Synthesis and crystal structure of catena-poly[[bis­(nitrato-κ2O,O′)strontium(II)]-di-μ-l-histidine-κ3O,O′:O;κ2O:O′]

Marimuthu, S.; Balakrishnan, T.; Percino, M.J.; Venkatesan, P.

doi:10.1107/S2056989025004694

research communications

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ISSN: 2056-9890

Volume 81| Part 7| July 2025| Pages 591-594

https://doi.org/10.1107/S2056989025004694

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Synthesis and crystal structure of catena-poly[[bis(nitrato-κ²O,O′)strontium(II)]-di-μ-L-histidine-κ³O,O′:O;κ²O:O′]

Sathish Marimuthu,^a Thangavelu Balakrishnan,^a ^* M. Judith Percino ^b and Perumal Venkatesan ^c ^*

^aCrystal Growth Laboratory, PG and Research Department of Physics, Thanthai Periyar Government Arts and Science College, (Autonomous and affiliated to Bharathidasan University, Tiruchirappalli), Tiruchirappalli-620 023, Tamil Nadu, India, ^bUnidad de Polímeros y Electrónica Orgánica, Instituto de Ciencias, Benemérita, Universidad Autónoma de Puebla, Val3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa, 72960, Puebla, Mexico, and ^cDepartment of Chemistry, Srimad Andavan Arts and Science, College (Autonomous and affiliated to Bharathidasan University, Tiruchirappalli), Tiruchirappalli-620 005, Tamil Nadu, India
^*Correspondence e-mail: [email protected], [email protected]

Edited by W. T. A. Harrison, University of Aberdeen, United Kingdom (Received 5 May 2025; accepted 24 May 2025; online 10 June 2025)

The title mono-periodic coordination polymer, [Sr(NO₃)₂(C₆H₉N₃O₂)₂]_n, was synthesized from L-histidine and strontium nitrate. Crystallizing in the monoclinic space group C2, the structure features an Sr²⁺ cation (site symmetry 2) coordinated by ten oxygen atoms from zwitterionic L-histidine ligands and nitrate anions, forming a distorted decahedral geometry with Sr—O bond lengths ranging from 2.645 (4) to 2.863 (4) Å. The bridging L-histidine molecules generate a polymeric chain extending along the [010] direction. The structure is consolidated by N—H⋯O, N—H⋯N and weak C—H⋯O hydrogen bonds, creating layers lying parallel to the bc plane.

Keywords: crystal structure; coordination polymer; L-histidine; strontium.

CCDC reference: 2453805

1. Chemical context

Coordination polymers and metal–organic frameworks are hybrid inorganic–organic materials characterized by extended crystal structures formed through coordination bonds between metal ions or metal-containing bridged clusters and multifunctional organic ligands. These structures can form chains, layers or three-dimensional networks, making them highly versatile materials (e.g., Tăbăcaru et al., 2018 ; Jiao et al., 2019 ; Pettinari et al., 2016 ). Over the past few decades, these phases have garnered significant attention from chemists, material scientists, and physicists, both in academia and industry, due to their remarkable structural diversity and wide-ranging applications in fields such as sensors (Wu et al., 2020 ; Wang, 2020 ), catalysis (Wu & Zhao, 2017 ; Zhu et al., 2017 ), photonics (Dhakshinamoorthy et al., 2016 ), gas storage and separation (Farrusseng, 2011 ), electronics (Baumann et al., 2019 ) and other applications.

Al-Terkawi et al. (2017 ) reported the synthesis and structural analysis of strontium coordination polymers containing deprotonated tetrafluorophthalic and phthalic acids. They synthesized two strontium-based dicarboxylate systems by a mechanochemical method and determined their structures from powder X-ray diffraction data. Dynamic vapor sorption tests showed no significant difference in adsorption behavior between dehydrated and hydrated samples. Zhang et al. (2014 ) synthesized and characterized a strontium(II) coordination polymer with pyridine-2,6-dicarboxylate anions, sulfate ions and water molecules. The crystal structure of this coordination polymer is consolidated by hydrogen bonding and π–π stacking interactions. Fei et al. (2005 ) described the synthesis and crystal structure of a hydrated di-periodic strontium–imidazolium carboxylate coordination polymer. The crystal structure reveals that the polymeric sheets are separated by near-planar water sheets. The water molecules form edge-sharing hexagons linked by O—H⋯O hydrogen bonds and establish hydrogen bonds with the imidazolium ions, while not interacting with the strontium cations.

