Polymorphism and flexibility of six-porphyrin nanorings in the solid state.
Stawski, Wojciech; Anderson, Harry L.; Chemical science 15 (2024) 16938–16946; doi:10.1039/d4sc05255b

data_1572634
_publ_section_title
;
 Polymorphism and flexibility of six-porphyrin nanorings in the solid
 state.
;
_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              16938
_journal_page_last               16946
_journal_paper_doi               10.1039/d4sc05255b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C384 H348 N30 Zn6'
_chemical_formula_sum            'C384 H348 N30 Zn6'
_chemical_formula_weight         5775.12
_space_group_crystal_system      trigonal
_space_group_IT_number           164
_space_group_name_Hall           '-P 3 2"'
_space_group_name_H-M_alt        'P -3 m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-05-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-31 deposited with the CCDC.	2024-09-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            8
_cell_length_a                   49.74500(17)
_cell_length_b                   49.74500(17)
_cell_length_c                   55.2247(4)
_cell_measurement_reflns_used    223097
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      50.5390
_cell_measurement_theta_min      1.7760
_cell_volume                     118348.5(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.61a 64-bit (release 01-07-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     -1.00  25.40   0.15   20.00    --   55.71 -15.00  66.00  176
  2  \w     37.00  84.40   0.15   20.00    --   55.71-118.00 -23.00  316
  3  \w     68.00 110.00   0.15   20.00    --   66.37 147.00-116.00  280
  4  \w     42.00  97.20   0.15   20.00    --   66.37-160.00-175.00  368
  5  \w     -1.00  24.20   0.15   20.00    --   55.71 -15.00 120.00  168
  6  \w     12.00  58.20   0.15   20.00    --   55.71 -77.00  90.00  308
  7  \w     -1.00  26.00   0.15   20.00    --   55.71 -15.00  30.00  180
  8  \w     54.00  98.40   0.15   20.00    --   55.71  61.00 -60.00  296
  9  \w      1.00  26.20   0.15   20.00    --   55.71 -15.00 -30.00  168
 10  \w      9.00  36.00   0.15   20.00    --   66.37 -30.00 -90.00  180
 11  \w     32.00  75.20   0.15   20.00    --   66.37 -95.00 -30.00  288
 12  \w     58.00  95.20   0.15   20.00    --   66.37  77.00   0.00  248
 13  \w     18.00  45.00   0.15   20.00    --   66.37-118.00 -23.00  180
 14  \w     74.00  99.20   0.15   20.00    --   66.37-118.00 -23.00  168
 15  \w     81.00 111.00   0.15   20.00    --   66.37  77.00 -90.00  200
 16  \w     30.00  56.10   0.15   20.00    --   66.37  15.00-124.00  174
 17  \w     15.00  41.25   0.15   20.00    --   30.00  90.00  63.85  175
 18  \w      0.00  25.20   0.15   20.00    --   55.71 -15.00  90.00  168
 19  \w      2.00  28.10   0.15   20.00    --   55.71 -30.00-180.00  174
 20  \w      2.00  28.10   0.15   20.00    --   55.71 -30.00 -60.00  174
 21  \w     62.00 111.20   0.15   20.00    --   55.71  45.00  60.00  328
 22  \w     -1.00  25.10   0.15   20.00    --   55.71 -30.00 -30.00  174
 23  \w     54.00  94.20   0.15   20.00    --   55.71-125.00   0.00  268
 24  \w     58.00  89.20   0.15   20.00    --   55.71  77.00 150.00  208
 25  \w     19.00  93.10   0.15   20.00    --   55.71-125.00-150.00  494
 26  \w     27.00  68.10   0.15   20.00    --   55.71 -95.00  30.00  274
 27  \w     24.00  70.20   0.15   20.00    --   55.71 -95.00-120.00  308
