# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_FO5718
_database_code_depnum_ccdc_archive 'CCDC 1519090'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H22 I N3 O4'
_chemical_formula_sum            'C13 H22 I N3 O4'
_chemical_formula_weight         411.24

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   8.5607(2)
_cell_length_b                   14.0000(3)
_cell_length_c                   14.2770(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.910(1)
_cell_angle_gamma                90
_cell_volume                     1637.11(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    12384
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      27.49

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.032
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.018
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    1.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6981
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12384
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_sigmaI/netI    0.0186
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         27.49
_reflns_number_total             3743
_reflns_number_gt                3602
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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+1.1104P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3743
_refine_ls_number_parameters     278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0166
_refine_ls_R_factor_gt           0.0154
_refine_ls_wR_factor_ref         0.0342
_refine_ls_wR_factor_gt          0.0337
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_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
I1 I 0.736662(11) 0.804383(6) 0.289356(7) 0.01454(3) Uani 1 1 d . . .
O1 O 0.21498(13) 0.46413(9) 0.06748(8) 0.0223(2) Uani 1 1 d . . .
O2 O 0.21339(14) 0.58416(9) 0.25010(8) 0.0230(2) Uani 1 1 d . . .
O3 O 0.29417(15) 0.63984(9) 0.45425(8) 0.0244(3) Uani 1 1 d . . .
O4 O 0.65767(14) 0.65241(8) 0.53154(8) 0.0230(2) Uani 1 1 d . . .
N1 N 0.82465(15) 0.60811(9) 0.38728(9) 0.0142(2) Uani 1 1 d . . .
N2 N 0.82511(17) 0.51427(9) 0.36817(10) 0.0195(3) Uani 1 1 d . . .
N3 N 0.74953(16) 0.50269(9) 0.27394(9) 0.0186(3) Uani 1 1 d . . .
C1 C 0.74750(17) 0.65714(10) 0.30471(10) 0.0131(3) Uani 1 1 d . . .
C2 C 0.70011(18) 0.58909(10) 0.23244(10) 0.0144(3) Uani 1 1 d . . .
C3 C 0.61537(19) 0.60020(11) 0.12540(11) 0.0170(3) Uani 1 1 d . . .
H3B H 0.641(2) 0.6650(13) 0.1054(13) 0.019(4) Uiso 1 1 d . . .
H3A H 0.664(2) 0.5569(14) 0.0907(13) 0.023(5) Uiso 1 1 d . . .
C4 C 0.42969(19) 0.58532(12) 0.09699(11) 0.0176(3) Uani 1 1 d . . .
H4B H 0.382(2) 0.6301(12) 0.1307(12) 0.014(4) Uiso 1 1 d . . .
H4A H 0.384(2) 0.5991(13) 0.0268(14) 0.024(5) Uiso 1 1 d . . .
C5 C 0.38335(18) 0.48421(12) 0.11702(11) 0.0175(3) Uani 1 1 d . . .
H5B H 0.406(2) 0.4720(12) 0.1880(12) 0.013(4) Uiso 1 1 d . . .
H5A H 0.444(2) 0.4383(13) 0.0918(13) 0.020(5) Uiso 1 1 d . . .
C6 C 0.1073(2) 0.46560(14) 0.12684(13) 0.0256(4) Uani 1 1 d . . .
H6B H 0.004(2) 0.4430(13) 0.0827(13) 0.024(5) Uiso 1 1 d . . .
H6A H 0.147(2) 0.4223(14) 0.1838(14) 0.028(5) Uiso 1 1 d . . .
C7 C 0.0817(2) 0.56251(16) 0.16505(13) 0.0306(4) Uani 1 1 d . . .
H7B H 0.072(3) 0.6135(16) 0.1126(16) 0.042(6) Uiso 1 1 d . . .
H7A H -0.016(3) 0.5625(15) 0.1843(14) 0.036(6) Uiso 1 1 d . . .
C8 C 0.2023(2) 0.67776(14) 0.28483(14) 0.0289(4) Uani 1 1 d . . .
H8B H 0.214(3) 0.7245(15) 0.2361(16) 0.035(6) Uiso 1 1 d . . .
H8A H 0.095(3) 0.6876(14) 0.2931(14) 0.028(5) Uiso 1 1 d . . .
C9 C 0.3334(2) 0.69325(13) 0.37929(13) 0.0265(4) Uani 1 1 d . . .
H9B H 0.439(3) 0.6763(14) 0.3719(14) 0.031(5) Uiso 1 1 d . . .
H9A H 0.338(2) 0.7605(16) 0.3969(15) 0.033(6) Uiso 1 1 d . . .
C10 C 0.3900(2) 0.66436(13) 0.55100(13) 0.0258(4) Uani 1 1 d . . .
H10B H 0.403(2) 0.7317(14) 0.5535(13) 0.023(5) Uiso 1 1 d . . .
H10A H 0.327(3) 0.6416(15) 0.5952(14) 0.033(5) Uiso 1 1 d . . .
C11 C 0.5529(2) 0.61485(13) 0.58406(12) 0.0244(4) Uani 1 1 d . . .
H11B H 0.540(2) 0.5457(14) 0.5730(13) 0.025(5) Uiso 1 1 d . . .
H11A H 0.599(2) 0.6261(14) 0.6552(14) 0.027(5) Uiso 1 1 d . . .
C12 C 0.8134(2) 0.60739(12) 0.55780(12) 0.0206(3) Uani 1 1 d . . .
H12B H 0.806(2) 0.5391(14) 0.5562(13) 0.021(5) Uiso 1 1 d . . .
H12A H 0.878(2) 0.6257(14) 0.6242(14) 0.025(5) Uiso 1 1 d . . .
C13 C 0.90325(19) 0.64180(11) 0.48745(11) 0.0175(3) Uani 1 1 d . . .
H13B H 1.011(2) 0.6203(12) 0.5060(12) 0.013(4) Uiso 1 1 d . . .
H13A H 0.904(2) 0.7088(13) 0.4850(13) 0.018(4) 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
I1 C1 2.0723(14) . ?
O1 C6 1.422(2) . ?
O1 C5 1.4366(18) . ?
O2 C8 1.414(2) . ?
O2 C7 1.429(2) . ?
O3 C9 1.423(2) . ?
O3 C10 1.428(2) . ?
O4 C12 1.422(2) . ?
O4 C11 1.4263(19) . ?
N1 N2 1.3419(17) . ?
N1 C1 1.3581(18) . ?
N1 C13 1.4698(19) . ?
N2 N3 1.3223(18) . ?
N3 C2 1.3592(19) . ?
C1 C2 1.376(2) . ?
C2 C3 1.497(2) . ?
C3 C4 1.536(2) . ?
C3 H3B 0.994(19) . ?
C3 H3A 0.950(19) . ?
C4 C5 1.519(2) . ?
C4 H4B 0.954(17) . ?
C4 H4A 0.983(18) . ?
C5 H5B 0.989(16) . ?
C5 H5A 0.958(18) . ?
C6 C7 1.502(3) . ?
C6 H6B 0.978(19) . ?
C6 H6A 0.99(2) . ?
C7 H7B 1.02(2) . ?
C7 H7A 0.95(2) . ?
C8 C9 1.498(3) . ?
C8 H8B 0.98(2) . ?
C8 H8A 0.97(2) . ?
C9 H9B 0.97(2) . ?
C9 H9A 0.97(2) . ?
C10 C11 1.505(3) . ?
C10 H10B 0.95(2) . ?
C10 H10A 1.00(2) . ?
C11 H11B 0.983(19) . ?
C11 H11A 0.990(19) . ?
C12 C13 1.511(2) . ?
C12 H12B 0.958(19) . ?
C12 H12A 0.982(19) . ?
C13 H13B 0.931(18) . ?
C13 H13A 0.938(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
C6 O1 C5 115.80(12) . . ?
C8 O2 C7 112.20(13) . . ?
C9 O3 C10 113.96(13) . . ?
C12 O4 C11 112.48(13) . . ?
N2 N1 C1 110.35(12) . . ?
N2 N1 C13 118.97(12) . . ?
C1 N1 C13 130.68(12) . . ?
N3 N2 N1 107.30(12) . . ?
N2 N3 C2 109.43(12) . . ?
N1 C1 C2 105.30(12) . . ?
N1 C1 I1 126.17(10) . . ?
C2 C1 I1 127.95(11) . . ?
N3 C2 C1 107.62(13) . . ?
N3 C2 C3 122.31(13) . . ?
C1 C2 C3 130.04(14) . . ?
C2 C3 C4 114.36(12) . . ?
C2 C3 H3B 107.8(10) . . ?
C4 C3 H3B 110.1(10) . . ?
C2 C3 H3A 108.2(11) . . ?
C4 C3 H3A 110.4(11) . . ?
H3B C3 H3A 105.6(15) . . ?
C5 C4 C3 112.55(13) . . ?
C5 C4 H4B 110.1(10) . . ?
C3 C4 H4B 110.0(10) . . ?
C5 C4 H4A 109.1(11) . . ?
C3 C4 H4A 108.3(11) . . ?
H4B C4 H4A 106.6(15) . . ?
O1 C5 C4 111.66(13) . . ?
O1 C5 H5B 109.9(10) . . ?
C4 C5 H5B 111.7(10) . . ?
O1 C5 H5A 104.9(11) . . ?
C4 C5 H5A 110.8(11) . . ?
H5B C5 H5A 107.5(14) . . ?
O1 C6 C7 114.69(15) . . ?
O1 C6 H6B 103.5(11) . . ?
C7 C6 H6B 109.0(11) . . ?
O1 C6 H6A 110.6(11) . . ?
C7 C6 H6A 107.8(11) . . ?
H6B C6 H6A 111.2(16) . . ?
O2 C7 C6 109.76(14) . . ?
O2 C7 H7B 110.6(13) . . ?
C6 C7 H7B 110.8(12) . . ?
O2 C7 H7A 107.1(12) . . ?
C6 C7 H7A 109.8(13) . . ?
H7B C7 H7A 108.8(17) . . ?
O2 C8 C9 109.92(14) . . ?
O2 C8 H8B 109.7(13) . . ?
C9 C8 H8B 109.6(13) . . ?
O2 C8 H8A 109.6(12) . . ?
C9 C8 H8A 111.0(12) . . ?
H8B C8 H8A 106.9(17) . . ?
O3 C9 C8 108.79(15) . . ?
O3 C9 H9B 112.6(12) . . ?
C8 C9 H9B 110.2(12) . . ?
O3 C9 H9A 108.4(12) . . ?
C8 C9 H9A 109.8(12) . . ?
H9B C9 H9A 107.0(17) . . ?
O3 C10 C11 114.33(14) . . ?
O3 C10 H10B 107.6(11) . . ?
C11 C10 H10B 111.2(12) . . ?
O3 C10 H10A 105.7(12) . . ?
C11 C10 H10A 106.1(12) . . ?
H10B C10 H10A 111.8(16) . . ?
O4 C11 C10 109.40(14) . . ?
O4 C11 H11B 109.9(11) . . ?
C10 C11 H11B 110.5(11) . . ?
O4 C11 H11A 110.7(11) . . ?
C10 C11 H11A 108.0(11) . . ?
H11B C11 H11A 108.3(15) . . ?
O4 C12 C13 107.63(13) . . ?
O4 C12 H12B 112.6(11) . . ?
C13 C12 H12B 110.2(11) . . ?
O4 C12 H12A 111.0(11) . . ?
C13 C12 H12A 107.9(11) . . ?
H12B C12 H12A 107.4(15) . . ?
N1 C13 C12 111.53(13) . . ?
N1 C13 H13B 107.9(10) . . ?
C12 C13 H13B 111.1(10) . . ?
N1 C13 H13A 106.9(11) . . ?
C12 C13 H13A 110.8(11) . . ?
H13B C13 H13A 108.4(15) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_FO5603
_database_code_depnum_ccdc_archive 'CCDC 1519088'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H23 N3 O4'
_chemical_formula_sum            'C13 H23 N3 O4'
_chemical_formula_weight         285.34

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'

_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                   4.6850(3)
_cell_length_b                   9.3425(8)
_cell_length_c                   17.3500(14)
_cell_angle_alpha                90.082(5)
_cell_angle_beta                 90.3350(7)
_cell_angle_gamma                104.252(3)
_cell_volume                     736.01(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    8779
_cell_measurement_theta_min      2.348
_cell_measurement_theta_max      28.065

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.045
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.038
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             308
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2975
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_sigmaI/netI    0.0732
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2975
_reflns_number_gt                2493
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0539P)²+3.4404P] 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         2975
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0936
_refine_ls_wR_factor_ref         0.2528
_refine_ls_wR_factor_gt          0.2438
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_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
O1 O 0.5285(8) 0.5882(4) 0.0966(2) 0.0230(8) Uani 1 1 d . . .
