# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_upc-158
_database_code_depnum_ccdc_archive 'CCDC 1902453'
loop_
_audit_author_name
_audit_author_address
'Liang-Liang Zhang'
;Northwestern Polytechnical University(NPU)
China
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-05-03 downloaded from the CCDC.
;
_audit_creation_date             2019-04-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.08(C576 H336 N48 O192 Zr36)'
_chemical_formula_sum            'C48 H28 N4 O16 Zr3'
_chemical_formula_weight         1190.40
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -0.1862 2.2449 '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      cubic
_space_group_IT_number           223
_space_group_name_H-M_alt        'P m -3 n'
_space_group_name_Hall           '-P 4n 2 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/2'
'x, -y, -z'
'z, x, y'
'-x, -y, z'
'-y+1/2, -x+1/2, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'z+1/2, -y+1/2, x+1/2'
'-x+1/2, z+1/2, y+1/2'
'-z, x, -y'
'z, -x, -y'
'y, z, x'
'y+1/2, -x+1/2, z+1/2'
'-x, y, -z'
'-z, -x, y'
'-z+1/2, -y+1/2, -x+1/2'
'-x+1/2, -z+1/2, -y+1/2'
'z+1/2, y+1/2, -x+1/2'
'x+1/2, z+1/2, -y+1/2'
'-z+1/2, y+1/2, x+1/2'
'-y, -z, x'
'y, -z, -x'
'-y, z, -x'
'x+1/2, -z+1/2, y+1/2'
'-x, -y, -z'
'y-1/2, -x-1/2, -z-1/2'
'-x, y, z'
'-z, -x, -y'
'x, y, -z'
'y-1/2, x-1/2, z-1/2'
'-y-1/2, -x-1/2, z-1/2'
'-z-1/2, y-1/2, -x-1/2'
'x-1/2, -z-1/2, -y-1/2'
'z, -x, y'
'-z, x, y'
'-y, -z, -x'
'-y-1/2, x-1/2, -z-1/2'
'x, -y, z'
'z, x, -y'
'z-1/2, y-1/2, x-1/2'
'x-1/2, z-1/2, y-1/2'
'-z-1/2, -y-1/2, x-1/2'
'-x-1/2, -z-1/2, y-1/2'
'z-1/2, -y-1/2, -x-1/2'
'y, z, -x'
'-y, z, x'
'y, -z, x'
'-x-1/2, z-1/2, -y-1/2'

_cell_length_a                   32.9862(2)
_cell_length_b                   32.9862(2)
_cell_length_c                   32.9862(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     35892.0(7)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.1090
_cell_measurement_theta_min      3.7870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.367
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       triangular
_exptl_crystal_F_000             7104
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            40712
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         3.790
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   CuK\a
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3727
_reflns_number_total             5604
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.151
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       0.000015(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         5604
_refine_ls_number_restraints     345
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0857
_refine_ls_restrained_S_all      1.050
_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)+(0.1380P)²+118.6884P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2761
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 C11-C13 = C15-C8 = C9-C10
 1.39 with sigma of 0.02
3. Restrained angles
 C11-C13-C15
 fixed at 120 with sigma of 0.02
 C13-C15-C8
 fixed at 120 with sigma of 0.02
 C15-C8-C9
 fixed at 120 with sigma of 0.02
 C8-C9-C10
 fixed at 120 with sigma of 0.02
 C9-C10-C11
 fixed at 120 with sigma of 0.02
4. Restrained planarity
 C8, C9, C10, C11, C15
 with sigma of 0.1
 C8, C9, C10, C11, C13, C15
 with sigma of 0.1
5. Rigid bond restraints
 C11, C13
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
O1 \\sim O2 \\sim O3 \\sim O4 \\sim O5 \\sim N1 \\sim C1 \\sim C2 \\sim C3
\\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim
C12 \\sim C15: within 3.7A with sigma of 0.005 and sigma for terminal atoms of
0.001
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 C15: within 3.7A with sigma of
0.005 and sigma for terminal atoms of 0.001
Uanis(C16) = Uanis(C14)
7. Others
 Sof(C14)=Sof(H14)=1-FVAR(1)
 Sof(C13)=Sof(H13)=FVAR(1)
 Sof(C16)=Sof(H16)=1-FVAR(2)
 Sof(C15)=Sof(H15)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15),
 C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Zr1 Zr 0.7500 0.44735(2) -0.05265(2) 0.0566(3) Uani 1 2 d S T P . .
Zr2 Zr 0.67429(3) 0.5000 0.0000 0.0598(4) Uani 1 4 d S T P . .
O1 O 0.71763(18) 0.4538(2) 0.0000 0.0596(14) Uani 1 2 d S TU P . .
O2 O 0.7081(2) 0.5000 0.0588(2) 0.0721(13) Uani 1 2 d S TU P . .
O3 O 0.63956(16) 0.54123(17) 0.04015(17) 0.0791(11) Uani 1 1 d . U . . .
O4 O 0.69060(18) 0.57701(19) 0.07551(18) 0.0891(11) Uani 1 1 d . U . . .
O5 O 0.53460(16) 0.88285(16) 0.24672(19) 0.0831(12) Uani 1 1 d . U . . .
N1 N 0.5333(2) 0.6907(2) 0.1611(2) 0.0909(12) Uani 1 1 d . U . . .
H1 H 0.5577 0.6986 0.1658 0.109 Uiso 1 1 calc R . . . .
C1 C 0.5000 0.8664(4) 0.2419(4) 0.0844(17) Uani 1 2 d S TU P . .
C2 C 0.5000 0.8249(4) 0.2272(4) 0.0874(15) Uani 1 2 d S TU P . .
C3 C 0.5365(3) 0.8041(3) 0.2185(3) 0.0890(13) Uani 1 1 d . U . . .
H3 H 0.5610 0.8166 0.2247 0.107 Uiso 1 1 calc R . . . .
C4 C 0.5368(3) 0.7662(3) 0.2014(3) 0.0915(14) Uani 1 1 d . U . . .
H4 H 0.5613 0.7534 0.1955 0.110 Uiso 1 1 calc R . . . .
C5 C 0.5000 0.7469(4) 0.1929(4) 0.0901(14) Uani 1 2 d S TU P . .
C6 C 0.5000 0.7084(4) 0.1734(5) 0.0912(14) Uani 1 2 d S TU P . .
C7 C 0.5217(3) 0.6566(3) 0.1388(3) 0.0934(13) Uani 1 1 d . U . . .
C8 C 0.5537(3) 0.6321(3) 0.1216(3) 0.0947(12) Uani 1 1 d D U . . .
C9 C 0.5948(3) 0.6475(3) 0.1204(3) 0.0995(13) Uani 1 1 d D U . . .
H9 H 0.5991 0.6732 0.1313 0.119 Uiso 1 1 calc R . . . .
C10 C 0.6289(3) 0.6272(3) 0.1043(3) 0.0967(12) Uani 1 1 d D U . . .
H10 H 0.6551 0.6375 0.1060 0.116 Uiso 1 1 calc R . . . .
C11 C 0.6198(3) 0.5894(3) 0.0852(3) 0.0930(12) Uani 1 1 d D U . . .
C12 C 0.6522(3) 0.5669(3) 0.0641(3) 0.0880(12) Uani 1 1 d . U . . .
C13 C 0.5851(4) 0.5709(5) 0.0905(5) 0.0926(14) Uani 0.608(15) 1 d D U . A 1
H13 H 0.5822 0.5437 0.0836 0.111 Uiso 0.608(15) 1 calc R . . A 1
C14 C 0.5753(5) 0.5920(5) 0.0670(6) 0.060(4) Uani 0.392(15) 1 d . . . A 2
H14 H 0.5690 0.5764 0.0444 0.072 Uiso 0.392(15) 1 calc R . . A 2
C15 C 0.5505(5) 0.5939(5) 0.1074(6) 0.0942(14) Uani 0.553(16) 1 d D U . A 1
H15 H 0.5252 0.5814 0.1083 0.113 Uiso 0.553(16) 1 calc R . . A 1
C16 C 0.5480(4) 0.6148(5) 0.0823(5) 0.060(4) Uani 0.447(16) 1 d . . . A 2
H16 H 0.5243 0.6200 0.0679 0.072 Uiso 0.447(16) 1 calc R . . A 2


_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
Zr1 Zr1 3.4737(11) 38_565 ?
Zr1 Zr1 3.4737(11) 29 ?
Zr1 Zr2 3.5028(9) . ?
Zr1 Zr2 3.5027(9) 9_654 ?
