Unprecedented Large Hyperpolarizability of Twisted Chromophores in Polar Media.
Lou, Alexander J.-T.; Righetto, Stefania; Barger, Christopher; Zuccaccia, Cristiano; Cariati, Elena; Macchioni, Alceo; Marks, Tobin J.; Journal of the American Chemical Society 140 (2018) 8746–8755; doi:10.1021/jacs.8b04320

data_4132500
_publ_section_title
;
 Unprecedented Large Hyperpolarizability of Twisted Chromophores in Polar
 Media.
;
_journal_issue                   28
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8746
_journal_page_last               8755
_journal_paper_doi               10.1021/jacs.8b04320
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C27 H32 N4'
_chemical_formula_sum            'C27 H32 N4'
_chemical_formula_weight         412.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-02-05
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.518(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1171(6)
_cell_length_b                   17.2703(14)
_cell_length_c                   15.3013(11)
_cell_measurement_reflns_used    4780
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.31
_cell_measurement_theta_min      3.90
_cell_volume                     2368.8(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.97
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Quazar optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9524
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.920
_diffrn_reflns_theta_min         3.897
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.530
_exptl_absorpt_correction_T_max  .8139
_exptl_absorpt_correction_T_min  .7680
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       Block
_exptl_crystal_F_000             888
_exptl_crystal_recrystallization_method
'Slow evaporation of n-hexane solution'
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.206
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4141
_refine_ls_number_restraints     130
_refine_ls_restrained_S_all      2.163
_refine_ls_R_factor_all          0.1449
_refine_ls_R_factor_gt           0.1337
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4460
_refine_ls_wR_factor_ref         0.4662
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3311
_reflns_number_total             4141
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b04320_si_001.cif
_cod_data_source_block           cu_cb2_195_0m
_cod_database_code               4132500
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.899
_shelx_estimated_absorpt_t_min   0.868
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C24A-C23A = C23-C24 = C24A-C24 = C25-C24 = C26-C25 = C27-C26 = C18-C17 = C18-
 C19 = C20-C19 = C20-C21 = C22-C21 = C27-C26 = C26-C25 = C25-C24 = C23-C24 =
 C24A-C24 = C24A-C23A = C18-C17 = C18-C19 = C20-C19 = C20-C21 = C22-C21
 1.54 with sigma of 0.01
 C23A-C24
 2.5 with sigma of 0.02
 C19-C21
 2.5 with sigma of 0.02
 C18-C20
 2.5 with sigma of 0.02
 C24A-C25
 2.5 with sigma of 0.02
 C25-C24A
 2.5 with sigma of 0.04
 N1-C17 \\sim C18-C17 \\sim C18-C19 \\sim C20-C19 \\sim C20-C21
 with sigma of 0.02
 N2-C23 \\sim C24A-C23A \\sim C23-C24 \\sim C25-C24 \\sim C26-C25 \\sim C27-C26
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17 \\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
C23 \\sim C23A \\sim C24 \\sim C24A \\sim C25 \\sim C26 \\sim C27: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Others
 Fixed Sof: C17(0.6) H17A(0.6) H17B(0.6) C17A(0.4) H17C(0.4) H17D(0.4)
 C18(0.6) H18A(0.6) H18B(0.6) C18A(0.4) H18C(0.4) H18D(0.4) C22(0.6) H22A(0.6)
 H22B(0.6) C23(0.6) H23A(0.6) H23B(0.6) C23A(0.4) H23C(0.4) H23D(0.4) H24A(0.6)
 H24B(0.6) H24C(0.4) H24D(0.4) C24A(0.4) H24E(0.4) H24F(0.4)
5.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C17A(H17C,H17D), C18(H18A,H18B), C18A(H18C,H18D), C19(H19A,
 H19B), C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B), C23A(H23C,H23D),
 C24(H24A,H24B), C24(H24C,H24D), C24A(H24E,H24F), C25(H25A,H25B), C26(H26A,H26B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12)
5.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C27(H27A,H27B,H27C)
;
_olex2_submission_special_instructions 'No special instructions were received'