Melaminium iodide monohydrate.

In the title melaminium salt, 2,4,6-triamino-1,3,5-triazin-1-ium iodide monohydrate, C(3)H(7)N(6) (+)·I(-)·H(2)O, the components are linked via N-H⋯O, N-H⋯N, O-H⋯I and N-H⋯I hydrogen bonds. All of the H atoms of the melaminium cation are involved in hydrogen bonds. The melaminium cations are inter-connected by four N-H⋯N hydrogen bonds, forming ribbons along [111]. The water mol-ecules connected by N-H⋯O hydrogen bonds also form part of these ribbons. The ribbons are inter-connected by other hydrogen bonds (O-H⋯I and N-H⋯I), as well as by π-π inter-actions [centroid-centroid distance = 3.6597 (17) Å].

Related literature

For similar singly protonated melaminium salts, see: Janczak et al. (2001 ▶); Athikomrattanakul et al. (2007 ▶). For ferroelectric materials, see: Fu et al. (2009 ▶); Hang et al. (2009 ▶). For impedance studies, see: Uthrakumar et al. (2008 ▶).

Experimental

Crystal data

C3H7N6 +·I−·H2O

M = 272.06

Triclinic,

a = 6.0655 (12) Å

b = 7.0370 (14) Å

c = 11.413 (2) Å

α = 104.02 (3)°

β = 93.95 (3)°

γ = 109.08 (3)°

V = 440.80 (19) Å3

Z = 2

Mo Kα radiation

μ = 3.59 mm−1

T = 293 K

0.40 × 0.30 × 0.20 mm

Data collection

Rigaku SCXmini diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T miical">n = 0.285, T max = 0.487

4551 measured reflections

2006 independent reflections

1896 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.067

S = 1.11

2006 reflections

106 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.61 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publicatioical">n: PRPKAPPA (Fergusoical">n, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681001785X/fb2196sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681001785X/fb2196Isup2.hkl

Additional supplementary materials: crystallographic iical">nformatioical">n; 3D view; checkCIF report

C3H7N6+·I−·H2O	Z = 2
Mr = 272.06	F(000) = 260
Triclinic, P1	Dx = 2.050 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.0655 (12) Å	Cell parameters from 4510 reflections
b = 7.0370 (14) Å	θ = 3.2–27.5°
c = 11.413 (2) Å	µ = 3.59 mm−1
α = 104.02 (3)°	T = 293 K
β = 93.95 (3)°	Prism, colourless
γ = 109.08 (3)°	0.40 × 0.30 × 0.20 mm
V = 440.80 (19) Å3

Rigaku SCXmini diffractometer	2006 independent reflections
Radiation source: fine-focus sealed tube	1896 reflections with I > 2σ(I)
graphite	Rint = 0.029
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.2°
ω scans	h = −7→7
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −9→9
Tmin = 0.285, Tmax = 0.487	l = −14→14
4551 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026	Hydrogen site location: difference Fourier map
wR(F2) = 0.067	H atoms treated by a mixture of independent and constrained refinement
S = 1.11	w = 1/[σ2(Fo2) + (0.0285P)2 + 0.1083P] where P = (Fo2 + 2Fc2)/3
2006 reflections	(Δ/σ)max = 0.008
106 parameters	Δρmax = 0.47 e Å−3
3 restraints	Δρmin = −0.60 e Å−3
30 constraints

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.

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.

	x	y	z	Uiso*/Ueq
N1	0.1770 (4)	0.3970 (4)	0.3846 (2)	0.0392 (5)
N2	0.4296 (4)	0.2565 (4)	0.2773 (2)	0.0433 (5)
H2A	0.5039	0.2463	0.2159	0.052*
N3	0.3428 (4)	0.1720 (4)	0.4600 (2)	0.0402 (5)
N4	0.2758 (6)	0.4725 (5)	0.2059 (3)	0.0567 (7)
H4A	0.1912	0.5504	0.2121	0.068*
H4B	0.3504	0.4576	0.1449	0.068*
N6	0.1007 (5)	0.3160 (4)	0.5631 (2)	0.0510 (6)
H6A	0.1161	0.2533	0.6175	0.061*
H6B	0.0144	0.3925	0.5713	0.061*
O1	0.6721 (6)	0.1912 (5)	0.0884 (3)	0.0817 (9)
H1A	0.707 (10)	0.091 (5)	0.051 (5)	0.123*
H1B	0.731 (10)	0.301 (5)	0.070 (5)	0.123*
C1	0.2911 (5)	0.3752 (4)	0.2904 (3)	0.0401 (6)
C2	0.2097 (5)	0.2947 (4)	0.4671 (2)	0.0375 (5)
C3	0.4499 (5)	0.1533 (4)	0.3622 (3)	0.0414 (6)
I1	0.89281 (4)	0.76920 (3)	0.134131 (16)	0.05182 (10)
N5	0.5833 (5)	0.0365 (5)	0.3468 (3)	0.0562 (7)
H5A	0.6010	−0.0276	0.4000	0.067*
H5B	0.6525	0.0246	0.2835	0.067*

