#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:52:40 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180199 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/95/7109562.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_7109562
loop_
_publ_author_name
'Ting Han'
'Yijia Zhang'
'Xiao Feng'
'Zhengguo Lin'
'Bin Tong'
'Jianbing Shi'
'Junge Zhi'
'Yuping Dong'
_publ_section_title
;
 Reversible and hydrogen bonding-assisted piezochromic luminescence for
 solid-state tetraaryl-buta-1,3-diene
;
_journal_name_full               Chem.Commun.
_journal_page_first              7049
_journal_paper_doi               10.1039/c3cc42644k
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C19 H19 N0 O3'
_chemical_formula_weight         295.34
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.621(7)
_cell_angle_beta                 94.116(7)
_cell_angle_gamma                97.738(6)
_cell_formula_units_Z            2
_cell_length_a                   6.1724(5)
_cell_length_b                   7.5580(7)
_cell_length_c                   17.4798(17)
_cell_measurement_temperature    296(2)
_cell_volume                     802.58(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.885
_diffrn_measured_fraction_theta_max 0.885
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            517
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         6.24
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  0.9023
_exptl_absorpt_correction_T_min  0.8584
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         247
_refine_ls_number_restraints     471
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0885
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2780
_refine_ls_wR_factor_ref         0.2815
_reflns_number_gt                230
_reflns_number_total             247
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc42644k.txt
_cod_data_source_block           1
_cod_original_cell_volume        802.57(13)
_cod_database_code               7109562
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.7420(14) 0.6587(9) 0.1250(6) 0.063(5) Uani 1 1 d U
H1 H 0.7501 0.7117 0.0859 0.094 Uiso 1 1 calc R
O2 O 0.4468(15) 0.7627(10) 0.1060(7) 0.057(6) Uani 1 1 d U
O3 O 0.8355(18) 0.7437(13) 0.9861(8) 0.085(6) Uani 1 1 d U
C1 C 0.545(3) 0.684(2) 0.1582(15) 0.042(6) Uani 1 1 d U
C2 C 0.504(3) 0.603(2) 0.2254(12) 0.039(5) Uani 1 1 d DU
C3 C 0.641(2) 0.5106(17) 0.2540(12) 0.038(5) Uani 1 1 d DU
H3 H 0.7706 0.4897 0.2334 0.046 Uiso 1 1 calc R
C4 C 0.566(2) 0.4452(18) 0.3211(11) 0.035(5) Uani 1 1 d DU
H4 H 0.6534 0.3769 0.3485 0.043 Uiso 1 1 calc R
C5 C 0.379(3) 0.475(2) 0.3477(11) 0.037(5) Uani 1 1 d DU
C6 C 0.242(2) 0.5736(17) 0.3133(11) 0.037(5) Uani 1 1 d DU
