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(2S,4R)-4-Fluoro-pyrrolidinium-2-carboxyl-ate.

ABSTRACT: The crystal structure of the title compound, C(5)H(8)FNO(2), at 100 K, displays inter-molecular N-H⋯O hydrogen bonding between the ammonium and carboxyl-ate groups as a result of its zwitterionic nature in the solid state. The five-membered ring adopts an envelope conformation with the C atom at the 3-position as the flap. The compound is of inter-est with respect to the synthesis and structural properties of synthetic collagens. The absolute structure was determined by comparison with the commercially available material.

SUBMITTER: Hobart DB

PROVIDER: S-EPMC3414945 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Pyrrolidinium-2-carboxyl-ate-4-nitro-phenol (1/2).

Project description:In the title compound, C5H9NO2·2C6H5NO3, the pyrrolidine ring of the pyrrolidinium-2-carboxyl-ate zwitterion adopts a twisted conformation on the -CH2-CH2- bond adjacent to the N atom. The mean plane of this pyrrolidine ring forms dihedral angles of 25.3?(3) and 32.1?(3)° with the two nitro-phenol rings. An intra-molecular N-H?O hydrogen bond occurs in the pyrrolidinium-2-carboxyl-ate mol-ecule. In the crystal, mol-ecules are linked via O-H?O and N-H?O hydrogen bonds, enclosing R (3) 2(8) ring motifs, forming chains running parallel to the a axis. These chains are further cross-linked by O-H?O and C-H?O hydrogen bonds, forming undulating two-dimensional networks lying parallel to (001).

| S-EPMC3884369 | biostudies-literature

Crystal structure of (2S,4R)-ethyl 4-nitro-methyl-1-[(S)-1-phenyl-eth-yl]-6-sulfanyl-idene-piperidine-2-carboxyl-ate.

Project description:In the title compound, C17H22N2O4S, a thio-piperidine derivative, the piperidine ring has an envelope conformation with the methyl-ene C atom opposite to the C=S bond as the flap. The nitro-methyl substituent is equatorial while the eth-oxy-carbonyl group is axial. The mean planes of the nitro-methyl group, the carb-oxy group and phenyl ring are inclined to the mean plane through the five planar atoms of the piperidine ring [maximum deviation = 0.070 (4) Å] by 56.8 (2), 83.8 (5) and 87.1 (2)°, respectively. There is an intra-molecular C-H⋯O hydrogen bond involving an H atom of the eth-oxy-carbonyl group and a nitro O atom. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds, forming chains along [100]. The chains are linked by further C-H⋯O hydrogen bonds, forming corrugated layers lying parallel to (001).

| S-EPMC4331902 | biostudies-literature

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

Project description: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 ?-? stacking inter-actions [centroid-centroid separation = 3.8416?(10) A°] connect the mol-ecules into a three-dimensional network.

| S-EPMC3790426 | biostudies-literature

Ethyl (2S,4R)-4-(4-bromo-phen-yl)-2-hydr-oxy-5,10-dioxo-3,4,5,10-tetra-hydro-2H-benzo[g]chromene-2-carboxyl-ate.

Project description:In the crystal structure of the title compound, C(22)H(17)BrO(6), the quinone ring makes a dihedral angle of 81.84?(3)° with the benzene ring. The chiral C atoms, viz. the ring C atoms bearing the hydr-oxy and bromo-phenyl substituents, exhibit R and S configurations, respectively. The terminal ethyl group of the -CO(2)CH(2)CH(3) group is disordered over two sets of sites with site-occupancy factors of 0.64?(1) and 0.36?(1). Inter-molecular O-H?O inter-actions further stabilize the crystal packing.

| S-EPMC2979899 | biostudies-other

Penta-fluoro-phenyl (3R,4R,5S)-5-{[(3R,4R,5S)-5-azido-methyl-3,4-dimeth-oxy-2,3,4,5-tetra-hydro-furan-3-carboxamido]-meth-yl}-3,4-dimeth-oxy-2,3,4,5-tetra-hydro-furan-3-carboxyl-ate.

