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A novel manganese(III)–porphyrin com­plex, namely, catena-poly[[chlorido­manganese(III)]-μ2-5,10,15,20-tetra­kis­(pyridin-3-yl)-21H,23H-porphinato(2−)-κ5N21,N22,N23,N24:N5], [MnCl(C40H24N8)]n, 1, was prepared by the hydro­thermal reaction of manganese chloride with 5,10,15,20-tetra­kis­(pyridin-3-yl)-21H,23H-porphine. The crystal structure was determined by single-crystal X-ray diffraction. The porphyrin macrocycle exhibits a saddle-like distortion geometry. The MnIII atom has a six-coordination geometry. Each porphyrin unit links to two neighbouring units to yield a one-dimensional coordination polymer. These chains are further inter­linked by hydrogen bonds to form a two-dimensional network. The com­plex shows red photoluminescence emission bands in ethanol solution, which can be attributed to ligand-to-ligand charge transfer (LLCT) accom­panied by partial metal-to-ligand charge transfer (MLCT), as revealed by TDDFT calculations.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229620004350/oc3002sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229620004350/oc3002Isup2.hkl
Contains datablock I

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2053229620004350/oc3002sup3.pdf
Simulated powder pattern

CCDC reference: 1977056

Computing details top

Data collection: CrysAlis PRO (Rigaku OD, 2015); cell refinement: CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015); program(s) used to solve structure: SHELXT2018 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Putz, 2005) and ASP (Chen, 2006); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

catena-Poly[[chloridomanganese(III)]-µ2-5,10,15,20-tetrakis(pyridin-3-yl)-21H,23H-porphinato(2-)-κ5N21,N22,N23,N24:N5] top
Crystal data top
[MnCl(C40H24N8)]Dx = 1.488 Mg m3
Mr = 707.06Melting point: not measured K
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 9.5189 (4) ÅCell parameters from 6010 reflections
b = 14.2450 (5) Åθ = 3.8–28.8°
c = 23.4079 (9) ŵ = 0.55 mm1
β = 95.920 (3)°T = 293 K
V = 3157.1 (2) Å3Block, black
Z = 40.21 × 0.15 × 0.13 mm
F(000) = 1448
Data collection top
Rigaku OD SuperNova (Mo) X-ray Source
diffractometer
5560 independent reflections
Radiation source: micro-focus sealed X-ray tube4759 reflections with I > 2σ(I)
Detector resolution: 8.0894 pixels mm-1Rint = 0.018
ω scansθmax = 25.0°, θmin = 3.5°
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku OD, 2015)
h = 1111
Tmin = 0.906, Tmax = 0.931k = 1416
12826 measured reflectionsl = 2719
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.098 w = 1/[σ2(Fo2) + (0.0448P)2 + 1.8589P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max = 0.001
5560 reflectionsΔρmax = 0.42 e Å3
451 parametersΔρmin = 0.36 e Å3
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
