catena-Poly[lead(II)-[μ-2,4-diamino-6-(piperidin-1-yl)pyrimidine N-oxide-κO:O]di-μ-iodido].

The N-oxide O atom of the minoxidil unit in the 1/1 adduct with lead(II) iodide, [PbI(2)(C(9)H(15)N(5)O)](n), bridges two Pb(II) atoms, as do each of the I atoms. The bridging inter-actions give rise to a linear chain motif that propagates along the a axis of the ortho-rhom-bic unit cell. The coordination sphere around the six-coordinate Pb(II) atom is a distorted ψ-monocapped octa-hedron in which the stereochemically active lone pair caps one of the faces defined by the O and I atoms forming the longer Pb-O or Pb-I bonds. The Pb(II) atom lies on a mirror plane; the mirror plane is perpendicular to the pyrimidine ring and it bis-ects the piperidine ring. The aromatic ring is disordered about the mirror plane with respect to the 1-nitro-gen and 5-carbon atoms.

Related literature

For the crystal structure of minoxidil, see: Akama et al. (2004 ▶); Martín-Islán et al. (2008 ▶).

Experimental

Crystal data

[PbI2(C9H15N5O)]

M = 670.25

Orthorhombic,

a = 8.1010 (1) Å

b = 13.5126 (2) Å

c = 14.0140 (2) Å

V = 1534.05 (4) Å3

Z = 4

Mo Kα radiation

μ = 15.02 mm−1

T = 140 K

0.20 × 0.10 × 0.05 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.153, T max = 0.521 (expected range = 0.139–0.472)

10101 measured reflections

1837 independent reflections

1752 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.018

wR(F 2) = 0.043

S = 1.05

1837 reflections

91 parameters

H-atom parameters constrained

Δρmax = 0.72 e Å−3

Δρmin = −0.90 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809020972/tk2471sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809020972/tk2471Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[PbI2(C9H15N5O)]	F(000) = 1200
Mr = 670.25	Dx = 2.902 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 5726 reflections
a = 8.1010 (1) Å	θ = 2.9–28.3°
b = 13.5126 (2) Å	µ = 15.02 mm−1
c = 14.0140 (2) Å	T = 140 K
V = 1534.05 (4) Å3	Prism, yellow
Z = 4	0.20 × 0.10 × 0.05 mm

Bruker SMART APEX diffractometer	1837 independent reflections
Radiation source: fine-focus sealed tube	1752 reflections with I > 2σ(I)
graphite	Rint = 0.028
ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.153, Tmax = 0.521	k = −17→17
10101 measured reflections	l = −18→18

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)] = 0.018	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.043	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0233P)2 + 1.8105P] where P = (Fo2 + 2Fc2)/3
1837 reflections	(Δ/σ)max = 0.001
91 parameters	Δρmax = 0.72 e Å−3
0 restraints	Δρmin = −0.90 e Å−3

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pb1	0.55277 (2)	0.7500	0.769395 (12)	0.01565 (6)
I1	0.26714 (3)	0.588041 (17)	0.831700 (16)	0.02101 (7)
O1	0.3482 (4)	0.7500	0.6436 (2)	0.0171 (7)
N1	0.3822 (5)	0.7500	0.5481 (3)	0.0137 (8)
N2	0.4236 (4)	0.6615 (2)	0.4053 (2)	0.0184 (6)	0.50
N3	0.3560 (4)	0.5806 (2)	0.5498 (2)	0.0237 (7)
H31	0.3565	0.5226	0.5213	0.028*
H32	0.3340	0.5847	0.6112	0.028*
N4	0.4716 (6)	0.7500	0.2638 (3)	0.0187 (9)
C1	0.3887 (4)	0.6625 (3)	0.5000 (2)	0.0183 (7)
C2	0.4236 (4)	0.6615 (2)	0.4053 (2)	0.0184 (6)	0.50
H2	0.4352	0.6007	0.3718	0.022*	0.50
C3	0.4417 (6)	0.7500	0.3590 (3)	0.0173 (9)
C4	0.5041 (5)	0.6591 (3)	0.2101 (3)	0.0224 (7)
H4A	0.4732	0.6010	0.2493	0.027*
H4B	0.6234	0.6544	0.1956	0.027*
C5	0.4058 (5)	0.6583 (3)	0.1176 (3)	0.0280 (9)
H5A	0.4367	0.5992	0.0798	0.034*
H5B	0.2867	0.6535	0.1326	0.034*
C6	0.4363 (8)	0.7500	0.0587 (4)	0.0350 (14)
H6A	0.5517	0.7500	0.0354	0.042*
H6B	0.3621	0.7500	0.0026	0.042*

