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The mol­ecular and crystal structure of a cadmium complex of naphthalene-1,5-di­sulfonate and o-phenyl­enedi­amine was studied and Hirshfeld surfaces and fingerprint plots were generated to investigate the various inter­molecular inter­actions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989023010125/dj2067sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2056989023010125/dj2067Isup2.hkl
Contains datablock I

CCDC reference: 2257108

Computing details top

Bis(benzene-1,2-diamine-κ2N,N')bis(benzene-1,2-diamine-κN)cadmium(II) naphthalene-1,5-disulfonate top
Crystal data top
[Cd(C6H8N2)4](C10H6O6S2)F(000) = 1704
Mr = 831.24Dx = 1.582 Mg m3
Monoclinic, C2/cCu Kα radiation, λ = 1.54184 Å
a = 23.5743 (2) ÅCell parameters from 13387 reflections
b = 7.7286 (1) Åθ = 3.9–71.3°
c = 19.7260 (2) ŵ = 6.62 mm1
β = 103.858 (1)°T = 293 K
V = 3489.39 (7) Å3Block, colourless
Z = 40.3 × 0.26 × 0.2 mm
Data collection top
XtaLAB Synergy, Single source at home/near, HyPix3000
diffractometer
3390 independent reflections
Radiation source: micro-focus sealed X-ray tube, PhotonJet (Cu) X-ray Source3298 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.030
Detector resolution: 10.0000 pixels mm-1θmax = 71.4°, θmin = 3.9°
ω scansh = 2328
Absorption correction: multi-scan
(CrysAlisPro; Rigaku OD, 2023)
k = 99
Tmin = 0.698, Tmax = 1.000l = 2424
16542 measured reflections
Refinement top
Refinement on F2Hydrogen site location: mixed
Least-squares matrix: fullH atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.023 w = 1/[σ2(Fo2) + (0.0374P)2 + 1.6331P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.061(Δ/σ)max = 0.001
S = 1.04Δρmax = 0.29 e Å3
3390 reflectionsΔρmin = 0.51 e Å3
264 parametersExtinction correction: SHELXL2018/3 (Sheldrick, 2015b), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 restraintsExtinction coefficient: 0.00060 (3)
Primary atom site location: dual
Special details top

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 (Å2) top
xyzUiso*/Ueq
Cd10.5000000.30368 (2)0.7500000.03390 (8)
S10.57283 (2)0.75940 (6)0.64093 (2)0.03278 (11)
O30.63434 (6)0.7592 (2)0.67223 (8)0.0538 (4)
O20.53752 (7)0.82032 (19)0.68767 (7)0.0461 (4)
O10.55070 (7)0.59515 (18)0.60921 (8)0.0471 (3)
N30.55688 (7)0.5428 (2)0.81048 (8)0.0324 (3)
N10.56647 (7)0.2566 (2)0.68088 (9)0.0359 (3)
N20.57034 (7)0.0874 (2)0.80405 (10)0.0412 (4)
