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

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

data_naonpry
_audit_block_doi                 10.5517/cc1jrd8y
_database_code_depnum_ccdc_archive 'CCDC 1422660'
_audit_update_record             
;
2015-09-05 deposited with the CCDC.
2016-03-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        Lpy-Na
_chemical_name_common            naonpry
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H13 N2 Na O'
_chemical_formula_weight         212.22

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'

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                   37.8452(19)
_cell_length_b                   15.6845(5)
_cell_length_c                   17.0802(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.801(7)
_cell_angle_gamma                90.00
_cell_volume                     9049.4(8)
_cell_formula_units_Z            32
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5748
_cell_measurement_theta_min      2.7765
_cell_measurement_theta_max      29.2289

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3584
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97136
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            28279
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         26.00
_reflns_number_total             8697
_reflns_number_gt                6111
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_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)+(0.1080P)²+14.8568P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8697
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.2021
_refine_ls_wR_factor_gt          0.1781
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
Na1 Na 0.14017(3) 0.72817(7) 0.01871(7) 0.0255(3) Uani 1 1 d . . .
Na2 Na 0.11518(3) 0.87394(7) 0.12081(8) 0.0298(3) Uani 1 1 d . . .
Na3 Na 0.17947(3) 0.72638(7) 0.23316(7) 0.0274(3) Uani 1 1 d . . .
Na4 Na 0.08573(3) 0.67620(7) 0.11213(8) 0.0291(3) Uani 1 1 d . . .
O1 O 0.17467(5) 0.82271(12) 0.12552(13) 0.0274(4) Uani 1 1 d . . .
O2 O 0.08042(5) 0.78166(12) 0.01073(13) 0.0297(5) Uani 1 1 d . . .
O3 O 0.12129(6) 0.77253(13) 0.22689(13) 0.0301(5) Uani 1 1 d . . .
O4 O 0.14285(6) 0.62623(11) 0.12129(13) 0.0274(4) Uani 1 1 d . . .
N1 N 0.18567(7) 0.77239(15) -0.03312(17) 0.0283(5) Uani 1 1 d . . .
N2 N 0.13301(7) 0.63479(15) -0.09918(17) 0.0312(6) Uani 1 1 d . . .
N3 N 0.06436(8) 0.96831(17) 0.0274(2) 0.0412(7) Uani 1 1 d . . .
N4 N 0.11769(9) 1.00155(17) 0.2030(2) 0.0476(8) Uani 1 1 d . . .
N5 N 0.19435(7) 0.70001(15) 0.38097(16) 0.0307(6) Uani 1 1 d . . .
N6 N 0.24881(7) 0.68941(17) 0.31382(18) 0.0367(6) Uani 1 1 d . . .
N7 N 0.07250(7) 0.52854(15) 0.11387(17) 0.0311(6) Uani 1 1 d . . .
N8 N 0.01871(8) 0.65963(18) 0.0868(2) 0.0430(7) Uani 1 1 d . . .
C1 C 0.22097(10) 0.9250(2) 0.2170(2) 0.0439(8) Uani 1 1 d . . .
H1A H 0.2078 0.9116 0.2520 0.066 Uiso 1 1 calc R . .
H1B H 0.2179 0.9847 0.2028 0.066 Uiso 1 1 calc R . .
H1C H 0.2486 0.9117 0.2492 0.066 Uiso 1 1 calc R . .
C2 C 0.20293(8) 0.87282(17) 0.1326(2) 0.0280(6) Uani 1 1 d . . .
C3 C 0.21811(8) 0.88300(18) 0.0736(2) 0.0308(7) Uani 1 1 d . . .
H3A H 0.2371 0.9256 0.0878 0.037 Uiso 1 1 calc R . .
C4 C 0.20934(8) 0.83844(17) -0.0064(2) 0.0281(6) Uani 1 1 d . . .
C5 C 0.23044(9) 0.8721(2) -0.0580(2) 0.0371(7) Uani 1 1 d . . .
H5A H 0.2229 0.8387 -0.1102 0.056 Uiso 1 1 calc R . .
H5B H 0.2586 0.8683 -0.0225 0.056 Uiso 1 1 calc R . .
H5C H 0.2231 0.9305 -0.0738 0.056 Uiso 1 1 calc R . .
