#------------------------------------------------------------------------------
#$Date: 2021-01-20 08:22:55 +0200 (Wed, 20 Jan 2021) $
#$Revision: 261084 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/37/2243729.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_2243729
loop_
_publ_author_name
'Konovalova, Irina S.'
'Kovalenko, Sergiy M.'
'Kravchenko, Dmitry V.'
'Chuev, Vladimir P.'
_publ_section_title
;
 Crystal structure of the non-steroidal anti-inflammatory drug (NSAID)
 tolmetin sodium
;
_journal_coeditor_code           ZQ2259
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              134
_journal_page_last               137
_journal_paper_doi               10.1107/S2056989021000414
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          '2Na +, 2C15 H14 N1 O3 -, 4H2 O1'
_chemical_formula_moiety         '2(Na +), 2(C15 H14 N1 O3 -), 4(H2 O1)'
_chemical_formula_sum            'C30 H36 N2 Na2 O10'
_chemical_formula_weight         630.59
_chemical_name_systematic
;
Sodium
2-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetate dihydrate
;
_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   difmap
_atom_sites_solution_primary     geom
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                92.922(8)
_cell_angle_beta                 98.873(7)
_cell_angle_gamma                113.038(9)
_cell_formula_units_Z            2
_cell_length_a                   8.5404(8)
_cell_length_b                   9.0144(9)
_cell_length_c                   21.6217(19)
_cell_measurement_reflns_used    1420
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.2
_cell_measurement_theta_min      3.1
_cell_volume                     1502.1(3)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
ShelXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1827
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction Xcalibur, Sapphire3'
_diffrn_measurement_method       'phi and omega 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  0.0599
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11985
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.882
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.282
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5283
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0638
_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)+(0.0844P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1610
_refine_ls_wR_factor_ref         0.1910
_reflns_number_gt                3288
_reflns_number_total             5283
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zq2259sup1.cif
_cod_data_source_block           I
_cod_database_code               2243729
_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   0.950
_shelx_estimated_absorpt_t_max   0.987
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 Na1A 1.15418(14) 0.48055(14) 0.46665(5) 0.0463(4) Uani d 1 . .
O O1A 0.6328(3) 0.4448(3) 0.43538(9) 0.0463(5) Uani d 1 . .
O O2A 0.8756(3) 0.4310(3) 0.41918(9) 0.0527(6) Uani d 1 . .
O O3A 1.3144(3) 0.5970(3) 0.27170(10) 0.0572(6) Uani d 1 . .
N N1A 0.9595(3) 0.5322(3) 0.28684(10) 0.0370(6) Uani d 1 . .
C C1A 0.7367(4) 0.4452(3) 0.40052(13) 0.0369(7) Uani d 1 . .
C C2A 0.6907(4) 0.4728(4) 0.33229(13) 0.0441(7) Uani d 1 . .
H H2AA 0.568753 0.405386 0.316973 0.053 Uiso calc 1 . .
H H2AB 0.705297 0.584995 0.332112 0.053 Uiso calc 1 . .
C C3A 0.7899(4) 0.4394(4) 0.28655(13) 0.0397(7) Uani d 1 . .
C C4A 0.7319(4) 0.3165(4) 0.23764(14) 0.0445(7) Uani d 1 . .
H H4A 0.620599 0.234969 0.227154 0.053 Uiso calc 1 . .
C C5A 0.8671(4) 0.3346(4) 0.20653(14) 0.0446(7) Uani d 1 . .
H H5A 0.862808 0.267733 0.171513 0.053 Uiso calc 1 . .
C C6A 1.0108(4) 0.4710(4) 0.23717(13) 0.0403(7) Uani d 1 . .
C C7A 1.0633(4) 0.6845(3) 0.32769(13) 0.0453(7) Uani d 1 . .
H H7AA 1.124646 0.663236 0.364871 0.068 Uiso calc 1 . .
H H7AB 0.988702 0.733150 0.339497 0.068 Uiso calc 1 . .
H H7AC 1.144888 0.757182 0.305536 0.068 Uiso calc 1 . .
C C8A 1.1889(4) 0.5209(4) 0.22929(13) 0.0392(7) Uani d 1 . .
