#------------------------------------------------------------------------------
#$Date: 2020-04-22 06:25:08 +0300 (Wed, 22 Apr 2020) $
#$Revision: 251009 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/33/2243362.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243362
loop_
_publ_author_name
'Gajecki, Leah'
'Twamley, Brendan'
'Berg, David J.'
_publ_section_title
;
 Synthesis and crystal structures of tetrameric
 [2-(4,4-dimethyl-2-oxazolin-2-yl)anilido]sodium and
 tris[2-(4,4-dimethyl-2-oxazolin-2-yl)anilido]ytterbium(III)
;
_journal_coeditor_code           ZL2777
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              703
_journal_page_last               709
_journal_paper_doi               10.1107/S2056989020005034
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Na4 (C11 H13 N2 O)4]'
_chemical_formula_moiety         'C44 H52 N8 Na4 O4'
_chemical_formula_sum            'C44 H52 N8 Na4 O4'
_chemical_formula_weight         848.89
_chemical_name_systematic
Poly[bis[μ₃-2-(4,4-dimethyl-2-oxazolin-2-yl)anilinido][μ₂-2-(4,4-dimethyl-2-oxazolin-2-yl)aniline]tetrasodium(I)]
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                105.2660(10)
_cell_angle_beta                 97.4460(10)
_cell_angle_gamma                106.1200(10)
_cell_formula_units_Z            2
_cell_length_a                   10.9545(5)
_cell_length_b                   11.8785(5)
_cell_length_c                   18.8415(8)
_cell_measurement_reflns_used    9632
_cell_measurement_temperature    87(2)
_cell_measurement_theta_max      29.90
_cell_measurement_theta_min      2.24
_cell_volume                     2217.20(17)
_computing_cell_refinement
;
SAINT (Bruker, 2003)
;
_computing_data_collection
;
SMART (Bruker, 2003)
;
_computing_data_reduction
;
SAINT (Bruker, 2003)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      87(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'SMART APEX CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0773
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            33551
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.047
_diffrn_reflns_theta_min         1.870
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.9828
_exptl_absorpt_correction_T_min  0.776082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.311
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     565
_refine_ls_number_reflns         12487
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0659
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0734P)²+0.1127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1443
_refine_ls_wR_factor_ref         0.1577
_reflns_number_gt                8858
_reflns_number_total             12487
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl2777sup1.cif
_cod_data_source_block           Na4H-L142
_cod_database_code               2243362
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.970
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Na Na1 0.95553(8) 0.27949(7) 0.39918(4) 0.02273(18) Uani d 1 . .
Na Na2 1.00695(7) 0.40238(7) 0.25656(4) 0.01977(17) Uani d 1 . .
Na Na3 1.01274(8) 0.22441(7) 0.09593(4) 0.01954(17) Uani d 1 . .
Na Na4 0.96731(7) 0.11951(7) 0.24031(4) 0.01974(17) Uani d 1 . .
O O9 0.97838(14) 0.66218(12) 0.46616(7) 0.0223(3) Uani d 1 . .
O O23 1.05206(13) 0.61390(12) 0.11145(8) 0.0240(3) Uani d 1 . .
O O37 0.92170(12) -0.17535(11) 0.02263(7) 0.0172(3) Uani d 1 . .
O O51 0.93031(13) -0.09390(12) 0.40245(7) 0.0190(3) Uani d 1 . .
N N1 1.13690(16) 0.38393(14) 0.36039(9) 0.0194(3) Uani d 1 . .
H H1 1.1910(17) 0.3417(18) 0.3515(12) 0.023(6) Uiso d 1 . .
N N12 0.93307(16) 0.49954(15) 0.36081(9) 0.0210(3) Uani d 1 . .
N N15 0.84608(16) 0.27468(14) 0.14907(9) 0.0188(3) Uani d 1 . .
H H15 0.7835(15) 0.2151(14) 0.1541(11) 0.016(5) Uiso d 1 . .
N N26 1.08503(15) 0.45903(13) 0.15111(8) 0.0154(3) Uani d 1 . .
N N29 1.14745(16) 0.17884(14) 0.18512(9) 0.0187(3) Uani d 1 . .
H H29 1.2125(16) 0.2441(15) 0.2135(11) 0.032(6) Uiso d 1 . .
N N40 0.90467(15) -0.02419(14) 0.11936(9) 0.0188(3) Uani d 1 . .
N N43 0.79137(16) 0.14194(14) 0.29563(9) 0.0177(3) Uani d 1 . .
H H43 0.7403(18) 0.1721(19) 0.2724(11) 0.025(6) Uiso d 1 . .
N N54 0.99785(15) 0.05812(14) 0.35133(8) 0.0157(3) Uani d 1 . .
C C2 1.21029(19) 0.49537(17) 0.40943(10) 0.0185(4) Uani d 1 . .
C C3 1.3480(2) 0.52674(19) 0.43478(11) 0.0240(4) Uani d 1 . .
H H3 1.387659 0.465981 0.417427 0.029 Uiso calc 1 . .
C C4 1.4255(2) 0.6402(2) 0.48287(12) 0.0294(5) Uani d 1 . .
H H4 1.516605 0.656142 0.497231 0.035 Uiso calc 1 . .
C C5 1.3727(2) 0.7324(2) 0.51099(11) 0.0307(5) Uani d 1 . .
