# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 2340273'
loop_
_audit_author_name
_audit_author_address
'Laura Contini'
;University of Bologna
Italy
;
_audit_update_record             
;
2024-03-14 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
#=============================================================================

_audit_creation_method           Expo2014

_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H22 Bi N5 O11'
_chemical_formula_sum            'C14 H22 Bi N5 O11'
_chemical_formula_weight         645.332

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
H Hydrogen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C Carbon 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N Nitrogen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O Oxygen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bismuth 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_cell_length_a                   13.0539(12)
_cell_length_b                   11.9390(11)
_cell_length_c                   6.8072(6)
_cell_angle_alpha                96.318(3)
_cell_angle_beta                 96.953(3)
_cell_angle_gamma                113.171(2)
_cell_volume                     953.59(16)
_cell_formula_units_Z            2
_exptl_crystal_description       powder
_exptl_crystal_colour            colourless
_cell_measurement_temperature    293 #Experiment temperature in K
_exptl_crystal_density_diffrn    2.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_absorpt_coefficient_mu    18.872
_symmetry_Int_Tables_number      2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 'x, y, z'
2 '-x, -y, -z'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
O O1 0.3466 1.0687 0.5369 0.0380 1.0000 Uiso
O O2 0.5109 1.1204 0.7619 0.0380 1.0000 Uiso
O O3 -0.0872 0.8688 0.5044 0.0380 1.0000 Uiso
O O5 0.0937 0.7196 0.2802 0.0380 1.0000 Uiso
O O6 0.1635 0.5737 0.2383 0.0380 1.0000 Uiso
O O7 0.1815 1.0318 0.8795 0.0380 1.0000 Uiso
O O8 0.1491 1.0202 1.1955 0.0380 1.0000 Uiso
N N1 0.2590 0.8236 0.6627 0.0380 1.0000 Uiso
N N2 0.0191 0.7678 0.7578 0.0380 1.0000 Uiso
C C1 0.3612 0.9290 0.7748 0.0380 1.0000 Uiso
C C2 0.4091 1.0454 0.6897 0.0380 1.0000 Uiso
C C3 -0.0991 0.6982 0.6550 0.0380 1.0000 Uiso
C C4 -0.1511 0.7600 0.5127 0.0380 1.0000 Uiso
C C5 0.2765 0.7569 0.4819 0.0380 1.0000 Uiso
C C6 0.1707 0.6788 0.3251 0.0380 1.0000 Uiso
C C7 0.0273 0.8460 0.9472 0.0380 1.0000 Uiso
C C8 0.1266 0.9725 1.0078 0.0380 1.0000 Uiso
C C9 0.2047 0.7446 0.8074 0.0380 1.0000 Uiso
C C10 0.0767 0.6838 0.7672 0.0380 1.0000 Uiso
H H1 0.4304 0.8972 0.8079 0.0456 1.0000 Uiso
H H2 -0.1078 0.6110 0.5665 0.0456 1.0000 Uiso
H H3 0.3160 0.6941 0.5246 0.0456 1.0000 Uiso
H H4 0.3355 0.8260 0.4069 0.0456 1.0000 Uiso
H H5 0.0249 0.7930 1.0713 0.0456 1.0000 Uiso
H H6 -0.0501 0.8631 0.9347 0.0456 1.0000 Uiso
H H7 0.2355 0.6700 0.8106 0.0456 1.0000 Uiso
H H8 0.2363 0.8035 0.9575 0.0456 1.0000 Uiso
H H9 0.0462 0.6181 0.6251 0.0456 1.0000 Uiso
H H10 0.0522 0.6286 0.8871 0.0456 1.0000 Uiso
Bi Bi 0.1319 0.9258 0.5361 0.0127 1.0000 Uiso
H H11 0.3564 0.9935 0.8959 0.0456 1.0000 Uiso
O O4 -0.2562 0.7254 0.4753 0.0380 1.0000 Uiso
H H12 -0.1511 0.6744 0.7704 0.0456 1.0000 Uiso
H H13 -0.3085 0.6931 0.5701 0.0456 1.0000 Uiso
O O9 0.4057 1.1821 0.2500 0.0380 1.0000 Uiso
H H14 0.3705 1.1491 0.3645 0.0456 1.0000 Uiso
H H15 0.3659 1.2115 0.1479 0.0456 1.0000 Uiso
O O10 -0.1180 0.5669 0.1351 0.0380 1.0000 Uiso
H H16 -0.1547 0.4892 0.0454 0.0456 1.0000 Uiso
H H17 -0.0400 0.6111 0.1095 0.0456 1.0000 Uiso
C C11 0.3494 1.4064 0.0650 0.0380 1.0000 Uiso
C C12 0.4162 1.5590 0.3518 0.0380 1.0000 Uiso
C C13 0.4431 1.6545 0.2340 0.0380 1.0000 Uiso
C C14 0.4216 1.6202 0.0340 0.0380 1.0000 Uiso
H H18 0.4652 1.7327 0.2844 0.0456 1.0000 Uiso
H H19 0.4741 1.6615 0.6165 0.0456 1.0000 Uiso
N N4 0.3763 1.4987 -0.0485 0.0380 1.0000 Uiso
N N5 0.3698 1.4395 0.2686 0.0380 1.0000 Uiso
N N3 0.4362 1.5877 0.5508 0.0380 1.0000 Uiso
O O11 0.3095 1.2974 -0.0184 0.0380 1.0000 Uiso
H H20 0.3334 1.4747 -0.1918 0.0456 1.0000 Uiso
H H21 0.4294 1.5026 0.5723 0.0456 1.0000 Uiso
H H22 0.4420 1.6902 -0.0623 0.0456 1.0000 Uiso

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.364461 .
O2 C2 1.271955 .
O3 C4 1.249470 .
O5 C6 1.297968 .
O6 C6 1.289581 .
O7 C8 1.290714 .
O7 Bi 2.413039 .
O8 C8 1.288601 .
N1 C1 1.471962 .
N1 C5 1.482083 .
N1 C9 1.486490 .
N2 C3 1.470558 .
N2 C7 1.472544 .
N2 C10 1.473471 .
C1 C2 1.496291 .
C1 H1 1.118194 .
C1 H11 1.089607 .
C3 C4 1.528313 .
C3 H2 1.100922 .
C3 H12 1.088595 .
C4 O4 1.250607 .
C5 C6 1.525373 .
C5 H3 1.108351 .
C5 H4 1.105579 .
C7 C8 1.524525 .
C7 H5 1.106112 .
C7 H6 1.102318 .
C9 C10 1.511547 .
C9 H7 1.113258 .
C9 H8 1.104623 .
C10 H9 1.097023 .
C10 H10 1.103850 .
O4 H13 0.992725 .
O9 H14 0.992822 .
O9 H15 0.992958 .
O10 H16 0.957955 .
O10 H17 0.992940 .
C11 N4 1.372279 .
C11 N5 1.362061 .
C11 O11 1.232682 .
C12 C13 1.421503 .
C12 N5 1.334988 .
C12 N3 1.327560 .
C13 C14 1.339523 .
C13 H18 0.875315 .
C14 N4 1.354452 .
C14 H22 1.089021 .
H19 N3 0.858938 .
N4 H20 1.013513 .
N3 H21 1.013155 .

