##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     ' SHELXL97 (Sheldrick, 1997)'
_journal_date_recd_electronic     2016-04-11
_journal_date_accepted     2016-04-19
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2016
_journal_volume     72
_journal_issue      5
_journal_page_first     751
_journal_page_last     755
_journal_paper_category     GM
_journal_paper_doi     10.1107/S2056989016006691
_journal_coeditor_code     LH5811
_publ_contact_author_name     'Dr Graham Smith'
_publ_contact_author_address
;
    Science and Engineering Faculty
    Queensland University of Technology
    GPO Box 2434, Brisbane 4001, Australia
;
_publ_contact_author_email     ' g.smith@qut.edu.au '
_publ_contact_author_fax     ' 61 7 3864 1804 '
_publ_contact_author_phone     ' 61 7 3300 2667 '
_publ_section_title
;
Crystal structure and hydrogen bonding in the water-stabilized proton-transfer
salt brucinium 4-aminophenylarsonate tetrahydrate
;
loop_
    _publ_author_name
    _publ_author_address
    ' Graham Smith '
;
 Science and Engineering Faculty
 Queensland University of Technology
 GPO Box 2434, Brisbane, Queensland 4001, Australia
;
    ' Urs D. Wermuth '
;
 Science and Engineering Faculty
 Queensland University of Technology
 GPO Box 2434, Brisbane, Queensland 4001, Australia
;
_publ_section_synopsis
;
The tetrahydrated brucinium salt of p-arsanilic acid forms a
three-dimensional hydrogen-bonded network featuring the previously described
undulating layered brucinium host substructure accommodating the anions and
water guest molecules and stabilized by cation--anion N---H...O and O---H...O
hydrogen-bonding interactions.
;
data_I
_audit_creation_method     SHELXL-97
_database_code_depnum_ccdc_archive     'CCDC 1475231'
_chemical_name_systematic
;
2,3-Dimethoxy-10-oxostrychnidinium 4-aminophenylarsonate tetrahydrate
;
_chemical_name_common     'brucinium p-arsanilate tetrahydrate'
_chemical_formula_moiety     'C23 H27 N2 O4 +, C6 H7 As N O3 -, 4(H2 O)'
_chemical_formula_sum     'C29 H42 As N3 O11'
_chemical_formula_iupac     '(C23 H27 N2 O4) [As (C6 H7 N) O2 (O H)], 4H2 O'
_chemical_formula_weight     683.58
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 x,y,z
    2 1/2-x,-y,1/2+z
    3 1/2+x,1/2-y,-z
    4 -x,1/2+y,1/2-z
_cell_length_a     7.6553(3)
_cell_length_b     12.3238(5)
_cell_length_c     31.960(2)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     3015.2(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     2822
_cell_measurement_theta_min     3.38
_cell_measurement_theta_max     27.89
_cell_measurement_temperature     200.0(10)
_exptl_crystal_description     'plate'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.36
_exptl_crystal_size_mid     0.34
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.506
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1432
_exptl_absorpt_coefficient_mu     1.193
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_absorpt_correction_T_min     0.811
_exptl_absorpt_correction_T_max     0.980
_exptl_special_details
;
;
_diffrn_ambient_temperature     200.0(10)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Enhance (Mo) X-ray source'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type
                       'Oxford Diffraction Gemini-S CCD-detector diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     16.077
_diffrn_reflns_number     11983
_diffrn_reflns_av_R_equivalents     0.0318
_diffrn_reflns_av_sigmaI/netI     0.0625
_diffrn_reflns_theta_min     3.13
_diffrn_reflns_theta_max     29.52
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     0.874
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     6
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -43
_diffrn_reflns_limit_l_max     25
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     ?
_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.
;
_reflns_number_total     6980
_reflns_number_gt     5901
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0558
_refine_ls_R_factor_gt     0.0480
_refine_ls_wR_factor_gt     0.0904
_refine_ls_wR_factor_ref     0.0957
_refine_ls_goodness_of_fit_ref     1.048
_refine_ls_restrained_S_all     1.048
_refine_ls_number_reflns     6980
_refine_ls_number_parameters     433
_refine_ls_number_restraints     14
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0414P)²+0.2011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.554
_refine_diff_density_min     -0.458
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
;
Flack (1983), 3672 Friedel pairs
;
_refine_ls_abs_structure_Flack     -0.005(9)
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'
    'As' 'As' 0.0499 2.0058
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_structure_solution
;
SIR92 (Altomare et al., 1993)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) within WinGX (Farrugia, 2012)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
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_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O2 0.2664(3) 0.56076(19) 0.24172(7) 0.0288(8) Uani d . 1.000 . .
    O O3 0.2324(3) 0.44912(19) 0.17363(7) 0.0251(7) Uani d . 1.000 . .
    O O24 0.2010(3) -0.13571(17) 0.32202(7) 0.0224(7) Uani d . 1.000 . .
    O O25 0.2193(4) 0.0496(2) 0.19539(7) 0.0336(9) Uani d . 1.000 . .
    N N9 0.1591(3) 0.1193(2) 0.25929(8) 0.0192(7) Uani d . 1.000 . .
