Reducing rotatable bonds in one substrate accelerates a bimolecular Diels-Alder reaction in a bis-calix[4]pyrrole cage.
Huang, Jiaming; Martínez-Belmonte, Marta; Ballester, Pablo; Chemical communications (Cambridge, England)  (2025) –; doi:10.1039/d5cc05981j

data_7135237
_publ_section_title
;
 Reducing rotatable bonds in one substrate accelerates a bimolecular
 Diels-Alder reaction in a bis-calix[4]pyrrole cage.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d5cc05981j
_journal_year                    2025
_chemical_formula_moiety
'2(C192 H184 N16 O16), 4(C17 H22 N2 O2), C8 H10, 5(H2 O)'
_chemical_formula_sum            'C460 H476 N40 O45'
_chemical_formula_weight         7284.78
_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     dual
_audit_creation_date             2025-10-10
_audit_creation_method
;
Olex2 1.5-ac7-016
(compiled 2025.05.29 svn.r8cd99b3d for Rigaku Oxford Diffraction, GUI svn.r7254)
;
_audit_update_record
;
2025-10-10 deposited with the CCDC.	2025-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                98.149(4)
_cell_angle_beta                 104.186(4)
_cell_angle_gamma                104.628(4)
_cell_formula_units_Z            1
_cell_length_a                   17.8141(8)
_cell_length_b                   20.6055(9)
_cell_length_c                   28.5357(12)
_cell_measurement_reflns_used    8448
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.9790
_cell_measurement_theta_min      1.7530
_cell_volume                     9591.7(8)
_computing_cell_refinement       'CrysAlisPro 1.171.44.86a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.144a 64-bit (release 23-01-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.86a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac7-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     31.00  75.00   0.50  300.00    --    5.00  55.00  73.16   88
  2  \w    -79.00 -14.00   0.50  300.00    --    5.00  55.00  73.16  130
  3  \w    -83.00 -58.00   0.50  300.00    --    5.00   9.00-120.00   50
  4  \w    -30.00  79.00   0.50  300.00    --  -10.20  37.00  90.00  218
  5  \w    -19.00  78.00   0.50  300.00    --  -10.20  46.00   0.00  194
  6  \w    -99.00   7.00   0.50  300.00    --  -10.20  28.00 150.00  212
  7  \w     -4.00  79.00   0.50  300.00    --  -10.20  55.00-180.00  166
  8  \w    -18.00  57.00   0.50  300.00    --  -10.20   9.00   0.00  150
  9  \w     38.00  66.00   0.50  300.00    --  -10.20  28.00 150.00   56
 10  \w    -11.00  61.00   0.50  300.00    --  -10.20  46.00 -60.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0034404000
_diffrn_orient_matrix_UB_12      0.0221400000
_diffrn_orient_matrix_UB_13      0.0202754000
_diffrn_orient_matrix_UB_21      0.0375355000
_diffrn_orient_matrix_UB_22      0.0237306000
_diffrn_orient_matrix_UB_23      0.0014822000
_diffrn_orient_matrix_UB_31      -0.0208048000
_diffrn_orient_matrix_UB_32      0.0166023000
_diffrn_orient_matrix_UB_33      -0.0166463000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1595
_diffrn_reflns_av_unetI/netI     0.2904