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
O1 C2 O2 121.28 . .
O1 C2 C1 121.11 . .
O2 C2 C1 117.59 . .
O3 C4 C3 114.37 . .
O3 C4 O4 119.93 . .
O5 C6 O6 122.54 . .
O5 C6 C5 120.37 . .
O6 C6 C5 117.07 . .
C8 O7 Bi 116.99 . .
O7 C8 O8 121.51 . .
O7 C8 C7 122.78 . .
O8 C8 C7 115.62 . .
C1 N1 C5 114.84 . .
C1 N1 C9 108.26 . .
N1 C1 C2 120.00 . .
N1 C1 H1 108.86 . .
N1 C1 H11 121.38 . .
C5 N1 C9 115.10 . .
N1 C5 C6 116.13 . .
N1 C5 H3 110.63 . .
N1 C5 H4 108.15 . .
N1 C9 C10 116.51 . .
N1 C9 H7 108.68 . .
N1 C9 H8 106.57 . .
C3 N2 C7 111.73 . .
C3 N2 C10 109.70 . .
N2 C3 C4 118.37 . .
N2 C3 H2 109.31 . .
N2 C3 H12 107.39 . .
C7 N2 C10 117.14 . .
N2 C7 C8 118.66 . .
N2 C7 H5 108.99 . .
N2 C7 H6 106.97 . .
N2 C10 C9 116.04 . .
N2 C10 H9 107.66 . .
N2 C10 H10 110.30 . .
C2 C1 H1 107.61 . .
C2 C1 H11 81.02 . .
H1 C1 H11 115.23 . .
C4 C3 H2 106.49 . .
C4 C3 H12 107.41 . .
C3 C4 O4 120.01 . .
H2 C3 H12 107.41 . .
C4 O4 H13 125.29 . .
C6 C5 H3 106.66 . .
C6 C5 H4 107.19 . .
H3 C5 H4 107.76 . .
C8 C7 H5 109.00 . .
C8 C7 H6 106.29 . .
H5 C7 H6 106.21 . .
C10 C9 H7 107.62 . .
C10 C9 H8 110.18 . .
C9 C10 H9 109.74 . .
C9 C10 H10 106.17 . .
H7 C9 H8 106.89 . .
H9 C10 H10 106.55 . .
H14 O9 H15 121.03 . .
H16 O10 H17 109.46 . .
N4 C11 N5 118.10 . .
N4 C11 O11 119.74 . .
C11 N4 C14 122.63 . .
C11 N4 H20 115.86 . .
N5 C11 O11 122.16 . .
C11 N5 C12 119.82 . .
C13 C12 N5 122.01 . .
C13 C12 N3 119.89 . .
C12 C13 C14 117.33 . .
C12 C13 H18 123.40 . .
N5 C12 N3 118.10 . .
C12 N3 H19 123.91 . .
C12 N3 H21 94.23 . .
C14 C13 H18 118.88 . .
C13 C14 N4 120.10 . .
C13 C14 H22 119.95 . .
N4 C14 H22 119.95 . .
C14 N4 H20 117.18 . .
H19 N3 H21 134.81 . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Bi O7 C8 O8 178.18 . . . .
Bi O7 C8 C7 -5.49 . . . .
C5 N1 C1 C2 72.21 . . . .
C5 N1 C1 H1 -52.29 . . . .
C5 N1 C1 H11 170.31 . . . .
C9 N1 C1 C2 -157.62 . . . .
C9 N1 C1 H1 77.88 . . . .
C9 N1 C1 H11 -59.52 . . . .
C1 N1 C5 C6 -159.69 . . . .
C1 N1 C5 H3 78.59 . . . .
C1 N1 C5 H4 -39.21 . . . .
C9 N1 C5 C6 73.57 . . . .
C9 N1 C5 H3 -48.16 . . . .
C9 N1 C5 H4 -165.95 . . . .
C1 N1 C9 C10 144.25 . . . .
C1 N1 C9 H7 -94.03 . . . .
C1 N1 C9 H8 20.84 . . . .
C5 N1 C9 C10 -85.72 . . . .
C5 N1 C9 H7 35.99 . . . .
C5 N1 C9 H8 150.87 . . . .
C7 N2 C3 C4 87.04 . . . .
C7 N2 C3 H2 -150.89 . . . .
C7 N2 C3 H12 -34.66 . . . .
C10 N2 C3 C4 -141.33 . . . .
C10 N2 C3 H2 -19.26 . . . .
C10 N2 C3 H12 96.97 . . . .
C3 N2 C7 C8 -143.24 . . . .
C3 N2 C7 H5 91.27 . . . .
C3 N2 C7 H6 -23.17 . . . .
C10 N2 C7 C8 89.03 . . . .
C10 N2 C7 H5 -36.46 . . . .
C10 N2 C7 H6 -150.90 . . . .
C3 N2 C10 C9 161.51 . . . .
C3 N2 C10 H9 38.14 . . . .
C3 N2 C10 H10 -77.74 . . . .
C7 N2 C10 C9 -69.77 . . . .
C7 N2 C10 H9 166.85 . . . .
C7 N2 C10 H10 50.97 . . . .
N1 C1 C2 O1 16.34 . . . .
N1 C1 C2 O2 -162.13 . . . .
H1 C1 C2 O1 141.44 . . . .
H1 C1 C2 O2 -37.03 . . . .
H11 C1 C2 O1 -104.82 . . . .
H11 C1 C2 O2 76.71 . . . .
N2 C3 C4 O3 -2.89 . . . .
N2 C3 C4 O4 -156.29 . . . .
H2 C3 C4 O3 -126.37 . . . .
H2 C3 C4 O4 80.23 . . . .
H12 C3 C4 O3 118.80 . . . .
H12 C3 C4 O4 -34.60 . . . .
O3 C4 O4 H13 -119.97 . . . .
C3 C4 O4 H13 31.96 . . . .
N1 C5 C6 O5 40.65 . . . .
N1 C5 C6 O6 -140.91 . . . .
H3 C5 C6 O5 164.45 . . . .
H3 C5 C6 O6 -17.10 . . . .
H4 C5 C6 O5 -80.34 . . . .
H4 C5 C6 O6 98.10 . . . .
N2 C7 C8 O7 23.50 . . . .
N2 C7 C8 O8 -159.98 . . . .
H5 C7 C8 O7 148.98 . . . .
H5 C7 C8 O8 -34.49 . . . .
H6 C7 C8 O7 -96.92 . . . .
H6 C7 C8 O8 79.60 . . . .
N1 C9 C10 N2 -57.91 . . . .
N1 C9 C10 H9 64.37 . . . .
N1 C9 C10 H10 179.16 . . . .
H7 C9 C10 N2 179.82 . . . .
H7 C9 C10 H9 -57.90 . . . .
H7 C9 C10 H10 56.88 . . . .
H8 C9 C10 N2 63.62 . . . .
H8 C9 C10 H9 -174.10 . . . .
H8 C9 C10 H10 -59.32 . . . .
N5 C11 N4 C14 -0.21 . . . .
N5 C11 N4 H20 -156.13 . . . .
O11 C11 N4 C14 -179.20 . . . .
O11 C11 N4 H20 24.87 . . . .
N4 C11 N5 C12 -0.93 . . . .
O11 C11 N5 C12 178.04 . . . .
N5 C12 C13 C14 -0.97 . . . .
N5 C12 C13 H18 171.74 . . . .
N3 C12 C13 C14 179.70 . . . .
N3 C12 C13 H18 -7.58 . . . .
C13 C12 N5 C11 1.54 . . . .
N3 C12 N5 C11 -179.12 . . . .
C13 C12 N3 H19 -9.64 . . . .
C13 C12 N3 H21 -163.95 . . . .
N5 C12 N3 H19 171.01 . . . .
N5 C12 N3 H21 16.70 . . . .
C12 C13 C14 N4 -0.18 . . . .
C12 C13 C14 H22 -179.07 . . . .
H18 C13 C14 N4 -173.23 . . . .
H18 C13 C14 H22 7.87 . . . .
C13 C14 N4 C11 0.76 . . . .
C13 C14 N4 H20 156.38 . . . .
H22 C14 N4 C11 179.65 . . . .
H22 C14 N4 H20 -24.72 . . . .