L-histidine-based crystal structures have attracted significant attention in materials science due to their diverse properties and wide-ranging applications (Thangavel et al., 2022 ; Pereira et al., 2023 ; Li et al., 2022 ). The ability of L-histidine (C₆H₉N₃O₂) to coordinate with metals makes it an effective reagent for preparing metal–organic frameworks used in catalysis and adsorption. Additionally, these structures exhibit nonlinear optical properties, as well as piezoelectric and ferroelectric characteristics. Building on these earlier findings, and as part of our ongoing research into L-histidine-based metal–organic frameworks, we present here the synthesis and crystal structure of the title mono-periodic coordination polymer, [Sr(NO₃)₂(C₆H₉N₃O₂)₂]_n (I), formed from the reaction of L-histidine and strontium nitrate in aqueous solution.

2. Structural commentary

Compound (I) crystallizes in the monoclinic space group C2. The asymmetric unit consists of one zwitterionic L-histidine molecule, one nitrate anion and one Sr²⁺ cation (Fig. 1). The bond lengths (Table 1) around the carboxylate group of the L-histidine molecule indicate deprotonation, i.e., carrying a negative charge. The amine group of the L-histidine is protonated, resulting in its zwitterionic form in the crystal structure. The Sr²⁺ ion lies on a crystallographic twofold axis and is coordinated by ten oxygen atoms (Fig. 2). Among them, four originate from two L-histidine molecules that simultaneously chelate the Sr²⁺ cation via atoms O1 and O2, while two others come from two different bridging L-histidine molecules (via O2). The remaining four oxygen atoms belong to two chelating nitrate anions, which act as O,O-bidentate ligands. As a result, the Sr²⁺ cation adopts a distorted decahedral geometry. The Sr—O bond lengths range from 2.645 (4) to 2.863 (4) Å while the O—Sr—O angles vary between 45.60 (9) and 146.16 (10)°. These values are comparable to previously reported data (Parsekar et al., 2022 ; Natarajan et al., 2011 ; Arularasan et al., 2013 ). The bond lengths and bond angles in the L-histidine molecule are consistent with earlier reported crystal structures (Gokul Raj et al., 2006 ; Raghavalu et al., 2007 ; Muralidharan et al., 2013 ) : key torsion angles are presented in Table 1. The expected S configuration of C5 is confirmed by the refinement. The bridging L-histidine molecules connect neighboring metal ions into a polymeric chain propagating along [010] via atom O2, resulting in a Sr⋯Sr separation of 4.6574 (5) Å for adjacent metal ions (Fig. 2), i.e., the b cell dimension.

Table 1
Selected geometric parameters (Å, °)

Sr1—O2	2.645 (4)	Sr1—O2ⁱⁱ	2.863 (4)
Sr1—O3	2.674 (2)	C6—O2	1.245 (4)
Sr1—O1ⁱ	2.681 (2)	C6—O1	1.257 (4)
Sr1—O5	2.824 (3)

Sr1—O2—Sr1ⁱⁱⁱ	115.42 (6)

C3—C4—C5—N1	−55.2 (4)	N1—C5—C6—O2	−177.5 (2)
C3—C4—C5—C6	−177.7 (3)	C4—C5—C6—O2	−54.8 (4)
Symmetry codes: (i) ; (ii) ; (iii) .

Figure 1
The asymmetric unit of (I) showing 50% displacement ellipsoids.

Figure 2
A view of the coordination environment surrounding the strontium atom in (I).

3. Supramolecular features

In the extended structure, each polymeric chain is interconnected with neighboring chains via hydrogen bonds, including N2—H2A⋯O5 and N1—H1B⋯O1 (Table 2). The structure is consolidated by additional hydrogen-bonding interactions, including N1—H1B⋯N3, N1—H1A⋯O3, N1—H1A⋯O4, and N1—H1C⋯O1. Finally, the N1—H1A⋯O3 interaction results in the formation of a three-dimensional supramolecular architecture (Table 2, Fig. 3).

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯N3ⁱⁱⁱ	0.90 (2)	1.92 (2)	2.818 (3)	179 (3)
N1—H1C⋯O3^iv	0.85 (2)	2.99 (4)	3.387 (4)	111 (3)
N1—H1C⋯O1^v	0.85 (2)	2.24 (2)	3.039 (3)	156 (3)
N2—H2A⋯O4^vi	1.00 (5)	2.25 (5)	2.854 (3)	118 (4)
N2—H2A⋯O5^vii	1.00 (5)	2.28 (5)	3.180 (4)	148 (4)
C4—H4B⋯O5	0.97	2.54	3.507 (5)	175
C5—H5⋯O1ⁱ	0.98	2.55	3.373 (4)	142
Symmetry codes: (i) ; (iii) ; (iv) ; (v) ; (vi) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+1]$ ; (vii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+1]$ .

Figure 3
A view along the b-axis showing the packing of (I) with hydrogen bonds indicated by blue dashed lines.

