catena-Poly­[[aqua­(phenanthroline)­zinc(II)]-μ-cyclo­hexane­di­carboxyl­ato]

The title complex, [Zn(C₈H₁₀O₄)(C₁₂H₈N₂)(H₂O)]_n, has a chain structure. The central Zn^II ion is coordinated by four water and carboxylate O atoms and two N atoms from 1,10-phenanthroline. All the cyclo­hexane­di­carboxyl­ate ligands are in an e,a-cis-conform­ation and each is linked to two Zn^II ions in chelating and monodentate modes. The most interesting feature of the structure is that it possesses a 2₁ helical axis in the chain.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.056
• wR factor = 0.141
• Data-to-parameter ratio = 9.3

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...      10.00 Ratio

Alert level C
PLAT088_ALERT_3_C Poor Data / Parameter Ratio ....................       9.30
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...         18
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9

   1 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 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
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1994); program(s) used to solve structure: SHELXTL (Siemens, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

catena-Poly[[aqua(phenanthroline)zinc(II)]-µ-cyclohexanedicarboxylato]

Crystal data

[Zn(C8H10O4)(C12H8N2)(H2O)]	F(000) = 896
Mr = 433.75	Dx = 1.607 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1910 reflections
a = 10.0974 (3) Å	θ = 2.0–25.0°
b = 8.8974 (4) Å	µ = 1.41 mm^−1
c = 20.2619 (10) Å	T = 293 K
β = 99.997 (2)°	Block, colorless
V = 1792.70 (13) Å^3	0.30 × 0.24 × 0.16 mm
Z = 4

Data collection

Siemens SMART CCD diffractometer	3098 independent reflections
Radiation source: fine-focus sealed tube	2153 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.044
ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	h = −6→12
Tmin = 0.649, Tmax = 0.798	k = −6→10
5355 measured reflections	l = −24→21

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.056	Only H-atom displacement parameters refined
wR(F^2) = 0.141	w = 1/[σ^2(Fo^2) + (0.0531P)^2 + 5.0293P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
3098 reflections	Δρmax = 0.44 e Å^−3
333 parameters	Δρmin = −0.49 e Å^−3
0 restraints	Extinction correction: SHELXL97
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0040 (4)

Special details

Experimental. empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994a)

