Sensing and extraction of hazardous metals by di-phosphonates of heterocycles: a combined experimental and theoretical study
Konopkina, Ekaterina; Pozdeev, Anton; Kalle, Paulina; Kirsanov, Dmitry; Smol'yanov, Nikolai; Kirsanova, Anna A.; Kalmykov, Stepan; Petrov, Vladimir G.; Borisova, Nataliya E.; Matveev, Petr I.; Dalton Transactions  (2023) –; doi:10.1039/D3DT01534C

data_7713689
_publ_section_title
;
 Sensing and extraction of hazardous metals by di-phosphonates of
 heterocycles: a combined experimental and theoretical study
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01534C
_journal_year                    2023
_chemical_formula_moiety         'C58 H94 N4 O18 P4 Pb'
_chemical_formula_sum            'C58 H94 N4 O18 P4 Pb'
_chemical_formula_weight         1466.44
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-07-04 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.592(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9451(13)
_cell_length_b                   35.541(3)
_cell_length_c                   15.6372(14)
_cell_measurement_reflns_used    9982
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.398
_cell_measurement_theta_min      2.389
_cell_volume                     6818.9(11)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX-II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49253
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         2.017
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.636
_exptl_absorpt_correction_T_max  0.5324
_exptl_absorpt_correction_T_min  0.3941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0851 before and 0.0606 after correction.
The Ratio of minimum to maximum transmission is 0.7402.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.245
_refine_diff_density_min         -1.693
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         12064
_refine_ls_number_restraints     290
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0747
_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^)+(0.1178P)^2^+30.1378P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1991
_refine_ls_wR_factor_ref         0.2263
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8018
_reflns_number_total             12064
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01534c2.cif
_cod_data_source_block           pbrik24_0m
_cod_original_cell_volume        6819.0(11)
_cod_database_code               7713689
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.817
_shelx_estimated_absorpt_t_min   0.486
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C12-C11
 1.54 with sigma of 0.02
 O18-C35
 1.43 with sigma of 0.02
 C36-C35 = C40-C35
 1.54 with sigma of 0.02
 C36-C35 = C37-C36 = C38-C37 = C38-C39 = C39-C40 = C40-C35
 1.54 with sigma of 0.02
