Synthesis, crystal structure and Hirshfeld surface analysis of naphthalene-2,3-diyl bis-(3-benz-yl-oxy)benzoate.

In the title compound, C38H28O6, the dihedral angles between the naphthalene ring system and its pendant benz-yloxy rings A and B are 88.05 (7) and 80.84 (7)°, respectively. The dihedral angles between the A and B rings and their attached phenyl rings are 49.15 (8) and 80.78 (8)°, respectively. In the extended structure, the mol-ecules are linked by weak C-H⋯O and C-H⋯π hydrogen bonds, and π-π stacking inter-actions, which variously generate C(11) chains and R 2 2(12) loops as part of a three-dimensional network. The Hirshfeld surface [fingerprint contributions = H⋯H (42.3%), C⋯H/H⋯C (40.3%) and O⋯H/H⋯O (15.7%)] and inter-molecular inter-action energies are reported, with dispersion (E dis = -428.6 kJ mol-1) being the major contributor.

Crystal structure and Hirshfeld surface analysis of 3-({4-[(4-cyano-phen-oxy)carbon-yl]phen-oxy}carbon-yl)phenyl 4-(benz-yloxy)-3-chloro-benzoate.

The title compound, C35H22ClNO7, is a non-liquid crystal with a bent-shaped mol-ecule. The dihedral angles between adjacent aromatic rings in the mol-ecule (starting from the cyano-benzene ring) are 72.61 (2), 87.69 (4), 64.08 (2) and 88.23 (2)°, indicating that adjacent rings are close to perpendicular to each other. In the crystal, the mol-ecules are linked by weak C-H⋯N and C-H⋯π inter-actions, thereby forming a two-dimensional supra-molecular architecture in the ac plane. The most important contributions to the crystal packing arise from H⋯H (59.3%), S⋯H (27.4%) and O⋯H (7.5%) inter-actions, as determined by a Hirshfeld surface analysis.

Crystal structure of (2R)-1-[(methyl-sulfon-yl)-oxy]propan-2-aminium chloride: a chiral mol-ecular salt.

In the title chiral mol-ecular salt, C4H12NO3S(+)·Cl(-), the cation is protonated at the N atom, producing [RNH3](+), where R is CH3SO2OCH2C(H)CH3. The N atom in the cation is sp (3)-hybridized. In the crystal, cations and anions are connected by strong N-H⋯Cl hydrogen bonds to generate edge-shared 12-membered rings of the form {⋯Cl⋯HNH}3. This pattern of hydrogen bonding gives rise to zigzag supra-molecular layers in the ab plane. The layers are connected into a three-dimensional architecture by C-H⋯O hydrogen bonds. The structure was refined as an inversion twin.

Crystal structure of 1-benzyl-sulfonyl-1,2,3,4-tetra-hydro-quinoline.

In the title compound, C16H17NO2S, the heterocyclic ring adopts a half-chair conformation and the bond-angle sum at the N atom is 354.6°. The dihedral angle between the planes of the aromatic rings is 74.15 (10)°. In the crystal, mol-ecules are linked by weak C-H⋯O hydrogen bonds, generating C(8) and C(4) chains propagating along [100] and [010], respectively, which together generate (001) sheets.

Crystal structure of (2-chloro-eth-yl)[2-(methyl-sulfan-yl)benz-yl]ammonium chloride.

In the title mol-ecular salt, C10H15ClNS(+)·Cl(-), the cation is [R'R"NH2](+), where R' is 2-MeS-C6H4CH2- and R" is -CH2CH2Cl, and the anion is Cl(-). In the cation, the N atom is protonated with sp (3)-hybridization and with a tetra-hedral geometry. In the crystal, the anions are connected to the cations through two pairs of N-H⋯Cl hydrogen bonds, generating a four-centred inversion dimer with an R 4 (2)(8) ring motif.

Crystal structure of 1-[(6-chloro-pyridin-3-yl)sulfon-yl]-1,2,3,4-tetra-hydro-quinoline.

The tetra-hydro-pyridine ring of the quinoline system in the title compound, C14H13ClN2O2S, adopts a half-chair conformation with the bond-angle sum at the N atom being 350.0°. The dihedral angle between the least-squares planes of the two aromatic rings is 50.13 (11)°. In the crystal, inversion dimers linked by pairs of C-H⋯O hydrogen bonds generate R 2 (2)(10) loops. Additional inter-molecular C-H⋯O hydrogen bonds generate C(7) chains along [100].

