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

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

data_nw1822
_database_code_depnum_ccdc_archive 'CCDC 1414374'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 N4 Nd O7 S, 2(H2 O)'
_chemical_formula_sum            'C24 H21 N4 Nd O9 S'
_chemical_formula_weight         685.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.2775(8)
_cell_length_b                   14.9469(15)
_cell_length_c                   20.733(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.852(2)
_cell_angle_gamma                90.00
_cell_volume                     2534.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6244
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.22

_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    1.786
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1348
_exptl_absorpt_coefficient_mu    2.192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_T_max  0.755
_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            12222
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4461
_reflns_number_gt                3918
_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)+(0.0603P)²+3.9422P] 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         4461
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Nd1 Nd 0.54221(3) 0.386776(16) 0.050778(13) 0.02424(11) Uani 1 1 d . . .
S1 S 1.00917(16) -0.12996(8) 0.29904(6) 0.0302(3) Uani 1 1 d . . .
N1 N 0.4571(5) 0.2143(3) 0.0391(2) 0.0296(9) Uani 1 1 d . . .
N2 N 0.7611(5) 0.2693(3) 0.0951(2) 0.0330(10) Uani 1 1 d . . .
N3 N 0.6054(5) -0.0835(3) 0.1334(2) 0.0338(10) Uani 1 1 d . . .
N4 N 0.8628(5) -0.0415(3) 0.1654(2) 0.0326(10) Uani 1 1 d . . .
H4 H 0.9643 -0.0444 0.1822 0.039 Uiso 1 1 calc R . .
O1 O 0.8828(4) -0.0736(2) 0.31960(17) 0.0344(8) Uani 1 1 d . . .
O2 O 1.0996(4) -0.1745(3) 0.35645(18) 0.0386(9) Uani 1 1 d . . .
O3 O 1.1168(5) -0.0835(3) 0.26117(19) 0.0411(9) Uani 1 1 d . . .
O4 O 0.2814(4) 0.3896(2) -0.0118(2) 0.0351(9) Uani 1 1 d . . .
O5 O 0.2147(4) 0.5193(2) -0.06266(17) 0.0310(8) Uani 1 1 d . . .
O6 O -0.3433(4) 0.3296(2) -0.04421(18) 0.0355(8) Uani 1 1 d . . .
O7 O -0.4348(4) 0.4655(2) -0.06174(17) 0.0311(8) Uani 1 1 d . . .
C1 C 0.3075(7) 0.1892(4) 0.0150(3) 0.0383(13) Uani 1 1 d . . .
H1 H 0.2371 0.2317 -0.0067 0.046 Uiso 1 1 calc R . .
C2 C 0.2482(7) 0.1023(4) 0.0203(3) 0.0418(14) Uani 1 1 d . . .
H2 H 0.1414 0.0877 0.0025 0.050 Uiso 1 1 calc R . .
C3 C 0.3506(6) 0.0392(4) 0.0523(3) 0.0382(12) Uani 1 1 d . . .
H3 H 0.3144 -0.0191 0.0563 0.046 Uiso 1 1 calc R . .
C4 C 0.5099(6) 0.0633(3) 0.0788(3) 0.0299(11) Uani 1 1 d . . .
C5 C 0.6271(6) 0.0031(3) 0.1136(2) 0.0306(11) Uani 1 1 d . . .
C6 C 0.7851(6) 0.0303(3) 0.1340(2) 0.0314(11) Uani 1 1 d . . .
C7 C 0.8431(6) 0.1193(3) 0.1280(3) 0.0302(11) Uani 1 1 d . . .
C8 C 0.9981(7) 0.1499(4) 0.1530(3) 0.0467(15) Uani 1 1 d . . .
H8 H 1.0773 0.1101 0.1725 0.056 Uiso 1 1 calc R . .
C9 C 1.0342(7) 0.2385(4) 0.1488(4) 0.0590(19) Uani 1 1 d . . .
H9 H 1.1382 0.2601 0.1646 0.071 Uiso 1 1 calc R . .
C10 C 0.9106(7) 0.2959(4) 0.1203(3) 0.0476(16) Uani 1 1 d . . .
H10 H 0.9343 0.3566 0.1189 0.057 Uiso 1 1 calc R . .
C11 C 0.7259(6) 0.1806(3) 0.0979(2) 0.0270(10) Uani 1 1 d . . .
C12 C 0.5605(6) 0.1523(3) 0.0706(2) 0.0274(10) Uani 1 1 d . . .
C13 C 0.7500(7) -0.1077(3) 0.1650(3) 0.0321(11) Uani 1 1 d . . .
C14 C 0.7870(6) -0.1974(3) 0.1935(2) 0.0303(11) Uani 1 1 d . . .
C15 C 0.7020(7) -0.2692(3) 0.1629(3) 0.0361(12) Uani 1 1 d . . .
H15 H 0.6227 -0.2584 0.1268 0.043 Uiso 1 1 calc R . .
C16 C 0.7303(7) -0.3560(3) 0.1838(3) 0.0380(13) Uani 1 1 d . . .
H16 H 0.6673 -0.4026 0.1635 0.046 Uiso 1 1 calc R . .
C17 C 0.8524(8) -0.3729(3) 0.2347(3) 0.0374(13) Uani 1 1 d . . .
H17 H 0.8767 -0.4317 0.2474 0.045 Uiso 1 1 calc R . .
C18 C 0.9405(7) -0.3034(3) 0.2676(3) 0.0366(12) Uani 1 1 d . . .
H18 H 1.0224 -0.3156 0.3024 0.044 Uiso 1 1 calc R . .
C19 C 0.9063(6) -0.2153(3) 0.2485(2) 0.0290(11) Uani 1 1 d . . .
C20 C 0.1808(5) 0.4413(3) -0.0457(2) 0.0269(10) Uani 1 1 d . . .
C21 C 0.0121(6) 0.4039(3) -0.0662(3) 0.0305(11) Uani 1 1 d . . .
H21A H -0.0385 0.3961 -0.0274 0.037 Uiso 1 1 calc R . .
H21B H 0.0231 0.3450 -0.0846 0.037 Uiso 1 1 calc R . .
C22 C -0.1039(5) 0.4581(3) -0.1152(2) 0.0292(11) Uani 1 1 d . . .
H22A H -0.0527 0.4699 -0.1534 0.035 Uiso 1 1 calc R . .
H22B H -0.1256 0.5152 -0.0959 0.035 Uiso 1 1 calc R . .
C23 C -0.2660(6) 0.4083(3) -0.1358(2) 0.0304(11) Uani 1 1 d . . .
H23A H -0.3330 0.4411 -0.1705 0.036 Uiso 1 1 calc R . .
H23B H -0.2444 0.3495 -0.1523 0.036 Uiso 1 1 calc R . .
C24 C -0.3558(6) 0.3993(3) -0.0782(2) 0.0247(10) Uani 1 1 d . . .
O8 O 0.8780(9) 0.1727(4) 0.9478(4) 0.117(2) Uani 1 1 d . . .
O9 O 0.3046(11) 0.8505(9) 0.1699(5) 0.189(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Nd1 O4 2.342(3) . ?
Nd1 O7 2.404(3) 3_565 ?
Nd1 O5 2.435(3) 3_665 ?
Nd1 O6 2.466(4) 1_655 ?
Nd1 O2 2.571(4) 2_655 ?
Nd1 N2 2.588(4) . ?
Nd1 O7 2.646(3) 1_655 ?
Nd1 N1 2.674(4) . ?
Nd1 O1 2.729(4) 2_655 ?
Nd1 C24 2.932(5) 1_655 ?
Nd1 S1 3.2165(13) 2_655 ?
Nd1 Nd1 3.9907(6) 3_665 ?
S1 O3 1.452(4) . ?
S1 O1 1.457(3) . ?
S1 O2 1.465(4) . ?
S1 C19 1.782(5) . ?
S1 Nd1 3.2165(13) 2_645 ?
N1 C1 1.316(7) . ?
N1 C12 1.359(6) . ?
N2 C10 1.327(7) . ?
N2 C11 1.360(6) . ?
N3 C13 1.324(7) . ?
N3 C5 1.378(6) . ?
N4 C13 1.359(6) . ?
N4 C6 1.363(6) . ?
N4 H4 0.8600 . ?
O1 Nd1 2.729(4) 2_645 ?
O2 Nd1 2.571(4) 2_645 ?
O4 C20 1.267(6) . ?
O5 C20 1.262(6) . ?
O5 Nd1 2.435(3) 3_665 ?
O6 C24 1.252(6) . ?
O6 Nd1 2.466(4) 1_455 ?
O7 C24 1.263(6) . ?
O7 Nd1 2.404(3) 3_565 ?
O7 Nd1 2.646(3) 1_455 ?
C1 C2 1.398(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.370(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(7) . ?
C3 H3 0.9300 . ?
C4 C12 1.413(7) . ?
C4 C5 1.433(7) . ?
C5 C6 1.373(7) . ?
C6 C7 1.426(7) . ?
C7 C8 1.385(8) . ?
C7 C11 1.409(7) . ?
C8 C9 1.364(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.395(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.462(7) . ?
C13 C14 1.479(7) . ?
C14 C15 1.382(7) . ?
C14 C19 1.413(7) . ?
C15 C16 1.377(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(7) . ?
C18 H18 0.9300 . ?
C20 C21 1.504(6) . ?
C21 C22 1.519(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.537(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.507(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 Nd1 2.932(5) 1_455 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Nd1 O7 73.33(12) . 3_565 ?
O4 Nd1 O5 136.29(11) . 3_665 ?
O7 Nd1 O5 76.88(11) 3_565 3_665 ?
O4 Nd1 O6 89.92(13) . 1_655 ?
O7 Nd1 O6 125.92(11) 3_565 1_655 ?
O5 Nd1 O6 82.36(12) 3_665 1_655 ?
O4 Nd1 O2 86.16(12) . 2_655 ?
O7 Nd1 O2 92.19(12) 3_565 2_655 ?
O5 Nd1 O2 126.50(11) 3_665 2_655 ?
O6 Nd1 O2 138.60(12) 1_655 2_655 ?
O4 Nd1 N2 138.11(12) . . ?
O7 Nd1 N2 146.96(13) 3_565 . ?
O5 Nd1 N2 80.35(12) 3_665 . ?
O6 Nd1 N2 73.41(13) 1_655 . ?
O2 Nd1 N2 82.42(13) 2_655 . ?
O4 Nd1 O7 71.85(12) . 1_655 ?
O7 Nd1 O7 75.68(12) 3_565 1_655 ?
O5 Nd1 O7 70.27(11) 3_665 1_655 ?
O6 Nd1 O7 50.30(11) 1_655 1_655 ?
O2 Nd1 O7 157.08(11) 2_655 1_655 ?
N2 Nd1 O7 118.26(12) . 1_655 ?
O4 Nd1 N1 76.09(12) . . ?
O7 Nd1 N1 142.95(12) 3_565 . ?
O5 Nd1 N1 140.09(12) 3_665 . ?
O6 Nd1 N1 73.85(12) 1_655 . ?
O2 Nd1 N1 65.20(12) 2_655 . ?
N2 Nd1 N1 62.52(13) . . ?
O7 Nd1 N1 113.73(11) 1_655 . ?
O4 Nd1 O1 126.34(12) . 2_655 ?
O7 Nd1 O1 74.88(11) 3_565 2_655 ?
O5 Nd1 O1 73.50(11) 3_665 2_655 ?
O6 Nd1 O1 143.57(11) 1_655 2_655 ?
O2 Nd1 O1 53.21(10) 2_655 2_655 ?
N2 Nd1 O1 75.91(13) . 2_655 ?
O7 Nd1 O1 137.37(10) 1_655 2_655 ?
N1 Nd1 O1 108.39(11) . 2_655 ?
O4 Nd1 C24 82.15(14) . 1_655 ?
O7 Nd1 C24 100.97(12) 3_565 1_655 ?
O5 Nd1 C24 72.91(12) 3_665 1_655 ?
O6 Nd1 C24 24.97(11) 1_655 1_655 ?
O2 Nd1 C24 159.04(12) 2_655 1_655 ?
N2 Nd1 C24 94.76(13) . 1_655 ?
O7 Nd1 C24 25.51(11) 1_655 1_655 ?
N1 Nd1 C24 95.01(12) . 1_655 ?
O1 Nd1 C24 146.20(11) 2_655 1_655 ?
O4 Nd1 S1 106.86(10) . 2_655 ?
O7 Nd1 S1 82.76(9) 3_565 2_655 ?
O5 Nd1 S1 100.21(9) 3_665 2_655 ?
O6 Nd1 S1 150.52(8) 1_655 2_655 ?
O2 Nd1 S1 26.43(8) 2_655 2_655 ?
N2 Nd1 S1 78.06(10) . 2_655 ?
O7 Nd1 S1 157.87(7) 1_655 2_655 ?
N1 Nd1 S1 86.60(9) . 2_655 ?
O1 Nd1 S1 26.79(7) 2_655 2_655 ?
C24 Nd1 S1 170.95(9) 1_655 2_655 ?
O4 Nd1 Nd1 67.70(8) . 3_665 ?
O7 Nd1 Nd1 39.97(8) 3_565 3_665 ?
O5 Nd1 Nd1 68.87(8) 3_665 3_665 ?
O6 Nd1 Nd1 85.98(8) 1_655 3_665 ?
O2 Nd1 Nd1 129.32(9) 2_655 3_665 ?
N2 Nd1 Nd1 144.98(9) . 3_665 ?
O7 Nd1 Nd1 35.71(7) 1_655 3_665 ?
N1 Nd1 Nd1 138.38(9) . 3_665 ?
O1 Nd1 Nd1 109.31(7) 2_655 3_665 ?
C24 Nd1 Nd1 61.07(9) 1_655 3_665 ?
S1 Nd1 Nd1 122.56(2) 2_655 3_665 ?
O3 S1 O1 114.2(2) . . ?
O3 S1 O2 112.2(2) . . ?
O1 S1 O2 109.0(2) . . ?
O3 S1 C19 107.5(2) . . ?
O1 S1 C19 106.6(2) . . ?
O2 S1 C19 106.9(2) . . ?
O3 S1 Nd1 132.07(17) . 2_645 ?
O1 S1 Nd1 57.59(15) . 2_645 ?
O2 S1 Nd1 51.37(15) . 2_645 ?
C19 S1 Nd1 120.19(16) . 2_645 ?
C1 N1 C12 118.3(4) . . ?
C1 N1 Nd1 121.9(3) . . ?
C12 N1 Nd1 118.4(3) . . ?
C10 N2 C11 117.9(4) . . ?
C10 N2 Nd1 119.7(3) . . ?
C11 N2 Nd1 122.2(3) . . ?
C13 N3 C5 104.7(4) . . ?
C13 N4 C6 107.3(4) . . ?
C13 N4 H4 126.4 . . ?
C6 N4 H4 126.4 . . ?
S1 O1 Nd1 95.62(17) . 2_645 ?
S1 O2 Nd1 102.20(18) . 2_645 ?
C20 O4 Nd1 142.2(3) . . ?
C20 O5 Nd1 136.1(3) . 3_665 ?
C24 O6 Nd1 98.8(3) . 1_455 ?
C24 O7 Nd1 163.8(3) . 3_565 ?
C24 O7 Nd1 90.0(3) . 1_455 ?
Nd1 O7 Nd1 104.33(12) 3_565 1_455 ?
N1 C1 C2 123.8(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 118.6(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.4(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C12 118.3(5) . . ?
C3 C4 C5 124.2(5) . . ?
C12 C4 C5 117.5(4) . . ?
C6 C5 N3 110.3(4) . . ?
C6 C5 C4 120.6(5) . . ?
N3 C5 C4 129.0(5) . . ?
N4 C6 C5 105.8(4) . . ?
N4 C6 C7 129.5(5) . . ?
C5 C6 C7 124.5(5) . . ?
C8 C7 C11 119.1(5) . . ?
C8 C7 C6 125.4(5) . . ?
C11 C7 C6 115.4(5) . . ?
C9 C8 C7 119.8(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 118.0(5) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
N2 C10 C9 124.2(5) . . ?
N2 C10 H10 117.9 . . ?
C9 C10 H10 117.9 . . ?
N2 C11 C7 121.1(4) . . ?
N2 C11 C12 117.4(4) . . ?
C7 C11 C12 121.5(4) . . ?
N1 C12 C4 121.6(4) . . ?
N1 C12 C11 118.1(4) . . ?
C4 C12 C11 120.3(4) . . ?
N3 C13 N4 111.8(4) . . ?
N3 C13 C14 124.1(5) . . ?
N4 C13 C14 123.9(5) . . ?
C15 C14 C19 117.8(4) . . ?
C15 C14 C13 117.5(5) . . ?
C19 C14 C13 124.7(4) . . ?
C16 C15 C14 122.5(5) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 120.7(5) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C19 120.1(5) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 119.6(5) . . ?
C18 C19 S1 116.9(4) . . ?
C14 C19 S1 123.4(4) . . ?
O5 C20 O4 124.2(4) . . ?
O5 C20 C21 120.1(4) . . ?
O4 C20 C21 115.7(4) . . ?
C20 C21 C22 117.0(4) . . ?
C20 C21 H21A 108.0 . . ?
C22 C21 H21A 108.0 . . ?
C20 C21 H21B 108.0 . . ?
C22 C21 H21B 108.0 . . ?
H21A C21 H21B 107.3 . . ?
C21 C22 C23 111.2(4) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 109.8(4) . . ?
C24 C23 H23A 109.7 . . ?
C22 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C22 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
O6 C24 O7 120.0(5) . . ?
O6 C24 C23 120.9(4) . . ?
O7 C24 C23 118.9(4) . . ?
O6 C24 Nd1 56.2(3) . 1_455 ?
O7 C24 Nd1 64.5(3) . 1_455 ?
C23 C24 Nd1 167.2(3) . 1_455 ?

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
O4 Nd1 N1 C1 -10.3(4) . . . . ?
O7 Nd1 N1 C1 24.8(5) 3_565 . . . ?
O5 Nd1 N1 C1 -160.1(4) 3_665 . . . ?
O6 Nd1 N1 C1 -104.3(4) 1_655 . . . ?
O2 Nd1 N1 C1 81.9(4) 2_655 . . . ?
N2 Nd1 N1 C1 176.3(5) . . . . ?
O7 Nd1 N1 C1 -72.9(4) 1_655 . . . ?
O1 Nd1 N1 C1 113.9(4) 2_655 . . . ?
C24 Nd1 N1 C1 -90.9(4) 1_655 . . . ?
S1 Nd1 N1 C1 98.0(4) 2_655 . . . ?
Nd1 Nd1 N1 C1 -40.1(5) 3_665 . . . ?
O4 Nd1 N1 C12 -176.7(4) . . . . ?
O7 Nd1 N1 C12 -141.6(3) 3_565 . . . ?
O5 Nd1 N1 C12 33.5(4) 3_665 . . . ?
O6 Nd1 N1 C12 89.3(3) 1_655 . . . ?
O2 Nd1 N1 C12 -84.5(3) 2_655 . . . ?
N2 Nd1 N1 C12 9.9(3) . . . . ?
O7 Nd1 N1 C12 120.7(3) 1_655 . . . ?
O1 Nd1 N1 C12 -52.6(4) 2_655 . . . ?
C24 Nd1 N1 C12 102.7(3) 1_655 . . . ?
S1 Nd1 N1 C12 -68.4(3) 2_655 . . . ?
Nd1 Nd1 N1 C12 153.5(3) 3_665 . . . ?
O4 Nd1 N2 C10 168.1(4) . . . . ?
O7 Nd1 N2 C10 -34.1(6) 3_565 . . . ?
O5 Nd1 N2 C10 12.8(4) 3_665 . . . ?
O6 Nd1 N2 C10 97.6(5) 1_655 . . . ?
O2 Nd1 N2 C10 -116.4(5) 2_655 . . . ?
O7 Nd1 N2 C10 74.1(5) 1_655 . . . ?
N1 Nd1 N2 C10 177.7(5) . . . . ?
O1 Nd1 N2 C10 -62.5(4) 2_655 . . . ?
C24 Nd1 N2 C10 84.5(5) 1_655 . . . ?
S1 Nd1 N2 C10 -89.9(4) 2_655 . . . ?
Nd1 Nd1 N2 C10 41.1(5) 3_665 . . . ?
O4 Nd1 N2 C11 -16.7(5) . . . . ?
O7 Nd1 N2 C11 141.2(3) 3_565 . . . ?
O5 Nd1 N2 C11 -172.0(4) 3_665 . . . ?
O6 Nd1 N2 C11 -87.2(4) 1_655 . . . ?
O2 Nd1 N2 C11 58.8(4) 2_655 . . . ?
O7 Nd1 N2 C11 -110.7(4) 1_655 . . . ?
N1 Nd1 N2 C11 -7.1(4) . . . . ?
O1 Nd1 N2 C11 112.7(4) 2_655 . . . ?
C24 Nd1 N2 C11 -100.3(4) 1_655 . . . ?
S1 Nd1 N2 C11 85.3(4) 2_655 . . . ?
Nd1 Nd1 N2 C11 -143.6(3) 3_665 . . . ?
O3 S1 O1 Nd1 -125.8(2) . . . 2_645 ?
O2 S1 O1 Nd1 0.5(2) . . . 2_645 ?
C19 S1 O1 Nd1 115.60(19) . . . 2_645 ?
O3 S1 O2 Nd1 126.9(2) . . . 2_645 ?
O1 S1 O2 Nd1 -0.5(2) . . . 2_645 ?
C19 S1 O2 Nd1 -115.4(2) . . . 2_645 ?
O7 Nd1 O4 C20 31.2(5) 3_565 . . . ?
O5 Nd1 O4 C20 -17.8(6) 3_665 . . . ?
O6 Nd1 O4 C20 -96.6(6) 1_655 . . . ?
O2 Nd1 O4 C20 124.6(6) 2_655 . . . ?
N2 Nd1 O4 C20 -161.2(5) . . . . ?
O7 Nd1 O4 C20 -48.8(5) 1_655 . . . ?
N1 Nd1 O4 C20 -170.0(6) . . . . ?
O1 Nd1 O4 C20 87.2(6) 2_655 . . . ?
C24 Nd1 O4 C20 -72.8(6) 1_655 . . . ?
S1 Nd1 O4 C20 108.0(6) 2_655 . . . ?
Nd1 Nd1 O4 C20 -10.9(5) 3_665 . . . ?
C12 N1 C1 C2 0.3(8) . . . . ?
Nd1 N1 C1 C2 -166.1(5) . . . . ?
N1 C1 C2 C3 0.1(10) . . . . ?
C1 C2 C3 C4 0.3(9) . . . . ?
C2 C3 C4 C12 -1.0(8) . . . . ?
C2 C3 C4 C5 179.5(5) . . . . ?
C13 N3 C5 C6 -0.2(6) . . . . ?
C13 N3 C5 C4 -178.2(5) . . . . ?
C3 C4 C5 C6 175.2(5) . . . . ?
C12 C4 C5 C6 -4.3(7) . . . . ?
C3 C4 C5 N3 -7.1(9) . . . . ?
C12 C4 C5 N3 173.5(5) . . . . ?
C13 N4 C6 C5 -2.1(6) . . . . ?
C13 N4 C6 C7 171.7(5) . . . . ?
N3 C5 C6 N4 1.5(6) . . . . ?
C4 C5 C6 N4 179.7(5) . . . . ?
N3 C5 C6 C7 -172.7(5) . . . . ?
C4 C5 C6 C7 5.4(8) . . . . ?
N4 C6 C7 C8 1.6(9) . . . . ?
C5 C6 C7 C8 174.4(6) . . . . ?
N4 C6 C7 C11 -173.7(5) . . . . ?
C5 C6 C7 C11 -0.9(8) . . . . ?
C11 C7 C8 C9 0.9(9) . . . . ?
C6 C7 C8 C9 -174.3(6) . . . . ?
C7 C8 C9 C10 1.2(11) . . . . ?
C11 N2 C10 C9 0.7(10) . . . . ?
Nd1 N2 C10 C9 176.2(6) . . . . ?
C8 C9 C10 N2 -2.2(11) . . . . ?
C10 N2 C11 C7 1.5(8) . . . . ?
Nd1 N2 C11 C7 -173.8(4) . . . . ?
C10 N2 C11 C12 179.4(5) . . . . ?
Nd1 N2 C11 C12 4.1(6) . . . . ?
C8 C7 C11 N2 -2.3(8) . . . . ?
C6 C7 C11 N2 173.3(5) . . . . ?
C8 C7 C11 C12 179.9(5) . . . . ?
C6 C7 C11 C12 -4.5(7) . . . . ?
C1 N1 C12 C4 -1.1(7) . . . . ?
Nd1 N1 C12 C4 165.9(4) . . . . ?
C1 N1 C12 C11 -179.3(5) . . . . ?
Nd1 N1 C12 C11 -12.3(6) . . . . ?
C3 C4 C12 N1 1.4(7) . . . . ?
C5 C4 C12 N1 -179.1(5) . . . . ?
C3 C4 C12 C11 179.6(5) . . . . ?
C5 C4 C12 C11 -0.9(7) . . . . ?
N2 C11 C12 N1 5.8(7) . . . . ?
C7 C11 C12 N1 -176.3(5) . . . . ?
N2 C11 C12 C4 -172.4(4) . . . . ?
C7 C11 C12 C4 5.4(7) . . . . ?
C5 N3 C13 N4 -1.2(6) . . . . ?
C5 N3 C13 C14 -178.0(5) . . . . ?
C6 N4 C13 N3 2.1(6) . . . . ?
C6 N4 C13 C14 179.0(5) . . . . ?
N3 C13 C14 C15 30.5(8) . . . . ?
N4 C13 C14 C15 -145.9(5) . . . . ?
N3 C13 C14 C19 -151.5(5) . . . . ?
N4 C13 C14 C19 32.0(8) . . . . ?
C19 C14 C15 C16 -0.3(8) . . . . ?
C13 C14 C15 C16 177.7(5) . . . . ?
C14 C15 C16 C17 -3.3(8) . . . . ?
C15 C16 C17 C18 3.8(8) . . . . ?
C16 C17 C18 C19 -0.7(8) . . . . ?
C17 C18 C19 C14 -3.0(8) . . . . ?
C17 C18 C19 S1 173.1(4) . . . . ?
C15 C14 C19 C18 3.5(7) . . . . ?
C13 C14 C19 C18 -174.4(5) . . . . ?
C15 C14 C19 S1 -172.4(4) . . . . ?
C13 C14 C19 S1 9.7(7) . . . . ?
O3 S1 C19 C18 114.7(4) . . . . ?
O1 S1 C19 C18 -122.4(4) . . . . ?
O2 S1 C19 C18 -5.9(5) . . . . ?
Nd1 S1 C19 C18 -60.7(4) 2_645 . . . ?
O3 S1 C19 C14 -69.3(5) . . . . ?
O1 S1 C19 C14 53.6(5) . . . . ?
O2 S1 C19 C14 170.0(4) . . . . ?
Nd1 S1 C19 C14 115.3(4) 2_645 . . . ?
Nd1 O5 C20 O4 3.0(8) 3_665 . . . ?
Nd1 O5 C20 C21 -176.4(3) 3_665 . . . ?
Nd1 O4 C20 O5 10.2(9) . . . . ?
Nd1 O4 C20 C21 -170.3(4) . . . . ?
O5 C20 C21 C22 8.5(7) . . . . ?
O4 C20 C21 C22 -171.0(5) . . . . ?
C20 C21 C22 C23 175.3(4) . . . . ?
C21 C22 C23 C24 65.6(5) . . . . ?
Nd1 O6 C24 O7 -9.6(5) 1_455 . . . ?
Nd1 O6 C24 C23 165.2(4) 1_455 . . . ?
Nd1 O7 C24 O6 161.7(9) 3_565 . . . ?
Nd1 O7 C24 O6 8.8(4) 1_455 . . . ?
Nd1 O7 C24 C23 -13.2(14) 3_565 . . . ?
Nd1 O7 C24 C23 -166.1(4) 1_455 . . . ?
Nd1 O7 C24 Nd1 152.9(12) 3_565 . . 1_455 ?
C22 C23 C24 O6 -95.6(5) . . . . ?
C22 C23 C24 O7 79.3(5) . . . . ?
C22 C23 C24 Nd1 -22.7(16) . . . 1_455 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.518
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.122
####################################################################### 
# 
# 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_nw1752_0m
_database_code_depnum_ccdc_archive 'CCDC 1414375'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 N4 O7 S Sm, 2(H2 O)'
_chemical_formula_sum            'C24 H21 N4 O9 S Sm'
_chemical_formula_weight         690.82

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   8.2415(8)
_cell_length_b                   14.9167(15)
_cell_length_c                   20.773(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.860(2)
_cell_angle_gamma                90.00
_cell_volume                     2523.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4750
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.45

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352
_exptl_absorpt_coefficient_mu    2.471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.723
_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            12309
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4449
_reflns_number_gt                3844
_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)+(0.0277P)²+1.5821P] 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         4449
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0636
_refine_ls_wR_factor_gt          0.0604
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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
Sm1 Sm 0.54219(2) 0.612384(11) 0.050559(9) 0.02437(7) Uani 1 1 d . . .
S1 S 1.00803(12) 1.12697(6) 0.29982(5) 0.0315(2) Uani 1 1 d . . .
N1 N 0.7612(4) 0.72798(19) 0.09615(16) 0.0327(7) Uani 1 1 d . . .
N2 N 0.4573(4) 0.78307(19) 0.03937(15) 0.0296(7) Uani 1 1 d . . .
N3 N 0.8647(4) 1.03903(19) 0.16572(15) 0.0331(7) Uani 1 1 d . . .
H3A H 0.9663 1.0414 0.1830 0.040 Uiso 1 1 calc R . .
N4 N 0.6070(4) 1.0816(2) 0.13335(16) 0.0345(8) Uani 1 1 d . . .
O1 O 1.0974(3) 1.17062(17) 0.35777(12) 0.0379(6) Uani 1 1 d . . .
O2 O 0.8805(3) 1.07110(16) 0.31956(13) 0.0368(6) Uani 1 1 d . . .
O3 O 1.1169(3) 1.08040(18) 0.26275(13) 0.0394(6) Uani 1 1 d . . .
O4 O 0.5628(3) 0.53351(16) -0.06151(12) 0.0309(6) Uani 1 1 d . . .
O5 O 0.6557(3) 0.66978(16) -0.04259(13) 0.0341(6) Uani 1 1 d . . .
O6 O 1.2828(3) 0.60992(15) -0.01094(13) 0.0341(6) Uani 1 1 d . . .
O7 O 1.2171(3) 0.48032(15) -0.06208(12) 0.0305(6) Uani 1 1 d . . .
C1 C 0.9101(5) 0.7009(3) 0.1212(2) 0.0478(12) Uani 1 1 d . . .
H1 H 0.9336 0.6401 0.1195 0.057 Uiso 1 1 calc R . .
C2 C 1.0337(5) 0.7578(3) 0.1499(3) 0.0583(14) Uani 1 1 d . . .
H2 H 1.1375 0.7359 0.1662 0.070 Uiso 1 1 calc R . .
C3 C 0.9987(5) 0.8467(3) 0.1535(2) 0.0482(11) Uani 1 1 d . . .
H3 H 1.0788 0.8863 0.1728 0.058 Uiso 1 1 calc R . .
C4 C 0.8426(5) 0.8783(2) 0.12821(19) 0.0327(9) Uani 1 1 d . . .
C5 C 0.7862(5) 0.9678(2) 0.13380(18) 0.0308(9) Uani 1 1 d . . .
C6 C 0.6278(5) 0.9950(2) 0.11341(18) 0.0307(8) Uani 1 1 d . . .
C7 C 0.5101(5) 0.9350(2) 0.07850(18) 0.0298(8) Uani 1 1 d . . .
C8 C 0.3502(5) 0.9592(3) 0.0518(2) 0.0379(10) Uani 1 1 d . . .
H8 H 0.3140 1.0177 0.0556 0.045 Uiso 1 1 calc R . .
C9 C 0.2475(5) 0.8962(2) 0.0201(2) 0.0398(10) Uani 1 1 d . . .
H9 H 0.1406 0.9110 0.0019 0.048 Uiso 1 1 calc R . .
C10 C 0.3064(5) 0.8090(3) 0.01551(19) 0.0367(9) Uani 1 1 d . . .
H10 H 0.2349 0.7664 -0.0057 0.044 Uiso 1 1 calc R . .
C11 C 0.5603(4) 0.8458(2) 0.07087(17) 0.0268(8) Uani 1 1 d . . .
C12 C 0.7257(4) 0.8166(2) 0.09812(18) 0.0291(8) Uani 1 1 d . . .
C13 C 0.7522(5) 1.1054(2) 0.16499(19) 0.0310(8) Uani 1 1 d . . .
C14 C 0.7905(5) 1.1953(2) 0.19403(18) 0.0305(8) Uani 1 1 d . . .
C15 C 0.7027(5) 1.2666(2) 0.1627(2) 0.0378(10) Uani 1 1 d . . .
H15 H 0.6222 1.2556 0.1270 0.045 Uiso 1 1 calc R . .
C16 C 0.7343(5) 1.3544(3) 0.1841(2) 0.0416(10) Uani 1 1 d . . .
H16 H 0.6724 1.4013 0.1636 0.050 Uiso 1 1 calc R . .
C17 C 0.8550(5) 1.3715(2) 0.2349(2) 0.0389(10) Uani 1 1 d . . .
H17 H 0.8794 1.4305 0.2474 0.047 Uiso 1 1 calc R . .
C18 C 0.9424(5) 1.3016(2) 0.26835(19) 0.0366(9) Uani 1 1 d . . .
H18 H 1.0236 1.3137 0.3036 0.044 Uiso 1 1 calc R . .
C19 C 0.9080(5) 1.2131(2) 0.24889(18) 0.0298(8) Uani 1 1 d . . .
C20 C 0.6443(4) 0.6006(2) -0.07745(18) 0.0264(8) Uani 1 1 d . . .
C21 C 0.7335(4) 0.5931(2) -0.13473(18) 0.0299(8) Uani 1 1 d . . .
H21A H 0.7553 0.6525 -0.1504 0.036 Uiso 1 1 calc R . .
H21B H 0.6660 0.5611 -0.1697 0.036 Uiso 1 1 calc R . .
C22 C 0.8965(4) 0.5426(2) -0.11471(18) 0.0297(8) Uani 1 1 d . . .
H22A H 0.8744 0.4851 -0.0961 0.036 Uiso 1 1 calc R . .
H22B H 0.9474 0.5316 -0.1531 0.036 Uiso 1 1 calc R . .
C23 C 1.0138(4) 0.5957(2) -0.0654(2) 0.0329(9) Uani 1 1 d . . .
H23A H 1.0249 0.6551 -0.0832 0.039 Uiso 1 1 calc R . .
H23B H 0.9631 0.6028 -0.0265 0.039 Uiso 1 1 calc R . .
C24 C 1.1834(4) 0.5585(2) -0.04502(17) 0.0260(8) Uani 1 1 d . . .
O8 O 0.8759(5) 0.8266(3) 0.9493(2) 0.1056(15) Uani 1 1 d . . .
O9 O 0.3050(7) 0.1472(5) 0.1700(3) 0.173(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O6 2.316(2) 1_455 ?
Sm1 O4 2.366(2) 3_665 ?
Sm1 O7 2.400(2) 3_765 ?
Sm1 O5 2.431(2) . ?
Sm1 O1 2.526(2) 2_645 ?
Sm1 N1 2.570(3) . ?
Sm1 O4 2.637(2) . ?
Sm1 N2 2.641(3) . ?
Sm1 O2 2.745(3) 2_645 ?
Sm1 S1 3.2055(10) 2_645 ?
Sm1 Sm1 3.9606(5) 3_665 ?
S1 O3 1.447(3) . ?
S1 O2 1.449(3) . ?
S1 O1 1.464(3) . ?
S1 C19 1.784(4) . ?
S1 Sm1 3.2054(10) 2_655 ?
N1 C1 1.320(5) . ?
N1 C12 1.356(4) . ?
N2 C10 1.324(5) . ?
N2 C11 1.362(4) . ?
N3 C13 1.355(4) . ?
N3 C5 1.362(4) . ?
N3 H3A 0.8600 . ?
N4 C13 1.322(5) . ?
N4 C6 1.375(4) . ?
O1 Sm1 2.526(2) 2_655 ?
O2 Sm1 2.745(3) 2_655 ?
O4 C20 1.277(4) . ?
O4 Sm1 2.366(2) 3_665 ?
O5 C20 1.256(4) . ?
O6 C24 1.258(4) . ?
O6 Sm1 2.316(2) 1_655 ?
O7 C24 1.262(4) . ?
O7 Sm1 2.400(2) 3_765 ?
C1 C2 1.388(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.361(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.407(5) . ?
C4 C5 1.424(5) . ?
C5 C6 1.370(5) . ?
C6 C7 1.432(5) . ?
C7 C8 1.396(5) . ?
C7 C11 1.409(5) . ?
C8 C9 1.365(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.396(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.460(5) . ?
C13 C14 1.483(5) . ?
C14 C15 1.390(5) . ?
C14 C19 1.403(5) . ?
C15 C16 1.395(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.358(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.392(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.496(5) . ?
C21 C22 1.540(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.519(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.503(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Sm1 O4 73.64(8) 1_455 3_665 ?
O6 Sm1 O7 136.44(8) 1_455 3_765 ?
O4 Sm1 O7 76.67(8) 3_665 3_765 ?
O6 Sm1 O5 90.13(9) 1_455 . ?
O4 Sm1 O5 126.29(8) 3_665 . ?
O7 Sm1 O5 82.45(8) 3_765 . ?
O6 Sm1 O1 86.12(9) 1_455 2_645 ?
O4 Sm1 O1 91.61(8) 3_665 2_645 ?
O7 Sm1 O1 126.06(8) 3_765 2_645 ?
O5 Sm1 O1 139.01(8) . 2_645 ?
O6 Sm1 N1 138.63(9) 1_455 . ?
O4 Sm1 N1 145.94(9) 3_665 . ?
O7 Sm1 N1 80.02(9) 3_765 . ?
O5 Sm1 N1 73.88(9) . . ?
O1 Sm1 N1 82.36(9) 2_645 . ?
O6 Sm1 O4 71.66(8) 1_455 . ?
O4 Sm1 O4 75.45(9) 3_665 . ?
O7 Sm1 O4 70.50(8) 3_765 . ?
O5 Sm1 O4 50.91(8) . . ?
O1 Sm1 O4 156.60(8) 2_645 . ?
N1 Sm1 O4 119.19(9) . . ?
O6 Sm1 N2 75.95(9) 1_455 . ?
O4 Sm1 N2 143.07(9) 3_665 . ?
O7 Sm1 N2 140.17(8) 3_765 . ?
O5 Sm1 N2 73.72(9) . . ?
O1 Sm1 N2 65.77(9) 2_645 . ?
N1 Sm1 N2 63.07(9) . . ?
O4 Sm1 N2 113.87(8) . . ?
O6 Sm1 O2 126.40(9) 1_455 2_645 ?
O4 Sm1 O2 74.45(8) 3_665 2_645 ?
O7 Sm1 O2 73.12(8) 3_765 2_645 ?
O5 Sm1 O2 143.30(8) . 2_645 ?
O1 Sm1 O2 53.12(8) 2_645 2_645 ?
N1 Sm1 O2 75.22(9) . 2_645 ?
O4 Sm1 O2 136.96(7) . 2_645 ?
N2 Sm1 O2 108.72(8) . 2_645 ?
O6 Sm1 S1 106.86(7) 1_455 2_645 ?
O4 Sm1 S1 82.26(6) 3_665 2_645 ?
O7 Sm1 S1 99.83(6) 3_765 2_645 ?
O5 Sm1 S1 150.55(6) . 2_645 ?
O1 Sm1 S1 26.34(6) 2_645 2_645 ?
N1 Sm1 S1 77.61(7) . 2_645 ?
O4 Sm1 S1 157.18(5) . 2_645 ?
N2 Sm1 S1 87.01(7) . 2_645 ?
O2 Sm1 S1 26.78(5) 2_645 2_645 ?
O6 Sm1 Sm1 67.80(6) 1_455 3_665 ?
O4 Sm1 Sm1 40.13(6) 3_665 3_665 ?
O7 Sm1 Sm1 68.90(6) 3_765 3_665 ?
O5 Sm1 Sm1 86.20(6) . 3_665 ?
O1 Sm1 Sm1 128.89(6) 2_645 3_665 ?
N1 Sm1 Sm1 145.04(7) . 3_665 ?
O4 Sm1 Sm1 35.32(5) . 3_665 ?
N2 Sm1 Sm1 138.32(7) . 3_665 ?
O2 Sm1 Sm1 109.06(5) 2_645 3_665 ?
S1 Sm1 Sm1 122.232(18) 2_645 3_665 ?
O3 S1 O2 114.25(16) . . ?
O3 S1 O1 112.10(16) . . ?
O2 S1 O1 108.55(16) . . ?
O3 S1 C19 107.35(16) . . ?
O2 S1 C19 107.05(17) . . ?
O1 S1 C19 107.18(16) . . ?
O3 S1 Sm1 131.81(12) . 2_655 ?
O2 S1 Sm1 58.60(11) . 2_655 ?
O1 S1 Sm1 49.96(10) . 2_655 ?
C19 S1 Sm1 120.47(12) . 2_655 ?
C1 N1 C12 118.5(3) . . ?
C1 N1 Sm1 119.9(2) . . ?
C12 N1 Sm1 121.5(2) . . ?
C10 N2 C11 117.3(3) . . ?
C10 N2 Sm1 122.4(2) . . ?
C11 N2 Sm1 118.9(2) . . ?
C13 N3 C5 106.9(3) . . ?
C13 N3 H3A 126.5 . . ?
C5 N3 H3A 126.5 . . ?
C13 N4 C6 104.9(3) . . ?
S1 O1 Sm1 103.71(13) . 2_655 ?
S1 O2 Sm1 94.62(13) . 2_655 ?
C20 O4 Sm1 163.9(2) . 3_665 ?
C20 O4 Sm1 89.3(2) . . ?
Sm1 O4 Sm1 104.55(9) 3_665 . ?
C20 O5 Sm1 99.5(2) . . ?
C24 O6 Sm1 141.8(2) . 1_655 ?
C24 O7 Sm1 135.9(2) . 3_765 ?
N1 C1 C2 123.9(4) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 118.1(4) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C12 118.3(3) . . ?
C3 C4 C5 125.5(3) . . ?
C12 C4 C5 116.1(3) . . ?
N3 C5 C6 106.2(3) . . ?
N3 C5 C4 129.4(4) . . ?
C6 C5 C4 124.0(3) . . ?
C5 C6 N4 110.0(3) . . ?
C5 C6 C7 120.7(3) . . ?
N4 C6 C7 129.3(3) . . ?
C8 C7 C11 118.4(3) . . ?
C8 C7 C6 124.3(3) . . ?
C11 C7 C6 117.3(3) . . ?
C9 C8 C7 119.4(4) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 118.6(4) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N2 C10 C9 124.3(4) . . ?
N2 C10 H10 117.9 . . ?
C9 C10 H10 117.9 . . ?
N2 C11 C7 122.0(3) . . ?
N2 C11 C12 117.2(3) . . ?
C7 C11 C12 120.7(3) . . ?
N1 C12 C4 121.0(3) . . ?
N1 C12 C11 118.2(3) . . ?
C4 C12 C11 120.8(3) . . ?
N4 C13 N3 112.0(3) . . ?
N4 C13 C14 124.4(3) . . ?
N3 C13 C14 123.6(3) . . ?
C15 C14 C19 118.6(3) . . ?
C15 C14 C13 116.0(3) . . ?
C19 C14 C13 125.4(3) . . ?
C14 C15 C16 120.7(4) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 120.2(4) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.5(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C19 119.8(4) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 S1 117.0(3) . . ?
C14 C19 S1 122.9(3) . . ?
O5 C20 O4 119.4(3) . . ?
O5 C20 C21 121.2(3) . . ?
O4 C20 C21 119.3(3) . . ?
C20 C21 C22 109.7(3) . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 C22 C21 111.5(3) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 117.7(3) . . ?
C24 C23 H23A 107.9 . . ?
C22 C23 H23A 107.9 . . ?
C24 C23 H23B 107.9 . . ?
C22 C23 H23B 107.9 . . ?
H23A C23 H23B 107.2 . . ?
O6 C24 O7 124.7(3) . . ?
O6 C24 C23 115.4(3) . . ?
O7 C24 C23 119.9(3) . . ?

