Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807051884/nc2061sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807051884/nc2061Isup2.hkl |
CCDC reference: 672588
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.009 Å
- R factor = 0.020
- wR factor = 0.057
- Data-to-parameter ratio = 8.1
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.33 Ratio
Author Response: This is due to the presence of water molecules in the coordination sphere. |
Alert level B PLAT417_ALERT_2_B Short Inter D-H..H-D H3W .. H10W .. 1.99 Ang. PLAT420_ALERT_2_B D-H Without Acceptor O5W - H10W ... ?
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 1.05 PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.20 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Ca1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Ca2 PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 10 PLAT420_ALERT_2_C D-H Without Acceptor N2 - H2E ... ? PLAT420_ALERT_2_C D-H Without Acceptor N3 - H3A ... ? PLAT420_ALERT_2_C D-H Without Acceptor N4 - H4C ... ? PLAT480_ALERT_4_C Long H...A H-Bond Reported H2E .. I4 .. 3.19 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H3A .. I1 .. 3.11 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H4C .. I2 .. 3.24 Ang. PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 9 O2 -C1 -O1 -CA2 169.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 10 C2 -C1 -O1 -CA2 -14.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 11 O7 -CA2 -O1 -C1 -157.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 12 O6 -CA2 -O1 -C1 147.00 3.00 1.565 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 13 O4 -CA2 -O1 -C1 30.00 3.00 1.565 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 14 O4W -CA2 -O1 -C1 116.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 15 O5W -CA2 -O1 -C1 -75.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 16 O6W -CA2 -O1 -C1 -37.00 3.00 1.555 1.555 1.555 1.555
Alert level G REFLT03_ALERT_1_G ALERT: Expected hkl max differ from CIF values From the CIF: _diffrn_reflns_theta_max 24.97 From the CIF: _reflns_number_total 2784 From the CIF: _diffrn_reflns_limit_ max hkl 11. 15. 27. From the CIF: _diffrn_reflns_limit_ min hkl 0. 0. -1. TEST1: Expected hkl limits for theta max Calculated maximum hkl 15. 11. 27. Calculated minimum hkl -15. -11. -27. REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 24.97 From the CIF: _reflns_number_total 2784 Count of symmetry unique reflns 2649 Completeness (_total/calc) 105.10% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 135 Fraction of Friedel pairs measured 0.051 Are heavy atom types Z>Si present yes PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 19
1 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 22 ALERT level C = Check and explain 5 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 8 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 13 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
For related literature on glycine-metal complexes, see: Natarajan, (1976); Natarajan & Mohana Rao (1980); Mohana Rao & Natarajan (1980); Natarajan & Mohana Rao (1981) & Ravikumar et al., (1986) and on values of bond lengths and angles, see: Allen (2002). For the information about the importance of calcium in biological systems, see Kretsinger & Nelson, (1976)
The title compound, (I), was crystallized from an aqueous solution containing glycine and calcium(II) diiodide, in the stochiometric ratio of 2:1, at room temperature, by the technique of slow evaporation.
Not all of the N—H H atoms were located in difference map but the zwitterionic nature of the glycine molecule is evident from the C—O and C—N bond distances. Thus, all the H atoms except water H atoms were positioned with idealized geometry and refined using a riding model, with C—H = 0.97 Å and N—H = 0.89 Å and Uiso(H) = 1.2–1.5 Ueq (parent atom). The H atoms of the water molecules were located in the difference fourier map and refined with varying coordinates isotropically. The absolute structure was determined and 135 Friedel pairs have been measured.
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXTL/PC (Bruker, 2000); program(s) used to refine structure: SHELXTL/PC (Bruker, 2000); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXTL/PC (Bruker, 2000).
