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1 Supporting Information Control the Structure of Zr-Tetracarboxylate Frameworks through Steric Tuning Jiandong Pang,,,,# Shuai Yuan,,# Junsheng Qin, Caiping Liu, Christina Lollar, Mingyan Wu,*, Daqiang Yuan, Hong-Cai Zhou,*, and Maochun Hong State Key Laboratory of Structure Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian , China Department of Chemistry, Texas A&M University, College Station, Texas , United States University of Chinese Academy of Sciences, Beijing , China J. P. and S. Y. contributed equally. To whom correspondence should be addressed. for M. W.: for H.-C. Z.: S1
2 Ligand Synthesis (1) Synthesis of 2,2 -H-H 4 TPCB (L1) Scheme S1. Synthesis of 2,2 -H-H 4 TPCB (L1). Synthesis of 3,3,5,5 -tetra(ethyl-4-carboxyphenyl)-1,1 biphenyl (1). 3,3',5,5'-tetrabromo-1,1'-biphenyl (1.41 g, 3 mmol), (4-(ethoxycarbonyl)phenyl)boronic acid (3.49 g, 18 mmol), cesium carbonate (8.15 g, 25 mmol), and tetrakis(triphenylphosphine)palladium (0.2 g, 0.2 mmol) were added to a 250-mL Schleck flask charged with a stir bar. The flask was pumped under vacuum and refilled with N 2 three times before 150 ml of degassed 1,4-dioxane was transferred to the system. The solution was heated at 80 o C for 72 h under a N 2 atmosphere. After the reaction mixture was cooled to room temperature, the organic solvent was evaporated. The aqueous layer was extracted with dichloromethane (3 50 ml), and then the combined organic layers were dried over anhydrous magnesium sulfate and filtered. After removing the dichloromethane, the crude product was purified by column chromatography on silica gel to give compound 1 as a gray white solid. (1.71 g, 76% yield based on 3,3',5,5'-tetrabromo-1,1'-biphenyl). 1 H NMR (300 MHz, CDCl3): δ, 1.46 (t, 12H), 4.45 (q, 8H), 7.80 (d, 8H), 7.90(s, 2H), 7.94 (s, 4H), 8.20 (d, 8H) ppm. Synthesis of 2,2'-dihydrobiphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (2,2 -H-H 4 TPCB). Compound 1 (2.24 g, 3 mmol) was dissolved in 10 ml of THF, to which 10 ml of 6 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h before the solvent was removed by rotary evaporation. The white solid was dissolved in water and acidified with 6 M HCl to yield 2,2 -H-H 4 TPCB as a gray white precipitate, which was filtered, washed with water, and dried in an oven at 80 o C for 10 h (1.6 g, 83.6 %). 1 H NMR (300 MHz, DMSO-d6): δ, 8.10 (q, 18H), 8.26 (s, 4H), (s, 4H) ppm. (2) Synthesis of 2,2 -OH-H 4 TPCB (L2) Scheme S2. Synthesis of 2,2 -OH-H 4 TPCB (L2). Synthesis of 3,3,5,5 -tetrabromo-2,2 -biphenol (2). Bromine (13.8 ml, mmol) was added to a solution of 2,2 -biphenol (10 g, 54 mmol) in methanol (400 ml). After 1 h of stirring, the resulting S2
3 precipitate was filtered and washed sequentially with aqueous solutions of NaHCO 3, Na 2 SO 3, and water. The resulting white powder was dissolved in acetone and dried over anhydrous Na 2 SO 4. Compound 2 was purified by recrystallization in acetone (16.7 g, 61 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 7.30 (s, 2H), 7.64 (s, 2H), (s, 2H) ppm. Synthesis of 3,3,5,5 -tetra(ethyl-4-carboxyphenyl)-2,2 -dihydroxybiphenyl (3). Compound 2 (1 g, 2 mmol), (4-(ethoxycarbonyl)phenyl)boronic acid (4.18 g, 12 mmol), Na 2 CO 3 (3.8 g, 36 mmol), and palladium acetate (0.05 g) were added to a 250-mL Schlenk flask charged