 C14 75.8(5) . . . . ?
O10 S1 C13 C12 140.1(5) . . . . ?
O9 S1 C13 C12 8.9(6) . . . . ?
C4 S1 C13 C12 -106.1(5) . . . . ?
C12 C13 C14 C15 2.8(9) . . . . ?
S1 C13 C14 C15 -179.2(4) . . . . ?
C13 C14 C15 C10 -2.1(9) . . . . ?
C13 C14 C15 C16 -178.1(5) . . . . ?
C11 C10 C15 C14 -0.1(9) . . . . ?
C9 C10 C15 C14 178.3(6) . . . . ?
C11 C10 C15 C16 175.8(6) . . . . ?
C9 C10 C15 C16 -5.8(9) . . . . ?
C14 C15 C16 O7 169.3(6) . . . . ?
C10 C15 C16 O7 -6.6(9) . . . . ?
C14 C15 C16 O8 -9.0(8) . . . . ?
C10 C15 C16 O8 175.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.285
_refine_diff_density_min         -1.179
_refine_diff_density_rms         0.160
####################################################################### 
# 
# 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_nw1946_0m
_database_code_depnum_ccdc_archive 'CCDC 1489388'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H10 Eu O13 S'
_chemical_formula_weight         594.26

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   5.9204(10)
_cell_length_b                   13.177(2)
_cell_length_c                   13.667(2)
_cell_angle_alpha                109.572(2)
_cell_angle_beta                 94.896(2)
_cell_angle_gamma                93.260(3)
_cell_volume                     996.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4043
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.08

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             578
_exptl_absorpt_coefficient_mu    3.319
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_T_max  0.647
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4882
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0525
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3459
_reflns_number_gt                3354
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0650P)²+3.0822P] 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         3459
_refine_ls_number_parameters     301
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.62418(4) 0.63678(2) 0.13594(2) 0.02017(13) Uani 1 1 d . . .
S1 S 0.5339(3) 0.11328(13) 0.24942(12) 0.0271(3) Uani 1 1 d . . .
O1 O 0.6103(7) 0.4251(3) 0.0266(3) 0.0256(9) Uani 1 1 d . . .
O2 O 0.8283(8) 0.4941(4) 0.1744(4) 0.0313(10) Uani 1 1 d . . .
O3 O 1.0882(7) 0.3800(4) -0.0161(4) 0.0301(10) Uani 1 1 d . . .
O4 O 1.2454(8) 0.2262(4) -0.0635(4) 0.0337(11) Uani 1 1 d . . .
O5 O 1.3151(7) 0.3221(4) 0.6712(4) 0.0321(10) Uani 1 1 d . . .
O6 O 1.0496(8) 0.2565(4) 0.7418(3) 0.0362(11) Uani 1 1 d . . .
O7 O 1.3455(8) 0.0930(4) 0.5730(4) 0.0371(11) Uani 1 1 d . . .
O8 O 1.2836(8) 0.0015(4) 0.4029(4) 0.0374(11) Uani 1 1 d . . .
O9 O 0.3312(8) 0.1677(4) 0.2662(4) 0.0385(12) Uani 1 1 d . . .
O10 O 0.5193(9) -0.0034(4) 0.2060(4) 0.0413(12) Uani 1 1 d . . .
C1 C 0.7445(9) 0.4142(5) 0.0987(4) 0.0210(12) Uani 1 1 d . . .
C2 C 0.7880(10) 0.3031(5) 0.0998(4) 0.0209(12) Uani 1 1 d . . .
C3 C 0.6544(10) 0.2611(5) 0.1598(5) 0.0260(13) Uani 1 1 d . . .
H3 H 0.5402 0.3000 0.1934 0.031 Uiso 1 1 calc R . .
C4 C 0.6917(11) 0.1630(5) 0.1692(5) 0.0269(13) Uani 1 1 d . . .
C5 C 0.8604(11) 0.1031(5) 0.1199(5) 0.0309(14) Uani 1 1 d . . .
H5 H 0.8838 0.0363 0.1262 0.037 Uiso 1 1 calc R . .
C6 C 0.9940(12) 0.1447(6) 0.0607(5) 0.0311(14) Uani 1 1 d . . .
H6 H 1.1088 0.1057 0.0279 0.037 Uiso 1 1 calc R . .
C7 C 0.9573(10) 0.2445(5) 0.0503(4) 0.0234(12) Uani 1 1 d . . .
C8 C 1.1057(10) 0.2857(5) -0.0136(5) 0.0263(13) Uani 1 1 d . . .
C9 C 1.1290(11) 0.2680(5) 0.6631(5) 0.0265(13) Uani 1 1 d . . .
C10 C 0.9853(11) 0.2232(5) 0.5582(5) 0.0274(13) Uani 1 1 d . . .
C11 C 0.7923(12) 0.2736(6) 0.5467(5) 0.0360(16) Uani 1 1 d . . .
H11 H 0.7535 0.3299 0.6032 0.043 Uiso 1 1 calc R . .
C12 C 0.6561(11) 0.2421(5) 0.4530(5) 0.0330(15) Uani 1 1 d . . .
H12 H 0.5296 0.2786 0.4454 0.040 Uiso 1 1 calc R . .
C13 C 0.7094(10) 0.1552(5) 0.3698(5) 0.0240(12) Uani 1 1 d . . .
C14 C 0.9018(10) 0.1020(5) 0.3812(5) 0.0258(13) Uani 1 1 d . . .
H14 H 0.9381 0.0442 0.3255 0.031 Uiso 1 1 calc R . .
C15 C 1.0383(10) 0.1355(5) 0.4755(5) 0.0251(13) Uani 1 1 d . . .
C16 C 1.2382(10) 0.0745(5) 0.4860(5) 0.0248(13) Uani 1 1 d . . .
O11 O 0.3020(8) 0.5465(4) 0.1775(4) 0.0425(12) Uani 1 1 d D . .
H11A H 0.165(6) 0.553(7) 0.189(7) 0.051 Uiso 1 1 d D . .
H11B H 0.215(13) 0.524(7) 0.120(4) 0.051 Uiso 1 1 d D . .
O12 O 0.3759(8) 0.7798(4) 0.1909(4) 0.0340(11) Uani 1 1 d D . .
H12A H 0.412(14) 0.840(3) 0.184(6) 0.041 Uiso 1 1 d D . .
H12B H 0.259(8) 0.774(6) 0.220(6) 0.041 Uiso 1 1 d D . .
O13 O 0.264(5) 0.5001(15) 0.5872(17) 0.160(12) Uani 0.50 1 d P . .
O14 O 0.255(5) 0.4263(17) 0.3298(18) 0.158(12) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.379(4) 2_665 ?
Eu1 O11 2.399(5) . ?
Eu1 O12 2.415(5) . ?
Eu1 O3 2.431(4) 2_765 ?
Eu1 O4 2.451(5) 2_765 ?
Eu1 O6 2.463(5) 2_766 ?
Eu1 O2 2.466(4) . ?
Eu1 O5 2.497(5) 2_766 ?
Eu1 O1 2.679(4) . ?
Eu1 C8 2.795(6) 2_765 ?
Eu1 C9 2.837(6) 2_766 ?
Eu1 Eu1 4.2959(7) 2_665 ?
Eu1 H11B 2.72(8) . ?
S1 O9 1.429(5) . ?
S1 O10 1.445(5) . ?
S1 C4 1.758(6) . ?
S1 C13 1.768(6) . ?
O1 C1 1.263(7) . ?
O1 Eu1 2.379(4) 2_665 ?
O2 C1 1.244(7) . ?
O3 C8 1.264(8) . ?
O3 Eu1 2.431(4) 2_765 ?
O4 C8 1.255(8) . ?
O4 Eu1 2.451(5) 2_765 ?
O5 C9 1.253(8) . ?
O5 Eu1 2.497(5) 2_766 ?
O6 C9 1.259(8) . ?
O6 Eu1 2.463(5) 2_766 ?
O7 C16 1.240(8) . ?
O8 C16 1.279(8) . ?
C1 C2 1.506(8) . ?
C2 C7 1.383(8) . ?
C2 C3 1.404(8) . ?
C3 C4 1.368(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(9) . ?
C5 C6 1.392(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.491(8) . ?
C8 Eu1 2.795(6) 2_765 ?
C9 C10 1.515(9) . ?
C9 Eu1 2.837(6) 2_766 ?
C10 C11 1.378(9) . ?
C10 C15 1.393(9) . ?
C11 C12 1.375(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.391(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(9) . ?
C14 C15 1.381(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.491(8) . ?
O11 H11A 0.84(2) . ?
O11 H11B 0.86(2) . ?
O12 H12A 0.85(2) . ?
O12 H12B 0.84(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
O1 Eu1 O11 78.38(17) 2_665 . ?
O1 Eu1 O12 86.67(16) 2_665 . ?
O11 Eu1 O12 77.76(18) . . ?
O1 Eu1 O3 79.70(15) 2_665 2_765 ?
O11 Eu1 O3 145.12(17) . 2_765 ?
O12 Eu1 O3 127.54(15) . 2_765 ?
O1 Eu1 O4 80.76(16) 2_665 2_765 ?
O11 Eu1 O4 145.95(18) . 2_765 ?
O12 Eu1 O4 74.43(15) . 2_765 ?
O3 Eu1 O4 53.52(14) 2_765 2_765 ?
O1 Eu1 O6 154.17(15) 2_665 2_766 ?
O11 Eu1 O6 126.88(17) . 2_766 ?
O12 Eu1 O6 93.34(17) . 2_766 ?
O3 Eu1 O6 79.90(15) 2_765 2_766 ?
O4 Eu1 O6 74.41(17) 2_765 2_766 ?
O1 Eu1 O2 113.80(14) 2_665 . ?
O11 Eu1 O2 83.19(18) . . ?
O12 Eu1 O2 148.56(16) . . ?
O3 Eu1 O2 81.27(15) 2_765 . ?
O4 Eu1 O2 130.15(15) 2_765 . ?
O6 Eu1 O2 78.36(16) 2_766 . ?
O1 Eu1 O5 151.81(15) 2_665 2_766 ?
O11 Eu1 O5 74.41(17) . 2_766 ?
O12 Eu1 O5 80.58(16) . 2_766 ?
O3 Eu1 O5 127.75(15) 2_765 2_766 ?
O4 Eu1 O5 119.08(16) 2_765 2_766 ?
O6 Eu1 O5 52.49(14) 2_766 2_766 ?
O2 Eu1 O5 70.27(15) . 2_766 ?
O1 Eu1 O1 63.87(15) 2_665 . ?
O11 Eu1 O1 71.74(16) . . ?
O12 Eu1 O1 140.87(15) . . ?
O3 Eu1 O1 74.34(14) 2_765 . ?
O4 Eu1 O1 121.38(14) 2_765 . ?
O6 Eu1 O1 124.53(15) 2_766 . ?
O2 Eu1 O1 49.97(13) . . ?
O5 Eu1 O1 113.07(14) 2_766 . ?
O1 Eu1 C8 79.38(16) 2_665 2_765 ?
O11 Eu1 C8 157.76(19) . 2_765 ?
O12 Eu1 C8 100.95(17) . 2_765 ?
O3 Eu1 C8 26.86(16) 2_765 2_765 ?
O4 Eu1 C8 26.66(17) 2_765 2_765 ?
O6 Eu1 C8 75.26(16) 2_766 2_765 ?
O2 Eu1 C8 105.98(17) . 2_765 ?
O5 Eu1 C8 127.61(16) 2_766 2_765 ?
O1 Eu1 C8 98.31(16) . 2_765 ?
O1 Eu1 C9 173.06(15) 2_665 2_766 ?
O11 Eu1 C9 100.61(19) . 2_766 ?
O12 Eu1 C9 86.41(17) . 2_766 ?
O3 Eu1 C9 104.22(17) 2_765 2_766 ?
O4 Eu1 C9 96.89(18) 2_765 2_766 ?
O6 Eu1 C9 26.29(17) 2_766 2_766 ?
O2 Eu1 C9 72.71(16) . 2_766 ?
O5 Eu1 C9 26.20(17) 2_766 2_766 ?
O1 Eu1 C9 122.50(16) . 2_766 ?
C8 Eu1 C9 101.47(18) 2_765 2_766 ?
O1 Eu1 Eu1 34.05(10) 2_665 2_665 ?
O11 Eu1 Eu1 72.12(13) . 2_665 ?
O12 Eu1 Eu1 116.85(12) . 2_665 ?
O3 Eu1 Eu1 74.49(11) 2_765 2_665 ?
O4 Eu1 Eu1 103.64(12) 2_765 2_665 ?
O6 Eu1 Eu1 148.43(12) 2_766 2_665 ?
O2 Eu1 Eu1 79.77(11) . 2_665 ?
O5 Eu1 Eu1 137.10(11) 2_766 2_665 ?
O1 Eu1 Eu1 29.82(8) . 2_665 ?
C8 Eu1 Eu1 89.32(13) 2_765 2_665 ?
C9 Eu1 Eu1 152.24(12) 2_766 2_665 ?
O1 Eu1 H11B 60.5(10) 2_665 . ?
O11 Eu1 H11B 17.9(10) . . ?
O12 Eu1 H11B 77.9(19) . . ?
O3 Eu1 H11B 132.4(15) 2_765 . ?
O4 Eu1 H11B 133.2(14) 2_765 . ?
O6 Eu1 H11B 144.6(11) 2_766 . ?
O2 Eu1 H11B 91.3(17) . . ?
O5 Eu1 H11B 92.1(11) 2_766 . ?
O1 Eu1 H11B 65.5(19) . . ?
C8 Eu1 H11B 139.9(10) 2_765 . ?
C9 Eu1 H11B 118.3(11) 2_766 . ?
Eu1 Eu1 H11B 57.9(15) 2_665 . ?
O9 S1 O10 120.1(3) . . ?
O9 S1 C4 108.9(3) . . ?
O10 S1 C4 107.1(3) . . ?
O9 S1 C13 107.7(3) . . ?
O10 S1 C13 108.2(3) . . ?
C4 S1 C13 103.6(3) . . ?
C1 O1 Eu1 154.8(4) . 2_665 ?
C1 O1 Eu1 89.1(3) . . ?
Eu1 O1 Eu1 116.13(15) 2_665 . ?
C1 O2 Eu1 99.7(4) . . ?
C8 O3 Eu1 92.9(4) . 2_765 ?
C8 O4 Eu1 92.1(4) . 2_765 ?
C9 O5 Eu1 92.2(4) . 2_766 ?
C9 O6 Eu1 93.7(4) . 2_766 ?
O2 C1 O1 121.0(5) . . ?
O2 C1 C2 118.5(5) . . ?
O1 C1 C2 120.3(5) . . ?
C7 C2 C3 119.4(5) . . ?
C7 C2 C1 123.8(5) . . ?
C3 C2 C1 116.7(5) . . ?
C4 C3 C2 120.2(6) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 121.2(6) . . ?
C3 C4 S1 120.3(5) . . ?
C5 C4 S1 118.5(5) . . ?
C4 C5 C6 118.8(6) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C7 120.6(6) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 119.8(6) . . ?
C2 C7 C8 121.7(5) . . ?
C6 C7 C8 118.5(6) . . ?
O4 C8 O3 121.5(6) . . ?
O4 C8 C7 119.4(6) . . ?
O3 C8 C7 119.2(5) . . ?
O4 C8 Eu1 61.2(3) . 2_765 ?
O3 C8 Eu1 60.3(3) . 2_765 ?
C7 C8 Eu1 178.8(4) . 2_765 ?
O5 C9 O6 121.6(6) . . ?
O5 C9 C10 119.6(6) . . ?
O6 C9 C10 118.6(6) . . ?
O5 C9 Eu1 61.6(3) . 2_766 ?
O6 C9 Eu1 60.0(3) . 2_766 ?
C10 C9 Eu1 175.9(4) . 2_766 ?
C11 C10 C15 119.7(6) . . ?
C11 C10 C9 116.6(6) . . ?
C15 C10 C9 123.7(6) . . ?
C12 C11 C10 121.1(6) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.4(6) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 120.0(6) . . ?
C12 C13 S1 119.7(5) . . ?
C14 C13 S1 120.2(5) . . ?
C15 C14 C13 119.9(6) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C10 119.9(6) . . ?
C14 C15 C16 118.4(5) . . ?
C10 C15 C16 121.7(6) . . ?
O7 C16 O8 123.4(6) . . ?
O7 C16 C15 119.9(6) . . ?
O8 C16 C15 116.7(5) . . ?
Eu1 O11 H11A 142(6) . . ?
Eu1 O11 H11B 103(6) . . ?
H11A O11 H11B 70(7) . . ?
Eu1 O12 H12A 119(6) . . ?
Eu1 O12 H12B 123(5) . . ?
H12A O12 H12B 119(8) . . ?

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
O1 Eu1 O1 C1 -179.5(4) 2_665 . . . ?
O11 Eu1 O1 C1 -93.8(3) . . . . ?
O12 Eu1 O1 C1 -134.4(3) . . . . ?
O3 Eu1 O1 C1 94.5(3) 2_765 . . . ?
O4 Eu1 O1 C1 121.0(3) 2_765 . . . ?
O6 Eu1 O1 C1 28.9(4) 2_766 . . . ?
O2 Eu1 O1 C1 2.8(3) . . . . ?
O5 Eu1 O1 C1 -30.4(4) 2_766 . . . ?
C8 Eu1 O1 C1 106.7(3) 2_765 . . . ?
C9 Eu1 O1 C1 -2.7(4) 2_766 . . . ?
Eu1 Eu1 O1 C1 -179.5(4) 2_665 . . . ?
O1 Eu1 O1 Eu1 0.0 2_665 . . 2_665 ?
O11 Eu1 O1 Eu1 85.7(2) . . . 2_665 ?
O12 Eu1 O1 Eu1 45.1(3) . . . 2_665 ?
O3 Eu1 O1 Eu1 -86.0(2) 2_765 . . 2_665 ?
O4 Eu1 O1 Eu1 -59.4(2) 2_765 . . 2_665 ?
O6 Eu1 O1 Eu1 -151.58(17) 2_766 . . 2_665 ?
O2 Eu1 O1 Eu1 -177.7(3) . . . 2_665 ?
O5 Eu1 O1 Eu1 149.11(17) 2_766 . . 2_665 ?
C8 Eu1 O1 Eu1 -73.8(2) 2_765 . . 2_665 ?
C9 Eu1 O1 Eu1 176.86(18) 2_766 . . 2_665 ?
O1 Eu1 O2 C1 -5.1(4) 2_665 . . . ?
O11 Eu1 O2 C1 69.0(4) . . . . ?
O12 Eu1 O2 C1 121.8(4) . . . . ?
O3 Eu1 O2 C1 -79.7(4) 2_765 . . . ?
O4 Eu1 O2 C1 -103.3(4) 2_765 . . . ?
O6 Eu1 O2 C1 -161.1(4) 2_766 . . . ?
O5 Eu1 O2 C1 144.8(4) 2_766 . . . ?
O1 Eu1 O2 C1 -2.8(3) . . . . ?
C8 Eu1 O2 C1 -90.3(4) 2_765 . . . ?
C9 Eu1 O2 C1 172.4(4) 2_766 . . . ?
Eu1 Eu1 O2 C1 -4.0(3) 2_665 . . . ?
Eu1 O2 C1 O1 5.4(6) . . . . ?
Eu1 O2 C1 C2 -168.7(4) . . . . ?
Eu1 O1 C1 O2 176.1(6) 2_665 . . . ?
Eu1 O1 C1 O2 -4.9(6) . . . . ?
Eu1 O1 C1 C2 -9.9(12) 2_665 . . . ?
Eu1 O1 C1 C2 169.1(5) . . . . ?
O2 C1 C2 C7 -96.9(7) . . . . ?
O1 C1 C2 C7 89.0(7) . . . . ?
O2 C1 C2 C3 79.5(7) . . . . ?
O1 C1 C2 C3 -94.6(7) . . . . ?
C7 C2 C3 C4 0.0(9) . . . . ?
C1 C2 C3 C4 -176.6(6) . . . . ?
C2 C3 C4 C5 -0.2(10) . . . . ?
C2 C3 C4 S1 176.9(5) . . . . ?
O9 S1 C4 C3 20.0(6) . . . . ?
O10 S1 C4 C3 151.3(5) . . . . ?
C13 S1 C4 C3 -94.4(6) . . . . ?
O9 S1 C4 C5 -162.8(5) . . . . ?
O10 S1 C4 C5 -31.5(6) . . . . ?
C13 S1 C4 C5 82.8(6) . . . . ?
C3 C4 C5 C6 0.5(10) . . . . ?
S1 C4 C5 C6 -176.6(5) . . . . ?
C4 C5 C6 C7 -0.7(10) . . . . ?
C3 C2 C7 C6 -0.2(9) . . . . ?
C1 C2 C7 C6 176.2(6) . . . . ?
C3 C2 C7 C8 -179.4(5) . . . . ?
C1 C2 C7 C8 -3.1(9) . . . . ?
C5 C6 C7 C2 0.5(10) . . . . ?
C5 C6 C7 C8 179.8(6) . . . . ?
Eu1 O4 C8 O3 -1.3(6) 2_765 . . . ?
Eu1 O4 C8 C7 178.8(5) 2_765 . . . ?
Eu1 O3 C8 O4 1.4(6) 2_765 . . . ?
Eu1 O3 C8 C7 -178.8(5) 2_765 . . . ?
C2 C7 C8 O4 -174.6(6) . . . . ?
C6 C7 C8 O4 6.2(9) . . . . ?
C2 C7 C8 O3 5.5(9) . . . . ?
C6 C7 C8 O3 -173.7(6) . . . . ?
C2 C7 C8 Eu1 -57(22) . . . 2_765 ?
C6 C7 C8 Eu1 124(22) . . . 2_765 ?
Eu1 O5 C9 O6 0.9(6) 2_766 . . . ?
Eu1 O5 C9 C10 175.5(5) 2_766 . . . ?
Eu1 O6 C9 O5 -0.9(6) 2_766 . . . ?
Eu1 O6 C9 C10 -175.6(5) 2_766 . . . ?
O5 C9 C10 C11 -106.3(7) . . . . ?
O6 C9 C10 C11 68.6(8) . . . . ?
Eu1 C9 C10 C11 -1(7) 2_766 . . . ?
O5 C9 C10 C15 73.8(8) . . . . ?
O6 C9 C10 C15 -111.3(7) . . . . ?
Eu1 C9 C10 C15 179(100) 2_766 . . . ?
C15 C10 C11 C12 -3.1(11) . . . . ?
C9 C10 C11 C12 177.0(7) . . . . ?
C10 C11 C12 C13 2.5(11) . . . . ?
C11 C12 C13 C14 -1.1(10) . . . . ?
C11 C12 C13 S1 179.4(6) . . . . ?
O9 S1 C13 C12 -11.1(6) . . . . ?
O10 S1 C13 C12 -142.4(5) . . . . ?
C4 S1 C13 C12 104.1(6) . . . . ?
O9 S1 C13 C14 169.4(5) . . . . ?
O10 S1 C13 C14 38.2(6) . . . . ?
C4 S1 C13 C14 -75.3(5) . . . . ?
C12 C13 C14 C15 0.4(9) . . . . ?
S1 C13 C14 C15 179.9(5) . . . . ?
C13 C14 C15 C10 -1.0(9) . . . . ?
C13 C14 C15 C16 178.0(5) . . . . ?
C11 C10 C15 C14 2.3(10) . . . . ?
C9 C10 C15 C14 -177.8(6) . . . . ?
C11 C10 C15 C16 -176.7(6) . . . . ?
C9 C10 C15 C16 3.2(10) . . . . ?
C14 C15 C16 O7 -170.3(6) . . . . ?
C10 C15 C16 O7 8.7(9) . . . . ?
C14 C15 C16 O8 7.0(9) . . . . ?
C10 C15 C16 O8 -174.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.945
_refine_diff_density_min         -1.412
_refine_diff_density_rms         0.162
####################################################################### 
# 
# 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_nw1938_0m
_database_code_depnum_ccdc_archive 'CCDC 1489389'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H11 Gd O13 S'
_chemical_formula_weight         600.56

