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Single crystals of the title new cyclo­hexa­phosphate, 6C7H8Cl2N+·P6O186-·6H2O, were synthesized and investigated by X-ray diffraction. The phosphate rings are centrosymmetric. The asymmetric unit consists of three cations, one half-anion and three water molecules. The three-dimensional network is built up from parallel layers of anionic P6O18 rings and water mol­ecules, between which the organic mol­ecules are inserted. The 3,4-dichloro­benzyl­amine exercises an electrostatic inter­action with the inorganic anions and establishes strong hydrogen bonds with the O atoms of the ring and the water mol­ecules.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807012597/zl2005sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807012597/zl2005Isup2.hkl
Contains datablock I

CCDC reference: 647723

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.046
  • wR factor = 0.122
  • Data-to-parameter ratio = 18.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.70 mm PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O6 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C1 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C8 PLAT432_ALERT_2_C Short Inter X...Y Contact O10 .. C1 .. 2.99 Ang. PLAT731_ALERT_1_C Bond Calc 0.82(4), Rep 0.821(19) ...... 2.11 su-Ra O10 -H10B 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.80(4), Rep 0.802(19) ...... 2.11 su-Ra O12 -H12A 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.82(4), Rep 0.821(19) ...... 2.11 su-Ra O10 -H10B 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.80(4), Rep 0.802(19) ...... 2.11 su-Ra O12 -H12A 1.555 1.555
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 7 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 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
checkCIF publication errors
Alert level A PUBL022_ALERT_1_A There is a mismatched ~ on line 159 Cs~6~P~6~O~18~.6~H~2~O, which shows the greatest distortion for the same angles If you require a ~ then it should be escaped with a \, i.e. \~ Otherwise there must be a matching closing ~, e.g. C~2~H~4~
1 ALERT level A = Data missing that is essential or data in wrong format 0 ALERT level G = General alerts. Data that may be required is missing

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Hexakis(3,4-dichlorobenzylammonium) cyclohexaphosphate hexahydrate top
Crystal data top
6C7H8Cl2N+·O18P66·6H2OF(000) = 1680
Mr = 1644.18Dx = 1.66 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 8608 reflections
a = 19.384 (3) Åθ = 2.1–28.0°
b = 11.788 (5) ŵ = 0.73 mm1
c = 15.447 (3) ÅT = 293 K
β = 111.230 (18)°Plate, colourless
