# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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-H4
_database_code_depnum_ccdc_archive 'CCDC 1885768'
loop_
_audit_author_name
_audit_author_address
'yijie Wang'
;China University of Petroleum (East China)
China
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2019-11-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        HOF
_chemical_formula_moiety         'C28 H21 N12, C3 H7 N O'
_chemical_formula_sum            'C31 H29 N13 O'
_chemical_formula_weight         599.67
_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      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                   16.6866(6)
_cell_length_b                   6.5849(3)
_cell_length_c                   34.8753(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.826(4)
_cell_angle_gamma                90
_cell_volume                     3818.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3484
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      67.4620
_cell_measurement_theta_min      5.0620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  67.4620
_exptl_absorpt_correction_T_min  5.0620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1256
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            14102
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         3.521
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3650
_reflns_number_total             6795
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         6795
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1338
_refine_ls_R_factor_gt           0.0825
_refine_ls_restrained_S_all      0.937
_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)+(0.1342P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2108
_refine_ls_wR_factor_ref         0.2433
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N11(H11), C10(H10), C25(H25), C22(H22), C24(H24), C16(H16), C17(H17),
 C21(H21), C11(H11A), C7(H7), C3(H3), C8(H8), C2(H2), C33(H33)
2.b X=CH2 refined with riding coordinates:
 N7(H7A,H7B), N6(H6A,H6B), N2(H2A,H2B), N1(H1A,H1B)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
N10 N 0.35792(18) 0.1925(4) 0.15577(9) 0.0401(8) Uani 1 1 d . . . . .
N9 N 0.47327(18) 0.0749(4) 0.19365(9) 0.0388(7) Uani 1 1 d . . . . .
N12 N 0.42922(17) -1.2011(4) -0.03108(9) 0.0357(7) Uani 1 1 d . . . . .
N8 N 0.40748(19) 0.3766(4) 0.21236(9) 0.0429(8) Uani 1 1 d . . . . .
N5 N -0.07751(19) -1.1165(5) -0.09098(11) 0.0512(9) Uani 1 1 d . . . . .
N11 N 0.39550(16) -0.8397(4) 0.01165(8) 0.0342(7) Uani 1 1 d . . . . .
H11 H 0.437598 -0.891549 0.002882 0.041 Uiso 1 1 calc R . . . .
C15 C 0.3178(2) -0.9032(5) 0.00209(11) 0.0360(8) Uani 1 1 d . . . . .
N3 N -0.17741(19) -1.3754(5) -0.10436(10) 0.0483(9) Uani 1 1 d . . . . .
N7 N 0.2960(2) 0.4833(5) 0.17437(11) 0.0531(9) Uani 1 1 d . . . . .
H7A H 0.291978 0.584813 0.189586 0.064 Uiso 1 1 calc R . . . .
H7B H 0.261926 0.468438 0.154670 0.064 Uiso 1 1 calc R . . . .
C18 C 0.3958(2) -0.6809(5) 0.03733(10) 0.0360(8) Uani 1 1 d . . . . .
C6 C 0.2066(2) -1.1060(6) -0.02920(11) 0.0384(9) Uani 1 1 d . . . . .
N6 N 0.5177(2) 0.2499(5) 0.24783(10) 0.0522(9) Uani 1 1 d . . . . .
H6A H 0.515044 0.349538 0.263608 0.063 Uiso 1 1 calc R . . . .
H6B H 0.554931 0.160061 0.251697 0.063 Uiso 1 1 calc R . . . .
C23 C 0.4265(2) -0.1085(5) 0.13622(11) 0.0362(8) Uani 1 1 d . . . . .
C5 C 0.2945(2) -1.0708(5) -0.02047(11) 0.0369(8) Uani 1 1 d . . . . .
C28 C 0.3551(2) 0.3490(5) 0.18130(11) 0.0418(9) Uani 1 1 d . . . . .
C26 C 0.4180(2) 0.0637(5) 0.16371(10) 0.0351(8) Uani 1 1 d . . . . .
N4 N -0.0601(2) -1.4448(5) -0.06276(11) 0.0514(9) Uani 1 1 d . . . . .
C10 C 0.0920(2) -1.3317(6) -0.03012(12) 0.0461(10) Uani 1 1 d . . . . .
H10 H 0.069898 -1.454261 -0.022923 0.055 Uiso 1 1 calc R . . . .
