# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_host_pyr
_database_code_depnum_ccdc_archive 'CCDC 1497478'
_audit_update_record             
;
2017-02-09 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_audit_creation_method           'Jana2006 Version : 02/02/2017'
_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C45 H33 N9'
_chemical_formula_weight         699.8
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z+1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z+1/2

_cell_length_a                   30.827(8)
_cell_length_b                   13.426(3)
_cell_length_c                   8.792(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.156(4)
_cell_angle_gamma                90
_cell_volume                     3629.1(15)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_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 0.5589(13) 1 0 0 0 1 0 0 0 1
2 0.4411(13) 1 0 0 0 -1 0 0.5082 0 -1

_cell_formula_units_Z            4

_cell_measurement_reflns_used    5104
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      25.16
_cell_measurement_temperature    100
_cell_special_details            
;
Orientation matrices of two twin domains determined with the RLATT tool.
Both domains are related by twofold reflection at (100).
;

_exptl_crystal_density_diffrn    1.2809
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1464

_exptl_absorpt_coefficient_mu    0.079
_exptl_crystal_description       rod
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.01
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   TWINABS
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_T_max  1.00
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      100
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II CCD'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_method       'ω- and φ-scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            57088
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_full        25.66
_diffrn_measured_fraction_theta_max 0.97
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
Twin refined against a data set with overlap information
(HKLF5-style reflection data).
;

_reflns_number_total             4155
_reflns_number_gt                3132
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_gt          0.0522
_refine_ls_R_factor_all          0.0857
_refine_ls_wR_factor_ref         0.0556
_refine_ls_goodness_of_fit_ref   1.55
_refine_ls_goodness_of_fit_gt    1.69
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         4155
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_number_constraints    66
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(F)+0.0004F²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0090
_refine_ls_shift/su_mean         0.0007
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       'Apex 2'
_computing_cell_refinement       'SAINT-Plus v8.34A'
_computing_data_reduction        'SAINT-Plus v8.34A'
_computing_structure_solution    SUPERFLIP
_computing_structure_refinement  'Jana 2006'
_computing_molecular_graphics    'Mercury  3.7'
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
? ? ? ? ? ?

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5 0.58841(14) 0.25 Uani 0.0162(7) 4 1 d . . .
N2 N 0.58748(5) 0.46597(10) -0.0442(2) Uani 0.0167(5) 8 1 d . . .
N3 N 0.59703(5) 0.55331(11) -0.1133(2) Uani 0.0196(5) 8 1 d . . .
N4 N 0.57392(5) 0.62297(11) -0.0528(2) Uani 0.0196(5) 8 1 d . . .
N5 N 0.66367(5) 0.10349(11) -0.2131(2) Uani 0.0226(5) 8 1 d . . .
C1 C 0.52292(6) 0.64019(12) 0.1522(2) Uani 0.0157(5) 8 1 d . . .
C2 C 0.52310(6) 0.74439(13) 0.1469(3) Uani 0.0207(6) 8 1 d . . .
C3 C 0.5 0.79586(19) 0.25 Uani 0.0243(9) 4 1 d . . .
C4 C 0.54968(6) 0.58135(12) 0.0537(2) Uani 0.0159(5) 8 1 d . . .
C5 C 0.55794(6) 0.48069(12) 0.0592(2) Uani 0.0161(6) 8 1 d . . .
C6 C 0.60794(6) 0.37451(13) -0.0873(3) Uani 0.0164(6) 8 1 d . . .
C7 C 0.60185(6) 0.28946(13) -0.0024(3) Uani 0.0207(6) 8 1 d . . .
C8 C 0.62073(7) 0.20053(14) -0.0441(3) Uani 0.0237(6) 8 1 d . . .
C9 C 0.64509(6) 0.19630(13) -0.1709(2) Uani 0.0186(6) 8 1 d . . .
C10 C 0.65151(6) 0.28301(13) -0.2538(3) Uani 0.0186(6) 8 1 d . . .
C11 C 0.63296(6) 0.37228(13) -0.2112(3) Uani 0.0183(6) 8 1 d . . .
C12 C 0.63583(6) 0.01817(13) -0.2144(3) Uani 0.0214(6) 8 1 d . . .
C13 C 0.59349(6) 0.02643(13) -0.2794(3) Uani 0.0254(7) 8 1 d . . .
C14 C 0.56441(7) -0.05204(15) -0.2730(3) Uani 0.0301(7) 8 1 d . . .
C15 C 0.57746(8) -0.14059(16) -0.2023(3) Uani 0.0320(8) 8 1 d . . .
C16 C 0.61987(9) -0.15070(15) -0.1430(3) Uani 0.0324(8) 8 1 d . . .
C17 C 0.64951(8) -0.07203(14) -0.1478(3) Uani 0.0280(7) 8 1 d . . .