C6 C 0.18078(10) 0.73060(19) -0.1139(2) 0.0333(7) Uani 1 1 d . . .
H6A H 0.2066 0.7236 -0.1124 0.040 Uiso 1 1 calc R . .
H6B H 0.1650 0.7668 -0.1635 0.040 Uiso 1 1 calc R . .
C7 C 0.16105(8) 0.64447(18) -0.12679(19) 0.0278(6) Uani 1 1 d . . .
C8 C 0.17097(9) 0.5792(2) -0.1675(2) 0.0352(7) Uani 1 1 d . . .
H8A H 0.1903 0.5878 -0.1860 0.042 Uiso 1 1 calc R . .
C9 C 0.15214(10) 0.5012(2) -0.1808(2) 0.0397(8) Uani 1 1 d . . .
H9A H 0.1585 0.4570 -0.2085 0.048 Uiso 1 1 calc R . .
C10 C 0.12391(10) 0.49020(19) -0.1522(2) 0.0406(8) Uani 1 1 d . . .
H10A H 0.1109 0.4383 -0.1599 0.049 Uiso 1 1 calc R . .
C11 C 0.11526(10) 0.5576(2) -0.1120(2) 0.0382(7) Uani 1 1 d . . .
H11A H 0.0962 0.5496 -0.0926 0.046 Uiso 1 1 calc R . .
C12 C 0.03227(11) 0.7155(3) -0.1177(2) 0.0540(10) Uani 1 1 d . . .
H12A H 0.0479 0.6668 -0.0879 0.081 Uiso 1 1 calc R . .
H12B H 0.0328 0.7228 -0.1729 0.081 Uiso 1 1 calc R . .
H12C H 0.0055 0.7070 -0.1275 0.081 Uiso 1 1 calc R . .
C13 C 0.04893(9) 0.7940(2) -0.0621(2) 0.0345(7) Uani 1 1 d . . .
C14 C 0.03034(10) 0.8710(2) -0.0931(2) 0.0436(8) Uani 1 1 d . . .
H14A H 0.0093 0.8691 -0.1492 0.052 Uiso 1 1 calc R . .
C15 C 0.03823(9) 0.9541(2) -0.0528(2) 0.0430(9) Uani 1 1 d . . .
C16 C 0.01250(12) 1.0250(3) -0.1129(3) 0.0635(12) Uani 1 1 d . . .
H16A H 0.0192 1.0783 -0.0820 0.095 Uiso 1 1 calc R . .
H16B H -0.0149 1.0123 -0.1308 0.095 Uiso 1 1 calc R . .
H16C H 0.0171 1.0288 -0.1637 0.095 Uiso 1 1 calc R . .
C17 C 0.06814(11) 1.0553(2) 0.0615(3) 0.0549(11) Uani 1 1 d . . .
H17A H 0.0419 1.0797 0.0413 0.066 Uiso 1 1 calc R . .
H17B H 0.0824 1.0897 0.0379 0.066 Uiso 1 1 calc R . .
C18 C 0.08949(10) 1.0591(2) 0.1606(3) 0.0524(11) Uani 1 1 d . . .
C19 C 0.07975(13) 1.1211(3) 0.2057(5) 0.090(2) Uani 1 1 d . . .
H19A H 0.0607 1.1619 0.1749 0.108 Uiso 1 1 calc R . .
C20 C 0.09819(16) 1.1221(4) 0.2949(5) 0.115(3) Uani 1 1 d . . .
H20A H 0.0918 1.1635 0.3254 0.138 Uiso 1 1 calc R . .
C21 C 0.12670(15) 1.0608(4) 0.3401(4) 0.0843(18) Uani 1 1 d . . .
H21A H 0.1392 1.0587 0.4011 0.101 Uiso 1 1 calc R . .
C22 C 0.13556(13) 1.0035(3) 0.2907(3) 0.0608(11) Uani 1 1 d . . .
H22A H 0.1553 0.9635 0.3202 0.073 Uiso 1 1 calc R . .
C23 C 0.07359(10) 0.8299(2) 0.2672(2) 0.0444(8) Uani 1 1 d . . .
H23A H 0.0614 0.8446 0.2061 0.067 Uiso 1 1 calc R . .
H23B H 0.0784 0.8809 0.3017 0.067 Uiso 1 1 calc R . .
