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The title salt consists of three components, comprising one di­benzyl­ammonium cation, [(C6H5CH2)2NH2]+, one hydrogen (4-amino­phen­yl)arsonate anion, [H2NC6H4As(OH)O2], and one mol­ecule of water. In the crystal, these components are organized in infinite zigzag chains via inter­molecular hydrogen bonds. Weak inter­actions between the chains lead to a three-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S205698902300837X/dj2065sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S205698902300837X/dj2065Isup2.hkl
Contains datablock I

cml

Chemical Markup Language (CML) file https://doi.org/10.1107/S205698902300837X/dj2065Isup3.cml
Supplementary material

CCDC reference: 2297206

Computing details top

Data collection: APEX2 V8.34A (Bruker, 2014); cell refinement: SAINT V8.34A (Bruker, 2013); data reduction: SAINT V8.34A (Bruker, 2013); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: Olex2 1.5 (Dolomanov et al., 2009); software used to prepare material for publication: Olex2 1.5 (Dolomanov et al., 2009).

Dibenzylammonium hydrogen (4-aminophenyl)arsonate monohydrate top
Crystal data top
C14H16N+·C6H7AsNO3·H2OF(000) = 896
Mr = 432.34Dx = 1.438 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 9.8242 (5) ÅCell parameters from 9824 reflections
b = 10.6574 (6) Åθ = 2.8–27.5°
c = 19.2507 (11) ŵ = 1.73 mm1
β = 97.7500 (18)°T = 100 K
V = 1997.15 (19) Å3Prism, clear light colourless
Z = 40.5 × 0.25 × 0.18 mm
Data collection top
Bruker D8 VENTURE
diffractometer
4584 independent reflections
Radiation source: X-ray tube, Siemens KFF Mo 2K-90C4119 reflections with I > 2σ(I)
TRIUMPH curved crystal monochromatorRint = 0.037
Detector resolution: 1024 x 1024 pixels mm-1θmax = 27.5°, θmin = 2.8°
φ and ω scansh = 1212
Absorption correction: multi-scan
(SADABS; Krause et al., 2015)
k = 1313
Tmin = 0.610, Tmax = 0.746l = 2425
67932 measured reflections
Refinement top
Refinement on F2Primary atom site location: dual
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.022H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.054 w = 1/[σ2(Fo2) + (0.0228P)2 + 1.3431P]
where P = (Fo2 + 2Fc2)/3
S = 1.07(Δ/σ)max = 0.001
4584 reflectionsΔρmax = 0.42 e Å3
261 parametersΔρmin = 0.21 e Å3
0 restraints
Special details top

