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In the crystal structure of the title compound, [Zn (C12H8N2)(C3H5O5P)(H2O)2]·2H2O, the zinc atom is five-coordinate in a trigonal bipyramidal N2O3Zn environment; the apical sites are occupied by the aqua ligand and the N atom of the heterocycle. Hydro­gen bonds link the zwitterions and lattice water mol­ecules into a three-dimensional network motif.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804013522/bt6468sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804013522/bt6468Isup2.hkl
Contains datablock I

CCDC reference: 245135

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.040
  • wR factor = 0.120
  • Data-to-parameter ratio = 16.3

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Zn1 - O1W .. 10.95 su PLAT420_ALERT_2_B D-H Without Acceptor O3W - H3W2 ... ? PLAT420_ALERT_2_B D-H Without Acceptor O4W - H4W2 ... ?
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.619 0.805 Tmin' and Tmax expected: 0.726 0.797 RR' = 0.844 Please check that your absorption correction is appropriate. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.83 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C15 PLAT309_ALERT_2_C Single Bonded Oxygen (C-O .GT. 1.3 Ang) ........ O5 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 8 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3 H2 O
0 ALERT level A = In general: serious problem 3 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Diaqua(1,10-Phenanthroline)[3-phosphonopropionato(2-)]zinc(II) dihydrate top
Crystal data top
[Zn(C12H8N2)(C3H5O5P)(H2O)2]·2H2OF(000) = 1936
Mr = 469.68Dx = 1.626 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 4886 reflections
a = 24.991 (1) Åθ = 2.4–27.0°
b = 7.3516 (4) ŵ = 1.42 mm1
c = 20.958 (1) ÅT = 298 K
β = 94.679 (1)°Block, colorless
V = 3837.5 (4) Å30.22 × 0.20 × 0.16 mm
Z = 8
Data collection top
Bruker SMART APEX area-detector
diffractometer
4145 independent reflections
Radiation source: fine-focus sealed tube3578 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
φ and ω scansθmax = 27.0°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
h = 2631
Tmin = 0.619, Tmax = 0.805k = 99
10830 measured reflectionsl = 2619
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.120H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0743P)2 + 3.8716P]
where P = (Fo2 + 2Fc2)/3
4145 reflections(Δ/σ)max = 0.001
254 parametersΔρmax = 0.66 e Å3
18 restraintsΔρmin = 0.69 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.382542 (12)0.34843 (4)0.593238 (14)0.03368 (13)
P10.30231 (3)0.67905 (9)0.58246 (3)0.03165 (17)
