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

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

data_I
_database_code_depnum_ccdc_archive 'CCDC 1474520'
_audit_update_record             
;
2016-04-17 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
_chemical_name_systematic        2_NaNO2
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H39 N6 Na O12'
_chemical_formula_iupac          ?
_chemical_formula_weight         674.64

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2165(7)
_cell_length_b                   27.9980(19)
_cell_length_c                   11.4145(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.9264(17)
_cell_angle_gamma                90
_cell_volume                     3225.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.9729
_cell_measurement_theta_max      25.3895
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.395
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.087
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1424

_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  TRIUMPH

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            34193
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             5710
_reflns_number_gt                4276
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0994
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.064
_refine_ls_number_reflns         5710
_refine_ls_number_parameters     448
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+2.1610P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.288
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0016(3)

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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX2 V2013 (Bruker AXS Inc., 2013)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na Na1 0.80052(8) 0.85034(3) 0.55821(7) 0.0234(2) Uani d . . . 1 . .
O O1 0.70720(18) 0.28821(6) 0.52472(16) 0.0442(5) Uani d . . . 1 . .
O O2 0.88229(17) 0.33161(6) 0.52464(16) 0.0429(4) Uani d . . . 1 . .
O O3 0.62867(14) 0.54633(5) 0.68756(13) 0.0281(4) Uani d . . . 1 . .
O O4 0.71255(14) 0.69931(5) 0.90889(12) 0.0261(3) Uani d . . . 1 . .
O O5 0.57277(13) 0.84931(5) 0.62594(12) 0.0209(3) Uani d . . . 1 . .
O O6 0.67516(13) 0.92465(5) 0.50303(13) 0.0247(3) Uani d . . . 1 . .
O O7 0.94694(14) 0.92313(5) 0.49700(13) 0.0302(4) Uani d . . . 1 . .
O O8 1.03688(13) 0.83114(5) 0.53342(13) 0.0274(4) Uani d . . . 1 . .
O O9 0.87189(13) 0.77579(5) 0.65550(12) 0.0239(3) Uani d . . . 1 . .
N N1 0.7661(2) 0.32667(7) 0.53757(16) 0.0327(5) Uani d . . . 1 . .
H H3N 0.339(2) 0.5460(8) 0.6932(19) 0.022(6) Uiso d . . . 1 . .
N N2 0.47613(19) 0.48612(6) 0.64507(16) 0.0248(4) Uani d . . . 1 . .
H H2N 0.394(2) 0.4805(8) 0.6441(19) 0.025(6) Uiso d . . . 1 . .
N N3 0.40986(19) 0.55870(6) 0.70097(16) 0.0251(4) Uani d . . . 1 . .
N N4 0.63942(16) 0.75434(6) 0.76923(14) 0.0208(4) Uani d . . . 1 . .
C C1 0.6934(2) 0.36849(8) 0.56784(19) 0.0271(5) Uani d . . . 1 . .
C C2 0.5573(2) 0.36543(8) 0.56275(19) 0.0285(5) Uani d . . . 1 . .
H H2 0.5119 0.3363 0.5415 0.034 Uiso calc U . R 1 . .
C C3 0.4895(2) 0.40518(8) 0.58899(19) 0.0275(5) Uani d . . . 1 . .
H H3 0.3961 0.4035 0.5856 0.033 Uiso calc U . R 1 . .
C C4 0.5552(2) 0.44820(7) 0.62068(18) 0.0232(5) Uani d . . . 1 . .
C C5 0.6928(2) 0.45052(8) 0.6261(2) 0.0290(5) Uani d . . . 1 . .
H H5 0.7388 0.4794 0.6481 0.035 Uiso calc U . R 1 . .
C C6 0.7612(2) 0.41038(8) 0.5990(2) 0.0303(5) Uani d . . . 1 . .
H H6 0.8545 0.4117 0.6018 0.036 Uiso calc U . R 1 . .
C C7 0.5155(2) 0.53212(7) 0.67862(18) 0.0223(5) Uani d . . . 1 . .
C C8 0.4079(2) 0.60691(7) 0.73443(17) 0.0209(5) Uani d . . . 1 . .
C C9 0.2838(2) 0.62642(8) 0.74265(19) 0.0247(5) Uani d . . . 1 . .
H H9 0.2067 0.6071 0.7258 0.03 Uiso calc U . R 1 . .
C C10 0.2725(2) 0.67332(8) 0.77498(19) 0.0273(5) Uani d . . . 1 . .
H H10 0.1878 0.686 0.7821 0.033 Uiso calc U . R 1 . .
C C11 0.3828(2) 0.70223(8) 0.79715(19) 0.0253(5) Uani d . . . 1 . .
H H11 0.3743 0.7349 0.8172 0.03 Uiso calc U . R 1 . .
C C12 0.5068(2) 0.68294(7) 0.78980(17) 0.0207(5) Uani d . . . 1 . .
C C13 0.5198(2) 0.63536(7) 0.75984(17) 0.0204(5) Uani d . . . 1 . .
H H13 0.6051 0.6223 0.7567 0.024 Uiso calc U . R 1 . .
C C14 0.6290(2) 0.71231(7) 0.82499(18) 0.0222(5) Uani d . . . 1 . .
C C15 0.5714(2) 0.76308(7) 0.64823(17) 0.0206(5) Uani d . . . 1 . .
H H15A 0.5123 0.7357 0.6237 0.025 Uiso calc U . R 1 . .
H H15B 0.6386 0.7642 0.5945 0.025 Uiso calc U . R 1 . .
C C16 0.49031(19) 0.80830(7) 0.63143(19) 0.0216(5) Uani d . . . 1 . .
H H16A 0.4261 0.806 0.5572 0.026 Uiso calc U . R 1 . .
H H16B 0.4397 0.812 0.6981 0.026 Uiso calc U . R 1 . .
C C17 0.4957(2) 0.88962(7) 0.58265(19) 0.0224(5) Uani d . . . 1 . .
H H17A 0.4275 0.8958 0.6336 0.027 Uiso calc U . R 1 . .
H H17B 0.4501 0.8832 0.5012 0.027 Uiso calc U . R 1 . .
C C18 0.5837(2) 0.93235(7) 0.5824(2) 0.0256(5) Uani d . . . 1 . .
H H18A 0.5294 0.961 0.5578 0.031 Uiso calc U . R 1 . .
H H18B 0.632 0.938 0.6633 0.031 Uiso calc U . R 1 . .
C C19 0.7487(2) 0.96671(8) 0.4860(2) 0.0291(5) Uani d . . . 1 . .
H H19A 0.7845 0.981 0.5637 0.035 Uiso calc U . R 1 . .
H H19B 0.6904 0.9905 0.4396 0.035 Uiso calc U . R 1 . .
C C20 0.8597(2) 0.95349(8) 0.4211(2) 0.0316(5) Uani d . . . 1 . .
H H20A 0.8249 0.9366 0.3465 0.038 Uiso calc U . R 1 . .
H H20B 0.9071 0.9825 0.4013 0.038 Uiso calc U . R 1 . .
