Solvent induced self-assembly of a dinuclear Eu(III) helicate and emergent strong CPL.
Wang, Xinglu; Ma, Qing; Yin, Sen; Gao, Ting; Yan, Pengfei; Zhou, Yanyan; Li, Hongfeng; Dalton transactions (Cambridge, England : 2003) 54 (2025) 1343–1347; doi:10.1039/d4dt02934h

data_7718232
_publ_section_title
;
 Solvent induced self-assembly of a dinuclear Eu(III) helicate and
 emergent strong CPL.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1343
_journal_page_last               1347
_journal_paper_doi               10.1039/d4dt02934h
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration unk
_chemical_formula_moiety
'C184 H104 Eu2 F56 O24, 2(C4 H12 N), C2 H3 N, 1[], 2[]'
_chemical_formula_sum            'C194 H131 Eu2 F56 N3 O24'
_chemical_formula_weight         4255.93
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-30
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2024-05-11 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;
_cell_angle_alpha                73.256(3)
_cell_angle_beta                 88.743(3)
_cell_angle_gamma                79.280(3)
_cell_formula_units_Z            1
_cell_length_a                   16.0230(5)
_cell_length_b                   19.1998(6)
_cell_length_c                   25.5570(8)
_cell_measurement_reflns_used    11619
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      20.2830
_cell_measurement_theta_min      3.2460
_cell_volume                     7393.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_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    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1954
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -84.00 -47.00   1.00   51.53    --  -16.52 -57.00-120.00   37
  2  \w    -82.00 -48.00   1.00   51.53    --  -16.52-178.00 150.00   34
  3  \w    -26.00  36.00   1.00   51.53    --  -16.52  57.00 -30.00   62
  4  \w    -10.00  29.00   1.00   51.53    --   16.76  77.00 -30.00   39
  5  \w     26.00  56.00   1.00   51.53    --   16.76 -99.00-120.00   30
  6  \w      0.00  84.00   1.00   51.53    --   16.76  57.00 120.00   84
  7  \w    -36.00   1.00   1.00   51.53    --   16.76 -57.00-150.00   37
  8  \w     41.00  84.00   1.00   51.53    --   16.76-178.00 120.00   43
  9  \w     12.00  81.00   1.00   51.53    --   16.76  57.00-180.00   69
 10  \w    -26.00  43.00   1.00   51.53    --   16.76 -77.00   0.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0445566000
_diffrn_orient_matrix_UB_12      -0.0131182000
_diffrn_orient_matrix_UB_13      0.0026233000
_diffrn_orient_matrix_UB_21      0.0068300000
_diffrn_orient_matrix_UB_22      0.0370014000
_diffrn_orient_matrix_UB_23      -0.0088667000
_diffrn_orient_matrix_UB_31      -0.0004496000
_diffrn_orient_matrix_UB_32      0.0012074000
_diffrn_orient_matrix_UB_33      0.0274851000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_av_unetI/netI     0.2001
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            73424
_diffrn_reflns_point_group_measured_fraction_full 0.752
_diffrn_reflns_point_group_measured_fraction_max 0.738
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.099
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    0.956
_exptl_crystal_description       block
_exptl_crystal_F_000             2138
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.040(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2613