    N N19 0.1326(4) 0.2044(2) 0.39973(8) 0.0220(8) Uani d D 1.000 . .
    C C1 0.2107(4) 0.4025(3) 0.28549(10) 0.0220(10) Uani d . 1.000 . .
    C C2 0.2316(4) 0.4525(3) 0.24709(10) 0.0206(10) Uani d . 1.000 . .
    C C3 0.2176(4) 0.3914(3) 0.21006(10) 0.0200(9) Uani d . 1.000 . .
    C C4 0.1912(4) 0.2806(2) 0.21125(9) 0.0192(9) Uani d . 1.000 . .
    C C5 0.1762(5) 0.2319(2) 0.25023(10) 0.0186(9) Uani d . 1.000 . .
    C C6 0.1822(5) 0.2909(3) 0.28690(9) 0.0200(9) Uani d . 1.000 . .
    C C7 0.1402(4) 0.2196(3) 0.32382(10) 0.0194(9) Uani d . 1.000 . .
    C C8 0.1639(4) 0.1035(3) 0.30544(9) 0.0178(9) Uani d . 1.000 . .
    C C10 0.2084(5) 0.0380(3) 0.23349(10) 0.0224(10) Uani d . 1.000 . .
    C C11 0.2482(5) -0.0701(3) 0.25362(11) 0.0244(11) Uani d . 1.000 . .
    C C12 0.3195(5) -0.0703(3) 0.29876(10) 0.0216(10) Uani d . 1.000 . .
    C C13 0.3369(4) 0.0468(3) 0.31477(9) 0.0173(9) Uani d . 1.000 . .
    C C14 0.3946(4) 0.0634(3) 0.36027(10) 0.0208(10) Uani d . 1.000 . .
    C C15 0.4243(4) 0.1858(3) 0.36540(11) 0.0217(10) Uani d . 1.000 . .
    C C16 0.2486(5) 0.2415(3) 0.36351(10) 0.0215(10) Uani d . 1.000 . .
    C C17 -0.0479(4) 0.2361(3) 0.33974(11) 0.0236(11) Uani d . 1.000 . .
    C C18 -0.0461(4) 0.1812(3) 0.38190(10) 0.0236(10) Uani d . 1.000 . .
    C C20 0.2066(5) 0.1088(3) 0.42293(9) 0.0234(10) Uani d . 1.000 . .
    C C21 0.2646(4) 0.0242(3) 0.39246(10) 0.0221(10) Uani d . 1.000 . .
    C C22 0.2076(5) -0.0761(3) 0.39424(10) 0.0235(10) Uani d . 1.000 . .
    C C23 0.2581(5) -0.1618(3) 0.36323(11) 0.0269(11) Uani d . 1.000 . .
    C C25 0.2845(6) 0.6248(3) 0.27850(12) 0.0400(14) Uani d . 1.000 . .
    C C26 0.2222(4) 0.3880(3) 0.13581(10) 0.0263(10) Uani d . 1.000 . .
    As As1A 0.18853(4) 0.38087(2) 0.500150(10)
                                             0.01940(10)
                                                       Uani d . 1.000 . .
    O O11A 0.0706(3) 0.2967(2) 0.52906(7) 0.0288(8) Uani d . 1.000 . .
    O O12A 0.1351(3) 0.37219(19) 0.44956(7) 0.0256(7) Uani d . 1.000 . .
    O O13A 0.4046(3) 0.3544(2) 0.50798(9) 0.0361(9) Uani d D 1.000 . .
    N N4A 0.1284(6) 0.8469(3) 0.55939(14) 0.0526(15) Uani d D 1.000 . .
    C C1A 0.1723(5) 0.5265(2) 0.51885(9) 0.0213(9) Uani d . 1.000 . .
    C C2A 0.0081(5) 0.5733(3) 0.52485(11) 0.0277(11) Uani d . 1.000 . .
    C C3A -0.0043(6) 0.6792(3) 0.53827(11) 0.0320(12) Uani d . 1.000 . .
    C C4A 0.1423(6) 0.7411(3) 0.54628(12) 0.0314(13) Uani d . 1.000 . .
    C C5A 0.3047(6) 0.6939(3) 0.53962(11) 0.0324(11) Uani d . 1.000 . .
    C C6A 0.3193(5) 0.5885(3) 0.52554(10) 0.0271(10) Uani d . 1.000 . .
    O O1W 0.4311(4) -0.0600(3) 0.13578(10) 0.0461(11) Uani d D 1.000 . .
    O O2W -0.2441(4) 0.3881(3) 0.43528(11) 0.0521(11) Uani d D 1.000 . .
    O O3W 0.4514(4) 0.8770(3) 0.61869(11) 0.0587(12) Uani d D 1.000 . .
    O O4W 0.2795(4) 0.5374(3) 0.40023(10) 0.0511(11) Uani d D 1.000 . .
    H H1 0.21570 0.44380 0.31060 0.0260 Uiso c R 1.000 . .
    H H4 0.18370 0.23920 0.18630 0.0230 Uiso c R 1.000 . .
    H H8 0.06440 0.05630 0.31430 0.0210 Uiso c R 1.000 . .
