Bis(2-amino-pyrimidine-κN)aqua-(nitrato-κO)(nitrato-κO,O')zinc(II).

The water-coordinated Zn atom in the title monoaqua zinc nitrate adduct of 2-amino-pyrimidine, [Zn(NO(3))(2)(C(4)H(5)N(3))(2)(H(2)O)], is bonded to a monodentate nitrate ion and is chelated by the other nitrate ion. The heterocyclic ligands coordinate through ring N-donor sites. The coordination geometry about the Zn(II) atom is a distorted octa-hedron. Intra-molecular N-H⋯O hydrogen bonds occur. In the crystal, adjacent adduct mol-ecules are linked by O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds into a layer motif parallel to (001).

Related literature

The aqua­zinc nitrate adduct is isotypic with its Co and Ni analogs, see: Pike et al. (2006 ▶). The copper nitrate adduct is anhydrous, see: Albada et al. (2002 ▶).

Experimental

Crystal data

[Zn(NO3)2(C4H5N3)2(H2O)]

M = 397.63

Monoclinic,

a = 13.2742 (4) Å

b = 8.0142 (2) Å

c = 28.6204 (7) Å

β = 101.335 (1)°

V = 2985.31 (14) Å3

Z = 8

Mo Kα radiation

μ = 1.70 mm−1

T = 293 K

0.22 × 0.18 × 0.12 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.706, T max = 0.822

14113 measured reflections

3401 independent reflections

3006 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.081

S = 1.04

3401 reflections

241 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.43 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku, 2002 ▶); 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, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810036731/jh2204sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810036731/jh2204Isup2.hkl

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

[Zn(NO3)2(C4H5N3)2(H2O)]	F(000) = 1616
Mr = 397.63	Dx = 1.769 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 11713 reflections
a = 13.2742 (4) Å	θ = 3.0–27.4°
b = 8.0142 (2) Å	µ = 1.70 mm−1
c = 28.6204 (7) Å	T = 293 K
β = 101.335 (1)°	Prism, colorless
V = 2985.31 (14) Å3	0.22 × 0.18 × 0.12 mm
Z = 8

Rigaku R-AXIS RAPID diffractometer	3401 independent reflections
Radiation source: fine-focus sealed tube	3006 reflections with I > 2σ(I)
graphite	Rint = 0.039
Detector resolution: 10.000 pixels mm-1	θmax = 27.4°, θmin = 3.0°
ω scans	h = −17→17
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −10→10
Tmin = 0.706, Tmax = 0.822	l = −34→37
14113 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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0479P)2 + 2.0445P] where P = (Fo2 + 2Fc2)/3
3401 reflections	(Δ/σ)max = 0.001
241 parameters	Δρmax = 0.40 e Å−3
6 restraints	Δρmin = −0.42 e Å−3

	x	y	z	Uiso*/Ueq
Zn1	0.498530 (14)	0.66515 (3)	0.616791 (7)	0.02883 (9)
O1	0.39847 (10)	0.55960 (19)	0.66269 (5)	0.0379 (3)
O2	0.28031 (17)	0.4531 (3)	0.60891 (6)	0.0822 (7)
O3	0.30770 (17)	0.3540 (3)	0.67905 (8)	0.0742 (6)
O4	0.46872 (15)	0.4598 (2)	0.55893 (9)	0.0764 (7)
O5	0.56026 (15)	0.4082 (3)	0.62668 (7)	0.0614 (5)
O6	0.5176 (2)	0.2078 (2)	0.57552 (7)	0.0745 (6)
O1W	0.62147 (10)	0.7246 (2)	0.58475 (5)	0.0377 (3)
N1	0.39392 (11)	0.8157 (2)	0.57361 (5)	0.0301 (3)
N2	0.24514 (12)	0.9882 (2)	0.55462 (6)	0.0398 (4)
N3	0.29718 (15)	0.8839 (3)	0.63018 (7)	0.0492 (5)
N4	0.55915 (12)	0.8053 (2)	0.67664 (5)	0.0306 (3)
N5	0.64072 (15)	0.8410 (2)	0.75816 (6)	0.0437 (4)
N6	0.60734 (16)	0.5800 (2)	0.72650 (7)	0.0460 (4)
N7	0.32868 (12)	0.4509 (2)	0.64962 (6)	0.0371 (4)
N8	0.51533 (15)	0.3535 (2)	0.58614 (8)	0.0466 (4)
C1	0.40689 (15)	0.8333 (3)	0.52831 (7)	0.0351 (4)
H1	0.4624	0.7805	0.5192	0.042*
C2	0.34156 (16)	0.9258 (3)	0.49524 (7)	0.0415 (5)
H2	0.3512	0.9366	0.4641	0.050*
C3	0.26084 (16)	1.0021 (3)	0.51044 (7)	0.0418 (5)
H3	0.2154	1.0662	0.4888	0.050*
C4	0.31217 (13)	0.8944 (3)	0.58546 (7)	0.0329 (4)
C5	0.56075 (18)	0.9717 (3)	0.67104 (8)	0.0447 (5)
H5	0.5335	1.0169	0.6413	0.054*
C6	0.6010 (2)	1.0766 (3)	0.70754 (10)	0.0586 (6)
H6	0.6024	1.1916	0.7033	0.070*
C7	0.63959 (19)	1.0039 (3)	0.75104 (8)	0.0534 (6)
H7	0.6661	1.0729	0.7766	0.064*
C8	0.60164 (13)	0.7461 (3)	0.72035 (6)	0.0317 (4)
H11	0.6657 (17)	0.789 (3)	0.5994 (9)	0.061 (8)*
H12	0.653 (2)	0.640 (2)	0.5780 (11)	0.067 (9)*
H31	0.3355 (18)	0.817 (3)	0.6501 (8)	0.053 (8)*
H32	0.2393 (12)	0.920 (3)	0.6356 (10)	0.057 (8)*
H61	0.567 (2)	0.515 (3)	0.7066 (9)	0.074 (9)*
H62	0.624 (2)	0.548 (4)	0.7560 (5)	0.071 (9)*

