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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1065-m1066
https://doi.org/10.1107/S160053681003240X

A one-dimensional inorganic–organic hybrid compound: catena-poly[ethyl­enedi­ammonium [indate(III)-di-μ-hydrogenphosphato(V)-μ-hydroxido] monohydrate]

Abderrazzak Assani,a Mohamed Saadia* and Lahcen El Ammaria

aLaboratoire de Chimie du Solide Appliquée, Faculté des Sciences, Université Mohammed V-Agdal, Avenue Ibn Battouta, BP 1014, Rabat, Morocco
*Correspondence e-mail: saadi@fsr.ac.ma

(Received 25 July 2010; accepted 11 August 2010; online 28 August 2010)

The title compound, (C2H10N2)[In(HPO4)2(OH)]·H2O, was synthesized under hydro­thermal conditions. The structure of this hybrid compound consists of isolated inorganic chains with composition ∞[In(HPO4)4/2(OH)2/2] running along [010]. The coordination of the InIII atom is distorted octa­hedral. The ethyl­enediammonium cation and the disordered water mol­ecule (site-occupation factors = 0.7:0.3) ensure the cohesion of the structure via N—H⋯O and O—H⋯O hydrogen bonds.

Related literature

For properties of and background to indium phosphates, see: Forster & Cheetham (2003[Forster, P. M. & Cheetham, A. K. (2003). Top. Catal. 24, 79-86.]); Chen, Liu et al. (2006[Chen, C., Liu, Y., Fang, Q., Liu, L., Eubank, J. F., Zhang, N., Gong, S. & Pang, W. (2006). Microporous Mesoporous Mater. 97, 132-140.]); Chen et al. (2007[Chen, C., Wang, S., Zhang, N., Yan, Z. & Pang, W. (2007). Microporous Mesoporous Mater. 106, 1-7.]); Huang et al. (2010[Huang, L., Song, T., Fan, Y., Yang, L., Wang, L., Zhang, H., Wang, L. & Xu, J. (2010). Microporous Mesoporous Mater. 132, 409-413.]); Thirumurugan & Srinivasan (2003[Thirumurugan, A. & Srinivasan, N. (2003). Dalton Trans. pp. 3387-3391.]). For compounds with related structures, see: Chen, Yi et al. (2006[Chen, C., Yi, Z., Bi, M., Liu, Y., Wang, C., Liu, L., Zhao, Z. & Pang, W. (2006). J. Solid State Chem. 179, 1478-1485.]); Li et al. (2006[Li, J., Li, L., Yu, J. & Xu, R. (2006). Inorg. Chem. Commun. 9, 624-627.]); Du et al. (2004[Du, Y., Yu, J., Wang, Y., Pan, Q., Zou, Y. & Xu, R. (2004). J. Solid State Chem. 177, 3032-3037.]). For background to bond-valence analysis, see: Brown & Altermatt (1985[Brown, I. D. & Altermatt, D. (1985). Acta Cryst. B41, 244-247.]).

[Scheme 1]

Experimental

Crystal data

  • (C2H10N2)[In(HPO4)2(OH)]·H2O

  • Mr = 403.92

  • Monoclinic, P 21 /n

  • a = 10.0702 (3) Å

  • b = 7.4896 (2) Å

  • c = 15.6007 (5) Å

  • β = 99.000 (1)°

  • V = 1162.15 (6) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 2.36 mm−1

  • T = 296 K

  • 0.20 × 0.06 × 0.03 mm
Data collection

  • Bruker X8 APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.844, Tmax = 0.932

  • 13591 measured reflections

  • 2771 independent reflections

  • 2168 reflections with I > 2σ(I)

  • Rint = 0.045
Refinement

  • R[F2 > 2σ(F2)] = 0.026

  • wR(F2) = 0.067

  • S = 1.03

  • 2771 reflections

  • 162 parameters

  • 1 restraint

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.59 e Å−3

  • Δρmin = −0.65 e Å−3

Table 1
Selected bond lengths (Å)

