Aqua­chloro(1,4,8,11-tetra­aza­un­decane)­nickel(II) chloride

The title compound, [NiCl(C₇H₂₀N₄)(H₂O)]Cl, has the Ni atom in a distorted octahedral coordination with the four amino N atoms occupying a square plane while the chloro and aqua ligands occupy the axial positions. The Ni-N bond distances range from 2.079 (1) to 2.088 (2) Å.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.034
• wR factor = 0.090
• Data-to-parameter ratio = 21.6

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.96

Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Ni1    -   O1       =       6.22 su
PLAT420_ALERT_2_C D-H Without Acceptor       N3     -   H3C    ...          ?
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              Cl

   1 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 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
   2 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART and SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

(I)

Crystal data

[NiCl(C7H20N4)(H2O)]Cl	F(000) = 648
Mr = 307.90	Dx = 1.537 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.3029 (6) Å	Cell parameters from 112 reflections
b = 10.2497 (7) Å	θ = 2.0–28.0°
c = 15.6829 (11) Å	µ = 1.84 mm^−1
β = 94.470 (2)°	T = 173 K
V = 1330.59 (16) Å^3	Plates, purple
Z = 4	0.26 × 0.24 × 0.23 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer	2944 independent reflections
Radiation source: normal-focus sealed tube	2798 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.089
ω scans	θmax = 27.5°, θmin = 2.4°
Absorption correction: integration based on measured indexed crystal faces (SHELXTL; Bruker 2000)	h = −5→10
Tmin = 0.536, Tmax = 0.753	k = −12→13
7715 measured reflections	l = −20→19

