[4-(2-Aminoethyl)morpholine-κ²N,N′]di­bromidocadmium(II): synthesis, crystal structure and Hirshfeld surface analysis

The title coordination compound was synthesized upon complexation of 4-(2-aminoethyl)morpholine and cadmium(II) bromide tetra­hydrate at 303 K. It crystallizes as a centrosymmetric dimer, with one cadmium atom, two bromine atoms and one N,N′-bidentate 4-(2-aminoethyl)morpholine ligand in the asymmetric unit.

Key indicators

Structure: I

• Single-crystal X-ray study
• T = 299 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.024
• wR factor = 0.059
• Data-to-parameter ratio = 17.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT048_ALERT_1_C MoietyFormula Not Given (or Incomplete) ........     Please Check
PLAT420_ALERT_2_C D-H Bond Without Acceptor  N2       --H2C      .     Please Check

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          3 Note
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT154_ALERT_1_G The s.u.'s on the Cell Angles are Equal ..(Note)      0.001 Degree
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          1 Report
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cd1      --N2       .        6.1 s.u.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H3B      ..BR1      .       2.96 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H2C      ..BR2      .       2.95 Ang.
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C1       ..O1       .        138 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C3       ..BR1      .        137 Degree
PLAT484_ALERT_4_G Round D-H..A Angle Rep for C4       ..BR1      .        137 Degree
PLAT794_ALERT_5_G Tentative Bond Valency for Cd1       (II)      .       1.82 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          2 Note
PLAT883_ALERT_1_G No Info/Value for _atom_sites_solution_primary .     Please Do !
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          4 Note
                1  0  0,   0  1  0,   0  0  1,   0  1  1,
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          3 Note
                1  0  0,   0  1  0,   0  1  1,
PLAT969_ALERT_5_G The 'Henn et al.' R-Factor-gap value ...........       1.98 Note
              Predicted wR2: Based on SigI   2  2.99 or SHELX Weight  5.67       
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          0 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  17 ALERT level G = General information/check it is not something unexpected

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   6 ALERT type 4 Improvement, methodology, query or suggestion
   3 ALERT type 5 Informative message, check

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Computing details

[4-(2-Aminoethyl)morpholine-κ²N,N']dibromidocadmium(II)

Crystal data

[CdBr2(C6H14N2O)]	Z = 2
Mr = 402.41	F(000) = 380
Triclinic, P1	Dx = 2.568 Mg m^−3
a = 7.1291 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.1662 (2) Å	Cell parameters from 9891 reflections
c = 11.0151 (3) Å	θ = 3.0–25.7°
α = 77.704 (1)°	µ = 9.73 mm^−1
β = 80.079 (1)°	T = 299 K
γ = 72.371 (1)°	Block, brown
V = 520.49 (3) Å^3	0.34 × 0.25 × 0.11 mm

Data collection

Bruker D8 Venture Diffractometer	1902 reflections with I > 2σ(I)
Radiation source: fine focus sealed tube	Rint = 0.047
φ and ω scans	θmax = 25.7°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	h = −8→8
Tmin = 0.140, Tmax = 0.259	k = −8→8
13169 measured reflections	l = −13→13
1969 independent reflections