O10.35772 (8)0.5979 (3)0.58923 (10)0.0428 (5)
O20.26332 (9)0.5419 (3)0.54557 (10)0.0442 (5)
H2o0.24680.59410.51550.053*
O30.29988 (9)0.8627 (2)0.55044 (9)0.0404 (5)
O40.21483 (12)0.6892 (4)0.76772 (12)0.0727 (9)
O50.15461 (9)0.8771 (4)0.72059 (11)0.0562 (6)
O1w0.40134 (7)0.3550 (3)0.68779 (8)0.0354 (4)
H1w10.37740.36170.71340.042*
H1w20.43080.32570.70450.042*
O2w0.32455 (12)0.1687 (3)0.61263 (11)0.0648 (8)
H2w10.31240.07570.59200.078*
H2w20.31430.16800.65010.078*
O3w0.44738 (18)0.0441 (6)0.73618 (18)0.1215 (15)
H3w10.43160.05410.71810.146*
H3w20.43730.05310.77410.146*
O4w0.4460 (3)0.3234 (7)0.7351 (2)0.170 (3)
H4w10.43520.36730.69830.203*
H4w20.42680.36870.76360.203*
N10.46314 (10)0.3178 (3)0.57535 (11)0.0347 (5)
N20.37521 (9)0.2700 (3)0.49471 (10)0.0359 (5)
C10.47058 (10)0.2642 (3)0.51504 (12)0.0318 (5)
C20.50636 (13)0.3479 (4)0.61547 (14)0.0424 (7)
H20.50160.38470.65710.051*
C30.55831 (13)0.3268 (5)0.59765 (17)0.0497 (8)
H30.58750.35110.62680.060*
C40.56641 (12)0.2697 (4)0.53688 (15)0.0455 (7)
H40.60100.25300.52470.055*
C50.52171 (11)0.2370 (4)0.49334 (13)0.0367 (6)
C60.52558 (13)0.1782 (4)0.42859 (15)0.0453 (7)
H60.55930.15800.41410.054*
C70.48185 (14)0.1520 (4)0.38867 (15)0.0463 (7)
H70.48570.11260.34710.056*
C80.42906 (13)0.1831 (4)0.40838 (13)0.0388 (6)
C90.38151 (14)0.1673 (4)0.36790 (15)0.0491 (8)
H90.38310.13270.32540.059*
C100.33320 (14)0.2026 (5)0.39098 (15)0.0511 (8)
H100.30170.19320.36440.061*
C110.33148 (12)0.2533 (5)0.45515 (14)0.0441 (7)
H110.29830.27610.47060.053*
C120.42353 (11)0.2379 (3)0.47162 (12)0.0323 (5)
C130.27834 (12)0.6969 (4)0.66071 (14)0.0418 (6)
H13a0.27690.57640.67930.050*
H13b0.30350.76890.68780.050*
C140.22340 (12)0.7831 (5)0.65948 (14)0.0460 (7)
H14a0.22630.90940.64680.055*
H14b0.19990.72280.62690.055*
C150.19753 (12)0.7762 (5)0.72183 (13)0.0423 (6)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0381 (2)0.0340 (2)0.03029 (19)0.00138 (12)0.01077 (13)0.00422 (11)
P10.0354 (4)0.0286 (3)0.0317 (4)0.0016 (3)0.0071 (3)0.0011 (2)
O10.0353 (10)0.0359 (10)0.0587 (13)0.0012 (8)0.0120 (9)0.0069 (9)
O20.0520 (12)0.0329 (10)0.0463 (12)0.0077 (9)0.0047 (9)0.0044 (8)
O30.0553 (12)0.0295 (10)0.0357 (10)0.0069 (8)0.0008 (9)0.0003 (7)
O40.0732 (17)0.101 (2)0.0481 (14)0.0399 (15)0.0303 (12)0.0314 (14)
O50.0465 (12)0.0814 (17)0.0418 (12)0.0207 (11)0.0099 (10)0.0059 (11)
O1w0.0321 (9)0.0556 (12)0.0195 (8)0.0040 (8)0.0081 (7)0.0015 (7)
O2w0.102 (2)0.0515 (14)0.0452 (13)0.0404 (13)0.0325 (13)0.0182 (10)
O3w0.155 (4)0.121 (3)0.092 (2)0.059 (3)0.028 (2)0.040 (2)
O4w0.232 (5)0.172 (4)0.118 (3)0.137 (4)0.091 (3)0.081 (3)
