Crystal Structure of Antiinflammatory Sulindac

구정회,김상헌,신완철,Koo Chung Hoe,Kim Sang Hern,Shin Wanchul Korean Chemical Society 1985 Bulletin of the Korean Chemical Society Vol.6 No.4

The crystal structure of sulindac, $C_{20}H_{17}Fo_3S$, one of the nonsteroid antiinflammatory agents, has been determined by the X-ray diffraction techniques using diffractometer data obtained by the $\varpi-2{\theta}$ scan technique with Cu $$K_{\alpha}$$ radiation from a crystal with space group symmetry Pbca and unit cell parameters a = 8.166(1), b = 18.291(8), c = 23.245(10) ${\AA}.$ The structure was solved by direct methods and refined by full-matrix least-squares to a final R = 0.11 for the 1153 observed reflections. The carboxyl group is nearly perpendicular to the indenyl ring as observed in indomethacin. The dihedral angle between the indenyl and phenyl rings is $35^{\circ}while$ the corresponding angle in indomethacin is $67^{\circ}.$ Crystal packing consists of a hydrogen bond and partial ring stacking between the indenyl rings.

The Crytal and Molecular Structure of Morpholinothiosemicarbazide

구정회,김훈섭,신현소,이영자,Chung Hoe Koo,Hoon Sup Kim,Hyun So Shin,Yungja Lee Korean Chemical Society 1973 대한화학회지 Vol.17 No.2

몰포리노치오세미카바자이드의 결정 구조가 X-선 해석에 의하여 결정되었다. 세포 상수는 a=4.19(2), b=6.56(2), c=26.67(4)$A^{\circ}$ 이고, 단위 세포는 4분자를 포함하며, 공간 군은 $P2_12_12_1$이다. 원자좌표치는 최소자승법으로 정밀화하였으며 R값은 651개의 관측 반사를 써서 계산한 결과 0.07이다. 아미노 질소 원자는 a-축에 평행한 2회의 나선 축에 의하여 옮겨지는 다른 분자의 황원자와 3.48 및 3.49$A^{\circ}$의 수소결합을 하고 있으며 아미노 질소 원자는 a-축에 평행한 2회의 나선 축에 의하여 옮겨지는 다른 분자의 아미노 질소 원자와 3.04${\AA}$의 수소결합을 하고 있다. 이들 3개의 수소결합은 분자들을 2회의 나선축 부근에 배열하게 한다. 수소결합 이외로 분자들을 연결하는 힘은 van der waals의 힘이다. The crystal structure of morpholinothiosemicarbazide has been determined by single crystal X-ray analysis. The lattice constants are a = 4.19(2), b = 6.56(2) and c = 26.67(4)${\AA}$. The unit cell contains 4 molecules and the space group is$P2_12_12_1$. The atomic parameters have been refined by least-squares method to a final R value of 0.07, based on the 651 observed reflexions. The amino nitrogen atom forms hydrogen bonds to the sulfur atoms of the other molecules related by the two-fold screw axis parallel to the a-axis, the distances of the hydrogen bonds being 3.48 and 3.49${\AA}$. On the other hand, the imino nitrogen atom forms a hydrogen bond to the amino nitrogen atom of the other molecule related by the two-fold screw axis parallel to the a-axis, the distance of the hydrogen bond being 3.04${\AA}$. These three hydrogen bonds arrange the molecules around the two-fold screw axis. Apart from the hydrogen bonding system the structure is held together by van der Waals forces.

P-Aminobenzaldehyde Cyclohexylthiosemicarbazone의 결정 및 분자구조

구정회,김종희,박영자,Chung Hoe Koo,Chong Hee Kim,Young Ja Park 대한화학회 1981 대한화학회지 Vol.25 No.6