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
O6 Sm1 N1 C1 -168.7(3) 1_455 . . . ?
O4 Sm1 N1 C1 34.6(4) 3_665 . . . ?
O7 Sm1 N1 C1 -12.7(3) 3_765 . . . ?
O5 Sm1 N1 C1 -97.7(3) . . . . ?
O1 Sm1 N1 C1 116.1(3) 2_645 . . . ?
O4 Sm1 N1 C1 -73.6(3) . . . . ?
N2 Sm1 N1 C1 -177.3(4) . . . . ?
O2 Sm1 N1 C1 62.3(3) 2_645 . . . ?
S1 Sm1 N1 C1 89.8(3) 2_645 . . . ?
Sm1 Sm1 N1 C1 -39.9(4) 3_665 . . . ?
O6 Sm1 N1 C12 14.5(3) 1_455 . . . ?
O4 Sm1 N1 C12 -142.2(2) 3_665 . . . ?
O7 Sm1 N1 C12 170.5(3) 3_765 . . . ?
O5 Sm1 N1 C12 85.6(3) . . . . ?
O1 Sm1 N1 C12 -60.7(3) 2_645 . . . ?
O4 Sm1 N1 C12 109.6(3) . . . . ?
N2 Sm1 N1 C12 6.0(3) . . . . ?
O2 Sm1 N1 C12 -114.4(3) 2_645 . . . ?
S1 Sm1 N1 C12 -87.0(3) 2_645 . . . ?
Sm1 Sm1 N1 C12 143.3(2) 3_665 . . . ?
O6 Sm1 N2 C10 10.2(3) 1_455 . . . ?
O4 Sm1 N2 C10 -25.1(4) 3_665 . . . ?
O7 Sm1 N2 C10 160.2(3) 3_765 . . . ?
O5 Sm1 N2 C10 104.6(3) . . . . ?
O1 Sm1 N2 C10 -81.8(3) 2_645 . . . ?
N1 Sm1 N2 C10 -175.6(3) . . . . ?
O4 Sm1 N2 C10 72.5(3) . . . . ?
O2 Sm1 N2 C10 -113.9(3) 2_645 . . . ?
S1 Sm1 N2 C10 -98.0(3) 2_645 . . . ?
Sm1 Sm1 N2 C10 40.2(3) 3_665 . . . ?
O6 Sm1 N2 C11 176.5(3) 1_455 . . . ?
O4 Sm1 N2 C11 141.2(2) 3_665 . . . ?
O7 Sm1 N2 C11 -33.5(3) 3_765 . . . ?
O5 Sm1 N2 C11 -89.2(3) . . . . ?
O1 Sm1 N2 C11 84.4(3) 2_645 . . . ?
N1 Sm1 N2 C11 -9.3(2) . . . . ?
O4 Sm1 N2 C11 -121.2(2) . . . . ?
O2 Sm1 N2 C11 52.4(3) 2_645 . . . ?
S1 Sm1 N2 C11 68.3(2) 2_645 . . . ?
Sm1 Sm1 N2 C11 -153.6(2) 3_665 . . . ?
O3 S1 O1 Sm1 -126.77(14) . . . 2_655 ?
O2 S1 O1 Sm1 0.38(18) . . . 2_655 ?
C19 S1 O1 Sm1 115.69(15) . . . 2_655 ?
O3 S1 O2 Sm1 125.57(14) . . . 2_655 ?
O1 S1 O2 Sm1 -0.34(16) . . . 2_655 ?
C19 S1 O2 Sm1 -115.73(14) . . . 2_655 ?
O6 Sm1 O4 C20 111.2(2) 1_455 . . . ?
O4 Sm1 O4 C20 -171.6(2) 3_665 . . . ?
O7 Sm1 O4 C20 -90.8(2) 3_765 . . . ?
O5 Sm1 O4 C20 5.38(18) . . . . ?
O1 Sm1 O4 C20 130.2(2) 2_645 . . . ?
N1 Sm1 O4 C20 -24.9(2) . . . . ?
N2 Sm1 O4 C20 46.4(2) . . . . ?
O2 Sm1 O4 C20 -124.68(19) 2_645 . . . ?
S1 Sm1 O4 C20 -158.82(16) 2_645 . . . ?
Sm1 Sm1 O4 C20 -171.6(2) 3_665 . . . ?
O6 Sm1 O4 Sm1 -77.26(10) 1_455 . . 3_665 ?
O4 Sm1 O4 Sm1 0.0 3_665 . . 3_665 ?
O7 Sm1 O4 Sm1 80.74(9) 3_765 . . 3_665 ?
O5 Sm1 O4 Sm1 176.94(14) . . . 3_665 ?
O1 Sm1 O4 Sm1 -58.2(2) 2_645 . . 3_665 ?
N1 Sm1 O4 Sm1 146.65(9) . . . 3_665 ?
N2 Sm1 O4 Sm1 -142.02(9) . . . 3_665 ?
O2 Sm1 O4 Sm1 46.87(14) 2_645 . . 3_665 ?
S1 Sm1 O4 Sm1 12.7(2) 2_645 . . 3_665 ?
O6 Sm1 O5 C20 -71.5(2) 1_455 . . . ?
O4 Sm1 O5 C20 -1.9(2) 3_665 . . . ?
O7 Sm1 O5 C20 65.4(2) 3_765 . . . ?
O1 Sm1 O5 C20 -155.8(2) 2_645 . . . ?
N1 Sm1 O5 C20 147.2(2) . . . . ?
O4 Sm1 O5 C20 -5.56(19) . . . . ?
N2 Sm1 O5 C20 -146.8(2) . . . . ?
O2 Sm1 O5 C20 113.5(2) 2_645 . . . ?
S1 Sm1 O5 C20 162.04(17) 2_645 . . . ?
Sm1 Sm1 O5 C20 -3.8(2) 3_665 . . . ?
C12 N1 C1 C2 0.2(7) . . . . ?
Sm1 N1 C1 C2 -176.6(4) . . . . ?
N1 C1 C2 C3 1.2(8) . . . . ?
C1 C2 C3 C4 -0.5(7) . . . . ?
C2 C3 C4 C12 -1.4(7) . . . . ?
C2 C3 C4 C5 174.3(4) . . . . ?
C13 N3 C5 C6 1.4(4) . . . . ?
C13 N3 C5 C4 -171.0(4) . . . . ?
C3 C4 C5 N3 -2.9(7) . . . . ?
C12 C4 C5 N3 172.9(4) . . . . ?
C3 C4 C5 C6 -174.1(4) . . . . ?
C12 C4 C5 C6 1.7(6) . . . . ?
N3 C5 C6 N4 -1.0(4) . . . . ?
C4 C5 C6 N4 171.9(3) . . . . ?
N3 C5 C6 C7 -179.2(3) . . . . ?
C4 C5 C6 C7 -6.3(6) . . . . ?
C13 N4 C6 C5 0.3(4) . . . . ?
C13 N4 C6 C7 178.2(4) . . . . ?
C5 C6 C7 C8 -175.0(4) . . . . ?
N4 C6 C7 C8 7.2(6) . . . . ?
C5 C6 C7 C11 5.0(5) . . . . ?
N4 C6 C7 C11 -172.8(4) . . . . ?
C11 C7 C8 C9 0.8(6) . . . . ?
C6 C7 C8 C9 -179.2(4) . . . . ?
C7 C8 C9 C10 0.1(6) . . . . ?
C11 N2 C10 C9 0.6(6) . . . . ?
Sm1 N2 C10 C9 167.1(3) . . . . ?
C8 C9 C10 N2 -0.9(7) . . . . ?
C10 N2 C11 C7 0.3(5) . . . . ?
Sm1 N2 C11 C7 -166.6(2) . . . . ?
C10 N2 C11 C12 178.9(3) . . . . ?
Sm1 N2 C11 C12 12.0(4) . . . . ?
C8 C7 C11 N2 -1.0(5) . . . . ?
C6 C7 C11 N2 179.0(3) . . . . ?
C8 C7 C11 C12 -179.6(4) . . . . ?
C6 C7 C11 C12 0.4(5) . . . . ?
C1 N1 C12 C4 -2.3(6) . . . . ?
Sm1 N1 C12 C4 174.5(3) . . . . ?
C1 N1 C12 C11 -179.4(4) . . . . ?
Sm1 N1 C12 C11 -2.7(4) . . . . ?
C3 C4 C12 N1 2.8(6) . . . . ?
C5 C4 C12 N1 -173.2(3) . . . . ?
C3 C4 C12 C11 179.9(4) . . . . ?
C5 C4 C12 C11 3.8(5) . . . . ?
N2 C11 C12 N1 -6.4(5) . . . . ?
C7 C11 C12 N1 172.3(3) . . . . ?
N2 C11 C12 C4 176.5(3) . . . . ?
C7 C11 C12 C4 -4.9(5) . . . . ?
C6 N4 C13 N3 0.6(4) . . . . ?
C6 N4 C13 C14 178.2(3) . . . . ?
C5 N3 C13 N4 -1.3(4) . . . . ?
C5 N3 C13 C14 -178.9(3) . . . . ?
N4 C13 C14 C15 -30.4(6) . . . . ?
N3 C13 C14 C15 146.9(4) . . . . ?
N4 C13 C14 C19 150.7(4) . . . . ?
N3 C13 C14 C19 -32.0(6) . . . . ?
C19 C14 C15 C16 1.9(6) . . . . ?
C13 C14 C15 C16 -177.1(4) . . . . ?
C14 C15 C16 C17 2.0(6) . . . . ?
C15 C16 C17 C18 -3.5(6) . . . . ?
C16 C17 C18 C19 1.2(6) . . . . ?
C17 C18 C19 C14 2.7(6) . . . . ?
C17 C18 C19 S1 -172.9(3) . . . . ?
C15 C14 C19 C18 -4.2(5) . . . . ?
C13 C14 C19 C18 174.7(4) . . . . ?
C15 C14 C19 S1 171.1(3) . . . . ?
C13 C14 C19 S1 -10.0(5) . . . . ?
O3 S1 C19 C18 -114.8(3) . . . . ?
O2 S1 C19 C18 122.1(3) . . . . ?
O1 S1 C19 C18 5.8(3) . . . . ?
Sm1 S1 C19 C18 58.9(3) 2_655 . . . ?
O3 S1 C19 C14 69.7(3) . . . . ?
O2 S1 C19 C14 -53.4(3) . . . . ?
O1 S1 C19 C14 -169.7(3) . . . . ?
Sm1 S1 C19 C14 -116.5(3) 2_655 . . . ?
Sm1 O5 C20 O4 10.3(3) . . . . ?
Sm1 O5 C20 C21 -165.7(3) . . . . ?
Sm1 O4 C20 O5 -158.6(6) 3_665 . . . ?
Sm1 O4 C20 O5 -9.3(3) . . . . ?
Sm1 O4 C20 C21 17.4(10) 3_665 . . . ?
Sm1 O4 C20 C21 166.7(3) . . . . ?
O5 C20 C21 C22 96.2(4) . . . . ?
O4 C20 C21 C22 -79.7(4) . . . . ?
C20 C21 C22 C23 -65.8(4) . . . . ?
C21 C22 C23 C24 -175.3(3) . . . . ?
Sm1 O6 C24 O7 -8.9(6) 1_655 . . . ?
Sm1 O6 C24 C23 170.8(3) 1_655 . . . ?
Sm1 O7 C24 O6 -3.8(6) 3_765 . . . ?
Sm1 O7 C24 C23 176.5(2) 3_765 . . . ?
C22 C23 C24 O6 171.0(3) . . . . ?
C22 C23 C24 O7 -9.2(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.081
####################################################################### 
# 
# 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_nw1757_0m
_database_code_depnum_ccdc_archive 'CCDC 1414376'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 Gd N4 O7 S, 2(H2 O)'
_chemical_formula_sum            'C24 H21 Gd N4 O9 S'
_chemical_formula_weight         698.76

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'
Gd Gd -0.1653 3.9035 '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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   8.2038(9)
_cell_length_b                   14.8931(17)
_cell_length_c                   20.772(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.813(2)
_cell_angle_gamma                90.00
_cell_volume                     2507.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3414
_cell_measurement_theta_min      2.41?
_cell_measurement_theta_max      25.05

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1380
_exptl_absorpt_coefficient_mu    2.790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_T_max  0.724
_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            12297
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4416
_reflns_number_gt                3602
_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)+(0.0279P)²+0.8022P] 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         4416
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0654
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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 0.54211(2) 0.111996(13) 0.050324(10) 0.02307(8) Uani 1 1 d . . .
S1 S 1.00697(14) 0.62465(7) 0.30023(5) 0.0307(3) Uani 1 1 d . . .
N1 N 0.7608(4) 0.2254(2) 0.09626(17) 0.0321(9) Uani 1 1 d . . .
N2 N 0.4564(4) 0.2814(2) 0.03979(16) 0.0273(8) Uani 1 1 d . . .
N3 N 0.8660(4) 0.5375(2) 0.16568(17) 0.0304(8) Uani 1 1 d . . .
H3A H 0.9682 0.5400 0.1829 0.036 Uiso 1 1 calc R . .
N4 N 0.6076(5) 0.5805(2) 0.13285(17) 0.0331(9) Uani 1 1 d . . .
O1 O 1.0949(4) 0.6683(2) 0.35856(13) 0.0376(8) Uani 1 1 d . . .
O2 O 0.8783(4) 0.56866(19) 0.31924(15) 0.0378(8) Uani 1 1 d . . .
O3 O 1.1184(4) 0.5784(2) 0.26333(15) 0.0396(8) Uani 1 1 d . . .
O4 O 0.6546(3) 0.16903(19) -0.04203(14) 0.0332(7) Uani 1 1 d . . .
O5 O 0.5627(3) 0.03276(18) -0.06159(13) 0.0296(7) Uani 1 1 d . . .
O6 O 1.2850(3) 0.11017(18) -0.01070(14) 0.0317(7) Uani 1 1 d . . .
O7 O 1.2186(3) -0.02038(18) -0.06112(13) 0.0275(7) Uani 1 1 d . . .
C1 C 0.9097(5) 0.1982(3) 0.1218(2) 0.0446(13) Uani 1 1 d . . .
H1 H 0.9331 0.1372 0.1206 0.054 Uiso 1 1 calc R . .
C2 C 1.0340(6) 0.2557(3) 0.1505(3) 0.0556(16) Uani 1 1 d . . .
H2 H 1.1383 0.2338 0.1669 0.067 Uiso 1 1 calc R . .
C3 C 0.9990(5) 0.3445(3) 0.1540(2) 0.0441(13) Uani 1 1 d . . .
H3 H 1.0791 0.3841 0.1737 0.053 Uiso 1 1 calc R . .
C4 C 0.8432(5) 0.3763(3) 0.1279(2) 0.0288(10) Uani 1 1 d . . .
C5 C 0.7875(5) 0.4655(3) 0.1337(2) 0.0292(10) Uani 1 1 d . . .
C6 C 0.6293(5) 0.4936(3) 0.1131(2) 0.0295(10) Uani 1 1 d . . .
C7 C 0.5108(5) 0.4332(3) 0.0785(2) 0.0271(9) Uani 1 1 d . . .
C8 C 0.3500(5) 0.4585(3) 0.0517(2) 0.0363(11) Uani 1 1 d . . .
H8 H 0.3139 0.5172 0.0553 0.044 Uiso 1 1 calc R . .
C9 C 0.2479(6) 0.3947(3) 0.0201(2) 0.0397(12) Uani 1 1 d . . .
H9 H 0.1405 0.4095 0.0019 0.048 Uiso 1 1 calc R . .
C10 C 0.3053(5) 0.3077(3) 0.0153(2) 0.0345(11) Uani 1 1 d . . .
H10 H 0.2336 0.2654 -0.0064 0.041 Uiso 1 1 calc R . .
C11 C 0.5606(5) 0.3444(3) 0.07070(19) 0.0253(9) Uani 1 1 d . . .
C12 C 0.7264(5) 0.3142(3) 0.0984(2) 0.0257(9) Uani 1 1 d . . .
C13 C 0.7525(6) 0.6044(3) 0.1653(2) 0.0302(10) Uani 1 1 d . . .
C14 C 0.7908(5) 0.6938(3) 0.1938(2) 0.0301(10) Uani 1 1 d . . .
C15 C 0.7045(6) 0.7661(3) 0.1627(2) 0.0378(12) Uani 1 1 d . . .
H15 H 0.6239 0.7557 0.1269 0.045 Uiso 1 1 calc R . .
C16 C 0.7367(6) 0.8528(3) 0.1841(2) 0.0401(12) Uani 1 1 d . . .
H16 H 0.6761 0.8999 0.1630 0.048 Uiso 1 1 calc R . .
C17 C 0.8561(6) 0.8704(3) 0.2359(2) 0.0378(12) Uani 1 1 d . . .
H17 H 0.8794 0.9293 0.2491 0.045 Uiso 1 1 calc R . .
C18 C 0.9430(6) 0.7995(3) 0.2687(2) 0.0357(11) Uani 1 1 d . . .
H18 H 1.0252 0.8113 0.3038 0.043 Uiso 1 1 calc R . .
C19 C 0.9079(5) 0.7118(3) 0.24959(19) 0.0275(10) Uani 1 1 d . . .
C20 C 0.6431(5) 0.0999(3) -0.0770(2) 0.0247(9) Uani 1 1 d . . .
C21 C 0.7330(5) 0.0938(3) -0.1341(2) 0.0289(10) Uani 1 1 d . . .
H21A H 0.7552 0.1536 -0.1490 0.035 Uiso 1 1 calc R . .
H21B H 0.6654 0.0625 -0.1695 0.035 Uiso 1 1 calc R . .
C22 C 0.8966(5) 0.0429(3) -0.1147(2) 0.0282(10) Uani 1 1 d . . .
H22A H 0.8744 -0.0151 -0.0967 0.034 Uiso 1 1 calc R . .
H22B H 0.9477 0.0326 -0.1532 0.034 Uiso 1 1 calc R . .
C23 C 1.0150(5) 0.0953(3) -0.0648(2) 0.0299(10) Uani 1 1 d . . .
H23A H 1.0258 0.1552 -0.0820 0.036 Uiso 1 1 calc R . .
H23B H 0.9640 0.1015 -0.0259 0.036 Uiso 1 1 calc R . .
C24 C 1.1853(5) 0.0585(3) -0.04469(19) 0.0248(9) Uani 1 1 d . . .
O8 O 0.8745(6) 0.3261(3) 0.9495(2) 0.1003(16) Uani 1 1 d . . .
O9 O 0.3029(7) 0.6449(6) 0.1696(3) 0.169(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O6 2.288(3) 1_455 ?
Gd1 O5 2.346(3) 3_655 ?
Gd1 O7 2.373(3) 3_755 ?
Gd1 O4 2.407(3) . ?
Gd1 O1 2.490(3) 2_645 ?
Gd1 N1 2.541(3) . ?
Gd1 N2 2.620(3) . ?
Gd1 O5 2.635(3) . ?
Gd1 O2 2.764(3) 2_645 ?
Gd1 S1 3.1963(12) 2_645 ?
Gd1 Gd1 3.9413(5) 3_655 ?
S1 O2 1.447(3) . ?
S1 O3 1.453(3) . ?
S1 O1 1.464(3) . ?
S1 C19 1.786(4) . ?
S1 Gd1 3.1964(12) 2_655 ?
N1 C1 1.318(5) . ?
N1 C12 1.355(5) . ?
N2 C10 1.325(5) . ?
N2 C11 1.362(5) . ?
N3 C13 1.363(5) . ?
N3 C5 1.369(5) . ?
N3 H3A 0.8600 . ?
N4 C13 1.322(5) . ?
N4 C6 1.376(5) . ?
O1 Gd1 2.490(3) 2_655 ?
O2 Gd1 2.764(3) 2_655 ?
O4 C20 1.255(5) . ?
O5 C20 1.266(4) . ?
O5 Gd1 2.346(3) 3_655 ?
O6 C24 1.259(5) . ?
O6 Gd1 2.288(3) 1_655 ?
O7 C24 1.264(5) . ?
O7 Gd1 2.373(3) 3_755 ?
C1 C2 1.394(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.357(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(6) . ?
C3 H3 0.9300 . ?
C4 C12 1.403(5) . ?
C4 C5 1.417(5) . ?
C5 C6 1.369(6) . ?
C6 C7 1.435(6) . ?
C7 C11 1.400(6) . ?
C7 C8 1.402(6) . ?
C8 C9 1.367(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.464(5) . ?
C13 C14 1.472(5) . ?
C14 C15 1.392(6) . ?
C14 C19 1.412(6) . ?
C15 C16 1.378(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.392(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(6) . ?
C18 H18 0.9300 . ?
C20 C21 1.492(6) . ?
C21 C22 1.540(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.522(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.499(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Gd1 O5 73.95(9) 1_455 3_655 ?
O6 Gd1 O7 136.42(9) 1_455 3_755 ?
O5 Gd1 O7 76.86(9) 3_655 3_755 ?
O6 Gd1 O4 89.77(10) 1_455 . ?
O5 Gd1 O4 126.50(10) 3_655 . ?
O7 Gd1 O4 82.28(10) 3_755 . ?
O6 Gd1 O1 86.56(10) 1_455 2_645 ?
O5 Gd1 O1 91.06(10) 3_655 2_645 ?
O7 Gd1 O1 125.80(9) 3_755 2_645 ?
O4 Gd1 O1 139.44(10) . 2_645 ?
O6 Gd1 N1 138.92(10) 1_455 . ?
O5 Gd1 N1 145.26(10) 3_655 . ?
O7 Gd1 N1 79.65(10) 3_755 . ?
O4 Gd1 N1 74.34(11) . . ?
O1 Gd1 N1 82.29(11) 2_645 . ?
O6 Gd1 N2 75.67(10) 1_455 . ?
O5 Gd1 N2 142.73(10) 3_655 . ?
O7 Gd1 N2 140.29(10) 3_755 . ?
O4 Gd1 N2 74.00(10) . . ?
O1 Gd1 N2 65.96(10) 2_645 . ?
N1 Gd1 N2 63.65(11) . . ?
O6 Gd1 O5 71.59(9) 1_455 . ?
O5 Gd1 O5 75.55(10) 3_655 . ?
O7 Gd1 O5 70.25(9) 3_755 . ?
O4 Gd1 O5 51.02(9) . . ?
O1 Gd1 O5 156.72(9) 2_645 . ?
N1 Gd1 O5 119.46(10) . . ?
N2 Gd1 O5 114.22(9) . . ?
O6 Gd1 O2 126.83(10) 1_455 2_645 ?
O5 Gd1 O2 73.91(9) 3_655 2_645 ?
O7 Gd1 O2 72.86(9) 3_755 2_645 ?
O4 Gd1 O2 143.28(9) . 2_645 ?
O1 Gd1 O2 53.13(9) 2_645 2_645 ?
N1 Gd1 O2 74.92(10) . 2_645 ?
N2 Gd1 O2 109.08(9) . 2_645 ?
O5 Gd1 O2 136.27(8) . 2_645 ?
O6 Gd1 S1 107.23(8) 1_455 2_645 ?
O5 Gd1 S1 81.65(7) 3_655 2_645 ?
O7 Gd1 S1 99.65(7) 3_755 2_645 ?
O4 Gd1 S1 150.90(7) . 2_645 ?
O1 Gd1 S1 26.26(7) 2_645 2_645 ?
N1 Gd1 S1 77.46(8) . 2_645 ?
N2 Gd1 S1 87.26(8) . 2_645 ?
O5 Gd1 S1 156.59(6) . 2_645 ?
O2 Gd1 S1 26.87(6) 2_645 2_645 ?
O6 Gd1 Gd1 67.93(7) 1_455 3_655 ?
O5 Gd1 Gd1 40.35(7) 3_655 3_655 ?
O7 Gd1 Gd1 68.82(6) 3_755 3_655 ?
O4 Gd1 Gd1 86.18(7) . 3_655 ?
O1 Gd1 Gd1 128.70(7) 2_645 3_655 ?
N1 Gd1 Gd1 144.89(8) . 3_655 ?
N2 Gd1 Gd1 138.42(7) . 3_655 ?
O5 Gd1 Gd1 35.20(6) . 3_655 ?
O2 Gd1 Gd1 108.55(6) 2_645 3_655 ?
S1 Gd1 Gd1 121.81(2) 2_645 3_655 ?
O2 S1 O3 114.51(19) . . ?
O2 S1 O1 108.51(18) . . ?
O3 S1 O1 112.15(19) . . ?
O2 S1 C19 107.09(19) . . ?
O3 S1 C19 107.46(19) . . ?
O1 S1 C19 106.70(19) . . ?
O2 S1 Gd1 59.69(13) . 2_655 ?
O3 S1 Gd1 131.86(13) . 2_655 ?
O1 S1 Gd1 48.82(12) . 2_655 ?
C19 S1 Gd1 120.08(14) . 2_655 ?
C1 N1 C12 118.1(4) . . ?
C1 N1 Gd1 120.3(3) . . ?
C12 N1 Gd1 121.5(3) . . ?
C10 N2 C11 117.4(4) . . ?
C10 N2 Gd1 122.7(3) . . ?
C11 N2 Gd1 118.9(3) . . ?
C13 N3 C5 107.4(3) . . ?
C13 N3 H3A 126.3 . . ?
C5 N3 H3A 126.3 . . ?
C13 N4 C6 104.9(3) . . ?
S1 O1 Gd1 104.91(15) . 2_655 ?
S1 O2 Gd1 93.45(14) . 2_655 ?
C20 O4 Gd1 99.7(2) . . ?
C20 O5 Gd1 164.7(3) . 3_655 ?
C20 O5 Gd1 88.6(2) . . ?
Gd1 O5 Gd1 104.45(10) 3_655 . ?
C24 O6 Gd1 141.5(3) . 1_655 ?
C24 O7 Gd1 135.9(2) . 3_755 ?
N1 C1 C2 123.8(4) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C12 118.1(4) . . ?
C3 C4 C5 125.1(4) . . ?
C12 C4 C5 116.6(4) . . ?
C6 C5 N3 105.4(4) . . ?
C6 C5 C4 124.3(4) . . ?
N3 C5 C4 129.9(4) . . ?
C5 C6 N4 110.7(4) . . ?
C5 C6 C7 120.1(4) . . ?
N4 C6 C7 129.1(4) . . ?
C11 C7 C8 118.8(4) . . ?
C11 C7 C6 117.6(4) . . ?
C8 C7 C6 123.6(4) . . ?
C9 C8 C7 118.3(4) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N2 C10 C9 123.8(4) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
N2 C11 C7 122.1(4) . . ?
N2 C11 C12 116.8(4) . . ?
C7 C11 C12 121.0(3) . . ?
N1 C12 C4 121.7(4) . . ?
N1 C12 C11 118.2(3) . . ?
C4 C12 C11 120.0(4) . . ?
N4 C13 N3 111.5(4) . . ?
N4 C13 C14 124.6(4) . . ?
N3 C13 C14 123.8(4) . . ?
C15 C14 C19 117.9(4) . . ?
C15 C14 C13 116.8(4) . . ?
C19 C14 C13 125.3(4) . . ?
C16 C15 C14 121.1(4) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 120.9(4) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 119.4(4) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C19 C18 C17 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C14 120.0(4) . . ?
C18 C19 S1 117.5(3) . . ?
C14 C19 S1 122.5(3) . . ?
O4 C20 O5 119.8(4) . . ?
O4 C20 C21 120.5(4) . . ?
O5 C20 C21 119.5(4) . . ?
C20 C21 C22 109.9(3) . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 C22 C21 111.4(3) . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 118.2(3) . . ?
C24 C23 H23A 107.8 . . ?
C22 C23 H23A 107.8 . . ?
C24 C23 H23B 107.8 . . ?
C22 C23 H23B 107.8 . . ?
H23A C23 H23B 107.1 . . ?
O6 C24 O7 124.8(4) . . ?
O6 C24 C23 115.5(4) . . ?
O7 C24 C23 119.7(3) . . ?