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	0.69599 (6)	0.93424 (8)	0.60845 (3)	0.0310 (2)
O1	0.6291 (4)	0.9303 (5)	0.69822 (18)	0.0408 (10)
O2	0.4213 (4)	0.8458 (6)	0.6638 (2)	0.0524 (12)
O3	0.2422 (4)	0.6662 (5)	0.87236 (19)	0.0380 (10)
O4	0.4300 (4)	0.6237 (4)	0.9408 (2)	0.0388 (10)
O5	0.5504 (4)	0.7828 (5)	0.5661 (3)	0.0388 (11)
H5C	0.495 (7)	0.805 (8)	0.595 (4)	0.07 (3)*
H5D	0.521 (9)	0.799 (11)	0.529 (5)	0.11 (4)*
N1	0.7967 (4)	0.9002 (5)	0.5228 (2)	0.0308 (11)
N2	0.8722 (4)	0.8123 (5)	0.6501 (2)	0.0318 (11)
C1	0.5096 (6)	0.9030 (6)	0.7072 (3)	0.0330 (14)
C2	0.4789 (5)	0.9439 (7)	0.7754 (3)	0.0331 (13)
H2	0.505 (5)	1.055 (7)	0.783 (3)	0.041 (16)*
C3	0.5648 (6)	0.8540 (8)	0.8310 (3)	0.0351 (14)
H3B	0.660 (6)	0.863 (6)	0.827 (3)	0.040 (16)*
H3A	0.544 (5)	0.759 (6)	0.824 (3)	0.026 (15)*
C4	0.3309 (6)	0.9282 (9)	0.7803 (3)	0.0384 (14)
H4B	0.304 (5)	0.824 (7)	0.769 (3)	0.033 (16)*
H4A	0.280 (6)	0.988 (8)	0.748 (3)	0.06 (2)*
C5	0.5367 (6)	0.8987 (7)	0.8997 (3)	0.0325 (14)
H5B	0.586 (4)	0.841 (5)	0.932 (2)	0.011 (12)*
H5A	0.560 (6)	1.005 (7)	0.907 (3)	0.048 (18)*
C6	0.3007 (6)	0.9672 (7)	0.8491 (3)	0.0332 (14)
H6B	0.203 (5)	0.948 (5)	0.847 (2)	0.021 (13)*
H6A	0.327 (6)	1.075 (7)	0.857 (3)	0.045 (17)*
C7	0.3878 (5)	0.8791 (6)	0.9044 (3)	0.0289 (12)
H7	0.375 (5)	0.913 (5)	0.949 (3)	0.024 (13)*
C8	0.3501 (5)	0.7131 (6)	0.9054 (3)	0.0285 (12)
C9	0.9091 (6)	0.7708 (7)	0.7138 (3)	0.0403 (15)
H9	0.848 (7)	0.800 (9)	0.740 (4)	0.08 (3)*
C10	1.0249 (7)	0.6881 (8)	0.7355 (3)	0.0511 (19)
H10	1.041 (5)	0.669 (6)	0.781 (3)	0.030 (15)*
C11	1.1029 (7)	0.6447 (8)	0.6916 (4)	0.0482 (17)
H11	1.180 (7)	0.576 (8)	0.701 (4)	0.08 (2)*
C12	1.0661 (5)	0.6816 (7)	0.6237 (3)	0.0393 (15)
C13	1.1411 (7)	0.6381 (9)	0.5726 (4)	0.059 (2)
H13	1.215 (7)	0.592 (7)	0.587 (3)	0.05 (2)*
C14	1.1021 (7)	0.6809 (9)	0.5090 (4)	0.0545 (19)
H14	1.152 (7)	0.648 (8)	0.475 (4)	0.07 (2)*
C15	0.9844 (6)	0.7719 (7)	0.4888 (3)	0.0401 (15)
C16	0.9419 (7)	0.8231 (9)	0.4235 (3)	0.0508 (18)
H16	0.996 (5)	0.799 (6)	0.391 (3)	0.032 (15)*
C17	0.8298 (6)	0.9089 (8)	0.4094 (3)	0.0477 (18)