C18 C 0.70825(6) 0.09789(13) -0.2394(2) Uani 0.0214(6) 8 1 d . . .
C19 C 0.72407(7) 0.02339(15) -0.3318(3) Uani 0.0281(7) 8 1 d . . .
C20 C 0.76760(7) 0.02178(17) -0.3608(3) Uani 0.0376(8) 8 1 d . . .
C21 C 0.79640(7) 0.09345(16) -0.2996(3) Uani 0.0402(8) 8 1 d . . .
C22 C 0.78075(7) 0.16653(16) -0.2067(3) Uani 0.0357(8) 8 1 d . . .
C23 C 0.73745(6) 0.16886(14) -0.1751(3) Uani 0.0271(7) 8 1 d . . .
H1c2 H 0.538922 0.779173 0.073165 Uiso 0.0248 8 1 d . . .
H1c3 H 0.5 0.867363 0.25 Uiso 0.0292 4 1 d . . .
H1c5 H 0.545438 0.431805 0.122654 Uiso 0.0193 8 1 d . . .
H1c7 H 0.584727 0.291903 0.084476 Uiso 0.0248 8 1 d . . .
H1c8 H 0.616924 0.141518 0.015094 Uiso 0.0285 8 1 d . . .
H1c10 H 0.668757 0.281054 -0.340437 Uiso 0.0224 8 1 d . . .
H1c11 H 0.637543 0.432074 -0.267727 Uiso 0.0219 8 1 d . . .
H1c13 H 0.584277 0.08722 -0.329401 Uiso 0.0305 8 1 d . . .
H1c14 H 0.535204 -0.045076 -0.317549 Uiso 0.0362 8 1 d . . .
H1c15 H 0.557158 -0.194266 -0.194674 Uiso 0.0384 8 1 d . . .
H1c16 H 0.629245 -0.212852 -0.097739 Uiso 0.0389 8 1 d . . .
H1c17 H 0.678913 -0.079931 -0.10564 Uiso 0.0336 8 1 d . . .
H1c19 H 0.704706 -0.026738 -0.375095 Uiso 0.0338 8 1 d . . .
H1c20 H 0.778097 -0.029725 -0.424425 Uiso 0.0451 8 1 d . . .
H1c21 H 0.826474 0.092299 -0.321255 Uiso 0.0482 8 1 d . . .
H1c22 H 0.800289 0.216379 -0.163523 Uiso 0.0428 8 1 d . . .
H1c23 H 0.727357 0.219339 -0.108881 Uiso 0.0325 8 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.346(2) ?
N1 C1 . 2_655 1.346(2) ?
N2 N3 . . 1.363(2) ?
N2 C5 . . 1.347(3) ?
N2 C6 . . 1.444(2) ?
N3 N4 . . 1.311(2) ?
N4 C4 . . 1.360(3) ?
N5 C9 . . 1.431(2) ?
N5 C12 . . 1.431(2) ?
N5 C18 . . 1.412(3) ?
C1 C2 . . 1.400(2) ?
C1 C4 . . 1.469(3) ?
C2 C3 . . 1.379(2) ?
C2 H1c2 . . 0.96 ?
C3 H1c3 . . 0.96 ?
C4 C5 . . 1.375(2) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.384(3) ?
C6 C11 . . 1.380(3) ?
C7 C8 . . 1.389(3) ?
C7 H1c7 . . 0.96 ?
C8 C9 . . 1.389(3) ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.396(3) ?
C10 C11 . . 1.391(3) ?
C10 H1c10 . . 0.96 ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.391(3) ?
C12 C17 . . 1.397(3) ?
C13 C14 . . 1.387(3) ?
C13 H1c13 . . 0.96 ?
C14 C15 . . 1.388(3) ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.379(4) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.399(3) ?
C16 H1c16 . . 0.96 ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.398(3) ?
C18 C23 . . 1.401(3) ?
C19 C20 . . 1.384(3) ?
C19 H1c19 . . 0.96 ?
C20 C21 . . 1.391(3) ?
C20 H1c20 . . 0.96 ?
C21 C22 . . 1.385(4) ?
C21 H1c21 . . 0.96 ?
C22 C23 . . 1.383(3) ?
C22 H1c22 . . 0.96 ?
C23 H1c23 . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C1 . . 2_655 117.79(18) ?
N3 N2 C5 . . . 110.67(14) ?
N3 N2 C6 . . . 120.16(16) ?
C5 N2 C6 . . . 129.16(15) ?
N2 N3 N4 . . . 106.96(16) ?
N3 N4 C4 . . . 109.14(15) ?
C9 N5 C12 . . . 116.62(15) ?
C9 N5 C18 . . . 120.08(14) ?
C12 N5 C18 . . . 123.11(15) ?
