7H-1-Benzofuro[2,3-b]carbazole.

In the title compound, C(18)H(11)NO, the carbazole and benzofuran rings are almost co-planar, making a dihedral angle of 3.31 (3)°. The crystal structure is stabilized by weak C-H⋯π inter-actions.

Diethyl 2-{[3-(2-meth-oxy-benz-yl)thio-phen-2-yl]methyl-idene}malonate.

In the title compound, C(20)H(22)O(5)S, the dihedral angle between the mean planes through the thio-phene and benzene rings is 75.2 (1)°. The meth-oxy group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.019 (2) Šfor the O atom. The malonate group assumes an extended conformation.

Phen-yl(3-methyl-1-phenyl-sulfonyl-1H-indol-2-yl)methanone.

In the title compound, C(22)H(17)NO(3)S, the N atom of the indole ring system deviates by 0.031 (3) Šfrom a least-squares plane fitted through all nine non-H ring atoms. The geometry around the S atom can be described as distorted tetra-hedral. As a result of the electron-withdrawing character of the phenyl-sulfonyl groups, the N-Csp(2) bond lengths are longer than the typical mean value for N atoms with a planar configuration.

5-Methyl-phenanthro[2,3-b]thio-phene.

The title compound, C(17)H(12)S, which crystallises with two molecules in the asymmetric unit, features four fused rings forming an essentially planar mol-ecule, with maximum deviations from the mean plane of 0.078 (2) and 0.080 (2) Šfor C atoms of the thio-phene and phenanthrene groups in both the mol-ecules. The crystal packing features weak C-H⋯π inter-actions.

Ethyl 3-[2-(3,4-dimeth-oxy-benz-yl)-1-phenyl-sulfonyl-1H-indol-3-yl]acrylate chloro-form hemisolvate.

In the title compound, C(28)H(27)NO(6)S·0.5CHCl(3), the ethyl acrylate substituent adopts an extented conformation with all torsion angles close to 180°. The chloro-form solvent mol-ecule is disordered across an inversion centre and is therefore half occupied. The mol-ecular packing is controlled by inter-molecular C-H⋯O inter-actions.

Phen-yl(1-phenyl-sulfonyl-1H-indol-2-yl)methanone.

The asymmetric unit of the title compound, C(21)H(15)NO(3)S, contains two crystallographically independent mol-ecules. As a result of the electron-withdrawing character of the phenyl-sulfonyl groups, the N-Csp(2) bond lengths are slightly longer than the anti-cipated value of approximately 1.35 Šfor N atoms with planar configurations. Both unique S atoms have a distorted tetra-hedral configuration. In each mol-ecule, the indole ring system is essentially planar (r.m.s. deviations for all non-H atoms of 0.020 and 0.023 Å). In one mol-ecule, the indole ring system makes dihedral angles of 65.7 (8) and 73.4 (8)°, respectively, with the benzene and phenyl rings [62.2 (7) and 72.1 (7)°, respectively, in the other mol-ecule].

(1-Phenyl-sulfonyl-1H-indol-2-yl)(thio-phen-2-yl)methanone.

The crystal studied of the title compound, C(19)H(13)NO(3)S(2), was found to be a non-merohedral twin with a domain ratio of 0.877 (3):0.123 (3). There are two independent mol-ecules in the asymmetric unit. The dihedral angles between the mean plane of the indole ring system and the phenyl-sulfonyl ring are 71.67 (13) and 71.95 (13)° in the two mol-ecules while the indole unit and the thiophene ring make dihedral angles of 54.91 (12) and 56.92 (13)° in the two molecules. The crystal packing is stabilized by weak C-H⋯π inter-actions.

7-Phenyl-sulfonyl-7H-benzofurano[2,3-b]carbazole.

In the title compound, C(24)H(15)NO(3)S, the dihedral angle between the phenyl ring and the carbozole system is 74.91 (6)°. The S atom exhibits a distorted tetra-hedral geometry [N-S-C = 104.85 (8)°; O-S-O = 119.59 (9)°]. The crystal structure is established by weak inter-molecular π-π inter-actions [centroid-centroid distances = 3.583 (2)-3.782 (2) Å].

8,9-Dimeth-oxy-5-phenyl-sulfonyl-5H-benzo[b]carbazole.

In the title compound, C(24)H(19)NO(4)S, the benzocarbazole ring system is planar (r.m.s. deviation = 0.016 Å) and forms a dihedral angle of 78.54 (4)° with the sulfonyl-bound phenyl ring. Intra-molecular C-H⋯O inter-actions are observed. A C(8) chain running along the b axis is formed via inter-molecular C-H⋯O hydrogen bonds. The chains are linked via weak C-H⋯ π inter-actions.

3-(4-Methoxy-benz-yl)-1-benzothio-phene.

In the title compound, C(16)H(14)OS, the dihedral angle between the benzothio-phene ring system and the benzene ring is 72.41 (12)°. A weak inter-molecular C-H⋯π inter-action from the benzene ring to the benzothio-phene ring system is observed in the crystal structure.