	U11	U22	U33	U12	U13	U23
N1	0.0500 (13)	0.0449 (12)	0.0330 (11)	0.0251 (10)	0.0130 (10)	0.0164 (10)
N2	0.0505 (13)	0.0533 (13)	0.0369 (12)	0.0275 (11)	0.0152 (10)	0.0170 (11)
N3	0.0489 (12)	0.0450 (12)	0.0339 (12)	0.0243 (10)	0.0076 (10)	0.0133 (10)
N4	0.0751 (18)	0.0785 (19)	0.0448 (15)	0.0473 (16)	0.0294 (14)	0.0350 (14)
N6	0.0732 (17)	0.0630 (16)	0.0401 (13)	0.0427 (14)	0.0239 (12)	0.0264 (12)
O1	0.093 (2)	0.086 (2)	0.080 (2)	0.0379 (18)	0.0513 (17)	0.0311 (18)
C1	0.0445 (14)	0.0427 (14)	0.0369 (14)	0.0182 (12)	0.0088 (11)	0.0136 (11)
C2	0.0415 (13)	0.0382 (13)	0.0330 (13)	0.0148 (11)	0.0054 (11)	0.0095 (11)
C3	0.0424 (14)	0.0453 (14)	0.0375 (14)	0.0186 (12)	0.0035 (11)	0.0099 (12)
I1	0.06273 (16)	0.06633 (16)	0.03972 (14)	0.03312 (12)	0.01791 (10)	0.02193 (11)
N5	0.0674 (17)	0.0751 (18)	0.0485 (16)	0.0474 (15)	0.0192 (13)	0.0240 (14)

N1—C1	1.322 (3)	N4—H4B	0.8600
N1—C2	1.357 (3)	N6—C2	1.321 (4)
N2—C1	1.357 (3)	N6—H6A	0.8600
N2—C3	1.366 (4)	N6—H6B	0.8600
N2—H2A	0.8600	O1—H1A	0.831 (18)
N3—C3	1.330 (4)	O1—H1B	0.822 (18)
N3—C2	1.354 (3)	C3—N5	1.321 (4)
N4—C1	1.325 (4)	N5—H5A	0.8600
N4—H4A	0.8600	N5—H5B	0.8600
C1—N1—C2	115.6 (2)	N1—C1—N4	120.5 (3)
C1—N2—C3	119.5 (2)	N1—C1—N2	121.9 (2)
C1—N2—H2A	120.3	N4—C1—N2	117.6 (3)
C3—N2—H2A	120.3	N6—C2—N3	117.0 (2)
C3—N3—C2	115.5 (2)	N6—C2—N1	117.0 (2)
C1—N4—H4A	120.0	N3—C2—N1	126.1 (2)
C1—N4—H4B	120.0	N5—C3—N3	120.1 (3)
H4A—N4—H4B	120.0	N5—C3—N2	118.5 (3)
C2—N6—H6A	120.0	N3—C3—N2	121.4 (2)
C2—N6—H6B	120.0	C3—N5—H5A	120.0
H6A—N6—H6B	120.0	C3—N5—H5B	120.0
H1A—O1—H1B	115 (3)	H5A—N5—H5B	120.0

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O1	0.86	1.87	2.724 (4)	172
N4—H4A···I1i	0.86	2.95	3.764 (3)	159
N4—H4B···I1ii	0.86	3.20	3.758 (3)	125
N6—H6A···I1iii	0.86	2.88	3.647 (3)	149
N6—H6B···N1iv	0.86	2.15	3.009 (3)	173
O1—H1A···I1v	0.83 (2)	3.13 (4)	3.760 (4)	134 (5)
O1—H1A···I1vi	0.83 (2)	3.39 (5)	3.778 (3)	112 (4)
O1—H1B···I1	0.82 (2)	3.00 (3)	3.732 (4)	150 (5)
N5—H5A···N3vii	0.86	2.15	3.013 (4)	177
N5—H5B···I1v	0.86	2.97	3.698 (3)	143

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O1	0.86	1.87	2.724 (4)	172
N4—H4A⋯I1i	0.86	2.95	3.764 (3)	159
N4—H4B⋯I1ii	0.86	3.20	3.758 (3)	125
N6—H6A⋯I1iii	0.86	2.88	3.647 (3)	149
N6—H6B⋯N1iv	0.86	2.15	3.009 (3)	173
O1—H1A⋯I1v	0.83 (2)	3.13 (4)	3.760 (4)	134 (5)
O1—H1A⋯I1vi	0.83 (2)	3.39 (5)	3.778 (3)	112 (4)
O1—H1B⋯I1	0.82 (2)	3.00 (3)	3.732 (4)	150 (5)
N5—H5A⋯N3vii	0.86	2.15	3.013 (4)	177
N5—H5B⋯I1v	0.86	2.97	3.698 (3)	143

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .