β-Fluorinated porpholactones and metal complexes: synthesis, characterization and some spectroscopic studies
Hu, Ji-Yun; Wu, Zhuo-Yan; Chai, Ke; Yang, Zi-Shu; Meng, Yin-Shan; Ning, Yingying; Zhang, Jing; Zhang, Jun-Long; Inorganic Chemistry Frontiers 4 (2017) 1539–; doi:10.1039/C7QI00375G

data_4349762
_publ_section_title
;
 \b-Fluorinated porpholactones and metal complexes: synthesis,
 characterization and some spectroscopic studies
;
_journal_issue                   9
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              1539
_journal_paper_doi               10.1039/C7QI00375G
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         'C54 D18 Co F26 H5 N4 O11 P3 Yb'
_chemical_formula_sum            'C54 H5 Co D18 F26 N4 O11 P3 Yb'
_chemical_formula_weight         1740.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-02-28
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2017-03-25 deposited with the CCDC.
2017-07-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.014(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.4325(6)
_cell_length_b                   10.1590(2)
_cell_length_c                   24.4872(6)
_cell_measurement_reflns_used    15417
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      27.0000
_cell_measurement_theta_min      3.1790
_cell_volume                     6074.2(2)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3914
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -18.00   92.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   77.0000   60.0000 110

  2 omega  -16.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   57.0000 -120.0000 103

  3 omega  -14.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       13.4628   43.0000  -16.9153 101

  4 omega  -47.00   63.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566   76.0000  -70.8051 110

  5 omega  -48.00   60.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566   77.0000   90.0000 108

  6 omega  -48.00   62.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566   77.0000 -180.0000 110

  7 omega  -49.00   25.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -14.5566   79.0000   -2.8574 74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0284239000
_diffrn_orient_matrix_UB_12      0.0029128000
_diffrn_orient_matrix_UB_13      0.0068444000
_diffrn_orient_matrix_UB_21      -0.0034585000
_diffrn_orient_matrix_UB_22      -0.0478108000
_diffrn_orient_matrix_UB_23      0.0206981000
_diffrn_orient_matrix_UB_31      0.0048837000
_diffrn_orient_matrix_UB_32      -0.0508018000
_diffrn_orient_matrix_UB_33      -0.0191014000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            53640
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.207
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.025
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_description       block
_exptl_crystal_F_000             3356
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.004
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 5258 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.493(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     914
_refine_ls_number_reflns         13904
_refine_ls_number_restraints     160
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0397
_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^)+(0.0415P)^2^+22.7523P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1013
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                11706
_reflns_number_total             13904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7qi00375g2.cif
_cod_data_source_block           1_CCDC1
_cod_database_code               4349762
_chemical_oxdiff_formula         'C20 H8 F28 Yb N4 P3 O9 Co'
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{F1, O1A}
{F2, O2A}
{F3, O3A}
{F4, O4A}
{F5, O5A}
{F6, O6A}
{F7, O7A}
{F8, O8A}
{C1, O1B}
{C2, O2B}
{C3, O3B}
{C4, O4B}
{C5, O5B}
{C6, O6B}
{C7, O7B}
{C8, O8B}
3. Restrained distances
 C3BA-O20
 1.36 with sigma of 0.02
 O20-C3BA
 1.36 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C3AA) \\sim Ueq, Uanis(C4AA) \\sim Ueq, Uanis(C1AA) \\sim Ueq,
Uanis(C0AA) \\sim Ueq, Uanis(C2AA) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.005
Uanis(P2) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(P3) \\sim Ueq, Uanis(O2) \\sim
Ueq, Uanis(P4) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(P5) \\sim Ueq, Uanis(O4)
\\sim Ueq, Uanis(P6) \\sim Ueq, Uanis(O2AA) \\sim Ueq, Uanis(P1) \\sim Ueq,
Uanis(O0AA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C2BA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C0BA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C1BA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C9AA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(O17) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O1AA) \\sim Ueq, Uanis(O20)
\\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C3BA) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(F1) = Uanis(O1A)
Uanis(F2) = Uanis(O2A)
Uanis(F3) = Uanis(O3A)
Uanis(F4) = Uanis(O4A)
Uanis(F5) = Uanis(O5A)
Uanis(F6) = Uanis(O6A)
Uanis(F7) = Uanis(O7A)
Uanis(F8) = Uanis(O8A)
Uanis(C1) = Uanis(O1B)
Uanis(C2) = Uanis(O2B)
Uanis(C3) = Uanis(O3B)
Uanis(C4) = Uanis(O4B)
Uanis(C5) = Uanis(O5B)
Uanis(C6) = Uanis(O6B)
Uanis(C7) = Uanis(O7B)
Uanis(C8) = Uanis(O8B)
5. Others
 Fixed Sof: C1(0.875) O1B(0.125) C2(0.875) O2B(0.125) C3(0.875) O3B(0.125)
 C4(0.875) O4B(0.125) C5(0.875) O5B(0.125) C6(0.875) O6B(0.125) C7(0.875)
 O7B(0.125) C8(0.875) O8B(0.125) F1(0.75) O1A(0.125) F2(0.75) O2A(0.125)
 F3(0.75) O3A(0.125) F4(0.75) O4A(0.125) F5(0.75) O5A(0.125) F6(0.75)
 O6A(0.125) F7(0.75) O7A(0.125) F8(0.75) O8A(0.125) O0AA(0.5) O1(0.5) O2(0.5)
 O2AA(0.5) O3(0.5) O4(0.5) P1(0.5) P2(0.5) P3(0.5) P4(0.5) P5(0.5) P6(0.5)
6.a :
 C1AA(C0AA,C2AA,C3AA,C4AA)
6.b Aromatic/amide H refined with riding coordinates:
 C1AA(H1AA), C0AA(H0AA), C2AA(H2AA), C3AA(H3AA), C4AA(H4AA)
6.c Fitted hexagon refined as free rotating group:
 C24(C25,C7AA,C21,C22,C23), C28(C29,C6AA,C5AA,C26,C27), C34(C33,C32,C31,C30,
 C35), C36(C41,C40,C39,C38,C37)
6.d Idealised Me refined as rotating group:
 C0BA(D0BA,D0BB,D0BC), C1BA(D1BA,D1BB,D1BC), C2BA(D2BA,D2BB,D2BC), C3BA(D3BA,
 D3BB,D3BC), C8AA(D8AA,D8AB,D8AC), C9AA(D9AA,D9AB,D9AC)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'