N1 C1 C2 . . . 122.76(18) ?
N1 C1 C4 . . . 116.26(15) ?
C2 C1 C4 . . . 120.94(18) ?
C1 C2 C3 . . . 118.40(19) ?
C1 C2 H1c2 . . . 120.8 ?
C3 C2 H1c2 . . . 120.8 ?
C2 C3 C2 . . 2_655 119.8(2) ?
C2 C3 H1c3 . . . 120.08 ?
C2 C3 H1c3 2_655 . . 120.08 ?
N4 C4 C1 . . . 123.03(15) ?
N4 C4 C5 . . . 108.58(17) ?
C1 C4 C5 . . . 128.16(18) ?
N2 C5 C4 . . . 104.64(16) ?
N2 C5 H1c5 . . . 127.68 ?
C4 C5 H1c5 . . . 127.68 ?
N2 C6 C7 . . . 118.77(18) ?
N2 C6 C11 . . . 120.36(16) ?
C7 C6 C11 . . . 120.87(17) ?
C6 C7 C8 . . . 119.4(2) ?
C6 C7 H1c7 . . . 120.31 ?
C8 C7 H1c7 . . . 120.31 ?
C7 C8 C9 . . . 120.54(19) ?
C7 C8 H1c8 . . . 119.73 ?
C9 C8 H1c8 . . . 119.73 ?
N5 C9 C8 . . . 119.54(17) ?
N5 C9 C10 . . . 121.07(19) ?
C8 C9 C10 . . . 119.38(17) ?
C9 C10 C11 . . . 120.08(19) ?
C9 C10 H1c10 . . . 119.96 ?
C11 C10 H1c10 . . . 119.96 ?
C6 C11 C10 . . . 119.71(18) ?
C6 C11 H1c11 . . . 120.14 ?
C10 C11 H1c11 . . . 120.14 ?
N5 C12 C13 . . . 118.95(16) ?
N5 C12 C17 . . . 121.86(18) ?
C13 C12 C17 . . . 119.15(18) ?
C12 C13 C14 . . . 120.84(18) ?
C12 C13 H1c13 . . . 119.58 ?
C14 C13 H1c13 . . . 119.58 ?
C13 C14 C15 . . . 120.1(2) ?
C13 C14 H1c14 . . . 119.94 ?
C15 C14 H1c14 . . . 119.94 ?
C14 C15 C16 . . . 119.3(2) ?
C14 C15 H1c15 . . . 120.33 ?
C16 C15 H1c15 . . . 120.33 ?
C15 C16 C17 . . . 121.2(2) ?
C15 C16 H1c16 . . . 119.41 ?
C17 C16 H1c16 . . . 119.41 ?
C12 C17 C16 . . . 119.3(2) ?
C12 C17 H1c17 . . . 120.36 ?
C16 C17 H1c17 . . . 120.36 ?
N5 C18 C19 . . . 121.18(17) ?
N5 C18 C23 . . . 120.15(18) ?
C19 C18 C23 . . . 118.66(18) ?
C18 C19 C20 . . . 120.13(19) ?
C18 C19 H1c19 . . . 119.93 ?
C20 C19 H1c19 . . . 119.93 ?
C19 C20 C21 . . . 121.2(2) ?
C19 C20 H1c20 . . . 119.41 ?
C21 C20 H1c20 . . . 119.41 ?
C20 C21 C22 . . . 118.6(2) ?
C20 C21 H1c21 . . . 120.71 ?
C22 C21 H1c21 . . . 120.71 ?
C21 C22 C23 . . . 121.1(2) ?
C21 C22 H1c22 . . . 119.45 ?
C23 C22 H1c22 . . . 119.45 ?
C18 C23 C22 . . . 120.3(2) ?
C18 C23 H1c23 . . . 119.84 ?
C22 C23 H1c23 . . . 119.84 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ? ? ?

####################################################################### 
# 
# 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_host_benz
_database_code_depnum_ccdc_archive 'CCDC 1497479'
_audit_update_record             
;
2017-02-09 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_audit_creation_method           'Jana2006 Version : 02/02/2017'
_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C46 H34 N8'
_chemical_formula_weight         698.8
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   8.9444(10)
_cell_length_b                   13.9122(15)
_cell_length_c                   16.3529(18)
_cell_angle_alpha                77.140(4)
_cell_angle_beta                 78.370(4)
_cell_angle_gamma                74.165(4)
_cell_volume                     1886.9(4)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_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
? ? ? ? ? ? ? ? ? ? ?