C C21 1.0551(2) 0.90588(9) 0.4452(2) 0.0327(6) Uani d . . . 1 . .
H H21A 1.1158 0.9324 0.4335 0.039 Uiso calc U . R 1 . .
H H21B 1.0229 0.8912 0.3672 0.039 Uiso calc U . R 1 . .
C C22 1.1254(2) 0.86956(8) 0.5281(2) 0.0314(5) Uani d . . . 1 . .
H H22A 1.2063 0.8583 0.4988 0.038 Uiso calc U . R 1 . .
H H22B 1.1515 0.8836 0.6079 0.038 Uiso calc U . R 1 . .
C C23 1.0902(2) 0.79361(8) 0.6109(2) 0.0290(5) Uani d . . . 1 . .
H H23A 1.1174 0.806 0.6922 0.035 Uiso calc U . R 1 . .
H H23B 1.1685 0.7793 0.583 0.035 Uiso calc U . R 1 . .
C C24 0.9833(2) 0.75723(8) 0.6095(2) 0.0285(5) Uani d . . . 1 . .
H H24A 0.9547 0.7463 0.527 0.034 Uiso calc U . R 1 . .
H H24B 1.0187 0.7293 0.6574 0.034 Uiso calc U . R 1 . .
C C25 0.8808(2) 0.76973(8) 0.78046(18) 0.0273(5) Uani d . . . 1 . .
H H25A 0.9542 0.7893 0.8223 0.033 Uiso calc U . R 1 . .
H H25B 0.8986 0.7358 0.8019 0.033 Uiso calc U . R 1 . .
C C26 0.7516(2) 0.78510(8) 0.81591(19) 0.0244(5) Uani d . . . 1 . .
H H26A 0.7612 0.7855 0.9036 0.029 Uiso calc U . R 1 . .
H H26B 0.7319 0.8181 0.7876 0.029 Uiso calc U . R 1 . .
O O1S 0.90355(17) 0.88884(6) 0.73444(15) 0.0391(4) Uani d . . D 1 . .
H H1S 0.861(2) 0.9118(7) 0.778(2) 0.059 Uiso d U . D 1 . .
H H2S 0.956(2) 0.9062(8) 0.686(2) 0.059 Uiso d U . D 1 . .
O O1A 0.20658(16) 0.46579(6) 0.65663(16) 0.0432(4) Uani d . P D 0.75 A 1
O O2A 0.0441(2) 0.49761(8) 0.7171(2) 0.0467(6) Uani d . P D 0.75 A 1
N N1A 0.1476(4) 0.50162(14) 0.6805(3) 0.0209(8) Uani d . P D 0.75 A 1
O O1B 0.20658(16) 0.46579(6) 0.65663(16) 0.0432(4) Uani d . P D 0.25 B 2
O O2B 0.1431(11) 0.5273(4) 0.6913(10) 0.080(4) Uiso d . P D 0.25 B 2
N N1B 0.1165(13) 0.4900(4) 0.6758(14) 0.033(5) Uiso d . P D 0.25 B 2
N N1T 0.7615(3) 0.66650(8) 0.6103(2) 0.0545(6) Uani d . . . 1 . .
C C1T 0.8256(2) 0.63356(9) 0.6002(2) 0.0346(6) Uani d . . . 1 . .
C C2T 0.9031(3) 0.59220(9) 0.5848(2) 0.0469(7) Uani d . . . 1 . .
H H2T1 0.8649 0.5756 0.5119 0.07 Uiso calc U . R 1 . .
H H2T2 0.9036 0.5708 0.6528 0.07 Uiso calc U . R 1 . .
H H2T3 0.9941 0.6019 0.5792 0.07 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Na1 O4 4_575 2.2738(16) ?
Na1 O1S . 2.3788(18) ?
Na1 O9 . 2.4229(16) ?
Na1 O6 . 2.4730(16) ?
Na1 O8 . 2.5322(16) ?
Na1 O5 . 2.5633(16) ?
Na1 O7 . 2.6839(17) ?
Na1 H2S . 2.52(3) ?
O1 N1 . 1.231(2) ?
O2 N1 . 1.227(2) ?
O3 C7 . 1.212(2) ?
O4 C14 . 1.235(2) ?
O4 Na1 4_576 2.2738(16) ?
O5 C17 . 1.420(2) ?
O5 C16 . 1.431(2) ?
O6 C18 . 1.415(3) ?
O6 C19 . 1.426(2) ?
O7 C21 . 1.416(3) ?
O7 C20 . 1.424(3) ?
O8 C22 . 1.413(3) ?
O8 C23 . 1.426(3) ?
O9 C24 . 1.424(2) ?
O9 C25 . 1.425(2) ?
N1 C1 . 1.456(3) ?
N2 C7 . 1.385(3) ?
N2 C4 . 1.388(3) ?
N2 H2N . 0.85(2) ?
N3 C7 . 1.367(3) ?
N3 C8 . 1.404(3) ?
N3 H3N . 0.80(2) ?
N4 C14 . 1.350(3) ?
N4 C26 . 1.467(3) ?
N4 C15 . 1.467(2) ?
C1 C6 . 1.380(3) ?
C1 C2 . 1.386(3) ?
C2 C3 . 1.368(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.399(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.399(3) ?
C5 C6 . 1.383(3) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C8 C13 . 1.387(3) ?
C8 C9 . 1.397(3) ?
C9 C10 . 1.374(3) ?
C9 H9 . 0.95 ?
C10 C11 . 1.378(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.392(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.387(3) ?
C12 C14 . 1.497(3) ?
C13 H13 . 0.95 ?
C15 C16 . 1.509(3) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C18 . 1.496(3) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C19 C20 . 1.493(3) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 C22 . 1.495(3) ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 C24 . 1.491(3) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C25 C26 . 1.502(3) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C26 H26A . 0.99 ?
C26 H26B . 0.99 ?
O1S H1S . 0.958(10) ?
O1S H2S . 0.958(10) ?
O1A N1A . 1.222(3) ?
O2A N1A . 1.201(4) ?
O2B N1B . 1.088(13) ?
N1T C1T . 1.147(3) ?
C1T C2T . 1.429(4) ?
C2T H2T1 . 0.98 ?
C2T H2T2 . 0.98 ?
C2T H2T3 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 Na1 O1S 4_575 . 169.25(7) ?
O4 Na1 O9 4_575 . 82.69(5) ?
O1S Na1 O9 . . 86.59(6) ?
O4 Na1 O6 4_575 . 101.22(6) ?
O1S Na1 O6 . . 88.74(6) ?
O9 Na1 O6 . . 161.56(6) ?
O4 Na1 O8 4_575 . 93.40(6) ?
O1S Na1 O8 . . 83.47(6) ?
O9 Na1 O8 . . 69.14(5) ?
O6 Na1 O8 . . 127.98(6) ?
O4 Na1 O5 4_575 . 86.99(5) ?
O1S Na1 O5 . . 93.06(6) ?
O9 Na1 O5 . . 94.29(5) ?
O6 Na1 O5 . . 68.15(5) ?
O8 Na1 O5 . . 163.19(6) ?
O4 Na1 O7 4_575 . 116.13(6) ?
