Literature DB >> 22259351

Bis(morpholin-4-ium) tetra-chlorido-cobalt(II).

Wen-Zhen Wang, Rayyat Huseyn Ismayilov, Gene-Hsiang Lee, Yuh-Sheng Wen, Shie-Ming Peng.

Abstract

The title compound, (C(4)H(10)NO)(2)[CoCl(4)], is an ionic compound consisting of two protonated tetra-hydro-1,4-oxazine (morpholine) cations and a [CoCl(4)](2-) dianion. The Co(II) ion is in a tetra-hedral coordination geometry. The cations exhibit chair-shaped conformations. A three-dimensional supra-molecular architecture is formed through N-H⋯Cl and C-H⋯Cl hydrogen bonds between the dianions and the cations.

Entities: Chemical Disease Gene Species

Year: 2011 PMID： 22259351 PMCID： PMC3254319 DOI： 10.1107/S1600536811053128

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For background to this class of compound, see: Ismayilov et al. (2007 ▶); Kiehl et al. (2004 ▶); Leung et al. (2002 ▶); Wang et al. (2007 ▶, 2008 ▶). For the synthesis, see: Wang et al. (2007 ▶, 2008 ▶). For related structures, see: Fastje & Möller (2009 ▶); Szklarz et al. (2009 ▶); Wu et al. (1997 ▶).

Experimental

Crystal data

(C4H10NO)2[CoCl4] M = 376.99 Monoclinic, a = 9.7545 (5) Å b = 15.0283 (8) Å c = 10.4785 (5) Å β = 94.064 (3)° V = 1532.22 (13) Å3 Z = 4 Mo Kα radiation μ = 1.81 mm−1 T = 100 K 0.20 × 0.16 × 0.06 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.714, T max = 0.899 10714 measured reflections 2661 independent reflections 2001 reflections with I > 2σ(I) R int = 0.047

Refinement

R[F 2 > 2σ(F 2)] = 0.030 wR(F 2) = 0.059 S = 0.89 2661 reflections 154 parameters H-atom parameters constrained Δρmax = 0.32 e Å−3 Δρmin = −0.32 e Å−3 Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811053128/pk2366sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811053128/pk2366Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C₄H₁₀NO)₂[CoCl₄]	F(000) = 772
M_r = 376.99	D_x = 1.634 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2047 reflections
a = 9.7545 (5) Å	θ = 2.4–24.0°
b = 15.0283 (8) Å	µ = 1.81 mm⁻¹
c = 10.4785 (5) Å	T = 100 K
β = 94.064 (3)°	Prism, blue
V = 1532.22 (13) Å³	0.20 × 0.16 × 0.06 mm
Z = 4

Bruker SMART APEX CCD area-detector diffractometer	2661 independent reflections
Radiation source: fine-focus sealed tube	2001 reflections with I > 2σ(I)
graphite	R_int = 0.047
φ and ω scans	θ_max = 25.0°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→10
T_min = 0.714, T_max = 0.899	k = −17→17
10714 measured reflections	l = −12→12

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.059	H-atom parameters constrained
S = 0.89	w = 1/[σ²(F_o²) + (0.012P)² + 2.9504P] where P = (F_o² + 2F_c²)/3
2661 reflections	(Δ/σ)_max = 0.001
154 parameters	Δρ_max = 0.32 e Å⁻³
0 restraints	Δρ_min = −0.32 e Å⁻³