H23C H 0.0564 0.7929 0.2790 0.067 Uiso 1 1 calc R . .
C24 C 0.11253(9) 0.78486(18) 0.2906(2) 0.0291(6) Uani 1 1 d . . .
C25 C 0.13439(9) 0.75894(19) 0.3763(2) 0.0332(7) Uani 1 1 d . . .
H25A H 0.1237 0.7742 0.4139 0.040 Uiso 1 1 calc R . .
C26 C 0.17098(9) 0.71213(18) 0.4173(2) 0.0317(7) Uani 1 1 d . . .
C27 C 0.17989(11) 0.6748(2) 0.5065(2) 0.0444(8) Uani 1 1 d . . .
H27A H 0.2046 0.6446 0.5294 0.067 Uiso 1 1 calc R . .
H27B H 0.1591 0.6363 0.5004 0.067 Uiso 1 1 calc R . .
H27C H 0.1816 0.7200 0.5459 0.067 Uiso 1 1 calc R . .
C28 C 0.23029(9) 0.6498(2) 0.4300(2) 0.0376(8) Uani 1 1 d . . .
H28A H 0.2228 0.5913 0.4330 0.045 Uiso 1 1 calc R . .
H28B H 0.2436 0.6715 0.4895 0.045 Uiso 1 1 calc R . .
C29 C 0.25897(9) 0.65091(19) 0.3910(2) 0.0357(7) Uani 1 1 d . . .
C30 C 0.29596(10) 0.6124(2) 0.4372(3) 0.0498(10) Uani 1 1 d . . .
H30A H 0.3025 0.5859 0.4907 0.060 Uiso 1 1 calc R . .
C31 C 0.32258(11) 0.6139(3) 0.4032(3) 0.0567(11) Uani 1 1 d . . .
H31A H 0.3470 0.5870 0.4326 0.068 Uiso 1 1 calc R . .
C32 C 0.31296(11) 0.6554(3) 0.3251(3) 0.0515(10) Uani 1 1 d . . .
H32A H 0.3309 0.6590 0.3017 0.062 Uiso 1 1 calc R . .
C33 C 0.27584(10) 0.6916(2) 0.2828(2) 0.0446(8) Uani 1 1 d . . .
H33A H 0.2690 0.7191 0.2297 0.053 Uiso 1 1 calc R . .
C34 C 0.19262(9) 0.5406(2) 0.1140(2) 0.0366(7) Uani 1 1 d . . .
H34A H 0.2035 0.5963 0.1163 0.055 Uiso 1 1 calc R . .
H34B H 0.1889 0.5125 0.0609 0.055 Uiso 1 1 calc R . .
H34C H 0.2105 0.5078 0.1636 0.055 Uiso 1 1 calc R . .
C35 C 0.15325(8) 0.54862(18) 0.11592(18) 0.0274(6) Uani 1 1 d . . .
C36 C 0.13231(9) 0.47578(18) 0.1133(2) 0.0314(7) Uani 1 1 d . . .
H36A H 0.1437 0.4253 0.1071 0.038 Uiso 1 1 calc R . .
C37 C 0.09564(9) 0.46546(18) 0.1185(2) 0.0331(7) Uani 1 1 d . . .
C38 C 0.08604(11) 0.37430(19) 0.1338(3) 0.0469(9) Uani 1 1 d . . .
H38A H 0.0613 0.3735 0.1366 0.070 Uiso 1 1 calc R . .
H38B H 0.1066 0.3534 0.1881 0.070 Uiso 1 1 calc R . .
H38C H 0.0842 0.3386 0.0865 0.070 Uiso 1 1 calc R . .
C39 C 0.03682(9) 0.5093(2) 0.1233(2) 0.0412(8) Uani 1 1 d . . .
H39A H 0.0446 0.4862 0.1814 0.049 Uiso 1 1 calc R . .
H39B H 0.0219 0.4655 0.0811 0.049 Uiso 1 1 calc R . .
C40 C 0.01014(9) 0.5852(2) 0.1100(2) 0.0404(8) Uani 1 1 d . . .
C41 C -0.02435(15) 0.5766(3) 0.1189(5) 0.092(2) Uani 1 1 d . . .
H41A H -0.0305 0.5244 0.1356 0.110 Uiso 1 1 calc R . .