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'
Gd Gd -0.1653 3.9035 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   5.9188(7)
_cell_length_b                   13.1837(16)
_cell_length_c                   13.6877(16)
_cell_angle_alpha                109.804(2)
_cell_angle_beta                 94.954(2)
_cell_angle_gamma                93.385(2)
_cell_volume                     996.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2273
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.001
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    3.501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.566
_exptl_absorpt_correction_T_max  0.747
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4912
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3420
_reflns_number_gt                3263
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0372P)²+3.2672P] 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         3420
_refine_ls_number_parameters     302
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0734
_refine_ls_wR_factor_gt          0.0721
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.62507(3) 0.636910(16) 0.135815(16) 0.01871(9) Uani 1 1 d . . .
S1 S 0.5338(2) 0.11334(10) 0.24908(9) 0.0258(3) Uani 1 1 d . . .
O1 O 0.6094(6) 0.4247(3) 0.0259(3) 0.0272(7) Uani 1 1 d . . .
O2 O 0.8261(6) 0.4952(3) 0.1744(3) 0.0289(8) Uani 1 1 d . . .
O3 O 1.0870(6) 0.3806(3) -0.0163(3) 0.0274(7) Uani 1 1 d . . .
O4 O 1.2448(6) 0.2266(3) -0.0645(3) 0.0333(8) Uani 1 1 d . . .
O5 O 1.0497(6) 0.2563(3) 0.7417(3) 0.0358(9) Uani 1 1 d . . .
O6 O 1.3164(6) 0.3212(3) 0.6712(3) 0.0305(8) Uani 1 1 d . . .
O7 O 1.3461(6) 0.0922(3) 0.5730(3) 0.0349(8) Uani 1 1 d . . .
O8 O 1.2825(6) 0.0014(3) 0.4013(3) 0.0353(8) Uani 1 1 d . . .
H8 H 1.3925 -0.0290 0.4141 0.053 Uiso 1 1 calc R . .
O9 O 0.3307(6) 0.1682(3) 0.2659(3) 0.0386(9) Uani 1 1 d . . .
O10 O 0.5188(7) -0.0029(3) 0.2058(3) 0.0395(9) Uani 1 1 d . . .
C1 C 0.7421(7) 0.4141(3) 0.0983(3) 0.0198(9) Uani 1 1 d . . .
C2 C 0.7869(7) 0.3039(4) 0.1008(3) 0.0198(9) Uani 1 1 d . . .
C3 C 0.6548(8) 0.2630(4) 0.1606(4) 0.0244(10) Uani 1 1 d . . .
H3 H 0.5418 0.3022 0.1948 0.029 Uiso 1 1 calc R . .
C4 C 0.6928(8) 0.1633(4) 0.1688(4) 0.0249(10) Uani 1 1 d . . .
C5 C 0.8614(9) 0.1031(4) 0.1189(4) 0.0301(11) Uani 1 1 d . . .
H5 H 0.8836 0.0358 0.1243 0.036 Uiso 1 1 calc R . .
C6 C 0.9953(9) 0.1451(4) 0.0612(4) 0.0294(11) Uani 1 1 d . . .
H6 H 1.1121 0.1070 0.0295 0.035 Uiso 1 1 calc R . .
C7 C 0.9568(8) 0.2446(4) 0.0498(3) 0.0218(9) Uani 1 1 d . . .
C8 C 1.1059(8) 0.2858(4) -0.0137(3) 0.0222(9) Uani 1 1 d . . .
C9 C 1.1290(8) 0.2681(4) 0.6635(4) 0.0268(10) Uani 1 1 d . . .
C10 C 0.9854(8) 0.2229(4) 0.5585(4) 0.0259(10) Uani 1 1 d . . .
C11 C 0.7909(9) 0.2743(4) 0.5466(4) 0.0360(12) Uani 1 1 d . . .
H11 H 0.7522 0.3310 0.6028 0.043 Uiso 1 1 calc R . .
C12 C 0.6561(9) 0.2416(4) 0.4526(4) 0.0327(11) Uani 1 1 d . . .
H12 H 0.5281 0.2770 0.4448 0.039 Uiso 1 1 calc R . .
C13 C 0.7107(8) 0.1558(4) 0.3693(4) 0.0240(10) Uani 1 1 d . . .
C14 C 0.9012(8) 0.1012(4) 0.3806(4) 0.0253(10) Uani 1 1 d . . .
H14 H 0.9347 0.0422 0.3252 0.030 Uiso 1 1 calc R . .
C15 C 1.0397(8) 0.1357(4) 0.4748(3) 0.0223(9) Uani 1 1 d . . .
C16 C 1.2382(8) 0.0742(4) 0.4865(4) 0.0237(10) Uani 1 1 d . . .
O11 O 0.3018(6) 0.5488(3) 0.1751(3) 0.0387(9) Uani 1 1 d D . .
H11A H 0.203(8) 0.517(5) 0.123(3) 0.046 Uiso 1 1 d D . .
H11B H 0.271(11) 0.528(5) 0.223(4) 0.046 Uiso 1 1 d D . .
O12 O 0.3790(6) 0.7795(3) 0.1905(3) 0.0342(8) Uani 1 1 d D . .
H12A H 0.426(10) 0.841(3) 0.191(5) 0.041 Uiso 1 1 d D . .
H12B H 0.281(8) 0.770(5) 0.228(4) 0.041 Uiso 1 1 d D . .
O13 O 0.262(3) 0.5013(11) 0.5919(12) 0.143(8) Uani 0.50 1 d P . .
O14 O 0.250(4) 0.4268(13) 0.3278(14) 0.178(11) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.367(3) 2_665 ?
Gd1 O11 2.375(4) . ?
Gd1 O12 2.403(3) . ?
Gd1 O3 2.430(3) 2_765 ?
Gd1 O4 2.437(3) 2_765 ?
Gd1 O2 2.451(3) . ?
Gd1 O5 2.454(3) 2_766 ?
Gd1 O6 2.497(3) 2_766 ?
Gd1 O1 2.682(3) . ?
Gd1 C8 2.792(5) 2_765 ?
Gd1 C9 2.828(5) 2_766 ?
S1 O9 1.434(4) . ?
S1 O10 1.437(4) . ?
S1 C4 1.767(5) . ?
S1 C13 1.769(5) . ?
O1 C1 1.262(5) . ?
O1 Gd1 2.367(3) 2_665 ?
O2 C1 1.252(5) . ?
O3 C8 1.274(6) . ?
O3 Gd1 2.430(3) 2_765 ?
O4 C8 1.255(6) . ?
O4 Gd1 2.437(3) 2_765 ?
O5 C9 1.257(6) . ?
O5 Gd1 2.454(3) 2_766 ?
O6 C9 1.253(6) . ?
O6 Gd1 2.497(3) 2_766 ?
O7 C16 1.236(6) . ?
O8 C16 1.294(6) . ?
O8 H8 0.8200 . ?
C1 C2 1.503(6) . ?
C2 C3 1.390(6) . ?
C2 C7 1.397(6) . ?
C3 C4 1.386(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(7) . ?
C5 C6 1.383(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.401(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.491(6) . ?
C8 Gd1 2.792(5) 2_765 ?
C9 C10 1.514(7) . ?
C9 Gd1 2.828(5) 2_766 ?
C10 C11 1.395(7) . ?
C10 C15 1.397(7) . ?
C11 C12 1.374(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.397(7) . ?
C14 C15 1.385(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.494(6) . ?
O11 H11A 0.85(2) . ?
O11 H11B 0.82(2) . ?
O12 H12A 0.84(2) . ?
O12 H12B 0.83(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
O1 Gd1 O11 77.70(13) 2_665 . ?
O1 Gd1 O12 86.47(13) 2_665 . ?
O11 Gd1 O12 77.23(13) . . ?
O1 Gd1 O3 79.86(12) 2_665 2_765 ?
O11 Gd1 O3 145.10(12) . 2_765 ?
O12 Gd1 O3 127.63(12) . 2_765 ?
O1 Gd1 O4 80.75(12) 2_665 2_765 ?
O11 Gd1 O4 145.03(14) . 2_765 ?
O12 Gd1 O4 74.24(12) . 2_765 ?
O3 Gd1 O4 53.80(11) 2_765 2_765 ?
O1 Gd1 O2 114.04(11) 2_665 . ?
O11 Gd1 O2 83.80(14) . . ?
O12 Gd1 O2 148.39(12) . . ?
O3 Gd1 O2 81.35(11) 2_765 . ?
O4 Gd1 O2 130.46(12) 2_765 . ?
O1 Gd1 O5 154.27(12) 2_665 2_766 ?
O11 Gd1 O5 127.34(13) . 2_766 ?
O12 Gd1 O5 93.25(13) . 2_766 ?
O3 Gd1 O5 80.02(12) 2_765 2_766 ?
O4 Gd1 O5 74.45(13) 2_765 2_766 ?
O2 Gd1 O5 78.41(12) . 2_766 ?
O1 Gd1 O6 151.43(11) 2_665 2_766 ?
O11 Gd1 O6 74.73(13) . 2_766 ?
O12 Gd1 O6 80.33(13) . 2_766 ?
O3 Gd1 O6 128.02(11) 2_765 2_766 ?
O4 Gd1 O6 119.05(12) 2_765 2_766 ?
O2 Gd1 O6 70.34(11) . 2_766 ?
O5 Gd1 O6 52.62(11) 2_766 2_766 ?
O1 Gd1 O1 63.97(12) 2_665 . ?
O11 Gd1 O1 71.98(12) . . ?
O12 Gd1 O1 140.83(11) . . ?
O3 Gd1 O1 74.25(10) 2_765 . ?
O4 Gd1 O1 121.49(11) 2_765 . ?
O2 Gd1 O1 50.10(10) . . ?
O5 Gd1 O1 124.66(12) 2_766 . ?
O6 Gd1 O1 113.22(11) 2_766 . ?
O1 Gd1 C8 79.26(12) 2_665 2_765 ?
O11 Gd1 C8 156.95(14) . 2_765 ?
O12 Gd1 C8 100.75(13) . 2_765 ?
O3 Gd1 C8 27.12(12) 2_765 2_765 ?
O4 Gd1 C8 26.68(12) 2_765 2_765 ?
O2 Gd1 C8 106.38(13) . 2_765 ?
O5 Gd1 C8 75.51(12) 2_766 2_765 ?
O6 Gd1 C8 127.96(12) 2_766 2_765 ?
O1 Gd1 C8 98.35(12) . 2_765 ?
O1 Gd1 C9 172.91(12) 2_665 2_766 ?
O11 Gd1 C9 101.01(14) . 2_766 ?
O12 Gd1 C9 86.45(14) . 2_766 ?
O3 Gd1 C9 104.31(13) 2_765 2_766 ?
O4 Gd1 C9 97.00(14) 2_765 2_766 ?
O2 Gd1 C9 72.54(12) . 2_766 ?
O5 Gd1 C9 26.34(13) 2_766 2_766 ?
O6 Gd1 C9 26.28(13) 2_766 2_766 ?
O1 Gd1 C9 122.47(12) . 2_766 ?
C8 Gd1 C9 101.78(14) 2_765 2_766 ?
O9 S1 O10 120.2(2) . . ?
O9 S1 C4 108.8(2) . . ?
O10 S1 C4 107.2(2) . . ?
O9 S1 C13 107.8(2) . . ?
O10 S1 C13 108.2(2) . . ?
C4 S1 C13 103.3(2) . . ?
C1 O1 Gd1 155.1(3) . 2_665 ?
C1 O1 Gd1 88.9(3) . . ?
Gd1 O1 Gd1 116.03(12) 2_665 . ?
C1 O2 Gd1 100.1(3) . . ?
C8 O3 Gd1 92.4(3) . 2_765 ?
C8 O4 Gd1 92.6(3) . 2_765 ?
C9 O5 Gd1 93.7(3) . 2_766 ?
C9 O6 Gd1 91.8(3) . 2_766 ?
C16 O8 H8 109.5 . . ?
O2 C1 O1 120.6(4) . . ?
O2 C1 C2 118.1(4) . . ?
O1 C1 C2 121.0(4) . . ?
C3 C2 C7 119.9(4) . . ?
C3 C2 C1 116.7(4) . . ?
C7 C2 C1 123.4(4) . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.6(4) . . ?
C3 C4 S1 119.7(4) . . ?
C5 C4 S1 118.6(4) . . ?
C6 C5 C4 118.7(4) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C7 120.8(5) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C2 C7 C6 119.5(4) . . ?
C2 C7 C8 122.0(4) . . ?
C6 C7 C8 118.4(4) . . ?
O4 C8 O3 121.1(4) . . ?
O4 C8 C7 119.9(4) . . ?
O3 C8 C7 118.9(4) . . ?
O4 C8 Gd1 60.7(2) . 2_765 ?
O3 C8 Gd1 60.4(2) . 2_765 ?
C7 C8 Gd1 178.5(3) . 2_765 ?
O6 C9 O5 121.9(4) . . ?
O6 C9 C10 119.4(4) . . ?
O5 C9 C10 118.6(4) . . ?
O6 C9 Gd1 61.9(2) . 2_766 ?
O5 C9 Gd1 60.0(2) . 2_766 ?
C10 C9 Gd1 176.0(3) . 2_766 ?
C11 C10 C15 119.6(4) . . ?
C11 C10 C9 116.6(4) . . ?
C15 C10 C9 123.8(4) . . ?
C12 C11 C10 120.4(5) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.0(5) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 120.4(4) . . ?
C12 C13 S1 119.5(4) . . ?
C14 C13 S1 120.0(4) . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 119.9(4) . . ?
C14 C15 C16 118.8(4) . . ?
C10 C15 C16 121.2(4) . . ?
O7 C16 O8 123.9(4) . . ?
O7 C16 C15 120.8(4) . . ?
O8 C16 C15 115.3(4) . . ?
Gd1 O11 H11A 114(4) . . ?
Gd1 O11 H11B 136(5) . . ?
H11A O11 H11B 108(6) . . ?
Gd1 O12 H12A 118(4) . . ?
Gd1 O12 H12B 115(4) . . ?
H12A O12 H12B 122(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
O1 Gd1 O1 C1 -179.0(3) 2_665 . . . ?
O11 Gd1 O1 C1 -94.2(3) . . . . ?
O12 Gd1 O1 C1 -134.1(3) . . . . ?
O3 Gd1 O1 C1 94.8(3) 2_765 . . . ?
O4 Gd1 O1 C1 121.6(3) 2_765 . . . ?
O2 Gd1 O1 C1 2.9(2) . . . . ?
O5 Gd1 O1 C1 29.2(3) 2_766 . . . ?
O6 Gd1 O1 C1 -30.4(3) 2_766 . . . ?
C8 Gd1 O1 C1 107.3(3) 2_765 . . . ?
C9 Gd1 O1 C1 -2.4(3) 2_766 . . . ?
O1 Gd1 O1 Gd1 0.0 2_665 . . 2_665 ?
O11 Gd1 O1 Gd1 84.81(17) . . . 2_665 ?
O12 Gd1 O1 Gd1 44.9(2) . . . 2_665 ?
O3 Gd1 O1 Gd1 -86.23(15) 2_765 . . 2_665 ?
O4 Gd1 O1 Gd1 -59.41(19) 2_765 . . 2_665 ?
O2 Gd1 O1 Gd1 -178.1(2) . . . 2_665 ?
O5 Gd1 O1 Gd1 -151.78(13) 2_766 . . 2_665 ?
O6 Gd1 O1 Gd1 148.65(13) 2_766 . . 2_665 ?
C8 Gd1 O1 Gd1 -73.66(16) 2_765 . . 2_665 ?
C9 Gd1 O1 Gd1 176.59(14) 2_766 . . 2_665 ?
O1 Gd1 O2 C1 -4.9(3) 2_665 . . . ?
O11 Gd1 O2 C1 68.7(3) . . . . ?
O12 Gd1 O2 C1 121.7(3) . . . . ?
O3 Gd1 O2 C1 -79.7(3) 2_765 . . . ?
O4 Gd1 O2 C1 -103.5(3) 2_765 . . . ?
O5 Gd1 O2 C1 -161.2(3) 2_766 . . . ?
O6 Gd1 O2 C1 144.6(3) 2_766 . . . ?
O1 Gd1 O2 C1 -3.0(2) . . . . ?
C8 Gd1 O2 C1 -90.2(3) 2_765 . . . ?
C9 Gd1 O2 C1 172.3(3) 2_766 . . . ?
Gd1 O2 C1 O1 5.7(5) . . . . ?
Gd1 O2 C1 C2 -168.9(3) . . . . ?
Gd1 O1 C1 O2 177.0(5) 2_665 . . . ?
Gd1 O1 C1 O2 -5.1(4) . . . . ?
Gd1 O1 C1 C2 -8.6(10) 2_665 . . . ?
Gd1 O1 C1 C2 169.3(4) . . . . ?
O2 C1 C2 C3 79.6(5) . . . . ?
O1 C1 C2 C3 -95.0(5) . . . . ?
O2 C1 C2 C7 -98.1(5) . . . . ?
O1 C1 C2 C7 87.4(6) . . . . ?
C7 C2 C3 C4 -0.2(7) . . . . ?
C1 C2 C3 C4 -177.9(4) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C2 C3 C4 S1 177.4(3) . . . . ?
O9 S1 C4 C3 20.3(5) . . . . ?
O10 S1 C4 C3 151.7(4) . . . . ?
C13 S1 C4 C3 -94.1(4) . . . . ?
O9 S1 C4 C5 -162.6(4) . . . . ?
O10 S1 C4 C5 -31.2(5) . . . . ?
C13 S1 C4 C5 83.0(4) . . . . ?
C3 C4 C5 C6 0.9(8) . . . . ?
S1 C4 C5 C6 -176.1(4) . . . . ?
C4 C5 C6 C7 -2.3(8) . . . . ?
C3 C2 C7 C6 -1.2(7) . . . . ?
C1 C2 C7 C6 176.4(4) . . . . ?
C3 C2 C7 C8 -178.9(4) . . . . ?
C1 C2 C7 C8 -1.3(7) . . . . ?
C5 C6 C7 C2 2.5(7) . . . . ?
C5 C6 C7 C8 -179.8(4) . . . . ?
Gd1 O4 C8 O3 -0.5(5) 2_765 . . . ?
Gd1 O4 C8 C7 178.5(4) 2_765 . . . ?
Gd1 O3 C8 O4 0.5(5) 2_765 . . . ?
Gd1 O3 C8 C7 -178.5(3) 2_765 . . . ?
C2 C7 C8 O4 -174.6(4) . . . . ?
C6 C7 C8 O4 7.6(7) . . . . ?
C2 C7 C8 O3 4.4(6) . . . . ?
C6 C7 C8 O3 -173.3(4) . . . . ?
C2 C7 C8 Gd1 -59(13) . . . 2_765 ?
C6 C7 C8 Gd1 123(12) . . . 2_765 ?
Gd1 O6 C9 O5 -0.1(5) 2_766 . . . ?
Gd1 O6 C9 C10 175.7(4) 2_766 . . . ?
Gd1 O5 C9 O6 0.1(5) 2_766 . . . ?
Gd1 O5 C9 C10 -175.7(4) 2_766 . . . ?
O6 C9 C10 C11 -106.8(6) . . . . ?
O5 C9 C10 C11 69.1(6) . . . . ?
Gd1 C9 C10 C11 1(5) 2_766 . . . ?
O6 C9 C10 C15 72.1(7) . . . . ?
O5 C9 C10 C15 -112.0(6) . . . . ?
Gd1 C9 C10 C15 -180(100) 2_766 . . . ?
C15 C10 C11 C12 -1.8(8) . . . . ?
C9 C10 C11 C12 177.2(5) . . . . ?
C10 C11 C12 C13 1.2(8) . . . . ?
C11 C12 C13 C14 0.7(8) . . . . ?
C11 C12 C13 S1 179.2(4) . . . . ?
O9 S1 C13 C12 -9.9(5) . . . . ?
O10 S1 C13 C12 -141.4(4) . . . . ?
C4 S1 C13 C12 105.1(4) . . . . ?
O9 S1 C13 C14 168.6(4) . . . . ?
O10 S1 C13 C14 37.1(5) . . . . ?
C4 S1 C13 C14 -76.3(4) . . . . ?
C12 C13 C14 C15 -2.1(7) . . . . ?
S1 C13 C14 C15 179.5(4) . . . . ?
C13 C14 C15 C10 1.5(7) . . . . ?
C13 C14 C15 C16 178.0(4) . . . . ?
C11 C10 C15 C14 0.4(7) . . . . ?
C9 C10 C15 C14 -178.5(4) . . . . ?
C11 C10 C15 C16 -176.1(5) . . . . ?
C9 C10 C15 C16 5.0(7) . . . . ?
C14 C15 C16 O7 -169.5(5) . . . . ?
C10 C15 C16 O7 7.0(7) . . . . ?
C14 C15 C16 O8 9.2(6) . . . . ?
C10 C15 C16 O8 -174.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.118
####################################################################### 
# 
# 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_nw1972_0m
_database_code_depnum_ccdc_archive 'CCDC 1489390'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H6 O12 S Tb, O0.50, O0.50'
_chemical_formula_sum            'C16 H6 O13 S Tb'
_chemical_formula_weight         597.19

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   5.9118(15)
_cell_length_b                   13.215(3)
_cell_length_c                   13.723(4)
_cell_angle_alpha                110.088(4)
_cell_angle_beta                 94.904(4)
_cell_angle_gamma                93.524(4)
_cell_volume                     998.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2275
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      26.24

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.986
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             574
_exptl_absorpt_coefficient_mu    3.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.567
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4838
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0821
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3459
_reflns_number_gt                3262
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1294P)²+12.6482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3459
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0783
_refine_ls_wR_factor_ref         0.2201
_refine_ls_wR_factor_gt          0.2164
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.12548(9) 1.13766(5) 0.13600(5) 0.0147(3) Uani 1 1 d . . .
S1 S 0.0352(6) 0.6141(3) 0.2491(3) 0.0231(8) Uani 1 1 d . . .
O1 O 0.3240(17) 0.9959(8) 0.1723(8) 0.024(2) Uani 1 1 d . . .
O2 O 0.1068(17) 0.9227(8) 0.0238(8) 0.025(2) Uani 1 1 d . . .
O3 O 0.5885(17) 0.8803(8) -0.0161(8) 0.026(2) Uani 1 1 d . . .
O4 O 0.7445(18) 0.7255(9) -0.0655(9) 0.030(2) Uani 1 1 d . . .
O5 O 0.8185(17) 0.8222(10) 0.6732(9) 0.032(3) Uani 1 1 d . . .
O6 O 0.5505(18) 0.7568(10) 0.7424(8) 0.031(3) Uani 1 1 d . . .
O7 O 0.843(2) 0.5910(10) 0.5725(9) 0.036(3) Uani 1 1 d . . .
O8 O 0.7835(19) 0.5008(10) 0.4009(8) 0.032(3) Uani 1 1 d . . .
O9 O -0.1696(18) 0.6691(11) 0.2668(9) 0.036(3) Uani 1 1 d . . .
O10 O 0.018(2) 0.4985(9) 0.2068(9) 0.033(3) Uani 1 1 d . . .
C1 C 0.240(2) 0.9143(11) 0.0970(11) 0.018(3) Uani 1 1 d . . .
C2 C 0.286(2) 0.8041(11) 0.1001(10) 0.016(3) Uani 1 1 d . . .
C3 C 0.154(2) 0.7630(12) 0.1599(12) 0.024(3) Uani 1 1 d . . .
H3 H 0.0396 0.8016 0.1937 0.028 Uiso 1 1 calc R . .
C4 C 0.194(2) 0.6648(12) 0.1682(11) 0.021(3) Uani 1 1 d . . .
C5 C 0.359(3) 0.6045(13) 0.1191(12) 0.028(3) Uani 1 1 d . . .
H5 H 0.3810 0.5376 0.1248 0.034 Uiso 1 1 calc R . .
C6 C 0.495(3) 0.6465(13) 0.0597(13) 0.030(4) Uani 1 1 d . . .
H6 H 0.6100 0.6079 0.0265 0.035 Uiso 1 1 calc R . .
C7 C 0.456(2) 0.7458(11) 0.0510(11) 0.019(3) Uani 1 1 d . . .
C8 C 0.599(2) 0.7863(13) -0.0148(10) 0.021(3) Uani 1 1 d . . .
C9 C 0.628(3) 0.7691(11) 0.6640(12) 0.026(3) Uani 1 1 d . . .
C10 C 0.491(2) 0.7242(13) 0.5588(12) 0.025(3) Uani 1 1 d . . .
C11 C 0.293(3) 0.7733(15) 0.5462(13) 0.034(4) Uani 1 1 d . . .
H11 H 0.2505 0.8275 0.6036 0.041 Uiso 1 1 calc R . .
C12 C 0.159(3) 0.7447(14) 0.4527(12) 0.029(4) Uani 1 1 d . . .
H12 H 0.0371 0.7834 0.4451 0.035 Uiso 1 1 calc R . .
C13 C 0.211(2) 0.6552(12) 0.3674(11) 0.018(3) Uani 1 1 d . . .
C14 C 0.401(2) 0.6027(13) 0.3791(11) 0.024(3) Uani 1 1 d . . .
H14 H 0.4375 0.5452 0.3229 0.028 Uiso 1 1 calc R . .
C15 C 0.538(2) 0.6348(11) 0.4735(11) 0.020(3) Uani 1 1 d . . .
C16 C 0.739(2) 0.5729(13) 0.4869(11) 0.022(3) Uani 1 1 d . . .
O11 O -0.2029(18) 1.0504(10) 0.1743(9) 0.036(3) Uani 1 1 d . . .
O12 O -0.1205(18) 1.2803(9) 0.1907(9) 0.031(3) Uani 1 1 d . . .
O13 O 0.765(10) 0.001(3) 0.593(3) 0.13(2) Uani 0.50 1 d P . .
O14 O 0.770(12) 0.928(4) 0.320(4) 0.18(3) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O2 2.341(10) 2_575 ?
Tb1 O11 2.385(10) . ?
Tb1 O12 2.404(11) . ?
Tb1 O3 2.425(10) 2_675 ?
Tb1 O6 2.434(11) 2_676 ?
Tb1 O1 2.439(10) . ?
Tb1 O4 2.441(10) 2_675 ?
Tb1 O5 2.475(11) 2_676 ?
Tb1 O2 2.717(10) . ?
Tb1 C8 2.801(14) 2_675 ?
Tb1 C9 2.818(15) 2_676 ?
S1 O10 1.429(12) . ?
S1 O9 1.445(12) . ?
S1 C13 1.745(13) . ?
S1 C4 1.781(14) . ?
O1 C1 1.248(17) . ?
O2 C1 1.263(17) . ?
O2 Tb1 2.341(10) 2_575 ?
O3 C8 1.254(18) . ?
O3 Tb1 2.425(10) 2_675 ?
O4 C8 1.294(17) . ?
O4 Tb1 2.441(10) 2_675 ?
O5 C9 1.260(19) . ?
O5 Tb1 2.475(11) 2_676 ?
O6 C9 1.26(2) . ?
O6 Tb1 2.434(11) 2_676 ?
O7 C16 1.217(18) . ?
O8 C16 1.295(19) . ?
C1 C2 1.511(19) . ?
C2 C7 1.39(2) . ?
C2 C3 1.392(19) . ?
C3 C4 1.38(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.37(2) . ?
C5 C6 1.41(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.39(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.49(2) . ?
C8 Tb1 2.801(14) 2_675 ?
C9 C10 1.50(2) . ?
C9 Tb1 2.818(15) 2_676 ?
C10 C11 1.40(2) . ?
C10 C15 1.41(2) . ?
C11 C12 1.37(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.42(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.39(2) . ?
C14 C15 1.38(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.518(18) . ?

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 Tb1 O11 77.4(4) 2_575 . ?
O2 Tb1 O12 86.2(4) 2_575 . ?
O11 Tb1 O12 76.7(4) . . ?
O2 Tb1 O3 79.5(4) 2_575 2_675 ?
O11 Tb1 O3 145.0(4) . 2_675 ?
O12 Tb1 O3 127.5(3) . 2_675 ?
O2 Tb1 O6 154.1(4) 2_575 2_676 ?
O11 Tb1 O6 127.7(4) . 2_676 ?
O12 Tb1 O6 93.5(4) . 2_676 ?
O3 Tb1 O6 80.3(4) 2_675 2_676 ?
O2 Tb1 O1 113.8(3) 2_575 . ?
O11 Tb1 O1 84.4(4) . . ?
O12 Tb1 O1 148.9(4) . . ?
O3 Tb1 O1 81.3(3) 2_675 . ?
O6 Tb1 O1 78.6(4) 2_676 . ?
O2 Tb1 O4 80.5(4) 2_575 2_675 ?
O11 Tb1 O4 144.2(4) . 2_675 ?
O12 Tb1 O4 73.9(4) . 2_675 ?
O3 Tb1 O4 54.0(3) 2_675 2_675 ?
O6 Tb1 O4 74.6(4) 2_676 2_675 ?
O1 Tb1 O4 130.7(3) . 2_675 ?
O2 Tb1 O5 151.1(4) 2_575 2_676 ?
O11 Tb1 O5 74.6(4) . 2_676 ?
O12 Tb1 O5 80.7(4) . 2_676 ?
O3 Tb1 O5 128.6(3) 2_675 2_676 ?
O6 Tb1 O5 53.1(3) 2_676 2_676 ?
O1 Tb1 O5 70.5(4) . 2_676 ?
O4 Tb1 O5 119.5(4) 2_675 2_676 ?
O2 Tb1 O2 64.0(4) 2_575 . ?
O11 Tb1 O2 72.1(4) . . ?
O12 Tb1 O2 140.6(4) . . ?
O3 Tb1 O2 74.2(3) 2_675 . ?
O6 Tb1 O2 124.7(4) 2_676 . ?
O1 Tb1 O2 49.8(3) . . ?
O4 Tb1 O2 121.7(3) 2_675 . ?
O5 Tb1 O2 112.8(4) 2_676 . ?
O2 Tb1 C8 79.6(4) 2_575 2_675 ?
O11 Tb1 C8 157.0(4) . 2_675 ?
O12 Tb1 C8 101.3(4) . 2_675 ?
O3 Tb1 C8 26.5(4) 2_675 2_675 ?
O6 Tb1 C8 75.1(4) 2_676 2_675 ?
O1 Tb1 C8 105.5(4) . 2_675 ?
O4 Tb1 C8 27.5(4) 2_675 2_675 ?
O5 Tb1 C8 128.1(4) 2_676 2_675 ?
O2 Tb1 C8 98.1(4) . 2_675 ?
O2 Tb1 C9 173.1(4) 2_575 2_676 ?
O11 Tb1 C9 101.1(5) . 2_676 ?
O12 Tb1 C9 86.9(4) . 2_676 ?
O3 Tb1 C9 104.6(4) 2_675 2_676 ?
O6 Tb1 C9 26.5(4) 2_676 2_676 ?
O1 Tb1 C9 72.5(4) . 2_676 ?
O4 Tb1 C9 97.4(4) 2_675 2_676 ?
O5 Tb1 C9 26.5(4) 2_676 2_676 ?
O2 Tb1 C9 122.2(4) . 2_676 ?
C8 Tb1 C9 101.6(5) 2_675 2_676 ?
O10 S1 O9 119.7(7) . . ?
O10 S1 C13 107.4(7) . . ?
O9 S1 C13 107.9(7) . . ?
O10 S1 C4 108.1(7) . . ?
O9 S1 C4 108.7(7) . . ?
C13 S1 C4 103.7(7) . . ?
C1 O1 Tb1 101.2(8) . . ?
C1 O2 Tb1 156.5(9) . 2_575 ?
C1 O2 Tb1 87.5(8) . . ?
Tb1 O2 Tb1 116.0(4) 2_575 . ?
C8 O3 Tb1 93.7(8) . 2_675 ?
C8 O4 Tb1 91.9(9) . 2_675 ?
C9 O5 Tb1 92.1(9) . 2_676 ?
C9 O6 Tb1 93.9(9) . 2_676 ?
O1 C1 O2 121.2(13) . . ?
O1 C1 C2 118.2(12) . . ?
O2 C1 C2 120.4(12) . . ?
C7 C2 C3 119.5(13) . . ?
C7 C2 C1 123.4(12) . . ?
C3 C2 C1 117.1(12) . . ?
C4 C3 C2 119.3(13) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 122.4(13) . . ?
C5 C4 S1 117.7(11) . . ?
C3 C4 S1 119.8(11) . . ?
C4 C5 C6 118.4(14) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C7 C6 C5 119.7(14) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C2 C7 C6 120.7(14) . . ?
C2 C7 C8 121.0(13) . . ?
C6 C7 C8 118.2(13) . . ?
O3 C8 O4 120.2(13) . . ?
O3 C8 C7 120.7(12) . . ?
O4 C8 C7 118.9(13) . . ?
O3 C8 Tb1 59.7(7) . 2_675 ?
O4 C8 Tb1 60.5(7) . 2_675 ?
C7 C8 Tb1 178.8(9) . 2_675 ?
O5 C9 O6 120.9(14) . . ?
O5 C9 C10 119.0(15) . . ?
O6 C9 C10 120.1(14) . . ?
O5 C9 Tb1 61.4(8) . 2_676 ?
O6 C9 Tb1 59.5(8) . 2_676 ?
C10 C9 Tb1 177.2(10) . 2_676 ?
C11 C10 C15 117.5(14) . . ?
C11 C10 C9 116.5(14) . . ?
C15 C10 C9 125.9(13) . . ?
C12 C11 C10 122.5(15) . . ?
C12 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
C11 C12 C13 119.0(14) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.3(13) . . ?
C14 C13 S1 121.0(12) . . ?
C12 C13 S1 119.7(10) . . ?
C15 C14 C13 120.8(14) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 120.5(13) . . ?
C14 C15 C16 120.2(13) . . ?
C10 C15 C16 119.3(13) . . ?
O7 C16 O8 125.0(13) . . ?
O7 C16 C15 120.9(14) . . ?
O8 C16 C15 114.0(12) . . ?

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
O2 Tb1 O1 C1 -5.3(9) 2_575 . . . ?
O11 Tb1 O1 C1 68.3(9) . . . . ?
O12 Tb1 O1 C1 120.9(9) . . . . ?
O3 Tb1 O1 C1 -79.7(9) 2_675 . . . ?
O6 Tb1 O1 C1 -161.5(9) 2_676 . . . ?
O4 Tb1 O1 C1 -103.5(9) 2_675 . . . ?
O5 Tb1 O1 C1 143.9(9) 2_676 . . . ?
O2 Tb1 O1 C1 -3.0(8) . . . . ?
C8 Tb1 O1 C1 -90.6(9) 2_675 . . . ?
C9 Tb1 O1 C1 171.8(9) 2_676 . . . ?
O2 Tb1 O2 C1 -179.4(11) 2_575 . . . ?
O11 Tb1 O2 C1 -95.0(8) . . . . ?
O12 Tb1 O2 C1 -134.5(8) . . . . ?
O3 Tb1 O2 C1 94.8(8) 2_675 . . . ?
O6 Tb1 O2 C1 29.0(9) 2_676 . . . ?
O1 Tb1 O2 C1 2.9(7) . . . . ?
O4 Tb1 O2 C1 121.7(8) 2_675 . . . ?
O5 Tb1 O2 C1 -31.0(9) 2_676 . . . ?
C8 Tb1 O2 C1 106.4(8) 2_675 . . . ?
C9 Tb1 O2 C1 -2.8(10) 2_676 . . . ?
O2 Tb1 O2 Tb1 0.0 2_575 . . 2_575 ?
O11 Tb1 O2 Tb1 84.4(5) . . . 2_575 ?
O12 Tb1 O2 Tb1 44.9(8) . . . 2_575 ?
O3 Tb1 O2 Tb1 -85.8(5) 2_675 . . 2_575 ?
O6 Tb1 O2 Tb1 -151.7(4) 2_676 . . 2_575 ?
O1 Tb1 O2 Tb1 -177.7(7) . . . 2_575 ?
O4 Tb1 O2 Tb1 -58.9(6) 2_675 . . 2_575 ?
O5 Tb1 O2 Tb1 148.4(4) 2_676 . . 2_575 ?
C8 Tb1 O2 Tb1 -74.2(5) 2_675 . . 2_575 ?
C9 Tb1 O2 Tb1 176.5(5) 2_676 . . 2_575 ?
Tb1 O1 C1 O2 5.8(15) . . . . ?
Tb1 O1 C1 C2 -168.7(10) . . . . ?
Tb1 O2 C1 O1 176.3(16) 2_575 . . . ?
Tb1 O2 C1 O1 -5.1(13) . . . . ?
Tb1 O2 C1 C2 -9(3) 2_575 . . . ?
Tb1 O2 C1 C2 169.3(11) . . . . ?
O1 C1 C2 C7 -97.2(16) . . . . ?
O2 C1 C2 C7 88.2(17) . . . . ?
O1 C1 C2 C3 79.8(17) . . . . ?
O2 C1 C2 C3 -94.8(16) . . . . ?
C7 C2 C3 C4 -1(2) . . . . ?
C1 C2 C3 C4 -177.7(13) . . . . ?
C2 C3 C4 C5 -1(2) . . . . ?
C2 C3 C4 S1 177.2(11) . . . . ?
O10 S1 C4 C5 -31.2(15) . . . . ?
O9 S1 C4 C5 -162.6(13) . . . . ?
C13 S1 C4 C5 82.7(14) . . . . ?
O10 S1 C4 C3 151.0(13) . . . . ?
O9 S1 C4 C3 19.6(15) . . . . ?
C13 S1 C4 C3 -95.1(13) . . . . ?
C3 C4 C5 C6 1(2) . . . . ?
S1 C4 C5 C6 -176.4(12) . . . . ?
C4 C5 C6 C7 -1(2) . . . . ?
C3 C2 C7 C6 1(2) . . . . ?
C1 C2 C7 C6 177.8(13) . . . . ?
C3 C2 C7 C8 179.0(12) . . . . ?
C1 C2 C7 C8 -4(2) . . . . ?
C5 C6 C7 C2 0(2) . . . . ?
C5 C6 C7 C8 -178.3(14) . . . . ?
Tb1 O3 C8 O4 3.3(14) 2_675 . . . ?
Tb1 O3 C8 C7 178.7(11) 2_675 . . . ?
Tb1 O4 C8 O3 -3.2(14) 2_675 . . . ?
Tb1 O4 C8 C7 -178.8(11) 2_675 . . . ?
C2 C7 C8 O3 10(2) . . . . ?
C6 C7 C8 O3 -172.1(14) . . . . ?
C2 C7 C8 O4 -174.9(13) . . . . ?
C6 C7 C8 O4 3(2) . . . . ?
C2 C7 C8 Tb1 123(53) . . . 2_675 ?
C6 C7 C8 Tb1 -59(54) . . . 2_675 ?
Tb1 O5 C9 O6 -0.8(15) 2_676 . . . ?
Tb1 O5 C9 C10 176.8(12) 2_676 . . . ?
Tb1 O6 C9 O5 0.8(15) 2_676 . . . ?
Tb1 O6 C9 C10 -176.8(12) 2_676 . . . ?
O5 C9 C10 C11 -109.1(17) . . . . ?
O6 C9 C10 C11 69(2) . . . . ?
Tb1 C9 C10 C11 -12(25) 2_676 . . . ?
O5 C9 C10 C15 74(2) . . . . ?
O6 C9 C10 C15 -108.9(18) . . . . ?
Tb1 C9 C10 C15 170(23) 2_676 . . . ?
C15 C10 C11 C12 -6(3) . . . . ?
C9 C10 C11 C12 175.9(16) . . . . ?
C10 C11 C12 C13 6(3) . . . . ?
C11 C12 C13 C14 -4(2) . . . . ?
C11 C12 C13 S1 177.4(13) . . . . ?
O10 S1 C13 C14 38.6(13) . . . . ?
O9 S1 C13 C14 169.0(12) . . . . ?
C4 S1 C13 C14 -75.8(13) . . . . ?
O10 S1 C13 C12 -142.4(12) . . . . ?
O9 S1 C13 C12 -12.0(14) . . . . ?
C4 S1 C13 C12 103.2(12) . . . . ?
C12 C13 C14 C15 2(2) . . . . ?
S1 C13 C14 C15 -179.3(11) . . . . ?
C13 C14 C15 C10 -2(2) . . . . ?
C13 C14 C15 C16 176.8(13) . . . . ?
C11 C10 C15 C14 4(2) . . . . ?
C9 C10 C15 C14 -178.3(15) . . . . ?
C11 C10 C15 C16 -174.6(14) . . . . ?
C9 C10 C15 C16 3(2) . . . . ?
C14 C15 C16 O7 -170.4(15) . . . . ?
C10 C15 C16 O7 9(2) . . . . ?
C14 C15 C16 O8 9(2) . . . . ?
C10 C15 C16 O8 -172.4(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         4.631
_refine_diff_density_min         -3.586
_refine_diff_density_rms         0.386
####################################################################### 
# 
# 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_nw1954_0m
_database_code_depnum_ccdc_archive 'CCDC 1489391'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H7 Dy O12 S, O0.50, O0.50'
_chemical_formula_sum            'C16 H7 Dy O13 S'
_chemical_formula_weight         601.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8841(9)
_cell_length_b                   13.181(2)
_cell_length_c                   13.718(2)
_cell_angle_alpha                110.236(2)
_cell_angle_beta                 94.862(2)
_cell_angle_gamma                93.699(2)
_cell_volume                     989.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2293
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      25.77