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
O6 Gd1 N1 C1 -169.2(3) 1_455 . . . ?
O5 Gd1 N1 C1 34.5(4) 3_655 . . . ?
O7 Gd1 N1 C1 -13.5(3) 3_755 . . . ?
O4 Gd1 N1 C1 -98.3(4) . . . . ?
O1 Gd1 N1 C1 115.1(4) 2_645 . . . ?
N2 Gd1 N1 C1 -177.9(4) . . . . ?
O5 Gd1 N1 C1 -73.7(4) . . . . ?
O2 Gd1 N1 C1 61.3(3) 2_645 . . . ?
S1 Gd1 N1 C1 88.9(4) 2_645 . . . ?
Gd1 Gd1 N1 C1 -39.6(4) 3_655 . . . ?
O6 Gd1 N1 C12 14.2(4) 1_455 . . . ?
O5 Gd1 N1 C12 -142.1(3) 3_655 . . . ?
O7 Gd1 N1 C12 169.9(3) 3_755 . . . ?
O4 Gd1 N1 C12 85.1(3) . . . . ?
O1 Gd1 N1 C12 -61.5(3) 2_645 . . . ?
N2 Gd1 N1 C12 5.5(3) . . . . ?
O5 Gd1 N1 C12 109.7(3) . . . . ?
O2 Gd1 N1 C12 -115.3(3) 2_645 . . . ?
S1 Gd1 N1 C12 -87.7(3) 2_645 . . . ?
Gd1 Gd1 N1 C12 143.8(3) 3_655 . . . ?
O6 Gd1 N2 C10 9.5(3) 1_455 . . . ?
O5 Gd1 N2 C10 -26.7(4) 3_655 . . . ?
O7 Gd1 N2 C10 159.1(3) 3_755 . . . ?
O4 Gd1 N2 C10 103.5(3) . . . . ?
O1 Gd1 N2 C10 -83.1(3) 2_645 . . . ?
N1 Gd1 N2 C10 -176.4(4) . . . . ?
O5 Gd1 N2 C10 71.3(3) . . . . ?
O2 Gd1 N2 C10 -115.0(3) 2_645 . . . ?
S1 Gd1 N2 C10 -99.0(3) 2_645 . . . ?
Gd1 Gd1 N2 C10 38.8(4) 3_655 . . . ?
O6 Gd1 N2 C11 177.7(3) 1_455 . . . ?
O5 Gd1 N2 C11 141.5(3) 3_655 . . . ?
O7 Gd1 N2 C11 -32.7(4) 3_755 . . . ?
O4 Gd1 N2 C11 -88.4(3) . . . . ?
O1 Gd1 N2 C11 85.0(3) 2_645 . . . ?
N1 Gd1 N2 C11 -8.3(3) . . . . ?
O5 Gd1 N2 C11 -120.5(3) . . . . ?
O2 Gd1 N2 C11 53.2(3) 2_645 . . . ?
S1 Gd1 N2 C11 69.1(3) 2_645 . . . ?
Gd1 Gd1 N2 C11 -153.1(2) 3_655 . . . ?
O2 S1 O1 Gd1 0.6(2) . . . 2_655 ?
O3 S1 O1 Gd1 -126.95(17) . . . 2_655 ?
C19 S1 O1 Gd1 115.64(17) . . . 2_655 ?
O3 S1 O2 Gd1 125.65(16) . . . 2_655 ?
O1 S1 O2 Gd1 -0.48(18) . . . 2_655 ?
C19 S1 O2 Gd1 -115.32(16) . . . 2_655 ?
O6 Gd1 O4 C20 -71.6(2) 1_455 . . . ?
O5 Gd1 O4 C20 -1.9(3) 3_655 . . . ?
O7 Gd1 O4 C20 65.4(2) 3_755 . . . ?
O1 Gd1 O4 C20 -156.1(2) 2_645 . . . ?
N1 Gd1 O4 C20 146.8(2) . . . . ?
N2 Gd1 O4 C20 -146.8(2) . . . . ?
O5 Gd1 O4 C20 -5.4(2) . . . . ?
O2 Gd1 O4 C20 112.6(2) 2_645 . . . ?
S1 Gd1 O4 C20 161.39(18) 2_645 . . . ?
Gd1 Gd1 O4 C20 -3.7(2) 3_655 . . . ?
O6 Gd1 O5 C20 110.6(2) 1_455 . . . ?
O5 Gd1 O5 C20 -171.9(3) 3_655 . . . ?
O7 Gd1 O5 C20 -90.9(2) 3_755 . . . ?
O4 Gd1 O5 C20 5.3(2) . . . . ?
O1 Gd1 O5 C20 131.6(3) 2_645 . . . ?
N1 Gd1 O5 C20 -25.8(2) . . . . ?
N2 Gd1 O5 C20 46.4(2) . . . . ?
O2 Gd1 O5 C20 -125.0(2) 2_645 . . . ?
S1 Gd1 O5 C20 -158.47(18) 2_645 . . . ?
Gd1 Gd1 O5 C20 -171.9(3) 3_655 . . . ?
O6 Gd1 O5 Gd1 -77.58(11) 1_455 . . 3_655 ?
O5 Gd1 O5 Gd1 0.0 3_655 . . 3_655 ?
O7 Gd1 O5 Gd1 80.98(10) 3_755 . . 3_655 ?
O4 Gd1 O5 Gd1 177.12(15) . . . 3_655 ?
O1 Gd1 O5 Gd1 -56.6(3) 2_645 . . 3_655 ?
N1 Gd1 O5 Gd1 146.01(11) . . . 3_655 ?
N2 Gd1 O5 Gd1 -141.74(10) . . . 3_655 ?
O2 Gd1 O5 Gd1 46.90(16) 2_645 . . 3_655 ?
S1 Gd1 O5 Gd1 13.4(2) 2_645 . . 3_655 ?
C12 N1 C1 C2 -0.4(7) . . . . ?
Gd1 N1 C1 C2 -177.1(4) . . . . ?
N1 C1 C2 C3 1.7(9) . . . . ?
C1 C2 C3 C4 -1.4(8) . . . . ?
C2 C3 C4 C12 -0.2(7) . . . . ?
C2 C3 C4 C5 174.0(5) . . . . ?
C13 N3 C5 C6 2.1(5) . . . . ?
C13 N3 C5 C4 -170.9(4) . . . . ?
C3 C4 C5 C6 -173.6(5) . . . . ?
C12 C4 C5 C6 0.7(7) . . . . ?
C3 C4 C5 N3 -1.8(8) . . . . ?
C12 C4 C5 N3 172.4(4) . . . . ?
N3 C5 C6 N4 -1.3(5) . . . . ?
C4 C5 C6 N4 172.2(4) . . . . ?
N3 C5 C6 C7 -178.8(4) . . . . ?
C4 C5 C6 C7 -5.3(7) . . . . ?
C13 N4 C6 C5 -0.1(5) . . . . ?
C13 N4 C6 C7 177.2(4) . . . . ?
C5 C6 C7 C11 4.1(6) . . . . ?
N4 C6 C7 C11 -172.9(4) . . . . ?
C5 C6 C7 C8 -175.2(4) . . . . ?
N4 C6 C7 C8 7.8(7) . . . . ?
C11 C7 C8 C9 1.2(7) . . . . ?
C6 C7 C8 C9 -179.6(4) . . . . ?
C7 C8 C9 C10 -0.2(7) . . . . ?
C11 N2 C10 C9 -0.8(7) . . . . ?
Gd1 N2 C10 C9 167.5(4) . . . . ?
C8 C9 C10 N2 0.0(8) . . . . ?
C10 N2 C11 C7 1.9(6) . . . . ?
Gd1 N2 C11 C7 -166.9(3) . . . . ?
C10 N2 C11 C12 179.2(4) . . . . ?
Gd1 N2 C11 C12 10.4(5) . . . . ?
C8 C7 C11 N2 -2.1(6) . . . . ?
C6 C7 C11 N2 178.6(4) . . . . ?
C8 C7 C11 C12 -179.3(4) . . . . ?
C6 C7 C11 C12 1.4(6) . . . . ?
C1 N1 C12 C4 -1.3(6) . . . . ?
Gd1 N1 C12 C4 175.3(3) . . . . ?
C1 N1 C12 C11 -179.3(4) . . . . ?
Gd1 N1 C12 C11 -2.7(5) . . . . ?
C3 C4 C12 N1 1.6(6) . . . . ?
C5 C4 C12 N1 -173.1(4) . . . . ?
C3 C4 C12 C11 179.6(4) . . . . ?
C5 C4 C12 C11 4.9(6) . . . . ?
N2 C11 C12 N1 -5.3(6) . . . . ?
C7 C11 C12 N1 172.0(4) . . . . ?
N2 C11 C12 C4 176.6(4) . . . . ?
C7 C11 C12 C4 -6.1(6) . . . . ?
C6 N4 C13 N3 1.4(5) . . . . ?
C6 N4 C13 C14 177.7(4) . . . . ?
C5 N3 C13 N4 -2.3(5) . . . . ?
C5 N3 C13 C14 -178.6(4) . . . . ?
N4 C13 C14 C15 -29.7(6) . . . . ?
N3 C13 C14 C15 146.1(4) . . . . ?
N4 C13 C14 C19 150.7(4) . . . . ?
N3 C13 C14 C19 -33.4(7) . . . . ?
C19 C14 C15 C16 2.4(7) . . . . ?
C13 C14 C15 C16 -177.2(4) . . . . ?
C14 C15 C16 C17 1.1(7) . . . . ?
C15 C16 C17 C18 -2.1(7) . . . . ?
C16 C17 C18 C19 -0.6(7) . . . . ?
C17 C18 C19 C14 4.1(7) . . . . ?
C17 C18 C19 S1 -172.5(3) . . . . ?
C15 C14 C19 C18 -5.0(6) . . . . ?
C13 C14 C19 C18 174.6(4) . . . . ?
C15 C14 C19 S1 171.5(3) . . . . ?
C13 C14 C19 S1 -8.9(6) . . . . ?
O2 S1 C19 C18 122.8(3) . . . . ?
O3 S1 C19 C18 -113.7(4) . . . . ?
O1 S1 C19 C18 6.7(4) . . . . ?
Gd1 S1 C19 C18 58.4(4) 2_655 . . . ?
O2 S1 C19 C14 -53.8(4) . . . . ?
O3 S1 C19 C14 69.7(4) . . . . ?
O1 S1 C19 C14 -169.9(3) . . . . ?
Gd1 S1 C19 C14 -118.2(3) 2_655 . . . ?
Gd1 O4 C20 O5 10.1(4) . . . . ?
Gd1 O4 C20 C21 -165.7(3) . . . . ?
Gd1 O5 C20 O4 -157.8(8) 3_655 . . . ?
Gd1 O5 C20 O4 -9.1(4) . . . . ?
Gd1 O5 C20 C21 17.9(12) 3_655 . . . ?
Gd1 O5 C20 C21 166.7(3) . . . . ?
O4 C20 C21 C22 96.7(4) . . . . ?
O5 C20 C21 C22 -79.1(4) . . . . ?
C20 C21 C22 C23 -66.1(4) . . . . ?
C21 C22 C23 C24 -175.3(4) . . . . ?
Gd1 O6 C24 O7 -8.5(7) 1_655 . . . ?
Gd1 O6 C24 C23 170.2(3) 1_655 . . . ?
Gd1 O7 C24 O6 -5.4(6) 3_755 . . . ?
Gd1 O7 C24 C23 176.0(3) 3_755 . . . ?
C22 C23 C24 O6 170.3(4) . . . . ?
C22 C23 C24 O7 -11.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.094
####################################################################### 
# 
# 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_nw1787
_database_code_depnum_ccdc_archive 'CCDC 1414377'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H17 N4 O7 S Yb'
_chemical_formula_sum            'C24 H17 N4 O7 S Yb'
_chemical_formula_weight         678.51

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'
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           Orthorhombic
_symmetry_space_group_name_H-M   Fdd2
_symmetry_space_group_name_Hall  'F 2 -2d'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   30.013(3)
_cell_length_b                   35.346(6)
_cell_length_c                   8.6690(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     9196(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4504
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.02

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.960
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5296
_exptl_absorpt_coefficient_mu    4.215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.632
_exptl_absorpt_correction_T_max  0.728
_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 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11312
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3863
_reflns_number_gt                3607
_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)+(0.0000P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.068(8)
_refine_ls_number_reflns         3863
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0432
_refine_ls_wR_factor_gt          0.0420
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.003
_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 0.543043(6) 0.955589(5) 0.27042(4) 0.02430(6) Uani 1 1 d . . .
S1 S 0.59393(5) 0.67717(4) 0.09675(15) 0.0328(3) Uani 1 1 d . . .
N1 N 0.54505(12) 0.88659(11) 0.3170(4) 0.0235(10) Uani 1 1 d . . .
N2 N 0.57073(12) 0.91817(10) 0.0451(5) 0.0257(9) Uani 1 1 d . . .
N3 N 0.56510(14) 0.76300(11) 0.0635(4) 0.0291(10) Uani 1 1 d . . .
H3A H 0.5605 0.7461 0.1330 0.035 Uiso 1 1 calc R . .
N4 N 0.57873(14) 0.78866(11) -0.1667(4) 0.0309(10) Uani 1 1 d . . .
O1 O 0.63617(12) 0.69842(9) 0.1028(4) 0.0355(9) Uani 1 1 d . . .
O2 O 0.60048(13) 0.63729(10) 0.1202(4) 0.0470(10) Uani 1 1 d . . .
O3 O 0.56135(13) 0.69433(11) 0.1993(4) 0.0383(9) Uani 1 1 d . . .
O4 O 0.49351(14) 0.94560(11) 0.4606(4) 0.0462(11) Uani 1 1 d . . .
O5 O 0.44845(14) 0.99359(12) 0.4186(5) 0.0480(11) Uani 1 1 d . . .
O6 O 0.48229(13) 0.94554(11) 1.1265(4) 0.0378(10) Uani 1 1 d . . .
O7 O 0.44516(14) 0.99930(11) 1.0971(4) 0.0413(10) Uani 1 1 d . . .
C1 C 0.53451(16) 0.87112(15) 0.4525(6) 0.0308(13) Uani 1 1 d . . .
H1 H 0.5257 0.8871 0.5319 0.037 Uiso 1 1 calc R . .
C2 C 0.53591(15) 0.83247(14) 0.4821(5) 0.0305(12) Uani 1 1 d . . .
H2 H 0.5286 0.8231 0.5791 0.037 Uiso 1 1 calc R . .
C3 C 0.54822(17) 0.80872(14) 0.3667(6) 0.0295(12) Uani 1 1 d . . .
H3 H 0.5500 0.7828 0.3844 0.035 Uiso 1 1 calc R . .
C4 C 0.55818(17) 0.82347(13) 0.2212(5) 0.0266(11) Uani 1 1 d . . .
C5 C 0.56690(17) 0.80131(14) 0.0858(6) 0.0303(12) Uani 1 1 d . . .
C6 C 0.57548(16) 0.81638(13) -0.0571(6) 0.0267(12) Uani 1 1 d . . .
C7 C 0.57918(16) 0.85705(13) -0.0750(5) 0.0248(11) Uani 1 1 d . . .
C8 C 0.59138(15) 0.87445(12) -0.2143(6) 0.0294(11) Uani 1 1 d . . .
H8 H 0.5983 0.8601 -0.3009 0.035 Uiso 1 1 calc R . .
C9 C 0.59285(15) 0.91333(12) -0.2195(6) 0.0319(11) Uani 1 1 d . . .
H9 H 0.6007 0.9256 -0.3105 0.038 Uiso 1 1 calc R . .
C10 C 0.58260(17) 0.93424(14) -0.0884(6) 0.0306(12) Uani 1 1 d . . .
H10 H 0.5841 0.9605 -0.0937 0.037 Uiso 1 1 calc R . .
C11 C 0.56928(15) 0.87980(12) 0.0526(5) 0.0229(11) Uani 1 1 d . . .
C12 C 0.55789(16) 0.86293(14) 0.2008(6) 0.0249(11) Uani 1 1 d . . .
C13 C 0.57190(17) 0.75683(14) -0.0889(6) 0.0289(12) Uani 1 1 d . . .
C14 C 0.56794(18) 0.71936(15) -0.1653(6) 0.0299(13) Uani 1 1 d . . .
C15 C 0.55498(19) 0.72010(17) -0.3192(7) 0.0393(14) Uani 1 1 d . . .
H15 H 0.5512 0.7434 -0.3676 0.047 Uiso 1 1 calc R . .
C16 C 0.54759(18) 0.68734(17) -0.4025(7) 0.0454(15) Uani 1 1 d . . .
H16 H 0.5393 0.6887 -0.5057 0.054 Uiso 1 1 calc R . .
C17 C 0.55248(19) 0.65292(18) -0.3331(7) 0.0448(16) Uani 1 1 d . . .
H17 H 0.5469 0.6308 -0.3881 0.054 Uiso 1 1 calc R . .
C18 C 0.56575(17) 0.65114(14) -0.1813(6) 0.0378(14) Uani 1 1 d . . .
H18 H 0.5690 0.6276 -0.1344 0.045 Uiso 1 1 calc R . .
C19 C 0.57446(16) 0.68383(14) -0.0959(6) 0.0292(12) Uani 1 1 d . . .
C20 C 0.45916(18) 0.96499(17) 0.4900(6) 0.0284(16) Uani 1 1 d . . .
C21 C 0.4319(2) 0.95287(16) 0.6276(6) 0.0342(15) Uani 1 1 d . . .
H21A H 0.4035 0.9660 0.6263 0.041 Uiso 1 1 calc R . .
H21B H 0.4260 0.9259 0.6212 0.041 Uiso 1 1 calc R . .
C22 C 0.45553(15) 0.96135(13) 0.7751(10) 0.0389(11) Uani 1 1 d . . .
H22A H 0.4616 0.9883 0.7794 0.047 Uiso 1 1 calc R . .
H22B H 0.4840 0.9483 0.7746 0.047 Uiso 1 1 calc R . .
C23 C 0.4300(2) 0.94999(16) 0.9203(6) 0.0308(14) Uani 1 1 d . . .
H23A H 0.3999 0.9600 0.9162 0.037 Uiso 1 1 calc R . .
H23B H 0.4282 0.9226 0.9273 0.037 Uiso 1 1 calc R . .
C24 C 0.45399(18) 0.96557(18) 1.0586(7) 0.0293(17) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Yb1 O7 2.219(4) 2_674 ?
Yb1 O5 2.223(4) 2_675 ?
Yb1 O6 2.237(4) 1_554 ?
Yb1 O4 2.248(4) . ?
Yb1 O1 2.256(3) 4_655 ?
Yb1 N1 2.473(4) . ?
Yb1 N2 2.501(4) . ?
Yb1 Yb1 4.0659(5) 2_675 ?
S1 O2 1.438(4) . ?
S1 O3 1.454(4) . ?
S1 O1 1.475(4) . ?
S1 C19 1.785(5) . ?
N1 C1 1.333(6) . ?
N1 C12 1.365(6) . ?
N2 C10 1.338(6) . ?
N2 C11 1.358(5) . ?
N3 C13 1.355(6) . ?
N3 C5 1.369(6) . ?
N3 H3A 0.8600 . ?
N4 C13 1.327(6) . ?
N4 C6 1.368(6) . ?
O1 Yb1 2.256(3) 8_644 ?
O4 C20 1.264(6) . ?
O5 C20 1.228(7) . ?
O5 Yb1 2.223(4) 2_675 ?
O6 C24 1.253(7) . ?
O6 Yb1 2.237(4) 1_556 ?
O7 C24 1.266(7) . ?
O7 Yb1 2.219(4) 2_676 ?
C1 C2 1.391(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.357(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(6) . ?
C3 H3 0.9300 . ?
C4 C12 1.406(7) . ?
C4 C5 1.435(7) . ?
C5 C6 1.373(6) . ?
C6 C7 1.450(7) . ?
C7 C11 1.399(6) . ?
C7 C8 1.404(7) . ?
C8 C9 1.376(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.458(6) . ?
C13 C14 1.485(7) . ?
C14 C15 1.390(7) . ?
C14 C19 1.406(7) . ?
C15 C16 1.383(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.365(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.397(7) . ?
C18 H18 0.9300 . ?
C20 C21 1.510(8) . ?
C21 C22 1.493(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.528(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.504(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?

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
O7 Yb1 O5 78.02(13) 2_674 2_675 ?
O7 Yb1 O6 82.33(15) 2_674 1_554 ?
O5 Yb1 O6 122.96(15) 2_675 1_554 ?
O7 Yb1 O4 135.64(14) 2_674 . ?
O5 Yb1 O4 77.23(16) 2_675 . ?
O6 Yb1 O4 81.09(14) 1_554 . ?
O7 Yb1 O1 98.32(14) 2_674 4_655 ?
O5 Yb1 O1 78.44(14) 2_675 4_655 ?
O6 Yb1 O1 157.85(12) 1_554 4_655 ?
O4 Yb1 O1 111.90(13) . 4_655 ?
O7 Yb1 N1 144.61(12) 2_674 . ?
O5 Yb1 N1 134.41(14) 2_675 . ?
O6 Yb1 N1 87.38(13) 1_554 . ?
O4 Yb1 N1 75.01(13) . . ?
O1 Yb1 N1 79.31(12) 4_655 . ?
O7 Yb1 N2 78.35(13) 2_674 . ?
O5 Yb1 N2 147.18(14) 2_675 . ?
O6 Yb1 N2 75.61(13) 1_554 . ?
O4 Yb1 N2 135.20(14) . . ?
O1 Yb1 N2 82.81(12) 4_655 . ?
N1 Yb1 N2 66.29(11) . . ?
O7 Yb1 Yb1 63.04(10) 2_674 2_675 ?
O5 Yb1 Yb1 56.57(11) 2_675 2_675 ?
O6 Yb1 Yb1 66.72(10) 1_554 2_675 ?
O4 Yb1 Yb1 72.60(10) . 2_675 ?
O1 Yb1 Yb1 133.25(9) 4_655 2_675 ?
N1 Yb1 Yb1 140.99(9) . 2_675 ?
N2 Yb1 Yb1 128.28(9) . 2_675 ?
O2 S1 O3 114.5(2) . . ?
O2 S1 O1 112.1(2) . . ?
O3 S1 O1 110.1(2) . . ?
O2 S1 C19 107.8(2) . . ?
O3 S1 C19 107.3(2) . . ?
O1 S1 C19 104.3(2) . . ?
C1 N1 C12 117.8(4) . . ?
C1 N1 Yb1 122.9(3) . . ?
C12 N1 Yb1 119.4(3) . . ?
C10 N2 C11 118.3(4) . . ?
C10 N2 Yb1 122.7(3) . . ?
C11 N2 Yb1 118.7(3) . . ?
C13 N3 C5 106.9(4) . . ?
C13 N3 H3A 126.6 . . ?
C5 N3 H3A 126.6 . . ?
C13 N4 C6 104.1(4) . . ?
S1 O1 Yb1 148.8(2) . 8_644 ?
C20 O4 Yb1 127.0(4) . . ?
C20 O5 Yb1 157.8(4) . 2_675 ?
C24 O6 Yb1 136.5(4) . 1_556 ?
C24 O7 Yb1 145.2(4) . 2_676 ?
N1 C1 C2 123.9(5) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C12 118.8(4) . . ?
C3 C4 C5 125.0(5) . . ?
C12 C4 C5 116.1(4) . . ?
N3 C5 C6 105.3(4) . . ?
N3 C5 C4 130.4(5) . . ?
C6 C5 C4 124.1(5) . . ?
N4 C6 C5 111.2(4) . . ?
N4 C6 C7 129.1(4) . . ?
C5 C6 C7 119.7(4) . . ?
C11 C7 C8 118.9(4) . . ?
C11 C7 C6 118.0(4) . . ?
C8 C7 C6 123.1(4) . . ?
C9 C8 C7 118.3(5) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 C10 119.8(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
N2 C10 C9 122.7(5) . . ?
N2 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
N2 C11 C7 122.0(4) . . ?
N2 C11 C12 117.3(4) . . ?
C7 C11 C12 120.8(4) . . ?
N1 C12 C4 121.1(4) . . ?
N1 C12 C11 117.8(4) . . ?
C4 C12 C11 121.0(4) . . ?
N4 C13 N3 112.5(4) . . ?
N4 C13 C14 122.8(4) . . ?
N3 C13 C14 124.5(5) . . ?
C15 C14 C19 117.8(5) . . ?
C15 C14 C13 115.7(5) . . ?
C19 C14 C13 126.5(5) . . ?
C16 C15 C14 122.0(6) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C17 C16 C15 120.0(6) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 119.5(5) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C17 C18 C19 121.5(5) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C14 119.1(5) . . ?
C18 C19 S1 116.6(4) . . ?
C14 C19 S1 124.3(4) . . ?
O5 C20 O4 124.0(5) . . ?
O5 C20 C21 119.3(5) . . ?
O4 C20 C21 116.6(5) . . ?
C22 C21 C20 111.2(5) . . ?
C22 C21 H21A 109.4 . . ?
C20 C21 H21A 109.4 . . ?
C22 C21 H21B 109.4 . . ?
C20 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C21 C22 C23 114.5(4) . . ?
C21 C22 H22A 108.6 . . ?
C23 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
C23 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C22 108.7(5) . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
O6 C24 O7 123.4(5) . . ?
O6 C24 C23 119.5(6) . . ?
O7 C24 C23 117.0(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
O7 Yb1 N1 C1 179.3(3) 2_674 . . . ?
O5 Yb1 N1 C1 28.0(4) 2_675 . . . ?
O6 Yb1 N1 C1 -107.8(4) 1_554 . . . ?
O4 Yb1 N1 C1 -26.4(4) . . . . ?
O1 Yb1 N1 C1 89.9(4) 4_655 . . . ?
N2 Yb1 N1 C1 176.7(4) . . . . ?
Yb1 Yb1 N1 C1 -61.1(4) 2_675 . . . ?
O7 Yb1 N1 C12 0.0(5) 2_674 . . . ?
O5 Yb1 N1 C12 -151.3(3) 2_675 . . . ?
O6 Yb1 N1 C12 72.9(3) 1_554 . . . ?
O4 Yb1 N1 C12 154.4(4) . . . . ?
O1 Yb1 N1 C12 -89.3(3) 4_655 . . . ?
N2 Yb1 N1 C12 -2.5(3) . . . . ?
Yb1 Yb1 N1 C12 119.7(3) 2_675 . . . ?
O7 Yb1 N2 C10 0.6(4) 2_674 . . . ?
O5 Yb1 N2 C10 -44.2(5) 2_675 . . . ?
O6 Yb1 N2 C10 85.5(4) 1_554 . . . ?
O4 Yb1 N2 C10 146.5(4) . . . . ?
O1 Yb1 N2 C10 -99.5(4) 4_655 . . . ?
N1 Yb1 N2 C10 179.0(4) . . . . ?
Yb1 Yb1 N2 C10 41.8(4) 2_675 . . . ?
O7 Yb1 N2 C11 -172.4(3) 2_674 . . . ?
O5 Yb1 N2 C11 142.9(3) 2_675 . . . ?
O6 Yb1 N2 C11 -87.4(3) 1_554 . . . ?
O4 Yb1 N2 C11 -26.4(4) . . . . ?
O1 Yb1 N2 C11 87.6(3) 4_655 . . . ?
N1 Yb1 N2 C11 6.1(3) . . . . ?
Yb1 Yb1 N2 C11 -131.1(3) 2_675 . . . ?
O2 S1 O1 Yb1 51.8(5) . . . 8_644 ?
O3 S1 O1 Yb1 -179.5(4) . . . 8_644 ?
C19 S1 O1 Yb1 -64.7(5) . . . 8_644 ?
O7 Yb1 O4 C20 7.5(6) 2_674 . . . ?
O5 Yb1 O4 C20 65.1(5) 2_675 . . . ?
O6 Yb1 O4 C20 -61.8(5) 1_554 . . . ?
O1 Yb1 O4 C20 136.9(5) 4_655 . . . ?
N1 Yb1 O4 C20 -151.4(5) . . . . ?
N2 Yb1 O4 C20 -120.8(5) . . . . ?
Yb1 Yb1 O4 C20 6.5(5) 2_675 . . . ?
C12 N1 C1 C2 0.1(7) . . . . ?
Yb1 N1 C1 C2 -179.2(4) . . . . ?
N1 C1 C2 C3 -0.8(8) . . . . ?
C1 C2 C3 C4 -1.3(7) . . . . ?
C2 C3 C4 C12 4.0(8) . . . . ?
C2 C3 C4 C5 -173.0(5) . . . . ?
C13 N3 C5 C6 -0.8(6) . . . . ?
C13 N3 C5 C4 173.9(5) . . . . ?
C3 C4 C5 N3 4.3(9) . . . . ?
C12 C4 C5 N3 -172.7(5) . . . . ?
C3 C4 C5 C6 178.2(5) . . . . ?
C12 C4 C5 C6 1.2(8) . . . . ?
C13 N4 C6 C5 0.2(6) . . . . ?
C13 N4 C6 C7 -178.8(5) . . . . ?
N3 C5 C6 N4 0.4(6) . . . . ?
C4 C5 C6 N4 -174.8(5) . . . . ?
N3 C5 C6 C7 179.5(4) . . . . ?
C4 C5 C6 C7 4.4(8) . . . . ?
N4 C6 C7 C11 172.5(5) . . . . ?
C5 C6 C7 C11 -6.4(7) . . . . ?
N4 C6 C7 C8 -6.3(8) . . . . ?
C5 C6 C7 C8 174.7(5) . . . . ?
C11 C7 C8 C9 -0.3(7) . . . . ?
C6 C7 C8 C9 178.5(4) . . . . ?
C7 C8 C9 C10 0.3(7) . . . . ?
C11 N2 C10 C9 0.9(7) . . . . ?
Yb1 N2 C10 C9 -172.0(4) . . . . ?
C8 C9 C10 N2 -0.6(8) . . . . ?
C10 N2 C11 C7 -0.9(7) . . . . ?
Yb1 N2 C11 C7 172.3(3) . . . . ?
C10 N2 C11 C12 177.7(4) . . . . ?
Yb1 N2 C11 C12 -9.0(5) . . . . ?
C8 C7 C11 N2 0.6(7) . . . . ?
C6 C7 C11 N2 -178.2(4) . . . . ?
C8 C7 C11 C12 -178.0(4) . . . . ?
C6 C7 C11 C12 3.2(7) . . . . ?
C1 N1 C12 C4 2.6(7) . . . . ?
Yb1 N1 C12 C4 -178.1(3) . . . . ?
C1 N1 C12 C11 179.8(4) . . . . ?
Yb1 N1 C12 C11 -0.9(6) . . . . ?
C3 C4 C12 N1 -4.7(7) . . . . ?
C5 C4 C12 N1 172.5(4) . . . . ?
C3 C4 C12 C11 178.2(5) . . . . ?
C5 C4 C12 C11 -4.6(7) . . . . ?
N2 C11 C12 N1 6.6(6) . . . . ?
C7 C11 C12 N1 -174.7(4) . . . . ?
N2 C11 C12 C4 -176.2(4) . . . . ?
C7 C11 C12 C4 2.4(7) . . . . ?
C6 N4 C13 N3 -0.8(6) . . . . ?
C6 N4 C13 C14 173.7(5) . . . . ?
C5 N3 C13 N4 1.0(6) . . . . ?
C5 N3 C13 C14 -173.4(5) . . . . ?
N4 C13 C14 C15 -23.4(8) . . . . ?
N3 C13 C14 C15 150.4(5) . . . . ?
N4 C13 C14 C19 158.9(5) . . . . ?
N3 C13 C14 C19 -27.3(9) . . . . ?
C19 C14 C15 C16 1.4(8) . . . . ?
C13 C14 C15 C16 -176.4(5) . . . . ?
C14 C15 C16 C17 0.8(9) . . . . ?
C15 C16 C17 C18 -1.4(8) . . . . ?
C16 C17 C18 C19 -0.1(8) . . . . ?
C17 C18 C19 C14 2.4(8) . . . . ?
C17 C18 C19 S1 -177.1(4) . . . . ?
C15 C14 C19 C18 -2.9(7) . . . . ?
C13 C14 C19 C18 174.7(5) . . . . ?
C15 C14 C19 S1 176.5(4) . . . . ?
C13 C14 C19 S1 -5.9(8) . . . . ?
O2 S1 C19 C18 5.1(4) . . . . ?
O3 S1 C19 C18 -118.7(4) . . . . ?
O1 S1 C19 C18 124.5(4) . . . . ?
O2 S1 C19 C14 -174.3(4) . . . . ?
O3 S1 C19 C14 61.9(5) . . . . ?
O1 S1 C19 C14 -55.0(5) . . . . ?
Yb1 O5 C20 O4 -22.4(16) 2_675 . . . ?
Yb1 O5 C20 C21 153.8(8) 2_675 . . . ?
Yb1 O4 C20 O5 -2.2(9) . . . . ?
Yb1 O4 C20 C21 -178.4(3) . . . . ?
O5 C20 C21 C22 -105.3(6) . . . . ?
O4 C20 C21 C22 71.2(7) . . . . ?
C20 C21 C22 C23 179.9(5) . . . . ?
C21 C22 C23 C24 -171.1(5) . . . . ?
Yb1 O6 C24 O7 -24.2(9) 1_556 . . . ?
Yb1 O6 C24 C23 153.4(4) 1_556 . . . ?
Yb1 O7 C24 O6 -7.1(10) 2_676 . . . ?
Yb1 O7 C24 C23 175.2(4) 2_676 . . . ?
C22 C23 C24 O6 -92.6(6) . . . . ?
C22 C23 C24 O7 85.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.071
####################################################################### 
# 
# 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_nw1802_0m
_database_code_depnum_ccdc_archive 'CCDC 1414378'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N4 O8 Pr S'
_chemical_formula_sum            'C24 H19 N4 O8 Pr S'
_chemical_formula_weight         664.40

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'
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
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0700(11)
_cell_length_b                   9.0825(11)
_cell_length_c                   14.4882(17)
_cell_angle_alpha                95.756(2)
_cell_angle_beta                 91.454(2)
_cell_angle_gamma                99.401(2)
_cell_volume                     1170.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3072
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      26.07

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             660
_exptl_absorpt_coefficient_mu    2.231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_T_max  0.826
_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            5811
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4061
_reflns_number_gt                3705
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b
;