N10.0396 (12)0.0358 (12)0.0292 (11)0.0016 (9)0.0064 (9)0.0026 (9)
N20.0380 (12)0.0377 (12)0.0333 (11)0.0019 (10)0.0101 (9)0.0047 (9)
C10.0376 (13)0.0261 (12)0.0327 (13)0.0001 (10)0.0094 (10)0.0002 (10)
C20.0454 (16)0.0465 (17)0.0353 (15)0.0006 (12)0.0031 (12)0.0038 (11)
C30.0407 (16)0.059 (2)0.0488 (18)0.0026 (14)0.0030 (13)0.0018 (14)
C40.0358 (14)0.0486 (17)0.0529 (18)0.0003 (13)0.0093 (12)0.0050 (14)
C50.0387 (14)0.0318 (13)0.0412 (14)0.0016 (11)0.0128 (11)0.0029 (11)
C60.0455 (17)0.0479 (17)0.0458 (17)0.0002 (13)0.0232 (14)0.0006 (13)
C70.0575 (19)0.0492 (18)0.0350 (15)0.0027 (14)0.0208 (14)0.0053 (12)
C80.0505 (16)0.0370 (14)0.0303 (13)0.0041 (12)0.0119 (12)0.0010 (11)
C90.059 (2)0.059 (2)0.0298 (14)0.0106 (15)0.0075 (13)0.0081 (13)
C100.0478 (17)0.064 (2)0.0406 (16)0.0105 (15)0.0007 (13)0.0080 (15)
C110.0378 (14)0.0513 (17)0.0437 (16)0.0056 (13)0.0057 (12)0.0057 (13)
C120.0403 (13)0.0280 (12)0.0297 (12)0.0022 (10)0.0100 (10)0.0008 (10)
C130.0426 (15)0.0496 (16)0.0339 (14)0.0085 (13)0.0075 (11)0.0057 (12)
C140.0466 (16)0.0593 (19)0.0334 (14)0.0121 (14)0.0113 (12)0.0083 (13)
C150.0414 (15)0.0526 (17)0.0339 (14)0.0040 (13)0.0093 (11)0.0006 (13)
Geometric parameters (Å, º) top
Zn1—O11.935 (2)C1—C121.440 (4)
Zn1—O1w2.000 (2)C2—C31.388 (5)
Zn1—O2w2.027 (2)C2—H20.9300
Zn1—N12.091 (2)C3—C41.371 (5)
Zn1—N22.137 (2)C3—H30.9300
P1—O11.504 (2)C4—C51.404 (4)
P1—O31.5071 (19)C4—H40.9300
P1—O21.562 (2)C5—C61.435 (4)
P1—C131.796 (3)C6—C71.335 (5)
O2—H2o0.8200C6—H60.9300
O4—C151.205 (4)C7—C81.433 (4)
O5—C151.303 (4)C7—H70.9300
O1w—H1w10.84C8—C121.403 (4)
O1w—H1w20.82C8—C91.407 (4)
O2w—H2w10.85C9—C101.362 (5)
O2w—H2w20.85C9—H90.9300
O3w—H3w10.89C10—C111.399 (4)
O3w—H3w20.86C10—H100.9300
O4w—H4w10.86C11—H110.9300
O4w—H4w20.86C13—C141.510 (4)
N1—C21.332 (4)C13—H13a0.9700
N1—C11.351 (3)C13—H13b0.9700
N2—C111.322 (4)C14—C151.505 (4)
N2—C121.358 (3)C14—H14a0.9700
C1—C51.405 (4)C14—H14b0.9700
O1—Zn1—O1w93.9 (1)C3—C4—H4120.5
O1—Zn1—O2w113.2 (1)C5—C4—H4120.5
O1—Zn1—N1113.9 (1)C1—C5—C4117.5 (3)
O1—Zn1—N2102.2 (1)C1—C5—C6118.8 (3)
O1w—Zn1—O2w86.0 (1)C4—C5—C6123.7 (3)
O1w—Zn1—N191.6 (1)C7—C6—C5121.4 (3)
O1w—Zn1—N2163.5 (1)C7—C6—H6119.3
O2w—Zn1—N1132.9 (1)C5—C6—H6119.3
O2w—Zn1—N290.7 (1)C6—C7—C8121.5 (3)
N1—Zn1—N278.8 (1)C6—C7—H7119.3
O1—P1—O3113.63 (13)C8—C7—H7119.3
O1—P1—O2108.83 (12)C12—C8—C9116.7 (3)
O3—P1—O2110.92 (11)C12—C8—C7118.8 (3)
O1—P1—C13108.43 (13)C9—C8—C7124.4 (3)
O3—P1—C13109.67 (13)C10—C9—C8120.0 (3)
O2—P1—C13104.96 (14)C10—C9—H9120.0
P1—O1—Zn1132.02 (13)C8—C9—H9120.0
P1—O2—H2o109.5C9—C10—C11119.3 (3)
Zn1—O1w—H1w1121.0C9—C10—H10120.3
Zn1—O1w—H1w2123.3C11—C10—H10120.3
