1,3-双(3,5-二溴亚水杨基氨基)-2-丙醇的晶体结构

IF 0.1 Q4 CRYSTALLOGRAPHY
M. Mikuriya, Nagisa Tsuchimoto, Yoshiki Koyama, R. Mitsuhashi, M. Tsuboi
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The former has one nitro group at the salicylideneamino ring, whereas the latter has one chloro group and one methoxy group at the salicylideneamino ring. In this study, we prepared 1,3-bis(3,5-dibromosalicylideneamino)-2-propanol (H3dbsalpr), which has two bromo groups at the salicylideneamino ring (Fig. 1), and determined the crystal structure of H3dbsalpr, which has not been elucidated so far. 1,3-Diamino-2-propanol (0.646 g, 7 mmol) and 3,5-dibromosalicylaldehyde (4.00 g, 14 mmol) were dissolved in methanol (50 cm3)–acetonitrile (10 cm3). The solution was refluxed for 3 h, and then left at room temperature. The resulting yellow precipitate was filtered off, washed with methanol, and dried under a vacuum. Yield, 3.98 g (91%). IR (KBr, cm–1): 3235 (ν(OH)), 3055 (ν(CH(phenyl)), 2925 (νasCH2), 2889 (νsCH2), 1632 (νC=N). X-ray quality crystals were grown by recrystallization from acetonitrile. X-ray diffraction data were collected on a Bruker CCD X-ray diffractometer (SMART APEX) using graphite-monochromated Mo-Kα radiation. Crystal data and details concerning the data collection are given in Table 1. The structure was solved by an intrinsic phasing method with SHELXT-2014, and refined by full-matrix least-squares methods with SHELXL-2018. The hydrogen atoms were inserted at their calculated positions, and fixed there with restraints. The hydrogen atoms at the imino groups were also inserted at the calculated positions because it was difficult to locate the hydrogen atoms from the D-Fourier maps including the phenolate oxygen areas. For thermal anisotropic displacement parameters (ADPs) of most of the carbon atoms, enhanced rigid bond restraints were applied. Crystallographic data have been deposited with Cambridge Crystallographic Data Centre (Deposit number CCDC2091176). Copies of the data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; Fax, +44 1223 336033; e-mail, deposit@ccdc.cam.ac.uk). In the crystal, the asymmetric unit consists of three independent 1,3-bis(3,5-dibromosalicylideneamino)-2-propanol, H3dbsalpr molecules, like in the case for 1,3-bis(salicylideneamino)-2propanol (four independent molecules in the asymmetric unit).8 The asymmetric unit drawn with the thermal ellipsoids is shown in Fig. 2. 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引用次数: 1

