Synthesis and reactivity of fluorenyl-tethered N-heterocyclic stannylenes.
Roselló-Merino, Marta; Mansell, Stephen M.; Dalton transactions (Cambridge, England : 2003) 45 (2016) 6282–6293; doi:10.1039/c5dt04060d

data_7037831
_publ_section_title
;
 Synthesis and reactivity of fluorenyl-tethered N-heterocyclic
 stannylenes.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6282
_journal_page_last               6293
_journal_paper_doi               10.1039/c5dt04060d
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C58 H66 N4 Sn2, 2(C16 H32 Li O4)'
_chemical_formula_sum            'C90 H130 Li2 N4 O8 Sn2'
_chemical_formula_weight         1647.23
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_audit_creation_date             2015-05-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-09-14 deposited with the CCDC.
2015-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.9963(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0025(4)
_cell_length_b                   26.2852(11)
_cell_length_c                   16.4291(6)
_cell_measurement_reflns_used    9868
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.22
_cell_measurement_theta_min      2.57
_cell_volume                     4277.5(3)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       APEX
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            71212
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_min         1.992
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0536 before and 0.0477 after correction.
The Ratio of minimum to maximum transmission is 0.9358.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description       prism
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         9794
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0344
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0199P)^2^+3.7434P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7713
_reflns_number_total             9794
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt04060d2.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 7037826--7037834.cif.'
_cod_database_code               7037831
_shelxl_version_number           2014-1
_shelx_estimated_absorpt_t_max   0.969
_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 bond restraints
 Li1A, O1A, O2A, O3A, O4A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Li1B, O1B, O2B, O3B, O4B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C43A, C42A, C44A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Li1A \\sim O1A \\sim O2A \\sim O3A \\sim O4A: within 1.7A with sigma of 0.02
and sigma for terminal atoms of 0.04
Li1B \\sim O1B \\sim O2B \\sim O3B \\sim O4B: within 1.7A with sigma of 0.02
and sigma for terminal atoms of 0.04
C43A \\sim C42A \\sim C44A: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Others
 Fixed Sof: O1A(0.5) Li1A(0.5) O2A(0.5) O3A(0.5) O4A(0.5) C30A(0.5) H30A(0.5)
 H30B(0.5) C31A(0.5) H31A(0.5) H31B(0.5) C32A(0.5) H32A(0.5) H32B(0.5)
 C33A(0.5) H33A(0.5) H33B(0.5) C34A(0.5) H34A(0.5) H34B(0.5) C35A(0.5)
 H35A(0.5) H35B(0.5) C36A(0.5) H36A(0.5) H36B(0.5) C37A(0.5) H37A(0.5)
 H37B(0.5) C38A(0.5) H38A(0.5) H38B(0.5) C39A(0.5) H39A(0.5) H39B(0.5)
 C40A(0.5) H40A(0.5) H40B(0.5) C41A(0.5) H41A(0.5) H41B(0.5) C42A(0.5)
 H42A(0.5) H42B(0.5) C43A(0.5) H43A(0.5) H43B(0.5) C44A(0.5) H44A(0.5)
 H44B(0.5) C45A(0.5) H45A(0.5) H45B(0.5) O1B(0.5) Li1B(0.5) O2B(0.5) O3B(0.5)
 O4B(0.5) C30B(0.5) H30C(0.5) H30D(0.5) C31B(0.5) H31C(0.5) H31D(0.5) C32B(0.5)
 H32C(0.5) H32D(0.5) C33B(0.5) H33C(0.5) H33D(0.5) C34B(0.5) H34C(0.5)
 H34D(0.5) C35B(0.5) H35C(0.5) H35D(0.5) C36B(0.5) H36C(0.5) H36D(0.5)
 C37B(0.5) H37C(0.5) H37D(0.5) C38B(0.5) H38C(0.5) H38D(0.5) C39B(0.5)
 H39C(0.5) H39D(0.5) C40B(0.5) H40C(0.5) H40D(0.5) C41B(0.5) H41C(0.5)
 H41D(0.5) C42B(0.5) H42C(0.5) H42D(0.5) C43B(0.5) H43C(0.5) H43D(0.5)
 C44B(0.5) H44C(0.5) H44D(0.5) C45B(0.5) H45C(0.5) H45D(0.5)
5.a Ternary CH refined with riding coordinates:
 C24(H24), C27(H27)
5.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C30A(H30A,
 H30B), C31A(H31A,H31B), C32A(H32A,H32B), C33A(H33A,H33B), C34A(H34A,H34B),
 C35A(H35A,H35B), C36A(H36A,H36B), C37A(H37A,H37B), C38A(H38A,H38B), C39A(H39A,
 H39B), C40A(H40A,H40B), C41A(H41A,H41B), C42A(H42A,H42B), C43A(H43A,H43B),
 C44A(H44A,H44B), C45A(H45A,H45B), C30B(H30C,H30D), C31B(H31C,H31D), C32B(H32C,
 H32D), C33B(H33C,H33D), C34B(H34C,H34D), C35B(H35C,H35D), C36B(H36C,H36D),
 C37B(H37C,H37D), C38B(H38C,H38D), C39B(H39C,H39D), C40B(H40C,H40D), C41B(H41C,
 H41D), C42B(H42C,H42D), C43B(H43C,H43D), C44B(H44C,H44D), C45B(H45C,H45D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C20(H20), C21(H21), C22(H22)
5.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C)
;
_shelx_res_checksum              18
_shelx_hkl_checksum              79222
_olex2_submission_special_instructions 'No special instructions were received'