Modular Approach to Kekulé Diradicaloids Derived from Cyclic (Alkyl)(amino)carbenes.
Hansmann, Max M.; Melaimi, Mohand; Munz, Dominik; Bertrand, Guy; Journal of the American Chemical Society 140 (2018) 2546–2554; doi:10.1021/jacs.7b11183

data_4131804
_publ_section_title
;
 Modular Approach to Kekul\'e Diradicaloids Derived from Cyclic
 (Alkyl)(amino)carbenes.
;
_journal_issue                   7
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2546
_journal_page_last               2554
_journal_paper_doi               10.1021/jacs.7b11183
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C70 H94 N2'
_chemical_formula_sum            'C70 H94 N2'
_chemical_formula_weight         963.47
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5375)
;
_cell_angle_alpha                90.610(2)
_cell_angle_beta                 100.148(2)
_cell_angle_gamma                99.052(3)
_cell_formula_units_Z            2
_cell_length_a                   12.3025(7)
_cell_length_b                   16.8211(9)
_cell_length_c                   18.2404(10)
_cell_measurement_reflns_used    9803
_cell_measurement_temperature    200
_cell_measurement_theta_max      57.82
_cell_measurement_theta_min      2.46
_cell_volume                     3666.5(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26123
_diffrn_reflns_point_group_measured_fraction_full 0.734
_diffrn_reflns_point_group_measured_fraction_max 0.734
_diffrn_reflns_theta_full        59.034
_diffrn_reflns_theta_max         59.034
_diffrn_reflns_theta_min         2.463
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.366
_exptl_absorpt_correction_T_max  0.5152
_exptl_absorpt_correction_T_min  0.4416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0724 before and 0.0584 after correction. The Ratio of minimum to maximum transmission is 0.8571. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    0.873
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 3320 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1333
_refine_ls_number_reflns         15531
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0549
_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^)+(0.1085P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1479
_refine_ls_wR_factor_ref         0.1611
_reflns_Friedel_coverage         0.495
_reflns_Friedel_fraction_full    0.486
_reflns_Friedel_fraction_max     0.486
_reflns_number_gt                12147
_reflns_number_total             15531
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            5cMenth_200K.cif
_cod_data_source_block           prelim200k_a_sq
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4131804
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.930
_shelx_estimated_absorpt_t_min   0.930
_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. Restrained distances
 C20-C19 = C21-C20 = C22-C21 = C23-C22
 1.52 with sigma of 0.01
3. Rigid body (RIGU) restrains
 C4B, C23B, C22B, C27B, C21B, C20B, C19B, C24B, C25B, C26B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
4.a Ternary CH refined with riding coordinates:
 C11(H11), C11A(H11A), C14(H14), C14A(H14A), C19(H19), C19A(H19A), C22(H22),
 C22A(H22A), C24(H24), C24A(H24A), C11B(H11B), C11C(H11C), C14B(H14B),
 C14C(H14C), C19B(H19B), C19C(H19C), C22B(H22B), C22C(H22C), C24B(H24B),
 C24C(H24C)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C3A(H3AA,H3AB), C20(H20A,H20B), C20A(H20C,H20D), C21(H21A,H21B),
 C21A(H21C,H21D), C23(H23A,H23B), C23A(H23C,H23D), C3B(H3BA,H3BB), C3C(H3CA,
 H3CB), C20B(H20E,H20F), C20C(H20G,H20H), C21B(H21E,H21F), C21C(H21G,H21H),
 C23B(H23E,H23F), C23C(H23G,H23H)
4.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C7A(H7A), C8(H8), C8A(H8A), C9(H9), C9A(H9A), C31(H31), C31A(H31A),
 C32(H32), C32A(H32A), C34(H34), C34A(H34A), C35(H35), C35A(H35A), C7B(H7B),
 C7C(H7C), C8B(H8B), C8C(H8C), C9B(H9B), C9C(H9C), C31B(H31B), C31C(H31C),
 C32B(H32B), C32C(H32C), C34B(H34B), C34C(H34C), C35B(H35B), C35C(H35C)
4.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C12A(H12D,H12E,H12F), C13(H13A,H13B,H13C), C13A(H13D,
 H13E,H13F), C15(H15A,H15B,H15C), C15A(H15D,H15E,H15F), C16(H16A,H16B,H16C),
 C16A(H16D,H16E,H16F), C17(H17A,H17B,H17C), C17A(H17D,H17E,H17F), C18(H18A,H18B,
 H18C), C18A(H18D,H18E,H18F), C25(H25A,H25B,H25C), C25A(H25D,H25E,H25F),
 C26(H26A,H26B,H26C), C26A(H26D,H26E,H26F), C27(H27A,H27B,H27C), C27A(H27D,H27E,
 H27F), C12B(H12G,H12H,H12I), C12C(H12J,H12K,H12L), C13B(H13G,H13H,H13I),
 C13C(H13J,H13K,H13L), C15B(H15G,H15H,H15I), C15C(H15J,H15K,H15L), C16B(H16G,
 H16H,H16I), C16C(H16J,H16K,H16L), C17B(H17G,H17H,H17I), C17C(H17J,H17K,H17L),
 C18B(H18G,H18H,H18I), C18C(H18J,H18K,H18L), C25B(H25G,H25H,H25I), C25C(H25J,
 H25K,H25L), C26B(H26G,H26H,H26I), C26C(H26J,H26K,H26L), C27B(H27G,H27H,H27I),
 C27C(H27J,H27K,H27L)
;
_shelx_res_checksum              38352
_shelx_hkl_checksum              80557
_shelx_fab_checksum              64890
_olex2_submission_special_instructions 'No special instructions were received'