research communications
and Hirshfeld surface analysis of 2-(4-nitrophenyl)-2-oxoethyl benzoate
aDepartment of Chemistry, GSSS Institute of Engineering and Technology for Women, Mysuru 570 016, Karnataka, India, bDepartment of Engineering Chemistry, Vidya Vikas Institute of Engineering & Technology, Visvesvaraya Technological University, Alanahally, Mysuru 570 028, Karnataka, India, cDepartment of Physics, School of Engineering and Technology, Jain University, Bangalore 562 112, India, dDepartment of Chemistry, Sri Siddhartha Institute of Technology, Tumkur 572 105, Karnataka, India, eSchool of Chemical & Biomolecular Engineering, The University of Sydney, Sydney, NSW, Australia, and fDepartment of Chemistry, Science College, An-Najah National University, PO Box 7, Nablus, West Bank, Palestinian Territories
*Correspondence e-mail: s.naveen@jainuniversity.ac.in, khalil.i@najah.edu
The title compound, C15H11NO5, is relatively planar, with the planes of the two aromatic rings being inclined to each other by 3.09 (5)°. In the crystal, molecules are linked by a pair of C—H⋯O hydrogen bonds, forming inversion dimers, which enclose an R22(16) ring motif. The dimers are linked by a further pair of C—H⋯O hydrogen-bonds forming ribbons enclosing R44(26) ring motifs. The ribbons are linked by offset π–π interactions [centroid–centroid distances = 3.6754 (6)–3.7519 (6) Å] to form layers parallel to the ac plane. Through Hirshfeld surface analyses, the dnorm surfaces, electrostatic potential and two-dimensional fingerprint (FP) plots were examined to verify the contributions of the different intermolecular contacts within the supramolecular structure. The shape-index surface shows that two sides of the molecule are involved with the same contacts in neighbouring molecules, and the curvedness plot shows flat surface patches that are characteristic of planar stacking.
1. Chemical context
Photoreleasable protecting groups have been of long-standing interest for their diverse applications in various multistep syntheses (Ruzicka et al., 2002; Literák et al., 2006). The reaction between an acid and a phenacyl bromide yields the keto ester derivative. As a protecting group, the ester derivatives are well known as protecting groups for carboxylic acids in chemical synthesis (Rather & Reid, 1919; Literák et al., 2006). They can easily be cleaved under completely neutral or mild conditions (Sheehan & Umezawa, 1973) and are therefore used for the identification of organic acids. Versatile applications of these compounds are seen in the field of synthetic chemistry, such as in the synthesis of oxazoles and imidazoles (Huang et al., 1996), as well as benzoxazepine (Gandhi et al., 1995), and they are also useful in peptide synthesis. Studies reveal an inhibitory activity against two isozymes of 11b-hydroxysteroid dehydrogenases (11b-HSD1 and 11b-HSD2), which catalyze the interconversion of active cortisol and inactive cortisone (Zhang et al., 2009). Researchers have reported the synthesis and photolysis studies of a number of phenacyl The commercial importance of phenacyl benzoates arose due to their applications in various fields of chemistry. In continuation of our work on such molecules (Kumar et al., 2014; Chidan Kumar et al., 2014), we report herein on the crystal and molecular structure of 2-(4-nitrophenyl)-2-oxoethyl benzoate.
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2. Structural commentary
The molecular structure of the title compound is shown in Fig. 1. The compound is composed of two aromatic rings linked by a C—C(=O)—O—C(=O) bridge. The unique molecular conformation of this compound is characterized by three torsion angles, viz. τ1 (C11—C10—C9—O3), τ2 (C7—C8—O1—C9) and τ3 (O2—C7—C8—O1), whereby the τ1 value of 9.60 (16)° signifies the apparent coplanarity between the mean planes of the phenyl ring and the adjacent carbonyl groups of the connecting bridge. The τ2 value of 174.08 (9)° between the two carbonyl groups indicates an antiperiplanar conformation. Likewise, owing to a substitution on the the title compound experiences steric repulsion between the substituent and adjacent carbonyl groups, influencing the torsion angle [τ3 = 1.88 (15)°], and it adopts a +synperiplanar conformation. The bond lengths and angles are normal and the molecular conformation is characterized by a dihedral angle of 3.09 (5)° between the mean planes of the two aromatic rings indicating that they are coplanar. The nitro group lies almost in the plane of the phenyl ring, as indicated by the torsion angle values of 7.80 (15) and 8.46 (15)° for C4—C3—N1—O4 and C2—C3—N1—O5, respectively.
