#------------------------------------------------------------------------------
#$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $
#$Revision: 32112 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010245.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_2010245
loop_
_publ_author_name
'Kakehi, A.'
'Kitajima, K.'
'Ito, S.'
'Takusagawa, N.'
_publ_section_title
;
 Structures of pyrazolo[1,5-<i>a</i>]pyridine derivatives
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1998
_journal_page_last               2000
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C14 H9 N3'
_chemical_formula_weight         219.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 91.19(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.5060(10)
_cell_length_b                   9.754(2)
_cell_length_c                   20.339(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      19.78
_cell_measurement_theta_min      18.35
_cell_volume                     1092.1(3)
_diffrn_measurement_device       'Rigaku AFC5S'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            2931
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        -0.5
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.15
_refine_ls_extinction_coef       0.10845E-4
_refine_ls_extinction_method     analytical
_refine_ls_goodness_of_fit_obs   1.57
_refine_ls_number_parameters     191
_refine_ls_number_reflns         1262
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 4F~o~^2^/\s^2^(F~o~^2^)'
_refine_ls_wR_factor_obs         0.053
_reflns_number_observed          1262
_reflns_number_total             2660
_reflns_observed_criterion       I>3.0\s(I)
_[local]_cod_data_source_file    as1112.cif
_[local]_cod_data_source_block   2a
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_database_code               2010245
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
N(1) .6807(3) .1750(2) .50450(10)
N(2) .6798(4) .0919(2) .45080(10)
N(3) -.0149(4) .3791(3) .41070(10)
C(1) .4853(4) .1323(3) .41460(10)
C(2) .3624(4) .2403(3) .44610(10)
C(3) .4917(4) .2674(3) .50470(10)
C(4) .4739(5) .3576(3) .5579(2)
C(5) .6451(6) .3529(3) .6068(2)
C(6) .8389(5) .2586(3) .6043(2)
C(7) .8552(5) .1701(3) .55380(10)
C(8) .4326(5) .0633(3) .35170(10)
C(9) .5948(6) -.0309(4) .3280(2)
C(10) .5479(7) -.1010(5) .2699(3)
C(11) .3406(7) -.0779(4) .2338(2)
C(12) .1783(7) .0161(4) .2561(2)
C(13) .2215(6) .0854(4) .3149(2)
C(14) .1512(5) .3161(3) .42530(10)
H(1) .345(5) .419(2) .5600(10)
H(2) .632(5) .420(3) .6450(10)
H(3) .969(5) .255(3) .6440(10)
H(4) .974(5) .096(3) .5470(10)
H(5) .744(6) -.050(4) .354(2)
H(6) .650(7) -.160(4) .253(2)
H(7) .312(5) -.120(3) .189(2)
H(8) .0202(6) .044(4) .232(2)
H(9) .123(5) .151(3) .33620(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) N(2) . . 1.360(3) yes
N(1) C(3) . . 1.377(3) yes
N(1) C(7) . . 1.375(3) yes
N(2) C(1) . . 1.347(3) yes
C(1) C(2) . . 1.414(3) yes
C(2) C(3) . . 1.401(4) yes
C(3) C(4) . . 1.400(4) yes
C(4) C(5) . . 1.358(4) yes
C(5) C(6) . . 1.410(4) yes
C(6) C(7) . . 1.346(4) yes
C(1) C(8) . . 1.468(4) yes
C(2) C(14) . . 1.434(4) yes
C(4) H(1) . . 0.93(2) no
C(5) H(2) . . 1.03(3) no
N(3) C(14) . . 1.136(3) no
C(6) H(3) . . 1.08(3) no
C(7) H(4) . . 0.99(3) no
C(8) C(9) . . 1.376(4) no
C(8) C(13) . . 1.386(4) no
C(9) C(10) . . 1.384(5) no
C(9) H(5) . . 0.99(3) no
C(10) C(11) . . 1.364(5) no
C(10) H(6) . . 0.88(4) no
C(11) C(12) . . 1.365(5) no
C(11) H(7) . . 1.00(3) no
C(12) C(13) . . 1.390(5) no
C(12) H(8) . . 1.03(3) no
C(13) H(9) . . 0.95(3) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(2) N(1) C(3) 113.2(2) yes
N(2) N(1) C(7) 123.7(2) yes
C(3) N(1) C(7) 122.5(2) yes
N(1) N(2) C(1) 104.8(2) yes
N(2) C(1) C(2) 110.6(2) yes
C(1) C(2) C(3) 106.7(2) yes
N(1) C(3) C(2) 104.2(2) yes
N(1) C(3) C(4) 118.6(2) yes
C(2) C(3) C(4) 137.2(2) yes
C(3) C(4) C(5) 119.1(3) yes
C(4) C(5) C(6) 120.6(3) yes
C(5) C(6) C(7) 120.6(3) yes
N(1) C(7) C(6) 118.5(3) yes
N(2) C(1) C(8) 118.9(2) yes
C(2) C(1) C(8) 130.4(2) yes
C(1) C(2) C(14) 130.1(3) yes
C(3) C(2) C(14) 123.2(3) yes
C(3) C(4) H(1) 120(2) no
C(5) C(4) H(1) 121(2) no
C(4) C(5) H(2) 119.0(10) no
C(6) C(5) H(2) 121.0(10) no
C(5) C(6) H(3) 119(2) no
C(7) C(6) H(3) 120(2) no
N(1) C(7) H(4) 112.0(10) no
C(6) C(7) H(4) 129.0(10) no
C(1) C(8) C(9) 119.6(2) yes
C(1) C(8) C(13) 123.2(2) yes
C(9) C(8) C(13) 117.2(3) no
C(8) C(9) C(10) 121.2(3) no
C(8) C(9) H(5) 119(2) no
C(10) C(9) H(5) 120(2) no
C(9) C(10) C(11) 121.2(4) no
C(9) C(10) H(6) 123(3) no
C(11) C(10) H(6) 116(3) no
C(10) C(11) C(12) 118.6(4) no
C(10) C(11) H(7) 122(2) no
C(12) C(11) H(7) 119(2) no
C(11) C(12) C(13) 120.8(3) no
C(11) C(12) H(8) 125(2) no
C(13) C(12) H(8) 114(2) no
C(8) C(13) C(12) 121.1(3) no
C(8) C(13) H(9) 110(2) no
C(12) C(13) H(9) 129(2) no
N(3) C(14) C(2) 177.6(3) no