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.019
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             578
_exptl_absorpt_coefficient_mu    3.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.566
_exptl_absorpt_correction_T_max  0.789
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4922
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3432
_reflns_number_gt                3118
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0393P)²+0.9587P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3432
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0780
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Dy1 Dy 0.12599(4) 1.13811(2) 0.636413(19) 0.01766(11) Uani 1 1 d . . .
S1 S 0.0351(2) 0.61475(12) 0.74891(11) 0.0238(3) Uani 1 1 d . . .
O1 O 0.3204(7) 0.9963(3) 0.6719(3) 0.0261(9) Uani 1 1 d . . .
O2 O 0.1064(7) 0.9220(3) 0.5227(3) 0.0253(9) Uani 1 1 d . . .
O3 O 0.5887(7) 0.8809(3) 0.4820(3) 0.0242(9) Uani 1 1 d . . .
O4 O 0.7414(7) 0.7268(3) 0.4329(3) 0.0309(10) Uani 1 1 d . . .
O5 O 0.8199(7) 0.8215(3) 1.1734(3) 0.0278(10) Uani 1 1 d . . .
O6 O 0.5489(7) 0.7572(4) 1.2423(3) 0.0329(11) Uani 1 1 d . . .
O7 O 0.8448(8) 0.5916(4) 1.0732(3) 0.0343(11) Uani 1 1 d . . .
O8 O 0.7841(7) 0.5014(4) 0.9001(3) 0.0331(10) Uani 1 1 d . . .
H8 H 0.9108 0.4816 0.9094 0.050 Uiso 1 1 calc R . .
O9 O -0.1686(7) 0.6700(4) 0.7662(3) 0.0355(11) Uani 1 1 d . . .
O10 O 0.0195(8) 0.4979(4) 0.7046(3) 0.0371(11) Uani 1 1 d . . .
C1 C 0.2389(9) 0.9149(4) 0.5965(4) 0.0194(12) Uani 1 1 d . . .
C2 C 0.2857(9) 0.8051(4) 0.6000(4) 0.0181(12) Uani 1 1 d . . .
C3 C 0.1541(10) 0.7639(5) 0.6602(4) 0.0227(13) Uani 1 1 d . . .
H3 H 0.0400 0.8029 0.6944 0.027 Uiso 1 1 calc R . .
C4 C 0.1937(10) 0.6648(5) 0.6691(4) 0.0203(12) Uani 1 1 d . . .
C5 C 0.3629(11) 0.6053(5) 0.6192(5) 0.0276(14) Uani 1 1 d . . .
H5 H 0.3864 0.5383 0.6248 0.033 Uiso 1 1 calc R . .
C6 C 0.4957(11) 0.6467(5) 0.5612(5) 0.0275(14) Uani 1 1 d . . .
H6 H 0.6137 0.6087 0.5299 0.033 Uiso 1 1 calc R . .
C7 C 0.4560(9) 0.7453(4) 0.5486(4) 0.0183(12) Uani 1 1 d . . .
C8 C 0.6053(9) 0.7859(5) 0.4848(4) 0.0210(12) Uani 1 1 d . . .
C9 C 0.6309(10) 0.7678(5) 1.1641(4) 0.0239(13) Uani 1 1 d . . .
C10 C 0.4872(10) 0.7235(5) 1.0590(4) 0.0223(13) Uani 1 1 d . . .
C11 C 0.2936(11) 0.7750(5) 1.0466(5) 0.0340(15) Uani 1 1 d . . .
H11 H 0.2559 0.8323 1.1031 0.041 Uiso 1 1 calc R . .
C12 C 0.1580(10) 0.7434(5) 0.9536(5) 0.0287(14) Uani 1 1 d . . .
H12 H 0.0300 0.7792 0.9465 0.034 Uiso 1 1 calc R . .
C13 C 0.2126(9) 0.6569(5) 0.8693(4) 0.0210(12) Uani 1 1 d . . .
C14 C 0.4007(10) 0.6027(5) 0.8807(4) 0.0222(12) Uani 1 1 d . . .
H14 H 0.4332 0.5434 0.8248 0.027 Uiso 1 1 calc R . .
C15 C 0.5411(9) 0.6359(5) 0.9745(4) 0.0208(12) Uani 1 1 d . . .
C16 C 0.7392(10) 0.5746(4) 0.9865(4) 0.0217(12) Uani 1 1 d . . .
O11 O -0.1157(7) 1.2797(3) 0.6916(3) 0.0325(10) Uani 1 1 d . . .
O12 O -0.2013(7) 1.0501(4) 0.6728(3) 0.0335(10) Uani 1 1 d . . .
O13 O 0.750(3) 1.0049(11) 0.0988(10) 0.107(6) Uani 0.50 1 d P . .
O14 O 0.735(4) 0.9220(16) 0.8295(18) 0.218(16) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 O2 2.328(4) 2_576 ?
Dy1 O12 2.362(4) . ?
Dy1 O11 2.372(4) . ?
Dy1 O3 2.399(4) 2_676 ?
Dy1 O4 2.409(4) 2_676 ?
Dy1 O1 2.419(4) . ?
Dy1 O6 2.421(4) 2_677 ?
Dy1 O5 2.463(4) 2_677 ?
Dy1 O2 2.723(4) . ?
Dy1 C8 2.768(6) 2_676 ?
Dy1 C9 2.799(6) 2_677 ?
S1 O9 1.437(5) . ?
S1 O10 1.441(5) . ?
S1 C4 1.760(6) . ?
S1 C13 1.767(6) . ?
O1 C1 1.238(7) . ?
O2 C1 1.258(7) . ?
O2 Dy1 2.328(4) 2_576 ?
O3 C8 1.275(7) . ?
O3 Dy1 2.399(4) 2_676 ?
O4 C8 1.244(7) . ?
O4 Dy1 2.409(4) 2_676 ?
O5 C9 1.251(7) . ?
O5 Dy1 2.463(4) 2_677 ?
O6 C9 1.260(7) . ?
O6 Dy1 2.421(4) 2_677 ?
O7 C16 1.235(7) . ?
O8 C16 1.304(7) . ?
O8 H8 0.8200 . ?
C1 C2 1.507(8) . ?
C2 C3 1.393(8) . ?
C2 C7 1.400(8) . ?
C3 C4 1.387(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(8) . ?
C5 C6 1.376(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.490(8) . ?
C8 Dy1 2.768(6) 2_676 ?
C9 C10 1.511(8) . ?
C9 Dy1 2.799(6) 2_677 ?
C10 C11 1.391(9) . ?
C10 C15 1.400(8) . ?
C11 C12 1.362(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.382(8) . ?
C14 C15 1.383(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.489(8) . ?

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 Dy1 O12 77.13(14) 2_576 . ?
O2 Dy1 O11 86.40(15) 2_576 . ?
O12 Dy1 O11 77.19(15) . . ?
O2 Dy1 O3 79.69(14) 2_576 2_676 ?
O12 Dy1 O3 144.34(14) . 2_676 ?
O11 Dy1 O3 127.94(14) . 2_676 ?
O2 Dy1 O4 80.65(15) 2_576 2_676 ?
O12 Dy1 O4 144.67(15) . 2_676 ?
O11 Dy1 O4 74.31(14) . 2_676 ?
O3 Dy1 O4 54.08(13) 2_676 2_676 ?
O2 Dy1 O1 113.68(13) 2_576 . ?
O12 Dy1 O1 83.83(15) . . ?
O11 Dy1 O1 148.55(15) . . ?
O3 Dy1 O1 81.12(13) 2_676 . ?
O4 Dy1 O1 130.61(14) 2_676 . ?
O2 Dy1 O6 154.23(14) 2_576 2_677 ?
O12 Dy1 O6 127.98(14) . 2_677 ?
O11 Dy1 O6 93.46(16) . 2_677 ?
O3 Dy1 O6 80.17(14) 2_676 2_677 ?
O4 Dy1 O6 74.55(15) 2_676 2_677 ?
O1 Dy1 O6 78.69(15) . 2_677 ?
O2 Dy1 O5 150.89(14) 2_576 2_677 ?
O12 Dy1 O5 74.77(14) . 2_677 ?
O11 Dy1 O5 80.16(15) . 2_677 ?
O3 Dy1 O5 128.67(13) 2_676 2_677 ?
O4 Dy1 O5 119.53(14) 2_676 2_677 ?
O1 Dy1 O5 70.70(14) . 2_677 ?
O6 Dy1 O5 53.23(13) 2_677 2_677 ?
O2 Dy1 O2 63.96(15) 2_576 . ?
O12 Dy1 O2 71.87(14) . . ?
O11 Dy1 O2 140.84(13) . . ?
O3 Dy1 O2 73.72(12) 2_676 . ?
O4 Dy1 O2 121.27(13) 2_676 . ?
O1 Dy1 O2 49.74(12) . . ?
O6 Dy1 O2 124.48(14) 2_677 . ?
O5 Dy1 O2 113.16(13) 2_677 . ?
O2 Dy1 C8 78.88(15) 2_576 2_676 ?
O12 Dy1 C8 156.01(16) . 2_676 ?
O11 Dy1 C8 100.78(16) . 2_676 ?
O3 Dy1 C8 27.40(15) 2_676 2_676 ?
O4 Dy1 C8 26.68(15) 2_676 2_676 ?
O1 Dy1 C8 106.54(16) . 2_676 ?
O6 Dy1 C8 75.83(15) 2_677 2_676 ?
O5 Dy1 C8 128.86(15) 2_677 2_676 ?
O2 Dy1 C8 97.99(15) . 2_676 ?
O2 Dy1 C9 172.60(15) 2_576 2_677 ?
O12 Dy1 C9 101.30(16) . 2_677 ?
O11 Dy1 C9 86.20(16) . 2_677 ?
O3 Dy1 C9 104.88(16) 2_676 2_677 ?
O4 Dy1 C9 97.22(17) 2_676 2_677 ?
O1 Dy1 C9 73.10(15) . 2_677 ?
O6 Dy1 C9 26.69(15) 2_677 2_677 ?
O5 Dy1 C9 26.54(15) 2_677 2_677 ?
O2 Dy1 C9 122.66(15) . 2_677 ?
C8 Dy1 C9 102.41(17) 2_676 2_677 ?
O9 S1 O10 120.5(3) . . ?
O9 S1 C4 108.4(3) . . ?
O10 S1 C4 107.1(3) . . ?
O9 S1 C13 107.8(3) . . ?
O10 S1 C13 108.0(3) . . ?
C4 S1 C13 103.9(3) . . ?
C1 O1 Dy1 101.7(4) . . ?
C1 O2 Dy1 157.3(4) . 2_576 ?
C1 O2 Dy1 86.6(3) . . ?
Dy1 O2 Dy1 116.04(15) 2_576 . ?
C8 O3 Dy1 92.6(3) . 2_676 ?
C8 O4 Dy1 92.9(3) . 2_676 ?
C9 O5 Dy1 91.9(3) . 2_677 ?
C9 O6 Dy1 93.6(3) . 2_677 ?
C16 O8 H8 109.5 . . ?
O1 C1 O2 121.7(5) . . ?
O1 C1 C2 117.8(5) . . ?
O2 C1 C2 120.2(5) . . ?
C3 C2 C7 119.5(5) . . ?
C3 C2 C1 117.0(5) . . ?
C7 C2 C1 123.5(5) . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 S1 118.7(4) . . ?
C3 C4 S1 120.0(4) . . ?
C6 C5 C4 119.0(5) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 121.1(6) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 119.4(5) . . ?
C2 C7 C8 122.0(5) . . ?
C6 C7 C8 118.6(5) . . ?
O4 C8 O3 120.4(5) . . ?
O4 C8 C7 120.2(5) . . ?
O3 C8 C7 119.4(5) . . ?
O4 C8 Dy1 60.4(3) . 2_676 ?
O3 C8 Dy1 60.0(3) . 2_676 ?
C7 C8 Dy1 178.7(4) . 2_676 ?
O5 C9 O6 121.3(5) . . ?
O5 C9 C10 119.6(5) . . ?
O6 C9 C10 118.9(5) . . ?
O5 C9 Dy1 61.6(3) . 2_677 ?
O6 C9 Dy1 59.7(3) . 2_677 ?
C10 C9 Dy1 175.7(4) . 2_677 ?
C11 C10 C15 119.2(5) . . ?
C11 C10 C9 117.1(5) . . ?
C15 C10 C9 123.6(5) . . ?
C12 C11 C10 121.4(6) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 119.4(6) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C14 C13 C12 120.1(5) . . ?
C14 C13 S1 120.4(4) . . ?
C12 C13 S1 119.5(4) . . ?
C13 C14 C15 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 119.2(5) . . ?
C14 C15 C16 119.9(5) . . ?
C10 C15 C16 120.8(5) . . ?
O7 C16 O8 124.1(5) . . ?
O7 C16 C15 121.0(5) . . ?
O8 C16 C15 114.9(5) . . ?

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
O2 Dy1 O1 C1 -4.4(4) 2_576 . . . ?
O12 Dy1 O1 C1 68.6(3) . . . . ?
O11 Dy1 O1 C1 121.4(4) . . . . ?
O3 Dy1 O1 C1 -79.0(3) 2_676 . . . ?
O4 Dy1 O1 C1 -102.6(3) 2_676 . . . ?
O6 Dy1 O1 C1 -160.6(3) 2_677 . . . ?
O5 Dy1 O1 C1 144.6(4) 2_677 . . . ?
O2 Dy1 O1 C1 -2.8(3) . . . . ?
C8 Dy1 O1 C1 -89.3(3) 2_676 . . . ?
C9 Dy1 O1 C1 172.4(4) 2_677 . . . ?
O2 Dy1 O2 C1 -178.9(4) 2_576 . . . ?
O12 Dy1 O2 C1 -94.7(3) . . . . ?
O11 Dy1 O2 C1 -134.2(3) . . . . ?
O3 Dy1 O2 C1 94.8(3) 2_676 . . . ?
O4 Dy1 O2 C1 121.6(3) 2_676 . . . ?
O1 Dy1 O2 C1 2.7(3) . . . . ?
O6 Dy1 O2 C1 29.4(3) 2_677 . . . ?
O5 Dy1 O2 C1 -30.8(3) 2_677 . . . ?
C8 Dy1 O2 C1 107.7(3) 2_676 . . . ?
C9 Dy1 O2 C1 -2.7(4) 2_677 . . . ?
O2 Dy1 O2 Dy1 0.0 2_576 . . 2_576 ?
O12 Dy1 O2 Dy1 84.21(19) . . . 2_576 ?
O11 Dy1 O2 Dy1 44.7(3) . . . 2_576 ?
O3 Dy1 O2 Dy1 -86.28(18) 2_676 . . 2_576 ?
O4 Dy1 O2 Dy1 -59.4(2) 2_676 . . 2_576 ?
O1 Dy1 O2 Dy1 -178.4(2) . . . 2_576 ?
O6 Dy1 O2 Dy1 -151.68(16) 2_677 . . 2_576 ?
O5 Dy1 O2 Dy1 148.06(16) 2_677 . . 2_576 ?
C8 Dy1 O2 Dy1 -73.43(19) 2_676 . . 2_576 ?
C9 Dy1 O2 Dy1 176.22(17) 2_677 . . 2_576 ?
Dy1 O1 C1 O2 5.5(6) . . . . ?
Dy1 O1 C1 C2 -169.0(4) . . . . ?
Dy1 O2 C1 O1 177.8(6) 2_576 . . . ?
Dy1 O2 C1 O1 -4.8(5) . . . . ?
Dy1 O2 C1 C2 -7.8(12) 2_576 . . . ?
Dy1 O2 C1 C2 169.6(4) . . . . ?
O1 C1 C2 C3 78.9(7) . . . . ?
O2 C1 C2 C3 -95.7(6) . . . . ?
O1 C1 C2 C7 -99.4(6) . . . . ?
O2 C1 C2 C7 86.0(7) . . . . ?
C7 C2 C3 C4 0.4(8) . . . . ?
C1 C2 C3 C4 -178.1(5) . . . . ?
C2 C3 C4 C5 0.1(9) . . . . ?
C2 C3 C4 S1 177.7(4) . . . . ?
O9 S1 C4 C5 -163.1(5) . . . . ?
O10 S1 C4 C5 -31.6(6) . . . . ?
C13 S1 C4 C5 82.5(5) . . . . ?
O9 S1 C4 C3 19.3(6) . . . . ?
O10 S1 C4 C3 150.8(5) . . . . ?
C13 S1 C4 C3 -95.1(5) . . . . ?
C3 C4 C5 C6 1.0(9) . . . . ?
S1 C4 C5 C6 -176.6(5) . . . . ?
C4 C5 C6 C7 -2.6(9) . . . . ?
C3 C2 C7 C6 -1.9(8) . . . . ?
C1 C2 C7 C6 176.4(5) . . . . ?
C3 C2 C7 C8 -178.8(5) . . . . ?
C1 C2 C7 C8 -0.5(8) . . . . ?
C5 C6 C7 C2 3.1(9) . . . . ?
C5 C6 C7 C8 -179.9(5) . . . . ?
Dy1 O4 C8 O3 0.3(6) 2_676 . . . ?
Dy1 O4 C8 C7 178.7(4) 2_676 . . . ?
Dy1 O3 C8 O4 -0.3(6) 2_676 . . . ?
Dy1 O3 C8 C7 -178.7(4) 2_676 . . . ?
C2 C7 C8 O4 -173.8(5) . . . . ?
C6 C7 C8 O4 9.4(8) . . . . ?
C2 C7 C8 O3 4.6(8) . . . . ?
C6 C7 C8 O3 -172.2(5) . . . . ?
C2 C7 C8 Dy1 -56(18) . . . 2_676 ?
C6 C7 C8 Dy1 127(18) . . . 2_676 ?
Dy1 O5 C9 O6 1.0(6) 2_677 . . . ?
Dy1 O5 C9 C10 175.2(5) 2_677 . . . ?
Dy1 O6 C9 O5 -1.0(6) 2_677 . . . ?
Dy1 O6 C9 C10 -175.3(5) 2_677 . . . ?
O5 C9 C10 C11 -106.1(7) . . . . ?
O6 C9 C10 C11 68.2(8) . . . . ?
Dy1 C9 C10 C11 -2(6) 2_677 . . . ?
O5 C9 C10 C15 72.8(8) . . . . ?
O6 C9 C10 C15 -112.8(7) . . . . ?
Dy1 C9 C10 C15 177(5) 2_677 . . . ?
C15 C10 C11 C12 -1.3(10) . . . . ?
C9 C10 C11 C12 177.7(6) . . . . ?
C10 C11 C12 C13 0.7(10) . . . . ?
C11 C12 C13 C14 1.1(9) . . . . ?
C11 C12 C13 S1 179.3(5) . . . . ?
O9 S1 C13 C14 168.3(5) . . . . ?
O10 S1 C13 C14 36.6(5) . . . . ?
C4 S1 C13 C14 -76.8(5) . . . . ?
O9 S1 C13 C12 -10.0(6) . . . . ?
O10 S1 C13 C12 -141.6(5) . . . . ?
C4 S1 C13 C12 104.9(5) . . . . ?
C12 C13 C14 C15 -2.2(9) . . . . ?
S1 C13 C14 C15 179.5(4) . . . . ?
C13 C14 C15 C10 1.6(8) . . . . ?
C13 C14 C15 C16 178.2(5) . . . . ?
C11 C10 C15 C14 0.1(9) . . . . ?
C9 C10 C15 C14 -178.8(5) . . . . ?
C11 C10 C15 C16 -176.5(5) . . . . ?
C9 C10 C15 C16 4.6(9) . . . . ?
C14 C15 C16 O7 -168.5(5) . . . . ?
C10 C15 C16 O7 8.0(9) . . . . ?
C14 C15 C16 O8 9.4(8) . . . . ?
C10 C15 C16 O8 -174.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         1.158
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.141
####################################################################### 
# 
# 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_nw1974_0m
_database_code_depnum_ccdc_archive 'CCDC 1489392'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H7 Ho O12 S, O0.50, O0.50'
_chemical_formula_sum            'C16 H7 Ho O13 S'
_chemical_formula_weight         604.21

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8683(11)
_cell_length_b                   13.161(3)
_cell_length_c                   13.719(3)
_cell_angle_alpha                110.324(3)
_cell_angle_beta                 94.741(3)
_cell_angle_gamma                93.886(3)
_cell_volume                     984.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1684
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      26.39

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    4.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.356
_exptl_absorpt_correction_T_max  0.643
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4827
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0742
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3371
_reflns_number_gt                3116
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0310P)²+7.6376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3371
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1172
_refine_ls_wR_factor_gt          0.1137
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_restrained_S_all      1.166
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.87353(8) 0.36143(4) 0.36307(3) 0.01660(16) Uani 1 1 d . . .
S1 S 0.9650(4) 0.8851(2) 0.25143(19) 0.0244(6) Uani 1 1 d . . .
O1 O 0.6846(12) 0.5026(5) 0.3295(5) 0.0262(16) Uani 1 1 d . . .
O2 O 0.8957(12) 0.5792(6) 0.4778(5) 0.0283(17) Uani 1 1 d . . .
O3 O 0.4120(12) 0.6189(5) 0.5186(5) 0.0255(16) Uani 1 1 d . . .
O4 O 0.2584(12) 0.7739(6) 0.5696(6) 0.0304(17) Uani 1 1 d . . .
O5 O 0.4526(13) 0.7422(6) -0.2420(6) 0.0374(19) Uani 1 1 d . . .
O6 O 0.1776(12) 0.6775(6) -0.1742(5) 0.0279(16) Uani 1 1 d . . .
O7 O 0.1568(13) 0.9088(6) -0.0729(6) 0.0346(18) Uani 1 1 d . . .
O8 O 0.2163(13) 0.9979(6) 0.0995(6) 0.0351(19) Uani 1 1 d . . .
H8 H 0.0919 1.0198 0.0898 0.053 Uiso 1 1 calc R . .
O9 O 1.1699(12) 0.8307(7) 0.2330(6) 0.0361(19) Uani 1 1 d . . .
O10 O 0.9797(13) 1.0011(6) 0.2950(6) 0.0341(18) Uani 1 1 d . . .
C1 C 0.7643(16) 0.5862(7) 0.4036(7) 0.018(2) Uani 1 1 d . . .
C2 C 0.7126(16) 0.6950(7) 0.4014(7) 0.018(2) Uani 1 1 d . . .
C3 C 0.8447(18) 0.7353(8) 0.3402(8) 0.025(2) Uani 1 1 d . . .
H3 H 0.9575 0.6956 0.3055 0.030 Uiso 1 1 calc R . .
C4 C 0.8071(17) 0.8351(8) 0.3313(8) 0.025(2) Uani 1 1 d . . .
C5 C 0.6342(18) 0.8944(8) 0.3812(8) 0.027(2) Uani 1 1 d . . .
H5 H 0.6077 0.9609 0.3750 0.032 Uiso 1 1 calc R . .
C6 C 0.5061(18) 0.8525(8) 0.4390(8) 0.027(2) Uani 1 1 d . . .
H6 H 0.3891 0.8909 0.4713 0.032 Uiso 1 1 calc R . .
C7 C 0.5432(16) 0.7537(8) 0.4520(8) 0.023(2) Uani 1 1 d . . .
C8 C 0.3985(16) 0.7145(8) 0.5174(7) 0.020(2) Uani 1 1 d . . .
C9 C 0.3687(18) 0.7313(8) -0.1636(8) 0.025(2) Uani 1 1 d . . .
C10 C 0.5125(18) 0.7757(8) -0.0588(8) 0.029(2) Uani 1 1 d . . .
C11 C 0.7025(19) 0.7239(9) -0.0474(8) 0.032(3) Uani 1 1 d . . .
H11 H 0.7383 0.6665 -0.1045 0.039 Uiso 1 1 calc R . .
C12 C 0.8420(19) 0.7543(8) 0.0459(8) 0.030(2) Uani 1 1 d . . .
H12 H 0.9696 0.7179 0.0523 0.037 Uiso 1 1 calc R . .
C13 C 0.7866(17) 0.8417(8) 0.1314(7) 0.021(2) Uani 1 1 d . . .
C14 C 0.5993(17) 0.8975(8) 0.1214(8) 0.024(2) Uani 1 1 d . . .
H14 H 0.5672 0.9565 0.1778 0.028 Uiso 1 1 calc R . .
C15 C 0.4586(16) 0.8646(7) 0.0261(8) 0.021(2) Uani 1 1 d . . .
C16 C 0.2604(17) 0.9257(8) 0.0140(8) 0.023(2) Uani 1 1 d . . .
O11 O 1.1999(12) 0.4498(6) 0.3277(6) 0.0333(18) Uani 1 1 d . . .
O12 O 1.1137(12) 0.2199(5) 0.3073(6) 0.0305(17) Uani 1 1 d . . .
O13 O 0.231(5) 0.4978(19) 0.9007(18) 0.107(10) Uani 0.50 1 d P . .
O14 O 0.239(5) 0.564(2) 0.1849(19) 0.123(12) Uani 0.50 1 d P . .


_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
Ho1 O2 2.322(7) 2_766 ?
Ho1 O11 2.345(7) . ?
Ho1 O12 2.364(6) . ?
Ho1 O1 2.384(7) . ?
Ho1 O4 2.387(7) 2_666 ?
Ho1 O3 2.392(7) 2_666 ?
Ho1 O5 2.414(7) 2_665 ?
Ho1 O6 2.448(7) 2_665 ?
Ho1 O2 2.737(7) . ?
Ho1 C8 2.755(9) 2_666 ?
Ho1 C9 2.793(10) 2_665 ?
S1 O10 1.427(7) . ?
S1 O9 1.437(8) . ?
S1 C4 1.754(11) . ?
S1 C13 1.764(9) . ?
O1 C1 1.240(11) . ?
O2 C1 1.258(11) . ?
O2 Ho1 2.322(7) 2_766 ?
O3 C8 1.272(11) . ?
O3 Ho1 2.392(7) 2_666 ?
O4 C8 1.263(11) . ?
O4 Ho1 2.387(7) 2_666 ?
O5 C9 1.267(12) . ?
O5 Ho1 2.414(7) 2_665 ?
O6 C9 1.254(12) . ?
O6 Ho1 2.448(7) 2_665 ?
O7 C16 1.233(12) . ?
O8 C16 1.287(12) . ?
O8 H8 0.8200 . ?
C1 C2 1.494(12) . ?
C2 C7 1.383(13) . ?
C2 C3 1.396(13) . ?
C3 C4 1.390(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(14) . ?
C5 C6 1.359(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.401(14) . ?
C6 H6 0.9300 . ?
C7 C8 1.476(13) . ?
C8 Ho1 2.755(9) 2_666 ?
C9 C10 1.507(14) . ?
C9 Ho1 2.793(10) 2_665 ?
C10 C11 1.372(14) . ?
C10 C15 1.411(14) . ?
C11 C12 1.377(14) . ?
C11 H11 0.9300 . ?
C12 C13 1.408(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(14) . ?
C14 C15 1.399(13) . ?
C14 H14 0.9300 . ?
C15 C16 1.488(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ho1 O11 77.3(2) 2_766 . ?
O2 Ho1 O12 86.5(2) 2_766 . ?
O11 Ho1 O12 77.4(2) . . ?
O2 Ho1 O1 113.4(2) 2_766 . ?
O11 Ho1 O1 83.5(2) . . ?
O12 Ho1 O1 148.6(2) . . ?
O2 Ho1 O4 80.5(3) 2_766 2_666 ?
O11 Ho1 O4 144.6(3) . 2_666 ?
O12 Ho1 O4 74.0(2) . 2_666 ?
O1 Ho1 O4 131.1(2) . 2_666 ?
O2 Ho1 O3 79.4(2) 2_766 2_666 ?
O11 Ho1 O3 143.9(2) . 2_666 ?
O12 Ho1 O3 128.2(2) . 2_666 ?
O1 Ho1 O3 80.9(2) . 2_666 ?
O4 Ho1 O3 54.7(2) 2_666 2_666 ?
O2 Ho1 O5 154.0(3) 2_766 2_665 ?
O11 Ho1 O5 128.0(3) . 2_665 ?
O12 Ho1 O5 93.6(3) . 2_665 ?
O1 Ho1 O5 78.8(3) . 2_665 ?
O4 Ho1 O5 74.7(3) 2_666 2_665 ?
O3 Ho1 O5 80.2(2) 2_666 2_665 ?
O2 Ho1 O6 150.8(2) 2_766 2_665 ?
O11 Ho1 O6 74.5(2) . 2_665 ?
O12 Ho1 O6 80.1(2) . 2_665 ?
O1 Ho1 O6 70.9(2) . 2_665 ?
O4 Ho1 O6 119.7(2) 2_666 2_665 ?
O3 Ho1 O6 129.0(2) 2_666 2_665 ?
O5 Ho1 O6 53.6(2) 2_665 2_665 ?
O2 Ho1 O2 64.0(3) 2_766 . ?
O11 Ho1 O2 71.5(2) . . ?
O12 Ho1 O2 140.8(2) . . ?
O1 Ho1 O2 49.4(2) . . ?
O4 Ho1 O2 121.8(2) 2_666 . ?
O3 Ho1 O2 73.6(2) 2_666 . ?
O5 Ho1 O2 124.3(2) 2_665 . ?
O6 Ho1 O2 112.8(2) 2_665 . ?
O2 Ho1 C8 78.9(3) 2_766 2_666 ?
O11 Ho1 C8 156.3(3) . 2_666 ?
O12 Ho1 C8 101.0(3) . 2_666 ?
O1 Ho1 C8 106.3(3) . 2_666 ?
O4 Ho1 C8 27.3(2) 2_666 2_666 ?
O3 Ho1 C8 27.5(2) 2_666 2_666 ?
O5 Ho1 C8 75.6(3) 2_665 2_666 ?
O6 Ho1 C8 129.0(3) 2_665 2_666 ?
O2 Ho1 C8 98.1(2) . 2_666 ?
O2 Ho1 C9 172.8(3) 2_766 2_665 ?
O11 Ho1 C9 101.2(3) . 2_665 ?
O12 Ho1 C9 86.2(3) . 2_665 ?
O1 Ho1 C9 73.2(3) . 2_665 ?
O4 Ho1 C9 97.4(3) 2_666 2_665 ?
O3 Ho1 C9 105.1(3) 2_666 2_665 ?
O5 Ho1 C9 26.9(3) 2_665 2_665 ?
O6 Ho1 C9 26.7(3) 2_665 2_665 ?
O2 Ho1 C9 122.4(2) . 2_665 ?
C8 Ho1 C9 102.4(3) 2_666 2_665 ?
O10 S1 O9 120.3(5) . . ?
O10 S1 C4 107.1(5) . . ?
O9 S1 C4 109.1(5) . . ?
O10 S1 C13 108.0(4) . . ?
O9 S1 C13 107.4(5) . . ?
C4 S1 C13 103.7(5) . . ?
C1 O1 Ho1 103.9(6) . . ?
C1 O2 Ho1 157.6(6) . 2_766 ?
C1 O2 Ho1 86.4(5) . . ?
Ho1 O2 Ho1 116.0(3) 2_766 . ?
C8 O3 Ho1 92.3(6) . 2_666 ?
C8 O4 Ho1 92.8(5) . 2_666 ?
C9 O5 Ho1 93.4(6) . 2_665 ?
C9 O6 Ho1 92.2(6) . 2_665 ?
C16 O8 H8 109.5 . . ?
O1 C1 O2 120.0(8) . . ?
O1 C1 C2 119.5(8) . . ?
O2 C1 C2 120.5(8) . . ?
C7 C2 C3 120.0(9) . . ?
C7 C2 C1 124.7(9) . . ?
C3 C2 C1 115.3(8) . . ?
C4 C3 C2 119.8(9) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.6(10) . . ?
C3 C4 S1 120.5(8) . . ?
C5 C4 S1 118.8(8) . . ?
C6 C5 C4 118.3(9) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C5 C6 C7 122.7(10) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C2 C7 C6 118.6(10) . . ?
C2 C7 C8 122.1(9) . . ?
C6 C7 C8 119.3(9) . . ?
O4 C8 O3 120.1(9) . . ?
O4 C8 C7 120.6(8) . . ?
O3 C8 C7 119.3(8) . . ?
O4 C8 Ho1 59.9(5) . 2_666 ?
O3 C8 Ho1 60.2(5) . 2_666 ?
C7 C8 Ho1 179.2(7) . 2_666 ?
O6 C9 O5 120.8(9) . . ?
O6 C9 C10 120.4(9) . . ?
O5 C9 C10 118.6(9) . . ?
O6 C9 Ho1 61.2(5) . 2_665 ?
O5 C9 Ho1 59.6(5) . 2_665 ?
C10 C9 Ho1 175.8(7) . 2_665 ?
C11 C10 C15 119.9(9) . . ?
C11 C10 C9 116.6(9) . . ?
C15 C10 C9 123.5(9) . . ?
C10 C11 C12 121.9(10) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C13 118.4(10) . . ?
C11 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
C14 C13 C12 120.8(9) . . ?
C14 C13 S1 119.4(8) . . ?
C12 C13 S1 119.7(8) . . ?
C13 C14 C15 119.8(9) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C10 119.1(9) . . ?
C14 C15 C16 120.1(9) . . ?
C10 C15 C16 120.8(9) . . ?
O7 C16 O8 124.6(9) . . ?
O7 C16 C15 120.8(9) . . ?
O8 C16 C15 114.6(9) . . ?