H H5 1.426790 0.811193 0.543908 0.037 Uiso calc 1 . .
C C6 1.2407(2) 0.70662(18) 0.48998(11) 0.0244(4) Uani d 1 . .
H H6 1.204232 0.768938 0.509515 0.029 Uiso calc 1 . .
C C7 1.1568(2) 0.59127(17) 0.44049(10) 0.0192(4) Uani d 1 . .
C C8 1.01968(19) 0.57690(16) 0.41890(10) 0.0179(4) Uani d 1 . .
C C10 0.8393(2) 0.62951(19) 0.43632(11) 0.0235(4) Uani d 1 . .
H H10A 0.816298 0.703301 0.433271 0.028 Uiso calc 1 . .
H H10B 0.787910 0.591249 0.468432 0.028 Uiso calc 1 . .
C C11 0.8141(2) 0.53719(18) 0.35752(11) 0.0210(4) Uani d 1 . .
C C13 0.6923(2) 0.4263(2) 0.34069(13) 0.0300(5) Uani d 1 . .
H H13A 0.682024 0.369426 0.290390 0.045 Uiso calc 1 . .
H H13B 0.616121 0.454057 0.342445 0.045 Uiso calc 1 . .
H H13C 0.700305 0.384032 0.378366 0.045 Uiso calc 1 . .
C C14 0.8081(2) 0.59894(19) 0.29623(11) 0.0285(5) Uani d 1 . .
H H14A 0.886600 0.670811 0.308121 0.043 Uiso calc 1 . .
H H14B 0.731041 0.625564 0.293703 0.043 Uiso calc 1 . .
H H14C 0.802784 0.540086 0.247512 0.043 Uiso calc 1 . .
C C16 0.78884(18) 0.34087(16) 0.11669(10) 0.0159(4) Uani d 1 . .
C C17 0.64991(19) 0.30802(17) 0.09628(11) 0.0214(4) Uani d 1 . .
H H17 0.598324 0.236507 0.105205 0.026 Uiso calc 1 . .
C C18 0.5880(2) 0.37338(19) 0.06493(12) 0.0256(4) Uani d 1 . .
H H18 0.495521 0.347610 0.053331 0.031 Uiso calc 1 . .
C C19 0.6594(2) 0.4787(2) 0.04951(13) 0.0289(5) Uani d 1 . .
H H19 0.616576 0.524673 0.027426 0.035 Uiso calc 1 . .
C C20 0.7927(2) 0.51362(19) 0.06716(12) 0.0251(4) Uani d 1 . .
H H20 0.841448 0.584382 0.056354 0.030 Uiso calc 1 . .
C C21 0.86026(18) 0.44926(17) 0.10054(10) 0.0169(4) Uani d 1 . .
C C22 1.00186(19) 0.50168(16) 0.12171(10) 0.0165(4) Uani d 1 . .
C C24 1.19172(19) 0.64358(18) 0.12865(12) 0.0226(4) Uani d 1 . .
H H24A 1.234644 0.730969 0.159843 0.027 Uiso calc 1 . .
H H24B 1.225242 0.628660 0.081893 0.027 Uiso calc 1 . .
C C25 1.21513(18) 0.55680(17) 0.17229(11) 0.0191(4) Uani d 1 . .
C C27 1.2462(2) 0.6203(2) 0.25726(12) 0.0300(5) Uani d 1 . .
H H27A 1.176504 0.652862 0.270847 0.045 Uiso calc 1 . .
H H27B 1.328909 0.688172 0.271962 0.045 Uiso calc 1 . .
H H27C 1.253007 0.560475 0.283555 0.045 Uiso calc 1 . .
C C28 1.3196(2) 0.5025(2) 0.14974(13) 0.0284(5) Uani d 1 . .
H H28A 1.325909 0.442906 0.176312 0.043 Uiso calc 1 . .
H H28B 1.403489 0.568677 0.163127 0.043 Uiso calc 1 . .
H H28C 1.297027 0.460680 0.095216 0.043 Uiso calc 1 . .
C C30 1.20008(18) 0.09568(17) 0.15045(10) 0.0157(4) Uani d 1 . .
C C31 1.33777(19) 0.12026(18) 0.16195(11) 0.0215(4) Uani d 1 . .
H H31 1.393351 0.198458 0.194834 0.026 Uiso calc 1 . .
C C32 1.3932(2) 0.03672(19) 0.12792(12) 0.0253(4) Uani d 1 . .
H H32 1.485371 0.058376 0.137784 0.030 Uiso calc 1 . .
C C33 1.3172(2) -0.08002(19) 0.07886(12) 0.0254(4) Uani d 1 . .
H H33 1.356161 -0.138164 0.055791 0.031 Uiso calc 1 . .
C C34 1.18429(19) -0.10787(18) 0.06512(11) 0.0200(4) Uani d 1 . .
H H34 1.131534 -0.186644 0.031580 0.024 Uiso calc 1 . .
C C35 1.12306(18) -0.02447(16) 0.09871(10) 0.0153(4) Uani d 1 . .
C C36 0.98178(18) -0.06778(16) 0.08327(10) 0.0148(4) Uani d 1 . .
C C38 0.78300(18) -0.19763(17) 0.01536(10) 0.0176(4) Uani d 1 . .
