# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_20140925campnaacetoal_0m
_audit_block_doi                 10.5517/ccdc.csd.cc13kxzk
_database_code_depnum_ccdc_archive 'CCDC 1030129'
_audit_update_record             
;
2014-10-20 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"Adenosine 3',5'-Cyclic Monophosphate Sodium Salt Hydrate"
_chemical_name_common            
"ADENOSINE-3',5'-CYCLIC PHOSPHATE SODIUM;CYCLIC AMP SODIUM SALT; 3',5'-CYCLIC AMP NA"
_chemical_melting_point          ?
_chemical_formula_moiety         C10H11N5NaO6P`4(H2O)
_chemical_formula_sum            'C20 H38 N10 Na2 O20 P2'
_chemical_formula_weight         846.52
_chemical_absolute_configuration ad

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'
P P 0.1023 0.0942 '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)   '

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

_cell_length_a                   5.8453(12)
_cell_length_b                   21.435(5)
_cell_length_c                   13.955(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.506(3)
_cell_angle_gamma                90.00
_cell_volume                     1740.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7231
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.65

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9385
_exptl_absorpt_correction_T_max  0.9499
_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            9699
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.47
_diffrn_reflns_theta_max         25.01
_reflns_number_total             5586
_reflns_number_gt                5446
_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)+(0.0395P)²+0.2345P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_refine_ls_number_reflns         5586
_refine_ls_number_parameters     497
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0665
_refine_ls_wR_factor_gt          0.0657
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.004
_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
C1 C -0.0140(3) 0.55360(10) 0.63654(13) 0.0292(4) Uani 1 1 d . . .
C2 C -0.0565(4) 0.61232(11) 0.49673(15) 0.0361(5) Uani 1 1 d . . .
H2A H -0.1431 0.6191 0.4382 0.043 Uiso 1 1 calc R . .
C3 C 0.2459(3) 0.63344(10) 0.59867(13) 0.0270(4) Uani 1 1 d . . .
C4 C 0.1909(3) 0.58756(10) 0.66163(14) 0.0286(4) Uani 1 1 d . . .
C5 C 0.5002(3) 0.63035(11) 0.72494(14) 0.0344(5) Uani 1 1 d . . .
H5 H 0.6286 0.6398 0.7670 0.041 Uiso 1 1 calc R . .
C6 C 0.5584(3) 0.71546(10) 0.60166(14) 0.0292(4) Uani 1 1 d . . .
H6 H 0.5882 0.7076 0.5348 0.035 Uiso 1 1 calc R . .
C7 C 0.4115(3) 0.77540(10) 0.60770(13) 0.0291(4) Uani 1 1 d . . .
H7 H 0.2463 0.7665 0.6027 0.035 Uiso 1 1 calc R . .
C8 C 0.5037(3) 0.79589(9) 0.70810(14) 0.0269(4) Uani 1 1 d . . .
H8 H 0.4460 0.7679 0.7558 0.032 Uiso 1 1 calc R . .
C9 C 0.7599(3) 0.78549(10) 0.70493(15) 0.0297(4) Uani 1 1 d . . .
H9 H 0.8207 0.8171 0.6635 0.036 Uiso 1 1 calc R . .
C10 C 0.8826(4) 0.79048(11) 0.80534(17) 0.0391(5) Uani 1 1 d . . .
H10A H 0.8223 0.7603 0.8482 0.047 Uiso 1 1 calc R . .
H10B H 1.0463 0.7835 0.8043 0.047 Uiso 1 1 calc R . .
C11 C 0.7099(3) 0.98194(10) 0.55193(13) 0.0280(4) Uani 1 1 d . . .
C12 C 1.0596(3) 0.93694(11) 0.60464(14) 0.0330(4) Uani 1 1 d . . .
H12 H 1.1803 0.9352 0.6531 0.040 Uiso 1 1 calc R . .
C13 C 0.8985(3) 0.90644(10) 0.46274(13) 0.0266(4) Uani 1 1 d . . .
C14 C 0.7106(3) 0.94448(10) 0.46861(13) 0.0272(4) Uani 1 1 d . . .
C15 C 0.6538(4) 0.89883(10) 0.33300(13) 0.0327(4) Uani 1 1 d . . .
H15 H 0.5884 0.8859 0.2729 0.039 Uiso 1 1 calc R . .
C16 C 1.0223(3) 0.83353(10) 0.33616(13) 0.0293(4) Uani 1 1 d . . .
H16 H 1.1794 0.8446 0.3611 0.035 Uiso 1 1 calc R . .
C17 C 0.9790(4) 0.76410(10) 0.35858(13) 0.0316(4) Uani 1 1 d . . .
H17 H 0.8831 0.7589 0.4119 0.038 Uiso 1 1 calc R . .
C18 C 0.8572(3) 0.74347(9) 0.26296(13) 0.0274(4) Uani 1 1 d . . .
H18 H 0.6979 0.7583 0.2569 0.033 Uiso 1 1 calc R . .
C19 C 0.9951(3) 0.77863(9) 0.19376(13) 0.0288(4) Uani 1 1 d . . .
H19 H 1.1519 0.7620 0.1976 0.035 Uiso 1 1 calc R . .
C20 C 0.8850(4) 0.77325(11) 0.09192(14) 0.0358(5) Uani 1 1 d . . .
H20A H 0.7289 0.7891 0.0868 0.043 Uiso 1 1 calc R . .
H20B H 0.9722 0.7963 0.0479 0.043 Uiso 1 1 calc R . .
N1 N -0.0971(3) 0.50980(9) 0.69066(13) 0.0377(4) Uani 1 1 d . . .
H1A H -0.2240 0.4914 0.6714 0.045 Uiso 1 1 calc R . .
H1B H -0.0242 0.4998 0.7450 0.045 Uiso 1 1 calc R . .
N2 N -0.1338(3) 0.56795(9) 0.55158(12) 0.0334(4) Uani 1 1 d . . .
N3 N 0.1287(3) 0.64860(9) 0.51417(12) 0.0340(4) Uani 1 1 d . . .
N4 N 0.4441(3) 0.66150(8) 0.64020(11) 0.0291(3) Uani 1 1 d . . .
N5 N 0.3541(3) 0.58570(9) 0.74078(12) 0.0348(4) Uani 1 1 d . . .
N6 N 0.5434(3) 1.02235(9) 0.56598(12) 0.0373(4) Uani 1 1 d . . .
H6A H 0.5511 1.0443 0.6178 0.045 Uiso 1 1 calc R . .
H6B H 0.4282 1.0265 0.5233 0.045 Uiso 1 1 calc R . .
N7 N 0.8901(3) 0.97621(8) 0.62046(11) 0.0305(4) Uani 1 1 d . . .
N8 N 1.0806(3) 0.89972(9) 0.52896(12) 0.0318(4) Uani 1 1 d . . .
N9 N 0.8620(3) 0.87684(8) 0.37460(11) 0.0291(3) Uani 1 1 d . . .
N10 N 0.5571(3) 0.93956(8) 0.38616(11) 0.0318(4) Uani 1 1 d . . .
Na1 Na 1.05775(13) 1.03934(4) 1.01890(6) 0.03709(19) Uani 1 1 d . . .
Na2 Na 0.89512(16) 1.02565(5) 0.78564(6) 0.0472(2) Uani 1 1 d . . .