_refine_ls_number_reflns         44612
_refine_ls_number_restraints     3628
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.1557
_refine_ls_R_factor_gt           0.0726
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0682P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1497
_refine_ls_wR_factor_ref         0.1894
_reflns_Friedel_coverage         0.480
_reflns_Friedel_fraction_full    0.506
_reflns_Friedel_fraction_max     0.479
_reflns_number_gt                19981
_reflns_number_total             44612
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02934h2.cif
_cod_data_source_block           2022010310_auto_sq
_cod_database_code               7718232
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.927
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.96(1)
 0.04(1)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C91-C78
 1.45 with sigma of 0.02
 N1-C172 = N1-C189 = N1-C45 = N1-C179
 1.5 with sigma of 0.02
 C189-C45
 2.6 with sigma of 0.02
 N3-C95
 1.5 with sigma of 0.02
 N3-C175 = N3-C171 = N3-C11
 1.5 with sigma of 0.02
 F13-F37
 2.3 with sigma of 0.02
 F13-F9
 2.3 with sigma of 0.02
 F10-C173 = F16-C173 = C187-F44 = F47-C181
 1.38 with sigma of 0.001
 F13-C89
 2.4 with sigma of 0.001
 F13-C85 = F37-C85 = F9-C85
 1.38 with sigma of 0.001
 C183-C91 = C183-C87
 1.45 with sigma of 0.02
 C87-F2
 1.38 with sigma of 0.02
 F4-C91 = F28-C91 = F38-C183 = F52-C183 = F35-C87 = F58-C87
 1.38 with sigma of 0.02
 F35-F58
 2.3 with sigma of 0.02
 C163-C121 = C89-C121
 1.45 with sigma of 0.02
 C89-C85
 1.45 with sigma of 0.02
 C85-F9
 1.38 with sigma of 0.02
 F37-C85
 1.38 with sigma of 0.02
 F17-C121 = F30-C121 = F20-C89 = F33-C89
 1.38 with sigma of 0.02
 C165-C25
 1.45 with sigma of 0.02
 C177-C139
 1.45 with sigma of 0.02
 C139-C25
 1.45 with sigma of 0.02
 F19-C177 = F40-C177 = F42-C177 = F54-C25 = F8-C25
 1.38 with sigma of 0.02
 F39-C139 = F5-C139
 1.38 with sigma of 0.02
 F42-F40
 2.3 with sigma of 0.02
 F45-C185 = F56-C185 = F23-C185
 1.38 with sigma of 0.02
 C133-C180 = C93-C180 = C185-C93
 1.45 with sigma of 0.02
 F18-C180 = F12-C180 = F60-C93 = F6-C93
 1.38 with sigma of 0.02
 C173-C153 = C187-C173 = C187-C181
 1.45 with sigma of 0.02
 F26-C111 = F14-C111 = F22-C47 = F48-C47 = F62-C43 = F34-C43
 1.38 with sigma of 0.02
 C47-C111 = C47-C43 = C111-C99
 1.45 with sigma of 0.02
 F49-C43
 1.38 with sigma of 0.02
 F24-C157 = F36-C157
 1.38 with sigma of 0.02
 C157-C98 = F21-C157 = F41-F21
 1.45 with sigma of 0.02
 C191-F21
 1.38 with sigma of 0.02
 F50-C187
 1.38 with sigma of 0.02
 C181-C173
 2.5 with sigma of 0.02
 F3-F51
 2.3 with sigma of 0.02
 F51-F47
 2.3 with sigma of 0.02
 F3-F47
 2.3 with sigma of 0.02
 F51-C181
 1.38 with sigma of 0.02
 C173-F44
 2.3 with sigma of 0.02
 F44-C181 = F10-C187
 2.3 with sigma of 0.02
 C157-C98 = C97-C157
 1.45 with sigma of 0.02
 F24-C195
 1.38 with sigma of 0.02
 F55-C157
 1.38 with sigma of 0.02
 F25-C97 = F27-C97 = F7-C49 = F59-C49 = F29-C49
 1.38 with sigma of 0.02
 C97-C49
 1.45 with sigma of 0.02
 F41-C191 = F53-C191
 1.38 with sigma of 0.02
 C195-C98 = C195-C193 = C191-C193
 1.45 with sigma of 0.02
 F57-C193 = F15-C193
 1.38 with sigma of 0.02
 F61-C191
 1.38 with sigma of 0.02
 F61-F41 = F61-F53
 2.3 with sigma of 0.02
 F15-F57
 2.3 with sigma of 0.02
 F9-F37
 2.3 with sigma of 0.02
 F23-F56
 2.3 with sigma of 0.02
 C89-F9
