Structural and electronic properties of Cu<sup>II</sup>, Co<sup>II</sup>, and Ni<sup>II</sup>-containing chelate-based ionic liquids.
Zhao, Chenxuan; Lu, Guodong; Yao, Jia; Li, Haoran; Physical chemistry chemical physics : PCCP 22 (2020) 11417–11430; doi:10.1039/d0cp00024h

data_7240337
_publ_section_title
;
 Structural and electronic properties of Cu<sup>II</sup>, Co<sup>II</sup>,
 and Ni<sup>II</sup>-containing chelate-based ionic liquids.
;
_journal_issue                   20
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              11417
_journal_page_last               11430
_journal_paper_doi               10.1039/d0cp00024h
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C15 H3 F18 Ni O6, C14 H27 N2'
_chemical_formula_sum            'C29 H30 F18 N2 Ni O6'
_chemical_formula_weight         903.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2475sc
_audit_creation_date             2019-04-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-19 deposited with the CCDC.	2020-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.531(11)
_cell_angle_gamma                90
_cell_formula_units_Z            32
_cell_length_a                   105.18(2)
_cell_length_b                   14.433(3)
_cell_length_c                   20.460(5)
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.027
_cell_measurement_theta_min      2.451
_cell_volume                     30433(11)
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'D8 VENTUNE'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       130
_diffrn_reflns_limit_h_min       -130
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            78186
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.515
_diffrn_reflns_theta_min         2.270
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1378 before and 0.0665 after correction.
The Ratio of minimum to maximum transmission is 0.8272.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_description       plate
_exptl_crystal_F_000             14592
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.976
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2033
_refine_ls_number_reflns         30933
_refine_ls_number_restraints     478
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1581
_refine_ls_R_factor_gt           0.0969
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1731P)^2^+108.0291P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2742
_refine_ls_wR_factor_ref         0.3297
_reflns_Friedel_coverage         0.000
_reflns_number_gt                17179
_reflns_number_total             30933
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cp00024h2.cif
_cod_data_source_block           190305_c10mimnihfac3_0ma
_cod_depositor_comments
'Adding full bibliography for 7240335--7240338.cif.'
_cod_original_cell_volume        30434(12)
_cod_database_code               7240337
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.939
_shelx_estimated_absorpt_t_min   0.745
_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
2. Restrained distances
 C80-C79 = C81-C80 = C82-C81 = C83-C82 = C84-C83 = C84-C85 = C86-C85 = C86-C87
 = C88-C87
 1.53 with sigma of 0.02
 C79-C81
 2.53 with sigma of 0.02
 H10I-H10M
 2.1 with sigma of 0.001
 C80-C82
 2.53 with sigma of 0.02
 C81-C83
 2.53 with sigma of 0.02
 C82-C84
 2.53 with sigma of 0.02
 C83-C85
 2.53 with sigma of 0.02
 C84-C86
 2.53 with sigma of 0.02
 C85-C87
 2.53 with sigma of 0.02
 C86-C88
 2.53 with sigma of 0.02
 C65-C67
 2.53 with sigma of 0.02
 C66-C68
 2.53 with sigma of 0.02
 C67-C69
 2.53 with sigma of 0.02
 C68-C70
 2.53 with sigma of 0.02
 C69-C71
 2.53 with sigma of 0.02
 C71-C73
 2.53 with sigma of 0.02
 C65-C66
 1.53 with sigma of 0.02
 C66-C67
 1.53 with sigma of 0.02
 C67-C68
 1.53 with sigma of 0.02
 C68-C69
 1.53 with sigma of 0.02
 C69-C70
 1.53 with sigma of 0.02
 C70-C71
 1.53 with sigma of 0.02
 C71-C72
 1.53 with sigma of 0.02
 C72-C73
 1.53 with sigma of 0.02