H1w1—O1w—H1w2113.9N2—C11—C10122.6 (3)
Zn1—O2w—H2w1130.7N2—C11—H11118.7
Zn1—O2w—H2w2117.8C10—C11—H11118.7
H2w1—O2w—H2w2110.1N2—C12—C8123.1 (3)
H3w1—O3w—H3w2107.8N2—C12—C1117.1 (2)
H4w1—O4w—H4w2109.0C8—C12—C1119.8 (2)
C2—N1—C1118.2 (2)C14—C13—P1112.7 (2)
C2—N1—Zn1127.8 (2)C14—C13—H13a109.1
C1—N1—Zn1114.04 (18)P1—C13—H13a109.1
C11—N2—C12118.3 (2)C14—C13—H13b109.1
C11—N2—Zn1129.21 (19)P1—C13—H13b109.1
C12—N2—Zn1112.49 (17)H13a—C13—H13b107.8
N1—C1—C5122.8 (2)C15—C14—C13115.2 (2)
N1—C1—C12117.6 (2)C15—C14—H14a108.5
C5—C1—C12119.6 (2)C13—C14—H14a108.5
N1—C2—C3122.6 (3)C15—C14—H14b108.5
N1—C2—H2118.7C13—C14—H14b108.5
C3—C2—H2118.7H14a—C14—H14b107.5
C4—C3—C2119.7 (3)O4—C15—O5124.0 (3)
C4—C3—H3120.1O4—C15—C14124.0 (3)
C2—C3—H3120.1O5—C15—C14112.0 (3)
C3—C4—C5119.1 (3)
O3—P1—O1—Zn1152.04 (15)N1—C1—C5—C6179.4 (2)
O2—P1—O1—Zn127.9 (2)C12—C1—C5—C61.8 (4)
C13—P1—O1—Zn185.7 (2)C3—C4—C5—C10.3 (4)
O1w—Zn1—O1—P1103.89 (18)C3—C4—C5—C6179.6 (3)
O2w—Zn1—O1—P116.5 (2)C1—C5—C6—C71.1 (4)
N1—Zn1—O1—P1162.58 (16)C4—C5—C6—C7178.8 (3)
N2—Zn1—O1—P179.56 (18)C5—C6—C7—C80.7 (5)
O1—Zn1—N1—C279.0 (3)C6—C7—C8—C121.6 (4)
O1w—Zn1—N1—C216.0 (2)C6—C7—C8—C9176.5 (3)
O2w—Zn1—N1—C2102.1 (3)C12—C8—C9—C100.7 (5)
N2—Zn1—N1—C2177.6 (3)C7—C8—C9—C10178.9 (3)
O1—Zn1—N1—C199.58 (19)C8—C9—C10—C110.4 (5)
O1w—Zn1—N1—C1165.39 (18)C12—N2—C11—C100.6 (5)
O2w—Zn1—N1—C179.3 (2)Zn1—N2—C11—C10179.0 (2)
N2—Zn1—N1—C11.04 (18)C9—C10—C11—N20.6 (5)
O1—Zn1—N2—C1165.1 (3)C11—N2—C12—C81.8 (4)
O1w—Zn1—N2—C11127.1 (3)Zn1—N2—C12—C8179.4 (2)
O2w—Zn1—N2—C1148.8 (3)C11—N2—C12—C1177.6 (3)
N1—Zn1—N2—C11177.4 (3)Zn1—N2—C12—C11.2 (3)
O1—Zn1—N2—C12113.43 (19)C9—C8—C12—N21.9 (4)
O1w—Zn1—N2—C1254.4 (4)C7—C8—C12—N2179.8 (3)
O2w—Zn1—N2—C12132.6 (2)C9—C8—C12—C1177.5 (3)
N1—Zn1—N2—C121.18 (18)C7—C8—C12—C10.8 (4)
C2—N1—C1—C50.8 (4)N1—C1—C12—N20.3 (4)
Zn1—N1—C1—C5179.6 (2)C5—C1—C12—N2178.6 (2)
C2—N1—C1—C12178.0 (2)N1—C1—C12—C8179.7 (2)
Zn1—N1—C1—C120.8 (3)C5—C1—C12—C80.9 (4)
C1—N1—C2—C30.1 (4)O1—P1—C13—C14178.1 (2)
Zn1—N1—C2—C3178.5 (2)O3—P1—C13—C1453.5 (3)
N1—C2—C3—C41.1 (5)O2—P1—C13—C1465.7 (3)
C2—C3—C4—C51.2 (5)P1—C13—C14—C15171.1 (2)
N1—C1—C5—C40.7 (4)C13—C14—C15—O49.5 (5)
C12—C1—C5—C4178.1 (2)C13—C14—C15—O5169.7 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2o···O3i0.821.762.553 (3)161
O1w—H1w1···O5ii0.841.662.471 (3)163
O1w—H1w2···O3w0.822.202.718 (4)121
O2w—H2w1···O3iii0.851.812.647 (3)169
O2w—H2w2···O4ii0.851.932.772 (3)173
O3w—H3w1···O4w0.892.042.702 (8)130
O4w—H4w1···O1wiii0.862.212.764 (4)122
Symmetry codes: (i) x+1/2, y+3/2, z+1; (ii) x+1/2, y1/2, z+3/2; (iii) x, y1, z.
 

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