Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles
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1 Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics. This journal is the Owner Societies 2017 Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles Sandeep Kumar, Rohit Y. Sathe, and T. J. Dhilip Kumar* Department of Chemistry Indian Institute of Technology Ropar Rupnagar , India * - S-1
2 Figure S1: Optimized geometries: (a) MeCXP, (b) MeCXP-Ti 4, (c) MeCXP-Ti 4-4H 2, (d) MeCXP-Ti 4-8H 2, (e) MeCXP-Ti 4-12H 2 and (f) MeCXP-Ti 4-16H 2 systems. Figure S2: Two pyrrole rings of each CXP bonded with Ti metal as a sandwich type structure with 3 physisorbed H 2 molecule on sandwiched Ti. S-2
3 Figure S3: Top and bottom views of charge generation of electrostatic potential map of MeCXP, MeCXP-Ti 4 and MeCX-Ti 4-nH 2 systems (n = 4, 8, 12 and 16). The units used in e/ȧ 3 Figure S4: Hirshfeld Charges of Ti, chemisorbed hydrogen (Hc) and physisorbed hydrogen (Hp) of MeCXP-Ti 4-nH 2 system (where n = 4, 8, 12 and 16). 0.3 Hirshfeld charges (eu) Ti Hc Hp Number of H 2 molecules adsorbed S-3
4 Figure S5: Snap-shots of MD simulation of H 2 trapped on MeCXPTi 4-16H 2 at the temperatures of (a) 200 K, (b) 273 K, (c) 373K, and (d) 473 K. Table S1: The bond distance between Ti metal and center of pyrrole ring of MeCXP ring (Ti-Pc), Ti and chemisorbed hydrogen (Ti-Hc), Ti and physisorbed hydrogen (Ti-Hp) chemisorbed hydrogen (Hc-Hc) and physisorbed hydrogen distance (Hp-Hp). These are average bond distances measured in angstrom (Ȧ). System Ti-R c Ti-H c Ti-H p H c-h c H p-h p MeCXP-Ti MeCXP-Ti 4-4H MeCXP-Ti 4-8H MeCXP-Ti 4-12H MeCXP-Ti 4-16H S-4
5 Table S2: Calculated hardness (η), electrophilicity (ω), HOMO-LUMO energy gap (E g) and average adsorption energy (E ad), sequential desorption energy (E de) of all hydrogen trapped MeCXP-Ti 4 systems. All these calculated energies provided in ev. The hydrogen wt % is also given. System η ω E g E ad E de H wt % MeCXP-Ti MeCXP-Ti 4-4H MeCXP-Ti 4-8H MeCXP-Ti 4-12H MeCXP-Ti 4-16H Table S3: Calculated Adsorption energy of CXP-Ti 4-nH 2 (n = 4, 8, 12 and 16 H 2) M06/ G(d,p) M06/6-311G(d,p) S. No. System Adsorption Energy (ev) Adsorption Energy (ev) 1 CXP-Ti 4-4H CXP-Ti 4-8H CXP-Ti 4-12H CXP-Ti 4-16H Table S4: Values of various bond moments for CXP their Ti decorated derivatives and H 2 adsorbed derivatives done by M06/6-311G(d,p) method 1. CXP Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= S-5
6 XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= CXP-Ti 4 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= CXP-Ti 4-4H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= S-6
7 XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= CXP-Ti 4-8H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= CXP-Ti 4-12H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): S-7
8 XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= CXP-Ti 4-16H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= Table S5: Values of various bond moments for MeCXP, their Ti decorated derivatives and H 2 adsorbed derivatives done by M06/6-311G(d,p) method 1. MeCXP Dipole moment (Debye): X= Y= Z= Total= S-8