_cell_formula_units_Z            2

_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      27.38
_cell_measurement_temperature    100
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             732

_exptl_absorpt_coefficient_mu    0.075
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  1.00
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      100
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II CCD'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_method       'ω- and φ-scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            51419
_diffrn_reflns_theta_min         1.29
_diffrn_reflns_theta_max         27.99
_diffrn_reflns_theta_full        27.99
_diffrn_measured_fraction_theta_max 1
_diffrn_measured_fraction_theta_full 1
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             9063
_reflns_number_gt                6107
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_gt          0.0561
_refine_ls_R_factor_all          0.0750
_refine_ls_wR_factor_ref         0.0581
_refine_ls_goodness_of_fit_ref   2.17
_refine_ls_goodness_of_fit_gt    2.58
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         9063
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_number_constraints    136
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(F)+0.0001F²)
_refine_ls_hydrogen_treatment    constr
_refine_ls_shift/su_max          0.0145
_refine_ls_shift/su_mean         0.0012
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       'Apex 2'
_computing_cell_refinement       'SAINT-Plus v8.34A'
_computing_data_reduction        'SAINT-Plus v8.34A'
_computing_structure_solution    SUPERFLIP
_computing_structure_refinement  'Jana 2006'
_computing_molecular_graphics    'Mercury  3.7'
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
? ? ? ? ? ?

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.41128(14) 0.85487(11) 0.48226(9) Uani 0.0611(6) 2 1 d . . .
N2 N 0.52112(15) 0.79401(10) 0.43877(9) Uani 0.0576(6) 2 1 d . . .
N3 N 0.65788(12) 0.78237(8) 0.46809(7) Uani 0.0386(4) 2 1 d . . .
N4 N 0.84190(12) 0.94054(8) 0.39609(6) Uani 0.0353(4) 2 1 d . . .
N5 N 0.91789(12) 0.94633(8) 0.31844(6) Uani 0.0381(4) 2 1 d . . .
N6 N 1.07072(11) 0.89968(8) 0.32392(6) Uani 0.0338(4) 2 1 d . . .
N7 N 1.19874(18) 0.54187(11) 0.30543(9) Uani 0.0712(7) 2 1 d . . .
N8 N 1.49501(13) 0.83963(10) 0.02557(7) Uani 0.0488(5) 2 1 d . . .
C1 C 0.75168(13) 0.84421(9) 0.57931(7) Uani 0.0307(4) 2 1 d . . .
C2 C 0.71184(17) 0.82728(11) 0.66740(8) Uani 0.0429(5) 2 1 d . . .
C3 C 0.81490(19) 0.82815(12) 0.71926(9) Uani 0.0531(7) 2 1 d . . .
C4 C 0.96082(19) 0.84527(12) 0.68377(9) Uani 0.0518(6) 2 1 d . . .
C5 C 1.00078(16) 0.86495(10) 0.59691(8) Uani 0.0399(5) 2 1 d . . .
C6 C 0.89742(13) 0.86646(9) 0.54319(7) Uani 0.0294(4) 2 1 d . . .
C7 C 0.63429(14) 0.83773(9) 0.53049(8) Uani 0.0338(5) 2 1 d . . .
C8 C 0.47672(16) 0.88183(12) 0.53883(10) Uani 0.0472(6) 2 1 d . . .
C9 C 0.94508(13) 0.89003(9) 0.45098(7) Uani 0.0291(4) 2 1 d . . .
C10 C 1.09088(14) 0.86484(10) 0.40526(8) Uani 0.0330(5) 2 1 d . . .
C11 C 0.79767(15) 0.72156(10) 0.42841(8) Uani 0.0380(5) 2 1 d . . .
C12 C 0.91009(16) 0.65769(10) 0.47463(9) Uani 0.0394(5) 2 1 d . . .
C13 C 1.04446(18) 0.60002(11) 0.43398(9) Uani 0.0449(6) 2 1 d . . .
C14 C 1.06562(18) 0.60315(11) 0.34694(10) Uani 0.0521(6) 2 1 d . . .
C15 C 0.9503(2) 0.66757(13) 0.30171(10) Uani 0.0614(7) 2 1 d . . .
C16 C 0.81863(19) 0.72648(12) 0.34157(9) Uani 0.0526(6) 2 1 d . . .
C17 C 1.18077(14) 0.88563(10) 0.24839(8) Uani 0.0347(5) 2 1 d . . .
C18 C 1.33505(15) 0.88886(11) 0.24404(8) Uani 0.0392(5) 2 1 d . . .
C19 C 1.43962(16) 0.87247(11) 0.17082(8) Uani 0.0421(5) 2 1 d . . .
C20 C 1.39228(15) 0.85316(10) 0.10125(8) Uani 0.0381(5) 2 1 d . . .
C21 C 1.23565(16) 0.85037(12) 0.10776(9) Uani 0.0450(6) 2 1 d . . .
C22 C 1.13138(16) 0.86653(11) 0.18036(9) Uani 0.0435(6) 2 1 d . . .
