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1.  2-(4-Meth­oxy­phen­yl)-1-pentyl-4,5-di­phenyl-1H-imidazole 
The title compound, C27H28N2O, is a lophine (2,4,5-triphenyl-1H-imidazole) derivative with an n-pentyl chain on the amine N atom and a 4-meth­oxy substituent on the benzene ring. The two phenyl and meth­oxy­benzene rings are inclined to the imidazole ring at angles of 25.32 (7), 76.79 (5) and 35.42 (7)°, respectively, while the meth­oxy substituent lies close to the plane of its benzene ring, with a maximum deviation of 0.126 (3) Å for the meth­oxy C atom. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R 2 2(22) loops. These dimers are stacked along the a-axis direction.
doi:10.1107/S1600536812049100
PMCID: PMC3588259  PMID: 23476433
2.  2-(1H-Indol-3-yl)acetohydrazide 
In the title compound C10H11N3O, the mean plane of the indole ring system (r.m.s. deviation 0.0131 Å) subtends a dihedral angle of 87.27 (5)° to the almost planar acetohydrazide substituent (r.m.s. deviation 0.0291 Å). In the crystal, bifurcated N—H⋯(O,N) and N—H⋯N hydrogen bonds involving the pyrrole N–H grouping combine to form zigzag chains along a. Additional N—H⋯O contacts from the hydrazide N–H group augmented by C—H⋯π inter­actions link the mol­ecules into chains along the a axis. The overall effect of these contacts is a three-dimensional network structure with mol­ecules stacked along the b-axis direction.
doi:10.1107/S1600536812041694
PMCID: PMC3515242  PMID: 23284462
3.  N,N-Bis(2-hy­droxy­eth­yl)-4-methyl­benzene­sulfonamide 
In the title compound C11H17NO4S, an intra­molecular O—H⋯O hydrogen bond forms an S(8) ring and determines the conformation of the bis­(2-hy­droxy­eth­yl) segment of the mol­ecule, holding the two CH2CH2OH groups close to coplanar (r.m.s. deviation = 0.185 Å). In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into zigzag chains along the b axis. Weaker additional C—H⋯O and C—H⋯π contacts generate a three dimensional network, with mol­ecules stacked along the b-axis direction.
doi:10.1107/S1600536812041682
PMCID: PMC3515243  PMID: 23284463
4.  (Z)-3-(2-Hy­droxy­eth­yl)-2-(phenyl­imino)-1,3-thia­zolidin-4-one 
In the title compound, C11H12N2O2S, the thia­zole and phenyl rings are inclined at 56.99 (6)° to one another. The thia­zole ring is planar with an r.m.s. deviation for the five ring atoms of 0.0274 Å. The presence of the phenyl­imine substituent is confirmed with the C=N distance to the thia­zole ring of 1.2638 (19) Å. The mol­ecule adopts a Z conformation with respect to this bond. The –OH group of the hy­droxy­ethyl substituent is disordered over two positions with relative occupancies 0.517 (4) and 0.483 (4). In the crystal, O—H⋯O hydrogen bonds, augmented by C—H⋯N contacts, form dimers with R 2 2(11) rings and generate chains along the b axis. Parallel chains are linked in an obverse fashion by weak C—H⋯S hydrogen bonds. C—H⋯O hydrogen bonds together with C—H⋯π contacts further consolidate the structure, stacking mol­ecules along the b axis.
doi:10.1107/S1600536812030243
PMCID: PMC3414302  PMID: 22904835
5.  6-Hy­droxy-7,8-dimethyl­chroman-2-one 
The title compound, C11H12O3, is essentially planar, with an r.m.s. deviation of 0.179 Å from the mean plane through the 14 non-H atoms in the mol­ecule. The benzene ring and the pyranone mean plane are inclined at 13.12 (6)° to one another and the pyran­one ring adopts a flattened chair conformation. In the crystal, O—H⋯O hydrogen bonds and C—H⋯O contacts form R 1 2(6) rings and link mol­ecules into chains along b. Additional C—H⋯O contacts generate inversion dimers, with R 2 2(8) ring motifs, and form sheets parallel to (-102) which are linked by C—H⋯π interactions.