_diffrn_ambient_temperature      293 #Experiment temperature in K
_diffrn_radiation_wavelength     1.540560
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_measurement_device_type  Xpert-PRO

# POWDER PROFILE

_pd_meas_2theta_range_min        4.010
_pd_meas_2theta_range_max        64.980
_pd_proc_number_of_points        2346

_pd_proc_ls_prof_R_factor        0.06383
_pd_proc_ls_prof_wR_factor       0.08161
_pd_proc_ls_prof_wR_expected     0.03817

_refine_ls_number_reflns         677
_refine_ls_number_parameters     38
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_R_I_factor            0.08607
_refine_ls_goodness_of_fit_all   2.13797
_refine_ls_restrained_S_all      2.13797

loop_
_pd_meas_2theta_scan
_pd_meas_counts_total
_pd_proc_2theta_corrected
_pd_calc_intensity_total
_pd_proc_intensity_bkg_calc

4.010000 912.000000 4.001559 0.000000 984.213745
4.036000 998.000000 4.027566 0.009941 975.219604
4.062000 936.000000 4.053572 0.010207 966.578125
4.088000 992.000000 4.079579 0.010483 958.271851
4.114000 945.000000 4.105587 0.010768 950.288330
4.140000 901.000000 4.131593 0.011387 942.615723
4.166000 928.000000 4.157599 0.011702 935.238770
4.192000 885.000000 4.183607 0.012028 928.146606
4.218000 917.000000 4.209614 0.012366 921.325684
4.244000 907.000000 4.235621 0.012717 914.765686
4.270000 892.000000 4.261628 0.013080 908.454712
4.296000 887.000000 4.287635 0.013457 902.382874
4.322000 891.000000 4.313643 0.013847 896.538025
4.348000 922.000000 4.339650 0.014253 890.911743
4.374001 910.000000 4.365658 0.014674 885.492737
4.400000 886.000000 4.391665 0.015110 880.272766
4.426000 902.000000 4.417672 0.015564 875.242004
4.452000 930.000000 4.443679 0.016035 870.392090
4.478000 887.000000 4.469687 0.016525 865.714722
4.504000 850.000000 4.495694 0.017034 861.201172
4.530000 880.000000 4.521701 0.017564 856.844116
4.556000 860.000000 4.547709 0.018114 852.635681
4.582000 868.000000 4.573717 0.018688 848.568787
4.608000 855.000000 4.599724 0.019284 844.636414
4.634000 859.000000 4.625732 0.019906 840.831604
4.660000 863.000000 4.651740 0.020553 837.148560
4.686000 813.000000 4.677747 0.021227 833.580322
4.712000 819.000000 4.703755 0.021931 830.121033
4.738000 849.000000 4.729763 0.022664 826.765198
4.764000 854.000000 4.755771 0.023429 823.507263
4.790000 854.000000 4.781778 0.024228 820.341614
4.816000 871.000000 4.807786 0.025062 817.263611
4.842000 848.000000 4.833794 0.025933 814.268372
4.868000 804.000000 4.859802 0.026843 811.350647
4.894001 830.000000 4.885810 0.027795 808.506409
4.920000 823.000000 4.911819 0.028791 805.731384
4.946000 812.000000 4.937827 0.029833 803.021057
4.972000 825.000000 4.963835 0.030924 800.371948
4.998000 800.000000 4.989843 0.032067 797.780090
5.024000 822.000000 5.015851 0.033264 795.242065
5.050000 790.000000 5.041860 0.034519 792.754333
5.076000 751.000000 5.067868 0.035836 790.313477
5.102000 776.000000 5.093875 0.037218 787.916626
5.128000 781.000000 5.119884 0.038670 785.560486
5.154000 768.000000 5.145893 0.040195 783.242371
5.180000 786.000000 5.171900 0.041797 780.959595
5.206000 786.000000 5.197909 0.043483 778.709534
5.232000 780.000000 5.223917 0.045257 776.489502
5.258000 735.000000 5.249926 0.047125 774.297791
5.284000 725.000000 5.275935 0.049094 772.131958
5.310000 775.000000 5.301944 0.051169 769.989258
5.336000 800.000000 5.327953 0.053358 767.868469
5.362000 788.000000 5.353961 0.055669 765.767517
5.388000 757.000000 5.379970 0.058110 763.684204
5.414001 767.000000 5.405979 0.060690 761.617371
5.440000 770.000000 5.431987 0.063419 759.565491
5.466000 759.000000 5.457996 0.066308 757.526672
5.492000 767.000000 5.484004 0.069368 755.499695
5.518000 760.000000 5.510014 0.072611 753.482910
5.544000 756.000000 5.536023 0.076052 751.475647
5.570000 758.000000 5.562032 0.079705 749.476379
5.596000 745.000000 5.588041 0.083587 747.484192
5.622000 720.000000 5.614050 0.087714 745.497803
5.648000 722.000000 5.640059 0.092107 743.516602
5.674000 724.000000 5.666069 0.096787 741.539551
5.700000 729.000000 5.692078 0.101777 739.565674
5.726000 737.000000 5.718086 0.107101 737.594666
5.752000 737.000000 5.744096 0.112789 735.625305
5.778000 705.000000 5.770105 0.118871 733.657166
5.804000 733.000000 5.796114 0.125380 731.689880
5.830000 740.000000 5.822124 0.132354 729.722656
5.856000 733.000000 5.848134 0.139835 727.754944
5.882000 718.000000 5.874143 0.147867 725.786499
5.908000 711.000000 5.900153 0.156502 723.816956
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60.091999 555.000000 60.183891 225.186615 294.449890
60.117996 528.000000 60.209972 236.801651 294.751587
60.144001 523.000000 60.236061 243.597061 295.060211
60.169998 545.000000 60.262142 244.904526 295.375549
60.195999 559.000000 60.288227 241.856567 295.697632
60.222000 544.000000 60.314312 236.038391 296.026306
60.248001 543.000000 60.340401 227.434387 296.361511
60.274002 536.000000 60.366486 214.308762 296.703125
60.299999 507.000000 60.392567 195.348511 297.050903
60.326000 491.000000 60.418652 171.719467 297.404907
60.351997 460.000000 60.444733 147.035706 297.764893
60.377998 427.000000 60.470818 125.372566 298.130859
60.404003 416.000000 60.496906 109.256668 298.502563
60.430000 413.000000 60.522991 98.988663 298.879791
60.456001 392.000000 60.549080 93.216934 299.262451
60.482002 378.000000 60.575165 90.025314 299.650360
60.507999 388.000000 60.601246 88.119759 300.043243
60.534000 397.000000 60.627331 87.782013 300.441040
60.560001 404.000000 60.653416 90.718384 300.843506
60.586002 382.000000 60.679501 98.443718 301.250488
60.611996 399.000000 60.705582 110.511978 301.661621
60.637997 433.000000 60.731667 124.525276 302.076935
60.664001 462.000000 60.757755 138.038803 302.496063
60.689999 440.000000 60.783840 150.271835 302.918671
60.716000 416.000000 60.809925 161.651978 303.344635
60.742001 441.000000 60.836014 171.902603 303.773712
60.768002 452.000000 60.862099 179.305573 304.205536
60.794003 454.000000 60.888184 182.113464 304.639923
60.820000 491.000000 60.914265 180.301773 305.076508
60.846001 479.000000 60.940353 175.894638 305.515167
60.871998 449.000000 60.966434 171.964859 305.955444
60.897999 429.000000 60.992523 171.101852 306.397186
60.924004 470.000000 61.018616 173.868759 306.840027
60.950001 488.000000 61.044697 178.010422 307.283447
60.976002 514.000000 61.070782 179.390274 307.727325
61.001999 537.000000 61.096863 174.444855 308.171265
61.028000 507.000000 61.122952 162.652252 308.615051
61.054001 482.000000 61.149036 147.198853 309.058167
61.080002 442.000000 61.175121 133.133194 309.500305
61.105999 411.000000 61.201206 124.349228 309.941193
61.131996 406.000000 61.227291 121.552505 310.380310
61.157997 442.000000 61.253376 122.358994 310.817383
61.184002 402.000000 61.279469 123.116936 311.252075
61.209999 413.000000 61.305550 121.119873 311.683777
61.236000 395.000000 61.331638 115.669777 312.112305
61.262001 382.000000 61.357723 107.400864 312.537109
61.288002 355.000000 61.383808 97.080498 312.957825
61.313999 378.000000 61.409893 85.518738 313.374115
61.340000 379.000000 61.435982 74.319221 313.785553
61.366001 328.000000 61.462070 66.004173 314.191650
61.391998 353.000000 61.488152 63.176384 314.591797
61.417999 337.000000 61.514240 67.625694 314.985870
