Probing the Guest-Binding Preference of Three Structurally Similar and Conformationally Adaptive Macrocycles
Chai, Hongxin; Pan, Zhi-Sheng; Yang, Liu-Pan; He, Shan; Pan, Fangfang; Rissanen, Kari; Jiang, Wei; Chemical Communications  (2019) –; doi:10.1039/C9CC03341F

data_7123604
_publ_section_title
;
 Probing the Guest-Binding Preference of Three Structurally Similar and
 Conformationally Adaptive Macrocycles
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC03341F
_journal_year                    2019
_chemical_formula_moiety
'5.25(F6 P), 3(C80 H104 O12), 3(C24 H34 N2), 0.75(F5 P), 1.5(C2 H3 N), 0.75(F)'
_chemical_formula_sum            'C335 H448.5 F36 N17.5 O36 P6'
_chemical_formula_weight         6166.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-04-13
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2019-05-31 deposited with the CCDC.    2019-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                74.340(5)
_cell_angle_beta                 82.060(4)
_cell_angle_gamma                73.651(5)
_cell_formula_units_Z            2
_cell_length_a                   21.4227(10)
_cell_length_b                   25.9716(16)
_cell_length_c                   31.1544(13)
_cell_measurement_reflns_used    7676
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      74.7960
_cell_measurement_theta_min      3.8160
_cell_volume                     15979.2(15)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
  1 omega -112.00   -9.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  -77.0000 -120.0000 103

  2 omega -116.00  -24.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  -37.0000  120.0000 92

  3 omega  -33.00   31.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000  120.0000 64

  4 omega  -95.00   -2.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  125.0000  -30.0000 93

  5 omega  105.00  178.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000 -180.0000 73

  6 omega   43.00   91.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000   60.0000 48

  7 omega   61.00  145.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000   60.0000 84

  8 omega   57.00  116.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000    0.0000 59

  9 omega   36.00   72.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 36

 10 omega   63.00  168.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000  120.0000 105

 11 omega   48.00  141.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000  -30.0000 93

 12 omega  120.00  176.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000   60.0000 56

 13 omega   37.00   89.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -180.0000 52

 14 omega   36.00   83.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -90.0000 47