Geometry. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
As0.15165 (2)0.51188 (2)0.42563 (2)0.01186 (5)
O10.04372 (11)0.38487 (9)0.42927 (6)0.0184 (2)
O20.09995 (10)0.63317 (9)0.47065 (5)0.0167 (2)
O30.31128 (10)0.46779 (10)0.45696 (5)0.0176 (2)
N20.08041 (14)0.62660 (14)0.11336 (7)0.0208 (3)
H2A0.062 (2)0.565 (2)0.0867 (10)0.025*
H2B0.043 (2)0.694 (2)0.1009 (10)0.025*
C10.13469 (13)0.55046 (13)0.32872 (7)0.0126 (3)
C20.13667 (14)0.45347 (13)0.27999 (7)0.0152 (3)
H20.1499370.3694450.2959520.018*
C30.11956 (15)0.47831 (14)0.20880 (7)0.0164 (3)
H30.1210180.4113630.1763260.020*
C40.10001 (14)0.60216 (14)0.18428 (7)0.0150 (3)
C50.10337 (14)0.69966 (13)0.23332 (8)0.0166 (3)
H50.0947570.7841460.2176040.020*
C60.11920 (14)0.67391 (13)0.30476 (7)0.0150 (3)
H60.1194680.7407210.3374500.018*
O40.94231 (17)0.85325 (13)0.45149 (7)0.0389 (3)0.94
H4A0.9993170.7904350.4551380.058*0.94
H4B0.8708360.8254320.4689170.058*0.94
N10.43532 (12)0.63057 (11)0.55144 (6)0.0142 (2)
H1A0.3916290.5706780.5229950.017*
H1B0.5232830.6044910.5643850.017*
C70.36565 (15)0.64208 (13)0.61550 (7)0.0156 (3)
H7A0.2687030.6670110.6016900.019*
H7B0.4111550.7085490.6462210.019*
C80.37054 (14)0.52036 (13)0.65533 (7)0.0134 (3)
C90.49603 (15)0.46656 (14)0.68231 (8)0.0167 (3)
H90.5793190.5062250.6746600.020*
C100.50021 (15)0.35571 (14)0.72019 (8)0.0194 (3)
H100.5861620.3195390.7381610.023*
C110.37894 (16)0.29743 (15)0.73190 (8)0.0227 (3)
H110.3817340.2214690.7578780.027*
C120.25392 (16)0.35050 (15)0.70557 (9)0.0251 (3)
H120.1708630.3110540.7138080.030*
C130.24933 (15)0.46135 (15)0.66711 (8)0.0200 (3)
H130.1632080.4968550.6488290.024*
C140.43754 (16)0.75047 (14)0.51084 (8)0.0194 (3)
H14A0.3421300.7754730.4930840.023*
H14B0.4868510.7365070.4699270.023*
C150.50659 (15)0.85489 (14)0.55510 (8)0.0182 (3)
C160.42794 (16)0.94873 (15)0.57986 (8)0.0220 (3)
H160.3308630.9474900.5681820.026*
C170.49027 (19)1.04468 (15)0.62169 (9)0.0277 (4)
H170.4358651.1086280.6385620.033*
C180.6313 (2)1.04676 (17)0.63861 (9)0.0322 (4)
H180.6739791.1122320.6671570.039*
C190.71081 (18)0.95354 (18)0.61403 (10)0.0323 (4)
H190.8078760.9554230.6256990.039*
C200.64919 (16)0.85748 (16)0.57247 (9)0.0249 (3)
H200.7039460.7935410.5558540.030*
H10.002 (3)0.386 (3)0.4638 (14)0.062 (8)*
O4B0.729 (2)0.7346 (18)0.4434 (10)0.026 (4)*0.06
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
As0.01149 (7)0.01330 (7)0.01092 (7)0.00011 (5)0.00195 (5)0.00127 (5)
O10.0235 (5)0.0140 (5)0.0192 (5)0.0066 (4)0.0084 (4)0.0043 (4)
O20.0200 (5)0.0125 (5)0.0187 (5)0.0005 (4)0.0070 (4)0.0030 (4)