C42 C -0.04941(18) 0.6442(4) 0.1032(6) 0.114(3) Uani 1 1 d . . .
H42A H -0.0730 0.6376 0.1072 0.137 Uiso 1 1 calc R . .
C43 C -0.03969(12) 0.7209(3) 0.0818(3) 0.0624(12) Uani 1 1 d . . .
H43A H -0.0556 0.7686 0.0733 0.075 Uiso 1 1 calc R . .
C44 C -0.00595(10) 0.7254(2) 0.0733(3) 0.0485(9) Uani 1 1 d . . .
H44A H 0.0006 0.7774 0.0571 0.058 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 O1 2.255(2) . ?
Na1 O4 2.340(2) . ?
Na1 O2 2.358(2) . ?
Na1 N1 2.367(3) . ?
Na1 N2 2.404(3) . ?
Na1 Na4 3.2280(15) . ?
Na1 Na2 3.2635(16) . ?
Na1 Na3 3.2737(16) . ?
Na2 O2 2.265(2) . ?
Na2 O3 2.343(2) . ?
Na2 O1 2.358(2) . ?
Na2 N3 2.381(3) . ?
Na2 N4 2.422(3) . ?
Na2 Na4 3.2764(15) . ?
Na2 Na3 3.2786(15) . ?
Na3 O3 2.274(2) . ?
Na3 O1 2.323(2) . ?
Na3 N5 2.362(3) . ?
Na3 O4 2.377(2) . ?
Na3 N6 2.421(3) . ?
Na3 Na4 3.2962(15) . ?
Na4 O4 2.238(2) . ?
Na4 O2 2.337(2) . ?
Na4 O3 2.357(2) . ?
Na4 N7 2.372(3) . ?
Na4 N8 2.387(3) . ?
O1 C2 1.288(3) . ?
O2 C13 1.291(4) . ?
O3 C24 1.288(4) . ?
O4 C35 1.295(3) . ?
N1 C4 1.310(4) . ?
N1 C6 1.462(4) . ?
N2 C7 1.350(4) . ?
N2 C11 1.354(4) . ?
N3 C15 1.296(5) . ?
N3 C17 1.465(5) . ?
N4 C18 1.334(5) . ?
N4 C22 1.338(5) . ?
N5 C26 1.303(4) . ?
N5 C28 1.464(4) . ?
N6 C29 1.339(4) . ?
N6 C33 1.348(5) . ?
N7 C37 1.300(4) . ?
N7 C39 1.462(4) . ?
N8 C40 1.320(4) . ?
N8 C44 1.340(4) . ?
C1 C2 1.525(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.377(4) . ?
C3 C4 1.433(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.526(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.511(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.381(4) . ?
C8 C9 1.383(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.370(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.378(5) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.508(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.378(5) . ?
C14 C15 1.441(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.528(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.513(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.390(6) . ?
C19 C20 1.360(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.391(9) . ?
C20 H20A 0.9300 . ?
C21 C22 1.373(6) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.517(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.379(4) . ?
C25 C26 1.440(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.521(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.507(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.397(5) . ?
C30 C31 1.372(6) . ?
C30 H30A 0.9300 . ?
C31 C32 1.378(6) . ?
C31 H31A 0.9300 . ?
C32 C33 1.379(5) . ?
C32 H32A 0.9300 . ?
C33 H33A 0.9300 . ?
C34 C35 1.510(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.379(4) . ?
C36 C37 1.440(5) . ?
C36 H36A 0.9300 . ?
C37 C38 1.527(4) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.510(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.387(5) . ?
C41 C42 1.366(7) . ?
C41 H41A 0.9300 . ?
C42 C43 1.356(7) . ?
C42 H42A 0.9300 . ?
C43 C44 1.350(5) . ?
C43 H43A 0.9300 . ?
C44 H44A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Na1 O4 91.70(8) . . ?
O1 Na1 O2 90.18(8) . . ?
O4 Na1 O2 90.18(8) . . ?
O1 Na1 N1 81.74(8) . . ?
O4 Na1 N1 133.38(9) . . ?
O2 Na1 N1 135.61(9) . . ?
O1 Na1 N2 152.09(9) . . ?
O4 Na1 N2 99.28(9) . . ?
O2 Na1 N2 115.18(9) . . ?