doi:10.1107/S1600536812029704
PMCID: PMC3414271  PMID: 22904804
6.  5,6-Dimethyl-1,2,9,10-tetra­hydro­pyrano[3,2-f]chromene-3,8-dione 
The title mol­ecule, C14H14O4, lies on a twofold rotation axis that bis­ects the central benzene ring, with only one half-mol­ecule in the asymmetric unit. The pyran­one systems adopt distorted twist- boat conformations, with the two methyl­ene C atoms displaced by 0.537 (1) and 0.163 (2) Å from the best-fit plane through the remaining five C and O atoms (r.m.s. deviation = 0.073 Å). In the crystal, bifurcated C—H⋯(O,O) hydrogen bonds link pairs of adjacent mol­ecules in an obverse fashion, stacking mol­ecules along c. These contacts are further stabilized by very weak π–π inter­actions between adjacent benzene rings with centroid–centroid distances of 4.1951 (4) Å. Additional C—H⋯O contacts link these stacks, giving a three-dimensional network.
doi:10.1107/S1600536812027699
PMCID: PMC3394011  PMID: 22798876
7.  4,5-Dihydro­cyclo­penta­[b]thio­phen-6-one 
The title compound, C7H6OS, crystallizes with two similar mol­ecules, 1 and 2, in the asymmetric unit. Both mol­ecules are essentially planar with r.m.s. deviations of 0.0193 and 0.0107 Å for the planes through the nine non-H atoms of mol­ecules 1 and 2, respectively. The thio­phene and 4,5-dihydro­cyclo­penta­dienone rings are inclined at 2.40 (13)° in 1 and 0.64 (13)° in 2. In the crystal structure π–π [3.6542 (17) Å] and C—H⋯π contacts stack the mol­ecules into columns in an inverse fashion along the b axis. An extensive series of C—H⋯O hydrogen bonds links the columns, generating an extended network structure.
doi:10.1107/S1600536811056042
PMCID: PMC3275050  PMID: 22346995
8.  N-(1-Acryloyl-2,2,6,6-tetra­methyl­piperidin-4-yl)acryl­amide 
The title compound, C15H24N2O2, crystallizes with two unique mol­ecules, (I) and (II), in the asymmetric unit, differing in the orientation of the acryloyl units with respect to the piperidine rings. The acryl­amide units are essentially planar in both mol­ecules (r.m.s. deviations = 0.042 and 0.024 Å, respectively), as are the C3N chains of the acryloyl units. The carbonyl O atoms of the acryloyl systems lie significantly out of these planes, viz. by −0.171 (9) Å for molecule (I) and by 0.33 (1) Å for molecule (II). The acryl­amide and acryloyl planes are inclined at 68.7 (4)° and 59.8 (3)° in the two mol­ecules. The piperidine rings each adopt twist boat conformations. In the crystal, strong N—H⋯O hydrogen bonds link the mol­ecules into zigzag C(4) chains along b. Additional C—H⋯O contacts result in the formation of stacks along a.
doi:10.1107/S1600536811042693
PMCID: PMC3247421  PMID: 22220039
9.  Ethyl 5-hy­droxy-6-oxo-4-phenyl-5,6-dihydro-4H-cyclo­penta­[b]thio­phene-5-carboxyl­ate 
In the title mol­ecule, C16H14O4S, the dihydro­cyclo­penta­thio­phenone ring system is almost planar, with an r.m.s. deviation of 0.060 Å from the best fit plane through all nine non-H atoms. The cyclo­penta­none ring adopts a severely flattened envelope conformation with the C atom carrying the OH and ethylcarboxylate substituents at the flap. This atom lies only 0.185 (3) Å from the plane through the other four C atoms. The phenyl substituent is inclined at 43.37 (5)° to the dihydro­cyclo­penta­thio­phenone mean plane. In the crystal, mol­ecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with R 2 2(10) ring motifs. Weak C—H⋯O hydrogen bonds also link mol­ecules into chains along c, while an approximately orthogonal set of C—H⋯O contacts form chains along b, resulting in layers lying parallel to (100). Inversion dimers also form through weaker R 2 2(12) C—H⋯S contacts, which combine with C—H⋯O contacts to form stacks along b.