C25 C 0.4806(2) -0.4336(5) 0.12141(11) 0.0415(9) Uani 1 1 d . . . . .
H25 H 0.509019 -0.549492 0.129578 0.050 Uiso 1 1 calc R . . . .
C22 C 0.3921(2) -0.0955(5) 0.09854(11) 0.0424(9) Uani 1 1 d . . . . .
H22 H 0.360837 0.016542 0.090865 0.051 Uiso 1 1 calc R . . . .
C24 C 0.4709(2) -0.2786(5) 0.14741(11) 0.0397(9) Uani 1 1 d . . . . .
H24 H 0.494334 -0.289019 0.172489 0.048 Uiso 1 1 calc R . . . .
C16 C 0.2675(2) -0.7783(5) 0.02267(11) 0.0414(9) Uani 1 1 d . . . . .
H16 H 0.211692 -0.786215 0.021643 0.050 Uiso 1 1 calc R . . . .
N2 N -0.1578(2) -1.6826(5) -0.07549(12) 0.0612(10) Uani 1 1 d . . . . .
H2A H -0.129900 -1.765265 -0.060665 0.073 Uiso 1 1 calc R . . . .
H2B H -0.203107 -1.720863 -0.086758 0.073 Uiso 1 1 calc R . . . .
C17 C 0.3140(2) -0.6450(6) 0.04414(11) 0.0399(9) Uani 1 1 d . . . . .
H17 H 0.295700 -0.546972 0.060496 0.048 Uiso 1 1 calc R . . . .
C27 C 0.4640(2) 0.2346(5) 0.21726(11) 0.0391(9) Uani 1 1 d . . . . .
C4 C 0.3476(2) -1.2119(5) -0.03572(10) 0.0380(8) Uani 1 1 d . . . . .
C19 C 0.4638(2) -0.5855(5) 0.05524(10) 0.0363(8) Uani 1 1 d . . . . .
C1 C 0.4559(2) -1.3659(5) -0.05078(11) 0.0379(9) Uani 1 1 d . . . . .
C21 C 0.4042(2) -0.2486(5) 0.07242(11) 0.0410(9) Uani 1 1 d . . . . .
H21 H 0.382001 -0.236363 0.047159 0.049 Uiso 1 1 calc R . . . .
C20 C 0.4488(2) -0.4197(5) 0.08326(11) 0.0358(8) Uani 1 1 d . . . . .
N1 N -0.1932(2) -1.0565(6) -0.13019(12) 0.0680(12) Uani 1 1 d . . . . .
H1A H -0.238152 -1.095776 -0.141698 0.082 Uiso 1 1 calc R . . . .
H1B H -0.176848 -0.934075 -0.133081 0.082 Uiso 1 1 calc R . . . .
C11 C 0.1712(2) -1.2866(6) -0.01864(12) 0.0465(10) Uani 1 1 d . . . . .
H11A H 0.201614 -1.379236 -0.003458 0.056 Uiso 1 1 calc R . . . .
C12 C -0.0367(2) -1.2542(6) -0.06906(12) 0.0471(10) Uani 1 1 d . . . . .
C9 C 0.0453(2) -1.1949(6) -0.05234(12) 0.0441(9) Uani 1 1 d . . . . .
C7 C 0.1581(2) -0.9645(6) -0.04935(12) 0.0486(10) Uani 1 1 d . . . . .
H7 H 0.179228 -0.838776 -0.055283 0.058 Uiso 1 1 calc R . . . .
C14 C -0.1311(2) -1.4974(6) -0.08095(12) 0.0471(10) Uani 1 1 d . . . . .
C3 C 0.3220(2) -1.3896(6) -0.05830(12) 0.0493(10) Uani 1 1 d . . . . .
H3 H 0.269247 -1.429260 -0.065182 0.059 Uiso 1 1 calc R . . . .
C13 C -0.1484(2) -1.1870(6) -0.10761(13) 0.0523(11) Uani 1 1 d . . . . .
C8 C 0.0785(2) -1.0082(6) -0.06073(13) 0.0530(11) Uani 1 1 d . . . . .
H8 H 0.046752 -0.911365 -0.074166 0.064 Uiso 1 1 calc R . . . .
C2 C 0.3879(2) -1.4842(6) -0.06721(12) 0.0487(10) Uani 1 1 d . . . . .
