Thermal dimerization of [n]cumulenes (n = 5, 7, 9)
Dominik Wendinger; Johanna A. Januszewski; Frank Hampel; Rik R. Tykwinski; Chem.Commun. 51 (2015) 14877–; doi:10.1039/C5cc05679a

data_7117856
_publ_section_title
;
 Thermal dimerization of [n]cumulenes (n = 5, 7, 9)
;
_journal_name_full               Chem.Commun.
_journal_page_first              14877
_journal_paper_doi               10.1039/C5cc05679a
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C124 H168'
_chemical_formula_sum            'C124 H168'
_chemical_formula_weight         1658.57
_space_group_crystal_system      tetragonal
_space_group_IT_number           85
_space_group_name_Hall           '-P 4a'
_space_group_name_H-M_alt        'P 4/n'
_symmetry_space_group_name_Hall  '-P 4a'
_symmetry_space_group_name_H-M   'P 4/n :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-05-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-05-26 deposited with the CCDC.
2015-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.3824(4)
_cell_length_b                   19.3824(4)
_cell_length_c                   14.8604(7)
_cell_measurement_reflns_used    2604
_cell_measurement_temperature    172.9(3)
_cell_measurement_theta_max      51.3186
_cell_measurement_theta_min      2.9712
_cell_volume                     5582.7(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      172.9(3)
_diffrn_detector_area_resol_mean 10.6144
_diffrn_measured_fraction_theta_full 0.587
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
  1 omega   21.00   53.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -32.4130   57.0000    0.0000 32

  2 omega  -62.00  -18.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -32.4130   57.0000    0.0000 44

  3 omega  -31.00   -3.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      -69.9078   30.0000 -150.0000 28

  4 omega -151.00  -43.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      -69.9078  -61.0000  120.0000 108

  5 omega  108.00  161.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -       70.2203  125.0000    0.0000 53
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0010815000
_diffrn_orient_matrix_UB_12      0.0186576000
_diffrn_orient_matrix_UB_13      0.1008691000
_diffrn_orient_matrix_UB_21      0.0048120000
_diffrn_orient_matrix_UB_22      0.0769857000
_diffrn_orient_matrix_UB_23      -0.0242755000
_diffrn_orient_matrix_UB_31      -0.0793627000
_diffrn_orient_matrix_UB_32      0.0052485000
_diffrn_orient_matrix_UB_33      -0.0002469000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_laue_measured_fraction_full 0.587
_diffrn_reflns_laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5632
_diffrn_reflns_point_group_measured_fraction_full 0.587
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         51.378
_diffrn_reflns_theta_min         2.974
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    0.987
_exptl_crystal_description       plate
_exptl_crystal_F_000             1824
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.1939
_exptl_crystal_size_mid          0.1444
_exptl_crystal_size_min          0.0262
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         2972
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0759
_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^)+(0.1105P)^2^+6.9493P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1974
_refine_ls_wR_factor_ref         0.2091
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                2509
_reflns_number_total             2972
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5cc05679a2.cif
_cod_data_source_block           jj18_2
_cod_database_code               7117856
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C186 H168'
_reflns_odcompleteness_completeness 98.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     50.38
_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
 C19A-C17 \\sim C20-C17 \\sim C18A-C17 \\sim C19-C17 \\sim C18-C17 \\sim
C17-C20A
 with sigma of 0.02
 C18-C18A \\sim C18A-C19A
 with sigma of 0.02
 C37-C39A \\sim C40-C37 \\sim C38A-C37 \\sim C39-C37 \\sim C40A-C37 \\sim
C38-C37
 with sigma of 0.02
 C21-C23A \\sim C22-C21 \\sim C24A-C21 \\sim C23-C21 \\sim C22A-C21 \\sim
C24-C21
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C19A) = Uanis(C20) = Uanis(C18A) = Uanis(C19) = Uanis(C20A) = Uanis(C18)
Uanis(C38A) = Uanis(C40) = Uanis(C39A) = Uanis(C38) = Uanis(C40A) = Uanis(C39)
Uanis(C23A) = Uanis(C22) = Uanis(C24A) = Uanis(C23) = Uanis(C22A) = Uanis(C24)
4. Others
 Sof(C20A)=Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(C19A)=Sof(H19D)=Sof(H19E)=
 Sof(H19F)=Sof(C18A)=Sof(H18A)=Sof(H18B)=Sof(H18C)=1-FVAR(1)
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=
 Sof(C18)=Sof(H18D)=Sof(H18E)=Sof(H18F)=FVAR(1)
 Sof(C38A)=Sof(H38D)=Sof(H38E)=Sof(H38F)=Sof(C24A)=Sof(H24D)=Sof(H24E)=
 Sof(H24F)=Sof(C40A)=Sof(H40D)=Sof(H40E)=Sof(H40F)=Sof(C39A)=Sof(H39D)=
 Sof(H39E)=Sof(H39F)=Sof(C23A)=Sof(H23D)=Sof(H23E)=Sof(H23F)=Sof(C22A)=
 Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(2)
 Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(H38C)=
 Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(H39C)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=
 FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C16(H16), C32(H32), C34(H34), C36(H36)
5.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C20A(H20D,H20E,H20F), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C38(H38A,H38B,H38C), C39(H39A,
 H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C),
 C44(H44A,H44B,H44C), C38A(H38D,H38E,H38F), C24A(H24D,H24E,H24F), C40A(H40D,
 H40E,H40F), C39A(H39D,H39E,H39F), C19A(H19D,H19E,H19F), C18A(H18A,H18B,H18C),
 C18(H18D,H18E,H18F), C23A(H23D,H23E,H23F), C22A(H22D,H22E,H22F)
;
_olex2_date_sample_data_collection 07.08.2012
_olex2_date_sample_submission    23.07.2012
_olex2_exptl_crystal_mounting_method 'mounted on a loop'
_olex2_submission_special_instructions 'No special instructions were received'