61.444004 371.000000 61.540329 79.810234 315.373291
61.470001 349.000000 61.566414 98.478935 315.753540
61.496002 433.000000 61.592499 120.650124 316.126251
61.521999 426.000000 61.618580 142.536224 316.490906
61.548000 431.000000 61.644669 161.476349 316.847229
61.574001 503.000000 61.670757 177.617935 317.194519
61.599998 501.000000 61.696842 193.803909 317.532410
61.625999 513.000000 61.722927 213.041367 317.860443
61.651997 535.000000 61.749012 235.254654 318.178131
61.677998 582.000000 61.775101 256.312225 318.485046
61.704002 642.000000 61.801189 270.364197 318.780701
61.730000 591.000000 61.827274 273.254272 319.064545
61.756001 685.000000 61.853359 264.379272 319.336182
61.782001 625.000000 61.879448 246.781418 319.595154
61.807999 581.000000 61.905533 226.088440 319.840942
61.834000 574.000000 61.931622 208.180649 320.073090
61.860001 577.000000 61.957710 196.580276 320.291168
61.886002 560.000000 61.983795 191.597351 320.494629
61.911999 521.000000 62.009880 191.777191 320.683044
61.938000 600.000000 62.035965 195.617142 320.855988
61.964005 554.000000 62.062057 201.792526 321.013062
61.990002 552.000000 62.088142 208.549149 321.153687
62.015999 532.000000 62.114223 213.844467 321.277435
62.042000 541.000000 62.140316 216.243652 321.383972
62.068001 505.000000 62.166405 215.415741 321.472778
62.094002 487.000000 62.192490 211.778366 321.543488
62.119999 541.000000 62.218575 205.905380 321.595642
62.146000 531.000000 62.244663 198.207092 321.628876
62.171997 509.000000 62.270744 188.639481 321.642761
62.197998 469.000000 62.296833 176.437119 321.636963
62.224003 491.000000 62.322926 160.652130 321.611084
62.250000 449.000000 62.349010 141.550354 321.564758
62.276001 459.000000 62.375099 121.494537 321.497620
62.301998 416.000000 62.401184 104.177147 321.409424
62.327999 408.000000 62.427273 92.773643 321.299805
62.354000 389.000000 62.453362 88.771301 321.168457
62.380001 385.000000 62.479446 92.023567 321.015167
62.406002 418.000000 62.505535 101.494957 320.839600
62.431999 425.000000 62.531620 115.994675 320.641571
62.458000 449.000000 62.557709 134.578751 320.420837
62.484005 468.000000 62.583797 156.434662 320.177216
62.509998 499.000000 62.609882 180.528015 319.910583
62.535999 529.000000 62.635971 205.535431 319.620728
62.562000 580.000000 62.662060 230.098633 319.307495
62.588001 577.000000 62.688148 252.845322 318.970917
62.613998 561.000000 62.714233 271.908875 318.610901
62.639999 589.000000 62.740318 285.023743 318.227417
62.666000 595.000000 62.766407 290.895416 317.820404
62.691998 626.000000 62.792492 290.456360 317.389984
62.717999 653.000000 62.818581 286.211975 316.936127
62.744003 616.000000 62.844677 280.301971 316.458801
62.770000 584.000000 62.870762 273.166656 315.958618
62.796001 578.000000 62.896851 263.470825 315.435394
62.821999 583.000000 62.922935 249.244049 314.889526
62.848000 563.000000 62.949024 229.815582 314.321167
62.874001 529.000000 62.975113 207.158539 313.730621
62.900002 486.000000 63.001198 185.047516 313.118439
62.926003 448.000000 63.027287 166.609497 312.484680
62.952000 427.000000 63.053371 152.706512 311.830200
62.978001 433.000000 63.079464 142.556244 311.155182
63.004002 454.000000 63.105553 135.701584 310.460388
63.029999 442.000000 63.131638 133.091202 309.746521
63.056000 449.000000 63.157726 136.187958 309.013977
63.082001 442.000000 63.183815 144.892868 308.263672
63.107998 427.000000 63.209900 156.327972 307.496521
63.133999 478.000000 63.235989 166.002823 306.713013
63.160000 484.000000 63.262077 170.666901 305.914398
63.186001 469.000000 63.288166 170.258698 305.101654
63.211998 461.000000 63.314255 166.981506 304.275818
63.237999 443.000000 63.340343 162.641739 303.437988
63.264004 451.000000 63.366440 157.151230 302.589233
63.290001 438.000000 63.392525 149.355087 301.731293
63.315998 437.000000 63.418606 138.645798 300.865540
63.341999 421.000000 63.444695 125.703423 299.993042
63.368000 433.000000 63.470783 112.201561 299.115479
63.394001 406.000000 63.496872 100.012421 298.234589
63.420002 399.000000 63.522961 90.362709 297.352081
63.446003 425.000000 63.549053 83.347389 296.469696
63.472000 396.000000 63.575142 78.210518 295.589447
63.498001 375.000000 63.601231 74.277321 294.713562
63.524002 393.000000 63.627323 71.948471 293.843842
63.549999 374.000000 63.653404 73.107468 292.983093
63.576000 357.000000 63.679493 80.605415 292.133057
63.601997 400.000000 63.705582 96.887871 291.296417
63.627998 410.000000 63.731670 122.412743 290.475769
63.653999 469.000000 63.757759 154.918076 289.673767
63.680000 512.000000 63.783855 190.050735 288.893188
63.706001 503.000000 63.809944 222.608551 288.137390
63.731998 523.000000 63.836025 247.643677 287.409363
63.757999 559.000000 63.862114 261.465637 286.711914
63.784004 587.000000 63.888210 263.210938 286.048523
63.809998 571.000000 63.914295 256.128540 285.423065
63.835999 529.000000 63.940384 246.497498 284.838959
63.862000 513.000000 63.966473 240.193604 284.299988
63.888000 545.000000 63.992561 239.534134 283.810181
63.914001 535.000000 64.018654 242.879868 283.373535
63.940002 534.000000 64.044746 246.718155 282.994446
63.966003 574.000000 64.070831 247.918869 282.677429
63.992001 535.000000 64.096916 244.505661 282.426941
64.018005 550.000000 64.123009 235.422409 282.247772
64.043999 504.000000 64.149094 220.648483 282.145020
64.070000 517.000000 64.175194 201.663422 282.123779
64.095993 444.000000 64.201271 181.485596 282.189362
64.121994 498.000000 64.227364 163.809753 282.347382
64.148003 411.000000 64.253464 152.090332 282.603638
64.173996 437.000000 64.279541 148.485580 282.963745
64.199997 395.000000 64.305634 152.966873 283.434265
64.225990 455.000000 64.331718 163.083237 284.021179
64.251999 473.000000 64.357819 174.712677 284.731689
64.278000 501.000000 64.383904 183.558243 285.571777
64.304001 474.000000 64.409996 186.739929 286.549194
64.330002 481.000000 64.436089 183.585602 287.670898
64.356003 481.000000 64.462173 175.356522 288.943970
64.382004 455.000000 64.488266 163.985672 290.377014
64.408005 417.000000 64.514359 150.762451 291.977661
64.433998 454.000000 64.540436 136.035400 293.753174
64.459999 407.000000 64.566528 120.099831 295.714233
64.486000 359.000000 64.592621 104.278069 297.868195
64.512001 428.000000 64.618713 90.917900 300.224457
64.538002 392.000000 64.644798 82.585487 302.791595
64.563995 415.000000 64.670891 81.227364 305.580688
64.589996 362.000000 64.696983 87.695648 308.600983
64.615997 388.000000 64.723076 101.447800 311.863190
64.641998 418.000000 64.749161 120.526688 315.376099
64.667999 417.000000 64.775253 142.120636 319.152740
64.693993 440.000000 64.801338 163.425415 323.202240
64.719994 448.000000 64.827431 182.143845 327.538513
64.745995 436.000000 64.853516 196.017105 332.170593
64.771996 471.000000 64.879608 202.471191 337.114471
64.797997 534.000000 64.905701 199.452301 342.379822
64.823997 524.000000 64.931793 187.127396 347.980164
64.850006 541.000000 64.957893 168.413345 353.930603
64.875999 543.000000 64.983971 147.483337 360.237732
64.902000 497.000000 65.010063 127.441353 366.924316
64.928001 534.000000 65.036156 109.381340 374.002136
64.954002 581.000000 65.062248 92.917450 381.484192
64.980003 538.000000 65.088341 77.394394 389.386841

