A fresh look at the structural diversity of dibenzoylmethanide complexes of lanthanides
Sukhikh, Taisiya S.; Kolybalov, Dmitry S.; Pylova, Ekaterina K.; Bashirov, Denis A.; Komarov, Vladislav Y.; Kuratieva, Natalia V.; Smolentsev, Anton I.; Fitch, Andrew N.; Konchenko, Sergey N.; New Journal of Chemistry 43 (2019) 9934–; doi:10.1039/C9NJ02059D

data_7058992
_publ_section_title
;
 A fresh look at the structural diversity of dibenzoylmethanide complexes
 of lanthanides
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9934
_journal_paper_doi               10.1039/C9NJ02059D
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C150 H115 O25 Sm5, 3.5(C H2 Cl2)'
_chemical_formula_sum            'C153.5 H122 Cl7 O25 Sm5'
_chemical_formula_weight         3366.40
_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             2019-04-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-04-18 deposited with the CCDC.	2019-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.372(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.1650(11)
_cell_length_b                   17.4192(6)
_cell_length_c                   36.6500(18)
_cell_measurement_reflns_used    9111
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.13
_cell_measurement_theta_min      2.32
_cell_volume                     13919.2(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            107404
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_min         1.496
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.282
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.6326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_description       block
_exptl_crystal_F_000             6688
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         3.409
_refine_diff_density_min         -1.824
_refine_diff_density_rms         0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1861
_refine_ls_number_reflns         26411
_refine_ls_number_restraints     1428
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0704
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0230P)^2^+262.8477P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1668
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19576
_reflns_number_total             26411
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj02059d2.cif
_cod_data_source_block           ekii
_cod_original_formula_sum        'C153.50 H122 Cl7 O25 Sm5'
_cod_database_code               7058992
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.726
_shelx_estimated_absorpt_t_min   0.502
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{C4S, Cl6S}
3. Restrained distances
 Cl10-C5S = Cl9S-C5S
 1.771 with sigma of 0.01
 Cl10-Cl9S
 2.916 with sigma of 0.03
 C160-C147 = C154-C147
 1.5 with sigma of 0.02
 C75-C82 = C75-C88
 1.5 with sigma of 0.02
 C54-C67 = C54-C61
 1.5 with sigma of 0.02
 C111-C118 = C124-C111
 1.5 with sigma of 0.02
 Cl8S-Cl7S
 2.92 with sigma of 0.02
 Cl6S-Cl5S
 2.92 with sigma of 0.02
 Cl8S-C4S = Cl7S-C4S
 1.77 with sigma of 0.02
 Cl6S-C3S = Cl5S-C3S
 1.77 with sigma of 0.02
4. Rigid bond restraints
 C61, C62, C63, C64, C65, C66
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C67, C68, C69, C70, C71, C72
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C118, C123
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C124, C129