[Ca(C2H5NO2)2(H2O)3]I2 | F(000) = 1888 |
Mr = 498.07 | Dx = 2.259 Mg m−3 Dm = 2.24 (2) Mg m−3 Dm measured by flotation in a mixture of carbon tetrachloride and bromoform |
Orthorhombic, Pca21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2ac | Cell parameters from 25 reflections |
a = 13.065 (8) Å | θ = 10.4–12.9° |
b = 9.861 (4) Å | µ = 4.66 mm−1 |
c = 22.731 (9) Å | T = 293 K |
V = 2929 (2) Å3 | Block, colourless |
Z = 8 | 0.24 × 0.19 × 0.15 mm |
Nonius MACH-3 sealed-tube diffractometer | 2406 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.000 |
Graphite monochromator | θmax = 25.0°, θmin = 2.1° |
ω–2θ scans | h = 0→11 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→15 |
Tmin = 0.337, Tmax = 0.474 | l = −1→27 |
2784 measured reflections | 3 standard reflections every 60 min |
2784 independent reflections |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.020 | w = 1/[σ2(Fo2) + (0.0312P)2 + 1.5679P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.057 | (Δ/σ)max = 0.001 |
S = 1.11 | Δρmax = 0.93 e Å−3 |
2784 reflections | Δρmin = −0.42 e Å−3 |
342 parameters | Extinction correction: SHELXTL/PC (Bruker, 2000), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
19 restraints | Extinction coefficient: 0.00170 (7) |
Primary atom site location: structure-invariant direct methods | Absolute structure: Flack (1983), 135 Friedel pairs |
Secondary atom site location: difference Fourier map | Absolute structure parameter: 0.02 (3) |
[Ca(C2H5NO2)2(H2O)3]I2 | V = 2929 (2) Å3 |
Mr = 498.07 | Z = 8 |
Orthorhombic, Pca21 | Mo Kα radiation |
a = 13.065 (8) Å | µ = 4.66 mm−1 |
b = 9.861 (4) Å | T = 293 K |
c = 22.731 (9) Å | 0.24 × 0.19 × 0.15 mm |
Nonius MACH-3 sealed-tube diffractometer | 2784 independent reflections |
Absorption correction: ψ scan (North et al., 1968) | 2406 reflections with I > 2σ(I) |
Tmin = 0.337, Tmax = 0.474 | Rint = 0.000 |
2784 measured reflections | 3 standard reflections every 60 min |
R[F2 > 2σ(F2)] = 0.020 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.057 | Δρmax = 0.93 e Å−3 |
S = 1.11 | Δρmin = −0.42 e Å−3 |
2784 reflections | Absolute structure: Flack (1983), 135 Friedel pairs |
342 parameters | Absolute structure parameter: 0.02 (3) |
19 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
Ca1 | 0.35756 (8) | 0.41229 (10) | −0.39714 (7) | 0.0216 (2) | |
Ca2 | 0.41323 (8) | 0.90112 (10) | −0.40719 (6) | 0.0202 (2) | |
C1 | 0.3206 (4) | 0.6346 (6) | −0.4993 (3) | 0.0217 (12) | |
C2 | 0.2920 (5) | 0.6822 (5) | −0.5600 (3) | 0.0288 (16) | |
H2A | 0.3125 | 0.6145 | −0.5886 | 0.035* | |
H2B | 0.2183 | 0.6927 | −0.5624 | 0.035* | |
C3 | 0.3316 (4) | 0.1391 (6) | −0.4988 (3) | 0.0227 (13) | |
C4 | 0.3037 (5) | 0.1800 (5) | −0.5612 (3) | 0.0288 (16) | |
H4A | 0.3312 | 0.1144 | −0.5887 | 0.035* | |
H4B | 0.2298 | 0.1813 | −0.5655 | 0.035* | |