O1S Na1 O7 . . 71.63(6) ?
O9 Na1 O7 . . 129.29(5) ?
O6 Na1 O7 . . 65.32(5) ?
O8 Na1 O7 . . 63.41(5) ?
O5 Na1 O7 . . 130.98(5) ?
O4 Na1 H2S 4_575 . 162.2(4) ?
O1S Na1 H2S . . 22.3(3) ?
O9 Na1 H2S . . 98.7(5) ?
O6 Na1 H2S . . 83.1(6) ?
O8 Na1 H2S . . 70.8(5) ?
O5 Na1 H2S . . 110.5(4) ?
O7 Na1 H2S . . 49.8(3) ?
C14 O4 Na1 . 4_576 155.08(14) ?
C17 O5 C16 . . 110.77(14) ?
C17 O5 Na1 . . 111.48(11) ?
C16 O5 Na1 . . 126.18(11) ?
C18 O6 C19 . . 112.09(16) ?
C18 O6 Na1 . . 109.41(12) ?
C19 O6 Na1 . . 117.78(12) ?
C21 O7 C20 . . 113.90(17) ?
C21 O7 Na1 . . 110.61(13) ?
C20 O7 Na1 . . 106.85(12) ?
C22 O8 C23 . . 113.73(16) ?
C22 O8 Na1 . . 118.09(12) ?
C23 O8 Na1 . . 111.48(12) ?
C24 O9 C25 . . 113.26(16) ?
C24 O9 Na1 . . 110.26(12) ?
C25 O9 Na1 . . 121.96(12) ?
O2 N1 O1 . . 123.25(19) ?
O2 N1 C1 . . 118.5(2) ?
O1 N1 C1 . . 118.3(2) ?
C7 N2 C4 . . 127.86(19) ?
C7 N2 H2N . . 114.7(15) ?
C4 N2 H2N . . 117.3(15) ?
C7 N3 C8 . . 128.28(19) ?
C7 N3 H3N . . 117.7(16) ?
C8 N3 H3N . . 114.0(16) ?
C14 N4 C26 . . 117.06(17) ?
C14 N4 C15 . . 121.93(17) ?
C26 N4 C15 . . 118.26(16) ?
C6 C1 C2 . . 121.5(2) ?
C6 C1 N1 . . 119.4(2) ?
C2 C1 N1 . . 119.1(2) ?
C3 C2 C1 . . 118.7(2) ?
C3 C2 H2 . . 120.7 ?
C1 C2 H2 . . 120.7 ?
C2 C3 C4 . . 121.2(2) ?
C2 C3 H3 . . 119.4 ?
C4 C3 H3 . . 119.4 ?
N2 C4 C3 . . 116.11(19) ?
N2 C4 C5 . . 124.57(19) ?
C3 C4 C5 . . 119.3(2) ?
C6 C5 C4 . . 119.4(2) ?
C6 C5 H5 . . 120.3 ?
C4 C5 H5 . . 120.3 ?
C1 C6 C5 . . 119.8(2) ?
C1 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.1 ?
O3 C7 N3 . . 125.2(2) ?
O3 C7 N2 . . 124.09(19) ?
N3 C7 N2 . . 110.74(18) ?
C13 C8 C9 . . 119.28(19) ?
C13 C8 N3 . . 124.24(19) ?
C9 C8 N3 . . 116.48(18) ?
C10 C9 C8 . . 120.4(2) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 120.7(2) ?
C9 C10 H10 . . 119.7 ?
C11 C10 H10 . . 119.7 ?
C10 C11 C12 . . 119.1(2) ?
C10 C11 H11 . . 120.4 ?
C12 C11 H11 . . 120.4 ?
C13 C12 C11 . . 120.71(19) ?
C13 C12 C14 . . 119.08(18) ?
C11 C12 C14 . . 119.98(18) ?
C12 C13 C8 . . 119.70(19) ?
C12 C13 H13 . . 120.1 ?
C8 C13 H13 . . 120.1 ?
O4 C14 N4 . . 121.82(19) ?
O4 C14 C12 . . 119.58(18) ?
N4 C14 C12 . . 118.41(18) ?
N4 C15 C16 . . 115.48(17) ?
N4 C15 H15A . . 108.4 ?
C16 C15 H15A . . 108.4 ?
N4 C15 H15B . . 108.4 ?
C16 C15 H15B . . 108.4 ?
H15A C15 H15B . . 107.5 ?
O5 C16 C15 . . 111.31(16) ?
O5 C16 H16A . . 109.4 ?
C15 C16 H16A . . 109.4 ?
O5 C16 H16B . . 109.4 ?
C15 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
O5 C17 C18 . . 109.60(16) ?
O5 C17 H17A . . 109.7 ?
C18 C17 H17A . . 109.8 ?
O5 C17 H17B . . 109.7 ?
C18 C17 H17B . . 109.8 ?
H17A C17 H17B . . 108.2 ?
O6 C18 C17 . . 109.63(17) ?
O6 C18 H18A . . 109.7 ?
C17 C18 H18A . . 109.7 ?
O6 C18 H18B . . 109.7 ?
C17 C18 H18B . . 109.7 ?
H18A C18 H18B . . 108.2 ?
O6 C19 C20 . . 108.64(17) ?
O6 C19 H19A . . 110.0 ?
C20 C19 H19A . . 110.0 ?
O6 C19 H19B . . 110.0 ?
C20 C19 H19B . . 110.0 ?
H19A C19 H19B . . 108.3 ?
O7 C20 C19 . . 107.34(18) ?
O7 C20 H20A . . 110.2 ?
C19 C20 H20A . . 110.2 ?
O7 C20 H20B . . 110.2 ?
C19 C20 H20B . . 110.2 ?
H20A C20 H20B . . 108.5 ?
O7 C21 C22 . . 107.29(18) ?
O7 C21 H21A . . 110.3 ?
C22 C21 H21A . . 110.3 ?
O7 C21 H21B . . 110.3 ?
C22 C21 H21B . . 110.3 ?
H21A C21 H21B . . 108.5 ?
O8 C22 C21 . . 107.29(17) ?
O8 C22 H22A . . 110.3 ?
C21 C22 H22A . . 110.3 ?
O8 C22 H22B . . 110.3 ?
C21 C22 H22B . . 110.3 ?
H22A C22 H22B . . 108.5 ?
O8 C23 C24 . . 106.75(17) ?
O8 C23 H23A . . 110.4 ?
C24 C23 H23A . . 110.4 ?
O8 C23 H23B . . 110.4 ?
C24 C23 H23B . . 110.4 ?
H23A C23 H23B . . 108.6 ?
O9 C24 C23 . . 111.88(18) ?
O9 C24 H24A . . 109.2 ?
C23 C24 H24A . . 109.2 ?
O9 C24 H24B . . 109.2 ?
C23 C24 H24B . . 109.2 ?
H24A C24 H24B . . 107.9 ?
O9 C25 C26 . . 108.23(17) ?
O9 C25 H25A . . 110.1 ?
C26 C25 H25A . . 110.1 ?
O9 C25 H25B . . 110.1 ?