In1—O9i 2.089 (2)
In1—O9 2.094 (2)
In1—O2i 2.135 (2)
In1—O3 2.148 (2)
In1—O6i 2.154 (2)
In1—O7 2.154 (2)
Symmetry code: (i) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O4—H4⋯O5ii 0.82 1.78 2.595 (3) 174
O8—H8⋯O1 0.82 1.75 2.567 (4) 172
O9—H9⋯O10 0.86 (2) 1.93 (2) 2.780 (5) 170 (3)
O10—H10A⋯O1i 0.85 2.44 3.291 (5) 179
O10—H10B⋯O8iii 0.87 2.35 2.911 (5) 122
N1—H11A⋯O3iv 0.89 2.00 2.876 (4) 168
N1—H11B⋯O2i 0.89 2.51 3.137 (4) 128
N1—H11B⋯O10 0.89 2.43 3.114 (5) 133
N1—H11C⋯O4v 0.89 2.41 3.011 (4) 125
N1—H11C⋯O1v 0.89 1.98 2.823 (4) 158
N2—H22A⋯O5 0.89 1.87 2.750 (4) 170
N2—H22B⋯O6vi 0.89 2.06 2.911 (4) 160
N2—H22C⋯O7vii 0.89 2.05 2.892 (4) 158
Symmetry codes: (i) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) [x+{\script{1\over 2}}, -y-{\script{1\over 2}}, z+{\script{1\over 2}}]; (iii) x+1, y, z; (iv) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (v) [x+{\script{1\over 2}}, -y-{\script{1\over 2}}, z-{\script{1\over 2}}]; (vi) -x, -y-1, -z; (vii) -x, -y, -z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]) and DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S160053681003240X/wm2383sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681003240X/wm2383Isup2.hkl

checkCIF report


Comment top

The research of new porous materials and open-framework structures in the hybrid inorganic-organic systems continues to be of great interest in the field of materials chemistry. Mainly, hybrid metal phosphates are extensively investigated due to their impressive diversity of structures which are strongly required for catalysis applications (Forster & Cheetham, 2003). Accordingly, in the past two decades, amine templated indium phosphates were in the focus of investigation, providing one-dimensional chain, two-dimensional layered and three-dimensonal open-framework structures with different In:P ratios (Chen et al. 2007; Chen, Liu et al. 2006; Thirumurugan & Srinivasan, 2003; Huang et al. 2010). In the present work, a new indium phosphate with a In:P ratio of 1:2, namely (H3NCH2CH2NH3)[In(HPO4)2(OH)].H2O was hydrothermally synthesized and structurally characterized.

The asymmetric unit of the title compound is drawn in Fig. 1. A three-dimensional polyhedral view of its crystal structure is represented in Fig. 2. It shows InO4(OH)2 octahedra linked to PO3OH tetrahedra by sharing corners in the way to build ∞[In(OH)2/2(HPO4)4/2] chains running along [010]. Fig. 3 shows the InO6 octahedra linked to another via their hydroxide vertices, giving rise to a one-dimensional linear chain. Adjacent octahedra are additionally interconnected by PO3OH tetrahedra by sharing their terminal O atoms with four tetrahedra. A similar connectivity is observed in the structure of (C4N2H12)[In2(HPO4)2(H2PO4)2F2] (Chen, Yi et al., 2006).

The +III and +V oxidation states of the In and P atoms were confirmed by bond valence sum calculations (Brown & Altermatt, 1985). The calculated values for the two InIII+ and PV+ ions are as expected, viz. 3.25 and 5.04, respectively. The values of the bond valence sums calculated for all oxygen atoms are: 1.33 and 1.34 for the terminal O atoms O1 and O5, 2.29, 2.30 and 2.26 for O4, O8 and O9, respectively, and 1.82 for all other O atoms except that of the water molecule (O10) which amounts to 2.12. The difference between these values is explained by the nature and the length of the P—O bonds. From the two tetrahedrally coordinated phosphorus atoms P1 and P2, each shares two O atoms with adjacent indium atoms (average distance P—O = 1.520 Å) and possesses one terminal P1═O1 = 1.510 (2) Å, P2═O5 = 1.509 (2) Å and one P1—O4H = 1.579 (2) Å, P2—O8H = 1.577 (2) Å bond. The terminal O atoms are involved in strong hydrogen bonds (see below) which likewise explains their low bond valence sum. These results are in good agreement with the framework formula and are in close agreement with those reported in the literature for similar indium phosphates (Li et al. 2006; Du et al. 2004).

The ethylenediammonum cation and the water molecules ensure the cohesion of the structure via N—H···O and O—H···O hydrogen bonds (Fig. 1, Table 2).