    H H12 0.43720 -0.10550 0.29900 0.0260 Uiso c R 1.000 . .
    H H13 0.42710 0.08270 0.29690 0.0210 Uiso c R 1.000 . .
    H H14 0.50800 0.02480 0.36480 0.0250 Uiso c R 1.000 . .
    H H16 0.26740 0.32150 0.36610 0.0260 Uiso c R 1.000 . .
    H H19 0.122(6) 0.258(3) 0.4190(11) 0.0620 Uiso d D 1.000 . .
    H H22 0.13050 -0.09540 0.41630 0.0280 Uiso c R 1.000 . .
    H H111 0.33410 -0.10810 0.23570 0.0290 Uiso c R 1.000 . .
    H H112 0.13960 -0.11370 0.25330 0.0290 Uiso c R 1.000 . .
    H H151 0.48150 0.20080 0.39260 0.0260 Uiso c R 1.000 . .
    H H152 0.50090 0.21300 0.34270 0.0260 Uiso c R 1.000 . .
    H H171 -0.07610 0.31420 0.34240 0.0280 Uiso c R 1.000 . .
    H H172 -0.13360 0.20150 0.32080 0.0280 Uiso c R 1.000 . .
    H H181 -0.06470 0.10210 0.37890 0.0280 Uiso c R 1.000 . .
    H H182 -0.13850 0.21120 0.40020 0.0280 Uiso c R 1.000 . .
    H H201 0.30700 0.13230 0.44020 0.0280 Uiso c R 1.000 . .
    H H202 0.11670 0.07810 0.44180 0.0280 Uiso c R 1.000 . .
    H H231 0.38680 -0.17010 0.36320 0.0320 Uiso c R 1.000 . .
    H H232 0.20630 -0.23190 0.37180 0.0320 Uiso c R 1.000 . .
    H H251 0.30870 0.70020 0.27070 0.0600 Uiso c R 1.000 . .
    H H252 0.38120 0.59660 0.29540 0.0600 Uiso c R 1.000 . .
    H H253 0.17600 0.62160 0.29470 0.0600 Uiso c R 1.000 . .
    H H261 0.23380 0.43690 0.11180 0.0390 Uiso c R 1.000 . .
    H H262 0.10930 0.35070 0.13440 0.0390 Uiso c R 1.000 . .
    H H263 0.31660 0.33430 0.13520 0.0390 Uiso c R 1.000 . .
    H H2A -0.09470 0.53230 0.51970 0.0330 Uiso c R 1.000 . .
    H H3A -0.11650 0.71040 0.54210 0.0390 Uiso c R 1.000 . .
    H H5A 0.40740 0.73490 0.54490 0.0390 Uiso c R 1.000 . .
    H H6A 0.43160 0.55850 0.52040 0.0330 Uiso c R 1.000 . .
    H H13A 0.445(6) 0.298(3) 0.4931(13) 0.0770 Uiso d D 1.000 . .
    H H41A 0.022(3) 0.876(4) 0.5617(15) 0.0620 Uiso d D 1.000 . .
    H H42A 0.227(3) 0.861(4) 0.5735(13) 0.0620 Uiso d D 1.000 . .
    H H11W 0.360(5) -0.029(4) 0.1548(10) 0.0770 Uiso d D 1.000 . .
    H H12W 0.358(5) -0.071(4) 0.1141(10) 0.0770 Uiso d D 1.000 . .
    H H21W -0.134(3) 0.406(4) 0.4425(16) 0.0770 Uiso d D 1.000 . .
    H H22W -0.273(7) 0.328(2) 0.4492(14) 0.0770 Uiso d D 1.000 . .
    H H31W 0.406(6) 0.917(3) 0.6400(11) 0.0770 Uiso d D 1.000 . .
    H H32W 0.548(4) 0.917(3) 0.6129(15) 0.0770 Uiso d D 1.000 . .
    H H41W 0.378(4) 0.512(4) 0.3885(15) 0.0770 Uiso d D 1.000 . .