3. Supramolecular features
In the crystal, there are no classical hydrogen bonds present. However, the structure is stabilized by weak intermolecular C—H⋯O interactions. Specifically, a pair of intermolecular C5—H5⋯O3i interactions stabilize the supramolecular architecture by forming inversion dimers with an (16) ring motif (Table 1 and Fig. 2). The dimers are linked by a further pair of C—H⋯O hydrogen bonds, forming ribbons that enclose R44(26) ring motifs (Table 1 and Fig. 2). The ribbons are linked by a series of offset π–π interactions (Table 2), forming layers that stack up the b-axis direction (Fig. 3).
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4. Hirshfeld surface analysis and two-dimensional fingerprint plots
The Hirshfeld surface analysis (Spackman & Jayatilaka, 2009) and the associated two-dimensional fingerprint plots (McKinnon et al., 2007) were performed and created with CrystalExplorer17 (Turner et al., 2017). Hirshfeld surface analysis enables the visualization of intermolecular interactions by different colours and colour intensity, representing short or long contacts and indicating the relative strengths of the interactions. Figs. 4 and 5 show the Hirshfeld surfaces mapped over dnorm (−0.195 to 1.091 a.u.) and shape-index (−1.0 to 1.0 a.u.), respectively.
In Fig. 4, the dark spots near the C and O atoms result from C—H⋯O interactions, which play a significant role in the molecular packing. The Hirshfeld surfaces illustrated in Fig. 4 also reflect the involvement of different atoms in the intermolecular interactions through the appearance of blue and red regions around the participating atoms, which correspond to positive and negative electrostatic potential, respectively. The shape-index surface clearly shows that the two sides of the molecules are involved in the same contacts with neighbouring molecules and the curvedness plots show flat surface patches characteristic of planar stacking.
The overall two-dimensional fingerprint plot for the title compound and those delineated into O—H/H—O, H—H, C—H/H—C and C—C contacts are illustrated in Fig. 6. The percentage contributions from the different interatomic contacts to the Hirshfeld surfaces are O⋯H = 35.9%, H⋯H = 29.7%, C⋯H = 14.7% and C⋯C = 10.3%, and are shown in the two-dimensional fingerprint plots in Fig. 6. The percentage contributions of other intermolecular contacts are less than 5% in the Hirshfeld surface mapping.
5. Database survey
A search of the Cambridge Structural Database (CSD, Version 5.40, last update May 2019; Groom et al., 2016) using 2-oxo-2-phenylethyl benzoate as the main skeleton revealed the presence of 62 structures with different substituents on the terminal phenyl rings (see supplementary information file S1). In these structures, the two aromatic rings are inclined to each other by dihedral angles varying from ca 0 to 90°. There are seven structures with a nitro substituent on one of the aromatic rings (see supplementary information file S2). However, there is only one compound with the same skeleton as the title compound, i.e. 2-(biphenyl-4-yl)-2-oxoethyl 4-nitrobenzoate (CSD refcode CISSAB; Kwong et al., 2017). Here, the two aromatic rings are inclined to each other by ca 70.96°, compared to an inclination of only 3.09 (5)° in the title compound.
6. Synthesis and crystallization
The title compound was synthesized as per the procedure of Kumar et al. (2014). A mixture of 2-bromo-1-(4-nitrophenyl)ethanone (0.2 g, 0.5 mmol), potassium carbonate (0.087 g, 0.63 mmol) and benzoic acid (0.079 g, 0.65 mmol) in dimethylformamide (5 ml) was stirred at room temperature for 2 h. After completion of the reaction, the reaction mixture was poured into ice-cold water. The solid product obtained was filtered off, washed with water and recrystallized from ethanol to give colourless needle-like crystals (m.p. 386–390 K).