Zr1 O1 2.050(3) 9_654 ?
Zr1 O1 2.050(3) . ?
Zr1 O2 2.228(4) 17_655 ?
Zr1 O2 2.228(4) 3_565 ?
Zr1 O4 2.248(6) 3_565 ?
Zr1 O4 2.248(6) 17_655 ?
Zr1 O5 2.212(5) 15_664 ?
Zr1 O5 2.212(5) 18_545 ?
Zr2 Zr1 3.5028(9) 38_565 ?
Zr2 Zr1 3.5028(9) 29 ?
Zr2 Zr1 3.5028(9) 3_565 ?
Zr2 O1 2.091(6) 3_565 ?
Zr2 O1 2.091(6) . ?
Zr2 O2 2.238(7) 3_565 ?
Zr2 O2 2.238(7) . ?
Zr2 O3 2.217(5) 3_565 ?
Zr2 O3 2.217(5) 29 ?
Zr2 O3 2.217(5) 38_565 ?
Zr2 O3 2.217(5) . ?
O1 Zr1 2.050(3) 29 ?
O2 Zr1 2.228(4) 29 ?
O2 Zr1 2.228(4) 3_565 ?
O3 C12 1.232(11) . ?
O4 Zr1 2.248(6) 3_565 ?
O4 C12 1.362(11) . ?
O5 Zr1 2.212(5) 20_554 ?
O5 C1 1.274(7) . ?
N1 C6 1.308(9) . ?
N1 C7 1.399(10) . ?
C1 O5 1.274(7) 27_655 ?
C1 C2 1.451(15) . ?
C2 C3 1.413(10) . ?
C2 C3 1.413(10) 27_655 ?
C3 C4 1.374(11) . ?
C4 C5 1.400(10) . ?
C5 C4 1.400(10) 27_655 ?
C5 C6 1.422(16) . ?
C6 N1 1.308(9) 27_655 ?
C7 C7 1.435(18) 27_655 ?
C7 C8 1.444(12) . ?
C8 C9 1.448(13) . ?
C8 C15 1.346(14) . ?
C8 C16 1.428(17) . ?
C9 C10 1.414(10) . ?
C10 C11 1.428(12) . ?
C11 C12 1.475(12) . ?
C11 C13 1.308(13) . ?
C11 C14 1.587(17) . ?
C13 C15 1.48(2) . ?
C14 C16 1.28(2) . ?

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
Zr1 Zr1 Zr1 90.0 29 38_565 ?
Zr1 Zr1 Zr2 60.274(9) 29 9_654 ?
Zr1 Zr1 Zr2 60.275(9) 29 . ?
Zr1 Zr1 Zr2 60.274(9) 38_565 9_654 ?
Zr1 Zr1 Zr2 60.275(9) 38_565 . ?
Zr2 Zr1 Zr2 90.95(3) 9_654 . ?
O1 Zr1 Zr1 32.07(14) 9_654 38_565 ?
O1 Zr1 Zr1 32.07(14) . 29 ?
O1 Zr1 Zr1 84.07(19) . 38_565 ?
O1 Zr1 Zr1 84.08(19) 9_654 29 ?
O1 Zr1 Zr2 32.57(17) 9_654 9_654 ?
O1 Zr1 Zr2 84.26(16) 9_654 . ?
O1 Zr1 Zr2 32.57(17) . . ?
O1 Zr1 Zr2 84.26(16) . 9_654 ?
O1 Zr1 O1 95.5(4) . 9_654 ?
O1 Zr1 O2 70.8(2) 9_654 3_565 ?
O1 Zr1 O2 71.0(2) 9_654 17_655 ?
O1 Zr1 O2 71.0(3) . 3_565 ?
O1 Zr1 O2 70.8(2) . 17_655 ?
O1 Zr1 O4 142.3(2) . 17_655 ?
O1 Zr1 O4 142.3(2) 9_654 3_565 ?
O1 Zr1 O4 82.4(2) 9_654 17_655 ?
O1 Zr1 O4 82.4(2) . 3_565 ?
O1 Zr1 O5 144.4(2) 9_654 18_545 ?
O1 Zr1 O5 81.1(2) 9_654 15_664 ?
O1 Zr1 O5 144.4(2) . 15_664 ?
O1 Zr1 O5 81.1(2) . 18_545 ?
O2 Zr1 Zr1 38.79(14) 17_655 29 ?