 C39-C37
 2.5 with sigma of 0.02
 C36-C40
 2.5 with sigma of 0.02
 C35-C37
 2.5 with sigma of 0.02
 O13-C53
 1.43 with sigma of 0.02
 C39A-C40A = C40A-C35A = C37A-C36A = C36A-C35A = C38A-C37A = C38A-C39A
 1.54 with sigma of 0.02
 P2-O12A
 1.5 with sigma of 0.01
 O12A-C41A
 1.43 with sigma of 0.01
 C45A-C43A
 2.5 with sigma of 0.01
 C45A-C46A = C42A-C43A = C44A-C43A = C45A-C44A
 1.54 with sigma of 0.01
 C42A-C44A
 2.5 with sigma of 0.01
 C46A-C42A
 2.5 with sigma of 0.01
 C42A-C41A = C46A-C41A
 1.54 with sigma of 0.01
 C46A-C44A
 2.5 with sigma of 0.01
 O12A-C46A
 2.5 with sigma of 0.02
 O12A-C42A
 2.5 with sigma of 0.02
 C42-C46
 2.5 with sigma of 0.02
 C44-C42
 2.5 with sigma of 0.02
 C43-C45
 2.5 with sigma of 0.02
 C41-C42 = C41-C46 = C46-C45 = C44-C45 = C43-C44 = C43-C42
 1.54 with sigma of 0.01
 C44-C46
 2.5 with sigma of 0.02
 O12-C46
 2.5 with sigma of 0.02
 C43-C41
 2.5 with sigma of 0.02
 C41-C45
 2.5 with sigma of 0.02
 P2A-O12
 1.5 with sigma of 0.02
 C42-O12
 2.5 with sigma of 0.02
 C41-C42
 1.54 with sigma of 0.02
 C41-C43
 2.5 with sigma of 0.02
 C46-C44
 2.5 with sigma of 0.02
 O12-C41
 1.43 with sigma of 0.005
 O12-C42
 2.5 with sigma of 0.01
 O11-C47
 1.43 with sigma of 0.02
 O11A-C47A
 1.43 with sigma of 0.02
 C52-C47 \\sim C48-C47 \\sim C48-C49 \\sim C50-C49 \\sim C50-C51 \\sim C52-C51
 with sigma of 0.02
 C48A-C47A \\sim C52A-C47A \\sim C51A-C52A \\sim C51A-C50A \\sim C50A-C49A
\\sim C49A-C48A
 with sigma of 0.02
 C30-C29 \\sim C34-C29 \\sim C33-C34 \\sim C33-C32 \\sim C31-C32 \\sim C31-C30
 with sigma of 0.02
 C22-C17 \\sim C18-C17 \\sim C21-C22 \\sim C21-C20
 with sigma of 0.02
 C24-C23 \\sim C28-C23 \\sim C27-C28 \\sim C27-C26 \\sim C26-C25 \\sim C24-C25
 with sigma of 0.02
 C13-C12 \\sim C12-C11 \\sim C16-C11 \\sim C15-C14 \\sim C15-C16 \\sim C14-C13
 with sigma of 0.02
 C54-C55 \\sim C54-C53 \\sim C58-C53 \\sim C58-C57 \\sim C56-C57 \\sim C56-C55
 with sigma of 0.02
 C54A-C53A \\sim C58A-C53A \\sim C58A-C57A \\sim C56A-C57A \\sim C56A-C55A
\\sim C54A-C55A
 with sigma of 0.02
 C56-C57 \\sim C56A-C57A
 with sigma of 0.02
 C57-C55 \\sim C57A-C55A
 with sigma of 0.04
 O13-C53 \\sim O13-C53A
 with sigma of 0.02
 C53-C54 \\sim C53A-C54A
 with sigma of 0.02
 C53-C58 \\sim C53A-C58A
 with sigma of 0.02
 C56-C54 \\sim C56A-C54A
 with sigma of 0.04
 C58-C57 \\sim C58A-C57A
 with sigma of 0.02
 C55-C54 \\sim C55A-C54A
 with sigma of 0.02
 C56-C55 \\sim C56A-C55A
 with sigma of 0.02
 O13-C58 \\sim O13-C58A
 with sigma of 0.04
 O13-C54 \\sim O13-C54A
 with sigma of 0.04
 C53-C57 \\sim C53A-C57A
 with sigma of 0.04
 C53-C55 \\sim C53A-C55A
 with sigma of 0.04
 C58-C56 \\sim C58A-C56A
 with sigma of 0.04
 C58-C54 \\sim C58A-C54A
 with sigma of 0.04
 O6-N3 \\sim O7-N3 \\sim O5-N3
 with sigma of 0.02