	U11	U22	U33	U12	U13	U23
Zn1	0.02802 (13)	0.03286 (14)	0.02437 (13)	0.00355 (8)	0.00208 (8)	−0.00019 (8)
O1	0.0338 (7)	0.0452 (8)	0.0339 (7)	−0.0098 (6)	0.0044 (5)	−0.0037 (6)
O2	0.0895 (14)	0.1073 (18)	0.0386 (9)	−0.0538 (13)	−0.0145 (9)	0.0059 (10)
O3	0.0787 (14)	0.0756 (14)	0.0671 (13)	−0.0275 (10)	0.0110 (11)	0.0237 (10)
O4	0.0554 (10)	0.0468 (10)	0.1130 (18)	0.0005 (8)	−0.0180 (11)	0.0186 (11)
O5	0.0691 (11)	0.0716 (12)	0.0484 (10)	−0.0027 (9)	0.0233 (8)	−0.0121 (9)
O6	0.1327 (19)	0.0331 (9)	0.0651 (12)	0.0095 (10)	0.0380 (12)	−0.0043 (9)
O1W	0.0294 (7)	0.0403 (8)	0.0446 (8)	−0.0014 (6)	0.0102 (6)	−0.0080 (7)
N1	0.0258 (7)	0.0392 (9)	0.0245 (7)	0.0043 (6)	0.0032 (6)	0.0006 (6)
N2	0.0365 (8)	0.0476 (10)	0.0336 (8)	0.0150 (7)	0.0028 (7)	0.0005 (7)
N3	0.0460 (10)	0.0729 (13)	0.0310 (9)	0.0265 (10)	0.0133 (8)	0.0088 (9)
N4	0.0319 (7)	0.0340 (8)	0.0257 (7)	−0.0031 (6)	0.0051 (6)	0.0003 (6)
N5	0.0488 (10)	0.0522 (11)	0.0279 (8)	−0.0134 (8)	0.0022 (7)	−0.0063 (7)
N6	0.0556 (11)	0.0426 (10)	0.0327 (9)	−0.0036 (8)	−0.0089 (8)	0.0065 (8)
N7	0.0328 (8)	0.0439 (9)	0.0345 (8)	−0.0068 (7)	0.0066 (6)	0.0001 (7)
N8	0.0512 (11)	0.0366 (10)	0.0561 (12)	0.0037 (8)	0.0210 (9)	−0.0023 (8)
C1	0.0344 (9)	0.0444 (11)	0.0272 (9)	0.0067 (8)	0.0075 (7)	0.0022 (7)
C2	0.0451 (11)	0.0533 (13)	0.0256 (9)	0.0084 (9)	0.0056 (8)	0.0066 (9)
C3	0.0412 (10)	0.0475 (12)	0.0330 (10)	0.0103 (9)	−0.0018 (8)	0.0042 (9)
C4	0.0296 (9)	0.0401 (10)	0.0281 (9)	0.0053 (7)	0.0030 (7)	−0.0011 (7)
C5	0.0589 (13)	0.0350 (11)	0.0386 (11)	−0.0020 (9)	0.0055 (9)	0.0039 (9)
C6	0.0835 (18)	0.0343 (12)	0.0553 (14)	−0.0100 (11)	0.0072 (13)	−0.0061 (10)
C7	0.0634 (14)	0.0536 (14)	0.0417 (12)	−0.0178 (12)	0.0068 (10)	−0.0162 (11)
C8	0.0287 (8)	0.0404 (11)	0.0252 (8)	−0.0058 (7)	0.0035 (7)	−0.0001 (7)