C C9A 1.2180(4) 0.4679(3) 0.16703(13) 0.0399(7) Uani d 1 . .
C C10A 1.1169(4) 0.4703(4) 0.11027(14) 0.0457(7) Uani d 1 . .
H H10A 1.026896 0.503734 0.110630 0.055 Uiso calc 1 . .
C C11A 1.1493(4) 0.4236(4) 0.05367(14) 0.0488(8) Uani d 1 . .
H H11A 1.079818 0.425219 0.016307 0.059 Uiso calc 1 . .
C C12A 1.2836(4) 0.3741(4) 0.05106(15) 0.0455(8) Uani d 1 . .
C C13A 1.3832(4) 0.3726(4) 0.10725(15) 0.0508(8) Uani d 1 . .
H H13A 1.472156 0.337798 0.106762 0.061 Uiso calc 1 . .
C C14A 1.3541(4) 0.4217(4) 0.16450(15) 0.0478(8) Uani d 1 . .
H H14A 1.426516 0.423803 0.201665 0.057 Uiso calc 1 . .
C C15A 1.3099(5) 0.3182(4) -0.01169(16) 0.0620(9) Uani d 1 . .
H H15A 1.253192 0.201892 -0.019774 0.093 Uiso calc 1 . .
H H15B 1.431599 0.351811 -0.011128 0.093 Uiso calc 1 . .
H H15C 1.261676 0.365083 -0.044267 0.093 Uiso calc 1 . .
Na Na1B 0.45480(15) 0.23476(14) 0.49496(5) 0.0497(4) Uani d 1 . .
O O1B 0.3539(3) 0.0551(3) 0.57285(10) 0.0520(6) Uani d 1 . .
O O2B 0.1279(3) 0.0952(3) 0.59464(9) 0.0517(6) Uani d 1 . .
O O3B -0.3202(3) -0.0817(3) 0.73382(10) 0.0561(6) Uani d 1 . .
N N1B 0.0316(3) -0.0303(3) 0.72107(10) 0.0392(6) Uani d 1 . .
C C1B 0.2576(4) 0.0630(3) 0.60931(13) 0.0372(7) Uani d 1 . .
C C2B 0.2993(4) 0.0232(4) 0.67578(13) 0.0469(8) Uani d 1 . .
H H2BA 0.277121 -0.091173 0.673239 0.056 Uiso calc 1 . .
H H2BB 0.422204 0.084105 0.691795 0.056 Uiso calc 1 . .
C C3B 0.2033(4) 0.0571(4) 0.72214(13) 0.0405(7) Uani d 1 . .
C C4B 0.2635(4) 0.1815(4) 0.77089(14) 0.0505(8) Uani d 1 . .
H H4B 0.375714 0.261529 0.781418 0.061 Uiso calc 1 . .
C C5B 0.1287(4) 0.1671(4) 0.80151(14) 0.0451(7) Uani d 1 . .
H H5B 0.134436 0.234532 0.836595 0.054 Uiso calc 1 . .
C C6B -0.0169(4) 0.0342(4) 0.77058(13) 0.0414(7) Uani d 1 . .
C C7B -0.0783(4) -0.1782(4) 0.67844(14) 0.0505(8) Uani d 1 . .
H H7BA -0.140894 -0.151452 0.643088 0.076 Uiso calc 1 . .
H H7BB -0.158712 -0.252622 0.700442 0.076 Uiso calc 1 . .
H H7BC -0.007306 -0.227504 0.663767 0.076 Uiso calc 1 . .
C C8B -0.1949(4) -0.0101(4) 0.77748(14) 0.0423(7) Uani d 1 . .
C C9B -0.2254(4) 0.0398(4) 0.83992(13) 0.0396(7) Uani d 1 . .
C C10B -0.1236(4) 0.0352(4) 0.89619(14) 0.0458(8) Uani d 1 . .
H H10B -0.034555 0.000647 0.895357 0.055 Uiso calc 1 . .
C C11B -0.1552(4) 0.0819(4) 0.95293(14) 0.0483(8) Uani d 1 . .
H H11B -0.086237 0.078848 0.990196 0.058 Uiso calc 1 . .
