#------------------------------------------------------------------------------
#$Date: 2025-08-21 02:19:08 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301842 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/40/4504096.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4504096
loop_
_publ_author_name
'Thalladi, Venkat R.'
'Dabros, Marta'
'Gehrke, Annette'
'Weiss, Hans-Christoph'
'Boese, Roland'
_publ_section_title
;
 Crystal Engineering with &#x22EE;C&#x2212;H&#x00B7;&#x00B7;&#x00B7;N and
 C&#x2212;H&#x00B7;&#x00B7;&#x00B7;N Hydrogen Bonds
;
_journal_issue                   4
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              598
_journal_paper_doi               10.1021/cg060806w
_journal_volume                  7
_journal_year                    2007
_chemical_formula_moiety         'C7 H5 N'
_chemical_formula_sum            'C7 H5 N'
_chemical_formula_weight         103.12
_chemical_name_common            4-Ethynylpyridine
_chemical_name_systematic
; 
 4-Ethynylpyridine 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.05(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.371(6)
_cell_length_b                   8.701(4)
_cell_length_c                   9.303(5)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10
_cell_volume                     564.0(6)
_computing_cell_refinement       'Siemens P3-PC diffractometer program'
_computing_data_collection       'Siemens P3-PC diffractometer program'
_computing_data_reduction        'Siemens XDISK'
_computing_molecular_graphics    'Bruker AXS SHELXTL Ver. 5.10'
_computing_publication_material  'Bruker AXS SHELXTL Ver. 5.10'
_computing_structure_refinement  'Bruker AXS SHELXTL Ver. 5.10'
_computing_structure_solution    'Bruker AXS SHELXTL Ver. 5.03'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.821
_diffrn_measured_fraction_theta_max 0.821
_diffrn_measurement_device_type  'Nicolet R3m/V four circle diffractometer'
_diffrn_measurement_method       'Wyckoff scan mode'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_av_sigmaI/netI    0.0685
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1680
_diffrn_reflns_theta_full        30.08
_diffrn_reflns_theta_max         30.08
_diffrn_reflns_theta_min         3.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     40
_refine_ls_number_reflns         685
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0876
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1629P)^2^+0.0620P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2181
_refine_ls_wR_factor_ref         0.2365
_reflns_number_gt                531
_reflns_number_total             685
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg060806wsi20061113_031338.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      I2/a
_cod_database_code               4504096
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C3 C 0.1663(3) 0.55012(19) 0.3661(2) 0.0503(6) Uani 1 1 d .
H3 H 0.1088 0.6007 0.2744 0.060 Uiso 1 1 d R
C5 C 0.2500 0.7979(2) 0.5000 0.0467(7) Uani 1 2 d S
N1 N 0.2500 0.3112(2) 0.5000 0.0646(9) Uani 1 2 d S
C4 C 0.2500 0.6326(2) 0.5000 0.0413(7) Uani 1 2 d S
C2 C 0.1709(3) 0.3910(2) 0.3730(3) 0.0607(7) Uani 1 1 d .
H2 H 0.1152 0.3367 0.2833 0.073 Uiso 1 1 d R
C6 C 0.2500 0.9347(2) 0.5000 0.0565(9) Uani 1 2 d S
H6 H 0.2500 1.0553 0.5000 0.068 Uiso 1 2 d SR
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C3 0.0573(14) 0.0323(8) 0.0516(11) -0.0039(6) 0.0045(10) 0.0018(6)
C5 0.0567(17) 0.0301(10) 0.0443(12) 0.000 0.0042(12) 0.000
N1 0.0526(16) 0.0266(9) 0.104(2) 0.000 0.0112(14) 0.000
C4 0.0447(15) 0.0262(9) 0.0477(12) 0.000 0.0076(11) 0.000
C2 0.0588(14) 0.0323(8) 0.0795(14) -0.0153(7) 0.0070(11) -0.0014(6)
C6 0.077(2) 0.0285(11) 0.0503(14) 0.000 0.0019(13) 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C3 C4 118.39(16) . .
C2 C3 H3 120.8 . .
C4 C3 H3 120.8 . .
C6 C5 C4 180.000(1) . .
C2 N1 C2 117.0(2) . 2_556
C3 C4 C3 118.1(2) . 2_556
C3 C4 C5 120.96(10) . .
C3 C4 C5 120.96(10) 2_556 .
N1 C2 C3 124.05(16) . .
N1 C2 H2 118.0 . .
C3 C2 H2 118.0 . .
C5 C6 H6 180.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C3 C2 1.386(2) .
C3 C4 1.395(2) .
C3 H3 0.9300 .
C5 C6 1.191(3) .
C5 C4 1.438(3) .
N1 C2 1.330(3) .
N1 C2 1.330(3) 2_556
C4 C3 1.395(2) 2_556
C2 H2 0.9300 .
C6 H6 1.0486 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 642801