 2.4 with sigma of 0.02
 C89-F37
 2.4 with sigma of 0.02
 C121-F33
 2.4 with sigma of 0.02
 F40-C139
 2.4 with sigma of 0.02
 C139-F42
 2.4 with sigma of 0.02
 C187-F51
 2.4 with sigma of 0.02
 F25-C157
 2.4 with sigma of 0.02
 F27-C157
 2.4 with sigma of 0.02
 F49-F34
 2.3 with sigma of 0.02
 F62-F34
 2.3 with sigma of 0.02
 F62-F49
 2.3 with sigma of 0.02
 F1-C52 = F32-C52
 1.38 with sigma of 0.02
 C82-C52 = C81-C52
 1.45 with sigma of 0.02
 C81-C82
 2.4 with sigma of 0.02
 C81-C23
 1.45 with sigma of 0.02
 F63-C81 = F46-C81 = F43-C23 = F11-C23 = F31-C23
 1.38 with sigma of 0.02
 C23-C52
 2.4 with sigma of 0.02
 F32-C81
 2.4 with sigma of 0.02
 F46-C52
 2.4 with sigma of 0.02
 F63-C52
 2.4 with sigma of 0.02
 C23-F46
 2.4 with sigma of 0.02
 F63-C23
 2.4 with sigma of 0.02
 F33-C85
 2.4 with sigma of 0.02
 C121-C85
 2.4 with sigma of 0.02
 C163-C89
 2.4 with sigma of 0.02
 F33-F20
 2.3 with sigma of 0.02
 F27-C49
 2.4 with sigma of 0.02
 F59-F29
 2.3 with sigma of 0.02
 F53-C193
 2.4 with sigma of 0.02
 C195-C191
 2.4 with sigma of 0.02
 F53-F41
 2.3 with sigma of 0.02
 F57-C191
 2.4 with sigma of 0.02
 F57-C195
 2.4 with sigma of 0.02
 F15-C195
 2.4 with sigma of 0.02
 C70-C26
 1.5 with sigma of 0.02
 C77-C69
 1.5 with sigma of 0.02
 C194-C115
 1.5 with sigma of 0.02
4. Rigid bond restraints
 C181, F51, C187, F44, F50, F3, F47
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C153, C107, C173
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C187, C173
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5. Uiso/Uaniso restraints and constraints
C1 \\sim C4 \\sim C6 \\sim C8 \\sim C10 \\sim C12 \\sim C14 \\sim C16 \\sim C18
\\sim C20 \\sim C22 \\sim C24 \\sim C26 \\sim C28 \\sim C30 \\sim C32 \\sim C34
\\sim C36 \\sim C38 \\sim C40 \\sim C42 \\sim C44 \\sim C46 \\sim C48 \\sim C50
\\sim C52 \\sim C54 \\sim C56 \\sim C58 \\sim C60 \\sim C62 \\sim C64 \\sim C66
\\sim C68 \\sim C70 \\sim C72 \\sim C74 \\sim C76 \\sim C78 \\sim C80 \\sim C82
\\sim C84 \\sim C86 \\sim C88 \\sim C90 \\sim C92 \\sim C94 \\sim C96 \\sim C98
\\sim C100 \\sim C102 \\sim C104 \\sim C106 \\sim C108 \\sim C110 \\sim C112
\\sim C114 \\sim C116 \\sim C118 \\sim C120 \\sim C122 \\sim C124 \\sim C126
\\sim C128 \\sim C130 \\sim C132 \\sim C134 \\sim C136 \\sim C138 \\sim C140
\\sim C142 \\sim C144 \\sim C146 \\sim C148 \\sim C150 \\sim C152 \\sim C154
\\sim C156 \\sim C158 \\sim C160 \\sim C162 \\sim C164 \\sim C166 \\sim C168
\\sim C170 \\sim C172 \\sim C174 \\sim C176 \\sim C178 \\sim C180 \\sim C182
\\sim C184 \\sim C186 \\sim C188 \\sim C190 \\sim C192 \\sim C194 \\sim C196
\\sim C197 \\sim C99 \\sim C25 \\sim C101 \\sim C51 \\sim C103 \\sim C13 \\sim
C105 \\sim C53 \\sim C107 \\sim C27 \\sim C109 \\sim C55 \\sim C111 \\sim C7
\\sim C113 \\sim C57 \\sim C115 \\sim C29 \\sim C117 \\sim C59 \\sim C119 \\sim
C15 \\sim C121 \\sim C61 \\sim C123 \\sim C31 \\sim C125 \\sim C63 \\sim C127
\\sim C2 \\sim C129 \\sim C65 \\sim C131 \\sim C33 \\sim C133 \\sim C67 \\sim
C135 \\sim C17 \\sim C137 \\sim C69 \\sim C139 \\sim C35 \\sim C141 \\sim C71
\\sim C143 \\sim C9 \\sim C145 \\sim C73 \\sim C147 \\sim C37 \\sim C149 \\sim
C75 \\sim C151 \\sim C19 \\sim C153 \\sim C77 \\sim C155 \\sim C39 \\sim C157
\\sim C79 \\sim C159 \\sim C5 \\sim C161 \\sim C81 \\sim C163 \\sim C41 \\sim
C165 \\sim C83 \\sim C167 \\sim C21 \\sim C169 \\sim C85 \\sim C171 \\sim C43