C170.50295 (7)0.9405 (2)0.52814 (8)0.0264 (3)
C70.61049 (7)0.5314 (2)0.86432 (8)0.0320 (4)
N40.55812 (9)0.3778 (3)0.93793 (11)0.0553 (5)
C150.60837 (7)0.9911 (2)0.55757 (9)0.0334 (4)
H150.6453580.9688690.5856330.040*
C160.56084 (7)0.9092 (2)0.57062 (8)0.0277 (3)
C130.54760 (8)1.1410 (3)0.46009 (9)0.0341 (4)
H130.5438891.2181050.4230860.041*
C140.60174 (8)1.1089 (3)0.50191 (10)0.0382 (4)
H140.6342851.1650220.4935360.046*
C120.60984 (8)0.4504 (3)0.92721 (9)0.0391 (4)
C60.62457 (8)0.1375 (2)0.78897 (10)0.0361 (4)
C10.62273 (8)0.2241 (2)0.72671 (10)0.0348 (4)
C20.67355 (10)0.2866 (3)0.71257 (13)0.0493 (5)
H20.6720480.3456090.6710840.059*
C80.66153 (9)0.5986 (3)0.85278 (11)0.0468 (5)
H80.6612750.6532330.8107090.056*
C50.67805 (9)0.1121 (3)0.83592 (12)0.0506 (5)
H50.6797630.0529720.8774170.061*
C110.66247 (10)0.4376 (3)0.97790 (12)0.0572 (6)
H110.6630700.3839611.0202700.069*
C30.72678 (10)0.2621 (4)0.75990 (16)0.0609 (6)
H30.7609480.3044680.7503260.073*
C40.72872 (10)0.1742 (3)0.82129 (15)0.0619 (7)
H40.7643820.1567380.8530240.074*
C90.71343 (10)0.5848 (4)0.90398 (14)0.0677 (7)
H90.7479260.6301890.8964060.081*
C100.71319 (11)0.5032 (4)0.96591 (14)0.0718 (8)
H100.7478710.4924531.0000440.086*
H3A0.5610 (10)0.613 (4)0.7782 (13)0.049 (7)*
H2A0.5562 (12)0.003 (4)0.7824 (14)0.063 (8)*
H1A0.5530 (11)0.162 (4)0.6578 (13)0.051 (7)*
H1B0.5681 (12)0.337 (4)0.6538 (15)0.064 (9)*
H3B0.5317 (11)0.593 (3)0.8244 (13)0.054 (7)*
H4A0.5264 (13)0.448 (4)0.9240 (14)0.064 (8)*
H2B0.5746 (12)0.072 (4)0.8486 (16)0.071 (9)*
H4B0.5614 (16)0.361 (5)0.980 (2)0.102 (13)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02348 (11)0.03120 (12)0.04631 (12)0.0000.00697 (7)0.000
S10.0289 (2)0.0389 (2)0.0286 (2)0.00213 (17)0.00313 (16)0.00811 (16)
O30.0305 (7)0.0741 (10)0.0503 (9)0.0027 (7)0.0035 (6)0.0233 (8)
O20.0478 (8)0.0612 (10)0.0323 (7)0.0017 (6)0.0153 (6)0.0050 (6)
O10.0549 (9)0.0323 (7)0.0501 (8)0.0017 (6)0.0044 (6)0.0089 (6)
N30.0312 (8)0.0332 (8)0.0283 (7)0.0007 (6)0.0019 (6)0.0012 (6)
N10.0329 (8)0.0379 (9)0.0361 (8)0.0067 (7)0.0064 (6)0.0009 (7)
N20.0349 (8)0.0400 (10)0.0458 (10)0.0000 (7)0.0041 (7)0.0097 (8)
C170.0245 (8)0.0272 (8)0.0277 (7)0.0021 (6)0.0070 (6)0.0004 (6)
C70.0308 (9)0.0319 (9)0.0299 (8)0.0015 (7)0.0003 (6)0.0013 (7)
N40.0487 (11)0.0661 (13)0.0476 (11)0.0084 (10)0.0048 (8)0.0217 (10)
C150.0237 (8)0.0391 (10)0.0359 (9)0.0002 (7)0.0039 (6)0.0026 (7)