O1 O 0.7704(2) 0.72521(7) 0.66005(11) 0.0345(3) Uani 1 1 d . . .
O2 O 0.4704(3) 0.81739(7) 0.53712(10) 0.0380(3) Uani 1 1 d . . .
H2 H 0.3708 0.8443 0.5288 0.057 Uiso 1 1 calc R . .
O3 O 0.8375(2) 0.85357(8) 0.83550(11) 0.0406(4) Uani 1 1 d . . .
O4 O 0.4584(2) 0.85867(7) 0.73245(10) 0.0334(3) Uani 1 1 d . . .
O5 O 0.4627(3) 0.84269(9) 0.91159(11) 0.0506(4) Uani 1 1 d . . .
O6 O 0.5817(3) 0.94674(8) 0.84121(12) 0.0461(4) Uani 1 1 d . . .
O7 O 1.1921(3) 0.73352(8) 0.37564(10) 0.0385(3) Uani 1 1 d . . .
H7A H 1.1846 0.7073 0.4181 0.058 Uiso 1 1 calc R . .
O8 O 0.9984(3) 0.84048(7) 0.23305(9) 0.0368(3) Uani 1 1 d . . .
O9 O 0.8628(2) 0.67765(7) 0.24620(9) 0.0308(3) Uani 1 1 d . . .
O10 O 0.8876(3) 0.70654(7) 0.07109(9) 0.0347(3) Uani 1 1 d . . .
O11 O 0.5122(2) 0.66843(8) 0.12564(11) 0.0429(4) Uani 1 1 d . . .
O12 O 0.8533(3) 0.59514(7) 0.12001(11) 0.0434(4) Uani 1 1 d . . .
O13 O 1.0135(4) 1.13146(10) 1.11204(13) 0.0611(5) Uani 1 1 d . . .
H13A H 0.9535 1.1590 1.0774 0.092 Uiso 1 1 d R . .
H13B H 0.8779 1.1265 1.1556 0.092 Uiso 1 1 d R . .
O14 O 0.6740(3) 1.11224(8) 0.71985(10) 0.0407(4) Uani 1 1 d . . .
H14A H 0.7531 1.1456 0.7051 0.049 Uiso 1 1 d R . .
H14B H 0.6407 1.1350 0.7636 0.061 Uiso 1 1 d R . .
O15 O 1.1185(3) 0.96168(8) 0.89406(12) 0.0437(4) Uani 1 1 d . . .
H15A H 1.0716 0.9258 0.9042 0.052 Uiso 1 1 d R . .
H15B H 1.2668 0.9606 0.8827 0.052 Uiso 1 1 d R . .
O16 O 1.4304(3) 1.01988(9) 1.09864(12) 0.0494(4) Uani 1 1 d . . .
H16B H 1.5285 1.0355 1.0568 0.059 Uiso 1 1 d R . .
H16A H 1.4890 1.0348 1.1529 0.059 Uiso 1 1 d R . .
O17 O 0.9332(3) 0.95416(9) 1.11546(12) 0.0520(4) Uani 1 1 d . . .
H17A H 0.8010 0.9445 1.0963 0.078 Uiso 1 1 d R . .
H17B H 1.0085 0.9169 1.1281 0.062 Uiso 1 1 d R . .
O18 O 0.6765(3) 1.05107(9) 0.94584(12) 0.0484(4) Uani 1 1 d . . .
H18A H 0.6001 1.0848 0.9251 0.058 Uiso 1 1 d R . .
H18B H 0.6186 1.0182 0.9167 0.058 Uiso 1 1 d R . .
O19 O 0.3518(5) 0.71721(13) 0.93729(19) 0.0889(9) Uani 1 1 d . . .
O20 O 0.4454(5) 0.88999(12) 0.09923(13) 0.0863(8) Uani 1 1 d . . .
H20C H 0.4346 0.8751 0.0384 0.104 Uiso 1 1 d R . .
H20D H 0.4310 0.9335 0.0830 0.104 Uiso 1 1 d R . .
P1 P 0.57668(9) 0.87759(3) 0.83762(4) 0.03374(12) Uani 1 1 d . . .
P2 P 0.76602(9) 0.65829(3) 0.13781(3) 0.03030(12) Uani 1 1 d . . .
H19A H 0.401(7) 0.710(2) 0.991(3) 0.097(14) Uiso 1 1 d . . .
H19B H 0.415(11) 0.754(3) 0.934(5) 0.18(3) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.326(3) . ?
C1 N2 1.353(2) . ?
C1 C4 1.416(3) . ?
C2 N2 1.327(3) . ?
C2 N3 1.336(3) . ?
C2 H2A 0.9300 . ?
C3 N3 1.346(2) . ?
C3 C4 1.377(3) . ?
C3 N4 1.382(3) . ?
C4 N5 1.389(2) . ?
C5 N5 1.315(3) . ?
C5 N4 1.370(3) . ?
C5 H5 0.9300 . ?
C6 O1 1.432(2) . ?
C6 N4 1.463(3) . ?
C6 C7 1.552(3) . ?
C6 H6 0.9800 . ?
C7 O2 1.401(3) . ?
C7 C8 1.517(3) . ?
C7 H7 0.9800 . ?
C8 O4 1.419(2) . ?
C8 C9 1.519(2) . ?
C8 H8 0.9800 . ?
C9 O1 1.440(3) . ?
C9 C10 1.515(3) . ?
C9 H9 0.9800 . ?
C10 O3 1.448(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N6 1.331(3) . ?
C11 N7 1.359(2) . ?
C11 C14 1.413(3) . ?
C12 N7 1.334(3) . ?
C12 N8 1.339(3) . ?
C12 H12 0.9300 . ?
C13 N8 1.349(2) . ?
C13 C14 1.377(3) . ?
C13 N9 1.382(2) . ?
C14 N10 1.394(2) . ?
C15 N10 1.309(3) . ?
C15 N9 1.380(3) . ?
C15 H15 0.9300 . ?
C16 O8 1.440(2) . ?
C16 N9 1.458(3) . ?
C16 C17 1.547(3) . ?
C16 H16 0.9800 . ?
C17 O7 1.407(3) . ?
C17 C18 1.517(3) . ?
C17 H17 0.9800 . ?
C18 O9 1.431(2) . ?
C18 C19 1.516(3) . ?
C18 H18 0.9800 . ?
C19 O8 1.434(3) . ?
C19 C20 1.507(3) . ?
C19 H19 0.9800 . ?
C20 O10 1.460(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N6 H6A 0.8600 . ?
N6 H6B 0.8600 . ?
N7 Na2 2.5348(18) . ?
Na1 O18 2.3732(18) . ?
Na1 O12 2.3775(18) 2_756 ?
Na1 O16 2.3856(18) . ?
Na1 O13 2.391(2) . ?
Na1 O17 2.422(2) . ?
Na1 O15 2.4600(19) . ?
Na1 Na2 3.3155(13) . ?
Na2 O15 2.3443(19) . ?
Na2 O14 2.394(2) . ?
Na2 O12 2.3966(19) 2_756 ?
Na2 O6 2.663(2) . ?
Na2 O18 2.734(2) . ?
Na2 H18B 2.5592 . ?
O2 H2 0.8200 . ?
O3 P1 1.6124(15) . ?
O4 P1 1.6130(14) . ?
O5 P1 1.4837(18) . ?
O6 P1 1.4832(18) . ?
O7 H7A 0.8200 . ?
O9 P2 1.6175(14) . ?