O2 O 0.6076(10) 0.9247(4) 0.0998(2) 0.0309(10) Uani 1 1 d . . .
O3 O 0.6357(9) 0.9565(4) 0.2690(2) 0.0255(9) Uani 1 1 d . . .
O4 O 0.4871(8) 0.8630(4) 0.4259(2) 0.0223(8) Uani 1 1 d . . .
N1 N 0.1854(10) 0.5665(5) 0.3746(2) 0.0216(9) Uani 1 1 d . . .
N2 N 0.1537(11) 0.4232(5) 0.3947(3) 0.0270(10) Uani 1 1 d . . .
N3 N 0.3191(11) 0.3680(5) 0.3479(2) 0.0258(10) Uani 1 1 d . . .
C1 C 0.3698(11) 0.6025(5) 0.3151(3) 0.0190(10) Uani 1 1 d . . .
H1A H 0.4288 0.6955 0.2902 0.023 Uiso 1 1 calc R . .
C2 C 0.4554(11) 0.4752(5) 0.2979(3) 0.0193(10) Uani 1 1 d . . .
C3 C 0.6645(12) 0.4475(5) 0.2383(3) 0.0206(10) Uani 1 1 d . . .
H3A H 0.7914 0.3886 0.2616 0.025 Uiso 1 1 calc R . .
H3B H 0.7933 0.5434 0.2222 0.025 Uiso 1 1 calc R . .
C4 C 0.5119(12) 0.3661(5) 0.1665(3) 0.0211(11) Uani 1 1 d . . .
H4A H 0.6630 0.3427 0.1324 0.025 Uiso 1 1 calc R . .
H4B H 0.3785 0.2715 0.1826 0.025 Uiso 1 1 calc R . .
C5 C 0.3368(12) 0.4537(6) 0.1215(3) 0.0232(11) Uani 1 1 d . . .
H5A H 0.2423 0.3958 0.0763 0.028 Uiso 1 1 calc R . .
H5B H 0.1801 0.4750 0.1544 0.028 Uiso 1 1 calc R . .
C6 C 0.3718(14) 0.6747(6) 0.0536(3) 0.0290(12) Uani 1 1 d . . .
H6A H 0.1996 0.6863 0.0835 0.035 Uiso 1 1 calc R . .
H6B H 0.2985 0.6231 0.0048 0.035 Uiso 1 1 calc R . .
C7 C 0.5672(15) 0.8245(6) 0.0359(3) 0.0311(13) Uani 1 1 d . . .
H7A H 0.7620 0.8126 0.0195 0.037 Uiso 1 1 calc R . .
H7B H 0.4806 0.8679 -0.0077 0.037 Uiso 1 1 calc R . .
C8 C 0.8503(13) 0.9180(6) 0.1483(3) 0.0263(12) Uani 1 1 d . . .
H8A H 1.0362 0.9477 0.1190 0.032 Uiso 1 1 calc R . .
H8B H 0.8286 0.8157 0.1668 0.032 Uiso 1 1 calc R . .
C9 C 0.8589(13) 1.0206(6) 0.2159(3) 0.0255(11) Uani 1 1 d . . .
H9A H 1.0539 1.0394 0.2416 0.031 Uiso 1 1 calc R . .
H9B H 0.8288 1.1162 0.1977 0.031 Uiso 1 1 calc R . .
C10 C 0.6223(14) 1.0533(6) 0.3323(3) 0.0259(12) Uani 1 1 d . . .
H10A H 0.5775 1.1452 0.3131 0.031 Uiso 1 1 calc R . .
H10B H 0.8146 1.0800 0.3595 0.031 Uiso 1 1 calc R . .
C11 C 0.3883(13) 0.9771(5) 0.3863(3) 0.0244(11) Uani 1 1 d . . .
H11A H 0.3463 1.0488 0.4239 0.029 Uiso 1 1 calc R . .
H11B H 0.2050 0.9335 0.3572 0.029 Uiso 1 1 calc R . .
C12 C 0.2612(13) 0.7690(6) 0.4697(3) 0.0257(11) Uani 1 1 d . . .
H12A H 0.1555 0.8303 0.4994 0.031 Uiso 1 1 calc R . .
H12B H 0.3517 0.7129 0.5070 0.031 Uiso 1 1 calc R . .
C13 C 0.0405(12) 0.6607(6) 0.4192(3) 0.0235(11) Uani 1 1 d . . .
H13A H -0.1124 0.5983 0.4522 0.028 Uiso 1 1 calc R . .
H13B H -0.0578 0.7164 0.3836 0.028 Uiso 1 1 calc 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
O1 C5 1.422(6) . ?
O1 C6 1.427(6) . ?
O2 C8 1.425(7) . ?
O2 C7 1.430(6) . ?
O3 C9 1.415(7) . ?
O3 C10 1.434(6) . ?
O4 C12 1.422(6) . ?
O4 C11 1.437(6) . ?
N1 C1 1.340(7) . ?
N1 N2 1.357(6) . ?
N1 C13 1.460(6) . ?
N2 N3 1.314(6) . ?
N3 C2 1.363(6) . ?
C1 C2 1.379(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.494(7) . ?
C3 C4 1.536(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.509(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.505(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.508(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.488(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.528(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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
C5 O1 C6 111.1(4) . . ?
C8 O2 C7 113.7(4) . . ?
C9 O3 C10 112.2(4) . . ?
C12 O4 C11 112.9(4) . . ?
C1 N1 N2 110.9(4) . . ?
C1 N1 C13 128.9(4) . . ?
N2 N1 C13 120.2(4) . . ?
N3 N2 N1 107.1(4) . . ?
N2 N3 C2 109.0(4) . . ?
N1 C1 C2 105.0(4) . . ?
N1 C1 H1A 127.5 . . ?
C2 C1 H1A 127.5 . . ?
N3 C2 C1 108.1(4) . . ?
N3 C2 C3 121.9(4) . . ?
C1 C2 C3 130.0(4) . . ?
C2 C3 C4 113.7(4) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C3 113.3(4) . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
O1 C5 C4 109.2(4) . . ?
O1 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O1 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O1 C6 C7 110.8(5) . . ?
O1 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
O2 C7 C6 113.6(5) . . ?
O2 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
O2 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
O2 C8 C9 108.9(4) . . ?
O2 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
O2 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
O3 C9 C8 109.8(4) . . ?
O3 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
O3 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
O3 C10 C11 109.0(4) . . ?
O3 C10 H10A 109.9 . . ?
C11 C10 H10A 109.9 . . ?
O3 C10 H10B 109.9 . . ?
C11 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
O4 C11 C10 108.9(4) . . ?
O4 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
O4 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O4 C12 C13 112.4(4) . . ?
O4 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
O4 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C12 111.3(4) . . ?
N1 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.387
_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_FO5713
_database_code_depnum_ccdc_archive 'CCDC 1519089'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H23 F12 N3 Na2 O4 P2'
_chemical_formula_sum            'C13 H23 F12 N3 Na2 O4 P2'
_chemical_formula_weight         621.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'

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

_cell_length_a                   9.6377(8)
_cell_length_b                   13.8800(9)
_cell_length_c                   10.0595(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.921(3)
_cell_angle_gamma                90
_cell_volume                     1189.03(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    10800
_cell_measurement_theta_min      2.392
_cell_measurement_theta_max      26.02

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5025
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10800
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_sigmaI/netI    0.0539
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         26.02
_reflns_number_total             4257
_reflns_number_gt                3628
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.1656P)²+3.6235P] 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   0.2(3)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         4257
_refine_ls_number_parameters     318
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0966
_refine_ls_wR_factor_ref         0.2759
_refine_ls_wR_factor_gt          0.2660
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
Na1 Na 0.3118(4) 0.5099(2) 0.2038(4) 0.0287(7) Uani 1 1 d . . .
Na2 Na 0.3177(4) 0.4993(2) 0.5964(4) 0.0298(8) Uani 1 1 d . A .
P1 P 0.2348(3) 0.41739(15) 0.8669(3) 0.0299(5) Uani 1 1 d . . .
P2 P 0.0766(3) 0.35268(16) 0.3198(3) 0.0285(5) Uani 1 1 d . . .
F11 F 0.3934(8) 0.4518(6) 1.0081(8) 0.064(2) Uani 1 1 d . . .
F12 F 0.1404(9) 0.4479(6) 0.9533(9) 0.064(2) Uani 1 1 d . . .
F13 F 0.2674(10) 0.3129(5) 0.9387(8) 0.065(2) Uani 1 1 d . A .
F14 F 0.3361(8) 0.3908(5) 0.7818(7) 0.0494(16) Uani 1 1 d . A .
F15 F 0.2047(8) 0.5207(4) 0.7877(8) 0.0519(16) Uani 1 1 d . A .
F16 F 0.0801(9) 0.3806(5) 0.7305(8) 0.0549(18) Uani 1 1 d . A .
F21 F 0.0851(10) 0.2789(6) 0.2089(9) 0.072(2) Uani 1 1 d . A .
F22 F 0.0723(7) 0.4347(5) 0.4359(7) 0.0522(17) Uani 1 1 d . A .
F23 F 0.256(2) 0.3377(14) 0.430(2) 0.070(5) Uiso 0.521(18) 1 d P A 1
F24 F 0.0247(17) 0.2778(9) 0.4087(18) 0.049(4) Uiso 0.521(18) 1 d P A 1
F25 F 0.107(2) 0.4318(11) 0.226(2) 0.064(5) Uiso 0.521(18) 1 d P A 1
F26 F -0.1035(14) 0.3707(9) 0.2167(13) 0.040(3) Uiso 0.521(18) 1 d P A 1
F23A F 0.233(2) 0.3067(15) 0.461(2) 0.063(5) Uiso 0.479(18) 1 d P A 2
F24A F -0.048(3) 0.2874(15) 0.331(3) 0.083(6) Uiso 0.479(18) 1 d P A 2
F25A F 0.1932(18) 0.4314(10) 0.3036(17) 0.047(4) Uiso 0.479(18) 1 d P A 2
F26A F -0.0631(15) 0.4048(10) 0.1918(15) 0.043(4) Uiso 0.479(18) 1 d P A 2
O1 O 0.4909(9) 0.6321(6) 0.2035(9) 0.0470(19) Uani 1 1 d . A .
O2 O 0.1812(9) 0.6565(5) 0.1382(11) 0.053(2) Uani 1 1 d . A .
O3 O 0.2489(10) 0.6465(5) 0.4508(10) 0.060(2) Uani 1 1 d . . .
O4 O 0.4763(10) 0.6255(5) 0.7504(8) 0.047(2) Uani 1 1 d . . .
N1 N 0.6934(9) 0.5083(7) 0.4675(9) 0.0388(19) Uani 1 1 d . . .
N2 N 0.5498(8) 0.4760(5) 0.4393(8) 0.0265(16) Uani 1 1 d . A .
N3 N 0.5559(8) 0.4655(5) 0.5741(8) 0.0234(15) Uani 1 1 d . . .
C1 C 0.7849(11) 0.5179(10) 0.6122(12) 0.048(3) Uani 1 1 d . A .
H1 H 0.8904 0.5402 0.6593 0.073 Uiso 1 1 calc R . .
C2 C 0.7004(9) 0.4897(6) 0.6823(10) 0.0285(19) Uani 1 1 d . A .
C3 C 0.7165(14) 0.5357(10) 0.3352(14) 0.054(3) Uani 1 1 d . A .
H3A H 0.6549 0.4918 0.2501 0.065 Uiso 1 1 calc R . .
H3B H 0.8287 0.5288 0.3617 0.065 Uiso 1 1 calc R . .
C4 C 0.6649(13) 0.6382(10) 0.2885(13) 0.052(3) Uani 1 1 d . . .
H4A H 0.6984 0.6805 0.3776 0.063 Uiso 1 1 calc R A .
H4B H 0.7089 0.6634 0.2241 0.063 Uiso 1 1 calc R . .
C5 C 0.4199(14) 0.7202(7) 0.1541(13) 0.043(3) Uani 1 1 d . . .
H5A H 0.4672 0.7540 0.0985 0.052 Uiso 1 1 calc R A .
