Alane-Centered Ring Expansion of N-Heterocyclic Carbenes
Anker, Mathew D.; Colebatch, Annie L.; Iversen, Kalon J.; Wilson, David J. D.; Dutton, Jason L.; García, Lucía; Hill, Michael S.; Liptrot, David J.; Mahon, Mary F.; Organometallics 36 (2017) 1173–; doi:10.1021/acs.organomet.7b00056

data_4087165
_publ_section_title
;
 Alane-Centered Ring Expansion of N-Heterocyclic Carbenes
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1173
_journal_paper_doi               10.1021/acs.organomet.7b00056
_journal_volume                  36
_journal_year                    2017
_chemical_formula_moiety         'C44 H55 Al N4'
_chemical_formula_sum            'C44 H55 Al N4'
_chemical_formula_weight         666.93
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2017-01-23
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.8102(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.1542(2)
_cell_length_b                   15.35141(13)
_cell_length_c                   26.8601(3)
_cell_measurement_reflns_used    27386
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.8880
_cell_measurement_theta_min      4.1650
_cell_volume                     8505.62(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1150
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            73011
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.959
_diffrn_reflns_theta_min         4.164
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_description       needle
_exptl_crystal_F_000             3132
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
TITL s15msh36annieC6H6 in P2/n
CELL   21.1542   15.3514   26.8601     90.00    102.81     90.00
SPGR P2/n
C101 0.238 0.747 0.365 !       3.62 eA-3
C102 0.210 0.129 0.266 !       3.42 eA-3
C103 0.250 0.641 0.248 !       3.28 eA-3
C104 0.296 0.062 0.226 !       2.92 eA-3
C105 0.188 0.734 0.172 !       2.63 eA-3
C106 0.236 0.796 0.156 !       2.63 eA-3
C107 0.194 0.737 0.311 !       2.50 eA-3
C108 0.191 0.669 0.211 !       2.48 eA-3
C109 0.250 0.172 0.249 !       2.42 eA-3
C110 0.191 0.673 0.273 !       2.38 eA-3
C111 0.176 0.768 0.357 !       2.21 eA-3
C112 0.241 0.759 0.164 !       2.21 eA-3
C113 0.358 0.688 0.115 !       2.05 eA-3
C114 0.250 0.984 0.255 !       1.98 eA-3
C115 0.163 0.800 0.147 !       1.81 eA-3
C116 0.219 0.859 0.177 !       0.94 eA-3
C117 0.274 0.842 0.178 !       0.88 eA-3
;
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     911
_refine_ls_number_reflns         16537
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0459
_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^)+(0.0793P)^2^+1.6470P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1287
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13544
_reflns_number_total             16537
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om7b00056_si_003.cif
_cod_data_source_block           s15msh36_sq
_cod_depositor_comments
;
Adding full bibliography for 4087164--4087165.cif.'

2020-08-05
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C97 H119 Al2 N8'
_cod_original_formula_weight         1450.95
_cod_original_formula_moiety         '2(C44 H55 Al N4)'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        8505.59(14)
_cod_database_code               4087165
_shelx_shelxl_version_number     2014/7
_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.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C124(H12M,H12N)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C10(H10), C17(H17), C19(H19), C25(H25), C26(H26), C29(H29),
 C31(H31), C38(H38), C40(H40), C103(H103), C108(H108), C110(H110), C117(H117),
 C119(H119), C125(H125), C126(H126), C129(H129), C131(H131), C138(H138),
 C140(H140)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C42(H42A,
 H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C101(H10A,H10B,H10C),
 C105(H10D,H10E,H10F), C112(H11A,H11B,H11C), C113(H11D,H11E,H11F), C114(H11G,
 H11H,H11I), C121(H12D,H12E,H12F), C122(H12G,H12H,H12I), C123(H12J,H12K,H12L),
 C133(H13D,H13E,H13F), C134(H13G,H13H,H13I), C135(H13J,H13K,H13L), C142(H14D,
 H14E,H14F), C143(H14G,H14H,H14I), C144(H14J,H14K,H14L)
;
_platon_squeeze_void_probe_radius 1.20
_shelx_fab_checksum              93671
_olex2_submission_special_instructions 'No special instructions were received'