# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_QA_tboc_I_RT
_database_code_depnum_ccdc_archive 'CCDC 2067646'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record             
;
2021-03-02 deposited with the CCDC.	2021-06-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H28 N2 O6'
_chemical_formula_sum            'C30 H28 N2 O6'
_chemical_formula_weight         512.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.1499(10)
_cell_length_b                   6.5255(6)
_cell_length_c                   14.3577(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.550(8)
_cell_angle_gamma                90
_cell_volume                     1277.20(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1104
_cell_measurement_temperature    300
_cell_measurement_theta_max      26.3720
_cell_measurement_theta_min      3.5860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_preparation       'synthesis of the tboc derivative'
_exptl_crystal_recrystallization_method 'recrystallization from ethylacetate'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4659
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.452
_diffrn_ambient_temperature      300
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   9.00   1.00   10.00    --  -16.44 -77.00  90.00   35
  2  ω    -32.00   0.00   1.00    5.00    --  -16.44 -77.00   0.00   32
  3  ω    -11.00  57.00   1.00    5.00    --   17.92 -99.00-120.00   68
  4  ω      3.00  81.00   1.00    5.00    --   17.92  38.00   0.00   78
  5  ω    -11.00  -5.00   1.00    5.00    --   17.92  77.00 -60.00    6
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0246212000
_diffrn_orient_matrix_UB_12      -0.0435004000
_diffrn_orient_matrix_UB_13      -0.0322750000
_diffrn_orient_matrix_UB_21      -0.0263700000
_diffrn_orient_matrix_UB_22      -0.0925615000
_diffrn_orient_matrix_UB_23      -0.0005759000
_diffrn_orient_matrix_UB_31      -0.0375270000
_diffrn_orient_matrix_UB_32      0.0365470000
_diffrn_orient_matrix_UB_33      -0.0398746000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1400
_reflns_number_total             2244
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (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)'
_refine_diff_density_max         0.144
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.0056(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2244
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0476
_refine_ls_restrained_S_all      0.990
_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/[σ²(Fo²)+(0.0479P)²+0.0273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1124
_refine_special_details          ?
_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
2. Rigid body (RIGU) restrains
 C1, O3, C11, C12, O2, N1, C14, C15, C13, C8, C7, H14A, H14B, H14C, H15A, H15B,
  H15C, H13A, H13B, H13C, C9, C2, C6, C10, C3, H6, C5, H10, O1, H3, C4, H5, H4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C6(H6), C5(H5), C3(H3), C4(H4)
3.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.25432(8) 0.7845(2) 0.51881(9) 0.0426(4) Uani 1 1 d . U . . .
O1 O 0.52795(10) 0.8057(3) 0.27067(11) 0.0628(5) Uani 1 1 d . U . . .
O2 O 0.30860(11) 0.4675(3) 0.56889(12) 0.0658(5) Uani 1 1 d . U . . .
N1 N 0.37843(10) 0.6529(3) 0.46780(12) 0.0387(5) Uani 1 1 d . U . . .
C8 C 0.43823(12) 0.8276(3) 0.48362(14) 0.0345(5) Uani 1 1 d . U . . .
C9 C 0.49270(13) 0.8793(3) 0.41886(14) 0.0359(5) Uani 1 1 d . U . . .
C10 C 0.55232(12) 1.0504(3) 0.43525(14) 0.0380(5) Uani 1 1 d . U . . .
H10 H 0.586964 1.084733 0.390826 0.046 Uiso 1 1 calc R U . . .
C2 C 0.43143(13) 0.5635(3) 0.32559(14) 0.0396(5) Uani 1 1 d . U . . .
C7 C 0.37782(12) 0.5165(3) 0.39207(14) 0.0373(5) Uani 1 1 d . U . . .
C11 C 0.31044(14) 0.6220(4) 0.52520(16) 0.0430(6) Uani 1 1 d . U . . .