Related literature top

For properties of and background to indium phosphates, see: Forster & Cheetham (2003); Chen, Liu et al. (2006); Chen et al. (2007); Huang et al. (2010); Thirumurugan & Srinivasan (2003). For compounds with related structures, see: Chen, Yi et al. (2006); Li et al. (2006); Du et al. (2004). For background to bond-valence analysis, see: Brown & Altermatt (1985).

Experimental top

Single crystals of the title compound were hydrothermally synthesized from a reaction mixture of indium oxide (In2O3; 0,388 g), phosphoric acid 85%wt (H3PO4; 0,35 ml), ethylenediamine (NH2(CH2)2NH2; 0,3 ml) and water (H2O; 10 ml). In addition, 40%wt fluoric acid (HF; 0,1 ml) was added to the mixture to provide fluoride ions which can act as a mineralizing agent in the hydrothermal synthesis and can play a structure-directing role. The hydrothermal reaction was conducted in a 23 ml Teflon-lined autoclave under autogeneous pressure at 398 K for two days. The resulting product was filtered off, washed with deionized water and was dried in air. It consisted of a yellow powder in addition to a few colorless parallelepipedic crystals of the title compound.

Refinement top

All O-bound, N-bound and C-bound H atoms were initially located in a difference map and refined with O—H, N—H and C—H distance restraints of 0.82 (1) Å, 0.89 (1) Å and C–H 0.97 (1) Å, respectively. In a subsequent cycle they were refined in the riding model approximation with Uiso(H) set to 1.5Ueq(O) or (N) and Uiso(H) set to 1.2 Ueq(C). The refinement of the site occupancy of the O atoms of the water molecule shows full occupation. However, the electron density is distributed over two adjacent positions (O10 and O11). The refinement of the occupancy rates of these two positions led to a site occupancy factor of 0.7 for O10 and of 0.3 for O11, accompanied with considerable improvements in R and Rw factors.

From the synthetic conditions one might expect an incorporation of F- ions. The distinction by X-ray diffraction between F- and O2- is difficult. However, when the relevant OH positions were replaced by F-, a small worsening of the reliability factors was observed. Moreover, the clearly discernible proton positions in the difference Fourier maps point to OH rather than to F. Nevertheless, the existence of a very small amount of F- incorporated in the structure cannot be excluded.

Structure description top

The research of new porous materials and open-framework structures in the hybrid inorganic-organic systems continues to be of great interest in the field of materials chemistry. Mainly, hybrid metal phosphates are extensively investigated due to their impressive diversity of structures which are strongly required for catalysis applications (Forster & Cheetham, 2003). Accordingly, in the past two decades, amine templated indium phosphates were in the focus of investigation, providing one-dimensional chain, two-dimensional layered and three-dimensonal open-framework structures with different In:P ratios (Chen et al. 2007; Chen, Liu et al. 2006; Thirumurugan & Srinivasan, 2003; Huang et al. 2010). In the present work, a new indium phosphate with a In:P ratio of 1:2, namely (H3NCH2CH2NH3)[In(HPO4)2(OH)].H2O was hydrothermally synthesized and structurally characterized.

The asymmetric unit of the title compound is drawn in Fig. 1. A three-dimensional polyhedral view of its crystal structure is represented in Fig. 2. It shows InO4(OH)2 octahedra linked to PO3OH tetrahedra by sharing corners in the way to build ∞[In(OH)2/2(HPO4)4/2] chains running along [010]. Fig. 3 shows the InO6 octahedra linked to another via their hydroxide vertices, giving rise to a one-dimensional linear chain. Adjacent octahedra are additionally interconnected by PO3OH tetrahedra by sharing their terminal O atoms with four tetrahedra. A similar connectivity is observed in the structure of (C4N2H12)[In2(HPO4)2(H2PO4)2F2] (Chen, Yi et al., 2006).

The +III and +V oxidation states of the In and P atoms were confirmed by bond valence sum calculations (Brown & Altermatt, 1985). The calculated values for the two InIII+ and PV+ ions are as expected, viz. 3.25 and 5.04, respectively. The values of the bond valence sums calculated for all oxygen atoms are: 1.33 and 1.34 for the terminal O atoms O1 and O5, 2.29, 2.30 and 2.26 for O4, O8 and O9, respectively, and 1.82 for all other O atoms except that of the water molecule (O10) which amounts to 2.12. The difference between these values is explained by the nature and the length of the P—O bonds. From the two tetrahedrally coordinated phosphorus atoms P1 and P2, each shares two O atoms with adjacent indium atoms (average distance P—O = 1.520 Å) and possesses one terminal P1═O1 = 1.510 (2) Å, P2═O5 = 1.509 (2) Å and one P1—O4H = 1.579 (2) Å, P2—O8H = 1.577 (2) Å bond. The terminal O atoms are involved in strong hydrogen bonds (see below) which likewise explains their low bond valence sum. These results are in good agreement with the framework formula and are in close agreement with those reported in the literature for similar indium phosphates (Li et al. 2006; Du et al. 2004).