 28  \w     -1.00  24.20   0.15   20.00    --   55.71 -15.00 -90.00  168
 29  \w     -1.00  24.20   0.15   20.00    --   55.71 -30.00-120.00  168
 30  \w     61.00  95.20   0.15   20.00    --   55.71  77.00-120.00  228
 31  \w     -1.00  24.20   0.15   20.00    --   55.71 -15.00  65.00  168
 32  \w      0.00  27.00   0.15   20.00    --   55.71 -15.00 150.00  180
 33  \w     20.00  51.20   0.15   20.00    --   66.37-125.00 -90.00  208
 34  \w     27.00  53.10   0.15   20.00    --   66.37-125.00-120.00  174
 35  \w     79.00 105.10   0.15   20.00    --   66.37-125.00  60.00  174
 36  \w     72.00 120.00   0.15   20.00    --   66.37  45.00  60.00  320
 37  \w     21.00  48.00   0.15   20.00    --   66.37 -45.00-150.00  180
 38  \w     26.00  52.10   0.15   20.00    --   66.37-125.00  60.00  174
 39  \w     90.00 121.20   0.15   20.00    --   66.37  45.00 -90.00  208
 40  \w     19.00  52.00   0.15   20.00    --   66.37 -45.00 120.00  220
 41  \w      9.00  35.10   0.15   20.00    --   66.37 -30.00 -60.00  174
 42  \w     80.00 105.20   0.15   20.00    --   66.37-125.00-120.00  168
 43  \w     64.00 105.10   0.15   20.00    --   66.37-125.00 -90.00  274
 44  \w     25.00 105.10   0.15   20.00    --   66.37-125.00 120.00  534
 45  \w     36.00  62.10   0.15   20.00    --   66.37 -77.00  30.00  174
 46  \w     29.00  71.00   0.15   20.00    --   66.37 -77.00-180.00  280
 47  \w     68.00 105.20   0.15   20.00    --   66.37-125.00-180.00  248
 48  \w     67.00 105.10   0.15   20.00    --   66.37-125.00 -30.00  254
 49  \w     68.00 123.20   0.15   20.00    --   66.37  15.00-124.00  368
 50  \w      1.00  27.10   0.15   20.00    --   55.71 -15.00  65.00  174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0325260000
_diffrn_orient_matrix_UB_12      -0.0046742000
_diffrn_orient_matrix_UB_13      -0.0050123000
_diffrn_orient_matrix_UB_21      0.0129255000
_diffrn_orient_matrix_UB_22      0.0351557000
_diffrn_orient_matrix_UB_23      0.0027752000
_diffrn_orient_matrix_UB_31      0.0072503000
_diffrn_orient_matrix_UB_32      0.0044123000
_diffrn_orient_matrix_UB_33      -0.0273288000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            1089116
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        50.435
_diffrn_reflns_theta_max         50.435
_diffrn_reflns_theta_min         1.776
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    0.648
_exptl_crystal_description       irregular
_exptl_crystal_F_000             24336
_exptl_crystal_preparation       'As described in the main text.'
_exptl_crystal_recrystallization_method
'Vapor diffusion of methanol into solution in o-DCB at rt.'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.315
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2680
_refine_ls_number_reflns         43210
_refine_ls_number_restraints     10741
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.1759
_refine_ls_R_factor_gt           0.1474
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.3459P)^2^+236.4300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4219
_refine_ls_wR_factor_ref         0.4794
_reflns_Friedel_coverage         0.000
_reflns_number_gt                28194
_reflns_number_total             43210
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05255b2.cif
_cod_data_source_block           P6-III
_cod_depositor_comments
'Adding full bibliography for 1572633--1572636.cif.'