H17	0.800 (6)	0.949 (8)	0.367 (3)	0.06 (2)*
C18	0.7588 (6)	0.9448 (8)	0.4600 (3)	0.0403 (15)
H18	0.683 (5)	0.991 (6)	0.451 (3)	0.026 (15)*
C19	0.9093 (5)	0.8137 (6)	0.5374 (3)	0.0312 (13)
C20	0.9499 (5)	0.7676 (6)	0.6056 (3)	0.0318 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.0312 (4)	0.0321 (4)	0.0306 (4)	0.0043 (3)	0.0082 (3)	0.0000 (3)
O1	0.033 (2)	0.059 (3)	0.033 (2)	−0.003 (2)	0.0129 (17)	−0.002 (2)
O2	0.045 (2)	0.081 (3)	0.034 (2)	−0.010 (2)	0.014 (2)	−0.007 (2)
O3	0.038 (2)	0.040 (2)	0.035 (2)	−0.007 (2)	0.0039 (18)	0.0012 (19)
O4	0.044 (2)	0.032 (2)	0.038 (2)	−0.0037 (19)	0.0022 (19)	0.0076 (19)
O5	0.043 (3)	0.036 (3)	0.037 (3)	−0.001 (2)	0.008 (2)	−0.004 (2)
N1	0.026 (2)	0.036 (3)	0.030 (3)	0.001 (2)	0.0048 (19)	0.005 (2)
N2	0.032 (2)	0.031 (3)	0.030 (3)	0.004 (2)	0.000 (2)	−0.004 (2)
C1	0.035 (3)	0.032 (3)	0.031 (3)	0.002 (3)	0.003 (3)	0.004 (3)
C2	0.032 (3)	0.036 (3)	0.032 (3)	−0.001 (3)	0.007 (2)	−0.002 (3)
C3	0.032 (3)	0.040 (4)	0.034 (3)	−0.001 (3)	0.008 (3)	0.000 (3)
C4	0.030 (3)	0.053 (4)	0.032 (3)	0.007 (3)	0.005 (2)	0.008 (3)
C5	0.032 (3)	0.035 (4)	0.027 (3)	−0.006 (3)	−0.004 (2)	0.003 (3)
C6	0.028 (3)	0.032 (4)	0.040 (3)	0.005 (3)	0.008 (3)	0.003 (3)
C7	0.032 (3)	0.027 (3)	0.028 (3)	−0.005 (2)	0.006 (2)	−0.004 (2)
C8	0.032 (3)	0.033 (3)	0.024 (3)	−0.002 (3)	0.014 (2)	0.001 (2)
C9	0.045 (4)	0.040 (4)	0.033 (3)	0.003 (3)	−0.001 (3)	0.001 (3)
C10	0.054 (4)	0.056 (5)	0.036 (4)	−0.002 (4)	−0.010 (3)	0.007 (3)
C11	0.037 (4)	0.052 (4)	0.052 (4)	0.008 (3)	−0.003 (3)	0.011 (3)
C12	0.028 (3)	0.042 (4)	0.048 (4)	0.001 (3)	0.006 (3)	0.006 (3)
C13	0.033 (4)	0.071 (5)	0.076 (6)	0.021 (4)	0.020 (4)	0.019 (4)
C14	0.041 (4)	0.063 (5)	0.066 (5)	0.019 (4)	0.029 (4)	0.010 (4)
C15	0.034 (3)	0.043 (4)	0.046 (4)	0.003 (3)	0.015 (3)	0.000 (3)
C16	0.046 (4)	0.070 (5)	0.043 (4)	−0.003 (4)	0.024 (3)	0.002 (4)
C17	0.042 (4)	0.068 (5)	0.034 (4)	−0.004 (3)	0.011 (3)	0.011 (3)
C18	0.034 (3)	0.044 (4)	0.040 (4)	0.006 (3)	−0.001 (3)	0.001 (3)
C19	0.023 (3)	0.035 (3)	0.037 (3)	−0.002 (3)	0.009 (2)	−0.003 (3)
C20	0.023 (3)	0.036 (3)	0.035 (3)	0.001 (2)	0.002 (2)	0.002 (3)