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            136180
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.869
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.421
_diffrn_reflns_theta_min         1.625
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.44.86a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_description       block
_exptl_crystal_F_000             3876
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2677
_refine_ls_number_reflns         38005
_refine_ls_number_restraints     844
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.3433
_refine_ls_R_factor_gt           0.1199
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1944P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2831
_refine_ls_wR_factor_ref         0.3959
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11225
_reflns_number_total             38005
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc05981j2.cif
_cod_data_source_block           jh243_auto
_cod_original_cell_volume        9591.6(7)
_cod_database_code               7135237
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C199H200N10O10
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.992
_diffrn_oxdiff_digest_hkl
;
4345419c4352764d3e2b63d84a047124089b30
;
_diffrn_oxdiff_digest_od_ed
;

;
_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
 O2-C149
 1.45 with sigma of 0.01
 C181-C182 = C182-C183 = C183-C184 = C185-C186
 1.54 with sigma of 0.01
 O2W_$1-H3WA
 1.9 with sigma of 0.02
 C184-O14
 1.43 with sigma of 0.01
 C148-O2
 1.43 with sigma of 0.01
 O14-C185
 1.45 with sigma of 0.01
 O1-C148
 1.21 with sigma of 0.01
 C145-C146 = C147-C146 = C148-C147 = C149-C150
 1.54 with sigma of 0.01
 O4-C155
 1.45 with sigma of 0.01
 C154-O4
 1.43 with sigma of 0.01
 O3-C154
 1.21 with sigma of 0.01
 C151-C152 = C152-C153 = C153-C154 = C155-C156
 1.54 with sigma of 0.01
 C151-C153 = C152-C154
 -2.5 with sigma of 0.02
 C157-C158 = C158-C159 = C159-C160 = C161-C162
 1.54 with sigma of 0.01
 C160-O5
 1.21 with sigma of 0.01
 C160-O6
 1.43 with sigma of 0.01
 O6-C161
 1.45 with sigma of 0.01
 O7-C166
 1.21 with sigma of 0.01
 O8-C167
 1.43 with sigma of 0.01
 C166-O8
 1.45 with sigma of 0.01
 C163-C164 = C164-C165 = C165-C166 = C167-C168
 1.54 with sigma of 0.01
 O7'-C268
 -2.3 with sigma of 0.02
 C169-C170 = C170-C171 = C171-C172 = C173-C174
 1.54 with sigma of 0.01
 C172-O10
 1.43 with sigma of 0.01
 C173-O10
 1.45 with sigma of 0.01
 C172-O9
 1.21 with sigma of 0.01
 C171-C272 = C273-C274
 1.54 with sigma of 0.01
 C272-O10'
 1.43 with sigma of 0.01
 C273-O10'
 1.45 with sigma of 0.01
 C272-O9'
 1.21 with sigma of 0.01
 C274-O10'
 2.34 with sigma of 0.02
 O12-C179
 1.45 with sigma of 0.01
 C178-O12
 1.43 with sigma of 0.01
 C178-O11
 1.21 with sigma of 0.01
 C175-C176 = C176-C177 = C177-C178 = C179-C180
 1.54 with sigma of 0.01
 C177-C278 = C279-C280
 1.54 with sigma of 0.01
 O12'-C279
 1.45 with sigma of 0.01
 C278-O12'
 1.43 with sigma of 0.01
 C278-O11'
 1.21 with sigma of 0.01
 C184-O13
