Molecular multifunctionality preservation upon surface deposition for a chiral Single-Molecule Magnet
Mitcov, Dmitri; Pedersen, Anders Hjordt; Ceccato, Marcel; Gelardi, Rikke Munch; Hassenkam, Tue; Konstantatos, Andreas; Reinholdt, Anders; Sørensen, Mikkel A.; Thulstrup, Peter Waaben Waaben; Vinum, Morten Gotthold; Wilhelm, Fabrice; Rogalev, Andrei; Wernsdorfer, Wolfgang; Brechin, Euan K.; Piligkos, Stergios; Chemical Science  (2019) –; doi:10.1039/C8SC04917C

data_1550523
_publ_section_title
;
 Molecular multifunctionality preservation upon surface deposition for a
 chiral Single-Molecule Magnet
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C8SC04917C
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C78 H102 Mn9 N6 O28 S6, Cl'
_chemical_formula_sum            'C78 H102 Cl Mn9 N6 O28 S6'
_chemical_formula_weight         2293.92
_chemical_name_systematic        'Mn9-lipoate Lambda-Lambda enantiomer'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-04-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2018-04-26 deposited with the CCDC.
2019-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3925(3)
_cell_length_b                   25.1226(8)
_cell_length_c                   27.0041(9)
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.384
_cell_measurement_theta_min      2.215
_cell_volume                     9085.6(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            115106
_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         25.673
_diffrn_reflns_theta_min         2.214
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.455
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0960 before and 0.0667 after correction. The Ratio of minimum to maximum transmission is 0.8806. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_description       prism
_exptl_crystal_F_000             4696
_exptl_crystal_preparation       'Magnetic properties'
_exptl_crystal_recrystallization_method
'slow ether diffusion into methanol solution containing the reaction mixture'
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.112
_refine_diff_density_max         2.408
_refine_diff_density_min         -1.537
_refine_diff_density_rms         0.133
_refine_ls_abs_structure_details
;
 Flack x determined using 6727 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.009(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1066
_refine_ls_number_reflns         17242
_refine_ls_number_restraints     164
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0591
_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^)+(0.1074P)^2^+28.4024P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1619
_refine_ls_wR_factor_ref         0.1696
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                15761
_reflns_number_total             17242
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc04917c2.cif
_cod_data_source_block           mo_d8v3362_0m-fin
_cod_database_code               1550523
_shelxl_version_number           2013-3
_shelx_estimated_absorpt_t_max   0.854
_shelx_estimated_absorpt_t_min   0.587
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O17-H17
 0.85 with sigma of 0.01
 O22-H22
 0.85 with sigma of 0.01
 O28-H28
 0.85 with sigma of 0.01
 C3AA-C0AA
 1.4 with sigma of 0.02
 S2-S1
 2.1 with sigma of 0.02
 C9-C4AA
 1.4 with sigma of 0.02
 C4AA-C5AA
 1.4 with sigma of 0.02
 C5AA-C6AA
 1.4 with sigma of 0.02
 C5AA-C7AA
 1.4 with sigma of 0.02
 C9-C12
 1.4 with sigma of 0.02
 C12-C5AA
 1.4 with sigma of 0.02
 S1-C4AA
 1.7 with sigma of 0.02
 C9-S1
 2.7 with sigma of 0.02
 C6AA-S2
 1.7 with sigma of 0.02
 H4AA-H5AA
 2 with sigma of 0.02
 C11-C9
 1.4 with sigma of 0.02
 C1AA-C2AA
 1.4 with sigma of 0.02
 H2AB-H11C
 2 with sigma of 0.02
 C2AA-C11
 1.5 with sigma of 0.02
 C1AA-C7
 1.4 with sigma of 0.02
 C74-H17
 1.881577 with sigma of 0.02
 Mn6-H17
 2.74094 with sigma of 0.02
 C63-H22
 1.895795 with sigma of 0.02
 Mn9-H22
 2.764561 with sigma of 0.02
 C39-H28
 1.897491 with sigma of 0.02
 Mn3-H28
 2.825508 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(S34) \\sim Ueq, Uanis(S20) \\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C114)
\\sim Ueq, Uanis(C4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
Uanis(S0AA) \\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(S1AA) \\sim Ueq, Uanis(S1)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C35) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C6AA) \\sim Ueq, Uanis(C5AA) \\sim Ueq, Uanis(C7AA) \\sim Ueq,
Uanis(C4AA) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C11)
\\sim Ueq, Uanis(C2AA) \\sim Ueq, Uanis(C1AA) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(S34) = Uanis(S20)
Uanis(C90) = Uanis(C158) = Uanis(C100)
Uanis(C104) = Uanis(C78) = Uanis(C6) = Uanis(C13) = Uanis(C23) = Uanis(C10)
Uanis(C8) = Uanis(C46) = Uanis(C81)
Uanis(S0AA) = Uanis(S1)
Uanis(S2) = Uanis(S1AA)
Uanis(C1AA) = Uanis(C2AA)
Uanis(C11) = Uanis(C9) = Uanis(C12) = Uanis(C4AA) = Uanis(C7AA) = Uanis(C5AA) =
Uanis(C6AA) = Uanis(C35) = Uanis(C21) = Uanis(C15) = Uanis(C26) = Uanis(C17)
4. Others
 Fixed Sof: S1(0.5) S2(0.5) C6AA(0.5) C4AA(0.5) S0AA(0.5) S1AA(0.5) C12(0.5)
 C7AA(0.5)
5.a Ternary CH refined with riding coordinates:
 C106(H106), C15(H15), C4AA(H4AA)
5.b Secondary CH2 refined with riding coordinates:
 C90(H90A,H90B), C100(H10A,H10B), C105(H10C,H10D), C114(H11A,H11B), C158(H15A,
 H15B), C17(H17A,H17B), C21(H21A,H21B), C26(H26A,H26B), C0AA(H0AA,H0AB),
 C35(H35A,H35B), C4(H4A,H4B), C3AA(H3AA,H3AB), C1AA(H1AA,H1AB), C2AA(H2AA,H2AB),
  C5AA(H5AA,H5AB), C6AA(H6AA,H6AB), C9(H9A,H9B), C11(H11C,H11D)
5.c Aromatic/amide H refined with riding coordinates:
 C30(H30), C42(H42), C43(H43), C44(H44), C45(H45), C51(H51), C54(H54),
 C58(H58), C59(H59), C69(H69), C72(H72), C73(H73), C79(H79), C80(H80), C83(H83),
  C84(H84), C86(H86), C95(H95), C98(H98), C126(H126), C6(H6), C10(H10),
 C13(H13), C23(H23)
5.d Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C46(H46A,H46B,H46C), C52(H52A,H52B,H52C), C55(H55A,H55B,
 H55C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C66(H66A,H66B,H66C), C70(H70A,
 H70B,H70C), C74(H74A,H74B,H74C), C81(H81A,H81B,H81C), C85(H85A,H85B,H85C),
 C8(H8A,H8B,H8C)
;
_shelx_res_checksum              18107
_olex2_submission_special_instructions 'No special instructions were received'