5-Amino-3-eth­oxy-1,8,8-trimethyl-2-aza­bicyclo­[2.2.2]octa-2,5-diene-4,6-dicarbo­nitrile

The title 2-aza­bicyclo­[2.2.2]octa-2,5-diene derivative, C₁₄H₁₈N₄O, crystallized out with two independent mol­ecules with similar conformations in the asymmetric unit. In each mol­ecule, the three six-membered rings adopt boat conformations. The mol­ecules exist in the enamine form. In the crystal, mol­ecules are linked by N—H...O and N—H...N hydrogen bonds into a two-dimensional network parallel to the ab plane.

N-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-4,4′′-difluoro-5′-hy­droxy-1,1′:3′,1′′-terphenyl-4′-carboxamide

The asymmetric unit of the title compound, C₂₇H₁₆F₂N₂O₄, consists of two crystallographically independent mol­ecules (A and B). In mol­ecule B, the isoindoline-1,3-dione ring system is disordered over two set of sites with a site-occupancy ratio of 0.658 (12):0.342 (12). In mol­ecule A, the fluoro-substituted benzene rings make dihedral angles of 18.36 (8) and 46.37 (8)° with the central benzene ring, whereas the corresponding angles are 40.90 (8) and 52.89 (9)° in mol­ecule B. The isoindoline ring system in mol­ecule A and the major and minor components of the disordered isoindoline ring system in mol­ecule B make dihedral angles of 58.50 (4), 54.13 (16) and 70.01 (28) °, respectively, with their attached benzene rings, linked through the amide group. An intra­molecular O—H...O hydrogen bond generates an S(6) ring in each mol­ecule. In the crystal, mol­ecules are linked by N—H...O, C—H...F and C—H...O hydrogen bonds into sheets lying parallel to the bc plane. The crystal studied was a non-merohedral twin with a refined twin component ratio of 0.9316 (8):0.0684 (8).

2,3,5-Triphenyl-2H-tetra­zol-3-ium iodide

The asymmetric unit of the title mol­ecular salt, C₁₉H₁₅N₄⁺·I⁻, contains four 2,3,5-triphenyl-2H-tetra­zol-3-ium cations and five iodide anions, with two of the latter lying on crystallographic inversion centres. In each cation, the tetra­zole ring is essentially planar (r.m.s. deviations = 0.004–0.007 Å). The dihedral angles between the tetra­zole ring and its three attached benzene rings in the four independent cations are: 12.9 (4), 67.0 (4), 48.1 (4); 20.8 (4), 51.1 (4), 62.3 (4); 11.4 (4), 52.3 (4), 47.3 (4) and 6.0 (4), 85.7 (4), 43.5 (4)°. A C—H...I hydrogen bond and C—H...π inter­actions are observed in the crystal.

N-[(4-Chloro­phen­yl)sulfon­yl]acetamide

The asymmetric unit of the title compound, C₈H₈ClNO₃S, consists of two crystallographically independent mol­ecules (A and B). The dihedral angles between the benzene ring and amide C—C(=O)—NH– plane are 87.6 (3) (mol­ecule A) and 86.0 (3)° (mol­ecule B). In the crystal, the independent mol­ecules are alternately linked by N—H...O hydrogen bonds into an infinite chain along the b axis. Short inter­molecular Cl...Cl contacts [3.2882 (5) and 3.2812 (5) Å] are also observed.

1-[3-(4-Fluoro­phen­yl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]ethanone

In the title compound, C₁₇H₁₅FN₂O, the pyrazoline ring adopts a flattened envelope conformation. The dihedral angle between the fluoro-substituted benzene ring and the phenyl ring is 69.20 (5)°. In the crystal, a pair of C—H...O hydrogen bonds link neighbouring mol­ecules, forming an inversion dimer. The crystal structure is further consolidated by C—H...π inter­actions and by a π–π inter­action with a centroid–centroid distance of 3.7379 (6) Å.

1-[5-(4-Bromo­phen­yl)-3-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazol-1-yl]butan-1-one

In the title compound, C₁₉H₁₈BrFN₂O, the benzene rings form dihedral angles of 5.38 (7) and 85.48 (7)° with the mean plane of the 4,5-dihydro-1H-pyrazole ring (r.m.s. deviation = 0.0849 Å), which approximates to an envelope conformation with the –CH₂– group as the flap. The dihedral angle between the benzene rings is 82.86 (7)°. In the crystal, C—H...F and C—H...O hydrogen bonds link the mol­ecules to form inversion dimers and together these generate chains along [011]. The crystal packing also features C—H...π inter­actions.

