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organic compounds
Diphenyl (2-chlorobenzylamido)phosphate
aDepartment of Chemistry, Ferdowsi University of Mashhad, Mashhad, 91779, Iran, and bDepartment of Chemistry, University of California, San Diego, 9500 Gilman, Drive, La Jolla, CA 92093, USA
*Correspondence e-mail: mehrdad_pourayoubi@yahoo.com
In the title compound, C19H17ClNO3P, the P atom exhibits a distorted tetrahedral configuration. In the crystal, pairs of intermolecular N—H⋯O(P) hydrogen bonds form centrosymmetric dimers.
Related literature
For related structures, see: Pourayoubi & Zargaran (2010); Pourayoubi et al. (2010
).
Experimental
Crystal data
|
Refinement
|
|
Data collection: APEX2 (Bruker, 2009); cell SAINT (Bruker, 2009
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: SHELXTL (Sheldrick, 2008
); software used to prepare material for publication: SHELXTL.
Supporting information
https://doi.org/10.1107/S160053681004955X/lh5173sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681004955X/lh5173Isup2.hkl
To a solution of (C6H5O)2P(O)Cl in chloroform, a solution of 2-chlorobenzylamine (1:2 mole ratio) in chloroform was added at 273 K. After 4 h stirring, the solvent was removed and product was washed with distilled water and recrystallized from CH3CN at room temperature. IR (KBr, cm-1): 3206.6, 3065.7, 2909.2, 2715.0, 1947.0, 1591.1, 1486.9, 1456.4, 1257.1, 1198.0, 1131.5, 1016.5, 940.3, 756.3, 686.0.
Data corrected for absorption using SADABS (Bruker, 2009) and structure solved by
All non-hydrogen atoms refined as anisotropic by Fourier full matrix least squares. Hydrogen atoms H1N found from a Fourier difference map and allowed to refine while all other hydrogen atoms were placed in calculated positions with appropriate riding models.In our previous works, the crystal structures of some amidophosphoric acid ester compounds having the P(O)(OC6H5)2 phosphoester moiety have been reported (Pourayoubi et al., 2010; Pourayoubi & Zargaran, 2010). Herein, we report the synthesis and
of the title amidophosphoric acid ester.The molecular structure of the title compound is shown in Fig. 1. The P atom has a distorted tetrahedral configuration with the bond angles in the range of 98.03 (5)° [O2–P1–O3] to 116.37 (6)° [O1–P1–O2]. In the
pairs of intermolecular N-H···O(P) hydrogen bonds form centrosymmetric dimers.For related structures, see: Pourayoubi & Zargaran (2010); Pourayoubi et al. (2010).
Data collection: APEX2 (Bruker, 2009); cell
SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008). ![]() | Fig. 1. The molecular structure of the title compound. Ellipsoids are given at the 50% probability level. |
C19H17ClNO3P | Z = 2 |
Mr = 373.76 | F(000) = 388 |
Triclinic, P1 | Dx = 1.406 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.6178 (5) Å | Cell parameters from 9988 reflections |
b = 9.5901 (6) Å | θ = 2.4–28.0° |
c = 12.1543 (7) Å | µ = 0.33 mm−1 |
