A novel series of giant cobalt-calixarene macrocycles: ring-expansion and modulation of pore apertures through recrystallization.
Zhang, Kai; Du, Shao-Wu; Dalton transactions (Cambridge, England : 2003) 50 (2021) 6181–6187; doi:10.1039/d1dt00556a

data_7707120
_publ_section_title
;
 A novel series of giant cobalt-calixarene macrocycles: ring-expansion and
 modulation of pore apertures through recrystallization.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6181
_journal_page_last               6187
_journal_paper_doi               10.1039/d1dt00556a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety
'C224.5 H242 Cl5 Co20 N10 O50 S20, 77(C3 H7 N O)'
_chemical_formula_sum            'C680 H1023 Cl10 Co40 N97 O177 S40'
_chemical_formula_weight         17383.36
_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             2021-01-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-06 deposited with the CCDC.	2021-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                69.6330(10)
_cell_angle_beta                 71.5790(10)
_cell_angle_gamma                84.6960(10)
_cell_formula_units_Z            1
_cell_length_a                   23.7232(3)
_cell_length_b                   31.4851(4)
_cell_length_c                   36.7204(5)
_cell_measurement_reflns_used    87328
_cell_measurement_temperature    119.99(13)
_cell_measurement_theta_max      58.5650
_cell_measurement_theta_min      2.3200
_cell_volume                     24390.5(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_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      119.99(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.958
_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    -21.00  59.00   0.50    0.63    --   -1.72  76.00  31.00  160
  2  \w     57.00 145.00   0.50    2.53    --   72.03  76.00  31.00  176
  3  \w     43.00  94.00   0.50    2.53    --   72.03 -76.00 -95.00  102
  4  \w     80.00 106.00   0.50    2.53    --   72.03 -99.00 -90.00   52
  5  \w     30.00  60.00   0.50    2.53    --   72.03 -99.00 -90.00   60
  6  \w     26.00  52.00   0.50    2.53    --   72.03 -57.00-180.00   52
  7  \w      1.00  63.00   0.50    2.53    --   72.03 -57.00 -90.00  124
  8  \w      4.00  37.00   0.50    2.53    --   72.03 -38.00 -30.00   66
  9  \w     -2.00  41.00   0.50    2.53    --   72.03 -38.00 -60.00   86
 10  \w     -3.00  22.00   0.50    2.53    --   72.03 -19.00  60.00   50
 11  \w     -2.00  23.00   0.50    2.53    --   72.03 -38.00  90.00   50
 12  \w     -3.00  22.00   0.50    2.53    --   72.03 -19.00  90.00   50
 13  \w     23.00 102.00   0.50    2.53    --   72.03-125.00 120.00  158
 14  \w      4.00  69.00   0.50    0.63    --   -1.72  38.00-180.00  130
 15  \w    -38.00  -4.00   0.50    2.53    --  -75.46  38.00-150.00   68
 16  \w    -43.00  -2.00   0.50    2.53    --  -75.46  38.00   0.00   82
 17  \w    -26.00   0.00   0.50    2.53    --  -75.46  19.00  60.00   52
 18  \w    -65.00 -16.00   0.50    2.53    --  -75.46  57.00  30.00   98
 19  \w    -69.00 -43.00   0.50    2.53    --  -75.46  76.00  31.00   52
 20  \w    -66.00 -17.00   0.50    2.53    --  -75.46  57.00 120.00   98
 21  \w    -63.00  -2.00   0.50    2.53    --  -75.46  57.00 150.00  122
 22  \w    -71.00  -2.00   0.50    2.53    --  -75.46  77.00 150.00  138
 23  \w   -102.00 -21.00   0.50    2.53    --  -75.46 125.00 150.00  162
 24  \w   -111.00 -53.00   0.50    2.53    --  -75.46 125.00   0.00  116
 25  \w   -103.00 -27.00   0.50    2.53    --  -75.46 125.00-180.00  152
 26  \w    -66.00  10.00   0.50    0.63    --   -1.72 -76.00 -95.00  152
 27  \w   -145.00 -56.00   0.50    2.53    --  -75.46 -76.00 -95.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0495421000
_diffrn_orient_matrix_UB_12      0.0035877000
_diffrn_orient_matrix_UB_13      0.0289472000
_diffrn_orient_matrix_UB_21      0.0027857000
_diffrn_orient_matrix_UB_22      0.0451239000
_diffrn_orient_matrix_UB_23      -0.0177699000
_diffrn_orient_matrix_UB_31      -0.0328542000
_diffrn_orient_matrix_UB_32      -0.0032036000
_diffrn_orient_matrix_UB_33      -0.0226677000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.3405
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            353822
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         61.226
_diffrn_reflns_theta_min         2.126
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    4.579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_description       block
_exptl_crystal_F_000             6968
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.497
_refine_diff_density_min         -1.065
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     4266
_refine_ls_number_reflns         109466
_refine_ls_number_restraints     12281
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1295
_refine_ls_R_factor_gt           0.0828
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1768P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2551
_refine_ls_wR_factor_ref         0.2878
_reflns_Friedel_coverage         0.000
_reflns_number_gt                58173
_reflns_number_total             109466
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt00556a2.cif
_cod_data_source_block           Co40
_cod_depositor_comments
'Adding full bibliography for 7707115--7707120.cif.'