O30.0143 (5)0.0226 (5)0.0150 (5)0.0041 (4)0.0009 (4)0.0025 (4)
N20.0233 (7)0.0235 (7)0.0151 (6)0.0019 (6)0.0010 (5)0.0037 (5)
C10.0096 (6)0.0163 (6)0.0119 (6)0.0005 (5)0.0018 (5)0.0004 (5)
C20.0157 (7)0.0132 (6)0.0164 (7)0.0004 (5)0.0011 (5)0.0009 (5)
C30.0179 (7)0.0164 (7)0.0147 (7)0.0000 (5)0.0013 (5)0.0022 (5)
C40.0097 (6)0.0198 (7)0.0158 (7)0.0003 (5)0.0026 (5)0.0029 (5)
C50.0149 (7)0.0140 (6)0.0211 (7)0.0016 (5)0.0035 (5)0.0042 (5)
C60.0127 (6)0.0147 (6)0.0179 (7)0.0005 (5)0.0035 (5)0.0018 (5)
O40.0569 (10)0.0308 (7)0.0304 (7)0.0169 (7)0.0104 (7)0.0108 (6)
N10.0149 (6)0.0140 (6)0.0132 (6)0.0003 (4)0.0007 (4)0.0000 (4)
C70.0170 (7)0.0144 (6)0.0160 (7)0.0009 (5)0.0045 (5)0.0008 (5)
C80.0143 (6)0.0137 (6)0.0123 (6)0.0003 (5)0.0023 (5)0.0020 (5)
C90.0129 (6)0.0194 (7)0.0181 (7)0.0015 (5)0.0031 (5)0.0003 (6)
C100.0160 (7)0.0223 (7)0.0198 (7)0.0047 (6)0.0016 (6)0.0031 (6)
C110.0253 (8)0.0182 (7)0.0247 (8)0.0005 (6)0.0043 (6)0.0059 (6)
C120.0172 (7)0.0229 (8)0.0354 (9)0.0053 (6)0.0044 (7)0.0068 (7)
C130.0119 (7)0.0214 (7)0.0260 (8)0.0005 (5)0.0001 (6)0.0028 (6)
C140.0230 (8)0.0187 (7)0.0161 (7)0.0018 (6)0.0010 (6)0.0048 (6)
C150.0204 (7)0.0173 (7)0.0169 (7)0.0042 (6)0.0022 (6)0.0057 (6)
C160.0226 (8)0.0191 (7)0.0246 (8)0.0032 (6)0.0050 (6)0.0045 (6)
C170.0409 (10)0.0180 (7)0.0256 (8)0.0041 (7)0.0095 (7)0.0018 (6)
C180.0434 (10)0.0244 (8)0.0276 (9)0.0172 (8)0.0004 (8)0.0012 (7)
C190.0237 (8)0.0356 (10)0.0358 (10)0.0118 (7)0.0023 (7)0.0051 (8)
C200.0207 (8)0.0257 (8)0.0283 (8)0.0022 (6)0.0037 (6)0.0044 (7)
Geometric parameters (Å, º) top
As—O11.7267 (10)C7—C81.5044 (19)
As—O21.6730 (10)C8—C91.395 (2)
As—O31.6699 (10)C8—C131.392 (2)
As—C11.8955 (13)C9—H90.9500
O1—H10.83 (3)C9—C101.386 (2)
N2—H2A0.84 (2)C10—H100.9500
N2—H2B0.83 (2)C10—C111.389 (2)
N2—C41.3776 (19)C11—H110.9500
C1—C21.3978 (19)C11—C121.385 (2)
C1—C61.3957 (19)C12—H120.9500
C2—H20.9500C12—C131.392 (2)
C2—C31.384 (2)C13—H130.9500
C3—H30.9500C14—H14A0.9900
C3—C41.406 (2)C14—H14B0.9900
C4—C51.401 (2)C14—C151.506 (2)
C5—H50.9500C15—C161.387 (2)
C5—C61.391 (2)C15—C201.396 (2)
C6—H60.9500C16—H160.9500
O4—H4A0.8696C16—C171.391 (2)
O4—H4B0.8701C17—H170.9500
N1—H1A0.9100C17—C181.380 (3)
N1—H1B0.9100C18—H180.9500
N1—C71.4939 (17)C18—C191.386 (3)
N1—C141.4995 (18)C19—H190.9500
C7—H7A0.9900C19—C201.387 (2)
C7—H7B0.9900C20—H200.9500
O1—As—C1103.71 (6)C13—C8—C7120.22 (13)
O2—As—O1110.71 (5)C13—C8—C9119.09 (13)
O2—As—C1110.47 (6)C8—C9—H9119.7
O3—As—O1108.46 (5)C10—C9—C8120.55 (13)
O3—As—O2111.48 (5)C10—C9—H9119.7
O3—As—C1111.73 (5)C9—C10—H10120.0