_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)+(0.0172P)²+1.5911P] 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         4061
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0623
_refine_ls_wR_factor_gt          0.0596
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.049
_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
Pr1 Pr 0.54960(2) 0.56720(2) 0.647206(14) 0.01981(7) Uani 1 1 d . . .
S1 S 0.04190(11) 0.41905(11) 1.26622(7) 0.0245(2) Uani 1 1 d . . .
N1 N 0.4237(4) 0.6202(3) 0.8087(2) 0.0231(7) Uani 1 1 d . . .
N2 N 0.5382(4) 0.3652(4) 0.7690(2) 0.0252(7) Uani 1 1 d . . .
N3 N 0.1767(4) 0.3757(4) 1.0663(2) 0.0258(7) Uani 1 1 d . . .
H3A H 0.1249 0.4380 1.0927 0.031 Uiso 1 1 calc R . .
N4 N 0.2752(4) 0.1670(4) 1.0352(2) 0.0255(7) Uani 1 1 d . . .
O1 O 0.2022(3) 0.4530(3) 1.2905(2) 0.0308(7) Uani 1 1 d . . .
O2 O -0.0478(3) 0.4397(3) 1.3455(2) 0.0372(7) Uani 1 1 d . . .
O3 O 0.0046(3) 0.5000(3) 1.18946(19) 0.0330(7) Uani 1 1 d . . .
O4 O 0.6732(3) 0.8306(3) 0.68923(19) 0.0297(6) Uani 1 1 d . . .
O5 O 0.7215(3) 0.7300(3) 0.55178(19) 0.0353(7) Uani 1 1 d . . .
O6 O 0.5947(3) 1.3906(3) 0.52152(19) 0.0321(7) Uani 1 1 d . . .
O7 O 0.6310(3) 1.2652(3) 0.38919(18) 0.0295(6) Uani 1 1 d . . .
C1 C 0.3741(4) 0.7492(4) 0.8298(3) 0.0263(9) Uani 1 1 d . . .
H1 H 0.3976 0.8256 0.7918 0.032 Uiso 1 1 calc R . .
C2 C 0.2884(4) 0.7741(4) 0.9064(3) 0.0267(9) Uani 1 1 d . . .
H2 H 0.2571 0.8663 0.9194 0.032 Uiso 1 1 calc R . .
C3 C 0.2506(4) 0.6635(4) 0.9622(3) 0.0258(9) Uani 1 1 d . . .
H3 H 0.1921 0.6787 1.0130 0.031 Uiso 1 1 calc R . .
C4 C 0.3005(4) 0.5268(4) 0.9423(2) 0.0228(8) Uani 1 1 d . . .
C5 C 0.2704(4) 0.4003(4) 0.9944(2) 0.0222(8) Uani 1 1 d . . .
C6 C 0.3293(4) 0.2710(4) 0.9768(3) 0.0240(8) Uani 1 1 d . . .
C7 C 0.4282(4) 0.2560(4) 0.9020(2) 0.0215(8) Uani 1 1 d . . .
C8 C 0.4996(5) 0.1316(4) 0.8824(3) 0.0269(9) Uani 1 1 d . . .
H8 H 0.4864 0.0532 0.9196 0.032 Uiso 1 1 calc R . .
C9 C 0.5894(5) 0.1267(5) 0.8075(3) 0.0308(10) Uani 1 1 d . . .
H9 H 0.6393 0.0461 0.7934 0.037 Uiso 1 1 calc R . .
C10 C 0.6033(5) 0.2459(5) 0.7534(3) 0.0338(10) Uani 1 1 d . . .
H10 H 0.6631 0.2412 0.7024 0.041 Uiso 1 1 calc R . .
C11 C 0.4514(4) 0.3720(4) 0.8444(2) 0.0209(8) Uani 1 1 d . . .
C12 C 0.3901(4) 0.5094(4) 0.8651(2) 0.0198(8) Uani 1 1 d . . .
C13 C 0.1812(4) 0.2333(4) 1.0878(3) 0.0260(9) Uani 1 1 d . . .
C14 C 0.0803(4) 0.1558(4) 1.1518(3) 0.0244(9) Uani 1 1 d . . .
C15 C 0.0492(5) -0.0002(5) 1.1335(3) 0.0296(9) Uani 1 1 d . . .
H15 H 0.0978 -0.0464 1.0859 0.036 Uiso 1 1 calc R . .
C16 C -0.0513(5) -0.0891(5) 1.1837(3) 0.0347(10) Uani 1 1 d . . .
H16 H -0.0690 -0.1929 1.1701 0.042 Uiso 1 1 calc R . .
C17 C -0.1246(5) -0.0216(5) 1.2539(3) 0.0326(10) Uani 1 1 d . . .
H17 H -0.1943 -0.0795 1.2870 0.039 Uiso 1 1 calc R . .
C18 C -0.0945(4) 0.1324(5) 1.2751(3) 0.0289(9) Uani 1 1 d . . .
H18 H -0.1439 0.1769 1.3230 0.035 Uiso 1 1 calc R . .
C19 C 0.0080(4) 0.2224(4) 1.2262(3) 0.0239(8) Uani 1 1 d . . .
C20 C 0.7339(5) 0.8416(5) 0.6127(3) 0.0280(9) Uani 1 1 d . . .
C21 C 0.8148(5) 0.9917(5) 0.5911(3) 0.0325(10) Uani 1 1 d . . .
H21A H 0.9038 0.9784 0.5577 0.039 Uiso 1 1 calc R . .
H21B H 0.8457 1.0551 0.6485 0.039 Uiso 1 1 calc R . .
C22 C 0.7131(5) 1.0667(4) 0.5328(3) 0.0293(9) Uani 1 1 d . . .
H22A H 0.6183 1.0660 0.5624 0.035 Uiso 1 1 calc R . .
H22B H 0.6934 1.0093 0.4723 0.035 Uiso 1 1 calc R . .
C23 C 0.7808(4) 1.2285(4) 0.5198(3) 0.0250(9) Uani 1 1 d . . .
H23A H 0.8137 1.2839 0.5795 0.030 Uiso 1 1 calc R . .
H23B H 0.8667 1.2298 0.4812 0.030 Uiso 1 1 calc R . .
C24 C 0.6633(4) 1.3001(4) 0.4743(3) 0.0232(8) Uani 1 1 d . . .
O8 O 0.2931(3) 0.4001(3) 0.6290(2) 0.0321(7) Uani 1 1 d D . .
H8A H 0.226(4) 0.451(5) 0.636(3) 0.038 Uiso 1 1 d D . .
H8B H 0.261(5) 0.348(4) 0.581(2) 0.038 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O6 2.392(3) 1_545 ?
Pr1 O1 2.445(3) 2_667 ?
Pr1 O4 2.479(3) . ?
Pr1 O7 2.492(3) 2_676 ?
Pr1 O5 2.509(3) . ?
Pr1 O8 2.553(3) . ?
Pr1 N2 2.662(3) . ?
Pr1 N1 2.664(3) . ?
Pr1 O6 2.833(3) 2_676 ?
Pr1 C24 3.049(4) 2_676 ?
S1 O2 1.439(3) . ?
S1 O3 1.455(3) . ?
S1 O1 1.463(3) . ?
S1 C19 1.796(4) . ?
N1 C1 1.333(5) . ?
N1 C12 1.361(5) . ?
N2 C10 1.319(5) . ?
N2 C11 1.364(4) . ?
N3 C13 1.367(5) . ?
N3 C5 1.374(5) . ?
N3 H3A 0.8600 . ?
N4 C13 1.335(5) . ?
N4 C6 1.370(5) . ?
O1 Pr1 2.445(3) 2_667 ?
O4 C20 1.257(5) . ?
O5 C20 1.263(5) . ?
O6 C24 1.267(4) . ?
O6 Pr1 2.392(3) 1_565 ?
O6 Pr1 2.833(3) 2_676 ?
O7 C24 1.257(5) . ?
O7 Pr1 2.492(3) 2_676 ?
C1 C2 1.393(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.410(5) . ?
C4 C5 1.430(5) . ?
C5 C6 1.372(5) . ?
C6 C7 1.434(5) . ?
C7 C8 1.400(5) . ?
C7 C11 1.402(5) . ?
C8 C9 1.374(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.455(5) . ?
C13 C14 1.468(5) . ?
C14 C15 1.396(6) . ?
C14 C19 1.411(5) . ?
C15 C16 1.386(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.376(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.382(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.505(5) . ?
C21 C22 1.520(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.529(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.507(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 Pr1 3.049(4) 2_676 ?
O8 H8A 0.824(19) . ?
O8 H8B 0.824(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Pr1 O1 86.27(9) 1_545 2_667 ?
O6 Pr1 O4 129.50(9) 1_545 . ?
O1 Pr1 O4 75.46(9) 2_667 . ?
O6 Pr1 O7 115.43(9) 1_545 2_676 ?
O1 Pr1 O7 147.35(10) 2_667 2_676 ?
O4 Pr1 O7 71.90(9) . 2_676 ?
O6 Pr1 O5 78.19(10) 1_545 . ?
O1 Pr1 O5 77.02(10) 2_667 . ?
O4 Pr1 O5 52.12(9) . . ?
O7 Pr1 O5 83.70(9) 2_676 . ?
O6 Pr1 O8 80.30(10) 1_545 . ?
O1 Pr1 O8 136.19(9) 2_667 . ?
O4 Pr1 O8 142.36(9) . . ?
O7 Pr1 O8 74.23(10) 2_676 . ?
O5 Pr1 O8 138.55(10) . . ?
O6 Pr1 N2 92.62(10) 1_545 . ?
O1 Pr1 N2 67.72(9) 2_667 . ?
O4 Pr1 N2 121.15(10) . . ?
O7 Pr1 N2 130.56(9) 2_676 . ?
O5 Pr1 N2 144.10(10) . . ?
O8 Pr1 N2 71.46(10) . . ?
O6 Pr1 N1 148.67(10) 1_545 . ?
O1 Pr1 N1 97.63(10) 2_667 . ?
O4 Pr1 N1 81.16(9) . . ?
O7 Pr1 N1 76.66(9) 2_676 . ?
O5 Pr1 N1 133.04(9) . . ?
O8 Pr1 N1 75.46(10) . . ?
N2 Pr1 N1 61.06(9) . . ?
O6 Pr1 O6 67.69(10) 1_545 2_676 ?
O1 Pr1 O6 140.09(9) 2_667 2_676 ?
O4 Pr1 O6 97.73(9) . 2_676 ?
O7 Pr1 O6 48.05(8) 2_676 2_676 ?
O5 Pr1 O6 68.63(9) . 2_676 ?
O8 Pr1 O6 70.51(9) . 2_676 ?
N2 Pr1 O6 139.47(9) . 2_676 ?
N1 Pr1 O6 120.50(9) . 2_676 ?
O6 Pr1 C24 91.88(10) 1_545 2_676 ?
O1 Pr1 C24 153.20(10) 2_667 2_676 ?
O4 Pr1 C24 85.38(10) . 2_676 ?
O7 Pr1 C24 23.59(9) 2_676 2_676 ?
O5 Pr1 C24 76.44(10) . 2_676 ?
O8 Pr1 C24 69.29(10) . 2_676 ?
N2 Pr1 C24 139.07(10) . 2_676 ?
N1 Pr1 C24 97.72(10) . 2_676 ?
O6 Pr1 C24 24.53(9) 2_676 2_676 ?
O2 S1 O3 113.42(17) . . ?
O2 S1 O1 112.42(18) . . ?
O3 S1 O1 110.94(18) . . ?
O2 S1 C19 107.24(18) . . ?
O3 S1 C19 107.75(17) . . ?
O1 S1 C19 104.48(17) . . ?
C1 N1 C12 118.3(3) . . ?
C1 N1 Pr1 120.3(2) . . ?
C12 N1 Pr1 120.7(2) . . ?
C10 N2 C11 117.2(3) . . ?
C10 N2 Pr1 121.1(2) . . ?
C11 N2 Pr1 121.3(2) . . ?
C13 N3 C5 107.0(3) . . ?
C13 N3 H3A 126.5 . . ?
C5 N3 H3A 126.5 . . ?
C13 N4 C6 104.6(3) . . ?
S1 O1 Pr1 161.38(18) . 2_667 ?
C20 O4 Pr1 94.2(2) . . ?
C20 O5 Pr1 92.7(2) . . ?
C24 O6 Pr1 158.1(3) . 1_565 ?
C24 O6 Pr1 87.3(2) . 2_676 ?
Pr1 O6 Pr1 112.31(10) 1_565 2_676 ?
C24 O7 Pr1 103.9(2) . 2_676 ?
N1 C1 C2 122.7(4) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C12 118.5(3) . . ?
C3 C4 C5 125.7(3) . . ?
C12 C4 C5 115.8(3) . . ?
C6 C5 N3 105.5(3) . . ?
C6 C5 C4 124.4(3) . . ?
N3 C5 C4 130.1(3) . . ?
N4 C6 C5 111.3(3) . . ?
N4 C6 C7 128.5(3) . . ?
C5 C6 C7 120.2(3) . . ?
C8 C7 C11 118.5(3) . . ?
C8 C7 C6 124.0(3) . . ?
C11 C7 C6 117.5(3) . . ?
C9 C8 C7 119.3(4) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 117.9(4) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
N2 C10 C9 125.1(4) . . ?
N2 C10 H10 117.5 . . ?
C9 C10 H10 117.5 . . ?
N2 C11 C7 122.0(3) . . ?
N2 C11 C12 116.7(3) . . ?
C7 C11 C12 121.3(3) . . ?
N1 C12 C4 121.5(3) . . ?
N1 C12 C11 117.9(3) . . ?
C4 C12 C11 120.5(3) . . ?
N4 C13 N3 111.7(3) . . ?
N4 C13 C14 123.8(4) . . ?
N3 C13 C14 124.0(3) . . ?
C15 C14 C19 117.4(4) . . ?
C15 C14 C13 115.4(3) . . ?
C19 C14 C13 127.1(4) . . ?
C16 C15 C14 122.6(4) . . ?
C16 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C17 C16 C15 119.1(4) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 119.9(4) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 121.4(4) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
C18 C19 C14 119.5(4) . . ?
C18 C19 S1 116.0(3) . . ?
C14 C19 S1 124.5(3) . . ?
O4 C20 O5 120.8(4) . . ?
O4 C20 C21 119.5(4) . . ?
O5 C20 C21 119.6(4) . . ?
C20 C21 C22 110.0(3) . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 C23 112.6(3) . . ?
C21 C22 H22A 109.1 . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C23 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 108.5(3) . . ?
C24 C23 H23A 110.0 . . ?
C22 C23 H23A 110.0 . . ?
C24 C23 H23B 110.0 . . ?
C22 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
O7 C24 O6 120.4(4) . . ?
O7 C24 C23 119.0(3) . . ?
O6 C24 C23 120.6(3) . . ?
O7 C24 Pr1 52.49(19) . 2_676 ?
O6 C24 Pr1 68.2(2) . 2_676 ?
C23 C24 Pr1 170.6(3) . 2_676 ?
Pr1 O8 H8A 111(3) . . ?
Pr1 O8 H8B 124(3) . . ?
H8A O8 H8B 100(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O6 Pr1 N1 C1 -147.2(3) 1_545 . . . ?
O1 Pr1 N1 C1 117.5(3) 2_667 . . . ?
O4 Pr1 N1 C1 43.6(3) . . . . ?
O7 Pr1 N1 C1 -29.8(3) 2_676 . . . ?
O5 Pr1 N1 C1 38.1(3) . . . . ?
O8 Pr1 N1 C1 -106.7(3) . . . . ?
N2 Pr1 N1 C1 176.7(3) . . . . ?
O6 Pr1 N1 C1 -50.2(3) 2_676 . . . ?
C24 Pr1 N1 C1 -40.5(3) 2_676 . . . ?
O6 Pr1 N1 C12 23.6(4) 1_545 . . . ?
O1 Pr1 N1 C12 -71.7(3) 2_667 . . . ?
O4 Pr1 N1 C12 -145.6(3) . . . . ?
O7 Pr1 N1 C12 141.0(3) 2_676 . . . ?
O5 Pr1 N1 C12 -151.1(3) . . . . ?
O8 Pr1 N1 C12 64.1(3) . . . . ?
N2 Pr1 N1 C12 -12.5(3) . . . . ?
O6 Pr1 N1 C12 120.5(3) 2_676 . . . ?
C24 Pr1 N1 C12 130.3(3) 2_676 . . . ?
O6 Pr1 N2 C10 22.9(3) 1_545 . . . ?
O1 Pr1 N2 C10 -61.9(3) 2_667 . . . ?
O4 Pr1 N2 C10 -117.6(3) . . . . ?
O7 Pr1 N2 C10 150.2(3) 2_676 . . . ?
O5 Pr1 N2 C10 -50.4(4) . . . . ?
O8 Pr1 N2 C10 101.8(3) . . . . ?
N1 Pr1 N2 C10 -174.9(4) . . . . ?
O6 Pr1 N2 C10 80.8(3) 2_676 . . . ?
C24 Pr1 N2 C10 118.8(3) 2_676 . . . ?
O6 Pr1 N2 C11 -149.6(3) 1_545 . . . ?
O1 Pr1 N2 C11 125.5(3) 2_667 . . . ?
O4 Pr1 N2 C11 69.9(3) . . . . ?
O7 Pr1 N2 C11 -22.4(3) 2_676 . . . ?
O5 Pr1 N2 C11 137.0(3) . . . . ?
O8 Pr1 N2 C11 -70.8(3) . . . . ?
N1 Pr1 N2 C11 12.5(3) . . . . ?
O6 Pr1 N2 C11 -91.7(3) 2_676 . . . ?
C24 Pr1 N2 C11 -53.7(3) 2_676 . . . ?
O2 S1 O1 Pr1 72.9(6) . . . 2_667 ?
O3 S1 O1 Pr1 -158.9(5) . . . 2_667 ?
C19 S1 O1 Pr1 -43.1(6) . . . 2_667 ?
O6 Pr1 O4 C20 14.4(3) 1_545 . . . ?
O1 Pr1 O4 C20 86.8(2) 2_667 . . . ?
O7 Pr1 O4 C20 -94.1(2) 2_676 . . . ?
O5 Pr1 O4 C20 2.1(2) . . . . ?
O8 Pr1 O4 C20 -121.0(2) . . . . ?
N2 Pr1 O4 C20 138.9(2) . . . . ?
N1 Pr1 O4 C20 -172.8(2) . . . . ?
O6 Pr1 O4 C20 -53.0(2) 2_676 . . . ?
C24 Pr1 O4 C20 -74.3(2) 2_676 . . . ?
O6 Pr1 O5 C20 -172.5(2) 1_545 . . . ?
O1 Pr1 O5 C20 -83.7(2) 2_667 . . . ?
O4 Pr1 O5 C20 -2.1(2) . . . . ?
O7 Pr1 O5 C20 69.8(2) 2_676 . . . ?
O8 Pr1 O5 C20 127.3(2) . . . . ?
N2 Pr1 O5 C20 -94.6(3) . . . . ?
N1 Pr1 O5 C20 4.7(3) . . . . ?
O6 Pr1 O5 C20 117.0(2) 2_676 . . . ?
C24 Pr1 O5 C20 92.6(2) 2_676 . . . ?
C12 N1 C1 C2 -0.6(6) . . . . ?
Pr1 N1 C1 C2 170.4(3) . . . . ?
N1 C1 C2 C3 -1.0(6) . . . . ?
C1 C2 C3 C4 0.9(6) . . . . ?
C2 C3 C4 C12 0.6(6) . . . . ?
C2 C3 C4 C5 179.9(4) . . . . ?
C13 N3 C5 C6 -0.9(4) . . . . ?
C13 N3 C5 C4 176.2(4) . . . . ?
C3 C4 C5 C6 -175.4(4) . . . . ?
C12 C4 C5 C6 3.9(6) . . . . ?
C3 C4 C5 N3 7.9(7) . . . . ?
C12 C4 C5 N3 -172.8(4) . . . . ?
C13 N4 C6 C5 0.7(4) . . . . ?
C13 N4 C6 C7 -176.1(4) . . . . ?
N3 C5 C6 N4 0.2(5) . . . . ?
C4 C5 C6 N4 -177.2(4) . . . . ?
N3 C5 C6 C7 177.2(3) . . . . ?
C4 C5 C6 C7 -0.1(6) . . . . ?
N4 C6 C7 C8 -7.0(7) . . . . ?
C5 C6 C7 C8 176.4(4) . . . . ?
N4 C6 C7 C11 171.5(4) . . . . ?
C5 C6 C7 C11 -5.0(6) . . . . ?
C11 C7 C8 C9 -0.2(6) . . . . ?
C6 C7 C8 C9 178.4(4) . . . . ?
C7 C8 C9 C10 -1.0(6) . . . . ?
C11 N2 C10 C9 0.4(7) . . . . ?
Pr1 N2 C10 C9 -172.4(3) . . . . ?
C8 C9 C10 N2 0.9(7) . . . . ?
C10 N2 C11 C7 -1.7(6) . . . . ?
Pr1 N2 C11 C7 171.2(3) . . . . ?
C10 N2 C11 C12 175.2(4) . . . . ?
Pr1 N2 C11 C12 -12.0(4) . . . . ?
C8 C7 C11 N2 1.6(6) . . . . ?
C6 C7 C11 N2 -177.1(4) . . . . ?
C8 C7 C11 C12 -175.1(4) . . . . ?
C6 C7 C11 C12 6.2(5) . . . . ?
C1 N1 C12 C4 2.3(5) . . . . ?
Pr1 N1 C12 C4 -168.7(3) . . . . ?
C1 N1 C12 C11 -176.8(3) . . . . ?
Pr1 N1 C12 C11 12.2(4) . . . . ?
C3 C4 C12 N1 -2.3(6) . . . . ?
C5 C4 C12 N1 178.4(3) . . . . ?
C3 C4 C12 C11 176.8(4) . . . . ?
C5 C4 C12 C11 -2.6(5) . . . . ?
N2 C11 C12 N1 -0.2(5) . . . . ?
C7 C11 C12 N1 176.6(3) . . . . ?
N2 C11 C12 C4 -179.3(3) . . . . ?
C7 C11 C12 C4 -2.4(6) . . . . ?
C6 N4 C13 N3 -1.3(5) . . . . ?
C6 N4 C13 C14 170.9(4) . . . . ?
C5 N3 C13 N4 1.5(5) . . . . ?
C5 N3 C13 C14 -170.7(4) . . . . ?
N4 C13 C14 C15 -20.8(6) . . . . ?
N3 C13 C14 C15 150.5(4) . . . . ?
N4 C13 C14 C19 161.9(4) . . . . ?
N3 C13 C14 C19 -26.8(6) . . . . ?
C19 C14 C15 C16 1.8(6) . . . . ?
C13 C14 C15 C16 -175.8(4) . . . . ?
C14 C15 C16 C17 0.5(6) . . . . ?
C15 C16 C17 C18 -1.7(6) . . . . ?
C16 C17 C18 C19 0.6(6) . . . . ?
C17 C18 C19 C14 1.7(6) . . . . ?
C17 C18 C19 S1 -176.8(3) . . . . ?
C15 C14 C19 C18 -2.8(6) . . . . ?
C13 C14 C19 C18 174.4(4) . . . . ?
C15 C14 C19 S1 175.5(3) . . . . ?
C13 C14 C19 S1 -7.3(6) . . . . ?
O2 S1 C19 C18 1.1(4) . . . . ?
O3 S1 C19 C18 -121.3(3) . . . . ?
O1 S1 C19 C18 120.6(3) . . . . ?
O2 S1 C19 C14 -177.2(3) . . . . ?
O3 S1 C19 C14 60.3(4) . . . . ?
O1 S1 C19 C14 -57.7(4) . . . . ?
Pr1 O4 C20 O5 -3.9(4) . . . . ?
Pr1 O4 C20 C21 172.6(3) . . . . ?
Pr1 O5 C20 O4 3.8(4) . . . . ?
Pr1 O5 C20 C21 -172.6(3) . . . . ?
O4 C20 C21 C22 -97.3(5) . . . . ?
O5 C20 C21 C22 79.2(5) . . . . ?
C20 C21 C22 C23 172.1(3) . . . . ?
C21 C22 C23 C24 -171.4(3) . . . . ?
Pr1 O7 C24 O6 6.8(4) 2_676 . . . ?
Pr1 O7 C24 C23 -175.4(3) 2_676 . . . ?
Pr1 O6 C24 O7 -160.0(5) 1_565 . . . ?
Pr1 O6 C24 O7 -5.8(3) 2_676 . . . ?
Pr1 O6 C24 C23 22.2(9) 1_565 . . . ?
Pr1 O6 C24 C23 176.4(3) 2_676 . . . ?
Pr1 O6 C24 Pr1 -154.2(7) 1_565 . . 2_676 ?
C22 C23 C24 O7 -75.0(4) . . . . ?
C22 C23 C24 O6 102.9(4) . . . . ?
C22 C23 C24 Pr1 -98.1(16) . . . 2_676 ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.093
####################################################################### 
# 
# 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_nw1831_0m
_database_code_depnum_ccdc_archive 'CCDC 1414379'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N4 O8 S Sm'
_chemical_formula_sum            'C24 H19 N4 O8 S Sm'
_chemical_formula_weight         673.84

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 0.0016 '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'
Sm Sm -0.1638 3.4418 '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                   9.0064(9)
_cell_length_b                   9.0831(10)
_cell_length_c                   14.4399(14)
_cell_angle_alpha                95.147(2)
_cell_angle_beta                 91.280(2)
_cell_angle_gamma                99.0760(10)
_cell_volume                     1161.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3549
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.26

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             666
_exptl_absorpt_coefficient_mu    2.680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.553
_exptl_absorpt_correction_T_max  0.635
_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            5763
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4025
_reflns_number_gt                3732
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b
;

_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)+(0.0215P)²+0.8786P] 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         4025
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0552
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.060
_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
Sm1 Sm -0.051354(19) 0.933908(19) 0.851179(12) 0.01957(7) Uani 1 1 d . . .
S1 S 0.45908(10) 1.08143(10) 0.23349(6) 0.02461(19) Uani 1 1 d . . .
N1 N 0.0726(3) 0.8805(3) 0.69328(19) 0.0218(6) Uani 1 1 d . . .
N2 N -0.0418(3) 1.1355(3) 0.7322(2) 0.0252(7) Uani 1 1 d . . .
N3 N 0.3235(3) 1.1246(3) 0.4341(2) 0.0258(7) Uani 1 1 d . . .
H3A H 0.3757 1.0623 0.4077 0.031 Uiso 1 1 calc R . .
N4 N 0.2255(3) 1.3335(3) 0.4643(2) 0.0246(7) Uani 1 1 d . . .
O1 O 0.2979(3) 1.0494(3) 0.21011(18) 0.0311(6) Uani 1 1 d . . .
O2 O 0.4971(3) 0.9996(3) 0.31045(17) 0.0321(6) Uani 1 1 d . . .
O3 O 0.5500(3) 1.0609(3) 0.15386(18) 0.0377(7) Uani 1 1 d . . .
O4 O -0.1687(3) 0.6748(3) 0.81055(17) 0.0287(6) Uani 1 1 d . . .
O5 O -0.2160(3) 0.7746(3) 0.94812(17) 0.0330(6) Uani 1 1 d . . .
O6 O -0.0970(3) 0.1088(3) 0.96989(18) 0.0331(6) Uani 1 1 d . . .
O7 O -0.1276(3) 0.2257(3) 1.10606(17) 0.0287(6) Uani 1 1 d . . .
C1 C 0.1220(4) 0.7520(4) 0.6722(2) 0.0265(8) Uani 1 1 d . . .
H1 H 0.0976 0.6757 0.7107 0.032 Uiso 1 1 calc R . .
C2 C 0.2088(4) 0.7249(4) 0.5953(2) 0.0271(8) Uani 1 1 d . . .
H2 H 0.2393 0.6322 0.5829 0.032 Uiso 1 1 calc R . .
C3 C 0.2480(4) 0.8358(4) 0.5389(2) 0.0264(8) Uani 1 1 d . . .
H3 H 0.3076 0.8206 0.4883 0.032 Uiso 1 1 calc R . .
C4 C 0.1973(4) 0.9735(4) 0.5582(2) 0.0226(7) Uani 1 1 d . . .
C5 C 0.2293(4) 1.1001(4) 0.5062(2) 0.0237(8) Uani 1 1 d . . .
C6 C 0.1695(4) 1.2305(4) 0.5235(2) 0.0230(8) Uani 1 1 d . . .
C7 C 0.0705(4) 1.2459(4) 0.5986(2) 0.0206(7) Uani 1 1 d . . .
C8 C -0.0029(4) 1.3692(4) 0.6177(2) 0.0267(8) Uani 1 1 d . . .
H8 H 0.0092 1.4474 0.5797 0.032 Uiso 1 1 calc R . .
C9 C -0.0929(4) 1.3740(4) 0.6926(3) 0.0300(9) Uani 1 1 d . . .
H9 H -0.1428 1.4550 0.7066 0.036 Uiso 1 1 calc R . .
C10 C -0.1077(4) 1.2549(4) 0.7473(3) 0.0303(9) Uani 1 1 d . . .
H10 H -0.1685 1.2595 0.7984 0.036 Uiso 1 1 calc R . .
C11 C 0.0456(4) 1.1276(4) 0.6559(2) 0.0200(7) Uani 1 1 d . . .
C12 C 0.1080(4) 0.9910(4) 0.6362(2) 0.0212(7) Uani 1 1 d . . .
C13 C 0.3189(4) 1.2674(4) 0.4119(2) 0.0252(8) Uani 1 1 d . . .
C14 C 0.4220(4) 1.3455(4) 0.3468(2) 0.0245(8) Uani 1 1 d . . .
C15 C 0.4536(4) 1.4993(4) 0.3652(3) 0.0298(8) Uani 1 1 d . . .
H15 H 0.4058 1.5449 0.4137 0.036 Uiso 1 1 calc R . .
C16 C 0.5538(4) 1.5879(5) 0.3141(3) 0.0355(9) Uani 1 1 d . . .
H16 H 0.5709 1.6915 0.3270 0.043 Uiso 1 1 calc R . .
C17 C 0.6281(4) 1.5201(5) 0.2436(3) 0.0337(9) Uani 1 1 d . . .
H17 H 0.6980 1.5776 0.2097 0.040 Uiso 1 1 calc R . .
C18 C 0.5980(4) 1.3671(4) 0.2240(2) 0.0291(8) Uani 1 1 d . . .
H18 H 0.6487 1.3225 0.1766 0.035 Uiso 1 1 calc R . .
C19 C 0.4941(4) 1.2772(4) 0.2729(2) 0.0235(8) Uani 1 1 d . . .
C20 C -0.2292(4) 0.6635(4) 0.8880(3) 0.0253(8) Uani 1 1 d . . .
C21 C -0.3133(4) 0.5148(4) 0.9099(3) 0.0310(9) Uani 1 1 d . . .
H21A H -0.3469 0.4535 0.8526 0.037 Uiso 1 1 calc R . .
H21B H -0.4011 0.5300 0.9449 0.037 Uiso 1 1 calc R . .
C22 C -0.2108(4) 0.4352(4) 0.9667(3) 0.0286(8) Uani 1 1 d . . .
H22A H -0.1890 0.4906 1.0274 0.034 Uiso 1 1 calc R . .
H22B H -0.1163 0.4349 0.9357 0.034 Uiso 1 1 calc R . .
C23 C -0.2801(4) 0.2738(4) 0.9796(2) 0.0220(7) Uani 1 1 d . . .
H23A H -0.3649 0.2732 1.0200 0.026 Uiso 1 1 calc R . .
H23B H -0.3161 0.2212 0.9200 0.026 Uiso 1 1 calc R . .
C24 C -0.1633(4) 0.1973(4) 1.0219(2) 0.0231(8) Uani 1 1 d . . .
O8 O 0.1997(3) 1.0980(3) 0.87080(19) 0.0316(6) Uani 1 1 d D . .
H8A H 0.220(5) 1.146(4) 0.9223(18) 0.038 Uiso 1 1 d D . .
H8B H 0.267(4) 1.051(4) 0.856(3) 0.038 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O6 2.319(2) 1_565 ?
Sm1 O1 2.404(2) 2_576 ?
Sm1 O7 2.436(2) 2_567 ?
Sm1 O4 2.437(2) . ?
Sm1 O5 2.456(2) . ?
Sm1 O8 2.500(3) . ?
Sm1 N1 2.601(3) . ?
Sm1 N2 2.614(3) . ?
S1 O3 1.442(3) . ?
S1 O2 1.455(3) . ?
S1 O1 1.461(3) . ?
S1 C19 1.794(4) . ?
N1 C1 1.326(4) . ?
N1 C12 1.360(4) . ?
N2 C10 1.320(5) . ?
N2 C11 1.371(4) . ?
N3 C5 1.370(4) . ?
N3 C13 1.370(5) . ?
N3 H3A 0.8600 . ?
N4 C13 1.321(5) . ?
N4 C6 1.369(4) . ?
O1 Sm1 2.404(2) 2_576 ?
O4 C20 1.260(4) . ?
O5 C20 1.259(4) . ?
O6 C24 1.277(4) . ?
O6 Sm1 2.319(2) 1_545 ?
O7 C24 1.244(4) . ?
O7 Sm1 2.436(2) 2_567 ?
C1 C2 1.398(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.359(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.410(5) . ?
C4 C5 1.424(5) . ?
C5 C6 1.382(5) . ?
C6 C7 1.431(5) . ?
C7 C8 1.398(5) . ?
C7 C11 1.408(5) . ?
C8 C9 1.368(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.449(5) . ?
C13 C14 1.483(5) . ?
C14 C15 1.382(5) . ?
C14 C19 1.409(5) . ?
C15 C16 1.383(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.383(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.504(5) . ?
C21 C22 1.527(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.529(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.497(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.828(19) . ?
O8 H8B 0.815(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Sm1 O1 86.07(9) 1_565 2_576 ?
O6 Sm1 O7 114.31(9) 1_565 2_567 ?
O1 Sm1 O7 147.73(9) 2_576 2_567 ?
O6 Sm1 O4 131.11(9) 1_565 . ?
O1 Sm1 O4 75.36(9) 2_576 . ?
O7 Sm1 O4 72.41(8) 2_567 . ?
O6 Sm1 O5 79.07(9) 1_565 . ?
O1 Sm1 O5 77.59(9) 2_576 . ?
O7 Sm1 O5 81.98(9) 2_567 . ?
O4 Sm1 O5 53.11(8) . . ?
O6 Sm1 O8 79.06(9) 1_565 . ?
O1 Sm1 O8 137.15(9) 2_576 . ?
O7 Sm1 O8 73.69(9) 2_567 . ?
O4 Sm1 O8 142.00(9) . . ?
O5 Sm1 O8 136.59(9) . . ?
O6 Sm1 N1 147.95(9) 1_565 . ?
O1 Sm1 N1 97.62(9) 2_576 . ?
O7 Sm1 N1 78.43(8) 2_567 . ?
O4 Sm1 N1 80.12(8) . . ?
O5 Sm1 N1 132.89(9) . . ?
O8 Sm1 N1 76.74(9) . . ?
O6 Sm1 N2 90.29(9) 1_565 . ?
O1 Sm1 N2 68.24(9) 2_576 . ?
O7 Sm1 N2 132.31(9) 2_567 . ?
O4 Sm1 N2 121.85(9) . . ?
O5 Sm1 N2 144.83(9) . . ?
O8 Sm1 N2 71.87(9) . . ?
N1 Sm1 N2 62.35(9) . . ?
O3 S1 O2 113.09(16) . . ?
O3 S1 O1 112.87(16) . . ?
O2 S1 O1 111.11(15) . . ?
O3 S1 C19 107.02(16) . . ?
O2 S1 C19 107.68(16) . . ?
O1 S1 C19 104.47(15) . . ?
C1 N1 C12 117.7(3) . . ?
C1 N1 Sm1 121.0(2) . . ?
C12 N1 Sm1 120.6(2) . . ?
C10 N2 C11 117.5(3) . . ?
C10 N2 Sm1 121.9(2) . . ?
C11 N2 Sm1 120.2(2) . . ?
C5 N3 C13 107.0(3) . . ?
C5 N3 H3A 126.5 . . ?
C13 N3 H3A 126.5 . . ?
C13 N4 C6 105.2(3) . . ?
S1 O1 Sm1 162.43(16) . 2_576 ?
C20 O4 Sm1 93.6(2) . . ?
C20 O5 Sm1 92.7(2) . . ?
C24 O6 Sm1 161.6(2) . 1_545 ?
C24 O7 Sm1 109.2(2) . 2_567 ?
N1 C1 C2 123.7(3) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C12 118.2(3) . . ?
C3 C4 C5 125.8(3) . . ?
C12 C4 C5 116.0(3) . . ?
N3 C5 C6 105.4(3) . . ?
N3 C5 C4 130.3(3) . . ?
C6 C5 C4 124.2(3) . . ?
N4 C6 C5 110.6(3) . . ?
N4 C6 C7 129.1(3) . . ?
C5 C6 C7 120.2(3) . . ?
C8 C7 C11 118.6(3) . . ?
C8 C7 C6 124.3(3) . . ?
C11 C7 C6 117.1(3) . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 118.2(3) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
N2 C10 C9 124.8(3) . . ?
N2 C10 H10 117.6 . . ?
C9 C10 H10 117.6 . . ?
N2 C11 C7 121.3(3) . . ?
N2 C11 C12 116.9(3) . . ?
C7 C11 C12 121.8(3) . . ?
N1 C12 C4 122.1(3) . . ?
N1 C12 C11 117.5(3) . . ?
C4 C12 C11 120.3(3) . . ?
N4 C13 N3 111.8(3) . . ?
N4 C13 C14 123.8(3) . . ?
N3 C13 C14 123.8(3) . . ?
C15 C14 C19 118.5(3) . . ?
C15 C14 C13 115.1(3) . . ?
C19 C14 C13 126.3(3) . . ?
C14 C15 C16 122.4(4) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 H15 118.8 . . ?
C15 C16 C17 119.0(4) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C18 C17 C16 119.6(4) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 122.1(4) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C18 C19 C14 118.5(3) . . ?
C18 C19 S1 116.3(3) . . ?
C14 C19 S1 125.2(3) . . ?
O5 C20 O4 120.5(3) . . ?
O5 C20 C21 119.8(3) . . ?
O4 C20 C21 119.6(3) . . ?
C20 C21 C22 109.7(3) . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 C23 112.8(3) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 109.0(3) . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
O7 C24 O6 121.0(3) . . ?
O7 C24 C23 119.7(3) . . ?
O6 C24 C23 119.3(3) . . ?
Sm1 O8 H8A 117(3) . . ?
Sm1 O8 H8B 111(3) . . ?
H8A O8 H8B 110(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O6 Sm1 N1 C1 149.1(2) 1_565 . . . ?
O1 Sm1 N1 C1 -116.1(3) 2_576 . . . ?
O7 Sm1 N1 C1 31.4(3) 2_567 . . . ?
O4 Sm1 N1 C1 -42.5(3) . . . . ?
O5 Sm1 N1 C1 -36.0(3) . . . . ?
O8 Sm1 N1 C1 107.1(3) . . . . ?
N2 Sm1 N1 C1 -176.6(3) . . . . ?
O6 Sm1 N1 C12 -21.4(3) 1_565 . . . ?
O1 Sm1 N1 C12 73.4(2) 2_576 . . . ?
O7 Sm1 N1 C12 -139.1(3) 2_567 . . . ?
O4 Sm1 N1 C12 147.0(3) . . . . ?
O5 Sm1 N1 C12 153.6(2) . . . . ?
O8 Sm1 N1 C12 -63.3(2) . . . . ?
N2 Sm1 N1 C12 12.9(2) . . . . ?
O6 Sm1 N2 C10 -22.8(3) 1_565 . . . ?
O1 Sm1 N2 C10 62.8(3) 2_576 . . . ?
O7 Sm1 N2 C10 -147.0(3) 2_567 . . . ?
O4 Sm1 N2 C10 118.2(3) . . . . ?
O5 Sm1 N2 C10 48.4(3) . . . . ?
O8 Sm1 N2 C10 -101.2(3) . . . . ?
N1 Sm1 N2 C10 174.6(3) . . . . ?
O6 Sm1 N2 C11 150.5(2) 1_565 . . . ?
O1 Sm1 N2 C11 -123.9(3) 2_576 . . . ?
O7 Sm1 N2 C11 26.3(3) 2_567 . . . ?
O4 Sm1 N2 C11 -68.5(3) . . . . ?
O5 Sm1 N2 C11 -138.3(2) . . . . ?
O8 Sm1 N2 C11 72.1(2) . . . . ?
N1 Sm1 N2 C11 -12.1(2) . . . . ?
O3 S1 O1 Sm1 -70.0(6) . . . 2_576 ?
O2 S1 O1 Sm1 161.8(5) . . . 2_576 ?
C19 S1 O1 Sm1 45.9(6) . . . 2_576 ?
O6 Sm1 O4 C20 -15.7(2) 1_565 . . . ?
O1 Sm1 O4 C20 -86.9(2) 2_576 . . . ?
O7 Sm1 O4 C20 91.5(2) 2_567 . . . ?
O5 Sm1 O4 C20 -1.60(19) . . . . ?
O8 Sm1 O4 C20 119.4(2) . . . . ?
N1 Sm1 O4 C20 172.4(2) . . . . ?
N2 Sm1 O4 C20 -139.1(2) . . . . ?
O6 Sm1 O5 C20 170.8(2) 1_565 . . . ?
O1 Sm1 O5 C20 82.5(2) 2_576 . . . ?
O7 Sm1 O5 C20 -72.4(2) 2_567 . . . ?
O4 Sm1 O5 C20 1.60(19) . . . . ?
O8 Sm1 O5 C20 -128.2(2) . . . . ?
N1 Sm1 O5 C20 -6.4(3) . . . . ?
N2 Sm1 O5 C20 96.2(2) . . . . ?
C12 N1 C1 C2 0.5(5) . . . . ?
Sm1 N1 C1 C2 -170.3(3) . . . . ?
N1 C1 C2 C3 1.1(5) . . . . ?
C1 C2 C3 C4 -1.5(5) . . . . ?
C2 C3 C4 C12 0.4(5) . . . . ?
C2 C3 C4 C5 179.7(3) . . . . ?
C13 N3 C5 C6 0.9(4) . . . . ?
C13 N3 C5 C4 -177.0(4) . . . . ?
C3 C4 C5 N3 -6.9(6) . . . . ?
C12 C4 C5 N3 172.4(3) . . . . ?
C3 C4 C5 C6 175.6(3) . . . . ?
C12 C4 C5 C6 -5.1(5) . . . . ?
C13 N4 C6 C5 -0.4(4) . . . . ?
C13 N4 C6 C7 175.9(4) . . . . ?
N3 C5 C6 N4 -0.3(4) . . . . ?
C4 C5 C6 N4 177.7(3) . . . . ?
N3 C5 C6 C7 -177.0(3) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
N4 C6 C7 C8 8.4(6) . . . . ?
C5 C6 C7 C8 -175.7(3) . . . . ?
N4 C6 C7 C11 -172.2(3) . . . . ?
C5 C6 C7 C11 3.8(5) . . . . ?
C11 C7 C8 C9 1.9(5) . . . . ?
C6 C7 C8 C9 -178.6(3) . . . . ?
C7 C8 C9 C10 0.0(6) . . . . ?
C11 N2 C10 C9 -1.2(6) . . . . ?
Sm1 N2 C10 C9 172.4(3) . . . . ?
C8 C9 C10 N2 -0.4(6) . . . . ?
C10 N2 C11 C7 3.2(5) . . . . ?
Sm1 N2 C11 C7 -170.4(2) . . . . ?
C10 N2 C11 C12 -175.4(3) . . . . ?
Sm1 N2 C11 C12 10.9(4) . . . . ?
C8 C7 C11 N2 -3.6(5) . . . . ?
C6 C7 C11 N2 176.9(3) . . . . ?
C8 C7 C11 C12 175.0(3) . . . . ?
C6 C7 C11 C12 -4.6(5) . . . . ?
C1 N1 C12 C4 -1.6(5) . . . . ?
Sm1 N1 C12 C4 169.2(2) . . . . ?
C1 N1 C12 C11 176.1(3) . . . . ?
Sm1 N1 C12 C11 -13.2(4) . . . . ?
C3 C4 C12 N1 1.2(5) . . . . ?
C5 C4 C12 N1 -178.2(3) . . . . ?
C3 C4 C12 C11 -176.4(3) . . . . ?
C5 C4 C12 C11 4.2(5) . . . . ?
N2 C11 C12 N1 1.4(5) . . . . ?
C7 C11 C12 N1 -177.2(3) . . . . ?
N2 C11 C12 C4 179.1(3) . . . . ?
C7 C11 C12 C4 0.5(5) . . . . ?
C6 N4 C13 N3 0.9(4) . . . . ?
C6 N4 C13 C14 -170.8(3) . . . . ?
C5 N3 C13 N4 -1.2(4) . . . . ?
C5 N3 C13 C14 170.6(3) . . . . ?
N4 C13 C14 C15 21.0(5) . . . . ?
N3 C13 C14 C15 -149.8(4) . . . . ?
N4 C13 C14 C19 -162.3(3) . . . . ?
N3 C13 C14 C19 27.0(5) . . . . ?
C19 C14 C15 C16 -0.4(6) . . . . ?
C13 C14 C15 C16 176.6(3) . . . . ?
C14 C15 C16 C17 -1.7(6) . . . . ?
C15 C16 C17 C18 1.8(6) . . . . ?
C16 C17 C18 C19 0.2(6) . . . . ?
C17 C18 C19 C14 -2.3(5) . . . . ?
C17 C18 C19 S1 176.0(3) . . . . ?
C15 C14 C19 C18 2.4(5) . . . . ?
C13 C14 C19 C18 -174.3(3) . . . . ?
C15 C14 C19 S1 -175.8(3) . . . . ?
C13 C14 C19 S1 7.6(5) . . . . ?
O3 S1 C19 C18 -1.2(3) . . . . ?
O2 S1 C19 C18 120.6(3) . . . . ?
O1 S1 C19 C18 -121.2(3) . . . . ?
O3 S1 C19 C14 177.0(3) . . . . ?
O2 S1 C19 C14 -61.2(3) . . . . ?
O1 S1 C19 C14 57.0(3) . . . . ?
Sm1 O5 C20 O4 -2.9(3) . . . . ?
Sm1 O5 C20 C21 174.9(3) . . . . ?
Sm1 O4 C20 O5 2.9(3) . . . . ?
Sm1 O4 C20 C21 -174.9(3) . . . . ?
O5 C20 C21 C22 -81.0(4) . . . . ?
O4 C20 C21 C22 96.8(4) . . . . ?
C20 C21 C22 C23 -171.6(3) . . . . ?
C21 C22 C23 C24 170.8(3) . . . . ?
Sm1 O7 C24 O6 -7.1(4) 2_567 . . . ?
Sm1 O7 C24 C23 176.0(2) 2_567 . . . ?
Sm1 O6 C24 O7 150.0(6) 1_545 . . . ?
Sm1 O6 C24 C23 -33.1(9) 1_545 . . . ?
C22 C23 C24 O7 75.7(4) . . . . ?
C22 C23 C24 O6 -101.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.088
####################################################################### 
# 
# 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_nw1779_0m
_database_code_depnum_ccdc_archive 'CCDC 1414380'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 Gd N4 O8 S'
_chemical_formula_sum            'C24 H19 Gd N4 O8 S'
_chemical_formula_weight         680.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 '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
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9637(11)
_cell_length_b                   9.0728(10)
_cell_length_c                   14.4541(17)
_cell_angle_alpha                94.827(2)
_cell_angle_beta                 91.126(2)
_cell_angle_gamma                98.795(2)
_cell_volume                     1156.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3162
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.97