_cod_database_code               7707120
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C680 H1023 Cl10 Co40 N97 O177 S40'
_shelx_estimated_absorpt_t_max   0.877
_shelx_estimated_absorpt_t_min   0.715
_diffrn_oxdiff_digest_frames
;
0142fb90e2be843a503979bea94929523202786e7ad
;
_diffrn_oxdiff_digest_hkl
;
01e437fd2ad85828c6678f49d3f0d16e02004a
;
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_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, All O(H,H) groups
2. Restrained distances
 C318-O59
 1.22 with sigma of 0.02
 N20-C319
 1.45 with sigma of 0.02
 N20-C320
 1.46 with sigma of 0.02
 C318-N20
 1.36 with sigma of 0.02
 C321-O60
 1.22 with sigma of 0.02
 N21-C323
 1.46 with sigma of 0.02
 N21-C322
 1.45 with sigma of 0.02
 C321-N21
 1.36 with sigma of 0.02
 N22-C326
 1.46 with sigma of 0.02
 N22-C325
 1.45 with sigma of 0.02
 C324-O61
 1.22 with sigma of 0.02
 C324-N22
 1.36 with sigma of 0.02
 N15-C238 = N15-C233 = N15-C224
 1.54 with sigma of 0.01
 N23-C328
 1.45 with sigma of 0.02
 C327-O62
 1.22 with sigma of 0.02
 N23-C329
 1.46 with sigma of 0.02
 C327-N23
 1.36 with sigma of 0.02
 C318-C320
 2.45 with sigma of 0.04
 C318-C319
 2.46 with sigma of 0.04
 C321-C323
 2.45 with sigma of 0.04
 C321-C322
 2.46 with sigma of 0.04
 C324-C325
 2.46 with sigma of 0.04
 C324-C326
 2.45 with sigma of 0.04
 C327-C328
 2.46 with sigma of 0.04
 C327-C329
 2.45 with sigma of 0.04
 C128-C152 \\sim C128-C252
 with sigma of 0.02
 C152-C201 \\sim C252-C250
 with sigma of 0.02
 C152-C210 \\sim C252-C249
 with sigma of 0.02
 C152-C211 \\sim C252-C251
 with sigma of 0.02
 C128-C201 \\sim C128-C250
 with sigma of 0.04
 C128-C210 \\sim C128-C249
 with sigma of 0.04
 C128-C211 \\sim C128-C251
 with sigma of 0.04
 C201-C210 \\sim C250-C249
 with sigma of 0.04
 C201-C211 \\sim C250-C251
 with sigma of 0.04
 C210-C211 \\sim C249-C251
 with sigma of 0.04
 C118-C194 \\sim C118-C253
 with sigma of 0.02
 C118-C196 \\sim C118-C254
 with sigma of 0.02
 C118-C198 \\sim C118-C255
 with sigma of 0.02
 C109-C165 \\sim C109-C256
 with sigma of 0.02
 C109-C166 \\sim C109-C257
 with sigma of 0.02
 C109-C174 \\sim C109-C258
 with sigma of 0.02
 C115-C122 \\sim C115-C260
 with sigma of 0.02
 C122-C195 \\sim C260-C259
 with sigma of 0.02
 C122-C202 \\sim C260-C262
 with sigma of 0.02
 C122-C207 \\sim C260-C261
 with sigma of 0.02
 C115-C195 \\sim C115-C259
 with sigma of 0.04
 C115-C202 \\sim C115-C262
 with sigma of 0.04
 C115-C207 \\sim C115-C261
 with sigma of 0.04
 C195-C202 \\sim C259-C262
 with sigma of 0.04
 C195-C207 \\sim C259-C261
 with sigma of 0.04
 C202-C207 \\sim C262-C261
 with sigma of 0.04
 C126-C157 \\sim C126-C265
 with sigma of 0.02
 C157-C186 \\sim C265-C266
 with sigma of 0.02
 C157-C192 \\sim C265-C264
 with sigma of 0.02
 C157-C215 \\sim C265-C263
 with sigma of 0.02
 C126-C186 \\sim C126-C266
 with sigma of 0.04
 C126-C192 \\sim C126-C264
 with sigma of 0.04
 C126-C215 \\sim C126-C263
 with sigma of 0.04
 C186-C192 \\sim C266-C264
 with sigma of 0.04
 C186-C215 \\sim C266-C263
 with sigma of 0.04
 C192-C215 \\sim C264-C263
 with sigma of 0.04
 C133-C169 \\sim C133-C272
 with sigma of 0.02
 C133-C180 \\sim C133-C273
 with sigma of 0.02
 C133-C183 \\sim C133-C271