H5B H 0.4349 0.7606 0.2410 0.052 Uiso 1 1 calc R . .
C6 C 0.2570(17) 0.7046(8) 0.0582(13) 0.051(3) Uani 1 1 d . A .
H6A H 0.2436 0.6645 -0.0283 0.062 Uiso 1 1 calc R . .
H6B H 0.2050 0.7673 0.0186 0.062 Uiso 1 1 calc R . .
C7 C 0.1159(13) 0.7221(7) 0.2018(13) 0.041(2) Uani 1 1 d . . .
H7A H 0.0125 0.7453 0.1239 0.050 Uiso 1 1 calc R A .
H7B H 0.1862 0.7783 0.2449 0.050 Uiso 1 1 calc R . .
C8 C 0.0979(13) 0.6685(7) 0.3236(12) 0.041(2) Uani 1 1 d . A .
H8A H 0.0356 0.7082 0.3581 0.049 Uiso 1 1 calc R . .
H8B H 0.0399 0.6078 0.2817 0.049 Uiso 1 1 calc R . .
C9 C 0.3244(19) 0.7290(10) 0.5422(15) 0.070(4) Uani 1 1 d . A .
H9A H 0.2651 0.7518 0.5942 0.084 Uiso 1 1 calc R . .
H9B H 0.3300 0.7822 0.4792 0.084 Uiso 1 1 calc R . .
C10 C 0.496(2) 0.6960(15) 0.662(2) 0.090(5) Uiso 1 1 d . A .
H10A H 0.5534 0.6693 0.6098 0.107 Uiso 1 1 calc R . .
H10B H 0.5565 0.7513 0.7242 0.107 Uiso 1 1 calc R . .
C11 C 0.5916(19) 0.6175(12) 0.892(2) 0.086(5) Uani 1 1 d . A .
H11A H 0.5593 0.5696 0.9448 0.103 Uiso 1 1 calc R . .
H11B H 0.6031 0.6802 0.9429 0.103 Uiso 1 1 calc R . .
C12 C 0.7461(17) 0.5891(11) 0.9089(17) 0.068(4) Uani 1 1 d . . .
H12A H 0.8234 0.5894 1.0171 0.082 Uiso 1 1 calc R A .
H12B H 0.7805 0.6371 0.8577 0.082 Uiso 1 1 calc R . .
C13 C 0.7440(15) 0.4897(8) 0.8441(12) 0.046(3) Uani 1 1 d . A .
H13A H 0.8495 0.4605 0.9008 0.055 Uiso 1 1 calc R . .
H13B H 0.6689 0.4485 0.8595 0.055 Uiso 1 1 calc 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
Na1 F25A 2.139(14) . ?
Na1 O2 2.320(7) . ?
Na1 F25 2.350(16) . ?
Na1 O1 2.421(8) . ?
Na1 F12 2.433(8) 1_554 ?
Na1 N2 2.450(7) . ?
Na1 F11 2.569(8) 1_554 ?
Na1 C6 3.001(11) . ?
Na1 P1 3.366(4) 1_554 ?
Na1 Na2 3.925(5) . ?
Na2 F22 2.330(7) . ?
Na2 F14 2.338(7) . ?
Na2 O4 2.364(8) . ?
Na2 O3 2.419(8) . ?
Na2 N3 2.454(8) . ?
Na2 F15 2.634(8) . ?
Na2 F23 2.691(18) . ?
Na2 F25A 2.774(15) . ?
Na2 F23A 2.94(2) . ?
Na2 C10 3.13(2) . ?
Na2 P2 3.351(4) . ?
Na2 P1 3.372(4) . ?
P1 F16 1.565(7) . ?
P1 F12 1.583(7) . ?
P1 F13 1.585(7) . ?
P1 F11 1.596(7) . ?
P1 F15 1.599(6) . ?
P1 F14 1.614(6) . ?
P1 Na1 3.367(4) 1_556 ?
P2 F26A 1.540(13) . ?
P2 F21 1.545(7) . ?
P2 F24A 1.55(2) . ?
P2 F25 1.564(15) . ?
P2 F26 1.570(12) . ?
P2 F23 1.572(17) . ?
P2 F24 1.597(14) . ?
P2 F25A 1.629(14) . ?
P2 F23A 1.643(18) . ?
P2 F22 1.645(6) . ?
F11 Na1 2.569(8) 1_556 ?
F12 Na1 2.433(8) 1_556 ?
O1 C5 1.375(13) . ?
O1 C4 1.486(14) . ?
O2 C7 1.418(12) . ?
O2 C6 1.477(15) . ?
O3 C9 1.435(15) . ?
O3 C8 1.450(13) . ?
O4 C11 1.338(18) . ?
O4 C10 1.40(2) . ?
N1 C1 1.308(14) . ?
N1 N2 1.353(11) . ?
N1 C3 1.498(13) . ?
N2 N3 1.337(11) . ?
N3 C2 1.348(11) . ?
C1 C2 1.362(13) . ?
C1 H1 0.9500 . ?
C2 C13 1.477(14) . ?
C3 C4 1.508(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.423(18) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.511(15) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.59(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.47(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.523(17) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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
F25A Na1 O2 104.0(4) . . ?
F25A Na1 F25 20.7(4) . . ?
O2 Na1 F25 93.7(5) . . ?
F25A Na1 O1 153.6(5) . . ?
O2 Na1 O1 71.2(3) . . ?
F25 Na1 O1 162.5(5) . . ?
F25A Na1 F12 93.0(5) . 1_554 ?
O2 Na1 F12 90.0(3) . 1_554 ?
F25 Na1 F12 75.0(5) . 1_554 ?
O1 Na1 F12 112.6(3) . 1_554 ?
F25A Na1 N2 85.0(5) . . ?
O2 Na1 N2 125.5(3) . . ?
F25 Na1 N2 105.5(5) . . ?
O1 Na1 N2 77.9(3) . . ?
F12 Na1 N2 143.9(3) 1_554 . ?
F25A Na1 F11 128.5(4) . 1_554 ?
O2 Na1 F11 112.2(3) . 1_554 ?
F25 Na1 F11 120.0(4) . 1_554 ?
O1 Na1 F11 75.2(3) . 1_554 ?
F12 Na1 F11 53.0(2) 1_554 1_554 ?
N2 Na1 F11 101.4(3) . 1_554 ?
F25A Na1 C6 132.6(5) . . ?
O2 Na1 C6 28.7(3) . . ?
F25 Na1 C6 119.9(5) . . ?
O1 Na1 C6 48.0(3) . . ?
F12 Na1 C6 86.2(3) 1_554 . ?
N2 Na1 C6 121.0(3) . . ?
F11 Na1 C6 87.5(3) 1_554 . ?
F25A Na1 P1 111.3(4) . 1_554 ?
O2 Na1 P1 102.3(3) . 1_554 ?
F25 Na1 P1 96.9(4) . 1_554 ?
O1 Na1 P1 95.0(2) . 1_554 ?
F12 Na1 P1 25.81(17) 1_554 1_554 ?
N2 Na1 P1 124.4(2) . 1_554 ?
F11 Na1 P1 27.19(16) 1_554 1_554 ?
C6 Na1 P1 86.9(2) . 1_554 ?
F25A Na1 Na2 43.0(4) . . ?
O2 Na1 Na2 94.0(3) . . ?
F25 Na1 Na2 60.4(4) . . ?
O1 Na1 Na2 110.7(2) . . ?
F12 Na1 Na2 135.4(2) 1_554 . ?
N2 Na1 Na2 56.93(19) . . ?
F11 Na1 Na2 153.4(2) 1_554 . ?
C6 Na1 Na2 116.2(2) . . ?
P1 Na1 Na2 153.03(12) 1_554 . ?
F22 Na2 F14 88.8(3) . . ?
F22 Na2 O4 151.0(3) . . ?
F14 Na2 O4 99.8(3) . . ?
F22 Na2 O3 90.2(3) . . ?
F14 Na2 O3 157.5(3) . . ?
O4 Na2 O3 71.4(3) . . ?
F22 Na2 N3 123.6(3) . . ?
F14 Na2 N3 103.0(2) . . ?
O4 Na2 N3 81.7(3) . . ?
O3 Na2 N3 96.3(3) . . ?
F22 Na2 F15 85.2(2) . . ?
F14 Na2 F15 52.6(2) . . ?
O4 Na2 F15 78.4(3) . . ?
O3 Na2 F15 104.9(3) . . ?
N3 Na2 F15 144.4(3) . . ?
F22 Na2 F23 52.5(4) . . ?
F14 Na2 F23 82.5(5) . . ?
O4 Na2 F23 155.7(5) . . ?
O3 Na2 F23 114.2(5) . . ?
N3 Na2 F23 74.2(4) . . ?
F15 Na2 F23 120.0(5) . . ?
F22 Na2 F25A 48.6(3) . . ?
F14 Na2 F25A 117.5(4) . . ?
O4 Na2 F25A 140.7(4) . . ?
O3 Na2 F25A 77.6(4) . . ?
N3 Na2 F25A 78.2(4) . . ?
F15 Na2 F25A 133.8(4) . . ?
F23 Na2 F25A 36.7(5) . . ?
F22 Na2 F23A 50.0(4) . . ?
F14 Na2 F23A 71.6(5) . . ?
O4 Na2 F23A 158.8(4) . . ?
O3 Na2 F23A 123.4(5) . . ?
N3 Na2 F23A 81.5(4) . . ?
F15 Na2 F23A 108.7(4) . . ?
F23 Na2 F23A 11.8(5) . . ?
F25A Na2 F23A 46.4(5) . . ?
F22 Na2 C10 139.6(4) . . ?
F14 Na2 C10 124.5(4) . . ?
O4 Na2 C10 24.8(4) . . ?
O3 Na2 C10 50.0(4) . . ?
N3 Na2 C10 74.9(4) . . ?
F15 Na2 C10 97.1(4) . . ?
F23 Na2 C10 142.9(6) . . ?
F25A Na2 C10 116.2(5) . . ?
F23A Na2 C10 153.8(6) . . ?
F22 Na2 P2 26.69(16) . . ?
F14 Na2 P2 92.0(2) . . ?
O4 Na2 P2 168.1(2) . . ?
O3 Na2 P2 97.1(2) . . ?
N3 Na2 P2 97.1(2) . . ?
F15 Na2 P2 108.16(19) . . ?
F23 Na2 P2 27.5(4) . . ?
F25A Na2 P2 28.9(3) . . ?
F23A Na2 P2 29.4(4) . . ?
C10 Na2 P2 143.5(4) . . ?
F22 Na2 P1 83.2(2) . . ?
F14 Na2 P1 25.50(15) . . ?
O4 Na2 P1 92.6(2) . . ?
O3 Na2 P1 132.2(3) . . ?
N3 Na2 P1 126.5(2) . . ?
F15 Na2 P1 27.54(13) . . ?
F23 Na2 P1 98.8(5) . . ?
F25A Na2 P1 126.4(3) . . ?
F23A Na2 P1 87.0(4) . . ?
C10 Na2 P1 116.1(4) . . ?
P2 Na2 P1 97.52(10) . . ?
F16 P1 F12 90.7(4) . . ?
F16 P1 F13 90.3(4) . . ?
F12 P1 F13 92.1(4) . . ?
F16 P1 F11 178.3(4) . . ?
F12 P1 F11 89.3(4) . . ?
F13 P1 F11 88.0(5) . . ?
F16 P1 F15 88.8(4) . . ?
F12 P1 F15 91.0(4) . . ?
F13 P1 F15 176.8(4) . . ?
F11 P1 F15 92.9(4) . . ?
F16 P1 F14 91.4(4) . . ?
F12 P1 F14 177.3(4) . . ?
F13 P1 F14 89.6(4) . . ?
F11 P1 F14 88.6(4) . . ?
F15 P1 F14 87.4(3) . . ?
F16 P1 Na1 132.6(3) . 1_556 ?
F12 P1 Na1 42.0(3) . 1_556 ?
F13 P1 Na1 89.2(3) . 1_556 ?
F11 P1 Na1 47.3(3) . 1_556 ?
F15 P1 Na1 93.6(3) . 1_556 ?
F14 P1 Na1 135.9(3) . 1_556 ?
F16 P1 Na2 83.7(3) . . ?
F12 P1 Na2 140.1(3) . . ?
F13 P1 Na2 127.2(3) . . ?
F11 P1 Na2 97.3(3) . . ?
F15 P1 Na2 49.6(3) . . ?
