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In the title complex, [Mg(C13H10NO2)2(C6H6N4S2)(H2O)2], the MgII ion is coordinated by two 2-anilinobenzoate anions, two water mol­ecules and an 2-anilinobenzoate mol­ecule in a distorted octa­hedral geometry. The two thia­zole rings in the diamino­bithia­zole mol­ecule are nearly coplanar, with a dihedral angle of 3.88 (17)°. The two benzene rings in each 2-anilinobenzoate anion are twisted with respect to each other, the dihedral angles being 56.32 (12) and 45.68 (12)° in the two anions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806000420/is6175sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806000420/is6175Isup2.hkl
Contains datablock I

CCDC reference: 298475

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.056
  • wR factor = 0.137
  • Data-to-parameter ratio = 18.0

checkCIF/PLATON results

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Alert level B PLAT420_ALERT_2_B D-H Without Acceptor O2 - H2B ... ?
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.37 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for S2 - C5 .. 6.10 su PLAT230_ALERT_2_C Hirshfeld Test Diff for N2 - C6 .. 5.93 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for S1 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for S2 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for N5 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C25 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C21 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C41 PLAT322_ALERT_2_C Check Hybridisation of S1 in Main Residue . ? PLAT322_ALERT_2_C Check Hybridisation of S2 in Main Residue . ? PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C21 -C26 1.37 Ang. PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 13 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 13 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Bis(2-anilinobenzoato-κO)diaqua(2,2'-diamino-4,4'-bi-1,3-thiazole- κ2N1,N1')magnesium(II) top
Crystal data top
[Mg(C13H10NO2)2(C6H6N4S2)(H2O)2]F(000) = 1424
Mr = 683.05Dx = 1.367 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 7560 reflections
a = 14.0151 (3) Åθ = 2.8–25.0°
b = 19.8832 (4) ŵ = 0.23 mm1
c = 12.0345 (3) ÅT = 295 K
β = 98.3200 (11)°Prism, yellow
V = 3318.30 (13) Å30.20 × 0.17 × 0.13 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID
diffractometer
7620 independent reflections
Radiation source: fine-focus sealed tube4001 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.052
Detector resolution: 10 pixels mm-1θmax = 27.5°, θmin = 1.8°
ω scansh = 1815
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 2522
Tmin = 0.945, Tmax = 0.980l = 1515