 1.21 with sigma of 0.01
 C187-C188 = C188-C189 = C189-C190 = C191-C192
 1.54 with sigma of 0.01
 C190-O15
 1.21 with sigma of 0.01
 C190-O16
 1.43 with sigma of 0.01
 O16-C191
 1.45 with sigma of 0.01
 H1WB-O1W = O1W-H1WA
 0.85 with sigma of 0.01
 H1WB-H1WA
 1.4 with sigma of 0.02
 H2WA-O2W = O2W-H2WB
 0.85 with sigma of 0.01
 N11-H2WA = N11-H2WC
 2.1 with sigma of 0.01
 H2WC-O2W' = O2W'-H2WD
 0.85 with sigma of 0.01
 H2WC-H2WD
 1.4 with sigma of 0.02
3. Restrained planarity
 C154, O3, O4, C155
 with sigma of 0.1
 C254, O3', O4', C255
 with sigma of 0.1
 C166, O7, O8, C167
 with sigma of 0.01
 C266, O7', O8', C267
 with sigma of 0.01
 C178, O11, O12, C179
 with sigma of 0.1
 C278, O11', O12', C279
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C148) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(C149)
\\sim Ueq, Uanis(C150) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C248) \\sim Ueq, Uanis(O1') \\sim Ueq, Uanis(O2') \\sim Ueq, Uanis(C249)
\\sim Ueq, Uanis(C250) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C152) \\sim Ueq, Uanis(C153) \\sim Ueq, Uanis(C154) \\sim Ueq, Uanis(O3)
\\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(C155) \\sim Ueq, Uanis(C156) \\sim Ueq:
with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C252) \\sim Ueq, Uanis(C253) \\sim Ueq, Uanis(C254) \\sim Ueq, Uanis(O3')
\\sim Ueq, Uanis(O4') \\sim Ueq, Uanis(C255) \\sim Ueq, Uanis(C256) \\sim Ueq:
with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C160) \\sim Ueq, Uanis(O5) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C161)
\\sim Ueq, Uanis(C162) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C166) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(C167)
\\sim Ueq, Uanis(C168) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C266) \\sim Ueq, Uanis(O7') \\sim Ueq, Uanis(O8') \\sim Ueq, Uanis(C267)
\\sim Ueq, Uanis(C268) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C172) \\sim Ueq, Uanis(O9) \\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(C173)
\\sim Ueq, Uanis(C174) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C272) \\sim Ueq, Uanis(O9') \\sim Ueq, Uanis(O10') \\sim Ueq, Uanis(C273)
\\sim Ueq, Uanis(C274) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C176) \\sim Ueq, Uanis(C177) \\sim Ueq, Uanis(C178) \\sim Ueq, Uanis(O11)
\\sim Ueq, Uanis(O12) \\sim Ueq, Uanis(C179) \\sim Ueq, Uanis(C180) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1S') \\sim Ueq, Uanis(C2S') \\sim Ueq, Uanis(C3S') \\sim Ueq,
Uanis(C4S') \\sim Ueq, Uanis(C5S') \\sim Ueq, Uanis(C6S') \\sim Ueq,
Uanis(C7S') \\sim Ueq, Uanis(C8S') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O2W) \\sim Ueq, Uanis(O2W') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C172) = Uanis(C272)
Uanis(C178) = Uanis(C278)
Uanis(C179) = Uanis(C279)
Uanis(C180) = Uanis(C280)
Uanis(O11) = Uanis(O11')
Uanis(O12) = Uanis(O12')
5. Rigid body (RIGU) restrains
 O14, C185, C186
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C148, O1, O2, C149, C150