F14 P1 Na2 38.6(2) . . ?
Na1 P1 Na2 131.31(10) 1_556 . ?
F26A P2 F21 91.6(6) . . ?
F26A P2 F24A 86.1(10) . . ?
F21 P2 F24A 88.1(9) . . ?
F26A P2 F25 60.2(8) . . ?
F21 P2 F25 86.6(7) . . ?
F24A P2 F25 145.7(11) . . ?
F26A P2 F26 27.1(5) . . ?
F21 P2 F26 92.5(5) . . ?
F24A P2 F26 59.1(10) . . ?
F25 P2 F26 87.3(8) . . ?
F26A P2 F23 153.6(9) . . ?
F21 P2 F23 90.6(7) . . ?
F24A P2 F23 120.3(12) . . ?
F25 P2 F23 93.7(10) . . ?
F26 P2 F23 176.8(8) . . ?
F26A P2 F24 113.2(8) . . ?
F21 P2 F24 96.2(6) . . ?
F24A P2 F24 28.7(8) . . ?
F25 P2 F24 173.0(8) . . ?
F26 P2 F24 86.3(7) . . ?
F23 P2 F24 92.6(9) . . ?
F26A P2 F25A 88.6(8) . . ?
F21 P2 F25A 95.7(6) . . ?
F24A P2 F25A 173.5(10) . . ?
F25 P2 F25A 30.1(6) . . ?
F26 P2 F25A 115.4(7) . . ?
F23 P2 F25A 65.0(9) . . ?
F24 P2 F25A 154.7(8) . . ?
F26A P2 F23A 174.8(9) . . ?
F21 P2 F23A 91.7(7) . . ?
F24A P2 F23A 98.0(12) . . ?
F25 P2 F23A 116.0(9) . . ?
F26 P2 F23A 156.6(9) . . ?
F23 P2 F23A 22.3(8) . . ?
F24 P2 F23A 70.4(9) . . ?
F25A P2 F23A 87.1(9) . . ?
F26A P2 F22 88.1(6) . . ?
F21 P2 F22 177.4(5) . . ?
F24A P2 F22 94.5(8) . . ?
F25 P2 F22 91.0(6) . . ?
F26 P2 F22 88.4(5) . . ?
F23 P2 F22 88.5(7) . . ?
F24 P2 F22 86.3(5) . . ?
F25A P2 F22 81.7(5) . . ?
F23A P2 F22 88.5(7) . . ?
F26A P2 Na2 113.9(5) . . ?
F21 P2 Na2 138.7(3) . . ?
F24A P2 Na2 123.8(9) . . ?
F25 P2 Na2 79.7(6) . . ?
F26 P2 Na2 125.1(4) . . ?
F23 P2 Na2 52.2(6) . . ?
F24 P2 Na2 102.0(5) . . ?
F25A P2 Na2 55.5(5) . . ?
F23A P2 Na2 61.2(7) . . ?
F22 P2 Na2 39.5(2) . . ?
P1 F11 Na1 105.5(4) . 1_556 ?
P1 F12 Na1 112.2(4) . 1_556 ?
P1 F14 Na2 115.9(3) . . ?
P1 F15 Na2 102.9(3) . . ?
P2 F22 Na2 113.8(3) . . ?
P2 F23 Na2 100.3(8) . . ?
P2 F25 Na1 141.7(10) . . ?
P2 F23A Na2 89.4(8) . . ?
P2 F25A Na1 159.0(9) . . ?
P2 F25A Na2 95.6(6) . . ?
Na1 F25A Na2 105.3(6) . . ?
C5 O1 C4 113.1(8) . . ?
C5 O1 Na1 112.9(6) . . ?
C4 O1 Na1 130.7(7) . . ?
C7 O2 C6 113.1(8) . . ?
C7 O2 Na1 137.0(7) . . ?
C6 O2 Na1 102.2(6) . . ?
C9 O3 C8 113.3(9) . . ?
C9 O3 Na2 111.9(7) . . ?
C8 O3 Na2 126.1(6) . . ?
C11 O4 C10 116.3(12) . . ?
C11 O4 Na2 126.5(8) . . ?
C10 O4 Na2 109.9(9) . . ?
C1 N1 N2 111.0(8) . . ?
C1 N1 C3 131.3(10) . . ?
N2 N1 C3 117.4(8) . . ?
N3 N2 N1 105.6(6) . . ?
N3 N2 Na1 125.3(5) . . ?
N1 N2 Na1 122.8(6) . . ?
N2 N3 C2 109.3(7) . . ?
N2 N3 Na2 118.2(5) . . ?
C2 N3 Na2 122.3(6) . . ?
N1 C1 C2 107.0(9) . . ?
N1 C1 H1 126.5 . . ?
C2 C1 H1 126.5 . . ?
N3 C2 C1 107.1(8) . . ?
N3 C2 C13 122.9(8) . . ?
C1 C2 C13 129.8(9) . . ?
N1 C3 C4 110.6(10) . . ?
N1 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O1 C4 C3 104.1(10) . . ?
O1 C4 H4A 110.9 . . ?
C3 C4 H4A 110.9 . . ?
O1 C4 H4B 110.9 . . ?
C3 C4 H4B 110.9 . . ?
H4A C4 H4B 109.0 . . ?
O1 C5 C6 108.3(9) . . ?
O1 C5 H5A 110.0 . . ?
C6 C5 H5A 110.0 . . ?
O1 C5 H5B 110.0 . . ?
C6 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 O2 111.7(9) . . ?
C5 C6 Na1 85.4(6) . . ?
O2 C6 Na1 49.1(4) . . ?
C5 C6 H6A 109.3 . . ?
O2 C6 H6A 109.3 . . ?
Na1 C6 H6A 80.9 . . ?
C5 C6 H6B 109.3 . . ?
O2 C6 H6B 109.3 . . ?
Na1 C6 H6B 158.1 . . ?
H6A C6 H6B 107.9 . . ?
O2 C7 C8 107.1(8) . . ?
O2 C7 H7A 110.3 . . ?
C8 C7 H7A 110.3 . . ?
O2 C7 H7B 110.3 . . ?
C8 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
O3 C8 C7 111.7(9) . . ?
O3 C8 H8A 109.3 . . ?
C7 C8 H8A 109.3 . . ?
O3 C8 H8B 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
O3 C9 C10 106.9(13) . . ?
O3 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
O3 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.6 . . ?
O4 C10 C9 106.1(14) . . ?
O4 C10 Na2 45.3(7) . . ?
C9 C10 Na2 79.5(9) . . ?
O4 C10 H10A 110.5 . . ?
C9 C10 H10A 110.5 . . ?
Na2 C10 H10A 87.1 . . ?
O4 C10 H10B 110.5 . . ?
C9 C10 H10B 110.5 . . ?
Na2 C10 H10B 155.6 . . ?
H10A C10 H10B 108.7 . . ?
O4 C11 C12 116.0(17) . . ?
O4 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
O4 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 C13 112.6(13) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C2 C13 C12 114.3(10) . . ?
C2 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
C2 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?

_diffrn_measured_fraction_theta_max 0.967
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         1.094
_refine_diff_density_min         -0.644
_refine_diff_density_rms         0.165
####################################################################### 
# 
# 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_FO5762
_database_code_depnum_ccdc_archive 'CCDC 1519091'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H44 I2 N6 Na2 O8, 2(C24 H20 B)'
_chemical_formula_sum            'C74 H84 B2 I2 N6 Na2 O8'
_chemical_formula_weight         1506.87

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'
B B 0.0013 0.0007 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   19.2642(3)
_cell_length_b                   15.3487(3)
_cell_length_c                   25.2243(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.456(1)
_cell_angle_gamma                90
_cell_volume                     6988.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    27745
_cell_measurement_theta_min      1.72
_cell_measurement_theta_max      27.45

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3088
_exptl_absorpt_coefficient_mu    0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6949
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27745
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.45
_reflns_number_total             7964
_reflns_number_gt                7252
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0090P)²+12.7188P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7964
_refine_ls_number_parameters     592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0547
_refine_ls_wR_factor_gt          0.0528
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
Na1 Na 0.50320(4) 0.40299(5) 0.45591(3) 0.02213(16) Uani 1 1 d . . .
I1 I 0.217570(7) 0.469521(8) 0.312919(5) 0.02204(4) Uani 1 1 d . . .
O1 O 0.40105(7) 0.27201(9) 0.43682(6) 0.0246(3) Uani 1 1 d . . .
O2 O 0.54854(7) 0.27098(8) 0.50838(6) 0.0228(3) Uani 1 1 d . . .
O3 O 0.57995(7) 0.33459(8) 0.41567(5) 0.0209(3) Uani 1 1 d . . .
O4 O 0.48965(7) 0.47443(8) 0.36232(5) 0.0216(3) Uani 1 1 d . . .
N1 N 0.31968(8) 0.42963(10) 0.43279(6) 0.0198(3) Uani 1 1 d . . .
N2 N 0.38044(8) 0.45442(10) 0.47562(7) 0.0205(3) Uani 1 1 d . . .
N3 N 0.40581(8) 0.52560(10) 0.45856(6) 0.0187(3) Uani 1 1 d . . .
C1 C 0.30576(10) 0.48402(12) 0.38793(7) 0.0186(4) Uani 1 1 d . . .
C2 C 0.36128(10) 0.54522(12) 0.40448(7) 0.0180(3) Uani 1 1 d . . .
C3 C 0.28692(11) 0.34477(13) 0.43561(9) 0.0257(4) Uani 1 1 d . . .
H3B H 0.2924(13) 0.3320(15) 0.4748(10) 0.034(6) Uiso 1 1 d . . .
H3A H 0.2330(14) 0.3493(16) 0.4174(10) 0.035(6) Uiso 1 1 d . . .
C4 C 0.32227(11) 0.27613(13) 0.40928(9) 0.0279(4) Uani 1 1 d . . .
H4B H 0.3015(13) 0.2207(16) 0.4127(10) 0.029(6) Uiso 1 1 d . . .
H4A H 0.3135(13) 0.2905(15) 0.3666(10) 0.032(6) Uiso 1 1 d . . .
C5 C 0.42321(12) 0.23137(14) 0.49114(10) 0.0279(4) Uani 1 1 d . . .
H5B H 0.3908(14) 0.1830(17) 0.4907(10) 0.038(7) Uiso 1 1 d . . .
H5A H 0.4203(12) 0.2724(15) 0.5195(10) 0.028(6) Uiso 1 1 d . . .
C6 C 0.50087(12) 0.19768(13) 0.50483(10) 0.0290(4) Uani 1 1 d . . .
H6B H 0.5032(13) 0.1590(17) 0.4734(11) 0.039(7) Uiso 1 1 d . . .
H6A H 0.5190(14) 0.1666(17) 0.5416(11) 0.044(7) Uiso 1 1 d . . .
C7 C 0.61547(11) 0.24824(13) 0.49898(8) 0.0230(4) Uani 1 1 d . . .
H7B H 0.6320(11) 0.1916(14) 0.5143(9) 0.019(5) Uiso 1 1 d . . .
H7A H 0.6495(12) 0.2913(14) 0.5167(9) 0.018(5) Uiso 1 1 d . . .
C8 C 0.60363(12) 0.24888(13) 0.43669(9) 0.0251(4) Uani 1 1 d . . .
H8B H 0.5638(13) 0.2056(15) 0.4164(10) 0.030(6) Uiso 1 1 d . . .
H8A H 0.6478(13) 0.2346(15) 0.4303(9) 0.028(6) Uiso 1 1 d . . .
C9 C 0.54442(12) 0.33495(14) 0.35584(8) 0.0273(4) Uani 1 1 d . . .
H9B H 0.4966(13) 0.3024(14) 0.3456(9) 0.025(6) Uiso 1 1 d . . .
H9A H 0.5750(13) 0.3054(15) 0.3376(10) 0.034(6) Uiso 1 1 d . . .
C10 C 0.53272(13) 0.42692(15) 0.33560(9) 0.0288(4) Uani 1 1 d . . .
H10B H 0.5805(14) 0.4547(16) 0.3431(10) 0.034(7) Uiso 1 1 d . . .
H10A H 0.5063(13) 0.4263(15) 0.2939(10) 0.033(6) Uiso 1 1 d . . .
C11 C 0.47317(11) 0.55860(13) 0.33479(8) 0.0237(4) Uani 1 1 d . . .
H11B H 0.4305(12) 0.5502(13) 0.2970(9) 0.021(5) Uiso 1 1 d . . .