O10 P2 1.6026(15) . ?
O11 P2 1.4932(16) . ?
O12 P2 1.4758(17) . ?
O12 Na1 2.3776(18) 2_746 ?
O12 Na2 2.3966(19) 2_746 ?
O13 H13A 0.8200 . ?
O13 H13B 1.0501 . ?
O14 H14A 0.8863 . ?
O14 H14B 0.8200 . ?
O15 H15A 0.8338 . ?
O15 H15B 0.8958 . ?
O16 H16B 0.9205 . ?
O16 H16A 0.8620 . ?
O17 H17A 0.8200 . ?
O17 H17B 0.9206 . ?
O18 H18A 0.8833 . ?
O18 H18B 0.8670 . ?
O19 H19A 0.79(4) . ?
O19 H19B 0.87(7) . ?
O20 H20C 0.9036 . ?
O20 H20D 0.9613 . ?

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
N1 C1 N2 118.20(18) . . ?
N1 C1 C4 124.79(18) . . ?
N2 C1 C4 117.00(18) . . ?
N2 C2 N3 128.81(18) . . ?
N2 C2 H2A 115.6 . . ?
N3 C2 H2A 115.6 . . ?
N3 C3 C4 126.93(18) . . ?
N3 C3 N4 126.74(18) . . ?
C4 C3 N4 106.32(16) . . ?
C3 C4 N5 110.06(17) . . ?
C3 C4 C1 116.94(17) . . ?
N5 C4 C1 132.98(18) . . ?
N5 C5 N4 113.22(17) . . ?
N5 C5 H5 123.4 . . ?
N4 C5 H5 123.4 . . ?
O1 C6 N4 107.86(15) . . ?
O1 C6 C7 107.53(15) . . ?
N4 C6 C7 111.11(15) . . ?
O1 C6 H6 110.1 . . ?
N4 C6 H6 110.1 . . ?
C7 C6 H6 110.1 . . ?
O2 C7 C8 111.95(17) . . ?
O2 C7 C6 108.62(15) . . ?
C8 C7 C6 98.08(15) . . ?
O2 C7 H7 112.4 . . ?
C8 C7 H7 112.4 . . ?
C6 C7 H7 112.4 . . ?
O4 C8 C7 115.97(16) . . ?
O4 C8 C9 110.69(15) . . ?
C7 C8 C9 101.21(15) . . ?
O4 C8 H8 109.5 . . ?
C7 C8 H8 109.5 . . ?
C9 C8 H8 109.5 . . ?
O1 C9 C10 115.43(17) . . ?
O1 C9 C8 103.17(15) . . ?
C10 C9 C8 110.09(16) . . ?
O1 C9 H9 109.3 . . ?
C10 C9 H9 109.3 . . ?
C8 C9 H9 109.3 . . ?
O3 C10 C9 104.56(17) . . ?
O3 C10 H10A 110.8 . . ?
C9 C10 H10A 110.8 . . ?
O3 C10 H10B 110.8 . . ?
C9 C10 H10B 110.8 . . ?
H10A C10 H10B 108.9 . . ?
N6 C11 N7 118.92(17) . . ?
N6 C11 C14 123.41(17) . . ?
N7 C11 C14 117.68(17) . . ?
N7 C12 N8 129.21(18) . . ?
N7 C12 H12 115.4 . . ?
N8 C12 H12 115.4 . . ?
N8 C13 C14 127.17(17) . . ?
N8 C13 N9 127.24(18) . . ?
C14 C13 N9 105.59(16) . . ?
C13 C14 N10 111.11(17) . . ?
C13 C14 C11 116.78(17) . . ?
N10 C14 C11 132.06(18) . . ?
N10 C15 N9 113.63(16) . . ?
N10 C15 H15 123.2 . . ?
N9 C15 H15 123.2 . . ?
O8 C16 N9 107.32(16) . . ?
O8 C16 C17 107.43(15) . . ?
N9 C16 C17 114.53(16) . . ?
O8 C16 H16 109.1 . . ?
N9 C16 H16 109.1 . . ?
C17 C16 H16 109.1 . . ?
O7 C17 C18 110.26(16) . . ?
O7 C17 C16 108.86(17) . . ?
C18 C17 C16 100.06(15) . . ?
O7 C17 H17 112.3 . . ?
C18 C17 H17 112.3 . . ?
C16 C17 H17 112.3 . . ?
O9 C18 C19 111.34(15) . . ?
O9 C18 C17 114.51(16) . . ?
C19 C18 C17 100.49(16) . . ?
O9 C18 H18 110.0 . . ?
C19 C18 H18 110.0 . . ?
C17 C18 H18 110.0 . . ?
O8 C19 C20 114.84(17) . . ?
O8 C19 C18 101.79(14) . . ?
C20 C19 C18 110.95(17) . . ?
O8 C19 H19 109.7 . . ?
C20 C19 H19 109.7 . . ?
C18 C19 H19 109.7 . . ?
O10 C20 C19 104.55(16) . . ?
O10 C20 H20A 110.8 . . ?
C19 C20 H20A 110.8 . . ?
O10 C20 H20B 110.8 . . ?
C19 C20 H20B 110.8 . . ?
H20A C20 H20B 108.9 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C2 N2 C1 119.48(18) . . ?
C2 N3 C3 110.77(18) . . ?
C5 N4 C3 105.74(17) . . ?
C5 N4 C6 128.50(16) . . ?
C3 N4 C6 125.68(16) . . ?
C5 N5 C4 104.65(17) . . ?
C11 N6 H6A 120.0 . . ?
C11 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
C12 N7 C11 118.58(17) . . ?
C12 N7 Na2 118.05(12) . . ?
C11 N7 Na2 122.87(13) . . ?
C12 N8 C13 110.54(17) . . ?
C15 N9 C13 105.80(16) . . ?
C15 N9 C16 129.41(16) . . ?
C13 N9 C16 124.75(16) . . ?
C15 N10 C14 103.87(16) . . ?
O18 Na1 O12 82.32(7) . 2_756 ?
O18 Na1 O16 175.21(8) . . ?
O12 Na1 O16 101.94(7) 2_756 . ?
O18 Na1 O13 90.00(7) . . ?
O12 Na1 O13 94.09(7) 2_756 . ?
O16 Na1 O13 91.86(7) . . ?
O18 Na1 O17 89.94(7) . . ?
O12 Na1 O17 159.02(7) 2_756 . ?
O16 Na1 O17 85.31(7) . . ?
O13 Na1 O17 105.43(8) . . ?
O18 Na1 O15 87.76(6) . . ?
O12 Na1 O15 72.85(6) 2_756 . ?
O16 Na1 O15 91.40(6) . . ?
O13 Na1 O15 166.93(8) . . ?
O17 Na1 O15 87.44(7) . . ?
O18 Na1 Na2 54.45(5) . . ?
O12 Na1 Na2 46.25(5) 2_756 . ?
O16 Na1 Na2 127.26(5) . . ?
O13 Na1 Na2 124.82(6) . . ?
O17 Na1 Na2 113.97(6) . . ?
O15 Na1 Na2 44.93(4) . . ?
O15 Na2 O14 161.42(7) . . ?
O15 Na2 O12 74.60(6) . 2_756 ?
O14 Na2 O12 90.52(7) . 2_756 ?
O15 Na2 N7 107.42(7) . . ?
O14 Na2 N7 90.96(6) . . ?