O2 Zr1 Zr1 95.22(18) 3_565 29 ?
O2 Zr1 Zr1 95.22(18) 17_655 38_565 ?
O2 Zr1 Zr1 38.79(14) 3_565 38_565 ?
O2 Zr1 Zr2 38.44(18) 17_655 9_654 ?
O2 Zr1 Zr2 38.44(18) 3_565 . ?
O2 Zr1 Zr2 95.77(15) 17_655 . ?
O2 Zr1 Zr2 95.77(15) 3_565 9_654 ?
O2 Zr1 O2 121.7(3) 17_655 3_565 ?
O2 Zr1 O4 140.3(2) 17_655 3_565 ?
O2 Zr1 O4 73.0(2) 17_655 17_655 ?
O2 Zr1 O4 73.0(2) 3_565 3_565 ?
O2 Zr1 O4 140.3(2) 3_565 17_655 ?
O4 Zr1 Zr1 110.94(16) 3_565 38_565 ?
O4 Zr1 Zr1 109.60(16) 3_565 29 ?
O4 Zr1 Zr1 110.94(16) 17_655 29 ?
O4 Zr1 Zr1 109.60(16) 17_655 38_565 ?
O4 Zr1 Zr2 164.79(16) 17_655 . ?
O4 Zr1 Zr2 73.87(16) 3_565 . ?
O4 Zr1 Zr2 164.79(16) 3_565 9_654 ?
O4 Zr1 Zr2 73.87(16) 17_655 9_654 ?
O4 Zr1 O4 121.3(3) 3_565 17_655 ?
O5 Zr1 Zr1 74.38(14) 18_545 29 ?
O5 Zr1 Zr1 164.12(14) 18_545 38_565 ?
O5 Zr1 Zr1 74.38(14) 15_664 38_565 ?
O5 Zr1 Zr1 164.12(14) 15_664 29 ?
O5 Zr1 Zr2 107.97(15) 15_664 9_654 ?
O5 Zr1 Zr2 112.23(15) 15_664 . ?
O5 Zr1 Zr2 112.23(15) 18_545 9_654 ?
O5 Zr1 Zr2 107.97(15) 18_545 . ?
O5 Zr1 O2 138.1(2) 15_664 17_655 ?
O5 Zr1 O2 74.5(2) 15_664 3_565 ?
O5 Zr1 O2 138.1(2) 18_545 3_565 ?
O5 Zr1 O2 74.5(2) 18_545 17_655 ?
O5 Zr1 O4 79.4(2) 15_664 3_565 ?
O5 Zr1 O4 72.8(2) 18_545 3_565 ?
O5 Zr1 O4 79.4(2) 18_545 17_655 ?
O5 Zr1 O4 72.8(2) 15_664 17_655 ?
O5 Zr1 O5 121.3(3) 18_545 15_664 ?
Zr1 Zr2 Zr1 59.451(18) . 38_565 ?
Zr1 Zr2 Zr1 89.05(3) . 3_565 ?
Zr1 Zr2 Zr1 59.451(18) 3_565 38_565 ?
Zr1 Zr2 Zr1 89.05(3) 38_565 29 ?
Zr1 Zr2 Zr1 59.451(18) . 29 ?
Zr1 Zr2 Zr1 59.451(18) 3_565 29 ?
O1 Zr2 Zr1 31.86(6) 3_565 38_565 ?
O1 Zr2 Zr1 82.77(15) 3_565 29 ?
O1 Zr2 Zr1 31.86(6) . 29 ?
O1 Zr2 Zr1 31.86(6) 3_565 3_565 ?
O1 Zr2 Zr1 82.77(15) . 38_565 ?
O1 Zr2 Zr1 82.77(15) . 3_565 ?
O1 Zr2 Zr1 82.77(15) 3_565 . ?
O1 Zr2 Zr1 31.86(6) . . ?
O1 Zr2 O1 93.7(4) . 3_565 ?
O1 Zr2 O2 70.05(14) 3_565 3_565 ?
O1 Zr2 O2 70.05(14) . 3_565 ?
O1 Zr2 O2 70.05(14) . . ?
O1 Zr2 O2 70.05(14) 3_565 . ?
O1 Zr2 O3 84.6(2) . 3_565 ?
O1 Zr2 O3 143.21(14) . . ?
