# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_hx_sq
_database_code_depnum_ccdc_archive 'CCDC 1996412'
loop_
_audit_author_name
_audit_author_address
'Xiaofan Hu'
;Ningbo Institute of Material Technology and Engineering, Chinese Academy of Science
China
;
_audit_update_record             
;
2020-04-11 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H40 N2 O6'
_chemical_formula_weight         716.80

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   12.5498(14)
_cell_length_b                   9.3561(10)
_cell_length_c                   20.332(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.893(2)
_cell_angle_gamma                90
_cell_volume                     2381.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2640
_cell_measurement_theta_min      2.3972
_cell_measurement_theta_max      22.6415

_exptl_crystal_description       plate
_exptl_crystal_colour            clorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.999
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13242
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.852
_diffrn_reflns_theta_max         26.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4855
_reflns_number_gt                3288
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0909P)²+0.0826P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4855
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.14220(11) 0.40426(13) 0.70676(7) 0.0478(4) Uani 1 1 d . . . . .
C10 C 0.19988(14) 0.19713(17) 0.76815(9) 0.0347(4) Uani 1 1 d . . . . .
C8 C 0.04141(14) 0.33394(19) 0.79705(9) 0.0372(4) Uani 1 1 d . . . . .
O1 O 0.37036(11) -0.29357(15) 0.88809(8) 0.0547(4) Uani 1 1 d . . . . .
C12 C 0.25257(14) -0.02162(18) 0.83283(9) 0.0370(4) Uani 1 1 d . . . . .
H12 H 0.3132 -0.0341 0.8096 0.044 Uiso 1 1 calc R U . . .
C6 C 0.09106(14) 0.11257(18) 0.85604(9) 0.0366(4) Uani 1 1 d . . . . .
C9 C 0.12769(15) 0.30794(18) 0.75626(9) 0.0371(4) Uani 1 1 d . . . . .
C11 C 0.18198(14) 0.09482(18) 0.81806(9) 0.0350(4) Uani 1 1 d . . . . .
C7 C 0.02538(14) 0.23475(19) 0.84491(9) 0.0399(4) Uani 1 1 d . . . . .
H7 H -0.0313 0.2481 0.8714 0.048 Uiso 1 1 calc R U . . .
C3 C 0.22990(14) -0.11398(18) 0.88132(9) 0.0373(4) Uani 1 1 d . . . . .
O2 O 0.07178(12) -0.24470(16) 1.00447(8) 0.0624(5) Uani 1 1 d . . . . .
C2 C 0.13645(16) -0.2190(2) 0.96477(10) 0.0426(5) Uani 1 1 d . . . . .
C4 C 0.13864(15) -0.09840(18) 0.91748(9) 0.0384(4) Uani 1 1 d . . . . .
C18 C 0.24971(15) -0.43657(19) 0.98663(9) 0.0385(4) Uani 1 1 d . . . . .
C5 C 0.07024(15) 0.0124(2) 0.90605(9) 0.0414(5) Uani 1 1 d . . . . .
H5 H 0.0107 0.0226 0.9305 0.050 Uiso 1 1 calc R U . . .
N1 N 0.22604(12) -0.30291(15) 0.95401(8) 0.0404(4) Uani 1 1 d . . . . .
C1 C 0.28841(15) -0.2441(2) 0.90561(10) 0.0395(4) Uani 1 1 d . . . . .
C14 C -0.02647(16) 0.4707(2) 0.78928(11) 0.0474(5) Uani 1 1 d . . . . .
C23 C 0.17253(17) -0.5426(2) 0.98451(11) 0.0498(5) Uani 1 1 d . . . . .
H23 H 0.1052 -0.5260 0.9639 0.060 Uiso 1 1 calc R U . . .
C19 C 0.34889(16) -0.4599(2) 1.01797(10) 0.0496(5) Uani 1 1 d . . . . .
H19 H 0.3998 -0.3875 1.0203 0.060 Uiso 1 1 calc R U . . .
C20 C 0.3722(2) -0.5914(3) 1.04593(12) 0.0636(6) Uani 1 1 d . . . . .
H20 H 0.4393 -0.6085 1.0667 0.076 Uiso 1 1 calc R U . . .
C17 C -0.1094(2) 0.4758(3) 0.84093(14) 0.0771(8) Uani 1 1 d . . . . .
H17A H -0.1561 0.3948 0.8354 0.116 Uiso 1 1 calc R U . . .
H17B H -0.1504 0.5622 0.8356 0.116 Uiso 1 1 calc R U . . .
H17C H -0.0738 0.4738 0.8842 0.116 Uiso 1 1 calc R U . . .
C22 C 0.1966(2) -0.6727(2) 1.01330(13) 0.0634(6) Uani 1 1 d . . . . .
H22 H 0.1452 -0.7444 1.0125 0.076 Uiso 1 1 calc R U . . .
C16 C -0.0858(2) 0.4791(3) 0.72122(13) 0.0757(8) Uani 1 1 d . . . . .
H16A H -0.0351 0.4890 0.6882 0.114 Uiso 1 1 calc R U . . .
H16B H -0.1328 0.5602 0.7195 0.114 Uiso 1 1 calc R U . . .