Mn10.53315 (3)0.51127 (2)0.18745 (2)0.02493 (11)
Cl10.30211 (6)0.57552 (5)0.14745 (3)0.04700 (18)
N10.46986 (18)0.38903 (12)0.22076 (7)0.0261 (4)
N20.57766 (18)0.44246 (12)0.11624 (7)0.0261 (4)
N30.61812 (18)0.62870 (12)0.15821 (7)0.0248 (4)
N40.51138 (19)0.57451 (12)0.26256 (7)0.0269 (4)
N50.5870 (3)0.03307 (18)0.11457 (13)0.0700 (8)
N61.0321 (2)0.63201 (17)0.00385 (9)0.0474 (6)
N70.72104 (19)0.96742 (13)0.27828 (8)0.0308 (4)
N80.5205 (4)0.38846 (19)0.47868 (10)0.0693 (8)
C10.4436 (2)0.37197 (16)0.27688 (9)0.0290 (5)
C20.4086 (3)0.27496 (16)0.28289 (10)0.0365 (6)
H2A0.3875850.2454710.3164130.044*
C30.4118 (3)0.23446 (16)0.23143 (10)0.0372 (6)
H3A0.3902980.1721470.2224850.045*
C40.4540 (2)0.30382 (15)0.19282 (9)0.0285 (5)
C50.4900 (2)0.28457 (16)0.13776 (10)0.0304 (5)
C60.5500 (2)0.34957 (16)0.10322 (9)0.0294 (5)
C70.6006 (3)0.32772 (17)0.04943 (10)0.0386 (6)
H7A0.5917660.2702360.0305740.046*
C80.6632 (3)0.40463 (17)0.03091 (10)0.0379 (6)
H8A0.7066550.4100620.0027420.045*
C90.6506 (2)0.47688 (16)0.07259 (9)0.0285 (5)
C100.7038 (2)0.56732 (16)0.06973 (9)0.0276 (5)
C110.6788 (2)0.63898 (15)0.10799 (9)0.0282 (5)
C120.7061 (3)0.73639 (17)0.09892 (10)0.0379 (6)
H12A0.7483950.7617480.0683130.045*
C130.6597 (3)0.78459 (16)0.14264 (10)0.0364 (6)
H13A0.6612860.8494220.1473170.044*
C140.6071 (2)0.71704 (15)0.18080 (9)0.0269 (5)
C150.5596 (2)0.73716 (15)0.23377 (9)0.0266 (5)
C160.5190 (2)0.66947 (15)0.27223 (9)0.0282 (5)
C170.4865 (3)0.68838 (17)0.32943 (10)0.0403 (6)
H17A0.4832260.7472610.3463990.048*
C180.4615 (3)0.60598 (18)0.35418 (10)0.0422 (6)
H18A0.4389470.5971750.3915320.051*
C190.4760 (2)0.53402 (17)0.31243 (9)0.0314 (5)
C200.4498 (2)0.43856 (16)0.32072 (9)0.0314 (5)
C210.5840 (3)0.1212 (2)0.13315 (14)0.0592 (8)
H21A0.6581000.1410350.1593780.071*
C220.4790 (3)0.18577 (16)0.11645 (10)0.0347 (5)
C230.3685 (3)0.15530 (19)0.07808 (11)0.0470 (7)
H23A0.2948070.1956700.0657210.056*
C240.3691 (4)0.0643 (2)0.05841 (13)0.0597 (8)
H24A0.2957260.0420240.0326810.072*
C250.4798 (4)0.0073 (2)0.07744 (15)0.0632 (9)
H25A0.4796740.0537410.0632980.076*
C260.9382 (3)0.61381 (18)0.04065 (10)0.0388 (6)
H26A0.9678880.6174340.0796980.047*
C270.7982 (2)0.58969 (16)0.02431 (9)0.0299 (5)
C280.7557 (3)0.58433 (18)0.03354 (10)0.0384 (6)
H28A0.6635640.5671660.0464510.046*
C290.8517 (3)0.60483 (19)0.07231 (10)0.0440 (6)
H29A0.8249310.6030380.1116440.053*
C300.9860 (3)0.62764 (19)0.05162 (11)0.0462 (7)
H30A1.0498410.6410590.0780180.055*
C310.6987 (2)0.87867 (16)0.26209 (9)0.0309 (5)
H31A0.7771970.8421640.2565870.037*
C320.5673 (2)0.83681 (15)0.25286 (9)0.0265 (5)
C330.4513 (2)0.89075 (17)0.26223 (10)0.0347 (5)
H33A0.3610510.8650890.2576100.042*
C340.4714 (3)0.98318 (17)0.27852 (11)0.0394 (6)
H34A0.3947571.0210740.2846250.047*
C350.6069 (3)1.01845 (16)0.28560 (10)0.0346 (5)