O1 Zr2 O3 84.6(2) 3_565 29 ?
O1 Zr2 O3 143.21(14) 3_565 3_565 ?
O1 Zr2 O3 143.21(14) . 29 ?
O1 Zr2 O3 84.6(2) . 38_565 ?
O1 Zr2 O3 143.21(14) 3_565 38_565 ?
O1 Zr2 O3 84.6(2) 3_565 . ?
O2 Zr2 Zr1 94.25(16) . . ?
O2 Zr2 Zr1 94.25(16) 3_565 29 ?
O2 Zr2 Zr1 38.24(11) 3_565 . ?
O2 Zr2 Zr1 38.24(11) 3_565 38_565 ?
O2 Zr2 Zr1 38.24(11) . 29 ?
O2 Zr2 Zr1 94.25(16) . 38_565 ?
O2 Zr2 Zr1 94.25(16) 3_565 3_565 ?
O2 Zr2 Zr1 38.24(11) . 3_565 ?
O2 Zr2 O2 120.2(4) 3_565 . ?
O3 Zr2 Zr1 112.11(14) . 29 ?
O3 Zr2 Zr1 165.62(15) . . ?
O3 Zr2 Zr1 111.13(16) . 38_565 ?
O3 Zr2 Zr1 76.59(15) 38_565 29 ?
O3 Zr2 Zr1 165.63(15) 3_565 3_565 ?
O3 Zr2 Zr1 112.11(14) 3_565 38_565 ?
O3 Zr2 Zr1 165.63(15) 38_565 38_565 ?
O3 Zr2 Zr1 111.13(16) 3_565 29 ?
O3 Zr2 Zr1 112.11(14) 29 . ?
O3 Zr2 Zr1 165.63(15) 29 29 ?
O3 Zr2 Zr1 76.59(15) 3_565 . ?
O3 Zr2 Zr1 111.13(16) 29 3_565 ?
O3 Zr2 Zr1 111.13(16) 38_565 . ?
O3 Zr2 Zr1 76.59(15) 29 38_565 ?
O3 Zr2 Zr1 76.59(15) . 3_565 ?
O3 Zr2 Zr1 112.11(14) 38_565 3_565 ?
O3 Zr2 O2 74.9(2) 3_565 3_565 ?
O3 Zr2 O2 140.85(16) 3_565 . ?
O3 Zr2 O2 140.85(16) 29 . ?
O3 Zr2 O2 74.9(2) 29 3_565 ?
O3 Zr2 O2 74.9(2) 38_565 . ?
O3 Zr2 O2 140.85(16) 38_565 3_565 ?
O3 Zr2 O2 74.9(2) . . ?
O3 Zr2 O2 140.84(16) . 3_565 ?
O3 Zr2 O3 73.4(3) 3_565 38_565 ?
O3 Zr2 O3 75.7(3) . 38_565 ?
O3 Zr2 O3 117.8(3) . 3_565 ?
O3 Zr2 O3 73.4(3) . 29 ?
O3 Zr2 O3 75.7(3) 3_565 29 ?
O3 Zr2 O3 117.8(3) 38_565 29 ?
Zr1 O1 Zr1 115.9(3) . 29 ?
Zr1 O1 Zr2 115.6(2) 29 . ?
Zr1 O1 Zr2 115.6(2) . . ?
Zr1 O2 Zr1 102.4(3) 3_565 29 ?
Zr1 O2 Zr2 103.3(2) 3_565 . ?
Zr1 O2 Zr2 103.3(2) 29 . ?
C12 O3 Zr2 129.1(6) . . ?
C12 O4 Zr1 129.1(5) . 3_565 ?
C1 O5 Zr1 131.1(6) . 20_554 ?
C6 N1 C7 107.2(8) . . ?
O5 C1 O5 127.2(10) 27_655 . ?
O5 C1 C2 116.4(5) . . ?
O5 C1 C2 116.4(5) 27_655 . ?
C3 C2 C1 121.6(5) 27_655 . ?
C3 C2 C1 121.6(5) . . ?
C3 C2 C3 116.7(10) . 27_655 ?
C4 C3 C2 122.2(9) . . ?
C3 C4 C5 119.3(9) . . ?
C4 C5 C4 120.4(11) . 27_655 ?
C4 C5 C6 119.7(6) 27_655 . ?
C4 C5 C6 119.7(6) . . ?