C C12B -0.2879(4) 0.1337(4) 0.95586(14) 0.0463(8) Uani d 1 . .
C C13B -0.3882(4) 0.1359(4) 0.89975(15) 0.0505(8) Uani d 1 . .
H H13B -0.477015 0.170816 0.900353 0.061 Uiso calc 1 . .
C C14B -0.3588(4) 0.0871(4) 0.84272(15) 0.0473(8) Uani d 1 . .
H H14B -0.430573 0.086230 0.805569 0.057 Uiso calc 1 . .
C C15B -0.3154(4) 0.1885(5) 1.01896(16) 0.0610(9) Uani d 1 . .
H H15D -0.263611 0.144401 1.051608 0.091 Uiso calc 1 . .
H H15E -0.437342 0.150939 1.018731 0.091 Uiso calc 1 . .
H H15F -0.262690 0.304934 1.026643 0.091 Uiso calc 1 . .
O O1W 1.3788(3) 0.5461(3) 0.40784(10) 0.0541(6) Uani d 1 . .
H H1WA 1.363692 0.575550 0.369478 0.081 Uiso d 1 . .
H H1WB 1.405922 0.460320 0.406558 0.081 Uiso d 1 . .
O O2W 1.1457(3) 0.2133(3) 0.48044(9) 0.0529(6) Uani d 1 . .
H H2WA 1.128262 0.190038 0.518967 0.079 Uiso d 1 . .
H H2WB 1.066822 0.127148 0.455027 0.079 Uiso d 1 . .
O O3W 0.3857(3) 0.0443(3) 0.40179(10) 0.0522(6) Uani d 1 . .
H H3WA 0.383694 0.094075 0.367336 0.078 Uiso d 1 . .
H H3WB 0.464794 0.002995 0.401246 0.078 Uiso d 1 . .
O O4W 0.7371(3) 0.2175(3) 0.52238(10) 0.0538(6) Uani d 1 . .
H H4WA 0.769350 0.168269 0.493211 0.081 Uiso d 1 . .
H H4WB 0.720981 0.138360 0.546861 0.081 Uiso d 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
Na1A Na1A Na1B 2_766 1_655 135.58(5) ?
O1A Na1A Na1A 2_766 2_766 94.89(7) ?
O1A Na1A O2A 2_766 2_766 51.31(6) ?
O1A Na1A C1A 2_766 2_766 26.00(7) ?
O1A Na1A Na1B 2_766 2_766 49.01(5) ?
O1A Na1A Na1B 2_766 1_655 61.96(6) ?
O1A Na1A O4W 2_766 2_766 78.93(8) ?
O2A Na1A Na1A 2_766 2_766 43.62(5) ?
O2A Na1A Na1A . 2_766 52.29(6) ?
O2A Na1A O1A . 2_766 147.11(9) ?
O2A Na1A O2A . 2_766 95.91(8) ?
O2A Na1A C1A 2_766 2_766 26.07(7) ?
O2A Na1A C1A . 2_766 121.17(9) ?
O2A Na1A Na1B 2_766 1_655 104.45(6) ?
O2A Na1A Na1B . 2_766 142.94(8) ?
O2A Na1A Na1B 2_766 2_766 84.23(6) ?
O2A Na1A Na1B . 1_655 138.04(8) ?
O2A Na1A O1W . . 121.00(9) ?
O2A Na1A O2W . . 103.90(9) ?
O2A Na1A O4W . 2_766 95.91(8) ?
C1A Na1A Na1A 2_766 2_766 69.18(7) ?
C1A Na1A Na1B 2_766 1_655 80.46(6) ?
C1A Na1A Na1B 2_766 2_766 68.45(6) ?
Na1B Na1A Na1A 2_766 2_766 118.26(6) ?
Na1B Na1A Na1B 2_766 1_655 76.33(4) ?
O1W Na1A Na1A . 2_766 158.68(9) ?
O1W Na1A O1A . 2_766 90.21(8) ?
O1W Na1A O2A . 2_766 136.23(9) ?
O1W Na1A C1A . 2_766 115.58(9) ?
O1W Na1A Na1B . 2_766 52.29(6) ?