with a stir bar. The flask was pumped under vacuum and refilled with Ar three times before 150 ml degassed DMF/H 2 O (1:1 v/v) was transferred to the system. The reaction mixture was heated at 65 o C for 72 h under an Ar atmosphere. After this, the reaction solution was poured into water, and the ph value was adjusted to about 5. The resulting solid was filtered and washed with water. Further purification of the product was achieved by flash chromatography on a silica gel column using ethyl acetate/hexane (1:4 v/v) as eluent and evaporation of the fraction containing the product. Compound 3 was obtained as pale yellow solid (1.03 g, 72 %). 1 H NMR (300 MHz, CDCl 3 ) δ 1.45 (m, 12H), 4.43 (q, 8H), 5.85 (s, 2H), 7.71 (m, 12H), 8.12 (d, 4H), 8.20 (d, 4H) ppm. Synthesis of 2,2'-dihydroxybiphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (2,2 -OH-H 4 TPCB). Compound 3 (2.87 g, 4 mmol) was dissolved in 30 ml of THF, to which 50 ml of 10 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h, and then the organic solvent was removed using a rotary evaporator. The aqueous phase was acidified to ph = 2 using 6 M HCl aqueous solution. The resulting precipitate was collected via filtration, washed with water (200 ml), and dried under vacuum to afford 2,2 -OH-H 4 TPCB (2.47 g, 93 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 7.71 (s, 4H), 7.85 (q, 8H), 7.98 (q, 8H), 8.95 (s, 2H), (s, 4H) ppm. (3) Synthesis of 4,4 -OH-H 4 TPCB (L3) Scheme S3. Synthesis of 4,4 -OH-H 4 TPCB (L3). Synthesis of 3,3,5,5 -tetrabromo-4,4 -biphenol (4). Bromine (13.8 ml, mmol) was added to a solution of 4,4 -biphenol (10 g, 54 mmol) in methanol (400 ml). After 1 h of stirring, the resulting precipitate was filtered and washed sequentially with aqueous solutions of NaHCO 3, Na 2 SO 3, and water. The resulting white powder was dissolved in acetone and dried over anhydrous Na 2 SO 4. Pure compound 4 S3
4 was obtained by recrystallization in acetone (14.6 g, 54 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 7.87 (s, 4H), (s, 2H) ppm. Synthesis of 3,3,5,5 -tetra(ethyl-4-carboxyphenyl)-4,4 -dihydroxybiphenyl (5). Compound 4 (1 g, 2 mmol), (4-(ethoxycarbonyl)phenyl)boronic acid (4.18 g, 12 mmol), Na 2 CO 3 (3.8 g, 36 mmol), and palladium acetate (0.05 g) were added to a 250-mL Schlenk flask charged with a stir bar. The flask was pumped under vacuum and refilled with Ar three times before 150 ml degassed DMF/H 2 O (1:1 v/v) was transferred to the system and the reaction mixture was heated at 65 o C for 72 h under an Ar atmosphere. The reaction solution was poured into water, and the ph value was adjusted to about 5. The obtained solid was filtered and washed with water. Further purification of the product was achieved by flash chromatography on a silica gel column using ethyl acetate/hexane (1:4 v/v) as eluent and evaporation of the fraction containing the product. Compound 5 was obtained as a pale yellow solid (0.98 g, 68 %). 