C5 | 0.4259 (4) | 0.1518 (6) | −0.3058 (3) | 0.0202 (12) | |
C6 | 0.4047 (5) | 0.1935 (5) | −0.2419 (3) | 0.0255 (13) | |
H6A | 0.3316 | 0.2048 | −0.2359 | 0.031* | |
H6B | 0.4288 | 0.1235 | −0.2153 | 0.031* | |
C7 | 0.4335 (4) | 0.6509 (6) | −0.3023 (3) | 0.0221 (13) | |
C8 | 0.4128 (5) | 0.6959 (5) | −0.2390 (3) | 0.0251 (13) | |
H8A | 0.3397 | 0.7017 | −0.2323 | 0.030* | |
H8B | 0.4412 | 0.6303 | −0.2117 | 0.030* | |
N1 | 0.3420 (4) | 0.8134 (4) | −0.5744 (3) | 0.0296 (12) | |
H1A | 0.3252 | 0.8749 | −0.5474 | 0.044* | |
H1B | 0.3212 | 0.8414 | −0.6096 | 0.044* | |
H1C | 0.4096 | 0.8025 | −0.5747 | 0.044* | |
N2 | 0.3458 (4) | 0.3167 (4) | −0.5744 (3) | 0.0292 (12) | |
H2C | 0.3247 | 0.3753 | −0.5472 | 0.044* | |
H2D | 0.3241 | 0.3435 | −0.6097 | 0.044* | |
H2E | 0.4139 | 0.3131 | −0.5742 | 0.044* | |
N3 | 0.4583 (4) | 0.3227 (4) | −0.2296 (3) | 0.0288 (12) | |
H3A | 0.5256 | 0.3097 | −0.2318 | 0.043* | |
H3B | 0.4420 | 0.3513 | −0.1937 | 0.043* | |
H3C | 0.4396 | 0.3846 | −0.2560 | 0.043* | |
N4 | 0.4604 (5) | 0.8292 (4) | −0.2294 (3) | 0.0293 (12) | |
H4C | 0.5281 | 0.8213 | −0.2319 | 0.044* | |
H4D | 0.4435 | 0.8598 | −0.1939 | 0.044* | |
H4E | 0.4383 | 0.8870 | −0.2567 | 0.044* | |
O1 | 0.3517 (4) | 0.7195 (4) | −0.4632 (2) | 0.0355 (10) | |
O2 | 0.3073 (3) | 0.5119 (4) | −0.4883 (2) | 0.0301 (10) | |
O3 | 0.3535 (4) | 0.2306 (4) | −0.4641 (2) | 0.0361 (10) | |
O4 | 0.3284 (3) | 0.0146 (4) | −0.4867 (2) | 0.0290 (10) | |
O5 | 0.4493 (3) | 0.2426 (4) | −0.34088 (18) | 0.0283 (9) | |
O6 | 0.4156 (3) | 0.0272 (4) | −0.31733 (19) | 0.0291 (10) | |
O7 | 0.4621 (4) | 0.7375 (4) | −0.33814 (19) | 0.0357 (10) | |
O8 | 0.4172 (3) | 0.5275 (4) | −0.3127 (2) | 0.0321 (10) | |
I1 | 0.32577 (3) | 0.93569 (4) | −0.721030 (18) | 0.03548 (13) | |
I2 | 0.32429 (3) | 0.44141 (4) | −0.721120 (18) | 0.03469 (12) | |
I3 | 0.43649 (3) | 0.42713 (4) | −0.079737 (17) | 0.03247 (12) | |
I4 | 0.43004 (3) | 0.93532 (4) | −0.079283 (19) | 0.03562 (12) | |
O1W | 0.5271 (4) | 0.4429 (6) | −0.4352 (2) | 0.0472 (13) | |
O2W | 0.2138 (4) | 0.2778 (6) | −0.3631 (3) | 0.0565 (15) | |
O3W | 0.2119 (3) | 0.5782 (5) | −0.3679 (2) | 0.0352 (10) | |
O4W | 0.2409 (3) | 0.8749 (5) | −0.3696 (2) | 0.0381 (10) | |
O5W | 0.5691 (4) | 0.8135 (5) | −0.4583 (3) | 0.0502 (14) | |
O6W | 0.5463 (3) | 1.0843 (4) | −0.4229 (2) | 0.0307 (10) | |
H1W | 0.531 (8) | 0.492 (11) | −0.469 (3) | 0.15 (5)* | |
H2W | 0.579 (4) | 0.437 (7) | −0.412 (3) | 0.06 (2)* | |
H3W | 0.175 (5) | 0.263 (9) | −0.395 (3) | 0.07 (3)* | |
H4W | 0.184 (6) | 0.324 (8) | −0.334 (3) | 0.09 (4)* | |
H5W | 0.198 (6) | 0.548 (7) | −0.329 (2) | 0.06 (2)* | |
H6W | 0.219 (6) | 0.669 (4) | −0.365 (3) | 0.05 (2)* | |
H7W | 0.182 (5) | 0.894 (10) | −0.392 (4) | 0.12 (4)* | |
H8W | 0.220 (5) | 0.911 (7) | −0.335 (2) | 0.05 (2)* | |
