A complete series of N-heterocyclic tetrylenes (Si – Pb) with a 1,1’-ferrocenediyl backbone enabled by 1,3,2-diazaborolyl N-substituents
Guthardt, Robin; Jacob, Hannes Lukas; Bruhn, Clemens; Siemeling, Ulrich; Dalton Transactions  (2023) –; doi:10.1039/D3DT02684A

data_7714025
_publ_section_title
;
 A complete series of N-heterocyclic tetrylenes (Si -- Pb) with a
 1,1&#x2019;-ferrocenediyl backbone enabled by 1,3,2-diazaborolyl
 N-substituents
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02684A
_journal_year                    2023
_chemical_formula_moiety
'C62 H80 B2 Fe Li N6, C12 H32 Li N4, 1.5(C6 H6)'
_chemical_formula_sum            'C83 H121 B2 Fe Li2 N10'
_chemical_formula_weight         1350.24
_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             2023-08-03
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-16 deposited with the CCDC.	2023-09-26 downloaded from the CCDC.
;
_cell_angle_alpha                94.408(4)
_cell_angle_beta                 108.594(4)
_cell_angle_gamma                96.918(4)
_cell_formula_units_Z            2
_cell_length_a                   13.5366(7)
_cell_length_b                   16.4231(9)
_cell_length_c                   19.0854(10)
_cell_measurement_reflns_used    21742
_cell_measurement_temperature    100
_cell_measurement_theta_max      70.91
_cell_measurement_theta_min      2.73
_cell_volume                     3962.1(4)
_computing_cell_refinement
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.175.0 (STOE, 2021)
;
_computing_data_reduction
;
X-Area Integrate 2.5.1.0 (STOE, 2021)
X-Area LANA 2.6.2.0 (STOE, 2021)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.0, Darmstadt 2021
;
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 Pilatus200K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
 1647 frames, detector distance = 40 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '1.2 mm, 0.6 diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34905
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         71.248
_diffrn_reflns_theta_min         2.731
_diffrn_source                   Cu-Genix
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.886
_exptl_absorpt_correction_T_max  0.8468
_exptl_absorpt_correction_T_min  0.8247
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1462
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     974
_refine_ls_number_reflns         14695
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0549
_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^)+(0.0392P)^2^+3.5755P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1088
_refine_ls_wR_factor_ref         0.1266
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10315
_reflns_number_total             14695
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02684a2.cif
_cod_data_source_block           sv1457
_cod_database_code               7714025
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.852
_shelx_estimated_absorpt_t_min   0.831
_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. Rigid body (RIGU) restrains
 N10, N10A, C69, C69
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.0001
 Li2, N10, N10A, N9, C69, C69A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.0001
 C6, C10, C9, C8, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: N10(0.5) N10A(0.5) C69(0.5) H69A(0.5) H69B(0.5) C69A(0.5)
 H69C(0.5) H69D(0.5) C70(0.5) H70A(0.5) H70B(0.5) C70A(0.5) H70C(0.5) H70D(0.5)
 C71A(0.5) H71A(0.5) H71B(0.5) H71C(0.5) C71(0.5) H71D(0.5) H71E(0.5) H71F(0.5)