 C40-C35 \\sim C36-C35
 with sigma of 0.02
 C39-C40 \\sim C40-C35 \\sim C36-C35 \\sim C37-C36 \\sim C38-C37 \\sim C38-C39
 with sigma of 0.02
 C39-C38 \\sim C39A-C38A
 with sigma of 0.02
 C39-C37 \\sim C39A-C37A
 with sigma of 0.04
 C40A-C35A \\sim C36A-C35A \\sim C37A-C36A \\sim C38A-C37A \\sim C38A-C39A
\\sim C39A-C40A
 with sigma of 0.02
 C40-C39 \\sim C40A-C39A
 with sigma of 0.02
 C36-C35 \\sim C36A-C35A
 with sigma of 0.02
 O18-C36 \\sim O18-C36A
 with sigma of 0.04
 O18-C40 \\sim O18-C40A
 with sigma of 0.04
 C35-C40 \\sim C35A-C40A
 with sigma of 0.02
 C36-C40 \\sim C36A-C40A
 with sigma of 0.04
 C36-C38 \\sim C36A-C38A
 with sigma of 0.04
 C38-C37 \\sim C38A-C37A
 with sigma of 0.02
 C35-C39 \\sim C35A-C39A
 with sigma of 0.04
 C35-C37 \\sim C35A-C37A
 with sigma of 0.04
 C40-C38 \\sim C40A-C38A
 with sigma of 0.04
 O18-C35 \\sim O18-C35A
 with sigma of 0.02
 C36-C37 \\sim C36A-C37A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C11) = Uanis(C12) = Uanis(C13) = Uanis(C15) = Uanis(C16) = Uanis(C14)
Uanis(C23) = Uanis(C24) = Uanis(C25) = Uanis(C27) = Uanis(C26) = Uanis(C28)
Uanis(C29) = Uanis(C34) = Uanis(C33) = Uanis(C32) = Uanis(C31) = Uanis(C30)
Uanis(C17) = Uanis(C22) = Uanis(C18) = Uanis(C21) = Uanis(C20)
Uanis(C52) = Uanis(C51) = Uanis(C50) = Uanis(C49) = Uanis(C48) = Uanis(C47)
Uanis(C52A) = Uanis(C49A) = Uanis(C48A) = Uanis(C50A) = Uanis(C51A) =
Uanis(C47A)
Uanis(N3) = Uanis(N3A)
Uanis(O6A) = Uanis(O6)
Uanis(O7) = Uanis(O7A)
Uanis(O5) = Uanis(O5A)
Uanis(O7) = Uanis(O7A) = Uanis(N3A) = Uanis(N3) = Uanis(O6A) = Uanis(O6) =
Uanis(O5) = Uanis(O5A)
Uanis(P2A) = Uanis(O11)
Uanis(O11A) = Uanis(P2)
Uiso(C54) = Uiso(C53) = Uiso(C58) = Uiso(C57) = Uiso(C56) = Uiso(C55)
Uiso(C56A) = Uiso(C55A) = Uiso(C54A) = Uiso(C53A) = Uiso(C58A) = Uiso(C57A)
Uanis(N1) = Uanis(C1) = Uanis(C2) = Uanis(C3) = Uanis(C4) = Uanis(C5)
Uanis(C7) = Uanis(C8) = Uanis(C9) = Uanis(C10) = Uanis(N2) = Uanis(C6)
Uiso(C53) = Uiso(C58) = Uiso(C56) = Uiso(C57) = Uiso(C55) = Uiso(C54) =
Uiso(C56A) = Uiso(C55A) = Uiso(C54A) = Uiso(C53A) = Uiso(C58A) = Uiso(C57A)
Uiso(C36) = Uiso(C35) = Uiso(C40)
Uiso(C35) = Uiso(C40) = Uiso(C39) = Uiso(C38) = Uiso(C36) = Uiso(C37)
Uiso(C42A) = Uiso(C41A) = Uiso(C46A) = Uiso(C45A) = Uiso(C44A) = Uiso(C43A)
Uiso(C46) = Uiso(C42) = Uiso(C41) = Uiso(C43) = Uiso(C44) = Uiso(C45)
Uiso(C40A) = Uiso(C35A) = Uiso(C36A) = Uiso(C37A) = Uiso(C38A) = Uiso(C39A)
Uanis(C20) = Uanis(C19) = Uanis(C18) = Uanis(C17) = Uanis(C22) = Uanis(C21)
4. Others
 Fixed Sof: P2A(0.5) O5(0.5) N3(0.5) O11(0.5) O6(0.5) C47(0.5) H47(0.5)
 O7(0.5) C49(0.5) H49A(0.5) H49B(0.5) C48(0.5) H48A(0.5) H48B(0.5) C51(0.5)
 H51A(0.5) H51B(0.5) C52(0.5) H52A(0.5) H52B(0.5) C50(0.5) H50A(0.5) H50B(0.5)
 C47A(0.5) H47A(0.5) C52A(0.5) H52C(0.5) H52D(0.5) C49A(0.5) H49C(0.5)