H9W | 0.563 (10) | 0.808 (10) | −0.498 (2) | 0.16 (6)* | |
H10W | 0.565 (5) | 0.721 (4) | −0.455 (4) | 0.05 (2)* | |
H11W | 0.546 (5) | 1.100 (7) | −0.460 (2) | 0.05 (2)* | |
H12W | 0.518 (5) | 1.162 (5) | −0.405 (3) | 0.05 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ca1 | 0.0268 (5) | 0.0221 (5) | 0.0158 (5) | −0.0007 (4) | −0.0028 (5) | −0.0002 (5) |
Ca2 | 0.0252 (5) | 0.0184 (5) | 0.0172 (5) | −0.0015 (4) | −0.0024 (5) | 0.0002 (5) |
C1 | 0.025 (3) | 0.019 (3) | 0.022 (3) | 0.002 (2) | −0.002 (2) | −0.001 (3) |
C2 | 0.033 (3) | 0.025 (3) | 0.029 (4) | −0.005 (2) | −0.008 (3) | 0.001 (2) |
C3 | 0.026 (3) | 0.023 (3) | 0.019 (3) | 0.006 (2) | 0.000 (2) | 0.000 (3) |
C4 | 0.031 (3) | 0.028 (3) | 0.028 (4) | −0.005 (2) | −0.005 (3) | −0.001 (2) |
C5 | 0.020 (3) | 0.018 (3) | 0.023 (3) | 0.005 (2) | −0.008 (2) | 0.000 (2) |
C6 | 0.036 (3) | 0.022 (3) | 0.019 (3) | 0.002 (2) | 0.004 (3) | −0.004 (2) |
C7 | 0.025 (3) | 0.017 (3) | 0.024 (4) | 0.007 (2) | −0.010 (3) | 0.000 (3) |
C8 | 0.029 (3) | 0.022 (3) | 0.024 (4) | 0.002 (2) | 0.000 (3) | −0.006 (2) |
N1 | 0.043 (3) | 0.020 (2) | 0.026 (3) | −0.0022 (18) | −0.004 (3) | 0.004 (2) |
N2 | 0.046 (3) | 0.023 (3) | 0.019 (3) | −0.0089 (19) | −0.002 (3) | 0.002 (2) |
N3 | 0.048 (3) | 0.024 (3) | 0.014 (3) | −0.006 (2) | −0.003 (3) | −0.001 (2) |
N4 | 0.049 (3) | 0.021 (2) | 0.017 (3) | −0.003 (2) | −0.003 (3) | −0.001 (2) |
O1 | 0.057 (3) | 0.028 (2) | 0.022 (2) | −0.004 (2) | −0.009 (2) | −0.004 (2) |
O2 | 0.045 (2) | 0.018 (2) | 0.028 (2) | −0.0014 (18) | −0.0062 (19) | 0.0009 (19) |
O3 | 0.061 (3) | 0.026 (2) | 0.021 (2) | 0.006 (2) | −0.006 (2) | −0.006 (2) |
O4 | 0.038 (2) | 0.021 (2) | 0.028 (3) | 0.0011 (16) | −0.0073 (19) | 0.0024 (19) |
O5 | 0.048 (2) | 0.021 (2) | 0.016 (2) | 0.0006 (18) | −0.0002 (19) | −0.0008 (17) |
O6 | 0.043 (2) | 0.022 (2) | 0.023 (2) | −0.0017 (18) | −0.0002 (19) | −0.0042 (18) |
O7 | 0.064 (3) | 0.022 (2) | 0.021 (2) | −0.001 (2) | −0.002 (2) | 0.0025 (18) |
O8 | 0.043 (2) | 0.024 (2) | 0.029 (3) | −0.0011 (18) | −0.006 (2) | −0.005 (2) |
I1 | 0.0308 (2) | 0.0491 (3) | 0.0266 (2) | −0.00419 (16) | −0.00330 (18) | 0.0049 (2) |
I2 | 0.0313 (2) | 0.0459 (2) | 0.0269 (2) | −0.00344 (15) | −0.00259 (17) | 0.0064 (2) |
I3 | 0.0314 (2) | 0.0413 (2) | 0.0248 (2) | 0.00207 (15) | −0.00133 (19) | −0.0039 (2) |
I4 | 0.0296 (2) | 0.0507 (3) | 0.0265 (2) | 0.00068 (16) | −0.0012 (2) | −0.0064 (2) |
O1W | 0.032 (3) | 0.085 (4) | 0.024 (2) | −0.002 (2) | −0.005 (2) | 0.012 (3) |
O2W | 0.046 (3) | 0.058 (3) | 0.065 (4) | −0.018 (3) | 0.015 (3) | −0.009 (3) |
O3W | 0.037 (2) | 0.038 (2) | 0.030 (3) | 0.0003 (19) | 0.002 (2) | 0.006 (2) |
O4W | 0.031 (2) | 0.055 (3) | 0.028 (3) | 0.000 (2) | 0.001 (2) | −0.007 (2) |
O5W | 0.049 (3) | 0.049 (3) | 0.053 (4) | 0.008 (2) | 0.004 (3) | −0.016 (3) |