V = 3290.1 (16) Å30.7 × 0.4 × 0.2 mm
Z = 2
Data collection top
Enraf–Nonius TurboCAD-4
diffractometer
5615 reflections with I > 2σ(I)
Radiation source: Enraf–Nonius FR590Rint = 0.020
Graphite monochromatorθmax = 28.0°, θmin = 2.1°
ω/2θ scansh = 125
Absorption correction: multi-scan
(Blessing, 1995)
k = 150
Tmin = 0.774, Tmax = 0.864l = 2019
8608 measured reflections2 standard reflections every 120 min
7921 independent reflections intensity decay: 4%
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.122H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0619P)2 + 1.4475P]
where P = (Fo2 + 2Fc2)/3
7921 reflections(Δ/σ)max = 0.001
427 parametersΔρmax = 0.59 e Å3
6 restraintsΔρmin = 0.66 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
Cl10.82491 (6)0.79503 (10)0.64378 (6)0.0710 (3)
Cl20.96557 (6)0.69200 (9)0.80180 (10)0.0806 (3)
Cl30.10446 (5)0.96752 (10)0.52322 (6)0.0694 (3)
Cl40.02734 (5)0.86347 (8)0.65294 (8)0.0672 (3)
Cl50.02634 (4)0.95724 (8)0.13525 (7)0.0588 (2)
Cl60.11127 (5)0.85927 (9)0.01137 (6)0.0651 (3)
P10.50272 (3)0.23621 (5)0.04888 (4)0.02421 (14)
P20.51134 (4)0.41684 (5)0.18644 (4)0.02639 (15)
P30.56851 (4)0.61235 (5)0.11206 (4)0.02523 (14)
O10.44699 (11)0.14518 (16)0.01558 (13)0.0368 (4)
O20.58257 (10)0.20482 (15)0.08867 (13)0.0337 (4)
O30.47972 (9)0.30736 (14)0.12199 (11)0.0272 (4)
O40.58079 (12)0.38977 (18)0.26365 (13)0.0437 (5)
O50.44736 (12)0.46175 (16)0.20682 (14)0.0406 (5)
O60.52620 (12)0.49621 (16)0.11151 (12)0.0428 (5)
O70.62998 (10)0.58708 (17)0.07977 (13)0.0378 (4)
O80.58339 (12)0.67410 (17)0.19997 (12)0.0406 (5)
O90.50273 (10)0.67517 (15)0.03167 (11)0.0306 (4)
O100.36294 (16)0.9097 (2)0.04153 (17)0.0608 (7)
H10A0.392 (2)0.898 (4)0.0958 (17)0.091*
H10B0.395 (2)0.887 (4)0.023 (3)0.091*
O110.68486 (12)0.8775 (2)0.44148 (15)0.0474 (5)
H11A0.671 (2)0.877 (4)0.486 (2)0.071*
H11B0.6484 (16)0.899 (3)0.397 (2)0.071*
O120.37390 (13)0.8327 (2)0.65853 (16)0.0497 (5)
H12A0.4062 (18)0.877 (3)0.685 (3)0.075*
H12B0.390 (2)0.772 (2)0.685 (3)0.075*
N10.66006 (13)0.8525 (2)0.88456 (15)0.0362 (5)
H1A0.63440.84540.8240.054*
H1B0.63210.88610.91180.054*
H1C0.67360.78420.90950.054*
N20.39250 (12)1.02837 (19)0.85057 (15)0.0332 (5)
H2A0.38290.95590.85780.05*
H2B0.42221.05650.90470.05*
H2C0.41451.03370.80920.05*
N30.33262 (12)0.8667 (2)0.46633 (15)0.0351 (5)
H3A0.35360.8140.44270.053*
H3B0.34920.860.52790.053*
H3C0.34390.93520.45120.053*
C10.72653 (19)0.9220 (3)0.8985 (3)0.0569 (9)
H1D0.74760.94480.96320.068*
H1E0.7120.99030.86130.068*
C20.78506 (16)0.8615 (2)0.8732 (2)0.0376 (6)
C30.77862 (16)0.8518 (2)0.78115 (19)0.0366 (6)
H30.73690.87990.73420.044*
C40.83432 (16)0.8004 (2)0.75938 (19)0.0372 (6)
C50.89619 (16)0.7575 (3)0.8283 (2)0.0430 (7)
