Rotaxanes composed of dibenzo-24-crown-8 and macrocyclic transition metal complexing tetraimine units
Tomczyk, Karolina; Wozny, Mateusz; Domagala, Slawomir; Wieckowska, Agnieszka; Pawłowska, Joanna; Wozniak, Krzysztof; Korybut-Daszkiewicz, Bohdan; New J. Chem. 41 (2017) 6004–6013; doi:10.1039/C7NJ00909G

data_7056231
_publ_section_title
;
 Rotaxanes composed of dibenzo-24-crown-8 and macrocyclic transition metal
 complexing tetraimine units
;
_journal_issue                   13
_journal_name_full               'New J. Chem.'
_journal_page_first              6004
_journal_page_last               6013
_journal_paper_doi               10.1039/C7NJ00909G
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety
'C40 H58 N12 Ni2, C24 H32 O8, 4(F6 P), 0.45(C3 H6 O), 1.72(H2 O)'
_chemical_formula_sum            'C65.36 H96.18 F24 N12 Ni2 O10.18 P4'
_chemical_formula_weight         1910.27
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-10-18
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2017-01-29 deposited with the CCDC.
2017-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                82.1184(11)
_cell_angle_beta                 63.7171(12)
_cell_angle_gamma                88.1675(10)
_cell_formula_units_Z            2
_cell_length_a                   15.85747(18)
_cell_length_b                   16.3923(2)
_cell_length_c                   17.6221(2)
_cell_measurement_reflns_used    39091
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.6330
_cell_measurement_theta_min      2.6840
_cell_volume                     4066.21(9)
_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)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4391
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -50.00   33.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1563   38.0000   60.0000 83

  2 omega  -50.00   33.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1563   38.0000 -180.0000 83

  3 omega  -69.00   32.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1563   57.0000  -60.0000 101

  4 omega  -96.00   -2.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.1563  125.0000   60.0000 94

  5 omega   13.00  114.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1563   57.0000 -120.0000 101

  6 omega   23.00   97.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1563 -125.0000    0.0000 74

  7 omega   86.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000   90.0000 92

  8 omega   84.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000   60.0000 94

  9 omega   84.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   57.0000 -134.1944 94

 10 omega   36.00  111.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -150.0000 75

 11 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000    0.0000 80

 12 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -30.0000 80

 13 omega   59.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000  -60.0000 119

 14 omega   84.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000   30.0000 94

 15 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -90.0000 80

 16 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  -30.0000 80

 17 omega   40.00  141.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000 -150.0000 101

 18 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000   60.0000 80

 19 omega   83.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000  -60.0000 95

 20 omega   36.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -120.0000 73

 21 omega  100.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000  120.0000 78

 22 omega   40.00  141.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000   30.0000 101

 23 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -150.0000 80

 24 omega   36.00   91.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 55

 25 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -180.0000 80

 26 omega   39.00   98.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -60.0000 59

 27 omega   36.00  145.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000   30.0000 109

 28 omega   86.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  -30.0000 92

 29 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  120.0000 80

 30 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -180.0000 80

 31 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  -60.0000 80

 32 omega   86.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  150.0000 92

 33 omega   40.00  141.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000  -60.0000 101

 34 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  120.0000 80

 35 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  150.0000 80

 36 omega   79.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  120.0000 99

 37 omega   24.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000    0.0000  -90.0000 154

 38 omega  100.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000 -120.0000 78

 39 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -60.0000 80

 40 omega   36.00   91.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  120.0000 55

 41 omega   29.00  109.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -120.0000 80

 42 omega   36.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  -90.0000 80

 43 omega   30.00  165.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -15.0000    0.0000 135

 44 omega   83.00  178.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   59.0000  173.7351 95

 45 omega   40.00  141.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000   60.0000 101

 46 omega   36.00  145.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000 -150.0000 109

 47 omega   36.00   91.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -150.0000 55

 48 omega   64.00   91.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -30.0000 27

 49 omega   72.00  101.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   30.0000 29

 50 omega   38.00  116.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000   30.0000 78

 51 omega   76.00  114.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000   90.0000 38

 52 omega   80.00  115.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000  150.0000 35