 with sigma of 0.02
 C162-C204 \\sim C162-C276
 with sigma of 0.02
 C162-C208 \\sim C162-C275
 with sigma of 0.02
 C162-C239 \\sim C162-C274
 with sigma of 0.02
 C175-C205 \\sim C175-C278
 with sigma of 0.02
 C175-C216 \\sim C175-C279
 with sigma of 0.02
 C175-C217 \\sim C175-C280
 with sigma of 0.02
 C149-C248 \\sim C149-C284
 with sigma of 0.04
 C149-C206 \\sim C149-C283
 with sigma of 0.04
 C206-C248 \\sim C283-C284
 with sigma of 0.04
 C206-C212 \\sim C283-C282
 with sigma of 0.04
 C193-C248 \\sim C281-C284
 with sigma of 0.02
 C149-C212 \\sim C149-C282
 with sigma of 0.04
 C212-C248 \\sim C282-C284
 with sigma of 0.04
 C149-C193 \\sim C149-C281
 with sigma of 0.02
 C193-C206 \\sim C281-C283
 with sigma of 0.02
 C193-C212 \\sim C281-C282
 with sigma of 0.02
 C114-C214 \\sim C114-C286
 with sigma of 0.04
 C199-C214 \\sim C287-C286
 with sigma of 0.04
 C114-C155 \\sim C114-C285
 with sigma of 0.02
 C155-C199 \\sim C285-C287
 with sigma of 0.02
 C155-C209 \\sim C285-C288
 with sigma of 0.02
 C155-C214 \\sim C285-C286
 with sigma of 0.02
 C114-C209 \\sim C114-C288
 with sigma of 0.04
 C199-C209 \\sim C287-C288
 with sigma of 0.04
 C209-C214 \\sim C288-C286
 with sigma of 0.04
 C114-C199 \\sim C114-C287
 with sigma of 0.04
 C130-C181 \\sim C130-C289
 with sigma of 0.02
 C130-C189 \\sim C130-C290
 with sigma of 0.02
 C130-C203 \\sim C130-C291
 with sigma of 0.02
 C178-C185 \\sim C178-C293
 with sigma of 0.02
 C178-C242 \\sim C178-C294
 with sigma of 0.02
 C178-C244 \\sim C178-C292
 with sigma of 0.02
 C135-C191 \\sim C135-C297
 with sigma of 0.04
 C191-C213 \\sim C297-C296
 with sigma of 0.04
 C190-C213 \\sim C298-C296
 with sigma of 0.04
 C161-C190 \\sim C295-C298
 with sigma of 0.02
 C135-C161 \\sim C135-C295
 with sigma of 0.02
 C161-C191 \\sim C295-C297
 with sigma of 0.02
 C135-C213 \\sim C135-C296
 with sigma of 0.04
 C190-C191 \\sim C298-C297
 with sigma of 0.04
 C161-C213 \\sim C295-C296
 with sigma of 0.02
 C135-C190 \\sim C135-C298
 with sigma of 0.04
 C145-C150 \\sim C145-C301
 with sigma of 0.02
 C145-C188 \\sim C145-C300
 with sigma of 0.02
 C145-C197 \\sim C145-C299
 with sigma of 0.02
 C167-C270 \\sim C167-C304
 with sigma of 0.04
 C167-C268 \\sim C167-C303
 with sigma of 0.04
 C268-C269 \\sim C303-C305
 with sigma of 0.04
 C167-C269 \\sim C167-C305
 with sigma of 0.04
 C167-C267 \\sim C167-C302
 with sigma of 0.02
 C267-C268 \\sim C302-C303
 with sigma of 0.02
 C268-C270 \\sim C303-C304
 with sigma of 0.04
 C267-C269 \\sim C302-C305
 with sigma of 0.02
 C269-C270 \\sim C305-C304
 with sigma of 0.04
 C267-C270 \\sim C302-C304
 with sigma of 0.02
 C163-C187 \\sim C309-C308
 with sigma of 0.04
 C82-C177 \\sim C82-C307
 with sigma of 0.04
 C177-C187 \\sim C307-C308
 with sigma of 0.04
 C82-C163 \\sim C82-C309
 with sigma of 0.04
 C82-C187 \\sim C82-C308
 with sigma of 0.04
 C163-C177 \\sim C309-C307
 with sigma of 0.04
 C82-C138 \\sim C82-C306
 with sigma of 0.02
 C138-C163 \\sim C306-C309
 with sigma of 0.02
 C138-C177 \\sim C306-C307
 with sigma of 0.02
 C138-C187 \\sim C306-C308
 with sigma of 0.02
 C123-C182 \\sim C123-C313
 with sigma of 0.04
 C182-C200 \\sim C313-C311
 with sigma of 0.04
 C179-C182 \\sim C312-C313
 with sigma of 0.04