    H H42W 0.242(7) 0.483(3) 0.4163(13) 0.0770 Uiso d D 1.000 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    O2 0.0412(17) 0.0165(12) 0.0288(13) -0.0036(11) 0.0025(12) -0.0002(10)
    O3 0.0292(13) 0.0255(13) 0.0207(12) -0.0021(11) 0.0027(10) 0.0008(10)
    O24 0.0244(12) 0.0185(11) 0.0243(11) -0.0011(11) -0.0001(11) 0.0000(9)
    O25 0.0533(19) 0.0281(14) 0.0195(12) 0.0026(14) 0.0064(13) -0.0055(10)
    N9 0.0226(14) 0.0182(12) 0.0168(12) 0.0001(13) -0.0003(11) -0.0035(11)
    N19 0.0261(15) 0.0230(15) 0.0169(14) -0.0009(12) 0.0011(12) -0.0052(12)
    C1 0.0251(19) 0.0207(17) 0.0203(16) 0.0005(14) -0.0011(15) -0.0087(13)
    C2 0.0181(18) 0.0173(16) 0.0263(18) 0.0022(13) 0.0011(15) 0.0004(14)
    C3 0.0169(17) 0.0247(17) 0.0183(15) -0.0004(15) 0.0021(13) 0.0018(14)
    C4 0.0200(16) 0.0229(16) 0.0148(14) -0.0001(15) 0.0007(15) -0.0046(12)
    C5 0.0196(17) 0.0181(15) 0.0181(15) 0.0014(14) -0.0008(15) -0.0012(12)
    C6 0.0196(16) 0.0213(15) 0.0192(15) 0.0022(15) 0.0023(15) 0.0000(13)
    C7 0.0228(17) 0.0176(16) 0.0177(16) 0.0017(13) 0.0007(14) -0.0031(13)
    C8 0.0193(16) 0.0188(16) 0.0153(14) -0.0002(14) 0.0004(13) -0.0039(12)
    C10 0.0214(18) 0.0235(17) 0.0224(17) -0.0025(16) 0.0005(16) -0.0059(14)
    C11 0.030(2) 0.0184(17) 0.0248(18) 0.0021(14) -0.0014(16) -0.0066(14)
    C12 0.0204(17) 0.0190(16) 0.0255(17) 0.0035(16) 0.0024(16) -0.0047(13)
    C13 0.0137(16) 0.0175(15) 0.0208(16) -0.0005(13) 0.0031(13) -0.0038(12)
    C14 0.0164(17) 0.0248(18) 0.0211(17) 0.0020(14) -0.0029(14) -0.0028(14)
    C15 0.0210(18) 0.0250(18) 0.0192(17) -0.0039(15) -0.0021(15) -0.0058(15)
    C16 0.0291(18) 0.0173(16) 0.0182(16) -0.0043(13) 0.0024(15) -0.0043(13)
    C17 0.0249(19) 0.0242(19) 0.0216(17) 0.0053(15) 0.0030(15) -0.0054(14)
    C18 0.0186(17) 0.0283(19) 0.0239(18) 0.0018(15) 0.0061(15) -0.0032(15)
    C20 0.0289(18) 0.0239(17) 0.0175(15) -0.0004(17) -0.0029(15) 0.0001(14)
    C21 0.0204(17) 0.0257(18) 0.0201(16) 0.0025(14) -0.0065(14) 0.0003(14)
    C22 0.0229(18) 0.0272(17) 0.0205(16) 0.0019(15) -0.0026(16) 0.0032(13)
    C23 0.0284(19) 0.0210(17) 0.0314(19) -0.0009(14) -0.0039(16) 0.0031(15)
    C25 0.062(3) 0.0220(19) 0.036(2) -0.004(2) -0.002(2) -0.0032(17)
    C26 0.0268(19) 0.0317(19) 0.0204(15) 0.0005(17) -0.0019(14) 0.0030(16)
    As1A 0.0219(2) 0.01750(10)
                             0.01870(10)
                                       -0.00050(10)
                                                  0.0006(2) -0.0038(2)
    O11A 0.0363(15) 0.0273(13) 0.0229(12) -0.0063(12) 0.0047(11) -0.0041(11)
    O12A 0.0368(14) 0.0204(12) 0.0197(11) 0.0008(11) 0.0016(10) -0.0054(10)
    O13A 0.0239(12) 0.0339(14) 0.0505(19) 0.0038(11) -0.0055(13) -0.0178(13)
    N4A 0.060(3) 0.0279(19) 0.070(3) 0.0095(18) -0.011(2) -0.0174(18)
    C1A 0.0328(19) 0.0171(15) 0.0139(15) -0.0015(15) 0.0001(16) -0.0007(12)
    C2A 0.0270(19) 0.0250(19) 0.031(2) 0.0009(15) 0.0045(17) -0.0009(16)
    C3A 0.042(2) 0.026(2) 0.028(2) 0.0090(17) 0.0073(18) 0.0008(16)
    C4A 0.048(3) 0.0208(18) 0.0254(18) 0.0027(17) -0.0018(18) 0.0023(15)
    C5A 0.043(2) 0.0239(18) 0.0303(19) -0.0078(19) -0.0059(19) -0.0012(15)
    C6A 0.0313(19) 0.0277(18) 0.0224(16) -0.0030(17) -0.0018(18) -0.0022(14)
    O1W 0.0439(18) 0.0500(19) 0.0445(18) 0.0115(16) 0.0045(15) -0.0085(16)