C26 C25 H25B . . 110.1 ?
H25A C25 H25B . . 108.4 ?
N4 C26 C25 . . 113.83(17) ?
N4 C26 H26A . . 108.8 ?
C25 C26 H26A . . 108.8 ?
N4 C26 H26B . . 108.8 ?
C25 C26 H26B . . 108.8 ?
H26A C26 H26B . . 107.7 ?
Na1 O1S H1S . . 124.6(17) ?
Na1 O1S H2S . . 87.4(16) ?
H1S O1S H2S . . 107.2(17) ?
O2A N1A O1A . . 119.5(4) ?
N1T C1T C2T . . 178.5(3) ?
C1T C2T H2T1 . . 109.5 ?
C1T C2T H2T2 . . 109.5 ?
H2T1 C2T H2T2 . . 109.5 ?
C1T C2T H2T3 . . 109.5 ?
H2T1 C2T H2T3 . . 109.5 ?
H2T2 C2T H2T3 . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 N1 C1 C6 . . . . -10.0(3) ?
O1 N1 C1 C6 . . . . 171.0(2) ?
O2 N1 C1 C2 . . . . 169.0(2) ?
O1 N1 C1 C2 . . . . -10.1(3) ?
C6 C1 C2 C3 . . . . 0.2(3) ?
N1 C1 C2 C3 . . . . -178.68(19) ?
C1 C2 C3 C4 . . . . -0.1(3) ?
C7 N2 C4 C3 . . . . 179.7(2) ?
C7 N2 C4 C5 . . . . -0.2(3) ?
C2 C3 C4 N2 . . . . 179.8(2) ?
C2 C3 C4 C5 . . . . -0.3(3) ?
N2 C4 C5 C6 . . . . -179.6(2) ?
C3 C4 C5 C6 . . . . 0.6(3) ?
C2 C1 C6 C5 . . . . 0.1(3) ?
N1 C1 C6 C5 . . . . 179.0(2) ?
C4 C5 C6 C1 . . . . -0.5(3) ?
C8 N3 C7 O3 . . . . 2.1(4) ?
C8 N3 C7 N2 . . . . -178.49(19) ?
C4 N2 C7 O3 . . . . 2.7(3) ?
C4 N2 C7 N3 . . . . -176.72(19) ?
C7 N3 C8 C13 . . . . -5.3(3) ?
C7 N3 C8 C9 . . . . 175.1(2) ?
C13 C8 C9 C10 . . . . 0.3(3) ?
N3 C8 C9 C10 . . . . 179.91(19) ?
C8 C9 C10 C11 . . . . 1.5(3) ?
C9 C10 C11 C12 . . . . -1.9(3) ?
C10 C11 C12 C13 . . . . 0.4(3) ?
C10 C11 C12 C14 . . . . -174.02(19) ?
C11 C12 C13 C8 . . . . 1.4(3) ?
C14 C12 C13 C8 . . . . 175.88(18) ?
C9 C8 C13 C12 . . . . -1.7(3) ?
N3 C8 C13 C12 . . . . 178.70(19) ?
Na1 O4 C14 N4 4_576 . . . 176.8(2) ?
Na1 O4 C14 C12 4_576 . . . 2.0(4) ?
C26 N4 C14 O4 . . . . -2.6(3) ?
C15 N4 C14 O4 . . . . 158.28(19) ?
C26 N4 C14 C12 . . . . 172.29(17) ?
C15 N4 C14 C12 . . . . -26.8(3) ?
C13 C12 C14 O4 . . . . -57.1(3) ?
C11 C12 C14 O4 . . . . 117.4(2) ?
C13 C12 C14 N4 . . . . 127.9(2) ?
C11 C12 C14 N4 . . . . -57.6(3) ?
C14 N4 C15 C16 . . . . 129.0(2) ?
C26 N4 C15 C16 . . . . -70.3(2) ?
C17 O5 C16 C15 . . . . 166.20(16) ?
Na1 O5 C16 C15 . . . . 26.5(2) ?
N4 C15 C16 O5 . . . . 77.8(2) ?
C16 O5 C17 C18 . . . . 177.78(17) ?
Na1 O5 C17 C18 . . . . -36.37(19) ?
C19 O6 C18 C17 . . . . 171.49(17) ?
Na1 O6 C18 C17 . . . . -55.95(18) ?
O5 C17 C18 O6 . . . . 63.5(2) ?
C18 O6 C19 C20 . . . . 169.11(17) ?
Na1 O6 C19 C20 . . . . 40.9(2) ?
C21 O7 C20 C19 . . . . 177.47(18) ?
Na1 O7 C20 C19 . . . . 55.01(18) ?
O6 C19 C20 O7 . . . . -65.3(2) ?
C20 O7 C21 C22 . . . . -172.09(18) ?
Na1 O7 C21 C22 . . . . -51.73(19) ?
C23 O8 C22 C21 . . . . -179.33(18) ?
Na1 O8 C22 C21 . . . . -45.9(2) ?
O7 C21 C22 O8 . . . . 64.5(2) ?
C22 O8 C23 C24 . . . . 177.91(17) ?
Na1 O8 C23 C24 . . . . 41.38(19) ?
C25 O9 C24 C23 . . . . -89.3(2) ?
Na1 O9 C24 C23 . . . . 51.27(19) ?
O8 C23 C24 O9 . . . . -63.4(2) ?
C24 O9 C25 C26 . . . . -173.21(17) ?
Na1 O9 C25 C26 . . . . 51.3(2) ?
C14 N4 C26 C25 . . . . 78.0(2) ?
C15 N4 C26 C25 . . . . -83.6(2) ?
O9 C25 C26 N4 . . . . 66.6(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3N O1A . 0.80(2) 2.62(2) 3.318(3) 147.(2) ?
N3 H3N N1A . 0.80(2) 2.30(2) 3.097(5) 173.(2) ?
N3 H3N O2B . 0.80(2) 2.07(3) 2.850(11) 167.(2) ?
N2 H2N O1A . 0.85(2) 1.99(2) 2.835(3) 175.(2) ?
N2 H2N N1A . 0.85(2) 2.68(2) 3.470(4) 154.7(19) ?
O1S H1S O1A 2_656 0.958(10) 1.864(12) 2.809(2) 168.(2) ?
O1S H1S O2A 2_656 0.958(10) 2.59(2) 3.126(3) 116.0(17) ?
O1S H1S N1A 2_656 0.958(10) 2.562(18) 3.368(4) 141.9(19) ?
O1S H1S N1B 2_656 0.958(10) 2.25(2) 3.028(13) 137.5(19) ?

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1474521'
_audit_update_record             
;
2016-04-17 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
_chemical_name_systematic        2_NaNCS
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H38 N5 Na O10 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         659.68

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2359(5)
_cell_length_b                   27.7408(15)
_cell_length_c                   11.1772(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.5158(14)
_cell_angle_gamma                90
_cell_volume                     3146.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      2.3526
_cell_measurement_theta_max      26.3370
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.295
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392

_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  TRIUMPH

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'omega scan'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            33274
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             5567
_reflns_number_gt                4420
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1136
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_number_reflns         5567
_refine_ls_number_parameters     436
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0526P)²+1.8443P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.235
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Na Na 0.0362 0.0249 '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'

_computing_data_collection       'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond 3.2 (Brandenburg & Putz, 2012)'
_computing_publication_material  'APEX2 V2013 (Bruker AXS Inc., 2013)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.76893(18) 0.72015(6) 0.94802(16) 0.0452(4) Uani d . . . 1 . .