H11A H 0.5186(12) 0.5777(14) 0.3260(9) 0.025(6) Uiso 1 1 d . . .
C12 C 0.45427(11) 0.62562(13) 0.37165(9) 0.0235(4) Uani 1 1 d . . .
H12B H 0.4622(12) 0.6828(15) 0.3574(9) 0.027(6) Uiso 1 1 d . . .
H12A H 0.4912(12) 0.6200(14) 0.4106(10) 0.028(6) Uiso 1 1 d . . .
C13 C 0.37547(11) 0.62133(13) 0.37267(8) 0.0227(4) Uani 1 1 d . . .
H13B H 0.3406(12) 0.6188(14) 0.3340(9) 0.025(6) Uiso 1 1 d . . .
H13A H 0.3668(13) 0.6757(16) 0.3897(10) 0.034(6) Uiso 1 1 d . . .
B1 B 0.27659(11) -0.01833(13) 0.36766(8) 0.0174(4) Uani 1 1 d . . .
C14 C 0.22604(10) 0.07133(12) 0.34989(8) 0.0196(4) Uani 1 1 d . . .
C15 C 0.21954(11) 0.11972(13) 0.30099(8) 0.0232(4) Uani 1 1 d . . .
H15 H 0.2460(12) 0.1028(14) 0.2776(9) 0.024(6) Uiso 1 1 d . . .
C16 C 0.17656(12) 0.19508(13) 0.28526(9) 0.0288(4) Uani 1 1 d . . .
H16 H 0.1757(13) 0.2279(15) 0.2530(10) 0.031(6) Uiso 1 1 d . . .
C17 C 0.13715(11) 0.22528(13) 0.31824(9) 0.0287(4) Uani 1 1 d . . .
H17 H 0.1064(12) 0.2738(15) 0.3078(9) 0.026(6) Uiso 1 1 d . . .
C18 C 0.14155(11) 0.17950(13) 0.36669(10) 0.0278(4) Uani 1 1 d . . .
H18 H 0.1143(13) 0.2003(15) 0.3894(9) 0.028(6) Uiso 1 1 d . . .
C19 C 0.18501(10) 0.10454(12) 0.38195(9) 0.0222(4) Uani 1 1 d . . .
H19 H 0.1864(13) 0.0750(15) 0.4145(10) 0.031(6) Uiso 1 1 d . . .
C20 C 0.34918(10) -0.01426(12) 0.34674(7) 0.0193(4) Uani 1 1 d . . .
C21 C 0.37758(11) -0.08874(14) 0.32931(8) 0.0262(4) Uani 1 1 d . . .
H21 H 0.3524(13) -0.1424(16) 0.3279(9) 0.030(6) Uiso 1 1 d . . .
C22 C 0.44068(12) -0.08678(17) 0.31393(9) 0.0341(5) Uani 1 1 d . . .
H22 H 0.4552(14) -0.1371(17) 0.3015(10) 0.039(7) Uiso 1 1 d . . .
C23 C 0.47810(12) -0.00969(17) 0.31525(8) 0.0336(5) Uani 1 1 d . . .
H23 H 0.5198(14) -0.0069(16) 0.3034(10) 0.036(6) Uiso 1 1 d . . .
C24 C 0.45191(12) 0.06567(16) 0.33227(8) 0.0303(5) Uani 1 1 d . . .
H24 H 0.4761(13) 0.1185(16) 0.3335(10) 0.034(6) Uiso 1 1 d . . .
C25 C 0.38918(11) 0.06304(14) 0.34781(8) 0.0240(4) Uani 1 1 d . . .
H25 H 0.3740(13) 0.1157(16) 0.3594(10) 0.035(6) Uiso 1 1 d . . .
C26 C 0.22731(9) -0.10356(12) 0.33595(8) 0.0180(4) Uani 1 1 d . . .
C27 C 0.23743(11) -0.18727(13) 0.35968(9) 0.0237(4) Uani 1 1 d . . .
H27 H 0.2671(13) -0.1948(15) 0.3967(10) 0.030(6) Uiso 1 1 d . . .
C28 C 0.20422(11) -0.26130(13) 0.32920(9) 0.0279(4) Uani 1 1 d . . .
H28 H 0.2140(13) -0.3190(16) 0.3475(10) 0.034(6) Uiso 1 1 d . . .
C29 C 0.15985(11) -0.25463(14) 0.27278(10) 0.0304(5) Uani 1 1 d . . .
H29 H 0.1381(13) -0.3054(16) 0.2500(10) 0.036(7) Uiso 1 1 d . . .
C30 C 0.14789(11) -0.17260(15) 0.24821(9) 0.0297(5) Uani 1 1 d . . .
H30 H 0.1200(14) -0.1657(17) 0.2107(11) 0.042(7) Uiso 1 1 d . . .
C31 C 0.17995(10) -0.09908(14) 0.27944(8) 0.0226(4) Uani 1 1 d . . .
H31 H 0.1703(12) -0.0444(15) 0.2608(9) 0.023(5) Uiso 1 1 d . . .
C32 C 0.30612(10) -0.02790(11) 0.43682(7) 0.0168(3) Uani 1 1 d . . .
C33 C 0.37737(10) -0.00228(12) 0.47220(7) 0.0183(3) Uani 1 1 d . . .
H33 H 0.4116(11) 0.0197(13) 0.4551(8) 0.015(5) Uiso 1 1 d . . .
C34 C 0.40032(11) -0.00521(12) 0.53124(8) 0.0213(4) Uani 1 1 d . . .
H34 H 0.4480(12) 0.0123(14) 0.5543(9) 0.022(5) Uiso 1 1 d . . .
C35 C 0.35247(11) -0.03568(12) 0.55740(8) 0.0225(4) Uani 1 1 d . . .
H35 H 0.3686(12) -0.0399(14) 0.5965(10) 0.026(6) Uiso 1 1 d . . .
C36 C 0.28181(11) -0.06322(12) 0.52387(8) 0.0220(4) Uani 1 1 d . . .
H36 H 0.2482(12) -0.0862(14) 0.5428(9) 0.024(5) Uiso 1 1 d . . .
C37 C 0.25978(10) -0.05933(12) 0.46529(8) 0.0192(4) Uani 1 1 d . . .
H37 H 0.2128(12) -0.0790(14) 0.4446(9) 0.023(5) 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
Na1 O3 2.3169(15) . ?
Na1 O2 2.4108(15) . ?
Na1 N3 2.5068(16) 5_666 ?
Na1 O4 2.5324(15) . ?
Na1 N3 2.6746(17) . ?
Na1 N2 2.6990(17) . ?
Na1 O1 2.7356(15) . ?
Na1 C9 3.081(2) . ?
Na1 Na1 3.7445(14) 5_666 ?
I1 C1 2.0662(17) . ?
O1 C5 1.428(2) . ?
O1 C4 1.433(2) . ?
O2 C7 1.433(2) . ?
O2 C6 1.435(2) . ?
O3 C9 1.423(2) . ?
O3 C8 1.432(2) . ?
O4 C10 1.437(2) . ?
O4 C11 1.448(2) . ?
N1 N2 1.341(2) . ?
N1 C1 1.355(2) . ?
N1 C3 1.460(2) . ?
N2 N3 1.328(2) . ?
N3 C2 1.367(2) . ?
N3 Na1 2.5067(16) 5_666 ?
C1 C2 1.374(3) . ?
C2 C13 1.495(3) . ?
C3 C4 1.527(3) . ?
C3 H3B 0.98(2) . ?
C3 H3A 0.98(2) . ?
C4 H4B 0.96(2) . ?
C4 H4A 1.05(2) . ?
C5 C6 1.505(3) . ?
C5 H5B 0.97(3) . ?
C5 H5A 0.97(2) . ?
C6 H6B 1.00(3) . ?
C6 H6A 0.99(3) . ?
C7 C8 1.507(3) . ?
C7 H7B 0.96(2) . ?
C7 H7A 0.93(2) . ?
C8 H8B 1.01(2) . ?
C8 H8A 0.94(2) . ?
C9 C10 1.491(3) . ?
C9 H9B 1.00(2) . ?
C9 H9A 0.98(2) . ?
C10 H10B 0.97(2) . ?
C10 H10A 0.99(2) . ?
C11 C12 1.514(3) . ?
C11 H11B 1.03(2) . ?
C11 H11A 1.02(2) . ?
C12 C13 1.529(3) . ?
C12 H12B 0.98(2) . ?
C12 H12A 0.99(2) . ?
C13 H13B 0.97(2) . ?
C13 H13A 0.98(2) . ?
B1 C32 1.642(3) . ?
B1 C26 1.650(3) . ?
B1 C14 1.655(3) . ?
B1 C20 1.659(3) . ?
C14 C15 1.407(3) . ?
C14 C19 1.409(3) . ?
C15 C16 1.397(3) . ?
C15 H15 0.94(2) . ?
C16 C17 1.387(3) . ?
C16 H16 0.95(2) . ?
C17 C18 1.386(3) . ?
C17 H17 0.93(2) . ?
C18 C19 1.396(3) . ?
C18 H18 0.96(2) . ?
C19 H19 0.93(2) . ?
C20 C21 1.403(3) . ?
C20 C25 1.410(3) . ?
C21 C22 1.400(3) . ?
C21 H21 0.95(2) . ?
C22 C23 1.380(3) . ?
C22 H22 0.91(3) . ?
C23 C24 1.389(3) . ?
C23 H23 0.95(2) . ?
C24 C25 1.395(3) . ?
C24 H24 0.93(2) . ?
C25 H25 0.94(2) . ?
C26 C31 1.400(3) . ?
C26 C27 1.402(3) . ?
C27 C28 1.396(3) . ?
C27 H27 0.92(2) . ?
C28 C29 1.384(3) . ?
C28 H28 0.99(2) . ?
C29 C30 1.387(3) . ?
C29 H29 0.97(2) . ?
C30 C31 1.391(3) . ?
C30 H30 0.92(3) . ?
C31 H31 0.95(2) . ?
C32 C33 1.407(2) . ?
C32 C37 1.412(3) . ?
C33 C34 1.398(2) . ?
C33 H33 0.97(2) . ?
C34 C35 1.389(3) . ?
C34 H34 0.94(2) . ?
C35 C36 1.394(3) . ?
C35 H35 0.93(2) . ?
C36 C37 1.389(3) . ?
C36 H36 0.99(2) . ?
C37 H37 0.92(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
O3 Na1 O2 72.27(5) . . ?
O3 Na1 N3 102.35(5) . 5_666 ?
O2 Na1 N3 83.39(5) . 5_666 ?
O3 Na1 O4 70.21(5) . . ?
O2 Na1 O4 140.82(5) . . ?
N3 Na1 O4 115.23(5) 5_666 . ?
O3 Na1 N3 152.93(6) . . ?
O2 Na1 N3 134.46(6) . . ?
N3 Na1 N3 87.50(5) 5_666 . ?
O4 Na1 N3 82.76(5) . . ?
O3 Na1 N2 161.38(6) . . ?
O2 Na1 N2 108.50(5) . . ?
N3 Na1 N2 96.18(5) 5_666 . ?
O4 Na1 N2 103.51(5) . . ?
N3 Na1 N2 28.62(5) . . ?
O3 Na1 O1 96.88(5) . . ?
O2 Na1 O1 65.12(5) . . ?
N3 Na1 O1 135.76(5) 5_666 . ?
O4 Na1 O1 108.70(5) . . ?
N3 Na1 O1 93.08(5) . . ?
N2 Na1 O1 67.96(5) . . ?
O3 Na1 C9 25.95(5) . . ?
O2 Na1 C9 90.99(5) . . ?
N3 Na1 C9 123.39(6) 5_666 . ?
O4 Na1 C9 49.85(5) . . ?
N3 Na1 C9 130.00(6) . . ?
N2 Na1 C9 138.01(6) . . ?
O1 Na1 C9 88.97(6) . . ?
O3 Na1 Na1 141.19(5) . 5_666 ?
O2 Na1 Na1 115.04(5) . 5_666 ?
N3 Na1 Na1 45.53(4) 5_666 5_666 ?
O4 Na1 Na1 101.26(4) . 5_666 ?
N3 Na1 Na1 41.97(3) . 5_666 ?
N2 Na1 Na1 56.30(4) . 5_666 ?
O1 Na1 Na1 121.20(4) . 5_666 ?
C9 Na1 Na1 145.85(6) . 5_666 ?
C5 O1 C4 113.27(16) . . ?