H2 H 0.390297 -1.603649 -0.081301 0.058 Uiso 1 1 calc R . . . .
O2 O 0.2860(5) -0.1782(9) 0.2259(2) 0.182(3) Uani 1 1 d . . . . .
N13 N 0.2564(6) 0.1031(12) 0.2564(3) 0.163(3) Uani 1 1 d . . . . .
C33 C 0.2535(8) -0.0489(14) 0.2307(3) 0.151(4) Uani 1 1 d . . . . .
H33 H 0.210452 -0.033391 0.212240 0.182 Uiso 1 1 calc R . . . .
C31 C 0.3252(9) 0.134(3) 0.2869(3) 0.276(10) Uani 1 1 d . . . . .
H31A H 0.370087 0.051671 0.280943 0.414 Uiso 1 1 calc GR . . . .
H31B H 0.308503 0.094998 0.311503 0.414 Uiso 1 1 calc GR . . . .
H31C H 0.340763 0.274179 0.287514 0.414 Uiso 1 1 calc GR . . . .
C30 C 0.1993(16) 0.250(3) 0.2564(8) 0.435(17) Uani 1 1 d . . . . .
H30A H 0.224754 0.380121 0.260551 0.652 Uiso 1 1 calc GR . . . .
H30B H 0.164936 0.224081 0.276560 0.652 Uiso 1 1 calc GR . . . .
H30C H 0.167851 0.250757 0.232031 0.652 Uiso 1 1 calc GR . . . .


_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
N10 C28 1.365(5) . ?
N10 C26 1.325(4) . ?
N9 C26 1.336(4) . ?
N9 C27 1.352(5) . ?
N12 C4 1.360(4) . ?
N12 C1 1.378(4) . ?
N8 C28 1.346(5) . ?
N8 C27 1.329(5) . ?
N5 C12 1.335(5) . ?
N5 C13 1.355(5) . ?
N11 C15 1.377(4) . ?
N11 C18 1.377(4) . ?
C15 C5 1.392(5) . ?
C15 C16 1.413(5) . ?
N3 C14 1.343(5) . ?
N3 C13 1.340(5) . ?
N7 C28 1.331(5) . ?
C18 C17 1.424(5) . ?
C18 C19 1.398(5) . ?
C6 C5 1.490(5) . ?
C6 C11 1.391(5) . ?
C6 C7 1.386(5) . ?
N6 C27 1.338(4) . ?
C23 C26 1.499(5) . ?
C23 C22 1.392(5) . ?
C23 C24 1.381(5) . ?
C5 C4 1.418(5) . ?
N4 C12 1.338(5) . ?
N4 C14 1.341(5) . ?
C10 C11 1.381(5) . ?
C10 C9 1.385(5) . ?
C25 C24 1.384(5) . ?
C25 C20 1.394(5) . ?
C22 C21 1.385(5) . ?
C16 C17 1.355(5) . ?
N2 C14 1.318(5) . ?
C4 C3 1.454(5) . ?
C19 C1 1.399(5) 3_635 ?
C19 C20 1.500(5) . ?
C1 C2 1.453(5) . ?
C21 C20 1.385(5) . ?
N1 C13 1.348(5) . ?
C12 C9 1.494(5) . ?
C9 C8 1.389(6) . ?
C7 C8 1.384(5) . ?
C3 C2 1.324(5) . ?
O2 C33 1.031(10) . ?
N13 C33 1.340(11) . ?
N13 C31 1.511(13) . ?
N13 C30 1.360(15) . ?

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
C26 N10 C28 114.4(3) . . ?
C26 N9 C27 114.3(3) . . ?
C4 N12 C1 105.2(3) . . ?
C27 N8 C28 114.5(3) . . ?
C12 N5 C13 113.4(3) . . ?
C18 N11 C15 109.8(3) . . ?
N11 C15 C5 126.2(3) . . ?
N11 C15 C16 106.7(3) . . ?
C5 C15 C16 126.8(3) . . ?
C13 N3 C14 114.3(3) . . ?
N11 C18 C17 106.5(3) . . ?
N11 C18 C19 126.2(3) . . ?
C19 C18 C17 127.2(3) . . ?
C11 C6 C5 120.7(3) . . ?
C7 C6 C5 121.4(3) . . ?