_cod_original_cell_volume        118348.4(12)
_cod_database_code               1572634
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C384 H348 N30 Zn6 Cl10'
_chemical_oxdiff_usercomment     'hexagonal polymorph'
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.867
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H) groups, All C(H,H,H) groups
2. Restrained distances
 N330-C390_$1 = N330-C390
 1.35 with sigma of 0.005
 C391_$1-C390_$1 = C391-C390
 1.39 with sigma of 0.005
 C392-C391_$1 = C392-C391
 1.37 with sigma of 0.005
 C360_$2-N320
 1.4 with sigma of 0.001
 N320-C360 = N320-C360_$2
 1.35 with sigma of 0.01
 C361-C360 = C361_$2-C360_$2
 1.39 with sigma of 0.01
 C362-C361 = C362-C361_$2
 1.37 with sigma of 0.01
 N320-C361 = C361_$2-N320
 2.39 with sigma of 0.02
 C360-C360_$2
 2.36 with sigma of 0.02
 C361-C361_$2
 2.29 with sigma of 0.02
 C362-C360 = C360_$2-C362
 2.7 with sigma of 0.02
 C300-N300 = N300-C304
 1.35 with sigma of 0.01
 C300-C301 = C303-C304
 1.39 with sigma of 0.01
 C302-C303 = C302-C301
 1.37 with sigma of 0.01
 N300-C303 = N300-C301
 2.39 with sigma of 0.02
 C300-C304
 2.36 with sigma of 0.02
 C303-C301
 2.29 with sigma of 0.02
 C300-C302 = C302-C304
 2.7 with sigma of 0.02
 C410-N340 = N340-C414
 1.35 with sigma of 0.01
 C410-C411 = C413-C414
 1.39 with sigma of 0.01
 C412-C413 = C412-C411
 1.37 with sigma of 0.01
 N340-C413 = N340-C411
 2.39 with sigma of 0.02
 C410-C414
 2.36 with sigma of 0.02
 C413-C411
 2.29 with sigma of 0.02
 C410-C412 = C412-C414
 2.7 with sigma of 0.02
 C330-N310 = N310-C334
 1.35 with sigma of 0.01
 C330-C331 = C333-C334
 1.39 with sigma of 0.01
 C332-C333 = C332-C331
 1.37 with sigma of 0.01
 N310-C333 = N310-C331
 2.39 with sigma of 0.02
 C330-C334
 2.36 with sigma of 0.02
 C333-C331
 2.29 with sigma of 0.02
 C330-C332 = C332-C334
 2.7 with sigma of 0.02
 C3_2-H3B_2 = C3_2-H3A_2
 0.98 with sigma of 0.0001
 H3A_2-H3B_2
 1.6 with sigma of 0.0001
 H3A_2-C2_2
 2.05 with sigma of 0.0001
 H3B_2-C2_2
 2.05 with sigma of 0.0001
 C3_3-H3B_3 = C3_3-H3A_3
 0.98 with sigma of 0.0001
 H3A_3-H3B_3
 1.6 with sigma of 0.0001
 H3A_3-C2_3
 2.05 with sigma of 0.0001
 H3B_3-C2_3
 2.05 with sigma of 0.0001
 H3B_18-H3A_18
 1.6 with sigma of 0.0001
 C3_18-H3B_18 = C3_18-H3A_18
 0.98 with sigma of 0.0001
 H3B_18-C2_18
 2.05 with sigma of 0.0001
 H3A_18-C2_18
 2.05 with sigma of 0.0001
 C3_5-H3B_5 = C3_5-H3A_5
 0.98 with sigma of 0.0001
 H3B_5-H3A_5
 1.6 with sigma of 0.0001
 H3B_5-C2_5
 2.05 with sigma of 0.0001
 H3A_5-C2_5
 2.05 with sigma of 0.0001
 H4B_6-H4A_6
 1.6 with sigma of 0.0001
 C4_6-H4A_6 = C4_6-H4B_6
 0.98 with sigma of 0.0001
 H4B_6-C2_6
 2.095 with sigma of 0.0001
 H4A_6-C2_6
 2.095 with sigma of 0.0001
 C421-C420 = C425-C420 = C425-C424 = C424-C423 = C423-C422 = C422-C421
 1.9 with sigma of 0.02
 C605-C605_$3
 1.36 with sigma of 0.01
 N330-C391 = C391_$1-N330
 2.39 with sigma of 0.01
 C390-C390_$1
 2.36 with sigma of 0.01
 C391-C391_$1
 2.29 with sigma of 0.01
 C392-C390 = C390_$1-C392
 2.7 with sigma of 0.01
 C425-C424 = C425-C420 = C421-C420 = C422-C421 = C423-C422 = C424-C423
 1.39 with sigma of 0.005
 C2_1-C3_1 \\sim C2_1-C4_1 \\sim C2_1-C5_1 \\sim C2_1-C1_1
 C2_2-C3_2 \\sim C2_2-C4_2 \\sim C2_2-C2_2 \\sim C1_2-?