O12 Na2 N7 135.43(7) 2_756 . ?
O15 Na2 O6 78.27(6) . . ?
O14 Na2 O6 104.06(6) . . ?
O12 Na2 O6 129.63(6) 2_756 . ?
N7 Na2 O6 92.93(6) . . ?
O15 Na2 O18 82.18(6) . . ?
O14 Na2 O18 83.21(6) . . ?
O12 Na2 O18 74.77(6) 2_756 . ?
N7 Na2 O18 149.48(7) . . ?
O6 Na2 O18 59.99(6) . . ?
O15 Na2 Na1 47.83(5) . . ?
O14 Na2 Na1 113.66(5) . . ?
O12 Na2 Na1 45.78(4) 2_756 . ?
N7 Na2 Na1 155.11(5) . . ?
O6 Na2 Na1 84.88(5) . . ?
O18 Na2 Na1 44.93(4) . . ?
O15 Na2 H18B 81.6 . . ?
O14 Na2 H18B 88.2 . . ?
O12 Na2 H18B 92.5 2_756 . ?
N7 Na2 H18B 132.1 . . ?
O6 Na2 H18B 41.6 . . ?
O18 Na2 H18B 18.5 . . ?
Na1 Na2 H18B 56.3 . . ?
C6 O1 C9 107.93(14) . . ?
C7 O2 H2 109.5 . . ?
C10 O3 P1 120.16(13) . . ?
C8 O4 P1 112.51(12) . . ?
P1 O6 Na2 129.56(10) . . ?
C17 O7 H7A 109.5 . . ?
C19 O8 C16 106.43(14) . . ?
C18 O9 P2 113.22(11) . . ?
C20 O10 P2 120.19(12) . . ?
P2 O12 Na1 134.81(10) . 2_746 ?
P2 O12 Na2 132.95(9) . 2_746 ?
Na1 O12 Na2 87.97(6) 2_746 2_746 ?
Na1 O13 H13A 109.6 . . ?
Na1 O13 H13B 111.0 . . ?
H13A O13 H13B 96.3 . . ?
Na2 O14 H14A 116.1 . . ?
Na2 O14 H14B 109.5 . . ?
H14A O14 H14B 81.8 . . ?
Na2 O15 Na1 87.24(6) . . ?
Na2 O15 H15A 118.5 . . ?
Na1 O15 H15A 115.6 . . ?
Na2 O15 H15B 112.9 . . ?
Na1 O15 H15B 110.5 . . ?
H15A O15 H15B 110.2 . . ?
Na1 O16 H16B 103.7 . . ?
Na1 O16 H16A 127.8 . . ?
H16B O16 H16A 101.7 . . ?
Na1 O17 H17A 109.5 . . ?
Na1 O17 H17B 126.7 . . ?
H17A O17 H17B 105.1 . . ?
Na1 O18 Na2 80.62(6) . . ?
Na1 O18 H18A 130.7 . . ?
Na2 O18 H18A 99.0 . . ?
Na1 O18 H18B 115.1 . . ?
Na2 O18 H18B 69.3 . . ?
H18A O18 H18B 110.4 . . ?
H19A O19 H19B 97(5) . . ?
H20C O20 H20D 97.2 . . ?
O6 P1 O5 119.28(11) . . ?
O6 P1 O3 107.70(9) . . ?
O5 P1 O3 109.91(10) . . ?
O6 P1 O4 106.70(9) . . ?
O5 P1 O4 108.93(9) . . ?
O3 P1 O4 103.09(8) . . ?
O12 P2 O11 118.03(10) . . ?
O12 P2 O10 108.33(9) . . ?
O11 P2 O10 109.34(9) . . ?
O12 P2 O9 107.29(8) . . ?
O11 P2 O9 108.89(8) . . ?
O10 P2 O9 104.06(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C3 C4 N5 179.61(19) . . . . ?
N4 C3 C4 N5 -1.2(2) . . . . ?
N3 C3 C4 C1 -1.8(3) . . . . ?
N4 C3 C4 C1 177.35(17) . . . . ?
N1 C1 C4 C3 -177.07(19) . . . . ?
N2 C1 C4 C3 1.9(3) . . . . ?
N1 C1 C4 N5 1.1(4) . . . . ?
N2 C1 C4 N5 -179.9(2) . . . . ?
O1 C6 C7 O2 87.00(18) . . . . ?
N4 C6 C7 O2 -155.18(15) . . . . ?
O1 C6 C7 C8 -29.51(18) . . . . ?
N4 C6 C7 C8 88.32(17) . . . . ?
O2 C7 C8 O4 49.6(2) . . . . ?
C6 C7 C8 O4 163.48(15) . . . . ?
O2 C7 C8 C9 -70.21(19) . . . . ?
C6 C7 C8 C9 43.67(17) . . . . ?
O4 C8 C9 O1 -168.13(15) . . . . ?
C7 C8 C9 O1 -44.63(19) . . . . ?
O4 C8 C9 C10 68.1(2) . . . . ?
C7 C8 C9 C10 -168.35(18) . . . . ?
O1 C9 C10 O3 -177.36(15) . . . . ?
C8 C9 C10 O3 -61.1(2) . . . . ?
N8 C13 C14 N10 179.60(19) . . . . ?
N9 C13 C14 N10 -0.1(2) . . . . ?
N8 C13 C14 C11 1.7(3) . . . . ?
N9 C13 C14 C11 -177.97(17) . . . . ?
N6 C11 C14 C13 177.8(2) . . . . ?
N7 C11 C14 C13 -1.8(3) . . . . ?
N6 C11 C14 N10 0.5(4) . . . . ?
N7 C11 C14 N10 -179.1(2) . . . . ?
O8 C16 C17 O7 97.63(17) . . . . ?
N9 C16 C17 O7 -143.27(16) . . . . ?
O8 C16 C17 C18 -17.97(19) . . . . ?
N9 C16 C17 C18 101.13(18) . . . . ?
O7 C17 C18 O9 44.5(2) . . . . ?
C16 C17 C18 O9 159.02(16) . . . . ?
O7 C17 C18 C19 -74.94(19) . . . . ?
C16 C17 C18 C19 39.60(18) . . . . ?
O9 C18 C19 O8 -170.74(15) . . . . ?
C17 C18 C19 O8 -49.04(18) . . . . ?
O9 C18 C19 C20 66.6(2) . . . . ?
C17 C18 C19 C20 -171.69(17) . . . . ?
O8 C19 C20 O10 -176.07(15) . . . . ?
C18 C19 C20 O10 -61.3(2) . . . . ?
N3 C2 N2 C1 -2.2(3) . . . . ?
N1 C1 N2 C2 178.9(2) . . . . ?
C4 C1 N2 C2 -0.2(3) . . . . ?
N2 C2 N3 C3 2.4(3) . . . . ?
C4 C3 N3 C2 -0.2(3) . . . . ?
N4 C3 N3 C2 -179.2(2) . . . . ?
N5 C5 N4 C3 -0.6(2) . . . . ?
N5 C5 N4 C6 176.41(18) . . . . ?
N3 C3 N4 C5 -179.8(2) . . . . ?
C4 C3 N4 C5 1.1(2) . . . . ?
N3 C3 N4 C6 3.1(3) . . . . ?
C4 C3 N4 C6 -176.03(17) . . . . ?
O1 C6 N4 C5 10.1(3) . . . . ?