C7 C6 C11 117.8(3) . . ?
C22 C23 C26 120.2(3) . . ?
C24 C23 C26 120.7(3) . . ?
C24 C23 C22 119.1(3) . . ?
C15 C5 C6 117.5(3) . . ?
C15 C5 C4 125.3(3) . . ?
C4 C5 C6 117.2(3) . . ?
N8 C28 N10 124.8(3) . . ?
N7 C28 N10 116.7(3) . . ?
N7 C28 N8 118.5(3) . . ?
N10 C26 N9 126.1(3) . . ?
N10 C26 C23 117.5(3) . . ?
N9 C26 C23 116.4(3) . . ?
C12 N4 C14 115.0(3) . . ?
C11 C10 C9 120.1(4) . . ?
C24 C25 C20 121.4(3) . . ?
C21 C22 C23 120.3(3) . . ?
C23 C24 C25 120.2(3) . . ?
C17 C16 C15 108.7(3) . . ?
C16 C17 C18 108.2(3) . . ?
N8 C27 N9 125.8(3) . . ?
N8 C27 N6 118.0(3) . . ?
N6 C27 N9 116.1(3) . . ?
N12 C4 C5 124.9(3) . . ?
N12 C4 C3 110.6(3) . . ?
C5 C4 C3 124.5(3) . . ?
C18 C19 C1 126.7(3) . 3_635 ?
C18 C19 C20 116.4(3) . . ?
C1 C19 C20 116.9(3) 3_635 . ?
N12 C1 C19 126.0(3) . 3_635 ?
N12 C1 C2 110.2(3) . . ?
C19 C1 C2 123.8(3) 3_635 . ?
C22 C21 C20 121.2(3) . . ?
C25 C20 C19 120.2(3) . . ?
C21 C20 C25 117.8(3) . . ?
C21 C20 C19 122.0(3) . . ?
C10 C11 C6 121.6(4) . . ?
N5 C12 N4 126.1(4) . . ?
N5 C12 C9 116.9(4) . . ?
N4 C12 C9 116.8(3) . . ?
C10 C9 C12 120.1(4) . . ?
C10 C9 C8 118.6(4) . . ?
C8 C9 C12 121.1(3) . . ?
C8 C7 C6 120.7(4) . . ?
N4 C14 N3 125.0(4) . . ?
N2 C14 N3 117.2(4) . . ?
N2 C14 N4 117.8(4) . . ?
C2 C3 C4 107.1(3) . . ?
N3 C13 N5 126.1(4) . . ?
N3 C13 N1 116.9(4) . . ?
N1 C13 N5 116.9(4) . . ?
C7 C8 C9 120.9(4) . . ?
C3 C2 C1 106.9(3) . . ?
C33 N13 C31 123.5(12) . . ?
C33 N13 C30 123.1(16) . . ?
C30 N13 C31 113.3(15) . . ?
O2 C33 N13 137.3(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 1.000 -0.005 0.250 585 131 ' '
2 1.000 -0.035 0.750 585 131 ' '
_platon_squeeze_details          
;
;

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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-H4a
_database_code_depnum_ccdc_archive 'CCDC 1885770'
loop_
_audit_author_name
_audit_author_address
'yijie Wang'
;China University of Petroleum (East China)
China
;
_audit_update_record             
;
2019-11-25 deposited with the CCDC.	2019-11-29 downloaded from the CCDC.
;
_audit_creation_date             2019-11-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        HOF
_chemical_formula_moiety         'C28 H21 N12, 2(C3 H7 N O), H2 O'
_chemical_formula_sum            'C34 H37 N14 O3'
_chemical_formula_weight         689.77
_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      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                   16.2396(6)
_cell_length_b                   6.5461(2)
_cell_length_c                   33.4443(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.790(3)
_cell_angle_gamma                90
_cell_volume                     3555.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3260
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.2150
_cell_measurement_theta_min      5.2790
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.714
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  68.2150
_exptl_absorpt_correction_T_min  5.2790
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1452
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DMF'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            12711
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.603
_diffrn_reflns_theta_min         3.768
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4410
_reflns_number_total             6450
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         6450
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0723
_refine_ls_restrained_S_all      1.023
_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)+(0.1111P)²+1.6540P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1787
_refine_ls_wR_factor_ref         0.2069
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H1WB-O1W
 0.85 with sigma of 0.01
 O1W-H1WA
 0.85 with sigma of 0.01
 H1WA-H1WB
 1.34 with sigma of 0.01
 H1WB-H6A
 2.2 with sigma of 0.01
3.a Me refined with riding coordinates:
 C30(H30A,H30B,H30C), C29(H29A,H29B,H29C), C33(H33A,H33B,H33C), C32(H32A,H32B,
 H32C)
3.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C22(H22), C20(H20), C18(H18), C17(H17), C14(H14), C11(H11),
 C10(H10), C7(H7), C5(H5), C2(H2A), C1(H1), C31(H31), C34(H34)
3.c X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N6(H6A,H6B), N5(H5A,H5B), N3(H3A,H3B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
N2 N 0.39184(15) 0.3280(4) 0.48881(7) 0.0274(5) Uani 1 1 d . . . . .
