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In the title compound, C11H10N2O, the O atom and the C atom of the methyl­ene group deviate only slightly [0.029 (3) and 0.055 (3) Å, respectively] from the approximately planar ring system (r.m.s. deviation = 0.013 Å). In the crystal, N—H...O hydrogen bonds link the mol­ecules into zigzag chains running along the b axis.

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The title compound, C16H13N, is essentially planar [maximum deviation from the least-squares plane = 0.081 (3) Å], with a dihedral angle of 1.65 (13)° between the planes of the indole and benzene rings. In the crystal, there are no significant inter­molecular π–π inter­actions [minimum ring centroid–centroid separation = 4.217 (5) Å].

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In the title compound, C11H10N2, the carbonitrile group is twisted away from the indole plane [Ccy—Cme—Car—Car = 66.6 (2)°; cy = cyanide, me = methyl­ene and ar = aromatic]. In the crystal, N—H...N hydrogen bonds link the mol­ecules into C(7) chains propagating in the [001] direction.

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In the title compound, C11H10N2O, the cyanide group is twisted away from the indole-ring plane [Ccy—Cme—Car—Car = 70.7 (2)°; cy = cyanide, me = methyl­ene, ar = aromatic], whereas the meth­oxy C atom is almost coplanar with the ring system [displacement = 0.014 (5) Å]. In the crystal, N—H...N hydrogen bonds link the mol­ecules into C(7) chains propagating in [100].

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In the title compound, C10H7ClN2, the carbonitrile group is twisted away from the plane of the indole ring system [Ccy—Cme—Car—Car = −44.7 (8)°; cy = cyanide, me = methyl­ene and ar = aromatic]. In the crystal, N—H...N hydrogen bonds link the mol­ecules into C(7) chains propagating in [010]. Aromatic π–π stacking inter­actions [minimum centroid–centroid separation = 3.663 (3) Å] are also observed.

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In the title compound, C9H6ClNO2, the carboxyl group is twisted from the indole ring system by 9.00 (8)°. In the crystal, inversion dimers linked by pairs of O—H...O hydrogen bonds generate R22(8) loops and N—H...O hydrogen bonds link the dimers into (001) sheets. Aromatic π–π stacking inter­actions [centroid–centroid distance = 3.7185 (12) A °] are also observed.

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In the title compound, C9H6FNO2, the carboxyl group is twisted slightly away from the indole-ring plane [dihedral angle = 7.39 (10)°]. In the crystal, carboxyl inversion dimers linked by pairs of O—H...O hydrogen bonds generate R22(8) loops and N—H...O hydrogen bonds connect the dimers into (10\overline{1}) sheets.

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In the title compound, C9H6ClNO, the Cl atom deviates by 0.142 (1) Å from the quinoline ring mean plane (r.m.s. deviation = 0.013 Å). In the crystal, N—H...O hydrogen bonds link the mol­ecules into [010] C(4) chains. Aromatic π–π stacking inter­actions [shortest centroid...centroid distance = 3.685 (3) Å] are also observed.

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The title compound, C10H7ClN2, contains two approximately planar mol­ecules, A and B (r.m.s. deviations = 0.039 and 0.064 Å, respectively) in the asymmetric unit. In the crystal, N—H...N hydrogen bonds link the mol­ecules into C(7) chains of alternating A and B mol­ecules propagating along the a-axis direction. The crystal used for the data collection was found to be a racemic twin.

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In the crystal structure of the title compound, C8H5NO6, both carboxyl groups are involved in inter­molecular centrosymmetric cyclic O—H...O hydrogen-bonding associations, which give a zigzag chain structure extending along (2\overline{1}1). Weak π–π stacking inter­actions are also present [minimum ring centroid separation = 3.893 (4) Å].

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In the title compound, C17H12N2, the inter­planar angle between the indole mean plane [max.deviation 0.030 (1) Å] and the phenyl ring is 24.32 (7)°. In the crystal, inter­molecular N—H...N[triple bond]C hydrogen bonds form zigzag chains in the a-axis direction augmented by weak C—H...N[triple bond]C contacts.
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