α = 107.609 (1)° | T = 100 K |
β = 93.882 (1)° | Block, colourless |
γ = 110.036 (1)° | 0.40 × 0.35 × 0.25 mm |
V = 882.86 (9) Å3 |
Bruker APEXII CCD diffractometer | 3982 independent reflections |
Radiation source: fine-focus sealed tube | 3681 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
φ and ω scans | θmax = 28.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | h = −11→10 |
Tmin = 0.881, Tmax = 0.923 | k = −11→12 |
13560 measured reflections | l = −15→11 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.086 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0396P)2 + 0.4993P] where P = (Fo2 + 2Fc2)/3 |
3982 reflections | (Δ/σ)max = 0.004 |
230 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.44 e Å−3 |
C19H17ClNO3P | γ = 110.036 (1)° |
Mr = 373.76 | V = 882.86 (9) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.6178 (5) Å | Mo Kα radiation |
b = 9.5901 (6) Å | µ = 0.33 mm−1 |
c = 12.1543 (7) Å | T = 100 K |
α = 107.609 (1)° | 0.40 × 0.35 × 0.25 mm |
β = 93.882 (1)° |
Bruker APEXII CCD diffractometer | 3982 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | 3681 reflections with I > 2σ(I) |
Tmin = 0.881, Tmax = 0.923 | Rint = 0.026 |
13560 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.086 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | Δρmax = 0.28 e Å−3 |
3982 reflections | Δρmin = −0.44 e Å−3 |
230 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Cl1 | 1.12274 (4) | 0.65811 (4) | 0.77058 (3) | 0.02847 (10) | |
P1 | 0.49017 (4) | 0.15695 (4) | 0.67814 (3) | 0.01573 (9) | |
O1 | 0.35884 (12) | 0.01133 (11) | 0.59500 (8) | 0.0201 (2) | |
O2 | 0.44078 (12) | 0.30686 (11) | 0.72227 (8) | 0.01837 (19) | |
O3 | 0.53917 (12) | 0.14595 (11) | 0.80359 (8) | 0.0184 (2) | |
N1 | 0.65627 (15) | 0.21809 (13) | 0.62570 (10) | 0.0194 (2) | |
C1 | 0.97088 (17) | 0.61883 (16) | 0.65109 (11) | 0.0190 (3) | |
C2 | 1.00000 (19) | 0.72582 (16) | 0.59229 (13) | 0.0244 (3) | |
H2A | 1.1015 | 0.8170 | 0.6159 | 0.029* | |
C3 | 0.8788 (2) | 0.69789 (18) | 0.49836 (13) | 0.0276 (3) | |
H3A | 0.8965 | 0.7708 | 0.4577 | 0.033* | |
C4 | 0.7317 (2) | 0.56346 (18) | 0.46398 (13) | 0.0262 (3) | |
H4A | 0.6485 | 0.5443 | 0.3999 | 0.031* | |
C5 | 0.70658 (17) | 0.45701 (16) | 0.52345 (12) | 0.0207 (3) | |
H5A | 0.6058 | 0.3650 | 0.4989 | 0.025* | |
C6 | 0.82539 (16) | 0.48181 (15) | 0.61804 (11) | 0.0167 (2) | |
C7 | 0.80201 (17) | 0.36547 (15) | 0.68278 (11) | 0.0188 (3) | |
H7A | 0.9043 | 0.3410 | 0.6882 | 0.023* | |
H7B | 0.7890 | 0.4157 | 0.7639 | 0.023* | |
C8 | 0.32185 (16) | 0.31673 (15) | 0.79467 (11) | 0.0170 (3) | |
C9 | 0.35893 (18) | 0.46128 (16) | 0.88220 (12) | 0.0206 (3) | |
H9A | 0.4608 | 0.5481 | 0.8920 | 0.025* | |
C10 | 0.24451 (19) | 0.47717 (17) | 0.95549 (12) | 0.0232 (3) | |
H10A | 0.2686 | 0.5755 | 1.0163 | 0.028* | |
C11 | 0.09537 (19) | 0.35066 (17) | 0.94059 (13) | 0.0235 (3) | |
H11A | 0.0181 | 0.3619 | 0.9915 | 0.028* | |