 C123-C179 \\sim C123-C312
 with sigma of 0.04
 C123-C200 \\sim C123-C311
 with sigma of 0.04
 C160-C179 \\sim C310-C312
 with sigma of 0.02
 C160-C182 \\sim C310-C313
 with sigma of 0.02
 C179-C200 \\sim C312-C311
 with sigma of 0.04
 C160-C200 \\sim C310-C311
 with sigma of 0.02
 C123-C160 \\sim C123-C310
 with sigma of 0.02
 C120-C173 \\sim C120-C317
 with sigma of 0.04
 C172-C173 \\sim C316-C317
 with sigma of 0.04
 C120-C168 \\sim C120-C315
 with sigma of 0.04
 C120-C172 \\sim C120-C316
 with sigma of 0.04
 C120-C147 \\sim C120-C314
 with sigma of 0.02
 C147-C168 \\sim C314-C315
 with sigma of 0.02
 C168-C173 \\sim C315-C317
 with sigma of 0.04
 C147-C172 \\sim C314-C316
 with sigma of 0.02
 C147-C173 \\sim C314-C317
 with sigma of 0.02
 C168-C172 \\sim C315-C316
 with sigma of 0.04
 N20-C319 \\sim N20-C320
 with sigma of 0.02
 N21-C322 \\sim N21-C323
 with sigma of 0.02
 N22-C325 \\sim N22-C326
 with sigma of 0.02
 N15-C238 \\sim N15-C233 \\sim N15-C224
 with sigma of 0.02
 N23-C328 \\sim N23-C329
 with sigma of 0.02
3. Restrained planarity
 C318, O59, N20, C319, C320
 with sigma of 0.1
 C321, O60, N21, C322, C323
 with sigma of 0.1
 C324, O61, N22, C325, C326
 with sigma of 0.1
 C327, O62, N23, C328, C329
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C318 \\sim O59 \\sim N20 \\sim C319 \\sim C320: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C321 \\sim O60 \\sim N21 \\sim C322 \\sim C323: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C324 \\sim O61 \\sim N22 \\sim C325 \\sim C326: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C327 \\sim O62 \\sim N23 \\sim C328 \\sim C329: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08
C329 \\sim N23 \\sim C328 \\sim O62 \\sim C327: within 2A with sigma of 0.001
and sigma for terminal atoms of 0.002
C154 \\sim C146 \\sim C171 \\sim C167 \\sim C159 \\sim C158: within 2A with
sigma of 0.001 and sigma for terminal atoms of 0.002
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57
\\sim C58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65
\\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72 \\sim C73
\\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81
\\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C88 \\sim C89
\\sim C90 \\sim C91 \\sim C92 \\sim C93 \\sim C94 \\sim C95 \\sim C96 \\sim C97
\\sim C98 \\sim C99 \\sim C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104
\\sim C105 \\sim C106 \\sim C107 \\sim C108 \\sim C109 \\sim C110 \\sim C111
\\sim C112 \\sim C113 \\sim C114 \\sim C115 \\sim C116 \\sim C117 \\sim C118
\\sim C119 \\sim C120 \\sim C121 \\sim C122 \\sim C123 \\sim C124 \\sim C125
\\sim C126 \\sim C127 \\sim C128 \\sim C129 \\sim C130 \\sim C131 \\sim C132
\\sim C133 \\sim C134 \\sim C135 \\sim C136 \\sim C137 \\sim C138 \\sim C139
\\sim C140 \\sim C141 \\sim C142 \\sim C143 \\sim C144 \\sim C145 \\sim C147
\\sim C148 \\sim C149 \\sim C150 \\sim C151 \\sim C152 \\sim C153 \\sim C155
\\sim C156 \\sim C157 \\sim C160 \\sim C161 \\sim C162 \\sim C163 \\sim C164
\\sim C165 \\sim C166 \\sim C168 \\sim C169 \\sim C170 \\sim C171 \\sim C167
\\sim C159 \\sim C158 \\sim C146 \\sim C154 \\sim C172 \\sim C173 \\sim C174
