Gabapentinium picrate.
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ABSTRACT:
SUBMITTER: Li H
PROVIDER: S-EPMC2969093 | biostudies-literature |
REPOSITORIES: biostudies-literature
Similar Datasets
Project description:The title compound {systematic name: 3-chloro-5-[3-(dimethyl-amino)prop-yl]-10,11-dihydro-5H-dibenz[b,f]azepinium picrate}, C(19)H(24)ClN(2) (+)·C(6)H(2)N(3)O(7) (-), crystallizes with two independent cation-anion pairs in the asymmetric unit. The chlorimipraminium cation contains two benzene rings (one with a chloro substituent) fused to a V-shaped seven-membered azepine ring whose mean planes are separated by 61.1?(0) and 66.5?(8)° with a 3-(dimethyl-amino)propyl group extending away from the apex of this ring. In the picrate anion, the mean planes of the two o-NO(2) groups in each anion are twisted by 3.7?(2)/31.9?(3) and 31.3?(1)/11.4?(0)°, respectively, with respect to the mean plane of the six-membered benzene ring. The phenolate O atoms are bent slightly away from the mean plane of the benzene ring. The mean planes of the p-NO(2) groups are twisted by 6.6?(1) and 2.88°, respectively, from the mean plane of the benzene ring. The crystal packing features bifurcated N-H?(O,O) inter-molecular hydrogen-bond inter-action, which connects each cation-anion pair. Additional ?-? ring and C-H?? weak inter-molecular inter-actions are also observed.
| S-EPMC2979900 | biostudies-literature
Project description:THE TITLE COMPOUND [SYSTEMATIC NAME: 4-(2,2-diphenyl-2-prop-oxyacet-oxy)-1-methyl-piperidin-1-ium picrate], C(23)H(30)NO(3) (+)·C(6)H(2)N(3)O(7) (-), crystallizes as a salt with one cation-anion (propiverinium picrate) pair in the asymmetric unit. A significant number of conformational changes are observed between the crystalline environment of this cation-anion salt and that of a density functional theory (DFT) calculation of the geometry-optimized structure. The angle between the dihedral planes of the two benzyl rings in the propiverinium cation increases by 14.4?(0)° from that of the crystalline environment. The dihedral angles between the mean planes of each of the benzyl rings and the mean plane of the piperidine increase by 2.0?(8) and 12.3?(5)°. The angles between the mean plane of the acetate group and the mean planes of the inter-connected piperidine group and the two benzyl rings decrease by 0.2?(1), 7.4?(6) and 3.2?(2)°, respectively. The mean plane of the phenolate group in the anion changes by +22.6?(9), +22.1?(1) and -2.8?(6)° from the mean planes of the piperidine and benzyl rings in the cation, respectively. In the crystal, a bifurcated N-H?(O,O) hydrogen bond and a weak C-H?? ring inter-action help to establish the packing. The two O atoms of the p-NO(2) group are disordered with occupancies 0.825?(10):0.175?(10).
| S-EPMC2977143 | biostudies-literature
Project description:In the title salt {systematic name: 4-diphenyl-methyl-1-[(E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium 2,4,6-trinitro-pheno-late), C(26)H(29)N(2) (+)·C(6)H(2)N(3)O(7) (-), the cinnarizinium cation is protonated at the piperazine N atom connected to the styrenylmethyl group; the piperazine ring adopts a distorted chair conformaiton. In the crystal, bifurcated N-H?(O,O) hydrogen bonds link the components into two-ion aggregates.
| S-EPMC3379334 | biostudies-literature
Project description:In the title salt {systematic name: [2-hy-droxy-3-(3-meth-oxy-phen-yl)cyclo-hexyl-meth-yl]dimethyl-aza-nium 2,4,6-trinitro-phenol-ate}, C(16)H(26)NO(2) (+)·C(6)H(2)N(3)O(7) (-), the cation is protonated at the N atom. The cyclo-hexane ring adopts a chair conformation with the hy-droxy substituent in an axial position. In the crystal, O-H?O and N-H?O hydrogen bonds link the cations and anions into supra-molecular chains along [100].
| S-EPMC3297323 | biostudies-literature
Project description:In the crystal structure of the title compound, C(6)H(6)N(3) (+)·C(6)H(2)N(3)O(7) (-), anions and cations are linked into chains along [010] by inter-molecular N-H?O hydrogen bonds. These chains are further stabilized by weak C-H?O hydrogen bonds and ?-? stacking inter-actions with a centroid-centroid distance of 3.908?(1)?Å.
| S-EPMC3120377 | biostudies-literature
Project description:In the title molecular salt {systematic name: N,N-dimethyl-2-[(2-methyl-phen-yl)(phen-yl)meth-oxy]ethanaminium 2,4,6-tri-nitro-phenolate}, C(18)H(24)NO(+)·C(6)H(2)N(3)O(7) (-), the phenyl rings of the orphenadrinum cation are disordered [occupancies = 0.662?(4) and 0.338?(4)]. The N atom in the orphenadrinum cation is protonated. The picrate anion inter-acts with the protonated N atom through a bifurcated N-H?O hydrogen bond, forming an R(1) (2)(6) ring motif with an adjacent cation. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 23.0?(6), 31.3?(3) and 6.3?(2)° with respect to the mean planes of the six-membered ring. Weak inter-molecular C-H?O hydrogen bonds, C-H?? inter-molecular inter-actions and weak ?-? stacking inter-actions [centroid-centroid distances = 3.677?(2) and 3.515?(3)?Å} stabilize the crystal packing, creating a three-dimensional network.