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.090	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0519P)^2 + 0.4679P] where P = (Fo^2 + 2Fc^2)/3
2944 reflections	(Δ/σ)max < 0.001
136 parameters	Δρmax = 0.53 e Å^−3
0 restraints	Δρmin = −0.94 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
Ni1	0.78449 (2)	0.200477 (19)	0.951551 (11)	0.01390 (10)
Cl1	0.76001 (5)	−0.04034 (4)	0.94595 (2)	0.01992 (12)
O1	0.80502 (17)	0.41211 (12)	0.96292 (8)	0.0227 (3)
H1	0.8419	0.4271	1.0219	0.034*
H2	0.8695	0.4534	0.9214	0.034*
N1	0.86804 (19)	0.18345 (15)	1.07950 (9)	0.0192 (3)
H1C	0.9422	0.1169	1.0866	0.023*
H1D	0.9166	0.2598	1.0987	0.023*
C1	0.7251 (2)	0.1552 (2)	1.12727 (10)	0.0246 (4)
H1A	0.7499	0.1735	1.1889	0.030*
H1B	0.6950	0.0620	1.1208	0.030*
N2	0.55830 (19)	0.21593 (14)	0.99917 (9)	0.0170 (3)
H2C	0.5102	0.1342	0.9932	0.020*
C2	0.5869 (2)	0.24066 (19)	1.09178 (10)	0.0229 (3)
H2A	0.4881	0.2205	1.1208	0.028*
H2B	0.6141	0.3337	1.1019	0.028*
N3	0.68530 (19)	0.20861 (12)	0.82554 (9)	0.0168 (3)
H3C	0.6387	0.1275	0.8135	0.020*
C3	0.4440 (2)	0.31027 (17)	0.95647 (11)	0.0219 (4)
H3A	0.4882	0.3995	0.9643	0.026*
H3B	0.3404	0.3067	0.9837	0.026*
N4	1.00343 (19)	0.19338 (13)	0.89465 (9)	0.0181 (3)
H4C	1.0504	0.2747	0.8950	0.022*
H4D	1.0736	0.1365	0.9237	0.022*
C4	0.4128 (2)	0.28200 (18)	0.86086 (11)	0.0235 (4)
H4A	0.3793	0.1897	0.8536	0.028*
H4B	0.3215	0.3369	0.8377	0.028*
C5	0.5566 (2)	0.30616 (16)	0.80790 (11)	0.0227 (4)
H5A	0.5197	0.3035	0.7464	0.027*
H5B	0.6008	0.3943	0.8209	0.027*
C6	0.8181 (2)	0.22318 (19)	0.76849 (10)	0.0218 (3)
H6A	0.8455	0.3166	0.7629	0.026*
H6B	0.7835	0.1890	0.7109	0.026*
C7	0.9654 (2)	0.14816 (18)	0.80580 (10)	0.0221 (3)
H7A	0.9425	0.0534	0.8052	0.027*
H7B	1.0584	0.1643	0.7714	0.027*
Cl2	0.94440 (6)	0.48000 (4)	1.15627 (3)	0.02640 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.01377 (15)	0.01472 (15)	0.01306 (14)	−0.00074 (7)	0.00004 (9)	0.00037 (6)
Cl1	0.0196 (2)	0.0153 (2)	0.0246 (2)	−0.00119 (14)	−0.00034 (15)	0.00160 (13)
O1	0.0252 (6)	0.0189 (6)	0.0239 (6)	−0.0039 (5)	0.0003 (5)	−0.0001 (4)
N1	0.0203 (7)	0.0206 (6)	0.0162 (6)	−0.0008 (6)	−0.0019 (5)	0.0001 (5)
C1	0.0250 (9)	0.0335 (9)	0.0151 (7)	−0.0047 (8)	0.0000 (6)	0.0021 (7)
N2	0.0159 (7)	0.0185 (6)	0.0166 (6)	−0.0011 (5)	0.0008 (5)	−0.0016 (5)
C2	0.0202 (8)	0.0323 (9)	0.0166 (7)	−0.0031 (7)	0.0034 (6)	−0.0063 (7)
N3	0.0174 (7)	0.0183 (7)	0.0145 (6)	−0.0013 (5)	−0.0010 (5)	0.0010 (5)
C3	0.0188 (8)	0.0222 (8)	0.0246 (8)	0.0037 (6)	0.0005 (7)	−0.0025 (6)
N4	0.0155 (7)	0.0191 (7)	0.0196 (7)	−0.0014 (5)	0.0002 (5)	0.0004 (5)
C4	0.0169 (8)	0.0282 (8)	0.0246 (8)	0.0025 (7)	−0.0032 (6)	0.0003 (7)
C5	0.0220 (9)	0.0252 (9)	0.0201 (8)	0.0018 (7)	−0.0040 (7)	0.0048 (6)
C6	0.0215 (9)	0.0292 (8)	0.0147 (7)	−0.0032 (7)	0.0023 (6)	0.0018 (6)
C7	0.0221 (8)	0.0252 (8)	0.0196 (7)	−0.0002 (7)	0.0057 (6)	−0.0017 (6)
Cl2	0.0329 (3)	0.0203 (2)	0.0261 (2)	−0.00685 (16)	0.00343 (18)	−0.00204 (15)

Geometric parameters (Å, º)

