##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, 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_I
_audit_creation_method     'SHELXL-2018/3'
_database_code_depnum_ccdc_archive     'CCDC 1886678'
_chemical_name_systematic
;
2-Methoxyanilinium dihydrogen arsenate
;
_chemical_name_common
;
o-Anisidinium dihydroarsenate
;
_chemical_formula_moiety     'C7 H10 N O +, H2 As O4 -'
_chemical_formula_sum     'C7 H12 As N O5'
_chemical_formula_iupac     'C7 H10 N O +, H2 As O4 -'
_chemical_formula_weight     265.10
_chemical_melting_point     ?
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     5.5235(2)
_cell_length_b     9.4385(4)
_cell_length_c     10.4633(5)
_cell_angle_alpha     70.769(4)
_cell_angle_beta     75.984(4)
_cell_angle_gamma     89.624(3)
_cell_volume     498.12(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     5519
_cell_measurement_theta_min     4.9430
_cell_measurement_theta_max     71.6400
_cell_measurement_temperature     100(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     'light pink'
_exptl_crystal_size_max     0.54
_exptl_crystal_size_mid     0.21
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.767
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     268
loop_
    _exptl_crystal_face_index_h
    _exptl_crystal_face_index_k
    _exptl_crystal_face_index_l
    _exptl_crystal_face_perp_dist
    -2 5 2 0.2057
    0 6 4 0.0852
    0 6 1 0.0706
    -4 0 -1 0.2754
    0 3 -4 0.0775
    0 1 6 0.1037
    3 2 4 0.2629
    3 2 -1 0.2084
    -3 -3 0 0.2219
    0 -2 -7 0.1084
    4 -1 -1 0.2179
    3 -1 3 0.2342
    0 -5 2 0.0576
    3 -3 2 0.2109
    0 -6 -1 0.0492
    3 -3 -2 0.1751
    2 -5 0 0.1520
    -3 -4 -4 0.2364
_exptl_absorpt_coefficient_mu     4.666
_exptl_absorpt_correction_type     analytical
_exptl_absorpt_process_details
;
[CrysAlis PRO (Rigaku OD, 2015), based on expressions derived by Clark &
Reid
(1995)]
;
_exptl_absorpt_correction_T_min     0.118
_exptl_absorpt_correction_T_max     0.444
_diffrn_ambient_temperature     100(2)
_diffrn_source     'micro-focus sealed X-ray tube'
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type
         'Rigaku OD SuperNova Dual source diffractometer with an Atlas detector'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     5.2195
_diffrn_reflns_number     6075
_diffrn_reflns_av_R_equivalents     0.0234
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_theta_min     4.979
_diffrn_reflns_theta_max     67.010
_diffrn_reflns_theta_full     67.010
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -5
_diffrn_reflns_limit_h_max     6
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_limit_l_max     12
_refine_special_details     ?
_reflns_number_total     1778
_reflns_number_gt     1769
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0348
_refine_ls_R_factor_gt     0.0346
_refine_ls_wR_factor_gt     0.0829
_refine_ls_wR_factor_ref     0.0830
_refine_ls_goodness_of_fit_ref     1.092
_refine_ls_restrained_S_all     1.201
_refine_ls_number_reflns     1778
_refine_ls_number_parameters     153
_refine_ls_number_restraints     23
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0298P)²+1.5814P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.181
_refine_diff_density_min     -0.623
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0181 0.0091
                         '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' 0.0311 0.0180
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0492 0.0322
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'As' 'As' -0.9300 1.0051
                         '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
;
SHELXT (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009),
DIAMOND (Brandenburg & Putz, 2005) and
Mercury (Macrae et al., 2008)
;
_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_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.3599(7) 0.5900(4) 0.2151(4) 0.0272(7) Uani d 1 . .
    C C2 0.2284(9) 0.5662(5) 0.1281(5) 0.0469(10) Uani d 1 . .
    H H2 0.104266 0.487460 0.161277 0.056 Uiso calc 1 . .
    C C3 0.2821(9) 0.6611(6) -0.0107(5) 0.0535(11) Uani d 1 . .
    H H3 0.192238 0.646967 -0.070721 0.064 Uiso calc 1 . .
    C C4 0.4672(7) 0.7749(5) -0.0584(4) 0.0380(9) Uani d 1 . .
    H H4 0.502557 0.837980 -0.151204 0.046 Uiso calc 1 . .
    C C5 0.6034(6) 0.7983(4) 0.0289(4) 0.0260(7) Uani d 1 . .