H H38A 0.736096 -0.285692 0.007473 0.021 Uiso calc 1 . .
H H38B 0.747054 -0.173973 -0.027352 0.021 Uiso calc 1 . .
C C39 0.77194(18) -0.11577(17) 0.09051(11) 0.0192(4) Uani d 1 . .
C C41 0.7463(2) -0.1871(2) 0.14685(12) 0.0301(5) Uani d 1 . .
H H41A 0.810457 -0.229695 0.150809 0.045 Uiso calc 1 . .
H H41B 0.658504 -0.247779 0.129470 0.045 Uiso calc 1 . .
H H41C 0.753363 -0.129417 0.196360 0.045 Uiso calc 1 . .
C C42 0.6701(2) -0.0533(2) 0.08068(13) 0.0298(5) Uani d 1 . .
H H42A 0.667093 -0.001814 0.130065 0.045 Uiso calc 1 . .
H H42B 0.584663 -0.116216 0.057219 0.045 Uiso calc 1 . .
H H42C 0.692872 -0.001556 0.048415 0.045 Uiso calc 1 . .
C C44 0.71576(18) 0.05709(16) 0.32088(10) 0.0165(4) Uani d 1 . .
C C45 0.57763(19) 0.03168(18) 0.31010(11) 0.0233(4) Uani d 1 . .
H H45 0.538590 0.074141 0.282748 0.028 Uiso calc 1 . .
C C46 0.4998(2) -0.05047(19) 0.33726(13) 0.0285(5) Uani d 1 . .
H H46 0.408827 -0.063596 0.328368 0.034 Uiso calc 1 . .
C C47 0.5513(2) -0.11577(19) 0.37792(12) 0.0274(5) Uani d 1 . .
H H47 0.496904 -0.171305 0.397908 0.033 Uiso calc 1 . .
C C48 0.68180(19) -0.09766(17) 0.38817(11) 0.0210(4) Uani d 1 . .
H H48 0.717283 -0.142442 0.415335 0.025 Uiso calc 1 . .
C C49 0.76637(18) -0.01501(16) 0.36004(10) 0.0157(4) Uani d 1 . .
C C50 0.90186(18) -0.01006(16) 0.37005(9) 0.0149(4) Uani d 1 . .
C C52 1.07034(19) -0.06290(19) 0.41603(11) 0.0210(4) Uani d 1 . .
H H52A 1.095885 -0.138279 0.404131 0.025 Uiso calc 1 . .
H H52B 1.111240 -0.012808 0.469199 0.025 Uiso calc 1 . .
C C53 1.10936(18) 0.01097(17) 0.36303(10) 0.0172(4) Uani d 1 . .
C C55 1.1135(2) -0.07327(18) 0.28694(11) 0.0220(4) Uani d 1 . .
H H55A 1.030049 -0.140126 0.266136 0.033 Uiso calc 1 . .
H H55B 1.183594 -0.108335 0.293956 0.033 Uiso calc 1 . .
H H55C 1.129591 -0.025254 0.252043 0.033 Uiso calc 1 . .
C C56 1.23701(19) 0.11658(18) 0.39697(12) 0.0262(5) Uani d 1 . .
H H56A 1.260152 0.157776 0.359531 0.039 Uiso calc 1 . .
H H56B 1.305850 0.084140 0.411950 0.039 Uiso calc 1 . .
H H56C 1.227343 0.175941 0.441303 0.039 Uiso calc 1 . .
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'
Na Na 0.0362 0.0249 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O9 Na1 N12 2_766 . 107.61(5) y
O9 Na1 N54 2_766 . 103.04(5) y
N1 Na1 O9 . 2_766 105.11(6) y
N1 Na1 N12 . . 65.92(5) y
N1 Na1 N54 . . 92.92(6) y
N43 Na1 O9 . 2_766 142.94(6) y
N43 Na1 N1 . . 111.31(6) y
N43 Na1 N12 . . 93.51(6) y
N43 Na1 N54 . . 69.08(5) y
N54 Na1 N12 . . 146.27(5) y
N1 Na2 N12 . . 76.60(6) y
N1 Na2 N26 . . 125.43(6) y
N12 Na2 N26 . . 135.48(6) y
N15 Na2 N1 . . 138.81(6) y
N15 Na2 N12 . . 116.21(7) y
N15 Na2 N26 . . 74.56(6) y
O37 Na3 N26 2_755 . 107.75(5) y
O37 Na3 N40 2_755 . 104.03(5) y
N15 Na3 O37 . 2_755 141.85(6) y
N15 Na3 N26 . . 72.56(5) y
N15 Na3 N29 . . 108.71(6) y
N15 Na3 N40 . . 85.90(5) y
N26 Na3 N40 . . 147.75(5) y
N29 Na3 O37 . 2_755 108.68(6) y
N29 Na3 N26 . . 100.25(6) y
N29 Na3 N40 . . 63.74(5) y
N29 Na4 N54 . . 119.12(6) y
N40 Na4 N29 . . 76.15(6) y
N40 Na4 N43 . . 113.77(6) y
N40 Na4 N54 . . 121.58(6) y
N43 Na4 N29 . . 156.58(6) y
N43 Na4 N54 . . 75.06(6) y
C8 O9 Na1 . 2_766 121.72(11) ?
C8 O9 C10 . . 106.14(14) ?
