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C16H20AgBN8, monoclinic, P121/c1 (no. 14), a = 11.2198(4) Å, b = 12.3987(4) Å, c = 15.4397(5) Å, * = 109.701(2)°, V = 2022.1 Å, Z = 4, Rgt(F) = 0.032, wRref(F ) = 0.089, T = 233 K. Source of material The title compound was synthesized by stirring the commercial room temperature ionic liquid 1-ethyl-3-methylimidazolium tetracyanoborate and silver oxide in methanol for 96 h at room temperature. The colorless precipitate was collected by filtration, washed with methanol and diethyl ether, and dried (mp. 100 104 °C). H NMR, C NMR and IR spectroscopic data are available in the CIF file. Discussion The moderately coordinating tetracyanoborate anion is a relatively recent invention [1]. N-Heterocyclic carbene (NHC)-silver complexes are valuable carbene transfer reagents for the conversion to other metal NHC systems [2-5]. To our knowledge, the title compound is the first tetracyanoborate of an N-heterocyclic carbene-silver complex. Predictably, when an imidazolium salt with a weakly coordinating anion is used to generate the carbene, the resulting cationic silver complex is of the biscarbene type [2]. The central carbene-metal bond lengths C1—Ag and C7—Ag are 2.082(3) and 2.079(3) Å, respectively, with a pertinent angle of 176.7(2)°. The N–C–N ‘carbene angles’ are 104.6° and 104.9°, which is unusually large [6,7]. In the crystal structure, the silver atoms are located in a glide plane perpendicular to [010]. The tetracyanoborate anions exhibit a slightly distorted tetrahedral shape and are packed along a two-fold screw axis in the direction of the crystallographic axis [010]. The B–C–N angles range from 174° to 179°. Weak interionic contacts were observed: C2–H···N5 (H···A distance 2.65 Å, D···A distance 3.460(5) Å, D–H···A angle 145°), C3–H···N7 (2.69 Å, 3.521(5) Å, 148°), C8–H···N5 (2.62 Å, 3.480(5) Å, 152°), and C9–H···N7 (2.64 Å, 3.398(5) Å, 138°), respectively; symmetry codes: (i) –x,1–y,1–z; (ii) 1–x,–2+y,2–z; (iii) –x,–y,1–z; (iv) 1–x,2+y,2–z. Z. Kristallogr. NCS 225 (2010) 377-378 / DOI 10.1524/ncrs.2010.0165 377 © by Oldenbourg Wissenschaftsverlag, München Crystal: colorless prism, size 0.03 × 0.1 × 0.3 mm Wavelength: Mo K+ radiation (0.71073 Å) .: 10.13 cm−1 Diffractometer, scan mode: Nonius Kappa CCD, #/' 2,max: 50° N(hkl)measured, N(hkl)unique: 11635, 3562 Criterion for Iobs, N(hkl)gt: Iobs > 2 )(Iobs), 2512 N(param)refined: 239 Programs: SHELXS-97, SHELXL-97 [8] Table 1. Data collection and handling. H(2) 4e −0.0285 0.6559 0.3620 0.065 H(3) 4e 0.1988 0.6462 0.4492 0.064 H(4A) 4e −0.1646 0.4368 0.2579 0.090 H(4B) 4e −0.2109 0.5198 0.3178 0.090 H(4C) 4e −0.1805 0.3990 0.3514 0.090 H(5A) 4e 0.2926 0.3721 0.5290 0.059 H(5B) 4e 0.3470 0.4912 0.5414 0.059 H(6A) 4e 0.4542 0.3888 0.4656 0.091 H(6B) 4e 0.3751 0.4787 0.3974 0.091 H(6C) 4e 0.3250 0.3583 0.3879 0.091 H(8) 4e −0.0468 −0.1503 0.3466 0.066 H(9) 4e 0.1796 −0.1495 0.4363 0.067 H(10A) 4e −0.1883 0.1102 0.3427 0.093 H(10B) 4e −0.2233 −0.0087 0.3053 0.093 H(10C) 4e −0.1713 0.0747 0.2490 0.093 H(11A) 4e 0.3329 −0.0012 0.5372 0.066 H(11B) 4e 0.2826 0.1191 0.5286 0.066 H(12A) 4e 0.4468 0.1040 0.4686 0.112 H(12B) 4e 0.3202 0.1386 0.3901 0.112 H(12C) 4e 0.3677 0.0176 0.3965 0.112 Table 2. Atomic coordinates and displacement parameters (in Å). Atom Site x y z Uiso

Crystal structure of bis(1-ethyl-3-methylimidazol-2-ylidene)silver(I) tetracyanoborate, [(C 6 H 10 N 2 ) 2 Ag][B(CN) 4 ]