Refinement

Refinement on F^2	Hydrogen site location: mixed
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.024	w = 1/[σ^2(Fo^2) + (0.0374P)^2 + 0.2615P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.059	(Δ/σ)max = 0.001
S = 1.08	Δρmax = 0.86 e Å^−3
1969 reflections	Δρmin = −0.69 e Å^−3
116 parameters	Extinction correction: SHELXL2019/2 (Sheldrick, 2015b), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
2 restraints	Extinction coefficient: 0.0211 (13)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Cd1	0.45454 (3)	0.03786 (3)	0.31347 (2)	0.02454 (11)
C1	0.2885 (5)	0.5709 (4)	0.4110 (3)	0.0293 (6)
H1A	0.194661	0.659545	0.462766	0.035*
H1B	0.346397	0.448474	0.465409	0.035*
C2	0.1801 (4)	0.5262 (4)	0.3191 (3)	0.0260 (6)
H2A	0.083408	0.458664	0.364667	0.031*
H2B	0.109445	0.649989	0.271196	0.031*
C3	0.4770 (5)	0.4955 (4)	0.1747 (3)	0.0289 (6)
H3A	0.420658	0.621541	0.123058	0.035*
H3B	0.573036	0.411330	0.121325	0.035*
C4	0.5793 (4)	0.5301 (4)	0.2727 (3)	0.0308 (6)
H4A	0.636222	0.404231	0.324354	0.037*
H4B	0.686152	0.587572	0.232689	0.037*
C5	0.2097 (5)	0.3872 (4)	0.1317 (3)	0.0315 (6)
H5A	0.304928	0.335536	0.064300	0.038*
H5B	0.132830	0.519547	0.098435	0.038*
C6	0.0730 (5)	0.2558 (5)	0.1773 (3)	0.0336 (7)
H6A	−0.019161	0.302997	0.247194	0.040*
H6B	−0.002850	0.261386	0.110827	0.040*
N1	0.3180 (3)	0.4002 (3)	0.2323 (2)	0.0230 (5)
N2	0.1879 (4)	0.0509 (4)	0.2164 (3)	0.0301 (5)
H2C	0.110 (5)	−0.016 (5)	0.266 (3)	0.036*
H2D	0.245 (5)	−0.001 (5)	0.150 (2)	0.036*
Br1	0.72268 (5)	−0.01885 (5)	0.11392 (3)	0.03420 (12)
Br2	0.76499 (4)	−0.04293 (4)	0.45383 (3)	0.02768 (11)
O1	0.4421 (3)	0.6610 (3)	0.3494 (2)	0.0302 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02513 (15)	0.02516 (15)	0.02109 (14)	−0.00408 (9)	−0.00275 (9)	−0.00328 (9)
C1	0.0317 (15)	0.0277 (14)	0.0294 (15)	−0.0084 (12)	−0.0008 (12)	−0.0089 (12)
C2	0.0225 (14)	0.0252 (14)	0.0291 (15)	−0.0048 (11)	−0.0007 (11)	−0.0066 (11)
C3	0.0334 (15)	0.0216 (14)	0.0291 (15)	−0.0100 (12)	0.0058 (12)	−0.0033 (11)
C4	0.0225 (14)	0.0224 (14)	0.0459 (19)	−0.0050 (11)	0.0005 (12)	−0.0074 (12)
C5	0.0458 (18)	0.0260 (14)	0.0236 (15)	−0.0084 (13)	−0.0157 (13)	0.0007 (11)
C6	0.0313 (16)	0.0300 (15)	0.0412 (18)	−0.0040 (13)	−0.0134 (13)	−0.0087 (13)
N1	0.0271 (12)	0.0213 (11)	0.0210 (12)	−0.0079 (9)	−0.0013 (9)	−0.0039 (9)
N2	0.0330 (14)	0.0256 (13)	0.0320 (14)	−0.0100 (10)	−0.0012 (11)	−0.0051 (10)
Br1	0.03434 (19)	0.0396 (2)	0.02838 (19)	−0.01053 (14)	0.00469 (13)	−0.01140 (13)
Br2	0.02187 (17)	0.03721 (19)	0.02266 (17)	−0.00738 (12)	−0.00125 (11)	−0.00454 (12)
O1	0.0294 (11)	0.0236 (10)	0.0397 (12)	−0.0069 (8)	−0.0044 (9)	−0.0098 (8)

Geometric parameters (Å, º)

