#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/56/7205675.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_7205675
loop_
_publ_author_name
'Santra, Ramkinkar'
'Biradha, Kumar'
_publ_section_title
;
 Solid state double [2 + 2] photochemical reactions in the co-crystal
 forms of 1,5-bis(4-pyridyl)-1,4-pentadiene-3-one: establishing
 mechanism using single crystal X-ray, UV and 1H NMR
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              3246
_journal_paper_doi               10.1039/c0ce00612b
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C15 H12 N2 O, C7 H8 O3,0.25(H2 O)'
_chemical_formula_sum            'C22 H21 N2 O4.25'
_chemical_formula_weight         381.41
_chemical_name_common
;2(1,5-bis(4-pyridyl)-1,4-pentadiene-3-
one).2(methoxyresorcinol).(H2O)
;
_chemical_name_systematic
;
2(1,5-bis(4-pyridyl)-1,4-pentadiene-3-one).2(methoxyresorcinol).(H2O)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 97.250(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.091(2)
_cell_length_b                   14.993(3)
_cell_length_c                   22.115(4)
_cell_measurement_reflns_used    3162
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.86
_cell_volume                     3977.0(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.900
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type  'Bruker CCD Apex-2'
_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  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0254
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            20559
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_platon_squeeze_details
;
;
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.364
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3162
_refine_ls_number_restraints     41
_refine_ls_restrained_S_all      1.380
_refine_ls_R_factor_all          0.1168
_refine_ls_R_factor_gt           0.0808
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2041
_refine_ls_wR_factor_ref         0.2245
_reflns_number_gt                2008
_reflns_number_total             3162
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00612b.txt
_cod_data_source_block           7
_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 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7205675
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
O10 O 0.0849(3) 0.6206(3) 0.18975(16) 0.1353(13) Uani 1 1 d . . .
N11 N -0.2403(3) 0.4224(2) -0.05752(16) 0.0939(10) Uani 1 1 d . . .
N21 N 0.4220(3) 0.3597(2) 0.41081(13) 0.0865(9) Uani 1 1 d . . .
C10 C 0.0834(4) 0.5396(3) 0.1870(2) 0.1015(12) Uani 1 1 d U . .
C11 C -0.1765(4) 0.3720(3) -0.0188(2) 0.1021(13) Uani 1 1 d U . .
H11 H -0.1746 0.3110 -0.0263 0.122 Uiso 1 1 calc R . .
C12 C -0.1133(3) 0.4046(2) 0.0314(2) 0.0973(12) Uani 1 1 d U . .
H12 H -0.0705 0.3660 0.0577 0.117 Uiso 1 1 calc R . .
C13 C -0.1125(3) 0.4944(2) 0.04336(19) 0.0825(10) Uani 1 1 d U . .
C14 C -0.1809(3) 0.5466(3) 0.0026(2) 0.0891(10) Uani 1 1 d U . .
H14 H -0.1853 0.6077 0.0091 0.107 Uiso 1 1 calc R . .
C15 C -0.2421(3) 0.5088(3) -0.0473(2) 0.0985(12) Uani 1 1 d U . .
H15 H -0.2860 0.5452 -0.0747 0.118 Uiso 1 1 calc R . .
C16 C -0.0477(3) 0.5362(3) 0.0945(2) 0.0970(12) Uani 1 1 d U . .
H16 H -0.0500 0.5981 0.0967 0.116 Uiso 1 1 calc R . .
C17 C 0.0154(3) 0.4936(3) 0.1390(2) 0.0981(12) Uani 1 1 d U . .
H17 H 0.0154 0.4316 0.1391 0.118 Uiso 1 1 calc R . .
C21 C 0.4158(3) 0.4465(3) 0.41038(19) 0.0998(13) Uani 1 1 d U . .
H21 H 0.4616 0.4779 0.4399 0.120 Uiso 1 1 calc R . .
C22 C 0.3457(3) 0.4940(3) 0.36902(19) 0.0974(12) Uani 1 1 d U . .
H22 H 0.3453 0.5560 0.3708 0.117 Uiso 1 1 calc R . .
C23 C 0.2766(3) 0.4508(3) 0.32530(16) 0.0826(10) Uani 1 1 d U . .
C24 C 0.2801(3) 0.3600(3) 0.32688(14) 0.0839(10) Uani 1 1 d U . .
H24 H 0.2321 0.3273 0.2990 0.101 Uiso 1 1 calc R . .
C25 C 0.3538(3) 0.3161(2) 0.36919(15) 0.0860(10) Uani 1 1 d U . .
H25 H 0.3559 0.2541 0.3686 0.103 Uiso 1 1 calc R . .
C26 C 0.2075(4) 0.4995(4) 0.2759(3) 0.1295(17) Uani 1 1 d U . .
H26 H 0.2119 0.5609 0.2818 0.155 Uiso 1 1 calc R . .
C27 C 0.1495(4) 0.4814(4) 0.2319(2) 0.136(2) Uani 1 1 d U . .
H27 H 0.1435 0.4207 0.2234 0.163 Uiso 1 1 calc R . .
O31 O -0.1152(2) 0.1589(2) 0.15126(12) 0.1001(9) Uani 1 1 d . . .
H31O H -0.1667 0.1375 0.1228 0.150 Uiso 1 1 d R . .
