#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010246.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_2010246
loop_
_publ_author_name
'Kakehi, A.'
'Kitajima, K.'
'Ito, S.'
'Takusagawa, N.'
_publ_section_title
;
 Structures of pyrazolo[1,5-a]pyridine derivatives
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1998
_journal_page_last               2000
_journal_paper_doi               10.1107/S0108270194004749
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C15 H11 Cl N2 O S2'
_chemical_formula_weight         334.84
_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                 115.880(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.940(2)
_cell_length_b                   5.6800(10)
_cell_length_c                   17.3880(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      17.92
_cell_measurement_theta_min      15.02
_cell_volume                     1505.3(3)
_diffrn_measurement_device       'Rigaku AFC5S'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3935
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.28
_refine_ls_extinction_coef       0.65716E-6
_refine_ls_extinction_method     analytical
_refine_ls_goodness_of_fit_obs   1.29
_refine_ls_number_parameters     235
_refine_ls_number_reflns         1522
_refine_ls_R_factor_obs          0.043
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w= 4Fₒ²/σ²(Fₒ²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          1522
_reflns_number_total             3810
_reflns_observed_criterion       I>3.00\s(I)
_cod_data_source_file            as1112.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w= 4F~o~^2^/\s^2^(F~o~^2^)' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w=
4F~o~^2^/\s^2^(F~o~^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1505.4(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C15 H11 Cl1 N2 O1 S2'
_cod_database_code               2010246
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
Cl(1) -.04162(9) -.3077(3) .62410(10)
S(1) .23187(8) .5973(3) .39629(9)
S(2) .29709(8) .1626(2) .54622(8)
O(1) .2612(2) .4724(6) .6397(2)
N(1) .4683(2) .6488(6) .5680(2)
N(2) .4006(2) .7302(6) .4943(2)
C(1) .3360(3) .5759(8) .4817(3)
C(2) .3601(3) .4000(8) .5431(3)
C(3) .4475(3) .4481(8) .6002(3)
C(4) .5119(3) .3497(9) .6751(3)
C(5) .5920(3) .4529(10) .7136(3)
C(6) .6108(3) .6585(10) .6790(3)
C(7) .5494(3) .7520(9) .6063(3)
C(8) .2426(5) .8474(13) .3387(4)
C(9) .2423(3) .2828(8) .6046(3)
C(10) .1730(3) .1306(8) .6093(3)
C(11) .1333(3) .1967(11) .6602(3)
C(12) .0676(3) .0614(11) .6652(3)
C(13) .0421(3) -.1398(10) .6187(3)
C(14) .0808(3) -.2140(10) .5681(4)
C(15) .1457(3) -.0780(9) .5634(3)
H(1) .498(2) .215(7) .696(2)
H(2) .636(3) .386(8) .761(3)
H(3) .669(3) .730(8) .708(3)
H(4) .555(2) .897(7) .580(2)
H(5) .258(4) .980(10) .371(4)
H(6) .191(4) .850(10) .291(4)
H(7) .288(4) .830(10) .324(4)
H(8) .144(3) .343(8) .683(3)
H(9) .037(3) .129(9) .694(3)
H(10) .064(3) -.340(8) .537(3)
H(11) .171(2) -.125(7) .529(2)
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) 113.5(3) yes
N(2) N(1) C(7) 124.2(4) yes
C(3) N(1) C(7) 122.3(4) yes
N(1) N(2) C(1) 102.8(3) yes
N(2) C(1) C(2) 113.5(4) yes
C(1) C(2) C(3) 105.6(4) yes
N(1) C(3) C(2) 104.5(4) yes
N(1) C(3) C(4) 118.2(4) yes
C(2) C(3) C(4) 137.2(4) yes
C(3) C(4) C(5) 119.5(5) yes
C(4) C(5) C(6) 120.7(5) yes
C(5) C(6) C(7) 120.0(5) yes
N(1) C(7) C(6) 119.2(5) yes
S(1) C(1) N(2) 122.9(3) yes
S(1) C(1) C(2) 123.6(3) yes
S(2) C(2) C(1) 127.3(3) yes
S(2) C(2) C(3) 127.0(3) yes
C(1) S(1) C(8) 102.7(3) no
C(2) S(2) C(9) 101.5(2) no
C(3) C(4) H(1) 118(2) no
C(5) C(4) H(1) 123(2) no
C(4) C(5) H(2) 120(3) no
C(6) C(5) H(2) 119(3) no
C(5) C(6) H(3) 119(3) no
C(7) C(6) H(3) 121(3) no
N(1) C(7) H(4) 115(2) no
C(6) C(7) H(4) 126(2) no
S(1) C(8) H(5) 113(4) no
S(1) C(8) H(6) 104(4) no
S(1) C(8) H(7) 112(4) no
S(2) C(9) O(1) 122.7(3) no
S(2) C(9) C(10) 115.3(3) no
O(1) C(9) C(10) 122.0(4) no
C(9) C(10) C(11) 119.7(4) no
C(9) C(10) C(15) 122.4(4) no
C(11) C(10) C(15) 117.9(4) no
C(10) C(11) C(12) 121.3(5) no
C(10) C(11) H(8) 118(3) no
C(12) C(11) H(8) 120(3) no
C(11) C(12) C(13) 119.0(5) no
C(11) C(12) H(9) 117(3) no
C(13) C(12) H(9) 123(3) no
Cl(1) C(13) C(12) 118.9(4) no
Cl(1) C(13) C(14) 119.6(4) no
C(12) C(13) C(14) 121.5(5) no
C(13) C(14) C(15) 118.9(5) no
C(13) C(14) H(10) 122(3) no
C(15) C(14) H(10) 119(3) no
C(10) C(15) C(14) 121.2(5) no
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) . . 1.375(5) yes
N(1) C(3) . . 1.382(5) yes
N(1) C(7) . . 1.369(5) yes
C(1) C(2) . . 1.388(6) yes
C(2) C(3) . . 1.403(6) yes
C(3) C(4) . . 1.400(6) yes
C(4) C(5) . . 1.357(6) yes
C(5) C(6) . . 1.412(7) yes
C(6) C(7) . . 1.347(7) yes
S(1) C(1) . . 1.745(4) yes
S(2) C(2) . . 1.735(4) yes
Cl(1) C(13) . . 1.745(5) no
S(1) C(8) . . 1.792(6) no
S(2) C(9) . . 1.782(5) no
O(1) C(9) . . 1.210(5) no
N(2) C(1) . . 1.343(5) no
C(4) H(1) . . 0.92(4) no
C(5) H(2) . . 0.92(4) no
C(6) H(3) . . 0.98(4) no
C(7) H(4) . . 0.97(4) no
C(8) H(5) . . 0.92(6) no
C(8) H(6) . . 0.90(6) no
C(8) H(7) . . 0.91(6) no
C(9) C(10) . . 1.490(6) no
C(10) C(11) . . 1.376(6) no
C(10) C(15) . . 1.390(6) no
C(11) C(12) . . 1.386(7) no
C(11) H(8) . . 0.90(4) no
C(12) C(13) . . 1.357(7) no
C(12) H(9) . . 0.95(5) no
C(13) C(14) . . 1.372(7) no
C(14) C(15) . . 1.376(7) no
C(14) H(10) . . 0.86(4) no
C(15) H(11) . . 0.91(4) no