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             670
_exptl_absorpt_coefficient_mu    3.018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.613
_exptl_absorpt_correction_T_max  0.724
_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 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5797
_diffrn_reflns_av_R_equivalents  0.0180
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4032
_reflns_number_gt                3696
_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.

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b 
;

_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)+(0.0188P)²+0.3742P] 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         4032
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0543
_refine_ls_wR_factor_gt          0.0522
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.050
_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 0.552802(19) 0.564938(19) 0.150736(12) 0.01956(7) Uani 1 1 d . . .
S1 S 0.03968(10) 0.41839(10) 0.76615(6) 0.0249(2) Uani 1 1 d . . .
N1 N 0.5437(3) 0.3634(3) 0.26833(19) 0.0234(7) Uani 1 1 d . . .
N2 N 0.4279(3) 0.6185(3) 0.30609(19) 0.0219(7) Uani 1 1 d . . .
N3 N 0.2754(3) 0.1643(3) 0.5361(2) 0.0244(7) Uani 1 1 d . . .
N4 N 0.1762(3) 0.3745(3) 0.5662(2) 0.0266(7) Uani 1 1 d . . .
H4 H 0.1238 0.4371 0.5924 0.032 Uiso 1 1 calc R . .
O1 O 0.2016(3) 0.4499(3) 0.78854(18) 0.0319(6) Uani 1 1 d . . .
O2 O 0.0016(3) 0.5007(3) 0.68907(17) 0.0316(6) Uani 1 1 d . . .
O3 O -0.0515(3) 0.4396(3) 0.84568(18) 0.0372(7) Uani 1 1 d . . .
O4 O 0.6670(3) 0.8221(3) 0.18918(17) 0.0275(6) Uani 1 1 d . . .
O5 O 0.7131(3) 0.7212(3) 0.05192(17) 0.0317(6) Uani 1 1 d . . .
O6 O 0.5986(3) 1.3907(3) 0.03612(18) 0.0339(6) Uani 1 1 d . . .
O7 O 0.6252(3) 1.2808(3) -0.10287(16) 0.0287(6) Uani 1 1 d . . .
C1 C 0.6096(5) 0.2434(4) 0.2525(3) 0.0322(9) Uani 1 1 d . . .
H1 H 0.6694 0.2383 0.2008 0.039 Uiso 1 1 calc R . .
C2 C 0.5955(4) 0.1245(4) 0.3077(3) 0.0309(9) Uani 1 1 d . . .
H2 H 0.6467 0.0439 0.2943 0.037 Uiso 1 1 calc R . .
C3 C 0.5045(4) 0.1291(4) 0.3822(2) 0.0258(8) Uani 1 1 d . . .
H3 H 0.4915 0.0503 0.4199 0.031 Uiso 1 1 calc R . .
C4 C 0.4307(4) 0.2530(4) 0.4015(2) 0.0219(8) Uani 1 1 d . . .
C5 C 0.3310(4) 0.2682(4) 0.4767(2) 0.0228(8) Uani 1 1 d . . .
C6 C 0.2712(4) 0.3987(4) 0.4944(2) 0.0238(8) Uani 1 1 d . . .
C7 C 0.3028(4) 0.5258(4) 0.4412(2) 0.0213(8) Uani 1 1 d . . .
C8 C 0.2529(4) 0.6634(4) 0.4607(2) 0.0251(8) Uani 1 1 d . . .
H8 H 0.1934 0.6785 0.5116 0.030 Uiso 1 1 calc R . .
C9 C 0.2929(4) 0.7757(4) 0.4039(2) 0.0257(8) Uani 1 1 d . . .
H9 H 0.2628 0.8688 0.4163 0.031 Uiso 1 1 calc R . .
C10 C 0.3793(4) 0.7478(4) 0.3275(2) 0.0257(8) Uani 1 1 d . . .
H10 H 0.4046 0.8243 0.2890 0.031 Uiso 1 1 calc R . .
C11 C 0.3926(4) 0.5082(4) 0.3636(2) 0.0213(8) Uani 1 1 d . . .
C12 C 0.4571(4) 0.3710(4) 0.3437(2) 0.0204(7) Uani 1 1 d . . .
C13 C 0.1803(4) 0.2320(4) 0.5883(2) 0.0244(8) Uani 1 1 d . . .
C14 C 0.0767(4) 0.1548(4) 0.6530(2) 0.0253(8) Uani 1 1 d . . .
C15 C 0.0448(4) 0.0001(4) 0.6355(3) 0.0311(9) Uani 1 1 d . . .
H15 H 0.0929 -0.0464 0.5874 0.037 Uiso 1 1 calc R . .
C16 C -0.0561(4) -0.0868(5) 0.6873(3) 0.0345(10) Uani 1 1 d . . .
H16 H -0.0737 -0.1903 0.6748 0.041 Uiso 1 1 calc R . .
C17 C -0.1301(4) -0.0201(5) 0.7573(3) 0.0341(10) Uani 1 1 d . . .
H17 H -0.2002 -0.0779 0.7912 0.041 Uiso 1 1 calc R . .
C18 C -0.1006(4) 0.1336(4) 0.7774(2) 0.0282(9) Uani 1 1 d . . .
H18 H -0.1512 0.1785 0.8250 0.034 Uiso 1 1 calc R . .
C19 C 0.0039(4) 0.2216(4) 0.7275(2) 0.0234(8) Uani 1 1 d . . .
C20 C 0.7275(4) 0.8332(4) 0.1120(3) 0.0266(8) Uani 1 1 d . . .
C21 C 0.8121(4) 0.9810(4) 0.0883(3) 0.0300(9) Uani 1 1 d . . .
H21A H 0.8984 0.9642 0.0517 0.036 Uiso 1 1 calc R . .
H21B H 0.8489 1.0417 0.1450 0.036 Uiso 1 1 calc R . .
C22 C 0.7086(4) 1.0636(4) 0.0335(3) 0.0290(9) Uani 1 1 d . . .
H22A H 0.6151 1.0656 0.0659 0.035 Uiso 1 1 calc R . .
H22B H 0.6842 1.0094 -0.0270 0.035 Uiso 1 1 calc R . .
C23 C 0.7811(4) 1.2241(4) 0.0205(2) 0.0237(8) Uani 1 1 d . . .
H23A H 0.8213 1.2745 0.0796 0.028 Uiso 1 1 calc R . .
H23B H 0.8635 1.2234 -0.0219 0.028 Uiso 1 1 calc R . .
C24 C 0.6623(4) 1.3056(4) -0.0181(2) 0.0223(8) Uani 1 1 d . . .
O8 O 0.3044(3) 0.4028(3) 0.12972(19) 0.0299(6) Uani 1 1 d D . .
H8A H 0.302(5) 0.351(4) 0.0801(18) 0.036 Uiso 1 1 d D . .
H8B H 0.237(3) 0.450(4) 0.145(3) 0.036 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O6 2.280(2) 1_545 ?
Gd1 O1 2.381(2) 2_666 ?
Gd1 O7 2.405(2) 2_675 ?
Gd1 O4 2.414(2) . ?
Gd1 O5 2.432(2) . ?
Gd1 O8 2.472(3) . ?
Gd1 N2 2.572(3) . ?
Gd1 N1 2.592(3) . ?
S1 O3 1.440(3) . ?
S1 O2 1.455(3) . ?
S1 O1 1.460(3) . ?
S1 C19 1.803(4) . ?
N1 C1 1.322(5) . ?
N1 C12 1.353(4) . ?
N2 C10 1.328(4) . ?
N2 C11 1.359(4) . ?
N3 C13 1.335(4) . ?
N3 C5 1.372(4) . ?
N4 C13 1.363(4) . ?
N4 C6 1.366(4) . ?
N4 H4 0.8600 . ?
O1 Gd1 2.381(2) 2_666 ?
O4 C20 1.255(4) . ?
O5 C20 1.269(4) . ?
O6 C24 1.260(4) . ?
O6 Gd1 2.280(2) 1_565 ?
O7 C24 1.256(4) . ?
O7 Gd1 2.405(2) 2_675 ?
C1 C2 1.386(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.366(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.400(5) . ?
C3 H3 0.9300 . ?
C4 C12 1.407(5) . ?
C4 C5 1.432(5) . ?
C5 C6 1.379(5) . ?
C6 C7 1.436(5) . ?
C7 C8 1.398(5) . ?
C7 C11 1.405(5) . ?
C8 C9 1.373(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.461(5) . ?
C13 C14 1.474(5) . ?
C14 C15 1.389(5) . ?
C14 C19 1.411(5) . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(5) . ?
C18 H18 0.9300 . ?
C20 C21 1.506(5) . ?
C21 C22 1.527(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.530(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.509(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.821(19) . ?
O8 H8B 0.813(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Gd1 O1 86.14(9) 1_545 2_666 ?
O6 Gd1 O7 112.95(9) 1_545 2_675 ?
O1 Gd1 O7 148.15(9) 2_666 2_675 ?
O6 Gd1 O4 131.68(9) 1_545 . ?
O1 Gd1 O4 75.33(9) 2_666 . ?
O7 Gd1 O4 72.97(8) 2_675 . ?
O6 Gd1 O5 79.20(9) 1_545 . ?
O1 Gd1 O5 78.16(9) 2_666 . ?
O7 Gd1 O5 80.71(9) 2_675 . ?
O4 Gd1 O5 53.68(8) . . ?
O6 Gd1 O8 78.19(9) 1_545 . ?
O1 Gd1 O8 137.86(9) 2_666 . ?
O7 Gd1 O8 73.08(9) 2_675 . ?
O4 Gd1 O8 141.90(9) . . ?
O5 Gd1 O8 134.86(9) . . ?
O6 Gd1 N2 147.36(9) 1_545 . ?
O1 Gd1 N2 97.82(9) 2_666 . ?
O7 Gd1 N2 79.86(9) 2_675 . ?
O4 Gd1 N2 80.15(9) . . ?
O5 Gd1 N2 133.39(9) . . ?
O8 Gd1 N2 77.36(9) . . ?
O6 Gd1 N1 89.12(9) 1_545 . ?
O1 Gd1 N1 68.59(9) 2_666 . ?
O7 Gd1 N1 133.45(9) 2_675 . ?
O4 Gd1 N1 122.58(9) . . ?
O5 Gd1 N1 145.42(9) . . ?
O8 Gd1 N1 72.27(9) . . ?
N2 Gd1 N1 62.96(9) . . ?
O3 S1 O2 113.02(16) . . ?
O3 S1 O1 113.13(16) . . ?
O2 S1 O1 110.76(16) . . ?
O3 S1 C19 106.94(17) . . ?
O2 S1 C19 107.75(16) . . ?
O1 S1 C19 104.66(16) . . ?
C1 N1 C12 117.8(3) . . ?
C1 N1 Gd1 121.8(2) . . ?
C12 N1 Gd1 120.1(2) . . ?
C10 N2 C11 117.6(3) . . ?
C10 N2 Gd1 121.3(2) . . ?
C11 N2 Gd1 120.6(2) . . ?
C13 N3 C5 104.4(3) . . ?
C13 N4 C6 106.9(3) . . ?
C13 N4 H4 126.6 . . ?
C6 N4 H4 126.6 . . ?
S1 O1 Gd1 162.64(16) . 2_666 ?
C20 O4 Gd1 93.6(2) . . ?
C20 O5 Gd1 92.5(2) . . ?
C24 O6 Gd1 163.5(3) . 1_565 ?
C24 O7 Gd1 112.8(2) . 2_675 ?
N1 C1 C2 124.4(4) . . ?
N1 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C12 117.9(3) . . ?
C3 C4 C5 124.3(3) . . ?
C12 C4 C5 117.8(3) . . ?
N3 C5 C6 110.7(3) . . ?
N3 C5 C4 128.8(3) . . ?
C6 C5 C4 120.4(3) . . ?
N4 C6 C5 105.9(3) . . ?
N4 C6 C7 130.3(3) . . ?
C5 C6 C7 123.8(3) . . ?
C8 C7 C11 118.4(3) . . ?
C8 C7 C6 125.5(3) . . ?
C11 C7 C6 116.2(3) . . ?
C9 C8 C7 119.1(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 118.8(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N2 C10 C9 123.9(3) . . ?
N2 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N2 C11 C7 122.2(3) . . ?
N2 C11 C12 117.0(3) . . ?
C7 C11 C12 120.8(3) . . ?
N1 C12 C4 121.9(3) . . ?
N1 C12 C11 117.2(3) . . ?
C4 C12 C11 120.9(3) . . ?
N3 C13 N4 112.2(3) . . ?
N3 C13 C14 123.6(3) . . ?
N4 C13 C14 123.7(3) . . ?
C15 C14 C19 117.6(3) . . ?
C15 C14 C13 115.4(3) . . ?
C19 C14 C13 127.0(3) . . ?
C16 C15 C14 122.0(4) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C17 C16 C15 119.8(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 119.9(4) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 120.7(4) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 S1 115.9(3) . . ?
C14 C19 S1 124.2(3) . . ?
O4 C20 O5 120.2(3) . . ?
O4 C20 C21 120.3(3) . . ?
O5 C20 C21 119.4(3) . . ?
C20 C21 C22 110.1(3) . . ?
C20 C21 H21A 109.6 . . ?
C22 C21 H21A 109.6 . . ?
C20 C21 H21B 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 112.3(3) . . ?
C21 C22 H22A 109.2 . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22B 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 108.6(3) . . ?
C24 C23 H23A 110.0 . . ?
C22 C23 H23A 110.0 . . ?
C24 C23 H23B 110.0 . . ?
C22 C23 H23B 110.0 . . ?
H23A C23 H23B 108.3 . . ?
O7 C24 O6 122.0(3) . . ?
O7 C24 C23 118.7(3) . . ?
O6 C24 C23 119.2(3) . . ?
Gd1 O8 H8A 109(3) . . ?
Gd1 O8 H8B 111(3) . . ?
H8A O8 H8B 122(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O6 Gd1 N1 C1 22.3(3) 1_545 . . . ?
O1 Gd1 N1 C1 -63.9(3) 2_666 . . . ?
O7 Gd1 N1 C1 143.8(3) 2_675 . . . ?
O4 Gd1 N1 C1 -118.9(3) . . . . ?
O5 Gd1 N1 C1 -47.0(4) . . . . ?
O8 Gd1 N1 C1 100.2(3) . . . . ?
N2 Gd1 N1 C1 -175.3(3) . . . . ?
O6 Gd1 N1 C12 -150.7(3) 1_545 . . . ?
O1 Gd1 N1 C12 123.1(3) 2_666 . . . ?
O7 Gd1 N1 C12 -29.2(3) 2_675 . . . ?
O4 Gd1 N1 C12 68.1(3) . . . . ?
O5 Gd1 N1 C12 139.9(2) . . . . ?
O8 Gd1 N1 C12 -72.8(2) . . . . ?
N2 Gd1 N1 C12 11.7(2) . . . . ?
O6 Gd1 N2 C10 -150.3(2) 1_545 . . . ?
O1 Gd1 N2 C10 114.6(3) 2_666 . . . ?
O7 Gd1 N2 C10 -33.2(3) 2_675 . . . ?
O4 Gd1 N2 C10 41.1(3) . . . . ?
O5 Gd1 N2 C10 33.6(3) . . . . ?
O8 Gd1 N2 C10 -108.0(3) . . . . ?
N1 Gd1 N2 C10 175.7(3) . . . . ?
O6 Gd1 N2 C11 21.3(3) 1_545 . . . ?
O1 Gd1 N2 C11 -73.7(3) 2_666 . . . ?
O7 Gd1 N2 C11 138.4(3) 2_675 . . . ?
O4 Gd1 N2 C11 -147.3(3) . . . . ?
O5 Gd1 N2 C11 -154.8(2) . . . . ?
O8 Gd1 N2 C11 63.7(2) . . . . ?
N1 Gd1 N2 C11 -12.7(2) . . . . ?
O3 S1 O1 Gd1 68.0(6) . . . 2_666 ?
O2 S1 O1 Gd1 -163.9(5) . . . 2_666 ?
C19 S1 O1 Gd1 -48.0(6) . . . 2_666 ?
O6 Gd1 O4 C20 16.1(3) 1_545 . . . ?
O1 Gd1 O4 C20 87.0(2) 2_666 . . . ?
O7 Gd1 O4 C20 -89.8(2) 2_675 . . . ?
O5 Gd1 O4 C20 1.1(2) . . . . ?
O8 Gd1 O4 C20 -117.7(2) . . . . ?
N2 Gd1 O4 C20 -172.1(2) . . . . ?
N1 Gd1 O4 C20 139.1(2) . . . . ?
O6 Gd1 O5 C20 -169.8(2) 1_545 . . . ?
O1 Gd1 O5 C20 -81.5(2) 2_666 . . . ?
O7 Gd1 O5 C20 74.6(2) 2_675 . . . ?
O4 Gd1 O5 C20 -1.09(19) . . . . ?
O8 Gd1 O5 C20 129.2(2) . . . . ?
N2 Gd1 O5 C20 8.1(3) . . . . ?
N1 Gd1 O5 C20 -97.5(2) . . . . ?
C12 N1 C1 C2 0.2(6) . . . . ?
Gd1 N1 C1 C2 -172.9(3) . . . . ?
N1 C1 C2 C3 1.8(6) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C2 C3 C4 C12 -1.6(5) . . . . ?
C2 C3 C4 C5 178.9(3) . . . . ?
C13 N3 C5 C6 1.0(4) . . . . ?
C13 N3 C5 C4 -175.7(4) . . . . ?
C3 C4 C5 N3 -7.9(6) . . . . ?
C12 C4 C5 N3 172.6(3) . . . . ?
C3 C4 C5 C6 175.5(3) . . . . ?
C12 C4 C5 C6 -3.9(5) . . . . ?
C13 N4 C6 C5 -0.7(4) . . . . ?
C13 N4 C6 C7 176.1(4) . . . . ?
N3 C5 C6 N4 -0.2(4) . . . . ?
C4 C5 C6 N4 176.9(3) . . . . ?
N3 C5 C6 C7 -177.3(3) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
N4 C6 C7 C8 8.4(6) . . . . ?
C5 C6 C7 C8 -175.4(3) . . . . ?
N4 C6 C7 C11 -172.1(3) . . . . ?
C5 C6 C7 C11 4.2(5) . . . . ?
C11 C7 C8 C9 0.0(5) . . . . ?
C6 C7 C8 C9 179.5(3) . . . . ?
C7 C8 C9 C10 1.3(5) . . . . ?
C11 N2 C10 C9 -1.1(5) . . . . ?
Gd1 N2 C10 C9 170.8(3) . . . . ?
C8 C9 C10 N2 -0.9(5) . . . . ?
C10 N2 C11 C7 2.5(5) . . . . ?
Gd1 N2 C11 C7 -169.4(2) . . . . ?
C10 N2 C11 C12 -175.1(3) . . . . ?
Gd1 N2 C11 C12 13.0(4) . . . . ?
C8 C7 C11 N2 -2.0(5) . . . . ?
C6 C7 C11 N2 178.4(3) . . . . ?
C8 C7 C11 C12 175.5(3) . . . . ?
C6 C7 C11 C12 -4.1(5) . . . . ?
C1 N1 C12 C4 -3.1(5) . . . . ?
Gd1 N1 C12 C4 170.2(2) . . . . ?
C1 N1 C12 C11 176.3(3) . . . . ?
Gd1 N1 C12 C11 -10.4(4) . . . . ?
C3 C4 C12 N1 3.8(5) . . . . ?
C5 C4 C12 N1 -176.7(3) . . . . ?
C3 C4 C12 C11 -175.6(3) . . . . ?
C5 C4 C12 C11 3.9(5) . . . . ?
N2 C11 C12 N1 -1.6(5) . . . . ?
C7 C11 C12 N1 -179.2(3) . . . . ?
N2 C11 C12 C4 177.8(3) . . . . ?
C7 C11 C12 C4 0.2(5) . . . . ?
C5 N3 C13 N4 -1.5(4) . . . . ?
C5 N3 C13 C14 170.6(3) . . . . ?
C6 N4 C13 N3 1.4(4) . . . . ?
C6 N4 C13 C14 -170.7(3) . . . . ?
N3 C13 C14 C15 -21.0(5) . . . . ?
N4 C13 C14 C15 150.3(4) . . . . ?
N3 C13 C14 C19 161.5(4) . . . . ?
N4 C13 C14 C19 -27.3(6) . . . . ?
C19 C14 C15 C16 1.1(6) . . . . ?
C13 C14 C15 C16 -176.7(3) . . . . ?
C14 C15 C16 C17 1.2(6) . . . . ?
C15 C16 C17 C18 -1.8(6) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C18 C19 C14 2.4(5) . . . . ?
C17 C18 C19 S1 -176.2(3) . . . . ?
C15 C14 C19 C18 -2.9(5) . . . . ?
C13 C14 C19 C18 174.6(3) . . . . ?
C15 C14 C19 S1 175.6(3) . . . . ?
C13 C14 C19 S1 -6.8(5) . . . . ?
O3 S1 C19 C18 1.2(3) . . . . ?
O2 S1 C19 C18 -120.6(3) . . . . ?
O1 S1 C19 C18 121.4(3) . . . . ?
O3 S1 C19 C14 -177.4(3) . . . . ?
O2 S1 C19 C14 60.8(3) . . . . ?
O1 S1 C19 C14 -57.1(3) . . . . ?
Gd1 O4 C20 O5 -2.0(3) . . . . ?
Gd1 O4 C20 C21 175.5(3) . . . . ?
Gd1 O5 C20 O4 2.0(3) . . . . ?
Gd1 O5 C20 C21 -175.5(3) . . . . ?
O4 C20 C21 C22 -95.2(4) . . . . ?
O5 C20 C21 C22 82.2(4) . . . . ?
C20 C21 C22 C23 171.2(3) . . . . ?
C21 C22 C23 C24 -169.7(3) . . . . ?
Gd1 O7 C24 O6 7.3(4) 2_675 . . . ?
Gd1 O7 C24 C23 -176.1(2) 2_675 . . . ?
Gd1 O6 C24 O7 -140.4(7) 1_565 . . . ?
Gd1 O6 C24 C23 43.0(10) 1_565 . . . ?
C22 C23 C24 O7 -77.3(4) . . . . ?
C22 C23 C24 O6 99.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_nw1756_0m
_database_code_depnum_ccdc_archive 'CCDC 1414381'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 Dy N4 O8 S'
_chemical_formula_sum            'C24 H19 Dy N4 O8 S'
_chemical_formula_weight         685.99

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'
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                   8.9094(14)
_cell_length_b                   9.0407(14)
_cell_length_c                   14.458(2)
_cell_angle_alpha                94.501(2)
_cell_angle_beta                 91.024(3)
_cell_angle_gamma                98.578(3)
_cell_volume                     1147.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1469
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.84

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             674
_exptl_absorpt_coefficient_mu    3.409
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.713
_exptl_absorpt_correction_T_max  0.825
_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 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4702
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3562
_reflns_number_gt                3033
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b
;