 15 omega   39.00  109.00   1.0000   97.5000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -120.0000 70
;
_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      -0.0157446000
_diffrn_orient_matrix_UB_12      -0.0507960000
_diffrn_orient_matrix_UB_13      -0.0081417000
_diffrn_orient_matrix_UB_21      0.0608172000
_diffrn_orient_matrix_UB_22      -0.0077892000
_diffrn_orient_matrix_UB_23      -0.0327163000
_diffrn_orient_matrix_UB_31      0.0411745000
_diffrn_orient_matrix_UB_32      -0.0376888000
_diffrn_orient_matrix_UB_33      0.0388940000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_unetI/netI     0.1508
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            91782
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        66.749
_diffrn_reflns_theta_max         66.749
_diffrn_reflns_theta_min         3.072
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.071
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.968
_exptl_absorpt_correction_type   analytical
_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)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       plate
_exptl_crystal_F_000             6566
_exptl_crystal_size_max          0.568
_exptl_crystal_size_mid          0.1104
_exptl_crystal_size_min          0.0184
_refine_diff_density_max         0.936
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     3944
_refine_ls_number_reflns         55953
_refine_ls_number_restraints     419
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.2449
_refine_ls_R_factor_gt           0.1503
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3735
_refine_ls_wR_factor_ref         0.4754
_reflns_Friedel_coverage         0.000
_reflns_number_gt                20048
_reflns_number_total             55953
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc03341f2.cif
_cod_data_source_block           9_hm4_sq
_cod_original_formula_sum        'C335 H448.50 F36 N17.50 O36 P6'
_cod_database_code               7123604
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 98.79
_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
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C10-C23
 1.54 with sigma of 0.02
 C10-C08K
 1.54 with sigma of 0.02
 C16-C09D
 1.52 with sigma of 0.02
 C5-C07O
 1.52 with sigma of 0.01
 C38-C08A
 1.52 with sigma of 0.02
 C0A8-C081
 1.52 with sigma of 0.02
 C0A6-C081
 1.52 with sigma of 0.02
 C09P-C08D
 1.52 with sigma of 0.02
 C112-C111
 1.54 with sigma of 0.02
 C111-C110
 1.52 with sigma of 0.02
 C5-C115 = C5-C113
 1.52 with sigma of 0.02
 C114-C113 = C116-C115
 1.54 with sigma of 0.02
 C112-C110
 2.54 with sigma of 0.04
 H21B-H4OA
 2.2 with sigma of 0.04
 P5-F88 \\sim P5-F89 \\sim P5-F90 \\sim P5-F91 \\sim P5-F92
 with sigma of 0.02
 P6-F93 \\sim P6-F96 \\sim P6-F94 \\sim P6-F95 \\sim P6-F1 \\sim P6-F3
 with sigma of 0.01
 C102-C101 \\sim C0B2-C0B0 \\sim C101-C078 \\sim C0B0-C078