C160.0265 (8)0.0303 (8)0.0259 (7)0.0031 (6)0.0059 (6)0.0006 (6)
C130.0298 (8)0.0371 (9)0.0359 (9)0.0002 (7)0.0091 (7)0.0108 (7)
C140.0251 (8)0.0428 (11)0.0475 (10)0.0044 (7)0.0103 (7)0.0090 (8)
C120.0384 (10)0.0393 (10)0.0351 (9)0.0002 (8)0.0001 (7)0.0038 (8)
C60.0292 (9)0.0315 (9)0.0449 (10)0.0043 (7)0.0035 (7)0.0007 (8)
C10.0274 (9)0.0344 (9)0.0421 (10)0.0066 (7)0.0072 (7)0.0038 (7)
C20.0404 (11)0.0536 (13)0.0580 (13)0.0055 (9)0.0196 (10)0.0023 (10)
C80.0370 (10)0.0579 (13)0.0454 (11)0.0042 (9)0.0096 (8)0.0041 (9)
C50.0380 (11)0.0556 (14)0.0517 (12)0.0084 (9)0.0022 (9)0.0069 (10)
C110.0511 (13)0.0697 (15)0.0404 (11)0.0033 (11)0.0091 (9)0.0125 (10)
C30.0315 (11)0.0721 (16)0.0802 (18)0.0003 (11)0.0158 (11)0.0033 (14)
C40.0299 (11)0.0720 (17)0.0753 (17)0.0078 (10)0.0039 (10)0.0017 (13)
C90.0311 (11)0.093 (2)0.0735 (16)0.0103 (12)0.0026 (10)0.0021 (15)
C100.0386 (12)0.098 (2)0.0636 (16)0.0009 (13)0.0183 (11)0.0066 (14)
Geometric parameters (Å, º) top
Cd1—N3i2.4230 (15)N4—H4B0.82 (4)
Cd1—N32.4230 (15)C15—H150.9300
Cd1—N1i2.3388 (16)C15—C161.364 (2)
Cd1—N12.3388 (16)C15—C141.406 (3)
Cd1—N22.4153 (17)C13—H130.9300
Cd1—N2i2.4153 (17)C13—C141.366 (2)
S1—O31.4335 (15)C14—H140.9300
S1—O21.4601 (15)C12—C111.398 (3)
S1—O11.4556 (15)C6—C11.390 (3)
S1—C161.7765 (16)C6—C51.388 (3)
N3—C71.446 (2)C1—C21.381 (3)
N3—H3A0.86 (3)C2—H20.9300
N3—H3B0.81 (3)C2—C31.386 (3)
N1—C11.437 (2)C8—H80.9300
N1—H1A0.88 (3)C8—C91.392 (3)
N1—H1B0.83 (3)C5—H50.9300
N2—C61.434 (2)C5—C41.380 (4)
N2—H2A0.81 (3)C11—H110.9300
N2—H2B0.87 (3)C11—C101.370 (4)
C17—C17ii1.423 (3)C3—H30.9300
C17—C161.440 (2)C3—C41.380 (4)
C17—C13ii1.415 (2)C4—H40.9300
C7—C121.393 (3)C9—H90.9300
C7—C81.379 (3)C9—C101.376 (4)
N4—C121.403 (3)C10—H100.9300
N4—H4A0.91 (3)
N3i—Cd1—N380.58 (7)H4A—N4—H4B106 (3)
N1i—Cd1—N3101.57 (6)C16—C15—H15119.8
N1i—Cd1—N3i92.10 (6)C16—C15—C14120.34 (15)
N1—Cd1—N3i101.57 (6)C14—C15—H15119.8
N1—Cd1—N392.10 (6)C17—C16—S1121.00 (12)
N1i—Cd1—N1162.11 (10)C15—C16—S1117.74 (12)
N1—Cd1—N270.41 (6)C15—C16—C17121.26 (15)
N1—Cd1—N2i96.90 (6)C17ii—C13—H13119.3
N1i—Cd1—N296.89 (6)C14—C13—C17ii121.44 (16)
N1i—Cd1—N2i70.41 (6)C14—C13—H13119.3
N2—Cd1—N394.02 (6)C15—C14—H14119.9
N2—Cd1—N3i170.30 (6)C13—C14—C15120.15 (16)
N2i—Cd1—N3i94.02 (6)C13—C14—H14119.9
N2i—Cd1—N3170.30 (6)C7—C12—N4120.60 (17)
N2—Cd1—N2i92.41 (9)C7—C12—C11118.13 (19)
O3—S1—O2113.53 (10)C11—C12—N4121.22 (19)
O3—S1—O1113.92 (10)C1—C6—N2118.20 (16)