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	U_iso*/U_eq
Co	0.68020 (4)	0.58131 (3)	0.71185 (4)	0.01425 (11)
Cl1	0.49824 (8)	0.64671 (5)	0.79526 (7)	0.01891 (18)
Cl2	0.70544 (8)	0.43579 (5)	0.76441 (7)	0.02066 (19)
Cl3	0.87551 (8)	0.65335 (5)	0.78680 (7)	0.01802 (18)
Cl4	0.65461 (8)	0.60624 (5)	0.49825 (7)	0.01990 (19)
O1	0.0543 (2)	0.71540 (14)	0.4880 (2)	0.0254 (6)
N1	0.3114 (2)	0.62863 (16)	0.5349 (2)	0.0180 (6)
H1A	0.3245	0.5998	0.4592	0.022*
H1B	0.3855	0.6164	0.5914	0.022*
C1	0.1733 (3)	0.7481 (2)	0.4313 (3)	0.0251 (8)
H1C	0.1655	0.8134	0.4207	0.030*
H1D	0.1780	0.7213	0.3454	0.030*
C2	0.3035 (3)	0.7266 (2)	0.5115 (3)	0.0196 (7)
H2C	0.3842	0.7463	0.4667	0.024*
H2D	0.3043	0.7586	0.5942	0.024*
C3	0.1836 (3)	0.5950 (2)	0.5878 (3)	0.0177 (7)
H3A	0.1749	0.6202	0.6742	0.021*
H3B	0.1876	0.5293	0.5954	0.021*
C4	0.0621 (3)	0.6215 (2)	0.5008 (3)	0.0224 (8)
H4A	0.0697	0.5943	0.4155	0.027*
H4B	−0.0230	0.5990	0.5356	0.027*
O2	0.7598 (2)	0.98715 (13)	0.6677 (2)	0.0219 (5)
N2	0.8070 (3)	0.81133 (16)	0.5829 (2)	0.0182 (6)
H2A	0.8219	0.7525	0.6039	0.022*
H2B	0.8078	0.8167	0.4955	0.022*
C5	0.8865 (3)	0.9630 (2)	0.6206 (3)	0.0259 (8)
H5A	0.9605	1.0003	0.6622	0.031*
H5B	0.8830	0.9745	0.5274	0.031*
C6	0.9189 (3)	0.8666 (2)	0.6456 (3)	0.0257 (8)
H6A	1.0076	0.8511	0.6108	0.031*
H6B	0.9267	0.8550	0.7388	0.031*
C7	0.6702 (3)	0.8394 (2)	0.6240 (3)	0.0196 (7)
H7A	0.6639	0.8255	0.7157	0.024*
H7B	0.5964	0.8066	0.5742	0.024*
C8	0.6522 (3)	0.9378 (2)	0.6026 (3)	0.0232 (8)
H8A	0.6505	0.9505	0.5099	0.028*
H8B	0.5630	0.9567	0.6332	0.028*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co	0.0151 (2)	0.0141 (2)	0.0135 (2)	0.00047 (19)	0.00119 (17)	−0.00033 (17)
Cl1	0.0197 (4)	0.0212 (4)	0.0161 (4)	0.0040 (3)	0.0027 (3)	−0.0015 (3)
Cl2	0.0282 (5)	0.0152 (4)	0.0190 (4)	0.0025 (3)	0.0045 (3)	0.0005 (3)
Cl3	0.0165 (4)	0.0196 (4)	0.0175 (4)	−0.0021 (3)	−0.0015 (3)	0.0018 (3)
Cl4	0.0242 (5)	0.0225 (4)	0.0130 (4)	0.0032 (3)	0.0010 (3)	0.0004 (3)
O1	0.0180 (13)	0.0232 (13)	0.0358 (14)	0.0090 (10)	0.0089 (11)	0.0097 (10)
N1	0.0140 (15)	0.0217 (15)	0.0179 (14)	0.0042 (12)	−0.0025 (12)	−0.0014 (11)
C1	0.029 (2)	0.0201 (18)	0.0277 (19)	0.0023 (16)	0.0087 (17)	0.0110 (15)
C2	0.020 (2)	0.0171 (18)	0.0218 (17)	−0.0042 (14)	0.0053 (15)	−0.0008 (14)
C3	0.0257 (19)	0.0131 (17)	0.0146 (15)	−0.0001 (14)	0.0036 (14)	0.0018 (13)
C4	0.0151 (18)	0.0252 (19)	0.0277 (18)	0.0011 (15)	0.0066 (15)	0.0039 (15)
O2	0.0200 (13)	0.0208 (12)	0.0252 (12)	−0.0009 (10)	0.0033 (10)	−0.0135 (10)
N2	0.0224 (16)	0.0127 (14)	0.0194 (14)	0.0002 (12)	0.0002 (12)	0.0008 (11)
C5	0.024 (2)	0.0232 (19)	0.031 (2)	−0.0098 (15)	0.0019 (16)	−0.0087 (15)
C6	0.0123 (18)	0.028 (2)	0.036 (2)	−0.0012 (15)	−0.0037 (16)	−0.0058 (15)
C7	0.0169 (18)	0.0225 (18)	0.0197 (17)	−0.0057 (14)	0.0031 (14)	−0.0019 (14)
C8	0.0177 (18)	0.0231 (19)	0.0287 (19)	−0.0009 (15)	0.0021 (15)	−0.0066 (15)

