Poly[bis­(μ₂-3,5-diamino­benzoato)-κ³N:O,O′;κ³O:O,O′-lead(II)]

The asymmetric unit of the title compound, [Pb(C₇H₇N₂O₂)₂]_n, consists of a Pb^II ion and two 3,5-diamino­benzoate anions. The Pb^II ion is coordinated by one N and five O atoms from four different 3,5-diamino­benzoate ligands in a hemidirected polyhedral geometry, with a Pb—N distance of 2.625 (5) Å and Pb—O distances in the range 2.354–2.719 Å. The μ₂-bridging 3,5-diamino­benzoate anions connect the Pb^II ions into a two-dimensional layer. These two-dimensional layers are linked further by N—H...N and N—H...O inter­molecular hydrogen-bond inter­actions, forming an extensive three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.036
• wR factor = 0.086
• Data-to-parameter ratio = 14.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.75
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O1
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1A    ...          ?
PLAT420_ALERT_2_C D-H Without Acceptor       N2     -   H2B    ...          ?
PLAT420_ALERT_2_C D-H Without Acceptor       N3     -   H3A    ...          ?
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.11 Ratio

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.751
            Tmax scaled      0.260 Tmin scaled      0.178

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

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

Poly[bis(µ₂-3,5-diaminobenzoato)-κ³N:O,O';κ³O:O,O')lead(II)]

Crystal data

[Pb(C7H7N2O2)2]	F(000) = 960
Mr = 509.48	Dx = 2.247 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3510 reflections
a = 8.7573 (12) Å	θ = 2.9–26.3°
b = 11.9212 (16) Å	µ = 11.23 mm^−1
c = 14.758 (2) Å	T = 294 K
β = 102.227 (2)°	Block, brown
V = 1505.8 (4) Å^3	0.18 × 0.14 × 0.12 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	3059 independent reflections
Radiation source: fine-focus sealed tube	2440 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.069
φ and ω scans	θmax = 26.3°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.237, Tmax = 0.346	k = −14→12
8313 measured reflections	l = −18→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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.086	H-atom parameters constrained
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0433P)^2] where P = (Fo^2 + 2Fc^2)/3
3059 reflections	(Δ/σ)max = 0.002
208 parameters	Δρmax = 1.71 e Å^−3
0 restraints	Δρmin = −2.44 e Å^−3

Special details

Experimental. IR (KBr, v, cm^-1): 3406 (s), 3337 (s), 1549 (s), 1407 (s).