C5 O1 Na1 101.34(11) . . ?
C4 O1 Na1 128.89(11) . . ?
C7 O2 C6 113.06(15) . . ?
C7 O2 Na1 106.75(11) . . ?
C6 O2 Na1 121.57(12) . . ?
C9 O3 C8 111.67(15) . . ?
C9 O3 Na1 108.59(11) . . ?
C8 O3 Na1 115.06(11) . . ?
C10 O4 C11 107.07(14) . . ?
C10 O4 Na1 109.22(11) . . ?
C11 O4 Na1 140.09(11) . . ?
N2 N1 C1 111.11(15) . . ?
N2 N1 C3 118.98(15) . . ?
C1 N1 C3 128.86(16) . . ?
N3 N2 N1 106.79(14) . . ?
N3 N2 Na1 74.67(9) . . ?
N1 N2 Na1 110.05(11) . . ?
N2 N3 C2 109.31(15) . . ?
N2 N3 Na1 107.86(11) . 5_666 ?
C2 N3 Na1 140.22(12) . 5_666 ?
N2 N3 Na1 76.71(9) . . ?
C2 N3 Na1 109.33(11) . . ?
Na1 N3 Na1 92.50(5) 5_666 . ?
N1 C1 C2 105.16(15) . . ?
N1 C1 I1 123.89(13) . . ?
C2 C1 I1 130.95(14) . . ?
N3 C2 C1 107.63(16) . . ?
N3 C2 C13 122.60(16) . . ?
C1 C2 C13 129.78(17) . . ?
N1 C3 C4 109.18(17) . . ?
N1 C3 H3B 109.4(14) . . ?
C4 C3 H3B 113.3(14) . . ?
N1 C3 H3A 108.6(14) . . ?
C4 C3 H3A 113.9(14) . . ?
H3B C3 H3A 102.1(19) . . ?
O1 C4 C3 112.18(16) . . ?
O1 C4 H4B 108.8(14) . . ?
C3 C4 H4B 108.0(14) . . ?
O1 C4 H4A 105.6(13) . . ?
C3 C4 H4A 111.3(13) . . ?
H4B C4 H4A 110.9(19) . . ?
O1 C5 C6 108.06(17) . . ?
O1 C5 H5B 110.4(15) . . ?
C6 C5 H5B 109.0(15) . . ?
O1 C5 H5A 110.5(13) . . ?
C6 C5 H5A 111.3(14) . . ?
H5B C5 H5A 107.7(19) . . ?
O2 C6 C5 107.95(16) . . ?
O2 C6 H6B 108.0(14) . . ?
C5 C6 H6B 109.7(14) . . ?
O2 C6 H6A 108.1(15) . . ?
C5 C6 H6A 112.2(15) . . ?
H6B C6 H6A 111(2) . . ?
O2 C7 C8 110.72(15) . . ?
O2 C7 H7B 110.1(12) . . ?
C8 C7 H7B 109.6(12) . . ?
O2 C7 H7A 105.8(13) . . ?
C8 C7 H7A 108.7(13) . . ?
H7B C7 H7A 111.9(17) . . ?
O3 C8 C7 107.73(16) . . ?
O3 C8 H8B 109.2(13) . . ?
C7 C8 H8B 109.7(13) . . ?
O3 C8 H8A 109.8(14) . . ?
C7 C8 H8A 111.0(14) . . ?
H8B C8 H8A 109.4(19) . . ?
O3 C9 C10 109.03(17) . . ?
O3 C9 Na1 45.46(8) . . ?
C10 C9 Na1 84.73(12) . . ?
O3 C9 H9B 109.4(13) . . ?
C10 C9 H9B 111.7(13) . . ?
Na1 C9 H9B 84.5(12) . . ?
O3 C9 H9A 110.6(14) . . ?
C10 C9 H9A 108.8(14) . . ?
Na1 C9 H9A 156.1(14) . . ?
H9B C9 H9A 107.4(18) . . ?
O4 C10 C9 111.27(17) . . ?
O4 C10 H10B 110.4(14) . . ?
C9 C10 H10B 109.2(14) . . ?
O4 C10 H10A 109.6(14) . . ?
C9 C10 H10A 108.2(14) . . ?
H10B C10 H10A 108.1(19) . . ?
O4 C11 C12 111.79(16) . . ?
O4 C11 H11B 107.7(12) . . ?
C12 C11 H11B 111.6(12) . . ?
O4 C11 H11A 107.4(13) . . ?
C12 C11 H11A 110.4(12) . . ?
H11B C11 H11A 107.7(17) . . ?
C11 C12 C13 115.75(17) . . ?
C11 C12 H12B 106.4(13) . . ?
C13 C12 H12B 109.1(13) . . ?
C11 C12 H12A 107.7(13) . . ?
C13 C12 H12A 110.6(13) . . ?
H12B C12 H12A 106.8(18) . . ?
C2 C13 C12 114.30(16) . . ?
C2 C13 H13B 108.4(13) . . ?
C12 C13 H13B 109.0(13) . . ?
C2 C13 H13A 109.8(14) . . ?
C12 C13 H13A 107.1(14) . . ?
H13B C13 H13A 108.1(19) . . ?
C32 B1 C26 111.79(15) . . ?
C32 B1 C14 108.36(14) . . ?
C26 B1 C14 110.10(14) . . ?
C32 B1 C20 108.89(14) . . ?
C26 B1 C20 106.36(14) . . ?
C14 B1 C20 111.35(15) . . ?
C15 C14 C19 114.59(17) . . ?
C15 C14 B1 122.69(17) . . ?
C19 C14 B1 122.71(16) . . ?
C16 C15 C14 123.25(19) . . ?
C16 C15 H15 116.6(13) . . ?
C14 C15 H15 120.1(13) . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 119.1(14) . . ?
C15 C16 H16 120.8(14) . . ?
C18 C17 C16 118.79(19) . . ?
C18 C17 H17 119.4(14) . . ?
C16 C17 H17 121.7(14) . . ?
C17 C18 C19 120.5(2) . . ?
C17 C18 H18 118.7(14) . . ?
C19 C18 H18 120.8(14) . . ?
C18 C19 C14 122.87(19) . . ?
C18 C19 H19 118.3(15) . . ?
C14 C19 H19 118.8(15) . . ?
C21 C20 C25 114.93(18) . . ?
C21 C20 B1 122.23(17) . . ?
C25 C20 B1 122.77(16) . . ?
C22 C21 C20 122.8(2) . . ?
C22 C21 H21 119.3(14) . . ?
C20 C21 H21 117.9(14) . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 120.9(16) . . ?
C21 C22 H22 118.5(16) . . ?
C22 C23 C24 118.6(2) . . ?
C22 C23 H23 121.5(15) . . ?
C24 C23 H23 119.9(15) . . ?
C23 C24 C25 120.4(2) . . ?
C23 C24 H24 120.4(15) . . ?
C25 C24 H24 119.2(15) . . ?
C24 C25 C20 122.7(2) . . ?
C24 C25 H25 117.2(15) . . ?
C20 C25 H25 120.1(15) . . ?
C31 C26 C27 115.07(17) . . ?
C31 C26 B1 120.97(16) . . ?
C27 C26 B1 123.30(16) . . ?
C28 C27 C26 122.84(18) . . ?
C28 C27 H27 117.4(15) . . ?
C26 C27 H27 119.7(15) . . ?
C29 C28 C27 120.4(2) . . ?
C29 C28 H28 119.7(14) . . ?
C27 C28 H28 119.8(14) . . ?
C28 C29 C30 118.23(19) . . ?
C28 C29 H29 122.1(14) . . ?
C30 C29 H29 119.6(14) . . ?
C29 C30 C31 120.79(19) . . ?
C29 C30 H30 120.8(17) . . ?
C31 C30 H30 118.4(17) . . ?
C30 C31 C26 122.63(19) . . ?
C30 C31 H31 117.7(13) . . ?
C26 C31 H31 119.6(13) . . ?
C33 C32 C37 115.03(16) . . ?
C33 C32 B1 123.24(16) . . ?
C37 C32 B1 121.67(15) . . ?
C34 C33 C32 122.82(17) . . ?
C34 C33 H33 118.3(12) . . ?
C32 C33 H33 118.8(12) . . ?
C35 C34 C33 120.10(17) . . ?
C35 C34 H34 118.0(13) . . ?
C33 C34 H34 121.9(13) . . ?
C34 C35 C36 118.91(17) . . ?
C34 C35 H35 119.9(14) . . ?
C36 C35 H35 121.2(14) . . ?
C37 C36 C35 120.21(18) . . ?
C37 C36 H36 121.2(13) . . ?
C35 C36 H36 118.6(12) . . ?
C36 C37 C32 122.91(17) . . ?
C36 C37 H37 117.5(13) . . ?
C32 C37 H37 119.5(13) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.056
####################################################################### 
# 
# 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_FO5823
_database_code_depnum_ccdc_archive 'CCDC 1519092'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H28 I N3 Na2 O7, 2(I)'
_chemical_formula_sum            'C26 H56 I6 N6 Na4 O14'
_chemical_formula_weight         1530.13

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   11.5912(2)
_cell_length_b                   15.1724(3)
_cell_length_c                   14.1141(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.364(1)
_cell_angle_gamma                90
_cell_volume                     2482.15(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    27999
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.10

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.098
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    3.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6105
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27999
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         27.10
_reflns_number_total             5477
_reflns_number_gt                5194
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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+6.8685P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5477
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0611
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.171
_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
I1 I 0.747973(19) 0.452464(14) 1.016824(13) 0.01879(6) Uani 1 1 d . A .
I2 I 0.748652(18) 0.414404(15) 0.266743(14) 0.02038(6) Uani 1 1 d . . .
I3 I 0.74714(2) 0.199833(17) 0.88118(2) 0.03638(8) Uani 1 1 d . . .
Na1 Na 0.91519(11) 0.42899(9) 0.57565(9) 0.0183(3) Uani 1 1 d . . .
Na2 Na 0.58449(11) 0.42818(9) 0.57476(9) 0.0179(3) Uani 1 1 d . . .
N1 N 0.6933(2) 0.45571(19) 0.71994(19) 0.0194(6) Uani 1 1 d . . .
N2 N 0.8068(2) 0.45607(19) 0.72064(19) 0.0194(6) Uani 1 1 d . A .
N3 N 0.8431(3) 0.4579(2) 0.8119(2) 0.0204(6) Uani 0.597(6) 1 d P A 1
C1 C 0.6570(3) 0.4571(2) 0.8105(2) 0.0174(6) Uani 0.597(6) 1 d P A 1
N3A N 0.6570(3) 0.4571(2) 0.8105(2) 0.0174(6) Uani 0.403(6) 1 d P A 2
C1A C 0.8431(3) 0.4579(2) 0.8119(2) 0.0204(6) Uani 0.403(6) 1 d P A 2
C2 C 0.7494(3) 0.4585(2) 0.8699(2) 0.0178(6) Uani 1 1 d . . .
C3 C 0.9686(3) 0.4616(3) 0.8340(3) 0.0255(8) Uani 1 1 d . . .
H3A H 0.9790 0.4945 0.8940 0.031 Uiso 0.597(6) 1 calc PR A 1
H3B H 1.0070 0.4958 0.7835 0.031 Uiso 0.597(6) 1 calc PR A 1
H3C H 1.0034 0.5128 0.8014 0.031 Uiso 0.403(6) 1 calc PR A 2
H3D H 0.9797 0.4697 0.9031 0.031 Uiso 0.403(6) 1 calc PR A 2
C12 C 0.4683(4) 0.3781(3) 0.8102(5) 0.0553(14) Uani 1 1 d . . .
H12A H 0.3911 0.3781 0.8399 0.066 Uiso 0.597(6) 1 calc PR A 1
H12B H 0.5119 0.3257 0.8319 0.066 Uiso 0.597(6) 1 calc PR A 1
H12C H 0.4390 0.3589 0.8726 0.066 Uiso 0.403(6) 1 calc PR A 2
H12D H 0.3995 0.3978 0.7741 0.066 Uiso 0.403(6) 1 calc PR A 2
C13 C 0.5323(3) 0.4612(3) 0.8313(2) 0.0256(8) Uani 1 1 d . A .
H13A H 0.4975 0.5096 0.7938 0.031 Uiso 1 1 calc R B 1
H13B H 0.5224 0.4758 0.8991 0.031 Uiso 1 1 calc R B 1
O5 O 0.7489(2) 0.49414(18) 0.50144(17) 0.0190(5) Uani 1 1 d . A .
