Fusing pyrene and ferrocene into a chiral, redox-active triangle.
Metzelaars, Marvin; Sanz, Sergio; Rawson, Jeff; Hartmann, Rudolf; Schneider, Claus M.; Kögerler, Paul; Chemical communications (Cambridge, England) 57 (2021) 6660–6663; doi:10.1039/d1cc02191e

data_7128460
_publ_section_title
;
 Fusing pyrene and ferrocene into a chiral, redox-active triangle.
;
_journal_issue                   54
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6660
_journal_page_last               6663
_journal_paper_doi               10.1039/d1cc02191e
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C78 H48 Fe3, 2(C7 H8)'
_chemical_formula_sum            'C92 H64 Fe3'
_chemical_formula_weight         1336.98
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-04-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-04-09 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                84.071(2)
_cell_angle_beta                 71.467(2)
_cell_angle_gamma                83.634(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6754(3)
_cell_length_b                   16.8491(3)
_cell_length_c                   16.8713(3)
_cell_measurement_reflns_used    23994
_cell_measurement_temperature    99.5(10)
_cell_measurement_theta_max      29.0310
_cell_measurement_theta_min      3.5020
_cell_volume                     3119.23(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.5(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4623
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -98.00  22.00   0.50   15.00    --  -13.90 -77.00 150.00  240
  2  \w    -20.00  59.00   0.50   15.00    --   14.52 -99.00  60.00  158
  3  \w    -65.00  46.00   0.50   15.00    --   14.52 -38.00  30.00  222
  4  \w    -43.00  99.00   0.50   15.00    --   14.52  19.00-150.00  284
  5  \w     35.00 107.00   0.50   15.00    --   14.52 178.00  30.00  144
  6  \w    -20.00   9.00   0.50   15.00    --  -13.90 -99.00-150.00   58
  7  \w    -20.00  30.00   0.50   15.00    --  -13.90 -99.00 -30.00  100
  8  \w    -20.00  30.00   0.50   15.00    --  -13.90 -99.00-120.00  100
  9  \w   -105.00 -55.00   0.50   15.00    --  -13.90 178.00  60.00  100
 10  \w    -22.00  99.00   0.50   15.00    --   14.52  77.00   0.00  242
 11  \w    -65.00  46.00   0.50   15.00    --   14.52 -38.00 150.00  222
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0330125000
_diffrn_orient_matrix_UB_12      -0.0381173000
_diffrn_orient_matrix_UB_13      -0.0039881000
_diffrn_orient_matrix_UB_21      0.0534262000
_diffrn_orient_matrix_UB_22      0.0179262000
_diffrn_orient_matrix_UB_23      -0.0027273000
_diffrn_orient_matrix_UB_31      -0.0137709000
_diffrn_orient_matrix_UB_32      -0.0054188000
_diffrn_orient_matrix_UB_33      0.0441940000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            12730
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.275
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.742
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       rod
_exptl_crystal_F_000             1388
_exptl_crystal_recrystallization_method
;
grown by slow evaporation from toluene
;
_exptl_crystal_size_max          0.714
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.111
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     858
_refine_ls_number_reflns         12730
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0449
_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^)+(0.0654P)^2^+2.5174P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1163
_refine_ls_wR_factor_ref         0.1301
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10479
_reflns_number_total             12730
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc02191e6.cif
_cod_data_source_block           exp_4115
_cod_depositor_comments
'Adding full bibliography for 7128459--7128462.cif.'
