In the title compound, C19H15ClO3, the dihedral angle between your naphthalene band system as well as the benzene band is 72. images: (Burnett & Johnson, 1996 ?); software program used to get ready materials for publication: (Burnett & Johnson, 1996) story of (I) is normally shown in Fig. 1. In the molecule of (I), the interplanar position between your benzene band (C12C17) as well as the naphthalene band (C1C10) is normally 72.06?(7). The carbonyl group as well as the 4-chlorophenyl group are nearly coplanar [O1C11C12C17 torsion angle = -4.4?(2)]. In the crystal framework, the molecular packaging of (I) is principally stabilized by truck der Waals connections. The substances of (I) are Rabbit Polyclonal to SCAMP1 aligned consecutively in stacks along the axis (Fig. 2). Adjacent 4-chlorophenyl groupings parallel are specifically, as well as the perpendicular length between these planes is FK 3311 IC50 normally 3.660?(1) ? (Fig. 3). Amount 4 displays the herring-bone packaging from the naphthalene band in the crystal. The crystal packaging is likewise stabilized by intermolecular CHO hydrogen bonding between your methoxy air and a hydrogen atom from the close by 4-chlorophenyl band of the adjacent molecule (C13H13O3i; Fig. 2 and Desk 1). Experimental To a remedy of 4-chlorobenzoyl chloride (77 mg, 0.44 mmol) and AlCl3 (64 mg, 0.48 mmol) in nitrobenzene (1.0 ml) was added a remedy of 2,7-dimethoxynaphthalene (0.40 in nitrobenzene, 1.0 ml, 0.40 mmol) drop-wise at 0 C. The response mix was stirred for 6 h at 0 C and instantly poured into H2O (10 ml) and CHCl3 (5 ml). The aqueous level was extracted with CHCl3 (3 5 ml). The mixed organic layers had been cleaned with aqueous 2 NaOH (3 20 ml), brine (3 20 ml), and dried out over MgSO4 for right away. The solvent was taken out as well as the crude materials was purified by recrystallization from hexanes to provide the title substance being a colorless platelets (m.p. 394.5C394.8 K, produce 102 mg, 78%). Spectroscopic Data: 1H NMR (300 MHz, CDCl3) 7.87 (d, 1H), 7.78 (d, 2H), 7.72 (d, 1H), 7.39 (d, 2H), 7.15 (d, 1H), 7.02 (dd, 1H), 6.78 (d, 1H), 3.79 (s, 3H), 3.73 (s, 3H); 13C NMR (75 MHz, CDCl3) 196.7, 159.0, 155.0, 139.7, 136.5, 133.0, 131.3, 130.8, 129.7, 128.8, 124.4, 121.1, 117.1, 110.1, 102.0, 56.2, 55.2; IR (KBr): 1667, 1628, 1587, 1575, 1513, 1278, 1241, 1047. Anal. Calcd for C19H15ClO3: C 69.84, H 4.63. Present: C 69.61, H 4.74. Refinement All H atoms had been found in a notable difference map and had been subsequently enhanced as traveling atoms, with CH FK 3311 IC50 = 0.93 (aromatic) and 0.96 (methyl) ?, and with = 326.76Melting stage = 394.5C394.8 KOrthorhombic, = 6.6033 (3) ? = 3.1C68.1o= 16.0751 (7) ? = 2.21 mm?1= 30.2216 (12) ?= 296 K= 3208.0 (2) ?3Platelet, colorless= 80.40 0.15 0.10 mm> 2(= 296 Kmin = 5.5o scans= ?77Absorption correction: multi-scan(= ?1919= ?363654984 measured reflections Notice in another window Refinement Refinement on = 1/[2(= (= 1.11(/)max < 0.0012919 reflectionsmax = 0.13 e ??3210 parametersmin = ?0.33 e ??3Primary atom site location: structure-invariant immediate methodsExtinction correction: non-e Notice in another window Particular details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral position between two l.s. planes) are estimated using the entire FK 3311 IC50 covariance matrix. The cell e.s.d.'s are considered in the estimation of e independently.s.d.'s FK 3311 IC50 in ranges, torsion and angles angles; correlations between e.s.d.'s in cell variables are only utilized if they are described by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s can be used for estimating e.s.d.'s involving l.s. planes.Refinement. Refinement of and goodness of in shape derive from derive from established to zero for detrimental F2. The threshold appearance of F2 > (F2) can be used only for determining R-elements(gt) etc. and isn’t relevant to the decision of reflections for refinement. R-elements.