Ab-initio crystal structure analysis and refinement approaches of oligo p-benzamides based on electron diffraction data

Ab-initio crystal structure analysis of organic materials from electron diffraction data is presented. The data were collected using the automated electron diffraction tomography (ADT) technique. The structure solution and refinement route is first validated on the basis of the known crystal structure of tri-p-benzamide. The same procedure is then applied to solve the previously unknown crystal structure of tetra-p-benzamide. In the crystal structure of tetra-p-benzamide, an unusual hydrogen-bonding scheme is realised; the hydrogen-bonding scheme is, however, in perfect agreement with solid-state NMR data.

Computing details

Figures

(I)

Crystal data

?	β = 101.0000°
Mr = ?	V = ? Å^3
Monoclinic, C2/C	Z = ?
a = 51.0843 Å	? radiation, λ = ? Å
b = 5.1938 Å	× × mm
c = 17.4771 Å

Data collection

h = ?→?	l = ?→?
k = ?→?

Refinement

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.08490	0.58820	0.78180	0.00000*
C2	0.09300	0.76920	0.73200	0.00000*
C3	0.11820	0.75570	0.71430	0.00000*
C4	0.13560	0.55430	0.74420	0.00000*
C5	0.12760	0.37000	0.79340	0.00000*
C6	0.10250	0.39050	0.81290	0.00000*
C7	0.19990	0.38660	0.68070	0.00000*
C8	0.20730	0.19960	0.63160	0.00000*
C9	0.23090	0.22250	0.60480	0.00000*
C10	0.24800	0.43220	0.62780	0.00000*
C11	0.24060	0.62230	0.67620	0.00000*
C12	0.21660	0.59960	0.70180	0.00000*
C13	0.31180	0.59740	0.56020	0.00000*
C14	0.31960	0.78380	0.51140	0.00000*
C15	0.34350	0.76030	0.48630	0.00000*
C16	0.36050	0.55060	0.51080	0.00000*
C17	0.35270	0.36090	0.55860	0.00000*
C18	0.32840	0.38450	0.58260	0.00000*
C19	0.42660	0.40750	0.45570	0.00000*
C20	0.43680	0.24650	0.40430	0.00000*
C21	0.46070	0.30590	0.38200	0.00000*
C22	0.47410	0.52920	0.41220	0.00000*
C23	0.46490	0.68810	0.46520	0.00000*
C24	0.44100	0.62570	0.48710	0.00000*
C25	0.05740	0.61530	0.79620	0.00000*
C26	0.17480	0.33920	0.70930	0.00000*
C27	0.28660	0.64640	0.58790	0.00000*
C28	0.40020	0.34130	0.47520	0.00000*
N29	0.16100	0.55280	0.72420	0.00000*
N30	0.27260	0.43390	0.60310	0.00000*
N31	0.38560	0.55060	0.48950	0.00000*
N32	0.49890	0.59890	0.38770	0.00000*
O33	0.03880	0.70140	0.74690	0.00000*
O34	0.05480	0.54180	0.86810	0.00000*
O35	0.16680	0.11560	0.71680	0.00000*
O36	0.27870	0.87060	0.59490	0.00000*
O37	0.39230	0.11550	0.47580	0.00000*
O38	0.50830	0.81900	0.40740	0.00000*
O39	0.50950	0.44210	0.35110	0.00000*
H40	0.07880	0.92910	0.70573	0.00000*
H41	0.12496	0.90810	0.67533	0.00000*
H42	0.14158	0.20534	0.81706	0.00000*
H43	0.09630	0.24416	0.85469	0.00000*
H44	0.19381	0.02660	0.61340	0.00000*
H45	0.23663	0.07093	0.56378	0.00000*
H46	0.25424	0.79427	0.69434	0.00000*
H47	0.21024	0.75523	0.74048	0.00000*
H48	0.30618	0.95648	0.49212	0.00000*
H49	0.34955	0.91103	0.44556	0.00000*
H50	0.36624	0.18877	0.57754	0.00000*
H51	0.32173	0.22972	0.62098	0.00000*
H52	0.42544	0.06560	0.38059	0.00000*
H53	0.46893	0.17409	0.34009	0.00000*
H54	0.47693	0.86463	0.48953	0.00000*
H55	0.43304	0.75232	0.53079	0.00000*
H56	0.17159	0.73698	0.71937	0.00000*
H57	0.28257	0.24952	0.59409	0.00000*
H58	0.39350	0.74776	0.48459	0.00000*
H59	0.03473	0.55275	0.89274	0.00000*

Bond lengths (Å)

C1—C2	1.396	C16—C17	1.398
C1—C6	1.404	C16—N31	1.402
C1—C25	1.480	C17—C18	1.389
C2—C3	1.382	C17—H50	1.140
C2—H40	1.140	C18—H51	1.140
C3—C4	1.407	C19—C20	1.399
C3—H41	1.140	C19—C24	1.404
C4—C5	1.399	C19—C28	1.493
C4—N29	1.407	C20—C21	1.385
C5—C6	1.392	C20—H52	1.140
C5—H42	1.140	C21—C22	1.398
C6—H43	1.140	C21—H53	1.140
C7—C8	1.395	C22—C23	1.388
C7—C12	1.403	C22—N32	1.458
C7—C26	1.483	C23—C24	1.386
C8—C9	1.379	C23—H54	1.140
C8—H44	1.140	C24—H55	1.140
C9—C10	1.406	C25—O33	1.238
C9—H45	1.140	C25—O34	1.344
C10—C11	1.398	C26—N29	1.366
C10—N30	1.405	C26—O35	1.246
C11—C12	1.388	C27—N30	1.368
C11—H46	1.140	C27—O36	1.246
C12—H47	1.140	C28—N31	1.368
C13—C14	1.398	C28—O37	1.241
C13—C18	1.403	N29—H56	1.110
C13—C27	1.481	N30—H57	1.110
C14—C15	1.379	N31—H58	1.110
C14—H48	1.140	N32—O38	1.262
C15—C16	1.408	N32—O39	1.224
C15—H49	1.140	O34—H59	1.187