#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/12/2001277.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001277
loop_
_publ_author_name
'Raptis, R. G.'
'Staples, R. J.'
'King, C.'
'Fackler, Jnr, J. P.'
_publ_section_title
;
 Structure of [3,5-(C₆H₅)₂C₃H₂N₂]₄. A
 3,5-diphenylpyrazole tetramer linked by hydrogen bonds
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1716
_journal_page_last               1719
_journal_paper_doi               10.1107/S0108270193005980
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C15 H12 N2'
_chemical_formula_weight         440.3
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 109.59(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   16.948(4)
_cell_length_b                   17.163(4)
_cell_length_c                   17.677(6)
_cell_volume                     4844(2)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71069
_exptl_absorpt_coefficient_mu    0.07
_exptl_crystal_density_diffrn    1.21
_exptl_crystal_F_000             1861.6
_cod_data_source_file            cr1006.cif
_cod_data_source_block           cr1006a
_cod_database_code               2001277
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .9097(2) .2597(2) .2228(2) .0480(10)
N(2) .8742(2) .3085(2) .2624(2) .0480(10)
C(1) .8486(2) .2275(2) .1613(2) .0420(10)
C(2) .7723(2) .2564(2) .1618(2) .0480(10)
C(3) .7904(2) .3073(2) .2256(2) .0440(10)
C(11) .80370(10) .1433(2) .04060(10) .063(2)
C(12) .82090(10) .0885(2) -.01010(10) .081(2)
C(13) .90220(10) .0605(2) .00680(10) .089(3)
C(14) .96640(10) .0872(2) .07430(10) .083(2)
C(15) .94920(10) .1420(2) .12490(10) .065(2)
C(16) .86790(10) .1700(2) .10810(10) .0490(10)
C(31) .76190(10) .3854(2) .33320(10) .077(2)
C(32) .70860(10) .4326(2) .35870(10) .093(2)
C(33) .62820(10) .4491(2) .30670(10) .089(2)
C(34) .60090(10) .4185(2) .22910(10) .091(2)
C(35) .65410(10) .3714(2) .20350(10) .070(2)
C(36) .73460(10) .3548(2) .25560(10) .0510(10)
N(3) 1.0357(2) .4472(2) .3373(2) .0530(10)
N(4) 1.0000(2) .3967(2) .3761(2) .0520(10)
C(4) 1.0974(2) .4866(2) .3927(2) .0460(10)
C(5) 1.1005(2) .4609(2) .4681(2) .0510(10)
C(6) 1.0399(2) .4038(2) .4558(2) .0460(10)
C(41) 1.1771(2) .5285(2) .30440(10) .065(2)
C(42) 1.2335(2) .5790(2) .28760(10) .086(2)
C(43) 1.2646(2) .6433(2) .33690(10) .096(3)
C(44) 1.2391(2) .6571(2) .40300(10) .097(3)
C(45) 1.1826(2) .6066(2) .4198(2) .074(2)
C(46) 1.1516(2) .5423(2) .37050(10) .0530(10)
C(61) 1.0490(2) .37430(10) .59570(10) .061(2)
C(62) 1.0315(2) .32710(10) .65230(10) .075(2)
C(63) .9848(2) .25910(10) .62810(10) .082(2)
C(64) .9557(2) .23820(10) .54710(10) .086(2)
C(65) .9732(2) .28530(10) .49050(10) .071(2)
C(66) 1.0199(2) .35330(10) .51470(10) .0500(10)
H .918(2) .341(2) .315(2) ?
H(1) 1.0000 .257(3) .2500 ?
H(2) .718(3) .244(2) .124(2) ?
H(11) .7477 .1626 .0290 ?
H(12) .7768 .0702 -.0565 ?
H(13) .9141 .0228 -.0281 ?
H(14) 1.0224 .0679 .0858 ?
H(15) .9934 .1604 .1714 ?
H(31) .8172 .3740 .3690 ?
H(32) .7274 .4536 .4121 ?
H(33) .5915 .4816 .3243 ?
H(34) .5455 .4299 .1933 ?
H(35) .6354 .3503 .1501 ?
H(3) 1.0000 .448(3) .2500 ?
H(5) 1.139(2) .478(2) .521(2) ?
H(41) 1.1557 .4843 .2705 ?
H(42) 1.2510 .5695 .2421 ?
H(43) 1.3034 .6780 .3253 ?
H(44) 1.2605 .7013 .4369 ?
H(45) 1.1651 .6161 .4653 ?
H(61) 1.0811 .4211 .6124 ?
H(62) 1.0515 .3415 .7080 ?
H(63) .9727 .2267 .6671 ?
H(64) .9235 .1913 .5305 ?
H(65) .9532 .2709 .4348 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N(2) N(1) H(1) 117.0(10)
N(1) N(2) H 116(2)
N(4) N(3) H(3) 116(2)
N(3) N(4) H 115(2)
N(2) N(1) C(1) 108.5(3)
N(1) N(2) C(3) 108.6(3)
N(4) N(3) C(4) 108.6(3)
N(3) N(4) C(6) 108.4(3)
N(2) H N(4) 163(3)
N(1) H(1) N(1)' 176(4)
N(3) H(3) N(3)' 179(4)
N(1) C(1) C(2) 108.3(3)
C(1) C(2) C(3) 106.2(3)
N(2) C(3) C(2) 108.3(3)
N(3) C(4) C(5) 107.9(3)
C(4) C(5) C(6) 106.7(3)
N(4) C(6) C(5) 108.3(3)
C(2) C(1) C(16) 130.5(3)
C(2) C(3) C(36) 130.6(3)
C(1) C(16) C(15) 120.70(10)
C(3) C(36) C(35) 118.60(10)
N(3) C(4) C(46) 122.3(3)
N(4) C(6) C(66) 122.0(3)
C(4) C(46) C(41) 120.7(2)
C(6) C(66) C(61) 119.10(10)
N(1) C(1) C(16) 121.1(3)
N(2) C(3) C(36) 121.1(3)
C(1) C(16) C(11) 119.30(10)
C(3) C(36) C(31) 121.40(10)
C(5) C(4) C(46) 129.7(3)
C(5) C(6) C(66) 129.6(3)
C(4) C(46) C(45) 119.2(2)
C(6) C(66) C(65) 120.90(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N(1) N(2) 1.354(4)
N(3) N(4) 1.367(5)
N(1) C(1) 1.343(4)
N(2) C(3) 1.350(4)
N(3) C(4) 1.350(4)
N(4) C(6) 1.348(4)
C(1) C(2) 1.388(5)
C(2) C(3) 1.376(5)
C(4) C(5) 1.389(5)
C(5) C(6) 1.383(5)
N(1) H(1) 1.443(5)
N(2) H 1.12(4)
N(3) H(3) 1.46(5)
N(4) H 1.74(4)
C(2) H(2) 0.96(4)
C(5) H(5) 0.99(4)
C(1) C(16) 1.471(4)
C(3) C(36) 1.473(5)
C(4) C(46) 1.466(5)
C(6) C(66) 1.478(5)
