1-Naphthyl­ammonium triiodo­plumbate(II)

The title compound, (C₁₀H₁₀N)[PbI₃], crystallizes as an organic–inorganic hybrid. As such, the structure contains extended chains of [PbI₃]⁻ units running along the b axis. Each Pb atom is octa­hedrally coordinated by six iodides, arranged as chains of face-sharing octa­hedra. These inorganic chains are separated by the isolated organic cations.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.019 Å
• R factor = 0.036
• wR factor = 0.079
• Data-to-parameter ratio = 19.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         19
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.17 Ratio

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus, (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2003).

(1-naphthylammonium) triiodoplumbate(II)

Crystal data

(C10H7NH3)[PbI3]	F(000) = 2544
Mr = 732.08	Dx = 3.105 Mg m^−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 796 reflections
a = 15.546 (4) Å	θ = 3.5–28.1°
b = 7.8944 (19) Å	µ = 16.66 mm^−1
c = 25.522 (7) Å	T = 293 K
V = 3132.2 (14) Å^3	Rhomboid, yellow
Z = 8	0.18 × 0.14 × 0.04 mm

Data collection

Bruker SMART CCD area-detector diffractometer	1618 reflections with I > 2σ(I)
phi and ω scans	Rint = 0.072
Absorption correction: integration (XPREP; Bruker, 1999)	θmax = 25°, θmin = 1.6°
Tmin = 0.067, Tmax = 0.526	h = −18→15
9144 measured reflections	k = −9→9
2729 independent reflections	l = −29→25

Refinement

Refinement on F^2	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ^2(Fo^2) + (0.0299P)^2] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.036	(Δ/σ)max = 0.001
wR(F^2) = 0.079	Δρmax = 0.88 e Å^−3
S = 0.96	Δρmin = −0.97 e Å^−3
2729 reflections	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
138 parameters	Extinction coefficient: 0.00082 (3)
100 restraints

Special details

Experimental. Numerical integration absroption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 1999)