N1 N 0.56604(14) 0.2982(4) 0.46823(7) 0.0286(5) Uani 1 1 d . . . . .
N8 N 0.39897(16) -0.9163(4) 0.28265(7) 0.0333(6) Uani 1 1 d . . . . .
C28 C 0.40631(17) -0.5960(4) 0.33307(8) 0.0283(6) Uani 1 1 d . . . . .
N12 N 1.16309(15) 0.1069(4) 0.38328(8) 0.0358(6) Uani 1 1 d . . . . .
N11 N 0.34293(15) -0.7238(4) 0.33681(7) 0.0312(5) Uani 1 1 d . . . . .
N10 N 0.46651(15) -0.6137(4) 0.30628(7) 0.0337(6) Uani 1 1 d . . . . .
N9 N 1.05366(16) 0.0481(4) 0.42889(8) 0.0386(6) Uani 1 1 d . . . . .
C27 C 0.45911(18) -0.2498(5) 0.35116(8) 0.0308(6) Uani 1 1 d . . . . .
H27 H 0.4842 -0.2441 0.3264 0.037 Uiso 1 1 calc R . . . .
C26 C 0.41285(17) -0.4207(4) 0.36094(8) 0.0288(6) Uani 1 1 d . . . . .
C25 C 0.34325(18) -0.8839(5) 0.31116(8) 0.0320(6) Uani 1 1 d . . . . .
N7 N 1.06529(16) 0.3707(4) 0.39719(8) 0.0393(6) Uani 1 1 d . . . . .
N4 N 1.14880(17) -0.1994(4) 0.41481(9) 0.0429(7) Uani 1 1 d . . . . .
H4A H 1.1917 -0.2423 0.4026 0.051 Uiso 1 1 calc R . . . .
H4B H 1.1234 -0.2789 0.4310 0.051 Uiso 1 1 calc R . . . .
C24 C 0.43570(17) -0.0973(4) 0.41543(8) 0.0276(6) Uani 1 1 d . . . . .
C23 C 0.53691(17) 0.1270(4) 0.44917(8) 0.0279(6) Uani 1 1 d . . . . .
C22 C 0.91291(18) 0.1812(5) 0.46813(9) 0.0370(7) Uani 1 1 d . . . . .
H22 H 0.9392 0.0636 0.4773 0.044 Uiso 1 1 calc R . . . .
N6 N 0.28186(16) -1.0171(4) 0.31507(8) 0.0389(6) Uani 1 1 d . . . . .
H6A H 0.2786 -1.1214 0.2995 0.047 Uiso 1 1 calc DR . . . .
H6B H 0.2455 -0.9989 0.3332 0.047 Uiso 1 1 calc R . . . .
C21 C 0.64978(17) 0.2929(5) 0.46341(8) 0.0289(6) Uani 1 1 d . . . . .
C20 C 0.37589(18) -0.4258(5) 0.39832(8) 0.0314(6) Uani 1 1 d . . . . .
H20 H 0.3426 -0.5357 0.4051 0.038 Uiso 1 1 calc R . . . .
C19 C 0.45847(19) -0.7765(5) 0.28152(8) 0.0321(6) Uani 1 1 d . . . . .
C18 C 0.67350(18) 0.1107(5) 0.44153(9) 0.0352(7) Uani 1 1 d . . . . .
H18 H 0.7267 0.0733 0.4346 0.042 Uiso 1 1 calc R . . . .