7. Refinement
Crystal data, data collection and structure . H atoms on C atoms were positioned geometrically (C—H = 0.95–0.99 Å) and refined using a riding model, with Uiso(H) = 1.2Ueq(C).
details are summarized in Table 3
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Supporting information
https://doi.org/10.1107/S2056989019013975/su5520sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989019013975/su5520Isup2.hkl
CSD search file S1. DOI: https://doi.org/10.1107/S2056989019013975/su5520sup3.pdf
CSD search file S2. DOI: https://doi.org/10.1107/S2056989019013975/su5520sup4.pdf
Supporting information file. DOI: https://doi.org/10.1107/S2056989019013975/su5520Isup5.cml
Data collection: APEX2 (Bruker, 2012); cell
SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF (Westrip, 2010).C15H11NO5 | F(000) = 592 |
Mr = 285.25 | Dx = 1.517 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3133 reflections |
a = 7.3371 (4) Å | θ = 1.9–30.2° |
b = 21.0051 (11) Å | µ = 0.12 mm−1 |
c = 8.3069 (4) Å | T = 100 K |
β = 102.711 (1)° | Needle, colourless |
V = 1248.86 (11) Å3 | 0.37 × 0.19 × 0.11 mm |
Z = 4 |
Bruker APEXII DUO CCD area-detector diffractometer | 3496 independent reflections |
Radiation source: Rotating Anode | 3133 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
Detector resolution: 18.4 pixels mm-1 | θmax = 30.2°, θmin = 1.9° |
φ and ω scans | h = −10→10 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | k = −29→29 |
Tmin = 0.959, Tmax = 0.988 | l = −11→11 |
14140 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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.120 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0687P)2 + 0.3119P] where P = (Fo2 + 2Fc2)/3 |
3696 reflections | (Δ/σ)max < 0.001 |
190 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.30 e Å−3 |
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles |
Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > 2sigma(F2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
O1 | 0.14827 (11) | 0.38115 (4) | 0.37625 (9) | 0.0160 (2) | |
O2 | 0.34743 (16) | 0.30646 (4) | 0.58368 (11) | 0.0357 (3) | |
O3 | −0.02999 (13) | 0.46698 (4) | 0.29186 (10) | 0.0227 (3) | |
O4 | 0.55675 (12) | 0.44140 (4) | 1.40112 (10) | 0.0228 (2) | |
O5 | 0.70482 (14) | 0.35199 (5) | 1.40652 (11) | 0.0292 (3) | |
N1 | 0.59732 (13) | 0.39281 (5) | 1.33492 (11) | 0.0167 (2) | |
C1 | 0.47223 (14) | 0.31711 (5) | 0.92088 (13) | 0.0142 (3) | |