C1 C 0.48732(13) 0.7542(4) 0.33240(15) 0.0425(6) Uani 1 1 d . U . . .
C6 C 0.32174(13) 0.3369(3) 0.37840(16) 0.0456(6) Uani 1 1 d . U . . .
H6 H 0.284922 0.304506 0.421173 0.055 Uiso 1 1 calc R U . . .
C12 C 0.18752(14) 0.8071(4) 0.58293(17) 0.0507(6) Uani 1 1 d . U . . .
C5 C 0.32051(15) 0.2086(4) 0.30275(17) 0.0529(6) Uani 1 1 d . U . . .
H5 H 0.282858 0.089823 0.294817 0.064 Uiso 1 1 calc R U . . .
C3 C 0.42885(14) 0.4283(4) 0.24976(15) 0.0524(6) Uani 1 1 d . U . . .
H3 H 0.465125 0.458568 0.206234 0.063 Uiso 1 1 calc R U . . .
C4 C 0.37454(16) 0.2529(4) 0.23774(17) 0.0566(7) Uani 1 1 d . U . . .
H4 H 0.373749 0.164445 0.186753 0.068 Uiso 1 1 calc R U . . .
C14 C 0.24567(17) 0.7933(4) 0.68716(16) 0.0663(7) Uani 1 1 d . U . . .
H14A H 0.276685 0.661503 0.699109 0.099 Uiso 1 1 calc GR U . . .
H14B H 0.202588 0.811036 0.728045 0.099 Uiso 1 1 calc GR U . . .
H14C H 0.294846 0.898628 0.700805 0.099 Uiso 1 1 calc GR U . . .
C15 C 0.14893(17) 1.0212(4) 0.55805(19) 0.0743(8) Uani 1 1 d . U . . .
H15A H 0.202608 1.116418 0.572400 0.111 Uiso 1 1 calc GR U . . .
H15B H 0.104131 1.055225 0.595434 0.111 Uiso 1 1 calc GR U . . .
H15C H 0.115460 1.028277 0.490464 0.111 Uiso 1 1 calc GR U . . .
C13 C 0.10690(16) 0.6478(5) 0.5549(2) 0.0821(9) Uani 1 1 d . U . . .
H13A H 0.076512 0.655753 0.486641 0.123 Uiso 1 1 calc GR U . . .
H13B H 0.058699 0.672997 0.589519 0.123 Uiso 1 1 calc GR U . . .
H13C H 0.134453 0.513710 0.570707 0.123 Uiso 1 1 calc GR U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C11 1.313(2) . ?
O3 C12 1.493(2) . ?
O1 C1 1.226(2) . ?
O2 C11 1.191(3) . ?
N1 C8 1.401(2) . ?
N1 C7 1.404(2) . ?
N1 C11 1.439(2) . ?
C8 C9 1.399(3) . ?
C8 C10 1.387(3) 3_676 ?
C9 C10 1.381(3) . ?
C9 C1 1.471(3) . ?
C2 C7 1.403(3) . ?
C2 C1 1.463(3) . ?
C2 C3 1.394(3) . ?
C7 C6 1.399(3) . ?
C6 C5 1.368(3) . ?
C12 C14 1.505(3) . ?
C12 C15 1.508(3) . ?
C12 C13 1.516(3) . ?
C5 C4 1.386(3) . ?
C3 C4 1.364(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O3 C12 120.50(16) . . ?
C8 N1 C7 121.30(16) . . ?
C8 N1 C11 119.23(17) . . ?
C7 N1 C11 119.26(17) . . ?
C9 C8 N1 120.32(18) . . ?
C10 C8 N1 121.39(17) 3_676 . ?
C10 C8 C9 118.25(18) 3_676 . ?
C8 C9 C1 120.94(19) . . ?
C10 C9 C8 120.13(18) . . ?
C10 C9 C1 118.93(18) . . ?
C9 C10 C8 121.60(18) . 3_676 ?