N1 Na1 N2 72.03(9) . . ?
O1 Na1 Na4 91.83(6) . . ?
O4 Na1 Na4 43.88(5) . . ?
O2 Na1 Na4 46.30(6) . . ?
N1 Na1 Na4 173.12(8) . . ?
N2 Na1 Na4 113.84(7) . . ?
O1 Na1 Na2 46.25(6) . . ?
O4 Na1 Na2 90.22(6) . . ?
O2 Na1 Na2 43.95(5) . . ?
N1 Na1 Na2 115.43(7) . . ?
N2 Na1 Na2 157.50(8) . . ?
Na4 Na1 Na2 60.62(3) . . ?
O1 Na1 Na3 45.18(6) . . ?
O4 Na1 Na3 46.52(5) . . ?
O2 Na1 Na3 90.45(6) . . ?
N1 Na1 Na3 112.39(7) . . ?
N2 Na1 Na3 138.99(7) . . ?
Na4 Na1 Na3 60.92(3) . . ?
Na2 Na1 Na3 60.20(3) . . ?
O2 Na2 O3 91.49(8) . . ?
O2 Na2 O1 89.93(8) . . ?
O3 Na2 O1 88.99(8) . . ?
O2 Na2 N3 81.34(9) . . ?
O3 Na2 N3 135.14(10) . . ?
O1 Na2 N3 134.84(10) . . ?
O2 Na2 N4 149.95(10) . . ?
O3 Na2 N4 98.54(10) . . ?
O1 Na2 N4 118.34(10) . . ?
N3 Na2 N4 71.55(11) . . ?
O2 Na2 Na1 46.25(6) . . ?
O3 Na2 Na1 89.21(6) . . ?
O1 Na2 Na1 43.70(5) . . ?
N3 Na2 Na1 114.73(9) . . ?
N4 Na2 Na1 160.67(9) . . ?
O2 Na2 Na4 45.50(6) . . ?
O3 Na2 Na4 45.99(6) . . ?
O1 Na2 Na4 88.80(6) . . ?
N3 Na2 Na4 113.75(8) . . ?
N4 Na2 Na4 137.07(9) . . ?
Na1 Na2 Na4 59.15(3) . . ?
O2 Na2 Na3 91.99(6) . . ?
O3 Na2 Na3 43.91(5) . . ?
O1 Na2 Na3 45.10(5) . . ?
N3 Na2 Na3 173.31(9) . . ?
N4 Na2 Na3 114.80(9) . . ?
Na1 Na2 Na3 60.05(3) . . ?
Na4 Na2 Na3 60.38(3) . . ?
O3 Na3 O1 91.56(8) . . ?
O3 Na3 N5 82.26(9) . . ?
O1 Na3 N5 148.84(9) . . ?
O3 Na3 O4 88.36(8) . . ?
O1 Na3 O4 89.10(8) . . ?
N5 Na3 O4 121.00(9) . . ?
O3 Na3 N6 151.79(10) . . ?
O1 Na3 N6 106.50(9) . . ?
N5 Na3 N6 71.03(10) . . ?
O4 Na3 N6 112.87(9) . . ?
O3 Na3 Na1 90.16(6) . . ?
O1 Na3 Na1 43.52(5) . . ?
N5 Na3 Na1 165.12(8) . . ?
O4 Na3 Na1 45.59(5) . . ?
N6 Na3 Na1 117.89(8) . . ?
O3 Na3 Na2 45.61(6) . . ?
O1 Na3 Na2 45.97(5) . . ?
N5 Na3 Na2 120.37(8) . . ?
O4 Na3 Na2 89.21(6) . . ?
N6 Na3 Na2 146.11(8) . . ?
Na1 Na3 Na2 59.74(3) . . ?
O3 Na3 Na4 45.65(6) . . ?
O1 Na3 Na4 88.91(6) . . ?
N5 Na3 Na4 107.40(7) . . ?
O4 Na3 Na4 42.74(5) . . ?
N6 Na3 Na4 152.09(8) . . ?
Na1 Na3 Na4 58.86(3) . . ?
Na2 Na3 Na4 59.78(3) . . ?
O4 Na4 O2 93.28(8) . . ?
O4 Na4 O3 89.71(8) . . ?
O2 Na4 O3 89.35(8) . . ?
