1′-Methyl-4′-(4-methyl­phen­yl)dispiro­[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione

In the title compound, C₂₇H₂₄N₂O₃, the pyrroldine ring adopts a twist conformation, while the six-membered pyran­one ring of the coumarin ring system is in a sofa conformation. In the crystal, pairs of N—H...O hydrogen bonds link the mol­ecules into inversion R₂²(8) dimers. These dimers are further connected via C—H...O hydrogen bonds.

(E)-2-[(2-Formyl­phen­oxy)meth­yl]-3-(4-methyl­phen­yl)prop-2-ene­nitrile

In the title compound, C₁₈H₁₅NO₂, the dihedral angle between the two benzene rings is 74.8 (1)°. The carbonitrile chain is almost linear, the C—C—N angle being 176.2 (2)°. In the crystal, π–π inter­actions [centroid–centroid distance = 3.842 (1) Å] are observed.

(Z)-3-(4-Chloro­phen­yl)-2-{[N-(2-formyl­phen­yl)-4-methyl­benzene­sulfonamido]­meth­yl}prop-2-ene­nitrile

In the title compound, C₂₄H₁₉ClN₂O₃S, the sulfonyl-bound benzene ring forms dihedral angles of 38.1 (2) and 81.2 (1)°, respectively, with the formyl benzene and benzene rings. The mol­ecular conformation is stabilized by a weak intra­molecular C—H...O hydrogen bond, which generates an S(5) ring motif. The crystal packing is stabilized by C—H...O hydrogen bonds, which generate C(7) zigzag chains along [010] and R₃³(19) ring motifs along [010]. The crystal packing is further stabilized by C—Cl...π inter­actions [Cl...centroid = 3.456 (2) Å and C—Cl...centroid = 173.4 (2)°].

Methyl (Z)-2-[(2,4-dioxothia­zolidin-3-yl)meth­yl]-3-(2-methyl­phen­yl)prop-2-enoate

The C=C bond in the title compound, C₁₅H₁₅NO₄S, has a Z configuration. The thia­zolidine ring is essentially planar [maximum deviation = 0.008 (1) Å for the N atom] and is oriented at a dihedral angle of 59.1 (1)° with respect to the benzene ring. In the crystal, pairs of C—H...O hydrogen bonds link centrosymmetrically related mol­ecules into dimers, generating R₂²(18) ring motifs. The crystal packing is further stabilized by C—H...π and C—O...π [O...centroid = 3.412 (2) Å and C—O...centroid = 115.0 (1)°] inter­actions.

Methyl (2E)-2-[(2,4-dioxo-1,3-thia­zolidin-3-yl)meth­yl]-3-phenyl­prop-2-enoate

In the title compound, C₁₄H₁₃NO₄S, the thia­zolidine ring is essentially planar [maximum deviation = 0.010 (2) Å for the carbonyl C atom between the N and S atoms] and is oriented at a dihedral angle of 60.1 (1)° with respect to the benzene ring. In the crystal, mol­ecules are linked into zigzag chains running along the c axis by C—H...O hydrogen bonds. The crystal packing is further stabilized by C—H...π inter­actions involving the benzene ring.

Methyl (2Z)-2-{[N-(2-formyl­phen­yl)-4-methyl­benzene­sulfonamido]­meth­yl}-3-(naphthalen-1-yl)prop-2-enoate

In the title compound, C₂₉H₂₅NO₅S, the sulfonyl-bound benzene ring forms dihedral angles of 42.1 (1) and 48.5 (1)°, respectively, with the formyl-substituted benzene ring and the naphthalene residue. In the crystal, pairs of C—H...O inter­actions lead to the formation of R₂²(10) inversion dimers, which are linked by further C—H...O inter­actions into supra­molecular tapes running along [100]. The crystal packing is further stabilized by C—H...π inter­actions.

Methyl (2Z)-2-({N-[2-(hy­droxy­meth­yl)phen­yl]-4-methyl­benzene­sulfonamido}­meth­yl)-3-phenyl­prop-2-enoate

In the title compound, C₂₅H₂₅NO₅S, the O atom of the hy­droxy group is disordered over two positions, with occupancies of 0.820 (2) and 0.180 (2). The sulfonyl-bound benzene ring forms dihedral angles of 31.8 (1) and 60.7 (1)°, respectively, with the hy­droxy­methyl­benzene and phenyl rings. The mol­ecular conformation is stabilized by an intra­molecular O—H...O hydrogen bond, generating an S(8) ring motif. The crystal packing is stabilized by inter­molecular C—H...O hydrogen bonds and C—H...π inter­actions.

Methyl (Z)-2-[(4-bromo-2-formyl­phen­oxy)meth­yl]-3-(4-methyl­phen­yl)acrylate

In the title compound, C₁₉H₁₇BrO₄, the dihedral angle between the two benzene rings is 82.9 (2)°. The mol­ecular structure is stabilized by an intra­molecular C—H...O hydrogen bond, which generates an S(7) ring motif. The crystal packing is stabilized by C—H...O hydrogen bonds, which generate two centrosymmetic ring systems with R₂²(18) and R₂²(14) graph-set motifs. The crystal packing is further stabilized by inter­molecular π–π inter­actions [centroid–centroid distance = 3.984 (2) Å].