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C154, C159, C158, C157, C156, C155, C58, C21, C99, C137, C67, C68, C69, C70,
 C71, C72, C100, C24, C172, C47, C149, C113, C124, C129, C128, C127, C126, C125,
  C150, C74, C57, C59, C174, C22, C101, C82, C83, C84, C85, C86, C87, C116, C13,
  C114, C152, C23, C48, C14, C151, C173, C51, C115, C49, C1S, C50, Cl4S, Cl3S,
 C2S, Cl8S, Cl7S, C4S, Cl10, Cl9S, C5S, C88, C93, C92, C91, C90, C89, C160, C165
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C82, C83, C84, C85, C86, C87, C116, C13, C114, C152, C23, C48, C14, C151,
 C173, C51, C115, C49, C1S, C50, Cl4S, Cl3S, C2S, Cl8S, Cl7S, C4S, Cl10, Cl9S,
 C5S, C88, C93
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C34, C35, C36, C37, C38, C39, C15, C108, C20, C142, C153, C56, C12, C60, C102,
  C136, C46, C80, C171, C28, C117, C75, C154, C159, C158, C157, C156, C155, C58,
  C21, C99, C137, C67, C68, C69, C70, C71, C72, C100, C24, C172, C47, C149,
 C113, C124, C129, C128, C127, C126, C125, C150, C74, C57, C59, C174, C22, C101,
  C82, C83, C84, C85, C86, C87, C116, C13, C114, C152, C23, C48, C14, C151,
 C173, C51, C115, C49, C1S, C50, Cl4S, Cl3S, C2S, Cl8S, Cl7S, C4S, Cl10, Cl9S,
 C5S, C88, C93, C92, C91, C90, C89, C160, C165, C164, C163, C162, C161, C40,
 C41, C42, C43, C44, C45
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C168, C175, C176, C177, C178, C179, C180, C141, C135, C106, C5, C7, C105, C29,
  C147, C144, C32, C140, C146, C6, C107, C138, C19, C27, C8, C148, C33, C81,
 C143, C34, C35, C36, C37, C38, C39, C15, C108, C20, C142, C153, C56, C12, C60,
 C102, C136, C46, C80, C171, C28, C117, C75, C154, C159, C158, C157, C156, C155,
  C58, C21, C99, C137, C67, C68, C69, C70, C71, C72, C100, C24, C172, C47, C149,
  C113, C124, C129, C128, C127, C126, C125, C150, C74, C57, C59, C174, C22,
 C101, C82, C83, C84, C85, C86, C87, C116, C13, C114, C152, C23, C48, C14, C151,
  C173, C51, C115, C49, C1S, C50, Cl4S, Cl3S, C2S, Cl8S, Cl7S, C4S, Cl10, Cl9S,
 C5S, C88, C93, C92, C91, C90, C89, C160, C165, C164, C163, C162, C161, C40,
 C41, C42, C43, C44, C45, C181, C182, C183, C184, C185, C186
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Uiso/Uaniso restraints and constraints
C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
C118 \\sim C123: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C124 \\sim C129: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C154 \\sim C159 \\sim C158 \\sim C157 \\sim C156 \\sim C155 \\sim C58 \\sim C21
\\sim C99 \\sim C137 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim
C72 \\sim C100 \\sim C24 \\sim C172 \\sim C47 \\sim C149 \\sim C113 \\sim C124
\\sim C129 \\sim C128 \\sim C127 \\sim C126 \\sim C125 \\sim C150 \\sim C74
\\sim C57 \\sim C59 \\sim C174 \\sim C22 \\sim C101 \\sim C82 \\sim C83 \\sim
C84 \\sim C85 \\sim C86 \\sim C87 \\sim C116 \\sim C13 \\sim C114 \\sim C152
\\sim C23 \\sim C48 \\sim C14 \\sim C151 \\sim C173 \\sim C51 \\sim C115 \\sim
C49 \\sim C1S \\sim C50 \\sim Cl4S \\sim Cl3S \\sim C2S \\sim Cl8S \\sim Cl7S
\\sim C4S \\sim Cl10 \\sim Cl9S \\sim C5S \\sim C88 \\sim C93 \\sim C92 \\sim
C91 \\sim C90 \\sim C89 \\sim C160 \\sim C165: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C116 \\sim C13
\\sim C114 \\sim C152 \\sim C23 \\sim C48 \\sim C14 \\sim C151 \\sim C173 \\sim