 C72A(0.5) H72A(0.5) H72B(0.5) H72C(0.5) C72(0.5) H72D(0.5) H72E(0.5) H72F(0.5)
 C73A(0.5) H73A(0.5) H73B(0.5) H73C(0.5) C73(0.5) H73D(0.5) H73E(0.5) H73F(0.5)
 C74(0.5) H74A(0.5) H74B(0.5) H74C(0.5) C74A(0.5) H74D(0.5) H74E(0.5) H74F(0.5)
4.a Ternary CH refined with riding coordinates:
 C19(H19), C22(H22), C31(H31), C34(H34), C45(H45), C48(H48), C57(H57), C60(H60)
4.b Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B), C64(H64A,H64B), C69(H69A,H69B), C69A(H69C,H69D), C70(H70A,
 H70B), C70A(H70C,H70D)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C15(H15), C16(H16), C17(H17), C27(H27), C28(H28), C29(H29), C37(H37),
  C38(H38), C41(H41), C42(H42), C43(H43), C53(H53), C54(H54), C55(H55),
 C75(H75), C76(H76), C77(H77), C78(H78), C79(H79), C80(H80), C81(H81), C82(H82),
  C83(H83)
4.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C36(H36A,
 H36B,H36C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C49(H49A,H49B,H49C),
 C50(H50A,H50B,H50C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C61(H61A,H61B,
 H61C), C62(H62A,H62B,H62C), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C67(H67A,
 H67B,H67C), C68(H68A,H68B,H68C), C71A(H71A,H71B,H71C), C71(H71D,H71E,H71F),
 C72A(H72A,H72B,H72C), C72(H72D,H72E,H72F), C73A(H73A,H73B,H73C), C73(H73D,H73E,
 H73F), C74(H74A,H74B,H74C), C74A(H74D,H74E,H74F)
;
_shelx_res_checksum              45323
_olex2_submission_special_instructions 'No special instructions were received'
_stoe_detector_distance          '40.0 mm'
_stoe_detector_pixelsize_x       '0.172 mm'
_stoe_detector_pixelsize_y       '0.172 mm'
_stoe_detector_size_x            '7.0 cm'
_stoe_detector_size_y            '8.4 cm'
_stoe_evaluation_integration_a   6.0
_stoe_evaluation_integration_b   0.0
_stoe_evaluation_integration_ems 0.010
_stoe_evaluation_lana_bis_l_even_max -
_stoe_evaluation_lana_bis_l_odd_max -
_stoe_evaluation_lana_bos_l_even_max -
_stoe_evaluation_lana_bos_l_odd_max -
_stoe_evaluation_lana_completeness 95.4
_stoe_evaluation_lana_dxs_max_order 1
_stoe_evaluation_lana_dys_max_order 1
_stoe_evaluation_lana_fs_max_order 3
_stoe_evaluation_lana_max_2theta_available 142.6
_stoe_evaluation_lana_max_2theta_desired 142.6
_stoe_evaluation_lana_mean_redundancy 2.4
_stoe_evaluation_lana_number_refls_after_or 34909
_stoe_evaluation_lana_number_refls_outliers 6074
_stoe_evaluation_lana_number_refls_total 40983
_stoe_evaluation_lana_number_refls_unique 14699
_stoe_evaluation_lana_number_refls_written 34909
_stoe_evaluation_lana_or_c1      0.035
_stoe_evaluation_lana_or_c2      0
_stoe_evaluation_lana_or_c3      0
_stoe_evaluation_lana_or_c4      0.7
_stoe_evaluation_lana_point_group -1
_stoe_evaluation_lana_table
;
2Theta          12.4   27.8   43.2   58.6   74.0   89.4  104.8  120.2  135.6
<Resolution>    5.72   3.06   2.03   1.54   1.28   1.09   0.97   0.89   0.84
N(total)         151    720   1895   4481   9189   8993   6934   6200   2420
<Redundancy>     1.5    1.6    1.9    2.5    3.5    2.9    2.2    2.0    1.4
Complet. [%%]    93.8   99.0   97.4   99.7  100.0  100.0   98.3   98.7   74.4
<I/sigma>      231.8   83.5   43.8   22.1   10.4    6.8    4.9    3.6    3.6
R(int)         0.023  0.020  0.019  0.023  0.041  0.060  0.089  0.127  0.185
;
_stoe_measurement_identifier     sv1457
_stoe_measurement_max_exposure_per_frame '105.0 s'
_stoe_measurement_mean_exposure_per_frame '105.0 s'
_stoe_measurement_min_exposure_per_frame '105.0 s'
_stoe_measurement_total_exposure_time '48.0 h'
_stoe_measurement_total_frame_number 1647
_stoe_measurement_total_run_number 25
_stoe_measurement_tube_power     '30.0 W'