C60.90271 (18)0.7681 (3)0.9197 (2)0.0540 (9)
H60.94430.73980.96670.065*
C70.84784 (19)0.8202 (3)0.9413 (2)0.0520 (8)
H70.85310.82791.00330.062*
C80.32225 (18)1.0934 (3)0.8173 (3)0.0641 (11)
H8A0.32451.14750.77110.077*
H8B0.31881.13650.86910.077*
C90.25277 (16)1.0248 (2)0.7759 (2)0.0399 (7)
C100.21687 (16)1.0202 (3)0.6808 (2)0.0398 (6)
H100.23881.05230.64210.048*
C110.14868 (16)0.9682 (3)0.64270 (19)0.0376 (6)
C120.11503 (16)0.9209 (2)0.6990 (2)0.0404 (7)
C130.1515 (2)0.9211 (3)0.7929 (2)0.0516 (8)
H130.13010.88650.83110.062*
C140.2199 (2)0.9723 (3)0.8316 (2)0.0525 (8)
H140.24420.97170.89580.063*
C150.25128 (16)0.8516 (3)0.4283 (2)0.0454 (7)
H15A0.22870.91030.45330.054*
H15B0.23920.77890.44860.054*
C160.21875 (15)0.8566 (2)0.32373 (19)0.0365 (6)
C170.14788 (15)0.9001 (2)0.2814 (2)0.0375 (6)
H170.12280.9290.31770.045*
C180.11420 (15)0.9009 (2)0.1853 (2)0.0383 (6)
C190.15147 (16)0.8587 (3)0.13137 (19)0.0395 (6)
C200.22193 (16)0.8154 (3)0.1727 (2)0.0421 (7)
H200.24690.78680.13610.05*
C210.25576 (16)0.8142 (3)0.2687 (2)0.0407 (7)
H210.30330.78510.29630.049*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cl10.0946 (7)0.0868 (7)0.0428 (4)0.0039 (6)0.0384 (5)0.0132 (5)
Cl20.0657 (6)0.0672 (6)0.1304 (10)0.0178 (5)0.0615 (7)0.0119 (6)
Cl30.0651 (6)0.1007 (8)0.0321 (4)0.0024 (5)0.0052 (4)0.0021 (4)
Cl40.0407 (4)0.0608 (6)0.0948 (7)0.0113 (4)0.0182 (5)0.0021 (5)
Cl50.0401 (4)0.0598 (5)0.0666 (5)0.0126 (4)0.0075 (4)0.0137 (4)
Cl60.0660 (6)0.0836 (7)0.0350 (4)0.0059 (5)0.0053 (4)0.0059 (4)
P10.0288 (3)0.0215 (3)0.0224 (3)0.0010 (2)0.0093 (2)0.0014 (2)
P20.0375 (4)0.0229 (3)0.0188 (3)0.0026 (3)0.0103 (3)0.0009 (2)
P30.0329 (3)0.0236 (3)0.0183 (3)0.0041 (3)0.0083 (2)0.0009 (2)
O10.0461 (11)0.0333 (10)0.0337 (9)0.0141 (9)0.0176 (8)0.0113 (8)
O20.0349 (10)0.0293 (9)0.0356 (10)0.0051 (8)0.0113 (8)0.0024 (8)
O30.0351 (9)0.0242 (8)0.0256 (8)0.0039 (7)0.0151 (7)0.0028 (7)
O40.0479 (12)0.0454 (12)0.0278 (9)0.0018 (10)0.0016 (9)0.0013 (9)
O50.0549 (12)0.0316 (10)0.0428 (11)0.0031 (9)0.0267 (10)0.0057 (9)
O60.0710 (14)0.0330 (10)0.0220 (9)0.0233 (10)0.0140 (9)0.0002 (8)
O70.0373 (10)0.0427 (11)0.0347 (10)0.0035 (9)0.0145 (8)0.0036 (8)
O80.0560 (12)0.0372 (11)0.0244 (9)0.0052 (9)0.0095 (9)0.0088 (8)
O90.0328 (9)0.0360 (10)0.0244 (8)0.0021 (8)0.0120 (7)0.0070 (7)
O100.0798 (19)0.0635 (16)0.0425 (13)0.0291 (14)0.0262 (13)0.0072 (12)
O110.0451 (12)0.0602 (15)0.0402 (12)0.0026 (11)0.0195 (10)0.0044 (11)
O120.0570 (14)0.0403 (13)0.0437 (12)0.0073 (11)0.0086 (11)0.0040 (10)
N10.0404 (13)0.0448 (13)0.0276 (11)0.0000 (11)0.0176 (10)0.0000 (10)
N20.0375 (12)0.0317 (12)0.0282 (11)0.0044 (10)0.0094 (9)0.0019 (9)
N30.0365 (12)0.0354 (12)0.0312 (11)0.0004 (10)0.0097 (9)0.0004 (10)