 H49D(0.5) C48A(0.5) H48C(0.5) H48D(0.5) C50A(0.5) H50C(0.5) H50D(0.5)
 C51A(0.5) H51C(0.5) H51D(0.5) O11A(0.5) P2(0.5) O5A(0.5) N3A(0.5) O7A(0.5)
 O6A(0.5) O12A(0.5) O12(0.5) C53(0.5) H53(0.5) C58(0.5) H58A(0.5) H58B(0.5)
 C56(0.5) H56A(0.5) H56B(0.5) C57(0.5) H57A(0.5) H57B(0.5) C55(0.5) H55A(0.5)
 H55B(0.5) C54(0.5) H54A(0.5) H54B(0.5) C56A(0.5) H56C(0.5) H56D(0.5) C55A(0.5)
 H55C(0.5) H55D(0.5) C54A(0.5) H54C(0.5) H54D(0.5) C53A(0.5) H53A(0.5)
 C58A(0.5) H58C(0.5) H58D(0.5) C57A(0.5) H57C(0.5) H57D(0.5) C41(0.5) H41(0.5)
 C36(0.5) H36A(0.5) H36B(0.5) C35(0.5) H35(0.5) C40(0.5) H40A(0.5) H40B(0.5)
 C44(0.5) H44A(0.5) H44B(0.5) C46(0.5) H46A(0.5) H46B(0.5) C43(0.5) H43A(0.5)
 H43B(0.5) C45(0.5) H45A(0.5) H45B(0.5) C39(0.5) H39A(0.5) H39B(0.5) C42(0.5)
 H42A(0.5) H42B(0.5) C38(0.5) H38A(0.5) H38B(0.5) C37(0.5) H37A(0.5) H37B(0.5)
 C35A(0.5) H35A(0.5) C40A(0.5) H40C(0.5) H40D(0.5) C39A(0.5) H39C(0.5)
 H39D(0.5) C38A(0.5) H38C(0.5) H38D(0.5) C37A(0.5) H37C(0.5) H37D(0.5)
 C36A(0.5) H36C(0.5) H36D(0.5) C41A(0.5) H41A(0.5) C45A(0.5) H45C(0.5)
 H45D(0.5) C46A(0.5) H46C(0.5) H46D(0.5) C44A(0.5) H44C(0.5) H44D(0.5)
 C43A(0.5) H43C(0.5) H43D(0.5) C42A(0.5) H42C(0.5) H42D(0.5)
5.a Ternary CH refined with riding coordinates:
 C29(H29), C11(H11), C47(H47), C17(H17), C23(H23), C47A(H47A), C53(H53),
 C53A(H53A), C41(H41), C35(H35), C35A(H35A), C41A(H41A)
5.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C30(H30A,H30B), C32(H32A,H32B), C13(H13A,H13B), C25(H25A,
 H25B), C31(H31A,H31B), C49(H49A,H49B), C48(H48A,H48B), C51(H51A,H51B),
 C16(H16A,H16B), C14(H14A,H14B), C52(H52A,H52B), C18(H18A,H18B), C24(H24A,H24B),
  C34(H34A,H34B), C26(H26A,H26B), C22(H22A,H22B), C50(H50A,H50B), C33(H33A,
 H33B), C28(H28A,H28B), C15(H15A,H15B), C20(H20A,H20B), C27(H27A,H27B),
 C21(H21A,H21B), C52A(H52C,H52D), C49A(H49C,H49D), C48A(H48C,H48D), C50A(H50C,
 H50D), C51A(H51C,H51D), C58(H58A,H58B), C56(H56A,H56B), C57(H57A,H57B),
 C55(H55A,H55B), C54(H54A,H54B), C56A(H56C,H56D), C55A(H55C,H55D), C54A(H54C,
 H54D), C58A(H58C,H58D), C57A(H57C,H57D), C36(H36A,H36B), C40(H40A,H40B),
 C19(H19A,H19B), C44(H44A,H44B), C46(H46A,H46B), C43(H43A,H43B), C45(H45A,H45B),
  C39(H39A,H39B), C42(H42A,H42B), C38(H38A,H38B), C37(H37A,H37B), C40A(H40C,
 H40D), C39A(H39C,H39D), C38A(H38C,H38D), C37A(H37C,H37D), C36A(H36C,H36D),
 C45A(H45C,H45D), C46A(H46C,H46D), C44A(H44C,H44D), C43A(H43C,H43D), C42A(H42C,
 H42D)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C9(H9), C2(H2), C7(H7), C3(H3), C8(H8)
;
_shelx_res_checksum              87858
_olex2_date_sample_completion    2022-10-12
_olex2_date_sample_data_collection 2022-10-12
_olex2_date_sample_submission    2022-10-12
_olex2_submission_special_instructions 'No special instructions were received'