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
Pb1	0.20587 (3)	0.38695 (2)	1.047674 (15)	0.02486 (11)
O1	0.0828 (6)	0.5947 (4)	1.0584 (4)	0.0411 (13)
O2	0.3353 (5)	0.5645 (4)	1.0902 (3)	0.0362 (11)
O3	0.2266 (6)	0.2522 (4)	0.9060 (3)	0.0344 (11)
O4	0.2384 (5)	0.4369 (4)	0.8986 (3)	0.0291 (10)
N1	0.0864 (8)	1.0257 (6)	1.1228 (5)	0.058 (2)
H1A	0.0920	1.0774	1.1678	0.070*
H1B	−0.0120	1.0116	1.0925	0.070*
N2	0.5426 (7)	0.8660 (5)	1.3231 (5)	0.0399 (16)
H2A	0.5818	0.9351	1.3355	0.048*
H2B	0.6143	0.8141	1.3179	0.048*
N3	0.2130 (7)	0.5119 (6)	0.5558 (4)	0.0458 (18)
H3A	0.1766	0.5132	0.4938	0.055*
H3B	0.2039	0.5790	0.5824	0.055*
N4	0.0095 (6)	0.1359 (4)	0.5691 (4)	0.0268 (12)
H4A	0.0554	0.0759	0.6006	0.032*
H4B	0.0329	0.1343	0.5126	0.032*
C1	0.2200 (8)	0.6287 (5)	1.0899 (5)	0.0264 (15)
C2	0.2499 (7)	0.7401 (6)	1.1348 (4)	0.0262 (14)
C3	0.1459 (7)	0.8300 (6)	1.1096 (5)	0.0296 (15)
H3	0.0541	0.8204	1.0652	0.036*
C4	0.1822 (8)	0.9341 (6)	1.1520 (5)	0.0329 (16)
C5	0.3180 (8)	0.9466 (7)	1.2196 (5)	0.0356 (17)
H5	0.3423	1.0165	1.2469	0.043*
C6	0.4186 (7)	0.8566 (6)	1.2473 (5)	0.0286 (15)
C7	0.3871 (7)	0.7535 (6)	1.2019 (4)	0.0282 (15)
H7	0.4571	0.6943	1.2165	0.034*
C8	0.2174 (7)	0.3409 (6)	0.8598 (4)	0.0254 (14)
C9	0.1782 (7)	0.3356 (5)	0.7563 (4)	0.0228 (13)
C10	0.2086 (7)	0.4275 (6)	0.7038 (5)	0.0253 (14)
H10	0.2526	0.4921	0.7337	0.030*
C11	0.1738 (8)	0.4236 (6)	0.6070 (5)	0.0302 (15)
C12	0.1064 (7)	0.3255 (5)	0.5625 (4)	0.0255 (14)
H12	0.0812	0.3218	0.4981	0.031*
C13	0.0774 (7)	0.2335 (5)	0.6153 (4)	0.0223 (13)
C14	0.1112 (7)	0.2384 (5)	0.7119 (4)	0.0235 (13)
H14	0.0894	0.1775	0.7464	0.028*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pb1	0.03042 (16)	0.02453 (16)	0.01959 (15)	0.00153 (11)	0.00522 (10)	−0.00108 (10)
O1	0.036 (3)	0.031 (3)	0.048 (3)	−0.003 (2)	−0.010 (2)	−0.011 (2)
O2	0.034 (3)	0.033 (3)	0.044 (3)	0.005 (2)	0.014 (2)	−0.009 (2)
O3	0.055 (3)	0.025 (3)	0.021 (2)	0.004 (2)	0.003 (2)	0.003 (2)
O4	0.043 (3)	0.022 (2)	0.021 (2)	−0.003 (2)	0.002 (2)	−0.002 (2)
N1	0.062 (4)	0.036 (4)	0.069 (5)	0.021 (4)	−0.001 (4)	−0.017 (4)
N2	0.031 (3)	0.040 (4)	0.049 (4)	−0.014 (3)	0.011 (3)	−0.020 (3)
N3	0.084 (5)	0.027 (4)	0.028 (3)	−0.012 (3)	0.017 (3)	0.000 (3)
N4	0.029 (3)	0.027 (3)	0.024 (3)	−0.003 (2)	0.003 (2)	−0.002 (2)
C1	0.034 (4)	0.028 (4)	0.017 (3)	−0.005 (3)	0.007 (3)	−0.004 (3)
C2	0.025 (3)	0.034 (4)	0.022 (3)	−0.005 (3)	0.010 (3)	−0.004 (3)
C3	0.026 (3)	0.036 (4)	0.026 (3)	0.002 (3)	0.005 (3)	−0.003 (3)
C4	0.033 (4)	0.031 (4)	0.038 (4)	0.004 (3)	0.014 (3)	−0.006 (3)
C5	0.041 (4)	0.033 (4)	0.036 (4)	−0.008 (3)	0.015 (3)	−0.010 (3)
C6	0.025 (3)	0.033 (4)	0.032 (4)	−0.010 (3)	0.014 (3)	−0.006 (3)
C7	0.026 (3)	0.030 (4)	0.028 (4)	−0.004 (3)	0.007 (3)	−0.006 (3)
C8	0.024 (3)	0.023 (3)	0.028 (4)	0.004 (3)	0.005 (3)	−0.003 (3)
C9	0.026 (3)	0.019 (3)	0.023 (3)	0.000 (3)	0.006 (3)	−0.005 (3)
C10	0.027 (3)	0.020 (3)	0.030 (4)	−0.004 (3)	0.007 (3)	−0.004 (3)
C11	0.035 (4)	0.028 (4)	0.029 (4)	0.004 (3)	0.008 (3)	0.001 (3)
C12	0.034 (3)	0.026 (4)	0.015 (3)	0.001 (3)	0.003 (3)	−0.004 (3)
C13	0.020 (3)	0.024 (3)	0.025 (3)	−0.005 (3)	0.009 (2)	−0.007 (3)
C14	0.025 (3)	0.025 (4)	0.022 (3)	−0.001 (3)	0.008 (2)	0.002 (3)