N1 C6 N1 114.1(11) . 27_655 ?
N1 C6 C5 122.6(6) . . ?
N1 C6 C5 122.6(6) 27_655 . ?
N1 C7 C7 105.8(5) . 27_655 ?
N1 C7 C8 117.3(8) . . ?
C7 C7 C8 136.9(5) 27_655 . ?
C7 C8 C9 119.8(8) . . ?
C15 C8 C7 126.9(11) . . ?
C15 C8 C9 113.2(11) . . ?
C16 C8 C7 118.9(9) . . ?
C16 C8 C9 103.9(9) . . ?
C10 C9 C8 126.0(9) . . ?
C9 C10 C11 114.4(9) . . ?
C10 C11 C12 119.6(9) . . ?
C10 C11 C14 108.3(9) . . ?
C12 C11 C14 121.2(9) . . ?
C13 C11 C10 122.1(10) . . ?
C13 C11 C12 117.6(10) . . ?
O3 C12 O4 131.3(8) . . ?
O3 C12 C11 113.8(8) . . ?
O4 C12 C11 114.9(8) . . ?
C11 C13 C15 119.1(13) . . ?
C16 C14 C11 122.3(14) . . ?
C8 C15 C13 123.3(15) . . ?
C14 C16 C8 120.0(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.006 -0.012 -0.007 25148 4695 ' '
_platon_squeeze_details          ?


####################################################################### 
# 
# 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_UPC-157
_database_code_depnum_ccdc_archive 'CCDC 1902454'
loop_
_audit_author_name
_audit_author_address
'Liang-Liang Zhang'
;NPU
China
;
_audit_update_record             
;
2019-03-11 deposited with the CCDC.	2019-05-03 downloaded from the CCDC.
;
_audit_creation_date             2019-03-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C24 H14 N2 O6), C5 N2'
_chemical_formula_sum            'C53 H32 N6 O12'
_chemical_formula_weight         944.84
_chemical_absolute_configuration ?
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      hexagonal
_space_group_IT_number           180
_space_group_name_H-M_alt        'P 62 2 2'
_space_group_name_Hall           'P 62 2c (0 0 1)'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z'
'y, -x+y, z+2/3'
'x-y, x, z+1/3'
'y, x, -z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'-y, -x, -z+2/3'
'-x+y, y, -z'
'x, x-y, -z+1/3'

_cell_length_a                   16.1173(7)
_cell_length_b                   16.1173(7)
_cell_length_c                   13.9126(7)
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                120.0
_cell_volume                     3129.8(6)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2677
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.7432
_cell_measurement_theta_min      3.1635
_cell_oxdiff_angle_alpha         89.801(9)
_cell_oxdiff_angle_beta          90.042(8)
_cell_oxdiff_angle_gamma         119.948(13)
_cell_oxdiff_length_a            16.0967(19)
_cell_oxdiff_length_b            16.122(2)
_cell_oxdiff_length_c            13.9188(12)
_cell_oxdiff_measurement_reflns_used 2677
_cell_oxdiff_volume              3129.8(6)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.908
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       stick
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6269
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        66.854
_diffrn_reflns_theta_max         66.854
_diffrn_reflns_theta_min         7.099
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.2141
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -81.00    7.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.4332  114.0000   66.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega -104.00  -49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.4332  -37.0000  -90.0000 55

#__ type_ start__ end____ width___ exp.time_
  3 omega  123.00  168.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325  111.0000   60.0000 45

#__ type_ start__ end____ width___ exp.time_
  4 omega   43.00  111.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325 -114.0000  -66.0000 68

#__ type_ start__ end____ width___ exp.time_
  5 omega   37.00   92.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325  -25.0000 -180.0000 55

#__ type_ start__ end____ width___ exp.time_
  6 omega   63.00   89.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325 -117.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   27.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325  -25.0000  120.0000 64

#__ type_ start__ end____ width___ exp.time_
  8 omega   31.00   84.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       99.6325  -50.0000   30.0000 53
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0555326000
_diffrn_orient_matrix_UB_12      0.1080635000
_diffrn_orient_matrix_UB_13      -0.0224181000
_diffrn_orient_matrix_UB_21      0.0951139000
_diffrn_orient_matrix_UB_22      -0.0010883000
_diffrn_orient_matrix_UB_23      0.0034573000
_diffrn_orient_matrix_UB_31      -0.0083349000
_diffrn_orient_matrix_UB_32      -0.0220024000
_diffrn_orient_matrix_UB_33      -0.1083304000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.639
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                1736
_reflns_number_total             1842
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     63.60
_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, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 
;
 Flack x determined using 659 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1842
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.108
_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)+(0.0848P)²+0.1105P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Uiso/Uaniso restraints and constraints
C16: within 3.7A with sigma of 0.005 and sigma for terminal atoms of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C13(H13), C14(H14), C10(H10), C9(H9), C3(H3), C4(H4)
;
_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
O1 O 0.36416(18) 0.26476(16) 0.16641(18) 0.0513(6) Uani 1 1 d . . . . .