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
O2 Ho1 O1 C1 5.2(7) 2_766 . . . ?
O11 Ho1 O1 C1 -67.9(6) . . . . ?
O12 Ho1 O1 C1 -120.5(6) . . . . ?
O4 Ho1 O1 C1 103.2(6) 2_666 . . . ?
O3 Ho1 O1 C1 79.4(6) 2_666 . . . ?
O5 Ho1 O1 C1 161.1(6) 2_665 . . . ?
O6 Ho1 O1 C1 -143.7(6) 2_665 . . . ?
O2 Ho1 O1 C1 3.2(5) . . . . ?
C8 Ho1 O1 C1 90.0(6) 2_666 . . . ?
C9 Ho1 O1 C1 -171.7(7) 2_665 . . . ?
O2 Ho1 O2 C1 179.0(7) 2_766 . . . ?
O11 Ho1 O2 C1 94.3(6) . . . . ?
O12 Ho1 O2 C1 133.6(6) . . . . ?
O1 Ho1 O2 C1 -3.1(5) . . . . ?
O4 Ho1 O2 C1 -122.2(5) 2_666 . . . ?
O3 Ho1 O2 C1 -95.1(5) 2_666 . . . ?
O5 Ho1 O2 C1 -29.6(6) 2_665 . . . ?
O6 Ho1 O2 C1 30.9(6) 2_665 . . . ?
C8 Ho1 O2 C1 -107.6(5) 2_666 . . . ?
C9 Ho1 O2 C1 2.7(6) 2_665 . . . ?
O2 Ho1 O2 Ho1 0.0 2_766 . . 2_766 ?
O11 Ho1 O2 Ho1 -84.6(3) . . . 2_766 ?
O12 Ho1 O2 Ho1 -45.3(5) . . . 2_766 ?
O1 Ho1 O2 Ho1 178.0(4) . . . 2_766 ?
O4 Ho1 O2 Ho1 58.8(4) 2_666 . . 2_766 ?
O3 Ho1 O2 Ho1 86.0(3) 2_666 . . 2_766 ?
O5 Ho1 O2 Ho1 151.5(3) 2_665 . . 2_766 ?
O6 Ho1 O2 Ho1 -148.1(3) 2_665 . . 2_766 ?
C8 Ho1 O2 Ho1 73.4(3) 2_666 . . 2_766 ?
C9 Ho1 O2 Ho1 -176.3(3) 2_665 . . 2_766 ?
Ho1 O1 C1 O2 -6.2(10) . . . . ?
Ho1 O1 C1 C2 170.8(7) . . . . ?
Ho1 O2 C1 O1 -177.3(11) 2_766 . . . ?
Ho1 O2 C1 O1 5.2(9) . . . . ?
Ho1 O2 C1 C2 6(2) 2_766 . . . ?
Ho1 O2 C1 C2 -171.7(8) . . . . ?
O1 C1 C2 C7 98.4(12) . . . . ?
O2 C1 C2 C7 -84.7(12) . . . . ?
O1 C1 C2 C3 -79.6(12) . . . . ?
O2 C1 C2 C3 97.3(11) . . . . ?
C7 C2 C3 C4 0.7(15) . . . . ?
C1 C2 C3 C4 178.8(9) . . . . ?
C2 C3 C4 C5 -1.5(15) . . . . ?
C2 C3 C4 S1 -178.0(7) . . . . ?
O10 S1 C4 C3 -151.5(8) . . . . ?
O9 S1 C4 C3 -19.7(10) . . . . ?
C13 S1 C4 C3 94.4(9) . . . . ?
O10 S1 C4 C5 32.0(9) . . . . ?
O9 S1 C4 C5 163.8(8) . . . . ?
C13 S1 C4 C5 -82.1(9) . . . . ?
C3 C4 C5 C6 0.5(15) . . . . ?
S1 C4 C5 C6 177.0(8) . . . . ?
C4 C5 C6 C7 1.2(16) . . . . ?
C3 C2 C7 C6 1.0(14) . . . . ?
C1 C2 C7 C6 -176.9(9) . . . . ?
C3 C2 C7 C8 179.8(9) . . . . ?
C1 C2 C7 C8 1.9(15) . . . . ?
C5 C6 C7 C2 -2.0(15) . . . . ?
C5 C6 C7 C8 179.1(9) . . . . ?
Ho1 O4 C8 O3 1.1(10) 2_666 . . . ?
Ho1 O4 C8 C7 179.2(8) 2_666 . . . ?
Ho1 O3 C8 O4 -1.1(10) 2_666 . . . ?
Ho1 O3 C8 C7 -179.3(8) 2_666 . . . ?
C2 C7 C8 O4 174.1(9) . . . . ?
C6 C7 C8 O4 -7.0(14) . . . . ?
C2 C7 C8 O3 -7.7(14) . . . . ?
C6 C7 C8 O3 171.2(9) . . . . ?
C2 C7 C8 Ho1 -57(48) . . . 2_666 ?
C6 C7 C8 Ho1 122(48) . . . 2_666 ?
Ho1 O6 C9 O5 -1.0(10) 2_665 . . . ?
Ho1 O6 C9 C10 -175.6(8) 2_665 . . . ?
Ho1 O5 C9 O6 1.1(10) 2_665 . . . ?
Ho1 O5 C9 C10 175.7(8) 2_665 . . . ?
O6 C9 C10 C11 106.1(12) . . . . ?
O5 C9 C10 C11 -68.5(13) . . . . ?
Ho1 C9 C10 C11 -5(11) 2_665 . . . ?
O6 C9 C10 C15 -72.8(14) . . . . ?
O5 C9 C10 C15 112.5(12) . . . . ?
Ho1 C9 C10 C15 176(10) 2_665 . . . ?
C15 C10 C11 C12 1.6(17) . . . . ?
C9 C10 C11 C12 -177.4(10) . . . . ?
C10 C11 C12 C13 -0.4(17) . . . . ?
C11 C12 C13 C14 -1.4(15) . . . . ?
C11 C12 C13 S1 -178.5(8) . . . . ?
O10 S1 C13 C14 -35.8(9) . . . . ?
O9 S1 C13 C14 -167.0(8) . . . . ?
C4 S1 C13 C14 77.6(9) . . . . ?
O10 S1 C13 C12 141.3(8) . . . . ?
O9 S1 C13 C12 10.1(9) . . . . ?
C4 S1 C13 C12 -105.2(9) . . . . ?
C12 C13 C14 C15 2.0(15) . . . . ?
S1 C13 C14 C15 179.1(7) . . . . ?
C13 C14 C15 C10 -0.9(14) . . . . ?
C13 C14 C15 C16 -178.6(9) . . . . ?
C11 C10 C15 C14 -0.9(15) . . . . ?
C9 C10 C15 C14 178.0(9) . . . . ?
C11 C10 C15 C16 176.8(10) . . . . ?
C9 C10 C15 C16 -4.3(15) . . . . ?
C14 C15 C16 O7 168.7(9) . . . . ?
C10 C15 C16 O7 -8.9(15) . . . . ?
C14 C15 C16 O8 -8.8(13) . . . . ?
C10 C15 C16 O8 173.6(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.600
_refine_diff_density_min         -2.471
_refine_diff_density_rms         0.197
####################################################################### 
# 
# 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_nw1947_0m
_database_code_depnum_ccdc_archive 'CCDC 1489393'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H7 Er O12 S, O0.50, O0.50'
_chemical_formula_sum            'C16 H7 Er O13 S'
_chemical_formula_weight         606.54

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'
Er Er -0.2586 4.9576 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8366(12)
_cell_length_b                   13.138(3)
_cell_length_c                   13.748(3)
_cell_angle_alpha                110.348(3)
_cell_angle_beta                 94.596(3)
_cell_angle_gamma                94.043(3)
_cell_volume                     979.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2283
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      26.26

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.056
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             582
_exptl_absorpt_coefficient_mu    4.459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.567
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4857
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.68
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3395
_reflns_number_gt                3079
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0803P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3395
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
Er1 Er 0.62614(5) 0.14001(2) 0.63836(2) 0.01929(15) Uani 1 1 d . . .
S1 S 0.4653(3) 0.38383(16) 0.24999(14) 0.0248(4) Uani 1 1 d . . .
O1 O 0.4001(9) 0.0841(5) 0.4828(4) 0.0310(13) Uani 1 1 d . . .
O2 O 0.1903(10) 0.0033(4) 0.3315(4) 0.0287(12) Uani 1 1 d . . .
O3 O -0.0883(9) 0.1190(4) 0.5198(4) 0.0237(11) Uani 1 1 d . . .
O4 O -0.2371(10) 0.2758(4) 0.5716(4) 0.0323(13) Uani 1 1 d . . .
O5 O -0.0486(10) 0.2406(5) -0.2420(4) 0.0364(14) Uani 1 1 d . . .
O6 O -0.3231(9) 0.1777(4) -0.1734(4) 0.0254(11) Uani 1 1 d . . .
O7 O -0.3457(10) 0.4074(5) -0.0731(4) 0.0344(14) Uani 1 1 d . . .
O8 O -0.2834(10) 0.4982(5) 0.0987(4) 0.0333(13) Uani 1 1 d . . .
H8 H -0.3753 0.5369 0.0848 0.050 Uiso 1 1 calc R . .
O9 O 0.6707(10) 0.3298(5) 0.2325(4) 0.0352(14) Uani 1 1 d . . .
O10 O 0.4819(11) 0.5009(5) 0.2936(5) 0.0372(14) Uani 1 1 d . . .
C1 C 0.2690(12) 0.0875(6) 0.4070(6) 0.0212(15) Uani 1 1 d . . .
C2 C 0.2161(12) 0.1958(6) 0.4022(5) 0.0179(14) Uani 1 1 d . . .
C3 C 0.3475(12) 0.2359(6) 0.3403(6) 0.0216(15) Uani 1 1 d . . .
H3 H 0.4614 0.1963 0.3058 0.026 Uiso 1 1 calc R . .
C4 C 0.3080(13) 0.3349(6) 0.3302(5) 0.0232(16) Uani 1 1 d . . .
C5 C 0.1328(14) 0.3946(6) 0.3798(6) 0.0287(17) Uani 1 1 d . . .
H5 H 0.1049 0.4603 0.3720 0.034 Uiso 1 1 calc R . .
C6 C 0.0032(15) 0.3539(6) 0.4401(6) 0.0280(17) Uani 1 1 d . . .
H6 H -0.1138 0.3925 0.4728 0.034 Uiso 1 1 calc R . .
C7 C 0.0447(12) 0.2547(6) 0.4534(5) 0.0202(15) Uani 1 1 d . . .
C8 C -0.1042(12) 0.2157(6) 0.5193(5) 0.0196(15) Uani 1 1 d . . .
C9 C -0.1326(14) 0.2288(6) -0.1637(6) 0.0262(17) Uani 1 1 d . . .
C10 C 0.0083(14) 0.2739(7) -0.0589(6) 0.0276(17) Uani 1 1 d . . .
C11 C 0.2058(15) 0.2208(7) -0.0464(7) 0.035(2) Uani 1 1 d . . .
H11 H 0.2442 0.1631 -0.1025 0.042 Uiso 1 1 calc R . .
C12 C 0.3379(14) 0.2533(7) 0.0460(6) 0.0303(18) Uani 1 1 d . . .
H12 H 0.4653 0.2169 0.0537 0.036 Uiso 1 1 calc R . .
C13 C 0.2858(13) 0.3405(6) 0.1298(6) 0.0258(16) Uani 1 1 d . . .
C14 C 0.0967(12) 0.3955(6) 0.1195(5) 0.0232(16) Uani 1 1 d . . .
H14 H 0.0627 0.4541 0.1759 0.028 Uiso 1 1 calc R . .
C15 C -0.0406(12) 0.3635(6) 0.0259(6) 0.0227(16) Uani 1 1 d . . .
C16 C -0.2374(13) 0.4248(6) 0.0128(6) 0.0246(16) Uani 1 1 d . . .
O11 O 0.2982(9) 0.0500(5) 0.6703(4) 0.0347(13) Uani 1 1 d . . .
O12 O 0.3875(9) 0.2803(4) 0.6942(4) 0.0316(13) Uani 1 1 d . . .
O13 O 0.740(4) 0.9919(14) 0.8983(15) 0.102(8) Uani 0.50 1 d P . .
O14 O 0.221(5) 0.9234(19) 0.833(3) 0.22(2) Uani 0.50 1 d P . .


_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
Er1 O1 2.274(5) . ?
Er1 O11 2.330(6) . ?
Er1 O12 2.340(5) . ?
Er1 O2 2.371(5) 2_656 ?
Er1 O5 2.385(6) 1_656 ?
Er1 O3 2.387(5) 1_655 ?
Er1 O4 2.391(6) 1_655 ?
Er1 O6 2.449(5) 1_656 ?
Er1 C8 2.732(7) 1_655 ?
Er1 C9 2.775(7) 1_656 ?
Er1 O1 2.820(6) 2_656 ?
Er1 C1 2.953(7) 2_656 ?
S1 O9 1.430(6) . ?
S1 O10 1.436(6) . ?
S1 C4 1.745(8) . ?
S1 C13 1.771(8) . ?
O1 C1 1.259(9) . ?
O1 Er1 2.820(6) 2_656 ?
O2 C1 1.251(9) . ?
O2 Er1 2.371(5) 2_656 ?
O3 C8 1.282(9) . ?
O3 Er1 2.387(5) 1_455 ?
O4 C8 1.234(9) . ?
O4 Er1 2.391(6) 1_455 ?
O5 C9 1.270(10) . ?
O5 Er1 2.385(6) 1_454 ?
O6 C9 1.230(9) . ?
O6 Er1 2.449(5) 1_454 ?
O7 C16 1.232(9) . ?
O8 C16 1.301(9) . ?
O8 H8 0.8200 . ?
C1 C2 1.499(10) . ?
C1 Er1 2.953(7) 2_656 ?
C2 C7 1.392(10) . ?
C2 C3 1.396(10) . ?
C3 C4 1.387(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.407(11) . ?
C5 C6 1.378(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.411(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.492(10) . ?
C8 Er1 2.732(7) 1_455 ?
C9 C10 1.499(10) . ?
C9 Er1 2.775(7) 1_454 ?
C10 C15 1.404(11) . ?
C10 C11 1.418(11) . ?
C11 C12 1.346(11) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(11) . ?
C14 C15 1.373(10) . ?
C14 H14 0.9300 . ?
C15 C16 1.483(11) . ?

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 Er1 O11 77.0(2) . . ?
O1 Er1 O12 86.2(2) . . ?
O11 Er1 O12 77.7(2) . . ?
O1 Er1 O2 112.96(19) . 2_656 ?
O11 Er1 O2 83.0(2) . 2_656 ?
O12 Er1 O2 148.9(2) . 2_656 ?
O1 Er1 O5 153.9(2) . 1_656 ?
O11 Er1 O5 128.71(19) . 1_656 ?
O12 Er1 O5 94.1(2) . 1_656 ?
O2 Er1 O5 79.2(2) 2_656 1_656 ?
O1 Er1 O3 78.94(19) . 1_655 ?
O11 Er1 O3 142.52(19) . 1_655 ?
O12 Er1 O3 128.69(19) . 1_655 ?
O2 Er1 O3 80.54(19) 2_656 1_655 ?
O5 Er1 O3 80.54(18) 1_656 1_655 ?
O1 Er1 O4 80.0(2) . 1_655 ?
O11 Er1 O4 144.8(2) . 1_655 ?
O12 Er1 O4 74.42(19) . 1_655 ?
O2 Er1 O4 131.0(2) 2_656 1_655 ?
O5 Er1 O4 74.9(2) 1_656 1_655 ?
O3 Er1 O4 54.80(18) 1_655 1_655 ?
O1 Er1 O6 151.07(19) . 1_656 ?
O11 Er1 O6 75.27(18) . 1_656 ?
O12 Er1 O6 80.18(19) . 1_656 ?
O2 Er1 O6 71.42(18) 2_656 1_656 ?
O5 Er1 O6 53.49(17) 1_656 1_656 ?
O3 Er1 O6 129.16(17) 1_655 1_656 ?
O4 Er1 O6 119.83(18) 1_655 1_656 ?
O1 Er1 C8 78.1(2) . 1_655 ?
O11 Er1 C8 155.0(2) . 1_655 ?
O12 Er1 C8 101.0(2) . 1_655 ?
O2 Er1 C8 106.6(2) 2_656 1_655 ?
O5 Er1 C8 76.21(19) 1_656 1_655 ?
O3 Er1 C8 27.98(19) 1_655 1_655 ?
O4 Er1 C8 26.82(19) 1_655 1_655 ?
O6 Er1 C8 129.46(18) 1_656 1_655 ?
O1 Er1 C9 172.9(2) . 1_656 ?
O11 Er1 C9 101.6(2) . 1_656 ?
O12 Er1 C9 86.7(2) . 1_656 ?
O2 Er1 C9 73.5(2) 2_656 1_656 ?
O5 Er1 C9 27.2(2) 1_656 1_656 ?
O3 Er1 C9 105.6(2) 1_655 1_656 ?
O4 Er1 C9 98.0(2) 1_655 1_656 ?
O6 Er1 C9 26.3(2) 1_656 1_656 ?
C8 Er1 C9 103.3(2) 1_655 1_656 ?
O1 Er1 O1 63.8(2) . 2_656 ?
O11 Er1 O1 70.92(19) . 2_656 ?
O12 Er1 O1 140.40(17) . 2_656 ?
O2 Er1 O1 49.15(16) 2_656 2_656 ?
O5 Er1 O1 124.29(19) 1_656 2_656 ?
O3 Er1 O1 72.81(17) 1_655 2_656 ?
O4 Er1 O1 120.98(17) 1_655 2_656 ?
O6 Er1 O1 113.38(16) 1_656 2_656 ?
C8 Er1 O1 97.56(18) 1_655 2_656 ?
C9 Er1 O1 122.4(2) 1_656 2_656 ?
O1 Er1 C1 88.9(2) . 2_656 ?
O11 Er1 C1 74.7(2) . 2_656 ?
O12 Er1 C1 152.4(2) . 2_656 ?
O2 Er1 C1 24.15(19) 2_656 2_656 ?
O5 Er1 C1 101.9(2) 1_656 2_656 ?
O3 Er1 C1 76.60(18) 1_655 2_656 ?
O4 Er1 C1 131.33(18) 1_655 2_656 ?
O6 Er1 C1 91.47(18) 1_656 2_656 ?
C8 Er1 C1 104.5(2) 1_655 2_656 ?
C9 Er1 C1 97.4(2) 1_656 2_656 ?
O1 Er1 C1 25.05(17) 2_656 2_656 ?
O9 S1 O10 119.9(4) . . ?
O9 S1 C4 108.8(4) . . ?
O10 S1 C4 107.0(4) . . ?
O9 S1 C13 107.8(4) . . ?
O10 S1 C13 108.0(4) . . ?
C4 S1 C13 104.2(4) . . ?
C1 O1 Er1 160.4(5) . . ?
C1 O1 Er1 83.4(4) . 2_656 ?
Er1 O1 Er1 116.2(2) . 2_656 ?
C1 O2 Er1 105.0(5) . 2_656 ?
C8 O3 Er1 91.2(4) . 1_455 ?
C8 O4 Er1 92.2(4) . 1_455 ?
C9 O5 Er1 93.7(4) . 1_454 ?
C9 O6 Er1 91.8(4) . 1_454 ?
C16 O8 H8 109.5 . . ?
O2 C1 O1 122.2(7) . . ?
O2 C1 C2 118.1(6) . . ?
O1 C1 C2 119.6(6) . . ?
O2 C1 Er1 50.8(4) . 2_656 ?
O1 C1 Er1 71.5(4) . 2_656 ?
C2 C1 Er1 166.2(5) . 2_656 ?
C7 C2 C3 120.1(6) . . ?
C7 C2 C1 123.9(6) . . ?
C3 C2 C1 116.0(6) . . ?
C4 C3 C2 119.9(7) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.8(7) . . ?
C3 C4 S1 120.3(6) . . ?
C5 C4 S1 118.8(6) . . ?
C6 C5 C4 118.7(7) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C7 121.3(7) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 119.1(7) . . ?
C2 C7 C8 122.8(6) . . ?
C6 C7 C8 118.0(7) . . ?
O4 C8 O3 121.8(7) . . ?
O4 C8 C7 120.2(6) . . ?
O3 C8 C7 117.9(6) . . ?
O4 C8 Er1 61.0(4) . 1_455 ?
O3 C8 Er1 60.9(4) . 1_455 ?
C7 C8 Er1 178.8(5) . 1_455 ?
O6 C9 O5 121.0(7) . . ?
O6 C9 C10 119.9(7) . . ?
O5 C9 C10 119.1(7) . . ?
O6 C9 Er1 61.9(4) . 1_454 ?
O5 C9 Er1 59.1(4) . 1_454 ?
C10 C9 Er1 177.1(6) . 1_454 ?
C15 C10 C11 118.5(7) . . ?
C15 C10 C9 125.1(7) . . ?
C11 C10 C9 116.4(7) . . ?
C12 C11 C10 120.5(8) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 120.5(7) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.3(7) . . ?
C14 C13 S1 119.8(6) . . ?
C12 C13 S1 119.9(6) . . ?
C15 C14 C13 120.0(7) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.0(7) . . ?
C14 C15 C16 120.4(7) . . ?
C10 C15 C16 119.6(7) . . ?
O7 C16 O8 123.4(7) . . ?
O7 C16 C15 122.1(7) . . ?
O8 C16 C15 114.5(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
O11 Er1 O1 C1 108.0(15) . . . . ?
O12 Er1 O1 C1 29.7(15) . . . . ?
O2 Er1 O1 C1 -175.6(15) 2_656 . . . ?
O5 Er1 O1 C1 -62.0(16) 1_656 . . . ?
O3 Er1 O1 C1 -100.9(15) 1_655 . . . ?
O4 Er1 O1 C1 -45.1(15) 1_655 . . . ?
O6 Er1 O1 C1 91.5(15) 1_656 . . . ?
C8 Er1 O1 C1 -72.4(15) 1_655 . . . ?
C9 Er1 O1 C1 29(3) 1_656 . . . ?
O1 Er1 O1 C1 -177.1(16) 2_656 . . . ?
C1 Er1 O1 C1 -177.5(14) 2_656 . . . ?
O11 Er1 O1 Er1 -74.9(2) . . . 2_656 ?
O12 Er1 O1 Er1 -153.2(3) . . . 2_656 ?
O2 Er1 O1 Er1 1.5(3) 2_656 . . 2_656 ?
O5 Er1 O1 Er1 115.1(4) 1_656 . . 2_656 ?
O3 Er1 O1 Er1 76.1(2) 1_655 . . 2_656 ?
O4 Er1 O1 Er1 132.0(3) 1_655 . . 2_656 ?
O6 Er1 O1 Er1 -91.4(4) 1_656 . . 2_656 ?
C8 Er1 O1 Er1 104.7(3) 1_655 . . 2_656 ?
C9 Er1 O1 Er1 -153.5(17) 1_656 . . 2_656 ?
O1 Er1 O1 Er1 0.0 2_656 . . 2_656 ?
C1 Er1 O1 Er1 -0.4(2) 2_656 . . 2_656 ?
Er1 O2 C1 O1 -5.8(8) 2_656 . . . ?
Er1 O2 C1 C2 170.1(5) 2_656 . . . ?
Er1 O1 C1 O2 -177.9(11) . . . . ?
Er1 O1 C1 O2 4.8(7) 2_656 . . . ?
Er1 O1 C1 C2 6.2(19) . . . . ?
Er1 O1 C1 C2 -171.1(6) 2_656 . . . ?
Er1 O1 C1 Er1 177.3(15) . . . 2_656 ?
O2 C1 C2 C7 100.4(8) . . . . ?
O1 C1 C2 C7 -83.5(9) . . . . ?
Er1 C1 C2 C7 134.3(18) 2_656 . . . ?
O2 C1 C2 C3 -78.3(9) . . . . ?
O1 C1 C2 C3 97.8(8) . . . . ?
Er1 C1 C2 C3 -44(2) 2_656 . . . ?
C7 C2 C3 C4 0.4(10) . . . . ?
C1 C2 C3 C4 179.1(6) . . . . ?
C2 C3 C4 C5 -1.5(11) . . . . ?
C2 C3 C4 S1 -178.1(5) . . . . ?
O9 S1 C4 C3 -19.6(7) . . . . ?
O10 S1 C4 C3 -150.5(6) . . . . ?
C13 S1 C4 C3 95.3(6) . . . . ?
O9 S1 C4 C5 163.8(6) . . . . ?
O10 S1 C4 C5 32.9(7) . . . . ?
C13 S1 C4 C5 -81.3(7) . . . . ?
C3 C4 C5 C6 1.1(12) . . . . ?
S1 C4 C5 C6 177.7(6) . . . . ?
C4 C5 C6 C7 0.5(12) . . . . ?
C3 C2 C7 C6 1.2(10) . . . . ?
C1 C2 C7 C6 -177.4(7) . . . . ?
C3 C2 C7 C8 179.0(6) . . . . ?
C1 C2 C7 C8 0.4(11) . . . . ?
C5 C6 C7 C2 -1.6(11) . . . . ?
C5 C6 C7 C8 -179.6(7) . . . . ?
Er1 O4 C8 O3 -0.4(7) 1_455 . . . ?
Er1 O4 C8 C7 179.8(6) 1_455 . . . ?
Er1 O3 C8 O4 0.4(7) 1_455 . . . ?
Er1 O3 C8 C7 -179.8(5) 1_455 . . . ?
C2 C7 C8 O4 172.5(6) . . . . ?
C6 C7 C8 O4 -9.6(10) . . . . ?
C2 C7 C8 O3 -7.3(10) . . . . ?
C6 C7 C8 O3 170.6(6) . . . . ?
C2 C7 C8 Er1 -14(24) . . . 1_455 ?
C6 C7 C8 Er1 164(23) . . . 1_455 ?
Er1 O6 C9 O5 0.0(8) 1_454 . . . ?
Er1 O6 C9 C10 -177.3(6) 1_454 . . . ?
Er1 O5 C9 O6 0.0(8) 1_454 . . . ?
Er1 O5 C9 C10 177.3(6) 1_454 . . . ?
O6 C9 C10 C15 -72.2(11) . . . . ?
O5 C9 C10 C15 110.4(9) . . . . ?
Er1 C9 C10 C15 161(11) 1_454 . . . ?
O6 C9 C10 C11 107.9(9) . . . . ?
O5 C9 C10 C11 -69.5(10) . . . . ?
Er1 C9 C10 C11 -19(12) 1_454 . . . ?
C15 C10 C11 C12 2.4(13) . . . . ?
C9 C10 C11 C12 -177.7(8) . . . . ?
C10 C11 C12 C13 -1.3(13) . . . . ?
C11 C12 C13 C14 0.0(12) . . . . ?
C11 C12 C13 S1 -178.7(7) . . . . ?
O9 S1 C13 C14 -167.6(6) . . . . ?
O10 S1 C13 C14 -36.7(7) . . . . ?
C4 S1 C13 C14 76.9(7) . . . . ?
O9 S1 C13 C12 11.1(7) . . . . ?
O10 S1 C13 C12 142.0(6) . . . . ?
C4 S1 C13 C12 -104.5(7) . . . . ?
C12 C13 C14 C15 0.2(12) . . . . ?
S1 C13 C14 C15 178.8(6) . . . . ?
C13 C14 C15 C10 1.0(11) . . . . ?
C13 C14 C15 C16 -177.4(7) . . . . ?
C11 C10 C15 C14 -2.3(12) . . . . ?
C9 C10 C15 C14 177.8(8) . . . . ?
C11 C10 C15 C16 176.1(7) . . . . ?
C9 C10 C15 C16 -3.8(12) . . . . ?
C14 C15 C16 O7 170.6(7) . . . . ?
C10 C15 C16 O7 -7.8(11) . . . . ?
C14 C15 C16 O8 -8.9(10) . . . . ?
C10 C15 C16 O8 172.7(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         1.922
_refine_diff_density_min         -1.504
_refine_diff_density_rms         0.209
####################################################################### 
# 
# 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_nw1984_0m
_database_code_depnum_ccdc_archive 'CCDC 1489394'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H7 O12 S Yb, O0.50, O0.50'
_chemical_formula_sum            'C16 H7 O13 S Yb'
_chemical_formula_weight         612.32

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9317(12)
_cell_length_b                   13.181(3)
_cell_length_c                   13.685(3)
_cell_angle_alpha                109.756(3)
_cell_angle_beta                 95.029(3)
_cell_angle_gamma                93.180(3)
_cell_volume                     999.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1827
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      25.79

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             586
_exptl_absorpt_coefficient_mu    4.854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.456
_exptl_absorpt_correction_T_max  0.678
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4865
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0643
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3418
_reflns_number_gt                3049
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0634P)²+8.6268P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3418
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.62492(6) 1.13721(3) 0.13558(3) 0.01890(16) Uani 1 1 d . . .
S1 S 0.5347(4) 0.61379(17) 0.24942(16) 0.0158(4) Uani 1 1 d . . .
O1 O 0.8279(10) 0.9949(5) 0.1746(5) 0.0189(13) Uani 1 1 d . . .
O2 O 0.6109(10) 0.9256(5) 0.0274(4) 0.0168(13) Uani 1 1 d . . .
O3 O 1.0873(10) 0.8794(4) -0.0151(5) 0.0160(12) Uani 1 1 d . . .
O4 O 1.2457(11) 0.7265(5) -0.0627(5) 0.0209(14) Uani 1 1 d . . .
O5 O 1.3145(10) 0.8211(5) 0.6717(5) 0.0191(13) Uani 1 1 d . . .
O6 O 1.0491(11) 0.7550(5) 0.7419(5) 0.0262(15) Uani 1 1 d . . .
O7 O 1.3447(11) 0.5914(5) 0.5721(5) 0.0255(15) Uani 1 1 d . . .
O8 O 1.2837(11) 0.5017(5) 0.4014(5) 0.0233(14) Uani 1 1 d . . .
H8 H 1.3925 0.4708 0.4146 0.035 Uiso 1 1 calc R . .
O9 O 0.3314(10) 0.6680(6) 0.2656(5) 0.0238(14) Uani 1 1 d . . .
O10 O 0.5193(12) 0.4971(5) 0.2059(5) 0.0290(16) Uani 1 1 d . . .
C1 C 0.7451(13) 0.9155(6) 0.0995(6) 0.0094(16) Uani 1 1 d . . .
C2 C 0.7872(13) 0.8036(6) 0.1015(6) 0.0116(16) Uani 1 1 d . . .
C3 C 0.6571(14) 0.7638(7) 0.1616(6) 0.0135(17) Uani 1 1 d . . .
H3 H 0.5458 0.8037 0.1965 0.016 Uiso 1 1 calc R . .
C4 C 0.6939(15) 0.6636(7) 0.1696(6) 0.0159(18) Uani 1 1 d . . .
C5 C 0.8630(16) 0.6036(7) 0.1192(7) 0.0209(19) Uani 1 1 d . . .
H5 H 0.8864 0.5365 0.1249 0.025 Uiso 1 1 calc R . .
C6 C 0.9949(16) 0.6444(7) 0.0609(7) 0.0201(19) Uani 1 1 d . . .
H6 H 1.1096 0.6053 0.0282 0.024 Uiso 1 1 calc R . .
C7 C 0.9578(14) 0.7448(6) 0.0503(6) 0.0115(16) Uani 1 1 d . . .
C8 C 1.1055(14) 0.7852(7) -0.0126(6) 0.0132(17) Uani 1 1 d . . .
C9 C 1.1288(15) 0.7674(7) 0.6626(7) 0.0179(18) Uani 1 1 d . . .
C10 C 0.9864(14) 0.7215(7) 0.5587(6) 0.0159(18) Uani 1 1 d . . .
C11 C 0.7895(16) 0.7739(8) 0.5469(7) 0.025(2) Uani 1 1 d . . .
H11 H 0.7519 0.8308 0.6032 0.031 Uiso 1 1 calc R . .
C12 C 0.6532(16) 0.7422(7) 0.4537(7) 0.023(2) Uani 1 1 d . . .
H12 H 0.5248 0.7776 0.4465 0.028 Uiso 1 1 calc R . .
C13 C 0.7093(14) 0.6557(7) 0.3690(7) 0.0170(18) Uani 1 1 d . . .
C14 C 0.9004(14) 0.6017(7) 0.3801(6) 0.0130(17) Uani 1 1 d . . .
H14 H 0.9345 0.5433 0.3242 0.016 Uiso 1 1 calc R . .
C15 C 1.0416(14) 0.6355(7) 0.4755(7) 0.0146(17) Uani 1 1 d . . .
C16 C 1.2383(14) 0.5743(6) 0.4864(7) 0.0148(17) Uani 1 1 d . . .
O11 O 0.3009(11) 1.0481(5) 0.1764(5) 0.0290(16) Uani 1 1 d . . .
O12 O 0.3756(11) 1.2805(5) 0.1912(5) 0.0237(14) Uani 1 1 d . . .
O13 O 0.267(6) 0.926(2) 0.318(2) 0.117(11) Uani 0.50 1 d P . .
O14 O 0.257(6) 0.0007(18) 0.5922(19) 0.107(11) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Yb1 O2 2.386(6) 2_675 ?
Yb1 O11 2.401(6) . ?
Yb1 O12 2.423(6) . ?
Yb1 O3 2.443(6) 2_775 ?
Yb1 O4 2.451(6) 2_775 ?
Yb1 O1 2.463(6) . ?
Yb1 O6 2.467(6) 2_776 ?
Yb1 O5 2.494(6) 2_776 ?
Yb1 O2 2.671(6) . ?
Yb1 C8 2.809(8) 2_775 ?
Yb1 C9 2.843(8) 2_776 ?
Yb1 Yb1 4.2915(10) 2_675 ?
S1 O9 1.431(7) . ?
S1 O10 1.444(7) . ?
S1 C13 1.757(8) . ?
S1 C4 1.765(9) . ?
O1 C1 1.233(10) . ?
O2 C1 1.260(9) . ?
O2 Yb1 2.386(6) 2_675 ?
O3 C8 1.265(10) . ?
O3 Yb1 2.443(6) 2_775 ?
O4 C8 1.254(11) . ?
O4 Yb1 2.451(6) 2_775 ?
O5 C9 1.249(11) . ?
O5 Yb1 2.494(6) 2_776 ?
O6 C9 1.275(11) . ?
O6 Yb1 2.467(6) 2_776 ?
O7 C16 1.225(10) . ?
O8 C16 1.294(11) . ?
O8 H8 0.8200 . ?
C1 C2 1.518(10) . ?
C2 C3 1.381(11) . ?
C2 C7 1.400(12) . ?
C3 C4 1.389(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(13) . ?
C5 C6 1.375(13) . ?
C5 H5 0.9300 . ?
C6 C7 1.406(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.477(11) . ?
C8 Yb1 2.809(8) 2_775 ?
C9 C10 1.501(11) . ?
C9 Yb1 2.843(8) 2_776 ?
C10 C15 1.387(12) . ?
C10 C11 1.414(12) . ?
C11 C12 1.370(13) . ?
C11 H11 0.9300 . ?
C12 C13 1.403(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(12) . ?
C14 C15 1.407(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.480(12) . ?

