N-(4-Chloro-1,3-benzothia-zol-2-yl)-2-(3-methyl-phen-yl)acetamide monohydrate.

In the title compound, C(16)H(13)ClN(2)OS·H(2)O, the dihedral angle between the mean planes of the benzothia-zole ring system and the methylphenyl ring is 79.3 (6)°. The crystal packing features inter-molecular O-H⋯N, O-H⋯O and N-H⋯O hydrogen bonds involving the water mol-ecule and weak C-H⋯O, C-H⋯Cg and π-π stacking inter-actions [centroid-centroid distances = 3.

2-Chloro-N-[2-(2-fluoro-benzo-yl)-4-nitro-phen-yl]-N-methyl-acetamide.

The title compound, C(16)H(12)ClFN(2)O(4), crystallizes with two mol-ecules in the asymmetric unit in which the dihedral angles between the mean planes of the two benzene rings are 65.1 (7) and 65.6 (6)°.

N,N-Dimethyl-3-oxo-3-(thio-phen-2-yl)propanaminium chloride.

In the title mol-ecular salt, C(9)H(14)NOS(+)·Cl(-), the crystal packing is stabilized by weak inter-molecular N-H⋯Cl, C-H⋯Cl and C-H⋯π inter-actions, which lead to the formation of a two-dimensional supra-molecular layer which stacks along the b axis.

4-[Bis(4-fluorophenyl)methyl]piperazin-1-ium 2-(2-phenylethyl)benzoate.

The asymmetric unit of the title salt, C(17)H(19)F(2)N(2) (+.)C(15)H(13)O(2) (-), derived from a 1,4-diaza-cyclo-hexane derivative and a carb-oxy-lic acid, contains two formula units. The cation is protonated at the secondary amine functionality.

Opipramolium fumarate.

In the crystal structure of the title salt {systematic name: 4-[3-(5H-dibenz[b,f]azepin-5-yl)prop-yl]-1-(2-hy-droxy-eth-yl)piperazin-1-ium (2Z)-3-carb-oxy-prop-2-enoate}, C(23)H(30)N(3)O(+)·C(4)H(3)O(4) (-), the piperazine group in the opipramol cation is protonated at only one of the N atoms. In the cation, the dihedral angle between the two benzene rings is 53.5 (6)°.

4-[Bis(4-fluorophenyl)methyl]piperazin-1-ium picrate.

The title compound {systematic name: 4-[bis(4-fluorophenyl)methyl]piperazin-1-ium 2,4,6-tri-nitro-phenolate}, C(17)H(19)F(2)N(2) (+)·C(6)H(2)N(3)O(7) (-), is the picrate salt of a piperazine-supported amine bearing a benzhydryl substituent on one of its N atoms. During co-crystallisation, protonation took place on the N atom of the secondary amine functionality. The non-aromatic six-membered heterocycle adopts a chair conformation.

Triprolidinium dipicrate.

In the tripodinium cation of the title compound {systematic name: 2-[(E)-1-(4-methyl-phen-yl)-3-(pyrrolidin-1-ium-1-yl)prop-1-en-yl]pyridinium bis-(2,4,6-trinitro-phenolate)}, C(19)H(24)N(2) (+)·2C(6)H(2)N(3)O(7) (-), the N atoms on both the pyrrolidine and pyridinium groups are protonated. The pyrrolidine group adopts a slightly distorted envelope configuration. Strong N-H⋯O cation-anion hydrogen bonds and weak inter-molecular N-H⋯O inter-actions link the dication and two anions.

Methyl 3,5-dibromo-2-diacetyl-amino-benzoate.

The title methyl benzoate compound, C(12)H(11)Br(2)NO(4), consists of an ortho-substituted diacetyl-amino group and meta-substituted Br atoms. The crystal packing is stabilized by weak inter-molecular C-H⋯O inter-actions.

9,9-Dimethyl-9,10-dihydroanthracene.

In the title compound, C(16)H(16), the central benzene ring adopts a boat conformation, with a dihedral angle of 34.7 (9)° between the mean planes of the two fused benzene rings. The two methyl groups at the apex of the central benzene ring are in axial and equatorial conformations.

Tramadol hydro-chloride-benzoic acid (1/1).

In the cation of the title co-crystal salt {systematic name: [2-hydroxy-2-(3-meth-oxy-phen-yl)cyclo-hexyl-meth-yl]dimethyl-aza-nium chloride-benzoic acid (1/1)}, C(16)H(31)NO(2) (+)·Cl(-)·C(7)H(6)O(2), the N atom is protonated and the six-membered cyclo-hexane ring adopts a slightly distorted chair conformation. The dihedral angle between the mean planes of the benzene rings in the cation and the benzoic acid mol-ecule is 75.5 (9)°.

N-(3-Chloro-4-fluoro-phen-yl)-2,2-diphenyl-acetamide.

In the title compound, C(20)H(15)ClFNO, the dihedral angles between the mean planes of the acetamide group and the chloro-fluoro-substituted benzene ring and the two phenyl rings are 10.8 (8), 81.9 (7) and 85.

[3-(5-Hy-droxy-5H-dibenzo[a,d]cyclo-hepten-5-yl)prop-yl]dimethyl-ammonium 3-carboxyprop-2-enoate.