O6W | 0.033 (2) | 0.033 (2) | 0.026 (3) | 0.0022 (17) | 0.0013 (18) | −0.003 (2) |
Ca1—O3 | 2.352 (4) | C7—O7 | 1.239 (8) |
Ca1—O8 | 2.362 (5) | C7—O8 | 1.258 (7) |
Ca1—O2 | 2.386 (5) | C7—C8 | 1.529 (9) |
Ca1—O1W | 2.397 (5) | C8—N4 | 1.469 (7) |
Ca1—O5 | 2.423 (4) | C8—H8A | 0.9700 |
Ca1—O2W | 2.427 (5) | C8—H8B | 0.9700 |
Ca1—O3W | 2.596 (5) | N1—H1A | 0.8900 |
Ca2—O7 | 2.339 (4) | N1—H1B | 0.8900 |
Ca2—O1 | 2.340 (4) | N1—H1C | 0.8900 |
Ca2—O6i | 2.391 (4) | N2—H2C | 0.8900 |
Ca2—O4i | 2.398 (4) | N2—H2D | 0.8900 |
Ca2—O4W | 2.423 (5) | N2—H2E | 0.8900 |
Ca2—O5W | 2.499 (6) | N3—H3A | 0.8900 |
Ca2—O6W | 2.533 (5) | N3—H3B | 0.8900 |
C1—O1 | 1.240 (7) | N3—H3C | 0.8900 |
C1—O2 | 1.248 (7) | N4—H4C | 0.8900 |
C1—C2 | 1.505 (9) | N4—H4D | 0.8900 |
C2—N1 | 1.485 (7) | N4—H4E | 0.8900 |
C2—H2A | 0.9700 | O4—Ca2ii | 2.398 (4) |
C2—H2B | 0.9700 | O6—Ca2ii | 2.391 (4) |
C3—O3 | 1.231 (7) | O1W—H1W | 0.90 (5) |
C3—O4 | 1.259 (7) | O1W—H2W | 0.86 (4) |
C3—C4 | 1.519 (9) | O2W—H3W | 0.90 (4) |
C4—N2 | 1.486 (7) | O2W—H4W | 0.89 (4) |
C4—H4A | 0.9700 | O3W—H5W | 0.94 (4) |
C4—H4B | 0.9700 | O3W—H6W | 0.90 (4) |
C5—O5 | 1.237 (7) | O4W—H7W | 0.94 (5) |
C5—O6 | 1.264 (7) | O4W—H8W | 0.90 (4) |
C5—C6 | 1.535 (8) | O5W—H9W | 0.92 (5) |
C6—N3 | 1.481 (7) | O5W—H10W | 0.92 (4) |
C6—H6A | 0.9700 | O6W—H11W | 0.86 (4) |
C6—H6B | 0.9700 | O6W—H12W | 0.94 (4) |
O3—Ca1—O8 | 154.10 (16) | N3—C6—H6A | 109.9 |
O3—Ca1—O2 | 75.24 (15) | C5—C6—H6A | 109.9 |
O8—Ca1—O2 | 126.78 (14) | N3—C6—H6B | 109.9 |
O3—Ca1—O1W | 83.28 (18) | C5—C6—H6B | 109.9 |
O8—Ca1—O1W | 85.87 (17) | H6A—C6—H6B | 108.3 |
O2—Ca1—O1W | 83.63 (17) | O7—C7—O8 | 126.5 (6) |
O3—Ca1—O5 | 80.00 (15) | O7—C7—C8 | 118.1 (5) |
O8—Ca1—O5 | 74.94 (14) | O8—C7—C8 | 115.4 (5) |
O2—Ca1—O5 | 151.50 (15) | N4—C8—C7 | 109.0 (5) |
O1W—Ca1—O5 | 79.64 (17) | N4—C8—H8A | 109.9 |
O3—Ca1—O2W | 76.9 (2) | C7—C8—H8A | 109.9 |
O8—Ca1—O2W | 105.0 (2) | N4—C8—H8B | 109.9 |
O2—Ca1—O2W | 106.8 (2) | C7—C8—H8B | 109.9 |
O1W—Ca1—O2W | 154.1 (2) | H8A—C8—H8B | 108.3 |
O5—Ca1—O2W | 80.62 (19) | C2—N1—H1A | 109.5 |
O3—Ca1—O3W | 129.02 (16) | C2—N1—H1B | 109.5 |
O8—Ca1—O3W | 74.37 (16) | H1A—N1—H1B | 109.5 |
O2—Ca1—O3W | 76.21 (15) | C2—N1—H1C | 109.5 |
O1W—Ca1—O3W | 133.69 (17) | H1A—N1—H1C | 109.5 |
O5—Ca1—O3W | 131.48 (15) | H1B—N1—H1C | 109.5 |
O2W—Ca1—O3W | 72.24 (18) | C4—N2—H2C | 109.5 |
O7—Ca2—O1 | 86.05 (16) | C4—N2—H2D | 109.5 |
O7—Ca2—O6i | 77.39 (15) | H2C—N2—H2D | 109.5 |
O1—Ca2—O6i | 150.14 (16) | C4—N2—H2E | 109.5 |
O7—Ca2—O4i | 162.50 (15) | H2C—N2—H2E | 109.5 |
O1—Ca2—O4i | 77.75 (15) | H2D—N2—H2E | 109.5 |
O6i—Ca2—O4i | 114.06 (15) | C6—N3—H3A | 109.5 |
O7—Ca2—O4W | 86.73 (17) | C6—N3—H3B | 109.5 |
O1—Ca2—O4W | 77.96 (16) | H3A—N3—H3B | 109.5 |
O6i—Ca2—O4W | 76.46 (16) | C6—N3—H3C | 109.5 |
O4i—Ca2—O4W | 83.48 (16) | H3A—N3—H3C | 109.5 |
O7—Ca2—O5W | 81.4 (2) | H3B—N3—H3C | 109.5 |