_reflns_number_total             677
_reflns_limit_h_min              0
_reflns_limit_h_max              9
_reflns_limit_k_min              -8
_reflns_limit_k_max              7
_reflns_limit_l_min              -4
_reflns_limit_l_max              4
_reflns_d_resolution_high        11.805
_reflns_d_resolution_low         1.434

####################################################################### 
# 
# 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_global_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2340274'
loop_
_audit_author_name
_audit_author_address
'Laura Contini'
;University of Bologna
Italy
;
_audit_update_record             
;
2024-03-14 deposited with the CCDC.	2024-05-29 downloaded from the CCDC.
;
#=============================================================================

_audit_creation_method           Expo2014

_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H28 Bi N5 O13'
_chemical_formula_sum            'C16 H28 Bi N5 O13'
_chemical_formula_weight         707.399

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
H Hydrogen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C Carbon 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N Nitrogen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O Oxygen 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bismuth 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_cell_length_a                   21.386(5)
_cell_length_b                   8.852(2)
_cell_length_c                   13.186(3)
_cell_angle_alpha                90.000
_cell_angle_beta                 101.902(5)
_cell_angle_gamma                90.000
_cell_volume                     2442.57(100)
_cell_formula_units_Z            4
_exptl_crystal_description       powder
_exptl_crystal_colour            colourless
_cell_measurement_temperature    293 #Experiment temperature in K

_exptl_crystal_density_diffrn    1.924
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_absorpt_coefficient_mu    14.865
_symmetry_Int_Tables_number      5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2 1'
_symmetry_space_group_name_hall  'C 2y'

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 'x, y, z'
2 '-x, y, -z'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
O O1 0.0322 0.1365 0.6394 0.0380 1.0000 Uiso
O O2 -0.0348 0.2551 0.7254 0.0380 1.0000 Uiso
O O3 0.0637 -0.4914 0.6359 0.0380 1.0000 Uiso
O O4 0.1367 -0.6760 0.6913 0.0380 1.0000 Uiso
O O5 0.1789 -0.1567 0.6963 0.0380 1.0000 Uiso
O O6 0.2607 -0.0367 0.8020 0.0380 1.0000 Uiso
O O7 -0.0373 -0.2002 0.7767 0.0380 1.0000 Uiso
O O8 -0.0885 -0.3587 0.8668 0.0380 1.0000 Uiso
N N1 0.0950 -0.0188 0.8268 0.0380 1.0000 Uiso
N N2 0.0824 -0.3684 0.8447 0.0380 1.0000 Uiso
C C1 0.0414 0.0871 0.8238 0.0380 1.0000 Uiso
C C2 0.0115 0.1618 0.7237 0.0380 1.0000 Uiso
C C3 0.1190 -0.4988 0.8190 0.0380 1.0000 Uiso
C C4 0.1058 -0.5560 0.7069 0.0380 1.0000 Uiso
C C5 0.1545 0.0506 0.8064 0.0380 1.0000 Uiso
C C6 0.2005 -0.0554 0.7659 0.0380 1.0000 Uiso
C C7 0.0214 -0.4147 0.8717 0.0380 1.0000 Uiso
C C8 -0.0373 -0.3155 0.8368 0.0380 1.0000 Uiso
C C9 0.1025 -0.1081 0.9245 0.0380 1.0000 Uiso
C C10 0.1243 -0.2697 0.9192 0.0380 1.0000 Uiso
H H4 0.1133 -0.5929 0.8686 0.0456 1.0000 Uiso
H H5 0.1694 -0.4732 0.8384 0.0456 1.0000 Uiso
H H6 0.1812 0.1022 0.8760 0.0456 1.0000 Uiso
H H7 0.1415 0.1383 0.7490 0.0456 1.0000 Uiso
H H10 0.1365 -0.0515 0.9840 0.0456 1.0000 Uiso
H H11 0.0570 -0.1044 0.9486 0.0456 1.0000 Uiso
H H12 0.1712 -0.2722 0.8999 0.0456 1.0000 Uiso
H H13 0.1296 -0.3142 0.9970 0.0456 1.0000 Uiso
Bi Bi 0.0420 -0.1998 0.6660 0.0127 1.0000 Uiso
H H3 -0.0004 0.0702 0.8584 0.0456 1.0000 Uiso
H H2 0.0673 0.1817 0.8651 0.0456 1.0000 Uiso
H H8 0.0067 -0.4629 0.7944 0.0456 1.0000 Uiso
H H1 -0.0529 0.2312 0.6516 0.0456 1.0000 Uiso
H H9 0.0190 -0.5063 0.9261 0.0456 1.0000 Uiso
C C11 -0.1705 0.1950 0.5931 0.0380 1.0000 Uiso
C C12 -0.1765 0.3619 0.6162 0.0380 1.0000 Uiso
C C13 -0.1842 0.4556 0.5145 0.0380 1.0000 Uiso
C C14 -0.1422 0.5888 0.5265 0.0380 1.0000 Uiso
N N4 -0.0544 0.7364 0.5401 0.0380 1.0000 Uiso
N N5 -0.1587 0.7370 0.5455 0.0380 1.0000 Uiso
H H14 -0.1337 0.3988 0.6683 0.0456 1.0000 Uiso
H H15 -0.2755 0.3563 0.6274 0.0456 1.0000 Uiso
H H16 -0.2235 0.3140 0.7374 0.0456 1.0000 Uiso
H H17 -0.2317 0.4967 0.6980 0.0456 1.0000 Uiso
H H18 -0.2335 0.4855 0.4851 0.0456 1.0000 Uiso
H H19 -0.1693 0.3852 0.4565 0.0456 1.0000 Uiso
H H20 -0.1008 0.9417 0.5745 0.0456 1.0000 Uiso
H H21 -0.1940 0.7625 0.5864 0.0456 1.0000 Uiso
N N3 -0.2308 0.3856 0.6722 0.0380 1.0000 Uiso
C C15 -0.0770 0.5903 0.5242 0.0380 1.0000 Uiso
C C16 -0.1040 0.8229 0.5556 0.0380 1.0000 Uiso
O O9 -0.2136 0.1049 0.6129 0.0380 1.0000 Uiso
O O10 -0.1237 0.1575 0.5508 0.0380 1.0000 Uiso
H H22 -0.0468 0.4956 0.5133 0.0456 1.0000 Uiso
O O11 0.2432 -0.1112 0.9965 0.0380 1.0000 Uiso
H H24 0.2574 -0.0865 1.0713 0.0456 1.0000 Uiso
H H23 0.2619 -0.0376 0.9538 0.0456 1.0000 Uiso
H H25 0.4054 -0.2367 0.8501 0.0547 1.0000 Uiso
O O12 0.3661 -0.2156 0.8775 0.0456 1.0000 Uiso
H H26 0.3454 -0.1153 0.8769 0.0547 1.0000 Uiso
O O13 0.1958 -0.1561 1.1597 0.0380 1.0000 Uiso
H H27 0.2166 -0.2525 1.1669 0.0456 1.0000 Uiso
H H28 0.1500 -0.1691 1.1628 0.0456 1.0000 Uiso

