Access to divalent lanthanide NHC complexes by redox-transmetallation from silver and CO2 insertion reactions
Simler, Thomas; Feuerstein, Thomas J.; Yadav, Ravi; Gamer, Michael T.; Roesky, Peter W.; Chemical Communications  (2019) –; doi:10.1039/C8CC08120D

data_7122711
_publ_section_title
;
 Access to divalent lanthanide NHC complexes by redox-transmetallation
 from silver and CO2 insertion reactions
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C8CC08120D
_journal_year                    2019
_chemical_formula_moiety         'C92 H124 Eu N6 O8, 2(I), C4 H8 O, 1[C5H12]'
_chemical_formula_sum            'C101 H144 Eu I2 N6 O9'
_chemical_formula_weight         1991.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-11-13 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.30(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.731(3)
_cell_length_b                   43.007(9)
_cell_length_c                   16.430(3)
_cell_measurement_reflns_used    52474
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.28
_cell_measurement_theta_min      1.24
_cell_volume                     10401(4)
_computing_cell_refinement
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
PLATON (A.L.Spek, 2009)
;
_computing_data_collection
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction
;
X-Area Integrate 1.73.1.0 (STOE, 2018)
PLATON (A.L.Spek, 2009)
;
_computing_molecular_graphics    'Diamond 4, Olex2 (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 1.84, Darmstadt 2018
MS Word (Microsoft)
Olex2 (Dolomanov et al., 2009)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
 170 frames, detector distance = 140 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '0.5 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_k_min       -50
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43931
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.089
_diffrn_reflns_theta_max         25.089
_diffrn_reflns_theta_min         1.328
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    1.25
_exptl_absorpt_correction_T_max  0.6794
_exptl_absorpt_correction_T_min  0.5563
_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, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             4132
_exptl_crystal_size_max          0.538
_exptl_crystal_size_mid          0.469
_exptl_crystal_size_min          0.377
_refine_diff_density_max         0.753
_refine_diff_density_min         -1.150
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1221
_refine_ls_number_reflns         18433
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0419P)^2^+8.8916P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14851
_reflns_number_total             18433
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc08120d2.cif
_cod_data_source_block           txs245-78
_cod_database_code               7122711
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.650
_shelx_estimated_absorpt_t_min   0.553
_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
O8A \\sim C92A \\sim C91A \\sim C90A \\sim C89A: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C92B \\sim O8B \\sim C89B \\sim C90B \\sim C91B: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
3. Rigid body (RIGU) restrains
 O8B, C89B, C90B, C91B, C92B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 O8A, C92A, C91A, C90A, C89A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Fixed Sof: O1A(0.6) O2A(0.6) O3A(0.85) O4A(0.85) O8B(0.4) C90A(0.6) H90A(0.6)
 H90B(0.6) C89A(0.6) H89A(0.6) H89B(0.6) H70(0.6) H70A(0.4) H26(0.5) H26A(0.5)
 C91B(0.4) H91A(0.4) H91B(0.4) C28A(0.6) H28A(0.6) H28B(0.6) H28C(0.6)
 C27A(0.6) H27A(0.6) H27B(0.6) H27C(0.6) C87A(0.5) H87A(0.5) H87B(0.5)
 C85A(0.5) H85A(0.5) H85B(0.5) C92A(0.6) H92A(0.6) H92B(0.6) C71A(0.6)
 H71A(0.6) H71B(0.6) H71C(0.6) C72A(0.6) H72A(0.6) H72B(0.6) H72C(0.6)
 C86A(0.5) H86A(0.5) H86B(0.5) C88A(0.5) H88A(0.5) H88B(0.5) C28B(0.4)
 H28D(0.4) H28E(0.4) H28F(0.4) C92B(0.4) H92C(0.4) H92D(0.4) C85B(0.5)
 H85C(0.5) H85D(0.5) C86B(0.5) H86C(0.5) H86D(0.5) C27B(0.4) H27D(0.4)
 H27E(0.4) H27F(0.4) C71B(0.4) H71D(0.4) H71E(0.4) H71F(0.4) C87B(0.5)
 H87C(0.5) H87D(0.5) C72B(0.4) H72D(0.4) H72E(0.4) H72F(0.4) C88B(0.5)
 H88C(0.5) H88D(0.5) O9A(0.5) C94B(0.5) H94C(0.5) H94D(0.5) C93A(0.5) H93A(0.5)
 H93B(0.5) C96A(0.5) H96A(0.5) H96B(0.5) C95B(0.5) H95C(0.5) H95D(0.5)
 I2B(0.35) I2A(0.5) I2C(0.15) C91A(0.6) H91C(0.6) H91D(0.6) C90B(0.4) H90C(0.4)
 H90D(0.4) C89B(0.4) H89C(0.4) H89D(0.4) O8A(0.6) O4B(0.15) O3B(0.15) O9B(0.5)
 C94A(0.5) H94A(0.5) H94B(0.5) C93B(0.5) H93C(0.5) H93D(0.5) C96B(0.5)
 H96C(0.5) H96D(0.5) C95A(0.5) H95A(0.5) H95B(0.5) O1B(0.4) O2B(0.4)
5.a Ternary CH refined with riding coordinates:
 C63(H63), C14(H14), C7(H7), C82(H82), C35(H35), C47(H47), C19(H19), C75(H75),
 C70(H70), C70(H70A), C26(H26), C26(H26A), C42(H42), C54(H54)
5.b Secondary CH2 refined with riding coordinates:
 C90A(H90A,H90B), C89A(H89A,H89B), C91B(H91A,H91B), C87A(H87A,H87B), C85A(H85A,
 H85B), C92A(H92A,H92B), C86A(H86A,H86B), C88A(H88A,H88B), C92B(H92C,H92D),
 C85B(H85C,H85D), C86B(H86C,H86D), C87B(H87C,H87D), C88B(H88C,H88D), C94B(H94C,
 H94D), C93A(H93A,H93B), C96A(H96A,H96B), C95B(H95C,H95D), C91A(H91C,H91D),
 C90B(H90C,H90D), C89B(H89C,H89D), C94A(H94A,H94B), C93B(H93C,H93D), C96B(H96C,
 H96D), C95A(H95A,H95B)
5.c Aromatic/amide H refined with riding coordinates:
 C80(H80), C50(H50), C40(H40), C10(H10), C66(H66), C79(H79), C12(H12),
 C67(H67), C11(H11), C78(H78), C22(H22), C24(H24), C3(H3), C4(H4), C51(H51),
 C52(H52), C38(H38), C39(H39), C23(H23), C68(H68), C31(H31), C32(H32), C59(H59),
  C60(H60)
5.d Idealised Me refined as rotating group:
 C49(H49A,H49B,H49C), C65(H65A,H65B,H65C), C76(H76A,H76B,H76C), C37(H37A,H37B,
 H37C), C55(H55A,H55B,H55C), C36(H36A,H36B,H36C), C48(H48A,H48B,H48C), C64(H64A,
 H64B,H64C), C20(H20A,H20B,H20C), C56(H56A,H56B,H56C), C16(H16A,H16B,H16C),
 C9(H9A,H9B,H9C), C83(H83A,H83B,H83C), C21(H21A,H21B,H21C), C15(H15A,H15B,H15C),
  C43(H43A,H43B,H43C), C77(H77A,H77B,H77C), C84(H84A,H84B,H84C), C8(H8A,H8B,
 H8C), C44(H44A,H44B,H44C), C28A(H28A,H28B,H28C), C27A(H27A,H27B,H27C),
 C71A(H71A,H71B,H71C), C72A(H72A,H72B,H72C), C28B(H28D,H28E,H28F), C27B(H27D,
 H27E,H27F), C71B(H71D,H71E,H71F), C72B(H72D,H72E,H72F)
;
_shelx_res_checksum              34207
_shelx_hkl_checksum              78027
_shelx_fab_checksum              26632
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'