O1—Ca2—O5W | 76.25 (17) | C8—N4—H4C | 109.5 |
O6i—Ca2—O5W | 124.48 (18) | C8—N4—H4D | 109.5 |
O4i—Ca2—O5W | 100.82 (19) | H4C—N4—H4D | 109.5 |
O4W—Ca2—O5W | 152.23 (17) | C8—N4—H4E | 109.5 |
O7—Ca2—O6W | 113.54 (15) | H4C—N4—H4E | 109.5 |
O1—Ca2—O6W | 134.82 (16) | H4D—N4—H4E | 109.5 |
O6i—Ca2—O6W | 74.98 (15) | C1—O1—Ca2 | 171.5 (4) |
O4i—Ca2—O6W | 83.00 (14) | C1—O2—Ca1 | 122.3 (4) |
O4W—Ca2—O6W | 139.82 (16) | C3—O3—Ca1 | 167.8 (4) |
O5W—Ca2—O6W | 67.76 (16) | C3—O4—Ca2ii | 127.1 (4) |
O1—C1—O2 | 124.6 (6) | C5—O5—Ca1 | 135.8 (4) |
O1—C1—C2 | 118.5 (5) | C5—O6—Ca2ii | 133.1 (4) |
O2—C1—C2 | 116.8 (5) | C7—O7—Ca2 | 146.6 (4) |
N1—C2—C1 | 111.4 (5) | C7—O8—Ca1 | 132.4 (4) |
N1—C2—H2A | 109.4 | Ca1—O1W—H1W | 115 (7) |
C1—C2—H2A | 109.4 | Ca1—O1W—H2W | 121 (5) |
N1—C2—H2B | 109.4 | H1W—O1W—H2W | 120 (7) |
C1—C2—H2B | 109.4 | Ca1—O2W—H3W | 106 (5) |
H2A—C2—H2B | 108.0 | Ca1—O2W—H4W | 107 (6) |
O3—C3—O4 | 125.6 (6) | H3W—O2W—H4W | 116 (7) |
O3—C3—C4 | 117.3 (5) | Ca1—O3W—H5W | 100 (4) |
O4—C3—C4 | 117.0 (5) | Ca1—O3W—H6W | 125 (5) |
N2—C4—C3 | 109.9 (5) | H5W—O3W—H6W | 105 (6) |
N2—C4—H4A | 109.7 | Ca2—O4W—H7W | 123 (6) |
C3—C4—H4A | 109.7 | Ca2—O4W—H8W | 123 (5) |
N2—C4—H4B | 109.7 | H7W—O4W—H8W | 99 (6) |
C3—C4—H4B | 109.7 | Ca2—O5W—H9W | 114 (8) |
H4A—C4—H4B | 108.2 | Ca2—O5W—H10W | 106 (5) |
O5—C5—O6 | 126.6 (6) | H9W—O5W—H10W | 90 (6) |
O5—C5—C6 | 117.4 (5) | Ca2—O6W—H11W | 105 (5) |
O6—C5—C6 | 115.9 (5) | Ca2—O6W—H12W | 105 (4) |
N3—C6—C5 | 108.9 (5) | H11W—O6W—H12W | 106 (6) |
O1—C1—C2—N1 | 21.7 (8) | O2W—Ca1—O3—C3 | 42 (2) |
O2—C1—C2—N1 | −160.9 (5) | O3W—Ca1—O3—C3 | −12 (2) |
O3—C3—C4—N2 | 21.5 (8) | O3—C3—O4—Ca2ii | −22.0 (8) |
O4—C3—C4—N2 | −159.8 (5) | C4—C3—O4—Ca2ii | 159.4 (4) |
O5—C5—C6—N3 | −24.0 (7) | O6—C5—O5—Ca1 | 98.4 (7) |
O6—C5—C6—N3 | 157.3 (5) | C6—C5—O5—Ca1 | −80.2 (7) |
O7—C7—C8—N4 | −16.5 (7) | O3—Ca1—O5—C5 | −88.7 (6) |
O8—C7—C8—N4 | 164.9 (5) | O8—Ca1—O5—C5 | 97.9 (6) |
O2—C1—O1—Ca2 | 169 (2) | O2—Ca1—O5—C5 | −118.6 (6) |
C2—C1—O1—Ca2 | −14 (3) | O1W—Ca1—O5—C5 | −173.6 (6) |
O7—Ca2—O1—C1 | −157 (3) | O2W—Ca1—O5—C5 | −10.5 (6) |
O6i—Ca2—O1—C1 | 147 (3) | O3W—Ca1—O5—C5 | 45.5 (6) |
O4i—Ca2—O1—C1 | 30 (3) | O5—C5—O6—Ca2ii | −8.6 (9) |
O4W—Ca2—O1—C1 | 116 (3) | C6—C5—O6—Ca2ii | 170.0 (4) |
O5W—Ca2—O1—C1 | −75 (3) | O8—C7—O7—Ca2 | 89.7 (9) |
O6W—Ca2—O1—C1 | −37 (3) | C8—C7—O7—Ca2 | −88.7 (8) |
O1—C1—O2—Ca1 | −6.9 (8) | O1—Ca2—O7—C7 | −66.8 (8) |
C2—C1—O2—Ca1 | 175.9 (4) | O6i—Ca2—O7—C7 | 88.1 (8) |
O3—Ca1—O2—C1 | −156.4 (4) | O4i—Ca2—O7—C7 | −44.7 (11) |
O8—Ca1—O2—C1 | 8.3 (5) | O4W—Ca2—O7—C7 | 11.3 (8) |
O1W—Ca1—O2—C1 | −71.7 (4) | O5W—Ca2—O7—C7 | −143.5 (8) |
O5—Ca1—O2—C1 | −125.9 (4) | O6W—Ca2—O7—C7 | 155.4 (7) |
O2W—Ca1—O2—C1 | 132.5 (4) | O7—C7—O8—Ca1 | −31.9 (9) |
O3W—Ca1—O2—C1 | 66.3 (4) | C8—C7—O8—Ca1 | 146.5 (4) |