O32 O 0.2470(2) 0.26755(18) 0.19206(10) 0.0906(8) Uani 1 1 d . . .
O33 O 0.09655(18) 0.21270(16) -0.01454(9) 0.0792(7) Uani 1 1 d . . .
H33O H 0.0517 0.1985 -0.0363 0.119 Uiso 1 1 d R . .
C31 C -0.0214(3) 0.1876(2) 0.12875(15) 0.0657(8) Uani 1 1 d U . .
C32 C 0.0662(3) 0.2169(2) 0.16892(14) 0.0736(8) Uani 1 1 d U . .
H32 H 0.0604 0.2191 0.2104 0.088 Uiso 1 1 calc R . .
C33 C 0.1639(3) 0.2433(2) 0.14724(13) 0.0638(7) Uani 1 1 d U . .
C34 C 0.1733(2) 0.24200(18) 0.08611(13) 0.0596(7) Uani 1 1 d U . .
H34 H 0.2387 0.2605 0.0718 0.072 Uiso 1 1 calc R . .
C35 C 0.0833(2) 0.21252(18) 0.04606(12) 0.0549(7) Uani 1 1 d U . .
C36 C -0.0142(2) 0.18437(19) 0.06636(13) 0.0596(7) Uani 1 1 d U . .
H36 H -0.0736 0.1638 0.0391 0.072 Uiso 1 1 calc R . .
C37 C 0.3552(3) 0.2854(3) 0.1757(2) 0.1103(14) Uani 1 1 d . . .
H37A H 0.4052 0.2999 0.2116 0.165 Uiso 1 1 calc R . .
H37B H 0.3512 0.3348 0.1478 0.165 Uiso 1 1 calc R . .
H37C H 0.3822 0.2337 0.1566 0.165 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 118.3(4) . . ?
C21 N21 C25 117.2(3) . . ?
O10 C10 C17 121.4(4) . . ?
O10 C10 C27 123.6(5) . . ?
C17 C10 C27 115.0(5) . . ?
N11 C11 C12 123.3(4) . . ?
N11 C11 H11 118.4 . . ?
C12 C11 H11 118.4 . . ?
C11 C12 C13 120.0(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 116.1(4) . . ?
C12 C13 C16 124.7(3) . . ?
C14 C13 C16 119.2(3) . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
N11 C15 C14 121.8(4) . . ?
N11 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C17 C16 C13 125.4(4) . . ?
C17 C16 H16 117.3 . . ?
C13 C16 H16 117.3 . . ?
C16 C17 C10 122.6(4) . . ?
C16 C17 H17 118.7 . . ?
C10 C17 H17 118.7 . . ?
N21 C21 C22 123.8(3) . . ?
N21 C21 H21 118.1 . . ?
C22 C21 H21 118.1 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 116.3(3) . . ?
C22 C23 C26 121.9(4) . . ?
C24 C23 C26 121.6(4) . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
N21 C25 C24 121.9(3) . . ?
N21 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C27 C26 C23 136.8(6) . . ?
C27 C26 H26 111.6 . . ?
C23 C26 H26 111.6 . . ?
C26 C27 C10 130.1(6) . . ?
C26 C27 H27 114.9 . . ?
C10 C27 H27 114.9 . . ?
C31 O31 H31O 113.4 . . ?
C33 O32 C37 118.6(3) . . ?
C35 O33 H33O 119.3 . . ?
O31 C31 C32 118.4(3) . . ?
O31 C31 C36 120.6(3) . . ?
C32 C31 C36 120.9(3) . . ?
C31 C32 C33 119.4(3) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 H32 120.3 . . ?
C34 C33 O32 125.0(3) . . ?
C34 C33 C32 121.1(3) . . ?
O32 C33 C32 113.9(3) . . ?
C33 C34 C35 118.6(3) . . ?
C33 C34 H34 120.7 . . ?
C35 C34 H34 120.7 . . ?
O33 C35 C36 122.0(3) . . ?
O33 C35 C34 116.4(2) . . ?
C36 C35 C34 121.6(3) . . ?
C35 C36 C31 118.3(3) . . ?
C35 C36 H36 120.8 . . ?
C31 C36 H36 120.8 . . ?
O32 C37 H37A 109.5 . . ?
O32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
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
O10 C10 1.215(5) . ?
N11 C11 1.316(5) . ?
N11 C15 1.315(5) . ?
N21 C21 1.303(5) . ?
N21 C25 1.328(4) . ?
C10 C17 1.434(6) . ?
C10 C27 1.479(6) . ?
C11 C12 1.357(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(5) . ?
C13 C16 1.437(5) . ?
C14 C15 1.371(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.330(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C21 C22 1.366(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.362(5) . ?
C23 C26 1.482(5) . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.158(6) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
O31 C31 1.364(4) . ?
O31 H31O 0.8871 . ?
O32 C33 1.368(3) . ?
O32 C37 1.426(4) . ?
O33 C35 1.370(3) . ?
O33 H33O 0.7106 . ?
C31 C32 1.367(4) . ?
C31 C36 1.394(4) . ?
C32 C33 1.388(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.371(4) . ?
C34 C35 1.386(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.380(4) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.005 0.250 44 5 ' '
2 0.000 0.005 0.750 44 5 ' '
3 0.500 0.495 0.250 44 5 ' '
4 0.500 0.505 0.750 44 5 ' '
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653756