    H H5 0.729597 0.876006 -0.005196 0.031 Uiso calc 1 . .
    C C6 0.5503(6) 0.7050(4) 0.1676(3) 0.0213(7) Uani d 1 . .
    C C7 0.8484(8) 0.8389(6) 0.2247(5) 0.0449(10) Uani d 1 . .
    H H7A 0.978574 0.836834 0.145870 0.067 Uiso calc 1 . .
    H H7B 0.919249 0.832393 0.301500 0.067 Uiso calc 1 . .
    H H7C 0.768607 0.931172 0.199874 0.067 Uiso calc 1 . .
    N N1 0.3018(7) 0.4979(3) 0.3626(4) 0.0403(9) Uani d 1 . .
    H H1A 0.419(6) 0.438(4) 0.379(5) 0.048 Uiso d 1 . .
    H H1B 0.164(5) 0.442(5) 0.384(5) 0.048 Uiso d 1 . .
    H H1C 0.282(9) 0.555(4) 0.414(4) 0.048 Uiso d 1 . .
    O O1 0.6675(5) 0.7141(3) 0.2650(2) 0.0328(6) Uani d 1 . .
    As As1 0.24779(6) 0.81556(4) 0.54369(3) 0.02194(15) Uani d 1 . .
    O O2A 0.211(3) 0.6330(13) 0.5512(10) 0.021(3) Uani d 0.53(4) A 2
    H H4A -0.035(7) 0.913(3) 0.652(4) 0.032 Uiso d 1 . .
    H H5A 0.577(8) 0.873(3) 0.591(4) 0.032 Uiso d 1 . .
    O O2B 0.117(3) 0.6741(13) 0.5214(11) 0.016(3) Uani d 0.47(4) A 1
    O O3 0.2758(4) 0.9644(3) 0.4007(2) 0.0311(6) Uani d 1 . .
    O O4 0.0495(4) 0.8451(3) 0.6847(2) 0.0267(5) Uani d 1 . .
    O O5 0.5254(5) 0.7928(3) 0.5888(3) 0.0303(6) Uani d 1 . .
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C1 C2 . 1.365(6) ?
    C1 C6 . 1.392(5) ?
    C1 N1 . 1.456(5) ?
    C2 C3 . 1.392(7) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.365(6) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.384(5) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.387(5) ?
    C5 H5 . 0.9300 ?
    C6 O1 . 1.357(4) ?
    C7 O1 . 1.431(5) ?
    C7 H7A . 0.9600 ?
    C7 H7B . 0.9600 ?
    C7 H7C . 0.9600 ?
    N1 H1A . 0.864(10) ?
    N1 H1B . 0.869(10) ?
    N1 H1C . 0.871(10) ?
    As1 O2B . 1.631(6) ?
    As1 O3 . 1.656(2) ?
    As1 O5 . 1.703(2) ?
    As1 O2A . 1.710(8) ?
    As1 O4 . 1.714(2) ?
    O4 H4A . 0.819(10) ?
    O5 H5A . 0.817(10) ?
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
    C2 C1 C6 . . 121.6(3) ?
    C2 C1 N1 . . 121.1(4) ?
    C6 C1 N1 . . 117.3(3) ?
    C1 C2 C3 . . 119.3(4) ?
    C1 C2 H2 . . 120.3 ?
    C3 C2 H2 . . 120.3 ?
    C4 C3 C2 . . 119.7(4) ?
    C4 C3 H3 . . 120.2 ?
    C2 C3 H3 . . 120.2 ?
    C3 C4 C5 . . 121.3(4) ?
    C3 C4 H4 . . 119.4 ?
    C5 C4 H4 . . 119.4 ?
    C4 C5 C6 . . 119.5(3) ?
    C4 C5 H5 . . 120.2 ?
    C6 C5 H5 . . 120.2 ?
    O1 C6 C5 . . 126.1(3) ?
    O1 C6 C1 . . 115.2(3) ?
    C5 C6 C1 . . 118.7(3) ?
    O1 C7 H7A . . 109.5 ?
    O1 C7 H7B . . 109.5 ?
    H7A C7 H7B . . 109.5 ?
    O1 C7 H7C . . 109.5 ?
    H7A C7 H7C . . 109.5 ?
    H7B C7 H7C . . 109.5 ?
    C1 N1 H1A . . 110(3) ?
    C1 N1 H1B . . 109(3) ?
    H1A N1 H1B . . 107(5) ?
    C1 N1 H1C . . 110(3) ?