C7 C6 N4 C5 -107.5(2) . . . . ?
O1 C6 N4 C3 -173.47(17) . . . . ?
C7 C6 N4 C3 68.9(2) . . . . ?
N4 C5 N5 C4 -0.2(2) . . . . ?
C3 C4 N5 C5 0.9(2) . . . . ?
C1 C4 N5 C5 -177.4(2) . . . . ?
N8 C12 N7 C11 -1.1(3) . . . . ?
N8 C12 N7 Na2 171.07(18) . . . . ?
N6 C11 N7 C12 -178.1(2) . . . . ?
C14 C11 N7 C12 1.5(3) . . . . ?
N6 C11 N7 Na2 10.2(3) . . . . ?
C14 C11 N7 Na2 -170.19(14) . . . . ?
N7 C12 N8 C13 0.7(3) . . . . ?
C14 C13 N8 C12 -1.1(3) . . . . ?
N9 C13 N8 C12 178.5(2) . . . . ?
N10 C15 N9 C13 0.4(2) . . . . ?
N10 C15 N9 C16 -177.35(19) . . . . ?
N8 C13 N9 C15 -179.9(2) . . . . ?
C14 C13 N9 C15 -0.2(2) . . . . ?
N8 C13 N9 C16 -2.0(3) . . . . ?
C14 C13 N9 C16 177.72(18) . . . . ?
O8 C16 N9 C15 29.5(3) . . . . ?
C17 C16 N9 C15 -89.6(2) . . . . ?
O8 C16 N9 C13 -147.83(18) . . . . ?
C17 C16 N9 C13 93.0(2) . . . . ?
N9 C15 N10 C14 -0.4(2) . . . . ?
C13 C14 N10 C15 0.3(2) . . . . ?
C11 C14 N10 C15 177.8(2) . . . . ?
C12 N7 Na2 O15 -22.22(18) . . . . ?
C11 N7 Na2 O15 149.55(15) . . . . ?
C12 N7 Na2 O14 155.02(16) . . . . ?
C11 N7 Na2 O14 -33.20(16) . . . . ?
C12 N7 Na2 O12 63.30(19) . . . 2_756 ?
C11 N7 Na2 O12 -124.92(16) . . . 2_756 ?
C12 N7 Na2 O6 -100.84(16) . . . . ?
C11 N7 Na2 O6 70.93(16) . . . . ?
C12 N7 Na2 O18 -126.78(17) . . . . ?
C11 N7 Na2 O18 45.0(2) . . . . ?
C12 N7 Na2 Na1 -16.7(3) . . . . ?
C11 N7 Na2 Na1 155.07(14) . . . . ?
O18 Na1 Na2 O15 -130.40(9) . . . . ?
O12 Na1 Na2 O15 112.43(9) 2_756 . . . ?
O16 Na1 Na2 O15 44.04(9) . . . . ?
O13 Na1 Na2 O15 169.39(10) . . . . ?
O17 Na1 Na2 O15 -59.02(8) . . . . ?
O18 Na1 Na2 O14 51.53(8) . . . . ?
O12 Na1 Na2 O14 -65.64(8) 2_756 . . . ?
O16 Na1 Na2 O14 -134.03(8) . . . . ?
O13 Na1 Na2 O14 -8.69(10) . . . . ?
O17 Na1 Na2 O14 122.91(7) . . . . ?
O15 Na1 Na2 O14 -178.07(9) . . . . ?
O18 Na1 Na2 O12 117.16(9) . . . 2_756 ?
O16 Na1 Na2 O12 -68.39(9) . . . 2_756 ?
O13 Na1 Na2 O12 56.95(10) . . . 2_756 ?
O17 Na1 Na2 O12 -171.45(9) . . . 2_756 ?
O15 Na1 Na2 O12 -112.43(9) . . . 2_756 ?
O18 Na1 Na2 N7 -137.51(16) . . . . ?
O12 Na1 Na2 N7 105.32(16) 2_756 . . . ?
O16 Na1 Na2 N7 36.93(17) . . . . ?
O13 Na1 Na2 N7 162.27(14) . . . . ?
O17 Na1 Na2 N7 -66.13(16) . . . . ?
O15 Na1 Na2 N7 -7.11(14) . . . . ?
O18 Na1 Na2 O6 -51.60(7) . . . . ?
O12 Na1 Na2 O6 -168.76(8) 2_756 . . . ?
O16 Na1 Na2 O6 122.84(8) . . . . ?
O13 Na1 Na2 O6 -111.81(8) . . . . ?
O17 Na1 Na2 O6 19.79(7) . . . . ?
O15 Na1 Na2 O6 78.80(7) . . . . ?
O12 Na1 Na2 O18 -117.16(9) 2_756 . . . ?
O16 Na1 Na2 O18 174.44(10) . . . . ?
O13 Na1 Na2 O18 -60.21(9) . . . . ?
O17 Na1 Na2 O18 71.39(8) . . . . ?
O15 Na1 Na2 O18 130.40(9) . . . . ?
N4 C6 O1 C9 -117.27(17) . . . . ?
C7 C6 O1 C9 2.6(2) . . . . ?
C10 C9 O1 C6 145.91(17) . . . . ?
C8 C9 O1 C6 25.8(2) . . . . ?
C9 C10 O3 P1 57.3(2) . . . . ?
C7 C8 O4 P1 -176.24(13) . . . . ?
C9 C8 O4 P1 -61.72(18) . . . . ?
O15 Na2 O6 P1 -55.71(13) . . . . ?
O14 Na2 O6 P1 143.20(12) . . . . ?
O12 Na2 O6 P1 -114.10(13) 2_756 . . . ?
N7 Na2 O6 P1 51.48(13) . . . . ?
O18 Na2 O6 P1 -143.38(14) . . . . ?
Na1 Na2 O6 P1 -103.66(12) . . . . ?
C20 C19 O8 C16 158.02(17) . . . . ?
C18 C19 O8 C16 38.08(18) . . . . ?
N9 C16 O8 C19 -136.11(17) . . . . ?
C17 C16 O8 C19 -12.5(2) . . . . ?
C19 C18 O9 P2 -58.13(18) . . . . ?
C17 C18 O9 P2 -171.27(13) . . . . ?
C19 C20 O10 P2 57.3(2) . . . . ?
O14 Na2 O15 Na1 5.6(3) . . . . ?
O12 Na2 O15 Na1 43.40(6) 2_756 . . . ?
N7 Na2 O15 Na1 176.87(6) . . . . ?
O6 Na2 O15 Na1 -93.73(6) . . . . ?
O18 Na2 O15 Na1 -32.88(6) . . . . ?
O18 Na1 O15 Na2 38.32(7) . . . . ?
O12 Na1 O15 Na2 -44.33(6) 2_756 . . . ?
O16 Na1 O15 Na2 -146.40(7) . . . . ?
O13 Na1 O15 Na2 -42.0(3) . . . . ?
O17 Na1 O15 Na2 128.36(7) . . . . ?
O12 Na1 O18 Na2 40.43(6) 2_756 . . . ?
O16 Na1 O18 Na2 -112.6(9) . . . . ?
O13 Na1 O18 Na2 134.56(7) . . . . ?
O17 Na1 O18 Na2 -120.01(6) . . . . ?
O15 Na1 O18 Na2 -32.56(6) . . . . ?
O15 Na2 O18 Na1 34.73(6) . . . . ?