O O2 0.59915(16) 0.67367(6) 0.94617(16) 0.0456(4) Uani d . . . 1 . .
O O3 0.89265(15) 0.46100(6) 0.81646(16) 0.0404(4) Uani d . . . 1 . .
O O4 0.82151(14) 0.30683(5) 0.61105(13) 0.0314(4) Uani d . . . 1 . .
O O5 0.95294(13) 0.15246(5) 0.88603(13) 0.0253(3) Uani d . . . 1 . .
O O6 0.84469(14) 0.07419(5) 1.00511(14) 0.0313(4) Uani d . . . 1 . .
O O7 0.57648(15) 0.07815(6) 1.01211(15) 0.0367(4) Uani d . . . 1 . .
O O8 0.48698(14) 0.17027(6) 0.98011(14) 0.0337(4) Uani d . . . 1 . .
O O9 0.65894(13) 0.22874(5) 0.86204(13) 0.0287(4) Uani d . . . 1 . .
N N1 0.7162(2) 0.68060(7) 0.93812(17) 0.0346(5) Uani d . . . 1 . .
N N2 1.03692(19) 0.52273(7) 0.86667(17) 0.0298(4) Uani d . . . 1 . .
H H2N 1.117(2) 0.5288(8) 0.874(2) 0.029(6) Uiso d . . . 1 . .
N N3 1.11164(19) 0.45094(7) 0.80521(17) 0.0303(4) Uani d . . . 1 . .
H H3N 1.183(3) 0.4636(10) 0.817(2) 0.045(8) Uiso d . . . 1 . .
N N4 0.89379(17) 0.25014(6) 0.74881(15) 0.0254(4) Uani d . . . 1 . .
C C1 0.7974(2) 0.63903(8) 0.91737(19) 0.0291(5) Uani d . . . 1 . .
C C2 0.9309(2) 0.64530(8) 0.9173(2) 0.0310(5) Uani d . . . 1 . .
H H2 0.9694 0.6764 0.9292 0.037 Uiso calc U . R 1 . .
C C3 1.0075(2) 0.60606(8) 0.8999(2) 0.0298(5) Uani d . . . 1 . .
H H3 1.0996 0.6101 0.8997 0.036 Uiso calc U . R 1 . .
C C4 0.9515(2) 0.56020(8) 0.88247(18) 0.0266(5) Uani d . . . 1 . .
C C5 0.8152(2) 0.55462(8) 0.8819(2) 0.0310(5) Uani d . . . 1 . .
H H5 0.7757 0.5237 0.8694 0.037 Uiso calc U . R 1 . .
C C6 0.7389(2) 0.59429(8) 0.8997(2) 0.0321(5) Uani d . . . 1 . .
H H6 0.6465 0.5909 0.8997 0.039 Uiso calc U . R 1 . .
C C7 1.0043(2) 0.47637(8) 0.82812(19) 0.0269(5) Uani d . . . 1 . .
C C8 1.1187(2) 0.40143(8) 0.78015(18) 0.0260(5) Uani d . . . 1 . .
C C9 1.2439(2) 0.38186(8) 0.78171(19) 0.0284(5) Uani d . . . 1 . .
H H9 1.3194 0.4017 0.8001 0.034 Uiso calc U . R 1 . .
C C10 1.2587(2) 0.33378(8) 0.7568(2) 0.0321(5) Uani d . . . 1 . .
H H10 1.3445 0.3209 0.7554 0.038 Uiso calc U . R 1 . .
C C11 1.1498(2) 0.30394(8) 0.7335(2) 0.0308(5) Uani d . . . 1 . .
H H11 1.1606 0.2705 0.7189 0.037 Uiso calc U . R 1 . .
C C12 1.0248(2) 0.32349(8) 0.73176(18) 0.0255(5) Uani d . . . 1 . .
C C13 1.0085(2) 0.37229(8) 0.75287(18) 0.0254(5) Uani d . . . 1 . .
H H13 0.9225 0.3857 0.7487 0.031 Uiso calc U . R 1 . .
C C14 0.9049(2) 0.29327(7) 0.69450(19) 0.0257(5) Uani d . . . 1 . .
C C15 0.9582(2) 0.23954(7) 0.87145(18) 0.0251(5) Uani d . . . 1 . .
H H15A 0.8894 0.2382 0.926 0.03 Uiso calc U . R 1 . .
H H15B 1.0175 0.2667 0.8984 0.03 Uiso calc U . R 1 . .
C C16 1.03685(19) 0.19359(7) 0.88636(19) 0.0259(5) Uani d . . . 1 . .
H H16A 1.0914 0.1907 0.8198 0.031 Uiso calc U . R 1 . .
H H16B 1.0968 0.1947 0.9633 0.031 Uiso calc U . R 1 . .
C C17 1.0263(2) 0.11062(7) 0.9265(2) 0.0282(5) Uani d . . . 1 . .
H H17A 1.069 0.1155 1.0103 0.034 Uiso calc U . R 1 . .
H H17B 1.0962 0.1048 0.8747 0.034 Uiso calc U . R 1 . .
C C18 0.9363(2) 0.06801(8) 0.9214(2) 0.0329(5) Uani d . . . 1 . .
H H18A 0.8885 0.0646 0.8389 0.04 Uiso calc U . R 1 . .
H H18B 0.9883 0.0383 0.941 0.04 Uiso calc U . R 1 . .
C C19 0.7668(2) 0.03196(8) 1.0149(2) 0.0389(6) Uani d . . . 1 . .
H H19A 0.8214 0.0063 1.0578 0.047 Uiso calc U . R 1 . .
H H19B 0.7323 0.02 0.9335 0.047 Uiso calc U . R 1 . .
C C20 0.6552(2) 0.04427(9) 1.0828(2) 0.0374(6) Uani d . . . 1 . .
H H20A 0.6032 0.0151 1.0956 0.045 Uiso calc U . R 1 . .
H H20B 0.6887 0.0582 1.1624 0.045 Uiso calc U . R 1 . .
C C21 0.4633(2) 0.09339(9) 1.0620(2) 0.0376(6) Uani d . . . 1 . .
H H21C 0.4886 0.1067 1.1439 0.045 Uiso calc U . R 1 . .
H H21D 0.4027 0.0659 1.0677 0.045 Uiso calc U . R 1 . .
C C22 0.3984(2) 0.13114(9) 0.9800(2) 0.0378(6) Uani d . . . 1 . .
H H22E 0.3769 0.1181 0.8973 0.045 Uiso calc U . R 1 . .
H H22F 0.3156 0.1419 1.0086 0.045 Uiso calc U . R 1 . .
C C23 0.4378(2) 0.20787(9) 0.8996(2) 0.0360(6) Uani d . . . 1 . .