O1W Na1A Na1B . 1_655 64.50(6) ?
O1W Na1A O2W . . 93.84(8) ?
O1W Na1A O4W . 2_766 79.14(8) ?
O2W Na1A Na1A . 2_766 107.35(7) ?
O2W Na1A O1A . 2_766 82.17(8) ?
O2W Na1A O2A . 2_766 99.52(8) ?
O2W Na1A C1A . 2_766 86.62(8) ?
O2W Na1A Na1B . 2_766 112.65(7) ?
O2W Na1A Na1B . 1_655 37.26(6) ?
O2W Na1A O4W . 2_766 159.77(8) ?
O4W Na1A Na1A 2_766 2_766 81.55(7) ?
O4W Na1A O2A 2_766 2_766 74.06(8) ?
O4W Na1A C1A 2_766 2_766 79.57(8) ?
O4W Na1A Na1B 2_766 2_766 48.35(6) ?
O4W Na1A Na1B 2_766 1_655 124.68(6) ?
Na1A O1A Na1B 2_766 . 83.04(7) ?
C1A O1A Na1A . 2_766 95.05(17) ?
C1A O1A Na1B . . 132.45(19) ?
Na1A O2A Na1A . 2_766 84.09(8) ?
C1A O2A Na1A . 2_766 86.05(17) ?
C1A O2A Na1A . . 163.4(2) ?
C3A N1A C6A . . 109.3(2) ?
C3A N1A C7A . . 124.8(2) ?
C6A N1A C7A . . 125.4(2) ?
O1A C1A Na1A . 2_766 58.95(14) ?
O1A C1A O2A . . 123.8(3) ?
O1A C1A C2A . . 116.3(2) ?
O2A C1A Na1A . 2_766 67.89(15) ?
O2A C1A C2A . . 119.8(2) ?
C2A C1A Na1A . 2_766 158.3(2) ?
C1A C2A H2AA . . 107.9 ?
C1A C2A H2AB . . 107.9 ?
H2AA C2A H2AB . . 107.2 ?
C3A C2A C1A . . 117.4(2) ?
C3A C2A H2AA . . 107.9 ?
C3A C2A H2AB . . 107.9 ?
N1A C3A C2A . . 123.8(3) ?
N1A C3A C4A . . 108.1(2) ?
C4A C3A C2A . . 128.1(3) ?
C3A C4A H4A . . 125.8 ?
C3A C4A C5A . . 108.4(3) ?
C5A C4A H4A . . 125.8 ?
C4A C5A H5A . . 126.2 ?
C4A C5A C6A . . 107.6(3) ?
C6A C5A H5A . . 126.2 ?
N1A C6A C5A . . 106.6(3) ?
N1A C6A C8A . . 124.4(3) ?
C5A C6A C8A . . 127.6(3) ?
N1A C7A H7AA . . 109.5 ?
N1A C7A H7AB . . 109.5 ?
N1A C7A H7AC . . 109.5 ?
H7AA C7A H7AB . . 109.5 ?
H7AA C7A H7AC . . 109.5 ?
H7AB C7A H7AC . . 109.5 ?
O3A C8A C6A . . 123.4(3) ?
O3A C8A C9A . . 119.5(3) ?
C6A C8A C9A . . 117.0(3) ?
C10A C9A C8A . . 122.0(3) ?
C14A C9A C8A . . 119.9(3) ?
C14A C9A C10A . . 118.0(3) ?
C9A C10A H10A . . 119.7 ?
C11A C10A C9A . . 120.5(3) ?
C11A C10A H10A . . 119.7 ?
C10A C11A H11A . . 119.2 ?
C10A C11A C12A . . 121.5(3) ?
C12A C11A H11A . . 119.2 ?
C11A C12A C15A . . 119.7(3) ?
C13A C12A C11A . . 117.6(3) ?
C13A C12A C15A . . 122.7(3) ?
C12A C13A H13A . . 119.2 ?
C12A C13A C14A . . 121.5(3) ?
C14A C13A H13A . . 119.2 ?
C9A C14A H14A . . 119.7 ?
C13A C14A C9A . . 120.7(3) ?