O14 Na2 O18 Na1 -133.77(7) . . . . ?
O12 Na2 O18 Na1 -41.36(6) 2_756 . . . ?
N7 Na2 O18 Na1 145.96(12) . . . . ?
O6 Na2 O18 Na1 115.66(7) . . . . ?
Na2 O6 P1 O5 149.41(11) . . . . ?
Na2 O6 P1 O3 23.34(14) . . . . ?
Na2 O6 P1 O4 -86.78(12) . . . . ?
C10 O3 P1 O6 -162.78(16) . . . . ?
C10 O3 P1 O5 65.80(18) . . . . ?
C10 O3 P1 O4 -50.21(18) . . . . ?
C8 O4 P1 O6 162.13(13) . . . . ?
C8 O4 P1 O5 -67.87(15) . . . . ?
C8 O4 P1 O3 48.83(14) . . . . ?
Na1 O12 P2 O11 84.69(15) 2_746 . . . ?
Na2 O12 P2 O11 -126.41(13) 2_746 . . . ?
Na1 O12 P2 O10 -40.18(15) 2_746 . . . ?
Na2 O12 P2 O10 108.73(13) 2_746 . . . ?
Na1 O12 P2 O9 -151.96(12) 2_746 . . . ?
Na2 O12 P2 O9 -3.06(16) 2_746 . . . ?
C20 O10 P2 O12 -162.90(15) . . . . ?
C20 O10 P2 O11 67.24(16) . . . . ?
C20 O10 P2 O9 -48.97(16) . . . . ?
C18 O9 P2 O12 160.72(13) . . . . ?
C18 O9 P2 O11 -70.47(15) . . . . ?
C18 O9 P2 O10 46.05(14) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.048
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone aqueous solution'
_chemical_properties_physical    'Moisture-sensitive, Heat-sensitive'
####################################################################### 
# 
# 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_x
_audit_block_doi                 10.5517/ccdc.csd.cc11sn0h
_database_code_depnum_ccdc_archive 'CCDC 976996'
_audit_update_record             
;
2013-12-13 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H15 N5 Na O8 P'
_chemical_formula_weight         387.23

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   P3221
_chemical_absolute_configuration ad

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

_cell_length_a                   10.9535(15)
_cell_length_b                   10.9535(15)
_cell_length_c                   22.449(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2332.6(7)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      12

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.9262
_exptl_absorpt_correction_T_max  0.9745
_exptl_absorpt_process_details   '(North, Phillips & Mathews,1968)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Nonius cad4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_decay_%        1
_diffrn_reflns_number            3230
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_av_sigmaI/netI    0.1086
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.37
_reflns_number_total             1633
_reflns_number_gt                1178
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.1800P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(3)
_refine_ls_number_reflns         1633
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_ref         0.1582
_refine_ls_wR_factor_gt          0.1413
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
P P 0.25314(17) 0.71945(17) 0.12614(7) 0.0335(4) Uani 1 1 d . . .
Na Na 0.3308(3) 1.0533(3) 0.09573(10) 0.0436(7) Uani 1 1 d . . .
N1 N -0.0301(6) 0.1454(5) 0.0636(2) 0.0355(12) Uani 1 1 d . . .
O1 O 0.2717(4) 0.7265(4) 0.05523(17) 0.0351(9) Uani 1 1 d . . .
C1 C 0.2535(7) 0.6023(6) 0.0238(3) 0.0341(13) Uani 1 1 d . . .
H1A H 0.3183 0.5733 0.0386 0.041 Uiso 1 1 calc R . .
H1B H 0.2679 0.6197 -0.0187 0.041 Uiso 1 1 calc R . .
O2 O 0.0998(5) 0.5795(4) 0.13628(17) 0.0327(9) Uani 1 1 d . . .
N2 N -0.2680(5) -0.0570(6) 0.0633(2) 0.0381(12) Uani 1 1 d . . .
C2 C 0.1039(6) 0.4938(6) 0.0373(2) 0.0303(13) Uani 1 1 d . . .
H2B H 0.0419 0.5288 0.0239 0.036 Uiso 1 1 calc R . .
C3 C 0.0809(7) 0.4613(6) 0.1032(2) 0.0304(13) Uani 1 1 d . . .
H3A H 0.1451 0.4300 0.1177 0.036 Uiso 1 1 calc R . .
N3 N -0.2709(6) -0.2738(6) 0.0804(2) 0.0398(13) Uani 1 1 d . . .
O3 O 0.3649(6) 0.7019(6) 0.1533(2) 0.0539(13) Uani 1 1 d . . .
N4 N -0.0732(7) -0.2867(6) 0.1033(3) 0.0515(16) Uani 1 1 d . . .
H4A H -0.1252 -0.3767 0.1066 0.062 Uiso 1 1 calc R . .
H4B H 0.0162 -0.2471 0.1090 0.062 Uiso 1 1 calc R . .
O4 O 0.2335(5) 0.8386(4) 0.1441(2) 0.0404(10) Uani 1 1 d . . .
C4 C -0.0693(6) 0.3382(6) 0.1020(2) 0.0324(13) Uani 1 1 d . . .
H4C H -0.0936 0.2822 0.1386 0.039 Uiso 1 1 calc R . .
O5 O 0.0553(5) 0.3556(4) 0.01207(15) 0.0330(9) Uani 1 1 d . . .
N5 N 0.0897(5) 0.0341(6) 0.0846(2) 0.0354(12) Uani 1 1 d . . .
C5 C -0.0593(6) 0.2572(6) 0.0481(2) 0.0315(12) Uani 1 1 d . . .
H5B H -0.1470 0.2176 0.0251 0.038 Uiso 1 1 calc R . .
C6 C -0.1274(6) 0.0049(5) 0.0691(2) 0.0270(12) Uani 1 1 d . . .
O6 O -0.1645(5) 0.3868(5) 0.08993(19) 0.0383(10) Uani 1 1 d . . .
H6A H -0.2227 0.3621 0.1168 0.058 Uiso 1 1 calc R . .
C7 C -0.3290(7) -0.1939(7) 0.0690(3) 0.0434(17) Uani 1 1 d . . .
H7A H -0.4265 -0.2426 0.0646 0.052 Uiso 1 1 calc R . .
O7 O 0.5499(5) 1.0581(5) 0.0980(2) 0.0474(12) Uani 1 1 d . . .
H7B H 0.5520 0.9830 0.1050 0.057 Uiso 1 1 d R . .
H7C H 0.6262 1.1349 0.0916 0.057 Uiso 1 1 d R . .
C8 C -0.1308(7) -0.2092(7) 0.0892(3) 0.0344(14) Uani 1 1 d . . .
C9 C -0.0535(6) -0.0632(6) 0.0821(3) 0.0315(13) Uani 1 1 d . . .
C10 C 0.1012(7) 0.1569(7) 0.0732(3) 0.0364(14) Uani 1 1 d . . .
H10A H 0.1864 0.2413 0.0716 0.044 Uiso 1 1 calc R . .
OW O 0.4516(12) 1.3996(17) 0.0640(4) 0.179(6) Uani 1 1 d . . .
HWB H 0.4230 1.3590 0.0976 0.214 Uiso 1 1 d R . .
HWA H 0.5301 1.4744 0.0699 0.214 Uiso 1 1 d R . .


_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
P O3 1.463(5) . ?
P O4 1.480(5) . ?
P O1 1.602(4) . ?