23565 measured reflections
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)] = 0.056Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.137H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0509P)2 + 0.2965P]
where P = (Fo2 + 2Fc2)/3
7620 reflections(Δ/σ)max < 0.001
424 parametersΔρmax = 0.27 e Å3
0 restraintsΔρmin = 0.27 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Mg0.47450 (6)0.38284 (4)0.29694 (6)0.0403 (2)
S10.45968 (7)0.14632 (4)0.34245 (8)0.0814 (3)
S20.68420 (7)0.33350 (5)0.03222 (7)0.0818 (3)
N10.47426 (15)0.27321 (10)0.30789 (17)0.0460 (5)
N20.56672 (16)0.35213 (11)0.17458 (16)0.0473 (5)
N30.37960 (19)0.24601 (13)0.4467 (2)0.0809 (8)
H3A0.37360.28660.45700.097*
H3B0.36010.21900.48960.097*
N40.62355 (19)0.45200 (14)0.1039 (2)0.0788 (8)
H4A0.59580.47520.14900.095*
H4B0.64230.47090.04670.095*
N50.77719 (17)0.36749 (15)0.3931 (2)0.0778 (9)
H5B0.71710.36590.36540.093*
N60.21747 (16)0.29016 (12)0.09929 (19)0.0600 (6)
H60.26490.30160.14920.072*
O10.48637 (12)0.48515 (8)0.26368 (14)0.0501 (5)
H1A0.47470.51340.31760.060*
H1B0.46020.49930.20110.060*
O20.40008 (12)0.39621 (9)0.43559 (14)0.0525 (5)
H2A0.43860.41550.49330.063*
H2B0.34300.40750.43700.063*
O110.59688 (11)0.38854 (9)0.41299 (13)0.0506 (5)
O120.55863 (12)0.44017 (9)0.56217 (13)0.0488 (5)
O310.34595 (12)0.38180 (9)0.18619 (14)0.0523 (5)
O320.34129 (13)0.48157 (10)0.10282 (15)0.0594 (5)
C10.5283 (2)0.24064 (14)0.2359 (2)0.0530 (7)
C20.5275 (2)0.17262 (15)0.2433 (3)0.0753 (9)
H20.55960.14400.20010.090*
C30.4358 (2)0.22959 (14)0.3702 (3)0.0560 (7)
C40.5786 (2)0.28292 (15)0.1649 (2)0.0542 (7)
C50.6374 (2)0.26429 (17)0.0912 (2)0.0747 (9)
H50.65080.21990.07430.090*
C60.6186 (2)0.38459 (17)0.1094 (2)0.0576 (7)
C110.72510 (17)0.42522 (12)0.55030 (19)0.0393 (6)
C120.79918 (18)0.40018 (13)0.4928 (2)0.0469 (6)
C130.89534 (19)0.41001 (15)0.5426 (2)0.0572 (7)
H130.94510.39370.50670.069*
C140.9171 (2)0.44306 (15)0.6429 (2)0.0604 (8)
H140.98130.44930.67340.072*
C150.8458 (2)0.46722 (15)0.6993 (2)0.0589 (8)
H150.86110.48940.76760.071*
C160.75129 (19)0.45787 (13)0.6526 (2)0.0497 (7)
H160.70290.47400.69070.060*
C170.62064 (18)0.41810 (12)0.50591 (19)0.0374 (6)
C210.8421 (2)0.33584 (18)0.3299 (2)0.0620 (8)
C220.8299 (3)0.2691 (2)0.3047 (3)0.0836 (10)
H220.78250.24470.33360.100*
C230.8875 (4)0.2379 (2)0.2370 (3)0.1086 (15)
H230.87720.19290.21790.130*
C240.9596 (4)0.2727 (3)0.1977 (4)0.1205 (19)
H240.99990.25120.15400.145*
C250.9719 (3)0.3381 (3)0.2224 (4)0.1263 (18)
H251.02090.36180.19540.152*
C260.9133 (3)0.3707 (2)0.2871 (3)0.0991 (13)
H260.92180.41640.30190.119*
C310.21135 (18)0.40797 (14)0.0467 (2)0.0459 (6)
C320.17090 (19)0.34295 (15)0.0382 (2)0.0499 (7)
C330.0822 (2)0.33412 (16)0.0294 (2)0.0648 (8)