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.297999 .
O2 C2 1.293120 .
O2 H1 0.993098 .
O3 C4 1.290909 .
O4 C4 1.289720 .
O5 C6 1.298022 .
O6 C6 1.287904 .
O7 C8 1.292171 .
O7 Bi 2.455220 .
O8 C8 1.296278 .
N1 C1 1.474979 .
N1 C5 1.486643 .
N1 C9 1.491668 .
N2 C3 1.472844 .
N2 C7 1.479240 .
N2 C10 1.472488 .
C1 C2 1.496745 .
C1 H3 1.094485 .
C1 H2 1.086353 .
C3 C4 1.532642 .
C3 H4 1.081357 .
C3 H5 1.079270 .
C5 C6 1.532997 .
C5 H6 1.077410 .
C5 H7 1.079830 .
C7 C8 1.523306 .
C7 H8 1.089807 .
C7 H9 1.090795 .
C9 C10 1.510582 .
C9 H10 1.077024 .
C9 H11 1.084652 .
C10 H12 1.084697 .
C10 H13 1.082830 .
C11 C12 1.519200 .
C11 O9 1.285734 .
C11 O10 1.285814 .
C12 C13 1.556401 .
C12 H14 1.075683 .
C12 N3 1.513786 .
C13 C14 1.470840 .
C13 H18 1.078588 .
C13 H19 1.084130 .
C14 N5 1.394511 .
C14 C15 1.400998 .
N4 C15 1.381391 .
N4 C16 1.357442 .
N5 H21 1.039076 .
N5 C16 1.378439 .
H15 N3 1.047451 .
H16 N3 1.053504 .
H17 N3 1.042091 .
H20 C16 1.079631 .
C15 H22 1.085711 .
O11 H24 0.994658 .
O11 H23 0.997143 .
H25 O12 0.998537 .
O12 H26 0.991383 .
O13 H27 0.957917 .
O13 H28 0.995392 .

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
O1 C2 O2 121.51 . .
O1 C2 C1 121.33 . .
C2 O2 H1 89.54 . .
O2 C2 C1 117.15 . .
O3 C4 O4 123.56 . .
O3 C4 C3 121.02 . .
O4 C4 C3 115.30 . .
O5 C6 O6 122.21 . .
O5 C6 C5 120.58 . .
O6 C6 C5 117.19 . .
C8 O7 Bi 116.95 . .
O7 C8 O8 121.80 . .
O7 C8 C7 122.43 . .
O8 C8 C7 115.67 . .
C1 N1 C5 114.96 . .
C1 N1 C9 107.73 . .
N1 C1 C2 119.52 . .
N1 C1 H3 126.80 . .
N1 C1 H2 99.40 . .
C5 N1 C9 115.57 . .
N1 C5 C6 116.41 . .
N1 C5 H6 110.13 . .
N1 C5 H7 108.52 . .
N1 C9 C10 116.17 . .
N1 C9 H10 108.59 . .
N1 C9 H11 107.09 . .
C3 N2 C7 112.03 . .
C3 N2 C10 109.84 . .
N2 C3 C4 118.68 . .
N2 C3 H4 109.45 . .
N2 C3 H5 109.46 . .
C7 N2 C10 116.70 . .
N2 C7 C8 118.71 . .
N2 C7 H8 88.97 . .
N2 C7 H9 121.85 . .
N2 C10 C9 116.20 . .
N2 C10 H12 107.23 . .
N2 C10 H13 110.28 . .
C2 C1 H3 101.01 . .
C2 C1 H2 100.51 . .
H3 C1 H2 105.80 . .
C4 C3 H4 107.91 . .
C4 C3 H5 105.92 . .
H4 C3 H5 104.48 . .
C6 C5 H6 106.91 . .
C6 C5 H7 106.67 . .
H6 C5 H7 107.87 . .
C8 C7 H8 83.24 . .
C8 C7 H9 118.66 . .
H8 C7 H9 106.29 . .
C10 C9 H10 107.80 . .
C10 C9 H11 110.26 . .
C9 C10 H12 109.84 . .
C9 C10 H13 105.88 . .
H10 C9 H11 106.51 . .
H12 C10 H13 107.08 . .
C12 C11 O9 117.95 . .
C12 C11 O10 116.33 . .
C11 C12 C13 110.11 . .
C11 C12 H14 109.11 . .
C11 C12 N3 109.73 . .
O9 C11 O10 125.64 . .
C13 C12 H14 108.26 . .
C13 C12 N3 113.02 . .
C12 C13 C14 112.38 . .
C12 C13 H18 111.24 . .
C12 C13 H19 107.90 . .
H14 C12 N3 106.48 . .
C12 N3 H15 113.16 . .
C12 N3 H16 108.38 . .
C12 N3 H17 110.96 . .
C14 C13 H18 111.84 . .
C14 C13 H19 105.95 . .
C13 C14 N5 127.00 . .
C13 C14 C15 126.42 . .
H18 C13 H19 107.17 . .
N5 C14 C15 106.55 . .
C14 N5 H21 122.37 . .
C14 N5 C16 107.16 . .
C14 C15 N4 108.92 . .
C14 C15 H22 128.13 . .
C15 N4 C16 106.92 . .
N4 C15 H22 122.95 . .
N4 C16 N5 110.38 . .
N4 C16 H20 124.74 . .
H21 N5 C16 121.53 . .
N5 C16 H20 124.87 . .
H15 N3 H16 106.00 . .
H15 N3 H17 109.98 . .
H16 N3 H17 108.11 . .
H24 O11 H23 109.90 . .
H25 O12 H26 124.92 . .
H27 O13 H28 109.49 . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
H1 O2 C2 O1 29.91 . . . .
H1 O2 C2 C1 -151.63 . . . .
Bi O7 C8 O8 -152.76 . . . .
Bi O7 C8 C7 23.52 . . . .
C5 N1 C1 C2 65.74 . . . .
C5 N1 C1 H3 -160.03 . . . .
C5 N1 C1 H2 -42.10 . . . .
C9 N1 C1 C2 -163.82 . . . .
C9 N1 C1 H3 -29.59 . . . .
C9 N1 C1 H2 88.35 . . . .
C1 N1 C5 C6 -156.20 . . . .
C1 N1 C5 H6 81.94 . . . .
C1 N1 C5 H7 -35.93 . . . .
C9 N1 C5 C6 77.28 . . . .
C9 N1 C5 H6 -44.58 . . . .
C9 N1 C5 H7 -162.45 . . . .
C1 N1 C9 C10 146.38 . . . .
C1 N1 C9 H10 -91.97 . . . .
C1 N1 C9 H11 22.69 . . . .
C5 N1 C9 C10 -83.52 . . . .
C5 N1 C9 H10 38.13 . . . .
C5 N1 C9 H11 152.79 . . . .
C7 N2 C3 C4 87.49 . . . .
C7 N2 C3 H4 -36.91 . . . .
C7 N2 C3 H5 -150.86 . . . .
C10 N2 C3 C4 -141.11 . . . .
C10 N2 C3 H4 94.50 . . . .
C10 N2 C3 H5 -19.45 . . . .
C3 N2 C7 C8 -142.61 . . . .
C3 N2 C7 H8 -60.90 . . . .
C3 N2 C7 H9 47.71 . . . .
C10 N2 C7 C8 89.55 . . . .
C10 N2 C7 H8 171.27 . . . .
C10 N2 C7 H9 -80.13 . . . .
C3 N2 C10 C9 158.76 . . . .
C3 N2 C10 H12 35.49 . . . .
C3 N2 C10 H13 -80.77 . . . .
C7 N2 C10 C9 -72.34 . . . .
C7 N2 C10 H12 164.38 . . . .
C7 N2 C10 H13 48.12 . . . .
N1 C1 C2 O1 -0.70 . . . .
N1 C1 C2 O2 -179.16 . . . .
H3 C1 C2 O1 -144.93 . . . .
H3 C1 C2 O2 36.61 . . . .
H2 C1 C2 O1 106.52 . . . .
H2 C1 C2 O2 -71.94 . . . .
N2 C3 C4 O3 0.27 . . . .
N2 C3 C4 O4 -175.92 . . . .
H4 C3 C4 O3 125.42 . . . .
H4 C3 C4 O4 -50.77 . . . .
H5 C3 C4 O3 -123.15 . . . .
H5 C3 C4 O4 60.66 . . . .
N1 C5 C6 O5 41.56 . . . .
N1 C5 C6 O6 -140.04 . . . .
H6 C5 C6 O5 165.10 . . . .
H6 C5 C6 O6 -16.50 . . . .
H7 C5 C6 O5 -79.70 . . . .
H7 C5 C6 O6 98.70 . . . .
N2 C7 C8 O7 6.43 . . . .
N2 C7 C8 O8 -177.08 . . . .
H8 C7 C8 O7 -78.66 . . . .
H8 C7 C8 O8 97.84 . . . .
H9 C7 C8 O7 176.44 . . . .
H9 C7 C8 O8 -7.06 . . . .
N1 C9 C10 N2 -60.31 . . . .
N1 C9 C10 H12 61.60 . . . .
N1 C9 C10 H13 176.89 . . . .
H10 C9 C10 N2 177.62 . . . .
H10 C9 C10 H12 -60.48 . . . .
H10 C9 C10 H13 54.82 . . . .
H11 C9 C10 N2 61.72 . . . .
H11 C9 C10 H12 -176.37 . . . .
H11 C9 C10 H13 -61.08 . . . .
O9 C11 C12 C13 -118.16 . . . .
O9 C11 C12 H14 123.15 . . . .
O9 C11 C12 N3 6.84 . . . .
O10 C11 C12 C13 58.86 . . . .
O10 C11 C12 H14 -59.82 . . . .
O10 C11 C12 N3 -176.13 . . . .
C11 C12 C13 C14 -133.28 . . . .
C11 C12 C13 H18 100.45 . . . .
C11 C12 C13 H19 -16.83 . . . .
H14 C12 C13 C14 -14.07 . . . .
H14 C12 C13 H18 -140.35 . . . .
H14 C12 C13 H19 102.37 . . . .
N3 C12 C13 C14 103.62 . . . .
N3 C12 C13 H18 -22.65 . . . .
N3 C12 C13 H19 -139.93 . . . .
C11 C12 N3 H15 -63.83 . . . .
C11 C12 N3 H16 53.43 . . . .
C11 C12 N3 H17 171.99 . . . .
C13 C12 N3 H15 59.47 . . . .
C13 C12 N3 H16 176.74 . . . .
C13 C12 N3 H17 -64.70 . . . .
H14 C12 N3 H15 178.21 . . . .
H14 C12 N3 H16 -64.53 . . . .
H14 C12 N3 H17 54.03 . . . .
C12 C13 C14 N5 -98.02 . . . .
C12 C13 C14 C15 79.84 . . . .
H18 C13 C14 N5 27.93 . . . .
H18 C13 C14 C15 -154.21 . . . .
H19 C13 C14 N5 144.38 . . . .
H19 C13 C14 C15 -37.76 . . . .
C13 C14 N5 H21 29.81 . . . .
C13 C14 N5 C16 177.36 . . . .
C15 C14 N5 H21 -148.40 . . . .
C15 C14 N5 C16 -0.85 . . . .
C13 C14 C15 N4 -178.97 . . . .
C13 C14 C15 H22 0.09 . . . .
N5 C14 C15 N4 -0.75 . . . .
N5 C14 C15 H22 178.31 . . . .
C16 N4 C15 C14 2.07 . . . .
C16 N4 C15 H22 -177.05 . . . .
C15 N4 C16 N5 -2.64 . . . .
C15 N4 C16 H20 176.35 . . . .
C14 N5 C16 N4 2.19 . . . .
C14 N5 C16 H20 -176.80 . . . .
H21 N5 C16 N4 150.08 . . . .
H21 N5 C16 H20 -28.91 . . . .