    O2W 0.0453(17) 0.053(2) 0.058(2) 0.0021(17) 0.0002(16) 0.0257(18)
    O3W 0.059(2) 0.059(2) 0.058(2) -0.0071(19) 0.0088(17) -0.0055(18)
    O4W 0.050(2) 0.0452(19) 0.058(2) 0.0023(16) 0.0108(17) 0.0184(16)
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    As1A O12A . . 1.671(2) no
    As1A O13A . . 1.704(2) no
    As1A C1A . . 1.896(3) no
    As1A O11A . . 1.657(2) no
    O2 C2 . . 1.371(4) no
    O2 C25 . . 1.423(4) no
    O3 C26 . . 1.426(4) no
    O3 C3 . . 1.369(4) no
    O24 C23 . . 1.425(4) no
    O24 C12 . . 1.423(4) no
    O25 C10 . . 1.229(4) no
    O13A H13A . . 0.90(4) no
    O1W H12W . . 0.90(3) no
    O1W H11W . . 0.90(4) no
    O2W H22W . . 0.89(3) no
    O2W H21W . . 0.90(3) no
    O3W H32W . . 0.91(3) no
    O3W H31W . . 0.91(4) no
    N9 C5 . . 1.424(4) no
    N9 C10 . . 1.351(4) no
    N9 C8 . . 1.488(4) no
    N19 C16 . . 1.529(4) no
    N19 C18 . . 1.509(4) no
    N19 C20 . . 1.503(4) no
    O4W H42W . . 0.89(4) no
    O4W H41W . . 0.90(4) no
    N19 H19 . . 0.91(4) no
    N4A C4A . . 1.374(5) no
    N4A H41A . . 0.89(3) no
    N4A H42A . . 0.90(3) no
    C1 C2 . . 1.383(5) no
    C1 C6 . . 1.393(5) no
    C2 C3 . . 1.407(5) no
    C3 C4 . . 1.381(4) no
    C4 C5 . . 1.388(4) no
    C5 C6 . . 1.380(4) no
    C6 C7 . . 1.506(5) no
    C7 C17 . . 1.541(4) no
    C7 C16 . . 1.540(5) no
    C7 C8 . . 1.557(5) no
    C8 C13 . . 1.527(5) no
    C10 C11 . . 1.511(5) no
    C11 C12 . . 1.543(5) no
    C12 C13 . . 1.537(5) no
    C13 C14 . . 1.534(4) no
    C14 C21 . . 1.511(5) no
    C14 C15 . . 1.534(5) no
    C15 C16 . . 1.511(5) no
    C17 C18 . . 1.508(5) no
    C20 C21 . . 1.494(5) no
    C21 C22 . . 1.312(5) no
    C22 C23 . . 1.499(5) no
    C1 H1 . . 0.9500 no
    C4 H4 . . 0.9500 no
    C8 H8 . . 1.0000 no
    C11 H111 . . 0.9900 no
    C11 H112 . . 0.9900 no
    C12 H12 . . 1.0000 no
    C13 H13 . . 1.0000 no
    C14 H14 . . 1.0000 no
    C15 H152 . . 0.9900 no
    C15 H151 . . 0.9900 no
    C16 H16 . . 1.0000 no
    C17 H171 . . 0.9900 no
    C17 H172 . . 0.9900 no
    C18 H182 . . 0.9900 no
    C18 H181 . . 0.9900 no
    C20 H202 . . 0.9900 no
    C20 H201 . . 0.9900 no
    C22 H22 . . 0.9500 no
    C23 H232 . . 0.9900 no
    C23 H231 . . 0.9900 no
    C25 H252 . . 0.9800 no
    C25 H251 . . 0.9800 no
    C25 H253 . . 0.9800 no
    C26 H262 . . 0.9800 no
    C26 H263 . . 0.9800 no
    C26 H261 . . 0.9800 no
    C1A C6A . . 1.377(5) no
    C1A C2A . . 1.396(5) no
    C2A C3A . . 1.377(5) no
    C3A C4A . . 1.381(6) no
    C4A C5A . . 1.389(6) no
    C5A C6A . . 1.379(5) no
    C2A H2A . . 0.9500 no
    C3A H3A . . 0.9500 no
    C5A H5A . . 0.9500 no
    C6A H6A . . 0.9500 no
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O12A As1A C1A . . . 110.46(12) no
    O13A As1A C1A . . . 101.45(14) no
    O12A As1A O13A . . . 111.55(13) no
    O11A As1A C1A . . . 112.41(13) no
    O11A As1A O12A . . . 111.48(11) no
    O11A As1A O13A . . . 109.09(12) no
    C2 O2 C25 . . . 117.1(3) no
    C3 O3 C26 . . . 116.2(3) no
    C12 O24 C23 . . . 114.5(3) no
    As1A O13A H13A . . . 114(3) no
    H11W O1W H12W . . . 102(3) no
    H21W O2W H22W . . . 108(5) no
    H31W O3W H32W . . . 100(4) no
    C8 N9 C10 . . . 120.1(3) no
    C5 N9 C10 . . . 125.0(3) no
    C5 N9 C8 . . . 109.1(2) no
    C16 N19 C18 . . . 107.3(2) no