C10 O9 Na1 . 2_766 115.61(11) ?
C22 O23 C24 . . 106.11(14) ?
C36 O37 Na3 . 2_755 125.75(11) ?
C36 O37 C38 . . 105.65(13) ?
C38 O37 Na3 . 2_755 114.12(10) ?
C50 O51 C52 . . 105.58(14) ?
Na1 N1 Na2 . . 93.03(7) ?
Na1 N1 H1 . . 113.0(14) ?
Na2 N1 H1 . . 118.3(14) ?
C2 N1 Na1 . . 115.17(12) ?
C2 N1 Na2 . . 111.80(12) ?
C2 N1 H1 . . 105.6(14) ?
Na2 N12 Na1 . . 79.12(5) ?
C8 N12 Na1 . . 94.47(11) ?
C8 N12 Na2 . . 117.61(13) ?
C8 N12 C11 . . 108.22(15) ?
C11 N12 Na1 . . 124.85(12) ?
C11 N12 Na2 . . 126.23(12) ?
Na2 N15 H15 . . 117.9(13) ?
Na3 N15 Na2 . . 87.12(6) ?
Na3 N15 H15 . . 118.1(13) ?
C16 N15 Na2 . . 111.22(11) ?
C16 N15 Na3 . . 115.06(12) ?
C16 N15 H15 . . 106.7(14) ?
Na2 N26 Na3 . . 80.39(5) ?
C22 N26 Na2 . . 106.64(12) ?
C22 N26 Na3 . . 110.53(11) ?
C22 N26 C25 . . 107.27(15) ?
C25 N26 Na2 . . 114.75(11) ?
C25 N26 Na3 . . 132.60(12) ?
Na3 N29 Na4 . . 88.98(6) ?
Na3 N29 H29 . . 112.6(15) ?
Na4 N29 H29 . . 115.7(15) ?
C30 N29 Na3 . . 110.70(12) ?
C30 N29 Na4 . . 121.06(12) ?
C30 N29 H29 . . 106.8(16) ?
Na4 N40 Na3 . . 74.97(5) ?
C36 N40 Na3 . . 91.91(11) ?
C36 N40 Na4 . . 125.10(13) ?
C36 N40 C39 . . 107.94(15) ?
C39 N40 Na3 . . 129.29(11) ?
C39 N40 Na4 . . 121.69(11) ?
Na1 N43 Na4 . . 83.79(6) ?
Na1 N43 H43 . . 117.7(15) ?
Na4 N43 H43 . . 114.4(15) ?
C44 N43 Na1 . . 106.88(11) ?
C44 N43 Na4 . . 125.00(12) ?
C44 N43 H43 . . 107.5(15) ?
Na4 N54 Na1 . . 74.89(5) ?
C50 N54 Na1 . . 99.29(11) ?
C50 N54 Na4 . . 121.60(12) ?
C50 N54 C53 . . 107.20(15) ?
C53 N54 Na1 . . 136.32(11) ?
C53 N54 Na4 . . 116.25(11) ?
N1 C2 C3 . . 121.90(18) ?
N1 C2 C7 . . 123.10(18) ?
C3 C2 C7 . . 115.00(17) ?
C2 C3 H3 . . 118.4 ?
C4 C3 C2 . . 123.2(2) ?
C4 C3 H3 . . 118.4 ?
C3 C4 H4 . . 119.5 ?
C3 C4 C5 . . 121.0(2) ?
C5 C4 H4 . . 119.5 ?
C4 C5 H5 . . 120.8 ?
C6 C5 C4 . . 118.36(19) ?
C6 C5 H5 . . 120.8 ?
C5 C6 H6 . . 118.6 ?
C5 C6 C7 . . 122.8(2) ?
C7 C6 H6 . . 118.6 ?
C2 C7 C8 . . 122.39(16) ?
C6 C7 C2 . . 119.62(19) ?
C6 C7 C8 . . 117.86(18) ?
O9 C8 C7 . . 114.85(16) ?
N12 C8 O9 . . 115.72(17) ?
N12 C8 C7 . . 129.38(17) ?
O9 C10 H10A . . 110.8 ?
O9 C10 H10B . . 110.8 ?
O9 C10 C11 . . 104.51(15) ?
H10A C10 H10B . . 108.9 ?
C11 C10 H10A . . 110.9 ?
C11 C10 H10B . . 110.8 ?
N12 C11 C10 . . 102.57(16) ?
N12 C11 C13 . . 110.96(16) ?
N12 C11 C14 . . 108.21(16) ?
C13 C11 C10 . . 112.78(17) ?
C13 C11 C14 . . 110.34(18) ?
C14 C11 C10 . . 111.67(16) ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13B . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C11 C14 H14A . . 109.5 ?
C11 C14 H14B . . 109.5 ?
C11 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N15 C16 C17 . . 121.62(17) ?
N15 C16 C21 . . 123.45(17) ?
C17 C16 C21 . . 114.92(17) ?
C16 C17 H17 . . 118.2 ?
C18 C17 C16 . . 123.67(18) ?
C18 C17 H17 . . 118.2 ?
C17 C18 H18 . . 119.7 ?
C17 C18 C19 . . 120.53(19) ?
C19 C18 H18 . . 119.7 ?
C18 C19 H19 . . 120.9 ?
C20 C19 C18 . . 118.25(19) ?