(E)-6-Methyl-3-(2-methyl­benzyl­idene)­chroman-2-one

In the title compound, C₁₈H₁₆O₂, the heterocyclic ring of the chroman-2-one system adopts a slightly distorted screw-boat conformation. The dihedral angle between the least-squares planes of the coumarin ring system and the benzene ring is 67.5 (1)°. The crystal packing features C—H...O hydrogen bonds, which link the mol­ecules into centrosymmetric R₂²(8) dimers, and C—H...π inter­actions.

(E)-3-(2-Chloro­phen­yl)-2-[(2-formylphen­oxy)meth­yl]prop-2-ene­nitrile

In the title compound, C₁₇H₁₂ClNO₂, the dihedral angle between the two benzene rings is 42.9 (1)°. There are no sgnificant inter­molecular inter­actions.

N-(2-Formyl­phen­yl)-4-toluene­sulfonamide: a second monoclinic polymorph

The title compound, C₁₄H₁₃NO₃S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P2₁/c (Z = 4), whereas the title polymorph (I) occurs in the space group P2₁/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intra­molecular N—H...O and C—H...O hydrogen bonds, resulting in similar mol­ecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), mol­ecules are linked into C(8) zigzag chains along the b axis by C—H...O hydrogen bonds, whereas in (II) mol­ecules are linked by C—H...O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by inter­molecular C—H...π and π–π inter­actions [centroid–centroid distance = 3.814 (1) Å]. These inter­actions are not evident in polymorph (II).

(2Z)-2-{[N-(2-Formyl­phen­yl)-4-methyl­benzene­sulfonamido]­meth­yl}-3-(4-methyl­phen­yl)prop-2-ene­nitrile

In the title compound, C₂₅H₂₂N₂O₃S, the sulfonyl-bound benzene ring forms dihedral angles of 36.8 (2) and 81.4 (2)°, respectively, with the formyl­benzene and methyl­benzene rings. The mol­ecular conformation is stabilized by an intra­molecular C—H...O hydrogen bond, which generates an S(5) ring motif. The crystal packing is stabilized by C—H...O hydrogen bonds, which generate C(11) chains along the b axis. The crystal packing is further stabilized by π–π inter­actions [centroid–centroid distance = 3.927 (2) Å].

(E)-Methyl 3-(3,4-dimeth­oxy­phen­yl)-2-[(1,3-dioxoisoindolin-2-yl)meth­yl]acrylate

In the title compound, C₂₁H₁₉NO₆, the isoindole ring system is essentially planar [maximum deviation = 0.019 (2) Å for the N atom] and is oriented at a dihedral angle of 51.3 (1)° with respect to the benzene ring. The two meth­oxy groups are almost coplanar with the attached benzene ring [C—O—C—C = 3.7 (4) and 4.3 (4)°]. The mol­ecular conformation is stabilized by an intra­molecular C—H...O hydrogen bond, which generates an S(9) ring motif. In the crystal, mol­ecules are linked through bifurcated C—H...(O,O) hydrogen bonds having R₁²(5) ring motifs, forming chains along the b-axis direction. The crystal packing is further stabilzed by π–π inter­actions [centriod–centroid distance = 3.463 (1) Å].

Methyl (2E)-2-({2-[(2E)-2-benzyl­idene-3-meth­oxy-3-oxoprop­yl]-1,3-dioxoindan-2-yl}meth­yl)-3-phenyl­prop-2-enoate

In the title compound, C₃₁H₂₆O₆, the five-membered ring of the indane unit adopts a slight envelope conformation with the flap atom displaced by 1.38 (14) Å. The mol­ecular conformation is stabilized by an intra­molecular C—H...O hydrogen bond, which generates an S(9) ring motif. In the crystal, pairs of C—H...O hydrogen bonds link centrosymmetrically related mol­ecules into dimers, generating R₂²(22) ring motifs. The crystal packing is further stabilized by C—H...π inter­actions.

2-Formyl-6-meth­oxy­phenyl cinnamate

In the title compound, C₁₇H₁₄O₄, the C=C bond adopts an E conformation and the dihedral angle between the benzene rings is 73.9 (1)°. The crystal packing features C—H...O hydrogen bonds, which generate C(4) chains propagating along the b-axis direction. Weak aromatic π–π stacking inter­actions [centroid–centroid distance = 3.703 (1) Å] are also observed.

(E)-Methyl 2-[(1,3-dioxoisoindolin-2-yl)meth­yl]-3-phenyl­acrylate

In the title compound, C₁₉H₁₅NO₄, the isoindole ring system is essentially planar [maximum deviation = 0.011 (1) Å] and is oriented at a dihedral angle of 75.7 (1)° with respect to the phenyl ring. The mol­ecular conformation is stabilized by an intra­molecular C—H...O hydrogen bond. The crystal packing is stabilized by C—H...O hydrogen bonds, which generate zigzag chains along the a axis. The crystal packing is further stabilized by a C—H...π inter­action.