C13A C14A H14A . . 119.7 ?
C12A C15A H15A . . 109.5 ?
C12A C15A H15B . . 109.5 ?
C12A C15A H15C . . 109.5 ?
H15A C15A H15B . . 109.5 ?
H15A C15A H15C . . 109.5 ?
H15B C15A H15C . . 109.5 ?
Na1A Na1B Na1A 2_766 1_455 103.67(4) ?
O1A Na1B Na1A . 2_766 47.95(5) ?
O1A Na1B Na1A . 1_455 81.27(6) ?
O1A Na1B O1W . 2_766 83.94(8) ?
O1A Na1B O2W . 1_455 111.77(8) ?
O1B Na1B Na1A . 2_766 116.87(7) ?
O1B Na1B Na1A . 1_455 107.75(6) ?
O1B Na1B O1A . . 164.64(8) ?
O1B Na1B O1W . 2_766 84.57(8) ?
O1B Na1B O2W . 1_455 81.05(7) ?
O1B Na1B O3W . . 101.75(9) ?
O1B Na1B O4W . . 88.42(8) ?
O1W Na1B Na1A 2_766 2_766 45.82(5) ?
O1W Na1B Na1A 2_766 1_455 84.57(6) ?
O2W Na1B Na1A 1_455 1_455 35.20(5) ?
O2W Na1B Na1A 1_455 2_766 137.63(7) ?
O2W Na1B O1W 1_455 2_766 104.60(8) ?
O3W Na1B Na1A . 1_455 107.78(6) ?
O3W Na1B Na1A . 2_766 118.49(7) ?
O3W Na1B O1A . . 86.73(8) ?
O3W Na1B O1W . 2_766 163.22(8) ?
O3W Na1B O2W . 1_455 91.80(8) ?
O3W Na1B O4W . . 89.29(8) ?
O4W Na1B Na1A . 1_455 152.90(7) ?
O4W Na1B Na1A . 2_766 49.23(6) ?
O4W Na1B O1A . . 78.81(8) ?
O4W Na1B O1W . 2_766 75.24(8) ?
O4W Na1B O2W . 1_455 169.41(8) ?
C1B O1B Na1B . . 126.86(19) ?
C3B N1B C6B . . 109.0(2) ?
C3B N1B C7B . . 125.0(2) ?
C6B N1B C7B . . 125.7(2) ?
O1B C1B O2B . . 125.0(3) ?
O1B C1B C2B . . 116.3(3) ?
O2B C1B C2B . . 118.7(2) ?
C1B C2B H2BA . . 108.2 ?
C1B C2B H2BB . . 108.2 ?
H2BA C2B H2BB . . 107.3 ?
C3B C2B C1B . . 116.5(2) ?
C3B C2B H2BA . . 108.2 ?
C3B C2B H2BB . . 108.2 ?
N1B C3B C2B . . 123.9(3) ?
N1B C3B C4B . . 107.9(2) ?
C4B C3B C2B . . 128.1(3) ?
C3B C4B H4B . . 125.9 ?
C3B C4B C5B . . 108.2(3) ?
C5B C4B H4B . . 125.9 ?
C4B C5B H5B . . 126.1 ?
C4B C5B C6B . . 107.8(3) ?
C6B C5B H5B . . 126.1 ?
N1B C6B C5B . . 107.0(3) ?
N1B C6B C8B . . 123.9(3) ?
C5B C6B C8B . . 127.8(3) ?
N1B C7B H7BA . . 109.5 ?
N1B C7B H7BB . . 109.5 ?
N1B C7B H7BC . . 109.5 ?
H7BA C7B H7BB . . 109.5 ?
H7BA C7B H7BC . . 109.5 ?
H7BB C7B H7BC . . 109.5 ?
O3B C8B C6B . . 123.2(3) ?
O3B C8B C9B . . 119.5(3) ?
C6B C8B C9B . . 117.3(3) ?
C10B C9B C8B . . 121.3(3) ?
C14B C9B C8B . . 120.0(3) ?
C14B C9B C10B . . 118.7(3) ?
C9B C10B H10B . . 120.1 ?
C11B C10B C9B . . 119.9(3) ?