C20 C19 H19 . . 120.9 ?
C19 C20 H20 . . 118.6 ?
C19 C20 C21 . . 122.87(19) ?
C21 C20 H20 . . 118.6 ?
C16 C21 C22 . . 122.91(16) ?
C20 C21 C16 . . 119.76(18) ?
C20 C21 C22 . . 117.22(17) ?
O23 C22 C21 . . 114.87(16) ?
N26 C22 O23 . . 116.13(16) ?
N26 C22 C21 . . 128.95(16) ?
O23 C24 H24A . . 110.9 ?
O23 C24 H24B . . 110.9 ?
O23 C24 C25 . . 104.31(15) ?
H24A C24 H24B . . 108.9 ?
C25 C24 H24A . . 110.9 ?
C25 C24 H24B . . 110.9 ?
N26 C25 C24 . . 102.30(14) ?
N26 C25 C27 . . 108.12(16) ?
N26 C25 C28 . . 111.12(15) ?
C27 C25 C24 . . 111.40(16) ?
C28 C25 C24 . . 112.81(16) ?
C28 C25 C27 . . 110.72(17) ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27B . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28B . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
N29 C30 C31 . . 122.19(17) ?
N29 C30 C35 . . 123.07(17) ?
C31 C30 C35 . . 114.74(17) ?
C30 C31 H31 . . 118.4 ?
C32 C31 C30 . . 123.14(18) ?
C32 C31 H31 . . 118.4 ?
C31 C32 H32 . . 119.3 ?
C31 C32 C33 . . 121.42(19) ?
C33 C32 H32 . . 119.3 ?
C32 C33 H33 . . 121.1 ?
C34 C33 C32 . . 117.83(19) ?
C34 C33 H33 . . 121.1 ?
C33 C34 H34 . . 118.7 ?
C33 C34 C35 . . 122.67(18) ?
C35 C34 H34 . . 118.7 ?
C30 C35 C36 . . 122.34(16) ?
C34 C35 C30 . . 120.20(17) ?
C34 C35 C36 . . 117.32(16) ?
O37 C36 C35 . . 115.12(15) ?
N40 C36 O37 . . 115.49(16) ?
N40 C36 C35 . . 129.31(16) ?
O37 C38 H38A . . 110.9 ?
O37 C38 H38B . . 110.9 ?
O37 C38 C39 . . 104.18(14) ?
H38A C38 H38B . . 108.9 ?
C39 C38 H38A . . 110.9 ?
C39 C38 H38B . . 110.9 ?
N40 C39 C38 . . 102.51(14) ?
N40 C39 C41 . . 107.69(16) ?
N40 C39 C42 . . 111.29(16) ?
C41 C39 C38 . . 111.86(16) ?
C42 C39 C38 . . 112.55(17) ?
C42 C39 C41 . . 110.59(17) ?
C39 C41 H41A . . 109.5 ?
C39 C41 H41B . . 109.5 ?
C39 C41 H41C . . 109.5 ?
H41A C41 H41B . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
C39 C42 H42A . . 109.5 ?
C39 C42 H42B . . 109.5 ?
C39 C42 H42C . . 109.5 ?
H42A C42 H42B . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
N43 C44 C45 . . 121.95(17) ?
N43 C44 C49 . . 123.11(17) ?
C45 C44 C49 . . 114.95(17) ?
C44 C45 H45 . . 118.5 ?
C46 C45 C44 . . 123.07(19) ?
C46 C45 H45 . . 118.5 ?
C45 C46 H46 . . 119.4 ?
C45 C46 C47 . . 121.23(19) ?
C47 C46 H46 . . 119.4 ?
C46 C47 H47 . . 120.9 ?
C48 C47 C46 . . 118.22(19) ?
C48 C47 H47 . . 120.9 ?
C47 C48 H48 . . 118.6 ?
C47 C48 C49 . . 122.72(19) ?
C49 C48 H48 . . 118.6 ?
C44 C49 C50 . . 122.67(16) ?
C48 C49 C44 . . 119.72(17) ?
C48 C49 C50 . . 117.57(17) ?
O51 C50 C49 . . 114.72(15) ?
N54 C50 O51 . . 115.49(16) ?
N54 C50 C49 . . 129.76(17) ?
O51 C52 H52A . . 111.0 ?
O51 C52 H52B . . 111.0 ?
O51 C52 C53 . . 103.90(14) ?
H52A C52 H52B . . 109.0 ?
C53 C52 H52A . . 111.0 ?
C53 C52 H52B . . 111.0 ?
N54 C53 C52 . . 102.01(14) ?
N54 C53 C55 . . 108.32(15) ?
N54 C53 C56 . . 111.15(15) ?
C52 C53 C55 . . 110.98(16) ?
C56 C53 C52 . . 112.86(16) ?
C56 C53 C55 . . 111.09(16) ?
C53 C55 H55A . . 109.5 ?
C53 C55 H55B . . 109.5 ?
C53 C55 H55C . . 109.5 ?
H55A C55 H55B . . 109.5 ?
H55A C55 H55C . . 109.5 ?
H55B C55 H55C . . 109.5 ?
C53 C56 H56A . . 109.5 ?
C53 C56 H56B . . 109.5 ?
C53 C56 H56C . . 109.5 ?
H56A C56 H56B . . 109.5 ?
