Bis(norfloxacinium) tetra­chloridopalladate(II) dihydrate

In the title complex, (C₁₆H₁₉FN₃O₃)₂[PdCl₄]·2H₂O, the Pd^II ion lies on a crystallographic center of symmetry and is in a slightly distorted square-planar coordination environment, defined by four Cl atoms. In the crystal structure, cations, anions and water mol­ecules are linked by hydrogen bonds into a two-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.040
• wR factor = 0.088
• Data-to-parameter ratio = 14.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)        3000 Deg.
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Pd1
PLAT480_ALERT_4_C Long H...A H-Bond Reported H3A    ..  CL1     ..       2.85 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          1
              C16 H19 F N3 O3

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 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
   0 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.

Bis(norfloxacin) tetrachloridopalladium dihydrate

Crystal data

(C16H19FN3O3)2[PdCl4]·2H2O	Z = 1
Mr = 924.92	F(000) = 472
Triclinic, P1	Dx = 1.649 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.4561 (17) Å	Cell parameters from 12411 reflections
b = 9.4191 (19) Å	θ = 1.7–26.0°
c = 12.832 (3) Å	µ = 0.85 mm^−1
α = 111.26 (3)°	T = 295 K
β = 97.23 (3)°	Prism, orange
γ = 96.38 (3)°	0.32 × 0.26 × 0.18 mm
V = 931.2 (4) Å^3

Data collection

Bruker APEXII diffractometer	3645 independent reflections
Radiation source: fine-focus sealed tube	2912 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
ω scans	θmax = 26.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.772, Tmax = 0.862	k = −11→11
12869 measured reflections	l = −15→15