    C16 N19 C20 . . . 112.9(3) no
    C18 N19 C20 . . . 112.3(3) no
    H41W O4W H42W . . . 104(4) no
    C20 N19 H19 . . . 106(2) no
    C18 N19 H19 . . . 108(3) no
    C16 N19 H19 . . . 110(3) no
    H41A N4A H42A . . . 130(4) no
    C4A N4A H42A . . . 106(3) no
    C4A N4A H41A . . . 119(3) no
    C2 C1 C6 . . . 119.1(3) no
    O2 C2 C1 . . . 124.6(3) no
    O2 C2 C3 . . . 115.5(3) no
    C1 C2 C3 . . . 120.0(3) no
    O3 C3 C2 . . . 115.5(3) no
    O3 C3 C4 . . . 123.3(3) no
    C2 C3 C4 . . . 121.2(3) no
    C3 C4 C5 . . . 117.7(3) no
    C4 C5 C6 . . . 122.1(3) no
    N9 C5 C4 . . . 127.7(3) no
    N9 C5 C6 . . . 110.1(3) no
    C5 C6 C7 . . . 110.5(3) no
    C1 C6 C7 . . . 129.4(3) no
    C1 C6 C5 . . . 119.9(3) no
    C6 C7 C8 . . . 102.5(3) no
    C16 C7 C17 . . . 102.0(3) no
    C6 C7 C17 . . . 112.4(3) no
    C8 C7 C17 . . . 110.8(3) no
    C6 C7 C16 . . . 115.4(3) no
    C8 C7 C16 . . . 114.1(3) no
    C7 C8 C13 . . . 116.6(3) no
    N9 C8 C7 . . . 104.5(3) no
    N9 C8 C13 . . . 106.0(2) no
    O25 C10 C11 . . . 120.7(3) no
    O25 C10 N9 . . . 122.5(3) no
    N9 C10 C11 . . . 116.8(3) no
    C10 C11 C12 . . . 118.1(3) no
    O24 C12 C11 . . . 105.3(3) no
    O24 C12 C13 . . . 114.4(3) no
    C11 C12 C13 . . . 109.9(3) no
    C8 C13 C12 . . . 106.8(3) no
    C8 C13 C14 . . . 112.0(3) no
    C12 C13 C14 . . . 117.8(3) no
    C13 C14 C15 . . . 106.0(3) no
    C15 C14 C21 . . . 109.8(3) no
    C13 C14 C21 . . . 114.4(3) no
    C14 C15 C16 . . . 108.1(3) no
    C7 C16 C15 . . . 115.7(3) no
    N19 C16 C7 . . . 105.0(3) no
    N19 C16 C15 . . . 110.5(3) no
    C7 C17 C18 . . . 103.1(3) no
    N19 C18 C17 . . . 105.1(3) no
    N19 C20 C21 . . . 109.7(2) no
    C14 C21 C20 . . . 114.6(3) no
    C14 C21 C22 . . . 123.4(3) no
    C20 C21 C22 . . . 122.0(3) no
    C21 C22 C23 . . . 123.3(3) no
    O24 C23 C22 . . . 111.9(3) no
    C6 C1 H1 . . . 120.00 no
    C2 C1 H1 . . . 120.00 no
    C5 C4 H4 . . . 121.00 no
    C3 C4 H4 . . . 121.00 no
    N9 C8 H8 . . . 110.00 no
    C7 C8 H8 . . . 110.00 no
    C13 C8 H8 . . . 110.00 no
    C12 C11 H111 . . . 108.00 no
    C10 C11 H111 . . . 108.00 no
    C10 C11 H112 . . . 108.00 no
    H111 C11 H112 . . . 107.00 no
    C12 C11 H112 . . . 108.00 no
    O24 C12 H12 . . . 109.00 no
    C13 C12 H12 . . . 109.00 no
    C11 C12 H12 . . . 109.00 no
    C8 C13 H13 . . . 107.00 no
    C12 C13 H13 . . . 107.00 no
    C14 C13 H13 . . . 106.00 no
    C15 C14 H14 . . . 109.00 no
    C21 C14 H14 . . . 109.00 no
    C13 C14 H14 . . . 109.00 no
    H151 C15 H152 . . . 109.00 no
    C16 C15 H151 . . . 110.00 no
    C16 C15 H152 . . . 110.00 no
    C14 C15 H151 . . . 110.00 no
    C14 C15 H152 . . . 110.00 no
    N19 C16 H16 . . . 108.00 no
    C15 C16 H16 . . . 108.00 no
    C7 C16 H16 . . . 109.00 no
    C7 C17 H171 . . . 111.00 no
    C7 C17 H172 . . . 111.00 no
    C18 C17 H171 . . . 111.00 no
    C18 C17 H172 . . . 111.00 no
    H171 C17 H172 . . . 109.00 no
    H181 C18 H182 . . . 109.00 no
    C17 C18 H182 . . . 111.00 no
    N19 C18 H182 . . . 111.00 no
    C17 C18 H181 . . . 111.00 no
    N19 C18 H181 . . . 111.00 no
    C21 C20 H201 . . . 110.00 no
    N19 C20 H202 . . . 110.00 no
    H201 C20 H202 . . . 108.00 no
    N19 C20 H201 . . . 110.00 no
    C21 C20 H202 . . . 110.00 no