Ni1—N1	2.0788 (14)	N3—C5	1.474 (2)
Ni1—N2	2.0805 (16)	N3—C6	1.480 (2)
Ni1—N3	2.0825 (13)	N3—H3C	0.9300
Ni1—N4	2.0878 (16)	C3—C4	1.529 (2)
Ni1—O1	2.1821 (13)	C3—H3A	0.9900
Ni1—Cl1	2.4777 (5)	C3—H3B	0.9900
O1—H1	0.9632	N4—C7	1.479 (2)
O1—H2	0.9721	N4—H4C	0.9200
N1—C1	1.481 (2)	N4—H4D	0.9200
N1—H1C	0.9200	C4—C5	1.527 (3)
N1—H1D	0.9200	C4—H4A	0.9900
C1—C2	1.515 (3)	C4—H4B	0.9900
C1—H1A	0.9900	C5—H5A	0.9900
C1—H1B	0.9900	C5—H5B	0.9900
N2—C2	1.475 (2)	C6—C7	1.523 (2)
N2—C3	1.478 (2)	C6—H6A	0.9900
N2—H2C	0.9300	C6—H6B	0.9900
C2—H2A	0.9900	C7—H7A	0.9900
C2—H2B	0.9900	C7—H7B	0.9900
N1—Ni1—N2	84.41 (6)	C5—N3—C6	112.40 (13)
N1—Ni1—N3	175.50 (6)	C5—N3—Ni1	115.63 (10)
N2—Ni1—N3	92.08 (6)	C6—N3—Ni1	108.63 (11)
N1—Ni1—N4	99.99 (6)	C5—N3—H3C	106.5
N2—Ni1—N4	175.18 (5)	C6—N3—H3C	106.5
N3—Ni1—N4	83.62 (6)	Ni1—N3—H3C	106.5
N1—Ni1—O1	89.23 (5)	N2—C3—C4	111.95 (14)
N2—Ni1—O1	87.82 (5)	N2—C3—H3A	109.2
N3—Ni1—O1	93.46 (5)	C4—C3—H3A	109.2
N4—Ni1—O1	90.26 (5)	N2—C3—H3B	109.2
N1—Ni1—Cl1	88.33 (4)	C4—C3—H3B	109.2
N2—Ni1—Cl1	90.84 (4)	H3A—C3—H3B	107.9
N3—Ni1—Cl1	88.91 (4)	C7—N4—Ni1	106.55 (11)
N4—Ni1—Cl1	91.25 (4)	C7—N4—H4C	110.4
O1—Ni1—Cl1	177.32 (3)	Ni1—N4—H4C	110.4
Ni1—O1—H1	104.7	C7—N4—H4D	110.4
Ni1—O1—H2	114.9	Ni1—N4—H4D	110.4
H1—O1—H2	115.1	H4C—N4—H4D	108.6
C1—N1—Ni1	106.52 (10)	C5—C4—C3	115.00 (15)
C1—N1—H1C	110.4	C5—C4—H4A	108.5
Ni1—N1—H1C	110.4	C3—C4—H4A	108.5
C1—N1—H1D	110.4	C5—C4—H4B	108.5
Ni1—N1—H1D	110.4	C3—C4—H4B	108.5
H1C—N1—H1D	108.6	H4A—C4—H4B	107.5
N1—C1—C2	108.36 (14)	N3—C5—C4	111.97 (14)
N1—C1—H1A	110.0	N3—C5—H5A	109.2
C2—C1—H1A	110.0	C4—C5—H5A	109.2
N1—C1—H1B	110.0	N3—C5—H5B	109.2
C2—C1—H1B	110.0	C4—C5—H5B	109.2
H1A—C1—H1B	108.4	H5A—C5—H5B	107.9
C2—N2—C3	112.45 (14)	N3—C6—C7	109.31 (13)
C2—N2—Ni1	106.62 (11)	N3—C6—H6A	109.8
C3—N2—Ni1	116.94 (11)	C7—C6—H6A	109.8
C2—N2—H2C	106.8	N3—C6—H6B	109.8
C3—N2—H2C	106.8	C7—C6—H6B	109.8
Ni1—N2—H2C	106.8	H6A—C6—H6B	108.3
N2—C2—C1	108.75 (14)	N4—C7—C6	108.04 (14)
N2—C2—H2A	109.9	N4—C7—H7A	110.1
C1—C2—H2A	109.9	C6—C7—H7A	110.1
N2—C2—H2B	109.9	N4—C7—H7B	110.1
C1—C2—H2B	109.9	C6—C7—H7B	110.1
H2A—C2—H2B	108.3	H7A—C7—H7B	108.4

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···Cl2	0.96	2.28	3.2359 (13)	174
N1—H1D···Cl2	0.92	2.44	3.3123 (16)	159
O1—H2···Cl2^i	0.97	2.15	3.1066 (14)	167
N4—H4C···Cl2^i	0.92	2.64	3.4766 (14)	151
N1—H1C···Cl1^ii	0.92	2.68	3.4699 (17)	144
N4—H4D···Cl1^ii	0.92	2.57	3.4356 (15)	157
N4—H4C···Cl2^i	0.92	2.64	3.4766 (14)	151

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