C23 C 1.3464(2) 0.51328(13) 0.33425(11) Uani 0.0612(7) 2 1 d . . .
C24 C 1.4087(3) 0.58181(18) 0.35712(18) Uani 0.1062(13) 2 1 d . . .
C25 C 1.5537(3) 0.5497(3) 0.3844(2) Uani 0.1492(19) 2 1 d . . .
C26 C 1.6372(3) 0.4513(3) 0.38804(19) Uani 0.1303(17) 2 1 d . . .
C27 C 1.5763(3) 0.38350(19) 0.36541(14) Uani 0.0900(11) 2 1 d . . .
C28 C 1.4314(2) 0.41409(13) 0.33962(11) Uani 0.0653(8) 2 1 d . . .
C29 C 1.66157(15) 0.81193(11) 0.02014(8) Uani 0.0425(5) 2 1 d . . .
C30 C 1.73716(20) 0.73449(13) 0.07721(10) Uani 0.0595(7) 2 1 d . . .
C31 C 1.9021(2) 0.70764(17) 0.06487(13) Uani 0.0791(9) 2 1 d . . .
C32 C 1.9859(2) 0.7568(2) -0.00322(15) Uani 0.0845(11) 2 1 d . . .
C33 C 1.9109(2) 0.83393(17) -0.05855(13) Uani 0.0730(9) 2 1 d . . .
C34 C 1.74893(18) 0.86191(13) -0.04710(10) Uani 0.0544(7) 2 1 d . . .
C35 C 1.1904(2) 0.51463(14) 0.22759(11) Uani 0.0720(8) 2 1 d . . .
C36 C 1.2882(3) 0.54311(18) 0.15394(14) Uani 0.0989(11) 2 1 d . . .
C37 C 1.2786(4) 0.5149(3) 0.07899(16) Uani 0.1315(16) 2 1 d . . .
C38 C 1.1739(5) 0.4596(3) 0.0783(3) Uani 0.148(2) 2 1 d . . .
C39 C 1.0793(5) 0.4318(2) 0.1493(2) Uani 0.1326(18) 2 1 d . . .
C40 C 1.0871(3) 0.45870(16) 0.22559(16) Uani 0.1002(12) 2 1 d . . .
C41 C 1.43493(15) 0.83849(12) -0.04897(8) Uani 0.0434(5) 2 1 d . . .
C42 C 1.47152(19) 0.75069(15) -0.08104(10) Uani 0.0620(7) 2 1 d . . .
C43 C 1.4150(2) 0.7502(2) -0.15395(13) Uani 0.0860(11) 2 1 d . . .
C44 C 1.3242(2) 0.8371(3) -0.19338(12) Uani 0.0915(12) 2 1 d . . .
C45 C 1.2880(2) 0.9233(2) -0.16089(12) Uani 0.0834(10) 2 1 d . . .
C46 C 1.34316(18) 0.92489(14) -0.08883(10) Uani 0.0596(7) 2 1 d . . .
H1c2 H 0.610621 0.81479 0.692336 Uiso 0.0515 2 1 d . . .
H1c3 H 0.785324 0.81689 0.779762 Uiso 0.0637 2 1 d . . .
H1c4 H 1.034657 0.843475 0.719646 Uiso 0.0621 2 1 d . . .
H1c5 H 1.102076 0.877899 0.572914 Uiso 0.0478 2 1 d . . .
H1c8 H 0.420935 0.925333 0.578771 Uiso 0.0567 2 1 d . . .
H1c10 H 1.187346 0.8297 0.426678 Uiso 0.0396 2 1 d . . .
H1c12 H 0.895455 0.653088 0.535045 Uiso 0.0473 2 1 d . . .
H1c13 H 1.124047 0.557304 0.466368 Uiso 0.0539 2 1 d . . .
H1c15 H 0.962807 0.671066 0.241506 Uiso 0.0737 2 1 d . . .
H1c16 H 0.74077 0.771276 0.30902 Uiso 0.0631 2 1 d . . .
H1c18 H 1.369496 0.902347 0.291374 Uiso 0.047 2 1 d . . .
H1c19 H 1.547029 0.874461 0.167925 Uiso 0.0505 2 1 d . . .
H1c21 H 1.200076 0.836935 0.060767 Uiso 0.054 2 1 d . . .
H1c22 H 1.023862 0.864508 0.183672 Uiso 0.0522 2 1 d . . .
H1c24 H 1.351743 0.65152 0.354151 Uiso 0.1275 2 1 d . . .
H1c25 H 1.596331 0.597411 0.401045 Uiso 0.179 2 1 d . . .
H1c26 H 1.738309 0.430163 0.406491 Uiso 0.1564 2 1 d . . .
H1c27 H 1.634667 0.314179 0.367462 Uiso 0.108 2 1 d . . .
H1c28 H 1.388321 0.365179 0.324982 Uiso 0.0784 2 1 d . . .
