Research Article
Supramolecular Arrangement in Styphnic Acid and Naphthalene-1,4-diol (1 : 1) through a Novel Synthetic Rote for Styphnic Acid
Table 2
Selected interatomic distances, angles, and hydrogen bond geometries (
, °).
(a) |
| Bond |
Lengths | Bond | Lengths |
| N1–C1 | 1.457(4) | C1–C2 | 1.400(3) | N2–C3 | 1.466(3) | C1–C2 | 1.400(2) | O1–C2 | 1.342(4) | C2–C3 | 1.397(3) | O1–H1 | 0.89(5) | C3–C4 | 1.375(2) | O2–N1 | 1.228(3) | C4–H4 | 1.09(3) | O3–N2 | 1.183(3) | C5–C5 | 1.405(4) | O4–N2 | 1.212(3) | C5–C6 | 1.372(3) | O5–C6 | 1.243(4) | C5–H5 | 0.94(3) | O5–H5O | 0.8400 | C6–C7 | 1.420(3) | C7–C8 | 1.422(3) | C7–C7 | 1.424(3) |
| | Angles | | Angles |
| N1–C1–C2 | 118.39(13) | C1–C2–C3 | 116.3(2) | N2–C3–C2 | 119.56(18) | C2–C1–C2 | 123.2(2) | N2–C3–C4 | 117.56(18) | C2–C3–C4 | 122.9(2) | O1–C2–C1 | 122.9(2) | C3–C4–C3 | 118.4(2) | O1–C2–C3 | 120.8(2) | C5–C6–C7 | 120.1(2) | O2–N1–C1 | 118.41(14) | C5–C5–C6 | 120.8(2) | O2–N1–O2i | 123.2(3) | C6–C7–C7 | 119.19(19) | O3–N2–C3 | 119.16(19) | C6–C7–C8 | 122.2(2) | O3–N2–O4 | 123.2(2) | C7–C8–C9 | 120.7(2) | O4–N2–C3 | 117.65(18) | C7–C7–C8 | 118.63(19) | O5–C6–C5 | 127.7(3) | C8–C9–C9 | 120.6(2) | O5–C6–C7 | 112.2(2) | C6–O5–H5O | 109 |
|
|
(b) |
| D–H⋯ A | D–H | H⋯ A | D ⋯A | D–H⋯ A |
| O1–H1⋯O2 | 0.89(6) | 1.59(6) | 2.454(4) | 161(5) | C5–H5⋯O2ii | 0.94(3) | 2.69(2) | 3.379(3) | 131.2(18) | C9–H9⋯O4iii | 0.97(3) | 2.94(3) | 3.788(3) | 146.6(18) | C8–H8⋯O1iv | 0.91(3) | 2.68(3) | 3.432(5) | 141(2) | C9–H9⋯O3iv | 0.96(3) | 2.62(3) | 3.235(4) | 122.2(19) | O5–H5O⋯O4v | 0.84 | 1.99 | 2.790(3) | 160 | C5–H5⋯O3v | 0.94(3) | 2.79(3) | 3.668(3) | 157(2) | O2i⋯H5⋯O3v | 2.69(2) | 2.79(3) | 3.051(2) | 67.65(18) | O3iv⋯H9⋯O4iii | 2.62(3) | 2.94(3) | 3.698(3) | 83.14(18) |
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i: ; ii: , , ; iii: , , ; iv: , ; v: , , .
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