4. Database survey

A search of the Cambridge Structural Database (CSD, Version 5.45, update of June 2024; Groom et al., 2016 ) using Conquest (Bruno et al., 2002 ) for a zwitterionic L-histidine molecule gave 87 hits, ten of which involved coordination to metal atoms, viz.: Zn [CSD refcode: DOBBEC01 (Mekhatria et al., 2011 ), KEKWIH (Chen & Bu 2006 ), NADWIA (Dong et al., 2010 ), and YAHLOJ (Fan et al., 2005 )], Rh (EYEWUD; Jalilehvand et al., 2021 ), Cd [HADXOD (Seo & Ok 2021 ), KITCIC (Sihem et al., 2019 ), KITCIC01 (Mohamedi et al., 2019 ), and KITCIC02 (Seo & Ok 2021)], Ag (TIGHEY; Mirolo et al., 2013 ). In contrast, a search for the neutral non-zwitterionic L-histidine molecule gave 28 hits, six of which displayed metal coordination: Pt [FARYUS (Baidina et al., 1990 ), and KUWQEZ (Ye et al., 2009 )], Hg (HISHGC; Adams et al., 1970 ), Ir (SETMOT; Krämer et al., 1990 ), Pd (VIWSUP01; Caubet et al., 1992 ), and V (WEGFIX01; Czernuszewicz et al., 1994 ). The coordination modes varied across these structures: mono O-coordination through the carboxyl group was observed in complexes with Zn (DOBBEC01), Cd (HADXOD, KITCIC, KITCIC 01, KITCIC 02), Zn (KEKWIH), and Hg (HISHGC). A bidentate O,O-coordination mode was seen in LIKREE (Arularasan et al., 2013). Coordination via N atoms either the amino group, the imidazole-ring nitrogen atom, or both, was evident in Pt (FARYUS, and KUWQEZ), Ir (SETMOT), Pd (VIWSUP01).

5. Synthesis and crystallization

In a 250 ml beaker, L-histidine (1.552 g) and strontium nitrate (2.12 g) were taken in equimolar amounts and dissolved in deionized water (30 ml) at room temperature. The mixture was stirred thoroughly for 4 h using a magnetic stirrer and then filtered. The beaker was placed in an undisturbed area to allow the mother solution to slowly evaporate. After 12 days, colorless single crystals of (I) with a well-formed triangular shape were harvested with dimensions of up to 0.9 × 0.4 × 0.3 mm.

6. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 3. The N-bound H atoms were located in a difference-Fourier map and refined with isotropic displacement parameters. All C-bound H atoms were included in calculated positions and treated as riding atoms with C—H = 0.93–0.98 Å and U_iso(H) = 1.2U_eq(C). The crystal studied was refined as a two-component inversion twin.

Table 3
Experimental details

Crystal data
Chemical formula	[Sr(NO₃)₂(C₆H₉N₃O₂)₂]
M_r	521.96
Crystal system, space group	Monoclinic, C2
Temperature (K)	298
a, b, c (Å)	24.9533 (7), 4.6575 (1), 8.1543 (2)
β (°)	105.695 (1)
V (Å³)	912.36 (4)
Z	2
Radiation type	Mo Kα
μ (mm⁻¹)	3.03
Crystal size (mm)	0.20 × 0.11 × 0.02

Data collection
Diffractometer	Bruker D8 VENTURE diffractometer with PHOTON II detector
Absorption correction	Multi-scan (SADABS; Krause et al., 2015 )
T_min, T_max	0.593, 0.799
No. of measured, independent and observed [I > 2σ(I)] reflections	9589, 1859, 1859
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.641

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.016, 0.045, 1.13
No. of reflections	1859
No. of parameters	158
No. of restraints	7
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.36, −0.19
Absolute structure	Refined as an inversion twin.
Absolute structure parameter	0.037 (8)
Computer programs: APEX4 and SAINT (Bruker, 2021 ), SHELXT2014/5 (Sheldrick, 2015a ), SHELXL2018/3 (Sheldrick, 2015b ), ORTEP-3 for Windows (Farrugia, 2012 ) and Mercury (Macrae et al., 2020 ).