Co—Cl1	2.2583 (8)	C4—H4A	0.9900
Co—Cl2	2.2644 (8)	C4—H4B	0.9900
Co—Cl4	2.2656 (8)	O2—C8	1.420 (4)
Co—Cl3	2.2818 (8)	O2—C5	1.410 (4)
O1—C1	1.428 (4)	N2—C6	1.486 (4)
O1—C4	1.419 (4)	N2—C7	1.492 (4)
N1—C3	1.488 (4)	N2—H2A	0.9200
N1—C2	1.494 (4)	N2—H2B	0.9200
N1—H1A	0.9200	C5—C6	1.503 (4)
N1—H1B	0.9200	C5—H5A	0.9900
C1—C2	1.507 (4)	C5—H5B	0.9900
C1—H1C	0.9900	C6—H6A	0.9900
C1—H1D	0.9900	C6—H6B	0.9900
C2—H2C	0.9900	C7—C8	1.503 (4)
C2—H2D	0.9900	C7—H7A	0.9900
C3—C4	1.498 (4)	C7—H7B	0.9900
C3—H3A	0.9900	C8—H8A	0.9900
C3—H3B	0.9900	C8—H8B	0.9900

Cl1—Co—Cl2	113.65 (3)	O1—C4—H4B	109.4
Cl1—Co—Cl4	106.01 (3)	C3—C4—H4B	109.4
Cl2—Co—Cl4	113.73 (3)	H4A—C4—H4B	108.0
Cl1—Co—Cl3	108.68 (3)	C8—O2—C5	109.5 (2)
Cl2—Co—Cl3	107.50 (3)	C6—N2—C7	111.0 (2)
Cl4—Co—Cl3	107.00 (3)	C6—N2—H2A	109.4
C1—O1—C4	109.9 (2)	C7—N2—H2A	109.4
C3—N1—C2	111.2 (2)	C6—N2—H2B	109.4
C3—N1—H1A	109.4	C7—N2—H2B	109.4
C2—N1—H1A	109.4	H2A—N2—H2B	108.0
C3—N1—H1B	109.4	O2—C5—C6	111.5 (3)
C2—N1—H1B	109.4	O2—C5—H5A	109.3
H1A—N1—H1B	108.0	C6—C5—H5A	109.3
O1—C1—C2	111.9 (2)	O2—C5—H5B	109.3
O1—C1—H1C	109.2	C6—C5—H5B	109.3
C2—C1—H1C	109.2	H5A—C5—H5B	108.0
O1—C1—H1D	109.2	N2—C6—C5	108.8 (3)
C2—C1—H1D	109.2	N2—C6—H6A	109.9
H1C—C1—H1D	107.9	C5—C6—H6A	109.9
N1—C2—C1	109.5 (2)	N2—C6—H6B	109.9
N1—C2—H2C	109.8	C5—C6—H6B	109.9
C1—C2—H2C	109.8	H6A—C6—H6B	108.3
N1—C2—H2D	109.8	N2—C7—C8	109.4 (2)
C1—C2—H2D	109.8	N2—C7—H7A	109.8
H2C—C2—H2D	108.2	C8—C7—H7A	109.8
N1—C3—C4	109.3 (2)	N2—C7—H7B	109.8
N1—C3—H3A	109.8	C8—C7—H7B	109.8
C4—C3—H3A	109.8	H7A—C7—H7B	108.2
N1—C3—H3B	109.8	O2—C8—C7	111.6 (3)
C4—C3—H3B	109.8	O2—C8—H8A	109.3
H3A—C3—H3B	108.3	C7—C8—H8A	109.3
O1—C4—C3	111.0 (3)	O2—C8—H8B	109.3
O1—C4—H4A	109.4	C7—C8—H8B	109.3
C3—C4—H4A	109.4	H8A—C8—H8B	108.0

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl2ⁱ	0.92	2.40	3.275 (3)	159.
N1—H1B···Cl1	0.92	2.38	3.184 (2)	146.
N2—H2A···Cl3	0.92	2.45	3.232 (3)	142.
N2—H2B···Cl3ⁱⁱ	0.92	2.37	3.264 (3)	163.
C2—H2C···Cl1ⁱⁱ	0.99	2.71	3.603 (3)	151.
C3—H3B···Cl4ⁱ	0.99	2.77	3.556 (3)	136.
C5—H5A···Cl3ⁱⁱⁱ	0.99	2.83	3.767 (3)	158.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl2ⁱ	0.92	2.40	3.275 (3)	159
N1—H1B⋯Cl1	0.92	2.38	3.184 (2)	146
N2—H2A⋯Cl3	0.92	2.45	3.232 (3)	142
N2—H2B⋯Cl3ⁱⁱ	0.92	2.37	3.264 (3)	163
C2—H2C⋯Cl1ⁱⁱ	0.99	2.71	3.603 (3)	151
C3—H3B⋯Cl4ⁱ	0.99	2.77	3.556 (3)	136
C5—H5A⋯Cl3ⁱⁱⁱ	0.99	2.83	3.767 (3)	158

Symmetry codes: (i) ; (ii) ; (iii) .

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