H56A C56 H56C . . 109.5 ?
H56B C56 H56C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Na1 O9 2_766 2.4003(15) y
Na1 N1 . 2.3465(18) y
Na1 N12 . 2.9532(18) y
Na1 N43 . 2.3432(17) y
Na1 N54 . 2.7348(17) y
Na2 N1 . 2.3619(18) y
Na2 N12 . 2.3626(17) y
Na2 N15 . 2.3411(18) y
Na2 N26 . 2.4407(17) y
Na3 O37 2_755 2.4099(14) y
Na3 N15 . 2.3360(18) y
Na3 N26 . 2.5515(16) y
Na3 N29 . 2.3611(17) y
Na3 N40 . 3.0327(18) y
Na4 N29 . 2.3701(18) y
Na4 N40 . 2.3396(17) y
Na4 N43 . 2.3519(18) y
Na4 N54 . 2.4035(17) y
O9 C8 . 1.381(2) ?
O9 C10 . 1.457(3) ?
O23 C22 . 1.369(2) ?
O23 C24 . 1.443(2) ?
O37 C36 . 1.393(2) ?
O37 C38 . 1.450(2) ?
O51 C50 . 1.380(2) ?
O51 C52 . 1.445(2) ?
N1 H1 . 0.882(9) ?
N1 C2 . 1.351(2) ?
N12 C8 . 1.288(2) ?
N12 C11 . 1.490(3) ?
N15 H15 . 0.873(9) ?
N15 C16 . 1.346(2) ?
N26 C22 . 1.291(2) ?
N26 C25 . 1.493(2) ?
N29 H29 . 0.878(10) ?
N29 C30 . 1.345(2) ?
N40 C36 . 1.285(2) ?
N40 C39 . 1.483(2) ?
N43 H43 . 0.873(9) ?
N43 C44 . 1.349(2) ?
N54 C50 . 1.288(2) ?
N54 C53 . 1.493(2) ?
C2 C3 . 1.432(3) ?
C2 C7 . 1.446(3) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.371(3) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.393(3) ?
C5 H5 . 0.9500 ?
C5 C6 . 1.372(3) ?
C6 H6 . 0.9500 ?
C6 C7 . 1.413(3) ?
C7 C8 . 1.454(3) ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C10 C11 . 1.533(3) ?
C11 C13 . 1.519(3) ?
C11 C14 . 1.526(3) ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
C16 C17 . 1.434(3) ?
C16 C21 . 1.439(3) ?
C17 H17 . 0.9500 ?
C17 C18 . 1.357(3) ?
C18 H18 . 0.9500 ?
C18 C19 . 1.403(3) ?
C19 H19 . 0.9500 ?
C19 C20 . 1.370(3) ?
C20 H20 . 0.9500 ?
C20 C21 . 1.405(3) ?
C21 C22 . 1.458(3) ?
C24 H24A . 0.9900 ?
C24 H24B . 0.9900 ?
C24 C25 . 1.531(3) ?
C25 C27 . 1.526(3) ?
C25 C28 . 1.516(3) ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
C28 H28A . 0.9800 ?
C28 H28B . 0.9800 ?
C28 H28C . 0.9800 ?
C30 C31 . 1.430(3) ?
C30 C35 . 1.444(2) ?
C31 H31 . 0.9500 ?
C31 C32 . 1.366(3) ?
C32 H32 . 0.9500 ?
C32 C33 . 1.398(3) ?
C33 H33 . 0.9500 ?
C33 C34 . 1.373(3) ?
C34 H34 . 0.9500 ?
C34 C35 . 1.407(3) ?
C35 C36 . 1.452(3) ?
C38 H38A . 0.9900 ?
C38 H38B . 0.9900 ?
C38 C39 . 1.533(3) ?
C39 C41 . 1.530(3) ?
C39 C42 . 1.519(3) ?
C41 H41A . 0.9800 ?
C41 H41C . 0.9800 ?
C42 H42A . 0.9800 ?
C42 H42B . 0.9800 ?
C42 H42C . 0.9800 ?
C44 C45 . 1.434(3) ?
C44 C49 . 1.441(3) ?
C45 H45 . 0.9500 ?
C45 C46 . 1.362(3) ?
C46 H46 . 0.9500 ?
C46 C47 . 1.397(3) ?
C47 H47 . 0.9500 ?
C47 C48 . 1.365(3) ?
C48 H48 . 0.9500 ?
C48 C49 . 1.414(3) ?
C49 C50 . 1.454(3) ?
C52 H52A . 0.9900 ?
C52 H52B . 0.9900 ?
C52 C53 . 1.521(3) ?
C53 C55 . 1.532(3) ?
C53 C56 . 1.520(3) ?
C55 H55B . 0.9800 ?
C55 H55C . 0.9800 ?
C56 H56A . 0.9800 ?
C56 H56B . 0.9800 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Na1 O9 C8 N12 2_766 . . . 139.42(14) ?
Na1 O9 C8 C7 2_766 . . . -43.15(19) ?
Na1 O9 C10 C11 2_766 . . . -151.40(11) ?
Na1 N1 C2 C3 . . . . 127.34(16) ?
Na1 N1 C2 C7 . . . . -52.4(2) ?
Na1 N12 C8 O9 . . . . -121.99(13) ?