1 H NMR (300 MHz, CDCl 3 ) δ 1.44 (t, 12H), 4.43 (q, 8H), 5.36 (s, 2H), 7.56 (s, 4H), 7.71 (d, 8H), 8.18 (d, 8H) ppm. Synthesis of 4,4'-dihydroxybiphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (4,4 -OH-H 4 TPCB). Compound 5 (2.34 g, 3 mmol) was dissolved in 30 ml of THF, to which 50 ml of 10 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h, and then the organic solvent was removed using a rotary evaporator. The aqueous phase was acidified to ph = 2 using 6 M HCl aqueous solution. The resulting precipitate was collected via filtration, washed with water (200 ml), and dried under vacuum to afford 4,4 -OH-H 4 TPCB (1.9 g, 95 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 7.65 (s, 4H), 7.79 (d, 8H), 8.03 (d, 8H), 8.74 (s, 2H), (s, 4H) ppm. (4) Synthesis of 4,4 -NH 2 -H 4 TPCB (L4) Scheme S4. Synthesis of 4,4 -NH 2 -H 4 TPCB (L4). Synthesis of 3,3,5,5 -tetrabromo-4,4 -diamino-biphenyl (6). Bromine (4 ml, 80 mmol) was added to a solution of 4,4 -benzidine (3.7g, 20 mmol) in acetic acid (100 ml) and stirred at 35 o C for 30 min. The reaction solution was poured into ice water and stirred violently. The resulting precipitate was filtered and washed sequentially with aqueous solutions of NaHCO 3, Na 2 SO 3, and water. Pure compound 6 was obtained by recrystallization in toluene (7.3 g, 73 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 5.39 (s, 4H), 7.73 (s, 4H) ppm. S4
5 Synthesis of 3,3,5,5 -tetra(ethyl-4-carboxyphenyl)-4,4 -diamino-biphenyl (7). Compound 6 (2 mmol, 1 g), (4-(ethoxycarbonyl)phenyl)boronic acid (4.18 g, 12 mmol), Cs 2 CO 3 (11.8 g, 36 mmol), and tetrakis(triphenylphosphine)palladium (0.092 g, 0.08 mmol) were added to a 500-mL Shlenk flask charged with a stir bar. The flask was pumped under vacuum and refilled with Ar three times before 300 ml degassed 1,4-dioxane was transferred to the system and the reaction mixture was heated at 85 o C for 72 h under an Ar atmosphere. After the reaction mixture was cooled to room temperature, the organic solvent was removed using a rotary evaporator, and the resulting mixture was poured into water and extracted with dichloromethane (3 100 ml). The combined organic layers were dried over anhydrous MgSO 4 before the solvent was removed again using a rotary evaporator. After purification by column chromatography on silica gel using ethyl acetate/hexane (1:3 v/v) as eluent and evaporation of the fraction containing the product, compound 7 was obtained as a pale yellow solid (1.2 g, 78 %). 1 H NMR (300 MHz, CDCl 3 ) δ 1.42 (t, 12H), 3.90 (s, 4H), 4.42 (q, 8H), 7.39 (s, 4H), 7.66 (d, 8H), 8.16 (d, 8H) ppm. Synthesis of 4,4'-diamino-biphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (4,4 -NH 2 -H 4 TPCB). Compound 7 (3.1 g, 4 mmol) was dissolved in 30 ml of THF, to which 50 ml of 10 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h before the organic solvent was removed using a rotary evaporator. The aqueous phase was acidified to ph = 2 using 6 M HCl aqueous solution. The resulting precipitate was collected via filtration, washed with water (200 ml), and dried under vacuum to afford 4,4 -NH 2 -H 4 TPCB (2.4 g, 90 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 3.49 (s, 4H), 7.40 (s, 4H), 7.67 (d, 8H), 8.05 (d, 8H), (s, 4H) ppm. (5) Synthesis of 4,4 -OMe-H 4 TPCB (L5) Scheme S5. Synthesis of 4,4 -OMe-H 4 TPCB (L5). Synthesis of 3,3',5,5'-tetrabromo-4,4'-dimethoxy-1,1'-biphenyl (8). Compound 4 (4.0 g, 8 mmol), methyl iodide (6.8 g, 48 mmol), and K 2 CO 3 (3.3 g, 24 mmol) were dissolved into acetonitrile (100 ml). The reaction mixture was heated at reflux for 18 h and then cooled to room temperature. Acetonitrile was removed using rotary evaporation and the resulting mixture was poured into water and extracted with dichloromethane (3 100 ml). The combined organic layers were dried over anhydrous MgSO 4, and then the solvent was removed again using a rotary evaporator. After purification by column chromatography on S5