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C111 \\sim C112: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(F01M) \\sim Ueq, Uanis(F063) \\sim Ueq, Uanis(F07T) \\sim Ueq, Uanis(F88)
\\sim Ueq, Uanis(F47) \\sim Ueq, Uanis(C107) \\sim Ueq, Uanis(C09U) \\sim Ueq,
Uanis(F086) \\sim Ueq, Uanis(F53) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(F01K) \\sim Ueq, Uanis(F01N) \\sim Ueq, Uanis(F04A) \\sim Ueq,
Uanis(F04Q) \\sim Ueq: with sigma of 0.003 and sigma for terminal atoms of 0.006
Uanis(F01H) \\sim Ueq, Uanis(F083) \\sim Ueq, Uanis(F084) \\sim Ueq,
Uanis(C09E) \\sim Ueq, Uanis(C0A4) \\sim Ueq, Uanis(C0AT) \\sim Ueq,
Uanis(C0B2) \\sim Ueq, Uanis(F17) \\sim Ueq, Uanis(F92) \\sim Ueq, Uanis(F90)
\\sim Ueq, Uanis(F16) \\sim Ueq, Uanis(F91) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(F09V) \\sim Ueq, Uanis(F21) \\sim Ueq, Uanis(F42) \\sim Ueq, Uanis(F95)
\\sim Ueq, Uanis(F94) \\sim Ueq, Uanis(F96) \\sim Ueq, Uanis(F3) \\sim Ueq,
Uanis(F93) \\sim Ueq, Uanis(C0A1) \\sim Ueq, Uanis(C09U) \\sim Ueq, Uanis(C100)
\\sim Ueq, Uanis(C102) \\sim Ueq, Uanis(C089) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C5) \\sim Ueq, Uanis(C092) \\sim Ueq, Uanis(C0AJ) \\sim Ueq, Uanis(C112)
\\sim Ueq, Uanis(C113) \\sim Ueq, Uanis(C115) \\sim Ueq, Uanis(C116) \\sim Ueq,
Uanis(C0A0) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(P6) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C09D)
\\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C0AB) \\sim Ueq, Uanis(C0B5) \\sim Ueq,
Uanis(C23) \\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(C0B1) \\sim Ueq, Uanis(C0AT)
\\sim Ueq, Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C13) \\sim Ueq, Uanis(C09Q) \\sim Ueq, Uanis(C96) \\sim Ueq, Uanis(C0A9)
\\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of 0.02 and sigma for terminal
atoms of 0.04
Uanis(F94) = Uanis(F1)
4. Others
 Sof(H06K)=Sof(H06L)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C96)=Sof(H96A)=Sof(H96B)=
 Sof(C100)=Sof(H10A)=Sof(H10B)=Sof(H10C)=1-FVAR(1)
 Sof(H06I)=Sof(H06J)=Sof(C09Q)=Sof(H09F)=Sof(H09G)=Sof(C0A9)=Sof(H0AI)=
 Sof(H0AJ)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(1)
 Sof(H4FA)=Sof(HG)=Sof(H8FA)=Sof(H0JA)=Sof(C0AZ)=Sof(H9GA)=Sof(H0PA)=Sof(C0B8)=
 Sof(H0BJ)=Sof(H0BK)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C1AA)=Sof(H1AB)=Sof(H1AC)=
 Sof(C9)=Sof(H9)=1-FVAR(2)
 Sof(HE)=Sof(HF)=Sof(H8IA)=Sof(H9IA)=Sof(C09K)=Sof(H3GA)=Sof(C0AD)=Sof(H5GA)=
 Sof(H9NA)=Sof(C0AE)=Sof(H6GA)=Sof(H0OA)=Sof(C0AF)=Sof(H7GA)=Sof(H1OA)=
 Sof(C0AR)=Sof(H8GA)=Sof(H9OA)=FVAR(2)
 Sof(H07C)=Sof(H07D)=Sof(H0AD)=Sof(H0AE)=Sof(H0AF)=Sof(C101)=Sof(H10D)=
 Sof(H10E)=Sof(C102)=Sof(H10F)=Sof(H10G)=1-FVAR(3)
 Sof(H07A)=Sof(H07B)=Sof(H0AA)=Sof(H0AB)=Sof(H0AC)=Sof(C0B0)=Sof(H0BA)=
 Sof(H0BB)=Sof(C0B2)=Sof(H0BC)=Sof(H0BD)=FVAR(3)
 Sof(H09Q)=Sof(H09R)=Sof(C111)=Sof(H11K)=Sof(H11L)=Sof(C110)=Sof(H11M)=
 Sof(H11N)=Sof(C112)=Sof(H11O)=Sof(H11P)=Sof(H11Q)=1-FVAR(4)
 Sof(H09O)=Sof(H09P)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C21)=Sof(H21A)=Sof(H21B)=
 Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=FVAR(4)
 Sof(H5AA)=Sof(H5AB)=Sof(C115)=Sof(H11F)=Sof(H11G)=Sof(C116)=Sof(H11H)=
 Sof(H11I)=Sof(H11J)=1-FVAR(5)
 Sof(H5BC)=Sof(H5BD)=Sof(C114)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C113)=
 Sof(H11D)=Sof(H11E)=FVAR(5)
 Fixed Sof: P01L(0.75) P5(0.75) H081(0.5) H9DA(0.5) H08V(0.5) H08W(0.5)
 H08X(0.5) H08Y(0.5) C095(0.5) H095(0.5) C096(0.5) H096(0.5) C09N(0.5)
 H5EA(0.5) C09R(0.5) H6EA(0.5) C09S(0.5) H7EA(0.5) H4MA(0.5) F09V(0.75)
 C0A2(0.5) H8EA(0.5) H3NA(0.5) C0A6(0.5) H9EA(0.5) H4NA(0.5) C0A8(0.5)
 H0FA(0.5) H6NA(0.5) C0AH(0.5) H1FA(0.5) H2OA(0.5) C0AK(0.5) H2FA(0.5)
 H7OA(0.5) F88(0.75) C0AQ(0.5) H3FA(0.5) H8OA(0.5) P6(0.5) C0B1(0.5) H0BH(0.5)
 H0BI(0.5) F17(0.75) F89(0.75) F42(0.75) F91(0.75) F92(0.75) F53(0.75) F1(0.5)
 F3(0.5) F47(0.75) C66(0.5) H66A(0.5) H66B(0.5) H66C(0.5) F21(0.75) F90(0.75)
 C4(0.5) H4A(0.5) H4B(0.5) C10(0.5) H10H(0.5) H10I(0.5) C6(0.5) H6(0.5) C7(0.5)
 H7(0.5) C12(0.5) H12(0.5) C14(0.5) H14(0.5) C23(0.5) H23A(0.5) H23B(0.5)
 H23C(0.5) C24(0.5) H24A(0.5) H24B(0.5) C32(0.5) H32A(0.5) H32B(0.5) F16(0.75)
 N73(0.5) C107(0.5) F93(0.5) F94(0.5) F96(0.5) F95(0.5) C106(0.5) H10J(0.5)
 H10K(0.5) H10L(0.5)
5.a Ternary CH refined with riding coordinates:
 C060(H060), C067(H067), C06O(H7DA), C07J(H3HA), C081(H081), C081(H9DA),
 C09K(H3GA), C9(H9)
5.b Secondary CH2 refined with riding coordinates:
 C037(H03F,H03G), C03C(H03D,H03E), C03K(H03N,H03R), C03N(H03B,H03C), C044(H04M,
 H04N), C04E(H04A,H04B), C04P(H04H,H04I), C04V(H04C,H04D), C04W(H04E,H04F),
 C04Y(H04R,H04U), C04Z(H04J,H04K), C053(H05A,H05B), C055(H05U,H05W), C057(H05C,
 H05D), C05A(H05X,H05Z), C05D(H05,H), C05H(H6DA,HA), C05K(H05K,H05L), C05L(H3AA,
 HB), C05M(H05M,H05O), C05P(H05P,H05Q), C05R(H05E,H05F), C05S(H4AA,HC),
 C05T(H6AA,HD), C05U(H05H,H05I), C05W(H05S,H05T), C05X(HE,HF), C05X(H4FA,HG),
 C05Z(H7AA,HH), C061(H06W,H06Y), C066(H06A,H06B), C068(H06Z,HI), C069(H06M,
 H06N), C06B(H06O,H06P), C06E(H06E,H06F), C06G(H06R,H06T), C06H(H0HA,HJ),
 C06I(H06U,H06V), C06K(H9AA,HK), C06L(H06G,H06H), C06N(H5FA,HL), C06R(H06I,
 H06J), C06R(H06K,H06L), C06W(H4BA,HM), C06Y(H1HA,HN), C06Z(H5BA,HO), C070(H07M,
 H07N), C071(H07O,H07P), C073(H6BA,HP), C075(H07Q,H07R), C076(H7BA,HQ),
 C078(H07A,H07B), C078(H07C,H07D), C07A(H8BA,HR), C07C(H07E,H07F), C07E(H07T,
 H07U), C07F(H07V,H07W), C07H(H2HA,HS), C07I(H07G,H07H), C07K(H07I,H07J),
 C07M(H8DA,HT), C07N(H9BA,HU), C07O(H07K,H07L), C07P(H07X,H07Y), C07Q(H5HA,HV),
 C07R(H07Z,HW), C07S(H07,HX), C07U(H6HA,HY), C07Y(H0CA,HZ), C07Z(H1CA,H5IA),
 C080(H2CA,H6IA), C085(H08A,H08B), C087(H08C,H08D), C088(H8HA,H7IA), C08A(H8IA,
 H9IA), C08A(H8FA,H0JA), C08B(H08E,H08F), C08C(H08P,H08Q), C08D(H3CA,H1JA),
 C08E(H0EA,H2JA), C08G(H08R,H08S), C08H(H4CA,H3JA), C08I(H08T,H08U), C08J(H9FA,
 H4JA), C08K(H08V,H08W), C08K(H08X,H08Y), C08L(H08J,H08K), C08N(H08Z,H5JA),
 C08O(H5CA,H6JA), C08P(H6CA,H7JA), C08Q(H7CA,H8JA), C08R(H08L,H08M), C08T(H9CA,