Na1 N12 C8 C7 . . . . 61.0(2) ?
Na1 N12 C11 C10 . . . . 94.69(15) ?
Na1 N12 C11 C13 . . . . -26.0(2) ?
Na1 N12 C11 C14 . . . . -147.17(13) ?
Na1 N43 C44 C45 . . . . 125.50(15) ?
Na1 N43 C44 C49 . . . . -54.82(19) ?
Na1 N54 C50 O51 . . . . -137.84(12) ?
Na1 N54 C50 C49 . . . . 44.4(2) ?
Na1 N54 C53 C52 . . . . 105.62(16) ?
Na1 N54 C53 C55 . . . . -137.24(14) ?
Na1 N54 C53 C56 . . . . -14.9(2) ?
Na2 N1 C2 C3 . . . . -128.14(16) ?
Na2 N1 C2 C7 . . . . 52.2(2) ?
Na2 N12 C8 O9 . . . . 157.96(12) ?
Na2 N12 C8 C7 . . . . -19.0(3) ?
Na2 N12 C11 C10 . . . . -162.31(12) ?
Na2 N12 C11 C13 . . . . 77.02(19) ?
Na2 N12 C11 C14 . . . . -44.2(2) ?
Na2 N15 C16 C17 . . . . -130.62(15) ?
Na2 N15 C16 C21 . . . . 48.8(2) ?
Na2 N26 C22 O23 . . . . 128.93(14) ?
Na2 N26 C22 C21 . . . . -48.2(2) ?
Na2 N26 C25 C24 . . . . -133.65(12) ?
Na2 N26 C25 C27 . . . . -15.98(19) ?
Na2 N26 C25 C28 . . . . 105.72(15) ?
Na3 O37 C36 N40 2_755 . . . 142.02(13) ?
Na3 O37 C36 C35 2_755 . . . -40.80(19) ?
Na3 O37 C38 C39 2_755 . . . -158.32(11) ?
Na3 N15 C16 C17 . . . . 132.37(15) ?
Na3 N15 C16 C21 . . . . -48.3(2) ?
Na3 N26 C22 O23 . . . . -145.32(13) ?
Na3 N26 C22 C21 . . . . 37.5(2) ?
Na3 N26 C25 C24 . . . . 126.32(14) ?
Na3 N26 C25 C27 . . . . -116.02(16) ?
Na3 N26 C25 C28 . . . . 5.7(2) ?
Na3 N29 C30 C31 . . . . 122.47(16) ?
Na3 N29 C30 C35 . . . . -57.2(2) ?
Na3 N40 C36 O37 . . . . -124.35(13) ?
Na3 N40 C36 C35 . . . . 58.96(19) ?
Na3 N40 C39 C38 . . . . 90.53(16) ?
Na3 N40 C39 C41 . . . . -151.36(13) ?
Na3 N40 C39 C42 . . . . -30.0(2) ?
Na4 N29 C30 C31 . . . . -135.69(15) ?
Na4 N29 C30 C35 . . . . 44.7(2) ?
Na4 N40 C36 O37 . . . . 162.73(11) ?
Na4 N40 C36 C35 . . . . -14.0(3) ?
Na4 N40 C39 C38 . . . . -173.06(11) ?
Na4 N40 C39 C41 . . . . -54.96(19) ?
Na4 N40 C39 C42 . . . . 66.40(19) ?
Na4 N43 C44 C45 . . . . -140.23(15) ?
Na4 N43 C44 C49 . . . . 39.4(2) ?
Na4 N54 C50 O51 . . . . 144.26(12) ?
Na4 N54 C50 C49 . . . . -33.5(2) ?
Na4 N54 C53 C52 . . . . -158.89(11) ?
Na4 N54 C53 C55 . . . . -41.75(17) ?
Na4 N54 C53 C56 . . . . 80.56(17) ?
O9 C10 C11 N12 . . . . 16.47(18) ?
O9 C10 C11 C13 . . . . 135.88(17) ?
O9 C10 C11 C14 . . . . -99.20(19) ?
O23 C24 C25 N26 . . . . 19.30(18) ?
O23 C24 C25 C27 . . . . -96.01(18) ?
O23 C24 C25 C28 . . . . 138.75(16) ?
O37 C38 C39 N40 . . . . 20.13(18) ?
O37 C38 C39 C41 . . . . -94.98(18) ?
O37 C38 C39 C42 . . . . 139.79(16) ?
O51 C52 C53 N54 . . . . 23.61(17) ?
O51 C52 C53 C55 . . . . -91.59(18) ?
O51 C52 C53 C56 . . . . 142.96(16) ?
N1 C2 C3 C4 . . . . 178.15(18) ?
N1 C2 C7 C6 . . . . -178.33(17) ?
N1 C2 C7 C8 . . . . -2.5(3) ?
N15 C16 C17 C18 . . . . 178.63(19) ?
N15 C16 C21 C20 . . . . -179.45(17) ?
N15 C16 C21 C22 . . . . -3.6(3) ?
N29 C30 C31 C32 . . . . 179.32(18) ?
N29 C30 C35 C34 . . . . -179.10(17) ?
N29 C30 C35 C36 . . . . -3.6(3) ?
N43 C44 C45 C46 . . . . -177.71(18) ?
N43 C44 C49 C48 . . . . 176.76(16) ?