H1c30 H 1.678122 0.699562 0.124529 Uiso 0.0714 2 1 d . . .
H1c31 H 1.956493 0.654395 0.104457 Uiso 0.0949 2 1 d . . .
H1c32 H 2.098665 0.736527 -0.011866 Uiso 0.1014 2 1 d . . .
H1c33 H 1.970483 0.868943 -0.105546 Uiso 0.0876 2 1 d . . .
H1c34 H 1.696186 0.916695 -0.086244 Uiso 0.0653 2 1 d . . .
H1c36 H 1.361681 0.581857 0.154622 Uiso 0.1187 2 1 d . . .
H1c37 H 1.345624 0.534266 0.027674 Uiso 0.1578 2 1 d . . .
H1c38 H 1.168029 0.440478 0.026284 Uiso 0.1782 2 1 d . . .
H1c39 H 1.006 0.393231 0.147859 Uiso 0.1591 2 1 d . . .
H1c40 H 1.02011 0.437988 0.276491 Uiso 0.1203 2 1 d . . .
H1c42 H 1.535837 0.689846 -0.053313 Uiso 0.0744 2 1 d . . .
H1c43 H 1.439643 0.688851 -0.176674 Uiso 0.1032 2 1 d . . .
H1c44 H 1.286142 0.837042 -0.244191 Uiso 0.1098 2 1 d . . .
H1c45 H 1.223145 0.983934 -0.188481 Uiso 0.1001 2 1 d . . .
H1c46 H 1.317345 0.986574 -0.066432 Uiso 0.0715 2 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 N2 . . 1.3116(18) ?
N1 C8 . . 1.353(3) ?
N2 N3 . . 1.3588(19) ?
N3 C7 . . 1.3613(19) ?
N3 C11 . . 1.4283(16) ?
N4 N5 . . 1.3105(14) ?
N4 C9 . . 1.3604(15) ?
N5 N6 . . 1.3555(14) ?
N6 C10 . . 1.3411(16) ?
N6 C17 . . 1.4300(15) ?
N7 C14 . . 1.408(2) ?
N7 C23 . . 1.416(2) ?
N7 C35 . . 1.428(3) ?
N8 C20 . . 1.4008(16) ?
N8 C29 . . 1.4228(17) ?
N8 C41 . . 1.433(2) ?
C1 C2 . . 1.3948(18) ?
C1 C6 . . 1.4044(17) ?
C1 C7 . . 1.473(2) ?
C2 C3 . . 1.377(2) ?
C2 H1c2 . . 0.96 ?
C3 C4 . . 1.378(2) ?
C3 H1c3 . . 0.96 ?
C4 C5 . . 1.3770(19) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.391(2) ?
C5 H1c5 . . 0.96 ?
C6 C9 . . 1.4696(16) ?
C7 C8 . . 1.3672(17) ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.3626(16) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.3754(18) ?
C11 C16 . . 1.383(2) ?
C12 C13 . . 1.3853(18) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.390(2) ?
C13 H1c13 . . 0.96 ?
C14 C15 . . 1.386(2) ?
C15 C16 . . 1.373(2) ?
C15 H1c15 . . 0.96 ?
C16 H1c16 . . 0.96 ?
C17 C18 . . 1.380(2) ?
C17 C22 . . 1.378(2) ?
C18 C19 . . 1.3836(17) ?
C18 H1c18 . . 0.96 ?
C19 C20 . . 1.392(2) ?
C19 H1c19 . . 0.96 ?
C20 C21 . . 1.394(2) ?
C21 C22 . . 1.3740(18) ?
C21 H1c21 . . 0.96 ?
C22 H1c22 . . 0.96 ?
C23 C24 . . 1.375(4) ?
C23 C28 . . 1.375(2) ?
C24 C25 . . 1.382(4) ?
C24 H1c24 . . 0.96 ?
C25 C26 . . 1.363(5) ?
C25 H1c25 . . 0.96 ?
C26 C27 . . 1.356(5) ?
C26 H1c26 . . 0.96 ?
C27 C28 . . 1.370(3) ?
C27 H1c27 . . 0.96 ?
C28 H1c28 . . 0.96 ?
C29 C30 . . 1.378(2) ?
C29 C34 . . 1.383(2) ?
C30 C31 . . 1.403(3) ?
C30 H1c30 . . 0.96 ?
C31 C32 . . 1.369(3) ?
C31 H1c31 . . 0.96 ?
C32 C33 . . 1.356(3) ?
C32 H1c32 . . 0.96 ?
C33 C34 . . 1.379(2) ?
C33 H1c33 . . 0.96 ?
C34 H1c34 . . 0.96 ?
C35 C36 . . 1.387(3) ?
C35 C40 . . 1.370(4) ?