N-(2-Bromo­phen­yl)-2-(naphthalen-1-yl)acetamide

In the title compound, C₁₈H₁₄BrNO, the naphthalene ring system [maximum deviation = 0.015 (3) Å] forms a dihedral angle of 67.70 (10)° with the benzene ring. In the crystal, mol­ecules are linked by N—H...O hydrogen bonds into C(4) chains propagating in [100]. A C—H...O inter­action reinforces the chain connectivity, generating an R₂¹(6) loop.

(2E)-3-(2-Fluoro­phen­yl)-1-(4-fluoro­phen­yl)prop-2-en-1-one

In the title compouund, C₁₅H₁₀F₂O, the mol­ecule exists in an E conformation with respect to the C=C bond [1.3382 (16) Å]. The dihedral angle between the fluoro-substituted benzene rings is 6.80 (6)° and the whole mol­ecule is roughly planar (r.m.s. deviation for the non-H atoms = 0.069 Å). In the crystal, mol­ecules are linked by C—H...F and C—H...O inter­actions into sheets lying parallel to the bc plane.

2,2-Diphenyl-N-(2,4,5-trichloro­phen­yl)acetamide

The asymmetric unit of the title compound, C₂₀H₁₄Cl₃NO, consists of two independent mol­ecules. In one mol­ecule, the chlorinated benzene ring forms dihedral angles of 12.00 (9) and 77.04 (9)° with the phenyl rings. The dihedral angle between the phenyl rings is 80.37 (10)°. The corresponding dihedral angles for the other mol­ecule are 26.34 (10), 62.98 (10) and 88.47 (11)°, respectively. One of the mol­ecules features an intra­molecular C—H...O hydrogen bond, which forms an S(6) ring motif. In the crystal, mol­ecules are linked by N—H...O hydrogen bonds into [100] chains. The chains are further linked by C—H...O and C—H...Cl hydrogen bonds into a three-dimensional network.

2-Cyclo­pentyl­idenehydrazine­carboxamide

The asymmetric unit of the title compound, C₆H₁₁N₃O, consists of two independent mol­ecules in which the cyclo­pentane rings adopt envelope conformations with CH₂ grouping as the flap and the semicarbazone groups are essentially planar, with maximums deviation of 0.0311 (12) and 0.0285 (12) Å. In the crystal, N—H...O, N—H...N and C—H...O hydrogen bonds link the mol­ecules to form sheets lying parallel to the ab plane.

N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-[4-(methyl­sulfan­yl)phen­yl]acetamide

In the title compound, C₂₀H₂₁N₃O₂S, the 2,3-dihydro-1H-pyrazole ring is nearly planar (r.m.s. deviation = 0.023 Å) and forms dihedral angles of 16.96 (6) and 38.93 (6)° with the benzene and phenyl rings, respectively. The dihedral angle between the benzene and phenyl rings is 55.54 (6)°. The mol­ecular conformation is consolidated by an intra­molecular C—H...O hydrogen bond, which forms an S(6) ring. In the crystal, inversion dimers linked by pairs of N—H...O_p (p = pyrazole) hydrogen bonds generate R₂²(10) loops. The dimers are linked by C—H...O hydrogen bonds into sheets lying parallel to (100).

2-(4-Bromo­phen­yl)-N-(2,6-dimethyl­phen­yl)acetamide

In the title compound, C₁₆H₁₆BrNO, the dihedral angle between the benzene rings is 69.8 (2)°. In the crystal, N—H...O hydrogen bonds link the mol­ecules into C(4) chains propagating in [100]. Adjacent mol­ecules in the chains are also linked by C—H...O inter­actions which, along with the N—H...O hydrogen bonds, generate R₂¹(6) loops.

2-(4-Chloro­phen­yl)-N-(1,3-thia­zol-2-yl)acetamide

In the title compound, C₁₁H₉ClN₂OS, the thia­zole ring is nearly planar (r.m.s. deviation = 0.003 Å) and forms a dihedral angle of 64.18 (7)° with the bezene ring. In the crystal, inversion dimers linked by pairs of N—H...N_t (t = thia­zole) hydrogen bonds generate R₂²(8) loops.