O4 Na4 N7 81.95(8) . . ?
O2 Na4 N7 138.77(10) . . ?
O3 Na4 N7 131.29(9) . . ?
O4 Na4 N8 152.70(10) . . ?
O2 Na4 N8 102.33(10) . . ?
O3 Na4 N8 112.45(10) . . ?
N7 Na4 N8 71.52(10) . . ?
O4 Na4 Na1 46.46(6) . . ?
O2 Na4 Na1 46.82(5) . . ?
O3 Na4 Na1 89.81(6) . . ?
N7 Na4 Na1 115.98(8) . . ?
N8 Na4 Na1 143.21(9) . . ?
O4 Na4 Na2 91.73(6) . . ?
O2 Na4 Na2 43.73(6) . . ?
O3 Na4 Na2 45.62(6) . . ?
N7 Na4 Na2 173.18(8) . . ?
N8 Na4 Na2 115.04(8) . . ?
Na1 Na4 Na2 60.22(3) . . ?
O4 Na4 Na3 46.14(6) . . ?
O2 Na4 Na3 90.25(6) . . ?
O3 Na4 Na3 43.61(5) . . ?
N7 Na4 Na3 113.50(7) . . ?
N8 Na4 Na3 153.47(9) . . ?
Na1 Na4 Na3 60.22(3) . . ?
Na2 Na4 Na3 59.84(3) . . ?
C2 O1 Na1 129.10(18) . . ?
C2 O1 Na3 123.87(18) . . ?
Na1 O1 Na3 91.30(8) . . ?
C2 O1 Na2 122.34(17) . . ?
Na1 O1 Na2 90.04(7) . . ?
Na3 O1 Na2 88.93(8) . . ?
C13 O2 Na2 129.9(2) . . ?
C13 O2 Na4 123.60(19) . . ?
Na2 O2 Na4 90.77(8) . . ?
C13 O2 Na1 123.6(2) . . ?
Na2 O2 Na1 89.80(8) . . ?
Na4 O2 Na1 86.88(7) . . ?
C24 O3 Na3 128.39(18) . . ?
C24 O3 Na2 125.35(18) . . ?
Na3 O3 Na2 90.49(8) . . ?
C24 O3 Na4 122.08(18) . . ?
Na3 O3 Na4 90.74(8) . . ?
Na2 O3 Na4 88.39(8) . . ?
C35 O4 Na4 129.72(18) . . ?
C35 O4 Na1 120.07(18) . . ?
Na4 O4 Na1 89.66(7) . . ?
C35 O4 Na3 126.32(17) . . ?
Na4 O4 Na3 91.11(8) . . ?
Na1 O4 Na3 87.89(7) . . ?
C4 N1 C6 117.3(2) . . ?
C4 N1 Na1 126.8(2) . . ?
C6 N1 Na1 114.70(17) . . ?
C7 N2 C11 117.0(3) . . ?
C7 N2 Na1 114.49(18) . . ?
C11 N2 Na1 122.7(2) . . ?
C15 N3 C17 118.1(3) . . ?
C15 N3 Na2 127.0(2) . . ?
C17 N3 Na2 114.1(2) . . ?
C18 N4 C22 117.9(3) . . ?
C18 N4 Na2 115.6(3) . . ?
C22 N4 Na2 122.4(3) . . ?
C26 N5 C28 117.5(3) . . ?
C26 N5 Na3 126.7(2) . . ?
C28 N5 Na3 114.7(2) . . ?
C29 N6 C33 117.8(3) . . ?
C29 N6 Na3 115.1(2) . . ?
C33 N6 Na3 126.2(2) . . ?
C37 N7 C39 117.8(3) . . ?
C37 N7 Na4 127.1(2) . . ?
C39 N7 Na4 114.45(19) . . ?
C40 N8 C44 119.1(3) . . ?
C40 N8 Na4 115.3(2) . . ?
C44 N8 Na4 123.2(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 127.2(3) . . ?
O1 C2 C1 114.6(3) . . ?
C3 C2 C1 118.2(3) . . ?
C2 C3 C4 130.3(3) . . ?
C2 C3 H3A 114.8 . . ?
C4 C3 H3A 114.8 . . ?
N1 C4 C3 123.1(3) . . ?
N1 C4 C5 121.7(3) . . ?