 H1KA), C08U(H1EA,H2KA), C08V(H2EA,H3KA), C08W(H0DA,H4KA), C08X(H1DA,H5KA),
 C08Y(H08N,H08O), C091(H09A,H09B), C092(H9HA,H0LA), C093(H0GA,H1LA), C097(H3EA,
 H4LA), C098(H0IA,H5LA), C099(H09K,H09L), C09A(H1GA,H6LA), C09B(H09M,H09N),
 C09C(H2GA,H7LA), C09D(H09O,H09P), C09D(H09Q,H09R), C09E(H09S,H09T), C09F(H1IA,
 H8LA), C09I(H4EA,H9LA), C09L(H4GA,H1MA), C09M(H09Z,H2MA), C09P(H4DA,H3MA),
 C09Q(H09F,H09G), C09S(H7EA,H4MA), C09X(H2IA,H9MA), C09Z(H3IA,H2NA), C0A1(H0AG,
 H0AH), C0A2(H8EA,H3NA), C0A3(H0AS,H0AT), C0A6(H9EA,H4NA), C0A8(H0FA,H6NA),
 C0A9(H0AI,H0AJ), C0AB(H0AK,H0AL), C0AD(H5GA,H9NA), C0AE(H6GA,H0OA), C0AF(H7GA,
 H1OA), C0AH(H1FA,H2OA), C0AK(H2FA,H7OA), C0AQ(H3FA,H8OA), C0AR(H8GA,H9OA),
 C0AZ(H9GA,H0PA), C0B0(H0BA,H0BB), C0B1(H0BH,H0BI), C0B2(H0BC,H0BD), C0B8(H0BJ,
 H0BK), C5(H5BC,H5BD), C5(H5AA,H5AB), C38(H38A,H38B), C1AA(H1AB,H1AC), C16(H16A,
 H16B), C21(H21A,H21B), C4(H4A,H4B), C10(H10H,H10I), C13(H13A,H13B), C96(H96A,
 H96B), C24(H24A,H24B), C32(H32A,H32B), C101(H10D,H10E), C102(H10F,H10G),
 C111(H11K,H11L), C110(H11M,H11N), C113(H11D,H11E), C115(H11F,H11G)
5.c Me refined with riding coordinates:
 C0A0(H0AA,H0AB,H0AC), C0A0(H0AD,H0AE,H0AF)
5.d Aromatic/amide H refined with riding coordinates:
 C01V(H01V), C027(H027), C02A(H02A), C02B(H02B), C02H(H02H), C02J(H02J),
 C02L(H02L), C02T(H02T), C02Y(H02Y), C031(H031), C032(H032), C033(H033),
 C034(H034), C03A(H03A), C03B(H03J), C03E(H03H), C03F(H03M), C03G(H03I),
 C03H(H03K), C03L(H03L), C03O(H03O), C03P(H03P), C03Q(H03Q), C03T(H03T),
 C03W(H03W), C041(H041), C048(H048), C04C(H04G), C04I(H04O), C04K(H04P),
 C04L(H04L), C04M(H04Q), C04S(H04S), C04T(H04T), C04X(H04X), C050(H050),
 C058(H058), C059(H059), C05G(H05G), C05I(H2AA), C05J(H05J), C05N(H05N),
 C05Q(H05R), C05V(H05V), C05Y(H05Y), C062(H062), C064(H064), C065(H065),
 C06A(H06C), C06C(H06), C06D(H06D), C06F(H06Q), C06J(H8AA), C06M(H1BA),
 C06S(H06S), C06T(H2BA), C06U(H3BA), C06X(H06X), C074(H074), C077(H077),
 C079(H079), C07B(H07S), C07D(H6FA), C07L(H4HA), C07V(H7FA), C07X(H7HA),
 C082(H082), C089(H089), C095(H095), C096(H096), C09N(H5EA), C09R(H6EA), C6(H6),
  C7(H7), C12(H12), C14(H14)
5.e Idealised Me refined as rotating group:
 C08F(H08G,H08H,H08I), C08S(H8CA,H9JA,H0KA), C08Z(H08,H6KA,H7KA), C090(H2DA,
 H8KA,H9KA), C094(H3DA,H2LA,H3LA), C09G(H09U,H09V,H09W), C09H(H09C,H09D,H09E),
 C09J(H09X,H09Y,H0MA), C09T(H09H,H09I,H09J), C09U(H09,H5MA,H6MA), C09W(H1AA,
 H7MA,H8MA), C09Y(H5DA,H0NA,H1NA), C0A4(H0AP,H0AQ,H0AR), C0A5(H0AU,H0AV,H0AW),
 C0A7(H0AX,H0AY,H5NA), C0AA(H4IA,H7NA,H8NA), C0AI(H0AZ,H3OA,H4OA), C0AJ(H0A,
 H5OA,H6OA), C0AT(H0AM,H0AN,H0AO), C0B5(H0BE,H0BF,H0BG), C22(H22A,H22B,H22C),
 C66(H66A,H66B,H66C), C34(H34A,H34B,H34C), C100(H10A,H10B,H10C), C23(H23A,H23B,
 H23C), C106(H10J,H10K,H10L), C112(H11O,H11P,H11Q), C114(H11A,H11B,H11C),
 C116(H11H,H11I,H11J)
;
_shelx_res_checksum              1641
_shelx_fab_checksum              61318
_olex2_submission_special_instructions 'No special instructions were received'