_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)+(0.0233P)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         3562
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0678
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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
Dy1 Dy 1.05425(3) 0.06389(3) 0.15289(2) 0.01936(10) Uani 1 1 d . . .
S1 S 0.53892(16) -0.08202(18) 0.76591(11) 0.0241(4) Uani 1 1 d . . .
N1 N 1.0460(5) -0.1373(6) 0.2684(3) 0.0245(12) Uani 1 1 d . . .
N2 N 0.9298(5) 0.1175(6) 0.3056(3) 0.0226(12) Uani 1 1 d . . .
N3 N 0.7745(5) -0.3341(6) 0.5362(3) 0.0256(12) Uani 1 1 d . . .
H3A H 0.7956 -0.4234 0.5390 0.031 Uiso 1 1 calc R . .
N4 N 0.6742(5) -0.1243(6) 0.5669(3) 0.0226(12) Uani 1 1 d . . .
O1 O 0.7024(4) -0.0515(5) 0.7871(3) 0.0299(11) Uani 1 1 d . . .
O2 O 0.4995(5) -0.0002(5) 0.6891(3) 0.0292(11) Uani 1 1 d . . .
O3 O 0.4482(5) -0.0611(5) 0.8461(3) 0.0365(11) Uani 1 1 d . . .
O4 O 1.2105(5) 0.2149(5) 0.0518(3) 0.0280(10) Uani 1 1 d . . .
O5 O 1.1633(5) 0.3196(4) 0.1883(3) 0.0266(10) Uani 1 1 d . . .
O6 O 1.0987(5) 0.8904(5) 0.0427(3) 0.0328(11) Uani 1 1 d . . .
O7 O 1.1225(5) 0.7887(5) -0.0987(3) 0.0293(11) Uani 1 1 d . . .
C1 C 1.1135(7) -0.2569(7) 0.2528(4) 0.0292(16) Uani 1 1 d . . .
H1 H 1.1753 -0.2613 0.2018 0.035 Uiso 1 1 calc R . .
C2 C 1.0975(7) -0.3760(7) 0.3081(4) 0.0310(17) Uani 1 1 d . . .
H2 H 1.1475 -0.4580 0.2945 0.037 Uiso 1 1 calc R . .
C3 C 1.0065(7) -0.3709(7) 0.3835(4) 0.0241(14) Uani 1 1 d . . .
H3 H 0.9941 -0.4496 0.4218 0.029 Uiso 1 1 calc R . .
C4 C 0.9334(6) -0.2475(7) 0.4019(4) 0.0187(14) Uani 1 1 d . . .
C5 C 0.8311(7) -0.2315(7) 0.4767(4) 0.0202(14) Uani 1 1 d . . .
C6 C 0.7709(7) -0.1008(7) 0.4939(4) 0.0239(15) Uani 1 1 d . . .
C7 C 0.8033(6) 0.0247(7) 0.4413(4) 0.0214(14) Uani 1 1 d . . .
C8 C 0.7537(7) 0.1633(7) 0.4591(4) 0.0258(15) Uani 1 1 d . . .
H8 H 0.6933 0.1786 0.5097 0.031 Uiso 1 1 calc R . .
C9 C 0.7932(6) 0.2767(7) 0.4028(4) 0.0252(15) Uani 1 1 d . . .
H9 H 0.7622 0.3699 0.4149 0.030 Uiso 1 1 calc R . .
C10 C 0.8820(7) 0.2480(7) 0.3261(4) 0.0229(14) Uani 1 1 d . . .
H10 H 0.9087 0.3246 0.2874 0.027 Uiso 1 1 calc R . .
C11 C 0.8954(6) 0.0088(7) 0.3630(4) 0.0191(14) Uani 1 1 d . . .
C12 C 0.9575(6) -0.1306(7) 0.3428(4) 0.0217(14) Uani 1 1 d . . .
C13 C 0.6804(7) -0.2672(7) 0.5888(4) 0.0241(15) Uani 1 1 d . . .
C14 C 0.5768(6) -0.3454(7) 0.6542(4) 0.0224(14) Uani 1 1 d . . .
C15 C 0.5428(7) -0.5023(7) 0.6371(4) 0.0292(16) Uani 1 1 d . . .
H15 H 0.5908 -0.5498 0.5893 0.035 Uiso 1 1 calc R . .
C16 C 0.4416(7) -0.5869(8) 0.6886(4) 0.0329(17) Uani 1 1 d . . .
H16 H 0.4229 -0.6906 0.6762 0.039 Uiso 1 1 calc R . .
C17 C 0.3667(7) -0.5191(8) 0.7590(5) 0.0349(17) Uani 1 1 d . . .
H17 H 0.2963 -0.5765 0.7934 0.042 Uiso 1 1 calc R . .
C18 C 0.3973(7) -0.3656(8) 0.7778(4) 0.0281(15) Uani 1 1 d . . .
H18 H 0.3458 -0.3198 0.8247 0.034 Uiso 1 1 calc R . .
C19 C 0.5037(6) -0.2782(7) 0.7281(4) 0.0226(14) Uani 1 1 d . . .
C20 C 1.2254(7) 0.3279(7) 0.1109(4) 0.0248(15) Uani 1 1 d . . .
C21 C 1.3114(7) 0.4750(7) 0.0866(5) 0.0296(16) Uani 1 1 d . . .
H21A H 1.3964 0.4567 0.0486 0.035 Uiso 1 1 calc R . .
H21B H 1.3513 0.5342 0.1429 0.035 Uiso 1 1 calc R . .
C22 C 1.2082(7) 0.5622(7) 0.0339(4) 0.0263(15) Uani 1 1 d . . .
H22A H 1.1809 0.5091 -0.0264 0.032 Uiso 1 1 calc R . .
H22B H 1.1154 0.5653 0.0677 0.032 Uiso 1 1 calc R . .
C23 C 1.2806(6) 0.7220(7) 0.0201(4) 0.0217(14) Uani 1 1 d . . .
H23A H 1.3249 0.7711 0.0785 0.026 Uiso 1 1 calc R . .
H23B H 1.3606 0.7208 -0.0244 0.026 Uiso 1 1 calc R . .
C24 C 1.1601(6) 0.8064(6) -0.0149(4) 0.0198(13) Uani 1 1 d . . .
O8 O 0.8094(5) -0.0972(5) 0.1313(3) 0.0272(10) Uani 1 1 d D . .
H8A H 0.790(7) -0.148(6) 0.080(3) 0.033 Uiso 1 1 d D . .
H8B H 0.731(4) -0.059(7) 0.139(4) 0.033 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 O6 2.229(4) 1_545 ?
Dy1 O1 2.342(4) 2_756 ?
Dy1 O7 2.370(4) 2_765 ?
Dy1 O5 2.383(4) . ?
Dy1 O4 2.399(4) . ?
Dy1 O8 2.436(4) . ?
Dy1 N2 2.534(5) . ?
Dy1 N1 2.558(5) . ?
S1 O3 1.441(4) . ?
S1 O2 1.448(4) . ?
S1 O1 1.464(4) . ?
S1 C19 1.794(6) . ?
N1 C1 1.320(7) . ?
N1 C12 1.348(7) . ?
N2 C10 1.327(7) . ?
N2 C11 1.339(8) . ?
N3 C13 1.322(7) . ?
N3 C5 1.362(8) . ?
N3 H3A 0.8600 . ?
N4 C13 1.362(8) . ?
N4 C6 1.384(7) . ?
O1 Dy1 2.342(4) 2_756 ?
O4 C20 1.270(7) . ?
O5 C20 1.260(7) . ?
O6 C24 1.269(6) . ?
O6 Dy1 2.229(4) 1_565 ?
O7 C24 1.244(7) . ?
O7 Dy1 2.370(4) 2_765 ?
C1 C2 1.383(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(8) . ?
C3 H3 0.9300 . ?
C4 C12 1.405(8) . ?
C4 C5 1.439(8) . ?
C5 C6 1.376(8) . ?
C6 C7 1.412(9) . ?
C7 C8 1.397(8) . ?
C7 C11 1.421(8) . ?
C8 C9 1.368(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.404(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.461(8) . ?
C13 C14 1.479(9) . ?
C14 C19 1.406(8) . ?
C14 C15 1.407(8) . ?
C15 C16 1.363(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(9) . ?
C18 H18 0.9300 . ?
C20 C21 1.503(8) . ?
C21 C22 1.527(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.522(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.509(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.84(2) . ?
O8 H8B 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
O6 Dy1 O1 86.56(14) 1_545 2_756 ?
O6 Dy1 O7 110.87(15) 1_545 2_765 ?
O1 Dy1 O7 148.70(15) 2_756 2_765 ?
O6 Dy1 O5 132.54(16) 1_545 . ?
O1 Dy1 O5 75.76(14) 2_756 . ?
O7 Dy1 O5 73.35(14) 2_765 . ?
O6 Dy1 O4 78.96(15) 1_545 . ?
O1 Dy1 O4 78.63(15) 2_756 . ?
O7 Dy1 O4 79.54(15) 2_765 . ?
O5 Dy1 O4 54.70(13) . . ?
O6 Dy1 O8 77.10(15) 1_545 . ?
O1 Dy1 O8 138.31(15) 2_756 . ?
O7 Dy1 O8 72.53(15) 2_765 . ?
O5 Dy1 O8 141.49(14) . . ?
O4 Dy1 O8 133.25(14) . . ?
O6 Dy1 N2 146.66(17) 1_545 . ?
O1 Dy1 N2 97.74(15) 2_756 . ?
O7 Dy1 N2 81.95(15) 2_765 . ?
O5 Dy1 N2 80.09(15) . . ?
O4 Dy1 N2 134.35(15) . . ?
O8 Dy1 N2 77.98(14) . . ?
O6 Dy1 N1 87.82(16) 1_545 . ?
O1 Dy1 N1 68.93(15) 2_756 . ?
O7 Dy1 N1 134.78(15) 2_765 . ?
O5 Dy1 N1 123.79(14) . . ?
O4 Dy1 N1 145.61(15) . . ?
O8 Dy1 N1 72.32(15) . . ?
N2 Dy1 N1 63.61(16) . . ?
O3 S1 O2 113.2(3) . . ?
O3 S1 O1 113.3(3) . . ?
O2 S1 O1 110.9(3) . . ?
O3 S1 C19 106.9(3) . . ?
O2 S1 C19 107.6(3) . . ?
O1 S1 C19 104.2(2) . . ?
C1 N1 C12 118.1(6) . . ?
C1 N1 Dy1 122.0(4) . . ?
C12 N1 Dy1 119.6(4) . . ?
C10 N2 C11 118.2(5) . . ?
C10 N2 Dy1 120.9(4) . . ?
C11 N2 Dy1 120.5(4) . . ?
C13 N3 C5 105.4(5) . . ?
C13 N3 H3A 127.3 . . ?
C5 N3 H3A 127.3 . . ?
C13 N4 C6 105.8(5) . . ?
S1 O1 Dy1 163.0(3) . 2_756 ?
C20 O4 Dy1 91.9(4) . . ?
C20 O5 Dy1 92.9(4) . . ?
C24 O6 Dy1 164.9(4) . 1_565 ?
C24 O7 Dy1 117.7(4) . 2_765 ?
N1 C1 C2 123.6(6) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.7(6) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.3(6) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C12 118.2(5) . . ?
C3 C4 C5 124.5(6) . . ?
C12 C4 C5 117.2(5) . . ?
N3 C5 C6 110.2(5) . . ?
N3 C5 C4 129.0(5) . . ?
C6 C5 C4 120.7(6) . . ?
C5 C6 N4 106.1(6) . . ?
C5 C6 C7 123.6(6) . . ?
N4 C6 C7 130.2(5) . . ?
C8 C7 C6 126.1(6) . . ?
C8 C7 C11 116.8(6) . . ?
C6 C7 C11 117.0(5) . . ?
C9 C8 C7 120.6(6) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 117.9(6) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
N2 C10 C9 123.6(6) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
N2 C11 C7 122.8(5) . . ?
N2 C11 C12 117.4(5) . . ?
C7 C11 C12 119.8(6) . . ?
N1 C12 C4 122.0(5) . . ?
N1 C12 C11 116.7(6) . . ?
C4 C12 C11 121.2(5) . . ?
N3 C13 N4 112.4(6) . . ?
N3 C13 C14 123.7(6) . . ?
N4 C13 C14 123.4(5) . . ?
C19 C14 C15 117.2(6) . . ?
C19 C14 C13 126.6(6) . . ?
C15 C14 C13 116.1(5) . . ?
C16 C15 C14 122.0(6) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C15 C16 C17 120.2(6) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 119.4(7) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 121.2(6) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 119.9(6) . . ?
C18 C19 S1 115.7(5) . . ?
C14 C19 S1 124.4(5) . . ?
O5 C20 O4 120.6(6) . . ?
O5 C20 C21 119.7(6) . . ?
O4 C20 C21 119.7(6) . . ?
C20 C21 C22 110.7(5) . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C23 C22 C21 113.4(5) . . ?
C23 C22 H22A 108.9 . . ?
C21 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 108.8(5) . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
O7 C24 O6 122.4(6) . . ?
O7 C24 C23 118.8(5) . . ?
O6 C24 C23 118.8(5) . . ?
Dy1 O8 H8A 118(4) . . ?
Dy1 O8 H8B 119(4) . . ?
H8A O8 H8B 102(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
O6 Dy1 N1 C1 23.1(4) 1_545 . . . ?
O1 Dy1 N1 C1 -64.0(4) 2_756 . . . ?
O7 Dy1 N1 C1 140.8(4) 2_765 . . . ?
O5 Dy1 N1 C1 -118.9(4) . . . . ?
O4 Dy1 N1 C1 -43.6(5) . . . . ?
O8 Dy1 N1 C1 100.3(5) . . . . ?
N2 Dy1 N1 C1 -174.7(5) . . . . ?
O6 Dy1 N1 C12 -149.7(4) 1_545 . . . ?
O1 Dy1 N1 C12 123.1(4) 2_756 . . . ?
O7 Dy1 N1 C12 -32.1(5) 2_765 . . . ?
O5 Dy1 N1 C12 68.2(4) . . . . ?
O4 Dy1 N1 C12 143.5(4) . . . . ?
O8 Dy1 N1 C12 -72.6(4) . . . . ?
N2 Dy1 N1 C12 12.5(4) . . . . ?
O6 Dy1 N2 C10 -150.9(4) 1_545 . . . ?
O1 Dy1 N2 C10 113.6(4) 2_756 . . . ?
O7 Dy1 N2 C10 -34.8(4) 2_765 . . . ?
O5 Dy1 N2 C10 39.6(4) . . . . ?
O4 Dy1 N2 C10 31.9(5) . . . . ?
O8 Dy1 N2 C10 -108.6(4) . . . . ?
N1 Dy1 N2 C10 175.4(5) . . . . ?
O6 Dy1 N2 C11 21.5(5) 1_545 . . . ?
O1 Dy1 N2 C11 -74.0(4) 2_756 . . . ?
O7 Dy1 N2 C11 137.6(4) 2_765 . . . ?
O5 Dy1 N2 C11 -148.0(4) . . . . ?
O4 Dy1 N2 C11 -155.6(4) . . . . ?
O8 Dy1 N2 C11 63.9(4) . . . . ?
N1 Dy1 N2 C11 -12.2(4) . . . . ?
O3 S1 O1 Dy1 64.2(9) . . . 2_756 ?
O2 S1 O1 Dy1 -167.2(8) . . . 2_756 ?
C19 S1 O1 Dy1 -51.7(9) . . . 2_756 ?
O6 Dy1 O4 C20 -169.3(3) 1_545 . . . ?
O1 Dy1 O4 C20 -80.7(3) 2_756 . . . ?
O7 Dy1 O4 C20 76.8(3) 2_765 . . . ?
O5 Dy1 O4 C20 -0.2(3) . . . . ?
O8 Dy1 O4 C20 130.4(3) . . . . ?
N2 Dy1 O4 C20 9.1(4) . . . . ?
N1 Dy1 O4 C20 -100.1(4) . . . . ?
O6 Dy1 O5 C20 14.7(4) 1_545 . . . ?
O1 Dy1 O5 C20 86.2(3) 2_756 . . . ?
O7 Dy1 O5 C20 -88.6(3) 2_765 . . . ?
O4 Dy1 O5 C20 0.2(3) . . . . ?
O8 Dy1 O5 C20 -117.1(4) . . . . ?
N2 Dy1 O5 C20 -173.1(3) . . . . ?
N1 Dy1 O5 C20 138.2(3) . . . . ?
C12 N1 C1 C2 0.5(9) . . . . ?
Dy1 N1 C1 C2 -172.4(4) . . . . ?
N1 C1 C2 C3 0.1(9) . . . . ?
C1 C2 C3 C4 0.1(9) . . . . ?
C2 C3 C4 C12 -0.9(8) . . . . ?
C2 C3 C4 C5 177.7(5) . . . . ?
C13 N3 C5 C6 0.3(6) . . . . ?
C13 N3 C5 C4 -177.0(6) . . . . ?
C3 C4 C5 N3 -7.2(9) . . . . ?
C12 C4 C5 N3 171.4(5) . . . . ?
C3 C4 C5 C6 175.7(5) . . . . ?
C12 C4 C5 C6 -5.7(8) . . . . ?
N3 C5 C6 N4 0.2(6) . . . . ?
C4 C5 C6 N4 177.8(5) . . . . ?
N3 C5 C6 C7 -177.6(5) . . . . ?
C4 C5 C6 C7 0.0(9) . . . . ?
C13 N4 C6 C5 -0.6(6) . . . . ?
C13 N4 C6 C7 176.9(6) . . . . ?
C5 C6 C7 C8 -175.5(5) . . . . ?
N4 C6 C7 C8 7.3(10) . . . . ?
C5 C6 C7 C11 4.3(8) . . . . ?
N4 C6 C7 C11 -172.9(5) . . . . ?
C6 C7 C8 C9 179.9(5) . . . . ?
C11 C7 C8 C9 0.1(8) . . . . ?
C7 C8 C9 C10 1.3(8) . . . . ?
C11 N2 C10 C9 -2.1(8) . . . . ?
Dy1 N2 C10 C9 170.5(4) . . . . ?
C8 C9 C10 N2 -0.3(9) . . . . ?
C10 N2 C11 C7 3.6(8) . . . . ?
Dy1 N2 C11 C7 -169.0(4) . . . . ?
C10 N2 C11 C12 -176.0(5) . . . . ?
Dy1 N2 C11 C12 11.3(6) . . . . ?
C8 C7 C11 N2 -2.6(8) . . . . ?
C6 C7 C11 N2 177.5(5) . . . . ?
C8 C7 C11 C12 177.0(5) . . . . ?
C6 C7 C11 C12 -2.8(8) . . . . ?
C1 N1 C12 C4 -1.4(8) . . . . ?
Dy1 N1 C12 C4 171.7(4) . . . . ?
C1 N1 C12 C11 174.7(5) . . . . ?
Dy1 N1 C12 C11 -12.2(6) . . . . ?
C3 C4 C12 N1 1.6(8) . . . . ?
C5 C4 C12 N1 -177.1(5) . . . . ?
C3 C4 C12 C11 -174.3(5) . . . . ?
C5 C4 C12 C11 7.0(8) . . . . ?
N2 C11 C12 N1 0.7(7) . . . . ?
C7 C11 C12 N1 -178.9(5) . . . . ?
N2 C11 C12 C4 176.8(5) . . . . ?
C7 C11 C12 C4 -2.8(8) . . . . ?
C5 N3 C13 N4 -0.7(6) . . . . ?
C5 N3 C13 C14 170.8(5) . . . . ?
C6 N4 C13 N3 0.9(6) . . . . ?
C6 N4 C13 C14 -170.8(5) . . . . ?
N3 C13 C14 C19 162.4(6) . . . . ?
N4 C13 C14 C19 -26.9(9) . . . . ?
N3 C13 C14 C15 -21.1(8) . . . . ?
N4 C13 C14 C15 149.6(5) . . . . ?
C19 C14 C15 C16 1.0(9) . . . . ?
C13 C14 C15 C16 -175.8(6) . . . . ?
C14 C15 C16 C17 1.1(10) . . . . ?
C15 C16 C17 C18 -1.1(10) . . . . ?
C16 C17 C18 C19 -0.9(9) . . . . ?
C17 C18 C19 C14 3.1(9) . . . . ?
C17 C18 C19 S1 -176.2(5) . . . . ?
C15 C14 C19 C18 -3.0(8) . . . . ?
C13 C14 C19 C18 173.4(6) . . . . ?
C15 C14 C19 S1 176.2(4) . . . . ?
C13 C14 C19 S1 -7.4(8) . . . . ?
O3 S1 C19 C18 2.5(5) . . . . ?
O2 S1 C19 C18 -119.4(5) . . . . ?
O1 S1 C19 C18 122.7(5) . . . . ?
O3 S1 C19 C14 -176.7(5) . . . . ?
O2 S1 C19 C14 61.3(5) . . . . ?
O1 S1 C19 C14 -56.5(5) . . . . ?
Dy1 O5 C20 O4 -0.3(5) . . . . ?
Dy1 O5 C20 C21 176.6(5) . . . . ?
Dy1 O4 C20 O5 0.3(5) . . . . ?
Dy1 O4 C20 C21 -176.6(5) . . . . ?
O5 C20 C21 C22 -92.7(7) . . . . ?
O4 C20 C21 C22 84.2(7) . . . . ?
C20 C21 C22 C23 171.1(5) . . . . ?
C21 C22 C23 C24 -168.8(5) . . . . ?
Dy1 O7 C24 O6 5.8(8) 2_765 . . . ?
Dy1 O7 C24 C23 -175.8(4) 2_765 . . . ?
Dy1 O6 C24 O7 -127.9(15) 1_565 . . . ?
Dy1 O6 C24 C23 53.7(19) 1_565 . . . ?
C22 C23 C24 O7 -80.3(7) . . . . ?
C22 C23 C24 O6 98.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.876
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.876
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.128
####################################################################### 
# 
# 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_nw1801_0m
_database_code_depnum_ccdc_archive 'CCDC 1414382'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 Ho N4 O8 S'
_chemical_formula_sum            'C24 H19 Ho N4 O8 S'
_chemical_formula_weight         688.42

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'
Ho Ho -0.2175 4.6783 '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
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8950(14)
_cell_length_b                   9.0742(14)
_cell_length_c                   14.465(2)
_cell_angle_alpha                94.250(2)
_cell_angle_beta                 91.157(3)
_cell_angle_gamma                97.971(2)
_cell_volume                     1152.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1796
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      22.77

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.984
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             676
_exptl_absorpt_coefficient_mu    3.585
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.524
_exptl_absorpt_correction_T_max  0.613
_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 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5690
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0651
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3982
_reflns_number_gt                3450
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b

;

_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)+(0.0270P)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         3982
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0692
_refine_ls_goodness_of_fit_ref   1.001
_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
Ho1 Ho -0.05478(3) 0.43744(3) 0.846278(18) 0.02120(10) Uani 1 1 d . . .
S1 S 0.46083(16) 0.58061(17) 0.23585(10) 0.0276(4) Uani 1 1 d . . .
N1 N -0.0467(5) 0.6375(5) 0.7320(3) 0.0255(11) Uani 1 1 d . . .
N2 N 0.0693(5) 0.3822(5) 0.6948(3) 0.0218(11) Uani 1 1 d . . .
N3 N 0.2246(5) 0.8375(5) 0.4643(3) 0.0261(11) Uani 1 1 d . . .
N4 N 0.3228(5) 0.6250(5) 0.4346(3) 0.0266(11) Uani 1 1 d . . .
H4 H 0.3755 0.5622 0.4081 0.032 Uiso 1 1 calc R . .
O1 O 0.2981(4) 0.5510(4) 0.2147(3) 0.0316(10) Uani 1 1 d . . .
O2 O 0.5010(4) 0.4981(5) 0.3128(3) 0.0356(10) Uani 1 1 d . . .
O3 O 0.5516(5) 0.5581(5) 0.1560(3) 0.0419(11) Uani 1 1 d . . .
O4 O -0.2083(4) 0.2892(5) 0.9479(3) 0.0338(10) Uani 1 1 d . . .
O5 O -0.1613(4) 0.1828(4) 0.8134(3) 0.0296(10) Uani 1 1 d . . .
O6 O -0.1010(4) -0.3894(4) 0.9541(3) 0.0334(10) Uani 1 1 d . . .
O7 O -0.1217(4) -0.2931(4) 1.0968(3) 0.0307(10) Uani 1 1 d . . .
C1 C -0.1151(7) 0.7582(7) 0.7474(4) 0.0347(15) Uani 1 1 d . . .
H1 H -0.1774 0.7626 0.7981 0.042 Uiso 1 1 calc R . .
C2 C -0.0987(6) 0.8777(7) 0.6923(4) 0.0324(15) Uani 1 1 d . . .
H2 H -0.1488 0.9597 0.7060 0.039 Uiso 1 1 calc R . .
C3 C -0.0081(6) 0.8730(6) 0.6179(4) 0.0259(13) Uani 1 1 d . . .
H3 H 0.0038 0.9516 0.5797 0.031 Uiso 1 1 calc R . .
C4 C 0.0669(6) 0.7494(6) 0.5990(4) 0.0233(13) Uani 1 1 d . . .
C5 C 0.1674(6) 0.7325(6) 0.5238(4) 0.0257(13) Uani 1 1 d . . .
C6 C 0.2273(6) 0.6005(6) 0.5069(4) 0.0226(13) Uani 1 1 d . . .
C7 C 0.1943(6) 0.4734(6) 0.5595(4) 0.0207(12) Uani 1 1 d . . .
C8 C 0.2440(6) 0.3362(6) 0.5407(4) 0.0263(14) Uani 1 1 d . . .
H8 H 0.3032 0.3204 0.4896 0.032 Uiso 1 1 calc R . .
C9 C 0.2053(6) 0.2254(7) 0.5974(4) 0.0268(14) Uani 1 1 d . . .
H9 H 0.2362 0.1323 0.5851 0.032 Uiso 1 1 calc R . .
C10 C 0.1177(6) 0.2534(7) 0.6752(4) 0.0294(14) Uani 1 1 d . . .
H10 H 0.0930 0.1774 0.7143 0.035 Uiso 1 1 calc R . .
C11 C 0.1042(6) 0.4924(6) 0.6366(4) 0.0214(13) Uani 1 1 d . . .
C12 C 0.0414(6) 0.6308(6) 0.6574(4) 0.0207(12) Uani 1 1 d . . .
C13 C 0.3183(6) 0.7685(6) 0.4126(4) 0.0252(13) Uani 1 1 d . . .
C14 C 0.4218(6) 0.8446(6) 0.3470(4) 0.0247(13) Uani 1 1 d . . .
C15 C 0.4551(7) 0.9984(7) 0.3636(4) 0.0353(15) Uani 1 1 d . . .
H15 H 0.4076 1.0452 0.4119 0.042 Uiso 1 1 calc R . .
C16 C 0.5557(7) 1.0849(7) 0.3115(4) 0.0370(16) Uani 1 1 d . . .
H16 H 0.5729 1.1880 0.3234 0.044 Uiso 1 1 calc R . .
C17 C 0.6305(7) 1.0162(7) 0.2414(4) 0.0390(17) Uani 1 1 d . . .
H17 H 0.7016 1.0728 0.2074 0.047 Uiso 1 1 calc R . .
C18 C 0.5996(6) 0.8627(7) 0.2216(4) 0.0336(15) Uani 1 1 d . . .
H18 H 0.6494 0.8176 0.1736 0.040 Uiso 1 1 calc R . .
C19 C 0.4955(6) 0.7756(6) 0.2723(4) 0.0252(13) Uani 1 1 d . . .
C20 C -0.2222(6) 0.1748(7) 0.8911(4) 0.0285(14) Uani 1 1 d . . .
C21 C -0.3075(7) 0.0298(7) 0.9162(5) 0.0383(16) Uani 1 1 d . . .
H21A H -0.3502 -0.0275 0.8602 0.046 Uiso 1 1 calc R . .
H21B H -0.3909 0.0496 0.9553 0.046 Uiso 1 1 calc R . .
C22 C -0.2066(7) -0.0605(7) 0.9665(5) 0.0377(16) Uani 1 1 d . . .
H22A H -0.1781 -0.0100 1.0270 0.045 Uiso 1 1 calc R . .
H22B H -0.1143 -0.0640 0.9322 0.045 Uiso 1 1 calc R . .
C23 C -0.2801(7) -0.2218(7) 0.9793(4) 0.0345(15) Uani 1 1 d . . .
H23A H -0.3601 -0.2205 1.0238 0.041 Uiso 1 1 calc R . .
H23B H -0.3250 -0.2681 0.9207 0.041 Uiso 1 1 calc R . .
C24 C -0.1637(6) -0.3091(6) 1.0126(4) 0.0273(14) Uani 1 1 d . . .
O8 O 0.1878(5) 0.5972(5) 0.8670(3) 0.0328(10) Uani 1 1 d D . .
H8A H 0.274(4) 0.570(7) 0.861(4) 0.039 Uiso 1 1 d D . .
H8B H 0.217(6) 0.637(6) 0.920(2) 0.039 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ho1 O6 2.216(4) 1_565 ?
Ho1 O1 2.339(4) 2_566 ?
Ho1 O7 2.352(4) 2_557 ?
Ho1 O5 2.382(4) . ?
Ho1 O4 2.387(4) . ?
Ho1 O8 2.426(4) . ?
Ho1 N2 2.521(4) . ?
Ho1 N1 2.539(5) . ?
S1 O3 1.441(4) . ?
S1 O2 1.452(4) . ?
S1 O1 1.457(4) . ?
S1 C19 1.791(6) . ?
N1 C1 1.331(7) . ?
N1 C12 1.349(6) . ?
N2 C10 1.314(7) . ?
N2 C11 1.362(7) . ?
N3 C13 1.321(6) . ?
N3 C5 1.383(7) . ?
N4 C13 1.369(7) . ?
N4 C6 1.373(6) . ?
N4 H4 0.8600 . ?
O1 Ho1 2.339(4) 2_566 ?
O4 C20 1.265(7) . ?
O5 C20 1.260(7) . ?
O6 C24 1.264(6) . ?
O6 Ho1 2.216(4) 1_545 ?
O7 C24 1.260(7) . ?
O7 Ho1 2.352(4) 2_557 ?
C1 C2 1.386(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.360(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(7) . ?
C3 H3 0.9300 . ?
C4 C12 1.413(7) . ?
C4 C5 1.435(7) . ?
C5 C6 1.385(7) . ?
C6 C7 1.428(8) . ?
C7 C8 1.387(7) . ?
C7 C11 1.401(7) . ?
C8 C9 1.356(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.410(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.457(7) . ?
C13 C14 1.477(7) . ?
C14 C15 1.388(8) . ?
C14 C19 1.425(7) . ?
C15 C16 1.380(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(8) . ?
C18 H18 0.9300 . ?
C20 C21 1.498(8) . ?
C21 C22 1.507(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.544(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.482(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.84(2) . ?
O8 H8B 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
O6 Ho1 O1 86.59(14) 1_565 2_566 ?
O6 Ho1 O7 110.48(15) 1_565 2_557 ?
O1 Ho1 O7 148.73(14) 2_566 2_557 ?
O6 Ho1 O5 132.38(14) 1_565 . ?
O1 Ho1 O5 75.84(14) 2_566 . ?
O7 Ho1 O5 73.36(14) 2_557 . ?
O6 Ho1 O4 79.10(14) 1_565 . ?
O1 Ho1 O4 78.91(14) 2_566 . ?
O7 Ho1 O4 78.97(14) 2_557 . ?
O5 Ho1 O4 54.42(13) . . ?
O6 Ho1 O8 77.08(14) 1_565 . ?
O1 Ho1 O8 138.25(15) 2_566 . ?
O7 Ho1 O8 72.61(14) 2_557 . ?
O5 Ho1 O8 141.53(14) . . ?
O4 Ho1 O8 133.15(15) . . ?
O6 Ho1 N2 146.64(15) 1_565 . ?
O1 Ho1 N2 97.48(14) 2_566 . ?
O7 Ho1 N2 82.59(14) 2_557 . ?
O5 Ho1 N2 80.25(13) . . ?
O4 Ho1 N2 134.23(14) . . ?
O8 Ho1 N2 78.10(14) . . ?
O6 Ho1 N1 86.95(15) 1_565 . ?
O1 Ho1 N1 69.33(14) 2_566 . ?
O7 Ho1 N1 135.06(14) 2_557 . ?
O5 Ho1 N1 124.97(14) . . ?
O4 Ho1 N1 145.96(14) . . ?
O8 Ho1 N1 71.63(15) . . ?
N2 Ho1 N1 64.16(14) . . ?
O3 S1 O2 112.7(3) . . ?
O3 S1 O1 113.2(3) . . ?
O2 S1 O1 110.9(2) . . ?
O3 S1 C19 106.9(3) . . ?
O2 S1 C19 108.2(3) . . ?
O1 S1 C19 104.4(2) . . ?
C1 N1 C12 117.8(5) . . ?
C1 N1 Ho1 122.2(4) . . ?
C12 N1 Ho1 119.7(4) . . ?
C10 N2 C11 118.3(5) . . ?
C10 N2 Ho1 121.2(4) . . ?
C11 N2 Ho1 120.0(3) . . ?
C13 N3 C5 103.9(5) . . ?
C13 N4 C6 106.9(4) . . ?
C13 N4 H4 126.6 . . ?
C6 N4 H4 126.6 . . ?
S1 O1 Ho1 163.1(3) . 2_566 ?
C20 O4 Ho1 92.9(3) . . ?
C20 O5 Ho1 93.2(3) . . ?
C24 O6 Ho1 164.4(4) . 1_545 ?
C24 O7 Ho1 120.4(4) . 2_557 ?
N1 C1 C2 123.8(5) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 118.8(5) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C12 118.0(5) . . ?
C3 C4 C5 124.8(5) . . ?
C12 C4 C5 117.2(5) . . ?
N3 C5 C6 111.2(5) . . ?
N3 C5 C4 128.4(5) . . ?
C6 C5 C4 120.2(5) . . ?
N4 C6 C5 105.0(5) . . ?
N4 C6 C7 130.7(5) . . ?
C5 C6 C7 124.3(5) . . ?
C8 C7 C11 118.6(5) . . ?
C8 C7 C6 125.7(5) . . ?
C11 C7 C6 115.7(5) . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 119.0(5) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 122.9(6) . . ?
N2 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
N2 C11 C7 121.7(5) . . ?
N2 C11 C12 116.9(5) . . ?
C7 C11 C12 121.4(5) . . ?
N1 C12 C4 121.9(5) . . ?
N1 C12 C11 117.1(5) . . ?
C4 C12 C11 120.9(5) . . ?
N3 C13 N4 112.9(5) . . ?
N3 C13 C14 123.2(5) . . ?
N4 C13 C14 123.4(5) . . ?
C15 C14 C19 117.5(5) . . ?
C15 C14 C13 115.7(5) . . ?
C19 C14 C13 126.7(5) . . ?
C16 C15 C14 122.8(6) . . ?
C16 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C15 C16 C17 119.1(6) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 120.1(6) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 121.0(6) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C14 119.4(5) . . ?
C18 C19 S1 116.2(4) . . ?
C14 C19 S1 124.4(4) . . ?
O5 C20 O4 119.4(5) . . ?
O5 C20 C21 119.9(6) . . ?
O4 C20 C21 120.7(5) . . ?
C20 C21 C22 111.7(5) . . ?
C20 C21 H21A 109.3 . . ?
C22 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C22 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 C23 114.1(5) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C22 109.8(5) . . ?
C24 C23 H23A 109.7 . . ?
C22 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C22 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
O7 C24 O6 121.6(6) . . ?
O7 C24 C23 119.4(5) . . ?
O6 C24 C23 118.8(6) . . ?
Ho1 O8 H8A 126(4) . . ?
Ho1 O8 H8B 120(4) . . ?
H8A O8 H8B 88(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
O6 Ho1 N1 C1 -22.8(5) 1_565 . . . ?
O1 Ho1 N1 C1 64.7(4) 2_566 . . . ?
O7 Ho1 N1 C1 -139.1(4) 2_557 . . . ?
O5 Ho1 N1 C1 119.0(4) . . . . ?
O4 Ho1 N1 C1 42.5(6) . . . . ?
O8 Ho1 N1 C1 -100.2(5) . . . . ?
N2 Ho1 N1 C1 174.4(5) . . . . ?
O6 Ho1 N1 C12 150.4(4) 1_565 . . . ?
O1 Ho1 N1 C12 -122.1(4) 2_566 . . . ?
O7 Ho1 N1 C12 34.1(5) 2_557 . . . ?
O5 Ho1 N1 C12 -67.7(4) . . . . ?
O4 Ho1 N1 C12 -144.3(4) . . . . ?
O8 Ho1 N1 C12 73.0(4) . . . . ?
N2 Ho1 N1 C12 -12.4(4) . . . . ?
O6 Ho1 N2 C10 151.5(4) 1_565 . . . ?
O1 Ho1 N2 C10 -113.3(4) 2_566 . . . ?
O7 Ho1 N2 C10 35.1(4) 2_557 . . . ?
O5 Ho1 N2 C10 -39.1(4) . . . . ?
O4 Ho1 N2 C10 -31.5(5) . . . . ?
O8 Ho1 N2 C10 108.8(4) . . . . ?
N1 Ho1 N2 C10 -176.0(5) . . . . ?
O6 Ho1 N2 C11 -20.4(5) 1_565 . . . ?
O1 Ho1 N2 C11 74.7(4) 2_566 . . . ?
O7 Ho1 N2 C11 -136.8(4) 2_557 . . . ?
O5 Ho1 N2 C11 148.9(4) . . . . ?
O4 Ho1 N2 C11 156.5(4) . . . . ?
O8 Ho1 N2 C11 -63.1(4) . . . . ?
N1 Ho1 N2 C11 12.1(4) . . . . ?
O3 S1 O1 Ho1 -63.1(9) . . . 2_566 ?
O2 S1 O1 Ho1 169.1(8) . . . 2_566 ?
C19 S1 O1 Ho1 52.8(9) . . . 2_566 ?
O6 Ho1 O4 C20 169.8(3) 1_565 . . . ?
O1 Ho1 O4 C20 81.2(3) 2_566 . . . ?
O7 Ho1 O4 C20 -76.6(3) 2_557 . . . ?
O5 Ho1 O4 C20 0.7(3) . . . . ?
O8 Ho1 O4 C20 -129.7(3) . . . . ?
N2 Ho1 O4 C20 -8.5(4) . . . . ?
N1 Ho1 O4 C20 102.3(4) . . . . ?
O6 Ho1 O5 C20 -15.4(4) 1_565 . . . ?
O1 Ho1 O5 C20 -87.1(3) 2_566 . . . ?
O7 Ho1 O5 C20 87.4(3) 2_557 . . . ?
O4 Ho1 O5 C20 -0.7(3) . . . . ?
O8 Ho1 O5 C20 116.1(3) . . . . ?
N2 Ho1 O5 C20 172.6(3) . . . . ?
N1 Ho1 O5 C20 -138.7(3) . . . . ?
C12 N1 C1 C2 -1.1(9) . . . . ?
Ho1 N1 C1 C2 172.2(5) . . . . ?
N1 C1 C2 C3 0.1(10) . . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C2 C3 C4 C12 1.9(8) . . . . ?
C2 C3 C4 C5 -178.9(5) . . . . ?
C13 N3 C5 C6 -0.2(7) . . . . ?
C13 N3 C5 C4 175.9(6) . . . . ?
C3 C4 C5 N3 9.2(10) . . . . ?
C12 C4 C5 N3 -171.6(5) . . . . ?
C3 C4 C5 C6 -175.1(5) . . . . ?
C12 C4 C5 C6 4.1(8) . . . . ?
C13 N4 C6 C5 1.0(6) . . . . ?
C13 N4 C6 C7 -176.9(6) . . . . ?
N3 C5 C6 N4 -0.5(7) . . . . ?
C4 C5 C6 N4 -176.9(5) . . . . ?
N3 C5 C6 C7 177.5(5) . . . . ?
C4 C5 C6 C7 1.1(9) . . . . ?
N4 C6 C7 C8 -7.2(10) . . . . ?
C5 C6 C7 C8 175.3(6) . . . . ?
N4 C6 C7 C11 172.6(6) . . . . ?
C5 C6 C7 C11 -4.9(8) . . . . ?
C11 C7 C8 C9 -0.5(8) . . . . ?
C6 C7 C8 C9 179.2(5) . . . . ?
C7 C8 C9 C10 -1.1(9) . . . . ?
C11 N2 C10 C9 0.8(8) . . . . ?
Ho1 N2 C10 C9 -171.3(4) . . . . ?
C8 C9 C10 N2 1.0(9) . . . . ?
C10 N2 C11 C7 -2.6(8) . . . . ?
Ho1 N2 C11 C7 169.6(4) . . . . ?
C10 N2 C11 C12 176.5(5) . . . . ?
Ho1 N2 C11 C12 -11.3(6) . . . . ?
C8 C7 C11 N2 2.5(8) . . . . ?
C6 C7 C11 N2 -177.3(5) . . . . ?
C8 C7 C11 C12 -176.6(5) . . . . ?
C6 C7 C11 C12 3.6(8) . . . . ?
C1 N1 C12 C4 2.7(8) . . . . ?
Ho1 N1 C12 C4 -170.9(4) . . . . ?
C1 N1 C12 C11 -174.5(5) . . . . ?
Ho1 N1 C12 C11 11.9(6) . . . . ?
C3 C4 C12 N1 -3.1(8) . . . . ?
C5 C4 C12 N1 177.7(5) . . . . ?
C3 C4 C12 C11 174.0(5) . . . . ?
C5 C4 C12 C11 -5.3(8) . . . . ?
N2 C11 C12 N1 -0.5(7) . . . . ?
C7 C11 C12 N1 178.6(5) . . . . ?
N2 C11 C12 C4 -177.7(5) . . . . ?
C7 C11 C12 C4 1.4(8) . . . . ?
C5 N3 C13 N4 0.9(7) . . . . ?
C5 N3 C13 C14 -171.5(5) . . . . ?
C6 N4 C13 N3 -1.2(7) . . . . ?
C6 N4 C13 C14 171.1(5) . . . . ?
N3 C13 C14 C15 21.2(8) . . . . ?
N4 C13 C14 C15 -150.3(6) . . . . ?
N3 C13 C14 C19 -162.1(6) . . . . ?
N4 C13 C14 C19 26.4(9) . . . . ?
C19 C14 C15 C16 -0.3(9) . . . . ?
C13 C14 C15 C16 176.7(6) . . . . ?
C14 C15 C16 C17 -2.0(10) . . . . ?
C15 C16 C17 C18 2.6(10) . . . . ?
C16 C17 C18 C19 -1.0(10) . . . . ?
C17 C18 C19 C14 -1.3(9) . . . . ?
C17 C18 C19 S1 177.3(5) . . . . ?
C15 C14 C19 C18 1.9(8) . . . . ?
C13 C14 C19 C18 -174.7(6) . . . . ?
C15 C14 C19 S1 -176.6(5) . . . . ?
C13 C14 C19 S1 6.7(8) . . . . ?
O3 S1 C19 C18 -1.5(5) . . . . ?
O2 S1 C19 C18 120.2(5) . . . . ?
O1 S1 C19 C18 -121.7(5) . . . . ?
O3 S1 C19 C14 177.1(5) . . . . ?
O2 S1 C19 C14 -61.2(5) . . . . ?
O1 S1 C19 C14 56.9(5) . . . . ?
Ho1 O5 C20 O4 1.3(5) . . . . ?
Ho1 O5 C20 C21 -177.5(5) . . . . ?
Ho1 O4 C20 O5 -1.3(5) . . . . ?
Ho1 O4 C20 C21 177.5(5) . . . . ?
O5 C20 C21 C22 91.8(7) . . . . ?
O4 C20 C21 C22 -87.0(7) . . . . ?
C20 C21 C22 C23 -170.0(5) . . . . ?
C21 C22 C23 C24 169.2(5) . . . . ?
Ho1 O7 C24 O6 -8.1(7) 2_557 . . . ?
Ho1 O7 C24 C23 177.3(4) 2_557 . . . ?
Ho1 O6 C24 O7 121.4(14) 1_545 . . . ?
Ho1 O6 C24 C23 -63.9(17) 1_545 . . . ?
C22 C23 C24 O7 78.4(7) . . . . ?
C22 C23 C24 O6 -96.4(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.134
####################################################################### 
# 
# 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_nw1805
_database_code_depnum_ccdc_archive 'CCDC 1414383'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H19 Er N4 O8 S'
_chemical_formula_weight         690.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 '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                   8.872(7)
_cell_length_b                   9.023(8)
_cell_length_c                   14.475(12)
_cell_angle_alpha                94.059(16)
_cell_angle_beta                 91.016(14)
_cell_angle_gamma                98.053(16)
_cell_volume                     1144.0(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1003
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      20.75

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             678
_exptl_absorpt_coefficient_mu    3.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.713
_exptl_absorpt_correction_T_max  0.863
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5318
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_av_sigmaI/netI    0.2505
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3902
_reflns_number_gt                1868
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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.