C10.061 (2)0.0484 (19)0.077 (2)0.0149 (17)0.045 (2)0.0250 (18)
C20.0421 (15)0.0366 (15)0.0409 (15)0.0119 (12)0.0231 (13)0.0073 (12)
C30.0374 (15)0.0364 (15)0.0341 (14)0.0006 (12)0.0105 (12)0.0009 (12)
C40.0441 (16)0.0364 (15)0.0352 (14)0.0054 (12)0.0192 (12)0.0043 (12)
C50.0374 (15)0.0367 (15)0.0610 (19)0.0011 (13)0.0251 (14)0.0037 (14)
C60.0401 (17)0.064 (2)0.0504 (18)0.0007 (16)0.0074 (14)0.0221 (17)
C70.056 (2)0.069 (2)0.0335 (15)0.0158 (17)0.0192 (14)0.0028 (15)
C80.0446 (18)0.0356 (17)0.089 (3)0.0017 (15)0.0031 (18)0.0134 (18)
C90.0377 (15)0.0311 (14)0.0426 (16)0.0027 (12)0.0046 (12)0.0043 (12)
C100.0395 (15)0.0390 (16)0.0426 (16)0.0014 (13)0.0168 (13)0.0039 (13)
C110.0373 (15)0.0406 (15)0.0321 (13)0.0027 (12)0.0093 (11)0.0009 (12)
C120.0349 (15)0.0371 (15)0.0496 (17)0.0002 (12)0.0156 (13)0.0003 (13)
C130.059 (2)0.059 (2)0.0446 (17)0.0036 (17)0.0286 (16)0.0114 (15)
C140.062 (2)0.059 (2)0.0288 (15)0.0073 (17)0.0064 (14)0.0038 (14)
C150.0351 (15)0.065 (2)0.0372 (15)0.0043 (14)0.0149 (12)0.0020 (14)
C160.0331 (14)0.0390 (15)0.0374 (14)0.0050 (12)0.0128 (12)0.0021 (12)
C170.0337 (14)0.0378 (15)0.0426 (15)0.0012 (12)0.0156 (12)0.0007 (12)
C180.0319 (14)0.0327 (14)0.0456 (16)0.0001 (11)0.0081 (12)0.0085 (12)
C190.0413 (15)0.0386 (15)0.0333 (14)0.0031 (13)0.0071 (12)0.0049 (12)
C200.0406 (15)0.0505 (18)0.0353 (14)0.0007 (14)0.0140 (12)0.0010 (13)
C210.0315 (14)0.0518 (18)0.0376 (15)0.0057 (13)0.0112 (12)0.0067 (13)
Geometric parameters (Å, º) top
Cl1—C41.729 (3)C1—C21.506 (4)
Cl2—C51.724 (3)C1—H1D0.97
Cl3—C111.731 (3)C1—H1E0.97
Cl4—C121.726 (3)C2—C71.378 (5)
Cl5—C181.728 (3)C2—C31.387 (4)
Cl6—C191.731 (3)C3—C41.382 (4)
P1—O11.4766 (19)C3—H30.93
P1—O21.4905 (19)C4—C51.380 (4)
P1—O31.5945 (17)C5—C61.377 (5)
P1—O9i1.5986 (18)C6—C71.371 (5)
P2—O41.474 (2)C6—H60.93
P2—O51.483 (2)C7—H70.93
P2—O61.5937 (19)C8—C91.501 (4)
P2—O31.6095 (18)C8—H8A0.97
P3—O81.4743 (18)C8—H8B0.97
P3—O71.479 (2)C9—C101.380 (4)
P3—O61.5943 (19)C9—C141.389 (5)
P3—O91.6029 (18)C10—C111.380 (4)
O9—P1i1.5986 (18)C10—H100.93
O10—H10A0.833 (19)C11—C121.379 (4)
O10—H10B0.821 (19)C12—C131.365 (4)
O11—H11A0.833 (18)C13—C141.380 (5)
O11—H11B0.827 (18)C13—H130.93
O12—H12A0.802 (19)C14—H140.93
O12—H12B0.825 (18)C15—C161.508 (4)
N1—C11.475 (4)C15—H15A0.97
N1—H1A0.89C15—H15B0.97
N1—H1B0.89C16—C171.388 (4)
N1—H1C0.89C16—C211.388 (4)
N2—C81.483 (4)C17—C181.389 (4)
N2—H2A0.89C17—H170.93
N2—H2B0.89C18—C191.378 (4)
N2—H2C0.89C19—C201.379 (4)
N3—C151.480 (4)C20—C211.387 (4)
N3—H3A0.89C20—H200.93
N3—H3B0.89C21—H210.93
N3—H3C0.89
O1—P1—O2118.86 (12)C6—C5—C4119.3 (3)
O1—P1—O3105.79 (10)C6—C5—Cl2119.6 (3)
O2—P1—O3110.69 (10)C4—C5—Cl2121.1 (2)
O1—P1—O9i111.72 (11)C7—C6—C5120.0 (3)