H330.05500.29140.03770.078*
C340.0346 (2)0.3874 (2)0.0838 (3)0.0791 (10)
H340.02510.38030.12720.095*
C350.0728 (2)0.45106 (19)0.0757 (3)0.0771 (10)
H350.04000.48700.11320.092*
C360.1607 (2)0.46042 (16)0.0110 (2)0.0611 (8)
H360.18730.50340.00550.073*
C370.30584 (19)0.42473 (14)0.1161 (2)0.0455 (6)
C410.19861 (18)0.22135 (14)0.0916 (2)0.0529 (7)
C420.1692 (2)0.18863 (17)0.0100 (3)0.0731 (9)
H420.15700.21310.07630.088*
C460.2153 (2)0.18358 (17)0.1879 (3)0.0728 (9)
H460.23360.20470.25660.087*
C430.1583 (3)0.1199 (2)0.0114 (4)0.1011 (14)
H430.13760.09850.07940.121*
C450.2052 (3)0.1142 (2)0.1837 (4)0.1043 (13)
H450.21760.08900.24930.125*
C440.1767 (3)0.0826 (2)0.0828 (6)0.1151 (18)
H440.17020.03610.07960.138*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mg0.0397 (5)0.0409 (5)0.0395 (4)0.0005 (4)0.0034 (4)0.0068 (4)
S10.0938 (7)0.0468 (5)0.1046 (7)0.0032 (5)0.0173 (5)0.0002 (5)
S20.0862 (7)0.1036 (7)0.0630 (5)0.0128 (5)0.0354 (5)0.0118 (5)
N10.0465 (13)0.0416 (13)0.0490 (12)0.0008 (10)0.0041 (10)0.0069 (10)
N20.0551 (14)0.0500 (13)0.0380 (11)0.0020 (11)0.0114 (10)0.0056 (10)
N30.084 (2)0.0662 (18)0.101 (2)0.0085 (15)0.0436 (17)0.0044 (16)
N40.100 (2)0.0717 (19)0.0750 (18)0.0030 (16)0.0467 (16)0.0111 (15)
N50.0446 (14)0.130 (3)0.0601 (15)0.0113 (15)0.0105 (12)0.0415 (16)
N60.0593 (15)0.0542 (15)0.0606 (15)0.0075 (12)0.0116 (12)0.0032 (12)
O10.0591 (12)0.0434 (10)0.0483 (10)0.0011 (8)0.0101 (8)0.0087 (8)
O20.0383 (10)0.0628 (12)0.0572 (11)0.0020 (9)0.0098 (8)0.0128 (9)
O110.0426 (10)0.0641 (12)0.0442 (10)0.0016 (9)0.0030 (8)0.0186 (9)
O120.0421 (11)0.0603 (12)0.0441 (10)0.0069 (9)0.0062 (8)0.0120 (9)
O310.0483 (11)0.0470 (11)0.0574 (11)0.0045 (9)0.0063 (9)0.0029 (9)
O320.0683 (13)0.0528 (12)0.0547 (11)0.0092 (10)0.0002 (10)0.0069 (9)
C10.0580 (18)0.0477 (17)0.0518 (16)0.0035 (14)0.0024 (14)0.0121 (14)
C20.094 (3)0.054 (2)0.079 (2)0.0076 (18)0.0155 (19)0.0180 (17)
C30.0516 (18)0.0466 (17)0.0685 (19)0.0037 (14)0.0044 (15)0.0019 (15)
C40.0590 (18)0.0570 (18)0.0464 (16)0.0068 (15)0.0071 (14)0.0138 (14)
C50.088 (2)0.070 (2)0.071 (2)0.0135 (18)0.0270 (19)0.0151 (17)
C60.0619 (19)0.069 (2)0.0430 (15)0.0055 (16)0.0096 (14)0.0048 (15)
C110.0426 (15)0.0384 (14)0.0364 (13)0.0010 (11)0.0046 (11)0.0007 (11)
C120.0415 (16)0.0575 (17)0.0420 (14)0.0019 (13)0.0071 (12)0.0030 (13)
C130.0392 (16)0.075 (2)0.0586 (18)0.0080 (14)0.0089 (13)0.0012 (15)
C140.0442 (17)0.074 (2)0.0590 (18)0.0018 (15)0.0073 (14)0.0016 (16)
C150.0529 (19)0.071 (2)0.0485 (16)0.0026 (15)0.0052 (14)0.0100 (15)
C160.0466 (17)0.0512 (16)0.0501 (15)0.0033 (13)0.0033 (13)0.0063 (13)
C170.0436 (15)0.0321 (13)0.0365 (13)0.0032 (11)0.0057 (11)0.0025 (11)
C210.0488 (19)0.091 (3)0.0461 (16)0.0147 (17)0.0072 (14)0.0140 (16)