H H23A 0.356 0.2215 0.9242 0.043 Uiso calc U . R 1 . .
H H23B 0.4179 0.1953 0.8164 0.043 Uiso calc U . R 1 . .
C C24 0.5424(2) 0.24562(9) 0.9054(2) 0.0344(5) Uani d . . . 1 . .
H H24A 0.5079 0.2738 0.8568 0.041 Uiso calc U . R 1 . .
H H24B 0.5646 0.2564 0.9901 0.041 Uiso calc U . R 1 . .
C C25 0.6528(2) 0.23271(8) 0.73419(19) 0.0293(5) Uani d . . . 1 . .
H H25A 0.631 0.2662 0.7085 0.035 Uiso calc U . R 1 . .
H H25B 0.5833 0.2112 0.6941 0.035 Uiso calc U . R 1 . .
C C26 0.7845(2) 0.21873(8) 0.69870(19) 0.0270(5) Uani d . . . 1 . .
H H26A 0.8048 0.1853 0.7257 0.032 Uiso calc U . R 1 . .
H H26B 0.7784 0.2192 0.6096 0.032 Uiso calc U . R 1 . .
Na Na1 0.71686(8) 0.14757(3) 0.95315(7) 0.0269(2) Uani d . . . 1 . .
S S1T1 0.62452(7) 0.02865(3) 0.60994(7) 0.0369(2) Uani d . P D 0.81 A 1
C C1T1 0.6438(2) 0.07726(11) 0.6951(3) 0.0245(6) Uani d . P D 0.81 A 1
N N1T1 0.6565(3) 0.11249(11) 0.7555(3) 0.0317(7) Uani d . P D 0.81 A 1
S S1T2 0.6230(15) 0.1066(7) 0.7256(15) 0.175(7) Uiso d . P D 0.19 A 2
C C1T2 0.624(4) 0.0484(8) 0.689(5) 0.2 Uiso d U P D 0.19 A 2
N N1T2 0.651(4) 0.0073(9) 0.673(4) 0.212(16) Uiso d . P D 0.19 A 2
O O1SA 0.5627(2) 0.40292(15) 0.8637(2) 0.0743(9) Uani d . P D 0.81 B 1
H H1SO 0.5641 0.4223 0.9217 0.112 Uiso calc U P R 0.81 B 1
C C1SA 0.6705(4) 0.37077(16) 0.8859(4) 0.0538(10) Uani d . P D 0.81 B 1
H H1S1 0.7531 0.389 0.8927 0.081 Uiso calc U P R 0.81 B 1
H H1S2 0.6678 0.3478 0.819 0.081 Uiso calc U P R 0.81 B 1
H H1S3 0.6652 0.3533 0.9612 0.081 Uiso calc U P R 0.81 B 1
O O1SB 0.575(4) 0.3676(14) 0.886(4) 0.25(2) Uiso d . P D 0.19 C 2
H H2SO 0.526 0.3565 0.9339 0.371 Uiso d U P R 0.19 C 2
C C1SB 0.712(4) 0.374(2) 0.919(5) 0.23(3) Uiso d . P D 0.19 C 2
H H1S4 0.733 0.4045 0.9613 0.342 Uiso d U P R 0.19 C 2
H H1S5 0.7496 0.3738 0.843 0.342 Uiso d U P R 0.19 C 2
H H1S6 0.749 0.3472 0.9699 0.342 Uiso d U P R 0.19 C 2


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 N1 . 1.221(2) ?
O2 N1 . 1.228(3) ?
O3 C7 . 1.211(3) ?
O4 C14 . 1.238(2) ?
O4 Na1 4_565 2.3170(16) ?
O5 C17 . 1.424(2) ?
O5 C16 . 1.428(2) ?
O5 Na1 . 2.6258(16) ?
O6 C18 . 1.419(3) ?
O6 C19 . 1.430(3) ?
O6 Na1 . 2.4483(17) ?
O7 C20 . 1.410(3) ?
O7 C21 . 1.414(3) ?
O7 Na1 . 2.5408(18) ?
O8 C22 . 1.415(3) ?
O8 C23 . 1.426(3) ?
O8 Na1 . 2.4919(16) ?
O9 C24 . 1.424(3) ?
O9 C25 . 1.426(3) ?
O9 Na1 . 2.5102(17) ?
N1 C1 . 1.458(3) ?
N2 C7 . 1.383(3) ?
N2 C4 . 1.384(3) ?
N2 H2N . 0.83(2) ?
N3 C7 . 1.358(3) ?
N3 C8 . 1.406(3) ?
N3 H3N . 0.81(3) ?
N4 C14 . 1.353(3) ?
N4 C26 . 1.470(3) ?
N4 C15 . 1.471(3) ?
C1 C2 . 1.378(3) ?
C1 C6 . 1.381(3) ?
C2 C3 . 1.370(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.398(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.404(3) ?
C5 C6 . 1.379(3) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C8 C9 . 1.389(3) ?
C8 C13 . 1.390(3) ?
C9 C10 . 1.375(3) ?
C9 H9 . 0.95 ?
C10 C11 . 1.386(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.388(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.388(3) ?
C12 C14 . 1.499(3) ?
C13 H13 . 0.95 ?
C15 C16 . 1.505(3) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C18 . 1.495(3) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C19 C20 . 1.491(3) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 C22 . 1.490(3) ?
C21 H21C . 0.99 ?
C21 H21D . 0.99 ?
C22 H22E . 0.99 ?
C22 H22F . 0.99 ?
C23 C24 . 1.493(3) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C25 C26 . 1.505(3) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C26 H26A . 0.99 ?
C26 H26B . 0.99 ?
Na1 O4 4_566 2.3170(16) ?
Na1 N1T1 . 2.419(3) ?
Na1 S1T2 . 2.836(16) ?
S1T1 C1T1 . 1.648(3) ?
C1T1 N1T1 . 1.185(5) ?
S1T2 C1T2 . 1.666(10) ?
C1T2 N1T2 . 1.193(11) ?
O1SA C1SA . 1.415(5) ?
O1SA H1SO . 0.84 ?
C1SA H1S1 . 0.98 ?
C1SA H1S2 . 0.98 ?
C1SA H1S3 . 0.98 ?
O1SB C1SB . 1.408(11) ?
O1SB H2SO . 0.84 ?
C1SB H1S4 . 0.98 ?
C1SB H1S5 . 0.98 ?
C1SB H1S6 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O4 Na1 . 4_565 160.83(15) ?
C17 O5 C16 . . 111.01(14) ?
C17 O5 Na1 . . 109.51(11) ?
C16 O5 Na1 . . 128.05(11) ?
C18 O6 C19 . . 112.02(17) ?
C18 O6 Na1 . . 108.82(12) ?
C19 O6 Na1 . . 114.41(12) ?
C20 O7 C21 . . 114.56(18) ?
C20 O7 Na1 . . 110.45(13) ?
C21 O7 Na1 . . 113.31(14) ?
C22 O8 C23 . . 112.79(17) ?
C22 O8 Na1 . . 114.93(13) ?
C23 O8 Na1 . . 111.70(13) ?