Geometric parameters (Å, º)

Zn—O1	2.047 (4)	C5—C7	1.533 (8)
Zn—O5	2.068 (4)	C5—H5B	0.91 (5)
Zn—N2	2.129 (4)	C5—H5A	0.98 (6)
Zn—O3^i	2.172 (4)	C6—C7	1.517 (8)
Zn—N1	2.179 (4)	C6—H6B	0.99 (5)
Zn—O4^i	2.239 (4)	C6—H6A	1.00 (6)
O1—C1	1.274 (6)	C7—C8	1.526 (8)
O2—C1	1.246 (6)	C7—H7	0.98 (5)
O3—C8	1.247 (6)	C9—C10	1.387 (9)
O3—Zn^ii	2.172 (4)	C9—H9	0.92 (7)
O4—C8	1.264 (6)	C10—C11	1.343 (9)
O4—Zn^ii	2.239 (4)	C10—H10	0.93 (5)
O5—H5C	0.90 (8)	C11—C12	1.400 (9)
O5—H5D	0.78 (9)	C11—H11	0.99 (7)
N1—C18	1.325 (7)	C12—C20	1.395 (7)
N1—C19	1.362 (7)	C12—C13	1.438 (9)
N2—C9	1.333 (7)	C13—C14	1.336 (10)
N2—C20	1.352 (7)	C13—H13	0.86 (6)
C1—C2	1.513 (8)	C14—C15	1.437 (8)
C2—C4	1.522 (8)	C14—H14	0.97 (7)
C2—C3	1.524 (8)	C15—C16	1.394 (9)
C2—H2	1.03 (6)	C15—C19	1.395 (8)
C3—C5	1.521 (8)	C16—C17	1.353 (10)
C3—H3B	0.99 (6)	C16—H16	0.94 (5)
C3—H3A	0.88 (6)	C17—C18	1.388 (9)
C4—C6	1.517 (8)	C17—H17	0.92 (7)
C4—H4B	0.99 (6)	C18—H18	0.86 (5)
C4—H4A	0.92 (7)	C19—C20	1.432 (7)
O1—Zn—O5	92.12 (19)	H5B—C5—H5A	111 (4)
O1—Zn—N2	91.22 (17)	C4—C6—C7	112.2 (5)
O5—Zn—N2	108.49 (18)	C4—C6—H6B	107 (3)
O1—Zn—O3^i	89.20 (16)	C7—C6—H6B	112 (3)
O5—Zn—O3^i	148.78 (16)	C4—C6—H6A	106 (4)
N2—Zn—O3^i	102.66 (16)	C7—C6—H6A	106 (3)
O1—Zn—N1	167.52 (16)	H6B—C6—H6A	114 (4)
O5—Zn—N1	88.60 (19)	C6—C7—C8	113.3 (5)
N2—Zn—N1	76.76 (17)	C6—C7—C5	110.1 (5)
O3^i—Zn—N1	96.62 (16)	C8—C7—C5	111.1 (5)
O1—Zn—O4^i	99.16 (16)	C6—C7—H7	112 (3)
O5—Zn—O4^i	89.87 (16)	C8—C7—H7	103 (3)
N2—Zn—O4^i	158.61 (17)	C5—C7—H7	108 (3)
O3^i—Zn—O4^i	59.18 (14)	O3—C8—O4	120.4 (5)
N1—Zn—O4^i	93.29 (15)	O3—C8—C7	120.9 (5)
C1—O1—Zn	126.6 (4)	O4—C8—C7	118.7 (5)
C8—O3—Zn^ii	91.4 (3)	N2—C9—C10	122.2 (6)
C8—O4—Zn^ii	87.9 (3)	N2—C9—H9	112 (5)
Zn—O5—H5C	94 (5)	C10—C9—H9	126 (5)
Zn—O5—H5D	114 (7)	C11—C10—C9	120.1 (6)
H5C—O5—H5D	114 (8)	C11—C10—H10	126 (3)
C18—N1—C19	118.0 (5)	C9—C10—H10	114 (3)
C18—N1—Zn	128.8 (4)	C10—C11—C12	119.8 (6)
C19—N1—Zn	113.1 (3)	C10—C11—H11	126 (4)
C9—N2—C20	117.8 (5)	C12—C11—H11	114 (4)
C9—N2—Zn	126.8 (4)	C20—C12—C11	117.0 (6)
C20—N2—Zn	115.3 (3)	C20—C12—C13	118.9 (6)
O2—C1—O1	123.9 (5)	C11—C12—C13	124.1 (6)
O2—C1—C2	120.5 (5)	C14—C13—C12	120.9 (7)
O1—C1—C2	115.7 (5)	C14—C13—H13	124 (5)
C1—C2—C4	113.4 (5)	C12—C13—H13	115 (4)
C1—C2—C3	111.7 (5)	C13—C14—C15	121.8 (7)
C4—C2—C3	110.0 (5)	C13—C14—H14	120 (4)
C1—C2—H2	106 (3)	C15—C14—H14	118 (4)
C4—C2—H2	108 (3)	C16—C15—C19	117.8 (6)
C3—C2—H2	107 (3)	C16—C15—C14	123.9 (6)
C5—C3—C2	111.5 (5)	C19—C15—C14	118.2 (6)
C5—C3—H3B	114 (3)	C17—C16—C15	119.6 (6)
C2—C3—H3B	109 (3)	C17—C16—H16	123 (3)
C5—C3—H3A	108 (4)	C15—C16—H16	117 (3)
C2—C3—H3A	108 (3)	C16—C17—C18	119.5 (6)
H3B—C3—H3A	106 (5)	C16—C17—H17	123 (4)
C6—C4—C2	113.3 (5)	C18—C17—H17	118 (4)
C6—C4—H4B	110 (3)	N1—C18—C17	122.8 (6)
C2—C4—H4B	108 (3)	N1—C18—H18	116 (4)
C6—C4—H4A	110 (4)	C17—C18—H18	121 (4)
C2—C4—H4A	109 (4)	N1—C19—C15	122.2 (5)
H4B—C4—H4A	106 (5)	N1—C19—C20	117.4 (5)
C3—C5—C7	111.6 (5)	C15—C19—C20	120.4 (5)
C3—C5—H5B	110 (3)	N2—C20—C12	123.0 (5)
C7—C5—H5B	108 (3)	N2—C20—C19	117.1 (5)
C3—C5—H5A	108 (4)	C12—C20—C19	119.8 (5)
C7—C5—H5A	108 (3)

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1, y−1/2, −z+3/2.