C51 \\sim C115 \\sim C49 \\sim C1S \\sim C50 \\sim Cl4S \\sim Cl3S \\sim C2S
\\sim Cl8S \\sim Cl7S \\sim C4S \\sim Cl10 \\sim Cl9S \\sim C5S \\sim C88 \\sim
C93: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C15 \\sim C108
\\sim C20 \\sim C142 \\sim C153 \\sim C56 \\sim C12 \\sim C60 \\sim C102 \\sim
C136 \\sim C46 \\sim C80 \\sim C171 \\sim C28 \\sim C117 \\sim C75 \\sim C154
\\sim C159 \\sim C158 \\sim C157 \\sim C156 \\sim C155 \\sim C58 \\sim C21
\\sim C99 \\sim C137 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim
C72 \\sim C100 \\sim C24 \\sim C172 \\sim C47 \\sim C149 \\sim C113 \\sim C124
\\sim C129 \\sim C128 \\sim C127 \\sim C126 \\sim C125 \\sim C150 \\sim C74
\\sim C57 \\sim C59 \\sim C174 \\sim C22 \\sim C101 \\sim C82 \\sim C83 \\sim
C84 \\sim C85 \\sim C86 \\sim C87 \\sim C116 \\sim C13 \\sim C114 \\sim C152
\\sim C23 \\sim C48 \\sim C14 \\sim C151 \\sim C173 \\sim C51 \\sim C115 \\sim
C49 \\sim C1S \\sim C50 \\sim Cl4S \\sim Cl3S \\sim C2S \\sim Cl8S \\sim Cl7S
\\sim C4S \\sim Cl10 \\sim Cl9S \\sim C5S \\sim C88 \\sim C93 \\sim C92 \\sim
C91 \\sim C90 \\sim C89 \\sim C160 \\sim C165 \\sim C164 \\sim C163 \\sim C162
\\sim C161 \\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C168 \\sim C175 \\sim C176 \\sim C177 \\sim C178 \\sim C179 \\sim C180 \\sim
C141 \\sim C135 \\sim C106 \\sim C5 \\sim C7 \\sim C105 \\sim C29 \\sim C147
\\sim C144 \\sim C32 \\sim C140 \\sim C146 \\sim C6 \\sim C107 \\sim C138 \\sim
C19 \\sim C27 \\sim C8 \\sim C148 \\sim C33 \\sim C81 \\sim C143 \\sim C34
\\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C15 \\sim C108 \\sim
C20 \\sim C142 \\sim C153 \\sim C56 \\sim C12 \\sim C60 \\sim C102 \\sim C136
\\sim C46 \\sim C80 \\sim C171 \\sim C28 \\sim C117 \\sim C75 \\sim C154 \\sim
C159 \\sim C158 \\sim C157 \\sim C156 \\sim C155 \\sim C58 \\sim C21 \\sim C99
\\sim C137 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72 \\sim
C100 \\sim C24 \\sim C172 \\sim C47 \\sim C149 \\sim C113 \\sim C124 \\sim C129
\\sim C128 \\sim C127 \\sim C126 \\sim C125 \\sim C150 \\sim C74 \\sim C57
\\sim C59 \\sim C174 \\sim C22 \\sim C101 \\sim C82 \\sim C83 \\sim C84 \\sim
C85 \\sim C86 \\sim C87 \\sim C116 \\sim C13 \\sim C114 \\sim C152 \\sim C23
\\sim C48 \\sim C14 \\sim C151 \\sim C173 \\sim C51 \\sim C115 \\sim C49 \\sim
C1S \\sim C50 \\sim Cl4S \\sim Cl3S \\sim C2S \\sim Cl8S \\sim Cl7S \\sim C4S
\\sim Cl10 \\sim Cl9S \\sim C5S \\sim C88 \\sim C93 \\sim C92 \\sim C91 \\sim
C90 \\sim C89 \\sim C160 \\sim C165 \\sim C164 \\sim C163 \\sim C162 \\sim C161
\\sim C40 \\sim C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C181 \\sim
C182 \\sim C183 \\sim C184 \\sim C185 \\sim C186: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
Uiso(Cl5S) = Uiso(Cl7S) = Uiso(Cl6S) = Uiso(Cl8S)
Uiso(C4S) = Uiso(C3S)
6. Others
 Sof(C82)=Sof(C83)=Sof(H83)=Sof(C84)=Sof(H84)=Sof(C85)=Sof(H85)=Sof(C86)=
 Sof(H86)=Sof(C87)=Sof(H87)=1-FVAR(1)
 Sof(C88)=Sof(C93)=Sof(H93)=Sof(C92)=Sof(H92)=Sof(C91)=Sof(H91)=Sof(C90)=
 Sof(H90)=Sof(C89)=Sof(H89)=FVAR(1)
 Sof(C154)=Sof(C159)=Sof(H159)=Sof(C158)=Sof(H158)=Sof(C157)=Sof(H157)=
 Sof(C156)=Sof(H156)=Sof(C155)=Sof(H155)=1-FVAR(2)
 Sof(C160)=Sof(C165)=Sof(H165)=Sof(C164)=Sof(H164)=Sof(C163)=Sof(H163)=
 Sof(C162)=Sof(H162)=Sof(C161)=Sof(H161)=FVAR(2)