 53 omega   99.00  134.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000 -150.0000 35

 54 omega   82.00  117.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -81.0000   54.8640 35

 55 omega  110.00  137.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  178.0000    0.0000 27

 56 omega   68.00   95.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  178.0000  150.0000 27

 57 omega   84.00  127.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000  150.0000 43

 58 omega  105.00  132.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000   90.0000 27

 59 omega  150.00  175.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000   90.0000 25

 60 omega   98.00  125.00   1.0000   18.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -132.0000   75.1917 27
;
_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      0.0302306000
_diffrn_orient_matrix_UB_12      0.0549811000
_diffrn_orient_matrix_UB_13      0.0484772000
_diffrn_orient_matrix_UB_21      0.0956297000
_diffrn_orient_matrix_UB_22      0.0184431000
_diffrn_orient_matrix_UB_23      -0.0789991000
_diffrn_orient_matrix_UB_31      -0.0411531000
_diffrn_orient_matrix_UB_32      0.0751531000
_diffrn_orient_matrix_UB_33      -0.0331386000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            120445
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.930
_diffrn_reflns_theta_min         2.723
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.369
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68743
_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.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_description       plate
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.5823
_exptl_crystal_size_mid          0.1586
_exptl_crystal_size_min          0.0940
_refine_diff_density_max         1.121
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1466
_refine_ls_number_reflns         17080
_refine_ls_number_restraints     1644
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0794
_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^)+(0.1281P)^2^+5.1909P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2270
_refine_ls_wR_factor_ref         0.2364
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14072
_reflns_number_total             17080
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj00909g2.cif
_cod_data_source_block           rx-meta-nini
_cod_original_cell_volume        4066.22(9)
_cod_database_code               7056231
_chemical_oxdiff_formula         'C64.3 H93.5 F24 N12 Ni2 O10.1 P4'
_cell_oxdiff_angle_alpha         82.1184(11)
_cell_oxdiff_angle_beta          63.7171(12)
_cell_oxdiff_angle_gamma         88.1675(10)
_cell_oxdiff_length_a            15.85747(18)
_cell_oxdiff_length_b            16.3923(2)
_cell_oxdiff_length_c            17.6221(2)
_cell_oxdiff_measurement_reflns_used 39091
_cell_oxdiff_volume              4066.22(9)