	U11	U22	U33	U12	U13	U23
Pb1	0.01521 (10)	0.01598 (10)	0.01577 (10)	0.000	−0.00072 (6)	0.000
I1	0.02066 (14)	0.01606 (12)	0.02631 (12)	−0.00058 (9)	0.00187 (9)	0.00768 (8)
O1	0.0150 (17)	0.0263 (18)	0.0099 (13)	0.000	0.0015 (12)	0.000
N1	0.0143 (19)	0.0163 (19)	0.0105 (16)	0.000	−0.0019 (14)	0.000
N2	0.0168 (16)	0.0230 (17)	0.0155 (14)	−0.0007 (13)	0.0001 (12)	−0.0035 (12)
N3	0.0270 (17)	0.0148 (15)	0.0294 (15)	−0.0038 (13)	−0.0040 (13)	−0.0053 (12)
N4	0.026 (2)	0.018 (2)	0.0118 (18)	0.000	0.0012 (16)	0.000
C1	0.0145 (16)	0.0208 (18)	0.0197 (16)	−0.0011 (14)	−0.0007 (13)	−0.0043 (13)
C2	0.0168 (16)	0.0230 (17)	0.0155 (14)	−0.0007 (13)	0.0001 (12)	−0.0035 (12)
C3	0.014 (2)	0.022 (2)	0.016 (2)	0.000	−0.0009 (18)	0.000
C4	0.0249 (19)	0.0211 (18)	0.0211 (16)	0.0032 (16)	0.0036 (15)	−0.0038 (14)
C5	0.025 (2)	0.036 (2)	0.0226 (18)	−0.0012 (17)	−0.0035 (15)	−0.0130 (16)
C6	0.039 (4)	0.051 (4)	0.014 (2)	0.000	−0.006 (2)	0.000