The ethylenediammonum cation and the water molecules ensure the cohesion of the structure via N—H···O and O—H···O hydrogen bonds (Fig. 1, Table 2).

For properties of and background to indium phosphates, see: Forster & Cheetham (2003); Chen, Liu et al. (2006); Chen et al. (2007); Huang et al. (2010); Thirumurugan & Srinivasan (2003). For compounds with related structures, see: Chen, Yi et al. (2006); Li et al. (2006); Du et al. (2004). For background to bond-valence analysis, see: Brown & Altermatt (1985).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. ORTEP plot of the asymmetric unit of the (H3NCH2CH2NH3)[In(HPO4)2(OH)].H2O structure. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen bonds are indicated by dashed lines.
[Figure 2] Fig. 2. A three-dimensional polyhedral view of the crystal structure of the (H3NCH2CH2NH3)[In(HPO4)2(OH)].H2O.
[Figure 3] Fig. 3. A view of an inorganic chain built up from corner sharing indium octahedra linked by HPO4 tetraedra.
catena-poly[ethylenediammonium [indate(III)-di-µ-hydrogenphosphato(V)-µ-hydroxido] monohydrate] top
Crystal data top
(C2H10N2)[In(HPO4)2(OH)]·H2OF(000) = 800
Mr = 403.92Dx = 2.309 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 2771 reflections
a = 10.0702 (3) Åθ = 2.6–27.9°
b = 7.4896 (2) ŵ = 2.36 mm−1
c = 15.6007 (5) ÅT = 296 K
β = 99.000 (1)°Plate, colourless
V = 1162.15 (6) Å30.20 × 0.06 × 0.03 mm
Z = 4
Data collection top
Bruker X8 APEXII CCD area-detector
diffractometer		2771 independent reflections
Radiation source: fine-focus sealed tube2168 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.045
φ and ω scansθmax = 27.9°, θmin = 2.6°
Absorption correction: multi-scan
(SADABS; Bruker, 2005)		h = −13→13
Tmin = 0.844, Tmax = 0.932k = −9→9
13591 measured reflectionsl = −20→19
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.031P)2 + 0.4367P]
where P = (Fo2 + 2Fc2)/3
2771 reflections(Δ/σ)max = 0.001
162 parametersΔρmax = 0.59 e Å−3
1 restraintΔρmin = −0.65 e Å−3
Crystal data top
(C2H10N2)[In(HPO4)2(OH)]·H2OV = 1162.15 (6) Å3
Mr = 403.92Z = 4
Monoclinic, P21/nMo Kα radiation
a = 10.0702 (3) ŵ = 2.36 mm−1
b = 7.4896 (2) ÅT = 296 K
c = 15.6007 (5) Å0.20 × 0.06 × 0.03 mm
β = 99.000 (1)°
Data collection top
Bruker X8 APEXII CCD area-detector
diffractometer		2771 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2005)		2168 reflections with I > 2σ(I)
Tmin = 0.844, Tmax = 0.932Rint = 0.045
13591 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0261 restraint
wR(F2) = 0.067H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.59 e Å−3
2771 reflectionsΔρmin = −0.65 e Å−3
162 parameters