 C2_3-C3_3 \\sim C2_3-C4_3 \\sim C2_3-C2_3 \\sim C1_3-?
 C2_4-C3_4 \\sim C2_4-C4_4 \\sim C2_4-C5_4 \\sim C2_4-C1_4
 C2_5-C3_5 \\sim C2_5-C4_5 \\sim C2_5-C2_5 \\sim C1_5-?
 C2_6-C3_6 \\sim C2_6-C4_6 \\sim C2_6-C2_6 \\sim C1_6-?
 C2_7-C3_7 \\sim C2_7-C4_7 \\sim C2_7-C5_7 \\sim C2_7-C1_7
 C2_8-C3_8 \\sim C2_8-C4_8 \\sim C2_8-C5_8 \\sim C2_8-C1_8
 C2_9-C3_9 \\sim C2_9-C4_9 \\sim C2_9-C5_9 \\sim C2_9-C1_9
 C2_10-C3_10 \\sim C2_10-C4_10 \\sim C2_10-C5_10 \\sim C2_10-C1_10
 C2_11-C3_11 \\sim C2_11-C4_11 \\sim C2_11-C5_11 \\sim C2_11-C1_11
 C2_12-C3_12 \\sim C2_12-C4_12 \\sim C2_12-C5_12 \\sim C2_12-C1_12
 C2_13-C3_13 \\sim C2_13-C4_13 \\sim C2_13-C5_13 \\sim C2_13-C1_13
 C2_14-C3_14 \\sim C2_14-C4_14 \\sim C2_14-C5_14 \\sim C2_14-C1_14
 C2_15-C3_15 \\sim C2_15-C4_15 \\sim C2_15-C5_15 \\sim C2_15-C1_15
 C2_16-C3_16 \\sim C2_16-C4_16 \\sim C2_16-C5_16 \\sim C2_16-C1_16
 C2_17-C3_17 \\sim C2_17-C4_17 \\sim C2_17-C5_17 \\sim C2_17-C1_17
 C2_18-C3_18 \\sim C2_18-C4_18 \\sim C2_18-C2_18 \\sim C1_18-?
 C2_19-C3_19 \\sim C2_19-C4_19 \\sim C2_19-C5_19 \\sim C2_19-C1_19
 C2_20-C3_20 \\sim C2_20-C4_20 \\sim C2_20-C5_20 \\sim C2_20-C1_20
 with sigma of 0.02
 C3_1-C4_1 \\sim C3_1-C5_1 \\sim C4_1-C5_1
 C3_2-C4_2 \\sim C3_2-C4_2
 C3_3-C4_3 \\sim C3_3-C4_3
 C3_4-C4_4 \\sim C3_4-C5_4 \\sim C4_4-C5_4
 C3_5-C4_5 \\sim C3_5-C4_5
 C3_6-C4_6 \\sim C3_6-C4_6
 C3_7-C4_7 \\sim C3_7-C5_7 \\sim C4_7-C5_7
 C3_8-C4_8 \\sim C3_8-C5_8 \\sim C4_8-C5_8
 C3_9-C4_9 \\sim C3_9-C5_9 \\sim C4_9-C5_9
 C3_10-C4_10 \\sim C3_10-C5_10 \\sim C4_10-C5_10
 C3_11-C4_11 \\sim C3_11-C5_11 \\sim C4_11-C5_11
 C3_12-C4_12 \\sim C3_12-C5_12 \\sim C4_12-C5_12
 C3_13-C4_13 \\sim C3_13-C5_13 \\sim C4_13-C5_13
 C3_14-C4_14 \\sim C3_14-C5_14 \\sim C4_14-C5_14
 C3_15-C4_15 \\sim C3_15-C5_15 \\sim C4_15-C5_15
 C3_16-C4_16 \\sim C3_16-C5_16 \\sim C4_16-C5_16
 C3_17-C4_17 \\sim C3_17-C5_17 \\sim C4_17-C5_17
 C3_18-C4_18 \\sim C3_18-C4_18
 C3_19-C4_19 \\sim C3_19-C5_19 \\sim C4_19-C5_19
 C3_20-C4_20 \\sim C3_20-C5_20 \\sim C4_20-C5_20
 with sigma of 0.04
 C1_1-C3_1 \\sim C1_1-C4_1 \\sim C1_1-C5_1
 C1_2-C3_2 \\sim C1_2-C4_2 \\sim C1_2-?