C7 C2 C1 121.45(19) . . ?
C3 C2 C7 119.1(2) . . ?
C3 C2 C1 119.38(19) . . ?
C2 C7 N1 119.73(19) . . ?
C6 C7 N1 121.69(18) . . ?
C6 C7 C2 118.52(19) . . ?
O3 C11 N1 109.36(19) . . ?
O2 C11 O3 128.47(19) . . ?
O2 C11 N1 122.2(2) . . ?
O1 C1 C9 122.0(2) . . ?
O1 C1 C2 122.3(2) . . ?
C2 C1 C9 115.66(17) . . ?
C5 C6 C7 120.7(2) . . ?
O3 C12 C14 109.85(16) . . ?
O3 C12 C15 101.21(18) . . ?
O3 C12 C13 108.90(18) . . ?
C14 C12 C15 111.0(2) . . ?
C14 C12 C13 113.3(2) . . ?
C15 C12 C13 111.94(19) . . ?
C6 C5 C4 121.0(2) . . ?
C4 C3 C2 121.7(2) . . ?
C3 C4 C5 118.9(2) . . ?

_olex2_exptl_crystal_mounting_method 'fomblin oil'
_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 1.394
_oxdiff_exptl_absorpt_empirical_full_min 0.912
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tbocQA_II_RT
_database_code_depnum_ccdc_archive 'CCDC 2067647'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record             
;
2021-03-02 deposited with the CCDC.	2021-06-16 downloaded from the CCDC.
;
_audit_creation_date             2020-11-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H14 N O3)'
_chemical_formula_sum            'C30 H28 N2 O6'
_chemical_formula_weight         512.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   23.791(3)
_cell_length_b                   6.1680(10)
_cell_length_c                   19.031(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.076(18)
_cell_angle_gamma                90
_cell_volume                     2587.9(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1730
_cell_measurement_temperature    300
_cell_measurement_theta_max      19.9910
_cell_measurement_theta_min      3.4710
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.997
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       trapezoid
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1451
_diffrn_reflns_av_unetI/netI     0.5078
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.827
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18121
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.827
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.485
_diffrn_reflns_theta_min         3.430
_diffrn_ambient_temperature      300
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.827
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  38.00   1.00  150.00    --  -16.28  77.00-180.00   82
  2  ω    -38.00  12.00   1.00  150.00    --  -16.28 -77.00  60.00   50
  3  ω    -11.00  17.00   1.00  150.00    --   17.77  77.00  60.00   28
  4  ω      7.00  39.00   1.00  150.00    --   17.77  77.00 -90.00   32
  5  ω    -50.00  33.00   1.00  150.00    --   17.77 -57.00 -60.00   83
  6  ω    -13.00  89.00   1.00  150.00    --   17.77  19.00 120.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0061102000
_diffrn_orient_matrix_UB_12      -0.0145536000
_diffrn_orient_matrix_UB_13      0.0391645000
_diffrn_orient_matrix_UB_21      -0.0090114000
_diffrn_orient_matrix_UB_22      -0.1101128000
_diffrn_orient_matrix_UB_23      -0.0068275000
_diffrn_orient_matrix_UB_31      0.0302806000
_diffrn_orient_matrix_UB_32      -0.0298197000
_diffrn_orient_matrix_UB_33      0.0061190000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1135
_reflns_number_total             5974
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (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)'
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.0014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   0.637
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         5974
_refine_ls_number_restraints     285
_refine_ls_R_factor_all          0.3287
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      0.628
_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/[σ²(Fo²)+(0.0278P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.1050
_refine_special_details          ?