6 silica gel using hexane as eluent and evaporation of the fraction containing the product, compound 8 was obtained as a white powder (2.88 g, 68 %). 1 H NMR (300 MHz, CDCl 3 ) δ 3.94 (s, 6H), 7.65 (s, 4H) ppm. Synthesis of 3,3',5,5'-tetra(ethyl-4-carboxyphenyl)-4,4'-dimethoxy-biphenyl (9). Compound 8 (1.06g, 2 mmol), (4-(ethoxycarbonyl)phenyl)boronic acid (4.18 g, 12 mmol), Cs 2 CO 3 (11.8 g, 36 mmol), and tetrakis(triphenylphosphine)palladium (0.092 g, 0.08 mmol) were added to a 500-ml Schlenk flask charged with a stir bar. The flask was pumped under vacuum and refilled with N 2 three times before 300 ml degassed 1,4-dioxane was transferred to the system. The reaction mixture was heated to 85 o C for 72 h under a N 2 atmosphere. After the reaction mixture cooled to room temperature, the organic solvent was removed using a rotary evaporator, and the resulting mixture was poured into water and extracted with dichloromethane (3 100 ml). The combined organic layers were dried over anhydrous MgSO 4, and then the solvent was removed again using a rotary evaporator. After purification by column chromatography on silica gel using ethyl acetate/hexane (1:5 v/v) as eluent and evaporation of the fraction containing the product, compound 9 was obtained as a pale yellow solid (1.32 g, 82 %). 1 H NMR (300 MHz, CDCl 3 ): δ 1.44 (t, 12H), 3.20 (s, 6H), 4.43 (q, 8H), 7.63 (s, 4H), 7.76 (d, 8H), 8.15 (d, 4H) ppm. Synthesis of 4,4'-dimethoxybiphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (4,4 -OMe-H 4 TPCB). Compound 9 (3.23 g, 4 mmol) was dissolved in 30 ml of THF, to which 50 ml of 10 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h, and then the organic solvent was removed using a rotary evaporator. The aqueous phase was acidified to ph = 2 using 6 M HCl aqueous solution. The resulting precipitate was collected via filtration, washed with water (200 ml), and dried under vacuum to afford 4,4 -OMe-H 4 TPCB (2.64 g, 95 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ3.12 (s, 6H), 7.82 (t, 12H), 8.03 (d, 8H), (s, 4H) ppm. (6) Synthesis of 4,4 -OCp-H 4 TPCB (L7) Scheme S6. Synthesis of 4,4 -OCp-H 4 TPCB (L7). Synthesis of 3,3',5,5'-tetrabromo-4,4'-dicyclopentyloxy-1,1'-biphenyl (10). Compound 4 (4.0 g, 8 mmol), bromocyclopentane (7.15 g, 48 mmol), and K 2 CO 3 (3.3 g, 24 mmol) were dissolved into acetonitrile (100 ml). The reaction mixture was heated at reflux for 18 h and then cooled to room temperature. Acetonitrile S6
7 was removed using rotary evaporation and the resulting mixture was poured into water and extracted with dichloromethane (3 100 ml). The combined organic layers were dried over anhydrous MgSO 4, and then the solvent was removed again using a rotary evaporator. After purification by column chromatography on silica gel using hexane as eluent and evaporation of the fraction containing the product, compound 10 was obtained as a white powder (2.86 g, 56 %). 