In the cation of the title salt, C(20)H(24)NO(+)·C(4)H(3)O(4) (-), the N atom in the dimethyl-ammonium group is protonated. The dihedral angle between the mean planes of the two six-membered rings fused to the cyclo-hepten-5-yl ring is 54.4 (1)°.

Cyclo-benzaprinium chloride.

In the title mol-ecular salt [systematic name: 3-(5H-dibenzo[a,d]cyclo-hepten-5-yl-idene)-N,N-dimethyl-propan-aminium chloride], C(20)H(22)N(+)·Cl(-), two cation-anion pairs make up the asymmetric unit. The dihedral angles between the mean planes of the two fused benzene rings of the cation are 49.5 (1) and 50.

2,2-Diphenyl-4-(piperidin-1-yl)butanamide.

In the title compound, C(21)H(26)N(2)O, the dihedral angle between the mean planes of the two benzene rings is 81.1 (9)°. The piperidine ring is in a chair conformation.

N-(3-Chloro-4-fluoro-phen-yl)-2-(naphthalen-1-yl)acetamide.

In the title compound, C(18)H(13)ClFNO, the dihedral angle between the mean planes of the chloro- and fluoro-substituted benzene ring and the naphthalene ring system is 60.5 (8)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming a zigzag chain along [101].

4-(4-Chloro-phen-yl)-4-hy-droxy-piperidinium 2-(2-phenyl-eth-yl)benzoate.

In the title compound, C(11)H(15)ClNO(+)·C(15)H(13)O(2) (-), the piperidinium ring adopts a chair conformation. In the crystal, cations and anions are connected by inter-molecular O-H⋯O and N-H⋯O hydrogen bonds, forming two-dimensional networks parallel to the bc plane. Furthermore, the crystal structure is stabilized by weak C-H⋯π inter-actions.

Melitracenium chloride.

IN THE TITLE COMPOUND [SYSTEMATIC NAME: 3-(10,10-dimethyl-anthracen-9-yl-idene)-N,N,N-trimethyl-propanaminium chlor-ide], C(21)H(26)N(+)·Cl(-), the cyclo-hexane ring adopts a chair conformation. The dihedral angle between the terminal benzene rings is 40.43 (12)°.

1-(5,5-Dioxido-10H-phenothia-zin-10-yl)ethanone.

In the title compound, C(14)H(11)NO(3)S, the six-membered thia-zine ring fused to two benzene rings adopts a distorted boat conformation. The dihedral angle between the mean planes of the two benzene rings is 45.8 (1)°.

2-(4-Methyl-phen-yl)benzonitrile.

In the title compound, C(14)H(11)N, the dihedral angle between the mean planes of the two benzene rings is 44.6 (7)°. The crystal packing is stabilized by weak inter-molecular π-π stacking inter-actions, the centroid-centroid distances being 3.

7-Meth-oxy-3,4-dihydro-naphthalen-1(2H)-one.

In the title compound, C(11)H(12)O(2), the six-membered ketone ring fused to the 7-meth-oxy benzene ring adopts a slightly distorted envelope configuration with the central methyl-ene C atom being the flap. The crystal packing is stabilized by weak inter-molecular C-H⋯O and C-H⋯π inter-actions, which lead to supra-molecular layers in the bc plane.

Opipramol.

2-{4-[3-(5H-dibenz[b,f]azepin-5-yl)prop-yl]piperazin-1-yl}ethanol), C(23)H(29)N(3)O, the 5H-dibenz[b,f]azepine and piperazine rings adopt boat and chair conformations, respectively, and the overall shape of the fused ring part of the molecule is a butterfly. In the crystal, O-H⋯N and C-H⋯O hydrogen bonds link the mol-ecules into a layer parallel to the bc plane.

Cyclo-benzaprinium salicylate.

In the title mol-ecular salt [systematic name: 3-(5H-di-benzo[a,d]cyclo-hepten-5-yl-idene)-N,N-dimethyl-1-propanaminium 2-hy-droxy-benzoate], C(20)H(22)N(+)·C(7)H(5)O(3) (-), the benzene rings of the cyclo-benzaprinium cation are inclined with a dihedral angle of 61.66 (7)°. An intra-molecular O-H⋯O hydrogen bond occurs within the salicylate anion, generating an S(6) ring.

4-(4-Chloro-phen-yl)-4-hy-droxy-piperidinium benzoate.

In the title salt, C(11)H(15)ClNO(+)·C(7)H(5)O(2) (-), the dihedral angle between the mean planes of the chloro-phenyl ring of the cation and the benzene ring of the anion is 74.4 (1)°. In the cation, the six-membered piperazine ring adopts a chair conformation.

(1E,2E)-1,2-Bis(3-bromo-4-meth-oxy-benzyl-idene)hydrazine.

In the title compound, C(16)H(14)Br(2)N(2)O(2), the dihedral angle between the mean planes of the two benzene rings is 33.4 (2)°. The hydrazine group is twisted slightly, with C-N-N-C and C-C-N-N torsion angles of 167.

4,6-Bis(4-fluoro-phen-yl)-2-phenyl-1H-indazol-3(2H)-one.

In the title compound, C(25)H(16)F(2)N(2)O, the pyrazole ring is almost planar (r.m.s.