C11B C10B H10B . . 120.1 ?
C10B C11B H11B . . 119.2 ?
C10B C11B C12B . . 121.5(3) ?
C12B C11B H11B . . 119.2 ?
C11B C12B C15B . . 120.0(3) ?
C13B C12B C11B . . 117.7(3) ?
C13B C12B C15B . . 122.3(3) ?
C12B C13B H13B . . 119.5 ?
C12B C13B C14B . . 121.1(3) ?
C14B C13B H13B . . 119.5 ?
C9B C14B C13B . . 121.1(3) ?
C9B C14B H14B . . 119.5 ?
C13B C14B H14B . . 119.5 ?
C12B C15B H15D . . 109.5 ?
C12B C15B H15E . . 109.5 ?
C12B C15B H15F . . 109.5 ?
H15D C15B H15E . . 109.5 ?
H15D C15B H15F . . 109.5 ?
H15E C15B H15F . . 109.5 ?
Na1A O1W Na1B . 2_766 81.89(7) ?
Na1A O1W H1WA . . 120.2 ?
Na1A O1W H1WB . . 105.3 ?
Na1B O1W H1WA 2_766 . 120.3 ?
Na1B O1W H1WB 2_766 . 115.2 ?
H1WA O1W H1WB . . 110.6 ?
Na1A O2W Na1B . 1_655 107.54(9) ?
Na1A O2W H2WA . . 110.1 ?
Na1A O2W H2WB . . 119.8 ?
Na1B O2W H2WA 1_655 . 97.1 ?
Na1B O2W H2WB 1_655 . 115.5 ?
H2WA O2W H2WB . . 104.2 ?
Na1B O3W H3WA . . 110.1 ?
Na1B O3W H3WB . . 111.9 ?
H3WA O3W H3WB . . 106.7 ?
Na1A O4W H4WA 2_766 . 118.6 ?
Na1A O4W H4WB 2_766 . 139.0 ?
Na1B O4W Na1A . 2_766 82.42(7) ?
Na1B O4W H4WA . . 117.6 ?
Na1B O4W H4WB . . 105.9 ?
H4WA O4W H4WB . . 93.5 ?
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
Na1A Na1A 2_766 3.314(2) ?
Na1A O1A 2_766 2.441(2) ?
Na1A O2A . 2.298(2) ?
Na1A O2A 2_766 2.636(2) ?
Na1A C1A 2_766 2.838(3) ?
Na1A Na1B 1_655 3.9976(16) ?
Na1A Na1B 2_766 3.2629(17) ?
Na1A O1W . 2.364(2) ?
Na1A O2W . 2.417(2) ?
Na1A O4W 2_766 2.493(2) ?
O1A C1A . 1.249(3) ?
O1A Na1B . 2.481(2) ?
O2A C1A . 1.250(3) ?
O3A C8A . 1.232(3) ?
N1A C3A . 1.359(4) ?
N1A C6A . 1.387(3) ?
N1A C7A . 1.461(4) ?
C1A C2A . 1.526(4) ?
C2A H2AA . 0.9700 ?
C2A H2AB . 0.9700 ?
C2A C3A . 1.488(4) ?
C3A C4A . 1.371(4) ?
C4A H4A . 0.9300 ?
C4A C5A . 1.384(4) ?
C5A H5A . 0.9300 ?
C5A C6A . 1.394(4) ?
C6A C8A . 1.448(4) ?
C7A H7AA . 0.9600 ?
C7A H7AB . 0.9600 ?
C7A H7AC . 0.9600 ?
C8A C9A . 1.494(4) ?
C9A C10A . 1.394(4) ?
C9A C14A . 1.387(4) ?
C10A H10A . 0.9300 ?
C10A C11A . 1.376(4) ?
C11A H11A . 0.9300 ?
C11A C12A . 1.391(4) ?
C12A C13A . 1.375(4) ?
C12A C15A . 1.503(4) ?
C13A H13A . 0.9300 ?
C13A C14A . 1.384(4) ?
C14A H14A . 0.9300 ?
C15A H15A . 0.9600 ?
C15A H15B . 0.9600 ?
C15A H15C . 0.9600 ?