Project description:The title compound, C(22)H(25)F(5)N(4)O(9), is a stable penta-fluoro-phenyl ester inter-mediate in the synthesis of novel homo-oligomeric structures containing branched carbon chains. The structure is epimeric to the previously characterized dimeric penta-fluoro-phenyl ester with stereochemistry (3R,4R,5R), which was synthesized using d-ribose as starting material. The crystal structure of the title mol-ecule removes any ambiguities arising from the relative stereochemistries of the six chiral centres. Two hydrogen bonds, bifurcating from the NH group, stabilize the crystal: one intra-molecular and one inter-molecular, both involving O atoms of the meth-oxy groups. The asymmetric unit contains two independent mol-ecules not related by any pseudo-symmetry operators. The major conformational differences are localized, leading to one mol-ecule being extended compared to the other. The collected crystal was twinned (twin ratio is 0.939:0.061), and the azide group is positionally disordered over two positions in one mol-ecule [occupancy ratio 0.511?(18):0.489?(18)].

| S-EPMC3009349 | biostudies-literature

Ethyl 1-benzyl-3-(4-fluoro-phen-yl)-1H-pyrazole-5-carboxyl-ate.

Project description:In the title compound, C(19)H(17)FN(2)O(2), the pyrazole ring makes dihedral angles of 4.57 (16) and 81.19 (18)° with the fluoro-phenyl and benzene rings, respectively.

| S-EPMC3051514 | biostudies-literature

Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl-1,2,3,4-tetra-hydro-quinolin-4-yl]pyrrolidin-2-one.

Project description:In the title compound, C14H17FN2O, the 1,2,3,4-tetra-hydro-pyridine ring of the quinoline moiety adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the central methyl-ene C atom as the flap. The pyrrolidine ring lies in the equatorial plane and its mean plane is normal to the mean plane of the quinoline ring system, with a dihedral angle value of 88.37 (9)°. The bridging N-C bond distance [1.349 (3) Å] is substanti-ally shorter than the sum of the covalent radii (d cov: C-N = 1.47 Å and C=N = 1.27 Å), which indicates partial double-bond character for this bond, resulting in a certain degree of charge delocalization. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming sheets lying parallel to (10-1). These two-dimensional networks are linked via C-H⋯F hydrogen bonds and C-H⋯π inter-actions, forming a three-dimensional structure.

| S-EPMC4186090 | biostudies-literature

Crystal structure of ethyl (4R)-2-amino-7-hy-droxy-4-phenyl-4H-chromene-3-carboxyl-ate.

Project description:In the title compound, C18H17NO4, the dihedral angle between the phenyl ring and the fused six-membered ring is 77.65 (4)°. The conformation of the mol-ecule is determined in part by an intra-molecular N-H⋯O hydrogen bond between the amino H atom and the carbonyl O atom, forming an S(6) motif. In the crystal, mol-ecules are linked into N-H⋯O hydrogen-bonded inversion dimers which are then connected into chains along [001], forming a two-dimensional network parallel to (100) via O-H⋯O hydrogen bonds. C-H⋯O interactions further contribute to the crystal stability. The ethyl group is disordered over two sets of sites in a 0.801 (5):0.199 (5) ratio.

| S-EPMC4518989 | biostudies-literature

Crystal structure of ethyl 2-(3,5-di-fluoro-phen-yl)quinoline-4-carboxyl-ate.

Project description:In the title compound, C18H13F2NO2, the two rings of the quinoline system are fused almost coaxially, with a dihedral angle between their planes of 2.28?(8)°. The plane of the attached benzene ring is inclined to the plane of the quinoline system by 7.65?(7)°. The carboxyl-ate group attached to the quinoline system is in an anti-periplanar conformation. There is a short intra-molecular C-H?O contact involving the carbonyl group. In the crystal, mol-ecules are linked via C-H?O hydrogen bonds, forming chains lying in the (1-10) plane.

| S-EPMC4420057 | biostudies-literature

Ethyl 9-fluoro-5,12-dioxo-5,12-dihydro-indolizino[2,3-g]quinoline-6-carboxyl-ate.

Project description:In the title mol-ecule, C(18)H(11)FN(2)O(4), the fused four- ring system is essentially planar, with an r.m.s. deviation of 0.032 Å. In the crystal, mol-ecules are connected by π-π stacking inter-actions [centroid-centroid distances = 3.5684 (9) and 3.8247 (9) Å] into chains along [100].

| S-EPMC3414993 | biostudies-literature

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