Synthesis of molecular tripods based on a rigid 9,9'-spirobifluorene scaffold.
Valášek, Michal; Edelmann, Kevin; Gerhard, Lukas; Fuhr, Olaf; Lukas, Maya; Mayor, Marcel; The Journal of organic chemistry 79 (2014) 7342–7357; doi:10.1021/jo501029t

data_4029832
_publ_section_title
;
 Synthesis of molecular tripods based on a rigid 9,9'-spirobifluorene
 scaffold.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7342
_journal_page_last               7357
_journal_paper_doi               10.1021/jo501029t
_journal_volume                  79
_journal_year                    2014
_chemical_formula_moiety         'C35 H38 Br I S2 Si2'
_chemical_formula_sum            'C35 H38 Br I S2 Si2'
_chemical_formula_weight         785.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-04-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                101.059(9)
_cell_angle_beta                 109.431(9)
_cell_angle_gamma                96.310(7)
_cell_formula_units_Z            2
_cell_length_a                   10.7599(10)
_cell_length_b                   12.9257(12)
_cell_length_c                   14.6771(19)
_cell_measurement_temperature    180.15
_cell_volume                     1855.7(4)
_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    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17906
_diffrn_reflns_theta_full        25.63
_diffrn_reflns_theta_max         25.63
_diffrn_reflns_theta_min         2.37
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    2.138
_exptl_absorpt_correction_T_max  0.6744
_exptl_absorpt_correction_T_min  0.3101
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             792
_exptl_crystal_preparation       '0.430 0.340 0.230'
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0055(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         6909
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0303P)^2^+2.1968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0734
_reflns_number_gt                6235
_reflns_number_total             6909
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo501029t_si_002.cif
_cod_data_source_block           mv-2332
_cod_depositor_comments          'Adding full bibliography for 4029832.cif.'
_cod_original_cell_volume        1855.7(3)
_cod_database_code               4029832
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{Br1, I2}
{I1, Br2}
3. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(I2)
Uanis(I1) = Uanis(Br2)
4. Others
 Fixed Sof: I1(0.5) I2(0.5) Br1(0.5) Br2(0.5) C33A(0.5) H33A(0.5) H33B(0.5)
 H33C(0.5) C34A(0.5) H34A(0.5) H34B(0.5) H34C(0.5) C35A(0.5) H35A(0.5)
 H35B(0.5) H35C(0.5) C33B(0.5) H33D(0.5) H33E(0.5) H33F(0.5) C34B(0.5)
 H34D(0.5) H34E(0.5) H34F(0.5) C35B(0.5) H35D(0.5) H35E(0.5) H35F(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C31(H31A,H31B), C32(H32A,H32B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C8(H8), C11(H11), C12(H12), C16(H16), C18(H18),
 C19(H19), C22(H22), C24(H24), C25(H25)
5.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C33A(H33A,H33B,
 H33C), C34A(H34A,H34B,H34C), C35A(H35A,H35B,H35C), C33B(H33D,H33E,H33F),
 C34B(H34D,H34E,H34F), C35B(H35D,H35E,H35F)
;