_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
2. Rigid body (RIGU) restrains
 C1A, C2A, C3A, C4A, C5A, C6A, C7A, C8A, C9A, C10A, C11A, C12A, C13A, C14A,
 C15A, N1A, O1A, O2A, O3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1B, C2B, C3B, C4B, C5B, C6B, C7B, C8B, C9B, C10B, C11B, C12B, C13B, C14B,
 C15B, N1B, O1B, O2B, O3B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1B, C2B, O1B, C3B, C7B, H3B, C4B, C6B, N1B, H4B, C5B, H6B, C8B, C11B, H5B,
 C9B, O2B, O3B, H9B, C10B, C12B, C13B, C14B, C15B, H13D, H13E, H13F, H14D, H14E,
  H14F, H15D, H15E, H15F
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15A, C1A, C2A, C9A, O1A, C3A, C7A, C8A, C10A, H3A, C4A, C6A, N1A, H10A, H4A,
 C5A, H6A, C11A, H5A, O2A, O3A, C12A, C13A, C14A, H13A, H13B, H13C, H14A, H14B,
 H14C, H15A, H15B, H15C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C3B(H3B), C4A(H4A), C4B(H4B), C5A(H5A), C5B(H5B), C6A(H6A),
 C6B(H6B), C9B(H9B), C10A(H10A)
3.b Idealised Me refined as rotating group:
 C13A(H13A,H13B,H13C), C13B(H13D,H13E,H13F), C14A(H14A,H14B,H14C), C14B(H14D,
 H14E,H14F), C15A(H15A,H15B,H15C), C15B(H15D,H15E,H15F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 1.07673(17) 0.7394(7) 0.4424(2) 0.0505(12) Uani 1 1 d . U . . .
C1B C 0.42052(17) 0.2552(7) 0.3739(2) 0.0541(13) Uani 1 1 d . U . . .
C2A C 1.05096(16) 0.9344(7) 0.3991(2) 0.0452(11) Uani 1 1 d . U . . .
C2B C 0.44642(17) 0.0603(7) 0.3541(2) 0.0471(12) Uani 1 1 d . U . . .
C3A C 1.08608(17) 1.0673(8) 0.3736(2) 0.0556(12) Uani 1 1 d . U . . .
H3A H 1.126527 1.031420 0.385040 0.067 Uiso 1 1 calc R U . . .
C3B C 0.40914(18) -0.0717(8) 0.2960(2) 0.0687(15) Uani 1 1 d . U . . .
H3B H 0.368246 -0.037452 0.272313 0.082 Uiso 1 1 calc R U . . .
C4A C 1.06310(19) 1.2494(8) 0.3323(2) 0.0683(14) Uani 1 1 d . U . . .
H4A H 1.087694 1.337480 0.316265 0.082 Uiso 1 1 calc R U . . .
C4B C 0.4317(2) -0.2519(9) 0.2730(2) 0.0824(16) Uani 1 1 d . U . . .
H4B H 0.406432 -0.338797 0.233944 0.099 Uiso 1 1 calc R U . . .
C5A C 1.00228(18) 1.3023(7) 0.3143(2) 0.0642(13) Uani 1 1 d . U . . .
H5A H 0.986256 1.427004 0.286578 0.077 Uiso 1 1 calc R U . . .
C5B C 0.4926(2) -0.3017(8) 0.3091(3) 0.0772(15) Uani 1 1 d . U . . .
H5B H 0.508470 -0.422552 0.293811 0.093 Uiso 1 1 calc R U . . .
C6A C 0.96593(17) 1.1703(8) 0.3376(2) 0.0572(13) Uani 1 1 d . U . . .
H6A H 0.925129 1.203710 0.324422 0.069 Uiso 1 1 calc R U . . .
C6B C 0.52981(19) -0.1748(8) 0.3671(3) 0.0654(14) Uani 1 1 d . U . . .
H6B H 0.570508 -0.211673 0.391019 0.078 Uiso 1 1 calc R U . . .
C7A C 0.99039(16) 0.9863(7) 0.3809(2) 0.0442(12) Uani 1 1 d . U . . .
C7B C 0.50761(19) 0.0082(7) 0.3908(2) 0.0495(12) Uani 1 1 d . U . . .