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.088	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0383P)^2 + 0.2019P] where P = (Fo^2 + 2Fc^2)/3
3645 reflections	(Δ/σ)max < 0.001
251 parameters	Δρmax = 0.36 e Å^−3
3 restraints	Δρmin = −0.26 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
Pd1	0.5000	0.5000	0.5000	0.03687 (13)
Cl1	0.68024 (11)	0.47305 (10)	0.37649 (7)	0.0513 (2)
Cl2	0.48069 (13)	0.24371 (11)	0.47361 (9)	0.0622 (3)
F1	0.4975 (3)	−0.2497 (2)	−0.05464 (16)	0.0573 (6)
O1	0.0553 (3)	−0.7105 (3)	−0.2143 (2)	0.0657 (8)
O1W	1.0819 (3)	0.2122 (3)	0.4436 (3)	0.0963 (11)
H1W1	1.1184	0.1482	0.3903	0.144*
H1W2	1.1576	0.2871	0.4828	0.144*
O2	−0.1847 (4)	−0.9850 (3)	−0.0790 (3)	0.0945 (12)
O3	−0.1478 (4)	−0.9373 (4)	−0.2316 (3)	0.0875 (11)
H3O	−0.106 (8)	−0.892 (7)	−0.271 (4)	0.131*
N1	0.1688 (3)	−0.6138 (3)	0.1266 (3)	0.0469 (7)
N2	0.5594 (3)	−0.1608 (3)	0.1823 (2)	0.0401 (7)
N3	0.7607 (3)	0.1169 (3)	0.3424 (3)	0.0452 (7)
C1	0.0111 (4)	−0.7687 (4)	−0.0552 (4)	0.0528 (10)
C2	0.0566 (4)	−0.7338 (4)	0.0577 (4)	0.0530 (10)
H2A	0.0066	−0.7976	0.0891	0.064*
C3	0.2448 (4)	−0.5142 (4)	0.0822 (3)	0.0394 (8)
C4	0.2095 (4)	−0.5489 (4)	−0.0342 (3)	0.0406 (8)
C5	0.0886 (4)	−0.6790 (4)	−0.1087 (3)	0.0497 (9)
C6	−0.1161 (5)	−0.9072 (5)	−0.1219 (5)	0.0723 (14)
C7	0.2139 (5)	−0.5955 (5)	0.2466 (3)	0.0581 (11)
H7A	0.3276	−0.5510	0.2728	0.070*
H7B	0.1993	−0.6969	0.2507	0.070*
C8	0.1182 (6)	−0.4966 (7)	0.3238 (4)	0.0897 (16)
H8A	0.1379	−0.3939	0.3244	0.135*
H8B	0.1498	−0.4933	0.3993	0.135*
H8C	0.0052	−0.5387	0.2976	0.135*
C9	0.3554 (4)	−0.3824 (4)	0.1542 (3)	0.0399 (8)
H9A	0.3725	−0.3586	0.2322	0.048*
C10	0.4400 (4)	−0.2866 (4)	0.1124 (3)	0.0368 (7)
C11	0.4080 (4)	−0.3307 (4)	−0.0069 (3)	0.0410 (8)
C12	0.2955 (4)	−0.4527 (4)	−0.0772 (3)	0.0438 (8)
H12A	0.2749	−0.4731	−0.1546	0.053*
C13	0.5887 (4)	−0.1349 (4)	0.3030 (3)	0.0461 (9)
H13A	0.5901	−0.2332	0.3112	0.055*
H13B	0.5013	−0.0897	0.3377	0.055*
C14	0.7472 (4)	−0.0291 (4)	0.3636 (3)	0.0502 (9)
H14A	0.7569	−0.0043	0.4446	0.060*
H14B	0.8355	−0.0821	0.3380	0.060*
C15	0.7284 (4)	0.0841 (4)	0.2192 (3)	0.0468 (9)
H15A	0.8106	0.0304	0.1834	0.056*
H15B	0.7328	0.1805	0.2075	0.056*