doi:10.1107/S1600536811037032
PMCID: PMC3201281  PMID: 22058815
10.  (E)-2-[1-(1-Benzothio­phen-2-yl)ethyl­idene]-N-phenyl­hydrazinecarboxamide 
The title compound, C17H15N3OS, crystallizes with two unique mol­ecules, denoted 1 and 2, in the asymmetric unit. The two mol­ecules are closely similar and overlay with an r.m.s. deviation of 0.053 Å. Both mol­ecules adopt E configurations with respect to the C=N bonds. The dihedral angles between the benzothio­phene groups and N-bound phenyl rings are 36.36 (9)° for mol­ecule 1 and 29.71 (9)° for mol­ecule 2. The C=N—NH—C(O)NH ethyl­idene–hydrazinecarboxamide units are also reasonably planar, with r.m.s. deviations of 0.061 and 0.056 Å, respectively, for the two mol­ecules. The methyl substituents lie 0.338 (3) and 0.396 (3) Å, respectively, from these planes. The C=N—NH—C(O)NH planes are inclined to the phenyl rings at 13.65 (11) and 15.56 (11)°, respectively, in mol­ecules 1 and 2. This conformation is enhanced by weak intra­molecular C—H⋯O hydrogen bonds between ortho-H atoms of the two phenyl rings and the carbonyl O atoms, which generate S(6) rings in each mol­ecule. In the crystal, pairs of mol­ecules are linked by pairs of inter­molecular N—H⋯O hydrogen bonds into dimers. Alternating dimers are further inter­connected by weak C—H⋯O contacts into zigzag rows along b. The rows are stacked along a by C—H⋯π contacts involving the benzene ring from molecule 2 and the thiophene ring from molecule 1 of adjacent benzothio­phene units.
doi:10.1107/S1600536811037457
PMCID: PMC3201294  PMID: 22058789
11.  5-Chloro-6-hy­droxy-7,8-dimethyl­chroman-2-one 
In the title mol­ecule, C11H11ClO3, the fused pyran ring adopts a half-chair conformation. In the crystal, inter­molecular O—H⋯O hydrogen bonds link mol­ecules into chains along [100]. These chains are inter­connected by weak inter­molecular C—H⋯O contacts which generate R 2 2(8) ring motifs, forming sheets parallel to (001). Tetra­gonal symmetry generates an equivalent motif along b. Furthermore, the sheets are linked along the c axis by offset π–π stacking inter­actions involving the benzene rings of adjacent mol­ecules [with centroid–centroid distances of 3.839 (2) Å], together with an additional weak C—H⋯O hydrogen bond, resulting in an overall three-dimensional network.
doi:10.1107/S1600536811029345
PMCID: PMC3213581  PMID: 22091158
12.  6-Hy­droxy-5,7,8-trimethyl­chroman-2-one 
The title compound, C12H14O3, consists of a chromanone unit with an –OH substituent at the 4-position and methyl substituents on the remaining C atoms of the aromatic ring. The fused pyran­one ring adopts a distorted envelope conformation with the methyl­ene group adjacent to the carbonyl carbon as the flap atom. The crystal structure is stabilized by classical O—H⋯O hydrogen bonds and weak C—H⋯O and C—H⋯π inter­actions, generating a three-dimensional network.
doi:10.1107/S1600536811019982
PMCID: PMC3151777  PMID: 21836979
13.  [η5-(Phenyl­ethyn­yl)cyclo­penta­dien­yl](η4-tetra­phenyl­cyclo­butadiene)cobalt(I) 
In the title compound, [Co(C13H9)(C28H20)], the Co atom is sandwiched between cyclo­penta­dienyl and cyclo­butadienyl rings that are inclined at a dihedral angle of 2.6 (3)°. The four phenyl rings are tilted with respect to the cyclo­butadienyl plane so that the C4Ph4 unit constitutes a four-bladed propeller. The phenyl ring of the phenyl-alkyne substituent is inclined to the cyclo­penta­dienyl ring at an angle of 34.92 (18)°. The crystal structure is stabilized solely by C—H⋯π inter­actions which generate a three-dimensional network.
doi:10.1107/S1600536811016928
PMCID: PMC3120504  PMID: 21754635
14.  2-Chloro-N-(4-meth­oxy­phen­yl)benzamide 
In the title compound, C14H12ClNO2, the chloro- and meth­oxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The meth­oxy substituent lies close to the meth­oxy­benzene ring plane, with a maximum deviation of 0.142 (3) Å for the methyl C atom. The N—H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds form C(4) chains augmented by a weak C—H⋯O inter­action involving an ortho H atom of the meth­oxy benzene ring that generates an R 2 1(6) motif. The chains stack the mol­ecules into columns down the b axis. Adjacent columns are linked by additional C—H⋯O and C—H⋯π contacts, generating a three-dimensional network.