Supporting information

CCDC reference: 2453805

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S2056989025004694/hb8141sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989025004694/hb8141Isup2.hkl

checkCIF report

Computing details top

catena-Poly[[bis(nitrato-κ²O,O')strontium(II)]-di-µ-L-histidine-κ³O,O':O;κ²O:O'] top

Crystal data top

[Sr(NO₃)₂(C₆H₉N₃O₂)₂]	F(000) = 528
M_r = 521.96	D_x = 1.900 Mg m⁻³
Monoclinic, C2	Mo Kα radiation, λ = 0.71073 Å
a = 24.9533 (7) Å	Cell parameters from 9983 reflections
b = 4.6575 (1) Å	θ = 3.4–27.1°
c = 8.1543 (2) Å	µ = 3.03 mm⁻¹
β = 105.695 (1)°	T = 298 K
V = 912.36 (4) Å³	Plate, colourless
Z = 2	0.20 × 0.11 × 0.02 mm

Data collection top

Bruker D8 VENTURE diffractometer with PHOTON II detector	1859 independent reflections
Radiation source: fine-focus sealed tube	1859 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.027
ω and φ scan	θ_max = 27.1°, θ_min = 3.4°
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	h = −31→31
T_min = 0.593, T_max = 0.799	k = −5→5
9589 measured reflections	l = −10→10

Refinement top

Refinement on F²	Hydrogen site location: mixed
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F² > 2σ(F²)] = 0.016	w = 1/[σ²(F_o²) + (0.0202P)² + 0.2576P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.045	(Δ/σ)_max = 0.001
S = 1.13	Δρ_max = 0.36 e Å⁻³
1859 reflections	Δρ_min = −0.19 e Å⁻³
158 parameters	Absolute structure: Refined as an inversion twin.
7 restraints	Absolute structure parameter: 0.037 (8)
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.

Refinement. Refined as a 2-component inversion twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Sr1	0.500000	0.90071 (5)	1.000000	0.01832 (9)
C1	0.27741 (10)	0.8961 (15)	0.2136 (3)	0.0323 (5)
H1	0.271782	1.046398	0.135723	0.039*
C2	0.26207 (12)	0.5153 (7)	0.3481 (4)	0.0297 (6)
H2	0.245095	0.357124	0.382380	0.036*
C3	0.31540 (11)	0.6064 (6)	0.4157 (3)	0.0234 (5)
C4	0.35847 (11)	0.4845 (7)	0.5642 (3)	0.0288 (7)
H4A	0.345129	0.301837	0.594645	0.035*
H4B	0.362698	0.612670	0.660601	0.035*
C5	0.41568 (10)	0.4382 (8)	0.5331 (3)	0.0206 (6)
H5	0.430841	0.625543	0.513984	0.025*
C6	0.45482 (10)	0.3017 (6)	0.6917 (3)	0.0210 (5)
O1	0.47792 (9)	0.0682 (5)	0.6740 (3)	0.0305 (5)
O2	0.46051 (8)	0.4284 (9)	0.8299 (2)	0.0312 (5)
O3	0.42251 (9)	0.6821 (6)	1.1355 (3)	0.0404 (6)
O4	0.33890 (11)	0.5834 (8)	0.9953 (4)	0.0652 (9)
O5	0.38281 (11)	0.9385 (10)	0.9198 (3)	0.0528 (9)
N1	0.41140 (9)	0.2554 (5)	0.3799 (3)	0.0221 (4)
N2	0.23858 (10)	0.7020 (6)	0.2203 (3)	0.0312 (5)
N3	0.32485 (9)	0.8489 (5)	0.3311 (3)	0.0287 (7)
N4	0.38007 (10)	0.7320 (6)	1.0161 (3)	0.0291 (5)
H1A	0.4028 (12)	0.357 (7)	0.286 (3)	0.040 (10)*
H1C	0.4414 (10)	0.165 (8)	0.386 (5)	0.043 (11)*
H1B	0.3835 (11)	0.127 (6)	0.364 (4)	0.035 (10)*
H2A	0.198 (2)	0.692 (12)	0.154 (6)	0.070 (15)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sr1	0.01760 (13)	0.02030 (14)	0.01563 (13)	0.000	0.00204 (9)	0.000
C1	0.0333 (12)	0.0333 (13)	0.0270 (11)	0.012 (2)	0.0027 (9)	0.006 (2)
C2	0.0239 (12)	0.0333 (13)	0.0314 (14)	0.0004 (11)	0.0064 (11)	−0.0006 (12)
C3	0.0196 (12)	0.0270 (12)	0.0225 (12)	0.0061 (10)	0.0040 (10)	−0.0031 (10)
C4	0.0234 (12)	0.042 (2)	0.0199 (11)	0.0091 (10)	0.0041 (10)	0.0014 (10)
C5	0.0199 (9)	0.0204 (19)	0.0189 (10)	0.0010 (11)	0.0011 (8)	0.0008 (11)
C6	0.0164 (11)	0.0236 (11)	0.0214 (12)	−0.0021 (8)	0.0020 (9)	0.0037 (9)
O1	0.0322 (10)	0.0312 (12)	0.0257 (10)	0.0112 (9)	0.0037 (8)	0.0065 (8)
O2	0.0321 (8)	0.0347 (14)	0.0203 (8)	−0.0028 (12)	−0.0041 (6)	−0.0038 (12)
O3	0.0265 (10)	0.0620 (16)	0.0309 (11)	−0.0031 (10)	0.0049 (9)	0.0114 (11)
O4	0.0360 (13)	0.087 (2)	0.077 (2)	−0.0342 (15)	0.0238 (14)	−0.0464 (18)
O5	0.0569 (14)	0.054 (2)	0.0441 (12)	0.0125 (17)	0.0086 (10)	0.0157 (17)
N1	0.0214 (10)	0.0264 (12)	0.0174 (10)	0.0018 (9)	0.0034 (8)	0.0017 (9)
N2	0.0204 (11)	0.0402 (14)	0.0280 (12)	0.0057 (10)	−0.0018 (9)	−0.0051 (11)
N3	0.0263 (10)	0.028 (2)	0.0284 (11)	0.0007 (9)	0.0024 (8)	−0.0024 (9)
N4	0.0232 (11)	0.0348 (15)	0.0283 (12)	0.0002 (10)	0.0050 (10)	−0.0090 (11)