5-(4-Bromo­phen­yl)-3-(4-fluoro­phen­yl)-1-phenyl-4,5-dihydro-1H-pyrazole

In the title compound, C₂₁H₁₆BrFN₂, the fluoro-substituted benzene ring is disordered over two orientations about the C—F bond and the C—C bond between the benzene and pyrazole groups with a site-occupancy ratio of 0.516 (8):0.484 (8). The central pyrazole ring [maximum deviation = 0.035 (3) Å] makes dihedral angles of 22.4 (2), 11.0 (2), 77.19 (16) and 7.44 (17)° with the two disorder components of the benzene ring, the bromo-substituted benzene ring and the phenyl ring, respectively. In the crystal, mol­ecules are linked into a layer parallel to the bc plane through C—H...π inter­actions.

2,3-Dibromo-3-(4-chloro­phen­yl)-1-(4-nitro­thio­phen-2-yl)propan-1-one

The title compound, C₁₃H₈Br₂ClNO₃S, exhibits whole-mol­ecule disorder over two orientations in a 0.805 (6):0.195 (6) ratio. The dihedral angles between the thio­phene ring [maximum deviations = 0.017 (4) and 0.033 (9) Å for the major and minor components, respectively] and the chloro-substituted phenyl ring are 32.1 (5) (major component) and 26.3 (18)° (minor component). In the crystal, C—H...Cl and C—H...O hydrogen bonds link the mol­ecules into sheets lying parallel to the bc plane. Aromatic π–π stacking inter­actions [centroid–centroid distance = 3.550 (7) Å] are also observed.

1-(6-Chloro-1,3-benzothia­zol-2-yl)-2-[1-(4-meth­oxy­phen­yl)ethyl­idene]hydrazine

The asymmetric unit of the title compound, C₁₆H₁₄ClN₃OS, contains two independent mol­ecules (A and B) linked into dimers via N—H...N hydrogen bonds. The 1,3-benzothia­zol-2-yl ring system and the benzene ring form dihedral angles of 17.08 (8) and 8.63 (7)° in mol­ecules A and B, respectively.

(E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-nitro­phen­yl)ethyl­idene]hydrazine

In the asymmetric unit of the title compound, C₁₄H₁₁N₅O₆, there are three crystallographically independent mol­ecules with similar conformations but some differences in bond angles. The mol­ecules are slightly twisted with the dihedral angles between the benzene rings being 10.02 (14), 8.41 (15) and 1.40 (14)°. In each mol­ecule, an intra­molecular N—H...O hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by weak C—H...O inter­actions into a three-dimensional network. π–π inter­actions with centroid–centroid distances of 3.5635 (17)–3.8273 (18) Å are observed.

(Z)-2-Benzyl­idenebenzo[d]thia­zolo[3,2-a]imidazol-3(2H)-one

The mol­ecule of the title compound, C₁₆H₁₀N₂OS, is approximately planar, the dihedral angle between the 1,3-benzothia­zolo[3,2-a]imidazol-3(2H)-one and the benzyl­idene moieties being 4.10 (8)°. A weak intra­molecular C—H...S inter­action generates an S(6) ring. No inter­molecular hydrogen bonds are observed in the crystal structure.

(2E)-3-[4-(Benz­yloxy)phen­yl]-1-(pyridin-3-yl)prop-2-en-1-one

The title compound, C₂₁H₁₇NO₂, exists in an E conformation with respect to the C=C bond. The pyridine ring forms dihedral angles of 5.57 (7) and 82.30 (9)°, respectively, with the central benzene ring and the terminal phenyl ring. The dihedral angle between the benzene and phenyl rings is 87.69 (8)°. No significant inter­molecular inter­actions are observed.

1-(1,5-Diphenyl-4-phenyl­sulfonyl-1H-pyrazol-3-yl)ethanone

The asymmetric unit of the title compound, C₂₃H₁₈N₂O₃S, contains two mol­ecules with comparable geometries. In one mol­ecule, the pyrazole ring forms dihedral angles of 61.65 (11), 47.88 (11) and 63.20 (14)° with the three benzene rings. The corresponding values for the other mol­ecule are 77.19 (11), 43.55 (11) and 63.56 (15)°. In the crystal, both mol­ecules are linked into inversion dimers by pairs of C—H...S hydrogen bonds, generating R₂²(14) loops in each case.