C16	0.5645 (4)	−0.0137 (4)	0.1660 (3)	0.0455 (9)
H16A	0.4819	0.0406	0.2008	0.055*
H16B	0.5432	−0.0336	0.0855	0.055*
H3B	0.855 (2)	0.172 (4)	0.376 (3)	0.055*
H3A	0.694 (3)	0.172 (3)	0.377 (3)	0.055*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0325 (2)	0.0436 (2)	0.0317 (2)	0.00155 (15)	0.00766 (15)	0.01185 (16)
Cl1	0.0505 (5)	0.0561 (6)	0.0482 (5)	0.0058 (4)	0.0246 (4)	0.0167 (4)
Cl2	0.0687 (7)	0.0479 (6)	0.0798 (7)	0.0122 (5)	0.0414 (6)	0.0259 (5)
F1	0.0668 (14)	0.0569 (13)	0.0514 (12)	−0.0006 (11)	0.0171 (10)	0.0253 (10)
O1	0.0595 (17)	0.0593 (17)	0.0547 (17)	0.0080 (14)	−0.0049 (14)	−0.0001 (14)
O1W	0.0486 (17)	0.073 (2)	0.134 (3)	−0.0090 (15)	−0.0100 (19)	0.014 (2)
O2	0.0540 (18)	0.0547 (19)	0.163 (3)	−0.0114 (15)	−0.017 (2)	0.046 (2)
O3	0.059 (2)	0.060 (2)	0.099 (3)	0.0037 (15)	−0.011 (2)	−0.0110 (18)
N1	0.0336 (15)	0.0433 (17)	0.0652 (19)	0.0021 (13)	0.0047 (14)	0.0250 (15)
N2	0.0420 (16)	0.0360 (15)	0.0398 (15)	0.0014 (12)	0.0041 (13)	0.0141 (12)
N3	0.0329 (16)	0.0399 (18)	0.0514 (18)	−0.0018 (13)	0.0045 (14)	0.0076 (14)
C1	0.0301 (18)	0.035 (2)	0.083 (3)	0.0058 (15)	−0.0020 (19)	0.0145 (19)
C2	0.0328 (18)	0.045 (2)	0.088 (3)	0.0076 (16)	0.0062 (19)	0.034 (2)
C3	0.0334 (17)	0.0361 (18)	0.052 (2)	0.0091 (14)	0.0089 (15)	0.0190 (16)
C4	0.0351 (18)	0.0330 (18)	0.051 (2)	0.0109 (14)	0.0071 (16)	0.0112 (16)
C5	0.0385 (19)	0.038 (2)	0.058 (2)	0.0165 (16)	0.0006 (18)	0.0017 (18)
C6	0.035 (2)	0.042 (2)	0.120 (4)	0.0083 (18)	−0.011 (3)	0.016 (3)
C7	0.043 (2)	0.070 (3)	0.071 (3)	−0.0030 (19)	0.000 (2)	0.046 (2)
C8	0.070 (3)	0.146 (5)	0.076 (3)	0.027 (3)	0.017 (3)	0.065 (3)
C9	0.0391 (18)	0.0390 (19)	0.0409 (18)	0.0061 (15)	0.0059 (15)	0.0149 (15)
C10	0.0307 (16)	0.0357 (18)	0.0430 (18)	0.0073 (14)	0.0042 (14)	0.0142 (15)
C11	0.0423 (19)	0.0417 (19)	0.0439 (19)	0.0117 (15)	0.0114 (16)	0.0193 (16)
C12	0.045 (2)	0.041 (2)	0.0412 (19)	0.0125 (16)	0.0060 (16)	0.0107 (16)
C13	0.049 (2)	0.045 (2)	0.0403 (19)	−0.0002 (16)	0.0041 (16)	0.0155 (16)
C14	0.047 (2)	0.048 (2)	0.052 (2)	0.0049 (17)	0.0025 (17)	0.0179 (18)
C15	0.049 (2)	0.0388 (19)	0.051 (2)	0.0014 (16)	0.0110 (17)	0.0166 (17)
C16	0.048 (2)	0.0352 (19)	0.051 (2)	0.0037 (15)	0.0030 (17)	0.0166 (16)