H6 H 0.1116 0.5935 0.3337 0.044 Uiso 1 1 calc R
C7 C 0.304(2) 0.6465(16) 0.2448(10) 0.038(5) Uani 1 1 d DU
H7 H 0.2203 0.7155 0.2163 0.046 Uiso 1 1 calc R
C8 C 0.291(3) 0.390(2) 0.4154(13) 0.036(5) Uani 1 1 d U
C9 C 0.4033(15) 0.4307(15) 0.4881(11) 0.038(5) Uani 1 1 d U
H9 H 0.3509 0.3624 0.5266 0.046 Uiso 1 1 calc R
C10 C 0.085(3) 0.250(2) 0.4127(12) 0.037(5) Uani 1 1 d U
C11 C 0.065(2) 0.1516(18) 0.3422(9) 0.038(5) Uani 1 1 d U
H11 H 0.1611 0.1731 0.3043 0.045 Uiso 1 1 calc R
C12 C -0.127(2) 0.0073(18) 0.3330(9) 0.041(5) Uani 1 1 d U
H12 H -0.1474 -0.0731 0.2891 0.049 Uiso 1 1 calc R
C13 C -0.271(2) -0.0088(18) 0.3875(10) 0.042(6) Uani 1 1 d U
H13 H -0.3969 -0.0928 0.3774 0.051 Uiso 1 1 calc R
C14 C -0.240(3) 0.0976(18) 0.4600(9) 0.041(5) Uani 1 1 d U
H14 H -0.3333 0.0803 0.4990 0.049 Uiso 1 1 calc R
C15 C -0.054(2) 0.2318(17) 0.4669(9) 0.038(5) Uani 1 1 d U
H15 H -0.0284 0.3107 0.5113 0.046 Uiso 1 1 calc R
C16 C 1.008(2) 0.707(2) 0.9446(11) 0.086(6) Uani 1 1 d U
H16A H 0.9877 0.5803 0.9262 0.103 Uiso 1 1 calc R
H16B H 1.1444 0.7332 0.9772 0.103 Uiso 1 1 calc R
C17 C 1.017(2) 0.8115(19) 0.8817(10) 0.088(6) Uani 1 1 d U
H17A H 1.0513 0.7426 0.8360 0.106 Uiso 1 1 calc R
H17B H 1.1282 0.9161 0.8929 0.106 Uiso 1 1 calc R
C18 C 0.800(2) 0.8642(18) 0.8709(10) 0.087(6) Uani 1 1 d U
H18A H 0.8119 0.9918 0.8655 0.105 Uiso 1 1 calc R
H18B H 0.7213 0.8000 0.8248 0.105 Uiso 1 1 calc R
C19 C 0.688(3) 0.822(2) 0.9370(12) 0.088(6) Uani 1 1 d U
H19A H 0.6481 0.9292 0.9630 0.106 Uiso 1 1 calc R
H19B H 0.5559 0.7378 0.9221 0.106 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_3
C16 O3 C19 107.7(19) .
O2 C1 C2 140(3) .
O2 C1 O1 102(2) .
C2 C1 O1 117(2) .
C3 C2 C7 135(2) .
C3 C2 C1 120(3) .
C7 C2 C1 106(2) .
C2 C3 C4 109.4(19) .
C5 C4 C3 124(2) .
C4 C5 C6 123(2) .
C4 C5 C8 123(2) .
C6 C5 C8 114(2) .
C5 C6 C7 117.5(18) .
C2 C7 C6 111.7(18) .
C9 C8 C5 120.1(19) .
C9 C8 C10 114(2) .
C5 C8 C10 125(2) .
C8 C9 C9 128(2) 2_666
C15 C10 C11 126(2) .
C15 C10 C8 126(2) .
C11 C10 C8 107.6(19) .
C10 C11 C12 112.9(17) .
C13 C12 C11 121.1(16) .
C12 C13 C14 123.0(17) .
C15 C14 C13 113.9(16) .
C10 C15 C14 123(2) .
O3 C16 C17 109.1(18) .
C16 C17 C18 105.0(15) .
C19 C18 C17 107.4(16) .
O3 C19 C18 106.7(17) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.412(17) .
O2 C1 1.29(2) .
O3 C16 1.378(13) .
O3 C19 1.422(15) .
C1 C2 1.393(17) .
C2 C3 1.265(15) .
C2 C7 1.376(15) .
C3 C4 1.393(15) .
C4 C5 1.317(14) .
C5 C6 1.342(14) .
C5 C8 1.490(16) .
C6 C7 1.413(13) .
C8 C9 1.394(18) .
C8 C10 1.537(16) .
C9 C9 1.49(2) 2_666
C10 C15 1.327(15) .
C10 C11 1.375(18) .
C11 C12 1.487(13) .
C12 C13 1.353(13) .
C13 C14 1.431(17) .
C14 C15 1.418(12) .
C16 C17 1.407(16) .
C17 C18 1.451(13) .
C18 C19 1.425(17) .
