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_4088735
_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 Eu N4 O2'
_chemical_formula_sum            'C54 H62 Eu N4 O2'
_chemical_formula_weight         951.03
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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                   11.6826(2)
_cell_length_b                   19.3775(4)
_cell_length_c                   21.5662(6)
_cell_measurement_reflns_used    35028
_cell_measurement_temperature    200
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      1.89
_cell_volume                     4882.15(19)
_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 0.999
_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  0.0462
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            65958
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.040
_diffrn_reflns_theta_min         1.413
_diffrn_source                   'sealed tube, 12x0.4mm long-fine focus'
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_T_max  0.9044
_exptl_absorpt_correction_T_min  0.6842
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'STOE X-RED & X-SHAPE'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.337
_exptl_crystal_size_mid          0.213
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 2909 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     611
_refine_ls_number_reflns         9626
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0277
_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^)+(0.0381P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0624
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                7343
_reflns_number_total             9626
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00373_si_002.cif
_cod_data_source_block           4
_cod_database_code               4088735
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O2 \\sim C52 \\sim C53B \\sim C54B: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.008
O2 \\sim C52 \\sim C53A \\sim C54A: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.008
C49A \\sim C50 \\sim O1: within 1.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008
C41A \\sim C42B \\sim C43B \\sim C44A \\sim C45A \\sim C46A: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008
C41B \\sim C42A \\sim C43A \\sim C44B \\sim C45B \\sim C46B: within 1.7A with
sigma of 0.004 and sigma for terminal atoms of 0.008
C33 \\sim C38 \\sim C37 \\sim C36 \\sim C35 \\sim C34: within 1.7A with sigma
of 0.02 and sigma for terminal atoms of 0.04
3. Others
 Fixed Sof: H40A(0.5) H40(0.5) C41B(0.5) C42A(0.5) H42A(0.5) C43A(0.5)
 H43A(0.5) C44B(0.5) H44B(0.5) C45B(0.5) H45B(0.5) C46B(0.5) H46B(0.5)
 H48C(0.5) H48D(0.5) H48A(0.5) H48B(0.5) C49B(0.5) H49A(0.5) H49B(0.5)
 H50C(0.5) H50D(0.5) H50A(0.5) H50B(0.5) C53A(0.5) H53A(0.5) H53B(0.5)
 C54B(0.5) H54A(0.5) H54B(0.5) C53B(0.5) H53C(0.5) H53D(0.5) C49A(0.5)
 H49C(0.5) H49D(0.5) C54A(0.5) H54C(0.5) H54D(0.5) C41A(0.5) C42B(0.5)
 H42B(0.5) C43B(0.5) H43B(0.5) C44A(0.5) H44A(0.5) C45A(0.5) H45A(0.5)
 C46A(0.5) H46A(0.5) H52A(0.5) H52B(0.5) H52C(0.5) H52D(0.5)
4.a Ternary CH refined with riding coordinates:
 C9(H9), C17(H17), C32(H32), C40(H40A), C40(H40)
4.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C48(H48C,H48D), C48(H48A,H48B), C49B(H49A,H49B), C50(H50C,
 H50D), C50(H50A,H50B), C51(H51A,H51B), C53A(H53A,H53B), C54B(H54A,H54B),
 C53B(H53C,H53D), C49A(H49C,H49D), C54A(H54C,H54D), C52(H52A,H52B), C52(H52C,
 H52D)
4.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C7(H7), C6(H6), C5(H5),
 C4(H4), C3(H3), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C38(H38),
 C37(H37), C36(H36), C35(H35), C34(H34), C30(H30), C29(H29), C28(H28), C27(H27),
  C26(H26), C42A(H42A), C43A(H43A), C44B(H44B), C45B(H45B), C46B(H46B),
 C42B(H42B), C43B(H43B), C44A(H44A), C45A(H45A), C46A(H46A)
4.d Fitted hexagon refined as free rotating group:
 C41B(C42A,C43A,C44B,C45B,C46B), C41A(C42B,C43B,C44A,C45A,C46A)
4.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C31(H31A,H31B,H31C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              30048
_shelx_hkl_checksum              5704
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'