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 P3-F16B \\sim P3-F16A \\sim P3-F15B \\sim P3-F15A \\sim P3-F13 \\sim P3-F14
\\sim P3-F18A \\sim P3-F18B ~
 P3-F17B \\sim P3-F17A
 with sigma of 0.02
 C2A-C3A \\sim C2B-C3B
 with sigma of 0.02
 N1-C2B \\sim N1-C2A \\sim N2-C3A \\sim N2-C3B
 with sigma of 0.02
 C64B-C63B \\sim C64A-C63A
 with sigma of 0.02
 O6A-C60A \\sim O6B-C60B
 with sigma of 0.02
 O8A-C64A \\sim O8B-C64B \\sim O1B-C47B \\sim O1A-C47A
 with sigma of 0.02
 C60A-C59 \\sim C59-C60B \\sim C51A-C52 \\sim C51B-C52
 with sigma of 0.02
 O1B-C47B \\sim O1A-C47A
 with sigma of 0.02
 C46B-C41B \\sim C46A-C41A
 with sigma of 0.02
 C46B-C45B \\sim C42B-C41B \\sim C46A-C45A \\sim C42A-C41A
 with sigma of 0.02
 C45B-C44B \\sim C43B-C42B \\sim C45A-C44A \\sim C43A-C42A
 with sigma of 0.02
 C44B-C43B \\sim C44A-C43A
 with sigma of 0.02
 C46B-C43B \\sim C45B-C42B \\sim C41B-C44B \\sim C45A-C42A \\sim C46A-C43A
\\sim C44A-C41A
 with sigma of 0.02
 O8A-C64A \\sim O8B-C64B \\sim O1B-C47B \\sim O1A-C47A
 with sigma of 0.02
 O1B-C46B \\sim O1A-C46A \\sim O8B-C41B \\sim O8A-C41A
 with sigma of 0.02
 O7A-C62A \\sim O7B-C62B \\sim O2A-C49A \\sim O2B-C49B
 with sigma of 0.02
 C62A-C61A \\sim C62B-C61B \\sim C50A-C49A \\sim C50B-C49B
 with sigma of 0.02
 C47A-C48A \\sim C48B-C47B \\sim C64B-C63B \\sim C64A-C63A
 with sigma of 0.02
 C47A-C48A \\sim C48B-C47B \\sim C64B-C63B \\sim C64A-C63A
 with sigma of 0.02
 C48B-C47B \\sim C47A-C48A
 with sigma of 0.02
 O2A-C48A \\sim O2B-C48B
 with sigma of 0.02
 C48B-C47B \\sim C48A-C47A \\sim C64B-C63B \\sim C64A-C63A
 with sigma of 0.02
 O7A-C63A \\sim O7B-C63B \\sim O2B-C48B \\sim O2A-C48A
 with sigma of 0.02
 O2A-C48A \\sim O2B-C48B \\sim O7B-C63B \\sim O7A-C63A
 with sigma of 0.02
 C48B-C47B \\sim C48A-C47A \\sim C64B-C63B \\sim C64A-C63A
 with sigma of 0.02
 C48B-O1B \\sim C48A-O1A \\sim O8B-C63B \\sim O8A-C64B
 with sigma of 0.02
 C48B-O1B \\sim C48A-O1A \\sim O4-C51B \\sim O5-C60B
 with sigma of 0.02
 N5-C14 \\sim N5-C12A
 with sigma of 0.02
 C15-C14 \\sim C13A-C12A
 with sigma of 0.02
 C28-C27 \\sim C15-C14
 with sigma of 0.02
 C13A-C12A \\sim C28-C27
 with sigma of 0.02
 C13A-C12A \\sim C14-C15 \\sim C30-C29 \\sim C28-C27
 with sigma of 0.02
 N5-C12A \\sim N5-C14 \\sim N10-C29 \\sim N10-C27
 with sigma of 0.02
 N5-C11 \\sim N10-C26
 with sigma of 0.02
 N5-C12B \\sim N5-C12A
 with sigma of 0.02
 C13B-C12B \\sim C13A-C12A
 with sigma of 0.02
 C65-C67 \\sim C65-C66
 with sigma of 0.02
 N10-C29 \\sim N10-C27 \\sim N5-C12B \\sim N5-C14
 with sigma of 0.02
 C28-C27 \\sim C30-C29 \\sim C13B-C12B \\sim C13A-C12A
 with sigma of 0.02
3. Restrained planarity
 C41B, C42B, C43B, C44B, C45B, C46B
 with sigma of 0.1
 C41A, C42A, C43A, C44A, C45A, C46A
 with sigma of 0.1
 C65, C66, C67, O9
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C41B \\sim C42B \\sim C43B \\sim C44B \\sim C45B \\sim C46B \\sim C47B \\sim
O1B \\sim O8B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
C41A \\sim C41B \\sim C42A \\sim C42B \\sim C43A \\sim C43B \\sim C44A \\sim