_diffrn_ambient_temperature      293 #Experiment temperature in K
_diffrn_radiation_wavelength     1.540560
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_measurement_device_type  Xpert-PRO

# POWDER PROFILE

_pd_meas_2theta_range_min        4.005
_pd_meas_2theta_range_max        65.963
_pd_proc_number_of_points        2384

_pd_proc_ls_prof_R_factor        0.08033
_pd_proc_ls_prof_wR_factor       0.10252
_pd_proc_ls_prof_wR_expected     0.02691

_refine_ls_number_reflns         512
_refine_ls_number_parameters     32
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_R_I_factor            0.11649
_refine_ls_goodness_of_fit_all   3.80977
_refine_ls_restrained_S_all      3.80977

loop_
_pd_meas_2theta_scan
_pd_meas_counts_total
_pd_proc_2theta_corrected
_pd_calc_intensity_total
_pd_proc_intensity_bkg_calc

4.005000 1624.000000 3.979364 1.048926 1856.698486
4.031000 1688.000000 4.005368 1.072669 1827.536133
4.057000 1661.000000 4.031371 1.097174 1799.474609
4.083000 1636.000000 4.057374 1.122476 1772.479980
4.109000 1562.000000 4.083377 1.148605 1746.524414
4.135000 1653.000000 4.109381 1.175600 1721.578613
4.161000 1634.000000 4.135384 1.203494 1697.615967
4.187000 1596.000000 4.161388 1.232329 1674.607178
4.213000 1611.000000 4.187391 1.262146 1652.527100
4.239000 1591.000000 4.213395 1.292987 1631.349854
4.265000 1552.000000 4.239398 1.324900 1611.046143
4.291000 1549.000000 4.265402 1.357932 1591.592773
4.317000 1590.000000 4.291406 1.392135 1572.964600
4.343000 1613.000000 4.317409 1.427561 1555.138428
4.369000 1501.000000 4.343412 1.464268 1538.088379
4.395000 1569.000000 4.369416 1.502320 1521.793457
4.421000 1545.000000 4.395419 1.541775 1506.229004
4.447000 1489.000000 4.421423 1.582705 1491.374268
4.473000 1521.000000 4.447426 1.625179 1477.206299
4.499000 1495.000000 4.473430 1.669276 1463.705078
4.525000 1474.000000 4.499434 1.715074 1450.848145
4.551000 1399.000000 4.525437 1.762660 1438.615967
4.577000 1469.000000 4.551441 1.812124 1426.989014
4.603000 1519.000000 4.577445 1.863563 1415.947510
4.629000 1502.000000 4.603448 1.917081 1405.470947
4.655000 1494.000000 4.629452 1.972786 1395.542480
4.681000 1464.000000 4.655456 2.030796 1386.143311
4.707000 1542.000000 4.681459 2.091232 1377.256592
4.733000 1519.000000 4.707463 2.154231 1368.861816
4.759000 1455.000000 4.733467 2.219934 1360.945557
4.785000 1409.000000 4.759471 2.288491 1353.489502
4.811000 1466.000000 4.785475 2.360063 1346.477295
4.837000 1472.000000 4.811479 2.667311 1339.893799
4.863000 1408.000000 4.837482 2.750125 1333.723389
4.889000 1423.000000 4.863487 2.836646 1327.950195
4.915000 1435.000000 4.889491 2.927088 1322.559814
4.941000 1400.000000 4.915494 3.021681 1317.538818
4.967000 1395.000000 4.941498 3.120683 1312.871582
4.993000 1440.000000 4.967503 3.224362 1308.545654
5.019000 1419.000000 4.993506 3.333009 1304.546875
5.045000 1377.000000 5.019510 3.446936 1300.862793
5.071000 1391.000000 5.045514 3.566485 1297.480469
5.097000 1411.000000 5.071518 3.692023 1294.387451
5.123000 1373.000000 5.097522 3.823939 1291.571045
5.149000 1356.000000 5.123526 3.962666 1289.020508
5.175000 1364.000000 5.149530 4.108668 1286.723633
5.201000 1358.000000 5.175535 4.262448 1284.669434
5.227000 1304.000000 5.201539 4.424549 1282.847168
5.253000 1311.000000 5.227542 4.595569 1281.245850
5.279000 1370.000000 5.253547 4.776159 1279.855469
5.305000 1348.000000 5.279552 4.967028 1278.665649
5.331000 1325.000000 5.305556 5.168941 1277.666992
5.357000 1303.000000 5.331560 5.382744 1276.849731
5.383000 1287.000000 5.357563 5.609364 1276.204468
5.409000 1300.000000 5.383568 5.849828 1275.722290
5.435000 1286.000000 5.409573 6.105240 1275.394043
5.461000 1297.000000 5.435576 6.376831 1275.212036
5.487000 1324.000000 5.461581 6.665967 1275.167236
5.513000 1333.000000 5.487585 6.974144 1275.251953
5.539000 1332.000000 5.513589 7.303020 1275.458008
5.565000 1321.000000 5.539594 7.654441 1275.778320
5.591000 1308.000000 5.565598 8.030452 1276.204834
5.617000 1299.000000 5.591603 8.433342 1276.730957
5.643000 1276.000000 5.617607 8.865635 1277.349609
5.669000 1297.000000 5.643611 9.330202 1278.053467
5.695000 1319.000000 5.669616 9.830251 1278.836792
5.721000 1293.000000 5.695620 10.369330 1279.693115
5.747000 1273.000000 5.721624 10.951526 1280.615723
5.773000 1271.000000 5.747629 11.581409 1281.599243
5.799000 1259.000000 5.773634 12.264192 1282.637451
5.825000 1261.000000 5.799639 13.005745 1283.725220
5.851000 1250.000000 5.825643 13.812792 1284.856689
5.877000 1267.000000 5.851647 14.693046 1286.026855
5.903000 1286.000000 5.877652 15.655367 1287.230957
5.929000 1271.000000 5.903656 16.709906 1288.463623
5.955000 1268.000000 5.929661 17.868481 1289.720215
5.981000 1222.000000 5.955666 19.144730 1290.996460
6.007000 1222.000000 5.981670 20.554653 1292.287842
6.033000 1219.000000 6.007675 22.116913 1293.589966
6.059000 1236.000000 6.033680 23.853495 1294.898804
6.085000 1196.000000 6.059684 25.790363 1296.210449
6.111000 1214.000000 6.085690 27.958551 1297.521240
6.137000 1252.000000 6.111694 30.394863 1298.827393