Cd1—N2	2.306 (3)	C3—H3A	0.9700
Cd1—N1	2.504 (2)	C3—H3B	0.9700
Cd1—Br1	2.6670 (3)	C4—O1	1.431 (3)
Cd1—Br2^i	2.7647 (3)	C4—H4A	0.9700
Cd1—Br2	2.7651 (3)	C4—H4B	0.9700
C1—O1	1.436 (4)	C5—N1	1.488 (4)
C1—C2	1.511 (4)	C5—C6	1.508 (4)
C1—H1A	0.9700	C5—H5A	0.9700
C1—H1B	0.9700	C5—H5B	0.9700
C2—N1	1.484 (3)	C6—N2	1.462 (4)
C2—H2A	0.9700	C6—H6A	0.9700
C2—H2B	0.9700	C6—H6B	0.9700
C3—N1	1.481 (3)	N2—H2C	0.886 (18)
C3—C4	1.501 (4)	N2—H2D	0.868 (18)
N2—Cd1—N1	76.06 (8)	C3—C4—H4A	109.6
N2—Cd1—Br1	95.75 (7)	O1—C4—H4B	109.6
N1—Cd1—Br1	93.36 (5)	C3—C4—H4B	109.6
N2—Cd1—Br2^i	93.03 (7)	H4A—C4—H4B	108.1
N1—Cd1—Br2^i	95.76 (5)	N1—C5—C6	112.6 (2)
Br1—Cd1—Br2^i	168.635 (14)	N1—C5—H5A	109.1
N2—Cd1—Br2	169.58 (6)	C6—C5—H5A	109.1
N1—Cd1—Br2	113.54 (5)	N1—C5—H5B	109.1
Br1—Cd1—Br2	87.915 (11)	C6—C5—H5B	109.1
Br2^i—Cd1—Br2	82.231 (10)	H5A—C5—H5B	107.8
O1—C1—C2	112.1 (2)	N2—C6—C5	110.0 (3)
O1—C1—H1A	109.2	N2—C6—H6A	109.7
C2—C1—H1A	109.2	C5—C6—H6A	109.7
O1—C1—H1B	109.2	N2—C6—H6B	109.7
C2—C1—H1B	109.2	C5—C6—H6B	109.7
H1A—C1—H1B	107.9	H6A—C6—H6B	108.2
N1—C2—C1	111.7 (2)	C3—N1—C2	108.2 (2)
N1—C2—H2A	109.3	C3—N1—C5	108.8 (2)
C1—C2—H2A	109.3	C2—N1—C5	109.6 (2)
N1—C2—H2B	109.3	C3—N1—Cd1	111.83 (17)
C1—C2—H2B	109.3	C2—N1—Cd1	118.18 (17)
H2A—C2—H2B	107.9	C5—N1—Cd1	99.75 (16)
N1—C3—C4	111.2 (2)	C6—N2—Cd1	111.49 (18)
N1—C3—H3A	109.4	C6—N2—H2C	109 (2)
C4—C3—H3A	109.4	Cd1—N2—H2C	111 (2)
N1—C3—H3B	109.4	C6—N2—H2D	109 (2)
C4—C3—H3B	109.4	Cd1—N2—H2D	102 (2)
H3A—C3—H3B	108.0	H2C—N2—H2D	114 (3)
O1—C4—C3	110.4 (2)	Cd1^i—Br2—Cd1	97.768 (10)
O1—C4—H4A	109.6	C4—O1—C1	108.9 (2)
O1—C1—C2—N1	55.6 (3)	C1—C2—N1—Cd1	75.7 (3)
N1—C3—C4—O1	−61.5 (3)	C6—C5—N1—C3	168.3 (2)
N1—C5—C6—N2	−64.4 (3)	C6—C5—N1—C2	−73.6 (3)
C4—C3—N1—C2	55.7 (3)	C6—C5—N1—Cd1	51.1 (3)
C4—C3—N1—C5	174.7 (2)	C5—C6—N2—Cd1	37.3 (3)
C4—C3—N1—Cd1	−76.1 (2)	C3—C4—O1—C1	61.1 (3)
C1—C2—N1—C3	−52.6 (3)	C2—C1—O1—C4	−58.5 (3)
C1—C2—N1—C5	−171.1 (2)

Symmetry code: (i) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1B···O1^ii	0.97	2.59	3.370 (4)	138
C3—H3B···Br1	0.97	2.96	3.720 (3)	137
C4—H4B···Br1^iii	0.97	2.91	3.678 (3)	137
N2—H2C···Br2^iv	0.89 (2)	2.95 (2)	3.761 (3)	153 (3)
N2—H2D···Br1^v	0.87 (2)	2.86 (2)	3.628 (3)	149 (3)

Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) x, y+1, z; (iv) x−1, y, z; (v) −x+1, −y, −z.