C17 C 0.30239(17) 0.1250(5) 0.45622(9) 0.0334(6) Uani 1 1 d . . . . .
H17 H 0.2808 0.0234 0.4397 0.040 Uiso 1 1 calc R . . . .
C16 C 0.45440(17) 0.0708(4) 0.44420(8) 0.0285(6) Uani 1 1 d . . . . .
C15 C 0.95108(18) 0.3069(5) 0.44052(10) 0.0382(7) Uani 1 1 d . . . . .
C14 C 0.46870(17) -0.0897(5) 0.37714(8) 0.0303(6) Uani 1 1 d . . . . .
H14 H 0.4976 0.0256 0.3692 0.036 Uiso 1 1 calc R . . . .
C13 C 0.31389(17) 0.3899(4) 0.49888(8) 0.0297(6) Uani 1 1 d . . . . .
C12 C 0.38758(17) 0.1682(4) 0.46257(8) 0.0289(6) Uani 1 1 d . . . . .
N5 N 0.51688(18) -0.7960(4) 0.25413(8) 0.0424(7) Uani 1 1 d . . . . .
H5A H 0.5156 -0.8971 0.2377 0.051 Uiso 1 1 calc R . . . .
H5B H 0.5559 -0.7074 0.2529 0.051 Uiso 1 1 calc R . . . .
C11 C 0.38837(19) -0.2679(5) 0.42543(8) 0.0322(6) Uani 1 1 d . . . . .
H11 H 0.3649 -0.2757 0.4506 0.039 Uiso 1 1 calc R . . . .
C10 C 0.83554(18) 0.2319(5) 0.48192(9) 0.0369(7) Uani 1 1 d . . . . .
H10 H 0.8105 0.1483 0.5007 0.044 Uiso 1 1 calc R . . . .
C9 C 1.13319(19) 0.2972(5) 0.37887(9) 0.0360(7) Uani 1 1 d . . . . .
C8 C 1.12147(19) -0.0093(5) 0.40862(9) 0.0360(7) Uani 1 1 d . . . . .
C7 C 0.25819(18) 0.2586(5) 0.47860(9) 0.0350(7) Uani 1 1 d . . . . .
H7 H 0.2011 0.2628 0.4803 0.042 Uiso 1 1 calc R . . . .
C6 C 0.79463(18) 0.4053(5) 0.46826(9) 0.0336(7) Uani 1 1 d . . . . .
C5 C 0.60502(18) 0.0077(5) 0.43325(9) 0.0341(7) Uani 1 1 d . . . . .
H5 H 0.6011 -0.1165 0.4199 0.041 Uiso 1 1 calc R . . . .
C4 C 0.70602(17) 0.4389(5) 0.47791(8) 0.0305(6) Uani 1 1 d . . . . .
C3 C 1.02926(18) 0.2394(5) 0.42144(9) 0.0364(7) Uani 1 1 d . . . . .
N3 N 1.17309(18) 0.4225(5) 0.35401(9) 0.0483(7) Uani 1 1 d . . . . .
H3A H 1.2159 0.3799 0.3417 0.058 Uiso 1 1 calc R . . . .
H3B H 1.1558 0.5454 0.3504 0.058 Uiso 1 1 calc R . . . .
C2 C 0.8361(2) 0.5366(6) 0.44290(12) 0.0499(9) Uani 1 1 d . . . . .
H2A H 0.8114 0.6586 0.4350 0.060 Uiso 1 1 calc R . . . .
C1 C 0.9137(2) 0.4885(6) 0.42920(12) 0.0512(9) Uani 1 1 d . . . . .
H1 H 0.9409 0.5784 0.4123 0.061 Uiso 1 1 calc R . . . .
O1 O 1.0914(2) 0.7670(6) 0.30942(11) 0.0813(10) Uani 1 1 d . . . . .
O1W O 0.2239(4) -1.3596(6) 0.26317(14) 0.1098(15) Uani 1 1 d D . . . .
N13 N 1.0051(3) 1.0354(9) 0.31109(17) 0.1007(17) Uani 1 1 d . . . . .
C31 C 1.0648(7) 0.9316(17) 0.3045(4) 0.252(9) Uani 1 1 d . . . . .
H31 H 1.1031 1.0093 0.2907 0.302 Uiso 1 1 calc R . . . .
C30 C 0.9847(11) 1.2270(17) 0.3006(4) 0.310(11) Uani 1 1 d . . . . .