 Sof(C34)=Sof(C35)=Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(H37)=Sof(C38)=
 Sof(H38)=Sof(C39)=Sof(H39)=1-FVAR(3)
 Sof(C40)=Sof(C41)=Sof(H41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=
 Sof(H44)=Sof(C45)=Sof(H45)=FVAR(3)
 Sof(C175)=Sof(C176)=Sof(H176)=Sof(C177)=Sof(H177)=Sof(C178)=Sof(H178)=
 Sof(C179)=Sof(H179)=Sof(C180)=Sof(H180)=1-FVAR(4)
 Sof(C181)=Sof(C182)=Sof(H182)=Sof(C183)=Sof(H183)=Sof(C184)=Sof(H184)=
 Sof(C185)=Sof(H185)=Sof(C186)=Sof(H186)=FVAR(4)
 Sof(C67)=Sof(C68)=Sof(H68)=Sof(C69)=Sof(H69)=Sof(C70)=Sof(H70)=Sof(C71)=
 Sof(H71)=Sof(C72)=Sof(H72)=1-FVAR(5)
 Sof(C61)=Sof(C62)=Sof(H62)=Sof(C63)=Sof(H63)=Sof(C64)=Sof(H64)=Sof(C65)=
 Sof(H65)=Sof(C66)=Sof(H66)=FVAR(5)
 Sof(C124)=Sof(C129)=Sof(H129)=Sof(C128)=Sof(H128)=Sof(C127)=Sof(H127)=
 Sof(C126)=Sof(H126)=Sof(C125)=Sof(H125)=1-FVAR(6)
 Sof(C118)=Sof(C123)=Sof(H123)=Sof(C122)=Sof(H122)=Sof(C121)=Sof(H121)=
 Sof(C120)=Sof(H120)=Sof(C119)=Sof(H119)=FVAR(6)
 Sof(Cl6S)=Sof(Cl5S)=Sof(C3S)=Sof(H3SA)=Sof(H3SB)=1-FVAR(7)
 Sof(Cl8S)=Sof(Cl7S)=Sof(C4S)=Sof(H4SA)=Sof(H4SB)=FVAR(7)
 Fixed Sof: Cl10(0.5) Cl9S(0.5) C5S(0.5) H5SA(0.5) H5SB(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB), C2S(H2SA,H2SB), C4S(H4SA,H4SB), C5S(H5SA,H5SB), C3S(H3SA,H3SB)
7.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C9(H9), C77(H77), C131(H131), C98(H98), C2(H2), C134(H134),
 C78(H78), C95(H95), C53(H53), C104(H104), C30(H30), C26(H26), C11(H11),
 C167(H167), C79(H79), C110(H110), C170(H170), C176(H176), C177(H177),
 C178(H178), C179(H179), C180(H180), C141(H141), C135(H135), C106(H106), C5(H5),
  C7(H7), C105(H105), C29(H29), C144(H144), C32(H32), C140(H140), C146(H146),
 C6(H6), C107(H107), C138(H138), C27(H27), C8(H8), C81(H81), C143(H143),
 C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C15(H15), C108(H108),
 C20(H20), C142(H142), C153(H153), C56(H56), C12(H12), C60(H60), C102(H102),
 C136(H136), C80(H80), C171(H171), C28(H28), C117(H117), C159(H159), C158(H158),
  C157(H157), C156(H156), C155(H155), C58(H58), C21(H21), C99(H99), C137(H137),
 C68(H68), C69(H69), C70(H70), C71(H71), C72(H72), C100(H100), C24(H24),
 C172(H172), C47(H47), C149(H149), C113(H113), C129(H129), C128(H128),
 C127(H127), C126(H126), C125(H125), C150(H150), C74(H74), C57(H57), C59(H59),
 C174(H174), C22(H22), C101(H101), C83(H83), C84(H84), C85(H85), C86(H86),
 C87(H87), C116(H116), C13(H13), C114(H114), C152(H152), C23(H23), C48(H48),
 C14(H14), C151(H151), C173(H173), C51(H51), C115(H115), C49(H49), C50(H50),
 C93(H93), C92(H92), C91(H91), C90(H90), C89(H89), C165(H165), C164(H164),
 C163(H163), C162(H162), C161(H161), C41(H41), C42(H42), C43(H43), C44(H44),
 C45(H45), C182(H182), C183(H183), C184(H184), C185(H185), C186(H186), C62(H62),
  C63(H63), C64(H64), C65(H65), C66(H66), C123(H123), C122(H122), C121(H121),
 C120(H120), C119(H119)
7.c Fitted hexagon refined as free rotating group:
 C175(C176,C177,C178,C179,C180), C34(C35,C36,C37,C38,C39), C154(C159,C158,C157,
 C156,C155), C67(C68,C69,C70,C71,C72), C124(C129,C128,C127,C126,C125), C82(C83,
 C84,C85,C86,C87), C88(C93,C92,C91,C90,C89), C160(C165,C164,C163,C162,C161),
 C40(C41,C42,C43,C44,C45), C181(C182,C183,C184,C185,C186), C61(C62,C63,C64,C65,
 C66), C118(C123,C122,C121,C120,C119)
;
_shelx_res_checksum              74694
_olex2_submission_special_instructions 'No special instructions were received'