\\sim C175 \\sim C176 \\sim C177 \\sim C178 \\sim C179 \\sim C180 \\sim C181
\\sim C182 \\sim C183 \\sim C184 \\sim C185 \\sim C186 \\sim C187 \\sim C188
\\sim C189 \\sim C190 \\sim C191 \\sim C192 \\sim C193 \\sim C194 \\sim C195
\\sim C196 \\sim C197 \\sim C198 \\sim C199 \\sim C200 \\sim C201 \\sim C202
\\sim C203 \\sim C204 \\sim C205 \\sim C206 \\sim C207 \\sim C208 \\sim C209
\\sim C210 \\sim C211 \\sim C212 \\sim C213 \\sim C214 \\sim C215 \\sim C216
\\sim C217 \\sim C218 \\sim C219 \\sim C220 \\sim C221 \\sim C222 \\sim C223
\\sim C224 \\sim C225 \\sim C226 \\sim C227 \\sim C228 \\sim C229 \\sim C230
\\sim C231 \\sim C232 \\sim C233 \\sim C234 \\sim C235 \\sim C236 \\sim C237
\\sim C238 \\sim C239 \\sim C240 \\sim C241 \\sim C242 \\sim C243 \\sim C244
\\sim C245 \\sim C246 \\sim C247 \\sim C248 \\sim C249 \\sim C250 \\sim C251
\\sim C252 \\sim C253 \\sim C254 \\sim C255 \\sim C256 \\sim C257 \\sim C258
\\sim C259 \\sim C260 \\sim C261 \\sim C262 \\sim C263 \\sim C264 \\sim C265
\\sim C266 \\sim C267 \\sim C268 \\sim C269 \\sim C270 \\sim C271 \\sim C272
\\sim C273 \\sim C274 \\sim C275 \\sim C276 \\sim C277 \\sim C278 \\sim C279
\\sim C280 \\sim C281 \\sim C282 \\sim C283 \\sim C284 \\sim C285 \\sim C286
\\sim C287 \\sim C288 \\sim C289 \\sim C290 \\sim C291 \\sim C292 \\sim C293
\\sim C294 \\sim C295 \\sim C296 \\sim C297 \\sim C298 \\sim C299 \\sim C300
\\sim C301 \\sim C302 \\sim C303 \\sim C304 \\sim C305 \\sim C306 \\sim C307
\\sim C308 \\sim C309 \\sim C310 \\sim C311 \\sim C312 \\sim C313 \\sim C314
\\sim C315 \\sim C316 \\sim C317 \\sim C318 \\sim C319 \\sim C320 \\sim C321
\\sim C322 \\sim C323 \\sim C324 \\sim C325 \\sim C326 \\sim C327 \\sim C328
\\sim C329 \\sim O1 \\sim O2 \\sim O3 \\sim O4 \\sim O5 \\sim O6 \\sim O7 \\sim
O8 \\sim O9 \\sim O10 \\sim O11 \\sim O12 \\sim O13 \\sim O14 \\sim O15 \\sim
O16 \\sim O17 \\sim O18 \\sim O19 \\sim O20 \\sim O21 \\sim O22 \\sim O23 \\sim
O24 \\sim O25 \\sim O26 \\sim O27 \\sim O28 \\sim O29 \\sim O30 \\sim O31 \\sim
O32 \\sim O33 \\sim O34 \\sim O35 \\sim O36 \\sim O37 \\sim O38 \\sim O39 \\sim
O40 \\sim O41 \\sim O42 \\sim O43 \\sim O44 \\sim O45 \\sim O46 \\sim O47 \\sim
O48 \\sim O49 \\sim O50 \\sim O51 \\sim O52 \\sim O53 \\sim O54 \\sim O55 \\sim
O56 \\sim O57 \\sim O58 \\sim O59 \\sim O60 \\sim O61 \\sim O62 \\sim O63 \\sim
N1 \\sim N2 \\sim N3 \\sim N4 \\sim N5 \\sim N6 \\sim N7 \\sim N8 \\sim N9
\\sim N10 \\sim N11 \\sim N12 \\sim N13 \\sim N14 \\sim N15 \\sim N16 \\sim N17
\\sim N18 \\sim N19 \\sim N20 \\sim N21 \\sim N22 \\sim N23: within -3.8A with
sigma of 0.015 and sigma for terminal atoms of 0.03
5. Rigid body (RIGU) restrains
 C318, O59, N20, C319, C320
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C321, O60, N21, C322, C323
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C324, O61, N22, C325, C326
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C327, O62, N23, C328, C329
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C249)=Sof(H24J)=Sof(H24K)=Sof(H24L)=Sof(C250)=Sof(H25A)=Sof(H25B)=
 Sof(H25C)=Sof(C251)=Sof(H25D)=Sof(H25E)=Sof(H25F)=Sof(C252)=1-FVAR(1)
 Sof(C152)=Sof(C201)=Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(C210)=Sof(H21A)=
 Sof(H21B)=Sof(H21C)=Sof(C211)=Sof(H21D)=Sof(H21E)=Sof(H21F)=FVAR(1)