C12 | 0.05959 (18) | 0.20772 (17) | 0.85097 (13) | 0.0241 (3) | |
H12A | −0.0430 | 0.1213 | 0.8402 | 0.029* | |
C13 | 0.17259 (18) | 0.18976 (16) | 0.77676 (12) | 0.0215 (3) | |
H13A | 0.1478 | 0.0921 | 0.7149 | 0.026* | |
C14 | 0.60296 (16) | 0.03684 (15) | 0.82152 (12) | 0.0177 (3) | |
C15 | 0.60994 (18) | −0.08832 (16) | 0.73025 (13) | 0.0233 (3) | |
H15A | 0.5699 | −0.1047 | 0.6508 | 0.028* | |
C16 | 0.67701 (19) | −0.18925 (17) | 0.75786 (14) | 0.0277 (3) | |
H16A | 0.6826 | −0.2756 | 0.6965 | 0.033* | |
C17 | 0.7356 (2) | −0.16551 (18) | 0.87353 (15) | 0.0287 (3) | |
H17A | 0.7817 | −0.2348 | 0.8913 | 0.034* | |
C18 | 0.7269 (2) | −0.03992 (19) | 0.96360 (14) | 0.0278 (3) | |
H18A | 0.7667 | −0.0235 | 1.0431 | 0.033* | |
C19 | 0.65988 (18) | 0.06176 (16) | 0.93767 (12) | 0.0214 (3) | |
H19A | 0.6533 | 0.1475 | 0.9991 | 0.026* | |
H1N | 0.661 (2) | 0.160 (2) | 0.5644 (18) | 0.031 (5)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.02121 (18) | 0.0312 (2) | 0.02217 (17) | 0.00205 (14) | −0.00251 (13) | 0.00503 (14) |
P1 | 0.01745 (17) | 0.01436 (16) | 0.01548 (16) | 0.00594 (13) | 0.00454 (12) | 0.00518 (12) |
O1 | 0.0195 (5) | 0.0182 (5) | 0.0192 (4) | 0.0047 (4) | 0.0049 (4) | 0.0043 (4) |
O2 | 0.0209 (5) | 0.0169 (4) | 0.0210 (4) | 0.0091 (4) | 0.0081 (4) | 0.0086 (4) |
O3 | 0.0242 (5) | 0.0170 (4) | 0.0164 (4) | 0.0107 (4) | 0.0044 (4) | 0.0056 (3) |
N1 | 0.0207 (6) | 0.0157 (5) | 0.0184 (5) | 0.0048 (4) | 0.0074 (5) | 0.0029 (4) |
C1 | 0.0186 (6) | 0.0199 (6) | 0.0170 (6) | 0.0080 (5) | 0.0041 (5) | 0.0036 (5) |
C2 | 0.0262 (7) | 0.0184 (6) | 0.0290 (7) | 0.0072 (6) | 0.0116 (6) | 0.0088 (5) |
C3 | 0.0369 (8) | 0.0268 (7) | 0.0302 (7) | 0.0179 (7) | 0.0142 (7) | 0.0170 (6) |
C4 | 0.0302 (8) | 0.0322 (8) | 0.0235 (7) | 0.0178 (6) | 0.0053 (6) | 0.0128 (6) |
C5 | 0.0198 (6) | 0.0218 (6) | 0.0201 (6) | 0.0088 (5) | 0.0032 (5) | 0.0059 (5) |
C6 | 0.0181 (6) | 0.0166 (6) | 0.0166 (6) | 0.0086 (5) | 0.0054 (5) | 0.0049 (5) |
C7 | 0.0178 (6) | 0.0189 (6) | 0.0188 (6) | 0.0054 (5) | 0.0025 (5) | 0.0072 (5) |
C8 | 0.0190 (6) | 0.0198 (6) | 0.0173 (6) | 0.0109 (5) | 0.0048 (5) | 0.0091 (5) |
C9 | 0.0211 (7) | 0.0179 (6) | 0.0223 (6) | 0.0072 (5) | 0.0035 (5) | 0.0068 (5) |
C10 | 0.0289 (7) | 0.0217 (7) | 0.0209 (6) | 0.0132 (6) | 0.0057 (6) | 0.0056 (5) |
C11 | 0.0259 (7) | 0.0295 (7) | 0.0249 (7) | 0.0171 (6) | 0.0107 (6) | 0.0140 (6) |
C12 | 0.0199 (7) | 0.0238 (7) | 0.0315 (7) | 0.0085 (5) | 0.0084 (6) | 0.0125 (6) |
C13 | 0.0217 (7) | 0.0185 (6) | 0.0238 (7) | 0.0085 (5) | 0.0050 (5) | 0.0056 (5) |
C14 | 0.0161 (6) | 0.0162 (6) | 0.0225 (6) | 0.0057 (5) | 0.0050 (5) | 0.0092 (5) |
C15 | 0.0257 (7) | 0.0201 (6) | 0.0231 (7) | 0.0103 (6) | 0.0016 (5) | 0.0049 (5) |
C16 | 0.0281 (8) | 0.0198 (7) | 0.0352 (8) | 0.0120 (6) | 0.0052 (6) | 0.0066 (6) |
C17 | 0.0272 (8) | 0.0265 (7) | 0.0410 (9) | 0.0138 (6) | 0.0075 (7) | 0.0193 (7) |
C18 | 0.0297 (8) | 0.0339 (8) | 0.0279 (7) | 0.0142 (6) | 0.0068 (6) | 0.0190 (6) |
