#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/24/7202452.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_7202452
loop_
_publ_author_name
'Santra, Ramkinkar'
'Biradha, Kumar'
_publ_section_title
;
 Stepwise dimerization of double [2 + 2] reaction in the co-crystals of
 1,5-bis(4-pyridyl)-1,4-pentadiene-3-one and phloroglucinol: a
 single-crystal to single-crystal transformation
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1524
_journal_paper_doi               10.1039/b813721h
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C15 H12 N2 O'
_chemical_formula_weight         236.27
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 104.0370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1243(4)
_cell_length_b                   15.3477(7)
_cell_length_c                   10.0546(4)
_cell_measurement_reflns_used    2932
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2.47
_cell_volume                     1216.26(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker-APEX-2 CCD area detector'
_diffrn_measurement_method       hemisphere
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16461
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       Needle
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0441
_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/[σ²(Fo²)+(0.0672P)²+0.1537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1266
_reflns_number_gt                2089
_reflns_number_total             2932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b813721h.txt
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1216.26(9)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7202452
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N -0.19182(17) 0.07310(10) 0.55406(13) 0.0739(4) Uani 1 1 d . . .
C11 C -0.1683(2) 0.14889(11) 0.61959(17) 0.0684(4) Uani 1 1 d . . .
H11 H -0.2268 0.1971 0.5757 0.082 Uiso 1 1 calc R . .
C12 C -0.06386(17) 0.16098(9) 0.74751(15) 0.0575(4) Uani 1 1 d . . .
H12 H -0.0526 0.2160 0.7876 0.069 Uiso 1 1 calc R . .
C13 C 0.02499(15) 0.09074(8) 0.81685(13) 0.0486(3) Uani 1 1 d . . .
C14 C 0.00234(18) 0.01176(9) 0.74938(15) 0.0568(3) Uani 1 1 d . . .
H14 H 0.0589 -0.0376 0.7908 0.068 Uiso 1 1 calc R . .
C15 C -0.1038(2) 0.00634(11) 0.62108(16) 0.0677(4) Uani 1 1 d . . .
H15 H -0.1153 -0.0476 0.5776 0.081 Uiso 1 1 calc R . .
C16 C 0.13525(17) 0.10233(8) 0.95491(14) 0.0527(3) Uani 1 1 d . . .
H16 H 0.1261 0.1549 0.9984 0.063 Uiso 1 1 calc R . .
N21 N 0.75924(16) -0.29953(8) 1.40153(12) 0.0643(3) Uani 1 1 d . . .
C21 C 0.71400(19) -0.23288(11) 1.46978(14) 0.0635(4) Uani 1 1 d . . .
H21 H 0.7470 -0.2343 1.5650 0.076 Uiso 1 1 calc R . .
C22 C 0.62177(17) -0.16195(9) 1.40903(13) 0.0551(3) Uani 1 1 d . . .
H22 H 0.5940 -0.1173 1.4622 0.066 Uiso 1 1 calc R . .
C23 C 0.57072(14) -0.15840(8) 1.26623(12) 0.0451(3) Uani 1 1 d . . .
C24 C 0.61543(16) -0.22785(8) 1.19529(12) 0.0484(3) Uani 1 1 d . . .
H24 H 0.5820 -0.2291 1.1001 0.058 Uiso 1 1 calc R . .
C25 C 0.70963(17) -0.29519(9) 1.26573(14) 0.0562(3) Uani 1 1 d . . .
H25 H 0.7404 -0.3404 1.2152 0.067 Uiso 1 1 calc R . .
C26 C 0.47053(15) -0.08662(8) 1.19091(12) 0.0474(3) Uani 1 1 d . . .
H26 H 0.4095 -0.0983 1.1018 0.057 Uiso 1 1 calc R . .
O32 O 0.34614(16) 0.13314(6) 1.21846(12) 0.0771(3) Uani 1 1 d . . .
C31 C 0.24521(17) 0.04594(8) 1.02290(13) 0.0520(3) Uani 1 1 d . . .
H31 H 0.2577 -0.0071 0.9816 0.062 Uiso 1 1 calc R . .
C32 C 0.35019(17) 0.06299(8) 1.16242(13) 0.0515(3) Uani 1 1 d . . .
C33 C 0.45863(17) -0.00688(8) 1.23757(13) 0.0528(3) Uani 1 1 d . . .
H33 H 0.5239 0.0062 1.3248 0.063 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
C11 N11 C15 115.29(14) . . ?
N11 C11 C12 124.46(14) . . ?
C11 C12 C13 119.63(14) . . ?
C14 C13 C12 116.39(13) . . ?
C14 C13 C16 123.31(12) . . ?
C12 C13 C16 120.29(12) . . ?
C15 C14 C13 119.67(13) . . ?
N11 C15 C14 124.53(15) . . ?
C31 C16 C13 126.53(13) . . ?
C25 N21 C21 115.99(12) . . ?
N21 C21 C22 124.52(13) . . ?
C21 C22 C23 118.76(13) . . ?
C24 C23 C22 116.87(11) . . ?
C24 C23 C26 119.76(11) . . ?
C22 C23 C26 123.36(12) . . ?
C25 C24 C23 119.85(12) . . ?
N21 C25 C24 123.99(13) . . ?
C33 C26 C23 126.24(11) . . ?
C16 C31 C32 122.80(12) . . ?
O32 C32 C33 119.02(12) . . ?
O32 C32 C31 121.40(12) . . ?
C33 C32 C31 119.55(11) . . ?
C26 C33 C32 125.25(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C11 1.328(2) . ?
N11 C15 1.335(2) . ?
C11 C12 1.371(2) . ?
C12 C13 1.3875(17) . ?
C13 C14 1.3795(18) . ?
C13 C16 1.4689(19) . ?
C14 C15 1.369(2) . ?
C16 C31 1.3108(18) . ?
N21 C25 1.3283(18) . ?
N21 C21 1.332(2) . ?
C21 C22 1.3776(19) . ?
C22 C23 1.3956(17) . ?
C23 C24 1.3793(17) . ?
C23 C26 1.4664(16) . ?
C24 C25 1.3757(17) . ?
C26 C33 1.3226(17) . ?
O32 C32 1.2193(15) . ?
C31 C32 1.4777(19) . ?
C32 C33 1.4745(18) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 13084431