Geometric parameters (Å, º)

Pb1—O4	2.354 (4)	N4—H4A	0.9000
Pb1—O2	2.420 (5)	N4—H4B	0.9000
Pb1—N4^i	2.625 (5)	C1—C2	1.481 (9)
Pb1—O3	2.673 (5)	C2—C7	1.395 (9)
Pb1—O1^ii	2.686 (5)	C2—C3	1.406 (9)
Pb1—O1	2.719 (5)	C3—C4	1.396 (10)
Pb1—C8	2.849 (6)	C3—H3	0.9300
O1—C1	1.260 (8)	C4—C5	1.389 (10)
O1—Pb1^ii	2.686 (5)	C5—C6	1.394 (11)
O2—C1	1.266 (8)	C5—H5	0.9300
O3—C8	1.252 (8)	C6—C7	1.400 (9)
O4—C8	1.276 (8)	C7—H7	0.9300
N1—C4	1.389 (10)	C8—C9	1.494 (9)
N1—H1A	0.9001	C9—C14	1.398 (9)
N1—H1B	0.8988	C9—C10	1.400 (9)
N2—C6	1.388 (9)	C10—C11	1.396 (10)
N2—H2A	0.8954	C10—H10	0.9300
N2—H2B	0.8967	C11—C12	1.408 (10)
N3—C11	1.382 (9)	C12—C13	1.398 (9)
N3—H3A	0.9019	C12—H12	0.9300
N3—H3B	0.9018	C13—C14	1.395 (8)
N4—C13	1.414 (8)	C14—H14	0.9300
N4—Pb1^iii	2.625 (5)
O4—Pb1—O2	83.00 (16)	O2—C1—C2	118.3 (6)
O4—Pb1—N4^i	79.57 (16)	C7—C2—C3	120.9 (6)
O2—Pb1—N4^i	69.69 (16)	C7—C2—C1	117.7 (6)
O4—Pb1—O3	51.65 (14)	C3—C2—C1	121.4 (6)
O2—Pb1—O3	128.52 (15)	C4—C3—C2	119.1 (6)
N4^i—Pb1—O3	78.29 (16)	C4—C3—H3	120.5
O4—Pb1—O1^ii	73.73 (17)	C2—C3—H3	120.5
O2—Pb1—O1^ii	114.27 (15)	C5—C4—N1	120.5 (7)
N4^i—Pb1—O1^ii	152.03 (18)	C5—C4—C3	119.8 (7)
O3—Pb1—O1^ii	78.72 (15)	N1—C4—C3	119.6 (7)
O4—Pb1—O1	87.23 (17)	C4—C5—C6	121.4 (7)
O2—Pb1—O1	50.04 (15)	C4—C5—H5	119.3
N4^i—Pb1—O1	119.44 (16)	C6—C5—H5	119.3
O3—Pb1—O1	133.34 (15)	N2—C6—C5	120.8 (7)
O1^ii—Pb1—O1	67.92 (16)	N2—C6—C7	119.9 (7)
O4—Pb1—C8	26.25 (18)	C5—C6—C7	119.2 (6)
O2—Pb1—C8	108.04 (18)	C2—C7—C6	119.6 (6)
N4^i—Pb1—C8	81.57 (17)	C2—C7—H7	120.2
O3—Pb1—C8	25.95 (16)	C6—C7—H7	120.2
O1^ii—Pb1—C8	70.82 (17)	O3—C8—O4	121.8 (6)
O1—Pb1—C8	109.17 (19)	O3—C8—C9	119.7 (6)
C1—O1—Pb1^ii	153.5 (5)	O4—C8—C9	118.5 (6)