 Sof(C253)=Sof(H25G)=Sof(H25H)=Sof(H25I)=Sof(C254)=Sof(H25J)=Sof(H25K)=
 Sof(H25L)=Sof(C255)=Sof(H25M)=Sof(H25N)=Sof(H25O)=1-FVAR(2)
 Sof(C194)=Sof(H19J)=Sof(H19K)=Sof(H19L)=Sof(C196)=Sof(H19P)=Sof(H19Q)=
 Sof(H19R)=Sof(C198)=Sof(H19V)=Sof(H19W)=Sof(H19X)=FVAR(2)
 Sof(C256)=Sof(H25P)=Sof(H25Q)=Sof(H25R)=Sof(C257)=Sof(H25S)=Sof(H25T)=
 Sof(H25U)=Sof(C258)=Sof(H25V)=Sof(H25W)=Sof(H25X)=1-FVAR(3)
 Sof(C165)=Sof(H16G)=Sof(H16H)=Sof(H16I)=Sof(C166)=Sof(H16J)=Sof(H16K)=
 Sof(H16L)=Sof(C174)=Sof(H17J)=Sof(H17K)=Sof(H17L)=FVAR(3)
 Sof(C259)=Sof(H25Y)=Sof(HP)=Sof(HQ)=Sof(C260)=Sof(C261)=Sof(H26A)=Sof(H26B)=
 Sof(H26C)=Sof(C262)=Sof(H26D)=Sof(H26E)=Sof(H26F)=1-FVAR(4)
 Sof(C122)=Sof(C195)=Sof(H19M)=Sof(H19N)=Sof(H19O)=Sof(C202)=Sof(H20G)=
 Sof(H20H)=Sof(H20I)=Sof(C207)=Sof(H20V)=Sof(H20W)=Sof(H20X)=FVAR(4)
 Sof(C263)=Sof(H26G)=Sof(H26H)=Sof(H26I)=Sof(C264)=Sof(H26J)=Sof(H26K)=
 Sof(H26L)=Sof(C265)=Sof(C266)=Sof(H26M)=Sof(H26N)=Sof(H26O)=1-FVAR(5)
 Sof(C157)=Sof(C186)=Sof(H18S)=Sof(H18T)=Sof(H18U)=Sof(C192)=Sof(H19G)=
 Sof(H19H)=Sof(H19I)=Sof(C215)=Sof(H21M)=Sof(H21N)=Sof(H21O)=FVAR(5)
 Sof(C271)=Sof(H27D)=Sof(H27E)=Sof(H27F)=Sof(C272)=Sof(H27G)=Sof(H27H)=
 Sof(H27I)=Sof(C273)=Sof(H27J)=Sof(H27K)=Sof(H27L)=1-FVAR(6)
 Sof(C169)=Sof(H16P)=Sof(H16Q)=Sof(H16R)=Sof(C180)=Sof(H18A)=Sof(H18B)=
 Sof(H18C)=Sof(C183)=Sof(H18J)=Sof(H18K)=Sof(H18L)=FVAR(6)
 Sof(C274)=Sof(H27M)=Sof(H27N)=Sof(H27O)=Sof(C275)=Sof(H27P)=Sof(H27Q)=
 Sof(H27R)=Sof(C276)=Sof(H27S)=Sof(H27T)=Sof(H27U)=1-FVAR(7)
 Sof(C204)=Sof(H20M)=Sof(H20N)=Sof(H20O)=Sof(C208)=Sof(H20Y)=Sof(HF)=Sof(HG)=
 Sof(C239)=Sof(H23A)=Sof(H23B)=Sof(H23C)=FVAR(7)
 Sof(C162)=1-FVAR(8)
 Sof(C277)=FVAR(8)
 Sof(C278)=Sof(H27V)=Sof(H27W)=Sof(H27X)=Sof(C279)=Sof(H27Y)=Sof(HR)=Sof(HS)=
 Sof(C280)=Sof(H28A)=Sof(H28B)=Sof(H28C)=1-FVAR(9)
 Sof(C205)=Sof(H20P)=Sof(H20Q)=Sof(H20R)=Sof(C216)=Sof(H21P)=Sof(H21Q)=
 Sof(H21R)=Sof(C217)=Sof(H21S)=Sof(H21T)=Sof(H21U)=FVAR(9)
 Sof(C281)=Sof(C282)=Sof(C283)=Sof(H28D)=Sof(H28E)=Sof(H28F)=Sof(C284)=
 Sof(H28G)=Sof(H28H)=Sof(H28I)=1-FVAR(10)
 Sof(C193)=Sof(C206)=Sof(H20S)=Sof(H20T)=Sof(H20U)=Sof(C212)=Sof(C248)=
 Sof(H24G)=Sof(H24H)=Sof(H24I)=FVAR(10)
 Sof(C285)=Sof(C286)=Sof(H28J)=Sof(H28K)=Sof(H28L)=Sof(C287)=Sof(H28M)=
 Sof(H28N)=Sof(H28O)=Sof(C288)=Sof(H28P)=Sof(H28Q)=Sof(H28R)=1-FVAR(11)
 Sof(C155)=Sof(C199)=Sof(H19Y)=Sof(HD)=Sof(HE)=Sof(C209)=Sof(H20Z)=Sof(HH)=
 Sof(HI)=Sof(C214)=Sof(H21J)=Sof(H21K)=Sof(H21L)=FVAR(11)
 Sof(C289)=Sof(H28S)=Sof(H28T)=Sof(H28U)=Sof(C290)=Sof(H29A)=Sof(H29B)=
 Sof(H29C)=Sof(C291)=Sof(H29D)=Sof(H29E)=Sof(H29F)=1-FVAR(12)
 Sof(C181)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C189)=Sof(H18Z)=Sof(HB)=Sof(HC)=
 Sof(C203)=Sof(H20J)=Sof(H20K)=Sof(H20L)=FVAR(12)
 Sof(C292)=Sof(H29G)=Sof(H29H)=Sof(H29I)=Sof(C293)=Sof(H29J)=Sof(H29K)=
 Sof(H29L)=Sof(C294)=Sof(H29M)=Sof(H29N)=Sof(H29O)=1-FVAR(13)
 Sof(C185)=Sof(H18P)=Sof(H18Q)=Sof(H18R)=Sof(C242)=Sof(H24A)=Sof(H24B)=
 Sof(H24C)=Sof(C244)=Sof(H24D)=Sof(H24E)=Sof(H24F)=FVAR(13)
 Sof(C295)=Sof(C296)=Sof(H29P)=Sof(H29Q)=Sof(H29R)=Sof(C297)=Sof(H29S)=
 Sof(H29T)=Sof(H29U)=Sof(C298)=Sof(H29V)=Sof(H29W)=Sof(H29X)=1-FVAR(14)
 Sof(C161)=Sof(C190)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C191)=Sof(H19D)=