摘要

希夫碱分子1,3-双(水杨基氨基)-2-丙醇(H3salpr)及其取代衍生物是潜在的五齿配体,具有两个酚氧、两个亚氮和一个中心醇氧供体原子,通过去质子作用与金属原子配位。已知这些希夫碱配体形成单核铜(II)配合物作为四齿O, N, N, O螯合物,1和双核铜(II),2镍(II),3锰(III),4和钴(III)5配合物作为三齿O, N, O螯合物。在此之前,我们报道了单取代席夫碱配体1,3-二(5-硝基水杨基氨基)-2-丙醇(H3nsalpr)和二取代席夫碱配体1,3-二(5氯-3-甲氧基水杨基氨基)-2-丙醇(H3cmsalpr)的晶体结构。前者在水杨基氨基环上有一个硝基,而后者在水杨基氨基环上有一个氯基和一个甲氧基。在本研究中,我们制备了在水杨基氨基环上有两个溴基团的1,3-二(3,5-二溴水杨基氨基)-2-丙醇(H3dbsalpr)(图1),并确定了H3dbsalpr的晶体结构,目前尚未被阐明。1,3-二氨基-2-丙醇(0.646 g, 7 mmol)和3,5-二溴水杨醛(4.00 g, 14 mmol)溶于甲醇(50 cm3) -乙腈(10 cm3)中。溶液回流3小时,然后在室温下放置。所得的黄色沉淀物被过滤掉,用甲醇洗涤,并在真空下干燥。产率3.98 g(91%)。红外(KBr, cm - 1): 3235(ν(哦),3055(ν(CH(苯)),2925(νasCH2), 2889(ν伊万),1632(νC = N)。用乙腈重结晶法生长出x射线质量的晶体。采用石墨-单铬化Mo-Kα辐射,在Bruker CCD x射线衍射仪(SMART APEX)上采集x射线衍射数据。晶体数据和有关数据收集的详细信息见表1。基于SHELXT-2014的内禀相位法求解该结构,基于SHELXL-2018的全矩阵最小二乘法对其进行细化。氢原子被插入到计算出的位置,并被约束固定在那里。由于难以从含酚氧区的d -傅立叶图中定位氢原子,因此亚胺基上的氢原子也被插入到计算位置。对于大多数碳原子的热各向异性位移参数(ADPs),采用了增强的刚性键约束。晶体学数据已存放在剑桥晶体学数据中心(存储号CCDC2091176)。数据副本可通过http://www.ccdc.cam.ac.uk/conts/retrieving.html免费获得(或从剑桥晶体学数据中心,12,Union Road, Cambridge, CB2 1EZ, UK;传真:+44 1223 336033;电子邮件deposit@ccdc.cam.ac.uk)。在晶体中,不对称单元由三个独立的1,3-二(3,5-二溴水杨基氨基)-2-丙醇H3dbsalpr分子组成,就像1,3-二(水杨基氨基)-2-丙醇一样(不对称单元中有四个独立的分子)用热椭球绘制的非对称单元如图2所示。选定的键距和角度在2022年给出©日本分析化学学会
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Crystal Structure of 1,3-Bis(3,5-dibromosalicylideneamino)-2-propanol
Schiff-base molecules, 1,3-bis(salicylideneamino)-2-propanol (H3salpr), and their substituted derivatives, are potential pentadentate ligands with two phenolato-oxygen, two iminonitrogen, and one central alcoholate-oxygen donor atoms by deprotonation with coordination to metal atoms. It is known that these Schiff-base ligands form a mononuclear copper(II) complex as a tetradentate O, N, N, O-chelate,1 and dinuclear copper(II),2 nickel(II),3 manganese(III),4 and cobalt(III)5 complexes as tridentate O, N, O-chelates. Previously, we reported on the crystal structures of a monosubstituted Schiffbase ligand, 1,3-bis(5-nitrosalicylideneamino)-2-propanol (H3nsalpr) and a disubstituted Schiff-base ligand, 1,3-bis(5chloro-3-methoxysalicylideneamino)-2-propanol (H3cmsalpr). The former has one nitro group at the salicylideneamino ring, whereas the latter has one chloro group and one methoxy group at the salicylideneamino ring. In this study, we prepared 1,3-bis(3,5-dibromosalicylideneamino)-2-propanol (H3dbsalpr), which has two bromo groups at the salicylideneamino ring (Fig. 1), and determined the crystal structure of H3dbsalpr, which has not been elucidated so far. 1,3-Diamino-2-propanol (0.646 g, 7 mmol) and 3,5-dibromosalicylaldehyde (4.00 g, 14 mmol) were dissolved in methanol (50 cm3)–acetonitrile (10 cm3). The solution was refluxed for 3 h, and then left at room temperature. The resulting yellow precipitate was filtered off, washed with methanol, and dried under a vacuum. Yield, 3.98 g (91%). IR (KBr, cm–1): 3235 (ν(OH)), 3055 (ν(CH(phenyl)), 2925 (νasCH2), 2889 (νsCH2), 1632 (νC=N). X-ray quality crystals were grown by recrystallization from acetonitrile. X-ray diffraction data were collected on a Bruker CCD X-ray diffractometer (SMART APEX) using graphite-monochromated Mo-Kα radiation. Crystal data and details concerning the data collection are given in Table 1. The structure was solved by an intrinsic phasing method with SHELXT-2014, and refined by full-matrix least-squares methods with SHELXL-2018. The hydrogen atoms were inserted at their calculated positions, and fixed there with restraints. The hydrogen atoms at the imino groups were also inserted at the calculated positions because it was difficult to locate the hydrogen atoms from the D-Fourier maps including the phenolate oxygen areas. For thermal anisotropic displacement parameters (ADPs) of most of the carbon atoms, enhanced rigid bond restraints were applied. Crystallographic data have been deposited with Cambridge Crystallographic Data Centre (Deposit number CCDC2091176). Copies of the data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; Fax, +44 1223 336033; e-mail, deposit@ccdc.cam.ac.uk). In the crystal, the asymmetric unit consists of three independent 1,3-bis(3,5-dibromosalicylideneamino)-2-propanol, H3dbsalpr molecules, like in the case for 1,3-bis(salicylideneamino)-2propanol (four independent molecules in the asymmetric unit).8 The asymmetric unit drawn with the thermal ellipsoids is shown in Fig. 2. Selected bond distances and angles are given in 2022 © The Japan Society for Analytical Chemistry
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CiteScore
0.60
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50.00%
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17
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