Zn1—N1	2.0583 (15)	N3—H31	0.869 (10)
Zn1—N4	2.0740 (16)	N3—H32	0.864 (10)
Zn1—O1W	2.0782 (14)	N4—C5	1.343 (3)
Zn1—O5	2.214 (2)	N4—C8	1.353 (2)
Zn1—O1	2.2117 (14)	N5—C7	1.320 (3)
Zn1—O4	2.313 (2)	N5—C8	1.341 (2)
O1—N7	1.273 (2)	N6—C8	1.342 (3)
O2—N7	1.215 (2)	N6—H61	0.871 (10)
O3—N7	1.218 (3)	N6—H62	0.869 (10)
O4—N8	1.235 (3)	C1—C2	1.369 (3)
O5—N8	1.274 (3)	C1—H1	0.9300
O6—N8	1.209 (2)	C2—C3	1.376 (3)
O1W—H11	0.831 (10)	C2—H2	0.9300
O1W—H12	0.840 (10)	C3—H3	0.9300
N1—C1	1.348 (2)	C5—C6	1.366 (3)
N1—C4	1.355 (2)	C5—H5	0.9300
N2—C3	1.326 (3)	C6—C7	1.379 (4)
N2—C4	1.351 (2)	C6—H6	0.9300
N3—C4	1.336 (3)	C7—H7	0.9300
N1—Zn1—N4	106.55 (6)	C8—N6—H62	115 (2)
N1—Zn1—O1W	95.52 (6)	H61—N6—H62	118 (3)
N4—Zn1—O1W	91.68 (6)	O3—N7—O2	121.54 (19)
N1—Zn1—O5	144.20 (7)	O3—N7—O1	119.02 (18)
N4—Zn1—O5	108.93 (7)	O2—N7—O1	119.28 (18)
O1W—Zn1—O5	88.09 (6)	O6—N8—O4	122.8 (2)
N1—Zn1—O1	99.66 (6)	O6—N8—O5	122.1 (2)
N4—Zn1—O1	84.11 (6)	O4—N8—O5	115.1 (2)
O1W—Zn1—O1	164.82 (6)	N1—C1—C2	122.55 (18)
O5—Zn1—O1	79.56 (6)	N1—C1—H1	118.7
N1—Zn1—O4	89.25 (6)	C2—C1—H1	118.7
N4—Zn1—O4	163.88 (6)	C1—C2—C3	116.67 (19)
O1W—Zn1—O4	83.45 (7)	C1—C2—H2	121.7
O5—Zn1—O4	55.71 (7)	C3—C2—H2	121.7
O1—Zn1—O4	96.60 (7)	N2—C3—C2	122.81 (18)
N7—O1—Zn1	125.05 (12)	N2—C3—H3	118.6
N8—O4—Zn1	92.60 (16)	C2—C3—H3	118.6
N8—O5—Zn1	96.21 (14)	N3—C4—N2	117.25 (17)
Zn1—O1W—H11	117 (2)	N3—C4—N1	119.20 (17)
Zn1—O1W—H12	113 (2)	N2—C4—N1	123.53 (17)
H11—O1W—H12	106 (3)	N4—C5—C6	122.2 (2)
C1—N1—C4	116.87 (16)	N4—C5—H5	118.9
C1—N1—Zn1	116.11 (12)	C6—C5—H5	118.9
C4—N1—Zn1	126.99 (13)	C5—C6—C7	116.8 (2)
C3—N2—C4	117.57 (17)	C5—C6—H6	121.6
C4—N3—H31	119.3 (18)	C7—C6—H6	121.6
C4—N3—H32	117.1 (19)	N5—C7—C6	123.2 (2)
H31—N3—H32	121 (3)	N5—C7—H7	118.4
C5—N4—C8	116.43 (17)	C6—C7—H7	118.4
C5—N4—Zn1	116.84 (13)	N6—C8—N5	117.00 (17)
C8—N4—Zn1	126.66 (13)	N6—C8—N4	118.12 (17)
C7—N5—C8	116.47 (19)	N5—C8—N4	124.86 (19)
C8—N6—H61	120 (2)
N1—Zn1—O1—N7	72.86 (16)	O5—Zn1—N4—C8	−19.60 (17)
N4—Zn1—O1—N7	178.70 (16)	O1—Zn1—N4—C8	57.21 (15)
O1W—Zn1—O1—N7	−106.8 (2)	O4—Zn1—N4—C8	−36.2 (3)
O5—Zn1—O1—N7	−70.77 (15)	Zn1—O1—N7—O3	150.33 (18)
O4—Zn1—O1—N7	−17.50 (16)	Zn1—O1—N7—O2	−34.3 (3)
