Synthesis and Evaluation of Molecular Rotors with Large and Bulky tert-Butyldiphenylsilyloxy-Substituted Trityl Stators
Rafael Arcos-Ramos; Braulio Rodríguez-Molina; Margarita Romero; J. Manuel Méndez-Stivalet; María Eugenia Ochoa; Pedro I. Ramírez-Montes; Rosa Santillan; Miguel A. Garcia-Garibay; Norberto Farfán; Journal of Organic Chemistry 77 (2012) 6887–6894; doi:10.1021/jo301078a

data_4027380
_publ_contact_author_address
;
Universidad Nacional Aut\'onoma de M\'exico
Facultad de Qu\'imica, Departamento de Qu\'imica Org\'anica 
Circuito Escolar, Ciudad Universitaria
M\'exico, D.F., M\'exico, 04510.
;
_publ_contact_author_email       norberto.farfan@gmail.com
_publ_contact_author_fax         '01 55-56223722'
_publ_contact_author_name
;
Dr. Norberto Farf\'an
;
_publ_contact_author_phone       '01 55-56223731'
_publ_section_title
;
 Synthesis and Evaluation of Molecular Rotors with Large and Bulky
 tert-Butyldiphenylsilyloxy-Substituted Trityl Stators
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6887
_journal_page_last               6894
_journal_paper_doi               10.1021/jo301078a
_journal_volume                  77
_journal_year                    2012
_chemical_formula_moiety         'C37 H34 O1 Si1'
_chemical_formula_sum            'C37 H34 O Si'
_chemical_formula_weight         522.73
_chemical_melting_point_gt       416.15
_chemical_melting_point_lt       418.15
_chemical_name_systematic
;
tert-Butyl-[3-(1,1-diphenyl-prop-2-ynyl)-phenoxy]-diphenyl-silane
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2012-04-25T20:15:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 95.164(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2314(12)
_cell_length_b                   12.0070(11)
_cell_length_c                   17.6949(18)
_cell_measurement_reflns_used    30198
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.395
_cell_measurement_wavelength     0.71073
_cell_volume                     3011.4(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.95
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.512109E-1
_diffrn_orient_matrix_UB_12      -0.294721E-1
_diffrn_orient_matrix_UB_13      -0.370414E-1
_diffrn_orient_matrix_UB_21      -0.310603E-1
_diffrn_orient_matrix_UB_22      -0.349709E-1
_diffrn_orient_matrix_UB_23      0.426035E-1
_diffrn_orient_matrix_UB_31      -0.372893E-1
_diffrn_orient_matrix_UB_32      0.696045E-1
_diffrn_orient_matrix_UB_33      0.57208E-2
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1174
_diffrn_reflns_av_unetI/netI     0.2252
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15318
_diffrn_reflns_reduction_process
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.36
_diffrn_reflns_theta_min         3.45
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.0313
_exptl_absorpt_correction_T_min  0.9229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_preparation
;
hexanes/ethyl acetate (200:1)
;
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.212
_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     355
_refine_ls_number_reflns         6474
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.2523
_refine_ls_R_factor_gt           0.0832
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1857
_reflns_number_gt                2358
_reflns_number_total             6474
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            jo301078a_si_003.cif
_cod_data_source_block           compuesto6a
_cod_database_code               4027380