C19 | 0.0230 (7) | 0.0229 (7) | 0.0214 (6) | 0.0094 (5) | 0.0080 (5) | 0.0102 (5) |
Cl1—C1 | 1.7429 (14) | C8—C9 | 1.3834 (18) |
P1—O1 | 1.4699 (10) | C8—C13 | 1.3831 (19) |
P1—O2 | 1.5872 (9) | C9—C10 | 1.389 (2) |
P1—O3 | 1.5984 (9) | C9—H9A | 0.9500 |
P1—N1 | 1.6042 (12) | C10—C11 | 1.387 (2) |
O2—C8 | 1.4043 (15) | C10—H10A | 0.9500 |
O3—C14 | 1.4002 (15) | C11—C12 | 1.386 (2) |
N1—C7 | 1.4591 (17) | C11—H11A | 0.9500 |
N1—H1N | 0.80 (2) | C12—C13 | 1.390 (2) |
C1—C2 | 1.3850 (19) | C12—H12A | 0.9500 |
C1—C6 | 1.3942 (18) | C13—H13A | 0.9500 |
C2—C3 | 1.389 (2) | C14—C19 | 1.3829 (19) |
C2—H2A | 0.9500 | C14—C15 | 1.3884 (19) |
C3—C4 | 1.388 (2) | C15—C16 | 1.392 (2) |
C3—H3A | 0.9500 | C15—H15A | 0.9500 |
C4—C5 | 1.388 (2) | C16—C17 | 1.384 (2) |
C4—H4A | 0.9500 | C16—H16A | 0.9500 |
C5—C6 | 1.3910 (18) | C17—C18 | 1.389 (2) |
C5—H5A | 0.9500 | C17—H17A | 0.9500 |
C6—C7 | 1.5175 (17) | C18—C19 | 1.389 (2) |
C7—H7A | 0.9900 | C18—H18A | 0.9500 |
C7—H7B | 0.9900 | C19—H19A | 0.9500 |
O1—P1—O2 | 116.37 (6) | C9—C8—O2 | 116.66 (12) |
O1—P1—O3 | 113.92 (5) | C13—C8—O2 | 121.59 (12) |
O2—P1—O3 | 98.03 (5) | C8—C9—C10 | 118.77 (13) |
O1—P1—N1 | 113.05 (6) | C8—C9—H9A | 120.6 |
O2—P1—N1 | 104.00 (6) | C10—C9—H9A | 120.6 |
O3—P1—N1 | 110.13 (6) | C11—C10—C9 | 120.55 (13) |
C8—O2—P1 | 123.42 (8) | C11—C10—H10A | 119.7 |
C14—O3—P1 | 124.66 (8) | C9—C10—H10A | 119.7 |
C7—N1—P1 | 125.99 (9) | C12—C11—C10 | 119.65 (13) |
C7—N1—H1N | 117.4 (14) | C12—C11—H11A | 120.2 |
P1—N1—H1N | 116.5 (14) | C10—C11—H11A | 120.2 |
C2—C1—C6 | 122.43 (13) | C11—C12—C13 | 120.56 (14) |
C2—C1—Cl1 | 118.35 (11) | C11—C12—H12A | 119.7 |
C6—C1—Cl1 | 119.22 (10) | C13—C12—H12A | 119.7 |
C1—C2—C3 | 119.07 (13) | C8—C13—C12 | 118.73 (13) |
C1—C2—H2A | 120.5 | C8—C13—H13A | 120.6 |
C3—C2—H2A | 120.5 | C12—C13—H13A | 120.6 |
C4—C3—C2 | 119.95 (13) | C19—C14—C15 | 121.49 (12) |
C4—C3—H3A | 120.0 | C19—C14—O3 | 115.36 (11) |
C2—C3—H3A | 120.0 | C15—C14—O3 | 123.15 (12) |
C3—C4—C5 | 119.83 (14) | C14—C15—C16 | 118.46 (13) |
C3—C4—H4A | 120.1 | C14—C15—H15A | 120.8 |
C5—C4—H4A | 120.1 | C16—C15—H15A | 120.8 |
C4—C5—C6 | 121.60 (13) | C17—C16—C15 | 120.86 (14) |
C4—C5—H5A | 119.2 | C17—C16—H16A | 119.6 |
C6—C5—H5A | 119.2 | C15—C16—H16A | 119.6 |
C5—C6—C1 | 117.10 (12) | C16—C17—C18 | 119.76 (13) |
C5—C6—C7 | 122.47 (12) | C16—C17—H17A | 120.1 |
C1—C6—C7 | 120.42 (12) | C18—C17—H17A | 120.1 |
N1—C7—C6 | 113.03 (11) | C19—C18—C17 | 120.15 (14) |
N1—C7—H7A | 109.0 | C19—C18—H18A | 119.9 |
C6—C7—H7A | 109.0 | C17—C18—H18A | 119.9 |
N1—C7—H7B | 109.0 | C14—C19—C18 | 119.28 (13) |
C6—C7—H7B | 109.0 | C14—C19—H19A | 120.4 |
H7A—C7—H7B | 107.8 | C18—C19—H19A | 120.4 |
C9—C8—C13 | 121.71 (13) | ||
O1—P1—O2—C8 | 67.62 (11) | C1—C6—C7—N1 | −171.04 (11) |
O3—P1—O2—C8 | −54.18 (10) | P1—O2—C8—C9 | 140.36 (10) |
N1—P1—O2—C8 | −167.34 (10) | P1—O2—C8—C13 | −41.74 (16) |
O1—P1—O3—C14 | 59.85 (11) | C13—C8—C9—C10 | 1.6 (2) |