C24 O9 C25 . . 112.75(15) ?
C24 O9 Na1 . . 108.70(13) ?
C25 O9 Na1 . . 116.92(12) ?
O1 N1 O2 . . 123.9(2) ?
O1 N1 C1 . . 118.1(2) ?
O2 N1 C1 . . 118.02(19) ?
C7 N2 C4 . . 127.41(19) ?
C7 N2 H2N . . 114.4(16) ?
C4 N2 H2N . . 117.8(16) ?
C7 N3 C8 . . 127.57(19) ?
C7 N3 H3N . . 118.8(19) ?
C8 N3 H3N . . 112.9(19) ?
C14 N4 C26 . . 117.24(17) ?
C14 N4 C15 . . 122.76(17) ?
C26 N4 C15 . . 117.55(16) ?
C2 C1 C6 . . 121.7(2) ?
C2 C1 N1 . . 119.1(2) ?
C6 C1 N1 . . 119.2(2) ?
C3 C2 C1 . . 119.1(2) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C2 C3 C4 . . 120.7(2) ?
C2 C3 H3 . . 119.6 ?
C4 C3 H3 . . 119.6 ?
N2 C4 C3 . . 116.56(19) ?
N2 C4 C5 . . 124.1(2) ?
C3 C4 C5 . . 119.3(2) ?
C6 C5 C4 . . 119.5(2) ?
C6 C5 H5 . . 120.2 ?
C4 C5 H5 . . 120.2 ?
C5 C6 C1 . . 119.6(2) ?
C5 C6 H6 . . 120.2 ?
C1 C6 H6 . . 120.2 ?
O3 C7 N3 . . 124.9(2) ?
O3 C7 N2 . . 123.1(2) ?
N3 C7 N2 . . 111.95(19) ?
C9 C8 C13 . . 119.8(2) ?
C9 C8 N3 . . 116.82(19) ?
C13 C8 N3 . . 123.39(19) ?
C10 C9 C8 . . 120.2(2) ?
C10 C9 H9 . . 119.9 ?
C8 C9 H9 . . 119.9 ?
C9 C10 C11 . . 120.6(2) ?
C9 C10 H10 . . 119.7 ?
C11 C10 H10 . . 119.7 ?
C10 C11 C12 . . 119.2(2) ?
C10 C11 H11 . . 120.4 ?
C12 C11 H11 . . 120.4 ?
C11 C12 C13 . . 120.7(2) ?
C11 C12 C14 . . 120.33(19) ?
C13 C12 C14 . . 118.72(18) ?
C12 C13 C8 . . 119.50(19) ?
C12 C13 H13 . . 120.2 ?
C8 C13 H13 . . 120.2 ?
O4 C14 N4 . . 121.11(19) ?
O4 C14 C12 . . 119.87(19) ?
N4 C14 C12 . . 118.92(18) ?
N4 C15 C16 . . 116.13(17) ?
N4 C15 H15A . . 108.3 ?
C16 C15 H15A . . 108.3 ?
N4 C15 H15B . . 108.3 ?
C16 C15 H15B . . 108.3 ?
H15A C15 H15B . . 107.4 ?
O5 C16 C15 . . 111.32(16) ?
O5 C16 H16A . . 109.4 ?
C15 C16 H16A . . 109.4 ?
O5 C16 H16B . . 109.4 ?
C15 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
O5 C17 C18 . . 109.59(16) ?
O5 C17 H17A . . 109.8 ?
C18 C17 H17A . . 109.8 ?
O5 C17 H17B . . 109.8 ?
C18 C17 H17B . . 109.8 ?
H17A C17 H17B . . 108.2 ?
O6 C18 C17 . . 109.66(18) ?
O6 C18 H18A . . 109.7 ?
C17 C18 H18A . . 109.7 ?
O6 C18 H18B . . 109.7 ?
C17 C18 H18B . . 109.7 ?
H18A C18 H18B . . 108.2 ?
O6 C19 C20 . . 108.88(19) ?
O6 C19 H19A . . 109.9 ?
C20 C19 H19A . . 109.9 ?
O6 C19 H19B . . 109.9 ?
C20 C19 H19B . . 109.9 ?
H19A C19 H19B . . 108.3 ?
O7 C20 C19 . . 106.69(19) ?
O7 C20 H20A . . 110.4 ?
C19 C20 H20A . . 110.4 ?
O7 C20 H20B . . 110.4 ?
C19 C20 H20B . . 110.4 ?
H20A C20 H20B . . 108.6 ?
O7 C21 C22 . . 106.87(19) ?
O7 C21 H21C . . 110.3 ?
C22 C21 H21C . . 110.3 ?
O7 C21 H21D . . 110.3 ?
C22 C21 H21D . . 110.3 ?
H21C C21 H21D . . 108.6 ?
O8 C22 C21 . . 107.71(18) ?
O8 C22 H22E . . 110.2 ?
C21 C22 H22E . . 110.2 ?
O8 C22 H22F . . 110.2 ?
C21 C22 H22F . . 110.2 ?
H22E C22 H22F . . 108.5 ?
O8 C23 C24 . . 107.08(17) ?
O8 C23 H23A . . 110.3 ?
C24 C23 H23A . . 110.3 ?
O8 C23 H23B . . 110.3 ?
C24 C23 H23B . . 110.3 ?
H23A C23 H23B . . 108.6 ?
O9 C24 C23 . . 112.48(19) ?
O9 C24 H24A . . 109.1 ?
C23 C24 H24A . . 109.1 ?
O9 C24 H24B . . 109.1 ?
C23 C24 H24B . . 109.1 ?
H24A C24 H24B . . 107.8 ?
O9 C25 C26 . . 108.70(16) ?
O9 C25 H25A . . 109.9 ?
C26 C25 H25A . . 109.9 ?
O9 C25 H25B . . 109.9 ?
C26 C25 H25B . . 109.9 ?
H25A C25 H25B . . 108.3 ?
N4 C26 C25 . . 114.22(17) ?
N4 C26 H26A . . 108.7 ?
C25 C26 H26A . . 108.7 ?
N4 C26 H26B . . 108.7 ?
C25 C26 H26B . . 108.7 ?
H26A C26 H26B . . 107.6 ?
O4 Na1 N1T1 4_566 . 162.31(9) ?
O4 Na1 O6 4_566 . 95.38(6) ?
N1T1 Na1 O6 . . 86.96(8) ?
O4 Na1 O8 4_566 . 96.88(6) ?
N1T1 Na1 O8 . . 94.55(9) ?
O6 Na1 O8 . . 131.70(6) ?
O4 Na1 O9 4_566 . 83.13(5) ?
N1T1 Na1 O9 . . 88.38(8) ?
O6 Na1 O9 . . 158.85(6) ?
O8 Na1 O9 . . 69.25(5) ?
O4 Na1 O7 4_566 . 115.92(6) ?
N1T1 Na1 O7 . . 81.16(8) ?
O6 Na1 O7 . . 67.12(5) ?
O8 Na1 O7 . . 65.49(5) ?
O9 Na1 O7 . . 132.34(6) ?
O4 Na1 O5 4_566 . 80.70(5) ?