    C23 C22 H22 . . . 118.00 no
    C21 C22 H22 . . . 118.00 no
    O24 C23 H232 . . . 109.00 no
    O24 C23 H231 . . . 109.00 no
    H231 C23 H232 . . . 108.00 no
    C22 C23 H232 . . . 109.00 no
    C22 C23 H231 . . . 109.00 no
    H251 C25 H253 . . . 109.00 no
    H252 C25 H253 . . . 110.00 no
    H251 C25 H252 . . . 109.00 no
    O2 C25 H253 . . . 109.00 no
    O2 C25 H251 . . . 110.00 no
    O2 C25 H252 . . . 109.00 no
    O3 C26 H261 . . . 110.00 no
    H261 C26 H262 . . . 109.00 no
    H261 C26 H263 . . . 109.00 no
    H262 C26 H263 . . . 109.00 no
    O3 C26 H262 . . . 110.00 no
    O3 C26 H263 . . . 109.00 no
    As1A C1A C2A . . . 119.6(3) no
    C2A C1A C6A . . . 119.0(3) no
    As1A C1A C6A . . . 121.4(3) no
    C1A C2A C3A . . . 119.8(4) no
    C2A C3A C4A . . . 121.7(4) no
    N4A C4A C5A . . . 120.9(4) no
    N4A C4A C3A . . . 121.2(4) no
    C3A C4A C5A . . . 117.9(4) no
    C4A C5A C6A . . . 121.1(4) no
    C1A C6A C5A . . . 120.5(4) no
    C1A C2A H2A . . . 120.00 no
    C3A C2A H2A . . . 120.00 no
    C2A C3A H3A . . . 119.00 no
    C4A C3A H3A . . . 119.00 no
    C6A C5A H5A . . . 119.00 no
    C4A C5A H5A . . . 119.00 no
    C1A C6A H6A . . . 120.00 no
    C5A C6A H6A . . . 120.00 no
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
    O11A As1A C1A C2A . . . . -51.9(3) no
    O11A As1A C1A C6A . . . . 130.0(2) no
    O12A As1A C1A C2A . . . . 73.4(3) no
    O12A As1A C1A C6A . . . . -104.8(3) no
    O13A As1A C1A C2A . . . . -168.3(3) no
    O13A As1A C1A C6A . . . . 13.6(3) no
    C25 O2 C2 C1 . . . . 1.0(5) no
    C25 O2 C2 C3 . . . . -178.9(3) no
    C26 O3 C3 C2 . . . . 178.7(3) no
    C26 O3 C3 C4 . . . . -1.1(4) no
    C23 O24 C12 C13 . . . . -69.2(4) no
    C12 O24 C23 C22 . . . . 87.0(4) no
    C23 O24 C12 C11 . . . . 170.0(3) no
    C8 N9 C5 C6 . . . . -3.2(4) no
    C8 N9 C5 C4 . . . . 174.7(3) no
    C5 N9 C10 O25 . . . . -24.5(5) no
    C10 N9 C5 C4 . . . . 22.1(6) no
    C10 N9 C5 C6 . . . . -155.9(3) no
    C5 N9 C8 C7 . . . . 13.4(3) no
    C5 N9 C8 C13 . . . . -110.4(3) no
    C10 N9 C8 C7 . . . . 167.6(3) no
    C10 N9 C8 C13 . . . . 43.9(4) no
    C8 N9 C10 O25 . . . . -174.4(3) no
    C8 N9 C10 C11 . . . . 6.3(5) no
    C5 N9 C10 C11 . . . . 156.3(3) no
    C20 N19 C16 C15 . . . . -10.7(4) no
    C16 N19 C18 C17 . . . . -16.7(3) no
    C18 N19 C16 C7 . . . . -9.6(3) no
    C18 N19 C16 C15 . . . . -134.9(3) no
    C20 N19 C16 C7 . . . . 114.7(3) no
    C18 N19 C20 C21 . . . . 74.2(3) no
    C20 N19 C18 C17 . . . . -141.3(3) no
    C16 N19 C20 C21 . . . . -47.3(4) no
    C2 C1 C6 C7 . . . . -174.0(3) no
    C6 C1 C2 O2 . . . . -177.6(3) no
    C6 C1 C2 C3 . . . . 2.3(5) no
    C2 C1 C6 C5 . . . . 0.4(5) no
    C1 C2 C3 C4 . . . . -3.1(5) no
    O2 C2 C3 O3 . . . . -3.0(4) no
    O2 C2 C3 C4 . . . . 176.9(3) no
    C1 C2 C3 O3 . . . . 177.1(3) no
    O3 C3 C4 C5 . . . . -179.2(3) no
    C2 C3 C4 C5 . . . . 1.0(5) no
    C3 C4 C5 N9 . . . . -176.0(3) no
    C3 C4 C5 C6 . . . . 1.8(5) no
    N9 C5 C6 C7 . . . . -9.0(4) no
    N9 C5 C6 C1 . . . . 175.6(3) no
    C4 C5 C6 C1 . . . . -2.5(6) no
    C4 C5 C6 C7 . . . . 172.9(3) no
    C5 C6 C7 C16 . . . . 141.2(3) no
    C1 C6 C7 C8 . . . . -168.6(4) no
    C1 C6 C7 C16 . . . . -44.0(5) no
    C1 C6 C7 C17 . . . . 72.5(5) no
    C5 C6 C7 C8 . . . . 16.6(4) no
