#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003690.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_2003690
loop_
_publ_author_name
'Suh, M. C.'
'Kim, S. N.'
'Lee, H. J.'
'Shim, S. C.'
'Suh, I.-H.'
'Lee, J.-H.'
'Park, J.-R.'
_publ_section_title
;
 6-(2-Pyridyl)-3,5-hexadiyn-1-ol
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1416
_journal_page_last               1418
_journal_paper_doi               10.1107/S0108270195001089
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C11 H9 N1 O1'
_chemical_formula_sum            'C11 H9 N O'
_chemical_formula_weight         171.847
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_type_scat_source           'SHELX76 (Sheldrick, 1976)'
_cell_angle_alpha                90
_cell_angle_beta                 96.89(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.611(2)
_cell_length_b                   5.423(6)
_cell_length_c                   12.191(2)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    297
_cell_measurement_theta_max      14.11
_cell_measurement_theta_min      11.38
_cell_volume                     959.0(11)
_computing_cell_refinement       'SDP. Structure Determination Package'
_computing_data_collection
'SDP. Structure Determination Package (Enraf-Nonius, 1985)'
_computing_data_reduction        'SDP. Structure Determination Package'
_computing_molecular_graphics    'ORTEP (Johnson, 1975)'
_computing_publication_material  'GEOM (1978)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution
'SDP. Structure Determination Package (Enraf-Nonius, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1716
_diffrn_reflns_theta_max         23
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.07
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.19
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.7130
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     154
_refine_ls_number_reflns         824
_refine_ls_R_factor_obs          0.0664
_refine_ls_shift/esd_max         0.026
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.000116F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0633
_reflns_number_observed          824
_reflns_number_total             1683
_reflns_observed_criterion       >4\s(F)
_cod_data_source_file            kh1007.cif
_cod_data_source_block           kh1007a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.000116F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.000116F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        958.9952
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C11 H9 N1 O1'
_cod_database_code               2003690
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,z
-x,-y,-z
1/2-x,1/2+y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O .4275(3) -.8174(10) .8124(3) .137(2)
N .4157(3) .1207(7) .1614(3) .076(2)
C(1) .4083(5) .2737(12) .0758(5) .088(3)
C(2) .3437(5) .4575(13) .0592(6) .095(3)
C(3) .2829(5) .4870(12) .1341(5) .093(3)
C(4) .2883(4) .3320(11) .2226(5) .079(2)
C(5) .3549(3) .1529(9) .2347(4) .067(2)
C(6) .3629(3) -.0157(9) .3262(4) .071(2)
C(7) .3678(3) -.1591(10) .3991(4) .075(2)
C(8) .3744(3) -.3337(11) .4796(4) .088(2)
C(9) .3793(3) -.4890(13) .5448(5) .106(3)
C(10) .3873(6) -.7073(16) .6253(6) .116(4)
C(11) .4294(6) -.6120(17) .7308(6) .123(4)
H(2) .452(3) .241(8) .025(3) 82(16)
H(3) .346(3) .552(8) .001(4) 95(19)
H(4) .234(3) .605(8) .127(3) 90(18)
H(5) .248(3) .338(8) .272(3) 80(17)
H(11A) .330(4) -.760(10) .642(4) 134(25)
H(11B) .433(5) -.839(12) .618(6) 185(36)
H(12A) .393(3) -.481(9) .740(4) 98(20)
H(12B) .495(4) -.556(9) .719(4) 123(22)
H(0) .529(6) -.067(15) .197(7) 239(44)
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
C(1) N C(5) 116.3(5) yes
N C(1) C(2) 124.1(6) yes
C(1) C(2) C(3) 118.7(6) yes
C(2) C(3) C(4) 118.7(7) yes
C(3) C(4) C(5) 119.7(6) yes
N C(5) C(4) 122.6(5) yes
N C(5) C(6) 115.7(5) yes
C(4) C(5) C(6) 121.7(5) yes
C(5) C(6) C(7) 177.9(5) yes
C(6) C(7) C(8) 177.1(5) yes
C(7) C(8) C(9) 177.3(6) yes
C(8) C(9) C(10) 176.1(7) yes
C(9) C(10) C(11) 106.5(7) yes
O C(11) C(10) 106.5(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(1) 1.327(6) yes
N C(5) 1.345(5) yes
C(1) C(2) 1.371(7) yes
C(2) C(3) 1.357(7) yes
C(3) C(4) 1.363(7) yes
C(4) C(5) 1.370(6) yes
C(5) C(6) 1.436(6) yes
C(6) C(7) 1.177(6) yes
C(7) C(8) 1.359(8) yes
C(8) C(9) 1.154(7) yes
C(9) C(10) 1.533(9) yes
C(10) C(11) 1.454(8) yes
O C(11) 1.495(8) yes