C220.102 (3)0.094 (3)0.060 (2)0.018 (2)0.0267 (19)0.0021 (19)
C230.146 (4)0.099 (3)0.085 (3)0.058 (3)0.030 (3)0.005 (2)
C240.097 (4)0.179 (6)0.090 (3)0.064 (4)0.029 (3)0.025 (3)
C250.094 (3)0.190 (6)0.109 (3)0.009 (4)0.061 (3)0.041 (4)
C260.090 (3)0.119 (3)0.097 (3)0.018 (2)0.044 (2)0.033 (2)
C310.0414 (15)0.0580 (18)0.0380 (13)0.0044 (13)0.0043 (11)0.0033 (12)
C320.0464 (17)0.0620 (19)0.0412 (14)0.0014 (14)0.0061 (12)0.0037 (13)
C330.0567 (19)0.074 (2)0.0592 (18)0.0101 (16)0.0052 (15)0.0008 (16)
C340.056 (2)0.101 (3)0.072 (2)0.004 (2)0.0187 (16)0.005 (2)
C350.069 (2)0.082 (3)0.073 (2)0.017 (2)0.0136 (18)0.0067 (19)
C360.062 (2)0.0626 (19)0.0549 (17)0.0068 (15)0.0050 (15)0.0006 (15)
C370.0505 (17)0.0486 (17)0.0385 (14)0.0056 (14)0.0105 (12)0.0046 (13)
C410.0399 (16)0.0499 (18)0.0699 (19)0.0062 (13)0.0116 (14)0.0074 (15)
C420.058 (2)0.076 (2)0.087 (2)0.0177 (17)0.0136 (17)0.0272 (19)
C460.065 (2)0.063 (2)0.091 (2)0.0066 (17)0.0114 (18)0.0054 (19)
C430.064 (2)0.089 (3)0.152 (4)0.020 (2)0.022 (3)0.061 (3)
C450.086 (3)0.070 (3)0.156 (4)0.008 (2)0.016 (3)0.029 (3)
C440.070 (3)0.056 (3)0.219 (6)0.015 (2)0.023 (3)0.024 (3)
Geometric parameters (Å, º) top
Mg—O12.0846 (18)C12—C131.407 (3)
Mg—O22.1087 (18)C13—C141.369 (4)
Mg—O112.0522 (17)C13—H130.9300
Mg—O312.0804 (18)C14—C151.373 (4)
Mg—N12.184 (2)C14—H140.9300
Mg—N22.182 (2)C15—C161.375 (3)
S1—C21.711 (3)C15—H150.9300
S1—C31.731 (3)C16—H160.9300
S2—C51.721 (3)C21—C221.366 (4)
S2—C61.728 (3)C21—C261.375 (4)
N1—C31.312 (3)C22—C231.375 (5)
N1—C11.390 (3)C22—H220.9300
N2—C61.313 (3)C23—C241.365 (6)
N2—C41.393 (3)C23—H230.9300
N3—C31.336 (4)C24—C251.339 (6)
N3—H3A0.8223C24—H240.9300
N3—H3B0.8177C25—C261.373 (5)
N4—C61.344 (4)C25—H250.9300
N4—H4A0.8486C26—H260.9300
N4—H4B0.8583C31—C361.390 (4)
N5—C121.360 (3)C31—C321.409 (4)
N5—C211.416 (3)C31—C371.498 (3)
N5—H5B0.8600C32—C331.396 (4)
N6—C321.389 (3)C33—C341.366 (4)
N6—C411.394 (3)C33—H330.9300
N6—H60.8600C34—C351.374 (4)
O1—H1A0.8907C34—H340.9300
O1—H1B0.8373C35—C361.370 (4)
O2—H2A0.9013C35—H350.9300
O2—H2B0.8328C36—H360.9300
O11—C171.265 (3)C41—C461.372 (4)
O12—C171.256 (3)C41—C421.393 (4)
O31—C371.272 (3)C42—C431.374 (5)
O32—C371.254 (3)C42—H420.9300
C1—C21.356 (4)C46—C451.388 (5)
C1—C41.453 (4)C46—H460.9300
C2—H20.9300C43—C441.348 (6)
C4—C51.347 (4)C43—H430.9300
C5—H50.9300C45—C441.373 (6)
C11—C161.393 (3)C45—H450.9300
C11—C121.418 (3)C44—H440.9300
C11—C171.491 (3)
O11—Mg—O31175.99 (8)C13—C14—C15121.2 (3)
O11—Mg—O189.69 (7)C13—C14—H14119.4
O31—Mg—O188.42 (7)C15—C14—H14119.4
O11—Mg—O285.12 (7)C14—C15—C16118.5 (3)
O31—Mg—O291.52 (7)C14—C15—H15120.8
O1—Mg—O295.23 (7)C16—C15—H15120.8
O11—Mg—N287.50 (8)C15—C16—C11122.7 (3)