_cod_original_cell_volume        3119.24(12)
_cod_database_code               7128460
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1A(0.031) H1B(0.035) H1C(0.035) H2A(0.034) H2B(0.036) H2C(0.041)
 H3A(0.032) H3B(0.038) H3C(0.04) H4A(0.03) H4B(0.038) H4C(0.036) H6A(0.029)
 H6B(0.036) H6C(0.032) H8A(0.033) H8B(0.034) H8C(0.032) H10A(0.046) H10B(0.037)
 H10C(0.033) H11A(0.048) H11B(0.037) H11C(0.034) H13A(0.035) H13B(0.036)
 H13C(0.032) H15A(0.032) H15B(0.037) H15C(0.033) H17A(0.036) H17B(0.039)
 H17C(0.037) H18A(0.037) H18B(0.037) H18C(0.035) H22A(0.036) H22B(0.04)
 H22C(0.032) H23A(0.041) H23B(0.042) H23C(0.036) H24A(0.042) H24B(0.043)
 H24C(0.035) H25A(0.036) H25B(0.039) H25C(0.032) H1D(0.04) H2D(0.04) H3D(0.048)
 H4D(0.056) H5D(0.048) H7D(0.07) H8D(0.07) H9D(0.07) H1E(0.093) H2E(0.107)
 H3E(0.071) H4E(0.06) H5E(0.054) H7E(0.088) H8E(0.088) H9E(0.088)
 Fixed X: H1A(0.098466) H1B(0.554811) H1C(0.715767) H2A(0.108001)
 H2B(0.374886) H2C(0.84532) H3A(0.26843) H3B(0.220982) H3C(0.929601)
 H4A(0.358374) H4B(0.309084) H4C(0.854847) H6A(0.441579) H6B(0.469578)
 H6C(0.627942) H8A(0.106476) H8B(0.6557) H8C(0.698989) H10A(0.055181)
 H10B(0.831609) H10C(0.574187) H11A(0.112506) H11B(0.946992) H11C(0.416736)
 H13A(0.274139) H13B(0.996443) H13C(0.243979) H15A(0.609314) H15B(0.824993)
 H15C(0.183284) H17A(0.659479) H17B(0.656998) H17C(0.310265) H18A(0.600302)
 H18B(0.531775) H18C(0.462099) H22A(0.354352) H22B(1.061976) H22C(0.026206)
 H23A(0.484673) H23B(1.165353) H23C(-0.119459) H24A(0.670746) H24B(1.116367)
 H24C(-0.079125) H25A(0.658233) H25B(0.981211) H25C(0.089161) H1D(0.821966)
 H2D(0.889301) H3D(0.812742) H4D(0.666724) H5D(0.598778) H7D(0.659455)
 H8D(0.72389) H9D(0.587592) H1E(0.864959) H2E(0.987645) H3E(1.090362)
 H4E(1.059504) H5E(0.930698) H7E(0.833779) H8E(0.722532) H9E(0.794164)
 Fixed Y: H1A(0.200736) H1B(0.950595) H1C(0.453611) H2A(0.05142) H2B(1.011985)
 H2C(0.451383) H3A(0.011215) H3B(0.908892) H3C(0.310544) H4A(0.136296)
 H4B(0.783741) H4C(0.224178) H6A(0.260458) H6B(0.687509) H6C(0.412779)
 H8A(0.337463) H8B(0.862629) H8C(0.183464) H10A(0.482632) H10B(0.828422)
 H10C(0.077762) H11A(0.608192) H11B(0.736573) H11C(0.043373) H13A(0.704064)
 H13B(0.592731) H13C(0.082907) H15A(0.626752) H15B(0.418641) H15C(0.310895)
 H17A(0.482019) H17B(0.452239) H17C(0.415067) H18A(0.356703) H18B(0.544597)
 H18C(0.450814) H22A(0.823653) H22B(0.496311) H22C(0.280466) H23A(0.939676)
 H23B(0.364608) H23C(0.201344) H24A(0.899236) H24B(0.259662) H24C(0.056921)
 H25A(0.757737) H25B(0.325235) H25C(0.045987) H1D(0.167643) H2D(0.288407)
 H3D(0.350974) H4D(0.293054) H5D(0.172393) H7D(0.073144) H8D(0.034824)
 H9D(0.068359) H1E(-0.10714) H2E(-0.1423) H3E(-0.047008) H4E(0.084512)
 H5E(0.121769) H7E(0.012599) H8E(0.017972) H9E(0.093463)
 Fixed Z: H1A(1.109179) H1B(0.703651) H1C(0.317144) H2A(1.106052)
 H2B(0.811623) H2C(0.166829) H3A(0.973767) H3B(0.865457) H3C(0.139184)
 H4A(0.894999) H4B(0.792287) H4C(0.273076) H6A(0.89934) H6B(0.738994)
 H6C(0.454976) H8A(1.036373) H8B(0.590964) H8C(0.397433) H10A(1.062644)
 H10B(0.464261) H10C(0.489403) H11A(1.048584) H11B(0.377689) H11C(0.602348)
 H13A(0.994877) H13B(0.341204) H13C(0.72871) H15A(0.859989) H15B(0.499911)
 H15C(0.789393) H17A(0.828474) H17B(0.629474) H17C(0.701354) H18A(0.840456)
 H18B(0.710006) H18C(0.58462) H22A(1.011712) H22B(0.234987) H22C(0.903242)
 H23A(0.969093) H23B(0.181097) H23C(1.01876) H24A(0.852766) H24B(0.301315)
 H24C(0.986863) H25A(0.823575) H25B(0.428453) H25C(0.85107) H1D(0.841507)
 H2D(0.775392) H3D(0.672139) H4D(0.636543) H5D(0.703089) H7D(0.877563)
 H8D(0.792084) H9D(0.814171) H1E(0.615626) H2E(0.697185) H3E(0.729876)
 H4E(0.68654) H5E(0.609949) H7E(0.497578) H8E(0.579303) H9E(0.540982)
;
_shelx_res_checksum              25037
_shelx_hkl_checksum              53769