Na1B O1B . 2.416(2) ?
Na1B O1W 2_766 2.607(3) ?
Na1B O2W 1_455 2.538(2) ?
Na1B O3W . 2.417(2) ?
Na1B O4W . 2.460(2) ?
O1B C1B . 1.243(3) ?
O2B C1B . 1.250(3) ?
O3B C8B . 1.241(4) ?
N1B C3B . 1.362(4) ?
N1B C6B . 1.385(4) ?
N1B C7B . 1.461(4) ?
C1B C2B . 1.522(4) ?
C2B H2BA . 0.9700 ?
C2B H2BB . 0.9700 ?
C2B C3B . 1.479(4) ?
C3B C4B . 1.376(4) ?
C4B H4B . 0.9300 ?
C4B C5B . 1.382(4) ?
C5B H5B . 0.9300 ?
C5B C6B . 1.387(4) ?
C6B C8B . 1.446(4) ?
C7B H7BA . 0.9600 ?
C7B H7BB . 0.9600 ?
C7B H7BC . 0.9600 ?
C8B C9B . 1.494(4) ?
C9B C10B . 1.395(4) ?
C9B C14B . 1.371(4) ?
C10B H10B . 0.9300 ?
C10B C11B . 1.376(4) ?
C11B H11B . 0.9300 ?
C11B C12B . 1.393(4) ?
C12B C13B . 1.379(4) ?
C12B C15B . 1.510(4) ?
C13B H13B . 0.9300 ?
C13B C14B . 1.380(4) ?
C14B H14B . 0.9300 ?
C15B H15D . 0.9600 ?
C15B H15E . 0.9600 ?
C15B H15F . 0.9600 ?
O1W H1WA . 0.8897 ?
O1W H1WB . 0.8899 ?
O2W H2WA . 0.8899 ?
O2W H2WB . 0.8899 ?
O3W H3WA . 0.8905 ?
O3W H3WB . 0.8905 ?
O4W H4WA . 0.8897 ?
O4W H4WB . 0.8902 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1W H1WA O3A . 0.89 2.12 3.002(3) 169 yes
O1W H1WB O1A 1_655 0.89 2.00 2.665(4) 130 yes
O2W H2WA O2B 1_655 0.89 1.88 2.741(3) 161 yes
O2W H2WB O2B 2_656 0.89 2.13 3.019(3) 172 yes
O3W H3WA O3B 2_556 0.89 2.16 2.961(3) 150 yes
O3W H3WB O1B 2_656 0.89 1.84 2.699(4) 161 yes
O4W H4WA O1B 2_656 0.89 2.19 2.894(3) 136 yes
O4W H4WB O3W 2_656 0.89 2.02 2.889(3) 163 yes
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
Na1A O1A C1A O2A 2_766 . . . 21.2(3) ?
Na1A O1A C1A C2A 2_766 . . . -155.9(2) ?
Na1A O2A C1A Na1A . . . 2_766 -53.7(6) ?
Na1A O2A C1A O1A 2_766 . . . -19.5(3) ?
Na1A O2A C1A O1A . . . . -73.2(8) ?
Na1A O2A C1A C2A 2_766 . . . 157.4(2) ?
Na1A O2A C1A C2A . . . . 103.7(7) ?
Na1A C1A C2A C3A 2_766 . . . 120.9(5) ?
O1A C1A C2A C3A . . . . -167.4(3) ?
O2A C1A C2A C3A . . . . 15.5(4) ?
O3A C8A C9A C10A . . . . -142.0(3) ?
O3A C8A C9A C14A . . . . 34.9(4) ?
N1A C3A C4A C5A . . . . -0.8(3) ?
N1A C6A C8A O3A . . . . 15.4(5) ?
N1A C6A C8A C9A . . . . -168.0(3) ?
C1A C2A C3A N1A . . . . -70.1(4) ?
C1A C2A C3A C4A . . . . 110.7(3) ?
C2A C3A C4A C5A . . . . 178.5(3) ?
C3A N1A C6A C5A . . . . -1.0(3) ?
C3A N1A C6A C8A . . . . -168.7(3) ?
C3A C4A C5A C6A . . . . 0.2(3) ?