Pb1—O1	2.419 (3)	N4—C3	1.356 (6)
Pb1—O1i	2.686 (3)	N4—C4	1.464 (4)
Pb1—I1	3.3024 (3)	N4—C4iii	1.464 (4)
Pb1—I1ii	3.1325 (3)	C3—C2iii	1.368 (4)
Pb1—I1i	3.1325 (3)	C3—N2iii	1.368 (4)
Pb1—I1iii	3.3024 (3)	C4—C5	1.522 (5)
O1—N1	1.366 (5)	C4—H4A	0.9900
N1—C1	1.363 (4)	C4—H4B	0.9900
N1—C1iii	1.363 (4)	C5—C6	1.509 (5)
N2—C1	1.358 (4)	C5—H5A	0.9900
N2—C3	1.368 (4)	C5—H5B	0.9900
N3—C1	1.335 (4)	C6—C5iii	1.509 (5)
N3—H31	0.8800	C6—H6A	0.9900
N3—H32	0.8800	C6—H6B	0.9900
O1—Pb1—O1i	160.22 (9)	C4—N4—C4iii	114.1 (4)
O1—Pb1—I1i	92.88 (5)	N3—C1—N2	123.0 (3)
O1i—Pb1—I1i	73.21 (5)	N3—C1—N1	116.9 (3)
O1—Pb1—I1ii	92.88 (5)	N2—C1—N1	120.1 (3)
O1i—Pb1—I1ii	73.21 (5)	N4—C3—N2	119.0 (2)
I1i—Pb1—I1ii	88.636 (10)	N4—C3—C2iii	119.0 (2)
O1—Pb1—I1	73.30 (5)	N2—C3—C2iii	121.9 (4)
O1i—Pb1—I1	120.29 (4)	N4—C3—N2iii	119.0 (2)
I1i—Pb1—I1	92.581 (7)	N2—C3—N2iii	121.9 (4)
I1ii—Pb1—I1	166.169 (8)	C2iii—C3—N2iii	0.0 (3)
O1—Pb1—I1iii	73.30 (5)	N4—C4—C5	110.5 (3)
O1i—Pb1—I1iii	120.29 (4)	N4—C4—H4A	109.6
I1i—Pb1—I1iii	166.169 (8)	C5—C4—H4A	109.6
I1ii—Pb1—I1iii	92.581 (7)	N4—C4—H4B	109.6
I1—Pb1—I1iii	83.011 (9)	C5—C4—H4B	109.6
Pb1iv—I1—Pb1	78.806 (5)	H4A—C4—H4B	108.1
N1—O1—Pb1	125.2 (3)	C6—C5—C4	112.0 (4)
N1—O1—Pb1iv	128.6 (3)	C6—C5—H5A	109.2
Pb1—O1—Pb1iv	106.25 (11)	C4—C5—H5A	109.2
O1—N1—C1	119.5 (2)	C6—C5—H5B	109.2
O1—N1—C1iii	119.5 (2)	C4—C5—H5B	109.2
C1—N1—C1iii	120.5 (4)	H5A—C5—H5B	107.9
C1—N2—C3	118.5 (3)	C5iii—C6—C5	110.4 (4)
C1—N3—H31	120.0	C5iii—C6—H6A	109.6
C1—N3—H32	120.0	C5—C6—H6A	109.6
H31—N3—H32	120.0	C5iii—C6—H6B	109.6
C3—N4—C4	122.51 (19)	C5—C6—H6B	109.6
C3—N4—C4iii	122.51 (19)	H6A—C6—H6B	108.1
O1—Pb1—I1—Pb1iv	−35.49 (5)	C3—N2—C1—N3	174.6 (4)
O1i—Pb1—I1—Pb1iv	160.24 (6)	C3—N2—C1—N1	−3.9 (5)
I1i—Pb1—I1—Pb1iv	−127.726 (10)	O1—N1—C1—N3	1.9 (5)
I1ii—Pb1—I1—Pb1iv	−32.94 (2)	C1iii—N1—C1—N3	−169.9 (3)
I1iii—Pb1—I1—Pb1iv	39.115 (7)	O1—N1—C1—N2	−179.5 (3)
O1i—Pb1—O1—N1	0.000 (2)	C1iii—N1—C1—N2	8.7 (7)
I1i—Pb1—O1—N1	−44.389 (6)	C4—N4—C3—N2	−7.1 (7)
I1ii—Pb1—O1—N1	44.389 (6)	C4iii—N4—C3—N2	−175.6 (4)
I1—Pb1—O1—N1	−136.222 (16)	C4—N4—C3—C2iii	175.6 (4)
I1iii—Pb1—O1—N1	136.222 (17)	C4iii—N4—C3—C2iii	7.1 (7)
O1i—Pb1—O1—Pb1iv	180.0	C4—N4—C3—N2iii	175.6 (4)
I1i—Pb1—O1—Pb1iv	135.611 (6)	C4iii—N4—C3—N2iii	7.1 (7)
I1ii—Pb1—O1—Pb1iv	−135.611 (6)	C1—N2—C3—N4	−178.0 (4)
I1—Pb1—O1—Pb1iv	43.778 (16)	C1—N2—C3—C2iii	−0.8 (7)
I1iii—Pb1—O1—Pb1iv	−43.778 (16)	C1—N2—C3—N2iii	−0.8 (7)
Pb1—O1—N1—C1	94.1 (3)	C3—N4—C4—C5	134.8 (5)
Pb1iv—O1—N1—C1	−85.9 (3)	C4iii—N4—C4—C5	−55.8 (6)
Pb1—O1—N1—C1iii	−94.1 (3)	N4—C4—C5—C6	54.1 (5)
Pb1iv—O1—N1—C1iii	85.9 (3)	C4—C5—C6—C5iii	−53.5 (6)