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.5883 (7)	0.7205 (14)	0.3786 (5)	0.050 (2)
C2	0.6197 (8)	0.5629 (15)	0.3869 (6)	0.070 (3)
H2	0.6139	0.5091	0.4191	0.084*
C3	0.6619 (9)	0.4834 (17)	0.3441 (7)	0.087 (4)
H3	0.6856	0.3763	0.3488	0.104*
C4	0.6685 (9)	0.5574 (17)	0.2975 (6)	0.080 (3)
H4	0.6965	0.501	0.2704	0.096*
C4A	0.6333 (8)	0.7228 (16)	0.2881 (5)	0.064 (3)
C5	0.6396 (9)	0.8018 (19)	0.2402 (6)	0.087 (4)
H5	0.6661	0.7461	0.2125	0.104*
C6	0.6081 (9)	0.9574 (19)	0.2331 (6)	0.091 (4)
H6	0.6128	1.0063	0.2001	0.109*
C7	0.5679 (8)	1.0518 (18)	0.2736 (6)	0.082 (4)
H7	0.5465	1.16	0.2674	0.098*
C8	0.5615 (7)	0.9775 (14)	0.3228 (6)	0.063 (3)
H8	0.537	1.0373	0.3505	0.076*
C8A	0.5922 (6)	0.8109 (12)	0.3309 (5)	0.047 (2)
N1	0.5386 (5)	0.7989 (12)	0.4221 (4)	0.062 (3)
H1A	0.5605	0.9002	0.4294	0.093*
H1B	0.5416	0.733	0.4503	0.093*
H1C	0.4839	0.8103	0.4124	0.093*
I3	0.33263 (5)	0.85653 (8)	0.35957 (3)	0.0448 (2)
I2	0.33705 (6)	0.85727 (9)	0.52951 (3)	0.0607 (3)
I1	0.08577 (4)	0.85248 (9)	0.44295 (3)	0.0496 (2)
Pb1	0.25067 (3)	1.09814 (4)	0.443837 (17)	0.03943 (16)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.036 (6)	0.058 (5)	0.055 (5)	−0.018 (5)	−0.001 (5)	0.006 (4)
C2	0.065 (8)	0.068 (6)	0.077 (8)	−0.011 (6)	−0.009 (6)	0.016 (5)
C3	0.086 (9)	0.075 (7)	0.101 (9)	0.019 (7)	−0.013 (8)	−0.003 (5)
C4	0.079 (8)	0.078 (6)	0.085 (8)	0.000 (6)	0.006 (8)	−0.021 (6)
C4A	0.059 (7)	0.076 (6)	0.057 (6)	−0.016 (5)	0.008 (6)	−0.004 (4)
C5	0.088 (9)	0.111 (8)	0.060 (6)	−0.021 (7)	0.022 (7)	0.003 (6)
C6	0.090 (9)	0.114 (8)	0.068 (8)	−0.029 (8)	0.012 (7)	0.034 (7)
C7	0.069 (8)	0.086 (7)	0.091 (9)	−0.011 (7)	0.003 (7)	0.035 (6)
C8	0.047 (6)	0.068 (5)	0.074 (7)	−0.004 (5)	0.005 (6)	0.016 (5)
C8A	0.037 (5)	0.051 (5)	0.052 (5)	−0.021 (4)	0.001 (5)	0.001 (4)
N1	0.060 (6)	0.084 (6)	0.042 (5)	−0.031 (5)	−0.003 (4)	−0.007 (5)
I3	0.0510 (4)	0.0449 (4)	0.0386 (5)	−0.0007 (4)	0.0065 (4)	0.0014 (4)
I2	0.0862 (6)	0.0414 (4)	0.0544 (6)	0.0028 (4)	−0.0297 (5)	0.0016 (4)
I1	0.0371 (4)	0.0531 (4)	0.0586 (6)	0.0009 (4)	0.0003 (4)	0.0069 (5)
Pb1	0.0429 (3)	0.02903 (19)	0.0464 (3)	0.00154 (18)	−0.0015 (3)	0.0015 (2)

Geometric parameters (Å, º)