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. 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 > σ(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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
In10.247040 (19)0.02859 (3)0.250039 (14)0.01340 (8)
P10.12174 (8)−0.22253 (11)0.39952 (5)0.01587 (17)
P2−0.02212 (8)−0.22671 (10)0.15538 (5)0.01537 (17)
O1−0.0298 (2)−0.2219 (4)0.37808 (17)0.0389 (7)
O20.1861 (2)−0.3858 (3)0.36661 (15)0.0271 (5)
O30.1849 (2)−0.0520 (3)0.36984 (15)0.0271 (6)
O40.1498 (2)−0.2250 (3)0.50197 (14)0.0235 (5)
H40.2297−0.24490.51860.035*
O5−0.0986 (2)−0.2250 (3)0.06416 (15)0.0233 (5)
O60.0672 (2)−0.3905 (3)0.17185 (15)0.0246 (5)
O70.0595 (2)−0.0564 (3)0.17533 (16)0.0243 (5)
O8−0.1324 (2)−0.2335 (4)0.21683 (17)0.0366 (7)
H8−0.0965−0.22050.26730.055*
O90.3367 (2)−0.2199 (3)0.23619 (15)0.0174 (5)
H90.4156 (15)−0.208 (4)0.222 (2)0.026*
O100.5844 (4)−0.1357 (6)0.1893 (3)0.0634 (14)0.70
H10A0.5706−0.02850.17240.095*
H10B0.6316−0.23400.19450.095*
O110.5872 (10)−0.3060 (14)0.2029 (9)0.0634 (14)0.30
N10.3639 (3)−0.2375 (4)0.0340 (2)0.0309 (7)
H11A0.3562−0.32780.07010.046*
H11B0.4083−0.14820.06330.046*
H11C0.4086−0.2738−0.00760.046*
N20.0128 (3)−0.2744 (4)−0.0842 (2)0.0281 (7)
H22A−0.0222−0.2442−0.03720.042*
H22B−0.0317−0.3677−0.10980.042*
H22C0.0059−0.1828−0.12090.042*
C10.2296 (3)−0.1762 (5)−0.0048 (2)0.0276 (8)
H1A0.2376−0.0727−0.04100.033*
H1B0.1792−0.14140.04060.033*
C20.1563 (3)−0.3220 (5)−0.0585 (2)0.0300 (8)
H2A0.1972−0.3411−0.11010.036*
H2B0.1632−0.4322−0.02540.036*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
In10.01468 (13)0.00975 (12)0.01524 (12)−0.00045 (8)0.00069 (8)−0.00008 (8)
P10.0160 (4)0.0180 (4)0.0139 (4)0.0005 (3)0.0032 (3)−0.0003 (3)
P20.0134 (4)0.0151 (4)0.0162 (4)−0.0004 (3)−0.0022 (3)−0.0006 (3)
O10.0158 (12)0.081 (2)0.0204 (14)0.0028 (12)0.0031 (10)0.0022 (13)
O20.0413 (14)0.0192 (13)0.0237 (13)0.0033 (10)0.0145 (11)−0.0014 (9)
O30.0441 (15)0.0177 (13)0.0230 (14)−0.0017 (10)0.0159 (11)0.0001 (9)
O40.0207 (12)0.0355 (14)0.0144 (12)0.0046 (10)0.0035 (9)−0.0007 (9)
O50.0197 (12)0.0277 (13)0.0193 (12)−0.0008 (9)−0.0070 (9)0.0009 (9)
O60.0204 (11)0.0160 (12)0.0337 (14)0.0022 (9)−0.0077 (10)0.0014 (9)
O70.0203 (11)0.0156 (12)0.0335 (15)−0.0041 (9)−0.0064 (10)−0.0034 (9)
O80.0180 (13)0.068 (2)0.0241 (14)−0.0055 (12)0.0042 (11)−0.0058 (13)
O90.0156 (11)0.0103 (10)0.0279 (13)−0.0003 (8)0.0079 (9)0.0003 (9)
O100.035 (2)0.044 (2)0.119 (4)−0.003 (2)0.037 (2)−0.018 (3)
O110.035 (2)0.044 (2)0.119 (4)−0.003 (2)0.037 (2)−0.018 (3)
N10.0255 (16)0.0401 (19)0.0276 (18)−0.0053 (13)0.0055 (13)0.0052 (13)
N20.0241 (16)0.0328 (17)0.0243 (16)−0.0039 (12)−0.0058 (12)−0.0003 (12)