Crystal structure of 4-meth-oxy-phenyl 2-oxo-2H-chromene-3-carboxyl-ate.

In the title compound, C17H12O5, the dihedral angle between the planes of the coumarin ring system (r.m.s. deviation = 0.015 Å) and the benzene ring is 48.04 (10)°. The central CO2 group subtends a dihedral angle of 27.15 (11)° with the coumarin ring system and 74.86 (13)° with the benzene ring. In the crystal, mol-ecules are linked by C-H⋯O inter-actions, which generate a three-dimensional network. Very weak C-H⋯π inter-actions are also observed.

Crystal structure of 4-bromo-phenyl-2-oxo-2H-chromene-3-carboxyl-ate.

In the title compound, C16H9BrO4, the coumarin ring system is approximately planar, with an r.m.s deviation of the ten fitted non-H atoms of 0.031 Å, and forms a dihedral angle of 25.85 (10)° with the bromo-benzene ring. The carbonyl atoms are syn. In the crystal, mol-ecules are connected along [001] via C-H⋯O inter-actions, forming C(6) chains. Neighbouring C(6) chains are connected via several π-π inter-actions [range of centroid-centroid distances = 3.7254 (15)-3.7716 (16) Å], leading to sheets propagating in the bc plane.

Crystal structure of bis-(4-meth-oxy-phenyl) malonate.

The complete mol-ecule of the title compound, C17H16O6, is generated by crystallographic twofold symmetry, with the central methyl-ene C atom lying on the rotation axis. The carbonyl O atom is disordered over two adjacent positions in a 0.63 (3):0.37 (3) ratio and the dihedral angle between the benzene rings in the two halves of the mol-ecule is 79.31 (12)°. In the crystal, mol-ecules are connected by C-H⋯O hydrogen bonds, generating (110) sheets. Very weak intra-sheet C-H⋯π inter-actions are also observed.

Crystal structure of 1-methane-sulfonyl-1,2,3,4-tetra-hydro-quinoline.

In the title compound, C10H13NO2S, the heterocyclic ring adopts a half-chair conformation and the bond-angle sum at the N atom is 347.9°. In the crystal, inversion dimers linked by pairs of C-H⋯O hydrogen bonds generate R 2 (2)(8) loops.

Crystal structure of 1-tosyl-1,2,3,4-tetra-hydro-quinoline.

In the title compound, C16H17NO2S, the heterocyclic ring adopts a half-chair conformation and the bond-angle sum at the N atom is 350.2°. The dihedral angle between the planes of the aromatic rings is 47.74 (10)°. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds to generate [010] chains.

tert-Butyl 2-{[5-(4-cyano-phen-yl)pyridin-3-yl]sulfon-yl}acetate.

In the title compound, C18H18N2O4S, the dihedral angle between the aromatic rings is 33.71 (9)° and an intra-molecular C-H⋯O hydrogen bond closes an S(6) ring. In the crystal, mol-ecules are linked by C-H⋯O and C-H⋯N hydrogen bonds to generate a three-dimensional network. A very weak aromatic π-π stacking inter-ction is also observed [centroid-centroid separation = 3.9524 (10) Å].

N-(4-Meth-oxy-benzo-yl)-2-methyl-benzene-sulfonamide.

In the title compound, C15H15NO4S, the dihedral angle between the aromatic rings is 80.81 (1)° and the dihedral angle between the planes defined by the S-N-C=O fragment and the sulfonyl benzene ring is 86.34 (1)°. In the extended structure, dimers related by a crystallographic twofold axis are connected by pairs of both N-H⋯O hydrogen bonds and C-H⋯O inter-actions, which generate R 2 (2)(8) and R 2 (2)(14) loops, respectively. A weak aromatic π-π stacking inter-action is also observed [centroid-centroid separation = 3.7305 (3) Å].

2-Chloro-N-(4-meth-oxy-benzo-yl)-benzene-sulfonamide.