O4—C3—O3—Ca1 | −101 (2) | O3—Ca1—O8—C7 | 142.7 (5) |
C4—C3—O3—Ca1 | 77 (2) | O2—Ca1—O8—C7 | −1.6 (6) |
O8—Ca1—O3—C3 | 139 (2) | O1W—Ca1—O8—C7 | 77.3 (5) |
O2—Ca1—O3—C3 | −70 (2) | O5—Ca1—O8—C7 | 157.7 (5) |
O1W—Ca1—O3—C3 | −155 (2) | O2W—Ca1—O8—C7 | −126.6 (5) |
O5—Ca1—O3—C3 | 124 (2) | O3W—Ca1—O8—C7 | −60.3 (5) |
Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O4i | 0.89 | 1.95 | 2.817 (7) | 165 |
N1—H1B···I1 | 0.89 | 2.70 | 3.551 (7) | 161 |
N1—H1C···I3iii | 0.89 | 3.03 | 3.743 (5) | 139 |
N2—H2C···O2 | 0.89 | 1.91 | 2.790 (7) | 169 |
N2—H2D···I2 | 0.89 | 2.71 | 3.566 (6) | 161 |
N2—H2E···I4iii | 0.89 | 3.19 | 3.842 (6) | 132 |
N3—H3A···I1iv | 0.89 | 3.11 | 3.806 (6) | 136 |
N3—H3B···I3 | 0.89 | 2.70 | 3.570 (6) | 167 |
N3—H3C···O8 | 0.89 | 1.93 | 2.817 (7) | 173 |
N4—H4C···I2iv | 0.89 | 3.24 | 3.882 (5) | 131 |
N4—H4D···I4 | 0.89 | 2.72 | 3.592 (6) | 168 |
N4—H4E···O6i | 0.89 | 1.97 | 2.854 (7) | 170 |
O1W—H1W···I3iii | 0.90 (5) | 2.68 (6) | 3.559 (5) | 164 (11) |
O1W—H2W···O3Wv | 0.86 (4) | 2.01 (4) | 2.866 (7) | 173 (7) |
O2W—H3W···O5Wvi | 0.90 (4) | 2.13 (5) | 3.011 (10) | 166 (8) |
O2W—H4W···I2vii | 0.89 (4) | 2.81 (6) | 3.641 (7) | 154 (7) |
O3W—H5W···I2vii | 0.94 (4) | 2.69 (4) | 3.629 (5) | 174 (6) |
O3W—H6W···O4W | 0.90 (4) | 2.06 (4) | 2.951 (7) | 172 (7) |
O4W—H7W···O6Wviii | 0.94 (5) | 1.92 (5) | 2.845 (6) | 167 (9) |
O4W—H8W···I1vii | 0.90 (4) | 2.67 (5) | 3.538 (5) | 161 (6) |
O5W—H9W···I3iii | 0.92 (5) | 2.96 (9) | 3.641 (6) | 132 (8) |
O6W—H11W···I4ix | 0.86 (4) | 2.75 (5) | 3.573 (5) | 161 (6) |
O6W—H12W···O5i | 0.94 (4) | 1.89 (5) | 2.742 (6) | 150 (6) |
Symmetry codes: (i) x, y+1, z; (iii) −x+1, −y+1, z−1/2; (iv) −x+1, −y+1, z+1/2; (v) x+1/2, −y+1, z; (vi) x−1/2, −y+1, z; (vii) −x+1/2, y, z+1/2; (viii) x−1/2, −y+2, z; (ix) −x+1, −y+2, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Ca(C2H5NO2)2(H2O)3]I2 |
Mr | 498.07 |
Crystal system, space group | Orthorhombic, Pca21 |
Temperature (K) | 293 |
a, b, c (Å) | 13.065 (8), 9.861 (4), 22.731 (9) |
V (Å3) | 2929 (2) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 4.66 |
Crystal size (mm) | 0.24 × 0.19 × 0.15 |
Data collection | |
Diffractometer | Nonius MACH-3 sealed-tube diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.337, 0.474 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 2784, 2784, 2406 |
Rint | 0.000 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.020, 0.057, 1.11 |
No. of reflections | 2784 |
No. of parameters | 342 |
No. of restraints | 19 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.93, −0.42 |
Absolute structure | Flack (1983), 135 Friedel pairs |
Absolute structure parameter | 0.02 (3) |
Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1994), XCAD4 (Harms & Wocadlo, 1995), SHELXTL/PC (Bruker, 2000), ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003).