 C1_3-C3_3 \\sim C1_3-C4_3 \\sim C1_3-?
 C1_4-C3_4 \\sim C1_4-C4_4 \\sim C1_4-C5_4
 C1_5-C3_5 \\sim C1_5-C4_5 \\sim C1_5-?
 C1_6-C3_6 \\sim C1_6-C4_6 \\sim C1_6-?
 C1_7-C3_7 \\sim C1_7-C4_7 \\sim C1_7-C5_7
 C1_8-C3_8 \\sim C1_8-C4_8 \\sim C1_8-C5_8
 C1_9-C3_9 \\sim C1_9-C4_9 \\sim C1_9-C5_9
 C1_10-C3_10 \\sim C1_10-C4_10 \\sim C1_10-C5_10
 C1_11-C3_11 \\sim C1_11-C4_11 \\sim C1_11-C5_11
 C1_12-C3_12 \\sim C1_12-C4_12 \\sim C1_12-C5_12
 C1_13-C3_13 \\sim C1_13-C4_13 \\sim C1_13-C5_13
 C1_14-C3_14 \\sim C1_14-C4_14 \\sim C1_14-C5_14
 C1_15-C3_15 \\sim C1_15-C4_15 \\sim C1_15-C5_15
 C1_16-C3_16 \\sim C1_16-C4_16 \\sim C1_16-C5_16
 C1_17-C3_17 \\sim C1_17-C4_17 \\sim C1_17-C5_17
 C1_18-C3_18 \\sim C1_18-C4_18 \\sim C1_18-?
 C1_19-C3_19 \\sim C1_19-C4_19 \\sim C1_19-C5_19
 C1_20-C3_20 \\sim C1_20-C4_20 \\sim C1_20-C5_20
 with sigma of 0.04
 C223-C220 \\sim C223-C1_2 \\sim C222-C1_2 \\sim C222-C1_3 \\sim C221-C1_3
\\sim C221-C220
 with sigma of 0.02
 C220-C1_2 \\sim C223-C222 \\sim C1_2-C1_3 \\sim C222-C221 \\sim C1_3-C220
\\sim C221-C223
 with sigma of 0.04
 C233-C230 \\sim C233-C1_16 \\sim C232-C1_16 \\sim C232-C1_18 \\sim C231-C1_18
\\sim C231-C230
 with sigma of 0.02
 C242-C1_6 \\sim C243-C1_6 \\sim C243-C240 \\sim C241-C240 \\sim C241-C1_5
\\sim C242-C1_5
 with sigma of 0.02
 C211-C210 \\sim C210-C213 \\sim C213-C1_1 \\sim C1_1-C212 \\sim C212-C1_15
\\sim C1_15-C211
 with sigma of 0.001
 C240-C1_6 \\sim C243-C242 \\sim C1_6-C1_5 \\sim C242-C241 \\sim C1_5-C240
\\sim C241-C243
 with sigma of 0.04
 C230-C1_16 \\sim C233-C232 \\sim C1_16-C1_18 \\sim C232-C231 \\sim C1_18-C230
\\sim C231-C233
 with sigma of 0.04
 C272-C1_20 \\sim C273-C1_20 \\sim C273-C270 \\sim C271-C270 \\sim C271-C1_10
\\sim C272-C1_10
 with sigma of 0.02
 C270-C1_10 \\sim C271-C272 \\sim C1_10-C1_20 \\sim C272-C273 \\sim C1_20-C270
\\sim C273-C271
 with sigma of 0.04
 C261-C1_11 \\sim C261-C260 \\sim C263-C260 \\sim C263-C1_17 \\sim C262-C1_17
\\sim C262-C1_11
 with sigma of 0.02
 C260-C1_17 \\sim C263-C262 \\sim C1_17-C1_11 \\sim C262-C261 \\sim C1_11-C260
\\sim C261-C263
 with sigma of 0.04
 C282-C1_8 \\sim C283-C1_8 \\sim C283-C280 \\sim C281-C280 \\sim C281-C1_4
\\sim C282-C1_4
 with sigma of 0.02
 C280-C1_8 \\sim C283-C282 \\sim C1_8-C1_4 \\sim C282-C281 \\sim C1_4-C280
\\sim C281-C283
 with sigma of 0.04
 C292-C1_9 \\sim C291-C1_9 \\sim C291-C290 \\sim C293-C290 \\sim C293-C1_19
\\sim C292-C1_19
 with sigma of 0.02
