Effect of Alkyl Substituent on the Amide of Bis-lactam-1,10-phenanthroline Ligands for Lanthanide Extraction
Gao, Fengxin; Fang, Dong; Xiao, Chengliang; Dalton Transactions  (2026) –; doi:10.1039/D5DT03012A

data_7720716
_publ_section_title
;
 Effect of alkyl substituent on the amide of
 bis-lactam-1,10-phenanthroline ligands for lanthanide extraction.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5679
_journal_page_last               5688
_journal_paper_doi               10.1039/d5dt03012a
_journal_volume                  55
_journal_year                    2026
_chemical_formula_moiety         '8(C42 H46 Er N7 O11), 3(C H4 O), 4(C H Cl3)'
_chemical_formula_sum            'C343 H384 Cl12 Er8 N56 O91'
_chemical_formula_weight         8510.52
_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             2026-03-15
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2026-03-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.404(2)
_cell_angle_gamma                90
_cell_formula_units_Z            1
_cell_length_a                   10.7123(3)
_cell_length_b                   34.4168(11)
_cell_length_c                   24.4695(8)
_cell_measurement_reflns_used    3598
_cell_measurement_temperature    240(2)
_cell_measurement_theta_max      50.408
_cell_measurement_theta_min      2.220
_cell_volume                     8994.9(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B(?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      240.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1901
_diffrn_reflns_av_unetI/netI     0.1821
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            51709
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        54.998
_diffrn_reflns_theta_max         54.998
_diffrn_reflns_theta_min         2.220
_diffrn_source                   'microfocus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    4.857
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_description       block
_exptl_crystal_F_000             4310
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.669
_refine_diff_density_min         -1.440
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       0.00023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1267
_refine_ls_number_reflns         11250
_refine_ls_number_restraints     391
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.1486
_refine_ls_R_factor_gt           0.0746
_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^)+(0.0512P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1682
_refine_ls_wR_factor_ref         0.2188
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5822
_reflns_number_total             11250
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt03012a2.cif
_cod_data_source_block           z_ccdc1_amended
_cod_depositor_comments
'Adding full bibliography for 7720715--7720716.cif.'
_cod_database_code               7720716
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.793
_olex2_refinement_description
;
1. Shared sites
{C55, C55A}
2. Restrained distances
 C77-C55 = C77-C55A = C55-C116 = C55A-C5 = C116-C109 = C5-C6
 1.53 with sigma of 0.01
 O124-N132 = O1-N1 = O89-N132 = O89A-N1 = O111-N8A = O4-N8 = O2-N8 = O115-N8A
 1.24 with sigma of 0.01
 O60A-N1 = O60-N132 = O3-N8A = O141-N8
 1.2 with sigma of 0.01