H30A H 0.9317 1.2600 0.3112 0.465 Uiso 1 1 calc R . . . .
H30B H 0.9827 1.2377 0.2720 0.465 Uiso 1 1 calc R . . . .
H30C H 1.0251 1.3202 0.3112 0.465 Uiso 1 1 calc R . . . .
C29 C 0.9460(7) 0.931(3) 0.3358(3) 0.262(9) Uani 1 1 d . . . . .
H29A H 0.8997 1.0189 0.3402 0.393 Uiso 1 1 calc R . . . .
H29B H 0.9713 0.8963 0.3610 0.393 Uiso 1 1 calc R . . . .
H29C H 0.9277 0.8088 0.3225 0.393 Uiso 1 1 calc R . . . .
N14 N 0.2859(3) -1.8978(15) 0.1817(2) 0.136(3) Uani 1 1 d . . . . .
O2 O 0.2095(7) -1.7316(12) 0.2268(3) 0.266(6) Uani 1 1 d . . . . .
C34 C 0.2388(6) -1.8863(14) 0.2126(3) 0.133(3) Uani 1 1 d . . . . .
H34 H 0.2261 -2.0086 0.2253 0.159 Uiso 1 1 calc R . . . .
C33 C 0.3198(6) -2.075(3) 0.1667(4) 0.264(10) Uani 1 1 d . . . . .
H33A H 0.3524 -2.0428 0.1438 0.396 Uiso 1 1 calc R . . . .
H33B H 0.2765 -2.1674 0.1590 0.396 Uiso 1 1 calc R . . . .
H33C H 0.3540 -2.1374 0.1868 0.396 Uiso 1 1 calc R . . . .
C32 C 0.3101(7) -1.706(3) 0.1659(7) 0.408(17) Uani 1 1 d . . . . .
H32A H 0.3447 -1.7278 0.1432 0.612 Uiso 1 1 calc R . . . .
H32B H 0.3399 -1.6308 0.1860 0.612 Uiso 1 1 calc R . . . .
H32C H 0.2621 -1.6308 0.1577 0.612 Uiso 1 1 calc R . . . .
H2 H 0.4321(19) 0.390(4) 0.4964(8) 0.017(7) Uiso 1 1 d . . . . .
H1WA H 0.211(3) -1.486(3) 0.2594(14) 0.073(15) Uiso 1 1 d D . . . .
H1WB H 0.272(2) -1.355(9) 0.2525(17) 0.24(6) Uiso 1 1 d D . . . .


_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
N2 C13 1.375(4) . ?
N2 C12 1.367(4) . ?
N1 C23 1.370(4) . ?
N1 C21 1.372(4) . ?
N8 C25 1.340(4) . ?
N8 C19 1.332(4) . ?
C28 N11 1.334(4) . ?
C28 N10 1.340(3) . ?
C28 C26 1.481(4) . ?
N12 C9 1.345(4) . ?
N12 C8 1.330(4) . ?
N11 C25 1.354(4) . ?
N10 C19 1.355(4) . ?
N9 C8 1.354(4) . ?
N9 C3 1.336(4) . ?
C27 C26 1.389(4) . ?
C27 C14 1.369(4) . ?
C26 C20 1.395(4) . ?
C25 N6 1.333(4) . ?
N7 C9 1.357(4) . ?
N7 C3 1.324(4) . ?
N4 C8 1.337(4) . ?
C24 C16 1.491(4) . ?
C24 C14 1.396(4) . ?
C24 C11 1.399(4) . ?
C23 C16 1.397(4) . ?
C23 C5 1.461(4) . ?
C22 C15 1.389(4) . ?
C22 C10 1.385(4) . ?
C21 C18 1.454(4) . ?
C21 C4 1.404(4) . ?
C20 C11 1.388(4) . ?
C19 N5 1.334(4) . ?
C18 C5 1.326(4) . ?
C17 C12 1.425(4) . ?
C17 C7 1.362(4) . ?
C16 C12 1.407(4) . ?
C15 C3 1.496(4) . ?
C15 C1 1.386(5) . ?
C13 C7 1.414(4) . ?
C13 C4 1.404(4) 3_666 ?
C10 C6 1.390(5) . ?
C9 N3 1.341(4) . ?
C6 C4 1.495(4) . ?