O2 O 0.20720(17) 0.18349(15) 0.19521(18) 0.0511(6) Uani 1 1 d . . . . .
O3 O 0.11496(18) 1.02071(17) 0.3474(2) 0.0604(7) Uani 1 1 d . . . . .
N1 N 0.24053(16) 0.63777(16) 0.29813(17) 0.0337(5) Uani 1 1 d . . . . .
H1 H 0.1851 0.6023 0.2726 0.040 Uiso 1 1 calc R . . . .
C7 C 0.3111(2) 0.6139(2) 0.31017(19) 0.0331(6) Uani 1 1 d . . . . .
C5 C 0.22121(13) 0.77879(13) 0.3333 0.0323(8) Uani 1 2 d S T P . .
C6 C 0.27386(13) 0.72614(13) 0.3333 0.0316(8) Uani 1 2 d S T P . .
C11 C 0.2891(2) 0.35178(19) 0.21632(19) 0.0333(6) Uani 1 1 d . . . . .
C12 C 0.2860(2) 0.2602(2) 0.19047(19) 0.0366(6) Uani 1 1 d . . . . .
C13 C 0.2100(2) 0.3506(2) 0.2574(2) 0.0366(6) Uani 1 1 d . . . . .
H13 H 0.1534 0.2928 0.2658 0.044 Uiso 1 1 calc R . . . .
C2 C 0.12139(13) 0.87861(13) 0.3333 0.0356(8) Uani 1 2 d S T P . .
C8 C 0.3005(2) 0.52270(19) 0.27436(19) 0.0334(6) Uani 1 1 d . . . . .
C14 C 0.2156(2) 0.4358(2) 0.2857(2) 0.0379(6) Uani 1 1 d . . . . .
H14 H 0.1623 0.4348 0.3126 0.045 Uiso 1 1 calc R . . . .
C1 C 0.06837(14) 0.93163(14) 0.3333 0.0401(9) Uani 1 2 d S T P . .
C10 C 0.3723(2) 0.4382(2) 0.2016(3) 0.0457(7) Uani 1 1 d . . . . .
H10 H 0.4248 0.4392 0.1728 0.055 Uiso 1 1 calc R . . . .
C9 C 0.3779(2) 0.5234(2) 0.2294(3) 0.0464(8) Uani 1 1 d . . . . .
H9 H 0.4336 0.5812 0.2179 0.056 Uiso 1 1 calc R . . . .
C3 C 0.2159(2) 0.9228(2) 0.3641(2) 0.0436(7) Uani 1 1 d . . . . .
H3 H 0.2462 0.9862 0.3847 0.052 Uiso 1 1 calc R . . . .
C4 C 0.2653(2) 0.8729(2) 0.3643(2) 0.0420(7) Uani 1 1 d . . . . .
H4 H 0.3285 0.9029 0.3854 0.050 Uiso 1 1 calc R . . . .
N2 N 0.0910(4) 0.54549(19) 0.1667 0.0673(14) Uani 1 2 d S T P . .
C15 C 0.0000 0.5000 0.1667 0.086(3) Uani 1 4 d S T P . .
C16 C -0.0427(9) 0.4563(10) 0.0903(14) 0.260(9) 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
O1 C12 1.269(4) . ?
O2 C12 1.256(4) . ?
O3 C1 1.259(3) . ?
N1 H1 0.8600 . ?
N1 C7 1.381(3) . ?
N1 C6 1.339(3) . ?
C7 C7 1.370(6) 10_665 ?
C7 C8 1.479(4) . ?
C5 C6 1.470(5) . ?
C5 C4 1.383(4) . ?