Geometric parameters (Å, º) top

Sr1—O2ⁱ	2.645 (4)	C3—C4	1.497 (4)
Sr1—O2	2.645 (4)	C4—C5	1.531 (3)
Sr1—O3ⁱ	2.674 (2)	C4—H4A	0.9700
Sr1—O3	2.674 (2)	C4—H4B	0.9700
Sr1—O1ⁱⁱ	2.681 (2)	C5—N1	1.492 (4)
Sr1—O1ⁱⁱⁱ	2.681 (2)	C5—C6	1.532 (3)
Sr1—O5	2.824 (3)	C5—H5	0.9800
Sr1—O5ⁱ	2.824 (3)	C6—O2	1.245 (4)
Sr1—O2ⁱⁱⁱ	2.863 (4)	C6—O1	1.257 (4)
Sr1—O2ⁱⁱ	2.863 (4)	O3—N4	1.251 (3)
C1—N3	1.325 (3)	O4—N4	1.212 (4)
C1—N2	1.337 (6)	O5—N4	1.256 (5)
C1—H1	0.9300	N1—H1A	0.878 (19)
C2—N2	1.362 (4)	N1—H1C	0.85 (2)
C2—C3	1.363 (4)	N1—H1B	0.90 (2)
C2—H2	0.9300	N2—H2A	1.00 (5)
C3—N3	1.376 (4)

