In order to make chemical characterization of two Origanum vulgare L. subspecies in Montenegro, the essential oils of five wild growing populations were analyzed. Among 67 oil constituents, in O. vulgare subsp. hirtum dominant one was oxygenated monoterpene carvacrol (74.3%), while in O. vulgare subsp. vulgare prevailed sesquiterpene hydrocarbons: germacrene D (15.4-27.9%) and β-caryophyllene (7.7-14.6%), and among oxygenated monoterpenes: α-terpineol (4.8-17.8%), linalyl acetate (0.5-9.6%), linalool (3.0-8.8%), thymol (0.2-8.3), terpinene 4-ol (1.5-8.3%). Several of the main essential oil constituents appeared to be highly intercorrelated. Strong positive correlations (r > 0.70; P < 0.01) were observed between α-terpineol and linalyl acetate, αterpineol and thymol, linalyl acetate and thymol, γ-terpenene and carvacrol, (E)-β-ocimene and β-bisabolene, while strong negative correlations (r <-0.70; P < 0.01) were evidenced between γ-terpenene and β-caryophyllene, γ-terpenene and germacrene D, p-cymene and germacrene D. Multivariate analyses allowed the grouping of the populations into three distinct chemotypes. Population P5 (Origanum vulgare subsp. hirtum) was distinguished from O. vulgare subsp. vulgare populations by predominance of carvacrol, while within the typical subspecies the population P1 (Boljevići) separated from P2 (Radovče), P3 (Lipovo) and P4 (Grahovo) by high oil levels of α-terpineol, linalyl-acetate and thymol.

In the continuation of our systematic research of pyrazole coordination compounds, complexes of Cu(II), Ni(II), Co(II) and Zn(II) with 4-nitro-3-pyrazolecarboxylic acid ligand (L) were synthesized in the reaction of warm ethanolic solutions of the ligand and CuCl 2 Á2H 2 O, Ni(CH 3 COO) 2 , CoCl 2 Á6H 2 O and Zn(CH 3 COO) 2 , mixed in the metal-to-ligand ratio of 1:2. As the compounds could not be obtained in the form suitable for single-crystal structure analysis, their bis(ligand) structures, ML 2 (M = Cu II , Ni II , Co II and Zn II ) were proposed on the basis of elemental analysis, IR spectrometry, conductometric and TG-MS measurements. The low conductivity of the compounds additionally supports the deprotonation of the ligand and the formation of neutral complexes. The solvent content was calculated using the thermogravimetric (TG) data. According to TG data, the copper(II) compound crystallizes with 8 while nickel(II) complex with 4 water molecules, CuL 2 Á8H 2 O, NiL 2 Á4H 2 O. Complexes of Co(II) and Zn(II) contain 1 and 1.5 water molecules. Despite the differences in solvation properties, the high similarity in the course of the decomposition refers to the similar coordination mode of the organic ligand. The crystal and molecular structures of HLÁH 2 O and NH 4 [LHL] were determined by single-crystal X-ray structure analysis. Biological research based on determining the inhibition effect of commercial fungicide Cabrio top, ligand, and all newly synthesized complexes on Ph. viticola has been carried out using the phytosanitary method.

Macrophytes react to changes in the quality of the environment in which they live (water/sediment), and they are good bioindicators of surface water conditions. In the present study, the content of the metals cobalt (Co) and nickel (Ni) was determined in the sediment, the water, and different organs of macrophytes from six localities around Lake Skadar, across four different seasons of year. The aquatic macrophytes that have been used as bioindicator species in this study are Phragmites australis (an emerged species), Ceratophyllum demersum (a submerged species), and Lemna minor (a floating species). The aim of this study was to determine the distribution of metals in macrophyte tissues and also to discover the degree of bioaccumulation of the investigated metals, depending both on the location and on the season. The content of Co and Ni in the examined parts of the macrophytes was in the range of 0.04-8.78 and 0.30-28.5 ppm, respectively. The greatest content of the investigated metal in the organs of P. australis and C. demersum was recorded at the beginning of and during the growing season. Greater concentrations of metals in the tissue of L. minor were observed at the end of the growing season.

Supporting information: this article has supporting information at journals.iucr.org/c First crystal structures of metal complexes with a 4-nitropyrazole-3-carboxylic acid ligand and the third crystal form of the ligand

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