N1T1 Na1 O5 . . 83.96(9) ?
O6 Na1 O5 . . 68.13(5) ?
O8 Na1 O5 . . 160.11(6) ?
O9 Na1 O5 . . 90.86(5) ?
O7 Na1 O5 . . 133.32(6) ?
O4 Na1 S1T2 4_566 . 166.1(4) ?
O6 Na1 S1T2 . . 89.3(4) ?
O8 Na1 S1T2 . . 89.7(3) ?
O9 Na1 S1T2 . . 87.8(4) ?
O7 Na1 S1T2 . . 78.0(4) ?
O5 Na1 S1T2 . . 88.9(3) ?
N1T1 C1T1 S1T1 . . 179.2(3) ?
C1T1 N1T1 Na1 . . 148.0(2) ?
C1T2 S1T2 Na1 . . 127.(2) ?
N1T2 C1T2 S1T2 . . 166.(5) ?
C1SA O1SA H1SO . . 109.5 ?
O1SA C1SA H1S1 . . 109.5 ?
O1SA C1SA H1S2 . . 109.5 ?
H1S1 C1SA H1S2 . . 109.5 ?
O1SA C1SA H1S3 . . 109.5 ?
H1S1 C1SA H1S3 . . 109.5 ?
H1S2 C1SA H1S3 . . 109.5 ?
C1SB O1SB H2SO . . 122.7 ?
O1SB C1SB H1S4 . . 112.4 ?
O1SB C1SB H1S5 . . 105.2 ?
H1S4 C1SB H1S5 . . 109.5 ?
O1SB C1SB H1S6 . . 110.7 ?
H1S4 C1SB H1S6 . . 109.5 ?
H1S5 C1SB H1S6 . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 N1 C1 C2 . . . . 4.1(3) ?
O2 N1 C1 C2 . . . . -175.0(2) ?
O1 N1 C1 C6 . . . . -176.7(2) ?
O2 N1 C1 C6 . . . . 4.2(3) ?
C6 C1 C2 C3 . . . . -0.4(3) ?
N1 C1 C2 C3 . . . . 178.86(19) ?
C1 C2 C3 C4 . . . . 0.0(3) ?
C7 N2 C4 C3 . . . . -168.2(2) ?
C7 N2 C4 C5 . . . . 11.9(3) ?
C2 C3 C4 N2 . . . . -179.5(2) ?
C2 C3 C4 C5 . . . . 0.5(3) ?
N2 C4 C5 C6 . . . . 179.4(2) ?
C3 C4 C5 C6 . . . . -0.6(3) ?
C4 C5 C6 C1 . . . . 0.2(3) ?
C2 C1 C6 C5 . . . . 0.3(3) ?
N1 C1 C6 C5 . . . . -179.0(2) ?
C8 N3 C7 O3 . . . . -9.2(4) ?
C8 N3 C7 N2 . . . . 171.0(2) ?
C4 N2 C7 O3 . . . . -9.1(4) ?
C4 N2 C7 N3 . . . . 170.7(2) ?
C7 N3 C8 C9 . . . . -168.4(2) ?
C7 N3 C8 C13 . . . . 12.5(3) ?
C13 C8 C9 C10 . . . . -0.2(3) ?
N3 C8 C9 C10 . . . . -179.28(19) ?
C8 C9 C10 C11 . . . . -2.0(3) ?
C9 C10 C11 C12 . . . . 2.1(3) ?
C10 C11 C12 C13 . . . . 0.1(3) ?
C10 C11 C12 C14 . . . . 173.7(2) ?
C11 C12 C13 C8 . . . . -2.3(3) ?
C14 C12 C13 C8 . . . . -176.02(19) ?
C9 C8 C13 C12 . . . . 2.3(3) ?
N3 C8 C13 C12 . . . . -178.66(19) ?
Na1 O4 C14 N4 4_565 . . . -172.8(3) ?
Na1 O4 C14 C12 4_565 . . . 3.4(6) ?
C26 N4 C14 O4 . . . . 4.5(3) ?
C15 N4 C14 O4 . . . . -157.31(19) ?
C26 N4 C14 C12 . . . . -171.84(17) ?
C15 N4 C14 C12 . . . . 26.4(3) ?
C11 C12 C14 O4 . . . . -124.3(2) ?
C13 C12 C14 O4 . . . . 49.5(3) ?
C11 C12 C14 N4 . . . . 52.1(3) ?
C13 C12 C14 N4 . . . . -134.2(2) ?
C14 N4 C15 C16 . . . . -130.0(2) ?
C26 N4 C15 C16 . . . . 68.3(2) ?
C17 O5 C16 C15 . . . . -167.04(17) ?
Na1 O5 C16 C15 . . . . -28.0(2) ?
N4 C15 C16 O5 . . . . -76.3(2) ?
C16 O5 C17 C18 . . . . -178.25(17) ?
Na1 O5 C17 C18 . . . . 35.0(2) ?
C19 O6 C18 C17 . . . . -172.74(18) ?
Na1 O6 C18 C17 . . . . 59.76(19) ?
O5 C17 C18 O6 . . . . -65.5(2) ?
C18 O6 C19 C20 . . . . -167.98(19) ?
Na1 O6 C19 C20 . . . . -43.5(2) ?
C21 O7 C20 C19 . . . . 178.84(19) ?
Na1 O7 C20 C19 . . . . -51.8(2) ?
O6 C19 C20 O7 . . . . 63.9(2) ?
C20 O7 C21 C22 . . . . 176.22(19) ?
Na1 O7 C21 C22 . . . . 48.3(2) ?
C23 O8 C22 C21 . . . . 177.07(18) ?
Na1 O8 C22 C21 . . . . 47.5(2) ?
O7 C21 C22 O8 . . . . -62.8(2) ?
C22 O8 C23 C24 . . . . -177.93(18) ?
Na1 O8 C23 C24 . . . . -46.7(2) ?
C25 O9 C24 C23 . . . . 85.0(2) ?
Na1 O9 C24 C23 . . . . -46.3(2) ?
O8 C23 C24 O9 . . . . 64.5(2) ?
C24 O9 C25 C26 . . . . 174.44(17) ?
Na1 O9 C25 C26 . . . . -58.48(19) ?
C14 N4 C26 C25 . . . . -78.1(2) ?
C15 N4 C26 C25 . . . . 84.6(2) ?
O9 C25 C26 N4 . . . . -62.5(2) ?
Na1 S1T2 C1T2 N1T2 . . . . -50.(20) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2N S1T1 2_756 0.83(2) 2.63(2) 3.445(2) 168.(2) ?
N2 H2N N1T2 2_756 0.83(2) 2.57(4) 3.31(4) 149.(2) ?
N3 H3N S1T1 2_756 0.81(3) 2.72(3) 3.489(2) 161.(2) ?
N3 H3N N1T2 2_756 0.81(3) 2.08(4) 2.87(3) 169.(3) ?
O1SA H1SO S1T1 4_566 0.84 2.51 3.335(3) 165.7 ?
C1SA H1S1 O3 . 0.98 2.66 3.535(4) 149.0 ?