C36 C37 . . 1.393(4) ?
C36 H1c36 . . 0.96 ?
C37 C38 . . 1.368(7) ?
C37 H1c37 . . 0.96 ?
C38 C39 . . 1.341(5) ?
C38 H1c38 . . 0.96 ?
C39 C40 . . 1.400(5) ?
C39 H1c39 . . 0.96 ?
C40 H1c40 . . 0.96 ?
C41 C42 . . 1.368(3) ?
C41 C46 . . 1.368(2) ?
C42 C43 . . 1.388(3) ?
C42 H1c42 . . 0.96 ?
C43 C44 . . 1.365(3) ?
C43 H1c43 . . 0.96 ?
C44 C45 . . 1.351(4) ?
C44 H1c44 . . 0.96 ?
C45 C46 . . 1.373(3) ?
C45 H1c45 . . 0.96 ?
C46 H1c46 . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 N1 C8 . . . 108.72(12) ?
N1 N2 N3 . . . 107.19(14) ?
N2 N3 C7 . . . 110.55(10) ?
N2 N3 C11 . . . 118.02(13) ?
C7 N3 C11 . . . 131.35(12) ?
N5 N4 C9 . . . 108.91(9) ?
N4 N5 N6 . . . 107.02(9) ?
N5 N6 C10 . . . 110.46(9) ?
N5 N6 C17 . . . 119.90(10) ?
C10 N6 C17 . . . 129.35(10) ?
C14 N7 C23 . . . 122.06(16) ?
C14 N7 C35 . . . 119.71(15) ?
C23 N7 C35 . . . 117.99(14) ?
C20 N8 C29 . . . 123.50(12) ?
C20 N8 C41 . . . 120.06(11) ?
C29 N8 C41 . . . 115.82(10) ?
C2 C1 C6 . . . 119.04(13) ?
C2 C1 C7 . . . 116.39(12) ?
C6 C1 C7 . . . 124.57(11) ?
C1 C2 C3 . . . 121.25(13) ?
C1 C2 H1c2 . . . 119.37 ?
C3 C2 H1c2 . . . 119.37 ?
C2 C3 C4 . . . 119.59(13) ?
C2 C3 H1c3 . . . 120.21 ?
C4 C3 H1c3 . . . 120.21 ?
C3 C4 C5 . . . 120.05(16) ?
C3 C4 H1c4 . . . 119.97 ?
C5 C4 H1c4 . . . 119.97 ?
C4 C5 C6 . . . 121.38(14) ?
C4 C5 H1c5 . . . 119.31 ?
C6 C5 H1c5 . . . 119.31 ?
C1 C6 C5 . . . 118.57(11) ?
C1 C6 C9 . . . 122.42(12) ?
C5 C6 C9 . . . 119.01(11) ?
N3 C7 C1 . . . 127.37(10) ?
N3 C7 C8 . . . 103.82(13) ?
C1 C7 C8 . . . 128.76(13) ?
N1 C8 C7 . . . 109.70(13) ?
N1 C8 H1c8 . . . 125.15 ?
C7 C8 H1c8 . . . 125.15 ?
N4 C9 C6 . . . 123.09(10) ?
N4 C9 C10 . . . 108.37(10) ?
C6 C9 C10 . . . 128.51(11) ?
N6 C10 C9 . . . 105.23(10) ?
N6 C10 H1c10 . . . 127.39 ?
C9 C10 H1c10 . . . 127.39 ?
N3 C11 C12 . . . 121.56(12) ?
N3 C11 C16 . . . 118.84(12) ?
C12 C11 C16 . . . 119.59(12) ?
C11 C12 C13 . . . 119.98(13) ?
C11 C12 H1c12 . . . 120.01 ?
C13 C12 H1c12 . . . 120.01 ?
C12 C13 C14 . . . 120.91(13) ?
C12 C13 H1c13 . . . 119.54 ?
C14 C13 H1c13 . . . 119.54 ?
N7 C14 C13 . . . 121.43(13) ?
N7 C14 C15 . . . 120.48(14) ?
C13 C14 C15 . . . 118.08(13) ?
C14 C15 C16 . . . 121.12(15) ?
C14 C15 H1c15 . . . 119.44 ?
C16 C15 H1c15 . . . 119.44 ?
C11 C16 C15 . . . 120.28(14) ?
C11 C16 H1c16 . . . 119.86 ?
C15 C16 H1c16 . . . 119.86 ?
N6 C17 C18 . . . 120.75(13) ?
N6 C17 C22 . . . 118.97(12) ?
C18 C17 C22 . . . 120.26(11) ?
C17 C18 C19 . . . 119.37(14) ?
C17 C18 H1c18 . . . 120.31 ?
C19 C18 H1c18 . . . 120.31 ?
C18 C19 C20 . . . 121.36(14) ?