Ca1—O3 | 2.352 (4) | Ca2—O6W | 2.533 (5) |
Ca1—O8 | 2.362 (5) | C1—O1 | 1.240 (7) |
Ca1—O2 | 2.386 (5) | C1—O2 | 1.248 (7) |
Ca1—O1W | 2.397 (5) | C2—N1 | 1.485 (7) |
Ca1—O5 | 2.423 (4) | C3—O3 | 1.231 (7) |
Ca1—O2W | 2.427 (5) | C3—O4 | 1.259 (7) |
Ca1—O3W | 2.596 (5) | C4—N2 | 1.486 (7) |
Ca2—O7 | 2.339 (4) | C5—O5 | 1.237 (7) |
Ca2—O1 | 2.340 (4) | C5—O6 | 1.264 (7) |
Ca2—O6i | 2.391 (4) | C6—N3 | 1.481 (7) |
Ca2—O4i | 2.398 (4) | C7—O7 | 1.239 (8) |
Ca2—O4W | 2.423 (5) | C7—O8 | 1.258 (7) |
Ca2—O5W | 2.499 (6) | C8—N4 | 1.469 (7) |
Symmetry code: (i) x, y+1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O4i | 0.89 | 1.95 | 2.817 (7) | 164.5 |
N1—H1B···I1 | 0.89 | 2.70 | 3.551 (7) | 160.9 |
N1—H1C···I3ii | 0.89 | 3.03 | 3.743 (5) | 138.5 |
N2—H2C···O2 | 0.89 | 1.91 | 2.790 (7) | 168.5 |
N2—H2D···I2 | 0.89 | 2.71 | 3.566 (6) | 161.2 |
N2—H2E···I4ii | 0.89 | 3.19 | 3.842 (6) | 132.0 |
N3—H3A···I1iii | 0.89 | 3.11 | 3.806 (6) | 136.4 |
N3—H3B···I3 | 0.89 | 2.70 | 3.570 (6) | 167.3 |
N3—H3C···O8 | 0.89 | 1.93 | 2.817 (7) | 172.5 |
N4—H4C···I2iii | 0.89 | 3.24 | 3.882 (5) | 131.0 |
N4—H4D···I4 | 0.89 | 2.72 | 3.592 (6) | 168.4 |
N4—H4E···O6i | 0.89 | 1.97 | 2.854 (7) | 169.5 |
O1W—H1W···I3ii | 0.90 (5) | 2.68 (6) | 3.559 (5) | 164 (11) |
O1W—H2W···O3Wiv | 0.86 (4) | 2.01 (4) | 2.866 (7) | 173 (7) |
O2W—H3W···O5Wv | 0.90 (4) | 2.13 (5) | 3.011 (10) | 166 (8) |
O2W—H4W···I2vi | 0.89 (4) | 2.81 (6) | 3.641 (7) | 154 (7) |
O3W—H5W···I2vi | 0.94 (4) | 2.69 (4) | 3.629 (5) | 174 (6) |
O3W—H6W···O4W | 0.90 (4) | 2.06 (4) | 2.951 (7) | 172 (7) |
O4W—H7W···O6Wvii | 0.94 (5) | 1.92 (5) | 2.845 (6) | 167 (9) |
O4W—H8W···I1vi | 0.90 (4) | 2.67 (5) | 3.538 (5) | 161 (6) |
O5W—H9W···I3ii | 0.92 (5) | 2.96 (9) | 3.641 (6) | 132 (8) |
O6W—H11W···I4viii | 0.86 (4) | 2.75 (5) | 3.573 (5) | 161 (6) |
O6W—H12W···O5i | 0.94 (4) | 1.89 (5) | 2.742 (6) | 150 (6) |
Symmetry codes: (i) x, y+1, z; (ii) −x+1, −y+1, z−1/2; (iii) −x+1, −y+1, z+1/2; (iv) x+1/2, −y+1, z; (v) x−1/2, −y+1, z; (vi) −x+1/2, y, z+1/2; (vii) x−1/2, −y+2, z; (viii) −x+1, −y+2, z−1/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register
Glycine, the simplest amino acid, readily forms coordination complexes with many inorganic acids. Calcium has unique biological functions such as contraction of the muscle, mitochondrial functions, activation of enzymes, passage through cell membrances and other biological processes (Kretsinger & Nelson, 1976).
A systematic study on glycine-calcium coordination complexes were carried out from our laboratory (Natarajan, 1976) and the structures of bis(glycine) calcium(II) dichloride tetrahydrate (Natarajan & Mohana Rao, 1980), tris(glycine) calcium(II) dibromide (Mohana Rao & Natarajan, 1980), tris(glycine) calcium(II) diiodide monohydrate (Natarajan & Mohana Rao, 1981) and tris(glycine) calcium (II) dichloride (Ravikumar et al., 1986) were already reported. Here, the crystal structure of another complex of glycine is presented.
The asymmetric unit of the title compound, (I), contains two calcium(II) cations, four glycine zwitterions, six water molecules and four iodine anions (Fig. 1). The zwitterionic nature of glycine is evident from the C—O and C—N bond distances. The back bone conformation angles are observed to be cis and trans forms in all the glycine zwitterions. Each calcium(II) is linked to four glycine oxygen atoms and three water oxygen atoms, leading to a sevenfold coordination. The calcium(II) ion surrounded by four glycine O atoms, within a square planar geometry. Water O atoms are oriented above and below this square-plane. One halve of the polyhedra is a square pyrimidal in which the square plane is capped by one water molecule and the other halve is a square prism with two water molecules above the square plane. The Ca(II) cations are connected by the glycine molecules into chains which elongate in the direction of the a axis (Fig. 2)..
Eventhough the metal coordination dominates, the crystal structure is further stabilized by three dimensional hydrogen bonding (Table 2). The iodine anions are acting as acceptors for N—H···I and O—H···I hydrogen bonds The amino groups of the glycine molecules are involved in three two-centered hydrogen bonds leading to class I hydrogen bonding pattern.