 C290-C1_19 \\sim C293-C292 \\sim C1_19-C1_9 \\sim C292-C291 \\sim C1_9-C290
\\sim C291-C293
 with sigma of 0.04
 C253-C250 \\sim C251-C250 \\sim C251-C1_13 \\sim C252-C1_13 \\sim C252-C1_12
\\sim C253-C1_12
 with sigma of 0.02
 C250-C1_13 \\sim C251-C252 \\sim C1_13-C1_12 \\sim C252-C253 \\sim C1_12-C250
\\sim C253-C251
 with sigma of 0.04
 C425-C424 \\sim C424-C423 \\sim C423-C422 \\sim C422-C421 \\sim C421-C420
\\sim C425-C420
 with sigma of 0.02
 C423-C421 \\sim C422-C420 \\sim C421-C425 \\sim C420-C424 \\sim C425-C423
\\sim C424-C422
 with sigma of 0.04
 C375-C374 \\sim C375-C370 \\sim C371-C370 \\sim C372-C371 \\sim C373-C372
\\sim C374-C373
 with sigma of 0.02
3. Restrained planarity
 C392, C390, C391, N330, C390_$1, C391_$1
 with sigma of 0.001
 C360, N320, C361, C362
 with sigma of 0.1
 C362, C361, C360, N320, C361_$2, C360_$2
 with sigma of 0.001
 C223, C220, C221, C1_3, C222, C1_2
 with sigma of 0.01
 N300, C302, C300, C304, C303, C301
 with sigma of 0.01
 C250, C251, C252, C253, C1_13, C1_12
 with sigma of 0.01
 C230, C231, C233, C232, C1_16, C1_18
 with sigma of 0.01
 C332, C333, C334, N310, C330, C331
 with sigma of 0.01
 C242, C1_6, C243, C240, C241, C1_5
 with sigma of 0.01
 N340, C412, C414, C410, C413, C411
 with sigma of 0.01
 C210, C213, C1_1, C1_15, C212, C211
 with sigma of 0.001
 C270, C273, C271, C272, C1_10, C1_20
 with sigma of 0.01
 C260, C261, C1_11, C262, C1_17, C263
 with sigma of 0.01
 C1_8, C283, C280, C281, C1_4, C282
 with sigma of 0.01
 C290, C291, C1_9, C292, C1_19, C293
 with sigma of 0.01
 C421, C422, C423, C424, C425, C420
 with sigma of 0.1
 C423, C420, C421, C424, C425, C422
 with sigma of 0.01
 C310, C311, C312, C313, C314, C315
 with sigma of 0.005
 C370, C375, C374, C373, C372, C371
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C88 \\sim C80 \\sim C403 \\sim C404 \\sim C405 \\sim C400 \\sim C401 \\sim C402
\\sim C25 \\sim C46 \\sim C320 \\sim C350 \\sim C430 \\sim C370 \\sim C375
\\sim C374 \\sim C373 \\sim C372 \\sim C371 \\sim C45 \\sim C26 \\sim C381
\\sim C51 \\sim C87 \\sim C24 \\sim C310 \\sim C311 \\sim C312 \\sim C313 \\sim
C314 \\sim C315 \\sim C82 \\sim C48 \\sim C392 \\sim C390 \\sim C391 \\sim C15
\\sim C55 \\sim C60 \\sim C12 \\sim C52 \\sim C602 \\sim C11 \\sim C16 \\sim
C83 \\sim C423 \\sim C56 \\sim C223 \\sim C77 \\sim C72 \\sim C53 \\sim C50
\\sim C86 \\sim C81 \\sim C362 \\sim C361 \\sim C360 \\sim C23 \\sim C1 \\sim