C1—C2	1.353 (15)	C7—H7	0.93
C1—C8A	1.414 (15)	C8—C8A	1.415 (14)
C1—N1	1.486 (14)	C8—H8	0.93
C2—C3	1.421 (18)	N1—H1A	0.89
C2—H2	0.93	N1—H1B	0.89
C3—C4	1.330 (19)	N1—H1C	0.89
C3—H3	0.93	I3—Pb1	3.1443 (10)
C4—C4A	1.435 (17)	I3—Pb1^i	3.2347 (9)
C4—H4	0.93	I2—Pb1	3.1938 (10)
C4A—C5	1.376 (17)	I2—Pb1^i	3.2903 (10)
C4A—C8A	1.442 (16)	I1—Pb1	3.2146 (10)
C5—C6	1.335 (19)	I1—Pb1^i	3.2401 (10)
C5—H5	0.93	Pb1—I3^ii	3.2347 (9)
C6—C7	1.42 (2)	Pb1—I1^ii	3.2401 (10)
C6—H6	0.93	Pb1—I2^ii	3.2902 (10)
C7—C8	1.390 (18)
C2—C1—C8A	125.7 (12)	C1—C8A—C8	125.4 (12)
C2—C1—N1	117.0 (12)	C1—C8A—C4A	115.3 (10)
C8A—C1—N1	117.1 (10)	C8—C8A—C4A	119.3 (12)
C1—C2—C3	116.9 (14)	C1—N1—H1A	109.5
C1—C2—H2	121.5	C1—N1—H1B	109.5
C3—C2—H2	121.5	H1A—N1—H1B	109.5
C4—C3—C2	122.0 (14)	C1—N1—H1C	109.5
C4—C3—H3	119	H1A—N1—H1C	109.5
C2—C3—H3	119	H1B—N1—H1C	109.5
C3—C4—C4A	121.2 (14)	Pb1—I3—Pb1^i	76.44 (3)
C3—C4—H4	119.4	Pb1—I2—Pb1^i	74.98 (3)
C4A—C4—H4	119.4	Pb1—I1—Pb1^i	75.40 (2)
C5—C4A—C4	122.1 (14)	I3—Pb1—I2	86.37 (3)
C5—C4A—C8A	119.0 (13)	I3—Pb1—I1	87.27 (3)
C4—C4A—C8A	118.8 (13)	I2—Pb1—I1	88.91 (3)
C6—C5—C4A	120.8 (15)	I3—Pb1—I3^ii	95.16 (3)
C6—C5—H5	119.6	I2—Pb1—I3^ii	177.41 (2)
C4A—C5—H5	119.6	I1—Pb1—I3^ii	93.24 (3)
C5—C6—C7	123.1 (15)	I3—Pb1—I1^ii	93.04 (3)
C5—C6—H6	118.5	I2—Pb1—I1^ii	92.51 (3)
C7—C6—H6	118.5	I1—Pb1—I1^ii	178.57 (3)
C8—C7—C6	117.9 (13)	I3^ii—Pb1—I1^ii	85.34 (2)
C8—C7—H7	121	I3—Pb1—I2^ii	178.49 (3)
C6—C7—H7	121	I2—Pb1—I2^ii	95.13 (4)
C7—C8—C8A	119.9 (13)	I1—Pb1—I2^ii	92.82 (3)
C7—C8—H8	120	I3^ii—Pb1—I2^ii	83.33 (3)
C8A—C8—H8	120	I1^ii—Pb1—I2^ii	86.82 (3)
C8A—C1—C2—C3	1.5 (18)	C5—C4A—C8A—C1	179.8 (11)
N1—C1—C2—C3	175.7 (10)	C4—C4A—C8A—C1	−1.9 (16)
C1—C2—C3—C4	−2 (2)	C5—C4A—C8A—C8	−1.7 (17)
C2—C3—C4—C4A	0 (2)	C4—C4A—C8A—C8	176.6 (10)
C3—C4—C4A—C5	179.9 (14)	Pb1^i—I3—Pb1—I2	45.74 (2)
C3—C4—C4A—C8A	2 (2)	Pb1^i—I3—Pb1—I1	−43.34 (2)
C4—C4A—C5—C6	−178.3 (13)	Pb1^i—I3—Pb1—I3^ii	−136.35 (3)
C8A—C4A—C5—C6	0 (2)	Pb1^i—I3—Pb1—I1^ii	138.06 (2)
C4A—C5—C6—C7	1 (2)	Pb1^i—I2—Pb1—I3	−45.12 (2)
C5—C6—C7—C8	0 (2)	Pb1^i—I2—Pb1—I1	42.21 (2)
C6—C7—C8—C8A	−1.9 (18)	Pb1^i—I2—Pb1—I1^ii	−138.02 (2)
C2—C1—C8A—C8	−178.1 (11)	Pb1^i—I2—Pb1—I2^ii	134.95 (3)
N1—C1—C8A—C8	7.7 (15)	Pb1^i—I1—Pb1—I3	43.50 (2)
C2—C1—C8A—C4A	0.3 (16)	Pb1^i—I1—Pb1—I2	−42.92 (2)
N1—C1—C8A—C4A	−173.8 (9)	Pb1^i—I1—Pb1—I3^ii	138.52 (2)
C7—C8—C8A—C1	−179.0 (11)	Pb1^i—I1—Pb1—I2^ii	−138.01 (2)
C7—C8—C8A—C4A	2.6 (16)

Symmetry codes: (i) −x+1/2, y−1/2, z; (ii) −x+1/2, y+1/2, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···I2^iii	0.89	2.7	3.554 (8)	161
N1—H1B···I1^iv	0.89	2.89	3.719 (10)	156
N1—H1C···I3	0.89	2.74	3.606 (9)	166

Symmetry codes: (iii) −x+1, −y+2, −z+1; (iv) x+1/2, −y+3/2, −z+1.