\\sim C173 \\sim C87 \\sim C175 \\sim C11 \\sim C177 \\sim C89 \\sim C179 \\sim
C45 \\sim C181 \\sim C91 \\sim C183 \\sim C23 \\sim C185 \\sim C93 \\sim C187
\\sim C47 \\sim C189 \\sim C95 \\sim C191 \\sim C3 \\sim C193 \\sim C97 \\sim
C195 \\sim C49 \\sim O1 \\sim O4 \\sim O6 \\sim O8 \\sim O10 \\sim O12 \\sim
O14 \\sim O16 \\sim O18 \\sim O20 \\sim O22 \\sim O24 \\sim O3 \\sim O13 \\sim
O7 \\sim O15 \\sim O2 \\sim O17 \\sim O9 \\sim O19 \\sim O5 \\sim O21 \\sim O11
\\sim O23 \\sim F1 \\sim F4 \\sim F6 \\sim F8 \\sim F10 \\sim F12 \\sim F14
\\sim F16 \\sim F18 \\sim F20 \\sim F22 \\sim F24 \\sim F26 \\sim F28 \\sim F30
\\sim F32 \\sim F34 \\sim F36 \\sim F38 \\sim F40 \\sim F42 \\sim F44 \\sim F46
\\sim F48 \\sim F50 \\sim F52 \\sim F54 \\sim F56 \\sim F58 \\sim F60 \\sim F62
\\sim F63 \\sim F2 \\sim F33 \\sim F17 \\sim F35 \\sim F9 \\sim F37 \\sim F19
\\sim F39 \\sim F5 \\sim F41 \\sim F21 \\sim F43 \\sim F11 \\sim F45 \\sim F23
\\sim F47 \\sim F3 \\sim F49 \\sim F25 \\sim F51 \\sim F13 \\sim F53 \\sim F27
\\sim F55 \\sim F7 \\sim F57 \\sim F29 \\sim F59 \\sim F15 \\sim F61 \\sim F31
\\sim N1 \\sim N3 \\sim N2: within 2.4A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2.4A
Uanis(C172) \\sim Ueq, Uanis(N1) \\sim Ueq, Uanis(C179) \\sim Ueq, Uanis(C45)
\\sim Ueq, Uanis(C189) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(N3) \\sim Ueq, Uanis(C171) \\sim Ueq, Uanis(C175) \\sim Ueq, Uanis(C11)
\\sim Ueq, Uanis(C95) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C3) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(N2) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
6. Others
 Fixed Sof: F24(0.5) F36(0.5) C157(0.5) F41(0.5) F21(0.5) C191(0.5) F25(0.5)
 F53(0.5) F27(0.5) C193(0.5) F55(0.5) F7(0.5) C97(0.5) F57(0.5) F29(0.5)
 C195(0.5) F59(0.5) F15(0.5) C49(0.5) F61(0.5)
7.a Riding coordinates:
 C172(H17A,H17B,H17C), C151(H15A,H15B,H15C), C171(H17G,H17H,H17I), C11(H11A,
 H11B,H11C), C179(H17D,H17E,H17F), C189(H18A,H18B,H18C), C95(H95A,H95B,H95C)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C10(H10), C18(H18), C28(H28), C38(H38), C44(H44), C46(H46),
 C56(H56), C66(H66), C76(H76), C80(H80), C84(H84), C94(H94), C100(H100),
 C102(H102), C104(H104), C114(H114), C122(H122), C126(H126), C128(H128),
 C132(H132), C134(H134), C140(H140), C142(H142), C146(H146), C150(H150),
 C160(H160), C164(H164), C166(H166), C168(H168), C170(H170), C174(H174),
 C178(H178), C184(H184), C188(H188), C192(H192), C196(H196), C101(H101),
 C51(H51), C103(H103), C13(H13), C105(H105), C53(H53), C107(H107), C27(H27),
 C55(H55), C7(H7), C113(H113), C29(H29), C119(H119), C15(H15), C61(H61),
 C123(H123), C125(H125), C63(H63), C127(H127), C2(H2), C129(H129), C65(H65),
 C131(H131), C67(H67), C135(H135), C17(H17), C137(H137), C35(H35), C141(H141),
 C71(H71), C143(H143), C9(H9), C145(H145), C73(H73), C147(H147), C37(H37),
 C19(H19), C79(H79), C159(H159), C161(H161), C167(H167), C21(H21)
7.c Idealised Me refined as rotating group:
 C57(H57A,H57B,H57C), C33(H33A,H33B,H33C), C149(H14A,H14B,H14C), C75(H75A,H75B,
 H75C), C155(H15D,H15E,H15F), C83(H83A,H83B,H83C), C169(H16A,H16B,H16C),
 C175(H17J,H17K,H17L), C45(H45A,H45B,H45C), C3(H3A,H3B,H3C)
;
_shelx_res_checksum              83448
_shelx_fab_checksum              66393
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.063
_oxdiff_exptl_absorpt_empirical_full_min 0.933