doi:10.1107/S1600536810043035
PMCID: PMC3009019  PMID: 21589131
15.  A monoclinic polymorph of N-(3-chloro­phen­yl)benzamide 
The title compound, C13H10ClNO, (I), is a polymorph of the structure, (II), first reported by Gowda et al. [Acta Cryst. (2008), E64, o462]. In the original report, the compound crystallized in the ortho­rhom­bic space group Pbca (Z = 8), whereas the structure reported here is monoclinic P21/c (Z = 4). The principal difference between the two forms lies in the relative orientations of the phenyl and benzene rings [dihedral angle = 8.90 (13)° for (I) and 61.0 (1)° for (II)]. The inclination of the amide –CONH– units to the benzoyl ring is more similar [15.8 (7)° for (I) and 18.2 (2)° for (II)]. In both forms, the N—H bonds are anti to the 3-chloro substituents of the aniline rings. In the crystal, inter­molecular N—H⋯O hydrogen bonds form C(4) chains along c. These chains are bolstered by weak C—H⋯O inter­actions that generate R 2 1(6) and R 2 1(7) ring motifs.
doi:10.1107/S1600536810040262
PMCID: PMC3008970  PMID: 21589001
16.  N-Methacryloyl-4-(piperidin-1-yl)-1,8-naphthalimide 
In the title compound, C21H20N2O3, the naphthalimide unit is almost planar (r.m.s. deviation for the 15 non-H atoms = 0.059 Å). The carboximide N atom and the five C atoms of the 2-methyl­prop-2-enoyl substituent also lie in a plane (r.m.s. deviation = 0.009 Å), which subtends an angle of 84.34 (7)° to the naphthalamide plane. This orients the =CH2 group of the vinyl fragment towards the naphthalimide rings, giving the mol­ecule an extended configuration. The piperidine ring adopts a chair conformation and there is evidence for some delocalization between the naphthalene and piperidine units, the C—Npip bond length being 1.404 (4) Å. In the crystal structure, π–π contacts with centroid–centroid distances of 3.5351 (18) and 3.7794 (18) Å supported by C—H⋯O hydrogen bonds link adjacent mol­ecules in a head-to-tail fashion, forming dimers. These are further stabilized by other C—H⋯O contacts of varying strength, which stack the mol­ecules down the b axis.
doi:10.1107/S1600536810018994
PMCID: PMC2979536  PMID: 21579543
17.  Methyl 3,5-dibromo-4-methyl­benzoate 
In the title compound, C9H8Br2O2, the mol­ecule is essentially planar with an r.m.s. deviation of 0.0652 Å from the mean plane through all non-H atoms and a dihedral angle of 7.1 (2)° between the benzene ring plane and the carboxyl­ate substituent. In the crystal structure, weak C—H⋯Br hydrogen bonds and weak inter­molecular O⋯Br contacts [3.095 (2) Å], link adjacent mol­ecules into layers parallel to (102). Additional weak inter­molecular C—H⋯O hydrogen bond inter­actions stack the layers above and below the mol­ecular plane and down the a axis.
doi:10.1107/S1600536810011062
PMCID: PMC2983755  PMID: 21580779
18.  2-Methyl-N-p-tolyl­benzamide: a second monoclinic polymorph 
The title compound, C15H15NO, (I), is a polymorph of the structure (II) reported by Gowda et al. [Acta Cryst. (2008), E64, o1494]. Compound (II) crystalllizes in the space group C2/c (Z = 8), whereas the title compound occurs in space group P21/c (Z = 4). The two mol­ecular structures differ slightly in the relative orientations of their central amide group with respect to the benzoyl ring [dihedral angles of 55.99 (7) for (I) and 59.96 (11)° for (II)] and in the inclination of the benzoyl and aniline rings [88.67 (8) for (I) and 81.44 (5)° for (II)]. In the crystal structure of (I), mol­ecules are linked by N—H⋯O hydrogen bonds, forming C(4) chains, which are augmented by weak C—H⋯O inter­actions. The structure is further stabilized by C—H⋯π contacts involving both of the aromatic rings.
doi:10.1107/S1600536810010378
PMCID: PMC2983768  PMID: 21580722
19.  N-(2-Fluoro­phen­yl)cinnamamide 
The title compound, C15H12FNO, was prepared by the reaction of cinnamoyl chloride with 4-fluoro­aniline and crystallizes with two mol­ecules A and B in the asymmetric unit. The two unique mol­ecules are closely similar and overlay with an r.m.s. deviation of 0.0819 Å. The fluoro­benzene and phenyl rings are inclined to one another at 73.89 (7) and 79.46 (7)°, respectively, in mol­ecules A and B. The amide C—N—C(O)—C portions of the mol­ecules are planar (r.m.s. deviations = 0.035 and 0.028 Å) and are inclined at 45.51 (9) and 47.71 (9), respectively, to the fluoro­benzene rings in mol­ecules A and B. The 2-fluoro­acetamide units and the benzene rings each adopt E configurations with respect to the C=C bonds. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds augmented by weak C—H⋯π inter­actions link mol­ecules into rows in a head-to-tail fashion along a. Additional weak C—H⋯O contacts further stabilize the packing, forming a three-dimensional network stacked down a.
