Synthesis and optoelectronic properties of janus-dendrimer-type multivalent donor-acceptor systems.
Dengiz, Cagatay; Breiten, Benjamin; Gisselbrecht, Jean-Paul; Boudon, Corinne; Trapp, Nils; Schweizer, W. Bernd; Diederich, François; The Journal of organic chemistry 80 (2015) 882–896; doi:10.1021/jo502367h

data_4030391
_publ_section_title
;
 Synthesis and optoelectronic properties of janus-dendrimer-type
 multivalent donor-acceptor systems.
;
_journal_issue                   2
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              882
_journal_page_last               896
_journal_paper_doi               10.1021/jo502367h
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         'C35 H30 Fe2 Si, C H Cl3'
_chemical_formula_sum            'C36 H31 Cl3 Fe2 Si'
_chemical_formula_weight         709.75
_chemical_name_systematic
;
 ?
;
_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     direct
_audit_creation_date             2014-07-17
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                75.763(5)
_cell_angle_beta                 80.428(5)
_cell_angle_gamma                80.484(5)
_cell_formula_units_Z            2
_cell_length_a                   7.8579(12)
_cell_length_b                   10.9549(15)
_cell_length_c                   19.720(3)
_cell_measurement_reflns_used    3200
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      25.30
_cell_measurement_theta_min      2.99
_cell_volume                     1608.7(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_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, 2008)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker/Nonius Kappa Apex2'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.1052
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            21025
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.428
_diffrn_reflns_theta_min         1.934
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.213
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0858 before and 0.0638 after correction.
The Ratio of minimum to maximum transmission is 0.7626.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.008
_refine_diff_density_max         3.094
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6815
_refine_ls_number_restraints     329
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1343
_refine_ls_R_factor_gt           0.0823
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1390P)^2^+3.4460P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2143
_refine_ls_wR_factor_ref         0.2491
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4290
_reflns_number_total             6815
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo502367h_si_004.cif
_cod_data_source_block           d042410_0m
_cod_depositor_comments
'Adding full bibliography for 4030390--4030392.cif.'
_cod_database_code               4030391
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.743
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl00-C017 \\sim Cl04-C017 \\sim Cl01-C017
 with sigma of 0.02
 Cl04-C5 \\sim Cl04-C017 \\sim Cl01-C017 \\sim Cl4-C5 \\sim Cl2-C5 \\sim
Cl00-C017
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(Cl4) \\sim Ueq, Uanis(Cl01) \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(Cl00)
\\sim Ueq, Uanis(Cl04) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C017) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C006) \\sim Ueq, Uanis(C00A) \\sim Ueq, Uanis(C00D) \\sim Ueq,
Uanis(C008) \\sim Ueq, Uanis(C007) \\sim Ueq, Uanis(C00I) \\sim Ueq,
Uanis(C00J) \\sim Ueq, Uanis(C009) \\sim Ueq, Uanis(C00B) \\sim Ueq,
Uanis(C00C) \\sim Ueq, Uanis(C00K) \\sim Ueq, Uanis(C011) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.01
Uanis(C00L) \\sim Ueq, Uanis(C00V) \\sim Ueq, Uanis(C00P) \\sim Ueq,
Uanis(C00U) \\sim Ueq, Uanis(C00E) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
5. Others
 Sof(Cl2)=Sof(Cl4)=Sof(C5)=Sof(H5)=1-FVAR(1)
 Sof(Cl00)=Sof(Cl01)=Sof(C017)=Sof(H017)=FVAR(1)
6.a Free rotating group:
 Cl2(Cl4,C5)
6.b Ternary CH refined with riding coordinates:
 C017(H017), C5(H5)
6.c Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00C(H00C), C00G(H00G), C00H(H00H), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C00Z(H00Z), C012(H012)
6.d Idealised Me refined as rotating group:
 C014(H01A,H01B,H01C), C015(H01D,H01E,H01F), C016(H01G,H01H,H01I)
;
_olex2_submission_original_sample_id d042410
_olex2_submission_special_instructions 'No special instructions were received'