Diethyl 2-{[3-(2,4,6-trimethyl-benz-yl)-1-phenyl-sulfonyl-1H-indol-2-yl]methyl-idene}propane-dioate.

In the title compound, C(32)H(33)NO(6)S, the indole ring system makes dihedral angles of 62.78 (10) and 80.53 (8)°, respectively, with the phenyl and benzene rings. In the crystal, the mol-ecules are linked through inter-molecular C-H⋯O hydrogen bonds, forming a chain along the a axis. Between the chains, a weak aromatic π-π stacking inter-action [centroid-centroid distance = 3.831 (2) Å] is observed.

1-(Phenyl-sulfon-yl)benzo[1,2:2',3']thieno[5',4'-b]carbazole.

In the title compound, C(24)H(15)NO(2)S(2), the ring system composed of the five fused rings is almost planar (r.m.s. deviation for all non-H atoms = 0.056 Å). The dihedral angle between the fused ring system and the phenyl ring is 83.4 (9)°. The crystal packing is stabilized by C-H⋯π and π-π inter-actions between parallel ring systems [centroid-centroid distances = 3.526 (3), 3.877 (3) and 3.712 (3) Å].

(Phen-yl)(1-phenyl-sulfonyl-1H-indol-3-yl)methanone.

In the title compound, C(21)H(15)NO(3)S, the sulfonyl-bound phenyl ring forms a dihedral angle of 86.28 (5)° with the indole ring system. The mol-ecular structure is stabilized by intra-molecular C-H⋯O hydrogen bonds. The crystal packing is stabilized by weak inter-molecular C-H⋯O and C-H⋯π inter-actions.

(4-Bromo-phen-yl)(1-phenyl-sulfonyl-1H-indol-2-yl)methanone.

In the title compound, C(21)H(14)BrNO(3)S, the indole ring system forms dihedral angles of 65.64 (8) and 59.30 (8)°, respectively, with the phenyl and bromo-phenyl rings. In the crystal, mol-ecules are connected by a C-H⋯O hydrogen bond, forming a chain along [101]. The chains are further connected by weak inter-molecular C-H⋯π inter-actions, forming a layer parallel to the ac plane.

7-Phenyl-sulfonyl-2,3-dihydro-7H-1,4-benzodioxino[6,7-b]carbazole.

In the title compound, C(24)H(17)NO(4)S, the phenyl ring makes a dihedral angle of 88.12 (5)° with the carbazole unit. The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O inter-actions and the crystal packing exhibits weak inter-molecular C-H⋯O and C-H⋯π inter-actions. Two C atoms of the 2,3-dihydro-1,4-dioxine fragment are disordered over two positions with site-occupancy factors of 0.718 (11) and 0.282 (11).

Diethyl 2-(2-nitro-benzyl-idene)malonate.

In the title compound, C(14)H(15)NO(6), the ethoxy-carbonyl groups adopt extended conformations. In the crystal, mol-ecules are linked into centrosymmetric dimers via pairs of C-H⋯O hydrogen bonds with a R(2) (2)(20) motif.

N-(2-Formyl-phen-yl)benzene-sulfonamide.

In the title compound, C(13)H(11)NO(3)S, the two aromatic rings are oriented at an angle of 88.18 (8)°. Intra-molecular N-H⋯O and C-H⋯O hydrogen bonds are observed, each of which generates an S(6) ring motif. In the crystal, mol-ecules are linked into C(7) chains along [010] by inter-molecular C-H⋯O hydrogen bonds. The structure is further stabilized by inter-molecular C-H⋯π inter-actions involving the sulfonyl-bound phenyl ring.

N-(2-Acetyl-phen-yl)benzene-sulfonamide.

In the title compound, C(14)H(13)NO(3)S, the phenyl ring makes a dihedral angle of 81.5 (1)° with the benzene ring. The mol-ecular structure is stabilized by an intra-molecular N-H⋯O hydrogen bond and weak C-H⋯O inter-actions. In the crystal structure, mol-ecules are linked by weak inter-molecular C-H⋯O and C-H⋯π inter-actions.

1,3-Dimethyl-5-(2-methyl-benzyl-idene)pyrimidine-2,4,6(1H,3H,5H)-trione.

In the title compound, C(14)H(14)N(2)O(3), the dihedral angle between the pyrimidine and benzene rings is 14.9 (1)°. The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O inter-actions and the crystal structure exhibits a weak inter-molecular π-π inter-action [centroid-centroid distance = 3.575 (3) Å].

2-Chloro-methyl-3-methyl-1-phenyl-sulfonyl-1H-indole.

In the title compound, C(16)H(14)ClNO(2)S, the phenyl ring makes a dihedral angle of 78.1 (1)° with the indole ring system. The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O inter-actions. The crystal structure exhibits weak inter-molecular C-H⋯O, C-H⋯π and π-π [centroid-centroid distances = 3.620 (1)-3.794 (1) Å] inter-actions.