O31—Mg—N296.17 (8)C15—C16—H16118.7
O1—Mg—N294.13 (8)C11—C16—H16118.7
O2—Mg—N2168.04 (8)O12—C17—O11121.7 (2)
O11—Mg—N191.29 (8)O12—C17—C11119.6 (2)
O31—Mg—N191.14 (8)O11—C17—C11118.7 (2)
O1—Mg—N1170.59 (8)C22—C21—C26118.8 (3)
O2—Mg—N194.18 (8)C22—C21—N5118.8 (3)
N2—Mg—N176.57 (8)C26—C21—N5122.3 (3)
C2—S1—C389.12 (15)C21—C22—C23120.3 (4)
C5—S2—C689.09 (16)C21—C22—H22119.9
C3—N1—C1110.7 (2)C23—C22—H22119.9
C3—N1—Mg134.30 (19)C24—C23—C22120.3 (4)
C1—N1—Mg114.94 (18)C24—C23—H23119.9
C6—N2—C4110.6 (2)C22—C23—H23119.9
C6—N2—Mg134.3 (2)C25—C24—C23119.5 (4)
C4—N2—Mg115.00 (17)C25—C24—H24120.2
C3—N3—H3A115.3C23—C24—H24120.2
C3—N3—H3B123.9C24—C25—C26121.1 (5)
H3A—N3—H3B119.9C24—C25—H25119.4
C6—N4—H4A118.6C26—C25—H25119.4
C6—N4—H4B120.1C25—C26—C21120.0 (4)
H4A—N4—H4B119.7C25—C26—H26120.0
C12—N5—C21127.3 (2)C21—C26—H26120.0
C12—N5—H5B116.4C36—C31—C32118.8 (2)
C21—N5—H5B116.4C36—C31—C37117.3 (3)
C32—N6—C41129.5 (2)C32—C31—C37123.9 (2)
C32—N6—H6115.2N6—C32—C33121.6 (3)
C41—N6—H6115.2N6—C32—C31120.1 (2)
Mg—O1—H1A116.6C33—C32—C31118.2 (3)
Mg—O1—H1B117.6C34—C33—C32120.9 (3)
H1A—O1—H1B109.9C34—C33—H33119.5
Mg—O2—H2A110.7C32—C33—H33119.5
Mg—O2—H2B129.5C33—C34—C35121.5 (3)
H2A—O2—H2B109.9C33—C34—H34119.3
C17—O11—Mg135.62 (16)C35—C34—H34119.3
C37—O31—Mg132.57 (17)C36—C35—C34118.4 (3)
C2—C1—N1114.4 (3)C36—C35—H35120.8
C2—C1—C4128.7 (3)C34—C35—H35120.8
N1—C1—C4116.9 (2)C35—C36—C31122.3 (3)
C1—C2—S1111.2 (2)C35—C36—H36118.9
C1—C2—H2124.4C31—C36—H36118.9
S1—C2—H2124.4O32—C37—O31123.0 (2)
N1—C3—N3124.4 (3)O32—C37—C31117.6 (2)
N1—C3—S1114.5 (2)O31—C37—C31119.4 (2)
N3—C3—S1121.1 (2)C46—C41—C42118.5 (3)
C5—C4—N2114.8 (3)C46—C41—N6118.3 (3)
C5—C4—C1128.6 (3)C42—C41—N6123.1 (3)
N2—C4—C1116.6 (2)C43—C42—C41119.6 (4)
C4—C5—S2110.9 (2)C43—C42—H42120.2
C4—C5—H5124.5C41—C42—H42120.2
S2—C5—H5124.5C41—C46—C45120.7 (4)
N2—C6—N4123.8 (3)C41—C46—H46119.7
N2—C6—S2114.6 (2)C45—C46—H46119.7
N4—C6—S2121.6 (2)C44—C43—C42121.9 (4)
C16—C11—C12118.5 (2)C44—C43—H43119.1
C16—C11—C17118.7 (2)C42—C43—H43119.1
C12—C11—C17122.8 (2)C44—C45—C46120.1 (4)
N5—C12—C13121.5 (2)C44—C45—H45120.0
N5—C12—C11120.6 (2)C46—C45—H45120.0
C13—C12—C11117.8 (2)C43—C44—C45119.2 (4)
C14—C13—C12121.3 (3)C43—C44—H44120.4
C14—C13—H13119.4C45—C44—H44120.4
C12—C13—H13119.4
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···O12i0.891.832.716 (2)171
O1—H1B···O320.841.932.598 (2)136
O2—H2A···O120.901.832.654 (2)151
N3—H3A···O20.822.233.005 (3)157
N3—H3B···N6ii0.822.563.203 (3)137
N4—H4A···O10.852.222.983 (3)150
N4—H4B···O32iii0.862.072.921 (3)169
N5—H5B···O110.861.912.606 (3)137
N6—H6···O310.861.972.667 (3)137
Symmetry codes: (i) x+1, y+1, z+1; (ii) x, y+1/2, z+1/2; (iii) x+1, y+1, z.
 

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