O2ⁱ—Sr1—O2	67.44 (12)	N2—C1—H1	124.0
O2ⁱ—Sr1—O3ⁱ	72.05 (7)	N2—C2—C3	106.4 (3)
O2—Sr1—O3ⁱ	71.04 (7)	N2—C2—H2	126.8
O2ⁱ—Sr1—O3	71.04 (7)	C3—C2—H2	126.8
O2—Sr1—O3	72.05 (7)	C2—C3—N3	109.5 (2)
O3ⁱ—Sr1—O3	135.25 (13)	C2—C3—C4	128.2 (3)
O2ⁱ—Sr1—O1ⁱⁱ	135.21 (7)	N3—C3—C4	122.3 (2)
O2—Sr1—O1ⁱⁱ	76.97 (8)	C3—C4—C5	114.6 (2)
O3ⁱ—Sr1—O1ⁱⁱ	71.26 (7)	C3—C4—H4A	108.6
O3—Sr1—O1ⁱⁱ	122.88 (6)	C5—C4—H4A	108.6
O2ⁱ—Sr1—O1ⁱⁱⁱ	76.97 (8)	C3—C4—H4B	108.6
O2—Sr1—O1ⁱⁱⁱ	135.21 (7)	C5—C4—H4B	108.6
O3ⁱ—Sr1—O1ⁱⁱⁱ	122.88 (6)	H4A—C4—H4B	107.6
O3—Sr1—O1ⁱⁱⁱ	71.26 (7)	N1—C5—C4	111.1 (2)
O1ⁱⁱ—Sr1—O1ⁱⁱⁱ	146.16 (10)	N1—C5—C6	110.8 (3)
O2ⁱ—Sr1—O5	112.88 (10)	C4—C5—C6	109.2 (2)
O2—Sr1—O5	73.43 (11)	N1—C5—H5	108.6
O3ⁱ—Sr1—O5	138.34 (8)	C4—C5—H5	108.6
O3—Sr1—O5	45.60 (9)	C6—C5—H5	108.6
O1ⁱⁱ—Sr1—O5	80.21 (7)	O2—C6—O1	124.7 (3)
O1ⁱⁱⁱ—Sr1—O5	97.68 (8)	O2—C6—C5	117.3 (3)
O2ⁱ—Sr1—O5ⁱ	73.43 (10)	O1—C6—C5	118.0 (2)
O2—Sr1—O5ⁱ	112.88 (10)	O2—C6—Sr1^iv	67.8 (2)
O3ⁱ—Sr1—O5ⁱ	45.60 (9)	O1—C6—Sr1^iv	59.51 (14)
O3—Sr1—O5ⁱ	138.34 (8)	C5—C6—Sr1^iv	161.20 (19)
O1ⁱⁱ—Sr1—O5ⁱ	97.68 (8)	C6—O1—Sr1^iv	96.65 (16)
O1ⁱⁱⁱ—Sr1—O5ⁱ	80.21 (7)	C6—O2—Sr1	143.5 (2)
O5—Sr1—O5ⁱ	172.85 (19)	C6—O2—Sr1^iv	88.4 (2)
O2ⁱ—Sr1—O2ⁱⁱⁱ	115.42 (6)	Sr1—O2—Sr1^iv	115.42 (6)
O2—Sr1—O2ⁱⁱⁱ	177.14 (9)	N4—O3—Sr1	99.34 (17)
O3ⁱ—Sr1—O2ⁱⁱⁱ	109.54 (7)	N4—O5—Sr1	92.04 (19)
O3—Sr1—O2ⁱⁱⁱ	108.60 (7)	C5—N1—H1A	112 (3)
O1ⁱⁱ—Sr1—O2ⁱⁱⁱ	100.50 (7)	C5—N1—H1C	112 (3)
O1ⁱⁱⁱ—Sr1—O2ⁱⁱⁱ	47.01 (7)	H1A—N1—H1C	109 (3)
O5—Sr1—O2ⁱⁱⁱ	104.94 (10)	C5—N1—H1B	112 (2)
O5ⁱ—Sr1—O2ⁱⁱⁱ	68.60 (10)	H1A—N1—H1B	104 (2)
O2ⁱ—Sr1—O2ⁱⁱ	177.14 (10)	H1C—N1—H1B	108 (3)
O2—Sr1—O2ⁱⁱ	115.42 (6)	C1—N2—C2	107.2 (2)
O3ⁱ—Sr1—O2ⁱⁱ	108.61 (7)	C1—N2—H2A	130 (3)
O3—Sr1—O2ⁱⁱ	109.54 (7)	C2—N2—H2A	123 (3)
O1ⁱⁱ—Sr1—O2ⁱⁱ	47.01 (7)	C1—N3—C3	104.9 (3)
O1ⁱⁱⁱ—Sr1—O2ⁱⁱ	100.50 (7)	O4—N4—O3	120.7 (3)
O5—Sr1—O2ⁱⁱ	68.60 (10)	O4—N4—O5	122.5 (3)
O5ⁱ—Sr1—O2ⁱⁱ	104.94 (10)	O3—N4—O5	116.8 (3)
O2ⁱⁱⁱ—Sr1—O2ⁱⁱ	61.72 (10)	O4—N4—Sr1	157.1 (2)
N3—C1—N2	112.0 (4)	O3—N4—Sr1	57.43 (14)
N3—C1—H1	124.0	O5—N4—Sr1	64.34 (16)

N2—C2—C3—N3	0.4 (3)	O1—C6—O2—Sr1	114.7 (4)
N2—C2—C3—C4	177.2 (3)	C5—C6—O2—Sr1	−66.8 (4)
C2—C3—C4—C5	132.6 (3)	Sr1^iv—C6—O2—Sr1	133.1 (3)
N3—C3—C4—C5	−51.0 (4)	O1—C6—O2—Sr1^iv	−18.4 (3)
C3—C4—C5—N1	−55.2 (4)	C5—C6—O2—Sr1^iv	160.1 (2)
C3—C4—C5—C6	−177.7 (3)	N3—C1—N2—C2	−0.7 (4)
N1—C5—C6—O2	−177.5 (2)	C3—C2—N2—C1	0.2 (4)
C4—C5—C6—O2	−54.8 (4)	N2—C1—N3—C3	0.9 (4)
N1—C5—C6—O1	1.1 (3)	C2—C3—N3—C1	−0.7 (3)
C4—C5—C6—O1	123.8 (3)	C4—C3—N3—C1	−177.8 (3)
N1—C5—C6—Sr1^iv	−76.2 (6)	Sr1—O3—N4—O4	153.1 (2)
C4—C5—C6—Sr1^iv	46.5 (7)	Sr1—O3—N4—O5	−26.0 (3)
O2—C6—O1—Sr1^iv	19.8 (3)	Sr1—O5—N4—O4	−154.9 (3)
C5—C6—O1—Sr1^iv	−158.6 (2)	Sr1—O5—N4—O3	24.2 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···N3^iv	0.90 (2)	1.92 (2)	2.818 (3)	179 (3)
N1—H1C···O3^v	0.85 (2)	2.99 (4)	3.387 (4)	111 (3)
N1—H1C···O1^vi	0.85 (2)	2.24 (2)	3.039 (3)	156 (3)
N2—H2A···O4^vii	1.00 (5)	2.25 (5)	2.854 (3)	118 (4)
N2—H2A···O5^viii	1.00 (5)	2.28 (5)	3.180 (4)	148 (4)
C4—H4B···O5	0.97	2.54	3.507 (5)	175
C5—H5···O1ⁱⁱ	0.98	2.55	3.373 (4)	142