C3 C4 C5 115.1(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 112.4(2) . . ?
N1 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C8 121.8(3) . . ?
N2 C7 C6 117.7(3) . . ?
C8 C7 C6 120.5(3) . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9A 120.7 . . ?
C8 C9 H9A 120.7 . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
N2 C11 C10 123.7(3) . . ?
N2 C11 H11A 118.2 . . ?
C10 C11 H11A 118.2 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 C14 126.2(3) . . ?
O2 C13 C12 115.2(3) . . ?
C14 C13 C12 118.5(3) . . ?
C13 C14 C15 130.5(3) . . ?
C13 C14 H14A 114.8 . . ?
C15 C14 H14A 114.8 . . ?
N3 C15 C14 123.7(3) . . ?
N3 C15 C16 122.4(4) . . ?
C14 C15 C16 113.8(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C18 112.9(3) . . ?
N3 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
N3 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
N4 C18 C19 121.3(5) . . ?
N4 C18 C17 118.2(3) . . ?
C19 C18 C17 120.4(4) . . ?
C20 C19 C18 119.9(5) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C19 C20 C21 119.4(4) . . ?
C19 C20 H20A 120.3 . . ?
C21 C20 H20A 120.3 . . ?
C22 C21 C20 117.1(5) . . ?
C22 C21 H21A 121.5 . . ?
C20 C21 H21A 121.5 . . ?
N4 C22 C21 124.2(5) . . ?
N4 C22 H22A 117.9 . . ?
C21 C22 H22A 117.9 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O3 C24 C25 126.4(3) . . ?
O3 C24 C23 115.9(3) . . ?
C25 C24 C23 117.6(3) . . ?
C24 C25 C26 130.7(3) . . ?
C24 C25 H25A 114.7 . . ?
C26 C25 H25A 114.7 . . ?
N5 C26 C25 123.6(3) . . ?
N5 C26 C27 121.9(3) . . ?
C25 C26 C27 114.4(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N5 C28 C29 114.2(3) . . ?
N5 C28 H28A 108.7 . . ?
C29 C28 H28A 108.7 . . ?
N5 C28 H28B 108.7 . . ?
C29 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
N6 C29 C30 121.4(3) . . ?
N6 C29 C28 119.7(3) . . ?
C30 C29 C28 118.9(3) . . ?
C31 C30 C29 119.6(4) . . ?
C31 C30 H30A 120.2 . . ?
C29 C30 H30A 120.2 . . ?
C30 C31 C32 119.6(3) . . ?
C30 C31 H31A 120.2 . . ?
C32 C31 H31A 120.2 . . ?
C33 C32 C31 117.6(4) . . ?
C33 C32 H32A 121.2 . . ?
C31 C32 H32A 121.2 . . ?
N6 C33 C32 124.0(4) . . ?
N6 C33 H33A 118.0 . . ?
C32 C33 H33A 118.0 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O4 C35 C36 126.3(3) . . ?
O4 C35 C34 114.5(3) . . ?
C36 C35 C34 119.2(3) . . ?
C35 C36 C37 130.3(3) . . ?
C35 C36 H36A 114.9 . . ?
C37 C36 H36A 114.9 . . ?
N7 C37 C36 123.5(3) . . ?
N7 C37 C38 121.2(3) . . ?
C36 C37 C38 115.2(3) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N7 C39 C40 114.1(3) . . ?
N7 C39 H39A 108.7 . . ?
C40 C39 H39A 108.7 . . ?
N7 C39 H39B 108.7 . . ?
C40 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
N8 C40 C41 119.3(3) . . ?
N8 C40 C39 120.3(3) . . ?
C41 C40 C39 120.4(3) . . ?
C42 C41 C40 120.5(4) . . ?
C42 C41 H41A 119.7 . . ?
C40 C41 H41A 119.7 . . ?
C41 C42 C43 119.5(4) . . ?
C41 C42 H42A 120.2 . . ?
C43 C42 H42A 120.2 . . ?
C42 C43 C44 117.4(4) . . ?
C42 C43 H43A 121.3 . . ?
C44 C43 H43A 121.3 . . ?
N8 C44 C43 124.1(4) . . ?
N8 C44 H44A 118.0 . . ?
C43 C44 H44A 118.0 . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.067
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