C4A C5A C6A N1A . . . . 0.5(3) ?
C4A C5A C6A C8A . . . . 167.7(3) ?
C5A C6A C8A O3A . . . . -149.7(3) ?
C5A C6A C8A C9A . . . . 26.9(4) ?
C6A N1A C3A C2A . . . . -178.3(2) ?
C6A N1A C3A C4A . . . . 1.1(3) ?
C6A C8A C9A C10A . . . . 41.3(4) ?
C6A C8A C9A C14A . . . . -141.8(3) ?
C7A N1A C3A C2A . . . . -6.0(4) ?
C7A N1A C3A C4A . . . . 173.4(2) ?
C7A N1A C6A C5A . . . . -173.2(2) ?
C7A N1A C6A C8A . . . . 19.0(4) ?
C8A C9A C10A C11A . . . . 178.7(3) ?
C8A C9A C14A C13A . . . . -179.9(3) ?
C9A C10A C11A C12A . . . . -0.5(5) ?
C10A C9A C14A C13A . . . . -2.8(5) ?
C10A C11A C12A C13A . . . . 0.3(5) ?
C10A C11A C12A C15A . . . . 177.7(3) ?
C11A C12A C13A C14A . . . . -1.3(5) ?
C12A C13A C14A C9A . . . . 2.7(5) ?
C14A C9A C10A C11A . . . . 1.8(4) ?
C15A C12A C13A C14A . . . . -178.7(3) ?
Na1B O1A C1A Na1A . . . 2_766 -85.19(19) ?
Na1B O1A C1A O2A . . . . -64.0(4) ?
Na1B O1A C1A C2A . . . . 119.0(2) ?
Na1B O1B C1B O2B . . . . 40.8(4) ?
Na1B O1B C1B C2B . . . . -141.7(2) ?
O1B C1B C2B C3B . . . . 170.7(3) ?
O2B C1B C2B C3B . . . . -11.7(4) ?
O3B C8B C9B C10B . . . . 144.1(3) ?
O3B C8B C9B C14B . . . . -34.1(4) ?
N1B C3B C4B C5B . . . . 2.0(3) ?
N1B C6B C8B O3B . . . . -16.1(5) ?
N1B C6B C8B C9B . . . . 166.3(3) ?
C1B C2B C3B N1B . . . . 71.0(4) ?
C1B C2B C3B C4B . . . . -105.8(3) ?
C2B C3B C4B C5B . . . . 179.2(3) ?
C3B N1B C6B C5B . . . . 1.6(3) ?
C3B N1B C6B C8B . . . . 169.0(3) ?
C3B C4B C5B C6B . . . . -1.1(4) ?
C4B C5B C6B N1B . . . . -0.3(3) ?
C4B C5B C6B C8B . . . . -167.0(3) ?
C5B C6B C8B O3B . . . . 148.6(3) ?
C5B C6B C8B C9B . . . . -29.0(4) ?
C6B N1B C3B C2B . . . . -179.5(3) ?
C6B N1B C3B C4B . . . . -2.2(3) ?
C6B C8B C9B C10B . . . . -38.2(4) ?
C6B C8B C9B C14B . . . . 143.6(3) ?
C7B N1B C3B C2B . . . . 6.3(4) ?
C7B N1B C3B C4B . . . . -176.4(3) ?
C7B N1B C6B C5B . . . . 175.7(3) ?
C7B N1B C6B C8B . . . . -16.9(4) ?
C8B C9B C10B C11B . . . . -180.0(3) ?
C8B C9B C14B C13B . . . . -179.1(3) ?
C9B C10B C11B C12B . . . . 0.3(5) ?
C10B C9B C14B C13B . . . . 2.7(5) ?
C10B C11B C12B C13B . . . . 0.3(5) ?
C10B C11B C12B C15B . . . . -178.3(3) ?
C11B C12B C13B C14B . . . . 0.6(5) ?
C12B C13B C14B C9B . . . . -2.1(5) ?
C14B C9B C10B C11B . . . . -1.8(5) ?
C15B C12B C13B C14B . . . . 179.1(3) ?

_cod_database_fobs_code 2243729