H35A0.6193101.0811270.2960380.041*
C360.5316 (3)0.4174 (2)0.42459 (11)0.0520 (7)
H36A0.6150050.4467320.4169560.062*
C370.4264 (3)0.40624 (16)0.37959 (10)0.0372 (6)
C380.3029 (3)0.3627 (2)0.39138 (12)0.0507 (7)
H38A0.2292390.3543870.3625020.061*
C390.2900 (4)0.3319 (2)0.44624 (14)0.0680 (10)
H39A0.2085290.3012580.4548380.082*
C400.3987 (5)0.3469 (2)0.48775 (13)0.0743 (11)
H40A0.3875520.3270000.5248510.089*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0295 (2)0.01878 (18)0.02758 (19)0.00305 (14)0.00787 (13)0.00290 (13)
Cl10.0322 (3)0.0521 (4)0.0564 (4)0.0018 (3)0.0033 (3)0.0009 (3)
N10.0264 (10)0.0223 (10)0.0305 (10)0.0027 (8)0.0071 (7)0.0019 (7)
N20.0260 (10)0.0235 (10)0.0293 (10)0.0011 (8)0.0062 (7)0.0010 (7)
N30.0272 (10)0.0203 (9)0.0275 (9)0.0004 (8)0.0061 (7)0.0025 (7)
N40.0324 (10)0.0211 (10)0.0281 (10)0.0013 (8)0.0072 (7)0.0019 (7)
N50.0755 (19)0.0336 (14)0.100 (2)0.0084 (13)0.0019 (16)0.0176 (14)
N60.0384 (12)0.0551 (15)0.0503 (14)0.0078 (11)0.0126 (10)0.0051 (11)
N70.0322 (11)0.0228 (10)0.0370 (11)0.0006 (8)0.0020 (8)0.0031 (8)
N80.118 (3)0.0507 (16)0.0372 (14)0.0126 (17)0.0033 (14)0.0029 (12)
C10.0275 (12)0.0277 (12)0.0327 (12)0.0002 (10)0.0072 (9)0.0022 (9)
C20.0467 (15)0.0249 (12)0.0393 (13)0.0031 (11)0.0106 (11)0.0051 (10)
C30.0465 (15)0.0204 (12)0.0455 (14)0.0043 (11)0.0090 (11)0.0008 (10)
C40.0273 (12)0.0222 (11)0.0363 (12)0.0024 (9)0.0047 (9)0.0014 (9)
C50.0286 (12)0.0248 (12)0.0380 (13)0.0017 (10)0.0045 (9)0.0045 (10)
C60.0285 (12)0.0241 (12)0.0365 (12)0.0019 (9)0.0073 (9)0.0062 (9)
C70.0434 (15)0.0306 (13)0.0447 (14)0.0056 (11)0.0190 (11)0.0149 (11)
C80.0395 (14)0.0374 (14)0.0398 (13)0.0060 (11)0.0192 (10)0.0115 (11)
C90.0256 (12)0.0277 (12)0.0330 (12)0.0002 (9)0.0065 (9)0.0035 (9)
C100.0276 (12)0.0276 (12)0.0282 (11)0.0000 (9)0.0063 (9)0.0011 (9)
C110.0298 (12)0.0243 (12)0.0313 (12)0.0015 (10)0.0067 (9)0.0008 (9)
C120.0528 (16)0.0269 (13)0.0364 (13)0.0066 (11)0.0163 (11)0.0023 (10)
C130.0512 (15)0.0189 (12)0.0405 (13)0.0021 (11)0.0116 (11)0.0004 (10)
C140.0288 (12)0.0200 (11)0.0322 (12)0.0004 (9)0.0042 (9)0.0010 (9)
C150.0258 (11)0.0199 (11)0.0341 (12)0.0005 (9)0.0030 (9)0.0034 (9)
C160.0317 (12)0.0236 (12)0.0300 (12)0.0012 (9)0.0058 (9)0.0042 (9)
C170.0579 (17)0.0284 (13)0.0367 (13)0.0016 (12)0.0152 (11)0.0088 (10)
C180.0624 (17)0.0350 (14)0.0316 (13)0.0012 (13)0.0168 (11)0.0028 (11)
C190.0373 (13)0.0295 (13)0.0285 (12)0.0021 (10)0.0081 (9)0.0017 (9)
C200.0353 (13)0.0289 (13)0.0310 (12)0.0004 (10)0.0078 (9)0.0017 (9)
C210.0568 (19)0.0362 (16)0.082 (2)0.0036 (14)0.0059 (15)0.0185 (15)
C220.0420 (14)0.0238 (12)0.0403 (13)0.0071 (11)0.0132 (10)0.0066 (10)
C230.0535 (17)0.0330 (14)0.0536 (16)0.0068 (13)0.0015 (12)0.0070 (12)
C240.074 (2)0.0425 (18)0.0601 (19)0.0190 (16)0.0029 (15)0.0162 (14)