N1—Zn1—O4—N8	−168.46 (15)	Zn1—O4—N8—O6	173.3 (2)
N4—Zn1—O4—N8	22.8 (4)	Zn1—O4—N8—O5	−5.9 (2)
O1W—Zn1—O4—N8	95.89 (15)	Zn1—O5—N8—O6	−173.0 (2)
O5—Zn1—O4—N8	3.73 (13)	Zn1—O5—N8—O4	6.2 (2)
O1—Zn1—O4—N8	−68.82 (15)	C4—N1—C1—C2	0.0 (3)
N1—Zn1—O5—N8	9.79 (19)	Zn1—N1—C1—C2	178.16 (17)
N4—Zn1—O5—N8	−178.14 (12)	N1—C1—C2—C3	0.3 (3)
O1W—Zn1—O5—N8	−87.01 (13)	C4—N2—C3—C2	0.0 (3)
O1—Zn1—O5—N8	101.86 (13)	C1—C2—C3—N2	−0.3 (4)
O4—Zn1—O5—N8	−3.63 (13)	C3—N2—C4—N3	178.6 (2)
N4—Zn1—N1—C1	126.33 (14)	C3—N2—C4—N1	0.4 (3)
O1W—Zn1—N1—C1	32.92 (15)	C1—N1—C4—N3	−178.6 (2)
O5—Zn1—N1—C1	−61.49 (19)	Zn1—N1—C4—N3	3.6 (3)
O1—Zn1—N1—C1	−147.00 (14)	C1—N1—C4—N2	−0.4 (3)
O4—Zn1—N1—C1	−50.43 (15)	Zn1—N1—C4—N2	−178.24 (15)
N4—Zn1—N1—C4	−55.78 (17)	C8—N4—C5—C6	−1.3 (3)
O1W—Zn1—N1—C4	−149.19 (16)	Zn1—N4—C5—C6	−178.4 (2)
O5—Zn1—N1—C4	116.40 (17)	N4—C5—C6—C7	−0.6 (4)
O1—Zn1—N1—C4	30.90 (17)	C8—N5—C7—C6	−0.1 (4)
O4—Zn1—N1—C4	127.46 (17)	C5—C6—C7—N5	1.3 (4)
N1—Zn1—N4—C5	−27.69 (17)	C7—N5—C8—N6	176.5 (2)
O1W—Zn1—N4—C5	68.58 (16)	C7—N5—C8—N4	−2.1 (3)
O5—Zn1—N4—C5	157.14 (15)	C5—N4—C8—N6	−175.85 (19)
O1—Zn1—N4—C5	−126.05 (16)	Zn1—N4—C8—N6	0.9 (3)
O4—Zn1—N4—C5	140.6 (3)	C5—N4—C8—N5	2.8 (3)
N1—Zn1—N4—C8	155.57 (14)	Zn1—N4—C8—N5	179.52 (15)
O1W—Zn1—N4—C8	−108.16 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H11···O2i	0.83 (1)	1.99 (2)	2.776 (2)	158 (3)
O1w—H12···N2ii	0.84 (1)	1.94 (1)	2.754 (2)	165 (3)
N3—H31···O1	0.87 (1)	2.23 (2)	2.989 (3)	146 (2)
N3—H32···O5iii	0.86 (1)	2.34 (2)	3.133 (3)	152 (3)
N6—H61···O1	0.87 (1)	2.37 (3)	3.010 (2)	131 (3)
N6—H61···O5	0.87 (1)	2.43 (2)	3.122 (3)	137 (3)
N6—H62···O1iv	0.87 (1)	2.41 (2)	3.192 (2)	150 (3)
N6—H62···O3iv	0.87 (1)	2.45 (2)	3.265 (3)	156 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1w—H11⋯O2i	0.83 (1)	1.99 (2)	2.776 (2)	158 (3)
O1w—H12⋯N2ii	0.84 (1)	1.94 (1)	2.754 (2)	165 (3)
N3—H31⋯O1	0.87 (1)	2.23 (2)	2.989 (3)	146 (2)
N3—H32⋯O5iii	0.86 (1)	2.34 (2)	3.133 (3)	152 (3)
N6—H61⋯O1	0.87 (1)	2.37 (3)	3.010 (2)	131 (3)
N6—H61⋯O5	0.87 (1)	2.43 (2)	3.122 (3)	137 (3)
N6—H62⋯O1iv	0.87 (1)	2.41 (2)	3.192 (2)	150 (3)
N6—H62⋯O3iv	0.87 (1)	2.45 (2)	3.265 (3)	156 (3)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .