Synthesis, structure, and coordination chemistry of a neutral pyrrolyl-functionalized amidinate ligand
Guo, Liping; Guo, Changjia; Peng, Shuqi; Song, Renyuan; New Journal of Chemistry 46 (2022) 2465–2471; doi:10.1039/D1NJ05548H

data_7061155
_publ_section_title
;
 Synthesis, structure, and coordination chemistry of a neutral
 pyrrolyl-functionalized amidinate ligand
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2465
_journal_page_last               2471
_journal_paper_doi               10.1039/D1NJ05548H
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         '2(C39 H50 K N3 O2)'
_chemical_formula_sum            'C78 H100 K2 N6 O4'
_chemical_formula_weight         1263.83
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-12-11
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2021-12-15 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.143(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   32.8979(17)
_cell_length_b                   11.7923(7)
_cell_length_c                   19.9051(12)
_cell_measurement_reflns_used    9618
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.93
_cell_volume                     7453.9(7)
_computing_data_collection       'Bruker D8 Venture diffractrometer'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      300.00
_diffrn_detector                 'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1056
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            302646
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.933
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0772 before and 0.0624 after correction.
The Ratio of minimum to maximum transmission is 0.7936.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_description       block
_exptl_crystal_F_000             2720
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0049(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     937
_refine_ls_number_reflns         13084
_refine_ls_number_restraints     505
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0958
_refine_ls_R_factor_gt           0.0625
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0876P)^2^+3.9507P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1621
_refine_ls_wR_factor_ref         0.1804
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8988
_reflns_number_total             13084
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj05548h2.cif
_cod_data_source_block           complex2
_cod_depositor_comments
'Adding full bibliography for 7061153--7061161.cif.'
_cod_database_code               7061155
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.962
_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. Restrained distances
 O4-C75 = O4A-C75A = O4A-C78A = O4-C78
 1.43 with sigma of 0.01
 O1-C35 = O1A-C32A = O1-C32 = O1A-C35A
 1.43 with sigma of 0.01
 C76A-C75A = C78-C77 = C78A-C77A = C76-C75 = C77-C76 = C77A-C76A
 1.54 with sigma of 0.01
 C33-C32 = C35A-C34A = C33A-C32A = C35-C34 = C34-C33 = C34A-C33A
 1.54 with sigma of 0.01
 C35-C33 = C32-C34 = C35A-C33A = C32A-C34A
 2.515 with sigma of 0.02
 C78-C76 = C75-C77 = C75A-C77A = C76A-C78A
 2.515 with sigma of 0.02
 C75A-C78A = C78-C75
 2.336 with sigma of 0.02
 C35-C32 = C32A-C35A
 2.336 with sigma of 0.02
 K2-O4A \\sim K2-O4
 with sigma of 0.02
 K1-O1A \\sim K1-O1
 with sigma of 0.02
 C69-C68 \\sim C69A-C68
 with sigma of 0.02
 C69A-C70A \\sim C69-C70
 with sigma of 0.02
 C70-C68 \\sim C70A-C68
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C32 \\sim C34 \\sim C33 \\sim C35 \\sim O1 \\sim O1A \\sim C32A \\sim C34A
\\sim C33A \\sim C35A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O4 \\sim C78 \\sim C77 \\sim C75 \\sim C76 \\sim O4A \\sim C78A \\sim C77A
\\sim C76A \\sim C75A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 C75A, C76A, C77A, O4A, C78A, K2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1, C32, C33, C35, C34, K1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O4, C78, C77, C75, C76, K2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C33A, C32A, O1A, C34A, C35A, K1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C69A, C68, C70A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C69, C68, C70
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(O4A)=Sof(C78A)=Sof(H78C)=Sof(H78D)=Sof(C77A)=Sof(H77C)=Sof(H77D)=
 Sof(C76A)=Sof(H76C)=Sof(H76D)=Sof(C75A)=Sof(H75C)=Sof(H75D)=1-FVAR(1)
 Sof(O4)=Sof(C78)=Sof(H78A)=Sof(H78B)=Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(C75)=
 Sof(H75A)=Sof(H75B)=Sof(C76)=Sof(H76A)=Sof(H76B)=FVAR(1)
 Sof(O1A)=Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C34A)=Sof(H34C)=Sof(H34D)=
 Sof(C33A)=Sof(H33C)=Sof(H33D)=Sof(C35A)=Sof(H35C)=Sof(H35D)=1-FVAR(2)
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(C33)=Sof(H33A)=
 Sof(H33B)=Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(O1)=FVAR(2)
 Sof(H68A)=Sof(C70A)=Sof(H70D)=Sof(H70E)=Sof(H70F)=Sof(C69A)=Sof(H69D)=
 Sof(H69E)=Sof(H69F)=1-FVAR(3)
 Sof(H68)=Sof(C70)=Sof(H70A)=Sof(H70B)=Sof(H70C)=Sof(C69)=Sof(H69A)=Sof(H69B)=
 Sof(H69C)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C41(H41), C42(H42), C65(H65), C29(H29), C26(H26), C68(H68), C68(H68A), C3(H3),
  C2(H2)
6.b Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C74(H74A,H74B), C37(H37A,H37B), C71(H71A,H71B), C73(H73A,
 H73B), C72(H72A,H72B), C38(H38A,H38B), C39(H39A,H39B), C32(H32A,H32B),
 C34(H34A,H34B), C33(H33A,H33B), C78(H78A,H78B), C35(H35A,H35B), C77(H77A,H77B),
  C75(H75A,H75B), C76(H76A,H76B), C78A(H78C,H78D), C77A(H77C,H77D), C76A(H76C,
 H76D), C75A(H75C,H75D), C32A(H32C,H32D), C34A(H34C,H34D), C33A(H33C,H33D),
 C35A(H35C,H35D)
6.c Aromatic/amide H refined with riding coordinates:
 C50(H50), C54(H54), C15(H15), C19(H19), C47(H47), C11(H11), C49(H49),
 C17(H17), C18(H18), C22(H22), C48(H48), C23(H23), C55(H55), C8(H8), C58(H58),
 C16(H16), C24(H24), C10(H10), C61(H61), C56(H56), C63(H63), C9(H9), C62(H62),
 C57(H57)
6.d Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C6(H6A,H6B,H6C), C45(H45A,H45B,H45C), C66(H66A,H66B,
 H66C), C27(H27A,H27B,H27C), C67(H67A,H67B,H67C), C31(H31A,H31B,H31C), C30(H30A,
 H30B,H30C), C28(H28A,H28B,H28C), C5(H5A,H5B,H5C), C70(H70A,H70B,H70C),
 C69(H69A,H69B,H69C), C70A(H70D,H70E,H70F), C69A(H69D,H69E,H69F)
;
_shelx_res_checksum              81888
_olex2_submission_special_instructions 'No special instructions were received'