 Cl4-C1 = Cl5A-C1A = Cl5-C1 = Cl3A-C1A = Cl4A-C1A = Cl3-C1
 1.78 with sigma of 0.01
 O117-C107
 1.42 with sigma of 0.01
 Er1-N132 \\sim Er1-N1
 with sigma of 0.04
 O60-O89 \\sim O60A-O89A \\sim O60-O124 \\sim O60A-O1 \\sim O89-O124 \\sim
O89A-O1
 with sigma of 0.03
 Er1-N8 \\sim Er1-N8A
 with sigma of 0.04
 O141-O115 \\sim O3-O4 \\sim O141-O111 \\sim O3-O2 \\sim O115-O111 \\sim O4-O2
 with sigma of 0.04
 Er1-O111 \\sim Er1-O4 \\sim Er1-O115 \\sim Er1-O2 \\sim Er1-O124 \\sim Er1-O1
\\sim Er1-O89A \\sim Er1-O89
 with sigma of 0.01
3. Restrained planarity
 O124, N132, O89, O60
 with sigma of 0.1
 O111, N8, O141, O115
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C109 \\sim C6 \\sim C116 \\sim C5 \\sim C55A \\sim C55: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C227 \\sim C87: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Cl3 \\sim Cl4A \\sim Cl3A \\sim Cl5 \\sim Cl5A \\sim Cl4: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
N132 \\sim O60 \\sim O89 \\sim O124 \\sim O1 \\sim N1 \\sim O60A \\sim O89A:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
O111 \\sim O4 \\sim N8 \\sim N8A \\sim O3 \\sim O141 \\sim O2 \\sim O115:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C55) = Uanis(C55A)
Uanis(C1) = Uanis(C1A)
Uanis(C5) = Uanis(C116)
Uanis(Cl3) = Uanis(Cl4A)
Uanis(N132) = Uanis(N1)
Uanis(N8A) = Uanis(N8)
Uanis(C6) = Uanis(C109)
5. Others
 Sof(Cl5A)=Sof(C1A)=Sof(H1A)=Sof(Cl3A)=Sof(Cl4A)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(Cl3)=Sof(Cl4)=Sof(Cl5)=FVAR(1)
 Sof(O1)=Sof(N1)=Sof(O60A)=Sof(O89A)=1-FVAR(2)
 Sof(N132)=Sof(O60)=Sof(O89)=Sof(O124)=FVAR(2)
 Sof(O2)=Sof(O3)=Sof(N8A)=Sof(O4)=1-FVAR(3)
 Sof(N8)=Sof(O141)=Sof(O115)=Sof(O111)=FVAR(3)
 Sof(H77C)=Sof(H77D)=Sof(C55A)=Sof(H55C)=Sof(H55D)=Sof(C5)=Sof(H5A)=Sof(H5B)=
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H6C)=1-FVAR(4)
 Sof(H77A)=Sof(H77B)=Sof(C55)=Sof(H55A)=Sof(H55B)=Sof(C109)=Sof(H10A)=
 Sof(H10B)=Sof(H10C)=Sof(C116)=Sof(H11A)=Sof(H11B)=FVAR(4)
 Fixed Sof: O117(0.75) H117(0.75) C107(0.75) H10D(0.75) H10E(0.75) H10F(0.75)
6.a Ternary CH refined with riding coordinates:
 C1(H1), C1A(H1A)
6.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C12(H12A,H12B), C15(H15A,H15B), C227(H22A,H22B), C232(H23A,
 H23B), C221(H22C,H22D), C155(H15C,H15D), C85(H85A,H85B), C87(H87A,H87B),
 C77(H77A,H77B), C77(H77C,H77D), C55(H55A,H55B), C116(H11A,H11B), C55A(H55C,
 H55D), C5(H5A,H5B)
6.c Aromatic/amide H refined with riding coordinates:
 C159(H159), C206(H206), C214(H214), C187(H187), C215(H215), C191(H191),
 C218(H218), C16(H16), C3(H3), C9(H9), C19(H19), C129(H129), C134(H134),
 C136(H136), C235(H235), C236(H236), C222(H222), C145(H145), C88(H88), C65(H65)
6.d Idealised Me refined as rotating group:
 C148(H14A,H14B,H14C), C143(H14D,H14E,H14F), C69(H69A,H69B,H69C), C67(H67A,
 H67B,H67C), C80(H80A,H80B,H80C), C76(H76A,H76B,H76C), C53(H53A,H53B,H53C),
 C29(H29A,H29B,H29C), C38(H38A,H38B,H38C), C35(H35A,H35B,H35C), C27(H27A,H27B,
 H27C), C47(H47A,H47B,H47C), C36(H36A,H36B,H36C), C98(H98A,H98B,H98C),
 C126(H12C,H12D,H12E), C109(H10A,H10B,H10C), C107(H10D,H10E,H10F), C6(H6A,H6B,
 H6C)
6.e Idealised tetrahedral OH refined as rotating group:
 O117(H117)
;
_shelx_res_checksum              75761
_shelx_hkl_checksum              91624
_olex2_submission_special_instructions 'No special instructions were received'