C10 \\sim C66 \\sim C49 \\sim C73 \\sim C59 \\sim C47 \\sim C54 \\sim C302
\\sim C67 \\sim C91 \\sim C29 \\sim C412 \\sim C76 \\sim C607 \\sim C78 \\sim
C65 \\sim C44 \\sim C220 \\sim C261 \\sim C102 \\sim C420 \\sim C603 \\sim C606
\\sim C260 \\sim C283 \\sim C30 \\sim C280 \\sim C615 \\sim C222 \\sim C21
\\sim C332 \\sim C36 \\sim C75 \\sim C19 \\sim C61 \\sim C200 \\sim C13 \\sim
C230 \\sim C43 \\sim C221 \\sim C62 \\sim C242 \\sim C89 \\sim C614 \\sim C90
\\sim C18 \\sim C14 \\sim C35 \\sim C20 \\sim C293 \\sim C240 \\sim C241 \\sim
C84 \\sim C270 \\sim C231 \\sim C203 \\sim C68 \\sim C85 \\sim C31 \\sim C611
\\sim C601 \\sim C17 \\sim C233 \\sim C243 \\sim C58 \\sim C71 \\sim C273 \\sim
C41 \\sim C250 \\sim C251 \\sim C252 \\sim C253 \\sim C57 \\sim C28 \\sim C281
\\sim C70 \\sim C232 \\sim C210 \\sim C74 \\sim C22 \\sim C34 \\sim C600 \\sim
C201 \\sim C79 \\sim C613 \\sim C263 \\sim C39 \\sim C610 \\sim C612 \\sim C64
\\sim C63 \\sim C604 \\sim C608 \\sim C33 \\sim C40 \\sim C42 \\sim C271 \\sim
C609 \\sim C213 \\sim C69 \\sim C290 \\sim C211 \\sim C291 \\sim C202 \\sim
C300 \\sim C38 \\sim C32 \\sim C262 \\sim C605 \\sim C37 \\sim C282 \\sim C421
\\sim C272 \\sim C330 \\sim C304 \\sim C212 \\sim C292 \\sim C414 \\sim C410
\\sim C424 \\sim C303 \\sim C301 \\sim C331 \\sim C334 \\sim C425 \\sim C413
\\sim C344 \\sim C343 \\sim C342 \\sim C341 \\sim C340 \\sim C345 \\sim C333
\\sim C422 \\sim C411 \\sim N330 \\sim N320 \\sim N340 \\sim N300 \\sim N16
\\sim N310 \\sim N3 \\sim N2 \\sim N1 \\sim N9 \\sim N14 \\sim N4 \\sim N8
\\sim N15 \\sim N10 \\sim N13 \\sim N11 \\sim N5 \\sim N6 \\sim N12 \\sim N7:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{C1_4, C2_4, C3_4, C4_4, C5_4}
{C1_7, C2_7, C3_7, C4_7, C5_7}
{C1_8, C2_8, C3_8, C4_8, C5_8}
{C1_9, C2_9, C3_9, C4_9, C5_9}
{C1_10, C2_10, C3_10, C4_10, C5_10}
{C1_11, C2_11, C3_11, C4_11, C5_11}
{C1_12, C2_12, C3_12, C4_12, C5_12}
{C1_13, C2_13, C3_13, C4_13, C5_13}
{C1_14, C2_14, C3_14, C4_14, C5_14}
{C1_15, C2_15, C3_15, C4_15, C5_15}
{C1_16, C2_16, C3_16, C4_16, C5_16}
{C1_17, C2_17, C3_17, C4_17, C5_17}
{C1_19, C2_19, C3_19, C4_19, C5_19}
{C1_20, C2_20, C3_20, C4_20, C5_20}
as
{C1_1, C2_1, C3_1, C4_1, C5_1} sigma for 1-2: 0.02 1-3: 0.04
7. Others
 Fixed Sof: C403(0.5) C404(0.5) H404(0.5) C405(0.5) H405(0.5) C400(0.5)
 C401(0.5) H401(0.5) C402(0.5) H402(0.5) C370(0.5) C375(0.5) H375(0.5)
 C374(0.5) H374(0.5) C373(0.5) C372(0.5) H372(0.5) C371(0.5) H371(0.5) H3A(0.5)