P-Aminobenzaldehyde cyclohexylthiosemicarbazone의 결정 및 분자구조를 Computer controlled four circle diffractometer에 의한 X-선 회절방법으로 해명하였다. 결정은 공간군 C2/c의 단사형계에 속하며 단위세포 상수는 a = 12.488(2), b = 12.276(4), c = 19.997(6)${\AA}$, ${\beta}=103.55(3)^{\circ}$이고 z = 8이다. 구조는 중원자법과 Fourier 방법으로 규명하였으며 full-matrix 최소자승법으로 정밀화하였다. 최종 R값은 2712개의 회절반점에 대하여 0.058이었다. 분자는 N(2)-N(3)결합에대하여 C(8)-S는 trans, C(8)-N(1)은 cis형으로 놓여 있으며 N(1)과 N(3) 원자들이 분자내 수소결합을 만들고 있다. 의자모양의 cyclohexane 고리는 benzene 고리와 $40.7^{\circ}$의 면각을 이루고 있다. 결정내의 분자들은 수소 결합들로 모여져 있는데 $N(2)-H{\ldots}S$ 수소결합이 분자들을 이합체 꼴을 만들며 이들 분자들을 $N-H{\ldots}N$ 수소결합들이 이어주고 있다. The crystal and molecular structure of P-aminobenzaldehyde cyclohexylthiosemicarbazone, C14H20N4S, has been determined from 2712 integrated intensities measured on a computer controlled four circle diffractometer with monochromated $CuK_{\alpha}$, X-ray radiation. The crystals are monoclinic, space group C2/c with eight molecules in a unit cell of dimensions, a = 12.488(2), b = 12.276(4), c = 19.997(6)${\AA}$ and ${\beta}=103.55(3)^{\circ}$. The structure was solved by Patterson and Fourier method and refined by a full-matrix least squares method to a final R value of 0.058 for all reflections. The C(8)-S bond is trans to N(2)-N(3) and C(8)-N(1) is cis to N(2)-N(3) bond. The cyclohexane ring has chair conformation and makes an angle of $40.7^{\circ}$ with the benzene ring. The molecules are linked by N(2)H…S hydrogen bonds into dimer-like units which are held together by $N-H{\ldots}N$ hydrogen bonds. Sulfur accepts second rather weak hydrogen bond from N(4). An intramolecular hydrogen bond exists between N(1) and N(3) atoms.

X-線 廻折法을 利用한 벤지딘過鹽素酸鹽의 結晶構造에 關한 硏究 (I) 空間群과 Diamine 鹽 結晶의 組成과 關係

구정회,사공열,강만형,신현소,Koo, Chung-Hoe,Sa Kong, Yul,Kang, Man-Hyong,Shin, Hyun-So 대한화학회 1970 대한화학회지 Vol.14 No.1

In those six kinds of diamine salt crystal of which their structures had already been determined up to date, commonly one molecule of diamine and two molecules of acid were combined; although the crystal of benzidine perchlorate, only one molecule each of benzidine and perchloric acid were combined. At the case of benzidine perchlorate, one molecule acts as the role of two molecules by coincidence of the center of symmetry point of both the lattice and molecule, and perchlorate ion is locating symmetrically between two -$NH_2$ groups of different benzidine molecule, therefore benzidine and acid could be combined together with 1:1 by mole ratio. When forming the salt with diamine and acid, the combining mole ratio would be determined in accordance with the relationship between the symmetry element that presented by the space group and the symmetry element of diamine salt melecule.

X-線 廻折法을 利用한 벤지딘過鹽素酸鹽의 結晶構造에 關한 硏究 (II)結晶構造의 解析

구정회,신현소,강만형,Koo, Chung-Hoe,Shin, Hyun-So,Kang, Man-Hyong 대한화학회 1970 대한화학회지 Vol.14 No.1

The approximate crystal structure of benzidine monoperchlorate has been determined by single crystal X-Ray diffraction technique and patterson method. As the molecule has a center of symmetry in it and location of perchlorate ion is symmetrically on the mirror plane in the unit cell, perchlorate ion is forming hydrogen bond with two -$NH_2$ groups in the different molecule. Thus, one molecule of benzidine and perchloric acid combines 1:1 by mole ratio.