H16C H -0.1267 0.3935 0.7132 0.114 Uiso 1 1 calc R U . . .
C13 C 0.1356(2) 0.3499(3) 0.64081(11) 0.0720(7) Uani 1 1 d . . . . .
H13A H 0.2058 0.3259 0.6284 0.108 Uiso 1 1 calc R U . . .
H13B H 0.1051 0.4213 0.6113 0.108 Uiso 1 1 calc R U . . .
H13C H 0.0914 0.2661 0.6385 0.108 Uiso 1 1 calc R U . . .
C21 C 0.2961(2) -0.6970(3) 1.04304(13) 0.0707(7) Uani 1 1 d . . . . .
H21 H 0.3124 -0.7860 1.0615 0.085 Uiso 1 1 calc R U . . .
C15 C 0.0465(2) 0.6015(2) 0.79986(14) 0.0724(7) Uani 1 1 d . . . . .
H15A H 0.0858 0.5942 0.8419 0.109 Uiso 1 1 calc R U . . .
H15B H 0.0039 0.6868 0.7987 0.109 Uiso 1 1 calc R U . . .
H15C H 0.0955 0.6053 0.7656 0.109 Uiso 1 1 calc R 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 C9 1.372(2) . ?
O3 C13 1.431(3) . ?
C10 C9 1.387(2) . ?
C10 C11 1.424(2) . ?
C10 C10 1.501(3) 2_556 ?
C8 C7 1.369(3) . ?
C8 C9 1.429(3) . ?
C8 C14 1.539(3) . ?
O1 C1 1.204(2) . ?
C12 C3 1.356(2) . ?
C12 C11 1.423(2) . ?
C12 H12 0.9300 . ?
C6 C7 1.418(2) . ?
C6 C5 1.420(3) . ?
C6 C11 1.430(2) . ?
C7 H7 0.9300 . ?
C3 C4 1.410(2) . ?
C3 C1 1.489(3) . ?
O2 C2 1.207(2) . ?
C2 N1 1.401(2) . ?
C2 C4 1.484(3) . ?
C4 C5 1.356(2) . ?
C18 C19 1.377(3) . ?
C18 C23 1.385(3) . ?
C18 N1 1.437(2) . ?
C5 H5 0.9300 . ?
N1 C1 1.410(2) . ?
C14 C16 1.528(3) . ?
C14 C17 1.529(3) . ?
C14 C15 1.535(3) . ?
C23 C22 1.376(3) . ?
C23 H23 0.9300 . ?
C19 C20 1.378(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.373(3) . ?
C20 H20 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C22 C21 1.369(4) . ?
C22 H22 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C21 H21 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
C9 O3 C13 116.86(15) . . ?
C9 C10 C11 119.59(16) . . ?
C9 C10 C10 118.26(14) . 2_556 ?
C11 C10 C10 121.90(14) . 2_556 ?
C7 C8 C9 116.79(16) . . ?
C7 C8 C14 121.96(17) . . ?
C9 C8 C14 121.19(17) . . ?
C3 C12 C11 118.88(17) . . ?
C3 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C7 C6 C5 120.86(17) . . ?
C7 C6 C11 118.93(16) . . ?
C5 C6 C11 120.15(16) . . ?
O3 C9 C10 120.07(16) . . ?
O3 C9 C8 117.22(15) . . ?
C10 C9 C8 122.53(16) . . ?
C12 C11 C10 122.61(16) . . ?
C12 C11 C6 118.88(16) . . ?
C10 C11 C6 118.49(15) . . ?
C8 C7 C6 123.21(17) . . ?
C8 C7 H7 118.4 . . ?
C6 C7 H7 118.4 . . ?
C12 C3 C4 122.10(16) . . ?
C12 C3 C1 129.74(17) . . ?
C4 C3 C1 108.15(15) . . ?
O2 C2 N1 125.18(18) . . ?
O2 C2 C4 128.88(17) . . ?
N1 C2 C4 105.94(15) . . ?
C5 C4 C3 121.13(17) . . ?
C5 C4 C2 130.77(17) . . ?
C3 C4 C2 108.10(15) . . ?
C19 C18 C23 120.62(18) . . ?
C19 C18 N1 120.23(17) . . ?
C23 C18 N1 119.12(17) . . ?
C4 C5 C6 118.82(17) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C2 N1 C1 112.32(15) . . ?
C2 N1 C18 123.96(15) . . ?
C1 N1 C18 123.68(15) . . ?
O1 C1 N1 125.61(17) . . ?
O1 C1 C3 128.95(17) . . ?
N1 C1 C3 105.42(15) . . ?
C16 C14 C17 107.94(19) . . ?
C16 C14 C15 109.6(2) . . ?
C17 C14 C15 107.8(2) . . ?
C16 C14 C8 111.59(18) . . ?
C17 C14 C8 110.71(17) . . ?
C15 C14 C8 109.11(17) . . ?
C22 C23 C18 119.2(2) . . ?
C22 C23 H23 120.4 . . ?
C18 C23 H23 120.4 . . ?
C18 C19 C20 119.5(2) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C22 C21 C20 120.7(2) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.256
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.038



