(4,7-Di­methyl-1,10-phenanthroline)­bis(O-isopro­propyl­di­thio­carbonato)­zinc(II)

An N₂S₂-donor set defines the approximately tetrahedral coordination environment about the zinc centre in the monomeric title compound, [Zn(S₂COⁱPr)₂(4,7-Me₂phen)] or [Zn(C₄H₇OS₂)₂(C₁₄H₁₂N₂)], which has crystallographically imposed twofold rotation symmetry.

Key indicators

• Single-crystal X-ray study
• T = 183 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.027
• wR factor = 0.076
• Data-to-parameter ratio = 24.8

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes



ABSTM_02  When printed, the submitted absorption T values will be replaced
          by the scaled T values. Since the ratio of scaled T's is
          identical to the ratio of reported T values, the scaling does
          not imply a change to the absorption corrections used in the
          study.
          Ratio of Tmax expected/reported      0.747
          Tmax scaled      0.747 Tmin scaled      0.509

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SHELXTL (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(I)

Crystal data

[Zn(C4H7OS2)2(C14H12N2)]	F(000) = 1128
Mr = 544.06	Dx = 1.501 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -C 2yc	Cell parameters from 6953 reflections
a = 19.6834 (10) Å	θ = 2.3–30.1°
b = 9.8097 (5) Å	µ = 1.39 mm^−1
c = 12.8171 (7) Å	T = 183 K
β = 103.403 (1)°	Block, light-brown
V = 2407.4 (2) Å^3	0.57 × 0.39 × 0.21 mm
Z = 4

Data collection

Bruker AXS SMART CCD diffractometer	3524 independent reflections
Radiation source: fine-focus sealed tube	3322 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
ω scans	θmax = 30.1°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)	h = −27→20
Tmin = 0.681, Tmax = 1	k = −13→13
9944 measured reflections	l = −18→17

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.076	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.046P)^2 + 1.2962P] where P = (Fo^2 + 2Fc^2)/3
3524 reflections	(Δ/σ)max < 0.001
142 parameters	Δρmax = 0.51 e Å^−3
0 restraints	Δρmin = −0.29 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Zn	0.0000	0.102897 (18)	0.2500	0.02037 (7)
S1	0.061715 (18)	−0.00653 (3)	0.14366 (3)	0.02762 (9)
S2	0.140616 (18)	−0.04670 (3)	0.37112 (3)	0.02729 (8)
O1	0.17104 (5)	−0.14665 (10)	0.19463 (8)	0.02657 (19)
N1	−0.04180 (5)	0.26879 (10)	0.15207 (8)	0.01855 (18)
C1	0.12892 (6)	−0.07212 (12)	0.24034 (10)	0.0222 (2)
C2	0.23644 (7)	−0.20082 (14)	0.25903 (12)	0.0288 (3)
H2	0.2565	−0.1355	0.3180	0.035*
C3	0.22396 (9)	−0.33684 (17)	0.30623 (14)	0.0380 (3)
H3a	0.1933	−0.3246	0.3557	0.057*
H3b	0.2686	−0.3752	0.3451	0.057*
H3c	0.2019	−0.3991	0.2485	0.057*
C4	0.28419 (8)	−0.21151 (17)	0.18341 (15)	0.0406 (4)
H4a	0.2910	−0.1209	0.1552	0.061*
H4b	0.2634	−0.2723	0.1239	0.061*
H4c	0.3294	−0.2483	0.2217	0.061*
C5	−0.07949 (6)	0.26590 (13)	0.05194 (10)	0.0229 (2)
H5	−0.0942	0.1802	0.0200	0.027*
C6	−0.09833 (7)	0.38402 (13)	−0.00826 (10)	0.0245 (2)
H6	−0.1242	0.3769	−0.0805	0.029*
C7	−0.08012 (6)	0.51050 (13)	0.03514 (10)	0.0212 (2)
C8	−0.04060 (6)	0.51597 (12)	0.14295 (9)	0.0184 (2)
C9	−0.02164 (6)	0.39207 (11)	0.19632 (9)	0.0164 (2)
C10	−0.10042 (7)	0.63789 (15)	−0.02900 (11)	0.0288 (3)
H10a	−0.1187	0.6141	−0.1046	0.043*
H10b	−0.0594	0.6967	−0.0223	0.043*
H10c	−0.1365	0.6862	−0.0021	0.043*
C11	−0.01905 (6)	0.64070 (12)	0.19857 (10)	0.0227 (2)
H11	−0.0316	0.7250	0.1629	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.02356 (11)	0.01428 (10)	0.02552 (11)	0	0.01029 (8)	0
S1	0.02912 (17)	0.02910 (17)	0.02527 (16)	0.01178 (12)	0.00762 (12)	−0.00088 (12)
S2	0.03032 (17)	0.02516 (16)	0.02699 (16)	0.00233 (11)	0.00786 (12)	−0.00277 (12)
O1	0.0233 (4)	0.0261 (4)	0.0309 (5)	0.0067 (3)	0.0075 (4)	−0.0044 (4)
N1	0.0197 (4)	0.0164 (4)	0.0205 (4)	−0.0013 (3)	0.0067 (3)	−0.0021 (3)
C1	0.0208 (5)	0.0171 (5)	0.0302 (6)	0.0000 (4)	0.0089 (4)	−0.0014 (4)
C2	0.0189 (5)	0.0268 (6)	0.0392 (7)	0.0037 (4)	0.0035 (5)	−0.0064 (5)
C3	0.0358 (8)	0.0309 (7)	0.0450 (9)	0.0097 (6)	0.0043 (6)	0.0024 (6)
C4	0.0302 (7)	0.0360 (8)	0.0604 (10)	0.0032 (6)	0.0202 (7)	−0.0093 (7)
C5	0.0242 (6)	0.0227 (5)	0.0217 (5)	−0.0032 (4)	0.0054 (4)	−0.0042 (4)
C6	0.0243 (6)	0.0291 (6)	0.0187 (5)	−0.0014 (4)	0.0021 (4)	−0.0004 (4)
C7	0.0185 (5)	0.0241 (5)	0.0209 (5)	0.0017 (4)	0.0044 (4)	0.0032 (4)
C8	0.0173 (5)	0.0176 (5)	0.0203 (5)	0.0008 (4)	0.0043 (4)	0.0013 (4)
C9	0.0161 (5)	0.0159 (5)	0.0178 (5)	−0.0003 (3)	0.0050 (4)	−0.0002 (4)
C10	0.0294 (6)	0.0296 (6)	0.0261 (6)	0.0047 (5)	0.0036 (5)	0.0084 (5)
C11	0.0249 (6)	0.0144 (5)	0.0281 (6)	0.0011 (4)	0.0045 (5)	0.0022 (4)

