Molecular Origins of the High-Performance Nonlinear Optical Susceptibility in a Phenolic Polyene Chromophore: Electron Density Distributions, Hydrogen Bonding, and ab Initio Calculations
Lin, Tze-Chia; Cole, Jacqueline M.; Higginbotham, Andrew P.; Edwards, Alison J.; Piltz, Ross O.; Pérez-Moreno, Javier; Seo, Ji-Youn; Lee, Seung-Chul; Clays, Koen; Kwon, O-Pil; The Journal of Physical Chemistry C 117 (2013) 9416–; doi:10.1021/jp400648q

data_1511980
_publ_section_title
;
 Molecular Origins of the High-Performance Nonlinear Optical
 Susceptibility in a Phenolic Polyene Chromophore: Electron Density
 Distributions, Hydrogen Bonding, and ab Initio Calculations
;
_journal_issue                   18
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              9416
_journal_paper_doi               10.1021/jp400648q
_journal_volume                  117
_journal_year                    2013
_chemical_formula_moiety         'C19 H18 N2 O'
_chemical_formula_sum            'C19 H18 N2 O'
_chemical_formula_weight         290.00
_chemical_melting_point          485
_chemical_name_common            OH1
_chemical_name_systematic
; 
2-(3-(2-(4-Hydroxyphenyl)vinyl)-5,5-dimethylcyclohex-2-en-1-ylidene)-malononit
rile
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     'Model taken from X-ray derived structure'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.393(3)
_cell_length_b                   10.798(2)
_cell_length_c                   9.5855(19)
_cell_measurement_temperature    120(2)
_cell_volume                     1593.2(5)
_computing_cell_refinement       'LAUEGEN (Campbell, 1995)'
_computing_data_collection       'local program to the ANSTO, Australia'
_computing_data_reduction
'LAUENORM (Campbell, 1986) and local integration program'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1995)'
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'none (taken from X-ray derived structure)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.790
_diffrn_measured_fraction_theta_max 0.790
_diffrn_measurement_device_type  KOALA
_diffrn_measurement_method       'Laue, profile data from phi scans'
_diffrn_radiation_monochromator  'not applicable (Laue diffraction)'
_diffrn_radiation_probe          neutron
_diffrn_radiation_source
'nuclear reactor: ANSTO's OPAL reactor, Australia'
_diffrn_radiation_type           neutron
_diffrn_radiation_wavelength     'white-beam, peaked at 1.3 angstrom'
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2205
_diffrn_reflns_theta_full        31.51
_diffrn_reflns_theta_max         31.51
_diffrn_reflns_theta_min         3.13
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_process_details
'local program called LAUE1234, at ANSTO, Australia'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             334
_exptl_crystal_size_max          1.2
_exptl_crystal_size_mid          1.0
_exptl_crystal_size_min          0.9
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.122
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   10(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         2205
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0309
_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^)+(0.0212P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0433
_refine_ls_wR_factor_ref         0.0464
_reflns_number_gt                1828
_reflns_number_total             2205
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp400648q_si_001.cif
_cod_data_source_block           OH1neutron120K
_cod_original_cell_volume        1593.2(6)
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               1511980