C8A C 0.97632(16) 0.6794(7) 0.4533(2) 0.0422(11) Uani 1 1 d . U . . .
C8B C 0.52328(16) 0.3208(7) 0.4743(2) 0.0445(11) Uani 1 1 d . U . . .
C9A C 1.03741(15) 0.6155(7) 0.4726(2) 0.0405(11) Uani 1 1 d . U . . .
C9B C 0.55966(15) 0.4406(7) 0.5355(2) 0.0468(12) Uani 1 1 d . U . . .
H9B H 0.599963 0.399756 0.560222 0.056 Uiso 1 1 calc R U . . .
C10A C 1.05988(15) 0.4416(7) 0.5188(2) 0.0455(12) Uani 1 1 d . U . . .
H10A H 1.100359 0.403214 0.531889 0.055 Uiso 1 1 calc R U . . .
C10B C 0.53838(15) 0.6193(7) 0.5616(2) 0.0435(12) Uani 1 1 d . U . . .
C11A C 0.88929(17) 0.8991(7) 0.3790(3) 0.0474(12) Uani 1 1 d . U . . .
C11B C 0.60944(18) 0.0999(9) 0.4768(3) 0.0569(14) Uani 1 1 d . U . . .
C12A C 0.79554(15) 0.8304(8) 0.2717(2) 0.0512(12) Uani 1 1 d . U . . .
C12B C 0.70345(15) 0.2687(8) 0.4801(2) 0.0525(12) Uani 1 1 d . U . . .
C13A C 0.77554(15) 1.0607(7) 0.2613(2) 0.0744(14) Uani 1 1 d . U . . .
H13A H 0.782341 1.124342 0.309879 0.112 Uiso 1 1 calc GR U . . .
H13B H 0.733125 1.067560 0.230219 0.112 Uiso 1 1 calc GR U . . .
H13C H 0.798258 1.138907 0.237210 0.112 Uiso 1 1 calc GR U . . .
C13B C 0.73000(16) 0.2789(9) 0.5625(3) 0.132(2) Uani 1 1 d . U . . .
H13D H 0.711522 0.394643 0.579838 0.198 Uiso 1 1 calc GR U . . .
H13E H 0.772813 0.304627 0.578753 0.198 Uiso 1 1 calc GR U . . .
H13F H 0.723186 0.144009 0.583194 0.198 Uiso 1 1 calc GR U . . .
C14A C 0.78597(15) 0.7207(8) 0.1969(2) 0.0981(18) Uani 1 1 d . U . . .
H14A H 0.804417 0.805919 0.169201 0.147 Uiso 1 1 calc GR U . . .
H14B H 0.743297 0.707245 0.167859 0.147 Uiso 1 1 calc GR U . . .
H14C H 0.804133 0.579248 0.206330 0.147 Uiso 1 1 calc GR U . . .
C14B C 0.72561(17) 0.0848(9) 0.4486(3) 0.154(3) Uani 1 1 d . U . . .
H14D H 0.724143 -0.044989 0.475691 0.231 Uiso 1 1 calc GR U . . .
H14E H 0.766672 0.111907 0.453570 0.231 Uiso 1 1 calc GR U . . .
H14F H 0.700500 0.067509 0.395980 0.231 Uiso 1 1 calc GR U . . .
C15A C 0.76731(14) 0.7023(7) 0.3174(2) 0.0787(15) Uani 1 1 d . U . . .
H15A H 0.783784 0.558269 0.325418 0.118 Uiso 1 1 calc GR U . . .
H15B H 0.724202 0.695294 0.290412 0.118 Uiso 1 1 calc GR U . . .
H15C H 0.775975 0.771894 0.365454 0.118 Uiso 1 1 calc GR U . . .
C15B C 0.71071(18) 0.4766(10) 0.4467(4) 0.182(3) Uani 1 1 d . U . . .
H15D H 0.685843 0.477383 0.393645 0.273 Uiso 1 1 calc GR U . . .