C10.0253 (18)0.0244 (19)0.032 (2)0.0018 (15)0.0003 (15)−0.0030 (15)
C20.0292 (19)0.0234 (19)0.036 (2)0.0025 (15)−0.0010 (16)−0.0070 (15)
Geometric parameters (Å, º) top
In1—O9i2.089 (2)O9—H90.862 (17)
In1—O92.094 (2)O10—O111.293 (12)
In1—O2i2.135 (2)O10—H10A0.8496
In1—O32.148 (2)O10—H10B0.8728
In1—O6i2.154 (2)O11—H10B0.7256
In1—O72.154 (2)N1—C11.466 (4)
P1—O11.510 (3)N1—H11A0.8900
P1—O21.511 (2)N1—H11B0.8900
P1—O31.530 (2)N1—H11C0.8900
P1—O41.579 (2)N2—C21.481 (4)
P2—O51.509 (2)N2—H22A0.8900
P2—O61.519 (2)N2—H22B0.8900
P2—O71.523 (2)N2—H22C0.8900
P2—O81.577 (3)C1—C21.498 (5)
O2—In1ii2.135 (2)C1—H1A0.9700
O4—H40.8200C1—H1B0.9700
O6—In1ii2.154 (2)C2—H2A0.9700
O8—H80.8200C2—H2B0.9700
O9—In1ii2.089 (2)
O9i—In1—O9178.25 (5)P2—O8—H8109.5
O9i—In1—O2i90.18 (9)In1ii—O9—In1127.09 (10)
O9—In1—O2i88.87 (9)In1ii—O9—H9122 (2)
O9i—In1—O389.24 (8)In1—O9—H9111 (2)
O9—In1—O391.66 (8)O11—O10—H10A169.0
O2i—In1—O3178.07 (9)O11—O10—H10B32.4
O9i—In1—O6i90.97 (8)H10A—O10—H10B152.4
O9—In1—O6i87.60 (8)O10—O11—H10B40.1
O2i—In1—O6i92.06 (9)C1—N1—H11A109.5
O3—In1—O6i86.11 (9)C1—N1—H11B109.5
O9i—In1—O789.32 (8)H11A—N1—H11B109.5
O9—In1—O792.14 (8)C1—N1—H11C109.5
O2i—In1—O789.67 (9)H11A—N1—H11C109.5
O3—In1—O792.16 (9)H11B—N1—H11C109.5
O6i—In1—O7178.24 (9)C2—N2—H22A109.5
O1—P1—O2113.55 (15)C2—N2—H22B109.5
O1—P1—O3112.56 (15)H22A—N2—H22B109.5
O2—P1—O3110.60 (13)C2—N2—H22C109.5
O1—P1—O4103.80 (13)H22A—N2—H22C109.5
O2—P1—O4108.44 (13)H22B—N2—H22C109.5
O3—P1—O4107.41 (14)N1—C1—C2110.2 (3)
O5—P2—O6111.58 (13)N1—C1—H1A109.6
O5—P2—O7111.43 (13)C2—C1—H1A109.6
O6—P2—O7110.81 (13)N1—C1—H1B109.6
O5—P2—O8105.63 (14)C2—C1—H1B109.6
O6—P2—O8109.01 (15)H1A—C1—H1B108.1
O7—P2—O8108.16 (14)N2—C2—C1110.5 (3)
P1—O2—In1ii137.89 (14)N2—C2—H2A109.5
P1—O3—In1133.57 (14)C1—C2—H2A109.5
P1—O4—H4109.5N2—C2—H2B109.5
P2—O6—In1ii139.63 (14)C1—C2—H2B109.5
P2—O7—In1139.23 (14)H2A—C2—H2B108.1
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+1/2, y−1/2, −z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4···O5iii0.821.782.595 (3)174
O8—H8···O10.821.752.567 (4)172
O9—H9···O100.86 (2)1.93 (2)2.780 (5)170 (3)
O10—H10A···O1i0.852.443.291 (5)179
O10—H10B···O8iv0.872.352.911 (5)122
N1—H11A···O3ii0.892.002.876 (4)168
N1—H11B···O2i0.892.513.137 (4)128
N1—H11B···O100.892.433.114 (5)133
N1—H11C···O4v0.892.413.011 (4)125
N1—H11C···O1v0.891.982.823 (4)158
N2—H22A···O50.891.872.750 (4)170
N2—H22B···O6vi0.892.062.911 (4)160
N2—H22C···O7vii0.892.052.892 (4)158
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+1/2, y−1/2, −z+1/2; (iii) x+1/2, −y−1/2, z+1/2; (iv) x+1, y, z; (v) x+1/2, −y−1/2, z−1/2; (vi) −x, −y−1, −z; (vii) −x, −y, −z.