C5 C4 1.383(4) 10_665 ?
C6 N1 1.339(3) 10_665 ?
C11 C12 1.496(4) . ?
C11 C13 1.388(4) . ?
C11 C10 1.383(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(4) . ?
C2 C1 1.480(5) . ?
C2 C3 1.387(4) . ?
C2 C3 1.387(4) 10_665 ?
C8 C14 1.394(4) . ?
C8 C9 1.391(4) . ?
C14 H14 0.9300 . ?
C1 O3 1.259(3) 10_665 ?
C10 H10 0.9300 . ?
C10 C9 1.384(4) . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.387(4) . ?
C4 H4 0.9300 . ?
N2 C15 1.270(5) . ?
N2 C16 1.309(18) 4_565 ?
N2 C16 1.309(18) 9 ?
C15 N2 1.270(5) 4_565 ?
C15 C16 1.271(14) 9 ?
C15 C16 1.271(14) . ?
C15 C16 1.271(14) 12_565 ?
C15 C16 1.271(14) 4_565 ?
C16 N2 1.309(18) 4_565 ?
C16 C16 1.39(3) 4_565 ?

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
C7 N1 H1 126.2 . . ?
C6 N1 H1 126.2 . . ?
C6 N1 C7 107.7(2) . . ?
N1 C7 C8 122.3(2) . . ?
C7 C7 N1 107.32(14) 10_665 . ?
C7 C7 C8 130.36(15) 10_665 . ?
C4 C5 C6 120.31(18) . . ?
C4 C5 C6 120.31(18) 10_665 . ?
C4 C5 C4 119.4(4) 10_665 . ?
N1 C6 N1 110.0(3) . 10_665 ?
N1 C6 C5 125.01(15) . . ?
N1 C6 C5 125.01(15) 10_665 . ?
C13 C11 C12 120.6(3) . . ?
C10 C11 C12 119.7(2) . . ?
C10 C11 C13 119.7(3) . . ?
O1 C12 C11 117.7(3) . . ?
O2 C12 O1 123.8(3) . . ?
O2 C12 C11 118.5(2) . . ?
C11 C13 H13 120.0 . . ?
C14 C13 C11 119.9(3) . . ?
C14 C13 H13 120.0 . . ?
C3 C2 C1 120.37(18) . . ?
C3 C2 C1 120.37(18) 10_665 . ?
C3 C2 C3 119.3(4) 10_665 . ?
C14 C8 C7 121.9(3) . . ?
C9 C8 C7 119.1(3) . . ?
C9 C8 C14 119.0(3) . . ?
C13 C14 C8 120.5(3) . . ?
C13 C14 H14 119.8 . . ?
C8 C14 H14 119.8 . . ?
O3 C1 O3 123.8(4) 10_665 . ?
O3 C1 C2 118.1(2) 10_665 . ?
O3 C1 C2 118.1(2) . . ?
C11 C10 H10 119.8 . . ?
C11 C10 C9 120.5(3) . . ?
C9 C10 H10 119.8 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.9 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C15 N2 C16 59.0(5) . 9 ?
C15 N2 C16 59.0(5) . 4_565 ?
C16 N2 C16 118.1(10) 9 4_565 ?
N2 C15 N2 180.0 . 4_565 ?
N2 C15 C16 118.0(7) 4_565 4_565 ?
N2 C15 C16 62.0(7) 4_565 12_565 ?
N2 C15 C16 62.0(7) . 4_565 ?
N2 C15 C16 62.0(7) 4_565 . ?
N2 C15 C16 118.0(7) . . ?
N2 C15 C16 118.0(7) 4_565 9 ?
N2 C15 C16 118.0(7) . 12_565 ?
N2 C15 C16 62.0(7) . 9 ?
C16 C15 C16 147.1(14) 12_565 4_565 ?
C16 C15 C16 66.5(17) 4_565 . ?
C16 C15 C16 124.0(14) 9 4_565 ?
C16 C15 C16 66.5(17) 9 12_565 ?
C16 C15 C16 147.1(14) 9 . ?
C16 C15 C16 124.0(14) 12_565 . ?
N2 C16 C16 107.4(9) 4_565 4_565 ?
C15 C16 N2 59.0(8) . 4_565 ?
C15 C16 C16 56.8(8) . 4_565 ?

_olex2_submission_special_instructions 'No special instructions were received'