9 Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= MeCXP-Ti 4 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= MeCXP-Ti 4-4H 2 Dipole moment (Debye): X= Y= Z= Total= S-9
10 Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= MeCXP-Ti 4-8H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= MeCXP-Ti 4-12H 2 Dipole moment (Debye): S-10
11 X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= MeCXP-Ti 4-16H 2 Dipole moment (Debye): X= Y= Z= Total= Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Traceless Quadrupole moment (Debye-Ang): XX= YY= ZZ= XY= XZ= YZ= Octapole moment (Debye-Ang 2 ): XXX= YYY= ZZZ= XYY= XXY= XXZ= XZZ= YZZ= YYZ= XYZ= Hexadecapole moment (Debye-Ang 3 ): XXXX= YYYY= ZZZZ= XXXY= XXXZ= YYYX= YYYZ= ZZZX= ZZZY= XXYY= XXZZ= YYZZ= XXYZ= YYXZ= ZZXY= S-11
12 Vibrational frequency analysis Calix[4]pyrrole Table S6: Vibrational frequencies (cm -1 ) of optimized CXP Table S7: Vibrational frequencies (cm -1 ) of optimized CXP-Ti S-12
13 Table S8: Vibrational frequencies (cm -1 ) of optimized CXP-Ti 4-4H S-13
14 S-14
15 Table S9: Vibrational frequencies (cm -1 ) of optimized CXP-Ti 4-8H S-15
16 Table S10: Vibrational frequencies (cm -1 ) of optimized CXP-Ti 4-12H S-16
17 Table S11: Vibrational frequencies (cm -1 ) of optimized CXP-Ti 4-16H S-17
18 S-18
19 Table S12: Vibrational frequencies (cm -1 ) of optimized MeCXP S-19
20 Table S13: Vibrational frequencies (cm -1 ) of optimized MeCXP-Ti S-20
21 S-21
22 Table S14: Vibrational frequencies (cm -1 ) of optimized MeCXP-Ti 4-4H S-22
23 Table S15: Vibrational frequencies (cm -1 ) of optimized MeCXP-Ti 4-8H S-23
24 S-24
25 Table S16: Vibrational frequencies (cm -1 ) of optimized MeCXP-Ti 4-12H S-25
26 S-26
27 Table S17: Vibrational frequencies (cm -1 ) of optimized MeCXP-Ti 4-16H S-27
28 S-28
29 Coordinates of optimized geometries of Ti decorated Octmethylcalix[4]pyrrole (MeCXP), calix[4]pyrrole (CXP) and their H 2 Trapped analogues Table S18: Optimized Structure of CXP system (C 20H 20N 4) C C C C C C C C C C C C C C C C C C C C H H S-29
30 H H H H H H H H H H H H H H N H N H N N H H Table S19: Optimized Structure of CXP-Ti 4 system (C 20H 20N 4Ti 4) C C C C C C C C C C C C C C C C C C C C H H H H H H S-30
31 H H H H H H H H H H N H N H N N H H Ti Ti Ti Ti Table S20: Optimized Structure of CXP-Ti 4-4H 2 system (C 20H 20N 4Ti 4-H 8) C C C C C C C C C C C C C C C C C C C C H H H H H H S-31
32 H H H H H H H H H H N H N H N N H H Ti Ti Ti Ti H H H H H H H H Table S21: Optimized Structure of CXP-Ti 4-8H 2 system (C 20H 20N 4Ti 4-H 16) C C C C C C C C C C C C C C C C C C S-32
33 C C H H H H H H H H H H H H H H H H N H N H N N H H Ti Ti Ti Ti H H H H H H H H H H H H H H H H Table S22: Optimized Structure of CXP-Ti 4-12H 2 system (C 20H 20N 4Ti 4-H 24) C C S-33
34 C C C C C C C C C C C C C C C C C C H H H H H H H H H H H H H H H H N H N H N N H H Ti Ti Ti Ti H H H H H S-34
35 H H H H H H H H H H H H H H H H H H H Table S23: Optimized Structure of CXP-Ti 4-16H 2 system (C 20H 20N 4Ti 4-H 32) C C C C C C C C C C C C C C C C C C C C H H H H H H H H H S-35
36 H H H H H H H N H N H N N H H Ti Ti Ti Ti H H H H H H H H H H H H H H H H H H H H H H H H H H H H H H H H S-36
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