O6 O 0.9962(2) 0.42755(19) 0.41864(18) 0.0224(5) Uani 1 1 d . . .
O7 O 0.5020(2) 0.42599(18) 0.41869(17) 0.0221(5) Uani 1 1 d . . .
O1 O 1.0365(5) 0.3371(5) 0.6758(4) 0.0279(12) Uani 0.597(6) 1 d P A 1
O2 O 0.8565(5) 0.2795(3) 0.5507(3) 0.0295(12) Uani 0.597(6) 1 d P A 1
O3 O 0.5886(5) 0.2665(4) 0.5886(4) 0.0249(11) Uani 0.597(6) 1 d P A 1
O4 O 0.4589(4) 0.3813(4) 0.7002(3) 0.0194(10) Uani 0.597(6) 1 d P A 1
C4 C 1.0305(9) 0.3734(7) 0.8437(7) 0.035(2) Uani 0.597(6) 1 d P A 1
H4A H 1.1147 0.3842 0.8432 0.041 Uiso 0.597(6) 1 calc PR A 1
H4B H 1.0112 0.3477 0.9061 0.041 Uiso 0.597(6) 1 calc PR A 1
C5 C 1.0026(6) 0.3073(5) 0.7688(5) 0.0359(17) Uani 0.597(6) 1 d P A 1
H5A H 1.0426 0.2513 0.7835 0.043 Uiso 0.597(6) 1 calc PR A 1
H5B H 0.9185 0.2957 0.7688 0.043 Uiso 0.597(6) 1 calc PR A 1
C6 C 1.0525(7) 0.2660(6) 0.6141(6) 0.043(2) Uani 0.597(6) 1 d P A 1
H6A H 1.1064 0.2234 0.6438 0.052 Uiso 0.597(6) 1 calc PR A 1
H6B H 1.0885 0.2877 0.5551 0.052 Uiso 0.597(6) 1 calc PR A 1
C7 C 0.9407(8) 0.2184(6) 0.5888(6) 0.041(2) Uani 0.597(6) 1 d P A 1
H7A H 0.9566 0.1719 0.5414 0.050 Uiso 0.597(6) 1 calc PR A 1
H7B H 0.9092 0.1897 0.6461 0.050 Uiso 0.597(6) 1 calc PR A 1
C8 C 0.7643(15) 0.2383(16) 0.4967(15) 0.026(2) Uani 0.597(6) 1 d P A 1
H8A H 0.7959 0.1906 0.4567 0.032 Uiso 0.597(6) 1 calc PR A 1
H8B H 0.7270 0.2823 0.4548 0.032 Uiso 0.597(6) 1 calc PR A 1
C9 C 0.6734(7) 0.1994(4) 0.5674(5) 0.0366(18) Uani 0.597(6) 1 d P A 1
H9A H 0.6350 0.1475 0.5387 0.044 Uiso 0.597(6) 1 calc PR A 1
H9B H 0.7124 0.1803 0.6265 0.044 Uiso 0.597(6) 1 calc PR A 1
C10 C 0.5036(7) 0.2306(4) 0.6505(6) 0.0289(16) Uani 0.597(6) 1 d P A 1
H10A H 0.5384 0.2158 0.7127 0.035 Uiso 0.597(6) 1 calc PR A 1
H10B H 0.4695 0.1765 0.6229 0.035 Uiso 0.597(6) 1 calc PR A 1
C11 C 0.4102(7) 0.3029(5) 0.6619(5) 0.0256(14) Uani 0.597(6) 1 d P A 1
H11A H 0.3749 0.3158 0.5994 0.031 Uiso 0.597(6) 1 calc PR A 1
H11B H 0.3488 0.2812 0.7044 0.031 Uiso 0.597(6) 1 calc PR A 1
O1A O 1.0416(6) 0.3820(6) 0.7033(5) 0.0236(16) Uani 0.403(6) 1 d P A 2
O2A O 0.9145(7) 0.2675(6) 0.5887(5) 0.0285(17) Uani 0.403(6) 1 d P A 2
O3A O 0.6504(9) 0.2791(5) 0.5529(6) 0.038(2) Uani 0.403(6) 1 d P A 2
O4A O 0.4651(8) 0.3379(8) 0.6730(6) 0.036(2) Uani 0.403(6) 1 d P A 2
C4A C 1.0274(11) 0.3802(10) 0.8038(8) 0.025(3) Uani 0.403(6) 1 d P A 2
H4AA H 1.1037 0.3758 0.8353 0.030 Uiso 0.403(6) 1 calc PR A 2
H4AB H 0.9811 0.3282 0.8220 0.030 Uiso 0.403(6) 1 calc PR A 2
C5A C 1.0898(11) 0.3055(9) 0.6665(8) 0.033(3) Uani 0.403(6) 1 d P A 2
H5AA H 1.1504 0.2839 0.7104 0.039 Uiso 0.403(6) 1 calc PR A 2
H5AB H 1.1267 0.3191 0.6052 0.039 Uiso 0.403(6) 1 calc PR A 2
C6A C 0.9991(10) 0.2329(6) 0.6517(8) 0.031(2) Uani 0.403(6) 1 d P A 2
H6AA H 1.0351 0.1796 0.6242 0.038 Uiso 0.403(6) 1 calc PR A 2
H6AB H 0.9635 0.2167 0.7129 0.038 Uiso 0.403(6) 1 calc PR A 2
C7A C 0.8378(11) 0.1996(7) 0.5623(9) 0.045(3) Uani 0.403(6) 1 d P A 2
H7AA H 0.8097 0.1689 0.6196 0.054 Uiso 0.403(6) 1 calc PR A 2
H7AB H 0.8783 0.1561 0.5223 0.054 Uiso 0.403(6) 1 calc PR A 2
C8A C 0.738(2) 0.238(3) 0.509(2) 0.026(2) Uani 0.403(6) 1 d P A 2
H8AA H 0.7704 0.2800 0.4628 0.032 Uiso 0.403(6) 1 calc PR A 2
H8AB H 0.7037 0.1890 0.4715 0.032 Uiso 0.403(6) 1 calc PR A 2
C9A C 0.5705(14) 0.2191(11) 0.5919(10) 0.052(4) Uani 0.403(6) 1 d P A 2
H9AA H 0.6049 0.1922 0.6494 0.063 Uiso 0.403(6) 1 calc PR A 2
H9AB H 0.5563 0.1712 0.5456 0.063 Uiso 0.403(6) 1 calc PR A 2
C10A C 0.4563(16) 0.2603(12) 0.6177(12) 0.065(5) Uani 0.403(6) 1 d P A 2
H10C H 0.4138 0.2744 0.5586 0.077 Uiso 0.403(6) 1 calc PR A 2
H10D H 0.4103 0.2165 0.6530 0.077 Uiso 0.403(6) 1 calc PR A 2
C11A C 0.4979(13) 0.3075(9) 0.7701(10) 0.058(4) Uani 0.403(6) 1 d P A 2
H11C H 0.4523 0.2560 0.7912 0.070 Uiso 0.403(6) 1 calc PR A 2
H11D H 0.5814 0.2951 0.7766 0.070 Uiso 0.403(6) 1 calc PR A 2
H1O5 H 0.743(4) 0.495(4) 0.434(4) 0.055(15) Uiso 1 1 d . . .
H2O5 H 0.750(4) 0.539(3) 0.510(3) 0.026(13) Uiso 1 1 d . . .
H1O6 H 1.044(4) 0.395(3) 0.406(3) 0.038(15) Uiso 1 1 d . . .
H2O6 H 0.944(5) 0.417(3) 0.384(4) 0.049(16) Uiso 1 1 d . . .
H1O7 H 0.458(4) 0.391(3) 0.406(3) 0.028(13) Uiso 1 1 d . . .
H2O7 H 0.559(5) 0.420(4) 0.376(4) 0.072(19) 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
I1 C2 2.076(3) . ?
Na1 O2 2.393(5) . ?
Na1 O5 2.400(3) . ?
Na1 O6 2.408(3) 3_766 ?
Na1 O6 2.412(3) . ?
Na1 O1A 2.422(7) . ?
Na1 O1 2.428(6) . ?
Na1 N2 2.443(3) . ?
Na1 O2A 2.457(9) . ?
Na1 Na1 3.622(3) 3_766 ?
Na1 Na2 3.8332(18) . ?
Na2 O5 2.394(3) . ?
Na2 O4A 2.396(9) . ?
Na2 O7 2.396(3) . ?
Na2 O4 2.407(5) . ?
Na2 O3A 2.408(8) . ?
Na2 O7 2.431(3) 3_666 ?
Na2 N1 2.436(3) . ?
Na2 O3 2.462(6) . ?
Na2 C11 3.040(8) . ?
Na2 Na2 3.604(3) 3_666 ?
N1 N2 1.315(4) . ?
N1 C1 1.348(4) . ?
N2 N3 1.353(4) . ?
N3 C2 1.364(4) . ?
N3 C3 1.487(4) . ?
C1 C2 1.356(4) . ?
C1 C13 1.479(5) . ?
C3 C4A 1.474(15) . ?
C3 C4 1.524(11) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 H3C 0.9900 . ?
C3 H3D 0.9900 . ?
C12 C11A 1.261(16) . ?
C12 C13 1.492(6) . ?
C12 O4 1.557(8) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 H12C 0.9900 . ?
C12 H12D 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
O5 H1O5 0.96(6) . ?
O5 H2O5 0.68(5) . ?
O6 Na1 2.408(3) 3_766 ?
O6 H1O6 0.76(5) . ?
O6 H2O6 0.79(6) . ?
O7 Na2 2.431(3) 3_666 ?
O7 H1O7 0.75(5) . ?
O7 H2O7 0.90(7) . ?
O1 C6 1.400(10) . ?
O1 C5 1.446(8) . ?
O2 C7 1.447(9) . ?
O2 C8 1.45(2) . ?
O3 C10 1.429(9) . ?
O3 C9 1.447(8) . ?
O4 C11 1.422(9) . ?
C4 C5 1.491(12) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.524(13) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.571(16) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.549(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
O1A C5A 1.389(15) . ?
O1A C4A 1.429(13) . ?
O2A C7A 1.410(13) . ?
O2A C6A 1.420(13) . ?
O3A C8A 1.35(3) . ?
O3A C9A 1.413(16) . ?
O4A C10A 1.415(19) . ?
O4A C11A 1.493(15) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A C6A 1.537(15) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A C8A 1.49(4) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C9A C10A 1.51(3) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A H10C 0.9900 . ?
C10A H10D 0.9900 . ?
C11A H11C 0.9900 . ?
C11A H11D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Na1 O5 95.71(16) . . ?
O2 Na1 O6 169.20(15) . 3_766 ?
O5 Na1 O6 89.06(11) . 3_766 ?
O2 Na1 O6 88.16(14) . . ?
O5 Na1 O6 85.35(10) . . ?
O6 Na1 O6 82.56(10) 3_766 . ?
O2 Na1 O1A 90.0(2) . . ?
O5 Na1 O1A 157.8(2) . . ?
O6 Na1 O1A 89.2(2) 3_766 . ?
O6 Na1 O1A 116.3(2) . . ?
O2 Na1 O1 72.8(2) . . ?
O5 Na1 O1 161.98(15) . . ?
O6 Na1 O1 104.72(18) 3_766 . ?
O6 Na1 O1 107.59(17) . . ?
O1A Na1 O1 18.65(18) . . ?
O2 Na1 N2 97.79(14) . . ?
O5 Na1 N2 83.13(10) . . ?
O6 Na1 N2 92.39(10) 3_766 . ?
O6 Na1 N2 167.50(11) . . ?
O1A Na1 N2 74.8(2) . . ?
O1 Na1 N2 84.73(17) . . ?
O2 Na1 O2A 20.77(18) . . ?
O5 Na1 O2A 116.1(2) . . ?
O6 Na1 O2A 154.2(2) 3_766 . ?
O6 Na1 O2A 93.52(18) . . ?
O1A Na1 O2A 69.7(3) . . ?
O1 Na1 O2A 52.1(3) . . ?
N2 Na1 O2A 95.90(18) . . ?
O2 Na1 Na1 129.17(13) . 3_766 ?
O5 Na1 Na1 86.28(8) . 3_766 ?
O6 Na1 Na1 41.32(7) 3_766 3_766 ?
O6 Na1 Na1 41.24(7) . 3_766 ?
O1A Na1 Na1 106.60(18) . 3_766 ?
