The pyrazolo[3,4-= 402.51Melting point: 468 KOrthorhombic, = 14.501 (5) ?Cell variables from 4224 reflections= 22.898 (5) ? = 2.3C26.4= 12.468 (4) ? = 0.18 mm?1= 4140 (2) ?3= 296 K= 8Block, yellowish NS-018 2(= ?1817= ?242825025 measured reflections= ?1515 Open in another window Refinement Refinement on = 1/[2(= (= 1.00(/)max 0.0014224 reflectionsmax = 0.31 e ??3262 parametersmin = ?0.30 e ??3 Open in another window Special details Geometry. (2011 ?); Anothane (2012 ?). Experimental ? Crystal data ? C22H22N6S = 402.51 Orthorhombic, = 14.501 (5) ? = 22.898 (5) ? = 12.468 (4) ? = 4140 (2) ?3 = 8 Mo = 296 K 0.37 0.34 0.29 mm Data collection ? Bruker X8 APEX diffractometer Absorption modification: multi-scan ( 2(= 1.00 4224 reflections 262 variables H-atom variables constrained max = 0.31 e ??3 min = ?0.30 e ??3 Data collection: (Bruker, 2009 ?); cell refinement: (Bruker, 2009 ?); data decrease: (Sheldrick, 2008 ?); plan(s) utilized to refine framework: (Sheldrick, 2015 ?); molecular images: (Farrugia, 2012 ?); software program used to get ready materials for publication: 1,3-dipolar cycloaddition using diphenyl hydrazonoyl chloride as the precursor for diphenyl nitrilimine, and 1,5-diethyl-1the NS-018 thiadiazole band as proven in Fig. 1. The pyrazolo[3,4-= 402.51Melting point: 468 KOrthorhombic, = 14.501 (5) ?Cell variables from 4224 reflections= 22.898 (5) ? = 2.3C26.4= 12.468 (4) ? = 0.18 mm?1= 4140 (2) ?3= 296 K= 8Block, yellowish 2(= ?1817= ?242825025 measured reflections= ?1515 Open up in another window Refinement Refinement on = 1/[2(= (= 1.00(/)max 0.0014224 reflectionsmax = 0.31 e ??3262 parametersmin = ?0.30 e ??3 Open up in another window Special information Geometry. All e.s.d.’s (except the e.s.d. in the dihedral position between two l.s. planes) are estimated using the entire covariance matrix. The cell e.s.d.’s are considered in the estimation of e independently.s.d.’s in ranges, torsion and angles angles; correlations between e.s.d.’s in cell variables are only utilized if they are described by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.’s can be used for estimating e.s.d.’s involving l.s. planes. Open up in another home window Fractional atomic coordinates and equal or isotropic isotropic displacement variables (?2) em x /em em con /em em z /em em U /em iso*/ em U /em eqC10.48041 (15)0.16398 (10)0.52664 (19)0.0383 (5)C20.54607 (15)0.07863 (9)0.63901 (19)0.0363 (5)C30.49773 (15)0.04386 (10)0.72025 (19)0.0373 (5)C40.41299 (17)0.04978 (11)0.7732 (2)0.0511 (7)H40.37270.08090.76310.061*C50.53365 (15)?0.00752 (10)0.75801 (19)0.0377 (5)C60.65913 (16)?0.00200 (10)0.6605 (2)0.0413 (6)H60.7162?0.01640.63920.050*C70.69620 (18)0.07699 (12)0.5361 (2)0.0554 (7)H7A0.75600.08140.57000.066*H7B0.67330.11580.51990.066*C80.7081 (3)0.04447 (17)0.4342 (3)0.1022 (13)H8A0.74980.06540.38840.153*H8B0.64950.04060.39920.153*H8C0.73270.00640.44920.153*C90.4750 (2)?0.08616 (13)0.8837 (3)0.0726 (9)H9A0.4554?0.08140.95760.087*H9B0.5377?0.10090.88410.087*C100.4139 (3)?0.12911 (14)0.8295 (3)0.0962 (13)H10A0.4166?0.16570.86680.144*H10B0.4340?0.13450.75680.144*H10C0.3517?0.11480.82980.144*C110.61067 (15)0.15818 (10)0.76316 (19)0.0383 (6)C120.66082 (17)0.11905 (11)0.8257 (2)0.0478 (6)H120.66320.07970.80720.057*C130.70698 (17)0.13906 (13)0.9156 (2)0.0538 (7)H130.74040.11280.95710.065*C140.70444 (18)0.19696 (13)0.9449 (2)0.0576 (8)H140.73570.20991.00540.069*C150.65481 (18)0.23514 (13)0.8829 (2)0.0577 (8)H150.65240.27440.90210.069*C160.60827 (16)0.21655 (11)0.7924 (2)0.0479 (7)H160.57530.24320.75120.058*C170.43453 (15)0.20319 (10)0.4501 (2)0.0399 (6)C180.39468 (17)0.18210 (12)0.3574 (2)0.0505 (7)H180.39700.14230.34240.061*C190.35137 (19)0.21958 (14)0.2866 (2)0.0623 (8)H190.32520.20510.22390.075*C200.3471 (2)0.27838 (14)0.3090 (3)0.0665 (9)H200.31820.30370.26140.080*C210.38543 (19)0.29943 (13)0.4014 (3)0.0646 (8)H210.38230.33920.41650.077*C220.42870 (18)0.26235 (11)0.4724 (2)0.0527 (7)H220.45400.27710.53540.063*N10.52713 (13)0.18375 (8)0.60593 (16)0.0414 (5)N20.56296 (14)0.14038 (8)0.67014 (16)0.0444 (5)N30.63253 (12)0.04874 (8)0.61271 (16)0.0396 (5)N40.61620 (13)?0.03289 (9)0.73112 (17)0.0430 (5)N50.47290 (14)?0.02945 (9)0.82976 (18)0.0523 (6)N60.39730 (15)0.00565 (10)0.8391 (2)0.0618 (7)S10.47272 (5)0.08793 (3)0.51716 (6)0.0486 (2) Open up in another window Atomic displacement variables (?2) em U /em 11 em U /em 22 em U /em 33 em U /em 12 em U /em 13 em U /em 23C10.0362 (12)0.0355 (13)0.0431 (14)0.0013 (10)?0.0001 (11)0.0032 (11)C20.0380 (12)0.0283 (12)0.0425 (14)0.0008 (10)?0.0069 (10)?0.0008 (10)C30.0362 (12)0.0305 (12)0.0453 (15)0.0006 (10)?0.0020 (10)?0.0003 (11)C40.0440 (14)0.0471 (16)0.0621 (19)0.0096 (12)0.0070 (12)0.0006 (14)C50.0365 (12)0.0331 (13)0.0435 (14)?0.0019 (10)?0.0020 (10)0.0033 (11)C60.0332 (12)0.0411 (14)0.0496 (15)0.0055 (11)?0.0048 (11)?0.0022 (12)C70.0491 (15)0.0602 (18)0.0568 (19)?0.0083 (13)0.0078 (12)0.0152 (15)C80.127 (3)0.107 (3)0.073 (3)?0.015 (2)0.048 (2)?0.004 (2)C90.070 (2)0.066 (2)0.082 (2)0.0031 (17)0.0156 (17)0.0367 (18)C100.118 (3)0.054 (2)0.117 (3)?0.008 (2)0.038 (3)0.014 (2)C110.0373 (12)0.0403 (14)0.0372 (14)?0.0053 (10)0.0004 (10)?0.0034 (11)C120.0557 (15)0.0409 (15)0.0469 (16)?0.0021 (13)?0.0091 (12)0.0008 (12)C130.0506 (15)0.068 (2)0.0425 (16)?0.0036 (14)?0.0098 (12)0.0037 (14)C140.0461 (15)0.075 (2)0.0516 (18)?0.0088 (15)?0.0046 (12)?0.0178 (15)C150.0515 (15)0.0553 (18)0.066 (2)?0.0024 (14)?0.0024 (14)?0.0238 (15)C160.0451 (14)0.0396 (15)0.0591 (18)0.0003 (11)?0.0071 (12)?0.0098 (13)C170.0360 (12)0.0388 (14)0.0449 (15)0.0055 (11)0.0022 (10)0.0085 (11)C180.0537 (15)0.0487 (16)0.0491 (17)0.0087 (13)?0.0019 (13)0.0070 (13)C190.0596 (17)0.074 (2)0.0532 (19)0.0092 (15)?0.0122 (14)0.0101 (16)C200.0640 (18)0.061 (2)0.074 (2)0.0148 (16)?0.0108 (16)0.0262 (17)C210.0640 (18)0.0450 (17)0.085 (2)0.0131 (14)?0.0074 (17)0.0128 (16)C220.0547 (15)0.0406 (16)0.0627 (19)0.0054 (13)?0.0086 (13)0.0080 (13)N10.0478 (11)0.0308 (11)0.0457 (12)0.0023 (9)?0.0042 (10)0.0065 (9)N20.0595 (13)0.0278 (11)0.0461 (13)?0.0011 (9)?0.0168 (10)0.0046 (9)N30.0373 (10)0.0369 (11)0.0446 (12)?0.0005 (9)0.0006 (8)0.0041 (9)N40.0377 (11)0.0395 (12)0.0519 (14)0.0061 (9)?0.0012 (9)0.0091 (10)N50.0481 (12)0.0468 (13)0.0619 (15)0.0026 (10)0.0098 (11)0.0169 (11)N60.0516 (13)0.0624 (16)0.0714 (17)0.0052 (12)0.0180 (12)0.0111 (13)S10.0567 (4)0.0362 (4)0.0531 (4)?0.0001 (3)?0.0217 (3)0.0025 (3) Open up in another window Geometric variables (?, o) C1N11.281 (3)C10H10B0.9600C1C171.469 (3)C10H10C0.9600C1S11.749 (2)C11C161.386 (3)C2N31.466 (3)C11C121.393 (3)C2C31.467 (3)C11N21.411 (3)C2N21.487 (3)C12C131.383 (3)C2S11.867 (2)C12H120.9300C3C51.370 (3)C13C141.376 (4)C3C41.401 (3)C13H130.9300C4N61.323 (3)C14C151.371 (4)C4H40.9300C14H140.9300C5N51.352 (3)C15C161.381 (4)C5N41.372 (3)C15H150.9300C6N41.290 (3)C16H160.9300C6N31.361.DOI: 10.1107/S2056989015017405/tk5387Isup2.hkl e-71-0o769-Isup2.hkl (337K) GUID:?3ADDFDD3-9BDD-4E39-90EF-7BCF1C201D6E e-71-0o769-Isup3.cml (8.0K) GUID:?B0B21CAB-C46E-4D2C-A796-1D9E3FBCF6F8 Supporting information document. parameters constrained potential = 0.31 e ??3 min = ?0.30 e ??3 Data collection: (Bruker, 2009 ?); cell refinement: (Bruker, 2009 ?); data decrease: (Sheldrick, 2008 ?); plan(s) utilized to refine framework: (Sheldrick, 2015 ?); molecular images: (Farrugia, 2012 ?); software program used to get ready materials for publication: 1,3-dipolar cycloaddition using diphenyl hydrazonoyl chloride as the precursor for diphenyl nitrilimine, and 1,5-diethyl-1the thiadiazole band as proven in Fig. 1. The pyrazolo[3,4-= 402.51Melting point: 468 KOrthorhombic, = 14.501 (5) ?Cell variables from 4224 reflections= 22.898 (5) ? = 2.3C26.4= 12.468 (4) ? = 0.18 mm?1= 4140 (2) ?3= 296 K= 8Block, yellowish 2(= ?1817= ?242825025 measured reflections= ?1515 Open up in another window Refinement Refinement on = 1/[2(= (= 1.00(/)max 0.0014224 reflectionsmax = 0.31 e ??3262 parametersmin = ?0.30 e ??3 Open up in another window Special information Geometry. All e.s.d.’s (except the e.s.d. in the dihedral position between two l.s. planes) are estimated using the entire covariance matrix. The cell e.s.d.’s are considered independently in the estimation of e.s.d.’s in ranges, sides and torsion sides; correlations between e.s.d.’s in cell variables are only utilized if they are described by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.’s can be used for estimating e.s.d.’s involving l.s. planes. Open up in another home window Fractional atomic coordinates and isotropic NS-018 or comparable isotropic displacement variables (?2) em x /em em con /em em z /em em U /em iso*/ em U /em eqC10.48041 (15)0.16398 (10)0.52664 (19)0.0383 (5)C20.54607 (15)0.07863 (9)0.63901 (19)0.0363 (5)C30.49773 (15)0.04386 (10)0.72025 (19)0.0373 (5)C40.41299 (17)0.04978 (11)0.7732 (2)0.0511 (7)H40.37270.08090.76310.061*C50.53365 (15)?0.00752 (10)0.75801 (19)0.0377 (5)C60.65913 (16)?0.00200 (10)0.6605 (2)0.0413 (6)H60.7162?0.01640.63920.050*C70.69620 (18)0.07699 (12)0.5361 (2)0.0554 (7)H7A0.75600.08140.57000.066*H7B0.67330.11580.51990.066*C80.7081 (3)0.04447 (17)0.4342 (3)0.1022 (13)H8A0.74980.06540.38840.153*H8B0.64950.04060.39920.153*H8C0.73270.00640.44920.153*C90.4750 (2)?0.08616 (13)0.8837 (3)0.0726 (9)H9A0.4554?0.08140.95760.087*H9B0.5377?0.10090.88410.087*C100.4139 (3)?0.12911 (14)0.8295 (3)0.0962 (13)H10A0.4166?0.16570.86680.144*H10B0.4340?0.13450.75680.144*H10C0.3517?0.11480.82980.144*C110.61067 (15)0.15818 (10)0.76316 (19)0.0383 (6)C120.66082 (17)0.11905 (11)0.8257 (2)0.0478 (6)H120.66320.07970.80720.057*C130.70698 (17)0.13906 (13)0.9156 (2)0.0538 (7)H130.74040.11280.95710.065*C140.70444 (18)0.19696 (13)0.9449 (2)0.0576 (8)H140.73570.20991.00540.069*C150.65481 (18)0.23514 (13)0.8829 (2)0.0577 (8)H150.65240.27440.90210.069*C160.60827 (16)0.21655 (11)0.7924 (2)0.0479 (7)H160.57530.24320.75120.058*C170.43453 (15)0.20319 (10)0.4501 (2)0.0399 (6)C180.39468 (17)0.18210 (12)0.3574 (2)0.0505 (7)H180.39700.14230.34240.061*C190.35137 (19)0.21958 (14)0.2866 (2)0.0623 (8)H190.32520.20510.22390.075*C200.3471 (2)0.27838 (14)0.3090 (3)0.0665 (9)H200.31820.30370.26140.080*C210.38543 (19)0.29943 (13)0.4014 (3)0.0646 (8)H210.38230.33920.41650.077*C220.42870 (18)0.26235 (11)0.4724 (2)0.0527 (7)H220.45400.27710.53540.063*N10.52713 (13)0.18375 (8)0.60593 (16)0.0414 (5)N20.56296 (14)0.14038 (8)0.67014 (16)0.0444 (5)N30.63253 (12)0.04874 (8)0.61271 (16)0.0396 (5)N40.61620 (13)?0.03289 (9)0.73112 (17)0.0430 (5)N50.47290 (14)?0.02945 (9)0.82976 (18)0.0523 (6)N60.39730 (15)0.00565 (10)0.8391 (2)0.0618 (7)S10.47272 (5)0.08793 (3)0.51716 (6)0.0486 (2) Open up in another window Atomic displacement variables (?2) em U /em 11 em U /em 22 em U /em 33 em U /em 12 em U /em 13 em U /em 23C10.0362 (12)0.0355 (13)0.0431 (14)0.0013 (10)?0.0001 (11)0.0032 (11)C20.0380 (12)0.0283 (12)0.0425 (14)0.0008 (10)?0.0069 (10)?0.0008 (10)C30.0362 (12)0.0305 (12)0.0453 (15)0.0006 (10)?0.0020 (10)?0.0003 (11)C40.0440 (14)0.0471 (16)0.0621 (19)0.0096 (12)0.0070 (12)0.0006 (14)C50.0365 (12)0.0331 (13)0.0435 (14)?0.0019 (10)?0.0020 (10)0.0033 (11)C60.0332 (12)0.0411 (14)0.0496 (15)0.0055 (11)?0.0048 (11)?0.0022 (12)C70.0491 (15)0.0602 (18)0.0568 (19)?0.0083 (13)0.0078 (12)0.0152 (15)C80.127 (3)0.107 (3)0.073 (3)?0.015 (2)0.048 (2)?0.004 (2)C90.070 (2)0.066 (2)0.082 (2)0.0031 (17)0.0156 (17)0.0367 (18)C100.118 (3)0.054 (2)0.117 (3)?0.008 (2)0.038 (3)0.014 (2)C110.0373 (12)0.0403 (14)0.0372 (14)?0.0053 (10)0.0004 (10)?0.0034 (11)C120.0557 (15)0.0409 (15)0.0469 (16)?0.0021 (13)?0.0091 (12)0.0008 (12)C130.0506 (15)0.068 (2)0.0425 (16)?0.0036 (14)?0.0098 (12)0.0037 (14)C140.0461 (15)0.075 (2)0.0516 (18)?0.0088 (15)?0.0046 (12)?0.0178 (15)C150.0515 (15)0.0553 (18)0.066 (2)?0.0024 (14)?0.0024 (14)?0.0238 (15)C160.0451 (14)0.0396 (15)0.0591 (18)0.0003 (11)?0.0071 (12)?0.0098 Mouse monoclonal to GATA1 (13)C170.0360 (12)0.0388 (14)0.0449 (15)0.0055 (11)0.0022 (10)0.0085 (11)C180.0537 (15)0.0487 (16)0.0491 (17)0.0087 (13)?0.0019 (13)0.0070 (13)C190.0596 (17)0.074 (2)0.0532 (19)0.0092 (15)?0.0122 (14)0.0101 (16)C200.0640 (18)0.061 (2)0.074 (2)0.0148 (16)?0.0108 (16)0.0262 (17)C210.0640 (18)0.0450 (17)0.085 (2)0.0131 (14)?0.0074 (17)0.0128 (16)C220.0547 (15)0.0406 (16)0.0627 (19)0.0054 (13)?0.0086 (13)0.0080 (13)N10.0478 (11)0.0308 (11)0.0457 (12)0.0023 (9)?0.0042 (10)0.0065 (9)N20.0595 (13)0.0278 (11)0.0461 (13)?0.0011 (9)?0.0168 (10)0.0046 (9)N30.0373 (10)0.0369 (11)0.0446 (12)?0.0005 (9)0.0006 (8)0.0041 (9)N40.0377 (11)0.0395 (12)0.0519 (14)0.0061 (9)?0.0012 (9)0.0091 (10)N50.0481 (12)0.0468 (13)0.0619 (15)0.0026 (10)0.0098 (11)0.0169 (11)N60.0516 (13)0.0624 (16)0.0714 (17)0.0052 (12)0.0180 (12)0.0111 (13)S10.0567 (4)0.0362 (4)0.0531 (4)?0.0001 (3)?0.0217 (3)0.0025 (3) Open up in another window Geometric variables (?, o) C1N11.281 (3)C10H10B0.9600C1C171.469 (3)C10H10C0.9600C1S11.749 (2)C11C161.386 (3)C2N31.466 (3)C11C121.393 (3)C2C31.467 (3)C11N21.411 (3)C2N21.487 (3)C12C131.383 (3)C2S11.867 (2)C12H120.9300C3C51.370 (3)C13C141.376 (4)C3C41.401 (3)C13H130.9300C4N61.323 (3)C14C151.371 (4)C4H40.9300C14H140.9300C5N51.352 (3)C15C161.381 (4)C5N41.372 (3)C15H150.9300C6N41.290 (3)C16H160.9300C6N31.361 (3)C17C181.379 (4)C6H60.9300C17C221.386 (3)C7N31.478 (3)C18C191.382 (4)C7C81.482 (4)C18H180.9300C7H7A0.9700C19C201.377 (4)C7H7B0.9700C19H190.9300C8H8A0.9600C20C211.368 (4)C8H8B0.9600C20H200.9300C8H8C0.9600C21C221.378 (4)C9N51.463 (3)C21H210.9300C9C101.486 (5)C22H220.9300C9H9A0.9700N1N21.377 (3)C9H9B0.9700N5N61.364 (3)C10H10A0.9600N1C1C17121.6 (2)C12C11N2122.1 (2)N1C1S1115.96 (18)C13C12C11119.6 (2)C17C1S1122.39 (18)C13C12H12120.2N3C2C3108.05 (18)C11C12H12120.2N3C2N2111.20 (18)C14C13C12121.4 (3)C3C2N2114.5 (2)C14C13H13119.3N3C2S1111.02 (16)C12C13H13119.3C3C2S1110.59 (15)C15C14C13118.6 (3)N2C2S1101.41 (14)C15C14H14120.7C5C3C4104.8 (2)C13C14H14120.7C5C3C2121.5 (2)C14C15C16121.3 (3)C4C3C2133.8 (2)C14C15H15119.3N6C4C3111.7 (2)C16C15H15119.3N6C4H4124.2C15C16C11120.0 (3)C3C4H4124.2C15C16H16120.0N5C5C3107.4 (2)C11C16H16120.0N5C5N4124.9 (2)C18C17C22119.0 (2)C3C5N4127.7 (2)C18C17C1121.3 (2)N4C6N3129.0 (2)C22C17C1119.6 (2)N4C6H6115.5C17C18C19120.6 (3)N3C6H6115.5C17C18H18119.7N3C7C8114.0 (2)C19C18H18119.7N3C7H7A108.8C20C19C18119.9 (3)C8C7H7A108.8C20C19H19120.1N3C7H7B108.8C18C19H19120.1C8C7H7B108.8C21C20C19119.8 (3)H7AC7H7B107.6C21C20H20120.1C7C8H8A109.5C19C20H20120.1C7C8H8B109.5C20C21C22120.6 (3)H8AC8H8B109.5C20C21H21119.7C7C8H8C109.5C22C21H21119.7H8AC8H8C109.5C21C22C17120.1 (3)H8BC8H8C109.5C21C22H22120.0N5C9C10111.5 (3)C17C22H22120.0N5C9H9A109.3C1N1N2113.15 (19)C10C9H9A109.3N1N2C11117.04 (18)N5C9H9B109.3N1N2C2118.15 (18)C10C9H9B109.3C11N2C2124.77 (19)H9AC9H9B108.0C6N3C2122.90 (19)C9C10H10A109.5C6N3C7118.6 (2)C9C10H10B109.5C2N3C7118.34 (19)H10AC10H10B109.5C6N4C5110.84 (19)C9C10H10C109.5C5N5N6111.18 (19)H10AC10H10C109.5C5N5C9128.3 (2)H10BC10H10C109.5N6N5C9120.0 (2)C16C11C12119.1 (2)C4N6N5105.0 (2)C16C11N2118.9 (2)C1S1C291.28 (10) Open up in another home window Hydrogen-bond geometry (?, o) Cg1 and Cg2 will be the band centroids from the C17CC22 and C11CC16 bands, respectively. em D /em H em A /em em D /em HH em A /em em D /em em A /em em D /em H em A /em C14H14 em Cg /em 1i0.932.753.615 (3)155C20H20 em Cg /em 2ii0.932.773.564 (4)144 Open up in another.