Geometric parameters (Å, º)

Zn—S1	2.2920 (3)	C4—H4C	0.9800
Zn—N1	2.1028 (10)	C5—C6	1.3939 (18)
S1—C1	1.7145 (13)	C5—H5	0.9500
S2—C1	1.6571 (13)	C6—C7	1.3729 (18)
C1—O1	1.3380 (15)	C6—H6	0.9500
O1—C2	1.4588 (16)	C7—C8	1.4210 (16)
N1—C5	1.3254 (15)	C7—C10	1.4982 (17)
N1—C9	1.3555 (14)	C8—C9	1.4023 (15)
C2—C3	1.508 (2)	C8—C11	1.4301 (16)
C2—C4	1.502 (2)	C9—C9^i	1.441 (2)
C2—H2	1.0000	C10—H10A	0.9800
C3—H3A	0.9800	C10—H10B	0.9800
C3—H3B	0.9800	C10—H10C	0.9800
C3—H3C	0.9800	C11—C11^i	1.357 (2)
C4—H4A	0.9800	C11—H11	0.9500
C4—H4B	0.9800
S1—Zn—N1	101.27 (3)	C2—C4—H4C	109.5
S1—Zn—S1^i	124.15 (2)	H4A—C4—H4C	109.5
S1—Zn—N1^i	121.97 (3)	H4B—C4—H4C	109.5
N1—Zn—N1^i	78.59 (5)	N1—C5—C6	122.39 (11)
Zn—S1—C1	99.93 (4)	N1—C5—H5	118.8
C1—O1—C2	120.42 (10)	C6—C5—H5	118.8
C5—N1—C9	117.91 (10)	C7—C6—C5	121.07 (12)
C5—N1—Zn	127.96 (8)	C7—C6—H6	119.5
C9—N1—Zn	113.86 (7)	C5—C6—H6	119.5
O1—C1—S2	124.77 (10)	C6—C7—C8	117.44 (11)
O1—C1—S1	109.95 (9)	C6—C7—C10	121.34 (11)
S2—C1—S1	125.28 (7)	C8—C7—C10	121.22 (11)
O1—C2—C3	110.17 (11)	C9—C8—C7	117.74 (10)
O1—C2—C4	105.21 (12)	C9—C8—C11	118.93 (10)
C3—C2—C4	112.42 (12)	C7—C8—C11	123.32 (10)
O1—C2—H2	109.6	N1—C9—C8	123.38 (10)
C3—C2—H2	109.6	N1—C9—C9^i	116.78 (6)
C4—C2—H2	109.6	C8—C9—C9^i	119.84 (6)
C2—C3—H3A	109.5	C7—C10—H10A	109.5
C2—C3—H3B	109.5	C7—C10—H10B	109.5
H3A—C3—H3B	109.5	H10A—C10—H10B	109.5
C2—C3—H3C	109.5	C7—C10—H10C	109.5
H3A—C3—H3C	109.5	H10A—C10—H10C	109.5
H3B—C3—H3C	109.5	H10B—C10—H10C	109.5
C2—C4—H4A	109.5	C11^i—C11—C8	121.17 (7)
C2—C4—H4B	109.5	C11^i—C11—H11	119.4
H4A—C4—H4B	109.5	C8—C11—H11	119.4

Symmetry code: (i) −x, y, −z+1/2.