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C248, O1', O2', C249, C250
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C152, C153, C154, O3, O4, C155, C156
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C252, C253, C254, O3', O4', C255, C256
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C160, O5, O6, C161, C162
 with sigma for 1-2 distances of 0.008 and sigma for 1-3 distances of 0.008
 C166, O7, O8, C167, C168
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C266, O7', O8', C267, C268
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C172, O9, O10, C173, C174
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C272, O9', O10', C273, C274
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C176, C177, C178, O11, O12, C179, C180
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1S', C2S', C3S', C4S', C5S', C6S', C7S', C8S'
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{C152, C153, C154, O3, O4, C155, C156} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C252, C253, C254, O3', O4', C255, C256}
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
{C166, O7, O8, C167, C168} sigma for 1-2: 0.008, 1-3: 0.04
as in
{C266, O7', O8', C267, C268}
{C148, O1, O2, C149, C150} sigma for 1-2: 0.01, 1-3: 0.04
as in
{C248, O1', O2', C249, C250}
7. Others
 Fixed Sof: H14E(0.75) H14F(0.75) H14G(0.25) H14H(0.25) C148(0.75) O1(0.75)
 O2(0.75) C149(0.75) H14I(0.75) H14J(0.75) C150(0.75) H15A(0.75) H15B(0.75)
 H15C(0.75) C248(0.25) O1'(0.25) O2'(0.25) C249(0.25) H24A(0.25) H24B(0.25)
 C250(0.25) H25A(0.25) H25B(0.25) H25C(0.25) H15D(0.75) H15E(0.75) H15F(0.25)
 H15G(0.25) C152(0.25) H15H(0.25) H15I(0.25) C153(0.25) H15J(0.25) H15K(0.25)
 C154(0.25) O3(0.25) O4(0.25) C155(0.25) H15L(0.25) H15M(0.25) C156(0.25)
 H15N(0.25) H15O(0.25) H15P(0.25) C252(0.75) H25D(0.75) H25E(0.75) C253(0.75)
 H25F(0.75) H25G(0.75) C254(0.75) O3'(0.75) O4'(0.75) C255(0.75) H25H(0.75)
 H25I(0.75) C256(0.75) H25J(0.75) H25K(0.75) H25L(0.75) H16J(0.7) H16K(0.7)
 H16L(0.3) H16M(0.3) C166(0.7) O7(0.7) O8(0.7) C167(0.7) H16N(0.7) H16O(0.7)
 C168(0.7) H16P(0.7) H16Q(0.7) H16R(0.7) C266(0.3) O7'(0.3) O8'(0.3) C267(0.3)
 H26A(0.3) H26B(0.3) C268(0.3) H26C(0.3) H26D(0.3) H26E(0.3) H17C(0.8)
 H17D(0.8) H17E(0.2) H17F(0.2) C172(0.8) O9(0.8) O10(0.8) C173(0.8) H17G(0.8)
 H17H(0.8) C174(0.8) H17I(0.8) H17J(0.8) H17K(0.8) C272(0.2) O9'(0.2) O10'(0.2)
 C273(0.2) H27A(0.2) H27B(0.2) C274(0.2) H27C(0.2) H27D(0.2) H27E(0.2)
 H17P(0.7) H17Q(0.7) H17R(0.3) H17S(0.3) C178(0.7) O11(0.7) O12(0.7) C179(0.7)
 H17T(0.7) H17U(0.7) C180(0.7) H18A(0.7) H18B(0.7) H18C(0.7) C278(0.3)
 O11'(0.3) O12'(0.3) C279(0.3) H27F(0.3) H27G(0.3) C280(0.3) H28A(0.3)
 H28B(0.3) H28C(0.3) C1S'(0.5) H1SA(0.5) H1SB(0.5) H1SC(0.5) C2S'(0.5)
 C3S'(0.5) H3S'(0.5) C4S'(0.5) H4S'(0.5) C5S'(0.5) C6S'(0.5) H6S'(0.5)
 C7S'(0.5) H7S'(0.5) C8S'(0.5) H8SA(0.5) H8SB(0.5) H8SC(0.5) O2W(0.5) H2WA(0.5)
 H2WB(0.5) O2W'(0.5) H2WC(0.5) H2WD(0.5) O3W(0.5) H3WA(0.5) H3WB(0.5)
8.a Riding coordinates:
 O3W(H3WA,H3WB)
8.b Free rotating group:
 O2W(H2WA,H2WB,O2W',H2WC,H2WD)