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 Yb1 O11 77.9(2) 2_675 . ?
O2 Yb1 O12 86.8(2) 2_675 . ?
O11 Yb1 O12 77.1(2) . . ?
O2 Yb1 O3 79.8(2) 2_675 2_775 ?
O11 Yb1 O3 145.4(2) . 2_775 ?
O12 Yb1 O3 127.6(2) . 2_775 ?
O2 Yb1 O4 80.7(2) 2_675 2_775 ?
O11 Yb1 O4 145.4(2) . 2_775 ?
O12 Yb1 O4 74.8(2) . 2_775 ?
O3 Yb1 O4 53.20(19) 2_775 2_775 ?
O2 Yb1 O1 113.84(19) 2_675 . ?
O11 Yb1 O1 83.6(2) . . ?
O12 Yb1 O1 148.1(2) . . ?
O3 Yb1 O1 81.7(2) 2_775 . ?
O4 Yb1 O1 130.3(2) 2_775 . ?
O2 Yb1 O6 154.2(2) 2_675 2_776 ?
O11 Yb1 O6 127.2(2) . 2_776 ?
O12 Yb1 O6 93.2(2) . 2_776 ?
O3 Yb1 O6 79.9(2) 2_775 2_776 ?
O4 Yb1 O6 74.4(2) 2_775 2_776 ?
O1 Yb1 O6 78.6(2) . 2_776 ?
O2 Yb1 O5 151.6(2) 2_675 2_776 ?
O11 Yb1 O5 74.6(2) . 2_776 ?
O12 Yb1 O5 80.3(2) . 2_776 ?
O3 Yb1 O5 127.9(2) 2_775 2_776 ?
O4 Yb1 O5 119.3(2) 2_775 2_776 ?
O1 Yb1 O5 70.1(2) . 2_776 ?
O6 Yb1 O5 52.6(2) 2_776 2_776 ?
O2 Yb1 O2 64.0(2) 2_675 . ?
O11 Yb1 O2 71.8(2) . . ?
O12 Yb1 O2 140.8(2) . . ?
O3 Yb1 O2 74.73(19) 2_775 . ?
O4 Yb1 O2 121.49(19) 2_775 . ?
O1 Yb1 O2 49.86(18) . . ?
O6 Yb1 O2 124.6(2) 2_776 . ?
O5 Yb1 O2 112.79(18) 2_776 . ?
O2 Yb1 C8 79.4(2) 2_675 2_775 ?
O11 Yb1 C8 157.3(2) . 2_775 ?
O12 Yb1 C8 101.1(2) . 2_775 ?
O3 Yb1 C8 26.7(2) 2_775 2_775 ?
O4 Yb1 C8 26.5(2) 2_775 2_775 ?
O1 Yb1 C8 106.3(2) . 2_775 ?
O6 Yb1 C8 75.3(2) 2_776 2_775 ?
O5 Yb1 C8 127.7(2) 2_776 2_775 ?
O2 Yb1 C8 98.6(2) . 2_775 ?
O2 Yb1 C9 173.1(2) 2_675 2_776 ?
O11 Yb1 C9 100.6(2) . 2_776 ?
O12 Yb1 C9 86.3(2) . 2_776 ?
O3 Yb1 C9 104.4(2) 2_775 2_776 ?
O4 Yb1 C9 97.3(2) 2_775 2_776 ?
O1 Yb1 C9 72.5(2) . 2_776 ?
O6 Yb1 C9 26.6(2) 2_776 2_776 ?
O5 Yb1 C9 26.0(2) 2_776 2_776 ?
O2 Yb1 C9 122.2(2) . 2_776 ?
C8 Yb1 C9 101.8(2) 2_775 2_776 ?
O2 Yb1 Yb1 34.03(13) 2_675 2_675 ?
O11 Yb1 Yb1 71.92(16) . 2_675 ?
O12 Yb1 Yb1 116.81(16) . 2_675 ?
O3 Yb1 Yb1 74.76(14) 2_775 2_675 ?
O4 Yb1 Yb1 103.63(15) 2_775 2_675 ?
O1 Yb1 Yb1 79.83(14) . 2_675 ?
O6 Yb1 Yb1 148.68(17) 2_776 2_675 ?
O5 Yb1 Yb1 136.91(14) 2_776 2_675 ?
O2 Yb1 Yb1 29.99(12) . 2_675 ?
C8 Yb1 Yb1 89.49(16) 2_775 2_675 ?
C9 Yb1 Yb1 152.04(18) 2_776 2_675 ?
O9 S1 O10 119.7(4) . . ?
O9 S1 C13 108.1(4) . . ?
O10 S1 C13 108.4(4) . . ?
O9 S1 C4 109.1(4) . . ?
O10 S1 C4 107.2(4) . . ?
C13 S1 C4 103.2(4) . . ?
C1 O1 Yb1 99.7(5) . . ?
C1 O2 Yb1 155.0(5) . 2_675 ?
C1 O2 Yb1 89.0(4) . . ?
Yb1 O2 Yb1 116.0(2) 2_675 . ?
C8 O3 Yb1 93.0(5) . 2_775 ?
C8 O4 Yb1 92.9(5) . 2_775 ?
C9 O5 Yb1 92.8(5) . 2_776 ?
C9 O6 Yb1 93.4(5) . 2_776 ?
C16 O8 H8 109.5 . . ?
O1 C1 O2 121.2(7) . . ?
O1 C1 C2 118.3(7) . . ?
O2 C1 C2 120.1(7) . . ?
C3 C2 C7 120.5(7) . . ?
C3 C2 C1 116.9(7) . . ?
C7 C2 C1 122.5(7) . . ?
C2 C3 C4 119.5(8) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.9(8) . . ?
C3 C4 S1 119.8(7) . . ?
C5 C4 S1 119.2(6) . . ?
C6 C5 C4 119.4(8) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C7 120.6(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 119.1(7) . . ?
C2 C7 C8 122.6(7) . . ?
C6 C7 C8 118.3(7) . . ?
O4 C8 O3 120.9(7) . . ?
O4 C8 C7 120.2(7) . . ?
O3 C8 C7 118.8(7) . . ?
O4 C8 Yb1 60.6(4) . 2_775 ?
O3 C8 Yb1 60.3(4) . 2_775 ?
C7 C8 Yb1 178.3(6) . 2_775 ?
O5 C9 O6 121.2(8) . . ?
O5 C9 C10 120.6(8) . . ?
O6 C9 C10 118.1(8) . . ?
O5 C9 Yb1 61.2(4) . 2_776 ?
O6 C9 Yb1 60.0(4) . 2_776 ?
C10 C9 Yb1 176.2(6) . 2_776 ?
C15 C10 C11 119.8(8) . . ?
C15 C10 C9 124.1(8) . . ?
C11 C10 C9 116.1(8) . . ?
C12 C11 C10 121.1(8) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.3(8) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C14 C13 C12 120.3(8) . . ?
C14 C13 S1 120.0(7) . . ?
C12 C13 S1 119.7(7) . . ?
C13 C14 C15 120.2(8) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C10 C15 C14 119.3(8) . . ?
C10 C15 C16 121.5(8) . . ?
C14 C15 C16 119.1(8) . . ?
O7 C16 O8 123.5(8) . . ?
O7 C16 C15 120.7(8) . . ?
O8 C16 C15 115.8(7) . . ?

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
O2 Yb1 O1 C1 -4.8(6) 2_675 . . . ?
O11 Yb1 O1 C1 69.0(5) . . . . ?
O12 Yb1 O1 C1 121.6(5) . . . . ?
O3 Yb1 O1 C1 -79.6(5) 2_775 . . . ?
O4 Yb1 O1 C1 -103.1(5) 2_775 . . . ?
O6 Yb1 O1 C1 -160.9(5) 2_776 . . . ?
O5 Yb1 O1 C1 144.9(5) 2_776 . . . ?
O2 Yb1 O1 C1 -2.7(4) . . . . ?
C8 Yb1 O1 C1 -90.2(5) 2_775 . . . ?
C9 Yb1 O1 C1 172.3(5) 2_776 . . . ?
Yb1 Yb1 O1 C1 -3.7(5) 2_675 . . . ?
O2 Yb1 O2 C1 -179.6(6) 2_675 . . . ?
O11 Yb1 O2 C1 -94.5(5) . . . . ?
O12 Yb1 O2 C1 -133.8(5) . . . . ?
O3 Yb1 O2 C1 94.5(5) 2_775 . . . ?
O4 Yb1 O2 C1 121.0(5) 2_775 . . . ?
O1 Yb1 O2 C1 2.6(4) . . . . ?
O6 Yb1 O2 C1 28.7(5) 2_776 . . . ?
O5 Yb1 O2 C1 -30.6(5) 2_776 . . . ?
C8 Yb1 O2 C1 106.7(5) 2_775 . . . ?
C9 Yb1 O2 C1 -3.2(6) 2_776 . . . ?
Yb1 Yb1 O2 C1 -179.6(6) 2_675 . . . ?
O2 Yb1 O2 Yb1 0.0 2_675 . . 2_675 ?
O11 Yb1 O2 Yb1 85.1(3) . . . 2_675 ?
O12 Yb1 O2 Yb1 45.8(4) . . . 2_675 ?
O3 Yb1 O2 Yb1 -85.9(3) 2_775 . . 2_675 ?
O4 Yb1 O2 Yb1 -59.4(3) 2_775 . . 2_675 ?
O1 Yb1 O2 Yb1 -177.8(4) . . . 2_675 ?
O6 Yb1 O2 Yb1 -151.7(2) 2_776 . . 2_675 ?
O5 Yb1 O2 Yb1 149.0(2) 2_776 . . 2_675 ?
C8 Yb1 O2 Yb1 -73.7(3) 2_775 . . 2_675 ?
C9 Yb1 O2 Yb1 176.4(3) 2_776 . . 2_675 ?
Yb1 O1 C1 O2 5.0(8) . . . . ?
Yb1 O1 C1 C2 -168.2(6) . . . . ?
Yb1 O2 C1 O1 176.3(9) 2_675 . . . ?
Yb1 O2 C1 O1 -4.6(8) . . . . ?
Yb1 O2 C1 C2 -10.6(17) 2_675 . . . ?
Yb1 O2 C1 C2 168.5(6) . . . . ?
O1 C1 C2 C3 78.5(10) . . . . ?
O2 C1 C2 C3 -94.8(9) . . . . ?
O1 C1 C2 C7 -97.9(10) . . . . ?
O2 C1 C2 C7 88.8(10) . . . . ?
C7 C2 C3 C4 -1.2(12) . . . . ?
C1 C2 C3 C4 -177.6(7) . . . . ?
C2 C3 C4 C5 1.2(13) . . . . ?
C2 C3 C4 S1 178.1(6) . . . . ?
O9 S1 C4 C3 21.0(8) . . . . ?
O10 S1 C4 C3 151.9(7) . . . . ?
C13 S1 C4 C3 -93.7(7) . . . . ?
O9 S1 C4 C5 -162.1(7) . . . . ?
O10 S1 C4 C5 -31.1(8) . . . . ?
C13 S1 C4 C5 83.2(8) . . . . ?
C3 C4 C5 C6 0.0(13) . . . . ?
S1 C4 C5 C6 -176.9(7) . . . . ?
C4 C5 C6 C7 -1.2(14) . . . . ?
C3 C2 C7 C6 0.0(12) . . . . ?
C1 C2 C7 C6 176.3(7) . . . . ?
C3 C2 C7 C8 -178.3(7) . . . . ?
C1 C2 C7 C8 -2.1(12) . . . . ?
C5 C6 C7 C2 1.2(13) . . . . ?
C5 C6 C7 C8 179.6(8) . . . . ?
Yb1 O4 C8 O3 -1.4(8) 2_775 . . . ?
Yb1 O4 C8 C7 178.3(6) 2_775 . . . ?
Yb1 O3 C8 O4 1.4(8) 2_775 . . . ?
Yb1 O3 C8 C7 -178.3(6) 2_775 . . . ?
C2 C7 C8 O4 -175.2(8) . . . . ?
C6 C7 C8 O4 6.4(12) . . . . ?
C2 C7 C8 O3 4.6(12) . . . . ?
C6 C7 C8 O3 -173.8(7) . . . . ?
C2 C7 C8 Yb1 -54(21) . . . 2_775 ?
C6 C7 C8 Yb1 127(21) . . . 2_775 ?
Yb1 O5 C9 O6 0.1(9) 2_776 . . . ?
Yb1 O5 C9 C10 176.2(7) 2_776 . . . ?
Yb1 O6 C9 O5 -0.1(9) 2_776 . . . ?
Yb1 O6 C9 C10 -176.3(7) 2_776 . . . ?
O5 C9 C10 C15 71.5(12) . . . . ?
O6 C9 C10 C15 -112.3(10) . . . . ?
Yb1 C9 C10 C15 -172(9) 2_776 . . . ?
O5 C9 C10 C11 -106.2(10) . . . . ?
O6 C9 C10 C11 70.0(11) . . . . ?
Yb1 C9 C10 C11 11(10) 2_776 . . . ?
C15 C10 C11 C12 -1.0(14) . . . . ?
C9 C10 C11 C12 176.7(9) . . . . ?
C10 C11 C12 C13 0.6(15) . . . . ?
C11 C12 C13 C14 0.8(14) . . . . ?
C11 C12 C13 S1 179.6(8) . . . . ?
O9 S1 C13 C14 168.9(7) . . . . ?
O10 S1 C13 C14 37.9(8) . . . . ?
C4 S1 C13 C14 -75.6(8) . . . . ?
O9 S1 C13 C12 -9.9(9) . . . . ?
O10 S1 C13 C12 -140.9(7) . . . . ?
C4 S1 C13 C12 105.6(8) . . . . ?
C12 C13 C14 C15 -1.7(13) . . . . ?
S1 C13 C14 C15 179.6(6) . . . . ?
C11 C10 C15 C14 0.1(13) . . . . ?
C9 C10 C15 C14 -177.4(8) . . . . ?
C11 C10 C15 C16 -176.3(8) . . . . ?
C9 C10 C15 C16 6.1(13) . . . . ?
C13 C14 C15 C10 1.2(12) . . . . ?
C13 C14 C15 C16 177.7(7) . . . . ?
C10 C15 C16 O7 7.1(13) . . . . ?
C14 C15 C16 O7 -169.3(8) . . . . ?
C10 C15 C16 O8 -174.6(8) . . . . ?
C14 C15 C16 O8 8.9(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.547
_refine_diff_density_min         -1.350
_refine_diff_density_rms         0.229
####################################################################### 
# 
# 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_nw2058_0m
_database_code_depnum_ccdc_archive 'CCDC 1489395'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H38 N4 O25 Pr2 S2'
_chemical_formula_weight         1512.84

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 0.001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.5654(17)
_cell_length_b                   11.668(2)
_cell_length_c                   12.0378(19)
_cell_angle_alpha                109.547(3)
_cell_angle_beta                 105.454(3)
_cell_angle_gamma                90.547(3)
_cell_volume                     1339.9(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1498
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      22.24

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.875
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    1.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_T_max  0.823
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6708
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0964
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4661
_reflns_number_gt                4039
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0436P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4661
_refine_ls_number_parameters     419
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1090
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.50313(4) 0.24775(4) -0.03469(4) 0.01639(13) Uani 1 1 d . . .
S1 S -0.02249(19) 0.29471(19) 0.31986(17) 0.0256(5) Uani 1 1 d . . .
N1 N 0.5908(6) 0.3068(6) -0.2013(6) 0.0307(16) Uani 1 1 d . . .
N2 N 0.3794(6) 0.1357(6) -0.2734(6) 0.0290(16) Uani 1 1 d . . .
O1 O 0.3429(6) 0.2883(5) 0.0945(5) 0.0395(15) Uani 1 1 d . . .
O2 O 0.3244(5) 0.1024(5) -0.0396(5) 0.0271(12) Uani 1 1 d . . .
O3 O 0.4154(5) -0.0418(5) 0.1172(5) 0.0304(13) Uani 1 1 d . . .
O4 O 0.2530(5) -0.1889(5) 0.0106(5) 0.0311(13) Uani 1 1 d . . .
O5 O 0.0072(7) 0.2024(6) 0.7359(6) 0.062(2) Uani 1 1 d . . .
O6 O 0.0752(6) 0.3925(5) 0.8702(5) 0.0416(15) Uani 1 1 d . . .
H6 H 0.0537 0.3655 0.9180 0.062 Uiso 1 1 calc R . .
O7 O 0.3589(5) 0.3846(5) 0.8982(5) 0.0289(13) Uani 1 1 d . . .
O8 O 0.3671(6) 0.5707(5) 0.8902(5) 0.0388(15) Uani 1 1 d . . .
O9 O -0.0196(6) 0.3998(5) 0.2845(5) 0.0362(15) Uani 1 1 d . . .
O10 O -0.1459(5) 0.2396(5) 0.3182(5) 0.0355(14) Uani 1 1 d . . .
C1 C 0.6903(9) 0.3926(9) -0.1667(9) 0.046(2) Uani 1 1 d . . .
H1 H 0.7241 0.4384 -0.0835 0.055 Uiso 1 1 calc R . .
C2 C 0.7471(10) 0.4177(9) -0.2499(10) 0.052(3) Uani 1 1 d . . .
H2 H 0.8189 0.4770 -0.2221 0.062 Uiso 1 1 calc R . .
C3 C 0.6962(11) 0.3547(10) -0.3703(10) 0.057(3) Uani 1 1 d . . .
H3 H 0.7342 0.3701 -0.4261 0.069 Uiso 1 1 calc R . .
C4 C 0.5875(10) 0.2666(9) -0.4140(8) 0.044(2) Uani 1 1 d . . .
C5 C 0.5265(12) 0.1988(11) -0.5396(8) 0.063(3) Uani 1 1 d . . .
H5 H 0.5625 0.2098 -0.5984 0.075 Uiso 1 1 calc R . .
C6 C 0.4194(12) 0.1200(11) -0.5763(9) 0.065(3) Uani 1 1 d . . .
H6A H 0.3797 0.0797 -0.6599 0.077 Uiso 1 1 calc R . .
C7 C 0.3642(9) 0.0962(8) -0.4883(7) 0.040(2) Uani 1 1 d . . .
C8 C 0.2496(11) 0.0149(9) -0.5230(9) 0.055(3) Uani 1 1 d . . .
H8 H 0.2056 -0.0257 -0.6057 0.066 Uiso 1 1 calc R . .
C9 C 0.2040(10) -0.0033(8) -0.4337(8) 0.047(2) Uani 1 1 d . . .
H9 H 0.1282 -0.0561 -0.4544 0.056 Uiso 1 1 calc R . .
C10 C 0.2726(8) 0.0580(8) -0.3118(8) 0.037(2) Uani 1 1 d . . .
H10 H 0.2408 0.0431 -0.2524 0.044 Uiso 1 1 calc R . .
C11 C 0.4241(8) 0.1560(7) -0.3624(7) 0.0290(19) Uani 1 1 d . . .
C12 C 0.5393(8) 0.2443(8) -0.3226(7) 0.0287(19) Uani 1 1 d . . .
C13 C 0.3001(8) 0.1770(8) 0.0526(7) 0.0270(18) Uani 1 1 d . . .
C14 C 0.2134(7) 0.1319(6) 0.1151(7) 0.0201(16) Uani 1 1 d . . .
C15 C 0.1427(7) 0.2177(7) 0.1772(6) 0.0245(17) Uani 1 1 d . . .
H15 H 0.1547 0.2989 0.1835 0.029 Uiso 1 1 calc R . .
C16 C 0.0541(7) 0.1824(7) 0.2302(6) 0.0208(16) Uani 1 1 d . . .
C17 C 0.0298(7) 0.0607(7) 0.2144(7) 0.0278(18) Uani 1 1 d . . .
H17 H -0.0343 0.0358 0.2440 0.033 Uiso 1 1 calc R . .
C18 C 0.1031(7) -0.0249(7) 0.1533(7) 0.0238(17) Uani 1 1 d . . .
H18 H 0.0881 -0.1069 0.1432 0.029 Uiso 1 1 calc R . .
C19 C 0.1974(7) 0.0112(7) 0.1077(7) 0.0232(17) Uani 1 1 d . . .
C20 C 0.2951(8) -0.0783(7) 0.0736(6) 0.0195(16) Uani 1 1 d . . .
C21 C 0.0638(8) 0.3021(8) 0.7649(7) 0.0274(18) Uani 1 1 d . . .
C22 C 0.1214(7) 0.3401(7) 0.6787(7) 0.0233(17) Uani 1 1 d . . .
C23 C 0.0441(7) 0.3011(7) 0.5575(7) 0.0255(18) Uani 1 1 d . . .
H23 H -0.0353 0.2522 0.5341 0.031 Uiso 1 1 calc R . .
C24 C 0.0837(7) 0.3342(7) 0.4713(6) 0.0236(17) Uani 1 1 d . . .
C25 C 0.2039(8) 0.4048(7) 0.5055(7) 0.0287(19) Uani 1 1 d . . .
H25 H 0.2327 0.4244 0.4469 0.034 Uiso 1 1 calc R . .
C26 C 0.2799(8) 0.4453(8) 0.6259(7) 0.0312(19) Uani 1 1 d . . .
H26 H 0.3586 0.4949 0.6488 0.037 Uiso 1 1 calc R . .
C27 C 0.2402(7) 0.4130(7) 0.7150(6) 0.0193(16) Uani 1 1 d . . .
C28 C 0.3293(7) 0.4586(7) 0.8452(7) 0.0234(17) Uani 1 1 d . . .
O11 O 0.5855(6) 0.1759(6) 0.1510(5) 0.0359(14) Uani 1 1 d D . .
H11A H 0.541(7) 0.109(4) 0.135(7) 0.043 Uiso 1 1 d D . .
H11B H 0.665(3) 0.195(8) 0.195(7) 0.043 Uiso 1 1 d D . .
O12 O 0.9560(6) 0.3506(6) 0.0176(6) 0.0401(15) Uani 1 1 d D . .
H12A H 0.954(9) 0.424(3) 0.063(7) 0.048 Uiso 1 1 d D . .
H12B H 0.897(6) 0.293(6) -0.001(8) 0.048 Uiso 1 1 d D . .
O13 O 0.440(5) 0.416(4) 0.366(4) 0.29(2) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O8 2.367(6) 2_666 ?
Pr1 O7 2.404(5) 1_554 ?
Pr1 O2 2.502(5) . ?
Pr1 O3 2.529(5) 2_655 ?
Pr1 O1 2.536(5) . ?
Pr1 O11 2.586(6) . ?
Pr1 O4 2.639(5) 2_655 ?
Pr1 N2 2.669(6) . ?
Pr1 N1 2.694(6) . ?
Pr1 C20 2.944(7) 2_655 ?
S1 O9 1.429(6) . ?
S1 O10 1.441(6) . ?
S1 C16 1.754(7) . ?
S1 C24 1.770(7) . ?
N1 C1 1.323(11) . ?
N1 C12 1.348(10) . ?
N2 C10 1.315(10) . ?
N2 C11 1.367(9) . ?
O1 C13 1.254(9) . ?
O2 C13 1.251(9) . ?
O3 C20 1.248(9) . ?
O3 Pr1 2.529(5) 2_655 ?
O4 C20 1.262(9) . ?
O4 Pr1 2.639(5) 2_655 ?
O5 C21 1.198(10) . ?
O6 C21 1.325(9) . ?
O6 H6 0.8200 . ?
O7 C28 1.232(9) . ?
O7 Pr1 2.404(5) 1_556 ?
O8 C28 1.251(9) . ?
O8 Pr1 2.367(6) 2_666 ?
C1 C2 1.400(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.340(13) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.414(13) . ?
C4 C12 1.422(10) . ?
C5 C6 1.328(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.436(13) . ?
C6 H6A 0.9300 . ?
C7 C11 1.399(11) . ?
C7 C8 1.408(13) . ?
C8 C9 1.364(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(12) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.452(11) . ?
C13 C14 1.517(10) . ?
C14 C19 1.387(10) . ?
C14 C15 1.390(9) . ?
C15 C16 1.392(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(10) . ?
C17 C18 1.402(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.512(9) . ?
C20 Pr1 2.944(7) 2_655 ?
C21 C22 1.511(10) . ?
C22 C23 1.384(10) . ?
C22 C27 1.389(10) . ?
C23 C24 1.378(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(11) . ?
C25 C26 1.372(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.405(10) . ?
C26 H26 0.9300 . ?
C27 C28 1.507(10) . ?
O11 H11A 0.84(2) . ?
O11 H11B 0.85(2) . ?
O12 H12A 0.85(2) . ?
O12 H12B 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
O8 Pr1 O7 84.54(18) 2_666 1_554 ?
O8 Pr1 O2 136.55(18) 2_666 . ?
O7 Pr1 O2 96.06(17) 1_554 . ?
O8 Pr1 O3 126.45(18) 2_666 2_655 ?
O7 Pr1 O3 141.07(17) 1_554 2_655 ?
O2 Pr1 O3 77.40(16) . 2_655 ?
O8 Pr1 O1 87.6(2) 2_666 . ?
O7 Pr1 O1 74.07(18) 1_554 . ?
O2 Pr1 O1 51.70(17) . . ?
O3 Pr1 O1 123.89(18) 2_655 . ?
O8 Pr1 O11 80.76(19) 2_666 . ?
O7 Pr1 O11 140.87(18) 1_554 . ?
O2 Pr1 O11 71.66(18) . . ?
O3 Pr1 O11 73.98(18) 2_655 . ?
O1 Pr1 O11 69.29(19) . . ?
O8 Pr1 O4 76.71(18) 2_666 2_655 ?
O7 Pr1 O4 141.64(17) 1_554 2_655 ?
O2 Pr1 O4 120.53(16) . 2_655 ?
O3 Pr1 O4 50.30(16) 2_655 2_655 ?
O1 Pr1 O4 136.85(18) . 2_655 ?
O11 Pr1 O4 68.64(18) . 2_655 ?
O8 Pr1 N2 143.28(19) 2_666 . ?
O7 Pr1 N2 72.22(18) 1_554 . ?
O2 Pr1 N2 75.35(18) . . ?
O3 Pr1 N2 68.98(18) 2_655 . ?
O1 Pr1 N2 111.7(2) . . ?
O11 Pr1 N2 134.6(2) . . ?
O4 Pr1 N2 104.30(18) 2_655 . ?
O8 Pr1 N1 85.2(2) 2_666 . ?
O7 Pr1 N1 72.50(18) 1_554 . ?
O2 Pr1 N1 136.53(18) . . ?
O3 Pr1 N1 86.03(19) 2_655 . ?
O1 Pr1 N1 146.29(19) . . ?
O11 Pr1 N1 141.04(19) . . ?
O4 Pr1 N1 72.82(18) 2_655 . ?
N2 Pr1 N1 61.2(2) . . ?
O8 Pr1 C20 101.9(2) 2_666 2_655 ?
O7 Pr1 C20 149.61(18) 1_554 2_655 ?
O2 Pr1 C20 99.01(19) . 2_655 ?
O3 Pr1 C20 24.91(18) 2_655 2_655 ?
O1 Pr1 C20 135.27(18) . 2_655 ?
O11 Pr1 C20 69.35(19) . 2_655 ?
O4 Pr1 C20 25.39(18) 2_655 2_655 ?
N2 Pr1 C20 86.3(2) . 2_655 ?
N1 Pr1 C20 78.42(19) . 2_655 ?
O9 S1 O10 120.2(3) . . ?
O9 S1 C16 108.0(3) . . ?
O10 S1 C16 108.8(4) . . ?
O9 S1 C24 107.5(4) . . ?
O10 S1 C24 107.1(3) . . ?
C16 S1 C24 104.1(3) . . ?
C1 N1 C12 118.0(7) . . ?
C1 N1 Pr1 121.3(6) . . ?
C12 N1 Pr1 120.6(5) . . ?
C10 N2 C11 116.4(7) . . ?
C10 N2 Pr1 122.1(5) . . ?
C11 N2 Pr1 121.5(6) . . ?
C13 O1 Pr1 91.2(4) . . ?
C13 O2 Pr1 92.9(5) . . ?
C20 O3 Pr1 96.5(4) . 2_655 ?
C20 O4 Pr1 90.9(4) . 2_655 ?
C21 O6 H6 109.5 . . ?
C28 O7 Pr1 152.9(5) . 1_556 ?
C28 O8 Pr1 156.1(5) . 2_666 ?
N1 C1 C2 122.9(9) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 118.8(10) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.4(9) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 124.6(9) . . ?
C3 C4 C12 115.8(9) . . ?
C5 C4 C12 119.6(10) . . ?
C6 C5 C4 122.0(9) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 120.8(10) . . ?
C5 C6 H6A 119.6 . . ?
C7 C6 H6A 119.6 . . ?
C11 C7 C8 117.5(8) . . ?
C11 C7 C6 119.8(10) . . ?
C8 C7 C6 122.7(9) . . ?
C9 C8 C7 119.1(9) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 118.8(9) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 125.1(8) . . ?
N2 C10 H10 117.5 . . ?
C9 C10 H10 117.5 . . ?
N2 C11 C7 123.1(8) . . ?
N2 C11 C12 117.5(7) . . ?
C7 C11 C12 119.3(7) . . ?
N1 C12 C4 122.9(8) . . ?
N1 C12 C11 118.6(7) . . ?
C4 C12 C11 118.4(8) . . ?
O2 C13 O1 122.6(7) . . ?
O2 C13 C14 118.8(7) . . ?
O1 C13 C14 118.6(7) . . ?
C19 C14 C15 119.8(7) . . ?
C19 C14 C13 123.7(6) . . ?
C15 C14 C13 116.3(6) . . ?
C14 C15 C16 120.2(7) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 120.1(6) . . ?
C17 C16 S1 120.7(5) . . ?
C15 C16 S1 119.2(6) . . ?
C16 C17 C18 119.2(7) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 120.7(7) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C14 119.6(6) . . ?
C18 C19 C20 116.9(6) . . ?
C14 C19 C20 122.5(7) . . ?
O3 C20 O4 122.3(6) . . ?
O3 C20 C19 118.4(7) . . ?
O4 C20 C19 119.0(7) . . ?
O3 C20 Pr1 58.6(4) . 2_655 ?
O4 C20 Pr1 63.7(4) . 2_655 ?
C19 C20 Pr1 174.1(5) . 2_655 ?
O5 C21 O6 124.7(7) . . ?
O5 C21 C22 122.3(7) . . ?
O6 C21 C22 112.8(7) . . ?
C23 C22 C27 120.4(6) . . ?
C23 C22 C21 115.2(7) . . ?
C27 C22 C21 124.3(7) . . ?
C24 C23 C22 120.5(7) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 119.8(7) . . ?
C23 C24 S1 120.0(6) . . ?
C25 C24 S1 120.1(5) . . ?
C26 C25 C24 119.9(7) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 120.9(8) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C22 C27 C26 118.5(7) . . ?
C22 C27 C28 123.2(6) . . ?
C26 C27 C28 118.3(7) . . ?
O7 C28 O8 125.5(7) . . ?
O7 C28 C27 118.7(7) . . ?
O8 C28 C27 115.9(7) . . ?
Pr1 O11 H11A 108(6) . . ?
Pr1 O11 H11B 120(6) . . ?
H11A O11 H11B 124(8) . . ?
H12A O12 H12B 125(9) . . ?