Geometric parameters (Å, º)

Pd1—Cl2	2.2966 (11)	C3—C4	1.392 (5)
Pd1—Cl2^i	2.2966 (11)	C3—C9	1.401 (4)
Pd1—Cl1	2.3025 (11)	C4—C12	1.404 (4)
Pd1—Cl1^i	2.3025 (11)	C4—C5	1.445 (5)
F1—C11	1.363 (3)	C7—C8	1.484 (6)
O1—C5	1.263 (4)	C7—H7A	0.9700
O1W—H1W1	0.8500	C7—H7B	0.9700
O1W—H1W2	0.8500	C8—H8A	0.9600
O2—C6	1.206 (6)	C8—H8B	0.9600
O3—C6	1.317 (6)	C8—H8C	0.9600
O3—H3O	0.86 (6)	C9—C10	1.385 (4)
N1—C2	1.336 (4)	C9—H9A	0.9300
N1—C3	1.401 (4)	C10—C11	1.414 (4)
N1—C7	1.480 (5)	C11—C12	1.352 (4)
N2—C10	1.401 (4)	C12—H12A	0.9300
N2—C13	1.462 (4)	C13—C14	1.507 (4)
N2—C16	1.471 (4)	C13—H13A	0.9700
N3—C15	1.479 (4)	C13—H13B	0.9700
N3—C14	1.490 (4)	C14—H14A	0.9700
N3—H3B	0.87 (3)	C14—H14B	0.9700
N3—H3A	0.86 (3)	C15—C16	1.502 (4)
C1—C2	1.357 (5)	C15—H15A	0.9700
C1—C5	1.423 (5)	C15—H15B	0.9700
C1—C6	1.496 (5)	C16—H16A	0.9700
C2—H2A	0.9300	C16—H16B	0.9700
Cl2—Pd1—Cl2^i	180	H7A—C7—H7B	107.7
Cl2—Pd1—Cl1	90.88 (4)	C7—C8—H8A	109.5
Cl2^i—Pd1—Cl1	89.12 (4)	C7—C8—H8B	109.5
Cl2—Pd1—Cl1^i	89.12 (4)	H8A—C8—H8B	109.5
Cl2^i—Pd1—Cl1^i	90.88 (4)	C7—C8—H8C	109.5
Cl1—Pd1—Cl1^i	180	H8A—C8—H8C	109.5
H1W1—O1W—H1W2	108.8	H8B—C8—H8C	109.5
C6—O3—H3O	130 (4)	C10—C9—C3	121.7 (3)
C2—N1—C3	119.3 (3)	C10—C9—H9A	119.1
C2—N1—C7	118.3 (3)	C3—C9—H9A	119.1
C3—N1—C7	122.3 (3)	C9—C10—N2	122.4 (3)
C10—N2—C13	116.1 (2)	C9—C10—C11	115.9 (3)
C10—N2—C16	118.9 (3)	N2—C10—C11	121.6 (3)
C13—N2—C16	111.2 (3)	C12—C11—F1	117.9 (3)
C15—N3—C14	111.0 (3)	C12—C11—C10	123.3 (3)
C15—N3—H3B	113 (2)	F1—C11—C10	118.9 (3)
C14—N3—H3B	109 (2)	C11—C12—C4	120.5 (3)
C15—N3—H3A	111 (2)	C11—C12—H12A	119.7
C14—N3—H3A	109 (2)	C4—C12—H12A	119.7
H3B—N3—H3A	104 (3)	N2—C13—C14	111.3 (3)
C2—C1—C5	120.3 (3)	N2—C13—H13A	109.4
C2—C1—C6	118.3 (4)	C14—C13—H13A	109.4
C5—C1—C6	121.4 (4)	N2—C13—H13B	109.4
N1—C2—C1	124.2 (3)	C14—C13—H13B	109.4
N1—C2—H2A	117.9	H13A—C13—H13B	108.0
C1—C2—H2A	117.9	N3—C14—C13	112.0 (3)
C4—C3—C9	120.8 (3)	N3—C14—H14A	109.2
C4—C3—N1	119.0 (3)	C13—C14—H14A	109.2
C9—C3—N1	120.2 (3)	N3—C14—H14B	109.2
C3—C4—C12	117.7 (3)	C13—C14—H14B	109.2
C3—C4—C5	121.5 (3)	H14A—C14—H14B	107.9
C12—C4—C5	120.8 (3)	N3—C15—C16	110.1 (3)
O1—C5—C1	122.7 (3)	N3—C15—H15A	109.6
O1—C5—C4	121.8 (4)	C16—C15—H15A	109.6
C1—C5—C4	115.5 (3)	N3—C15—H15B	109.6
O2—C6—O3	122.5 (4)	C16—C15—H15B	109.6
O2—C6—C1	123.0 (5)	H15A—C15—H15B	108.2
O3—C6—C1	114.5 (4)	N2—C16—C15	109.4 (3)
N1—C7—C8	113.6 (3)	N2—C16—H16A	109.8
N1—C7—H7A	108.8	C15—C16—H16A	109.8
C8—C7—H7A	108.8	N2—C16—H16B	109.8
N1—C7—H7B	108.8	C15—C16—H16B	109.8
C8—C7—H7B	108.8	H16A—C16—H16B	108.2

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3O···O1	0.86 (6)	1.91 (5)	2.512 (4)	127 (5)
N3—H3B···O1W	0.87 (3)	1.94 (2)	2.755 (4)	157 (3)
N3—H3A···Cl2	0.86 (3)	2.34 (2)	3.169 (3)	161 (3)
N3—H3A···Cl1	0.87 (3)	2.85 (3)	3.380 (3)	121 (3)
O1W—H1W1···O3^ii	0.85	2.34	3.163 (5)	165
O1W—H1W2···Cl2^iii	0.85	2.82	3.313 (3)	119
O1W—H1W2···Cl1^iv	0.85	2.44	3.272 (3)	165

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