C250.087 (3)0.0304 (16)0.075 (2)0.0073 (16)0.0180 (18)0.0195 (15)
C260.0401 (14)0.0426 (15)0.0342 (13)0.0088 (12)0.0066 (10)0.0013 (11)
C270.0342 (13)0.0232 (11)0.0335 (12)0.0002 (10)0.0087 (9)0.0003 (9)
C280.0352 (14)0.0431 (15)0.0367 (13)0.0001 (11)0.0030 (10)0.0031 (11)
C290.0535 (17)0.0494 (17)0.0301 (13)0.0024 (13)0.0091 (11)0.0053 (11)
C300.0510 (17)0.0476 (17)0.0432 (16)0.0010 (13)0.0201 (12)0.0110 (12)
C310.0293 (12)0.0259 (12)0.0376 (13)0.0014 (10)0.0043 (9)0.0055 (10)
C320.0300 (12)0.0220 (11)0.0280 (11)0.0016 (9)0.0056 (9)0.0014 (9)
C330.0261 (12)0.0318 (13)0.0467 (14)0.0022 (10)0.0068 (10)0.0063 (11)
C340.0354 (14)0.0304 (13)0.0529 (15)0.0082 (11)0.0076 (11)0.0065 (11)
C350.0417 (14)0.0216 (12)0.0404 (13)0.0008 (11)0.0045 (10)0.0051 (10)
C360.075 (2)0.0388 (15)0.0416 (16)0.0048 (14)0.0030 (13)0.0013 (12)
C370.0554 (16)0.0242 (12)0.0337 (13)0.0062 (11)0.0123 (11)0.0019 (10)
C380.0622 (19)0.0489 (17)0.0439 (15)0.0008 (14)0.0191 (13)0.0110 (13)
C390.097 (3)0.058 (2)0.055 (2)0.0047 (19)0.0357 (19)0.0192 (16)
C400.137 (4)0.051 (2)0.0378 (18)0.015 (2)0.022 (2)0.0139 (15)
Geometric parameters (Å, º) top
Mn1—N42.0053 (17)C13—H13A0.9300
Mn1—N32.0087 (17)C14—C151.393 (3)
Mn1—N22.0159 (17)C15—C161.400 (3)
Mn1—N12.0249 (18)C15—C321.488 (3)
Mn1—N7i2.4741 (18)C16—C171.431 (3)
Mn1—Cl12.4752 (7)C17—C181.341 (3)
N1—C41.380 (3)C17—H17A0.9300
N1—C11.384 (3)C18—C191.433 (3)
N2—C61.377 (3)C18—H18A0.9300
N2—C91.383 (3)C19—C201.400 (3)
N3—C111.370 (3)C20—C371.491 (3)
N3—C141.373 (3)C21—C221.384 (4)
N4—C161.372 (3)C21—H21A0.9300
N4—C191.375 (3)C22—C231.380 (4)
N5—C251.322 (4)C23—C241.376 (4)
N5—C211.330 (4)C23—H23A0.9300
N6—C301.328 (3)C24—C251.368 (5)
N6—C261.330 (3)C24—H24A0.9300
N7—C311.331 (3)C25—H25A0.9300
N7—C351.333 (3)C26—C271.391 (3)
N8—C401.338 (5)C26—H26A0.9300
N8—C361.346 (4)C27—C281.375 (3)
C1—C201.394 (3)C28—C291.384 (3)
C1—C21.432 (3)C28—H28A0.9300
C2—C31.339 (3)C29—C301.359 (4)
C2—H2A0.9300C29—H29A0.9300
C3—C41.425 (3)C30—H30A0.9300
C3—H3A0.9300C31—C321.383 (3)
C4—C51.394 (3)C31—H31A0.9300
C5—C61.390 (3)C32—C331.381 (3)
C5—C221.493 (3)C33—C341.379 (3)
C6—C71.428 (3)C33—H33A0.9300
C7—C81.340 (3)C34—C351.378 (3)
C7—H7A0.9300C34—H34A0.9300
C8—C91.432 (3)C35—H35A0.9300
C8—H8A0.9300C36—C371.386 (4)
C9—C101.389 (3)C36—H36A0.9300
C10—C111.395 (3)C37—C381.382 (4)
C10—C271.495 (3)C38—C391.375 (4)
C11—C121.432 (3)C38—H38A0.9300
C12—C131.344 (3)C39—C401.361 (5)
C12—H12A0.9300C39—H39A0.9300
C13—C141.438 (3)C40—H40A0.9300
N4—Mn1—N390.36 (7)C16—C15—C32118.18 (19)
N4—Mn1—N2173.18 (7)N4—C16—C15125.89 (19)
N3—Mn1—N289.82 (7)N4—C16—C17109.09 (19)
N4—Mn1—N189.25 (7)C15—C16—C17124.9 (2)
N3—Mn1—N1173.52 (7)C18—C17—C16107.7 (2)
N2—Mn1—N189.80 (7)C18—C17—H17A126.1
N4—Mn1—N7i90.51 (7)C16—C17—H17A126.1
N3—Mn1—N7i85.42 (7)C17—C18—C19107.3 (2)
N2—Mn1—N7i82.71 (7)C17—C18—H18A126.3