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 Pr1 N1 C1 12.9(6) 2_666 . . . ?
O7 Pr1 N1 C1 98.7(7) 1_554 . . . ?
O2 Pr1 N1 C1 178.8(6) . . . . ?
O3 Pr1 N1 C1 -114.2(7) 2_655 . . . ?
O1 Pr1 N1 C1 91.2(7) . . . . ?
O11 Pr1 N1 C1 -55.9(8) . . . . ?
O4 Pr1 N1 C1 -64.6(6) 2_655 . . . ?
N2 Pr1 N1 C1 177.7(7) . . . . ?
C20 Pr1 N1 C1 -90.2(7) 2_655 . . . ?
O8 Pr1 N1 C12 -171.1(6) 2_666 . . . ?
O7 Pr1 N1 C12 -85.3(6) 1_554 . . . ?
O2 Pr1 N1 C12 -5.2(7) . . . . ?
O3 Pr1 N1 C12 61.8(6) 2_655 . . . ?
O1 Pr1 N1 C12 -92.8(6) . . . . ?
O11 Pr1 N1 C12 120.1(6) . . . . ?
O4 Pr1 N1 C12 111.4(6) 2_655 . . . ?
N2 Pr1 N1 C12 -6.3(5) . . . . ?
C20 Pr1 N1 C12 85.8(6) 2_655 . . . ?
O8 Pr1 N2 C10 -149.9(6) 2_666 . . . ?
O7 Pr1 N2 C10 -96.6(6) 1_554 . . . ?
O2 Pr1 N2 C10 4.9(6) . . . . ?
O3 Pr1 N2 C10 86.8(6) 2_655 . . . ?
O1 Pr1 N2 C10 -32.6(6) . . . . ?
O11 Pr1 N2 C10 49.3(7) . . . . ?
O4 Pr1 N2 C10 123.2(6) 2_655 . . . ?
N1 Pr1 N2 C10 -176.0(7) . . . . ?
C20 Pr1 N2 C10 105.2(6) 2_655 . . . ?
O8 Pr1 N2 C11 30.2(7) 2_666 . . . ?
O7 Pr1 N2 C11 83.5(5) 1_554 . . . ?
O2 Pr1 N2 C11 -175.0(6) . . . . ?
O3 Pr1 N2 C11 -93.1(5) 2_655 . . . ?
O1 Pr1 N2 C11 147.5(5) . . . . ?
O11 Pr1 N2 C11 -130.6(5) . . . . ?
O4 Pr1 N2 C11 -56.7(5) 2_655 . . . ?
N1 Pr1 N2 C11 4.1(5) . . . . ?
C20 Pr1 N2 C11 -74.7(5) 2_655 . . . ?
O8 Pr1 O1 C13 -156.4(5) 2_666 . . . ?
O7 Pr1 O1 C13 118.6(5) 1_554 . . . ?
O2 Pr1 O1 C13 7.2(4) . . . . ?
O3 Pr1 O1 C13 -22.9(5) 2_655 . . . ?
O11 Pr1 O1 C13 -75.4(5) . . . . ?
O4 Pr1 O1 C13 -88.8(5) 2_655 . . . ?
N2 Pr1 O1 C13 55.7(5) . . . . ?
N1 Pr1 O1 C13 126.0(5) . . . . ?
C20 Pr1 O1 C13 -51.9(6) 2_655 . . . ?
O8 Pr1 O2 C13 17.1(5) 2_666 . . . ?
O7 Pr1 O2 C13 -71.4(4) 1_554 . . . ?
O3 Pr1 O2 C13 147.6(4) 2_655 . . . ?
O1 Pr1 O2 C13 -7.2(4) . . . . ?
O11 Pr1 O2 C13 70.5(4) . . . . ?
O4 Pr1 O2 C13 120.7(4) 2_655 . . . ?
N2 Pr1 O2 C13 -141.2(4) . . . . ?
N1 Pr1 O2 C13 -142.2(4) . . . . ?
C20 Pr1 O2 C13 135.1(4) 2_655 . . . ?
C12 N1 C1 C2 -2.5(13) . . . . ?
Pr1 N1 C1 C2 173.6(7) . . . . ?
N1 C1 C2 C3 2.1(15) . . . . ?
C1 C2 C3 C4 0.9(15) . . . . ?
C2 C3 C4 C5 178.4(10) . . . . ?
C2 C3 C4 C12 -3.0(15) . . . . ?
C3 C4 C5 C6 -176.9(11) . . . . ?
C12 C4 C5 C6 4.6(16) . . . . ?
C4 C5 C6 C7 -2.9(17) . . . . ?
C5 C6 C7 C11 -0.4(15) . . . . ?
C5 C6 C7 C8 178.9(10) . . . . ?
C11 C7 C8 C9 -1.2(13) . . . . ?
C6 C7 C8 C9 179.5(9) . . . . ?
C7 C8 C9 C10 -0.5(14) . . . . ?
C11 N2 C10 C9 0.1(13) . . . . ?
Pr1 N2 C10 C9 -179.8(7) . . . . ?
C8 C9 C10 N2 1.1(15) . . . . ?
C10 N2 C11 C7 -1.9(11) . . . . ?
Pr1 N2 C11 C7 178.0(6) . . . . ?
C10 N2 C11 C12 178.1(7) . . . . ?
Pr1 N2 C11 C12 -2.0(9) . . . . ?
C8 C7 C11 N2 2.5(12) . . . . ?
C6 C7 C11 N2 -178.2(8) . . . . ?
C8 C7 C11 C12 -177.5(7) . . . . ?
C6 C7 C11 C12 1.8(12) . . . . ?
C1 N1 C12 C4 0.2(12) . . . . ?
Pr1 N1 C12 C4 -176.0(6) . . . . ?
C1 N1 C12 C11 -175.6(7) . . . . ?
Pr1 N1 C12 C11 8.2(9) . . . . ?
C3 C4 C12 N1 2.5(13) . . . . ?
C5 C4 C12 N1 -178.8(8) . . . . ?
C3 C4 C12 C11 178.3(8) . . . . ?
C5 C4 C12 C11 -2.9(12) . . . . ?
N2 C11 C12 N1 -4.1(10) . . . . ?
C7 C11 C12 N1 175.9(7) . . . . ?
N2 C11 C12 C4 179.9(7) . . . . ?
C7 C11 C12 C4 -0.1(11) . . . . ?
Pr1 O2 C13 O1 13.6(8) . . . . ?
Pr1 O2 C13 C14 -167.5(6) . . . . ?
Pr1 O1 C13 O2 -13.4(8) . . . . ?
Pr1 O1 C13 C14 167.7(6) . . . . ?
O2 C13 C14 C19 24.1(11) . . . . ?
O1 C13 C14 C19 -157.0(7) . . . . ?
O2 C13 C14 C15 -152.7(7) . . . . ?
O1 C13 C14 C15 26.3(10) . . . . ?
C19 C14 C15 C16 -1.2(11) . . . . ?
C13 C14 C15 C16 175.7(7) . . . . ?
C14 C15 C16 C17 -4.1(11) . . . . ?
C14 C15 C16 S1 174.3(6) . . . . ?
O9 S1 C16 C17 -159.0(6) . . . . ?
O10 S1 C16 C17 -27.0(7) . . . . ?
C24 S1 C16 C17 86.9(7) . . . . ?
O9 S1 C16 C15 22.6(7) . . . . ?
O10 S1 C16 C15 154.6(6) . . . . ?
C24 S1 C16 C15 -91.5(6) . . . . ?
C15 C16 C17 C18 5.1(11) . . . . ?
S1 C16 C17 C18 -173.3(6) . . . . ?
C16 C17 C18 C19 -0.8(11) . . . . ?
C17 C18 C19 C14 -4.5(11) . . . . ?
C17 C18 C19 C20 164.5(7) . . . . ?
C15 C14 C19 C18 5.5(11) . . . . ?
C13 C14 C19 C18 -171.2(7) . . . . ?
C15 C14 C19 C20 -162.8(7) . . . . ?
C13 C14 C19 C20 20.5(11) . . . . ?
Pr1 O3 C20 O4 -0.1(7) 2_655 . . . ?
Pr1 O3 C20 C19 174.1(5) 2_655 . . . ?
Pr1 O4 C20 O3 0.1(7) 2_655 . . . ?
Pr1 O4 C20 C19 -174.0(5) 2_655 . . . ?
C18 C19 C20 O3 -127.8(7) . . . . ?
C14 C19 C20 O3 40.8(10) . . . . ?
C18 C19 C20 O4 46.6(9) . . . . ?
C14 C19 C20 O4 -144.8(7) . . . . ?
C18 C19 C20 Pr1 -69(5) . . . 2_655 ?
C14 C19 C20 Pr1 100(5) . . . 2_655 ?
O5 C21 C22 C23 40.6(11) . . . . ?
O6 C21 C22 C23 -135.2(7) . . . . ?
O5 C21 C22 C27 -142.1(9) . . . . ?
O6 C21 C22 C27 42.1(10) . . . . ?
C27 C22 C23 C24 -0.1(11) . . . . ?
C21 C22 C23 C24 177.4(7) . . . . ?
C22 C23 C24 C25 1.6(11) . . . . ?
C22 C23 C24 S1 -174.6(6) . . . . ?
O9 S1 C24 C23 135.7(6) . . . . ?
O10 S1 C24 C23 5.3(7) . . . . ?
C16 S1 C24 C23 -109.9(6) . . . . ?
O9 S1 C24 C25 -40.5(7) . . . . ?
O10 S1 C24 C25 -170.9(6) . . . . ?
C16 S1 C24 C25 73.9(7) . . . . ?
C23 C24 C25 C26 -2.7(12) . . . . ?
S1 C24 C25 C26 173.5(6) . . . . ?
C24 C25 C26 C27 2.2(12) . . . . ?
C23 C22 C27 C26 -0.4(11) . . . . ?
C21 C22 C27 C26 -177.6(7) . . . . ?
C23 C22 C27 C28 -179.9(7) . . . . ?
C21 C22 C27 C28 2.9(11) . . . . ?
C25 C26 C27 C22 -0.7(11) . . . . ?
C25 C26 C27 C28 178.9(7) . . . . ?
Pr1 O7 C28 O8 -83.4(13) 1_556 . . . ?
Pr1 O7 C28 C27 96.6(12) 1_556 . . . ?
Pr1 O8 C28 O7 12.8(19) 2_666 . . . ?
Pr1 O8 C28 C27 -167.2(9) 2_666 . . . ?
C22 C27 C28 O7 49.8(10) . . . . ?
C26 C27 C28 O7 -129.7(8) . . . . ?
C22 C27 C28 O8 -130.2(8) . . . . ?
C26 C27 C28 O8 50.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         1.424
_refine_diff_density_min         -1.791
_refine_diff_density_rms         0.149
####################################################################### 
# 
# 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_nw2059_0m
_database_code_depnum_ccdc_archive 'CCDC 1489396'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H38 N4 Nd2 O25 S2'
_chemical_formula_weight         1519.50

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.5704(13)
_cell_length_b                   11.6325(13)
_cell_length_c                   12.0347(14)
_cell_angle_alpha                109.448(2)
_cell_angle_beta                 105.460(2)
_cell_angle_gamma                90.611(2)
_cell_volume                     1336.8(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3237
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      26.19

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.887
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             754
_exptl_absorpt_coefficient_mu    2.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_T_max  0.803
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6671
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0461
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4659
_reflns_number_gt                4376
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0264P)²+2.2378P] 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         4659
_refine_ls_number_parameters     419
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0762
_refine_ls_wR_factor_gt          0.0743
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.002
_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 0.50366(2) 0.74735(2) -0.03522(2) 0.01729(8) Uani 1 1 d . . .
S1 S -0.02091(12) 0.79590(11) 0.32019(10) 0.0256(3) Uani 1 1 d . . .
N1 N 0.5917(4) 0.8057(4) -0.1998(4) 0.0316(10) Uani 1 1 d . . .
N2 N 0.3787(4) 0.6359(4) -0.2728(4) 0.0272(9) Uani 1 1 d . . .
O1 O 0.3459(4) 0.7891(3) 0.0956(3) 0.0360(9) Uani 1 1 d . . .
O2 O 0.3267(3) 0.6023(3) -0.0394(3) 0.0274(7) Uani 1 1 d . . .
O3 O 0.4167(3) 0.4584(3) 0.1170(3) 0.0269(7) Uani 1 1 d . . .
O4 O 0.2534(3) 0.3108(3) 0.0103(3) 0.0327(8) Uani 1 1 d . . .
O5 O 0.0074(5) 0.7026(4) 0.7373(4) 0.0599(13) Uani 1 1 d . . .
O6 O 0.0767(4) 0.8925(3) 0.8703(3) 0.0406(9) Uani 1 1 d . . .
H6 H 0.0593 0.8646 0.9194 0.061 Uiso 1 1 calc R . .
O7 O 0.3609(3) 0.8846(3) 0.8983(3) 0.0301(8) Uani 1 1 d . . .
O8 O 0.3651(4) 1.0722(3) 0.8923(3) 0.0383(9) Uani 1 1 d . . .
O9 O -0.1449(3) 0.7407(3) 0.3178(3) 0.0347(8) Uani 1 1 d . . .
O10 O -0.0164(4) 0.9020(3) 0.2848(3) 0.0353(9) Uani 1 1 d . . .
C1 C 0.6916(5) 0.8913(5) -0.1659(6) 0.0441(14) Uani 1 1 d . . .
H1 H 0.7250 0.9370 -0.0826 0.053 Uiso 1 1 calc R . .
C2 C 0.7501(6) 0.9172(6) -0.2476(6) 0.0534(17) Uani 1 1 d . . .
H2 H 0.8218 0.9769 -0.2191 0.064 Uiso 1 1 calc R . .
C3 C 0.6988(7) 0.8524(6) -0.3706(6) 0.0524(17) Uani 1 1 d . . .
H3 H 0.7374 0.8660 -0.4268 0.063 Uiso 1 1 calc R . .
C4 C 0.5888(6) 0.7658(5) -0.4119(5) 0.0422(14) Uani 1 1 d . . .
C5 C 0.5260(7) 0.6984(7) -0.5403(6) 0.0589(18) Uani 1 1 d . . .
H5 H 0.5609 0.7109 -0.5991 0.071 Uiso 1 1 calc R . .
C6 C 0.4184(8) 0.6184(7) -0.5767(5) 0.0612(19) Uani 1 1 d . . .
H6A H 0.3788 0.5775 -0.6602 0.073 Uiso 1 1 calc R . .
C7 C 0.3635(6) 0.5949(5) -0.4882(5) 0.0393(13) Uani 1 1 d . . .
C8 C 0.2494(6) 0.5139(6) -0.5223(5) 0.0523(17) Uani 1 1 d . . .
H8 H 0.2057 0.4725 -0.6049 0.063 Uiso 1 1 calc R . .
C9 C 0.2029(6) 0.4963(5) -0.4325(5) 0.0487(16) Uani 1 1 d . . .
H9 H 0.1267 0.4440 -0.4531 0.058 Uiso 1 1 calc R . .
C10 C 0.2716(5) 0.5578(5) -0.3110(5) 0.0374(13) Uani 1 1 d . . .
H10 H 0.2399 0.5431 -0.2513 0.045 Uiso 1 1 calc R . .
C11 C 0.4251(5) 0.6562(4) -0.3609(4) 0.0283(11) Uani 1 1 d . . .
C12 C 0.5386(5) 0.7432(5) -0.3216(4) 0.0295(11) Uani 1 1 d . . .
C13 C 0.3018(5) 0.6785(4) 0.0539(4) 0.0251(10) Uani 1 1 d . . .
C14 C 0.2150(4) 0.6339(4) 0.1151(4) 0.0206(10) Uani 1 1 d . . .
C15 C 0.1449(4) 0.7187(4) 0.1787(4) 0.0235(10) Uani 1 1 d . . .
H15 H 0.1582 0.8008 0.1875 0.028 Uiso 1 1 calc R . .
C16 C 0.0558(4) 0.6825(4) 0.2290(4) 0.0210(10) Uani 1 1 d . . .
C17 C 0.0312(5) 0.5599(4) 0.2130(4) 0.0278(11) Uani 1 1 d . . .
H17 H -0.0330 0.5347 0.2424 0.033 Uiso 1 1 calc R . .
C18 C 0.1031(5) 0.4761(4) 0.1532(4) 0.0261(10) Uani 1 1 d . . .
H18 H 0.0873 0.3938 0.1426 0.031 Uiso 1 1 calc R . .
C19 C 0.1989(4) 0.5120(4) 0.1083(4) 0.0215(10) Uani 1 1 d . . .
C20 C 0.2955(5) 0.4213(4) 0.0730(4) 0.0233(10) Uani 1 1 d . . .
C21 C 0.0661(5) 0.8027(5) 0.7658(4) 0.0312(12) Uani 1 1 d . . .
C22 C 0.1229(4) 0.8395(4) 0.6792(4) 0.0211(10) Uani 1 1 d . . .
C23 C 0.0450(5) 0.8021(4) 0.5575(4) 0.0243(10) Uani 1 1 d . . .
H23 H -0.0352 0.7543 0.5339 0.029 Uiso 1 1 calc R . .
C24 C 0.0859(4) 0.8354(4) 0.4717(4) 0.0239(10) Uani 1 1 d . . .
C25 C 0.2056(5) 0.9057(5) 0.5062(5) 0.0331(12) Uani 1 1 d . . .
H25 H 0.2341 0.9269 0.4481 0.040 Uiso 1 1 calc R . .
C26 C 0.2820(5) 0.9441(4) 0.6261(4) 0.0294(11) Uani 1 1 d . . .
H26 H 0.3621 0.9916 0.6485 0.035 Uiso 1 1 calc R . .
C27 C 0.2421(4) 0.9136(4) 0.7156(4) 0.0210(10) Uani 1 1 d . . .
C28 C 0.3293(4) 0.9598(4) 0.8463(4) 0.0211(10) Uani 1 1 d . . .
O11 O 0.5861(4) 0.6775(3) 0.1507(3) 0.0331(8) Uani 1 1 d D . .
H11A H 0.668(2) 0.691(5) 0.181(5) 0.040 Uiso 1 1 d D . .
H11B H 0.557(5) 0.606(3) 0.140(5) 0.040 Uiso 1 1 d D . .
O12 O 0.0438(4) 0.1500(4) 0.9825(4) 0.0425(9) Uani 1 1 d D . .
H12A H 0.105(4) 0.208(4) 0.999(5) 0.051 Uiso 1 1 d D . .
H12B H 0.048(6) 0.091(4) 0.917(4) 0.051 Uiso 1 1 d D . .
O13 O 0.448(5) 0.914(3) 0.361(4) 0.40(2) Uani 0.50 1 d P . .


_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 O8 2.356(3) 2_676 ?
Nd1 O7 2.393(3) 1_554 ?
Nd1 O2 2.485(3) . ?
Nd1 O3 2.514(3) 2_665 ?
Nd1 O1 2.530(3) . ?
Nd1 O11 2.572(3) . ?
Nd1 O4 2.628(3) 2_665 ?
Nd1 N2 2.661(4) . ?
Nd1 N1 2.668(4) . ?
Nd1 C20 2.929(5) 2_665 ?
S1 O10 1.438(4) . ?
S1 O9 1.442(4) . ?
S1 C16 1.770(5) . ?
S1 C24 1.773(5) . ?
N1 C1 1.322(7) . ?
N1 C12 1.355(6) . ?
N2 C10 1.319(6) . ?
N2 C11 1.365(6) . ?
O1 C13 1.247(6) . ?
O2 C13 1.271(5) . ?
O3 C20 1.259(6) . ?
O3 Nd1 2.514(3) 2_665 ?
O4 C20 1.258(6) . ?
O4 Nd1 2.628(3) 2_665 ?
O5 C21 1.209(6) . ?
O6 C21 1.316(6) . ?
O6 H6 0.8200 . ?
O7 C28 1.235(5) . ?
O7 Nd1 2.393(3) 1_556 ?
O8 C28 1.248(5) . ?
O8 Nd1 2.356(3) 2_676 ?
C1 C2 1.399(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.369(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(9) . ?
C3 H3 0.9300 . ?
C4 C12 1.423(7) . ?
C4 C5 1.442(9) . ?
C5 C6 1.338(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.437(8) . ?
C6 H6A 0.9300 . ?
C7 C8 1.402(8) . ?
C7 C11 1.418(7) . ?
C8 C9 1.371(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.380(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.428(7) . ?
C13 C14 1.503(6) . ?
C14 C15 1.387(6) . ?
C14 C19 1.399(6) . ?
C15 C16 1.377(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(6) . ?
C17 C18 1.373(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.387(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.513(6) . ?
C20 Nd1 2.929(5) 2_665 ?
C21 C22 1.502(6) . ?
C22 C23 1.391(6) . ?
C22 C27 1.398(6) . ?
C23 C24 1.381(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.384(7) . ?
C25 C26 1.369(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.399(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.506(6) . ?
O11 H11A 0.84(2) . ?
O11 H11B 0.84(2) . ?
O12 H12A 0.86(2) . ?
O12 H12B 0.87(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
O8 Nd1 O7 84.67(12) 2_676 1_554 ?
O8 Nd1 O2 136.96(12) 2_676 . ?
O7 Nd1 O2 96.46(11) 1_554 . ?
O8 Nd1 O3 126.17(12) 2_676 2_665 ?
O7 Nd1 O3 141.19(11) 1_554 2_665 ?
O2 Nd1 O3 76.96(10) . 2_665 ?
O8 Nd1 O1 87.62(13) 2_676 . ?
O7 Nd1 O1 74.29(11) 1_554 . ?
O2 Nd1 O1 52.18(11) . . ?
O3 Nd1 O1 123.80(10) 2_665 . ?
O8 Nd1 O11 80.31(11) 2_676 . ?
O7 Nd1 O11 140.54(12) 1_554 . ?
O2 Nd1 O11 71.77(11) . . ?
O3 Nd1 O11 74.30(11) 2_665 . ?
O1 Nd1 O11 68.84(12) . . ?
O8 Nd1 O4 75.97(12) 2_676 2_665 ?
O7 Nd1 O4 141.51(11) 1_554 2_665 ?
O2 Nd1 O4 120.39(10) . 2_665 ?
O3 Nd1 O4 50.74(10) 2_665 2_665 ?
O1 Nd1 O4 136.26(11) . 2_665 ?
O11 Nd1 O4 68.56(11) . 2_665 ?
O8 Nd1 N2 143.21(12) 2_676 . ?
O7 Nd1 N2 72.13(11) 1_554 . ?
O2 Nd1 N2 75.26(11) . . ?
O3 Nd1 N2 69.20(11) 2_665 . ?
O1 Nd1 N2 111.95(12) . . ?
O11 Nd1 N2 135.12(12) . . ?
O4 Nd1 N2 104.90(11) 2_665 . ?
O8 Nd1 N1 84.71(12) 2_676 . ?
O7 Nd1 N1 72.73(12) 1_554 . ?
O2 Nd1 N1 136.82(11) . . ?
O3 Nd1 N1 86.09(12) 2_665 . ?
O1 Nd1 N1 146.67(12) . . ?
O11 Nd1 N1 140.70(12) . . ?
O4 Nd1 N1 72.62(12) 2_665 . ?
N2 Nd1 N1 61.59(12) . . ?
O8 Nd1 C20 101.17(13) 2_676 2_665 ?
O7 Nd1 C20 149.73(12) 1_554 2_665 ?
O2 Nd1 C20 98.90(12) . 2_665 ?
O3 Nd1 C20 25.30(11) 2_665 2_665 ?
O1 Nd1 C20 135.09(11) . 2_665 ?
O11 Nd1 C20 69.47(12) . 2_665 ?
O4 Nd1 C20 25.44(11) 2_665 2_665 ?
N2 Nd1 C20 86.79(13) . 2_665 ?
N1 Nd1 C20 78.23(12) . 2_665 ?
O10 S1 O9 120.5(2) . . ?
O10 S1 C16 107.4(2) . . ?
O9 S1 C16 108.7(2) . . ?
O10 S1 C24 107.1(2) . . ?
O9 S1 C24 107.6(2) . . ?
C16 S1 C24 104.3(2) . . ?
C1 N1 C12 118.0(5) . . ?
C1 N1 Nd1 121.7(4) . . ?
C12 N1 Nd1 120.2(3) . . ?
C10 N2 C11 117.1(4) . . ?
C10 N2 Nd1 122.2(3) . . ?
C11 N2 Nd1 120.7(3) . . ?
C13 O1 Nd1 91.3(3) . . ?
C13 O2 Nd1 92.8(3) . . ?
C20 O3 Nd1 96.1(3) . 2_665 ?
C20 O4 Nd1 90.8(3) . 2_665 ?
C21 O6 H6 109.5 . . ?
C28 O7 Nd1 154.3(3) . 1_556 ?
C28 O8 Nd1 155.8(3) . 2_676 ?
N1 C1 C2 124.1(6) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 118.1(6) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C12 117.6(5) . . ?
C3 C4 C5 123.0(5) . . ?
C12 C4 C5 119.4(6) . . ?
C6 C5 C4 121.4(6) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 120.8(6) . . ?
C5 C6 H6A 119.6 . . ?
C7 C6 H6A 119.6 . . ?
C8 C7 C11 117.8(5) . . ?
C8 C7 C6 122.6(5) . . ?
C11 C7 C6 119.5(5) . . ?
C9 C8 C7 119.2(5) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 118.7(6) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 125.1(5) . . ?
N2 C10 H10 117.5 . . ?
C9 C10 H10 117.5 . . ?
N2 C11 C7 122.1(5) . . ?
N2 C11 C12 118.0(4) . . ?
C7 C11 C12 119.9(5) . . ?
N1 C12 C4 121.9(5) . . ?
N1 C12 C11 119.1(4) . . ?
C4 C12 C11 119.0(5) . . ?
O1 C13 O2 122.3(4) . . ?
O1 C13 C14 119.0(4) . . ?
O2 C13 C14 118.7(4) . . ?
C15 C14 C19 118.9(4) . . ?
C15 C14 C13 117.4(4) . . ?
C19 C14 C13 123.6(4) . . ?
C16 C15 C14 120.6(4) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 120.4(4) . . ?
C15 C16 S1 118.9(4) . . ?
C17 C16 S1 120.6(3) . . ?
C18 C17 C16 119.1(4) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 121.2(4) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 119.3(4) . . ?
C18 C19 C20 117.2(4) . . ?
C14 C19 C20 122.7(4) . . ?
O4 C20 O3 122.4(4) . . ?
O4 C20 C19 119.6(4) . . ?
O3 C20 C19 117.8(4) . . ?
O4 C20 Nd1 63.8(2) . 2_665 ?
O3 C20 Nd1 58.6(2) . 2_665 ?
C19 C20 Nd1 173.4(3) . 2_665 ?
O5 C21 O6 123.8(5) . . ?
O5 C21 C22 122.5(5) . . ?
O6 C21 C22 113.5(4) . . ?
C23 C22 C27 119.9(4) . . ?
C23 C22 C21 116.0(4) . . ?
C27 C22 C21 124.0(4) . . ?
C24 C23 C22 120.5(4) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 S1 119.4(4) . . ?
C25 C24 S1 120.5(4) . . ?
C26 C25 C24 119.8(5) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 121.5(5) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.3 . . ?
C26 C27 C22 118.3(4) . . ?
C26 C27 C28 119.2(4) . . ?
C22 C27 C28 122.5(4) . . ?
O7 C28 O8 125.6(4) . . ?
O7 C28 C27 118.3(4) . . ?
O8 C28 C27 116.1(4) . . ?
Nd1 O11 H11A 113(4) . . ?
Nd1 O11 H11B 115(4) . . ?
H11A O11 H11B 113(5) . . ?
H12A O12 H12B 108(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
O8 Nd1 N1 C1 12.6(4) 2_676 . . . ?
O7 Nd1 N1 C1 98.7(4) 1_554 . . . ?
O2 Nd1 N1 C1 179.5(4) . . . . ?
O3 Nd1 N1 C1 -114.3(4) 2_665 . . . ?
O1 Nd1 N1 C1 90.1(5) . . . . ?
O11 Nd1 N1 C1 -55.0(5) . . . . ?
O4 Nd1 N1 C1 -64.3(4) 2_665 . . . ?
N2 Nd1 N1 C1 177.3(5) . . . . ?
C20 Nd1 N1 C1 -90.0(4) 2_665 . . . ?
O8 Nd1 N1 C12 -170.7(4) 2_676 . . . ?
O7 Nd1 N1 C12 -84.7(4) 1_554 . . . ?
O2 Nd1 N1 C12 -3.8(4) . . . . ?
O3 Nd1 N1 C12 62.4(4) 2_665 . . . ?
O1 Nd1 N1 C12 -93.2(4) . . . . ?
O11 Nd1 N1 C12 121.6(4) . . . . ?
O4 Nd1 N1 C12 112.4(4) 2_665 . . . ?
N2 Nd1 N1 C12 -6.0(3) . . . . ?
C20 Nd1 N1 C12 86.7(4) 2_665 . . . ?
O8 Nd1 N2 C10 -150.5(4) 2_676 . . . ?
O7 Nd1 N2 C10 -97.0(4) 1_554 . . . ?
O2 Nd1 N2 C10 5.0(4) . . . . ?
O3 Nd1 N2 C10 86.4(4) 2_665 . . . ?
O1 Nd1 N2 C10 -32.9(4) . . . . ?
O11 Nd1 N2 C10 48.7(4) . . . . ?
O4 Nd1 N2 C10 123.1(4) 2_665 . . . ?
N1 Nd1 N2 C10 -176.6(4) . . . . ?
C20 Nd1 N2 C10 105.0(4) 2_665 . . . ?
O8 Nd1 N2 C11 30.5(4) 2_676 . . . ?
O7 Nd1 N2 C11 84.1(3) 1_554 . . . ?
O2 Nd1 N2 C11 -174.0(4) . . . . ?
O3 Nd1 N2 C11 -92.6(3) 2_665 . . . ?
O1 Nd1 N2 C11 148.2(3) . . . . ?
O11 Nd1 N2 C11 -130.3(3) . . . . ?
O4 Nd1 N2 C11 -55.8(3) 2_665 . . . ?
N1 Nd1 N2 C11 4.5(3) . . . . ?
C20 Nd1 N2 C11 -73.9(3) 2_665 . . . ?
O8 Nd1 O1 C13 -156.7(3) 2_676 . . . ?
O7 Nd1 O1 C13 118.2(3) 1_554 . . . ?
O2 Nd1 O1 C13 6.7(2) . . . . ?
O3 Nd1 O1 C13 -23.6(3) 2_665 . . . ?
O11 Nd1 O1 C13 -76.1(3) . . . . ?
O4 Nd1 O1 C13 -89.9(3) 2_665 . . . ?
N2 Nd1 O1 C13 55.4(3) . . . . ?
N1 Nd1 O1 C13 126.7(3) . . . . ?
C20 Nd1 O1 C13 -53.2(3) 2_665 . . . ?
O8 Nd1 O2 C13 18.1(3) 2_676 . . . ?
O7 Nd1 O2 C13 -70.9(3) 1_554 . . . ?
O3 Nd1 O2 C13 147.9(3) 2_665 . . . ?
O1 Nd1 O2 C13 -6.6(2) . . . . ?
O11 Nd1 O2 C13 70.4(3) . . . . ?
O4 Nd1 O2 C13 120.6(2) 2_665 . . . ?
N2 Nd1 O2 C13 -140.5(3) . . . . ?
N1 Nd1 O2 C13 -142.5(3) . . . . ?
C20 Nd1 O2 C13 135.2(3) 2_665 . . . ?
C12 N1 C1 C2 -3.3(8) . . . . ?
Nd1 N1 C1 C2 173.5(4) . . . . ?
N1 C1 C2 C3 1.8(10) . . . . ?
C1 C2 C3 C4 1.9(10) . . . . ?
C2 C3 C4 C12 -3.7(9) . . . . ?
C2 C3 C4 C5 177.0(6) . . . . ?
C3 C4 C5 C6 -178.2(7) . . . . ?
C12 C4 C5 C6 2.5(10) . . . . ?
C4 C5 C6 C7 -1.3(11) . . . . ?
C5 C6 C7 C8 178.5(6) . . . . ?
C5 C6 C7 C11 -0.8(10) . . . . ?
C11 C7 C8 C9 -0.6(9) . . . . ?
C6 C7 C8 C9 -180.0(6) . . . . ?
C7 C8 C9 C10 -1.0(9) . . . . ?
C11 N2 C10 C9 -0.5(8) . . . . ?
Nd1 N2 C10 C9 -179.4(4) . . . . ?
C8 C9 C10 N2 1.7(9) . . . . ?
C10 N2 C11 C7 -1.3(7) . . . . ?
Nd1 N2 C11 C7 177.7(4) . . . . ?
C10 N2 C11 C12 178.1(5) . . . . ?
Nd1 N2 C11 C12 -2.9(6) . . . . ?
C8 C7 C11 N2 1.9(8) . . . . ?
C6 C7 C11 N2 -178.8(5) . . . . ?
C8 C7 C11 C12 -177.6(5) . . . . ?
C6 C7 C11 C12 1.8(8) . . . . ?
C1 N1 C12 C4 1.2(8) . . . . ?
Nd1 N1 C12 C4 -175.6(4) . . . . ?
C1 N1 C12 C11 -175.8(5) . . . . ?
Nd1 N1 C12 C11 7.4(6) . . . . ?
C3 C4 C12 N1 2.2(8) . . . . ?
C5 C4 C12 N1 -178.4(5) . . . . ?
C3 C4 C12 C11 179.2(5) . . . . ?
C5 C4 C12 C11 -1.4(8) . . . . ?
N2 C11 C12 N1 -3.0(7) . . . . ?
C7 C11 C12 N1 176.5(5) . . . . ?
N2 C11 C12 C4 179.9(4) . . . . ?
C7 C11 C12 C4 -0.6(7) . . . . ?
Nd1 O1 C13 O2 -12.3(5) . . . . ?
Nd1 O1 C13 C14 168.4(4) . . . . ?
Nd1 O2 C13 O1 12.6(5) . . . . ?
Nd1 O2 C13 C14 -168.1(3) . . . . ?
O1 C13 C14 C15 25.7(6) . . . . ?
O2 C13 C14 C15 -153.7(4) . . . . ?
O1 C13 C14 C19 -156.1(4) . . . . ?
O2 C13 C14 C19 24.6(6) . . . . ?
C19 C14 C15 C16 -3.4(6) . . . . ?
C13 C14 C15 C16 175.0(4) . . . . ?
C14 C15 C16 C17 -2.3(7) . . . . ?
C14 C15 C16 S1 174.8(3) . . . . ?
O10 S1 C16 C15 23.3(4) . . . . ?
O9 S1 C16 C15 155.3(3) . . . . ?
C24 S1 C16 C15 -90.1(4) . . . . ?
O10 S1 C16 C17 -159.6(4) . . . . ?
O9 S1 C16 C17 -27.6(4) . . . . ?
C24 S1 C16 C17 87.0(4) . . . . ?
C15 C16 C17 C18 4.1(7) . . . . ?
S1 C16 C17 C18 -172.9(4) . . . . ?
C16 C17 C18 C19 -0.3(7) . . . . ?
C17 C18 C19 C14 -5.4(7) . . . . ?
C17 C18 C19 C20 165.1(4) . . . . ?
C15 C14 C19 C18 7.1(6) . . . . ?
C13 C14 C19 C18 -171.1(4) . . . . ?
C15 C14 C19 C20 -162.8(4) . . . . ?
C13 C14 C19 C20 19.0(7) . . . . ?
Nd1 O4 C20 O3 0.3(4) 2_665 . . . ?
Nd1 O4 C20 C19 -173.5(4) 2_665 . . . ?
Nd1 O3 C20 O4 -0.3(5) 2_665 . . . ?
Nd1 O3 C20 C19 173.6(3) 2_665 . . . ?
C18 C19 C20 O4 45.6(6) . . . . ?
C14 C19 C20 O4 -144.3(4) . . . . ?
C18 C19 C20 O3 -128.5(5) . . . . ?
C14 C19 C20 O3 41.5(6) . . . . ?
C18 C19 C20 Nd1 -73(3) . . . 2_665 ?
C14 C19 C20 Nd1 97(3) . . . 2_665 ?
O5 C21 C22 C23 40.7(7) . . . . ?
O6 C21 C22 C23 -133.9(5) . . . . ?
O5 C21 C22 C27 -143.5(6) . . . . ?
O6 C21 C22 C27 41.9(7) . . . . ?
C27 C22 C23 C24 1.4(7) . . . . ?
C21 C22 C23 C24 177.4(4) . . . . ?
C22 C23 C24 C25 0.5(7) . . . . ?
C22 C23 C24 S1 -175.4(3) . . . . ?
O10 S1 C24 C23 136.0(4) . . . . ?
O9 S1 C24 C23 5.0(4) . . . . ?
C16 S1 C24 C23 -110.4(4) . . . . ?
O10 S1 C24 C25 -39.8(5) . . . . ?
O9 S1 C24 C25 -170.8(4) . . . . ?
C16 S1 C24 C25 73.8(4) . . . . ?
C23 C24 C25 C26 -1.3(7) . . . . ?
S1 C24 C25 C26 174.5(4) . . . . ?
C24 C25 C26 C27 0.2(8) . . . . ?
C25 C26 C27 C22 1.6(7) . . . . ?
C25 C26 C27 C28 -179.2(4) . . . . ?
C23 C22 C27 C26 -2.4(7) . . . . ?
C21 C22 C27 C26 -178.1(4) . . . . ?
C23 C22 C27 C28 178.5(4) . . . . ?
C21 C22 C27 C28 2.8(7) . . . . ?
Nd1 O7 C28 O8 -83.7(9) 1_556 . . . ?
Nd1 O7 C28 C27 95.2(7) 1_556 . . . ?
Nd1 O8 C28 O7 16.3(12) 2_676 . . . ?
Nd1 O8 C28 C27 -162.6(6) 2_676 . . . ?
C26 C27 C28 O7 -127.2(5) . . . . ?
C22 C27 C28 O7 51.9(6) . . . . ?
C26 C27 C28 O8 51.8(6) . . . . ?
C22 C27 C28 O8 -129.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.106
####################################################################### 
# 
# 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_nw2057_0m
_database_code_depnum_ccdc_archive 'CCDC 1489397'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H38 Eu2 N4 O25 S2'
_chemical_formula_weight         1534.94