Experimental details

Crystal data
Chemical formula(C2H10N2)[In(HPO4)2(OH)]·H2O
Mr403.92
Crystal system, space groupMonoclinic, P21/n
Temperature (K)296
a, b, c (Å)10.0702 (3), 7.4896 (2), 15.6007 (5)
β (°) 99.000 (1)
V (Å3)1162.15 (6)
Z4
Radiation typeMo Kα
µ (mm−1)2.36
Crystal size (mm)0.20 × 0.06 × 0.03
Data collection
DiffractometerBruker X8 APEXII CCD area-detector
Absorption correctionMulti-scan
(SADABS; Bruker, 2005)
Tmin, Tmax0.844, 0.932
No. of measured, independent and
observed [I > 2σ(I)] reflections		13591, 2771, 2168
Rint0.045
(sin θ/λ)max (Å−1)0.658
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.026, 0.067, 1.03
No. of reflections2771
No. of parameters162
No. of restraints1
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3)0.59, −0.65

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 2006), WinGX (Farrugia, 1999).

Selected bond lengths (Å) top
In1—O9i2.089 (2)In1—O32.148 (2)
In1—O92.094 (2)In1—O6i2.154 (2)
In1—O2i2.135 (2)In1—O72.154 (2)
Symmetry code: (i) −x+1/2, y+1/2, −z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H4···O5ii0.821.782.595 (3)174
O8—H8···O10.821.752.567 (4)172
O9—H9···O100.862 (17)1.93 (2)2.780 (5)170 (3)
O10—H10A···O1i0.852.443.291 (5)179
O10—H10B···O8iii0.872.352.911 (5)122
N1—H11A···O3iv0.892.002.876 (4)168
N1—H11B···O2i0.892.513.137 (4)128
N1—H11B···O100.892.433.114 (5)133
N1—H11C···O4v0.892.413.011 (4)125
N1—H11C···O1v0.891.982.823 (4)158
N2—H22A···O50.891.872.750 (4)170
N2—H22B···O6vi0.892.062.911 (4)160
N2—H22C···O7vii0.892.052.892 (4)158
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) x+1/2, −y−1/2, z+1/2; (iii) x+1, y, z; (iv) −x+1/2, y−1/2, −z+1/2; (v) x+1/2, −y−1/2, z−1/2; (vi) −x, −y−1, −z; (vii) −x, −y, −z.
 

Acknowledgements

The authors thank the Unit of Support for Technical and Scientific Research (UATRS, CNRST) for the X-ray measurements.

References

First citationBrandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.  Google Scholar
 First citationBrown, I. D. & Altermatt, D. (1985). Acta Cryst. B41, 244–247.  CrossRef CAS Web of Science IUCr Journals Google Scholar
 First citationBruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
 First citationChen, C., Liu, Y., Fang, Q., Liu, L., Eubank, J. F., Zhang, N., Gong, S. & Pang, W. (2006). Microporous Mesoporous Mater. 97, 132–140.  Web of Science CSD CrossRef CAS Google Scholar
 First citationChen, C., Wang, S., Zhang, N., Yan, Z. & Pang, W. (2007). Microporous Mesoporous Mater. 106, 1–7.  Web of Science CSD CrossRef CAS Google Scholar
 First citationChen, C., Yi, Z., Bi, M., Liu, Y., Wang, C., Liu, L., Zhao, Z. & Pang, W. (2006). J. Solid State Chem. 179, 1478–1485.  Web of Science CSD CrossRef CAS Google Scholar
 First citationDu, Y., Yu, J., Wang, Y., Pan, Q., Zou, Y. & Xu, R. (2004). J. Solid State Chem. 177, 3032–3037.  Web of Science CrossRef CAS Google Scholar
 First citationFarrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  CrossRef IUCr Journals Google Scholar
 First citationFarrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.  CrossRef CAS IUCr Journals Google Scholar
 First citationForster, P. M. & Cheetham, A. K. (2003). Top. Catal. 24, 79–86.  Web of Science CrossRef CAS Google Scholar
 First citationHuang, L., Song, T., Fan, Y., Yang, L., Wang, L., Zhang, H., Wang, L. & Xu, J. (2010). Microporous Mesoporous Mater. 132, 409–413.  Web of Science CSD CrossRef CAS Google Scholar
 First citationLi, J., Li, L., Yu, J. & Xu, R. (2006). Inorg. Chem. Commun. 9, 624–627.  Web of Science CSD CrossRef CAS Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationThirumurugan, A. & Srinivasan, N. (2003). Dalton Trans. pp. 3387–3391.  Web of Science CSD CrossRef Google Scholar

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ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1065-m1066
https://doi.org/10.1107/S160053681003240X
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