 C108-C109
 1.53 with sigma of 0.02
 C109-C110
 1.53 with sigma of 0.02
 C110-C111
 1.53 with sigma of 0.02
 C111-C112
 1.53 with sigma of 0.02
 C112-C113
 1.53 with sigma of 0.02
 C113-C114
 1.53 with sigma of 0.02
 C114-C115
 1.53 with sigma of 0.02
 C115-C116
 1.53 with sigma of 0.02
 N8-C109
 2.53 with sigma of 0.02
 C108-C110
 2.53 with sigma of 0.02
 C110-C112
 2.53 with sigma of 0.02
 C109-C111
 2.53 with sigma of 0.02
 C111-C113
 2.53 with sigma of 0.02
 C112-C114
 2.53 with sigma of 0.02
 C113-C115
 2.53 with sigma of 0.02
 C114-C116
 2.53 with sigma of 0.02
 C93-C95
 2.53 with sigma of 0.02
 C94-C96
 2.53 with sigma of 0.02
 C95-C97
 2.53 with sigma of 0.02
 C96-C98
 2.53 with sigma of 0.02
 C94-C93 = C95-C94 = C96-C95 = C97-C96 = C98-C97
 1.53 with sigma of 0.02
 C79-C76 = C104_$1-C107_$1
 2.53 with sigma of 0.02
 C106-C107
 2.53 with sigma of 0.02
 N8-C108
 2.53 with sigma of 0.02
 N8-C107
 1.53 with sigma of 0.02
 C107-C108
 1.53 with sigma of 0.02
 N7-C106
 2.2 with sigma of 0.02
 N8-C105
 2.2 with sigma of 0.02
 C104-C106
 2.2 with sigma of 0.02
 C104-C105
 2.2 with sigma of 0.02
 C98-C99
 1.53 with sigma of 0.02
 C99-C100
 1.53 with sigma of 0.02
 C100-C101
 1.53 with sigma of 0.02
 C97-C99
 2.53 with sigma of 0.02
 C98-C100
 2.53 with sigma of 0.02
 C99-C101
 2.53 with sigma of 0.02
 C72-C74
 2.53 with sigma of 0.02
 C73-C74
 1.53 with sigma of 0.02
 C101-C102
 1.53 with sigma of 0.02
 C100-C102
 2.53 with sigma of 0.02
 F63-C51 \\sim F63A-C51
 with sigma of 0.02
 F62-C51 \\sim F62A-C51
 with sigma of 0.02
 C51-F61 \\sim C51-F61A
 with sigma of 0.02
 F63-F61 \\sim F61-F62
 with sigma of 0.02
 F62A-F61A \\sim F61A-F63A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N8 \\sim C107 \\sim C108 \\sim C109 \\sim C110 \\sim C111 \\sim C112 \\sim C113
\\sim C114 \\sim C115 \\sim C116: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.02
C52 \\sim C51 \\sim F63 \\sim F62 \\sim F61 \\sim F62A \\sim F63A \\sim F61A:
within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
C42 \\sim C41 \\sim F49 \\sim F51 \\sim F50: within 3.8A with sigma of 0.02 and
sigma for terminal atoms of 0.04
N7: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
C65 \\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72 \\sim
C73 \\sim C74: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
C93 \\sim C94 \\sim C95 \\sim C96 \\sim C97 \\sim C98 \\sim C99 \\sim C100
\\sim C101 \\sim C102: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C91) = Uanis(C105)
Uanis(C92) = Uanis(C106)
Uanis(C89) = Uanis(C103)
4. Others
 Sof(F62A)=Sof(F63A)=Sof(F61A)=1-FVAR(1)
 Sof(F63)=Sof(F62)=Sof(F61)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C93(H93A,H93B), C79(H79A,H79B), C80(H80A,H80B), C81(H81A,H81B), C94(H94A,
 H94B), C95(H95A,H95B), C82(H82A,H82B), C96(H96A,H96B), C83(H83A,H83B),
 C97(H97A,H97B), C87(H87A,H87B), C65(H65A,H65B), C85(H85A,H85B), C66(H66A,H66B),
  C86(H86A,H86B), C84(H84A,H84B), C67(H67A,H67B), C109(H10H,H10I), C108(H10J,
 H10K), C98(H98A,H98B), C68(H68A,H68B), C110(H11A,H11B), C111(H11C,H11D),
 C69(H69A,H69B), C70(H70A,H70B), C72(H72A,H72B), C73(H73A,H73B), C71(H71A,H71B),
  C99(H99A,H99B), C113(H11E,H11F), C114(H11G,H11H), C112(H11L,H11M), C115(H11N,
 H11O), C107(H10L,H10M), C100(H10A,H10B), C101(H10F,H10G)
5.b Me refined with riding coordinates:
 C74(H74A,H74B,H74C), C102(H10C,H10D,H10E)
5.c Aromatic/amide H refined with riding coordinates:
 C90(H90), C8(H8), C77(H77), C76(H76), C91(H91), C78(H78), C13(H13), C58(H58),
 C92(H92), C33(H33), C23(H23), C18(H18), C48(H48), C62(H62), C28(H28), C3(H3),
 C53(H53), C38(H38), C64(H64), C105(H105), C43(H43), C63(H63), C104(H104),
 C106(H106)
5.d Idealised Me refined as rotating group:
 C89(H89A,H89B,H89C), C75(H75A,H75B,H75C), C61(H61A,H61B,H61C), C88(H88A,H88B,
 H88C), C116(H11I,H11J,H11K), C103(H10N,H10O,H10P)
;
_shelx_res_checksum              5380
_olex2_submission_special_instructions 'No special instructions were received'