C2 | 0.54458 (14) | 0.32506 (5) | 1.08833 (13) | 0.0142 (3) | |
C3 | 0.51595 (14) | 0.38305 (5) | 1.15843 (12) | 0.0129 (2) | |
C4 | 0.41568 (14) | 0.43237 (5) | 1.06970 (13) | 0.0137 (2) | |
C5 | 0.34479 (14) | 0.42390 (5) | 0.90160 (12) | 0.0128 (2) | |
C6 | 0.37472 (13) | 0.36653 (5) | 0.82655 (12) | 0.0123 (2) | |
C7 | 0.30848 (15) | 0.35532 (5) | 0.64525 (13) | 0.0152 (3) | |
C8 | 0.19380 (15) | 0.40611 (5) | 0.54070 (12) | 0.0144 (3) | |
C9 | 0.03139 (14) | 0.41587 (5) | 0.26299 (12) | 0.0132 (2) | |
C10 | −0.01390 (13) | 0.38341 (5) | 0.09985 (12) | 0.0122 (2) | |
C11 | −0.11222 (14) | 0.41756 (5) | −0.03566 (13) | 0.0140 (3) | |
C12 | −0.16055 (14) | 0.38880 (5) | −0.18959 (13) | 0.0159 (3) | |
C13 | −0.11199 (15) | 0.32571 (5) | −0.20797 (13) | 0.0168 (3) | |
C14 | −0.01248 (15) | 0.29164 (5) | −0.07323 (13) | 0.0162 (3) | |
C15 | 0.03811 (14) | 0.32043 (5) | 0.08058 (13) | 0.0138 (3) | |
H1 | 0.48900 | 0.27770 | 0.86970 | 0.0170* | |
H2 | 0.61170 | 0.29180 | 1.15300 | 0.0170* | |
H4 | 0.39580 | 0.47110 | 1.12250 | 0.0160* | |
H5 | 0.27610 | 0.45710 | 0.83790 | 0.0150* | |
H8A | 0.07880 | 0.41510 | 0.58050 | 0.0170* | |
H8B | 0.26650 | 0.44600 | 0.54450 | 0.0170* | |
H11 | −0.14620 | 0.46060 | −0.02260 | 0.0170* | |
H12 | −0.22660 | 0.41220 | −0.28210 | 0.0190* | |
H13 | −0.14680 | 0.30570 | −0.31290 | 0.0200* | |
H14 | 0.02090 | 0.24860 | −0.08660 | 0.0190* | |
H15 | 0.10770 | 0.29740 | 0.17220 | 0.0170* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0200 (4) | 0.0170 (4) | 0.0090 (3) | 0.0052 (3) | −0.0008 (3) | −0.0008 (3) |
O2 | 0.0581 (7) | 0.0226 (4) | 0.0179 (4) | 0.0205 (4) | −0.0097 (4) | −0.0078 (3) |
O3 | 0.0325 (5) | 0.0174 (4) | 0.0160 (4) | 0.0090 (3) | 0.0003 (3) | −0.0014 (3) |
O4 | 0.0256 (4) | 0.0266 (4) | 0.0150 (4) | 0.0018 (3) | 0.0018 (3) | −0.0064 (3) |
O5 | 0.0366 (5) | 0.0313 (5) | 0.0149 (4) | 0.0113 (4) | −0.0048 (4) | 0.0036 (3) |
N1 | 0.0159 (4) | 0.0219 (4) | 0.0115 (4) | 0.0000 (3) | 0.0015 (3) | 0.0007 (3) |
C1 | 0.0155 (5) | 0.0123 (4) | 0.0142 (5) | −0.0001 (3) | 0.0017 (4) | 0.0004 (3) |
C2 | 0.0142 (5) | 0.0138 (4) | 0.0137 (5) | 0.0008 (3) | 0.0012 (4) | 0.0032 (3) |
C3 | 0.0120 (4) | 0.0171 (4) | 0.0093 (4) | −0.0018 (3) | 0.0015 (3) | 0.0007 (3) |
C4 | 0.0142 (4) | 0.0138 (4) | 0.0128 (4) | 0.0007 (3) | 0.0026 (4) | −0.0012 (3) |
C5 | 0.0130 (4) | 0.0128 (4) | 0.0119 (4) | 0.0016 (3) | 0.0010 (3) | 0.0007 (3) |