doi:10.1107/S1600536810003867
PMCID: PMC2983731  PMID: 21580305
20.  4-Chloro-N-(2-methoxy­phen­yl)benzamide 
The title compound, C14H12ClNO2, was prepared by refluxing 4-chloro­benzoyl chloride with o-anisidine in CHCl3. The methoxy­phen­yl–amide segment of the mol­ecule is almost planar, with a dihedral angle of 5.10 (7)° between the benzene ring and the C—N—C(O)—C fragment. A weak intra­molecular N—H⋯O contact forms an S(5) ring and contributes to the planarity of this portion of the mol­ecule. The two benzene rings are inclined at an angle of 26.74 (7)°. In the crystal structure, inter­molecular Cl⋯O inter­actions of 3.1874 (9) Å generate centrosymmetric dimers. These are further linked by C—H⋯O and C—H⋯π inter­actions, forming inversion related sheets parallel to [001].
doi:10.1107/S160053680905394X
PMCID: PMC2980066  PMID: 21580098
21.  Editorial 
doi:10.1107/S1600536809051757
PMCID: PMC2980207  PMID: 21579902
22.  N-Cyclo­hexyl-N-ethyl-4-methyl­benzene­sulfonamide 
The title compound, C15H23NO2S, contains cyclo­hexyl and ethyl substituents on the sulfonamide N atom and the cyclo­hexyl ring adopts a classic chair conformation. The dihedral angle between the benzene ring plane and the mean plane through the six atoms of the cyclo­hexyl ring is 59.92 (6)°. In the crystal structure, C—H⋯O hydrogen bonds link mol­ecules into sheets extending in the bc plane.
doi:10.1107/S1600536809052593
PMCID: PMC2980259  PMID: 21579993
23.  2-Methyl-N-o-tolyl­benzamide 
In the title compound, C15H15NO, the C—N—C(O)—C amide unit is planar (r.m.s. deviation = 0.003 Å) and subtends dihedral angles of 44.71 (5) and 43.33 (5)° with the two o-tolyl rings. These aromatic rings are inclined at 4.94 (7)° to one another. The ortho-methyl groups of the two tolyl rings are anti to one another. In the crystal structure, N—H⋯O hydrogen bonds augmented by C—H⋯π inter­actions link the mol­ecules in a head-to-head fashion into chains along a. Independent chains pack in a herringbone pattern along c.
doi:10.1107/S1600536809050946
PMCID: PMC2980266  PMID: 21580074
24.  2-[(N-Benzyl-4-methyl­benzene­sul­fon­amido)meth­yl]pyridinium nitrate 
In the title compound, C20H21N2O2S+·NO3 −, the dihedral angle between the pyridinium and phenyl rings is 81.77 (19)°, that between the pyridinium and tolyl rings is 1.36 (18)°, and that between the phenyl and tolyl rings is 82.69 (19)°. In the crystal, the components are linked by strong charge-assisted bifurcated N+—H⋯(O,O) hydrogen bonds and the packing is consolidated by numerous weak C—H⋯O bonds and π–π stacking inter­actions [for the latter, centroid–centroid separation = 3.868 (2) Å].
doi:10.1107/S1600536809042330
PMCID: PMC2971041  PMID: 21578405
25.  2,4-Dichloro-N-p-tolyl­benzamide 
In the title compound, C14H11Cl2NO, the C—N—C(=O)—C amide unit is almost planar (r.m.s. deviation = 0.0317 Å) and subtends dihedral angles of 65.93 (6) and 29.45 (7)°, respectively, to the dichloro­benzene and tolyl rings. The two aromatic rings are inclined at 37.92 (6)° to one another. In the crystal structure, N—H⋯O hydrogen bonds link the mol­ecules into chains along b. Additional weak C—H⋯Cl and C—H⋯O hydrogen bonds combine with C—H⋯π and very weak π–π contacts [Cg⋯Cg distance = 4.0217 (12) Å] to stack the mol­ecules down b.
doi:10.1107/S1600536809034710
PMCID: PMC2970402  PMID: 21577972

Results 1-25 (50)