H<sub>4</sub>octox: Versatile Bimodal Octadentate Acyclic Chelating Ligand for Medicinal Inorganic Chemistry.
Wang, Xiaozhu; Jaraquemada-Peláez, María de Guadalupe; Rodríguez-Rodríguez, Cristina; Cao, Yang; Buchwalder, Christian; Choudhary, Neha; Jermilova, Una; Ramogida, Caterina F.; Saatchi, Katayoun; Häfeli, Urs O; Patrick, Brian O.; Orvig, Chris; Journal of the American Chemical Society 140 (2018) 15487–15500; doi:10.1021/jacs.8b09964

data_4133422
_publ_section_title
;
 H<sub>4</sub>octox: Versatile Bimodal Octadentate Acyclic Chelating
 Ligand for Medicinal Inorganic Chemistry.
;
_journal_issue                   45
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15487
_journal_page_last               15500
_journal_paper_doi               10.1021/jacs.8b09964
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C104 H92 La3 N16 O26, 6(H2 O)'
_chemical_formula_sum            'C104 H104 La3 N16 O32'
_chemical_formula_weight         2506.76
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.844(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5237(8)
_cell_length_b                   23.9029(14)
_cell_length_c                   38.344(2)
_cell_measurement_reflns_used    9827
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.30
_cell_measurement_theta_min      2.30
_cell_volume                     13310.0(13)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            76860
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        22.474
_diffrn_reflns_theta_max         22.474
_diffrn_reflns_theta_min         1.062
_diffrn_source                   'sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.016
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1076 before and 0.0651 after correction. The Ratio of minimum to maximum transmission is 0.8690. The \l/2 correction factor is Not present.'
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_description       irregular
_exptl_crystal_F_000             5068
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.667
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1423
_refine_ls_number_reflns         17278
_refine_ls_number_restraints     241
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0661
_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^)+(0.0851P)^2^+122.4214P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1742
_refine_ls_wR_factor_ref         0.1854
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13043
_reflns_number_total             17278
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b09964_si_004.cif
_cod_data_source_block           co535_sq_sq
_cod_original_cell_volume        13310.1(13)
_cod_database_code               4133422
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.923
_shelx_estimated_absorpt_t_min   0.785
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H1AA,H1AB} of O1A, All C(H,H) groups
 At 1.5 times of:
  {H54A,H54B} of O54, {H32A,H32B} of O32, {H31A,H31B} of O31, {H30A,H30B} of
  O30, {H29A,H29B} of O29, {H28A,H28B} of O28
2. Restrained distances
 H31A-H37B
 -2 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C73 \\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 C100, C96, N13, C104, C103, O23, C102, C101, C99, C98, C97
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O8, C28, C29, C30, C31, C32, C27, N5, C35, C34, C33
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C73, C74, C75, C76, C77, C78
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Free rotating group:
 O1A(H1AA,H1AB), O28(H28A,H28B), O29(H29A,H29B), O30(H30A,H30B), O31(H31A,
 H31B), O32(H32A,H32B)
5.b Rotating group:
 O54(H54A,H54B)
5.c Secondary CH2 refined with riding coordinates:
 C0AA(H0AA,H0AB), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B), C14(H14C,
 H14D), C15(H15A,H15B), C17(H17A,H17B), C36(H36A,H36B), C37(H37A,H37B),
 C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B), C62(H62A,H62B), C63(H63A,H63B),
  C65(H65A,H65B), C66(H66A,H66B), C67(H67A,H67B), C69(H69A,H69B), C88(H88A,
 H88B), C89(H89A,H89B), C91(H91A,H91B), C92(H92A,H92B), C93(H93A,H93B),
 C95(H95A,H95B)
5.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C19(H19), C20(H20), C22(H22),
 C23(H23), C24(H24), C29(H29), C30(H30), C31(H31), C33(H33), C34(H34), C45(H45),
  C46(H46), C48(H48), C49(H49), C50(H50), C55(H55), C56(H56), C57(H57),
 C59(H59), C60(H60), C71(H71), C72(H72), C74(H74), C75(H75), C76(H76), C81(H81),
  C82(H82), C83(H83), C85(H85), C86(H86), C97(H97), C98(H98), C100(H100),
 C101(H101), C102(H102)
;
_shelx_res_checksum              85437
_shelx_hkl_checksum              31024
_shelx_fab_checksum              27220
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'