| S-EPMC3050380 | biostudies-literature
Project description:The title compound, H(3)O(+)·C(6)H(2)N(3)O(7) (-), consists of one picrate anion and one oxonium cation. The oxonium cation is located on a crystallographic twofold axis and both its H atoms are disordered, each over two symmetry-equivalent positions with occupancy ratios of 0.75. The picrate anions are also located on twofold axes bis-ecting the phenolate and p-nitro groups. π-π inter-actions between the rings of the picrates [centroid-to-centroid distances of 3.324 (2) Å] connect the anions to form stacks along the a-axis direction. The stacks are further joined together by the protonated water mol-ecules through hydrogen bonds to form two-dimensional sheets extending parallel to the ab plane. The sheets are stacked on top of each other along the c-axis direction and connected through C-H⋯O inter-actions between the CH groups of the benzene rings and the picrate nitro groups, with C⋯O distances of 3.450 (2) Å.
| S-EPMC3151795 | biostudies-literature
Project description:There is one cation-anion pair in the asymmetric unit of the title compound [systematic name: 4-(3-carb-oxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethyl-piperazin-1-ium 2,4,6-tri-nitro-phenolate], C(19)H(23)FN(3)O(3) (+)·C(6)H(2)N(3)O(7) (-). The six-membered piperazine group in the cation adopts a slightly distorted chair conformation and contains a protonated N atom. The dihedral angles between the mean planes of the cyclo-propyl and piperazine rings in the cation with the 10-atom ring system of the quinolone group are 48.1 (1) and 69.9 (5)°, respectively. The picrate anion inter-acts with the protonated N atom of an adjacent cation through a bifurcated N-H⋯O three-center hydrogen bond, forming an R(1) (2)(6) ring motif. Furthermore, there is an intra-molecular O-H⋯O hydrogen bond. The dihedral angle between the mean planes of the anion benzene and cation piperizine, quinoline and cyclo-propyl rings are 61.3 (6), 31.1 (4) and 70.4 (9)°, respectively. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 6.7 (6), 38.3 (9) and 12.8 (7)° with respect to the mean plane of the benzene ring. Strong N-H⋯O and weak inter-molecular C-H⋯O hydrogen bonds in concert with weak π-π stacking inter-actions [centroid-centroid distances = 3.5785 (13), 3.7451 (12) and 3.6587 (13) Å] dominate the crystal packing.
| S-EPMC3051675 | biostudies-literature
Project description:IN THE CATION OF THE TITLE COMPOUND [SYSTEMATIC NAME: (RS)-4-(3-carb-oxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydro-quinolin-7-yl)-2-methyl-piperazin-1-ium 2,4,6-trinitro-phenolate], C(17)H(20)F(2)N(3)O(3) (+)·C(6)H(2)N(3)O(7) (-), the piper-azine ring adopts a slightly distorted chair conformation and contains a protonated N atom. An intra-molecular O-H⋯O hydrogen bond occurs in the cation. The dihedral angles between the mean planes of the six-atom piperazine ring and the 10-atom fused ring system is 43.3 (5)°. The picrate anion inter-acts with the protonated N atom of an adjacent cation through a bifurcated N-H⋯(O,O) three-center hydrogen bond. Strong N-H⋯O hydrogen bonds in concert with weak π-π stacking inter-actions [centroid-centroid distance = 3.6460 (14) Å] dominate the crystal packing, creating a two-dimensional network structure along [011].
| S-EPMC3051677 | biostudies-literature
Project description:The title compound, C(13)H(13)F(2)N(6)O(+)·C(6)H(2)N(3)O(7) (-), is the first structurally characterized salt of the cation of fluconazole [systematic name 2-(2,4-difluorophenyl)-1,3-bis(1H-1,2,4-triazol-1-yl)propan-2-ol], a synthetic anti-fungal agent. In the crystal, the components are linked by O-H⋯O hydrogen bonding between the hy-droxy group of the fluconazolium cation and the C=O(-) group of the picrate anion. This complex is additionally stabilized by secondary, but relatively short, C-H⋯O inter-actions. The dimers thus formed are connected by N-H⋯N cation-cation hydrogen bonds into helices running along [010]. Neighboring helices of opposite handedness are joined by weak anion-anion C-H⋯O(nitro) inter-actions. In the cation, the mean planes of the three rings are approximately, within ca 25°, parallel to the central C-O bond. In the picrate anion two nitro groups, in turn, are almost coplanar with the ring plane [forming dihedral angles of 6.5 (2) and 3.8 (2)°] while the third nitro group is significantly twisted [by 46.79 (13)°].
| S-EPMC2983200 | biostudies-literature