In the title compound, C14H12ClNO4S, the dihedral angle between the aromatic rings is 82.07 (1)° and the dihedral angle between the planes defined by the S-N-C=O fragment and the sulfonyl benzene ring is 82.46 (3)°. In the crystal, the mol-ecules are linked into C(4) chains running along [001] by strong N-H⋯O hydrogen bonds. A C-H⋯O intera-ction reinforces the [001] chains: its graph-set symbol is C(7). The chains are cross-linked into (100) sheets by further C-H⋯O inter-actions as C(6) chains along [001]. The structure also features weak π-π stacking inter-actions [centroid-centroid distances = 3.577 (1) and 3.8016 (1) Å].

N-Ethyl-2,2-dimethyl-N-(3-methyl-phen-yl)propanamide.

In the title compound, C14H21NO, the conformation across the N-C(O) bond is syn-periplanar, the C-N-C-C torsion being -5.9 (5)°. The atoms of the ethyl group attached to the N atom are disordered over two sets of sites with occupancy ratios of 0.65 (2):0.35 (2) (CH2) and 0.689 (14):0.311 (14) (CH3)are linked by very weak C-H⋯O inter-actions forming C(8) chains along [001]. C-H⋯π inter-actions link the mol-ecules along the c-axis direction.

6-(4-Fluoro-phen-yl)-3-phenyl-7H-1,2,4-tri-azolo[3,4-b][1,3,4]thia-diazine.

In the title compound, C16H11FN4S, the dihedral angles between the triazole ring and the phenyl and fluoro-benzene rings are 23.22 (17) and 18.06 (17)°, respectively. The six-membered heterocyclic ring adopts a distorted envelope conformation, with the methyl-ene C atom as the flap. In the crystal, the mol-ecules are linked by two C-H⋯N and C-H⋯F inter-actions along [010], forming C(5), C(8) and C(13) chains repectively. C-H⋯π inter-actions involving the phenyl ring and π-π inter-actions [centroid-centroid separation for triazole rings = 3.5660 (18) Å] are also observed.

2-Chloro-N-(3-meth-oxy-benzo-yl)benzene-sulfonamide.

In the title compound, C14H12ClNO4S, the dihedral angle between the chloro- and meth-oxy-substituted benzene rings is 87.40 (1)°. In the crystal, adjacent mol-ecules form inversion-related dimers through strong N-H⋯O hydrogen bonds, generating R 2 (2)(8) loops. The dimers are further connected through two C-H⋯O inter-actions that form C(11) chains and R 2 (2)(14) loops. Aromatic π-π stacking inter-actions [centroid-centroid separation = 3.8574 (1) Å] are also observed.

N-(3-Meth-oxy-benzo-yl)-4-methyl-benzene-sulfonamide.

In the title compound, C15H15NO4S, the dihedral angle between the benzene rings is 88.87 (1)°. In the crystal, adjacent mol-ecules form inversion dimers through pairs of strong N-H⋯O hydrogen bonds, generating R 2 (2)(8) loops. Two C-H⋯π inter-actions and an aromatic π-π inter-action [centroid-centroid separation = 3.8191 (1) Å] are also observed.

4-[4-(Hept-yloxy)benzo-yloxy]phenyl 2-oxo-7-tri-fluoro-methyl-2H-chromene-3-carboxyl-ate.

The title compound, C31H27F3O7, is a liquid crystal and exhibits enanti-otropic SmA and nematic phase transitions. In the crystal, the the 2H-chromene ring system makes dihedral angles of 54.46 (17) and 7.79 (16)°, respectively, with the central benzene ring and 4-(hept-yloxy)benzene ring. The three F atoms of the -CF3 group are disordered over two sets of sites, with an occupancy ratio of 0.62 (3):0.38 (3). The crystal structre features two pairs of C-H⋯O hydrogen bonds, which form inversion dimers and generate R 2 (2)(10) and R 2 (2)(30) ring patterns. C-H⋯O inter-actions along [100] and C-H⋯π inter-actions futher consolidate the packing, leading to a three-dimensional network.

Methyl 4-(tri-fluoro-meth-yl)-1H-pyrrole-3-carboxyl-ate.

In the title compound, C7H6F3NO2, all the non-H atoms except for one of the F atoms lie on a crystallographic mirror plane. In the crystal, the mol-ecules are linked into inversion dimers by pairs of C-H⋯F inter-actions, forming R 2 (2)(10) loops. These dimers are connected into C(6) chains along [001] through N-H⋯O hydrogen bonds. Aromatic π-π stacking inter-actions [centroid-centroid separation = 3.8416 (10) A°] connect the mol-ecules into a three-dimensional network.