O2—P1—O9i104.44 (10)C7—C6—H6120
O3—P1—O9i104.53 (10)C5—C6—H6120
O4—P2—O5119.62 (12)C6—C7—C2121.4 (3)
O4—P2—O6111.24 (12)C6—C7—H7119.3
O5—P2—O6109.24 (12)C2—C7—H7119.3
O4—P2—O3111.00 (11)N2—C8—C9116.0 (3)
O5—P2—O3104.90 (11)N2—C8—H8A108.3
O6—P2—O398.62 (10)C9—C8—H8A108.3
O8—P3—O7119.82 (12)N2—C8—H8B108.3
O8—P3—O6110.95 (11)C9—C8—H8B108.3
O7—P3—O6107.51 (12)H8A—C8—H8B107.4
O8—P3—O9108.72 (11)C10—C9—C14118.3 (3)
O7—P3—O9110.11 (10)C10—C9—C8120.2 (3)
O6—P3—O997.43 (11)C14—C9—C8121.2 (3)
P1—O3—P2135.93 (11)C11—C10—C9120.5 (3)
P2—O6—P3136.74 (12)C11—C10—H10119.8
P1i—O9—P3135.61 (12)C9—C10—H10119.8
H10A—O10—H10B89 (4)C12—C11—C10120.6 (3)
H11A—O11—H11B104 (4)C12—C11—Cl3120.4 (2)
H12A—O12—H12B102 (4)C10—C11—Cl3119.0 (2)
C1—N1—H1A109.5C13—C12—C11119.2 (3)
C1—N1—H1B109.5C13—C12—Cl4119.5 (3)
H1A—N1—H1B109.5C11—C12—Cl4121.3 (2)
C1—N1—H1C109.5C12—C13—C14120.6 (3)
H1A—N1—H1C109.5C12—C13—H13119.7
H1B—N1—H1C109.5C14—C13—H13119.7
C8—N2—H2A109.5C13—C14—C9120.7 (3)
C8—N2—H2B109.5C13—C14—H14119.7
H2A—N2—H2B109.5C9—C14—H14119.7
C8—N2—H2C109.5N3—C15—C16113.1 (2)
H2A—N2—H2C109.5N3—C15—H15A109
H2B—N2—H2C109.5C16—C15—H15A109
C15—N3—H3A109.5N3—C15—H15B109
C15—N3—H3B109.5C16—C15—H15B109
H3A—N3—H3B109.5H15A—C15—H15B107.8
C15—N3—H3C109.5C17—C16—C21119.2 (3)
H3A—N3—H3C109.5C17—C16—C15118.5 (3)
H3B—N3—H3C109.5C21—C16—C15122.2 (3)
N1—C1—C2113.5 (2)C16—C17—C18120.5 (3)
N1—C1—H1D108.9C16—C17—H17119.8
C2—C1—H1D108.9C18—C17—H17119.8
N1—C1—H1E108.9C19—C18—C17119.8 (3)
C2—C1—H1E108.9C19—C18—Cl5121.1 (2)
H1D—C1—H1E107.7C17—C18—Cl5119.1 (2)
C7—C2—C3118.7 (3)C18—C19—C20120.1 (3)
C7—C2—C1120.6 (3)C18—C19—Cl6121.0 (2)
C3—C2—C1120.6 (3)C20—C19—Cl6118.9 (2)
C4—C3—C2119.9 (3)C19—C20—C21120.3 (3)
C4—C3—H3120.1C19—C20—H20119.9
C2—C3—H3120.1C21—C20—H20119.9
C5—C4—C3120.7 (3)C20—C21—C16120.1 (3)
C5—C4—Cl1121.4 (2)C20—C21—H21119.9
C3—C4—Cl1117.9 (2)C16—C21—H21119.9
Symmetry code: (i) x+1, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O10—H10A···O4ii0.83 (2)2.04 (3)2.815 (3)154 (5)
O10—H10B···O2i0.82 (2)2.21 (3)2.919 (3)145 (4)
O11—H11A···O7iii0.83 (2)1.93 (2)2.742 (3)166 (4)
O11—H11B···O5ii0.83 (2)2.10 (2)2.924 (3)175 (4)
O12—H12A···O5iii0.80 (2)2.05 (3)2.773 (3)151 (4)
O12—H12B···O4iv0.83 (2)2.07 (2)2.886 (3)172 (4)
N1—H1A···O8iii0.891.822.715 (3)178
N1—H1B···O1iv0.892.233.001 (3)144
N1—H1C···O11iii0.891.962.837 (4)168
N2—H2A···O2iv0.892.082.888 (3)151
N2—H2B···O1v0.891.912.749 (3)156
N2—H2C···O5iii0.891.912.790 (3)171
N3—H3A···O2ii0.891.962.842 (3)169
N3—H3B···O120.891.932.810 (3)172
N3—H3C···O7ii0.891.972.856 (3)179
Symmetry codes: (i) x+1, y+1, z; (ii) x+1, y+1/2, z+1/2; (iii) x, y+3/2, z+1/2; (iv) x+1, y+1, z+1; (v) x, y+1, z+1.
 

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