H15E H 0.752428 0.495374 0.453243 0.273 Uiso 1 1 calc GR U . . .
H15F H 0.698593 0.592813 0.471525 0.273 Uiso 1 1 calc GR U . . .
N1A N 0.95411(12) 0.8605(6) 0.40651(17) 0.0457(9) Uani 1 1 d . U . . .
N1B N 0.54467(12) 0.1373(6) 0.44873(19) 0.0508(10) Uani 1 1 d . U . . .
O1A O 1.12916(10) 0.6767(4) 0.45495(14) 0.0642(9) Uani 1 1 d . U . . .
O1B O 0.36789(10) 0.3154(5) 0.33905(15) 0.0775(10) Uani 1 1 d . U . . .
O2A O 0.86633(11) 0.9886(5) 0.41701(15) 0.0774(11) Uani 1 1 d . U . . .
O2B O 0.63247(12) -0.0494(6) 0.5139(2) 0.1235(16) Uani 1 1 d . U . . .
O3A O 0.86323(10) 0.8182(4) 0.31168(14) 0.0531(8) Uani 1 1 d . U . . .
O3B O 0.63535(10) 0.2560(4) 0.45370(13) 0.0533(8) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A C2A 1.456(5) . ?
C1A C9A 1.481(5) . ?
C1A O1A 1.240(4) . ?
C1B C2B 1.463(5) . ?
C1B C10B 1.470(5) 3_666 ?
C1B O1B 1.234(4) . ?
C2A C3A 1.381(5) . ?
C2A C7A 1.387(4) . ?
C2B C3B 1.391(5) . ?
C2B C7B 1.395(5) . ?
C3A C4A 1.362(5) . ?
C3B C4B 1.375(5) . ?
C4A C5A 1.395(4) . ?
C4B C5B 1.386(5) . ?
C5A C6A 1.376(5) . ?
C5B C6B 1.371(5) . ?
C6A C7A 1.395(5) . ?
C6B C7B 1.391(5) . ?
C7A N1A 1.378(4) . ?
C7B N1B 1.377(4) . ?
C8A C9A 1.415(4) . ?
C8A C10A 1.387(4) 3_766 ?
C8A N1A 1.403(4) . ?
C8B C9B 1.377(4) . ?
C8B C10B 1.415(4) 3_666 ?
C8B N1B 1.401(4) . ?
C9A C10A 1.363(5) . ?
C9B C10B 1.380(5) . ?
C11A N1A 1.450(4) . ?
C11A O2A 1.192(4) . ?
C11A O3A 1.296(4) . ?
C11B N1B 1.447(4) . ?
C11B O2B 1.164(5) . ?
C11B O3B 1.305(5) . ?
C12A C13A 1.487(5) . ?
C12A C14A 1.513(5) . ?
C12A C15A 1.507(5) . ?
C12A O3A 1.502(4) . ?
C12B C13B 1.454(5) . ?
C12B C14B 1.470(5) . ?
C12B C15B 1.470(5) . ?
C12B O3B 1.507(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2A C1A C9A 116.9(3) . . ?
O1A C1A C2A 123.1(4) . . ?
O1A C1A C9A 120.0(4) . . ?
C2B C1B C10B 115.8(4) . 3_666 ?
O1B C1B C2B 123.3(4) . . ?
O1B C1B C10B 120.8(4) . 3_666 ?
C3A C2A C1A 120.4(4) . . ?
C3A C2A C7A 119.0(4) . . ?
C7A C2A C1A 120.6(4) . . ?
C3B C2B C1B 118.8(4) . . ?
C3B C2B C7B 119.8(4) . . ?
C7B C2B C1B 121.4(4) . . ?
C4A C3A C2A 121.8(4) . . ?
C4B C3B C2B 121.2(4) . . ?
C3A C4A C5A 119.2(4) . . ?
C3B C4B C5B 118.8(5) . . ?
C6A C5A C4A 120.1(4) . . ?