1 H NMR (300 MHz, CDCl 3 ) δ 1.66 (m, 4H), 1.82 (m, 4H), 2.00 (m, 4H), 2.08 (m, 4H), 5.04 (m, 2H), 7.67 (s, 4H) ppm. Synthesis of 3,3',5,5'-tetra(ethyl-4-carboxyphenyl)-4,4'-dicyclopentyloxy-biphenyl (11). Compound 10 (1.28g, 2 mmol), (4-(ethoxycarbonyl)phenyl)boronic acid (2.33 g, 12 mmol), Cs 2 CO 3 (11.8 g, 36 mmol), and tetrakis(triphenylphosphine)palladium (0.092 g, 0.08 mmol) were added to a 500-ml Schlenk flask charged with a stir bar. The flask was pumped under vacuum and refilled with N 2 three times before 300 ml degassed 1,4-dioxane was transferred to the system. The reaction mixture was heated to 85 o C for 72 h under a N 2 atmosphere. After the reaction mixture cooled to room temperature, the organic solvent was removed using a rotary evaporator, and the resulting mixture was poured into water and extracted with dichloromethane (3 100 ml). The combined organic layers were dried over anhydrous MgSO 4, and then the solvent was removed again using a rotary evaporator. After purification by column chromatography on silica gel using ethyl acetate/hexane (1:4 v/v) as eluent and evaporation of the fraction containing the product, compound 11 was obtained as a pale yellow solid (1.24 g, 68 %). 1 H NMR (300 MHz, CDCl 3 ): δ 1.07 (m, 12H), 1.35 (m, 4H), 1.45 (t, 12H), 3.84 (s, 4H), 4.45 (q, 8H), 7.63 (s, 4H), 7.86 (d, 8H), 8.14 (d, 8H) ppm. Synthesis of 4,4'-dicyclopentyloxybiphenyl-3,3',5,5'-tetra(phenyl-4-carboxylic acid) (4,4 -OCp-H 4 TPCB). Compound 11 (3.23 g, 4 mmol) was dissolved in 30 ml of THF, to which 50 ml of 10 M NaOH aqueous solution was added. The mixture was stirred under reflux for 10 h, and then the organic solvent was removed using a rotary evaporator. The aqueous phase was acidified to ph = 2 using 6 M HCl aqueous solution. The resulting precipitate was collected via filtration, washed with water (200 ml), and dried under vacuum to afford 4,4 -OCp-H 4 TPCB (2.64 g, 95 %). 1 H NMR (300 MHz, DMSO-d 6 ) δ 0.91 (m, 4H), 1.10 (m, 8H), 1.28 (m, 4H), 3.76 (m, 2H), 7.85 (t, 12H), 8.03 (d, 8H), (s, 4H) ppm. S7
8 1 H NMR Spectroscopy For 1 H NMR spectroscopy, the activated samples (around 5 mg) in 4 ml vials were digested by one drop of D 2 SO 4 -d 2. About 0.5 ml DMSO-d 6 was added to the vial and the mixture was sonicated for 5 minutes before the upper clear solution was taken out for NMR measurement. 1 H NMR spectra for PCN-608-OCp, MLPCN-605, MLPCN-608-1, and MLPCN are presented below. Figure S1. 1 H NMR spectroscopy of PCN-608-OCp. Figure S2. 1 H NMR spectroscopy of MLPCN-605. S8
9 Figure S3. 1 H NMR spectroscopy of MLPCN Figure S4. 1 H NMR spectroscopy of MLPCN Table S1. Linker ratios from 1 H NMR of digested samples. MOF Linker ratios MLPCN-605 L1 : L4 = 2.33/4 : 4/4 1:2 MLPCN L1 : L6 = 4/4 : 4/4 = 1:1 MLPCN L1 : L6 :L7 = 4/4 : 4.47/4 : 3.78/8 2:2:1 S9
10 Additional Figures Figure S5. N 2 sorption isotherms at 77 K and 1 atm of the Zr-MOFs with different topologies. (a) N 2 sorption isotherms of the flu net Zr-MOFs (PCN-605-H and PCN-605-OH). (b) N 2 sorption isotherms of the scu net Zr-MOFs (PCN-606-OH, PCN-606-NH 2 and PCN-606-OMe). (c) N 2 sorption isotherms of the csq net Zr-MOFs (PCN-608-OH, PCN-608-NH 2, PCN-608-OMe, and PCN-608-OCp). (d) N 2 sorption isotherms of the mixed linker Zr-MOFs (MLPCN-605, MLPCN-608-1, and MLPCN-608-2). Filled symbols: adsorption; open symbols: desorption. S10
11 Figure S6. Powder X-ray diffraction patterns of the Zr-MOFs. For PCN-608-OMe, the simulated PXRD pattern was generated from the single crystal data of PCN-608-OH. S11