O2—P1—O3—C14 | −176.56 (10) | O2—C8—C9—C10 | 179.53 (11) |
N1—P1—O3—C14 | −68.38 (11) | C8—C9—C10—C11 | −0.4 (2) |
O1—P1—N1—C7 | 174.57 (10) | C9—C10—C11—C12 | −0.7 (2) |
O2—P1—N1—C7 | 47.45 (12) | C10—C11—C12—C13 | 0.6 (2) |
O3—P1—N1—C7 | −56.72 (12) | C9—C8—C13—C12 | −1.7 (2) |
C6—C1—C2—C3 | 1.3 (2) | O2—C8—C13—C12 | −179.47 (12) |
Cl1—C1—C2—C3 | −178.73 (11) | C11—C12—C13—C8 | 0.5 (2) |
C1—C2—C3—C4 | −0.6 (2) | P1—O3—C14—C19 | 171.04 (10) |
C2—C3—C4—C5 | −0.2 (2) | P1—O3—C14—C15 | −8.87 (18) |
C3—C4—C5—C6 | 0.4 (2) | C19—C14—C15—C16 | −0.4 (2) |
C4—C5—C6—C1 | 0.29 (19) | O3—C14—C15—C16 | 179.53 (13) |
C4—C5—C6—C7 | −178.79 (12) | C14—C15—C16—C17 | −0.1 (2) |
C2—C1—C6—C5 | −1.16 (19) | C15—C16—C17—C18 | 0.4 (2) |
Cl1—C1—C6—C5 | 178.91 (10) | C16—C17—C18—C19 | −0.2 (2) |
C2—C1—C6—C7 | 177.94 (12) | C15—C14—C19—C18 | 0.5 (2) |
Cl1—C1—C6—C7 | −1.99 (17) | O3—C14—C19—C18 | −179.36 (12) |
P1—N1—C7—C6 | −113.96 (12) | C17—C18—C19—C14 | −0.3 (2) |
C5—C6—C7—N1 | 8.01 (18) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N···O1i | 0.80 (2) | 2.08 (2) | 2.8703 (15) | 172.2 (19) |
Symmetry code: (i) −x+1, −y, −z+1. |
Experimental details
Crystal data | |
Chemical formula | C19H17ClNO3P |
Mr | 373.76 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 100 |
a, b, c (Å) | 8.6178 (5), 9.5901 (6), 12.1543 (7) |
α, β, γ (°) | 107.609 (1), 93.882 (1), 110.036 (1) |
V (Å3) | 882.86 (9) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.33 |
Crystal size (mm) | 0.40 × 0.35 × 0.25 |
Data collection | |
Diffractometer | Bruker APEXII CCD |
Absorption correction | Multi-scan (SADABS; Bruker, 2009) |
Tmin, Tmax | 0.881, 0.923 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13560, 3982, 3681 |
Rint | 0.026 |
(sin θ/λ)max (Å−1) | 0.660 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.086, 1.02 |
No. of reflections | 3982 |
No. of parameters | 230 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.28, −0.44 |
Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N···O1i | 0.80 (2) | 2.08 (2) | 2.8703 (15) | 172.2 (19) |
Symmetry code: (i) −x+1, −y, −z+1. |
Acknowledgements
The authors wish to thank Ferdowsi University of Mashhad for the Research University Grant (No. 15144/2) and Bruker AXS Inc. (Madison, WI).
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In our previous works, the crystal structures of some amidophosphoric acid ester compounds having the P(O)(OC6H5)2 phosphoester moiety have been reported (Pourayoubi et al., 2010; Pourayoubi & Zargaran, 2010). Herein, we report the synthesis and crystal structure of the title amidophosphoric acid ester.
The molecular structure of the title compound is shown in Fig. 1. The P atom has a distorted tetrahedral configuration with the bond angles in the range of 98.03 (5)° [O2–P1–O3] to 116.37 (6)° [O1–P1–O2]. In the crystal structure, pairs of intermolecular N-H···O(P) hydrogen bonds form centrosymmetric dimers.