The Crystal and Molecular Structure of Piperidinothiosemicarbazide

구정회,김훈섭,장종환,Koo, Chung Hoe,Kim Hoon Sup,Chang Chong Hwan Korean Chemical Society 1975 대한화학회지 Vol.19 No.2

피페리디노티오세미카르바지드의 결정구조가 X-선을 이용한 단결정 해석에 의하여 해명되었다. 공간군은 $P2_1/c$이며 단위세포는 4분자를 포함하고 있고, 단위세포는 4분자를 포함하고 있고, 세포상수는 $a=14.68{\pm}0.04,\;b=4.59{\pm}0.02,\;c=12.92{\pm}0.04{\AA},\;{\beta}=109.4{\pm}0.2^{\circ}$이다. 3차원적인 회절반점의 강도는 목측에 의하여 얻었다. 결정구조는 패터슨 함수의 해석으로 밝혔고, 원자좌표치는 최소자승법으로 정밀화하였으며 378개의 독립적인 회절반점에 대한 최종 R값은 0.14이었다. 수소결합에는 $N-H{\cdot}{\cdot}{\cdot}S$ 형과 $N-H{\ldots}N$형의 두종류가 있다. $N-H{\ldots}S$형의 길이는 3.28 및 $3.39{\AA}$이고, $N-H{\ldots}N$형의 길이는 $3.03{\AA}$이다. 수소결합외의 분자들을 연결하는 힘은 van der Wasls힘이다. The crystal structure of piperidinothiosemicarbazide, $C_6H_{13}N_3S$, has been determined by single crystal X-ray analysis. The space group is P21/c with four molecules in the unit cell of dimensions $a=14.68{\pm}0.04,\;b=4.59{\pm}0.02,\;c=12.92{\pm}0.04{\AA}\;and\;{\beta}=109.4{\pm}0.2^{\circ}$. Three-dimensional photographic intensities were estimated visually. The structure has been solved by an interpretation of a Patterson synthesis and refined by block-diagonal least-squares methods to give a final R value of 0.14 for 378 observed independent reflections. There are two independent hydrogen bonds in the structure. One of them is of the type N-H${\ldots}$S with the length 3.28 and $3.39{\AA}$, and another is of the type N-H${\ldots}$N with the length $3.03{\AA}$. Apart from the hydrogen bonding system the molecules are held together in the crystal by van der Waals forces.

Benzidine 鹽酸鹽의 結晶構造

구정회,김훈섭,신현소,Koo, Chung-Hoe,Kim, Hoon-Sup,Shin, Hyun-So 대한화학회 1972 대한화학회지 Vol.16 No.1

Benzidine dihydrochloride crystallizes in the triclinic system. The space group is $P_1$. The unit cell dimensions are; a = 4.38${\pm}$0.01, b = 5.76${\pm}$0.01, c = 12.82${\pm}$0.02${\AA}$, $\alpha$ = 101.5${\pm}$0.2, $\beta$ = 99.5${\pm}$0.2, $\gamma$ = 99.5${\pm}$0.2$^{\circ}$; with one molecule per unit cell. The crystal structure has been solved by two dimensional Patterson and by trial and error methods, and refined by means of two dimensional differential synthesis. The bond distances are C-C(*) = 1.40${\pm}$0.02, C-C = 1.52${\pm}$0.02, C-N = 1.51${\pm}$0.03 and N-H${\cdot}{\cdot}{\cdot}$Cl = 3.21${\pm}$0.03${\AA}$. The structure consists of hydrogen bonded molecular layers, extending to the (100) plane, and the hydrogen bonding scheme is similar to that of p-phenylenediamine dihydrochloride. The adhesion between hydrogen bonded molecular layers is due to van der Waals forces.

The Crystal and Molecular Structure of Theophylline Hydrochloride

구정회,신현소,오선숙,Chung Hoe Koo,Hyun So Shin,Sun Suk Oh Korean Chemical Society 1978 대한화학회지 Vol.22 No.2