C1—O1—Pb1	87.5 (4)	O3—C8—Pb1	69.2 (3)
Pb1^ii—O1—Pb1	112.08 (16)	O4—C8—Pb1	54.7 (3)
C1—O2—Pb1	101.5 (4)	C9—C8—Pb1	162.8 (4)
C8—O3—Pb1	84.9 (4)	C14—C9—C10	119.9 (6)
C8—O4—Pb1	99.1 (4)	C14—C9—C8	119.8 (6)
C4—N1—H1A	111.9	C10—C9—C8	120.2 (6)
C4—N1—H1B	117.3	C11—C10—C9	120.9 (6)
H1A—N1—H1B	113.1	C11—C10—H10	119.5
C6—N2—H2A	116.1	C9—C10—H10	119.5
C6—N2—H2B	108.5	N3—C11—C10	120.6 (7)
H2A—N2—H2B	114.1	N3—C11—C12	120.4 (6)
C11—N3—H3A	119.5	C10—C11—C12	119.0 (6)
C11—N3—H3B	112.5	C13—C12—C11	119.9 (6)
H3A—N3—H3B	112.4	C13—C12—H12	120.0
C13—N4—Pb1^iii	117.1 (4)	C11—C12—H12	120.0
C13—N4—H4A	108.0	C14—C13—C12	120.8 (6)
Pb1^iii—N4—H4A	108.0	C14—C13—N4	120.2 (6)
C13—N4—H4B	108.0	C12—C13—N4	119.0 (6)
Pb1^iii—N4—H4B	108.0	C13—C14—C9	119.4 (6)
H4A—N4—H4B	107.3	C13—C14—H14	120.3
O1—C1—O2	120.3 (6)	C9—C14—H14	120.3
O1—C1—C2	121.2 (6)
O4—Pb1—O1—C1	−88.1 (4)	C4—C5—C6—C7	4.2 (10)
O2—Pb1—O1—C1	−4.9 (4)	C3—C2—C7—C6	2.4 (9)
N4^i—Pb1—O1—C1	−11.7 (4)	C1—C2—C7—C6	−178.8 (6)
O3—Pb1—O1—C1	−114.0 (4)	N2—C6—C7—C2	170.8 (6)
O1^ii—Pb1—O1—C1	−161.6 (5)	C5—C6—C7—C2	−4.8 (9)
C8—Pb1—O1—C1	−102.7 (4)	Pb1—O3—C8—O4	15.3 (6)
O4—Pb1—O1—Pb1^ii	73.6 (2)	Pb1—O3—C8—C9	−163.6 (5)
O2—Pb1—O1—Pb1^ii	156.7 (3)	Pb1—O4—C8—O3	−17.6 (6)
N4^i—Pb1—O1—Pb1^ii	149.94 (19)	Pb1—O4—C8—C9	161.3 (5)
O3—Pb1—O1—Pb1^ii	47.7 (3)	O4—Pb1—C8—O3	164.0 (6)
O1^ii—Pb1—O1—Pb1^ii	0.0	O2—Pb1—C8—O3	145.9 (4)
C8—Pb1—O1—Pb1^ii	58.9 (3)	N4^i—Pb1—C8—O3	80.5 (4)
O4—Pb1—O2—C1	97.2 (4)	O1^ii—Pb1—C8—O3	−104.0 (4)
N4^i—Pb1—O2—C1	178.7 (4)	O1—Pb1—C8—O3	−161.1 (3)
O3—Pb1—O2—C1	123.5 (4)	O2—Pb1—C8—O4	−18.1 (4)
O1^ii—Pb1—O2—C1	28.6 (4)	N4^i—Pb1—C8—O4	−83.5 (4)
O1—Pb1—O2—C1	5.0 (4)	O3—Pb1—C8—O4	−164.0 (6)
C8—Pb1—O2—C1	105.2 (4)	O1^ii—Pb1—C8—O4	92.0 (4)