As—O1—H1113.0 (19)C9—C10—C11120.09 (14)
H2A—N2—H2B116.7 (18)C11—C10—H10120.0
C4—N2—H2A116.7 (13)C10—C11—H11120.1
C4—N2—H2B116.7 (13)C12—C11—C10119.73 (14)
C2—C1—As119.52 (10)C12—C11—H11120.1
C6—C1—As121.39 (10)C11—C12—H12119.8
C6—C1—C2119.08 (13)C11—C12—C13120.33 (14)
C1—C2—H2119.6C13—C12—H12119.8
C3—C2—C1120.83 (13)C8—C13—H13119.9
C3—C2—H2119.6C12—C13—C8120.20 (14)
C2—C3—H3119.8C12—C13—H13119.9
C2—C3—C4120.33 (13)N1—C14—H14A109.2
C4—C3—H3119.8N1—C14—H14B109.2
N2—C4—C3120.31 (13)N1—C14—C15111.83 (12)
N2—C4—C5120.99 (13)H14A—C14—H14B107.9
C5—C4—C3118.69 (13)C15—C14—H14A109.2
C4—C5—H5119.7C15—C14—H14B109.2
C6—C5—C4120.62 (13)C16—C15—C14119.86 (14)
C6—C5—H5119.7C16—C15—C20119.40 (14)
C1—C6—H6119.8C20—C15—C14120.73 (14)
C5—C6—C1120.37 (13)C15—C16—H16119.8
C5—C6—H6119.8C15—C16—C17120.45 (15)
H4A—O4—H4B104.5C17—C16—H16119.8
H1A—N1—H1B107.7C16—C17—H17120.1
C7—N1—H1A108.8C18—C17—C16119.86 (16)
C7—N1—H1B108.8C18—C17—H17120.1
C7—N1—C14113.62 (11)C17—C18—H18119.9
C14—N1—H1A108.8C17—C18—C19120.13 (16)
C14—N1—H1B108.8C19—C18—H18119.9
N1—C7—H7A109.4C18—C19—H19119.9
N1—C7—H7B109.4C18—C19—C20120.25 (16)
N1—C7—C8111.30 (11)C20—C19—H19119.9
H7A—C7—H7B108.0C15—C20—H20120.0
C8—C7—H7A109.4C19—C20—C15119.91 (16)
C8—C7—H7B109.4C19—C20—H20120.0
C9—C8—C7120.67 (13)
As—C1—C2—C3177.66 (11)N1—C14—C15—C2074.49 (17)
As—C1—C6—C5178.33 (10)C7—N1—C14—C1557.65 (16)
O1—As—C1—C244.30 (12)C7—C8—C9—C10178.70 (13)
O1—As—C1—C6135.23 (11)C7—C8—C13—C12178.27 (14)
O2—As—C1—C2162.96 (10)C8—C9—C10—C110.3 (2)
O2—As—C1—C616.57 (13)C9—C8—C13—C120.3 (2)
O3—As—C1—C272.32 (12)C9—C10—C11—C120.0 (2)
O3—As—C1—C6108.15 (11)C10—C11—C12—C130.4 (3)
N2—C4—C5—C6178.11 (13)C11—C12—C13—C80.6 (2)
C1—C2—C3—C40.1 (2)C13—C8—C9—C100.2 (2)
C2—C1—C6—C51.2 (2)C14—N1—C7—C8178.14 (11)
C2—C3—C4—N2178.78 (13)C14—C15—C16—C17179.01 (14)
C2—C3—C4—C52.3 (2)C14—C15—C20—C19179.17 (15)
C3—C4—C5—C63.0 (2)C15—C16—C17—C180.1 (2)
C4—C5—C6—C11.3 (2)C16—C15—C20—C190.1 (2)
C6—C1—C2—C31.9 (2)C16—C17—C18—C190.0 (3)
N1—C7—C8—C960.72 (17)C17—C18—C19—C200.2 (3)
N1—C7—C8—C13120.76 (14)C18—C19—C20—C150.2 (3)
N1—C14—C15—C16104.55 (16)C20—C15—C16—C170.0 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···O4i0.84 (2)2.37 (2)3.165 (2)158.0 (18)
N2—H2B···O1ii0.83 (2)2.25 (2)3.0769 (17)175.6 (18)
N1—H1A···O30.911.782.6842 (16)172
N1—H1B···O3iii0.911.892.7260 (15)151
O1—H1···O2iv0.83 (3)1.73 (3)2.5445 (15)170 (3)
O4—H4A···O2v0.871.952.8074 (18)169
Symmetry codes: (i) x+1, y1/2, z+1/2; (ii) x, y+1/2, z+1/2; (iii) x+1, y+1, z+1; (iv) x, y+1, z+1; (v) x+1, y, z.
 

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