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'
Eu Eu -0.1578 3.6682 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.6041(15)
_cell_length_b                   11.5157(17)
_cell_length_c                   12.0048(17)
_cell_angle_alpha                108.843(2)
_cell_angle_beta                 105.804(2)
_cell_angle_gamma                90.751(2)
_cell_volume                     1326.7(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2271
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      23.85

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             760
_exptl_absorpt_coefficient_mu    2.519
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6644
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4619
_reflns_number_gt                4075
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0248P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4619
_refine_ls_number_parameters     419
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0674
_refine_ls_wR_factor_gt          0.0642
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.001
_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
Eu1 Eu 0.50478(2) -0.252904(19) 0.46394(2) 0.01678(8) Uani 1 1 d . . .
S1 S 1.01335(11) 0.20016(11) 1.17912(10) 0.0234(3) Uani 1 1 d . . .
N1 N 0.5900(4) -0.1942(3) 0.3021(3) 0.0274(9) Uani 1 1 d . . .
N2 N 0.3763(4) -0.3629(3) 0.2305(3) 0.0232(9) Uani 1 1 d . . .
O1 O 0.6361(3) -0.0757(3) 0.6049(3) 0.0314(8) Uani 1 1 d . . .
O2 O 0.6354(3) 0.1145(3) 0.5972(3) 0.0288(8) Uani 1 1 d . . .
O3 O 0.9190(3) 0.1081(3) 0.6272(3) 0.0320(8) Uani 1 1 d . . .
H3 H 0.9561 0.1326 0.5860 0.048 Uiso 1 1 calc R . .
O4 O 0.9942(4) 0.2965(3) 0.7642(3) 0.0480(11) Uani 1 1 d . . .
O5 O 0.7443(3) 0.6900(3) 1.4851(3) 0.0311(8) Uani 1 1 d . . .
O6 O 0.5804(3) 0.5429(3) 1.3820(3) 0.0267(7) Uani 1 1 d . . .
O7 O 0.6669(3) 0.3938(3) 1.5357(3) 0.0268(7) Uani 1 1 d . . .
O8 O 0.6437(3) 0.2076(3) 1.4002(3) 0.0344(8) Uani 1 1 d . . .
O9 O 1.1376(3) 0.2561(3) 1.1830(3) 0.0320(8) Uani 1 1 d . . .
O10 O 1.0086(3) 0.0921(3) 1.2139(3) 0.0336(8) Uani 1 1 d . . .
C1 C 0.6903(5) -0.1093(4) 0.3344(5) 0.0343(12) Uani 1 1 d . . .
H1 H 0.7246 -0.0627 0.4173 0.041 Uiso 1 1 calc R . .
C2 C 0.7480(5) -0.0854(5) 0.2515(6) 0.0429(14) Uani 1 1 d . . .
H2 H 0.8202 -0.0260 0.2796 0.052 Uiso 1 1 calc R . .
C3 C 0.6980(6) -0.1493(5) 0.1300(6) 0.0471(15) Uani 1 1 d . . .
H3A H 0.7368 -0.1357 0.0739 0.057 Uiso 1 1 calc R . .
C4 C 0.5872(5) -0.2361(5) 0.0894(5) 0.0395(13) Uani 1 1 d . . .
C5 C 0.5234(6) -0.3045(6) -0.0385(5) 0.0544(17) Uani 1 1 d . . .
H5 H 0.5584 -0.2938 -0.0981 0.065 Uiso 1 1 calc R . .
C6 C 0.4148(7) -0.3829(6) -0.0733(5) 0.0556(17) Uani 1 1 d . . .
H6 H 0.3741 -0.4236 -0.1567 0.067 Uiso 1 1 calc R . .
C7 C 0.3603(6) -0.4056(5) 0.0141(5) 0.0402(14) Uani 1 1 d . . .
C8 C 0.2456(6) -0.4875(5) -0.0171(5) 0.0494(16) Uani 1 1 d . . .
H8 H 0.2019 -0.5304 -0.0994 0.059 Uiso 1 1 calc R . .
C9 C 0.1994(5) -0.5037(5) 0.0709(5) 0.0434(14) Uani 1 1 d . . .
H9 H 0.1226 -0.5558 0.0501 0.052 Uiso 1 1 calc R . .
C10 C 0.2678(5) -0.4415(4) 0.1937(5) 0.0331(12) Uani 1 1 d . . .
H10 H 0.2360 -0.4557 0.2537 0.040 Uiso 1 1 calc R . .
C11 C 0.4212(4) -0.3443(4) 0.1417(4) 0.0249(11) Uani 1 1 d . . .
C12 C 0.5352(5) -0.2567(4) 0.1784(4) 0.0258(11) Uani 1 1 d . . .
C13 C 0.6689(4) 0.0382(4) 0.6503(4) 0.0199(10) Uani 1 1 d . . .
C14 C 0.7564(4) 0.0838(4) 0.7823(4) 0.0198(10) Uani 1 1 d . . .
C15 C 0.7149(5) 0.0519(4) 0.8688(4) 0.0287(11) Uani 1 1 d . . .
H15 H 0.6350 0.0032 0.8445 0.034 Uiso 1 1 calc R . .
C16 C 0.7892(5) 0.0905(4) 0.9908(4) 0.0294(11) Uani 1 1 d . . .
H16 H 0.7596 0.0690 1.0484 0.035 Uiso 1 1 calc R . .
C17 C 0.9091(4) 0.1622(4) 1.0258(4) 0.0201(10) Uani 1 1 d . . .
C18 C 0.9513(4) 0.1972(4) 0.9418(4) 0.0213(10) Uani 1 1 d . . .
H18 H 1.0309 0.2466 0.9670 0.026 Uiso 1 1 calc R . .
C19 C 0.8755(4) 0.1591(4) 0.8187(4) 0.0195(10) Uani 1 1 d . . .
C20 C 0.9338(4) 0.1960(4) 0.7336(4) 0.0250(11) Uani 1 1 d . . .
C21 C 0.7012(5) 0.5780(4) 1.4244(4) 0.0217(10) Uani 1 1 d . . .
C22 C 0.7963(4) 0.4872(4) 1.3892(4) 0.0190(10) Uani 1 1 d . . .
C23 C 0.8928(4) 0.5231(4) 1.3454(4) 0.0248(11) Uani 1 1 d . . .
H23 H 0.9103 0.6061 1.3569 0.030 Uiso 1 1 calc R . .
C24 C 0.9641(4) 0.4376(4) 1.2848(4) 0.0257(11) Uani 1 1 d . . .
H24 H 1.0287 0.4625 1.2555 0.031 Uiso 1 1 calc R . .
C25 C 0.9368(4) 0.3137(4) 1.2688(4) 0.0218(10) Uani 1 1 d . . .
C26 C 0.8464(4) 0.2781(4) 1.3191(4) 0.0215(10) Uani 1 1 d . . .
H26 H 0.8320 0.1955 1.3110 0.026 Uiso 1 1 calc R . .
C27 C 0.7777(4) 0.3635(4) 1.3809(4) 0.0205(10) Uani 1 1 d . . .
C28 C 0.6905(4) 0.3183(4) 1.4429(4) 0.0243(10) Uani 1 1 d . . .
O11 O 0.5915(3) -0.3223(3) 0.6473(3) 0.0319(8) Uani 1 1 d D . .
H11A H 0.563(5) -0.393(3) 0.643(5) 0.038 Uiso 1 1 d D . .
H11B H 0.669(2) -0.297(4) 0.693(4) 0.038 Uiso 1 1 d D . .
O12 O 0.0422(3) 0.1515(3) 0.4834(3) 0.0358(9) Uani 1 1 d D . .
H12A H 0.103(4) 0.210(3) 0.508(5) 0.043 Uiso 1 1 d D . .
H12B H 0.048(5) 0.088(3) 0.428(4) 0.043 Uiso 1 1 d D . .
O13 O 0.444(3) 0.910(3) 0.860(3) 0.393(18) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.320(3) . ?
Eu1 O2 2.348(3) 2_656 ?
Eu1 O7 2.425(3) 2_657 ?
Eu1 O6 2.475(3) 1_544 ?
Eu1 O8 2.506(3) 2_657 ?
Eu1 O11 2.527(3) . ?
Eu1 O5 2.597(3) 1_544 ?
Eu1 N1 2.615(4) . ?
Eu1 N2 2.626(4) . ?
Eu1 C28 2.805(4) 2_657 ?
Eu1 C21 2.898(4) 1_544 ?
S1 O10 1.440(3) . ?
S1 O9 1.441(3) . ?
S1 C25 1.768(4) . ?
S1 C17 1.778(4) . ?
N1 C1 1.319(6) . ?
N1 C12 1.375(5) . ?
N2 C10 1.332(5) . ?
N2 C11 1.353(6) . ?
O1 C13 1.249(5) . ?
O2 C13 1.245(5) . ?
O2 Eu1 2.348(3) 2_656 ?
O3 C20 1.316(5) . ?
O3 H3 0.8200 . ?
O4 C20 1.209(5) . ?
O5 C21 1.264(5) . ?
O5 Eu1 2.597(3) 1_566 ?
O6 C21 1.249(5) . ?
O6 Eu1 2.475(3) 1_566 ?
O7 C28 1.262(5) . ?
O7 Eu1 2.425(3) 2_657 ?
O8 C28 1.248(5) . ?
O8 Eu1 2.506(3) 2_657 ?
C1 C2 1.394(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.351(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(7) . ?
C3 H3A 0.9300 . ?
C4 C12 1.408(7) . ?
C4 C5 1.441(7) . ?
C5 C6 1.335(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.416(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.415(7) . ?
C7 C11 1.419(6) . ?
C8 C9 1.341(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.437(6) . ?
C13 C14 1.516(6) . ?
C14 C15 1.378(6) . ?
C14 C19 1.401(6) . ?
C15 C16 1.380(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.390(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(6) . ?
C18 C19 1.395(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.491(6) . ?
C21 C22 1.504(6) . ?
C21 Eu1 2.898(4) 1_566 ?
C22 C23 1.384(6) . ?
C22 C27 1.403(6) . ?
C23 C24 1.388(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.392(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(6) . ?
C26 C27 1.375(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.515(6) . ?
C28 Eu1 2.805(4) 2_657 ?
O11 H11A 0.839(19) . ?
O11 H11B 0.843(19) . ?
O12 H12A 0.845(19) . ?
O12 H12B 0.831(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Eu1 O2 84.46(11) . 2_656 ?
O1 Eu1 O7 135.94(11) . 2_657 ?
O2 Eu1 O7 96.30(11) 2_656 2_657 ?
O1 Eu1 O6 126.17(11) . 1_544 ?
O2 Eu1 O6 141.85(10) 2_656 1_544 ?
O7 Eu1 O6 77.37(10) 2_657 1_544 ?
O1 Eu1 O8 85.94(11) . 2_657 ?
O2 Eu1 O8 73.72(11) 2_656 2_657 ?
O7 Eu1 O8 52.86(10) 2_657 2_657 ?
O6 Eu1 O8 124.61(10) 1_544 2_657 ?
O1 Eu1 O11 79.26(11) . . ?
O2 Eu1 O11 139.92(11) 2_656 . ?
O7 Eu1 O11 72.16(11) 2_657 . ?
O6 Eu1 O11 74.50(11) 1_544 . ?
O8 Eu1 O11 68.83(12) 2_657 . ?
O1 Eu1 O5 75.65(10) . 1_544 ?
O2 Eu1 O5 141.19(11) 2_656 1_544 ?
O7 Eu1 O5 121.17(10) 2_657 1_544 ?
O6 Eu1 O5 51.20(9) 1_544 1_544 ?
O8 Eu1 O5 135.90(11) 2_657 1_544 ?
O11 Eu1 O5 68.54(11) . 1_544 ?
O1 Eu1 N1 84.83(11) . . ?
O2 Eu1 N1 73.84(11) 2_656 . ?
O7 Eu1 N1 137.82(11) 2_657 . ?
O6 Eu1 N1 85.81(11) 1_544 . ?
O8 Eu1 N1 146.95(11) 2_657 . ?
O11 Eu1 N1 139.48(12) . . ?
O5 Eu1 N1 71.49(11) 1_544 . ?
O1 Eu1 N2 144.13(11) . . ?
O2 Eu1 N2 73.00(11) 2_656 . ?
O7 Eu1 N2 75.34(11) 2_657 . ?
O6 Eu1 N2 68.99(11) 1_544 . ?
O8 Eu1 N2 112.88(11) 2_657 . ?
O11 Eu1 N2 135.25(11) . . ?
O5 Eu1 N2 105.00(11) 1_544 . ?
N1 Eu1 N2 62.52(11) . . ?
O1 Eu1 C28 110.28(12) . 2_657 ?
O2 Eu1 C28 86.78(12) 2_656 2_657 ?
O7 Eu1 C28 26.67(11) 2_657 2_657 ?
O6 Eu1 C28 100.24(12) 1_544 2_657 ?
O8 Eu1 C28 26.43(11) 2_657 2_657 ?
O11 Eu1 C28 65.55(12) . 2_657 ?
O5 Eu1 C28 131.23(12) 1_544 2_657 ?
N1 Eu1 C28 154.38(13) . 2_657 ?
N2 Eu1 C28 96.20(12) . 2_657 ?
O1 Eu1 C21 101.13(12) . 1_544 ?
O2 Eu1 C21 150.53(11) 2_656 1_544 ?
O7 Eu1 C21 99.18(11) 2_657 1_544 ?
O6 Eu1 C21 25.35(11) 1_544 1_544 ?
O8 Eu1 C21 135.14(12) 2_657 1_544 ?
O11 Eu1 C21 69.19(12) . 1_544 ?
O5 Eu1 C21 25.85(11) 1_544 1_544 ?
N1 Eu1 C21 77.85(12) . 1_544 ?
N2 Eu1 C21 86.86(12) . 1_544 ?
C28 Eu1 C21 117.26(13) 2_657 1_544 ?
O10 S1 O9 120.2(2) . . ?
O10 S1 C25 108.0(2) . . ?
O9 S1 C25 108.6(2) . . ?
O10 S1 C17 107.5(2) . . ?
O9 S1 C17 106.8(2) . . ?
C25 S1 C17 104.7(2) . . ?
C1 N1 C12 117.2(4) . . ?
C1 N1 Eu1 122.3(3) . . ?
C12 N1 Eu1 120.4(3) . . ?
C10 N2 C11 117.1(4) . . ?
C10 N2 Eu1 122.4(3) . . ?
C11 N2 Eu1 120.5(3) . . ?
C13 O1 Eu1 154.1(3) . . ?
C13 O2 Eu1 154.0(3) . 2_656 ?
C20 O3 H3 109.5 . . ?
C21 O5 Eu1 90.5(3) . 1_566 ?
C21 O6 Eu1 96.6(3) . 1_566 ?
C28 O7 Eu1 93.7(3) . 2_657 ?
C28 O8 Eu1 90.3(3) . 2_657 ?
N1 C1 C2 123.9(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 119.4(5) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.4(5) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
C3 C4 C12 118.1(5) . . ?
C3 C4 C5 123.4(5) . . ?
C12 C4 C5 118.5(5) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 121.5(5) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 124.0(5) . . ?
C8 C7 C11 116.0(5) . . ?
C6 C7 C11 120.0(5) . . ?
C9 C8 C7 120.6(5) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 119.1(5) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 123.8(5) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
N2 C11 C7 123.3(4) . . ?
N2 C11 C12 118.4(4) . . ?
C7 C11 C12 118.3(4) . . ?
N1 C12 C4 121.8(4) . . ?
N1 C12 C11 117.7(4) . . ?
C4 C12 C11 120.5(4) . . ?
O2 C13 O1 125.9(4) . . ?
O2 C13 C14 119.0(4) . . ?
O1 C13 C14 115.1(4) . . ?
C15 C14 C19 119.6(4) . . ?
C15 C14 C13 118.3(4) . . ?
C19 C14 C13 122.0(4) . . ?
C14 C15 C16 121.5(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 118.7(4) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 S1 119.8(3) . . ?
C16 C17 S1 119.2(3) . . ?
C17 C18 C19 120.4(4) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 118.9(4) . . ?
C18 C19 C20 116.2(4) . . ?
C14 C19 C20 124.8(4) . . ?
O4 C20 O3 124.2(4) . . ?
O4 C20 C19 121.7(4) . . ?
O3 C20 C19 114.0(4) . . ?
O6 C21 O5 121.7(4) . . ?
O6 C21 C22 118.6(4) . . ?
O5 C21 C22 119.3(4) . . ?
O6 C21 Eu1 58.0(2) . 1_566 ?
O5 C21 Eu1 63.7(2) . 1_566 ?
C22 C21 Eu1 173.8(3) . 1_566 ?
C23 C22 C27 119.1(4) . . ?
C23 C22 C21 117.8(4) . . ?
C27 C22 C21 122.3(4) . . ?
C22 C23 C24 121.4(4) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C25 118.4(4) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C26 C25 C24 120.5(4) . . ?
C26 C25 S1 119.5(3) . . ?
C24 C25 S1 119.9(3) . . ?
C27 C26 C25 120.6(4) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C22 119.6(4) . . ?
C26 C27 C28 116.9(4) . . ?
C22 C27 C28 123.4(4) . . ?
O8 C28 O7 122.0(4) . . ?
O8 C28 C27 118.9(4) . . ?
O7 C28 C27 119.0(4) . . ?
O8 C28 Eu1 63.3(2) . 2_657 ?
O7 C28 Eu1 59.6(2) . 2_657 ?
C27 C28 Eu1 170.3(3) . 2_657 ?
Eu1 O11 H11A 118(4) . . ?
Eu1 O11 H11B 120(4) . . ?
H11A O11 H11B 115(5) . . ?
H12A O12 H12B 117(5) . . ?

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
O1 Eu1 N1 C1 12.8(4) . . . . ?
O2 Eu1 N1 C1 98.5(4) 2_656 . . . ?
O7 Eu1 N1 C1 179.9(3) 2_657 . . . ?
O6 Eu1 N1 C1 -114.2(4) 1_544 . . . ?
O8 Eu1 N1 C1 87.1(4) 2_657 . . . ?
O11 Eu1 N1 C1 -54.0(4) . . . . ?
O5 Eu1 N1 C1 -63.8(3) 1_544 . . . ?
N2 Eu1 N1 C1 177.4(4) . . . . ?
C28 Eu1 N1 C1 140.8(4) 2_657 . . . ?
C21 Eu1 N1 C1 -89.8(4) 1_544 . . . ?
O1 Eu1 N1 C12 -170.8(3) . . . . ?
O2 Eu1 N1 C12 -85.1(3) 2_656 . . . ?
O7 Eu1 N1 C12 -3.7(4) 2_657 . . . ?
O6 Eu1 N1 C12 62.2(3) 1_544 . . . ?
O8 Eu1 N1 C12 -96.5(4) 2_657 . . . ?
O11 Eu1 N1 C12 122.4(3) . . . . ?
O5 Eu1 N1 C12 112.6(3) 1_544 . . . ?
N2 Eu1 N1 C12 -6.2(3) . . . . ?
C28 Eu1 N1 C12 -42.8(5) 2_657 . . . ?
C21 Eu1 N1 C12 86.6(3) 1_544 . . . ?
O1 Eu1 N2 C10 -150.0(3) . . . . ?
O2 Eu1 N2 C10 -96.5(4) 2_656 . . . ?
O7 Eu1 N2 C10 4.9(3) 2_657 . . . ?
O6 Eu1 N2 C10 86.8(3) 1_544 . . . ?
O8 Eu1 N2 C10 -33.1(4) 2_657 . . . ?
O11 Eu1 N2 C10 49.4(4) . . . . ?
O5 Eu1 N2 C10 123.8(3) 1_544 . . . ?
N1 Eu1 N2 C10 -176.8(4) . . . . ?
C28 Eu1 N2 C10 -11.8(4) 2_657 . . . ?
C21 Eu1 N2 C10 105.3(3) 1_544 . . . ?
O1 Eu1 N2 C11 32.1(4) . . . . ?
O2 Eu1 N2 C11 85.6(3) 2_656 . . . ?
O7 Eu1 N2 C11 -173.0(3) 2_657 . . . ?
O6 Eu1 N2 C11 -91.1(3) 1_544 . . . ?
O8 Eu1 N2 C11 149.0(3) 2_657 . . . ?
O11 Eu1 N2 C11 -128.5(3) . . . . ?
O5 Eu1 N2 C11 -54.1(3) 1_544 . . . ?
N1 Eu1 N2 C11 5.3(3) . . . . ?
C28 Eu1 N2 C11 170.3(3) 2_657 . . . ?
C21 Eu1 N2 C11 -72.6(3) 1_544 . . . ?
O2 Eu1 O1 C13 -9.7(7) 2_656 . . . ?
O7 Eu1 O1 C13 -103.1(7) 2_657 . . . ?
O6 Eu1 O1 C13 145.4(7) 1_544 . . . ?
O8 Eu1 O1 C13 -83.8(7) 2_657 . . . ?
O11 Eu1 O1 C13 -153.0(7) . . . . ?
O5 Eu1 O1 C13 136.7(7) 1_544 . . . ?
N1 Eu1 O1 C13 64.5(7) . . . . ?
N2 Eu1 O1 C13 40.8(8) . . . . ?
C28 Eu1 O1 C13 -94.2(7) 2_657 . . . ?
C21 Eu1 O1 C13 141.0(7) 1_544 . . . ?
C12 N1 C1 C2 -4.1(7) . . . . ?
Eu1 N1 C1 C2 172.4(4) . . . . ?
N1 C1 C2 C3 1.8(8) . . . . ?
C1 C2 C3 C4 1.6(8) . . . . ?
C2 C3 C4 C12 -2.5(8) . . . . ?
C2 C3 C4 C5 177.1(6) . . . . ?
C3 C4 C5 C6 -177.4(6) . . . . ?
C12 C4 C5 C6 2.1(9) . . . . ?
C4 C5 C6 C7 -2.2(10) . . . . ?
C5 C6 C7 C8 179.9(6) . . . . ?
C5 C6 C7 C11 -0.1(9) . . . . ?
C6 C7 C8 C9 -179.7(6) . . . . ?
C11 C7 C8 C9 0.3(8) . . . . ?
C7 C8 C9 C10 -1.8(9) . . . . ?
C11 N2 C10 C9 -0.4(7) . . . . ?
Eu1 N2 C10 C9 -178.3(4) . . . . ?
C8 C9 C10 N2 1.9(8) . . . . ?
C10 N2 C11 C7 -1.3(7) . . . . ?
Eu1 N2 C11 C7 176.7(4) . . . . ?
C10 N2 C11 C12 177.8(4) . . . . ?
Eu1 N2 C11 C12 -4.2(5) . . . . ?
C8 C7 C11 N2 1.3(7) . . . . ?
C6 C7 C11 N2 -178.7(5) . . . . ?
C8 C7 C11 C12 -177.8(4) . . . . ?
C6 C7 C11 C12 2.2(7) . . . . ?
C1 N1 C12 C4 3.1(7) . . . . ?
Eu1 N1 C12 C4 -173.5(4) . . . . ?
C1 N1 C12 C11 -176.5(4) . . . . ?
Eu1 N1 C12 C11 6.9(5) . . . . ?
C3 C4 C12 N1 0.1(7) . . . . ?
C5 C4 C12 N1 -179.4(5) . . . . ?
C3 C4 C12 C11 179.7(5) . . . . ?
C5 C4 C12 C11 0.1(7) . . . . ?
N2 C11 C12 N1 -1.8(6) . . . . ?
C7 C11 C12 N1 177.3(4) . . . . ?
N2 C11 C12 C4 178.7(4) . . . . ?
C7 C11 C12 C4 -2.2(7) . . . . ?
Eu1 O2 C13 O1 88.1(8) 2_656 . . . ?
Eu1 O2 C13 C14 -91.3(7) 2_656 . . . ?
Eu1 O1 C13 O2 -19.4(10) . . . . ?
Eu1 O1 C13 C14 160.1(5) . . . . ?
O2 C13 C14 C15 126.0(5) . . . . ?
O1 C13 C14 C15 -53.5(5) . . . . ?
O2 C13 C14 C19 -52.4(6) . . . . ?
O1 C13 C14 C19 128.0(4) . . . . ?
C19 C14 C15 C16 -1.3(7) . . . . ?
C13 C14 C15 C16 -179.7(4) . . . . ?
C14 C15 C16 C17 -0.6(7) . . . . ?
C15 C16 C17 C18 1.9(7) . . . . ?
C15 C16 C17 S1 -174.0(4) . . . . ?
O10 S1 C17 C18 -135.6(4) . . . . ?
O9 S1 C17 C18 -5.3(4) . . . . ?
C25 S1 C17 C18 109.8(4) . . . . ?
O10 S1 C17 C16 40.3(4) . . . . ?
O9 S1 C17 C16 170.6(4) . . . . ?
C25 S1 C17 C16 -74.3(4) . . . . ?
C16 C17 C18 C19 -1.3(7) . . . . ?
S1 C17 C18 C19 174.6(3) . . . . ?
C17 C18 C19 C14 -0.6(6) . . . . ?
C17 C18 C19 C20 -176.5(4) . . . . ?
C15 C14 C19 C18 1.9(6) . . . . ?
C13 C14 C19 C18 -179.7(4) . . . . ?
C15 C14 C19 C20 177.4(4) . . . . ?
C13 C14 C19 C20 -4.2(7) . . . . ?
C18 C19 C20 O4 -39.3(7) . . . . ?
C14 C19 C20 O4 145.0(5) . . . . ?
C18 C19 C20 O3 137.4(4) . . . . ?
C14 C19 C20 O3 -38.2(6) . . . . ?
Eu1 O6 C21 O5 -1.3(5) 1_566 . . . ?
Eu1 O6 C21 C22 -174.0(3) 1_566 . . . ?
Eu1 O5 C21 O6 1.2(4) 1_566 . . . ?
Eu1 O5 C21 C22 173.9(3) 1_566 . . . ?
O6 C21 C22 C23 129.5(5) . . . . ?
O5 C21 C22 C23 -43.4(6) . . . . ?
Eu1 C21 C22 C23 74(3) 1_566 . . . ?
O6 C21 C22 C27 -40.2(6) . . . . ?
O5 C21 C22 C27 146.9(4) . . . . ?
Eu1 C21 C22 C27 -96(3) 1_566 . . . ?
C27 C22 C23 C24 5.2(7) . . . . ?
C21 C22 C23 C24 -164.8(4) . . . . ?
C22 C23 C24 C25 -0.2(7) . . . . ?
C23 C24 C25 C26 -4.0(7) . . . . ?
C23 C24 C25 S1 173.8(4) . . . . ?
O10 S1 C25 C26 -23.3(4) . . . . ?
O9 S1 C25 C26 -155.2(4) . . . . ?
C17 S1 C25 C26 90.9(4) . . . . ?
O10 S1 C25 C24 158.9(4) . . . . ?
O9 S1 C25 C24 27.0(4) . . . . ?
C17 S1 C25 C24 -86.8(4) . . . . ?
C24 C25 C26 C27 3.0(7) . . . . ?
S1 C25 C26 C27 -174.8(3) . . . . ?
C25 C26 C27 C22 2.2(7) . . . . ?
C25 C26 C27 C28 -174.5(4) . . . . ?
C23 C22 C27 C26 -6.2(6) . . . . ?
C21 C22 C27 C26 163.4(4) . . . . ?
C23 C22 C27 C28 170.2(4) . . . . ?
C21 C22 C27 C28 -20.2(7) . . . . ?
Eu1 O8 C28 O7 10.4(5) 2_657 . . . ?
Eu1 O8 C28 C27 -169.3(4) 2_657 . . . ?
Eu1 O7 C28 O8 -10.8(5) 2_657 . . . ?
Eu1 O7 C28 C27 168.9(4) 2_657 . . . ?
C26 C27 C28 O8 -27.4(6) . . . . ?
C22 C27 C28 O8 156.0(4) . . . . ?
C26 C27 C28 O7 152.9(4) . . . . ?
C22 C27 C28 O7 -23.7(7) . . . . ?
C26 C27 C28 Eu1 -128.1(17) . . . 2_657 ?
C22 C27 C28 Eu1 55(2) . . . 2_657 ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.829
_refine_diff_density_rms         0.115
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_nw2065_0m
_database_code_depnum_ccdc_archive 'CCDC 1489398'
_audit_update_record             
;
2016-07-01 deposited with the CCDC.
2016-08-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H19 N2 O12.50 S Tb'
_chemical_formula_weight         774.43