    C5 C6 C7 C17 . . . . -102.4(4) no
    C17 C7 C8 C13 . . . . -140.8(3) no
    C6 C7 C16 N19 . . . . 153.5(3) no
    C8 C7 C16 N19 . . . . -88.2(3) no
    C8 C7 C16 C15 . . . . 33.9(4) no
    C17 C7 C16 N19 . . . . 31.3(3) no
    C17 C7 C16 C15 . . . . 153.4(3) no
    C6 C7 C17 C18 . . . . -166.0(3) no
    C8 C7 C17 C18 . . . . 80.1(3) no
    C6 C7 C16 C15 . . . . -84.4(4) no
    C6 C7 C8 N9 . . . . -17.5(3) no
    C6 C7 C8 C13 . . . . 99.1(3) no
    C16 C7 C8 N9 . . . . -142.9(3) no
    C16 C7 C8 C13 . . . . -26.3(4) no
    C17 C7 C8 N9 . . . . 102.6(3) no
    C16 C7 C17 C18 . . . . -41.8(3) no
    N9 C8 C13 C12 . . . . -71.7(3) no
    N9 C8 C13 C14 . . . . 158.0(3) no
    C7 C8 C13 C14 . . . . 42.2(4) no
    C7 C8 C13 C12 . . . . 172.5(3) no
    O25 C10 C11 C12 . . . . 150.9(4) no
    N9 C10 C11 C12 . . . . -29.9(5) no
    C10 C11 C12 C13 . . . . -0.2(4) no
    C10 C11 C12 O24 . . . . 123.5(3) no
    C11 C12 C13 C8 . . . . 49.1(3) no
    O24 C12 C13 C8 . . . . -69.1(3) no
    O24 C12 C13 C14 . . . . 57.9(4) no
    C11 C12 C13 C14 . . . . 176.1(3) no
    C12 C13 C14 C15 . . . . 172.5(3) no
    C8 C13 C14 C15 . . . . -63.1(3) no
    C8 C13 C14 C21 . . . . 58.1(4) no
    C12 C13 C14 C21 . . . . -66.4(4) no
    C15 C14 C21 C22 . . . . 176.6(3) no
    C21 C14 C15 C16 . . . . -54.5(3) no
    C13 C14 C15 C16 . . . . 69.6(3) no
    C15 C14 C21 C20 . . . . -4.2(4) no
    C13 C14 C21 C20 . . . . -123.2(3) no
    C13 C14 C21 C22 . . . . 57.6(5) no
    C14 C15 C16 N19 . . . . 62.7(3) no
    C14 C15 C16 C7 . . . . -56.4(4) no
    C7 C17 C18 N19 . . . . 36.4(3) no
    N19 C20 C21 C14 . . . . 56.0(4) no
    N19 C20 C21 C22 . . . . -124.8(4) no
    C20 C21 C22 C23 . . . . 177.7(3) no
    C14 C21 C22 C23 . . . . -3.2(5) no
    C21 C22 C23 O24 . . . . -62.7(5) no
    As1A C1A C2A C3A . . . . -179.7(3) no
    C6A C1A C2A C3A . . . . -1.6(5) no
    As1A C1A C6A C5A . . . . -179.2(3) no
    C2A C1A C6A C5A . . . . 2.7(5) no
    C1A C2A C3A C4A . . . . -0.4(5) no
    C2A C3A C4A N4A . . . . 179.6(4) no
    C2A C3A C4A C5A . . . . 1.2(5) no
    N4A C4A C5A C6A . . . . -178.5(4) no
    C3A C4A C5A C6A . . . . -0.1(5) no
    C4A C5A C6A C1A . . . . -1.8(5) no
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
    N19 H19 O12A . 0.91(4) 1.72(4) 2.610(3) 168(4) yes
    N4A H41A O4W 3_466 0.89(3) 2.46(4) 3.291(5) 155(4) yes
    N4A H42A O3W . 0.90(3) 2.25(3) 3.137(6) 169(4) yes
    O13A H13A O11A 3_556 0.90(4) 1.67(4) 2.546(3) 165(4) yes
    O1W H11W O25 . 0.90(4) 1.95(4) 2.843(4) 175(3) yes
    O1W H12W O2W 4_545 0.90(3) 1.87(4) 2.760(5) 168(4) yes
    O2W H21W O12A . 0.90(3) 2.11(3) 2.945(4) 153(4) yes
    O2W H22W O11A 3_456 0.89(3) 2.07(4) 2.915(4) 158(5) yes
    O3W H31W O25 2_565 0.91(4) 2.06(4) 2.922(4) 159(3) yes
    O3W H32W O4W 3_566 0.91(3) 1.91(3) 2.791(4) 164(3) yes
    O4W H41W O1W 4_655 0.90(4) 1.88(4) 2.770(5) 172(5) yes
    O4W H42W O12A . 0.89(4) 1.91(4) 2.802(4) 174(5) yes
    C4 H4 O25 . 0.95 2.37 2.900(4) 115 no
    C6A H6A O13A . 0.95 2.55 3.011(4) 110 no
    C8 H8 O24 . 1.00 2.60 3.009(4) 104 no
    C14 H14 O3 4_645 1.00 2.52 3.363(4) 142 yes
    C15 H151 O11A 3_556 0.99 2.60 3.561(4) 165 yes
    C18 H182 O2W . 0.99 2.58 3.422(5) 143 yes
    C20 H201 O11A 3_556 0.99 2.41 3.388(4) 170 yes
    C20 H202 O13A 3_456 0.99 2.43 3.229(4) 137 yes