We refined the structure with restrained the atomic displacement parameters 
of C24 due to non-positive definite. The refined instruct is ISOR 0.01 C24.
;

_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)+(0.1052P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0058(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3902
_refine_ls_number_parameters     344
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1800
_refine_ls_R_factor_gt           0.0987
_refine_ls_wR_factor_ref         0.2360
_refine_ls_wR_factor_gt          0.1945
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_restrained_S_all      0.958
_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
Er1 Er -0.05502(11) 0.43721(13) 0.84589(7) 0.0374(5) Uani 1 1 d . . .
S1 S 0.4604(6) 0.5824(7) 0.2351(4) 0.0460(16) Uani 1 1 d . . .
N1 N -0.052(2) 0.634(2) 0.7338(12) 0.044(5) Uani 1 1 d . . .
N2 N 0.067(2) 0.383(2) 0.6937(13) 0.051(5) Uani 1 1 d . . .
N3 N 0.2254(19) 0.8339(18) 0.4656(13) 0.041(5) Uani 1 1 d . . .
N4 N 0.323(2) 0.625(2) 0.4365(11) 0.047(5) Uani 1 1 d . . .
H4 H 0.3781 0.5628 0.4118 0.057 Uiso 1 1 calc R . .
O1 O 0.2986(15) 0.5511(17) 0.2149(11) 0.050(4) Uani 1 1 d . . .
O2 O 0.5008(16) 0.4976(17) 0.3112(10) 0.048(4) Uani 1 1 d . . .
O3 O 0.5522(18) 0.5579(19) 0.1555(10) 0.057(4) Uani 1 1 d . . .
O4 O 0.1188(16) 0.2986(18) 0.9034(10) 0.050(4) Uani 1 1 d . . .
O5 O 0.1035(18) 0.3918(16) 1.0474(9) 0.047(4) Uani 1 1 d . . .
O6 O 0.2123(16) -0.2881(17) 1.0524(10) 0.051(4) Uani 1 1 d . . .
O7 O 0.1586(15) -0.1850(18) 1.1866(10) 0.049(4) Uani 1 1 d . . .
C1 C -0.108(2) 0.756(3) 0.7476(16) 0.053(7) Uani 1 1 d . . .
H1 H -0.1644 0.7640 0.8010 0.064 Uiso 1 1 calc R . .
C2 C -0.098(2) 0.883(2) 0.6927(14) 0.041(6) Uani 1 1 d . . .
H2 H -0.1482 0.9651 0.7059 0.049 Uiso 1 1 calc R . .
C3 C -0.002(2) 0.870(2) 0.6165(15) 0.039(6) Uani 1 1 d . . .
H3 H 0.0113 0.9464 0.5763 0.046 Uiso 1 1 calc R . .
C4 C 0.069(2) 0.749(3) 0.6010(13) 0.042(6) Uani 1 1 d . . .
C5 C 0.164(2) 0.730(2) 0.5242(13) 0.029(5) Uani 1 1 d . . .
C6 C 0.227(2) 0.601(3) 0.5076(13) 0.042(6) Uani 1 1 d . . .
C7 C 0.194(2) 0.473(2) 0.5607(15) 0.030(5) Uani 1 1 d . . .
C8 C 0.246(2) 0.336(2) 0.5389(14) 0.036(5) Uani 1 1 d . . .
H8 H 0.3037 0.3228 0.4869 0.043 Uiso 1 1 calc R . .
C9 C 0.211(2) 0.225(3) 0.5948(15) 0.045(6) Uani 1 1 d . . .
H9 H 0.2432 0.1326 0.5823 0.054 Uiso 1 1 calc R . .
C10 C 0.119(2) 0.254(3) 0.6773(15) 0.043(6) Uani 1 1 d . . .
H10 H 0.0979 0.1797 0.7183 0.052 Uiso 1 1 calc R . .
C11 C 0.101(2) 0.492(3) 0.6348(13) 0.036(5) Uani 1 1 d . . .
C12 C 0.042(2) 0.627(3) 0.6581(15) 0.044(6) Uani 1 1 d . . .
C13 C 0.315(2) 0.767(3) 0.4117(14) 0.037(6) Uani 1 1 d . . .
C14 C 0.423(2) 0.843(3) 0.3440(14) 0.044(6) Uani 1 1 d . . .
C15 C 0.455(2) 1.005(3) 0.3639(14) 0.038(5) Uani 1 1 d . . .
H15 H 0.4067 1.0520 0.4119 0.045 Uiso 1 1 calc R . .
C16 C 0.555(2) 1.085(3) 0.3113(17) 0.050(7) Uani 1 1 d . . .
H16 H 0.5776 1.1881 0.3248 0.060 Uiso 1 1 calc R . .
C17 C 0.626(3) 1.020(3) 0.2384(19) 0.066(8) Uani 1 1 d . . .
H17 H 0.6895 1.0781 0.2006 0.079 Uiso 1 1 calc R . .
C18 C 0.601(2) 0.865(3) 0.2226(14) 0.047(6) Uani 1 1 d . . .
H18 H 0.6561 0.8192 0.1778 0.057 Uiso 1 1 calc R . .
C19 C 0.495(2) 0.777(2) 0.2715(16) 0.046(6) Uani 1 1 d . . .
C20 C 0.162(2) 0.307(2) 0.9884(16) 0.035(5) Uani 1 1 d . . .
C21 C 0.281(2) 0.221(2) 1.0214(13) 0.036(5) Uani 1 1 d . . .
H21A H 0.3261 0.2670 1.0798 0.043 Uiso 1 1 calc R . .
H21B H 0.3606 0.2193 0.9765 0.043 Uiso 1 1 calc R . .
C22 C 0.206(3) 0.062(3) 1.0339(15) 0.054(7) Uani 1 1 d . . .
H22A H 0.1151 0.0662 1.0696 0.065 Uiso 1 1 calc R . .
H22B H 0.1746 0.0125 0.9735 0.065 Uiso 1 1 calc R . .
C23 C 0.306(3) -0.031(3) 1.0811(15) 0.049(6) Uani 1 1 d . . .
H23A H 0.3543 0.0280 1.1351 0.058 Uiso 1 1 calc R . .
H23B H 0.3861 -0.0519 1.0394 0.058 Uiso 1 1 calc R . .
C24 C 0.226(2) -0.178(3) 1.1115(14) 0.039(5) Uani 1 1 d U . .
O8 O 0.1889(17) 0.6004(18) 0.8682(11) 0.062(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Er1 O5 2.196(15) 2_567 ?
Er1 O4 2.297(17) . ?
Er1 O1 2.338(14) 2_566 ?
Er1 O7 2.343(16) 2_557 ?
Er1 O6 2.398(13) 2_557 ?
Er1 O8 2.444(14) . ?
Er1 N1 2.489(19) . ?
Er1 N2 2.521(17) . ?
Er1 C24 2.72(2) 2_557 ?
S1 O1 1.444(14) . ?
S1 O3 1.446(15) . ?
S1 O2 1.452(16) . ?
S1 C19 1.78(2) . ?
N1 C1 1.28(3) . ?
N1 C12 1.39(3) . ?
N2 C10 1.32(3) . ?
N2 C11 1.35(3) . ?
N3 C13 1.30(3) . ?
N3 C5 1.37(2) . ?
N4 C6 1.36(2) . ?
N4 C13 1.37(3) . ?
N4 H4 0.8600 . ?
O1 Er1 2.338(14) 2_566 ?
O4 C20 1.28(2) . ?
O5 C20 1.27(2) . ?
O5 Er1 2.196(15) 2_567 ?
O6 C24 1.26(2) . ?
O6 Er1 2.398(13) 2_557 ?
O7 C24 1.25(2) . ?
O7 Er1 2.343(16) 2_557 ?
C1 C2 1.43(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.41(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.34(3) . ?
C3 H3 0.9300 . ?
C4 C12 1.42(3) . ?
C4 C5 1.42(2) . ?
C5 C6 1.36(3) . ?
C6 C7 1.44(3) . ?
C7 C11 1.38(3) . ?
C7 C8 1.39(3) . ?
C8 C9 1.34(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.48(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.41(3) . ?
C13 C14 1.51(3) . ?
C14 C19 1.38(3) . ?
C14 C15 1.45(3) . ?
C15 C16 1.35(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.38(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.38(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.38(3) . ?
C18 H18 0.9300 . ?
C20 C21 1.49(3) . ?
C21 C22 1.52(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.49(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.51(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 Er1 2.72(2) 2_557 ?

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 Er1 O4 109.8(5) 2_567 . ?
O5 Er1 O1 86.1(6) 2_567 2_566 ?
O4 Er1 O1 149.5(5) . 2_566 ?
O5 Er1 O7 132.2(5) 2_567 2_557 ?
O4 Er1 O7 73.9(5) . 2_557 ?
O1 Er1 O7 76.1(5) 2_566 2_557 ?
O5 Er1 O6 78.4(5) 2_567 2_557 ?
O4 Er1 O6 79.6(5) . 2_557 ?
O1 Er1 O6 78.3(5) 2_566 2_557 ?
O7 Er1 O6 54.8(5) 2_557 2_557 ?
O5 Er1 O8 77.0(5) 2_567 . ?
O4 Er1 O8 72.1(6) . . ?
O1 Er1 O8 138.2(6) 2_566 . ?
O7 Er1 O8 141.6(5) 2_557 . ?
O6 Er1 O8 133.1(6) 2_557 . ?
O5 Er1 N1 86.9(5) 2_567 . ?
O4 Er1 N1 136.0(5) . . ?
O1 Er1 N1 68.3(5) 2_566 . ?
O7 Er1 N1 124.5(6) 2_557 . ?
O6 Er1 N1 144.3(6) 2_557 . ?
O8 Er1 N1 72.7(6) . . ?
O5 Er1 N2 147.0(6) 2_567 . ?
O4 Er1 N2 83.8(6) . . ?
O1 Er1 N2 96.9(6) 2_566 . ?
O7 Er1 N2 79.9(5) 2_557 . ?
O6 Er1 N2 134.5(6) 2_557 . ?
O8 Er1 N2 79.1(5) . . ?
N1 Er1 N2 64.3(6) . . ?
O5 Er1 C24 105.4(6) 2_567 2_557 ?
O4 Er1 C24 75.8(6) . 2_557 ?
O1 Er1 C24 74.9(6) 2_566 2_557 ?
O7 Er1 C24 27.3(5) 2_557 2_557 ?
O6 Er1 C24 27.5(5) 2_557 2_557 ?
O8 Er1 C24 146.3(6) . 2_557 ?
N1 Er1 C24 140.3(6) . 2_557 ?
N2 Er1 C24 107.2(6) . 2_557 ?
O1 S1 O3 113.5(10) . . ?
O1 S1 O2 110.2(9) . . ?
O3 S1 O2 111.4(10) . . ?
O1 S1 C19 105.0(10) . . ?
O3 S1 C19 107.7(10) . . ?
O2 S1 C19 108.7(10) . . ?
C1 N1 C12 116(2) . . ?
C1 N1 Er1 125.0(15) . . ?
C12 N1 Er1 118.2(14) . . ?
C10 N2 C11 119.2(18) . . ?
C10 N2 Er1 119.4(15) . . ?
C11 N2 Er1 120.7(14) . . ?
C13 N3 C5 106.6(17) . . ?
C6 N4 C13 107(2) . . ?
C6 N4 H4 126.5 . . ?
C13 N4 H4 126.5 . . ?
S1 O1 Er1 162.3(9) . 2_566 ?
C20 O4 Er1 123.8(14) . . ?
C20 O5 Er1 167.3(14) . 2_567 ?
C24 O6 Er1 90.6(12) . 2_557 ?
C24 O7 Er1 93.3(14) . 2_557 ?
N1 C1 C2 129(2) . . ?
N1 C1 H1 115.4 . . ?
C2 C1 H1 115.4 . . ?
C3 C2 C1 113.0(19) . . ?
C3 C2 H2 123.5 . . ?
C1 C2 H2 123.5 . . ?
C4 C3 C2 121.0(19) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C12 120.5(18) . . ?
C3 C4 C5 123.0(19) . . ?
C12 C4 C5 116(2) . . ?
C6 C5 N3 109.0(17) . . ?
C6 C5 C4 121.2(19) . . ?
N3 C5 C4 129.1(19) . . ?
N4 C6 C5 107(2) . . ?
N4 C6 C7 130(2) . . ?
C5 C6 C7 123.4(17) . . ?
C11 C7 C8 121.6(19) . . ?
C11 C7 C6 114.7(17) . . ?
C8 C7 C6 123.7(18) . . ?
C9 C8 C7 118.3(19) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 C10 118(2) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
N2 C10 C9 121(2) . . ?
N2 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N2 C11 C7 120.9(19) . . ?
N2 C11 C12 115.5(18) . . ?
C7 C11 C12 123.5(19) . . ?
N1 C12 C11 118.8(19) . . ?
N1 C12 C4 121(2) . . ?
C11 C12 C4 120.5(19) . . ?
N3 C13 N4 110.8(17) . . ?
N3 C13 C14 125(2) . . ?
N4 C13 C14 123(2) . . ?
C19 C14 C15 119.3(19) . . ?
C19 C14 C13 128(2) . . ?
C15 C14 C13 112.9(18) . . ?
C16 C15 C14 119(2) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C16 C17 122(2) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C16 C17 C18 119(2) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C19 C18 C17 122(2) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C14 119(2) . . ?
C18 C19 S1 116.7(17) . . ?
C14 C19 S1 124.4(16) . . ?
O5 C20 O4 120(2) . . ?
O5 C20 C21 118.2(19) . . ?
O4 C20 C21 122(2) . . ?
C20 C21 C22 108.1(17) . . ?
C20 C21 H21A 110.1 . . ?
C22 C21 H21A 110.1 . . ?
C20 C21 H21B 110.1 . . ?
C22 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
C23 C22 C21 113.9(19) . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 C24 114.9(19) . . ?
C22 C23 H23A 108.5 . . ?
C24 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
O7 C24 O6 121(2) . . ?
O7 C24 C23 122(2) . . ?
O6 C24 C23 116.5(19) . . ?
O7 C24 Er1 59.3(12) . 2_557 ?
O6 C24 Er1 61.9(11) . 2_557 ?
C23 C24 Er1 173.6(15) . 2_557 ?

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 Er1 N1 C1 -18(2) 2_567 . . . ?
O4 Er1 N1 C1 -133.2(18) . . . . ?
O1 Er1 N1 C1 69.4(19) 2_566 . . . ?
O7 Er1 N1 C1 123.5(19) 2_557 . . . ?
O6 Er1 N1 C1 47(2) 2_557 . . . ?
O8 Er1 N1 C1 -95(2) . . . . ?
N2 Er1 N1 C1 179(2) . . . . ?
C24 Er1 N1 C1 93(2) 2_557 . . . ?
O5 Er1 N1 C12 149.4(16) 2_567 . . . ?
O4 Er1 N1 C12 34(2) . . . . ?
O1 Er1 N1 C12 -123.5(17) 2_566 . . . ?
O7 Er1 N1 C12 -69.4(17) 2_557 . . . ?
O6 Er1 N1 C12 -145.4(15) 2_557 . . . ?
O8 Er1 N1 C12 72.0(16) . . . . ?
N2 Er1 N1 C12 -13.9(15) . . . . ?
C24 Er1 N1 C12 -100.1(18) 2_557 . . . ?
O5 Er1 N2 C10 150.7(15) 2_567 . . . ?
O4 Er1 N2 C10 33.5(17) . . . . ?
O1 Er1 N2 C10 -115.7(17) 2_566 . . . ?
O7 Er1 N2 C10 -41.2(16) 2_557 . . . ?
O6 Er1 N2 C10 -35(2) 2_557 . . . ?
O8 Er1 N2 C10 106.4(17) . . . . ?
N1 Er1 N2 C10 -177.6(19) . . . . ?
C24 Er1 N2 C10 -39.4(18) 2_557 . . . ?
O5 Er1 N2 C11 -20(2) 2_567 . . . ?
O4 Er1 N2 C11 -136.7(17) . . . . ?
O1 Er1 N2 C11 74.0(16) 2_566 . . . ?
O7 Er1 N2 C11 148.5(17) 2_557 . . . ?
O6 Er1 N2 C11 154.4(14) 2_557 . . . ?
O8 Er1 N2 C11 -63.8(16) . . . . ?
N1 Er1 N2 C11 12.1(15) . . . . ?
C24 Er1 N2 C11 150.3(16) 2_557 . . . ?
O3 S1 O1 Er1 -65(4) . . . 2_566 ?
O2 S1 O1 Er1 169(3) . . . 2_566 ?
C19 S1 O1 Er1 53(4) . . . 2_566 ?
O5 Er1 O4 C20 9.3(15) 2_567 . . . ?
O1 Er1 O4 C20 -108.6(17) 2_566 . . . ?
O7 Er1 O4 C20 -120.4(15) 2_557 . . . ?
O6 Er1 O4 C20 -64.3(14) 2_557 . . . ?
O8 Er1 O4 C20 77.8(15) . . . . ?
N1 Er1 O4 C20 116.2(14) . . . . ?
N2 Er1 O4 C20 158.3(15) . . . . ?
C24 Er1 O4 C20 -92.1(15) 2_557 . . . ?
C12 N1 C1 C2 5(4) . . . . ?
Er1 N1 C1 C2 172.3(17) . . . . ?
N1 C1 C2 C3 -4(4) . . . . ?
C1 C2 C3 C4 0(3) . . . . ?
C2 C3 C4 C12 4(4) . . . . ?
C2 C3 C4 C5 179(2) . . . . ?
C13 N3 C5 C6 4(2) . . . . ?
C13 N3 C5 C4 174(2) . . . . ?
C3 C4 C5 C6 -176(2) . . . . ?
C12 C4 C5 C6 0(3) . . . . ?
C3 C4 C5 N3 14(4) . . . . ?
C12 C4 C5 N3 -170(2) . . . . ?
C13 N4 C6 C5 0(2) . . . . ?
C13 N4 C6 C7 -179(2) . . . . ?
N3 C5 C6 N4 -2(2) . . . . ?
C4 C5 C6 N4 -173.7(18) . . . . ?
N3 C5 C6 C7 176.4(18) . . . . ?
C4 C5 C6 C7 5(3) . . . . ?
N4 C6 C7 C11 174(2) . . . . ?
C5 C6 C7 C11 -4(3) . . . . ?
N4 C6 C7 C8 -8(4) . . . . ?
C5 C6 C7 C8 174(2) . . . . ?
C11 C7 C8 C9 -4(3) . . . . ?
C6 C7 C8 C9 178.4(19) . . . . ?
C7 C8 C9 C10 0(3) . . . . ?
C11 N2 C10 C9 -1(3) . . . . ?
Er1 N2 C10 C9 -171.4(14) . . . . ?
C8 C9 C10 N2 3(3) . . . . ?
C10 N2 C11 C7 -3(3) . . . . ?
Er1 N2 C11 C7 167.2(15) . . . . ?
C10 N2 C11 C12 -179(2) . . . . ?
Er1 N2 C11 C12 -9(3) . . . . ?
C8 C7 C11 N2 6(3) . . . . ?
C6 C7 C11 N2 -176.2(19) . . . . ?
C8 C7 C11 C12 -179(2) . . . . ?
C6 C7 C11 C12 0(3) . . . . ?
C1 N1 C12 C11 -176(2) . . . . ?
Er1 N1 C12 C11 16(3) . . . . ?
C1 N1 C12 C4 -1(3) . . . . ?
Er1 N1 C12 C4 -169.3(16) . . . . ?
N2 C11 C12 N1 -5(3) . . . . ?
C7 C11 C12 N1 179(2) . . . . ?
N2 C11 C12 C4 -179(2) . . . . ?
C7 C11 C12 C4 5(3) . . . . ?
C3 C4 C12 N1 -3(3) . . . . ?
C5 C4 C12 N1 -179(2) . . . . ?
C3 C4 C12 C11 172(2) . . . . ?
C5 C4 C12 C11 -4(3) . . . . ?
C5 N3 C13 N4 -4(2) . . . . ?
C5 N3 C13 C14 -171.8(19) . . . . ?
C6 N4 C13 N3 3(3) . . . . ?
C6 N4 C13 C14 171.0(19) . . . . ?
N3 C13 C14 C19 -164(2) . . . . ?
N4 C13 C14 C19 29(4) . . . . ?
N3 C13 C14 C15 19(3) . . . . ?
N4 C13 C14 C15 -148(2) . . . . ?
C19 C14 C15 C16 -1(3) . . . . ?
C13 C14 C15 C16 177(2) . . . . ?
C14 C15 C16 C17 1(3) . . . . ?
C15 C16 C17 C18 -4(4) . . . . ?
C16 C17 C18 C19 7(4) . . . . ?
C17 C18 C19 C14 -6(4) . . . . ?
C17 C18 C19 S1 173(2) . . . . ?
C15 C14 C19 C18 3(3) . . . . ?
C13 C14 C19 C18 -174(2) . . . . ?
C15 C14 C19 S1 -176.6(17) . . . . ?
C13 C14 C19 S1 7(4) . . . . ?
O1 S1 C19 C18 -123.2(19) . . . . ?
O3 S1 C19 C18 -2(2) . . . . ?
O2 S1 C19 C18 118.8(19) . . . . ?
O1 S1 C19 C14 56(2) . . . . ?
O3 S1 C19 C14 178(2) . . . . ?
O2 S1 C19 C14 -62(2) . . . . ?
Er1 O5 C20 O4 -120(6) 2_567 . . . ?
Er1 O5 C20 C21 60(7) 2_567 . . . ?
Er1 O4 C20 O5 3(2) . . . . ?
Er1 O4 C20 C21 -176.8(13) . . . . ?
O5 C20 C21 C22 99(2) . . . . ?
O4 C20 C21 C22 -81(2) . . . . ?
C20 C21 C22 C23 -170.6(18) . . . . ?
C21 C22 C23 C24 168.4(18) . . . . ?
Er1 O7 C24 O6 3(2) 2_557 . . . ?
Er1 O7 C24 C23 172.6(18) 2_557 . . . ?
Er1 O6 C24 O7 -3(2) 2_557 . . . ?
Er1 O6 C24 C23 -173.0(17) 2_557 . . . ?
C22 C23 C24 O7 -84(3) . . . . ?
C22 C23 C24 O6 86(3) . . . . ?
C22 C23 C24 Er1 13(15) . . . 2_557 ?

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         2.101
_refine_diff_density_min         -2.896
_refine_diff_density_rms         0.256
####################################################################### 
# 
# 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_nw1829_0m
_database_code_depnum_ccdc_archive 'CCDC 1414384'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H19 N4 O8 S Y'
_chemical_formula_weight         612.40

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'
Y Y -2.7962 3.5667 '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                   8.8933(19)
_cell_length_b                   9.0472(19)
_cell_length_c                   14.467(3)
_cell_angle_alpha                94.285(4)
_cell_angle_beta                 90.906(4)
_cell_angle_gamma                98.511(4)
_cell_volume                     1147.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1097
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      22.42

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_absorpt_coefficient_mu    2.694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_T_max  0.838
_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            5756
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0838
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4011
_reflns_number_gt                3018
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b
;