O1 Na1 Na1 111.73(14) . 3_766 ?
N2 Na1 Na1 132.67(10) . 3_766 ?
O2A Na1 Na1 129.75(18) . 3_766 ?
O2 Na1 Na2 73.34(14) . . ?
O5 Na1 Na2 36.86(7) . . ?
O6 Na1 Na2 115.44(9) 3_766 . ?
O6 Na1 Na2 113.07(8) . . ?
O1A Na1 Na2 126.98(17) . . ?
O1 Na1 Na2 125.14(13) . . ?
N2 Na1 Na2 58.91(7) . . ?
O2A Na1 Na2 89.6(2) . . ?
Na1 Na1 Na2 123.13(6) 3_766 . ?
O5 Na2 O4A 162.5(2) . . ?
O5 Na2 O7 85.56(10) . . ?
O4A Na2 O7 107.2(2) . . ?
O5 Na2 O4 158.20(15) . . ?
O4A Na2 O4 18.3(2) . . ?
O7 Na2 O4 115.63(15) . . ?
O5 Na2 O3A 94.8(3) . . ?
O4A Na2 O3A 73.8(4) . . ?
O7 Na2 O3A 89.7(2) . . ?
O4 Na2 O3A 90.6(3) . . ?
O5 Na2 O7 88.04(10) . 3_666 ?
O4A Na2 O7 105.0(3) . 3_666 ?
O7 Na2 O7 83.42(10) . 3_666 ?
O4 Na2 O7 89.41(15) . 3_666 ?
O3A Na2 O7 172.3(2) . 3_666 ?
O5 Na2 N1 83.24(10) . . ?
O4A Na2 N1 84.8(2) . . ?
O7 Na2 N1 167.80(11) . . ?
O4 Na2 N1 75.18(14) . . ?
O3A Na2 N1 96.1(2) . . ?
O7 Na2 N1 91.35(10) 3_666 . ?
O5 Na2 O3 115.84(16) . . ?
O4A Na2 O3 52.8(3) . . ?
O7 Na2 O3 93.82(14) . . ?
O4 Na2 O3 70.02(18) . . ?
O3A Na2 O3 21.2(2) . . ?
O7 Na2 O3 155.75(16) 3_666 . ?
N1 Na2 O3 95.41(14) . . ?
O5 Na2 C11 165.79(16) . . ?
O4A Na2 C11 11.6(2) . . ?
O7 Na2 C11 95.80(16) . . ?
O4 Na2 C11 27.23(17) . . ?
O3A Na2 C11 71.1(3) . . ?
O7 Na2 C11 106.17(16) 3_666 . ?
N1 Na2 C11 96.24(16) . . ?
O3 Na2 C11 49.98(19) . . ?
O5 Na2 Na2 85.72(8) . 3_666 ?
O4A Na2 Na2 111.8(2) . 3_666 ?
O7 Na2 Na2 42.08(7) . 3_666 ?
O4 Na2 Na2 106.30(13) . 3_666 ?
O3A Na2 Na2 131.65(19) . 3_666 ?
O7 Na2 Na2 41.33(6) 3_666 3_666 ?
N1 Na2 Na2 131.73(9) . 3_666 ?
O3 Na2 Na2 131.26(13) . 3_666 ?
C11 Na2 Na2 104.78(14) . 3_666 ?
O5 Na2 Na1 36.97(6) . . ?
O4A Na2 Na1 125.5(2) . . ?
O7 Na2 Na1 113.34(8) . . ?
O4 Na2 Na1 127.44(12) . . ?
O3A Na2 Na1 71.7(2) . . ?
O7 Na2 Na1 114.18(8) 3_666 . ?
N1 Na2 Na1 58.94(7) . . ?
O3 Na2 Na1 89.09(14) . . ?
C11 Na2 Na1 131.89(14) . . ?
Na2 Na2 Na1 122.67(6) 3_666 . ?
N2 N1 C1 108.1(3) . . ?
N2 N1 Na2 121.3(2) . . ?
C1 N1 Na2 129.6(2) . . ?
N1 N2 N3 108.2(3) . . ?
N1 N2 Na1 120.8(2) . . ?
N3 N2 Na1 129.9(2) . . ?
N2 N3 C2 109.1(3) . . ?
N2 N3 C3 120.0(3) . . ?
C2 N3 C3 130.9(3) . . ?
N1 C1 C2 109.6(3) . . ?
N1 C1 C13 120.0(3) . . ?
C2 C1 C13 130.2(3) . . ?
C1 C2 N3 104.9(3) . . ?
C1 C2 I1 127.3(2) . . ?
N3 C2 I1 127.6(2) . . ?
C4A C3 N3 111.2(6) . . ?
C4A C3 C4 22.0(4) . . ?
N3 C3 C4 116.5(5) . . ?
C4A C3 H3A 128.1 . . ?
N3 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C4A C3 H3B 91.1 . . ?
N3 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
C4A C3 H3C 109.4 . . ?
N3 C3 H3C 109.4 . . ?
C4 C3 H3C 122.5 . . ?
H3A C3 H3C 87.3 . . ?
H3B C3 H3C 21.2 . . ?
C4A C3 H3D 109.4 . . ?
N3 C3 H3D 109.4 . . ?
C4 C3 H3D 87.9 . . ?
H3A C3 H3D 23.2 . . ?
H3B C3 H3D 126.0 . . ?
H3C C3 H3D 108.0 . . ?
C11A C12 C13 132.2(8) . . ?
C11A C12 O4 66.1(7) . . ?
C13 C12 O4 101.8(4) . . ?
C11A C12 H12A 116.1 . . ?
C13 C12 H12A 111.4 . . ?
O4 C12 H12A 111.4 . . ?
C11A C12 H12B 46.9 . . ?
C13 C12 H12B 111.4 . . ?
O4 C12 H12B 111.4 . . ?
H12A C12 H12B 109.3 . . ?
C11A C12 H12C 104.2 . . ?
C13 C12 H12C 104.2 . . ?
O4 C12 H12C 151.0 . . ?
H12A C12 H12C 46.1 . . ?
H12B C12 H12C 70.5 . . ?
C11A C12 H12D 104.2 . . ?
C13 C12 H12D 104.2 . . ?
O4 C12 H12D 54.9 . . ?
H12A C12 H12D 59.5 . . ?
H12B C12 H12D 144.1 . . ?
H12C C12 H12D 105.5 . . ?
C1 C13 C12 114.2(3) . . ?
C1 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
C1 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
Na2 O5 Na1 106.17(11) . . ?
Na2 O5 H1O5 113(3) . . ?
Na1 O5 H1O5 120(3) . . ?
Na2 O5 H2O5 110(4) . . ?
Na1 O5 H2O5 109(4) . . ?
H1O5 O5 H2O5 99(5) . . ?
Na1 O6 Na1 97.44(10) 3_766 . ?
Na1 O6 H1O6 106(4) 3_766 . ?
Na1 O6 H1O6 121(4) . . ?
Na1 O6 H2O6 122(4) 3_766 . ?
Na1 O6 H2O6 106(4) . . ?
H1O6 O6 H2O6 106(5) . . ?
Na2 O7 Na2 96.58(10) . 3_666 ?
Na2 O7 H1O7 120(3) . . ?
Na2 O7 H1O7 112(3) 3_666 . ?
Na2 O7 H2O7 109(4) . . ?
Na2 O7 H2O7 115(4) 3_666 . ?
H1O7 O7 H2O7 105(5) . . ?
C6 O1 C5 111.2(6) . . ?
C6 O1 Na1 99.1(4) . . ?
C5 O1 Na1 123.2(5) . . ?
C7 O2 C8 114.3(11) . . ?
C7 O2 Na1 111.3(5) . . ?
C8 O2 Na1 133.9(11) . . ?
C10 O3 C9 109.3(6) . . ?
C10 O3 Na2 114.5(4) . . ?
C9 O3 Na2 134.2(5) . . ?
C11 O4 C12 112.2(5) . . ?
C11 O4 Na2 102.0(4) . . ?
C12 O4 Na2 134.8(3) . . ?
C5 C4 C3 115.2(7) . . ?
C5 C4 H4A 108.5 . . ?
C3 C4 H4A 108.5 . . ?
C5 C4 H4B 108.5 . . ?
C3 C4 H4B 108.5 . . ?
H4A C4 H4B 107.5 . . ?
O1 C5 C4 112.0(7) . . ?
O1 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
O1 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
O1 C6 C7 113.3(7) . . ?
O1 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
O1 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
O2 C7 C6 110.7(7) . . ?
O2 C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
O2 C8 C9 108.9(14) . . ?
O2 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
O2 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
O3 C9 C8 109.1(10) . . ?
O3 C9 H9A 109.9 . . ?
C8 C9 H9A 109.9 . . ?
O3 C9 H9B 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O3 C10 C11 106.2(5) . . ?
O3 C10 H10A 110.5 . . ?
C11 C10 H10A 110.5 . . ?
O3 C10 H10B 110.5 . . ?
C11 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
O4 C11 C10 110.8(6) . . ?
O4 C11 Na2 50.7(3) . . ?
C10 C11 Na2 86.2(4) . . ?
O4 C11 H11A 109.5 . . ?
C10 C11 H11A 109.5 . . ?
Na2 C11 H11A 77.7 . . ?
O4 C11 H11B 109.5 . . ?
C10 C11 H11B 109.5 . . ?
Na2 C11 H11B 159.3 . . ?
H11A C11 H11B 108.1 . . ?
C5A O1A C4A 113.8(9) . . ?
C5A O1A Na1 102.2(6) . . ?
C4A O1A Na1 132.1(7) . . ?
C7A O2A C6A 109.0(9) . . ?
C7A O2A Na1 135.4(8) . . ?
C6A O2A Na1 114.4(6) . . ?
C8A O3A C9A 112.2(18) . . ?
C8A O3A Na2 137.4(18) . . ?
C9A O3A Na2 110.3(9) . . ?
C10A O4A C11A 105.4(12) . . ?
C10A O4A Na2 101.3(8) . . ?
C11A O4A Na2 124.3(7) . . ?
O1A C4A C3 109.2(9) . . ?
O1A C4A H4AA 109.8 . . ?
C3 C4A H4AA 109.8 . . ?
O1A C4A H4AB 109.8 . . ?
C3 C4A H4AB 109.8 . . ?
H4AA C4A H4AB 108.3 . . ?
O1A C5A C6A 111.9(10) . . ?
O1A C5A H5AA 109.2 . . ?
C6A C5A H5AA 109.2 . . ?
O1A C5A H5AB 109.2 . . ?
C6A C5A H5AB 109.2 . . ?
H5AA C5A H5AB 107.9 . . ?
O2A C6A C5A 106.8(8) . . ?
O2A C6A H6AA 110.4 . . ?
C5A C6A H6AA 110.4 . . ?
O2A C6A H6AB 110.4 . . ?
C5A C6A H6AB 110.4 . . ?
H6AA C6A H6AB 108.6 . . ?
O2A C7A C8A 109.6(17) . . ?
O2A C7A H7AA 109.8 . . ?
C8A C7A H7AA 109.8 . . ?
O2A C7A H7AB 109.8 . . ?
C8A C7A H7AB 109.8 . . ?
H7AA C7A H7AB 108.2 . . ?
O3A C8A C7A 122(3) . . ?
O3A C8A H8AA 106.8 . . ?
C7A C8A H8AA 106.8 . . ?
O3A C8A H8AB 106.8 . . ?
C7A C8A H8AB 106.8 . . ?
H8AA C8A H8AB 106.7 . . ?
O3A C9A C10A 113.8(13) . . ?
O3A C9A H9AA 108.8 . . ?
C10A C9A H9AA 108.8 . . ?
O3A C9A H9AB 108.8 . . ?
C10A C9A H9AB 108.8 . . ?
H9AA C9A H9AB 107.7 . . ?
O4A C10A C9A 114.7(13) . . ?
O4A C10A H10C 108.6 . . ?
C9A C10A H10C 108.6 . . ?
O4A C10A H10D 108.6 . . ?
C9A C10A H10D 108.6 . . ?
H10C C10A H10D 107.6 . . ?
C12 C11A O4A 94.7(10) . . ?
C12 C11A H11C 112.8 . . ?
O4A C11A H11C 112.8 . . ?
C12 C11A H11D 112.8 . . ?
O4A C11A H11D 112.8 . . ?
H11C C11A H11D 110.3 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.347
_refine_diff_density_min         -1.805
_refine_diff_density_rms         0.105