C44B \\sim C45A \\sim C45B \\sim C46A \\sim C46B \\sim C47A \\sim C47B \\sim
C48A \\sim C48B \\sim C49A \\sim C49B \\sim C50A \\sim C50B \\sim C51A \\sim
C51B \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57 \\sim C58
\\sim C59 \\sim C60A \\sim C60B \\sim C61A \\sim C61B \\sim C62A \\sim C62B
\\sim C63A \\sim C63B \\sim C64A \\sim C64B \\sim O1A \\sim O1B \\sim O2A \\sim
O2B \\sim O4 \\sim O5 \\sim O6A \\sim O6B \\sim O7A \\sim O7B \\sim O8A \\sim
O8B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C65 \\sim C66 \\sim C67 \\sim O9: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C12A) \\sim Ueq, Uanis(C13A) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(N5) \\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
5. Rigid body (RIGU) restrains
 C11, C12A, C12B, C13A, C13B, C14, C15, N5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C65, C66, C67, O9
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P3, P2, P1, P4A, P4B, F15A, F16A, F17A, F18A, F13, F14, F15B, F16B, F17B,
 F18B, F9A, F10A, F11A, F12A, F7, F8, F9B, F10B, F11B, F12B, F3A, F4A, F5A, F6A,
  F1, F2, F3B, F4B, F5B, F6B, F19A, F20A, F21A, F22A, F23A, F24A, F19B, F20B,
 F21B, F22B, F23B, F24B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2A, C2B, C3A, C3B, N1, N2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C22A, C22B, C23A, C23B, N8, N9
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16, C24, C25, C26, C27, C28, C29, C30, N10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C62A, C63A, C63B, C64B, O7A, O7B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C48A, C48B, C49A, C49B, C50A, C50B, O2A, O2B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C47A, C47B, C48A, C48B, O2A, O2B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C63A, C63B, C64A, C64B, O7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C63A, C64A, C64B, O8A, O8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C47A, C47B, C48A, C48B, O1A, O1B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C41B, C42B, C43B, C44B, C45B, C46B, C47B, C64B, O1B, O8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C41A, C42A, C43A, C44A, C45A, C46A, C47A, C64A, O1A, O8A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C22B)=Sof(H22c)=Sof(H22d)=Sof(C23B)=Sof(H23c)=Sof(H23d)=1-FVAR(1)
 Sof(C22A)=Sof(H22a)=Sof(H22b)=Sof(C23A)=Sof(H23a)=Sof(H23b)=FVAR(1)
 Sof(F15B)=Sof(F16B)=Sof(F17B)=Sof(F18B)=1-FVAR(2)
 Sof(F15A)=Sof(F16A)=Sof(F17A)=Sof(F18A)=FVAR(2)
 Sof(F9B)=Sof(F10B)=Sof(F11B)=Sof(F12B)=1-FVAR(3)
 Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=FVAR(3)
 Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(4)
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(4)
 Sof(P4B)=Sof(F19B)=Sof(F20B)=Sof(F21B)=Sof(F22B)=Sof(F23B)=Sof(F24B)=1-FVAR(5)
 Sof(F19A)=Sof(F20A)=Sof(F21A)=Sof(F22A)=Sof(F23A)=Sof(F24A)=Sof(P4A)=Sof(O11)=
 Sof(H11b)=Sof(H11c)=FVAR(5)
 Sof(C2B)=Sof(H2Ba)=Sof(H2Bb)=Sof(C3B)=Sof(H3Ba)=Sof(H3Bb)=1-FVAR(6)