_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)+(0.0502P)²+0.0310P] 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         4011
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1189
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Y1 Y -0.05492(6) 0.43652(6) 0.84662(3) 0.02042(17) Uani 1 1 d . . .
S1 S 0.46085(15) 0.58240(15) 0.23411(9) 0.0243(3) Uani 1 1 d . . .
N1 N -0.0462(5) 0.6367(5) 0.7315(3) 0.0240(10) Uani 1 1 d . . .
N2 N 0.0707(5) 0.3830(5) 0.6954(3) 0.0208(10) Uani 1 1 d . . .
N3 N 0.2236(5) 0.8362(5) 0.4633(3) 0.0254(10) Uani 1 1 d . . .
N4 N 0.3242(5) 0.6269(5) 0.4340(3) 0.0277(11) Uani 1 1 d . . .
H4 H 0.3768 0.5640 0.4077 0.033 Uiso 1 1 calc R . .
O1 O 0.2971(4) 0.5524(4) 0.2130(2) 0.0301(9) Uani 1 1 d . . .
O2 O 0.4995(4) 0.5003(4) 0.3111(2) 0.0308(9) Uani 1 1 d . . .
O3 O 0.5506(4) 0.5615(4) 0.1535(3) 0.0374(10) Uani 1 1 d . . .
O4 O -0.2098(4) 0.2858(4) 0.9480(2) 0.0304(9) Uani 1 1 d . . .
O5 O -0.1620(4) 0.1813(4) 0.8121(2) 0.0272(9) Uani 1 1 d . . .
O6 O -0.1003(4) -0.3898(4) 0.9547(3) 0.0318(9) Uani 1 1 d . . .
O7 O -0.1213(4) -0.2923(4) 1.0970(2) 0.0276(9) Uani 1 1 d . . .
C1 C -0.1147(6) 0.7575(6) 0.7474(4) 0.0315(14) Uani 1 1 d . . .
H1 H -0.1764 0.7621 0.7985 0.038 Uiso 1 1 calc R . .
C2 C -0.0983(6) 0.8770(6) 0.6912(4) 0.0310(14) Uani 1 1 d . . .
H2 H -0.1491 0.9585 0.7042 0.037 Uiso 1 1 calc R . .
C3 C -0.0073(6) 0.8724(6) 0.6175(3) 0.0254(13) Uani 1 1 d . . .
H3 H 0.0064 0.9520 0.5798 0.030 Uiso 1 1 calc R . .
C4 C 0.0665(6) 0.7475(6) 0.5979(3) 0.0238(12) Uani 1 1 d . . .
C5 C 0.1686(6) 0.7338(6) 0.5226(3) 0.0219(12) Uani 1 1 d . . .
C6 C 0.2294(6) 0.6016(6) 0.5056(3) 0.0229(12) Uani 1 1 d . . .
C7 C 0.1970(6) 0.4756(6) 0.5592(3) 0.0232(12) Uani 1 1 d . . .
C8 C 0.2471(6) 0.3366(6) 0.5402(4) 0.0251(12) Uani 1 1 d . . .
H8 H 0.3069 0.3209 0.4892 0.030 Uiso 1 1 calc R . .
C9 C 0.2065(6) 0.2245(6) 0.5977(4) 0.0253(12) Uani 1 1 d . . .
H9 H 0.2371 0.1311 0.5859 0.030 Uiso 1 1 calc R . .
C10 C 0.1184(6) 0.2527(6) 0.6746(4) 0.0250(12) Uani 1 1 d . . .
H10 H 0.0918 0.1758 0.7131 0.030 Uiso 1 1 calc R . .
C11 C 0.1052(5) 0.4936(5) 0.6368(3) 0.0193(11) Uani 1 1 d . . .
C12 C 0.0424(5) 0.6304(6) 0.6565(3) 0.0189(11) Uani 1 1 d . . .
C13 C 0.3211(6) 0.7698(6) 0.4114(4) 0.0277(13) Uani 1 1 d . . .
C14 C 0.4243(6) 0.8467(6) 0.3459(3) 0.0234(12) Uani 1 1 d . . .
C15 C 0.4574(6) 1.0015(6) 0.3630(4) 0.0306(13) Uani 1 1 d . . .
H15 H 0.4101 1.0483 0.4114 0.037 Uiso 1 1 calc R . .
C16 C 0.5592(7) 1.0881(6) 0.3097(4) 0.0351(14) Uani 1 1 d . . .
H16 H 0.5768 1.1918 0.3213 0.042 Uiso 1 1 calc R . .
C17 C 0.6343(7) 1.0198(7) 0.2393(4) 0.0343(14) Uani 1 1 d . . .
H17 H 0.7051 1.0764 0.2045 0.041 Uiso 1 1 calc R . .
C18 C 0.6024(6) 0.8663(6) 0.2216(3) 0.0275(13) Uani 1 1 d . . .
H18 H 0.6531 0.8203 0.1745 0.033 Uiso 1 1 calc R . .
C19 C 0.4973(6) 0.7786(6) 0.2716(3) 0.0230(12) Uani 1 1 d . . .
C20 C -0.2249(6) 0.1723(6) 0.8903(4) 0.0249(12) Uani 1 1 d . . .
C21 C -0.3080(6) 0.0266(6) 0.9147(4) 0.0333(14) Uani 1 1 d . . .
H21A H -0.3492 -0.0314 0.8584 0.040 Uiso 1 1 calc R . .
H21B H -0.3926 0.0445 0.9534 0.040 Uiso 1 1 calc R . .
C22 C -0.2073(6) -0.0622(6) 0.9652(4) 0.0284(13) Uani 1 1 d . . .
H22A H -0.1790 -0.0105 1.0255 0.034 Uiso 1 1 calc R . .
H22B H -0.1148 -0.0653 0.9309 0.034 Uiso 1 1 calc R . .
C23 C -0.2800(6) -0.2231(5) 0.9789(4) 0.0237(12) Uani 1 1 d . . .
H23A H -0.3603 -0.2224 1.0234 0.028 Uiso 1 1 calc R . .
H23B H -0.3244 -0.2714 0.9206 0.028 Uiso 1 1 calc R . .
C24 C -0.1604(6) -0.3082(6) 1.0133(4) 0.0231(12) Uani 1 1 d . . .
O8 O 0.1895(4) 0.5969(4) 0.8679(3) 0.0314(9) Uani 1 1 d D . .
H8A H 0.195(6) 0.647(5) 0.920(2) 0.038 Uiso 1 1 d D . .
H8B H 0.270(4) 0.560(6) 0.859(4) 0.038 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Y1 O6 2.218(3) 1_565 ?
Y1 O1 2.327(4) 2_566 ?
Y1 O7 2.355(3) 2_557 ?
Y1 O5 2.377(4) . ?
Y1 O4 2.390(3) . ?
Y1 O8 2.430(4) . ?
Y1 N2 2.519(4) . ?
Y1 N1 2.544(4) . ?
S1 O3 1.440(4) . ?
S1 O2 1.448(4) . ?
S1 O1 1.464(4) . ?
S1 C19 1.797(5) . ?
N1 C1 1.335(6) . ?
N1 C12 1.354(6) . ?
N2 C10 1.326(6) . ?
N2 C11 1.364(6) . ?
N3 C13 1.336(6) . ?
N3 C5 1.353(6) . ?
N4 C6 1.356(6) . ?
N4 C13 1.362(6) . ?
N4 H4 0.8600 . ?
O1 Y1 2.327(4) 2_566 ?
O4 C20 1.263(6) . ?
O5 C20 1.272(6) . ?
O6 C24 1.259(6) . ?
O6 Y1 2.218(3) 1_545 ?
O7 C24 1.247(6) . ?
O7 Y1 2.355(3) 2_557 ?
C1 C2 1.393(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.350(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.402(7) . ?
C3 H3 0.9300 . ?
C4 C12 1.399(6) . ?
C4 C5 1.439(7) . ?
C5 C6 1.391(7) . ?
C6 C7 1.424(7) . ?
C7 C8 1.404(7) . ?
C7 C11 1.412(6) . ?
C8 C9 1.371(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.400(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.442(6) . ?
C13 C14 1.471(7) . ?
C14 C15 1.390(7) . ?
C14 C19 1.413(7) . ?
C15 C16 1.389(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.379(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(7) . ?
C18 H18 0.9300 . ?
C20 C21 1.482(7) . ?
C21 C22 1.504(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.532(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.502(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.85(2) . ?
O8 H8B 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
O6 Y1 O1 86.41(13) 1_565 2_566 ?
O6 Y1 O7 110.48(13) 1_565 2_557 ?
O1 Y1 O7 148.87(13) 2_566 2_557 ?
O6 Y1 O5 132.96(13) 1_565 . ?
O1 Y1 O5 75.84(12) 2_566 . ?
O7 Y1 O5 73.58(13) 2_557 . ?
O6 Y1 O4 79.40(13) 1_565 . ?
O1 Y1 O4 78.78(13) 2_566 . ?
O7 Y1 O4 78.99(12) 2_557 . ?
O5 Y1 O4 54.75(12) . . ?
O6 Y1 O8 77.05(13) 1_565 . ?
O1 Y1 O8 138.61(13) 2_566 . ?
O7 Y1 O8 72.15(13) 2_557 . ?
O5 Y1 O8 141.14(12) . . ?
O4 Y1 O8 132.94(13) . . ?
O6 Y1 N2 146.33(14) 1_565 . ?
O1 Y1 N2 97.98(13) 2_566 . ?
O7 Y1 N2 82.41(12) 2_557 . ?
O5 Y1 N2 79.99(12) . . ?
O4 Y1 N2 134.25(13) . . ?
O8 Y1 N2 77.88(13) . . ?
O6 Y1 N1 87.23(13) 1_565 . ?
O1 Y1 N1 69.19(13) 2_566 . ?
O7 Y1 N1 135.02(13) 2_557 . ?
O5 Y1 N1 124.06(13) . . ?
O4 Y1 N1 145.96(13) . . ?
O8 Y1 N1 72.31(14) . . ?
N2 Y1 N1 63.85(13) . . ?
O3 S1 O2 113.8(2) . . ?
O3 S1 O1 112.7(2) . . ?
O2 S1 O1 110.8(2) . . ?
O3 S1 C19 106.8(2) . . ?
O2 S1 C19 107.5(2) . . ?
O1 S1 C19 104.5(2) . . ?
C1 N1 C12 118.0(4) . . ?
C1 N1 Y1 121.8(3) . . ?
C12 N1 Y1 119.9(3) . . ?
C10 N2 C11 118.0(4) . . ?
C10 N2 Y1 121.5(3) . . ?
C11 N2 Y1 120.2(3) . . ?
C13 N3 C5 105.0(4) . . ?
C6 N4 C13 107.7(4) . . ?
C6 N4 H4 126.2 . . ?
C13 N4 H4 126.2 . . ?
S1 O1 Y1 163.3(2) . 2_566 ?
C20 O4 Y1 92.6(3) . . ?
C20 O5 Y1 93.0(3) . . ?
C24 O6 Y1 165.3(4) . 1_545 ?
C24 O7 Y1 119.7(3) . 2_557 ?
N1 C1 C2 123.3(5) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.8(5) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C12 C4 C3 118.1(4) . . ?
C12 C4 C5 117.9(4) . . ?
C3 C4 C5 124.0(5) . . ?
N3 C5 C6 110.8(4) . . ?
N3 C5 C4 129.4(5) . . ?
C6 C5 C4 119.7(4) . . ?
N4 C6 C5 105.2(4) . . ?
N4 C6 C7 131.2(5) . . ?
C5 C6 C7 123.6(4) . . ?
C8 C7 C11 118.4(5) . . ?
C8 C7 C6 125.3(4) . . ?
C11 C7 C6 116.3(4) . . ?
C9 C8 C7 119.1(5) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.0(5) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 123.7(5) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
N2 C11 C7 121.8(4) . . ?
N2 C11 C12 117.3(4) . . ?
C7 C11 C12 120.9(4) . . ?
N1 C12 C4 122.0(4) . . ?
N1 C12 C11 116.8(4) . . ?
C4 C12 C11 121.2(4) . . ?
N3 C13 N4 111.3(4) . . ?
N3 C13 C14 124.2(5) . . ?
N4 C13 C14 124.2(4) . . ?
C15 C14 C19 117.9(5) . . ?
C15 C14 C13 115.4(5) . . ?
C19 C14 C13 126.6(5) . . ?
C16 C15 C14 121.8(5) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C17 C16 C15 119.9(5) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 118.8(5) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C19 122.2(5) . . ?
C17 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C14 119.3(5) . . ?
C18 C19 S1 116.1(4) . . ?
C14 C19 S1 124.5(4) . . ?
O4 C20 O5 119.6(5) . . ?
O4 C20 C21 120.7(5) . . ?
O5 C20 C21 119.6(5) . . ?
C20 C21 C22 112.1(5) . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 C23 114.3(5) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C22 109.1(4) . . ?
C24 C23 H23A 109.9 . . ?
C22 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
O7 C24 O6 122.8(5) . . ?
O7 C24 C23 119.4(4) . . ?
O6 C24 C23 117.7(5) . . ?
Y1 O8 H8A 111(4) . . ?
Y1 O8 H8B 119(4) . . ?
H8A O8 H8B 110(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
O6 Y1 N1 C1 -22.8(4) 1_565 . . . ?
O1 Y1 N1 C1 64.4(4) 2_566 . . . ?
O7 Y1 N1 C1 -139.4(4) 2_557 . . . ?
O5 Y1 N1 C1 119.4(4) . . . . ?
O4 Y1 N1 C1 43.5(5) . . . . ?
O8 Y1 N1 C1 -100.1(4) . . . . ?
N2 Y1 N1 C1 175.0(5) . . . . ?
O6 Y1 N1 C12 150.2(4) 1_565 . . . ?
O1 Y1 N1 C12 -122.6(4) 2_566 . . . ?
O7 Y1 N1 C12 33.6(5) 2_557 . . . ?
O5 Y1 N1 C12 -67.6(4) . . . . ?
O4 Y1 N1 C12 -143.5(3) . . . . ?
O8 Y1 N1 C12 72.9(4) . . . . ?
N2 Y1 N1 C12 -12.0(4) . . . . ?
O6 Y1 N2 C10 151.7(4) 1_565 . . . ?
O1 Y1 N2 C10 -112.7(4) 2_566 . . . ?
O7 Y1 N2 C10 35.8(4) 2_557 . . . ?
O5 Y1 N2 C10 -38.7(4) . . . . ?
O4 Y1 N2 C10 -30.7(5) . . . . ?
O8 Y1 N2 C10 109.1(4) . . . . ?
N1 Y1 N2 C10 -174.8(4) . . . . ?
O6 Y1 N2 C11 -21.7(5) 1_565 . . . ?
O1 Y1 N2 C11 73.9(4) 2_566 . . . ?
O7 Y1 N2 C11 -137.6(4) 2_557 . . . ?
O5 Y1 N2 C11 147.9(4) . . . . ?
O4 Y1 N2 C11 155.9(3) . . . . ?
O8 Y1 N2 C11 -64.3(4) . . . . ?
N1 Y1 N2 C11 11.8(3) . . . . ?
O3 S1 O1 Y1 -63.1(9) . . . 2_566 ?
O2 S1 O1 Y1 168.1(8) . . . 2_566 ?
C19 S1 O1 Y1 52.5(8) . . . 2_566 ?
O6 Y1 O4 C20 169.1(3) 1_565 . . . ?
O1 Y1 O4 C20 80.7(3) 2_566 . . . ?
O7 Y1 O4 C20 -77.4(3) 2_557 . . . ?
O5 Y1 O4 C20 0.2(3) . . . . ?
O8 Y1 O4 C20 -129.9(3) . . . . ?
N2 Y1 O4 C20 -9.5(4) . . . . ?
N1 Y1 O4 C20 100.5(3) . . . . ?
O6 Y1 O5 C20 -15.2(4) 1_565 . . . ?
O1 Y1 O5 C20 -86.3(3) 2_566 . . . ?
O7 Y1 O5 C20 87.7(3) 2_557 . . . ?
O4 Y1 O5 C20 -0.2(3) . . . . ?
O8 Y1 O5 C20 116.7(3) . . . . ?
N2 Y1 O5 C20 172.7(3) . . . . ?
N1 Y1 O5 C20 -138.6(3) . . . . ?
C12 N1 C1 C2 -0.5(8) . . . . ?
Y1 N1 C1 C2 172.6(4) . . . . ?
N1 C1 C2 C3 -0.9(9) . . . . ?
C1 C2 C3 C4 1.1(9) . . . . ?
C2 C3 C4 C12 0.0(8) . . . . ?
C2 C3 C4 C5 -178.3(5) . . . . ?
C13 N3 C5 C6 -1.6(6) . . . . ?
C13 N3 C5 C4 175.9(5) . . . . ?
C12 C4 C5 N3 -171.9(5) . . . . ?
C3 C4 C5 N3 6.4(9) . . . . ?
C12 C4 C5 C6 5.4(8) . . . . ?
C3 C4 C5 C6 -176.3(5) . . . . ?
C13 N4 C6 C5 1.2(6) . . . . ?
C13 N4 C6 C7 -175.8(6) . . . . ?
N3 C5 C6 N4 0.3(6) . . . . ?
C4 C5 C6 N4 -177.5(5) . . . . ?
N3 C5 C6 C7 177.6(5) . . . . ?
C4 C5 C6 C7 -0.2(8) . . . . ?
N4 C6 C7 C8 -8.4(9) . . . . ?
C5 C6 C7 C8 175.1(5) . . . . ?
N4 C6 C7 C11 172.5(5) . . . . ?
C5 C6 C7 C11 -4.0(8) . . . . ?
C11 C7 C8 C9 -0.6(8) . . . . ?
C6 C7 C8 C9 -179.7(5) . . . . ?
C7 C8 C9 C10 -1.0(8) . . . . ?
C11 N2 C10 C9 2.4(8) . . . . ?
Y1 N2 C10 C9 -171.1(4) . . . . ?
C8 C9 C10 N2 0.1(8) . . . . ?
C10 N2 C11 C7 -4.1(7) . . . . ?
Y1 N2 C11 C7 169.5(4) . . . . ?
C10 N2 C11 C12 175.2(5) . . . . ?
Y1 N2 C11 C12 -11.1(6) . . . . ?
C8 C7 C11 N2 3.3(8) . . . . ?
C6 C7 C11 N2 -177.6(5) . . . . ?
C8 C7 C11 C12 -176.1(5) . . . . ?
C6 C7 C11 C12 3.1(7) . . . . ?
C1 N1 C12 C4 1.7(8) . . . . ?
Y1 N1 C12 C4 -171.5(4) . . . . ?
C1 N1 C12 C11 -175.2(5) . . . . ?
Y1 N1 C12 C11 11.5(6) . . . . ?
C3 C4 C12 N1 -1.5(8) . . . . ?
C5 C4 C12 N1 177.0(5) . . . . ?
C3 C4 C12 C11 175.3(5) . . . . ?
C5 C4 C12 C11 -6.2(8) . . . . ?
N2 C11 C12 N1 -0.4(7) . . . . ?
C7 C11 C12 N1 179.0(5) . . . . ?
N2 C11 C12 C4 -177.3(5) . . . . ?
C7 C11 C12 C4 2.0(8) . . . . ?
C5 N3 C13 N4 2.4(6) . . . . ?
C5 N3 C13 C14 -171.1(5) . . . . ?
C6 N4 C13 N3 -2.3(6) . . . . ?
C6 N4 C13 C14 171.2(5) . . . . ?
N3 C13 C14 C15 22.5(8) . . . . ?
N4 C13 C14 C15 -150.2(5) . . . . ?
N3 C13 C14 C19 -160.8(5) . . . . ?
N4 C13 C14 C19 26.5(9) . . . . ?
C19 C14 C15 C16 -0.3(8) . . . . ?
C13 C14 C15 C16 176.7(5) . . . . ?
C14 C15 C16 C17 -2.1(9) . . . . ?
C15 C16 C17 C18 2.1(8) . . . . ?
C16 C17 C18 C19 0.3(9) . . . . ?
C17 C18 C19 C14 -2.7(8) . . . . ?
C17 C18 C19 S1 176.0(4) . . . . ?
C15 C14 C19 C18 2.6(7) . . . . ?
C13 C14 C19 C18 -174.0(5) . . . . ?
C15 C14 C19 S1 -176.0(4) . . . . ?
C13 C14 C19 S1 7.4(8) . . . . ?
O3 S1 C19 C18 -2.3(5) . . . . ?
O2 S1 C19 C18 120.2(4) . . . . ?
O1 S1 C19 C18 -122.0(4) . . . . ?
O3 S1 C19 C14 176.3(4) . . . . ?
O2 S1 C19 C14 -61.1(5) . . . . ?
O1 S1 C19 C14 56.7(5) . . . . ?
Y1 O4 C20 O5 -0.4(5) . . . . ?
Y1 O4 C20 C21 176.3(4) . . . . ?
Y1 O5 C20 O4 0.4(5) . . . . ?
Y1 O5 C20 C21 -176.3(4) . . . . ?
O4 C20 C21 C22 -85.1(6) . . . . ?
O5 C20 C21 C22 91.6(6) . . . . ?
C20 C21 C22 C23 -171.0(5) . . . . ?
C21 C22 C23 C24 169.4(4) . . . . ?
Y1 O7 C24 O6 -6.1(7) 2_557 . . . ?
Y1 O7 C24 C23 176.2(3) 2_557 . . . ?
Y1 O6 C24 O7 120.6(13) 1_545 . . . ?
Y1 O6 C24 C23 -61.7(15) 1_545 . . . ?
C22 C23 C24 O7 80.0(6) . . . . ?
C22 C23 C24 O6 -97.8(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.104
####################################################################### 
# 
# 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_nw1830
_database_code_depnum_ccdc_archive 'CCDC 1414385'
_audit_update_record             
;
2015-09-22 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H19 N4 O8 Pr S'
_chemical_formula_sum            'C24 H19 N4 O8 Pr S'
_chemical_formula_weight         664.40

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'
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           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.6008(12)
_cell_length_b                   13.5013(12)
_cell_length_c                   13.1330(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.2310(10)
_cell_angle_gamma                90.00
_cell_volume                     2397.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6020
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      26.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1320
_exptl_absorpt_coefficient_mu    2.179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_T_max  0.618
_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            11588
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4216
_reflns_number_gt                3735
_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. 

In this structure, there is one coordination water molecule (O8). The H atoms 
of the coordination water molecule were located in the difference Fourier map
and refined with restrained O-H bond lengths and fixed isotropic displacement
parameters Uiso(H)=1.2Ueq(C). The refined instructions are as follows:
DFIX 0.85 0.02 O8 H8a O8 H8b
;

_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)+(0.0176P)²+0.9463P] 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         4216
_refine_ls_number_parameters     349
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0475
_refine_ls_wR_factor_gt          0.0456
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.003
_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 0.644977(10) 0.024817(10) 0.550061(11) 0.01974(6) Uani 1 1 d . . .
S1 S 1.21493(5) 0.46911(5) 0.68577(5) 0.02911(16) Uani 1 1 d . . .
N1 N 0.76151(16) 0.17347(16) 0.61218(17) 0.0266(5) Uani 1 1 d . . .
N2 N 0.81803(16) 0.04471(15) 0.47014(17) 0.0244(5) Uani 1 1 d . . .
N3 N 1.04365(15) 0.38024(16) 0.53990(17) 0.0269(5) Uani 1 1 d . . .
H3A H 1.0385 0.4350 0.5723 0.032 Uiso 1 1 calc R . .
N4 N 1.10383(16) 0.26572(17) 0.44184(17) 0.0289(5) Uani 1 1 d . . .
O1 O 1.29527(15) 0.51261(14) 0.75468(15) 0.0346(5) Uani 1 1 d . . .
O2 O 1.12435(15) 0.52585(15) 0.67850(17) 0.0419(5) Uani 1 1 d . . .
O3 O 1.19981(15) 0.36525(15) 0.70893(15) 0.0374(5) Uani 1 1 d . . .
O4 O 0.62916(14) 0.16518(15) 0.42135(16) 0.0380(5) Uani 1 1 d . . .
O5 O 0.48983(13) 0.08542(13) 0.42682(13) 0.0263(4) Uani 1 1 d . . .
O6 O 0.53177(13) 0.37337(14) 0.13811(14) 0.0324(5) Uani 1 1 d . . .
O7 O 0.37523(13) 0.42406(15) 0.10247(14) 0.0311(4) Uani 1 1 d . . .
C1 C 0.7360(2) 0.2333(2) 0.6847(2) 0.0320(7) Uani 1 1 d . . .
H1 H 0.6845 0.2139 0.7214 0.038 Uiso 1 1 calc R . .
C2 C 0.7818(2) 0.3237(2) 0.7092(2) 0.0354(7) Uani 1 1 d . . .
H2 H 0.7607 0.3638 0.7601 0.042 Uiso 1 1 calc R . .
C3 C 0.8583(2) 0.3519(2) 0.6569(2) 0.0316(7) Uani 1 1 d . . .
H3 H 0.8890 0.4128 0.6703 0.038 Uiso 1 1 calc R . .
C4 C 0.89032(19) 0.28916(19) 0.5832(2) 0.0249(6) Uani 1 1 d . . .
C5 C 0.97604(19) 0.3045(2) 0.5313(2) 0.0261(6) Uani 1 1 d . . .
C6 C 1.01334(19) 0.2357(2) 0.4684(2) 0.0268(6) Uani 1 1 d . . .
C7 C 0.96060(19) 0.14494(19) 0.4429(2) 0.0235(6) Uani 1 1 d . . .
C8 C 0.99173(19) 0.0723(2) 0.3774(2) 0.0278(6) Uani 1 1 d . . .
H8 H 1.0493 0.0810 0.3461 0.033 Uiso 1 1 calc R . .
C9 C 0.9362(2) -0.0115(2) 0.3601(2) 0.0291(6) Uani 1 1 d . . .
H9 H 0.9562 -0.0613 0.3179 0.035 Uiso 1 1 calc R . .
C10 C 0.8498(2) -0.0217(2) 0.4062(2) 0.0281(6) Uani 1 1 d . . .
H10 H 0.8118 -0.0782 0.3917 0.034 Uiso 1 1 calc R . .
C11 C 0.87279(19) 0.12817(19) 0.4890(2) 0.0229(6) Uani 1 1 d . . .
C12 C 0.83938(18) 0.19889(19) 0.5619(2) 0.0235(6) Uani 1 1 d . . .
C13 C 1.12027(19) 0.35259(19) 0.4877(2) 0.0257(6) Uani 1 1 d . . .
C14 C 1.20995(19) 0.4124(2) 0.4809(2) 0.0277(6) Uani 1 1 d . . .
C15 C 1.2521(2) 0.4101(2) 0.3885(2) 0.0343(7) Uani 1 1 d . . .
H15 H 1.2237 0.3706 0.3351 0.041 Uiso 1 1 calc R . .
C16 C 1.3348(2) 0.4650(2) 0.3750(3) 0.0434(8) Uani 1 1 d . . .
H16 H 1.3618 0.4627 0.3129 0.052 Uiso 1 1 calc R . .
C17 C 1.3774(2) 0.5235(2) 0.4532(3) 0.0457(9) Uani 1 1 d . . .
H17 H 1.4324 0.5619 0.4435 0.055 Uiso 1 1 calc R . .
C18 C 1.3390(2) 0.5254(2) 0.5459(2) 0.0387(7) Uani 1 1 d . . .
H18 H 1.3689 0.5644 0.5989 0.046 Uiso 1 1 calc R . .
C19 C 1.2564(2) 0.4697(2) 0.5610(2) 0.0282(6) Uani 1 1 d . . .
C20 C 0.5386(2) 0.15673(19) 0.3946(2) 0.0256(6) Uani 1 1 d . . .
C21 C 0.4845(2) 0.2301(2) 0.3229(2) 0.0304(6) Uani 1 1 d . . .
H21A H 0.5219 0.2913 0.3236 0.037 Uiso 1 1 calc R . .
H21B H 0.4207 0.2448 0.3459 0.037 Uiso 1 1 calc R . .
C22 C 0.4695(2) 0.1894(2) 0.2141(2) 0.0338(7) Uani 1 1 d . . .
H22A H 0.5332 0.1835 0.1879 0.041 Uiso 1 1 calc R . .
H22B H 0.4408 0.1237 0.2152 0.041 Uiso 1 1 calc R . .
C23 C 0.4023(2) 0.2555(2) 0.1431(3) 0.0418(8) Uani 1 1 d . . .
H23A H 0.3912 0.2234 0.0767 0.050 Uiso 1 1 calc R . .
H23B H 0.3389 0.2603 0.1700 0.050 Uiso 1 1 calc R . .
C24 C 0.4399(2) 0.3589(2) 0.1277(2) 0.0267(6) Uani 1 1 d . . .
O8 O 0.73507(16) -0.13668(16) 0.59033(16) 0.0370(5) Uani 1 1 d D . .
H8A H 0.774(2) -0.173(2) 0.562(2) 0.044 Uiso 1 1 d D . .
H8B H 0.748(2) -0.144(2) 0.6546(14) 0.044 Uiso 1 1 d D . .


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


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O5 2.4062(17) 3_656 ?
Pr1 O7 2.4123(18) 2_645 ?
Pr1 O6 2.4462(18) 4_566 ?
Pr1 O8 2.529(2) . ?
Pr1 O4 2.5330(19) . ?
Pr1 O1 2.6097(19) 2_746 ?
Pr1 N1 2.632(2) . ?
Pr1 O5 2.6458(17) . ?
Pr1 N2 2.692(2) . ?
Pr1 Pr1 4.0749(4) 3_656 ?
S1 O2 1.445(2) . ?
S1 O3 1.454(2) . ?
S1 O1 1.4640(19) . ?
S1 C19 1.789(3) . ?
N1 C1 1.324(3) . ?
N1 C12 1.352(3) . ?
N2 C10 1.332(3) . ?
N2 C11 1.359(3) . ?
N3 C13 1.360(3) . ?
N3 C5 1.372(3) . ?
N3 H3A 0.8600 . ?
N4 C13 1.326(3) . ?
N4 C6 1.376(3) . ?
O1 Pr1 2.6097(19) 2_756 ?
O4 C20 1.248(3) . ?
O5 C20 1.268(3) . ?
O5 Pr1 2.4063(17) 3_656 ?
O6 C24 1.258(3) . ?
O6 Pr1 2.4462(18) 4_565 ?
O7 C24 1.262(3) . ?
O7 Pr1 2.4124(18) 2_655 ?
C1 C2 1.391(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(4) . ?
C3 H3 0.9300 . ?
C4 C12 1.415(4) . ?
C4 C5 1.428(4) . ?
C5 C6 1.376(4) . ?
C6 C7 1.441(4) . ?
C7 C8 1.401(4) . ?
C7 C11 1.415(4) . ?
C8 C9 1.366(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.386(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.459(4) . ?
C13 C14 1.473(4) . ?
C14 C15 1.398(4) . ?
C14 C19 1.400(4) . ?
C15 C16 1.375(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C20 C21 1.504(4) . ?
C21 C22 1.523(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.522(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.509(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O8 H8A 0.840(17) . ?
O8 H8B 0.849(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
O5 Pr1 O7 74.71(6) 3_656 2_645 ?
O5 Pr1 O6 76.15(6) 3_656 4_566 ?
O7 Pr1 O6 133.52(6) 2_645 4_566 ?
O5 Pr1 O8 78.40(7) 3_656 . ?
O7 Pr1 O8 72.32(7) 2_645 . ?
O6 Pr1 O8 134.53(7) 4_566 . ?
O5 Pr1 O4 122.43(6) 3_656 . ?
O7 Pr1 O4 82.76(7) 2_645 . ?
O6 Pr1 O4 83.27(7) 4_566 . ?
O8 Pr1 O4 142.07(7) . . ?
O5 Pr1 O1 89.84(6) 3_656 2_746 ?
O7 Pr1 O1 140.86(6) 2_645 2_746 ?
O6 Pr1 O1 73.49(6) 4_566 2_746 ?
O8 Pr1 O1 69.39(6) . 2_746 ?
O4 Pr1 O1 134.25(6) . 2_746 ?
O5 Pr1 N1 150.95(6) 3_656 . ?
O7 Pr1 N1 134.27(7) 2_645 . ?
O6 Pr1 N1 79.26(6) 4_566 . ?
O8 Pr1 N1 109.33(7) . . ?
O4 Pr1 N1 68.96(7) . . ?
O1 Pr1 N1 68.33(7) 2_746 . ?
O5 Pr1 O5 72.57(6) 3_656 . ?
O7 Pr1 O5 69.81(6) 2_645 . ?
O6 Pr1 O5 67.31(6) 4_566 . ?
O8 Pr1 O5 136.95(6) . . ?
O4 Pr1 O5 49.91(6) . . ?
O1 Pr1 O5 139.75(6) 2_746 . ?
N1 Pr1 O5 111.55(6) . . ?
O5 Pr1 N2 145.21(6) 3_656 . ?
O7 Pr1 N2 76.01(6) 2_645 . ?
O6 Pr1 N2 138.58(6) 4_566 . ?
O8 Pr1 N2 75.13(7) . . ?
O4 Pr1 N2 71.32(6) . . ?
O1 Pr1 N2 101.37(6) 2_746 . ?
N1 Pr1 N2 61.46(6) . . ?
O5 Pr1 N2 113.80(6) . . ?
O5 Pr1 Pr1 38.28(4) 3_656 3_656 ?
O7 Pr1 Pr1 67.68(4) 2_645 3_656 ?
O6 Pr1 Pr1 66.93(4) 4_566 3_656 ?
O8 Pr1 Pr1 110.84(5) . 3_656 ?
O4 Pr1 Pr1 84.18(4) . 3_656 ?
O1 Pr1 Pr1 119.60(5) 2_746 3_656 ?
N1 Pr1 Pr1 139.00(5) . 3_656 ?
O5 Pr1 Pr1 34.29(4) . 3_656 ?
N2 Pr1 Pr1 138.32(5) . 3_656 ?
O2 S1 O3 112.71(13) . . ?
O2 S1 O1 113.70(12) . . ?
O3 S1 O1 111.75(12) . . ?
O2 S1 C19 106.75(13) . . ?
O3 S1 C19 105.16(12) . . ?
O1 S1 C19 106.02(13) . . ?
C1 N1 C12 118.5(2) . . ?
C1 N1 Pr1 119.52(18) . . ?
C12 N1 Pr1 121.31(17) . . ?
C10 N2 C11 117.7(2) . . ?
C10 N2 Pr1 122.37(17) . . ?
C11 N2 Pr1 119.77(17) . . ?
C13 N3 C5 107.3(2) . . ?
C13 N3 H3A 126.3 . . ?
C5 N3 H3A 126.3 . . ?
C13 N4 C6 104.9(2) . . ?
S1 O1 Pr1 139.88(12) . 2_756 ?
C20 O4 Pr1 97.41(16) . . ?
C20 O5 Pr1 161.00(17) . 3_656 ?
C20 O5 Pr1 91.56(15) . . ?
Pr1 O5 Pr1 107.43(6) 3_656 . ?
C24 O6 Pr1 134.80(16) . 4_565 ?
C24 O7 Pr1 128.61(17) . 2_655 ?
N1 C1 C2 123.8(3) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C12 118.6(3) . . ?
C3 C4 C5 125.3(2) . . ?
C12 C4 C5 116.0(2) . . ?
N3 C5 C6 105.4(2) . . ?
N3 C5 C4 130.1(2) . . ?
C6 C5 C4 124.2(2) . . ?
N4 C6 C5 110.6(2) . . ?
N4 C6 C7 128.9(2) . . ?
C5 C6 C7 120.4(2) . . ?
C8 C7 C11 118.5(2) . . ?
C8 C7 C6 124.2(2) . . ?
C11 C7 C6 117.3(2) . . ?
C9 C8 C7 118.9(3) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 119.3(3) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 123.8(2) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
N2 C11 C7 121.7(2) . . ?
N2 C11 C12 117.3(2) . . ?
C7 C11 C12 120.9(2) . . ?
N1 C12 C4 121.0(2) . . ?
N1 C12 C11 118.1(2) . . ?
C4 C12 C11 120.9(2) . . ?
N4 C13 N3 111.8(2) . . ?
N4 C13 C14 123.8(2) . . ?
N3 C13 C14 124.4(2) . . ?
C15 C14 C19 118.1(3) . . ?
C15 C14 C13 117.4(3) . . ?
C19 C14 C13 124.5(3) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.6(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C14 119.9(3) . . ?
C18 C19 S1 118.4(2) . . ?
C14 C19 S1 121.6(2) . . ?
O4 C20 O5 120.8(2) . . ?
O4 C20 C21 121.1(2) . . ?
O5 C20 C21 118.1(2) . . ?
C20 C21 C22 110.9(2) . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C23 C22 C21 111.9(3) . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C21 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 115.8(2) . . ?
C24 C23 H23A 108.3 . . ?
C22 C23 H23A 108.3 . . ?
C24 C23 H23B 108.3 . . ?
C22 C23 H23B 108.3 . . ?
H23A C23 H23B 107.4 . . ?
O6 C24 O7 125.2(3) . . ?
O6 C24 C23 118.4(2) . . ?
O7 C24 C23 116.4(2) . . ?
Pr1 O8 H8A 137(2) . . ?
Pr1 O8 H8B 111(2) . . ?
H8A O8 H8B 107(3) . . ?

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 Pr1 N1 C1 -15.8(3) 3_656 . . . ?
O7 Pr1 N1 C1 159.25(19) 2_645 . . . ?
O6 Pr1 N1 C1 16.7(2) 4_566 . . . ?
O8 Pr1 N1 C1 -116.9(2) . . . . ?
O4 Pr1 N1 C1 103.6(2) . . . . ?
O1 Pr1 N1 C1 -59.7(2) 2_746 . . . ?
O5 Pr1 N1 C1 76.9(2) . . . . ?
N2 Pr1 N1 C1 -176.9(2) . . . . ?
Pr1 Pr1 N1 C1 51.0(2) 3_656 . . . ?
O5 Pr1 N1 C12 173.90(16) 3_656 . . . ?
O7 Pr1 N1 C12 -11.0(2) 2_645 . . . ?
O6 Pr1 N1 C12 -153.6(2) 4_566 . . . ?
O8 Pr1 N1 C12 72.8(2) . . . . ?
O4 Pr1 N1 C12 -66.72(19) . . . . ?
O1 Pr1 N1 C12 130.1(2) 2_746 . . . ?
O5 Pr1 N1 C12 -93.37(19) . . . . ?
N2 Pr1 N1 C12 12.83(18) . . . . ?
Pr1 Pr1 N1 C12 -119.26(17) 3_656 . . . ?
O5 Pr1 N2 C10 11.1(3) 3_656 . . . ?
O7 Pr1 N2 C10 -22.3(2) 2_645 . . . ?
O6 Pr1 N2 C10 -164.54(18) 4_566 . . . ?
O8 Pr1 N2 C10 52.7(2) . . . . ?
O4 Pr1 N2 C10 -109.3(2) . . . . ?
O1 Pr1 N2 C10 117.6(2) 2_746 . . . ?
N1 Pr1 N2 C10 175.0(2) . . . . ?
O5 Pr1 N2 C10 -82.4(2) . . . . ?
Pr1 Pr1 N2 C10 -52.0(2) 3_656 . . . ?
O5 Pr1 N2 C11 -173.62(16) 3_656 . . . ?
O7 Pr1 N2 C11 153.0(2) 2_645 . . . ?
O6 Pr1 N2 C11 10.8(2) 4_566 . . . ?
O8 Pr1 N2 C11 -131.94(19) . . . . ?
O4 Pr1 N2 C11 66.01(18) . . . . ?
O1 Pr1 N2 C11 -67.10(19) 2_746 . . . ?
N1 Pr1 N2 C11 -9.65(17) . . . . ?
O5 Pr1 N2 C11 92.89(19) . . . . ?
Pr1 Pr1 N2 C11 123.27(17) 3_656 . . . ?
O2 S1 O1 Pr1 79.9(2) . . . 2_756 ?
O3 S1 O1 Pr1 -49.1(2) . . . 2_756 ?
C19 S1 O1 Pr1 -163.14(17) . . . 2_756 ?
O5 Pr1 O4 C20 6.3(2) 3_656 . . . ?
O7 Pr1 O4 C20 72.94(17) 2_645 . . . ?
O6 Pr1 O4 C20 -62.61(17) 4_566 . . . ?
O8 Pr1 O4 C20 121.57(17) . . . . ?
O1 Pr1 O4 C20 -121.66(17) 2_746 . . . ?
N1 Pr1 O4 C20 -143.66(19) . . . . ?
O5 Pr1 O4 C20 3.29(15) . . . . ?
N2 Pr1 O4 C20 150.57(18) . . . . ?
Pr1 Pr1 O4 C20 4.77(16) 3_656 . . . ?
O5 Pr1 O5 C20 179.41(19) 3_656 . . . ?
O7 Pr1 O5 C20 -100.90(16) 2_645 . . . ?
O6 Pr1 O5 C20 97.50(16) 4_566 . . . ?
O8 Pr1 O5 C20 -130.75(16) . . . . ?
O4 Pr1 O5 C20 -3.21(15) . . . . ?
O1 Pr1 O5 C20 111.46(16) 2_746 . . . ?
N1 Pr1 O5 C20 29.97(16) . . . . ?
N2 Pr1 O5 C20 -37.25(16) . . . . ?
Pr1 Pr1 O5 C20 179.41(19) 3_656 . . . ?
O5 Pr1 O5 Pr1 0.0 3_656 . . 3_656 ?
O7 Pr1 O5 Pr1 79.69(7) 2_645 . . 3_656 ?
O6 Pr1 O5 Pr1 -81.91(8) 4_566 . . 3_656 ?
O8 Pr1 O5 Pr1 49.84(12) . . . 3_656 ?
O4 Pr1 O5 Pr1 177.38(11) . . . 3_656 ?
O1 Pr1 O5 Pr1 -67.95(11) 2_746 . . 3_656 ?
N1 Pr1 O5 Pr1 -149.44(7) . . . 3_656 ?
N2 Pr1 O5 Pr1 143.34(7) . . . 3_656 ?
C12 N1 C1 C2 3.2(4) . . . . ?
Pr1 N1 C1 C2 -167.4(2) . . . . ?
N1 C1 C2 C3 -1.0(5) . . . . ?
C1 C2 C3 C4 -1.9(4) . . . . ?
C2 C3 C4 C12 2.5(4) . . . . ?
C2 C3 C4 C5 -172.6(3) . . . . ?
C13 N3 C5 C6 -3.3(3) . . . . ?
C13 N3 C5 C4 169.8(3) . . . . ?
C3 C4 C5 N3 -0.5(5) . . . . ?
C12 C4 C5 N3 -175.7(3) . . . . ?
C3 C4 C5 C6 171.5(3) . . . . ?
C12 C4 C5 C6 -3.8(4) . . . . ?
C13 N4 C6 C5 -0.7(3) . . . . ?
C13 N4 C6 C7 -177.6(3) . . . . ?
N3 C5 C6 N4 2.5(3) . . . . ?
C4 C5 C6 N4 -171.1(2) . . . . ?
N3 C5 C6 C7 179.7(2) . . . . ?
C4 C5 C6 C7 6.1(4) . . . . ?
N4 C6 C7 C8 -5.1(4) . . . . ?
C5 C6 C7 C8 178.2(3) . . . . ?
N4 C6 C7 C11 173.7(3) . . . . ?
C5 C6 C7 C11 -3.0(4) . . . . ?
C11 C7 C8 C9 0.3(4) . . . . ?
C6 C7 C8 C9 179.1(3) . . . . ?
C7 C8 C9 C10 1.2(4) . . . . ?
C11 N2 C10 C9 1.5(4) . . . . ?
Pr1 N2 C10 C9 177.0(2) . . . . ?
C8 C9 C10 N2 -2.2(4) . . . . ?
C10 N2 C11 C7 0.0(4) . . . . ?
Pr1 N2 C11 C7 -175.49(18) . . . . ?
C10 N2 C11 C12 -177.9(2) . . . . ?
Pr1 N2 C11 C12 6.6(3) . . . . ?
C8 C7 C11 N2 -0.9(4) . . . . ?
C6 C7 C11 N2 -179.8(2) . . . . ?
C8 C7 C11 C12 177.0(2) . . . . ?
C6 C7 C11 C12 -1.9(4) . . . . ?
C1 N1 C12 C4 -2.4(4) . . . . ?
Pr1 N1 C12 C4 167.98(18) . . . . ?
C1 N1 C12 C11 174.3(2) . . . . ?
Pr1 N1 C12 C11 -15.3(3) . . . . ?
C3 C4 C12 N1 -0.4(4) . . . . ?
C5 C4 C12 N1 175.2(2) . . . . ?
C3 C4 C12 C11 -177.0(2) . . . . ?
C5 C4 C12 C11 -1.4(4) . . . . ?
N2 C11 C12 N1 5.5(4) . . . . ?
C7 C11 C12 N1 -172.5(2) . . . . ?
N2 C11 C12 C4 -177.9(2) . . . . ?
C7 C11 C12 C4 4.2(4) . . . . ?
C6 N4 C13 N3 -1.5(3) . . . . ?
C6 N4 C13 C14 179.6(2) . . . . ?
C5 N3 C13 N4 3.1(3) . . . . ?
C5 N3 C13 C14 -178.0(2) . . . . ?
N4 C13 C14 C15 34.8(4) . . . . ?
N3 C13 C14 C15 -144.0(3) . . . . ?
N4 C13 C14 C19 -144.1(3) . . . . ?
N3 C13 C14 C19 37.1(4) . . . . ?
C19 C14 C15 C16 -2.2(4) . . . . ?
C13 C14 C15 C16 178.8(3) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C16 C17 C18 1.5(5) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C14 -1.3(4) . . . . ?
C17 C18 C19 S1 176.0(2) . . . . ?
C15 C14 C19 C18 2.8(4) . . . . ?
C13 C14 C19 C18 -178.3(3) . . . . ?
C15 C14 C19 S1 -174.4(2) . . . . ?
C13 C14 C19 S1 4.5(4) . . . . ?
O2 S1 C19 C18 108.4(2) . . . . ?
O3 S1 C19 C18 -131.7(2) . . . . ?
O1 S1 C19 C18 -13.2(3) . . . . ?
O2 S1 C19 C14 -74.4(2) . . . . ?
O3 S1 C19 C14 45.6(3) . . . . ?
O1 S1 C19 C14 164.1(2) . . . . ?
Pr1 O4 C20 O5 -6.1(3) . . . . ?
Pr1 O4 C20 C21 174.4(2) . . . . ?
Pr1 O5 C20 O4 -175.9(4) 3_656 . . . ?
Pr1 O5 C20 O4 5.8(3) . . . . ?
Pr1 O5 C20 C21 3.6(7) 3_656 . . . ?
Pr1 O5 C20 C21 -174.7(2) . . . . ?
O4 C20 C21 C22 100.0(3) . . . . ?
O5 C20 C21 C22 -79.5(3) . . . . ?
C20 C21 C22 C23 171.8(2) . . . . ?
C21 C22 C23 C24 62.6(4) . . . . ?
Pr1 O6 C24 O7 -36.6(4) 4_565 . . . ?
Pr1 O6 C24 C23 141.5(2) 4_565 . . . ?
Pr1 O7 C24 O6 58.4(4) 2_655 . . . ?
Pr1 O7 C24 C23 -119.7(2) 2_655 . . . ?
C22 C23 C24 O6 26.8(4) . . . . ?
C22 C23 C24 O7 -154.9(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.742
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.101