O4—Pb1—O3—C8	−8.9 (3)	O1—Pb1—C8—O4	34.9 (4)
O2—Pb1—O3—C8	−43.0 (4)	O4—Pb1—C8—C9	−71.8 (16)
N4^i—Pb1—O3—C8	−94.8 (4)	O2—Pb1—C8—C9	−89.9 (16)
O1^ii—Pb1—O3—C8	69.2 (4)	N4^i—Pb1—C8—C9	−155.3 (16)
O1—Pb1—O3—C8	24.8 (4)	O3—Pb1—C8—C9	124.2 (17)
O2—Pb1—O4—C8	162.6 (4)	O1^ii—Pb1—C8—C9	20.2 (16)
N4^i—Pb1—O4—C8	92.1 (4)	O1—Pb1—C8—C9	−36.9 (16)
O3—Pb1—O4—C8	8.8 (3)	O3—C8—C9—C14	17.4 (9)
O1^ii—Pb1—O4—C8	−79.5 (4)	O4—C8—C9—C14	−161.6 (6)
O1—Pb1—O4—C8	−147.3 (4)	Pb1—C8—C9—C14	−99.8 (16)
Pb1^ii—O1—C1—O2	−130.8 (9)	O3—C8—C9—C10	−162.5 (6)
Pb1—O1—C1—O2	8.3 (6)	O4—C8—C9—C10	18.5 (9)
Pb1^ii—O1—C1—C2	54.7 (13)	Pb1—C8—C9—C10	80.3 (17)
Pb1—O1—C1—C2	−166.2 (6)	C14—C9—C10—C11	−0.4 (9)
Pb1—O2—C1—O1	−9.6 (7)	C8—C9—C10—C11	179.5 (6)
Pb1—O2—C1—C2	165.2 (5)	C9—C10—C11—N3	−176.0 (6)
O1—C1—C2—C7	152.0 (6)	C9—C10—C11—C12	0.4 (9)
O2—C1—C2—C7	−22.7 (9)	N3—C11—C12—C13	175.5 (6)
O1—C1—C2—C3	−29.3 (9)	C10—C11—C12—C13	−0.9 (10)
O2—C1—C2—C3	156.0 (6)	C11—C12—C13—C14	1.4 (9)
C7—C2—C3—C4	0.7 (10)	C11—C12—C13—N4	180.0 (6)
C1—C2—C3—C4	−178.1 (6)	Pb1^iii—N4—C13—C14	81.7 (6)
C2—C3—C4—C5	−1.4 (10)	Pb1^iii—N4—C13—C12	−96.9 (6)
C2—C3—C4—N1	175.1 (7)	C12—C13—C14—C9	−1.4 (9)
N1—C4—C5—C6	−177.5 (7)	N4—C13—C14—C9	−180.0 (5)
C3—C4—C5—C6	−1.1 (10)	C10—C9—C14—C13	0.9 (9)
C4—C5—C6—N2	−171.4 (6)	C8—C9—C14—C13	−179.0 (5)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···N3^iv	0.90	2.37	3.241 (9)	163
N2—H2A···O4^v	0.90	2.13	2.981 (7)	159
N3—H3B···O3^vi	0.90	2.15	2.945 (8)	147
N4—H4A···O4^vii	0.90	2.45	3.207 (7)	142
N4—H4B···O2^vii	0.90	2.25	3.074 (7)	152

Symmetry codes: (iv) x−1/2, −y+3/2, z+1/2; (v) x+1/2, −y+3/2, z+1/2; (vi) −x+1/2, y+1/2, −z+3/2; (vii) −x+1/2, y−1/2, −z+3/2.