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   10.6026(13)
_cell_length_b                   11.5116(14)
_cell_length_c                   11.9957(15)
_cell_angle_alpha                108.870(2)
_cell_angle_beta                 105.771(2)
_cell_angle_gamma                90.769(2)
_cell_volume                     1325.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2860
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      26.12

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             764
_exptl_absorpt_coefficient_mu    2.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_T_max  0.727
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6694
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4626
_reflns_number_gt                4102
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0363P)²+1.0561P] 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         4626
_refine_ls_number_parameters     419
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0742
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
Tb1 Tb 0.99523(2) -0.24705(2) 0.03610(2) 0.01842(8) Uani 1 1 d . . .
S1 S 0.48641(11) 0.29964(11) 0.32110(10) 0.0217(3) Uani 1 1 d . . .
N1 N 1.1237(4) -0.1367(3) 0.2697(4) 0.0225(9) Uani 1 1 d . . .
N2 N 0.9104(4) -0.3057(4) 0.1984(4) 0.0257(9) Uani 1 1 d . . .
O1 O 0.9195(3) -0.0430(3) 0.1185(3) 0.0250(7) Uani 1 1 d . . .
O2 O 0.7558(3) -0.1897(3) 0.0145(3) 0.0298(8) Uani 1 1 d . . .
O3 O 0.8322(3) 0.1053(3) -0.0359(3) 0.0241(7) Uani 1 1 d . . .
O4 O 0.8565(4) 0.2921(3) 0.0993(3) 0.0336(9) Uani 1 1 d . . .
O5 O 0.8647(3) 0.5755(3) 0.8953(3) 0.0300(8) Uani 1 1 d . . .
O6 O 0.8653(3) 0.3857(3) 0.9028(3) 0.0279(8) Uani 1 1 d . . .
O7 O 0.5806(4) 0.3918(3) 0.8722(3) 0.0319(8) Uani 1 1 d . . .
H7 H 0.5482 0.3659 0.9156 0.048 Uiso 1 1 calc R . .
O8 O 0.5068(4) 0.2034(3) 0.7362(4) 0.0489(11) Uani 1 1 d . . .
O9 O 0.4918(4) 0.4074(3) 0.2864(3) 0.0325(8) Uani 1 1 d . . .
O10 O 0.3622(3) 0.2432(3) 0.3167(3) 0.0317(8) Uani 1 1 d . . .
C1 C 1.2316(5) -0.0592(5) 0.3060(5) 0.0307(12) Uani 1 1 d . . .
H1 H 1.2633 -0.0455 0.2458 0.037 Uiso 1 1 calc R . .
C2 C 1.3009(6) 0.0031(5) 0.4288(5) 0.0435(15) Uani 1 1 d . . .
H2 H 1.3778 0.0549 0.4491 0.052 Uiso 1 1 calc R . .
C3 C 1.2548(6) -0.0127(5) 0.5183(5) 0.0453(16) Uani 1 1 d . . .
H3 H 1.2981 0.0300 0.6008 0.054 Uiso 1 1 calc R . .
C4 C 1.1402(6) -0.0948(5) 0.4845(5) 0.0376(13) Uani 1 1 d . . .
C5 C 1.0853(7) -0.1163(6) 0.5728(5) 0.0530(17) Uani 1 1 d . . .
H5 H 1.1251 -0.0739 0.6561 0.064 Uiso 1 1 calc R . .
C6 C 0.9771(7) -0.1965(7) 0.5382(5) 0.0532(17) Uani 1 1 d . . .
H6 H 0.9430 -0.2087 0.5978 0.064 Uiso 1 1 calc R . .
C7 C 0.9144(6) -0.2627(5) 0.4121(5) 0.0361(13) Uani 1 1 d . . .
C8 C 0.8011(6) -0.3504(6) 0.3697(6) 0.0456(15) Uani 1 1 d . . .
H8 H 0.7615 -0.3637 0.4255 0.055 Uiso 1 1 calc R . .
C9 C 0.7518(6) -0.4134(6) 0.2497(6) 0.0447(15) Uani 1 1 d . . .
H9 H 0.6794 -0.4725 0.2220 0.054 Uiso 1 1 calc R . .
C10 C 0.8090(5) -0.3908(5) 0.1652(5) 0.0350(13) Uani 1 1 d . . .
H10 H 0.7744 -0.4375 0.0822 0.042 Uiso 1 1 calc R . .
C11 C 0.9636(5) -0.2437(5) 0.3205(4) 0.0270(11) Uani 1 1 d . . .
C12 C 1.0782(5) -0.1553(4) 0.3587(4) 0.0249(11) Uani 1 1 d . . .
C13 C 0.7979(5) -0.0784(4) 0.0753(4) 0.0195(10) Uani 1 1 d . . .
C14 C 0.7033(4) 0.0131(4) 0.1104(4) 0.0197(10) Uani 1 1 d . . .
C15 C 0.6072(5) -0.0233(4) 0.1546(4) 0.0225(10) Uani 1 1 d . . .
H15 H 0.5900 -0.1065 0.1432 0.027 Uiso 1 1 calc R . .
C16 C 0.5361(5) 0.0625(4) 0.2156(4) 0.0256(11) Uani 1 1 d . . .
H16 H 0.4719 0.0377 0.2454 0.031 Uiso 1 1 calc R . .
C17 C 0.5630(4) 0.1855(4) 0.2312(4) 0.0199(10) Uani 1 1 d . . .
C18 C 0.6528(4) 0.2222(4) 0.1808(4) 0.0196(10) Uani 1 1 d . . .
H18 H 0.6669 0.3049 0.1893 0.023 Uiso 1 1 calc R . .
C19 C 0.7221(4) 0.1361(4) 0.1176(4) 0.0190(10) Uani 1 1 d . . .
C20 C 0.8097(5) 0.1816(4) 0.0577(4) 0.0227(10) Uani 1 1 d . . .
C21 C 0.8320(4) 0.4615(4) 0.8501(4) 0.0182(10) Uani 1 1 d . . .
C22 C 0.7436(4) 0.4154(4) 0.7180(4) 0.0180(9) Uani 1 1 d . . .
C23 C 0.7866(5) 0.4478(5) 0.6312(4) 0.0272(11) Uani 1 1 d . . .
H23 H 0.8672 0.4955 0.6554 0.033 Uiso 1 1 calc R . .
C24 C 0.7108(5) 0.4099(5) 0.5093(4) 0.0264(11) Uani 1 1 d . . .
H24 H 0.7399 0.4322 0.4519 0.032 Uiso 1 1 calc R . .
C25 C 0.5906(4) 0.3380(4) 0.4733(4) 0.0191(10) Uani 1 1 d . . .
C26 C 0.5486(4) 0.3028(4) 0.5584(4) 0.0200(10) Uani 1 1 d . . .
H26 H 0.4690 0.2536 0.5337 0.024 Uiso 1 1 calc R . .
C27 C 0.6254(4) 0.3408(4) 0.6806(4) 0.0178(10) Uani 1 1 d . . .
C28 C 0.5662(5) 0.3035(4) 0.7663(4) 0.0241(11) Uani 1 1 d . . .
O11 O 0.9091(3) -0.1776(3) -0.1482(3) 0.0305(8) Uani 1 1 d D . .
H11A H 0.935(5) -0.106(2) -0.137(5) 0.037 Uiso 1 1 d D . .
H11B H 0.831(3) -0.201(5) -0.191(4) 0.037 Uiso 1 1 d D . .
O12 O 0.4582(4) 0.3485(4) 0.0173(3) 0.0335(9) Uani 1 1 d D . .
H12B H 0.400(4) 0.290(4) -0.006(5) 0.040 Uiso 1 1 d D . .
H12A H 0.455(6) 0.411(3) 0.076(4) 0.040 Uiso 1 1 d D . .
O13 O 0.062(3) 0.588(3) 0.639(4) 0.360(19) Uani 0.50 1 d P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O5 2.315(3) 1_544 ?
Tb1 O6 2.346(3) 2_756 ?
Tb1 O3 2.437(3) 2_755 ?
Tb1 O1 2.474(3) . ?
Tb1 O4 2.499(3) 2_755 ?
Tb1 O11 2.535(4) . ?
Tb1 O2 2.597(3) . ?
Tb1 N2 2.615(4) . ?
Tb1 N1 2.626(4) . ?
Tb1 C20 2.808(5) 2_755 ?
S1 O9 1.435(4) . ?
S1 O10 1.442(4) . ?
S1 C25 1.765(5) . ?
S1 C17 1.771(5) . ?
N1 C1 1.321(6) . ?
N1 C12 1.358(6) . ?
N2 C10 1.326(6) . ?
N2 C11 1.356(6) . ?
O1 C13 1.259(5) . ?
O2 C13 1.256(5) . ?
O3 C20 1.265(6) . ?
O3 Tb1 2.437(3) 2_755 ?
O4 C20 1.246(6) . ?
O4 Tb1 2.499(3) 2_755 ?
O5 C21 1.250(5) . ?
O5 Tb1 2.315(3) 1_566 ?
O6 C21 1.236(5) . ?
O6 Tb1 2.346(3) 2_756 ?
O7 C28 1.314(6) . ?
O7 H7 0.8200 . ?
O8 C28 1.201(6) . ?
C1 C2 1.392(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.410(8) . ?
C3 H3 0.9300 . ?
C4 C12 1.402(7) . ?
C4 C5 1.421(8) . ?
C5 C6 1.344(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.415(8) . ?
C6 H6 0.9300 . ?
C7 C11 1.412(7) . ?
C7 C8 1.423(8) . ?
C8 C9 1.333(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.444(7) . ?
C13 C14 1.504(6) . ?
C14 C15 1.386(6) . ?
C14 C19 1.399(6) . ?
C15 C16 1.391(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(6) . ?
C18 C19 1.390(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.499(6) . ?
C20 Tb1 2.808(5) 2_755 ?
C21 C22 1.519(6) . ?
C22 C27 1.387(6) . ?
C22 C23 1.392(6) . ?
C23 C24 1.383(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.391(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(6) . ?
C26 C27 1.390(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.504(6) . ?
O11 H11A 0.82(2) . ?
O11 H11B 0.83(2) . ?
O12 H12B 0.82(2) . ?
O12 H12A 0.84(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
O5 Tb1 O6 84.14(12) 1_544 2_756 ?
O5 Tb1 O3 135.90(11) 1_544 2_755 ?
O6 Tb1 O3 96.49(12) 2_756 2_755 ?
O5 Tb1 O1 126.36(11) 1_544 . ?
O6 Tb1 O1 141.79(11) 2_756 . ?
O3 Tb1 O1 77.46(11) 2_755 . ?
O5 Tb1 O4 85.88(12) 1_544 2_755 ?
O6 Tb1 O4 73.85(12) 2_756 2_755 ?
O3 Tb1 O4 52.82(10) 2_755 2_755 ?
O1 Tb1 O4 124.70(11) . 2_755 ?
O5 Tb1 O11 79.39(11) 1_544 . ?
O6 Tb1 O11 139.81(12) 2_756 . ?
O3 Tb1 O11 72.03(11) 2_755 . ?
O1 Tb1 O11 74.75(11) . . ?
O4 Tb1 O11 68.64(12) 2_755 . ?
O5 Tb1 O2 75.84(11) 1_544 . ?
O6 Tb1 O2 141.14(11) 2_756 . ?
O3 Tb1 O2 121.07(10) 2_755 . ?
O1 Tb1 O2 51.15(10) . . ?
O4 Tb1 O2 135.79(12) 2_755 . ?
O11 Tb1 O2 68.60(11) . . ?
O5 Tb1 N2 84.92(12) 1_544 . ?
O6 Tb1 N2 73.62(12) 2_756 . ?
O3 Tb1 N2 137.72(11) 2_755 . ?
O1 Tb1 N2 85.70(12) . . ?
O4 Tb1 N2 146.90(12) 2_755 . ?
O11 Tb1 N2 139.79(12) . . ?
O2 Tb1 N2 71.74(12) . . ?
O5 Tb1 N1 144.12(12) 1_544 . ?
O6 Tb1 N1 73.09(12) 2_756 . ?
O3 Tb1 N1 75.28(11) 2_755 . ?
O1 Tb1 N1 68.86(11) . . ?
O4 Tb1 N1 112.82(12) 2_755 . ?
O11 Tb1 N1 135.21(11) . . ?
O2 Tb1 N1 105.08(12) . . ?
N2 Tb1 N1 62.46(12) . . ?
O5 Tb1 C20 110.12(14) 1_544 2_755 ?
O6 Tb1 C20 87.04(13) 2_756 2_755 ?
O3 Tb1 C20 26.73(12) 2_755 2_755 ?
O1 Tb1 C20 100.34(12) . 2_755 ?
O4 Tb1 C20 26.35(12) 2_755 2_755 ?
O11 Tb1 C20 65.24(12) . 2_755 ?
O2 Tb1 C20 130.98(12) . 2_755 ?
N2 Tb1 C20 154.39(13) . 2_755 ?
N1 Tb1 C20 96.28(13) . 2_755 ?
O9 S1 O10 120.6(2) . . ?
O9 S1 C25 107.1(2) . . ?
O10 S1 C25 107.4(2) . . ?
O9 S1 C17 107.9(2) . . ?
O10 S1 C17 108.2(2) . . ?
C25 S1 C17 104.6(2) . . ?
C1 N1 C12 117.3(4) . . ?
C1 N1 Tb1 122.4(3) . . ?
C12 N1 Tb1 120.3(3) . . ?
C10 N2 C11 117.3(4) . . ?
C10 N2 Tb1 121.9(3) . . ?
C11 N2 Tb1 120.6(3) . . ?
C13 O1 Tb1 96.6(3) . . ?
C13 O2 Tb1 90.9(3) . . ?
C20 O3 Tb1 93.2(3) . 2_755 ?
C20 O4 Tb1 90.8(3) . 2_755 ?
C21 O5 Tb1 154.1(3) . 1_566 ?
C21 O6 Tb1 154.2(3) . 2_756 ?
C28 O7 H7 109.5 . . ?
N1 C1 C2 124.1(5) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C3 C2 C1 119.1(5) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.1(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C12 C4 C3 117.9(5) . . ?
C12 C4 C5 119.6(5) . . ?
C3 C4 C5 122.5(5) . . ?
C6 C5 C4 121.3(6) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 120.8(6) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C11 C7 C6 120.3(5) . . ?
C11 C7 C8 116.2(5) . . ?
C6 C7 C8 123.5(5) . . ?
C9 C8 C7 119.8(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.1(6) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
N2 C10 C9 122.9(5) . . ?
N2 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
N2 C11 C7 123.5(5) . . ?
N2 C11 C12 118.1(4) . . ?
C7 C11 C12 118.4(5) . . ?
N1 C12 C4 122.5(5) . . ?
N1 C12 C11 117.9(4) . . ?
C4 C12 C11 119.6(5) . . ?
O2 C13 O1 121.3(4) . . ?
O2 C13 C14 120.0(4) . . ?
O1 C13 C14 118.3(4) . . ?
C15 C14 C19 119.9(4) . . ?
C15 C14 C13 117.1(4) . . ?
C19 C14 C13 122.3(4) . . ?
C14 C15 C16 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 118.5(4) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C16 C17 C18 121.1(4) . . ?
C16 C17 S1 120.0(3) . . ?
C18 C17 S1 118.9(4) . . ?
C17 C18 C19 120.4(4) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 118.8(4) . . ?
C18 C19 C20 117.1(4) . . ?
C14 C19 C20 124.1(4) . . ?
O4 C20 O3 121.9(4) . . ?
O4 C20 C19 119.9(4) . . ?
O3 C20 C19 118.1(4) . . ?
O4 C20 Tb1 62.8(2) . 2_755 ?
O3 C20 Tb1 60.0(2) . 2_755 ?
C19 C20 Tb1 170.8(3) . 2_755 ?
O6 C21 O5 126.0(4) . . ?
O6 C21 C22 118.8(4) . . ?
O5 C21 C22 115.2(4) . . ?
C27 C22 C23 119.4(4) . . ?
C27 C22 C21 123.1(4) . . ?
C23 C22 C21 117.5(4) . . ?
C24 C23 C22 120.7(4) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.6(4) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 120.2(4) . . ?
C26 C25 S1 119.6(3) . . ?
C24 C25 S1 120.1(3) . . ?
C25 C26 C27 120.1(4) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 120.1(4) . . ?
C22 C27 C28 124.3(4) . . ?
C26 C27 C28 115.4(4) . . ?
O8 C28 O7 124.4(5) . . ?
O8 C28 C27 121.9(4) . . ?
O7 C28 C27 113.7(4) . . ?
Tb1 O11 H11A 115(4) . . ?
Tb1 O11 H11B 118(4) . . ?
H11A O11 H11B 115(6) . . ?
H12B O12 H12A 118(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
O5 Tb1 N1 C1 149.3(3) 1_544 . . . ?
O6 Tb1 N1 C1 96.3(4) 2_756 . . . ?
O3 Tb1 N1 C1 -5.3(4) 2_755 . . . ?
O1 Tb1 N1 C1 -87.3(4) . . . . ?
O4 Tb1 N1 C1 32.7(4) 2_755 . . . ?
O11 Tb1 N1 C1 -49.5(4) . . . . ?
O2 Tb1 N1 C1 -124.1(4) . . . . ?
N2 Tb1 N1 C1 176.3(4) . . . . ?
C20 Tb1 N1 C1 11.4(4) 2_755 . . . ?
O5 Tb1 N1 C12 -32.5(4) 1_544 . . . ?
O6 Tb1 N1 C12 -85.5(3) 2_756 . . . ?
O3 Tb1 N1 C12 172.9(4) 2_755 . . . ?
O1 Tb1 N1 C12 90.9(3) . . . . ?
O4 Tb1 N1 C12 -149.2(3) 2_755 . . . ?
O11 Tb1 N1 C12 128.7(3) . . . . ?
O2 Tb1 N1 C12 54.1(3) . . . . ?
N2 Tb1 N1 C12 -5.5(3) . . . . ?
C20 Tb1 N1 C12 -170.5(3) 2_755 . . . ?
O5 Tb1 N2 C10 -13.3(4) 1_544 . . . ?
O6 Tb1 N2 C10 -98.7(4) 2_756 . . . ?
O3 Tb1 N2 C10 179.8(3) 2_755 . . . ?
O1 Tb1 N2 C10 113.8(4) . . . . ?
O4 Tb1 N2 C10 -87.8(4) 2_755 . . . ?
O11 Tb1 N2 C10 53.6(5) . . . . ?
O2 Tb1 N2 C10 63.4(4) . . . . ?
N1 Tb1 N2 C10 -177.8(4) . . . . ?
C20 Tb1 N2 C10 -141.2(4) 2_755 . . . ?
O5 Tb1 N2 C11 171.1(4) 1_544 . . . ?
O6 Tb1 N2 C11 85.7(4) 2_756 . . . ?
O3 Tb1 N2 C11 4.3(4) 2_755 . . . ?
O1 Tb1 N2 C11 -61.8(4) . . . . ?
O4 Tb1 N2 C11 96.7(4) 2_755 . . . ?
O11 Tb1 N2 C11 -121.9(4) . . . . ?
O2 Tb1 N2 C11 -112.1(4) . . . . ?
N1 Tb1 N2 C11 6.6(3) . . . . ?
C20 Tb1 N2 C11 43.3(5) 2_755 . . . ?
O5 Tb1 O1 C13 9.8(3) 1_544 . . . ?
O6 Tb1 O1 C13 -127.1(3) 2_756 . . . ?
O3 Tb1 O1 C13 148.4(3) 2_755 . . . ?
O4 Tb1 O1 C13 123.5(3) 2_755 . . . ?
O11 Tb1 O1 C13 73.9(3) . . . . ?
O2 Tb1 O1 C13 -0.7(2) . . . . ?
N2 Tb1 O1 C13 -70.6(3) . . . . ?
N1 Tb1 O1 C13 -132.7(3) . . . . ?
C20 Tb1 O1 C13 134.5(3) 2_755 . . . ?
O5 Tb1 O2 C13 -170.6(3) 1_544 . . . ?
O6 Tb1 O2 C13 128.2(3) 2_756 . . . ?
O3 Tb1 O2 C13 -35.1(3) 2_755 . . . ?
O1 Tb1 O2 C13 0.7(2) . . . . ?
O4 Tb1 O2 C13 -102.0(3) 2_755 . . . ?
O11 Tb1 O2 C13 -86.6(3) . . . . ?
N2 Tb1 O2 C13 100.1(3) . . . . ?
N1 Tb1 O2 C13 46.5(3) . . . . ?
C20 Tb1 O2 C13 -66.1(3) 2_755 . . . ?
C12 N1 C1 C2 0.3(8) . . . . ?
Tb1 N1 C1 C2 178.6(4) . . . . ?
N1 C1 C2 C3 -1.8(9) . . . . ?
C1 C2 C3 C4 1.9(9) . . . . ?
C2 C3 C4 C12 -0.8(9) . . . . ?
C2 C3 C4 C5 -179.8(6) . . . . ?
C12 C4 C5 C6 2.1(10) . . . . ?
C3 C4 C5 C6 -178.9(6) . . . . ?
C4 C5 C6 C7 0.2(11) . . . . ?
C5 C6 C7 C11 -1.1(10) . . . . ?
C5 C6 C7 C8 178.9(6) . . . . ?
C11 C7 C8 C9 3.4(9) . . . . ?
C6 C7 C8 C9 -176.7(6) . . . . ?
C7 C8 C9 C10 -1.9(9) . . . . ?
C11 N2 C10 C9 3.5(8) . . . . ?
Tb1 N2 C10 C9 -172.2(4) . . . . ?
C8 C9 C10 N2 -1.7(9) . . . . ?
C10 N2 C11 C7 -1.8(7) . . . . ?
Tb1 N2 C11 C7 173.9(4) . . . . ?
C10 N2 C11 C12 176.8(5) . . . . ?
Tb1 N2 C11 C12 -7.4(6) . . . . ?
C6 C7 C11 N2 178.5(5) . . . . ?
C8 C7 C11 N2 -1.5(8) . . . . ?
C6 C7 C11 C12 -0.2(8) . . . . ?
C8 C7 C11 C12 179.8(5) . . . . ?
C1 N1 C12 C4 0.9(7) . . . . ?
Tb1 N1 C12 C4 -177.4(4) . . . . ?
C1 N1 C12 C11 -177.4(4) . . . . ?
Tb1 N1 C12 C11 4.3(6) . . . . ?
C3 C4 C12 N1 -0.6(8) . . . . ?
C5 C4 C12 N1 178.4(5) . . . . ?
C3 C4 C12 C11 177.6(5) . . . . ?
C5 C4 C12 C11 -3.3(8) . . . . ?
N2 C11 C12 N1 2.0(7) . . . . ?
C7 C11 C12 N1 -179.3(4) . . . . ?
N2 C11 C12 C4 -176.3(5) . . . . ?
C7 C11 C12 C4 2.4(7) . . . . ?
Tb1 O2 C13 O1 -1.2(4) . . . . ?
Tb1 O2 C13 C14 -174.1(4) . . . . ?
Tb1 O1 C13 O2 1.3(4) . . . . ?
Tb1 O1 C13 C14 174.3(3) . . . . ?
O2 C13 C14 C15 44.0(6) . . . . ?
O1 C13 C14 C15 -129.1(5) . . . . ?
O2 C13 C14 C19 -146.0(4) . . . . ?
O1 C13 C14 C19 40.9(6) . . . . ?
C19 C14 C15 C16 -5.5(7) . . . . ?
C13 C14 C15 C16 164.8(4) . . . . ?
C14 C15 C16 C17 0.2(7) . . . . ?
C15 C16 C17 C18 3.9(7) . . . . ?
C15 C16 C17 S1 -173.9(4) . . . . ?
O9 S1 C17 C16 -159.3(4) . . . . ?
O10 S1 C17 C16 -27.3(4) . . . . ?
C25 S1 C17 C16 86.9(4) . . . . ?
O9 S1 C17 C18 22.9(4) . . . . ?
O10 S1 C17 C18 154.9(4) . . . . ?
C25 S1 C17 C18 -90.9(4) . . . . ?
C16 C17 C18 C19 -2.7(7) . . . . ?
S1 C17 C18 C19 175.1(3) . . . . ?
C17 C18 C19 C14 -2.6(6) . . . . ?
C17 C18 C19 C20 175.5(4) . . . . ?
C15 C14 C19 C18 6.6(7) . . . . ?
C13 C14 C19 C18 -163.1(4) . . . . ?
C15 C14 C19 C20 -171.3(4) . . . . ?
C13 C14 C19 C20 18.9(7) . . . . ?
Tb1 O4 C20 O3 -11.1(5) 2_755 . . . ?
Tb1 O4 C20 C19 170.0(4) 2_755 . . . ?
Tb1 O3 C20 O4 11.4(5) 2_755 . . . ?
Tb1 O3 C20 C19 -169.7(4) 2_755 . . . ?
C18 C19 C20 O4 26.2(6) . . . . ?
C14 C19 C20 O4 -155.8(5) . . . . ?
C18 C19 C20 O3 -152.8(4) . . . . ?
C14 C19 C20 O3 25.2(7) . . . . ?
C18 C19 C20 Tb1 131(2) . . . 2_755 ?
C14 C19 C20 Tb1 -51(2) . . . 2_755 ?
Tb1 O6 C21 O5 -88.3(8) 2_756 . . . ?
Tb1 O6 C21 C22 91.4(7) 2_756 . . . ?
Tb1 O5 C21 O6 18.9(11) 1_566 . . . ?
Tb1 O5 C21 C22 -160.9(5) 1_566 . . . ?
O6 C21 C22 C27 52.3(6) . . . . ?
O5 C21 C22 C27 -127.9(5) . . . . ?
O6 C21 C22 C23 -125.9(5) . . . . ?
O5 C21 C22 C23 53.9(6) . . . . ?
C27 C22 C23 C24 2.1(7) . . . . ?
C21 C22 C23 C24 -179.6(4) . . . . ?
C22 C23 C24 C25 -0.3(8) . . . . ?
C23 C24 C25 C26 -1.3(7) . . . . ?
C23 C24 C25 S1 174.7(4) . . . . ?
O9 S1 C25 C26 136.1(4) . . . . ?
O10 S1 C25 C26 5.3(4) . . . . ?
C17 S1 C25 C26 -109.6(4) . . . . ?
O9 S1 C25 C24 -40.0(4) . . . . ?
O10 S1 C25 C24 -170.8(4) . . . . ?
C17 S1 C25 C24 74.4(4) . . . . ?
C24 C25 C26 C27 1.1(7) . . . . ?
S1 C25 C26 C27 -174.9(3) . . . . ?
C23 C22 C27 C26 -2.3(7) . . . . ?
C21 C22 C27 C26 179.5(4) . . . . ?
C23 C22 C27 C28 -177.7(4) . . . . ?
C21 C22 C27 C28 4.1(7) . . . . ?
C25 C26 C27 C22 0.7(7) . . . . ?
C25 C26 C27 C28 176.4(4) . . . . ?
C22 C27 C28 O8 -144.4(5) . . . . ?
C26 C27 C28 O8 40.1(7) . . . . ?
C22 C27 C28 O7 38.6(6) . . . . ?
C26 C27 C28 O7 -136.9(4) . . . . ?

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
C24 H24 O13 0.93 2.60 3.37(4) 140.3 2_666
C1 H1 O3 0.93 2.31 2.988(6) 129.9 2_755
O7 H7 O12 0.82 1.80 2.595(5) 164.4 1_556
O7 H7 O12 0.82 1.80 2.595(5) 164.4 1_556
C1 H1 O3 0.93 2.31 2.988(6) 129.9 2_755
C24 H24 O13 0.93 2.60 3.37(4) 140.3 2_666
O7 H7 O12 0.82 1.80 2.595(5) 164.4 1_556
C1 H1 O3 0.93 2.31 2.988(6) 129.9 2_755
C24 H24 O13 0.93 2.60 3.37(4) 140.3 2_666

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.115