C6 | 0.0117 (4) | 0.0126 (4) | 0.0119 (4) | −0.0012 (3) | 0.0012 (3) | −0.0005 (3) |
C7 | 0.0171 (5) | 0.0145 (4) | 0.0120 (4) | 0.0007 (4) | −0.0012 (4) | −0.0007 (3) |
C8 | 0.0184 (5) | 0.0149 (4) | 0.0089 (4) | 0.0024 (4) | 0.0010 (4) | −0.0004 (3) |
C9 | 0.0139 (4) | 0.0142 (4) | 0.0112 (4) | −0.0001 (3) | 0.0020 (4) | 0.0019 (3) |
C10 | 0.0115 (4) | 0.0144 (4) | 0.0106 (4) | −0.0010 (3) | 0.0021 (3) | 0.0002 (3) |
C11 | 0.0136 (4) | 0.0151 (4) | 0.0129 (5) | 0.0012 (3) | 0.0022 (4) | 0.0021 (3) |
C12 | 0.0142 (5) | 0.0207 (5) | 0.0118 (5) | −0.0004 (4) | 0.0007 (4) | 0.0030 (4) |
C13 | 0.0180 (5) | 0.0209 (5) | 0.0109 (4) | −0.0024 (4) | 0.0022 (4) | −0.0011 (4) |
C14 | 0.0203 (5) | 0.0156 (5) | 0.0128 (5) | 0.0002 (4) | 0.0041 (4) | −0.0012 (4) |
C15 | 0.0157 (5) | 0.0142 (4) | 0.0113 (4) | 0.0004 (3) | 0.0027 (4) | 0.0015 (3) |
O1—C8 | 1.4324 (12) | C10—C15 | 1.3958 (15) |
O1—C9 | 1.3407 (13) | C11—C12 | 1.3879 (15) |
O2—C7 | 1.2087 (14) | C12—C13 | 1.3894 (15) |
O3—C9 | 1.2085 (14) | C13—C14 | 1.3923 (15) |
O4—N1 | 1.2267 (13) | C14—C15 | 1.3883 (15) |
O5—N1 | 1.2266 (14) | C1—H1 | 0.9500 |
N1—C3 | 1.4706 (13) | C2—H2 | 0.9500 |
C1—C2 | 1.3855 (15) | C4—H4 | 0.9500 |
C1—C6 | 1.3988 (15) | C5—H5 | 0.9500 |
C2—C3 | 1.3859 (15) | C8—H8A | 0.9900 |
C3—C4 | 1.3853 (15) | C8—H8B | 0.9900 |
C4—C5 | 1.3901 (14) | C11—H11 | 0.9500 |
C5—C6 | 1.3962 (15) | C12—H12 | 0.9500 |
C6—C7 | 1.4959 (14) | C13—H13 | 0.9500 |
C7—C8 | 1.5096 (15) | C14—H14 | 0.9500 |
C9—C10 | 1.4878 (14) | C15—H15 | 0.9500 |
C10—C11 | 1.3945 (14) | ||
C8—O1—C9 | 116.69 (8) | C12—C13—C14 | 120.25 (10) |
O4—N1—O5 | 123.90 (9) | C13—C14—C15 | 120.18 (10) |
O4—N1—C3 | 118.53 (9) | C10—C15—C14 | 119.60 (10) |
O5—N1—C3 | 117.56 (9) | C2—C1—H1 | 120.00 |
C2—C1—C6 | 120.58 (10) | C6—C1—H1 | 120.00 |
C1—C2—C3 | 117.89 (10) | C1—C2—H2 | 121.00 |
N1—C3—C2 | 118.40 (9) | C3—C2—H2 | 121.00 |
N1—C3—C4 | 118.54 (9) | C3—C4—H4 | 121.00 |
C2—C3—C4 | 123.06 (9) | C5—C4—H4 | 121.00 |
C3—C4—C5 | 118.44 (10) | C4—C5—H5 | 120.00 |
C4—C5—C6 | 119.88 (9) | C6—C5—H5 | 120.00 |
C1—C6—C5 | 120.11 (9) | O1—C8—H8A | 111.00 |
C1—C6—C7 | 117.39 (9) | O1—C8—H8B | 111.00 |
C5—C6—C7 | 122.50 (9) | C7—C8—H8A | 111.00 |
O2—C7—C6 | 120.33 (10) | C7—C8—H8B | 111.00 |
O2—C7—C8 | 120.69 (10) | H8A—C8—H8B | 109.00 |
C6—C7—C8 | 118.98 (9) | C10—C11—H11 | 120.00 |
O1—C8—C7 | 105.87 (8) | C12—C11—H11 | 120.00 |
O1—C9—O3 | 123.56 (9) | C11—C12—H12 | 120.00 |