P O2 1.628(4) . ?
P Na 3.384(3) . ?
P Na 3.444(3) 5_675 ?
Na O4 2.311(5) . ?
Na O4 2.339(5) 5_675 ?
Na O7 2.375(5) . ?
Na O5 2.434(4) 4_565 ?
Na N5 2.555(6) 1_565 ?
Na Na 3.342(5) 5_675 ?
Na P 3.444(3) 5_675 ?
N1 C6 1.371(7) . ?
N1 C10 1.396(8) . ?
N1 C5 1.455(7) . ?
O1 C1 1.455(7) . ?
C1 C2 1.497(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
O2 C3 1.415(7) . ?
N2 C7 1.307(8) . ?
N2 C6 1.343(8) . ?
C2 O5 1.445(6) . ?
C2 C3 1.513(8) . ?
C2 H2B 0.9800 . ?
C3 C4 1.519(8) . ?
C3 H3A 0.9800 . ?
N3 C7 1.339(9) . ?
N3 C8 1.346(8) . ?
N4 C8 1.324(8) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
O4 Na 2.339(5) 5_675 ?
C4 O6 1.413(7) . ?
C4 C5 1.535(8) . ?
C4 H4C 0.9800 . ?
O5 C5 1.428(7) . ?
O5 Na 2.434(4) 4_455 ?
N5 C10 1.312(8) . ?
N5 C9 1.388(8) . ?
N5 Na 2.555(6) 1_545 ?
C5 H5B 0.9800 . ?
C6 C9 1.379(8) . ?
O6 H6A 0.8200 . ?
C7 H7A 0.9300 . ?
O7 H7B 0.8500 . ?
O7 H7C 0.8500 . ?
C8 C9 1.395(9) . ?
C10 H10A 0.9300 . ?
OW HWB 0.8501 . ?
OW HWA 0.8500 . ?

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
O3 P O4 120.1(3) . . ?
O3 P O1 109.0(3) . . ?
O4 P O1 107.4(2) . . ?
O3 P O2 110.8(3) . . ?
O4 P O2 104.8(3) . . ?
O1 P O2 103.3(2) . . ?
O3 P Na 116.8(2) . . ?
O4 P Na 34.02(19) . . ?
O1 P Na 77.87(16) . . ?
O2 P Na 129.01(18) . . ?
O3 P Na 91.4(2) . 5_675 ?
O4 P Na 32.69(18) . 5_675 ?
O1 P Na 136.46(17) . 5_675 ?
O2 P Na 104.45(17) . 5_675 ?
Na P Na 58.60(8) . 5_675 ?
O4 Na O4 87.86(17) . 5_675 ?
O4 Na O7 87.7(2) . . ?
O4 Na O7 85.72(19) 5_675 . ?
O4 Na O5 117.94(19) . 4_565 ?
O4 Na O5 152.1(2) 5_675 4_565 ?
O7 Na O5 85.06(17) . 4_565 ?
O4 Na N5 91.75(19) . 1_565 ?
O4 Na N5 99.56(19) 5_675 1_565 ?
O7 Na N5 174.7(2) . 1_565 ?
O5 Na N5 90.54(17) 4_565 1_565 ?
O4 Na Na 44.40(13) . 5_675 ?
O4 Na Na 43.72(12) 5_675 5_675 ?
O7 Na Na 89.17(14) . 5_675 ?
O5 Na Na 161.78(19) 4_565 5_675 ?
N5 Na Na 94.12(14) 1_565 5_675 ?
O4 Na P 21.00(12) . . ?
O4 Na P 102.44(14) 5_675 . ?
O7 Na P 74.03(16) . . ?
O5 Na P 100.18(14) 4_565 . ?
N5 Na P 103.87(16) 1_565 . ?
Na Na P 61.60(9) 5_675 . ?
O4 Na P 101.36(13) . 5_675 ?
O4 Na P 19.98(12) 5_675 5_675 ?
O7 Na P 71.87(14) . 5_675 ?
O5 Na P 133.40(14) 4_565 5_675 ?
N5 Na P 113.43(16) 1_565 5_675 ?
Na Na P 59.80(8) 5_675 5_675 ?
P Na P 110.92(8) . 5_675 ?
C6 N1 C10 105.9(5) . . ?
C6 N1 C5 126.3(5) . . ?
C10 N1 C5 127.7(5) . . ?
C1 O1 P 118.8(4) . . ?
O1 C1 C2 103.2(5) . . ?
O1 C1 H1A 111.1 . . ?
C2 C1 H1A 111.1 . . ?
O1 C1 H1B 111.1 . . ?
C2 C1 H1B 111.1 . . ?
H1A C1 H1B 109.1 . . ?
C3 O2 P 113.5(4) . . ?
C7 N2 C6 111.6(5) . . ?
O5 C2 C1 115.9(5) . . ?
O5 C2 C3 101.9(4) . . ?
C1 C2 C3 111.8(5) . . ?
O5 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
O2 C3 C2 111.6(4) . . ?
O2 C3 C4 114.8(5) . . ?
C2 C3 C4 99.8(5) . . ?
O2 C3 H3A 110.1 . . ?
C2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
C7 N3 C8 118.3(5) . . ?
C8 N4 H4A 120.0 . . ?
C8 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
P O4 Na 125.0(3) . . ?
P O4 Na 127.3(3) . 5_675 ?
Na O4 Na 91.89(17) . 5_675 ?
O6 C4 C3 110.1(5) . . ?
O6 C4 C5 110.2(5) . . ?
C3 C4 C5 99.7(5) . . ?
O6 C4 H4C 112.0 . . ?
C3 C4 H4C 112.0 . . ?
C5 C4 H4C 112.0 . . ?
C5 O5 C2 107.0(4) . . ?
C5 O5 Na 121.6(3) . 4_455 ?
C2 O5 Na 119.0(3) . 4_455 ?
C10 N5 C9 105.8(5) . . ?
C10 N5 Na 111.7(4) . 1_545 ?
C9 N5 Na 142.3(4) . 1_545 ?
O5 C5 N1 106.9(5) . . ?
O5 C5 C4 107.5(4) . . ?
N1 C5 C4 114.0(5) . . ?
O5 C5 H5B 109.5 . . ?
N1 C5 H5B 109.5 . . ?
C4 C5 H5B 109.5 . . ?
N2 C6 N1 127.5(5) . . ?
N2 C6 C9 125.7(5) . . ?
N1 C6 C9 106.8(5) . . ?
C4 O6 H6A 109.5 . . ?
N2 C7 N3 129.1(6) . . ?
N2 C7 H7A 115.4 . . ?
N3 C7 H7A 115.4 . . ?
Na O7 H7B 119.9 . . ?
Na O7 H7C 120.1 . . ?
H7B O7 H7C 120.0 . . ?
N4 C8 N3 118.8(6) . . ?
N4 C8 C9 123.5(6) . . ?
N3 C8 C9 117.7(5) . . ?
C6 C9 N5 109.7(5) . . ?
C6 C9 C8 117.4(5) . . ?
N5 C9 C8 132.9(5) . . ?
N5 C10 N1 111.8(6) . . ?
N5 C10 H10A 124.1 . . ?
N1 C10 H10A 124.1 . . ?
HWB OW HWA 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
O3 P Na O4 -104.9(4) . . . . ?
O1 P Na O4 149.7(4) . . . . ?
O2 P Na O4 52.3(4) . . . . ?