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

Funding information

PV and MJP thank VIEP-BUAP for project 100184100-VIEP2024 and also thank VIEP-BUAP for a Visiting Professor Fellowship.

References

Adams, M. J., Hodgkin, D. C. & Raeburn, U. A. (1970). J. Chem. Soc. A pp. 2632. CSD CrossRef Google Scholar
Al-Terkawi, A.-A., Scholz, G., Emmerling, F. & Kemnitz, E. (2017). Dalton Trans. 46, 12574–12587. PubMed Google Scholar
Arularasan, P., Chakkaravarthi, G. & Mohan, R. (2013). Acta Cryst. E69, m597. CSD CrossRef IUCr Journals Google Scholar
Baidina, I. A., Slyudkin, O. P. & Borisov, S. V. (1990). J. Struct. Chem. 31, 503–506. CrossRef Google Scholar
Baumann, A. E., Burns, D. A., Liu, B. & Thoi, V. S. (2019). Commun. Chem. 2, 86. Web of Science CrossRef Google Scholar
Bruker (2021). APEX4 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruno, I. J., Cole, J. C., Edgington, P. R., Kessler, M., Macrae, C. F., McCabe, P., Pearson, J. & Taylor, R. (2002). Acta Cryst. B58, 389–397. Web of Science CrossRef CAS IUCr Journals Google Scholar
Caubet, A., Moreno, V., Molins, E. & Miravitlles, C. (1992). J. Inorg. Biochem. 48, 135–152. CSD CrossRef CAS Web of Science Google Scholar
Chen, L. & Bu, X. (2006). Chem. Mater. 18, 1857–1860. CSD CrossRef CAS Google Scholar
Czernuszewicz, R. S., Yan, Q., Bond, M. R. & Carrano, C. J. (1994). Inorg. Chem. 33, 6116–6119. CSD CrossRef CAS Web of Science Google Scholar
Dhakshinamoorthy, A., Asiri, A. M. & García, H. (2016). Angew. Chem. Int. Ed. 55, 5414–5445. CrossRef CAS Google Scholar
Dong, Z., Zhao, V., Liang, Z., Chen, P., Yan, Y., Li, J., Yu, J. & Xu, R. (2010). Dalton Trans. 39, 5439–5445. CSD CrossRef PubMed Google Scholar
Fan, J., Slebodnick, C., Angel, R. & Hanson, B. E. (2005). Inorg. Chem. 44, 552–558. Web of Science CSD CrossRef PubMed CAS Google Scholar
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854. Web of Science CrossRef CAS IUCr Journals Google Scholar
Farrusseng, D. (2011). Metal-organic frameworks: applications from catalysis to gas storage. Chichester: John Wiley & Sons. ISBN 978-3527328703 Google Scholar
Fei, Z., Geldbach, T. J., Zhao, D., Scopelliti, R. & Dyson, P. J. (2005). Inorg. Chem. 44, 5200–5202. Web of Science CSD CrossRef PubMed CAS Google Scholar
Gokul Raj, S., Ramesh Kumar, G., Raghavalu, T., Mohan, R. & Jayavel, R. (2006). Acta Cryst. E62, o1178–o1180. Web of Science CSD CrossRef IUCr Journals Google Scholar
Groom, C. R., Bruno, I. J., Lightfoot, M. P. & Ward, S. C. (2016). Acta Cryst. B72, 171–179. Web of Science CrossRef IUCr Journals Google Scholar
Jalilehvand, F., Enriquez Garcia, A., Niksirat, P., Finfrock, Y. Z. & Gelfand, B. S. (2021). J. Inorg. Biochem. 224, 111556. CSD CrossRef PubMed Google Scholar
Jiao, L., Seow, J. Y. R., Skinner, W. S., Wang, Z. U. & Jiang, H.-L. (2019). Mater. Today 27, 43–68. CrossRef Google Scholar
Krämer, R., Polborn, K., Wanjek, H., Zahn, I. & Beck, W. (1990). Chem. Ber. 123, 767–778. Google Scholar
Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Cryst. 48, 3–10. Web of Science CSD CrossRef ICSD CAS IUCr Journals Google Scholar