6.163000 1277.000000 6.137698 33.143841 1300.125366
6.189000 1283.000000 6.163703 36.474052 1301.411865
6.215000 1302.000000 6.189709 40.026138 1302.683594
6.241000 1284.000000 6.215713 44.090744 1303.937256
6.267000 1254.000000 6.241717 48.768021 1305.170166
6.293000 1233.000000 6.267722 54.182335 1306.379517
6.319000 1251.000000 6.293728 60.490780 1307.562134
6.345000 1351.000000 6.319733 67.892540 1308.715820
6.371000 1275.000000 6.345737 76.644661 1309.837891
6.397000 1266.000000 6.371742 87.081619 1310.926025
6.423000 1321.000000 6.397747 99.644920 1311.977783
6.449000 1361.000000 6.423752 114.926926 1312.991089
6.475000 1351.000000 6.449758 133.741608 1313.963989
6.501000 1422.000000 6.475762 157.246338 1314.894287
6.527000 1412.000000 6.501767 187.205582 1315.780396
6.553000 1594.000000 6.527772 226.562927 1316.620361
6.579000 1662.000000 6.553777 280.734497 1317.412231
6.605000 1908.000000 6.579782 360.164062 1318.155151
6.631000 1952.000000 6.605787 484.397125 1318.847168
6.657000 2173.000000 6.631793 686.355042 1319.486572
6.683000 2592.000000 6.657797 1012.331726 1320.072754
6.709000 3081.000000 6.683802 1511.197632 1320.604126
6.735000 3623.000000 6.709808 2212.147949 1321.079346
6.761000 4453.000000 6.735813 3113.902832 1321.497559
6.787000 5747.000000 6.761817 4251.454102 1321.857910
6.813000 7468.000000 6.787823 5923.438477 1322.159302
6.839000 9887.000000 6.813828 8810.098633 1322.400879
6.865000 12025.000000 6.839834 12137.418945 1322.581909
6.891000 11893.000000 6.865839 11673.612305 1322.701782
6.917000 8872.000000 6.891844 7609.855957 1322.759766
6.943000 5500.000000 6.917849 3951.391113 1322.755127
6.969000 3587.000000 6.943854 1881.174805 1322.687744
6.995000 2638.000000 6.969860 961.841064 1322.556885
7.021000 2118.000000 6.995865 627.179321 1322.362305
7.047000 1925.000000 7.021871 516.727661 1322.103394
7.073000 1730.000000 7.047876 461.538513 1321.780273
7.099000 1612.000000 7.073881 407.163086 1321.392578
7.125000 1545.000000 7.099886 348.303497 1320.940186
7.151000 1485.000000 7.125892 291.857971 1320.422974
7.177000 1410.000000 7.151897 243.005325 1319.840698
7.203000 1385.000000 7.177903 203.130707 1319.193481
7.229000 1303.000000 7.203908 171.381088 1318.481567
7.255000 1375.000000 7.229914 146.205643 1317.704712
7.281000 1315.000000 7.255919 126.127434 1316.863159
7.307000 1301.000000 7.281925 109.962433 1315.957031
7.333000 1299.000000 7.307930 96.824135 1314.986938
7.359000 1315.000000 7.333937 86.053543 1313.952515
7.385000 1294.000000 7.359942 77.161888 1312.854492
7.411000 1324.000000 7.385947 69.780708 1311.692993
7.437000 1270.000000 7.411953 63.630241 1310.468506
7.463000 1308.000000 7.437959 58.496136 1309.181274
7.489000 1257.000000 7.463964 54.212711 1307.831787
7.515000 1263.000000 7.489970 50.651089 1306.420532
7.541000 1269.000000 7.515975 47.711693 1304.947998
7.567000 1232.000000 7.541981 45.316917 1303.414795
7.593000 1239.000000 7.567987 43.407955 1301.821289
7.619000 1248.000000 7.593993 41.940819 1300.168213
7.645000 1244.000000 7.619998 40.884426 1298.456299
7.671000 1232.000000 7.646004 40.219044 1296.685547
7.697000 1178.000000 7.672009 39.935513 1294.857300
7.723000 1127.000000 7.698015 40.034821 1292.971924
7.749000 1153.000000 7.724021 40.528435 1291.030029
7.775000 1149.000000 7.750027 41.439011 1289.032715
7.801000 1166.000000 7.776033 42.801838 1286.980469
7.827000 1171.000000 7.802039 44.667038 1284.873901
7.853000 1146.000000 7.828044 47.102753 1282.714111
7.879000 1124.000000 7.854051 50.199673 1280.501709
7.905000 1120.000000 7.880057 54.077190 1278.237305
7.931000 1156.000000 7.906063 58.892284 1275.922119
7.957000 1143.000000 7.932068 64.852089 1273.556885
7.983000 1095.000000 7.958075 72.231689 1271.142212
8.009000 1120.000000 7.984081 81.399483 1268.679199
8.035000 1175.000000 8.010087 92.855827 1266.168579
8.061001 1219.000000 8.036094 107.292671 1263.611328
8.087000 1268.000000 8.062099 125.691254 1261.008545
8.113001 1304.000000 8.088105 149.515457 1258.360596
8.139000 1346.000000 8.114111 181.089355 1255.668945
8.165001 1411.000000 8.140119 224.437637 1252.934082
8.191001 1508.000000 8.166124 286.948944 1250.157227
8.217000 1665.000000 8.192129 382.357513 1247.339722
8.243000 1938.000000 8.218136 534.851624 1244.481445
8.269000 2253.000000 8.244142 782.434631 1241.584229
8.295000 2682.000000 8.270148 1175.666260 1238.648682
8.321001 3342.000000 8.296155 1768.245728 1235.675537
8.347000 4325.000000 8.322161 2606.903320 1232.666504
8.373000 5731.000000 8.348167 3755.537598 1229.621826
8.399000 7927.000000 8.374173 5419.522949 1226.542725
8.425000 11102.000000 8.400180 8111.330078 1223.430420
8.451000 14951.000000 8.426186 11863.719727 1220.285400
8.476999 17077.000000 8.452190 13606.040039 1217.109375
8.503000 14921.000000 8.478198 10636.428711 1213.902100
8.529000 9715.000000 8.504205 6230.383301 1210.665771
8.555000 5542.000000 8.530211 3182.956299 1207.400635
8.581000 3547.000000 8.556218 1615.591064 1204.108154
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