12 Additional Tables Table S2. Ligand energies in different symmetries. MOFs (topology) PCN-608 (csq) PCN-606 (scu) PCN-605 (flu) Ligand symmetry C 2v C 2h D 2 Energy (KJ/mol) (KJ/mol) (KJ/mol) L L L L L NA L Table S3. Crystal data and structure refinements for the flu net Zr-MOFs (PCN-605-H and PCN-605-OH). PCN-605-H CCDC PCN-605-OH Formula C 40 H 30 O 16 Zr 3 C 40 H 28 O 18 Zr 3 Formula weight T (K) 100(2) 100(2) Wavelength (Å) Shape / Color Blocky / colorless Blocky / yellow Crystal System Orthorhombic Orthorhombic Space group Fmmm Fmmm Unit Cell a = (3) Å b = (4) Å c = (5) Å α = β = γ = 90 o V = 21558(5) Å 3 Z 8 8 d calcd (g/cm 3 ) µ (mm -1 ) F (000) Completeness Collected reflections Unique reflections Parameters R int R 1 [I > 2σ(I)] wr 2 [I > 2σ(I)] R 1 (all data) wr 2 (all data) GOF on F a = (3) Å b = (12) Å c = (11) Å α = β = γ = 90 o V = 20890(4) Å 3 S12
13 Table S4. Crystal data and structure refinements for the scu net Zr-MOFs (PCN-606-OH, PCN-606-NH 2, PCN-606-OMe, and PCN-607). PCN-606-OH PCN-606-NH 2 PCN-606-OMe CCDC Formula C 40 H 30 O 18 Zr 3 C 80 H 64 N 4 O 32 Zr 6 C 42 H 34 O 18 Zr 3 Formula weight T (K) 100(2) 100(2) 100(2) Wavelength (Å) Shape / Color Blocky / yellow Blocky / yellow Blocky / colorless Crystal System Orthorhombic Orthorhombic Orthorhombic Space group Cmmm Cmmm Pbam Unit Cell a = (10) Å b = (8) Å c = (3) Å α = β = γ = 90 o V = (6) Å 3 a = (4) Å b = (6) Å c = (2) Å α = β = γ = 90 o V = (4) Å 3 Z d calcd (g/cm 3 ) µ (mm -1 ) F (000) Completeness Collected reflections Unique reflections Parameters R int R 1 [I > 2σ(I)] wr 2 [I > 2σ(I)] R 1 (all data) wr 2 (all data) GOF on F a = (9) Å b = (16) Å c = (6) Å α = β = γ = 90 o V = (10) Å 3 S13
14 Table S5. Crystal data and structure refinements for the csq net Zr-MOFs (PCN-608-OH, PCN-608-NH 2, and PCN-608-OCp) PCN-608-OH PCN-608-NH 2 PCN-608-OCp CCDC Formula C 40 H 30 O 18 Zr 3 C 40 H 32 N 2 O 16 Zr 3 C 50 H 46 O 18 Zr 3 Formula weight T (K) 296(2) 100(2) 100(2) Wavelength (Å) Shape / Color Hexagonal-prism / red Hexagonal-prism / red Hexagonal-prism / colorless Crystal System Hexagonal Hexagonal Hexagonal Space group P6/mmm P6/mmm P6/mmm Unit Cell a = (17) Å b = (17) Å c = (6) Å α = β = 90 o γ = 120 o V = 22432(20) Å 3 a = (9) Å b = (9) Å c = (3) Å α = β = 90 o γ = 120 o V = (10) Å 3 Z a = (14) Å b = (14) Å c = (6) Å α = β = 90 o γ = 120 o d calcd (g/cm 3 ) µ (mm -1 ) F (000) Completeness Collected reflections Unique reflections Parameters R int R 1 [I > 2σ(I)] wr 2 [I > 2σ(I)] R 1 (all data) wr 2 (all data) GOF on F V = (17) Å 3 S14
15 Table S6. Crystal data and structure refinements for the mixed linker Zr-MOFs (PCN-605, PCN-608-1, and PCN-608-2). MLPCN-605 MLPCN MLPCN CCDC Formula C 40 H 30 NO 16 Zr 3 C 42 H 28 O 16 Zr 3 C H 44 O Zr 3 Formula weight T (K) 100(2) 296(2) 297(2) Wavelength (Å) Shape / Color Block / yellow Block / yellow Block / yellow Crystal System Orthorhombic Hexagonal Hexagonal Space group Fmmm P6/mmm P6/mmm Unit Cell a = (14) Å b = (9) Å c = (8) Å α = β = γ = 90 o V = (18) Å 3 a = (15) Å b = (15) Å c = (7) Å α = β = 90 o γ = 120 o V = 23002(20) Å 3 Z a = (11) Å b = (11) Å c = (6) Å α = β = 90 o γ = 120 o d calcd (g/cm 3 ) µ (mm -1 ) F (000) Completeness Collected reflections Unique reflections Parameters R int R 1 [I > 2σ(I)] wr 2 [I > 2σ(I)] R 1 (all data) wr 2 (all data) GOF on F V = (15) Å 3 S15
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