Homoleptic Chiral Benzamidinate Complexes of the Heavier Alkaline Earth Metals and the Divalent Lanthanides
He, Meng; Gamer, Michael T.; Roesky, Peter W.; Organometallics 35 (2016) 2638–; doi:10.1021/acs.organomet.6b00373

data_4088732
_publ_contact_author
;
      Prof. Dr. Peter W. Roesky
      Karlsruher Institut fuer Technologie (KIT), CS
      Institut fuer Anorganische Chemie (AOC)
      Lehrstuhl fuer Anorganische Funktionsmaterialien
      Engesserstr. 15, Geb. 30.45
      76131 Karlsruhe 
      Bundesrepublik Deutschland
;
_publ_section_title
;
 Homoleptic Chiral Benzamidinate Complexes of the Heavier Alkaline Earth
 Metals and the Divalent Lanthanides
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              2638
_journal_paper_doi               10.1021/acs.organomet.6b00373
_journal_volume                  35
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C54 H62 Ca N4 O2'
_chemical_formula_sum            'C54 H62 Ca N4 O2'
_chemical_formula_weight         839.15
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-03-31
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7528(3)
_cell_length_b                   10.7528(3)
_cell_length_c                   42.2319(16)
_cell_measurement_reflns_used    14347
_cell_measurement_temperature    200
_cell_measurement_theta_max      25.96
_cell_measurement_theta_min      1.93
_cell_volume                     4883.0(3)
_computing_cell_refinement       'STOE X-AREA, PLATON (A.L.Spek, 2009)'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED & LANA, PLATON (A.L.Spek, 2009)'
_computing_molecular_graphics    'Diamond 2/3, Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'MS Word, Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      200
_diffrn_detector                 'image plate (34cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE image plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'two-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_collimation    '0.5mm monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            29688
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.062
_diffrn_reflns_theta_min         1.929
_diffrn_source                   'sealed tube, 12x0.4mm long-fine focus'
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.9572
_exptl_absorpt_correction_T_min  0.9284
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED & X-SHAPE'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_description       prism
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.508
_exptl_crystal_size_mid          0.459
_exptl_crystal_size_min          0.372
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details
;
 Flack x determined using 974 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.837
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         4829
_refine_ls_number_restraints     168
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0356
_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^)+(0.0588P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0929
_reflns_Friedel_coverage         0.667
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                3010
_reflns_number_total             4829
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00373_si_002.cif
_cod_data_source_block           1
_cod_database_code               4088732
_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. Uiso/Uaniso restraints and constraints
C8A \\sim C9A \\sim C10B \\sim C14B \\sim C13A \\sim C12A \\sim C11A \\sim
C15B: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
C9B \\sim C10A \\sim C15A \\sim C14A \\sim C13B \\sim C12B \\sim C11B \\sim
C8B: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.008
C18B \\sim C23B \\sim C22B \\sim C21B \\sim C20B \\sim C19B: within 1.7A with
sigma of 0.002 and sigma for terminal atoms of 0.004
C18A \\sim C23A \\sim C22A \\sim C21A \\sim C20A \\sim C19A: within 1.7A with
sigma of 0.002 and sigma for terminal atoms of 0.004
3. Others
 Fixed Sof: C8B(0.5) H8BA(0.5) H8BB(0.5) H8BC(0.5) C9B(0.5) H9B(0.5) C10B(0.5)
 C15B(0.5) H15B(0.5) C14B(0.5) H14B(0.5) C13A(0.5) H13A(0.5) C12A(0.5)
 H12A(0.5) C11A(0.5) H11A(0.5) H17A(0.5) H17(0.5) C7A(0.5) H7A(0.5) C2A(0.5)
 C3A(0.5) H3A(0.5) C4A(0.5) H4A(0.5) C5A(0.5) H5A(0.5) C6A(0.5) H6A(0.5)
 C18A(0.33333) C23A(0.33333) H23A(0.33333) C22A(0.33333) H22A(0.33333)
 C21A(0.33333) H21A(0.33333) C20A(0.33333) H20A(0.33333) C19A(0.33333)
 H19A(0.33333) C5B(0.5) H5B(0.5) C6B(0.5) H6B(0.5) C7B(0.5) H7B(0.5) C2B(0.5)
 C3B(0.5) H3B(0.5) C4B(0.5) H4B(0.5) C22B(0.66667) H22B(0.66667) C23B(0.66667)
 H23B(0.66667) C18B(0.66667) C19B(0.66667) H19B(0.66667) C20B(0.66667)
 H20B(0.66667) C21B(0.66667) H21B(0.66667) C24(0.5) H24A(0.5) H24B(0.5)
 C25(0.5) H25A(0.5) H25B(0.5) C26(0.5) H26A(0.5) H26B(0.5) C27(0.5) H27A(0.5)
 H27B(0.5) C28(0.5) H28A(0.5) H28B(0.5) C29(0.5) H29A(0.5) H29B(0.5) C30(0.5)
 H30A(0.5) H30B(0.5) C31(0.5) H31A(0.5) H31B(0.5) C10A(0.5) C15A(0.5) H15A(0.5)
 C14A(0.5) H14A(0.5) C13B(0.5) H13B(0.5) C12B(0.5) H12B(0.5) C11B(0.5)
 H11B(0.5) C8A(0.5) H8AA(0.5) H8AB(0.5) H8AC(0.5) C9A(0.5) H9A(0.5)
4.a Ternary CH refined with riding coordinates:
 C9B(H9B), C17(H17A), C17(H17), C9A(H9A)
4.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,
 H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B)
4.c Aromatic/amide H refined with riding coordinates:
 C15B(H15B), C14B(H14B), C13A(H13A), C12A(H12A), C11A(H11A), C7A(H7A),
 C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C23A(H23A), C22A(H22A), C21A(H21A),
 C20A(H20A), C19A(H19A), C5B(H5B), C6B(H6B), C7B(H7B), C3B(H3B), C4B(H4B),
 C22B(H22B), C23B(H23B), C19B(H19B), C20B(H20B), C21B(H21B), C15A(H15A),
 C14A(H14A), C13B(H13B), C12B(H12B), C11B(H11B)
4.d Fitted hexagon refined as free rotating group:
 C10B(C15B,C14B,C13A,C12A,C11A), C7A(C2A,C3A,C4A,C5A,C6A), C18A(C23A,C22A,C21A,
 C20A,C19A), C5B(C6B,C7B,C2B,C3B,C4B), C22B(C23B,C18B,C19B,C20B,C21B),
 C10A(C15A,C14A,C13B,C12B,C11B)
4.e Idealised Me refined as rotating group:
 C8B(H8BA,H8BB,H8BC), C16(H16A,H16B,H16C), C8A(H8AA,H8AB,H8AC)
;
_shelx_res_checksum              71323
_shelx_hkl_checksum              82936
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'