Na P Na O4 -30.9(3) 5_675 . . . ?
O3 P Na O4 -57.9(3) . . . 5_675 ?
O4 P Na O4 47.0(2) . . . 5_675 ?
O1 P Na O4 -163.2(2) . . . 5_675 ?
O2 P Na O4 99.3(2) . . . 5_675 ?
Na P Na O4 16.11(15) 5_675 . . 5_675 ?
O3 P Na O7 23.9(3) . . . . ?
O4 P Na O7 128.8(4) . . . . ?
O1 P Na O7 -81.4(2) . . . . ?
O2 P Na O7 -178.9(2) . . . . ?
Na P Na O7 97.91(15) 5_675 . . . ?
O3 P Na O5 105.8(3) . . . 4_565 ?
O4 P Na O5 -149.4(3) . . . 4_565 ?
O1 P Na O5 0.37(19) . . . 4_565 ?
O2 P Na O5 -97.1(2) . . . 4_565 ?
Na P Na O5 179.72(11) 5_675 . . 4_565 ?
O3 P Na N5 -161.1(3) . . . 1_565 ?
O4 P Na N5 -56.3(3) . . . 1_565 ?
O1 P Na N5 93.5(2) . . . 1_565 ?
O2 P Na N5 -4.0(3) . . . 1_565 ?
Na P Na N5 -87.17(15) 5_675 . . 1_565 ?
O3 P Na Na -74.0(3) . . . 5_675 ?
O4 P Na Na 30.9(3) . . . 5_675 ?
O1 P Na Na -179.35(17) . . . 5_675 ?
O2 P Na Na 83.2(2) . . . 5_675 ?
O3 P Na P -38.9(3) . . . 5_675 ?
O4 P Na P 65.9(3) . . . 5_675 ?
O1 P Na P -144.32(17) . . . 5_675 ?
O2 P Na P 118.2(2) . . . 5_675 ?
Na P Na P 35.03(10) 5_675 . . 5_675 ?
O3 P O1 C1 65.3(5) . . . . ?
O4 P O1 C1 -163.0(4) . . . . ?
O2 P O1 C1 -52.6(5) . . . . ?
Na P O1 C1 179.8(4) . . . . ?
Na P O1 C1 179.0(3) 5_675 . . . ?
P O1 C1 C2 61.2(6) . . . . ?
O3 P O2 C3 -70.0(4) . . . . ?
O4 P O2 C3 159.0(4) . . . . ?
O1 P O2 C3 46.7(4) . . . . ?
Na P O2 C3 131.8(3) . . . . ?
Na P O2 C3 -167.2(3) 5_675 . . . ?
O1 C1 C2 O5 -179.2(4) . . . . ?
O1 C1 C2 C3 -63.0(6) . . . . ?
P O2 C3 C2 -56.0(6) . . . . ?
P O2 C3 C4 -168.6(4) . . . . ?
O5 C2 C3 O2 -170.1(5) . . . . ?
C1 C2 C3 O2 65.4(6) . . . . ?
O5 C2 C3 C4 -48.3(5) . . . . ?
C1 C2 C3 C4 -172.8(5) . . . . ?
O3 P O4 Na 94.1(4) . . . . ?
O1 P O4 Na -31.1(4) . . . . ?
O2 P O4 Na -140.5(3) . . . . ?
Na P O4 Na 125.7(5) 5_675 . . . ?
O3 P O4 Na -31.6(5) . . . 5_675 ?
O1 P O4 Na -156.8(3) . . . 5_675 ?
O2 P O4 Na 93.8(3) . . . 5_675 ?
Na P O4 Na -125.7(5) . . . 5_675 ?
O4 Na O4 P -134.4(2) 5_675 . . . ?
O7 Na O4 P -48.6(3) . . . . ?
O5 Na O4 P 34.6(4) 4_565 . . . ?
N5 Na O4 P 126.1(3) 1_565 . . . ?
Na Na O4 P -139.8(4) 5_675 . . . ?
P Na O4 P -119.5(3) 5_675 . . . ?
O4 Na O4 Na 5.4(3) 5_675 . . 5_675 ?
O7 Na O4 Na 91.2(2) . . . 5_675 ?
O5 Na O4 Na 174.36(12) 4_565 . . 5_675 ?
N5 Na O4 Na -94.10(19) 1_565 . . 5_675 ?
P Na O4 Na 139.8(4) . . . 5_675 ?
P Na O4 Na 20.22(19) 5_675 . . 5_675 ?
O2 C3 C4 O6 46.1(6) . . . . ?
C2 C3 C4 O6 -73.3(5) . . . . ?
O2 C3 C4 C5 162.0(4) . . . . ?
C2 C3 C4 C5 42.6(5) . . . . ?
C1 C2 O5 C5 156.0(5) . . . . ?
C3 C2 O5 C5 34.4(6) . . . . ?
C1 C2 O5 Na -61.2(6) . . . 4_455 ?
C3 C2 O5 Na 177.1(3) . . . 4_455 ?
C2 O5 C5 N1 -129.5(5) . . . . ?
Na O5 C5 N1 89.0(5) 4_455 . . . ?
C2 O5 C5 C4 -6.7(6) . . . . ?
Na O5 C5 C4 -148.3(4) 4_455 . . . ?
C6 N1 C5 O5 -143.9(6) . . . . ?
C10 N1 C5 O5 32.9(8) . . . . ?
C6 N1 C5 C4 97.5(7) . . . . ?
C10 N1 C5 C4 -85.7(8) . . . . ?
O6 C4 C5 O5 92.5(5) . . . . ?
C3 C4 C5 O5 -23.3(6) . . . . ?
O6 C4 C5 N1 -149.2(5) . . . . ?
C3 C4 C5 N1 94.9(6) . . . . ?
C7 N2 C6 N1 177.5(6) . . . . ?
C7 N2 C6 C9 -2.7(8) . . . . ?
C10 N1 C6 N2 -179.6(6) . . . . ?
C5 N1 C6 N2 -2.3(10) . . . . ?
C10 N1 C6 C9 0.5(7) . . . . ?
C5 N1 C6 C9 177.8(5) . . . . ?
C6 N2 C7 N3 1.2(10) . . . . ?
C8 N3 C7 N2 2.1(11) . . . . ?
C7 N3 C8 N4 176.8(6) . . . . ?
C7 N3 C8 C9 -4.1(9) . . . . ?
N2 C6 C9 N5 179.9(5) . . . . ?
N1 C6 C9 N5 -0.2(7) . . . . ?
N2 C6 C9 C8 0.8(9) . . . . ?
N1 C6 C9 C8 -179.3(5) . . . . ?
C10 N5 C9 C6 -0.2(7) . . . . ?
Na N5 C9 C6 -174.1(5) 1_545 . . . ?
C10 N5 C9 C8 178.8(7) . . . . ?
Na N5 C9 C8 4.9(12) 1_545 . . . ?
N4 C8 C9 C6 -178.2(6) . . . . ?
N3 C8 C9 C6 2.8(8) . . . . ?
N4 C8 C9 N5 2.9(11) . . . . ?
N3 C8 C9 N5 -176.2(7) . . . . ?
C9 N5 C10 N1 0.5(7) . . . . ?
Na N5 C10 N1 176.5(4) 1_545 . . . ?
C6 N1 C10 N5 -0.6(7) . . . . ?
C5 N1 C10 N5 -178.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.074