C6 C2 1.388(4) . ?
C4 C13 1.404(4) 3_666 ?
C2 C1 1.383(4) . ?
O1 C31 1.171(10) . ?
N13 C31 1.208(10) . ?
N13 C30 1.342(11) . ?
N13 C29 1.446(11) . ?
N14 C34 1.299(10) . ?
N14 C33 1.380(13) . ?
N14 C32 1.418(14) . ?
O2 C34 1.217(10) . ?

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
C12 N2 C13 110.1(2) . . ?
C23 N1 C21 105.1(2) . . ?
C19 N8 C25 114.1(3) . . ?
N11 C28 N10 125.4(3) . . ?
N11 C28 C26 118.4(2) . . ?
N10 C28 C26 116.2(3) . . ?
C8 N12 C9 114.4(3) . . ?
C28 N11 C25 114.6(2) . . ?
C28 N10 C19 114.3(3) . . ?
C3 N9 C8 114.1(3) . . ?
C14 C27 C26 121.6(3) . . ?
C27 C26 C28 120.7(2) . . ?
C27 C26 C20 118.1(3) . . ?
C20 C26 C28 121.2(3) . . ?
N8 C25 N11 125.6(3) . . ?
N6 C25 N8 118.6(3) . . ?
N6 C25 N11 115.8(2) . . ?
C3 N7 C9 114.5(3) . . ?
C14 C24 C16 119.2(3) . . ?
C14 C24 C11 117.8(3) . . ?
C11 C24 C16 122.9(2) . . ?
N1 C23 C16 126.5(2) . . ?
N1 C23 C5 110.4(2) . . ?
C16 C23 C5 123.1(3) . . ?
C10 C22 C15 119.7(3) . . ?
N1 C21 C18 110.5(3) . . ?
N1 C21 C4 125.7(3) . . ?
C4 C21 C18 123.8(3) . . ?
C11 C20 C26 120.5(3) . . ?
N8 C19 N10 125.9(3) . . ?
N8 C19 N5 118.5(3) . . ?
N5 C19 N10 115.6(3) . . ?
C5 C18 C21 107.1(3) . . ?
C7 C17 C12 108.0(3) . . ?
C23 C16 C24 117.2(2) . . ?
C23 C16 C12 124.9(3) . . ?
C12 C16 C24 117.7(2) . . ?
C22 C15 C3 119.9(3) . . ?
C1 C15 C22 119.5(3) . . ?
C1 C15 C3 120.5(3) . . ?
C27 C14 C24 120.9(3) . . ?
N2 C13 C7 106.8(3) . . ?
N2 C13 C4 126.2(3) . 3_666 ?
C4 C13 C7 126.9(3) 3_666 . ?
N2 C12 C17 106.7(2) . . ?
N2 C12 C16 126.5(3) . . ?
C16 C12 C17 126.7(3) . . ?
C20 C11 C24 120.9(2) . . ?
C22 C10 C6 121.2(3) . . ?
N12 C9 N7 125.0(3) . . ?
N3 C9 N12 117.2(3) . . ?
N3 C9 N7 117.8(3) . . ?
N12 C8 N9 125.8(3) . . ?
N12 C8 N4 117.4(3) . . ?
N4 C8 N9 116.8(3) . . ?
C17 C7 C13 108.4(3) . . ?
C10 C6 C4 120.4(3) . . ?
C2 C6 C10 118.2(3) . . ?
C2 C6 C4 121.2(3) . . ?
C18 C5 C23 106.8(3) . . ?
C21 C4 C6 116.7(3) . . ?
C13 C4 C21 125.5(3) 3_666 . ?
C13 C4 C6 117.8(3) 3_666 . ?
N9 C3 C15 116.7(3) . . ?
N7 C3 N9 126.2(3) . . ?
N7 C3 C15 117.0(3) . . ?
C1 C2 C6 120.9(3) . . ?
C2 C1 C15 120.2(3) . . ?
C31 N13 C30 132.4(14) . . ?
C31 N13 C29 112.3(11) . . ?
C30 N13 C29 115.3(12) . . ?
O1 C31 N13 141.9(16) . . ?
C34 N14 C33 125.5(10) . . ?
C34 N14 C32 114.6(13) . . ?
C33 N14 C32 119.5(12) . . ?
O2 C34 N14 126.6(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