 H3B(0.5) H3A(0.5) H4B(0.5) C2(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) C4(0.5)
 H4A(0.5) H4B(0.5) H4C(0.5) C5(0.5) H5A(0.5) H5B(0.5) H5C(0.5) C2(0.5) C3(0.5)
 H3A(0.5) H3B(0.5) H3C(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C5(0.5) H5A(0.5)
 H5B(0.5) H5C(0.5) C2(0.5) C3(0.5) H3A(0.5) H3B(0.5) H3C(0.5) C4(0.5) H4A(0.5)
 H4B(0.5) H4C(0.5) C5(0.5) H5A(0.5) H5B(0.5) H5C(0.5) H3A(0.5)
8.a Me refined with riding coordinates:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C4(H4A,
 H4B,H4C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C4(H4A,H4B,H4C),
 C3(H3A,H3B,H3C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C),
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C),
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C),
 C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,
 H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C3(H3A,H3B,H3C),
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,
 H5C)
8.b Aromatic/amide H refined with riding coordinates:
 C404(H404), C405(H405), C401(H401), C402(H402), C375(H375), C374(H374),
 C372(H372), C371(H371), C311(H311), C312(H312), C314(H314), C315(H315),
 C48(H48), C390(H390), C391(H391), C12(H12), C52(H52), C223(H223), C53(H53),
 C361(H361), C360(H360), C23(H23), C1(H1), C47(H47), C261(H261), C102(H102),
 C283(H283), C222(H222), C75(H75), C13(H13), C43(H43), C221(H221), C242(H242),
 C89(H89), C90(H90), C18(H18), C293(H293), C241(H241), C84(H84), C231(H231),
 C203(H203), C68(H68), C85(H85), C17(H17), C233(H233), C243(H243), C58(H58),
 C273(H273), C251(H251), C252(H252), C253(H253), C57(H57), C28(H28), C281(H281),
  C232(H232), C74(H74), C22(H22), C201(H201), C79(H79), C263(H263), C64(H64),
 C63(H63), C33(H33), C42(H42), C271(H271), C213(H213), C69(H69), C211(H211),
 C291(H291), C202(H202), C300(H300), C38(H38), C32(H32), C262(H262), C37(H37),
 C282(H282), C421(H421), C272(H272), C330(H330), C304(H304), C212(H212),
 C292(H292), C414(H414), C410(H410), C424(H424), C303(H303), C301(H301),
 C331(H331), C334(H334), C425(H425), C413(H413), C344(H344), C342(H342),
 C341(H341), C345(H345), C333(H333), C422(H422), C411(H411)
8.c Fitted hexagon refined as free rotating group:
 C403(C404,C405,C400,C401,C402), C370(C375,C374,C373,C372,C371), C310(C311,
 C312,C313,C314,C315), C344(C343,C342,C341,C340,C345)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              29210