N43 C44 C49 C50 . . . . -5.4(3) ?
C2 C3 C4 C5 . . . . 0.9(3) ?
C2 C7 C8 O9 . . . . 164.80(16) ?
C2 C7 C8 N12 . . . . -18.2(3) ?
C3 C2 C7 C6 . . . . 2.0(2) ?
C3 C2 C7 C8 . . . . 177.76(16) ?
C3 C4 C5 C6 . . . . 0.6(3) ?
C4 C5 C6 C7 . . . . -0.7(3) ?
C5 C6 C7 C2 . . . . -0.6(3) ?
C5 C6 C7 C8 . . . . -176.61(18) ?
C6 C7 C8 O9 . . . . -19.3(2) ?
C6 C7 C8 N12 . . . . 157.67(19) ?
C7 C2 C3 C4 . . . . -2.1(3) ?
C8 O9 C10 C11 . . . . -13.18(18) ?
C8 N12 C11 C10 . . . . -14.5(2) ?
C8 N12 C11 C13 . . . . -135.21(18) ?
C8 N12 C11 C14 . . . . 103.60(18) ?
C10 O9 C8 N12 . . . . 4.4(2) ?
C10 O9 C8 C7 . . . . -178.22(15) ?
C11 N12 C8 O9 . . . . 7.0(2) ?
C11 N12 C8 C7 . . . . -169.98(18) ?
C16 C17 C18 C19 . . . . 0.9(3) ?
C16 C21 C22 O23 . . . . -171.28(16) ?
C16 C21 C22 N26 . . . . 5.9(3) ?
C17 C16 C21 C20 . . . . 0.0(2) ?
C17 C16 C21 C22 . . . . 175.84(16) ?
C17 C18 C19 C20 . . . . -0.2(3) ?
C18 C19 C20 C21 . . . . -0.6(3) ?
C19 C20 C21 C16 . . . . 0.8(3) ?
C19 C20 C21 C22 . . . . -175.37(19) ?
C20 C21 C22 O23 . . . . 4.7(2) ?
C20 C21 C22 N26 . . . . -178.11(19) ?
C21 C16 C17 C18 . . . . -0.8(3) ?
C22 O23 C24 C25 . . . . -16.83(19) ?
C22 N26 C25 C24 . . . . -15.39(19) ?
C22 N26 C25 C27 . . . . 102.28(18) ?
C22 N26 C25 C28 . . . . -136.02(17) ?
C24 O23 C22 N26 . . . . 7.7(2) ?
C24 O23 C22 C21 . . . . -174.71(15) ?
C25 N26 C22 O23 . . . . 5.5(2) ?
C25 N26 C22 C21 . . . . -171.62(17) ?
C30 C31 C32 C33 . . . . 0.0(3) ?
C30 C35 C36 O37 . . . . 169.03(15) ?
C30 C35 C36 N40 . . . . -14.3(3) ?
C31 C30 C35 C34 . . . . 1.2(2) ?
C31 C30 C35 C36 . . . . 176.71(16) ?
C31 C32 C33 C34 . . . . 0.8(3) ?
C32 C33 C34 C35 . . . . -0.5(3) ?
C33 C34 C35 C30 . . . . -0.5(3) ?
C33 C34 C35 C36 . . . . -176.24(18) ?
C34 C35 C36 O37 . . . . -15.3(2) ?
C34 C35 C36 N40 . . . . 161.36(19) ?
C35 C30 C31 C32 . . . . -1.0(3) ?
C36 O37 C38 C39 . . . . -16.11(17) ?
C36 N40 C39 C38 . . . . -17.54(19) ?
C36 N40 C39 C41 . . . . 100.57(18) ?
C36 N40 C39 C42 . . . . -138.07(17) ?
C38 O37 C36 N40 . . . . 5.6(2) ?
C38 O37 C36 C35 . . . . -177.25(14) ?
C39 N40 C36 O37 . . . . 8.2(2) ?
C39 N40 C36 C35 . . . . -168.45(17) ?
C44 C45 C46 C47 . . . . 0.0(3) ?
C44 C49 C50 O51 . . . . -174.02(15) ?
C44 C49 C50 N54 . . . . 3.8(3) ?
C45 C44 C49 C48 . . . . -3.5(2) ?
C45 C44 C49 C50 . . . . 174.26(16) ?
C45 C46 C47 C48 . . . . -1.7(3) ?
C46 C47 C48 C49 . . . . 0.6(3) ?
C47 C48 C49 C44 . . . . 2.1(3) ?
C47 C48 C49 C50 . . . . -175.82(18) ?
C48 C49 C50 O51 . . . . 3.8(2) ?
C48 C49 C50 N54 . . . . -178.38(18) ?
C49 C44 C45 C46 . . . . 2.6(3) ?
C50 O51 C52 C53 . . . . -20.39(18) ?
C50 N54 C53 C52 . . . . -19.05(18) ?
C50 N54 C53 C55 . . . . 98.09(17) ?
C50 N54 C53 C56 . . . . -139.59(17) ?
C52 O51 C50 N54 . . . . 9.1(2) ?
C52 O51 C50 C49 . . . . -172.80(15) ?
C53 N54 C50 O51 . . . . 7.0(2) ?
C53 N54 C50 C49 . . . . -170.76(17) ?

_cod_database_fobs_code 2243362