8.c Secondary CH2 refined with riding coordinates:
 C145(H14A,H14B), C146(H14C,H14D), C147(H14E,H14F), C147(H14G,H14H), C149(H14I,
 H14J), C249(H24A,H24B), C151(H15D,H15E), C151(H15F,H15G), C152(H15H,H15I),
 C153(H15J,H15K), C155(H15L,H15M), C252(H25D,H25E), C253(H25F,H25G), C255(H25H,
 H25I), C157(H15Q,H15R), C158(H15S,H15T), C159(H15U,H15V), C161(H16A,H16B),
 C163(H16F,H16G), C164(H16H,H16I), C165(H16J,H16K), C165(H16L,H16M), C167(H16N,
 H16O), C267(H26A,H26B), C169(H16S,H16T), C170(H17A,H17B), C171(H17C,H17D),
 C171(H17E,H17F), C173(H17G,H17H), C273(H27A,H27B), C175(H17L,H17M), C176(H17N,
 H17O), C177(H17P,H17Q), C177(H17R,H17S), C179(H17T,H17U), C279(H27F,H27G),
 C181(H18D,H18E), C182(H18F,H18G), C183(H18H,H18I), C185(H18J,H18K), C187(H18O,
 H18P), C188(H18Q,H18R), C189(H18S,H18T), C191(H19A,H19B), C6B(H6BA,H6BB),
 C7B(H7BA,H7BB), C8B(H8BA,H8BB), C9B(H9BA,H9BB), C10B(H10A,H10B), C11B(H11A,
 H11B), C12B(H12A,H12B), C6C(H6CA,H6CB), C7C(H7CA,H7CB), C8C(H8CA,H8CB),
 C9C(H9CA,H9CB), C10C(H10C,H10D), C11C(H11C,H11D), C12C(H12C,H12D)
8.d Me refined with riding coordinates:
 C156(H15N,H15O,H15P), C256(H25J,H25K,H25L), C268(H26C,H26D,H26E), C274(H27C,
 H27D,H27E), C180(H18A,H18B,H18C), C280(H28A,H28B,H28C)
8.e Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N13(H13), N14(H14), N15(H15), N16(H16),
 C2(H2A), C3(H3A), C7(H7), C8(H8), C12(H12), C13(H13A), C17(H17), C18(H18),
 C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32),
  C33(H33), C35(H35), C36(H36), C38(H38), C39(H39), C40(H40), C42(H42),
 C43(H43), C45(H45), C46(H46), C48(H48), C49(H49), C51(H51), C52(H52), C53(H53),
  C55(H55), C56(H56), C58(H58), C59(H59), C61(H61), C62(H62), C64(H64),
 C65(H65), C66(H66), C68(H68), C69(H69), C71(H71), C72(H72), C74(H74), C75(H75),
  C77(H77), C78(H78), C79(H79), C81(H81), C82(H82), C84(H84), C85(H85),
 C87(H87), C88(H88), C90(H90), C91(H91), C92(H92), C94(H94), C95(H95), C97(H97),
  C98(H98), C100(H100), C101(H101), C103(H103), C104(H104), C105(H105),
 C107(H107), C108(H108), C110(H110), C111(H111), C113(H113), C114(H114),
 C116(H116), C117(H117), C118(H118), C120(H120), C121(H121), C123(H123),
 C124(H124), C127(H127), C128(H128), C132(H132), C133(H133), C137(H137),
 C138(H138), C142(H142), C143(H143), C2B(H2B), C3B(H3B), C4B(H4B), C5B(H5B),
 C13B(H13B), C14B(H14K), C16B(H16U), C17B(H17V), C2C(H2C), C3C(H3C), C4C(H4C),
 C5C(H5C), C13C(H13C), C14C(H14L), C16C(H16V), C17C(H17W), C3S'(H3S'),
 C4S'(H4S'), C6S'(H6S'), C7S'(H7S')
8.f Fitted hexagon refined as free rotating group:
 C86(C87,C88,C89,C90,C91), C1C(C2C,C3C,N1C,C4C,C5C), N2C(C13C,C14C,C15C,C16C,
 C17C), C2S'(C3S',C4S',C5S',C6S',C7S')
8.g Idealised Me refined as rotating group:
 C150(H15A,H15B,H15C), C250(H25A,H25B,H25C), C162(H16C,H16D,H16E), C168(H16P,
 H16Q,H16R), C174(H17I,H17J,H17K), C186(H18L,H18M,H18N), C192(H19C,H19D,H19E),
 C1S'(H1SA,H1SB,H1SC), C8S'(H8SA,H8SB,H8SC)
;
_shelx_res_checksum              76009
_shelx_hkl_checksum              37684
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.417
_oxdiff_exptl_absorpt_empirical_full_min 0.803