 Sof(H19E)=Sof(H19F)=Sof(C213)=Sof(H21G)=Sof(H21H)=Sof(H21I)=FVAR(14)
 Sof(C299)=Sof(H29Y)=Sof(HT)=Sof(HU)=Sof(C300)=Sof(H30A)=Sof(H30B)=Sof(H30C)=
 Sof(C301)=Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(15)
 Sof(C150)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C188)=Sof(H18Y)=Sof(H)=Sof(HA)=
 Sof(C197)=Sof(H19S)=Sof(H19T)=Sof(H19U)=FVAR(15)
 Sof(C302)=Sof(C303)=Sof(H30G)=Sof(H30H)=Sof(H30I)=Sof(C304)=Sof(H30J)=
 Sof(H30K)=Sof(H30L)=Sof(C305)=Sof(H30M)=Sof(H30N)=Sof(H30O)=1-FVAR(16)
 Sof(C267)=Sof(C268)=Sof(H26P)=Sof(H26Q)=Sof(H26R)=Sof(C269)=Sof(H26S)=
 Sof(H26T)=Sof(H26U)=Sof(C270)=Sof(H27A)=Sof(H27B)=Sof(H27C)=FVAR(16)
 Sof(C306)=Sof(C307)=Sof(H30P)=Sof(H30Q)=Sof(H30R)=Sof(C308)=Sof(H30S)=
 Sof(H30T)=Sof(H30U)=Sof(C309)=Sof(H30V)=Sof(H30W)=Sof(H30X)=1-FVAR(17)
 Sof(C138)=Sof(C163)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C177)=Sof(H17P)=
 Sof(H17Q)=Sof(H17R)=Sof(C187)=Sof(H18V)=Sof(H18W)=Sof(H18X)=FVAR(17)
 Sof(C310)=Sof(C311)=Sof(H31C)=Sof(H31D)=Sof(H31E)=Sof(C312)=Sof(H31F)=
 Sof(H31G)=Sof(H31H)=Sof(C313)=Sof(H31I)=Sof(H31J)=Sof(H31K)=1-FVAR(18)
 Sof(C160)=Sof(C179)=Sof(H17S)=Sof(H17T)=Sof(H17U)=Sof(C182)=Sof(H18G)=
 Sof(H18H)=Sof(H18I)=Sof(C200)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(18)
 Sof(C314)=Sof(C315)=Sof(H31L)=Sof(H31M)=Sof(H31N)=Sof(C316)=Sof(H31O)=
 Sof(H31P)=Sof(H31Q)=Sof(C317)=Sof(H31R)=Sof(H31S)=Sof(H31T)=1-FVAR(19)
 Sof(C147)=Sof(C168)=Sof(H16M)=Sof(H16N)=Sof(H16O)=Sof(C172)=Sof(H17D)=
 Sof(H17E)=Sof(H17F)=Sof(C173)=Sof(H17G)=Sof(H17H)=Sof(H17I)=FVAR(19)
 Fixed Sof: C154(0.5) C321(0.5) H321(0.5) O60(0.5) N21(0.5) C322(0.5)
 H32D(0.5) H32E(0.5) H32F(0.5) C323(0.5) H32G(0.5) H32H(0.5) H32I(0.5)
 C327(0.5) H327(0.5) O62(0.5) N23(0.5) C328(0.5) H32P(0.5) H32Q(0.5) H32R(0.5)
 C329(0.5) H32S(0.5) H32T(0.5) H32U(0.5)
7.a Riding coordinates:
 O42(H42A,H42B), O43(H43A,H43B), O47(H47A,H47B), O48(H48A,H48B), O49(H49A,H49B)
7.b Rotating group:
 O31(H31A,H31B), O40(H40A,H40B), O44(H44A,H44B), O45(H45A,H45B), O46(H46A,H46B)
7.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C21(H21), C32(H32), C36(H36), C38(H38), C39(H39), C44(H44),
 C50(H50), C52(H52), C57(H57), C62(H62), C66(H66), C73(H73), C76(H76), C80(H80),
  C81(H81), C85(H85), C88(H88), C91(H91), C92(H92), C93(H93), C94(H94),
 C96(H96), C97(H97), C98(H98), C101(H101), C102(H102), C103(H103), C104(H104),
 C105(H105), C106(H106), C107(H107), C108(H108), C117(H117), C124(H124),
 C132(H132), C134(H134), C136(H136), C137(H137), C140(H140), C142(H142),
 C153(H153), C171(H171), C159(H159), C230(H230), C231(H231), C232(H232),
 C233(H233), C234(H234), C241(H241), C245(H245), C246(H246), C247(H247),
 C318(H318), C321(H321), C324(H324), C327(H327)
7.d Fitted hexagon refined as free rotating group:
 C171(C167,C159,C158,C146,C154)
7.e Idealised Me refined as rotating group:
 C148(H14A,H14B,H14C), C150(H15A,H15B,H15C), C156(H15D,H15E,H15F), C163(H16A,
 H16B,H16C), C164(H16D,H16E,H16F), C165(H16G,H16H,H16I), C166(H16J,H16K,H16L),
 C168(H16M,H16N,H16O), C169(H16P,H16Q,H16R), C170(H17A,H17B,H17C), C172(H17D,
 H17E,H17F), C173(H17G,H17H,H17I), C174(H17J,H17K,H17L), C176(H17M,H17N,H17O),
 C177(H17P,H17Q,H17R), C179(H17S,H17T,H17U), C180(H18A,H18B,H18C), C181(H18D,