O1—C9—C10 | 111.72 (9) | C13—C12—H12 | 120.00 |
O3—C9—C10 | 124.72 (9) | C12—C13—H13 | 120.00 |
C9—C10—C11 | 118.15 (9) | C14—C13—H13 | 120.00 |
C9—C10—C15 | 121.80 (9) | C13—C14—H14 | 120.00 |
C11—C10—C15 | 120.06 (9) | C15—C14—H14 | 120.00 |
C10—C11—C12 | 120.11 (10) | C10—C15—H15 | 120.00 |
C11—C12—C13 | 119.78 (10) | C14—C15—H15 | 120.00 |
C9—O1—C8—C7 | 174.08 (9) | C1—C6—C7—C8 | 176.74 (10) |
C8—O1—C9—O3 | 2.69 (15) | C5—C6—C7—O2 | 175.36 (11) |
C8—O1—C9—C10 | −176.70 (9) | C5—C6—C7—C8 | −4.18 (15) |
O4—N1—C3—C2 | −172.74 (10) | O2—C7—C8—O1 | 1.88 (15) |
O4—N1—C3—C4 | 7.80 (15) | C6—C7—C8—O1 | −178.58 (9) |
O5—N1—C3—C2 | 8.46 (15) | O1—C9—C10—C11 | −171.02 (9) |
O5—N1—C3—C4 | −171.00 (10) | O1—C9—C10—C15 | 9.44 (14) |
C6—C1—C2—C3 | 0.43 (16) | O3—C9—C10—C11 | 9.60 (16) |
C2—C1—C6—C5 | −1.83 (16) | O3—C9—C10—C15 | −169.95 (11) |
C2—C1—C6—C7 | 177.27 (10) | C9—C10—C11—C12 | −178.79 (10) |
C1—C2—C3—N1 | −178.03 (9) | C15—C10—C11—C12 | 0.77 (15) |
C1—C2—C3—C4 | 1.41 (16) | C9—C10—C15—C14 | 178.01 (10) |
N1—C3—C4—C5 | 177.65 (9) | C11—C10—C15—C14 | −1.52 (15) |
C2—C3—C4—C5 | −1.79 (16) | C10—C11—C12—C13 | 0.53 (16) |
C3—C4—C5—C6 | 0.33 (15) | C11—C12—C13—C14 | −1.06 (16) |
C4—C5—C6—C1 | 1.43 (15) | C12—C13—C14—C15 | 0.30 (17) |
C4—C5—C6—C7 | −177.62 (10) | C13—C14—C15—C10 | 0.99 (16) |
C1—C6—C7—O2 | −3.72 (16) |
D—H···A | D—H | H···A | D···A | D—H···A |
C5—H5···O3i | 0.95 | 2.47 | 3.3967 (14) | 164 |
C13—H13···O5ii | 0.95 | 2.54 | 3.2361 (14) | 130 |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x−1, y, z−2. |
Cg 1 and Cg2 are the centroids of rings C1–C6 and C10–C15, respectively. |
Cg(I) | Cg(J) | Cg(I)···Cg(J) (Å) | α (°) | β (°) | γ (°) | CgI_Perp (Å) | CgJ_Perp (Å) | offset (Å) |
Cg1 | Cg2iii | 3.6754 (6) | 3.09 (5) | 22.5 | 21.5 | 3.4199 (4) | 3.3948 (4) | 1.408 |
Cg1 | Cg2iv | 3.7519 (6) | 3.09 (5) | 27.9 | 25.1 | 3.3975 (4) | 3.3171 (4) | 1.753 |
Cg2 | Cg1v | 3.7519 (6) | 3.09 (5) | 25.1 | 27.9 | 3.3171 (4) | 3.3975 (4) | 1.592 |
Cg2 | Cg1vi | 3.6754 (6) | 3.09 (5) | 21.5 | 22.5 | 3.3948 (4) | 3.4200 (4) | 1.346 |
Symmetry codes: (iii) x, y, z + 1; (iv) x + 1, y, z + 1; (v) x - 1, y, z - 1; (vi) x, y, z - 1. |
Acknowledgements
CSCK extends his appreciation to Vidya Vikas Research & Development Centre for facilities and encouragement. NS thanks Jain University for sanctioning research grants under a minor project.
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