C18 C19 H1c19 . . . 119.32 ?
C20 C19 H1c19 . . . 119.32 ?
N8 C20 C19 . . . 122.24(13) ?
N8 C20 C21 . . . 119.92(13) ?
C19 C20 C21 . . . 117.81(11) ?
C20 C21 C22 . . . 121.05(15) ?
C20 C21 H1c21 . . . 119.48 ?
C22 C21 H1c21 . . . 119.48 ?
C17 C22 C21 . . . 120.15(14) ?
C17 C22 H1c22 . . . 119.93 ?
C21 C22 H1c22 . . . 119.93 ?
N7 C23 C24 . . . 122.11(16) ?
N7 C23 C28 . . . 119.47(19) ?
C24 C23 C28 . . . 118.42(18) ?
C23 C24 C25 . . . 119.6(2) ?
C23 C24 H1c24 . . . 120.22 ?
C25 C24 H1c24 . . . 120.22 ?
C24 C25 C26 . . . 121.1(3) ?
C24 C25 H1c25 . . . 119.46 ?
C26 C25 H1c25 . . . 119.46 ?
C25 C26 C27 . . . 119.5(3) ?
C25 C26 H1c26 . . . 120.23 ?
C27 C26 H1c26 . . . 120.23 ?
C26 C27 C28 . . . 119.9(2) ?
C26 C27 H1c27 . . . 120.05 ?
C28 C27 H1c27 . . . 120.05 ?
C23 C28 C27 . . . 121.5(2) ?
C23 C28 H1c28 . . . 119.27 ?
C27 C28 H1c28 . . . 119.27 ?
N8 C29 C30 . . . 122.03(13) ?
N8 C29 C34 . . . 118.23(12) ?
C30 C29 C34 . . . 119.67(13) ?
C29 C30 C31 . . . 118.74(15) ?
C29 C30 H1c30 . . . 120.63 ?
C31 C30 H1c30 . . . 120.63 ?
C30 C31 C32 . . . 120.49(17) ?
C30 C31 H1c31 . . . 119.76 ?
C32 C31 H1c31 . . . 119.76 ?
C31 C32 C33 . . . 120.51(18) ?
C31 C32 H1c32 . . . 119.74 ?
C33 C32 H1c32 . . . 119.74 ?
C32 C33 C34 . . . 119.82(18) ?
C32 C33 H1c33 . . . 120.09 ?
C34 C33 H1c33 . . . 120.09 ?
C29 C34 C33 . . . 120.74(15) ?
C29 C34 H1c34 . . . 119.63 ?
C33 C34 H1c34 . . . 119.63 ?
N7 C35 C36 . . . 120.4(2) ?
N7 C35 C40 . . . 119.99(17) ?
C36 C35 C40 . . . 119.6(2) ?
C35 C36 C37 . . . 119.2(3) ?
C35 C36 H1c36 . . . 120.38 ?
C37 C36 H1c36 . . . 120.38 ?
C36 C37 C38 . . . 120.2(3) ?
C36 C37 H1c37 . . . 119.89 ?
C38 C37 H1c37 . . . 119.88 ?
C37 C38 C39 . . . 120.7(4) ?
C37 C38 H1c38 . . . 119.64 ?
C39 C38 H1c38 . . . 119.64 ?
C38 C39 C40 . . . 120.2(4) ?
C38 C39 H1c39 . . . 119.89 ?
C40 C39 H1c39 . . . 119.89 ?
C35 C40 C39 . . . 120.0(2) ?
C35 C40 H1c40 . . . 120.01 ?
C39 C40 H1c40 . . . 120.01 ?
N8 C41 C42 . . . 119.67(12) ?
N8 C41 C46 . . . 120.42(15) ?
C42 C41 C46 . . . 119.91(15) ?
C41 C42 C43 . . . 119.50(17) ?
C41 C42 H1c42 . . . 120.25 ?
C43 C42 H1c42 . . . 120.25 ?
C42 C43 C44 . . . 120.0(3) ?
C42 C43 H1c43 . . . 120.01 ?
C44 C43 H1c43 . . . 120.01 ?
C43 C44 C45 . . . 120.0(2) ?
C43 C44 H1c44 . . . 119.99 ?
C45 C44 H1c44 . . . 119.99 ?
C44 C45 C46 . . . 120.66(19) ?
C44 C45 H1c45 . . . 119.67 ?
C46 C45 H1c45 . . . 119.67 ?
C41 C46 C45 . . . 119.9(2) ?
C41 C46 H1c46 . . . 120.04 ?
C45 C46 H1c46 . . . 120.04 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H1c10 N1 . . 1_655 0.96 2.49 3.313(2) 143.26 ?
C21 H1c21 C41 . . . 0.96 2.47 2.8212(18) 101.12 ?