N1—Mn1—N7i88.11 (7)C19—C18—H18A126.3
N4—Mn1—Cl189.85 (6)N4—C19—C20126.0 (2)
N3—Mn1—Cl186.36 (5)N4—C19—C18109.2 (2)
N2—Mn1—Cl196.97 (5)C20—C19—C18124.7 (2)
N1—Mn1—Cl1100.11 (5)C1—C20—C19123.6 (2)
N7i—Mn1—Cl1171.77 (5)C1—C20—C37118.1 (2)
C4—N1—C1105.91 (18)C19—C20—C37118.3 (2)
C4—N1—Mn1126.60 (14)N5—C21—C22125.0 (3)
C1—N1—Mn1127.34 (14)N5—C21—H21A117.5
C6—N2—C9106.02 (17)C22—C21—H21A117.5
C6—N2—Mn1126.76 (14)C23—C22—C21117.0 (2)
C9—N2—Mn1127.07 (15)C23—C22—C5122.4 (2)
C11—N3—C14106.76 (17)C21—C22—C5120.5 (2)
C11—N3—Mn1126.98 (14)C24—C23—C22119.0 (3)
C14—N3—Mn1125.62 (14)C24—C23—H23A120.5
C16—N4—C19106.68 (17)C22—C23—H23A120.5
C16—N4—Mn1125.38 (14)C25—C24—C23118.7 (3)
C19—N4—Mn1127.77 (15)C25—C24—H24A120.6
C25—N5—C21115.9 (3)C23—C24—H24A120.6
C30—N6—C26116.6 (2)N5—C25—C24124.4 (3)
C31—N7—C35116.5 (2)N5—C25—H25A117.8
C31—N7—Mn1ii116.75 (15)C24—C25—H25A117.8
C35—N7—Mn1ii125.23 (15)N6—C26—C27124.0 (2)
C40—N8—C36116.0 (3)N6—C26—H26A118.0
N1—C1—C20125.5 (2)C27—C26—H26A118.0
N1—C1—C2109.23 (19)C28—C27—C26117.5 (2)
C20—C1—C2125.2 (2)C28—C27—C10123.4 (2)
C3—C2—C1107.5 (2)C26—C27—C10119.1 (2)
C3—C2—H2A126.3C27—C28—C29119.1 (2)
C1—C2—H2A126.3C27—C28—H28A120.4
C2—C3—C4107.8 (2)C29—C28—H28A120.4
C2—C3—H3A126.1C30—C29—C28118.5 (2)
C4—C3—H3A126.1C30—C29—H29A120.7
N1—C4—C5125.9 (2)C28—C29—H29A120.7
N1—C4—C3109.48 (19)N6—C30—C29124.3 (2)
C5—C4—C3124.2 (2)N6—C30—H30A117.9
C6—C5—C4124.1 (2)C29—C30—H30A117.9
C6—C5—C22116.89 (19)N7—C31—C32124.7 (2)
C4—C5—C22118.6 (2)N7—C31—H31A117.6
N2—C6—C5126.3 (2)C32—C31—H31A117.6
N2—C6—C7109.29 (19)C33—C32—C31117.4 (2)
C5—C6—C7124.3 (2)C33—C32—C15124.3 (2)
C8—C7—C6108.0 (2)C31—C32—C15118.31 (19)
C8—C7—H7A126.0C34—C33—C32119.1 (2)
C6—C7—H7A126.0C34—C33—H33A120.5
C7—C8—C9107.2 (2)C32—C33—H33A120.5
C7—C8—H8A126.4C35—C34—C33118.8 (2)
C9—C8—H8A126.4C35—C34—H34A120.6
N2—C9—C10125.32 (19)C33—C34—H34A120.6
N2—C9—C8109.43 (19)N7—C35—C34123.4 (2)
C10—C9—C8125.3 (2)N7—C35—H35A118.3
C9—C10—C11124.09 (19)C34—C35—H35A118.3
C9—C10—C27118.77 (19)N8—C36—C37124.0 (3)
C11—C10—C27117.11 (19)N8—C36—H36A118.0
N3—C11—C10126.0 (2)C37—C36—H36A118.0
N3—C11—C12109.27 (19)C38—C37—C36117.6 (2)
C10—C11—C12124.6 (2)C38—C37—C20122.3 (2)
C13—C12—C11107.6 (2)C36—C37—C20120.1 (2)
C13—C12—H12A126.2C39—C38—C37119.3 (3)
C11—C12—H12A126.2C39—C38—H38A120.3
C12—C13—C14107.1 (2)C37—C38—H38A120.3
C12—C13—H13A126.4C40—C39—C38118.8 (3)
C14—C13—H13A126.4C40—C39—H39A120.6
N3—C14—C15125.19 (19)C38—C39—H39A120.6
N3—C14—C13109.18 (18)N8—C40—C39124.3 (3)
C15—C14—C13125.5 (2)N8—C40—H40A117.9
C14—C15—C16124.5 (2)C39—C40—H40A117.9
C14—C15—C32116.95 (19)
Symmetry codes: (i) x+3/2, y1/2, z+1/2; (ii) x+3/2, y+1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C34—H34A···Cl1iii0.932.693.527 (3)150
Symmetry code: (iii) x+1/2, y+1/2, z+1/2.
 

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