Li, J., Yao, S.-L., Zheng, T.-F., Xu, H., Li, J.-Y., Peng, Y., Chen, J.-L., Liu, S.-J. & Wen, H.-R. (2022). Dalton Trans. 51, 5983–5988. CSD CrossRef PubMed Google Scholar
Macrae, C. F., Sovago, I., Cottrell, S. J., Galek, P. T. A., McCabe, P., Pidcock, E., Platings, M., Shields, G. P., Stevens, J. S., Towler, M. & Wood, P. A. (2020). J. Appl. Cryst. 53, 226–235. Web of Science CrossRef CAS IUCr Journals Google Scholar
Mekhatria, D., Rigolet, S., Janiak, C., Simon-Masseron, A., Hasnaoui, M. A. & Bengueddach, A. (2011). Cryst. Growth Des. 11, 396–404. CSD CrossRef CAS Google Scholar
Mirolo, L., Schmidt, T., Eckhardt, S., Meuwly, M. & Fromm, K. M. (2013). Chem. A Eur. J. 19, 1754–1761. CSD CrossRef Google Scholar
Mohamedi, N., Elleuch, S., Boufas, S., Legouira, M. & Djazi, F. (2019). Acta Cryst. E75, 823–825. CSD CrossRef IUCr Journals Google Scholar
Muralidharan, S., Nagapandiselvi, P., Srinivasan, T., Gopalakrishnan, R. & Velmurugan, D. (2013). Acta Cryst. E69, o804. CSD CrossRef IUCr Journals Google Scholar
Natarajan, S., Kalyana Sundar, J., Athimoolam, S. & Srinivasan, B. R. (2011). J. Coord. Chem. 64, 2274–2283. CSD CrossRef Google Scholar
Parsekar, N. U., Bhargao, P. H., Näther, C., Bensch, W. & Srinivasan, B. R. (2022). J. Inorg. Organomet. Polym. 32, 200–215. CSD CrossRef CAS Google Scholar
Pereira, F. A. R., Macedo-Filho, A., Silva, A. M., Frazão, N. F., Sarmento, R. G., Lima, K. A. L., Melo, J. J. S., Pereira Junior, M. L., Ribeiro Junior, L. A. & Freire, V. N. (2023). J. Mol. Model. 29, 205. CrossRef PubMed Google Scholar
Pettinari, C., Tăbăcaru, A. & Galli, S. (2016). Coord. Chem. Rev. 307, 1–31. Web of Science CrossRef CAS Google Scholar
Raghavalu, T., Kumar, K. S., Kumar, G. R., Gokul Raj, S. & Mohan, R. (2007). Acta Cryst. E63, o1706–o1707. CSD CrossRef IUCr Journals Google Scholar
Seo, W. & Ok, K. M. (2021). Inorg. Chem. Front. 8, 4536–4543. CSD CrossRef Google Scholar
Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sihem, B., Nacira, M., Slim, E., Messaoud, L. & Faical, D. (2019). CSD Communication (refcode KITCIC). CCDC, Cambridge, England. Google Scholar
Tăbăcaru, A., Pettinari, C. & Galli, S. (2018). Coord. Chem. Rev. 372, 1–30. Google Scholar
Thangavel, S., Kathiravan, V., Ashok Kumar, R., Satheesh Kumar, G. & Selvarajan, P. (2022). J. Mater. Sci. Mater. Electron. 33, 12249–12258. CrossRef Google Scholar
Wang, L. (2020). Sens. Actuators A Phys. 307, 111984. CrossRef Google Scholar
Wu, C.-D. & Zhao, M. (2017). Adv. Mater. 29, 1605446. CrossRef Google Scholar
Wu, F., Ye, J., Cao, Y., Wang, Z., Miao, T. & Shi, Q. (2020). Luminescence 35, 440–446. CrossRef PubMed Google Scholar
Ye, Q.-S., Xie, M.-J., Liu, W.-P., Chen, X.-Z., Yu, Y., Chang, Q.-W. & Hou, S.-Q. (2009). Chem. Pharm. Bull. 57, 424–427. CSD CrossRef Google Scholar
Zhang, W., Qi, S.-G. & Feng, Y.-Q. (2014). Acta Cryst. C70, 584–587. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhu, L., Liu, X.-Q., Jiang, H.-L. & Sun, L.-B. (2017). Chem. Rev. 117, 8129–8176. CrossRef CAS PubMed Google Scholar

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