C6B C5B C4B 120.7(5) . . ?
C5A C6A C7A 119.9(4) . . ?
C5B C6B C7B 121.0(5) . . ?
C2A C7A C6A 119.9(4) . . ?
N1A C7A C2A 120.8(4) . . ?
N1A C7A C6A 119.3(4) . . ?
C6B C7B C2B 118.4(4) . . ?
N1B C7B C2B 120.1(4) . . ?
N1B C7B C6B 121.5(4) . . ?
C10A C8A C9A 118.5(4) 3_766 . ?
C10A C8A N1A 122.1(3) 3_766 . ?
N1A C8A C9A 119.4(4) . . ?
C9B C8B C10B 118.4(4) . 3_666 ?
C9B C8B N1B 122.2(4) . . ?
N1B C8B C10B 119.3(4) . 3_666 ?
C8A C9A C1A 119.6(4) . . ?
C10A C9A C1A 120.3(3) . . ?
C10A C9A C8A 120.1(3) . . ?
C8B C9B C10B 122.3(4) . . ?
C9A C10A C8A 121.4(3) . 3_766 ?
C8B C10B C1B 120.6(4) 3_666 3_666 ?
C9B C10B C1B 120.1(4) . 3_666 ?
C9B C10B C8B 119.3(4) . 3_666 ?
O2A C11A N1A 121.7(4) . . ?
O2A C11A O3A 128.3(4) . . ?
O3A C11A N1A 110.0(4) . . ?
O2B C11B N1B 122.9(5) . . ?
O2B C11B O3B 127.8(4) . . ?
O3B C11B N1B 109.3(4) . . ?
C13A C12A C14A 112.0(4) . . ?
C13A C12A C15A 112.8(3) . . ?
C13A C12A O3A 110.1(3) . . ?
C15A C12A C14A 111.5(4) . . ?
O3A C12A C14A 102.0(3) . . ?
O3A C12A C15A 107.8(3) . . ?
C13B C12B C14B 113.3(4) . . ?
C13B C12B C15B 110.7(5) . . ?
C13B C12B O3B 109.8(3) . . ?
C14B C12B O3B 109.2(3) . . ?
C15B C12B C14B 112.2(4) . . ?
C15B C12B O3B 100.8(3) . . ?
C7A N1A C8A 122.4(3) . . ?
C7A N1A C11A 120.2(3) . . ?
C8A N1A C11A 117.1(3) . . ?
C7B N1B C8B 122.6(3) . . ?
C7B N1B C11B 118.4(4) . . ?
C8B N1B C11B 118.4(4) . . ?
C11A O3A C12A 120.4(3) . . ?
C11B O3B C12B 120.7(3) . . ?

# end Validation Reply Form
_olex2_exptl_crystal_mounting_method 'fomblin oil'
_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 1.034
_oxdiff_exptl_absorpt_empirical_full_min 0.970
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.6529 10257 10155 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.3471 10312 10155 nmt 1.0225 -0.0121 0.0938 0.0015 0.9967 0.0025 -0.0605
-0.0147 0.9670

_twin_special_details            
;
Component 2 rotated by 4.0583° 
 around [-0.34 0.91 0.23] (reciprocal) or [-0.02 1.00 0.02] (direct)
;
# start Validation Reply Form
_vrf_PLAT026_tbocQA_II_RT        
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 19% Check
RESPONSE: this sample was invariably obtained as twinned.
therefore, a fraction of reflections had to be rejected during data elaboration.
Additionally it is weakly diffracting.
;
_vrf_PLAT242_tbocQA_II_RT        
;
PROBLEM: Low \"i?"\"i> \"i>?MainMol\"i?"\"i> \"i>? Ueq as Compared to Neighbors of C12B Check
RESPONSE: this is the typical false alarm  for terminal groups such as the t-butyl moiety, C12b is in fact the central C-atom of the t-butyl substituent
;