 Sof(C2A)=Sof(H2Aa)=Sof(H2Ab)=Sof(C3A)=Sof(H3Aa)=Sof(H3Ab)=FVAR(6)
 Sof(C41B)=Sof(C42B)=Sof(H42B)=Sof(C43B)=Sof(H43B)=Sof(C44B)=Sof(H44B)=
 Sof(C45B)=Sof(H45B)=Sof(C46B)=Sof(C47B)=Sof(H47c)=Sof(H47d)=Sof(C48B)=
 Sof(H48c)=Sof(H48d)=Sof(C49B)=Sof(H49c)=Sof(H49d)=Sof(C50B)=Sof(H50c)=
 Sof(H50d)=Sof(C51B)=Sof(H51c)=Sof(H51d)=Sof(H52c)=Sof(H52d)=Sof(H59c)=
 Sof(H59d)=Sof(C60B)=Sof(H60c)=Sof(H60d)=Sof(C61B)=Sof(H61c)=Sof(H61d)=
 Sof(C62B)=Sof(H62c)=Sof(H62d)=Sof(C63B)=Sof(H63c)=Sof(H63d)=Sof(C64B)=
 Sof(H64c)=Sof(H64d)=Sof(O1B)=Sof(O2B)=Sof(O3B)=Sof(O6B)=Sof(O7B)=Sof(O8B)=1-
 FVAR(7)
 Sof(C41A)=Sof(C42A)=Sof(H42A)=Sof(C43A)=Sof(H43A)=Sof(C44A)=Sof(H44A)=
 Sof(C45A)=Sof(H45A)=Sof(C46A)=Sof(C47A)=Sof(H47a)=Sof(H47b)=Sof(C48A)=
 Sof(H48a)=Sof(H48b)=Sof(C49A)=Sof(H49a)=Sof(H49b)=Sof(C50A)=Sof(H50a)=
 Sof(H50b)=Sof(C51A)=Sof(H51a)=Sof(H51b)=Sof(H52a)=Sof(H52b)=Sof(H59a)=
 Sof(H59b)=Sof(C60A)=Sof(H60a)=Sof(H60b)=Sof(C61A)=Sof(H61a)=Sof(H61b)=
 Sof(C62A)=Sof(H62a)=Sof(H62b)=Sof(C63A)=Sof(H63a)=Sof(H63b)=Sof(C64A)=
 Sof(H64a)=Sof(H64b)=Sof(O1A)=Sof(O2A)=Sof(O3A)=Sof(O6A)=Sof(O7A)=Sof(O8A)=
 FVAR(7)
 Sof(C12B)=Sof(H12c)=Sof(H12d)=Sof(C13B)=Sof(H13d)=Sof(H13e)=Sof(H13f)=
 Sof(C65)=Sof(C66)=Sof(H66a)=Sof(H66b)=Sof(H66c)=Sof(C67)=Sof(H67a)=Sof(H67b)=
 Sof(H67c)=Sof(O9)=1-FVAR(8)
 Sof(C12A)=Sof(H12a)=Sof(H12b)=Sof(C13A)=Sof(H13a)=Sof(H13b)=Sof(H13c)=FVAR(8)
7.a Free rotating group:
 O10(H10a,H10b), O11(H11b,H11c)
7.b :
 P3(F13,F14,F15B,F16B,F17B,F18B), P2(F7,F8,F9B,F10B,F11B,F12B), P1(F1,F2,F3B,
 F4B,F5B,F6B), P4B(F19B,F20B,F21B,F22B,F23B,F24B)
7.c Secondary CH2 refined with riding coordinates:
 C2A(H2Aa,H2Ab), C2B(H2Ba,H2Bb), C3A(H3Aa,H3Ab), C3B(H3Ba,H3Bb), C7(H7a,H7b),
 C8(H8a,H8b), C12A(H12a,H12b), C12B(H12c,H12d), C14(H14a,H14b), C17(H17a,H17b),
 C18(H18a,H18b), C22A(H22a,H22b), C22B(H22c,H22d), C23A(H23a,H23b), C23B(H23c,
 H23d), C27(H27a,H27b), C29(H29a,H29b), C32(H32a,H32b), C39(H39a,H39b),
 C47A(H47a,H47b), C47B(H47c,H47d), C48A(H48a,H48b), C48B(H48c,H48d), C49A(H49a,
 H49b), C49B(H49c,H49d), C50A(H50a,H50b), C50B(H50c,H50d), C51A(H51a,H51b),
 C51B(H51c,H51d), C52(H52a,H52b), C52(H52c,H52d), C59(H59a,H59b), C59(H59c,
 H59d), C60A(H60a,H60b), C60B(H60c,H60d), C61A(H61a,H61b), C61B(H61c,H61d),
 C62A(H62a,H62b), C62B(H62c,H62d), C63A(H63a,H63b), C63B(H63c,H63d), C64A(H64a,
 H64b), C64B(H64c,H64d)
7.d Me refined with riding coordinates:
 C13A(H13a,H13b,H13c), C13B(H13d,H13e,H13f), C67(H67a,H67b,H67c)
7.e Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C6(H6), C9(H9), C11(H11), C16(H16), C19(H19), C21(H21),
 C24(H24), C26(H26), C31(H31), C34(H34), C35(H35), C36(H36), C38(H38), C40(H40),
  N11(H11a), N12(H12), C42A(H42A), C42B(H42B), C43A(H43A), C43B(H43B),
 C44A(H44A), C44B(H44B), C45A(H45A), C45B(H45B), C54(H54), C55(H55), C56(H56),
 C57(H57)
7.f Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C28(H28a,H28b,H28c), C30(H30a,H30b,H30c), C66(H66a,H66b,
 H66c)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'