 H18E,H18F), C182(H18G,H18H,H18I), C183(H18J,H18K,H18L), C184(H18M,H18N,H18O),
 C185(H18P,H18Q,H18R), C186(H18S,H18T,H18U), C187(H18V,H18W,H18X), C188(H18Y,H,
 HA), C189(H18Z,HB,HC), C190(H19A,H19B,H19C), C191(H19D,H19E,H19F), C192(H19G,
 H19H,H19I), C194(H19J,H19K,H19L), C195(H19M,H19N,H19O), C196(H19P,H19Q,H19R),
 C197(H19S,H19T,H19U), C198(H19V,H19W,H19X), C199(H19Y,HD,HE), C200(H20A,H20B,
 H20C), C201(H20D,H20E,H20F), C202(H20G,H20H,H20I), C203(H20J,H20K,H20L),
 C204(H20M,H20N,H20O), C205(H20P,H20Q,H20R), C206(H20S,H20T,H20U), C207(H20V,
 H20W,H20X), C208(H20Y,HF,HG), C209(H20Z,HH,HI), C210(H21A,H21B,H21C),
 C211(H21D,H21E,H21F), C213(H21G,H21H,H21I), C214(H21J,H21K,H21L), C215(H21M,
 H21N,H21O), C216(H21P,H21Q,H21R), C217(H21S,H21T,H21U), C218(H21Y,HJ,HK),
 C219(H21V,H21W,H21X), C220(H22A,H22B,H22C), C221(H22D,H22E,H22F), C222(H22J,
 H22K,H22L), C223(H22S,H22T,H22U), C224(H22P,H22Q,H22R), C225(H22G,H22H,H22I),
 C226(H22Z,HL,HM), C227(H22M,H22N,H22O), C228(H22Y,HN,HO), C229(H22V,H22W,H22X),
  C235(H23D,H23E,H23F), C236(H23J,H23K,H23L), C237(H23M,H23N,H23O), C238(H23G,
 H23H,H23I), C239(H23A,H23B,H23C), C240(H24M,H24N,H24O), C242(H24A,H24B,H24C),
 C243(H24P,H24Q,H24R), C244(H24D,H24E,H24F), C248(H24G,H24H,H24I), C249(H24J,
 H24K,H24L), C250(H25A,H25B,H25C), C251(H25D,H25E,H25F), C253(H25G,H25H,H25I),
 C254(H25J,H25K,H25L), C255(H25M,H25N,H25O), C256(H25P,H25Q,H25R), C257(H25S,
 H25T,H25U), C258(H25V,H25W,H25X), C259(H25Y,HP,HQ), C261(H26A,H26B,H26C),
 C262(H26D,H26E,H26F), C263(H26G,H26H,H26I), C264(H26J,H26K,H26L), C266(H26M,
 H26N,H26O), C268(H26P,H26Q,H26R), C269(H26S,H26T,H26U), C270(H27A,H27B,H27C),
 C271(H27D,H27E,H27F), C272(H27G,H27H,H27I), C273(H27J,H27K,H27L), C274(H27M,
 H27N,H27O), C275(H27P,H27Q,H27R), C276(H27S,H27T,H27U), C278(H27V,H27W,H27X),
 C279(H27Y,HR,HS), C280(H28A,H28B,H28C), C283(H28D,H28E,H28F), C284(H28G,H28H,
 H28I), C286(H28J,H28K,H28L), C287(H28M,H28N,H28O), C288(H28P,H28Q,H28R),
 C289(H28S,H28T,H28U), C290(H29A,H29B,H29C), C291(H29D,H29E,H29F), C292(H29G,
 H29H,H29I), C293(H29J,H29K,H29L), C294(H29M,H29N,H29O), C296(H29P,H29Q,H29R),
 C297(H29S,H29T,H29U), C298(H29V,H29W,H29X), C299(H29Y,HT,HU), C300(H30A,H30B,
 H30C), C301(H30D,H30E,H30F), C303(H30G,H30H,H30I), C304(H30J,H30K,H30L),
 C305(H30M,H30N,H30O), C307(H30P,H30Q,H30R), C308(H30S,H30T,H30U), C309(H30V,
 H30W,H30X), C311(H31C,H31D,H31E), C312(H31F,H31G,H31H), C313(H31I,H31J,H31K),
 C315(H31L,H31M,H31N), C316(H31O,H31P,H31Q), C317(H31R,H31S,H31T), C319(H31U,
 H31V,H31W), C320(H32A,H32B,H32C), C322(H32D,H32E,H32F), C323(H32G,H32H,H32I),
 C325(H32J,H32K,H32L), C326(H32M,H32N,H32O), C328(H32P,H32Q,H32R), C329(H32S,
 H32T,H32U)
;
_shelx_res_checksum              33057
_shelx_hkl_checksum              26484
_shelx_fab_checksum              51080
_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 1.672
_oxdiff_exptl_absorpt_empirical_full_min 0.701
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_smtbx_masks_special_details
;
A solvent mask was calculated and 2561.2 electrons were found in a volume of 10964\%A^3^ in 5 void per unit cell. This is consistent with the presence of 53[C3H7NO] per Formula Unit which account for 2544 electrons per unit cell.
;