3-Oxo-3-(piperidin-1-yl)propane­nitrile

In the title compound, C₈H₁₂N₂O, the piperidine ring exhibits a chair conformation and its least-squares plane (all atoms) makes a dihedral angle of 32.88 (12)° with the propane­nitrile unit (r.m.s. deviation = 0.001 Å). In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, forming chains along [001].

(Z)-2-(5-Acetyl-4-methyl-3-phenyl-2,3-dihydro-1,3-thia­zol-2-yl­idene)-3-(3-methyl-1-benzofuran-2-yl)-3-oxo­propane­nitrile

In the title compound, C₂₄H₁₈N₂O₃S, the benzofuran ring system (r.m.s. deviation = 0.010 Å) forms dihedral angles of 83.13 (17) and 8.92 (14)° with the benzene and thia­zole rings, respectively. The dihedral angle between the benzene and thia­zole rings is 84.51 (19)°. The mol­ecular structure features an intra­molecular C—H...O hydrogen bond, which closes an S(6) ring. There are no inter­molecular hydrogen bonds observed in this structure.

(E)-2-[4-(Diethyl­amino)­styr­yl]-1-methyl­pyridinium 4-meth­oxy­benzene­sulfonate monohydrate

In the cation of the title compound, C₁₈H₂₃N₂⁺·C₇H₇O₄S⁻·H₂O, one ethyl group of the diethyl­amino unit is disordered over two sets of sites in a 0.665 (6):0.335 (6) ratio. The styrylpyridinium unit is nearly planar, with a dihedral angle between the pyridinium and benzene rings of 4.27 (8)°. In the crystal, the anion ring is almost perpendicular to the aromatic rings of the cation; the sulfonate-substituted benzene ring forms dihedral angles of 89.60 (8) and 89.37 (8)°, respectively, with the pyridinium and benzene rings of the cation. In the crystal, the three components are linked into a three-dimensional network by O—H...O and C—H...O hydrogen bonds. π–π inter­actions with centroid–centroid distances of 3.6999 (9) and 3.7106 (9) Å are also present.

(3′R)-3′-Benzyl-2′,3′-dihydro-1H-spiro­[indole-3,1′-naphtho­[2,3-c]pyrrole]-2,4′,9′-trione

In the title compound, C₂₆H₁₈N₂O₃, the maximum deviations from planarity for the tetra­hydro-1H-naphtho­[2,3-c]pyrrole and indoline rings systems are 0.091 (1) and 0.012 (2) Å, respectively. These ring systems make a dihedral angle of 89.95 (6)° with each other and they make dihedral angles of 73.42 (8) and 71.28 (9)°, respectively, with the benzene ring. In the crystal, inversion dimers linked by pairs of N—H...O hydrogen bonds generate R₂²(8) loops and C—H...O inter­actions connect the dimers into corrugated sheets lying parallel to the bc plane.

Ethyl 6-(4-meth­oxy­phen­yl)-2-oxo-4-phenyl­cyclo­hex-3-ene­carboxyl­ate

The asymmetric unit of the title compound, C₂₂H₂₂O₄, consists of two independent mol­ecules (A and B). The cyclo­hexene rings adopt slightly distorted sofa conformations in both mol­ecules. The dihedral angles between the benzene rings are 74.16 (13) and 71.85 (13)° in mol­ecules A and B, respectively. In the crystal, weak C—H...O hydrogen bonds link the mol­ecules into a ribbon-like structure along the b axis. Weak C—H...π inter­actions are also observed.

6-(4-Amino­phen­yl)-4-(4-eth­oxy­phen­yl)-2-meth­oxy­nicotinonitrile

In the title mol­ecule, C₂₁H₁₉N₃O₂, the central pyridine ring makes dihedral angles of 14.46 (9) and 34.67 (8)° with the 4-amino- and 4-eth­oxy-substituted benzene rings, respectively. The eth­oxy group is essentially coplanar with the attached benzene ring [C—O—C—C torsion angle = 178.70 (16)°] as is the meth­oxy group with the pyridine ring [C—O—C—N torsion angle = −3.0 (3)°]. In the crystal, mol­ecules are linked by N—H...N hydrogen bonds into chains along [201]. Weak C—H...O hydrogen bonds and C—H...π inter­actions are also present.