Theophylline 鹽酸鹽의 結晶 및 分子 構造를 3次元的인 X-線 回折 data로부터 Patterson法에 의하여 決定하였고, Block-diagonal least square와 Fourier法으로서座標를 精密化하였다. 이化合物은 a = 14.01, b = 11.49, c = 6.77${\AA}$의 單位格子를 가지는 斜方晶系에 屬하는 結晶 이며 空間群은 $P_{na21}$ 이다. 743개의 觀測된 data에 대한 최종 R값은 12.2%이다. Theophylline 分子內 原子間 距離는 유사化合物에서 얻은 값과 거의 일치한다. 이들 原子는 同一平面을 이루고 있으며 HCl의 鹽素原子는 theophylline의 N(1) 原子와 3.06${\AA}$ 距離의 Cl${\cdot}{\cdot}{\cdot}$N(1), 水素結合을 이루고 있다. 모든 分子 는 대략 (001)과 (002)面上에 배열되어 있고 各分子間은 van derWaals force에 의해 三次元的 構造를 이루고 있다. The crystal and molecular structure of theophylline hydrochloride has been determined from X-ray data by Patterson techniques. The structure has been refined by block-diagonal least-squares and Fourier synthesis on three dimensional data. The unit cell is orthorhombic, space group $P_{na21}$, with a = 14.01, b = 11.49, c = 6.77${\AA}$, and contains four molecules. The final R value based on 743 observed reflexions is 12.2%. The intramolecular distances are similar to those in other compounds containing a purine or pyrimidine group. The molecules are nearly planar and are stacked in layers parallel to the (001)plane. The chlorine atom is coordinated to N(1) atom at a distance of 3.06${\AA}$. The structure is stabilized mainly by van der Waals interactions; however, a short N${\cdot}{\cdot}{\cdot}$Cl contact of length $3.06\AA$, which is slightly less than the expected van der Waals separation, suggest that weak charge transfer interaction may be present. The relationship between this structure and the known structures of theophylline monohydrate and caffeine monohydrate are discussed.

Monoethanolamine Hydrobromide의 結晶 構造

구정회,최주현,노태선,김훈섭,Chung Hoe Koo,Chuhyun Choe,Tae Sun Roe,Hoon Sup Kim 대한화학회 1974 대한화학회지 Vol.18 No.1

monoethanolamine 臭化水素酸鹽의 結晶 및 分子構造가 X-線 回折法에 依하여 解明되었다. 이 結晶은 三斜軸結晶系에 속하며, 空間群은 Pi이고 單位細胞에는 두個의 化學單位가 포함되어 있다. 세포상수는 a=4.54${\AA}$, b=7.45${\AA}$, c=7.76${\AA}$, ${alpha}=102.5^{\circ}$, ${\beta}=93.6^{\circ}$, 및 ${\gamma}=78.7^{\circ}$이다. 구조해석의 결과 monoethanolamine의 臭化水素酸鹽은 鹽酸鹽과 동형결정구조임이 밝혀졌다. The crystal and molecular structure of monoethanolamine hydrobromide, HOCH2CH2NH2 HBr, has been determined by X-ray diffraction methods. The crystals are triclinic, space group Pi and unit cell contains two formula units and has dimensions a = 4.54, b = 7.45, c = 7.76${\AA}$ and ${\alpha}$ = 102.5, ${\beta}$=93.6, ${\gamma}=78.7^{\circ}$. The present structure determination confirmed that the structure of monoethanolamine hydrobromide is isomorphous with that of monoethanolamine hydrochloride.

Monoethanolamine 鹽酸鹽의 結晶構造

구정회,이오재,신현소,Koo, Chung Hoe,Lee, O Jae,Sin, Hyeon So 대한화학회 1972 대한화학회지 Vol.16 No.1

The crystal structure of monoethanolamine hydrochloride is triclinic P1 with two formula units in a cell of dimensions a = $4.42\pm0.02$, b = $7.44\pm0.02$, c = $7.48\pm0.02$, $\alpha$ = $102.4\pm0.3$, $\beta$ = $91.1\pm0.3$, $\gamma$ = $77.2\pm0.3^{\circ}.$ The configuration of monoethanolamine is a gauche form with dihedral angle, $90^{\circ}$. The nitrogen atom forms four hydrogen bonds, three to Cl- ions(3.15, 3.24, $3.28\AA)$ and one to a hydroxyl group of another molecule (N${\cdot}{\cdot}{\cdot}$O, $2.90{\AA})$. The oxygen also forms two such bonds, one to a Cl- ion $(3.14\AA)$, one to an amine group of another molecule (O${\cdot}{\cdot}{\cdot}$N, $2.90{\AA}).$ Molecules are linked into two-dimensional network by hydrogen bonds.