O3—S1—C16107.01 (9)C5—C6—N2122.42 (19)
O2—S1—C16105.95 (8)C5—C6—C1119.26 (18)
O1—S1—O2110.66 (9)C6—C1—N1117.96 (17)
O1—S1—C16105.00 (8)C2—C1—N1121.76 (19)
Cd1—N3—H3A105.4 (16)C2—C1—C6120.12 (19)
Cd1—N3—H3B99.6 (19)C1—C2—H2119.8
C7—N3—Cd1126.76 (11)C1—C2—C3120.4 (2)
C7—N3—H3A110.4 (16)C3—C2—H2119.8
C7—N3—H3B111.3 (18)C7—C8—H8119.9
H3A—N3—H3B100 (2)C7—C8—C9120.1 (2)
Cd1—N1—H1A102.8 (16)C9—C8—H8119.9
Cd1—N1—H1B114 (2)C6—C5—H5119.8
C1—N1—Cd1107.87 (12)C4—C5—C6120.3 (2)
C1—N1—H1A110.1 (17)C4—C5—H5119.8
C1—N1—H1B111 (2)C12—C11—H11119.6
H1A—N1—H1B111 (3)C10—C11—C12120.8 (2)
Cd1—N2—H2A100 (2)C10—C11—H11119.6
Cd1—N2—H2B116.2 (19)C2—C3—H3120.2
C6—N2—Cd1105.88 (12)C4—C3—C2119.5 (2)
C6—N2—H2A113 (2)C4—C3—H3120.2
C6—N2—H2B110.7 (19)C5—C4—H4119.8
H2A—N2—H2B111 (3)C3—C4—C5120.4 (2)
C17ii—C17—C16117.68 (18)C3—C4—H4119.8
C13ii—C17—C17ii119.12 (18)C8—C9—H9120.3
C13ii—C17—C16123.20 (15)C10—C9—C8119.3 (2)
C12—C7—N3119.18 (16)C10—C9—H9120.3
C8—C7—N3119.98 (17)C11—C10—C9120.8 (2)
C8—C7—C12120.84 (17)C11—C10—H10119.6
C12—N4—H4A113.3 (18)C9—C10—H10119.6
C12—N4—H4B110 (3)
Cd1—N3—C7—C1262.9 (2)C17ii—C13—C14—C150.8 (3)
Cd1—N3—C7—C8116.43 (18)C7—C12—C11—C100.0 (4)
Cd1—N1—C1—C633.6 (2)C7—C8—C9—C100.2 (4)
Cd1—N1—C1—C2141.87 (17)N4—C12—C11—C10177.5 (3)
Cd1—N2—C6—C131.2 (2)C16—C15—C14—C130.6 (3)
Cd1—N2—C6—C5144.82 (18)C13ii—C17—C16—S11.4 (2)
O3—S1—C16—C17179.81 (14)C13ii—C17—C16—C15179.75 (17)
O3—S1—C16—C151.27 (17)C14—C15—C16—S1178.96 (14)
O2—S1—C16—C1758.37 (15)C14—C15—C16—C170.0 (3)
O2—S1—C16—C15122.71 (15)C12—C7—C8—C90.6 (3)
O1—S1—C16—C1758.79 (15)C12—C11—C10—C90.7 (5)
O1—S1—C16—C15120.12 (15)C6—C1—C2—C30.7 (3)
N3—C7—C12—N41.2 (3)C6—C5—C4—C30.0 (4)
N3—C7—C12—C11178.65 (19)C1—C6—C5—C40.9 (3)
N3—C7—C8—C9178.7 (2)C1—C2—C3—C40.1 (4)
N1—C1—C2—C3176.0 (2)C2—C3—C4—C50.5 (4)
N2—C6—C1—N10.6 (3)C8—C7—C12—N4178.1 (2)
N2—C6—C1—C2174.92 (19)C8—C7—C12—C110.7 (3)
N2—C6—C5—C4175.1 (2)C8—C9—C10—C110.8 (5)
C17ii—C17—C16—S1178.68 (15)C5—C6—C1—N1176.70 (19)
C17ii—C17—C16—C150.2 (3)C5—C6—C1—C21.2 (3)
Symmetry codes: (i) x+1, y, z+3/2; (ii) x+1, y+2, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3A···O20.86 (3)2.36 (3)3.185 (2)160 (2)
N2—H2A···O2iii0.81 (3)2.30 (3)3.046 (3)154 (3)
N1—H1B···O10.83 (3)2.18 (3)2.955 (2)156 (3)
N3—H3B···O2i0.81 (3)2.37 (3)3.097 (2)150 (2)
N4—H4A···O1i0.91 (3)2.11 (3)3.021 (3)176 (3)
Symmetry codes: (i) x+1, y, z+3/2; (iii) x, y1, z.
 

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