    H1A N1 H1C . . 111(5) ?
    H1B N1 H1C . . 109(5) ?
    C6 O1 C7 . . 117.2(3) ?
    O2B As1 O3 . . 108.2(6) ?
    O2B As1 O5 . . 118.0(8) ?
    O3 As1 O5 . . 110.12(12) ?
    O3 As1 O2A . . 124.7(4) ?
    O5 As1 O2A . . 93.7(7) ?
    O2B As1 O4 . . 106.3(3) ?
    O3 As1 O4 . . 110.58(12) ?
    O5 As1 O4 . . 103.41(12) ?
    O2A As1 O4 . . 111.1(2) ?
    As1 O4 H4A . . 106(3) ?
    As1 O5 H5A . . 109(3) ?
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
    C6 C1 C2 C3 . . . . -1.4(6) ?
    N1 C1 C2 C3 . . . . 177.1(4) ?
    C1 C2 C3 C4 . . . . 0.9(7) ?
    C2 C3 C4 C5 . . . . -0.1(7) ?
    C3 C4 C5 C6 . . . . -0.3(6) ?
    C4 C5 C6 O1 . . . . 179.9(3) ?
    C4 C5 C6 C1 . . . . -0.1(5) ?
    C2 C1 C6 O1 . . . . -179.1(3) ?
    N1 C1 C6 O1 . . . . 2.4(4) ?
    C2 C1 C6 C5 . . . . 1.0(5) ?
    N1 C1 C6 C5 . . . . -177.5(3) ?
    C5 C6 O1 C7 . . . . 5.6(5) ?
    C1 C6 O1 C7 . . . . -174.3(3) ?
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
    N1 H1A O2A 2_666 0.87(4) 2.35(4) 3.159(17) 154(4) yes
    N1 H1A O5 2_666 0.87(4) 2.12(4) 2.825(4) 137(3) yes
    N1 H1B O2A 2_566 0.87(4) 2.07(4) 2.905(16) 162(4) yes
    N1 H1C O2A . 0.87(4) 1.78(4) 2.634(6) 167(5) yes
    O4 H4A O3 2_576 0.82(4) 1.82(4) 2.634(3) 168(4) yes
    O5 H5A O3^iv^ 2_676 0.82(3) 1.78(3) 2.594(4) 173(4) yes
_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     ?
_shelx_estimated_absorpt_T_max     ?
data_global
_journal_date_recd_electronic     2018-09-20
_journal_date_accepted     2019-01-04
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2019
_journal_volume     75
_journal_issue      2
_journal_page_first     128
_journal_page_last     134
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2053229619000172
_journal_coeditor_code     KU3230
_publ_contact_author_name     'Ali Harchani'
_publ_contact_author_address
;
Laboratoire de Matériaux
Cristallochimie et de Thermodynamique Appliquée
Université de Monastir
Faculté des Sciences Monastir
5000 Monastir
Tunisia
;
_publ_contact_author_email     ali.harchani@gmail.com
_publ_section_title
;
Crystallographic and computational studies of new organoarsenate compound:
o-anisidinium dihydroarsenate
;
loop_
    _publ_author_name
    _publ_author_address
    'Ali Harchani'
;
Laboratoire de Matériaux
Cristallochimie et de Thermodynamique Appliquée
Université de Monastir
Faculté des Sciences Monastir
5000 Monastir
Tunisia
;
    "Damian Trzybiński"
;
Biological and Chemical Research Centre
Chemistry Department
University of Warsaw
Żwirki i Wigury 101
02-089 Warszawa
Poland
;
    'Sylwia Pawlędzio'
;
Biological and Chemical Research Centre
Chemistry Department
University of Warsaw
Żwirki i Wigury 101
02-089 Warszawa
Poland
;
    "Krzysztof Woźniak"
;
Biological and Chemical Research Centre
Chemistry Department
University of Warsaw
Żwirki i Wigury 101
02-089 Warszawa
Poland
;
    'Amor Haddad'
;
Laboratoire de Matériaux
Cristallochimie et de Thermodynamique Appliquée
Université de Monastir
Faculté des Sciences Monastir
5000 Monastir
Tunisia
;
_publ_section_synopsis
;
The new organoarsenate salt o-anisidinium dihydroarsenate possesses a
layered supramolecular architecture in the crystal. Hydrogen bonds and H...H
contacts play dominant roles in the crystal structure. An analysis of the
electronic structure and molecular modelling using the charge distribution
confirms the good electrophilic reactivity.
;
